@prefix : <file:///ERROR/EMPTY/PREFIX/BANNED/> .
@prefix CHEBI: <http://purl.obolibrary.org/obo/CHEBI_> .
@prefix chebi: <http://purl.obolibrary.org/obo/chebi/> .
@prefix chebi1: <http://purl.obolibrary.org/obo/chebi#2> .
@prefix chebi2: <http://purl.obolibrary.org/obo/chebi#> .
@prefix chebi3: <http://purl.obolibrary.org/obo/chebi#3> .
@prefix definition: <http://purl.obolibrary.org/obo/IAO_0000115> .
@prefix hasPart: <http://purl.obolibrary.org/obo/BFO_0000051> .
@prefix hasRole: <http://purl.obolibrary.org/obo/RO_0000087> .
@prefix ilxtr: <http://uri.interlex.org/tgbugs/uris/readable/> .
@prefix oboInOwl: <http://www.geneontology.org/formats/oboInOwl#> .
@prefix obsReason: <http://purl.obolibrary.org/obo/IAO_0000231> .
@prefix owl: <http://www.w3.org/2002/07/owl#> .
@prefix prov: <http://www.w3.org/ns/prov#> .
@prefix rdfs: <http://www.w3.org/2000/01/rdf-schema#> .
@prefix replacedBy: <http://purl.obolibrary.org/obo/IAO_0100001> .
@prefix skos: <http://www.w3.org/2004/02/skos/core#> .
@prefix termsMerged: <http://purl.obolibrary.org/obo/IAO_0000227> .
@prefix xsd: <http://www.w3.org/2001/XMLSchema#> .

<http://ontology.neuinfo.org/NIF/ttl/generated/chebislim.ttl> a owl:Ontology ;
    rdfs:label "NIF ChEBI slim" ;
    skos:altLabel "chebislim" ;
    owl:versionInfo "2024-01-26" ;
    prov:wasDerivedFrom <http://purl.obolibrary.org/obo/chebi/229.26/chebi.owl>,
        <https://github.com/tgbugs/pyontutils/blob/eafd685740e5bf99f19c8ed0548e7c920bef7399/pyontutils/nifstd/resources/chebi-subset-ids.txt> ;
    prov:qualifiedDerivation [ a prov:Derivation ;
            prov:entity <https://github.com/tgbugs/pyontutils/blob/eafd685740e5bf99f19c8ed0548e7c920bef7399/pyontutils/nifstd/resources/chebi-subset-ids.txt> ;
            prov:hadActivity [ a prov:Activity ;
                    prov:startedAtTime "2024-01-26T19:47:23Z" ;
                    prov:used <https://github.com/tgbugs/pyontutils/blob/eafd685740e5bf99f19c8ed0548e7c920bef7399/nifstd/nifstd_tools/chebi_slim.py#L131> ;
                    prov:wasAssociatedWith [ a prov:SoftwareAgent ;
                            ilxtr:implementationOf <http://uri.interlex.org/tgbugs/uris/readable/ProgrammingLanguage/Python> ;
                            ilxtr:versionString "3.10.13 (fc59e61cfbff, Jan 24 2024, 00:15:15) [PyPy 7.3.15 with GCC 12.3.1 20230825]" ] ] ] ;
    oboInOwl:date "26:01:2024 00:30"^^xsd:string ;
    prov:wasGeneratedBy <https://github.com/tgbugs/pyontutils/blob/eafd685740e5bf99f19c8ed0548e7c920bef7399/nifstd/nifstd_tools/chebi_slim.py#L131> .

### Object Properties

chebi2:has_functional_parent a owl:ObjectProperty ;
    rdfs:label "has functional parent"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "has_functional_parent"^^xsd:string ;
    oboInOwl:is_cyclic false ;
    oboInOwl:is_transitive false .

chebi2:has_major_microspecies_at_pH_7_3 a owl:ObjectProperty ;
    rdfs:label "has major microspecies at pH 7.3"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "has_major_microspecies_at_pH_7_3"^^xsd:string ;
    oboInOwl:is_cyclic true ;
    oboInOwl:is_transitive false .

chebi2:has_parent_hydride a owl:ObjectProperty ;
    rdfs:label "has parent hydride"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "has_parent_hydride"^^xsd:string ;
    oboInOwl:is_cyclic false ;
    oboInOwl:is_transitive false .

chebi2:is_conjugate_acid_of a owl:ObjectProperty ;
    rdfs:label "is conjugate acid of"^^xsd:string ;
    owl:inverseOf chebi2:is_conjugate_base_of ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "is_conjugate_acid_of"^^xsd:string ;
    oboInOwl:is_cyclic true ;
    oboInOwl:is_transitive false .

chebi2:is_conjugate_base_of a owl:ObjectProperty ;
    rdfs:label "is conjugate base of"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "is_conjugate_base_of"^^xsd:string ;
    oboInOwl:is_cyclic true ;
    oboInOwl:is_transitive false .

chebi2:is_enantiomer_of a owl:ObjectProperty ;
    rdfs:label "is enantiomer of"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "is_enantiomer_of"^^xsd:string ;
    oboInOwl:is_cyclic true ;
    oboInOwl:is_transitive false .

chebi2:is_substituent_group_from a owl:ObjectProperty ;
    rdfs:label "is substituent group from"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "is_substituent_group_from"^^xsd:string ;
    oboInOwl:is_cyclic false ;
    oboInOwl:is_transitive false .

chebi2:is_tautomer_of a owl:ObjectProperty,
        owl:TransitiveProperty ;
    rdfs:label "is tautomer of"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "is_tautomer_of"^^xsd:string ;
    oboInOwl:is_cyclic true .

### Classes

CHEBI:95 a owl:Class ;
    owl:deprecated true ;
    replacedBy: CHEBI:18292 ;
    obsReason: termsMerged: .

CHEBI:823 a owl:Class ;
    owl:deprecated true ;
    replacedBy: CHEBI:27844 ;
    obsReason: termsMerged: .

CHEBI:825 a owl:Class ;
    owl:deprecated true ;
    replacedBy: CHEBI:28181 ;
    obsReason: termsMerged: .

CHEBI:855 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:4541552"^^xsd:string,
        "KEGG:C11569"^^xsd:string,
        "Reaxys:4541552"^^xsd:string ;
    rdfs:label "2,2'-(1-phenyl-1H-1,2,4-triazole-3,5-diyl)diphenol"^^xsd:string ;
    definition: "A member of the class of  triazoles that is 1-phenyl-1H-1,2,4-triazole substituted by 2-hydroxyphenyl groups at positions 3 and 5."^^xsd:string ;
    rdfs:subClassOf CHEBI:33853,
        CHEBI:35727,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:38967 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C20H15N3O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C20H15N3O2/c24-17-12-6-4-10-15(17)19-21-20(16-11-5-7-13-18(16)25)23(22-19)14-8-2-1-3-9-14/h1-13,24-25H"^^xsd:string ;
    chebi:inchikey "ZSVXKCSZMLMPBW-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "329.35212"^^xsd:string ;
    chebi:monoisotopicmass "329.11643"^^xsd:string ;
    chebi:smiles "Oc1ccccc1-c1nc(-c2ccccc2O)n(n1)-c1ccccc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "2,2'-(1-phenyl-1H-1,2,4-triazole-3,5-diyl)diphenol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2,2'-(1-phenyl-1H-1,2,4-triazole-3,5-diyl)bis-phenol"^^xsd:string,
        "3,5-bis(2-hydroxyphenyl)-1-phenyl-1H-1,2,4-triazole"^^xsd:string,
        "decarboxydeferasirox"^^xsd:string ;
    oboInOwl:id "CHEBI:855"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:1325 a owl:Class ;
    owl:deprecated true ;
    replacedBy: CHEBI:17489 ;
    obsReason: termsMerged: .

CHEBI:1327 a owl:Class ;
    owl:deprecated true ;
    replacedBy: CHEBI:16356 ;
    obsReason: termsMerged: .

CHEBI:1331 a owl:Class ;
    owl:deprecated true ;
    replacedBy: CHEBI:18375 ;
    obsReason: termsMerged: .

CHEBI:1391 a owl:Class ;
    oboInOwl:hasDbXref "CAS:42542-10-9"^^xsd:string,
        "DrugBank:DB01454"^^xsd:string,
        "HMDB:HMDB0041931"^^xsd:string,
        "KEGG:C07577"^^xsd:string,
        "PMID:15062945"^^xsd:string,
        "PMID:18570171"^^xsd:string,
        "Reaxys:158675"^^xsd:string,
        "Wikipedia:MDMA"^^xsd:string ;
    rdfs:label "3,4-methylenedioxymethamphetamine"^^xsd:string ;
    definition: "A member of the class of  benzodioxoles that is 1,3-benzodioxole substituted by a 2-(methylamino)propyl group at position 5."^^xsd:string ;
    rdfs:subClassOf CHEBI:35338,
        CHEBI:38298,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50910 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C11H15NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C11H15NO2/c1-8(12-2)5-9-3-4-10-11(6-9)14-7-13-10/h3-4,6,8,12H,5,7H2,1-2H3"^^xsd:string ;
    chebi:inchikey "SHXWCVYOXRDMCX-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "193.24234"^^xsd:string ;
    chebi:monoisotopicmass "193.11028"^^xsd:string ;
    chebi:smiles "CNC(C)Cc1ccc2OCOc2c1"^^xsd:string ;
    oboInOwl:hasExactSynonym "1-(1,3-benzodioxol-5-yl)-N-methylpropan-2-amine"^^xsd:string,
        "3,4-Methylenedioxymethamphetamine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-(1,3-Benzodioxol-5-yl)-N-methyl-2-propanamine"^^xsd:string,
        "(RS)-3,4-(methylenedioxy)methamphetamine"^^xsd:string,
        "DL-(3,4-Methylenedioxy)methamphetamine"^^xsd:string,
        "ecstasy"^^xsd:string,
        "MDMA"^^xsd:string,
        "N,alpha-dimethyl-1,3-benzodioxole-5-ethanamine"^^xsd:string,
        "N-Methyl-3,4-methylenedioxyamphetamine"^^xsd:string ;
    oboInOwl:id "CHEBI:1391"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:1653 a owl:Class ;
    owl:deprecated true ;
    replacedBy: CHEBI:47788 ;
    obsReason: termsMerged: .

CHEBI:2038 a owl:Class ;
    oboInOwl:hasDbXref "CAS:320-67-2"^^xsd:string,
        "Drug_Central:25"^^xsd:string,
        "DrugBank:DB00928"^^xsd:string,
        "HMDB:HMDB0015063"^^xsd:string,
        "KEGG:C11262"^^xsd:string,
        "KEGG:D03021"^^xsd:string,
        "LINCS:LSM-5218"^^xsd:string,
        "Patent:KR20140069225"^^xsd:string,
        "Patent:US2015038444"^^xsd:string,
        "PMID:11841042"^^xsd:string,
        "PMID:15962522"^^xsd:string,
        "PMID:17611569"^^xsd:string,
        "PMID:28131982"^^xsd:string,
        "PMID:28415666"^^xsd:string,
        "PMID:28486212"^^xsd:string,
        "PMID:29438107"^^xsd:string,
        "Reaxys:620461"^^xsd:string,
        "Wikipedia:Azacitidine"^^xsd:string ;
    rdfs:label "5-azacytidine"^^xsd:string ;
    definition: "An N-glycosyl-1,3,5-triazine that is 4-amino-1,3,5-triazin-2(1H)-one substituted by a beta-D-ribofuranosyl residue via an N-glycosidic linkage. An antineoplastic agent, it is used in the treatment of myeloid leukaemia."^^xsd:string ;
    rdfs:subClassOf CHEBI:48009,
        CHEBI:60783,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:47002 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35610 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C8H12N4O5"^^xsd:string ;
    chebi:inchi "InChI=1S/C8H12N4O5/c9-7-10-2-12(8(16)11-7)6-5(15)4(14)3(1-13)17-6/h2-6,13-15H,1H2,(H2,9,11,16)/t3-,4-,5-,6-/m1/s1"^^xsd:string ;
    chebi:inchikey "NMUSYJAQQFHJEW-KVTDHHQDSA-N"^^xsd:string ;
    chebi:mass "244.20484"^^xsd:string ;
    chebi:monoisotopicmass "244.08077"^^xsd:string ;
    chebi:smiles "Nc1ncn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c(=O)n1"^^xsd:string ;
    oboInOwl:hasExactSynonym "4-amino-1-beta-D-ribofuranosyl-1,3,5-triazin-2(1H)-one"^^xsd:string,
        "5-Azacytidine"^^xsd:string,
        "5-azacytidine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "4-Amino-1-beta-D-ribofuranosyl-s-triazin-2(1H)-one"^^xsd:string,
        "azacitidina"^^xsd:string,
        "Azacitidine"^^xsd:string,
        "azacitidinum"^^xsd:string ;
    oboInOwl:id "CHEBI:2038"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:2089 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:145587"^^xsd:string,
        "CAS:608-07-1"^^xsd:string,
        "Chemspider:1767"^^xsd:string,
        "FooDB:FDB023311"^^xsd:string,
        "Gmelin:1220927"^^xsd:string,
        "HMDB:HMDB0004095"^^xsd:string,
        "KEGG:C05659"^^xsd:string,
        "KNApSAcK:C00051985"^^xsd:string,
        "LINCS:LSM-4582"^^xsd:string,
        "Patent:EP1653948"^^xsd:string,
        "Patent:WO2005009419"^^xsd:string,
        "PDBeChem:F5U"^^xsd:string,
        "PMID:3919158"^^xsd:string,
        "PMID:9128844"^^xsd:string,
        "PMID:10420441"^^xsd:string,
        "PMID:11270479"^^xsd:string,
        "PMID:12659894"^^xsd:string,
        "PMID:16007002"^^xsd:string,
        "PMID:16714247"^^xsd:string,
        "PMID:17451889"^^xsd:string,
        "PMID:17601618"^^xsd:string,
        "PMID:18318189"^^xsd:string,
        "PMID:22678752"^^xsd:string,
        "PMID:23098818"^^xsd:string,
        "PMID:23451999"^^xsd:string,
        "PMID:25863630"^^xsd:string,
        "PMID:27112772"^^xsd:string,
        "Reaxys:145587"^^xsd:string,
        "Wikipedia:5-Methoxytryptamine"^^xsd:string ;
    rdfs:label "5-methoxytryptamine"^^xsd:string ;
    definition: "A member of the class of tryptamines that is the methyl ether derivative of serotonin."^^xsd:string ;
    rdfs:subClassOf CHEBI:27162,
        CHEBI:35618,
        CHEBI:50994,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:28790 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:166874 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:22586 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35941 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:63726 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:66987 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77307 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:142184 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:142185 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:145982 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C11H14N2O"^^xsd:string ;
    chebi:inchi "InChI=1S/C11H14N2O/c1-14-9-2-3-11-10(6-9)8(4-5-12)7-13-11/h2-3,6-7,13H,4-5,12H2,1H3"^^xsd:string ;
    chebi:inchikey "JTEJPPKMYBDEMY-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "190.246"^^xsd:string ;
    chebi:monoisotopicmass "190.11061"^^xsd:string ;
    chebi:smiles "COC1=CC2=C(NC=C2CCN)C=C1"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-(5-methoxy-1H-indol-3-yl)ethanamine"^^xsd:string,
        "5-Methoxytryptamine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-(5-methoxyindol-3-yl)ethylamine"^^xsd:string,
        "3-(2-aminoethyl)-5-methoxyindole"^^xsd:string,
        "5-MeOT"^^xsd:string,
        "5-methoxy-1H-indole-3-ethanamine"^^xsd:string,
        "5-Mot"^^xsd:string,
        "5-MT"^^xsd:string,
        "5MOT"^^xsd:string,
        "mexamine"^^xsd:string,
        "O-methylserotonin"^^xsd:string ;
    oboInOwl:id "CHEBI:2089"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:2208 a owl:Class ;
    oboInOwl:hasDbXref "CAS:50-44-2"^^xsd:string,
        "DrugBank:DB01033"^^xsd:string,
        "KEGG:C01756"^^xsd:string,
        "KEGG:C02380"^^xsd:string,
        "PDBeChem:PM6"^^xsd:string,
        "PMID:24211998"^^xsd:string,
        "PMID:24651962"^^xsd:string,
        "PMID:24670805"^^xsd:string,
        "PMID:24774509"^^xsd:string,
        "Reaxys:608595"^^xsd:string ;
    rdfs:label "purine-6-thiol"^^xsd:string ;
    definition: "A thiol that is the tautomer of mercaptopurine."^^xsd:string ;
    rdfs:subClassOf CHEBI:82711,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:17258 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:50667 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35221 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35610 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5H4N4S"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H4N4S/c10-5-3-4(7-1-6-3)8-2-9-5/h1-2H,(H2,6,7,8,9,10)"^^xsd:string ;
    chebi:inchikey "GLVAUDGFNGKCSF-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "152.17822"^^xsd:string ;
    chebi:monoisotopicmass "152.01567"^^xsd:string ;
    chebi:smiles "Sc1ncnc2nc[nH]c12"^^xsd:string ;
    oboInOwl:hasExactSynonym "7H-purine-6-thiol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1,7-Dihydro-6H-purine-6-thione"^^xsd:string,
        "3H-Purine-6-thiol"^^xsd:string,
        "6-MP"^^xsd:string,
        "6-Thiohypoxanthine"^^xsd:string ;
    oboInOwl:id "CHEBI:2208"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:2274 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C02242"^^xsd:string,
        "PMID:16059882"^^xsd:string ;
    rdfs:label "7-methylguanine"^^xsd:string ;
    definition: "A methylguanine that is guanine substituted by a methyl group at position 7. It is a metabolite obtained during the methylation of DNA."^^xsd:string ;
    rdfs:subClassOf CHEBI:25305,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H7N5O"^^xsd:string ;
    chebi:mass "165.153"^^xsd:string ;
    chebi:monoisotopicmass "165.06506"^^xsd:string ;
    oboInOwl:hasExactSynonym "7-Methylguanine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:2274"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:2358 a owl:Class ;
    owl:deprecated true ;
    replacedBy: CHEBI:28812 ;
    obsReason: termsMerged: .

CHEBI:2359 a owl:Class ;
    owl:deprecated true ;
    replacedBy: CHEBI:15422 ;
    obsReason: termsMerged: .

CHEBI:2360 a owl:Class ;
    owl:deprecated true ;
    replacedBy: CHEBI:421707 ;
    obsReason: termsMerged: .

CHEBI:2376 a owl:Class ;
    oboInOwl:hasDbXref "CAS:56180-94-0"^^xsd:string,
        "Chemspider:38116"^^xsd:string,
        "Drug_Central:39"^^xsd:string,
        "DrugBank:DB00284"^^xsd:string,
        "HMDB:HMDB0014429"^^xsd:string,
        "KEGG:C06802"^^xsd:string,
        "KEGG:D00216"^^xsd:string,
        "KNApSAcK:C00016021"^^xsd:string,
        "LINCS:LSM-4345"^^xsd:string,
        "Patent:DE2347782"^^xsd:string,
        "Patent:US4062950"^^xsd:string,
        "PMID:8893066"^^xsd:string,
        "PMID:9805641"^^xsd:string,
        "PMID:11937512"^^xsd:string,
        "PMID:18248270"^^xsd:string,
        "PMID:24245565"^^xsd:string,
        "PMID:25044702"^^xsd:string,
        "Wikipedia:Acarbose"^^xsd:string ;
    rdfs:label "acarbose"^^xsd:string ;
    definition: "A tetrasaccharide derivative consisting of a dideoxy-4-{[4,5,6-trihydroxy-3-(hydroxymethyl)cyclohex-2-en-1-yl C7 cyclitol moiety [called valienol (or valienamine)] linked via nitrogen to isomaltotriose."^^xsd:string ;
    rdfs:subClassOf CHEBI:63567,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:84363 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35526 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50627 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:67239 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:176497 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C25H43NO18"^^xsd:string ;
    chebi:inchi "InChI=1S/C25H43NO18/c1-6-11(26-8-2-7(3-27)12(30)15(33)13(8)31)14(32)19(37)24(40-6)43-22-10(5-29)42-25(20(38)17(22)35)44-21-9(4-28)41-23(39)18(36)16(21)34/h2,6,8-39H,3-5H2,1H3/t6-,8+,9-,10-,11-,12-,13+,14+,15+,16-,17-,18-,19-,20-,21-,22-,23?,24-,25-/m1/s1"^^xsd:string ;
    chebi:inchikey "XUFXOAAUWZOOIT-UGEKTDRHSA-N"^^xsd:string ;
    chebi:mass "645.60480"^^xsd:string ;
    chebi:monoisotopicmass "645.24801"^^xsd:string ;
    chebi:smiles "C[C@H]1O[C@H](O[C@@H]2[C@@H](CO)O[C@H](O[C@@H]3[C@@H](CO)OC(O)[C@H](O)[C@H]3O)[C@H](O)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1N[C@H]1C=C(CO)[C@@H](O)[C@H](O)[C@H]1O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:40513"^^xsd:string ;
    oboInOwl:hasExactSynonym "4,6-dideoxy-4-{[(1S,4R,5S,6S)-4,5,6-trihydroxy-3-(hydroxymethyl)cyclohex-2-en-1-yl]amino}-alpha-D-glucopyranosyl-(1->4)-alpha-D-glucopyranosyl-(1->4)-D-glucopyranose"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "acarbosa"^^xsd:string,
        "acarbose"^^xsd:string,
        "acarbosum"^^xsd:string,
        "Glucobay"^^xsd:string,
        "Precose"^^xsd:string ;
    oboInOwl:id "CHEBI:2376"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:2379 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:2162244"^^xsd:string,
        "CAS:37517-30-9"^^xsd:string,
        "Drug_Central:40"^^xsd:string,
        "DrugBank:DB01193"^^xsd:string,
        "Gmelin:2179873"^^xsd:string,
        "KEGG:C06803"^^xsd:string,
        "KEGG:D02338"^^xsd:string,
        "LINCS:LSM-4384"^^xsd:string,
        "Patent:US3857952"^^xsd:string,
        "Patent:ZA6808345"^^xsd:string,
        "PMID:1378852"^^xsd:string,
        "Wikipedia:Acebutolol"^^xsd:string ;
    rdfs:label "acebutolol"^^xsd:string ;
    definition: "An ether that is the 2-acetyl-4-(butanoylamino)phenyl ether of the primary hydroxy group of 3-(propan-2-ylamino)propane-1,2-diol."^^xsd:string ;
    rdfs:subClassOf CHEBI:23981,
        CHEBI:25698,
        CHEBI:29347,
        CHEBI:35533,
        CHEBI:50995,
        CHEBI:62733,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:62101 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35524 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35530 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35674 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38070 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C18H28N2O4"^^xsd:string ;
    chebi:inchi "InChI=1S/C18H28N2O4/c1-5-6-18(23)20-14-7-8-17(16(9-14)13(4)21)24-11-15(22)10-19-12(2)3/h7-9,12,15,19,22H,5-6,10-11H2,1-4H3,(H,20,23)"^^xsd:string ;
    chebi:inchikey "GOEMGAFJFRBGGG-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "336.42600"^^xsd:string ;
    chebi:monoisotopicmass "336.20491"^^xsd:string ;
    chebi:smiles "CCCC(=O)Nc1ccc(OCC(O)CNC(C)C)c(c1)C(C)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "Acebutolol"^^xsd:string,
        "N-{3-acetyl-4-[2-hydroxy-3-(propan-2-ylamino)propoxy]phenyl}butanamide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3'-acetyl-4'-(2-hydroxy-3-(isopropylamino)propoxy)butyranilide"^^xsd:string,
        "5'-butyramido-2'-(2-hydroxy-3-isopropylaminopropoxy)acetophenone"^^xsd:string,
        "(+-)-acebutolol"^^xsd:string,
        "acebutolol"^^xsd:string,
        "acebutololum"^^xsd:string,
        "acetobutolol"^^xsd:string,
        "N-(3-acetyl-4-[2-hydroxy-3-(isopropylamino)propoxy]phenyl)butanamide"^^xsd:string,
        "N-[3-acetyl-4-[2-hydroxy-3-[(1-methylethyl)amino]propoxy]phenyl]butanamide"^^xsd:string ;
    oboInOwl:id "CHEBI:2379"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:2401 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:57631"^^xsd:string,
        "CAS:2751-68-0"^^xsd:string,
        "Drug_Central:59"^^xsd:string,
        "DrugBank:DB01063"^^xsd:string,
        "HMDB:HMDB0015196"^^xsd:string,
        "KEGG:C06807"^^xsd:string,
        "PMID:13904111"^^xsd:string,
        "PMID:13986480"^^xsd:string,
        "PMID:14020672"^^xsd:string,
        "PMID:14211419"^^xsd:string,
        "Reaxys:57631"^^xsd:string,
        "Wikipedia:Acetophenazine"^^xsd:string ;
    rdfs:label "acetophenazine"^^xsd:string ;
    definition: "A member of the class of  phenothiazines that is 10H-phenothiazine substituted by a 3-[4-(2-hydroxyethyl)piperazin-1-yl]propyl group at the nitogen atom and an acetyl group at position 2."^^xsd:string ;
    rdfs:subClassOf CHEBI:38093,
        CHEBI:46851,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:37931 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37930 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C23H29N3O2S"^^xsd:string ;
    chebi:inchi "InChI=1S/C23H29N3O2S/c1-18(28)19-7-8-23-21(17-19)26(20-5-2-3-6-22(20)29-23)10-4-9-24-11-13-25(14-12-24)15-16-27/h2-3,5-8,17,27H,4,9-16H2,1H3"^^xsd:string ;
    chebi:inchikey "WNTYBHLDCKXEOT-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "411.56138"^^xsd:string ;
    chebi:monoisotopicmass "411.19805"^^xsd:string ;
    chebi:smiles "CC(=O)c1ccc2Sc3ccccc3N(CCCN3CCN(CCO)CC3)c2c1"^^xsd:string ;
    oboInOwl:hasExactSynonym "1-(10-{3-[4-(2-hydroxyethyl)piperazin-1-yl]propyl}-10H-phenothiazin-2-yl)ethanone"^^xsd:string,
        "Acetophenazine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:2401"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:2453 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1219402"^^xsd:string,
        "CAS:59277-89-3"^^xsd:string,
        "Drug_Central:85"^^xsd:string,
        "DrugBank:DB00787"^^xsd:string,
        "HMDB:HMDB0014925"^^xsd:string,
        "KEGG:C06810"^^xsd:string,
        "KEGG:D00222"^^xsd:string,
        "LINCS:LSM-5459"^^xsd:string,
        "Patent:DE2539963"^^xsd:string,
        "Patent:US4199574"^^xsd:string,
        "PDBeChem:AC2"^^xsd:string,
        "PMID:8308511"^^xsd:string,
        "PMID:11687127"^^xsd:string,
        "PMID:11994034"^^xsd:string,
        "PMID:24346595"^^xsd:string,
        "PMID:26024233"^^xsd:string,
        "PMID:28166217"^^xsd:string,
        "Reaxys:1219402"^^xsd:string,
        "Wikipedia:Acyclovir"^^xsd:string ;
    rdfs:label "acyclovir"^^xsd:string ;
    definition: "An oxopurine that is  guanine substituted by a (2-hydroxyethoxy)methyl substituent at position 9. Used in the treatment of viral infections."^^xsd:string ;
    rdfs:subClassOf CHEBI:20702,
        CHEBI:25810,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:16235 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35221 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:36044 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C8H11N5O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C8H11N5O3/c9-8-11-6-5(7(15)12-8)10-3-13(6)4-16-2-1-14/h3,14H,1-2,4H2,(H3,9,11,12,15)"^^xsd:string ;
    chebi:inchikey "MKUXAQIIEYXACX-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "225.20460"^^xsd:string ;
    chebi:monoisotopicmass "225.08619"^^xsd:string ;
    chebi:smiles "Nc1nc2n(COCCO)cnc2c(=O)[nH]1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:40459"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-amino-9-[(2-hydroxyethoxy)methyl]-1,9-dihydro-6H-purin-6-one"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "aciclovir"^^xsd:string,
        "aciclovirum"^^xsd:string,
        "acycloguanosine"^^xsd:string,
        "Zovir"^^xsd:string ;
    oboInOwl:id "CHEBI:2453"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:2511 a owl:Class ;
    oboInOwl:hasDbXref "CAS:9012-36-6"^^xsd:string,
        "KEGG:C01399"^^xsd:string,
        "PMID:25130135"^^xsd:string,
        "PMID:25449918"^^xsd:string,
        "PMID:25450795"^^xsd:string,
        "PMID:25458280"^^xsd:string,
        "PMID:25557616"^^xsd:string,
        "PMID:25598209"^^xsd:string,
        "Wikipedia:Agarose"^^xsd:string ;
    rdfs:label "agarose"^^xsd:string ;
    definition: "A linear polysaccharide made up from alternating D-galactose and 3,6-anhydro-alpha-L-galactopyranose residues joined by alpha-(1->3)- and beta-(1->4)-linkages."^^xsd:string ;
    rdfs:subClassOf CHEBI:18154,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:37165 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76507 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C12H20O10(C12H18O9)n"^^xsd:string ;
    oboInOwl:hasExactSynonym "(1->4)-3,6-anhydro-alpha-L-galactopyranosyl-(1->3)-beta-D-galactopyranan"^^xsd:string,
        "Agarose"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "[4)-3,6-An-alpha-L-Galp-(1->3)-beta-D-Galp-(1->]n"^^xsd:string,
        "Sepharose"^^xsd:string ;
    oboInOwl:id "CHEBI:2511"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:2571 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C02525"^^xsd:string ;
    rdfs:label "aliphatic alcohol"^^xsd:string ;
    definition: "An  alcohol derived from an aliphatic compound."^^xsd:string ;
    rdfs:subClassOf CHEBI:30879 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "HOR"^^xsd:string ;
    chebi:mass "17.007"^^xsd:string ;
    chebi:monoisotopicmass "17.00274"^^xsd:string ;
    chebi:smiles "O*"^^xsd:string ;
    oboInOwl:hasExactSynonym "Aliphatic alcohol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "aliphatic alcohols"^^xsd:string,
        "an aliphatic alcohol"^^xsd:string ;
    oboInOwl:id "CHEBI:2571"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:2580 a owl:Class ;
    rdfs:label "unsaturated fatty acid anion"^^xsd:string ;
    definition: "Any fatty acid anion containing at least one C-C unsaturated bond; formed by deprotonation of the carboxylic acid moiety."^^xsd:string ;
    rdfs:subClassOf CHEBI:28868,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:27208 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:2580"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:2611 a owl:Class ;
    oboInOwl:hasDbXref "CAS:28981-97-7"^^xsd:string,
        "Drug_Central:136"^^xsd:string,
        "DrugBank:DB00404"^^xsd:string,
        "HMDB:HMDB0014548"^^xsd:string,
        "KEGG:C06817"^^xsd:string,
        "KEGG:D00225"^^xsd:string,
        "LINCS:LSM-5460"^^xsd:string,
        "PMID:7907366"^^xsd:string,
        "PMID:9050091"^^xsd:string,
        "PMID:10350361"^^xsd:string,
        "PMID:10443648"^^xsd:string,
        "PMID:10631626"^^xsd:string,
        "PMID:10963939"^^xsd:string,
        "PMID:10997633"^^xsd:string,
        "PMID:11304902"^^xsd:string,
        "PMID:11824768"^^xsd:string,
        "PMID:12035937"^^xsd:string,
        "PMID:15647704"^^xsd:string,
        "PMID:15725773"^^xsd:string,
        "PMID:15830221"^^xsd:string,
        "PMID:16103667"^^xsd:string,
        "PMID:16139113"^^xsd:string,
        "PMID:16572266"^^xsd:string,
        "PMID:17631455"^^xsd:string,
        "PMID:24361783"^^xsd:string,
        "PMID:24464531"^^xsd:string,
        "PMID:24629629"^^xsd:string,
        "PMID:24840273"^^xsd:string,
        "PMID:24977401"^^xsd:string,
        "PMID:25032127"^^xsd:string,
        "PMID:25139178"^^xsd:string,
        "PMID:25199955"^^xsd:string,
        "PMID:25300043"^^xsd:string,
        "PMID:25427652"^^xsd:string,
        "PMID:25581490"^^xsd:string,
        "PMID:25620535"^^xsd:string,
        "Reaxys:1223125"^^xsd:string,
        "VSDB:2960"^^xsd:string,
        "Wikipedia:Alprazolam"^^xsd:string ;
    rdfs:label "alprazolam"^^xsd:string ;
    definition: "A member of the class of triazolobenzodiazepines that is 4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepine carrying methyl, phenyl and chloro substituents at positions 1, 6 and 8 respectively. Alprazolam is only found in individuals that have taken this drug."^^xsd:string ;
    rdfs:subClassOf CHEBI:35501,
        CHEBI:36683,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35474 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35623 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35703 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35717 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:51371 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:51373 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C17H13ClN4"^^xsd:string ;
    chebi:inchi "InChI=1S/C17H13ClN4/c1-11-20-21-16-10-19-17(12-5-3-2-4-6-12)14-9-13(18)7-8-15(14)22(11)16/h2-9H,10H2,1H3"^^xsd:string ;
    chebi:inchikey "VREFGVBLTWBCJP-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "308.76478"^^xsd:string ;
    chebi:monoisotopicmass "308.08287"^^xsd:string ;
    chebi:smiles "Cc1nnc2CN=C(c3ccccc3)c3cc(Cl)ccc3-n12"^^xsd:string ;
    oboInOwl:hasExactSynonym "8-chloro-1-methyl-6-phenyl-4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepine"^^xsd:string,
        "Alprazolam"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "8-Chloro-1-methyl-6-phenyl-4H-s-triazolo(4,3-a)(1,4)benzodiazepine"^^xsd:string,
        "Xanax"^^xsd:string ;
    oboInOwl:id "CHEBI:2611"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:2618 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:2204333"^^xsd:string,
        "CAS:768-94-5"^^xsd:string,
        "Drug_Central:144"^^xsd:string,
        "DrugBank:DB00915"^^xsd:string,
        "Gmelin:27066"^^xsd:string,
        "KEGG:C06818"^^xsd:string,
        "KEGG:D07441"^^xsd:string,
        "PMID:23011311"^^xsd:string,
        "PMID:24371305"^^xsd:string,
        "PMID:24427376"^^xsd:string,
        "Reaxys:2204333"^^xsd:string,
        "VSDB:2961"^^xsd:string,
        "Wikipedia:Amantadine"^^xsd:string ;
    rdfs:label "amantadine"^^xsd:string ;
    definition: "A member of the class of  adamantanes that is used as an antiviral and  antiparkinson drug."^^xsd:string ;
    rdfs:subClassOf CHEBI:17062,
        CHEBI:51339,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:40519 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:48320 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35481 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:36044 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48407 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48560 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:60643 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C10H17N"^^xsd:string ;
    chebi:inchi "InChI=1S/C10H17N/c11-10-4-7-1-8(5-10)3-9(2-7)6-10/h7-9H,1-6,11H2"^^xsd:string ;
    chebi:inchikey "DKNWSYNQZKUICI-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "151.24870"^^xsd:string ;
    chebi:monoisotopicmass "151.13610"^^xsd:string ;
    chebi:smiles "NC12CC3CC(CC(C3)C1)C2"^^xsd:string ;
    oboInOwl:hasExactSynonym "adamantan-1-ylamine"^^xsd:string,
        "Amantadine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-adamantanamine"^^xsd:string,
        "1-adamantylamine"^^xsd:string,
        "1-aminoadamantane"^^xsd:string,
        "amantadina"^^xsd:string,
        "amantadine"^^xsd:string,
        "amantadinum"^^xsd:string,
        "Amantidine"^^xsd:string,
        "Aminoadamantane"^^xsd:string,
        "tricyclo[3.3.1.1(3,7)]decan-1-amine"^^xsd:string,
        "tricyclo[3.3.1.1(3,7)]decan-1-ylamine"^^xsd:string,
        "tricyclo[3.3.1.1(3,7)]decane-1-amine"^^xsd:string,
        "Viregyt"^^xsd:string,
        "Virosol"^^xsd:string ;
    oboInOwl:id "CHEBI:2618"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:2634 a owl:Class ;
    rdfs:label "amidine"^^xsd:string ;
    definition: "Derivatives of oxoacids RnE(=O)OH in which the hydroxy group is replaced by an amino group and the oxo group is replaced by =NR. In organic chemistry an unspecified amidine is commonly a carboxamidine."^^xsd:string ;
    rdfs:subClassOf CHEBI:51143 ;
    oboInOwl:hasExactSynonym "amidine"^^xsd:string,
        "amidines"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Amidines"^^xsd:string,
        "amidines"^^xsd:string ;
    oboInOwl:id "CHEBI:2634"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:2636 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:2088122"^^xsd:string,
        "CAS:20537-88-6"^^xsd:string,
        "Drug_Central:156"^^xsd:string,
        "DrugBank:DB01143"^^xsd:string,
        "HMDB:HMDB0015274"^^xsd:string,
        "KEGG:C06819"^^xsd:string,
        "LINCS:LSM-4721"^^xsd:string,
        "Patent:US3892824"^^xsd:string,
        "PMID:8612469"^^xsd:string,
        "PMID:8683243"^^xsd:string,
        "PMID:10553165"^^xsd:string,
        "PMID:10942928"^^xsd:string,
        "PMID:11013273"^^xsd:string,
        "PMID:11201306"^^xsd:string,
        "PMID:11984063"^^xsd:string,
        "PMID:12005544"^^xsd:string,
        "PMID:12433814"^^xsd:string,
        "PMID:12499421"^^xsd:string,
        "PMID:12561384"^^xsd:string,
        "PMID:12751907"^^xsd:string,
        "PMID:14980067"^^xsd:string,
        "PMID:15380592"^^xsd:string,
        "PMID:15698860"^^xsd:string,
        "PMID:15875769"^^xsd:string,
        "PMID:16465691"^^xsd:string,
        "PMID:17602063"^^xsd:string,
        "PMID:18072151"^^xsd:string,
        "PMID:18549666"^^xsd:string,
        "PMID:19712749"^^xsd:string,
        "PMID:20334641"^^xsd:string,
        "PMID:21347716"^^xsd:string,
        "PMID:21646919"^^xsd:string,
        "PMID:22267539"^^xsd:string,
        "PMID:22402174"^^xsd:string,
        "PMID:22440042"^^xsd:string,
        "PMID:22456378"^^xsd:string,
        "PMID:22496587"^^xsd:string,
        "PMID:22643562"^^xsd:string,
        "PMID:22844290"^^xsd:string,
        "PMID:22878481"^^xsd:string,
        "PMID:22885239"^^xsd:string,
        "PMID:22989457"^^xsd:string,
        "PMID:23040218"^^xsd:string,
        "PMID:23052919"^^xsd:string,
        "PMID:23092832"^^xsd:string,
        "PMID:23401928"^^xsd:string,
        "Reaxys:2088122"^^xsd:string,
        "Wikipedia:Amifostine"^^xsd:string ;
    rdfs:label "amifostine"^^xsd:string ;
    definition: "An organic thiophosphate that is the S-phospho derivative of 2-[(3-aminopropyl)amino]ethanethiol. A prodrug for the free thiol, WR-1065, which is used as a cytoprotectant in cancer chemotherapy and radiotherapy."^^xsd:string ;
    rdfs:subClassOf CHEBI:23666,
        CHEBI:37512,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:17141 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:22586 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50266 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:66987 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5H15N2O3PS"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H15N2O3PS/c6-2-1-3-7-4-5-12-11(8,9)10/h7H,1-6H2,(H2,8,9,10)"^^xsd:string ;
    chebi:inchikey "JKOQGQFVAUAYPM-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "214.22404"^^xsd:string ;
    chebi:monoisotopicmass "214.05410"^^xsd:string ;
    chebi:smiles "NCCCNCCSP(O)(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "Amifostine"^^xsd:string,
        "S-{2-[(3-aminopropyl)amino]ethyl} dihydrogen thiophosphate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "amifostina"^^xsd:string,
        "amifostine"^^xsd:string,
        "amifostinum"^^xsd:string,
        "Ethyol"^^xsd:string ;
    oboInOwl:id "CHEBI:2636"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:2637 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:5915117"^^xsd:string,
        "CAS:37517-28-5"^^xsd:string,
        "Drug_Central:157"^^xsd:string,
        "DrugBank:DB00479"^^xsd:string,
        "HMDB:HMDB0014622"^^xsd:string,
        "KEGG:C06820"^^xsd:string,
        "KEGG:D02543"^^xsd:string,
        "LINCS:LSM-5935"^^xsd:string,
        "MetaCyc:CPD-14197"^^xsd:string,
        "Patent:DE2234315"^^xsd:string,
        "Patent:US3781268"^^xsd:string,
        "PMID:8622103"^^xsd:string,
        "PMID:8622117"^^xsd:string,
        "PMID:9327246"^^xsd:string,
        "PMID:11744283"^^xsd:string,
        "PMID:15305513"^^xsd:string,
        "PMID:17365906"^^xsd:string,
        "PMID:19495517"^^xsd:string,
        "PMID:19752274"^^xsd:string,
        "PMID:20195673"^^xsd:string,
        "PMID:25296102"^^xsd:string,
        "PMID:25327505"^^xsd:string,
        "PMID:25339395"^^xsd:string,
        "PMID:25630642"^^xsd:string,
        "Reaxys:5915117"^^xsd:string,
        "Wikipedia:Amikacin"^^xsd:string ;
    rdfs:label "amikacin"^^xsd:string ;
    definition: "An amino cyclitol glycoside that is kanamycin A acylated at the N-1 position by a 4-amino-2-hydroxybutyryl group."^^xsd:string ;
    rdfs:subClassOf CHEBI:22390,
        CHEBI:22479,
        CHEBI:37622,
        CHEBI:47779,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:17630 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:84739 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:36047 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:61015 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C22H43N5O13"^^xsd:string ;
    chebi:inchi "InChI=1S/C22H43N5O13/c23-2-1-8(29)20(36)27-7-3-6(25)18(39-22-16(34)15(33)13(31)9(4-24)37-22)17(35)19(7)40-21-14(32)11(26)12(30)10(5-28)38-21/h6-19,21-22,28-35H,1-5,23-26H2,(H,27,36)/t6-,7+,8-,9+,10+,11-,12+,13+,14+,15-,16+,17-,18+,19-,21+,22+/m0/s1"^^xsd:string ;
    chebi:inchikey "LKCWBDHBTVXHDL-RMDFUYIESA-N"^^xsd:string ;
    chebi:mass "585.60272"^^xsd:string ;
    chebi:monoisotopicmass "585.28574"^^xsd:string ;
    chebi:smiles "NCC[C@H](O)C(=O)N[C@@H]1C[C@H](N)[C@@H](O[C@H]2O[C@H](CN)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O[C@H]1O[C@H](CO)[C@@H](O)[C@H](N)[C@H]1O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2S)-4-amino-N-[(1R,2S,3S,4R,5S)-5-amino-2-(3-amino-3-deoxy-alpha-D-glucopyranosyloxy)-4-(6-amino-6-deoxy-alpha-D-glucopyranosyloxy)-3-hydroxycyclohexyl]-2-hydroxybutanamide"^^xsd:string,
        "Amikacin"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-N-(L(-)-gamma-amino-alpha-hydroxybutyryl)kanamycin A"^^xsd:string,
        "amikacin"^^xsd:string,
        "amikacina"^^xsd:string,
        "amikacine"^^xsd:string,
        "amikacinum"^^xsd:string,
        "O-3-amino-3-deoxy-alpha-D-glucopyranosyl-(1->4)-O-(6-amino-6-deoxy-alpha-D-glucopyranosyl-(1->6))-N(3)-(4-amino-L-2-hydroxybutyryl)-2-deoxy-L-streptamine"^^xsd:string ;
    oboInOwl:id "CHEBI:2637"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:2639 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:616612"^^xsd:string,
        "CAS:2609-46-3"^^xsd:string,
        "Drug_Central:158"^^xsd:string,
        "DrugBank:DB00594"^^xsd:string,
        "HMDB:HMDB0014732"^^xsd:string,
        "KEGG:C06821"^^xsd:string,
        "KEGG:D07447"^^xsd:string,
        "LINCS:LSM-4194"^^xsd:string,
        "MetaCyc:CPD-10324"^^xsd:string,
        "Patent:BE639386"^^xsd:string,
        "Patent:US3313813"^^xsd:string,
        "PDBeChem:AMR"^^xsd:string,
        "PMID:9124403"^^xsd:string,
        "PMID:16020936"^^xsd:string,
        "PMID:24410943"^^xsd:string,
        "PMID:24419567"^^xsd:string,
        "Reaxys:657410"^^xsd:string,
        "Wikipedia:Amiloride"^^xsd:string ;
    rdfs:label "amiloride"^^xsd:string ;
    definition: "A member of the class of pyrazines resulting from the formal monoacylation of guanidine with the carboxy group of 3,5-diamino-6-chloropyrazine-2-carboxylic acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:24436,
        CHEBI:33860,
        CHEBI:36683,
        CHEBI:38314,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:84745 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35498 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38633 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H8ClN7O"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H8ClN7O/c7-2-4(9)13-3(8)1(12-2)5(15)14-6(10)11/h(H4,8,9,13)(H4,10,11,14,15)"^^xsd:string ;
    chebi:inchikey "XSDQTOBWRPYKKA-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "229.62700"^^xsd:string ;
    chebi:monoisotopicmass "229.04789"^^xsd:string ;
    chebi:smiles "NC(=N)NC(=O)c1nc(Cl)c(N)nc1N"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:47210"^^xsd:string ;
    oboInOwl:hasExactSynonym "3,5-diamino-N-[amino(imino)methyl]-6-chloropyrazine-2-carboxamide"^^xsd:string,
        "Amiloride"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3,5-diamino-N-carbamimidoyl-6-chloropyrazine-2-carboxamide"^^xsd:string,
        "amilorida"^^xsd:string,
        "amiloride"^^xsd:string,
        "amiloridum"^^xsd:string,
        "N-Amidino-3,5-diamino-6-chloropyrazinecarboxamide"^^xsd:string ;
    oboInOwl:id "CHEBI:2639"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:2663 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1271711"^^xsd:string,
        "CAS:1951-25-3"^^xsd:string,
        "Drug_Central:176"^^xsd:string,
        "DrugBank:DB01118"^^xsd:string,
        "HMDB:HMDB0015250"^^xsd:string,
        "KEGG:C06823"^^xsd:string,
        "KEGG:D02910"^^xsd:string,
        "LINCS:LSM-2379"^^xsd:string,
        "Patent:CA2826272"^^xsd:string,
        "Patent:TW201400111"^^xsd:string,
        "PMID:10188629"^^xsd:string,
        "PMID:16479044"^^xsd:string,
        "PMID:18368867"^^xsd:string,
        "Wikipedia:Amiodarone"^^xsd:string ;
    rdfs:label "amiodarone"^^xsd:string ;
    definition: "A member of the class of 1-benzofurans that is 1-benzofuran substituted by a butyl group at position 2 and a 4-[2-(diethylamino)ethoxy]-3,5-diiodobenzoyl group at position 3. It is a  cardiovascular drug used for the treatment of cardiac dysrhythmias."^^xsd:string ;
    rdfs:subClassOf CHEBI:37142,
        CHEBI:38830,
        CHEBI:50996,
        CHEBI:76224,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35554 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C25H29I2NO3"^^xsd:string ;
    chebi:inchi "InChI=1S/C25H29I2NO3/c1-4-7-11-22-23(18-10-8-9-12-21(18)31-22)24(29)17-15-19(26)25(20(27)16-17)30-14-13-28(5-2)6-3/h8-10,12,15-16H,4-7,11,13-14H2,1-3H3"^^xsd:string ;
    chebi:inchikey "IYIKLHRQXLHMJQ-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "645.31160"^^xsd:string ;
    chebi:monoisotopicmass "645.02368"^^xsd:string ;
    chebi:smiles "CCCCc1oc2ccccc2c1C(=O)c1cc(I)c(OCCN(CC)CC)c(I)c1"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2-butyl-1-benzofuran-3-yl){4-[2-(diethylamino)ethoxy]-3,5-diiodophenyl}methanone"^^xsd:string,
        "Amiodarone"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-Butyl-3-(3,5-diiodo-4-(2-diethylaminoethoxy)benzoyl)benzofuran"^^xsd:string,
        "2-Butyl-3-benzofuranyl 4-(2-(diethylamino)ethoxy)-3,5-diiodophenyl ketone"^^xsd:string,
        "2-n-Butyl-3',5'-diiodo-4'-N-diethylaminoethoxy-3-benzoylbenzofuran"^^xsd:string,
        "amiodarona"^^xsd:string,
        "amiodaronum"^^xsd:string ;
    oboInOwl:id "CHEBI:2663"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:2666 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:2217885"^^xsd:string,
        "CAS:50-48-6"^^xsd:string,
        "Drug_Central:180"^^xsd:string,
        "DrugBank:DB00321"^^xsd:string,
        "HMDB:HMDB0014466"^^xsd:string,
        "KEGG:C06824"^^xsd:string,
        "KEGG:D07448"^^xsd:string,
        "LINCS:LSM-3190"^^xsd:string,
        "Patent:CN101780063"^^xsd:string,
        "Patent:WO2011089289"^^xsd:string,
        "PMID:15554244"^^xsd:string,
        "PMID:18359012"^^xsd:string,
        "PMID:24447704"^^xsd:string,
        "Reaxys:2217885"^^xsd:string,
        "VSDB:2962"^^xsd:string,
        "Wikipedia:Amitriptyline"^^xsd:string ;
    rdfs:label "amitriptyline"^^xsd:string ;
    definition: "An organic tricyclic compound that is 10,11-dihydro-5H-dibenzo[a,d][7]annulene substituted by a 3-(dimethylamino)propylidene group at position 5."^^xsd:string ;
    rdfs:subClassOf CHEBI:32876,
        CHEBI:38032,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:35642 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35469 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35640 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35703 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78298 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:140489 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C20H23N"^^xsd:string ;
    chebi:inchi "InChI=1S/C20H23N/c1-21(2)15-7-12-20-18-10-5-3-8-16(18)13-14-17-9-4-6-11-19(17)20/h3-6,8-12H,7,13-15H2,1-2H3"^^xsd:string ;
    chebi:inchikey "KRMDCWKBEZIMAB-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "277.40336"^^xsd:string ;
    chebi:monoisotopicmass "277.18305"^^xsd:string ;
    chebi:smiles "CN(C)CCC=C1c2ccccc2CCc2ccccc12"^^xsd:string ;
    oboInOwl:hasExactSynonym "3-(10,11-dihydro-5H-dibenzo[a,d][7]annulen-5-ylidene)-N,N-dimethylpropan-1-amine"^^xsd:string,
        "Amitriptyline"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3-(10,11-dihydro-5H-dibenzo(a,d)cyclohepten-5-ylidene)-N,N-dimethyl-1-propanamine"^^xsd:string,
        "3-(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-ylidene)-N,N-dimethylpropan-1-amine"^^xsd:string,
        "5-(3-dimethylaminopropylidene)-10,11-dihydro-5H-dibenzo(a,d)cycloheptatriene"^^xsd:string,
        "5-(3-dimethylaminopropylidene)-10,11-dihydro-5H-dibenzo(a,d)cycloheptene"^^xsd:string,
        "5-(gamma-dimethylaminopropylidene)-5H-dibenzo[a,d][1,4]cycloheptadiene"^^xsd:string,
        "10,11-dihydro-5-(gamma-dimethylaminopropylidene)-5H-dibenzo(a,d)cycloheptene"^^xsd:string,
        "10,11-dihydro-N,N-dimethyl-5H-dibenzo(a,d)heptalene-Delta(5),gamma-propylamine"^^xsd:string,
        "Amitriptylin"^^xsd:string ;
    oboInOwl:id "CHEBI:2666"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:2673 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:211172"^^xsd:string,
        "CAS:57-43-2"^^xsd:string,
        "Drug_Central:184"^^xsd:string,
        "DrugBank:DB01351"^^xsd:string,
        "Gmelin:281708"^^xsd:string,
        "HMDB:HMDB0015440"^^xsd:string,
        "KEGG:C07536"^^xsd:string,
        "KEGG:D00555"^^xsd:string,
        "MetaCyc:CPD-5742"^^xsd:string,
        "Patent:US3507960"^^xsd:string,
        "Reaxys:211172"^^xsd:string,
        "Wikipedia:Amobarbital"^^xsd:string ;
    rdfs:label "amobarbital"^^xsd:string ;
    definition: "A member of the class of  barbiturates that is pyrimidine-2,4,6(1H,3H,5H)-trione substituted by a 3-methylbutyl and an ethyl group at position 5. Amobarbital has been shown to exhibit sedative and hypnotic properties."^^xsd:string ;
    rdfs:subClassOf CHEBI:22693 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C11H18N2O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C11H18N2O3/c1-4-11(6-5-7(2)3)8(14)12-10(16)13-9(11)15/h7H,4-6H2,1-3H3,(H2,12,13,14,15,16)"^^xsd:string ;
    chebi:inchikey "VIROVYVQCGLCII-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "226.27230"^^xsd:string ;
    chebi:monoisotopicmass "226.13174"^^xsd:string ;
    chebi:smiles "CCC1(CCC(C)C)C(=O)NC(=O)NC1=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "5-ethyl-5-(3-methylbutyl)pyrimidine-2,4,6(1H,3H,5H)-trione"^^xsd:string,
        "Amobarbital"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "5-ethyl-5-(3-methylbutyl)-2,4,6(1H,3H,5H)-pyrimidinetrione"^^xsd:string,
        "5-ethyl-5-(3-methylbutyl)barbituric acid"^^xsd:string,
        "5-ethyl-5-isoamylbarbituric acid"^^xsd:string,
        "5-ethyl-5-isopentylbarbituric acid"^^xsd:string,
        "amylobarbitone"^^xsd:string,
        "amytal"^^xsd:string,
        "barbamil"^^xsd:string,
        "barbamyl"^^xsd:string ;
    oboInOwl:id "CHEBI:2673"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:2674 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:300962"^^xsd:string,
        "CAS:86-42-0"^^xsd:string,
        "Drug_Central:186"^^xsd:string,
        "DrugBank:DB00613"^^xsd:string,
        "KEGG:C07626"^^xsd:string,
        "KEGG:D02922"^^xsd:string,
        "LINCS:LSM-4042"^^xsd:string,
        "Patent:US2474821"^^xsd:string,
        "PDBeChem:CQA"^^xsd:string,
        "PMID:8885219"^^xsd:string,
        "PMID:11044276"^^xsd:string,
        "PMID:11971651"^^xsd:string,
        "PMID:17046445"^^xsd:string,
        "PMID:17222819"^^xsd:string,
        "PMID:18419816"^^xsd:string,
        "PMID:18855526"^^xsd:string,
        "PMID:19024339"^^xsd:string,
        "PMID:19245687"^^xsd:string,
        "PMID:26206402"^^xsd:string,
        "PMID:26597254"^^xsd:string,
        "PMID:26647924"^^xsd:string,
        "PMID:26735991"^^xsd:string,
        "PMID:26851641"^^xsd:string,
        "PMID:26900802"^^xsd:string,
        "PMID:26930583"^^xsd:string,
        "PMID:27031231"^^xsd:string,
        "Reaxys:300962"^^xsd:string,
        "Wikipedia:Amodiaquine"^^xsd:string ;
    rdfs:label "amodiaquine"^^xsd:string ;
    definition: "A quinoline having a chloro group at the 7-position and an aryl amino group at the 4-position."^^xsd:string ;
    rdfs:subClassOf CHEBI:33853,
        CHEBI:36683,
        CHEBI:36709,
        CHEBI:50995,
        CHEBI:50996,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:131327 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35475 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38068 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50266 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:88188 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:110725 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:149553 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C20H22ClN3O"^^xsd:string ;
    chebi:inchi "InChI=1S/C20H22ClN3O/c1-3-24(4-2)13-14-11-16(6-8-20(14)25)23-18-9-10-22-19-12-15(21)5-7-17(18)19/h5-12,25H,3-4,13H2,1-2H3,(H,22,23)"^^xsd:string ;
    chebi:inchikey "OVCDSSHSILBFBN-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "355.86100"^^xsd:string ;
    chebi:monoisotopicmass "355.14514"^^xsd:string ;
    chebi:smiles "CCN(CC)Cc1cc(Nc2ccnc3cc(Cl)ccc23)ccc1O"^^xsd:string ;
    oboInOwl:hasExactSynonym "4-[(7-chloroquinolin-4-yl)amino]-2-[(diethylamino)methyl]phenol"^^xsd:string,
        "Amodiaquine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "amodiaquina"^^xsd:string,
        "amodiaquine"^^xsd:string,
        "amodiaquinum"^^xsd:string ;
    oboInOwl:id "CHEBI:2674"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:2676 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:4274654"^^xsd:string,
        "CAS:26787-78-0"^^xsd:string,
        "Drug_Central:192"^^xsd:string,
        "DrugBank:DB01060"^^xsd:string,
        "HMDB:HMDB0015193"^^xsd:string,
        "KEGG:C06827"^^xsd:string,
        "KEGG:D07452"^^xsd:string,
        "LINCS:LSM-5654"^^xsd:string,
        "Patent:DE1942693"^^xsd:string,
        "Patent:GB978178"^^xsd:string,
        "Patent:GB1241844"^^xsd:string,
        "Patent:US3192198"^^xsd:string,
        "PMID:2083978"^^xsd:string,
        "PMID:10930630"^^xsd:string,
        "PMID:11431418"^^xsd:string,
        "PMID:11906332"^^xsd:string,
        "PMID:12569987"^^xsd:string,
        "PMID:12833570"^^xsd:string,
        "PMID:12850488"^^xsd:string,
        "PMID:16033609"^^xsd:string,
        "PMID:24595455"^^xsd:string,
        "PMID:24631718"^^xsd:string,
        "PMID:24759068"^^xsd:string,
        "PMID:25998949"^^xsd:string,
        "PMID:27731424"^^xsd:string,
        "PMID:28987997"^^xsd:string,
        "PMID:29017833"^^xsd:string,
        "Reaxys:4274654"^^xsd:string,
        "VSDB:1741"^^xsd:string,
        "Wikipedia:Amoxicillin"^^xsd:string ;
    rdfs:label "amoxicillin"^^xsd:string ;
    definition: "A penicillin in which the substituent at position 6 of the penam ring is a 2-amino-2-(4-hydroxyphenyl)acetamido group."^^xsd:string ;
    rdfs:subClassOf CHEBI:88187,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:51256 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:36047 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C16H19N3O5S"^^xsd:string ;
    chebi:inchi "InChI=1S/C16H19N3O5S/c1-16(2)11(15(23)24)19-13(22)10(14(19)25-16)18-12(21)9(17)7-3-5-8(20)6-4-7/h3-6,9-11,14,20H,17H2,1-2H3,(H,18,21)(H,23,24)/t9-,10-,11+,14-/m1/s1"^^xsd:string ;
    chebi:inchikey "LSQZJLSUYDQPKJ-NJBDSQKTSA-N"^^xsd:string ;
    chebi:mass "365.40400"^^xsd:string ;
    chebi:monoisotopicmass "365.10454"^^xsd:string ;
    chebi:smiles "[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@H](N)c1ccc(O)cc1)C(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:133770"^^xsd:string ;
    oboInOwl:hasExactSynonym "6beta-[(2R)-2-amino-2-(4-hydroxyphenyl)acetamido]-2,2-dimethylpenam-3alpha-carboxylic acid"^^xsd:string,
        "Amoxicillin"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "6-(p-hydroxy-alpha-aminophenylacetamido)penicillanic acid"^^xsd:string,
        "(2S,5R,6R)-6-{[(2R)-2-amino-2-(4-hydroxyphenyl)acetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid"^^xsd:string,
        "alpha-amino-p-hydroxybenzylpenicillin"^^xsd:string,
        "Amolin"^^xsd:string,
        "Amopenixin"^^xsd:string,
        "amoxicilina"^^xsd:string,
        "amoxicillin"^^xsd:string,
        "Amoxicillin anhydrous"^^xsd:string,
        "amoxicilline"^^xsd:string,
        "amoxicillinum"^^xsd:string,
        "amoxycilin"^^xsd:string,
        "amoxycillin"^^xsd:string,
        "AMPC"^^xsd:string,
        "AX"^^xsd:string,
        "Clamoxyl"^^xsd:string,
        "Moxal"^^xsd:string,
        "p-hydroxyampicillin"^^xsd:string ;
    oboInOwl:id "CHEBI:2676"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:2679 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:507867"^^xsd:string,
        "CAS:300-62-9"^^xsd:string,
        "DrugBank:DB00182"^^xsd:string,
        "Gmelin:406210"^^xsd:string,
        "HMDB:HMDB0014328"^^xsd:string,
        "KEGG:C07514"^^xsd:string,
        "KEGG:D07445"^^xsd:string,
        "PMID:23889359"^^xsd:string,
        "PMID:24408209"^^xsd:string,
        "Reaxys:507867"^^xsd:string,
        "Wikipedia:Amphetamine"^^xsd:string ;
    rdfs:label "amphetamine"^^xsd:string ;
    definition: "A racemate comprising equimolar amounts of (R)-amphetamine (also known as levamphetamine or levoamphetamine) and (S)-amphetamine (also known as dexamfetamine or dextroamphetamine."^^xsd:string ;
    rdfs:subClassOf CHEBI:35338,
        CHEBI:60911,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:4469 ],
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:42724 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35523 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35524 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35640 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35703 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50910 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:51039 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78298 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C9H13N"^^xsd:string ;
    chebi:mass "135.207"^^xsd:string ;
    chebi:monoisotopicmass "135.10480"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:51062"^^xsd:string ;
    oboInOwl:hasExactSynonym "Amphetamine"^^xsd:string,
        "amphetamine"^^xsd:string,
        "rac-(2R)-1-phenylpropan-2-amine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-phenyl-2-aminopropane"^^xsd:string,
        "1-Phenylpropan-2-amin"^^xsd:string,
        "alpha-methylbenzeneethaneamine"^^xsd:string,
        "alpha-methylphenylethylamine"^^xsd:string,
        "amfetamina"^^xsd:string,
        "Amfetamine"^^xsd:string,
        "amfetamine"^^xsd:string,
        "amfetaminum"^^xsd:string,
        "Amphetamin"^^xsd:string,
        "amphetaminium"^^xsd:string,
        "anfetamina"^^xsd:string,
        "Benzedrine"^^xsd:string,
        "beta-aminopropylbenzene"^^xsd:string,
        "beta-Phenylisopropylamin"^^xsd:string,
        "beta-phenylisopropylamine"^^xsd:string,
        "desoxynorephedrine"^^xsd:string,
        "rac-amphetamine"^^xsd:string ;
    oboInOwl:id "CHEBI:2679"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:2687 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:500176"^^xsd:string,
        "CAS:51264-14-3"^^xsd:string,
        "Drug_Central:203"^^xsd:string,
        "DrugBank:DB00276"^^xsd:string,
        "HMDB:HMDB0014421"^^xsd:string,
        "KEGG:C01553"^^xsd:string,
        "KEGG:D02321"^^xsd:string,
        "PMID:9625435"^^xsd:string,
        "PMID:17675230"^^xsd:string,
        "Reaxys:500176"^^xsd:string,
        "Wikipedia:Amsacrine"^^xsd:string ;
    rdfs:label "amsacrine"^^xsd:string ;
    definition: "A sulfonamide that is N-phenylmethanesulfonamide substituted by a methoxy group at position 3 and an acridin-9-ylamino group at position 4. It exhibits  antineoplastic activity."^^xsd:string ;
    rdfs:subClassOf CHEBI:22213,
        CHEBI:35358,
        CHEBI:35618,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35610 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50750 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C21H19N3O3S"^^xsd:string ;
    chebi:inchi "InChI=1S/C21H19N3O3S/c1-27-20-13-14(24-28(2,25)26)11-12-19(20)23-21-15-7-3-5-9-17(15)22-18-10-6-4-8-16(18)21/h3-13,24H,1-2H3,(H,22,23)"^^xsd:string ;
    chebi:inchikey "XCPGHVQEEXUHNC-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "393.45900"^^xsd:string ;
    chebi:monoisotopicmass "393.11471"^^xsd:string ;
    chebi:smiles "COc1cc(NS(C)(=O)=O)ccc1Nc1c2ccccc2nc2ccccc12"^^xsd:string ;
    oboInOwl:hasExactSynonym "Amsacrine"^^xsd:string,
        "N-[4-(acridin-9-ylamino)-3-methoxyphenyl]methanesulfonamide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "4'-(9-Acridinylamino)-3'-methoxymethanesulfonanilide"^^xsd:string,
        "4'-(9-Acridinylamino)methanesulfon-m-anisidide"^^xsd:string,
        "4'-(9-Acridinylamino)methanesulfon-meta-anisidide"^^xsd:string,
        "4'-(9-Acridinylamino)methanesulphon-m-anisidide"^^xsd:string,
        "amsacrina"^^xsd:string,
        "amsacrinum"^^xsd:string,
        "mAMSA"^^xsd:string ;
    oboInOwl:id "CHEBI:2687"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:2691 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:969510"^^xsd:string,
        "CAS:110-46-3"^^xsd:string,
        "DrugBank:DB01612"^^xsd:string,
        "Gmelin:164559"^^xsd:string,
        "KEGG:C07457"^^xsd:string,
        "KEGG:D00517"^^xsd:string ;
    rdfs:label "isoamyl nitrite"^^xsd:string ;
    definition: "A nitrite ester having isopentyl as the alkyl group."^^xsd:string ;
    rdfs:subClassOf CHEBI:46649,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:15837 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35620 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35674 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5H11NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H11NO2/c1-5(2)3-4-8-6-7/h5H,3-4H2,1-2H3"^^xsd:string ;
    chebi:inchikey "OWFXIOWLTKNBAP-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "117.14638"^^xsd:string ;
    chebi:monoisotopicmass "117.07898"^^xsd:string ;
    chebi:smiles "CC(C)CCON=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "3-methylbutyl nitrite"^^xsd:string,
        "Isoamyl nitrite"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3-methylbutanol nitrite"^^xsd:string,
        "3-Methylbutyl nitrite"^^xsd:string,
        "Amilnitrite"^^xsd:string,
        "Amyl nitrite I"^^xsd:string,
        "Amyl nitrosum"^^xsd:string,
        "IPN"^^xsd:string,
        "isopentyl nitrite"^^xsd:string,
        "Nitramyl"^^xsd:string,
        "nitrous acid, 3-methylbutyl ester"^^xsd:string,
        "nitrous acid, isopentyl ester"^^xsd:string,
        "Pentyl nitrite"^^xsd:string ;
    oboInOwl:id "CHEBI:2691"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:2700 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:7079463"^^xsd:string,
        "CAS:94421-68-8"^^xsd:string,
        "Chemspider:4445241"^^xsd:string,
        "FooDB:FDB023303"^^xsd:string,
        "HMDB:HMDB0004080"^^xsd:string,
        "KEGG:C11695"^^xsd:string,
        "LIPID_MAPS_instance:LMFA08040001"^^xsd:string,
        "MetaCyc:CPD-7598"^^xsd:string,
        "PDBeChem:E7Y"^^xsd:string,
        "PMID:15047233"^^xsd:string,
        "PMID:15797258"^^xsd:string,
        "PMID:15944392"^^xsd:string,
        "PMID:15997233"^^xsd:string,
        "PMID:16118355"^^xsd:string,
        "PMID:16957004"^^xsd:string,
        "PMID:18227059"^^xsd:string,
        "PMID:18691603"^^xsd:string,
        "PMID:19330032"^^xsd:string,
        "PMID:29363071"^^xsd:string,
        "PMID:29546791"^^xsd:string,
        "PMID:31610409"^^xsd:string,
        "PMID:32195347"^^xsd:string,
        "PMID:33551019"^^xsd:string,
        "PMID:33713246"^^xsd:string,
        "PMID:33731590"^^xsd:string,
        "Reaxys:7079463"^^xsd:string,
        "Wikipedia:Anandamide"^^xsd:string ;
    rdfs:label "anandamide"^^xsd:string ;
    definition: "An N-acylethanolamine 20:4 resulting from the formal condensation of carboxy group of arachidonic acid with the amino group of ethanolamine."^^xsd:string ;
    rdfs:subClassOf CHEBI:67197,
        CHEBI:134161,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:15843 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:25512 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35620 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:85234 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C22H37NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C22H37NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-22(25)23-20-21-24/h6-7,9-10,12-13,15-16,24H,2-5,8,11,14,17-21H2,1H3,(H,23,25)/b7-6-,10-9-,13-12-,16-15-"^^xsd:string ;
    chebi:inchikey "LGEQQWMQCRIYKG-DOFZRALJSA-N"^^xsd:string ;
    chebi:mass "347.543"^^xsd:string ;
    chebi:monoisotopicmass "347.28243"^^xsd:string ;
    chebi:smiles "CCCCC\\C=C/C\\C=C/C\\C=C/C\\C=C/CCCC(=O)NCCO"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:88116"^^xsd:string ;
    oboInOwl:hasExactSynonym "(5Z,8Z,11Z,14Z)-N-(2-hydroxyethyl)icosa-5,8,11,14-tetraenamide"^^xsd:string,
        "Anandamide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(5Z,8Z,11Z,14Z)-N-(2-hydroxyethyl)-5,8,11,14-eicosatetraenamide"^^xsd:string,
        "(all-Z)-N-(2-hydroxyethyl)-5,8,11,14-eicosatetraenamide"^^xsd:string,
        "AEA"^^xsd:string,
        "Anandamide (20.4, N-6)"^^xsd:string,
        "Anandamide(20:4, N-6)"^^xsd:string,
        "Arachidonic acid N-(hydroxyethyl)amide"^^xsd:string,
        "arachidonoyl ethanolamide"^^xsd:string,
        "Arachidonylethanolamide"^^xsd:string,
        "N-(2-Hydroxyethyl)anachidonamide"^^xsd:string,
        "N-(5Z,8Z,11Z,14Z-Eicosatetraenoyl)-ethanolamine"^^xsd:string,
        "N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-ethanolamine"^^xsd:string,
        "N-(5Z,8Z,11Z,14Z-icosatetraenoyl)-ethanolamide"^^xsd:string,
        "N-arachidonoyl ethanolamine"^^xsd:string,
        "N-arachidonoyl-2-hydroxyethylamide"^^xsd:string,
        "N-arachidonoylethanolamine"^^xsd:string ;
    oboInOwl:id "CHEBI:2700"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:2739 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:4059741"^^xsd:string,
        "CAS:80-50-2"^^xsd:string,
        "DrugBank:DB00517"^^xsd:string,
        "KEGG:C06830"^^xsd:string,
        "KEGG:D00232"^^xsd:string,
        "Patent:US2962499"^^xsd:string,
        "Reaxys:4059741"^^xsd:string ;
    rdfs:label "anisotropine methylbromide"^^xsd:string ;
    definition: "A quaternary ammonium salt resulting from the reaction of the amino group of anisotropine with methyl bromide."^^xsd:string ;
    rdfs:subClassOf CHEBI:35273,
        CHEBI:48369,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48876 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:49201 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50370 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C17H32NO2.Br"^^xsd:string ;
    chebi:inchi "InChI=1S/C17H32NO2.BrH/c1-5-7-13(8-6-2)17(19)20-16-11-14-9-10-15(12-16)18(14,3)4;/h13-16H,5-12H2,1-4H3;1H/q+1;/p-1"^^xsd:string ;
    chebi:inchikey "QSFKGMJOKUZAJM-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "362.34552"^^xsd:string ;
    chebi:monoisotopicmass "361.16164"^^xsd:string ;
    chebi:smiles "[Br-].CCCC(CCC)C(=O)OC1CC2CCC(C1)[N+]2(C)C"^^xsd:string ;
    oboInOwl:hasExactSynonym "8,8-dimethyl-3-[(2-propylpentanoyl)oxy]-8-azoniabicyclo[3.2.1]octane bromide"^^xsd:string,
        "Anisotropine methylbromide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "8-Methyl-3-(2-propylpentanoyloxy)tropinium bromide"^^xsd:string,
        "8-Methyltropinium bromide 2-propylpentanoate"^^xsd:string,
        "8-Methyltropinium bromide 2-propylvalerate"^^xsd:string,
        "Anisotropine methobromide"^^xsd:string,
        "endo-8,8-Dimethyl-3-((1-oxo-2-propylpentyl)oxy)-8-azoniabicyclo(3.2.1)octane bromide"^^xsd:string,
        "methylbromure d'octatropine"^^xsd:string,
        "Methyloctatropine bromide"^^xsd:string,
        "metilbromuro de octatropina"^^xsd:string,
        "octatropine methylbromide"^^xsd:string,
        "octatropini methylbromidum"^^xsd:string ;
    oboInOwl:id "CHEBI:2739"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:2877 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:2223850"^^xsd:string,
        "CAS:22839-47-0"^^xsd:string,
        "DrugBank:DB00168"^^xsd:string,
        "HMDB:HMDB0001894"^^xsd:string,
        "KEGG:C11045"^^xsd:string,
        "KEGG:D02381"^^xsd:string,
        "Patent:US3492131"^^xsd:string,
        "PDBeChem:PME"^^xsd:string,
        "PMID:1771173"^^xsd:string,
        "PMID:2013754"^^xsd:string,
        "PMID:21150094"^^xsd:string,
        "PMID:21372000"^^xsd:string,
        "PMID:22354473"^^xsd:string,
        "PMID:24355796"^^xsd:string,
        "PMID:24925367"^^xsd:string,
        "PMID:24944748"^^xsd:string,
        "PMID:24965331"^^xsd:string,
        "PMID:25431414"^^xsd:string,
        "PMID:25543075"^^xsd:string,
        "PMID:25786106"^^xsd:string,
        "PMID:25951455"^^xsd:string,
        "PMID:25991916"^^xsd:string,
        "PMID:26015492"^^xsd:string,
        "PMID:26099025"^^xsd:string,
        "PMID:26159964"^^xsd:string,
        "PMID:26247507"^^xsd:string,
        "PMID:26308194"^^xsd:string,
        "PMID:26321723"^^xsd:string,
        "PMID:26377607"^^xsd:string,
        "PMID:26582819"^^xsd:string,
        "PMID:26593524"^^xsd:string,
        "PMID:26912665"^^xsd:string,
        "PMID:27015640"^^xsd:string,
        "PMID:27038223"^^xsd:string,
        "PMID:27088715"^^xsd:string,
        "PMID:27127997"^^xsd:string,
        "PMID:27216413"^^xsd:string,
        "PMID:27298583"^^xsd:string,
        "PMID:27492574"^^xsd:string,
        "PMID:27565676"^^xsd:string,
        "PMID:27614095"^^xsd:string,
        "PMID:27640132"^^xsd:string,
        "PMID:27699780"^^xsd:string,
        "PMID:27728881"^^xsd:string,
        "PMID:27840415"^^xsd:string,
        "PMID:27845306"^^xsd:string,
        "PMID:30000570"^^xsd:string,
        "PMID:37291632"^^xsd:string,
        "PMID:37297402"^^xsd:string,
        "PMID:37454665"^^xsd:string,
        "Reaxys:2223850"^^xsd:string,
        "Wikipedia:Aspartame"^^xsd:string ;
    rdfs:label "aspartame"^^xsd:string ;
    definition: "A dipeptide obtained by formal condensation of the alpha-carboxy group of L-aspartic acid with the amino group of methyl L-phenylalaninate. Commonly used as an artificial sweetener."^^xsd:string ;
    rdfs:subClassOf CHEBI:25248,
        CHEBI:33575,
        CHEBI:46761,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:17053 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:49339 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:195544 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:27027 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35703 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50505 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50733 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:63332 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:68494 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78298 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C14H18N2O5"^^xsd:string ;
    chebi:inchi "InChI=1S/C14H18N2O5/c1-21-14(20)11(7-9-5-3-2-4-6-9)16-13(19)10(15)8-12(17)18/h2-6,10-11H,7-8,15H2,1H3,(H,16,19)(H,17,18)/t10-,11-/m0/s1"^^xsd:string ;
    chebi:inchikey "IAOZJIPTCAWIRG-QWRGUYRKSA-N"^^xsd:string ;
    chebi:mass "294.304"^^xsd:string ;
    chebi:monoisotopicmass "294.12157"^^xsd:string ;
    chebi:smiles "C(C[C@@H](C(N[C@@H](CC1=CC=CC=C1)C(=O)OC)=O)N)(=O)O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:45047"^^xsd:string ;
    oboInOwl:hasExactSynonym "Aspartame"^^xsd:string,
        "methyl L-alpha-aspartyl-L-phenylalaninate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-methyl N-L-alpha-aspartyl-L-phenylalanate"^^xsd:string,
        "3-Amino-N-(alpha-carboxyphenethyl)succinamic acid N-methyl ester"^^xsd:string,
        "3-Amino-N-(alpha-methoxycarbonylphenethyl) succinamic acid"^^xsd:string,
        "AminoSweet"^^xsd:string,
        "Asp-phe-ome"^^xsd:string,
        "aspartam"^^xsd:string,
        "aspartamo"^^xsd:string,
        "aspartamum"^^xsd:string,
        "Aspartylphenylalanine methyl ester"^^xsd:string,
        "E 951"^^xsd:string,
        "L-Aspartyl-L-phenylalanine methyl ester"^^xsd:string,
        "NutraSweet"^^xsd:string,
        "Sanecta"^^xsd:string ;
    oboInOwl:id "CHEBI:2877"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:2948 a owl:Class ;
    oboInOwl:hasDbXref "CAS:446-86-6"^^xsd:string,
        "Drug_Central:269"^^xsd:string,
        "DrugBank:DB00993"^^xsd:string,
        "KEGG:C06837"^^xsd:string,
        "KEGG:D00238"^^xsd:string,
        "PMID:8738760"^^xsd:string,
        "PMID:9273463"^^xsd:string,
        "PMID:9345422"^^xsd:string,
        "PMID:11064448"^^xsd:string,
        "PMID:15199672"^^xsd:string,
        "PMID:15476481"^^xsd:string,
        "PMID:15628319"^^xsd:string,
        "PMID:15973722"^^xsd:string,
        "PMID:16344342"^^xsd:string,
        "PMID:16397313"^^xsd:string,
        "PMID:16764353"^^xsd:string,
        "PMID:16954801"^^xsd:string,
        "PMID:17381669"^^xsd:string,
        "PMID:17970886"^^xsd:string,
        "PMID:18008354"^^xsd:string,
        "PMID:18336531"^^xsd:string,
        "PMID:19243907"^^xsd:string,
        "PMID:20080917"^^xsd:string,
        "PMID:25248004"^^xsd:string,
        "PMID:25314066"^^xsd:string,
        "PMID:25440430"^^xsd:string,
        "PMID:25443086"^^xsd:string,
        "PMID:25581826"^^xsd:string,
        "PMID:25641386"^^xsd:string,
        "PMID:28166217"^^xsd:string,
        "Reaxys:1225351"^^xsd:string,
        "Wikipedia:Azathioprine"^^xsd:string ;
    rdfs:label "azathioprine"^^xsd:string ;
    definition: "A thiopurine that is 6-mercaptopurine in which the mercapto hydrogen is replaced by a 1-methyl-4-nitroimidazol-5-yl group. It is a prodrug for mercaptopurine and is used as an immunosuppressant, prescribed for the treatment of inflammatory conditions and after organ transplantation and also for treatment of Crohn's didease and MS."^^xsd:string ;
    rdfs:subClassOf CHEBI:24780,
        CHEBI:35666,
        CHEBI:35683,
        CHEBI:35716,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35221 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35610 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35705 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50266 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50903 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50908 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:59517 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C9H7N7O2S"^^xsd:string ;
    chebi:inchi "InChI=1S/C9H7N7O2S/c1-15-4-14-7(16(17)18)9(15)19-8-5-6(11-2-10-5)12-3-13-8/h2-4H,1H3,(H,10,11,12,13)"^^xsd:string ;
    chebi:inchikey "LMEKQMALGUDUQG-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "277.26386"^^xsd:string ;
    chebi:monoisotopicmass "277.03819"^^xsd:string ;
    chebi:smiles "Cn1cnc(c1Sc1ncnc2nc[nH]c12)[N+]([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "6-[(1-methyl-4-nitro-1H-imidazol-5-yl)sulfanyl]-7H-purine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "6-(1'-Methyl-4'-nitro-5'-imidazolyl)-mercaptopurine"^^xsd:string,
        "6-((1-Methyl-4-nitro-1H-imidazol-5-yl)thio)-1H-purine"^^xsd:string,
        "Imuran (TN)"^^xsd:string ;
    oboInOwl:id "CHEBI:2948"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:2955 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:5387583"^^xsd:string,
        "CAS:83905-01-5"^^xsd:string,
        "Drug_Central:276"^^xsd:string,
        "DrugBank:DB00207"^^xsd:string,
        "HMDB:HMDB0014352"^^xsd:string,
        "KEGG:C06838"^^xsd:string,
        "KEGG:D07486"^^xsd:string,
        "LINCS:LSM-5821"^^xsd:string,
        "Patent:BE892357"^^xsd:string,
        "Patent:US4517359"^^xsd:string,
        "PDBeChem:ZIT"^^xsd:string,
        "PMID:15143799"^^xsd:string,
        "PMID:18253999"^^xsd:string,
        "Reaxys:5387583"^^xsd:string,
        "Reaxys:8820027"^^xsd:string,
        "Wikipedia:Azithromycin"^^xsd:string ;
    rdfs:label "azithromycin"^^xsd:string ;
    definition: "A macrolide antibiotic useful for the treatment of bacterial infections."^^xsd:string ;
    rdfs:subClassOf CHEBI:25105,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35703 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:36047 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78298 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C38H72N2O12"^^xsd:string ;
    chebi:inchi "InChI=1S/C38H72N2O12/c1-15-27-38(10,46)31(42)24(6)40(13)19-20(2)17-36(8,45)33(52-35-29(41)26(39(11)12)16-21(3)48-35)22(4)30(23(5)34(44)50-27)51-28-18-37(9,47-14)32(43)25(7)49-28/h20-33,35,41-43,45-46H,15-19H2,1-14H3/t20-,21-,22+,23-,24-,25+,26+,27-,28+,29-,30+,31-,32+,33-,35+,36-,37-,38-/m1/s1"^^xsd:string ;
    chebi:inchikey "MQTOSJVFKKJCRP-BICOPXKESA-N"^^xsd:string ;
    chebi:mass "748.98450"^^xsd:string ;
    chebi:monoisotopicmass "748.50853"^^xsd:string ;
    chebi:smiles "CC[C@H]1OC(=O)[C@H](C)[C@@H](O[C@H]2C[C@@](C)(OC)[C@@H](O)[C@H](C)O2)[C@H](C)[C@@H](O[C@@H]2O[C@H](C)C[C@@H]([C@H]2O)N(C)C)[C@](C)(O)C[C@@H](C)CN(C)[C@H](C)[C@@H](O)[C@]1(C)O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:46596"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2R,3S,4R,5R,8R,10R,11R,12S,13S,14R)-2-ethyl-3,4,10-trihydroxy-3,5,6,8,10,12,14-heptamethyl-15-oxo-11-{[3,4,6-trideoxy-3-(dimethylamino)-beta-D-xylo-hexopyranosyl]oxy}-1-oxa-6-azacyclopentadecan-13-yl 2,6-dideoxy-3-C-methyl-3-O-methyl-alpha-L-ribo-hexopyranoside"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2R,3S,4R,5R,8R,10R,11R,12S,13S,14R)13-((2,6-Dideoxy-3-C-methyl-3-O-methyl-alpha-L-ribo-hexopyranosyl)oxy)-2-ethyl-3,4,10-trihydroxy-3,5,6,8,10,12,14-heptamethyl-11-((3,4,6-trideoxy-3-(dimethylamino)-beta-D-xylo-hexopyranosyl)oxy)-1-oxa-6-azacyclopentadecan-15-one"^^xsd:string,
        "Azenil"^^xsd:string,
        "Azifast"^^xsd:string,
        "Azigram"^^xsd:string,
        "Azimakrol"^^xsd:string,
        "azithromycine"^^xsd:string,
        "azithromycinum"^^xsd:string,
        "azitromicina"^^xsd:string,
        "Azitromin"^^xsd:string,
        "Hemomycin"^^xsd:string,
        "Zithromax"^^xsd:string,
        "Zmax"^^xsd:string ;
    oboInOwl:id "CHEBI:2955"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:2956 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:5785146"^^xsd:string,
        "CAS:37091-66-0"^^xsd:string,
        "Drug_Central:277"^^xsd:string,
        "DrugBank:DB01061"^^xsd:string,
        "KEGG:C06839"^^xsd:string,
        "KEGG:D02339"^^xsd:string,
        "LINCS:LSM-15179"^^xsd:string,
        "Patent:CN101585844"^^xsd:string,
        "Patent:FR2100682"^^xsd:string,
        "Patent:US3933795"^^xsd:string,
        "PMID:2068466"^^xsd:string,
        "PMID:6212725"^^xsd:string,
        "PMID:6231603"^^xsd:string,
        "PMID:6289737"^^xsd:string,
        "PMID:6810286"^^xsd:string,
        "PMID:11036013"^^xsd:string,
        "PMID:11397088"^^xsd:string,
        "PMID:19292999"^^xsd:string,
        "PMID:20363776"^^xsd:string,
        "PMID:21219695"^^xsd:string,
        "PMID:21360610"^^xsd:string,
        "PMID:21883661"^^xsd:string,
        "PMID:29017833"^^xsd:string,
        "Reaxys:5785146"^^xsd:string,
        "Wikipedia:Azlocillin"^^xsd:string ;
    rdfs:label "azlocillin"^^xsd:string ;
    definition: "A semisynthetic penicillin having a 6beta-{(2R)-2-[(2-oxoimidazolidine-1-carbonyl)amino]-2-phenylacetyl}amino side-group. It is an antibiotic used in treating infections caused by Pseudomonas aeruginosa, Escherichia coli and Haemophilus influenzae."^^xsd:string ;
    rdfs:subClassOf CHEBI:72588,
        CHEBI:88187,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:51863 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:36047 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C20H23N5O6S"^^xsd:string ;
    chebi:inchi "InChI=1S/C20H23N5O6S/c1-20(2)13(17(28)29)25-15(27)12(16(25)32-20)22-14(26)11(10-6-4-3-5-7-10)23-19(31)24-9-8-21-18(24)30/h3-7,11-13,16H,8-9H2,1-2H3,(H,21,30)(H,22,26)(H,23,31)(H,28,29)/t11-,12-,13+,16-/m1/s1"^^xsd:string ;
    chebi:inchikey "JTWOMNBEOCYFNV-NFFDBFGFSA-N"^^xsd:string ;
    chebi:mass "461.49200"^^xsd:string ;
    chebi:monoisotopicmass "461.13690"^^xsd:string ;
    chebi:smiles "[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@]([H])(NC(=O)N1CCNC1=O)c1ccccc1)C(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:63225"^^xsd:string ;
    oboInOwl:hasExactSynonym "2,2-dimethyl-6beta-[(2R)-2-{[(2-oxoimidazolidin-1-yl)carbonyl]amino}-2-phenylacetamido]penam-3alpha-carboxylic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2S,5R,6R)-3,3-dimethyl-7-oxo-6-{[(2R)-2-{[(2-oxoimidazolidin-1-yl)carbonyl]amino}-2-phenylacetyl]amino}-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid"^^xsd:string,
        "azlocilina"^^xsd:string,
        "azlocillin"^^xsd:string,
        "azlocilline"^^xsd:string,
        "azlocillinum"^^xsd:string ;
    oboInOwl:id "CHEBI:2956"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:2960 a owl:Class ;
    owl:deprecated true ;
    replacedBy: CHEBI:161680 ;
    obsReason: termsMerged: .

CHEBI:2968 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:5784318"^^xsd:string,
        "CAS:50972-17-3"^^xsd:string,
        "Drug_Central:280"^^xsd:string,
        "DrugBank:DB01602"^^xsd:string,
        "HMDB:HMDB0015540"^^xsd:string,
        "KEGG:C08122"^^xsd:string,
        "KEGG:D07487"^^xsd:string,
        "Patent:DE2144457"^^xsd:string,
        "Patent:US3873521"^^xsd:string,
        "Patent:US3939270"^^xsd:string,
        "PMID:464583"^^xsd:string,
        "PMID:1211909"^^xsd:string,
        "PMID:7012993"^^xsd:string,
        "PMID:7012998"^^xsd:string,
        "PMID:9131470"^^xsd:string,
        "PMID:29017833"^^xsd:string,
        "Reaxys:5784318"^^xsd:string,
        "Wikipedia:Bacampicillin"^^xsd:string ;
    rdfs:label "bacampicillin"^^xsd:string ;
    definition: "A penicillanic acid ester that is the 1-ethoxycarbonyloxyethyl ester of ampicillin. It is a semi-synthetic, microbiologically inactive prodrug of ampicillin."^^xsd:string ;
    rdfs:subClassOf CHEBI:51212,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:28971 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50266 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C21H27N3O7S"^^xsd:string ;
    chebi:inchi "InChI=1S/C21H27N3O7S/c1-5-29-20(28)31-11(2)30-19(27)15-21(3,4)32-18-14(17(26)24(15)18)23-16(25)13(22)12-9-7-6-8-10-12/h6-11,13-15,18H,5,22H2,1-4H3,(H,23,25)/t11?,13-,14-,15+,18-/m1/s1"^^xsd:string ;
    chebi:inchikey "PFOLLRNADZZWEX-FFGRCDKISA-N"^^xsd:string ;
    chebi:mass "465.52110"^^xsd:string ;
    chebi:monoisotopicmass "465.15697"^^xsd:string ;
    chebi:smiles "[H][C@]12SC(C)(C)[C@@]([H])(N1C(=O)[C@H]2NC(=O)[C@H](N)c1ccccc1)C(=O)OC(C)OC(=O)OCC"^^xsd:string ;
    oboInOwl:hasExactSynonym "1-[(ethoxycarbonyl)oxy]ethyl 6beta-[(2R)-2-amino-2-phenylacetamido]-2,2-dimethylpenam-3alpha-carboxylate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1'-ethoxycarbonyloxyethyl-(6-D-alpha-aminophenylacetamido)penicillanate"^^xsd:string,
        "1-[(ethoxycarbonyl)oxy]ethyl (2S,5R,6R)-6-{[(2R)-2-amino-2-phenylacetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate"^^xsd:string,
        "bacampicilina"^^xsd:string,
        "bacampicillin"^^xsd:string,
        "bacampicilline"^^xsd:string,
        "bacampicillinum"^^xsd:string ;
    oboInOwl:id "CHEBI:2968"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:2972 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:2104494"^^xsd:string,
        "CAS:1134-47-0"^^xsd:string,
        "Drug_Central:282"^^xsd:string,
        "DrugBank:DB00181"^^xsd:string,
        "HMDB:HMDB0014327"^^xsd:string,
        "KEGG:D00241"^^xsd:string,
        "LINCS:LSM-5169"^^xsd:string,
        "Patent:NL6407755"^^xsd:string,
        "Patent:US3471548"^^xsd:string,
        "PMID:11772961"^^xsd:string,
        "PMID:18682277"^^xsd:string,
        "PMID:18824012"^^xsd:string,
        "Reaxys:2104494"^^xsd:string,
        "Wikipedia:Baclofen"^^xsd:string ;
    rdfs:label "baclofen"^^xsd:string ;
    definition: "A monocarboxylic acid that is butanoic acid substituted by an amino group at position 4 and a 4-chlorophenyl group at position 3. It acts as a central nervous system depressant, GABA agonist and muscle relaxant."^^xsd:string ;
    rdfs:subClassOf CHEBI:25384,
        CHEBI:33707,
        CHEBI:50994,
        CHEBI:83403,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:187893 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35488 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:51371 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:51373 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C10H12ClNO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C10H12ClNO2/c11-9-3-1-7(2-4-9)8(6-12)5-10(13)14/h1-4,8H,5-6,12H2,(H,13,14)"^^xsd:string ;
    chebi:inchikey "KPYSYYIEGFHWSV-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "213.66100"^^xsd:string ;
    chebi:monoisotopicmass "213.05566"^^xsd:string ;
    chebi:smiles "NCC(CC(O)=O)c1ccc(Cl)cc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "4-amino-3-(4-chlorophenyl)butanoic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "4-Amino-3-(4-chlorophenyl)butyric acid"^^xsd:string,
        "(+-)-Baclofen"^^xsd:string,
        "baclofen"^^xsd:string,
        "baclofene"^^xsd:string,
        "baclofeno"^^xsd:string,
        "baclofenum"^^xsd:string,
        "beta-(4-Chlorophenyl)gaba"^^xsd:string,
        "beta-(Aminomethyl)-4-chlorobenzenepropanoic acid"^^xsd:string,
        "beta-(Aminomethyl)-p-chlorohydrocinnamic acid"^^xsd:string,
        "beta-(p-Chlorophenyl)-gamma-aminobutyric acid"^^xsd:string,
        "DL-4-Amino-3-p-chlorophenylbutanoic acid"^^xsd:string,
        "DL-Baclofen"^^xsd:string,
        "gamma-Amino-beta-(p-chlorophenyl)butyric acid"^^xsd:string ;
    oboInOwl:id "CHEBI:2972"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:3001 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:5640546"^^xsd:string,
        "CAS:4419-39-0"^^xsd:string,
        "DrugBank:DB00394"^^xsd:string,
        "KEGG:C06842"^^xsd:string,
        "KEGG:D07495"^^xsd:string,
        "Patent:GB912378"^^xsd:string,
        "Reaxys:5640546"^^xsd:string ;
    rdfs:label "beclomethasone"^^xsd:string ;
    definition: "A 17alpha-hydroxy steroid that is prednisolone in which the hydrogens at the 9alpha and 16beta positions are substituted by a chlorine and a methyl group, respectively."^^xsd:string ;
    rdfs:subClassOf CHEBI:24261,
        CHEBI:35342,
        CHEBI:35344,
        CHEBI:35346,
        CHEBI:36885,
        CHEBI:77166,
        CHEBI:77175,
        CHEBI:139590,
        CHEBI:139592,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:8378 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:8386 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35472 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:49167 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C22H29ClO5"^^xsd:string ;
    chebi:inchi "InChI=1S/C22H29ClO5/c1-12-8-16-15-5-4-13-9-14(25)6-7-19(13,2)21(15,23)17(26)10-20(16,3)22(12,28)18(27)11-24/h6-7,9,12,15-17,24,26,28H,4-5,8,10-11H2,1-3H3/t12-,15-,16-,17-,19-,20-,21-,22-/m0/s1"^^xsd:string ;
    chebi:inchikey "NBMKJKDGKREAPL-DVTGEIKXSA-N"^^xsd:string ;
    chebi:mass "408.91536"^^xsd:string ;
    chebi:monoisotopicmass "408.17035"^^xsd:string ;
    chebi:smiles "[H][C@@]12C[C@H](C)[C@](O)(C(=O)CO)[C@@]1(C)C[C@H](O)[C@@]1(Cl)[C@@]2([H])CCC2=CC(=O)C=C[C@]12C"^^xsd:string ;
    oboInOwl:hasExactSynonym "(11beta,16beta)-9-chloro-11,17,21-trihydroxy-16-methylpregna-1,4-diene-3,20-dione"^^xsd:string,
        "Beclomethasone"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "9-chloro-11beta,17,21-trihydroxy-16beta-methylpregna-1,4-diene-3,20-dione"^^xsd:string,
        "9alpha-chloro-16beta-methylprednisolone"^^xsd:string,
        "beclometasona"^^xsd:string,
        "beclometasone"^^xsd:string,
        "beclometasonum"^^xsd:string ;
    oboInOwl:id "CHEBI:3001"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:3011 a owl:Class ;
    oboInOwl:hasDbXref "CAS:86541-75-5"^^xsd:string,
        "Drug_Central:299"^^xsd:string,
        "DrugBank:DB00542"^^xsd:string,
        "HMDB:HMDB0014682"^^xsd:string,
        "KEGG:C06843"^^xsd:string,
        "KEGG:D07499"^^xsd:string,
        "LINCS:LSM-5609"^^xsd:string,
        "MetaCyc:CPD-15329"^^xsd:string,
        "Patent:EP72352"^^xsd:string,
        "Patent:US4410520"^^xsd:string,
        "PMID:25224804"^^xsd:string,
        "PMID:25738503"^^xsd:string,
        "PMID:25784709"^^xsd:string,
        "PMID:25912588"^^xsd:string,
        "Reaxys:4302258"^^xsd:string,
        "Wikipedia:Benazepril"^^xsd:string ;
    rdfs:label "benazepril"^^xsd:string ;
    definition: "A benzazepine that is benazeprilat in which the carboxy group of the 2-amino-4-phenylbutanoic acid moiety has been converted to the corresponding ethyl ester. It is used (generally as its hydrochloride salt) as a prodrug for the angiotensin-converting enzyme inhibitor benazeprilat in the treatment of hypertension and heart failure."^^xsd:string ;
    rdfs:subClassOf CHEBI:23990,
        CHEBI:24995,
        CHEBI:35676,
        CHEBI:36244,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:88200 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:88201 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35457 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50266 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C24H28N2O5"^^xsd:string ;
    chebi:inchi "InChI=1S/C24H28N2O5/c1-2-31-24(30)20(14-12-17-8-4-3-5-9-17)25-19-15-13-18-10-6-7-11-21(18)26(23(19)29)16-22(27)28/h3-11,19-20,25H,2,12-16H2,1H3,(H,27,28)/t19-,20-/m0/s1"^^xsd:string ;
    chebi:inchikey "XPCFTKFZXHTYIP-PMACEKPBSA-N"^^xsd:string ;
    chebi:mass "424.48950"^^xsd:string ;
    chebi:monoisotopicmass "424.19982"^^xsd:string ;
    chebi:smiles "CCOC(=O)[C@H](CCc1ccccc1)N[C@H]1CCc2ccccc2N(CC(O)=O)C1=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "[(3S)-3-{[(1S)-1-(ethoxycarbonyl)-3-phenylpropyl]amino}-2-oxo-2,3,4,5-tetrahydro-1H-1-benzazepin-1-yl]acetic acid"^^xsd:string,
        "Benazepril"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1H-1-Benzazepine-1-acetic acid, 3-((1-(ethoxycarbonyl)-3-phenylpropyl)amino)-2,3,4,5-tetrahydro-2-oxo-, (S-(R*,R*))-"^^xsd:string,
        "benazepril"^^xsd:string,
        "benazeprilum"^^xsd:string ;
    oboInOwl:id "CHEBI:3011"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:3061 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:5993674"^^xsd:string,
        "CAS:64706-54-3"^^xsd:string,
        "Drug_Central:342"^^xsd:string,
        "DrugBank:DB01244"^^xsd:string,
        "KEGG:C06847"^^xsd:string,
        "KEGG:D07520"^^xsd:string,
        "LINCS:LSM-1898"^^xsd:string,
        "Wikipedia:Bepridil"^^xsd:string ;
    rdfs:label "bepridil"^^xsd:string ;
    definition: "A tertiary amine in which the substituents on nitrogen are benzyl, phenyl and 3-(2-methylpropoxy)-2-(pyrrolidin-1-yl)propyl."^^xsd:string ;
    rdfs:subClassOf CHEBI:32876,
        CHEBI:38260,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35620 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35674 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38070 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38215 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C24H34N2O"^^xsd:string ;
    chebi:inchi "InChI=1S/C24H34N2O/c1-21(2)19-27-20-24(25-15-9-10-16-25)18-26(23-13-7-4-8-14-23)17-22-11-5-3-6-12-22/h3-8,11-14,21,24H,9-10,15-20H2,1-2H3"^^xsd:string ;
    chebi:inchikey "UIEATEWHFDRYRU-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "366.53960"^^xsd:string ;
    chebi:monoisotopicmass "366.26711"^^xsd:string ;
    chebi:smiles "CC(C)COCC(CN(Cc1ccccc1)c1ccccc1)N1CCCC1"^^xsd:string ;
    oboInOwl:hasExactSynonym "Bepridil"^^xsd:string,
        "N-benzyl-N-[3-(2-methylpropoxy)-2-(pyrrolidin-1-yl)propyl]aniline"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Bepadin"^^xsd:string ;
    oboInOwl:id "CHEBI:3061"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:3077 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:3176546"^^xsd:string,
        "CAS:378-44-9"^^xsd:string,
        "Drug_Central:348"^^xsd:string,
        "DrugBank:DB00443"^^xsd:string,
        "KEGG:D00244"^^xsd:string,
        "Patent:US3053865"^^xsd:string,
        "Patent:US3104246"^^xsd:string,
        "VSDB:1854"^^xsd:string,
        "Wikipedia:Betamethasone"^^xsd:string ;
    rdfs:label "betamethasone"^^xsd:string ;
    rdfs:subClassOf CHEBI:24261,
        CHEBI:35342,
        CHEBI:35344,
        CHEBI:35346,
        CHEBI:36885,
        CHEBI:50830,
        CHEBI:77166,
        CHEBI:139590,
        CHEBI:139592,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:8386 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35472 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35705 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:65023 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C22H29FO5"^^xsd:string ;
    chebi:inchi "InChI=1S/C22H29FO5/c1-12-8-16-15-5-4-13-9-14(25)6-7-19(13,2)21(15,23)17(26)10-20(16,3)22(12,28)18(27)11-24/h6-7,9,12,15-17,24,26,28H,4-5,8,10-11H2,1-3H3/t12-,15-,16-,17-,19-,20-,21-,22-/m0/s1"^^xsd:string ;
    chebi:inchikey "UREBDLICKHMUKA-DVTGEIKXSA-N"^^xsd:string ;
    chebi:mass "392.46110"^^xsd:string ;
    chebi:monoisotopicmass "392.19990"^^xsd:string ;
    chebi:smiles "[H][C@@]12C[C@H](C)[C@](O)(C(=O)CO)[C@@]1(C)C[C@H](O)[C@@]1(F)[C@@]2([H])CCC2=CC(=O)C=C[C@]12C"^^xsd:string ;
    oboInOwl:hasExactSynonym "9-fluoro-11beta,17,21-trihydroxy-16beta-methylpregna-1,4-diene-3,20-dione"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "9-Fluoro-16beta-methylprednisolone"^^xsd:string,
        "9alpha-Fluoro-16beta-methylprednisolone"^^xsd:string,
        "16beta-Methyl-1,4-pregnadiene-9alpha-fluoro-11beta,17alpha,21-triol-3,20-dione"^^xsd:string,
        "beta-Methasone alcohol"^^xsd:string,
        "Betadexamethasone"^^xsd:string,
        "betametasona"^^xsd:string,
        "betamethasone"^^xsd:string,
        "betamethasonum"^^xsd:string,
        "Rinderon"^^xsd:string ;
    oboInOwl:id "CHEBI:3077"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:3090 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:5364666"^^xsd:string,
        "CAS:90357-06-5"^^xsd:string,
        "Drug_Central:367"^^xsd:string,
        "DrugBank:DB01128"^^xsd:string,
        "HMDB:HMDB0015260"^^xsd:string,
        "KEGG:C08160"^^xsd:string,
        "KEGG:D00961"^^xsd:string,
        "LINCS:LSM-1437"^^xsd:string,
        "Patent:EP100172"^^xsd:string,
        "Patent:US4636505"^^xsd:string,
        "PMID:11915584"^^xsd:string,
        "PMID:12015321"^^xsd:string,
        "PMID:12017896"^^xsd:string,
        "PMID:12421104"^^xsd:string,
        "PMID:12959312"^^xsd:string,
        "PMID:15509184"^^xsd:string,
        "PMID:17313204"^^xsd:string,
        "PMID:18062751"^^xsd:string,
        "PMID:19194583"^^xsd:string,
        "PMID:23527766"^^xsd:string,
        "PMID:30784326"^^xsd:string,
        "PMID:31099426"^^xsd:string,
        "Reaxys:5364666"^^xsd:string,
        "Wikipedia:Bicalutamide"^^xsd:string ;
    rdfs:label "bicalutamide"^^xsd:string ;
    definition: "A racemate comprising of equal amounts of (R)-bicalutamide and (S)-bicalutamide. It is an oral non-steroidal antiandrogen used in the treatment of prostate cancer and hirsutism."^^xsd:string ;
    rdfs:subClassOf CHEBI:60911,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:39589 ],
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:144094 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35497 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35610 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35703 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78298 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C18H14F4N2O4S"^^xsd:string ;
    chebi:mass "430.370"^^xsd:string ;
    chebi:monoisotopicmass "430.06104"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:91617"^^xsd:string ;
    oboInOwl:hasExactSynonym "rac-N-[4-cyano-3-(trifluoromethyl)phenyl]-3-[(4-fluorophenyl)sulfonyl]-2-hydroxy-2-methylpropanamide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(+-)-bicalutamide"^^xsd:string,
        "(RS)-4'-cyano-alpha',alpha',alpha',-trifluoro-3-(4-fluorophenylsulphonyl)-2-hydroxy-2-methylpropiono-m-toluidide"^^xsd:string,
        "(RS)-bicalutamide"^^xsd:string,
        "Bicadex"^^xsd:string,
        "Bical"^^xsd:string,
        "Bicalox"^^xsd:string,
        "bicalutamida"^^xsd:string,
        "bicalutamide"^^xsd:string,
        "bicalutamidum"^^xsd:string,
        "Bicamide"^^xsd:string,
        "Bicatlon"^^xsd:string,
        "Bicusan"^^xsd:string,
        "Binabic"^^xsd:string,
        "Bypro"^^xsd:string,
        "Calumid"^^xsd:string,
        "Calutide"^^xsd:string,
        "Calutol"^^xsd:string,
        "Casodex"^^xsd:string,
        "Cosudex"^^xsd:string,
        "ICI 176,334"^^xsd:string,
        "ICI 176334"^^xsd:string,
        "ICI-176334"^^xsd:string,
        "Kalumid"^^xsd:string,
        "Ormandyl"^^xsd:string,
        "racemic bicalutamide"^^xsd:string ;
    oboInOwl:id "CHEBI:3090"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:3092 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:98786"^^xsd:string,
        "CAS:485-49-4"^^xsd:string,
        "KEGG:C09364"^^xsd:string,
        "KNApSAcK:C00001820"^^xsd:string,
        "PMID:27579770"^^xsd:string,
        "PMID:29137474"^^xsd:string,
        "PMID:29949743"^^xsd:string,
        "PMID:30858801"^^xsd:string,
        "Wikipedia:Bicuculline"^^xsd:string ;
    rdfs:label "bicuculline"^^xsd:string ;
    definition: "A benzylisoquinoline alkaloid that is 6-methyl-5,6,7,8-tetrahydro[1,3]dioxolo[4,5-g]isoquinoline which is substituted at the 5-pro-S position by a (6R)-8-oxo-6,8-dihydrofuro[3,4-e][1,3]benzodioxol-6-yl group. A light-sensitive competitive antagonist of GABAA receptors. It was originally identified in 1932 in plant alkaloid extracts and has been isolated from Dicentra cucullaria, Adlumia fungosa, Fumariaceae, and several Corydalis species."^^xsd:string ;
    rdfs:subClassOf CHEBI:22750,
        CHEBI:24922,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:33286 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35337 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38999 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50910 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:145515 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C20H17NO6"^^xsd:string ;
    chebi:inchi "InChI=1S/C20H17NO6/c1-21-5-4-10-6-14-15(25-8-24-14)7-12(10)17(21)18-11-2-3-13-19(26-9-23-13)16(11)20(22)27-18/h2-3,6-7,17-18H,4-5,8-9H2,1H3/t17-,18+/m0/s1"^^xsd:string ;
    chebi:inchikey "IYGYMKDQCDOMRE-ZWKOTPCHSA-N"^^xsd:string ;
    chebi:mass "367.35210"^^xsd:string ;
    chebi:monoisotopicmass "367.10559"^^xsd:string ;
    chebi:smiles "[H][C@]1(OC(=O)c2c3OCOc3ccc12)[C@@]1([H])N(C)CCc2cc3OCOc3cc12"^^xsd:string ;
    oboInOwl:hasExactSynonym "(6R)-6-[(5S)-6-methyl-5,6,7,8-tetrahydro[1,3]dioxolo[4,5-g]isoquinolin-5-yl]furo[3,4-e][1,3]benzodioxol-8(6H)-one"^^xsd:string,
        "Bicuculline"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Bicculine"^^xsd:string,
        "Bicucullin"^^xsd:string,
        "d-Bicuculline"^^xsd:string ;
    oboInOwl:id "CHEBI:3092"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:3095 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:507183"^^xsd:string,
        "CAS:56-03-1"^^xsd:string,
        "Gmelin:240093"^^xsd:string,
        "KEGG:C07672"^^xsd:string ;
    rdfs:label "biguanide"^^xsd:string ;
    rdfs:subClassOf CHEBI:24436 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C2H7N5"^^xsd:string ;
    chebi:inchi "InChI=1S/C2H7N5/c3-1(4)7-2(5)6/h(H7,3,4,5,6,7)"^^xsd:string ;
    chebi:inchikey "XNCOSPRUTUOJCJ-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "101.11068"^^xsd:string ;
    chebi:monoisotopicmass "101.07015"^^xsd:string ;
    chebi:smiles "NC(=N)NC(N)=N"^^xsd:string ;
    oboInOwl:hasExactSynonym "1,2,3-triimidodicarbonic diamide"^^xsd:string,
        "Biguanide"^^xsd:string,
        "biguanide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "H2N-C(=NH)-NH-C(=NH)-NH2"^^xsd:string,
        "Hbig"^^xsd:string,
        "imidodicarbonimidic diamide"^^xsd:string ;
    oboInOwl:id "CHEBI:3095"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:3127 a owl:Class ;
    oboInOwl:hasDbXref "CAS:66722-44-9"^^xsd:string,
        "Drug_Central:380"^^xsd:string,
        "DrugBank:DB00612"^^xsd:string,
        "KEGG:C06852"^^xsd:string,
        "KEGG:D02342"^^xsd:string,
        "LINCS:LSM-1886"^^xsd:string,
        "Patent:BE859425"^^xsd:string,
        "Patent:US4258062"^^xsd:string,
        "Wikipedia:Bisoprolol"^^xsd:string ;
    rdfs:label "bisoprolol"^^xsd:string ;
    rdfs:subClassOf CHEBI:32863,
        CHEBI:35681,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35530 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35674 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38070 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:66991 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C18H31NO4"^^xsd:string ;
    chebi:inchi "InChI=1S/C18H31NO4/c1-14(2)19-11-17(20)13-23-18-7-5-16(6-8-18)12-21-9-10-22-15(3)4/h5-8,14-15,17,19-20H,9-13H2,1-4H3"^^xsd:string ;
    chebi:inchikey "VHYCDWMUTMEGQY-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "325.44308"^^xsd:string ;
    chebi:monoisotopicmass "325.22531"^^xsd:string ;
    chebi:smiles "CC(C)NCC(O)COc1ccc(COCCOC(C)C)cc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "1-{4-[(2-isopropoxyethoxy)methyl]phenoxy}-3-(isopropylamino)propan-2-ol"^^xsd:string,
        "Bisoprolol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(+-)-1-((alpha-(2-Isopropoxyethoxy)-p-tolyl)oxy)-3-(isopropylamino)-2-propanol"^^xsd:string,
        "(RS)-1-(4-(2-Isopropoxyethoxymethyl)phenoxy)-3-(isopropylamino)-2-propanol"^^xsd:string,
        "bisoprolol"^^xsd:string,
        "bisoprololum"^^xsd:string ;
    oboInOwl:id "CHEBI:3127"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:3175 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:751629"^^xsd:string,
        "CAS:59803-98-4"^^xsd:string,
        "Drug_Central:395"^^xsd:string,
        "DrugBank:DB00484"^^xsd:string,
        "KEGG:C07886"^^xsd:string,
        "KEGG:D07540"^^xsd:string,
        "LINCS:LSM-3526"^^xsd:string,
        "Patent:DE2309160"^^xsd:string,
        "Patent:US3890319"^^xsd:string,
        "Wikipedia:Brimonidine"^^xsd:string ;
    rdfs:label "brimonidine"^^xsd:string ;
    rdfs:subClassOf CHEBI:24780,
        CHEBI:32863,
        CHEBI:38771,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35569 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35674 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C11H10BrN5"^^xsd:string ;
    chebi:inchi "InChI=1S/C11H10BrN5/c12-9-7(17-11-15-5-6-16-11)1-2-8-10(9)14-4-3-13-8/h1-4H,5-6H2,(H2,15,16,17)"^^xsd:string ;
    chebi:inchikey "XYLJNLCSTIOKRM-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "292.13500"^^xsd:string ;
    chebi:monoisotopicmass "291.01196"^^xsd:string ;
    chebi:smiles "Brc1c(NC2=NCCN2)ccc2nccnc12"^^xsd:string ;
    oboInOwl:hasExactSynonym "5-bromo-N-(4,5-dihydro-1H-imidazol-2-yl)quinoxalin-6-amine"^^xsd:string,
        "Brimonidine"^^xsd:string,
        "brimonidine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "5-Bromo-6-(2-imidazolin-2-ylamino)quinoxaline"^^xsd:string,
        "brimonidina"^^xsd:string,
        "brimonidine"^^xsd:string,
        "brimonidinum"^^xsd:string,
        "Bromoxidine"^^xsd:string ;
    oboInOwl:id "CHEBI:3175"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:3176 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:9651552"^^xsd:string,
        "CAS:138890-62-7"^^xsd:string,
        "DrugBank:DB01194"^^xsd:string,
        "KEGG:C07760"^^xsd:string,
        "KEGG:D00652"^^xsd:string,
        "LINCS:LSM-3677"^^xsd:string,
        "PDBeChem:BZ1"^^xsd:string,
        "Wikipedia:Brinzolamide"^^xsd:string ;
    rdfs:label "brinzolamide"^^xsd:string ;
    rdfs:subClassOf CHEBI:35358,
        CHEBI:46977,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:23018 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:39456 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C12H21N3O5S3"^^xsd:string ;
    chebi:inchi "InChI=1S/C12H21N3O5S3/c1-3-14-10-8-15(5-4-6-20-2)23(18,19)12-9(10)7-11(21-12)22(13,16)17/h7,10,14H,3-6,8H2,1-2H3,(H2,13,16,17)/t10-/m0/s1"^^xsd:string ;
    chebi:inchikey "HCRKCZRJWPKOAR-JTQLQIEISA-N"^^xsd:string ;
    chebi:mass "383.50700"^^xsd:string ;
    chebi:monoisotopicmass "383.06433"^^xsd:string ;
    chebi:smiles "CCN[C@H]1CN(CCCOC)S(=O)(=O)c2sc(cc12)S(N)(=O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:499968"^^xsd:string ;
    oboInOwl:hasExactSynonym "(4R)-4-(ethylamino)-2-(3-methoxypropyl)-3,4-dihydro-2H-thieno[3,2-e][1,2]thiazine-6-sulfonamide 1,1-dioxide"^^xsd:string,
        "Brinzolamide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Azopt"^^xsd:string ;
    oboInOwl:id "CHEBI:3176"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:3181 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:741357"^^xsd:string,
        "CAS:25614-03-3"^^xsd:string,
        "Drug_Central:403"^^xsd:string,
        "DrugBank:DB01200"^^xsd:string,
        "KEGG:C06856"^^xsd:string,
        "KEGG:D03165"^^xsd:string,
        "LINCS:LSM-6550"^^xsd:string,
        "Patent:DE1926045"^^xsd:string,
        "Patent:US3752814"^^xsd:string,
        "Wikipedia:Bromocriptine"^^xsd:string ;
    rdfs:label "bromocriptine"^^xsd:string ;
    rdfs:subClassOf CHEBI:38958,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:36185 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48407 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:49020 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:51065 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C32H40BrN5O5"^^xsd:string ;
    chebi:inchi "InChI=1S/C32H40BrN5O5/c1-16(2)12-24-29(40)37-11-7-10-25(37)32(42)38(24)30(41)31(43-32,17(3)4)35-28(39)18-13-20-19-8-6-9-22-26(19)21(27(33)34-22)14-23(20)36(5)15-18/h6,8-9,13,16-18,23-25,34,42H,7,10-12,14-15H2,1-5H3,(H,35,39)/t18-,23-,24+,25+,31-,32+/m1/s1"^^xsd:string ;
    chebi:inchikey "OZVBMTJYIDMWIL-AYFBDAFISA-N"^^xsd:string ;
    chebi:mass "654.59470"^^xsd:string ;
    chebi:monoisotopicmass "653.22128"^^xsd:string ;
    chebi:smiles "[H][C@@]12Cc3c(Br)[nH]c4cccc(C1=C[C@H](CN2C)C(=O)N[C@@]1(O[C@]2(O)N([C@@H](CC(C)C)C(=O)N5CCC[C@@]25[H])C1=O)C(C)C)c34"^^xsd:string ;
    oboInOwl:hasExactSynonym "(5'alpha)-2-bromo-12'-hydroxy-5'-(2-methylpropyl)-2'-(propan-2-yl)-3',6',18-trioxoergotaman"^^xsd:string,
        "Bromocriptine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-bromo-alpha-ergocryptine"^^xsd:string,
        "2-bromo-alpha-ergokryptin"^^xsd:string,
        "2-bromo-alpha-ergokryptine"^^xsd:string,
        "(5'alpha)-2-bromo-12'-hydroxy-2'-(1-methylethyl)-5'-(2-methylpropyl)-3',6',18-trioxoergotaman"^^xsd:string,
        "(5'alpha)-2-bromo-12'-hydroxy-2'-(1-methylethyl)-5'-(2-methylpropyl)ergotaman-3',6',18-trione"^^xsd:string,
        "(5'alpha)-2-bromo-12'-hydroxy-5'-isobutyl-2'-isopropyl-3',6',18-trioxoergotaman"^^xsd:string,
        "bromocriptine"^^xsd:string,
        "bromocriptinum"^^xsd:string,
        "bromocryptine"^^xsd:string,
        "bromoergocriptine"^^xsd:string ;
    oboInOwl:id "CHEBI:3181"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:3205 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:349567"^^xsd:string,
        "CAS:82-95-1"^^xsd:string,
        "Drug_Central:416"^^xsd:string,
        "DrugBank:DB00354"^^xsd:string,
        "HMDB:HMDB0014498"^^xsd:string,
        "KEGG:C07777"^^xsd:string,
        "KEGG:D07547"^^xsd:string,
        "Patent:GB1311286"^^xsd:string,
        "Patent:US2709169"^^xsd:string,
        "PMID:4387177"^^xsd:string,
        "PMID:5304814"^^xsd:string,
        "PMID:13620483"^^xsd:string,
        "PMID:14428806"^^xsd:string,
        "PMID:22469258"^^xsd:string,
        "Reaxys:349567"^^xsd:string,
        "Wikipedia:Buclizine"^^xsd:string ;
    rdfs:label "buclizine"^^xsd:string ;
    definition: "An N-alkylpiperazine carrying (4-chlorophenyl)(phenyl)methyl and 4-tert-butylbenzyl groups."^^xsd:string ;
    rdfs:subClassOf CHEBI:46845,
        CHEBI:83403,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:61192 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35488 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:36333 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37956 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48873 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50919 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C28H33ClN2"^^xsd:string ;
    chebi:inchi "InChI=1S/C28H33ClN2/c1-28(2,3)25-13-9-22(10-14-25)21-30-17-19-31(20-18-30)27(23-7-5-4-6-8-23)24-11-15-26(29)16-12-24/h4-16,27H,17-21H2,1-3H3"^^xsd:string ;
    chebi:inchikey "MOYGZHXDRJNJEP-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "433.02780"^^xsd:string ;
    chebi:monoisotopicmass "432.23323"^^xsd:string ;
    chebi:smiles "CC(C)(C)c1ccc(CN2CCN(CC2)C(c2ccccc2)c2ccc(Cl)cc2)cc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "1-(4-tert-butylbenzyl)-4-[(4-chlorophenyl)(phenyl)methyl]piperazine"^^xsd:string,
        "Buclizine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-(p-tert-Butylbenzyl)-4-(4-chloro-alpha-phenylbenzyl)piperazine"^^xsd:string,
        "buclizina"^^xsd:string,
        "buclizine"^^xsd:string,
        "buclizinum"^^xsd:string ;
    oboInOwl:id "CHEBI:3205"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:3207 a owl:Class ;
    oboInOwl:hasDbXref "CAS:51333-22-3"^^xsd:string,
        "Drug_Central:419"^^xsd:string,
        "DrugBank:DB01222"^^xsd:string,
        "KEGG:D00246"^^xsd:string,
        "Patent:DE2323215"^^xsd:string,
        "Patent:US3929768"^^xsd:string,
        "PMID:21616561"^^xsd:string,
        "Wikipedia:Budesonide"^^xsd:string ;
    rdfs:label "budesonide"^^xsd:string ;
    definition: "A glucocorticoid steroid having a highly oxygenated pregna-1,4-diene structure. It is used mainly in the treatment of asthma and non-infectious rhinitis and for treatment and prevention of nasal polyposis."^^xsd:string ;
    rdfs:subClassOf CHEBI:24261,
        CHEBI:35344,
        CHEBI:35346,
        CHEBI:36885,
        CHEBI:59770,
        CHEBI:77166,
        CHEBI:139590,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:8386 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35472 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35523 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:88188 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C25H34O6"^^xsd:string ;
    chebi:inchi "InChI=1S/C25H34O6/c1-4-5-21-30-20-11-17-16-7-6-14-10-15(27)8-9-23(14,2)22(16)18(28)12-24(17,3)25(20,31-21)19(29)13-26/h8-10,16-18,20-22,26,28H,4-7,11-13H2,1-3H3/t16-,17-,18-,20+,21?,22+,23-,24-,25+/m0/s1"^^xsd:string ;
    chebi:inchikey "VOVIALXJUBGFJZ-KWVAZRHASA-N"^^xsd:string ;
    chebi:mass "430.53386"^^xsd:string ;
    chebi:monoisotopicmass "430.23554"^^xsd:string ;
    chebi:smiles "[H][C@@]12CCC3=CC(=O)C=C[C@]3(C)[C@@]1([H])[C@@H](O)C[C@@]1(C)[C@@]2([H])C[C@H]2OC(CCC)O[C@@]12C(=O)CO"^^xsd:string ;
    oboInOwl:hasExactSynonym "11beta,21-dihydroxy-16alpha,17alpha-(butane-1,1-diyldioxy)pregna-1,4-diene-3,20-dione"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(11beta,16alpha)-16,17-(Butylidenebis(oxy))-11,21-dihydroxypregna-1,4-diene-3,20-dione"^^xsd:string,
        "budesonide"^^xsd:string ;
    oboInOwl:id "CHEBI:3207"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:3215 a owl:Class ;
    oboInOwl:hasDbXref "CAS:2180-92-9"^^xsd:string,
        "CAS:38396-39-3"^^xsd:string,
        "DrugBank:DB00297"^^xsd:string,
        "HMDB:HMDB0014442"^^xsd:string,
        "KEGG:C07529"^^xsd:string,
        "KEGG:D07552"^^xsd:string,
        "Patent:US2955111"^^xsd:string,
        "PMID:8368547"^^xsd:string,
        "PMID:8489063"^^xsd:string,
        "PMID:9209608"^^xsd:string,
        "PMID:9989796"^^xsd:string,
        "PMID:10211016"^^xsd:string,
        "PMID:10499757"^^xsd:string,
        "PMID:11018648"^^xsd:string,
        "PMID:11020763"^^xsd:string,
        "PMID:11412729"^^xsd:string,
        "PMID:11529341"^^xsd:string,
        "PMID:11759364"^^xsd:string,
        "PMID:11778087"^^xsd:string,
        "PMID:11801199"^^xsd:string,
        "PMID:11812691"^^xsd:string,
        "PMID:14980918"^^xsd:string,
        "PMID:15321223"^^xsd:string,
        "PMID:16037174"^^xsd:string,
        "PMID:16418020"^^xsd:string,
        "PMID:17134470"^^xsd:string,
        "PMID:18299091"^^xsd:string,
        "PMID:18420860"^^xsd:string,
        "PMID:18451389"^^xsd:string,
        "PMID:18940244"^^xsd:string,
        "PMID:19468619"^^xsd:string,
        "PMID:19800297"^^xsd:string,
        "PMID:20164497"^^xsd:string,
        "PMID:23446090"^^xsd:string,
        "PMID:23807278"^^xsd:string,
        "PMID:23925646"^^xsd:string,
        "PMID:23978626"^^xsd:string,
        "PMID:24117122"^^xsd:string,
        "PMID:24117225"^^xsd:string,
        "PMID:24200700"^^xsd:string,
        "PMID:24317184"^^xsd:string,
        "PMID:24393760"^^xsd:string,
        "PMID:24398818"^^xsd:string,
        "PMID:24445889"^^xsd:string,
        "PMID:24450503"^^xsd:string,
        "PMID:24476569"^^xsd:string,
        "PMID:24513957"^^xsd:string,
        "PMID:24532522"^^xsd:string,
        "PMID:24535791"^^xsd:string,
        "Reaxys:280794"^^xsd:string,
        "Wikipedia:Bupivacaine"^^xsd:string ;
    rdfs:label "bupivacaine"^^xsd:string ;
    definition: "A racemate composed of equimolar amounts of dextrobupivacaine and levobupivacaine. Used (in the form of its hydrochloride hydrate) as a local anaesthetic."^^xsd:string ;
    rdfs:subClassOf CHEBI:60911,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:77455 ],
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:6149 ],
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:60790 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:36333 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37733 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37887 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:59941 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:60186 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:88188 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C18H28N2O"^^xsd:string ;
    chebi:mass "288.428"^^xsd:string ;
    chebi:monoisotopicmass "288.22016"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:250882"^^xsd:string ;
    oboInOwl:hasExactSynonym "Bupivacaine"^^xsd:string,
        "rac-1-butyl-N-(2,6-dimethylphenyl)piperidine-2-carboxamide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-Butyl-2',6'-pipecoloxylidide"^^xsd:string,
        "1-Butyl-N-(2,6-dimethylphenyl)-2-piperidinecarboxamide"^^xsd:string,
        "(+-)-Bupivacaine"^^xsd:string,
        "(+-)-bupivacaine"^^xsd:string,
        "(RS)-bupivacaine"^^xsd:string,
        "bupivacaina"^^xsd:string,
        "bupivacaine"^^xsd:string,
        "bupivacainum"^^xsd:string,
        "Carbostesin"^^xsd:string,
        "dl-1-Butyl-2',6'-pipecoloxylidide"^^xsd:string,
        "DL-Bupivacaine"^^xsd:string,
        "racemic bupivacaine"^^xsd:string ;
    oboInOwl:id "CHEBI:3215"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:3216 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:6182863"^^xsd:string,
        "CAS:52485-79-7"^^xsd:string,
        "Chemspider:559124"^^xsd:string,
        "Drug_Central:434"^^xsd:string,
        "DrugBank:DB00921"^^xsd:string,
        "HMDB:HMDB0015057"^^xsd:string,
        "KEGG:C08007"^^xsd:string,
        "KEGG:D07132"^^xsd:string,
        "MetaCyc:CPD-22086"^^xsd:string,
        "Patent:GB1136214"^^xsd:string,
        "Patent:US3433791"^^xsd:string,
        "PMCID:PMC7711199"^^xsd:string,
        "PMID:10649968"^^xsd:string,
        "PMID:11303059"^^xsd:string,
        "PMID:15181649"^^xsd:string,
        "PMID:15781180"^^xsd:string,
        "PMID:16642964"^^xsd:string,
        "PMID:16650985"^^xsd:string,
        "PMID:17887741"^^xsd:string,
        "PMID:18997874"^^xsd:string,
        "PMID:19402772"^^xsd:string,
        "PMID:32925232"^^xsd:string,
        "PMID:33378137"^^xsd:string,
        "VSDB:1789"^^xsd:string,
        "Wikipedia:Buprenorphine"^^xsd:string ;
    rdfs:label "buprenorphine"^^xsd:string ;
    definition: "A morphinane alkaloid that is 7,8-dihydromorphine 6-O-methyl ether in which positions 6 and 14 are joined by a -CH2CH2- bridge, one of the hydrogens of the N-methyl group is substituted by cyclopropyl, and a hydrogen at position 7 is substituted by a 2-hydroxy-3,3-dimethylbutan-2-yl group. It is highly effective for the treatment of opioid use disorder and is also increasingly being used in the treatment of chronic pain."^^xsd:string ;
    rdfs:subClassOf CHEBI:25418,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35482 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:55322 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:59283 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:167165 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C29H41NO4"^^xsd:string ;
    chebi:inchi "InChI=1S/C29H41NO4/c1-25(2,3)26(4,32)20-15-27-10-11-29(20,33-5)24-28(27)12-13-30(16-17-6-7-17)21(27)14-18-8-9-19(31)23(34-24)22(18)28/h8-9,17,20-21,24,31-32H,6-7,10-16H2,1-5H3/t20-,21-,24-,26+,27-,28+,29-/m1/s1"^^xsd:string ;
    chebi:inchikey "RMRJXGBAOAMLHD-IHFGGWKQSA-N"^^xsd:string ;
    chebi:mass "467.64010"^^xsd:string ;
    chebi:monoisotopicmass "467.30356"^^xsd:string ;
    chebi:smiles "[H][C@@]1(C[C@]23CC[C@]1(OC)[C@@H]1Oc4c(O)ccc5C[C@H]2N(CC[C@@]31c45)CC1CC1)[C@](C)(O)C(C)(C)C"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:143179"^^xsd:string,
        "CHEBI:166254"^^xsd:string,
        "CHEBI:453763"^^xsd:string,
        "CHEBI:489640"^^xsd:string,
        "CHEBI:656608"^^xsd:string ;
    oboInOwl:hasExactSynonym "(5alpha,6beta,14beta,18R)-17-(cyclopropylmethyl)-18-[(2S)-2-hydroxy-3,3-dimethylbutan-2-yl]-6-methoxy-18,19-dihydro-4,5-epoxy-6,14-ethenomorphinan-3-ol"^^xsd:string,
        "Buprenorphine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-(N-cyclopropylmethyl-4,5alpha-epoxy-3-hydroxy-6-methoxy-6,14-endo-ethanomorphinan-6alpha-yl)-3,3-dimethyl-2-butanol"^^xsd:string,
        "2-[3-cyclopropylmethyl-11-hydroxy-15-methoxy-(14R)-13-oxa-3-azahexacyclo[13.2.2.12,8.01,6.06,14.07,12]icosa-7,9,11-trien-16-yl]-3,3-dimethyl-2-butanol"^^xsd:string,
        "17-cyclopropylmethyl-4,5alpha-epoxy-7alpha-((S)-1-hydroxy-1,2,2-trimethylpropyl)-6-methoxy-6,14-endo-ethanomorphinan-3-ol"^^xsd:string,
        "21-cyclopropyl-7alpha-[(S)-1-hydroxy-1,2,2-trimethylpropyl]-6,14-endo-ethano-6,7,8,14-tetrahydrooripavine"^^xsd:string,
        "(-)-buprenorphine"^^xsd:string,
        "buprenorfina"^^xsd:string,
        "buprenorphine"^^xsd:string,
        "buprenorphinum"^^xsd:string ;
    oboInOwl:id "CHEBI:3216"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:3219 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:2101062"^^xsd:string,
        "CAS:34841-39-9"^^xsd:string,
        "CAS:34911-55-2"^^xsd:string,
        "Drug_Central:435"^^xsd:string,
        "DrugBank:DB01156"^^xsd:string,
        "HMDB:HMDB0001510"^^xsd:string,
        "KEGG:C06860"^^xsd:string,
        "KEGG:D07591"^^xsd:string,
        "LINCS:LSM-1267"^^xsd:string,
        "MetaCyc:CPD-3481"^^xsd:string,
        "PMID:12826985"^^xsd:string,
        "PMID:15876900"^^xsd:string,
        "Reaxys:2101062"^^xsd:string,
        "Wikipedia:Bupropion"^^xsd:string ;
    rdfs:label "bupropion"^^xsd:string ;
    definition: "An aromatic ketone that is propiophenone carrying a tert-butylamino group at position 2 and a chloro substituent at position 3 on the phenyl ring."^^xsd:string ;
    rdfs:subClassOf CHEBI:50995,
        CHEBI:76224,
        CHEBI:83403,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35469 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35703 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78298 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C13H18ClNO"^^xsd:string ;
    chebi:inchi "InChI=1S/C13H18ClNO/c1-9(15-13(2,3)4)12(16)10-6-5-7-11(14)8-10/h5-9,15H,1-4H3"^^xsd:string ;
    chebi:inchikey "SNPPWIUOZRMYNY-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "239.74086"^^xsd:string ;
    chebi:monoisotopicmass "239.10769"^^xsd:string ;
    chebi:smiles "CC(NC(C)(C)C)C(=O)c1cccc(Cl)c1"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-(tert-butylamino)-1-(3-chlorophenyl)propan-1-one"^^xsd:string,
        "Bupropion"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:3219"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:3223 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:964904"^^xsd:string,
        "CAS:36505-84-7"^^xsd:string,
        "Drug_Central:437"^^xsd:string,
        "DrugBank:DB00490"^^xsd:string,
        "HMDB:HMDB0014633"^^xsd:string,
        "KEGG:C06861"^^xsd:string,
        "KEGG:D07593"^^xsd:string,
        "LINCS:LSM-4105"^^xsd:string,
        "Patent:DE2057845"^^xsd:string,
        "Patent:US3717634"^^xsd:string,
        "PMID:8638511"^^xsd:string,
        "PMID:15876901"^^xsd:string,
        "PMID:20825390"^^xsd:string,
        "PMID:26746121"^^xsd:string,
        "Reaxys:964904"^^xsd:string,
        "Wikipedia:Buspirone"^^xsd:string ;
    rdfs:label "buspirone"^^xsd:string ;
    definition: "An azaspiro compound that is 8-azaspiro[4.5]decane-7,9-dione substituted at the nitrogen atom by a 4-(piperazin-1-yl)butyl group which in turn is substituted by a pyrimidin-2-yl group at the N(4) position."^^xsd:string ;
    rdfs:subClassOf CHEBI:35624,
        CHEBI:38166,
        CHEBI:39447,
        CHEBI:46845,
        CHEBI:46848,
        CHEBI:48589,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:132102 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35474 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35717 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35941 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76779 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C21H31N5O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C21H31N5O2/c27-18-16-21(6-1-2-7-21)17-19(28)26(18)11-4-3-10-24-12-14-25(15-13-24)20-22-8-5-9-23-20/h5,8-9H,1-4,6-7,10-17H2"^^xsd:string ;
    chebi:inchikey "QWCRAEMEVRGPNT-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "385.504"^^xsd:string ;
    chebi:monoisotopicmass "385.24778"^^xsd:string ;
    chebi:smiles "C=1N=C(N=CC1)N2CCN(CC2)CCCCN3C(CC4(CC3=O)CCCC4)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "8-[4-(4-pyrimidin-2-ylpiperazin-1-yl)butyl]-8-azaspiro[4.5]decane-7,9-dione"^^xsd:string,
        "Buspirone"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "8-(4-(4-(2-Pyrimidinyl)-1-piperizinyl)butyl)-8-azaspiro(4,5)decane-7,9-dione"^^xsd:string,
        "buspirona"^^xsd:string,
        "buspirone"^^xsd:string,
        "buspironum"^^xsd:string ;
    oboInOwl:id "CHEBI:3223"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:3228 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:199127"^^xsd:string,
        "CAS:125-40-6"^^xsd:string,
        "Drug_Central:439"^^xsd:string,
        "DrugBank:DB00237"^^xsd:string,
        "Gmelin:281370"^^xsd:string,
        "KEGG:C07827"^^xsd:string,
        "KEGG:D03180"^^xsd:string,
        "Wikipedia:Butabarbital"^^xsd:string ;
    rdfs:label "butabarbital"^^xsd:string ;
    rdfs:subClassOf CHEBI:22693 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C10H16N2O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C10H16N2O3/c1-4-6(3)10(5-2)7(13)11-9(15)12-8(10)14/h6H,4-5H2,1-3H3,(H2,11,12,13,14,15)"^^xsd:string ;
    chebi:inchikey "ZRIHAIZYIMGOAB-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "212.24572"^^xsd:string ;
    chebi:monoisotopicmass "212.11609"^^xsd:string ;
    chebi:smiles "CCC(C)C1(CC)C(=O)NC(=O)NC1=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "5-(butan-2-yl)-5-ethylpyrimidine-2,4,6(1H,3H,5H)-trione"^^xsd:string,
        "Butabarbital"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "5-ethyl-5-(1-methylpropyl)-2,4,6(1H,3H,5H)-pyrimidinetrione"^^xsd:string,
        "5-ethyl-5-(1-methylpropyl)barbituric acid"^^xsd:string,
        "5-sec-butyl-5-ethyl-2,4,6(1H,3H,5H)-pyrimidinetrione"^^xsd:string,
        "5-sec-butyl-5-ethylbarbituric acid"^^xsd:string,
        "5-sec-butyl-5-ethylpyrimidine-2,4,6(1H,3H,5H)-trione"^^xsd:string,
        "Butisol"^^xsd:string,
        "secbutabarbital"^^xsd:string ;
    oboInOwl:id "CHEBI:3228"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:3295 a owl:Class ;
    owl:deprecated true ;
    replacedBy: CHEBI:27732 ;
    obsReason: termsMerged: .

CHEBI:3311 a owl:Class ;
    oboInOwl:hasDbXref "BPDB:108"^^xsd:string,
        "CAS:471-34-1"^^xsd:string,
        "DrugBank:DB06724"^^xsd:string,
        "KEGG:C08129"^^xsd:string,
        "KEGG:D00932"^^xsd:string,
        "PPDB:108"^^xsd:string,
        "Reaxys:8008338"^^xsd:string,
        "Wikipedia:Calcium_carbonate"^^xsd:string ;
    rdfs:label "calcium carbonate"^^xsd:string ;
    definition: "A calcium salt with formula CCaO3."^^xsd:string ;
    rdfs:subClassOf CHEBI:35156,
        CHEBI:46721,
        CHEBI:64708,
        CHEBI:190295,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:33287 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:65265 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77182 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77960 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "CCaO3"^^xsd:string,
        "CO3.Ca"^^xsd:string ;
    chebi:inchi "InChI=1S/CH2O3.Ca/c2-1(3)4;/h(H2,2,3,4);/q;+2/p-2"^^xsd:string ;
    chebi:inchikey "VTYYLEPIZMXCLO-UHFFFAOYSA-L"^^xsd:string ;
    chebi:mass "100.087"^^xsd:string ;
    chebi:monoisotopicmass "99.94733"^^xsd:string ;
    chebi:smiles "[Ca+2].C(=O)([O-])[O-]"^^xsd:string ;
    oboInOwl:hasExactSynonym "Calcium carbonate"^^xsd:string,
        "calcium carbonate"^^xsd:string,
        "calcium trioxidocarbonate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "CaCO3"^^xsd:string,
        "calcium carbonate (1:1)"^^xsd:string,
        "Calciumcarbonat"^^xsd:string,
        "carbonate de calcium"^^xsd:string,
        "carbonato de calcio"^^xsd:string,
        "carbonic acid calcium salt (1:1)"^^xsd:string,
        "E 170"^^xsd:string,
        "Kalziumkarbonat"^^xsd:string,
        "kohlensaurer Kalk"^^xsd:string,
        "Precipitated calcium carbonate"^^xsd:string ;
    oboInOwl:id "CHEBI:3311"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:3312 a owl:Class ;
    oboInOwl:hasDbXref "AGR:IND607339542"^^xsd:string,
        "CAS:10043-52-4"^^xsd:string,
        "DrugBank:DB01164"^^xsd:string,
        "FooDB:FDB015404"^^xsd:string,
        "HMDB:HMDB0303526"^^xsd:string,
        "KEGG:C08130"^^xsd:string,
        "MetaCyc:CPD0-1589"^^xsd:string,
        "MolBase:1869"^^xsd:string,
        "PMID:11057678"^^xsd:string,
        "PMID:13333715"^^xsd:string,
        "PMID:32018153"^^xsd:string,
        "PMID:32441097"^^xsd:string,
        "PMID:34618995"^^xsd:string,
        "PMID:34981086"^^xsd:string,
        "PMID:35159430"^^xsd:string,
        "PMID:35159592"^^xsd:string,
        "PMID:35200459"^^xsd:string,
        "PMID:35260323"^^xsd:string,
        "PPDB:109"^^xsd:string,
        "Wikipedia:Calcium_Chloride"^^xsd:string ;
    rdfs:label "calcium dichloride"^^xsd:string ;
    rdfs:subClassOf CHEBI:35156,
        CHEBI:36093,
        CHEBI:190295,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:33287 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "CaCl2"^^xsd:string ;
    chebi:inchi "InChI=1S/Ca.2ClH/h;2*1H/q+2;;/p-2"^^xsd:string ;
    chebi:inchikey "UXVMQQNJUSDDNG-UHFFFAOYSA-L"^^xsd:string ;
    chebi:mass "110.98340"^^xsd:string ;
    chebi:monoisotopicmass "109.90030"^^xsd:string ;
    chebi:smiles "[Cl-].[Cl-].[Ca++]"^^xsd:string ;
    oboInOwl:hasExactSynonym "calcium chloride"^^xsd:string,
        "calcium dichloride"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "[CaCl2]"^^xsd:string,
        "CaCl2"^^xsd:string,
        "Calcium chloride anhydrous"^^xsd:string,
        "calcium chloride anhydrous"^^xsd:string ;
    oboInOwl:id "CHEBI:3312"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:3347 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:6377719"^^xsd:string,
        "CAS:139481-59-7"^^xsd:string,
        "DrugBank:DB00796"^^xsd:string,
        "HMDB:HMDB0014934"^^xsd:string,
        "KEGG:C07468"^^xsd:string,
        "KEGG:D00522"^^xsd:string,
        "LINCS:LSM-5903"^^xsd:string,
        "Patent:EP459136"^^xsd:string,
        "Patent:US5196444"^^xsd:string,
        "PMID:23713902"^^xsd:string,
        "PMID:24464858"^^xsd:string,
        "Reaxys:6377719"^^xsd:string,
        "Wikipedia:Candesartan"^^xsd:string ;
    rdfs:label "candesartan"^^xsd:string ;
    definition: "A benzimidazolecarboxylic acid that is 1H-benzimidazole-7-carboxylic acid substituted by an ethoxy group at position 2 and a ({2'-(1H-tetrazol-5-yl)[1,1'-biphenyl]-4-yl}methyl) group at position 1. It is a angiotensin receptor antagonist used for the treatment of hypertension."^^xsd:string ;
    rdfs:subClassOf CHEBI:35688,
        CHEBI:48420,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:149509 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35674 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35703 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:61016 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78298 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C24H20N6O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C24H20N6O3/c1-2-33-24-25-20-9-5-8-19(23(31)32)21(20)30(24)14-15-10-12-16(13-11-15)17-6-3-4-7-18(17)22-26-28-29-27-22/h3-13H,2,14H2,1H3,(H,31,32)(H,26,27,28,29)"^^xsd:string ;
    chebi:inchikey "HTQMVQVXFRQIKW-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "440.45424"^^xsd:string ;
    chebi:monoisotopicmass "440.15969"^^xsd:string ;
    chebi:smiles "CCOc1nc2cccc(C(O)=O)c2n1Cc1ccc(cc1)-c1ccccc1-c1nnn[nH]1"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-ethoxy-1-({2'-(1H-tetrazol-5-yl)[1,1'-biphenyl]-4-yl}methyl)-1H-benzimidazole-7-carboxylic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-ethoxy-1-(p-(o-1H-tetrazol-5-ylphenyl)benzyl)-7-benzimidazolecarboxylic acid"^^xsd:string,
        "2-ethoxy-1-{[2'-(1H-tetrazol-5-yl)biphenyl-4-yl]methyl}-1H-benzimidazole-7-carboxylic acid"^^xsd:string,
        "2-ethoxy-1-{[2'-(1H-tetrazol-5-yl)biphenyl-4ethyl]}-1H-benzimidazole-7-carboxylic acid"^^xsd:string,
        "Blopress"^^xsd:string,
        "CV-11974"^^xsd:string ;
    oboInOwl:id "CHEBI:3347"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:3380 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:477887"^^xsd:string,
        "CAS:62571-86-2"^^xsd:string,
        "Drug_Central:484"^^xsd:string,
        "DrugBank:DB01197"^^xsd:string,
        "KEGG:D00251"^^xsd:string,
        "LINCS:LSM-5648"^^xsd:string,
        "Patent:US4046889"^^xsd:string,
        "Patent:US4105776"^^xsd:string,
        "PMID:2420897"^^xsd:string,
        "PMID:23137627"^^xsd:string,
        "PMID:23161035"^^xsd:string,
        "PMID:23278692"^^xsd:string,
        "PMID:23299024"^^xsd:string,
        "PMID:23328620"^^xsd:string,
        "PMID:23397376"^^xsd:string,
        "PMID:23410042"^^xsd:string,
        "PMID:23422724"^^xsd:string,
        "PMID:23429803"^^xsd:string,
        "PMID:23435971"^^xsd:string,
        "Wikipedia:Captopril"^^xsd:string ;
    rdfs:label "captopril"^^xsd:string ;
    definition: "A L-proline derivative in which L-proline is substituted on nitrogen with a (2S)-2-methyl-3-sulfanylpropanoyl group. It is used as an anti-hypertensive ACE inhibitor drug."^^xsd:string ;
    rdfs:subClassOf CHEBI:46701,
        CHEBI:46766,
        CHEBI:47908,
        CHEBI:84186,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35457 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C9H15NO3S"^^xsd:string ;
    chebi:inchi "InChI=1S/C9H15NO3S/c1-6(5-14)8(11)10-4-2-3-7(10)9(12)13/h6-7,14H,2-5H2,1H3,(H,12,13)/t6-,7+/m1/s1"^^xsd:string ;
    chebi:inchikey "FAKRSMQSSFJEIM-RQJHMYQMSA-N"^^xsd:string ;
    chebi:mass "217.28500"^^xsd:string ;
    chebi:monoisotopicmass "217.07726"^^xsd:string ;
    chebi:smiles "C[C@H](CS)C(=O)N1CCC[C@H]1C(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "1-[(2S)-2-methyl-3-sulfanylpropanoyl]-L-proline"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2S)-1-[(2S)-2-methyl-3-sulfanylpropanoyl]pyrrolidine-2-carboxylic acid"^^xsd:string,
        "Acepress"^^xsd:string,
        "Apopril"^^xsd:string,
        "Capoten"^^xsd:string,
        "Captolane"^^xsd:string,
        "captopril"^^xsd:string,
        "captoprilum"^^xsd:string,
        "Captopryl"^^xsd:string,
        "Captoril"^^xsd:string,
        "Cesplon"^^xsd:string,
        "CP"^^xsd:string,
        "D-2-methyl-3-mercaptopropanoyl-L-proline"^^xsd:string,
        "D-3-mercapto-2-methylpropanoyl-L-proline"^^xsd:string,
        "Dilabar"^^xsd:string,
        "Garranil"^^xsd:string,
        "Hypertil"^^xsd:string,
        "L-Captopril"^^xsd:string,
        "Lopirin"^^xsd:string,
        "Tenosbon"^^xsd:string,
        "Tensobon"^^xsd:string,
        "Tensoprel"^^xsd:string ;
    oboInOwl:id "CHEBI:3380"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:3385 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:3917459"^^xsd:string,
        "CAS:51-83-2"^^xsd:string,
        "DrugBank:DB00411"^^xsd:string,
        "KEGG:D00524"^^xsd:string,
        "Patent:DE539329"^^xsd:string,
        "Patent:US1894162"^^xsd:string,
        "Wikipedia:Carbachol"^^xsd:string ;
    rdfs:label "carbachol"^^xsd:string ;
    rdfs:subClassOf CHEBI:23003,
        CHEBI:47704,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35481 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38147 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38325 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:47958 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:51068 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H15ClN2O2"^^xsd:string,
        "C6H15N2O2.Cl"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H14N2O2.ClH/c1-8(2,3)4-5-10-6(7)9;/h4-5H2,1-3H3,(H-,7,9);1H"^^xsd:string ;
    chebi:inchikey "AIXAANGOTKPUOY-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "182.64900"^^xsd:string ;
    chebi:monoisotopicmass "182.08221"^^xsd:string ;
    chebi:smiles "[Cl-].C[N+](C)(C)CCOC(N)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:41364"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-(carbamoyloxy)-N,N,N-trimethylethanaminium chloride"^^xsd:string,
        "carbachol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-((Aminocarbonyl)oxy)-N,N,N-trimethylethanaminium chloride"^^xsd:string,
        "2-((Aminocarbonyl)oxy)-N,N,N-trimethylethanaminum chloride"^^xsd:string,
        "(2-Carbamoyloxyethyl)trimethylammonium chloride"^^xsd:string,
        "(2-Hydroxyethyl)trimethyl ammonium chloride carbamate"^^xsd:string,
        "(2-Hydroxyethyl)trimethylammonium chloride carbamate"^^xsd:string,
        "carbachol"^^xsd:string,
        "Carbachol chloride"^^xsd:string,
        "carbacholum"^^xsd:string,
        "carbacol"^^xsd:string,
        "Choline carbamate chloride"^^xsd:string,
        "Choline chloride, carbamate"^^xsd:string,
        "Choline chlorine carbamate"^^xsd:string,
        "Karbachol"^^xsd:string,
        "Karbamoylcholin chlorid"^^xsd:string ;
    oboInOwl:id "CHEBI:3385"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:3393 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1230663"^^xsd:string,
        "CAS:4697-36-3"^^xsd:string,
        "Drug_Central:492"^^xsd:string,
        "DrugBank:DB00578"^^xsd:string,
        "HMDB:HMDB0014717"^^xsd:string,
        "KEGG:C06869"^^xsd:string,
        "KEGG:D07614"^^xsd:string,
        "Patent:US3142673"^^xsd:string,
        "PMID:6176550"^^xsd:string,
        "PMID:12569987"^^xsd:string,
        "PMID:22648337"^^xsd:string,
        "Reaxys:1230663"^^xsd:string,
        "Wikipedia:Carbenicillin"^^xsd:string ;
    rdfs:label "carbenicillin"^^xsd:string ;
    definition: "A penicillin antibiotic having a 6beta-2-carboxy-2-phenylacetamido side-chain."^^xsd:string ;
    rdfs:subClassOf CHEBI:88187,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:51897 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:36047 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C17H18N2O6S"^^xsd:string ;
    chebi:inchi "InChI=1S/C17H18N2O6S/c1-17(2)11(16(24)25)19-13(21)10(14(19)26-17)18-12(20)9(15(22)23)8-6-4-3-5-7-8/h3-7,9-11,14H,1-2H3,(H,18,20)(H,22,23)(H,24,25)/t9?,10-,11+,14-/m1/s1"^^xsd:string ;
    chebi:inchikey "FPPNZSSZRUTDAP-UWFZAAFLSA-N"^^xsd:string ;
    chebi:mass "378.40070"^^xsd:string ;
    chebi:monoisotopicmass "378.08856"^^xsd:string ;
    chebi:smiles "[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)C(C(O)=O)c1ccccc1)C(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "6beta-(2-carboxy-2-phenylacetamido)-2,2-dimethylpenam-3alpha-carboxylic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2S,5R,6R)-6-{[carboxy(phenyl)acetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid"^^xsd:string,
        "alpha-carboxybenzylpencillin"^^xsd:string,
        "alpha-phenyl(carboxymethylpenicillin)"^^xsd:string,
        "carbenicilina"^^xsd:string,
        "carbenicillin"^^xsd:string,
        "carbenicilline"^^xsd:string,
        "carbenicillinum"^^xsd:string,
        "carboxybenzylpenicillin"^^xsd:string,
        "CBPC"^^xsd:string,
        "N-(2-carboxy-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)hept-6-yl)-2-phenylmalonamic acid"^^xsd:string ;
    oboInOwl:id "CHEBI:3393"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:3423 a owl:Class ;
    oboInOwl:hasDbXref "CAS:154-93-8"^^xsd:string,
        "Drug_Central:512"^^xsd:string,
        "DrugBank:DB00262"^^xsd:string,
        "KEGG:D00254"^^xsd:string,
        "Wikipedia:Carmustine"^^xsd:string ;
    rdfs:label "carmustine"^^xsd:string ;
    definition: "A member of the class of N-nitrosoureas that is 1,3-bis(2-chloroethyl)urea in which one of the nitrogens is substituted by a nitroso group."^^xsd:string ;
    rdfs:subClassOf CHEBI:36683,
        CHEBI:76551,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:22333 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35610 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5H9Cl2N3O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H9Cl2N3O2/c6-1-3-8-5(11)10(9-12)4-2-7/h1-4H2,(H,8,11)"^^xsd:string ;
    chebi:inchikey "DLGOEMSEDOSKAD-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "214.05000"^^xsd:string ;
    chebi:monoisotopicmass "213.00718"^^xsd:string ;
    chebi:smiles "ClCCNC(=O)N(CCCl)N=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "1,3-bis(2-chloroethyl)-1-nitrosourea"^^xsd:string,
        "Carmustine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "BCNU"^^xsd:string,
        "Bicnu (TN)"^^xsd:string,
        "Bischloroethyl nitrosourea"^^xsd:string,
        "carmustina"^^xsd:string,
        "carmustine"^^xsd:string,
        "carmustinum"^^xsd:string,
        "Gliadel"^^xsd:string,
        "N,N'-Bis(2-chloroethyl)-N-nitrosourea"^^xsd:string ;
    oboInOwl:id "CHEBI:3423"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:3437 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1221735"^^xsd:string,
        "CAS:51781-06-7"^^xsd:string,
        "Drug_Central:520"^^xsd:string,
        "DrugBank:DB00521"^^xsd:string,
        "KEGG:C06874"^^xsd:string,
        "KEGG:D07624"^^xsd:string,
        "LINCS:LSM-1541"^^xsd:string,
        "Patent:DE2302027"^^xsd:string,
        "Patent:US3910924"^^xsd:string,
        "Wikipedia:Carteolol"^^xsd:string ;
    rdfs:label "carteolol"^^xsd:string ;
    rdfs:subClassOf CHEBI:23765,
        CHEBI:35681,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:61202 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35530 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35674 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38070 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:39456 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:66991 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C16H24N2O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C16H24N2O3/c1-16(2,3)17-9-11(19)10-21-14-6-4-5-13-12(14)7-8-15(20)18-13/h4-6,11,17,19H,7-10H2,1-3H3,(H,18,20)"^^xsd:string ;
    chebi:inchikey "LWAFSWPYPHEXKX-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "292.37340"^^xsd:string ;
    chebi:monoisotopicmass "292.17869"^^xsd:string ;
    chebi:smiles "CC(C)(C)NCC(O)COc1cccc2NC(=O)CCc12"^^xsd:string ;
    oboInOwl:hasExactSynonym "5-[3-(tert-butylamino)-2-hydroxypropoxy]-3,4-dihydroquinolin-2(1H)-one"^^xsd:string,
        "Carteolol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "carteolol"^^xsd:string,
        "carteololum"^^xsd:string ;
    oboInOwl:id "CHEBI:3437"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:3441 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1514452"^^xsd:string,
        "CAS:72956-09-3"^^xsd:string,
        "Drug_Central:522"^^xsd:string,
        "DrugBank:DB01136"^^xsd:string,
        "HMDB:HMDB0015267"^^xsd:string,
        "KEGG:C06875"^^xsd:string,
        "KEGG:D00255"^^xsd:string,
        "LINCS:LSM-1310"^^xsd:string,
        "Patent:DE2815926"^^xsd:string,
        "Patent:US4503067"^^xsd:string,
        "PMID:11389884"^^xsd:string,
        "PMID:15184840"^^xsd:string,
        "PMID:17383596"^^xsd:string,
        "PMID:18992766"^^xsd:string,
        "Reaxys:1514452"^^xsd:string,
        "Wikipedia:Carvedilol"^^xsd:string ;
    rdfs:label "carvedilol"^^xsd:string ;
    definition: "A member of the class of carbazoles that is an adrenergic antagonist with non-selective beta- and alpha-1 receptor blocking properties which helps in the management of congestive heart failure."^^xsd:string ;
    rdfs:subClassOf CHEBI:35681,
        CHEBI:48513,
        CHEBI:50995,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35530 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35620 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35674 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37890 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C24H26N2O4"^^xsd:string ;
    chebi:inchi "InChI=1S/C24H26N2O4/c1-28-21-10-4-5-11-22(21)29-14-13-25-15-17(27)16-30-23-12-6-9-20-24(23)18-7-2-3-8-19(18)26-20/h2-12,17,25-27H,13-16H2,1H3"^^xsd:string ;
    chebi:inchikey "OGHNVEJMJSYVRP-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "406.47432"^^xsd:string ;
    chebi:monoisotopicmass "406.18926"^^xsd:string ;
    chebi:smiles "COc1ccccc1OCCNCC(O)COc1cccc2[nH]c3ccccc3c12"^^xsd:string ;
    oboInOwl:hasExactSynonym "1-(9H-carbazol-4-yloxy)-3-{[2-(2-methoxyphenoxy)ethyl]amino}propan-2-ol"^^xsd:string,
        "Carvedilol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(+-)-1-(Carbazol-4-yloxy)-3-((2-(o-methoxyphenoxy)ethyl)amino)-2-propanol"^^xsd:string,
        "carvedilol"^^xsd:string,
        "carvedilolum"^^xsd:string,
        "SKF 105517"^^xsd:string ;
    oboInOwl:id "CHEBI:3441"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:3473 a owl:Class ;
    owl:deprecated true ;
    replacedBy: CHEBI:36916 ;
    obsReason: termsMerged: .

CHEBI:3489 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:5406306"^^xsd:string,
        "CAS:56796-20-4"^^xsd:string,
        "Drug_Central:539"^^xsd:string,
        "DrugBank:DB00274"^^xsd:string,
        "KEGG:C08103"^^xsd:string,
        "KEGG:D00910"^^xsd:string,
        "LINCS:LSM-5594"^^xsd:string,
        "PMID:2416589"^^xsd:string,
        "PMID:8452349"^^xsd:string,
        "PMID:10109799"^^xsd:string,
        "PMID:23140947"^^xsd:string,
        "PMID:23705013"^^xsd:string,
        "PMID:29017833"^^xsd:string,
        "Wikipedia:Cefmetazole"^^xsd:string ;
    rdfs:label "cefmetazole"^^xsd:string ;
    definition: "A second-generation cephalosporin antibiotic having N(1)-methyltetrazol-5-ylthiomethyl, {[(cyanomethyl)sulfanyl]acetyl}amino and methoxy side-groups at positions 3, 7beta and 7alpha respectively of the parent cephem bicyclic structure."^^xsd:string ;
    rdfs:subClassOf CHEBI:23066,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:52439 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:36047 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C15H17N7O5S3"^^xsd:string ;
    chebi:inchi "InChI=1S/C15H17N7O5S3/c1-21-14(18-19-20-21)30-6-8-5-29-13-15(27-2,17-9(23)7-28-4-3-16)12(26)22(13)10(8)11(24)25/h13H,4-7H2,1-2H3,(H,17,23)(H,24,25)/t13-,15+/m1/s1"^^xsd:string ;
    chebi:inchikey "SNBUBQHDYVFSQF-HIFRSBDPSA-N"^^xsd:string ;
    chebi:mass "471.53400"^^xsd:string ;
    chebi:monoisotopicmass "471.04533"^^xsd:string ;
    chebi:smiles "[H][C@]12SCC(CSc3nnnn3C)=C(N1C(=O)[C@]2(NC(=O)CSCC#N)OC)C(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "7beta-{[(cyanomethyl)sulfanyl]acetamido}-7alpha-methoxy-3-{[(1-methyl-1H-tetrazol-5-yl)sulfanyl]methyl}ceph-3-em-4-carboxylic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(6R,7S)-7-({[(cyanomethyl)sulfanyl]acetyl}amino)-7-methoxy-3-{[(1-methyl-1H-tetrazol-5-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid"^^xsd:string,
        "cefmetazole"^^xsd:string,
        "cefmetazolo"^^xsd:string,
        "cefmetazolum"^^xsd:string ;
    oboInOwl:id "CHEBI:3489"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:3515 a owl:Class ;
    oboInOwl:hasDbXref "CAS:55268-75-2"^^xsd:string,
        "Drug_Central:565"^^xsd:string,
        "DrugBank:DB01112"^^xsd:string,
        "KEGG:C06894"^^xsd:string,
        "KEGG:D00262"^^xsd:string,
        "MetaCyc:CPD0-2069"^^xsd:string,
        "Patent:DE2439880"^^xsd:string,
        "Patent:DE2706413"^^xsd:string,
        "Patent:US3974153"^^xsd:string,
        "Patent:US4267320"^^xsd:string,
        "PMID:11168076"^^xsd:string,
        "PMID:11322179"^^xsd:string,
        "PMID:11581233"^^xsd:string,
        "PMID:12141712"^^xsd:string,
        "PMID:12235459"^^xsd:string,
        "PMID:12833570"^^xsd:string,
        "PMID:12898829"^^xsd:string,
        "PMID:14658923"^^xsd:string,
        "PMID:15052582"^^xsd:string,
        "PMID:15828440"^^xsd:string,
        "PMID:16341950"^^xsd:string,
        "PMID:17111749"^^xsd:string,
        "PMID:17113884"^^xsd:string,
        "PMID:17261579"^^xsd:string,
        "PMID:17366015"^^xsd:string,
        "PMID:17676080"^^xsd:string,
        "PMID:18208759"^^xsd:string,
        "PMID:18611587"^^xsd:string,
        "PMID:18795089"^^xsd:string,
        "PMID:18931469"^^xsd:string,
        "PMID:19069618"^^xsd:string,
        "PMID:19142482"^^xsd:string,
        "PMID:19411164"^^xsd:string,
        "PMID:21425867"^^xsd:string,
        "PMID:29017833"^^xsd:string,
        "Reaxys:5783190"^^xsd:string,
        "Wikipedia:Cefuroxime"^^xsd:string ;
    rdfs:label "cefuroxime"^^xsd:string ;
    definition: "A 3-(carbamoyloxymethyl)cephalosporin compound having a 7-(2Z)-2-(furan-2-yl)-2-(methoxyimino)acetamido side chain."^^xsd:string ;
    rdfs:subClassOf CHEBI:24129,
        CHEBI:28084,
        CHEBI:36816 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C16H16N4O8S"^^xsd:string ;
    chebi:inchi "InChI=1S/C16H16N4O8S/c1-26-19-9(8-3-2-4-27-8)12(21)18-10-13(22)20-11(15(23)24)7(5-28-16(17)25)6-29-14(10)20/h2-4,10,14H,5-6H2,1H3,(H2,17,25)(H,18,21)(H,23,24)/b19-9-/t10-,14-/m1/s1"^^xsd:string ;
    chebi:inchikey "JFPVXVDWJQMJEE-IZRZKJBUSA-N"^^xsd:string ;
    chebi:mass "424.38640"^^xsd:string ;
    chebi:monoisotopicmass "424.06888"^^xsd:string ;
    chebi:smiles "[H][C@]12SCC(COC(N)=O)=C(N1C(=O)[C@H]2NC(=O)C(=N/OC)\\c1ccco1)C(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "3-[(carbamoyloxy)methyl]-7beta-[(2Z)-2-(furan-2-yl)-2-(methoxyimino)acetamido]-3,4-didehydrocepham-4-carboxylic acid"^^xsd:string,
        "Cefuroxime"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(6R,7R)-3-[(carbamoyloxy)methyl]-7-{[(2Z)-2-furan-2-yl-2-(methoxyimino)acetyl]amino}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid"^^xsd:string,
        "Cefuroxim"^^xsd:string,
        "cefuroxime"^^xsd:string,
        "cefuroximo"^^xsd:string,
        "cefuroximum"^^xsd:string,
        "Cephuroxime"^^xsd:string,
        "Sharox"^^xsd:string,
        "Zinacef Danmark"^^xsd:string ;
    oboInOwl:id "CHEBI:3515"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:3561 a owl:Class ;
    oboInOwl:hasDbXref "CAS:83881-51-0"^^xsd:string,
        "Drug_Central:581"^^xsd:string,
        "DrugBank:DB00341"^^xsd:string,
        "HMDB:HMDB0005032"^^xsd:string,
        "KEGG:C07778"^^xsd:string,
        "KEGG:D07662"^^xsd:string,
        "LINCS:LSM-1544"^^xsd:string,
        "PMID:8103703"^^xsd:string,
        "PMID:15850951"^^xsd:string,
        "PMID:20455340"^^xsd:string,
        "Reaxys:7227333"^^xsd:string,
        "Wikipedia:Cetirizine"^^xsd:string ;
    rdfs:label "cetirizine"^^xsd:string ;
    definition: "A member of the class of piperazines that is piperazine in which the hydrogens attached to nitrogen are replaced by a (4-chlorophenyl)(phenyl)methyl and a 2-(carboxymethoxy)ethyl group respectively."^^xsd:string ;
    rdfs:subClassOf CHEBI:25384,
        CHEBI:25698,
        CHEBI:26144,
        CHEBI:83403,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35703 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37955 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50857 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78298 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C21H25ClN2O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C21H25ClN2O3/c22-19-8-6-18(7-9-19)21(17-4-2-1-3-5-17)24-12-10-23(11-13-24)14-15-27-16-20(25)26/h1-9,21H,10-16H2,(H,25,26)"^^xsd:string ;
    chebi:inchikey "ZKLPARSLTMPFCP-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "388.88800"^^xsd:string ;
    chebi:monoisotopicmass "388.15537"^^xsd:string ;
    chebi:smiles "OC(=O)COCCN1CCN(CC1)C(c1ccccc1)c1ccc(Cl)cc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2-{4-[(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethoxy)acetic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Cetirizin"^^xsd:string,
        "cetirizina"^^xsd:string,
        "cetirizine"^^xsd:string,
        "cetirizinum"^^xsd:string ;
    oboInOwl:id "CHEBI:3561"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:3568 a owl:Class ;
    oboInOwl:hasDbXref "CAS:107233-08-9"^^xsd:string,
        "DrugBank:DB00185"^^xsd:string,
        "KEGG:D00661"^^xsd:string,
        "KEGG:D07667"^^xsd:string,
        "Wikipedia:Cevimeline"^^xsd:string ;
    rdfs:label "cevimeline"^^xsd:string ;
    rdfs:subClassOf CHEBI:26518,
        CHEBI:78801,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38325 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C10H17NOS"^^xsd:string ;
    chebi:inchi "InChI=1S/C10H17NOS/c1-8-12-10(7-13-8)6-11-4-2-9(10)3-5-11/h8-9H,2-7H2,1H3/t8?,10-/m1/s1"^^xsd:string ;
    chebi:inchikey "WUTYZMFRCNBCHQ-LHIURRSHSA-N"^^xsd:string ;
    chebi:mass "199.31412"^^xsd:string ;
    chebi:monoisotopicmass "199.10309"^^xsd:string ;
    chebi:smiles "CC1O[C@@]2(CS1)CN1CCC2CC1"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2R)-2'-methylspiro[4-azabicyclo[2.2.2]octane-2,5'-[1,3]oxathiolane]"^^xsd:string,
        "(2R)-2'-methylspiro[4-quinuclidine -2,5'-[1,3]oxathiolane]"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-Methyspiro(1,3-oxathiolane-5,3)quinuclidine"^^xsd:string,
        "cevimelina"^^xsd:string,
        "cevimeline"^^xsd:string,
        "cevimelinum"^^xsd:string,
        "Sni 2011"^^xsd:string ;
    oboInOwl:id "CHEBI:3568"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:3611 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:550356"^^xsd:string,
        "CAS:58-25-3"^^xsd:string,
        "Drug_Central:594"^^xsd:string,
        "DrugBank:DB00475"^^xsd:string,
        "HMDB:HMDB0014618"^^xsd:string,
        "KEGG:D00267"^^xsd:string,
        "Patent:MY6500040"^^xsd:string,
        "Patent:US2893992"^^xsd:string,
        "Patent:US3122474"^^xsd:string,
        "PMID:9632243"^^xsd:string,
        "PMID:17049372"^^xsd:string,
        "PMID:19643124"^^xsd:string,
        "Reaxys:550356"^^xsd:string,
        "Wikipedia:Chlordiazepoxide"^^xsd:string ;
    rdfs:label "chlordiazepoxide"^^xsd:string ;
    definition: "A benzodiazepine that is 3H-1,4-benzodiazepine 4-oxide substituted by a chloro group at position 7, a phenyl group at position 5 and a methylamino group at position 2."^^xsd:string ;
    rdfs:subClassOf CHEBI:22720,
        CHEBI:35580,
        CHEBI:36683,
        CHEBI:50995,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35474 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35717 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:60807 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C16H14ClN3O"^^xsd:string ;
    chebi:inchi "InChI=1S/C16H14ClN3O/c1-18-15-10-20(21)16(11-5-3-2-4-6-11)13-9-12(17)7-8-14(13)19-15/h2-9H,10H2,1H3,(H,18,19)"^^xsd:string ;
    chebi:inchikey "ANTSCNMPPGJYLG-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "299.75500"^^xsd:string ;
    chebi:monoisotopicmass "299.08254"^^xsd:string ;
    chebi:smiles "CNC1=Nc2ccc(Cl)cc2C(c2ccccc2)=N(=O)C1"^^xsd:string ;
    oboInOwl:hasExactSynonym "7-chloro-N-methyl-5-phenyl-3H-1,4-benzodiazepin-2-amine 4-oxide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "7-chloro-2-methylamino-5-phenyl-3H-1,4-benzodiazepin-4-oxide"^^xsd:string,
        "CDP"^^xsd:string,
        "chlordiazepoxide"^^xsd:string,
        "chlordiazepoxide base"^^xsd:string,
        "chlordiazepoxidum"^^xsd:string,
        "clopoxide"^^xsd:string,
        "Helogaphen"^^xsd:string,
        "Libritabs"^^xsd:string,
        "methaminodiazepoxide"^^xsd:string,
        "Multum"^^xsd:string,
        "Risolid"^^xsd:string,
        "Silibrin"^^xsd:string,
        "Tropium"^^xsd:string ;
    oboInOwl:id "CHEBI:3611"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:3614 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:2826432"^^xsd:string,
        "CAS:55-56-1"^^xsd:string,
        "Drug_Central:597"^^xsd:string,
        "DrugBank:DB00878"^^xsd:string,
        "KEGG:C06902"^^xsd:string,
        "KEGG:D07668"^^xsd:string,
        "LINCS:LSM-5633"^^xsd:string,
        "PMID:10848923"^^xsd:string,
        "PMID:11564456"^^xsd:string,
        "PMID:16238008"^^xsd:string,
        "PMID:17602516"^^xsd:string,
        "PMID:24384684"^^xsd:string,
        "PMID:33786648"^^xsd:string,
        "PMID:33805369"^^xsd:string,
        "PMID:33850179"^^xsd:string,
        "PMID:33863402"^^xsd:string,
        "Reaxys:2826432"^^xsd:string,
        "VSDB:1779"^^xsd:string,
        "Wikipedia:Chlorhexidine"^^xsd:string ;
    rdfs:label "chlorhexidine"^^xsd:string ;
    definition: "A bisbiguanide compound with a structure consisting of two (p-chlorophenyl)guanide units linked by a hexamethylene bridge."^^xsd:string ;
    rdfs:subClassOf CHEBI:53662,
        CHEBI:83403,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:3095 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:33282 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35441 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C22H30Cl2N10"^^xsd:string ;
    chebi:inchi "InChI=1S/C22H30Cl2N10/c23-15-5-9-17(10-6-15)31-21(27)33-19(25)29-13-3-1-2-4-14-30-20(26)34-22(28)32-18-11-7-16(24)8-12-18/h5-12H,1-4,13-14H2,(H5,25,27,29,31,33)(H5,26,28,30,32,34)"^^xsd:string ;
    chebi:inchikey "GHXZTYHSJHQHIJ-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "505.44700"^^xsd:string ;
    chebi:monoisotopicmass "504.20320"^^xsd:string ;
    chebi:smiles "Clc1ccc(NC(=N)NC(=N)NCCCCCCNC(=N)NC(=N)Nc2ccc(Cl)cc2)cc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "Chlorhexidine"^^xsd:string,
        "N',N'''''-hexane-1,6-diylbis[N-(4-chlorophenyl)(imidodicarbonimidic diamide)]"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1,1'-Hexamethylene bis(5-(p-chlorophenyl)biguanide)"^^xsd:string,
        "N,N'-Bis(4-chlorophenyl)-3,12-diimino-2,4,11,13-tetraazatetradecanediimidamide"^^xsd:string ;
    oboInOwl:id "CHEBI:3614"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:3638 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:482809"^^xsd:string,
        "CAS:54-05-7"^^xsd:string,
        "Drug_Central:607"^^xsd:string,
        "DrugBank:DB00608"^^xsd:string,
        "Gmelin:781126"^^xsd:string,
        "HMDB:HMDB0014746"^^xsd:string,
        "KEGG:C07625"^^xsd:string,
        "KEGG:D02366"^^xsd:string,
        "LINCS:LSM-1901"^^xsd:string,
        "Patent:DE683692"^^xsd:string,
        "Patent:US2233970"^^xsd:string,
        "PDBeChem:CLQ"^^xsd:string,
        "PMID:11198399"^^xsd:string,
        "PMID:17594118"^^xsd:string,
        "PMID:18052874"^^xsd:string,
        "PMID:19426658"^^xsd:string,
        "PMID:23288916"^^xsd:string,
        "PMID:23580861"^^xsd:string,
        "PMID:23635029"^^xsd:string,
        "PMID:23644906"^^xsd:string,
        "PMID:23706562"^^xsd:string,
        "PMID:23852712"^^xsd:string,
        "PMID:23891850"^^xsd:string,
        "PMID:25285162"^^xsd:string,
        "Reaxys:482809"^^xsd:string,
        "Wikipedia:Chloroquine"^^xsd:string ;
    rdfs:label "chloroquine"^^xsd:string ;
    definition: "An aminoquinoline that is quinoline which is substituted at position 4 by a [5-(diethylamino)pentan-2-yl]amino group at at position 7 by chlorine. It is used for the treatment of malaria, hepatic amoebiasis, lupus erythematosus, light-sensitive skin eruptions, and rheumatoid arthritis."^^xsd:string ;
    rdfs:subClassOf CHEBI:36683,
        CHEBI:36709,
        CHEBI:50995,
        CHEBI:50996,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:149484 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35842 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38068 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50177 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:88230 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:149553 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C18H26ClN3"^^xsd:string ;
    chebi:inchi "InChI=1S/C18H26ClN3/c1-4-22(5-2)12-6-7-14(3)21-17-10-11-20-18-13-15(19)8-9-16(17)18/h8-11,13-14H,4-7,12H2,1-3H3,(H,20,21)"^^xsd:string ;
    chebi:inchikey "WHTVZRBIWZFKQO-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "319.87200"^^xsd:string ;
    chebi:monoisotopicmass "319.18153"^^xsd:string ;
    chebi:smiles "CCN(CC)CCCC(C)Nc1ccnc2cc(Cl)ccc12"^^xsd:string ;
    oboInOwl:hasExactSynonym "Chloroquine"^^xsd:string,
        "N(4)-(7-chloroquinolin-4-yl)-N(1),N(1)-diethylpentane-1,4-diamine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Aralen"^^xsd:string,
        "Artrichin"^^xsd:string,
        "Bemaphate"^^xsd:string,
        "Capquin"^^xsd:string,
        "Chlorochin"^^xsd:string,
        "chloroquine"^^xsd:string,
        "chloroquinum"^^xsd:string,
        "cloroquina"^^xsd:string,
        "N(4)-(7-chloro-4-quinolinyl)-N(1),N(1)-diethyl-1,4-pentanediamine"^^xsd:string,
        "Nivaquine B"^^xsd:string,
        "Resoquine"^^xsd:string,
        "Reumachlor"^^xsd:string,
        "Sanoquin"^^xsd:string ;
    oboInOwl:id "CHEBI:3638"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:3641 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1891845"^^xsd:string,
        "CAS:569-57-3"^^xsd:string,
        "Drug_Central:610"^^xsd:string,
        "DrugBank:DB00269"^^xsd:string,
        "KEGG:D00269"^^xsd:string,
        "LINCS:LSM-5411"^^xsd:string,
        "Patent:GB561508"^^xsd:string,
        "Patent:US2430891"^^xsd:string,
        "Wikipedia:Chlorotrianisene"^^xsd:string ;
    rdfs:label "chlorotrianisene"^^xsd:string ;
    rdfs:subClassOf CHEBI:36387,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:26775 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35610 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50739 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76988 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C23H21ClO3"^^xsd:string ;
    chebi:inchi "InChI=1S/C23H21ClO3/c1-25-19-10-4-16(5-11-19)22(17-6-12-20(26-2)13-7-17)23(24)18-8-14-21(27-3)15-9-18/h4-15H,1-3H3"^^xsd:string ;
    chebi:inchikey "BFPSDSIWYFKGBC-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "380.86374"^^xsd:string ;
    chebi:monoisotopicmass "380.11792"^^xsd:string ;
    chebi:smiles "COc1ccc(cc1)C(Cl)=C(c1ccc(OC)cc1)c1ccc(OC)cc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "1,1',1''-(2-chloroethene-1,1,2-triyl)tris(4-methoxybenzene)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Chloortrianisestrol"^^xsd:string,
        "Chlorestrolo"^^xsd:string,
        "chlorotrianisene"^^xsd:string,
        "chlorotrianisenum"^^xsd:string,
        "Chlorotrianisine"^^xsd:string,
        "Chlorotrianizen"^^xsd:string,
        "Chlortrianisen"^^xsd:string,
        "Chlortrianisestrol"^^xsd:string,
        "Chlortrianisoestrolum"^^xsd:string,
        "Chlortrianizen"^^xsd:string,
        "clorotrianiseno"^^xsd:string ;
    oboInOwl:id "CHEBI:3641"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:3647 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:289793"^^xsd:string,
        "CAS:50-53-3"^^xsd:string,
        "Drug_Central:621"^^xsd:string,
        "DrugBank:DB00477"^^xsd:string,
        "HMDB:HMDB0014620"^^xsd:string,
        "KEGG:C06906"^^xsd:string,
        "KEGG:D00270"^^xsd:string,
        "LINCS:LSM-4017"^^xsd:string,
        "Patent:US2645640"^^xsd:string,
        "PDBeChem:Z80"^^xsd:string,
        "PMID:1650428"^^xsd:string,
        "PMID:2427628"^^xsd:string,
        "PMID:7192992"^^xsd:string,
        "PMID:14354584"^^xsd:string,
        "PMID:14404586"^^xsd:string,
        "PMID:15170372"^^xsd:string,
        "PMID:16653219"^^xsd:string,
        "PMID:20825390"^^xsd:string,
        "Reaxys:289793"^^xsd:string,
        "Wikipedia:Chlorpromazine"^^xsd:string ;
    rdfs:label "chlorpromazine"^^xsd:string ;
    definition: "A substituted phenothiazine in which the ring nitrogen at position 10 is attached to C-3 of an N,N-dimethylpropanamine moiety."^^xsd:string ;
    rdfs:subClassOf CHEBI:32876,
        CHEBI:36683,
        CHEBI:38093,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37930 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48561 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50919 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76779 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:149553 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C17H19ClN2S"^^xsd:string ;
    chebi:inchi "InChI=1S/C17H19ClN2S/c1-19(2)10-5-11-20-14-6-3-4-7-16(14)21-17-9-8-13(18)12-15(17)20/h3-4,6-9,12H,5,10-11H2,1-2H3"^^xsd:string ;
    chebi:inchikey "ZPEIMTDSQAKGNT-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "318.86400"^^xsd:string ;
    chebi:monoisotopicmass "318.09575"^^xsd:string ;
    chebi:smiles "CN(C)CCCN1c2ccccc2Sc2ccc(Cl)cc12"^^xsd:string ;
    oboInOwl:hasExactSynonym "3-(2-chloro-10H-phenothiazin-10-yl)-N,N-dimethylpropan-1-amine"^^xsd:string,
        "Chlorpromazine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3-(2-chloro-10H-phenothiazin-10-yl)-N,N-dimethyl-1-propanamine"^^xsd:string,
        "3-(2-chlorophenothiazin-10-yl)-N,N-dimethyl-propan-1-amine"^^xsd:string,
        "Aminazine"^^xsd:string,
        "Chlorderazin"^^xsd:string,
        "Chloropromazine"^^xsd:string,
        "Chlorpromados"^^xsd:string,
        "chlorpromazine"^^xsd:string,
        "chlorpromazinum"^^xsd:string,
        "clorpromazina"^^xsd:string,
        "Contomin"^^xsd:string,
        "CPZ"^^xsd:string,
        "Largactil"^^xsd:string,
        "N-(3-dimethylaminopropyl)-3-chlorophenothiazine"^^xsd:string,
        "Thorazine"^^xsd:string ;
    oboInOwl:id "CHEBI:3647"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:3651 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:89898"^^xsd:string,
        "DrugBank:DB01239"^^xsd:string,
        "HMDB:HMDB0015369"^^xsd:string,
        "KEGG:C07953"^^xsd:string,
        "KEGG:D00790"^^xsd:string,
        "LINCS:LSM-3310"^^xsd:string,
        "Patent:GB829763"^^xsd:string,
        "Patent:US3046283"^^xsd:string ;
    rdfs:label "chlorprothixene"^^xsd:string ;
    rdfs:subClassOf CHEBI:36683,
        CHEBI:50930,
        CHEBI:50996,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:180503 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35481 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35717 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48561 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48873 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50919 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:65190 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C18H18ClNS"^^xsd:string ;
    chebi:inchi "InChI=1S/C18H18ClNS/c1-20(2)11-5-7-14-15-6-3-4-8-17(15)21-18-10-9-13(19)12-16(14)18/h3-4,6-10,12H,5,11H2,1-2H3"^^xsd:string ;
    chebi:inchikey "WSPOMRSOLSGNFJ-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "315.86000"^^xsd:string ;
    chebi:monoisotopicmass "315.08485"^^xsd:string ;
    chebi:smiles "[H]C(CCN(C)C)=C1c2ccccc2Sc2ccc(Cl)cc12"^^xsd:string ;
    oboInOwl:hasExactSynonym "3-(2-chloro-9H-thioxanthen-9-ylidene)-N,N-dimethylpropan-1-amine"^^xsd:string,
        "Chlorprothixene"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Alpha-Chlorprothixene"^^xsd:string,
        "Chlorprothixen"^^xsd:string,
        "chlorprothixene"^^xsd:string,
        "chlorprothixenum"^^xsd:string,
        "Chlorprothixine"^^xsd:string,
        "Chlorprotixen"^^xsd:string,
        "Chlorprotixene"^^xsd:string,
        "Chlorprotixine"^^xsd:string,
        "Chlothixen"^^xsd:string,
        "clorprotixeno"^^xsd:string ;
    oboInOwl:id "CHEBI:3651"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:3654 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:312295"^^xsd:string,
        "CAS:77-36-1"^^xsd:string,
        "Drug_Central:625"^^xsd:string,
        "DrugBank:DB00310"^^xsd:string,
        "KEGG:D00272"^^xsd:string,
        "LINCS:LSM-1417"^^xsd:string,
        "Wikipedia:Chlorthalidone"^^xsd:string ;
    rdfs:label "chlorthalidone"^^xsd:string ;
    rdfs:subClassOf CHEBI:24897,
        CHEBI:35358,
        CHEBI:83403 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C14H11ClN2O4S"^^xsd:string ;
    chebi:inchi "InChI=1S/C14H11ClN2O4S/c15-11-6-5-8(7-12(11)22(16,20)21)14(19)10-4-2-1-3-9(10)13(18)17-14/h1-7,19H,(H,17,18)(H2,16,20,21)"^^xsd:string ;
    chebi:inchikey "JIVPVXMEBJLZRO-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "338.76600"^^xsd:string ;
    chebi:monoisotopicmass "338.01281"^^xsd:string ;
    chebi:smiles "NS(=O)(=O)c1cc(ccc1Cl)C1(O)NC(=O)c2ccccc12"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-chloro-5-(1-hydroxy-3-oxo-2,3-dihydro-1H-isoindol-1-yl)benzenesulfonamide"^^xsd:string,
        "Chlorthalidone"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-keto-3-(3'-sulfamyl-4'-chlorophenyl)-3-hydroxyisoindoline"^^xsd:string,
        "1-oxo-3-(3-sulfamyl-4-chlorophenyl)-3-hydroxyisoindoline"^^xsd:string,
        "2-chloro-5-(1-hydroxy-3-oxo-1-isoindolinyl)benzenesulfonamide"^^xsd:string,
        "2-chloro-5-(2,3-dihydro-1-hydroxy-3-oxo-1H-isoindol-1-yl)benzenesulfonamide"^^xsd:string,
        "3-(4'-chloro-3'-sulfamoylphenyl)-3-hydroxyphthalimidine"^^xsd:string,
        "3-hydroxy-3-(4-chloro-3-sulfamylphenyl)phthalimidine"^^xsd:string,
        "chlorphthalidolone"^^xsd:string,
        "Chlortalidone"^^xsd:string,
        "phthalamodine"^^xsd:string,
        "phthalamudine"^^xsd:string ;
    oboInOwl:id "CHEBI:3654"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:3699 a owl:Class ;
    oboInOwl:hasDbXref "CAS:51481-61-9"^^xsd:string,
        "Drug_Central:645"^^xsd:string,
        "DrugBank:DB00501"^^xsd:string,
        "HMDB:HMDB0014644"^^xsd:string,
        "KEGG:D00295"^^xsd:string,
        "LINCS:LSM-2404"^^xsd:string,
        "Patent:BE804144"^^xsd:string,
        "Patent:US3950333"^^xsd:string,
        "PMID:7229121"^^xsd:string,
        "PMID:11910267"^^xsd:string,
        "PMID:15637527"^^xsd:string,
        "Reaxys:6516325"^^xsd:string,
        "VSDB:1892"^^xsd:string,
        "Wikipedia:Cimetidine"^^xsd:string ;
    rdfs:label "cimetidine"^^xsd:string ;
    definition: "A member of the class of  guanidines that consists of guanidine carrying a methyl substituent at position 1, a cyano group at position 2 and a 2-{[(5-methyl-1H-imidazol-4-yl)methyl]sulfanyl}ethyl group at position 3. It is a  H2-receptor antagonist that inhibits the production of acid in stomach."^^xsd:string ;
    rdfs:subClassOf CHEBI:18379,
        CHEBI:22327,
        CHEBI:24436,
        CHEBI:24780,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35480 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37961 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:49201 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50183 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:60809 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C10H16N6S"^^xsd:string ;
    chebi:inchi "InChI=1S/C10H16N6S/c1-8-9(16-7-15-8)5-17-4-3-13-10(12-2)14-6-11/h7H,3-5H2,1-2H3,(H,15,16)(H2,12,13,14)"^^xsd:string ;
    chebi:inchikey "AQIXAKUUQRKLND-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "252.34048"^^xsd:string ;
    chebi:monoisotopicmass "252.11572"^^xsd:string ;
    chebi:smiles "CN\\C(NCCSCc1nc[nH]c1C)=N\\C#N"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-cyano-1-methyl-3-(2-{[(5-methyl-1H-imidazol-4-yl)methyl]sulfanyl}ethyl)guanidine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-Cyano-2-methyl-3-(2-(((5-methyl-4-imidazolyl)methyl)thio)ethyl)guanidine"^^xsd:string,
        "2-cyano-1-methyl-3-(2-(((5-methylimidazol-4-yl)methyl)thio)ethyl)guanidine"^^xsd:string,
        "Cimetag"^^xsd:string,
        "cimetidina"^^xsd:string,
        "cimetidine"^^xsd:string,
        "cimetidinum"^^xsd:string,
        "N''-cyano-N-methyl-N'-(2-{[(5-methyl-1H-imidazol-4-yl)methyl]thio}ethyl)guanidine"^^xsd:string,
        "N-cyano-N'-methyl-N''-(2-([(5-methyl-1H-imidazol-4-yl)methyl]sulfanyl)ethyl)guanidine"^^xsd:string,
        "Tagamet HB 200"^^xsd:string,
        "Ulcerfen"^^xsd:string ;
    oboInOwl:id "CHEBI:3699"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:3723 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1397373"^^xsd:string,
        "CAS:59729-33-8"^^xsd:string,
        "DrugBank:DB00215"^^xsd:string,
        "HMDB:HMDB0005038"^^xsd:string,
        "KEGG:C07572"^^xsd:string,
        "KEGG:D07704"^^xsd:string,
        "Patent:DE2657013"^^xsd:string,
        "Patent:EP0171943"^^xsd:string,
        "Patent:EP1506963"^^xsd:string,
        "Patent:US4136193"^^xsd:string,
        "PMID:11336616"^^xsd:string,
        "PMID:18213744"^^xsd:string,
        "PMID:18219053"^^xsd:string,
        "PMID:19747949"^^xsd:string,
        "PMID:20825390"^^xsd:string,
        "Reaxys:1397373"^^xsd:string,
        "Wikipedia:Citalopram"^^xsd:string ;
    rdfs:label "citalopram"^^xsd:string ;
    definition: "A racemate comprising equimolar amounts of (R)-citalopram and its enantiomer,  escitalopram. It is used as an antidepressant, although only escitalopram is active."^^xsd:string ;
    rdfs:subClassOf CHEBI:60911,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:36791 ],
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:36792 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35469 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35703 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50949 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76779 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77402 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78298 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C20H21FN2O"^^xsd:string ;
    chebi:mass "324.393"^^xsd:string ;
    chebi:monoisotopicmass "324.16379"^^xsd:string ;
    oboInOwl:hasExactSynonym "Citalopram"^^xsd:string,
        "rac-1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)-1,3-dihydro-2-benzofuran-5-carbonitrile"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1,3-dihydro-1-(3-(dimethylamino)propyl)-1-(4-fluorophenyl)-5-isobenzofurancarbonitrile"^^xsd:string,
        "1-(3-(dimethylamino)propyl)-1-(p-fluorophenyl)-5-phthalancarbonitrile"^^xsd:string,
        "Cipram"^^xsd:string,
        "Citadur"^^xsd:string,
        "citalopram"^^xsd:string,
        "citalopramum"^^xsd:string,
        "Lu 10-171"^^xsd:string,
        "Nitalapram"^^xsd:string ;
    oboInOwl:id "CHEBI:3723"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:3736 a owl:Class ;
    owl:deprecated true ;
    replacedBy: CHEBI:48947 ;
    obsReason: termsMerged: .

CHEBI:3745 a owl:Class ;
    oboInOwl:hasDbXref "CAS:18323-44-9"^^xsd:string,
        "DrugBank:DB01190"^^xsd:string,
        "HMDB:HMDB0015321"^^xsd:string,
        "KEGG:C06914"^^xsd:string,
        "KEGG:C13684"^^xsd:string,
        "KEGG:D00277"^^xsd:string,
        "KEGG:D02132"^^xsd:string,
        "PMID:11691576"^^xsd:string,
        "PMID:18695329"^^xsd:string,
        "PMID:24310902"^^xsd:string,
        "Reaxys:5624049"^^xsd:string,
        "Wikipedia:Clindamycin"^^xsd:string ;
    rdfs:label "clindamycin"^^xsd:string ;
    definition: "A carbohydrate-containing antibiotic that is the  semisynthetic derivative of lincomycin, a natural antibiotic."^^xsd:string ;
    rdfs:subClassOf CHEBI:23007,
        CHEBI:35275,
        CHEBI:36683,
        CHEBI:46770,
        CHEBI:72588,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:6472 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35703 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78298 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C18H33ClN2O5S"^^xsd:string ;
    chebi:inchi "InChI=1S/C18H33ClN2O5S/c1-5-6-10-7-11(21(3)8-10)17(25)20-12(9(2)19)16-14(23)13(22)15(24)18(26-16)27-4/h9-16,18,22-24H,5-8H2,1-4H3,(H,20,25)/t9?,10-,11+,12?,13+,14-,15-,16-,18-/m1/s1"^^xsd:string ;
    chebi:inchikey "KDLRVYVGXIQJDK-NOWPCOIGSA-N"^^xsd:string ;
    chebi:mass "424.98380"^^xsd:string ;
    chebi:monoisotopicmass "424.17987"^^xsd:string ;
    chebi:smiles "CCC[C@@H]1C[C@H](N(C)C1)C(=O)NC(C(C)Cl)[C@H]1O[C@H](SC)[C@H](O)[C@@H](O)[C@H]1O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:47331"^^xsd:string ;
    oboInOwl:hasExactSynonym "Clindamycin"^^xsd:string,
        "methyl 7-chloro-6,7,8-trideoxy-6-({[(2S,4R)-1-methyl-4-propylpyrrolidin-2-yl]carbonyl}amino)-1-thio-D-glycero-alpha-D-galacto-octopyranoside"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "7(S)-Chloro-7-deoxylincomycin"^^xsd:string,
        "7-CDL"^^xsd:string,
        "Cleocin (TN)"^^xsd:string,
        "Methyl 7-chloro-6,7,8-trideoxy-6-(1-methyl-trans-4-propyl-L-2-pyrrolidinecarboxamido)-1-thio-L-threo-alpha-D-galacto-octopyranoside"^^xsd:string ;
    oboInOwl:id "CHEBI:3745"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:3764 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:622318"^^xsd:string,
        "CAS:23593-75-1"^^xsd:string,
        "Drug_Central:719"^^xsd:string,
        "DrugBank:DB00257"^^xsd:string,
        "HMDB:HMDB0001922"^^xsd:string,
        "KEGG:C06922"^^xsd:string,
        "KEGG:D00282"^^xsd:string,
        "LINCS:LSM-5341"^^xsd:string,
        "PDBeChem:CL6"^^xsd:string,
        "PMID:18728240"^^xsd:string,
        "PMID:24892421"^^xsd:string,
        "Reaxys:622318"^^xsd:string,
        "Wikipedia:Clotrimazole"^^xsd:string ;
    rdfs:label "clotrimazole"^^xsd:string ;
    definition: "A member of the class of imidazoles that is 1H-imidazole in which the hydrogen attached to a nitrogen is replaced by a monochlorotrityl group."^^xsd:string ;
    rdfs:subClassOf CHEBI:83403,
        CHEBI:87069,
        CHEBI:87071,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35703 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78298 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C22H17ClN2"^^xsd:string ;
    chebi:inchi "InChI=1S/C22H17ClN2/c23-21-14-8-7-13-20(21)22(25-16-15-24-17-25,18-9-3-1-4-10-18)19-11-5-2-6-12-19/h1-17H"^^xsd:string ;
    chebi:inchikey "VNFPBHJOKIVQEB-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "344.83700"^^xsd:string ;
    chebi:monoisotopicmass "344.10803"^^xsd:string ;
    chebi:smiles "Clc1ccccc1C(c1ccccc1)(c1ccccc1)n1ccnc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "1-[(2-chlorophenyl)(diphenyl)methyl]-1H-imidazole"^^xsd:string,
        "Clotrimazole"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-((2-Chlorophenyl)diphenylmethyl)-1H-imidazole"^^xsd:string,
        "1-(alpha-(2-Chlorophenyl)benzhydryl)imidazole"^^xsd:string,
        "1-(o-Chloro-alpha,alpha-diphenylbenzyl)imidazole"^^xsd:string,
        "1-(o-Chlorotrityl)imidazole"^^xsd:string,
        "Lotrimin (TN)"^^xsd:string,
        "Mycelex (TN)"^^xsd:string ;
    oboInOwl:id "CHEBI:3764"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:3766 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:0764984"^^xsd:string,
        "CAS:5786-21-0"^^xsd:string,
        "Drug_Central:722"^^xsd:string,
        "DrugBank:DB00363"^^xsd:string,
        "HMDB:HMDB0014507"^^xsd:string,
        "KEGG:C06924"^^xsd:string,
        "KEGG:D00283"^^xsd:string,
        "Patent:FR1334944"^^xsd:string,
        "Patent:NL293201"^^xsd:string,
        "Patent:US3539573"^^xsd:string,
        "PMID:18690109"^^xsd:string,
        "PMID:18766167"^^xsd:string,
        "PMID:20825390"^^xsd:string,
        "PMID:24219174"^^xsd:string,
        "Reaxys:764984"^^xsd:string,
        "Wikipedia:Clozapine"^^xsd:string ;
    rdfs:label "clozapine"^^xsd:string ;
    definition: "A benzodiazepine that is 5H-dibenzo[b,e][1,4]diazepine substituted by a chloro group at position 8 and a 4-methylpiperazin-1-yl group at position 11. It is a second generation antipsychotic used in the treatment of psychiatric disorders like  schizophrenia."^^xsd:string ;
    rdfs:subClassOf CHEBI:22720,
        CHEBI:36683,
        CHEBI:46848,
        CHEBI:46920,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35703 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37887 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37956 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48279 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48561 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48876 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:65191 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:65259 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76779 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78298 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C18H19ClN4"^^xsd:string ;
    chebi:inchi "InChI=1S/C18H19ClN4/c1-22-8-10-23(11-9-22)18-14-4-2-3-5-15(14)20-16-7-6-13(19)12-17(16)21-18/h2-7,12,20H,8-11H2,1H3"^^xsd:string ;
    chebi:inchikey "QZUDBNBUXVUHMW-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "326.824"^^xsd:string ;
    chebi:monoisotopicmass "326.12982"^^xsd:string ;
    chebi:smiles "N1=C(C2=CC=CC=C2NC3=CC=C(C=C13)Cl)N4CCN(CC4)C"^^xsd:string ;
    oboInOwl:hasExactSynonym "8-chloro-11-(4-methylpiperazin-1-yl)-5H-dibenzo[b,e][1,4]diazepine"^^xsd:string,
        "Clozapine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Clozapin"^^xsd:string,
        "clozapina"^^xsd:string,
        "clozapine"^^xsd:string,
        "clozapinum"^^xsd:string ;
    oboInOwl:id "CHEBI:3766"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:3801 a owl:Class ;
    owl:deprecated true ;
    replacedBy: CHEBI:27958 ;
    obsReason: termsMerged: .

CHEBI:3891 a owl:Class ;
    owl:deprecated true ;
    replacedBy: CHEBI:16827 ;
    obsReason: termsMerged: .

CHEBI:3893 a owl:Class ;
    owl:deprecated true ;
    replacedBy: CHEBI:17650 ;
    obsReason: termsMerged: .

CHEBI:3992 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C02019"^^xsd:string ;
    rdfs:label "cyclic ketone"^^xsd:string ;
    rdfs:subClassOf CHEBI:17087 ;
    oboInOwl:hasExactSynonym "Cyclic ketone"^^xsd:string,
        "cyclic ketones"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:3992"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:3994 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:230441"^^xsd:string,
        "CAS:82-92-8"^^xsd:string,
        "Drug_Central:749"^^xsd:string,
        "DrugBank:DB01176"^^xsd:string,
        "HMDB:HMDB0015307"^^xsd:string,
        "KEGG:C06930"^^xsd:string,
        "KEGG:D03621"^^xsd:string,
        "LINCS:LSM-5857"^^xsd:string,
        "Patent:US2630435"^^xsd:string,
        "PMID:22209223"^^xsd:string,
        "PMID:24215049"^^xsd:string,
        "PMID:24324230"^^xsd:string,
        "Reaxys:230441"^^xsd:string,
        "Wikipedia:Cyclizine"^^xsd:string ;
    rdfs:label "cyclizine"^^xsd:string ;
    definition: "An N-alkylpiperazine in which one nitrogen of the piperazine ring is substituted by a methyl group, while the other is substituted by a diphenylmethyl group."^^xsd:string ;
    rdfs:subClassOf CHEBI:46845,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35488 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:36333 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37955 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48873 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50919 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C18H22N2"^^xsd:string ;
    chebi:inchi "InChI=1S/C18H22N2/c1-19-12-14-20(15-13-19)18(16-8-4-2-5-9-16)17-10-6-3-7-11-17/h2-11,18H,12-15H2,1H3"^^xsd:string ;
    chebi:inchikey "UVKZSORBKUEBAZ-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "266.38070"^^xsd:string,
        "266.38076"^^xsd:string ;
    chebi:monoisotopicmass "266.17830"^^xsd:string ;
    chebi:smiles "CN1CCN(CC1)C(c1ccccc1)c1ccccc1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:127546"^^xsd:string ;
    oboInOwl:hasExactSynonym "1-(diphenylmethyl)-4-methylpiperazine"^^xsd:string,
        "Cyclizine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-(Diphenylmethyl)-4-methylpiperazine"^^xsd:string,
        "1-Benzhydryl-4-methylpiperazin"^^xsd:string,
        "(+-)-1-diphenylmethyl-4-methylpiperazine"^^xsd:string,
        "(N-Benzhydryl)(N'-methyl)diethylenediamine"^^xsd:string,
        "ciclizina"^^xsd:string,
        "cyclizine"^^xsd:string,
        "cyclizinum"^^xsd:string,
        "N-Benzhydryl-N'-methylpiperazine"^^xsd:string,
        "N-methyl-N'-benzhydrylpiperazine"^^xsd:string ;
    oboInOwl:id "CHEBI:3994"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:4027 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:11744"^^xsd:string,
        "CAS:50-18-0"^^xsd:string,
        "Drug_Central:758"^^xsd:string,
        "DrugBank:DB00531"^^xsd:string,
        "HMDB:HMDB0014672"^^xsd:string,
        "KEGG:C07888"^^xsd:string,
        "KEGG:D07760"^^xsd:string,
        "LINCS:LSM-4961"^^xsd:string,
        "PMID:7850793"^^xsd:string,
        "PMID:15711186"^^xsd:string,
        "Reaxys:11744"^^xsd:string,
        "Wikipedia:Cyclophosphamide"^^xsd:string ;
    rdfs:label "cyclophosphamide"^^xsd:string ;
    definition: "A phosphorodiamide that is 1,3,2-oxazaphosphinan-2-amine 2-oxide substituted by two 2-chloroethyl groups at the amino nitrogen atom."^^xsd:string ;
    rdfs:subClassOf CHEBI:35467,
        CHEBI:36683,
        CHEBI:37598,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35610 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35703 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35705 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35842 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50903 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78298 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:88188 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C7H15Cl2N2O2P"^^xsd:string ;
    chebi:inchi "InChI=1S/C7H15Cl2N2O2P/c8-2-5-11(6-3-9)14(12)10-4-1-7-13-14/h1-7H2,(H,10,12)"^^xsd:string ;
    chebi:inchikey "CMSMOCZEIVJLDB-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "261.08544"^^xsd:string ;
    chebi:monoisotopicmass "260.02482"^^xsd:string ;
    chebi:smiles "ClCCN(CCCl)P1(=O)NCCCO1"^^xsd:string ;
    oboInOwl:hasExactSynonym "N,N-bis(2-chloroethyl)-1,3,2-oxazaphosphinan-2-amine 2-oxide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-[Bis(2-chloroethylamino)]-tetrahydro-2H-1,3,2-oxazaphosphorine-2-oxide"^^xsd:string,
        "(+-)-Cyclophosphamide"^^xsd:string,
        "(RS)-Cyclophosphamide"^^xsd:string,
        "Bis(2-chloroethyl)phosphoramide cyclic propanolamide ester"^^xsd:string,
        "Cyclophosphamide anhydrous"^^xsd:string,
        "N,N-bis(2-chloroethyl)tetrahydro-2H-1,3,2-oxazaphosphorin-2-amine 2-oxide"^^xsd:string ;
    oboInOwl:id "CHEBI:4027"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:4167 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1281604"^^xsd:string,
        "CAS:2280-44-6"^^xsd:string,
        "GlyGen:G15021LG"^^xsd:string,
        "GlyTouCan:G15021LG"^^xsd:string,
        "Gmelin:83256"^^xsd:string,
        "HMDB:HMDB0000122"^^xsd:string,
        "KEGG:C00031"^^xsd:string,
        "KEGG:D00009"^^xsd:string,
        "KNApSAcK:C00001122"^^xsd:string,
        "MetaCyc:D-Glucose"^^xsd:string,
        "PMID:7524207"^^xsd:string,
        "PMID:9140037"^^xsd:string,
        "PMID:9501190"^^xsd:string,
        "PMID:9506998"^^xsd:string,
        "PMID:9545565"^^xsd:string,
        "PMID:15987845"^^xsd:string,
        "PMID:16901854"^^xsd:string,
        "PMID:17336832"^^xsd:string,
        "PMID:17439666"^^xsd:string,
        "PMID:17928662"^^xsd:string,
        "PMID:19913595"^^xsd:string,
        "PMID:26812026"^^xsd:string,
        "PMID:32619908"^^xsd:string,
        "Reaxys:1281604"^^xsd:string,
        "Wikipedia:Glucose"^^xsd:string ;
    rdfs:label "D-glucopyranose"^^xsd:string ;
    definition: "A glucopyranose having D-configuration."^^xsd:string ;
    rdfs:subClassOf CHEBI:17634,
        CHEBI:37661,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H12O6"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3-,4+,5-,6?/m1/s1"^^xsd:string ;
    chebi:inchikey "WQZGKKKJIJFFOK-GASJEMHNSA-N"^^xsd:string ;
    chebi:mass "180.15588"^^xsd:string ;
    chebi:monoisotopicmass "180.06339"^^xsd:string ;
    chebi:smiles "OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O"^^xsd:string ;
    oboInOwl:hasExactSynonym "D-glucopyranose"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "D-Glc"^^xsd:string,
        "D-Glcp"^^xsd:string,
        "D-Glucose"^^xsd:string,
        "D-glucose"^^xsd:string,
        "Dextrose"^^xsd:string,
        "Glc-OH"^^xsd:string,
        "Glucose"^^xsd:string,
        "glucose"^^xsd:string,
        "Grape sugar"^^xsd:string,
        "WURCS=2.0/1,1,0/[a2122h-1x_1-5]/1/"^^xsd:string ;
    oboInOwl:id "CHEBI:4167"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:4194 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C00738"^^xsd:string ;
    rdfs:label "D-hexose"^^xsd:string ;
    definition: "A hexose that has D-configuration at position 5."^^xsd:string ;
    rdfs:subClassOf CHEBI:18133 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H12O6"^^xsd:string ;
    chebi:mass "180.156"^^xsd:string ;
    chebi:monoisotopicmass "180.06339"^^xsd:string ;
    oboInOwl:hasExactSynonym "D-hexopyranose"^^xsd:string,
        "D-Hexose"^^xsd:string,
        "D-hexose"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "D-hexoses"^^xsd:string ;
    oboInOwl:id "CHEBI:4194"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:4305 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:521487"^^xsd:string,
        "CAS:4342-03-4"^^xsd:string,
        "Drug_Central:773"^^xsd:string,
        "DrugBank:DB00851"^^xsd:string,
        "HMDB:HMDB0014989"^^xsd:string,
        "KEGG:C06936"^^xsd:string,
        "KEGG:D00288"^^xsd:string,
        "LINCS:LSM-5487"^^xsd:string,
        "PMID:10751609"^^xsd:string,
        "PMID:11318431"^^xsd:string,
        "PMID:12195827"^^xsd:string,
        "PMID:15010317"^^xsd:string,
        "PMID:20082117"^^xsd:string,
        "PMID:21471822"^^xsd:string,
        "PMID:21654834"^^xsd:string,
        "PMID:23029050"^^xsd:string,
        "PMID:23318786"^^xsd:string,
        "PMID:26940170"^^xsd:string,
        "PMID:28096700"^^xsd:string,
        "PMID:28250333"^^xsd:string,
        "PMID:28387914"^^xsd:string,
        "PMID:28419676"^^xsd:string,
        "PMID:29076951"^^xsd:string,
        "PMID:29184162"^^xsd:string,
        "PMID:29287706"^^xsd:string,
        "PMID:29296081"^^xsd:string,
        "PMID:29305638"^^xsd:string,
        "PMID:29344241"^^xsd:string,
        "Reaxys:521487"^^xsd:string,
        "Wikipedia:Dacarbazine"^^xsd:string ;
    rdfs:label "dacarbazine"^^xsd:string ;
    definition: "A monocarboxylic acid amide that is 1H-imidazole-4-carboxamide which is substituted at position 5 by a 3,3-dimethyltriaz-1-en-1-yl group. It is used for the treatment of metastatic malignant melanoma, and in combination with other drugs for the treatment of Hodgkin's disease and soft-tissue sarcoma."^^xsd:string ;
    rdfs:subClassOf CHEBI:24780,
        CHEBI:29347,
        CHEBI:72573,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:22333 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35610 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50266 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50903 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H10N6O"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H10N6O/c1-12(2)11-10-6-4(5(7)13)8-3-9-6/h3H,1-2H3,(H2,7,13)(H,8,9)"^^xsd:string ;
    chebi:inchikey "FDKXTQMXEQVLRF-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "182.183"^^xsd:string ;
    chebi:monoisotopicmass "182.09161"^^xsd:string ;
    chebi:smiles "C=1NC(=C(N1)C(=O)N)N=NN(C)C"^^xsd:string ;
    oboInOwl:hasExactSynonym "5-(3,3-dimethyltriaz-1-en-1-yl)-1H-imidazole-4-carboxamide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "4-(3,3-dimethyl-1-triazeno)imidazole-5-carboxamide"^^xsd:string,
        "4-(5)-(3,3-dimethyl-1-triazeno)imidazole-5(4)-carboxamide"^^xsd:string,
        "4-(dimethyltriazeno)imidazole-5-carboxamide"^^xsd:string,
        "5-(3,3-Dimethyl-1-triazeno)imidazole-4-carboxamide"^^xsd:string,
        "5-(3,3-dimethyl-1-triazeno)imidazole-4-carboxamide"^^xsd:string,
        "5-(3,3-dimethyltriazeno)imidazole-4-carboxamide"^^xsd:string,
        "5-(dimethyltriazeno)imidazole-4-carboxamide"^^xsd:string,
        "dacarbazina"^^xsd:string,
        "dacarbazine"^^xsd:string,
        "dacarbazinum"^^xsd:string,
        "deticene"^^xsd:string,
        "Di-me-triazenoimidazolecarboxamide"^^xsd:string,
        "DIC"^^xsd:string,
        "DTIC"^^xsd:string,
        "Dtic-Dome (TN)"^^xsd:string,
        "HSDB 3219"^^xsd:string,
        "ICDMT"^^xsd:string,
        "Imidazole-4-carboxamide, 5-(3,3-dimethyl-1-triazeno)-"^^xsd:string,
        "NCI-C04717"^^xsd:string,
        "NSC 45388"^^xsd:string,
        "NSC-45388"^^xsd:string ;
    oboInOwl:id "CHEBI:4305"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:4315 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:4851114"^^xsd:string,
        "CAS:17230-88-5"^^xsd:string,
        "Chemspider:26436"^^xsd:string,
        "Drug_Central:779"^^xsd:string,
        "DrugBank:DB01406"^^xsd:string,
        "KEGG:D00289"^^xsd:string,
        "Patent:GB905844"^^xsd:string,
        "Patent:US3135743"^^xsd:string,
        "PMID:17929794"^^xsd:string,
        "PMID:18834112"^^xsd:string,
        "PMID:24134630"^^xsd:string,
        "PMID:27626530"^^xsd:string,
        "PMID:34462405"^^xsd:string,
        "Wikipedia:Danazol"^^xsd:string ;
    rdfs:label "danazol"^^xsd:string ;
    rdfs:subClassOf CHEBI:35343,
        CHEBI:73477,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:8386 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50751 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50837 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:176497 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C22H27NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C22H27NO2/c1-4-22(24)10-8-18-16-6-5-15-11-19-14(13-23-25-19)12-20(15,2)17(16)7-9-21(18,22)3/h1,11,13,16-18,24H,5-10,12H2,2-3H3/t16-,17+,18+,20+,21+,22+/m1/s1"^^xsd:string ;
    chebi:inchikey "POZRVZJJTULAOH-LHZXLZLDSA-N"^^xsd:string ;
    chebi:mass "337.45532"^^xsd:string ;
    chebi:monoisotopicmass "337.20418"^^xsd:string ;
    chebi:smiles "[H][C@@]12CCC3=Cc4oncc4C[C@]3(C)[C@@]1([H])CC[C@@]1(C)[C@@]2([H])CC[C@@]1(O)C#C"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:505364"^^xsd:string,
        "CHEBI:554019"^^xsd:string ;
    oboInOwl:hasExactSynonym "[1,2]oxazolo[4',5':2,3]-17alpha-pregn-4-en-20-yn-17-ol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Cyclomen"^^xsd:string,
        "danazol"^^xsd:string,
        "danazolum"^^xsd:string,
        "Danocrine"^^xsd:string ;
    oboInOwl:id "CHEBI:4315"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:4431 a owl:Class ;
    rdfs:label "deoxyribonucleotide"^^xsd:string ;
    definition: "A nucleotide in which the ribose moiety has one or more of its hydroxy groups substituted by hydrogen."^^xsd:string ;
    rdfs:subClassOf CHEBI:23634,
        CHEBI:36976 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "deoxyribonucleotides"^^xsd:string ;
    oboInOwl:id "CHEBI:4431"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:4445 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:7286887"^^xsd:string,
        "CAS:57041-67-5"^^xsd:string,
        "Drug_Central:811"^^xsd:string,
        "DrugBank:DB01189"^^xsd:string,
        "KEGG:C07519"^^xsd:string,
        "KEGG:D00546"^^xsd:string,
        "Wikipedia:Desflurane"^^xsd:string ;
    rdfs:label "desflurane"^^xsd:string ;
    rdfs:subClassOf CHEBI:37143,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:39832 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38870 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C3H2F6O"^^xsd:string ;
    chebi:inchi "InChI=1S/C3H2F6O/c4-1(3(7,8)9)10-2(5)6/h1-2H"^^xsd:string ;
    chebi:inchikey "DPYMFVXJLLWWEU-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "168.03780"^^xsd:string ;
    chebi:monoisotopicmass "168.00098"^^xsd:string ;
    chebi:smiles "FC(F)OC(F)C(F)(F)F"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-(difluoromethoxy)-1,1,1,2-tetrafluoroethane"^^xsd:string,
        "Desflurane"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1,1,1,2-tetrafluoro-2-(difluoromethoxy)ethane"^^xsd:string,
        "(+-)-2-difluoromethyl 1,2,2,2-tetrafluoroethyl ether"^^xsd:string,
        "difluoromethyl 1,2,2,2-tetrafluoroethyl ether"^^xsd:string,
        "Suprane"^^xsd:string ;
    oboInOwl:id "CHEBI:4445"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:4453 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:5094648"^^xsd:string,
        "CAS:54024-22-5"^^xsd:string,
        "Drug_Central:818"^^xsd:string,
        "DrugBank:DB00304"^^xsd:string,
        "KEGG:C07629"^^xsd:string,
        "KEGG:D02367"^^xsd:string,
        "LIPID_MAPS_instance:LMST02030104"^^xsd:string,
        "Patent:DE2361120"^^xsd:string,
        "Patent:US3927046"^^xsd:string,
        "Wikipedia:Desogestrel"^^xsd:string ;
    rdfs:label "desogestrel"^^xsd:string ;
    rdfs:subClassOf CHEBI:35343,
        CHEBI:73477,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:49326 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:59826 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C22H30O"^^xsd:string ;
    chebi:inchi "InChI=1S/C22H30O/c1-4-21-14-15(3)20-17-9-7-6-8-16(17)10-11-18(20)19(21)12-13-22(21,23)5-2/h2,8,17-20,23H,3-4,6-7,9-14H2,1H3/t17-,18-,19-,20+,21-,22-/m0/s1"^^xsd:string ;
    chebi:inchikey "RPLCPCMSCLEKRS-BPIQYHPVSA-N"^^xsd:string ;
    chebi:mass "310.47300"^^xsd:string ;
    chebi:monoisotopicmass "310.22967"^^xsd:string ;
    chebi:smiles "[H][C@]12CCCC=C1CC[C@@]1([H])[C@]3([H])CC[C@@](O)(C#C)[C@@]3(CC)CC(=C)[C@]21[H]"^^xsd:string ;
    oboInOwl:hasExactSynonym "17alpha-ethynyl-11-methylidene-18a-homo-estr-4-en-17beta-ol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "13-Ethyl-11-methylene-18,19-dinor-17alpha-pregn-4-en-20-yn-17-ol"^^xsd:string,
        "Cerazette"^^xsd:string,
        "desogestrel"^^xsd:string,
        "desogestrelum"^^xsd:string ;
    oboInOwl:id "CHEBI:4453"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:4466 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:5906875"^^xsd:string,
        "CAS:113775-47-6"^^xsd:string,
        "Drug_Central:835"^^xsd:string,
        "DrugBank:DB00633"^^xsd:string,
        "KEGG:C07450"^^xsd:string,
        "KEGG:D00514"^^xsd:string,
        "Patent:GB2206880"^^xsd:string,
        "Patent:US4910214"^^xsd:string,
        "Wikipedia:Dexmedetomidine"^^xsd:string ;
    rdfs:label "dexmedetomidine"^^xsd:string ;
    rdfs:subClassOf CHEBI:48552,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:48555 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35481 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35569 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35717 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C13H16N2"^^xsd:string ;
    chebi:inchi "InChI=1S/C13H16N2/c1-9-5-4-6-12(10(9)2)11(3)13-7-14-8-15-13/h4-8,11H,1-3H3,(H,14,15)/t11-/m0/s1"^^xsd:string ;
    chebi:inchikey "CUHVIMMYOGQXCV-NSHDSACASA-N"^^xsd:string ;
    chebi:mass "200.27962"^^xsd:string ;
    chebi:monoisotopicmass "200.13135"^^xsd:string ;
    chebi:smiles "C[C@H](c1c[nH]cn1)c1cccc(C)c1C"^^xsd:string ;
    oboInOwl:hasExactSynonym "4-[(1S)-1-(2,3-dimethylphenyl)ethyl]-1H-imidazole"^^xsd:string,
        "Dexmedetomidine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(+)-4-((S)-alpha,2,3-trimethylbenzyl)imidazole"^^xsd:string,
        "dexmedetomidina"^^xsd:string,
        "dexmedetomidine"^^xsd:string,
        "dexmedetomidinum"^^xsd:string,
        "MPV 1440"^^xsd:string ;
    oboInOwl:id "CHEBI:4466"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:4469 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:2205872"^^xsd:string,
        "CAS:51-64-9"^^xsd:string,
        "Drug_Central:841"^^xsd:string,
        "DrugBank:DB01576"^^xsd:string,
        "Gmelin:1125854"^^xsd:string,
        "KEGG:C07884"^^xsd:string,
        "KEGG:D03740"^^xsd:string,
        "PMID:22129527"^^xsd:string,
        "PMID:22894820"^^xsd:string,
        "PMID:23360956"^^xsd:string,
        "PMID:23851485"^^xsd:string,
        "PMID:23881044"^^xsd:string,
        "PMID:23907377"^^xsd:string,
        "PMID:24349338"^^xsd:string,
        "Wikipedia:Dextroamphetamine"^^xsd:string ;
    rdfs:label "(S)-amphetamine"^^xsd:string ;
    definition: "A 1-phenylpropan-2-amine that has S configuration."^^xsd:string ;
    rdfs:subClassOf CHEBI:132233,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:42724 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35524 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35640 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50910 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:51039 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C9H13N"^^xsd:string ;
    chebi:inchi "InChI=1S/C9H13N/c1-8(10)7-9-5-3-2-4-6-9/h2-6,8H,7,10H2,1H3/t8-/m0/s1"^^xsd:string ;
    chebi:inchikey "KWTSXDURSIMDCE-QMMMGPOBSA-N"^^xsd:string ;
    chebi:mass "135.20626"^^xsd:string ;
    chebi:monoisotopicmass "135.10480"^^xsd:string ;
    chebi:smiles "C[C@H](N)Cc1ccccc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2S)-1-phenylpropan-2-amine"^^xsd:string,
        "(S)-amphetamine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(+)-(S)-amphetamine"^^xsd:string,
        "(+)-alpha-methylphenethylamine"^^xsd:string,
        "(+)-alpha-methylphenylethylamine"^^xsd:string,
        "(+)-amphetamine"^^xsd:string,
        "(alphaS)-alpha-methylbenzeneethanamine"^^xsd:string,
        "(S)-1-phenyl-2-aminopropane"^^xsd:string,
        "(S)-1-phenyl-2-propylamine"^^xsd:string,
        "(S)-(+)-amphetamine"^^xsd:string,
        "(S)-(+)-beta-phenylisopropylamine"^^xsd:string,
        "(S)-alpha-methylbenzeneethanamine"^^xsd:string,
        "d-amphetamine"^^xsd:string,
        "dexamphetamine"^^xsd:string,
        "Dextroamphetamine"^^xsd:string ;
    oboInOwl:id "CHEBI:4469"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:4470 a owl:Class ;
    oboInOwl:hasDbXref "CAS:125-71-3"^^xsd:string,
        "Drug_Central:842"^^xsd:string,
        "DrugBank:DB00514"^^xsd:string,
        "HMDB:HMDB0001920"^^xsd:string,
        "KEGG:C06947"^^xsd:string,
        "KEGG:D03742"^^xsd:string,
        "LINCS:LSM-2726"^^xsd:string,
        "PMID:2660263"^^xsd:string,
        "PMID:7976530"^^xsd:string,
        "PMID:8158182"^^xsd:string,
        "PMID:9705419"^^xsd:string,
        "PMID:10869398"^^xsd:string,
        "PMID:12711372"^^xsd:string,
        "PMID:15505150"^^xsd:string,
        "PMID:17157116"^^xsd:string,
        "PMID:17461892"^^xsd:string,
        "PMID:17573115"^^xsd:string,
        "PMID:18160193"^^xsd:string,
        "PMID:18198471"^^xsd:string,
        "PMID:24269965"^^xsd:string,
        "PMID:31094746"^^xsd:string,
        "Reaxys:88549"^^xsd:string,
        "Wikipedia:Dextromethorphan"^^xsd:string ;
    rdfs:label "dextromethorphan"^^xsd:string ;
    definition: "A 6-methoxy-11-methyl-1,3,4,9,10,10a-hexahydro-2H-10,4a-(epiminoethano)phenanthrene in which the sterocenters at positions 4a, 10 and 10a have S-configuration. It is a prodrug of dextrorphan and used as an antitussive drug for suppressing cough."^^xsd:string ;
    rdfs:subClassOf CHEBI:146178,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:29133 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:146176 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35703 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50266 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50910 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:51177 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:60643 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78298 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:146270 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C18H25NO"^^xsd:string ;
    chebi:inchi "InChI=1S/C18H25NO/c1-19-10-9-18-8-4-3-5-15(18)17(19)11-13-6-7-14(20-2)12-16(13)18/h6-7,12,15,17H,3-5,8-11H2,1-2H3/t15-,17+,18+/m1/s1"^^xsd:string ;
    chebi:inchikey "MKXZASYAUGDDCJ-NJAFHUGGSA-N"^^xsd:string ;
    chebi:mass "271.404"^^xsd:string ;
    chebi:monoisotopicmass "271.19361"^^xsd:string ;
    chebi:smiles "C=1C=2C[C@H]3[C@@]4([C@](C2C=C(C1)OC)(CCCC4)CCN3C)[H]"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:92579"^^xsd:string ;
    oboInOwl:hasExactSynonym "3-methoxy-17-methyl-9alpha,13alpha,14alpha-morphinan"^^xsd:string,
        "(4aS,10S,10aS)-6-methoxy-11-methyl-1,3,4,9,10,10a-hexahydro-2H-10,4a-(epiminoethano)phenanthrene"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3-methoxy-17-methyl-9alpha,13alpha,14alpha-morphinan"^^xsd:string,
        "(9alpha,13alpha,14alpha)-3-methoxy-17-methylmorphinan"^^xsd:string,
        "(+)-3-methoxy-N-methylmorphinan"^^xsd:string,
        "(+)-dextromethorphan"^^xsd:string,
        "Albutussin"^^xsd:string,
        "Antussan"^^xsd:string,
        "BA 2666"^^xsd:string,
        "BA-2666"^^xsd:string,
        "Balminil DM"^^xsd:string,
        "Benylin DM"^^xsd:string,
        "Calmylin"^^xsd:string,
        "D-methorphan"^^xsd:string,
        "d-Methorphan"^^xsd:string,
        "Delsym"^^xsd:string,
        "destrometerfano"^^xsd:string,
        "dextromethorfan"^^xsd:string,
        "dextromethorphan"^^xsd:string,
        "dextromethorphane"^^xsd:string,
        "dextromethorphanum"^^xsd:string,
        "dextrometorfano"^^xsd:string,
        "Dextromorphan"^^xsd:string,
        "DXM"^^xsd:string,
        "Medicon"^^xsd:string,
        "Romilar"^^xsd:string,
        "Tusilan"^^xsd:string ;
    oboInOwl:id "CHEBI:4470"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:4494 a owl:Class ;
    owl:deprecated true ;
    replacedBy: CHEBI:49575 ;
    obsReason: termsMerged: .

CHEBI:4495 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:523907"^^xsd:string,
        "CAS:364-98-7"^^xsd:string,
        "Drug_Central:854"^^xsd:string,
        "DrugBank:DB01119"^^xsd:string,
        "HMDB:HMDB0015251"^^xsd:string,
        "KEGG:C06949"^^xsd:string,
        "KEGG:D00294"^^xsd:string,
        "LINCS:LSM-3639"^^xsd:string,
        "Patent:DE723278"^^xsd:string,
        "Patent:US2986573"^^xsd:string,
        "Patent:US3345365"^^xsd:string,
        "PMID:11014217"^^xsd:string,
        "PMID:12039709"^^xsd:string,
        "PMID:15319354"^^xsd:string,
        "PMID:16740260"^^xsd:string,
        "PMID:16777075"^^xsd:string,
        "PMID:18191077"^^xsd:string,
        "PMID:20828743"^^xsd:string,
        "PMID:20950601"^^xsd:string,
        "PMID:21538163"^^xsd:string,
        "PMID:21693179"^^xsd:string,
        "PMID:22047130"^^xsd:string,
        "PMID:29438107"^^xsd:string,
        "Reaxys:523907"^^xsd:string,
        "Wikipedia:Diazoxide"^^xsd:string ;
    rdfs:label "diazoxide"^^xsd:string ;
    definition: "A benzothiadiazine that is the S,S-dioxide of 2H-1,2,4-benzothiadiazine which is substituted at position 3 by a methyl group and at position 7 by chlorine. A peripheral vasodilator, it increases the concentration of glucose in the plasma and inhibits the secretion of insulin by the beta- cells of the pancreas. It is used orally in the management of intractable hypoglycaemia and intravenously in the management of hypertensive emergencies."^^xsd:string ;
    rdfs:subClassOf CHEBI:35850,
        CHEBI:36683,
        CHEBI:50265,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35498 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35522 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35523 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35524 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35620 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35674 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38147 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38633 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:64338 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C8H7ClN2O2S"^^xsd:string ;
    chebi:inchi "InChI=1S/C8H7ClN2O2S/c1-5-10-7-3-2-6(9)4-8(7)14(12,13)11-5/h2-4H,1H3,(H,10,11)"^^xsd:string ;
    chebi:inchikey "GDLBFKVLRPITMI-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "230.67100"^^xsd:string ;
    chebi:monoisotopicmass "229.99168"^^xsd:string ;
    chebi:smiles "CC1=Nc2ccc(Cl)cc2S(=O)(=O)N1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:6046"^^xsd:string ;
    oboInOwl:hasExactSynonym "7-chloro-3-methyl-2H-1,2,4-benzothiadiazine 1,1-dioxide"^^xsd:string,
        "Diazoxide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Diazossido"^^xsd:string,
        "diazoxide"^^xsd:string,
        "diazoxido"^^xsd:string,
        "diazoxidum"^^xsd:string,
        "Eudemine"^^xsd:string ;
    oboInOwl:id "CHEBI:4495"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:4511 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1233662"^^xsd:string,
        "CAS:3116-76-5"^^xsd:string,
        "Drug_Central:866"^^xsd:string,
        "DrugBank:DB00485"^^xsd:string,
        "KEGG:C06950"^^xsd:string,
        "KEGG:D02348"^^xsd:string,
        "LINCS:LSM-5234"^^xsd:string,
        "Patent:GB978299"^^xsd:string,
        "Patent:US3239507"^^xsd:string,
        "PMID:26962156"^^xsd:string,
        "PMID:28721014"^^xsd:string,
        "PMID:29017833"^^xsd:string,
        "PMID:29105855"^^xsd:string,
        "PMID:29253094"^^xsd:string,
        "PMID:29504695"^^xsd:string,
        "Reaxys:1233662"^^xsd:string,
        "Wikipedia:Dicloxacillin"^^xsd:string ;
    rdfs:label "dicloxacillin"^^xsd:string ;
    definition: "A penicillin that is 6-aminopenicillanic acid in which one of the amino hydrogens is replaced by a 3-(2,6-dichlorophenyl)-5-methyl-1,2-oxazol-4-yl]formyl group."^^xsd:string ;
    rdfs:subClassOf CHEBI:17334,
        CHEBI:23697,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:52017 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:36047 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C19H17Cl2N3O5S"^^xsd:string ;
    chebi:inchi "InChI=1S/C19H17Cl2N3O5S/c1-7-10(12(23-29-7)11-8(20)5-4-6-9(11)21)15(25)22-13-16(26)24-14(18(27)28)19(2,3)30-17(13)24/h4-6,13-14,17H,1-3H3,(H,22,25)(H,27,28)/t13-,14+,17-/m1/s1"^^xsd:string ;
    chebi:inchikey "YFAGHNZHGGCZAX-JKIFEVAISA-N"^^xsd:string ;
    chebi:mass "470.32600"^^xsd:string ;
    chebi:monoisotopicmass "469.02660"^^xsd:string ;
    chebi:smiles "[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)c1c(C)onc1-c1c(Cl)cccc1Cl)C(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "6beta-{[3-(2,6-dichlorophenyl)-5-methyl-1,2-oxazol-4-yl]carboxamido}-2,2-dimethylpenam-3alpha-carboxylic acid"^^xsd:string,
        "Dicloxacillin"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2S,5R,6R)-6-({[3-(2,6-dichlorophenyl)-5-methyl-1,2-oxazol-4-yl]carbonyl}amino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid"^^xsd:string,
        "dicloxacilina"^^xsd:string,
        "dicloxacilline"^^xsd:string,
        "dicloxacillinum"^^xsd:string ;
    oboInOwl:id "CHEBI:4511"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:4518 a owl:Class ;
    oboInOwl:hasDbXref "CAS:84-17-3"^^xsd:string,
        "DrugBank:DB00890"^^xsd:string,
        "KEGG:C08090"^^xsd:string,
        "KEGG:D00898"^^xsd:string,
        "LINCS:LSM-4142"^^xsd:string,
        "Patent:US2464203"^^xsd:string,
        "Patent:US2465505"^^xsd:string,
        "PMID:18275104"^^xsd:string,
        "PMID:25188907"^^xsd:string,
        "Reaxys:2053692"^^xsd:string,
        "Wikipedia:Dienestrol"^^xsd:string ;
    rdfs:label "dienestrol"^^xsd:string ;
    definition: "An olefinic compound that is hexa-2,4-diene substituted by 4-hydroxyphenyl groups at positions 3 and 4 respectively."^^xsd:string ;
    rdfs:subClassOf CHEBI:33853,
        CHEBI:78840,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76988 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C18H18O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C18H18O2/c1-3-17(13-5-9-15(19)10-6-13)18(4-2)14-7-11-16(20)12-8-14/h3-12,19-20H,1-2H3"^^xsd:string ;
    chebi:inchikey "NFDFQCUYFHCNBW-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "266.33432"^^xsd:string ;
    chebi:monoisotopicmass "266.13068"^^xsd:string ;
    chebi:smiles "CC=C(c1ccc(O)cc1)C(=CC)c1ccc(O)cc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "4,4'-hexa-2,4-diene-3,4-diyldiphenol"^^xsd:string,
        "Dienestrol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "4,4'-Hydroxy-gamma,delta-diphenyl-beta,delta-hexadiene"^^xsd:string,
        "Dehydrostilbestrol"^^xsd:string,
        "Di(p-oxyphenyl)-2,4-hexadiene"^^xsd:string,
        "dienestrol"^^xsd:string,
        "p,p'-(Diethylideneethylene)diphenol"^^xsd:string ;
    oboInOwl:id "CHEBI:4518"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:4527 a owl:Class ;
    oboInOwl:hasDbXref "CAS:90-89-1"^^xsd:string,
        "Drug_Central:873"^^xsd:string,
        "HMDB:HMDB0014849"^^xsd:string,
        "KEGG:C07968"^^xsd:string,
        "KEGG:D07825"^^xsd:string,
        "LINCS:LSM-3009"^^xsd:string ;
    rdfs:label "diethylcarbamazine"^^xsd:string ;
    rdfs:subClassOf CHEBI:46919,
        CHEBI:46920 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C10H21N3O"^^xsd:string ;
    chebi:inchi "InChI=1S/C10H21N3O/c1-4-12(5-2)10(14)13-8-6-11(3)7-9-13/h4-9H2,1-3H3"^^xsd:string ;
    chebi:inchikey "RCKMWOKWVGPNJF-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "199.294"^^xsd:string ;
    chebi:monoisotopicmass "199.16846"^^xsd:string ;
    chebi:smiles "CCN(CC)C(=O)N1CCN(C)CC1"^^xsd:string ;
    oboInOwl:hasExactSynonym "Diethylcarbamazine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "bitirazine"^^xsd:string,
        "carbamazine"^^xsd:string,
        "carbilazine"^^xsd:string,
        "caricide"^^xsd:string,
        "diethylcarbamazine citrate"^^xsd:string,
        "ethodryl"^^xsd:string,
        "N,N-Diethyl-4-methyl-1-piperazinecarboxamide"^^xsd:string,
        "notezine"^^xsd:string ;
    oboInOwl:id "CHEBI:4527"^^xsd:string ;
    oboInOwl:inSubset chebi1:_STAR .

CHEBI:4562 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:78887"^^xsd:string,
        "CAS:511-12-6"^^xsd:string,
        "Drug_Central:888"^^xsd:string,
        "DrugBank:DB00320"^^xsd:string,
        "KEGG:C07798"^^xsd:string,
        "KEGG:D07837"^^xsd:string,
        "KNApSAcK:C00001724"^^xsd:string,
        "LINCS:LSM-3619"^^xsd:string,
        "PMID:8145914"^^xsd:string,
        "PMID:10954953"^^xsd:string,
        "PMID:20132337"^^xsd:string,
        "Wikipedia:Dihydroergotamine"^^xsd:string ;
    rdfs:label "dihydroergotamine"^^xsd:string ;
    definition: "Ergotamine in which a single bond replaces the double bond between positions 9 and 10. A semisynthetic ergot alkaloid with weaker oxytocic and vasoconstrictor properties than ergotamine, it is used (as the methanesulfonic or tartaric acid salts) for the treatment of migraine and orthostatic hypotension."^^xsd:string ;
    rdfs:subClassOf CHEBI:23943,
        CHEBI:72588,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35481 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35941 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50514 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:51065 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:66991 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C33H37N5O5"^^xsd:string ;
    chebi:inchi "InChI=1S/C33H37N5O5/c1-32(35-29(39)21-15-23-22-10-6-11-24-28(22)20(17-34-24)16-25(23)36(2)18-21)31(41)38-26(14-19-8-4-3-5-9-19)30(40)37-13-7-12-27(37)33(38,42)43-32/h3-6,8-11,17,21,23,25-27,34,42H,7,12-16,18H2,1-2H3,(H,35,39)/t21-,23-,25-,26+,27+,32-,33+/m1/s1"^^xsd:string ;
    chebi:inchikey "LUZRJRNZXALNLM-JGRZULCMSA-N"^^xsd:string ;
    chebi:mass "583.67740"^^xsd:string ;
    chebi:monoisotopicmass "583.27947"^^xsd:string ;
    chebi:smiles "[H][C@@]12Cc3c[nH]c4cccc(c34)[C@@]1([H])C[C@H](CN2C)C(=O)N[C@]1(C)O[C@]2(O)N([C@@H](Cc3ccccc3)C(=O)N3CCC[C@@]23[H])C1=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:4826"^^xsd:string,
        "CHEBI:658566"^^xsd:string ;
    oboInOwl:hasExactSynonym "(10alphaH)-5'alpha-benzyl-12'-hydroxy-2'-methyl-3',6',18-trioxo-9,10-dihydroergotaman"^^xsd:string,
        "Dihydroergotamine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "5'-benzyl-12'-hydroxy-2'-methyl-3',6',18-trioxo-9,10-dihydroergotaman"^^xsd:string,
        "9,10-dihydro-12'-hydroxy-2'-methyl-5'-(phenylmethyl)ergotoman-3',6',18-trione"^^xsd:string,
        "9,10-dihydroergotamine"^^xsd:string,
        "dihidroergotamina"^^xsd:string,
        "dihydroergotamine"^^xsd:string,
        "dihydroergotaminum"^^xsd:string ;
    oboInOwl:id "CHEBI:4562"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:4591 a owl:Class ;
    oboInOwl:hasDbXref "CAS:67-96-9"^^xsd:string,
        "Drug_Central:2841"^^xsd:string,
        "DrugBank:DB01070"^^xsd:string,
        "KEGG:C06957"^^xsd:string,
        "KEGG:D00299"^^xsd:string,
        "LIPID_MAPS_instance:LMST03010056"^^xsd:string,
        "PMID:24766747"^^xsd:string,
        "PMID:25075826"^^xsd:string,
        "Reaxys:2062504"^^xsd:string,
        "Wikipedia:Dihydrotachysterol"^^xsd:string ;
    rdfs:label "dihydrotachysterol"^^xsd:string ;
    definition: "A hydroxy seco-steroid that is 9,10-secoergosta-5,7,22-triene substituted by a hydroxy group at position 3. A synthetic analogue of vitamin D that acts a bone density conservation agent."^^xsd:string ;
    rdfs:subClassOf CHEBI:27300,
        CHEBI:36819,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50646 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C28H46O"^^xsd:string ;
    chebi:inchi "InChI=1S/C28H46O/c1-19(2)20(3)9-10-22(5)26-15-16-27-23(8-7-17-28(26,27)6)12-13-24-18-25(29)14-11-21(24)4/h9-10,12-13,19-22,25-27,29H,7-8,11,14-18H2,1-6H3/b10-9+,23-12+,24-13+/t20-,21-,22+,25-,26+,27-,28+/m0/s1"^^xsd:string ;
    chebi:inchikey "ILYCWAKSDCYMBB-OPCMSESCSA-N"^^xsd:string ;
    chebi:mass "398.66424"^^xsd:string ;
    chebi:monoisotopicmass "398.35487"^^xsd:string ;
    chebi:smiles "[H][C@@]1(CC[C@]2([H])[C@]1(C)CCC\\C2=C/C=C1\\C[C@@H](O)CC[C@@H]1C)[C@H](C)\\C=C\\[C@H](C)C(C)C"^^xsd:string ;
    oboInOwl:hasExactSynonym "(3S,5E,7E,10S,22E)-9,10-secoergosta-5,7,22-trien-3-ol"^^xsd:string,
        "Dihydrotachysterol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Anti-tetany substance 10"^^xsd:string,
        "AT 10"^^xsd:string,
        "dihidrotaquisterol"^^xsd:string,
        "dihydrotachysterol"^^xsd:string,
        "dihydrotachysterolum"^^xsd:string ;
    oboInOwl:id "CHEBI:4591"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:4638 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:265884"^^xsd:string,
        "CAS:972-02-1"^^xsd:string,
        "Drug_Central:313"^^xsd:string,
        "DrugBank:DB01231"^^xsd:string,
        "HMDB:HMDB0015361"^^xsd:string,
        "KEGG:C06961"^^xsd:string,
        "KEGG:D03858"^^xsd:string,
        "LINCS:LSM-2008"^^xsd:string,
        "Patent:GB683950"^^xsd:string,
        "Patent:US2411664"^^xsd:string,
        "PMID:25573083"^^xsd:string,
        "PMID:25596445"^^xsd:string,
        "Reaxys:265884"^^xsd:string,
        "Wikipedia:Diphenidol"^^xsd:string ;
    rdfs:label "diphenidol"^^xsd:string ;
    definition: "A tertiary alcohol that is butan-1-ol substituted by two phenyl groups at position 1 and a piperidin-1-yl group at position 4."^^xsd:string ;
    rdfs:subClassOf CHEBI:22712,
        CHEBI:26151,
        CHEBI:26878,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50919 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C21H27NO"^^xsd:string ;
    chebi:inchi "InChI=1S/C21H27NO/c23-21(19-11-4-1-5-12-19,20-13-6-2-7-14-20)15-10-18-22-16-8-3-9-17-22/h1-2,4-7,11-14,23H,3,8-10,15-18H2"^^xsd:string ;
    chebi:inchikey "OGAKLTJNUQRZJU-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "309.44522"^^xsd:string ;
    chebi:monoisotopicmass "309.20926"^^xsd:string ;
    chebi:smiles "OC(CCCN1CCCCC1)(c1ccccc1)c1ccccc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "1,1-diphenyl-4-piperidin-1-ylbutan-1-ol"^^xsd:string,
        "Diphenidol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "alpha,alpha-Diphenyl-1-piperidinebutanol"^^xsd:string,
        "difenidol"^^xsd:string,
        "difenidolum"^^xsd:string,
        "Diphenyl(3-(1-piperidyl)propyl)carbinol"^^xsd:string ;
    oboInOwl:id "CHEBI:4638"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:4640 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:508755"^^xsd:string,
        "CAS:122-39-4"^^xsd:string,
        "Gmelin:67833"^^xsd:string,
        "HMDB:HMDB0032562"^^xsd:string,
        "KEGG:C11016"^^xsd:string,
        "MetaCyc:CPD-9937"^^xsd:string,
        "Pesticides:diphenylamine"^^xsd:string,
        "PMID:6446435"^^xsd:string,
        "PMID:8192920"^^xsd:string,
        "PMID:16172927"^^xsd:string,
        "PMID:16336182"^^xsd:string,
        "PMID:23200380"^^xsd:string,
        "PMID:23311914"^^xsd:string,
        "PPDB:1335"^^xsd:string,
        "Reaxys:508755"^^xsd:string,
        "Wikipedia:Diphenylamine"^^xsd:string ;
    rdfs:label "diphenylamine"^^xsd:string ;
    definition: "An aromatic amine containing two phenyl substituents. It has been used as a fungicide for the treatment of superficial scald in apples and pears, but is no longer approved for this purpose within the European Union."^^xsd:string ;
    rdfs:subClassOf CHEBI:33860,
        CHEBI:50995,
        CHEBI:87039,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48578 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:72773 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:72774 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:86328 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:173084 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C12H11N"^^xsd:string ;
    chebi:inchi "InChI=1S/C12H11N/c1-3-7-11(8-4-1)13-12-9-5-2-6-10-12/h1-10,13H"^^xsd:string ;
    chebi:inchikey "DMBHHRLKUKUOEG-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "169.22248"^^xsd:string ;
    chebi:monoisotopicmass "169.08915"^^xsd:string ;
    chebi:smiles "N(c1ccccc1)c1ccccc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "Diphenylamine"^^xsd:string,
        "N-phenylaniline"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(phenylamino)benzene"^^xsd:string,
        "anilinobenzene"^^xsd:string,
        "C6H5-NH-C6H5"^^xsd:string,
        "DPA"^^xsd:string,
        "N,N-diphenylamine"^^xsd:string,
        "N-phenylbenzenamine"^^xsd:string ;
    oboInOwl:id "CHEBI:4640"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:4653 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:0068373"^^xsd:string,
        "CAS:58-32-2"^^xsd:string,
        "Drug_Central:924"^^xsd:string,
        "DrugBank:DB00975"^^xsd:string,
        "KEGG:D00302"^^xsd:string,
        "LINCS:LSM-3927"^^xsd:string,
        "Patent:GB807826"^^xsd:string,
        "Patent:US3031450"^^xsd:string,
        "PMID:11098344"^^xsd:string,
        "PMID:11709364"^^xsd:string,
        "Reaxys:68373"^^xsd:string,
        "Wikipedia:Dipyridamole"^^xsd:string ;
    rdfs:label "dipyridamole"^^xsd:string ;
    definition: "A pyrimidopyrimidine that is 2,2',2'',2'''-(pyrimido[5,4-d]pyrimidine-2,6-diyldinitrilo)tetraethanol substituted by piperidin-1-yl groups at positions 4 and 8 respectively. A vasodilator agent, it inhibits the formation of blood clots."^^xsd:string ;
    rdfs:subClassOf CHEBI:26151,
        CHEBI:33573,
        CHEBI:48514,
        CHEBI:50996,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35620 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50427 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50444 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50445 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C24H40N8O4"^^xsd:string ;
    chebi:inchi "InChI=1S/C24H40N8O4/c33-15-11-31(12-16-34)23-26-20-19(21(27-23)29-7-3-1-4-8-29)25-24(32(13-17-35)14-18-36)28-22(20)30-9-5-2-6-10-30/h33-36H,1-18H2"^^xsd:string ;
    chebi:inchikey "IZEKFCXSFNUWAM-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "504.62592"^^xsd:string ;
    chebi:monoisotopicmass "504.31725"^^xsd:string ;
    chebi:smiles "OCCN(CCO)c1nc(N2CCCCC2)c2nc(nc(N3CCCCC3)c2n1)N(CCO)CCO"^^xsd:string ;
    oboInOwl:hasExactSynonym "2,2',2'',2'''-[(4,8-dipiperidin-1-ylpyrimido[5,4-d]pyrimidine-2,6-diyl)dinitrilo]tetraethanol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Cardoxin"^^xsd:string,
        "Cleridium 150"^^xsd:string,
        "Curantyl"^^xsd:string,
        "dipiridamol"^^xsd:string,
        "Dipyridamine"^^xsd:string,
        "dipyridamole"^^xsd:string,
        "dipyridamolum"^^xsd:string,
        "Dipyudamine"^^xsd:string,
        "Dypyridamol"^^xsd:string,
        "Persantin"^^xsd:string ;
    oboInOwl:id "CHEBI:4653"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:4657 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:492056"^^xsd:string,
        "CAS:3737-09-5"^^xsd:string,
        "Drug_Central:926"^^xsd:string,
        "DrugBank:DB00280"^^xsd:string,
        "KEGG:C06965"^^xsd:string,
        "KEGG:D00303"^^xsd:string,
        "LINCS:LSM-1439"^^xsd:string,
        "Patent:BE617730"^^xsd:string,
        "Patent:US3225054"^^xsd:string,
        "PMID:16842817"^^xsd:string,
        "PMID:24502246"^^xsd:string,
        "Reaxys:492056"^^xsd:string,
        "Wikipedia:Disopyramide"^^xsd:string ;
    rdfs:label "disopyramide"^^xsd:string ;
    definition: "A monocarboxylic acid amide that is butanamide substituted by a diisopropylamino group at position 4, a phenyl group at position 2 and a pyridin-2-yl group at position 2. It is used as a  anti-arrhythmia drug."^^xsd:string ;
    rdfs:subClassOf CHEBI:26421,
        CHEBI:29347,
        CHEBI:50996,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38070 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C21H29N3O"^^xsd:string ;
    chebi:inchi "InChI=1S/C21H29N3O/c1-16(2)24(17(3)4)15-13-21(20(22)25,18-10-6-5-7-11-18)19-12-8-9-14-23-19/h5-12,14,16-17H,13,15H2,1-4H3,(H2,22,25)"^^xsd:string ;
    chebi:inchikey "UVTNFZQICZKOEM-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "339.47458"^^xsd:string ;
    chebi:monoisotopicmass "339.23106"^^xsd:string ;
    chebi:smiles "CC(C)N(CCC(C(N)=O)(c1ccccc1)c1ccccn1)C(C)C"^^xsd:string ;
    oboInOwl:hasExactSynonym "4-(diisopropylamino)-2-phenyl-2-pyridin-2-ylbutanamide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "alpha-(2-(Diisopropylamino)ethyl)-alpha-phenyl-2-pyridineacetamide"^^xsd:string,
        "disopiramida"^^xsd:string,
        "disopyramide"^^xsd:string,
        "disopyramidum"^^xsd:string,
        "gamma-Diisopropylamino-alpha-phenyl-alpha-(2-pyridyl)butyramide"^^xsd:string ;
    oboInOwl:id "CHEBI:4657"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:4659 a owl:Class ;
    oboInOwl:hasDbXref "CAS:97-77-8"^^xsd:string,
        "Drug_Central:928"^^xsd:string,
        "DrugBank:DB00822"^^xsd:string,
        "HMDB:HMDB0014960"^^xsd:string,
        "KEGG:C01692"^^xsd:string,
        "KEGG:D00131"^^xsd:string,
        "LINCS:LSM-5467"^^xsd:string,
        "MetaCyc:DISULFIRAM"^^xsd:string,
        "Pesticides:disulfiram"^^xsd:string,
        "PMID:8442800"^^xsd:string,
        "PMID:8572926"^^xsd:string,
        "PMID:10841824"^^xsd:string,
        "PMID:11005259"^^xsd:string,
        "PMID:11716515"^^xsd:string,
        "PMID:14978246"^^xsd:string,
        "PMID:15325261"^^xsd:string,
        "PMID:15709459"^^xsd:string,
        "PMID:16426571"^^xsd:string,
        "PMID:16661923"^^xsd:string,
        "PMID:16666414"^^xsd:string,
        "PMID:16880974"^^xsd:string,
        "PMID:17079463"^^xsd:string,
        "PMID:17579916"^^xsd:string,
        "PMID:17667894"^^xsd:string,
        "PMID:18579431"^^xsd:string,
        "PMID:19720750"^^xsd:string,
        "PMID:19782464"^^xsd:string,
        "PMID:19787200"^^xsd:string,
        "PMID:21471244"^^xsd:string,
        "PMID:24496638"^^xsd:string,
        "PMID:25133664"^^xsd:string,
        "PMID:25445071"^^xsd:string,
        "PMID:25464072"^^xsd:string,
        "PMID:25476326"^^xsd:string,
        "PMID:25495604"^^xsd:string,
        "PMID:25557293"^^xsd:string,
        "PMID:25565438"^^xsd:string,
        "PMID:25657800"^^xsd:string,
        "PMID:25777347"^^xsd:string,
        "PMID:26033731"^^xsd:string,
        "PMID:26224731"^^xsd:string,
        "PMID:26235918"^^xsd:string,
        "PMID:26239994"^^xsd:string,
        "PMID:26314552"^^xsd:string,
        "PMID:26517513"^^xsd:string,
        "PMID:26550292"^^xsd:string,
        "PMID:31151194"^^xsd:string,
        "PMID:32963852"^^xsd:string,
        "PMID:32971817"^^xsd:string,
        "PMID:33731397"^^xsd:string,
        "PMID:34012274"^^xsd:string,
        "PMID:34045896"^^xsd:string,
        "Reaxys:1712560"^^xsd:string,
        "Wikipedia:Disulfiram"^^xsd:string ;
    rdfs:label "disulfiram"^^xsd:string ;
    definition: "An organic disulfide that results from the formal oxidative dimerisation of N,N-diethyldithiocarbamic acid.  A multi-enzyme inhibitor that is used in alcohol aversion therapy and also exhibits anticancer properties."^^xsd:string ;
    rdfs:subClassOf CHEBI:35489,
        CHEBI:39298,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:24127 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35487 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35610 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37733 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48422 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50276 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:68495 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:73240 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78444 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:173085 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C10H20N2S4"^^xsd:string ;
    chebi:inchi "InChI=1S/C10H20N2S4/c1-5-11(6-2)9(13)15-16-10(14)12(7-3)8-4/h5-8H2,1-4H3"^^xsd:string ;
    chebi:inchikey "AUZONCFQVSMFAP-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "296.544"^^xsd:string ;
    chebi:monoisotopicmass "296.05093"^^xsd:string ;
    chebi:smiles "S(SC(N(CC)CC)=S)C(N(CC)CC)=S"^^xsd:string ;
    oboInOwl:hasExactSynonym "1,1',1'',1'''-[disulfanediylbis(carbonothioylnitrilo)]tetraethane"^^xsd:string,
        "Disulfiram"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1,1'-dithiobis(N,N-diethylthioformamide)"^^xsd:string,
        "Antabuse"^^xsd:string,
        "bis(diethylthiocarbamoyl) disulfide"^^xsd:string,
        "N,N,N',N'-tetraethylthiuram disulfide"^^xsd:string,
        "tetraethylthioperoxydicarbonic diamide"^^xsd:string,
        "Tetraethylthiuram disulfide"^^xsd:string,
        "tetraethylthiuram disulfide"^^xsd:string,
        "tetraethylthiuram disulphide"^^xsd:string ;
    oboInOwl:id "CHEBI:4659"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:4681 a owl:Class ;
    oboInOwl:hasDbXref "CAS:115256-11-6"^^xsd:string,
        "Drug_Central:942"^^xsd:string,
        "DrugBank:DB00204"^^xsd:string,
        "KEGG:C07751"^^xsd:string,
        "KEGG:D00647"^^xsd:string,
        "LINCS:LSM-5925"^^xsd:string,
        "Patent:EP245997"^^xsd:string,
        "Patent:US4959366"^^xsd:string,
        "PMID:11326815"^^xsd:string,
        "PMID:25620152"^^xsd:string,
        "PMID:25626340"^^xsd:string,
        "Reaxys:3572833"^^xsd:string,
        "Wikipedia:Dofetilide"^^xsd:string ;
    rdfs:label "dofetilide"^^xsd:string ;
    definition: "A tertiary amino compound that is N-ethyl-N-methylethanamine substituted by a 4-[(methylsulfonyl)amino]phenoxy and a 4-[(methylsulfonyl)amino]phenyl group at the terminal carbon atoms respectively. It is used as an  anti-arrhythmia drug."^^xsd:string ;
    rdfs:subClassOf CHEBI:35358,
        CHEBI:35618,
        CHEBI:50996,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38070 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50509 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C19H27N3O5S2"^^xsd:string ;
    chebi:inchi "InChI=1S/C19H27N3O5S2/c1-22(13-12-16-4-6-17(7-5-16)20-28(2,23)24)14-15-27-19-10-8-18(9-11-19)21-29(3,25)26/h4-11,20-21H,12-15H2,1-3H3"^^xsd:string ;
    chebi:inchikey "IXTMWRCNAAVVAI-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "441.56500"^^xsd:string ;
    chebi:monoisotopicmass "441.13921"^^xsd:string ;
    chebi:smiles "CN(CCOc1ccc(NS(C)(=O)=O)cc1)CCc1ccc(NS(C)(=O)=O)cc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "Dofetilide"^^xsd:string,
        "N-(4-{2-[methyl(2-{4-[(methylsulfonyl)amino]phenoxy}ethyl)amino]ethyl}phenyl)methanesulfonamide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "beta-((p-Methanesulfonamidophenethyl)methylamino)methanesulfono-p-phenetidide"^^xsd:string,
        "dofetilida"^^xsd:string,
        "dofetilide"^^xsd:string,
        "dofetilidum"^^xsd:string,
        "Tikosyn"^^xsd:string ;
    oboInOwl:id "CHEBI:4681"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:4682 a owl:Class ;
    oboInOwl:hasDbXref "CAS:115956-12-2"^^xsd:string,
        "Drug_Central:3931"^^xsd:string,
        "KEGG:C07866"^^xsd:string,
        "KEGG:D07867"^^xsd:string ;
    rdfs:label "dolasetron"^^xsd:string ;
    rdfs:subClassOf CHEBI:24828,
        CHEBI:38063,
        CHEBI:38064 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C19H20N2O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C19H20N2O3/c22-18-10-21-12-5-11(18)6-13(21)8-14(7-12)24-19(23)16-9-20-17-4-2-1-3-15(16)17/h1-4,9,11-14,20H,5-8,10H2"^^xsd:string ;
    chebi:inchikey "UKTAZPQNNNJVKR-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "324.374"^^xsd:string ;
    chebi:monoisotopicmass "324.14739"^^xsd:string ;
    chebi:smiles "O=C(OC1CC2CC3CC(C1)N2CC3=O)c1c[nH]c2ccccc12"^^xsd:string ;
    oboInOwl:hasExactSynonym "Dolasetron"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "anemet"^^xsd:string,
        "anzemet"^^xsd:string,
        "anzemet hydrate"^^xsd:string,
        "dolasetron mesilate"^^xsd:string,
        "dolasetron mesylate"^^xsd:string,
        "dolasetron mesylate hydrate"^^xsd:string,
        "dolasetron methanesulfonate hydrate"^^xsd:string,
        "MDL 73,147EF"^^xsd:string ;
    oboInOwl:id "CHEBI:4682"^^xsd:string ;
    oboInOwl:inSubset chebi1:_STAR .

CHEBI:4705 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C00434"^^xsd:string ;
    rdfs:label "double-stranded DNA"^^xsd:string ;
    rdfs:subClassOf CHEBI:16991 ;
    chebi:formula "C10H17O8PR2(C5H8O5PR)n.C10H17O7PR2(C5H8O6PR)n"^^xsd:string ;
    oboInOwl:hasExactSynonym "Double-stranded DNA"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "dsDNA"^^xsd:string ;
    oboInOwl:id "CHEBI:4705"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:4708 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:731849"^^xsd:string,
        "CAS:74191-85-8"^^xsd:string,
        "Drug_Central:954"^^xsd:string,
        "DrugBank:DB00590"^^xsd:string,
        "HMDB:HMDB0014728"^^xsd:string,
        "KEGG:C06970"^^xsd:string,
        "KEGG:D07874"^^xsd:string,
        "LINCS:LSM-4335"^^xsd:string,
        "Patent:DE2847623"^^xsd:string,
        "Patent:US4188390"^^xsd:string,
        "PMID:17171413"^^xsd:string,
        "PMID:18559700"^^xsd:string,
        "Reaxys:731849"^^xsd:string,
        "Wikipedia:Doxazosin"^^xsd:string ;
    rdfs:label "doxazosin"^^xsd:string ;
    definition: "A member of the class of  quinazolines that is quinazoline substituted by an amino group at position 4, methoxy groups at positions 6 and 7 and a piperazin-1-yl group at position 2 which in turn is substituted by a 2,3-dihydro-1,4-benzodioxin-2-ylcarbonyl group at position 4. An  antihypertensive agent, it is used in the treatment of high blood pressure."^^xsd:string ;
    rdfs:subClassOf CHEBI:29347,
        CHEBI:38530,
        CHEBI:46844,
        CHEBI:46848,
        CHEBI:64096,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35610 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35620 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35674 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37890 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:59844 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C23H25N5O5"^^xsd:string ;
    chebi:inchi "InChI=1S/C23H25N5O5/c1-30-18-11-14-15(12-19(18)31-2)25-23(26-21(14)24)28-9-7-27(8-10-28)22(29)20-13-32-16-5-3-4-6-17(16)33-20/h3-6,11-12,20H,7-10,13H2,1-2H3,(H2,24,25,26)"^^xsd:string ;
    chebi:inchikey "RUZYUOTYCVRMRZ-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "451.47510"^^xsd:string ;
    chebi:monoisotopicmass "451.18557"^^xsd:string ;
    chebi:smiles "COc1cc2nc(nc(N)c2cc1OC)N1CCN(CC1)C(=O)C1COc2ccccc2O1"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-[4-(2,3-dihydro-1,4-benzodioxin-2-ylcarbonyl)piperazin-1-yl]-6,7-dimethoxyquinazolin-4-amine"^^xsd:string,
        "Doxazosin"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-(4-Amino-6,7-dimethoxy-2-chinazolinyl)-4-(2,3-dihydro-1,4-benzodioxixin-2-ylcarbonyl)piperazin"^^xsd:string,
        "1-(4-Amino-6,7-Dimethoxy-2-quinazolinyl)-4-(1,4-benzodioxan-2-ylcarbonyl)piperazin"^^xsd:string,
        "doxazosin"^^xsd:string,
        "doxazosina"^^xsd:string,
        "doxazosine"^^xsd:string,
        "doxazosinum"^^xsd:string ;
    oboInOwl:id "CHEBI:4708"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:4710 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1348849"^^xsd:string,
        "CAS:1668-19-5"^^xsd:string,
        "Drug_Central:956"^^xsd:string,
        "DrugBank:DB01142"^^xsd:string,
        "HMDB:HMDB0015273"^^xsd:string,
        "KEGG:C06971"^^xsd:string,
        "KEGG:D07875"^^xsd:string,
        "LINCS:LSM-2803"^^xsd:string,
        "PMID:15014590"^^xsd:string,
        "PMID:19357442"^^xsd:string,
        "Reaxys:1348849"^^xsd:string,
        "Wikipedia:Doxepin"^^xsd:string ;
    rdfs:label "doxepin"^^xsd:string ;
    definition: "A dibenzooxepine that is 6,11-dihydrodibenzo[b,e]oxepine substituted by a 3-(dimethylamino)propylidene group at position 11. It is used as an  antidepressant drug."^^xsd:string ;
    rdfs:subClassOf CHEBI:38926,
        CHEBI:50996,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35469 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C19H21NO"^^xsd:string ;
    chebi:inchi "InChI=1S/C19H21NO/c1-20(2)13-7-11-17-16-9-4-3-8-15(16)14-21-19-12-6-5-10-18(17)19/h3-6,8-12H,7,13-14H2,1-2H3"^^xsd:string ;
    chebi:inchikey "ODQWQRRAPPTVAG-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "279.37618"^^xsd:string ;
    chebi:monoisotopicmass "279.16231"^^xsd:string ;
    chebi:smiles "[H]C(CCN(C)C)=C1c2ccccc2COc2ccccc12"^^xsd:string ;
    oboInOwl:hasExactSynonym "3-dibenzo[b,e]oxepin-11(6H)-ylidene-N,N-dimethylpropan-1-amine"^^xsd:string,
        "Doxepin"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3-dibenz[b,e]oxepin-11(6H)-ylidene-N,N-dimethyl-1-propanamine"^^xsd:string ;
    oboInOwl:id "CHEBI:4710"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:4754 a owl:Class ;
    oboInOwl:hasDbXref "CAS:27220-47-9"^^xsd:string,
        "DrugBank:DB01127"^^xsd:string,
        "HMDB:HMDB0015259"^^xsd:string,
        "KEGG:C08068"^^xsd:string,
        "KEGG:D03936"^^xsd:string,
        "PMID:11065186"^^xsd:string,
        "PMID:15094063"^^xsd:string,
        "PMID:24374794"^^xsd:string,
        "PMID:24530389"^^xsd:string,
        "Reaxys:964150"^^xsd:string,
        "Wikipedia:Econazole"^^xsd:string ;
    rdfs:label "econazole"^^xsd:string ;
    definition: "A racemate composed of equimolar amounts of (R)- and (S)-econazole. Used (as its nitrate salt) to treat skin infections such as athlete's foot, jock itch, ringworm and other fungal skin infections."^^xsd:string ;
    rdfs:subClassOf CHEBI:60911,
        CHEBI:87069,
        CHEBI:87071,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:82872 ],
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:82877 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C18H15Cl3N2O"^^xsd:string ;
    chebi:mass "381.68400"^^xsd:string ;
    chebi:monoisotopicmass "380.02500"^^xsd:string ;
    oboInOwl:hasExactSynonym "Econazole"^^xsd:string,
        "rac-1-{2-(4-chlorobenzyloxy)-2-(2,4-dichlorophenyl)ethyl}-1H-imidazole"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-(2,4-Dichloro-beta-((p-chlorobenzyl)oxy)phenethyl)imidazole"^^xsd:string,
        "(+-)-Econazole"^^xsd:string,
        "(+-)-econazole"^^xsd:string,
        "(RS)-econazole"^^xsd:string,
        "rac-econazole"^^xsd:string ;
    oboInOwl:id "CHEBI:4754"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:4792 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1903921"^^xsd:string,
        "CAS:13838-16-9"^^xsd:string,
        "Drug_Central:1009"^^xsd:string,
        "DrugBank:DB00228"^^xsd:string,
        "HMDB:HMDB0014373"^^xsd:string,
        "KEGG:C07516"^^xsd:string,
        "KEGG:D00543"^^xsd:string,
        "Patent:AU2014277860"^^xsd:string,
        "Patent:US5783199"^^xsd:string,
        "PMID:7457058"^^xsd:string,
        "PMID:23934553"^^xsd:string,
        "PMID:25386744"^^xsd:string,
        "Reaxys:1903921"^^xsd:string,
        "Wikipedia:Enflurane"^^xsd:string ;
    rdfs:label "enflurane"^^xsd:string ;
    definition: "An ether in which the oxygen atom is connected to 2-chloro-1,1,2-trifluoroethyl and difluoromethyl groups."^^xsd:string ;
    rdfs:subClassOf CHEBI:25698,
        CHEBI:36683,
        CHEBI:37143,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:39832 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38867 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C3H2ClF5O"^^xsd:string ;
    chebi:inchi "InChI=1S/C3H2ClF5O/c4-1(5)3(8,9)10-2(6)7/h1-2H"^^xsd:string ;
    chebi:inchikey "JPGQOUSTVILISH-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "184.49210"^^xsd:string ;
    chebi:monoisotopicmass "183.97143"^^xsd:string ;
    chebi:smiles "FC(F)OC(F)(F)C(F)Cl"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-chloro-1-(difluoromethoxy)-1,1,2-trifluoroethane"^^xsd:string,
        "Enflurane"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-chloro-1,1,2-trifluoroethyl difluoromethyl ether"^^xsd:string,
        "Alyrane"^^xsd:string,
        "Efrane"^^xsd:string,
        "Ethrane"^^xsd:string,
        "Methylflurether"^^xsd:string ;
    oboInOwl:id "CHEBI:4792"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:4798 a owl:Class ;
    oboInOwl:hasDbXref "CAS:130929-57-6"^^xsd:string,
        "Drug_Central:1018"^^xsd:string,
        "DrugBank:DB00494"^^xsd:string,
        "KEGG:C07943"^^xsd:string,
        "KEGG:D00781"^^xsd:string,
        "Patent:EP426468"^^xsd:string,
        "Patent:US5135950"^^xsd:string,
        "Patent:US6599530"^^xsd:string,
        "Patent:WO2005063693"^^xsd:string,
        "PMID:11244274"^^xsd:string,
        "PMID:11586115"^^xsd:string,
        "PMID:11732751"^^xsd:string,
        "PMID:12952501"^^xsd:string,
        "PMID:15698633"^^xsd:string,
        "PMID:15875340"^^xsd:string,
        "PMID:15878587"^^xsd:string,
        "PMID:15992091"^^xsd:string,
        "PMID:19578428"^^xsd:string,
        "PMID:19879254"^^xsd:string,
        "Reaxys:8158723"^^xsd:string,
        "Wikipedia:Entacapone"^^xsd:string ;
    rdfs:label "entacapone"^^xsd:string ;
    definition: "A monocarboxylic acid amide that is N,N-diethylprop-2-enamide in which the hydrogen at position 2 is substituted by a cyano group and the hydrogen at the 3E position is substituted by a 3,4-dihydroxy-5-nitrophenyl group."^^xsd:string ;
    rdfs:subClassOf CHEBI:18379,
        CHEBI:29347,
        CHEBI:33566,
        CHEBI:86421,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35470 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48406 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48407 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C14H15N3O5"^^xsd:string ;
    chebi:inchi "InChI=1S/C14H15N3O5/c1-3-16(4-2)14(20)10(8-15)5-9-6-11(17(21)22)13(19)12(18)7-9/h5-7,18-19H,3-4H2,1-2H3/b10-5+"^^xsd:string ;
    chebi:inchikey "JRURYQJSLYLRLN-BJMVGYQFSA-N"^^xsd:string ;
    chebi:mass "305.28612"^^xsd:string ;
    chebi:monoisotopicmass "305.10117"^^xsd:string ;
    chebi:smiles "CCN(CC)C(=O)C(\\C#N)=C\\c1cc(O)c(O)c(c1)[N+]([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2E)-2-cyano-3-(3,4-dihydroxy-5-nitrophenyl)-N,N-diethylprop-2-enamide"^^xsd:string,
        "Entacapone"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(E)-alpha-Cyano-N,N-diethyl-3,4-dihydroxy-5-nitrocinnamamide"^^xsd:string,
        "Comtan"^^xsd:string,
        "Comtess"^^xsd:string,
        "entacapona"^^xsd:string,
        "entacapone"^^xsd:string,
        "entacaponum"^^xsd:string,
        "N,N-diethyl-2-cyano-3-(3,4-dihydroxy-5-nitrophenyl) acrylamide"^^xsd:string ;
    oboInOwl:id "CHEBI:4798"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:4814 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:4338002"^^xsd:string,
        "CAS:133040-01-4"^^xsd:string,
        "Drug_Central:1037"^^xsd:string,
        "DrugBank:DB00876"^^xsd:string,
        "KEGG:C07467"^^xsd:string,
        "KEGG:D04040"^^xsd:string,
        "Patent:EP403159"^^xsd:string,
        "Patent:US5185351"^^xsd:string,
        "Reaxys:4338002"^^xsd:string,
        "Wikipedia:Eprosartan"^^xsd:string ;
    rdfs:label "eprosartan"^^xsd:string ;
    definition: "A member of the class of  imidazoles and  thiophenes  that is an angiotensin II receptor antagonist used for the treatment of high blood pressure."^^xsd:string ;
    rdfs:subClassOf CHEBI:24780,
        CHEBI:26961,
        CHEBI:35692,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35674 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35703 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:61016 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78298 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C23H24N2O4S"^^xsd:string ;
    chebi:inchi "InChI=1S/C23H24N2O4S/c1-2-3-6-21-24-14-19(12-18(23(28)29)13-20-5-4-11-30-20)25(21)15-16-7-9-17(10-8-16)22(26)27/h4-5,7-12,14H,2-3,6,13,15H2,1H3,(H,26,27)(H,28,29)/b18-12+"^^xsd:string ;
    chebi:inchikey "OROAFUQRIXKEMV-LDADJPATSA-N"^^xsd:string ;
    chebi:mass "424.51300"^^xsd:string ;
    chebi:monoisotopicmass "424.14568"^^xsd:string ;
    chebi:smiles "CCCCc1ncc(\\C=C(/Cc2cccs2)C(O)=O)n1Cc1ccc(cc1)C(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "4-({2-butyl-5-[(1E)-2-carboxy-3-(2-thienyl)prop-1-en-1-yl]-1H-imidazol-1-yl}methyl)benzoic acid"^^xsd:string,
        "Eprosartan"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(E)-2-butyl-1-(p-carboxybenzyl)-alpha-2-thenylimidazole-5-acrylic acid"^^xsd:string,
        "(E)-3-[2-n-butyl-1-{(4-carboxyphenyl)methyl}-1H-imidazol-5-yl]-2-(2-thienyl)methyl-2-propenoic acid"^^xsd:string,
        "(E)-alpha{[2-butyl-1-[(4-carboxyphenyl)methyl]-1H-imidazole-5-yl]methylene}-2-thiopheneproprionic acid"^^xsd:string,
        "eprosartan"^^xsd:string ;
    oboInOwl:id "CHEBI:4814"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:4819 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:90708"^^xsd:string,
        "CAS:478-94-4"^^xsd:string,
        "KEGG:C09160"^^xsd:string,
        "KNApSAcK:C00001718"^^xsd:string,
        "Reaxys:90708"^^xsd:string ;
    rdfs:label "lysergamide"^^xsd:string ;
    definition: "An ergoline alkaloid comprising ergoline lacking hydrogens at positions 9 and 10 and also having a methyl group attached to the piperidine nitrogen."^^xsd:string ;
    rdfs:subClassOf CHEBI:60529,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:38484 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C16H17N3O"^^xsd:string ;
    chebi:inchi "InChI=1S/C16H17N3O/c1-19-8-10(16(17)20)5-12-11-3-2-4-13-15(11)9(7-18-13)6-14(12)19/h2-5,7,10,14,18H,6,8H2,1H3,(H2,17,20)/t10-,14-/m1/s1"^^xsd:string ;
    chebi:inchikey "GENAHGKEFJLNJB-QMTHXVAHSA-N"^^xsd:string ;
    chebi:mass "267.32570"^^xsd:string ;
    chebi:monoisotopicmass "267.13716"^^xsd:string ;
    chebi:smiles "[H][C@@]12Cc3c[nH]c4cccc(C1=C[C@H](CN2C)C(N)=O)c34"^^xsd:string ;
    oboInOwl:hasExactSynonym "(8R)-9,10-didehydro-6-methylergoline-8-carboxamide"^^xsd:string,
        "Lysergamide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "9,10-didehydro-6-methylergoline-8beta-carboxamide"^^xsd:string,
        "(+)-lysergamide"^^xsd:string,
        "Ergine"^^xsd:string,
        "lysergic acid amide"^^xsd:string ;
    oboInOwl:id "CHEBI:4819"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:4826 a owl:Class ;
    owl:deprecated true ;
    replacedBy: CHEBI:4562 ;
    obsReason: termsMerged: .

CHEBI:4868 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:5637599"^^xsd:string,
        "CAS:2998-57-4"^^xsd:string,
        "Drug_Central:1065"^^xsd:string,
        "DrugBank:DB01196"^^xsd:string,
        "HMDB:HMDB0015327"^^xsd:string,
        "KEGG:C11228"^^xsd:string,
        "KEGG:D04066"^^xsd:string,
        "LIPID_MAPS_instance:LMST02010038"^^xsd:string,
        "Patent:BE646319"^^xsd:string,
        "Patent:US3299104"^^xsd:string,
        "PMID:7638085"^^xsd:string,
        "PMID:11131983"^^xsd:string,
        "PMID:15762353"^^xsd:string,
        "Reaxys:5637599"^^xsd:string,
        "Wikipedia:Estramustine"^^xsd:string ;
    rdfs:label "estramustine"^^xsd:string ;
    definition: "A carbamate ester obtained by the formal condensation of the hydroxy group of 17beta-estradiol with the carboxy group of bis(2-chloroethyl)carbamic acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:23003,
        CHEBI:35343,
        CHEBI:36683,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:16469 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:22333 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35610 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:66987 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C23H31Cl2NO3"^^xsd:string ;
    chebi:inchi "InChI=1S/C23H31Cl2NO3/c1-23-9-8-18-17-5-3-16(29-22(28)26(12-10-24)13-11-25)14-15(17)2-4-19(18)20(23)6-7-21(23)27/h3,5,14,18-21,27H,2,4,6-13H2,1H3/t18-,19-,20+,21+,23+/m1/s1"^^xsd:string ;
    chebi:inchikey "FRPJXPJMRWBBIH-RBRWEJTLSA-N"^^xsd:string ;
    chebi:mass "440.40300"^^xsd:string ;
    chebi:monoisotopicmass "439.16810"^^xsd:string ;
    chebi:smiles "[H][C@]12CC[C@]3(C)[C@@H](O)CC[C@@]3([H])[C@]1([H])CCc1cc(OC(=O)N(CCCl)CCCl)ccc21"^^xsd:string ;
    oboInOwl:hasExactSynonym "(17beta)-17-hydroxyestra-1(10),2,4-trien-3-yl bis(2-chloroethyl)carbamate"^^xsd:string,
        "Estramustine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "17beta-Estradiol 3-(bis(2-chloroethyl)carbamate)"^^xsd:string,
        "Estradiol 3-(N,N-bis(2-chloroethyl)carbamate)"^^xsd:string,
        "estramustina"^^xsd:string,
        "estramustine"^^xsd:string,
        "estramustinum"^^xsd:string ;
    oboInOwl:id "CHEBI:4868"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:4876 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1915060"^^xsd:string,
        "CAS:58-54-8"^^xsd:string,
        "Drug_Central:1071"^^xsd:string,
        "DrugBank:DB00903"^^xsd:string,
        "HMDB:HMDB0015039"^^xsd:string,
        "KEGG:D00313"^^xsd:string,
        "LINCS:LSM-3420"^^xsd:string,
        "PDBeChem:EAA"^^xsd:string,
        "PMID:7932170"^^xsd:string,
        "Reaxys:1915060"^^xsd:string,
        "Wikipedia:Etacrynic_acid"^^xsd:string ;
    rdfs:label "etacrynic acid"^^xsd:string ;
    definition: "An aromatic ether that is phenoxyacetic acid in which the phenyl ring is substituted by chlorines at positions 2 and 3, and by a 2-methylidenebutanoyl group at position 4. It is a loop diuretic used to treat high blood pressure resulting from diseases such as congestive heart failure, liver failure, and kidney failure. It is also a glutathione S-transferase (EC 2.5.1.18) inhibitor."^^xsd:string ;
    rdfs:subClassOf CHEBI:23697,
        CHEBI:25384,
        CHEBI:35618,
        CHEBI:76224,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:15366 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50184 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76797 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77608 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C13H12Cl2O4"^^xsd:string ;
    chebi:inchi "InChI=1S/C13H12Cl2O4/c1-3-7(2)13(18)8-4-5-9(12(15)11(8)14)19-6-10(16)17/h4-5H,2-3,6H2,1H3,(H,16,17)"^^xsd:string ;
    chebi:inchikey "AVOLMBLBETYQHX-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "303.13800"^^xsd:string ;
    chebi:monoisotopicmass "302.01126"^^xsd:string ;
    chebi:smiles "CCC(=C)C(=O)c1ccc(OCC(O)=O)c(Cl)c1Cl"^^xsd:string ;
    oboInOwl:hasExactSynonym "[2,3-dichloro-4-(2-methylidenebutanoyl)phenoxy]acetic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2,3-Dichloro-4-(2-methylene-1-oxobutyl)phenoxy)acetic acid"^^xsd:string,
        "acide etacrynique"^^xsd:string,
        "acido etacrinico"^^xsd:string,
        "acidum etacrynicum"^^xsd:string,
        "Crinuryl"^^xsd:string,
        "Edecril"^^xsd:string,
        "Edecrina"^^xsd:string,
        "Endecril"^^xsd:string,
        "Etacrinic acid"^^xsd:string,
        "etacrynic acid"^^xsd:string,
        "Ethacrynate"^^xsd:string,
        "ethacrynic acid"^^xsd:string,
        "Hidromedin"^^xsd:string,
        "Hydromedin"^^xsd:string,
        "Methylenebutyrylphenoxyacetic acid"^^xsd:string,
        "Mingit"^^xsd:string,
        "Otacril"^^xsd:string,
        "Reomax"^^xsd:string,
        "Taladren"^^xsd:string,
        "Uregit"^^xsd:string ;
    oboInOwl:id "CHEBI:4876"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:4885 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:116474"^^xsd:string,
        "CAS:536-33-4"^^xsd:string,
        "Drug_Central:1083"^^xsd:string,
        "DrugBank:DB00609"^^xsd:string,
        "HMDB:HMDB0014747"^^xsd:string,
        "KEGG:C07665"^^xsd:string,
        "KEGG:D00591"^^xsd:string,
        "LINCS:LSM-5620"^^xsd:string,
        "Patent:GB800250"^^xsd:string,
        "PMID:14651620"^^xsd:string,
        "PMID:15673755"^^xsd:string,
        "PMID:15850780"^^xsd:string,
        "Reaxys:116474"^^xsd:string,
        "Wikipedia:Ethionamide"^^xsd:string ;
    rdfs:label "ethionamide"^^xsd:string ;
    definition: "A thiocarboxamide that is pyridine-4-carbothioamide substituted by an ethyl group at position 2. A prodrug that undergoes metabolic activation by conversion to the corresponding S-oxide."^^xsd:string ;
    rdfs:subClassOf CHEBI:26421,
        CHEBI:47956,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:33231 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35679 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35816 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50185 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50266 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C8H10N2S"^^xsd:string ;
    chebi:inchi "InChI=1S/C8H10N2S/c1-2-7-5-6(8(9)11)3-4-10-7/h3-5H,2H2,1H3,(H2,9,11)"^^xsd:string ;
    chebi:inchikey "AEOCXXJPGCBFJA-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "166.24448"^^xsd:string ;
    chebi:monoisotopicmass "166.05647"^^xsd:string ;
    chebi:smiles "CCc1cc(ccn1)C(N)=S"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-ethylpyridine-4-carbothioamide"^^xsd:string,
        "Ethionamide"^^xsd:string,
        "ethionamide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-ethyl-4-thiopyridylamide"^^xsd:string,
        "ETH"^^xsd:string,
        "Ethinamide"^^xsd:string,
        "ethionamidum"^^xsd:string,
        "Ethioniamide"^^xsd:string,
        "Ethylisothiamide"^^xsd:string,
        "Ethyonomide"^^xsd:string,
        "Etionamid"^^xsd:string,
        "etionamida"^^xsd:string,
        "Etionamide"^^xsd:string,
        "Etioniamid"^^xsd:string,
        "ETP"^^xsd:string,
        "Trecator"^^xsd:string ;
    oboInOwl:id "CHEBI:4885"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:4907 a owl:Class ;
    oboInOwl:hasDbXref "CAS:2809-21-4"^^xsd:string,
        "Drug_Central:1098"^^xsd:string,
        "DrugBank:DB01077"^^xsd:string,
        "HMDB:HMDB0015210"^^xsd:string,
        "KEGG:C07736"^^xsd:string,
        "KEGG:D02373"^^xsd:string,
        "LINCS:LSM-5508"^^xsd:string,
        "Patent:US3159581"^^xsd:string,
        "Patent:US3400147"^^xsd:string,
        "Patent:US3468935"^^xsd:string,
        "Patent:US3475486"^^xsd:string,
        "PDBeChem:911"^^xsd:string,
        "PMID:7858370"^^xsd:string,
        "PMID:10385693"^^xsd:string,
        "PMID:11503828"^^xsd:string,
        "PMID:17157266"^^xsd:string,
        "PMID:17214981"^^xsd:string,
        "PMID:18313802"^^xsd:string,
        "PMID:18646327"^^xsd:string,
        "PMID:22515905"^^xsd:string,
        "Reaxys:1789291"^^xsd:string,
        "Wikipedia:Etidronic_acid"^^xsd:string ;
    rdfs:label "etidronic acid"^^xsd:string ;
    definition: "A  1,1-bis(phosphonic acid) that is (ethane-1,1-diyl)bis(phosphonic acid) having a hydroxy substituent at the 1-position. It inhibits the formation, growth, and dissolution of hydroxyapatite crystals by chemisorption to calcium phosphate surfaces."^^xsd:string ;
    rdfs:subClassOf CHEBI:77383,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:77356 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35610 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38161 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50646 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C2H8O7P2"^^xsd:string ;
    chebi:inchi "InChI=1S/C2H8O7P2/c1-2(3,10(4,5)6)11(7,8)9/h3H,1H3,(H2,4,5,6)(H2,7,8,9)"^^xsd:string ;
    chebi:inchikey "DBVJJBKOTRCVKF-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "206.02820"^^xsd:string ;
    chebi:monoisotopicmass "205.97453"^^xsd:string ;
    chebi:smiles "CC(O)(P(O)(O)=O)P(O)(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:63588"^^xsd:string ;
    oboInOwl:hasExactSynonym "(1-hydroxyethane-1,1-diyl)bis(phosphonic acid)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1,1,1-Ethanetriol diphosphonate"^^xsd:string,
        "1-Hydroxy-1,1-diphosphonoethane"^^xsd:string,
        "1-Hydroxyethane-1,1-bisphosphonic acid"^^xsd:string,
        "1-Hydroxyethane-1,1-diphosphonate"^^xsd:string,
        "1-Hydroxyethane-1,1-diphosphonic acid"^^xsd:string,
        "1-Hydroxyethanediphosphonic acid"^^xsd:string,
        "1-Hydroxyethylidene-1,1-bisphosphonate"^^xsd:string,
        "1-Hydroxyethylidene-1,1-diphosphonic acid"^^xsd:string,
        "(1-Hydroxyethylene)diphosphonic acid"^^xsd:string,
        "(1-Hydroxyethylidene)bis(phosphonic acid)"^^xsd:string,
        "(1-Hydroxyethylidene)bisphosphonic acid"^^xsd:string,
        "(1-Hydroxyethylidene)diphosphonic acid"^^xsd:string,
        "(Hydroxyethylidene)diphosphonic acid"^^xsd:string,
        "Acetodiphosphonic acid"^^xsd:string,
        "acide etidronique"^^xsd:string,
        "acido etidronico"^^xsd:string,
        "acidum etidronicum"^^xsd:string,
        "EHDP"^^xsd:string,
        "ethane-1-hydroxy-1,1-bisphosphonic acid"^^xsd:string,
        "Ethane-1-hydroxy-1,1-diphosphonate"^^xsd:string,
        "Ethane-1-hydroxy-1,1-diphosphonic acid"^^xsd:string,
        "etidronate"^^xsd:string,
        "etidronic acid"^^xsd:string,
        "Etidronsaeure"^^xsd:string,
        "HEDP"^^xsd:string,
        "Hydroxyethanediphosphonic acid"^^xsd:string,
        "Oxyethylidenediphosphonic acid"^^xsd:string ;
    oboInOwl:id "CHEBI:4907"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:4911 a owl:Class ;
    oboInOwl:hasDbXref "CAS:33419-42-0"^^xsd:string,
        "Drug_Central:1112"^^xsd:string,
        "DrugBank:DB00773"^^xsd:string,
        "KEGG:C01576"^^xsd:string,
        "KEGG:D00125"^^xsd:string,
        "LINCS:LSM-6348"^^xsd:string,
        "Patent:US3524844"^^xsd:string,
        "Wikipedia:Etoposide"^^xsd:string ;
    rdfs:label "etoposide"^^xsd:string ;
    rdfs:subClassOf CHEBI:22798,
        CHEBI:50307,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:50305 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:74422 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35610 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:59517 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C29H32O13"^^xsd:string ;
    chebi:inchi "InChI=1S/C29H32O13/c1-11-36-9-20-27(40-11)24(31)25(32)29(41-20)42-26-14-7-17-16(38-10-39-17)6-13(14)21(22-15(26)8-37-28(22)33)12-4-18(34-2)23(30)19(5-12)35-3/h4-7,11,15,20-22,24-27,29-32H,8-10H2,1-3H3/t11-,15+,20-,21-,22+,24-,25-,26-,27-,29+/m1/s1"^^xsd:string ;
    chebi:inchikey "VJJPUSNTGOMMGY-MRVIYFEKSA-N"^^xsd:string ;
    chebi:mass "588.55660"^^xsd:string ;
    chebi:monoisotopicmass "588.18429"^^xsd:string ;
    chebi:smiles "[H][C@]12COC(=O)[C@]1([H])[C@H](c1cc(OC)c(O)c(OC)c1)c1cc3OCOc3cc1[C@H]2O[C@@H]1O[C@@H]2CO[C@@H](C)O[C@H]2[C@H](O)[C@H]1O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(5S,5aR,8aR,9R)-9-(4-hydroxy-3,5-dimethoxyphenyl)-8-oxo-5,5a,6,8,8a,9-hexahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-5-yl 4,6-O-[(1R)-ethylidene]-beta-D-glucopyranoside"^^xsd:string,
        "Etoposide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "4'-Demethylepipodophyllotoxin 9-(4,6-O-(R)-ethylidene-beta-D-glucopyranoside)"^^xsd:string,
        "4-demethylepipodophyllotoxin beta-D-ethylideneglucoside"^^xsd:string,
        "9-((4,6-O-Ethylidine-beta-D-glucopyranosyl)oxy)-5,8,8a,9-tetrahydro-5-(4-hydroxy-3,4-dimethyloxyphenyl)furo(3',4'':6,7)naptho-(2,3-d)-1,3-dioxol-6(5aH)-one"^^xsd:string,
        "(-)-etoposide"^^xsd:string,
        "Eposin"^^xsd:string,
        "Etopophos"^^xsd:string,
        "etoposide"^^xsd:string,
        "Etoposido"^^xsd:string,
        "etoposidum"^^xsd:string,
        "Lastet"^^xsd:string,
        "Toposar"^^xsd:string,
        "trans-Etoposide"^^xsd:string,
        "Vepesid"^^xsd:string,
        "VP-16"^^xsd:string ;
    oboInOwl:id "CHEBI:4911"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:4913 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:2225606"^^xsd:string,
        "CAS:54350-48-0"^^xsd:string,
        "Drug_Central:1116"^^xsd:string,
        "DrugBank:DB00926"^^xsd:string,
        "KEGG:D00316"^^xsd:string,
        "LIPID_MAPS_instance:LMPR01090046"^^xsd:string,
        "Patent:DE2414619"^^xsd:string,
        "Patent:US4105681"^^xsd:string,
        "Patent:US4215215"^^xsd:string,
        "Wikipedia:Etretinate"^^xsd:string ;
    rdfs:label "etretinate"^^xsd:string ;
    rdfs:subClassOf CHEBI:23990,
        CHEBI:26537,
        CHEBI:51702,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50176 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C23H30O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C23H30O3/c1-8-26-23(24)14-17(3)11-9-10-16(2)12-13-21-18(4)15-22(25-7)20(6)19(21)5/h9-15H,8H2,1-7H3/b11-9+,13-12+,16-10+,17-14+"^^xsd:string ;
    chebi:inchikey "HQMNCQVAMBCHCO-DJRRULDNSA-N"^^xsd:string ;
    chebi:mass "354.48250"^^xsd:string ;
    chebi:monoisotopicmass "354.21949"^^xsd:string ;
    chebi:smiles "CCOC(=O)\\C=C(C)\\C=C\\C=C(C)\\C=C\\c1c(C)cc(OC)c(C)c1C"^^xsd:string ;
    oboInOwl:hasExactSynonym "ethyl (2E,4E,6E,8E)-9-(4-methoxy-2,3,6-trimethylphenyl)-3,7-dimethylnona-2,4,6,8-tetraenoate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3,7-Dimethyl-9-(4-methoxy-2,3,6-trimethylphenyl)-2,4,6,8-nonanetetraenoic acid ethyl ester"^^xsd:string,
        "Ethyl (all-E)-9-(4-methoxy-2,3,6-trimethylphenyl)-3,7-dimethyl-2,4,6,8-nonatetraenoate"^^xsd:string,
        "Ethyl all-trans-9-(4-methoxy-2,3,6-trimethylphenyl)-3,7-dimethyl-2,4,6,8-nonatetraenoate"^^xsd:string,
        "etretinate"^^xsd:string,
        "etretinato"^^xsd:string,
        "etretinatum"^^xsd:string ;
    oboInOwl:id "CHEBI:4913"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:4975 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:5767271"^^xsd:string,
        "CAS:76824-35-6"^^xsd:string,
        "Drug_Central:1129"^^xsd:string,
        "DrugBank:DB00927"^^xsd:string,
        "KEGG:D00318"^^xsd:string,
        "LINCS:LSM-5201"^^xsd:string,
        "Wikipedia:Famotidine"^^xsd:string ;
    rdfs:label "famotidine"^^xsd:string ;
    rdfs:subClassOf CHEBI:24436,
        CHEBI:35358,
        CHEBI:38418,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37961 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:49201 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50183 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C8H15N7O2S3"^^xsd:string ;
    chebi:inchi "InChI=1S/C8H15N7O2S3/c9-6(15-20(12,16)17)1-2-18-3-5-4-19-8(13-5)14-7(10)11/h4H,1-3H2,(H2,9,15)(H2,12,16,17)(H4,10,11,13,14)"^^xsd:string ;
    chebi:inchikey "XUFQPHANEAPEMJ-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "337.44868"^^xsd:string ;
    chebi:monoisotopicmass "337.04494"^^xsd:string ;
    chebi:smiles "NC(N)=Nc1nc(CSCCC(N)=NS(N)(=O)=O)cs1"^^xsd:string ;
    oboInOwl:hasExactSynonym "N'-(aminosulfonyl)-3-[({2-[(diaminomethylidene)amino]-1,3-thiazol-4-yl}methyl)sulfanyl]propanimidamide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3-(((2-((Aminoiminomethyl)amino)-4-thiazolyl)methyl)thio)-N-(aminosulfonyl)propanimidamide"^^xsd:string,
        "3-(((2-((Diaminomethylene)amino)-4-thiazolyl)methyl)thio)-N(sup 2)-sulfamoylpropionamidine"^^xsd:string,
        "(1-Amino-3-(((2-((diaminomethylene)amino)-4-thiazolyl)methyl)thio)propylidene)sulfamide"^^xsd:string,
        "famotidina"^^xsd:string,
        "famotidine"^^xsd:string,
        "famotidinum"^^xsd:string,
        "N-Sulfamoyl-3-((2-guanidinothiazol-4-yl)methylthio)propionamide"^^xsd:string,
        "Pepcid"^^xsd:string ;
    oboInOwl:id "CHEBI:4975"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:5001 a owl:Class ;
    oboInOwl:hasDbXref "CAS:49562-28-9"^^xsd:string,
        "Chemspider:3222"^^xsd:string,
        "Drug_Central:1152"^^xsd:string,
        "DrugBank:DB01039"^^xsd:string,
        "HMDB:HMDB0015173"^^xsd:string,
        "KEGG:C07586"^^xsd:string,
        "KEGG:D00565"^^xsd:string,
        "LINCS:LSM-3107"^^xsd:string,
        "Patent:DE2250327"^^xsd:string,
        "Patent:US4058552"^^xsd:string,
        "PMID:17449930"^^xsd:string,
        "PMID:18212815"^^xsd:string,
        "PMID:23603800"^^xsd:string,
        "PMID:32675219"^^xsd:string,
        "PMID:33704429"^^xsd:string,
        "PMID:34244236"^^xsd:string,
        "PMID:34515330"^^xsd:string,
        "Reaxys:2062462"^^xsd:string,
        "Wikipedia:Fenofibrate"^^xsd:string ;
    rdfs:label "fenofibrate"^^xsd:string ;
    definition: "A chlorobenzophenone that is (4-chlorophenyl)(phenyl)methanone substituted by a [2-methyl-1-oxo-1-(propan-2-yloxy)propan-2-yl]oxy group at position 1 on the phenyl ring."^^xsd:string ;
    rdfs:subClassOf CHEBI:23135,
        CHEBI:35618,
        CHEBI:35725,
        CHEBI:83403,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:41308 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35679 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35703 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78298 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:176497 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C20H21ClO4"^^xsd:string ;
    chebi:inchi "InChI=1S/C20H21ClO4/c1-13(2)24-19(23)20(3,4)25-17-11-7-15(8-12-17)18(22)14-5-9-16(21)10-6-14/h5-13H,1-4H3"^^xsd:string ;
    chebi:inchikey "YMTINGFKWWXKFG-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "360.83100"^^xsd:string ;
    chebi:monoisotopicmass "360.11284"^^xsd:string ;
    chebi:smiles "CC(C)OC(=O)C(C)(C)Oc1ccc(cc1)C(=O)c1ccc(Cl)cc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "Fenofibrate"^^xsd:string,
        "propan-2-yl 2-[4-(4-chlorobenzoyl)phenoxy]-2-methylpropanoate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-(4-(4-Chlorobenzoyl)phenoxy)-2-methylpropanoic acid 1-methylethyl ester"^^xsd:string,
        "Antara"^^xsd:string,
        "Finofibrate"^^xsd:string,
        "FNF"^^xsd:string,
        "Isopropyl 2-(4-(4-chlorobenzoyl)phenoxy)-2-methylpropionate"^^xsd:string,
        "Isopropyl (4'-(p-chlorobenzoyl)-2-phenoxy-2-methyl)propionate"^^xsd:string,
        "Lipantil"^^xsd:string,
        "Lipofen"^^xsd:string,
        "Procetofen"^^xsd:string,
        "Tricor"^^xsd:string,
        "Triglide"^^xsd:string ;
    oboInOwl:id "CHEBI:5001"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:5002 a owl:Class ;
    oboInOwl:hasDbXref "CAS:67227-56-9"^^xsd:string,
        "Drug_Central:1153"^^xsd:string,
        "DrugBank:DB00800"^^xsd:string,
        "KEGG:C07693"^^xsd:string,
        "KEGG:D07946"^^xsd:string,
        "LINCS:LSM-1609"^^xsd:string,
        "Patent:DE2751258"^^xsd:string,
        "Patent:US4197297"^^xsd:string,
        "Wikipedia:Fenoldopam"^^xsd:string ;
    rdfs:label "fenoldopam"^^xsd:string ;
    rdfs:subClassOf CHEBI:35676,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35569 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35620 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35674 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48561 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:51065 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C16H16ClNO3"^^xsd:string ;
    chebi:inchi "InChI=1S/C16H16ClNO3/c17-15-11-5-6-18-8-13(9-1-3-10(19)4-2-9)12(11)7-14(20)16(15)21/h1-4,7,13,18-21H,5-6,8H2"^^xsd:string ;
    chebi:inchikey "TVURRHSHRRELCG-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "305.75588"^^xsd:string ;
    chebi:monoisotopicmass "305.08187"^^xsd:string ;
    chebi:smiles "Oc1ccc(cc1)C1CNCCc2c(Cl)c(O)c(O)cc12"^^xsd:string ;
    oboInOwl:hasExactSynonym "6-chloro-1-(4-hydroxyphenyl)-2,3,4,5-tetrahydro-1H-3-benzazepine-7,8-diol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "fenoldopam"^^xsd:string,
        "fenoldopamum"^^xsd:string ;
    oboInOwl:id "CHEBI:5002"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:5050 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:6832242"^^xsd:string,
        "CAS:83799-24-0"^^xsd:string,
        "Drug_Central:1170"^^xsd:string,
        "DrugBank:DB00950"^^xsd:string,
        "KEGG:C06999"^^xsd:string,
        "KEGG:D07958"^^xsd:string,
        "LINCS:LSM-1770"^^xsd:string,
        "Patent:DE3007498"^^xsd:string,
        "Patent:US4254129"^^xsd:string,
        "Wikipedia:Fexofenadine"^^xsd:string ;
    rdfs:label "fexofenadine"^^xsd:string ;
    definition: "A piperidine-based anti-histamine compound."^^xsd:string ;
    rdfs:subClassOf CHEBI:26151,
        CHEBI:32876,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:16135 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37955 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50857 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C32H39NO4"^^xsd:string ;
    chebi:inchi "InChI=1S/C32H39NO4/c1-31(2,30(35)36)25-17-15-24(16-18-25)29(34)14-9-21-33-22-19-28(20-23-33)32(37,26-10-5-3-6-11-26)27-12-7-4-8-13-27/h3-8,10-13,15-18,28-29,34,37H,9,14,19-23H2,1-2H3,(H,35,36)"^^xsd:string ;
    chebi:inchikey "RWTNPBWLLIMQHL-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "501.65640"^^xsd:string ;
    chebi:monoisotopicmass "501.28791"^^xsd:string ;
    chebi:smiles "CC(C)(C(O)=O)c1ccc(cc1)C(O)CCCN1CCC(CC1)C(O)(c1ccccc1)c1ccccc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "Fexofenadine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "4-(1-Hydroxy-4-(4-(hydroxydiphenylmethyl)-1-piperidinyl)butyl)-alpha,alpha-dimethylbenzeneacetic acid"^^xsd:string,
        "Carboxyterfenadine"^^xsd:string,
        "Terfenadine acid metabolite"^^xsd:string,
        "Terfenadine carboxylate"^^xsd:string,
        "Terfenadine-COOH"^^xsd:string ;
    oboInOwl:id "CHEBI:5050"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:5062 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:4269024"^^xsd:string,
        "CAS:98319-26-7"^^xsd:string,
        "Drug_Central:1171"^^xsd:string,
        "DrugBank:DB01216"^^xsd:string,
        "HMDB:HMDB0001984"^^xsd:string,
        "KEGG:D00321"^^xsd:string,
        "LINCS:LSM-1999"^^xsd:string,
        "Patent:EP155096"^^xsd:string,
        "Patent:US4760071"^^xsd:string,
        "PMID:15956333"^^xsd:string,
        "PMID:23552442"^^xsd:string,
        "Reaxys:4269024"^^xsd:string,
        "Wikipedia:Finasteride"^^xsd:string ;
    rdfs:label "finasteride"^^xsd:string ;
    definition: "An aza-steroid that is a synthetic drug for the treatment of benign prostatic hyperplasia."^^xsd:string ;
    rdfs:subClassOf CHEBI:35726,
        CHEBI:47788,
        CHEBI:77727,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:28859 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35497 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50781 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:59844 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C23H36N2O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C23H36N2O2/c1-21(2,3)25-20(27)17-8-7-15-14-6-9-18-23(5,13-11-19(26)24-18)16(14)10-12-22(15,17)4/h11,13-18H,6-10,12H2,1-5H3,(H,24,26)(H,25,27)/t14-,15-,16-,17+,18+,22-,23+/m0/s1"^^xsd:string ;
    chebi:inchikey "DBEPLOCGEIEOCV-WSBQPABSSA-N"^^xsd:string ;
    chebi:mass "372.545"^^xsd:string ;
    chebi:monoisotopicmass "372.27768"^^xsd:string ;
    chebi:smiles "C1=CC(N[C@]2([C@]1([C@@]3([C@@](CC2)([C@]4([C@](CC3)([C@](CC4)(C(NC(C)(C)C)=O)[H])C)[H])[H])[H])C)[H])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "N-tert-butyl-3-oxo-4-aza-5alpha-androst-1-ene-17beta-carboxamide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(5alpha,17beta)-(1,1-Dimethylethyl)-3-oxo-4-azaandrost-1-ene-17-carboxamide"^^xsd:string,
        "finasterida"^^xsd:string,
        "finasteride"^^xsd:string,
        "finasteridum"^^xsd:string ;
    oboInOwl:id "CHEBI:5062"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:5098 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:4771988"^^xsd:string,
        "CAS:5250-39-5"^^xsd:string,
        "Drug_Central:1183"^^xsd:string,
        "DrugBank:DB00301"^^xsd:string,
        "KEGG:C11748"^^xsd:string,
        "KEGG:D04196"^^xsd:string,
        "PMID:5481218"^^xsd:string,
        "PMID:12569987"^^xsd:string,
        "PMID:15773973"^^xsd:string,
        "PMID:23032409"^^xsd:string,
        "PMID:23542420"^^xsd:string,
        "PMID:25998949"^^xsd:string,
        "PMID:29017833"^^xsd:string,
        "Reaxys:4771988"^^xsd:string,
        "Wikipedia:Flucloxacillin"^^xsd:string ;
    rdfs:label "flucloxacillin"^^xsd:string ;
    definition: "A penicillin compound having a 6beta-[3-(2-chloro-6-fluorophenyl)-5-methyl-1,2-oxazole-4-carboxamido] side-chain."^^xsd:string ;
    rdfs:subClassOf CHEBI:88187,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:52037 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:36047 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C19H17ClFN3O5S"^^xsd:string ;
    chebi:inchi "InChI=1S/C19H17ClFN3O5S/c1-7-10(12(23-29-7)11-8(20)5-4-6-9(11)21)15(25)22-13-16(26)24-14(18(27)28)19(2,3)30-17(13)24/h4-6,13-14,17H,1-3H3,(H,22,25)(H,27,28)/t13-,14+,17-/m1/s1"^^xsd:string ;
    chebi:inchikey "UIOFUWFRIANQPC-JKIFEVAISA-N"^^xsd:string ;
    chebi:mass "453.87200"^^xsd:string ;
    chebi:monoisotopicmass "453.05615"^^xsd:string ;
    chebi:smiles "[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)c1c(C)onc1-c1c(F)cccc1Cl)C(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "6beta-[3-(2-chloro-6-fluorophenyl)-5-methyl-1,2-oxazole-4-carboxamido]-2,2-dimethylpenam-3alpha-carboxylic acid"^^xsd:string,
        "Flucloxacillin"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3-(2-Chloro-6-fluorophenyl)-5-methyl-4-isoxazolylpenicillin"^^xsd:string,
        "(2S,5R,6R)-6-({[3-(2-chloro-6-fluorophenyl)-5-methyl-1,2-oxazol-4-yl]carbonyl}amino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid"^^xsd:string,
        "Floxacillin"^^xsd:string,
        "Floxapen"^^xsd:string,
        "flucloxacilina"^^xsd:string,
        "flucloxacillin"^^xsd:string,
        "flucloxacilline"^^xsd:string,
        "flucloxacillinum"^^xsd:string ;
    oboInOwl:id "CHEBI:5098"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:5100 a owl:Class ;
    oboInOwl:hasDbXref "CAS:2022-85-7"^^xsd:string,
        "Drug_Central:1188"^^xsd:string,
        "DrugBank:DB01099"^^xsd:string,
        "HMDB:HMDB0015231"^^xsd:string,
        "KEGG:D00323"^^xsd:string,
        "LINCS:LSM-5878"^^xsd:string,
        "Patent:US2802005"^^xsd:string,
        "Patent:US2945038"^^xsd:string,
        "Patent:US3040026"^^xsd:string,
        "PDBeChem:1LD"^^xsd:string,
        "PMID:11519290"^^xsd:string,
        "PMID:14871609"^^xsd:string,
        "PMID:18731030"^^xsd:string,
        "PMID:23576540"^^xsd:string,
        "PMID:25649231"^^xsd:string,
        "PMID:26201447"^^xsd:string,
        "PMID:28166217"^^xsd:string,
        "Wikipedia:Flucytosine"^^xsd:string ;
    rdfs:label "flucytosine"^^xsd:string ;
    definition: "An organofluorine compound that is cytosine that is substituted at position 5 by a fluorine. A prodrug for the antifungal 5-fluorouracil, it is used for the treatment of systemic fungal infections."^^xsd:string ;
    rdfs:subClassOf CHEBI:37143,
        CHEBI:38337,
        CHEBI:38338,
        CHEBI:60783,
        CHEBI:87205,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:16040 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50266 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C4H4FN3O"^^xsd:string ;
    chebi:inchi "InChI=1S/C4H4FN3O/c5-2-1-7-4(9)8-3(2)6/h1H,(H3,6,7,8,9)"^^xsd:string ;
    chebi:inchikey "XRECTZIEBJDKEO-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "129.09250"^^xsd:string ;
    chebi:monoisotopicmass "129.03384"^^xsd:string ;
    chebi:smiles "Nc1nc(=O)[nH]cc1F"^^xsd:string ;
    oboInOwl:hasExactSynonym "4-amino-5-fluoropyrimidin-2(1H)-one"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "5-FC"^^xsd:string,
        "5-Fluorocystosine"^^xsd:string,
        "5-Fluorocytosine"^^xsd:string,
        "Ancobon (TN)"^^xsd:string,
        "Ancotil"^^xsd:string,
        "flucytosina"^^xsd:string,
        "flucytosine"^^xsd:string,
        "flucytosinum"^^xsd:string ;
    oboInOwl:id "CHEBI:5100"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:5103 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:4763661"^^xsd:string,
        "CAS:78755-81-4"^^xsd:string,
        "Drug_Central:1195"^^xsd:string,
        "DrugBank:DB01205"^^xsd:string,
        "HMDB:HMDB0015336"^^xsd:string,
        "KEGG:C07825"^^xsd:string,
        "KEGG:D00697"^^xsd:string,
        "LINCS:LSM-4228"^^xsd:string,
        "PMID:11881583"^^xsd:string,
        "PMID:23126253"^^xsd:string,
        "PMID:23431889"^^xsd:string,
        "PMID:24563235"^^xsd:string,
        "PMID:26324010"^^xsd:string,
        "PMID:26469689"^^xsd:string,
        "Reaxys:4763661"^^xsd:string,
        "Wikipedia:Flumazenil"^^xsd:string ;
    rdfs:label "flumazenil"^^xsd:string ;
    definition: "An organic heterotricyclic compound that is 5,6-dihydro-4H-imidazo[1,5-a][1,4]benzodiazepine which is substituted at positions 3, 5, 6, and 8 by ethoxycarbonyl, methyl, oxo, and fluoro groups, respectively. It is used as an antidote to benzodiazepine overdose."^^xsd:string ;
    rdfs:subClassOf CHEBI:23990,
        CHEBI:37143,
        CHEBI:142118,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:65259 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:90757 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C15H14FN3O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C15H14FN3O3/c1-3-22-15(21)13-12-7-18(2)14(20)10-6-9(16)4-5-11(10)19(12)8-17-13/h4-6,8H,3,7H2,1-2H3"^^xsd:string ;
    chebi:inchikey "OFBIFZUFASYYRE-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "303.289"^^xsd:string ;
    chebi:monoisotopicmass "303.10192"^^xsd:string ;
    chebi:smiles "C1=NC(=C2N1C=3C(C(N(C2)C)=O)=CC(=CC3)F)C(OCC)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "ethyl 8-fluoro-5-methyl-6-oxo-5,6-dihydro-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Anexate"^^xsd:string,
        "flumazenil"^^xsd:string,
        "flumazenilo"^^xsd:string,
        "flumazenilum"^^xsd:string,
        "Lanexat"^^xsd:string ;
    oboInOwl:id "CHEBI:5103"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:5106 a owl:Class ;
    oboInOwl:hasDbXref "CAS:3385-03-3"^^xsd:string,
        "Drug_Central:1201"^^xsd:string,
        "DrugBank:DB00180"^^xsd:string,
        "KEGG:C07005"^^xsd:string,
        "Patent:GB933867"^^xsd:string,
        "Patent:US3124571"^^xsd:string,
        "Patent:US3126375"^^xsd:string,
        "Wikipedia:Flunisolide"^^xsd:string ;
    rdfs:label "flunisolide"^^xsd:string ;
    rdfs:subClassOf CHEBI:35344,
        CHEBI:35346,
        CHEBI:36885,
        CHEBI:50830,
        CHEBI:59779,
        CHEBI:77166,
        CHEBI:139590,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35472 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35705 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:49167 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C24H31FO6"^^xsd:string ;
    chebi:inchi "InChI=1S/C24H31FO6/c1-21(2)30-19-9-14-13-8-16(25)15-7-12(27)5-6-22(15,3)20(13)17(28)10-23(14,4)24(19,31-21)18(29)11-26/h5-7,13-14,16-17,19-20,26,28H,8-11H2,1-4H3/t13-,14-,16-,17-,19+,20+,22-,23-,24+/m0/s1"^^xsd:string ;
    chebi:inchikey "XSFJVAJPIHIPKU-XWCQMRHXSA-N"^^xsd:string ;
    chebi:mass "434.49770"^^xsd:string ;
    chebi:monoisotopicmass "434.21047"^^xsd:string ;
    chebi:smiles "CC1(C)O[C@@H]2C[C@H]3[C@@H]4C[C@H](F)C5=CC(=O)C=C[C@]5(C)[C@H]4[C@@H](O)C[C@]3(C)[C@@]2(O1)C(=O)CO"^^xsd:string ;
    oboInOwl:hasExactSynonym "6alpha-fluoro-11beta,21-dihydroxy-16alpha,17alpha-(isopropylidenedioxy)pregna-1,4-diene-3,20-dione"^^xsd:string,
        "Flunisolide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "flunisolida"^^xsd:string,
        "flunisolide"^^xsd:string,
        "Flunisolide anhydrous"^^xsd:string,
        "flunisolidum"^^xsd:string ;
    oboInOwl:id "CHEBI:5106"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:5115 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1236623"^^xsd:string,
        "CAS:462-06-6"^^xsd:string,
        "Gmelin:49856"^^xsd:string,
        "KEGG:C11272"^^xsd:string,
        "Patent:CN101224914"^^xsd:string,
        "Patent:US4390740"^^xsd:string,
        "PMID:22976426"^^xsd:string,
        "PMID:24060903"^^xsd:string,
        "Reaxys:1236623"^^xsd:string,
        "Wikipedia:Fluorobenzene"^^xsd:string ;
    rdfs:label "monofluorobenzene"^^xsd:string ;
    definition: "The simplest member of the class of  monofluorobenzenes that is benzene carrying a single fluoro substituent."^^xsd:string ;
    rdfs:subClassOf CHEBI:83575,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:228364 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H5F"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H5F/c7-6-4-2-1-3-5-6/h1-5H"^^xsd:string ;
    chebi:inchikey "PYLWMHQQBFSUBP-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "96.10230"^^xsd:string ;
    chebi:monoisotopicmass "96.03753"^^xsd:string ;
    chebi:smiles "Fc1ccccc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "fluorobenzene"^^xsd:string,
        "monofluorobenzene"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Fluorbenzol"^^xsd:string,
        "Fluorobenzene"^^xsd:string,
        "phenyl fluoride"^^xsd:string ;
    oboInOwl:id "CHEBI:5115"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:5118 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:39914106"^^xsd:string,
        "CAS:54910-89-3"^^xsd:string,
        "DrugBank:DB00472"^^xsd:string,
        "HMDB:HMDB0014615"^^xsd:string,
        "KEGG:D00326"^^xsd:string,
        "Patent:DE2500110"^^xsd:string,
        "Patent:US4314081"^^xsd:string,
        "PMID:8694321"^^xsd:string,
        "PMID:19144769"^^xsd:string,
        "PMID:22903652"^^xsd:string,
        "PMID:22923967"^^xsd:string,
        "PMID:23885544"^^xsd:string,
        "PMID:24184049"^^xsd:string,
        "PMID:24399719"^^xsd:string,
        "PMID:24464553"^^xsd:string,
        "PMID:24997906"^^xsd:string,
        "PMID:25448156"^^xsd:string,
        "PMID:25639887"^^xsd:string,
        "PMID:25671301"^^xsd:string,
        "Reaxys:3991406"^^xsd:string,
        "Wikipedia:Fluoxetine"^^xsd:string ;
    rdfs:label "fluoxetine"^^xsd:string ;
    definition: "A racemate comprising equimolar amounts of (R)- and (S)-fluoxetine. A selective serotonin reuptake inhibitor (SSRI), it is used (generally as the hydrochloride salt) for the treatment of depression (and the depressive phase of bipolar disorder), bullimia nervosa, and obsessive-compulsive disorder."^^xsd:string ;
    rdfs:subClassOf CHEBI:60911,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:36810 ],
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:86991 ],
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:86992 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35469 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35480 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35703 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50949 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78298 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:88188 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C17H18F3NO"^^xsd:string ;
    chebi:mass "309.32610"^^xsd:string ;
    chebi:monoisotopicmass "309.13405"^^xsd:string ;
    oboInOwl:hasExactSynonym "rac-N-methyl-3-phenyl-3-[4-(trifluoromethyl)phenoxy]propan-1-amine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(+-)-N-methyl-3-phenyl-3-((alpha,alpha,alpha-trifluoro-p-tolyl)oxy)propylamine"^^xsd:string,
        "(+-)-N-methyl-gamma-(4-(trifluoromethyl)phenoxy)benzenepropanamine"^^xsd:string,
        "fluoxetina"^^xsd:string,
        "fluoxetine"^^xsd:string,
        "fluoxetinum"^^xsd:string,
        "Prozac"^^xsd:string ;
    oboInOwl:id "CHEBI:5118"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:5120 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:2008796"^^xsd:string,
        "CAS:76-43-7"^^xsd:string,
        "Drug_Central:1210"^^xsd:string,
        "DrugBank:DB01185"^^xsd:string,
        "KEGG:D00327"^^xsd:string,
        "LIPID_MAPS_instance:LMST02020025"^^xsd:string,
        "Patent:US2813881"^^xsd:string,
        "Wikipedia:Fluoxymesterone"^^xsd:string ;
    rdfs:label "fluoxymesterone"^^xsd:string ;
    rdfs:subClassOf CHEBI:35343,
        CHEBI:35346,
        CHEBI:47909,
        CHEBI:50786,
        CHEBI:50830,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35610 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C20H29FO3"^^xsd:string ;
    chebi:inchi "InChI=1S/C20H29FO3/c1-17-8-6-13(22)10-12(17)4-5-15-14-7-9-19(3,24)18(14,2)11-16(23)20(15,17)21/h10,14-16,23-24H,4-9,11H2,1-3H3/t14-,15-,16-,17-,18-,19-,20-/m0/s1"^^xsd:string ;
    chebi:inchikey "YLRFCQOZQXIBAB-RBZZARIASA-N"^^xsd:string ;
    chebi:mass "336.44086"^^xsd:string ;
    chebi:monoisotopicmass "336.21007"^^xsd:string ;
    chebi:smiles "[H][C@]1(O)C[C@@]2(C)[C@@]([H])(CC[C@]2(C)O)[C@]2([H])CCC3=CC(=O)CC[C@]3(C)[C@@]12F"^^xsd:string ;
    oboInOwl:hasExactSynonym "9-fluoro-11beta,17beta-dihydroxy-17alpha-methylandrost-4-en-3-one"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "9-Fluoro-11beta,17beta-dihydroxy-17-methylandrost-4-en-3-one"^^xsd:string,
        "9alpha-Fluoro-11beta-hydroxy-17-methyltestosterone"^^xsd:string,
        "11beta,17beta-Dihydroxy-9alpha-fluoro-17alpha-methyl-4-androster-3-one"^^xsd:string,
        "17alpha-Methyl-9alpha-fluoro-11beta-hydroxytesterone"^^xsd:string,
        "fluoximesterona"^^xsd:string,
        "fluoxymesterone"^^xsd:string,
        "fluoxymesteronum"^^xsd:string,
        "Testosterone, 9-fluoro-11beta-hydroxy-17-methyl-"^^xsd:string ;
    oboInOwl:id "CHEBI:5120"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:5121 a owl:Class ;
    oboInOwl:hasDbXref "CAS:2709-56-0"^^xsd:string,
        "DrugBank:DB00875"^^xsd:string,
        "KEGG:D01044"^^xsd:string,
        "Patent:GB925538"^^xsd:string,
        "Patent:US3282930"^^xsd:string,
        "Patent:US3681346"^^xsd:string,
        "PMID:1650428"^^xsd:string,
        "PMID:8826544"^^xsd:string,
        "PMID:9682999"^^xsd:string,
        "PMID:20825390"^^xsd:string,
        "PMID:26945819"^^xsd:string,
        "Wikipedia:Flupentixol"^^xsd:string ;
    rdfs:label "flupenthixol"^^xsd:string ;
    definition: "A thioxanthene derivative having a trifluoromethyl substituent at the 2-position and a 3-(4-(2-hydroxyethyl)piperazin-1-yl)propylidene group at the 10-position with undefined double bond stereochemistry."^^xsd:string ;
    rdfs:subClassOf CHEBI:15734,
        CHEBI:24062,
        CHEBI:46845,
        CHEBI:50930,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35469 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35474 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37890 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48561 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:65190 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76779 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C23H27F3N2OS"^^xsd:string ;
    chebi:inchi "InChI=1S/C23H27F3N2OS/c24-23(25,26)17-7-8-22-20(16-17)18(19-4-1-2-6-21(19)30-22)5-3-9-27-10-12-28(13-11-27)14-15-29/h1-2,4-8,16,20,22,29H,3,9-15H2"^^xsd:string ;
    chebi:inchikey "DTTVNHWDONBIKE-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "436.53300"^^xsd:string ;
    chebi:monoisotopicmass "436.17962"^^xsd:string ;
    chebi:smiles "[H]C(CCN1CCN(CCO)CC1)=C1C2C=C(C=CC2Sc2ccccc12)C(F)(F)F"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-(4-{3-[2-(trifluoromethyl)-4a,9a-dihydro-9H-thioxanthen-9-ylidene]propyl}piperazin-1-yl)ethanol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-Trifluoromethyl-9-(3-(4-(2-hydroxyethyl)piperazin-1-yl)propylidene)thioxanthene"^^xsd:string,
        "2-Trifluoromethyl-9-(3-(4-(beta-hydroxyethyl)-1-piperazinyl)propylidene)thioxanthene"^^xsd:string,
        "4-(3-(2-(Trifluoromethyl)-9H-thioxanthen-9-ylidene)propyl)-1-piperazineethanol"^^xsd:string,
        "4-(3-(2-(Trifluoromethyl)thioxanthen-9-ylidene)propyl)-1-piperazineethanol"^^xsd:string,
        "flupentixol"^^xsd:string,
        "flupentixolum"^^xsd:string ;
    oboInOwl:id "CHEBI:5121"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:5130 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:2054451"^^xsd:string,
        "CAS:5104-49-4"^^xsd:string,
        "Drug_Central:1219"^^xsd:string,
        "DrugBank:DB00712"^^xsd:string,
        "KEGG:D00330"^^xsd:string,
        "LINCS:LSM-5174"^^xsd:string,
        "PMID:12859660"^^xsd:string,
        "PMID:17562170"^^xsd:string,
        "PMID:19588427"^^xsd:string,
        "PMID:27746736"^^xsd:string,
        "PMID:27832658"^^xsd:string,
        "PMID:28147361"^^xsd:string,
        "PMID:28166217"^^xsd:string,
        "PMID:28298171"^^xsd:string,
        "PMID:28402193"^^xsd:string,
        "Wikipedia:Flurbiprofen"^^xsd:string ;
    rdfs:label "flurbiprofen"^^xsd:string ;
    definition: "A monocarboxylic acid that is a 2-fluoro-[1,1'-biphenyl-4-yl] moiety linked to C-2 of propionic acid. A non-steroidal anti-inflammatory, analgesic and antipyretic, it is used as a pre-operative anti-miotic as well as orally for arthritis or dental pain."^^xsd:string ;
    rdfs:subClassOf CHEBI:25384,
        CHEBI:38679,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:30768 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:17097 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35475 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35481 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35493 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35544 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C15H13FO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C15H13FO2/c1-10(15(17)18)12-7-8-13(14(16)9-12)11-5-3-2-4-6-11/h2-10H,1H3,(H,17,18)"^^xsd:string ;
    chebi:inchikey "SYTBZMRGLBWNTM-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "244.26092"^^xsd:string ;
    chebi:monoisotopicmass "244.08996"^^xsd:string ;
    chebi:smiles "CC(C(O)=O)c1ccc(c(F)c1)-c1ccccc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-(2-fluoro-[1,1'-biphenyl-4-yl])propanoic acid"^^xsd:string,
        "Flurbiprofen"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-(2-fluorobiphenyl-4-yl)propanoic acid"^^xsd:string,
        "2-fluoro-alpha-methyl-(1,1'-biphenyl)-4-acetic acid"^^xsd:string,
        "3-fluoro-4-phenylhydratropic acid"^^xsd:string,
        "(+-)-2-fluoro-alpha-methyl-4-biphenylacetic acid"^^xsd:string,
        "Ansaid"^^xsd:string ;
    oboInOwl:id "CHEBI:5130"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:5132 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:2157663"^^xsd:string,
        "CAS:13311-84-7"^^xsd:string,
        "Drug_Central:1223"^^xsd:string,
        "DrugBank:DB00499"^^xsd:string,
        "KEGG:C07653"^^xsd:string,
        "KEGG:D00586"^^xsd:string,
        "LINCS:LSM-2621"^^xsd:string,
        "Patent:DE2130450"^^xsd:string,
        "Patent:DE2261293"^^xsd:string,
        "Patent:US3847988"^^xsd:string,
        "Wikipedia:Flutamide"^^xsd:string ;
    rdfs:label "flutamide"^^xsd:string ;
    rdfs:subClassOf CHEBI:29347,
        CHEBI:83565,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35497 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35610 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C11H11F3N2O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C11H11F3N2O3/c1-6(2)10(17)15-7-3-4-9(16(18)19)8(5-7)11(12,13)14/h3-6H,1-2H3,(H,15,17)"^^xsd:string ;
    chebi:inchikey "MKXKFYHWDHIYRV-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "276.21180"^^xsd:string ;
    chebi:monoisotopicmass "276.07218"^^xsd:string ;
    chebi:smiles "CC(C)C(=O)Nc1ccc(c(c1)C(F)(F)F)[N+]([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-methyl-N-[4-nitro-3-(trifluoromethyl)phenyl]propanamide"^^xsd:string,
        "Flutamide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "4'-nitro-3'-trifluoromethylisobutyranilide"^^xsd:string,
        "alpha,alpha,alpha-trifluoro-2-methyl-4'-nitro-m-propionotoluidide"^^xsd:string,
        "Eulexin"^^xsd:string,
        "flutamida"^^xsd:string,
        "flutamide"^^xsd:string,
        "flutamidum"^^xsd:string,
        "niftolid"^^xsd:string,
        "Niftolide"^^xsd:string ;
    oboInOwl:id "CHEBI:5132"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:5134 a owl:Class ;
    oboInOwl:hasDbXref "CAS:90566-53-3"^^xsd:string,
        "KEGG:C07815"^^xsd:string,
        "KEGG:D07981"^^xsd:string,
        "PMID:22370858"^^xsd:string,
        "PMID:23276699"^^xsd:string,
        "PMID:23591272"^^xsd:string,
        "PMID:23796052"^^xsd:string,
        "Reaxys:8173308"^^xsd:string,
        "Wikipedia:Fluticasone"^^xsd:string ;
    rdfs:label "fluticasone"^^xsd:string ;
    definition: "A trifluorinated corticosteroid used in the form of its propionate ester for treatment of allergic rhinitis."^^xsd:string ;
    rdfs:subClassOf CHEBI:35342,
        CHEBI:35346,
        CHEBI:47909,
        CHEBI:50830,
        CHEBI:50858,
        CHEBI:51277,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:35509 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:49167 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50857 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C22H27F3O4S"^^xsd:string ;
    chebi:inchi "InChI=1S/C22H27F3O4S/c1-11-6-13-14-8-16(24)15-7-12(26)4-5-19(15,2)21(14,25)17(27)9-20(13,3)22(11,29)18(28)30-10-23/h4-5,7,11,13-14,16-17,27,29H,6,8-10H2,1-3H3/t11-,13+,14+,16+,17+,19+,20+,21+,22+/m1/s1"^^xsd:string ;
    chebi:inchikey "MGNNYOODZCAHBA-GQKYHHCASA-N"^^xsd:string ;
    chebi:mass "444.50800"^^xsd:string ;
    chebi:monoisotopicmass "444.15822"^^xsd:string ;
    chebi:smiles "[H][C@@]12C[C@@H](C)[C@](O)(C(=O)SCF)[C@@]1(C)C[C@H](O)[C@@]1(F)[C@@]2([H])C[C@H](F)C2=CC(=O)C=C[C@]12C"^^xsd:string ;
    oboInOwl:hasExactSynonym "S-(fluoromethyl) (6alpha,11beta,16alpha,17alpha)-6,9-difluoro-11,17-dihydroxy-16-methyl-3-oxoandrosta-1,4-diene-17-carbothioate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "fluticasona"^^xsd:string,
        "fluticasone"^^xsd:string,
        "fluticasonum"^^xsd:string ;
    oboInOwl:id "CHEBI:5134"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:5138 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:5583954"^^xsd:string,
        "CAS:54739-18-3"^^xsd:string,
        "Chemspider:4481878"^^xsd:string,
        "Drug_Central:1230"^^xsd:string,
        "DrugBank:DB00176"^^xsd:string,
        "HMDB:HMDB0014322"^^xsd:string,
        "KEGG:C07571"^^xsd:string,
        "KEGG:D07984"^^xsd:string,
        "MetaCyc:CPD-20520"^^xsd:string,
        "Patent:NL7503310"^^xsd:string,
        "Patent:US4085225"^^xsd:string,
        "PDBeChem:FVX"^^xsd:string,
        "PMID:7988100"^^xsd:string,
        "PMID:9164424"^^xsd:string,
        "PMID:10456487"^^xsd:string,
        "PMID:11825104"^^xsd:string,
        "PMID:12107854"^^xsd:string,
        "PMID:15686112"^^xsd:string,
        "PMID:16316311"^^xsd:string,
        "PMID:18976545"^^xsd:string,
        "PMID:20025739"^^xsd:string,
        "PMID:20573265"^^xsd:string,
        "PMID:22859721"^^xsd:string,
        "PMID:24121440"^^xsd:string,
        "PMID:29379174"^^xsd:string,
        "PMID:30690950"^^xsd:string,
        "PMID:30734885"^^xsd:string,
        "PMID:31807102"^^xsd:string,
        "PMID:31807753"^^xsd:string,
        "PMID:32618683"^^xsd:string,
        "PMID:32672818"^^xsd:string,
        "PMID:33180097"^^xsd:string,
        "PMID:33392622"^^xsd:string,
        "Wikipedia:Fluvoxamine"^^xsd:string ;
    rdfs:label "fluvoxamine"^^xsd:string ;
    definition: "An oxime O-ether that is benzene substituted by a (1E)-N-(2-aminoethoxy)-5-methoxypentanimidoyl group at position 1 and a trifluoromethyl group at position 4. It is a selective serotonin reuptake inhibitor that is used for the treatment of obsessive-compulsive disorder."^^xsd:string ;
    rdfs:subClassOf CHEBI:36815,
        CHEBI:83565,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:36810 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35469 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35474 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50949 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C15H21F3N2O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C15H21F3N2O2/c1-21-10-3-2-4-14(20-22-11-9-19)12-5-7-13(8-6-12)15(16,17)18/h5-8H,2-4,9-11,19H2,1H3/b20-14+"^^xsd:string ;
    chebi:inchikey "CJOFXWAVKWHTFT-XSFVSMFZSA-N"^^xsd:string ;
    chebi:mass "318.340"^^xsd:string ;
    chebi:monoisotopicmass "318.15551"^^xsd:string ;
    chebi:smiles "COCCCC\\C(=N/OCCN)C1=CC=C(C=C1)C(F)(F)F"^^xsd:string ;
    oboInOwl:hasExactSynonym "(1E)-5-methoxy-1-[4-(trifluoromethyl)phenyl]pentan-1-one O-(2-aminoethyl)oxime"^^xsd:string,
        "Fluvoxamine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-{[(E)-{5-methoxy-1-[4-(trifluoromethyl)phenyl]pentylidene}amino]oxy}ethan-1-amine"^^xsd:string,
        "fluvoxamina"^^xsd:string,
        "fluvoxamine"^^xsd:string,
        "fluvoxaminum"^^xsd:string,
        "O-(2-aminoethyl)-N-{(1E)-5-methoxy-1-[4-(trifluoromethyl)phenyl]pentylidene}hydroxylamine"^^xsd:string ;
    oboInOwl:id "CHEBI:5138"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:5141 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:105204"^^xsd:string,
        "CAS:7554-65-6"^^xsd:string,
        "Drug_Central:1233"^^xsd:string,
        "DrugBank:DB01213"^^xsd:string,
        "HMDB:HMDB0015344"^^xsd:string,
        "KEGG:C07837"^^xsd:string,
        "KEGG:D00707"^^xsd:string,
        "LINCS:LSM-5671"^^xsd:string,
        "PDBeChem:4PZ"^^xsd:string,
        "PMID:11172179"^^xsd:string,
        "PMID:11899949"^^xsd:string,
        "PMID:16035197"^^xsd:string,
        "PMID:22554311"^^xsd:string,
        "Reaxys:105204"^^xsd:string,
        "Wikipedia:Fomepizole"^^xsd:string ;
    rdfs:label "fomepizole"^^xsd:string ;
    definition: "A member of the class of  pyrazoles that is 1H-pyrazole substituted by a methyl group at position 4."^^xsd:string ;
    rdfs:subClassOf CHEBI:26410,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:17241 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50247 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50269 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C4H6N2"^^xsd:string ;
    chebi:inchi "InChI=1S/C4H6N2/c1-4-2-5-6-3-4/h2-3H,1H3,(H,5,6)"^^xsd:string ;
    chebi:inchikey "RIKMMFOAQPJVMX-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "82.10380"^^xsd:string ;
    chebi:monoisotopicmass "82.05310"^^xsd:string ;
    chebi:smiles "Cc1cn[nH]c1"^^xsd:string ;
    oboInOwl:hasExactSynonym "4-methyl-1H-pyrazole"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "4-Methylpyrazol"^^xsd:string,
        "4-Methylpyrazole"^^xsd:string,
        "Antizol"^^xsd:string,
        "fomepizol"^^xsd:string,
        "fomepizole"^^xsd:string,
        "fomepizolum"^^xsd:string ;
    oboInOwl:id "CHEBI:5141"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:5291 a owl:Class ;
    oboInOwl:hasDbXref "CAS:9000-70-8"^^xsd:string,
        "KEGG:C01498"^^xsd:string,
        "KEGG:D00115"^^xsd:string,
        "MetaCyc:CPD-13419"^^xsd:string,
        "PMID:25496177"^^xsd:string,
        "PMID:25825978"^^xsd:string,
        "PMID:25861981"^^xsd:string,
        "Reaxys:8193777"^^xsd:string,
        "Reaxys:8473514"^^xsd:string,
        "Wikipedia:Gelatin"^^xsd:string ;
    rdfs:label "gelatin"^^xsd:string ;
    definition: "A mixture of peptides and proteins produced by partial hydrolysis of collagen extracted from the skin, bones, and connective tissues of animals such as domesticated cattle, chicken, pigs, and fish."^^xsd:string ;
    rdfs:subClassOf CHEBI:60004,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:36080 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75768 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76507 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78016 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Gelatine"^^xsd:string ;
    oboInOwl:id "CHEBI:5291"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:5296 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1881200"^^xsd:string,
        "CAS:25812-30-0"^^xsd:string,
        "Drug_Central:1285"^^xsd:string,
        "DrugBank:DB01241"^^xsd:string,
        "KEGG:D00334"^^xsd:string,
        "LINCS:LSM-2227"^^xsd:string,
        "Patent:DE1925423"^^xsd:string,
        "Patent:US3674836"^^xsd:string,
        "Patent:US4126637"^^xsd:string,
        "Wikipedia:Gemfibrozil"^^xsd:string ;
    rdfs:label "gemfibrozil"^^xsd:string ;
    rdfs:subClassOf CHEBI:35618,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:17418 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35679 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C15H22O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C15H22O3/c1-11-6-7-12(2)13(10-11)18-9-5-8-15(3,4)14(16)17/h6-7,10H,5,8-9H2,1-4H3,(H,16,17)"^^xsd:string ;
    chebi:inchikey "HEMJJKBWTPKOJG-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "250.33338"^^xsd:string ;
    chebi:monoisotopicmass "250.15689"^^xsd:string ;
    chebi:smiles "Cc1ccc(C)c(OCCCC(C)(C)C(O)=O)c1"^^xsd:string ;
    oboInOwl:hasExactSynonym "5-(2,5-dimethylphenoxy)-2,2-dimethylpentanoic acid"^^xsd:string,
        "Gemfibrozil"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2,2-Dimethyl-5-(2,5-dimethylphenoxy)valeriansaeure"^^xsd:string,
        "2,2-Dimethyl-5-(2,5-xylyloxy)valeriansaeure"^^xsd:string,
        "2,2-Dimethyl-5-(2,5-xylyloxy)valeric acid"^^xsd:string,
        "gemfibrozil"^^xsd:string,
        "Gemfibrozilo"^^xsd:string,
        "gemfibrozilum"^^xsd:string,
        "Lopid"^^xsd:string ;
    oboInOwl:id "CHEBI:5296"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:5383 a owl:Class ;
    oboInOwl:hasDbXref "CAS:93479-97-1"^^xsd:string,
        "Drug_Central:1300"^^xsd:string,
        "DrugBank:DB00222"^^xsd:string,
        "HMDB:HMDB0014367"^^xsd:string,
        "KEGG:C07669"^^xsd:string,
        "KEGG:D00593"^^xsd:string,
        "PMID:8141820"^^xsd:string,
        "PMID:11199230"^^xsd:string,
        "PMID:12369756"^^xsd:string,
        "PMID:12852703"^^xsd:string,
        "PMID:22469262"^^xsd:string,
        "PMID:23305037"^^xsd:string,
        "Reaxys:7731873"^^xsd:string ;
    rdfs:label "glimepiride"^^xsd:string ;
    rdfs:subClassOf CHEBI:74266,
        CHEBI:76983,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35526 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:90415 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C24H34N4O5S"^^xsd:string ;
    chebi:inchi "InChI=1S/C24H34N4O5S/c1-4-21-17(3)15-28(22(21)29)24(31)25-14-13-18-7-11-20(12-8-18)34(32,33)27-23(30)26-19-9-5-16(2)6-10-19/h7-8,11-12,16,19H,4-6,9-10,13-15H2,1-3H3,(H,25,31)(H2,26,27,30)/t16-,19-"^^xsd:string ;
    chebi:inchikey "WIGIZIANZCJQQY-RUCARUNLSA-N"^^xsd:string ;
    chebi:mass "490.61600"^^xsd:string ;
    chebi:monoisotopicmass "490.22499"^^xsd:string ;
    chebi:smiles "CCC1=C(C)CN(C(=O)NCCc2ccc(cc2)S(=O)(=O)NC(=O)N[C@H]2CC[C@H](C)CC2)C1=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "3-ethyl-4-methyl-N-[2-(4-{[(trans-4-methylcyclohexyl)carbamoyl]sulfamoyl}phenyl)ethyl]-2-oxo-2,5-dihydro-1H-pyrrole-1-carboxamide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-((p-(2-(3-Ethyl-4-methyl-2-oxo-3-pyrroline-1-carboxamido)ethyl)phenyl)sulfonyl)-3-(trans-4-methylcyclohexyl)urea"^^xsd:string,
        "1-{[4-(2-{[(3-ethyl-4-methyl-2-oxo-2,5-dihydro-1H-pyrrol-1-yl)carbonyl]amino}ethyl)phenyl]sulfonyl}-3-(trans-4-methylcyclohexyl)urea"^^xsd:string,
        "Amaryl"^^xsd:string,
        "gimepiride"^^xsd:string,
        "glimepirida"^^xsd:string,
        "glimepiride"^^xsd:string,
        "glimepiridum"^^xsd:string ;
    oboInOwl:id "CHEBI:5383"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:5435 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:110052"^^xsd:string,
        "CAS:1121-89-7"^^xsd:string,
        "Gmelin:971891"^^xsd:string,
        "KEGG:C07275"^^xsd:string,
        "PMID:10783491"^^xsd:string,
        "Reaxys:110052"^^xsd:string ;
    rdfs:label "piperidine-2,6-dione"^^xsd:string ;
    definition: "A dicarboximide that is piperidine which is substituted by oxo groups at positions 2 and 6."^^xsd:string ;
    rdfs:subClassOf CHEBI:35356,
        CHEBI:48589 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5H7NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H7NO2/c7-4-2-1-3-5(8)6-4/h1-3H2,(H,6,7,8)"^^xsd:string ;
    chebi:inchikey "KNCYXPMJDCCGSJ-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "113.11460"^^xsd:string ;
    chebi:monoisotopicmass "113.04768"^^xsd:string ;
    chebi:smiles "O=C1CCCC(=O)N1"^^xsd:string ;
    oboInOwl:hasExactSynonym "Piperidine-2,6-dione"^^xsd:string,
        "piperidine-2,6-dione"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2,6-Diketopiperidine"^^xsd:string,
        "2,6-piperidinedione"^^xsd:string,
        "Glutarimide"^^xsd:string ;
    oboInOwl:id "CHEBI:5435"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:5555 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:8325419"^^xsd:string,
        "CAS:40580-59-4"^^xsd:string,
        "Drug_Central:1339"^^xsd:string,
        "DrugBank:DB00226"^^xsd:string,
        "HMDB:HMDB0014371"^^xsd:string,
        "KEGG:C07035"^^xsd:string,
        "KEGG:D08029"^^xsd:string,
        "Patent:US3547951"^^xsd:string,
        "PMID:3896742"^^xsd:string,
        "PMID:6621504"^^xsd:string,
        "PMID:7206175"^^xsd:string,
        "Reaxys:8325419"^^xsd:string,
        "Wikipedia:Guanadrel"^^xsd:string ;
    rdfs:label "guanadrel"^^xsd:string ;
    definition: "A spiroketal resulting from the formal condensation of the keto group of cyclohexanone with the hydroxy groups of 1-(2,3-dihydroxypropyl)guanidine. A postganglionic adrenergic blocking agent formerly used (generally as the sulfate salt) for the management of hypertension, it has been largely superseded by other drugs less likely to cause orthostatic hypotension (dizzy spells on standing up or stretching)."^^xsd:string ;
    rdfs:subClassOf CHEBI:24436,
        CHEBI:72600,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:72602 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35674 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37887 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C10H19N3O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C10H19N3O2/c11-9(12)13-6-8-7-14-10(15-8)4-2-1-3-5-10/h8H,1-7H2,(H4,11,12,13)"^^xsd:string ;
    chebi:inchikey "HPBNRIOWIXYZFK-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "213.27680"^^xsd:string ;
    chebi:monoisotopicmass "213.14773"^^xsd:string ;
    chebi:smiles "NC(=N)NCC1COC2(CCCCC2)O1"^^xsd:string ;
    oboInOwl:hasExactSynonym "1-(1,4-dioxaspiro[4.5]dec-2-ylmethyl)guanidine"^^xsd:string,
        "Guanadrel"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "guanadrel"^^xsd:string,
        "guanadrelum"^^xsd:string ;
    oboInOwl:id "CHEBI:5555"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:5556 a owl:Class ;
    oboInOwl:hasDbXref "CAS:22195-34-2"^^xsd:string,
        "DrugBank:DBSALT000889"^^xsd:string,
        "KEGG:D00607"^^xsd:string,
        "PMID:2000792"^^xsd:string,
        "PMID:4984036"^^xsd:string,
        "PMID:4984037"^^xsd:string,
        "PMID:6351026"^^xsd:string,
        "PMID:6621504"^^xsd:string,
        "PMID:6762533"^^xsd:string,
        "Reaxys:13410559"^^xsd:string ;
    rdfs:label "guanadrel sulfate"^^xsd:string ;
    definition: "An organic sulfate salt resulting from the reaction of 2 eq. guanadrel with 1 eq. sulfuric acid. A postganglionic adrenergic blocking agent formerly used for the management of hypertension, it has been largely superseded by other drugs less likely to cause orthostatic hypotension (dizzy spells on standing up or stretching)."^^xsd:string ;
    rdfs:subClassOf CHEBI:51337,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:72602 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35674 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37887 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C20H40N6O8S"^^xsd:string ;
    chebi:inchi "InChI=1S/2C10H19N3O2.H2O4S/c2*11-9(12)13-6-8-7-14-10(15-8)4-2-1-3-5-10;1-5(2,3)4/h2*8H,1-7H2,(H4,11,12,13);(H2,1,2,3,4)"^^xsd:string ;
    chebi:inchikey "RTEVGQJRTFFMLL-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "524.63200"^^xsd:string ;
    chebi:monoisotopicmass "524.26283"^^xsd:string ;
    chebi:smiles "OS(O)(=O)=O.NC(=N)NCC1COC2(CCCCC2)O1.NC(=N)NCC1COC2(CCCCC2)O1"^^xsd:string ;
    oboInOwl:hasExactSynonym "1-(1,4-dioxaspiro[4.5]dec-2-ylmethyl)guanidine sulfate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Anarel"^^xsd:string,
        "bis{amino[(1,4-dioxaspiro[4.5]dec-2-ylmethyl)amino]methaniminium} sulfate"^^xsd:string,
        "CL 1388R"^^xsd:string,
        "CL-1388R"^^xsd:string,
        "Hylorel"^^xsd:string,
        "U 28288D"^^xsd:string,
        "U-28,288D"^^xsd:string ;
    oboInOwl:id "CHEBI:5556"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:5557 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1343950"^^xsd:string,
        "CAS:55-65-2"^^xsd:string,
        "Drug_Central:1342"^^xsd:string,
        "DrugBank:DB01170"^^xsd:string,
        "HMDB:HMDB0015301"^^xsd:string,
        "KEGG:C07036"^^xsd:string,
        "KEGG:D08030"^^xsd:string,
        "LINCS:LSM-6719"^^xsd:string,
        "Patent:US2928829"^^xsd:string,
        "PMID:13690338"^^xsd:string,
        "PMID:13824829"^^xsd:string,
        "PMID:13873008"^^xsd:string,
        "Reaxys:1343950"^^xsd:string,
        "Wikipedia:Guanethidine"^^xsd:string ;
    rdfs:label "guanethidine"^^xsd:string ;
    definition: "A member of the class of  guanidines in which one of the hydrogens of the amino group has been replaced by a 2-azocan-1-ylethyl group."^^xsd:string ;
    rdfs:subClassOf CHEBI:24436,
        CHEBI:38791,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:42820 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:38792 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35674 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37887 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:66991 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C10H22N4"^^xsd:string ;
    chebi:inchi "InChI=1S/C10H22N4/c11-10(12)13-6-9-14-7-4-2-1-3-5-8-14/h1-9H2,(H4,11,12,13)"^^xsd:string ;
    chebi:inchikey "ACGDKVXYNVEAGU-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "198.30850"^^xsd:string ;
    chebi:monoisotopicmass "198.18445"^^xsd:string ;
    chebi:smiles "NC(=N)NCCN1CCCCCCC1"^^xsd:string ;
    oboInOwl:hasExactSynonym "1-(2-azocan-1-ylethyl)guanidine"^^xsd:string,
        "Guanethidine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-(1'-Azacyclooctyl)ethylguanidine"^^xsd:string,
        "2-(1-N,N-Heptamethyleneimino)ethylguanidine"^^xsd:string,
        "(2-(Octahydro-1-azocinyl)ethyl)guanidine"^^xsd:string,
        "Azocine, 1-(2-guanidinoethyl)octahydro-"^^xsd:string,
        "guanethidine"^^xsd:string,
        "guanethidinum"^^xsd:string,
        "guanetidina"^^xsd:string,
        "Guanidine, (2-(hexahydro-1(2H)-azocinyl)ethyl)-"^^xsd:string,
        "Heptamethylenimine, 1-(2-guanidinoethyl)-"^^xsd:string,
        "N-(2-Perhydroazocin-1-ylethyl)guanidine"^^xsd:string ;
    oboInOwl:id "CHEBI:5557"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:5610 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C01706"^^xsd:string ;
    rdfs:label "haloalkene"^^xsd:string ;
    definition: "A compound derived from an alkene by replacing a hydrogen atom with a halogen atom."^^xsd:string ;
    rdfs:subClassOf CHEBI:24472 ;
    oboInOwl:hasExactSynonym "Haloalkene"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "haloalkenes"^^xsd:string ;
    oboInOwl:id "CHEBI:5610"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:5613 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:331267"^^xsd:string,
        "CAS:52-86-8"^^xsd:string,
        "Drug_Central:1353"^^xsd:string,
        "DrugBank:DB00502"^^xsd:string,
        "KEGG:C01814"^^xsd:string,
        "KEGG:D00136"^^xsd:string,
        "LINCS:LSM-3512"^^xsd:string,
        "Patent:BE577977"^^xsd:string,
        "Patent:GB895309"^^xsd:string,
        "Patent:US3438991"^^xsd:string,
        "PMID:6725621"^^xsd:string,
        "PMID:7602118"^^xsd:string,
        "PMID:10628896"^^xsd:string,
        "PMID:11304647"^^xsd:string,
        "PMID:25007358"^^xsd:string,
        "Reaxys:331267"^^xsd:string,
        "Wikipedia:Haloperidol"^^xsd:string ;
    rdfs:label "haloperidol"^^xsd:string ;
    definition: "A compound composed of a central piperidine structure with hydroxy and p-chlorophenyl substituents at position 4 and an N-linked p-fluorobutyrophenone moiety."^^xsd:string ;
    rdfs:subClassOf CHEBI:26878,
        CHEBI:37143,
        CHEBI:48590,
        CHEBI:76224,
        CHEBI:83403,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48279 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48561 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50919 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:65190 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:66956 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C21H23ClFNO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C21H23ClFNO2/c22-18-7-5-17(6-8-18)21(26)11-14-24(15-12-21)13-1-2-20(25)16-3-9-19(23)10-4-16/h3-10,26H,1-2,11-15H2"^^xsd:string ;
    chebi:inchikey "LNEPOXFFQSENCJ-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "375.86400"^^xsd:string ;
    chebi:monoisotopicmass "375.14013"^^xsd:string ;
    chebi:smiles "OC1(CCN(CCCC(=O)c2ccc(F)cc2)CC1)c1ccc(Cl)cc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "4-[4-(4-chlorophenyl)-4-hydroxypiperidin-1-yl]-1-(4-fluorophenyl)butan-1-one"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-(3-p-fluorobenzoylpropyl)-4-p-chlorophenyl-4-hydroxypiperidine"^^xsd:string,
        "4'-fluoro-4-(4-(p-chlorophenyl)-4-hydroxypiperidinyl)butyrophenone"^^xsd:string,
        "4'-fluoro-4-(4-hydroxy-4-(4'-chlorophenyl)piperidino)butyrophenone"^^xsd:string,
        "4-(4-(para-chlorophenyl)-4-hydroxypiperidino)-4'-fluorobutyrophenone"^^xsd:string,
        "4-[4-(4-chlorophenyl)-4-hydroxy-1-piperidyl]-1-(4-fluorophenyl)-butan-1-one"^^xsd:string,
        "gamma-(4-(p-chlorophenyl)-4-hydroxpiperidino)-p-fluorbutyrophenone"^^xsd:string,
        "Haldol"^^xsd:string,
        "haloperidol"^^xsd:string,
        "haloperidolum"^^xsd:string ;
    oboInOwl:id "CHEBI:5613"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:5615 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1736947"^^xsd:string,
        "CAS:151-67-7"^^xsd:string,
        "Drug_Central:1356"^^xsd:string,
        "DrugBank:DB01159"^^xsd:string,
        "Gmelin:793752"^^xsd:string,
        "KEGG:C07515"^^xsd:string,
        "KEGG:D00542"^^xsd:string,
        "PMID:7519986"^^xsd:string,
        "VSDB:1806"^^xsd:string,
        "Wikipedia:Halothane"^^xsd:string ;
    rdfs:label "halothane"^^xsd:string ;
    definition: "A haloalkane comprising ethane having three flouro substituents at the 1-position as well as bromo- and chloro substituents at the 2-position."^^xsd:string ;
    rdfs:subClassOf CHEBI:24469,
        CHEBI:36683,
        CHEBI:37141,
        CHEBI:37143,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38870 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C2HBrClF3"^^xsd:string ;
    chebi:inchi "InChI=1S/C2HBrClF3/c3-1(4)2(5,6)7/h1H"^^xsd:string ;
    chebi:inchikey "BCQZXOMGPXTTIC-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "197.38125"^^xsd:string ;
    chebi:monoisotopicmass "195.89022"^^xsd:string ;
    chebi:smiles "[H]C(Cl)(Br)C(F)(F)F"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-bromo-2-chloro-1,1,1-trifluoroethane"^^xsd:string,
        "Halothane"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1,1,1-trifluoro-2-bromo-2-chloroethane"^^xsd:string,
        "1,1,1-trifluoro-2-chloro-2-bromoethane"^^xsd:string,
        "1-bromo-1-chloro-2,2,2-trifluoroethane"^^xsd:string,
        "2,2,2-trifluoro-1-chloro-1-bromoethane"^^xsd:string,
        "2-bromo-2-chloro-1,1,1-trifluoroethane"^^xsd:string,
        "bromochlorotrifluoroethane"^^xsd:string,
        "Fluothane"^^xsd:string,
        "Narcotane"^^xsd:string,
        "Phthorothanum"^^xsd:string,
        "Rhodialothan"^^xsd:string ;
    oboInOwl:id "CHEBI:5615"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:5683 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:5405483"^^xsd:string,
        "CAS:3511-16-8"^^xsd:string,
        "Drug_Central:1363"^^xsd:string,
        "DrugBank:DB00739"^^xsd:string,
        "KEGG:C11729"^^xsd:string,
        "KEGG:D01074"^^xsd:string,
        "Patent:US3198804"^^xsd:string,
        "Wikipedia:Hetacillin"^^xsd:string ;
    rdfs:label "hetacillin"^^xsd:string ;
    rdfs:subClassOf CHEBI:17334,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:52059 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:36047 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C19H23N3O4S"^^xsd:string ;
    chebi:inchi "InChI=1S/C19H23N3O4S/c1-18(2)13(17(25)26)21-15(24)12(16(21)27-18)22-14(23)11(20-19(22,3)4)10-8-6-5-7-9-10/h5-9,11-13,16,20H,1-4H3,(H,25,26)/t11-,12-,13+,16-/m1/s1"^^xsd:string ;
    chebi:inchikey "DXVUYOAEDJXBPY-NFFDBFGFSA-N"^^xsd:string ;
    chebi:mass "389.46900"^^xsd:string ;
    chebi:monoisotopicmass "389.14093"^^xsd:string ;
    chebi:smiles "[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2N1C(=O)[C@H](NC1(C)C)c1ccccc1)C(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "6beta-[(4R)-2,2-dimethyl-5-oxo-4-phenylimidazolidin-1-yl]-2,2-dimethylpenam-3alpha-carboxylic acid"^^xsd:string,
        "Hetacillin"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "6beta-[(4R)-2,2-dimethyl-5-oxo-4-phenylimidazolidin-1-yl]penicillanic acid"^^xsd:string,
        "(2S,5R,6R)-6-[(4R)-2,2-dimethyl-5-oxo-4-phenylimidazolidin-1-yl]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid"^^xsd:string,
        "hetacilina"^^xsd:string,
        "hetacillin"^^xsd:string,
        "hetacilline"^^xsd:string,
        "hetacillinum"^^xsd:string ;
    oboInOwl:id "CHEBI:5683"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:5686 a owl:Class ;
    rdfs:label "heterocyclic compound"^^xsd:string ;
    definition: "A cyclic compound having as ring members atoms of at least two different elements."^^xsd:string ;
    rdfs:subClassOf CHEBI:33595 ;
    oboInOwl:hasExactSynonym "Heterocyclic compound"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "compuesto heterociclico"^^xsd:string,
        "compuestos heterociclicos"^^xsd:string,
        "heterocycle"^^xsd:string,
        "heterocyclic compounds"^^xsd:string ;
    oboInOwl:id "CHEBI:5686"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:5706 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:253102"^^xsd:string,
        "CAS:56-29-1"^^xsd:string,
        "Drug_Central:1369"^^xsd:string,
        "DrugBank:DB01355"^^xsd:string,
        "Gmelin:282233"^^xsd:string,
        "HMDB:HMDB0015444"^^xsd:string,
        "KEGG:C11723"^^xsd:string,
        "KEGG:D01071"^^xsd:string,
        "PMID:1153616"^^xsd:string,
        "PMID:1680178"^^xsd:string,
        "PMID:3654008"^^xsd:string,
        "PMID:6864729"^^xsd:string,
        "PMID:7614008"^^xsd:string,
        "PMID:8255925"^^xsd:string,
        "PMID:9586853"^^xsd:string,
        "PMID:10891117"^^xsd:string,
        "PMID:15577260"^^xsd:string,
        "PMID:15857133"^^xsd:string,
        "PMID:18870124"^^xsd:string,
        "PMID:19863908"^^xsd:string,
        "Reaxys:253102"^^xsd:string,
        "Wikipedia:Hexobarbital"^^xsd:string ;
    rdfs:label "hexobarbital"^^xsd:string ;
    definition: "A member of the class of barbiturates taht is barbituric acid substituted at N-1 by methyl and at C-5 by methyl and cyclohex-1-enyl groups."^^xsd:string ;
    rdfs:subClassOf CHEBI:22693,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:16294 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C12H16N2O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C12H16N2O3/c1-12(8-6-4-3-5-7-8)9(15)13-11(17)14(2)10(12)16/h6H,3-5,7H2,1-2H3,(H,13,15,17)"^^xsd:string ;
    chebi:inchikey "UYXAWHWODHRRMR-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "236.26712"^^xsd:string ;
    chebi:monoisotopicmass "236.11609"^^xsd:string ;
    chebi:smiles "CN1C(=O)NC(=O)C(C)(C1=O)C1=CCCCC1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:102367"^^xsd:string ;
    oboInOwl:hasExactSynonym "5-(cyclohex-1-en-1-yl)-1,5-dimethylpyrimidine-2,4,6(1H,3H,5H)-trione"^^xsd:string,
        "Hexobarbital"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "5-(1-cyclohexen-1-yl)-1,5-dimethyl-2,4,6(1H,3H,5H)-pyrimidinetrione"^^xsd:string,
        "5-(1-cyclohexen-1-yl)-1,5-dimethylbarbituric acid"^^xsd:string,
        "5-Cyclohex-1-enyl-1,5-dimethyl-pyrimidine-2,4,6-trione"^^xsd:string,
        "Evipan"^^xsd:string,
        "Hexobarbitone"^^xsd:string,
        "methexenyl"^^xsd:string,
        "methylhexabital"^^xsd:string ;
    oboInOwl:id "CHEBI:5706"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:5779 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:94193"^^xsd:string,
        "CAS:125-29-1"^^xsd:string,
        "Drug_Central:1386"^^xsd:string,
        "DrugBank:DB00956"^^xsd:string,
        "KEGG:C08024"^^xsd:string,
        "KEGG:D08045"^^xsd:string,
        "Patent:DE415097"^^xsd:string,
        "Patent:DE623821"^^xsd:string,
        "Patent:US2715626"^^xsd:string,
        "PMID:3211162"^^xsd:string,
        "Reaxys:94193"^^xsd:string,
        "Wikipedia:Hydrocodone"^^xsd:string ;
    rdfs:label "hydrocodone"^^xsd:string ;
    definition: "A morphinane-like compound that is a semi-synthetic opioid synthesized from codeine."^^xsd:string ;
    rdfs:subClassOf CHEBI:38164,
        CHEBI:83818,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:35649 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35482 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:51177 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:55322 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C18H21NO3"^^xsd:string ;
    chebi:inchi "InChI=1S/C18H21NO3/c1-19-8-7-18-11-4-5-13(20)17(18)22-16-14(21-2)6-3-10(15(16)18)9-12(11)19/h3,6,11-12,17H,4-5,7-9H2,1-2H3/t11-,12+,17-,18-/m0/s1"^^xsd:string ;
    chebi:inchikey "LLPOLZWFYMWNKH-CMKMFDCUSA-N"^^xsd:string ;
    chebi:mass "299.36420"^^xsd:string ;
    chebi:monoisotopicmass "299.15214"^^xsd:string ;
    chebi:smiles "[H][C@]12CCC(=O)[C@@H]3Oc4c(OC)ccc5C[C@H]1N(C)CC[C@@]23c45"^^xsd:string ;
    oboInOwl:hasExactSynonym "3-methoxy-17-methyl-4,5alpha-epoxymorphinan-6-one"^^xsd:string,
        "Hydrocodone"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "4,5-alpha-Epoxy-3-methoxy-17-methylmorphinan-6-one"^^xsd:string,
        "(-)-Dihydrocodeinone"^^xsd:string,
        "Dihydrocodeinone"^^xsd:string,
        "hidrocodona"^^xsd:string,
        "Hydrocodon"^^xsd:string,
        "hydrocodone"^^xsd:string,
        "hydrocodonum"^^xsd:string,
        "Hydrocone"^^xsd:string,
        "Hydroconum"^^xsd:string,
        "Idrocodone"^^xsd:string ;
    oboInOwl:id "CHEBI:5779"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:5790 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:42553"^^xsd:string,
        "CAS:466-99-9"^^xsd:string,
        "Drug_Central:1393"^^xsd:string,
        "DrugBank:DB00327"^^xsd:string,
        "KEGG:C07042"^^xsd:string,
        "KEGG:D08047"^^xsd:string,
        "Patent:US2628962"^^xsd:string,
        "Patent:US2649454"^^xsd:string,
        "Patent:US2654756"^^xsd:string,
        "PMID:3211162"^^xsd:string,
        "PMID:11305075"^^xsd:string,
        "PMID:12799972"^^xsd:string,
        "PMID:15907647"^^xsd:string,
        "PMID:18789923"^^xsd:string,
        "PMID:19227610"^^xsd:string,
        "VSDB:2976"^^xsd:string,
        "Wikipedia:Dihydromorphinone"^^xsd:string ;
    rdfs:label "hydromorphone"^^xsd:string ;
    definition: "A  morphinane alkaloid that is a hydrogenated ketone derivative of morphine. A semi-synthetic drug, it is a centrally acting pain medication of the opioid class."^^xsd:string ;
    rdfs:subClassOf CHEBI:25418,
        CHEBI:38164,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:35649 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35482 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:55322 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C17H19NO3"^^xsd:string ;
    chebi:inchi "InChI=1S/C17H19NO3/c1-18-7-6-17-10-3-5-13(20)16(17)21-15-12(19)4-2-9(14(15)17)8-11(10)18/h2,4,10-11,16,19H,3,5-8H2,1H3/t10-,11+,16-,17-/m0/s1"^^xsd:string ;
    chebi:inchikey "WVLOADHCBXTIJK-YNHQPCIGSA-N"^^xsd:string ;
    chebi:mass "285.33770"^^xsd:string ;
    chebi:monoisotopicmass "285.13649"^^xsd:string ;
    chebi:smiles "[H][C@]12CCC(=O)[C@@H]3Oc4c(O)ccc5C[C@H]1N(C)CC[C@@]23c45"^^xsd:string ;
    oboInOwl:hasExactSynonym "3-hydroxy-17-methyl-4,5alpha-epoxymorphinan-6-one"^^xsd:string,
        "Hydromorphone"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "4,5-Epoxy-3-hydroxy-17-methylmorphinan-6-one"^^xsd:string,
        "4,5alpha-Epoxy-3-hydroxy-17-methyl-6-morphinanone"^^xsd:string,
        "6-Deoxy-7,8-dihydro-6-oxomorphine"^^xsd:string,
        "7,8-Dihydromorphinone"^^xsd:string,
        "(-)-(5R)-4,5-Epoxy-3-hydroxy-9alpha-methylmorphinan-6-one"^^xsd:string,
        "Dihydromorfinon"^^xsd:string,
        "Dihydromorphinone"^^xsd:string,
        "Dimorphone"^^xsd:string,
        "hidromorfona"^^xsd:string,
        "Hydromorfona"^^xsd:string,
        "hydromorphone"^^xsd:string,
        "hydromorphonum"^^xsd:string,
        "Idromorfone"^^xsd:string ;
    oboInOwl:id "CHEBI:5790"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:5818 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:321392"^^xsd:string,
        "CAS:68-88-2"^^xsd:string,
        "Drug_Central:1400"^^xsd:string,
        "DrugBank:DB00557"^^xsd:string,
        "HMDB:HMDB0014697"^^xsd:string,
        "KEGG:C07045"^^xsd:string,
        "KEGG:D08054"^^xsd:string,
        "LINCS:LSM-5103"^^xsd:string,
        "Patent:US2899436"^^xsd:string,
        "PMID:15233966"^^xsd:string,
        "PMID:19057127"^^xsd:string,
        "PMID:19348661"^^xsd:string,
        "Reaxys:321392"^^xsd:string,
        "VSDB:2977"^^xsd:string,
        "Wikipedia:Hydroxyzine"^^xsd:string ;
    rdfs:label "hydroxyzine"^^xsd:string ;
    definition: "A N-alkylpiperazine that is piperzine in which the nitrogens atoms are substituted by 2-(2-hydroxyethoxy)ethyl and (4-chlorophenyl)(phenyl)methyl groups respectively."^^xsd:string ;
    rdfs:subClassOf CHEBI:46789,
        CHEBI:46845,
        CHEBI:83403,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35474 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37955 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:59683 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:149553 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C21H27ClN2O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C21H27ClN2O2/c22-20-8-6-19(7-9-20)21(18-4-2-1-3-5-18)24-12-10-23(11-13-24)14-16-26-17-15-25/h1-9,21,25H,10-17H2"^^xsd:string ;
    chebi:inchikey "ZQDWXGKKHFNSQK-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "374.90406"^^xsd:string ;
    chebi:monoisotopicmass "374.17611"^^xsd:string ;
    chebi:smiles "OCCOCCN1CCN(CC1)C(c1ccccc1)c1ccc(Cl)cc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-(2-{4-[(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethoxy)ethanol"^^xsd:string,
        "Hydroxyzine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "hidroxizina"^^xsd:string,
        "Hychotine"^^xsd:string,
        "Hydroxine"^^xsd:string,
        "Hydroxizine"^^xsd:string,
        "Hydroxizinum"^^xsd:string,
        "Hydroxycine"^^xsd:string,
        "Hydroxyzin"^^xsd:string,
        "hydroxyzine"^^xsd:string,
        "hydroxyzinum"^^xsd:string ;
    oboInOwl:id "CHEBI:5818"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:5855 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:2049713"^^xsd:string,
        "CAS:15687-27-1"^^xsd:string,
        "Drug_Central:1407"^^xsd:string,
        "DrugBank:DB01050"^^xsd:string,
        "HMDB:HMDB0001925"^^xsd:string,
        "KEGG:C01588"^^xsd:string,
        "KEGG:D00126"^^xsd:string,
        "LINCS:LSM-1354"^^xsd:string,
        "Patent:GB971700"^^xsd:string,
        "Patent:US3228831"^^xsd:string,
        "Patent:US3385886"^^xsd:string,
        "Patent:US5215755"^^xsd:string,
        "Patent:US6727286"^^xsd:string,
        "PMID:11433218"^^xsd:string,
        "PMID:12723739"^^xsd:string,
        "PMID:14562167"^^xsd:string,
        "PMID:15506544"^^xsd:string,
        "PMID:16176022"^^xsd:string,
        "PMID:18335846"^^xsd:string,
        "PMID:18697608"^^xsd:string,
        "PMID:21368281"^^xsd:string,
        "PMID:24168233"^^xsd:string,
        "PMID:25521617"^^xsd:string,
        "PMID:25708941"^^xsd:string,
        "PMID:25915907"^^xsd:string,
        "PMID:29756342"^^xsd:string,
        "Reaxys:2049713"^^xsd:string,
        "Wikipedia:Ibuprofen"^^xsd:string ;
    rdfs:label "ibuprofen"^^xsd:string ;
    definition: "A monocarboxylic acid that is propionic acid in which one of the hydrogens at position 2 is substituted by a 4-(2-methylpropyl)phenyl group."^^xsd:string ;
    rdfs:subClassOf CHEBI:25384,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:30768 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:132922 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35475 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35481 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35493 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35703 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48578 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50629 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50630 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78298 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:88188 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:176497 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C13H18O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C13H18O2/c1-9(2)8-11-4-6-12(7-5-11)10(3)13(14)15/h4-7,9-10H,8H2,1-3H3,(H,14,15)"^^xsd:string ;
    chebi:inchikey "HEFNNWSXXWATRW-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "206.28082"^^xsd:string ;
    chebi:monoisotopicmass "206.13068"^^xsd:string ;
    chebi:smiles "CC(C)Cc1ccc(cc1)C(C)C(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-[4-(2-methylpropyl)phenyl]propanoic acid"^^xsd:string,
        "Ibuprofen"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-(4-isobutylphenyl)propanoic acid"^^xsd:string,
        "4-isobutylhydratropic acid"^^xsd:string,
        "(4-isobutylphenyl)-alpha-methylacetic acid"^^xsd:string,
        "(+-)-2-(p-isobutylphenyl)propionic acid"^^xsd:string,
        "(+-)-alpha-methyl-4-(2-methylpropyl)benzeneacetic acid"^^xsd:string,
        "(+-)-ibuprofen"^^xsd:string,
        "(+-)-p-isobutylhydratropic acid"^^xsd:string,
        "(RS)-ibuprofen"^^xsd:string,
        "Adran"^^xsd:string,
        "Advil"^^xsd:string,
        "alpha-(4-isobutylphenyl)propionic acid"^^xsd:string,
        "alpha-(p-isobutylphenyl)propionic acid"^^xsd:string,
        "Amibufen"^^xsd:string,
        "Anco"^^xsd:string,
        "Anflagen"^^xsd:string,
        "Apsifen"^^xsd:string,
        "Bluton"^^xsd:string,
        "Brufen"^^xsd:string,
        "Brufort"^^xsd:string,
        "Buburone"^^xsd:string,
        "Butylenin"^^xsd:string,
        "Dolgin"^^xsd:string,
        "Dolgirid"^^xsd:string,
        "Dolgit"^^xsd:string,
        "Dolo-Dolgit"^^xsd:string,
        "Ebufac"^^xsd:string,
        "Epobron"^^xsd:string,
        "Femadon"^^xsd:string,
        "Haltran"^^xsd:string,
        "Ibu-Attritin"^^xsd:string,
        "Ibumetin"^^xsd:string,
        "Ibuprocin"^^xsd:string,
        "Ibutid"^^xsd:string,
        "Inabrin"^^xsd:string,
        "Inoven"^^xsd:string,
        "Lamidon"^^xsd:string,
        "Lebrufen"^^xsd:string,
        "Liptan"^^xsd:string,
        "Medipren"^^xsd:string,
        "Motrin"^^xsd:string,
        "Mynosedin"^^xsd:string,
        "Nobfen"^^xsd:string,
        "Nobgen"^^xsd:string,
        "Nuprin"^^xsd:string,
        "Nurofen"^^xsd:string,
        "Pediaprofen"^^xsd:string,
        "Roidenin"^^xsd:string,
        "Rufen"^^xsd:string,
        "Seclodin"^^xsd:string,
        "Suspren"^^xsd:string,
        "Tabalon"^^xsd:string,
        "Trendar"^^xsd:string,
        "Urem"^^xsd:string ;
    oboInOwl:id "CHEBI:5855"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:5879 a owl:Class ;
    owl:deprecated true ;
    replacedBy: CHEBI:471744 ;
    obsReason: termsMerged: .

CHEBI:5905 a owl:Class ;
    owl:deprecated true ;
    replacedBy: CHEBI:16411 ;
    obsReason: termsMerged: .

CHEBI:5924 a owl:Class ;
    rdfs:label "EC 3.4.21.* (serine endopeptidase) inhibitor"^^xsd:string ;
    definition: "Any EC 3.4.* (hydrolases acting on peptide bond) inhibitor that inhibits the activity of a serine endopeptidase (EC 3.4.21.*)."^^xsd:string ;
    rdfs:subClassOf CHEBI:60258 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "EC 3.4.21.* (serine endopeptidase) inhibitors"^^xsd:string,
        "EC 3.4.21.* inhibitor"^^xsd:string,
        "EC 3.4.21.* inhibitors"^^xsd:string,
        "inhibitor of serine endopeptidase (EC 3.4.21.*)"^^xsd:string,
        "inhibitor of serine endopeptidase (EC 3.4.21.*)s"^^xsd:string,
        "serine endopeptidase inhibitor"^^xsd:string,
        "serine endopeptidase inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:5924"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:5931 a owl:Class ;
    oboInOwl:hasDbXref "CAS:11061-68-0"^^xsd:string,
        "DrugBank:DB00030"^^xsd:string,
        "KEGG:C00723"^^xsd:string,
        "KEGG:D00085"^^xsd:string,
        "PMID:8019699"^^xsd:string,
        "PMID:22249812"^^xsd:string,
        "PMID:22617471"^^xsd:string,
        "PMID:22715632"^^xsd:string,
        "PMID:22843207"^^xsd:string,
        "PMID:31301295"^^xsd:string,
        "PMID:31821343"^^xsd:string,
        "PMID:31876563"^^xsd:string,
        "PMID:32208558"^^xsd:string,
        "PMID:32398693"^^xsd:string,
        "PMID:32629793"^^xsd:string,
        "PMID:32797824"^^xsd:string ;
    rdfs:label "insulin (human)"^^xsd:string ;
    definition: "An insulin that is produced in the pancreas and involved in regulating the metabolism of carbohydrates (particularly glucose) and fats. Commonly thought of as a protein, it consists of two peptide chains, one containing 21 amino acid residues and the other containing 30; the chains are joined together by 2 disulfide bonds. Recombinant insulin is identical to human insulin, but is synthesised by inserting the human insulin gene into E. coli, which then produces insulin for human use. It is used in the treatment of type I and type II diabetes."^^xsd:string ;
    rdfs:subClassOf CHEBI:145810,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35526 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C257H383N65O77S6"^^xsd:string ;
    chebi:inchi "InChI=1S/C257H383N65O77S6/c1-29-131(23)205(313-193(339)104-259)252(393)317-204(130(21)22)248(389)288-159(75-82-200(349)350)217(358)282-156(71-78-189(263)335)221(362)308-183-116-403-404-117-184-243(384)305-178(111-324)240(381)294-162(88-123(7)8)225(366)295-168(95-140-53-61-146(329)62-54-140)228(369)283-154(69-76-187(261)333)218(359)290-161(87-122(5)6)223(364)285-158(74-81-199(347)348)220(361)302-174(101-190(264)336)235(376)298-170(97-142-57-65-148(331)66-58-142)231(372)309-182(242(383)304-176(255(396)397)103-192(266)338)115-402-401-114-181(214(355)273-107-194(340)278-153(72-79-197(343)344)216(357)281-151(51-42-84-271-257(267)268)212(353)272-108-195(341)279-166(93-138-46-36-32-37-47-138)227(368)297-167(94-139-48-38-33-39-49-139)230(371)299-171(98-143-59-67-149(332)68-60-143)238(379)320-208(135(27)327)254(395)322-85-43-52-186(322)246(387)286-152(50-40-41-83-258)222(363)321-209(136(28)328)256(398)399)311-250(391)203(129(19)20)316-236(377)164(90-125(11)12)292-229(370)169(96-141-55-63-147(330)64-56-141)296-224(365)160(86-121(3)4)289-210(351)133(25)277-215(356)157(73-80-198(345)346)287-247(388)202(128(17)18)315-237(378)165(91-126(13)14)293-233(374)173(100-145-106-270-120-276-145)301-239(380)177(110-323)280-196(342)109-274-213(354)180(113-400-405-118-185(310-244(183)385)245(386)319-207(134(26)326)253(394)306-179(112-325)241(382)318-206(132(24)30-2)251(392)312-184)307-226(367)163(89-124(9)10)291-232(373)172(99-144-105-269-119-275-144)300-219(360)155(70-77-188(262)334)284-234(375)175(102-191(265)337)303-249(390)201(127(15)16)314-211(352)150(260)92-137-44-34-31-35-45-137/h31-39,44-49,53-68,105-106,119-136,150-186,201-209,323-332H,29-30,40-43,50-52,69-104,107-118,258-260H2,1-28H3,(H2,261,333)(H2,262,334)(H2,263,335)(H2,264,336)(H2,265,337)(H2,266,338)(H,269,275)(H,270,276)(H,272,353)(H,273,355)(H,274,354)(H,277,356)(H,278,340)(H,279,341)(H,280,342)(H,281,357)(H,282,358)(H,283,369)(H,284,375)(H,285,364)(H,286,387)(H,287,388)(H,288,389)(H,289,351)(H,290,359)(H,291,373)(H,292,370)(H,293,374)(H,294,381)(H,295,366)(H,296,365)(H,297,368)(H,298,376)(H,299,371)(H,300,360)(H,301,380)(H,302,361)(H,303,390)(H,304,383)(H,305,384)(H,306,394)(H,307,367)(H,308,362)(H,309,372)(H,310,385)(H,311,391)(H,312,392)(H,313,339)(H,314,352)(H,315,378)(H,316,377)(H,317,393)(H,318,382)(H,319,386)(H,320,379)(H,321,363)(H,343,344)(H,345,346)(H,347,348)(H,349,350)(H,396,397)(H,398,399)(H4,267,268,271)/t131-,132-,133-,134+,135+,136+,150-,151-,152-,153-,154-,155-,156-,157-,158-,159-,160-,161-,162-,163-,164-,165-,166-,167-,168-,169-,170-,171-,172-,173-,174-,175-,176-,177-,178-,179-,180-,181-,182-,183-,184-,185-,186-,201-,202-,203-,204-,205-,206-,207-,208-,209-/m0/s1"^^xsd:string ;
    chebi:inchikey "PBGKTOXHQIOBKM-FHFVDXKLSA-N"^^xsd:string ;
    chebi:mass "5807.630"^^xsd:string ;
    chebi:monoisotopicmass "5803.63765"^^xsd:string ;
    chebi:smiles "CC[C@H](C)[C@H](NC(=O)CN)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@H]1CSSC[C@@H]2NC(=O)[C@@H](NC(=O)[C@H](CO)NC(=O)[C@@H](NC(=O)[C@H](CSSC[C@H](NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC3=CNC=N3)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CC(N)=O)NC(=O)[C@@H](NC(=O)[C@@H](N)CC3=CC=CC=C3)C(C)C)C(=O)NCC(=O)N[C@@H](CO)C(=O)N[C@@H](CC3=CNC=N3)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](C)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC3=CC=C(O)C=C3)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CSSC[C@H](NC(=O)[C@H](CC3=CC=C(O)C=C3)NC(=O)[C@H](CC(N)=O)NC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CC3=CC=C(O)C=C3)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CO)NC2=O)C(=O)N[C@@H](CC(N)=O)C(O)=O)C(=O)NCC(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CCCNC(N)=N)C(=O)NCC(=O)N[C@@H](CC2=CC=CC=C2)C(=O)N[C@@H](CC2=CC=CC=C2)C(=O)N[C@@H](CC2=CC=C(O)C=C2)C(=O)N[C@@H]([C@@H](C)O)C(=O)N2CCC[C@H]2C(=O)N[C@@H](CCCCN)C(=O)N[C@@H]([C@@H](C)O)C(O)=O)NC1=O)[C@@H](C)O)[C@@H](C)CC"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Exubera"^^xsd:string,
        "human insulin"^^xsd:string,
        "Insulin"^^xsd:string,
        "insulin (recombinant)"^^xsd:string,
        "insulin human"^^xsd:string,
        "Insulin recombinant"^^xsd:string,
        "insulina humana"^^xsd:string,
        "insuline humaine"^^xsd:string,
        "insulinum humanum"^^xsd:string ;
    oboInOwl:id "CHEBI:5931"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:5956 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:5881723"^^xsd:string,
        "Beilstein:10733804"^^xsd:string,
        "CAS:60205-81-4"^^xsd:string,
        "KEGG:C07052"^^xsd:string ;
    rdfs:label "ipratropium"^^xsd:string ;
    rdfs:subClassOf CHEBI:35267,
        CHEBI:36243,
        CHEBI:37332 ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C20H30NO3"^^xsd:string ;
    chebi:inchi "InChI=1S/C20H30NO3/c1-14(2)21(3)16-9-10-17(21)12-18(11-16)24-20(23)19(13-22)15-7-5-4-6-8-15/h4-8,14,16-19,22H,9-13H2,1-3H3/q+1/t16-,17+,18+,19?,21+"^^xsd:string ;
    chebi:inchikey "OEXHQOGQTVQTAT-JRNQLAHRSA-N"^^xsd:string ;
    chebi:mass "332.45714"^^xsd:string ;
    chebi:monoisotopicmass "332.22202"^^xsd:string ;
    chebi:smiles "[H][C@]12CC[C@]([H])(C[C@@H](C1)OC(=O)C(CO)c1ccccc1)[N@+]2(C)C(C)C"^^xsd:string ;
    oboInOwl:hasExactSynonym "(3-endo,8-syn)-3-[(3-hydroxy-2-phenylpropanoyl)oxy]-8-isopropyl-8-methyl-8-azoniabicyclo[3.2.1]octane"^^xsd:string,
        "Ipratropium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:5956"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:5959 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:6620400"^^xsd:string,
        "CAS:138402-11-6"^^xsd:string,
        "Drug_Central:1481"^^xsd:string,
        "DrugBank:DB01029"^^xsd:string,
        "KEGG:C07469"^^xsd:string,
        "KEGG:D00523"^^xsd:string,
        "LINCS:LSM-3338"^^xsd:string,
        "Patent:US5270317"^^xsd:string,
        "Patent:WO9114679"^^xsd:string,
        "PMID:15101793"^^xsd:string,
        "PMID:15210574"^^xsd:string,
        "PMID:15526904"^^xsd:string,
        "Reaxys:6620400"^^xsd:string,
        "Wikipedia:Irbesartan"^^xsd:string ;
    rdfs:label "irbesartan"^^xsd:string ;
    definition: "A  biphenylyltetrazole that is an angiotensin II receptor antagonist used mainly for the treatment of hypertension."^^xsd:string ;
    rdfs:subClassOf CHEBI:35624,
        CHEBI:48420,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35674 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35703 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:61016 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78298 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C25H28N6O"^^xsd:string ;
    chebi:inchi "InChI=1S/C25H28N6O/c1-2-3-10-22-26-25(15-6-7-16-25)24(32)31(22)17-18-11-13-19(14-12-18)20-8-4-5-9-21(20)23-27-29-30-28-23/h4-5,8-9,11-14H,2-3,6-7,10,15-17H2,1H3,(H,27,28,29,30)"^^xsd:string ;
    chebi:inchikey "YOSHYTLCDANDAN-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "428.52966"^^xsd:string ;
    chebi:monoisotopicmass "428.23246"^^xsd:string ;
    chebi:smiles "CCCCC1=NC2(CCCC2)C(=O)N1Cc1ccc(cc1)-c1ccccc1-c1nnn[nH]1"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-butyl-3-{[2'-(1H-tetrazol-5-yl)[1,1'-biphenyl]-4-yl]methyl}-1,3-diazaspiro[4.4]non-1-en-4-one"^^xsd:string,
        "Irbesartan"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-butyl-3-{[2'-(1H-tetrazol-5-yl)biphenyl-4-yl]methyl}-1,3-diazaspiro[4.4]non-1-en-4-one"^^xsd:string,
        "Avapro"^^xsd:string,
        "BMS 186295"^^xsd:string,
        "irbesartan"^^xsd:string ;
    oboInOwl:id "CHEBI:5959"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:6015 a owl:Class ;
    oboInOwl:hasDbXref "CAS:26675-46-7"^^xsd:string,
        "Drug_Central:1493"^^xsd:string,
        "DrugBank:DB00753"^^xsd:string,
        "KEGG:C07518"^^xsd:string,
        "KEGG:D00545"^^xsd:string,
        "VSDB:1804"^^xsd:string,
        "Wikipedia:Isoflurane"^^xsd:string ;
    rdfs:label "isoflurane"^^xsd:string ;
    rdfs:subClassOf CHEBI:37143,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:39832 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38870 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C3H2ClF5O"^^xsd:string ;
    chebi:inchi "InChI=1S/C3H2ClF5O/c4-1(3(7,8)9)10-2(5)6/h1-2H"^^xsd:string ;
    chebi:inchikey "PIWKPBJCKXDKJR-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "184.49210"^^xsd:string ;
    chebi:monoisotopicmass "183.97143"^^xsd:string ;
    chebi:smiles "FC(F)OC(Cl)C(F)(F)F"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-chloro-2-difluoromethoxy-1,1,1-trifluoroethane"^^xsd:string,
        "Isoflurane"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-chloro-2,2,2-trifluoroethyl difluoromethyl ether"^^xsd:string,
        "Aerrane"^^xsd:string,
        "Ethane"^^xsd:string,
        "Forane"^^xsd:string,
        "Forene"^^xsd:string,
        "isoflurane"^^xsd:string,
        "isoflurano"^^xsd:string,
        "isofluranum"^^xsd:string ;
    oboInOwl:id "CHEBI:6015"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:6030 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:119374"^^xsd:string,
        "CAS:54-85-3"^^xsd:string,
        "Drug_Central:1497"^^xsd:string,
        "DrugBank:DB00951"^^xsd:string,
        "Gmelin:82804"^^xsd:string,
        "KEGG:C07054"^^xsd:string,
        "KEGG:D00346"^^xsd:string,
        "LINCS:LSM-6682"^^xsd:string,
        "MetaCyc:ISONIAZIDE"^^xsd:string,
        "PMID:445303"^^xsd:string,
        "PMID:15013786"^^xsd:string,
        "PMID:18220565"^^xsd:string,
        "PMID:19183459"^^xsd:string,
        "Reaxys:119374"^^xsd:string,
        "Wikipedia:Isoniazid"^^xsd:string ;
    rdfs:label "isoniazide"^^xsd:string ;
    definition: "A carbohydrazide obtained by formal condensation between pyridine-4-carboxylic acid and hydrazine."^^xsd:string ;
    rdfs:subClassOf CHEBI:35363,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:6032 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:33231 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:88188 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H7N3O"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H7N3O/c7-9-6(10)5-1-3-8-4-2-5/h1-4H,7H2,(H,9,10)"^^xsd:string ;
    chebi:inchikey "QRXWMOHMRWLFEY-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "137.13930"^^xsd:string ;
    chebi:monoisotopicmass "137.05891"^^xsd:string ;
    chebi:smiles "NNC(=O)c1ccncc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "pyridine-4-carbohydrazide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "4-pyridinecarbohydrazide"^^xsd:string,
        "Isoniazid"^^xsd:string,
        "isoniazid"^^xsd:string,
        "isonicotinic acid hydrazide"^^xsd:string,
        "isonicotinic hydrazide"^^xsd:string,
        "isonicotinohydrazide"^^xsd:string,
        "isonicotinoylhydrazide"^^xsd:string,
        "Isonicotinsaeurehydrazid"^^xsd:string,
        "pyridine-4-carboxylic acid hydrazide"^^xsd:string ;
    oboInOwl:id "CHEBI:6030"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:6032 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:109599"^^xsd:string,
        "CAS:55-22-1"^^xsd:string,
        "Gmelin:68876"^^xsd:string,
        "HMDB:HMDB0060665"^^xsd:string,
        "KEGG:C07446"^^xsd:string,
        "PMID:13115353"^^xsd:string,
        "PMID:22537922"^^xsd:string,
        "PMID:23832340"^^xsd:string,
        "PMID:23929452"^^xsd:string,
        "Reaxys:109599"^^xsd:string,
        "Wikipedia:Isonicotinic_Acid"^^xsd:string ;
    rdfs:label "isonicotinic acid"^^xsd:string ;
    definition: "A pyridinemonocarboxylic acid in which the carboxy group is at position 4 of the pyridine ring."^^xsd:string ;
    rdfs:subClassOf CHEBI:26420,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:38186 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:84735 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H5NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H5NO2/c8-6(9)5-1-3-7-4-2-5/h1-4H,(H,8,9)"^^xsd:string ;
    chebi:inchikey "TWBYWOBDOCUKOW-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "123.10940"^^xsd:string ;
    chebi:monoisotopicmass "123.03203"^^xsd:string ;
    chebi:smiles "OC(=O)c1ccncc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "Isonicotinic acid"^^xsd:string,
        "isonicotinic acid"^^xsd:string,
        "pyridine-4-carboxylic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "4-carboxypyridine"^^xsd:string,
        "4-pyridinecarboxylic acid"^^xsd:string,
        "gamma-picolinic acid"^^xsd:string,
        "gamma-pyridinecarboxylic acid"^^xsd:string,
        "p-pyridinecarboxylic acid"^^xsd:string ;
    oboInOwl:id "CHEBI:6032"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:6046 a owl:Class ;
    owl:deprecated true ;
    replacedBy: CHEBI:4495 ;
    obsReason: termsMerged: .

CHEBI:6061 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:88225"^^xsd:string,
        "CAS:87-33-2"^^xsd:string,
        "Drug_Central:1505"^^xsd:string,
        "DrugBank:DB00883"^^xsd:string,
        "KEGG:C07456"^^xsd:string,
        "KEGG:D00516"^^xsd:string ;
    rdfs:label "isosorbide dinitrate"^^xsd:string ;
    rdfs:subClassOf CHEBI:51080,
        CHEBI:63433,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35620 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50566 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H8N2O8"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H8N2O8/c9-7(10)15-3-1-13-6-4(16-8(11)12)2-14-5(3)6/h3-6H,1-2H2/t3-,4+,5-,6-/m1/s1"^^xsd:string ;
    chebi:inchikey "MOYKHGMNXAOIAT-JGWLITMVSA-N"^^xsd:string ;
    chebi:mass "236.13640"^^xsd:string ;
    chebi:monoisotopicmass "236.02807"^^xsd:string ;
    chebi:smiles "[H][C@]12OC[C@H](O[N+]([O-])=O)[C@@]1([H])OC[C@H]2O[N+]([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "1,4:3,6-dianhydro-2,5-di-O-nitro-D-glucitol"^^xsd:string,
        "Isosorbide dinitrate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1,4:3,6-Dianhydrosorbitol 2,5-dinitrate"^^xsd:string,
        "Carvasin"^^xsd:string,
        "Cedocard Retard"^^xsd:string,
        "D-Isosorbide dinitrate"^^xsd:string,
        "Dianhydrosorbitol 2,5-dinitrate"^^xsd:string,
        "dinitrate d'isosorbide"^^xsd:string,
        "dinitrato de isosorbida"^^xsd:string,
        "Dinitroisosorbide"^^xsd:string,
        "Dinitrosorbide"^^xsd:string,
        "Flindix"^^xsd:string,
        "Isoket"^^xsd:string,
        "Isorbid"^^xsd:string,
        "Isordil"^^xsd:string,
        "Isosorbide 2,5-dinitrate"^^xsd:string,
        "isosorbide dinitrate"^^xsd:string,
        "isosorbidi dinitras"^^xsd:string,
        "Nitrosorbide"^^xsd:string,
        "Sorbide nitrate"^^xsd:string,
        "Sorbidilat"^^xsd:string,
        "Sorbidnitrate"^^xsd:string ;
    oboInOwl:id "CHEBI:6061"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:6062 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:5851319"^^xsd:string,
        "CAS:16051-77-7"^^xsd:string,
        "Drug_Central:1506"^^xsd:string,
        "DrugBank:DB01020"^^xsd:string,
        "KEGG:D00630"^^xsd:string,
        "LINCS:LSM-5883"^^xsd:string ;
    rdfs:label "isosorbide mononitrate"^^xsd:string ;
    rdfs:subClassOf CHEBI:51080,
        CHEBI:63433,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35620 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50566 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H9NO6"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H9NO6/c8-3-1-11-6-4(13-7(9)10)2-12-5(3)6/h3-6,8H,1-2H2/t3-,4+,5+,6+/m0/s1"^^xsd:string ;
    chebi:inchikey "YWXYYJSYQOXTPL-SLPGGIOYSA-N"^^xsd:string ;
    chebi:mass "191.13880"^^xsd:string ;
    chebi:monoisotopicmass "191.04299"^^xsd:string ;
    chebi:smiles "[H][C@]12OC[C@@H](O[N+]([O-])=O)[C@@]1([H])OC[C@@H]2O"^^xsd:string ;
    oboInOwl:hasExactSynonym "1,4:3,6-dianhydro-5-O-nitro-D-glucitol"^^xsd:string,
        "Isosorbide mononitrate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Corangin"^^xsd:string,
        "Duride"^^xsd:string,
        "Elantan"^^xsd:string,
        "Imdur"^^xsd:string,
        "Imtrate"^^xsd:string,
        "Ismexin"^^xsd:string,
        "Ismo"^^xsd:string,
        "Ismox"^^xsd:string,
        "isosorbide mononitrate"^^xsd:string,
        "isosorbidi mononitras"^^xsd:string,
        "Medocor"^^xsd:string,
        "Monicor"^^xsd:string,
        "Mono Corax"^^xsd:string,
        "Monocedocard"^^xsd:string,
        "Monocord"^^xsd:string,
        "Monodur Durules"^^xsd:string,
        "Monoket"^^xsd:string,
        "Monolong"^^xsd:string,
        "Monomax"^^xsd:string,
        "Mononit"^^xsd:string,
        "mononitrate d'isosorbide"^^xsd:string,
        "mononitrato de isosorbida"^^xsd:string,
        "Monopront"^^xsd:string,
        "Monosorb XL 60"^^xsd:string,
        "Monosorbitrate"^^xsd:string,
        "Monosordil"^^xsd:string,
        "Nitramin"^^xsd:string,
        "Olicard"^^xsd:string,
        "Orasorbil"^^xsd:string,
        "Pertil"^^xsd:string,
        "Promocard"^^xsd:string,
        "Sigacora"^^xsd:string,
        "Sorbimon"^^xsd:string,
        "Turimonit"^^xsd:string,
        "Uniket"^^xsd:string,
        "Vasdilat"^^xsd:string ;
    oboInOwl:id "CHEBI:6062"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:6067 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1885770"^^xsd:string,
        "CAS:4759-48-2"^^xsd:string,
        "Drug_Central:1508"^^xsd:string,
        "DrugBank:DB00982"^^xsd:string,
        "HMDB:HMDB0006219"^^xsd:string,
        "KEGG:D00348"^^xsd:string,
        "LIPID_MAPS_instance:LMPR01090021"^^xsd:string,
        "Patent:EP111325"^^xsd:string,
        "Patent:US4556518"^^xsd:string,
        "PMID:9807973"^^xsd:string,
        "PMID:11606947"^^xsd:string,
        "PMID:11866680"^^xsd:string,
        "PMID:15304471"^^xsd:string,
        "PMID:18077132"^^xsd:string,
        "PMID:18788179"^^xsd:string,
        "PMID:19568610"^^xsd:string,
        "PMID:20482692"^^xsd:string,
        "PMID:23676507"^^xsd:string,
        "Reaxys:1885770"^^xsd:string,
        "Wikipedia:Isotretinoin"^^xsd:string ;
    rdfs:label "isotretinoin"^^xsd:string ;
    definition: "A retinoic acid that is all-trans-retinoic acid in which the double bond which is alpha,beta- to the carboxy group is isomerised to Z configuration. A synthetic retinoid, it is used for the treatment of severe cases of acne and other skin diseases."^^xsd:string ;
    rdfs:subClassOf CHEBI:26536,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:169952 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35610 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50176 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50905 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C20H28O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C20H28O2/c1-15(8-6-9-16(2)14-19(21)22)11-12-18-17(3)10-7-13-20(18,4)5/h6,8-9,11-12,14H,7,10,13H2,1-5H3,(H,21,22)/b9-6+,12-11+,15-8+,16-14-"^^xsd:string ;
    chebi:inchikey "SHGAZHPCJJPHSC-XFYACQKRSA-N"^^xsd:string ;
    chebi:mass "300.43512"^^xsd:string ;
    chebi:monoisotopicmass "300.20893"^^xsd:string ;
    chebi:smiles "CC(\\C=C\\C1=C(C)CCCC1(C)C)=C/C=C/C(C)=C\\C(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2Z,4E6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "13-cis-retinoic acid"^^xsd:string,
        "13-cis-Vitamin A acid"^^xsd:string,
        "13-RA"^^xsd:string,
        "(7E,9E,11E,13Z)-retinoic acid"^^xsd:string,
        "Accutane"^^xsd:string,
        "Amnesteem"^^xsd:string,
        "cis-RA"^^xsd:string,
        "Claravis"^^xsd:string,
        "isotretinoin"^^xsd:string,
        "isotretinoina"^^xsd:string,
        "isotretinoine"^^xsd:string,
        "isotretinoino"^^xsd:string,
        "isotretinoinum"^^xsd:string,
        "Neovitamin A acid"^^xsd:string ;
    oboInOwl:id "CHEBI:6067"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:6076 a owl:Class ;
    oboInOwl:hasDbXref "CAS:84625-61-6"^^xsd:string,
        "DrugBank:DB01167"^^xsd:string,
        "KEGG:D00350"^^xsd:string,
        "Patent:EP6711"^^xsd:string,
        "Patent:US4267179"^^xsd:string,
        "PMID:11219548"^^xsd:string,
        "PMID:11403818"^^xsd:string,
        "PMID:11422002"^^xsd:string,
        "PMID:15521894"^^xsd:string,
        "PMID:19025521"^^xsd:string,
        "PMID:20400651"^^xsd:string,
        "PMID:25326091"^^xsd:string,
        "VSDB:1853"^^xsd:string,
        "Wikipedia:Itraconazole"^^xsd:string ;
    rdfs:label "itraconazole"^^xsd:string ;
    definition: "An N-arylpiperazine that is cis-ketoconazole in which the imidazol-1-yl group is replaced by a 1,2,4-triazol-1-yl group and in which the actyl group attached to the piperazine moiety is replaced by a p-[(+-)1-sec-butyl-5-oxo-1,5-dihydro-4H-1,2,4-triazol-4-yl]phenyl group. A potent P-glycoprotein and CYP3A4 inhibitor, it is used as an antifungal drug for the treatment of various fungal infections, including aspergillosis, blastomycosis, candidiasis, chromoblastomycosis, coccidioidomycosis, cryptococcosis, histoplasmosis, and sporotrichosis."^^xsd:string ;
    rdfs:subClassOf CHEBI:23697,
        CHEBI:35618,
        CHEBI:39430,
        CHEBI:46848,
        CHEBI:59779,
        CHEBI:87071,
        CHEBI:87101,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50183 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77748 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:140921 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C35H38Cl2N8O4"^^xsd:string ;
    chebi:inchi "InChI=1S/C35H38Cl2N8O4/c1-3-25(2)45-34(46)44(24-40-45)29-7-5-27(6-8-29)41-14-16-42(17-15-41)28-9-11-30(12-10-28)47-19-31-20-48-35(49-31,21-43-23-38-22-39-43)32-13-4-26(36)18-33(32)37/h4-13,18,22-25,31H,3,14-17,19-21H2,1-2H3/t25?,31-,35-/m0/s1"^^xsd:string ;
    chebi:inchikey "VHVPQPYKVGDNFY-ZPGVKDDISA-N"^^xsd:string ;
    chebi:mass "705.63300"^^xsd:string ;
    chebi:monoisotopicmass "704.23931"^^xsd:string ;
    chebi:smiles "CCC(C)n1ncn(-c2ccc(cc2)N2CCN(CC2)c2ccc(OC[C@H]3CO[C@@](Cn4cncn4)(O3)c3ccc(Cl)cc3Cl)cc2)c1=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-(butan-2-yl)-4-{4-[4-(4-{[(2R,4S)-2-(2,4-dichlorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy}phenyl)piperazin-1-yl]phenyl}-2,4-dihydro-3H-1,2,4-triazol-3-one"^^xsd:string,
        "Itraconazole"^^xsd:string,
        "itraconazole"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Itrizole (TN)"^^xsd:string,
        "Oriconazole"^^xsd:string,
        "Sporanox (TN)"^^xsd:string ;
    oboInOwl:id "CHEBI:6076"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:6104 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:8189165"^^xsd:string,
        "Beilstein:8399726"^^xsd:string,
        "CAS:8063-07-8"^^xsd:string,
        "KEGG:C00304"^^xsd:string ;
    rdfs:label "kanamycin"^^xsd:string ;
    definition: "Kanamycin is a naturally occurring antibiotic complex from Streptomyces kanamyceticus that consists of several components: kanamycin A, the major component (also usually designated as kanamycin), and kanamycins B, C, D and X the minor components."^^xsd:string ;
    rdfs:subClassOf CHEBI:24951,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:17630 ],
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:28098 ],
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:28185 ],
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:72797 ],
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:73079 ] ;
    oboInOwl:hasExactSynonym "Kanamycin"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "kanamicin"^^xsd:string ;
    oboInOwl:id "CHEBI:6104"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:6121 a owl:Class ;
    oboInOwl:hasDbXref "CAS:6740-88-1"^^xsd:string,
        "CAS:100477-72-3"^^xsd:string,
        "Drug_Central:1523"^^xsd:string,
        "DrugBank:DB01221"^^xsd:string,
        "HMDB:HMDB0015352"^^xsd:string,
        "KEGG:C07525"^^xsd:string,
        "KEGG:D08098"^^xsd:string,
        "Patent:BE634208"^^xsd:string,
        "Patent:US3254124"^^xsd:string,
        "PMID:3783598"^^xsd:string,
        "Reaxys:2216965"^^xsd:string,
        "VSDB:2978"^^xsd:string,
        "Wikipedia:Ketamine"^^xsd:string ;
    rdfs:label "ketamine"^^xsd:string ;
    definition: "A member of the class of cyclohexanones in which one of the hydrogens at position 2 is substituted by a 2-chlorophenyl group, while the other is substituted by a methylamino group."^^xsd:string ;
    rdfs:subClassOf CHEBI:23482,
        CHEBI:50995,
        CHEBI:83403,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35480 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35703 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38877 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50910 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:60643 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78298 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C13H16ClNO"^^xsd:string ;
    chebi:inchi "InChI=1S/C13H16ClNO/c1-15-13(9-5-4-8-12(13)16)10-6-2-3-7-11(10)14/h2-3,6-7,15H,4-5,8-9H2,1H3"^^xsd:string ;
    chebi:inchikey "YQEZLKZALYSWHR-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "237.72500"^^xsd:string ;
    chebi:monoisotopicmass "237.09204"^^xsd:string ;
    chebi:smiles "CNC1(CCCCC1=O)c1ccccc1Cl"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:138833"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-(2-chlorophenyl)-2-(methylamino)cyclohexanone"^^xsd:string,
        "KETAMINE"^^xsd:string,
        "Ketamine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-(2-Chloro-phenyl)-2-methylamino-cyclohexanone"^^xsd:string,
        "2-(methylamino)-2-(2-chlorophenyl)cyclohexanone"^^xsd:string,
        "2-(o-chlorophenyl)-2-(methylamino)-cyclohexanone"^^xsd:string,
        "(+-)-ketamine"^^xsd:string,
        "DL-ketamine"^^xsd:string,
        "dl-ketamine"^^xsd:string,
        "ketamina"^^xsd:string,
        "ketamine"^^xsd:string,
        "ketaminum"^^xsd:string,
        "NMDA"^^xsd:string,
        "special K"^^xsd:string ;
    oboInOwl:id "CHEBI:6121"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:6128 a owl:Class ;
    oboInOwl:hasDbXref "CAS:22071-15-4"^^xsd:string,
        "Drug_Central:1528"^^xsd:string,
        "DrugBank:DB01009"^^xsd:string,
        "HMDB:HMDB0015144"^^xsd:string,
        "KEGG:C01716"^^xsd:string,
        "KEGG:D00132"^^xsd:string,
        "LINCS:LSM-1955"^^xsd:string,
        "PMID:11452775"^^xsd:string,
        "PMID:12772856"^^xsd:string,
        "PMID:18969772"^^xsd:string,
        "Reaxys:2216071"^^xsd:string,
        "Wikipedia:Ketoprofen"^^xsd:string ;
    rdfs:label "ketoprofen"^^xsd:string ;
    definition: "An oxo monocarboxylic acid that consists of propionic acid substituted by a 3-benzoylphenyl group at position 2."^^xsd:string ;
    rdfs:subClassOf CHEBI:22726,
        CHEBI:35871,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:30768 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35475 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35493 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35544 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35703 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78298 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:88188 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C16H14O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C16H14O3/c1-11(16(18)19)13-8-5-9-14(10-13)15(17)12-6-3-2-4-7-12/h2-11H,1H3,(H,18,19)"^^xsd:string ;
    chebi:inchikey "DKYWVDODHFEZIM-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "254.28056"^^xsd:string ;
    chebi:monoisotopicmass "254.09429"^^xsd:string ;
    chebi:smiles "CC(C(O)=O)c1cccc(c1)C(=O)c1ccccc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-(3-benzoylphenyl)propanoic acid"^^xsd:string,
        "Ketoprofen"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-(3-Benzoylphenyl)propionic acid"^^xsd:string,
        "3-Benzoyl-alpha-methylbenzeneacetic acid"^^xsd:string,
        "3-Benzoylhydratropic acid"^^xsd:string,
        "L'Acide (benzoyl-3-phenyl)-2-propionique"^^xsd:string,
        "m-Benzoylhydratropic acid"^^xsd:string,
        "Orudis (TN)"^^xsd:string ;
    oboInOwl:id "CHEBI:6128"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:6149 a owl:Class ;
    oboInOwl:hasDbXref "CAS:27262-47-1"^^xsd:string,
        "Drug_Central:4"^^xsd:string,
        "DrugBank:DB01002"^^xsd:string,
        "HMDB:HMDB0015137"^^xsd:string,
        "KEGG:C07887"^^xsd:string,
        "KEGG:D08116"^^xsd:string,
        "Reaxys:5382240"^^xsd:string,
        "Wikipedia:Levobupivacaine"^^xsd:string ;
    rdfs:label "levobupivacaine"^^xsd:string ;
    definition: "The (S)-(-)-enantiomer of bupivacaine."^^xsd:string ;
    rdfs:subClassOf CHEBI:77431,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:77458 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:60790 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:36333 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37733 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37887 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:59941 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:60186 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C18H28N2O"^^xsd:string ;
    chebi:inchi "InChI=1S/C18H28N2O/c1-4-5-12-20-13-7-6-11-16(20)18(21)19-17-14(2)9-8-10-15(17)3/h8-10,16H,4-7,11-13H2,1-3H3,(H,19,21)/t16-/m0/s1"^^xsd:string ;
    chebi:inchikey "LEBVLXFERQHONN-INIZCTEOSA-N"^^xsd:string ;
    chebi:mass "288.42770"^^xsd:string ;
    chebi:monoisotopicmass "288.22016"^^xsd:string ;
    chebi:smiles "CCCCN1CCCC[C@H]1C(=O)Nc1c(C)cccc1C"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2S)-1-butyl-N-(2,6-dimethylphenyl)piperidine-2-carboxamide"^^xsd:string,
        "Levobupivacaine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(-)-bupivacaine"^^xsd:string,
        "(S)-1-butyl-2',6'-pipecoloxylidide"^^xsd:string,
        "(S)-bupivacaine"^^xsd:string,
        "L-(-)-1-Butyl-2',6'-pipecoloxylidide"^^xsd:string,
        "L-(-)-bupivacaine"^^xsd:string,
        "levobupivacaine"^^xsd:string ;
    oboInOwl:id "CHEBI:6149"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:6343 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:2948416"^^xsd:string,
        "CAS:36894-69-6"^^xsd:string,
        "Drug_Central:1531"^^xsd:string,
        "DrugBank:DB00598"^^xsd:string,
        "HMDB:HMDB0014736"^^xsd:string,
        "KEGG:C07063"^^xsd:string,
        "KEGG:D08106"^^xsd:string,
        "LINCS:LSM-1282"^^xsd:string,
        "Patent:DE2032642"^^xsd:string,
        "Patent:US4012444"^^xsd:string,
        "PMID:1447344"^^xsd:string,
        "PMID:7295463"^^xsd:string,
        "PMID:16795017"^^xsd:string,
        "PMID:21908132"^^xsd:string,
        "PMID:22300487"^^xsd:string,
        "PMID:22528277"^^xsd:string,
        "PMID:23055089"^^xsd:string,
        "PMID:28166217"^^xsd:string,
        "PMID:31643185"^^xsd:string,
        "PMID:32709242"^^xsd:string,
        "PMID:33210850"^^xsd:string,
        "PMID:33424327"^^xsd:string,
        "PMID:33638710"^^xsd:string,
        "PMID:33893609"^^xsd:string,
        "PMID:34217067"^^xsd:string,
        "PMID:35075411"^^xsd:string,
        "Reaxys:2948416"^^xsd:string,
        "Wikipedia:Labetalol"^^xsd:string ;
    rdfs:label "labetalol"^^xsd:string ;
    definition: "A diastereoisomeric mixture of approximately equal amounts of all four possible stereoisomers ((R,S)-labetolol, (S,R)-labetolol, (S,S)-labetalol and (R,R)-labetalol). It is an adrenergic antagonist used to treat high blood pressure."^^xsd:string ;
    rdfs:subClassOf CHEBI:60915,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:94471 ],
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:167639 ],
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:167640 ],
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:167641 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35530 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35674 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37890 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:66991 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C19H24N2O3"^^xsd:string ;
    chebi:mass "328.412"^^xsd:string ;
    chebi:monoisotopicmass "328.17869"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-hydroxy-5-{1-hydroxy-2-[(1-methyl-3-phenylpropyl)amino]ethyl}benzamide"^^xsd:string,
        "Labetalol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3-Carboxamido-4-hydroxy-alpha-((1-methyl-3-phenylpropylamino)methyl)benzyl alcohol"^^xsd:string,
        "5-(1-Hydroxy-2-(1-methyl-3-phenylpropylamino)ethyl)salicylamide"^^xsd:string,
        "kabetalol"^^xsd:string,
        "labetalol"^^xsd:string,
        "labetalolum"^^xsd:string ;
    oboInOwl:id "CHEBI:6343"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:6375 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:4333393"^^xsd:string,
        "CAS:103577-45-3"^^xsd:string,
        "Drug_Central:1547"^^xsd:string,
        "DrugBank:DB00448"^^xsd:string,
        "KEGG:D00355"^^xsd:string,
        "LINCS:LSM-5064"^^xsd:string,
        "Patent:EP174726"^^xsd:string,
        "Patent:US4628098"^^xsd:string,
        "Wikipedia:Lansoprazole"^^xsd:string ;
    rdfs:label "lansoprazole"^^xsd:string ;
    rdfs:subClassOf CHEBI:22063,
        CHEBI:22715,
        CHEBI:26421,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:49200 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:49201 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C16H14F3N3O2S"^^xsd:string ;
    chebi:inchi "InChI=1S/C16H14F3N3O2S/c1-10-13(20-7-6-14(10)24-9-16(17,18)19)8-25(23)15-21-11-4-2-3-5-12(11)22-15/h2-7H,8-9H2,1H3,(H,21,22)"^^xsd:string ;
    chebi:inchikey "MJIHNNLFOKEZEW-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "369.36259"^^xsd:string ;
    chebi:monoisotopicmass "369.07588"^^xsd:string ;
    chebi:smiles "Cc1c(OCC(F)(F)F)ccnc1CS(=O)c1nc2ccccc2[nH]1"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-({[3-methyl-4-(2,2,2-trifluoroethoxy)pyridin-2-yl]methyl}sulfinyl)-1H-benzimidazole"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "AG 1749"^^xsd:string,
        "Bamalite"^^xsd:string,
        "lansoprazol"^^xsd:string,
        "lansoprazolum"^^xsd:string,
        "Lanzol"^^xsd:string,
        "Lanzopral"^^xsd:string,
        "Lanzul"^^xsd:string,
        "Limpidex"^^xsd:string,
        "Monolitum"^^xsd:string,
        "Ogastro"^^xsd:string,
        "Opiren"^^xsd:string,
        "Prevacid"^^xsd:string ;
    oboInOwl:id "CHEBI:6375"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:6384 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:5912370"^^xsd:string,
        "CAS:130209-82-4"^^xsd:string,
        "Drug_Central:1551"^^xsd:string,
        "DrugBank:DB00654"^^xsd:string,
        "HMDB:HMDB0014792"^^xsd:string,
        "KEGG:D00356"^^xsd:string,
        "PMID:21278589"^^xsd:string,
        "PMID:21858678"^^xsd:string,
        "PMID:22040280"^^xsd:string,
        "PMID:22049909"^^xsd:string,
        "PMID:22167538"^^xsd:string,
        "PMID:22167539"^^xsd:string,
        "PMID:22275814"^^xsd:string,
        "PMID:22275828"^^xsd:string,
        "PMID:22283238"^^xsd:string,
        "PMID:22289195"^^xsd:string,
        "PMID:22289196"^^xsd:string,
        "PMID:22320418"^^xsd:string,
        "PMID:22323882"^^xsd:string,
        "Reaxys:5912370"^^xsd:string,
        "Wikipedia:Latanoprost"^^xsd:string ;
    rdfs:label "latanoprost"^^xsd:string ;
    definition: "A prostaglandin Falpha that is the isopropyl ester prodrug of latanoprost free acid. Used in the treatment of open-angle glaucoma and ocular hypertension."^^xsd:string ;
    rdfs:subClassOf CHEBI:27136,
        CHEBI:35725,
        CHEBI:36066,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:63925 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:23018 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35674 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:39456 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50266 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C26H40O5"^^xsd:string ;
    chebi:inchi "InChI=1S/C26H40O5/c1-19(2)31-26(30)13-9-4-3-8-12-22-23(25(29)18-24(22)28)17-16-21(27)15-14-20-10-6-5-7-11-20/h3,5-8,10-11,19,21-25,27-29H,4,9,12-18H2,1-2H3/b8-3-/t21-,22+,23+,24-,25+/m0/s1"^^xsd:string ;
    chebi:inchikey "GGXICVAJURFBLW-CEYXHVGTSA-N"^^xsd:string ;
    chebi:mass "432.59280"^^xsd:string ;
    chebi:monoisotopicmass "432.28757"^^xsd:string ;
    chebi:smiles "CC(C)OC(=O)CCC\\C=C/C[C@H]1[C@@H](O)C[C@@H](O)[C@@H]1CC[C@@H](O)CCc1ccccc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "isopropyl (5Z,9alpha,11alpha,15R)-9,11,15-trihydroxy-17-phenyl-18,19,20-trinorprost-5-en-1-oate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "isopropyl (Z)-7-((1R,2R,3R,5S)-3,5-dihydroxy-2-((3R)-3-hydroxy-5-phenylpentyl)cyclopentyl)-5-heptenoate"^^xsd:string,
        "latanoprost"^^xsd:string,
        "latanoprostum"^^xsd:string,
        "PhXA 41"^^xsd:string,
        "propan-2-yl (5Z)-7-{(1R,2R,3R,5S)-3,5-dihydroxy-2-[(3R)-3-hydroxy-5-phenylpentyl]cyclopentyl}hept-5-enoate"^^xsd:string,
        "Xalatan"^^xsd:string ;
    oboInOwl:id "CHEBI:6384"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:6402 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:4323174"^^xsd:string,
        "CAS:75706-12-6"^^xsd:string,
        "Drug_Central:1552"^^xsd:string,
        "DrugBank:DB01097"^^xsd:string,
        "HMDB:HMDB0015229"^^xsd:string,
        "KEGG:C07905"^^xsd:string,
        "KEGG:D00749"^^xsd:string,
        "LINCS:LSM-3771"^^xsd:string,
        "Patent:DE2854439"^^xsd:string,
        "Patent:US4284786"^^xsd:string,
        "PMID:7496341"^^xsd:string,
        "PMID:7676489"^^xsd:string,
        "PMID:8610393"^^xsd:string,
        "PMID:9075844"^^xsd:string,
        "PMID:9123314"^^xsd:string,
        "PMID:9625011"^^xsd:string,
        "PMID:9777697"^^xsd:string,
        "PMID:10515382"^^xsd:string,
        "PMID:10702725"^^xsd:string,
        "PMID:10890256"^^xsd:string,
        "PMID:11043056"^^xsd:string,
        "PMID:11053058"^^xsd:string,
        "PMID:11067959"^^xsd:string,
        "PMID:11271257"^^xsd:string,
        "PMID:11333342"^^xsd:string,
        "PMID:11340750"^^xsd:string,
        "PMID:11391470"^^xsd:string,
        "PMID:11475244"^^xsd:string,
        "PMID:11522581"^^xsd:string,
        "PMID:11707749"^^xsd:string,
        "PMID:11718154"^^xsd:string,
        "PMID:11876141"^^xsd:string,
        "PMID:11884931"^^xsd:string,
        "PMID:11994686"^^xsd:string,
        "PMID:12017890"^^xsd:string,
        "PMID:12074690"^^xsd:string,
        "PMID:12833393"^^xsd:string,
        "PMID:14622739"^^xsd:string,
        "PMID:15030575"^^xsd:string,
        "PMID:15127968"^^xsd:string,
        "PMID:15127974"^^xsd:string,
        "PMID:15188371"^^xsd:string,
        "PMID:15214907"^^xsd:string,
        "PMID:15385935"^^xsd:string,
        "PMID:15489872"^^xsd:string,
        "PMID:15537652"^^xsd:string,
        "PMID:15652966"^^xsd:string,
        "PMID:15665760"^^xsd:string,
        "PMID:15789891"^^xsd:string,
        "PMID:15899055"^^xsd:string,
        "PMID:15934905"^^xsd:string,
        "PMID:16106593"^^xsd:string,
        "PMID:16142756"^^xsd:string,
        "PMID:16202258"^^xsd:string,
        "PMID:16284916"^^xsd:string,
        "PMID:16638062"^^xsd:string,
        "PMID:16638420"^^xsd:string,
        "PMID:16645972"^^xsd:string,
        "PMID:16688677"^^xsd:string,
        "PMID:16769661"^^xsd:string,
        "PMID:16778342"^^xsd:string,
        "PMID:17366662"^^xsd:string,
        "PMID:17604599"^^xsd:string,
        "PMID:17646975"^^xsd:string,
        "PMID:17854740"^^xsd:string,
        "PMID:18034546"^^xsd:string,
        "PMID:18173611"^^xsd:string,
        "PMID:18413415"^^xsd:string,
        "PMID:18496682"^^xsd:string,
        "PMID:18663553"^^xsd:string,
        "PMID:18688040"^^xsd:string,
        "PMID:19169882"^^xsd:string,
        "PMID:19190124"^^xsd:string,
        "PMID:19344337"^^xsd:string,
        "PMID:19581389"^^xsd:string,
        "PMID:19715969"^^xsd:string,
        "PMID:19751817"^^xsd:string,
        "PMID:19770782"^^xsd:string,
        "Reaxys:4323174"^^xsd:string,
        "Wikipedia:Leflunomide"^^xsd:string ;
    rdfs:label "leflunomide"^^xsd:string ;
    definition: "A monocarboxylic acid amide obtained by formal condensation of the carboxy group of 5-methyl-1,2-oxazole-4-carboxylic acid with the anilino group of 4-(trifluoromethyl)aniline. The prodrug of teriflunomide."^^xsd:string ;
    rdfs:subClassOf CHEBI:29347,
        CHEBI:55373,
        CHEBI:83565,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35442 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35475 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35610 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35705 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37153 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38637 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50266 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50908 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:68542 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:68543 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C12H9F3N2O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C12H9F3N2O2/c1-7-10(6-16-19-7)11(18)17-9-4-2-8(3-5-9)12(13,14)15/h2-6H,1H3,(H,17,18)"^^xsd:string ;
    chebi:inchikey "VHOGYURTWQBHIL-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "270.20730"^^xsd:string ;
    chebi:monoisotopicmass "270.06161"^^xsd:string ;
    chebi:smiles "Cc1oncc1C(=O)Nc1ccc(cc1)C(F)(F)F"^^xsd:string ;
    oboInOwl:hasExactSynonym "5-methyl-N-[4-(trifluoromethyl)phenyl]-1,2-oxazole-4-carboxamide"^^xsd:string,
        "Leflunomide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "5-Methyl-N-(4-(trifluoromethyl)phenyl)-4-isoxazolecarboxamide"^^xsd:string,
        "5-Methylisoxazole-4-carboxylic acid (4-trifluoromethyl)anilide"^^xsd:string,
        "alpha,alpha,alpha-Trifluoro-5-methyl-4-isoxazolecarboxy-p-toluidide"^^xsd:string,
        "Arava"^^xsd:string,
        "leflunomida"^^xsd:string,
        "leflunomide"^^xsd:string,
        "leflunomidum"^^xsd:string ;
    oboInOwl:id "CHEBI:6402"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:6413 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:6813913"^^xsd:string,
        "CAS:112809-51-5"^^xsd:string,
        "Drug_Central:1556"^^xsd:string,
        "DrugBank:DB01006"^^xsd:string,
        "KEGG:C08163"^^xsd:string,
        "KEGG:D00964"^^xsd:string,
        "LINCS:LSM-3980"^^xsd:string,
        "Patent:EP236940"^^xsd:string,
        "Patent:US4978672"^^xsd:string,
        "Wikipedia:Letrozole"^^xsd:string ;
    rdfs:label "letrozole"^^xsd:string ;
    rdfs:subClassOf CHEBI:18379,
        CHEBI:35727,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35610 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50790 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C17H11N5"^^xsd:string ;
    chebi:inchi "InChI=1S/C17H11N5/c18-9-13-1-5-15(6-2-13)17(22-12-20-11-21-22)16-7-3-14(10-19)4-8-16/h1-8,11-12,17H"^^xsd:string ;
    chebi:inchikey "HPJKCIUCZWXJDR-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "285.30294"^^xsd:string ;
    chebi:monoisotopicmass "285.10145"^^xsd:string ;
    chebi:smiles "N#Cc1ccc(cc1)C(c1ccc(cc1)C#N)n1cncn1"^^xsd:string ;
    oboInOwl:hasExactSynonym "4,4'-(1H-1,2,4-triazol-1-ylmethanediyl)dibenzonitrile"^^xsd:string,
        "Letrozole"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Femara"^^xsd:string,
        "Letrozol"^^xsd:string,
        "letrozole"^^xsd:string ;
    oboInOwl:id "CHEBI:6413"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:6438 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:6484587"^^xsd:string,
        "CAS:47141-42-4"^^xsd:string,
        "Drug_Central:431"^^xsd:string,
        "DrugBank:DB01210"^^xsd:string,
        "HMDB:HMDB0015341"^^xsd:string,
        "KEGG:C07914"^^xsd:string,
        "KEGG:D08115"^^xsd:string,
        "LINCS:LSM-6578"^^xsd:string,
        "Patent:US2011263638"^^xsd:string,
        "Patent:US2011275617"^^xsd:string,
        "Patent:WO2008002929"^^xsd:string,
        "Patent:WO2011140194"^^xsd:string,
        "PMID:2873545"^^xsd:string,
        "PMID:2881799"^^xsd:string,
        "PMID:3019819"^^xsd:string,
        "PMID:3050679"^^xsd:string,
        "PMID:3058836"^^xsd:string,
        "PMID:3062528"^^xsd:string,
        "PMID:3067745"^^xsd:string,
        "PMID:3513594"^^xsd:string,
        "PMID:3881032"^^xsd:string,
        "PMID:3912600"^^xsd:string,
        "PMID:19626454"^^xsd:string,
        "PMID:20960417"^^xsd:string,
        "PMID:21368570"^^xsd:string,
        "PMID:23390358"^^xsd:string,
        "Reaxys:6484587"^^xsd:string,
        "Wikipedia:Levobunolol"^^xsd:string ;
    rdfs:label "levobunolol"^^xsd:string ;
    definition: "A cyclic ketone that is 3,4-dihydronaphthalen-1-one substituted at position 5 by a 3-(tert-butylamino)-2-hydroxypropoxy group (the S-enantiomer). A non-selective beta-adrenergic antagonist used (as its hydrochloride salt) for treatment of glaucoma."^^xsd:string ;
    rdfs:subClassOf CHEBI:3992,
        CHEBI:35533,
        CHEBI:35618,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:35008 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:72567 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35530 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:39456 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C17H25NO3"^^xsd:string ;
    chebi:inchi "InChI=1S/C17H25NO3/c1-17(2,3)18-10-12(19)11-21-16-9-5-6-13-14(16)7-4-8-15(13)20/h5-6,9,12,18-19H,4,7-8,10-11H2,1-3H3/t12-/m0/s1"^^xsd:string ;
    chebi:inchikey "IXHBTMCLRNMKHZ-LBPRGKRZSA-N"^^xsd:string ;
    chebi:mass "291.38534"^^xsd:string ;
    chebi:monoisotopicmass "291.18344"^^xsd:string ;
    chebi:smiles "CC(C)(C)NC[C@H](O)COc1cccc2C(=O)CCCc12"^^xsd:string ;
    oboInOwl:hasExactSynonym "5-[(2S)-3-(tert-butylamino)-2-hydroxypropoxy]-3,4-dihydronaphthalen-1(2H)-one"^^xsd:string,
        "Levobunolol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(-)-Bunolol"^^xsd:string,
        "(S)-5-(3-((1,1-dimethylethyl)amino)-2-hydroxypropoxy)-3,4-dihydro-1(2H)-naphthalenone"^^xsd:string,
        "levobunololum"^^xsd:string ;
    oboInOwl:id "CHEBI:6438"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:6443 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:6067808"^^xsd:string,
        "CAS:797-63-7"^^xsd:string,
        "CAS:6533-00-2"^^xsd:string,
        "DrugBank:DB00367"^^xsd:string,
        "KEGG:C08149"^^xsd:string,
        "KEGG:C08153"^^xsd:string,
        "KEGG:D00950"^^xsd:string,
        "KEGG:D00954"^^xsd:string,
        "LIPID_MAPS_instance:LMST02030119"^^xsd:string,
        "Patent:BE623844"^^xsd:string,
        "Patent:US3959322"^^xsd:string,
        "PDBeChem:NOG"^^xsd:string ;
    rdfs:label "levonorgestrel"^^xsd:string ;
    rdfs:subClassOf CHEBI:35343,
        CHEBI:47909,
        CHEBI:73477,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:7630 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:50900 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:49326 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:59826 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C21H28O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C21H28O2/c1-3-20-11-9-17-16-8-6-15(22)13-14(16)5-7-18(17)19(20)10-12-21(20,23)4-2/h2,13,16-19,23H,3,5-12H2,1H3/t16-,17+,18+,19-,20-,21-/m0/s1"^^xsd:string ;
    chebi:inchikey "WWYNJERNGUHSAO-XUDSTZEESA-N"^^xsd:string ;
    chebi:mass "312.44582"^^xsd:string ;
    chebi:monoisotopicmass "312.20893"^^xsd:string ;
    chebi:smiles "[H][C@]12CCC(=O)C=C1CC[C@]1([H])[C@]2([H])CC[C@@]2(CC)[C@@]1([H])CC[C@@]2(O)C#C"^^xsd:string ;
    oboInOwl:hasExactSynonym "17alpha-ethynyl-17beta-hydroxy-18a-homoestr-4-en-3-one"^^xsd:string,
        "Levonorgestrel"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "13-beta-Ethyl-17alpha-ethynyl-17beta-hydroxygon-4-en-3-one"^^xsd:string,
        "13-Ethyl-17-alpha-ethynyl-17-beta-hydroxy-4-gonen-3-one"^^xsd:string,
        "13-Ethyl-17-alpha-ethynylgon-4-en-17-beta-ol-3-one"^^xsd:string,
        "17-alpha-Ethinyl-13-beta-ethyl-17-beta-hydroxy-4-estren-3-one"^^xsd:string,
        "17-alpha-Ethynyl-13-ethyl-19-nortestosterone"^^xsd:string,
        "17-Ethynyl-18-methyl-19-nortestosterone"^^xsd:string,
        "17alpha-Ethynyl-13beta-ethyl-3-oxo-4-estren-17beta-ol"^^xsd:string,
        "17alpha-Ethynyl-17-hydroxy-18-methylestr-4-en-3-one"^^xsd:string,
        "17alpha-Ethynyl-18-homo-19-nortestosterone"^^xsd:string,
        "18-Methyl-17-alpha-ethynyl-19-nortestosterone"^^xsd:string,
        "18-Methylnorethisterone"^^xsd:string,
        "(-)-13-Ethyl-17-hydroxy-18,19-dinor-17alpha-pregn-4-en-20-yn-3-one"^^xsd:string,
        "d(-)-Norgestrel"^^xsd:string,
        "Jadelle"^^xsd:string,
        "Levonelle"^^xsd:string,
        "levonorgestrel"^^xsd:string,
        "levonorgestrelum"^^xsd:string,
        "Levonova"^^xsd:string,
        "Microlut"^^xsd:string,
        "Microluton"^^xsd:string,
        "Microval"^^xsd:string,
        "Mirena"^^xsd:string,
        "NorLevo"^^xsd:string,
        "Plan B"^^xsd:string,
        "Postinor"^^xsd:string ;
    oboInOwl:id "CHEBI:6443"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:6444 a owl:Class ;
    oboInOwl:hasDbXref "CAS:77-07-6"^^xsd:string,
        "Drug_Central:1574"^^xsd:string,
        "HMDB:HMDB0014992"^^xsd:string,
        "KEGG:C08014"^^xsd:string,
        "KEGG:D08123"^^xsd:string ;
    rdfs:label "Levorphanol"^^xsd:string ;
    rdfs:subClassOf CHEBI:25418 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C17H23NO"^^xsd:string ;
    chebi:inchi "InChI=1S/C17H23NO/c1-18-9-8-17-7-3-2-4-14(17)16(18)10-12-5-6-13(19)11-15(12)17/h5-6,11,14,16,19H,2-4,7-10H2,1H3/t14-,16+,17+/m0/s1"^^xsd:string ;
    chebi:inchikey "JAQUASYNZVUNQP-USXIJHARSA-N"^^xsd:string ;
    chebi:mass "257.371"^^xsd:string ;
    chebi:monoisotopicmass "257.17796"^^xsd:string ;
    chebi:smiles "CN1CC[C@]23CCCC[C@H]2[C@H]1Cc1ccc(O)cc31"^^xsd:string ;
    oboInOwl:hasExactSynonym "Levorphanol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "aromarone"^^xsd:string,
        "levo-dromoran"^^xsd:string,
        "levorphan"^^xsd:string,
        "levorphanol tartrate"^^xsd:string,
        "N-Methyl-3-hydroxymorphinan"^^xsd:string,
        "racemorphan"^^xsd:string ;
    oboInOwl:id "CHEBI:6444"^^xsd:string ;
    oboInOwl:inSubset chebi1:_STAR .

CHEBI:6456 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:2215784"^^xsd:string,
        "CAS:137-58-6"^^xsd:string,
        "Drug_Central:1579"^^xsd:string,
        "DrugBank:DB00281"^^xsd:string,
        "HMDB:HMDB0014426"^^xsd:string,
        "KEGG:C07073"^^xsd:string,
        "KEGG:D00358"^^xsd:string,
        "LINCS:LSM-3165"^^xsd:string,
        "Patent:GB706409"^^xsd:string,
        "Patent:GB758224"^^xsd:string,
        "Patent:US2441498"^^xsd:string,
        "PMID:11106996"^^xsd:string,
        "PMID:11120381"^^xsd:string,
        "PMID:11431418"^^xsd:string,
        "PMID:11692349"^^xsd:string,
        "PMID:15056998"^^xsd:string,
        "PMID:16668583"^^xsd:string,
        "PMID:17214917"^^xsd:string,
        "PMID:18940244"^^xsd:string,
        "Reaxys:2215784"^^xsd:string,
        "VSDB:1903"^^xsd:string,
        "Wikipedia:Lidocaine"^^xsd:string ;
    rdfs:label "lidocaine"^^xsd:string ;
    definition: "The monocarboxylic acid amide resulting from the formal condensation of N,N-diethylglycine with 2,6-dimethylaniline."^^xsd:string ;
    rdfs:subClassOf CHEBI:22712,
        CHEBI:29347,
        CHEBI:50996,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:42843 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35703 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:36333 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38070 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78298 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:88188 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C14H22N2O"^^xsd:string ;
    chebi:inchi "InChI=1S/C14H22N2O/c1-5-16(6-2)10-13(17)15-14-11(3)8-7-9-12(14)4/h7-9H,5-6,10H2,1-4H3,(H,15,17)"^^xsd:string ;
    chebi:inchikey "NNJVILVZKWQKPM-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "234.33736"^^xsd:string ;
    chebi:monoisotopicmass "234.17321"^^xsd:string ;
    chebi:smiles "CCN(CC)CC(=O)Nc1c(C)cccc1C"^^xsd:string ;
    oboInOwl:hasExactSynonym "Lidocaine"^^xsd:string,
        "N-(2,6-dimethylphenyl)-N(2),N(2)-diethylglycinamide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-(Diethylamino)-2',6'-acetoxylidide"^^xsd:string,
        "2-(Diethylamino)-N-(2,6-dimethylphenyl)acetamide"^^xsd:string,
        "alpha-diethylamino-2,6-dimethylacetanilide"^^xsd:string,
        "Lidoderm"^^xsd:string ;
    oboInOwl:id "CHEBI:6456"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:6472 a owl:Class ;
    oboInOwl:hasDbXref "CAS:154-21-2"^^xsd:string,
        "Drug_Central:1582"^^xsd:string,
        "DrugBank:DB01627"^^xsd:string,
        "HMDB:HMDB0015564"^^xsd:string,
        "KEGG:C06812"^^xsd:string,
        "KEGG:C14002"^^xsd:string,
        "KEGG:D00223"^^xsd:string,
        "KEGG:D02346"^^xsd:string,
        "LINCS:LSM-5602"^^xsd:string,
        "PMID:24324587"^^xsd:string,
        "Reaxys:707677"^^xsd:string,
        "Wikipedia:Lincomycin"^^xsd:string ;
    rdfs:label "lincomycin"^^xsd:string ;
    definition: "A carbohydrate-containing antibiotic produced by the actinomyces Streptomyces lincolnensis."^^xsd:string ;
    rdfs:subClassOf CHEBI:23007,
        CHEBI:35275,
        CHEBI:46770,
        CHEBI:84186,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76969 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C18H34N2O6S"^^xsd:string ;
    chebi:inchi "InChI=1S/C18H34N2O6S/c1-5-6-10-7-11(20(3)8-10)17(25)19-12(9(2)21)16-14(23)13(22)15(24)18(26-16)27-4/h9-16,18,21-24H,5-8H2,1-4H3,(H,19,25)/t9-,10-,11+,12-,13+,14-,15-,16-,18-/m1/s1"^^xsd:string ;
    chebi:inchikey "OJMMVQQUTAEWLP-KIDUDLJLSA-N"^^xsd:string ;
    chebi:mass "406.53700"^^xsd:string ;
    chebi:monoisotopicmass "406.21376"^^xsd:string ;
    chebi:smiles "CCC[C@@H]1C[C@H](N(C)C1)C(=O)N[C@H]([C@@H](C)O)[C@H]1O[C@H](SC)[C@H](O)[C@@H](O)[C@H]1O"^^xsd:string ;
    oboInOwl:hasExactSynonym "Lincomycin"^^xsd:string,
        "methyl 6,8-dideoxy-6-({[(2S,4R)-1-methyl-4-propylpyrrolidin-2-yl]carbonyl}amino)-1-thio-D-erythro-alpha-D-galacto-octopyranoside"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Cillimycin"^^xsd:string,
        "lincomicina"^^xsd:string,
        "lincomycin"^^xsd:string,
        "lincomycine"^^xsd:string,
        "lincomycinum"^^xsd:string,
        "Methyl 6,8-dideoxy-6-trans-(1-methyl-4-propyl-L-2-pyrrolidinecarboxamido)-1-thio-D-erythro-alpha-D-galacto-octopyranoside"^^xsd:string ;
    oboInOwl:id "CHEBI:6472"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:6486 a owl:Class ;
    owl:deprecated true ;
    replacedBy: CHEBI:18059 ;
    obsReason: termsMerged: .

CHEBI:6495 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C01834"^^xsd:string ;
    rdfs:label "lipoprotein"^^xsd:string ;
    definition: "A clathrate complex consisting of a lipid enwrapped in a protein host without covalent binding in such a way that the complex has a hydrophilic outer surface consisting of all the protein and the polar ends of any phospholipids."^^xsd:string ;
    rdfs:subClassOf CHEBI:33837,
        CHEBI:39024,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:39015 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ] ;
    oboInOwl:hasExactSynonym "Lipoprotein"^^xsd:string,
        "lipoproteins"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "lipoprotein particle"^^xsd:string ;
    oboInOwl:id "CHEBI:6495"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:6541 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:4770867"^^xsd:string,
        "CAS:114798-26-4"^^xsd:string,
        "Drug_Central:1610"^^xsd:string,
        "DrugBank:DB00678"^^xsd:string,
        "HMDB:HMDB0014816"^^xsd:string,
        "KEGG:C07072"^^xsd:string,
        "KEGG:D08146"^^xsd:string,
        "LINCS:LSM-3701"^^xsd:string,
        "Patent:EP253310"^^xsd:string,
        "Patent:US5138069"^^xsd:string,
        "PMID:11115412"^^xsd:string,
        "PMID:11589260"^^xsd:string,
        "PMID:12561964"^^xsd:string,
        "PMID:15703421"^^xsd:string,
        "PMID:18800450"^^xsd:string,
        "PMID:18800451"^^xsd:string,
        "PMID:18800458"^^xsd:string,
        "PMID:18940180"^^xsd:string,
        "PMID:31299855"^^xsd:string,
        "PMID:31613648"^^xsd:string,
        "PMID:31636311"^^xsd:string,
        "PMID:31893179"^^xsd:string,
        "PMID:32048541"^^xsd:string,
        "Reaxys:4770867"^^xsd:string,
        "Wikipedia:Losartan"^^xsd:string ;
    rdfs:label "losartan"^^xsd:string ;
    definition: "A biphenylyltetrazole where a 1,1'-biphenyl group is attached at the 5-position and has an additional trisubstituted imidazol-1-ylmethyl group at the 4'-position"^^xsd:string ;
    rdfs:subClassOf CHEBI:24780,
        CHEBI:48420,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:149504 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35674 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38070 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:51451 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:61016 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C22H22ClN6O.K"^^xsd:string,
        "C22H23ClN6O"^^xsd:string ;
    chebi:inchi "InChI=1S/C22H23ClN6O/c1-2-3-8-20-24-21(23)19(14-30)29(20)13-15-9-11-16(12-10-15)17-6-4-5-7-18(17)22-25-27-28-26-22/h4-7,9-12,30H,2-3,8,13-14H2,1H3,(H,25,26,27,28)"^^xsd:string ;
    chebi:inchikey "PSIFNNKUMBGKDQ-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "422.91100"^^xsd:string ;
    chebi:monoisotopicmass "422.16219"^^xsd:string ;
    chebi:smiles "CCCCc1nc(Cl)c(CO)n1Cc1ccc(cc1)-c1ccccc1-c1nnn[nH]1"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2-butyl-4-chloro-1-{[2'-(1H-tetrazol-5-yl)[1,1'-biphenyl]-4-yl]methyl}-1H-imidazol-5-yl)methanol"^^xsd:string,
        "Losartan"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-n-butyl-4-chloro-5-hydroxymethyl-1-[(2'-(1H-tetrazol-5-yl)biphenyl-4-yl)methyl]imidazole"^^xsd:string,
        "(2-butyl-4-chloro-1-{[2'-(1H-tetrazol-5-yl)biphenyl-4-yl]methyl}-1H-imidazol-5-yl)methanol"^^xsd:string,
        "losartan"^^xsd:string ;
    oboInOwl:id "CHEBI:6541"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:6605 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:94179"^^xsd:string,
        "CAS:50-37-3"^^xsd:string,
        "Drug_Central:1621"^^xsd:string,
        "KEGG:C07542"^^xsd:string,
        "MetaCyc:CPD-14458"^^xsd:string,
        "Patent:US2736728"^^xsd:string,
        "Patent:US2774763"^^xsd:string,
        "Patent:US3141887"^^xsd:string,
        "PMID:8428600"^^xsd:string,
        "PMID:9698051"^^xsd:string,
        "PMID:11723224"^^xsd:string,
        "PMID:13952224"^^xsd:string,
        "PMID:16005500"^^xsd:string,
        "PMID:17077317"^^xsd:string,
        "PMID:22898355"^^xsd:string,
        "PMID:23222128"^^xsd:string,
        "PMID:23423312"^^xsd:string,
        "PMID:24594678"^^xsd:string,
        "PMID:24785760"^^xsd:string,
        "PMID:24830180"^^xsd:string,
        "PMID:25036425"^^xsd:string,
        "Reaxys:94179"^^xsd:string,
        "Wikipedia:Lysergic_acid_diethylamide"^^xsd:string ;
    rdfs:label "lysergic acid diethylamide"^^xsd:string ;
    definition: "An ergoline alkaloid arising from formal condensation of lysergic acid with diethylamine."^^xsd:string ;
    rdfs:subClassOf CHEBI:29347,
        CHEBI:38163,
        CHEBI:60529,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:4819 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35499 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35941 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:51065 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C20H25N3O"^^xsd:string ;
    chebi:inchi "InChI=1S/C20H25N3O/c1-4-23(5-2)20(24)14-9-16-15-7-6-8-17-19(15)13(11-21-17)10-18(16)22(3)12-14/h6-9,11,14,18,21H,4-5,10,12H2,1-3H3/t14-,18-/m1/s1"^^xsd:string ;
    chebi:inchikey "VAYOSLLFUXYJDT-RDTXWAMCSA-N"^^xsd:string ;
    chebi:mass "323.43200"^^xsd:string ;
    chebi:monoisotopicmass "323.19976"^^xsd:string ;
    chebi:smiles "[H][C@@]12Cc3c[nH]c4cccc(C1=C[C@H](CN2C)C(=O)N(CC)CC)c34"^^xsd:string ;
    oboInOwl:hasExactSynonym "(8R)-9,10-didehydro-N,N-diethyl-6-methylergoline-8-carboxamide"^^xsd:string,
        "Lysergic acid diethylamide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(+)-LSD"^^xsd:string,
        "D-lysergic acid diethylamide"^^xsd:string,
        "LSD"^^xsd:string,
        "LSD 25"^^xsd:string,
        "Lysergide"^^xsd:string,
        "Lysergsaeurediaethylamid"^^xsd:string,
        "Lysergsaeurediethylamid"^^xsd:string,
        "N,N-diethyl-(+)-lysergamide"^^xsd:string,
        "N,N-diethyl-D-lysergamide"^^xsd:string,
        "N,N-diethyllysergamide"^^xsd:string ;
    oboInOwl:id "CHEBI:6605"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:6636 a owl:Class ;
    oboInOwl:hasDbXref "CAS:7786-30-3"^^xsd:string,
        "Gmelin:9305"^^xsd:string,
        "KEGG:C07755"^^xsd:string,
        "MolBase:1868"^^xsd:string,
        "Reaxys:8128169"^^xsd:string ;
    rdfs:label "magnesium dichloride"^^xsd:string ;
    definition: "A magnesium salt comprising of two chlorine atoms bound to a magnesium atom."^^xsd:string ;
    rdfs:subClassOf CHEBI:33975,
        CHEBI:36093,
        CHEBI:51234,
        CHEBI:190297 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "Cl2Mg"^^xsd:string ;
    chebi:inchi "InChI=1S/2ClH.Mg/h2*1H;/q;;+2/p-2"^^xsd:string ;
    chebi:inchikey "TWRXJAOTZQYOKJ-UHFFFAOYSA-L"^^xsd:string ;
    chebi:mass "95.21040"^^xsd:string ;
    chebi:monoisotopicmass "93.92275"^^xsd:string ;
    chebi:smiles "[Mg++].[Cl-].[Cl-]"^^xsd:string ;
    oboInOwl:hasExactSynonym "magnesium dichloride"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "[MgCl2]"^^xsd:string,
        "Magnesium chloride"^^xsd:string,
        "Magnesium chloride anhydrous"^^xsd:string,
        "Magnesiumchlorid"^^xsd:string,
        "MgCl2"^^xsd:string ;
    oboInOwl:id "CHEBI:6636"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:6651 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1804525"^^xsd:string,
        "CAS:121-75-5"^^xsd:string,
        "Drug_Central:1626"^^xsd:string,
        "DrugBank:DB00772"^^xsd:string,
        "KEGG:C07497"^^xsd:string,
        "KEGG:D00534"^^xsd:string,
        "PMID:16083681"^^xsd:string,
        "PMID:19399610"^^xsd:string,
        "PMID:28950791"^^xsd:string,
        "PMID:29235025"^^xsd:string,
        "PMID:29792547"^^xsd:string,
        "PMID:29852369"^^xsd:string,
        "Reaxys:1804525"^^xsd:string,
        "Wikipedia:Malathion"^^xsd:string ;
    rdfs:label "malathion"^^xsd:string ;
    definition: "A racemate comprising equimolar amounts of (R) and (S)-malathion. It is a broad spectrum organophosphate proinsecticide used to control a wide range of pests including Coleoptera, Diptera, fruit flies, mosquitos and spider mites."^^xsd:string ;
    rdfs:subClassOf CHEBI:25715,
        CHEBI:60911,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:141475 ],
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:141476 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:33286 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37733 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38462 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38706 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:73333 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:136644 ] ;
    oboInOwl:hasExactSynonym "Malathion"^^xsd:string,
        "rac-diethyl 2-[(dimethoxyphosphorothioyl)thio]succinate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "[(dimethoxyphosphinothioyl)thio]butanedioic acid diethyl ester"^^xsd:string,
        "carbophos"^^xsd:string,
        "diethyl 2-[(dimethoxyphosphorothioyl)sulfanyl]butanedioate"^^xsd:string,
        "diethyl ((dimethoxyphosphinothioyl)thio)butanedioate"^^xsd:string,
        "diethyl (dimethoxyphosphinothioylthio)succinate"^^xsd:string,
        "Karbofos"^^xsd:string,
        "Maldison"^^xsd:string,
        "mercaptothion"^^xsd:string,
        "O,O-dimethyl S-1,2-di(ethoxycarbamyl)ethyl"^^xsd:string,
        "O,O-dimethyl S-(1,2-bis(ethoxycarbonyl)ethyl)"^^xsd:string,
        "O,O-dimethyl S-(1,2-dicarbethoxyethyl) dithiophosphate"^^xsd:string,
        "O,O-dimethyl S-(1,2-dicarbethoxyethyl)phosphorodithioate"^^xsd:string,
        "O,O-dimethyldithiophosphate diethylmercaptosuccinate"^^xsd:string ;
    oboInOwl:id "CHEBI:6651"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:6704 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:759809"^^xsd:string,
        "CAS:31431-39-7"^^xsd:string,
        "Drug_Central:1641"^^xsd:string,
        "DrugBank:DB00643"^^xsd:string,
        "KEGG:D00368"^^xsd:string,
        "LINCS:LSM-3749"^^xsd:string,
        "PMID:6126101"^^xsd:string,
        "Reaxys:759809"^^xsd:string,
        "Wikipedia:Mebendazole"^^xsd:string ;
    rdfs:label "mebendazole"^^xsd:string ;
    definition: "A carbamate ester that is methyl 1H-benzimidazol-2-ylcarbamate substituted by a benzoyl group at position 5."^^xsd:string ;
    rdfs:subClassOf CHEBI:22715,
        CHEBI:23003,
        CHEBI:76224,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:41275 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35444 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:61951 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C16H13N3O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C16H13N3O3/c1-22-16(21)19-15-17-12-8-7-11(9-13(12)18-15)14(20)10-5-3-2-4-6-10/h2-9H,1H3,(H2,17,18,19,21)"^^xsd:string ;
    chebi:inchikey "OPXLLQIJSORQAM-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "295.29284"^^xsd:string ;
    chebi:monoisotopicmass "295.09569"^^xsd:string ;
    chebi:smiles "COC(=O)Nc1nc2cc(ccc2[nH]1)C(=O)c1ccccc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "Mebendazole"^^xsd:string,
        "methyl (5-benzoyl-1H-benzimidazol-2-yl)carbamate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(5-benzoyl-1H-benzimidazol-2-yl)-carbamic acid methyl ester"^^xsd:string,
        "MBDZ"^^xsd:string,
        "Vermox"^^xsd:string ;
    oboInOwl:id "CHEBI:6704"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:6715 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:2510965"^^xsd:string,
        "CAS:520-85-4"^^xsd:string,
        "DrugBank:DB00603"^^xsd:string,
        "HMDB:HMDB0001939"^^xsd:string,
        "KEGG:C07119"^^xsd:string,
        "KEGG:D08166"^^xsd:string,
        "Patent:GB866381"^^xsd:string,
        "Patent:US3043832"^^xsd:string,
        "Patent:US3061616"^^xsd:string,
        "Patent:US3377364"^^xsd:string,
        "PMID:18636214"^^xsd:string,
        "PMID:31902997"^^xsd:string,
        "Reaxys:2510965"^^xsd:string ;
    rdfs:label "medroxyprogesterone"^^xsd:string ;
    definition: "A 3-oxo Delta(4)-steroid that is pregn-4-ene-3,20-dione substituted by an alpha-hydroxy group at position 17 and a methyl group at position 6."^^xsd:string ;
    rdfs:subClassOf CHEBI:35342,
        CHEBI:36885,
        CHEBI:47909,
        CHEBI:139592,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:49326 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:59826 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C22H32O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C22H32O3/c1-13-11-16-17(20(3)8-5-15(24)12-19(13)20)6-9-21(4)18(16)7-10-22(21,25)14(2)23/h12-13,16-18,25H,5-11H2,1-4H3/t13-,16+,17-,18-,20+,21-,22-/m0/s1"^^xsd:string ;
    chebi:inchikey "FRQMUZJSZHZSGN-HBNHAYAOSA-N"^^xsd:string ;
    chebi:mass "344.495"^^xsd:string ;
    chebi:monoisotopicmass "344.23514"^^xsd:string ;
    chebi:smiles "C1[C@]2([C@]3([C@@]([C@@]4(C(=CC(CC4)=O)[C@H](C3)C)C)(CC[C@@]2([C@@](C1)(O)C(=O)C)C)[H])[H])[H]"^^xsd:string ;
    oboInOwl:hasExactSynonym "(6alpha)-17-hydroxy-6-methylpregn-4-ene-3,20-dione"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "6alpha-Methyl-4-pregnen-17alpha-ol-3,20-dione"^^xsd:string,
        "6alpha-Methyl-17alpha-hydroxyprogesterone"^^xsd:string,
        "17-Hydroxy-6alpha-methyl-pregn-4-ene-3,20-dione"^^xsd:string,
        "17-Hydroxy-6alpha-methylprogesterone"^^xsd:string,
        "17alpha-Hydroxy-6alpha-methylprogesterone"^^xsd:string,
        "medroxiprogesterona"^^xsd:string,
        "Medroxyprogesteron"^^xsd:string,
        "medroxyprogesterone"^^xsd:string,
        "medroxyprogesteronum"^^xsd:string ;
    oboInOwl:id "CHEBI:6715"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:6722 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:3164843"^^xsd:string,
        "CAS:3562-63-8"^^xsd:string,
        "DrugBank:DB00351"^^xsd:string,
        "HMDB:HMDB0014495"^^xsd:string,
        "KEGG:C07120"^^xsd:string,
        "KEGG:D08167"^^xsd:string,
        "LIPID_MAPS_instance:LMST02030177"^^xsd:string,
        "PMID:12161003"^^xsd:string,
        "PMID:32037291"^^xsd:string,
        "PMID:32047089"^^xsd:string,
        "PMID:32352735"^^xsd:string,
        "PMID:32644631"^^xsd:string,
        "PMID:32652300"^^xsd:string,
        "Reaxys:3164843"^^xsd:string,
        "Wikipedia:Megestrol"^^xsd:string ;
    rdfs:label "megestrol"^^xsd:string ;
    definition: "A 3-oxo Delta(4)-steroid that is pregna-4,6-diene-3,20-dione substituted by a methyl group at position 6 and a hydroxy group at position 17."^^xsd:string ;
    rdfs:subClassOf CHEBI:35342,
        CHEBI:36885,
        CHEBI:47909,
        CHEBI:139592,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35610 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:49326 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50779 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:59826 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C22H30O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C22H30O3/c1-13-11-16-17(20(3)8-5-15(24)12-19(13)20)6-9-21(4)18(16)7-10-22(21,25)14(2)23/h11-12,16-18,25H,5-10H2,1-4H3/t16-,17+,18+,20-,21+,22+/m1/s1"^^xsd:string ;
    chebi:inchikey "VXIMPSPISRVBPZ-NWUMPJBXSA-N"^^xsd:string ;
    chebi:mass "328.44522"^^xsd:string ;
    chebi:monoisotopicmass "328.20384"^^xsd:string ;
    chebi:smiles "[H][C@@]12CC[C@](O)(C(C)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])C=C(C)C2=CC(=O)CC[C@]12C"^^xsd:string ;
    oboInOwl:hasExactSynonym "17-hydroxy-6-methylpregna-4,6-diene-3,20-dione"^^xsd:string,
        "Megestrol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "17-Hydroxy-6-methylpregna-4,6-diene-3,20-dione"^^xsd:string,
        "megestrol"^^xsd:string,
        "megestrolo"^^xsd:string,
        "megestrolum"^^xsd:string ;
    oboInOwl:id "CHEBI:6722"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:6755 a owl:Class ;
    oboInOwl:hasDbXref "CAS:100-92-5"^^xsd:string,
        "Drug_Central:1694"^^xsd:string,
        "HMDB:HMDB0015452"^^xsd:string,
        "KEGG:C07889"^^xsd:string,
        "KEGG:D08180"^^xsd:string,
        "LINCS:LSM-2396"^^xsd:string ;
    rdfs:label "mephentermine"^^xsd:string ;
    rdfs:subClassOf CHEBI:35338 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C11H17N"^^xsd:string ;
    chebi:inchi "InChI=1S/C11H17N/c1-11(2,12-3)9-10-7-5-4-6-8-10/h4-8,12H,9H2,1-3H3"^^xsd:string ;
    chebi:inchikey "RXQCGGRTAILOIN-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "163.260"^^xsd:string ;
    chebi:monoisotopicmass "163.13610"^^xsd:string ;
    chebi:smiles "CNC(C)(C)Cc1ccccc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "Mephentermine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "mephentermine hemisulfate"^^xsd:string,
        "mephentermine sulfate"^^xsd:string,
        "mephentermine sulphate"^^xsd:string,
        "mephine"^^xsd:string,
        "N-Methylphentermine"^^xsd:string,
        "vialin"^^xsd:string ;
    oboInOwl:id "CHEBI:6755"^^xsd:string ;
    oboInOwl:inSubset chebi1:_STAR .

CHEBI:6775 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:2090421"^^xsd:string,
        "CAS:89-57-6"^^xsd:string,
        "Drug_Central:1710"^^xsd:string,
        "DrugBank:DB00244"^^xsd:string,
        "HMDB:HMDB0014389"^^xsd:string,
        "KEGG:D00377"^^xsd:string,
        "LINCS:LSM-5427"^^xsd:string,
        "MetaCyc:CPD-12711"^^xsd:string,
        "PMID:10648473"^^xsd:string,
        "PMID:22304735"^^xsd:string,
        "PMID:22648999"^^xsd:string,
        "PMID:23137838"^^xsd:string,
        "PMID:23146664"^^xsd:string,
        "PMID:23302220"^^xsd:string,
        "PMID:28166217"^^xsd:string,
        "Reaxys:2090421"^^xsd:string,
        "Wikipedia:Mesalamine"^^xsd:string ;
    rdfs:label "mesalamine"^^xsd:string ;
    definition: "A monohydroxybenzoic acid that is salicylic acid substituted by an amino group at the 5-position."^^xsd:string ;
    rdfs:subClassOf CHEBI:25384,
        CHEBI:25389,
        CHEBI:33709,
        CHEBI:33860,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:16914 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:20551 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35475 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C7H7NO3"^^xsd:string ;
    chebi:inchi "InChI=1S/C7H7NO3/c8-4-1-2-6(9)5(3-4)7(10)11/h1-3,9H,8H2,(H,10,11)"^^xsd:string ;
    chebi:inchikey "KBOPZPXVLCULAV-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "153.13540"^^xsd:string ;
    chebi:monoisotopicmass "153.04259"^^xsd:string ;
    chebi:smiles "Nc1ccc(O)c(c1)C(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "5-amino-2-hydroxybenzoic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3-carboxy-4-hydroxyaniline"^^xsd:string,
        "5-Aminosalicylic acid"^^xsd:string,
        "5-ASA"^^xsd:string,
        "Asacol"^^xsd:string,
        "Asacolitin"^^xsd:string,
        "Canasa"^^xsd:string,
        "Claversal"^^xsd:string,
        "Fisalamine"^^xsd:string,
        "Iialda"^^xsd:string,
        "Lixacol"^^xsd:string,
        "m-Aminosalicylic acid"^^xsd:string,
        "mesalazina"^^xsd:string,
        "Mesalazine"^^xsd:string,
        "mesalazine"^^xsd:string,
        "mesalazinum"^^xsd:string,
        "Mesasal"^^xsd:string,
        "p-Aminosalicylsaeure"^^xsd:string,
        "Pentasa"^^xsd:string,
        "Rowasa"^^xsd:string,
        "Salofalk"^^xsd:string ;
    oboInOwl:id "CHEBI:6775"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:6794 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:3198820"^^xsd:string,
        "CAS:54-49-9"^^xsd:string,
        "Drug_Central:1721"^^xsd:string,
        "DrugBank:DB00610"^^xsd:string,
        "HMDB:HMDB0014748"^^xsd:string,
        "KEGG:C07146"^^xsd:string,
        "KEGG:D08192"^^xsd:string,
        "LINCS:LSM-6000"^^xsd:string,
        "Patent:CH162367"^^xsd:string,
        "Patent:GB353361"^^xsd:string,
        "Patent:GB396951"^^xsd:string,
        "Patent:US1948162"^^xsd:string,
        "Patent:US1951302"^^xsd:string,
        "Patent:US1995709"^^xsd:string,
        "PMID:14163327"^^xsd:string,
        "PMID:21629799"^^xsd:string,
        "Reaxys:3198820"^^xsd:string,
        "Wikipedia:Metaraminol"^^xsd:string ;
    rdfs:label "metaraminol"^^xsd:string ;
    definition: "A member of the class of phenylethanolamines that is 2-amino-1-phenylethanol substituted by a methyl group at position 2 and a phenolic hydroxy group at position 1. A  sympathomimetic agent , it is used in the treatment of hypotension."^^xsd:string ;
    rdfs:subClassOf CHEBI:25990,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35524 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35569 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50514 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C9H13NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C9H13NO2/c1-6(10)9(12)7-3-2-4-8(11)5-7/h2-6,9,11-12H,10H2,1H3/t6-,9-/m0/s1"^^xsd:string ;
    chebi:inchikey "WXFIGDLSSYIKKV-RCOVLWMOSA-N"^^xsd:string ;
    chebi:mass "167.20506"^^xsd:string ;
    chebi:monoisotopicmass "167.09463"^^xsd:string ;
    chebi:smiles "C[C@H](N)[C@H](O)c1cccc(O)c1"^^xsd:string ;
    oboInOwl:hasExactSynonym "3-[(1R,2S)-2-amino-1-hydroxypropyl]phenol"^^xsd:string,
        "Metaraminol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-(m-Hydroxyphenyl)-2-amino-1-propanol"^^xsd:string,
        "1-Metaraminol"^^xsd:string,
        "2-Amino-1-(m-hydroxyphenyl)-1-propanol"^^xsd:string,
        "3-Hydroxyphenylisopropanolamine"^^xsd:string,
        "(-)-Erythro-metaraminol"^^xsd:string,
        "alpha-(1-Aminoethyl)-3-hydroxybenzenemethanol"^^xsd:string,
        "alpha-(m-Hydroxyphenyl)-beta-aminopropanol"^^xsd:string,
        "Hydroxynorephedrine"^^xsd:string,
        "L-Metaraminol"^^xsd:string,
        "M-Hydroxy Norephedrine"^^xsd:string,
        "M-Hydroxyphenylpropanolamine"^^xsd:string,
        "m-Hydroxypropadrine"^^xsd:string,
        "metaraminol"^^xsd:string,
        "metaraminolum"^^xsd:string ;
    oboInOwl:id "CHEBI:6794"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:6801 a owl:Class ;
    oboInOwl:hasDbXref "CAS:657-24-9"^^xsd:string,
        "Drug_Central:1725"^^xsd:string,
        "DrugBank:DB00331"^^xsd:string,
        "FooDB:FDB022739"^^xsd:string,
        "HMDB:HMDB0001921"^^xsd:string,
        "KEGG:C07151"^^xsd:string,
        "KEGG:D04966"^^xsd:string,
        "LINCS:LSM-4730"^^xsd:string,
        "PDBeChem:MF8"^^xsd:string,
        "PMID:10900588"^^xsd:string,
        "PMID:10983737"^^xsd:string,
        "PMID:10999803"^^xsd:string,
        "PMID:11012555"^^xsd:string,
        "PMID:11126815"^^xsd:string,
        "PMID:11192132"^^xsd:string,
        "PMID:11257323"^^xsd:string,
        "PMID:11544610"^^xsd:string,
        "PMID:11772907"^^xsd:string,
        "PMID:12086935"^^xsd:string,
        "PMID:12406042"^^xsd:string,
        "PMID:12436333"^^xsd:string,
        "PMID:12630933"^^xsd:string,
        "PMID:12909816"^^xsd:string,
        "PMID:15261814"^^xsd:string,
        "PMID:15606381"^^xsd:string,
        "PMID:15650645"^^xsd:string,
        "PMID:15717887"^^xsd:string,
        "PMID:15932841"^^xsd:string,
        "PMID:16294070"^^xsd:string,
        "PMID:16520442"^^xsd:string,
        "PMID:16941277"^^xsd:string,
        "PMID:17062558"^^xsd:string,
        "PMID:18212742"^^xsd:string,
        "PMID:18608522"^^xsd:string,
        "PMID:23077661"^^xsd:string,
        "PMID:23540700"^^xsd:string,
        "PMID:24428821"^^xsd:string,
        "PMID:28919040"^^xsd:string,
        "PMID:31208831"^^xsd:string,
        "PMID:33191721"^^xsd:string,
        "Reaxys:606492"^^xsd:string,
        "Wikipedia:Metformin"^^xsd:string ;
    rdfs:label "metformin"^^xsd:string ;
    definition: "A member of the class of guanidines that is biguanide the carrying two methyl substituents at position 1."^^xsd:string ;
    rdfs:subClassOf CHEBI:24436,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:3095 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:90688 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35526 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35703 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78298 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:176497 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C4H11N5"^^xsd:string ;
    chebi:inchi "InChI=1S/C4H11N5/c1-9(2)4(7)8-3(5)6/h1-2H3,(H5,5,6,7,8)"^^xsd:string ;
    chebi:inchikey "XZWYZXLIPXDOLR-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "129.167"^^xsd:string ;
    chebi:monoisotopicmass "129.10145"^^xsd:string ;
    chebi:smiles "CN(C)C(=N)NC(N)=N"^^xsd:string ;
    oboInOwl:hasExactSynonym "N,N-dimethyltriimidodicarbonic diamide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1,1-dimethylbiguanide"^^xsd:string,
        "dimethylbiguanide"^^xsd:string,
        "dimethyldiguanide"^^xsd:string,
        "LA 6023"^^xsd:string,
        "LA-6023"^^xsd:string,
        "metformin"^^xsd:string,
        "metformina"^^xsd:string,
        "metformine"^^xsd:string,
        "metforminum"^^xsd:string,
        "N(1),N(1)-dimethylbiguanide"^^xsd:string,
        "N,N-dimethylbiguanide"^^xsd:string,
        "N,N-dimethyldiguanide"^^xsd:string,
        "N,N-dimethylguanylguanidine"^^xsd:string,
        "N,N-dimethylimidodicarbonimidic diamide"^^xsd:string ;
    oboInOwl:id "CHEBI:6801"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:6807 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:3213669"^^xsd:string,
        "CAS:76-99-3"^^xsd:string,
        "Chemspider:3953"^^xsd:string,
        "Drug_Central:1728"^^xsd:string,
        "DrugBank:DB00333"^^xsd:string,
        "HMDB:HMDB0014477"^^xsd:string,
        "KEGG:C07163"^^xsd:string,
        "KEGG:D08195"^^xsd:string,
        "PMID:15106230"^^xsd:string,
        "PMID:16097397"^^xsd:string,
        "PMID:18628169"^^xsd:string,
        "PMID:24117196"^^xsd:string,
        "PMID:24157336"^^xsd:string,
        "PMID:24489693"^^xsd:string,
        "PMID:31262889"^^xsd:string,
        "PMID:32302325"^^xsd:string,
        "PMID:32530053"^^xsd:string,
        "PMID:32564328"^^xsd:string,
        "PMID:32586692"^^xsd:string,
        "PMID:33323695"^^xsd:string,
        "PMID:33428191"^^xsd:string,
        "PMID:33432486"^^xsd:string,
        "PMID:33454797"^^xsd:string,
        "PMID:33475438"^^xsd:string,
        "Reaxys:2221454"^^xsd:string,
        "Wikipedia:Methadone"^^xsd:string ;
    rdfs:label "methadone"^^xsd:string ;
    definition: "A racemate comprising equimolar amounts of dextromethadone and levomethadone. It is a opioid analgesic which is used as a painkiller and as a substitute for heroin in the treatment of heroin addiction."^^xsd:string ;
    rdfs:subClassOf CHEBI:60911,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:136003 ],
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:167308 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35482 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35703 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50949 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:55322 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:60643 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78298 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C21H27NO"^^xsd:string ;
    chebi:mass "309.453"^^xsd:string ;
    chebi:monoisotopicmass "309.20926"^^xsd:string ;
    oboInOwl:hasExactSynonym "rac-6-(dimethylamino)-4,4-diphenylheptan-3-one"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(6RS)-6-(dimethylamino)-4,4-diphenylheptan-3-one"^^xsd:string,
        "(+-)-methadone"^^xsd:string,
        "(RS)-methadone"^^xsd:string,
        "dl-methadone"^^xsd:string,
        "metadona"^^xsd:string,
        "methadone"^^xsd:string,
        "methadonum"^^xsd:string,
        "rac-6-dimethylamino-4,4-diphenyl-3-heptanone"^^xsd:string,
        "racemic methadone"^^xsd:string ;
    oboInOwl:id "CHEBI:6807"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:6809 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:2207147"^^xsd:string,
        "CAS:537-46-2"^^xsd:string,
        "Drug_Central:1732"^^xsd:string,
        "DrugBank:DB01577"^^xsd:string,
        "HMDB:HMDB0015517"^^xsd:string,
        "KEGG:C07164"^^xsd:string,
        "KEGG:D08187"^^xsd:string,
        "PDBeChem:B40"^^xsd:string,
        "PMID:11221576"^^xsd:string,
        "PMID:11406298"^^xsd:string,
        "PMID:11711870"^^xsd:string,
        "PMID:11717374"^^xsd:string,
        "PMID:11829406"^^xsd:string,
        "PMID:11831503"^^xsd:string,
        "PMID:11847428"^^xsd:string,
        "PMID:11896153"^^xsd:string,
        "PMID:11984857"^^xsd:string,
        "PMID:14645148"^^xsd:string,
        "PMID:14769818"^^xsd:string,
        "PMID:15380623"^^xsd:string,
        "PMID:15542724"^^xsd:string,
        "PMID:15542728"^^xsd:string,
        "PMID:15808793"^^xsd:string,
        "PMID:18279499"^^xsd:string,
        "PMID:18509037"^^xsd:string,
        "PMID:18521756"^^xsd:string,
        "PMID:18991860"^^xsd:string,
        "PMID:18991862"^^xsd:string,
        "PMID:19269222"^^xsd:string,
        "PMID:19384581"^^xsd:string,
        "PMID:19576287"^^xsd:string,
        "PMID:19732271"^^xsd:string,
        "PMID:24349338"^^xsd:string,
        "PMID:25724762"^^xsd:string,
        "PMID:26302754"^^xsd:string,
        "PMID:26541330"^^xsd:string,
        "PMID:26568405"^^xsd:string,
        "PMID:26683901"^^xsd:string,
        "PMID:26775284"^^xsd:string,
        "PMID:26992824"^^xsd:string,
        "PMID:27232669"^^xsd:string,
        "Reaxys:2207147"^^xsd:string,
        "Wikipedia:Methamphetamine"^^xsd:string ;
    rdfs:label "methamphetamine"^^xsd:string ;
    definition: "A member of the class of amphetamines in which the amino group of (S)-amphetamine carries a methyl substituent."^^xsd:string ;
    rdfs:subClassOf CHEBI:32863,
        CHEBI:35338,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:4469 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:132297 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35471 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35703 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50910 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78298 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C10H15N"^^xsd:string ;
    chebi:inchi "InChI=1S/C10H15N/c1-9(11-2)8-10-6-4-3-5-7-10/h3-7,9,11H,8H2,1-2H3/t9-/m0/s1"^^xsd:string ;
    chebi:inchikey "MYWUZJCMWCOHBA-VIFPVBQESA-N"^^xsd:string ;
    chebi:mass "149.23284"^^xsd:string ;
    chebi:monoisotopicmass "149.12045"^^xsd:string ;
    chebi:smiles "CN[C@@H](C)Cc1ccccc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2S)-N-methyl-1-phenylpropan-2-amine"^^xsd:string,
        "Methamphetamine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(+)-(S)-N-alpha-dimethylphenethylamine"^^xsd:string,
        "(alphaS)-N,alpha-dimethylbenzeneethanamine"^^xsd:string,
        "(S)-N,alpha-dimethylbenzeneethanamine"^^xsd:string,
        "d-1-phenyl-2-methylaminopropane"^^xsd:string,
        "d-deoxyephedrine"^^xsd:string,
        "d-desoxyephedrine"^^xsd:string,
        "d-N-methylamphetamine"^^xsd:string,
        "d-phenylisopropylmethylamine"^^xsd:string,
        "dextromethamphetamine"^^xsd:string,
        "metamfetamine"^^xsd:string,
        "metamfetaminum"^^xsd:string,
        "metanfetamina"^^xsd:string,
        "methyl-beta-phenylisopropylamine"^^xsd:string ;
    oboInOwl:id "CHEBI:6809"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:6827 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:966227"^^xsd:string,
        "CAS:61-32-5"^^xsd:string,
        "Drug_Central:1744"^^xsd:string,
        "DrugBank:DB01603"^^xsd:string,
        "KEGG:C07177"^^xsd:string,
        "PMID:11969119"^^xsd:string,
        "PMID:12569987"^^xsd:string,
        "PMID:24405901"^^xsd:string,
        "PMID:24433925"^^xsd:string,
        "PMID:26962156"^^xsd:string,
        "Reaxys:966227"^^xsd:string,
        "Wikipedia:Meticillin"^^xsd:string ;
    rdfs:label "methicillin"^^xsd:string ;
    definition: "A penicillin that is 6-aminopenicillanic acid in which one of the amino hydrogens is replaced by a 2,6-dimethoxybenzoyl group."^^xsd:string ;
    rdfs:subClassOf CHEBI:88187,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:52064 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:36047 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C17H20N2O6S"^^xsd:string ;
    chebi:inchi "InChI=1S/C17H20N2O6S/c1-17(2)12(16(22)23)19-14(21)11(15(19)26-17)18-13(20)10-8(24-3)6-5-7-9(10)25-4/h5-7,11-12,15H,1-4H3,(H,18,20)(H,22,23)/t11-,12+,15-/m1/s1"^^xsd:string ;
    chebi:inchikey "RJQXTJLFIWVMTO-TYNCELHUSA-N"^^xsd:string ;
    chebi:mass "380.41500"^^xsd:string ;
    chebi:monoisotopicmass "380.10421"^^xsd:string ;
    chebi:smiles "[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)c1c(OC)cccc1OC)C(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "6beta-(2,6-dimethoxybenzamido)-2,2-dimethylpenam-3alpha-carboxylic acid"^^xsd:string,
        "Methicillin"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "6beta-(2,6-dimethoxybenzamido)penicillanic acid"^^xsd:string,
        "(2S,5R,6R)-6-[(2,6-dimethoxybenzoyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid"^^xsd:string,
        "meticilina"^^xsd:string,
        "meticillin"^^xsd:string,
        "meticilline"^^xsd:string,
        "meticillinum"^^xsd:string ;
    oboInOwl:id "CHEBI:6827"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:6838 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:92434"^^xsd:string,
        "CAS:60-99-1"^^xsd:string,
        "Drug_Central:1752"^^xsd:string,
        "DrugBank:DB01403"^^xsd:string,
        "HMDB:HMDB0015474"^^xsd:string,
        "KEGG:C07192"^^xsd:string,
        "KEGG:D00403"^^xsd:string,
        "KEGG:D06474"^^xsd:string,
        "LINCS:LSM-2778"^^xsd:string,
        "Patent:US2837518"^^xsd:string,
        "PMID:11026079"^^xsd:string,
        "PMID:11260766"^^xsd:string,
        "PMID:15700129"^^xsd:string,
        "PMID:20825390"^^xsd:string,
        "Reaxys:92434"^^xsd:string,
        "Wikipedia:Levomepromazine"^^xsd:string ;
    rdfs:label "methotrimeprazine"^^xsd:string ;
    definition: "A member of the class of  phenothiazines that is 10H-phenothiazine substituted by a (2R)-3-(dimethylamino)-2-methylpropyl group and a methoxy group at positions 10 and 2 respectively."^^xsd:string ;
    rdfs:subClassOf CHEBI:32876,
        CHEBI:38093,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:37931 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35481 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37930 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48279 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48561 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48873 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76779 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:149553 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C19H24N2OS"^^xsd:string ;
    chebi:inchi "InChI=1S/C19H24N2OS/c1-14(12-20(2)3)13-21-16-7-5-6-8-18(16)23-19-10-9-15(22-4)11-17(19)21/h5-11,14H,12-13H2,1-4H3/t14-/m1/s1"^^xsd:string ;
    chebi:inchikey "VRQVVMDWGGWHTJ-CQSZACIVSA-N"^^xsd:string ;
    chebi:mass "328.47274"^^xsd:string ;
    chebi:monoisotopicmass "328.16093"^^xsd:string ;
    chebi:smiles "COc1ccc2Sc3ccccc3N(C[C@H](C)CN(C)C)c2c1"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2R)-3-(2-methoxy-10H-phenothiazin-10-yl)-N,N,2-trimethylpropan-1-amine"^^xsd:string,
        "Methotrimeprazine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-Methoxytrimeprazine"^^xsd:string,
        "(-)-10-(3-(Dimethylamino)-2-methylpropyl)-2-methoxyphenothiazine"^^xsd:string,
        "(-)-(2R)-3-(2-methoxy-10H-phenothiazin-10-yl)-N,N,2-trimethylpropan-1-amine"^^xsd:string,
        "levomepromazina"^^xsd:string,
        "Levomepromazine"^^xsd:string,
        "levomepromazine"^^xsd:string,
        "levomepromazinum"^^xsd:string ;
    oboInOwl:id "CHEBI:6838"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:6887 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:200061"^^xsd:string,
        "CAS:113-45-1"^^xsd:string,
        "CAS:20748-11-2"^^xsd:string,
        "DrugBank:DB00422"^^xsd:string,
        "HMDB:HMDB0014566"^^xsd:string,
        "KEGG:C07196"^^xsd:string,
        "KEGG:D04999"^^xsd:string,
        "Patent:US2507631"^^xsd:string,
        "Patent:US2957880"^^xsd:string,
        "PMID:10786896"^^xsd:string,
        "PMID:11160455"^^xsd:string,
        "PMID:11862378"^^xsd:string,
        "PMID:16953648"^^xsd:string,
        "PMID:17201613"^^xsd:string,
        "PMID:18670250"^^xsd:string,
        "PMID:18978488"^^xsd:string,
        "PMID:22098932"^^xsd:string,
        "PMID:23104969"^^xsd:string,
        "PMID:23813595"^^xsd:string,
        "PMID:23975034"^^xsd:string,
        "PMID:25433180"^^xsd:string,
        "PMID:25449360"^^xsd:string,
        "PMID:25553710"^^xsd:string,
        "Reaxys:200061"^^xsd:string,
        "Wikipedia:Methylphenidate"^^xsd:string ;
    rdfs:label "methylphenidate"^^xsd:string ;
    definition: "A racemate comprising equimolar amounts of the two threo isomers of methyl phenyl(piperidin-2-yl)acetate. A central stimulant and indirect-acting sympathomimetic, is used (generally as the hydrochloride salt) in the treatment of hyperactivity disorders in children and for the treatment of narcolepsy."^^xsd:string ;
    rdfs:subClassOf CHEBI:60911,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:51856 ],
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:51857 ],
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:51860 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35337 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35471 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35524 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35640 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:51039 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C14H19NO2"^^xsd:string ;
    chebi:mass "233.307"^^xsd:string ;
    chebi:monoisotopicmass "233.14158"^^xsd:string ;
    oboInOwl:hasExactSynonym "rac-methyl (2R)-phenyl[(2R)-piperidin-2-yl]acetate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Daytrana"^^xsd:string,
        "dl-threo-methylphenidate"^^xsd:string,
        "methyl rac-threo-alpha-phenyl-alpha-2-piperidinylacetate"^^xsd:string,
        "methyl rac-threo-phenidylacetate"^^xsd:string,
        "methylphenidan"^^xsd:string,
        "methylphenidate"^^xsd:string,
        "methylphenidatum"^^xsd:string,
        "metilfenidato"^^xsd:string,
        "rac-threo-alpha-phenyl-2-piperidineacetic acid methyl ester"^^xsd:string,
        "rac-threo-methyl alpha-phenyl-alpha-(2-piperidyl)acetate"^^xsd:string,
        "threo-(+-)-methylphenidate"^^xsd:string ;
    oboInOwl:id "CHEBI:6887"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:6893 a owl:Class ;
    owl:deprecated true ;
    replacedBy: CHEBI:584020 ;
    obsReason: termsMerged: .

CHEBI:6904 a owl:Class ;
    oboInOwl:hasDbXref "CAS:37350-58-6"^^xsd:string,
        "CAS:51384-51-1"^^xsd:string,
        "Drug_Central:1786"^^xsd:string,
        "DrugBank:DB00264"^^xsd:string,
        "HMDB:HMDB0001932"^^xsd:string,
        "KEGG:C07202"^^xsd:string,
        "KEGG:D02358"^^xsd:string,
        "LINCS:LSM-1259"^^xsd:string,
        "PMID:15140634"^^xsd:string,
        "PMID:15797646"^^xsd:string,
        "PMID:23314750"^^xsd:string,
        "PMID:24025984"^^xsd:string,
        "Reaxys:1117585"^^xsd:string,
        "Wikipedia:Metoprolol"^^xsd:string ;
    rdfs:label "metoprolol"^^xsd:string ;
    definition: "A propanolamine that is 1-(propan-2-ylamino)propan-2-ol substituted by a  4-(2-methoxyethyl)phenoxy group at position 1."^^xsd:string ;
    rdfs:subClassOf CHEBI:35533,
        CHEBI:35618,
        CHEBI:35681,
        CHEBI:50995,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35530 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35674 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35703 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78298 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:176497 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C15H25NO3"^^xsd:string ;
    chebi:inchi "InChI=1S/C15H25NO3/c1-12(2)16-10-14(17)11-19-15-6-4-13(5-7-15)8-9-18-3/h4-7,12,14,16-17H,8-11H2,1-3H3"^^xsd:string ;
    chebi:inchikey "IUBSYMUCCVWXPE-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "267.36394"^^xsd:string ;
    chebi:monoisotopicmass "267.18344"^^xsd:string ;
    chebi:smiles "COCCc1ccc(OCC(O)CNC(C)C)cc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "1-[4-(2-methoxyethyl)phenoxy]-3-(propan-2-ylamino)propan-2-ol"^^xsd:string,
        "Metoprolol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-(isopropylamino)-3-[4-(2-methoxyethyl)phenoxy]propan-2-ol"^^xsd:string,
        "(RS)-Metoprolol"^^xsd:string ;
    oboInOwl:id "CHEBI:6904"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:6909 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:611683"^^xsd:string,
        "CAS:443-48-1"^^xsd:string,
        "Drug_Central:1790"^^xsd:string,
        "DrugBank:DB00916"^^xsd:string,
        "HMDB:HMDB0015052"^^xsd:string,
        "KEGG:D00409"^^xsd:string,
        "LINCS:LSM-5628"^^xsd:string,
        "Patent:US2944061"^^xsd:string,
        "PDBeChem:2MN"^^xsd:string,
        "PMID:11906111"^^xsd:string,
        "PMID:14702395"^^xsd:string,
        "PMID:15739364"^^xsd:string,
        "PMID:16304169"^^xsd:string,
        "PMID:16901452"^^xsd:string,
        "PMID:18397330"^^xsd:string,
        "PMID:19485831"^^xsd:string,
        "PMID:22226009"^^xsd:string,
        "PMID:22252819"^^xsd:string,
        "Reaxys:611683"^^xsd:string,
        "VSDB:1826"^^xsd:string,
        "Wikipedia:Metronidazole"^^xsd:string ;
    rdfs:label "metronidazole"^^xsd:string ;
    definition: "A member of the class of imidazoles substituted at C-1, -2 and -5 with 2-hydroxyethyl, nitro and methyl groups respectively. It has activity against anaerobic bacteria and protozoa, and has a radiosensitising effect on hypoxic tumour cells. It may be given by mouth in tablets, or as the benzoate in an oral suspension. The hydrochloride salt can be used in intravenous infusions. Metronidazole is a prodrug and is selective for anaerobic bacteria due to their ability to intracellularly reduce the nitro group of metronidazole to give nitroso-containing intermediates. These can covalently bind to DNA, disrupting its helical structure, inducing DNA strand breaks and inhibiting bacterial nucleic acid synthesis, ultimately resulting in bacterial cell death."^^xsd:string ;
    rdfs:subClassOf CHEBI:15734,
        CHEBI:24780,
        CHEBI:35716,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:64682 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35703 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:36047 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50266 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50685 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78298 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:132992 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:171664 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H9N3O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H9N3O3/c1-5-7-4-6(9(11)12)8(5)2-3-10/h4,10H,2-3H2,1H3"^^xsd:string ;
    chebi:inchikey "VAOCPAMSLUNLGC-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "171.15400"^^xsd:string ;
    chebi:monoisotopicmass "171.06439"^^xsd:string ;
    chebi:smiles "Cc1ncc(n1CCO)[N+]([O-])=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:39845"^^xsd:string,
        "CHEBI:63636"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-(2-methyl-5-nitro-1H-imidazol-1-yl)ethanol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-(2-hydroxy-1-ethyl)-2-methyl-5-nitroimidazole"^^xsd:string,
        "1-(2-hydroxyethyl)-2-methyl-5-nitroimidazole"^^xsd:string,
        "1-(beta-ethylol)-2-methyl-5-nitro-3-azapyrrole"^^xsd:string,
        "1-(beta-hydroxyethyl)-2-methyl-5-nitroimidazole"^^xsd:string,
        "1-(beta-oxyethyl)-2-methyl-5-nitroimidazole"^^xsd:string,
        "2-methyl-1-(2-hydroxyethyl)-5-nitroimidazole"^^xsd:string,
        "2-methyl-3-(2-hydroxyethyl)-4-nitroimidazole"^^xsd:string,
        "2-methyl-5-nitroimidazole-1-ethanol"^^xsd:string,
        "metronidazol"^^xsd:string,
        "metronidazole"^^xsd:string,
        "metronidazolum"^^xsd:string ;
    oboInOwl:id "CHEBI:6909"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:6919 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:6081499"^^xsd:string,
        "CAS:51481-65-3"^^xsd:string,
        "Drug_Central:1795"^^xsd:string,
        "DrugBank:DB00948"^^xsd:string,
        "KEGG:C07221"^^xsd:string,
        "KEGG:D05021"^^xsd:string,
        "Patent:CN1485035"^^xsd:string,
        "Patent:CN101328187"^^xsd:string,
        "Patent:CN101585845"^^xsd:string,
        "Patent:DE2152967"^^xsd:string,
        "Patent:US3974142"^^xsd:string,
        "PMID:1701026"^^xsd:string,
        "PMID:6460964"^^xsd:string,
        "PMID:9403281"^^xsd:string,
        "PMID:29017833"^^xsd:string,
        "Reaxys:6081499"^^xsd:string,
        "Wikipedia:Mezlocillin"^^xsd:string ;
    rdfs:label "mezlocillin"^^xsd:string ;
    definition: "A penicillin in which the substituent at position 6 of the penam ring is a (2R)-2-[3-(methanesulfonyl)-2-oxoimidazolidine-1-carboxamido]-2-phenylacetamido group."^^xsd:string ;
    rdfs:subClassOf CHEBI:88187,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:52066 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:36047 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C21H25N5O8S2"^^xsd:string ;
    chebi:inchi "InChI=1S/C21H25N5O8S2/c1-21(2)14(18(29)30)26-16(28)13(17(26)35-21)22-15(27)12(11-7-5-4-6-8-11)23-19(31)24-9-10-25(20(24)32)36(3,33)34/h4-8,12-14,17H,9-10H2,1-3H3,(H,22,27)(H,23,31)(H,29,30)/t12-,13-,14+,17-/m1/s1"^^xsd:string ;
    chebi:inchikey "YPBATNHYBCGSSN-VWPFQQQWSA-N"^^xsd:string ;
    chebi:mass "539.58200"^^xsd:string ;
    chebi:monoisotopicmass "539.11446"^^xsd:string ;
    chebi:smiles "[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@H](NC(=O)N1CCN(C1=O)S(C)(=O)=O)c1ccccc1)C(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "6beta-{(2R)-2-[3-(methanesulfonyl)-2-oxoimidazolidine-1-carboxamido]-2-phenylacetamido}-2,2-dimethylpenam-3alpha-carboxylic acid"^^xsd:string,
        "Mezlocillin"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "6beta-{(2R)-2-[3-(methanesulfonyl)-2-oxoimidazolidine-1-carboxamido]-2-phenylacetamido}penicillanic acid"^^xsd:string,
        "(2S,5R,6R)-3,3-dimethyl-6-{[(2R)-2-({[3-(methylsulfonyl)-2-oxoimidazolidin-1-yl]carbonyl}amino)-2-phenylacetyl]amino}-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid"^^xsd:string,
        "Mezlin"^^xsd:string,
        "mezlocilina"^^xsd:string,
        "mezlocillin"^^xsd:string,
        "mezlocilline"^^xsd:string,
        "mezlocillinum"^^xsd:string ;
    oboInOwl:id "CHEBI:6919"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:6923 a owl:Class ;
    oboInOwl:hasDbXref "CAS:22916-47-8"^^xsd:string,
        "DrugBank:DB01110"^^xsd:string,
        "KEGG:D00416"^^xsd:string,
        "PMID:8683405"^^xsd:string,
        "PMID:11922774"^^xsd:string,
        "PMID:15187422"^^xsd:string,
        "PMID:15778703"^^xsd:string,
        "PMID:16608920"^^xsd:string,
        "PMID:24389479"^^xsd:string,
        "PMID:24533891"^^xsd:string,
        "PMID:24550099"^^xsd:string,
        "PMID:24629000"^^xsd:string,
        "PMID:24842191"^^xsd:string,
        "PMID:24852893"^^xsd:string,
        "PMID:24919490"^^xsd:string,
        "PMID:25070654"^^xsd:string,
        "PMID:25084742"^^xsd:string,
        "PMID:25179092"^^xsd:string,
        "Reaxys:965511"^^xsd:string,
        "Wikipedia:Miconazole"^^xsd:string ;
    rdfs:label "miconazole"^^xsd:string ;
    definition: "A racemate composed of equimolar amounts of (R)- and (S)-miconazole. Used (as its nitrate salt) to treat skin infections such as athlete's foot, jock itch, ringworm and other fungal skin infections. It inhibits the synthesis of ergosterol, a critical component of fungal cell membranes."^^xsd:string ;
    rdfs:subClassOf CHEBI:60911,
        CHEBI:87069,
        CHEBI:87071,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:82894 ],
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:82897 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35610 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:82891 ] ;
    oboInOwl:hasAlternativeId "CHEBI:108917"^^xsd:string ;
    oboInOwl:hasExactSynonym "Miconazole"^^xsd:string,
        "rac-1-[2-(2,4-dichlorobenzyloxy)-2-(2,4-dichlorophenyl)ethyl]-1H-imidazole"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-(2,4-Dichloro-beta-((2,4-dichlorobenzyl)oxy)phenethyl)imidazole"^^xsd:string,
        "1-[2-(2,4-Dichloro-benzyloxy)-2-(2,4-dichloro-phenyl)-ethyl]-1H-imidazole"^^xsd:string,
        "(+-)-miconazole"^^xsd:string,
        "(RS)-miconazole"^^xsd:string,
        "Daktarin IV"^^xsd:string,
        "Monistat IV (TN)"^^xsd:string,
        "rac-miconazole"^^xsd:string ;
    oboInOwl:id "CHEBI:6923"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:6931 a owl:Class ;
    oboInOwl:hasDbXref "CAS:59467-70-8"^^xsd:string,
        "Drug_Central:1802"^^xsd:string,
        "DrugBank:DB00683"^^xsd:string,
        "HMDB:HMDB0014821"^^xsd:string,
        "KEGG:C07524"^^xsd:string,
        "KEGG:D00550"^^xsd:string,
        "LINCS:LSM-5200"^^xsd:string,
        "MetaCyc:CPD-20500"^^xsd:string,
        "PDBeChem:08J"^^xsd:string,
        "PMID:1832310"^^xsd:string,
        "PMID:26032507"^^xsd:string,
        "PMID:28706559"^^xsd:string,
        "PMID:29516686"^^xsd:string,
        "PMID:30076807"^^xsd:string,
        "PMID:30113394"^^xsd:string,
        "PMID:30157038"^^xsd:string,
        "Reaxys:625572"^^xsd:string,
        "Wikipedia:Midazolam"^^xsd:string ;
    rdfs:label "midazolam"^^xsd:string ;
    definition: "An imidazobenzodiazepine that is 4H-imidazo[1,5-a][1,4]benzodiazepine which is substituted by a methyl, 2-fluorophenyl and chloro groups at positions 1, 6 and 8, respectively."^^xsd:string ;
    rdfs:subClassOf CHEBI:36683,
        CHEBI:83575,
        CHEBI:142118,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35474 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35610 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35623 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35717 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38869 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:51371 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:68495 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:91016 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C18H13ClFN3"^^xsd:string ;
    chebi:inchi "InChI=1S/C18H13ClFN3/c1-11-21-9-13-10-22-18(14-4-2-3-5-16(14)20)15-8-12(19)6-7-17(15)23(11)13/h2-9H,10H2,1H3"^^xsd:string ;
    chebi:inchikey "DDLIGBOFAVUZHB-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "325.768"^^xsd:string ;
    chebi:monoisotopicmass "325.07820"^^xsd:string ;
    chebi:smiles "C1(=NCC=2N(C=3C1=CC(=CC3)Cl)C(=NC2)C)C=4C=CC=CC4F"^^xsd:string ;
    oboInOwl:hasExactSynonym "8-chloro-6-(2-fluorophenyl)-1-methyl-4H-imidazo[1,5-a][1,4]benzodiazepine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Buccolam"^^xsd:string,
        "Dormicum"^^xsd:string,
        "mezolam"^^xsd:string,
        "midazolam"^^xsd:string,
        "midazolamum"^^xsd:string ;
    oboInOwl:id "CHEBI:6931"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:6932 a owl:Class ;
    oboInOwl:hasDbXref "CAS:59467-96-8"^^xsd:string,
        "DrugBank:DB00683"^^xsd:string,
        "HMDB:HMDB0014821"^^xsd:string,
        "KEGG:D00696"^^xsd:string,
        "PMID:21817086"^^xsd:string,
        "PMID:28577272"^^xsd:string,
        "PMID:29287157"^^xsd:string,
        "Reaxys:6580691"^^xsd:string ;
    rdfs:label "midazolam hydrochloride"^^xsd:string ;
    definition: "The hydrochloride salt of midazolam."^^xsd:string ;
    rdfs:subClassOf CHEBI:36807,
        CHEBI:142118,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:6931 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35474 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35610 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35623 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35717 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38869 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:51371 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:68495 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:91016 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C18H13ClFN3.HCl"^^xsd:string,
        "C18H14Cl2FN3"^^xsd:string ;
    chebi:inchi "InChI=1S/C18H13ClFN3.ClH/c1-11-21-9-13-10-22-18(14-4-2-3-5-16(14)20)15-8-12(19)6-7-17(15)23(11)13;/h2-9H,10H2,1H3;1H"^^xsd:string ;
    chebi:inchikey "PLYSCVSCYOQVRP-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "362.229"^^xsd:string ;
    chebi:monoisotopicmass "361.05488"^^xsd:string ;
    chebi:smiles "Cl.C1(=NCC=2N(C=3C1=CC(=CC3)Cl)C(=NC2)C)C=4C=CC=CC4F"^^xsd:string ;
    oboInOwl:hasExactSynonym "8-chloro-6-(2-fluorophenyl)-1-methyl-4H-imidazo[1,5-a][1,4]benzodiazepine hydrochloride"^^xsd:string,
        "midazolam hydrochloride"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Buccolam"^^xsd:string,
        "Dormicum"^^xsd:string,
        "Hypnovel"^^xsd:string,
        "midazolam HCl"^^xsd:string,
        "Versed"^^xsd:string ;
    oboInOwl:id "CHEBI:6932"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:6933 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:2384653"^^xsd:string,
        "CAS:42794-76-3"^^xsd:string,
        "Drug_Central:1803"^^xsd:string,
        "DrugBank:DB00211"^^xsd:string,
        "HMDB:HMDB0014356"^^xsd:string,
        "KEGG:C07890"^^xsd:string,
        "KEGG:D08220"^^xsd:string,
        "LINCS:LSM-1815"^^xsd:string,
        "Patent:GB1003659"^^xsd:string,
        "Patent:US3340298"^^xsd:string,
        "PMID:11096750"^^xsd:string,
        "PMID:15273244"^^xsd:string,
        "PMID:16676655"^^xsd:string,
        "PMID:17901021"^^xsd:string,
        "PMID:18410283"^^xsd:string,
        "PMID:18840368"^^xsd:string,
        "PMID:19522958"^^xsd:string,
        "PMID:20376815"^^xsd:string,
        "PMID:20844343"^^xsd:string,
        "PMID:21343575"^^xsd:string,
        "PMID:21801220"^^xsd:string,
        "PMID:22436941"^^xsd:string,
        "PMID:23051063"^^xsd:string,
        "Reaxys:2384653"^^xsd:string,
        "Wikipedia:Midodrine"^^xsd:string ;
    rdfs:label "midodrine"^^xsd:string ;
    definition: "An aromatic ether that is 1,4-dimethoxybenzene which is substituted at position 2 by a 2-(glycylamino)-1-hydroxyethyl group. A direct-acting sympathomimetic with selective alpha-adrenergic agonist activity, it is used (generally as its hydrochloride salt) as a peripheral vasoconstrictor in the treatment of certain hypotensive states. The main active moiety is its major metabolite, deglymidodrine."^^xsd:string ;
    rdfs:subClassOf CHEBI:22475,
        CHEBI:35618,
        CHEBI:35681,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:42843 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:73248 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:73243 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35524 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35569 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50266 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50514 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C12H18N2O4"^^xsd:string ;
    chebi:inchi "InChI=1S/C12H18N2O4/c1-17-8-3-4-11(18-2)9(5-8)10(15)7-14-12(16)6-13/h3-5,10,15H,6-7,13H2,1-2H3,(H,14,16)"^^xsd:string ;
    chebi:inchikey "PTKSEFOSCHHMPD-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "254.28230"^^xsd:string ;
    chebi:monoisotopicmass "254.12666"^^xsd:string ;
    chebi:smiles "COc1ccc(OC)c(c1)C(O)CNC(=O)CN"^^xsd:string ;
    oboInOwl:hasExactSynonym "rac-N-[2-(2,5-dimethoxyphenyl)-2-hydroxyethyl]glycinamide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-(2',5'-Dimethoxyphenyl)-2-glycinamidoethanol"^^xsd:string,
        "2-Amino-N-(2,5-dimethoxy-beta-hydroxyphenethyl)acetamide"^^xsd:string,
        "(+-)-2-amino-N-(beta-hydroxy-2,5-dimethoxyphenethyl)acetamide"^^xsd:string,
        "DL-N1-(beta-Hydroxy-2,5-dimethoxyphenethyl)glycinamid"^^xsd:string,
        "midodrina"^^xsd:string,
        "midodrine"^^xsd:string,
        "midodrinum"^^xsd:string ;
    oboInOwl:id "CHEBI:6933"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:6942 a owl:Class ;
    oboInOwl:hasDbXref "CAS:38304-91-5"^^xsd:string,
        "Drug_Central:1814"^^xsd:string,
        "DrugBank:DB00350"^^xsd:string,
        "HMDB:HMDB0014494"^^xsd:string,
        "KEGG:D00418"^^xsd:string,
        "Patent:AU2012316063"^^xsd:string,
        "Patent:NL6615385"^^xsd:string,
        "Patent:RU2012112099"^^xsd:string,
        "Patent:US3382247"^^xsd:string,
        "PMID:7755612"^^xsd:string,
        "PMID:24742982"^^xsd:string,
        "PMID:26024233"^^xsd:string,
        "Reaxys:886240"^^xsd:string,
        "Wikipedia:Minoxidil"^^xsd:string ;
    rdfs:label "minoxidil"^^xsd:string ;
    definition: "A pyrimidine N-oxide that is pyrimidine-2,4-diamine 3-oxide substituted by a piperidin-1-yl group at position 6."^^xsd:string ;
    rdfs:subClassOf CHEBI:26151,
        CHEBI:38338,
        CHEBI:50698,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35620 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35674 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C9H15N5O"^^xsd:string ;
    chebi:inchi "InChI=1S/C9H15N5O/c10-7-6-8(12-9(11)14(7)15)13-4-2-1-3-5-13/h6H,1-5,10H2,(H2,11,12)"^^xsd:string ;
    chebi:inchikey "ZFMITUMMTDLWHR-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "209.24830"^^xsd:string ;
    chebi:monoisotopicmass "209.12766"^^xsd:string ;
    chebi:smiles "Nc1cc(nc(N)[n+]1[O-])N1CCCCC1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:49774"^^xsd:string ;
    oboInOwl:hasExactSynonym "6-(piperidin-1-yl)pyrimidine-2,4-diamine 3-oxide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Alostil"^^xsd:string,
        "Apo-Gain"^^xsd:string,
        "Lonolox"^^xsd:string,
        "minoxidil"^^xsd:string,
        "minoxidilum"^^xsd:string,
        "Minoximen"^^xsd:string,
        "Normoxidil"^^xsd:string,
        "Regaine"^^xsd:string,
        "Rogaine"^^xsd:string,
        "Tricoxidil"^^xsd:string ;
    oboInOwl:id "CHEBI:6942"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:6950 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:549345"^^xsd:string,
        "CAS:61337-67-5"^^xsd:string,
        "Drug_Central:1816"^^xsd:string,
        "DrugBank:DB00370"^^xsd:string,
        "KEGG:C07570"^^xsd:string,
        "KEGG:D00563"^^xsd:string,
        "LINCS:LSM-1706"^^xsd:string,
        "Patent:DE2614406"^^xsd:string,
        "Patent:US4062848"^^xsd:string,
        "PMID:10446735"^^xsd:string,
        "PMID:10653218"^^xsd:string,
        "PMID:16965209"^^xsd:string,
        "PMID:18548827"^^xsd:string,
        "PMID:33163376"^^xsd:string,
        "PMID:33422759"^^xsd:string,
        "PMID:33559900"^^xsd:string,
        "PMID:33685359"^^xsd:string,
        "PMID:33841403"^^xsd:string,
        "PMID:33856954"^^xsd:string,
        "VSDB:2980"^^xsd:string,
        "Wikipedia:Mirtazapine"^^xsd:string ;
    rdfs:label "mirtazapine"^^xsd:string ;
    rdfs:subClassOf CHEBI:35676,
        CHEBI:50940,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35474 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37890 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37955 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48279 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:146270 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C17H19N3"^^xsd:string ;
    chebi:inchi "InChI=1S/C17H19N3/c1-19-9-10-20-16(12-19)15-7-3-2-5-13(15)11-14-6-4-8-18-17(14)20/h2-8,16H,9-12H2,1H3"^^xsd:string ;
    chebi:inchikey "RONZAEMNMFQXRA-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "265.35290"^^xsd:string ;
    chebi:monoisotopicmass "265.15790"^^xsd:string ;
    chebi:smiles "CN1CCN2C(C1)c1ccccc1Cc1cccnc21"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-methyl-1,2,3,4,10,14b-hexahydropyrazino[2,1-a]pyrido[2,3-c][2]benzazepine"^^xsd:string,
        "Mirtazapine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1,2,3,4,10,14b-Hexahydro-2-methylpyrazino(2,1-a)pyrido(2,3-c)benzazepine"^^xsd:string,
        "mirtazapina"^^xsd:string,
        "mirtazapine"^^xsd:string,
        "mirtazapinum"^^xsd:string ;
    oboInOwl:id "CHEBI:6950"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:6970 a owl:Class ;
    oboInOwl:hasDbXref "CAS:105102-22-5"^^xsd:string,
        "DrugBank:DB00764"^^xsd:string,
        "KEGG:C07816"^^xsd:string,
        "KEGG:D08227"^^xsd:string ;
    rdfs:label "mometasone"^^xsd:string ;
    rdfs:subClassOf CHEBI:35342,
        CHEBI:35346,
        CHEBI:36885,
        CHEBI:77166,
        CHEBI:77175,
        CHEBI:139592,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:34073 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35472 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50177 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50514 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50857 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C22H28Cl2O4"^^xsd:string ;
    chebi:inchi "InChI=1S/C22H28Cl2O4/c1-12-8-16-15-5-4-13-9-14(25)6-7-19(13,2)21(15,24)17(26)10-20(16,3)22(12,28)18(27)11-23/h6-7,9,12,15-17,26,28H,4-5,8,10-11H2,1-3H3/t12-,15+,16+,17+,19+,20+,21+,22+/m1/s1"^^xsd:string ;
    chebi:inchikey "QLIIKPVHVRXHRI-CXSFZGCWSA-N"^^xsd:string ;
    chebi:mass "427.36072"^^xsd:string ;
    chebi:monoisotopicmass "426.13646"^^xsd:string ;
    chebi:smiles "[H][C@@]12C[C@@H](C)[C@](O)(C(=O)CCl)[C@@]1(C)C[C@H](O)[C@@]1(Cl)[C@@]2([H])CCC2=CC(=O)C=C[C@]12C"^^xsd:string ;
    oboInOwl:hasExactSynonym "9,21-dichloro-11beta,17-dihydroxy-16alpha-methylpregna-1,4-diene-3,20-dione"^^xsd:string,
        "Mometasone"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(+)-Mometasone"^^xsd:string,
        "mometasona"^^xsd:string,
        "mometasone"^^xsd:string,
        "mometasonum"^^xsd:string ;
    oboInOwl:id "CHEBI:6970"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:7442 a owl:Class ;
    owl:deprecated true ;
    replacedBy: CHEBI:17326 ;
    obsReason: termsMerged: .

CHEBI:7444 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:2508986"^^xsd:string,
        "CAS:42200-33-9"^^xsd:string,
        "DrugBank:DB01203"^^xsd:string,
        "KEGG:D00432"^^xsd:string,
        "LINCS:LSM-1879"^^xsd:string,
        "Patent:DE2258995"^^xsd:string,
        "Patent:DE2421549"^^xsd:string,
        "Patent:US3935267"^^xsd:string ;
    rdfs:label "nadolol"^^xsd:string ;
    definition: "Nadolol is a diastereoisomeric mixture consisting of equimolar amounts of the four possible 2,3-cis-isomers of 5-[3-(tert-butylamino)-2-hydroxypropoxy]-1,2,3,4-tetrahydronaphthalene-2,3-diol."^^xsd:string ;
    rdfs:subClassOf CHEBI:60915,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:60917 ],
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:60918 ],
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:60920 ],
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:60922 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35530 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35674 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38070 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:66991 ] ;
    oboInOwl:hasExactSynonym "rac-(2R,3S)-5-[3-(tert-butylamino)-2-hydroxypropoxy]-1,2,3,4-tetrahydronaphthalene-2,3-diol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-(tert-butylamino)-3-[(5,6,7,8-tetrahydro-cis-6,7-dihydroxy-1-naphthyl)oxy]-2-propanol"^^xsd:string,
        "2,3-cis-1,2,3,4-tetrahydro-5-((2-hydroxy-3-tert-butylamino)propoxy)-2,3-naphthalenediol"^^xsd:string,
        "Corgard"^^xsd:string,
        "nadolol"^^xsd:string,
        "Solgol"^^xsd:string ;
    oboInOwl:id "CHEBI:7444"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:7447 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:5405727"^^xsd:string,
        "CAS:147-52-4"^^xsd:string,
        "Drug_Central:1869"^^xsd:string,
        "DrugBank:DB00607"^^xsd:string,
        "KEGG:C07250"^^xsd:string,
        "KEGG:D08242"^^xsd:string,
        "LINCS:LSM-2402"^^xsd:string,
        "Patent:GB880400"^^xsd:string,
        "Patent:US3157639"^^xsd:string,
        "Patent:US3506645"^^xsd:string,
        "PMID:29017833"^^xsd:string,
        "Reaxys:5405727"^^xsd:string,
        "Wikipedia:Nafcillin"^^xsd:string ;
    rdfs:label "nafcillin"^^xsd:string ;
    definition: "A penicillin in which the substituent at position 6 of the penam ring is a (2-ethoxy-1-naphthoyl)amino group."^^xsd:string ;
    rdfs:subClassOf CHEBI:88187,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:51918 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:36047 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C21H22N2O5S"^^xsd:string ;
    chebi:inchi "InChI=1S/C21H22N2O5S/c1-4-28-13-10-9-11-7-5-6-8-12(11)14(13)17(24)22-15-18(25)23-16(20(26)27)21(2,3)29-19(15)23/h5-10,15-16,19H,4H2,1-3H3,(H,22,24)(H,26,27)/t15-,16+,19-/m1/s1"^^xsd:string ;
    chebi:inchikey "GPXLMGHLHQJAGZ-JTDSTZFVSA-N"^^xsd:string ;
    chebi:mass "414.47500"^^xsd:string ;
    chebi:monoisotopicmass "414.12494"^^xsd:string ;
    chebi:smiles "[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)c1c(OCC)ccc2ccccc12)C(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:44256"^^xsd:string ;
    oboInOwl:hasExactSynonym "6beta-(2-ethoxynaphthalene-1-carboxamido)-2,2-dimethylpenam-3alpha-carboxylic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "6-(2-ethoxy-1-naphthamido)penicillanic acid"^^xsd:string,
        "(2-ethoxy-1-naphthalenyl)penicillin"^^xsd:string,
        "(2-ethoxy-1-naphthyl)penicillin"^^xsd:string,
        "(2S,5R,6R)-6-[(2-ethoxy-1-naphthoyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid"^^xsd:string,
        "(2S,5R,6R)-6-[(2-ethoxynaphthalene-1-carbonyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid"^^xsd:string,
        "(2S,5R,6R)-6-{[(2-ethoxynaphthalen-1-yl)carbonyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid"^^xsd:string,
        "nafcilina"^^xsd:string,
        "nafcillin"^^xsd:string,
        "nafcilline"^^xsd:string,
        "nafcillinum"^^xsd:string,
        "naphcillin"^^xsd:string ;
    oboInOwl:id "CHEBI:7447"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:7454 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:4566620"^^xsd:string,
        "CAS:20594-83-6"^^xsd:string,
        "Drug_Central:1874"^^xsd:string,
        "DrugBank:DB00844"^^xsd:string,
        "KEGG:C07251"^^xsd:string,
        "KEGG:D08246"^^xsd:string,
        "LINCS:LSM-3477"^^xsd:string,
        "Patent:GB1119270"^^xsd:string,
        "Patent:US3393197"^^xsd:string,
        "Wikipedia:Nalbuphine"^^xsd:string ;
    rdfs:label "nalbuphine"^^xsd:string ;
    rdfs:subClassOf CHEBI:38164,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:35649 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35482 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50137 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C21H27NO4"^^xsd:string ;
    chebi:inchi "InChI=1S/C21H27NO4/c23-14-5-4-13-10-16-21(25)7-6-15(24)19-20(21,17(13)18(14)26-19)8-9-22(16)11-12-2-1-3-12/h4-5,12,15-16,19,23-25H,1-3,6-11H2/t15-,16+,19-,20-,21+/m0/s1"^^xsd:string ;
    chebi:inchikey "NETZHAKZCGBWSS-CEDHKZHLSA-N"^^xsd:string ;
    chebi:mass "357.44342"^^xsd:string ;
    chebi:monoisotopicmass "357.19401"^^xsd:string ;
    chebi:smiles "O[C@H]1CC[C@@]2(O)[C@H]3Cc4ccc(O)c5O[C@@H]1[C@]2(CCN3CC1CCC1)c45"^^xsd:string ;
    oboInOwl:hasExactSynonym "17-cyclobutylmethyl-4,5alpha-epoxymorphinan-3,6alpha,14-triol"^^xsd:string,
        "Nalbuphine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "N-cyclobutylmethyl-4,5alpha-epoxy-3,6alpha,14-morphinantriol"^^xsd:string,
        "nalbufina"^^xsd:string,
        "nalbuphine"^^xsd:string,
        "nalbuphinum"^^xsd:string ;
    oboInOwl:id "CHEBI:7454"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:7459 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1089071"^^xsd:string,
        "CAS:465-65-6"^^xsd:string,
        "Drug_Central:1878"^^xsd:string,
        "DrugBank:DB01183"^^xsd:string,
        "HMDB:HMDB0015314"^^xsd:string,
        "KEGG:C07252"^^xsd:string,
        "KEGG:D08249"^^xsd:string,
        "LINCS:LSM-3504"^^xsd:string,
        "Patent:GB939287"^^xsd:string,
        "Patent:US3254088"^^xsd:string,
        "PMID:17023477"^^xsd:string,
        "PMID:24868924"^^xsd:string,
        "PMID:25468814"^^xsd:string,
        "PMID:26469689"^^xsd:string,
        "PMID:26604818"^^xsd:string,
        "PMID:26634308"^^xsd:string,
        "Reaxys:1089071"^^xsd:string,
        "Wikipedia:Naloxone"^^xsd:string ;
    rdfs:label "naloxone"^^xsd:string ;
    definition: "A synthetic morphinane alkaloid that is morphinone in which the enone double bond has been reduced to a single bond, the hydrogen at position 14 has been replaced by a hydroxy group, and the methyl group attached to the nitrogen has been replaced by an allyl group. A specific opioid antagonist, it is used (commonly as its hydrochloride salt) to reverse the effects of opioids, both following their use of opioids during surgery and in cases of known or suspected opioid overdose."^^xsd:string ;
    rdfs:subClassOf CHEBI:25418,
        CHEBI:26878,
        CHEBI:38164,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:35649 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:90756 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35488 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50137 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:90755 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C19H21NO4"^^xsd:string ;
    chebi:inchi "InChI=1S/C19H21NO4/c1-2-8-20-9-7-18-15-11-3-4-12(21)16(15)24-17(18)13(22)5-6-19(18,23)14(20)10-11/h2-4,14,17,21,23H,1,5-10H2/t14-,17+,18+,19-/m1/s1"^^xsd:string ;
    chebi:inchikey "UZHSEJADLWPNLE-GRGSLBFTSA-N"^^xsd:string ;
    chebi:mass "327.37430"^^xsd:string ;
    chebi:monoisotopicmass "327.14706"^^xsd:string ;
    chebi:smiles "Oc1ccc2C[C@H]3N(CC[C@@]45[C@@H](Oc1c24)C(=O)CC[C@@]35O)CC=C"^^xsd:string ;
    oboInOwl:hasExactSynonym "3,14-dihydroxy-17-(prop-2-en-1-yl)-4,5alpha-epoxymorphinan-6-one"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-N-Allyl-14-hydroxynordihydromorphinone"^^xsd:string,
        "17-allyl-3,14-dihydroxy-4,5alpha-epoxymorphinan-6-one"^^xsd:string,
        "(-)-naloxone"^^xsd:string,
        "naloxona"^^xsd:string,
        "naloxone"^^xsd:string,
        "naloxonum"^^xsd:string ;
    oboInOwl:id "CHEBI:7459"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:7465 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:3596648"^^xsd:string,
        "CAS:16590-41-3"^^xsd:string,
        "Drug_Central:1765"^^xsd:string,
        "DrugBank:DB00704"^^xsd:string,
        "HMDB:HMDB0014842"^^xsd:string,
        "KEGG:C07253"^^xsd:string,
        "KEGG:D05113"^^xsd:string,
        "LINCS:LSM-3962"^^xsd:string,
        "Patent:US3332950"^^xsd:string,
        "PMID:17023477"^^xsd:string,
        "PMID:24107112"^^xsd:string,
        "PMID:24659754"^^xsd:string,
        "PMID:27690505"^^xsd:string,
        "PMID:27700187"^^xsd:string,
        "PMID:27787292"^^xsd:string,
        "PMID:27813192"^^xsd:string,
        "PMID:27875802"^^xsd:string,
        "PMID:27922226"^^xsd:string,
        "PMID:27936293"^^xsd:string,
        "PMID:27987236"^^xsd:string,
        "PMID:28011389"^^xsd:string,
        "PMID:28029718"^^xsd:string,
        "PMID:28044452"^^xsd:string,
        "PMID:28061017"^^xsd:string,
        "PMID:28068780"^^xsd:string,
        "PMID:28106937"^^xsd:string,
        "PMID:28118565"^^xsd:string,
        "PMID:28130024"^^xsd:string,
        "PMID:28144772"^^xsd:string,
        "PMID:28153651"^^xsd:string,
        "PMID:28161142"^^xsd:string,
        "PMID:28168894"^^xsd:string,
        "PMID:28184294"^^xsd:string,
        "Reaxys:3596648"^^xsd:string,
        "Wikipedia:Naltrexone"^^xsd:string ;
    rdfs:label "naltrexone"^^xsd:string ;
    definition: "An  organic heteropentacyclic compound that is naloxone substituted in which the allyl group attached to the nitrogen is replaced by a cyclopropylmethyl group. A mu-opioid receptor antagonist, it is used to treat alcohol dependence."^^xsd:string ;
    rdfs:subClassOf CHEBI:38164,
        CHEBI:51454,
        CHEBI:83818,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:134688 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35488 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35703 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50137 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78298 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:90755 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C20H23NO4"^^xsd:string ;
    chebi:inchi "InChI=1S/C20H23NO4/c22-13-4-3-12-9-15-20(24)6-5-14(23)18-19(20,16(12)17(13)25-18)7-8-21(15)10-11-1-2-11/h3-4,11,15,18,22,24H,1-2,5-10H2/t15-,18+,19+,20-/m1/s1"^^xsd:string ;
    chebi:inchikey "DQCKKXVULJGBQN-XFWGSAIBSA-N"^^xsd:string ;
    chebi:mass "341.40096"^^xsd:string ;
    chebi:monoisotopicmass "341.16271"^^xsd:string ;
    chebi:smiles "Oc1ccc2C[C@H]3N(CC[C@@]45[C@@H](Oc1c24)C(=O)CC[C@@]35O)CC1CC1"^^xsd:string ;
    oboInOwl:hasExactSynonym "3,14-dihydroxy-17-(cyclopropylmethyl)-4,5alpha-epoxymorphinan-6-one"^^xsd:string,
        "Naltrexone"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "17-(Cyclopropylmethyl)-4,5-epoxy-3,14-dihydroxymorphinan-6-one"^^xsd:string,
        "17-(Cyclopropylmethyl)-4,5alpha-epoxy-3,14-dihydroxymorphinan-6-one"^^xsd:string,
        "N-Cyclopropylmethyl-14-hydroxydihydromorphinone"^^xsd:string,
        "N-Cyclopropylmethylnoroxymorphone"^^xsd:string,
        "naltrexone"^^xsd:string ;
    oboInOwl:id "CHEBI:7465"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:7466 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:2055849"^^xsd:string,
        "Beilstein:4690380"^^xsd:string,
        "CAS:434-22-0"^^xsd:string,
        "Drug_Central:1879"^^xsd:string,
        "DrugBank:DB00984"^^xsd:string,
        "Gmelin:1228044"^^xsd:string,
        "HMDB:HMDB0002725"^^xsd:string,
        "KEGG:C07254"^^xsd:string,
        "KEGG:D08250"^^xsd:string,
        "PMID:11888015"^^xsd:string,
        "PMID:19055689"^^xsd:string,
        "PMID:20020363"^^xsd:string,
        "PMID:24405322"^^xsd:string,
        "Reaxys:2055849"^^xsd:string,
        "VSDB:1861"^^xsd:string,
        "Wikipedia:Nandrolone"^^xsd:string ;
    rdfs:label "nandrolone"^^xsd:string ;
    definition: "A 3-oxo Delta(4)-steroid that is estr-4-en-3-one substituted by a beta-hydroxy group at position 17."^^xsd:string ;
    rdfs:subClassOf CHEBI:35343,
        CHEBI:47909,
        CHEBI:50786,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:23966 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C18H26O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C18H26O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h10,13-17,20H,2-9H2,1H3/t13-,14+,15+,16-,17-,18-/m0/s1"^^xsd:string ;
    chebi:inchikey "NPAGDVCDWIYMMC-IZPLOLCNSA-N"^^xsd:string ;
    chebi:mass "274.39780"^^xsd:string ;
    chebi:monoisotopicmass "274.19328"^^xsd:string ;
    chebi:smiles "[H][C@]12CCC(=O)C=C1CC[C@]1([H])[C@]2([H])CC[C@]2(C)[C@@H](O)CC[C@@]12[H]"^^xsd:string ;
    oboInOwl:hasExactSynonym "17beta-hydroxyestr-4-en-3-one"^^xsd:string,
        "Nandrolone"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "4-estren-17beta-ol-3-one"^^xsd:string,
        "17beta-hydroxy-4-estren-3-one"^^xsd:string,
        "17beta-hydroxy-19-nor-4-androsten-3-one"^^xsd:string,
        "17beta-hydroxyestr-4-en-3-one"^^xsd:string,
        "19-Norandrostenolone"^^xsd:string,
        "19-Nortestosterone"^^xsd:string,
        "(17beta)-17-hydroxyestr-4-en-3-one"^^xsd:string ;
    oboInOwl:id "CHEBI:7466"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:7478 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:7656719"^^xsd:string,
        "CAS:121679-13-8"^^xsd:string,
        "Drug_Central:1884"^^xsd:string,
        "DrugBank:DB00952"^^xsd:string,
        "KEGG:C07792"^^xsd:string,
        "KEGG:D08255"^^xsd:string,
        "Wikipedia:Naratriptan"^^xsd:string ;
    rdfs:label "naratriptan"^^xsd:string ;
    rdfs:subClassOf CHEBI:27162,
        CHEBI:35358,
        CHEBI:48585,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35941 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50514 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C17H25N3O2S"^^xsd:string ;
    chebi:inchi "InChI=1S/C17H25N3O2S/c1-18-23(21,22)10-7-13-3-4-17-15(11-13)16(12-19-17)14-5-8-20(2)9-6-14/h3-4,11-12,14,18-19H,5-10H2,1-2H3"^^xsd:string ;
    chebi:inchikey "AMKVXSZCKVJAGH-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "335.46542"^^xsd:string ;
    chebi:monoisotopicmass "335.16675"^^xsd:string ;
    chebi:smiles "CNS(=O)(=O)CCc1ccc2[nH]cc(C3CCN(C)CC3)c2c1"^^xsd:string ;
    oboInOwl:hasExactSynonym "N-methyl-2-[3-(1-methylpiperidin-4-yl)-1H-indol-5-yl]ethanesulfonamide"^^xsd:string,
        "naratriptan"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "N-methyl-2-(3-(1-methylpiperiden-4-yl)indole-5-yl)ethanesulfonamide"^^xsd:string,
        "N-methyl-2-[3-(1-methyl-4-piperidyl)-1H-indol-5-yl]-ethanesulfonamide"^^xsd:string,
        "naratriptan"^^xsd:string,
        "naratriptanum"^^xsd:string ;
    oboInOwl:id "CHEBI:7478"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:7492 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:588536"^^xsd:string,
        "CAS:69049-73-6"^^xsd:string,
        "Drug_Central:1889"^^xsd:string,
        "DrugBank:DB00716"^^xsd:string,
        "KEGG:C07255"^^xsd:string,
        "KEGG:D05129"^^xsd:string,
        "Patent:BE866622"^^xsd:string,
        "Patent:US4474787"^^xsd:string,
        "Wikipedia:Nedocromil"^^xsd:string ;
    rdfs:label "nedocromil"^^xsd:string ;
    rdfs:subClassOf CHEBI:26979,
        CHEBI:35692,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:51029 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35475 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:49167 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50857 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C19H17NO7"^^xsd:string ;
    chebi:inchi "InChI=1S/C19H17NO7/c1-3-5-9-16-10(13(21)7-12(18(23)24)20(16)4-2)6-11-14(22)8-15(19(25)26)27-17(9)11/h6-8H,3-5H2,1-2H3,(H,23,24)(H,25,26)"^^xsd:string ;
    chebi:inchikey "RQTOOFIXOKYGAN-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "371.34082"^^xsd:string ;
    chebi:monoisotopicmass "371.10050"^^xsd:string ;
    chebi:smiles "CCCc1c2oc(cc(=O)c2cc2c1n(CC)c(cc2=O)C(O)=O)C(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "9-ethyl-4,6-dioxo-10-propyl-6,9-dihydro-4H-pyrano[3,2-g]quinoline-2,8-dicarboxylic acid"^^xsd:string,
        "Nedocromil"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "9-Ethyl-6,9-dihydro-4,6-dioxo-10-propyl-4H-pyrano(3,2-g)chinolin-2,8-dicarbonsaeure"^^xsd:string,
        "9-ethyl-6,9-dihydro-4,6-dioxo-10-propyl-4H-pyrano(3,2-g)quinoline-2,8-dicarboxylic acid"^^xsd:string,
        "nedocromil"^^xsd:string,
        "nedocromilo"^^xsd:string,
        "nedocromilum"^^xsd:string ;
    oboInOwl:id "CHEBI:7492"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:7494 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:4728403"^^xsd:string,
        "CAS:83366-66-9"^^xsd:string,
        "Drug_Central:1890"^^xsd:string,
        "DrugBank:DB01149"^^xsd:string,
        "KEGG:C07256"^^xsd:string,
        "KEGG:D08257"^^xsd:string,
        "LINCS:LSM-4031"^^xsd:string,
        "Patent:US4338317"^^xsd:string,
        "Wikipedia:Nefazodone"^^xsd:string ;
    rdfs:label "nefazodone"^^xsd:string ;
    rdfs:subClassOf CHEBI:35618,
        CHEBI:35727,
        CHEBI:46845,
        CHEBI:46848,
        CHEBI:83403,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35469 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35480 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37890 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48279 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50949 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C25H32ClN5O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C25H32ClN5O2/c1-2-24-27-31(25(32)30(24)18-19-33-23-10-4-3-5-11-23)13-7-12-28-14-16-29(17-15-28)22-9-6-8-21(26)20-22/h3-6,8-11,20H,2,7,12-19H2,1H3"^^xsd:string ;
    chebi:inchikey "VRBKIVRKKCLPHA-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "470.00700"^^xsd:string ;
    chebi:monoisotopicmass "469.22445"^^xsd:string ;
    chebi:smiles "CCc1nn(CCCN2CCN(CC2)c2cccc(Cl)c2)c(=O)n1CCOc1ccccc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-{3-[4-(3-chlorophenyl)piperazin-1-yl]propyl}-5-ethyl-4-(2-phenoxyethyl)-2,4-dihydro-3H-1,2,4-triazol-3-one"^^xsd:string,
        "Nefazodone"^^xsd:string,
        "nefazodone"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-(3-(4-(m-Chlorophenyl)-1-piperazinyl)propyl)-3-ethyl-4-(2-phenoxyethyl)-delta2-1,2,4-triazolin-5-one"^^xsd:string,
        "nefazodona"^^xsd:string,
        "nefazodone"^^xsd:string,
        "nefazodonum"^^xsd:string ;
    oboInOwl:id "CHEBI:7494"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:7508 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:101621"^^xsd:string,
        "CAS:119-04-0"^^xsd:string,
        "Drug_Central:1896"^^xsd:string,
        "DrugBank:DB00452"^^xsd:string,
        "KEGG:C01737"^^xsd:string,
        "KEGG:D05140"^^xsd:string,
        "LINCS:LSM-5787"^^xsd:string,
        "MetaCyc:CPD-14142"^^xsd:string,
        "PDBeChem:NMY"^^xsd:string,
        "PMID:8548964"^^xsd:string,
        "PMID:25129497"^^xsd:string,
        "PMID:25230155"^^xsd:string,
        "PMID:25450807"^^xsd:string,
        "PMID:25588492"^^xsd:string,
        "Reaxys:101621"^^xsd:string,
        "VSDB:1783"^^xsd:string ;
    rdfs:label "framycetin"^^xsd:string ;
    definition: "A tetracyclic antibacterial agent derived from neomycin, being a glycoside ester of neamine and neobiosamine B."^^xsd:string ;
    rdfs:subClassOf CHEBI:47779,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:87835 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:36047 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50904 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C23H46N6O13"^^xsd:string ;
    chebi:inchi "InChI=1S/C23H46N6O13/c24-2-7-13(32)15(34)10(28)21(37-7)40-18-6(27)1-5(26)12(31)20(18)42-23-17(36)19(9(4-30)39-23)41-22-11(29)16(35)14(33)8(3-25)38-22/h5-23,30-36H,1-4,24-29H2/t5-,6+,7-,8+,9-,10-,11-,12+,13-,14-,15-,16-,17-,18-,19-,20-,21-,22-,23+/m1/s1"^^xsd:string ;
    chebi:inchikey "PGBHMTALBVVCIT-VCIWKGPPSA-N"^^xsd:string ;
    chebi:mass "614.64370"^^xsd:string ;
    chebi:monoisotopicmass "614.31229"^^xsd:string ;
    chebi:smiles "NC[C@H]1O[C@H](O[C@@H]2[C@@H](N)C[C@@H](N)[C@H](O)[C@H]2O[C@@H]2O[C@H](CO)[C@@H](O[C@H]3O[C@@H](CN)[C@@H](O)[C@H](O)[C@H]3N)[C@H]2O)[C@H](N)[C@@H](O)[C@@H]1O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:44577"^^xsd:string ;
    oboInOwl:hasExactSynonym "(1R,2R,3S,4R,6S)-4,6-diamino-2-{[3-O-(2,6-diamino-2,6-dideoxy-beta-L-idopyranosyl)-beta-D-ribofuranosyl]oxy}-3-hydroxycyclohexyl 2,6-diamino-2,6-dideoxy-alpha-D-glucopyranoside"^^xsd:string,
        "Framycetin"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Fradiomycin B"^^xsd:string,
        "framicetina"^^xsd:string,
        "framycetine"^^xsd:string,
        "framycetinum"^^xsd:string,
        "Neomycin B"^^xsd:string ;
    oboInOwl:id "CHEBI:7508"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:7514 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:3615946"^^xsd:string,
        "CAS:59-99-4"^^xsd:string,
        "Drug_Central:1897"^^xsd:string,
        "DrugBank:DB01400"^^xsd:string,
        "HMDB:HMDB0015472"^^xsd:string,
        "KEGG:C07258"^^xsd:string,
        "KEGG:D08261"^^xsd:string,
        "LINCS:LSM-5360"^^xsd:string,
        "PMID:7200780"^^xsd:string,
        "PMID:8584207"^^xsd:string,
        "Reaxys:3615946"^^xsd:string,
        "Wikipedia:Neostigmine"^^xsd:string ;
    rdfs:label "neostigmine"^^xsd:string ;
    definition: "A  quaternary ammonium ion comprising an anilinium ion core having three methyl substituents on the aniline nitrogen, and a 3-[(dimethylcarbamoyl)oxy] substituent at position 3. It is a parasympathomimetic which acts as a reversible acetylcholinesterase inhibitor."^^xsd:string ;
    rdfs:subClassOf CHEBI:35267,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38462 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:74530 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C12H19N2O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C12H19N2O2/c1-13(2)12(15)16-11-8-6-7-10(9-11)14(3,4)5/h6-9H,1-5H3/q+1"^^xsd:string ;
    chebi:inchikey "ALWKGYPQUAPLQC-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "223.29150"^^xsd:string ;
    chebi:monoisotopicmass "223.14410"^^xsd:string ;
    chebi:smiles "CN(C)C(=O)Oc1cccc(c1)[N+](C)(C)C"^^xsd:string ;
    oboInOwl:hasExactSynonym "3-[(dimethylcarbamoyl)oxy]-N,N,N-trimethylanilinium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3-Trimethylammoniumphenyl N,N-dimethylcarbamate"^^xsd:string,
        "(m-Hydroxyphenyl)trimethylammonium dimethylcarbamate"^^xsd:string,
        "Eustigmin"^^xsd:string,
        "Eustigmine"^^xsd:string,
        "m-Trimethylammoniumphenyldimethylcarbamate"^^xsd:string,
        "Prostigmine"^^xsd:string,
        "Vagostigmine"^^xsd:string ;
    oboInOwl:id "CHEBI:7514"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:7528 a owl:Class ;
    oboInOwl:hasDbXref "CAS:56391-56-1"^^xsd:string,
        "DrugBank:DB00955"^^xsd:string,
        "KEGG:C07657"^^xsd:string,
        "KEGG:D08268"^^xsd:string ;
    rdfs:label "netilmycin"^^xsd:string ;
    rdfs:subClassOf CHEBI:22479,
        CHEBI:22507,
        CHEBI:28079,
        CHEBI:63367,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:27955 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C21H41N5O7"^^xsd:string ;
    chebi:inchi "InChI=1S/C21H41N5O7/c1-4-26-13-7-12(24)16(32-19-11(23)6-5-10(8-22)31-19)15(28)17(13)33-20-21(2,29)18(25-3)14(27)9-30-20/h5,11-20,25-29H,4,6-9,22-24H2,1-3H3/t11-,12+,13-,14+,15+,16-,17+,18-,19-,20-,21-/m1/s1"^^xsd:string ;
    chebi:inchikey "ZBGPYVZLYBDXKO-HILBYHGXSA-N"^^xsd:string ;
    chebi:mass "475.57974"^^xsd:string ;
    chebi:monoisotopicmass "475.30060"^^xsd:string ;
    chebi:smiles "CCN[C@@H]1C[C@H](N)[C@@H](O[C@H]2OC(CN)=CC[C@H]2N)[C@H](O)[C@H]1O[C@H]1OC[C@H](O)[C@@H](NC)[C@@]1(C)O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(1S,2S,3R,4S,6R)-4-amino-3-[(2S,3R)-3-amino-6-(aminomethyl)-3,4-dihydro-2H-pyran-2-yloxy]-6-(ethylamino)-2-hydroxycyclohexyl 3-deoxy-4-C-methyl-3-(methylamino)-beta-L-arabinopyranoside"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-N-Ethylsisomicin"^^xsd:string,
        "Netilmicin"^^xsd:string,
        "O-3-Deoxy-4-C-methyl-3-(methylamino)-beta-L-arabinopyranosyl-(1-6)-O-(2,6-diamino-2,3,4,6-tetradeoxy-alpha-D-glycero-hex-4-enopyranosyl-(1-4))-2-deoxy-N(1)-ethyl-D-streptamine"^^xsd:string ;
    oboInOwl:id "CHEBI:7528"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:7565 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:497773"^^xsd:string,
        "CAS:21829-25-4"^^xsd:string,
        "Drug_Central:1922"^^xsd:string,
        "DrugBank:DB01115"^^xsd:string,
        "KEGG:C07266"^^xsd:string,
        "KEGG:D00437"^^xsd:string,
        "LINCS:LSM-4176"^^xsd:string,
        "Wikipedia:Nifedipine"^^xsd:string ;
    rdfs:label "nifedipine"^^xsd:string ;
    rdfs:subClassOf CHEBI:25248,
        CHEBI:35716,
        CHEBI:50075,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35620 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38215 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:66993 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C17H18N2O6"^^xsd:string ;
    chebi:inchi "InChI=1S/C17H18N2O6/c1-9-13(16(20)24-3)15(14(10(2)18-9)17(21)25-4)11-7-5-6-8-12(11)19(22)23/h5-8,15,18H,1-4H3"^^xsd:string ;
    chebi:inchikey "HYIMSNHJOBLJNT-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "346.33460"^^xsd:string ;
    chebi:monoisotopicmass "346.11649"^^xsd:string ;
    chebi:smiles "COC(=O)C1=C(C)NC(C)=C(C1c1ccccc1[N+]([O-])=O)C(=O)OC"^^xsd:string ;
    oboInOwl:hasExactSynonym "dimethyl 2,6-dimethyl-4-(2-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate"^^xsd:string,
        "Nifedipine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "4-(2'-Nitrophenyl)-2,6-dimethyl-1,4-dihydropyridin-3,5-dicarbonsaeuredimethylester"^^xsd:string,
        "Adalat"^^xsd:string,
        "Adapine"^^xsd:string,
        "Coracten"^^xsd:string,
        "Nifecard"^^xsd:string,
        "Nifecor"^^xsd:string,
        "nifedipine"^^xsd:string,
        "nifedipino"^^xsd:string,
        "nifedipinum"^^xsd:string,
        "Nifedipres"^^xsd:string,
        "Procardia"^^xsd:string ;
    oboInOwl:id "CHEBI:7565"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:7573 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:841906"^^xsd:string,
        "CAS:63612-50-0"^^xsd:string,
        "Drug_Central:1933"^^xsd:string,
        "DrugBank:DB00665"^^xsd:string,
        "KEGG:C08164"^^xsd:string,
        "KEGG:D00965"^^xsd:string,
        "LINCS:LSM-2513"^^xsd:string,
        "Patent:DE2649925"^^xsd:string,
        "Patent:US4097578"^^xsd:string,
        "Wikipedia:Nilutamide"^^xsd:string ;
    rdfs:label "nilutamide"^^xsd:string ;
    rdfs:subClassOf CHEBI:35716,
        CHEBI:55370,
        CHEBI:83565,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35497 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35610 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C12H10F3N3O4"^^xsd:string ;
    chebi:inchi "InChI=1S/C12H10F3N3O4/c1-11(2)9(19)17(10(20)16-11)6-3-4-8(18(21)22)7(5-6)12(13,14)15/h3-5H,1-2H3,(H,16,20)"^^xsd:string ;
    chebi:inchikey "XWXYUMMDTVBTOU-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "317.22070"^^xsd:string ;
    chebi:monoisotopicmass "317.06234"^^xsd:string ;
    chebi:smiles "CC1(C)NC(=O)N(C1=O)c1ccc(c(c1)C(F)(F)F)[N+]([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "5,5-dimethyl-3-[4-nitro-3-(trifluoromethyl)phenyl]imidazolidine-2,4-dione"^^xsd:string,
        "Nilutamide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "5,5-Dimethyl-3-(alpha,alpha,alpha-trifluoro-4-nitro-m-tolyl)hydantoin"^^xsd:string,
        "Nilandron"^^xsd:string,
        "nilutamida"^^xsd:string,
        "nilutamide"^^xsd:string,
        "nilutamidum"^^xsd:string ;
    oboInOwl:id "CHEBI:7573"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:7591 a owl:Class ;
    owl:deprecated true ;
    replacedBy: CHEBI:71415 ;
    obsReason: termsMerged: .

CHEBI:7596 a owl:Class ;
    oboInOwl:hasDbXref "CAS:15078-28-1"^^xsd:string,
        "DrugBank:DB00325"^^xsd:string,
        "KEGG:C07269"^^xsd:string,
        "MolBase:329"^^xsd:string ;
    rdfs:label "nitroprusside"^^xsd:string ;
    rdfs:subClassOf CHEBI:33892 ;
    chebi:charge "-2"^^xsd:string ;
    chebi:formula "C5FeN6O"^^xsd:string ;
    chebi:inchi "InChI=1S/5CN.Fe.NO/c5*1-2;;1-2/q;;;;;2*-1"^^xsd:string ;
    chebi:inchikey "ASPOIVQEUUCDQT-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "215.93834"^^xsd:string ;
    chebi:monoisotopicmass "215.94939"^^xsd:string ;
    chebi:smiles "O=N[Fe--](C#N)(C#N)(C#N)(C#N)C#N"^^xsd:string ;
    oboInOwl:hasExactSynonym "Nitroprusside"^^xsd:string,
        "pentacyanidonitrosylferrate(2-)"^^xsd:string,
        "pentacyanidonitrosylferrate(III)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "[Fe(CN)5(NO)](2-)"^^xsd:string,
        "Nitroferricyanide"^^xsd:string ;
    oboInOwl:id "CHEBI:7596"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:7624 a owl:Class ;
    owl:deprecated true ;
    replacedBy: CHEBI:111762 ;
    obsReason: termsMerged: .

CHEBI:7627 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1915671"^^xsd:string,
        "CAS:68-22-4"^^xsd:string,
        "Drug_Central:1962"^^xsd:string,
        "DrugBank:DB00717"^^xsd:string,
        "HMDB:HMDB0014855"^^xsd:string,
        "KEGG:C05028"^^xsd:string,
        "KEGG:D00182"^^xsd:string,
        "LIPID_MAPS_instance:LMST02030097"^^xsd:string,
        "Patent:US2744122"^^xsd:string,
        "Patent:US2849462"^^xsd:string,
        "PDBeChem:NDR"^^xsd:string,
        "PMID:120838"^^xsd:string,
        "PMID:21860523"^^xsd:string,
        "PMID:24019188"^^xsd:string,
        "Reaxys:1915671"^^xsd:string,
        "Wikipedia:Norethisterone"^^xsd:string ;
    rdfs:label "norethisterone"^^xsd:string ;
    definition: "A 17beta-hydroxy steroid that is testosterone in which the hydrogen at position 17 is replaced by an ethynyl group and in which the methyl group attached to position 10 is replaced by hydrogen."^^xsd:string ;
    rdfs:subClassOf CHEBI:26878,
        CHEBI:35343,
        CHEBI:47909,
        CHEBI:73477,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:23966 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:49326 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:59826 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C20H26O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C20H26O2/c1-3-20(22)11-9-18-17-6-4-13-12-14(21)5-7-15(13)16(17)8-10-19(18,20)2/h1,12,15-18,22H,4-11H2,2H3/t15-,16+,17+,18-,19-,20-/m0/s1"^^xsd:string ;
    chebi:inchikey "VIKNJXKGJWUCNN-XGXHKTLJSA-N"^^xsd:string ;
    chebi:mass "298.41920"^^xsd:string ;
    chebi:monoisotopicmass "298.19328"^^xsd:string ;
    chebi:smiles "C[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)CC[C@H]34)[C@@H]1CC[C@@]2(O)C#C"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:44349"^^xsd:string ;
    oboInOwl:hasExactSynonym "17-ethynyl-17beta-hydroxyestr-4-en-3-one"^^xsd:string,
        "(17alpha)-17-hydroxy-19-norpregn-4-en-20-yn-3-one"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "4-estren-17alpha-ethynyl-17beta-ol-3-one"^^xsd:string,
        "17-alpha-ethynyl-4-estren-17-ol-3-one"^^xsd:string,
        "17-alpha-ethynyl-17-hydroxy-4-estren-3-one"^^xsd:string,
        "17-alpha-ethynyl-19-norandrost-4-en-17-beta-ol-3-one"^^xsd:string,
        "17-alpha-ethynyl-19-nortestosterone"^^xsd:string,
        "17-beta-hydroxy-19-norpregn-4-en-20-yn-3-one"^^xsd:string,
        "17-hydroxy-19-nor-17-alpha-pregn-4-en-20-yn-3-one"^^xsd:string,
        "17-hydroxy-19-nor-17alpha-pregn-4-en-20-yn-3-one"^^xsd:string,
        "17alpha-ethinyl-19-nortestosterone"^^xsd:string,
        "17alpha-ethinylestra-4-en-17beta-ol-3-one"^^xsd:string,
        "17alpha-ethynyl-4-estren-17-ol-3-one"^^xsd:string,
        "17alpha-ethynyl-17-hydroxy-4-estren-3-one"^^xsd:string,
        "17alpha-ethynyl-17beta-hydroxy-19-norandrost-4-en-3-one"^^xsd:string,
        "17alpha-ethynyl-19-nor-4-androsten-17beta-ol-3-one"^^xsd:string,
        "17alpha-ethynyl-19-norandrost-4-en-17beta-ol-3-one"^^xsd:string,
        "17alpha-ethynyl-19-nortestosterone"^^xsd:string,
        "17beta-hydroxy-19-norpregn-4-en-20-yn-3-one"^^xsd:string,
        "19-nor-17-alpha-ethynyl-17-beta-hydroxy-4-androsten-3-one"^^xsd:string,
        "19-nor-17-alpha-ethynylandrosten-17-beta-ol-3-one"^^xsd:string,
        "19-nor-17-alpha-ethynyltestosterone"^^xsd:string,
        "19-Nor-17alpha-ethynyl-17beta-hydroxy-4-androsten-3-one"^^xsd:string,
        "19-nor-17alpha-ethynyl-17beta-hydroxy-4-androsten-3-one"^^xsd:string,
        "19-nor-17alpha-ethynylandrosten-17beta-ol-3-one"^^xsd:string,
        "19-nor-17alpha-ethynyltestosterone"^^xsd:string,
        "19-nor-ethindrone"^^xsd:string,
        "19-Norethisterone"^^xsd:string,
        "19-norethisterone"^^xsd:string,
        "(17alpha)-17-ethynyl-17-hydroxyestra-4,8(14),9-trien-3-one"^^xsd:string,
        "Camila"^^xsd:string,
        "Conludag"^^xsd:string,
        "Micronor"^^xsd:string,
        "Micronovum"^^xsd:string,
        "Mini-pe"^^xsd:string,
        "Mini-pill"^^xsd:string,
        "Norcolut"^^xsd:string,
        "norethindrone"^^xsd:string,
        "Norethisteron"^^xsd:string,
        "norethisterone"^^xsd:string,
        "norethisteronum"^^xsd:string,
        "noretisterona"^^xsd:string,
        "Noriday"^^xsd:string,
        "Norluten"^^xsd:string,
        "Norlutin"^^xsd:string,
        "Primolut-N"^^xsd:string,
        "Utovlan"^^xsd:string ;
    oboInOwl:id "CHEBI:7627"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:7630 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:4149572"^^xsd:string,
        "CAS:6533-00-2"^^xsd:string,
        "DrugBank:DB00506"^^xsd:string,
        "KEGG:C08153"^^xsd:string,
        "KEGG:D00954"^^xsd:string,
        "Patent:BE623844"^^xsd:string,
        "Patent:US3959322"^^xsd:string ;
    rdfs:label "norgestrel"^^xsd:string ;
    rdfs:subClassOf CHEBI:36838,
        CHEBI:47909,
        CHEBI:73477 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C21H28O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C21H28O2/c1-3-20-11-9-17-16-8-6-15(22)13-14(16)5-7-18(17)19(20)10-12-21(20,23)4-2/h2,13,16-19,23H,3,5-12H2,1H3"^^xsd:string ;
    chebi:inchikey "WWYNJERNGUHSAO-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "312.44582"^^xsd:string ;
    chebi:monoisotopicmass "312.20893"^^xsd:string ;
    chebi:smiles "CCC12CCC3C(CCC4=CC(=O)CCC34)C1CCC2(O)C#C"^^xsd:string ;
    oboInOwl:hasExactSynonym "17-ethynyl-17-hydroxy-18a-homoestr-4-en-3-one"^^xsd:string,
        "Norgestrel"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "LD norgestrel"^^xsd:string,
        "Methylnorethindrone"^^xsd:string,
        "norgestrel"^^xsd:string,
        "norgestrelum"^^xsd:string ;
    oboInOwl:id "CHEBI:7630"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:7640 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:2216786"^^xsd:string,
        "CAS:72-69-5"^^xsd:string,
        "Drug_Central:1971"^^xsd:string,
        "DrugBank:DB00540"^^xsd:string,
        "HMDB:HMDB0014680"^^xsd:string,
        "KEGG:C07274"^^xsd:string,
        "KEGG:D08288"^^xsd:string,
        "LINCS:LSM-4039"^^xsd:string,
        "Patent:NL6408512"^^xsd:string,
        "Patent:US3442949"^^xsd:string,
        "Patent:US3922305"^^xsd:string,
        "PDBeChem:21B"^^xsd:string,
        "PMID:10379421"^^xsd:string,
        "PMID:14561440"^^xsd:string,
        "PMID:17071817"^^xsd:string,
        "PMID:23280809"^^xsd:string,
        "PMID:24037379"^^xsd:string,
        "PMID:24368464"^^xsd:string,
        "PMID:25224004"^^xsd:string,
        "PMID:25480462"^^xsd:string,
        "PMID:25569864"^^xsd:string,
        "PMID:25592638"^^xsd:string,
        "PMID:25683584"^^xsd:string,
        "PMID:25707462"^^xsd:string,
        "PMID:25749306"^^xsd:string,
        "PMID:26086857"^^xsd:string,
        "PMID:26453560"^^xsd:string,
        "Reaxys:2216786"^^xsd:string,
        "Wikipedia:Nortriptyline"^^xsd:string ;
    rdfs:label "nortriptyline"^^xsd:string ;
    definition: "An organic tricyclic compound that is 10,11-dihydro-5H-dibenzo[a,d][7]annulene substituted by a 3-(methylamino)propylidene group at position 5. It is an active metabolite of  amitriptyline."^^xsd:string ;
    rdfs:subClassOf CHEBI:32863,
        CHEBI:51959,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:2666 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:35642 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35469 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35480 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35610 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35640 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:49103 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:68495 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C19H21N"^^xsd:string ;
    chebi:inchi "InChI=1S/C19H21N/c1-20-14-6-11-19-17-9-4-2-7-15(17)12-13-16-8-3-5-10-18(16)19/h2-5,7-11,20H,6,12-14H2,1H3"^^xsd:string ;
    chebi:inchikey "PHVGLTMQBUFIQQ-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "263.37678"^^xsd:string ;
    chebi:monoisotopicmass "263.16740"^^xsd:string ;
    chebi:smiles "CNCCC=C1c2ccccc2CCc2ccccc12"^^xsd:string ;
    oboInOwl:hasExactSynonym "3-(10,11-dihydro-5H-dibenzo[a,d][7]annulen-5-ylidene)-N-methylpropan-1-amine"^^xsd:string,
        "Nortriptyline"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3-(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-ylidene)-N-methyl-1-propanamine"^^xsd:string,
        "10,11-dihydro-N-methyl-5H-dibenzo[a,d]cycloheptene-Delta(5,gamma)-propylamine"^^xsd:string,
        "Ateben"^^xsd:string,
        "Avantyl"^^xsd:string,
        "Aventyl"^^xsd:string,
        "demethylamitriptyline"^^xsd:string,
        "desmethylamitriptyline"^^xsd:string,
        "Noritren"^^xsd:string,
        "nortriptylina"^^xsd:string,
        "nortriptyline"^^xsd:string,
        "nortriptylinum"^^xsd:string,
        "Psychostyl"^^xsd:string,
        "Sensaval"^^xsd:string ;
    oboInOwl:id "CHEBI:7640"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:7655 a owl:Class ;
    owl:deprecated true ;
    replacedBy: CHEBI:17326 ;
    obsReason: termsMerged: .

CHEBI:7726 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:7246145"^^xsd:string,
        "CAS:83150-76-9"^^xsd:string,
        "Drug_Central:1980"^^xsd:string,
        "DrugBank:DB00104"^^xsd:string,
        "HMDB:HMDB0014262"^^xsd:string,
        "KEGG:C07306"^^xsd:string,
        "KEGG:D00442"^^xsd:string,
        "Patent:EP29579"^^xsd:string,
        "Patent:US4395403"^^xsd:string,
        "PDB:1SOC"^^xsd:string,
        "Wikipedia:Octreotide"^^xsd:string ;
    rdfs:label "octreotide"^^xsd:string ;
    rdfs:subClassOf CHEBI:24613,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:51060 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C49H66N10O10S2"^^xsd:string,
        "C49H66N10O10S2.2C2H4O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C49H66N10O10S2/c1-28(61)39(25-60)56-48(68)41-27-71-70-26-40(57-43(63)34(51)21-30-13-5-3-6-14-30)47(67)54-37(22-31-15-7-4-8-16-31)45(65)55-38(23-32-24-52-35-18-10-9-17-33(32)35)46(66)53-36(19-11-12-20-50)44(64)59-42(29(2)62)49(69)58-41/h3-10,13-18,24,28-29,34,36-42,52,60-62H,11-12,19-23,25-27,50-51H2,1-2H3,(H,53,66)(H,54,67)(H,55,65)(H,56,68)(H,57,63)(H,58,69)(H,59,64)/t28-,29-,34-,36+,37+,38-,39?,40+,41+,42+/m1/s1"^^xsd:string ;
    chebi:inchikey "DEQANNDTNATYII-FLDZURHUSA-N"^^xsd:string ;
    chebi:mass "1019.24174"^^xsd:string ;
    chebi:smiles "[H][C@]1(NC(=O)[C@H](CCCCN)NC(=O)[C@@H](Cc2c[nH]c3ccccc23)NC(=O)[C@H](Cc2ccccc2)NC(=O)[C@H](CSSC[C@H](NC1=O)C(=O)NC(CO)[C@@H](C)O)NC(=O)[C@H](N)Cc1ccccc1)[C@@H](C)O"^^xsd:string ;
    oboInOwl:hasExactSynonym "Octreotide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "D-Phenylalanyl-L-cysteinyl-L-phenylalanyl-D-tryptophyl-L-lysyl-L- threonyl-N-((1R,2R)-2-hydroxy-1-(hydroxymethyl)propyl)-L- cysteinamide cyclic (2->7)-disulfide"^^xsd:string,
        "D-phenylalanyl-L-cysteinyl-L-phenylalanyl-D-tryptophyl-L-lysyl-L-threonyl-L-cysteinyl-L-threoninol cyclic (2-7)-disulfide"^^xsd:string,
        "D-phenylalanyl-L-cysteinyl-L-phenylalanyl-D-tryptophyl-L-lysyl-L-threonyl-N-[(1R,2R)-2-hydroxy-1-(hydroxymethyl)propyl]-L-cysteinamide cyclic (2->7)-disulfide"^^xsd:string,
        "Longastatin"^^xsd:string,
        "octreotida"^^xsd:string,
        "octreotide"^^xsd:string,
        "octreotide acetate"^^xsd:string,
        "octreotidum"^^xsd:string,
        "sandostatine"^^xsd:string,
        "SMS-201-995"^^xsd:string ;
    oboInOwl:id "CHEBI:7726"^^xsd:string ;
    oboInOwl:inSubset chebi1:_STAR .

CHEBI:7735 a owl:Class ;
    oboInOwl:hasDbXref "CAS:132539-06-1"^^xsd:string,
        "Drug_Central:1982"^^xsd:string,
        "DrugBank:DB00334"^^xsd:string,
        "KEGG:C07322"^^xsd:string,
        "KEGG:D00454"^^xsd:string,
        "Patent:EP454436"^^xsd:string,
        "Patent:US5229382"^^xsd:string,
        "PMID:18022155"^^xsd:string,
        "PMID:18504690"^^xsd:string,
        "PMID:18792627"^^xsd:string,
        "Reaxys:7655141"^^xsd:string,
        "Wikipedia:Olanzapine"^^xsd:string ;
    rdfs:label "olanzapine"^^xsd:string ;
    definition: "A benzodiazepine that is 10H-thieno[2,3-b][1,5]benzodiazepine substituted by a methyl group at position 2 and a 4-methylpiperazin-1-yl group at position 4."^^xsd:string ;
    rdfs:subClassOf CHEBI:22720,
        CHEBI:46848,
        CHEBI:46920,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37956 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48279 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48561 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48876 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50919 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50949 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:65191 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C17H20N4S"^^xsd:string ;
    chebi:inchi "InChI=1S/C17H20N4S/c1-12-11-13-16(21-9-7-20(2)8-10-21)18-14-5-3-4-6-15(14)19-17(13)22-12/h3-6,11,19H,7-10H2,1-2H3"^^xsd:string ;
    chebi:inchikey "KVWDHTXUZHCGIO-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "312.434"^^xsd:string ;
    chebi:monoisotopicmass "312.14087"^^xsd:string ;
    chebi:smiles "N1=C(C2=C(NC3=CC=CC=C13)SC(=C2)C)N4CCN(CC4)C"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-methyl-4-(4-methylpiperazin-1-yl)-10H-thieno[2,3-b][1,5]benzodiazepine"^^xsd:string,
        "Olanzapine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "olanzapina"^^xsd:string,
        "olanzapine"^^xsd:string,
        "olanzapinum"^^xsd:string,
        "Zyprexa"^^xsd:string ;
    oboInOwl:id "CHEBI:7735"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:7772 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:3628192"^^xsd:string,
        "CAS:73590-58-6"^^xsd:string,
        "DrugBank:DB00338"^^xsd:string,
        "KEGG:C07324"^^xsd:string,
        "KEGG:D00455"^^xsd:string,
        "Patent:EP5129"^^xsd:string,
        "Patent:US4255431"^^xsd:string,
        "Patent:US5693818"^^xsd:string,
        "PMID:11060758"^^xsd:string,
        "PMID:11208500"^^xsd:string,
        "PMID:11210716"^^xsd:string,
        "PMID:11304936"^^xsd:string,
        "PMID:11321383"^^xsd:string,
        "PMID:11395292"^^xsd:string,
        "PMID:11404722"^^xsd:string,
        "PMID:11459434"^^xsd:string,
        "PMID:11568514"^^xsd:string,
        "PMID:11700946"^^xsd:string,
        "PMID:11774962"^^xsd:string,
        "PMID:11807212"^^xsd:string,
        "PMID:11851112"^^xsd:string,
        "PMID:11903739"^^xsd:string,
        "PMID:11962536"^^xsd:string,
        "PMID:12072663"^^xsd:string,
        "PMID:12135028"^^xsd:string,
        "PMID:12235248"^^xsd:string,
        "PMID:12495367"^^xsd:string,
        "PMID:12683615"^^xsd:string,
        "PMID:13680386"^^xsd:string,
        "PMID:14616415"^^xsd:string,
        "PMID:14708212"^^xsd:string,
        "PMID:14725575"^^xsd:string,
        "PMID:15004262"^^xsd:string,
        "PMID:15125696"^^xsd:string,
        "PMID:15586641"^^xsd:string,
        "PMID:15598025"^^xsd:string,
        "PMID:15684503"^^xsd:string,
        "PMID:15707461"^^xsd:string,
        "PMID:15774534"^^xsd:string,
        "PMID:16080278"^^xsd:string,
        "PMID:16129922"^^xsd:string,
        "PMID:16259581"^^xsd:string,
        "PMID:16276979"^^xsd:string,
        "PMID:16380990"^^xsd:string,
        "PMID:16386527"^^xsd:string,
        "PMID:16397810"^^xsd:string,
        "PMID:16440530"^^xsd:string,
        "PMID:16998872"^^xsd:string,
        "PMID:17049542"^^xsd:string,
        "PMID:17384694"^^xsd:string,
        "PMID:17532167"^^xsd:string,
        "PMID:18294333"^^xsd:string,
        "PMID:18366242"^^xsd:string,
        "PMID:18416943"^^xsd:string,
        "PMID:18448060"^^xsd:string,
        "PMID:18498918"^^xsd:string,
        "PMID:18520598"^^xsd:string,
        "PMID:18571645"^^xsd:string,
        "PMID:18616070"^^xsd:string,
        "PMID:18793272"^^xsd:string,
        "PMID:18818790"^^xsd:string,
        "PMID:19150046"^^xsd:string,
        "PMID:19166730"^^xsd:string,
        "PMID:19176055"^^xsd:string,
        "PMID:19236757"^^xsd:string,
        "PMID:19327607"^^xsd:string,
        "PMID:19383986"^^xsd:string,
        "PMID:19434360"^^xsd:string,
        "PMID:19470853"^^xsd:string,
        "PMID:19517893"^^xsd:string,
        "PMID:19746659"^^xsd:string,
        "PMID:19796313"^^xsd:string,
        "PMID:19801857"^^xsd:string,
        "PMID:19937171"^^xsd:string,
        "Reaxys:3628192"^^xsd:string,
        "VSDB:1827"^^xsd:string,
        "Wikipedia:Omeprazole"^^xsd:string ;
    rdfs:label "omeprazole"^^xsd:string ;
    definition: "A racemate comprising equimolar amounts of (R)- and (S)-omeprazole."^^xsd:string ;
    rdfs:subClassOf CHEBI:60911,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:50275 ],
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:77262 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35623 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:49200 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:49201 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50183 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    oboInOwl:hasExactSynonym "rac-5-methoxy-2-{[(4-methoxy-3,5-dimethylpyridin-2-yl)methyl]sulfinyl}-1H-benzimidazole"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "5-methoxy-2-{[(4-methoxy-3,5-dimethylpyridin-2-yl)methyl]sulfinyl}-1H-benzimidazole"^^xsd:string,
        "Antra"^^xsd:string,
        "Audazol"^^xsd:string,
        "Belmazol"^^xsd:string,
        "Ceprandal"^^xsd:string,
        "Danlox"^^xsd:string,
        "Desec"^^xsd:string,
        "Elgam"^^xsd:string,
        "Emeproton"^^xsd:string,
        "Gasec"^^xsd:string,
        "Gastrimut"^^xsd:string,
        "Indurgan"^^xsd:string,
        "Inhibitron"^^xsd:string,
        "Losec"^^xsd:string,
        "Olit"^^xsd:string,
        "Omapren"^^xsd:string,
        "Omebeta"^^xsd:string,
        "OMEP"^^xsd:string,
        "omeprazol"^^xsd:string,
        "omeprazole"^^xsd:string,
        "omeprazolum"^^xsd:string,
        "OMP"^^xsd:string,
        "OMZ"^^xsd:string,
        "Prazidec"^^xsd:string,
        "Procelac"^^xsd:string,
        "Sanamidol"^^xsd:string,
        "Ulceral"^^xsd:string,
        "Ulcesep"^^xsd:string,
        "Ultop"^^xsd:string ;
    oboInOwl:id "CHEBI:7772"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:7782 a owl:Class ;
    oboInOwl:hasDbXref "CAS:467-04-9"^^xsd:string,
        "FooDB:FDB002075"^^xsd:string,
        "HMDB:HMDB0030251"^^xsd:string,
        "KEGG:C06175"^^xsd:string,
        "KNApSAcK:C00028775"^^xsd:string,
        "Patent:AU2008203048"^^xsd:string,
        "Patent:AU2008231127"^^xsd:string,
        "Patent:US2010113787"^^xsd:string,
        "PMID:16135"^^xsd:string,
        "PMID:1177252"^^xsd:string,
        "PMID:17912784"^^xsd:string,
        "PMID:21186398"^^xsd:string,
        "PMID:21495679"^^xsd:string,
        "PMID:28095631"^^xsd:string,
        "PMID:37132502"^^xsd:string,
        "Wikipedia:Oripavine"^^xsd:string ;
    rdfs:label "oripavine"^^xsd:string ;
    definition: "A morphinane alkaloid with formula C18H19NO3. It is the major metabolite of thebaine."^^xsd:string ;
    rdfs:subClassOf CHEBI:25418,
        CHEBI:25698,
        CHEBI:33822,
        CHEBI:38164,
        CHEBI:50996,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:194499 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35482 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76976 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C18H19NO3"^^xsd:string ;
    chebi:inchi "InChI=1S/C18H19NO3/c1-19-8-7-18-11-4-6-14(21-2)17(18)22-16-13(20)5-3-10(15(16)18)9-12(11)19/h3-6,12,17,20H,7-9H2,1-2H3/t12-,17+,18+/m1/s1"^^xsd:string ;
    chebi:inchikey "ZKLXUUYLEHCAMF-UUWFMWQGSA-N"^^xsd:string ;
    chebi:mass "297.354"^^xsd:string ;
    chebi:monoisotopicmass "297.13649"^^xsd:string ;
    chebi:smiles "COC1=CC=C2[C@H]3CC4=CC=C(O)C5=C4[C@@]2(CCN3C)[C@H]1O5"^^xsd:string ;
    oboInOwl:hasExactSynonym "6-methoxy-17-methyl-5alpha-6,7,8,14-tetradehydro-4,5-epoxymorphinan-3-ol"^^xsd:string,
        "oripavine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3-O-demethylthebaine"^^xsd:string,
        "6,7,8,14-tetradehydro-4,5alpha-epoxy-6-methoxy-17-methyl-morphinan-3-ol"^^xsd:string,
        "(5alpha)-6,7,8,14-tetradehydro-4,5-epoxy-6-methoxy-17-methylmorphinan-3-ol"^^xsd:string ;
    oboInOwl:id "CHEBI:7782"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:7794 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C01153"^^xsd:string,
        "MetaCyc:Orthophosphoric-Monoesters"^^xsd:string ;
    rdfs:label "phosphate monoester"^^xsd:string ;
    definition: "An organic phosphate that is phosphoric acid in which one of the hydrogens is replaced by an organyl group."^^xsd:string ;
    rdfs:subClassOf CHEBI:25703,
        CHEBI:37734,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:67140 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "H2O4PR"^^xsd:string ;
    chebi:mass "96.987"^^xsd:string ;
    chebi:monoisotopicmass "96.96907"^^xsd:string ;
    chebi:smiles "OP(O)(=O)O[*]"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Orthophosphoric monoester"^^xsd:string,
        "orthophosphoric monoesters"^^xsd:string,
        "phosphate monoesters"^^xsd:string,
        "phosphoric acid monoester"^^xsd:string ;
    oboInOwl:id "CHEBI:7794"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:7798 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:8003908"^^xsd:string,
        "CAS:196618-13-0"^^xsd:string,
        "Drug_Central:2001"^^xsd:string,
        "DrugBank:DB00198"^^xsd:string,
        "HMDB:HMDB0014343"^^xsd:string,
        "KEGG:C08092"^^xsd:string,
        "KEGG:D08306"^^xsd:string,
        "Patent:US5763483"^^xsd:string,
        "PMID:11075941"^^xsd:string,
        "PMID:11270942"^^xsd:string,
        "PMID:11825310"^^xsd:string,
        "PMID:17912363"^^xsd:string,
        "PMID:18559644"^^xsd:string,
        "PMID:18936828"^^xsd:string,
        "PMID:19355841"^^xsd:string,
        "PMID:19439487"^^xsd:string,
        "PMID:19557131"^^xsd:string,
        "PMID:19884755"^^xsd:string,
        "Reaxys:8003908"^^xsd:string,
        "Wikipedia:Oseltamivir"^^xsd:string ;
    rdfs:label "oseltamivir"^^xsd:string ;
    definition: "A cyclohexenecarboxylate ester that is the ethyl ester of oseltamivir acid. An antiviral prodrug (it is hydrolysed to the active free carboxylic acid in the liver), it is used to slow the spread of influenza."^^xsd:string ;
    rdfs:subClassOf CHEBI:22160,
        CHEBI:37529,
        CHEBI:46668,
        CHEBI:50994,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35703 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50266 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:52425 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78298 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C16H28N2O4"^^xsd:string ;
    chebi:inchi "InChI=1S/C16H28N2O4/c1-5-12(6-2)22-14-9-11(16(20)21-7-3)8-13(17)15(14)18-10(4)19/h9,12-15H,5-8,17H2,1-4H3,(H,18,19)/t13-,14+,15+/m0/s1"^^xsd:string ;
    chebi:inchikey "VSZGPKBBMSAYNT-RRFJBIMHSA-N"^^xsd:string ;
    chebi:mass "312.40450"^^xsd:string ;
    chebi:monoisotopicmass "312.20491"^^xsd:string ;
    chebi:smiles "CCOC(=O)C1=C[C@@H](OC(CC)CC)[C@H](NC(C)=O)[C@@H](N)C1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:42582"^^xsd:string ;
    oboInOwl:hasExactSynonym "ethyl (3R,4R,5S)-4-acetamido-5-amino-3-(pentan-3-yloxy)cyclohex-1-ene-1-carboxylate"^^xsd:string,
        "Oseltamivir"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-Cyclohexene-1-carboxylic acid, 4-(acetylamino)-5-amino-3-(1-ethylpropoxy)-, ethyl ester, (3R-(3alpha,4beta,5alpha))-"^^xsd:string,
        "(-)-oseltamivir"^^xsd:string,
        "Agucort"^^xsd:string,
        "Ethyl (3R,4R,5S)-4-acetamido-5-amino-3-(1-ethylpropoxy)-1-cyclohexene-1-carboxylate"^^xsd:string,
        "GS-4104"^^xsd:string,
        "HSDB 7433"^^xsd:string,
        "oseltamivir"^^xsd:string,
        "oseltamivirum"^^xsd:string,
        "Tamiflu"^^xsd:string ;
    oboInOwl:id "CHEBI:7798"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:7805 a owl:Class ;
    owl:deprecated true ;
    replacedBy: CHEBI:472805 ;
    obsReason: termsMerged: .

CHEBI:7809 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1093589"^^xsd:string,
        "CAS:66-79-5"^^xsd:string,
        "Drug_Central:2006"^^xsd:string,
        "DrugBank:DB00713"^^xsd:string,
        "HMDB:HMDB0014851"^^xsd:string,
        "KEGG:C07334"^^xsd:string,
        "KEGG:D08307"^^xsd:string,
        "LINCS:LSM-6005"^^xsd:string,
        "Patent:US2996501"^^xsd:string,
        "PMID:8566082"^^xsd:string,
        "PMID:14010809"^^xsd:string,
        "PMID:20407237"^^xsd:string,
        "PMID:24295979"^^xsd:string,
        "PMID:24936596"^^xsd:string,
        "PMID:29017833"^^xsd:string,
        "Reaxys:1093589"^^xsd:string,
        "Wikipedia:Oxacillin"^^xsd:string ;
    rdfs:label "oxacillin"^^xsd:string ;
    definition: "A penicillin antibiotic carrying a 5-methyl-3-phenylisoxazole-4-carboxamide group at position 6beta."^^xsd:string ;
    rdfs:subClassOf CHEBI:17334,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:52132 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:36047 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C19H19N3O5S"^^xsd:string ;
    chebi:inchi "InChI=1S/C19H19N3O5S/c1-9-11(12(21-27-9)10-7-5-4-6-8-10)15(23)20-13-16(24)22-14(18(25)26)19(2,3)28-17(13)22/h4-8,13-14,17H,1-3H3,(H,20,23)(H,25,26)/t13-,14+,17-/m1/s1"^^xsd:string ;
    chebi:inchikey "UWYHMGVUTGAWSP-JKIFEVAISA-N"^^xsd:string ;
    chebi:mass "401.43600"^^xsd:string ;
    chebi:monoisotopicmass "401.10454"^^xsd:string ;
    chebi:smiles "[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)c1c(C)onc1-c1ccccc1)C(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "2,2-dimethyl-6beta-(5-methyl-3-phenyl-1,2-oxazole-4-carboxamido)penam-3alpha-carboxylic acid"^^xsd:string,
        "Oxacillin"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "5-methyl-3-phenyl-4-isoxazolyl-penicillin"^^xsd:string,
        "6beta-(5-methyl-3-phenylisoxazol-4-yl)penicillanic acid"^^xsd:string,
        "(2S,5R,6R)-3,3-dimethyl-6-{[(5-methyl-3-phenylisoxazol-4-yl)carbonyl]amino}-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid"^^xsd:string,
        "(5-methyl-3-phenyl-4-isoxazolyl)penicillin"^^xsd:string,
        "oxazocillin"^^xsd:string ;
    oboInOwl:id "CHEBI:7809"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:7820 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:5480667"^^xsd:string,
        "Drug_Central:2011"^^xsd:string,
        "DrugBank:DB00621"^^xsd:string,
        "KEGG:D00462"^^xsd:string,
        "Wikipedia:Oxandrolone"^^xsd:string ;
    rdfs:label "oxandrolone"^^xsd:string ;
    rdfs:subClassOf CHEBI:35343,
        CHEBI:47788,
        CHEBI:50786,
        CHEBI:50917 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C19H30O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C19H30O3/c1-17-11-22-16(20)10-12(17)4-5-13-14(17)6-8-18(2)15(13)7-9-19(18,3)21/h12-15,21H,4-11H2,1-3H3/t12-,13+,14-,15-,17-,18-,19-/m0/s1"^^xsd:string ;
    chebi:inchikey "QSLJIVKCVHQPLV-PEMPUTJUSA-N"^^xsd:string ;
    chebi:mass "306.43970"^^xsd:string ;
    chebi:monoisotopicmass "306.21949"^^xsd:string ;
    chebi:smiles "[H][C@@]12CC[C@]3([H])[C@]([H])(CC[C@@]4(C)[C@@]3([H])CC[C@]4(C)O)[C@@]1(C)COC(=O)C2"^^xsd:string ;
    oboInOwl:hasExactSynonym "17beta-hydroxy-17alpha-methyl-2-oxa-5alpha-androstan-3-one"^^xsd:string,
        "Oxandrolone"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "oxandrolona"^^xsd:string,
        "oxandrolone"^^xsd:string,
        "oxandrolonum"^^xsd:string ;
    oboInOwl:id "CHEBI:7820"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:7823 a owl:Class ;
    oboInOwl:hasDbXref "CAS:604-75-1"^^xsd:string,
        "Drug_Central:2015"^^xsd:string,
        "DrugBank:DB00842"^^xsd:string,
        "HMDB:HMDB0014980"^^xsd:string,
        "KEGG:C07359"^^xsd:string,
        "KEGG:D00464"^^xsd:string,
        "Patent:CN1543961"^^xsd:string,
        "PMID:9811432"^^xsd:string,
        "PMID:17456431"^^xsd:string,
        "Reaxys:754065"^^xsd:string,
        "Wikipedia:Oxazepam"^^xsd:string ;
    rdfs:label "oxazepam"^^xsd:string ;
    definition: "A 1,4-benzodiazepinone that is 1,3-dihydro-2H-1,4-benzodiazepin-2-one substituted by a chloro group at position 7, a hydroxy group at position 3 and phenyl group at position 5."^^xsd:string ;
    rdfs:subClassOf CHEBI:35500,
        CHEBI:36683,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35474 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35703 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78298 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C15H11ClN2O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C15H11ClN2O2/c16-10-6-7-12-11(8-10)13(9-4-2-1-3-5-9)18-15(20)14(19)17-12/h1-8,15,20H,(H,17,19)"^^xsd:string ;
    chebi:inchikey "ADIMAYPTOBDMTL-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "286.71300"^^xsd:string ;
    chebi:monoisotopicmass "286.05091"^^xsd:string ;
    chebi:smiles "OC1N=C(c2ccccc2)c2cc(Cl)ccc2NC1=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "7-chloro-3-hydroxy-5-phenyl-1,3-dihydro-2H-1,4-benzodiazepin-2-one"^^xsd:string,
        "Oxazepam"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(+-)-Oxazepam"^^xsd:string,
        "(RS)-Oxazepam"^^xsd:string,
        "Serax"^^xsd:string,
        "Tazepam"^^xsd:string ;
    oboInOwl:id "CHEBI:7823"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:7852 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:43446"^^xsd:string,
        "CAS:76-42-6"^^xsd:string,
        "Drug_Central:2029"^^xsd:string,
        "DrugBank:DB00497"^^xsd:string,
        "KEGG:C08018"^^xsd:string,
        "KEGG:D05312"^^xsd:string,
        "PMID:27093887"^^xsd:string,
        "PMID:27873179"^^xsd:string,
        "PMID:27921252"^^xsd:string,
        "PMID:28074831"^^xsd:string,
        "PMID:28080998"^^xsd:string,
        "PMID:28107783"^^xsd:string,
        "PMID:28127624"^^xsd:string,
        "PMID:28170358"^^xsd:string,
        "PMID:28194654"^^xsd:string,
        "PMID:28205004"^^xsd:string,
        "Wikipedia:Oxycodone"^^xsd:string ;
    rdfs:label "oxycodone"^^xsd:string ;
    definition: "A semisynthetic opioid of formula C18H21NO4 that is derived from thebaine.  It is a moderately potent opioid analgesic, generally used for relief of moderate to severe pain."^^xsd:string ;
    rdfs:subClassOf CHEBI:38164,
        CHEBI:72588,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:9519 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:35649 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:134686 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35482 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:51177 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:55322 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C18H21NO4"^^xsd:string ;
    chebi:inchi "InChI=1S/C18H21NO4/c1-19-8-7-17-14-10-3-4-12(22-2)15(14)23-16(17)11(20)5-6-18(17,21)13(19)9-10/h3-4,13,16,21H,5-9H2,1-2H3/t13-,16+,17+,18-/m1/s1"^^xsd:string ;
    chebi:inchikey "BRUQQQPBMZOVGD-XFKAJCMBSA-N"^^xsd:string ;
    chebi:mass "315.36360"^^xsd:string ;
    chebi:monoisotopicmass "315.14706"^^xsd:string ;
    chebi:smiles "COc1ccc2C[C@H]3N(C)CC[C@@]45[C@@H](Oc1c24)C(=O)CC[C@@]35O"^^xsd:string ;
    oboInOwl:hasExactSynonym "14-hydroxy-3-methoxy-17-methyl-4,5alpha-epoxymorphinan-6-one"^^xsd:string,
        "Oxycodone"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "4,5-Epoxy-14-hydroxy-3-methoxy-17-methylmorphinan-6-one"^^xsd:string,
        "4,5alpha-Epoxy-14-hydroxy-3-methoxy-17-methylmorphinan-6-one"^^xsd:string,
        "(-)-14-Hydroxydihydrocodeinone"^^xsd:string,
        "Dihydro-14-hydroxycodeinone"^^xsd:string,
        "Dihydrohydroxycodeinone"^^xsd:string,
        "Dihydroxycodeinone"^^xsd:string,
        "oxicodona"^^xsd:string,
        "oxycodone"^^xsd:string,
        "oxycodonum"^^xsd:string ;
    oboInOwl:id "CHEBI:7852"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:7856 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:2707356"^^xsd:string,
        "CAS:5633-20-5"^^xsd:string,
        "Drug_Central:2028"^^xsd:string,
        "DrugBank:DB01062"^^xsd:string,
        "KEGG:C07360"^^xsd:string,
        "KEGG:D00465"^^xsd:string,
        "LINCS:LSM-5111"^^xsd:string,
        "Patent:GB940540"^^xsd:string,
        "Wikipedia:Oxybutynin"^^xsd:string ;
    rdfs:label "oxybutynin"^^xsd:string ;
    definition: "A racemate comprising equimolar amounts of (R)-oxybutynin and esoxybutynin. An antispasmodic used for the treatment of overactive bladder."^^xsd:string ;
    rdfs:subClassOf CHEBI:50996,
        CHEBI:60911,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:51329 ],
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:144552 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:36333 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38215 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48876 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50370 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:53784 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C22H31NO3"^^xsd:string ;
    chebi:inchi "InChI=1S/C22H31NO3/c1-3-23(4-2)17-11-12-18-26-21(24)22(25,19-13-7-5-8-14-19)20-15-9-6-10-16-20/h5,7-8,13-14,20,25H,3-4,6,9-10,15-18H2,1-2H3"^^xsd:string ;
    chebi:inchikey "XIQVNETUBQGFHX-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "357.494"^^xsd:string ;
    chebi:monoisotopicmass "357.23039"^^xsd:string ;
    chebi:smiles "C1(CCCCC1)C(C2=CC=CC=C2)(C(OCC#CCN(CC)CC)=O)O"^^xsd:string ;
    oboInOwl:hasExactSynonym "Oxybutynin"^^xsd:string,
        "rac-4-(diethylamino)but-2-yn-1-yl cyclohexyl(hydroxy)phenylacetate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Ditropan"^^xsd:string,
        "ditropan"^^xsd:string,
        "kentera"^^xsd:string,
        "oxibutinina"^^xsd:string,
        "oxybutynin"^^xsd:string,
        "oxybutynine"^^xsd:string,
        "oxybutyninum"^^xsd:string ;
    oboInOwl:id "CHEBI:7856"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:7859 a owl:Class ;
    oboInOwl:hasDbXref "CAS:124-90-3"^^xsd:string,
        "DrugBank:DB00497"^^xsd:string,
        "KEGG:C08026"^^xsd:string,
        "KEGG:D00847"^^xsd:string,
        "PMID:27780305"^^xsd:string,
        "Reaxys:3782141"^^xsd:string,
        "Wikipedia:Oxycodone"^^xsd:string ;
    rdfs:label "oxycodone hydrochloride"^^xsd:string ;
    definition: "A hydrochloride obtained by reaction of oxycodone with one molar equivalent of hydrochloric acid.  It is a moderately potent opioid analgesic, generally used for relief of moderate to severe pain."^^xsd:string ;
    rdfs:subClassOf CHEBI:36807,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:134686 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35482 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:51177 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:55322 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C18H21NO4.HCl"^^xsd:string,
        "C18H22ClNO4"^^xsd:string ;
    chebi:inchi "InChI=1S/C18H21NO4.ClH/c1-19-8-7-17-14-10-3-4-12(22-2)15(14)23-16(17)11(20)5-6-18(17,21)13(19)9-10;/h3-4,13,16,21H,5-9H2,1-2H3;1H/t13-,16+,17+,18-;/m1./s1"^^xsd:string ;
    chebi:inchikey "MUZQPDBAOYKNLO-RKXJKUSZSA-N"^^xsd:string ;
    chebi:mass "351.825"^^xsd:string ;
    chebi:monoisotopicmass "351.12374"^^xsd:string ;
    chebi:smiles "C=12[C@@]34[C@@]5([C@H](N(C)CC3)CC1C=CC(=C2O[C@H]4C(=O)CC5)OC)O.Cl"^^xsd:string ;
    oboInOwl:hasExactSynonym "14-hydroxy-3-methoxy-17-methyl-4,5alpha-epoxymorphinan-6-one hydrochloride"^^xsd:string,
        "(5alpha,17S)-14-hydroxy-3-methoxy-17-methyl-6-oxo-4,5-epoxymorphinan-17-ium chloride"^^xsd:string,
        "Oxycodone hydrochloride"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "4,5alpha-Epoxy-14-hydroxy-3-methoxy-17-methylmorphinan-6-one hydrochloride"^^xsd:string,
        "14-Hydroxydihydrocodeinone hydrochloride"^^xsd:string,
        "Dihydrone hydrochloride"^^xsd:string,
        "Dihydrooxycodeinone hydrochloride"^^xsd:string,
        "Dihydroxycodeinone hydrochloride"^^xsd:string,
        "Oxycodone HCl"^^xsd:string,
        "oxycodone monohydrochloride"^^xsd:string ;
    oboInOwl:id "CHEBI:7859"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:7872 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:3586108"^^xsd:string,
        "CAS:50-56-6"^^xsd:string,
        "Drug_Central:2042"^^xsd:string,
        "DrugBank:DB00107"^^xsd:string,
        "HMDB:HMDB0002865"^^xsd:string,
        "KEGG:C00746"^^xsd:string,
        "KEGG:D00089"^^xsd:string,
        "Patent:US2938891"^^xsd:string,
        "Patent:US3076797"^^xsd:string,
        "PMID:10027619"^^xsd:string,
        "PMID:10834934"^^xsd:string,
        "PMID:10949083"^^xsd:string,
        "PMID:10949750"^^xsd:string,
        "PMID:10983343"^^xsd:string,
        "PMID:11134819"^^xsd:string,
        "PMID:13305558"^^xsd:string,
        "PMID:15815422"^^xsd:string,
        "PMID:18593851"^^xsd:string,
        "PMID:18988842"^^xsd:string,
        "PMID:19104313"^^xsd:string,
        "PMID:19369205"^^xsd:string,
        "PMID:19482229"^^xsd:string,
        "PMID:24706799"^^xsd:string,
        "PMID:25209411"^^xsd:string,
        "PMID:32509991"^^xsd:string,
        "PMID:32683141"^^xsd:string,
        "PMID:32979349"^^xsd:string,
        "PMID:33192340"^^xsd:string,
        "Wikipedia:Oxytocin"^^xsd:string ;
    rdfs:label "oxytocin"^^xsd:string ;
    definition: "A cyclic nonapeptide hormone with amino acid sequence CYIQNCPLG that also acts as a neurotransmitter in the brain; the principal uterine-contracting and milk-ejecting hormone of the posterior pituitary. Together with the neuropeptide vasopressin, it is believed to influence social cognition and behaviour."^^xsd:string ;
    rdfs:subClassOf CHEBI:24533,
        CHEBI:25905,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35620 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:36063 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C43H66N12O12S2"^^xsd:string ;
    chebi:inchi "InChI=1S/C43H66N12O12S2/c1-5-22(4)35-42(66)49-26(12-13-32(45)57)38(62)51-29(17-33(46)58)39(63)53-30(20-69-68-19-25(44)36(60)50-28(40(64)54-35)16-23-8-10-24(56)11-9-23)43(67)55-14-6-7-31(55)41(65)52-27(15-21(2)3)37(61)48-18-34(47)59/h8-11,21-22,25-31,35,56H,5-7,12-20,44H2,1-4H3,(H2,45,57)(H2,46,58)(H2,47,59)(H,48,61)(H,49,66)(H,50,60)(H,51,62)(H,52,65)(H,53,63)(H,54,64)/t22-,25-,26-,27-,28-,29-,30-,31-,35-/m0/s1"^^xsd:string ;
    chebi:inchikey "XNOPRXBHLZRZKH-DSZYJQQASA-N"^^xsd:string ;
    chebi:mass "1007.18982"^^xsd:string ;
    chebi:monoisotopicmass "1006.43646"^^xsd:string ;
    chebi:smiles "[H][C@]1(NC(=O)[C@H](Cc2ccc(O)cc2)NC(=O)[C@@H](N)CSSC[C@H](NC(=O)[C@H](CC(N)=O)NC(=O)[C@H](CCC(N)=O)NC1=O)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CC(C)C)C(=O)NCC(N)=O)[C@@H](C)CC"^^xsd:string ;
    oboInOwl:hasExactSynonym "1-({(4R,7S,10S,13S,16S,19R)-19-amino-7-(2-amino-2-oxoethyl)-10-(3-amino-3-oxopropyl)-16-(4-hydroxybenzyl)-13-[(1S)-1-methylpropyl]-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentaazacycloicosan-4-yl}carbonyl)-L-prolyl-L-leucylglycinamide"^^xsd:string,
        "Oxytocin"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3-Isoleucine-8-leucine vasopressin"^^xsd:string,
        "(1-Hemicystine)oxytocin"^^xsd:string,
        "Endopituitrina"^^xsd:string,
        "L-Cysteinyl-L-tyrosyl-L-isoleucyl-L-glutaminyl-L-asparaginyl-L-cysteinyl-L-prolyl-L-leucylglycinamide cyclic(1-6)-disulfide"^^xsd:string,
        "Ocytocin"^^xsd:string,
        "Orasthin"^^xsd:string,
        "OT"^^xsd:string,
        "oxitocina"^^xsd:string,
        "OXT"^^xsd:string,
        "oxytocin"^^xsd:string,
        "oxytocine"^^xsd:string,
        "oxytocinum"^^xsd:string,
        "Pitocin"^^xsd:string,
        "Piton S"^^xsd:string,
        "Syntocinon"^^xsd:string ;
    oboInOwl:id "CHEBI:7872"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:7896 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:3589907"^^xsd:string,
        "CAS:143-20-4"^^xsd:string,
        "Gmelin:344266"^^xsd:string,
        "HMDB:HMDB0000220"^^xsd:string,
        "MetaCyc:PALMITATE"^^xsd:string,
        "Reaxys:3589907"^^xsd:string ;
    rdfs:label "hexadecanoate"^^xsd:string ;
    definition: "A long-chain fatty acid anion that is the conjugate base of hexadecanoic acid (palmitic acid); major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:57560,
        CHEBI:76619,
        CHEBI:78123,
        CHEBI:83955,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:15756 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C16H31O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C16H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16(17)18/h2-15H2,1H3,(H,17,18)/p-1"^^xsd:string ;
    chebi:inchikey "IPCSVZSSVZVIGE-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "255.41610"^^xsd:string ;
    chebi:monoisotopicmass "255.23295"^^xsd:string ;
    chebi:smiles "CCCCCCCCCCCCCCCC([O-])=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:231736"^^xsd:string ;
    oboInOwl:hasExactSynonym "hexadecanoate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-hexyldecanoate"^^xsd:string,
        "1-pentadecanecarboxylate"^^xsd:string,
        "(16:0)"^^xsd:string,
        "CH3-[CH2]14-COO(-)"^^xsd:string,
        "Hexadecanoic acid, ion(1-)"^^xsd:string,
        "n-hexadecanoate"^^xsd:string,
        "n-hexadecoate"^^xsd:string,
        "palmitate"^^xsd:string,
        "pentadecanecarboxylate"^^xsd:string ;
    oboInOwl:id "CHEBI:7896"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:7915 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:5361474"^^xsd:string,
        "CAS:102625-70-7"^^xsd:string,
        "Drug_Central:2054"^^xsd:string,
        "DrugBank:DB00213"^^xsd:string,
        "HMDB:HMDB0005017"^^xsd:string,
        "KEGG:C11806"^^xsd:string,
        "KEGG:D05353"^^xsd:string,
        "LINCS:LSM-1390"^^xsd:string,
        "Patent:EP166287"^^xsd:string,
        "Patent:US4758579"^^xsd:string,
        "PMID:11110229"^^xsd:string,
        "PMID:11240974"^^xsd:string,
        "Reaxys:5361474"^^xsd:string,
        "VSDB:2958"^^xsd:string,
        "Wikipedia:Pantoprazole"^^xsd:string ;
    rdfs:label "pantoprazole"^^xsd:string ;
    definition: "A member of the class of  benzimidazoles that is 1H-benzimidazole substituted by a difluoromethoxy group at position 5 and a [(3,4-dimethoxypyridin-2-yl)methyl]sulfinyl group at position 2."^^xsd:string ;
    rdfs:subClassOf CHEBI:22063,
        CHEBI:22715,
        CHEBI:26421,
        CHEBI:35618,
        CHEBI:37143,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:50358 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35703 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:49200 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:49201 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78298 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C16H15F2N3O4S"^^xsd:string ;
    chebi:inchi "InChI=1S/C16H15F2N3O4S/c1-23-13-5-6-19-12(14(13)24-2)8-26(22)16-20-10-4-3-9(25-15(17)18)7-11(10)21-16/h3-7,15H,8H2,1-2H3,(H,20,21)"^^xsd:string ;
    chebi:inchikey "IQPSEEYGBUAQFF-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "383.37093"^^xsd:string ;
    chebi:monoisotopicmass "383.07513"^^xsd:string ;
    chebi:smiles "COc1ccnc(CS(=O)c2nc3cc(OC(F)F)ccc3[nH]2)c1OC"^^xsd:string ;
    oboInOwl:hasExactSynonym "5-(difluoromethoxy)-2-{[(3,4-dimethoxypyridin-2-yl)methyl]sulfinyl}-1H-benzimidazole"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "pantoprazol"^^xsd:string,
        "pantoprazole"^^xsd:string,
        "pantoprazolum"^^xsd:string ;
    oboInOwl:id "CHEBI:7915"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:7922 a owl:Class ;
    oboInOwl:hasDbXref "CAS:53-33-8"^^xsd:string,
        "HMDB:HMDB0015462"^^xsd:string,
        "KEGG:C07413"^^xsd:string,
        "KEGG:D07464"^^xsd:string ;
    rdfs:label "Paramethasone"^^xsd:string ;
    rdfs:subClassOf CHEBI:50830 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C22H29FO5"^^xsd:string ;
    chebi:inchi "InChI=1S/C22H29FO5/c1-11-6-14-13-8-16(23)15-7-12(25)4-5-20(15,2)19(13)17(26)9-21(14,3)22(11,28)18(27)10-24/h4-5,7,11,13-14,16-17,19,24,26,28H,6,8-10H2,1-3H3/t11-,13+,14+,16+,17+,19-,20+,21+,22+/m1/s1"^^xsd:string ;
    chebi:inchikey "MKPDWECBUAZOHP-AFYJWTTESA-N"^^xsd:string ;
    chebi:mass "392.462"^^xsd:string ;
    chebi:monoisotopicmass "392.19990"^^xsd:string ;
    chebi:smiles "C[C@@H]1C[C@H]2[C@@H]3C[C@H](F)C4=CC(=O)C=C[C@]4(C)[C@H]3[C@@H](O)C[C@]2(C)[C@@]1(O)C(=O)CO"^^xsd:string ;
    oboInOwl:hasExactSynonym "Paramethasone"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:7922"^^xsd:string ;
    oboInOwl:inSubset chebi1:_STAR .

CHEBI:7931 a owl:Class ;
    oboInOwl:hasDbXref "CAS:131918-61-1"^^xsd:string,
        "Drug_Central:2066"^^xsd:string,
        "DrugBank:DB00910"^^xsd:string,
        "KEGG:C08127"^^xsd:string,
        "KEGG:D00930"^^xsd:string,
        "Patent:EP387077"^^xsd:string,
        "Patent:US5587497"^^xsd:string,
        "Wikipedia:Paricalcitol"^^xsd:string ;
    rdfs:label "paricalcitol"^^xsd:string ;
    rdfs:subClassOf CHEBI:36818,
        CHEBI:36853,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:28934 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50827 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C27H44O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C27H44O3/c1-18(8-9-19(2)26(3,4)30)24-12-13-25-21(7-6-14-27(24,25)5)11-10-20-15-22(28)17-23(29)16-20/h8-11,18-19,22-25,28-30H,6-7,12-17H2,1-5H3/b9-8+,21-11+/t18-,19+,22-,23-,24-,25+,27-/m1/s1"^^xsd:string ;
    chebi:inchikey "BPKAHTKRCLCHEA-UBFJEZKGSA-N"^^xsd:string ;
    chebi:mass "416.63646"^^xsd:string ;
    chebi:monoisotopicmass "416.32905"^^xsd:string ;
    chebi:smiles "[H][C@@]1(CC[C@]2([H])[C@]1(C)CCC\\C2=C/C=C1C[C@@H](O)C[C@H](O)C1)[C@H](C)\\C=C\\[C@H](C)C(C)(C)O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(1R,3R,7E)-17beta-[(2R,3E,5S)-6-hydroxy-5,6-dimethylhept-3-en-2-yl]-9,10-secoestra-5,7-diene-1,3-diol"^^xsd:string,
        "Paricalcitol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "19-Nor-1alpha,25-dihydroxyvitamin D2"^^xsd:string,
        "paricalcitol"^^xsd:string,
        "Zemplar"^^xsd:string ;
    oboInOwl:id "CHEBI:7931"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:7934 a owl:Class ;
    oboInOwl:hasDbXref "CAS:7542-37-2"^^xsd:string,
        "Drug_Central:2067"^^xsd:string,
        "DrugBank:DB01421"^^xsd:string,
        "KEGG:C00832"^^xsd:string,
        "KEGG:D07467"^^xsd:string,
        "Patent:US2895876"^^xsd:string,
        "Patent:US2916485"^^xsd:string,
        "PDBeChem:PAR"^^xsd:string,
        "PMID:8036682"^^xsd:string,
        "PMID:18447603"^^xsd:string,
        "PMID:18947845"^^xsd:string,
        "Reaxys:72285"^^xsd:string ;
    rdfs:label "paromomycin"^^xsd:string ;
    definition: "An amino cyclitol glycoside that is the 1-O-(2-amino-2-deoxy-alpha-D-glucopyranoside) and the 3-O-(2,6-diamino-2,6-dideoxy-beta-L-idopyranosyl)-beta-D-ribofuranoside of 4,6-diamino-2,3-dihydroxycyclohexane (the 1R,2R,3S,4R,6S diastereoisomer). It is obtained from various Streptomyces species. A broad-spectrum antibiotic, it is used (generally as the sulfate salt) for the treatment of acute and chronic intestinal protozoal infections, but is not effective for extraintestinal protozoal infections. It is also used as a therapeutic against visceral leishmaniasis."^^xsd:string ;
    rdfs:subClassOf CHEBI:22479,
        CHEBI:22507,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:27955 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35443 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35820 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:36047 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C23H45N5O14"^^xsd:string ;
    chebi:inchi "InChI=1S/C23H45N5O14/c24-2-7-13(32)15(34)10(27)21(37-7)41-19-9(4-30)39-23(17(19)36)42-20-12(31)5(25)1-6(26)18(20)40-22-11(28)16(35)14(33)8(3-29)38-22/h5-23,29-36H,1-4,24-28H2/t5-,6+,7+,8-,9-,10-,11-,12+,13-,14-,15-,16-,17-,18-,19-,20-,21-,22-,23+/m1/s1"^^xsd:string ;
    chebi:inchikey "UOZODPSAJZTQNH-LSWIJEOBSA-N"^^xsd:string ;
    chebi:mass "615.62850"^^xsd:string ;
    chebi:monoisotopicmass "615.29630"^^xsd:string ;
    chebi:smiles "NC[C@@H]1O[C@H](O[C@@H]2[C@@H](CO)O[C@@H](O[C@@H]3[C@@H](O)[C@H](N)C[C@H](N)[C@H]3O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3N)[C@@H]2O)[C@H](N)[C@@H](O)[C@@H]1O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:44703"^^xsd:string ;
    oboInOwl:hasExactSynonym "(1R,2R,3S,4R,6S)-4,6-diamino-2-{[3-O-(2,6-diamino-2,6-dideoxy-beta-L-idopyranosyl)-beta-D-ribofuranosyl]oxy}-3-hydroxycyclohexyl 2-amino-2-deoxy-alpha-D-glucopyranoside"^^xsd:string,
        "PAROMOMYCIN"^^xsd:string,
        "Paromomycin"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(1R,2R,3S,4R,6S)-4,6-diamino-2-{[3-O-(2,6-diamino-2,6-dideoxy-beta-L-idopyranosyl)-beta-D-ribofuranosyl]oxy}-3-hydroxycyclohexyl 2-amino-2-deoxy-alpha-D-glucopyranoside"^^xsd:string,
        "Aminosidin"^^xsd:string,
        "aminosidine"^^xsd:string,
        "Catenulin"^^xsd:string,
        "crestomycin"^^xsd:string,
        "estomycin"^^xsd:string,
        "Hydroxymycin"^^xsd:string,
        "hydroxymycin"^^xsd:string,
        "Monomycin A"^^xsd:string,
        "Neomycin E"^^xsd:string,
        "neomycin E"^^xsd:string,
        "paromomicina"^^xsd:string,
        "paromomycin"^^xsd:string,
        "Paromomycin I"^^xsd:string,
        "paromomycine"^^xsd:string,
        "paromomycinum"^^xsd:string,
        "paucimycin"^^xsd:string,
        "paucimycinum"^^xsd:string,
        "R 400"^^xsd:string,
        "R-400"^^xsd:string,
        "Zygomycin A1"^^xsd:string ;
    oboInOwl:id "CHEBI:7934"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:7936 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:7467879"^^xsd:string,
        "CAS:61869-08-7"^^xsd:string,
        "Drug_Central:2068"^^xsd:string,
        "DrugBank:DB00715"^^xsd:string,
        "KEGG:C07415"^^xsd:string,
        "KEGG:D02362"^^xsd:string,
        "LINCS:LSM-2843"^^xsd:string,
        "PMID:11009210"^^xsd:string,
        "PMID:11169163"^^xsd:string,
        "PMID:11271409"^^xsd:string,
        "PMID:11281965"^^xsd:string,
        "PMID:11324355"^^xsd:string,
        "PMID:11360029"^^xsd:string,
        "PMID:11513198"^^xsd:string,
        "PMID:11563413"^^xsd:string,
        "PMID:11565622"^^xsd:string,
        "PMID:11819027"^^xsd:string,
        "PMID:11893234"^^xsd:string,
        "PMID:11910269"^^xsd:string,
        "PMID:12027788"^^xsd:string,
        "PMID:12088162"^^xsd:string,
        "PMID:12369443"^^xsd:string,
        "PMID:12421645"^^xsd:string,
        "PMID:12818234"^^xsd:string,
        "PMID:12820211"^^xsd:string,
        "PMID:12906023"^^xsd:string,
        "PMID:12920419"^^xsd:string,
        "PMID:14516531"^^xsd:string,
        "PMID:14521492"^^xsd:string,
        "PMID:14566196"^^xsd:string,
        "PMID:14566200"^^xsd:string,
        "PMID:14619895"^^xsd:string,
        "PMID:14624192"^^xsd:string,
        "PMID:14673053"^^xsd:string,
        "PMID:14689334"^^xsd:string,
        "PMID:14978354"^^xsd:string,
        "PMID:15048901"^^xsd:string,
        "PMID:15199661"^^xsd:string,
        "PMID:15241233"^^xsd:string,
        "PMID:15264994"^^xsd:string,
        "PMID:15374134"^^xsd:string,
        "PMID:15376524"^^xsd:string,
        "PMID:15544025"^^xsd:string,
        "PMID:15613191"^^xsd:string,
        "PMID:15845695"^^xsd:string,
        "PMID:15853570"^^xsd:string,
        "PMID:15903129"^^xsd:string,
        "PMID:15963219"^^xsd:string,
        "PMID:15992089"^^xsd:string,
        "PMID:16395417"^^xsd:string,
        "PMID:16397315"^^xsd:string,
        "PMID:16426087"^^xsd:string,
        "PMID:16765127"^^xsd:string,
        "PMID:16822276"^^xsd:string,
        "PMID:16913391"^^xsd:string,
        "PMID:17122538"^^xsd:string,
        "PMID:17162096"^^xsd:string,
        "PMID:17219219"^^xsd:string,
        "PMID:17286545"^^xsd:string,
        "PMID:17452166"^^xsd:string,
        "PMID:17559097"^^xsd:string,
        "PMID:17612590"^^xsd:string,
        "PMID:17652957"^^xsd:string,
        "PMID:17874333"^^xsd:string,
        "PMID:18273418"^^xsd:string,
        "PMID:18345955"^^xsd:string,
        "PMID:18808757"^^xsd:string,
        "PMID:18983224"^^xsd:string,
        "PMID:19687003"^^xsd:string,
        "PMID:19851065"^^xsd:string,
        "PMID:21404089"^^xsd:string,
        "PMID:21452176"^^xsd:string,
        "PMID:21739267"^^xsd:string,
        "PMID:21908494"^^xsd:string,
        "PMID:21909633"^^xsd:string,
        "PMID:21922171"^^xsd:string,
        "PMID:21939725"^^xsd:string,
        "PMID:22153922"^^xsd:string,
        "PMID:22198456"^^xsd:string,
        "PMID:22212003"^^xsd:string,
        "PMID:22240860"^^xsd:string,
        "PMID:22263916"^^xsd:string,
        "PMID:22283559"^^xsd:string,
        "PMID:22353759"^^xsd:string,
        "PMID:22377745"^^xsd:string,
        "Reaxys:7467879"^^xsd:string,
        "Wikipedia:Paroxetine"^^xsd:string ;
    rdfs:label "paroxetine"^^xsd:string ;
    definition: "A benzodioxole that consists of piperidine bearing 1,3-benzodioxol-5-yloxy)methyl and 4-fluorophenyl substituents at positions 3 and 4 respectively; the (3S,4R)-diastereomer. Highly potent and selective 5-HT uptake inhibitor that binds with high affinity to the serotonin transporter (Ki = 0.05 nM). Ki values are 1.1, 350 and 1100 nM for inhibition of [3H]-5-HT, [3H]-l-NA and [3H]-DA uptake respectively. Displays minimal affinity for alpha1-, alpha2- or beta-adrenoceptors, 5-HT2A, 5-HT1A, D2 or H1 receptors at concentrations below 1000 nM, however displays weak affinity for muscarinic ACh receptors (Ki = 42 nM). Antidepressant and anxiolytic in vivo."^^xsd:string ;
    rdfs:subClassOf CHEBI:26151,
        CHEBI:35618,
        CHEBI:37143,
        CHEBI:38298,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:5115 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:64197 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35469 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35474 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50183 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50908 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50949 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C19H20FNO3"^^xsd:string ;
    chebi:inchi "InChI=1S/C19H20FNO3/c20-15-3-1-13(2-4-15)17-7-8-21-10-14(17)11-22-16-5-6-18-19(9-16)24-12-23-18/h1-6,9,14,17,21H,7-8,10-12H2/t14-,17-/m0/s1"^^xsd:string ;
    chebi:inchikey "AHOUBRCZNHFOSL-YOEHRIQHSA-N"^^xsd:string ;
    chebi:mass "329.36540"^^xsd:string ;
    chebi:monoisotopicmass "329.14272"^^xsd:string ;
    chebi:smiles "[H][C@]1(CCNC[C@H]1COc1ccc2OCOc2c1)c1ccc(F)cc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "(3S,4R)-3-[(1,3-benzodioxol-5-yloxy)methyl]-4-(4-fluorophenyl)piperidine"^^xsd:string,
        "Paroxetine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(3S-trans)-3-((1,3-benzodioxol-5-yloxy)methyl)-4-(4-fluorophenyl)piperidine"^^xsd:string,
        "(-)-(3S,4R)-4-(p-fluorophenyl)-3-((3,4-(methylenedioxy)phenoxy)methyl)piperidine"^^xsd:string,
        "paroxetina"^^xsd:string,
        "paroxetinum"^^xsd:string ;
    oboInOwl:id "CHEBI:7936"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:7982 a owl:Class ;
    oboInOwl:hasDbXref "CAS:359-83-1"^^xsd:string,
        "Drug_Central:3424"^^xsd:string,
        "HMDB:HMDB0014790"^^xsd:string,
        "KEGG:C07421"^^xsd:string,
        "KEGG:D00498"^^xsd:string ;
    rdfs:label "pentazocine"^^xsd:string ;
    rdfs:subClassOf CHEBI:39307 ;
    chebi:formula "C19H27NO"^^xsd:string ;
    chebi:inchi "InChI=1S/C19H27NO/c1-13(2)7-9-20-10-8-19(4)14(3)18(20)11-15-5-6-16(21)12-17(15)19/h5-7,12,14,18,21H,8-11H2,1-4H3/t14-,18+,19+/m0/s1"^^xsd:string ;
    chebi:inchikey "VOKSWYLNZZRQPF-GDIGMMSISA-N"^^xsd:string ;
    chebi:smiles "C[C@H]1[C@H]2Cc3ccc(O)cc3[C@]1(C)CCN2CC=C(C)C"^^xsd:string ;
    oboInOwl:hasExactSynonym "Pentazocine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "cis-(+/-)-Pentazocine"^^xsd:string,
        "dl-Pentazocine"^^xsd:string,
        "pentazocin"^^xsd:string,
        "pentazocine HCl"^^xsd:string,
        "pentazocine hydrochloride"^^xsd:string,
        "pentazocine lactate"^^xsd:string ;
    oboInOwl:id "CHEBI:7982"^^xsd:string ;
    oboInOwl:inSubset chebi1:_STAR .

CHEBI:7983 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:87067"^^xsd:string,
        "CAS:76-74-4"^^xsd:string,
        "Drug_Central:2095"^^xsd:string,
        "DrugBank:DB00312"^^xsd:string,
        "Gmelin:281792"^^xsd:string,
        "HMDB:HMDB0014457"^^xsd:string,
        "KEGG:C07422"^^xsd:string,
        "KEGG:D00499"^^xsd:string,
        "LINCS:LSM-1566"^^xsd:string,
        "PMID:1977910"^^xsd:string,
        "PMID:2215478"^^xsd:string,
        "PMID:2579237"^^xsd:string,
        "PMID:3599019"^^xsd:string,
        "PMID:3654008"^^xsd:string,
        "PMID:6864729"^^xsd:string,
        "PMID:7154009"^^xsd:string,
        "PMID:9016329"^^xsd:string,
        "PMID:9412440"^^xsd:string,
        "PMID:9599235"^^xsd:string,
        "PMID:15324906"^^xsd:string,
        "PMID:15801854"^^xsd:string,
        "PMID:15857133"^^xsd:string,
        "PMID:16720246"^^xsd:string,
        "PMID:19879734"^^xsd:string,
        "PMID:23246494"^^xsd:string,
        "PMID:23345614"^^xsd:string,
        "PMID:23526799"^^xsd:string,
        "PMID:23663566"^^xsd:string,
        "Reaxys:87067"^^xsd:string,
        "VSDB:3000"^^xsd:string,
        "Wikipedia:Pentobarbital"^^xsd:string ;
    rdfs:label "pentobarbital"^^xsd:string ;
    definition: "A member of the class of barbiturates, the structure of which is that of barbituric acid substituted at C-5 by ethyl and sec-pentyl groups."^^xsd:string ;
    rdfs:subClassOf CHEBI:22693,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:91016 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C11H18N2O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C11H18N2O3/c1-4-6-7(3)11(5-2)8(14)12-10(16)13-9(11)15/h7H,4-6H2,1-3H3,(H2,12,13,14,15,16)"^^xsd:string ;
    chebi:inchikey "WEXRUCMBJFQVBZ-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "226.27230"^^xsd:string ;
    chebi:monoisotopicmass "226.13174"^^xsd:string ;
    chebi:smiles "CCCC(C)C1(CC)C(=O)NC(=O)NC1=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:102327"^^xsd:string ;
    oboInOwl:hasExactSynonym "5-ethyl-5-(pentan-2-yl)pyrimidine-2,4,6(1H,3H,5H)-trione"^^xsd:string,
        "Pentobarbital"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "5-Ethyl-5-(1-methyl-butyl)-pyrimidine-2,4,6-trione"^^xsd:string,
        "5-Ethyl-5-(1-methylbutyl)-2,4,6(1H,3H,5H)-pyrimidinetrione"^^xsd:string,
        "5-ethyl-5-(1-methylbutyl)barbituric acid"^^xsd:string,
        "5-ethyl-5-(sec-pentyl)barbituric acid"^^xsd:string,
        "Nembutal"^^xsd:string,
        "Pentobarbitone"^^xsd:string ;
    oboInOwl:id "CHEBI:7983"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:8024 a owl:Class ;
    oboInOwl:hasDbXref "CAS:82834-16-0"^^xsd:string,
        "Drug_Central:2108"^^xsd:string,
        "DrugBank:DB00790"^^xsd:string,
        "HMDB:HMDB0014928"^^xsd:string,
        "KEGG:C07706"^^xsd:string,
        "KEGG:D03753"^^xsd:string,
        "LINCS:LSM-4080"^^xsd:string,
        "PMID:24291100"^^xsd:string,
        "PMID:24324048"^^xsd:string,
        "PMID:24357222"^^xsd:string,
        "PMID:24511479"^^xsd:string,
        "PMID:24515310"^^xsd:string,
        "PMID:24554346"^^xsd:string,
        "PMID:24590580"^^xsd:string,
        "PMID:24602481"^^xsd:string,
        "PMID:24664905"^^xsd:string,
        "Reaxys:4300272"^^xsd:string,
        "Wikipedia:Perindopril"^^xsd:string ;
    rdfs:label "perindopril"^^xsd:string ;
    definition: "An alpha-amino acid ester that is the ethyl ester of N-{(2S)-1-[(2S,3aS,7aS)-2-carboxyoctahydro-1H-indol-1-yl]-1-oxopropan-2-yl}-L-norvaline"^^xsd:string ;
    rdfs:subClassOf CHEBI:23990,
        CHEBI:27171,
        CHEBI:36244,
        CHEBI:46874,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:78000 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35457 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C19H32N2O5"^^xsd:string ;
    chebi:inchi "InChI=1S/C19H32N2O5/c1-4-8-14(19(25)26-5-2)20-12(3)17(22)21-15-10-7-6-9-13(15)11-16(21)18(23)24/h12-16,20H,4-11H2,1-3H3,(H,23,24)/t12-,13-,14-,15-,16-/m0/s1"^^xsd:string ;
    chebi:inchikey "IPVQLZZIHOAWMC-QXKUPLGCSA-N"^^xsd:string ;
    chebi:mass "368.46786"^^xsd:string ;
    chebi:monoisotopicmass "368.23112"^^xsd:string ;
    chebi:smiles "[H][C@@]12CCCC[C@]1([H])N([C@@H](C2)C(O)=O)C(=O)[C@H](C)N[C@@H](CCC)C(=O)OCC"^^xsd:string ;
    oboInOwl:hasExactSynonym "ethyl N-{(2S)-1-[(2S,3aS,7aS)-2-carboxyoctahydro-1H-indol-1-yl]-1-oxopropan-2-yl}-L-norvalinate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2S,3aS,7aS)-1-[(2S)-2-{[(2S)-1-ethoxy-1-oxopentan-2-yl]amino}propanoyl]octahydro-1H-indole-2-carboxylic acid"^^xsd:string,
        "perindopril"^^xsd:string,
        "perindoprilum"^^xsd:string ;
    oboInOwl:id "CHEBI:8024"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:8028 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:54730"^^xsd:string,
        "CAS:58-39-9"^^xsd:string,
        "Drug_Central:2113"^^xsd:string,
        "DrugBank:DB00850"^^xsd:string,
        "HMDB:HMDB0014988"^^xsd:string,
        "KEGG:C07427"^^xsd:string,
        "KEGG:D00503"^^xsd:string,
        "LINCS:LSM-2224"^^xsd:string,
        "Patent:US2766235"^^xsd:string,
        "Patent:US2860138"^^xsd:string,
        "PMID:1650428"^^xsd:string,
        "PMID:14401911"^^xsd:string,
        "PMID:15674907"^^xsd:string,
        "PMID:26660173"^^xsd:string,
        "PMID:27150024"^^xsd:string,
        "Reaxys:54730"^^xsd:string,
        "Wikipedia:Perphenazine"^^xsd:string ;
    rdfs:label "perphenazine"^^xsd:string ;
    definition: "A phenothiazine derivative in which the phenothiazine tricycle carries a chloro substituent at the 2-position and a 3-[4-(2-hydroxyethyl)piperazin-1-yl]propyl group at N-10."^^xsd:string ;
    rdfs:subClassOf CHEBI:36683,
        CHEBI:38093,
        CHEBI:46851,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:37931 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37930 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48561 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50919 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C21H26ClN3OS"^^xsd:string ;
    chebi:inchi "InChI=1S/C21H26ClN3OS/c22-17-6-7-21-19(16-17)25(18-4-1-2-5-20(18)27-21)9-3-8-23-10-12-24(13-11-23)14-15-26/h1-2,4-7,16,26H,3,8-15H2"^^xsd:string ;
    chebi:inchikey "RGCVKNLCSQQDEP-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "403.96946"^^xsd:string ;
    chebi:monoisotopicmass "403.14851"^^xsd:string ;
    chebi:smiles "OCCN1CCN(CCCN2c3ccccc3Sc3ccc(Cl)cc23)CC1"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-{4-[3-(2-chloro-10H-phenothiazin-10-yl)propyl]piperazin-1-yl}ethanol"^^xsd:string,
        "Perphenazine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-(4-[3-(2-chloro-10H-phenothiazin-10-yl)propyl]-1-piperazinyl)ethanol"^^xsd:string,
        "2-chloro-10-(3-(4-(2-hydroxyethyl)piperazin-1-yl)propyl)phenothiazine"^^xsd:string,
        "4-[3-(2-chloro-10H-phenothiazin-10-yl)propyl]-1-piperazineethanol"^^xsd:string,
        "4-[3-(2-chlorophenothiazin-10-yl)propyl]-1-piperazineethanol"^^xsd:string,
        "Chlorpiprazine"^^xsd:string,
        "gamma-(4-(beta-hydroxyethyl)piperazin-1-yl)propyl-2-chlorophenothiazine"^^xsd:string,
        "perfenazina"^^xsd:string,
        "Perfenazine"^^xsd:string,
        "Perphenazin"^^xsd:string,
        "perphenazine"^^xsd:string,
        "perphenazinum"^^xsd:string,
        "Trilafon"^^xsd:string ;
    oboInOwl:id "CHEBI:8028"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:8040 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:4347460"^^xsd:string,
        "CAS:17466-45-4"^^xsd:string,
        "KEGG:C08439"^^xsd:string,
        "KNApSAcK:C00001519"^^xsd:string ;
    rdfs:label "phalloidin"^^xsd:string ;
    definition: "A homodetic bicyclic heptapeptide having a sulfide bridge."^^xsd:string ;
    rdfs:subClassOf CHEBI:24613 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C35H48N8O11S"^^xsd:string ;
    chebi:inchi "InChI=1S/C35H48N8O11S/c1-15-27(47)38-22-10-20-19-7-5-6-8-21(19)41-33(20)55-13-24(34(53)43-12-18(46)9-25(43)31(51)37-15)40-32(52)26(17(3)45)42-28(48)16(2)36-30(50)23(39-29(22)49)11-35(4,54)14-44/h5-8,15-18,22-26,41,44-46,54H,9-14H2,1-4H3,(H,36,50)(H,37,51)(H,38,47)(H,39,49)(H,40,52)(H,42,48)/t15-,16-,17-,18-,22-,23-,24-,25-,26+,35+/m0/s1"^^xsd:string ;
    chebi:inchikey "KPKZJLCSROULON-QKGLWVMZSA-N"^^xsd:string ;
    chebi:mass "788.86894"^^xsd:string ;
    chebi:monoisotopicmass "788.31633"^^xsd:string ;
    chebi:smiles "[H][C@]12CSc3[nH]c4ccccc4c3C[C@]([H])(NC(=O)[C@H](C)NC(=O)[C@]3([H])C[C@H](O)CN3C1=O)C(=O)N[C@@H](C[C@@](C)(O)CO)C(=O)N[C@@H](C)C(=O)N[C@]([H])([C@H](C)O)C(=O)N2"^^xsd:string ;
    oboInOwl:hasExactSynonym "(1S,14R,18S,20S,23S,28S,31S,34R)-28-[(2R)-2,3-dihydroxy-2-methylpropyl]-18-hydroxy-34-[(1S)-1-hydroxyethyl]-23,31-dimethyl-12-thia-10,16,22,25,27,30,33,36-octaazapentacyclo[12.11.11.0(3,11).0(4,9).0(16,20)]hexatriaconta-3(11),4,6,8-tetraene-15,21,24,26,29,32,35-heptone"^^xsd:string,
        "Phalloidin"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "cyclic(L-alanyl-D-threonyl-L-cysteinyl-cis-4-hydroxy-L-prolyl-L-alanyl-2-mercapto-L-tryptophyl-4,5-dihydroxy-L-leucyl), cyclic (3,6)-sulfide"^^xsd:string,
        "Phalloidine"^^xsd:string ;
    oboInOwl:id "CHEBI:8040"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:8069 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:233363"^^xsd:string,
        "CAS:50-06-6"^^xsd:string,
        "Drug_Central:2134"^^xsd:string,
        "DrugBank:DB01174"^^xsd:string,
        "Gmelin:336231"^^xsd:string,
        "HMDB:HMDB0015305"^^xsd:string,
        "KEGG:C07434"^^xsd:string,
        "KEGG:D00506"^^xsd:string,
        "Patent:US1025872"^^xsd:string,
        "PMID:1495012"^^xsd:string,
        "PMID:1681105"^^xsd:string,
        "PMID:1875341"^^xsd:string,
        "PMID:1992141"^^xsd:string,
        "PMID:2061925"^^xsd:string,
        "PMID:2170646"^^xsd:string,
        "PMID:2296016"^^xsd:string,
        "PMID:2308141"^^xsd:string,
        "PMID:2308142"^^xsd:string,
        "PMID:2579237"^^xsd:string,
        "PMID:2724304"^^xsd:string,
        "PMID:3016269"^^xsd:string,
        "PMID:3336019"^^xsd:string,
        "PMID:3572984"^^xsd:string,
        "PMID:3599019"^^xsd:string,
        "PMID:3654008"^^xsd:string,
        "PMID:3735320"^^xsd:string,
        "PMID:3783589"^^xsd:string,
        "PMID:3783590"^^xsd:string,
        "PMID:3820228"^^xsd:string,
        "PMID:3950916"^^xsd:string,
        "PMID:3950919"^^xsd:string,
        "PMID:4032429"^^xsd:string,
        "PMID:6716399"^^xsd:string,
        "PMID:6737420"^^xsd:string,
        "PMID:6864729"^^xsd:string,
        "PMID:7205879"^^xsd:string,
        "PMID:7381857"^^xsd:string,
        "PMID:7562939"^^xsd:string,
        "PMID:7799408"^^xsd:string,
        "PMID:8035421"^^xsd:string,
        "PMID:8230125"^^xsd:string,
        "PMID:8246220"^^xsd:string,
        "PMID:8627613"^^xsd:string,
        "PMID:8691481"^^xsd:string,
        "PMID:9016327"^^xsd:string,
        "PMID:9544213"^^xsd:string,
        "PMID:10866370"^^xsd:string,
        "PMID:10891117"^^xsd:string,
        "PMID:11311072"^^xsd:string,
        "PMID:12361404"^^xsd:string,
        "PMID:12873507"^^xsd:string,
        "PMID:15324906"^^xsd:string,
        "PMID:15857133"^^xsd:string,
        "PMID:16139502"^^xsd:string,
        "PMID:16190747"^^xsd:string,
        "PMID:16789751"^^xsd:string,
        "PMID:16793262"^^xsd:string,
        "PMID:17300161"^^xsd:string,
        "PMID:17481896"^^xsd:string,
        "PMID:17827020"^^xsd:string,
        "PMID:17870541"^^xsd:string,
        "Reaxys:233363"^^xsd:string,
        "Wikipedia:Phenobarbital"^^xsd:string ;
    rdfs:label "phenobarbital"^^xsd:string ;
    definition: "A member of the class of barbiturates, the structure of which is that of barbituric acid substituted at C-5 by ethyl and phenyl groups."^^xsd:string ;
    rdfs:subClassOf CHEBI:22693,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35623 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35717 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:60798 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:88188 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C12H12N2O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C12H12N2O3/c1-2-12(8-6-4-3-5-7-8)9(15)13-11(17)14-10(12)16/h3-7H,2H2,1H3,(H2,13,14,15,16,17)"^^xsd:string ;
    chebi:inchikey "DDBREPKUVSBGFI-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "232.23530"^^xsd:string ;
    chebi:monoisotopicmass "232.08479"^^xsd:string ;
    chebi:smiles "CCC1(C(=O)NC(=O)NC1=O)c1ccccc1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:102217"^^xsd:string ;
    oboInOwl:hasExactSynonym "5-ethyl-5-phenylpyrimidine-2,4,6(1H,3H,5H)-trione"^^xsd:string,
        "Phenobarbital"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "5-ethyl-5-phenyl-2,4,6(1H,3H,5H)-pyrimidinetrione"^^xsd:string,
        "5-Ethyl-5-phenyl-pyrimidine-2,4,6-trione"^^xsd:string,
        "5-Ethyl-5-phenylbarbituric acid"^^xsd:string,
        "5-ethyl-5-phenylpyrimidine-2,4,6(1H,3H,5H)-trione"^^xsd:string,
        "5-Phenyl-5-ethylbarbituric acid"^^xsd:string,
        "Luminal"^^xsd:string,
        "phenobarbital"^^xsd:string,
        "Phenobarbitol"^^xsd:string,
        "Phenobarbitone"^^xsd:string,
        "Phenobarbituric Acid"^^xsd:string,
        "Phenylaethylbarbitursaeure"^^xsd:string,
        "Phenylethylbarbiturate"^^xsd:string,
        "Phenylethylbarbituric Acid"^^xsd:string,
        "Phenylethylbarbitursaeure"^^xsd:string,
        "PHENYLETHYLMALONYLUREA"^^xsd:string,
        "Phenylethylmalonylurea"^^xsd:string ;
    oboInOwl:id "CHEBI:8069"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:8080 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:0970319"^^xsd:string,
        "CAS:122-09-8"^^xsd:string,
        "Drug_Central:2140"^^xsd:string,
        "DrugBank:DB00191"^^xsd:string,
        "KEGG:C07438"^^xsd:string,
        "KEGG:D05458"^^xsd:string,
        "LINCS:LSM-4174"^^xsd:string,
        "Patent:US2408345"^^xsd:string,
        "Patent:US2590079"^^xsd:string,
        "Wikipedia:Phentermine"^^xsd:string ;
    rdfs:label "phentermine"^^xsd:string ;
    rdfs:subClassOf CHEBI:32877,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:50508 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35337 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35524 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48560 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50507 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C10H15N"^^xsd:string ;
    chebi:inchi "InChI=1S/C10H15N/c1-10(2,11)8-9-6-4-3-5-7-9/h3-7H,8,11H2,1-2H3"^^xsd:string ;
    chebi:inchikey "DHHVAGZRUROJKS-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "149.23284"^^xsd:string ;
    chebi:monoisotopicmass "149.12045"^^xsd:string ;
    chebi:smiles "CC(C)(N)Cc1ccccc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-methyl-1-phenylpropan-2-amine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "alpha,alpha-Dimethylphenethylamine"^^xsd:string,
        "fentermina"^^xsd:string,
        "phentermine"^^xsd:string,
        "phenterminum"^^xsd:string ;
    oboInOwl:id "CHEBI:8080"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:8093 a owl:Class ;
    oboInOwl:hasDbXref "CAS:59-42-7"^^xsd:string,
        "Drug_Central:2146"^^xsd:string,
        "DrugBank:DB00388"^^xsd:string,
        "HMDB:HMDB0002182"^^xsd:string,
        "KEGG:C07441"^^xsd:string,
        "KEGG:D08365"^^xsd:string,
        "LINCS:LSM-15380"^^xsd:string,
        "Patent:US1932347"^^xsd:string,
        "Patent:US1954389"^^xsd:string,
        "PMID:7516005"^^xsd:string,
        "PMID:7879981"^^xsd:string,
        "PMID:8763311"^^xsd:string,
        "PMID:8853328"^^xsd:string,
        "PMID:10100801"^^xsd:string,
        "PMID:11064374"^^xsd:string,
        "PMID:11528305"^^xsd:string,
        "PMID:12172708"^^xsd:string,
        "PMID:15492464"^^xsd:string,
        "PMID:15522277"^^xsd:string,
        "PMID:15686119"^^xsd:string,
        "PMID:19372348"^^xsd:string,
        "PMID:19427353"^^xsd:string,
        "PMID:24588024"^^xsd:string,
        "PMID:25719378"^^xsd:string,
        "PMID:25902390"^^xsd:string,
        "PMID:26143019"^^xsd:string,
        "PMID:26428281"^^xsd:string,
        "PMID:26513673"^^xsd:string,
        "PMID:26597497"^^xsd:string,
        "PMID:26709790"^^xsd:string,
        "PMID:26873547"^^xsd:string,
        "PMID:26928367"^^xsd:string,
        "PMID:26991619"^^xsd:string,
        "PMID:26992790"^^xsd:string,
        "PMID:27020488"^^xsd:string,
        "PMID:27117950"^^xsd:string,
        "PMID:27164015"^^xsd:string,
        "PMID:27249899"^^xsd:string,
        "PMID:27288620"^^xsd:string,
        "PMID:28166217"^^xsd:string,
        "Reaxys:3198815"^^xsd:string,
        "Wikipedia:Phenylephrine"^^xsd:string ;
    rdfs:label "phenylephrine"^^xsd:string ;
    definition: "A member of the class of the class of phenylethanolamines that is (1R)-2-(methylamino)-1-phenylethan-1-ol carrying an additional hydroxy substituent at position 3 on the phenyl ring."^^xsd:string ;
    rdfs:subClassOf CHEBI:25990,
        CHEBI:33853,
        CHEBI:50995,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:132294 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35524 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35569 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38147 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50267 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50513 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50514 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77715 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C9H13NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C9H13NO2/c1-10-6-9(12)7-3-2-4-8(11)5-7/h2-5,9-12H,6H2,1H3/t9-/m0/s1"^^xsd:string ;
    chebi:inchikey "SONNWYBIRXJNDC-VIFPVBQESA-N"^^xsd:string ;
    chebi:mass "167.20500"^^xsd:string ;
    chebi:monoisotopicmass "167.09463"^^xsd:string ;
    chebi:smiles "CNC[C@H](O)c1cccc(O)c1"^^xsd:string ;
    oboInOwl:hasExactSynonym "3-[(1R)-1-hydroxy-2-(methylamino)ethyl]phenol"^^xsd:string,
        "Phenylephrine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(-)-m-hydroxy-alpha-(methylaminomethyl)benzyl alcohol"^^xsd:string,
        "Benzenemethanol, 3-hydroxy-.alpha.-[(methylamino)methyl]-, (R)-"^^xsd:string,
        "Benzenemethanol, 3-hydroxy-alpha-((methylamino)methyl)-, (R)-"^^xsd:string,
        "Benzyl alcohol, m-hydroxy-alpha-((methylamino)methyl)-, (-)-"^^xsd:string,
        "fenilefrina"^^xsd:string,
        "l-(3-Hydroxyphenyl)-N-methylethanolamine"^^xsd:string,
        "phenylephrine"^^xsd:string,
        "phenylephrinum"^^xsd:string,
        "R(-)-Phenylephrine"^^xsd:string ;
    oboInOwl:id "CHEBI:8093"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:8212 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:729089"^^xsd:string,
        "CAS:2062-78-4"^^xsd:string,
        "Drug_Central:2172"^^xsd:string,
        "DrugBank:DB01100"^^xsd:string,
        "HMDB:HMDB0015232"^^xsd:string,
        "KEGG:C07566"^^xsd:string,
        "KEGG:D00560"^^xsd:string,
        "LINCS:LSM-2001"^^xsd:string,
        "Reaxys:729089"^^xsd:string,
        "Wikipedia:Pimozide"^^xsd:string ;
    rdfs:label "pimozide"^^xsd:string ;
    definition: "A member of the class of benzimidazoles that is 1,3-dihydro-2H-benzimidazol-2-one in which one of the nitrogens is substituted by a piperidin-4-yl group, which in turn is substituted on the nitrogen by a 4,4-bis(p-fluorophenyl)butyl group."^^xsd:string ;
    rdfs:subClassOf CHEBI:22715,
        CHEBI:37143,
        CHEBI:48585,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37955 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48279 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48561 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:65190 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:66956 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C28H29F2N3O"^^xsd:string ;
    chebi:inchi "InChI=1S/C28H29F2N3O/c29-22-11-7-20(8-12-22)25(21-9-13-23(30)14-10-21)4-3-17-32-18-15-24(16-19-32)33-27-6-2-1-5-26(27)31-28(33)34/h1-2,5-14,24-25H,3-4,15-19H2,(H,31,34)"^^xsd:string ;
    chebi:inchikey "YVUQSNJEYSNKRX-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "461.54620"^^xsd:string ;
    chebi:monoisotopicmass "461.22787"^^xsd:string ;
    chebi:smiles "Fc1ccc(cc1)C(CCCN1CCC(CC1)n1c2ccccc2[nH]c1=O)c1ccc(F)cc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "1-{1-[4,4-bis(4-fluorophenyl)butyl]piperidin-4-yl}-1,3-dihydro-2H-benzimidazol-2-one"^^xsd:string,
        "Pimozide"^^xsd:string,
        "pimozide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Halomonth"^^xsd:string,
        "Neoperidole"^^xsd:string,
        "Opiran"^^xsd:string,
        "Orap"^^xsd:string,
        "pimozida"^^xsd:string,
        "pimozide"^^xsd:string,
        "pimozidum"^^xsd:string ;
    oboInOwl:id "CHEBI:8212"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:8214 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1536506"^^xsd:string,
        "CAS:13523-86-9"^^xsd:string,
        "Drug_Central:2176"^^xsd:string,
        "DrugBank:DB00960"^^xsd:string,
        "HMDB:HMDB0015095"^^xsd:string,
        "KEGG:C07445"^^xsd:string,
        "KEGG:D00513"^^xsd:string,
        "LINCS:LSM-1953"^^xsd:string,
        "Patent:NL6601040"^^xsd:string,
        "PMID:11022403"^^xsd:string,
        "PMID:11050366"^^xsd:string,
        "PMID:11185947"^^xsd:string,
        "PMID:11379796"^^xsd:string,
        "PMID:23020995"^^xsd:string,
        "Reaxys:1536506"^^xsd:string,
        "Wikipedia:Pindolol"^^xsd:string ;
    rdfs:label "pindolol"^^xsd:string ;
    definition: "A member of the class of indols which is the 2-hydroxy-3-(isopropylamino)propyl ether derivative of 1H-indol-4-ol."^^xsd:string ;
    rdfs:subClassOf CHEBI:24828,
        CHEBI:32863,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35530 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35620 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35674 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:39456 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48279 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C14H20N2O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C14H20N2O2/c1-10(2)16-8-11(17)9-18-14-5-3-4-13-12(14)6-7-15-13/h3-7,10-11,15-17H,8-9H2,1-2H3"^^xsd:string ;
    chebi:inchikey "JZQKKSLKJUAGIC-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "248.32080"^^xsd:string ;
    chebi:monoisotopicmass "248.15248"^^xsd:string ;
    chebi:smiles "CC(C)NCC(O)COc1cccc2[nH]ccc12"^^xsd:string ;
    oboInOwl:hasExactSynonym "1-(1H-indol-4-yloxy)-3-[(propan-2-yl)amino]propan-2-ol"^^xsd:string,
        "Pindolol"^^xsd:string,
        "pindolol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-(1H-indol-4-yloxy)-3-(isopropylamino)propan-2-ol"^^xsd:string,
        "1-(1H-indol-4-yloxy)-3-(propan-2-ylamino)-propan-2-ol"^^xsd:string,
        "1-(1H-indol-4-yloxy)-3-[(1-methylethyl)amino]propan-2-ol"^^xsd:string,
        "4-(2-hydroxy-3-isopropylaminopropoxy)-indole"^^xsd:string,
        "Betapindol"^^xsd:string,
        "Blockin L"^^xsd:string,
        "Blocklin L"^^xsd:string,
        "Blocklin-L"^^xsd:string,
        "Calvisken"^^xsd:string,
        "Cardilate"^^xsd:string,
        "Carvisken"^^xsd:string,
        "Decreten"^^xsd:string,
        "Durapindol"^^xsd:string,
        "Glauco-Visken"^^xsd:string,
        "Pectobloc"^^xsd:string,
        "Pinbetol"^^xsd:string,
        "pindolol"^^xsd:string,
        "pindololum"^^xsd:string,
        "Prinodolol"^^xsd:string,
        "Pynastin"^^xsd:string,
        "Visken"^^xsd:string ;
    oboInOwl:id "CHEBI:8214"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:8228 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:3595485"^^xsd:string,
        "CAS:111025-46-8"^^xsd:string,
        "Chemspider:4663"^^xsd:string,
        "Drug_Central:2179"^^xsd:string,
        "DrugBank:DB01132"^^xsd:string,
        "HMDB:HMDB0015264"^^xsd:string,
        "KEGG:C07675"^^xsd:string,
        "KEGG:D08378"^^xsd:string,
        "LINCS:LSM-1592"^^xsd:string,
        "Patent:EP193256"^^xsd:string,
        "Patent:US4687777"^^xsd:string,
        "PMID:12879407"^^xsd:string,
        "PMID:14522601"^^xsd:string,
        "PMID:17628757"^^xsd:string,
        "PMID:18215232"^^xsd:string,
        "PMID:20797618"^^xsd:string,
        "PMID:27842070"^^xsd:string,
        "PMID:33798599"^^xsd:string,
        "PMID:33864097"^^xsd:string,
        "PMID:33983968"^^xsd:string,
        "PMID:33995271"^^xsd:string,
        "PMID:34006325"^^xsd:string,
        "PMID:34009030"^^xsd:string,
        "Reaxys:3595485"^^xsd:string,
        "Wikipedia:Pioglitazone"^^xsd:string ;
    rdfs:label "pioglitazone"^^xsd:string ;
    definition: "A member of the class of thiazolidenediones that is 1,3-thiazolidine-2,4-dione substituted by a benzyl group at position 5 which in turn is substituted by a 2-(5-ethylpyridin-2-yl)ethoxy group at position 4 of the phenyl ring. It exhibits hypoglycemic activity."^^xsd:string ;
    rdfs:subClassOf CHEBI:26421,
        CHEBI:35618,
        CHEBI:50990,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35469 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35703 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50864 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:71554 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77194 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77307 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:83157 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:173084 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:176497 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C19H20N2O3S"^^xsd:string ;
    chebi:inchi "InChI=1S/C19H20N2O3S/c1-2-13-3-6-15(20-12-13)9-10-24-16-7-4-14(5-8-16)11-17-18(22)21-19(23)25-17/h3-8,12,17H,2,9-11H2,1H3,(H,21,22,23)"^^xsd:string ;
    chebi:inchikey "HYAFETHFCAUJAY-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "356.43978"^^xsd:string ;
    chebi:monoisotopicmass "356.11946"^^xsd:string ;
    chebi:smiles "CCc1ccc(CCOc2ccc(CC3SC(=O)NC3=O)cc2)nc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "5-{4-[2-(5-ethylpyridin-2-yl)ethoxy]benzyl}-1,3-thiazolidine-2,4-dione"^^xsd:string,
        "Pioglitazone"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(+-)-5-((4-(2-(5-ethyl-2-pyridinyl)ethoxy)phenyl)methyl)-2,4-thiazolidinedione"^^xsd:string,
        "pioglitazona"^^xsd:string,
        "pioglitazone"^^xsd:string,
        "pioglitazonum"^^xsd:string ;
    oboInOwl:id "CHEBI:8228"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:8232 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:6081140"^^xsd:string,
        "CAS:61477-96-1"^^xsd:string,
        "Drug_Central:2187"^^xsd:string,
        "DrugBank:DB00319"^^xsd:string,
        "KEGG:C14034"^^xsd:string,
        "KEGG:D08380"^^xsd:string,
        "LINCS:LSM-5924"^^xsd:string,
        "Patent:DE2519400"^^xsd:string,
        "Patent:US4087424"^^xsd:string,
        "PMID:1701026"^^xsd:string,
        "PMID:7486906"^^xsd:string,
        "PMID:17116662"^^xsd:string,
        "PMID:17158942"^^xsd:string,
        "PMID:17851079"^^xsd:string,
        "PMID:25998949"^^xsd:string,
        "PMID:29017833"^^xsd:string,
        "PMID:29148816"^^xsd:string,
        "Reaxys:6081140"^^xsd:string,
        "Wikipedia:Piperacillin"^^xsd:string ;
    rdfs:label "piperacillin"^^xsd:string ;
    definition: "A penicillin in which the substituent at position 6 of the penam ring is a 2-[(4-ethyl-2,3-dioxopiperazin-1-yl)carboxamido]-2-phenylacetamido group."^^xsd:string ;
    rdfs:subClassOf CHEBI:88187,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:52433 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:36047 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C23H27N5O7S"^^xsd:string ;
    chebi:inchi "InChI=1S/C23H27N5O7S/c1-4-26-10-11-27(19(32)18(26)31)22(35)25-13(12-8-6-5-7-9-12)16(29)24-14-17(30)28-15(21(33)34)23(2,3)36-20(14)28/h5-9,13-15,20H,4,10-11H2,1-3H3,(H,24,29)(H,25,35)(H,33,34)/t13-,14-,15+,20-/m1/s1"^^xsd:string ;
    chebi:inchikey "IVBHGBMCVLDMKU-GXNBUGAJSA-N"^^xsd:string ;
    chebi:mass "517.55500"^^xsd:string ;
    chebi:monoisotopicmass "517.16312"^^xsd:string ;
    chebi:smiles "[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@H](NC(=O)N1CCN(CC)C(=O)C1=O)c1ccccc1)C(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:472443"^^xsd:string,
        "CHEBI:475140"^^xsd:string,
        "CHEBI:505944"^^xsd:string ;
    oboInOwl:hasExactSynonym "6beta-{(2R)-2-[(4-ethyl-2,3-dioxopiperazin-1-yl)carboxamido]-2-phenylacetamido}-2,2-dimethylpenam-3alpha-carboxylic acid"^^xsd:string,
        "Piperacillin"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2S,5R,6R)-6-{[(2R)-2-{[(4-ethyl-2,3-dioxopiperazin-1-yl)carbonyl]amino}-2-phenylacetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid"^^xsd:string,
        "piperacillin"^^xsd:string,
        "Piperacillin anhydrous"^^xsd:string ;
    oboInOwl:id "CHEBI:8232"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:8247 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:628987"^^xsd:string,
        "CAS:28797-61-7"^^xsd:string,
        "Drug_Central:2200"^^xsd:string,
        "DrugBank:DB00670"^^xsd:string,
        "KEGG:C07508"^^xsd:string,
        "KEGG:D08389"^^xsd:string,
        "LINCS:LSM-4001"^^xsd:string,
        "Patent:FR1505795"^^xsd:string ;
    rdfs:label "pirenzepine"^^xsd:string ;
    rdfs:subClassOf CHEBI:71329,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48876 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:49201 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:53784 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C19H21N5O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C19H21N5O2/c1-22-9-11-23(12-10-22)13-17(25)24-16-7-3-2-5-14(16)19(26)21-15-6-4-8-20-18(15)24/h2-8H,9-13H2,1H3,(H,21,26)"^^xsd:string ;
    chebi:inchikey "RMHMFHUVIITRHF-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "351.40230"^^xsd:string ;
    chebi:monoisotopicmass "351.16952"^^xsd:string ;
    chebi:smiles "CN1CCN(CC1)CC(=O)N1c2ccccc2C(=O)Nc2cccnc12"^^xsd:string ;
    oboInOwl:hasExactSynonym "11-[(4-methylpiperazin-1-yl)acetyl]-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "11-((4-Methyl-1-piperazinyl)acetyl)-5,11-dihydro-6H-pyrido(2,3-b)(1,4)benzodiazepin-6-one"^^xsd:string,
        "pirenzepina"^^xsd:string,
        "pirenzepine"^^xsd:string,
        "pirenzepinum"^^xsd:string ;
    oboInOwl:id "CHEBI:8247"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:8249 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:627692"^^xsd:string,
        "CAS:36322-90-4"^^xsd:string,
        "Drug_Central:2210"^^xsd:string,
        "DrugBank:DB00554"^^xsd:string,
        "HMDB:HMDB0014694"^^xsd:string,
        "KEGG:C01608"^^xsd:string,
        "KEGG:D00127"^^xsd:string,
        "Patent:DE1943265"^^xsd:string,
        "Patent:US3591584"^^xsd:string,
        "PMID:11142413"^^xsd:string,
        "PMID:12154043"^^xsd:string,
        "PMID:28166217"^^xsd:string,
        "Reaxys:627692"^^xsd:string,
        "Wikipedia:Piroxicam"^^xsd:string ;
    rdfs:label "piroxicam"^^xsd:string ;
    definition: "A monocarboxylic acid amide resulting from the formal condensation of the carboxy group of 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylic acid 1,1-dioxide with the exocyclic nitrogen of 2-aminopyridine. A non-steroidal anti-inflammatory drug of the oxicam class, it is used to relieve pain and works by preventing the production of endogenous prostaglandins involved in the mediation of pain, stiffness, tenderness and swelling."^^xsd:string ;
    rdfs:subClassOf CHEBI:26421,
        CHEBI:29347,
        CHEBI:46899,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35475 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35480 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50630 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C15H13N3O4S"^^xsd:string ;
    chebi:inchi "InChI=1S/C15H13N3O4S/c1-18-13(15(20)17-12-8-4-5-9-16-12)14(19)10-6-2-3-7-11(10)23(18,21)22/h2-9,19H,1H3,(H,16,17,20)"^^xsd:string ;
    chebi:inchikey "QYSPLQLAKJAUJT-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "331.34600"^^xsd:string ;
    chebi:monoisotopicmass "331.06268"^^xsd:string ;
    chebi:smiles "CN1C(C(=O)Nc2ccccn2)=C(O)c2ccccc2S1(=O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "4-hydroxy-2-methyl-N-pyridin-2-yl-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxide"^^xsd:string,
        "Piroxicam"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "4-Hydroxy-2-methyl-N-(2-pyridyl)-2H-1,2-benzothiazin-3-caboxyamid-1,1-dioxid"^^xsd:string,
        "FELDENE"^^xsd:string,
        "Feldene"^^xsd:string,
        "piroxicam"^^xsd:string,
        "piroxicamum"^^xsd:string,
        "Pyroxycam"^^xsd:string ;
    oboInOwl:id "CHEBI:8249"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:8255 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:5406076"^^xsd:string,
        "CAS:33817-20-8"^^xsd:string,
        "Drug_Central:2218"^^xsd:string,
        "DrugBank:DB01604"^^xsd:string,
        "KEGG:C11750"^^xsd:string,
        "KEGG:D08396"^^xsd:string,
        "LINCS:LSM-6580"^^xsd:string,
        "Patent:CN101612154"^^xsd:string,
        "Patent:US3660575"^^xsd:string,
        "PMID:3465515"^^xsd:string,
        "PMID:10830765"^^xsd:string,
        "PMID:15793098"^^xsd:string,
        "PMID:21144541"^^xsd:string,
        "PMID:29017833"^^xsd:string,
        "Wikipedia:Pivampicillin"^^xsd:string ;
    rdfs:label "pivampicillin"^^xsd:string ;
    definition: "A penicillanic acid ester that is the pivaloyloxymethyl ester of ampicillin. It is a prodrug of ampicillin."^^xsd:string ;
    rdfs:subClassOf CHEBI:51212,
        CHEBI:136685,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:28971 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50266 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C22H29N3O6S"^^xsd:string ;
    chebi:inchi "InChI=1S/C22H29N3O6S/c1-21(2,3)20(29)31-11-30-19(28)15-22(4,5)32-18-14(17(27)25(15)18)24-16(26)13(23)12-9-7-6-8-10-12/h6-10,13-15,18H,11,23H2,1-5H3,(H,24,26)/t13-,14-,15+,18-/m1/s1"^^xsd:string ;
    chebi:inchikey "ZEMIJUDPLILVNQ-ZXFNITATSA-N"^^xsd:string ;
    chebi:mass "463.54828"^^xsd:string ;
    chebi:monoisotopicmass "463.17771"^^xsd:string ;
    chebi:smiles "[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@H](N)c1ccccc1)C(=O)OCOC(=O)C(C)(C)C"^^xsd:string ;
    oboInOwl:hasExactSynonym "[(2,2-dimethylpropanoyl)oxy]methyl 6beta-[(2R)-2-amino-2-phenylacetamido]-2,2-dimethylpenam-3alpha-carboxylate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "ampicillin pivaloyloxymethyl ester"^^xsd:string,
        "pivaloyloxymethyl ampicillinate"^^xsd:string,
        "pivampicilina"^^xsd:string,
        "pivampicillin"^^xsd:string,
        "pivampicilline"^^xsd:string,
        "pivampicillinum"^^xsd:string ;
    oboInOwl:id "CHEBI:8255"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:8354 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1526531"^^xsd:string,
        "CAS:6735-59-7"^^xsd:string,
        "Drug_Central:2231"^^xsd:string,
        "DrugBank:DB00733"^^xsd:string,
        "HMDB:HMDB0014871"^^xsd:string,
        "KEGG:C07400"^^xsd:string,
        "LINCS:LSM-5708"^^xsd:string,
        "PMID:24625936"^^xsd:string,
        "Reaxys:1526531"^^xsd:string,
        "Wikipedia:Pralidoxime"^^xsd:string ;
    rdfs:label "pralidoxime"^^xsd:string ;
    definition: "A pyridinium ion that is 1-methylpyridinium substituted by a (hydroxyimino)methyl group at position 2."^^xsd:string ;
    rdfs:subClassOf CHEBI:50334,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38323 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50241 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:90753 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:136860 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C7H9N2O"^^xsd:string ;
    chebi:inchi "InChI=1S/C7H8N2O/c1-9-5-3-2-4-7(9)6-8-10/h2-6H,1H3/p+1"^^xsd:string ;
    chebi:inchikey "JBKPUQTUERUYQE-UHFFFAOYSA-O"^^xsd:string ;
    chebi:mass "137.15924"^^xsd:string ;
    chebi:monoisotopicmass "137.07094"^^xsd:string ;
    chebi:smiles "C[n+]1ccccc1\\C=N\\O"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-[(E)-(hydroxyimino)methyl]-1-methylpyridinium"^^xsd:string,
        "Pralidoxime"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-PAM"^^xsd:string,
        "pralidoxime"^^xsd:string,
        "Pralidoximum"^^xsd:string ;
    oboInOwl:id "CHEBI:8354"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:8356 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:6479326"^^xsd:string,
        "CAS:104632-26-0"^^xsd:string,
        "Drug_Central:2233"^^xsd:string,
        "DrugBank:DB00413"^^xsd:string,
        "KEGG:D00559"^^xsd:string,
        "KEGG:D05575"^^xsd:string,
        "LINCS:LSM-5243"^^xsd:string,
        "Patent:EP186087"^^xsd:string,
        "Patent:US4886812"^^xsd:string,
        "Wikipedia:Pramipexole"^^xsd:string ;
    rdfs:label "pramipexole"^^xsd:string ;
    definition: "A member of the class of benzothiazoles that is 4,5,6,7-tetrahydro-1,3-benzothiazole in which the hydrogens at the 2 and 6-pro-S-positions are substituted by amino and propylamino groups, respectively."^^xsd:string ;
    rdfs:subClassOf CHEBI:23666,
        CHEBI:37947,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:63218 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48407 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48578 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:51065 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C10H17N3S"^^xsd:string ;
    chebi:inchi "InChI=1S/C10H17N3S/c1-2-5-12-7-3-4-8-9(6-7)14-10(11)13-8/h7,12H,2-6H2,1H3,(H2,11,13)/t7-/m0/s1"^^xsd:string ;
    chebi:inchikey "FASDKYOPVNHBLU-ZETCQYMHSA-N"^^xsd:string ;
    chebi:mass "211.32820"^^xsd:string ;
    chebi:monoisotopicmass "211.11432"^^xsd:string ;
    chebi:smiles "CCCN[C@H]1CCc2nc(N)sc2C1"^^xsd:string ;
    oboInOwl:hasExactSynonym "(6S)-N(6)-propyl-4,5,6,7-tetrahydro-1,3-benzothiazole-2,6-diamine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2,6-Benzothiazolediamine, 4,5,6,7-tetrahydro-N(sup 6)-propyl-, (S)-"^^xsd:string,
        "(-)-Pramipexole"^^xsd:string,
        "pramipexol"^^xsd:string,
        "pramipexole"^^xsd:string,
        "pramipexolum"^^xsd:string ;
    oboInOwl:id "CHEBI:8356"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:8364 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:768345"^^xsd:string,
        "CAS:19216-56-9"^^xsd:string,
        "Drug_Central:4209"^^xsd:string,
        "DrugBank:DB00457"^^xsd:string,
        "HMDB:HMDB0014600"^^xsd:string,
        "KEGG:C07368"^^xsd:string,
        "KEGG:D08411"^^xsd:string,
        "LINCS:LSM-3079"^^xsd:string,
        "Patent:GB1156973"^^xsd:string,
        "Patent:NL7206067"^^xsd:string,
        "Patent:US3511836"^^xsd:string,
        "PMID:20825390"^^xsd:string,
        "Reaxys:768345"^^xsd:string,
        "Wikipedia:Prazosin"^^xsd:string ;
    rdfs:label "prazosin"^^xsd:string ;
    definition: "A member of the class of  piperazines that is piperazine substituted by a furan-2-ylcarbonyl group and a 4-amino-6,7-dimethoxyquinazolin-2-yl group at positions 1 and 4 respectively."^^xsd:string ;
    rdfs:subClassOf CHEBI:24129,
        CHEBI:26144,
        CHEBI:29347,
        CHEBI:35618,
        CHEBI:38530,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35674 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37890 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76779 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C19H21N5O4"^^xsd:string ;
    chebi:inchi "InChI=1S/C19H21N5O4/c1-26-15-10-12-13(11-16(15)27-2)21-19(22-17(12)20)24-7-5-23(6-8-24)18(25)14-4-3-9-28-14/h3-4,9-11H,5-8H2,1-2H3,(H2,20,21,22)"^^xsd:string ;
    chebi:inchikey "IENZQIKPVFGBNW-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "383.40110"^^xsd:string ;
    chebi:monoisotopicmass "383.15935"^^xsd:string ;
    chebi:smiles "COc1cc2nc(nc(N)c2cc1OC)N1CCN(CC1)C(=O)c1ccco1"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-[4-(2-furoyl)piperazin-1-yl]-6,7-dimethoxyquinazolin-4-amine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-(4-Amino-6,7-dimethoxy-2-quinazolinyl)-4-(2-furanylcarbonyl)piperazine"^^xsd:string,
        "2-(4-(2-Furoyl)piperazin-1-yl)-4-amino-6,7-dimethoxyquinazoline"^^xsd:string,
        "prazosin"^^xsd:string,
        "prazosina"^^xsd:string,
        "prazosine"^^xsd:string,
        "prazosinum"^^xsd:string ;
    oboInOwl:id "CHEBI:8364"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:8378 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1354103"^^xsd:string,
        "CAS:50-24-8"^^xsd:string,
        "Drug_Central:2245"^^xsd:string,
        "DrugBank:DB00860"^^xsd:string,
        "HMDB:HMDB0014998"^^xsd:string,
        "KEGG:C07369"^^xsd:string,
        "KEGG:D00472"^^xsd:string,
        "PMID:11294518"^^xsd:string,
        "PMID:23625982"^^xsd:string,
        "PMID:24392764"^^xsd:string,
        "Reaxys:1354103"^^xsd:string,
        "VSDB:1848"^^xsd:string,
        "Wikipedia:Prednisolone"^^xsd:string ;
    rdfs:label "prednisolone"^^xsd:string ;
    definition: "A glucocorticoid that is prednisone in which the oxo group at position 11 has been reduced to the corresponding beta-hydroxy group. It is a drug metabolite of prednisone."^^xsd:string ;
    rdfs:subClassOf CHEBI:24261,
        CHEBI:35342,
        CHEBI:35344,
        CHEBI:35346,
        CHEBI:36885,
        CHEBI:61313,
        CHEBI:77166,
        CHEBI:139590,
        CHEBI:139592,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:34073 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35472 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35610 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35703 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35705 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37962 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:49103 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78298 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C21H28O5"^^xsd:string ;
    chebi:inchi "InChI=1S/C21H28O5/c1-19-7-5-13(23)9-12(19)3-4-14-15-6-8-21(26,17(25)11-22)20(15,2)10-16(24)18(14)19/h5,7,9,14-16,18,22,24,26H,3-4,6,8,10-11H2,1-2H3/t14-,15-,16-,18+,19-,20-,21-/m0/s1"^^xsd:string ;
    chebi:inchikey "OIGNJSKKLXVSLS-VWUMJDOOSA-N"^^xsd:string ;
    chebi:mass "360.44400"^^xsd:string ;
    chebi:monoisotopicmass "360.19367"^^xsd:string ;
    chebi:smiles "[H][C@@]12CCC3=CC(=O)C=C[C@]3(C)[C@@]1([H])[C@@H](O)C[C@@]1(C)[C@@]2([H])CC[C@]1(O)C(=O)CO"^^xsd:string ;
    oboInOwl:hasExactSynonym "11beta,17,21-trihydroxypregna-1,4-diene-3,20-dione"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1,4-pregnadiene-3,20-dione-11beta,17alpha,21-triol"^^xsd:string,
        "1,4-pregnadiene-11beta,17alpha,21-triol-3,20-dione"^^xsd:string,
        "3,20-dioxo-11beta,17alpha,21-trihydroxy-1,4-pregnadiene"^^xsd:string,
        "(11beta)-11,17,21-trihydroxypregna-1,4-diene-3,20-dione"^^xsd:string,
        "Delta(1)-dehydrocortisol"^^xsd:string,
        "Delta(1)-dehydrohydrocortisone"^^xsd:string,
        "Delta(1)-hydrocortisone"^^xsd:string,
        "hydroretrocortine"^^xsd:string,
        "metacortandralone"^^xsd:string,
        "prednisolona"^^xsd:string,
        "prednisolone"^^xsd:string,
        "prednisolonum"^^xsd:string ;
    oboInOwl:id "CHEBI:8378"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:8382 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:2065301"^^xsd:string,
        "CAS:53-03-2"^^xsd:string,
        "Drug_Central:2253"^^xsd:string,
        "DrugBank:DB00635"^^xsd:string,
        "KEGG:C07370"^^xsd:string,
        "Patent:US2579479"^^xsd:string,
        "Patent:US2837464"^^xsd:string,
        "Patent:US2897216"^^xsd:string,
        "Patent:US3134718"^^xsd:string,
        "PMID:10438974"^^xsd:string,
        "PMID:15859934"^^xsd:string,
        "PMID:18971570"^^xsd:string,
        "PMID:23093541"^^xsd:string,
        "PMID:23395281"^^xsd:string,
        "Reaxys:2065301"^^xsd:string,
        "Wikipedia:Prednisone"^^xsd:string ;
    rdfs:label "prednisone"^^xsd:string ;
    definition: "A synthetic glucocorticoid drug that is particularly effective as an immunosuppressant, and affects virtually all of the immune system. Prednisone is a prodrug that is converted by the liver into prednisolone (a beta-hydroxy group instead of the oxo group at position 11), which is the active drug and also a steroid."^^xsd:string ;
    rdfs:subClassOf CHEBI:24261,
        CHEBI:35342,
        CHEBI:35344,
        CHEBI:36885,
        CHEBI:47787,
        CHEBI:61313,
        CHEBI:77166,
        CHEBI:139590,
        CHEBI:139592,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35472 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35610 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35705 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37962 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50266 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C21H26O5"^^xsd:string ;
    chebi:inchi "InChI=1S/C21H26O5/c1-19-7-5-13(23)9-12(19)3-4-14-15-6-8-21(26,17(25)11-22)20(15,2)10-16(24)18(14)19/h5,7,9,14-15,18,22,26H,3-4,6,8,10-11H2,1-2H3/t14-,15-,18+,19-,20-,21-/m0/s1"^^xsd:string ;
    chebi:inchikey "XOFYZVNMUHMLCC-ZPOLXVRWSA-N"^^xsd:string ;
    chebi:mass "358.42810"^^xsd:string ;
    chebi:monoisotopicmass "358.17802"^^xsd:string ;
    chebi:smiles "[H][C@@]12CCC3=CC(=O)C=C[C@]3(C)[C@@]1([H])C(=O)C[C@@]1(C)[C@@]2([H])CC[C@]1(O)C(=O)CO"^^xsd:string ;
    oboInOwl:hasExactSynonym "17,21-dihydroxypregna-1,4-diene-3,11,20-trione"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1,2-Dehydrocortisone"^^xsd:string,
        "1,4-Pregnadiene-17alpha,21-diol-3,11,20-trione"^^xsd:string,
        "17,21-Dihydroxypregna-1,4-diene-3,11,20-trione"^^xsd:string,
        "Dehydrocortisone"^^xsd:string,
        "prednison"^^xsd:string,
        "prednisona"^^xsd:string,
        "prednisone"^^xsd:string,
        "prednisonum"^^xsd:string ;
    oboInOwl:id "CHEBI:8382"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:8386 a owl:Class ;
    oboInOwl:hasDbXref "LIPID_MAPS_instance:LMST02030000"^^xsd:string,
        "Wikipedia:Pregnane"^^xsd:string ;
    rdfs:label "pregnane"^^xsd:string ;
    rdfs:subClassOf CHEBI:35508 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C21H36"^^xsd:string ;
    chebi:inchi "InChI=1S/C21H36/c1-4-15-9-11-18-17-10-8-16-7-5-6-13-20(16,2)19(17)12-14-21(15,18)3/h15-19H,4-14H2,1-3H3/t15-,16?,17-,18-,19-,20-,21+/m0/s1"^^xsd:string ;
    chebi:inchikey "JWMFYGXQPXQEEM-WZBAXQLOSA-N"^^xsd:string ;
    chebi:mass "288.51054"^^xsd:string ;
    chebi:monoisotopicmass "288.28170"^^xsd:string ;
    chebi:smiles "[H][C@]1(CC)CC[C@@]2([H])[C@]3([H])CCC4([H])CCCC[C@]4(C)[C@@]3([H])CC[C@]12C"^^xsd:string ;
    oboInOwl:hasExactSynonym "pregnane"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:8386"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:8412 a owl:Class ;
    oboInOwl:hasDbXref "CAS:125-33-7"^^xsd:string,
        "Drug_Central:2267"^^xsd:string,
        "DrugBank:DB00794"^^xsd:string,
        "HMDB:HMDB0014932"^^xsd:string,
        "KEGG:C07371"^^xsd:string,
        "KEGG:D00474"^^xsd:string,
        "LINCS:LSM-2700"^^xsd:string,
        "PMID:10716065"^^xsd:string,
        "PMID:17253477"^^xsd:string,
        "PMID:24712318"^^xsd:string,
        "PMID:24812533"^^xsd:string,
        "Reaxys:218034"^^xsd:string,
        "Wikipedia:Primidone"^^xsd:string ;
    rdfs:label "primidone"^^xsd:string ;
    definition: "A pyrimidone that is dihydropyrimidine-4,6(1H,5H)-dione substituted by an ethyl and a phenyl group at position 5. It is used as an  anticonvulsant for treatment of various types of seizures."^^xsd:string ;
    rdfs:subClassOf CHEBI:38337,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35623 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35703 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78298 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C12H14N2O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C12H14N2O2/c1-2-12(9-6-4-3-5-7-9)10(15)13-8-14-11(12)16/h3-7H,2,8H2,1H3,(H,13,15)(H,14,16)"^^xsd:string ;
    chebi:inchikey "DQMZLTXERSFNPB-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "218.25180"^^xsd:string ;
    chebi:monoisotopicmass "218.10553"^^xsd:string ;
    chebi:smiles "CCC1(C(=O)NCNC1=O)c1ccccc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "5-ethyl-5-phenyldihydropyrimidine-4,6(1H,5H)-dione"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-deoxyphenobarbital"^^xsd:string,
        "5-Phenyl-5-ethyl-Hexahydropyrimidine-4,6-dione"^^xsd:string,
        "primidona"^^xsd:string,
        "primidone"^^xsd:string,
        "primidonum"^^xsd:string ;
    oboInOwl:id "CHEBI:8412"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:8428 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:2214285"^^xsd:string,
        "CAS:51-06-9"^^xsd:string,
        "Drug_Central:2270"^^xsd:string,
        "DrugBank:DB01035"^^xsd:string,
        "KEGG:C07401"^^xsd:string,
        "KEGG:D08421"^^xsd:string,
        "LINCS:LSM-3681"^^xsd:string,
        "PMID:2494958"^^xsd:string,
        "PMID:16230360"^^xsd:string,
        "PMID:29276243"^^xsd:string,
        "PMID:29494946"^^xsd:string,
        "Reaxys:2214285"^^xsd:string,
        "Wikipedia:Procainamide"^^xsd:string ;
    rdfs:label "procainamide"^^xsd:string ;
    definition: "A benzamide that is 4-aminobenzamide substituted on the amide N by a 2-(diethylamino)ethyl group.  It is a pharmaceutical antiarrhythmic agent used for the medical treatment of cardiac arrhythmias."^^xsd:string ;
    rdfs:subClassOf CHEBI:22702,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38070 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38633 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50427 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C13H21N3O"^^xsd:string ;
    chebi:inchi "InChI=1S/C13H21N3O/c1-3-16(4-2)10-9-15-13(17)11-5-7-12(14)8-6-11/h5-8H,3-4,9-10,14H2,1-2H3,(H,15,17)"^^xsd:string ;
    chebi:inchikey "REQCZEXYDRLIBE-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "235.32546"^^xsd:string ;
    chebi:monoisotopicmass "235.16846"^^xsd:string ;
    chebi:smiles "CCN(CC)CCNC(=O)c1ccc(N)cc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "4-amino-N-[2-(diethylamino)ethyl]benzamide"^^xsd:string,
        "Procainamide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Biocoryl"^^xsd:string,
        "p-Amino-N-(2-diethylaminoethyl)benzamide"^^xsd:string,
        "p-Aminobenzoic diethylaminoethylamide"^^xsd:string,
        "procainamida"^^xsd:string,
        "procainamide"^^xsd:string,
        "procainamidum"^^xsd:string ;
    oboInOwl:id "CHEBI:8428"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:8430 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:913480"^^xsd:string,
        "CAS:59-46-1"^^xsd:string,
        "Drug_Central:2271"^^xsd:string,
        "DrugBank:DB00721"^^xsd:string,
        "HMDB:HMDB0014859"^^xsd:string,
        "KEGG:C07375"^^xsd:string,
        "KEGG:D08422"^^xsd:string,
        "LINCS:LSM-5396"^^xsd:string,
        "PMID:6784593"^^xsd:string,
        "PMID:12941824"^^xsd:string,
        "PMID:15687733"^^xsd:string,
        "PMID:19669330"^^xsd:string,
        "PMID:19885602"^^xsd:string,
        "PMID:23254173"^^xsd:string,
        "PMID:23600203"^^xsd:string,
        "PMID:23718080"^^xsd:string,
        "PMID:23962059"^^xsd:string,
        "PMID:24005047"^^xsd:string,
        "Reaxys:913480"^^xsd:string,
        "Wikipedia:Procaine"^^xsd:string ;
    rdfs:label "procaine"^^xsd:string ;
    definition: "A benzoate ester, formally the result of esterification of 4-aminobenzoic acid with 2-diethylaminoethanol but formed experimentally by reaction of ethyl 4-aminobenzoate with 2-diethylaminoethanol."^^xsd:string ;
    rdfs:subClassOf CHEBI:36054,
        CHEBI:48975,
        CHEBI:50996,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:30753 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:52153 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:52160 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35488 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:36333 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:49110 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:88188 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C13H20N2O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C13H20N2O2/c1-3-15(4-2)9-10-17-13(16)11-5-7-12(14)8-6-11/h5-8H,3-4,9-10,14H2,1-2H3"^^xsd:string ;
    chebi:inchikey "MFDFERRIHVXMIY-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "236.31010"^^xsd:string ;
    chebi:monoisotopicmass "236.15248"^^xsd:string ;
    chebi:smiles "CCN(CC)CCOC(=O)c1ccc(N)cc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-(diethylamino)ethyl 4-aminobenzoate"^^xsd:string,
        "Procaine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-Diethylaminoethyl p-aminobenzoate"^^xsd:string,
        "4-aminobenzoic acid 2-diethylaminoethyl ester"^^xsd:string,
        "beta-(diethylamino)ethyl 4-aminobenzoate"^^xsd:string,
        "beta-(diethylamino)ethyl p-aminobenzoate"^^xsd:string,
        "novocaine"^^xsd:string,
        "p-Aminobenzoic acid 2-diethylaminoethyl ester"^^xsd:string,
        "procaina"^^xsd:string,
        "procaine"^^xsd:string,
        "procainum"^^xsd:string,
        "Vitamin H3"^^xsd:string ;
    oboInOwl:id "CHEBI:8430"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:8435 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:48537"^^xsd:string,
        "CAS:58-38-8"^^xsd:string,
        "Drug_Central:2274"^^xsd:string,
        "DrugBank:DB00433"^^xsd:string,
        "HMDB:HMDB0014577"^^xsd:string,
        "KEGG:C07403"^^xsd:string,
        "KEGG:D00493"^^xsd:string,
        "LINCS:LSM-2436"^^xsd:string,
        "Patent:FR1167627"^^xsd:string,
        "Patent:GB780193"^^xsd:string,
        "Patent:US2902484"^^xsd:string,
        "PMID:1650428"^^xsd:string,
        "PMID:4891872"^^xsd:string,
        "PMID:13808146"^^xsd:string,
        "PMID:20825390"^^xsd:string,
        "Reaxys:48537"^^xsd:string,
        "Wikipedia:Prochlorperazine"^^xsd:string ;
    rdfs:label "prochlorperazine"^^xsd:string ;
    definition: "A member of the class of phenothiazines that is 10H-phenothiazine having a chloro substituent at the 2-position and a 3-(4-methylpiperazin-1-yl)propyl group at the N-10 position."^^xsd:string ;
    rdfs:subClassOf CHEBI:36683,
        CHEBI:38093,
        CHEBI:46920,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:37931 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37890 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48561 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48873 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50919 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:65190 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76779 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:131787 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C20H24ClN3S"^^xsd:string ;
    chebi:inchi "InChI=1S/C20H24ClN3S/c1-22-11-13-23(14-12-22)9-4-10-24-17-5-2-3-6-19(17)25-20-8-7-16(21)15-18(20)24/h2-3,5-8,15H,4,9-14H2,1H3"^^xsd:string ;
    chebi:inchikey "WIKYUJGCLQQFNW-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "373.94300"^^xsd:string ;
    chebi:monoisotopicmass "373.13795"^^xsd:string ;
    chebi:smiles "CN1CCN(CCCN2c3ccccc3Sc3ccc(Cl)cc23)CC1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:59073"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-chloro-10-[3-(4-methylpiperazin-1-yl)propyl]-10H-phenothiazine"^^xsd:string,
        "Prochlorperazine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-Chloro-10-(3-(1-methyl-4-piperazinyl)propyl)-phenothiazine"^^xsd:string,
        "2-Chloro-10-(3-(4-methyl-1-piperazinyl)propyl)phenothiazine"^^xsd:string,
        "3-Chloro-10-(3-(1-methyl-4-piperazinyl)propyl)phenothiazine"^^xsd:string,
        "3-Chloro-10-(3-(4-methyl-1-piperazinyl)propyl)phenothiazine"^^xsd:string,
        "Chloro-3 (N-methylpiperazinyl-3 propyl)-10 phenothiazine"^^xsd:string,
        "N-(gamma-(4'-Methylpiperazinyl-1')propyl)-3-chlorophenothiazine"^^xsd:string,
        "Prochlorperazin"^^xsd:string,
        "prochlorperazine"^^xsd:string,
        "prochlorperazinum"^^xsd:string,
        "Prochlorpermazine"^^xsd:string,
        "Prochlorpromazine"^^xsd:string,
        "Procloperazine"^^xsd:string,
        "proclorperazina"^^xsd:string ;
    oboInOwl:id "CHEBI:8435"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:8448 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:88563"^^xsd:string,
        "CAS:77-37-2"^^xsd:string,
        "Drug_Central:2276"^^xsd:string,
        "DrugBank:DB00387"^^xsd:string,
        "HMDB:HMDB0014531"^^xsd:string,
        "KEGG:C07378"^^xsd:string,
        "KEGG:D08425"^^xsd:string,
        "LINCS:LSM-4396"^^xsd:string,
        "Patent:US2826590"^^xsd:string,
        "Patent:US2891890"^^xsd:string,
        "PMID:2878700"^^xsd:string,
        "Reaxys:88563"^^xsd:string ;
    rdfs:label "procyclidine"^^xsd:string ;
    definition: "A tertiary alcohol that consists of propan-1-ol substituted by a cyclohexyl and a phenyl group at position 1 and a pyrrolidin-1-yl group at position 3."^^xsd:string ;
    rdfs:subClassOf CHEBI:26878,
        CHEBI:38260,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48407 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48876 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C19H29NO"^^xsd:string ;
    chebi:inchi "InChI=1S/C19H29NO/c21-19(17-9-3-1-4-10-17,18-11-5-2-6-12-18)13-16-20-14-7-8-15-20/h1,3-4,9-10,18,21H,2,5-8,11-16H2"^^xsd:string ;
    chebi:inchikey "WYDUSKDSKCASEF-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "287.43970"^^xsd:string ;
    chebi:monoisotopicmass "287.22491"^^xsd:string ;
    chebi:smiles "OC(CCN1CCCC1)(C1CCCCC1)c1ccccc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "1-cyclohexyl-1-phenyl-3-(pyrrolidin-1-yl)propan-1-ol"^^xsd:string,
        "Procyclidine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-Cyclohexyl-1-phenyl-3-pyrrolidino-1-propanol"^^xsd:string,
        "prociclidina"^^xsd:string,
        "procyclidine"^^xsd:string,
        "procyclidinum"^^xsd:string,
        "Tricyclamol"^^xsd:string ;
    oboInOwl:id "CHEBI:8448"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:8459 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:244925"^^xsd:string,
        "CAS:58-40-2"^^xsd:string,
        "Drug_Central:2284"^^xsd:string,
        "DrugBank:DB00420"^^xsd:string,
        "HMDB:HMDB0014564"^^xsd:string,
        "KEGG:C07379"^^xsd:string,
        "KEGG:D08430"^^xsd:string,
        "LINCS:LSM-2137"^^xsd:string,
        "Patent:US2519886"^^xsd:string,
        "PMID:1650428"^^xsd:string,
        "PMID:18423639"^^xsd:string,
        "PMID:19306624"^^xsd:string,
        "PMID:20825390"^^xsd:string,
        "Reaxys:244925"^^xsd:string,
        "Wikipedia:Promazine"^^xsd:string ;
    rdfs:label "promazine"^^xsd:string ;
    definition: "A phenothiazine deriative in which the phenothiazine tricycle has a 3-(dimethylaminopropyl) group at the N-10 position."^^xsd:string ;
    rdfs:subClassOf CHEBI:32876,
        CHEBI:38093,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37930 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37955 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48279 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48561 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48876 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50919 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76779 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C17H20N2S"^^xsd:string ;
    chebi:inchi "InChI=1S/C17H20N2S/c1-18(2)12-7-13-19-14-8-3-5-10-16(14)20-17-11-6-4-9-15(17)19/h3-6,8-11H,7,12-13H2,1-2H3"^^xsd:string ;
    chebi:inchikey "ZGUGWUXLJSTTMA-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "284.42018"^^xsd:string ;
    chebi:monoisotopicmass "284.13472"^^xsd:string ;
    chebi:smiles "CN(C)CCCN1c2ccccc2Sc2ccccc12"^^xsd:string ;
    oboInOwl:hasExactSynonym "N,N-dimethyl-3-(10H-phenothiazin-10-yl)propan-1-amine"^^xsd:string,
        "Promazine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "10-(3-(Dimethylamino)propyl)phenothiazine"^^xsd:string,
        "N-(3-Dimethylaminopropyl)phenothiazine"^^xsd:string,
        "N-Dimethylamino-1-methylethyl thiodiphenylamine"^^xsd:string,
        "promazina"^^xsd:string,
        "promazine"^^xsd:string,
        "promazinum"^^xsd:string ;
    oboInOwl:id "CHEBI:8459"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:8461 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:88554"^^xsd:string,
        "CAS:60-87-7"^^xsd:string,
        "Drug_Central:2286"^^xsd:string,
        "DrugBank:DB01069"^^xsd:string,
        "Gmelin:337077"^^xsd:string,
        "HMDB:HMDB0015202"^^xsd:string,
        "KEGG:C07404"^^xsd:string,
        "KEGG:D00494"^^xsd:string,
        "LINCS:LSM-4440"^^xsd:string,
        "Patent:US2530451"^^xsd:string,
        "Patent:US2607773"^^xsd:string,
        "Reaxys:88554"^^xsd:string,
        "Wikipedia:Promethazine"^^xsd:string ;
    rdfs:label "promethazine"^^xsd:string ;
    definition: "A  tertiary amine that is a substituted phenothiazine in which the ring nitrogen at position 10 is attached to C-3 of an N,N-dimethylpropan-2-amine moiety."^^xsd:string ;
    rdfs:subClassOf CHEBI:32876,
        CHEBI:38093,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:61214 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35717 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:36333 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37955 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50857 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50919 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:59683 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:149553 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C17H20N2S"^^xsd:string ;
    chebi:inchi "InChI=1S/C17H20N2S/c1-13(18(2)3)12-19-14-8-4-6-10-16(14)20-17-11-7-5-9-15(17)19/h4-11,13H,12H2,1-3H3"^^xsd:string ;
    chebi:inchikey "PWWVAXIEGOYWEE-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "284.42018"^^xsd:string ;
    chebi:monoisotopicmass "284.13472"^^xsd:string ;
    chebi:smiles "CC(CN1c2ccccc2Sc2ccccc12)N(C)C"^^xsd:string ;
    oboInOwl:hasExactSynonym "N,N-dimethyl-1-(10H-phenothiazin-10-yl)propan-2-amine"^^xsd:string,
        "Promethazine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "10-(2-Dimethylaminopropyl)phenothiazine"^^xsd:string,
        "10-[2-(dimethylamino)propyl]phenothiazine"^^xsd:string,
        "(2-dimethylamino-2-methyl)ethyl-N-dibenzoparathiazine"^^xsd:string,
        "N,N,alpha-trimethyl-10H-phenothiazine-10-ethanamine"^^xsd:string,
        "N-(2'-dimethylamino-2'-methyl)ethylphenothiazine"^^xsd:string,
        "proazamine"^^xsd:string,
        "prometazina"^^xsd:string,
        "promethazine"^^xsd:string,
        "promethazinum"^^xsd:string ;
    oboInOwl:id "CHEBI:8461"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:8491 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:39712"^^xsd:string,
        "CAS:362-29-8"^^xsd:string,
        "Drug_Central:2298"^^xsd:string,
        "DrugBank:DB00777"^^xsd:string,
        "HMDB:HMDB0014915"^^xsd:string,
        "KEGG:C07405"^^xsd:string,
        "KEGG:D02361"^^xsd:string,
        "Patent:FR1176919"^^xsd:string,
        "Reaxys:39712"^^xsd:string,
        "Wikipedia:Propiomazine"^^xsd:string ;
    rdfs:label "propiomazine"^^xsd:string ;
    definition: "A member of the class of  phenothiazines that is 10H-phenothiazine substituted by a 2-(dimethylamino)propyl group at nitrogen atom and a propanoyl group at position 2."^^xsd:string ;
    rdfs:subClassOf CHEBI:38093,
        CHEBI:50996,
        CHEBI:76224,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:37931 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35717 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37930 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37956 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48279 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48561 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48876 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C20H24N2OS"^^xsd:string ;
    chebi:inchi "InChI=1S/C20H24N2OS/c1-5-18(23)15-10-11-20-17(12-15)22(13-14(2)21(3)4)16-8-6-7-9-19(16)24-20/h6-12,14H,5,13H2,1-4H3"^^xsd:string ;
    chebi:inchikey "UVOIBTBFPOZKGP-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "340.48344"^^xsd:string ;
    chebi:monoisotopicmass "340.16093"^^xsd:string ;
    chebi:smiles "CCC(=O)c1ccc2Sc3ccccc3N(CC(C)N(C)C)c2c1"^^xsd:string ;
    oboInOwl:hasExactSynonym "1-{10-[2-(dimethylamino)propyl]-10H-phenothiazin-2-yl}propan-1-one"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-Propionyl-10-(2-(dimethylamino)propyl)phenothiazine"^^xsd:string,
        "3-Propionyl-10-dimethylaminoisopropylphenothiazine"^^xsd:string,
        "10-(2-Dimethylaminopropyl)-2-propionylphenothiazine"^^xsd:string,
        "propiomazina"^^xsd:string,
        "propiomazine"^^xsd:string,
        "propiomazinum"^^xsd:string ;
    oboInOwl:id "CHEBI:8491"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:8497 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:2167828"^^xsd:string,
        "DrugBank:DB00647"^^xsd:string,
        "Patent:US2728779"^^xsd:string ;
    rdfs:label "propoxyphene"^^xsd:string ;
    definition: "A racemate of the (1R,2R)- and (1S,2R)- diastereoisomers."^^xsd:string ;
    rdfs:subClassOf CHEBI:60911,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:51173 ],
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:51174 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35482 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:51177 ] ;
    oboInOwl:hasExactSynonym "rac-(1R,2R)-1-benzyl-3-(dimethylamino)-2-methyl-1-phenylpropyl propanoate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:8497"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:8499 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:987417"^^xsd:string,
        "CAS:525-66-6"^^xsd:string,
        "Drug_Central:2303"^^xsd:string,
        "DrugBank:DB00571"^^xsd:string,
        "HMDB:HMDB0001849"^^xsd:string,
        "KEGG:C07407"^^xsd:string,
        "KEGG:D08443"^^xsd:string,
        "LINCS:LSM-4329"^^xsd:string,
        "PMID:18259090"^^xsd:string,
        "PMID:24495884"^^xsd:string,
        "PMID:24504055"^^xsd:string,
        "Reaxys:987417"^^xsd:string,
        "Wikipedia:Propranolol"^^xsd:string ;
    rdfs:label "propranolol"^^xsd:string ;
    definition: "A propanolamine that is propan-2-ol substituted by a propan-2-ylamino group at position 1 and a naphthalen-1-yloxy group at position 3."^^xsd:string ;
    rdfs:subClassOf CHEBI:25477,
        CHEBI:32863,
        CHEBI:35533,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:10319 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35474 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35530 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35620 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35674 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35703 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38070 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78298 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:85234 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C16H21NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C16H21NO2/c1-12(2)17-10-14(18)11-19-16-9-5-7-13-6-3-4-8-15(13)16/h3-9,12,14,17-18H,10-11H2,1-2H3"^^xsd:string ;
    chebi:inchikey "AQHHHDLHHXJYJD-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "259.34348"^^xsd:string ;
    chebi:monoisotopicmass "259.15723"^^xsd:string ;
    chebi:smiles "CC(C)NCC(O)COc1cccc2ccccc12"^^xsd:string ;
    oboInOwl:hasExactSynonym "3-(naphthalen-1-yloxy)-1-(propan-2-ylamino)propan-2-ol"^^xsd:string,
        "Propranolol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-((1-Methylethyl)amino)-3-(1-naphthalenyloxy)-2-propanol"^^xsd:string,
        "1-(isopropylamino)-3-(1-naphthyloxy)propan-2-ol"^^xsd:string,
        "beta-Propranolol"^^xsd:string,
        "Propanalol"^^xsd:string,
        "Propanolol"^^xsd:string,
        "propranolol"^^xsd:string,
        "propranololo"^^xsd:string,
        "propranololum"^^xsd:string ;
    oboInOwl:id "CHEBI:8499"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:8504 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:5744307"^^xsd:string,
        "KEGG:C02064"^^xsd:string,
        "LIPID_MAPS_instance:LMFA03010000"^^xsd:string,
        "PMID:6234649"^^xsd:string,
        "Reaxys:5744307"^^xsd:string ;
    rdfs:label "prostanoic acid"^^xsd:string ;
    definition: "A carbocyclic fatty acid composed of heptanoic acid having a (1S,2S)-2-octylcyclopentyl substituent at position 7."^^xsd:string ;
    rdfs:subClassOf CHEBI:15904,
        CHEBI:26607,
        CHEBI:35744 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C20H38O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C20H38O2/c1-2-3-4-5-6-9-13-18-15-12-16-19(18)14-10-7-8-11-17-20(21)22/h18-19H,2-17H2,1H3,(H,21,22)/t18-,19-/m0/s1"^^xsd:string ;
    chebi:inchikey "WGJJROVFWIXTPA-OALUTQOASA-N"^^xsd:string ;
    chebi:mass "310.51452"^^xsd:string ;
    chebi:monoisotopicmass "310.28718"^^xsd:string ;
    chebi:smiles "CCCCCCCC[C@H]1CCC[C@@H]1CCCCCCC(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "7-[(1S,2S)-2-octylcyclopentyl]heptanoic acid"^^xsd:string,
        "prostan-1-oic acid"^^xsd:string,
        "Prostanoic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:8504"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:8597 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:2217411"^^xsd:string,
        "CAS:438-60-8"^^xsd:string,
        "Drug_Central:2320"^^xsd:string,
        "DrugBank:DB00344"^^xsd:string,
        "KEGG:C07408"^^xsd:string,
        "KEGG:D08447"^^xsd:string,
        "LINCS:LSM-2936"^^xsd:string,
        "PMID:1864117"^^xsd:string,
        "PMID:4026507"^^xsd:string,
        "PMID:8325058"^^xsd:string,
        "PMID:8367615"^^xsd:string,
        "PMID:9277026"^^xsd:string,
        "PMID:10456691"^^xsd:string,
        "PMID:18191158"^^xsd:string,
        "PMID:26096164"^^xsd:string,
        "PMID:27252039"^^xsd:string,
        "PMID:27790936"^^xsd:string,
        "PMID:28468029"^^xsd:string,
        "PMID:31643633"^^xsd:string,
        "PMID:32060505"^^xsd:string,
        "PMID:33422534"^^xsd:string,
        "Wikipedia:Protriptyline"^^xsd:string ;
    rdfs:label "protriptyline"^^xsd:string ;
    rdfs:subClassOf CHEBI:38032,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:35642 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35469 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C19H21N"^^xsd:string ;
    chebi:inchi "InChI=1S/C19H21N/c1-20-14-6-11-19-17-9-4-2-7-15(17)12-13-16-8-3-5-10-18(16)19/h2-5,7-10,12-13,19-20H,6,11,14H2,1H3"^^xsd:string ;
    chebi:inchikey "BWPIARFWQZKAIA-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "263.37678"^^xsd:string ;
    chebi:monoisotopicmass "263.16740"^^xsd:string ;
    chebi:smiles "CNCCCC1c2ccccc2C=Cc2ccccc12"^^xsd:string ;
    oboInOwl:hasExactSynonym "3-(5H-dibenzo[a,d][7]annulen-5-yl)-N-methylpropan-1-amine"^^xsd:string,
        "Protriptyline"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3-(5H-dibenzo[a,d]cyclohepten-5-yl)-N-methyl-1-propanamine"^^xsd:string,
        "5-(3-methylaminopropyl)-5H-dibenzo[a,d]cycloheptene"^^xsd:string,
        "7-(3-methylaminopropyl)-1,2:5,6-dibenzocycloheptatriene"^^xsd:string,
        "amimetilina"^^xsd:string,
        "N-methyl-5H-dibenzo[a,d]cycloheptene-5-propanamine"^^xsd:string,
        "N-methyl-5H-dibenzo[a,d]cycloheptene-5-propylamine"^^xsd:string ;
    oboInOwl:id "CHEBI:8597"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:8613 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:160503"^^xsd:string,
        "CAS:520-53-6"^^xsd:string,
        "HMDB:HMDB0042000"^^xsd:string,
        "KEGG:C08312"^^xsd:string,
        "KNApSAcK:C00001427"^^xsd:string,
        "PMID:4040953"^^xsd:string,
        "PMID:7194879"^^xsd:string,
        "PMID:21148021"^^xsd:string,
        "PMID:21820980"^^xsd:string,
        "PMID:22138681"^^xsd:string,
        "PMID:23183899"^^xsd:string,
        "PMID:23851905"^^xsd:string,
        "PMID:23878898"^^xsd:string,
        "PMID:24413570"^^xsd:string,
        "PMID:24513688"^^xsd:string,
        "PMID:24904332"^^xsd:string,
        "PMID:25342005"^^xsd:string,
        "PMID:25540060"^^xsd:string,
        "PMID:25826052"^^xsd:string,
        "PMID:26192543"^^xsd:string,
        "PMID:26400885"^^xsd:string,
        "PMID:26461483"^^xsd:string,
        "PMID:27021629"^^xsd:string,
        "PMID:27216487"^^xsd:string,
        "PMID:28057187"^^xsd:string,
        "PMID:28074670"^^xsd:string,
        "PMID:28353056"^^xsd:string,
        "Reaxys:160503"^^xsd:string,
        "Wikipedia:Psilocin"^^xsd:string ;
    rdfs:label "psilocin"^^xsd:string ;
    definition: "A tryptamine alkaloid that is N,N-dimethyltryptamine carrying an additional hydroxy substituent at position 4. A hallucinogenic alkaloid isolated in trace amounts from Psilocybe mushrooms (also known as Teonanacatl or \"magic mushrooms\")."^^xsd:string ;
    rdfs:subClassOf CHEBI:33853,
        CHEBI:48274,
        CHEBI:50996,
        CHEBI:84729,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:28969 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:193059 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35499 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35941 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:49103 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76946 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C12H16N2O"^^xsd:string ;
    chebi:inchi "InChI=1S/C12H16N2O/c1-14(2)7-6-9-8-13-10-4-3-5-11(15)12(9)10/h3-5,8,13,15H,6-7H2,1-2H3"^^xsd:string ;
    chebi:inchikey "SPCIYGNTAMCTRO-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "204.26820"^^xsd:string ;
    chebi:monoisotopicmass "204.12626"^^xsd:string ;
    chebi:smiles "CN(C)CCc1c[nH]c2cccc(O)c12"^^xsd:string ;
    oboInOwl:hasExactSynonym "3-[2-(dimethylamino)ethyl]-1H-indol-4-ol"^^xsd:string,
        "Psilocin"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3-(2-(Dimethylamino)ethyl)indol-4-ol"^^xsd:string,
        "4-hydroxy-N,N-dimethyltryptamine"^^xsd:string,
        "4-OH-DMT"^^xsd:string,
        "N,N-dimethyl-4-hydroxytryptamine"^^xsd:string,
        "Psilocine"^^xsd:string,
        "Psilotsin"^^xsd:string ;
    oboInOwl:id "CHEBI:8613"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:8614 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:273158"^^xsd:string,
        "CAS:520-52-5"^^xsd:string,
        "KEGG:C07576"^^xsd:string,
        "PMID:14437505"^^xsd:string,
        "PMID:14578010"^^xsd:string,
        "PMID:17874073"^^xsd:string,
        "PMID:22836372"^^xsd:string,
        "PMID:22887928"^^xsd:string,
        "PMID:23044373"^^xsd:string,
        "PMID:23171696"^^xsd:string,
        "PMID:23627783"^^xsd:string,
        "PMID:23717644"^^xsd:string,
        "PMID:23785166"^^xsd:string,
        "PMID:23861318"^^xsd:string,
        "PMID:23909006"^^xsd:string,
        "PMID:24413570"^^xsd:string,
        "PMID:24444771"^^xsd:string,
        "PMID:24882567"^^xsd:string,
        "PMID:24904332"^^xsd:string,
        "PMID:24904346"^^xsd:string,
        "PMID:24989126"^^xsd:string,
        "PMID:25007546"^^xsd:string,
        "PMID:27210031"^^xsd:string,
        "PMID:27568263"^^xsd:string,
        "PMID:27568266"^^xsd:string,
        "PMID:27856683"^^xsd:string,
        "PMID:27909163"^^xsd:string,
        "PMID:27909164"^^xsd:string,
        "PMID:27909167"^^xsd:string,
        "PMID:27909168"^^xsd:string,
        "PMID:27909170"^^xsd:string,
        "PMID:27909171"^^xsd:string,
        "PMID:27909173"^^xsd:string,
        "PMID:27909174"^^xsd:string,
        "PMID:27909175"^^xsd:string,
        "PMID:28074670"^^xsd:string,
        "PMID:28101325"^^xsd:string,
        "PMID:28353056"^^xsd:string,
        "PMID:28422113"^^xsd:string,
        "PMID:28443617"^^xsd:string,
        "PMID:28481178"^^xsd:string,
        "PMID:28548221"^^xsd:string,
        "PMID:28585222"^^xsd:string,
        "PMID:28637246"^^xsd:string,
        "PMID:28678583"^^xsd:string,
        "PMID:28711736"^^xsd:string,
        "PMID:28763571"^^xsd:string,
        "PMID:28768346"^^xsd:string,
        "PMID:28781400"^^xsd:string,
        "PMID:28790944"^^xsd:string,
        "PMID:28918722"^^xsd:string,
        "PMID:29020861"^^xsd:string,
        "PMID:29030624"^^xsd:string,
        "PMID:29039233"^^xsd:string,
        "Reaxys:273158"^^xsd:string,
        "Wikipedia:Psilocybin"^^xsd:string ;
    rdfs:label "psilocybin"^^xsd:string ;
    definition: "A tryptamine alkaloid that is N,N-dimethyltryptamine carrying an additional phosphoryloxy substituent at position 4. The major hallucinogenic alkaloid isolated from Psilocybe mushrooms (also known as Teonanacatl or \"magic mushrooms\")."^^xsd:string ;
    rdfs:subClassOf CHEBI:25703,
        CHEBI:48274,
        CHEBI:50996,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:8613 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:139072 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35499 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35941 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50266 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76946 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C12H17N2O4P"^^xsd:string ;
    chebi:inchi "InChI=1S/C12H17N2O4P/c1-14(2)7-6-9-8-13-10-4-3-5-11(12(9)10)18-19(15,16)17/h3-5,8,13H,6-7H2,1-2H3,(H2,15,16,17)"^^xsd:string ;
    chebi:inchikey "QVDSEJDULKLHCG-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "284.24810"^^xsd:string ;
    chebi:monoisotopicmass "284.09259"^^xsd:string ;
    chebi:smiles "CN(C)CCc1c[nH]c2cccc(OP(O)(O)=O)c12"^^xsd:string ;
    oboInOwl:hasExactSynonym "3-[2-(dimethylamino)ethyl]-1H-indol-4-yl dihydrogen phosphate"^^xsd:string,
        "Psilocybin"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3-(2-(Dimethylamino)ethyl)-1H-indol-4-ol dihydrogen phosphate ester"^^xsd:string,
        "3-(2-Dimethylaminoethyl)indol-4-yl dihydrogen phosphate"^^xsd:string,
        "4-phosphoryloxy-N,N-dimethyltryptamine"^^xsd:string,
        "Indocybin"^^xsd:string,
        "O-phosphoryl-4-hydroxy-N,N-dimethyltryptamine"^^xsd:string,
        "psilocibina"^^xsd:string,
        "psilocin phosphate ester"^^xsd:string,
        "Psilocybine"^^xsd:string,
        "psilocybine"^^xsd:string,
        "psilocybinum"^^xsd:string ;
    oboInOwl:id "CHEBI:8614"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:8707 a owl:Class ;
    oboInOwl:hasDbXref "CAS:111974-69-7"^^xsd:string,
        "Drug_Central:2337"^^xsd:string,
        "DrugBank:DB01224"^^xsd:string,
        "KEGG:C07397"^^xsd:string,
        "KEGG:D08456"^^xsd:string,
        "LINCS:LSM-3543"^^xsd:string,
        "Patent:EP240228"^^xsd:string,
        "Patent:US4879288"^^xsd:string,
        "Wikipedia:Quetiapine"^^xsd:string ;
    rdfs:label "quetiapine"^^xsd:string ;
    rdfs:subClassOf CHEBI:39268,
        CHEBI:46845,
        CHEBI:46848,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37887 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37956 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48279 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48561 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:65191 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C21H25N3O2S"^^xsd:string ;
    chebi:inchi "InChI=1S/C21H25N3O2S/c25-14-16-26-15-13-23-9-11-24(12-10-23)21-17-5-1-3-7-19(17)27-20-8-4-2-6-18(20)22-21/h1-8,25H,9-16H2"^^xsd:string ;
    chebi:inchikey "URKOMYMAXPYINW-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "383.50700"^^xsd:string ;
    chebi:monoisotopicmass "383.16675"^^xsd:string ;
    chebi:smiles "OCCOCCN1CCN(CC1)C1=Nc2ccccc2Sc2ccccc12"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-[2-(4-dibenzo[b,f][1,4]thiazepin-11-ylpiperazin-1-yl)ethoxy]ethanol"^^xsd:string,
        "Quetiapine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-[2-(4-Dibenzo[b,f][1,4]thiazepin-11-yl-1-piperazinyl)ethoxy]ethanol"^^xsd:string,
        "quetiapina"^^xsd:string,
        "quetiapine"^^xsd:string,
        "quetiapinum"^^xsd:string ;
    oboInOwl:id "CHEBI:8707"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:8711 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:95500"^^xsd:string,
        "Beilstein:497807"^^xsd:string,
        "CAS:83-89-6"^^xsd:string,
        "Drug_Central:2338"^^xsd:string,
        "DrugBank:DB01103"^^xsd:string,
        "HMDB:HMDB0015235"^^xsd:string,
        "KEGG:C07339"^^xsd:string,
        "KEGG:D08179"^^xsd:string,
        "LINCS:LSM-1577"^^xsd:string,
        "MetaCyc:ATABRINE"^^xsd:string,
        "PMID:11339632"^^xsd:string,
        "PMID:11908878"^^xsd:string,
        "PMID:19747949"^^xsd:string,
        "Reaxys:95500"^^xsd:string,
        "Wikipedia:Quinacrine"^^xsd:string ;
    rdfs:label "quinacrine"^^xsd:string ;
    definition: "A member of the class of acridines that is acridine substituted by a chloro group at position 6, a methoxy group at position 2 and a [5-(diethylamino)pentan-2-yl]nitrilo group at position 9."^^xsd:string ;
    rdfs:subClassOf CHEBI:22213,
        CHEBI:35618,
        CHEBI:36683,
        CHEBI:50996,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:36420 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38068 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77402 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C23H30ClN3O"^^xsd:string ;
    chebi:inchi "InChI=1S/C23H30ClN3O/c1-5-27(6-2)13-7-8-16(3)25-23-19-11-9-17(24)14-22(19)26-21-12-10-18(28-4)15-20(21)23/h9-12,14-16H,5-8,13H2,1-4H3,(H,25,26)"^^xsd:string ;
    chebi:inchikey "GPKJTRJOBQGKQK-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "399.95700"^^xsd:string ;
    chebi:monoisotopicmass "399.20774"^^xsd:string ;
    chebi:smiles "CCN(CC)CCCC(C)Nc1c2ccc(Cl)cc2nc2ccc(OC)cc12"^^xsd:string ;
    oboInOwl:hasExactSynonym "4-N-(6-chloro-2-methoxyacridin-9-yl)-1-N,1-N-diethylpentane-1,4-diamine"^^xsd:string,
        "Quinacrine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-methoxy-6-chloro-9-diethylaminopentylaminoacridine"^^xsd:string,
        "3-chloro-7-methoxy-9-(1-methyl-4-diethylaminobutylamino)acridine"^^xsd:string,
        "6-chloro-9-((4-(diethylamino)-1-methylbutyl)amino)-2-methoxyacridine"^^xsd:string,
        "Mepacrine"^^xsd:string,
        "mepacrine"^^xsd:string,
        "N(4)-(6-chloro-2-methoxy-9-acridinyl)-N(1),N(1)-diethyl-1,4-pentanediamine"^^xsd:string ;
    oboInOwl:id "CHEBI:8711"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:8713 a owl:Class ;
    oboInOwl:hasDbXref "CAS:85441-61-8"^^xsd:string,
        "Drug_Central:2340"^^xsd:string,
        "DrugBank:DB00881"^^xsd:string,
        "KEGG:C07398"^^xsd:string,
        "KEGG:D03752"^^xsd:string,
        "LINCS:LSM-3620"^^xsd:string,
        "Patent:US4344949"^^xsd:string,
        "PMID:17404826"^^xsd:string,
        "PMID:27165572"^^xsd:string,
        "PMID:27169890"^^xsd:string,
        "PMID:29980144"^^xsd:string,
        "Wikipedia:Quinapril"^^xsd:string ;
    rdfs:label "quinapril"^^xsd:string ;
    definition: "A member of the class of isoquinolines that is (3S)-2-L-alanyl-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid in which the alpha-amino group of the alanyl residue has been substituted by a 1-ethoxycarbonyl-4-phenylbutan-2-yl group (the all-S isomer). A prodrug for quinaprilat (by hydrolysis of the ethyl ester to the corresponding carboxylic acid), it is used as an angiotensin-converting enzyme inhibitor (ACE inhibitor) used (generally as the hydrochloride salt) for the treatment of hypertension and congestive heart failure."^^xsd:string ;
    rdfs:subClassOf CHEBI:23990,
        CHEBI:24922,
        CHEBI:36244,
        CHEBI:140326,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35457 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50266 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C25H30N2O5"^^xsd:string ;
    chebi:inchi "InChI=1S/C25H30N2O5/c1-3-32-25(31)21(14-13-18-9-5-4-6-10-18)26-17(2)23(28)27-16-20-12-8-7-11-19(20)15-22(27)24(29)30/h4-12,17,21-22,26H,3,13-16H2,1-2H3,(H,29,30)/t17-,21-,22-/m0/s1"^^xsd:string ;
    chebi:inchikey "JSDRRTOADPPCHY-HSQYWUDLSA-N"^^xsd:string ;
    chebi:mass "438.517"^^xsd:string ;
    chebi:monoisotopicmass "438.21547"^^xsd:string ;
    chebi:smiles "C1C2=C(C[C@H](N1C([C@@H](N[C@H](C(OCC)=O)CCC=3C=CC=CC3)C)=O)C(O)=O)C=CC=C2"^^xsd:string ;
    oboInOwl:hasExactSynonym "(3S)-2-{(2S)-2-[(1S)-1-ethoxycarbonyl-3-phenylpropylamino]propanoyl}-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid"^^xsd:string,
        "(3S)-2-{N-[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]-L-alanyl}-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid"^^xsd:string,
        "Quinapril"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(3S)-2-{N-[(2S)-1-ethoxycarbonyl-4-phenylbutan-2-yl]-L-alanyl}-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid"^^xsd:string,
        "quinapril"^^xsd:string,
        "quinaprilum"^^xsd:string ;
    oboInOwl:id "CHEBI:8713"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:8768 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:8159014"^^xsd:string,
        "CAS:117976-89-3"^^xsd:string,
        "Drug_Central:2350"^^xsd:string,
        "DrugBank:DB01129"^^xsd:string,
        "KEGG:C07864"^^xsd:string,
        "KEGG:D08463"^^xsd:string,
        "LINCS:LSM-5045"^^xsd:string,
        "Wikipedia:Rabeprazole"^^xsd:string ;
    rdfs:label "rabeprazole"^^xsd:string ;
    rdfs:subClassOf CHEBI:22063,
        CHEBI:22715,
        CHEBI:26421,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:49199 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:49200 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:49201 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C18H21N3O3S"^^xsd:string ;
    chebi:inchi "InChI=1S/C18H21N3O3S/c1-13-16(19-9-8-17(13)24-11-5-10-23-2)12-25(22)18-20-14-6-3-4-7-15(14)21-18/h3-4,6-9H,5,10-12H2,1-2H3,(H,20,21)"^^xsd:string ;
    chebi:inchikey "YREYEVIYCVEVJK-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "359.44300"^^xsd:string ;
    chebi:monoisotopicmass "359.13036"^^xsd:string ;
    chebi:smiles "COCCCOc1ccnc(CS(=O)c2nc3ccccc3[nH]2)c1C"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-({[4-(3-methoxypropoxy)-3-methylpyridin-2-yl]methyl}sulfinyl)-1H-benzimidazole"^^xsd:string,
        "Rabeprazole"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Clofezone"^^xsd:string,
        "rabeprazole"^^xsd:string ;
    oboInOwl:id "CHEBI:8768"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:8772 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:4890356"^^xsd:string,
        "CAS:84449-90-1"^^xsd:string,
        "Drug_Central:2351"^^xsd:string,
        "DrugBank:DB00481"^^xsd:string,
        "KEGG:C07228"^^xsd:string,
        "KEGG:D08465"^^xsd:string,
        "LINCS:LSM-3425"^^xsd:string,
        "Patent:EP62503"^^xsd:string,
        "Patent:US4418068"^^xsd:string,
        "PDBeChem:RAL"^^xsd:string,
        "Wikipedia:Raloxifene"^^xsd:string ;
    rdfs:label "raloxifene"^^xsd:string ;
    definition: "A member of the class of 1-benzothiophenes that is 1-benzothiophene in which the hydrogens at positions 2, 3, and 6 have been replaced by p-hydroxyphenyl, p-[2-(piperidin-1-yl)ethoxy]benzoyl, and hydroxy groups, respectively."^^xsd:string ;
    rdfs:subClassOf CHEBI:33853,
        CHEBI:38836,
        CHEBI:48737,
        CHEBI:76224,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:90191 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50646 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50739 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50837 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C28H27NO4S"^^xsd:string ;
    chebi:inchi "InChI=1S/C28H27NO4S/c30-21-8-4-20(5-9-21)28-26(24-13-10-22(31)18-25(24)34-28)27(32)19-6-11-23(12-7-19)33-17-16-29-14-2-1-3-15-29/h4-13,18,30-31H,1-3,14-17H2"^^xsd:string ;
    chebi:inchikey "GZUITABIAKMVPG-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "473.585"^^xsd:string ;
    chebi:monoisotopicmass "473.16608"^^xsd:string ;
    chebi:smiles "S1C(=C(C2=C1C=C(O)C=C2)C(=O)C3=CC=C(OCCN4CCCCC4)C=C3)C5=CC=C(O)C=C5"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:45355"^^xsd:string ;
    oboInOwl:hasExactSynonym "[6-hydroxy-2-(4-hydroxyphenyl)-1-benzothien-3-yl][4-(2-piperidin-1-ylethoxy)phenyl]methanone"^^xsd:string,
        "Raloxifene"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2-(4-Hydroxyphenyl)-6-hydroxybenzo(b)thien-3-yl)(4-(2-(1-piperidinyl)ethoxy)phenyl)methanone"^^xsd:string,
        "LY 139481"^^xsd:string,
        "raloxifene"^^xsd:string,
        "raloxifeno"^^xsd:string,
        "raloxifenum"^^xsd:string ;
    oboInOwl:id "CHEBI:8772"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:8774 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:4214464"^^xsd:string,
        "CAS:87333-19-5"^^xsd:string,
        "Drug_Central:2356"^^xsd:string,
        "DrugBank:DB00178"^^xsd:string,
        "HMDB:HMDB0014324"^^xsd:string,
        "KEGG:D00421"^^xsd:string,
        "LINCS:LSM-5950"^^xsd:string,
        "PMID:11095026"^^xsd:string,
        "PMID:11575208"^^xsd:string,
        "PMID:12076194"^^xsd:string,
        "PMID:12768220"^^xsd:string,
        "PMID:15110900"^^xsd:string,
        "PMID:16144510"^^xsd:string,
        "PMID:16734081"^^xsd:string,
        "PMID:17004100"^^xsd:string,
        "PMID:17192135"^^xsd:string,
        "PMID:17496463"^^xsd:string,
        "PMID:17903031"^^xsd:string,
        "PMID:20122169"^^xsd:string,
        "PMID:22799880"^^xsd:string,
        "PMID:23557551"^^xsd:string,
        "PMID:23713675"^^xsd:string,
        "PMID:23747952"^^xsd:string,
        "PMID:23842688"^^xsd:string,
        "PMID:23842829"^^xsd:string,
        "PMID:23951921"^^xsd:string,
        "PMID:24048485"^^xsd:string,
        "PMID:24090393"^^xsd:string,
        "PMID:24191305"^^xsd:string,
        "PMID:24397981"^^xsd:string,
        "PMID:24435506"^^xsd:string,
        "PMID:24452090"^^xsd:string,
        "PMID:24509355"^^xsd:string,
        "Reaxys:4214464"^^xsd:string,
        "VSDB:1888"^^xsd:string,
        "Wikipedia:Ramipril"^^xsd:string ;
    rdfs:label "ramipril"^^xsd:string ;
    definition: "A dipeptide that is the prodrug for ramiprilat, the active metabolite obtained by hydrolysis of the ethyl ester group. An angiotensin-converting enzyme (ACE) inhibitor, used to treat high blood pressure and congestive heart failure."^^xsd:string ;
    rdfs:subClassOf CHEBI:23990,
        CHEBI:36244,
        CHEBI:38295,
        CHEBI:38296,
        CHEBI:46761,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35457 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50266 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50664 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77307 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77496 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C23H32N2O5"^^xsd:string ;
    chebi:inchi "InChI=1S/C23H32N2O5/c1-3-30-23(29)18(13-12-16-8-5-4-6-9-16)24-15(2)21(26)25-19-11-7-10-17(19)14-20(25)22(27)28/h4-6,8-9,15,17-20,24H,3,7,10-14H2,1-2H3,(H,27,28)/t15-,17-,18-,19-,20-/m0/s1"^^xsd:string ;
    chebi:inchikey "HDACQVRGBOVJII-JBDAPHQKSA-N"^^xsd:string ;
    chebi:mass "416.51060"^^xsd:string ;
    chebi:monoisotopicmass "416.23112"^^xsd:string ;
    chebi:smiles "CCOC(=O)[C@H](CCc1ccccc1)N[C@@H](C)C(=O)N1[C@H]2CCC[C@H]2C[C@H]1C(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2S,3aS,6aS)-1-[(2S)-2-{[(1S)-1-ethoxycarbonyl-3-phenylpropyl]amino}propanoyl]octahydrocyclopenta[b]pyrrole-2-carboxylic acid"^^xsd:string,
        "Ramipril"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2S-(1(R*(R*)),2alpha,3abeta,6abeta))-1-(2-((1-(Ethoxycarbonyl)-3-phenylpropyl)amino)-1-oxopropyl)octahydrocyclopenta(b)pyrrole-2-carboxylic acid"^^xsd:string,
        "Altace (TN)"^^xsd:string,
        "ramipril"^^xsd:string,
        "Ramiprilum"^^xsd:string,
        "Tritace"^^xsd:string ;
    oboInOwl:id "CHEBI:8774"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:8776 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:4327819"^^xsd:string,
        "CAS:66357-35-5"^^xsd:string,
        "DrugBank:DB00863"^^xsd:string,
        "HMDB:HMDB0001930"^^xsd:string,
        "KEGG:D00422"^^xsd:string,
        "Patent:FR2384765"^^xsd:string,
        "Patent:US4128658"^^xsd:string,
        "PMID:18609122"^^xsd:string,
        "PMID:19694603"^^xsd:string,
        "Reaxys:4327819"^^xsd:string,
        "Wikipedia:Ranitidine"^^xsd:string ;
    rdfs:label "ranitidine"^^xsd:string ;
    definition: "A member of the class of  furans used to treat  peptic ulcer disease (PUD) and gastroesophageal reflux disease."^^xsd:string ;
    rdfs:subClassOf CHEBI:16385,
        CHEBI:24129,
        CHEBI:35716,
        CHEBI:50996,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35703 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37961 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:49201 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78298 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:88188 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C13H22N4O3S"^^xsd:string ;
    chebi:inchi "InChI=1S/C13H22N4O3S/c1-14-13(9-17(18)19)15-6-7-21-10-12-5-4-11(20-12)8-16(2)3/h4-5,9,14-15H,6-8,10H2,1-3H3/b13-9+"^^xsd:string ;
    chebi:inchikey "VMXUWOKSQNHOCA-UKTHLTGXSA-N"^^xsd:string ;
    chebi:mass "314.40400"^^xsd:string ;
    chebi:monoisotopicmass "314.14126"^^xsd:string ;
    chebi:smiles "CN\\C(NCCSCc1ccc(CN(C)C)o1)=C/[N+]([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(E)-N-{2-[({5-[(dimethylamino)methyl]-2-furyl}methyl)sulfanyl]ethyl}-N'-methyl-2-nitroethene-1,1-diamine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "ranitidina"^^xsd:string,
        "ranitidine"^^xsd:string,
        "ranitidinum"^^xsd:string ;
    oboInOwl:id "CHEBI:8776"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:8871 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:4891881"^^xsd:string,
        "CAS:106266-06-2"^^xsd:string,
        "Drug_Central:2389"^^xsd:string,
        "DrugBank:DB00734"^^xsd:string,
        "HMDB:HMDB0005020"^^xsd:string,
        "KEGG:D00426"^^xsd:string,
        "LINCS:LSM-3193"^^xsd:string,
        "Patent:EP196132"^^xsd:string,
        "Patent:US4804663"^^xsd:string,
        "PMID:11229618"^^xsd:string,
        "PMID:11476125"^^xsd:string,
        "PMID:14687852"^^xsd:string,
        "PMID:14728058"^^xsd:string,
        "PMID:15096074"^^xsd:string,
        "PMID:17054229"^^xsd:string,
        "PMID:18545060"^^xsd:string,
        "PMID:18722468"^^xsd:string,
        "PMID:19412457"^^xsd:string,
        "PMID:20825390"^^xsd:string,
        "PMID:23327578"^^xsd:string,
        "Reaxys:4891881"^^xsd:string,
        "Wikipedia:Risperidone"^^xsd:string ;
    rdfs:label "risperidone"^^xsd:string ;
    definition: "A member of the class of pyridopyrimidines that is 2-methyl-6,7,8,9-tetrahydropyrido[1,2-a]pyrimidin-4-one carrying an additional 2-[4-(6-fluoro-1,2-benzoxazol-3-yl)piperidin-1-yl]ethyl group at position 2."^^xsd:string ;
    rdfs:subClassOf CHEBI:37143,
        CHEBI:38932,
        CHEBI:48585,
        CHEBI:51545,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37890 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37955 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48279 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48561 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:65191 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76779 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C23H27FN4O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C23H27FN4O2/c1-15-18(23(29)28-10-3-2-4-21(28)25-15)9-13-27-11-7-16(8-12-27)22-19-6-5-17(24)14-20(19)30-26-22/h5-6,14,16H,2-4,7-13H2,1H3"^^xsd:string ;
    chebi:inchikey "RAPZEAPATHNIPO-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "410.48450"^^xsd:string ;
    chebi:monoisotopicmass "410.21180"^^xsd:string ;
    chebi:smiles "Cc1nc2CCCCn2c(=O)c1CCN1CCC(CC1)c1noc2cc(F)ccc12"^^xsd:string ;
    oboInOwl:hasExactSynonym "3-{2-[4-(6-fluoro-1,2-benzisoxazol-3-yl)piperidin-1-yl]ethyl}-2-methyl-6,7,8,9-tetrahydro-4H-pyrido[1,2-a]pyrimidin-4-one"^^xsd:string,
        "risperidone"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Risperdal"^^xsd:string,
        "risperidona"^^xsd:string,
        "risperidone"^^xsd:string,
        "risperidonum"^^xsd:string,
        "Risperin"^^xsd:string,
        "Rispolept"^^xsd:string,
        "Rispolin"^^xsd:string,
        "Sequinan"^^xsd:string ;
    oboInOwl:id "CHEBI:8871"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:8887 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:8269007"^^xsd:string,
        "CAS:162011-90-7"^^xsd:string,
        "Drug_Central:2397"^^xsd:string,
        "DrugBank:DB00533"^^xsd:string,
        "KEGG:C07590"^^xsd:string,
        "KEGG:D00568"^^xsd:string,
        "LINCS:LSM-2482"^^xsd:string,
        "PMID:10859630"^^xsd:string,
        "PMID:11014111"^^xsd:string,
        "PMID:12069696"^^xsd:string,
        "PMID:16934051"^^xsd:string,
        "PMID:20162413"^^xsd:string,
        "PMID:28166217"^^xsd:string,
        "Reaxys:8269007"^^xsd:string,
        "Wikipedia:Rofecoxib"^^xsd:string ;
    rdfs:label "rofecoxib"^^xsd:string ;
    definition: "A butenolide that is furan-2(5H)-one substituted by a phenyl group at position 3 and by a p-(methylsulfonyl)phenyl group at position 4. A selective cyclooxygenase 2 inhibitor, it was used from 1999 to 2004 for the treatment of ostoarthritis, but was withdrawn following concerns about an associated increased risk of heart attack and stroke."^^xsd:string ;
    rdfs:subClassOf CHEBI:35850,
        CHEBI:50523,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35475 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35480 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50629 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C17H14O4S"^^xsd:string ;
    chebi:inchi "InChI=1S/C17H14O4S/c1-22(19,20)14-9-7-12(8-10-14)15-11-21-17(18)16(15)13-5-3-2-4-6-13/h2-10H,11H2,1H3"^^xsd:string ;
    chebi:inchikey "RZJQGNCSTQAWON-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "314.35600"^^xsd:string ;
    chebi:monoisotopicmass "314.06128"^^xsd:string ;
    chebi:smiles "CS(=O)(=O)c1ccc(cc1)C1=C(C(=O)OC1)c1ccccc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "4-[4-(methylsulfonyl)phenyl]-3-phenylfuran-2(5H)-one"^^xsd:string,
        "Rofecoxib"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3-phenyl-4-[4-(methylsulfonyl)phenyl]-2(5H)-furanone"^^xsd:string,
        "4-[4-(methylsulfonyl)phenyl]-3-phenyl-2(5H)-furanone"^^xsd:string,
        "Ceoxx"^^xsd:string,
        "rofecoxib"^^xsd:string,
        "rofecoxibum"^^xsd:string,
        "Vioxx"^^xsd:string ;
    oboInOwl:id "CHEBI:8887"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:8888 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:6062222"^^xsd:string,
        "CAS:91374-21-9"^^xsd:string,
        "Drug_Central:2402"^^xsd:string,
        "DrugBank:DB00268"^^xsd:string,
        "KEGG:C07564"^^xsd:string,
        "KEGG:D08489"^^xsd:string,
        "LINCS:LSM-2351"^^xsd:string,
        "Patent:US4452808"^^xsd:string,
        "Wikipedia:Ropinirole"^^xsd:string ;
    rdfs:label "ropinirole"^^xsd:string ;
    rdfs:subClassOf CHEBI:24829,
        CHEBI:32876,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35470 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48407 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:51065 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C16H24N2O"^^xsd:string ;
    chebi:inchi "InChI=1S/C16H24N2O/c1-3-9-18(10-4-2)11-8-13-6-5-7-15-14(13)12-16(19)17-15/h5-7H,3-4,8-12H2,1-2H3,(H,17,19)"^^xsd:string ;
    chebi:inchikey "UHSKFQJFRQCDBE-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "260.37464"^^xsd:string ;
    chebi:monoisotopicmass "260.18886"^^xsd:string ;
    chebi:smiles "CCCN(CCC)CCc1cccc2NC(=O)Cc12"^^xsd:string ;
    oboInOwl:hasExactSynonym "4-[2-(dipropylamino)ethyl]-1,3-dihydro-2H-indol-2-one"^^xsd:string,
        "Ropinirole"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "ropinirol"^^xsd:string,
        "ropinirole"^^xsd:string,
        "ropinirolum"^^xsd:string ;
    oboInOwl:id "CHEBI:8888"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:9073 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:225330"^^xsd:string,
        "CAS:76-73-3"^^xsd:string,
        "Drug_Central:2428"^^xsd:string,
        "DrugBank:DB00418"^^xsd:string,
        "Gmelin:283703"^^xsd:string,
        "HMDB:HMDB0014562"^^xsd:string,
        "KEGG:D00430"^^xsd:string,
        "Reaxys:225330"^^xsd:string,
        "Wikipedia:Secobarbital"^^xsd:string ;
    rdfs:label "secobarbital"^^xsd:string ;
    definition: "A member of the class of  barbiturates that is barbituric acid in which the hydrogens at position 5 are substituted by prop-2-en-1-yl and pentan-2-yl groups."^^xsd:string ;
    rdfs:subClassOf CHEBI:22693,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:16294 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:60810 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35717 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:60807 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C12H18N2O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C12H18N2O3/c1-4-6-8(3)12(7-5-2)9(15)13-11(17)14-10(12)16/h5,8H,2,4,6-7H2,1,3H3,(H2,13,14,15,16,17)"^^xsd:string ;
    chebi:inchikey "KQPKPCNLIDLUMF-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "238.28300"^^xsd:string ;
    chebi:monoisotopicmass "238.13174"^^xsd:string ;
    chebi:smiles "CCCC(C)C1(CC=C)C(=O)NC(=O)NC1=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "5-(pentan-2-yl)-5-(prop-2-en-1-yl)-pyrimidine-2,4,6(1H,3H,5H)-trione"^^xsd:string,
        "secobarbital"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "5-(1-methylbutyl)-5-(2-propenyl)-2,4,6(1H,3H,5H)-pyrimidinetrione"^^xsd:string,
        "5-allyl-5-(1-methylbutyl)-2,4,6(1H,3H,5H)-pyrimidinetrione"^^xsd:string,
        "5-allyl-5-(1-methylbutyl)barbituric acid"^^xsd:string,
        "5-allyl-5-(1-methylbutyl)pyrimidine-2,4,6(1H,3H,5H)-trione"^^xsd:string,
        "(+-)-secobarbital"^^xsd:string,
        "quinalbarbitone"^^xsd:string,
        "secobarbital"^^xsd:string,
        "secobarbitalum"^^xsd:string,
        "secobarbitone"^^xsd:string,
        "Seconal"^^xsd:string ;
    oboInOwl:id "CHEBI:9073"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:9123 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:5753709"^^xsd:string,
        "CAS:79617-96-2"^^xsd:string,
        "Drug_Central:2436"^^xsd:string,
        "DrugBank:DB01104"^^xsd:string,
        "HMDB:HMDB0005010"^^xsd:string,
        "KEGG:C07246"^^xsd:string,
        "KEGG:D02360"^^xsd:string,
        "LINCS:LSM-3843"^^xsd:string,
        "Patent:US4536518"^^xsd:string,
        "PDBeChem:SRE"^^xsd:string,
        "PMID:19502000"^^xsd:string,
        "PMID:21823671"^^xsd:string,
        "Reaxys:5753709"^^xsd:string,
        "Wikipedia:Sertraline"^^xsd:string ;
    rdfs:label "sertraline"^^xsd:string ;
    definition: "A member of the class of tetralins that is tetralin which is substituted at positions 1 and 4 by a methylamino and a 3,4-dichlorophenyl group, respectively (the S,S diastereoisomer). A selective serotonin-reuptake inhibitor (SSRI), it is administered orally as the hydrochloride salt as an antidepressant for the treatment of depression, obsessive-compulsive disorder, panic disorder and post-traumatic stress disorder."^^xsd:string ;
    rdfs:subClassOf CHEBI:23697,
        CHEBI:36786,
        CHEBI:50995,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:35008 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:64214 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35469 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50949 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C17H17Cl2N"^^xsd:string ;
    chebi:inchi "InChI=1S/C17H17Cl2N/c1-20-17-9-7-12(13-4-2-3-5-14(13)17)11-6-8-15(18)16(19)10-11/h2-6,8,10,12,17,20H,7,9H2,1H3/t12-,17-/m0/s1"^^xsd:string ;
    chebi:inchikey "VGKDLMBJGBXTGI-SJCJKPOMSA-N"^^xsd:string ;
    chebi:mass "306.23000"^^xsd:string ;
    chebi:monoisotopicmass "305.07380"^^xsd:string ;
    chebi:smiles "[H][C@]1(CC[C@H](NC)c2ccccc12)c1ccc(Cl)c(Cl)c1"^^xsd:string ;
    oboInOwl:hasExactSynonym "(1S,4S)-4-(3,4-dichlorophenyl)-N-methyl-1,2,3,4-tetrahydronaphthalen-1-amine"^^xsd:string,
        "Sertraline"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(1S,4S)-sertraline"^^xsd:string,
        "(1S-cis)-1,2,3,4-tetrahydro-4-(3,4-dichlorophenyl)-N-methyl-1-naphthalenamine"^^xsd:string,
        "(+)-sertraline"^^xsd:string,
        "cis-(+)-sertraline"^^xsd:string,
        "CP 51974"^^xsd:string,
        "sertralina"^^xsd:string,
        "sertraline"^^xsd:string,
        "sertralinum"^^xsd:string ;
    oboInOwl:id "CHEBI:9123"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:9150 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:4768037"^^xsd:string,
        "CAS:79902-63-9"^^xsd:string,
        "Drug_Central:2445"^^xsd:string,
        "DrugBank:DB00641"^^xsd:string,
        "HMDB:HMDB0005007"^^xsd:string,
        "KEGG:D00434"^^xsd:string,
        "LINCS:LSM-2492"^^xsd:string,
        "Patent:EP33538"^^xsd:string,
        "Patent:US4444784"^^xsd:string,
        "PMID:11336576"^^xsd:string,
        "PMID:12827636"^^xsd:string,
        "PMID:14561068"^^xsd:string,
        "PMID:14691614"^^xsd:string,
        "PMID:14973129"^^xsd:string,
        "PMID:16144183"^^xsd:string,
        "PMID:17640385"^^xsd:string,
        "PMID:18199328"^^xsd:string,
        "PMID:18688862"^^xsd:string,
        "PMID:18936176"^^xsd:string,
        "PMID:22737247"^^xsd:string,
        "Wikipedia:Simvastatin"^^xsd:string ;
    rdfs:label "simvastatin"^^xsd:string ;
    definition: "A member of the class of hexahydronaphthalenes that is lovastatin in which the 2-methylbutyrate ester moiety has been replaced by a 2,2-dimethylbutyrate ester group. It is used as a cholesterol-lowering and anti-cardiovascular disease drug."^^xsd:string ;
    rdfs:subClassOf CHEBI:18946,
        CHEBI:35748,
        CHEBI:87633,
        CHEBI:142348,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:40303 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50266 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77255 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:173085 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:176497 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C25H38O5"^^xsd:string ;
    chebi:inchi "InChI=1S/C25H38O5/c1-6-25(4,5)24(28)30-21-12-15(2)11-17-8-7-16(3)20(23(17)21)10-9-19-13-18(26)14-22(27)29-19/h7-8,11,15-16,18-21,23,26H,6,9-10,12-14H2,1-5H3/t15-,16-,18+,19+,20-,21-,23-/m0/s1"^^xsd:string ;
    chebi:inchikey "RYMZZMVNJRMUDD-HGQWONQESA-N"^^xsd:string ;
    chebi:mass "418.56620"^^xsd:string ;
    chebi:monoisotopicmass "418.27192"^^xsd:string ;
    chebi:smiles "CCC(C)(C)C(=O)O[C@H]1C[C@@H](C)C=C2C=C[C@H](C)[C@H](CC[C@@H]3C[C@@H](O)CC(=O)O3)[C@@H]12"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:45577"^^xsd:string ;
    oboInOwl:hasExactSynonym "(1S,3R,7S,8S,8aR)-8-{2-[(2R,4R)-4-hydroxy-6-oxotetrahydro-2H-pyran-2-yl]ethyl}-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl 2,2-dimethylbutanoate"^^xsd:string,
        "Simvastatin"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2,2-dimethylbutyric acid, 8-ester with (4R,6R)-6-(2-((1S,2S,6R,8S,8aR)-1,2,6,7,8,8a-hexahydro-8-hydroxy-2,6-dimethyl-1-naphthyl)ethyl)tetrahydro-4-hydroxy-2H-pyran-2-one"^^xsd:string,
        "MK-733"^^xsd:string,
        "simvastatin"^^xsd:string,
        "Simvastatina"^^xsd:string,
        "Simvastatine"^^xsd:string,
        "Simvastatinum"^^xsd:string,
        "Zocor"^^xsd:string ;
    oboInOwl:id "CHEBI:9150"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:9212 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:3658018"^^xsd:string,
        "CAS:110871-86-8"^^xsd:string,
        "Drug_Central:2466"^^xsd:string,
        "DrugBank:DB01208"^^xsd:string,
        "KEGG:C07662"^^xsd:string,
        "KEGG:D00590"^^xsd:string,
        "LINCS:LSM-5251"^^xsd:string,
        "Wikipedia:Sparfloxacin"^^xsd:string ;
    rdfs:label "sparfloxacin"^^xsd:string ;
    rdfs:subClassOf CHEBI:23765,
        CHEBI:26512,
        CHEBI:46848,
        CHEBI:86324,
        CHEBI:87211 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C19H22F2N4O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C19H22F2N4O3/c1-8-5-24(6-9(2)23-8)17-13(20)15(22)12-16(14(17)21)25(10-3-4-10)7-11(18(12)26)19(27)28/h7-10,23H,3-6,22H2,1-2H3,(H,27,28)/t8-,9+"^^xsd:string ;
    chebi:inchikey "DZZWHBIBMUVIIW-DTORHVGOSA-N"^^xsd:string ;
    chebi:mass "392.39980"^^xsd:string ;
    chebi:monoisotopicmass "392.16600"^^xsd:string ;
    chebi:smiles "C[C@H]1CN(C[C@@H](C)N1)c1c(F)c(N)c2c(c1F)n(cc(C(O)=O)c2=O)C1CC1"^^xsd:string ;
    oboInOwl:hasExactSynonym "5-amino-1-cyclopropyl-7-[(3R,5S)-3,5-dimethylpiperazin-1-yl]-6,8-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid"^^xsd:string,
        "Sparfloxacin"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "cis-5-Amino-1-cyclopropyl-7-(3,5-dimethyl-1-piperazinyl)-6,8-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid"^^xsd:string ;
    oboInOwl:id "CHEBI:9212"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:9241 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:57767"^^xsd:string,
        "CAS:52-01-7"^^xsd:string,
        "Drug_Central:2475"^^xsd:string,
        "DrugBank:DB00421"^^xsd:string,
        "HMDB:HMDB0014565"^^xsd:string,
        "KEGG:C07310"^^xsd:string,
        "KEGG:D00443"^^xsd:string,
        "Patent:US3013012"^^xsd:string,
        "PDBeChem:SNL"^^xsd:string,
        "PMID:11300427"^^xsd:string,
        "Reaxys:57767"^^xsd:string,
        "Wikipedia:Spironolactone"^^xsd:string ;
    rdfs:label "spironolactone"^^xsd:string ;
    definition: "A  steroid lactone that is 17alpha-pregn-4-ene-21,17-carbolactone substituted by an oxo group at position 3 and an alpha-acetylsulfanyl group at position 7."^^xsd:string ;
    rdfs:subClassOf CHEBI:26766,
        CHEBI:37948,
        CHEBI:47909,
        CHEBI:51277,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35498 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35674 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35703 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50844 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78298 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C24H32O4S"^^xsd:string ;
    chebi:inchi "InChI=1S/C24H32O4S/c1-14(25)29-19-13-15-12-16(26)4-8-22(15,2)17-5-9-23(3)18(21(17)19)6-10-24(23)11-7-20(27)28-24/h12,17-19,21H,4-11,13H2,1-3H3/t17-,18-,19+,21+,22-,23-,24+/m0/s1"^^xsd:string ;
    chebi:inchikey "LXMSZDCAJNLERA-ZHYRCANASA-N"^^xsd:string ;
    chebi:mass "416.57448"^^xsd:string ;
    chebi:monoisotopicmass "416.20213"^^xsd:string ;
    chebi:smiles "[H][C@]12CC[C@@]3(C)[C@@]([H])(CC[C@@]33CCC(=O)O3)[C@]1([H])[C@@H](CC1=CC(=O)CC[C@]21C)SC(C)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:45692"^^xsd:string ;
    oboInOwl:hasExactSynonym "7alpha-(acetylsulfanyl)-3-oxo-17alpha-pregn-4-ene-21,17-carbolactone"^^xsd:string,
        "Spironolactone"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "espironolactona"^^xsd:string,
        "spironolactone"^^xsd:string,
        "spironolactonum"^^xsd:string,
        "spironolattone"^^xsd:string ;
    oboInOwl:id "CHEBI:9241"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:9263 a owl:Class ;
    owl:deprecated true ;
    replacedBy: CHEBI:35341 ;
    obsReason: termsMerged: .

CHEBI:9288 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:2060675"^^xsd:string,
        "CAS:18883-66-4"^^xsd:string,
        "DrugBank:DB00428"^^xsd:string,
        "HMDB:HMDB0014572"^^xsd:string,
        "KEGG:C07313"^^xsd:string,
        "KEGG:D05932"^^xsd:string,
        "Patent:FR1434920"^^xsd:string,
        "Patent:US4156777"^^xsd:string,
        "Patent:US2005271747"^^xsd:string,
        "Patent:US2005272738"^^xsd:string,
        "Patent:US2008085882"^^xsd:string,
        "PMID:2954873"^^xsd:string,
        "PMID:12613763"^^xsd:string,
        "PMID:23151907"^^xsd:string,
        "PMID:23333576"^^xsd:string,
        "PMID:23600389"^^xsd:string,
        "PMID:23612842"^^xsd:string,
        "PMID:23662406"^^xsd:string,
        "Reaxys:2060675"^^xsd:string,
        "Wikipedia:Streptozocin"^^xsd:string ;
    rdfs:label "streptozocin"^^xsd:string ;
    definition: "An N-nitrosourea that is an antibiotic produced by Streptomyces achromogenes. It is used as an antineoplastic agent and to induce diabetes in experimental animals."^^xsd:string ;
    rdfs:subClassOf CHEBI:21638,
        CHEBI:76551,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:25212 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:33281 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35610 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:59517 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C8H15N3O7"^^xsd:string ;
    chebi:inchi "InChI=1S/C8H15N3O7/c1-11(10-17)8(16)9-4-6(14)5(13)3(2-12)18-7(4)15/h3-7,12-15H,2H2,1H3,(H,9,16)/t3-,4-,5-,6-,7+/m1/s1"^^xsd:string ;
    chebi:inchikey "ZSJLQEPLLKMAKR-GKHCUFPYSA-N"^^xsd:string ;
    chebi:mass "265.22072"^^xsd:string ;
    chebi:monoisotopicmass "265.09100"^^xsd:string ;
    chebi:smiles "CN(N=O)C(=O)N[C@H]1[C@@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-deoxy-2-{[methyl(nitroso)carbamoyl]amino}-alpha-D-glucopyranose"^^xsd:string,
        "streptozocin"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-Deoxy-2-(3-methyl-3-nitrosoureido)-D-glucopyranose"^^xsd:string,
        "2-Deoxy-2-(((methylnitrosoamino)carbonyl)amino)-D-glucopyranose"^^xsd:string,
        "estreptozocina"^^xsd:string,
        "N-D-Glucosyl-(2)-N&#39;-nitrosomethylharnstoff"^^xsd:string,
        "N-D-Glucosyl-(2)-N'-nitrosomethylurea"^^xsd:string,
        "streptozocin"^^xsd:string,
        "streptozocine"^^xsd:string,
        "Streptozocinium"^^xsd:string,
        "streptozocinum"^^xsd:string,
        "Streptozotocin"^^xsd:string,
        "Zanosar"^^xsd:string ;
    oboInOwl:id "CHEBI:9288"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:9328 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:235192"^^xsd:string,
        "CAS:68-35-9"^^xsd:string,
        "Drug_Central:2500"^^xsd:string,
        "DrugBank:DB00359"^^xsd:string,
        "Gmelin:219136"^^xsd:string,
        "HMDB:HMDB0014503"^^xsd:string,
        "KEGG:C07658"^^xsd:string,
        "KEGG:D00587"^^xsd:string,
        "LINCS:LSM-5457"^^xsd:string,
        "Patent:GB557055"^^xsd:string,
        "Patent:US2407966"^^xsd:string,
        "Patent:US2410793"^^xsd:string,
        "PMID:7378112"^^xsd:string,
        "PMID:8429812"^^xsd:string,
        "PMID:11431418"^^xsd:string,
        "PMID:12811231"^^xsd:string,
        "PMID:13037579"^^xsd:string,
        "PMID:15907564"^^xsd:string,
        "PMID:18706672"^^xsd:string,
        "PMID:20244050"^^xsd:string,
        "PMID:23206954"^^xsd:string,
        "PMID:23245764"^^xsd:string,
        "PMID:23270807"^^xsd:string,
        "PMID:23322489"^^xsd:string,
        "PMID:23396336"^^xsd:string,
        "PMID:23411088"^^xsd:string,
        "PMID:23411170"^^xsd:string,
        "PMID:23704574"^^xsd:string,
        "PMID:23707894"^^xsd:string,
        "Reaxys:235192"^^xsd:string,
        "VSDB:1740"^^xsd:string,
        "Wikipedia:Sulfadiazine"^^xsd:string ;
    rdfs:label "sulfadiazine"^^xsd:string ;
    definition: "A sulfonamide consisting of pyrimidine with a 4-aminobenzenesulfonamido group at the 2-position."^^xsd:string ;
    rdfs:subClassOf CHEBI:39447,
        CHEBI:48975,
        CHEBI:87228,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:45373 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:33127 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35703 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35818 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50502 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:74234 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78298 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:88188 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C10H10N4O2S"^^xsd:string ;
    chebi:inchi "InChI=1S/C10H10N4O2S/c11-8-2-4-9(5-3-8)17(15,16)14-10-12-6-1-7-13-10/h1-7H,11H2,(H,12,13,14)"^^xsd:string ;
    chebi:inchikey "SEEPANYCNGTZFQ-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "250.27700"^^xsd:string ;
    chebi:monoisotopicmass "250.05245"^^xsd:string ;
    chebi:smiles "Nc1ccc(cc1)S(=O)(=O)Nc1ncccn1"^^xsd:string ;
    oboInOwl:hasExactSynonym "4-amino-N-(pyrimidin-2-yl)benzenesulfonamide"^^xsd:string,
        "Sulfadiazine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-sulfanilamidopyrimidine"^^xsd:string,
        "2-sulfanilylaminopyrimidine"^^xsd:string,
        "4-amino-N-2-pyrimidinylbenzenesulfonamide"^^xsd:string,
        "N(1)-2-pyrimidinylsulfanilamide"^^xsd:string,
        "N(1)-2-pyrimidylsulfanilamide"^^xsd:string,
        "sulfadiazin"^^xsd:string,
        "sulfadiazina"^^xsd:string,
        "sulfadiazine"^^xsd:string,
        "sulfadiazinum"^^xsd:string,
        "sulfapyrimidine"^^xsd:string,
        "sulphadiazine"^^xsd:string ;
    oboInOwl:id "CHEBI:9328"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:9331 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:255002"^^xsd:string,
        "CAS:144-82-1"^^xsd:string,
        "Drug_Central:2512"^^xsd:string,
        "DrugBank:DB00576"^^xsd:string,
        "KEGG:C08050"^^xsd:string,
        "KEGG:D00870"^^xsd:string,
        "LINCS:LSM-5455"^^xsd:string,
        "Patent:US2447702"^^xsd:string,
        "PMID:11431418"^^xsd:string,
        "PMID:17180970"^^xsd:string,
        "PMID:20303138"^^xsd:string,
        "PMID:21275251"^^xsd:string,
        "Reaxys:255002"^^xsd:string,
        "Wikipedia:Sulfamethizole"^^xsd:string ;
    rdfs:label "sulfamethizole"^^xsd:string ;
    definition: "A sulfonamide consisting of a 1,3,4-thiadiazole nucleus with a methyl substituent at C-5 and a 4-aminobenzenesulfonamido group at C-2."^^xsd:string ;
    rdfs:subClassOf CHEBI:38099,
        CHEBI:87228,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35441 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50502 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:88188 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C9H10N4O2S2"^^xsd:string ;
    chebi:inchi "InChI=1S/C9H10N4O2S2/c1-6-11-12-9(16-6)13-17(14,15)8-4-2-7(10)3-5-8/h2-5H,10H2,1H3,(H,12,13)"^^xsd:string ;
    chebi:inchikey "VACCAVUAMIDAGB-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "270.33346"^^xsd:string ;
    chebi:monoisotopicmass "270.02452"^^xsd:string ;
    chebi:smiles "Cc1nnc(NS(=O)(=O)c2ccc(N)cc2)s1"^^xsd:string ;
    oboInOwl:hasExactSynonym "4-amino-N-(5-methyl-1,3,4-thiadiazol-2-yl)benzenesulfonamide"^^xsd:string,
        "Sulfamethizole"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Rufol"^^xsd:string,
        "sulfamethizol"^^xsd:string,
        "sulfamethizole"^^xsd:string,
        "sulfamethizolum"^^xsd:string,
        "sulfamethylthiadiazole"^^xsd:string,
        "sulfametizol"^^xsd:string,
        "sulphamethazole"^^xsd:string,
        "sulphamethiozole"^^xsd:string ;
    oboInOwl:id "CHEBI:9331"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:9332 a owl:Class ;
    oboInOwl:hasDbXref "CAS:723-46-6"^^xsd:string,
        "Drug_Central:2514"^^xsd:string,
        "DrugBank:DB01015"^^xsd:string,
        "Gmelin:226453"^^xsd:string,
        "HMDB:HMDB0015150"^^xsd:string,
        "KEGG:C07315"^^xsd:string,
        "KEGG:D00447"^^xsd:string,
        "LINCS:LSM-5422"^^xsd:string,
        "PMID:226453"^^xsd:string,
        "PMID:313909"^^xsd:string,
        "PMID:3906132"^^xsd:string,
        "PMID:6864729"^^xsd:string,
        "PMID:7486915"^^xsd:string,
        "PMID:7490723"^^xsd:string,
        "PMID:7534104"^^xsd:string,
        "PMID:7602118"^^xsd:string,
        "PMID:7731020"^^xsd:string,
        "PMID:7798534"^^xsd:string,
        "PMID:8208693"^^xsd:string,
        "PMID:8632413"^^xsd:string,
        "PMID:10843725"^^xsd:string,
        "PMID:10891117"^^xsd:string,
        "PMID:10969989"^^xsd:string,
        "PMID:11350866"^^xsd:string,
        "PMID:11431418"^^xsd:string,
        "PMID:12019187"^^xsd:string,
        "PMID:15497867"^^xsd:string,
        "PMID:15588915"^^xsd:string,
        "PMID:15967282"^^xsd:string,
        "PMID:15984773"^^xsd:string,
        "PMID:17095123"^^xsd:string,
        "PMID:17110110"^^xsd:string,
        "PMID:17158933"^^xsd:string,
        "PMID:17311370"^^xsd:string,
        "PMID:17442935"^^xsd:string,
        "PMID:17573190"^^xsd:string,
        "PMID:18334600"^^xsd:string,
        "PMID:18958736"^^xsd:string,
        "PMID:19436870"^^xsd:string,
        "PMID:20564608"^^xsd:string,
        "PMID:22534821"^^xsd:string,
        "PMID:23611245"^^xsd:string,
        "PMID:23649399"^^xsd:string,
        "PMID:23742687"^^xsd:string,
        "PMID:25851465"^^xsd:string,
        "Reaxys:226453"^^xsd:string,
        "Wikipedia:Sulfamethoxazole"^^xsd:string ;
    rdfs:label "sulfamethoxazole"^^xsd:string ;
    definition: "An isoxazole (1,2-oxazole) compound having a methyl substituent at the 5-position and a 4-aminobenzenesulfonamido group at the 3-position."^^xsd:string ;
    rdfs:subClassOf CHEBI:48975,
        CHEBI:55373,
        CHEBI:87228,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:45373 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:33282 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35441 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35703 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50183 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50502 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:53000 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:74234 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78298 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:88188 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C10H11N3O3S"^^xsd:string ;
    chebi:inchi "InChI=1S/C10H11N3O3S/c1-7-6-10(12-16-7)13-17(14,15)9-4-2-8(11)3-5-9/h2-6H,11H2,1H3,(H,12,13)"^^xsd:string ;
    chebi:inchikey "JLKIGFTWXXRPMT-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "253.279"^^xsd:string ;
    chebi:monoisotopicmass "253.05211"^^xsd:string ;
    chebi:smiles "C=1(C=CC(=CC1)N)S(NC=2C=C(ON2)C)(=O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:102247"^^xsd:string ;
    oboInOwl:hasExactSynonym "4-amino-N-(5-methyl-1,2-oxazol-3-yl)benzenesulfonamide"^^xsd:string,
        "Sulfamethoxazole"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3-(p-Aminophenylsulfonamido)-5-methylisoxazole"^^xsd:string,
        "3-Sulfanilamido-5-methylisoxazole"^^xsd:string,
        "4-Amino-N-(5-methyl-3-isoxazolyl)benzenesulfonamide"^^xsd:string,
        "Gantanol (TN)"^^xsd:string,
        "SMX"^^xsd:string,
        "sulphamethoxazole"^^xsd:string ;
    oboInOwl:id "CHEBI:9332"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:9334 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:356241"^^xsd:string,
        "Beilstein:8132868"^^xsd:string,
        "CAS:599-79-1"^^xsd:string,
        "DrugBank:DB00795"^^xsd:string,
        "Gmelin:2666050"^^xsd:string,
        "KEGG:C07316"^^xsd:string,
        "KEGG:D00448"^^xsd:string,
        "Patent:US2396145"^^xsd:string,
        "PDBeChem:SAS"^^xsd:string,
        "PMID:2434548"^^xsd:string,
        "PMID:7720170"^^xsd:string,
        "PMID:11362329"^^xsd:string,
        "PMID:11485124"^^xsd:string,
        "PMID:11587223"^^xsd:string,
        "PMID:14981898"^^xsd:string,
        "PMID:15248210"^^xsd:string,
        "PMID:16322111"^^xsd:string,
        "PMID:17386570"^^xsd:string,
        "Reaxys:8132868"^^xsd:string ;
    rdfs:label "sulfasalazine"^^xsd:string ;
    definition: "An azobenzene consisting of diphenyldiazene having a carboxy substituent at the 4-position, a hydroxy substituent at the 3-position and a 2-pyridylaminosulphonyl substituent at the 4'-position."^^xsd:string ;
    rdfs:subClassOf CHEBI:22682,
        CHEBI:26421,
        CHEBI:35358,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:45373 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35441 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35475 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:55324 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76797 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:88188 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:173085 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C18H14N4O5S"^^xsd:string ;
    chebi:inchi "InChI=1S/C18H14N4O5S/c23-16-9-6-13(11-15(16)18(24)25)21-20-12-4-7-14(8-5-12)28(26,27)22-17-3-1-2-10-19-17/h1-11,23H,(H,19,22)(H,24,25)/b21-20+"^^xsd:string ;
    chebi:inchikey "NCEXYHBECQHGNR-QZQOTICOSA-N"^^xsd:string ;
    chebi:mass "398.39300"^^xsd:string ;
    chebi:monoisotopicmass "398.06849"^^xsd:string ;
    chebi:smiles "OC(=O)c1cc(ccc1O)\\N=N\\c1ccc(cc1)S(=O)(=O)Nc1ccccn1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:101223"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-hydroxy-5-{[4-(pyridin-2-ylsulfamoyl)phenyl]diazenyl}benzoic acid"^^xsd:string,
        "Sulfasalazine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-Hydroxy-5-((4-((2-pyridinylamino)sulfonyl)phenyl)azo)benzoic acid"^^xsd:string,
        "2-Hydroxy-5-[4-(pyridin-2-ylsulfamoyl)-phenylazo]-benzoic acid"^^xsd:string,
        "4-(Pyridyl-2-amidosulfonyl)-3'-carboxy-4'-hydroxyazobenzene"^^xsd:string,
        "5-(4-(2-Pyridylsulfamoyl)phenylazo)-2-hydroxybenzoic acid"^^xsd:string,
        "5-((p-(2-Pyridylsulfamoyl)phenyl)azo)salicylic acid"^^xsd:string,
        "5-(p-(2-Pyridylsulfamyl)phenylazo)salicylic acid"^^xsd:string,
        "Azulfidine"^^xsd:string,
        "Salazosulfapiridina"^^xsd:string,
        "Salazosulfapyridine"^^xsd:string,
        "Salazosulfapyridinum"^^xsd:string,
        "Salicylazosulfapyridine"^^xsd:string,
        "Sulfasalazina"^^xsd:string,
        "sulfasalazine"^^xsd:string,
        "Sulfasalazinum"^^xsd:string ;
    oboInOwl:id "CHEBI:9334"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:9342 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:713597"^^xsd:string,
        "CAS:57-96-5"^^xsd:string,
        "Drug_Central:2528"^^xsd:string,
        "DrugBank:DB01138"^^xsd:string,
        "KEGG:C07317"^^xsd:string,
        "KEGG:D00449"^^xsd:string,
        "LINCS:LSM-1491"^^xsd:string,
        "Wikipedia:Sulfinpyrazone"^^xsd:string ;
    rdfs:label "sulfinpyrazone"^^xsd:string ;
    rdfs:subClassOf CHEBI:22063,
        CHEBI:38312,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35841 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C23H20N2O3S"^^xsd:string ;
    chebi:inchi "InChI=1S/C23H20N2O3S/c26-22-21(16-17-29(28)20-14-8-3-9-15-20)23(27)25(19-12-6-2-7-13-19)24(22)18-10-4-1-5-11-18/h1-15,21H,16-17H2"^^xsd:string ;
    chebi:inchikey "MBGGBVCUIVRRBF-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "404.48258"^^xsd:string ;
    chebi:monoisotopicmass "404.11946"^^xsd:string ;
    chebi:smiles "O=C1C(CCS(=O)c2ccccc2)C(=O)N(N1c1ccccc1)c1ccccc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "1,2-diphenyl-4-[2-(phenylsulfinyl)ethyl]pyrazolidine-3,5-dione"^^xsd:string,
        "Sulfinpyrazone"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1,2-Diphenyl-3,5-dioxo-4-(2-phenylsulfinylethyl)pyrazolidine"^^xsd:string,
        "1,2-Diphenyl-4-(2'-phenylsulfinethyl)-3,5-pyrazolidinedione"^^xsd:string,
        "4-(2-Benzenesulfinylethyl)-1,2-diphenylpyrazolidine-3,5-dione"^^xsd:string,
        "Anturane (TN)"^^xsd:string,
        "Sulfoxyphenylpyrazolidine"^^xsd:string ;
    oboInOwl:id "CHEBI:9342"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:9352 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:2951842"^^xsd:string,
        "CAS:38194-50-2"^^xsd:string,
        "Drug_Central:2534"^^xsd:string,
        "DrugBank:DB00605"^^xsd:string,
        "HMDB:HMDB0014743"^^xsd:string,
        "KEGG:C01531"^^xsd:string,
        "KEGG:D00120"^^xsd:string,
        "Patent:DE2039426"^^xsd:string,
        "Patent:US3654349"^^xsd:string,
        "PDBeChem:SUZ"^^xsd:string,
        "PMID:11569947"^^xsd:string,
        "PMID:11927004"^^xsd:string,
        "PMID:12406542"^^xsd:string,
        "PMID:15020200"^^xsd:string,
        "PMID:15123337"^^xsd:string,
        "PMID:19884509"^^xsd:string,
        "PMID:23689354"^^xsd:string,
        "PMID:23804703"^^xsd:string,
        "Reaxys:2951842"^^xsd:string,
        "Wikipedia:Sulindac"^^xsd:string ;
    rdfs:label "sulindac"^^xsd:string ;
    definition: "A monocarboxylic acid that is 1-benzylidene-1H-indene which is substituted at positions 2, 3, and 5 by methyl, carboxymethyl, and fluorine respectively, and in which the phenyl group of the benzylidene moiety is substituted at the para position by a methylsulfinyl group. It is a prodrug for the corresponding sulfide, a non-steroidal anti-inflammatory drug, used particularly in the treatment of acute and chronic inflammatory conditions."^^xsd:string ;
    rdfs:subClassOf CHEBI:22063,
        CHEBI:25384,
        CHEBI:37143,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:15366 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35475 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35481 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35493 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35544 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35610 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50266 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:66993 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:68495 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C20H17FO3S"^^xsd:string ;
    chebi:inchi "InChI=1S/C20H17FO3S/c1-12-17(9-13-3-6-15(7-4-13)25(2)24)16-8-5-14(21)10-19(16)18(12)11-20(22)23/h3-10H,11H2,1-2H3,(H,22,23)/b17-9-"^^xsd:string ;
    chebi:inchikey "MLKXDPUZXIRXEP-MFOYZWKCSA-N"^^xsd:string ;
    chebi:mass "356.41158"^^xsd:string ;
    chebi:monoisotopicmass "356.08824"^^xsd:string ;
    chebi:smiles "CC1=C(CC(O)=O)c2cc(F)ccc2C\\1=C/c1ccc(cc1)S(C)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "Sulindac"^^xsd:string,
        "{(1Z)-5-fluoro-2-methyl-1-[4-(methylsulfinyl)benzylidene]-1H-inden-3-yl}acetic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(Z)-5-Fluoro-2-methyl-1-((p-(methylsulfinyl)phenyl)methylene)-1H-indene-3-acetic acid"^^xsd:string,
        "cis-5-Fluoro-2-methyl-1-((4-(methylsulfinyl)phenyl)methylene)-1H-indene-3-acetic acid"^^xsd:string,
        "cis-5-Fluoro-2-methyl-1-((p-methylsulfinyl)benzylidene)indene-3-acetic acid"^^xsd:string,
        "Clinoril"^^xsd:string,
        "sulindac"^^xsd:string,
        "sulindaco"^^xsd:string,
        "Sulindacum"^^xsd:string ;
    oboInOwl:id "CHEBI:9352"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:9398 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:6896059"^^xsd:string,
        "CAS:106133-20-4"^^xsd:string,
        "Drug_Central:2562"^^xsd:string,
        "DrugBank:DB00706"^^xsd:string,
        "KEGG:C07124"^^xsd:string,
        "KEGG:D08560"^^xsd:string,
        "Patent:EP34432"^^xsd:string,
        "Patent:US4703063"^^xsd:string,
        "PMID:2891044"^^xsd:string,
        "PMID:29728928"^^xsd:string,
        "PMID:29737501"^^xsd:string,
        "PMID:29913020"^^xsd:string,
        "PMID:29971698"^^xsd:string,
        "PMID:29974124"^^xsd:string,
        "PMID:30174141"^^xsd:string,
        "PMID:30360332"^^xsd:string,
        "Reaxys:6896059"^^xsd:string,
        "Wikipedia:Tamsulosin"^^xsd:string ;
    rdfs:label "tamsulosin"^^xsd:string ;
    definition: "A 5-(2-{[2-(2-ethoxyphenoxy)ethyl]amino}propyl)-2-methoxybenzenesulfonamide that has (R)-configuration. A specific alpha1 adrenoceptor antagonist used (generally as its hydrochloride salt, tamsulosin hydrochloride) in the treatment of prostatic hyperplasia, chronic prostatitis, urinary retention, and help with the passage of kidney stones."^^xsd:string ;
    rdfs:subClassOf CHEBI:142546,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:142544 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:142548 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35610 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37890 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C20H28N2O5S"^^xsd:string ;
    chebi:inchi "InChI=1S/C20H28N2O5S/c1-4-26-17-7-5-6-8-18(17)27-12-11-22-15(2)13-16-9-10-19(25-3)20(14-16)28(21,23)24/h5-10,14-15,22H,4,11-13H2,1-3H3,(H2,21,23,24)/t15-/m1/s1"^^xsd:string ;
    chebi:inchikey "DRHKJLXJIQTDTD-OAHLLOKOSA-N"^^xsd:string ;
    chebi:mass "408.514"^^xsd:string ;
    chebi:monoisotopicmass "408.17189"^^xsd:string ;
    chebi:smiles "C=1C=C(OCCN[C@@H](CC2=CC=C(C(=C2)S(N)(=O)=O)OC)C)C(=CC1)OCC"^^xsd:string ;
    oboInOwl:hasExactSynonym "5-[(2R)-2-{[2-(2-ethoxyphenoxy)ethyl]amino}propyl]-2-methoxybenzenesulfonamide"^^xsd:string,
        "Tamsulosin"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(-)-tamsulosin"^^xsd:string,
        "(R)-5-(2-((2-(2-ethoxyphenoxy)ethyl)amino)propyl)-2-methoxybenzenesulfonamide"^^xsd:string,
        "(R)-(-)-tamsulosin"^^xsd:string,
        "tamsulosin"^^xsd:string,
        "tamsulosina"^^xsd:string,
        "tamsulosine"^^xsd:string,
        "tamsulosinum"^^xsd:string ;
    oboInOwl:id "CHEBI:9398"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:9434 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:6624054"^^xsd:string,
        "CAS:144701-48-4"^^xsd:string,
        "Drug_Central:2583"^^xsd:string,
        "DrugBank:DB00966"^^xsd:string,
        "HMDB:HMDB0015101"^^xsd:string,
        "KEGG:C07710"^^xsd:string,
        "KEGG:D00627"^^xsd:string,
        "LINCS:LSM-3657"^^xsd:string,
        "Patent:EP502314"^^xsd:string,
        "PMID:11558835"^^xsd:string,
        "PMID:15498586"^^xsd:string,
        "PMID:18008027"^^xsd:string,
        "PMID:18360028"^^xsd:string,
        "PMID:24048485"^^xsd:string,
        "Reaxys:6624054"^^xsd:string,
        "Wikipedia:Telmisartan"^^xsd:string ;
    rdfs:label "telmisartan"^^xsd:string ;
    definition: "A member of the class of  benzimidazoles  used widely in the treatment of hypertension."^^xsd:string ;
    rdfs:subClassOf CHEBI:22715,
        CHEBI:141493,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35457 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35703 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:61016 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78298 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C33H30N4O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C33H30N4O2/c1-4-9-30-35-31-21(2)18-24(32-34-27-12-7-8-13-28(27)36(32)3)19-29(31)37(30)20-22-14-16-23(17-15-22)25-10-5-6-11-26(25)33(38)39/h5-8,10-19H,4,9,20H2,1-3H3,(H,38,39)"^^xsd:string ;
    chebi:inchikey "RMMXLENWKUUMAY-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "514.61690"^^xsd:string ;
    chebi:monoisotopicmass "514.23688"^^xsd:string ;
    chebi:smiles "CCCc1nc2c(C)cc(cc2n1Cc1ccc(cc1)-c1ccccc1C(O)=O)-c1nc2ccccc2n1C"^^xsd:string ;
    oboInOwl:hasExactSynonym "4'-[(1,7'-dimethyl-2'-propyl-1H,3'H-2,5'-bibenzimidazol-3'-yl)methyl][1,1'-biphenyl]-2-carboxylic acid"^^xsd:string,
        "Telmisartan"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "4'-((1,4'-dimethyl-2'-propyl(2,6'-bi-1H-benzimidazol)-1'-yl)methyl)-(1,1'-biphenyl)-2-carboxylic acid"^^xsd:string,
        "4'-((4-methyl-6-(1-methyl-2-benzimidazolyl)-2-propyl-1-benzimidazolyl)methyl)-2-biphenylcarboxylic acid"^^xsd:string,
        "4'-[(1,4'-dimethyl-2'propyl[2,6'-bi-1H-benzimidazol]-1'-yl)methyl]-[1,1'-biphenyl]-2-carboxylic acid"^^xsd:string,
        "4'-[(1,7'-dimethyl-2'-propyl-1H,3'H-2,5'-bibenzimidazol-3'-yl)methyl]biphenyl-2-carboxylic acid"^^xsd:string,
        "BIBR 277"^^xsd:string,
        "Micardis"^^xsd:string,
        "telmisartan"^^xsd:string ;
    oboInOwl:id "CHEBI:9434"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:9445 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:719452"^^xsd:string,
        "CAS:63590-64-7"^^xsd:string,
        "Drug_Central:3584"^^xsd:string,
        "DrugBank:DB01162"^^xsd:string,
        "KEGG:C07127"^^xsd:string,
        "KEGG:D08569"^^xsd:string,
        "LINCS:LSM-4997"^^xsd:string,
        "Patent:DE2646186"^^xsd:string,
        "Patent:DE2831112"^^xsd:string,
        "Patent:US4026894"^^xsd:string,
        "Patent:US4251532"^^xsd:string,
        "Wikipedia:Terazosin"^^xsd:string ;
    rdfs:label "terazosin"^^xsd:string ;
    rdfs:subClassOf CHEBI:24129,
        CHEBI:26144,
        CHEBI:38530,
        CHEBI:50994,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35610 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35674 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37890 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C19H25N5O4"^^xsd:string ;
    chebi:inchi "InChI=1S/C19H25N5O4/c1-26-15-10-12-13(11-16(15)27-2)21-19(22-17(12)20)24-7-5-23(6-8-24)18(25)14-4-3-9-28-14/h10-11,14H,3-9H2,1-2H3,(H2,20,21,22)"^^xsd:string ;
    chebi:inchikey "VCKUSRYTPJJLNI-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "387.43310"^^xsd:string ;
    chebi:monoisotopicmass "387.19065"^^xsd:string ;
    chebi:smiles "COc1cc2nc(nc(N)c2cc1OC)N1CCN(CC1)C(=O)C1CCCO1"^^xsd:string ;
    oboInOwl:hasExactSynonym "6,7-dimethoxy-2-[4-(tetrahydrofuran-2-ylcarbonyl)piperazin-1-yl]quinazolin-4-amine"^^xsd:string,
        "Terazosin"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-(4-Amino-6,7-dimethoxy-2-quinazolinyl)-4-((tetrahydro-2-furanyl)carbonyl)piperazine"^^xsd:string,
        "terazosin"^^xsd:string,
        "terazosina"^^xsd:string,
        "Terazosine"^^xsd:string,
        "terazosine"^^xsd:string,
        "terazosinum"^^xsd:string ;
    oboInOwl:id "CHEBI:9445"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:9449 a owl:Class ;
    oboInOwl:hasDbXref "CAS:23031-25-6"^^xsd:string,
        "Drug_Central:2598"^^xsd:string,
        "DrugBank:DB00871"^^xsd:string,
        "HMDB:HMDB0015009"^^xsd:string,
        "KEGG:C07129"^^xsd:string,
        "KEGG:D08570"^^xsd:string,
        "Patent:WO2011112499"^^xsd:string,
        "PMID:8298802"^^xsd:string,
        "PMID:9596106"^^xsd:string,
        "PMID:12423672"^^xsd:string,
        "PMID:12569076"^^xsd:string,
        "PMID:21618259"^^xsd:string,
        "PMID:21996060"^^xsd:string,
        "PMID:22310877"^^xsd:string,
        "PMID:22363704"^^xsd:string,
        "PMID:22765375"^^xsd:string,
        "PMID:22767151"^^xsd:string,
        "PMID:22782385"^^xsd:string,
        "PMID:22813780"^^xsd:string,
        "PMID:22872661"^^xsd:string,
        "PMID:22988932"^^xsd:string,
        "PMID:23075357"^^xsd:string,
        "PMID:23126237"^^xsd:string,
        "PMID:23204625"^^xsd:string,
        "PMID:23283786"^^xsd:string,
        "PMID:23299764"^^xsd:string,
        "PMID:23325598"^^xsd:string,
        "PMID:23341043"^^xsd:string,
        "PMID:35802964"^^xsd:string,
        "PMID:36227333"^^xsd:string,
        "PMID:36715198"^^xsd:string,
        "PMID:36808376"^^xsd:string,
        "Reaxys:2370513"^^xsd:string,
        "Wikipedia:Terbutaline"^^xsd:string ;
    rdfs:label "terbutaline"^^xsd:string ;
    definition: "A member of the class of phenylethanolamines that is catechol substituted at position 5 by a 2-(tert-butylamino)-1-hydroxyethyl group."^^xsd:string ;
    rdfs:subClassOf CHEBI:25990,
        CHEBI:33572,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35522 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35523 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35524 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35526 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38462 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:49167 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:66993 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C12H19NO3"^^xsd:string ;
    chebi:inchi "InChI=1S/C12H19NO3/c1-12(2,3)13-7-11(16)8-4-9(14)6-10(15)5-8/h4-6,11,13-16H,7H2,1-3H3"^^xsd:string ;
    chebi:inchikey "XWTYSIMOBUGWOL-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "225.28420"^^xsd:string ;
    chebi:monoisotopicmass "225.13649"^^xsd:string ;
    chebi:smiles "CC(C)(C)NCC(O)c1cc(O)cc(O)c1"^^xsd:string ;
    oboInOwl:hasExactSynonym "5-[2-(tert-butylamino)-1-hydroxyethyl]benzene-1,3-diol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "terbutalina"^^xsd:string,
        "terbutaline"^^xsd:string,
        "terbutalinum"^^xsd:string ;
    oboInOwl:id "CHEBI:9449"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:9460 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:36921"^^xsd:string,
        "CAS:968-93-4"^^xsd:string,
        "Drug_Central:2606"^^xsd:string,
        "DrugBank:DB00894"^^xsd:string,
        "KEGG:C02197"^^xsd:string,
        "KEGG:D00153"^^xsd:string,
        "Wikipedia:Testolactone"^^xsd:string ;
    rdfs:label "testolactone"^^xsd:string ;
    rdfs:subClassOf CHEBI:26616,
        CHEBI:77166 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C19H24O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C19H24O3/c1-18-9-7-13(20)11-12(18)3-4-14-15(18)8-10-19(2)16(14)5-6-17(21)22-19/h7,9,11,14-16H,3-6,8,10H2,1-2H3/t14-,15+,16+,18+,19+/m1/s1"^^xsd:string ;
    chebi:inchikey "BPEWUONYVDABNZ-DZBHQSCQSA-N"^^xsd:string ;
    chebi:mass "300.39206"^^xsd:string ;
    chebi:monoisotopicmass "300.17254"^^xsd:string ;
    chebi:smiles "[H][C@@]12CCC3=CC(=O)C=C[C@]3(C)[C@@]1([H])CC[C@]1(C)OC(=O)CC[C@@]21[H]"^^xsd:string ;
    oboInOwl:hasExactSynonym "3-oxo-13,17-secoandrosta-1,4-dieno-17,13alpha-lactone"^^xsd:string,
        "Testolactone"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1,2-didehydrotestololactone"^^xsd:string,
        "1-dehydrotestololactone"^^xsd:string,
        "13-hydroxy-3-oxo-13,17-secoandrosta-1,4-dien-17-oic acid delta-lactone"^^xsd:string,
        "(4aS,4bR,10aR,10bS,12aS)-10a,12a-dimethyl-3,4,4a,5,6,10a,10b,11,12,12a-decahydro-2H-naphtho[2,1-f]chromene-2,8(4bH)-dione"^^xsd:string,
        "D-homo-17a-oxaandrosta-1,4-diene-3,17-dione"^^xsd:string,
        "Delta(1)-testololactone"^^xsd:string,
        "Teslac"^^xsd:string ;
    oboInOwl:id "CHEBI:9460"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:9463 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:3174363"^^xsd:string,
        "CAS:58-20-8"^^xsd:string,
        "Drug_Central:4454"^^xsd:string,
        "DrugBank:DB00624"^^xsd:string,
        "KEGG:C08156"^^xsd:string,
        "KEGG:D00957"^^xsd:string,
        "LIPID_MAPS_instance:LMST02020074"^^xsd:string ;
    rdfs:label "testosterone cypionate"^^xsd:string ;
    rdfs:subClassOf CHEBI:35915,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:17347 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:50899 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C27H40O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C27H40O3/c1-26-15-13-20(28)17-19(26)8-9-21-22-10-11-24(27(22,2)16-14-23(21)26)30-25(29)12-7-18-5-3-4-6-18/h17-18,21-24H,3-16H2,1-2H3/t21-,22-,23-,24-,26-,27-/m0/s1"^^xsd:string ;
    chebi:inchikey "HPFVBGJFAYZEBE-ZLQWOROUSA-N"^^xsd:string ;
    chebi:mass "412.60470"^^xsd:string ;
    chebi:monoisotopicmass "412.29775"^^xsd:string ;
    chebi:smiles "[H][C@@]12CCC3=CC(=O)CC[C@]3(C)[C@@]1([H])CC[C@]1(C)[C@H](CC[C@@]21[H])OC(=O)CCC1CCCC1"^^xsd:string ;
    oboInOwl:hasExactSynonym "3-oxoandrost-4-en-17beta-yl 3-cyclopentylpropanoate"^^xsd:string,
        "Testosterone cypionate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "testosterone 17beta-cyclopentanepropionate"^^xsd:string,
        "testosterone 17beta-cyclopentylpropionate"^^xsd:string,
        "testosterone 17beta-cypionate"^^xsd:string,
        "Testosterone cyclopentanepropionate"^^xsd:string,
        "Testosterone cyclopentylpropionate"^^xsd:string ;
    oboInOwl:id "CHEBI:9463"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:9506 a owl:Class ;
    oboInOwl:hasDbXref "AGR:IND607175662"^^xsd:string,
        "Beilstein:4156319"^^xsd:string,
        "CAS:4368-28-9"^^xsd:string,
        "DrugBank:DB05232"^^xsd:string,
        "HMDB:HMDB0258938"^^xsd:string,
        "KEGG:C11692"^^xsd:string,
        "KNApSAcK:C00055525"^^xsd:string,
        "MetaCyc:CPD-19561"^^xsd:string,
        "PMID:9559733"^^xsd:string,
        "PMID:11024497"^^xsd:string,
        "PMID:22163187"^^xsd:string,
        "PMID:22412801"^^xsd:string,
        "PMID:22798951"^^xsd:string,
        "PMID:23261990"^^xsd:string,
        "PMID:23661608"^^xsd:string,
        "PMID:23866757"^^xsd:string,
        "PMID:23980434"^^xsd:string,
        "PMID:24121556"^^xsd:string,
        "PMID:24295175"^^xsd:string,
        "PMID:24566728"^^xsd:string,
        "PMID:28648727"^^xsd:string,
        "PMID:28817087"^^xsd:string,
        "PMID:31029635"^^xsd:string,
        "PMID:31833474"^^xsd:string,
        "PMID:31985136"^^xsd:string,
        "PMID:32210160"^^xsd:string,
        "PMID:32415408"^^xsd:string,
        "PMID:32625458"^^xsd:string,
        "PMID:32849450"^^xsd:string,
        "PMID:33276679"^^xsd:string,
        "PMID:33450969"^^xsd:string,
        "PMID:33540777"^^xsd:string,
        "PMID:33651884"^^xsd:string,
        "PMID:33805908"^^xsd:string,
        "PMID:33807311"^^xsd:string,
        "PMID:33830775"^^xsd:string,
        "PMID:33913398"^^xsd:string,
        "PMID:33955768"^^xsd:string,
        "PMID:34067828"^^xsd:string,
        "PMID:34207879"^^xsd:string,
        "PMID:34209313"^^xsd:string,
        "PMID:34273772"^^xsd:string,
        "PMID:34357955"^^xsd:string,
        "PMID:34357968"^^xsd:string,
        "PMID:34437388"^^xsd:string,
        "PMID:34454925"^^xsd:string,
        "Reaxys:6072946"^^xsd:string,
        "Wikipedia:Tetrodotoxin"^^xsd:string ;
    rdfs:label "tetrodotoxin"^^xsd:string ;
    definition: "A quinazoline alkaloid that is a marine toxin isolated from fish such as puffer fish. It has been shown to exhibit potential neutotoxicity due to its ability to block voltage-gated sodium channels."^^xsd:string ;
    rdfs:subClassOf CHEBI:36470,
        CHEBI:39266,
        CHEBI:39267,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:180459 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38634 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50910 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75767 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76507 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76969 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C11H17N3O8"^^xsd:string ;
    chebi:inchi "InChI=1S/C11H17N3O8/c12-8-13-6(17)2-4-9(19,1-15)5-3(16)10(2,14-8)7(18)11(20,21-4)22-5/h2-7,15-20H,1H2,(H3,12,13,14)/t2-,3+,4-,5+,6-,7+,9+,10-,11+/m1/s1"^^xsd:string ;
    chebi:inchikey "CFMYXEVWODSLAX-QYIGHCJRSA-N"^^xsd:string ;
    chebi:mass "319.26800"^^xsd:string ;
    chebi:monoisotopicmass "319.10156"^^xsd:string ;
    chebi:smiles "OC[C@@]1(O)[C@H]2O[C@@]3(O)O[C@@H]1[C@@H]1[C@@H](O)NC(=N)N[C@]1([C@H]2O)[C@@H]3O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(1R,5R,6R,7R,9S,11R,12R,13S,14S)-14-(hydroxymethyl)-3-imino-8,10-dioxa-2,4-diazatetracyclo[7.3.1.1(7,11).0(1,6)]tetradecane-5,9,12,13,14-pentol"^^xsd:string,
        "Tetrodotoxin"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Babylonia japonica toxin 1"^^xsd:string,
        "BJT 1"^^xsd:string,
        "fugu poison"^^xsd:string,
        "maculotoxin"^^xsd:string,
        "octahydro-12-(hydroxymethyl)-2-imino-5,9:7,10a-dimethano-10aH-[1,3]dioxocino[6,5-d]pyrimidine-4,7,10,11,12-pentol"^^xsd:string,
        "spheroidine"^^xsd:string,
        "tarichatoxin"^^xsd:string,
        "tetrodontoxin"^^xsd:string,
        "tetrodotoxine"^^xsd:string,
        "TTX"^^xsd:string ;
    oboInOwl:id "CHEBI:9506"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:9519 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:48337"^^xsd:string,
        "Beilstein:6489807"^^xsd:string,
        "CAS:115-37-7"^^xsd:string,
        "KEGG:C06173"^^xsd:string,
        "KNApSAcK:C00001924"^^xsd:string,
        "PMID:20228795"^^xsd:string ;
    rdfs:label "thebaine"^^xsd:string ;
    rdfs:subClassOf CHEBI:25418,
        CHEBI:38164,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:7782 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:59953 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C19H21NO3"^^xsd:string ;
    chebi:inchi "InChI=1S/C19H21NO3/c1-20-9-8-19-12-5-7-15(22-3)18(19)23-17-14(21-2)6-4-11(16(17)19)10-13(12)20/h4-7,13,18H,8-10H2,1-3H3/t13-,18+,19+/m1/s1"^^xsd:string ;
    chebi:inchikey "FQXXSQDCDRQNQE-VMDGZTHMSA-N"^^xsd:string ;
    chebi:mass "311.37498"^^xsd:string ;
    chebi:monoisotopicmass "311.15214"^^xsd:string ;
    chebi:smiles "COC1=CC=C2[C@H]3Cc4ccc(OC)c5O[C@@H]1[C@]2(CCN3C)c45"^^xsd:string ;
    oboInOwl:hasExactSynonym "3,6-dimethoxy-17-methyl-6,7,8,14-tetradehydro-4,5alpha-epoxymorphinan"^^xsd:string,
        "Thebaine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3-O-methyl-oripavin"^^xsd:string,
        "4,5alpha-epoxy-3,6-dimethoxy-17-methyl-6,8-morphinadien"^^xsd:string,
        "(5alpha)-6,7,8,14-tetradehydro-4,5-epoxy-3,6-dimethoxy-17-methylmorphinan"^^xsd:string,
        "(5R,9R,13S)-4,5-epoxy-3,6-dimethoxy-9alpha-methyl-6,8-morphinadien"^^xsd:string,
        "paramorphine"^^xsd:string ;
    oboInOwl:id "CHEBI:9519"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:9536 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:225331"^^xsd:string,
        "CAS:77-27-0"^^xsd:string,
        "Drug_Central:2626"^^xsd:string,
        "DrugBank:DB01154"^^xsd:string,
        "HMDB:HMDB0015285"^^xsd:string,
        "KEGG:C07846"^^xsd:string,
        "KEGG:D06106"^^xsd:string,
        "LINCS:LSM-4367"^^xsd:string,
        "PMID:1943061"^^xsd:string,
        "PMID:20434100"^^xsd:string,
        "PMID:23852608"^^xsd:string,
        "PMID:24351886"^^xsd:string,
        "Reaxys:225331"^^xsd:string,
        "Wikipedia:Thiamylal"^^xsd:string ;
    rdfs:label "thiamylal"^^xsd:string ;
    definition: "A member of the class of  barbiturates that is 2-thioxodihydropyrimidine-4,6(1H,5H)-dione substituted by a pentan-2-yl and prop-2-en-1-yl group at position 5."^^xsd:string ;
    rdfs:subClassOf CHEBI:22693,
        CHEBI:33261,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35717 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C12H18N2O2S"^^xsd:string ;
    chebi:inchi "InChI=1S/C12H18N2O2S/c1-4-6-8(3)12(7-5-2)9(15)13-11(17)14-10(12)16/h5,8H,2,4,6-7H2,1,3H3,(H2,13,14,15,16,17)"^^xsd:string ;
    chebi:inchikey "XLOMZPUITCYLMJ-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "254.34960"^^xsd:string ;
    chebi:monoisotopicmass "254.10890"^^xsd:string ;
    chebi:smiles "CCCC(C)C1(CC=C)C(=O)NC(=S)NC1=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "5-(pentan-2-yl)-5-(prop-2-en-1-yl)-2-sulfanylidenedihydropyrimidine-4,6(1H,5H)-dione"^^xsd:string,
        "Thiamylal"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "5-Allyl-5-(1-methylbutyl)-2-thiobarbituric acid"^^xsd:string,
        "5-allyl-5-(1-methylbutyl)-2-thioxodihydro-4,6(1H,5H)-pyrimidinedione"^^xsd:string,
        "5-allyl-5-(1-methylbutyl)-2-thioxodihydropyrimidine-4,6(1H,5H)-dione"^^xsd:string,
        "dihydro-5-(1-methylbutyl)-5-(2-propenyl)-2-thioxo-4,6(1H,5H)-pyrimidinedione"^^xsd:string,
        "thioseconal"^^xsd:string ;
    oboInOwl:id "CHEBI:9536"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:9544 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:52127"^^xsd:string,
        "CAS:1420-55-9"^^xsd:string,
        "Drug_Central:2630"^^xsd:string,
        "DrugBank:DB00372"^^xsd:string,
        "HMDB:HMDB0014516"^^xsd:string,
        "KEGG:C07132"^^xsd:string,
        "KEGG:D02354"^^xsd:string,
        "LINCS:LSM-3556"^^xsd:string,
        "PMID:15469457"^^xsd:string,
        "PMID:23243946"^^xsd:string,
        "Reaxys:52127"^^xsd:string,
        "Wikipedia:Thiethylperazine"^^xsd:string ;
    rdfs:label "thiethylperazine"^^xsd:string ;
    definition: "A member of the class of phenothiazines that is perazine substituted by a ethylsulfanyl group at position 2."^^xsd:string ;
    rdfs:subClassOf CHEBI:38093,
        CHEBI:46920,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:59118 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37930 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37956 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48279 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48561 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48876 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50919 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C22H29N3S2"^^xsd:string ;
    chebi:inchi "InChI=1S/C22H29N3S2/c1-3-26-18-9-10-22-20(17-18)25(19-7-4-5-8-21(19)27-22)12-6-11-24-15-13-23(2)14-16-24/h4-5,7-10,17H,3,6,11-16H2,1-2H3"^^xsd:string ;
    chebi:inchikey "XCTYLCDETUVOIP-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "399.61788"^^xsd:string ;
    chebi:monoisotopicmass "399.18029"^^xsd:string ;
    chebi:smiles "CCSc1ccc2Sc3ccccc3N(CCCN3CCN(C)CC3)c2c1"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-(ethylsulfanyl)-10-[3-(4-methylpiperazin-1-yl)propyl]-10H-phenothiazine"^^xsd:string,
        "Thiethylperazine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-(ethylthio)-10-[3-(4-methylpiperazin-1-yl)propyl]-10H-phenothiazine"^^xsd:string,
        "3-Ethylmercapto-10-(1'-methylpiperazinyl-4'-propyl)phenothiazine"^^xsd:string,
        "Ethylthioperazine"^^xsd:string,
        "thiethylperazine"^^xsd:string,
        "thiethylperazinum"^^xsd:string,
        "tietilperazina"^^xsd:string ;
    oboInOwl:id "CHEBI:9544"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:9566 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:94457"^^xsd:string,
        "CAS:50-52-2"^^xsd:string,
        "Drug_Central:2637"^^xsd:string,
        "DrugBank:DB00679"^^xsd:string,
        "HMDB:HMDB0014817"^^xsd:string,
        "KEGG:D00373"^^xsd:string,
        "LINCS:LSM-1863"^^xsd:string,
        "PMID:1650428"^^xsd:string,
        "PMID:9352572"^^xsd:string,
        "PMID:10796547"^^xsd:string,
        "PMID:11686961"^^xsd:string,
        "PMID:17764469"^^xsd:string,
        "PMID:17876580"^^xsd:string,
        "PMID:19747949"^^xsd:string,
        "PMID:20825390"^^xsd:string,
        "PMID:26956010"^^xsd:string,
        "PMID:27023487"^^xsd:string,
        "PMID:27068340"^^xsd:string,
        "Reaxys:94457"^^xsd:string,
        "Wikipedia:Thioridazine"^^xsd:string ;
    rdfs:label "thioridazine"^^xsd:string ;
    definition: "A phenothiazine derivative having a methylsulfanyl subsitituent at the 2-position and a (1-methylpiperidin-2-yl)ethyl] group at the N-10 position."^^xsd:string ;
    rdfs:subClassOf CHEBI:26151,
        CHEBI:38093,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:48563 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37890 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37955 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48279 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48561 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:65190 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76779 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77402 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C21H26N2S2"^^xsd:string ;
    chebi:inchi "InChI=1S/C21H26N2S2/c1-22-13-6-5-7-16(22)12-14-23-18-8-3-4-9-20(18)25-21-11-10-17(24-2)15-19(21)23/h3-4,8-11,15-16H,5-7,12-14H2,1-2H3"^^xsd:string ;
    chebi:inchikey "KLBQZWRITKRQQV-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "370.57500"^^xsd:string ;
    chebi:monoisotopicmass "370.15374"^^xsd:string ;
    chebi:smiles "CSc1ccc2Sc3ccccc3N(CCC3CCCCN3C)c2c1"^^xsd:string ;
    oboInOwl:hasExactSynonym "10-[2-(1-methylpiperidin-2-yl)ethyl]-2-(methylsulfanyl)-10H-phenothiazine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-Methylmercapto-10-(2-(N-methyl-2-piperidyl)ethyl)phenothiazine"^^xsd:string,
        "3-Methylmercapto-N-(2'-(N-methyl-2-piperidyl)ethyl)phenothiazine"^^xsd:string,
        "10-[2-(1-methyl-2-piperidyl)ethyl]-2-methylsulfanyl-phenothiazine"^^xsd:string,
        "Mallorol"^^xsd:string,
        "Malloryl"^^xsd:string,
        "Meleril"^^xsd:string,
        "Mellaril"^^xsd:string,
        "Mellaril-S"^^xsd:string,
        "Mellerets"^^xsd:string,
        "Mellerette"^^xsd:string,
        "Melleril"^^xsd:string,
        "Orsanil"^^xsd:string,
        "Sonapax"^^xsd:string,
        "Thioridazin"^^xsd:string,
        "thioridazine"^^xsd:string,
        "thioridazinum"^^xsd:string,
        "tioridazina"^^xsd:string ;
    oboInOwl:id "CHEBI:9566"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:9587 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:6009447"^^xsd:string,
        "CAS:34787-01-4"^^xsd:string,
        "Drug_Central:2656"^^xsd:string,
        "DrugBank:DB01607"^^xsd:string,
        "KEGG:C07139"^^xsd:string,
        "KEGG:D08593"^^xsd:string,
        "Patent:BE646991"^^xsd:string,
        "Patent:US3282926"^^xsd:string,
        "PMID:1384868"^^xsd:string,
        "PMID:12569987"^^xsd:string,
        "PMID:23775821"^^xsd:string,
        "PMID:24369293"^^xsd:string,
        "PMID:29017833"^^xsd:string,
        "Reaxys:6009447"^^xsd:string,
        "Wikipedia:Ticarcillin"^^xsd:string ;
    rdfs:label "ticarcillin"^^xsd:string ;
    definition: "A penicillin compound having a 6beta-[(2R)-2-carboxy-2-thiophen-3-ylacetyl]amino side-group."^^xsd:string ;
    rdfs:subClassOf CHEBI:88187,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:51811 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:36047 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C15H16N2O6S2"^^xsd:string ;
    chebi:inchi "InChI=1S/C15H16N2O6S2/c1-15(2)9(14(22)23)17-11(19)8(12(17)25-15)16-10(18)7(13(20)21)6-3-4-24-5-6/h3-5,7-9,12H,1-2H3,(H,16,18)(H,20,21)(H,22,23)/t7-,8-,9+,12-/m1/s1"^^xsd:string ;
    chebi:inchikey "OHKOGUYZJXTSFX-KZFFXBSXSA-N"^^xsd:string ;
    chebi:mass "384.42700"^^xsd:string ;
    chebi:monoisotopicmass "384.04498"^^xsd:string ;
    chebi:smiles "[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@]([H])(C(O)=O)c1ccsc1)C(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "6beta-{[(2R)-2-carboxy-2-thiophen-3-ylacetyl]amino}-2,2-dimethylpenam-3alpha-carboxylic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2S,5R,6R)-6-{[(2R)-2-carboxy-2-thiophen-3-ylacetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid"^^xsd:string,
        "alpha-carboxy-3-thienylmethylpenicillin"^^xsd:string,
        "ticarcilina"^^xsd:string,
        "ticarcillin"^^xsd:string,
        "ticarcilline"^^xsd:string,
        "ticarcillinum"^^xsd:string ;
    oboInOwl:id "CHEBI:9587"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:9588 a owl:Class ;
    oboInOwl:hasDbXref "CAS:55142-85-3"^^xsd:string,
        "Drug_Central:2657"^^xsd:string,
        "DrugBank:DB00208"^^xsd:string,
        "KEGG:C07140"^^xsd:string,
        "KEGG:D08594"^^xsd:string,
        "LINCS:LSM-1986"^^xsd:string,
        "Patent:DE2404308"^^xsd:string,
        "Patent:US4051141"^^xsd:string,
        "Patent:US4127580"^^xsd:string,
        "PMID:19180126"^^xsd:string,
        "Reaxys:1216802"^^xsd:string,
        "Wikipedia:Ticlopidine"^^xsd:string ;
    rdfs:label "ticlopidine"^^xsd:string ;
    definition: "A thienopyridine that is 4,5,6,7-tetrahydrothieno[3,2-c]pyridine in which the hydrogen attached to the nitrogen is replaced by an o-chlorobenzyl group."^^xsd:string ;
    rdfs:subClassOf CHEBI:37942,
        CHEBI:83403,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48676 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50249 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50427 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:68563 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C14H14ClNS"^^xsd:string ;
    chebi:inchi "InChI=1S/C14H14ClNS/c15-13-4-2-1-3-11(13)9-16-7-5-14-12(10-16)6-8-17-14/h1-4,6,8H,5,7,9-10H2"^^xsd:string ;
    chebi:inchikey "PHWBOXQYWZNQIN-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "263.78600"^^xsd:string ;
    chebi:monoisotopicmass "263.05355"^^xsd:string ;
    chebi:smiles "Clc1ccccc1CN1CCc2sccc2C1"^^xsd:string ;
    oboInOwl:hasExactSynonym "5-(2-chlorobenzyl)-4,5,6,7-tetrahydrothieno[3,2-c]pyridine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "ticlopidina"^^xsd:string,
        "ticlopidine"^^xsd:string,
        "ticlopidinum"^^xsd:string ;
    oboInOwl:id "CHEBI:9588"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:9605 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:6182267"^^xsd:string,
        "CAS:144494-65-5"^^xsd:string,
        "Drug_Central:2680"^^xsd:string,
        "DrugBank:DB00775"^^xsd:string,
        "KEGG:C07965"^^xsd:string,
        "KEGG:D08607"^^xsd:string,
        "Patent:EP478363"^^xsd:string,
        "Patent:US5292756"^^xsd:string,
        "PDBeChem:AGG"^^xsd:string,
        "Wikipedia:Tirofiban"^^xsd:string ;
    rdfs:label "tirofiban"^^xsd:string ;
    definition: "A member of the class of piperidines that is L-tyrosine in which a hydrogen attached to the amino group is replaced by a butylsulfonyl group and in which the hydrogen attached to the phenolic hydroxy group is replaced by a 4-(piperidin-4-yl)butyl group."^^xsd:string ;
    rdfs:subClassOf CHEBI:26151,
        CHEBI:27177,
        CHEBI:35358,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48676 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50249 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50433 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C22H36N2O5S"^^xsd:string ;
    chebi:inchi "InChI=1S/C22H36N2O5S/c1-2-3-16-30(27,28)24-21(22(25)26)17-19-7-9-20(10-8-19)29-15-5-4-6-18-11-13-23-14-12-18/h7-10,18,21,23-24H,2-6,11-17H2,1H3,(H,25,26)/t21-/m0/s1"^^xsd:string ;
    chebi:inchikey "COKMIXFXJJXBQG-NRFANRHFSA-N"^^xsd:string ;
    chebi:mass "440.59700"^^xsd:string ;
    chebi:monoisotopicmass "440.23449"^^xsd:string ;
    chebi:smiles "CCCCS(=O)(=O)N[C@@H](Cc1ccc(OCCCCC2CCNCC2)cc1)C(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:40602"^^xsd:string ;
    oboInOwl:hasExactSynonym "N-(butylsulfonyl)-O-(4-piperidin-4-ylbutyl)-L-tyrosine"^^xsd:string,
        "Tirofiban"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2S)-2-(butylsulfonylamino)-3-[4-(4-piperidin-4-ylbutoxy)phenyl]propanoic acid"^^xsd:string,
        "N-(Butylsulfonyl)-O-(4-(4-piperidyl)butyl)-L-tyrosine"^^xsd:string,
        "tirofiban"^^xsd:string,
        "tirofibanum"^^xsd:string ;
    oboInOwl:id "CHEBI:9605"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:9622 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:8070733"^^xsd:string,
        "CAS:124937-51-5"^^xsd:string,
        "Drug_Central:2705"^^xsd:string,
        "DrugBank:DB01036"^^xsd:string,
        "KEGG:C07750"^^xsd:string,
        "KEGG:D00646"^^xsd:string,
        "LINCS:LSM-5645"^^xsd:string,
        "Patent:EP325571"^^xsd:string,
        "Patent:US5382600"^^xsd:string,
        "Wikipedia:Tolterodine"^^xsd:string ;
    rdfs:label "tolterodine"^^xsd:string ;
    rdfs:subClassOf CHEBI:32876,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:17847 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48876 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:53784 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C22H31NO"^^xsd:string ;
    chebi:inchi "InChI=1S/C22H31NO/c1-16(2)23(17(3)4)14-13-20(19-9-7-6-8-10-19)21-15-18(5)11-12-22(21)24/h6-12,15-17,20,24H,13-14H2,1-5H3/t20-/m1/s1"^^xsd:string ;
    chebi:inchikey "OOGJQPCLVADCPB-HXUWFJFHSA-N"^^xsd:string ;
    chebi:mass "325.48760"^^xsd:string ;
    chebi:monoisotopicmass "325.24056"^^xsd:string ;
    chebi:smiles "CC(C)N(CC[C@H](c1ccccc1)c1cc(C)ccc1O)C(C)C"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-[(1R)-3-(diisopropylamino)-1-phenylpropyl]-4-methylphenol"^^xsd:string,
        "Tolterodine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(+)-(R)-2-(alpha-(2-(Diisopropylamino)ethyl)benzyl)-p-cresol"^^xsd:string,
        "(+)-Tolterodine"^^xsd:string,
        "tolterodina"^^xsd:string,
        "tolterodine"^^xsd:string,
        "tolterodinum"^^xsd:string ;
    oboInOwl:id "CHEBI:9622"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:9635 a owl:Class ;
    oboInOwl:hasDbXref "CAS:89778-26-7"^^xsd:string,
        "Drug_Central:2709"^^xsd:string,
        "DrugBank:DB00539"^^xsd:string,
        "KEGG:C08166"^^xsd:string,
        "KEGG:D08620"^^xsd:string,
        "Patent:EP95875"^^xsd:string,
        "Patent:US4696949"^^xsd:string,
        "Wikipedia:Toremifene"^^xsd:string ;
    rdfs:label "toremifene"^^xsd:string ;
    rdfs:subClassOf CHEBI:32876,
        CHEBI:35618,
        CHEBI:36683,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:26775 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35610 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50646 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50739 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50837 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C26H28ClNO"^^xsd:string ;
    chebi:inchi "InChI=1S/C26H28ClNO/c1-28(2)19-20-29-24-15-13-23(14-16-24)26(22-11-7-4-8-12-22)25(17-18-27)21-9-5-3-6-10-21/h3-16H,17-20H2,1-2H3/b26-25-"^^xsd:string ;
    chebi:inchikey "XFCLJVABOIYOMF-QPLCGJKRSA-N"^^xsd:string ;
    chebi:mass "405.95936"^^xsd:string ;
    chebi:monoisotopicmass "405.18594"^^xsd:string ;
    chebi:smiles "CN(C)CCOc1ccc(cc1)C(\\c1ccccc1)=C(\\CCCl)c1ccccc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-{4-[(1Z)-4-chloro-1,2-diphenylbut-1-en-1-yl]phenoxy}-N,N-dimethylethanamine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "toremifene"^^xsd:string,
        "toremifeno"^^xsd:string,
        "toremifenum"^^xsd:string ;
    oboInOwl:id "CHEBI:9635"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:9652 a owl:Class ;
    oboInOwl:hasDbXref "CAS:155-09-9"^^xsd:string,
        "DrugBank:DB00752"^^xsd:string,
        "HMDB:HMDB0014890"^^xsd:string,
        "KEGG:C07155"^^xsd:string,
        "KEGG:D08625"^^xsd:string,
        "MetaCyc:CPD-17677"^^xsd:string,
        "PDBeChem:TPA"^^xsd:string,
        "PMID:7236991"^^xsd:string,
        "PMID:7511710"^^xsd:string,
        "PMID:7531152"^^xsd:string,
        "PMID:7675827"^^xsd:string,
        "PMID:7776254"^^xsd:string,
        "PMID:8831798"^^xsd:string,
        "PMID:9049597"^^xsd:string,
        "PMID:9829163"^^xsd:string,
        "PMID:11181487"^^xsd:string,
        "PMID:12495786"^^xsd:string,
        "PMID:13948833"^^xsd:string,
        "PMID:15049511"^^xsd:string,
        "PMID:18974922"^^xsd:string,
        "PMID:20148560"^^xsd:string,
        "PMID:26257022"^^xsd:string,
        "PMID:26302763"^^xsd:string,
        "PMID:26348077"^^xsd:string,
        "PMID:26479223"^^xsd:string,
        "PMID:26748182"^^xsd:string,
        "PMID:26917855"^^xsd:string,
        "Reaxys:3195803"^^xsd:string,
        "Wikipedia:Tranylcypromine"^^xsd:string ;
    rdfs:label "tranylcypromine"^^xsd:string ;
    definition: "A racemate comprising equal amounts of (1R,2S)- and (1S,2R)-2-phenylcyclopropan-1-amine. An irreversible monoamine oxidase inhibitor that is used as an antidepressant (INN tranylcypromine)."^^xsd:string ;
    rdfs:subClassOf CHEBI:60911,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:131510 ],
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:131511 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35469 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35474 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38623 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50183 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:131509 ] ;
    oboInOwl:hasAlternativeId "CHEBI:39677"^^xsd:string,
        "CHEBI:46075"^^xsd:string ;
    oboInOwl:hasExactSynonym "rac-(1R,2S)-2-phenylcyclopropan-1-amine"^^xsd:string,
        "Tranylcypromine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(1R*,2S*)-2-phenylcyclopropan-1-amine"^^xsd:string,
        "(+-)-trans-2-phenylcyclopropylamine"^^xsd:string,
        "DL-tranylcypromine"^^xsd:string,
        "Racemic Tranylcypromine"^^xsd:string,
        "SKF 385"^^xsd:string,
        "SKF Trans-385"^^xsd:string,
        "tranilcipromina"^^xsd:string,
        "trans-2-phenylcyclopropylamine"^^xsd:string,
        "trans-DL-2-Phenylcyclopropylamine"^^xsd:string,
        "Transamine"^^xsd:string,
        "Tranylcypromin"^^xsd:string,
        "tranylcypromine"^^xsd:string,
        "tranylcyprominum"^^xsd:string ;
    oboInOwl:id "CHEBI:9652"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:9654 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:628010"^^xsd:string,
        "CAS:19794-93-5"^^xsd:string,
        "Drug_Central:2717"^^xsd:string,
        "DrugBank:DB00656"^^xsd:string,
        "KEGG:C07156"^^xsd:string,
        "KEGG:D08626"^^xsd:string,
        "LINCS:LSM-3580"^^xsd:string,
        "Patent:US3381009"^^xsd:string,
        "Wikipedia:Trazodone"^^xsd:string ;
    rdfs:label "trazodone"^^xsd:string ;
    definition: "An N-arylpiperazine in which one nitrogen is substituted by a 3-chlorophenyl group, while the other is substituted by a 3-(3-oxo[1,2,4]triazolo[4,3-a]pyridin-2(3H)-yl)propyl group."^^xsd:string ;
    rdfs:subClassOf CHEBI:46746,
        CHEBI:46845,
        CHEBI:46848,
        CHEBI:83403,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35469 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35474 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35717 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37887 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37955 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50949 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C19H22ClN5O"^^xsd:string ;
    chebi:inchi "InChI=1S/C19H22ClN5O/c20-16-5-3-6-17(15-16)23-13-11-22(12-14-23)8-4-10-25-19(26)24-9-2-1-7-18(24)21-25/h1-3,5-7,9,15H,4,8,10-14H2"^^xsd:string ;
    chebi:inchikey "PHLBKPHSAVXXEF-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "371.86400"^^xsd:string ;
    chebi:monoisotopicmass "371.15129"^^xsd:string ;
    chebi:smiles "Clc1cccc(c1)N1CCN(CCCn2nc3ccccn3c2=O)CC1"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-{3-[4-(3-chlorophenyl)piperazin-1-yl]propyl}[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one"^^xsd:string,
        "Trazodone"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-(3-[4-(3-chlorophenyl)-1-piperazinyl]propyl)[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one"^^xsd:string,
        "trazodona"^^xsd:string,
        "trazodone"^^xsd:string,
        "trazodonum"^^xsd:string ;
    oboInOwl:id "CHEBI:9654"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:9667 a owl:Class ;
    oboInOwl:hasDbXref "CAS:124-94-7"^^xsd:string,
        "Drug_Central:2725"^^xsd:string,
        "DrugBank:DB00620"^^xsd:string,
        "HMDB:HMDB0014758"^^xsd:string,
        "KEGG:D00385"^^xsd:string,
        "Patent:WO2005028495"^^xsd:string,
        "PMID:7509503"^^xsd:string,
        "PMID:11583068"^^xsd:string,
        "PMID:15305946"^^xsd:string,
        "PMID:19668443"^^xsd:string,
        "PMID:22846803"^^xsd:string,
        "PMID:23151875"^^xsd:string,
        "PMID:23337526"^^xsd:string,
        "PMID:23370580"^^xsd:string,
        "PMID:23440982"^^xsd:string,
        "PMID:23449717"^^xsd:string,
        "PMID:23473287"^^xsd:string,
        "PMID:23562859"^^xsd:string,
        "Reaxys:2341955"^^xsd:string,
        "Wikipedia:Triamcinolone"^^xsd:string ;
    rdfs:label "triamcinolone"^^xsd:string ;
    definition: "A C21-steroid hormone that is 1,4-pregnadiene-3,20-dione carrying four hydroxy substituents at positions 11beta, 16alpha, 17alpha and 21 as well as a fluoro substituent at position 9. Used in the form of its 16,17-acetonide to treat various skin infections."^^xsd:string ;
    rdfs:subClassOf CHEBI:16799,
        CHEBI:24261,
        CHEBI:35342,
        CHEBI:35344,
        CHEBI:35346,
        CHEBI:36885,
        CHEBI:47909,
        CHEBI:50830,
        CHEBI:64600,
        CHEBI:139590,
        CHEBI:139592,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:8386 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35472 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50857 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C21H27FO6"^^xsd:string ;
    chebi:inchi "InChI=1S/C21H27FO6/c1-18-6-5-12(24)7-11(18)3-4-13-14-8-15(25)21(28,17(27)10-23)19(14,2)9-16(26)20(13,18)22/h5-7,13-16,23,25-26,28H,3-4,8-10H2,1-2H3/t13-,14-,15+,16-,18-,19-,20-,21-/m0/s1"^^xsd:string ;
    chebi:inchikey "GFNANZIMVAIWHM-OBYCQNJPSA-N"^^xsd:string ;
    chebi:mass "394.43390"^^xsd:string ;
    chebi:monoisotopicmass "394.17917"^^xsd:string ;
    chebi:smiles "[H][C@@]12C[C@@H](O)[C@](O)(C(=O)CO)[C@@]1(C)C[C@H](O)[C@@]1(F)[C@@]2([H])CCC2=CC(=O)C=C[C@]12C"^^xsd:string ;
    oboInOwl:hasExactSynonym "(11beta,16alpha)-9-fluoro-11,16,17,21-tetrahydroxypregna-1,4-diene-3,20-dione"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "9-fluoro-11beta,16alpha,17,21-tetrahydroxypregna-1,4-diene-3,20-dione"^^xsd:string,
        "9alpha-fluoro-11beta,16alpha,17,21-tetrahydroxypregna-1,4-diene-3,20-dione"^^xsd:string,
        "9alpha-fluoro-11beta,16alpha,17alpha,21-tetrahydroxypregna-1,4-diene-3,20-dione"^^xsd:string,
        "9alpha-fluoro-16alpha-hydroxyprednisolone"^^xsd:string,
        "11beta,16alpha,17alpha,21-tetrahydroxy-9alpha-fluoro-1,4-pregnadiene-3,20-dione"^^xsd:string,
        "Fluoxyprednisolone"^^xsd:string,
        "triamcinolona"^^xsd:string,
        "triamcinolone"^^xsd:string,
        "triamcinolonum"^^xsd:string ;
    oboInOwl:id "CHEBI:9667"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:9674 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1226643"^^xsd:string,
        "CAS:28911-01-5"^^xsd:string,
        "Drug_Central:2729"^^xsd:string,
        "DrugBank:DB00897"^^xsd:string,
        "KEGG:D00387"^^xsd:string,
        "Wikipedia:Triazolam"^^xsd:string ;
    rdfs:label "triazolam"^^xsd:string ;
    rdfs:subClassOf CHEBI:35501,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35717 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C17H12Cl2N4"^^xsd:string ;
    chebi:inchi "InChI=1S/C17H12Cl2N4/c1-10-21-22-16-9-20-17(12-4-2-3-5-14(12)19)13-8-11(18)6-7-15(13)23(10)16/h2-8H,9H2,1H3"^^xsd:string ;
    chebi:inchikey "JOFWLTCLBGQGBO-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "343.20954"^^xsd:string ;
    chebi:monoisotopicmass "342.04390"^^xsd:string ;
    chebi:smiles "Cc1nnc2CN=C(c3ccccc3Cl)c3cc(Cl)ccc3-n12"^^xsd:string ;
    oboInOwl:hasExactSynonym "8-chloro-6-(2-chlorophenyl)-1-methyl-4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Halcion"^^xsd:string ;
    oboInOwl:id "CHEBI:9674"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:9701 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:3911680"^^xsd:string,
        "CAS:60-49-1"^^xsd:string,
        "Drug_Central:2737"^^xsd:string,
        "DrugBank:DB00505"^^xsd:string,
        "KEGG:C07861"^^xsd:string,
        "LINCS:LSM-4996"^^xsd:string,
        "Wikipedia:Tridihexethyl"^^xsd:string ;
    rdfs:label "tridihexethyl"^^xsd:string ;
    rdfs:subClassOf CHEBI:26878,
        CHEBI:35267,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48876 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:49201 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:53784 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C21H36NO"^^xsd:string ;
    chebi:inchi "InChI=1S/C21H36NO/c1-4-22(5-2,6-3)18-17-21(23,19-13-9-7-10-14-19)20-15-11-8-12-16-20/h7,9-10,13-14,20,23H,4-6,8,11-12,15-18H2,1-3H3/q+1"^^xsd:string ;
    chebi:inchikey "NPRHVSBSZMAEIN-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "318.51668"^^xsd:string ;
    chebi:monoisotopicmass "318.27914"^^xsd:string ;
    chebi:smiles "CC[N+](CC)(CC)CCC(O)(C1CCCCC1)c1ccccc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "3-cyclohexyl-N,N,N-triethyl-3-hydroxy-3-phenylpropan-1-aminium"^^xsd:string,
        "Tridihexethyl"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Propethonum"^^xsd:string ;
    oboInOwl:id "CHEBI:9701"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:9711 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:335308"^^xsd:string,
        "CAS:146-54-3"^^xsd:string,
        "Drug_Central:2742"^^xsd:string,
        "DrugBank:DB00508"^^xsd:string,
        "HMDB:HMDB0014650"^^xsd:string,
        "KEGG:D00390"^^xsd:string,
        "LINCS:LSM-3421"^^xsd:string,
        "Patent:GB813861"^^xsd:string,
        "PMID:1650428"^^xsd:string,
        "PMID:24959397"^^xsd:string,
        "Reaxys:335308"^^xsd:string,
        "Wikipedia:Triflupromazine"^^xsd:string ;
    rdfs:label "triflupromazine"^^xsd:string ;
    definition: "A member of the class of phenothiazines that is 10H-phenothiazine having a trifluoromethyl subsitituent at the 2-position and a 3-(dimethylamino)propyl group at the N-10 position."^^xsd:string ;
    rdfs:subClassOf CHEBI:32876,
        CHEBI:37143,
        CHEBI:38093,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:37931 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48561 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50919 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:65190 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:149553 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C18H19F3N2S"^^xsd:string ;
    chebi:inchi "InChI=1S/C18H19F3N2S/c1-22(2)10-5-11-23-14-6-3-4-7-16(14)24-17-9-8-13(12-15(17)23)18(19,20)21/h3-4,6-9,12H,5,10-11H2,1-2H3"^^xsd:string ;
    chebi:inchikey "XSCGXQMFQXDFCW-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "352.41700"^^xsd:string ;
    chebi:monoisotopicmass "352.12210"^^xsd:string ;
    chebi:smiles "CN(C)CCCN1c2ccccc2Sc2ccc(cc12)C(F)(F)F"^^xsd:string ;
    oboInOwl:hasExactSynonym "N,N-dimethyl-3-[2-(trifluoromethyl)-10H-phenothiazin-10-yl]propan-1-amine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-(Trifluoromethyl)promazine"^^xsd:string,
        "2-Trifluoromethyl-10-(gamma-dimethylaminopropyl)phenothiazine"^^xsd:string,
        "10-(3-(Dimethylamino)propyl)-2-(trifluoromethyl)phenothiazine"^^xsd:string,
        "trifluopromazine"^^xsd:string,
        "triflupromazina"^^xsd:string,
        "triflupromazine"^^xsd:string,
        "triflupromazinum"^^xsd:string ;
    oboInOwl:id "CHEBI:9711"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:9738 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1321466"^^xsd:string,
        "CAS:739-71-9"^^xsd:string,
        "Drug_Central:2758"^^xsd:string,
        "DrugBank:DB00726"^^xsd:string,
        "HMDB:HMDB0014864"^^xsd:string,
        "KEGG:D00394"^^xsd:string,
        "LINCS:LSM-1371"^^xsd:string,
        "Patent:CN103893187"^^xsd:string,
        "PMID:22642681"^^xsd:string,
        "PMID:25178259"^^xsd:string,
        "Reaxys:1321466"^^xsd:string,
        "Wikipedia:Trimipramine"^^xsd:string ;
    rdfs:label "trimipramine"^^xsd:string ;
    definition: "A dibenzoazepine that is 10,11-dihydro-5H-dibenzo[b,f]azepine substituted by a 3-(dimethylamino)-2-methylpropyl group at the nitrogen atom. It is used as an antidepressant."^^xsd:string ;
    rdfs:subClassOf CHEBI:47804,
        CHEBI:50996,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:47499 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35469 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35703 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78298 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C20H26N2"^^xsd:string ;
    chebi:inchi "InChI=1S/C20H26N2/c1-16(14-21(2)3)15-22-19-10-6-4-8-17(19)12-13-18-9-5-7-11-20(18)22/h4-11,16H,12-15H2,1-3H3"^^xsd:string ;
    chebi:inchikey "ZSCDBOWYZJWBIY-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "294.43392"^^xsd:string ;
    chebi:monoisotopicmass "294.20960"^^xsd:string ;
    chebi:smiles "CC(CN(C)C)CN1c2ccccc2CCc2ccccc12"^^xsd:string ;
    oboInOwl:hasExactSynonym "3-(10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)-N,N,2-trimethylpropan-1-amine"^^xsd:string,
        "Trimipramine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "5-(gamma-dimethylamino-beta-methylpropyl)-10,11-dihydro-5H-dibenzo[b,f]azepine"^^xsd:string,
        "5-[3-(dimethylamino)-2-methylpropyl]-10,11-dihydro-5H-dibenz[b,f]azepine"^^xsd:string,
        "10,11-dihydro-N,N,beta-trimethyl-5H-dibenz[b,f]azepine-5-propanamine"^^xsd:string,
        "beta-methylimipramine"^^xsd:string,
        "RP-7162"^^xsd:string,
        "Sapilent"^^xsd:string,
        "Trimeprimine"^^xsd:string,
        "trimeproprimine"^^xsd:string ;
    oboInOwl:id "CHEBI:9738"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:9750 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:8299849"^^xsd:string,
        "Beilstein:10243793"^^xsd:string,
        "CAS:9002-93-1"^^xsd:string,
        "KEGG:D05229"^^xsd:string ;
    rdfs:label "Triton X-100"^^xsd:string ;
    definition: "A poly(ethylene glycol) derivative that is poly(ethylene glycol) in which one of the terminal hydroxy groups has been converted into the corresponding p-(2,4,4-trimethylpentan-3-yl)phenyl ether."^^xsd:string ;
    rdfs:subClassOf CHEBI:139322,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38828 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "(C2H4O)nC14H22O"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "4-(1,1,3,3-Tetramethylbutyl)phenyl hydroxypoly(oxyethylene)"^^xsd:string,
        "4-tert-Octylphenyl peg ether"^^xsd:string,
        "octoxinol"^^xsd:string,
        "octoxinolum"^^xsd:string,
        "Octoxynol 9"^^xsd:string,
        "Peg 4-isooctylphenyl ether"^^xsd:string,
        "Peg 4-tert-octylphenyl ether"^^xsd:string,
        "Peg (p-(1,1,3,3-tetramethylbutyl)phenyl) ether"^^xsd:string,
        "Poly(oxyethylene)-p-tert-octylphenyl ether"^^xsd:string,
        "Polyethylene glycol mono(p-(1,1,3,3-tetramethylbutyl)phenyl) ether"^^xsd:string,
        "Polyethylene glycol mono(p-tert-octylphenyl) ether"^^xsd:string,
        "Polyoxyethylene 4-(1,1,3,3-tetramethylbutyl)phenyl ether"^^xsd:string,
        "Polyoxyethylene mono(octylphenyl) ether"^^xsd:string ;
    oboInOwl:id "CHEBI:9750"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:9753 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:4338399"^^xsd:string,
        "CAS:97322-87-7"^^xsd:string,
        "Drug_Central:2767"^^xsd:string,
        "DrugBank:DB00197"^^xsd:string,
        "KEGG:D00395"^^xsd:string,
        "LINCS:LSM-4890"^^xsd:string,
        "MetaCyc:CPD-11439"^^xsd:string,
        "Patent:US4572912"^^xsd:string,
        "Wikipedia:Troglitazone"^^xsd:string ;
    rdfs:label "troglitazone"^^xsd:string ;
    rdfs:subClassOf CHEBI:23230,
        CHEBI:48891,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:22586 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35526 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35610 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35620 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35623 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50249 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50427 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:83157 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:173084 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C24H27NO5S"^^xsd:string ;
    chebi:inchi "InChI=1S/C24H27NO5S/c1-13-14(2)21-18(15(3)20(13)26)9-10-24(4,30-21)12-29-17-7-5-16(6-8-17)11-19-22(27)25-23(28)31-19/h5-8,19,26H,9-12H2,1-4H3,(H,25,27,28)"^^xsd:string ;
    chebi:inchikey "GXPHKUHSUJUWKP-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "441.54000"^^xsd:string ;
    chebi:monoisotopicmass "441.16099"^^xsd:string ;
    chebi:smiles "Cc1c(C)c2OC(C)(CCc2c(C)c1O)COc1ccc(CC2SC(=O)NC2=O)cc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "5-{4-[(6-hydroxy-2,5,7,8-tetramethyl-3,4-dihydro-2H-chromen-2-yl)methoxy]benzyl}-1,3-thiazolidine-2,4-dione"^^xsd:string,
        "Troglitazone"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "5-(4-(6-Hydroxy-2,5,7,8-tetramethylchroman-2-ylmethoxy)benzyl)thiazolidine-2,4-dione"^^xsd:string,
        "(+-)-all-rac-5-(p-((6-Hydroxy-2,5,7,8-tetramethyl-2-chromanyl)methoxy)benzyl)-2,4-thiazolidinedione"^^xsd:string,
        "Rezulin (TN)"^^xsd:string,
        "Romglizone"^^xsd:string,
        "troglitazona"^^xsd:string,
        "troglitazone"^^xsd:string,
        "troglitazonum"^^xsd:string ;
    oboInOwl:id "CHEBI:9753"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:9774 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:3898737"^^xsd:string,
        "CAS:57-95-4"^^xsd:string,
        "Drug_Central:2781"^^xsd:string,
        "DrugBank:DB01199"^^xsd:string,
        "KEGG:C07547"^^xsd:string,
        "KNApSAcK:C00001927"^^xsd:string,
        "LINCS:LSM-4245"^^xsd:string,
        "PDBeChem:TC9"^^xsd:string,
        "PMID:2215478"^^xsd:string,
        "PMID:6196640"^^xsd:string,
        "PMID:7911306"^^xsd:string,
        "PMID:8166227"^^xsd:string,
        "Reaxys:3898737"^^xsd:string,
        "Wikipedia:Tubocurarine_chloride"^^xsd:string ;
    rdfs:label "tubocurarine"^^xsd:string ;
    definition: "A benzylisoquinoline alkaloid muscle relaxant which constitutes the active component of curare."^^xsd:string ;
    rdfs:subClassOf CHEBI:133004,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:36327 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48878 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:51371 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:88188 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C37H41N2O6"^^xsd:string ;
    chebi:inchi "InChI=1S/C37H40N2O6/c1-38-14-12-24-19-32(42-4)33-21-27(24)28(38)16-22-6-9-26(10-7-22)44-37-35-25(20-34(43-5)36(37)41)13-15-39(2,3)29(35)17-23-8-11-30(40)31(18-23)45-33/h6-11,18-21,28-29H,12-17H2,1-5H3,(H-,40,41)/p+1/t28-,29+/m0/s1"^^xsd:string ;
    chebi:inchikey "JFJZZMVDLULRGK-URLMMPGGSA-O"^^xsd:string ;
    chebi:mass "609.73132"^^xsd:string ;
    chebi:monoisotopicmass "609.29591"^^xsd:string ;
    chebi:smiles "[H][C@]12Cc3ccc(Oc4c(O)c(OC)cc5CC[N+](C)(C)[C@]([H])(Cc6ccc(O)c(Oc7cc1c(CCN2C)cc7OC)c6)c45)cc3"^^xsd:string ;
    oboInOwl:hasExactSynonym "7',12'-dihydroxy-6,6'-dimethoxy-2,2',2'-trimethyltubocuraran-2'-ium"^^xsd:string,
        "Tubocurarine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "7',12'-dihydroxy-6,6'-dimethoxy-2,2',2'-trimethyltubocuraranium"^^xsd:string,
        "(+)-tubocurarine"^^xsd:string,
        "d-tubocurarine"^^xsd:string,
        "Tubocurarin"^^xsd:string ;
    oboInOwl:id "CHEBI:9774"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:9884 a owl:Class ;
    oboInOwl:hasDbXref "CAS:66-75-1"^^xsd:string,
        "Drug_Central:2795"^^xsd:string,
        "KEGG:C11686"^^xsd:string,
        "KEGG:D06265"^^xsd:string,
        "Wikipedia:Uramustine"^^xsd:string ;
    rdfs:label "5-[bis(2-chloroethyl)amino]uracil"^^xsd:string ;
    rdfs:subClassOf CHEBI:22532,
        CHEBI:37598 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C8H11Cl2N3O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C8H11Cl2N3O2/c9-1-3-13(4-2-10)6-5-11-8(15)12-7(6)14/h5H,1-4H2,(H2,11,12,14,15)"^^xsd:string ;
    chebi:inchikey "IDPUKCWIGUEADI-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "252.09736"^^xsd:string ;
    chebi:monoisotopicmass "251.02283"^^xsd:string ;
    chebi:smiles "ClCCN(CCCl)c1c[nH]c(=O)[nH]c1=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "5-[bis(2-chloroethyl)amino]pyrimidine-2,4(1H,3H)-dione"^^xsd:string,
        "5-[bis(2-chloroethyl)amino]uracil"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "5-(di-2-chloroethyl)aminouracil"^^xsd:string,
        "5-[bis(2-chloroethyl)amino]-2,4(1H,3H)-pyrimidinedione"^^xsd:string,
        "5-[di(beta-chloroethyl)amino]uracil"^^xsd:string,
        "5-aminouracil mustard"^^xsd:string,
        "5-N,N-bis(2-chloroethyl)aminouracil"^^xsd:string,
        "aminouracil mustard"^^xsd:string,
        "Uracil mustard"^^xsd:string,
        "uracil nitrogen mustard"^^xsd:string ;
    oboInOwl:id "CHEBI:9884"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:9925 a owl:Class ;
    oboInOwl:hasDbXref "CAS:1069-66-5"^^xsd:string,
        "DrugBank:DBSALT001257"^^xsd:string,
        "KEGG:C07842"^^xsd:string,
        "KEGG:D00710"^^xsd:string,
        "PMID:18248662"^^xsd:string ;
    rdfs:label "sodium valproate"^^xsd:string ;
    definition: "The sodium salt of valproic acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:38700,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:60654 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:176497 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C8H15O2Na"^^xsd:string ;
    chebi:inchi "InChI=1S/C8H16O2.Na/c1-3-5-7(6-4-2)8(9)10;/h7H,3-6H2,1-2H3,(H,9,10);/q;+1/p-1"^^xsd:string ;
    chebi:inchikey "AEQFSUDEHCCHBT-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "166.19327"^^xsd:string ;
    chebi:monoisotopicmass "166.09697"^^xsd:string ;
    chebi:smiles "[Na+].CCCC(CCC)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "sodium 2-propylpentanoate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-Propylvaleric acid sodium salt"^^xsd:string,
        "Depakene"^^xsd:string,
        "Epilim"^^xsd:string,
        "Valproate sodium"^^xsd:string,
        "valproic acid sodium salt"^^xsd:string ;
    oboInOwl:id "CHEBI:9925"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:9927 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:7754038"^^xsd:string,
        "CAS:137862-53-4"^^xsd:string,
        "Drug_Central:2806"^^xsd:string,
        "DrugBank:DB00177"^^xsd:string,
        "HMDB:HMDB0014323"^^xsd:string,
        "KEGG:D00400"^^xsd:string,
        "LINCS:LSM-2993"^^xsd:string,
        "Patent:EP443983"^^xsd:string,
        "Patent:US5399578"^^xsd:string,
        "Reaxys:7754038"^^xsd:string,
        "Wikipedia:Valsartan"^^xsd:string ;
    rdfs:label "valsartan"^^xsd:string ;
    definition: "A monocarboxylic acid amide consisting of L-valine in which the amino hydrogens have been replaced by a pentanoyl and a  [2'-(1H-tetrazol-5-yl)biphenyl]-4-yl]methyl group. It exhibits  antihypertensive activity."^^xsd:string ;
    rdfs:subClassOf CHEBI:25384,
        CHEBI:29347,
        CHEBI:48420,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35674 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35703 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:61016 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78298 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C24H29N5O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C24H29N5O3/c1-4-5-10-21(30)29(22(16(2)3)24(31)32)15-17-11-13-18(14-12-17)19-8-6-7-9-20(19)23-25-27-28-26-23/h6-9,11-14,16,22H,4-5,10,15H2,1-3H3,(H,31,32)(H,25,26,27,28)/t22-/m0/s1"^^xsd:string ;
    chebi:inchikey "ACWBQPMHZXGDFX-QFIPXVFZSA-N"^^xsd:string ;
    chebi:mass "435.51896"^^xsd:string ;
    chebi:monoisotopicmass "435.22704"^^xsd:string ;
    chebi:smiles "CCCCC(=O)N(Cc1ccc(cc1)-c1ccccc1-c1nnn[nH]1)[C@@H](C(C)C)C(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "N-pentanoyl-N-{[2'-(1H-tetrazol-5-yl)[1,1'-biphenyl]-4-yl]methyl}-L-valine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(S)-N-valeryl-N-{[2'-(1H-tetrazol-5-yl)biphenyl-4-yl]-methyl}-valine"^^xsd:string,
        "Diovan"^^xsd:string,
        "N-(p-(o-1H-tetrazol-5-ylphenyl)benzyl)-N-valeryl-L-valine"^^xsd:string,
        "N-pentanoyl-N-{[2'-(1H-tetrazol-5-yl)biphenyl-4-yl]methyl}-L-valine"^^xsd:string,
        "valsartan"^^xsd:string ;
    oboInOwl:id "CHEBI:9927"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:9943 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:4234848"^^xsd:string,
        "CAS:93413-69-5"^^xsd:string,
        "Drug_Central:2813"^^xsd:string,
        "DrugBank:DB00285"^^xsd:string,
        "HMDB:HMDB0005016"^^xsd:string,
        "KEGG:C07187"^^xsd:string,
        "KEGG:D08670"^^xsd:string,
        "LINCS:LSM-1616"^^xsd:string,
        "PMID:11098420"^^xsd:string,
        "PMID:12409680"^^xsd:string,
        "PMID:18321472"^^xsd:string,
        "Reaxys:4234848"^^xsd:string,
        "Wikipedia:Venlafaxine"^^xsd:string ;
    rdfs:label "venlafaxine"^^xsd:string ;
    definition: "A tertiary amino compound that is N,N-dimethylethanamine substituted at position 1 by a 1-hydroxycyclohexyl and 4-methoxyphenyl group."^^xsd:string ;
    rdfs:subClassOf CHEBI:23480,
        CHEBI:25235,
        CHEBI:26878,
        CHEBI:50996,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35469 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35480 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35640 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35703 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50949 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:51039 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78298 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C17H27NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C17H27NO2/c1-18(2)13-16(17(19)11-5-4-6-12-17)14-7-9-15(20-3)10-8-14/h7-10,16,19H,4-6,11-13H2,1-3H3"^^xsd:string ;
    chebi:inchikey "PNVNVHUZROJLTJ-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "277.40182"^^xsd:string ;
    chebi:monoisotopicmass "277.20418"^^xsd:string ;
    chebi:smiles "COc1ccc(cc1)C(CN(C)C)C1(O)CCCCC1"^^xsd:string ;
    oboInOwl:hasExactSynonym "1-[2-(dimethylamino)-1-(4-methoxyphenyl)ethyl]cyclohexanol"^^xsd:string,
        "Venlafaxine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Elafax"^^xsd:string,
        "venlafaxina"^^xsd:string,
        "venlafaxine"^^xsd:string,
        "venlafaxinum"^^xsd:string ;
    oboInOwl:id "CHEBI:9943"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:10033 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1293536"^^xsd:string,
        "CAS:81-81-2"^^xsd:string,
        "DrugBank:DB00682"^^xsd:string,
        "FooDB:FDB022750"^^xsd:string,
        "HMDB:HMDB0001935"^^xsd:string,
        "KEGG:C01541"^^xsd:string,
        "KEGG:D08682"^^xsd:string,
        "LINCS:LSM-1405"^^xsd:string,
        "Patent:US2427578"^^xsd:string,
        "Patent:US2765321"^^xsd:string,
        "Patent:US2777859"^^xsd:string,
        "Patent:US3239529"^^xsd:string,
        "Pesticides:warfarin"^^xsd:string,
        "PMCID:PMC10207235"^^xsd:string,
        "PMID:13358873"^^xsd:string,
        "PMID:15578879"^^xsd:string,
        "PMID:18294321"^^xsd:string,
        "PMID:19294412"^^xsd:string,
        "PMID:24478171"^^xsd:string,
        "PMID:24973057"^^xsd:string,
        "PMID:25022924"^^xsd:string,
        "PMID:25023204"^^xsd:string,
        "PMID:25393417"^^xsd:string,
        "PMID:25466603"^^xsd:string,
        "PMID:25534862"^^xsd:string,
        "PMID:25537751"^^xsd:string,
        "PMID:25555316"^^xsd:string,
        "PMID:25683623"^^xsd:string,
        "PMID:25757926"^^xsd:string,
        "PMID:25823787"^^xsd:string,
        "PMID:25828628"^^xsd:string,
        "PMID:25830869"^^xsd:string,
        "PMID:25842804"^^xsd:string,
        "PMID:25845131"^^xsd:string,
        "PMID:25986145"^^xsd:string,
        "PMID:26114209"^^xsd:string,
        "PMID:26142522"^^xsd:string,
        "PMID:26142525"^^xsd:string,
        "PMID:26203765"^^xsd:string,
        "PMID:26238769"^^xsd:string,
        "PMID:37359384"^^xsd:string,
        "PMID:37648560"^^xsd:string,
        "PMID:37755126"^^xsd:string,
        "PPDB:681"^^xsd:string,
        "Reaxys:1293536"^^xsd:string,
        "Wikipedia:Warfarin"^^xsd:string ;
    rdfs:label "warfarin"^^xsd:string ;
    definition: "A racemate comprising equal amounts of (R)- and (S)-warfarin. Extensively used as both an anticoagulant drug and as a pesticide against rats and mice."^^xsd:string ;
    rdfs:subClassOf CHEBI:60911,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:50393 ],
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:87737 ],
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:87738 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:33288 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50249 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50390 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:55347 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C19H16O4"^^xsd:string ;
    chebi:mass "308.333"^^xsd:string ;
    chebi:monoisotopicmass "308.10486"^^xsd:string ;
    oboInOwl:hasExactSynonym "rac-4-hydroxy-3-(3-oxo-1-phenylbutyl)-2H-1-benzopyran-2-one"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "4-hydroxy-3-[(1RS)-3-oxo-1-phenylbutyl]-2H-1-benzopyran-2-one"^^xsd:string,
        "4-hydroxy-3-[(1RS)-3-oxo-1-phenylbutyl]-2H-chromen-2-one"^^xsd:string,
        "4-hydroxy-3-[(1RS)-3-oxo-1-phenylbutyl]coumarin"^^xsd:string,
        "(+-)-warfarin"^^xsd:string,
        "(RS)-warfarin"^^xsd:string,
        "Brumolin"^^xsd:string,
        "Coumafene"^^xsd:string,
        "DL-3-(alpha-acetonylbenzyl)-4-hydroxycoumarin"^^xsd:string,
        "DL-warfarin"^^xsd:string,
        "Kumadu"^^xsd:string,
        "Kumatox"^^xsd:string,
        "rac-1-(4'-hydroxy-3'-coumarinyl)-1-phenyl-3-butanone"^^xsd:string,
        "rac-3-(1'-phenyl-2'-acetylethyl)-4-hydroxycoumarin"^^xsd:string,
        "rac-3-(acetonylbenzyl)-4-hydroxycoumarin"^^xsd:string,
        "rac-3-(alpha-acetonylbenzyl)-4-hydroxycoumarin"^^xsd:string,
        "rac-3-(alpha-phenyl-beta-acetylethyl)-4-hydroxycoumarin"^^xsd:string,
        "rac-4-hydroxy-3-(3-oxo-1-phenylbutyl)coumarin"^^xsd:string,
        "rac-warfarin"^^xsd:string,
        "racemic warfarin"^^xsd:string,
        "Ratron"^^xsd:string,
        "Rodafarin"^^xsd:string,
        "Warf 10"^^xsd:string,
        "warfarin"^^xsd:string,
        "warfarina"^^xsd:string,
        "warfarine"^^xsd:string,
        "warfarinum"^^xsd:string,
        "Zoocoumarin"^^xsd:string ;
    oboInOwl:id "CHEBI:10033"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:10093 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:97276"^^xsd:string,
        "Beilstein:4720812"^^xsd:string,
        "CAS:146-48-5"^^xsd:string,
        "Drug_Central:3659"^^xsd:string,
        "DrugBank:DB01392"^^xsd:string,
        "KEGG:C09256"^^xsd:string,
        "KEGG:D08685"^^xsd:string,
        "KNApSAcK:C00001789"^^xsd:string,
        "LINCS:LSM-2779"^^xsd:string,
        "VSDB:3010"^^xsd:string ;
    rdfs:label "yohimbine"^^xsd:string ;
    definition: "An indole alkaloid with alpha2-adrenoceptor antagonist activity. It is produced by Corynanthe johimbe and Rauwolfia serpentina."^^xsd:string ;
    rdfs:subClassOf CHEBI:48565,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:35633 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37890 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48279 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:131787 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C21H26N2O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C21H26N2O3/c1-26-21(25)19-15-10-17-20-14(13-4-2-3-5-16(13)22-20)8-9-23(17)11-12(15)6-7-18(19)24/h2-5,12,15,17-19,22,24H,6-11H2,1H3/t12-,15-,17-,18-,19+/m0/s1"^^xsd:string ;
    chebi:inchikey "BLGXFZZNTVWLAY-SCYLSFHTSA-N"^^xsd:string ;
    chebi:mass "354.44282"^^xsd:string ;
    chebi:monoisotopicmass "354.19434"^^xsd:string ;
    chebi:smiles "[H][C@@]12CC[C@H](O)[C@H](C(=O)OC)[C@@]1([H])C[C@]1([H])N(CCc3c1[nH]c1ccccc31)C2"^^xsd:string ;
    oboInOwl:hasExactSynonym "methyl 17alpha-hydroxyyohimban-16alpha-carboxylate"^^xsd:string,
        "Yohimbine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "17alpha-hydroxyyohimban-16alpha-carboxylic acid methyl ester"^^xsd:string,
        "(16alpha,17alpha)-17-hydroxyyohimban-16-carboxylic acid methyl ester"^^xsd:string,
        "(+)-yohimbine"^^xsd:string,
        "aphrodine"^^xsd:string,
        "corynine"^^xsd:string,
        "Johimbin"^^xsd:string,
        "Quebrachin"^^xsd:string,
        "quebrachine"^^xsd:string,
        "yohimbic acid methyl ester"^^xsd:string,
        "Yohimbin"^^xsd:string ;
    oboInOwl:id "CHEBI:10093"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:10100 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:3641829"^^xsd:string,
        "CAS:107753-78-6"^^xsd:string,
        "Drug_Central:2855"^^xsd:string,
        "DrugBank:DB00549"^^xsd:string,
        "HMDB:HMDB0014689"^^xsd:string,
        "KEGG:C07206"^^xsd:string,
        "KEGG:D00411"^^xsd:string,
        "LINCS:LSM-5792"^^xsd:string,
        "PMID:11888331"^^xsd:string,
        "PMID:19331987"^^xsd:string,
        "PMID:22159431"^^xsd:string,
        "PMID:22614107"^^xsd:string,
        "PMID:24258705"^^xsd:string,
        "PMID:25798389"^^xsd:string,
        "PMID:25834030"^^xsd:string,
        "Reaxys:3641829"^^xsd:string,
        "Wikipedia:Zafirlukast"^^xsd:string ;
    rdfs:label "zafirlukast"^^xsd:string ;
    rdfs:subClassOf CHEBI:23003,
        CHEBI:24828,
        CHEBI:90852,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:49159 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:65023 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C31H33N3O6S"^^xsd:string ;
    chebi:inchi "InChI=1S/C31H33N3O6S/c1-20-8-4-7-11-29(20)41(37,38)33-30(35)22-13-12-21(28(17-22)39-3)16-23-19-34(2)27-15-14-24(18-26(23)27)32-31(36)40-25-9-5-6-10-25/h4,7-8,11-15,17-19,25H,5-6,9-10,16H2,1-3H3,(H,32,36)(H,33,35)"^^xsd:string ;
    chebi:inchikey "YEEZWCHGZNKEEK-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "575.677"^^xsd:string ;
    chebi:monoisotopicmass "575.20901"^^xsd:string ;
    chebi:smiles "C1=CC=2N(C=C(C2C=C1NC(OC3CCCC3)=O)CC4=CC=C(C(NS(C5=CC=CC=C5C)(=O)=O)=O)C=C4OC)C"^^xsd:string ;
    oboInOwl:hasExactSynonym "cyclopentyl 3-[2-methoxy-4-(2-methylphenylsulfonylcarbamoyl)benzyl]-1-methyl-1H-indol-5-ylcarbamate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "4-(5-cyclopentyloxycarbonylamino-1-methyl-1H-indol-3-ylmethyl)-3-methoxy-N-o-tolylsulfonylbenzamide"^^xsd:string,
        "Accolate"^^xsd:string,
        "cyclopentyl 3-(2-methoxy-4-((o-tolylsulfonyl)carbamoyl)benzyl)-1-methylindole-5-carbamate"^^xsd:string,
        "zafirlukast"^^xsd:string ;
    oboInOwl:id "CHEBI:10100"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:10112 a owl:Class ;
    oboInOwl:hasDbXref "CAS:111406-87-2"^^xsd:string,
        "Drug_Central:2862"^^xsd:string,
        "DrugBank:DB00744"^^xsd:string,
        "KEGG:D00414"^^xsd:string,
        "LINCS:LSM-5084"^^xsd:string,
        "PMID:19309543"^^xsd:string,
        "PMID:19645854"^^xsd:string,
        "PMID:20204486"^^xsd:string,
        "PMID:20436887"^^xsd:string,
        "Reaxys:4869674"^^xsd:string,
        "Wikipedia:Zileuton"^^xsd:string ;
    rdfs:label "zileuton"^^xsd:string ;
    definition: "A member of the class of 1-benzothiophenes that is 1-benzothiophene in which the hydrogen at position 2 is replaced by a 1-[carbamoyl(hydroxy)amino]ethyl group. A selective 5-lipoxygenase inhibitor, it inhibits the formation of leukotrienes LTB4, LTC4, LDT4, and LTE4. It is used for the management of chronic asthma."^^xsd:string ;
    rdfs:subClassOf CHEBI:38836,
        CHEBI:47857,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:35858 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35475 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:49159 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:49167 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:64964 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:173084 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C11H12N2O2S"^^xsd:string ;
    chebi:inchi "InChI=1S/C11H12N2O2S/c1-7(13(15)11(12)14)10-6-8-4-2-3-5-9(8)16-10/h2-7,15H,1H3,(H2,12,14)"^^xsd:string ;
    chebi:inchikey "MWLSOWXNZPKENC-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "236.29126"^^xsd:string ;
    chebi:monoisotopicmass "236.06195"^^xsd:string ;
    chebi:smiles "CC(N(O)C(N)=O)c1cc2ccccc2s1"^^xsd:string ;
    oboInOwl:hasExactSynonym "1-[1-(1-benzothien-2-yl)ethyl]-1-hydroxyurea"^^xsd:string,
        "Zileuton"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(+-)-1-(1-Benzo[b]thien-2-ylethyl)-1-hydroxyurea"^^xsd:string,
        "Leutrol"^^xsd:string,
        "N-(1-Benzo(b)thien-2-ylethyl)-N-hydroxyurea"^^xsd:string,
        "N-[1-(benzo[b]thiophen-2-yl)ethyl]-N-hydroxyurea"^^xsd:string,
        "zileuton"^^xsd:string,
        "zileutonum"^^xsd:string,
        "Zyflo"^^xsd:string ;
    oboInOwl:id "CHEBI:10112"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:10124 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:7415010"^^xsd:string,
        "CAS:139264-17-8"^^xsd:string,
        "Drug_Central:2869"^^xsd:string,
        "DrugBank:DB00315"^^xsd:string,
        "KEGG:C07218"^^xsd:string,
        "KEGG:D00415"^^xsd:string,
        "LINCS:LSM-3208"^^xsd:string,
        "Wikipedia:Zolmitriptan"^^xsd:string ;
    rdfs:label "zolmitriptan"^^xsd:string ;
    definition: "A member of the class of tryptamines that is N,N-dimethyltryptamine in which the hydrogen at position 5 of the indole ring has been replaced by a [(4S)-2-oxo-1,3-oxazolidin-4-yl]methyl group. A serotonin 5-HT1 B and D receptor agonist, it is used for the treatment of migraine."^^xsd:string ;
    rdfs:subClassOf CHEBI:27162,
        CHEBI:55374,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:28969 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35472 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35941 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50514 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C16H21N3O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C16H21N3O2/c1-19(2)6-5-12-9-17-15-4-3-11(8-14(12)15)7-13-10-21-16(20)18-13/h3-4,8-9,13,17H,5-7,10H2,1-2H3,(H,18,20)/t13-/m0/s1"^^xsd:string ;
    chebi:inchikey "ULSDMUVEXKOYBU-ZDUSSCGKSA-N"^^xsd:string ;
    chebi:mass "287.357"^^xsd:string ;
    chebi:monoisotopicmass "287.16338"^^xsd:string ;
    chebi:smiles "C1=C2C(=CNC2=CC=C1C[C@@H]3NC(=O)OC3)CCN(C)C"^^xsd:string ;
    oboInOwl:hasExactSynonym "(4S)-4-({3-[2-(dimethylamino)ethyl]-1H-indol-5-yl}methyl)-1,3-oxazolidin-2-one"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "4-[[3-(2-dimethylaminoethyl)-1H-indol-5-yl]methyl]oxazolidin-2-one"^^xsd:string,
        "311C90"^^xsd:string,
        "Zipton"^^xsd:string,
        "zolmitriptan"^^xsd:string,
        "zolmitriptanum"^^xsd:string,
        "Zomig"^^xsd:string,
        "Zomigoro"^^xsd:string,
        "Zominat"^^xsd:string ;
    oboInOwl:id "CHEBI:10124"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:10319 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1817321"^^xsd:string,
        "CAS:90-15-3"^^xsd:string,
        "Gmelin:69192"^^xsd:string,
        "HMDB:HMDB0012138"^^xsd:string,
        "KEGG:C11714"^^xsd:string,
        "MetaCyc:NAPHTHOL"^^xsd:string,
        "PDBeChem:1NP"^^xsd:string,
        "PMID:16721410"^^xsd:string,
        "PMID:18966375"^^xsd:string,
        "PMID:22740618"^^xsd:string,
        "Reaxys:1817321"^^xsd:string,
        "Wikipedia:1-Naphthol"^^xsd:string ;
    rdfs:label "1-naphthol"^^xsd:string ;
    definition: "A naphthol carrying a hydroxy group at position 1."^^xsd:string ;
    rdfs:subClassOf CHEBI:35682,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50902 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76967 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C10H8O"^^xsd:string ;
    chebi:inchi "InChI=1S/C10H8O/c11-10-7-3-5-8-4-1-2-6-9(8)10/h1-7,11H"^^xsd:string ;
    chebi:inchikey "KJCVRFUGPWSIIH-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "144.16992"^^xsd:string ;
    chebi:monoisotopicmass "144.05751"^^xsd:string ;
    chebi:smiles "Oc1cccc2ccccc12"^^xsd:string ;
    oboInOwl:hasExactSynonym "1-Naphthol"^^xsd:string,
        "1-naphthol"^^xsd:string,
        "naphthalen-1-ol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-hydroxynaphthalene"^^xsd:string,
        "1-naphthalenol"^^xsd:string,
        "alpha-hydroxynaphthalene"^^xsd:string,
        "alpha-Naphthol"^^xsd:string,
        "alpha-naphthol"^^xsd:string ;
    oboInOwl:id "CHEBI:10319"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:10545 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C05359"^^xsd:string,
        "PMID:21614077"^^xsd:string,
        "Wikipedia:Electron"^^xsd:string ;
    rdfs:label "electron"^^xsd:string ;
    definition: "Elementary particle not affected by the strong force having a spin 1/2, a negative elementary charge and a rest mass of 0.000548579903(13) u, or 0.51099906(15) MeV."^^xsd:string ;
    rdfs:subClassOf CHEBI:36338 ;
    chebi:charge "-1"^^xsd:string ;
    chebi:mass "0.000548579903"^^xsd:string ;
    chebi:monoisotopicmass "0.0"^^xsd:string ;
    oboInOwl:hasExactSynonym "electron"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "beta"^^xsd:string,
        "beta(-)"^^xsd:string,
        "beta-particle"^^xsd:string,
        "e"^^xsd:string,
        "e(-)"^^xsd:string,
        "e-"^^xsd:string,
        "Elektron"^^xsd:string,
        "negatron"^^xsd:string ;
    oboInOwl:id "CHEBI:10545"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:10642 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:2206312"^^xsd:string,
        "CAS:488-59-5"^^xsd:string,
        "Gmelin:561300"^^xsd:string,
        "KEGG:C06153"^^xsd:string,
        "PMID:24352657"^^xsd:string,
        "Reaxys:2206312"^^xsd:string ;
    rdfs:label "scyllo-inositol"^^xsd:string ;
    rdfs:subClassOf CHEBI:24848,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H12O6"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H12O6/c7-1-2(8)4(10)6(12)5(11)3(1)9/h1-12H/t1-,2-,3+,4+,5-,6-"^^xsd:string ;
    chebi:inchikey "CDAISMWEOUEBRE-CDRYSYESSA-N"^^xsd:string ;
    chebi:mass "180.15588"^^xsd:string ;
    chebi:monoisotopicmass "180.06339"^^xsd:string ;
    chebi:smiles "O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:26614"^^xsd:string ;
    oboInOwl:hasExactSynonym "scyllo-Inositol"^^xsd:string,
        "scyllo-inositol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1,3,5/2,4,6-cyclohexanehexol"^^xsd:string,
        "(1r,2r,3r,4r,5r,6r)-cyclohexane-1,2,3,4,5,6-hexol"^^xsd:string,
        "Cocositol"^^xsd:string,
        "Quercinitol"^^xsd:string,
        "Scyllitol"^^xsd:string ;
    oboInOwl:id "CHEBI:10642"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:10650 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:5346011"^^xsd:string,
        "CAS:103628-46-2"^^xsd:string,
        "Drug_Central:2543"^^xsd:string,
        "DrugBank:DB00669"^^xsd:string,
        "HMDB:HMDB0005037"^^xsd:string,
        "KEGG:C07319"^^xsd:string,
        "KEGG:D00451"^^xsd:string,
        "LINCS:LSM-5618"^^xsd:string,
        "PMID:11045888"^^xsd:string,
        "PMID:11401410"^^xsd:string,
        "PMID:12172708"^^xsd:string,
        "PMID:12856385"^^xsd:string,
        "PMID:12917936"^^xsd:string,
        "PMID:15652399"^^xsd:string,
        "PMID:16120224"^^xsd:string,
        "PMID:16142613"^^xsd:string,
        "PMID:17557349"^^xsd:string,
        "PMID:18442019"^^xsd:string,
        "PMID:19619527"^^xsd:string,
        "PMID:19825906"^^xsd:string,
        "PMID:22106962"^^xsd:string,
        "PMID:22150557"^^xsd:string,
        "PMID:22272067"^^xsd:string,
        "PMID:22302025"^^xsd:string,
        "PMID:22336849"^^xsd:string,
        "PMID:22336867"^^xsd:string,
        "PMID:22336868"^^xsd:string,
        "PMID:22435741"^^xsd:string,
        "Reaxys:5346011"^^xsd:string,
        "Wikipedia:Sumatriptan"^^xsd:string ;
    rdfs:label "sumatriptan"^^xsd:string ;
    definition: "A sulfonamide that consists of N,N-dimethyltryptamine bearing an additional (N-methylsulfamoyl)methyl substituent at position 5. Selective agonist for a vascular 5-HT1 receptor subtype (probably a member of the 5-HT1D family). Used (in the form of its succinate salt) for the acute treatment of migraine with or without aura in adults."^^xsd:string ;
    rdfs:subClassOf CHEBI:27162,
        CHEBI:35358,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:28969 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:64364 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35941 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50514 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C14H21N3O2S"^^xsd:string ;
    chebi:inchi "InChI=1S/C14H21N3O2S/c1-15-20(18,19)10-11-4-5-14-13(8-11)12(9-16-14)6-7-17(2)3/h4-5,8-9,15-16H,6-7,10H2,1-3H3"^^xsd:string ;
    chebi:inchikey "KQKPFRSPSRPDEB-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "295.40000"^^xsd:string ;
    chebi:monoisotopicmass "295.13545"^^xsd:string ;
    chebi:smiles "CNS(=O)(=O)Cc1ccc2[nH]cc(CCN(C)C)c2c1"^^xsd:string ;
    oboInOwl:hasExactSynonym "1-{3-[2-(dimethylamino)ethyl]-1H-indol-5-yl}-N-methylmethanesulfonamide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-[3-(2-dimethylaminoethyl)-1H-indol-5-yl]-N-methyl-methanesulfonamide"^^xsd:string,
        "3-(2-(dimethylamino)ethyl)-N-methyl-1H-indole-5-methanesulfonamide"^^xsd:string,
        "3-[2-(dimethylamino)ethyl]-N-methylindole-5-methanesulfonamide"^^xsd:string,
        "(3-[2-(dimethylamino)ethyl]-1H-indol-5-yl)-N-methylmethanesulfonamide"^^xsd:string,
        "Imigran"^^xsd:string,
        "Imitrex"^^xsd:string,
        "Sumatran"^^xsd:string,
        "sumatriptan"^^xsd:string,
        "sumatriptanum"^^xsd:string,
        "Sumax"^^xsd:string ;
    oboInOwl:id "CHEBI:10650"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:10789 a owl:Class ;
    owl:deprecated true ;
    replacedBy: CHEBI:15422 ;
    obsReason: termsMerged: .

CHEBI:10841 a owl:Class ;
    owl:deprecated true ;
    replacedBy: CHEBI:15422 ;
    obsReason: termsMerged: .

CHEBI:11673 a owl:Class ;
    owl:deprecated true ;
    replacedBy: CHEBI:17489 ;
    obsReason: termsMerged: .

CHEBI:11675 a owl:Class ;
    owl:deprecated true ;
    replacedBy: CHEBI:16356 ;
    obsReason: termsMerged: .

CHEBI:12777 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:Vitamin-A"^^xsd:string,
        "Wikipedia:Vitamin_A"^^xsd:string ;
    rdfs:label "vitamin A"^^xsd:string ;
    definition: "Any member of a group of fat-soluble retinoids produced via metabolism of provitamin A carotenoids that exhibit biological activity against vitamin A deficiency. Vitamin A is involved in immune function, vision, reproduction, and cellular communication."^^xsd:string ;
    rdfs:subClassOf CHEBI:26537,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:24020 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:25212 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "vitamin A vitamer"^^xsd:string,
        "vitamin A vitamers"^^xsd:string,
        "vitamin-A"^^xsd:string,
        "vitamins A"^^xsd:string ;
    oboInOwl:id "CHEBI:12777"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:12800 a owl:Class ;
    owl:deprecated true ;
    replacedBy: CHEBI:46570 ;
    obsReason: termsMerged: .

CHEBI:13236 a owl:Class ;
    owl:deprecated true ;
    replacedBy: CHEBI:15422 ;
    obsReason: termsMerged: .

CHEBI:13248 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C01402"^^xsd:string,
        "PMID:6205897"^^xsd:string,
        "PMID:23535982"^^xsd:string,
        "PMID:23968552"^^xsd:string,
        "PMID:24273122"^^xsd:string ;
    rdfs:label "anilide"^^xsd:string ;
    definition: "Any aromatic amide obtained by acylation of aniline."^^xsd:string ;
    rdfs:subClassOf CHEBI:22712,
        CHEBI:62733,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:17296 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C7H6NOR"^^xsd:string ;
    chebi:mass "120.12860"^^xsd:string ;
    chebi:monoisotopicmass "120.04494"^^xsd:string ;
    chebi:smiles "[*]C(=O)Nc1ccccc1"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "an anilide"^^xsd:string,
        "N-phenyl amide"^^xsd:string,
        "N-phenyl amides"^^xsd:string ;
    oboInOwl:id "CHEBI:13248"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:13411 a owl:Class ;
    owl:deprecated true ;
    replacedBy: CHEBI:17326 ;
    obsReason: termsMerged: .

CHEBI:13607 a owl:Class ;
    owl:deprecated true ;
    replacedBy: CHEBI:47788 ;
    obsReason: termsMerged: .

CHEBI:13611 a owl:Class ;
    rdfs:label "4-hydroxy carboxylic acid"^^xsd:string ;
    definition: "Any hydroxy carboxylic acid which contains a hydroxy substituent gamma to a carboxy group."^^xsd:string ;
    rdfs:subClassOf CHEBI:24669 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C4H5O3R3"^^xsd:string ;
    chebi:mass "101.081"^^xsd:string ;
    chebi:monoisotopicmass "101.02387"^^xsd:string ;
    chebi:smiles "*C(C(C(C(O)=O)*)*)O"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "4-hydroxy carboxylic acids"^^xsd:string,
        "4-hydroxyacids"^^xsd:string,
        "4-hydroxycarboxylic acid"^^xsd:string,
        "4-hydroxycarboxylic acids"^^xsd:string,
        "a 4-hydroxyacid"^^xsd:string,
        "gamma-hydroxy carboxylic acid"^^xsd:string,
        "gamma-hydroxyacid"^^xsd:string,
        "gamma-hydroxyacids"^^xsd:string,
        "gamma-hydroxycarboxylic acid"^^xsd:string,
        "gamma-hydroxycarboxylic acids"^^xsd:string ;
    oboInOwl:id "CHEBI:13611"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:13643 a owl:Class ;
    rdfs:label "glycol"^^xsd:string ;
    definition: "A diol in which the two hydroxy groups are on different carbon atoms, usually but not necessarily adjacent."^^xsd:string ;
    rdfs:subClassOf CHEBI:23824 ;
    oboInOwl:hasExactSynonym "glycols"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Glykol"^^xsd:string ;
    oboInOwl:id "CHEBI:13643"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:13687 a owl:Class ;
    owl:deprecated true ;
    replacedBy: CHEBI:35341 ;
    obsReason: termsMerged: .

CHEBI:13850 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C16240"^^xsd:string ;
    rdfs:label "apoprotein"^^xsd:string ;
    definition: "An apoprotein is a protein devoid of its characteristic prosthetic group or metal."^^xsd:string ;
    rdfs:subClassOf CHEBI:38560,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ] ;
    oboInOwl:hasExactSynonym "apoprotein"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "apoproteins"^^xsd:string ;
    oboInOwl:id "CHEBI:13850"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:13941 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:3903503"^^xsd:string,
        "CAS:302-11-4"^^xsd:string,
        "Gmelin:239604"^^xsd:string ;
    rdfs:label "carbamate"^^xsd:string ;
    rdfs:subClassOf CHEBI:37022,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:28616 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "CH2NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/CH3NO2/c2-1(3)4/h2H2,(H,3,4)/p-1"^^xsd:string ;
    chebi:inchikey "KXDHJXZQYSOELW-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "60.03212"^^xsd:string ;
    chebi:monoisotopicmass "60.00910"^^xsd:string ;
    chebi:smiles "NC([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "carbamate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Carbamat"^^xsd:string,
        "carbamate ion"^^xsd:string,
        "carbamic acid, ion(1-)"^^xsd:string,
        "Karbamat"^^xsd:string ;
    oboInOwl:id "CHEBI:13941"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:14022 a owl:Class ;
    owl:deprecated true ;
    replacedBy: CHEBI:16827 ;
    obsReason: termsMerged: .

CHEBI:14023 a owl:Class ;
    owl:deprecated true ;
    replacedBy: CHEBI:17650 ;
    obsReason: termsMerged: .

CHEBI:14321 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:327908"^^xsd:string ;
    rdfs:label "glutamate(1-)"^^xsd:string ;
    definition: "An alpha-amino-acid anion that is the conjugate base of glutamic acid, having anionic carboxy groups and a cationic amino group"^^xsd:string ;
    rdfs:subClassOf CHEBI:33558,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:29987 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:18237 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78675 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C5H8NO4"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H9NO4/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H,7,8)(H,9,10)/p-1"^^xsd:string ;
    chebi:inchikey "WHUUTDBJXJRKMK-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "146.12136"^^xsd:string ;
    chebi:monoisotopicmass "146.04588"^^xsd:string ;
    chebi:smiles "[NH3+]C(CCC([O-])=O)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "glutamate(1-)"^^xsd:string,
        "hydrogen glutamate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-ammoniopentanedioate"^^xsd:string,
        "glutamate"^^xsd:string,
        "glutamic acid monoanion"^^xsd:string ;
    oboInOwl:id "CHEBI:14321"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:14377 a owl:Class ;
    owl:deprecated true ;
    replacedBy: CHEBI:16356 ;
    obsReason: termsMerged: .

CHEBI:14486 a owl:Class ;
    owl:deprecated true ;
    replacedBy: CHEBI:18292 ;
    obsReason: termsMerged: .

CHEBI:14517 a owl:Class ;
    owl:deprecated true ;
    replacedBy: CHEBI:18059 ;
    obsReason: termsMerged: .

CHEBI:14672 a owl:Class ;
    owl:deprecated true ;
    replacedBy: CHEBI:18375 ;
    obsReason: termsMerged: .

CHEBI:14677 a owl:Class ;
    owl:deprecated true ;
    replacedBy: CHEBI:17326 ;
    obsReason: termsMerged: .

CHEBI:14973 a owl:Class ;
    oboInOwl:hasDbXref "PMID:24816008"^^xsd:string,
        "Wikipedia:Pyrazole"^^xsd:string ;
    rdfs:label "pyrazole"^^xsd:string ;
    definition: "A  monocyclic heteroarene that is a five-membered organic heterocycle containing two nitrogen atoms at positions 1 and 2."^^xsd:string ;
    rdfs:subClassOf CHEBI:26410,
        CHEBI:35555,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:38596 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C3H4N2"^^xsd:string ;
    chebi:mass "68.077"^^xsd:string ;
    chebi:monoisotopicmass "68.03745"^^xsd:string ;
    oboInOwl:hasExactSynonym "pyrazole"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Pyrazol"^^xsd:string ;
    oboInOwl:id "CHEBI:14973"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:15022 a owl:Class ;
    rdfs:label "electron donor"^^xsd:string ;
    definition: "A molecular entity that can transfer an electron to another molecular entity."^^xsd:string ;
    rdfs:subClassOf CHEBI:17891 ;
    oboInOwl:hasExactSynonym "electron donor"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "donneur d'electron"^^xsd:string,
        "Elektronendonator"^^xsd:string ;
    oboInOwl:id "CHEBI:15022"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:15036 a owl:Class ;
    rdfs:label "retinoate"^^xsd:string ;
    rdfs:subClassOf CHEBI:35757,
        CHEBI:139589,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:26536 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C20H27O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C20H28O2/c1-15(8-6-9-16(2)14-19(21)22)11-12-18-17(3)10-7-13-20(18,4)5/h6,8-9,11-12,14H,7,10,13H2,1-5H3,(H,21,22)/p-1"^^xsd:string ;
    chebi:inchikey "SHGAZHPCJJPHSC-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "299.42718"^^xsd:string ;
    chebi:monoisotopicmass "299.20165"^^xsd:string ;
    chebi:smiles "CC(C=CC1=C(C)CCCC1(C)C)=CC=CC(C)=CC([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoate"^^xsd:string,
        "retinoate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:15036"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:15138 a owl:Class ;
    oboInOwl:hasDbXref "CAS:18496-25-8"^^xsd:string,
        "UM-BBD_compID:c0569"^^xsd:string ;
    rdfs:label "sulfide(2-)"^^xsd:string ;
    definition: "A divalent inorganic anion obtained by removal of both protons from hydrogen sulfide."^^xsd:string ;
    rdfs:subClassOf CHEBI:79388,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:29919 ] ;
    chebi:charge "-2"^^xsd:string ;
    chebi:formula "S"^^xsd:string ;
    chebi:inchi "InChI=1S/S/q-2"^^xsd:string ;
    chebi:inchikey "UCKMPCXJQFINFW-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "32.06600"^^xsd:string ;
    chebi:monoisotopicmass "31.97317"^^xsd:string ;
    chebi:smiles "[S--]"^^xsd:string ;
    oboInOwl:hasExactSynonym "sulfanediide"^^xsd:string,
        "sulfide(2-)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "S(2-)"^^xsd:string,
        "Sulfide"^^xsd:string,
        "sulphide"^^xsd:string ;
    oboInOwl:id "CHEBI:15138"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:15318 a owl:Class ;
    oboInOwl:hasDbXref "ECMDB:ECMDB00292"^^xsd:string,
        "KNApSAcK:C00019660"^^xsd:string,
        "PMID:1557408"^^xsd:string,
        "PMID:9007687"^^xsd:string,
        "PMID:24629268"^^xsd:string,
        "YMDB:YMDB00263"^^xsd:string ;
    rdfs:label "xanthine"^^xsd:string ;
    definition: "A purine nucleobase found in humans and other organisms."^^xsd:string ;
    rdfs:subClassOf CHEBI:25810,
        CHEBI:26386,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:16235 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78675 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5H4N4O2"^^xsd:string ;
    chebi:mass "152.111"^^xsd:string ;
    chebi:monoisotopicmass "152.03343"^^xsd:string ;
    oboInOwl:hasExactSynonym "xanthine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2,6-dioxopurine"^^xsd:string,
        "2,6-dioxopurines"^^xsd:string,
        "xanthines"^^xsd:string ;
    oboInOwl:id "CHEBI:15318"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:15333 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1217241"^^xsd:string ;
    rdfs:label "zeatin"^^xsd:string ;
    rdfs:subClassOf CHEBI:38643,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:23530 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C10H13N5O"^^xsd:string ;
    chebi:inchi "InChI=1S/C10H13N5O/c1-7(4-16)2-3-11-9-8-10(13-5-12-8)15-6-14-9/h2,5-6,16H,3-4H2,1H3,(H2,11,12,13,14,15)"^^xsd:string ;
    chebi:inchikey "UZKQTCBAMSWPJD-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "219.24332"^^xsd:string ;
    chebi:monoisotopicmass "219.11201"^^xsd:string ;
    chebi:smiles "[H]C(CNc1ncnc2[nH]cnc12)=C(C)CO"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-methyl-4-(9H-purin-6-ylamino)but-2-en-1-ol"^^xsd:string,
        "zeatin"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:15333"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:15339 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C00028"^^xsd:string,
        "KEGG:C16722"^^xsd:string ;
    rdfs:label "acceptor"^^xsd:string ;
    definition: "A molecular entity that can accept an electron, a pair of electrons, an atom or a group from another molecular entity."^^xsd:string ;
    rdfs:subClassOf CHEBI:51086 ;
    oboInOwl:hasAlternativeId "CHEBI:2377"^^xsd:string,
        "CHEBI:13699"^^xsd:string ;
    oboInOwl:hasExactSynonym "Acceptor"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "A"^^xsd:string,
        "accepteur"^^xsd:string,
        "Akzeptor"^^xsd:string,
        "Hydrogen-acceptor"^^xsd:string,
        "Oxidized donor"^^xsd:string ;
    oboInOwl:id "CHEBI:15339"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:15346 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:77809"^^xsd:string,
        "CAS:85-61-0"^^xsd:string,
        "DrugBank:DB01992"^^xsd:string,
        "KEGG:C00010"^^xsd:string,
        "KNApSAcK:C00007258"^^xsd:string,
        "PDBeChem:COA"^^xsd:string,
        "PDBeChem:COZ"^^xsd:string,
        "PMID:2981478"^^xsd:string,
        "PMID:7310833"^^xsd:string,
        "PMID:11923312"^^xsd:string,
        "PMID:13025483"^^xsd:string,
        "PMID:15014152"^^xsd:string,
        "PMID:15893380"^^xsd:string,
        "PMID:18407920"^^xsd:string,
        "PMID:19666462"^^xsd:string,
        "PMID:20351285"^^xsd:string,
        "Wikipedia:Coenzyme_A"^^xsd:string ;
    rdfs:label "coenzyme A"^^xsd:string ;
    definition: "A thiol comprising a panthothenate unit in phosphoric anhydride linkage with a 3',5'-adenosine diphosphate unit; and an aminoethanethiol unit."^^xsd:string ;
    rdfs:subClassOf CHEBI:37240,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:16761 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:57287 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:23354 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C21H36N7O16P3S"^^xsd:string ;
    chebi:inchi "InChI=1S/C21H36N7O16P3S/c1-21(2,16(31)19(32)24-4-3-12(29)23-5-6-48)8-41-47(38,39)44-46(36,37)40-7-11-15(43-45(33,34)35)14(30)20(42-11)28-10-27-13-17(22)25-9-26-18(13)28/h9-11,14-16,20,30-31,48H,3-8H2,1-2H3,(H,23,29)(H,24,32)(H,36,37)(H,38,39)(H2,22,25,26)(H2,33,34,35)/t11-,14-,15-,16+,20-/m1/s1"^^xsd:string ;
    chebi:inchikey "RGJOEKWQDUBAIZ-IBOSZNHHSA-N"^^xsd:string ;
    chebi:mass "767.53540"^^xsd:string ;
    chebi:monoisotopicmass "767.11521"^^xsd:string ;
    chebi:smiles "CC(C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)n1cnc2c(N)ncnc12)[C@@H](O)C(=O)NCCC(=O)NCCS"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:3771"^^xsd:string,
        "CHEBI:13294"^^xsd:string,
        "CHEBI:13295"^^xsd:string,
        "CHEBI:13298"^^xsd:string,
        "CHEBI:23355"^^xsd:string,
        "CHEBI:41597"^^xsd:string,
        "CHEBI:41631"^^xsd:string,
        "CHEBI:741566"^^xsd:string ;
    oboInOwl:hasExactSynonym "3'-phosphoadenosine 5'-{3-[(3R)-3-hydroxy-2,2-dimethyl-4-oxo-4-({3-oxo-3-[(2-sulfanylethyl)amino]propyl}amino)butyl] dihydrogen diphosphate}"^^xsd:string,
        "COENZYME A"^^xsd:string,
        "Coenzyme A"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3'-phosphoadenosine-(5')diphospho(4')pantatheine"^^xsd:string,
        "[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)tetrahydrofuran-2-yl]methyl (3R)-3-hydroxy-4-({3-oxo-3-[(2-sulfanylethyl)amino]propyl}amino)-2,2-dimethyl-4-oxobutyl dihydrogen diphosphate"^^xsd:string,
        "CoA"^^xsd:string,
        "CoA-SH"^^xsd:string,
        "CoASH"^^xsd:string,
        "Coenzym A"^^xsd:string,
        "HSCoA"^^xsd:string,
        "Koenzym A"^^xsd:string ;
    oboInOwl:id "CHEBI:15346"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:15351 a owl:Class ;
    oboInOwl:hasDbXref "CAS:72-89-9"^^xsd:string,
        "ECMDB:ECMDB01206"^^xsd:string,
        "HMDB:HMDB0001206"^^xsd:string,
        "KEGG:C00024"^^xsd:string,
        "KNApSAcK:C00007259"^^xsd:string,
        "PDBeChem:ACO"^^xsd:string,
        "PMID:3950616"^^xsd:string,
        "PMID:12527305"^^xsd:string,
        "PMID:12739170"^^xsd:string,
        "PMID:15247244"^^xsd:string,
        "PMID:16101314"^^xsd:string,
        "PMID:16667687"^^xsd:string,
        "PMID:16708165"^^xsd:string,
        "PMID:17189273"^^xsd:string,
        "PMID:17242360"^^xsd:string,
        "PMID:17631502"^^xsd:string,
        "PMID:18613815"^^xsd:string,
        "PMID:19356710"^^xsd:string,
        "PMID:19596230"^^xsd:string,
        "PMID:19914586"^^xsd:string,
        "Reaxys:78145"^^xsd:string,
        "UM-BBD_compID:c0031"^^xsd:string,
        "Wikipedia:Acetyl-CoA"^^xsd:string,
        "YMDB:YMDB00312"^^xsd:string ;
    rdfs:label "acetyl-CoA"^^xsd:string ;
    definition: "An acyl-CoA having acetyl as its S-acetyl component."^^xsd:string ;
    rdfs:subClassOf CHEBI:17984,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:15366 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:57288 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:23354 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35224 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78675 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C23H38N7O17P3S"^^xsd:string ;
    chebi:inchi "InChI=1S/C23H38N7O17P3S/c1-12(31)51-7-6-25-14(32)4-5-26-21(35)18(34)23(2,3)9-44-50(41,42)47-49(39,40)43-8-13-17(46-48(36,37)38)16(33)22(45-13)30-11-29-15-19(24)27-10-28-20(15)30/h10-11,13,16-18,22,33-34H,4-9H2,1-3H3,(H,25,32)(H,26,35)(H,39,40)(H,41,42)(H2,24,27,28)(H2,36,37,38)/t13-,16-,17-,18+,22-/m1/s1"^^xsd:string ;
    chebi:inchikey "ZSLZBFCDCINBPY-ZSJPKINUSA-N"^^xsd:string ;
    chebi:mass "809.57208"^^xsd:string ;
    chebi:monoisotopicmass "809.12577"^^xsd:string ;
    chebi:smiles "CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)n1cnc2c(N)ncnc12"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:2408"^^xsd:string,
        "CHEBI:13712"^^xsd:string,
        "CHEBI:22192"^^xsd:string,
        "CHEBI:40470"^^xsd:string ;
    oboInOwl:hasExactSynonym "3'-phosphoadenosine 5'-(3-{(3R)-4-[(3-{[2-(acetylsulfanyl)ethyl]amino}-3-oxopropyl)amino]-3-hydroxy-2,2-dimethyl-4-oxobutyl} dihydrogen diphosphate)"^^xsd:string,
        "Acetyl-CoA"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "AcCoA"^^xsd:string,
        "Acetyl coenzyme A"^^xsd:string,
        "S-acetyl-CoA"^^xsd:string,
        "S-acetyl-coenzyme A"^^xsd:string ;
    oboInOwl:id "CHEBI:15351"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:15354 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1736748"^^xsd:string,
        "CAS:62-49-7"^^xsd:string,
        "Drug_Central:3097"^^xsd:string,
        "DrugBank:DB00122"^^xsd:string,
        "ECMDB:ECMDB00097"^^xsd:string,
        "Gmelin:324597"^^xsd:string,
        "HMDB:HMDB0000097"^^xsd:string,
        "KEGG:C00114"^^xsd:string,
        "KEGG:D07690"^^xsd:string,
        "KNApSAcK:C00007298"^^xsd:string,
        "MetaCyc:CHOLINE"^^xsd:string,
        "PDBeChem:CHT"^^xsd:string,
        "PMID:6420466"^^xsd:string,
        "PMID:7590654"^^xsd:string,
        "PMID:9517478"^^xsd:string,
        "PMID:10930630"^^xsd:string,
        "PMID:12826235"^^xsd:string,
        "PMID:12946691"^^xsd:string,
        "PMID:14972364"^^xsd:string,
        "PMID:16210714"^^xsd:string,
        "PMID:17087106"^^xsd:string,
        "PMID:17283071"^^xsd:string,
        "PMID:17344490"^^xsd:string,
        "PMID:18204095"^^xsd:string,
        "PMID:18230680"^^xsd:string,
        "PMID:18786517"^^xsd:string,
        "PMID:18786520"^^xsd:string,
        "PMID:19246089"^^xsd:string,
        "PMID:20038853"^^xsd:string,
        "PMID:20446114"^^xsd:string,
        "PMID:22770225"^^xsd:string,
        "PMID:22961562"^^xsd:string,
        "PMID:23095202"^^xsd:string,
        "PMID:23616508"^^xsd:string,
        "PMID:23637565"^^xsd:string,
        "PMID:23733158"^^xsd:string,
        "Reaxys:1736748"^^xsd:string,
        "Wikipedia:Choline"^^xsd:string,
        "YMDB:YMDB00227"^^xsd:string ;
    rdfs:label "choline"^^xsd:string ;
    definition: "A choline that is the parent compound of the cholines class, consisting of ethanolamine having three methyl substituents attached to the amino function."^^xsd:string ;
    rdfs:subClassOf CHEBI:23217,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:25512 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:33284 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50904 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:83056 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C5H14NO"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H14NO/c1-6(2,3)4-5-7/h7H,4-5H2,1-3H3/q+1"^^xsd:string ;
    chebi:inchikey "OEYIOHPDSNJKLS-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "104.17080"^^xsd:string ;
    chebi:monoisotopicmass "104.10699"^^xsd:string ;
    chebi:smiles "C[N+](C)(C)CCO"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:3665"^^xsd:string,
        "CHEBI:13985"^^xsd:string,
        "CHEBI:23212"^^xsd:string,
        "CHEBI:41524"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-hydroxy-N,N,N-trimethylethanaminium"^^xsd:string,
        "Choline"^^xsd:string,
        "choline"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Bilineurine"^^xsd:string,
        "CHOLINE ION"^^xsd:string,
        "N,N,N-trimethylethanol-ammonium"^^xsd:string,
        "N-trimethylethanolamine"^^xsd:string,
        "trimethylethanolamine"^^xsd:string ;
    oboInOwl:id "CHEBI:15354"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:15355 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1764436"^^xsd:string,
        "CAS:51-84-3"^^xsd:string,
        "Drug_Central:65"^^xsd:string,
        "DrugBank:DB03128"^^xsd:string,
        "Gmelin:326108"^^xsd:string,
        "KEGG:C01996"^^xsd:string,
        "LINCS:LSM-5888"^^xsd:string,
        "PDBeChem:ACH"^^xsd:string,
        "PMID:14764638"^^xsd:string,
        "PMID:15014918"^^xsd:string,
        "PMID:15231705"^^xsd:string,
        "PMID:15361288"^^xsd:string,
        "PMID:18050502"^^xsd:string,
        "PMID:18407448"^^xsd:string,
        "PMID:19255787"^^xsd:string,
        "PMID:20963497"^^xsd:string,
        "PMID:21130809"^^xsd:string,
        "PMID:21246223"^^xsd:string,
        "PMID:21545631"^^xsd:string,
        "PMID:21601579"^^xsd:string,
        "Wikipedia:Acetylcholine"^^xsd:string ;
    rdfs:label "acetylcholine"^^xsd:string ;
    definition: "Actylcholine is an ester of acetic acid and choline, which acts as a neurotransmitter."^^xsd:string ;
    rdfs:subClassOf CHEBI:35287,
        CHEBI:47622,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:24621 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:25512 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35620 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38325 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C7H16NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C7H16NO2/c1-7(9)10-6-5-8(2,3)4/h5-6H2,1-4H3/q+1"^^xsd:string ;
    chebi:inchikey "OIPILFWXSMYKGL-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "146.20748"^^xsd:string ;
    chebi:monoisotopicmass "146.11756"^^xsd:string ;
    chebi:smiles "CC(=O)OCC[N+](C)(C)C"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:2416"^^xsd:string,
        "CHEBI:12686"^^xsd:string,
        "CHEBI:13715"^^xsd:string,
        "CHEBI:22197"^^xsd:string,
        "CHEBI:40559"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-acetyloxy-N,N,N-trimethylethanaminium"^^xsd:string,
        "ACETYLCHOLINE"^^xsd:string,
        "Acetylcholine"^^xsd:string,
        "acetylcholine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "ACh"^^xsd:string,
        "Azetylcholin"^^xsd:string,
        "choline acetate"^^xsd:string,
        "O-Acetylcholine"^^xsd:string ;
    oboInOwl:id "CHEBI:15355"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:15356 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1721406"^^xsd:string,
        "CAS:3374-22-9"^^xsd:string,
        "Gmelin:2933"^^xsd:string,
        "KEGG:C00736"^^xsd:string,
        "KNApSAcK:C00001351"^^xsd:string,
        "KNApSAcK:C00007323"^^xsd:string,
        "PMID:17439666"^^xsd:string,
        "PMID:25181601"^^xsd:string,
        "Reaxys:1721406"^^xsd:string,
        "Wikipedia:Cysteine"^^xsd:string ;
    rdfs:label "cysteine"^^xsd:string ;
    definition: "A sulfur-containing amino acid that is propanoic acid with an amino group at position 2 and a sulfanyl group at position 3."^^xsd:string ;
    rdfs:subClassOf CHEBI:26167,
        CHEBI:26834,
        CHEBI:33704,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:32456 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:32458 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:35237 ],
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:50326 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78675 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C3H7NO2S"^^xsd:string ;
    chebi:inchi "InChI=1S/C3H7NO2S/c4-2(1-7)3(5)6/h2,7H,1,4H2,(H,5,6)"^^xsd:string ;
    chebi:inchikey "XUJNEKJLAYXESH-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "121.15922"^^xsd:string ;
    chebi:monoisotopicmass "121.01975"^^xsd:string ;
    chebi:smiles "NC(CS)C(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:4050"^^xsd:string,
        "CHEBI:14061"^^xsd:string,
        "CHEBI:23508"^^xsd:string ;
    oboInOwl:hasExactSynonym "Cysteine"^^xsd:string,
        "cysteine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-amino-3-mercaptopropanoic acid"^^xsd:string,
        "2-Amino-3-mercaptopropionic acid"^^xsd:string,
        "2-amino-3-sulfanylpropanoic acid"^^xsd:string,
        "C"^^xsd:string,
        "cisteina"^^xsd:string,
        "Cys"^^xsd:string,
        "Cystein"^^xsd:string,
        "Hcys"^^xsd:string,
        "Zystein"^^xsd:string ;
    oboInOwl:id "CHEBI:15356"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:15361 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:3587721"^^xsd:string,
        "CAS:57-60-3"^^xsd:string,
        "Gmelin:2502"^^xsd:string,
        "KEGG:C00022"^^xsd:string,
        "PMID:17190852"^^xsd:string,
        "PMID:21603897"^^xsd:string,
        "PMID:21823181"^^xsd:string,
        "PMID:21854850"^^xsd:string,
        "PMID:22006570"^^xsd:string,
        "PMID:22016370"^^xsd:string,
        "PMID:22215378"^^xsd:string,
        "PMID:22311625"^^xsd:string,
        "PMID:22451307"^^xsd:string,
        "PMID:22458763"^^xsd:string,
        "Reaxys:3587721"^^xsd:string,
        "UM-BBD_compID:c0159"^^xsd:string ;
    rdfs:label "pyruvate"^^xsd:string ;
    definition: "A 2-oxo monocarboxylic acid anion that is the conjugate base of pyruvic acid, arising from deprotonation of the carboxy group."^^xsd:string ;
    rdfs:subClassOf CHEBI:35179,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:17272 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:32816 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:23357 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78675 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C3H3O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C3H4O3/c1-2(4)3(5)6/h1H3,(H,5,6)/p-1"^^xsd:string ;
    chebi:inchikey "LCTONWCANYUPML-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "87.05412"^^xsd:string ;
    chebi:monoisotopicmass "87.00877"^^xsd:string ;
    chebi:smiles "CC(=O)C([O-])=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:14987"^^xsd:string,
        "CHEBI:26462"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-oxopropanoate"^^xsd:string,
        "pyruvate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-oxopropanoate"^^xsd:string,
        "2-oxopropanoic acid, ion(1-)"^^xsd:string ;
    oboInOwl:id "CHEBI:15361"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:15366 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:506007"^^xsd:string,
        "CAS:64-19-7"^^xsd:string,
        "Drug_Central:4211"^^xsd:string,
        "Gmelin:1380"^^xsd:string,
        "HMDB:HMDB0000042"^^xsd:string,
        "KEGG:C00033"^^xsd:string,
        "KEGG:D00010"^^xsd:string,
        "KNApSAcK:C00001176"^^xsd:string,
        "LIPID_MAPS_instance:LMFA01010002"^^xsd:string,
        "MetaCyc:ACET"^^xsd:string,
        "PDBeChem:ACT"^^xsd:string,
        "PDBeChem:ACY"^^xsd:string,
        "PMID:12005138"^^xsd:string,
        "PMID:15107950"^^xsd:string,
        "PMID:16630552"^^xsd:string,
        "PMID:16774200"^^xsd:string,
        "PMID:17190852"^^xsd:string,
        "PMID:19416101"^^xsd:string,
        "PMID:19469536"^^xsd:string,
        "PMID:22153255"^^xsd:string,
        "PMID:22173419"^^xsd:string,
        "PPDB:1333"^^xsd:string,
        "Reaxys:506007"^^xsd:string,
        "Wikipedia:Acetic_acid"^^xsd:string ;
    rdfs:label "acetic acid"^^xsd:string ;
    definition: "A simple monocarboxylic acid containing two carbons."^^xsd:string ;
    rdfs:subClassOf CHEBI:25384,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:30089 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48356 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:64049 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:65256 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:83056 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C2H4O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C2H4O2/c1-2(3)4/h1H3,(H,3,4)"^^xsd:string ;
    chebi:inchikey "QTBSBXVTEAMEQO-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "60.05200"^^xsd:string ;
    chebi:monoisotopicmass "60.02113"^^xsd:string ;
    chebi:smiles "CC(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:2387"^^xsd:string,
        "CHEBI:22169"^^xsd:string,
        "CHEBI:40486"^^xsd:string ;
    oboInOwl:hasExactSynonym "ACETIC ACID"^^xsd:string,
        "Acetic acid"^^xsd:string,
        "acetic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "acide acetique"^^xsd:string,
        "AcOH"^^xsd:string,
        "CH3-COOH"^^xsd:string,
        "CH3CO2H"^^xsd:string,
        "E260"^^xsd:string,
        "E 260"^^xsd:string,
        "E-260"^^xsd:string,
        "Essigsaeure"^^xsd:string,
        "Ethanoic acid"^^xsd:string,
        "ethoic acid"^^xsd:string,
        "Ethylic acid"^^xsd:string,
        "HOAc"^^xsd:string,
        "INS No. 260"^^xsd:string,
        "MeCO2H"^^xsd:string,
        "MeCOOH"^^xsd:string,
        "Methanecarboxylic acid"^^xsd:string ;
    oboInOwl:id "CHEBI:15366"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:15377 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:3587155"^^xsd:string,
        "CAS:7732-18-5"^^xsd:string,
        "Gmelin:117"^^xsd:string,
        "HMDB:HMDB0002111"^^xsd:string,
        "KEGG:C00001"^^xsd:string,
        "KEGG:D00001"^^xsd:string,
        "MetaCyc:WATER"^^xsd:string,
        "MolBase:1"^^xsd:string,
        "PDBeChem:HOH"^^xsd:string,
        "Reaxys:3587155"^^xsd:string,
        "Wikipedia:Water"^^xsd:string ;
    rdfs:label "water"^^xsd:string ;
    definition: "An oxygen hydride consisting of an oxygen atom that is covalently bonded to two hydrogen atoms"^^xsd:string ;
    rdfs:subClassOf CHEBI:33693,
        CHEBI:37176,
        CHEBI:52625,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:16234 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:29412 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48360 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76413 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "H2O"^^xsd:string ;
    chebi:inchi "InChI=1S/H2O/h1H2"^^xsd:string ;
    chebi:inchikey "XLYOFNOQVPJJNP-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "18.01530"^^xsd:string ;
    chebi:monoisotopicmass "18.01056"^^xsd:string ;
    chebi:smiles "[H]O[H]"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:5585"^^xsd:string,
        "CHEBI:10743"^^xsd:string,
        "CHEBI:13352"^^xsd:string,
        "CHEBI:27313"^^xsd:string,
        "CHEBI:42043"^^xsd:string,
        "CHEBI:42857"^^xsd:string,
        "CHEBI:43228"^^xsd:string,
        "CHEBI:44292"^^xsd:string,
        "CHEBI:44701"^^xsd:string,
        "CHEBI:44819"^^xsd:string ;
    oboInOwl:hasExactSynonym "oxidane"^^xsd:string,
        "WATER"^^xsd:string,
        "Water"^^xsd:string,
        "water"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "[OH2]"^^xsd:string,
        "acqua"^^xsd:string,
        "agua"^^xsd:string,
        "aqua"^^xsd:string,
        "BOUND WATER"^^xsd:string,
        "dihydridooxygen"^^xsd:string,
        "dihydrogen oxide"^^xsd:string,
        "eau"^^xsd:string,
        "H2O"^^xsd:string,
        "HOH"^^xsd:string,
        "hydrogen hydroxide"^^xsd:string,
        "Wasser"^^xsd:string ;
    oboInOwl:id "CHEBI:15377"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:15378 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C00080"^^xsd:string ;
    rdfs:label "hydron"^^xsd:string ;
    definition: "The general name for the hydrogen nucleus, to be used without regard to the hydrogen nuclear mass (either for hydrogen in its natural abundance or where it is not desired to distinguish between the isotopes)."^^xsd:string ;
    rdfs:subClassOf CHEBI:25414,
        CHEBI:33251,
        CHEBI:33252,
        CHEBI:60242 ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "H"^^xsd:string ;
    chebi:inchi "InChI=1S/p+1"^^xsd:string ;
    chebi:inchikey "GPRLSGONYQIRFK-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "1.00794"^^xsd:string ;
    chebi:monoisotopicmass "1.008"^^xsd:string ;
    chebi:smiles "[H+]"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:5584"^^xsd:string,
        "CHEBI:10744"^^xsd:string,
        "CHEBI:13357"^^xsd:string ;
    oboInOwl:hasExactSynonym "hydrogen(1+)"^^xsd:string,
        "Hydron"^^xsd:string,
        "hydron"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "H(+)"^^xsd:string,
        "H+"^^xsd:string ;
    oboInOwl:id "CHEBI:15378"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:15379 a owl:Class ;
    oboInOwl:hasDbXref "CAS:7782-44-7"^^xsd:string,
        "Gmelin:485"^^xsd:string,
        "HMDB:HMDB0001377"^^xsd:string,
        "KEGG:C00007"^^xsd:string,
        "KEGG:D00003"^^xsd:string,
        "MetaCyc:OXYGEN-MOLECULE"^^xsd:string,
        "MolBase:750"^^xsd:string,
        "PDBeChem:OXY"^^xsd:string,
        "PMID:7710549"^^xsd:string,
        "PMID:9463773"^^xsd:string,
        "PMID:10906528"^^xsd:string,
        "PMID:16977326"^^xsd:string,
        "PMID:18210929"^^xsd:string,
        "PMID:18638417"^^xsd:string,
        "PMID:19840863"^^xsd:string,
        "Wikipedia:Oxygen"^^xsd:string ;
    rdfs:label "dioxygen"^^xsd:string ;
    rdfs:subClassOf CHEBI:25362,
        CHEBI:33263,
        CHEBI:138675,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:29793 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:27027 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:33893 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35472 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:63248 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77974 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "O2"^^xsd:string ;
    chebi:inchi "InChI=1S/O2/c1-2"^^xsd:string ;
    chebi:inchikey "MYMOFIZGZYHOMD-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "31.998"^^xsd:string ;
    chebi:monoisotopicmass "31.98983"^^xsd:string ;
    chebi:smiles "O=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:7860"^^xsd:string,
        "CHEBI:10745"^^xsd:string,
        "CHEBI:13416"^^xsd:string,
        "CHEBI:23833"^^xsd:string,
        "CHEBI:25366"^^xsd:string,
        "CHEBI:30491"^^xsd:string,
        "CHEBI:44742"^^xsd:string ;
    oboInOwl:hasExactSynonym "dioxygen"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "[OO]"^^xsd:string,
        "dioxygene"^^xsd:string,
        "Disauerstoff"^^xsd:string,
        "E948"^^xsd:string,
        "E 948"^^xsd:string,
        "E-948"^^xsd:string,
        "molecular oxygen"^^xsd:string,
        "O2"^^xsd:string,
        "Oxygen"^^xsd:string,
        "OXYGEN MOLECULE"^^xsd:string ;
    oboInOwl:id "CHEBI:15379"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:15409 a owl:Class ;
    oboInOwl:hasDbXref "CAS:2216-51-5"^^xsd:string,
        "Drug_Central:934"^^xsd:string,
        "DrugBank:DB00825"^^xsd:string,
        "HMDB:HMDB0003352"^^xsd:string,
        "KEGG:C00400"^^xsd:string,
        "KEGG:D00064"^^xsd:string,
        "KNApSAcK:C00000810"^^xsd:string,
        "LIPID_MAPS_instance:LMPR0102090001"^^xsd:string,
        "MetaCyc:--MENTHOL"^^xsd:string,
        "Patent:CN101602651"^^xsd:string,
        "Patent:US2011313205"^^xsd:string,
        "PMID:7974298"^^xsd:string,
        "PMID:17021997"^^xsd:string,
        "PMID:17498839"^^xsd:string,
        "PMID:18640225"^^xsd:string,
        "PMID:21353674"^^xsd:string,
        "PMID:22218824"^^xsd:string,
        "PMID:22348831"^^xsd:string,
        "PMID:23800946"^^xsd:string,
        "PMID:23963768"^^xsd:string,
        "Reaxys:1902293"^^xsd:string,
        "Wikipedia:Menthol"^^xsd:string ;
    rdfs:label "(-)-menthol"^^xsd:string ;
    definition: "A p-menthan-3-ol which has (1R,2S,5R)-stereochemistry. It is the most common naturally occurring enantiomer."^^xsd:string ;
    rdfs:subClassOf CHEBI:25187,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:76306 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:51177 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:53784 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:59683 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C10H20O"^^xsd:string ;
    chebi:inchi "InChI=1S/C10H20O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-11H,4-6H2,1-3H3/t8-,9+,10-/m1/s1"^^xsd:string ;
    chebi:inchikey "NOOLISFMXDJSKH-KXUCPTDWSA-N"^^xsd:string ;
    chebi:mass "156.26520"^^xsd:string ;
    chebi:monoisotopicmass "156.15142"^^xsd:string ;
    chebi:smiles "CC(C)[C@@H]1CC[C@@H](C)C[C@H]1O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:101"^^xsd:string,
        "CHEBI:10779"^^xsd:string,
        "CHEBI:18493"^^xsd:string ;
    oboInOwl:hasExactSynonym "(1R,2S,5R)-5-methyl-2-(propan-2-yl)cyclohexan-1-ol"^^xsd:string,
        "(-)-Menthol"^^xsd:string,
        "(-)-menthol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(1alpha,2beta,5alpha)-5-methyl-2(1-methylethyl)cyclohexanol"^^xsd:string,
        "(1R,3R,4S)-(-)-menthol"^^xsd:string,
        "(1R-(1-alpha,2-beta,5-alpha))-5-methyl-2-(1-methylethyl)cyclohexanol"^^xsd:string,
        "(-)-(1R,3R,4S)-menthol"^^xsd:string,
        "L-Menthol"^^xsd:string,
        "l-menthol"^^xsd:string,
        "levomenthol"^^xsd:string,
        "levomentholum"^^xsd:string,
        "levomentol"^^xsd:string ;
    oboInOwl:id "CHEBI:15409"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:15422 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:73010"^^xsd:string,
        "CAS:56-65-5"^^xsd:string,
        "Drug_Central:91"^^xsd:string,
        "DrugBank:DB00171"^^xsd:string,
        "Gmelin:34857"^^xsd:string,
        "HMDB:HMDB0000538"^^xsd:string,
        "KEGG:C00002"^^xsd:string,
        "KEGG:D08646"^^xsd:string,
        "KNApSAcK:C00001491"^^xsd:string,
        "Patent:US3079379"^^xsd:string,
        "PDBeChem:ATP"^^xsd:string,
        "Reaxys:73010"^^xsd:string,
        "Wikipedia:Adenosine_triphosphate"^^xsd:string ;
    rdfs:label "ATP"^^xsd:string ;
    definition: "An adenosine 5'-phosphate in which the 5'-phosphate is a triphosphate group. It is involved in the transportation of chemical energy during metabolic pathways."^^xsd:string ;
    rdfs:subClassOf CHEBI:37045,
        CHEBI:37096,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:57299 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:23357 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:27027 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50733 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78675 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C10H16N5O13P3"^^xsd:string ;
    chebi:inchi "InChI=1S/C10H16N5O13P3/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(26-10)1-25-30(21,22)28-31(23,24)27-29(18,19)20/h2-4,6-7,10,16-17H,1H2,(H,21,22)(H,23,24)(H2,11,12,13)(H2,18,19,20)/t4-,6-,7-,10-/m1/s1"^^xsd:string ;
    chebi:inchikey "ZKHQWZAMYRWXGA-KQYNXXCUSA-N"^^xsd:string ;
    chebi:mass "507.18100"^^xsd:string ;
    chebi:monoisotopicmass "506.99575"^^xsd:string ;
    chebi:smiles "Nc1ncnc2n(cnc12)[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]1O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:2359"^^xsd:string,
        "CHEBI:10789"^^xsd:string,
        "CHEBI:10841"^^xsd:string,
        "CHEBI:13236"^^xsd:string,
        "CHEBI:22249"^^xsd:string,
        "CHEBI:40938"^^xsd:string ;
    oboInOwl:hasExactSynonym "adenosine 5'-(tetrahydrogen triphosphate)"^^xsd:string,
        "ATP"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Adenosine 5'-triphosphate"^^xsd:string,
        "Adenosine triphosphate"^^xsd:string,
        "ADENOSINE-5'-TRIPHOSPHATE"^^xsd:string,
        "H4atp"^^xsd:string ;
    oboInOwl:id "CHEBI:15422"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:15428 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:635782"^^xsd:string,
        "CAS:56-40-6"^^xsd:string,
        "Drug_Central:1319"^^xsd:string,
        "DrugBank:DB00145"^^xsd:string,
        "ECMDB:ECMDB00123"^^xsd:string,
        "Gmelin:1808"^^xsd:string,
        "HMDB:HMDB0000123"^^xsd:string,
        "KEGG:C00037"^^xsd:string,
        "KEGG:D00011"^^xsd:string,
        "KNApSAcK:C00001361"^^xsd:string,
        "MetaCyc:GLY"^^xsd:string,
        "PDBeChem:GLY"^^xsd:string,
        "PMID:10930630"^^xsd:string,
        "PMID:11019925"^^xsd:string,
        "PMID:11174716"^^xsd:string,
        "PMID:11542461"^^xsd:string,
        "PMID:11806864"^^xsd:string,
        "PMID:12631515"^^xsd:string,
        "PMID:12754315"^^xsd:string,
        "PMID:12770151"^^xsd:string,
        "PMID:12921899"^^xsd:string,
        "PMID:15331688"^^xsd:string,
        "PMID:15388434"^^xsd:string,
        "PMID:15710237"^^xsd:string,
        "PMID:16105183"^^xsd:string,
        "PMID:16151895"^^xsd:string,
        "PMID:16214212"^^xsd:string,
        "PMID:16417482"^^xsd:string,
        "PMID:16444815"^^xsd:string,
        "PMID:16664855"^^xsd:string,
        "PMID:16901953"^^xsd:string,
        "PMID:16918424"^^xsd:string,
        "PMID:16986325"^^xsd:string,
        "PMID:16998855"^^xsd:string,
        "PMID:17154252"^^xsd:string,
        "PMID:17383967"^^xsd:string,
        "PMID:17582620"^^xsd:string,
        "PMID:17970719"^^xsd:string,
        "PMID:18079355"^^xsd:string,
        "PMID:18396796"^^xsd:string,
        "PMID:18440992"^^xsd:string,
        "PMID:18593588"^^xsd:string,
        "PMID:18816054"^^xsd:string,
        "PMID:18840508"^^xsd:string,
        "PMID:19028609"^^xsd:string,
        "PMID:19120667"^^xsd:string,
        "PMID:19449910"^^xsd:string,
        "PMID:19526731"^^xsd:string,
        "PMID:19544666"^^xsd:string,
        "PMID:19738917"^^xsd:string,
        "PMID:19916621"^^xsd:string,
        "PMID:19924257"^^xsd:string,
        "PMID:21751272"^^xsd:string,
        "PMID:22044190"^^xsd:string,
        "PMID:22079563"^^xsd:string,
        "PMID:22234938"^^xsd:string,
        "PMID:22264337"^^xsd:string,
        "PMID:22293292"^^xsd:string,
        "PMID:22401276"^^xsd:string,
        "PMID:22434786"^^xsd:string,
        "Reaxys:635782"^^xsd:string,
        "Wikipedia:Glycine"^^xsd:string,
        "YMDB:YMDB00016"^^xsd:string ;
    rdfs:label "glycine"^^xsd:string ;
    definition: "The simplest (and the only achiral) proteinogenic amino acid, with a hydrogen atom as its side chain."^^xsd:string ;
    rdfs:subClassOf CHEBI:26650,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:32508 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:32507 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:57305 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:25512 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:27027 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50733 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:62868 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:64570 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:64571 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78675 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C2H5NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C2H5NO2/c3-1-2(4)5/h1,3H2,(H,4,5)"^^xsd:string ;
    chebi:inchikey "DHMQDGOQFOQNFH-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "75.06664"^^xsd:string ;
    chebi:monoisotopicmass "75.03203"^^xsd:string ;
    chebi:smiles "NCC(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:5460"^^xsd:string,
        "CHEBI:10792"^^xsd:string,
        "CHEBI:14344"^^xsd:string,
        "CHEBI:24368"^^xsd:string,
        "CHEBI:42964"^^xsd:string ;
    oboInOwl:hasExactSynonym "aminoacetic acid"^^xsd:string,
        "GLYCINE"^^xsd:string,
        "Glycine"^^xsd:string,
        "glycine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Aminoacetic acid"^^xsd:string,
        "Aminoessigsaeure"^^xsd:string,
        "aminoethanoic acid"^^xsd:string,
        "G"^^xsd:string,
        "Gly"^^xsd:string,
        "Glycin"^^xsd:string,
        "Glycocoll"^^xsd:string,
        "Glykokoll"^^xsd:string,
        "Glyzin"^^xsd:string,
        "H2N-CH2-COOH"^^xsd:string,
        "Hgly"^^xsd:string,
        "Leimzucker"^^xsd:string ;
    oboInOwl:id "CHEBI:15428"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:15443 a owl:Class ;
    oboInOwl:hasDbXref "CAS:9005-80-5"^^xsd:string,
        "DrugBank:DB00638"^^xsd:string,
        "KEGG:C03323"^^xsd:string,
        "KEGG:D00171"^^xsd:string,
        "KEGG:G10497"^^xsd:string ;
    rdfs:label "inulin"^^xsd:string ;
    rdfs:subClassOf CHEBI:29084 ;
    chebi:formula "(C12H20O11)n"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:169"^^xsd:string,
        "CHEBI:10799"^^xsd:string,
        "CHEBI:10845"^^xsd:string,
        "CHEBI:18519"^^xsd:string,
        "CHEBI:24854"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2->1)-beta-D-fructofuranan"^^xsd:string,
        "Inulin"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(1,2-beta-D-Fructosyl)n"^^xsd:string,
        "(1,2-beta-D-fructosyl)n"^^xsd:string,
        "(2,1-beta-D-Fructosyl)n"^^xsd:string,
        "(2,1-beta-D-fructosyl)n"^^xsd:string ;
    oboInOwl:id "CHEBI:15443"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:15570 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1720249"^^xsd:string,
        "CAS:338-69-2"^^xsd:string,
        "DrugBank:DB01786"^^xsd:string,
        "ECMDB:ECMDB01310"^^xsd:string,
        "Gmelin:82157"^^xsd:string,
        "HMDB:HMDB0001310"^^xsd:string,
        "KEGG:C00133"^^xsd:string,
        "KNApSAcK:C00019654"^^xsd:string,
        "MetaCyc:D-ALANINE"^^xsd:string,
        "PDBeChem:DAL"^^xsd:string,
        "PMID:1450921"^^xsd:string,
        "PMID:3275662"^^xsd:string,
        "PMID:10977898"^^xsd:string,
        "PMID:22005737"^^xsd:string,
        "PMID:22075031"^^xsd:string,
        "PMID:22123251"^^xsd:string,
        "PMID:22313760"^^xsd:string,
        "Reaxys:1720249"^^xsd:string,
        "YMDB:YMDB00993"^^xsd:string ;
    rdfs:label "D-alanine"^^xsd:string ;
    definition: "The D-enantiomer of alanine."^^xsd:string ;
    rdfs:subClassOf CHEBI:16449,
        CHEBI:16733,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:32435 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:32436 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:16977 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:57416 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77881 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C3H7NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C3H7NO2/c1-2(4)3(5)6/h2H,4H2,1H3,(H,5,6)/t2-/m1/s1"^^xsd:string ;
    chebi:inchikey "QNAYBMKLOCPYGJ-UWTATZPHSA-N"^^xsd:string ;
    chebi:mass "89.09322"^^xsd:string ;
    chebi:monoisotopicmass "89.04768"^^xsd:string ;
    chebi:smiles "C[C@@H](N)C(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:4087"^^xsd:string,
        "CHEBI:10840"^^xsd:string,
        "CHEBI:12899"^^xsd:string,
        "CHEBI:20893"^^xsd:string,
        "CHEBI:41756"^^xsd:string,
        "CHEBI:41798"^^xsd:string,
        "CHEBI:41848"^^xsd:string,
        "CHEBI:41877"^^xsd:string ;
    oboInOwl:hasExactSynonym "D-Alanine"^^xsd:string,
        "D-alanine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2R)-2-aminopropanoic acid"^^xsd:string,
        "(R)-2-aminopropanoic acid"^^xsd:string,
        "(R)-alanine"^^xsd:string,
        "D-2-Aminopropionic acid"^^xsd:string,
        "D-Ala"^^xsd:string,
        "D-Alanin"^^xsd:string,
        "D-alpha-alanine"^^xsd:string,
        "D-alpha-aminopropionic acid"^^xsd:string,
        "DAL"^^xsd:string ;
    oboInOwl:id "CHEBI:15570"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:15603 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1721722"^^xsd:string,
        "CAS:61-90-5"^^xsd:string,
        "Drug_Central:1557"^^xsd:string,
        "DrugBank:DB00149"^^xsd:string,
        "ECMDB:ECMDB00687"^^xsd:string,
        "Gmelin:50204"^^xsd:string,
        "HMDB:HMDB0000687"^^xsd:string,
        "KEGG:C00123"^^xsd:string,
        "KEGG:D00030"^^xsd:string,
        "KNApSAcK:C00001377"^^xsd:string,
        "MetaCyc:LEU"^^xsd:string,
        "PDBeChem:LEU_LFOH"^^xsd:string,
        "PMID:8798704"^^xsd:string,
        "PMID:17609475"^^xsd:string,
        "PMID:22735334"^^xsd:string,
        "PMID:24206068"^^xsd:string,
        "PMID:24333966"^^xsd:string,
        "Reaxys:1721722"^^xsd:string,
        "Wikipedia:Leucine"^^xsd:string,
        "YMDB:YMDB00387"^^xsd:string ;
    rdfs:label "L-leucine"^^xsd:string ;
    definition: "The L-enantiomer of leucine."^^xsd:string ;
    rdfs:subClassOf CHEBI:25017,
        CHEBI:26463,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:32619 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:32620 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:28225 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:57427 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:84735 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H13NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H13NO2/c1-4(2)3-5(7)6(8)9/h4-5H,3,7H2,1-2H3,(H,8,9)/t5-/m0/s1"^^xsd:string ;
    chebi:inchikey "ROHFNLRQFUQHCH-YFKPBYRVSA-N"^^xsd:string ;
    chebi:mass "131.17296"^^xsd:string ;
    chebi:monoisotopicmass "131.09463"^^xsd:string ;
    chebi:smiles "CC(C)C[C@H](N)C(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:6260"^^xsd:string,
        "CHEBI:10866"^^xsd:string,
        "CHEBI:13131"^^xsd:string,
        "CHEBI:21348"^^xsd:string,
        "CHEBI:43646"^^xsd:string,
        "CHEBI:43695"^^xsd:string,
        "CHEBI:43733"^^xsd:string,
        "CHEBI:43814"^^xsd:string ;
    oboInOwl:hasExactSynonym "L-Leucine"^^xsd:string,
        "L-leucine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-Amino-4-methylvaleric acid"^^xsd:string,
        "(2S)-2-amino-4-methylpentanoic acid"^^xsd:string,
        "(2S)-alpha-2-Amino-4-methylvaleric acid"^^xsd:string,
        "(2S)-alpha-Leucine"^^xsd:string,
        "(S)-(+)-leucine"^^xsd:string,
        "(S)-leucine"^^xsd:string,
        "L"^^xsd:string,
        "L-Leucin"^^xsd:string,
        "L-Leuzin"^^xsd:string,
        "Leu"^^xsd:string,
        "LEUCINE"^^xsd:string ;
    oboInOwl:id "CHEBI:15603"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:15693 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C01370"^^xsd:string,
        "Wikipedia:Aldose"^^xsd:string ;
    rdfs:label "aldose"^^xsd:string ;
    definition: "Aldehydic parent sugars (polyhydroxy aldehydes H[CH(OH)]nC(=O)H, n >= 2) and their intramolecular hemiacetals."^^xsd:string ;
    rdfs:subClassOf CHEBI:35381 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C2H4O2(CH2O)n"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:2561"^^xsd:string,
        "CHEBI:13755"^^xsd:string,
        "CHEBI:22305"^^xsd:string ;
    oboInOwl:hasExactSynonym "Aldose"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "aldoses"^^xsd:string,
        "an aldose"^^xsd:string ;
    oboInOwl:id "CHEBI:15693"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:15705 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C00151"^^xsd:string ;
    rdfs:label "L-alpha-amino acid"^^xsd:string ;
    definition: "Any alpha-amino acid having L-configuration at the alpha-carbon."^^xsd:string ;
    rdfs:subClassOf CHEBI:33704,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:59814 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:59869 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C2H4NO2R"^^xsd:string ;
    chebi:mass "74.05870"^^xsd:string ;
    chebi:monoisotopicmass "74.02420"^^xsd:string ;
    chebi:smiles "N[C@@H]([*])C(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:6175"^^xsd:string,
        "CHEBI:13072"^^xsd:string,
        "CHEBI:13243"^^xsd:string,
        "CHEBI:13797"^^xsd:string,
        "CHEBI:21224"^^xsd:string ;
    oboInOwl:hasExactSynonym "L-alpha-amino acid"^^xsd:string,
        "L-alpha-amino acids"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "L-2-Amino acid"^^xsd:string,
        "L-alpha-amino acids"^^xsd:string,
        "L-Amino acid"^^xsd:string ;
    oboInOwl:id "CHEBI:15705"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:15714 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:2699118"^^xsd:string,
        "CAS:7362-37-0"^^xsd:string,
        "DrugBank:DB08587"^^xsd:string,
        "HMDB:HMDB0032616"^^xsd:string,
        "KEGG:C00482"^^xsd:string,
        "KNApSAcK:C00002776"^^xsd:string,
        "PDBeChem:SXX"^^xsd:string,
        "Reaxys:2699118"^^xsd:string,
        "Wikipedia:Sinapinic_acid"^^xsd:string ;
    rdfs:label "trans-sinapic acid"^^xsd:string ;
    definition: "A sinapic acid in which the double bond has trans-configuration."^^xsd:string ;
    rdfs:subClassOf CHEBI:77131,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:30023 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:64345 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C11H12O5"^^xsd:string ;
    chebi:inchi "InChI=1S/C11H12O5/c1-15-8-5-7(3-4-10(12)13)6-9(16-2)11(8)14/h3-6,14H,1-2H3,(H,12,13)/b4-3+"^^xsd:string ;
    chebi:inchikey "PCMORTLOPMLEFB-ONEGZZNKSA-N"^^xsd:string ;
    chebi:mass "224.21000"^^xsd:string ;
    chebi:monoisotopicmass "224.06847"^^xsd:string ;
    chebi:smiles "COc1cc(cc(OC)c1O)\\C=C\\C(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:9152"^^xsd:string,
        "CHEBI:26681"^^xsd:string,
        "CHEBI:45676"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2E)-3-(4-hydroxy-3,5-dimethoxyphenyl)acrylic acid"^^xsd:string,
        "(2E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(E)-3-(4-Hydroxy-3,5-dimethoxyphenyl)-2-propenoic acid"^^xsd:string,
        "sinapic acid"^^xsd:string,
        "SINAPINATE"^^xsd:string,
        "sinapinic acid"^^xsd:string ;
    oboInOwl:id "CHEBI:15714"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:15729 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1722298"^^xsd:string,
        "CAS:70-26-8"^^xsd:string,
        "Drug_Central:3401"^^xsd:string,
        "DrugBank:DB00129"^^xsd:string,
        "Gmelin:327282"^^xsd:string,
        "HMDB:HMDB0000214"^^xsd:string,
        "KEGG:C00077"^^xsd:string,
        "KEGG:D08302"^^xsd:string,
        "KNApSAcK:C00001384"^^xsd:string,
        "MetaCyc:ORNITHINE"^^xsd:string,
        "PDBeChem:ORN"^^xsd:string,
        "PMID:15576628"^^xsd:string,
        "PMID:17190852"^^xsd:string,
        "PMID:18676473"^^xsd:string,
        "PMID:19083482"^^xsd:string,
        "PMID:19173225"^^xsd:string,
        "PMID:22033378"^^xsd:string,
        "PMID:22133808"^^xsd:string,
        "PMID:22387109"^^xsd:string,
        "PMID:22735334"^^xsd:string,
        "Reaxys:1722298"^^xsd:string,
        "Wikipedia:Ornithine"^^xsd:string ;
    rdfs:label "L-ornithine"^^xsd:string ;
    definition: "An optically active form of ornithine having L-configuration."^^xsd:string ;
    rdfs:subClassOf CHEBI:18257,
        CHEBI:83822,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:46914 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:46911 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:16176 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:62868 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5H12N2O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H12N2O2/c6-3-1-2-4(7)5(8)9/h4H,1-3,6-7H2,(H,8,9)/t4-/m0/s1"^^xsd:string ;
    chebi:inchikey "AHLPHDHHMVZTML-BYPYZUCNSA-N"^^xsd:string ;
    chebi:mass "132.16106"^^xsd:string ;
    chebi:monoisotopicmass "132.08988"^^xsd:string ;
    chebi:smiles "NCCC[C@H](N)C(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:6280"^^xsd:string,
        "CHEBI:13148"^^xsd:string,
        "CHEBI:21367"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2S)-2,5-diaminopentanoic acid"^^xsd:string,
        "L-Ornithine"^^xsd:string,
        "L-ornithine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(S)-2,5-Diaminopentanoate"^^xsd:string,
        "(S)-2,5-Diaminopentanoic acid"^^xsd:string,
        "(S)-2,5-diaminovaleric acid"^^xsd:string,
        "(S)-alpha,delta-diaminovaleric acid"^^xsd:string,
        "(S)-ornithine"^^xsd:string ;
    oboInOwl:id "CHEBI:15729"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:15734 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C00226"^^xsd:string ;
    rdfs:label "primary alcohol"^^xsd:string ;
    definition: "A primary alcohol is a compound in which a hydroxy group, -OH, is attached to a saturated carbon atom which has either three hydrogen atoms attached to it or only one other carbon atom and two hydrogen atoms attached to it."^^xsd:string ;
    rdfs:subClassOf CHEBI:30879 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "CH3OR"^^xsd:string ;
    chebi:mass "31.034"^^xsd:string ;
    chebi:monoisotopicmass "31.01839"^^xsd:string ;
    chebi:smiles "*C(O)([H])[H]"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:8406"^^xsd:string,
        "CHEBI:13676"^^xsd:string,
        "CHEBI:14887"^^xsd:string,
        "CHEBI:26262"^^xsd:string,
        "CHEBI:57489"^^xsd:string ;
    oboInOwl:hasExactSynonym "Primary alcohol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-Alcohol"^^xsd:string,
        "a primary alcohol"^^xsd:string,
        "primary alcohols"^^xsd:string ;
    oboInOwl:id "CHEBI:15734"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:15740 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1901205"^^xsd:string,
        "CAS:71-47-6"^^xsd:string,
        "Gmelin:1006"^^xsd:string,
        "HMDB:HMDB0000142"^^xsd:string,
        "KEGG:C00058"^^xsd:string,
        "MetaCyc:FORMATE"^^xsd:string,
        "PMID:3946945"^^xsd:string,
        "PMID:17190852"^^xsd:string,
        "Reaxys:1901205"^^xsd:string,
        "UM-BBD_compID:c0106"^^xsd:string,
        "Wikipedia:Formate"^^xsd:string ;
    rdfs:label "formate"^^xsd:string ;
    definition: "A monocarboxylic acid anion that is the conjugate base of formic acid. Induces severe metabolic acidosis and ocular injury in human subjects."^^xsd:string ;
    rdfs:subClassOf CHEBI:35757,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:30751 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "CHO2"^^xsd:string ;
    chebi:inchi "InChI=1S/CH2O2/c2-1-3/h1H,(H,2,3)/p-1"^^xsd:string ;
    chebi:inchikey "BDAGIHXWWSANSR-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "45.01744"^^xsd:string ;
    chebi:monoisotopicmass "44.99820"^^xsd:string ;
    chebi:smiles "[H]C([O-])=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:14276"^^xsd:string,
        "CHEBI:24081"^^xsd:string ;
    oboInOwl:hasExactSynonym "formate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "aminate"^^xsd:string,
        "formiate"^^xsd:string,
        "formic acid, ion(1-)"^^xsd:string,
        "formylate"^^xsd:string,
        "HCO2 anion"^^xsd:string,
        "hydrogen carboxylate"^^xsd:string,
        "methanoate"^^xsd:string ;
    oboInOwl:id "CHEBI:15740"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:15741 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1754069"^^xsd:string,
        "CAS:110-15-6"^^xsd:string,
        "Drug_Central:2487"^^xsd:string,
        "DrugBank:DB00139"^^xsd:string,
        "ECMDB:ECMDB00254"^^xsd:string,
        "Gmelin:2785"^^xsd:string,
        "HMDB:HMDB0000254"^^xsd:string,
        "KEGG:C00042"^^xsd:string,
        "KNApSAcK:C00001205"^^xsd:string,
        "LIPID_MAPS_instance:LMFA01170043"^^xsd:string,
        "MetaCyc:SUC"^^xsd:string,
        "PDBeChem:SIN"^^xsd:string,
        "PMID:17439666"^^xsd:string,
        "Reaxys:1754069"^^xsd:string,
        "Wikipedia:Succinic_acid"^^xsd:string,
        "YMDB:YMDB00338"^^xsd:string ;
    rdfs:label "succinic acid"^^xsd:string ;
    definition: "An alpha,omega-dicarboxylic acid resulting from the formal oxidation of each of the terminal methyl groups of butane to the corresponding carboxy group. It is an intermediate metabolite in the citric acid cycle."^^xsd:string ;
    rdfs:subClassOf CHEBI:28383,
        CHEBI:66873,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:30779 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:27027 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:49201 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50733 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:66987 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78675 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C4H6O4"^^xsd:string ;
    chebi:inchi "InChI=1S/C4H6O4/c5-3(6)1-2-4(7)8/h1-2H2,(H,5,6)(H,7,8)"^^xsd:string ;
    chebi:inchikey "KDYFGRWQOYBRFD-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "118.08800"^^xsd:string ;
    chebi:monoisotopicmass "118.02661"^^xsd:string ;
    chebi:smiles "OC(=O)CCC(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:9304"^^xsd:string,
        "CHEBI:22943"^^xsd:string,
        "CHEBI:26807"^^xsd:string,
        "CHEBI:45639"^^xsd:string ;
    oboInOwl:hasExactSynonym "butanedioic acid"^^xsd:string,
        "SUCCINIC ACID"^^xsd:string,
        "Succinic acid"^^xsd:string,
        "succinic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1,2-ethanedicarboxylic acid"^^xsd:string,
        "acide butanedioique"^^xsd:string,
        "acide succinique"^^xsd:string,
        "acidum succinicum"^^xsd:string,
        "amber acid"^^xsd:string,
        "asuccin"^^xsd:string,
        "Bernsteinsaeure"^^xsd:string,
        "Butandisaeure"^^xsd:string,
        "Butanedionic acid"^^xsd:string,
        "Dihydrofumaric acid"^^xsd:string,
        "E363"^^xsd:string,
        "Ethylenesuccinic acid"^^xsd:string,
        "HOOC-CH2-CH2-COOH"^^xsd:string,
        "spirit of amber"^^xsd:string ;
    oboInOwl:id "CHEBI:15741"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:15746 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1750791"^^xsd:string,
        "CAS:71-44-3"^^xsd:string,
        "DrugBank:DB00127"^^xsd:string,
        "Gmelin:454653"^^xsd:string,
        "HMDB:HMDB0001256"^^xsd:string,
        "KEGG:C00750"^^xsd:string,
        "KNApSAcK:C00001432"^^xsd:string,
        "MetaCyc:SPERMINE"^^xsd:string,
        "PDBeChem:SPM"^^xsd:string,
        "PMID:7521253"^^xsd:string,
        "PMID:7721849"^^xsd:string,
        "PMID:8524182"^^xsd:string,
        "PMID:8832899"^^xsd:string,
        "PMID:9151701"^^xsd:string,
        "PMID:10873205"^^xsd:string,
        "PMID:10930630"^^xsd:string,
        "PMID:11341774"^^xsd:string,
        "PMID:11543598"^^xsd:string,
        "PMID:11805860"^^xsd:string,
        "PMID:15145762"^^xsd:string,
        "PMID:15308338"^^xsd:string,
        "PMID:15500473"^^xsd:string,
        "PMID:15972654"^^xsd:string,
        "PMID:16146631"^^xsd:string,
        "PMID:16253230"^^xsd:string,
        "PMID:16664713"^^xsd:string,
        "PMID:19275753"^^xsd:string,
        "PMID:19593412"^^xsd:string,
        "PMID:19962967"^^xsd:string,
        "PMID:22735334"^^xsd:string,
        "PMID:23289636"^^xsd:string,
        "PMID:23418509"^^xsd:string,
        "PMID:23506248"^^xsd:string,
        "PMID:23820617"^^xsd:string,
        "PMID:23887925"^^xsd:string,
        "Reaxys:1750791"^^xsd:string,
        "Wikipedia:Spermine"^^xsd:string ;
    rdfs:label "spermine"^^xsd:string ;
    definition: "A polyazaalkane that is tetradecane in which the carbons at positions 1, 5, 10 and 14 are replaced by nitrogens. Spermine has broad actions on cellular metabolism."^^xsd:string ;
    rdfs:subClassOf CHEBI:39166,
        CHEBI:39474,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:45725 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:22586 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35705 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78675 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C10H26N4"^^xsd:string ;
    chebi:inchi "InChI=1S/C10H26N4/c11-5-3-9-13-7-1-2-8-14-10-4-6-12/h13-14H,1-12H2"^^xsd:string ;
    chebi:inchikey "PFNFFQXMRSDOHW-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "202.34040"^^xsd:string ;
    chebi:monoisotopicmass "202.21575"^^xsd:string ;
    chebi:smiles "NCCCNCCCCNCCCN"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:9219"^^xsd:string,
        "CHEBI:15098"^^xsd:string,
        "CHEBI:26734"^^xsd:string,
        "CHEBI:45583"^^xsd:string ;
    oboInOwl:hasExactSynonym "N,N'-bis(3-aminopropyl)butane-1,4-diamine"^^xsd:string,
        "SPERMINE"^^xsd:string,
        "Spermine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "4,9-diaza-1,12-dodecanediamine"^^xsd:string,
        "4,9-diazadodecane-1,12-diamine"^^xsd:string,
        "N,N'-Bis(3-aminopropyl)-1,4-butanediamine"^^xsd:string ;
    oboInOwl:id "CHEBI:15746"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:15756 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:607489"^^xsd:string,
        "CAS:57-10-3"^^xsd:string,
        "DrugBank:DB03796"^^xsd:string,
        "Gmelin:190200"^^xsd:string,
        "HMDB:HMDB0000220"^^xsd:string,
        "KEGG:C00249"^^xsd:string,
        "KEGG:D05341"^^xsd:string,
        "KNApSAcK:C00001233"^^xsd:string,
        "KNApSAcK:C00030479"^^xsd:string,
        "LIPID_MAPS_instance:LMFA01010001"^^xsd:string,
        "MetaCyc:PALMITATE"^^xsd:string,
        "PDBeChem:PLM"^^xsd:string,
        "PMID:1589452"^^xsd:string,
        "PMID:12492626"^^xsd:string,
        "PMID:15357969"^^xsd:string,
        "PMID:16509590"^^xsd:string,
        "PMID:16884313"^^xsd:string,
        "PMID:17439666"^^xsd:string,
        "PMID:17502136"^^xsd:string,
        "PMID:20001317"^^xsd:string,
        "PMID:22735334"^^xsd:string,
        "PMID:25584012"^^xsd:string,
        "PMID:28600633"^^xsd:string,
        "PPDB:1336"^^xsd:string,
        "Reaxys:607489"^^xsd:string,
        "Wikipedia:Palmitic_acid"^^xsd:string ;
    rdfs:label "hexadecanoic acid"^^xsd:string ;
    definition: "A straight-chain, sixteen-carbon, saturated long-chain fatty acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:15904,
        CHEBI:39418,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:7896 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77119 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:83056 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:84735 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C16H32O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C16H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16(17)18/h2-15H2,1H3,(H,17,18)"^^xsd:string ;
    chebi:inchikey "IPCSVZSSVZVIGE-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "256.42410"^^xsd:string ;
    chebi:monoisotopicmass "256.24023"^^xsd:string ;
    chebi:smiles "CCCCCCCCCCCCCCCC(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:14730"^^xsd:string,
        "CHEBI:24540"^^xsd:string,
        "CHEBI:24541"^^xsd:string,
        "CHEBI:24542"^^xsd:string,
        "CHEBI:24550"^^xsd:string,
        "CHEBI:29889"^^xsd:string,
        "CHEBI:35978"^^xsd:string,
        "CHEBI:44952"^^xsd:string,
        "CHEBI:233028"^^xsd:string ;
    oboInOwl:hasExactSynonym "hexadecanoic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-hexyldecanoic acid"^^xsd:string,
        "1-Pentadecanecarboxylic acid"^^xsd:string,
        "16:00"^^xsd:string,
        "C16"^^xsd:string,
        "C16 fatty acid"^^xsd:string,
        "C16:0"^^xsd:string,
        "cetylic acid"^^xsd:string,
        "CH3-[CH2]14-COOH"^^xsd:string,
        "FA 16:0"^^xsd:string,
        "Hexadecanoate"^^xsd:string,
        "hexadecoic acid"^^xsd:string,
        "Hexadecylic acid"^^xsd:string,
        "Hexaectylic acid"^^xsd:string,
        "n-hexadecanoic acid"^^xsd:string,
        "n-hexadecoic acid"^^xsd:string,
        "Palmitate"^^xsd:string,
        "PALMITIC ACID"^^xsd:string,
        "Palmitic acid"^^xsd:string,
        "palmitic acid"^^xsd:string,
        "Palmitinic acid"^^xsd:string,
        "Palmitinsaeure"^^xsd:string,
        "Pentadecanecarboxylic acid"^^xsd:string ;
    oboInOwl:id "CHEBI:15756"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:15760 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1099914"^^xsd:string,
        "CAS:51-67-2"^^xsd:string,
        "Drug_Central:2784"^^xsd:string,
        "Gmelin:82946"^^xsd:string,
        "HMDB:HMDB0000306"^^xsd:string,
        "KEGG:C00483"^^xsd:string,
        "KNApSAcK:C00001435"^^xsd:string,
        "LINCS:LSM-19016"^^xsd:string,
        "MetaCyc:TYRAMINE"^^xsd:string,
        "PDBeChem:AEF"^^xsd:string,
        "PMID:319927"^^xsd:string,
        "PMID:3137238"^^xsd:string,
        "PMID:6501508"^^xsd:string,
        "PMID:9282832"^^xsd:string,
        "PMID:9731223"^^xsd:string,
        "PMID:11361052"^^xsd:string,
        "PMID:11919655"^^xsd:string,
        "PMID:12183041"^^xsd:string,
        "PMID:12707242"^^xsd:string,
        "PMID:12811595"^^xsd:string,
        "PMID:15000446"^^xsd:string,
        "PMID:15848803"^^xsd:string,
        "PMID:15932098"^^xsd:string,
        "PMID:18422653"^^xsd:string,
        "PMID:18970430"^^xsd:string,
        "PMID:19137318"^^xsd:string,
        "PMID:19189084"^^xsd:string,
        "PMID:21570963"^^xsd:string,
        "PMID:21628600"^^xsd:string,
        "PMID:21651557"^^xsd:string,
        "PMID:21679153"^^xsd:string,
        "PMID:21850574"^^xsd:string,
        "PMID:21909937"^^xsd:string,
        "PMID:22735334"^^xsd:string,
        "Reaxys:1099914"^^xsd:string,
        "Wikipedia:Tyramine"^^xsd:string ;
    rdfs:label "tyramine"^^xsd:string ;
    definition: "A primary amino compound obtained by formal decarboxylation of the amino acid tyrosine."^^xsd:string ;
    rdfs:subClassOf CHEBI:25375,
        CHEBI:27175,
        CHEBI:50994,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:327995 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:25512 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37733 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C8H11NO"^^xsd:string ;
    chebi:inchi "InChI=1S/C8H11NO/c9-6-5-7-1-3-8(10)4-2-7/h1-4,10H,5-6,9H2"^^xsd:string ;
    chebi:inchikey "DZGWFCGJZKJUFP-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "137.17900"^^xsd:string ;
    chebi:monoisotopicmass "137.08406"^^xsd:string ;
    chebi:smiles "NCCc1ccc(O)cc1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:9799"^^xsd:string,
        "CHEBI:15276"^^xsd:string,
        "CHEBI:27174"^^xsd:string ;
    oboInOwl:hasExactSynonym "4-(2-aminoethyl)phenol"^^xsd:string,
        "Tyramine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-(p-Hydroxyphenyl)ethylamine"^^xsd:string,
        "4-Hydroxy-beta-phenylethylamine"^^xsd:string,
        "4-hydroxyphenethylamine"^^xsd:string,
        "4-Hydroxyphenylethylamine"^^xsd:string,
        "beta-(4-Hydroxyphenyl)ethylamine"^^xsd:string,
        "p-(2-Aminoethyl)phenol"^^xsd:string,
        "p-(2-aminoethyl)phenol"^^xsd:string,
        "p-hydroxyphenethylamine"^^xsd:string,
        "p-hydroxyphenylethylamine"^^xsd:string,
        "p-tyramine"^^xsd:string,
        "Tyramin"^^xsd:string ;
    oboInOwl:id "CHEBI:15760"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:15765 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:2215169"^^xsd:string,
        "Beilstein:6060047"^^xsd:string,
        "CAS:59-92-7"^^xsd:string,
        "COMe:MOL000169"^^xsd:string,
        "Drug_Central:1567"^^xsd:string,
        "DrugBank:DB01235"^^xsd:string,
        "Gmelin:365846"^^xsd:string,
        "HMDB:HMDB0000181"^^xsd:string,
        "KEGG:C00355"^^xsd:string,
        "KEGG:D00059"^^xsd:string,
        "KNApSAcK:C00001357"^^xsd:string,
        "LINCS:LSM-5481"^^xsd:string,
        "MetaCyc:L-DIHYDROXY-PHENYLALANINE"^^xsd:string,
        "PDBeChem:DAH_LFOH"^^xsd:string,
        "PMID:8301021"^^xsd:string,
        "PMID:18690870"^^xsd:string,
        "PMID:22491024"^^xsd:string,
        "PMID:22592937"^^xsd:string,
        "PMID:23038403"^^xsd:string,
        "PMID:23127496"^^xsd:string,
        "PMID:23196068"^^xsd:string,
        "PMID:23206800"^^xsd:string,
        "PMID:23211937"^^xsd:string,
        "PMID:23357114"^^xsd:string,
        "PMID:23389842"^^xsd:string,
        "PMID:23389938"^^xsd:string,
        "PMID:23390548"^^xsd:string,
        "PMID:29438107"^^xsd:string,
        "Reaxys:2215169"^^xsd:string,
        "Wikipedia:L-DOPA"^^xsd:string,
        "Wikipedia:Levodopa"^^xsd:string ;
    rdfs:label "L-dopa"^^xsd:string ;
    definition: "An optically active form of dopa having L-configuration. Used to treat the stiffness, tremors, spasms, and poor muscle control of Parkinson's disease"^^xsd:string ;
    rdfs:subClassOf CHEBI:27177,
        CHEBI:49168,
        CHEBI:83822,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:67012 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:49169 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:57504 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35219 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48407 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48560 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50266 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50910 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:59174 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:62215 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C9H11NO4"^^xsd:string ;
    chebi:inchi "InChI=1S/C9H11NO4/c10-6(9(13)14)3-5-1-2-7(11)8(12)4-5/h1-2,4,6,11-12H,3,10H2,(H,13,14)/t6-/m0/s1"^^xsd:string ;
    chebi:inchikey "WTDRDQBEARUVNC-LURJTMIESA-N"^^xsd:string ;
    chebi:mass "197.18798"^^xsd:string ;
    chebi:monoisotopicmass "197.06881"^^xsd:string ;
    chebi:smiles "N[C@@H](Cc1ccc(O)c(O)c1)C(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:1377"^^xsd:string,
        "CHEBI:11693"^^xsd:string,
        "CHEBI:13098"^^xsd:string,
        "CHEBI:19825"^^xsd:string,
        "CHEBI:41871"^^xsd:string,
        "CHEBI:49933"^^xsd:string,
        "CHEBI:75987"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2S)-2-amino-3-(3,4-dihydroxyphenyl)propanoic acid"^^xsd:string,
        "L-DOPA"^^xsd:string,
        "L-Dopa"^^xsd:string,
        "L-dopa"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3,4-Dihydroxy-L-phenylalanine"^^xsd:string,
        "3,4-DIHYDROXYPHENYLALANINE"^^xsd:string,
        "3-Hydroxy-L-tyrosine"^^xsd:string,
        "(-)-3-(3,4-dihydroxyphenyl)-L-alanine"^^xsd:string,
        "(-)-dopa"^^xsd:string,
        "beta-(3,4-dihydroxyphenyl)-L-alanine"^^xsd:string,
        "beta-(3,4-dihydroxyphenyl)alanine"^^xsd:string,
        "Dihydroxy-L-phenylalanine"^^xsd:string,
        "Dopar"^^xsd:string,
        "L-beta-(3,4-Dihydroxyphenyl)alanine"^^xsd:string,
        "levodopa"^^xsd:string,
        "levodopum"^^xsd:string ;
    oboInOwl:id "CHEBI:15765"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:15767 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1730800"^^xsd:string,
        "CAS:75-09-2"^^xsd:string,
        "Gmelin:1302"^^xsd:string,
        "HMDB:HMDB0031548"^^xsd:string,
        "KEGG:C02271"^^xsd:string,
        "KEGG:D02330"^^xsd:string,
        "MetaCyc:CPD-681"^^xsd:string,
        "Patent:US2792435"^^xsd:string,
        "Patent:US2979541"^^xsd:string,
        "Patent:US3126419"^^xsd:string,
        "PMID:8465711"^^xsd:string,
        "PMID:11884241"^^xsd:string,
        "PMID:19091298"^^xsd:string,
        "Reaxys:1730800"^^xsd:string,
        "UM-BBD_compID:c0233"^^xsd:string,
        "Wikipedia:Dichloromethane"^^xsd:string ;
    rdfs:label "dichloromethane"^^xsd:string ;
    definition: "A member of the class of chloromethanes that is methane in which two of the hydrogens have been replaced by chlorine. A dense, non-flammible colourless liquid at room temperature (b.p. 40degreeC, d = 1.33) which is immiscible with water, it is widely used as a solvent, a paint stripper, and for the removal of caffeine from coffee and tea."^^xsd:string ;
    rdfs:subClassOf CHEBI:23148,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48358 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50903 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78433 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "CH2Cl2"^^xsd:string ;
    chebi:inchi "InChI=1S/CH2Cl2/c2-1-3/h1H2"^^xsd:string ;
    chebi:inchikey "YMWUJEATGCHHMB-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "84.93198"^^xsd:string ;
    chebi:monoisotopicmass "83.95336"^^xsd:string ;
    chebi:smiles "[H]C([H])(Cl)Cl"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:4504"^^xsd:string,
        "CHEBI:14139"^^xsd:string,
        "CHEBI:23701"^^xsd:string ;
    oboInOwl:hasExactSynonym "Dichloromethane"^^xsd:string,
        "dichloromethane"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "chlorure de methylene"^^xsd:string,
        "DCM"^^xsd:string,
        "Dichlormethan"^^xsd:string,
        "methane dichloride"^^xsd:string,
        "Methylenchlorid"^^xsd:string,
        "methylene bichloride"^^xsd:string,
        "Methylene chloride"^^xsd:string,
        "Methylene dichloride"^^xsd:string ;
    oboInOwl:id "CHEBI:15767"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:15778 a owl:Class ;
    rdfs:label "N-acyl-D-amino acid"^^xsd:string ;
    definition: "Any N-acyl-amino acid in which the amino acid moiety has D configuration."^^xsd:string ;
    rdfs:subClassOf CHEBI:51569,
        CHEBI:83812,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:59876 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:21644 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C3H3NO3R2"^^xsd:string ;
    chebi:mass "101.06080"^^xsd:string ;
    chebi:monoisotopicmass "101.01129"^^xsd:string ;
    chebi:smiles "OC(=O)[C@@H]([*])NC([*])=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:7224"^^xsd:string,
        "CHEBI:12474"^^xsd:string,
        "CHEBI:21631"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:15778"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:15816 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1725412"^^xsd:string,
        "CAS:157-06-2"^^xsd:string,
        "DrugBank:DB04027"^^xsd:string,
        "Gmelin:364938"^^xsd:string,
        "HMDB:HMDB0003416"^^xsd:string,
        "KEGG:C00792"^^xsd:string,
        "MetaCyc:CPD-220"^^xsd:string,
        "PDBeChem:DAR"^^xsd:string,
        "PMID:15540275"^^xsd:string,
        "PMID:15723827"^^xsd:string,
        "PMID:16912865"^^xsd:string,
        "PMID:19651461"^^xsd:string,
        "PMID:22518022"^^xsd:string,
        "Reaxys:1725412"^^xsd:string ;
    rdfs:label "D-arginine"^^xsd:string ;
    definition: "A D-alpha-amino acid that is the D-isomer of arginine."^^xsd:string ;
    rdfs:subClassOf CHEBI:16733,
        CHEBI:29016,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:32688 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:32689 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:16467 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:65053 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H14N4O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H14N4O2/c7-4(5(11)12)2-1-3-10-6(8)9/h4H,1-3,7H2,(H,11,12)(H4,8,9,10)/t4-/m1/s1"^^xsd:string ;
    chebi:inchikey "ODKSFYDXXFIFQN-SCSAIBSYSA-N"^^xsd:string ;
    chebi:mass "174.20100"^^xsd:string ;
    chebi:monoisotopicmass "174.11168"^^xsd:string ;
    chebi:smiles "N[C@H](CCCNC(N)=N)C(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:4106"^^xsd:string,
        "CHEBI:12917"^^xsd:string,
        "CHEBI:20917"^^xsd:string,
        "CHEBI:41855"^^xsd:string ;
    oboInOwl:hasExactSynonym "D-Arginine"^^xsd:string,
        "D-arginine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2R)-2-amino-5-(carbamimidamido)pentanoic acid"^^xsd:string,
        "(2R)-2-amino-5-guanidinopentanoic acid"^^xsd:string,
        "(R)-2-amino-5-guanidinopentanoic acid"^^xsd:string,
        "D-2-Amino-5-guanidinovaleric acid"^^xsd:string,
        "D-Arginin"^^xsd:string,
        "DAR"^^xsd:string ;
    oboInOwl:id "CHEBI:15816"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:15837 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1718835"^^xsd:string,
        "CAS:123-51-3"^^xsd:string,
        "DrugBank:DB02296"^^xsd:string,
        "Gmelin:49460"^^xsd:string,
        "HMDB:HMDB0006007"^^xsd:string,
        "KEGG:C07328"^^xsd:string,
        "PMID:23043843"^^xsd:string,
        "PMID:23698045"^^xsd:string,
        "PMID:24487533"^^xsd:string,
        "PMID:24767042"^^xsd:string,
        "PMID:24804072"^^xsd:string,
        "PMID:24862930"^^xsd:string,
        "Reaxys:1718835"^^xsd:string,
        "YMDB:YMDB00570"^^xsd:string ;
    rdfs:label "isoamylol"^^xsd:string ;
    definition: "An primary alcohol that is butan-1-ol in which a hydrogen at position 3 has been replaced by a methyl group."^^xsd:string ;
    rdfs:subClassOf CHEBI:15734,
        CHEBI:50584,
        CHEBI:134179,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:30362 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35718 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76206 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5H12O"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H12O/c1-5(2)3-4-6/h5-6H,3-4H2,1-2H3"^^xsd:string ;
    chebi:inchikey "PHTQWCKDNZKARW-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "88.14818"^^xsd:string ;
    chebi:monoisotopicmass "88.08882"^^xsd:string ;
    chebi:smiles "CC(C)CCO"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:1597"^^xsd:string,
        "CHEBI:11855"^^xsd:string,
        "CHEBI:20125"^^xsd:string,
        "CHEBI:43359"^^xsd:string ;
    oboInOwl:hasExactSynonym "3-methylbutan-1-ol"^^xsd:string,
        "isoamylol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-HYDROXY-3-METHYLBUTANE"^^xsd:string,
        "2-methyl-4-butanol"^^xsd:string,
        "3-methyl-1-butanol"^^xsd:string,
        "3-Methylbutanol"^^xsd:string,
        "3-methylbutanol"^^xsd:string,
        "alcool isoamylique"^^xsd:string,
        "i-amyl alcohol"^^xsd:string,
        "Iso-amylalkohol"^^xsd:string,
        "Isoamyl alcohol"^^xsd:string,
        "isobutylcarbinol"^^xsd:string,
        "isopentan-1-ol"^^xsd:string,
        "isopentanol"^^xsd:string,
        "Isopentyl alcohol"^^xsd:string,
        "Isopentylalkohol"^^xsd:string,
        "primary isoamyl alcohol"^^xsd:string ;
    oboInOwl:id "CHEBI:15837"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:15841 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C00403"^^xsd:string ;
    rdfs:label "polypeptide"^^xsd:string ;
    definition: "A peptide containing ten or more amino acid residues."^^xsd:string ;
    rdfs:subClassOf CHEBI:16670,
        CHEBI:33839 ;
    chebi:formula "C4H6N2O3R2(C2H2NOR)n"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:8314"^^xsd:string,
        "CHEBI:14860"^^xsd:string ;
    oboInOwl:hasExactSynonym "Polypeptide"^^xsd:string,
        "polypeptides"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "polipeptido"^^xsd:string,
        "Polypeptid"^^xsd:string ;
    oboInOwl:id "CHEBI:15841"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:15843 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1913991"^^xsd:string,
        "CAS:506-32-1"^^xsd:string,
        "DrugBank:DB04557"^^xsd:string,
        "Gmelin:58972"^^xsd:string,
        "HMDB:HMDB0001043"^^xsd:string,
        "KEGG:C00219"^^xsd:string,
        "KNApSAcK:C00000388"^^xsd:string,
        "LIPID_MAPS_instance:LMFA01030001"^^xsd:string,
        "MetaCyc:ARACHIDONIC_ACID"^^xsd:string,
        "PDBeChem:ACD"^^xsd:string,
        "PMID:2820055"^^xsd:string,
        "PMID:15129302"^^xsd:string,
        "PMID:18931599"^^xsd:string,
        "PMID:18973997"^^xsd:string,
        "PMID:25584012"^^xsd:string,
        "Reaxys:1913991"^^xsd:string,
        "Wikipedia:Arachidonic_acid"^^xsd:string ;
    rdfs:label "arachidonic acid"^^xsd:string ;
    definition: "A long-chain fatty acid that is a C20, polyunsaturated fatty acid having four (Z)-double bonds at positions 5, 8, 11 and 14."^^xsd:string ;
    rdfs:subClassOf CHEBI:36009,
        CHEBI:36306,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:37834 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:32395 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78444 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:83038 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C20H32O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C20H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h6-7,9-10,12-13,15-16H,2-5,8,11,14,17-19H2,1H3,(H,21,22)/b7-6-,10-9-,13-12-,16-15-"^^xsd:string ;
    chebi:inchikey "YZXBAPSDXZZRGB-DOFZRALJSA-N"^^xsd:string ;
    chebi:mass "304.46690"^^xsd:string ;
    chebi:monoisotopicmass "304.24023"^^xsd:string ;
    chebi:smiles "CCCCC\\C=C/C\\C=C/C\\C=C/C\\C=C/CCCC(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:2799"^^xsd:string,
        "CHEBI:22608"^^xsd:string,
        "CHEBI:40501"^^xsd:string ;
    oboInOwl:hasExactSynonym "(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoic acid"^^xsd:string,
        "ARACHIDONIC ACID"^^xsd:string,
        "Arachidonic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(5Z,8Z,11Z,14Z)-5,8,11,14-icosatetraenoic acid"^^xsd:string,
        "(5Z,8Z,11Z,14Z)-Icosatetraenoic acid"^^xsd:string,
        "AA"^^xsd:string,
        "all-cis-5,8,11,14-eicosatetraenoic acid"^^xsd:string,
        "ARA"^^xsd:string,
        "Arachidonate"^^xsd:string,
        "Arachidonsaeure"^^xsd:string,
        "cis-5,8,11,14-Eicosatetraenoic acid"^^xsd:string,
        "cis-Delta(5,8,11,14)-eicosatetraenoic acid"^^xsd:string ;
    oboInOwl:id "CHEBI:15843"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:15852 a owl:Class ;
    oboInOwl:hasDbXref "CAS:13422-52-1"^^xsd:string,
        "HMDB:HMDB0003458"^^xsd:string,
        "KEGG:C00992"^^xsd:string,
        "MetaCyc:AQUACOBIIIALAMIN"^^xsd:string ;
    rdfs:label "aquacob(III)alamin"^^xsd:string ;
    rdfs:subClassOf CHEBI:140785,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:27786 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C62H90CoN13O15P"^^xsd:string ;
    chebi:inchi "InChI=1S/C62H90N13O14P.Co.H2O/c1-29-20-39-40(21-30(29)2)75(28-70-39)57-52(84)53(41(27-76)87-57)89-90(85,86)88-31(3)26-69-49(83)18-19-59(8)37(22-46(66)80)56-62(11)61(10,25-48(68)82)36(14-17-45(65)79)51(74-62)33(5)55-60(9,24-47(67)81)34(12-15-43(63)77)38(71-55)23-42-58(6,7)35(13-16-44(64)78)50(72-42)32(4)54(59)73-56;;/h20-21,23,28,31,34-37,41,52-53,56-57,76,84H,12-19,22,24-27H2,1-11H3,(H15,63,64,65,66,67,68,69,71,72,73,74,77,78,79,80,81,82,83,85,86);;1H2/q;+3;/p-2/t31-,34-,35-,36-,37+,41-,52-,53-,56-,57+,59-,60+,61+,62+;;/m1../s1"^^xsd:string ;
    chebi:inchikey "YOZNUFWCRFCGIH-WZHZPDAFSA-L"^^xsd:string ;
    chebi:mass "1347.36310"^^xsd:string ;
    chebi:monoisotopicmass "1346.57434"^^xsd:string ;
    chebi:smiles "[H][O+]([H])[Co-3]1234N5C6=C(C)C7=[N+]1C(=CC1=[N+]2C(=C(C)C2=[N+]3[C@@](C)([C@@]5([H])[C@H](CC(N)=O)[C@@]6(C)CCC(=O)NC[C@@H](C)OP([O-])(=O)O[C@@H]3[C@@H](CO)O[C@@H]([C@@H]3O)n3c[n+]4c4cc(C)c(C)cc34)[C@@](C)(CC(N)=O)[C@@H]2CCC(N)=O)[C@@](C)(CC(N)=O)[C@@H]1CCC(N)=O)C(C)(C)[C@@H]7CCC(N)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:2794"^^xsd:string,
        "CHEBI:13851"^^xsd:string,
        "CHEBI:22589"^^xsd:string ;
    oboInOwl:hasExactSynonym "Aquacob(III)alamin"^^xsd:string,
        "aquacob(III)alamin"^^xsd:string,
        "Coalpha-[alpha-(5,6-dimethylbenzimidazolyl)]-Cobeta-aquacobamide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Aquacobalamin"^^xsd:string,
        "aquacobalamin"^^xsd:string,
        "H2OCbl"^^xsd:string,
        "vitamin B-12a"^^xsd:string ;
    oboInOwl:id "CHEBI:15852"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:15854 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:91867"^^xsd:string,
        "CAS:130-95-0"^^xsd:string,
        "Drug_Central:4523"^^xsd:string,
        "DrugBank:DB00468"^^xsd:string,
        "KEGG:C06526"^^xsd:string,
        "KEGG:D08460"^^xsd:string,
        "KNApSAcK:C00002193"^^xsd:string,
        "PMID:2579237"^^xsd:string,
        "PMID:2657065"^^xsd:string,
        "PMID:7009867"^^xsd:string,
        "PMID:8182707"^^xsd:string,
        "PMID:10821711"^^xsd:string,
        "PMID:10891117"^^xsd:string,
        "PMID:10937718"^^xsd:string,
        "PMID:11212126"^^xsd:string,
        "PMID:11549443"^^xsd:string,
        "PMID:11728183"^^xsd:string,
        "PMID:11844668"^^xsd:string,
        "PMID:11855978"^^xsd:string,
        "PMID:12127529"^^xsd:string,
        "PMID:12213073"^^xsd:string,
        "PMID:12217353"^^xsd:string,
        "PMID:12477351"^^xsd:string,
        "PMID:12502361"^^xsd:string,
        "PMID:12798326"^^xsd:string,
        "PMID:12873511"^^xsd:string,
        "PMID:14761192"^^xsd:string,
        "PMID:15026051"^^xsd:string,
        "PMID:15027870"^^xsd:string,
        "PMID:15225721"^^xsd:string,
        "PMID:15857133"^^xsd:string,
        "PMID:16524728"^^xsd:string,
        "PMID:16933872"^^xsd:string,
        "PMID:17482816"^^xsd:string,
        "PMID:17506538"^^xsd:string,
        "PMID:17570664"^^xsd:string,
        "PMID:17850126"^^xsd:string,
        "PMID:18348514"^^xsd:string,
        "PMID:18788725"^^xsd:string,
        "Wikipedia:Quinine"^^xsd:string ;
    rdfs:label "quinine"^^xsd:string ;
    definition: "A cinchona alkaloid that is cinchonidine in which the hydrogen at the 6-position of the quinoline ring is substituted by methoxy."^^xsd:string ;
    rdfs:subClassOf CHEBI:51323,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:59138 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:137041 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35481 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38068 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:51371 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C20H24N2O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C20H24N2O2/c1-3-13-12-22-9-7-14(13)10-19(22)20(23)16-6-8-21-18-5-4-15(24-2)11-17(16)18/h3-6,8,11,13-14,19-20,23H,1,7,9-10,12H2,2H3/t13-,14-,19-,20+/m0/s1"^^xsd:string ;
    chebi:inchikey "LOUPRKONTZGTKE-WZBLMQSHSA-N"^^xsd:string ;
    chebi:mass "324.41680"^^xsd:string ;
    chebi:monoisotopicmass "324.18378"^^xsd:string ;
    chebi:smiles "[H][C@]1(C[C@@H]2CC[N@]1C[C@@H]2C=C)[C@H](O)c1ccnc2ccc(OC)cc12"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:8723"^^xsd:string,
        "CHEBI:15001"^^xsd:string,
        "CHEBI:26499"^^xsd:string,
        "CHEBI:127176"^^xsd:string,
        "CHEBI:355947"^^xsd:string,
        "CHEBI:569215"^^xsd:string,
        "CHEBI:602929"^^xsd:string ;
    oboInOwl:hasExactSynonym "(9R)-6'-methoxy-8alpha-cinchonan-9-ol"^^xsd:string,
        "Quinine"^^xsd:string,
        "quinine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "6'-methoxycinchonidine"^^xsd:string,
        "(8S,9R)-quinine"^^xsd:string,
        "(-)-Quinine"^^xsd:string,
        "(-)-quinine"^^xsd:string,
        "(R)-(6-methoxyquinolin-4-yl)((2S,4S,8R)-8-vinylquinuclidin-2-yl)methanol"^^xsd:string,
        "(R)-(-)-quinine"^^xsd:string,
        "Chinin"^^xsd:string,
        "chinine"^^xsd:string,
        "chininum"^^xsd:string,
        "quinina"^^xsd:string ;
    oboInOwl:id "CHEBI:15854"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:15858 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:3587179"^^xsd:string,
        "CAS:24959-67-9"^^xsd:string,
        "Gmelin:14908"^^xsd:string,
        "KEGG:C00720"^^xsd:string,
        "KEGG:C01324"^^xsd:string,
        "PDBeChem:BR"^^xsd:string ;
    rdfs:label "bromide"^^xsd:string ;
    rdfs:subClassOf CHEBI:16042,
        CHEBI:36896,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:47266 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "Br"^^xsd:string ;
    chebi:inchi "InChI=1S/BrH/h1H/p-1"^^xsd:string ;
    chebi:inchikey "CPELXLSAUQHCOX-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "79.90400"^^xsd:string ;
    chebi:monoisotopicmass "78.91889"^^xsd:string ;
    chebi:smiles "[Br-]"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:3178"^^xsd:string,
        "CHEBI:13918"^^xsd:string,
        "CHEBI:49515"^^xsd:string ;
    oboInOwl:hasExactSynonym "Bromide"^^xsd:string,
        "bromide"^^xsd:string,
        "bromide(1-)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Br(-)"^^xsd:string,
        "Br-"^^xsd:string,
        "BROMIDE ION"^^xsd:string,
        "bromine anion"^^xsd:string ;
    oboInOwl:id "CHEBI:15858"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:15862 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:505933"^^xsd:string,
        "CAS:75-04-7"^^xsd:string,
        "Gmelin:897"^^xsd:string,
        "HMDB:HMDB0013231"^^xsd:string,
        "KEGG:C00797"^^xsd:string,
        "MetaCyc:ETHANAMINE"^^xsd:string,
        "PDBeChem:NEH"^^xsd:string,
        "PMID:10930630"^^xsd:string,
        "PMID:11074065"^^xsd:string,
        "Reaxys:505933"^^xsd:string,
        "Wikipedia:Ethylamine"^^xsd:string ;
    rdfs:label "ethylamine"^^xsd:string ;
    definition: "A two-carbon primary aliphatic amine."^^xsd:string ;
    rdfs:subClassOf CHEBI:17062,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:566789 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C2H7N"^^xsd:string ;
    chebi:inchi "InChI=1S/C2H7N/c1-2-3/h2-3H2,1H3"^^xsd:string ;
    chebi:inchikey "QUSNBJAOOMFDIB-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "45.08370"^^xsd:string ;
    chebi:monoisotopicmass "45.05785"^^xsd:string ;
    chebi:smiles "CCN"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:4897"^^xsd:string,
        "CHEBI:14228"^^xsd:string,
        "CHEBI:23998"^^xsd:string,
        "CHEBI:44361"^^xsd:string ;
    oboInOwl:hasExactSynonym "ethanamine"^^xsd:string,
        "Ethylamine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-aminoethane"^^xsd:string,
        "aminoethane"^^xsd:string,
        "ETHANAMINE"^^xsd:string ;
    oboInOwl:id "CHEBI:15862"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:15864 a owl:Class ;
    oboInOwl:hasDbXref "CAS:491-70-3"^^xsd:string,
        "Chemspider:4444102"^^xsd:string,
        "DrugBank:DB15584"^^xsd:string,
        "FooDB:FDB013255"^^xsd:string,
        "HMDB:HMDB0005800"^^xsd:string,
        "KEGG:C01514"^^xsd:string,
        "KNApSAcK:C00000674"^^xsd:string,
        "LINCS:LSM-5229"^^xsd:string,
        "LIPID_MAPS_instance:LMPK12110006"^^xsd:string,
        "MetaCyc:5734-TETRAHYDROXYFLAVONE"^^xsd:string,
        "PDBeChem:LU2"^^xsd:string,
        "PMID:11478688"^^xsd:string,
        "PMID:11897650"^^xsd:string,
        "PMID:14574115"^^xsd:string,
        "PMID:18720166"^^xsd:string,
        "PMID:18946424"^^xsd:string,
        "PMID:18991571"^^xsd:string,
        "PMID:19263826"^^xsd:string,
        "PMID:19509250"^^xsd:string,
        "PMID:19854181"^^xsd:string,
        "PMID:21899269"^^xsd:string,
        "PMID:22391103"^^xsd:string,
        "PMID:22749133"^^xsd:string,
        "PMID:22794353"^^xsd:string,
        "PMID:22842046"^^xsd:string,
        "PMID:23035972"^^xsd:string,
        "PMID:23229294"^^xsd:string,
        "PMID:23574272"^^xsd:string,
        "PMID:26020516"^^xsd:string,
        "PMID:26322379"^^xsd:string,
        "PMID:27595800"^^xsd:string,
        "PMID:27764981"^^xsd:string,
        "PMID:27853236"^^xsd:string,
        "PMID:27878246"^^xsd:string,
        "PMID:27879665"^^xsd:string,
        "PMID:27886116"^^xsd:string,
        "PMID:27919958"^^xsd:string,
        "PMID:27927066"^^xsd:string,
        "PMID:27959422"^^xsd:string,
        "PMID:28004344"^^xsd:string,
        "PMID:28029146"^^xsd:string,
        "PMID:28031430"^^xsd:string,
        "PMID:28035396"^^xsd:string,
        "PMID:28067377"^^xsd:string,
        "PMID:28069121"^^xsd:string,
        "PMID:28071803"^^xsd:string,
        "PMID:28090531"^^xsd:string,
        "PMID:28096694"^^xsd:string,
        "PMID:28101184"^^xsd:string,
        "PMID:28101223"^^xsd:string,
        "PMID:28110189"^^xsd:string,
        "PMID:28111945"^^xsd:string,
        "PMID:28112209"^^xsd:string,
        "PMID:28113103"^^xsd:string,
        "PMID:28166217"^^xsd:string,
        "PMID:29423013"^^xsd:string,
        "PMID:30624931"^^xsd:string,
        "PMID:32883638"^^xsd:string,
        "Reaxys:292084"^^xsd:string,
        "Wikipedia:Luteolin"^^xsd:string ;
    rdfs:label "luteolin"^^xsd:string ;
    definition: "A tetrahydroxyflavone in which the four hydroxy groups are located at positions 3', 4', 5 and 7. It is thought to play an important role in the human body as an antioxidant, a free radical scavenger, an anti-inflammatory agent and an immune system modulator as well as being active against several cancers."^^xsd:string ;
    rdfs:subClassOf CHEBI:27741,
        CHEBI:38684,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:57545 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35610 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48422 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48578 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50846 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:65207 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:67079 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:68495 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:71476 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76595 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:90172 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C15H10O6"^^xsd:string ;
    chebi:inchi "InChI=1S/C15H10O6/c16-8-4-11(19)15-12(20)6-13(21-14(15)5-8)7-1-2-9(17)10(18)3-7/h1-6,16-19H"^^xsd:string ;
    chebi:inchikey "IQPNAANSBPBGFQ-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "286.239"^^xsd:string ;
    chebi:monoisotopicmass "286.04774"^^xsd:string ;
    chebi:smiles "OC1=CC(O)=C2C(=O)C=C(OC2=C1)C1=CC=C(O)C(O)=C1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:6578"^^xsd:string,
        "CHEBI:12082"^^xsd:string,
        "CHEBI:14536"^^xsd:string,
        "CHEBI:25086"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-chromen-4-one"^^xsd:string,
        "Luteolin"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-benzopyrone"^^xsd:string,
        "2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-1-benzopyran-4-one"^^xsd:string,
        "3',4',5,7-Tetrahydroxyflavone"^^xsd:string,
        "5,7,3',4'-Tetrahydroxyflavone"^^xsd:string,
        "digitoflavone"^^xsd:string,
        "flacitran"^^xsd:string,
        "Luteolol"^^xsd:string,
        "Salifazide"^^xsd:string ;
    oboInOwl:id "CHEBI:15864"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:15882 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:969616"^^xsd:string,
        "CAS:108-95-2"^^xsd:string,
        "Drug_Central:4266"^^xsd:string,
        "DrugBank:DB03255"^^xsd:string,
        "Gmelin:2794"^^xsd:string,
        "HMDB:HMDB0000228"^^xsd:string,
        "KEGG:C00146"^^xsd:string,
        "KEGG:C15584"^^xsd:string,
        "KEGG:D00033"^^xsd:string,
        "KEGG:D06536"^^xsd:string,
        "KNApSAcK:C00002664"^^xsd:string,
        "PDBeChem:IPH"^^xsd:string,
        "PMID:12058733"^^xsd:string,
        "PMID:16953321"^^xsd:string,
        "PMID:17852157"^^xsd:string,
        "PMID:19029204"^^xsd:string,
        "PMID:20886261"^^xsd:string,
        "PMID:21492257"^^xsd:string,
        "PMID:21689881"^^xsd:string,
        "PMID:21809019"^^xsd:string,
        "PMID:21822930"^^xsd:string,
        "Reaxys:969616"^^xsd:string,
        "UM-BBD_compID:c0128"^^xsd:string,
        "Wikipedia:Phenol"^^xsd:string ;
    rdfs:label "phenol"^^xsd:string ;
    definition: "An organic hydroxy compound that consists of benzene bearing a single hydroxy substituent. The parent of the class of phenols."^^xsd:string ;
    rdfs:subClassOf CHEBI:33853,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:50526 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48218 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48219 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76967 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H6O"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H6O/c7-6-4-2-1-3-5-6/h1-5,7H"^^xsd:string ;
    chebi:inchikey "ISWSIDIOOBJBQZ-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "94.11120"^^xsd:string ;
    chebi:monoisotopicmass "94.04186"^^xsd:string ;
    chebi:smiles "Oc1ccccc1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:8071"^^xsd:string,
        "CHEBI:14777"^^xsd:string,
        "CHEBI:25966"^^xsd:string,
        "CHEBI:43543"^^xsd:string ;
    oboInOwl:hasExactSynonym "PHENOL"^^xsd:string,
        "Phenol"^^xsd:string,
        "phenol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "acide carbolique"^^xsd:string,
        "acide phenique"^^xsd:string,
        "Benzenol"^^xsd:string,
        "carbolic acid"^^xsd:string,
        "Carbolsaeure"^^xsd:string,
        "Hydroxybenzene"^^xsd:string,
        "Karbolsaeure"^^xsd:string,
        "Oxybenzene"^^xsd:string,
        "Phenic acid"^^xsd:string,
        "Phenylic acid"^^xsd:string,
        "Phenylic alcohol"^^xsd:string,
        "PhOH"^^xsd:string ;
    oboInOwl:id "CHEBI:15882"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:15884 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:80188"^^xsd:string,
        "CAS:120-29-6"^^xsd:string,
        "KEGG:C00729"^^xsd:string,
        "KNApSAcK:C00002306"^^xsd:string,
        "Patent:CN101643472"^^xsd:string,
        "Patent:CN101643473"^^xsd:string,
        "Patent:US2010087364"^^xsd:string,
        "PMID:19924779"^^xsd:string,
        "PMID:21420927"^^xsd:string,
        "PMID:22349358"^^xsd:string ;
    rdfs:label "tropine"^^xsd:string ;
    definition: "A derivative of tropane having a hydroxy group at the 3-position."^^xsd:string ;
    rdfs:subClassOf CHEBI:37332,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:57554 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C8H15NO"^^xsd:string ;
    chebi:inchi "InChI=1S/C8H15NO/c1-9-6-2-3-7(9)5-8(10)4-6/h6-8,10H,2-5H2,1H3/t6-,7+,8+"^^xsd:string ;
    chebi:inchikey "CYHOMWAPJJPNMW-JIGDXULJSA-N"^^xsd:string ;
    chebi:mass "141.21084"^^xsd:string ;
    chebi:monoisotopicmass "141.11536"^^xsd:string ;
    chebi:smiles "CN1[C@H]2CC[C@@H]1C[C@H](O)C2"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:9758"^^xsd:string,
        "CHEBI:15269"^^xsd:string,
        "CHEBI:27158"^^xsd:string ;
    oboInOwl:hasExactSynonym "tropan-3alpha-ol"^^xsd:string,
        "Tropine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1alphaH,5alphaH-tropan-3alpha-ol"^^xsd:string,
        "3alpha-Tropanol"^^xsd:string,
        "3alpha-tropanol"^^xsd:string,
        "8-methyl-8-azabicyclo[3.2.1]octan-3-ol"^^xsd:string,
        "(3-endo)-8-methyl-8-azabicyclo[3.2.1]octan-3-ol"^^xsd:string,
        "endo-8-methyl-8-azabicyclo[3.2.1]octan-3-ol"^^xsd:string,
        "tropanol"^^xsd:string ;
    oboInOwl:id "CHEBI:15884"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:15897 a owl:Class ;
    rdfs:label "N-(long-chain-acyl)ethanolamine"^^xsd:string ;
    definition: "Any N-acylethanolamine in which the acyl group has a chain length of C12 or greater."^^xsd:string ;
    rdfs:subClassOf CHEBI:167098 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C3H6NO2R"^^xsd:string ;
    chebi:mass "88.085"^^xsd:string ;
    chebi:monoisotopicmass "88.03985"^^xsd:string ;
    chebi:smiles "OCCNC([*])=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:7099"^^xsd:string,
        "CHEBI:12537"^^xsd:string,
        "CHEBI:21485"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "N-(long-chain fatty acyl)ethanolamine"^^xsd:string ;
    oboInOwl:id "CHEBI:15897"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:15903 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1281607"^^xsd:string,
        "CAS:492-61-5"^^xsd:string,
        "Drug_Central:845"^^xsd:string,
        "DrugBank:DB02379"^^xsd:string,
        "GlyGen:G71142DF"^^xsd:string,
        "GlyTouCan:G71142DF"^^xsd:string,
        "Gmelin:648637"^^xsd:string,
        "KEGG:C00221"^^xsd:string,
        "PDBeChem:BGC"^^xsd:string,
        "PMID:19443021"^^xsd:string,
        "PMID:25568069"^^xsd:string,
        "PMID:31537530"^^xsd:string,
        "PMID:32568414"^^xsd:string,
        "Reaxys:1281607"^^xsd:string ;
    rdfs:label "beta-D-glucose"^^xsd:string ;
    definition: "D-Glucopyranose with beta configuration at the anomeric centre."^^xsd:string ;
    rdfs:subClassOf CHEBI:4167,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:37631 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:53000 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H12O6"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3-,4+,5-,6-/m1/s1"^^xsd:string ;
    chebi:inchikey "WQZGKKKJIJFFOK-VFUOTHLCSA-N"^^xsd:string ;
    chebi:mass "180.15588"^^xsd:string ;
    chebi:monoisotopicmass "180.06339"^^xsd:string ;
    chebi:smiles "OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:10397"^^xsd:string,
        "CHEBI:12373"^^xsd:string,
        "CHEBI:22795"^^xsd:string,
        "CHEBI:41140"^^xsd:string ;
    oboInOwl:hasExactSynonym "beta-D-glucopyranose"^^xsd:string,
        "BETA-D-GLUCOSE"^^xsd:string,
        "beta-D-Glucose"^^xsd:string,
        "beta-D-glucose"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "WURCS=2.0/1,1,0/[a2122h-1b_1-5]/1/"^^xsd:string ;
    oboInOwl:id "CHEBI:15903"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:15904 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C00638"^^xsd:string ;
    rdfs:label "long-chain fatty acid"^^xsd:string ;
    definition: "A fatty acid with a chain length ranging from C13 to C22."^^xsd:string ;
    rdfs:subClassOf CHEBI:35366,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:57560 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "CHO2R"^^xsd:string ;
    chebi:mass "45.017"^^xsd:string ;
    chebi:monoisotopicmass "44.99765"^^xsd:string ;
    chebi:smiles "OC([*])=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:6528"^^xsd:string,
        "CHEBI:13655"^^xsd:string,
        "CHEBI:14529"^^xsd:string,
        "CHEBI:25075"^^xsd:string ;
    oboInOwl:hasExactSynonym "Long-chain fatty acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Higher fatty acid"^^xsd:string,
        "LCFA"^^xsd:string,
        "LCFAs"^^xsd:string,
        "long-chain fatty acids"^^xsd:string ;
    oboInOwl:id "CHEBI:15904"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:15955 a owl:Class ;
    oboInOwl:hasDbXref "AGR:IND81078502"^^xsd:string,
        "CAS:69832-12-8"^^xsd:string,
        "KEGG:C01804"^^xsd:string,
        "PMID:566219"^^xsd:string,
        "PMID:6259120"^^xsd:string,
        "PMID:7363945"^^xsd:string ;
    rdfs:label "discadenine"^^xsd:string ;
    definition: "A 6-isopentenylaminopurine having a 3-amino-3-carboxypropyl group attached at the 3-position."^^xsd:string ;
    rdfs:subClassOf CHEBI:38643,
        CHEBI:83822,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:30772 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:62934 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:57585 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C14H20N6O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C14H20N6O2/c1-9(2)3-5-16-12-11-13(18-7-17-11)20(8-19-12)6-4-10(15)14(21)22/h3,7-8,10,16H,4-6,15H2,1-2H3,(H,21,22)/t10-/m0/s1"^^xsd:string ;
    chebi:inchikey "KGVAAXZLUAKZEO-JTQLQIEISA-N"^^xsd:string ;
    chebi:mass "304.34760"^^xsd:string ;
    chebi:monoisotopicmass "304.16477"^^xsd:string ;
    chebi:smiles "CC(C)=CCNc1ncn(CC[C@H](N)C(O)=O)c2ncnc12"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:4655"^^xsd:string,
        "CHEBI:14183"^^xsd:string,
        "CHEBI:23845"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2S)-2-amino-4-{6-[(3-methylbut-2-en-1-yl)amino]-3H-purin-3-yl}butanoic acid"^^xsd:string,
        "Discadenine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3-(3-amino-3-carboxypropyl)-N6-(delta2)-isopentenyladenine"^^xsd:string,
        "3-(3-Amino-3-carboxypropyl)-N6-(delta2-isopentenyl)-adenine"^^xsd:string,
        "alpha-amino-6-((3-methyl-2-butenyl)amino)-3H-purine-3-butanoic acid"^^xsd:string ;
    oboInOwl:id "CHEBI:15955"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:15956 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:86838"^^xsd:string,
        "CAS:58-85-5"^^xsd:string,
        "Chemspider:149962"^^xsd:string,
        "COMe:MOL000144"^^xsd:string,
        "Drug_Central:373"^^xsd:string,
        "DrugBank:DB00121"^^xsd:string,
        "FooDB:FDB014510"^^xsd:string,
        "Gmelin:1918703"^^xsd:string,
        "HMDB:HMDB0000030"^^xsd:string,
        "KEGG:C00120"^^xsd:string,
        "KEGG:D00029"^^xsd:string,
        "KNApSAcK:C00000756"^^xsd:string,
        "LINCS:LSM-3994"^^xsd:string,
        "MetaCyc:BIOTIN"^^xsd:string,
        "PDBeChem:BTN"^^xsd:string,
        "PMCID:PMC8089577"^^xsd:string,
        "PMID:1814646"^^xsd:string,
        "PMID:2100006"^^xsd:string,
        "PMID:8333586"^^xsd:string,
        "PMID:8750932"^^xsd:string,
        "PMID:9022537"^^xsd:string,
        "PMID:9038855"^^xsd:string,
        "PMID:9094878"^^xsd:string,
        "PMID:9164991"^^xsd:string,
        "PMID:9176832"^^xsd:string,
        "PMID:9371938"^^xsd:string,
        "PMID:9416479"^^xsd:string,
        "PMID:10064317"^^xsd:string,
        "PMID:10215065"^^xsd:string,
        "PMID:10577274"^^xsd:string,
        "PMID:11435506"^^xsd:string,
        "PMID:11481419"^^xsd:string,
        "PMID:11800048"^^xsd:string,
        "PMID:12055344"^^xsd:string,
        "PMID:12070309"^^xsd:string,
        "PMID:12603856"^^xsd:string,
        "PMID:12803839"^^xsd:string,
        "PMID:15012185"^^xsd:string,
        "PMID:15202718"^^xsd:string,
        "PMID:15272000"^^xsd:string,
        "PMID:15690449"^^xsd:string,
        "PMID:15863846"^^xsd:string,
        "PMID:15899401"^^xsd:string,
        "PMID:15992684"^^xsd:string,
        "PMID:16011464"^^xsd:string,
        "PMID:16195795"^^xsd:string,
        "PMID:16419467"^^xsd:string,
        "PMID:16676358"^^xsd:string,
        "PMID:16677798"^^xsd:string,
        "PMID:16704206"^^xsd:string,
        "PMID:16769720"^^xsd:string,
        "PMID:17297119"^^xsd:string,
        "PMID:18202531"^^xsd:string,
        "PMID:18452485"^^xsd:string,
        "PMID:18509457"^^xsd:string,
        "PMID:19212411"^^xsd:string,
        "PMID:19319844"^^xsd:string,
        "PMID:19727438"^^xsd:string,
        "PMID:19928962"^^xsd:string,
        "PMID:20967359"^^xsd:string,
        "PMID:20974274"^^xsd:string,
        "PMID:21248194"^^xsd:string,
        "PMID:21356565"^^xsd:string,
        "PMID:21373679"^^xsd:string,
        "PMID:21596550"^^xsd:string,
        "PMID:21871906"^^xsd:string,
        "PMID:25515858"^^xsd:string,
        "PMID:33346513"^^xsd:string,
        "PMID:33461365"^^xsd:string,
        "PMID:34077272"^^xsd:string,
        "Reaxys:86838"^^xsd:string,
        "Wikipedia:Biotin"^^xsd:string ;
    rdfs:label "biotin"^^xsd:string ;
    definition: "An organic heterobicyclic compound that consists of 2-oxohexahydro-1H-thieno[3,4-d]imidazole having a valeric acid substituent attached to the tetrahydrothiophene ring. The parent of the class of biotins."^^xsd:string ;
    rdfs:subClassOf CHEBI:51570,
        CHEBI:176841,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:57586 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:23354 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:26348 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78675 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C10H16N2O3S"^^xsd:string ;
    chebi:inchi "InChI=1S/C10H16N2O3S/c13-8(14)4-2-1-3-7-9-6(5-16-7)11-10(15)12-9/h6-7,9H,1-5H2,(H,13,14)(H2,11,12,15)/t6-,7-,9-/m0/s1"^^xsd:string ;
    chebi:inchikey "YBJHBAHKTGYVGT-ZKWXMUAHSA-N"^^xsd:string ;
    chebi:mass "244.31172"^^xsd:string ;
    chebi:monoisotopicmass "244.08816"^^xsd:string ;
    chebi:smiles "[H][C@]12CS[C@@H](CCCCC(O)=O)[C@@]1([H])NC(=O)N2"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:3108"^^xsd:string,
        "CHEBI:13905"^^xsd:string,
        "CHEBI:22882"^^xsd:string,
        "CHEBI:22884"^^xsd:string,
        "CHEBI:41236"^^xsd:string ;
    oboInOwl:hasExactSynonym "5-[(3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]pentanoic acid"^^xsd:string,
        "BIOTIN"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "5-(2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanoic acid"^^xsd:string,
        "(3aS,4S,6aR)-Hexahydro-2-oxo-1H-thieno[3,4-d]imidazole-4-valeric acid"^^xsd:string,
        "(+)-cis-Hexahydro-2-oxo-1H-thieno[3,4]imidazole-4-valeric acid"^^xsd:string,
        "biotin"^^xsd:string,
        "biotina"^^xsd:string,
        "biotine"^^xsd:string,
        "biotinum"^^xsd:string,
        "cis-(+)-Tetrahydro-2-oxothieno[3,4]imidazoline-4-valeric acid"^^xsd:string,
        "cis-Hexahydro-2-oxo-1H-thieno(3,4)imidazole-4-valeric acid"^^xsd:string,
        "cis-Tetrahydro-2-oxothieno(3,4-d)imidazoline-4-valeric acid"^^xsd:string,
        "Coenzyme R"^^xsd:string,
        "D-(+)-biotin"^^xsd:string,
        "D-Biotin"^^xsd:string,
        "vitamin B7"^^xsd:string,
        "Vitamin H"^^xsd:string ;
    oboInOwl:id "CHEBI:15956"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:15966 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1723800"^^xsd:string,
        "CAS:6893-26-1"^^xsd:string,
        "DrugBank:DB02517"^^xsd:string,
        "Gmelin:201189"^^xsd:string,
        "HMDB:HMDB0003339"^^xsd:string,
        "KEGG:C00217"^^xsd:string,
        "KNApSAcK:C00019577"^^xsd:string,
        "MetaCyc:D-GLT"^^xsd:string,
        "PDBeChem:DGL"^^xsd:string,
        "Reaxys:1723800"^^xsd:string ;
    rdfs:label "D-glutamic acid"^^xsd:string ;
    definition: "An optically active form of glutamic acid having D-configuration."^^xsd:string ;
    rdfs:subClassOf CHEBI:16733,
        CHEBI:18237,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:29986 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:16015 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5H9NO4"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H9NO4/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H,7,8)(H,9,10)/t3-/m1/s1"^^xsd:string ;
    chebi:inchikey "WHUUTDBJXJRKMK-GSVOUGTGSA-N"^^xsd:string ;
    chebi:mass "147.12930"^^xsd:string ;
    chebi:monoisotopicmass "147.05316"^^xsd:string ;
    chebi:smiles "N[C@H](CCC(O)=O)C(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:4183"^^xsd:string,
        "CHEBI:21023"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2R)-2-aminopentanedioic acid"^^xsd:string,
        "D-Glutamic acid"^^xsd:string,
        "D-glutamic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(R)-2-aminopentanedioic acid"^^xsd:string,
        "D-2-Aminoglutaric acid"^^xsd:string,
        "D-Glutaminic acid"^^xsd:string,
        "D-Glutaminsaeure"^^xsd:string,
        "DGL"^^xsd:string,
        "glutamic acid D-form"^^xsd:string ;
    oboInOwl:id "CHEBI:15966"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:15971 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:84088"^^xsd:string,
        "CAS:71-00-1"^^xsd:string,
        "DrugBank:DB00117"^^xsd:string,
        "ECMDB:ECMDB00177"^^xsd:string,
        "Gmelin:83042"^^xsd:string,
        "HMDB:HMDB0000177"^^xsd:string,
        "KEGG:C00135"^^xsd:string,
        "KEGG:D00032"^^xsd:string,
        "KNApSAcK:C00001363"^^xsd:string,
        "MetaCyc:HIS"^^xsd:string,
        "PDBeChem:HIS"^^xsd:string,
        "PMID:15206581"^^xsd:string,
        "PMID:21608102"^^xsd:string,
        "PMID:21719207"^^xsd:string,
        "PMID:22324399"^^xsd:string,
        "PMID:22415677"^^xsd:string,
        "PMID:22517640"^^xsd:string,
        "Reaxys:84088"^^xsd:string,
        "Wikipedia:L-histidine"^^xsd:string,
        "YMDB:YMDB00369"^^xsd:string ;
    rdfs:label "L-histidine"^^xsd:string ;
    definition: "The L-enantiomer of the amino acid histidine."^^xsd:string ;
    rdfs:subClassOf CHEBI:15705,
        CHEBI:27570,
        CHEBI:83813,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:32510 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:32513 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:27947 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:57595 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:27027 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50733 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:84735 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H9N3O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H9N3O2/c7-5(6(10)11)1-4-2-8-3-9-4/h2-3,5H,1,7H2,(H,8,9)(H,10,11)/t5-/m0/s1"^^xsd:string ;
    chebi:inchikey "HNDVDQJCIGZPNO-YFKPBYRVSA-N"^^xsd:string ;
    chebi:mass "155.15468"^^xsd:string ;
    chebi:monoisotopicmass "155.06948"^^xsd:string ;
    chebi:smiles "N[C@@H](Cc1c[nH]cn1)C(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:6240"^^xsd:string,
        "CHEBI:13117"^^xsd:string,
        "CHEBI:21324"^^xsd:string,
        "CHEBI:43048"^^xsd:string,
        "CHEBI:43114"^^xsd:string,
        "CHEBI:43190"^^xsd:string,
        "CHEBI:43239"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2S)-2-amino-3-(1H-imidazol-4-yl)propanoic acid"^^xsd:string,
        "L-Histidine"^^xsd:string,
        "L-histidine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(S)-4-(2-Amino-2-carboxyethyl)imidazole"^^xsd:string,
        "(S)-alpha-amino-1H-Imidazole-4-propanoic acid"^^xsd:string,
        "(S)-alpha-Amino-1H-imidazole-4-propionic acid"^^xsd:string,
        "H"^^xsd:string,
        "His"^^xsd:string,
        "HISTIDINE"^^xsd:string,
        "L-(-)-histidine"^^xsd:string,
        "L-Histidin"^^xsd:string ;
    oboInOwl:id "CHEBI:15971"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:15986 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C00419"^^xsd:string ;
    rdfs:label "polynucleotide"^^xsd:string ;
    definition: "A nucleobase-containing molecular entity with a polymeric structure comprised of a linear sequence of 13 or more nucleotide residues."^^xsd:string ;
    rdfs:subClassOf CHEBI:33695,
        CHEBI:61120,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:50319 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "(C5H8O6PR)n.C10H17O10PR2"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:8312"^^xsd:string,
        "CHEBI:13672"^^xsd:string,
        "CHEBI:14859"^^xsd:string ;
    oboInOwl:hasExactSynonym "Polynucleotide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "polynucleotides"^^xsd:string ;
    oboInOwl:id "CHEBI:15986"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:15996 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:74004"^^xsd:string,
        "Beilstein:1201437"^^xsd:string,
        "CAS:86-01-1"^^xsd:string,
        "DrugBank:DB04137"^^xsd:string,
        "KEGG:C00044"^^xsd:string,
        "KNApSAcK:C00007223"^^xsd:string,
        "PDBeChem:GTP"^^xsd:string,
        "PMID:24904988"^^xsd:string ;
    rdfs:label "GTP"^^xsd:string ;
    rdfs:subClassOf CHEBI:37045,
        CHEBI:37121,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:57600 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:145437 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C10H16N5O14P3"^^xsd:string ;
    chebi:inchi "InChI=1S/C10H16N5O14P3/c11-10-13-7-4(8(18)14-10)12-2-15(7)9-6(17)5(16)3(27-9)1-26-31(22,23)29-32(24,25)28-30(19,20)21/h2-3,5-6,9,16-17H,1H2,(H,22,23)(H,24,25)(H2,19,20,21)(H3,11,13,14,18)/t3-,5-,6-,9-/m1/s1"^^xsd:string ;
    chebi:inchikey "XKMLYUALXHKNFT-UUOKFMHZSA-N"^^xsd:string ;
    chebi:mass "523.18062"^^xsd:string ;
    chebi:monoisotopicmass "522.99066"^^xsd:string ;
    chebi:smiles "Nc1nc2n(cnc2c(=O)[nH]1)[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]1O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:5234"^^xsd:string,
        "CHEBI:13342"^^xsd:string,
        "CHEBI:24451"^^xsd:string,
        "CHEBI:42934"^^xsd:string ;
    oboInOwl:hasExactSynonym "GTP"^^xsd:string,
        "guanosine 5'-(tetrahydrogen triphosphate)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "5'-GTP"^^xsd:string,
        "Guanosine 5'-triphosphate"^^xsd:string,
        "guanosine 5'-triphosphoric acid"^^xsd:string,
        "guanosine triphosphate"^^xsd:string,
        "GUANOSINE-5'-TRIPHOSPHATE"^^xsd:string,
        "H4gtp"^^xsd:string ;
    oboInOwl:id "CHEBI:15996"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:16000 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:505944"^^xsd:string,
        "CAS:141-43-5"^^xsd:string,
        "DrugBank:DB03994"^^xsd:string,
        "Gmelin:1650"^^xsd:string,
        "HMDB:HMDB0000149"^^xsd:string,
        "KEGG:C00189"^^xsd:string,
        "KEGG:D05074"^^xsd:string,
        "KNApSAcK:C00007279"^^xsd:string,
        "PDBeChem:ETA"^^xsd:string,
        "PMID:3654008"^^xsd:string,
        "PMID:6196640"^^xsd:string,
        "PMID:6708049"^^xsd:string,
        "PMID:10930630"^^xsd:string,
        "PMID:12834252"^^xsd:string,
        "PMID:15149650"^^xsd:string,
        "PMID:24023812"^^xsd:string,
        "Reaxys:505944"^^xsd:string,
        "UM-BBD_compID:c0594"^^xsd:string,
        "Wikipedia:Ethanolamine"^^xsd:string ;
    rdfs:label "ethanolamine"^^xsd:string ;
    definition: "A member of the class of  ethanolamines that is ethane with an amino substituent at C-1 and a hydroxy substituent at C-2, making it both a primary amine and a primary alcohol."^^xsd:string ;
    rdfs:subClassOf CHEBI:15734,
        CHEBI:23981,
        CHEBI:32877,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:57603 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C2H7NO"^^xsd:string ;
    chebi:inchi "InChI=1S/C2H7NO/c3-1-2-4/h4H,1-3H2"^^xsd:string ;
    chebi:inchikey "HZAXFHJVJLSVMW-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "61.08312"^^xsd:string ;
    chebi:monoisotopicmass "61.05276"^^xsd:string ;
    chebi:smiles "NCCO"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:4880"^^xsd:string,
        "CHEBI:14223"^^xsd:string,
        "CHEBI:23979"^^xsd:string,
        "CHEBI:42323"^^xsd:string,
        "CHEBI:272066"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-aminoethanol"^^xsd:string,
        "Ethanolamine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-amino-2-hydroxyethane"^^xsd:string,
        "2-amino-1-ethanol"^^xsd:string,
        "2-Amino-ethanol"^^xsd:string,
        "2-aminoethan-1-ol"^^xsd:string,
        "2-aminoethyl alcohol"^^xsd:string,
        "2-Hydroxyethylamine"^^xsd:string,
        "Aethanolamin"^^xsd:string,
        "Aminoethanol"^^xsd:string,
        "beta-aminoethanol"^^xsd:string,
        "beta-aminoethyl alcohol"^^xsd:string,
        "beta-ethanolamine"^^xsd:string,
        "beta-hydroxyethylamine"^^xsd:string,
        "colamine"^^xsd:string,
        "ETA"^^xsd:string,
        "glycinol"^^xsd:string,
        "Hea"^^xsd:string,
        "MEA"^^xsd:string,
        "MONOETHANOLAMINE"^^xsd:string,
        "monoethanolamine"^^xsd:string ;
    oboInOwl:id "CHEBI:16000"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:16007 a owl:Class ;
    oboInOwl:hasDbXref "CAS:74-93-1"^^xsd:string,
        "KEGG:C00409"^^xsd:string,
        "KNApSAcK:C00001258"^^xsd:string,
        "PDBeChem:MEE"^^xsd:string,
        "UM-BBD_compID:c0238"^^xsd:string ;
    rdfs:label "methanethiol"^^xsd:string ;
    rdfs:subClassOf CHEBI:47908,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "CH4S"^^xsd:string ;
    chebi:inchi "InChI=1S/CH4S/c1-2/h2H,1H3"^^xsd:string ;
    chebi:inchikey "LSDPWZHWYPCBBB-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "48.10846"^^xsd:string ;
    chebi:monoisotopicmass "48.00337"^^xsd:string ;
    chebi:smiles "CS"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:6814"^^xsd:string,
        "CHEBI:14586"^^xsd:string,
        "CHEBI:25225"^^xsd:string ;
    oboInOwl:hasExactSynonym "Methanethiol"^^xsd:string,
        "methanethiol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Methylmercaptan"^^xsd:string ;
    oboInOwl:id "CHEBI:16007"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:16015 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1723801"^^xsd:string,
        "BPDB:2297"^^xsd:string,
        "CAS:56-86-0"^^xsd:string,
        "Drug_Central:1310"^^xsd:string,
        "DrugBank:DB00142"^^xsd:string,
        "Gmelin:3502"^^xsd:string,
        "HMDB:HMDB0000148"^^xsd:string,
        "KEGG:C00025"^^xsd:string,
        "KEGG:D00007"^^xsd:string,
        "KNApSAcK:C00001358"^^xsd:string,
        "LINCS:LSM-36375"^^xsd:string,
        "MetaCyc:GLT"^^xsd:string,
        "PDBeChem:GLU_LFOH"^^xsd:string,
        "PMID:15739367"^^xsd:string,
        "PMID:15930465"^^xsd:string,
        "PMID:16719819"^^xsd:string,
        "PMID:16892196"^^xsd:string,
        "PMID:19581495"^^xsd:string,
        "PMID:22219301"^^xsd:string,
        "PMID:22735334"^^xsd:string,
        "Reaxys:1723801"^^xsd:string,
        "Wikipedia:L-Glutamic_Acid"^^xsd:string ;
    rdfs:label "L-glutamic acid"^^xsd:string ;
    definition: "An optically active form of glutamic acid having L-configuration."^^xsd:string ;
    rdfs:subClassOf CHEBI:18237,
        CHEBI:24318,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:29985 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:15966 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:25512 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:27027 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50733 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:173085 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5H9NO4"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H9NO4/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H,7,8)(H,9,10)/t3-/m0/s1"^^xsd:string ;
    chebi:inchikey "WHUUTDBJXJRKMK-VKHMYHEASA-N"^^xsd:string ;
    chebi:mass "147.12930"^^xsd:string ;
    chebi:monoisotopicmass "147.05316"^^xsd:string ;
    chebi:smiles "N[C@@H](CCC(O)=O)C(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:6224"^^xsd:string,
        "CHEBI:21304"^^xsd:string,
        "CHEBI:42825"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2S)-2-aminopentanedioic acid"^^xsd:string,
        "L-Glutamic acid"^^xsd:string,
        "L-glutamic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(S)-2-aminopentanedioic acid"^^xsd:string,
        "(S)-glutamic acid"^^xsd:string,
        "acide glutamique"^^xsd:string,
        "acido glutamico"^^xsd:string,
        "acidum glutamicum"^^xsd:string,
        "E"^^xsd:string,
        "Glu"^^xsd:string,
        "Glutamate"^^xsd:string,
        "GLUTAMIC ACID"^^xsd:string,
        "glutamic acid"^^xsd:string,
        "L-Glu"^^xsd:string,
        "L-Glutaminic acid"^^xsd:string,
        "L-Glutaminsaeure"^^xsd:string ;
    oboInOwl:id "CHEBI:16015"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:16040 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:2637"^^xsd:string,
        "CAS:71-30-7"^^xsd:string,
        "Gmelin:82472"^^xsd:string,
        "HMDB:HMDB0000630"^^xsd:string,
        "KEGG:C00380"^^xsd:string,
        "KNApSAcK:C00001498"^^xsd:string,
        "MetaCyc:CYTOSINE"^^xsd:string,
        "PDBeChem:CYT"^^xsd:string,
        "PMID:7877593"^^xsd:string,
        "PMID:14253484"^^xsd:string,
        "PMID:22770225"^^xsd:string,
        "Reaxys:2637"^^xsd:string,
        "Wikipedia:Cytosine"^^xsd:string ;
    rdfs:label "cytosine"^^xsd:string ;
    definition: "An aminopyrimidine that is pyrimidin-2-one having the amino group located at position 4."^^xsd:string ;
    rdfs:subClassOf CHEBI:26432,
        CHEBI:38337,
        CHEBI:38338,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C4H5N3O"^^xsd:string ;
    chebi:inchi "InChI=1S/C4H5N3O/c5-3-1-2-6-4(8)7-3/h1-2H,(H3,5,6,7,8)"^^xsd:string ;
    chebi:inchikey "OPTASPLRGRRNAP-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "111.10212"^^xsd:string ;
    chebi:monoisotopicmass "111.04326"^^xsd:string ;
    chebi:smiles "Nc1cc[nH]c(=O)n1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:4072"^^xsd:string,
        "CHEBI:14066"^^xsd:string,
        "CHEBI:23531"^^xsd:string,
        "CHEBI:41732"^^xsd:string ;
    oboInOwl:hasExactSynonym "4-aminopyrimidin-2(1H)-one"^^xsd:string,
        "Cytosine"^^xsd:string,
        "cytosine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "4-amino-2(1H)-pyrimidinone"^^xsd:string,
        "4-amino-2-hydroxypyrimidine"^^xsd:string,
        "C"^^xsd:string,
        "Cyt"^^xsd:string,
        "Cytosin"^^xsd:string,
        "Zytosin"^^xsd:string ;
    oboInOwl:id "CHEBI:16040"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:16042 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C00462"^^xsd:string ;
    rdfs:label "halide anion"^^xsd:string ;
    definition: "A monoatomic monoanion resulting from the addition of an electron to any halogen atom."^^xsd:string ;
    rdfs:subClassOf CHEBI:33429,
        CHEBI:79389 ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "X"^^xsd:string ;
    chebi:mass "0.0"^^xsd:string ;
    chebi:monoisotopicmass "0.0"^^xsd:string ;
    chebi:smiles "[*-]"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:5605"^^xsd:string,
        "CHEBI:14384"^^xsd:string ;
    oboInOwl:hasExactSynonym "halide ions"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "a halide anion"^^xsd:string,
        "Halide"^^xsd:string,
        "halide anions"^^xsd:string,
        "halide(1-)"^^xsd:string,
        "halides"^^xsd:string,
        "halogen anion"^^xsd:string,
        "HX"^^xsd:string ;
    oboInOwl:id "CHEBI:16042"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:16119 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:2210055"^^xsd:string,
        "CAS:138-59-0"^^xsd:string,
        "HMDB:HMDB0003070"^^xsd:string,
        "KEGG:C00493"^^xsd:string,
        "KNApSAcK:C00001203"^^xsd:string,
        "PDBeChem:SKM"^^xsd:string,
        "PMID:24190737"^^xsd:string,
        "PMID:24628944"^^xsd:string,
        "PMID:24783849"^^xsd:string,
        "PMID:24836188"^^xsd:string,
        "PMID:24894540"^^xsd:string,
        "PMID:24981409"^^xsd:string,
        "Reaxys:2210055"^^xsd:string,
        "Wikipedia:Shikimic_acid"^^xsd:string ;
    rdfs:label "shikimic acid"^^xsd:string ;
    definition: "A cyclohexenecarboxylic acid that is cyclohex-1-ene-1-carboxylic acid substituted by hydroxy groups at positions 3, 4 and 5 (the 3R,4S,5R stereoisomer). It is an intermediate metabolite in plants and microorganisms."^^xsd:string ;
    rdfs:subClassOf CHEBI:23483,
        CHEBI:35868,
        CHEBI:79020,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:36208 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C7H10O5"^^xsd:string ;
    chebi:inchi "InChI=1S/C7H10O5/c8-4-1-3(7(11)12)2-5(9)6(4)10/h1,4-6,8-10H,2H2,(H,11,12)/t4-,5-,6-/m1/s1"^^xsd:string ;
    chebi:inchikey "JXOHGGNKMLTUBP-HSUXUTPPSA-N"^^xsd:string ;
    chebi:mass "174.15130"^^xsd:string ;
    chebi:monoisotopicmass "174.05282"^^xsd:string ;
    chebi:smiles "O[C@@H]1CC(=C[C@@H](O)[C@H]1O)C(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:9133"^^xsd:string,
        "CHEBI:26662"^^xsd:string,
        "CHEBI:26664"^^xsd:string,
        "CHEBI:45740"^^xsd:string ;
    oboInOwl:hasExactSynonym "(3R,4S,5R)-3,4,5-trihydroxycyclohex-1-ene-1-carboxylic acid"^^xsd:string,
        "Shikimic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3,4,5-Trihydroxy-1-cyclohexenecarboxylic acid"^^xsd:string,
        "3alpha,4alpha,5beta-trihydroxy-1-cyclohexene-1-carboxylic acid"^^xsd:string,
        "[3R-(3alpha,4alpha,5beta)]-3,4,5-trihydroxy-1-cyclohexene-1-carboxylic acid"^^xsd:string,
        "L-shikimic acid"^^xsd:string,
        "Shikimate"^^xsd:string ;
    oboInOwl:id "CHEBI:16119"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:16134 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:3587154"^^xsd:string,
        "CAS:7664-41-7"^^xsd:string,
        "Drug_Central:4625"^^xsd:string,
        "Gmelin:79"^^xsd:string,
        "HMDB:HMDB0000051"^^xsd:string,
        "KEGG:C00014"^^xsd:string,
        "KEGG:D02916"^^xsd:string,
        "KNApSAcK:C00007267"^^xsd:string,
        "MetaCyc:AMMONIA"^^xsd:string,
        "MolBase:930"^^xsd:string,
        "PDBeChem:NH3"^^xsd:string,
        "PMID:110589"^^xsd:string,
        "PMID:11139349"^^xsd:string,
        "PMID:11540049"^^xsd:string,
        "PMID:11746427"^^xsd:string,
        "PMID:11783653"^^xsd:string,
        "PMID:13753780"^^xsd:string,
        "PMID:14663195"^^xsd:string,
        "PMID:15092448"^^xsd:string,
        "PMID:15094021"^^xsd:string,
        "PMID:15554424"^^xsd:string,
        "PMID:15969015"^^xsd:string,
        "PMID:16008360"^^xsd:string,
        "PMID:16050680"^^xsd:string,
        "PMID:16348008"^^xsd:string,
        "PMID:16349403"^^xsd:string,
        "PMID:16614889"^^xsd:string,
        "PMID:16664306"^^xsd:string,
        "PMID:16842901"^^xsd:string,
        "PMID:17025297"^^xsd:string,
        "PMID:17439666"^^xsd:string,
        "PMID:17569513"^^xsd:string,
        "PMID:17737668"^^xsd:string,
        "PMID:18670398"^^xsd:string,
        "PMID:22002069"^^xsd:string,
        "PMID:22081570"^^xsd:string,
        "PMID:22088435"^^xsd:string,
        "PMID:22100291"^^xsd:string,
        "PMID:22130175"^^xsd:string,
        "PMID:22150211"^^xsd:string,
        "PMID:22240068"^^xsd:string,
        "PMID:22290316"^^xsd:string,
        "PMID:22342082"^^xsd:string,
        "PMID:22385337"^^xsd:string,
        "PMID:22443779"^^xsd:string,
        "PMID:22560242"^^xsd:string,
        "Reaxys:3587154"^^xsd:string,
        "Wikipedia:Ammonia"^^xsd:string ;
    rdfs:label "ammonia"^^xsd:string ;
    definition: "An azane that consists of a single nitrogen atom covelently bonded to three hydrogen atoms."^^xsd:string ;
    rdfs:subClassOf CHEBI:35107,
        CHEBI:37176,
        CHEBI:138675,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:29337 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:28938 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50910 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:59740 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77941 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78433 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:228364 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "H3N"^^xsd:string ;
    chebi:inchi "InChI=1S/H3N/h1H3"^^xsd:string ;
    chebi:inchikey "QGZKDVFQNNGYKY-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "17.03056"^^xsd:string ;
    chebi:monoisotopicmass "17.02655"^^xsd:string ;
    chebi:smiles "[H]N([H])[H]"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:7434"^^xsd:string,
        "CHEBI:13405"^^xsd:string,
        "CHEBI:13406"^^xsd:string,
        "CHEBI:13407"^^xsd:string,
        "CHEBI:13771"^^xsd:string,
        "CHEBI:22533"^^xsd:string,
        "CHEBI:44269"^^xsd:string,
        "CHEBI:44284"^^xsd:string,
        "CHEBI:44404"^^xsd:string ;
    oboInOwl:hasExactSynonym "AMMONIA"^^xsd:string,
        "Ammonia"^^xsd:string,
        "ammonia"^^xsd:string,
        "azane"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "[NH3]"^^xsd:string,
        "ammoniac"^^xsd:string,
        "Ammoniak"^^xsd:string,
        "amoniaco"^^xsd:string,
        "NH3"^^xsd:string,
        "R-717"^^xsd:string,
        "spirit of hartshorn"^^xsd:string ;
    oboInOwl:id "CHEBI:16134"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:16135 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:635770"^^xsd:string,
        "BPDB:3128"^^xsd:string,
        "CAS:79-31-2"^^xsd:string,
        "DrugBank:DB02531"^^xsd:string,
        "Gmelin:49630"^^xsd:string,
        "HMDB:HMDB0001873"^^xsd:string,
        "KEGG:C02632"^^xsd:string,
        "KNApSAcK:C00029462"^^xsd:string,
        "LIPID_MAPS_instance:LMFA01020071"^^xsd:string,
        "MetaCyc:ISOBUTYRATE"^^xsd:string,
        "PDBeChem:ALQ"^^xsd:string,
        "PMID:10757489"^^xsd:string,
        "PMID:17580301"^^xsd:string,
        "PMID:17877388"^^xsd:string,
        "PPDB:3128"^^xsd:string,
        "Reaxys:635770"^^xsd:string,
        "UM-BBD_compID:c0383"^^xsd:string,
        "Wikipedia:Isobutyric_acid"^^xsd:string ;
    rdfs:label "isobutyric acid"^^xsd:string ;
    definition: "A branched fatty acid comprising propanoic acid carrying a methyl branch at C-2."^^xsd:string ;
    rdfs:subClassOf CHEBI:39417,
        CHEBI:62499,
        CHEBI:140601,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:48944 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:27311 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:83056 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C4H8O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C4H8O2/c1-3(2)4(5)6/h3H,1-2H3,(H,5,6)"^^xsd:string ;
    chebi:inchikey "KQNPFQTWMSNSAP-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "88.10512"^^xsd:string ;
    chebi:monoisotopicmass "88.05243"^^xsd:string ;
    chebi:smiles "CC(C)C(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:1212"^^xsd:string,
        "CHEBI:19710"^^xsd:string,
        "CHEBI:25337"^^xsd:string,
        "CHEBI:40653"^^xsd:string,
        "CHEBI:43397"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-methylpropanoic acid"^^xsd:string,
        "ISOBUTYRIC ACID"^^xsd:string,
        "Isobutyric acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2,2-dimethylacetic acid"^^xsd:string,
        "2-METHYL-PROPIONIC ACID"^^xsd:string,
        "2-Methylpropanoate"^^xsd:string,
        "2-Methylpropanoic acid"^^xsd:string,
        "2-Methylpropionsaeure"^^xsd:string,
        "alpha-isobutyric acid"^^xsd:string,
        "alpha-methylpropanoic acid"^^xsd:string,
        "alpha-methylpropionic acid"^^xsd:string,
        "Dimethylacetic acid"^^xsd:string,
        "iso-butyric acid"^^xsd:string,
        "iso-C3H7COOH"^^xsd:string,
        "Isobutanoate"^^xsd:string,
        "isobutanoic acid"^^xsd:string,
        "Isobuttersaeure"^^xsd:string,
        "Isobutyrate"^^xsd:string,
        "isopropylformic acid"^^xsd:string ;
    oboInOwl:id "CHEBI:16135"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:16136 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:3535004"^^xsd:string,
        "CAS:7783-06-4"^^xsd:string,
        "Drug_Central:4260"^^xsd:string,
        "Gmelin:303"^^xsd:string,
        "KEGG:C00283"^^xsd:string,
        "KNApSAcK:C00007266"^^xsd:string,
        "MolBase:1709"^^xsd:string,
        "PDBeChem:H2S"^^xsd:string,
        "PMID:11788560"^^xsd:string,
        "PMID:14654297"^^xsd:string,
        "PMID:15003943"^^xsd:string,
        "PMID:15607739"^^xsd:string,
        "PMID:16446402"^^xsd:string,
        "PMID:18098324"^^xsd:string,
        "PMID:18524810"^^xsd:string,
        "PMID:18948540"^^xsd:string,
        "PMID:19695225"^^xsd:string,
        "PMID:22004989"^^xsd:string,
        "PMID:22378060"^^xsd:string,
        "PMID:22448627"^^xsd:string,
        "PMID:22473176"^^xsd:string,
        "PMID:22486842"^^xsd:string,
        "PMID:22520971"^^xsd:string,
        "PMID:22787557"^^xsd:string,
        "UM-BBD_compID:c0239"^^xsd:string,
        "Wikipedia:Hydrogen_sulfide"^^xsd:string ;
    rdfs:label "hydrogen sulfide"^^xsd:string ;
    definition: "A sulfur hydride consisting of a single sulfur atom bonded to two hydrogen atoms. A highly poisonous, flammable gas with a characteristic odour of rotten eggs, it is often produced by bacterial decomposition of organic matter in the absence of oxygen."^^xsd:string ;
    rdfs:subClassOf CHEBI:33405,
        CHEBI:33535,
        CHEBI:37176,
        CHEBI:138675,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:29919 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:30488 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:27026 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35620 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50902 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:62488 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "H2S"^^xsd:string ;
    chebi:inchi "InChI=1S/H2S/h1H2"^^xsd:string ;
    chebi:inchikey "RWSOTUBLDIXVET-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "34.08188"^^xsd:string ;
    chebi:monoisotopicmass "33.98772"^^xsd:string ;
    chebi:smiles "[H]S[H]"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:5787"^^xsd:string,
        "CHEBI:13356"^^xsd:string,
        "CHEBI:14414"^^xsd:string,
        "CHEBI:24639"^^xsd:string,
        "CHEBI:43058"^^xsd:string,
        "CHEBI:45489"^^xsd:string ;
    oboInOwl:hasExactSynonym "dihydridosulfur"^^xsd:string,
        "dihydrogen(sulfide)"^^xsd:string,
        "Hydrogen sulfide"^^xsd:string,
        "hydrogen sulfide"^^xsd:string,
        "sulfane"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "[SH2]"^^xsd:string,
        "acide sulfhydrique"^^xsd:string,
        "dihydrogen monosulfide"^^xsd:string,
        "dihydrogen sulfide"^^xsd:string,
        "H2S"^^xsd:string,
        "hydrogen monosulfide"^^xsd:string,
        "hydrogen sulphide"^^xsd:string,
        "Hydrogen-sulfide"^^xsd:string,
        "hydrogene sulfure"^^xsd:string,
        "HYDROSULFURIC ACID"^^xsd:string,
        "Schwefelwasserstoff"^^xsd:string,
        "Sulfide"^^xsd:string,
        "sulfure d'hydrogene"^^xsd:string ;
    oboInOwl:id "CHEBI:16136"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:16150 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1862486"^^xsd:string,
        "CAS:766-76-7"^^xsd:string,
        "Gmelin:2945"^^xsd:string,
        "HMDB:HMDB0001870"^^xsd:string,
        "KEGG:C00180"^^xsd:string,
        "MetaCyc:BENZOATE"^^xsd:string,
        "Reaxys:1862486"^^xsd:string,
        "UM-BBD_compID:c0121"^^xsd:string ;
    rdfs:label "benzoate"^^xsd:string ;
    definition: "The simplest member of the class of  benzoates that is the conjugate base of benzoic acid, comprising a benzoic acid core with a proton missing to give a charge of -1."^^xsd:string ;
    rdfs:subClassOf CHEBI:22718,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:30746 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76967 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C7H5O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C7H6O2/c8-7(9)6-4-2-1-3-5-6/h1-5H,(H,8,9)/p-1"^^xsd:string ;
    chebi:inchikey "WPYMKLBDIGXBTP-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "121.11340"^^xsd:string ;
    chebi:monoisotopicmass "121.02950"^^xsd:string ;
    chebi:smiles "[O-]C(=O)c1ccccc1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:13879"^^xsd:string,
        "CHEBI:22717"^^xsd:string ;
    oboInOwl:hasExactSynonym "benzoate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Benzenecarboxylate"^^xsd:string,
        "Benzeneformate"^^xsd:string,
        "Benzenemethanoate"^^xsd:string,
        "benzoate anion"^^xsd:string,
        "benzoic acid, ion(1-)"^^xsd:string,
        "Phenylcarboxylate"^^xsd:string,
        "Phenylformate"^^xsd:string ;
    oboInOwl:id "CHEBI:16150"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:16176 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1722297"^^xsd:string,
        "CAS:348-66-3"^^xsd:string,
        "Gmelin:431663"^^xsd:string,
        "HMDB:HMDB0003374"^^xsd:string,
        "KEGG:C00515"^^xsd:string,
        "MetaCyc:CPD-217"^^xsd:string,
        "PDBeChem:ORD"^^xsd:string,
        "PMID:21525873"^^xsd:string,
        "PMID:24326351"^^xsd:string,
        "PMID:24562332"^^xsd:string,
        "Reaxys:1722297"^^xsd:string ;
    rdfs:label "D-ornithine"^^xsd:string ;
    definition: "The D-enantiomer of ornithine. It is an intermediate metabolite produced in the urea cycle."^^xsd:string ;
    rdfs:subClassOf CHEBI:16733,
        CHEBI:18257,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:57668 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:15729 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5H12N2O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H12N2O2/c6-3-1-2-4(7)5(8)9/h4H,1-3,6-7H2,(H,8,9)/t4-/m1/s1"^^xsd:string ;
    chebi:inchikey "AHLPHDHHMVZTML-SCSAIBSYSA-N"^^xsd:string ;
    chebi:mass "132.16106"^^xsd:string ;
    chebi:monoisotopicmass "132.08988"^^xsd:string ;
    chebi:smiles "NCCC[C@@H](N)C(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:4220"^^xsd:string,
        "CHEBI:13006"^^xsd:string,
        "CHEBI:21066"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2R)-2,5-diaminopentanoic acid"^^xsd:string,
        "D-Ornithine"^^xsd:string,
        "D-ornithine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(R)-ornithine"^^xsd:string ;
    oboInOwl:id "CHEBI:16176"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:16183 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1718732"^^xsd:string,
        "CAS:74-82-8"^^xsd:string,
        "Gmelin:59"^^xsd:string,
        "HMDB:HMDB0002714"^^xsd:string,
        "KEGG:C01438"^^xsd:string,
        "MetaCyc:CH4"^^xsd:string,
        "Patent:FR994032"^^xsd:string,
        "Patent:US2583090"^^xsd:string,
        "PMID:17791569"^^xsd:string,
        "PMID:23104415"^^xsd:string,
        "PMID:23353606"^^xsd:string,
        "PMID:23376302"^^xsd:string,
        "PMID:23397538"^^xsd:string,
        "PMID:23718889"^^xsd:string,
        "PMID:23739479"^^xsd:string,
        "PMID:23742231"^^xsd:string,
        "PMID:23756351"^^xsd:string,
        "PMID:24132456"^^xsd:string,
        "PMID:24161402"^^xsd:string,
        "PMID:24259373"^^xsd:string,
        "Reaxys:1718732"^^xsd:string,
        "UM-BBD_compID:c0095"^^xsd:string,
        "Wikipedia:Methane"^^xsd:string ;
    rdfs:label "methane"^^xsd:string ;
    definition: "A one-carbon compound in which the carbon is attached by single bonds to four hydrogen atoms. It is a colourless, odourless, non-toxic but flammable gas (b.p. -161degreeC)."^^xsd:string ;
    rdfs:subClassOf CHEBI:18310,
        CHEBI:37176,
        CHEBI:64708,
        CHEBI:138675,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:29438 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35230 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76413 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76969 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "CH4"^^xsd:string ;
    chebi:inchi "InChI=1S/CH4/h1H4"^^xsd:string ;
    chebi:inchikey "VNWKTOKETHGBQD-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "16.04246"^^xsd:string ;
    chebi:monoisotopicmass "16.03130"^^xsd:string ;
    chebi:smiles "[H]C([H])([H])[H]"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:6811"^^xsd:string,
        "CHEBI:14585"^^xsd:string,
        "CHEBI:25220"^^xsd:string ;
    oboInOwl:hasExactSynonym "Methane"^^xsd:string,
        "methane"^^xsd:string,
        "tetrahydridocarbon"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "CH4"^^xsd:string,
        "marsh gas"^^xsd:string,
        "metano"^^xsd:string,
        "Methan"^^xsd:string,
        "methyl hydride"^^xsd:string ;
    oboInOwl:id "CHEBI:16183"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:16189 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:3648446"^^xsd:string,
        "CAS:14808-79-8"^^xsd:string,
        "Gmelin:2120"^^xsd:string,
        "HMDB:HMDB0001448"^^xsd:string,
        "KEGG:C00059"^^xsd:string,
        "KEGG:D05963"^^xsd:string,
        "MetaCyc:SULFATE"^^xsd:string,
        "PDBeChem:SO4"^^xsd:string,
        "PMID:11200094"^^xsd:string,
        "PMID:11452993"^^xsd:string,
        "PMID:11581495"^^xsd:string,
        "PMID:11798107"^^xsd:string,
        "PMID:12166931"^^xsd:string,
        "PMID:12668033"^^xsd:string,
        "PMID:14597181"^^xsd:string,
        "PMID:15093386"^^xsd:string,
        "PMID:15984785"^^xsd:string,
        "PMID:16186560"^^xsd:string,
        "PMID:16345535"^^xsd:string,
        "PMID:16347366"^^xsd:string,
        "PMID:16348007"^^xsd:string,
        "PMID:16483812"^^xsd:string,
        "PMID:16534979"^^xsd:string,
        "PMID:16656509"^^xsd:string,
        "PMID:16742508"^^xsd:string,
        "PMID:16742518"^^xsd:string,
        "PMID:17120760"^^xsd:string,
        "PMID:17420092"^^xsd:string,
        "PMID:17439666"^^xsd:string,
        "PMID:17709180"^^xsd:string,
        "PMID:18398178"^^xsd:string,
        "PMID:18815700"^^xsd:string,
        "PMID:18846414"^^xsd:string,
        "PMID:19047345"^^xsd:string,
        "PMID:19244483"^^xsd:string,
        "PMID:19544990"^^xsd:string,
        "PMID:19628332"^^xsd:string,
        "PMID:19812358"^^xsd:string,
        "PMID:30398859"^^xsd:string,
        "Reaxys:3648446"^^xsd:string,
        "Wikipedia:Sulfate"^^xsd:string ;
    rdfs:label "sulfate"^^xsd:string ;
    definition: "A sulfur oxoanion obtained by deprotonation of both OH groups of sulfuric acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:33482,
        CHEBI:48154,
        CHEBI:79388,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:45696 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:23357 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "-2"^^xsd:string ;
    chebi:formula "O4S"^^xsd:string ;
    chebi:inchi "InChI=1S/H2O4S/c1-5(2,3)4/h(H2,1,2,3,4)/p-2"^^xsd:string ;
    chebi:inchikey "QAOWNCQODCNURD-UHFFFAOYSA-L"^^xsd:string ;
    chebi:mass "96.06360"^^xsd:string ;
    chebi:monoisotopicmass "95.95283"^^xsd:string ;
    chebi:smiles "[O-]S([O-])(=O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:9335"^^xsd:string,
        "CHEBI:15135"^^xsd:string,
        "CHEBI:45687"^^xsd:string ;
    oboInOwl:hasExactSynonym "Sulfate"^^xsd:string,
        "sulfate"^^xsd:string,
        "tetraoxidosulfate(2-)"^^xsd:string,
        "tetraoxosulfate(2-)"^^xsd:string,
        "tetraoxosulfate(VI)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "[SO4](2-)"^^xsd:string,
        "SO4(2-)"^^xsd:string,
        "Sulfate anion(2-)"^^xsd:string,
        "Sulfate dianion"^^xsd:string,
        "SULFATE ION"^^xsd:string,
        "Sulfate(2-)"^^xsd:string,
        "Sulfuric acid ion(2-)"^^xsd:string,
        "sulphate"^^xsd:string,
        "sulphate ion"^^xsd:string ;
    oboInOwl:id "CHEBI:16189"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:16196 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1726542"^^xsd:string,
        "CAS:112-80-1"^^xsd:string,
        "Drug_Central:3400"^^xsd:string,
        "DrugBank:DB04224"^^xsd:string,
        "ECMDB:ECMDB21348"^^xsd:string,
        "Gmelin:57556"^^xsd:string,
        "Gmelin:109551"^^xsd:string,
        "HMDB:HMDB0000207"^^xsd:string,
        "KEGG:C00712"^^xsd:string,
        "KEGG:D02315"^^xsd:string,
        "KNApSAcK:C00001232"^^xsd:string,
        "LIPID_MAPS_instance:LMFA01030002"^^xsd:string,
        "PDBeChem:OLA"^^xsd:string,
        "PMID:5332408"^^xsd:string,
        "PMID:6205897"^^xsd:string,
        "PMID:11304127"^^xsd:string,
        "PMID:15325315"^^xsd:string,
        "PMID:15723125"^^xsd:string,
        "PMID:18772370"^^xsd:string,
        "PMID:19761868"^^xsd:string,
        "PMID:23844805"^^xsd:string,
        "PMID:24819471"^^xsd:string,
        "PMID:25584012"^^xsd:string,
        "PMID:25794012"^^xsd:string,
        "Reaxys:1726542"^^xsd:string,
        "Wikipedia:Oleic_acid"^^xsd:string ;
    rdfs:label "oleic acid"^^xsd:string ;
    definition: "An octadec-9-enoic acid in which the double bond at C-9 has Z (cis) stereochemistry."^^xsd:string ;
    rdfs:subClassOf CHEBI:36021,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:37604 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:30823 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:22586 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:46787 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78444 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:83038 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C18H34O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C18H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h9-10H,2-8,11-17H2,1H3,(H,19,20)/b10-9-"^^xsd:string ;
    chebi:inchikey "ZQPPMHVWECSIRJ-KTKRTIGZSA-N"^^xsd:string ;
    chebi:mass "282.46140"^^xsd:string ;
    chebi:monoisotopicmass "282.25588"^^xsd:string ;
    chebi:smiles "CCCCCCCC\\C=C/CCCCCCCC(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:7741"^^xsd:string,
        "CHEBI:25664"^^xsd:string,
        "CHEBI:44741"^^xsd:string,
        "CHEBI:104361"^^xsd:string ;
    oboInOwl:hasExactSynonym "(9Z)-octadec-9-enoic acid"^^xsd:string,
        "OLEIC ACID"^^xsd:string,
        "Oleic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "18:1 n-9"^^xsd:string,
        "18:1Delta9cis"^^xsd:string,
        "(9Z)-Octadecenoic acid"^^xsd:string,
        "(Z)-Octadec-9-enoic acid"^^xsd:string,
        "C18:1 n-9"^^xsd:string,
        "cis-9-octadecenoic acid"^^xsd:string,
        "cis-Delta(9)-octadecenoic acid"^^xsd:string,
        "cis-oleic acid"^^xsd:string,
        "FA 18:1"^^xsd:string,
        "Octadec-9-enoic acid"^^xsd:string,
        "Oelsaeure"^^xsd:string,
        "Oleate"^^xsd:string ;
    oboInOwl:id "CHEBI:16196"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:16199 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:635724"^^xsd:string,
        "CAS:57-13-6"^^xsd:string,
        "Drug_Central:4264"^^xsd:string,
        "DrugBank:DB03904"^^xsd:string,
        "ECMDB:ECMDB04172"^^xsd:string,
        "Gmelin:1378"^^xsd:string,
        "HMDB:HMDB0000294"^^xsd:string,
        "KEGG:C00086"^^xsd:string,
        "KEGG:D00023"^^xsd:string,
        "KNApSAcK:C00007314"^^xsd:string,
        "MetaCyc:UREA"^^xsd:string,
        "PDBeChem:URE"^^xsd:string,
        "PMID:18037357"^^xsd:string,
        "PMID:22770225"^^xsd:string,
        "PPDB:1728"^^xsd:string,
        "Reaxys:635724"^^xsd:string,
        "UM-BBD_compID:c0165"^^xsd:string,
        "Wikipedia:Urea"^^xsd:string,
        "YMDB:YMDB00003"^^xsd:string ;
    rdfs:label "urea"^^xsd:string ;
    definition: "A carbonyl group with two C-bound amine groups. The commercially available fertilizer has an analysis of 46-0-0 (N-P2O5-K2O)."^^xsd:string ;
    rdfs:subClassOf CHEBI:29347,
        CHEBI:64708,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:28976 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:48376 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:33287 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:64577 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:83056 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "CH4N2O"^^xsd:string ;
    chebi:inchi "InChI=1S/CH4N2O/c2-1(3)4/h(H4,2,3,4)"^^xsd:string ;
    chebi:inchikey "XSQUKJJJFZCRTK-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "60.05534"^^xsd:string ;
    chebi:monoisotopicmass "60.03236"^^xsd:string ;
    chebi:smiles "NC(N)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:9888"^^xsd:string,
        "CHEBI:15292"^^xsd:string,
        "CHEBI:27218"^^xsd:string,
        "CHEBI:46379"^^xsd:string ;
    oboInOwl:hasExactSynonym "UREA"^^xsd:string,
        "Urea"^^xsd:string,
        "urea"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1728"^^xsd:string,
        "Carbamide"^^xsd:string,
        "carbamide"^^xsd:string,
        "carbonyldiamide"^^xsd:string,
        "E927b"^^xsd:string,
        "H2NC(O)NH2"^^xsd:string,
        "Harnstoff"^^xsd:string,
        "Karbamid"^^xsd:string,
        "ur"^^xsd:string,
        "uree"^^xsd:string ;
    oboInOwl:id "CHEBI:16199"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:16215 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:1618"^^xsd:string,
        "KEGG:C06701"^^xsd:string,
        "MetaCyc:PHOSPHONATE"^^xsd:string,
        "PDBeChem:2PO"^^xsd:string ;
    rdfs:label "phosphonate(2-)"^^xsd:string ;
    definition: "A divalent inorganic anion obtained by removal of both protons from phosphonic acid"^^xsd:string ;
    rdfs:subClassOf CHEBI:33461,
        CHEBI:79388,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:33462 ] ;
    chebi:charge "-2"^^xsd:string ;
    chebi:formula "HO3P"^^xsd:string ;
    chebi:inchi "InChI=1S/H3O3P/c1-4(2)3/h4H,(H2,1,2,3)/p-2"^^xsd:string ;
    chebi:inchikey "ABLZXFCXXLZCGV-UHFFFAOYSA-L"^^xsd:string ;
    chebi:mass "79.97990"^^xsd:string ;
    chebi:monoisotopicmass "79.96743"^^xsd:string ;
    chebi:smiles "[H]P([O-])([O-])=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:8154"^^xsd:string,
        "CHEBI:14820"^^xsd:string,
        "CHEBI:39856"^^xsd:string ;
    oboInOwl:hasExactSynonym "hydridotrioxidophosphate(2-)"^^xsd:string,
        "hydridotrioxophosphate(2-)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "[PHO3](2-)"^^xsd:string,
        "PHO3(2-)"^^xsd:string,
        "PHOSPHONATE"^^xsd:string,
        "Phosphonate"^^xsd:string,
        "phosphonate"^^xsd:string ;
    oboInOwl:id "CHEBI:16215"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:16220 a owl:Class ;
    oboInOwl:hasDbXref "CAS:531-29-3"^^xsd:string,
        "HMDB:HMDB0013682"^^xsd:string,
        "KEGG:C00761"^^xsd:string,
        "KNApSAcK:C00002727"^^xsd:string,
        "MetaCyc:CPD-1777"^^xsd:string,
        "PMID:22689568"^^xsd:string,
        "PMID:24490565"^^xsd:string,
        "Reaxys:1296933"^^xsd:string,
        "Wikipedia:Coniferin"^^xsd:string ;
    rdfs:label "coniferin"^^xsd:string ;
    definition: "A monosaccharide derivative that is  coniferol attached to a  beta-D-glucopyranosyl residue at position 1 via a glycosidic linkage."^^xsd:string ;
    rdfs:subClassOf CHEBI:20346,
        CHEBI:35618,
        CHEBI:63367,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:17745 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C16H22O8"^^xsd:string ;
    chebi:inchi "InChI=1S/C16H22O8/c1-22-11-7-9(3-2-6-17)4-5-10(11)23-16-15(21)14(20)13(19)12(8-18)24-16/h2-5,7,12-21H,6,8H2,1H3/b3-2+/t12-,13-,14+,15-,16-/m1/s1"^^xsd:string ;
    chebi:inchikey "SFLMUHDGSQZDOW-FAOXUISGSA-N"^^xsd:string ;
    chebi:mass "342.34110"^^xsd:string ;
    chebi:monoisotopicmass "342.13147"^^xsd:string ;
    chebi:smiles "COc1cc(\\C=C\\CO)ccc1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:3857"^^xsd:string,
        "CHEBI:14015"^^xsd:string,
        "CHEBI:23370"^^xsd:string ;
    oboInOwl:hasExactSynonym "4-(3-hydroxyprop-1-en-1-yl)-2-methoxyphenyl beta-D-glucopyranoside"^^xsd:string,
        "Coniferin"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "4-O-(beta-D-glucosyl)-(E)-coniferol"^^xsd:string,
        "Coniferyl alcohol beta-D-glucoside"^^xsd:string ;
    oboInOwl:id "CHEBI:16220"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:16234 a owl:Class ;
    oboInOwl:hasDbXref "CAS:14280-30-9"^^xsd:string,
        "Gmelin:24714"^^xsd:string,
        "KEGG:C01328"^^xsd:string,
        "PDBeChem:OH"^^xsd:string ;
    rdfs:label "hydroxide"^^xsd:string ;
    rdfs:subClassOf CHEBI:33693,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:15377 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "HO"^^xsd:string ;
    chebi:inchi "InChI=1S/H2O/h1H2/p-1"^^xsd:string ;
    chebi:inchikey "XLYOFNOQVPJJNP-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "17.00734"^^xsd:string ;
    chebi:monoisotopicmass "17.00329"^^xsd:string ;
    chebi:smiles "[O-][H]"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:5594"^^xsd:string,
        "CHEBI:13365"^^xsd:string,
        "CHEBI:13419"^^xsd:string,
        "CHEBI:44641"^^xsd:string ;
    oboInOwl:hasExactSynonym "hydridooxygenate(1-)"^^xsd:string,
        "hydroxide"^^xsd:string,
        "oxidanide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "HO-"^^xsd:string,
        "HYDROXIDE ION"^^xsd:string,
        "Hydroxide ion"^^xsd:string,
        "OH(-)"^^xsd:string,
        "OH-"^^xsd:string ;
    oboInOwl:id "CHEBI:16234"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:16235 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:147911"^^xsd:string,
        "CAS:73-40-5"^^xsd:string,
        "DrugBank:DB02377"^^xsd:string,
        "Gmelin:431879"^^xsd:string,
        "HMDB:HMDB0000132"^^xsd:string,
        "KEGG:C00242"^^xsd:string,
        "KNApSAcK:C00001501"^^xsd:string,
        "MetaCyc:GUANINE"^^xsd:string,
        "PDBeChem:GUN"^^xsd:string,
        "PMID:8070089"^^xsd:string,
        "PMID:22770225"^^xsd:string,
        "Reaxys:147911"^^xsd:string,
        "Wikipedia:Guanine"^^xsd:string ;
    rdfs:label "guanine"^^xsd:string ;
    definition: "A 2-aminopurine carrying a 6-oxo substituent."^^xsd:string ;
    rdfs:subClassOf CHEBI:20702,
        CHEBI:25810,
        CHEBI:26386,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:35589 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:84735 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5H5N5O"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H5N5O/c6-5-9-3-2(4(11)10-5)7-1-8-3/h1H,(H4,6,7,8,9,10,11)"^^xsd:string ;
    chebi:inchikey "UYTPUPDQBNUYGX-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "151.126"^^xsd:string ;
    chebi:monoisotopicmass "151.04941"^^xsd:string ;
    chebi:smiles "C12=C(N=C(NC1=O)N)NC=N2"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:5563"^^xsd:string,
        "CHEBI:14371"^^xsd:string,
        "CHEBI:14372"^^xsd:string,
        "CHEBI:24443"^^xsd:string,
        "CHEBI:42948"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-amino-1,9-dihydro-6H-purin-6-one"^^xsd:string,
        "GUANINE"^^xsd:string,
        "Guanine"^^xsd:string,
        "guanine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-Amino-6-hydroxypurine"^^xsd:string,
        "2-amino-6-oxopurine"^^xsd:string,
        "G"^^xsd:string,
        "Gua"^^xsd:string ;
    oboInOwl:id "CHEBI:16235"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:16236 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1718733"^^xsd:string,
        "CAS:64-17-5"^^xsd:string,
        "Drug_Central:1076"^^xsd:string,
        "DrugBank:DB00898"^^xsd:string,
        "Gmelin:787"^^xsd:string,
        "HMDB:HMDB0000108"^^xsd:string,
        "KEGG:C00469"^^xsd:string,
        "KEGG:D00068"^^xsd:string,
        "KEGG:D06542"^^xsd:string,
        "KNApSAcK:C00019560"^^xsd:string,
        "MetaCyc:ETOH"^^xsd:string,
        "MolBase:858"^^xsd:string,
        "MolBase:859"^^xsd:string,
        "PDBeChem:EOH"^^xsd:string,
        "PMID:11046114"^^xsd:string,
        "PMID:11090978"^^xsd:string,
        "PMID:11198720"^^xsd:string,
        "PMID:11200745"^^xsd:string,
        "PMID:11262320"^^xsd:string,
        "PMID:11303910"^^xsd:string,
        "PMID:11333032"^^xsd:string,
        "PMID:11505026"^^xsd:string,
        "PMID:11590970"^^xsd:string,
        "PMID:11728426"^^xsd:string,
        "PMID:11750186"^^xsd:string,
        "PMID:11754521"^^xsd:string,
        "PMID:11810019"^^xsd:string,
        "PMID:11826039"^^xsd:string,
        "PMID:11981228"^^xsd:string,
        "PMID:12824058"^^xsd:string,
        "PMID:12829422"^^xsd:string,
        "PMID:12888778"^^xsd:string,
        "PMID:12946583"^^xsd:string,
        "PMID:14674846"^^xsd:string,
        "PMID:15019421"^^xsd:string,
        "PMID:15239123"^^xsd:string,
        "PMID:15285839"^^xsd:string,
        "PMID:15464411"^^xsd:string,
        "PMID:15465973"^^xsd:string,
        "PMID:15749123"^^xsd:string,
        "PMID:15900217"^^xsd:string,
        "PMID:15902919"^^xsd:string,
        "PMID:16084479"^^xsd:string,
        "PMID:16133132"^^xsd:string,
        "PMID:16352430"^^xsd:string,
        "PMID:16390872"^^xsd:string,
        "PMID:16737463"^^xsd:string,
        "PMID:16891664"^^xsd:string,
        "PMID:16934862"^^xsd:string,
        "PMID:17043811"^^xsd:string,
        "PMID:17190852"^^xsd:string,
        "PMID:17663926"^^xsd:string,
        "PMID:17687877"^^xsd:string,
        "PMID:18095657"^^xsd:string,
        "PMID:18249266"^^xsd:string,
        "PMID:18320157"^^xsd:string,
        "PMID:18347649"^^xsd:string,
        "PMID:18408978"^^xsd:string,
        "PMID:18411066"^^xsd:string,
        "PMID:18456322"^^xsd:string,
        "PMID:18513832"^^xsd:string,
        "PMID:18922656"^^xsd:string,
        "PMID:18925476"^^xsd:string,
        "PMID:19280886"^^xsd:string,
        "PMID:19359288"^^xsd:string,
        "PMID:19384566"^^xsd:string,
        "PMID:19458312"^^xsd:string,
        "PMID:19851413"^^xsd:string,
        "PMID:19901811"^^xsd:string,
        "PMID:21600756"^^xsd:string,
        "PMID:21762181"^^xsd:string,
        "PMID:21881875"^^xsd:string,
        "PMID:21967628"^^xsd:string,
        "PMID:22019193"^^xsd:string,
        "PMID:22222864"^^xsd:string,
        "PMID:22261437"^^xsd:string,
        "PMID:22286266"^^xsd:string,
        "PMID:22306018"^^xsd:string,
        "PMID:22331491"^^xsd:string,
        "PMID:22336593"^^xsd:string,
        "PPDB:1373"^^xsd:string,
        "Reaxys:1718733"^^xsd:string,
        "UM-BBD_compID:c0038"^^xsd:string,
        "Wikipedia:Ethanol"^^xsd:string ;
    rdfs:label "ethanol"^^xsd:string ;
    definition: "A primary alcohol that is ethane in which one of the hydrogens is substituted by a hydroxy group."^^xsd:string ;
    rdfs:subClassOf CHEBI:23982,
        CHEBI:50584,
        CHEBI:134179,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:52092 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35488 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48218 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48219 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48354 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50905 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50910 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:60643 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:64018 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C2H6O"^^xsd:string ;
    chebi:inchi "InChI=1S/C2H6O/c1-2-3/h3H,2H2,1H3"^^xsd:string ;
    chebi:inchikey "LFQSCWFLJHTTHZ-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "46.06844"^^xsd:string ;
    chebi:monoisotopicmass "46.04186"^^xsd:string ;
    chebi:smiles "CCO"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:4879"^^xsd:string,
        "CHEBI:14222"^^xsd:string,
        "CHEBI:23978"^^xsd:string,
        "CHEBI:30878"^^xsd:string,
        "CHEBI:30880"^^xsd:string,
        "CHEBI:42377"^^xsd:string,
        "CHEBI:44594"^^xsd:string ;
    oboInOwl:hasExactSynonym "ETHANOL"^^xsd:string,
        "Ethanol"^^xsd:string,
        "ethanol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-hydroxyethane"^^xsd:string,
        "[CH2Me(OH)]"^^xsd:string,
        "[OEtH]"^^xsd:string,
        "Aethanol"^^xsd:string,
        "Aethylalkohol"^^xsd:string,
        "alcohol"^^xsd:string,
        "alcohol etilico"^^xsd:string,
        "alcool ethylique"^^xsd:string,
        "Alkohol"^^xsd:string,
        "C2H5OH"^^xsd:string,
        "Dehydrated ethanol"^^xsd:string,
        "etanol"^^xsd:string,
        "Ethyl alcohol"^^xsd:string,
        "EtOH"^^xsd:string,
        "hydroxyethane"^^xsd:string,
        "Methylcarbinol"^^xsd:string,
        "spiritus vini"^^xsd:string ;
    oboInOwl:id "CHEBI:16236"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:16240 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:3587191"^^xsd:string,
        "CAS:7722-84-1"^^xsd:string,
        "Drug_Central:3281"^^xsd:string,
        "Gmelin:509"^^xsd:string,
        "HMDB:HMDB0003125"^^xsd:string,
        "KEGG:C00027"^^xsd:string,
        "KEGG:D00008"^^xsd:string,
        "MetaCyc:HYDROGEN-PEROXIDE"^^xsd:string,
        "MolBase:932"^^xsd:string,
        "PDBeChem:PEO"^^xsd:string,
        "PMID:7548021"^^xsd:string,
        "PMID:7581816"^^xsd:string,
        "PMID:8048546"^^xsd:string,
        "PMID:8375042"^^xsd:string,
        "PMID:8451754"^^xsd:string,
        "PMID:9051670"^^xsd:string,
        "PMID:9100841"^^xsd:string,
        "PMID:9168257"^^xsd:string,
        "PMID:9202721"^^xsd:string,
        "PMID:9558114"^^xsd:string,
        "PMID:10455187"^^xsd:string,
        "PMID:10557015"^^xsd:string,
        "PMID:10849784"^^xsd:string,
        "PMID:11033421"^^xsd:string,
        "PMID:11105916"^^xsd:string,
        "PMID:11318558"^^xsd:string,
        "PMID:11387393"^^xsd:string,
        "PMID:11809417"^^xsd:string,
        "PMID:11864786"^^xsd:string,
        "PMID:11893576"^^xsd:string,
        "PMID:12867293"^^xsd:string,
        "PMID:12934880"^^xsd:string,
        "PMID:14679422"^^xsd:string,
        "PMID:15028418"^^xsd:string,
        "PMID:15133946"^^xsd:string,
        "PMID:15298493"^^xsd:string,
        "PMID:16337875"^^xsd:string,
        "PMID:16463018"^^xsd:string,
        "PMID:16864869"^^xsd:string,
        "PMID:17020896"^^xsd:string,
        "PMID:17179007"^^xsd:string,
        "PMID:17610934"^^xsd:string,
        "PMID:17948137"^^xsd:string,
        "PMID:18179203"^^xsd:string,
        "PMID:18182702"^^xsd:string,
        "PMID:18306736"^^xsd:string,
        "PMID:18443210"^^xsd:string,
        "PMID:18592736"^^xsd:string,
        "PMID:19107210"^^xsd:string,
        "PMID:19229032"^^xsd:string,
        "PMID:19297450"^^xsd:string,
        "PMID:19509065"^^xsd:string,
        "PMID:26352695"^^xsd:string,
        "PMID:26365231"^^xsd:string,
        "PPDB:387"^^xsd:string,
        "Reaxys:3587191"^^xsd:string,
        "Wikipedia:Hydrogen_peroxide"^^xsd:string ;
    rdfs:label "hydrogen peroxide"^^xsd:string ;
    definition: "An inorganic peroxide consisting of two hydroxy groups joined by a covalent oxygen-oxygen single bond."^^xsd:string ;
    rdfs:subClassOf CHEBI:24837,
        CHEBI:26523,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:29192 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:23357 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48219 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50902 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50910 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:59163 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:63490 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:65259 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:68495 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76967 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:132717 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:149552 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "H2O2"^^xsd:string ;
    chebi:inchi "InChI=1S/H2O2/c1-2/h1-2H"^^xsd:string ;
    chebi:inchikey "MHAJPDPJQMAIIY-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "34.01468"^^xsd:string ;
    chebi:monoisotopicmass "34.00548"^^xsd:string ;
    chebi:smiles "[H]OO[H]"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:5586"^^xsd:string,
        "CHEBI:13354"^^xsd:string,
        "CHEBI:13355"^^xsd:string,
        "CHEBI:24637"^^xsd:string,
        "CHEBI:44812"^^xsd:string ;
    oboInOwl:hasExactSynonym "bis(hydridooxygen)(O--O)"^^xsd:string,
        "dihydrogen peroxide"^^xsd:string,
        "dihydrogen(peroxide)"^^xsd:string,
        "dioxidane"^^xsd:string,
        "HYDROGEN PEROXIDE"^^xsd:string,
        "Hydrogen peroxide"^^xsd:string,
        "hydrogen peroxide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "[OH(OH)]"^^xsd:string,
        "dihydrogen dioxide"^^xsd:string,
        "H2O2"^^xsd:string,
        "HOOH"^^xsd:string,
        "Oxydol"^^xsd:string,
        "perhydrol"^^xsd:string ;
    oboInOwl:id "CHEBI:16240"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:16243 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:317313"^^xsd:string,
        "CAS:117-39-5"^^xsd:string,
        "Drug_Central:3514"^^xsd:string,
        "DrugBank:DB04216"^^xsd:string,
        "FooDB:FDB011904"^^xsd:string,
        "Gmelin:579210"^^xsd:string,
        "HMDB:HMDB0005794"^^xsd:string,
        "KEGG:C00389"^^xsd:string,
        "KNApSAcK:C00004631"^^xsd:string,
        "LINCS:LSM-4199"^^xsd:string,
        "LIPID_MAPS_instance:LMPK12110004"^^xsd:string,
        "MetaCyc:CPD-520"^^xsd:string,
        "Patent:KR20120121684"^^xsd:string,
        "Patent:US2013012577"^^xsd:string,
        "PDBeChem:QUE"^^xsd:string,
        "PMID:16226777"^^xsd:string,
        "PMID:17015250"^^xsd:string,
        "PMID:17135030"^^xsd:string,
        "PMID:17426744"^^xsd:string,
        "PMID:18096136"^^xsd:string,
        "PMID:18484521"^^xsd:string,
        "PMID:18549926"^^xsd:string,
        "PMID:18564899"^^xsd:string,
        "PMID:18579649"^^xsd:string,
        "PMID:18785622"^^xsd:string,
        "PMID:19043800"^^xsd:string,
        "PMID:19461927"^^xsd:string,
        "PMID:22920589"^^xsd:string,
        "PMID:23342112"^^xsd:string,
        "PMID:23359794"^^xsd:string,
        "PMID:27565033"^^xsd:string,
        "PMID:27589790"^^xsd:string,
        "PMID:27591927"^^xsd:string,
        "PMID:27704720"^^xsd:string,
        "Reaxys:317313"^^xsd:string,
        "Wikipedia:Quercetin"^^xsd:string ;
    rdfs:label "quercetin"^^xsd:string ;
    definition: "A pentahydroxyflavone having the five hydroxy groups placed at the 3-, 3'-, 4'-, 5- and 7-positions. It is one of the most abundant flavonoids in edible vegetables, fruit and wine."^^xsd:string ;
    rdfs:subClassOf CHEBI:25883,
        CHEBI:52267,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:57694 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:33282 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35610 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38161 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48578 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:70770 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76989 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77020 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:176497 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C15H10O7"^^xsd:string ;
    chebi:inchi "InChI=1S/C15H10O7/c16-7-4-10(19)12-11(5-7)22-15(14(21)13(12)20)6-1-2-8(17)9(18)3-6/h1-5,16-19,21H"^^xsd:string ;
    chebi:inchikey "REFJWTPEDVJJIY-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "302.238"^^xsd:string ;
    chebi:monoisotopicmass "302.04265"^^xsd:string ;
    chebi:smiles "OC1=CC(O)=C2C(OC(=C(O)C2=O)C2=CC(O)=C(O)C=C2)=C1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:8696"^^xsd:string,
        "CHEBI:11704"^^xsd:string,
        "CHEBI:14991"^^xsd:string,
        "CHEBI:26472"^^xsd:string,
        "CHEBI:45280"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-4H-chromen-4-one"^^xsd:string,
        "Quercetin"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-4H-1-benzopyran-4-one"^^xsd:string,
        "3,3',4',5,7-pentahydroxyflavone"^^xsd:string,
        "3,5,7,3',4'-PENTAHYDROXYFLAVONE"^^xsd:string,
        "3,5,7,3',4'-Pentahydroxyflavone"^^xsd:string,
        "sophoretin"^^xsd:string,
        "xanthaurine"^^xsd:string ;
    oboInOwl:id "CHEBI:16243"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:16247 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C00865"^^xsd:string ;
    rdfs:label "phospholipid"^^xsd:string ;
    definition: "A lipid containing phosphoric acid as a mono- or di-ester. The term encompasses phosphatidic acids and phosphoglycerides."^^xsd:string ;
    rdfs:subClassOf CHEBI:18059,
        CHEBI:25703,
        CHEBI:37734,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:62643 ] ;
    oboInOwl:hasAlternativeId "CHEBI:8150"^^xsd:string,
        "CHEBI:14816"^^xsd:string,
        "CHEBI:26063"^^xsd:string ;
    oboInOwl:hasExactSynonym "Phospholipid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "a phospholipid derivative"^^xsd:string,
        "phospholipids"^^xsd:string ;
    oboInOwl:id "CHEBI:16247"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:16283 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1728094"^^xsd:string,
        "CAS:56-89-3"^^xsd:string,
        "Drug_Central:4130"^^xsd:string,
        "DrugBank:DB00138"^^xsd:string,
        "Gmelin:397179"^^xsd:string,
        "HMDB:HMDB0000192"^^xsd:string,
        "KEGG:C00491"^^xsd:string,
        "KEGG:D03636"^^xsd:string,
        "KNApSAcK:C00001352"^^xsd:string,
        "PMID:14726201"^^xsd:string,
        "PMID:24264736"^^xsd:string,
        "PMID:24327171"^^xsd:string,
        "Reaxys:1728094"^^xsd:string ;
    rdfs:label "L-cystine"^^xsd:string ;
    definition: "The L-enantiomer of the sulfur-containing amino acid cystine."^^xsd:string ;
    rdfs:subClassOf CHEBI:17376,
        CHEBI:83822,
        CHEBI:83824,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:63163 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:35494 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:35491 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:64577 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:145814 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H12N2O4S2"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H12N2O4S2/c7-3(5(9)10)1-13-14-2-4(8)6(11)12/h3-4H,1-2,7-8H2,(H,9,10)(H,11,12)/t3-,4-/m0/s1"^^xsd:string ;
    chebi:inchikey "LEVWYRKDKASIDU-IMJSIDKUSA-N"^^xsd:string ;
    chebi:mass "240.30256"^^xsd:string ;
    chebi:monoisotopicmass "240.02385"^^xsd:string ;
    chebi:smiles "N[C@@H](CSSC[C@H](N)C(O)=O)C(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:6209"^^xsd:string,
        "CHEBI:13097"^^xsd:string,
        "CHEBI:21278"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2R,2'R)-3,3'-disulfanediylbis(2-aminopropanoic acid)"^^xsd:string,
        "L-Cystine"^^xsd:string,
        "L-cystine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3,3'-Dithiobis-L-alanine"^^xsd:string,
        "(R,R)-3,3'-dithiobis(2-aminopropanoic acid)"^^xsd:string,
        "(R-(R*,R*))-3,3'-Dithiobis(2-aminopropanoic acid)"^^xsd:string,
        "beta,beta'-diamino-beta,beta'-dicarboxydiethyl disulfide"^^xsd:string,
        "beta,beta'-dithiodialanine"^^xsd:string,
        "bis(beta-amino-beta-carboxyethyl) disulfide"^^xsd:string,
        "E921"^^xsd:string,
        "L-alpha-Diamino-beta-dithiolactic acid"^^xsd:string,
        "L-Dicysteine"^^xsd:string,
        "oxidized L-cysteine"^^xsd:string ;
    oboInOwl:id "CHEBI:16283"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:16294 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:120502"^^xsd:string,
        "CAS:67-52-7"^^xsd:string,
        "Gmelin:101571"^^xsd:string,
        "HMDB:HMDB0041833"^^xsd:string,
        "KEGG:C00813"^^xsd:string,
        "PMID:3654008"^^xsd:string,
        "PMID:22139480"^^xsd:string,
        "PMID:23038042"^^xsd:string,
        "PMID:23915243"^^xsd:string,
        "Reaxys:120502"^^xsd:string,
        "Wikipedia:Barbituric_acid"^^xsd:string ;
    rdfs:label "barbituric acid"^^xsd:string ;
    definition: "A barbiturate, the structure of which is that of perhydropyrimidine substituted at C-2, -4 and -6 by oxo groups.  Barbituric acid is the parent compound of barbiturate drugs, although it is not itself pharmacologically active."^^xsd:string ;
    rdfs:subClassOf CHEBI:22693,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:29745 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:57718 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:77938 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35703 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50904 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C4H4N2O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C4H4N2O3/c7-2-1-3(8)6-4(9)5-2/h1H2,(H2,5,6,7,8,9)"^^xsd:string ;
    chebi:inchikey "HNYOPLTXPVRDBG-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "128.08620"^^xsd:string ;
    chebi:monoisotopicmass "128.02219"^^xsd:string ;
    chebi:smiles "O=C1CC(=O)NC(=O)N1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:2993"^^xsd:string,
        "CHEBI:22692"^^xsd:string ;
    oboInOwl:hasExactSynonym "Barbituric acid"^^xsd:string,
        "pyrimidine-2,4,6(1H,3H,5H)-trione"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2,4,6(1H,3H,5H)-pyrimidinetrione"^^xsd:string,
        "Barbitursaeure"^^xsd:string,
        "Malonylharnstoff"^^xsd:string,
        "Malonylurea"^^xsd:string ;
    oboInOwl:id "CHEBI:16294"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:16296 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:86198"^^xsd:string,
        "CAS:153-94-6"^^xsd:string,
        "DrugBank:DB03225"^^xsd:string,
        "Gmelin:83743"^^xsd:string,
        "HMDB:HMDB0013609"^^xsd:string,
        "KEGG:C00525"^^xsd:string,
        "MetaCyc:D-TRYPTOPHAN"^^xsd:string,
        "PDBeChem:DTR"^^xsd:string,
        "PMID:21560237"^^xsd:string,
        "PMID:22156410"^^xsd:string,
        "PMID:22336999"^^xsd:string,
        "PMID:24097941"^^xsd:string,
        "Reaxys:86198"^^xsd:string,
        "YMDB:YMDB00998"^^xsd:string ;
    rdfs:label "D-tryptophan"^^xsd:string ;
    definition: "The D-enantiomer of tryptophan."^^xsd:string ;
    rdfs:subClassOf CHEBI:16733,
        CHEBI:27897,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:32716 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:32717 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:16828 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:57719 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76969 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C11H12N2O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C11H12N2O2/c12-9(11(14)15)5-7-6-13-10-4-2-1-3-8(7)10/h1-4,6,9,13H,5,12H2,(H,14,15)/t9-/m1/s1"^^xsd:string ;
    chebi:inchikey "QIVBCDIJIAJPQS-SECBINFHSA-N"^^xsd:string ;
    chebi:mass "204.22526"^^xsd:string ;
    chebi:monoisotopicmass "204.08988"^^xsd:string ;
    chebi:smiles "N[C@H](Cc1c[nH]c2ccccc12)C(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:4257"^^xsd:string,
        "CHEBI:13028"^^xsd:string,
        "CHEBI:21110"^^xsd:string,
        "CHEBI:42157"^^xsd:string,
        "CHEBI:42206"^^xsd:string,
        "CHEBI:42235"^^xsd:string,
        "CHEBI:42297"^^xsd:string ;
    oboInOwl:hasExactSynonym "D-TRYPTOPHAN"^^xsd:string,
        "D-Tryptophan"^^xsd:string,
        "D-tryptophan"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2R)-2-amino-3-(1H-indol-3-yl)propanoic acid"^^xsd:string,
        "(R)-tryptophan"^^xsd:string,
        "DTR"^^xsd:string ;
    oboInOwl:id "CHEBI:16296"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:16301 a owl:Class ;
    oboInOwl:hasDbXref "CAS:14797-65-0"^^xsd:string,
        "Gmelin:977"^^xsd:string,
        "KEGG:C00088"^^xsd:string,
        "PDBeChem:NO2"^^xsd:string,
        "Wikipedia:Nitrite"^^xsd:string ;
    rdfs:label "nitrite"^^xsd:string ;
    definition: "The nitrogen oxoanion formed by loss of a proton from nitrous acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:33458,
        CHEBI:62764,
        CHEBI:79389,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:25567 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/HNO2/c2-1-3/h(H,2,3)/p-1"^^xsd:string ;
    chebi:inchikey "IOVCWXUNBOPUCH-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "46.00554"^^xsd:string ;
    chebi:monoisotopicmass "45.99345"^^xsd:string ;
    chebi:smiles "[O-]N=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:7585"^^xsd:string,
        "CHEBI:14658"^^xsd:string,
        "CHEBI:44396"^^xsd:string ;
    oboInOwl:hasExactSynonym "dioxidonitrate(1-)"^^xsd:string,
        "dioxonitrate(1-)"^^xsd:string,
        "dioxonitrate(III)"^^xsd:string,
        "Nitrite"^^xsd:string,
        "nitrite"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "[NO2](-)"^^xsd:string,
        "Nitrit"^^xsd:string,
        "nitrite anion"^^xsd:string,
        "NITRITE ION"^^xsd:string,
        "nitrite(1-)"^^xsd:string,
        "nitrous acid, ion(1-)"^^xsd:string,
        "NO2"^^xsd:string,
        "NO2(-)"^^xsd:string ;
    oboInOwl:id "CHEBI:16301"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:16313 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:80811"^^xsd:string,
        "CAS:344-25-2"^^xsd:string,
        "DrugBank:DB02853"^^xsd:string,
        "Gmelin:833984"^^xsd:string,
        "HMDB:HMDB0003411"^^xsd:string,
        "KEGG:C00763"^^xsd:string,
        "MetaCyc:D-PROLINE"^^xsd:string,
        "PDBeChem:DPR"^^xsd:string,
        "PMID:19023642"^^xsd:string,
        "PMID:20023020"^^xsd:string,
        "PMID:20959625"^^xsd:string,
        "PMID:21374575"^^xsd:string,
        "PMID:21563681"^^xsd:string,
        "PMID:22475019"^^xsd:string,
        "PMID:22479580"^^xsd:string,
        "Reaxys:80811"^^xsd:string,
        "Wikipedia:D-proline"^^xsd:string ;
    rdfs:label "D-proline"^^xsd:string ;
    definition: "The D-enantiomer of proline."^^xsd:string ;
    rdfs:subClassOf CHEBI:16733,
        CHEBI:26271,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:32867 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:32868 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:17203 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:57726 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5H9NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H9NO2/c7-5(8)4-2-1-3-6-4/h4,6H,1-3H2,(H,7,8)/t4-/m1/s1"^^xsd:string ;
    chebi:inchikey "ONIBWKKTOPOVIA-SCSAIBSYSA-N"^^xsd:string ;
    chebi:mass "115.13050"^^xsd:string ;
    chebi:monoisotopicmass "115.06333"^^xsd:string ;
    chebi:smiles "OC(=O)[C@H]1CCCN1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:4226"^^xsd:string,
        "CHEBI:13008"^^xsd:string,
        "CHEBI:21070"^^xsd:string,
        "CHEBI:42012"^^xsd:string,
        "CHEBI:42129"^^xsd:string,
        "CHEBI:42213"^^xsd:string,
        "CHEBI:45156"^^xsd:string ;
    oboInOwl:hasExactSynonym "D-PROLINE"^^xsd:string,
        "D-Proline"^^xsd:string,
        "D-proline"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2R)-pyrrolidine-2-carboxylic acid"^^xsd:string,
        "(R)-2-Carboxypyrrolidine"^^xsd:string,
        "(R)-pyrrolidine-2-carboxylic acid"^^xsd:string,
        "D-Prolin"^^xsd:string,
        "DPR"^^xsd:string ;
    oboInOwl:id "CHEBI:16313"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:16333 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C06389"^^xsd:string ;
    rdfs:label "2-arylpropionic acid"^^xsd:string ;
    definition: "A class of carboxylic acids of general formula RCHCH3C(=O)OH where R represents an aryl group."^^xsd:string ;
    rdfs:subClassOf CHEBI:25384,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:30768 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:57738 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C3H5O2R"^^xsd:string ;
    chebi:mass "73.07060"^^xsd:string ;
    chebi:monoisotopicmass "73.02895"^^xsd:string ;
    chebi:smiles "CC([*])C(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:1025"^^xsd:string,
        "CHEBI:11529"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-arylpropanoic acid"^^xsd:string,
        "2-Arylpropionate"^^xsd:string,
        "2-arylpropionic acids"^^xsd:string ;
    oboInOwl:id "CHEBI:16333"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:16335 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:93029"^^xsd:string,
        "CAS:58-61-7"^^xsd:string,
        "Drug_Central:90"^^xsd:string,
        "DrugBank:DB00640"^^xsd:string,
        "ECMDB:ECMDB00050"^^xsd:string,
        "Gmelin:53385"^^xsd:string,
        "HMDB:HMDB0000050"^^xsd:string,
        "KEGG:C00212"^^xsd:string,
        "KEGG:D00045"^^xsd:string,
        "KNApSAcK:C00007444"^^xsd:string,
        "LINCS:LSM-28568"^^xsd:string,
        "MetaCyc:ADENOSINE"^^xsd:string,
        "PDBeChem:ADN"^^xsd:string,
        "PMID:323854"^^xsd:string,
        "PMID:11213237"^^xsd:string,
        "PMID:11820865"^^xsd:string,
        "PMID:11978011"^^xsd:string,
        "PMID:16183671"^^xsd:string,
        "PMID:16917093"^^xsd:string,
        "PMID:17190852"^^xsd:string,
        "PMID:18000974"^^xsd:string,
        "Reaxys:93029"^^xsd:string,
        "Wikipedia:Adenosine"^^xsd:string,
        "YMDB:YMDB00058"^^xsd:string ;
    rdfs:label "adenosine"^^xsd:string ;
    definition: "A ribonucleoside composed of a molecule of adenine attached to a ribofuranose moiety via a beta-N(9)-glycosidic bond."^^xsd:string ;
    rdfs:subClassOf CHEBI:22260,
        CHEBI:142355,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35480 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35620 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38070 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78675 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C10H13N5O4"^^xsd:string ;
    chebi:inchi "InChI=1S/C10H13N5O4/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(18)6(17)4(1-16)19-10/h2-4,6-7,10,16-18H,1H2,(H2,11,12,13)/t4-,6-,7-,10-/m1/s1"^^xsd:string ;
    chebi:inchikey "OIRDTQYFTABQOQ-KQYNXXCUSA-N"^^xsd:string ;
    chebi:mass "267.24152"^^xsd:string ;
    chebi:monoisotopicmass "267.09675"^^xsd:string ;
    chebi:smiles "Nc1ncnc2n(cnc12)[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:2472"^^xsd:string,
        "CHEBI:13734"^^xsd:string,
        "CHEBI:22237"^^xsd:string,
        "CHEBI:40558"^^xsd:string,
        "CHEBI:40825"^^xsd:string,
        "CHEBI:40906"^^xsd:string ;
    oboInOwl:hasExactSynonym "ADENOSINE"^^xsd:string,
        "Adenosine"^^xsd:string,
        "adenosine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "6-Amino-9-beta-D-ribofuranosyl-9H-purine"^^xsd:string,
        "9-beta-D-Ribofuranosidoadenine"^^xsd:string,
        "9-beta-D-Ribofuranosyl-9H-purin-6-amine"^^xsd:string,
        "9-beta-D-ribofuranosyl-9H-purin-6-amine"^^xsd:string,
        "(2R,3R,4S,5R)-2-(6-aminopurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol"^^xsd:string,
        "Ade-Rib"^^xsd:string,
        "Adenine Deoxyribonucleoside"^^xsd:string,
        "Adenocard"^^xsd:string,
        "Adenocor"^^xsd:string,
        "Adenoscan"^^xsd:string,
        "Adenosin"^^xsd:string,
        "Adenyldeoxyriboside"^^xsd:string,
        "Ado"^^xsd:string,
        "beta-D-Adenosine"^^xsd:string,
        "Deoxyadenosine"^^xsd:string,
        "Desoxyadenosine"^^xsd:string ;
    oboInOwl:id "CHEBI:16335"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:16349 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1725416"^^xsd:string,
        "Beilstein:6055157"^^xsd:string,
        "CAS:372-75-8"^^xsd:string,
        "Drug_Central:3103"^^xsd:string,
        "DrugBank:DB00155"^^xsd:string,
        "ECMDB:ECMDB00904"^^xsd:string,
        "Gmelin:774677"^^xsd:string,
        "HMDB:HMDB0000904"^^xsd:string,
        "KEGG:C00327"^^xsd:string,
        "KEGG:D07706"^^xsd:string,
        "KNApSAcK:C00001348"^^xsd:string,
        "MetaCyc:L-CITRULLINE"^^xsd:string,
        "PDBeChem:CIR"^^xsd:string,
        "PMID:11862757"^^xsd:string,
        "PMID:17190852"^^xsd:string,
        "PMID:18022291"^^xsd:string,
        "PMID:19173225"^^xsd:string,
        "PMID:21067832"^^xsd:string,
        "PMID:21915076"^^xsd:string,
        "PMID:21955999"^^xsd:string,
        "PMID:22119809"^^xsd:string,
        "PMID:22345866"^^xsd:string,
        "PMID:22348173"^^xsd:string,
        "PMID:22387109"^^xsd:string,
        "PMID:22388927"^^xsd:string,
        "PMID:22402328"^^xsd:string,
        "PMID:22402472"^^xsd:string,
        "PMID:22512552"^^xsd:string,
        "Reaxys:1725416"^^xsd:string,
        "Wikipedia:Citrulline"^^xsd:string,
        "YMDB:YMDB00060"^^xsd:string ;
    rdfs:label "L-citrulline"^^xsd:string ;
    definition: "The L-enantiomer of citrulline."^^xsd:string ;
    rdfs:subClassOf CHEBI:18211,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:49007 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:57743 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:27027 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50267 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50733 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:61908 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H13N3O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H13N3O3/c7-4(5(10)11)2-1-3-9-6(8)12/h4H,1-3,7H2,(H,10,11)(H3,8,9,12)/t4-/m0/s1"^^xsd:string ;
    chebi:inchikey "RHGKLRLOHDJJDR-BYPYZUCNSA-N"^^xsd:string ;
    chebi:mass "175.18584"^^xsd:string ;
    chebi:monoisotopicmass "175.09569"^^xsd:string ;
    chebi:smiles "N[C@@H](CCCNC(N)=O)C(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:6203"^^xsd:string,
        "CHEBI:13092"^^xsd:string,
        "CHEBI:21257"^^xsd:string,
        "CHEBI:41489"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2S)-2-amino-5-(carbamoylamino)pentanoic acid"^^xsd:string,
        "L-Citrulline"^^xsd:string,
        "L-citrulline"^^xsd:string,
        "N(5)-carbamoyl-L-ornithine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-Amino-5-ureidovaleric acid"^^xsd:string,
        "(S)-2-Amino-5-ureidopentanoic acid"^^xsd:string,
        "alpha-amino-delta-ureidovaleric acid"^^xsd:string,
        "Cit"^^xsd:string,
        "CITRULLINE"^^xsd:string,
        "Citrulline"^^xsd:string,
        "delta-ureidonorvaline"^^xsd:string,
        "L-2-Amino-5-ureidovaleric acid"^^xsd:string,
        "N5-(Aminocarbonyl)ornithine"^^xsd:string,
        "N5-carbamoylornithine"^^xsd:string,
        "N(5)-(aminocarbonyl)-L-ornithine"^^xsd:string,
        "N(delta)-carbamylornithine"^^xsd:string ;
    oboInOwl:id "CHEBI:16349"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:16356 a owl:Class ;
    oboInOwl:hasDbXref "CAS:7665-99-8"^^xsd:string,
        "DrugBank:DB02315"^^xsd:string,
        "HMDB:HMDB0001314"^^xsd:string,
        "KEGG:C00942"^^xsd:string,
        "KNApSAcK:C00019673"^^xsd:string,
        "PDBeChem:35G"^^xsd:string,
        "PDBeChem:PCG"^^xsd:string,
        "PMID:24591051"^^xsd:string,
        "PMID:24705918"^^xsd:string,
        "Reaxys:586222"^^xsd:string ;
    rdfs:label "3',5'-cyclic GMP"^^xsd:string ;
    definition: "A 3',5'-cyclic purine nucleotide in which the purine nucleobase is specified as guanidine."^^xsd:string ;
    rdfs:subClassOf CHEBI:19834,
        CHEBI:61295,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:57746 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C10H12N5O7P"^^xsd:string ;
    chebi:inchi "InChI=1S/C10H12N5O7P/c11-10-13-7-4(8(17)14-10)12-2-15(7)9-5(16)6-3(21-9)1-20-23(18,19)22-6/h2-3,5-6,9,16H,1H2,(H,18,19)(H3,11,13,14,17)/t3-,5-,6-,9-/m1/s1"^^xsd:string ;
    chebi:inchikey "ZOOGRGPOEVQQDX-UUOKFMHZSA-N"^^xsd:string ;
    chebi:mass "345.20554"^^xsd:string ;
    chebi:monoisotopicmass "345.04743"^^xsd:string ;
    chebi:smiles "Nc1nc2n(cnc2c(=O)[nH]1)[C@@H]1O[C@@H]2COP(O)(=O)O[C@H]2[C@H]1O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:1327"^^xsd:string,
        "CHEBI:11675"^^xsd:string,
        "CHEBI:14377"^^xsd:string,
        "CHEBI:19829"^^xsd:string,
        "CHEBI:39915"^^xsd:string,
        "CHEBI:44955"^^xsd:string,
        "CHEBI:44957"^^xsd:string ;
    oboInOwl:hasExactSynonym "3',5'-Cyclic GMP"^^xsd:string,
        "guanosine 3',5'-(hydrogen phosphate)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "cGMP"^^xsd:string,
        "Cyclic GMP"^^xsd:string,
        "Guanosine 3',5'-cyclic monophosphate"^^xsd:string,
        "Guanosine 3',5'-cyclic phosphate"^^xsd:string,
        "Guanosine cyclic monophosphate"^^xsd:string ;
    oboInOwl:id "CHEBI:16356"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:16375 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1721407"^^xsd:string,
        "CAS:921-01-7"^^xsd:string,
        "DrugBank:DB03201"^^xsd:string,
        "ECMDB:ECMDB03417"^^xsd:string,
        "Gmelin:363236"^^xsd:string,
        "HMDB:HMDB0003417"^^xsd:string,
        "KEGG:C00793"^^xsd:string,
        "KNApSAcK:C00007323"^^xsd:string,
        "PDBeChem:DCY"^^xsd:string,
        "PMID:13761469"^^xsd:string,
        "PMID:23340406"^^xsd:string,
        "PMID:24800864"^^xsd:string,
        "Reaxys:1721407"^^xsd:string,
        "YMDB:YMDB00913"^^xsd:string ;
    rdfs:label "D-cysteine"^^xsd:string ;
    definition: "An optically active form of cysteine having D-configuration."^^xsd:string ;
    rdfs:subClassOf CHEBI:15356,
        CHEBI:16733,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:32449 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:32451 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:17561 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:35236 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C3H7NO2S"^^xsd:string ;
    chebi:inchi "InChI=1S/C3H7NO2S/c4-2(1-7)3(5)6/h2,7H,1,4H2,(H,5,6)/t2-/m1/s1"^^xsd:string ;
    chebi:inchikey "XUJNEKJLAYXESH-UWTATZPHSA-N"^^xsd:string ;
    chebi:mass "121.15922"^^xsd:string ;
    chebi:monoisotopicmass "121.01975"^^xsd:string ;
    chebi:smiles "N[C@H](CS)C(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:4111"^^xsd:string,
        "CHEBI:12919"^^xsd:string,
        "CHEBI:20921"^^xsd:string,
        "CHEBI:41887"^^xsd:string ;
    oboInOwl:hasExactSynonym "D-CYSTEINE"^^xsd:string,
        "D-Cysteine"^^xsd:string,
        "D-cysteine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2S)-2-amino-3-mercaptopropanoic acid"^^xsd:string,
        "(2S)-2-amino-3-sulfanylpropanoic acid"^^xsd:string,
        "(S)-2-amino-3-mercaptopropanoic acid"^^xsd:string,
        "D-Amino-3-mercaptopropionic acid"^^xsd:string,
        "D-Cystein"^^xsd:string,
        "D-Zystein"^^xsd:string,
        "DCY"^^xsd:string ;
    oboInOwl:id "CHEBI:16375"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:16381 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C00677"^^xsd:string ;
    rdfs:label "2'-deoxyribonucleoside 5'-triphosphate"^^xsd:string ;
    rdfs:subClassOf CHEBI:37016,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:61560 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5H12O12P3R"^^xsd:string ;
    chebi:mass "357.06290"^^xsd:string ;
    chebi:smiles "O[C@H]1C[C@H]([*])O[C@@H]1COP(O)(=O)OP(O)(=O)OP(O)(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:4426"^^xsd:string,
        "CHEBI:14121"^^xsd:string,
        "CHEBI:37072"^^xsd:string ;
    oboInOwl:hasExactSynonym "2'-deoxynucleoside 5'-(tetrahydrogen triphosphate)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2'-deoxyribonucleoside 5'-triphosphates"^^xsd:string,
        "deoxynucleoside triphosphate"^^xsd:string ;
    oboInOwl:id "CHEBI:16381"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:16385 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C00297"^^xsd:string ;
    rdfs:label "organic sulfide"^^xsd:string ;
    definition: "Compounds having the structure RSR (R =/= H). Such compounds were once called thioethers."^^xsd:string ;
    rdfs:subClassOf CHEBI:26822,
        CHEBI:33261 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "SR2"^^xsd:string ;
    chebi:mass "32.066"^^xsd:string ;
    chebi:monoisotopicmass "31.97207"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:9340"^^xsd:string,
        "CHEBI:13694"^^xsd:string,
        "CHEBI:26960"^^xsd:string ;
    oboInOwl:hasExactSynonym "sulfides"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "organic sulfides"^^xsd:string,
        "RSR"^^xsd:string,
        "Sulfide"^^xsd:string,
        "Thioether"^^xsd:string,
        "thioethers"^^xsd:string ;
    oboInOwl:id "CHEBI:16385"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:16398 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1721643"^^xsd:string,
        "Beilstein:4656043"^^xsd:string,
        "CAS:632-20-2"^^xsd:string,
        "DrugBank:DB03700"^^xsd:string,
        "ECMDB:ECMDB21519"^^xsd:string,
        "Gmelin:874136"^^xsd:string,
        "HMDB:HMDB0013775"^^xsd:string,
        "KEGG:C00820"^^xsd:string,
        "PDBeChem:DTH"^^xsd:string,
        "PMID:15375647"^^xsd:string,
        "PMID:17081141"^^xsd:string,
        "PMID:22176976"^^xsd:string,
        "Reaxys:1721643"^^xsd:string,
        "YMDB:YMDB00802"^^xsd:string ;
    rdfs:label "D-threonine"^^xsd:string ;
    definition: "An optically active form of threonine having D-configuration."^^xsd:string ;
    rdfs:subClassOf CHEBI:16733,
        CHEBI:26986,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:32827 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:32828 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:16857 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:57757 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C4H9NO3"^^xsd:string ;
    chebi:inchi "InChI=1S/C4H9NO3/c1-2(6)3(5)4(7)8/h2-3,6H,5H2,1H3,(H,7,8)/t2-,3+/m0/s1"^^xsd:string ;
    chebi:inchikey "AYFVYJQAPQTCCC-STHAYSLISA-N"^^xsd:string ;
    chebi:mass "119.11920"^^xsd:string ;
    chebi:monoisotopicmass "119.05824"^^xsd:string ;
    chebi:smiles "C[C@H](O)[C@@H](N)C(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:4254"^^xsd:string,
        "CHEBI:13027"^^xsd:string,
        "CHEBI:21107"^^xsd:string,
        "CHEBI:42146"^^xsd:string,
        "CHEBI:42196"^^xsd:string,
        "CHEBI:42224"^^xsd:string,
        "CHEBI:45935"^^xsd:string,
        "CHEBI:45990"^^xsd:string ;
    oboInOwl:hasExactSynonym "D-THREONINE"^^xsd:string,
        "D-Threonine"^^xsd:string,
        "D-threonine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2R,3S)-2-amino-3-hydroxybutanoic acid"^^xsd:string,
        "D-2-Amino-3-hydroxybutyric acid"^^xsd:string,
        "D-Threonin"^^xsd:string,
        "DTH"^^xsd:string ;
    oboInOwl:id "CHEBI:16398"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:16411 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:143358"^^xsd:string,
        "BPDB:1106"^^xsd:string,
        "CAS:87-51-4"^^xsd:string,
        "DrugBank:DB07950"^^xsd:string,
        "Gmelin:143197"^^xsd:string,
        "HMDB:HMDB0000197"^^xsd:string,
        "KEGG:C00954"^^xsd:string,
        "KNApSAcK:C00000100"^^xsd:string,
        "PDBeChem:IAC"^^xsd:string,
        "PMID:13610897"^^xsd:string,
        "PMID:23545355"^^xsd:string,
        "PMID:24285754"^^xsd:string,
        "Reaxys:143358"^^xsd:string,
        "Wikipedia:Indole-3-acetic_acid"^^xsd:string ;
    rdfs:label "indole-3-acetic acid"^^xsd:string ;
    definition: "A monocarboxylic acid that is acetic acid in which one of the methyl hydrogens has been replaced by a 1H-indol-3-yl group."^^xsd:string ;
    rdfs:subClassOf CHEBI:24803,
        CHEBI:25384,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:30854 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:22676 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C10H9NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C10H9NO2/c12-10(13)5-7-6-11-9-4-2-1-3-8(7)9/h1-4,6,11H,5H2,(H,12,13)"^^xsd:string ;
    chebi:inchikey "SEOVTRFCIGRIMH-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "175.18400"^^xsd:string ;
    chebi:monoisotopicmass "175.06333"^^xsd:string ;
    chebi:smiles "OC(=O)Cc1c[nH]c2ccccc12"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:5905"^^xsd:string,
        "CHEBI:24802"^^xsd:string ;
    oboInOwl:hasExactSynonym "1H-indol-3-ylacetic acid"^^xsd:string,
        "Indole-3-acetic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-(indol-3-yl)ethanoic acid"^^xsd:string,
        "3-Indolylessigsaeure"^^xsd:string,
        "(Indol-3-yl)acetate"^^xsd:string,
        "(indol-3-yl)acetic acid"^^xsd:string,
        "heteroauxin"^^xsd:string,
        "IAA"^^xsd:string,
        "IES"^^xsd:string,
        "Indoleacetic acid"^^xsd:string ;
    oboInOwl:id "CHEBI:16411"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:16412 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C00338"^^xsd:string,
        "PMID:15589368"^^xsd:string,
        "PMID:24186868"^^xsd:string,
        "PMID:24506665"^^xsd:string,
        "PMID:24642373"^^xsd:string,
        "PMID:24659348"^^xsd:string ;
    rdfs:label "lipopolysaccharide"^^xsd:string ;
    definition: "Liposaccharide natural compounds consisting of a trisaccharide repeating unit (two heptose units and octulosonic acid) with oligosaccharide side chains and 3-hydroxytetradecanoic acid units (they are a major constituent of the cell walls of Gram-negative bacteria)."^^xsd:string ;
    rdfs:subClassOf CHEBI:35740,
        CHEBI:65212,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:64637 ] ;
    oboInOwl:hasAlternativeId "CHEBI:6494"^^xsd:string,
        "CHEBI:14520"^^xsd:string,
        "CHEBI:25062"^^xsd:string ;
    oboInOwl:hasExactSynonym "Lipopolysaccharide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "lipopolysaccharides"^^xsd:string,
        "LPS"^^xsd:string ;
    oboInOwl:id "CHEBI:16412"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:16414 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1721136"^^xsd:string,
        "CAS:72-18-4"^^xsd:string,
        "Drug_Central:4128"^^xsd:string,
        "DrugBank:DB00161"^^xsd:string,
        "Gmelin:2827"^^xsd:string,
        "HMDB:HMDB0000883"^^xsd:string,
        "KEGG:C00183"^^xsd:string,
        "KEGG:D00039"^^xsd:string,
        "KNApSAcK:C00001398"^^xsd:string,
        "MetaCyc:VAL"^^xsd:string,
        "PDBeChem:VAL"^^xsd:string,
        "PMID:14608070"^^xsd:string,
        "PMID:17670823"^^xsd:string,
        "PMID:21706252"^^xsd:string,
        "PMID:22138982"^^xsd:string,
        "PMID:22287678"^^xsd:string,
        "PMID:22585822"^^xsd:string,
        "Reaxys:1721136"^^xsd:string,
        "Wikipedia:L-valine"^^xsd:string ;
    rdfs:label "L-valine"^^xsd:string ;
    definition: "The L-enantiomer of valine."^^xsd:string ;
    rdfs:subClassOf CHEBI:26463,
        CHEBI:27266,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:32851 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:32852 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:27477 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:57762 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:27027 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50733 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:84735 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5H11NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H11NO2/c1-3(2)4(6)5(7)8/h3-4H,6H2,1-2H3,(H,7,8)/t4-/m0/s1"^^xsd:string ;
    chebi:inchikey "KZSNJWFQEVHDMF-BYPYZUCNSA-N"^^xsd:string ;
    chebi:mass "117.14638"^^xsd:string ;
    chebi:monoisotopicmass "117.07898"^^xsd:string ;
    chebi:smiles "CC(C)[C@H](N)C(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:6321"^^xsd:string,
        "CHEBI:13186"^^xsd:string,
        "CHEBI:21417"^^xsd:string,
        "CHEBI:46282"^^xsd:string,
        "CHEBI:46376"^^xsd:string,
        "CHEBI:46418"^^xsd:string,
        "CHEBI:46484"^^xsd:string ;
    oboInOwl:hasExactSynonym "L-Valine"^^xsd:string,
        "L-valine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-Amino-3-methylbutyric acid"^^xsd:string,
        "(2S)-2-amino-3-methylbutanoic acid"^^xsd:string,
        "(S)-valine"^^xsd:string,
        "L-(+)-alpha-Aminoisovaleric acid"^^xsd:string,
        "L-alpha-Amino-beta-methylbutyric acid"^^xsd:string,
        "L-Valin"^^xsd:string,
        "V"^^xsd:string,
        "Val"^^xsd:string,
        "VALINE"^^xsd:string ;
    oboInOwl:id "CHEBI:16414"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:16449 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:635807"^^xsd:string,
        "CAS:302-72-7"^^xsd:string,
        "Drug_Central:4306"^^xsd:string,
        "Gmelin:2449"^^xsd:string,
        "KEGG:C01401"^^xsd:string,
        "PMID:17439666"^^xsd:string,
        "PMID:22264337"^^xsd:string,
        "Reaxys:635807"^^xsd:string,
        "Wikipedia:Alanine"^^xsd:string ;
    rdfs:label "alanine"^^xsd:string ;
    definition: "An alpha-amino acid that consists of propionic acid bearing an amino substituent at position 2."^^xsd:string ;
    rdfs:subClassOf CHEBI:33704,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:30768 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:32439 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:32440 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:66916 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78675 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C3H7NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C3H7NO2/c1-2(4)3(5)6/h2H,4H2,1H3,(H,5,6)"^^xsd:string ;
    chebi:inchikey "QNAYBMKLOCPYGJ-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "89.09322"^^xsd:string ;
    chebi:monoisotopicmass "89.04768"^^xsd:string ;
    chebi:smiles "CC(N)C(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:2539"^^xsd:string,
        "CHEBI:13748"^^xsd:string,
        "CHEBI:22277"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-aminopropanoic acid"^^xsd:string,
        "Alanine"^^xsd:string,
        "alanine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-Aminopropanoic acid"^^xsd:string,
        "2-Aminopropionic acid"^^xsd:string,
        "A"^^xsd:string,
        "ALA"^^xsd:string,
        "Alanin"^^xsd:string,
        "alanina"^^xsd:string ;
    oboInOwl:id "CHEBI:16449"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:16460 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C01048"^^xsd:string ;
    rdfs:label "polyprenol phosphate"^^xsd:string ;
    definition: "A prenol phosphate resulting from the formal condensation of the terminal allylic hydroxy group of a polyprenol with 1 mol eq. of phosphoric acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:26250,
        CHEBI:26875,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:26199 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:157763 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "(C5H8)n.C5H11O4P"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:8319"^^xsd:string,
        "CHEBI:14862"^^xsd:string,
        "CHEBI:26202"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "polyprenol phosphates"^^xsd:string,
        "Polyprenyl phosphate"^^xsd:string ;
    oboInOwl:id "CHEBI:16460"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:16467 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1725413"^^xsd:string,
        "CAS:74-79-3"^^xsd:string,
        "Drug_Central:1549"^^xsd:string,
        "DrugBank:DB00125"^^xsd:string,
        "ECMDB:ECMDB00517"^^xsd:string,
        "Gmelin:83283"^^xsd:string,
        "HMDB:HMDB0000517"^^xsd:string,
        "KEGG:C00062"^^xsd:string,
        "KEGG:D02982"^^xsd:string,
        "KNApSAcK:C00001340"^^xsd:string,
        "MetaCyc:ARG"^^xsd:string,
        "PDBeChem:ARG"^^xsd:string,
        "PDBeChem:GND"^^xsd:string,
        "PMID:8070089"^^xsd:string,
        "PMID:10848923"^^xsd:string,
        "PMID:11139824"^^xsd:string,
        "PMID:11300497"^^xsd:string,
        "PMID:11898853"^^xsd:string,
        "PMID:12812828"^^xsd:string,
        "PMID:15016745"^^xsd:string,
        "PMID:15465805"^^xsd:string,
        "PMID:16056256"^^xsd:string,
        "PMID:16416365"^^xsd:string,
        "PMID:17168727"^^xsd:string,
        "PMID:17439666"^^xsd:string,
        "PMID:19030957"^^xsd:string,
        "PMID:21600268"^^xsd:string,
        "PMID:21814794"^^xsd:string,
        "PMID:22179117"^^xsd:string,
        "PMID:22243793"^^xsd:string,
        "PMID:22251130"^^xsd:string,
        "PMID:22361732"^^xsd:string,
        "PMID:22425811"^^xsd:string,
        "PMID:22428068"^^xsd:string,
        "PMID:22439203"^^xsd:string,
        "PMID:22553931"^^xsd:string,
        "PMID:22619480"^^xsd:string,
        "PMID:22626826"^^xsd:string,
        "PMID:22652429"^^xsd:string,
        "PMID:22667467"^^xsd:string,
        "PMID:22709481"^^xsd:string,
        "Reaxys:1725413"^^xsd:string,
        "Wikipedia:L-arginine"^^xsd:string,
        "YMDB:YMDB00592"^^xsd:string ;
    rdfs:label "L-arginine"^^xsd:string ;
    definition: "An L-alpha-amino acid that is the L-isomer of arginine."^^xsd:string ;
    rdfs:subClassOf CHEBI:24318,
        CHEBI:29016,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:32681 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:32682 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:15816 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:27027 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50733 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:59163 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H14N4O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H14N4O2/c7-4(5(11)12)2-1-3-10-6(8)9/h4H,1-3,7H2,(H,11,12)(H4,8,9,10)/t4-/m0/s1"^^xsd:string ;
    chebi:inchikey "ODKSFYDXXFIFQN-BYPYZUCNSA-N"^^xsd:string ;
    chebi:mass "174.20100"^^xsd:string ;
    chebi:monoisotopicmass "174.11168"^^xsd:string ;
    chebi:smiles "N[C@@H](CCCNC(N)=N)C(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:6185"^^xsd:string,
        "CHEBI:13077"^^xsd:string,
        "CHEBI:21235"^^xsd:string,
        "CHEBI:42927"^^xsd:string ;
    oboInOwl:hasExactSynonym "L-Arginine"^^xsd:string,
        "L-arginine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2S)-2-amino-5-(carbamimidamido)pentanoic acid"^^xsd:string,
        "(2S)-2-amino-5-guanidinopentanoic acid"^^xsd:string,
        "(S)-2-amino-5-guanidinopentanoic acid"^^xsd:string,
        "(S)-2-Amino-5-guanidinovaleric acid"^^xsd:string,
        "Arg"^^xsd:string,
        "arginine"^^xsd:string,
        "L-(+)-arginine"^^xsd:string,
        "L-Arg"^^xsd:string,
        "L-Arginin"^^xsd:string,
        "R"^^xsd:string ;
    oboInOwl:id "CHEBI:16467"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:16469 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1914275"^^xsd:string,
        "CAS:50-28-2"^^xsd:string,
        "Chemspider:5554"^^xsd:string,
        "Drug_Central:1057"^^xsd:string,
        "DrugBank:DB00783"^^xsd:string,
        "Gmelin:290805"^^xsd:string,
        "HMDB:HMDB0000151"^^xsd:string,
        "KEGG:C00951"^^xsd:string,
        "KEGG:D00105"^^xsd:string,
        "LINCS:LSM-2421"^^xsd:string,
        "LIPID_MAPS_instance:LMST02010001"^^xsd:string,
        "PDBeChem:EST"^^xsd:string,
        "PMID:1777462"^^xsd:string,
        "PMID:3621671"^^xsd:string,
        "PMID:8098802"^^xsd:string,
        "PMID:8567793"^^xsd:string,
        "PMID:10438974"^^xsd:string,
        "PMID:10585175"^^xsd:string,
        "PMID:10843196"^^xsd:string,
        "PMID:11703424"^^xsd:string,
        "PMID:14681337"^^xsd:string,
        "PMID:16313478"^^xsd:string,
        "PMID:17124377"^^xsd:string,
        "PMID:23901460"^^xsd:string,
        "PMID:24134630"^^xsd:string,
        "PMID:24449492"^^xsd:string,
        "Reaxys:1914275"^^xsd:string,
        "Wikipedia:Estradiol"^^xsd:string ;
    rdfs:label "17beta-estradiol"^^xsd:string ;
    definition: "The 17beta-isomer of estradiol."^^xsd:string ;
    rdfs:subClassOf CHEBI:23965,
        CHEBI:35343,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:62872 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:83056 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:176497 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C18H24O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C18H24O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h3,5,10,14-17,19-20H,2,4,6-9H2,1H3/t14-,15-,16+,17+,18+/m1/s1"^^xsd:string ;
    chebi:inchikey "VOXZDWNPVJITMN-ZBRFXRBCSA-N"^^xsd:string ;
    chebi:mass "272.38200"^^xsd:string ;
    chebi:monoisotopicmass "272.17763"^^xsd:string ;
    chebi:smiles "[H][C@]12CC[C@]3(C)[C@@H](O)CC[C@@]3([H])[C@]1([H])CCc1cc(O)ccc21"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:4864"^^xsd:string,
        "CHEBI:14219"^^xsd:string,
        "CHEBI:23963"^^xsd:string,
        "CHEBI:42475"^^xsd:string ;
    oboInOwl:hasExactSynonym "17beta-estradiol"^^xsd:string,
        "estra-1,3,5(10)-triene-3,17beta-diol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "17beta oestradiol"^^xsd:string,
        "17beta-estra-1,3,5(10)-triene-3,17-diol"^^xsd:string,
        "17beta-oestradiol"^^xsd:string,
        "(17beta)-estra-1,3,5(10)-triene-3,17-diol"^^xsd:string,
        "beta-Estradiol"^^xsd:string,
        "cis-estradiol"^^xsd:string,
        "ESTRADIOL"^^xsd:string,
        "Estradiol"^^xsd:string,
        "Estradiol-17beta"^^xsd:string ;
    oboInOwl:id "CHEBI:16469"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:16480 a owl:Class ;
    oboInOwl:hasDbXref "CAS:10102-43-9"^^xsd:string,
        "DrugBank:DB00435"^^xsd:string,
        "Gmelin:451"^^xsd:string,
        "KEGG:C00533"^^xsd:string,
        "KEGG:D00074"^^xsd:string,
        "MolBase:943"^^xsd:string,
        "PDBeChem:NO"^^xsd:string,
        "Reaxys:3587257"^^xsd:string,
        "Wikipedia:Nitric_oxide"^^xsd:string ;
    rdfs:label "nitric oxide"^^xsd:string ;
    definition: "A nitrogen oxide which is a free radical, each molecule of which consists of one nitrogen and one oxygen atom."^^xsd:string ;
    rdfs:subClassOf CHEBI:35196,
        CHEBI:36871,
        CHEBI:62764,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:25512 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35523 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35620 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48578 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:62488 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "NO"^^xsd:string ;
    chebi:inchi "InChI=1S/NO/c1-2"^^xsd:string ;
    chebi:inchikey "MWUXSHHQAYIFBG-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "30.00614"^^xsd:string ;
    chebi:monoisotopicmass "29.99799"^^xsd:string ;
    chebi:smiles "[N]=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:7583"^^xsd:string,
        "CHEBI:14657"^^xsd:string,
        "CHEBI:25546"^^xsd:string,
        "CHEBI:44452"^^xsd:string ;
    oboInOwl:hasExactSynonym "Nitric oxide"^^xsd:string,
        "nitric oxide"^^xsd:string,
        "oxidonitrogen(.)"^^xsd:string,
        "oxoazanyl"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(.)NO"^^xsd:string,
        "(NO)(.)"^^xsd:string,
        "[NO]"^^xsd:string,
        "EDRF"^^xsd:string,
        "endothelium-derived relaxing factor"^^xsd:string,
        "mononitrogen monoxide"^^xsd:string,
        "monoxido de nitrogeno"^^xsd:string,
        "monoxyde d'azote"^^xsd:string,
        "nitrogen monooxide"^^xsd:string,
        "Nitrogen monoxide"^^xsd:string,
        "nitrogen monoxide"^^xsd:string,
        "nitrosyl"^^xsd:string,
        "NO"^^xsd:string,
        "NO(.)"^^xsd:string,
        "oxido de nitrogeno(II)"^^xsd:string,
        "oxido nitrico"^^xsd:string,
        "oxyde azotique"^^xsd:string,
        "oxyde nitrique"^^xsd:string,
        "Stickstoff(II)-oxid"^^xsd:string,
        "Stickstoffmonoxid"^^xsd:string ;
    oboInOwl:id "CHEBI:16480"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:16482 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1421310"^^xsd:string,
        "CAS:91-20-3"^^xsd:string,
        "Gmelin:3347"^^xsd:string,
        "HMDB:HMDB0029751"^^xsd:string,
        "KEGG:C00829"^^xsd:string,
        "KNApSAcK:C00001259"^^xsd:string,
        "MetaCyc:NAPHTHALENE"^^xsd:string,
        "PDBeChem:NPY"^^xsd:string,
        "PMID:10814889"^^xsd:string,
        "PMID:11202734"^^xsd:string,
        "PMID:16220979"^^xsd:string,
        "PMID:16699520"^^xsd:string,
        "PMID:17850896"^^xsd:string,
        "PMID:26875834"^^xsd:string,
        "PMID:26895256"^^xsd:string,
        "PMID:27439360"^^xsd:string,
        "PPDB:1312"^^xsd:string,
        "Reaxys:1421310"^^xsd:string,
        "UM-BBD_compID:c0333"^^xsd:string,
        "Wikipedia:Naphthalene"^^xsd:string ;
    rdfs:label "naphthalene"^^xsd:string ;
    definition: "An aromatic hydrocarbon comprising two fused benzene rings. It occurs in the essential oils of numerous plant species e.g. magnolia."^^xsd:string ;
    rdfs:subClassOf CHEBI:25477,
        CHEBI:35426,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:27311 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:68494 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78298 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C10H8"^^xsd:string ;
    chebi:inchi "InChI=1S/C10H8/c1-2-6-10-8-4-3-7-9(10)5-1/h1-8H"^^xsd:string ;
    chebi:inchikey "UFWIBTONFRDIAS-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "128.17052"^^xsd:string ;
    chebi:monoisotopicmass "128.06260"^^xsd:string ;
    chebi:smiles "c1ccc2ccccc2c1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:7472"^^xsd:string,
        "CHEBI:14638"^^xsd:string,
        "CHEBI:25469"^^xsd:string,
        "CHEBI:44619"^^xsd:string ;
    oboInOwl:hasExactSynonym "NAPHTHALENE"^^xsd:string,
        "Naphthalene"^^xsd:string,
        "naphthalene"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "naftaleno"^^xsd:string,
        "naftalina"^^xsd:string,
        "naphtalene"^^xsd:string,
        "naphtaline"^^xsd:string,
        "Naphthalen"^^xsd:string,
        "Naphthalin"^^xsd:string ;
    oboInOwl:id "CHEBI:16482"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:16494 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:81853"^^xsd:string,
        "Beilstein:122410"^^xsd:string,
        "CAS:62-46-4"^^xsd:string,
        "Drug_Central:4732"^^xsd:string,
        "DrugBank:DB00166"^^xsd:string,
        "ECMDB:ECMDB01451"^^xsd:string,
        "Gmelin:720915"^^xsd:string,
        "KEGG:C00725"^^xsd:string,
        "KEGG:D00086"^^xsd:string,
        "PMID:7519986"^^xsd:string,
        "PMID:7548757"^^xsd:string,
        "PMID:15328413"^^xsd:string,
        "Reaxys:81853"^^xsd:string,
        "Wikipedia:Lipoic_acid"^^xsd:string,
        "YMDB:YMDB00334"^^xsd:string ;
    rdfs:label "lipoic acid"^^xsd:string ;
    definition: "A heterocyclic thia fatty acid comprising pentanoic acid with a 1,2-dithiolan-3-yl group at the 5-position."^^xsd:string ;
    rdfs:subClassOf CHEBI:39192,
        CHEBI:48847,
        CHEBI:59643,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:28837 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:30313 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78675 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:176497 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C8H14O2S2"^^xsd:string ;
    chebi:inchi "InChI=1S/C8H14O2S2/c9-8(10)4-2-1-3-7-5-6-11-12-7/h7H,1-6H2,(H,9,10)"^^xsd:string ;
    chebi:inchikey "AGBQKNBQESQNJD-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "206.32756"^^xsd:string ;
    chebi:monoisotopicmass "206.04352"^^xsd:string ;
    chebi:smiles "OC(=O)CCCCC1CCSS1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:6492"^^xsd:string,
        "CHEBI:25058"^^xsd:string,
        "CHEBI:146958"^^xsd:string ;
    oboInOwl:hasExactSynonym "5-(1,2-dithiolan-3-yl)pentanoic acid"^^xsd:string,
        "Lipoic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1,2-dithiolane-3-pentanoic acid"^^xsd:string,
        "1,2-dithiolane-3-valeric acid"^^xsd:string,
        "5-(1,2-dithiolan-3-yl)valeric acid"^^xsd:string,
        "5-(dithiolan-3-yl)valeric acid"^^xsd:string,
        "5-[3-(1,2-dithiolanyl)]pentanoic acid"^^xsd:string,
        "6,8-thioctic acid"^^xsd:string,
        "6,8-thiotic acid"^^xsd:string,
        "6-thioctic acid"^^xsd:string,
        "6-thiotic acid"^^xsd:string,
        "Acetate-replacing factor"^^xsd:string,
        "alpha-Lipoic acid"^^xsd:string,
        "alpha-lipoic acid"^^xsd:string,
        "alpha-Liponsaeure"^^xsd:string,
        "Biletan"^^xsd:string,
        "liponic acid"^^xsd:string,
        "Thioctansaeure"^^xsd:string,
        "Thioctic acid"^^xsd:string,
        "Thioctsaeure"^^xsd:string,
        "Thioktsaeure"^^xsd:string ;
    oboInOwl:id "CHEBI:16494"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:16522 a owl:Class ;
    oboInOwl:hasDbXref "AGR:IND605478333"^^xsd:string,
        "Beilstein:616241"^^xsd:string,
        "BPDB:1629"^^xsd:string,
        "CAS:1637-39-4"^^xsd:string,
        "CAS:32771-64-5"^^xsd:string,
        "KEGG:C00371"^^xsd:string,
        "KNApSAcK:C00000091"^^xsd:string,
        "MetaCyc:CPD-4210"^^xsd:string,
        "PDBeChem:ZEA"^^xsd:string,
        "PMID:12595714"^^xsd:string,
        "PMID:15321719"^^xsd:string,
        "PMID:16998071"^^xsd:string,
        "PMID:18718563"^^xsd:string,
        "PMID:21964459"^^xsd:string,
        "PMID:23187681"^^xsd:string,
        "PMID:23280040"^^xsd:string,
        "PMID:23656869"^^xsd:string,
        "PMID:24311578"^^xsd:string,
        "PMID:27613625"^^xsd:string,
        "PMID:28737742"^^xsd:string,
        "PMID:29630775"^^xsd:string,
        "PMID:29764985"^^xsd:string,
        "PMID:31682013"^^xsd:string,
        "PMID:33178280"^^xsd:string,
        "PMID:33999454"^^xsd:string,
        "Reaxys:616241"^^xsd:string,
        "Wikipedia:Zeatin"^^xsd:string ;
    rdfs:label "trans-zeatin"^^xsd:string ;
    definition: "The trans-isomer of zeatin."^^xsd:string ;
    rdfs:subClassOf CHEBI:15333,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C10H13N5O"^^xsd:string ;
    chebi:inchi "InChI=1S/C10H13N5O/c1-7(4-16)2-3-11-9-8-10(13-5-12-8)15-6-14-9/h2,5-6,16H,3-4H2,1H3,(H2,11,12,13,14,15)/b7-2+"^^xsd:string ;
    chebi:inchikey "UZKQTCBAMSWPJD-FARCUNLSSA-N"^^xsd:string ;
    chebi:mass "219.248"^^xsd:string ;
    chebi:monoisotopicmass "219.11201"^^xsd:string ;
    chebi:smiles "C\\C(CO)=C/CNC1=C2N=CNC2=NC=N1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:10107"^^xsd:string,
        "CHEBI:12882"^^xsd:string,
        "CHEBI:27359"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2E)-2-methyl-4-(9H-purin-6-ylamino)but-2-en-1-ol"^^xsd:string,
        "trans-Zeatin"^^xsd:string,
        "trans-zeatin"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(E)-2-methyl-4-(1H-purin-6-ylamino)-2-buten-1-ol"^^xsd:string,
        "(E)-2-Methyl-4-(1H-purin-6-ylamino)but-2-en-1-ol"^^xsd:string,
        "(E)-2-methyl-4-(1H-purin-6-ylamino)but-2-en-1-ol"^^xsd:string,
        "(E)-2-methyl-4-(purin-6-ylamino)-2-buten-1-ol"^^xsd:string,
        "(E)-zeatin"^^xsd:string,
        "N6-(4-Hydroxyisopentenyl)adenine"^^xsd:string,
        "Zeatin"^^xsd:string ;
    oboInOwl:id "CHEBI:16522"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:16523 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1721403"^^xsd:string,
        "CAS:312-84-5"^^xsd:string,
        "DrugBank:DB03929"^^xsd:string,
        "ECMDB:ECMDB03406"^^xsd:string,
        "Gmelin:1041392"^^xsd:string,
        "HMDB:HMDB0003406"^^xsd:string,
        "KEGG:C00740"^^xsd:string,
        "MetaCyc:D-SERINE"^^xsd:string,
        "PDBeChem:DSN"^^xsd:string,
        "PMID:11864625"^^xsd:string,
        "PMID:12850593"^^xsd:string,
        "PMID:19212759"^^xsd:string,
        "PMID:19217074"^^xsd:string,
        "PMID:21295046"^^xsd:string,
        "PMID:21914633"^^xsd:string,
        "PMID:21956571"^^xsd:string,
        "PMID:22117694"^^xsd:string,
        "PMID:22128843"^^xsd:string,
        "PMID:22266400"^^xsd:string,
        "PMID:22280157"^^xsd:string,
        "PMID:22362148"^^xsd:string,
        "PMID:22369458"^^xsd:string,
        "PMID:22445805"^^xsd:string,
        "PMID:22465696"^^xsd:string,
        "PMID:22486999"^^xsd:string,
        "Reaxys:1721403"^^xsd:string,
        "YMDB:YMDB00284"^^xsd:string ;
    rdfs:label "D-serine"^^xsd:string ;
    definition: "The R-enantiomer of serine."^^xsd:string ;
    rdfs:subClassOf CHEBI:16733,
        CHEBI:17822,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:32840 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:32841 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:17115 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:35247 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:64571 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C3H7NO3"^^xsd:string ;
    chebi:inchi "InChI=1S/C3H7NO3/c4-2(1-5)3(6)7/h2,5H,1,4H2,(H,6,7)/t2-/m1/s1"^^xsd:string ;
    chebi:inchikey "MTCFGRXMJLQNBG-UWTATZPHSA-N"^^xsd:string ;
    chebi:mass "105.09262"^^xsd:string ;
    chebi:monoisotopicmass "105.04259"^^xsd:string ;
    chebi:smiles "N[C@H](CO)C(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:4245"^^xsd:string,
        "CHEBI:13019"^^xsd:string,
        "CHEBI:21090"^^xsd:string,
        "CHEBI:42262"^^xsd:string,
        "CHEBI:143888"^^xsd:string ;
    oboInOwl:hasExactSynonym "D-SERINE"^^xsd:string,
        "D-Serine"^^xsd:string,
        "D-serine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2R)-2-amino-3-hydroxypropanoic acid"^^xsd:string,
        "(R)-2-Amino-3-hydroxy-propionic acid"^^xsd:string,
        "(R)-2-amino-3-hydroxypropanoic acid"^^xsd:string,
        "D-Serin"^^xsd:string,
        "DSN"^^xsd:string ;
    oboInOwl:id "CHEBI:16523"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:16526 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1900390"^^xsd:string,
        "CAS:124-38-9"^^xsd:string,
        "Drug_Central:4256"^^xsd:string,
        "Gmelin:989"^^xsd:string,
        "HMDB:HMDB0001967"^^xsd:string,
        "KEGG:C00011"^^xsd:string,
        "KEGG:D00004"^^xsd:string,
        "MetaCyc:CARBON-DIOXIDE"^^xsd:string,
        "MolBase:752"^^xsd:string,
        "PDBeChem:CO2"^^xsd:string,
        "PMID:8482095"^^xsd:string,
        "PMID:8818713"^^xsd:string,
        "PMID:8869828"^^xsd:string,
        "PMID:9611769"^^xsd:string,
        "PMID:9730350"^^xsd:string,
        "PMID:10826146"^^xsd:string,
        "PMID:11094503"^^xsd:string,
        "PMID:11584085"^^xsd:string,
        "PMID:11802652"^^xsd:string,
        "PMID:14639145"^^xsd:string,
        "PMID:15050588"^^xsd:string,
        "PMID:16591971"^^xsd:string,
        "PMID:16656478"^^xsd:string,
        "PMID:16659660"^^xsd:string,
        "PMID:17190796"^^xsd:string,
        "PMID:17448243"^^xsd:string,
        "PMID:17878298"^^xsd:string,
        "PMID:17884085"^^xsd:string,
        "PMID:19043767"^^xsd:string,
        "PMID:19259576"^^xsd:string,
        "PMID:19854893"^^xsd:string,
        "PMID:23384758"^^xsd:string,
        "PMID:23828359"^^xsd:string,
        "PMID:24258718"^^xsd:string,
        "PPDB:119"^^xsd:string,
        "Reaxys:1900390"^^xsd:string,
        "UM-BBD_compID:c0131"^^xsd:string,
        "Wikipedia:Carbon_dioxide"^^xsd:string ;
    rdfs:label "carbon dioxide"^^xsd:string ;
    definition: "A one-carbon compound with formula CO2 in which the carbon is attached to each oxygen atom by a double bond. A colourless, odourless gas under normal conditions, it is produced during respiration by all animals, fungi and microorganisms that depend directly or indirectly on living or decaying plants for food."^^xsd:string ;
    rdfs:subClassOf CHEBI:23014,
        CHEBI:64708,
        CHEBI:138675,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35620 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38867 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:46787 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48706 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76413 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77974 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78017 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78433 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "CO2"^^xsd:string ;
    chebi:inchi "InChI=1S/CO2/c2-1-3"^^xsd:string ;
    chebi:inchikey "CURLTUGMZLYLDI-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "44.010"^^xsd:string ;
    chebi:monoisotopicmass "43.98983"^^xsd:string ;
    chebi:smiles "O=C=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:3283"^^xsd:string,
        "CHEBI:13282"^^xsd:string,
        "CHEBI:13283"^^xsd:string,
        "CHEBI:13284"^^xsd:string,
        "CHEBI:13285"^^xsd:string,
        "CHEBI:23011"^^xsd:string,
        "CHEBI:48829"^^xsd:string ;
    oboInOwl:hasExactSynonym "CARBON DIOXIDE"^^xsd:string,
        "Carbon dioxide"^^xsd:string,
        "carbon dioxide"^^xsd:string,
        "dioxidocarbon"^^xsd:string,
        "methanedione"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "[CO2]"^^xsd:string,
        "carbonic anhydride"^^xsd:string,
        "CO2"^^xsd:string,
        "E290"^^xsd:string,
        "E 290"^^xsd:string,
        "E-290"^^xsd:string,
        "R-744"^^xsd:string ;
    oboInOwl:id "CHEBI:16526"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:16541 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C00017"^^xsd:string ;
    rdfs:label "protein polypeptide chain"^^xsd:string ;
    definition: "A naturally occurring polypeptide synthesized at the ribosome."^^xsd:string ;
    rdfs:subClassOf CHEBI:15841,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:33700 ] ;
    oboInOwl:hasAlternativeId "CHEBI:8526"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "a protein"^^xsd:string,
        "polypeptide chain"^^xsd:string,
        "Protein"^^xsd:string,
        "protein polypeptide chains"^^xsd:string ;
    oboInOwl:id "CHEBI:16541"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:16551 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1292766"^^xsd:string,
        "CAS:99-20-7"^^xsd:string,
        "Gmelin:2145829"^^xsd:string,
        "HMDB:HMDB0000975"^^xsd:string,
        "KEGG:C01083"^^xsd:string,
        "KEGG:G00293"^^xsd:string,
        "KNApSAcK:C00001152"^^xsd:string,
        "LINCS:LSM-37121"^^xsd:string,
        "MetaCyc:TREHALOSE"^^xsd:string,
        "PDBeChem:TRE"^^xsd:string,
        "PMID:17439666"^^xsd:string,
        "PMID:20477758"^^xsd:string,
        "Reaxys:1292766"^^xsd:string,
        "Wikipedia:Trehalose"^^xsd:string ;
    rdfs:label "alpha,alpha-trehalose"^^xsd:string ;
    definition: "A trehalose in which both glucose residues have alpha-configuration at the anomeric carbon."^^xsd:string ;
    rdfs:subClassOf CHEBI:27082,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:176497 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C12H22O11"^^xsd:string ;
    chebi:inchi "InChI=1S/C12H22O11/c13-1-3-5(15)7(17)9(19)11(21-3)23-12-10(20)8(18)6(16)4(2-14)22-12/h3-20H,1-2H2/t3-,4-,5-,6-,7+,8+,9-,10-,11-,12-/m1/s1"^^xsd:string ;
    chebi:inchikey "HDTRYLNUVZCQOY-LIZSDCNHSA-N"^^xsd:string ;
    chebi:mass "342.29648"^^xsd:string ;
    chebi:monoisotopicmass "342.11621"^^xsd:string ;
    chebi:smiles "OC[C@H]1O[C@H](O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:10202"^^xsd:string,
        "CHEBI:12281"^^xsd:string,
        "CHEBI:12284"^^xsd:string,
        "CHEBI:12287"^^xsd:string,
        "CHEBI:15251"^^xsd:string,
        "CHEBI:22365"^^xsd:string,
        "CHEBI:46211"^^xsd:string ;
    oboInOwl:hasExactSynonym "alpha,alpha-Trehalose"^^xsd:string,
        "alpha,alpha-trehalose"^^xsd:string,
        "alpha-D-glucopyranosyl alpha-D-glucopyranoside"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(Glc)2"^^xsd:string,
        "alpha,alpha'-Trehalose"^^xsd:string,
        "alpha-D-Glcp-(1<->1)-alpha-D-Glcp"^^xsd:string,
        "alpha-D-glucopyranosyl-alpha-D-glucopyranoside"^^xsd:string,
        "alpha-D-Trehalose"^^xsd:string,
        "alpha-trehalose"^^xsd:string,
        "D-(+)-trehalose"^^xsd:string,
        "ergot sugar"^^xsd:string,
        "mycose"^^xsd:string,
        "TREHALOSE"^^xsd:string,
        "Trehalose"^^xsd:string ;
    oboInOwl:id "CHEBI:16551"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:16567 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:3904977"^^xsd:string,
        "Gmelin:131077"^^xsd:string,
        "HMDB:HMDB0001123"^^xsd:string,
        "KEGG:C00108"^^xsd:string,
        "MetaCyc:ANTHRANILATE"^^xsd:string,
        "Reaxys:3904977"^^xsd:string,
        "UM-BBD_compID:c0345"^^xsd:string ;
    rdfs:label "anthranilate"^^xsd:string ;
    definition: "An aminobenzoate that is the conjugate base of anthranilic acid, obtained by deprotonation of the carboxy group."^^xsd:string ;
    rdfs:subClassOf CHEBI:22494,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:30754 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C7H6NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C7H7NO2/c8-6-4-2-1-3-5(6)7(9)10/h1-4H,8H2,(H,9,10)/p-1"^^xsd:string ;
    chebi:inchikey "RWZYAGGXGHYGMB-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "136.12808"^^xsd:string ;
    chebi:monoisotopicmass "136.04040"^^xsd:string ;
    chebi:smiles "Nc1ccccc1C([O-])=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:13841"^^xsd:string,
        "CHEBI:22575"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-aminobenzoate"^^xsd:string,
        "anthranilate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:16567"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:16634 a owl:Class ;
    oboInOwl:hasDbXref "CAS:512-69-6"^^xsd:string,
        "HMDB:HMDB0003213"^^xsd:string,
        "KEGG:C00492"^^xsd:string,
        "KEGG:G00249"^^xsd:string,
        "KNApSAcK:C00001145"^^xsd:string,
        "MetaCyc:CPD-1099"^^xsd:string,
        "PDBeChem:RAF"^^xsd:string,
        "PMID:23317449"^^xsd:string,
        "PMID:23879777"^^xsd:string,
        "PMID:23882273"^^xsd:string,
        "PMID:24001862"^^xsd:string,
        "PMID:24354450"^^xsd:string,
        "PMID:24360500"^^xsd:string,
        "Reaxys:99543"^^xsd:string,
        "Wikipedia:Raffinose"^^xsd:string ;
    rdfs:label "raffinose"^^xsd:string ;
    definition: "A trisaccharide composed of alpha-D-galactopyranose, alpha-D-glucopyranose and beta-D-fructofuranose joined in sequence by 1->6 and 1<->2 glycosidic linkages, respectively."^^xsd:string ;
    rdfs:subClassOf CHEBI:27150,
        CHEBI:74961,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C18H32O16"^^xsd:string ;
    chebi:inchi "InChI=1S/C18H32O16/c19-1-5-8(22)11(25)13(27)16(31-5)30-3-7-9(23)12(26)14(28)17(32-7)34-18(4-21)15(29)10(24)6(2-20)33-18/h5-17,19-29H,1-4H2/t5-,6-,7-,8+,9-,10-,11+,12+,13-,14-,15+,16+,17-,18+/m1/s1"^^xsd:string ;
    chebi:inchikey "MUPFEKGTMRGPLJ-ZQSKZDJDSA-N"^^xsd:string ;
    chebi:mass "504.43710"^^xsd:string ;
    chebi:monoisotopicmass "504.16903"^^xsd:string ;
    chebi:smiles "OC[C@H]1O[C@H](OC[C@H]2O[C@H](O[C@]3(CO)O[C@H](CO)[C@@H](O)[C@@H]3O)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@@H](O)[C@H]1O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:8771"^^xsd:string,
        "CHEBI:15015"^^xsd:string,
        "CHEBI:26521"^^xsd:string,
        "CHEBI:49843"^^xsd:string ;
    oboInOwl:hasExactSynonym "beta-D-fructofuranosyl alpha-D-galactopyranosyl-(1->6)-alpha-D-glucopyranoside"^^xsd:string,
        "Raffinose"^^xsd:string,
        "raffinose"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "6G-alpha-D-galactosylsucrose"^^xsd:string,
        "alpha-D-galactopyranosyl-(1->6)-alpha-D-glucopyranosyl beta-D-fructofuranoside"^^xsd:string,
        "alpha-D-Galp-(1->6)-alpha-D-Glcp-(1<->2)-beta-D-Fruf"^^xsd:string,
        "Gossypose"^^xsd:string,
        "Melitose"^^xsd:string,
        "Melitriose"^^xsd:string,
        "rafinose"^^xsd:string,
        "raflinose"^^xsd:string ;
    oboInOwl:id "CHEBI:16634"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:16643 a owl:Class ;
    oboInOwl:hasDbXref "CAS:63-68-3"^^xsd:string,
        "Drug_Central:3347"^^xsd:string,
        "DrugBank:DB00134"^^xsd:string,
        "ECMDB:ECMDB00696"^^xsd:string,
        "Gmelin:26935"^^xsd:string,
        "HMDB:HMDB0000696"^^xsd:string,
        "KEGG:C00073"^^xsd:string,
        "KEGG:D00019"^^xsd:string,
        "KNApSAcK:C00001379"^^xsd:string,
        "MetaCyc:MET"^^xsd:string,
        "PDBeChem:MET_LFOH"^^xsd:string,
        "PMID:5764336"^^xsd:string,
        "PMID:16575097"^^xsd:string,
        "PMID:21683740"^^xsd:string,
        "PMID:21946918"^^xsd:string,
        "PMID:22200379"^^xsd:string,
        "PMID:22370952"^^xsd:string,
        "PMID:22448874"^^xsd:string,
        "PMID:22517898"^^xsd:string,
        "PMID:24126240"^^xsd:string,
        "PMID:24939187"^^xsd:string,
        "Reaxys:1722294"^^xsd:string,
        "YMDB:YMDB00318"^^xsd:string ;
    rdfs:label "L-methionine"^^xsd:string ;
    definition: "The L-enantiomer of methionine."^^xsd:string ;
    rdfs:subClassOf CHEBI:16811,
        CHEBI:22658,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:32631 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:32632 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:16867 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:57844 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:27027 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50733 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:74529 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5H11NO2S"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H11NO2S/c1-9-3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/t4-/m0/s1"^^xsd:string ;
    chebi:inchikey "FFEARJCKVFRZRR-BYPYZUCNSA-N"^^xsd:string ;
    chebi:mass "149.21238"^^xsd:string ;
    chebi:monoisotopicmass "149.05105"^^xsd:string ;
    chebi:smiles "CSCC[C@H](N)C(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:6271"^^xsd:string,
        "CHEBI:13141"^^xsd:string,
        "CHEBI:21360"^^xsd:string,
        "CHEBI:43990"^^xsd:string ;
    oboInOwl:hasExactSynonym "L-Methionine"^^xsd:string,
        "L-methionine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2S)-2-amino-4-(methylsulfanyl)butanoic acid"^^xsd:string,
        "(S)-2-amino-4-(methylthio)butanoic acid"^^xsd:string,
        "(S)-2-amino-4-(methylthio)butyric acid"^^xsd:string,
        "(S)-methionine"^^xsd:string,
        "L-(-)-methionine"^^xsd:string,
        "L-alpha-amino-gamma-methylmercaptobutyric acid"^^xsd:string,
        "L-Methionin"^^xsd:string,
        "M"^^xsd:string,
        "Met"^^xsd:string,
        "METHIONINE"^^xsd:string,
        "Methionine"^^xsd:string ;
    oboInOwl:id "CHEBI:16643"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:16646 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Carbohydrate"^^xsd:string ;
    rdfs:label "carbohydrate"^^xsd:string ;
    definition: "Any member of the class of organooxygen compounds that is a polyhydroxy-aldehyde or -ketone or a lactol resulting from their intramolecular condensation (monosaccharides); substances derived from these by reduction of the carbonyl group (alditols), by oxidation of one or more hydroxy groups to afford the corresponding aldehydes, ketones, or carboxylic acids, or by replacement of one or more hydroxy group(s) by a hydrogen atom; and polymeric products arising by intermolecular acetal formation between two or more such molecules (disaccharides, polysaccharides and oligosaccharides). Carbohydrates contain only carbon, hydrogen and oxygen atoms; prior to any oxidation or reduction, most have the empirical formula Cm(H2O)n. Compounds obtained from carbohydrates by substitution, etc., are known as carbohydrate derivatives and may contain other elements. Cyclitols are generally not regarded as carbohydrates."^^xsd:string ;
    rdfs:subClassOf CHEBI:78616 ;
    oboInOwl:hasAlternativeId "CHEBI:9318"^^xsd:string,
        "CHEBI:15131"^^xsd:string,
        "CHEBI:23008"^^xsd:string ;
    oboInOwl:hasExactSynonym "carbohydrate"^^xsd:string,
        "carbohydrates"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "a carbohydrate"^^xsd:string,
        "carbohidrato"^^xsd:string,
        "carbohidratos"^^xsd:string,
        "glucide"^^xsd:string,
        "glucides"^^xsd:string,
        "glucido"^^xsd:string,
        "glucidos"^^xsd:string,
        "hydrates de carbone"^^xsd:string,
        "Kohlenhydrat"^^xsd:string,
        "Kohlenhydrate"^^xsd:string,
        "saccharide"^^xsd:string,
        "saccharides"^^xsd:string,
        "saccharidum"^^xsd:string ;
    oboInOwl:id "CHEBI:16646"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:16664 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:752696"^^xsd:string,
        "CAS:54965-21-8"^^xsd:string,
        "Drug_Central:103"^^xsd:string,
        "DrugBank:DB00518"^^xsd:string,
        "HMDB:HMDB0014659"^^xsd:string,
        "KEGG:C01779"^^xsd:string,
        "KEGG:D00134"^^xsd:string,
        "LINCS:LSM-3782"^^xsd:string,
        "MetaCyc:ALBENDAZOLE"^^xsd:string,
        "Pesticides:albendazole"^^xsd:string,
        "PMID:22152396"^^xsd:string,
        "PMID:24403707"^^xsd:string,
        "PMID:24411094"^^xsd:string,
        "Reaxys:752696"^^xsd:string,
        "VSDB:895"^^xsd:string,
        "Wikipedia:Albendazole"^^xsd:string ;
    rdfs:label "albendazole"^^xsd:string ;
    definition: "A carbamate ester that is methyl 1H-benzimidazol-2-ylcarbamate substituted by a propylsulfanyl group at position 5. It is commonly used in the treatment of parasitic worm infestations."^^xsd:string ;
    rdfs:subClassOf CHEBI:35683,
        CHEBI:87064,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35443 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:61951 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C12H15N3O2S"^^xsd:string ;
    chebi:inchi "InChI=1S/C12H15N3O2S/c1-3-6-18-8-4-5-9-10(7-8)14-11(13-9)15-12(16)17-2/h4-5,7H,3,6H2,1-2H3,(H2,13,14,15,16)"^^xsd:string ;
    chebi:inchikey "HXHWSAZORRCQMX-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "265.33252"^^xsd:string ;
    chebi:monoisotopicmass "265.08850"^^xsd:string ;
    chebi:smiles "CCCSc1ccc2[nH]c(NC(=O)OC)nc2c1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:2545"^^xsd:string,
        "CHEBI:13751"^^xsd:string,
        "CHEBI:22286"^^xsd:string ;
    oboInOwl:hasExactSynonym "Albendazole"^^xsd:string,
        "albendazole"^^xsd:string,
        "methyl [5-(propylsulfanyl)-1H-benzimidazol-2-yl]carbamate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "5-(propylthio)-2-carbomethoxyaminobenzimidazole"^^xsd:string,
        "(5-(propylthio)-1H-benzimidazol-2-yl)carbamic acid methyl ester"^^xsd:string,
        "Albenza"^^xsd:string,
        "Eskazole"^^xsd:string,
        "O-methyl N-(5-(propylthio)-2-benzimidazolyl)carbamate"^^xsd:string,
        "Proftril"^^xsd:string,
        "Valbazen"^^xsd:string,
        "Zentel"^^xsd:string ;
    oboInOwl:id "CHEBI:16664"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:16670 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C00012"^^xsd:string ;
    rdfs:label "peptide"^^xsd:string ;
    definition: "Amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another with formal loss of water. The term is usually applied to structures formed from alpha-amino acids, but it includes those derived from any amino carboxylic acid. X = OH, OR, NH2, NHR, etc."^^xsd:string ;
    rdfs:subClassOf CHEBI:37622,
        CHEBI:50047,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:60466 ],
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:33708 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "(C2H2NOR)nC2H3NOR"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:7990"^^xsd:string,
        "CHEBI:14753"^^xsd:string,
        "CHEBI:25906"^^xsd:string ;
    oboInOwl:hasExactSynonym "Peptide"^^xsd:string,
        "peptides"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Peptid"^^xsd:string,
        "peptido"^^xsd:string,
        "peptidos"^^xsd:string ;
    oboInOwl:id "CHEBI:16670"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:16684 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1545928"^^xsd:string,
        "Beilstein:4236545"^^xsd:string,
        "CAS:51-55-8"^^xsd:string,
        "DrugBank:DB00572"^^xsd:string,
        "HMDB:HMDB0014712"^^xsd:string,
        "KEGG:C01479"^^xsd:string,
        "KEGG:D00113"^^xsd:string,
        "PMID:15374592"^^xsd:string,
        "PMID:18369575"^^xsd:string,
        "Reaxys:1545928"^^xsd:string ;
    rdfs:label "atropine"^^xsd:string ;
    definition: "A  racemate composed of equimolar concentrations of (S)- and (R)-atropine . It is obtained from deadly nightshade (Atropa belladonna) and other plants of the family Solanaceae."^^xsd:string ;
    rdfs:subClassOf CHEBI:60911,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:17486 ],
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:48882 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35523 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38070 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48876 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50370 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50513 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:60807 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:136860 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:146270 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C17H23NO3"^^xsd:string ;
    chebi:inchi "InChI=1S/C17H23NO3/c1-18-13-7-8-14(18)10-15(9-13)21-17(20)16(11-19)12-5-3-2-4-6-12/h2-6,13-16,19H,7-11H2,1H3/t13-,14+,15+,16?"^^xsd:string ;
    chebi:inchikey "RKUNBYITZUJHSG-SPUOUPEWSA-N"^^xsd:string ;
    chebi:mass "289.36946"^^xsd:string ;
    chebi:monoisotopicmass "289.16779"^^xsd:string ;
    chebi:smiles "CN1[C@H]2CC[C@@H]1C[C@@H](C2)OC(=O)C(CO)c1ccccc1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:2917"^^xsd:string,
        "CHEBI:13866"^^xsd:string,
        "CHEBI:22674"^^xsd:string,
        "CHEBI:24754"^^xsd:string ;
    oboInOwl:hasExactSynonym "Atropine"^^xsd:string,
        "rac-(3-endo)-8-methyl-8-azabicyclo[3.2.1]oct-3-yl 3-hydroxy-2-phenylpropanoate"^^xsd:string,
        "rac-tropan-3alpha-yl 3-hydroxy-2-phenylpropanoate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "8-methyl-8-azabicyclo[3.2.1]oct-3-yl 3-hydroxy-2-phenylpropanoate"^^xsd:string,
        "8-methyl-8-azabicyclo[3.2.1]oct-3-yl tropate"^^xsd:string,
        "(3-endo)-8-methyl-8-azabicyclo[3.2.1]oct-3-yl tropate"^^xsd:string,
        "(+,-)-tropyl tropate"^^xsd:string,
        "(+-)-atropine"^^xsd:string,
        "(+-)-hyoscyamine"^^xsd:string,
        "[(1S,5R)-8-methyl-8-azabicyclo[3.2.1]oct-3-yl] 3-hydroxy-2-phenyl-propanoate"^^xsd:string,
        "Atropin"^^xsd:string,
        "atropina"^^xsd:string,
        "dl-Hyoscyamine"^^xsd:string,
        "dl-tropyltropate"^^xsd:string,
        "tropine tropate"^^xsd:string ;
    oboInOwl:id "CHEBI:16684"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:16689 a owl:Class ;
    oboInOwl:hasDbXref "CAS:639-97-4"^^xsd:string,
        "KEGG:C01488"^^xsd:string ;
    rdfs:label "D-apiose"^^xsd:string ;
    rdfs:subClassOf CHEBI:26938 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5H10O5"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H10O5/c6-1-4(9)5(10,2-7)3-8/h1,4,7-10H,2-3H2/t4-/m0/s1"^^xsd:string ;
    chebi:inchikey "AVGPOAXYRRIZMM-BYPYZUCNSA-N"^^xsd:string ;
    chebi:mass "150.12990"^^xsd:string ;
    chebi:monoisotopicmass "150.05282"^^xsd:string ;
    chebi:smiles "OCC(O)(CO)[C@@H](O)C=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:4099"^^xsd:string,
        "CHEBI:12911"^^xsd:string,
        "CHEBI:20908"^^xsd:string,
        "CHEBI:57860"^^xsd:string ;
    oboInOwl:hasExactSynonym "3-C-(hydroxymethyl)-D-glycero-tetrose"^^xsd:string,
        "D-Apiose"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3-C-Hydroxymethyltetrose"^^xsd:string,
        "aldehydo-D-apiose"^^xsd:string,
        "Apiose"^^xsd:string,
        "D-Api"^^xsd:string ;
    oboInOwl:id "CHEBI:16689"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:16701 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C01117"^^xsd:string ;
    rdfs:label "nucleoside 5'-phosphate"^^xsd:string ;
    definition: "A ribosyl or deoxyribosyl derivative of a pyrimidine or purine base in which C-5 of the ribose ring is mono-, di-, tri- or tetra-phosphorylated."^^xsd:string ;
    rdfs:subClassOf CHEBI:29075,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:57867 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5H9O6PR2"^^xsd:string ;
    chebi:mass "196.09510"^^xsd:string ;
    chebi:monoisotopicmass "196.01367"^^xsd:string ;
    chebi:smiles "O[C@H]1[C@@H]([*])[C@H]([*])O[C@@H]1COP(O)(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:7650"^^xsd:string,
        "CHEBI:14674"^^xsd:string,
        "CHEBI:25603"^^xsd:string ;
    oboInOwl:hasExactSynonym "Nucleoside 5'-phosphate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "nucleoside 5'-phosphates"^^xsd:string ;
    oboInOwl:id "CHEBI:16701"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:16705 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:15080"^^xsd:string,
        "Beilstein:959078"^^xsd:string,
        "CAS:551-16-6"^^xsd:string,
        "Gmelin:1876702"^^xsd:string,
        "KEGG:C02954"^^xsd:string,
        "Patent:US2941995"^^xsd:string,
        "PDBeChem:X1E"^^xsd:string,
        "PMID:1384868"^^xsd:string,
        "PMID:1701026"^^xsd:string,
        "PMID:6166603"^^xsd:string,
        "PMID:12569987"^^xsd:string,
        "PMID:14687482"^^xsd:string,
        "PMID:20970923"^^xsd:string,
        "PMID:21614893"^^xsd:string,
        "PMID:24293403"^^xsd:string,
        "PMID:24389703"^^xsd:string,
        "PMID:24631718"^^xsd:string,
        "PMID:25057428"^^xsd:string,
        "PMID:26852849"^^xsd:string,
        "PMID:26986755"^^xsd:string,
        "Reaxys:15080"^^xsd:string,
        "Wikipedia:6-APA"^^xsd:string ;
    rdfs:label "6-aminopenicillanic acid"^^xsd:string ;
    definition: "A penicillanic acid compound having a (6R)-amino substituent. The active nucleus common to all penicillins, it may be substituted at the 6-amino position to form the semisynthetic penicillins, resulting in a variety of antibacterial and pharmacologic characteristics."^^xsd:string ;
    rdfs:subClassOf CHEBI:25865,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:37806 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:30938 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:57869 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50904 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C8H12N2O3S"^^xsd:string ;
    chebi:inchi "InChI=1S/C8H12N2O3S/c1-8(2)4(7(12)13)10-5(11)3(9)6(10)14-8/h3-4,6H,9H2,1-2H3,(H,12,13)/t3-,4+,6-/m1/s1"^^xsd:string ;
    chebi:inchikey "NGHVIOIJCVXTGV-ALEPSDHESA-N"^^xsd:string ;
    chebi:mass "216.260"^^xsd:string ;
    chebi:monoisotopicmass "216.05686"^^xsd:string ;
    chebi:smiles "C([C@H]1C(S[C@@]2([C@@H](C(N12)=O)N)[H])(C)C)(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:2172"^^xsd:string,
        "CHEBI:20705"^^xsd:string ;
    oboInOwl:hasExactSynonym "6-amino-2,2-dimethylpenam-3alpha-carboxylic acid"^^xsd:string,
        "6-Aminopenicillanic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "6-Aminopenicillamine acid"^^xsd:string,
        "6-Aminopenicillanate"^^xsd:string,
        "6-APA"^^xsd:string,
        "6-Apa"^^xsd:string,
        "6-Aps"^^xsd:string,
        "6beta-aminopenicillanic acid"^^xsd:string,
        "(2S,5R,6R)-6-amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid"^^xsd:string,
        "(+)-6-aminopenicillanic acid"^^xsd:string,
        "Aminopenicillanic acid"^^xsd:string,
        "Penicin"^^xsd:string,
        "Penin"^^xsd:string,
        "Phenacyl 6-aminopenicillinate"^^xsd:string ;
    oboInOwl:id "CHEBI:16705"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:16708 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:608603"^^xsd:string,
        "CAS:73-24-5"^^xsd:string,
        "Drug_Central:89"^^xsd:string,
        "DrugBank:DB00173"^^xsd:string,
        "Gmelin:3903"^^xsd:string,
        "HMDB:HMDB0000034"^^xsd:string,
        "KEGG:C00147"^^xsd:string,
        "KEGG:D00034"^^xsd:string,
        "KNApSAcK:C00001490"^^xsd:string,
        "MetaCyc:ADENINE"^^xsd:string,
        "PDBeChem:ADE"^^xsd:string,
        "PMID:8070089"^^xsd:string,
        "PMID:11985597"^^xsd:string,
        "PMID:12829005"^^xsd:string,
        "PMID:12951489"^^xsd:string,
        "PMID:15063338"^^xsd:string,
        "PMID:15715490"^^xsd:string,
        "PMID:17439666"^^xsd:string,
        "Reaxys:608603"^^xsd:string,
        "Wikipedia:Adenine"^^xsd:string ;
    rdfs:label "adenine"^^xsd:string ;
    definition: "The parent compound of the 6-aminopurines, composed of a purine having an amino group at C-6."^^xsd:string ;
    rdfs:subClassOf CHEBI:20706,
        CHEBI:26386,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:35589 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:83056 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5H5N5"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H5N5/c6-4-3-5(9-1-7-3)10-2-8-4/h1-2H,(H3,6,7,8,9,10)"^^xsd:string ;
    chebi:inchikey "GFFGJBXGBJISGV-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "135.12690"^^xsd:string ;
    chebi:monoisotopicmass "135.05450"^^xsd:string ;
    chebi:smiles "Nc1ncnc2[nH]cnc12"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:2470"^^xsd:string,
        "CHEBI:13733"^^xsd:string,
        "CHEBI:22236"^^xsd:string,
        "CHEBI:40579"^^xsd:string ;
    oboInOwl:hasExactSynonym "9H-purin-6-amine"^^xsd:string,
        "ADENINE"^^xsd:string,
        "Adenine"^^xsd:string,
        "adenine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "6-Aminopurine"^^xsd:string,
        "A"^^xsd:string,
        "Ade"^^xsd:string,
        "Adenin"^^xsd:string ;
    oboInOwl:id "CHEBI:16708"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:16709 a owl:Class ;
    oboInOwl:hasDbXref "AGR:IND607198670"^^xsd:string,
        "Beilstein:139854"^^xsd:string,
        "CAS:65-23-6"^^xsd:string,
        "Chemspider:1025"^^xsd:string,
        "Drug_Central:2836"^^xsd:string,
        "DrugBank:DB00165"^^xsd:string,
        "FooDB:FDB000574"^^xsd:string,
        "Gmelin:563676"^^xsd:string,
        "HMDB:HMDB0000239"^^xsd:string,
        "KEGG:C00314"^^xsd:string,
        "KEGG:D08454"^^xsd:string,
        "KNApSAcK:C00001551"^^xsd:string,
        "LINCS:LSM-5324"^^xsd:string,
        "MetaCyc:PYRIDOXINE"^^xsd:string,
        "PDBeChem:UEG"^^xsd:string,
        "PMID:559690"^^xsd:string,
        "PMID:2580028"^^xsd:string,
        "PMID:2885064"^^xsd:string,
        "PMID:3710434"^^xsd:string,
        "PMID:6624427"^^xsd:string,
        "PMID:6801073"^^xsd:string,
        "PMID:9625217"^^xsd:string,
        "PMID:10687314"^^xsd:string,
        "PMID:10894227"^^xsd:string,
        "PMID:11562405"^^xsd:string,
        "PMID:12640345"^^xsd:string,
        "PMID:12768081"^^xsd:string,
        "PMID:13046427"^^xsd:string,
        "PMID:15132238"^^xsd:string,
        "PMID:15369738"^^xsd:string,
        "PMID:15756083"^^xsd:string,
        "PMID:16236150"^^xsd:string,
        "PMID:16277693"^^xsd:string,
        "PMID:16690736"^^xsd:string,
        "PMID:17044573"^^xsd:string,
        "PMID:22932811"^^xsd:string,
        "PMID:24035968"^^xsd:string,
        "PMID:24601602"^^xsd:string,
        "PMID:27113583"^^xsd:string,
        "PMID:31093449"^^xsd:string,
        "PMID:32105687"^^xsd:string,
        "PMID:33549283"^^xsd:string,
        "PMID:33665688"^^xsd:string,
        "Reaxys:139854"^^xsd:string,
        "Wikipedia:Pyridoxine"^^xsd:string ;
    rdfs:label "pyridoxine"^^xsd:string ;
    definition: "A hydroxymethylpyridine with hydroxymethyl groups at positions 4 and 5, a hydroxy group at position 3 and a methyl group at position 2. The 4-methanol form of vitamin B6, it is converted intoto pyridoxal phosphate which is a coenzyme for synthesis of amino acids, neurotransmitters, sphingolipids and aminolevulinic acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:25340,
        CHEBI:27306,
        CHEBI:38182,
        CHEBI:38196,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:23357 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C8H11NO3"^^xsd:string ;
    chebi:inchi "InChI=1S/C8H11NO3/c1-5-8(12)7(4-11)6(3-10)2-9-5/h2,10-12H,3-4H2,1H3"^^xsd:string ;
    chebi:inchikey "LXNHXLLTXMVWPM-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "169.180"^^xsd:string ;
    chebi:monoisotopicmass "169.07389"^^xsd:string ;
    chebi:smiles "CC1=C(O)C(CO)=C(CO)C=N1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:8671"^^xsd:string,
        "CHEBI:14981"^^xsd:string,
        "CHEBI:26429"^^xsd:string ;
    oboInOwl:hasExactSynonym "4,5-bis(hydroxymethyl)-2-methylpyridin-3-ol"^^xsd:string,
        "pyridoxine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-methyl-3-hydroxy-4,5-bis(hydroxymethyl)pyridine"^^xsd:string,
        "2-methyl-3-hydroxy-4,5-di(hydroxymethyl)pyridine"^^xsd:string,
        "2-Methyl-3-hydroxy-4,5-dihydroxymethyl-pyridin"^^xsd:string,
        "2-methyl-3-hydroxy-4,5-dihydroxymethylpyridine"^^xsd:string,
        "2-methyl-4,5-bis(hydroxymethyl)-3-hydroxypyridine"^^xsd:string,
        "2-methyl-4,5-dimethylol-pyridin-3-ol"^^xsd:string,
        "3-hydroxy-2-picoline-4,5-dimethanol"^^xsd:string,
        "3-hydroxy-4,5-bis(hydroxymethyl)-2-methylpyridine"^^xsd:string,
        "3-hydroxy-4,5-dimethylol-alpha-picoline"^^xsd:string,
        "4,5-bis(hydroxymethyl)-2-methyl-pyridin-3-ol"^^xsd:string,
        "5-hydroxy-6-methyl-3,4-pyridinedimethanol"^^xsd:string,
        "piridossina"^^xsd:string,
        "pyridoxina"^^xsd:string,
        "pyridoxine"^^xsd:string,
        "pyridoxinum"^^xsd:string,
        "Pyridoxol"^^xsd:string,
        "pyridoxolum"^^xsd:string,
        "vitamin B6"^^xsd:string ;
    oboInOwl:id "CHEBI:16709"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:16714 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:94996"^^xsd:string,
        "Beilstein:5303198"^^xsd:string,
        "Beilstein:5768734"^^xsd:string,
        "CAS:76-57-3"^^xsd:string,
        "Drug_Central:725"^^xsd:string,
        "DrugBank:DB00318"^^xsd:string,
        "Gmelin:232454"^^xsd:string,
        "KEGG:C06174"^^xsd:string,
        "KNApSAcK:C00001837"^^xsd:string,
        "PMID:2215478"^^xsd:string,
        "PMID:9776433"^^xsd:string,
        "PMID:23507688"^^xsd:string,
        "PMID:24069665"^^xsd:string,
        "PMID:24176887"^^xsd:string,
        "PMID:24324229"^^xsd:string,
        "PMID:24396053"^^xsd:string,
        "PMID:24458010"^^xsd:string,
        "PMID:24491926"^^xsd:string,
        "PMID:24517264"^^xsd:string,
        "Reaxys:94996"^^xsd:string,
        "Wikipedia:Codeine"^^xsd:string ;
    rdfs:label "codeine"^^xsd:string ;
    definition: "A  morphinane alkaloid found in the opium poppy, Papaver somniferum var. album; has analgesic, anti-tussive and anti-diarrhoeal properties."^^xsd:string ;
    rdfs:subClassOf CHEBI:25418,
        CHEBI:38164,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:17303 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:57871 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35482 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35703 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50266 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:51177 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:60606 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78298 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:88188 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C18H21NO3"^^xsd:string ;
    chebi:inchi "InChI=1S/C18H21NO3/c1-19-8-7-18-11-4-5-13(20)17(18)22-16-14(21-2)6-3-10(15(16)18)9-12(11)19/h3-6,11-13,17,20H,7-9H2,1-2H3/t11-,12+,13-,17-,18-/m0/s1"^^xsd:string ;
    chebi:inchikey "OROGSEYTTFOCAN-DNJOTXNNSA-N"^^xsd:string ;
    chebi:mass "299.36420"^^xsd:string ;
    chebi:monoisotopicmass "299.15214"^^xsd:string ;
    chebi:smiles "[H][C@]12C=C[C@H](O)[C@@H]3Oc4c(OC)ccc5C[C@H]1N(C)CC[C@@]23c45"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:3803"^^xsd:string,
        "CHEBI:14006"^^xsd:string,
        "CHEBI:23348"^^xsd:string ;
    oboInOwl:hasExactSynonym "3-methoxy-17-methyl-7,8-didehydro-4,5alpha-epoxymorphinan-6alpha-ol"^^xsd:string,
        "Codeine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "7,8-didehydro-4,5alpha-epoxy-3-methoxy-17-methylmorphinan-6alpha-ol"^^xsd:string,
        "(1S,13R,14S,17R)-10-methoxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0(1,13).0(5,17).0(7,18)]octadeca-7(18),8,10,15-tetraen-14-ol"^^xsd:string,
        "(5alpha,6alpha)-7,8-Didehydro-4,5-epoxy-3-methoxy-17-methylmorphinan-6-ol"^^xsd:string,
        "(-)-Codeine"^^xsd:string,
        "Codein"^^xsd:string,
        "codeina"^^xsd:string,
        "codeine"^^xsd:string,
        "codeine anhydrous"^^xsd:string,
        "Codicept"^^xsd:string,
        "Coducept"^^xsd:string,
        "l-codeine"^^xsd:string,
        "methylmorphine"^^xsd:string,
        "morphine 3-methyl ether"^^xsd:string,
        "morphine monomethyl ether"^^xsd:string,
        "morphine-3-methyl ether"^^xsd:string,
        "O(3)-methylmorphine"^^xsd:string ;
    oboInOwl:id "CHEBI:16714"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:16716 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:969212"^^xsd:string,
        "CAS:71-43-2"^^xsd:string,
        "Gmelin:1671"^^xsd:string,
        "HMDB:HMDB0001505"^^xsd:string,
        "KEGG:C01407"^^xsd:string,
        "PDBeChem:BNZ"^^xsd:string,
        "PMID:6353911"^^xsd:string,
        "PMID:8124204"^^xsd:string,
        "PMID:11684179"^^xsd:string,
        "PMID:11993966"^^xsd:string,
        "PMID:12857942"^^xsd:string,
        "PMID:14677922"^^xsd:string,
        "PMID:15468289"^^xsd:string,
        "PMID:15935818"^^xsd:string,
        "PMID:16161967"^^xsd:string,
        "PMID:17373369"^^xsd:string,
        "PMID:18072742"^^xsd:string,
        "PMID:18407866"^^xsd:string,
        "PMID:18409691"^^xsd:string,
        "PMID:18836923"^^xsd:string,
        "PMID:19228219"^^xsd:string,
        "PMID:21325737"^^xsd:string,
        "PMID:23088855"^^xsd:string,
        "PMID:23222815"^^xsd:string,
        "PMID:23534829"^^xsd:string,
        "Reaxys:969212"^^xsd:string,
        "UM-BBD_compID:c0142"^^xsd:string,
        "Wikipedia:Benzene"^^xsd:string ;
    rdfs:label "benzene"^^xsd:string ;
    definition: "A six-carbon aromatic annulene in which each carbon atom donates one of its two 2p electrons into a delocalised pi system. A toxic, flammable liquid byproduct of coal distillation, it is used as an industrial solvent. Benzene is a carcinogen that also damages bone marrow and the central nervous system."^^xsd:string ;
    rdfs:subClassOf CHEBI:22712,
        CHEBI:33842,
        CHEBI:134179,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48355 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50903 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78298 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H6"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H6/c1-2-4-6-5-3-1/h1-6H"^^xsd:string ;
    chebi:inchikey "UHOVQNZJYSORNB-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "78.11184"^^xsd:string ;
    chebi:monoisotopicmass "78.04695"^^xsd:string ;
    chebi:smiles "c1ccccc1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:3025"^^xsd:string,
        "CHEBI:13876"^^xsd:string,
        "CHEBI:22703"^^xsd:string,
        "CHEBI:41187"^^xsd:string ;
    oboInOwl:hasExactSynonym "BENZENE"^^xsd:string,
        "Benzene"^^xsd:string,
        "benzene"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "[6]annulene"^^xsd:string,
        "Benzen"^^xsd:string,
        "Benzine"^^xsd:string,
        "Benzol"^^xsd:string,
        "benzole"^^xsd:string,
        "Bicarburet of hydrogen"^^xsd:string,
        "Coal naphtha"^^xsd:string,
        "cyclohexatriene"^^xsd:string,
        "Mineral naphtha"^^xsd:string,
        "Phene"^^xsd:string,
        "phenyl hydride"^^xsd:string,
        "Pyrobenzol"^^xsd:string,
        "Pyrobenzole"^^xsd:string ;
    oboInOwl:id "CHEBI:16716"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:16724 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:3903887"^^xsd:string,
        "DrugBank:DB01440"^^xsd:string,
        "Gmelin:1524032"^^xsd:string,
        "KEGG:C00989"^^xsd:string,
        "UM-BBD_compID:c0022"^^xsd:string ;
    rdfs:label "4-hydroxybutyrate"^^xsd:string ;
    definition: "A 4-hydroxy monocarboxylic acid anion resulting from the removal of a proton from the carboxy group of 4-hydroxybutyric acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:58951,
        CHEBI:59835,
        CHEBI:136596,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:17968 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:30830 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38877 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:60807 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C4H7O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C4H8O3/c5-3-1-2-4(6)7/h5H,1-3H2,(H,6,7)/p-1"^^xsd:string ;
    chebi:inchikey "SJZRECIVHVDYJC-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "103.09658"^^xsd:string ;
    chebi:monoisotopicmass "103.04007"^^xsd:string ;
    chebi:smiles "OCCCC([O-])=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:12006"^^xsd:string,
        "CHEBI:20401"^^xsd:string ;
    oboInOwl:hasExactSynonym "4-hydroxybutanoate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "4-hydroxybutanoate"^^xsd:string,
        "gamma-hydroxybutyrate"^^xsd:string,
        "GHB"^^xsd:string ;
    oboInOwl:id "CHEBI:16724"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:16733 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C00405"^^xsd:string ;
    rdfs:label "D-alpha-amino acid"^^xsd:string ;
    rdfs:subClassOf CHEBI:83925,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:60895 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:59871 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C2H4NO2R"^^xsd:string ;
    chebi:mass "74.05870"^^xsd:string ;
    chebi:monoisotopicmass "74.02420"^^xsd:string ;
    chebi:smiles "N[C@H]([*])C(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:4097"^^xsd:string,
        "CHEBI:12909"^^xsd:string,
        "CHEBI:13625"^^xsd:string,
        "CHEBI:20906"^^xsd:string ;
    oboInOwl:hasExactSynonym "D-alpha-amino acid"^^xsd:string,
        "D-alpha-amino acids"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "D-alpha-amino acids"^^xsd:string,
        "D-Amino acid"^^xsd:string ;
    oboInOwl:id "CHEBI:16733"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:16761 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:67722"^^xsd:string,
        "CAS:58-64-0"^^xsd:string,
        "CAS:20398-34-9"^^xsd:string,
        "COMe:MOL000173"^^xsd:string,
        "DrugBank:DB03431"^^xsd:string,
        "Gmelin:88452"^^xsd:string,
        "KEGG:C00008"^^xsd:string,
        "KEGG:G11113"^^xsd:string,
        "KNApSAcK:C00019353"^^xsd:string,
        "PDBeChem:ADP"^^xsd:string,
        "PMID:16295522"^^xsd:string,
        "Reaxys:67722"^^xsd:string ;
    rdfs:label "ADP"^^xsd:string ;
    definition: "A purine ribonucleoside 5'-diphosphate having adenine as the nucleobase."^^xsd:string ;
    rdfs:subClassOf CHEBI:37038,
        CHEBI:37096,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:87518 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:456216 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78675 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C10H15N5O10P2"^^xsd:string ;
    chebi:inchi "InChI=1S/C10H15N5O10P2/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(24-10)1-23-27(21,22)25-26(18,19)20/h2-4,6-7,10,16-17H,1H2,(H,21,22)(H2,11,12,13)(H2,18,19,20)/t4-,6-,7-,10-/m1/s1"^^xsd:string ;
    chebi:inchikey "XTWYTFMLZFPYCI-KQYNXXCUSA-N"^^xsd:string ;
    chebi:mass "427.20110"^^xsd:string ;
    chebi:monoisotopicmass "427.02942"^^xsd:string ;
    chebi:smiles "Nc1ncnc2n(cnc12)[C@@H]1O[C@H](COP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]1O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:2342"^^xsd:string,
        "CHEBI:13222"^^xsd:string,
        "CHEBI:22244"^^xsd:string,
        "CHEBI:40553"^^xsd:string ;
    oboInOwl:hasExactSynonym "adenosine 5'-(trihydrogen diphosphate)"^^xsd:string,
        "ADP"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "5'-adenylphosphoric acid"^^xsd:string,
        "Adenosine 5'-diphosphate"^^xsd:string,
        "ADENOSINE-5'-DIPHOSPHATE"^^xsd:string,
        "H3adp"^^xsd:string ;
    oboInOwl:id "CHEBI:16761"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:16765 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:125513"^^xsd:string,
        "CAS:61-54-1"^^xsd:string,
        "DrugBank:DB08653"^^xsd:string,
        "Gmelin:603448"^^xsd:string,
        "HMDB:HMDB0000303"^^xsd:string,
        "KEGG:C00398"^^xsd:string,
        "KNApSAcK:C00001434"^^xsd:string,
        "MetaCyc:TRYPTAMINE"^^xsd:string,
        "PDBeChem:TSS"^^xsd:string,
        "PMID:16126914"^^xsd:string,
        "PMID:22770225"^^xsd:string,
        "PMID:24345948"^^xsd:string,
        "PMID:24558969"^^xsd:string,
        "Reaxys:125513"^^xsd:string,
        "Wikipedia:Tryptamine"^^xsd:string ;
    rdfs:label "tryptamine"^^xsd:string ;
    definition: "An aminoalkylindole consisting of indole having a 2-aminoethyl group at the 3-position."^^xsd:string ;
    rdfs:subClassOf CHEBI:27162,
        CHEBI:38631,
        CHEBI:38958,
        CHEBI:64365,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:57887 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C10H12N2"^^xsd:string ;
    chebi:inchi "InChI=1S/C10H12N2/c11-6-5-8-7-12-10-4-2-1-3-9(8)10/h1-4,7,12H,5-6,11H2"^^xsd:string ;
    chebi:inchikey "APJYDQYYACXCRM-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "160.21570"^^xsd:string ;
    chebi:monoisotopicmass "160.10005"^^xsd:string ;
    chebi:smiles "NCCc1c[nH]c2ccccc12"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:9767"^^xsd:string,
        "CHEBI:15274"^^xsd:string,
        "CHEBI:27161"^^xsd:string,
        "CHEBI:46157"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-(1H-indol-3-yl)ethanamine"^^xsd:string,
        "Tryptamine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1H-indole-3-ethanamine"^^xsd:string,
        "2-(1H-INDOL-3-YL)ETHANAMINE"^^xsd:string,
        "2-(3-indolyl)ethylamine"^^xsd:string,
        "3-(2-Aminoethyl)indole"^^xsd:string ;
    oboInOwl:id "CHEBI:16765"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:16794 a owl:Class ;
    oboInOwl:hasDbXref "CAS:51-34-3"^^xsd:string,
        "DrugBank:DB00747"^^xsd:string,
        "HMDB:HMDB0003573"^^xsd:string,
        "KEGG:C01851"^^xsd:string,
        "KEGG:D00138"^^xsd:string,
        "KNApSAcK:C00002292"^^xsd:string,
        "MetaCyc:SCOPOLAMINE"^^xsd:string,
        "PMID:11718188"^^xsd:string,
        "PMID:23334071"^^xsd:string,
        "Reaxys:91904"^^xsd:string,
        "Wikipedia:Scopolamine"^^xsd:string ;
    rdfs:label "scopolamine"^^xsd:string ;
    definition: "A tropane alkaloid that is the (S)-tropic acid ester of 6beta,7beta-epoxy-1alphaH,5alphaH-tropan-3alpha-ol."^^xsd:string ;
    rdfs:subClassOf CHEBI:32955,
        CHEBI:36243,
        CHEBI:37332,
        CHEBI:50996,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:30766 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:61269 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35469 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48876 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50513 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50919 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:53784 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:60807 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C17H21NO4"^^xsd:string ;
    chebi:inchi "InChI=1S/C17H21NO4/c1-18-13-7-11(8-14(18)16-15(13)22-16)21-17(20)12(9-19)10-5-3-2-4-6-10/h2-6,11-16,19H,7-9H2,1H3/t11-,12-,13-,14+,15-,16+/m1/s1"^^xsd:string ;
    chebi:inchikey "STECJAGHUSJQJN-FWXGHANASA-N"^^xsd:string ;
    chebi:mass "303.35290"^^xsd:string ;
    chebi:monoisotopicmass "303.14706"^^xsd:string ;
    chebi:smiles "CN1[C@H]2C[C@@H](C[C@@H]1[C@H]1O[C@@H]21)OC(=O)[C@H](CO)c1ccccc1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:9056"^^xsd:string,
        "CHEBI:15066"^^xsd:string,
        "CHEBI:26610"^^xsd:string ;
    oboInOwl:hasExactSynonym "(1R,2R,4S,5S,7S)-9-methyl-3-oxa-9-azatricyclo[3.3.1.0(2,4)]non-7-yl (2S)-3-hydroxy-2-phenylpropanoate"^^xsd:string,
        "Scopolamine"^^xsd:string,
        "scopolamine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "6,7-Epoxytropine tropate"^^xsd:string,
        "6-beta,7-beta-Epoxy-3-alpha-tropanyl S-(-)-tropate"^^xsd:string,
        "(1S,3S,5R,6R,7S)-6,7-epoxytropan-3-yl (2S)-3-hydroxy-2-phenylpropanoate"^^xsd:string,
        "(-)-Hyoscine"^^xsd:string,
        "(-)-hyoscine"^^xsd:string,
        "(-)-scopolamine"^^xsd:string,
        "alpha-(Hydroxymethyl)benzeneacetic acid 9-methyl-3-oxa-9-azatricyclo(3.3.1.0(2.4))non-7-yl ester"^^xsd:string,
        "Hyoscine"^^xsd:string,
        "scopine (-)-tropate"^^xsd:string,
        "Transderm-Scop"^^xsd:string ;
    oboInOwl:id "CHEBI:16794"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:16796 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:205542"^^xsd:string,
        "CAS:73-31-4"^^xsd:string,
        "Drug_Central:1672"^^xsd:string,
        "DrugBank:DB01065"^^xsd:string,
        "HMDB:HMDB0001389"^^xsd:string,
        "KEGG:C01598"^^xsd:string,
        "KEGG:D08170"^^xsd:string,
        "LINCS:LSM-4779"^^xsd:string,
        "MetaCyc:N-ACETYL-5-METHOXY-TRYPTAMINE"^^xsd:string,
        "PDBeChem:ML1"^^xsd:string,
        "PMID:8290600"^^xsd:string,
        "PMID:16678784"^^xsd:string,
        "PMID:18212404"^^xsd:string,
        "PMID:18485664"^^xsd:string,
        "Reaxys:205542"^^xsd:string,
        "Wikipedia:Melatonin"^^xsd:string ;
    rdfs:label "melatonin"^^xsd:string ;
    definition: "A member of the class of  acetamides that is acetamide in which one of the hydrogens attached to the nitrogen atom is replaced by a 2-(5-methoxy-1H-indol-3-yl)ethyl group. It is a hormone secreted by the pineal gland in humans."^^xsd:string ;
    rdfs:subClassOf CHEBI:22160,
        CHEBI:27162,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:16765 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:24621 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35623 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48578 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50847 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:176497 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C13H16N2O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C13H16N2O2/c1-9(16)14-6-5-10-8-15-13-4-3-11(17-2)7-12(10)13/h3-4,7-8,15H,5-6H2,1-2H3,(H,14,16)"^^xsd:string ;
    chebi:inchikey "DRLFMBDRBRZALE-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "232.283"^^xsd:string ;
    chebi:monoisotopicmass "232.12118"^^xsd:string ;
    chebi:smiles "C=1C=C(C=C2C(=CNC12)CCNC(=O)C)OC"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:6730"^^xsd:string,
        "CHEBI:14577"^^xsd:string,
        "CHEBI:25180"^^xsd:string ;
    oboInOwl:hasExactSynonym "Melatonin"^^xsd:string,
        "melatonin"^^xsd:string,
        "N-[2-(5-methoxy-1H-indol-3-yl)ethyl]acetamide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "5-methoxy-N-acetyltryptamine"^^xsd:string,
        "melatonine"^^xsd:string,
        "N-[2-(5-methoxyindol-3-yl)ethyl]acetamide"^^xsd:string,
        "N-Acetyl-5-methoxytryptamine"^^xsd:string ;
    oboInOwl:id "CHEBI:16796"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:16799 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C01090"^^xsd:string ;
    rdfs:label "16alpha-hydroxy steroid"^^xsd:string ;
    definition: "A 16-hydroxy steroid in which the hydroxy group at position 16 has alpha-configuration."^^xsd:string ;
    rdfs:subClassOf CHEBI:36840 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C19H31OR"^^xsd:string ;
    chebi:mass "275.450"^^xsd:string ;
    chebi:monoisotopicmass "275.23749"^^xsd:string ;
    chebi:smiles "C12C(C3C(C([C@@H](C3)O)*)(C)CC1)CCC4C2(CCCC4)C"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:778"^^xsd:string,
        "CHEBI:11333"^^xsd:string,
        "CHEBI:13584"^^xsd:string,
        "CHEBI:19165"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "16alpha-hydroxy steroids"^^xsd:string,
        "16alpha-Hydroxysteroid"^^xsd:string,
        "a 16alpha-hydroxysteroid"^^xsd:string ;
    oboInOwl:id "CHEBI:16799"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:16811 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:636185"^^xsd:string,
        "CAS:59-51-8"^^xsd:string,
        "Gmelin:3117"^^xsd:string,
        "KEGG:C01733"^^xsd:string,
        "KEGG:D04983"^^xsd:string,
        "PMID:2543976"^^xsd:string,
        "PMID:16702333"^^xsd:string,
        "PMID:22264337"^^xsd:string,
        "Reaxys:636185"^^xsd:string,
        "UM-BBD_compID:c0094"^^xsd:string,
        "Wikipedia:Methionine"^^xsd:string ;
    rdfs:label "methionine"^^xsd:string ;
    definition: "A sulfur-containing amino acid that is butyric acid bearing an amino substituent at position 2 and a methylthio substituent at position 4."^^xsd:string ;
    rdfs:subClassOf CHEBI:26834,
        CHEBI:33704,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:30772 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:32644 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:32646 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:64558 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:83056 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:84735 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5H11NO2S"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H11NO2S/c1-9-3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)"^^xsd:string ;
    chebi:inchikey "FFEARJCKVFRZRR-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "149.21238"^^xsd:string ;
    chebi:monoisotopicmass "149.05105"^^xsd:string ;
    chebi:smiles "CSCCC(N)C(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:6829"^^xsd:string,
        "CHEBI:14590"^^xsd:string,
        "CHEBI:25229"^^xsd:string ;
    oboInOwl:hasExactSynonym "Methionine"^^xsd:string,
        "methionine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-amino-4-(methylsulfanyl)butanoic acid"^^xsd:string,
        "2-amino-4-(methylthio)butanoic acid"^^xsd:string,
        "2-Amino-4-(methylthio)butyric acid"^^xsd:string,
        "alpha-amino-gamma-methylmercaptobutyric acid"^^xsd:string,
        "DL-Methionine"^^xsd:string,
        "Hmet"^^xsd:string,
        "M"^^xsd:string,
        "Met"^^xsd:string,
        "Methionin"^^xsd:string,
        "metionina"^^xsd:string,
        "Racemethionine"^^xsd:string ;
    oboInOwl:id "CHEBI:16811"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:16816 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C03946"^^xsd:string,
        "KEGG:C15555"^^xsd:string ;
    rdfs:label "flavonol 3-O-beta-D-glucoside"^^xsd:string ;
    definition: "Any glycosyloxyflavone that consists of a flavonol attached to a beta-D-glucosyl residue at position 3 via a glycosidic linkage."^^xsd:string ;
    rdfs:subClassOf CHEBI:22798,
        CHEBI:50018,
        CHEBI:63367,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:28802 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C21H11O8R9"^^xsd:string ;
    chebi:mass "391.308"^^xsd:string ;
    chebi:monoisotopicmass "391.04539"^^xsd:string ;
    chebi:smiles "C1(=C(C(=C(C=2C(C(=C(OC12)C3=C(C(=C(C(=C3*)*)*)*)*)O[C@@H]4O[C@@H]([C@H]([C@@H]([C@H]4O)O)O)CO)=O)*)*)*)*"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:5080"^^xsd:string,
        "CHEBI:5085"^^xsd:string,
        "CHEBI:13640"^^xsd:string,
        "CHEBI:14264"^^xsd:string,
        "CHEBI:14265"^^xsd:string,
        "CHEBI:15921"^^xsd:string,
        "CHEBI:24046"^^xsd:string,
        "CHEBI:24051"^^xsd:string ;
    oboInOwl:hasExactSynonym "Flavonol 3-O-beta-D-glucoside"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "a flavonol 3-O-beta-D-glucoside"^^xsd:string,
        "flavonol 3-O-beta-D-glucosides"^^xsd:string,
        "Flavonol 3-O-beta-D-glycoside"^^xsd:string,
        "Flavonol 3-O-D-glucoside"^^xsd:string,
        "Flavonol 3-O-D-glycoside"^^xsd:string ;
    oboInOwl:id "CHEBI:16816"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:16827 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:2339601"^^xsd:string,
        "CAS:50-22-6"^^xsd:string,
        "HMDB:HMDB0001547"^^xsd:string,
        "KEGG:C02140"^^xsd:string,
        "LINCS:LSM-5814"^^xsd:string,
        "LIPID_MAPS_instance:LMST02030186"^^xsd:string,
        "MetaCyc:CORTICOSTERONE"^^xsd:string,
        "PDBeChem:C0R"^^xsd:string,
        "PMID:10438974"^^xsd:string,
        "PMID:11448093"^^xsd:string,
        "PMID:16817814"^^xsd:string,
        "PMID:24446162"^^xsd:string,
        "Wikipedia:Corticosterone"^^xsd:string ;
    rdfs:label "corticosterone"^^xsd:string ;
    definition: "A 21-hydroxy steroid that consists of pregn-4-ene substituted by hydroxy groups at positions 11 and 21 and oxo groups at positions 3 and 20. Corticosterone is a 21-carbon steroid hormone of the corticosteroid type produced in the cortex of the adrenal glands."^^xsd:string ;
    rdfs:subClassOf CHEBI:24261,
        CHEBI:35344,
        CHEBI:35346,
        CHEBI:36885,
        CHEBI:47909,
        CHEBI:61313,
        CHEBI:139590,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:8386 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C21H30O4"^^xsd:string ;
    chebi:inchi "InChI=1S/C21H30O4/c1-20-8-7-13(23)9-12(20)3-4-14-15-5-6-16(18(25)11-22)21(15,2)10-17(24)19(14)20/h9,14-17,19,22,24H,3-8,10-11H2,1-2H3/t14-,15-,16+,17-,19+,20-,21-/m0/s1"^^xsd:string ;
    chebi:inchikey "OMFXVFTZEKFJBZ-HJTSIMOOSA-N"^^xsd:string ;
    chebi:mass "346.46050"^^xsd:string ;
    chebi:monoisotopicmass "346.21441"^^xsd:string ;
    chebi:smiles "[H][C@@]1(CC[C@@]2([H])[C@]3([H])CCC4=CC(=O)CC[C@]4(C)[C@@]3([H])[C@@H](O)C[C@]12C)C(=O)CO"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:3891"^^xsd:string,
        "CHEBI:14022"^^xsd:string,
        "CHEBI:19131"^^xsd:string,
        "CHEBI:41361"^^xsd:string,
        "CHEBI:57911"^^xsd:string ;
    oboInOwl:hasExactSynonym "11beta,21-dihydroxypregn-4-ene-3,20-dione"^^xsd:string,
        "CORTICOSTERONE"^^xsd:string,
        "Corticosterone"^^xsd:string,
        "corticosterone"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "11beta,21-Dihydroxy-4-pregnene-3,20-dione"^^xsd:string,
        "11beta,21-dihydroxyprogesterone"^^xsd:string,
        "17-deoxycortisol"^^xsd:string,
        "(11beta)-11,21-dihydroxypregn-4-ene-3,20-dione"^^xsd:string,
        "Kendall's compound B"^^xsd:string,
        "Reichstein's substance H"^^xsd:string ;
    oboInOwl:id "CHEBI:16827"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:16828 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:86197"^^xsd:string,
        "CAS:73-22-3"^^xsd:string,
        "Drug_Central:2780"^^xsd:string,
        "DrugBank:DB00150"^^xsd:string,
        "ECMDB:ECMDB00929"^^xsd:string,
        "Gmelin:51434"^^xsd:string,
        "HMDB:HMDB0000929"^^xsd:string,
        "KEGG:C00078"^^xsd:string,
        "KEGG:D00020"^^xsd:string,
        "KNApSAcK:C00001396"^^xsd:string,
        "MetaCyc:TRP"^^xsd:string,
        "PDBeChem:TRP"^^xsd:string,
        "PMID:2917974"^^xsd:string,
        "PMID:11395471"^^xsd:string,
        "PMID:11750787"^^xsd:string,
        "PMID:11888576"^^xsd:string,
        "PMID:12766158"^^xsd:string,
        "PMID:12830226"^^xsd:string,
        "PMID:12871129"^^xsd:string,
        "PMID:15206750"^^xsd:string,
        "PMID:16740930"^^xsd:string,
        "PMID:16934873"^^xsd:string,
        "PMID:17127472"^^xsd:string,
        "PMID:17177562"^^xsd:string,
        "PMID:17430113"^^xsd:string,
        "PMID:17585690"^^xsd:string,
        "PMID:17690425"^^xsd:string,
        "PMID:17826001"^^xsd:string,
        "PMID:18234569"^^xsd:string,
        "PMID:18419734"^^xsd:string,
        "PMID:18949702"^^xsd:string,
        "PMID:19896323"^^xsd:string,
        "PMID:21856896"^^xsd:string,
        "PMID:22071091"^^xsd:string,
        "PMID:22162421"^^xsd:string,
        "PMID:22299628"^^xsd:string,
        "PMID:22386992"^^xsd:string,
        "PMID:22402312"^^xsd:string,
        "PMID:22415302"^^xsd:string,
        "PMID:22415306"^^xsd:string,
        "Reaxys:86197"^^xsd:string,
        "Wikipedia:Tryptophan"^^xsd:string,
        "YMDB:YMDB00126"^^xsd:string ;
    rdfs:label "L-tryptophan"^^xsd:string ;
    definition: "The L-enantiomer of tryptophan."^^xsd:string ;
    rdfs:subClassOf CHEBI:27897,
        CHEBI:73690,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:32702 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:32704 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:16296 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:57912 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:27027 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35469 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50733 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C11H12N2O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C11H12N2O2/c12-9(11(14)15)5-7-6-13-10-4-2-1-3-8(7)10/h1-4,6,9,13H,5,12H2,(H,14,15)/t9-/m0/s1"^^xsd:string ;
    chebi:inchikey "QIVBCDIJIAJPQS-VIFPVBQESA-N"^^xsd:string ;
    chebi:mass "204.22526"^^xsd:string ;
    chebi:monoisotopicmass "204.08988"^^xsd:string ;
    chebi:smiles "N[C@@H](Cc1c[nH]c2ccccc12)C(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:6310"^^xsd:string,
        "CHEBI:13178"^^xsd:string,
        "CHEBI:21407"^^xsd:string,
        "CHEBI:45988"^^xsd:string,
        "CHEBI:46086"^^xsd:string,
        "CHEBI:46125"^^xsd:string,
        "CHEBI:46225"^^xsd:string,
        "CHEBI:184633"^^xsd:string ;
    oboInOwl:hasExactSynonym "L-Tryptophan"^^xsd:string,
        "L-tryptophan"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2S)-2-amino-3-(1H-indol-3-yl)propanoic acid"^^xsd:string,
        "(S)-alpha-amino-1H-indole-3-propanoic acid"^^xsd:string,
        "(S)-alpha-Amino-beta-(3-indolyl)-propionic acid"^^xsd:string,
        "(S)-tryptophan"^^xsd:string,
        "L-(-)-tryptophan"^^xsd:string,
        "L-beta-3-indolylalanine"^^xsd:string,
        "Trp"^^xsd:string,
        "TRYPTOPHAN"^^xsd:string,
        "Tryptophan"^^xsd:string,
        "tryptophan"^^xsd:string,
        "W"^^xsd:string ;
    oboInOwl:id "CHEBI:16828"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:16855 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1722530"^^xsd:string,
        "CAS:923-27-3"^^xsd:string,
        "DrugBank:DB03252"^^xsd:string,
        "Gmelin:1926332"^^xsd:string,
        "HMDB:HMDB0003405"^^xsd:string,
        "KEGG:C00739"^^xsd:string,
        "MetaCyc:CPD-219"^^xsd:string,
        "PDBeChem:DLY"^^xsd:string,
        "PMID:77880"^^xsd:string,
        "PMID:125972"^^xsd:string,
        "PMID:2435906"^^xsd:string,
        "PMID:2493343"^^xsd:string,
        "PMID:2503300"^^xsd:string,
        "PMID:2510957"^^xsd:string,
        "PMID:4359655"^^xsd:string,
        "PMID:4391118"^^xsd:string,
        "PMID:4710063"^^xsd:string,
        "PMID:5128165"^^xsd:string,
        "PMID:6448848"^^xsd:string,
        "PMID:7563967"^^xsd:string,
        "PMID:8063049"^^xsd:string,
        "PMID:8234494"^^xsd:string,
        "PMID:8405749"^^xsd:string,
        "PMID:9163947"^^xsd:string,
        "PMID:9430472"^^xsd:string,
        "PMID:10571145"^^xsd:string,
        "PMID:10930630"^^xsd:string,
        "PMID:15561717"^^xsd:string,
        "PMID:15914930"^^xsd:string,
        "PMID:16595662"^^xsd:string,
        "PMID:17259313"^^xsd:string,
        "PMID:22569959"^^xsd:string,
        "PMID:23023754"^^xsd:string,
        "PMID:23090865"^^xsd:string,
        "Reaxys:1722530"^^xsd:string ;
    rdfs:label "D-lysine"^^xsd:string ;
    definition: "The D-enantiomer of the alpha-amino acid lysine."^^xsd:string ;
    rdfs:subClassOf CHEBI:16733,
        CHEBI:25094,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:32556 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:32557 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:18019 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76946 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76969 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H14N2O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H14N2O2/c7-4-2-1-3-5(8)6(9)10/h5H,1-4,7-8H2,(H,9,10)/t5-/m1/s1"^^xsd:string ;
    chebi:inchikey "KDXKERNSBIXSRK-RXMQYKEDSA-N"^^xsd:string ;
    chebi:mass "146.18764"^^xsd:string ;
    chebi:monoisotopicmass "146.10553"^^xsd:string ;
    chebi:smiles "NCCCC[C@@H](N)C(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:4203"^^xsd:string,
        "CHEBI:12994"^^xsd:string,
        "CHEBI:21046"^^xsd:string,
        "CHEBI:42062"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2R)-2,6-diaminohexanoic acid"^^xsd:string,
        "D-LYSINE"^^xsd:string,
        "D-Lysine"^^xsd:string,
        "D-lysine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(R)-2,6-diaminohexanoic acid"^^xsd:string,
        "D-2,6-Diaminohexanoic acid"^^xsd:string,
        "D-Lysin"^^xsd:string,
        "DLY"^^xsd:string ;
    oboInOwl:id "CHEBI:16855"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:16857 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1721646"^^xsd:string,
        "CAS:72-19-5"^^xsd:string,
        "Drug_Central:4254"^^xsd:string,
        "DrugBank:DB00156"^^xsd:string,
        "ECMDB:ECMDB00167"^^xsd:string,
        "Gmelin:82510"^^xsd:string,
        "HMDB:HMDB0000167"^^xsd:string,
        "KEGG:C00188"^^xsd:string,
        "KEGG:D00041"^^xsd:string,
        "KNApSAcK:C00001394"^^xsd:string,
        "PDBeChem:THR"^^xsd:string,
        "PMID:11964235"^^xsd:string,
        "PMID:12523390"^^xsd:string,
        "PMID:16659349"^^xsd:string,
        "PMID:17379183"^^xsd:string,
        "PMID:22289691"^^xsd:string,
        "PMID:22342587"^^xsd:string,
        "PMID:22513921"^^xsd:string,
        "PMID:22770225"^^xsd:string,
        "PMID:24671569"^^xsd:string,
        "Reaxys:1721646"^^xsd:string,
        "UM-BBD_compID:c0413"^^xsd:string,
        "Wikipedia:Threonine"^^xsd:string,
        "YMDB:YMDB00214"^^xsd:string ;
    rdfs:label "L-threonine"^^xsd:string ;
    definition: "An optically active form of threonine having L-configuration."^^xsd:string ;
    rdfs:subClassOf CHEBI:22658,
        CHEBI:26986,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:32820 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:32822 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:16398 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:57926 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:27027 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50733 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:84735 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C4H9NO3"^^xsd:string ;
    chebi:inchi "InChI=1S/C4H9NO3/c1-2(6)3(5)4(7)8/h2-3,6H,5H2,1H3,(H,7,8)/t2-,3+/m1/s1"^^xsd:string ;
    chebi:inchikey "AYFVYJQAPQTCCC-GBXIJSLDSA-N"^^xsd:string ;
    chebi:mass "119.11920"^^xsd:string ;
    chebi:monoisotopicmass "119.05824"^^xsd:string ;
    chebi:smiles "C[C@@H](O)[C@H](N)C(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:6308"^^xsd:string,
        "CHEBI:13175"^^xsd:string,
        "CHEBI:21403"^^xsd:string,
        "CHEBI:42083"^^xsd:string,
        "CHEBI:45843"^^xsd:string,
        "CHEBI:45983"^^xsd:string ;
    oboInOwl:hasExactSynonym "L-Threonine"^^xsd:string,
        "L-threonine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-Amino-3-hydroxybutyric acid"^^xsd:string,
        "(2S)-threonine"^^xsd:string,
        "(2S,3R)-2-amino-3-hydroxybutanoic acid"^^xsd:string,
        "(2S,3R)-(-)-Threonine"^^xsd:string,
        "L-2-Amino-3-hydroxybutyric acid"^^xsd:string,
        "L-(-)-Threonine"^^xsd:string,
        "L-alpha-amino-beta-hydroxybutyric acid"^^xsd:string,
        "L-Threonin"^^xsd:string,
        "T"^^xsd:string,
        "Thr"^^xsd:string,
        "THREONINE"^^xsd:string ;
    oboInOwl:id "CHEBI:16857"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:16862 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C00454"^^xsd:string ;
    rdfs:label "nucleoside 5'-diphosphate"^^xsd:string ;
    rdfs:subClassOf CHEBI:25608,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:57930 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5H11O10P2R"^^xsd:string ;
    chebi:mass "293.08240"^^xsd:string ;
    chebi:monoisotopicmass "292.98274"^^xsd:string ;
    chebi:smiles "O[C@H]1[C@H]([*])O[C@H](COP(O)(=O)OP(O)(O)=O)[C@H]1O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:7428"^^xsd:string,
        "CHEBI:7652"^^xsd:string,
        "CHEBI:13401"^^xsd:string,
        "CHEBI:13662"^^xsd:string,
        "CHEBI:14675"^^xsd:string,
        "CHEBI:25606"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "NDP"^^xsd:string,
        "Nucleoside diphosphate"^^xsd:string,
        "nucleoside diphosphates"^^xsd:string ;
    oboInOwl:id "CHEBI:16862"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:16865 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:906818"^^xsd:string,
        "BPDB:2298"^^xsd:string,
        "CAS:56-12-2"^^xsd:string,
        "Drug_Central:1262"^^xsd:string,
        "DrugBank:DB02530"^^xsd:string,
        "Gmelin:49775"^^xsd:string,
        "HMDB:HMDB0000112"^^xsd:string,
        "KEGG:C00334"^^xsd:string,
        "KEGG:D00058"^^xsd:string,
        "KNApSAcK:C00001337"^^xsd:string,
        "LIPID_MAPS_instance:LMFA01100039"^^xsd:string,
        "MetaCyc:4-AMINO-BUTYRATE"^^xsd:string,
        "PDBeChem:ABU"^^xsd:string,
        "PMID:10630630"^^xsd:string,
        "PMID:10930630"^^xsd:string,
        "PMID:16276116"^^xsd:string,
        "PMID:21614609"^^xsd:string,
        "PMID:22770225"^^xsd:string,
        "Reaxys:906818"^^xsd:string,
        "Wikipedia:Gamma-Aminobutyric_acid"^^xsd:string ;
    rdfs:label "gamma-aminobutyric acid"^^xsd:string ;
    definition: "A gamma-amino acid that is butanoic acid with the amino substituent located at C-4."^^xsd:string ;
    rdfs:subClassOf CHEBI:25384,
        CHEBI:33707,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:30772 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:30566 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:59888 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:25512 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:62488 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C4H9NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C4H9NO2/c5-3-1-2-4(6)7/h1-3,5H2,(H,6,7)"^^xsd:string ;
    chebi:inchikey "BTCSSZJGUNDROE-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "103.11980"^^xsd:string ;
    chebi:monoisotopicmass "103.06333"^^xsd:string ;
    chebi:smiles "NCCCC(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:1786"^^xsd:string,
        "CHEBI:20318"^^xsd:string,
        "CHEBI:40483"^^xsd:string,
        "CHEBI:193777"^^xsd:string ;
    oboInOwl:hasExactSynonym "4-aminobutanoic acid"^^xsd:string,
        "gamma-Aminobutyric acid"^^xsd:string,
        "gamma-aminobutyric acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "4-Aminobutanoic acid"^^xsd:string,
        "4-aminobutanoic acid"^^xsd:string,
        "4-Aminobutyric acid"^^xsd:string,
        "4-aminobutyric acid"^^xsd:string,
        "4Abu"^^xsd:string,
        "GABA"^^xsd:string,
        "GAMMA-AMINO-BUTANOIC ACID"^^xsd:string,
        "gamma-amino-n-butyric acid"^^xsd:string,
        "gamma-aminobutanoic acid"^^xsd:string,
        "gamma-Aminobuttersaeure"^^xsd:string,
        "omega-aminobutyric acid"^^xsd:string,
        "piperidic acid"^^xsd:string,
        "piperidinic acid"^^xsd:string ;
    oboInOwl:id "CHEBI:16865"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:16867 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1722293"^^xsd:string,
        "CAS:348-67-4"^^xsd:string,
        "DrugBank:DB02893"^^xsd:string,
        "ECMDB:ECMDB21203"^^xsd:string,
        "Gmelin:26934"^^xsd:string,
        "KEGG:C00855"^^xsd:string,
        "MetaCyc:CPD-218"^^xsd:string,
        "PDBeChem:MED"^^xsd:string,
        "PMID:318639"^^xsd:string,
        "PMID:15375647"^^xsd:string,
        "PMID:20431016"^^xsd:string,
        "PMID:20872028"^^xsd:string,
        "PMID:21480759"^^xsd:string,
        "PMID:21750343"^^xsd:string,
        "PMID:21924333"^^xsd:string,
        "PMID:22192214"^^xsd:string,
        "PMID:22304623"^^xsd:string,
        "Reaxys:1722293"^^xsd:string,
        "YMDB:YMDB00816"^^xsd:string ;
    rdfs:label "D-methionine"^^xsd:string ;
    definition: "An optically active form of methionine having D-configuration."^^xsd:string ;
    rdfs:subClassOf CHEBI:16733,
        CHEBI:16811,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:32637 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:32638 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:16643 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:57932 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5H11NO2S"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H11NO2S/c1-9-3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/t4-/m1/s1"^^xsd:string ;
    chebi:inchikey "FFEARJCKVFRZRR-SCSAIBSYSA-N"^^xsd:string ;
    chebi:mass "149.21238"^^xsd:string ;
    chebi:monoisotopicmass "149.05105"^^xsd:string ;
    chebi:smiles "CSCC[C@@H](N)C(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:4215"^^xsd:string,
        "CHEBI:13005"^^xsd:string,
        "CHEBI:21065"^^xsd:string,
        "CHEBI:44071"^^xsd:string ;
    oboInOwl:hasExactSynonym "D-METHIONINE"^^xsd:string,
        "D-Methionine"^^xsd:string,
        "D-methionine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2R)-2-amino-4-(methylsulfanyl)butanoic acid"^^xsd:string,
        "(R)-2-amino-4-(methylthio)butanoic acid"^^xsd:string,
        "(R)-methionine"^^xsd:string,
        "D-2-Amino-4-(methylthio)butyric acid"^^xsd:string,
        "D-Methionin"^^xsd:string,
        "MED"^^xsd:string ;
    oboInOwl:id "CHEBI:16867"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:16900 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:5801116"^^xsd:string,
        "CAS:14897-06-4"^^xsd:string,
        "KEGG:C02139"^^xsd:string,
        "KNApSAcK:C00007316"^^xsd:string ;
    rdfs:label "chlorophyllide a"^^xsd:string ;
    rdfs:subClassOf CHEBI:25248,
        CHEBI:36244,
        CHEBI:38206,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:57942 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C35H34MgN4O5"^^xsd:string ;
    chebi:inchi "InChI=1S/C35H36N4O5.Mg/c1-8-19-15(3)22-12-24-17(5)21(10-11-28(40)41)32(38-24)30-31(35(43)44-7)34(42)29-18(6)25(39-33(29)30)14-27-20(9-2)16(4)23(37-27)13-26(19)36-22;/h8,12-14,17,21,31H,1,9-11H2,2-7H3,(H3,36,37,38,39,40,41,42);/q;+2/p-2/t17-,21-,31+;/m0./s1"^^xsd:string ;
    chebi:inchikey "ANWUQYTXRXCEMZ-NYABAGMLSA-L"^^xsd:string ;
    chebi:mass "614.97300"^^xsd:string ;
    chebi:monoisotopicmass "614.23796"^^xsd:string ;
    chebi:smiles "CCC1=C(C)C2=Cc3c(C=C)c(C)c4C=C5[C@@H](C)[C@H](CCC(O)=O)C6=[N+]5[Mg--]5(n34)n3c(=CC1=[N+]25)c(C)c1C(=O)[C@H](C(=O)OC)C6=c31"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:3633"^^xsd:string,
        "CHEBI:13976"^^xsd:string,
        "CHEBI:13977"^^xsd:string,
        "CHEBI:23159"^^xsd:string ;
    oboInOwl:hasExactSynonym "Chlorophyllide a"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Chlorophyllid a"^^xsd:string ;
    oboInOwl:id "CHEBI:16900"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:16914 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:774890"^^xsd:string,
        "CAS:69-72-7"^^xsd:string,
        "Drug_Central:2416"^^xsd:string,
        "DrugBank:DB00936"^^xsd:string,
        "Gmelin:3418"^^xsd:string,
        "HMDB:HMDB0001895"^^xsd:string,
        "KEGG:C00805"^^xsd:string,
        "KEGG:D00097"^^xsd:string,
        "KNApSAcK:C00000206"^^xsd:string,
        "LINCS:LSM-4763"^^xsd:string,
        "MetaCyc:CPD-110"^^xsd:string,
        "PDBeChem:SAL"^^xsd:string,
        "PMID:1650428"^^xsd:string,
        "PMID:3425858"^^xsd:string,
        "PMID:11016405"^^xsd:string,
        "PMID:12865403"^^xsd:string,
        "PMID:19400653"^^xsd:string,
        "PMID:19816125"^^xsd:string,
        "PMID:22770225"^^xsd:string,
        "PMID:29079364"^^xsd:string,
        "PMID:32807953"^^xsd:string,
        "Reaxys:774890"^^xsd:string,
        "Wikipedia:Salicylic_Acid"^^xsd:string ;
    rdfs:label "salicylic acid"^^xsd:string ;
    definition: "A monohydroxybenzoic acid that is benzoic acid with a hydroxy group at the ortho position. It is obtained from the bark of the white willow and wintergreen leaves."^^xsd:string ;
    rdfs:subClassOf CHEBI:25389,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:30762 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35441 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35718 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37848 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50176 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:73181 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:84735 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C7H6O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C7H6O3/c8-6-4-2-1-3-5(6)7(9)10/h1-4,8H,(H,9,10)"^^xsd:string ;
    chebi:inchikey "YGSDEFSMJLZEOE-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "138.12070"^^xsd:string ;
    chebi:monoisotopicmass "138.03169"^^xsd:string ;
    chebi:smiles "OC(=O)c1ccccc1O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:9006"^^xsd:string,
        "CHEBI:26597"^^xsd:string,
        "CHEBI:45521"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-hydroxybenzoic acid"^^xsd:string,
        "Salicylic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-carboxyphenol"^^xsd:string,
        "2-HYDROXYBENZOIC ACID"^^xsd:string,
        "o-carboxyphenol"^^xsd:string,
        "o-Hydroxybenzoic acid"^^xsd:string,
        "o-hydroxybenzoic acid"^^xsd:string ;
    oboInOwl:id "CHEBI:16914"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:16919 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:907175"^^xsd:string,
        "CAS:57-00-1"^^xsd:string,
        "Chemspider:566"^^xsd:string,
        "Drug_Central:4661"^^xsd:string,
        "DrugBank:DB00148"^^xsd:string,
        "Gmelin:240513"^^xsd:string,
        "HMDB:HMDB0000064"^^xsd:string,
        "KEGG:C00300"^^xsd:string,
        "MetaCyc:CREATINE"^^xsd:string,
        "PDBeChem:CRN"^^xsd:string,
        "PMID:7752905"^^xsd:string,
        "PMID:11356982"^^xsd:string,
        "PMID:11483809"^^xsd:string,
        "PMID:11867929"^^xsd:string,
        "PMID:12085493"^^xsd:string,
        "PMID:12184144"^^xsd:string,
        "PMID:12878267"^^xsd:string,
        "PMID:16445883"^^xsd:string,
        "PMID:17190852"^^xsd:string,
        "PMID:17253521"^^xsd:string,
        "PMID:17416441"^^xsd:string,
        "PMID:18555535"^^xsd:string,
        "PMID:19082141"^^xsd:string,
        "PMID:19651674"^^xsd:string,
        "PMID:19741514"^^xsd:string,
        "PMID:19968328"^^xsd:string,
        "PMID:21556832"^^xsd:string,
        "PMID:21660517"^^xsd:string,
        "PMID:21698493"^^xsd:string,
        "PMID:22038587"^^xsd:string,
        "PMID:22101931"^^xsd:string,
        "PMID:22196490"^^xsd:string,
        "PMID:22252611"^^xsd:string,
        "PMID:22347384"^^xsd:string,
        "PMID:22386973"^^xsd:string,
        "PMID:22422801"^^xsd:string,
        "PMID:22429992"^^xsd:string,
        "PMID:22465051"^^xsd:string,
        "PMID:22521466"^^xsd:string,
        "Reaxys:907175"^^xsd:string,
        "Wikipedia:Creatine"^^xsd:string ;
    rdfs:label "creatine"^^xsd:string ;
    definition: "A glycine derivative having methyl and amidino groups attached to the nitrogen."^^xsd:string ;
    rdfs:subClassOf CHEBI:24373,
        CHEBI:24436,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:66924 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:57947 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50733 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:63726 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:176497 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C4H9N3O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C4H9N3O2/c1-7(4(5)6)2-3(8)9/h2H2,1H3,(H3,5,6)(H,8,9)"^^xsd:string ;
    chebi:inchikey "CVSVTCORWBXHQV-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "131.13328"^^xsd:string ;
    chebi:monoisotopicmass "131.06948"^^xsd:string ;
    chebi:smiles "CN(CC(O)=O)C(N)=N"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:3909"^^xsd:string,
        "CHEBI:14028"^^xsd:string,
        "CHEBI:23404"^^xsd:string,
        "CHEBI:41678"^^xsd:string ;
    oboInOwl:hasExactSynonym "Creatine"^^xsd:string,
        "N-[amino(imino)methyl]-N-methylglycine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "((amino(imino)methyl)(methyl)amino)acetic acid"^^xsd:string,
        "(alpha-methylguanido)acetic acid"^^xsd:string,
        "(N-methylcarbamimidamido)acetic acid"^^xsd:string,
        "alpha-Methylguanidino acetic acid"^^xsd:string,
        "Creatin"^^xsd:string,
        "Kreatin"^^xsd:string,
        "Methylglycocyamine"^^xsd:string,
        "N-(aminoiminomethyl)-N-methylglycine"^^xsd:string,
        "N-[(E)-AMINO(IMINO)METHYL]-N-METHYLGLYCINE"^^xsd:string,
        "N-amidinosarcosine"^^xsd:string,
        "N-carbamimidoyl-N-methylglycine"^^xsd:string,
        "N-Methyl-N-guanylglycine"^^xsd:string,
        "N-methyl-N-guanylglycine"^^xsd:string ;
    oboInOwl:id "CHEBI:16919"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:16962 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1356062"^^xsd:string,
        "CAS:53-06-5"^^xsd:string,
        "HMDB:HMDB0002802"^^xsd:string,
        "KEGG:C00762"^^xsd:string,
        "KEGG:D07749"^^xsd:string,
        "LIPID_MAPS_instance:LMST02030090"^^xsd:string,
        "MetaCyc:CORTISONE"^^xsd:string,
        "PMID:2268561"^^xsd:string,
        "PMID:8989250"^^xsd:string,
        "PMID:11710540"^^xsd:string,
        "PMID:14874924"^^xsd:string,
        "PMID:24391193"^^xsd:string,
        "Reaxys:1356062"^^xsd:string,
        "Wikipedia:Cortisone"^^xsd:string ;
    rdfs:label "cortisone"^^xsd:string ;
    definition: "A C21-steroid that is pregn-4-ene substituted by hydroxy groups at positions 17 and 21 and oxo group at positions 3, 11 and 20."^^xsd:string ;
    rdfs:subClassOf CHEBI:24261,
        CHEBI:35342,
        CHEBI:35344,
        CHEBI:36885,
        CHEBI:47787,
        CHEBI:47909,
        CHEBI:61313,
        CHEBI:139590,
        CHEBI:139592,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:8386 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C21H28O5"^^xsd:string ;
    chebi:inchi "InChI=1S/C21H28O5/c1-19-7-5-13(23)9-12(19)3-4-14-15-6-8-21(26,17(25)11-22)20(15,2)10-16(24)18(14)19/h9,14-15,18,22,26H,3-8,10-11H2,1-2H3/t14-,15-,18+,19-,20-,21-/m0/s1"^^xsd:string ;
    chebi:inchikey "MFYSYFVPBJMHGN-ZPOLXVRWSA-N"^^xsd:string ;
    chebi:mass "360.44402"^^xsd:string ;
    chebi:monoisotopicmass "360.19367"^^xsd:string ;
    chebi:smiles "[H][C@@]12CCC3=CC(=O)CC[C@]3(C)[C@@]1([H])C(=O)C[C@@]1(C)[C@@]2([H])CC[C@]1(O)C(=O)CO"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:3896"^^xsd:string,
        "CHEBI:14026"^^xsd:string,
        "CHEBI:23397"^^xsd:string ;
    oboInOwl:hasExactSynonym "17,21-dihydroxypregn-4-ene-3,11,20-trione"^^xsd:string,
        "Cortisone"^^xsd:string,
        "cortisone"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "4-pregnene-17alpha,21-diol-3,11,20-trione"^^xsd:string,
        "11-dehydro-17-hydroxycorticosterone"^^xsd:string,
        "17-hydroxy-11-dehydrocorticosterone"^^xsd:string,
        "17alpha,21-Dihydroxy-4-pregnene-3,11,20-trione"^^xsd:string,
        "17alpha,21-dihydroxy-4-pregnene-3,11,20-trione"^^xsd:string,
        "Cortison"^^xsd:string,
        "Delta(4)-pregnene-17alpha,21-diol-3,11,20-trione"^^xsd:string,
        "Kendall's compound E"^^xsd:string,
        "Kortison"^^xsd:string,
        "pregn-4-en-17alpha,21-diol-3,11,20-trione"^^xsd:string,
        "Reichstein's substance Fa"^^xsd:string,
        "Wintersteiner's compound F"^^xsd:string ;
    oboInOwl:id "CHEBI:16962"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:16977 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1720248"^^xsd:string,
        "CAS:56-41-7"^^xsd:string,
        "Drug_Central:4255"^^xsd:string,
        "DrugBank:DB00160"^^xsd:string,
        "ECMDB:ECMDB00161"^^xsd:string,
        "Gmelin:49628"^^xsd:string,
        "HMDB:HMDB0000161"^^xsd:string,
        "KEGG:C00041"^^xsd:string,
        "KEGG:D00012"^^xsd:string,
        "KNApSAcK:C00001332"^^xsd:string,
        "MetaCyc:ALPHA-ALANINE"^^xsd:string,
        "PDBeChem:ALA_LFOH"^^xsd:string,
        "PMID:3275662"^^xsd:string,
        "PMID:18235971"^^xsd:string,
        "PMID:22735334"^^xsd:string,
        "Reaxys:1720248"^^xsd:string,
        "Wikipedia:Alanine"^^xsd:string,
        "YMDB:YMDB00154"^^xsd:string ;
    rdfs:label "L-alanine"^^xsd:string ;
    definition: "The L-enantiomer of alanine."^^xsd:string ;
    rdfs:subClassOf CHEBI:16449,
        CHEBI:26463,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:32431 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:32432 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:15570 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:57972 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77881 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C3H7NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C3H7NO2/c1-2(4)3(5)6/h2H,4H2,1H3,(H,5,6)/t2-/m0/s1"^^xsd:string ;
    chebi:inchikey "QNAYBMKLOCPYGJ-REOHCLBHSA-N"^^xsd:string ;
    chebi:mass "89.09322"^^xsd:string ;
    chebi:monoisotopicmass "89.04768"^^xsd:string ;
    chebi:smiles "C[C@H](N)C(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:6171"^^xsd:string,
        "CHEBI:13069"^^xsd:string,
        "CHEBI:21216"^^xsd:string,
        "CHEBI:40734"^^xsd:string,
        "CHEBI:40735"^^xsd:string,
        "CHEBI:46308"^^xsd:string ;
    oboInOwl:hasExactSynonym "L-Alanine"^^xsd:string,
        "L-alanine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2S)-2-aminopropanoic acid"^^xsd:string,
        "(S)-2-aminopropanoic acid"^^xsd:string,
        "(S)-alanine"^^xsd:string,
        "A"^^xsd:string,
        "Ala"^^xsd:string,
        "ALANINE"^^xsd:string,
        "L-2-Aminopropionic acid"^^xsd:string,
        "L-Alanin"^^xsd:string,
        "L-alpha-Alanine"^^xsd:string,
        "L-alpha-alanine"^^xsd:string ;
    oboInOwl:id "CHEBI:16977"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:16988 a owl:Class ;
    oboInOwl:hasDbXref "DrugBank:DB01936"^^xsd:string,
        "PMID:24404872"^^xsd:string,
        "PMID:24752650"^^xsd:string ;
    rdfs:label "D-ribose"^^xsd:string ;
    definition: "A ribose in which the chiral carbon atom furthest away from the aldehyde group (C4') has the same configuration as in D-glyceraldehyde."^^xsd:string ;
    rdfs:subClassOf CHEBI:33942,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:46997 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78675 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5H10O5"^^xsd:string ;
    chebi:mass "150.12990"^^xsd:string ;
    chebi:monoisotopicmass "150.05282"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:13011"^^xsd:string,
        "CHEBI:21078"^^xsd:string ;
    oboInOwl:hasExactSynonym "D-ribo-pentose"^^xsd:string,
        "D-ribose"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "D-Rib"^^xsd:string ;
    oboInOwl:id "CHEBI:16988"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:16991 a owl:Class ;
    oboInOwl:hasDbXref "CAS:9007-49-2"^^xsd:string,
        "KEGG:C00039"^^xsd:string ;
    rdfs:label "deoxyribonucleic acid"^^xsd:string ;
    definition: "High molecular weight, linear polymers, composed of nucleotides containing deoxyribose and linked by phosphodiester bonds; DNA contain the genetic information of organisms."^^xsd:string ;
    rdfs:subClassOf CHEBI:33696,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:33793 ],
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:50298 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    oboInOwl:hasAlternativeId "CHEBI:4291"^^xsd:string,
        "CHEBI:13302"^^xsd:string,
        "CHEBI:21123"^^xsd:string,
        "CHEBI:33698"^^xsd:string ;
    oboInOwl:hasExactSynonym "Deoxyribonucleic acid"^^xsd:string,
        "deoxyribonucleic acids"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(Deoxyribonucleotide)m"^^xsd:string,
        "(Deoxyribonucleotide)n"^^xsd:string,
        "(Deoxyribonucleotide)n+m"^^xsd:string,
        "deoxyribonucleic acids"^^xsd:string,
        "Desoxyribonukleinsaeure"^^xsd:string,
        "desoxyribose nucleic acid"^^xsd:string,
        "DNA"^^xsd:string,
        "DNAn"^^xsd:string,
        "DNAn+1"^^xsd:string,
        "DNS"^^xsd:string,
        "thymus nucleic acid"^^xsd:string ;
    oboInOwl:id "CHEBI:16991"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:16995 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:385686"^^xsd:string,
        "CAS:144-62-7"^^xsd:string,
        "DrugBank:DB03902"^^xsd:string,
        "Gmelin:2208"^^xsd:string,
        "HMDB:HMDB0002329"^^xsd:string,
        "KEGG:C00209"^^xsd:string,
        "KNApSAcK:C00001198"^^xsd:string,
        "LIPID_MAPS_instance:LMFA01170031"^^xsd:string,
        "MetaCyc:OXALATE"^^xsd:string,
        "PDBeChem:OXD"^^xsd:string,
        "PMID:15587083"^^xsd:string,
        "PMID:22735334"^^xsd:string,
        "Reaxys:385686"^^xsd:string,
        "Wikipedia:Oxalic_acid"^^xsd:string ;
    rdfs:label "oxalic acid"^^xsd:string ;
    definition: "An alpha,omega-dicarboxylic acid that is ethane substituted by carboxyl groups at positions 1 and 2."^^xsd:string ;
    rdfs:subClassOf CHEBI:28383,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:46904 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:84735 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C2H2O4"^^xsd:string ;
    chebi:inchi "InChI=1S/C2H2O4/c3-1(4)2(5)6/h(H,3,4)(H,5,6)"^^xsd:string ;
    chebi:inchikey "MUBZPKHOEPUJKR-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "90.03490"^^xsd:string ;
    chebi:monoisotopicmass "89.99531"^^xsd:string ;
    chebi:smiles "OC(=O)C(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:7811"^^xsd:string,
        "CHEBI:25730"^^xsd:string,
        "CHEBI:44583"^^xsd:string ;
    oboInOwl:hasExactSynonym "OXALIC ACID"^^xsd:string,
        "Oxalic acid"^^xsd:string,
        "oxalic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Ethandisaeure"^^xsd:string,
        "ethane-1,2-dioic acid"^^xsd:string,
        "Ethanedioic acid"^^xsd:string,
        "H2ox"^^xsd:string,
        "HOOCCOOH"^^xsd:string,
        "Oxalsaeure"^^xsd:string ;
    oboInOwl:id "CHEBI:16995"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:16998 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:2804068"^^xsd:string,
        "CAS:673-06-3"^^xsd:string,
        "DrugBank:DB02556"^^xsd:string,
        "ECMDB:ECMDB20144"^^xsd:string,
        "Gmelin:83219"^^xsd:string,
        "KEGG:C02265"^^xsd:string,
        "MetaCyc:CPD-216"^^xsd:string,
        "PDBeChem:DPN"^^xsd:string,
        "PMID:7114516"^^xsd:string,
        "PMID:22382026"^^xsd:string,
        "PMID:22397264"^^xsd:string,
        "PMID:24464217"^^xsd:string,
        "Reaxys:2804068"^^xsd:string,
        "YMDB:YMDB00995"^^xsd:string ;
    rdfs:label "D-phenylalanine"^^xsd:string ;
    definition: "The D-enantiomer of phenylalanine."^^xsd:string ;
    rdfs:subClassOf CHEBI:16733,
        CHEBI:28044,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:32494 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:32495 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:17295 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:57981 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C9H11NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C9H11NO2/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-5,8H,6,10H2,(H,11,12)/t8-/m1/s1"^^xsd:string ;
    chebi:inchikey "COLNVLDHVKWLRT-MRVPVSSYSA-N"^^xsd:string ;
    chebi:mass "165.18918"^^xsd:string ;
    chebi:monoisotopicmass "165.07898"^^xsd:string ;
    chebi:smiles "N[C@H](Cc1ccccc1)C(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:4224"^^xsd:string,
        "CHEBI:13007"^^xsd:string,
        "CHEBI:21067"^^xsd:string,
        "CHEBI:42207"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2R)-2-amino-3-phenylpropanoic acid"^^xsd:string,
        "D-PHENYLALANINE"^^xsd:string,
        "D-Phenylalanine"^^xsd:string,
        "D-phenylalanine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "D-alpha-Amino-beta-phenylpropionic acid"^^xsd:string,
        "D-Phe"^^xsd:string,
        "DPN"^^xsd:string,
        "phenylalanine D-form"^^xsd:string ;
    oboInOwl:id "CHEBI:16998"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17000 a owl:Class ;
    oboInOwl:hasDbXref "CAS:529-64-6"^^xsd:string,
        "CAS:552-63-6"^^xsd:string,
        "Gmelin:329096"^^xsd:string,
        "KEGG:C01456"^^xsd:string,
        "MetaCyc:TROPATE"^^xsd:string ;
    rdfs:label "tropate"^^xsd:string ;
    definition: "A hydroxy monocarboxylic acid anion that results from the deprotonation of the carboxylic acid group of tropic acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:36059,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:17272 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:30765 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76967 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C9H9O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C9H10O3/c10-6-8(9(11)12)7-4-2-1-3-5-7/h1-5,8,10H,6H2,(H,11,12)/p-1"^^xsd:string ;
    chebi:inchikey "JACRWUWPXAESPB-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "165.16596"^^xsd:string ;
    chebi:monoisotopicmass "165.05572"^^xsd:string ;
    chebi:smiles "OCC(C([O-])=O)c1ccccc1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:15268"^^xsd:string,
        "CHEBI:27156"^^xsd:string ;
    oboInOwl:hasExactSynonym "3-hydroxy-2-phenylpropanoate"^^xsd:string,
        "tropate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:17000"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17015 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:97831"^^xsd:string,
        "CAS:83-88-5"^^xsd:string,
        "Chemspider:431981"^^xsd:string,
        "Drug_Central:2834"^^xsd:string,
        "DrugBank:DB00140"^^xsd:string,
        "FooDB:FDB012160"^^xsd:string,
        "HMDB:HMDB0000244"^^xsd:string,
        "KEGG:C00255"^^xsd:string,
        "KEGG:D00050"^^xsd:string,
        "KNApSAcK:C00001552"^^xsd:string,
        "LINCS:LSM-4084"^^xsd:string,
        "MetaCyc:RIBOFLAVIN"^^xsd:string,
        "Patent:US2807611"^^xsd:string,
        "Patent:US2876169"^^xsd:string,
        "PDBeChem:RBF"^^xsd:string,
        "PMID:182198"^^xsd:string,
        "PMID:2369885"^^xsd:string,
        "PMID:2631092"^^xsd:string,
        "PMID:3142982"^^xsd:string,
        "PMID:3592624"^^xsd:string,
        "PMID:3878498"^^xsd:string,
        "PMID:4019261"^^xsd:string,
        "PMID:6475825"^^xsd:string,
        "PMID:6546833"^^xsd:string,
        "PMID:6650303"^^xsd:string,
        "PMID:7101408"^^xsd:string,
        "PMID:7883462"^^xsd:string,
        "PMID:8487103"^^xsd:string,
        "PMID:8604671"^^xsd:string,
        "PMID:8678471"^^xsd:string,
        "PMID:8976642"^^xsd:string,
        "PMID:9184778"^^xsd:string,
        "PMID:9808225"^^xsd:string,
        "PMID:9874201"^^xsd:string,
        "PMID:10566553"^^xsd:string,
        "PMID:11399071"^^xsd:string,
        "PMID:11606856"^^xsd:string,
        "PMID:12083520"^^xsd:string,
        "PMID:12354259"^^xsd:string,
        "PMID:12927541"^^xsd:string,
        "PMID:14963913"^^xsd:string,
        "PMID:16273338"^^xsd:string,
        "PMID:16460756"^^xsd:string,
        "PMID:16658098"^^xsd:string,
        "PMID:18832377"^^xsd:string,
        "PMID:19169240"^^xsd:string,
        "PMID:19212411"^^xsd:string,
        "PMID:19854891"^^xsd:string,
        "PMID:22770225"^^xsd:string,
        "PMID:23818044"^^xsd:string,
        "PMID:24643482"^^xsd:string,
        "PMID:24816110"^^xsd:string,
        "PMID:25108762"^^xsd:string,
        "PMID:25468971"^^xsd:string,
        "PMID:25887755"^^xsd:string,
        "PMID:29937405"^^xsd:string,
        "PMID:33154451"^^xsd:string,
        "PMID:33304888"^^xsd:string,
        "PMID:33886098"^^xsd:string,
        "PMID:33892358"^^xsd:string,
        "PMID:34156642"^^xsd:string,
        "Reaxys:97831"^^xsd:string,
        "Wikipedia:Riboflavin"^^xsd:string ;
    rdfs:label "riboflavin"^^xsd:string ;
    definition: "D-Ribitol in which the hydroxy group at position 5 is substituted by a 7,8-dimethyl-2,4-dioxo-3,4-dihydrobenzo[g]pteridin-10(2H)-yl moiety. It is a nutritional factor found in milk, eggs, malted barley, liver, kidney, heart, and leafy vegetables, but the richest natural source is yeast. The free form occurs only in the retina of the eye, in whey, and in urine; its principal forms in tissues and cells are as flavin mononucleotide and flavin-adenine dinucleotide."^^xsd:string ;
    rdfs:subClassOf CHEBI:30527,
        CHEBI:176838,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:57986 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:22586 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:23357 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:47868 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:67079 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77182 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78675 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:84087 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C17H20N4O6"^^xsd:string ;
    chebi:inchi "InChI=1S/C17H20N4O6/c1-7-3-9-10(4-8(7)2)21(5-11(23)14(25)12(24)6-22)15-13(18-9)16(26)20-17(27)19-15/h3-4,11-12,14,22-25H,5-6H2,1-2H3,(H,20,26,27)/t11-,12+,14-/m0/s1"^^xsd:string ;
    chebi:inchikey "AUNGANRZJHBGPY-SCRDCRAPSA-N"^^xsd:string ;
    chebi:mass "376.369"^^xsd:string ;
    chebi:monoisotopicmass "376.13828"^^xsd:string ;
    chebi:smiles "CC1=C(C)C=C2N(C[C@H](O)[C@H](O)[C@H](O)CO)C3=NC(=O)NC(=O)C3=NC2=C1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:8843"^^xsd:string,
        "CHEBI:15044"^^xsd:string,
        "CHEBI:27299"^^xsd:string,
        "CHEBI:45214"^^xsd:string,
        "CHEBI:529204"^^xsd:string ;
    oboInOwl:hasExactSynonym "1-deoxy-1-(7,8-dimethyl-2,4-dioxo-3,4-dihydrobenzo[g]pteridin-10(2H)-yl)-D-ribitol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-deoxy-1-(7,8-dimethyl-2,4-dioxo-3,4-dihydrobenzo[g]pteridin-10(2H)-yl)pentitol"^^xsd:string,
        "5-deoxy-5-(7,8-dimethyl-2,4-dioxo-3,4-dihydrobenzo[g]pteridin-10(2H)-yl)-D-ribitol"^^xsd:string,
        "6,7-dimethyl-9-D-ribitylisoalloxazine"^^xsd:string,
        "7,8-dimethyl-10-(D-ribo-2,3,4,5-tetrahydroxypentyl)benzo[g]pteridine-2,4(3H,10H)-dione"^^xsd:string,
        "7,8-dimethyl-10-(D-ribo-2,3,4,5-tetrahydroxypentyl)isoalloxazine"^^xsd:string,
        "7,8-dimethyl-10-[(2S,3S,4R)-2,3,4,5-tetrahydroxypentyl]benzo[g]pteridine-2,4(3H,10H)-dione"^^xsd:string,
        "7,8-dimethyl-10-ribitylisoalloxazine"^^xsd:string,
        "Aqua-Flave"^^xsd:string,
        "Beflavin"^^xsd:string,
        "Beflavine"^^xsd:string,
        "Bisulase"^^xsd:string,
        "Dermadram"^^xsd:string,
        "E101"^^xsd:string,
        "Fiboflavin"^^xsd:string,
        "Flavaxin"^^xsd:string,
        "Flavin Bb"^^xsd:string,
        "Flaxain"^^xsd:string,
        "Hyflavin"^^xsd:string,
        "lactoflavin"^^xsd:string,
        "riboflavin"^^xsd:string,
        "riboflavin (vit B2)"^^xsd:string,
        "riboflavina"^^xsd:string,
        "riboflavine"^^xsd:string,
        "riboflavinum"^^xsd:string,
        "Vitamin B2"^^xsd:string,
        "vitamin B2"^^xsd:string,
        "vitamin G"^^xsd:string,
        "vitasan B2"^^xsd:string ;
    oboInOwl:id "CHEBI:17015"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17026 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1915950"^^xsd:string,
        "CAS:57-83-0"^^xsd:string,
        "Drug_Central:2279"^^xsd:string,
        "DrugBank:DB00396"^^xsd:string,
        "Gmelin:708590"^^xsd:string,
        "HMDB:HMDB0001830"^^xsd:string,
        "KEGG:C00410"^^xsd:string,
        "KEGG:D00066"^^xsd:string,
        "MetaCyc:PROGESTERONE"^^xsd:string,
        "PDBeChem:STR"^^xsd:string,
        "PMID:9506942"^^xsd:string,
        "PMID:10438974"^^xsd:string,
        "Reaxys:1915950"^^xsd:string,
        "Wikipedia:Progesterone"^^xsd:string ;
    rdfs:label "progesterone"^^xsd:string ;
    definition: "A C21-steroid hormone in which a pregnane skeleton carries oxo substituents at positions 3 and 20 and is unsaturated at C(4)-C(5). As a hormone, it is involved in the female menstrual cycle, pregnancy and embryogenesis of humans and other species."^^xsd:string ;
    rdfs:subClassOf CHEBI:36885,
        CHEBI:47909,
        CHEBI:64600,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:8386 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:49323 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:59826 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:70709 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C21H30O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C21H30O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h12,16-19H,4-11H2,1-3H3/t16-,17+,18-,19-,20-,21+/m0/s1"^^xsd:string ;
    chebi:inchikey "RJKFOVLPORLFTN-LEKSSAKUSA-N"^^xsd:string ;
    chebi:mass "314.46170"^^xsd:string ;
    chebi:monoisotopicmass "314.22458"^^xsd:string ;
    chebi:smiles "[H][C@@]12CCC3=CC(=O)CC[C@]3(C)[C@@]1([H])CC[C@]1(C)[C@H](CC[C@@]21[H])C(C)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:439"^^xsd:string,
        "CHEBI:8453"^^xsd:string,
        "CHEBI:14896"^^xsd:string,
        "CHEBI:18798"^^xsd:string,
        "CHEBI:26269"^^xsd:string,
        "CHEBI:45786"^^xsd:string ;
    oboInOwl:hasExactSynonym "pregn-4-ene-3,20-dione"^^xsd:string,
        "PROGESTERONE"^^xsd:string,
        "Progesterone"^^xsd:string,
        "progesterone"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "4-Pregnene-3,20-dione"^^xsd:string,
        "17alpha-progesterone"^^xsd:string,
        "(S)-4-Pregnene-3,20-dione"^^xsd:string,
        "(S)-Pregn-4-en-3,20-dione"^^xsd:string,
        "(S)-Progesterone"^^xsd:string,
        "Agolutin"^^xsd:string,
        "Akrolutin"^^xsd:string,
        "corpus luteum hormone"^^xsd:string,
        "Crinone"^^xsd:string,
        "Delta(4)-pregnene-3,20-dione"^^xsd:string,
        "Gelbkoerperhormon"^^xsd:string,
        "luteohormone"^^xsd:string,
        "Progesteron"^^xsd:string ;
    oboInOwl:id "CHEBI:17026"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17045 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:8137358"^^xsd:string,
        "CAS:10024-97-2"^^xsd:string,
        "Drug_Central:4238"^^xsd:string,
        "Gmelin:2153410"^^xsd:string,
        "KEGG:C00887"^^xsd:string,
        "KEGG:D00102"^^xsd:string,
        "PDBeChem:N2O"^^xsd:string,
        "PMID:7880215"^^xsd:string,
        "PMID:11159233"^^xsd:string,
        "PMID:11811748"^^xsd:string,
        "PMID:15316643"^^xsd:string,
        "PMID:15644008"^^xsd:string,
        "PMID:16179535"^^xsd:string,
        "PMID:17093360"^^xsd:string,
        "PMID:18992971"^^xsd:string,
        "PMID:19910265"^^xsd:string,
        "PMID:21622873"^^xsd:string,
        "PMID:23643142"^^xsd:string,
        "Reaxys:8137358"^^xsd:string,
        "UM-BBD_compID:c0650"^^xsd:string,
        "Wikipedia:Nitrous_oxide"^^xsd:string ;
    rdfs:label "dinitrogen oxide"^^xsd:string ;
    definition: "A nitrogen oxide consisting of linear unsymmetrical molecules with formula N2O. While it is the most used gaseous anaesthetic in the world, its major commercial use, due to its solubility under pressure in vegetable fats combined with its non-toxicity in low concentrations, is as an aerosol spray propellant and aerating agent for canisters of 'whipped' cream."^^xsd:string ;
    rdfs:subClassOf CHEBI:35196,
        CHEBI:138675,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35480 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35620 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38870 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:60643 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76413 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76969 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77971 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77974 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78017 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78433 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "N2O"^^xsd:string ;
    chebi:inchi "InChI=1S/N2O/c1-2-3"^^xsd:string ;
    chebi:inchikey "GQPLMRYTRLFLPF-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "44.01280"^^xsd:string ;
    chebi:monoisotopicmass "44.00106"^^xsd:string ;
    chebi:smiles "[O-][N+]#N"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:7598"^^xsd:string,
        "CHEBI:14661"^^xsd:string,
        "CHEBI:25568"^^xsd:string,
        "CHEBI:44250"^^xsd:string ;
    oboInOwl:hasExactSynonym "Dinitrogen oxide"^^xsd:string,
        "dinitrogen oxide"^^xsd:string,
        "oxidodinitrogen(N--N)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "diazyne 1-oxide"^^xsd:string,
        "Dinitrogen monoxide"^^xsd:string,
        "Distickstoffmonoxid"^^xsd:string,
        "E942"^^xsd:string,
        "factitious air"^^xsd:string,
        "gaz hilarant"^^xsd:string,
        "Lachgas"^^xsd:string,
        "laughing gas"^^xsd:string,
        "N2O"^^xsd:string,
        "nitrogen protoxide"^^xsd:string,
        "nitrogenium oxydulatum"^^xsd:string,
        "Nitrous oxide"^^xsd:string,
        "nitrous oxide"^^xsd:string,
        "NNO"^^xsd:string,
        "oxyde nitreux"^^xsd:string,
        "protoxyde d'azote"^^xsd:string,
        "R-744A"^^xsd:string,
        "Stickstoff(I)-oxid"^^xsd:string ;
    oboInOwl:id "CHEBI:17045"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17053 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1723530"^^xsd:string,
        "CAS:56-84-8"^^xsd:string,
        "Drug_Central:1550"^^xsd:string,
        "DrugBank:DB00128"^^xsd:string,
        "ECMDB:ECMDB00191"^^xsd:string,
        "Gmelin:3333"^^xsd:string,
        "HMDB:HMDB0000191"^^xsd:string,
        "KEGG:C00049"^^xsd:string,
        "KEGG:D00013"^^xsd:string,
        "KNApSAcK:C00001342"^^xsd:string,
        "MetaCyc:L-ASPARTATE"^^xsd:string,
        "PDBeChem:ASP"^^xsd:string,
        "PMID:11568288"^^xsd:string,
        "PMID:21359215"^^xsd:string,
        "PMID:22770225"^^xsd:string,
        "Reaxys:1723530"^^xsd:string,
        "YMDB:YMDB00896"^^xsd:string ;
    rdfs:label "L-aspartic acid"^^xsd:string ;
    definition: "The L-enantiomer of aspartic acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:22658,
        CHEBI:22660,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:29991 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:17364 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:25512 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C4H7NO4"^^xsd:string ;
    chebi:inchi "InChI=1S/C4H7NO4/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H,6,7)(H,8,9)/t2-/m0/s1"^^xsd:string ;
    chebi:inchikey "CKLJMWTZIZZHCS-REOHCLBHSA-N"^^xsd:string ;
    chebi:mass "133.10270"^^xsd:string ;
    chebi:monoisotopicmass "133.03751"^^xsd:string ;
    chebi:smiles "N[C@@H](CC(O)=O)C(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:6193"^^xsd:string,
        "CHEBI:21247"^^xsd:string,
        "CHEBI:40853"^^xsd:string,
        "CHEBI:40900"^^xsd:string,
        "CHEBI:40913"^^xsd:string,
        "CHEBI:40942"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2S)-2-aminobutanedioic acid"^^xsd:string,
        "L-Aspartic acid"^^xsd:string,
        "L-aspartic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-Aminosuccinic acid"^^xsd:string,
        "(S)-2-aminobutanedioic acid"^^xsd:string,
        "(S)-2-aminosuccinic acid"^^xsd:string,
        "Asp"^^xsd:string,
        "ASPARTIC ACID"^^xsd:string,
        "D"^^xsd:string,
        "L-Asparaginsaeure"^^xsd:string ;
    oboInOwl:id "CHEBI:17053"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17061 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1723796"^^xsd:string,
        "CAS:5959-95-5"^^xsd:string,
        "DrugBank:DB02174"^^xsd:string,
        "ECMDB:ECMDB03423"^^xsd:string,
        "Gmelin:1318700"^^xsd:string,
        "HMDB:HMDB0003423"^^xsd:string,
        "KEGG:C00819"^^xsd:string,
        "MetaCyc:GLUTAMIDE"^^xsd:string,
        "Patent:WO2011109119"^^xsd:string,
        "PDBeChem:DGN"^^xsd:string,
        "PMID:3697715"^^xsd:string,
        "PMID:7197365"^^xsd:string,
        "PMID:21048866"^^xsd:string,
        "PMID:21182880"^^xsd:string,
        "PMID:22291598"^^xsd:string,
        "Reaxys:1723796"^^xsd:string,
        "YMDB:YMDB00990"^^xsd:string ;
    rdfs:label "D-glutamine"^^xsd:string ;
    definition: "The D-enantiomer of glutamine."^^xsd:string ;
    rdfs:subClassOf CHEBI:16733,
        CHEBI:28300,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:32672 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:32673 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:18050 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:58000 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5H10N2O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H10N2O3/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H2,7,8)(H,9,10)/t3-/m1/s1"^^xsd:string ;
    chebi:inchikey "ZDXPYRJPNDTMRX-GSVOUGTGSA-N"^^xsd:string ;
    chebi:mass "146.146"^^xsd:string ;
    chebi:monoisotopicmass "146.06914"^^xsd:string ;
    chebi:smiles "O=C(O)[C@H](N)CCC(=O)N"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:4184"^^xsd:string,
        "CHEBI:12980"^^xsd:string,
        "CHEBI:21024"^^xsd:string ;
    oboInOwl:hasExactSynonym "D-Glutamine"^^xsd:string,
        "D-glutamine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2R)-2,5-diamino-5-oxopentanoic acid"^^xsd:string,
        "(2R)-2-amino-4-carbamoylbutanoic acid"^^xsd:string,
        "(R)-2,5-diamino-5-oxopentanoic acid"^^xsd:string,
        "D-2-Aminoglutaramic acid"^^xsd:string,
        "D-Glutamin"^^xsd:string,
        "D-Glutaminsaeure-5-amid"^^xsd:string,
        "DGN"^^xsd:string ;
    oboInOwl:id "CHEBI:17061"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17062 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C00375"^^xsd:string ;
    rdfs:label "primary aliphatic amine"^^xsd:string ;
    rdfs:subClassOf CHEBI:32877,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:58001 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "CH4NR"^^xsd:string ;
    chebi:mass "30.04920"^^xsd:string ;
    chebi:monoisotopicmass "30.03437"^^xsd:string ;
    chebi:smiles "NC[*]"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:8749"^^xsd:string,
        "CHEBI:13431"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "primary aliphatic amines"^^xsd:string,
        "RCH2NH2"^^xsd:string ;
    oboInOwl:id "CHEBI:17062"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17076 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:74498"^^xsd:string,
        "CAS:57-92-1"^^xsd:string,
        "Drug_Central:2481"^^xsd:string,
        "DrugBank:DB01082"^^xsd:string,
        "HMDB:HMDB0015214"^^xsd:string,
        "KEGG:C00413"^^xsd:string,
        "KEGG:D08531"^^xsd:string,
        "MetaCyc:STREPTOMYCIN"^^xsd:string,
        "PDBeChem:SRY"^^xsd:string,
        "Pesticides:streptomycin"^^xsd:string,
        "PMID:11228320"^^xsd:string,
        "PMID:11905029"^^xsd:string,
        "PMID:12118520"^^xsd:string,
        "PMID:13030054"^^xsd:string,
        "PMID:13116094"^^xsd:string,
        "PMID:13136149"^^xsd:string,
        "PMID:13596285"^^xsd:string,
        "PMID:13691614"^^xsd:string,
        "PMID:13985260"^^xsd:string,
        "PMID:13990247"^^xsd:string,
        "PMID:14623118"^^xsd:string,
        "PMID:14828344"^^xsd:string,
        "PMID:14852338"^^xsd:string,
        "PMID:14939639"^^xsd:string,
        "PMID:15081082"^^xsd:string,
        "PMID:15137533"^^xsd:string,
        "PMID:15207172"^^xsd:string,
        "PMID:15686853"^^xsd:string,
        "PMID:15736038"^^xsd:string,
        "PMID:16904706"^^xsd:string,
        "PMID:17105735"^^xsd:string,
        "PMID:17238915"^^xsd:string,
        "PMID:17429930"^^xsd:string,
        "PMID:18173084"^^xsd:string,
        "PMID:18916143"^^xsd:string,
        "PMID:19052412"^^xsd:string,
        "PMID:19335957"^^xsd:string,
        "PMID:21350946"^^xsd:string,
        "PMID:21362244"^^xsd:string,
        "PMID:21593257"^^xsd:string,
        "PMID:21937264"^^xsd:string,
        "PMID:22101040"^^xsd:string,
        "Reaxys:74498"^^xsd:string,
        "Wikipedia:Streptomycin"^^xsd:string ;
    rdfs:label "streptomycin"^^xsd:string ;
    definition: "A amino cyclitol glycoside that consists of streptidine having a disaccharyl moiety attached at the 4-position. The parent of the streptomycin class"^^xsd:string ;
    rdfs:subClassOf CHEBI:26788,
        CHEBI:87113,
        CHEBI:87114,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:27405 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:58007 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:36047 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48001 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76969 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:86328 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C21H39N7O12"^^xsd:string ;
    chebi:inchi "InChI=1S/C21H39N7O12/c1-5-21(36,4-30)16(40-17-9(26-2)13(34)10(31)6(3-29)38-17)18(37-5)39-15-8(28-20(24)25)11(32)7(27-19(22)23)12(33)14(15)35/h4-18,26,29,31-36H,3H2,1-2H3,(H4,22,23,27)(H4,24,25,28)/t5-,6-,7+,8-,9-,10-,11+,12-,13-,14+,15+,16-,17-,18-,21+/m0/s1"^^xsd:string ;
    chebi:inchikey "UCSJYZPVAKXKNQ-HZYVHMACSA-N"^^xsd:string ;
    chebi:mass "581.57434"^^xsd:string ;
    chebi:monoisotopicmass "581.26567"^^xsd:string ;
    chebi:smiles "CN[C@H]1[C@H](O)[C@@H](O)[C@H](CO)O[C@H]1O[C@H]1[C@@H](O[C@@H](C)[C@]1(O)C=O)O[C@H]1[C@H](O)[C@@H](O)[C@H](NC(N)=N)[C@@H](O)[C@@H]1NC(N)=N"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:9284"^^xsd:string,
        "CHEBI:15119"^^xsd:string,
        "CHEBI:26784"^^xsd:string,
        "CHEBI:45745"^^xsd:string ;
    oboInOwl:hasExactSynonym "N,N'''-[(1R,2R,3S,4R,5R,6S)-4-{5-deoxy-2-O-[2-deoxy-2-(methylamino)-alpha-L-glucopyranosyl]-3-C-formyl-alpha-L-lyxofuranosyloxy}-2,5,6-trihydroxycyclohexane-1,3-diyl]diguanidine"^^xsd:string,
        "STREPTOMYCIN"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2,4-Diguanidino-3,5,6-trihydroxycyclohexyl 5-deoxy-2-O-(2-deoxy-2-methylamino-alpha-L-glucopyranosyl)-3-C-formyl-beta-L-lyxopentanofuranoside"^^xsd:string,
        "[2-deoxy-2-(dimethylamino)-alpha-L-glucopyranosyl]-(1->2)-[5-deoxy-3-C-formyl-alpha-L-lyxofuranosyl]-(1->4)-{N',N'''-[(1,3,5/2,4,6)-2,4,5,6-tetrahydroxycyclohexane-1,3-diyl]diguanidine}"^^xsd:string,
        "Kantrex"^^xsd:string,
        "SM"^^xsd:string,
        "streomycin"^^xsd:string,
        "streptomycin"^^xsd:string ;
    oboInOwl:id "CHEBI:17076"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17087 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C01450"^^xsd:string,
        "Wikipedia:Ketone"^^xsd:string ;
    rdfs:label "ketone"^^xsd:string ;
    definition: "A compound in which a carbonyl group is bonded to two carbon atoms: R2C=O (neither R may be H)."^^xsd:string ;
    rdfs:subClassOf CHEBI:36586 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "COR2"^^xsd:string ;
    chebi:mass "28.010"^^xsd:string ;
    chebi:monoisotopicmass "27.99491"^^xsd:string ;
    chebi:smiles "[*]C([*])=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:6127"^^xsd:string,
        "CHEBI:8742"^^xsd:string,
        "CHEBI:13427"^^xsd:string,
        "CHEBI:13646"^^xsd:string,
        "CHEBI:24974"^^xsd:string ;
    oboInOwl:hasExactSynonym "Ketone"^^xsd:string,
        "ketones"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "a ketone"^^xsd:string,
        "cetone"^^xsd:string,
        "Keton"^^xsd:string,
        "ketones"^^xsd:string,
        "R-CO-R'"^^xsd:string ;
    oboInOwl:id "CHEBI:17087"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17097 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1634058"^^xsd:string,
        "CAS:92-52-4"^^xsd:string,
        "Gmelin:3808"^^xsd:string,
        "HMDB:HMDB0034437"^^xsd:string,
        "KEGG:C06588"^^xsd:string,
        "MetaCyc:BIPHENYL"^^xsd:string,
        "PDBeChem:BNL"^^xsd:string,
        "Pesticides:biphenyl"^^xsd:string,
        "PMID:21337247"^^xsd:string,
        "PMID:21575716"^^xsd:string,
        "PPDB:82"^^xsd:string,
        "Reaxys:1634058"^^xsd:string,
        "UM-BBD_compID:c0371"^^xsd:string,
        "Wikipedia:Biphenyl"^^xsd:string ;
    rdfs:label "biphenyl"^^xsd:string ;
    definition: "A benzenoid aromatic compound that consists of two benzene rings connected by a single covalent bond. Biphenyl occurs naturally in coal tar, crude oil, and natural gas. Formerly used as a fungicide for citrus crops."^^xsd:string ;
    rdfs:subClassOf CHEBI:22712,
        CHEBI:22888,
        CHEBI:87034,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:65256 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:86328 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C12H10"^^xsd:string ;
    chebi:inchi "InChI=1S/C12H10/c1-3-7-11(8-4-1)12-9-5-2-6-10-12/h1-10H"^^xsd:string ;
    chebi:inchikey "ZUOUZKKEUPVFJK-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "154.20780"^^xsd:string ;
    chebi:monoisotopicmass "154.07825"^^xsd:string ;
    chebi:smiles "c1ccc(cc1)-c1ccccc1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:3113"^^xsd:string,
        "CHEBI:13909"^^xsd:string,
        "CHEBI:22887"^^xsd:string,
        "CHEBI:41238"^^xsd:string ;
    oboInOwl:hasExactSynonym "1,1'-biphenyl"^^xsd:string,
        "Biphenyl"^^xsd:string,
        "biphenyl"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1,1'-Biphenyl"^^xsd:string,
        "1,1'-Diphenyl"^^xsd:string,
        "E230"^^xsd:string,
        "Phenylbenzene"^^xsd:string ;
    oboInOwl:id "CHEBI:17097"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17102 a owl:Class ;
    rdfs:label "phosphoramide"^^xsd:string ;
    definition: "A compound in which one or more of the OH groups of phosphoric acid have been replaced with an amino or substituted amino group. The term is commonly confined to the phosphoric triamides, P(=O)(NR2)3, since replacement of one or two OH groups produces phosphoramidic acids: P(=O)(OH)(NR2)2 , P(=O)(OH)2(NR2)."^^xsd:string ;
    rdfs:subClassOf CHEBI:33256,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:26078 ] ;
    oboInOwl:hasAlternativeId "CHEBI:8162"^^xsd:string,
        "CHEBI:14827"^^xsd:string,
        "CHEBI:26076"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "phosphamide"^^xsd:string,
        "phosphamides"^^xsd:string,
        "phosphoramides"^^xsd:string ;
    oboInOwl:id "CHEBI:17102"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17108 a owl:Class ;
    oboInOwl:hasDbXref "CAS:10323-20-3"^^xsd:string,
        "KEGG:C00216"^^xsd:string ;
    rdfs:label "D-arabinose"^^xsd:string ;
    rdfs:subClassOf CHEBI:22599,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5H10O5"^^xsd:string ;
    chebi:mass "150.12990"^^xsd:string ;
    chebi:monoisotopicmass "150.05282"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:4103"^^xsd:string,
        "CHEBI:12915"^^xsd:string,
        "CHEBI:20914"^^xsd:string ;
    oboInOwl:hasExactSynonym "D-arabino-pentose"^^xsd:string,
        "D-Arabinose"^^xsd:string,
        "D-arabinose"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "D-Ara"^^xsd:string ;
    oboInOwl:id "CHEBI:17108"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17115 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1721404"^^xsd:string,
        "CAS:56-45-1"^^xsd:string,
        "Drug_Central:4127"^^xsd:string,
        "DrugBank:DB00133"^^xsd:string,
        "ECMDB:ECMDB00187"^^xsd:string,
        "Gmelin:2570"^^xsd:string,
        "HMDB:HMDB0000187"^^xsd:string,
        "KEGG:C00065"^^xsd:string,
        "KEGG:D00016"^^xsd:string,
        "KNApSAcK:C00001393"^^xsd:string,
        "MetaCyc:SER"^^xsd:string,
        "PDBeChem:SER"^^xsd:string,
        "PMID:1650428"^^xsd:string,
        "PMID:17439666"^^xsd:string,
        "PMID:19062365"^^xsd:string,
        "PMID:21956576"^^xsd:string,
        "PMID:22265470"^^xsd:string,
        "PMID:22393170"^^xsd:string,
        "PMID:22547037"^^xsd:string,
        "PMID:22566084"^^xsd:string,
        "PMID:22566694"^^xsd:string,
        "Reaxys:1721404"^^xsd:string,
        "Wikipedia:L-serine"^^xsd:string,
        "YMDB:YMDB00112"^^xsd:string ;
    rdfs:label "L-serine"^^xsd:string ;
    definition: "The L-enantiomer of serine."^^xsd:string ;
    rdfs:subClassOf CHEBI:17822,
        CHEBI:26650,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:32836 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:32837 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:16523 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:33384 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:84735 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C3H7NO3"^^xsd:string ;
    chebi:inchi "InChI=1S/C3H7NO3/c4-2(1-5)3(6)7/h2,5H,1,4H2,(H,6,7)/t2-/m0/s1"^^xsd:string ;
    chebi:inchikey "MTCFGRXMJLQNBG-REOHCLBHSA-N"^^xsd:string ;
    chebi:mass "105.09262"^^xsd:string ;
    chebi:monoisotopicmass "105.04259"^^xsd:string ;
    chebi:smiles "N[C@@H](CO)C(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:6301"^^xsd:string,
        "CHEBI:13167"^^xsd:string,
        "CHEBI:21387"^^xsd:string,
        "CHEBI:45440"^^xsd:string,
        "CHEBI:45451"^^xsd:string,
        "CHEBI:45590"^^xsd:string,
        "CHEBI:45597"^^xsd:string,
        "CHEBI:45677"^^xsd:string ;
    oboInOwl:hasExactSynonym "L-Serine"^^xsd:string,
        "L-serine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2S)-2-amino-3-hydroxypropanoic acid"^^xsd:string,
        "(S)-2-amino-3-hydroxypropanoic acid"^^xsd:string,
        "(S)-(-)-serine"^^xsd:string,
        "(S)-alpha-Amino-beta-hydroxypropionic acid"^^xsd:string,
        "(S)-serine"^^xsd:string,
        "beta-Hydroxy-L-alanine"^^xsd:string,
        "beta-Hydroxyalanine"^^xsd:string,
        "L-2-Amino-3-hydroxypropionic acid"^^xsd:string,
        "L-3-Hydroxy-2-aminopropionic acid"^^xsd:string,
        "L-3-Hydroxy-alanine"^^xsd:string,
        "L-(-)-serine"^^xsd:string,
        "L-Ser"^^xsd:string,
        "L-Serin"^^xsd:string,
        "S"^^xsd:string,
        "Ser"^^xsd:string,
        "SERINE"^^xsd:string,
        "Serine"^^xsd:string ;
    oboInOwl:id "CHEBI:17115"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17120 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:3601453"^^xsd:string,
        "CAS:151-33-7"^^xsd:string,
        "ECMDB:ECMDB21229"^^xsd:string,
        "Gmelin:326340"^^xsd:string,
        "KEGG:C01585"^^xsd:string,
        "MetaCyc:HEXANOATE"^^xsd:string ;
    rdfs:label "hexanoate"^^xsd:string ;
    definition: "A short-chain fatty acid anion that is the conjugate base of hexanoic acid (also known as caproic acid)."^^xsd:string ;
    rdfs:subClassOf CHEBI:58951,
        CHEBI:58954,
        CHEBI:78116,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:30776 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C6H11O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H12O2/c1-2-3-4-5-6(7)8/h2-5H2,1H3,(H,7,8)/p-1"^^xsd:string ;
    chebi:inchikey "FUZZWVXGSFPDMH-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "115.15034"^^xsd:string ;
    chebi:monoisotopicmass "115.07645"^^xsd:string ;
    chebi:smiles "CCCCCC([O-])=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:14398"^^xsd:string,
        "CHEBI:24569"^^xsd:string ;
    oboInOwl:hasExactSynonym "hexanoate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-hexanoate"^^xsd:string,
        "1-pentacarboxylate"^^xsd:string,
        "1-pentanecarboxylate"^^xsd:string,
        "butylacetate"^^xsd:string,
        "caproate"^^xsd:string,
        "capronate"^^xsd:string,
        "CH3-[CH2]4-COO(-)"^^xsd:string,
        "hexoate"^^xsd:string,
        "hexylate"^^xsd:string,
        "n-caproate"^^xsd:string,
        "n-hexanoate"^^xsd:string,
        "n-hexoate"^^xsd:string,
        "n-hexylate"^^xsd:string,
        "nPnCO2 anion"^^xsd:string,
        "pentanecarboxylate"^^xsd:string,
        "pentylformate"^^xsd:string ;
    oboInOwl:id "CHEBI:17120"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17128 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:3904826"^^xsd:string,
        "CAS:764-65-8"^^xsd:string,
        "Gmelin:326743"^^xsd:string,
        "MetaCyc:ADIPATE"^^xsd:string,
        "Reaxys:3904826"^^xsd:string,
        "UM-BBD_compID:c0123"^^xsd:string ;
    rdfs:label "adipate(2-)"^^xsd:string ;
    definition: "A dicarboxylic acid dianion obtained by the deprotonation of both the carboxy groups of adipic acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:133291,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:30833 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76967 ] ;
    chebi:charge "-2"^^xsd:string ;
    chebi:formula "C6H8O4"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H10O4/c7-5(8)3-1-2-4-6(9)10/h1-4H2,(H,7,8)(H,9,10)/p-2"^^xsd:string ;
    chebi:inchikey "WNLRTRBMVRJNCN-UHFFFAOYSA-L"^^xsd:string ;
    chebi:mass "144.12532"^^xsd:string ;
    chebi:monoisotopicmass "144.04336"^^xsd:string ;
    chebi:smiles "[O-]C(=O)CCCCC([O-])=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:13744"^^xsd:string,
        "CHEBI:22264"^^xsd:string ;
    oboInOwl:hasExactSynonym "hexanedioate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "adipate dianion"^^xsd:string,
        "hexan-1,6-dicarboxylate"^^xsd:string,
        "hexanedioate"^^xsd:string,
        "hexanedioic acid, ion(2-)"^^xsd:string,
        "O2C(CH2)4CO2 dianion"^^xsd:string ;
    oboInOwl:id "CHEBI:17128"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17134 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1211019"^^xsd:string,
        "CAS:104-14-3"^^xsd:string,
        "Drug_Central:3396"^^xsd:string,
        "KEGG:C04227"^^xsd:string,
        "LINCS:LSM-4975"^^xsd:string ;
    rdfs:label "octopamine"^^xsd:string ;
    definition: "A member of the class of phenylethanolamines that is phenol which is substituted at the para- position by a 2-amino-1-hydroxyethyl group. A biogenic phenylethanolamine which has been found to act as a neurotransmitter, neurohormone or neuromodulator in invertebrates."^^xsd:string ;
    rdfs:subClassOf CHEBI:25990,
        CHEBI:27175,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:58025 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:25512 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C8H11NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C8H11NO2/c9-5-8(11)6-1-3-7(10)4-2-6/h1-4,8,10-11H,5,9H2"^^xsd:string ;
    chebi:inchikey "QHGUCRYDKWKLMG-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "153.17848"^^xsd:string ;
    chebi:monoisotopicmass "153.07898"^^xsd:string ;
    chebi:smiles "NCC(O)c1ccc(O)cc1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:571"^^xsd:string,
        "CHEBI:11191"^^xsd:string,
        "CHEBI:25655"^^xsd:string ;
    oboInOwl:hasExactSynonym "4-(2-amino-1-hydroxyethyl)phenol"^^xsd:string,
        "Octopamine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-(4-Hydroxyphenyl)-2-aminoethanol"^^xsd:string,
        "1-(p-hydroxyphenyl)-2-aminoethanol"^^xsd:string,
        "alpha-(aminomethyl)-4-hydroxybenzenemethanol"^^xsd:string,
        "alpha-(aminomethyl)-p-hydroxybenzyl alcohol"^^xsd:string,
        "beta-hydroxytyramine"^^xsd:string,
        "norsynephrine"^^xsd:string,
        "Octopamin"^^xsd:string,
        "octopaminum"^^xsd:string,
        "p-Hydroxyphenylethanolamine"^^xsd:string ;
    oboInOwl:id "CHEBI:17134"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17135 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C00339"^^xsd:string,
        "MetaCyc:Long-chain-alcohols"^^xsd:string,
        "PMID:19155068"^^xsd:string,
        "PMID:22436224"^^xsd:string,
        "PMID:22444994"^^xsd:string ;
    rdfs:label "long-chain fatty alcohol"^^xsd:string ;
    definition: "A fatty alcohol with a chain length ranging from C13 to C22."^^xsd:string ;
    rdfs:subClassOf CHEBI:24026 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "HOR"^^xsd:string ;
    chebi:mass "17.00730"^^xsd:string ;
    chebi:monoisotopicmass "17.00274"^^xsd:string ;
    chebi:smiles "O[*]"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:6524"^^xsd:string,
        "CHEBI:14527"^^xsd:string,
        "CHEBI:73312"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "a long chain fatty alcohol"^^xsd:string,
        "long chain fatty alcohol"^^xsd:string,
        "long chain fatty alcohols"^^xsd:string,
        "Long-chain alcohol"^^xsd:string,
        "long-chain alcohols"^^xsd:string,
        "long-chain fatty alcohols"^^xsd:string ;
    oboInOwl:id "CHEBI:17135"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17137 a owl:Class ;
    oboInOwl:hasDbXref "CAS:15181-46-1"^^xsd:string,
        "Gmelin:1455"^^xsd:string,
        "KEGG:C11481"^^xsd:string,
        "PDBeChem:SO3"^^xsd:string ;
    rdfs:label "hydrogensulfite"^^xsd:string ;
    rdfs:subClassOf CHEBI:33482,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:17359 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:48854 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "HO3S"^^xsd:string ;
    chebi:inchi "InChI=1S/H2O3S/c1-4(2)3/h(H2,1,2,3)/p-1"^^xsd:string ;
    chebi:inchikey "LSNNMFCWUKXFEE-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "81.07214"^^xsd:string ;
    chebi:monoisotopicmass "80.96519"^^xsd:string ;
    chebi:smiles "OS([O-])=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:5598"^^xsd:string,
        "CHEBI:13367"^^xsd:string ;
    oboInOwl:hasExactSynonym "hydrogen(trioxidosulfate)(1-)"^^xsd:string,
        "hydrogensulfite(1-)"^^xsd:string,
        "hydrogentrioxosulfate(1-)"^^xsd:string,
        "hydrogentrioxosulfate(IV)"^^xsd:string,
        "hydroxidodioxidosulfate(1-)"^^xsd:string,
        "monohydrogentrioxosulfate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "[SO2(OH)](-)"^^xsd:string,
        "Bisulfite"^^xsd:string,
        "bisulfite"^^xsd:string,
        "bisulphite"^^xsd:string,
        "HSO3(-)"^^xsd:string,
        "HSO3-"^^xsd:string,
        "Hydrogen sulfite"^^xsd:string,
        "hydrogen sulfite(1-)"^^xsd:string,
        "hydrosulfite anion"^^xsd:string ;
    oboInOwl:id "CHEBI:17137"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17141 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:635649"^^xsd:string,
        "CAS:60-23-1"^^xsd:string,
        "Chemspider:5834"^^xsd:string,
        "Drug_Central:768"^^xsd:string,
        "DrugBank:DB00847"^^xsd:string,
        "FooDB:FDB023091"^^xsd:string,
        "Gmelin:25385"^^xsd:string,
        "HMDB:HMDB0002991"^^xsd:string,
        "KEGG:C01678"^^xsd:string,
        "KEGG:D03634"^^xsd:string,
        "MetaCyc:CPD-239"^^xsd:string,
        "PDBeChem:DHL"^^xsd:string,
        "PMID:1603809"^^xsd:string,
        "PMID:11341102"^^xsd:string,
        "PMID:17581819"^^xsd:string,
        "PMID:22039970"^^xsd:string,
        "PMID:22642810"^^xsd:string,
        "PMID:22735334"^^xsd:string,
        "PMID:23429057"^^xsd:string,
        "PMID:26043233"^^xsd:string,
        "PMID:26322858"^^xsd:string,
        "Reaxys:635649"^^xsd:string,
        "Wikipedia:Cysteamine"^^xsd:string ;
    rdfs:label "cysteamine"^^xsd:string ;
    definition: "An amine that consists of an ethane skeleton substituted with a thiol group at C-1 and an amino group at C-2."^^xsd:string ;
    rdfs:subClassOf CHEBI:29256,
        CHEBI:32952,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:15862 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:58029 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:66987 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:176497 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C2H7NS"^^xsd:string ;
    chebi:inchi "InChI=1S/C2H7NS/c3-1-2-4/h4H,1-3H2"^^xsd:string ;
    chebi:inchikey "UFULAYFCSOUIOV-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "77.150"^^xsd:string ;
    chebi:monoisotopicmass "77.02992"^^xsd:string ;
    chebi:smiles "NCCS"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:4049"^^xsd:string,
        "CHEBI:14060"^^xsd:string,
        "CHEBI:15235"^^xsd:string,
        "CHEBI:23506"^^xsd:string,
        "CHEBI:41923"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-aminoethanethiol"^^xsd:string,
        "Cysteamine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-amino-2-mercaptoethane"^^xsd:string,
        "2-amino-1-ethanethiol"^^xsd:string,
        "2-AMINO-ETHANETHIOL"^^xsd:string,
        "2-Aminoethanethiol"^^xsd:string,
        "2-aminoethanethiol"^^xsd:string,
        "2-aminoethyl mercaptan"^^xsd:string,
        "2-aminoethylthiol"^^xsd:string,
        "2-mercaptoethanamine"^^xsd:string,
        "2-mercaptoethylamine"^^xsd:string,
        "beta-Aminoethanethiol"^^xsd:string,
        "beta-aminoethanethiol"^^xsd:string,
        "beta-aminoethylthiol"^^xsd:string,
        "beta-MEA"^^xsd:string,
        "beta-Mercaptoethylamine"^^xsd:string,
        "beta-mercaptoethylamine"^^xsd:string,
        "cysteinamine"^^xsd:string,
        "MEA"^^xsd:string,
        "mercaptamina"^^xsd:string,
        "mercaptamine"^^xsd:string,
        "mercaptaminum"^^xsd:string,
        "mercaptoethylamine"^^xsd:string,
        "Thioethanolamine"^^xsd:string ;
    oboInOwl:id "CHEBI:17141"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17164 a owl:Class ;
    oboInOwl:hasDbXref "CAS:470-55-3"^^xsd:string,
        "CAS:10094-58-3"^^xsd:string,
        "HMDB:HMDB0003553"^^xsd:string,
        "KEGG:C01613"^^xsd:string,
        "KEGG:G00278"^^xsd:string,
        "KNApSAcK:C00001150"^^xsd:string,
        "PMID:1255266"^^xsd:string,
        "PMID:7524207"^^xsd:string,
        "PMID:8479952"^^xsd:string,
        "PMID:8528153"^^xsd:string,
        "PMID:9629861"^^xsd:string,
        "PMID:10334866"^^xsd:string,
        "PMID:10652123"^^xsd:string,
        "PMID:11789231"^^xsd:string,
        "PMID:12801075"^^xsd:string,
        "PMID:16656948"^^xsd:string,
        "PMID:16658766"^^xsd:string,
        "PMID:16666190"^^xsd:string,
        "PMID:16668659"^^xsd:string,
        "PMID:18970754"^^xsd:string,
        "PMID:21421343"^^xsd:string,
        "Reaxys:74246"^^xsd:string,
        "Reaxys:1445746"^^xsd:string,
        "Reaxys:1696669"^^xsd:string,
        "Wikipedia:Stachyose"^^xsd:string ;
    rdfs:label "stachyose"^^xsd:string ;
    definition: "A tetrasaccharide consisting of sucrose having an alpha-D-galactosyl-(1->6)-alpha-D-galactosyl moiety attached at the 6-position of the glucose."^^xsd:string ;
    rdfs:subClassOf CHEBI:50126,
        CHEBI:74961,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:16634 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:17992 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C24H42O21"^^xsd:string ;
    chebi:inchi "InChI=1S/C24H42O21/c25-1-6-10(28)14(32)17(35)21(41-6)39-3-8-11(29)15(33)18(36)22(42-8)40-4-9-12(30)16(34)19(37)23(43-9)45-24(5-27)20(38)13(31)7(2-26)44-24/h6-23,25-38H,1-5H2/t6-,7-,8-,9-,10+,11+,12-,13-,14+,15+,16+,17-,18-,19-,20+,21+,22+,23-,24+/m1/s1"^^xsd:string ;
    chebi:inchikey "UQZIYBXSHAGNOE-XNSRJBNMSA-N"^^xsd:string ;
    chebi:mass "666.57770"^^xsd:string ;
    chebi:monoisotopicmass "666.22186"^^xsd:string ;
    chebi:smiles "OC[C@H]1O[C@H](OC[C@H]2O[C@H](OC[C@H]3O[C@H](O[C@]4(CO)O[C@H](CO)[C@@H](O)[C@@H]4O)[C@H](O)[C@@H](O)[C@@H]3O)[C@H](O)[C@@H](O)[C@H]2O)[C@H](O)[C@@H](O)[C@H]1O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:9248"^^xsd:string,
        "CHEBI:15105"^^xsd:string,
        "CHEBI:26749"^^xsd:string ;
    oboInOwl:hasExactSynonym "beta-D-fructofuranosyl alpha-D-galactopyranosyl-(1->6)-alpha-D-galactopyranosyl-(1->6)-alpha-D-glucopyranoside"^^xsd:string,
        "Stachyose"^^xsd:string,
        "stachyose"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "alpha-D-Galp-(1->6)-alpha-D-Galp-(1->6)-alpha-D-Glcp-(1<->2)-beta-D-Fruf"^^xsd:string,
        "O-alpha-D-galactopyranosyl-(1->6)o-alpha-D-galactopyranosyl-(1->6)O-alpha-D-galactopyranosyl-beta-D-fructofuranoside"^^xsd:string ;
    oboInOwl:id "CHEBI:17164"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17177 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1903999"^^xsd:string,
        "CAS:104-54-1"^^xsd:string,
        "Gmelin:27238"^^xsd:string,
        "HMDB:HMDB0029697"^^xsd:string,
        "KEGG:C02394"^^xsd:string,
        "KNApSAcK:C00042390"^^xsd:string,
        "MetaCyc:CINNAMYL-ALC"^^xsd:string,
        "PMID:23421457"^^xsd:string,
        "PMID:24190481"^^xsd:string,
        "Reaxys:1903999"^^xsd:string,
        "Wikipedia:Cinnamyl_alcohol"^^xsd:string ;
    rdfs:label "cinnamyl alcohol"^^xsd:string ;
    definition: "A primary alcohol comprising an allyl core with a hydroxy substituent at the 1-position and a phenyl substituent at the 3-position (geometry of the C=C bond unspecified)."^^xsd:string ;
    rdfs:subClassOf CHEBI:15734,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C9H10O"^^xsd:string ;
    chebi:inchi "InChI=1S/C9H10O/c10-8-4-7-9-5-2-1-3-6-9/h1-7,10H,8H2"^^xsd:string ;
    chebi:inchikey "OOCCDEMITAIZTP-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "134.17510"^^xsd:string ;
    chebi:monoisotopicmass "134.07316"^^xsd:string ;
    chebi:smiles "OCC=Cc1ccccc1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:3714"^^xsd:string,
        "CHEBI:13996"^^xsd:string,
        "CHEBI:23254"^^xsd:string,
        "CHEBI:23255"^^xsd:string ;
    oboInOwl:hasExactSynonym "3-phenylprop-2-en-1-ol"^^xsd:string,
        "Cinnamyl alcohol"^^xsd:string,
        "cinnamyl alcohol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3-Phenyl-2-propen-1-ol"^^xsd:string,
        "3-phenyl-2-propen-1-ol"^^xsd:string,
        "Styrylcarbinol"^^xsd:string,
        "Zimtalcohol"^^xsd:string ;
    oboInOwl:id "CHEBI:17177"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17188 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C01329"^^xsd:string,
        "KEGG:C02520"^^xsd:string ;
    rdfs:label "nucleoside 5'-monophosphate"^^xsd:string ;
    rdfs:subClassOf CHEBI:25608,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:58043 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5H10O7PR"^^xsd:string ;
    chebi:mass "213.103"^^xsd:string ;
    chebi:monoisotopicmass "213.01641"^^xsd:string ;
    chebi:smiles "O[C@H]1[C@H]([*])O[C@H](COP(O)(O)=O)[C@H]1O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:7439"^^xsd:string,
        "CHEBI:7653"^^xsd:string,
        "CHEBI:7654"^^xsd:string,
        "CHEBI:14676"^^xsd:string,
        "CHEBI:25607"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "NMP"^^xsd:string,
        "Nucleoside monophosphate"^^xsd:string,
        "nucleoside monophosphate"^^xsd:string,
        "nucleoside monophosphates"^^xsd:string,
        "Nucleoside phosphate"^^xsd:string ;
    oboInOwl:id "CHEBI:17188"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17191 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1721792"^^xsd:string,
        "CAS:73-32-5"^^xsd:string,
        "Drug_Central:4129"^^xsd:string,
        "DrugBank:DB00167"^^xsd:string,
        "ECMDB:ECMDB00172"^^xsd:string,
        "Gmelin:486381"^^xsd:string,
        "HMDB:HMDB0000172"^^xsd:string,
        "KEGG:C00407"^^xsd:string,
        "KEGG:D00065"^^xsd:string,
        "KNApSAcK:C00001374"^^xsd:string,
        "MetaCyc:ILE"^^xsd:string,
        "PDBeChem:ILE"^^xsd:string,
        "PMID:14651987"^^xsd:string,
        "PMID:16140883"^^xsd:string,
        "PMID:17299083"^^xsd:string,
        "PMID:17409434"^^xsd:string,
        "PMID:22298573"^^xsd:string,
        "PMID:24284437"^^xsd:string,
        "PMID:24406630"^^xsd:string,
        "PMID:24738868"^^xsd:string,
        "PMID:24831709"^^xsd:string,
        "Reaxys:1721792"^^xsd:string,
        "Wikipedia:Isoleucine"^^xsd:string,
        "YMDB:YMDB00038"^^xsd:string ;
    rdfs:label "L-isoleucine"^^xsd:string ;
    definition: "The L-enantiomer of isoleucine."^^xsd:string ;
    rdfs:subClassOf CHEBI:22658,
        CHEBI:24898,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:32604 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:32605 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:27730 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:58045 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:84735 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H13NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H13NO2/c1-3-4(2)5(7)6(8)9/h4-5H,3,7H2,1-2H3,(H,8,9)/t4-,5-/m0/s1"^^xsd:string ;
    chebi:inchikey "AGPKZVBTJJNPAG-WHFBIAKZSA-N"^^xsd:string ;
    chebi:mass "131.175"^^xsd:string ;
    chebi:monoisotopicmass "131.09463"^^xsd:string ;
    chebi:smiles "OC([C@H]([C@H](CC)C)N)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:6255"^^xsd:string,
        "CHEBI:13127"^^xsd:string,
        "CHEBI:21344"^^xsd:string,
        "CHEBI:43290"^^xsd:string,
        "CHEBI:43342"^^xsd:string,
        "CHEBI:43366"^^xsd:string ;
    oboInOwl:hasExactSynonym "L-Isoleucine"^^xsd:string,
        "L-isoleucine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-Amino-3-methylvaleric acid"^^xsd:string,
        "(2S,3S)-2-amino-3-methylpentanoic acid"^^xsd:string,
        "alpha-amino-beta-methylvaleric acid"^^xsd:string,
        "I"^^xsd:string,
        "Ile"^^xsd:string,
        "ISOLEUCINE"^^xsd:string ;
    oboInOwl:id "CHEBI:17191"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17196 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1723527"^^xsd:string,
        "CAS:70-47-3"^^xsd:string,
        "Drug_Central:4126"^^xsd:string,
        "DrugBank:DB00174"^^xsd:string,
        "ECMDB:ECMDB00168"^^xsd:string,
        "FooDB:FDB000787"^^xsd:string,
        "Gmelin:3334"^^xsd:string,
        "HMDB:HMDB0000168"^^xsd:string,
        "KEGG:C00152"^^xsd:string,
        "KNApSAcK:C00001341"^^xsd:string,
        "MetaCyc:ASN"^^xsd:string,
        "PDBeChem:ASN"^^xsd:string,
        "PMID:12142634"^^xsd:string,
        "PMID:15907185"^^xsd:string,
        "PMID:16190636"^^xsd:string,
        "PMID:16368161"^^xsd:string,
        "PMID:16668324"^^xsd:string,
        "PMID:17497286"^^xsd:string,
        "PMID:21800258"^^xsd:string,
        "PMID:21854356"^^xsd:string,
        "PMID:22513289"^^xsd:string,
        "Reaxys:1723527"^^xsd:string,
        "Wikipedia:Asparagine"^^xsd:string,
        "YMDB:YMDB00226"^^xsd:string ;
    rdfs:label "L-asparagine"^^xsd:string ;
    definition: "An optically active form of asparagine having L-configuration."^^xsd:string ;
    rdfs:subClassOf CHEBI:22653,
        CHEBI:22658,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:32650 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:32651 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:28159 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:58048 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:27027 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50733 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C4H8N2O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C4H8N2O3/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H2,6,7)(H,8,9)/t2-/m0/s1"^^xsd:string ;
    chebi:inchikey "DCXYFEDJOCDNAF-REOHCLBHSA-N"^^xsd:string ;
    chebi:mass "132.11800"^^xsd:string ;
    chebi:monoisotopicmass "132.05349"^^xsd:string ;
    chebi:smiles "N[C@@H](CC(N)=O)C(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:6191"^^xsd:string,
        "CHEBI:13083"^^xsd:string,
        "CHEBI:21242"^^xsd:string,
        "CHEBI:40902"^^xsd:string ;
    oboInOwl:hasExactSynonym "L-Asparagine"^^xsd:string,
        "L-asparagine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-Aminosuccinamic acid"^^xsd:string,
        "(2S)-2,4-diamino-4-oxobutanoic acid"^^xsd:string,
        "(2S)-2-amino-3-carbamoylpropanoic acid"^^xsd:string,
        "(S)-2-amino-3-carbamoylpropanoic acid"^^xsd:string,
        "(S)-Asparagine"^^xsd:string,
        "alpha-aminosuccinamic acid"^^xsd:string,
        "Asn"^^xsd:string,
        "ASPARAGINE"^^xsd:string,
        "Aspartamic acid"^^xsd:string,
        "L-2-aminosuccinamic acid"^^xsd:string,
        "L-Asparagin"^^xsd:string,
        "L-aspartic acid beta-amide"^^xsd:string,
        "N"^^xsd:string ;
    oboInOwl:id "CHEBI:17196"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17203 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:80810"^^xsd:string,
        "CAS:147-85-3"^^xsd:string,
        "Drug_Central:4125"^^xsd:string,
        "DrugBank:DB00172"^^xsd:string,
        "Gmelin:50152"^^xsd:string,
        "HMDB:HMDB0000162"^^xsd:string,
        "KEGG:C00148"^^xsd:string,
        "KEGG:D00035"^^xsd:string,
        "KNApSAcK:C00001388"^^xsd:string,
        "MetaCyc:PRO"^^xsd:string,
        "PDBeChem:PRO"^^xsd:string,
        "PMID:11076505"^^xsd:string,
        "PMID:12770004"^^xsd:string,
        "PMID:14975886"^^xsd:string,
        "PMID:15576824"^^xsd:string,
        "PMID:15838615"^^xsd:string,
        "PMID:15894682"^^xsd:string,
        "PMID:15973048"^^xsd:string,
        "PMID:16033917"^^xsd:string,
        "PMID:16190672"^^xsd:string,
        "PMID:16501220"^^xsd:string,
        "PMID:16656443"^^xsd:string,
        "PMID:16657874"^^xsd:string,
        "PMID:16668324"^^xsd:string,
        "PMID:17127472"^^xsd:string,
        "PMID:17608428"^^xsd:string,
        "PMID:18551589"^^xsd:string,
        "PMID:18802692"^^xsd:string,
        "PMID:18973300"^^xsd:string,
        "PMID:19215998"^^xsd:string,
        "PMID:19580280"^^xsd:string,
        "PMID:19656302"^^xsd:string,
        "PMID:19688381"^^xsd:string,
        "PMID:19811425"^^xsd:string,
        "PMID:22139509"^^xsd:string,
        "PMID:22201772"^^xsd:string,
        "PMID:22451406"^^xsd:string,
        "PMID:22475019"^^xsd:string,
        "PMID:22482728"^^xsd:string,
        "PMID:22491679"^^xsd:string,
        "PMID:22770225"^^xsd:string,
        "Reaxys:80810"^^xsd:string,
        "Wikipedia:L-proline"^^xsd:string ;
    rdfs:label "L-proline"^^xsd:string ;
    definition: "Pyrrolidine in which the pro-S hydrogen at position 2 is substituted by a carboxylic acid group. L-Proline is the only one of the twenty DNA-encoded amino acids which has a secondary amino group alpha to the carboxyl group. It is an essential component of collagen and is important for proper functioning of joints and tendons. It also helps maintain and strengthen heart muscles."^^xsd:string ;
    rdfs:subClassOf CHEBI:24318,
        CHEBI:26271,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:32862 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:32864 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:16313 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:60039 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:23366 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:27027 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50733 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:84735 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5H9NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H9NO2/c7-5(8)4-2-1-3-6-4/h4,6H,1-3H2,(H,7,8)/t4-/m0/s1"^^xsd:string ;
    chebi:inchikey "ONIBWKKTOPOVIA-BYPYZUCNSA-N"^^xsd:string ;
    chebi:mass "115.13050"^^xsd:string ;
    chebi:monoisotopicmass "115.06333"^^xsd:string ;
    chebi:smiles "OC(=O)[C@@H]1CCCN1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:6286"^^xsd:string,
        "CHEBI:13154"^^xsd:string,
        "CHEBI:21373"^^xsd:string,
        "CHEBI:42067"^^xsd:string,
        "CHEBI:45040"^^xsd:string,
        "CHEBI:45100"^^xsd:string,
        "CHEBI:45159"^^xsd:string,
        "CHEBI:184637"^^xsd:string ;
    oboInOwl:hasExactSynonym "L-Proline"^^xsd:string,
        "L-proline"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-Pyrrolidinecarboxylic acid"^^xsd:string,
        "(2S)-pyrrolidine-2-carboxylic acid"^^xsd:string,
        "(-)-2-pyrrolidinecarboxylic acid"^^xsd:string,
        "(-)-(S)-proline"^^xsd:string,
        "(-)-proline"^^xsd:string,
        "(S)-2-carboxypyrrolidine"^^xsd:string,
        "(S)-2-pyrrolidinecarboxylic acid"^^xsd:string,
        "(S)-pyrrolidine-2-carboxylic acid"^^xsd:string,
        "L-(-)-proline"^^xsd:string,
        "L-alpha-pyrrolidinecarboxylic acid"^^xsd:string,
        "L-Prolin"^^xsd:string,
        "L-pyrrolidine-2-carboxylic acid"^^xsd:string,
        "P"^^xsd:string,
        "prolina"^^xsd:string,
        "PROLINE"^^xsd:string,
        "proline"^^xsd:string,
        "prolinum"^^xsd:string ;
    oboInOwl:id "CHEBI:17203"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17234 a owl:Class ;
    oboInOwl:hasDbXref "CAS:50-99-7"^^xsd:string,
        "KEGG:C00293"^^xsd:string,
        "Wikipedia:Glucose"^^xsd:string ;
    rdfs:label "glucose"^^xsd:string ;
    definition: "An aldohexose used as a source of energy and metabolic intermediate."^^xsd:string ;
    rdfs:subClassOf CHEBI:33917,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78675 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H12O6"^^xsd:string ;
    chebi:mass "180.15588"^^xsd:string ;
    chebi:monoisotopicmass "180.06339"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:5418"^^xsd:string,
        "CHEBI:14313"^^xsd:string,
        "CHEBI:24277"^^xsd:string,
        "CHEBI:33929"^^xsd:string ;
    oboInOwl:hasExactSynonym "gluco-hexose"^^xsd:string,
        "Glucose"^^xsd:string,
        "glucose"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "DL-glucose"^^xsd:string,
        "Glc"^^xsd:string,
        "Glukose"^^xsd:string ;
    oboInOwl:id "CHEBI:17234"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17241 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:103775"^^xsd:string,
        "CAS:288-13-1"^^xsd:string,
        "DrugBank:DB02757"^^xsd:string,
        "Gmelin:1360"^^xsd:string,
        "KEGG:C00481"^^xsd:string,
        "PDBeChem:PZO"^^xsd:string,
        "Reaxys:103775"^^xsd:string ;
    rdfs:label "1H-pyrazole"^^xsd:string ;
    definition: "The 1H-tautomer of pyrazole."^^xsd:string ;
    rdfs:subClassOf CHEBI:14973,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:30367 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:33140 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:38595 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:38599 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C3H4N2"^^xsd:string ;
    chebi:inchi "InChI=1S/C3H4N2/c1-2-4-5-3-1/h1-3H,(H,4,5)"^^xsd:string ;
    chebi:inchikey "WTKZEGDFNFYCGP-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "68.07734"^^xsd:string ;
    chebi:monoisotopicmass "68.03745"^^xsd:string ;
    chebi:smiles "c1cn[nH]c1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:8658"^^xsd:string,
        "CHEBI:26408"^^xsd:string,
        "CHEBI:45151"^^xsd:string ;
    oboInOwl:hasExactSynonym "1H-pyrazole"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1,2-Diazole"^^xsd:string,
        "1H-Pyrazol"^^xsd:string,
        "Hpz"^^xsd:string,
        "PYRAZOLE"^^xsd:string,
        "Pyrazole"^^xsd:string,
        "pyrazole"^^xsd:string ;
    oboInOwl:id "CHEBI:17241"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17245 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1900508"^^xsd:string,
        "Beilstein:3535285"^^xsd:string,
        "Beilstein:3587264"^^xsd:string,
        "CAS:630-08-0"^^xsd:string,
        "Gmelin:421"^^xsd:string,
        "HMDB:HMDB0001361"^^xsd:string,
        "KEGG:C00237"^^xsd:string,
        "KEGG:D09706"^^xsd:string,
        "MetaCyc:CARBON-MONOXIDE"^^xsd:string,
        "MolBase:753"^^xsd:string,
        "PDBeChem:CMO"^^xsd:string,
        "PMID:7022476"^^xsd:string,
        "PMID:8240252"^^xsd:string,
        "PMID:8620577"^^xsd:string,
        "PMID:10085152"^^xsd:string,
        "PMID:10679539"^^xsd:string,
        "PMID:11572959"^^xsd:string,
        "PMID:14527438"^^xsd:string,
        "PMID:14563665"^^xsd:string,
        "PMID:15127883"^^xsd:string,
        "PMID:15598489"^^xsd:string,
        "PMID:16371440"^^xsd:string,
        "PMID:16520836"^^xsd:string,
        "PMID:17041734"^^xsd:string,
        "PMID:18094356"^^xsd:string,
        "PMID:19909254"^^xsd:string,
        "PMID:23762709"^^xsd:string,
        "UM-BBD_compID:c0369"^^xsd:string,
        "Wikipedia:Carbon_monoxide"^^xsd:string ;
    rdfs:label "carbon monoxide"^^xsd:string ;
    definition: "A one-carbon compound in which the carbon is joined only to a single oxygen. It is a colourless, odourless, tasteless, toxic gas."^^xsd:string ;
    rdfs:subClassOf CHEBI:23014,
        CHEBI:64708,
        CHEBI:138675,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:58072 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:25512 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35620 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38500 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50183 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50406 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50910 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:52214 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:59163 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:62488 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "CO"^^xsd:string ;
    chebi:inchi "InChI=1S/CO/c1-2"^^xsd:string ;
    chebi:inchikey "UGFAIRIUMAVXCW-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "28.01010"^^xsd:string ;
    chebi:monoisotopicmass "27.99491"^^xsd:string ;
    chebi:smiles "[C-]#[O+]"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:3282"^^xsd:string,
        "CHEBI:13281"^^xsd:string,
        "CHEBI:23013"^^xsd:string,
        "CHEBI:41526"^^xsd:string ;
    oboInOwl:hasExactSynonym "carbon monooxide"^^xsd:string,
        "CARBON MONOXIDE"^^xsd:string,
        "Carbon monoxide"^^xsd:string,
        "carbon monoxide"^^xsd:string,
        "carbon(II) oxide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "[CO]"^^xsd:string,
        "C#O"^^xsd:string,
        "CO"^^xsd:string ;
    oboInOwl:id "CHEBI:17245"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17258 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:3200"^^xsd:string,
        "Gmelin:601779"^^xsd:string,
        "HMDB:HMDB0001366"^^xsd:string,
        "KEGG:C15587"^^xsd:string,
        "Reaxys:3200"^^xsd:string ;
    rdfs:label "7H-purine"^^xsd:string ;
    definition: "The 7H-tautomer of purine."^^xsd:string ;
    rdfs:subClassOf CHEBI:35584,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:35586 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:35588 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:35589 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5H4N4"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H4N4/c1-4-5(8-2-6-1)9-3-7-4/h1-3H,(H,6,7,8,9)"^^xsd:string ;
    chebi:inchikey "KDCGOANMDULRCW-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "120.11222"^^xsd:string ;
    chebi:monoisotopicmass "120.04360"^^xsd:string ;
    chebi:smiles "c1ncc2[nH]cnc2n1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:8639"^^xsd:string,
        "CHEBI:14968"^^xsd:string ;
    oboInOwl:hasExactSynonym "7H-purine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Purine"^^xsd:string,
        "Purine base"^^xsd:string ;
    oboInOwl:id "CHEBI:17258"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17263 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1915077"^^xsd:string,
        "CAS:53-16-7"^^xsd:string,
        "Drug_Central:3188"^^xsd:string,
        "DrugBank:DB00655"^^xsd:string,
        "Gmelin:542591"^^xsd:string,
        "HMDB:HMDB0000145"^^xsd:string,
        "KEGG:C00468"^^xsd:string,
        "KEGG:D00067"^^xsd:string,
        "KNApSAcK:C00003663"^^xsd:string,
        "LINCS:LSM-3837"^^xsd:string,
        "LIPID_MAPS_instance:LMST02010004"^^xsd:string,
        "Patent:FR1305992"^^xsd:string,
        "Patent:US1967350"^^xsd:string,
        "Patent:US1967351"^^xsd:string,
        "PDBeChem:J3Z"^^xsd:string,
        "PMID:11786692"^^xsd:string,
        "PMID:13908815"^^xsd:string,
        "PMID:15784278"^^xsd:string,
        "PMID:17447557"^^xsd:string,
        "PMID:19610377"^^xsd:string,
        "PMID:23647561"^^xsd:string,
        "PMID:24390165"^^xsd:string,
        "PMID:24398390"^^xsd:string,
        "Reaxys:1915077"^^xsd:string,
        "Wikipedia:Estrone"^^xsd:string ;
    rdfs:label "estrone"^^xsd:string ;
    definition: "A 17-oxo steroid that is estra-1,3,5(10)-triene substituted by an hydroxy group at position 3 and an oxo group at position 17."^^xsd:string ;
    rdfs:subClassOf CHEBI:19168,
        CHEBI:177917,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:23966 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35610 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50114 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50646 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C18H22O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C18H22O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h3,5,10,14-16,19H,2,4,6-9H2,1H3/t14-,15-,16+,18+/m1/s1"^^xsd:string ;
    chebi:inchikey "DNXHEGUUPJUMQT-CBZIJGRNSA-N"^^xsd:string ;
    chebi:mass "270.36608"^^xsd:string ;
    chebi:monoisotopicmass "270.16198"^^xsd:string ;
    chebi:smiles "[H][C@]12CC[C@]3(C)C(=O)CC[C@@]3([H])[C@]1([H])CCc1cc(O)ccc21"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:4870"^^xsd:string,
        "CHEBI:14220"^^xsd:string,
        "CHEBI:23971"^^xsd:string ;
    oboInOwl:hasExactSynonym "3-hydroxyestra-1,3,5(10)-trien-17-one"^^xsd:string,
        "Estrone"^^xsd:string,
        "estrone"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3-Hydroxy-1,3,5(10)-estratrien-17-one"^^xsd:string,
        "estrone"^^xsd:string,
        "follicular hormone"^^xsd:string,
        "folliculin"^^xsd:string,
        "oestrone"^^xsd:string ;
    oboInOwl:id "CHEBI:17263"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17266 a owl:Class ;
    oboInOwl:hasDbXref "CAS:87-79-6"^^xsd:string,
        "PMID:22735334"^^xsd:string,
        "Reaxys:1724554"^^xsd:string,
        "Wikipedia:Sorbose"^^xsd:string ;
    rdfs:label "L-sorbose"^^xsd:string ;
    definition: "The L enantiomer of sorbose, a ketone-containing hexose (a six-carbon monosaccharide)."^^xsd:string ;
    rdfs:subClassOf CHEBI:27922,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:17317 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H12O6"^^xsd:string ;
    chebi:mass "180.15590"^^xsd:string ;
    chebi:monoisotopicmass "180.06339"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:21395"^^xsd:string ;
    oboInOwl:hasExactSynonym "(3S,4R,5S)-1,3,4,5,6-pentahydroxyhexan-2-one"^^xsd:string,
        "L-sorbose"^^xsd:string,
        "L-xylo-hex-2-ulose"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "L-Sor"^^xsd:string ;
    oboInOwl:id "CHEBI:17266"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17272 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:3587503"^^xsd:string,
        "CAS:72-03-7"^^xsd:string,
        "Gmelin:1820"^^xsd:string,
        "KEGG:C00163"^^xsd:string,
        "PMID:2647392"^^xsd:string,
        "PMID:17951291"^^xsd:string,
        "PMID:18375549"^^xsd:string,
        "UM-BBD_compID:c0277"^^xsd:string ;
    rdfs:label "propionate"^^xsd:string ;
    definition: "The conjugate base of propionic acid; a key precursor in lipid biosynthesis."^^xsd:string ;
    rdfs:subClassOf CHEBI:78113,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:30768 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C3H5O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C3H6O2/c1-2-3(4)5/h2H2,1H3,(H,4,5)/p-1"^^xsd:string ;
    chebi:inchikey "XBDQKXXYIPTUBI-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "73.07060"^^xsd:string ;
    chebi:monoisotopicmass "73.02950"^^xsd:string ;
    chebi:smiles "CCC([O-])=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:14903"^^xsd:string,
        "CHEBI:26290"^^xsd:string ;
    oboInOwl:hasExactSynonym "propanoate"^^xsd:string,
        "propionate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "carboxylatoethane"^^xsd:string,
        "CH3-CH2-COO(-)"^^xsd:string,
        "EtCO2 anion"^^xsd:string,
        "ethanecarboxylate"^^xsd:string,
        "ethylformate"^^xsd:string,
        "metacetonate"^^xsd:string,
        "methylacetate"^^xsd:string,
        "propanate"^^xsd:string,
        "propanoate"^^xsd:string,
        "propanoic acid, ion(1-)"^^xsd:string,
        "pseudoacetate"^^xsd:string ;
    oboInOwl:id "CHEBI:17272"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17287 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1797096"^^xsd:string,
        "CAS:67-07-2"^^xsd:string,
        "Drug_Central:3464"^^xsd:string,
        "HMDB:HMDB0001511"^^xsd:string,
        "KEGG:C02305"^^xsd:string,
        "MetaCyc:CREATINE-P"^^xsd:string,
        "PMID:1160340"^^xsd:string,
        "PMID:5879486"^^xsd:string,
        "PMID:11867929"^^xsd:string,
        "PMID:13772879"^^xsd:string,
        "PMID:13881337"^^xsd:string,
        "PMID:14421251"^^xsd:string,
        "Reaxys:1797096"^^xsd:string,
        "Wikipedia:Phosphocreatine"^^xsd:string ;
    rdfs:label "N-phosphocreatine"^^xsd:string ;
    definition: "A phosphoamino acid consisting of creatine having a phospho group attached at the primary nitrogen of the guanidino group."^^xsd:string ;
    rdfs:subClassOf CHEBI:26051,
        CHEBI:64618,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:16919 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:58092 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C4H10N3O5P"^^xsd:string ;
    chebi:inchi "InChI=1S/C4H10N3O5P/c1-7(2-3(8)9)4(5)6-13(10,11)12/h2H2,1H3,(H,8,9)(H4,5,6,10,11,12)"^^xsd:string ;
    chebi:inchikey "DRBBFCLWYRJSJZ-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "211.11318"^^xsd:string ;
    chebi:monoisotopicmass "211.03581"^^xsd:string ;
    chebi:smiles "CN(CC(O)=O)C(=N)NP(O)(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:8145"^^xsd:string,
        "CHEBI:12526"^^xsd:string,
        "CHEBI:14813"^^xsd:string,
        "CHEBI:26053"^^xsd:string ;
    oboInOwl:hasExactSynonym "N-[imino(phosphonoamino)methyl]-N-methylglycine"^^xsd:string,
        "N-Phosphocreatine"^^xsd:string,
        "N-phosphocreatine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Creatine phosphate"^^xsd:string,
        "Creatine phosphic acid"^^xsd:string,
        "N(omega)-phosphonocreatine"^^xsd:string,
        "N-(N-phosphonoamido)sarcosine"^^xsd:string,
        "N-(Phosphonoamidino)sarcosine"^^xsd:string,
        "N-Phosphorylcreatine"^^xsd:string,
        "Phosphocreatine"^^xsd:string,
        "phosphorylcreatine"^^xsd:string,
        "{[imino(phosphonoamino)methyl](methyl)amino}acetic acid"^^xsd:string ;
    oboInOwl:id "CHEBI:17287"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17295 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1910408"^^xsd:string,
        "CAS:63-91-2"^^xsd:string,
        "Drug_Central:2144"^^xsd:string,
        "DrugBank:DB00120"^^xsd:string,
        "ECMDB:ECMDB00159"^^xsd:string,
        "Gmelin:50837"^^xsd:string,
        "HMDB:HMDB0000159"^^xsd:string,
        "KEGG:C00079"^^xsd:string,
        "KEGG:D00021"^^xsd:string,
        "KNApSAcK:C00001386"^^xsd:string,
        "MetaCyc:PHE"^^xsd:string,
        "PDBeChem:PHE"^^xsd:string,
        "PMID:13945318"^^xsd:string,
        "PMID:16893175"^^xsd:string,
        "PMID:17784858"^^xsd:string,
        "PMID:21203787"^^xsd:string,
        "PMID:21956539"^^xsd:string,
        "PMID:22081386"^^xsd:string,
        "PMID:22112574"^^xsd:string,
        "PMID:22143120"^^xsd:string,
        "PMID:22209218"^^xsd:string,
        "PMID:22494897"^^xsd:string,
        "PMID:23836015"^^xsd:string,
        "PMID:24464217"^^xsd:string,
        "PMID:24733517"^^xsd:string,
        "PMID:24966042"^^xsd:string,
        "Reaxys:1910408"^^xsd:string,
        "Wikipedia:Phenylalanine"^^xsd:string,
        "YMDB:YMDB00304"^^xsd:string ;
    rdfs:label "L-phenylalanine"^^xsd:string ;
    definition: "The L-enantiomer of phenylalanine."^^xsd:string ;
    rdfs:subClassOf CHEBI:28044,
        CHEBI:73690,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:32486 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:32487 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:16998 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:58095 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:27027 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50733 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:63332 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76967 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:84735 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C9H11NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C9H11NO2/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-5,8H,6,10H2,(H,11,12)/t8-/m0/s1"^^xsd:string ;
    chebi:inchikey "COLNVLDHVKWLRT-QMMMGPOBSA-N"^^xsd:string ;
    chebi:mass "165.18918"^^xsd:string ;
    chebi:monoisotopicmass "165.07898"^^xsd:string ;
    chebi:smiles "N[C@@H](Cc1ccccc1)C(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:6282"^^xsd:string,
        "CHEBI:13151"^^xsd:string,
        "CHEBI:21370"^^xsd:string,
        "CHEBI:44851"^^xsd:string,
        "CHEBI:44885"^^xsd:string,
        "CHEBI:45079"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2S)-2-amino-3-phenylpropanoic acid"^^xsd:string,
        "L-Phenylalanine"^^xsd:string,
        "L-phenylalanine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3-phenyl-L-alanine"^^xsd:string,
        "(S)-2-Amino-3-phenylpropionic acid"^^xsd:string,
        "(S)-alpha-Amino-beta-phenylpropionic acid"^^xsd:string,
        "beta-phenyl-L-alanine"^^xsd:string,
        "F"^^xsd:string,
        "Phe"^^xsd:string,
        "PHENYLALANINE"^^xsd:string ;
    oboInOwl:id "CHEBI:17295"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17296 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:605631"^^xsd:string,
        "CAS:62-53-3"^^xsd:string,
        "DrugBank:DB06728"^^xsd:string,
        "Gmelin:2796"^^xsd:string,
        "HMDB:HMDB0003012"^^xsd:string,
        "KEGG:C00292"^^xsd:string,
        "MetaCyc:ANILINE"^^xsd:string,
        "PDBeChem:ANL"^^xsd:string,
        "PMID:3779628"^^xsd:string,
        "PMID:6205897"^^xsd:string,
        "PMID:11304127"^^xsd:string,
        "PMID:17135213"^^xsd:string,
        "PMID:23821252"^^xsd:string,
        "Reaxys:605631"^^xsd:string,
        "Wikipedia:Aniline"^^xsd:string ;
    rdfs:label "aniline"^^xsd:string ;
    definition: "A primary arylamine in which an amino functional group is substituted for one of the benzene hydrogens."^^xsd:string ;
    rdfs:subClassOf CHEBI:22562,
        CHEBI:50471 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H7N"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H7N/c7-6-4-2-1-3-5-6/h1-5H,7H2"^^xsd:string ;
    chebi:inchikey "PAYRUJLWNCNPSJ-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "93.12650"^^xsd:string ;
    chebi:monoisotopicmass "93.05785"^^xsd:string ;
    chebi:smiles "Nc1ccccc1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:2732"^^xsd:string,
        "CHEBI:13834"^^xsd:string,
        "CHEBI:22561"^^xsd:string,
        "CHEBI:40796"^^xsd:string ;
    oboInOwl:hasExactSynonym "ANILINE"^^xsd:string,
        "Aniline"^^xsd:string,
        "aniline"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "aminobenzene"^^xsd:string,
        "aminophen"^^xsd:string,
        "Anilin"^^xsd:string,
        "Benzenamine"^^xsd:string,
        "benzeneamine"^^xsd:string,
        "kyanol"^^xsd:string,
        "Phenylamine"^^xsd:string ;
    oboInOwl:id "CHEBI:17296"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17303 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:93704"^^xsd:string,
        "CAS:57-27-2"^^xsd:string,
        "Drug_Central:1845"^^xsd:string,
        "DrugBank:DB00295"^^xsd:string,
        "KEGG:C01516"^^xsd:string,
        "KEGG:D08233"^^xsd:string,
        "KNApSAcK:C00001889"^^xsd:string,
        "MetaCyc:MORPHINE"^^xsd:string,
        "PDB:1Q0Y"^^xsd:string,
        "PDBeChem:MOI"^^xsd:string,
        "PMID:9231550"^^xsd:string,
        "PMID:12593758"^^xsd:string,
        "PMID:15019787"^^xsd:string,
        "PMID:17171884"^^xsd:string,
        "PMID:17667569"^^xsd:string,
        "PMID:19371311"^^xsd:string,
        "PMID:20071451"^^xsd:string,
        "PMID:21061062"^^xsd:string,
        "PMID:23292329"^^xsd:string,
        "PMID:23325235"^^xsd:string,
        "PMID:23555556"^^xsd:string,
        "PMID:23927484"^^xsd:string,
        "PMID:23988259"^^xsd:string,
        "PMID:24096538"^^xsd:string,
        "PMID:24306419"^^xsd:string,
        "PMID:27735107"^^xsd:string,
        "PMID:27815868"^^xsd:string,
        "PMID:27866460"^^xsd:string,
        "PMID:29368335"^^xsd:string,
        "Reaxys:93704"^^xsd:string,
        "VSDB:2982"^^xsd:string,
        "Wikipedia:Morphine"^^xsd:string ;
    rdfs:label "morphine"^^xsd:string ;
    definition: "A morphinane alkaloid that is a highly potent opiate analgesic psychoactive drug. Morphine acts directly on the central nervous system (CNS) to relieve pain but has a high potential for addiction, with tolerance and both physical and psychological dependence developing rapidly. Morphine is the most abundant opiate found in Papaver somniferum (the opium poppy)."^^xsd:string ;
    rdfs:subClassOf CHEBI:25418,
        CHEBI:38164,
        CHEBI:50996,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:35649 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:58097 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35482 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35620 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35703 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38867 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:55322 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78298 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:88188 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:176497 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C17H19NO3"^^xsd:string ;
    chebi:inchi "InChI=1S/C17H19NO3/c1-18-7-6-17-10-3-5-13(20)16(17)21-15-12(19)4-2-9(14(15)17)8-11(10)18/h2-5,10-11,13,16,19-20H,6-8H2,1H3/t10-,11+,13-,16-,17-/m0/s1"^^xsd:string ;
    chebi:inchikey "BQJCRHHNABKAKU-KBQPJGBKSA-N"^^xsd:string ;
    chebi:mass "285.33770"^^xsd:string ;
    chebi:monoisotopicmass "285.13649"^^xsd:string ;
    chebi:smiles "[H][C@]12C=C[C@H](O)[C@@H]3Oc4c(O)ccc5C[C@H]1N(C)CC[C@@]23c45"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:7001"^^xsd:string,
        "CHEBI:14622"^^xsd:string,
        "CHEBI:25419"^^xsd:string,
        "CHEBI:44202"^^xsd:string ;
    oboInOwl:hasExactSynonym "17-methyl-7,8-didehydro-4,5alpha-epoxymorphinan-3,6alpha-diol"^^xsd:string,
        "Morphine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(5alpha,6alpha)-17-methyl-7,8-didehydro-4,5-epoxymorphinan-3,6-diol"^^xsd:string,
        "(5alpha,6alpha)-didehydro-4,5-epoxy-17-methylmorphinan-3,6-diol"^^xsd:string,
        "(5R,6S,9R,13S,14R)-4,5-epoxy-N-methyl-7-morphinen-3,6-diol"^^xsd:string,
        "(7R,7AS,12BS)-3-METHYL-2,3,4,4A,7,7A-HEXAHYDRO-1H-4,12-METHANO[1]BENZOFURO[3,2-E]ISOQUINOLINE-7,9-DIOL"^^xsd:string,
        "(-)-morphine"^^xsd:string,
        "morfina"^^xsd:string,
        "Morphia"^^xsd:string,
        "Morphin"^^xsd:string,
        "morphinum"^^xsd:string,
        "morphium"^^xsd:string ;
    oboInOwl:id "CHEBI:17303"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17310 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:383768"^^xsd:string,
        "CAS:66-72-8"^^xsd:string,
        "Chemspider:1021"^^xsd:string,
        "Drug_Central:4134"^^xsd:string,
        "DrugBank:DB00147"^^xsd:string,
        "Gmelin:218674"^^xsd:string,
        "HMDB:HMDB0001545"^^xsd:string,
        "KEGG:C00250"^^xsd:string,
        "KNApSAcK:C00007509"^^xsd:string,
        "MetaCyc:PYRIDOXAL"^^xsd:string,
        "PDBeChem:PXL"^^xsd:string,
        "PMID:150790"^^xsd:string,
        "PMID:433818"^^xsd:string,
        "PMID:1621875"^^xsd:string,
        "PMID:3663392"^^xsd:string,
        "PMID:4051187"^^xsd:string,
        "PMID:6853710"^^xsd:string,
        "PMID:7159754"^^xsd:string,
        "PMID:7440576"^^xsd:string,
        "PMID:8116826"^^xsd:string,
        "PMID:12001008"^^xsd:string,
        "PMID:16495081"^^xsd:string,
        "PMID:16710308"^^xsd:string,
        "PMID:17765195"^^xsd:string,
        "PMID:20381632"^^xsd:string,
        "PMID:22770225"^^xsd:string,
        "PMID:23801094"^^xsd:string,
        "PMID:24365359"^^xsd:string,
        "PMID:31915818"^^xsd:string,
        "Reaxys:383768"^^xsd:string,
        "Wikipedia:Pyridoxal"^^xsd:string ;
    rdfs:label "pyridoxal"^^xsd:string ;
    definition: "A pyridinecarbaldehyde that is pyridine-4-carbaldehyde bearing methyl, hydroxy and hydroxymethyl substituents at positions 2, 3 and 5 respectively. The 4-carboxyaldehyde form of vitamin B6, it is converted into pyridoxal phosphate, a coenzyme for the synthesis of amino acids, neurotransmitters, sphingolipids and aminolevulinic acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:25340,
        CHEBI:27306,
        CHEBI:38182,
        CHEBI:38187,
        CHEBI:38196,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:131530 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:23357 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C8H9NO3"^^xsd:string ;
    chebi:inchi "InChI=1S/C8H9NO3/c1-5-8(12)7(4-11)6(3-10)2-9-5/h2,4,10,12H,3H2,1H3"^^xsd:string ;
    chebi:inchikey "RADKZDMFGJYCBB-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "167.16200"^^xsd:string ;
    chebi:monoisotopicmass "167.05824"^^xsd:string ;
    chebi:smiles "[H]C(=O)c1c(CO)cnc(C)c1O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:8667"^^xsd:string,
        "CHEBI:14976"^^xsd:string,
        "CHEBI:26423"^^xsd:string,
        "CHEBI:45112"^^xsd:string ;
    oboInOwl:hasExactSynonym "3-hydroxy-5-(hydroxymethyl)-2-methylpyridine-4-carbaldehyde"^^xsd:string,
        "Pyridoxal"^^xsd:string,
        "pyridoxal"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3-HYDROXY-5-(HYDROXYMETHYL)-2-METHYLISONICOTINALDEHYDE"^^xsd:string,
        "pyridoxaldehyde"^^xsd:string ;
    oboInOwl:id "CHEBI:17310"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17317 a owl:Class ;
    rdfs:label "D-sorbose"^^xsd:string ;
    definition: "Any form of sorbose that has D-configuration."^^xsd:string ;
    rdfs:subClassOf CHEBI:27922,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:17266 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H12O6"^^xsd:string ;
    chebi:mass "180.156"^^xsd:string ;
    chebi:monoisotopicmass "180.06339"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:4248"^^xsd:string,
        "CHEBI:21094"^^xsd:string ;
    oboInOwl:hasExactSynonym "D-Sorbose"^^xsd:string,
        "D-sorbose"^^xsd:string,
        "D-xylo-hex-2-ulose"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "D-Sor"^^xsd:string,
        "D-xylo-Hexulose"^^xsd:string ;
    oboInOwl:id "CHEBI:17317"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17326 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C00201"^^xsd:string ;
    rdfs:label "nucleoside 5'-triphoshate"^^xsd:string ;
    rdfs:subClassOf CHEBI:25608,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:58104 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5H12O13P3R"^^xsd:string ;
    chebi:mass "373.063"^^xsd:string ;
    chebi:monoisotopicmass "372.94908"^^xsd:string ;
    chebi:smiles "[C@H]1([C@H]([C@@H](O)[C@@H](O1)*)O)COP(OP(OP(=O)(O)O)(=O)O)(=O)O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:7442"^^xsd:string,
        "CHEBI:7655"^^xsd:string,
        "CHEBI:13411"^^xsd:string,
        "CHEBI:14677"^^xsd:string,
        "CHEBI:25610"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "NTP"^^xsd:string,
        "Nucleoside triphosphate"^^xsd:string,
        "nucleoside triphosphates"^^xsd:string ;
    oboInOwl:id "CHEBI:17326"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17327 a owl:Class ;
    oboInOwl:hasDbXref "CAS:150-86-7"^^xsd:string,
        "CAS:7541-49-3"^^xsd:string,
        "HMDB:HMDB0002019"^^xsd:string,
        "KEGG:C01389"^^xsd:string,
        "KNApSAcK:C00003467"^^xsd:string,
        "LIPID_MAPS_instance:LMPR0104010002"^^xsd:string,
        "MetaCyc:PHYTOL"^^xsd:string,
        "PMID:17015885"^^xsd:string,
        "PMID:24333358"^^xsd:string,
        "PMID:24392173"^^xsd:string,
        "PMID:24422895"^^xsd:string,
        "Reaxys:7855349"^^xsd:string ;
    rdfs:label "phytol"^^xsd:string ;
    definition: "A diterpenoid that is hexadec-2-en-1-ol substituted by methyl groups at positions 3, 7, 11 and 15."^^xsd:string ;
    rdfs:subClassOf CHEBI:23849,
        CHEBI:77396,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38941 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:84735 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C20H40O"^^xsd:string ;
    chebi:inchi "InChI=1S/C20H40O/c1-17(2)9-6-10-18(3)11-7-12-19(4)13-8-14-20(5)15-16-21/h15,17-19,21H,6-14,16H2,1-5H3/b20-15+/t18-,19-/m1/s1"^^xsd:string ;
    chebi:inchikey "BOTWFXYSPFMFNR-PYDDKJGSSA-N"^^xsd:string ;
    chebi:mass "296.53100"^^xsd:string ;
    chebi:monoisotopicmass "296.30792"^^xsd:string ;
    chebi:smiles "CC(C)CCC[C@@H](C)CCC[C@@H](C)CCC\\C(C)=C\\CO"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:8193"^^xsd:string,
        "CHEBI:14836"^^xsd:string,
        "CHEBI:26121"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2E,7R,11R)-3,7,11,15-tetramethylhexadec-2-en-1-ol"^^xsd:string,
        "Phytol"^^xsd:string,
        "phytol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2E,7R,11R)-3,7,11,15-tetramethyl-2-hexadecen-1-ol"^^xsd:string,
        "trans-Phytol"^^xsd:string ;
    oboInOwl:id "CHEBI:17327"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17334 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C00395"^^xsd:string,
        "PMID:1502708"^^xsd:string,
        "PMID:7061385"^^xsd:string,
        "PMID:7798534"^^xsd:string,
        "PMID:11851248"^^xsd:string,
        "PMID:12833570"^^xsd:string,
        "PMID:16033609"^^xsd:string,
        "Wikipedia:Penicillin"^^xsd:string ;
    rdfs:label "penicillin"^^xsd:string ;
    definition: "Any member of the group of substituted penams containing two methyl substituents at position 2, a carboxylate substituent at position 3 and a carboxamido group at position 6."^^xsd:string ;
    rdfs:subClassOf CHEBI:25865,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:16705 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:51356 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50904 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C9H11N2O4SR"^^xsd:string ;
    chebi:mass "243.26000"^^xsd:string ;
    chebi:monoisotopicmass "243.04395"^^xsd:string ;
    chebi:smiles "[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC([*])=O)C(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:7961"^^xsd:string,
        "CHEBI:14742"^^xsd:string,
        "CHEBI:25869"^^xsd:string ;
    oboInOwl:hasExactSynonym "Penicillin"^^xsd:string,
        "penicillins"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "penicillins"^^xsd:string ;
    oboInOwl:id "CHEBI:17334"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17347 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1915399"^^xsd:string,
        "Beilstein:3653705"^^xsd:string,
        "CAS:58-22-0"^^xsd:string,
        "Drug_Central:2607"^^xsd:string,
        "DrugBank:DB00624"^^xsd:string,
        "Gmelin:538843"^^xsd:string,
        "HMDB:HMDB0000234"^^xsd:string,
        "KEGG:C00535"^^xsd:string,
        "KEGG:D00075"^^xsd:string,
        "KNApSAcK:C00003675"^^xsd:string,
        "LIPID_MAPS_instance:LMST02020002"^^xsd:string,
        "PDBeChem:TES"^^xsd:string,
        "PMID:10438974"^^xsd:string,
        "PMID:11786693"^^xsd:string,
        "PMID:18900503"^^xsd:string,
        "PMID:24498482"^^xsd:string,
        "Reaxys:1915399"^^xsd:string,
        "Wikipedia:Testosterone"^^xsd:string ;
    rdfs:label "testosterone"^^xsd:string ;
    definition: "An androstanoid having 17beta-hydroxy and 3-oxo groups, together with unsaturation at C-4-C-5.."^^xsd:string ;
    rdfs:subClassOf CHEBI:35343,
        CHEBI:47909,
        CHEBI:50402,
        CHEBI:131621,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50113 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:83056 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C19H28O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C19H28O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h11,14-17,21H,3-10H2,1-2H3/t14-,15-,16-,17-,18-,19-/m0/s1"^^xsd:string ;
    chebi:inchikey "MUMGGOZAMZWBJJ-DYKIIFRCSA-N"^^xsd:string ;
    chebi:mass "288.42440"^^xsd:string ;
    chebi:monoisotopicmass "288.20893"^^xsd:string ;
    chebi:smiles "[H][C@@]12CCC3=CC(=O)CC[C@]3(C)[C@@]1([H])CC[C@]1(C)[C@@H](O)CC[C@@]21[H]"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:9461"^^xsd:string,
        "CHEBI:15214"^^xsd:string,
        "CHEBI:26883"^^xsd:string,
        "CHEBI:45798"^^xsd:string ;
    oboInOwl:hasExactSynonym "17beta-hydroxyandrost-4-en-3-one"^^xsd:string,
        "TESTOSTERONE"^^xsd:string,
        "Testosterone"^^xsd:string,
        "testosterone"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "4-androsten-17beta-ol-3-one"^^xsd:string,
        "17beta-Hydroxy-4-androsten-3-one"^^xsd:string,
        "17beta-hydroxy-4-androsten-3-one"^^xsd:string,
        "Androderm"^^xsd:string,
        "Testosteron"^^xsd:string,
        "testosterona"^^xsd:string,
        "testosterone"^^xsd:string,
        "testosteronum"^^xsd:string ;
    oboInOwl:id "CHEBI:17347"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17359 a owl:Class ;
    oboInOwl:hasDbXref "CAS:14265-45-3"^^xsd:string,
        "Gmelin:1449"^^xsd:string,
        "PDBeChem:SO3"^^xsd:string ;
    rdfs:label "sulfite"^^xsd:string ;
    definition: "A sulfur oxoanion that is the conjugate base of hydrogen sulfite (H2SO3)."^^xsd:string ;
    rdfs:subClassOf CHEBI:33482,
        CHEBI:48154,
        CHEBI:79388,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:17137 ] ;
    chebi:charge "-2"^^xsd:string ;
    chebi:formula "O3S"^^xsd:string ;
    chebi:inchi "InChI=1S/H2O3S/c1-4(2)3/h(H2,1,2,3)/p-2"^^xsd:string ;
    chebi:inchikey "LSNNMFCWUKXFEE-UHFFFAOYSA-L"^^xsd:string ;
    chebi:mass "80.06420"^^xsd:string ;
    chebi:monoisotopicmass "79.95791"^^xsd:string ;
    chebi:smiles "[O-]S([O-])=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:15139"^^xsd:string,
        "CHEBI:45548"^^xsd:string ;
    oboInOwl:hasExactSynonym "sulfite"^^xsd:string,
        "trioxidosulfate(2-)"^^xsd:string,
        "trioxosulfate(2-)"^^xsd:string,
        "trioxosulfate(IV)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "[SO3](2-)"^^xsd:string,
        "SO3"^^xsd:string,
        "SO3(2-)"^^xsd:string,
        "SULFITE ION"^^xsd:string,
        "sulphite"^^xsd:string ;
    oboInOwl:id "CHEBI:17359"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17364 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1723529"^^xsd:string,
        "CAS:1783-96-6"^^xsd:string,
        "DrugBank:DB02655"^^xsd:string,
        "Gmelin:602084"^^xsd:string,
        "HMDB:HMDB0006483"^^xsd:string,
        "KEGG:C00402"^^xsd:string,
        "MetaCyc:CPD-302"^^xsd:string,
        "PDBeChem:DAS"^^xsd:string,
        "PMID:11419736"^^xsd:string,
        "PMID:17118457"^^xsd:string,
        "PMID:17407322"^^xsd:string,
        "PMID:18318836"^^xsd:string,
        "PMID:19860889"^^xsd:string,
        "Reaxys:1723529"^^xsd:string ;
    rdfs:label "D-aspartic acid"^^xsd:string ;
    definition: "The D-enantiomer of aspartic acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:16733,
        CHEBI:22660,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:29990 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:17053 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C4H7NO4"^^xsd:string ;
    chebi:inchi "InChI=1S/C4H7NO4/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H,6,7)(H,8,9)/t2-/m1/s1"^^xsd:string ;
    chebi:inchikey "CKLJMWTZIZZHCS-UWTATZPHSA-N"^^xsd:string ;
    chebi:mass "133.10270"^^xsd:string ;
    chebi:monoisotopicmass "133.03751"^^xsd:string ;
    chebi:smiles "N[C@H](CC(O)=O)C(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:4108"^^xsd:string,
        "CHEBI:20920"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2R)-2-aminobutanedioic acid"^^xsd:string,
        "D-Aspartic acid"^^xsd:string,
        "D-aspartic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(R)-2-aminobutanedioic acid"^^xsd:string,
        "(R)-2-aminosuccinic acid"^^xsd:string,
        "aspartic acid D-form"^^xsd:string,
        "D-Asparaginsaeure"^^xsd:string,
        "DAS"^^xsd:string ;
    oboInOwl:id "CHEBI:17364"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17368 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:5811"^^xsd:string,
        "CAS:68-94-0"^^xsd:string,
        "DrugBank:DB04076"^^xsd:string,
        "ECMDB:ECMDB00157"^^xsd:string,
        "Gmelin:464558"^^xsd:string,
        "HMDB:HMDB0000157"^^xsd:string,
        "KEGG:C00262"^^xsd:string,
        "KNApSAcK:C00001502"^^xsd:string,
        "MetaCyc:HYPOXANTHINE"^^xsd:string,
        "PDBeChem:HPA"^^xsd:string,
        "PMID:1557408"^^xsd:string,
        "PMID:8016081"^^xsd:string,
        "PMID:14253484"^^xsd:string,
        "PMID:22735334"^^xsd:string,
        "PMID:23400363"^^xsd:string,
        "PMID:23670363"^^xsd:string,
        "Reaxys:5811"^^xsd:string,
        "Wikipedia:Hypoxanthine"^^xsd:string,
        "YMDB:YMDB00555"^^xsd:string ;
    rdfs:label "hypoxanthine"^^xsd:string ;
    definition: "A purine nucleobase that consists of purine bearing an oxo substituent at position 6."^^xsd:string ;
    rdfs:subClassOf CHEBI:25810,
        CHEBI:26386,
        CHEBI:67142,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:16708 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78675 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5H4N4O"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H4N4O/c10-5-3-4(7-1-6-3)8-2-9-5/h1-2H,(H2,6,7,8,9,10)"^^xsd:string ;
    chebi:inchikey "FDGQSTZJBFJUBT-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "136.11162"^^xsd:string ;
    chebi:monoisotopicmass "136.03851"^^xsd:string ;
    chebi:smiles "O=c1[nH]cnc2nc[nH]c12"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:5841"^^xsd:string,
        "CHEBI:14431"^^xsd:string,
        "CHEBI:24762"^^xsd:string,
        "CHEBI:43237"^^xsd:string ;
    oboInOwl:hasExactSynonym "1,7-dihydro-6H-purin-6-one"^^xsd:string,
        "HYPOXANTHINE"^^xsd:string,
        "Hypoxanthine"^^xsd:string,
        "hypoxanthine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "6(1H)-purinone"^^xsd:string,
        "6-oxopurine"^^xsd:string,
        "9H-purin-6(1H)-one"^^xsd:string,
        "Hyp"^^xsd:string,
        "purin-6(1H)-one"^^xsd:string,
        "Purine-6-ol"^^xsd:string ;
    oboInOwl:id "CHEBI:17368"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17376 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1728091"^^xsd:string,
        "CAS:923-32-0"^^xsd:string,
        "Gmelin:83347"^^xsd:string,
        "KEGG:C01420"^^xsd:string,
        "PMID:18608550"^^xsd:string,
        "PMID:24327171"^^xsd:string,
        "PMID:24525029"^^xsd:string,
        "PMID:24525030"^^xsd:string,
        "Reaxys:1728091"^^xsd:string,
        "Wikipedia:Cystine"^^xsd:string ;
    rdfs:label "cystine"^^xsd:string ;
    definition: "A sulfur-containing amino acid obtained by the oxidation of two cysteine molecules which are then linked via a disulfide bond."^^xsd:string ;
    rdfs:subClassOf CHEBI:23509,
        CHEBI:26834,
        CHEBI:35489,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:35492 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H12N2O4S2"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H12N2O4S2/c7-3(5(9)10)1-13-14-2-4(8)6(11)12/h3-4H,1-2,7-8H2,(H,9,10)(H,11,12)"^^xsd:string ;
    chebi:inchikey "LEVWYRKDKASIDU-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "240.30256"^^xsd:string ;
    chebi:monoisotopicmass "240.02385"^^xsd:string ;
    chebi:smiles "NC(CSSCC(N)C(O)=O)C(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:4052"^^xsd:string,
        "CHEBI:14062"^^xsd:string,
        "CHEBI:23513"^^xsd:string ;
    oboInOwl:hasExactSynonym "3,3'-disulfanediylbis(2-aminopropanoic acid)"^^xsd:string,
        "Cystine"^^xsd:string,
        "cystine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3,3'-dithiobis(2-aminopropanoic acid)"^^xsd:string,
        "alpha-Diamino-beta-dithiolactic acid"^^xsd:string,
        "cistina"^^xsd:string,
        "Cystin"^^xsd:string,
        "Dicysteine"^^xsd:string,
        "Zystin"^^xsd:string ;
    oboInOwl:id "CHEBI:17376"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17393 a owl:Class ;
    rdfs:label "D-allose"^^xsd:string ;
    rdfs:subClassOf CHEBI:17608,
        CHEBI:37690 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H12O6"^^xsd:string ;
    chebi:mass "180.15588"^^xsd:string ;
    chebi:monoisotopicmass "180.06339"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:12906"^^xsd:string,
        "CHEBI:20900"^^xsd:string ;
    oboInOwl:hasExactSynonym "D-allo-hexose"^^xsd:string,
        "D-allose"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "D-All"^^xsd:string ;
    oboInOwl:id "CHEBI:17393"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17401 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:2201952"^^xsd:string,
        "CAS:83-86-3"^^xsd:string,
        "Drug_Central:3465"^^xsd:string,
        "KEGG:C01204"^^xsd:string,
        "MetaCyc:HEXAKISPHOSPHATE"^^xsd:string,
        "PMID:6095072"^^xsd:string,
        "PMID:11217149"^^xsd:string,
        "PMID:11545369"^^xsd:string,
        "PMID:12070948"^^xsd:string,
        "PMID:12162428"^^xsd:string,
        "PMID:12816787"^^xsd:string,
        "PMID:12949395"^^xsd:string,
        "PMID:15325752"^^xsd:string,
        "PMID:15743020"^^xsd:string,
        "PMID:15918884"^^xsd:string,
        "PMID:15952339"^^xsd:string,
        "PMID:15998131"^^xsd:string,
        "PMID:16438310"^^xsd:string,
        "PMID:17162330"^^xsd:string,
        "PMID:18536177"^^xsd:string,
        "PMID:19331859"^^xsd:string,
        "PMID:21292245"^^xsd:string,
        "PMID:22023391"^^xsd:string,
        "Reaxys:2201952"^^xsd:string,
        "Wikipedia:Phytic_acid"^^xsd:string ;
    rdfs:label "myo-inositol hexakisphosphate"^^xsd:string ;
    definition: "A myo-inositol hexakisphosphate in which each hydroxy group of myo-inositol is monophosphorylated."^^xsd:string ;
    rdfs:subClassOf CHEBI:25445,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:58130 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:23357 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35610 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38157 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:62488 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H18O24P6"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H18O24P6/c7-31(8,9)25-1-2(26-32(10,11)12)4(28-34(16,17)18)6(30-36(22,23)24)5(29-35(19,20)21)3(1)27-33(13,14)15/h1-6H,(H2,7,8,9)(H2,10,11,12)(H2,13,14,15)(H2,16,17,18)(H2,19,20,21)(H2,22,23,24)/t1-,2-,3-,4+,5-,6-"^^xsd:string ;
    chebi:inchikey "IMQLKJBTEOYOSI-GPIVLXJGSA-N"^^xsd:string ;
    chebi:mass "660.03529"^^xsd:string ;
    chebi:monoisotopicmass "659.86137"^^xsd:string ;
    chebi:smiles "OP(O)(=O)O[C@@H]1[C@H](OP(O)(O)=O)[C@H](OP(O)(O)=O)[C@@H](OP(O)(O)=O)[C@H](OP(O)(O)=O)[C@H]1OP(O)(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:10603"^^xsd:string,
        "CHEBI:11366"^^xsd:string,
        "CHEBI:12829"^^xsd:string,
        "CHEBI:12832"^^xsd:string,
        "CHEBI:19200"^^xsd:string ;
    oboInOwl:hasExactSynonym "myo-inositol hexakis(dihydrogen phosphate)"^^xsd:string,
        "myo-Inositol hexakisphosphate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1D-myo-Inositol 1,2,3,4,5,6-hexakisphosphate"^^xsd:string,
        "1D-myo-Inositol hexakisphosphate"^^xsd:string,
        "acide fytique"^^xsd:string,
        "acido fitico"^^xsd:string,
        "acidum fyticum"^^xsd:string,
        "D-myo-Inositol 1,2,3,4,5,6-hexakisphosphate"^^xsd:string,
        "Inosithexaphosphorsaeure"^^xsd:string,
        "myo-inositol 1,2,3,4,5,6-hexakisphosphate"^^xsd:string,
        "Phytate"^^xsd:string,
        "Phytic acid"^^xsd:string,
        "Phytine"^^xsd:string,
        "Saeure des phytins"^^xsd:string ;
    oboInOwl:id "CHEBI:17401"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17411 a owl:Class ;
    oboInOwl:hasDbXref "DrugBank:DB00141"^^xsd:string ;
    rdfs:label "aldehydo-N-acetyl-D-glucosamine"^^xsd:string ;
    definition: "The open-chain form of N-acetyl-D-glucosamine."^^xsd:string ;
    rdfs:subClassOf CHEBI:59640,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C8H15NO6"^^xsd:string ;
    chebi:inchi "InChI=1S/C8H15NO6/c1-4(12)9-5(2-10)7(14)8(15)6(13)3-11/h2,5-8,11,13-15H,3H2,1H3,(H,9,12)/t5-,6+,7+,8+/m0/s1"^^xsd:string ;
    chebi:inchikey "MBLBDJOUHNCFQT-LXGUWJNJSA-N"^^xsd:string ;
    chebi:mass "221.20780"^^xsd:string,
        "221.20784"^^xsd:string ;
    chebi:monoisotopicmass "221.08994"^^xsd:string ;
    chebi:smiles "[H]C(=O)[C@H](NC(C)=O)[C@@H](O)[C@H](O)[C@H](O)CO"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:7123"^^xsd:string,
        "CHEBI:12455"^^xsd:string,
        "CHEBI:12563"^^xsd:string,
        "CHEBI:21517"^^xsd:string,
        "CHEBI:58134"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-acetamido-2-deoxy-D-glucose"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-Acetamido-2-deoxy-D-glucose"^^xsd:string,
        "D-GlcNAc"^^xsd:string,
        "N-Acetyl-D-glucosamine"^^xsd:string,
        "N-Acetylchitosamine"^^xsd:string ;
    oboInOwl:id "CHEBI:17411"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17418 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:969454"^^xsd:string,
        "CAS:109-52-4"^^xsd:string,
        "DrugBank:DB02406"^^xsd:string,
        "Gmelin:26714"^^xsd:string,
        "HMDB:HMDB0000892"^^xsd:string,
        "KEGG:C00803"^^xsd:string,
        "KNApSAcK:C00001208"^^xsd:string,
        "LIPID_MAPS_instance:LMFA01010005"^^xsd:string,
        "PDBeChem:LEA"^^xsd:string,
        "PMID:20507156"^^xsd:string,
        "PPDB:3130"^^xsd:string,
        "Reaxys:969454"^^xsd:string,
        "Wikipedia:Valeric_acid"^^xsd:string ;
    rdfs:label "valeric acid"^^xsd:string ;
    definition: "A straight-chain saturated fatty acid containing five carbon atoms."^^xsd:string ;
    rdfs:subClassOf CHEBI:26666,
        CHEBI:39418,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:31011 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5H10O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H10O2/c1-2-3-4-5(6)7/h2-4H2,1H3,(H,6,7)"^^xsd:string ;
    chebi:inchikey "NQPDZGIKBAWPEJ-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "102.13170"^^xsd:string ;
    chebi:monoisotopicmass "102.06808"^^xsd:string ;
    chebi:smiles "CCCCC(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:7980"^^xsd:string,
        "CHEBI:27263"^^xsd:string,
        "CHEBI:27264"^^xsd:string,
        "CHEBI:43606"^^xsd:string,
        "CHEBI:44803"^^xsd:string,
        "CHEBI:113448"^^xsd:string ;
    oboInOwl:hasExactSynonym "pentanoic acid"^^xsd:string,
        "Valeric acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-butanecarboxylic acid"^^xsd:string,
        "CH3-[CH2]3-COOH"^^xsd:string,
        "n-BuCOOH"^^xsd:string,
        "n-Pentanoate"^^xsd:string,
        "n-pentanoic acid"^^xsd:string,
        "n-Valeric acid"^^xsd:string,
        "n-valeric acid"^^xsd:string,
        "Pentanoate"^^xsd:string,
        "PENTANOIC ACID"^^xsd:string,
        "Pentanoic acid"^^xsd:string,
        "pentoic acid"^^xsd:string,
        "propylacetic acid"^^xsd:string,
        "Valerate"^^xsd:string,
        "Valerianic acid"^^xsd:string,
        "Valeriansaeure"^^xsd:string,
        "valeric acid, normal"^^xsd:string ;
    oboInOwl:id "CHEBI:17418"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17478 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C00071"^^xsd:string ;
    rdfs:label "aldehyde"^^xsd:string ;
    definition: "A compound RC(=O)H, in which a carbonyl group is bonded to one hydrogen atom and to one R group."^^xsd:string ;
    rdfs:subClassOf CHEBI:36586,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:42485 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "CHOR"^^xsd:string ;
    chebi:mass "29.01800"^^xsd:string ;
    chebi:monoisotopicmass "29.00274"^^xsd:string ;
    chebi:smiles "[H]C([*])=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:2554"^^xsd:string,
        "CHEBI:8750"^^xsd:string,
        "CHEBI:13432"^^xsd:string,
        "CHEBI:13753"^^xsd:string,
        "CHEBI:13805"^^xsd:string,
        "CHEBI:13806"^^xsd:string,
        "CHEBI:22291"^^xsd:string ;
    oboInOwl:hasExactSynonym "Aldehyde"^^xsd:string,
        "aldehyde"^^xsd:string,
        "aldehydes"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "aldehido"^^xsd:string,
        "aldehidos"^^xsd:string,
        "Aldehyd"^^xsd:string,
        "aldehydes"^^xsd:string,
        "aldehydum"^^xsd:string,
        "an aldehyde"^^xsd:string,
        "RC(=O)H"^^xsd:string,
        "RCHO"^^xsd:string ;
    oboInOwl:id "CHEBI:17478"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17486 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:91259"^^xsd:string,
        "CAS:101-31-5"^^xsd:string,
        "Drug_Central:1402"^^xsd:string,
        "DrugBank:DB00424"^^xsd:string,
        "KEGG:C02046"^^xsd:string,
        "KEGG:D00147"^^xsd:string,
        "KNApSAcK:C00002293"^^xsd:string,
        "PDBeChem:OIN"^^xsd:string,
        "Reaxys:91259"^^xsd:string ;
    rdfs:label "(S)-atropine"^^xsd:string ;
    definition: "An atropine with a 2S-configuration."^^xsd:string ;
    rdfs:subClassOf CHEBI:78734,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:30766 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:58164 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C17H23NO3"^^xsd:string ;
    chebi:inchi "InChI=1S/C17H23NO3/c1-18-13-7-8-14(18)10-15(9-13)21-17(20)16(11-19)12-5-3-2-4-6-12/h2-6,13-16,19H,7-11H2,1H3/t13-,14+,15+,16-/m1/s1"^^xsd:string ;
    chebi:inchikey "RKUNBYITZUJHSG-FXUDXRNXSA-N"^^xsd:string ;
    chebi:mass "289.36946"^^xsd:string ;
    chebi:monoisotopicmass "289.16779"^^xsd:string ;
    chebi:smiles "CN1[C@H]2CC[C@@H]1C[C@@H](C2)OC(=O)[C@H](CO)c1ccccc1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:6247"^^xsd:string,
        "CHEBI:13124"^^xsd:string,
        "CHEBI:21331"^^xsd:string,
        "CHEBI:44734"^^xsd:string ;
    oboInOwl:hasExactSynonym "(3-endo)-8-methyl-8-azabicyclo[3.2.1]oct-3-yl (2S)-3-hydroxy-2-phenylpropanoate"^^xsd:string,
        "tropan-3alpha-yl (2S)-3-hydroxy-2-phenylpropanoate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(-)-atropine"^^xsd:string,
        "(-)-hyoscyamine"^^xsd:string,
        "(S)-(-)-hyoscyamine"^^xsd:string,
        "[3(S)-endo]-alpha-(hydroxymethyl)benzeneacetic acid 8-methyl-8-azabicyclo[3.2.1]oct-3-yl ester"^^xsd:string,
        "Daturine"^^xsd:string,
        "Duboisine"^^xsd:string,
        "hyoscyamine"^^xsd:string,
        "L-Hyoscyamine"^^xsd:string,
        "l-hyoscyamine"^^xsd:string,
        "L-Tropine tropate"^^xsd:string,
        "tropine, (-)-tropate"^^xsd:string ;
    oboInOwl:id "CHEBI:17486"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17489 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:52645"^^xsd:string,
        "CAS:60-92-4"^^xsd:string,
        "DrugBank:DB02527"^^xsd:string,
        "HMDB:HMDB0000058"^^xsd:string,
        "KEGG:C00575"^^xsd:string,
        "KNApSAcK:C00001497"^^xsd:string,
        "MetaCyc:CAMP"^^xsd:string,
        "PDBeChem:CMP"^^xsd:string,
        "PMID:16295522"^^xsd:string,
        "PMID:18372334"^^xsd:string,
        "PMID:22770225"^^xsd:string,
        "Reaxys:52645"^^xsd:string,
        "Wikipedia:Cyclic_AMP"^^xsd:string ;
    rdfs:label "3',5'-cyclic AMP"^^xsd:string ;
    definition: "A 3',5'-cyclic purine nucleotide having having adenine as the nucleobase."^^xsd:string ;
    rdfs:subClassOf CHEBI:19834,
        CHEBI:61296,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:58165 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C10H12N5O6P"^^xsd:string ;
    chebi:inchi "InChI=1S/C10H12N5O6P/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(16)7-4(20-10)1-19-22(17,18)21-7/h2-4,6-7,10,16H,1H2,(H,17,18)(H2,11,12,13)/t4-,6-,7-,10-/m1/s1"^^xsd:string ;
    chebi:inchikey "IVOMOUWHDPKRLL-KQYNXXCUSA-N"^^xsd:string ;
    chebi:mass "329.20614"^^xsd:string ;
    chebi:monoisotopicmass "329.05252"^^xsd:string ;
    chebi:smiles "Nc1ncnc2n(cnc12)[C@@H]1O[C@@H]2COP(O)(=O)O[C@H]2[C@H]1O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:1325"^^xsd:string,
        "CHEBI:11673"^^xsd:string,
        "CHEBI:19827"^^xsd:string,
        "CHEBI:41588"^^xsd:string ;
    oboInOwl:hasExactSynonym "3',5'-Cyclic AMP"^^xsd:string,
        "adenosine 3',5'-(hydrogen phosphate)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "adenosine 3',5'-cyclic monophosphate"^^xsd:string,
        "Adenosine 3',5'-cyclic phosphate"^^xsd:string,
        "Adenosine 3',5'-phosphate"^^xsd:string,
        "ADENOSINE-3',5'-CYCLIC-MONOPHOSPHATE"^^xsd:string,
        "cAMP"^^xsd:string,
        "Cyclic adenylic acid"^^xsd:string,
        "Cyclic AMP"^^xsd:string ;
    oboInOwl:id "CHEBI:17489"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17514 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1900509"^^xsd:string,
        "CAS:57-12-5"^^xsd:string,
        "Gmelin:89"^^xsd:string,
        "HMDB:HMDB0002084"^^xsd:string,
        "KEGG:C00177"^^xsd:string,
        "MetaCyc:CPD-13584"^^xsd:string,
        "PDBeChem:CYN"^^xsd:string,
        "PMID:7839575"^^xsd:string,
        "PMID:11386635"^^xsd:string,
        "PMID:14871577"^^xsd:string,
        "PMID:17554165"^^xsd:string,
        "Reaxys:1900509"^^xsd:string,
        "Wikipedia:Cyanide"^^xsd:string ;
    rdfs:label "cyanide"^^xsd:string ;
    definition: "A pseudohalide anion that is the conjugate base of hydrogen cyanide."^^xsd:string ;
    rdfs:subClassOf CHEBI:36828,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:18407 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:36856 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38500 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "CN"^^xsd:string ;
    chebi:inchi "InChI=1S/CN/c1-2/q-1"^^xsd:string ;
    chebi:inchikey "XFXPMWWXUTWYJX-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "26.01740"^^xsd:string ;
    chebi:monoisotopicmass "26.00362"^^xsd:string ;
    chebi:smiles "[C-]#N"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:3969"^^xsd:string,
        "CHEBI:14038"^^xsd:string,
        "CHEBI:41780"^^xsd:string ;
    oboInOwl:hasExactSynonym "Cyanide"^^xsd:string,
        "cyanide"^^xsd:string,
        "nitridocarbonate(1-)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "CN(-)"^^xsd:string,
        "CN-"^^xsd:string,
        "CYANIDE ION"^^xsd:string,
        "Prussiate"^^xsd:string,
        "Zyanid"^^xsd:string ;
    oboInOwl:id "CHEBI:17514"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17517 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C00344"^^xsd:string ;
    rdfs:label "phosphatidylglycerol"^^xsd:string ;
    definition: "A glycerophosphoglycerol that is glycerol in which the hydrogen of one of the primary hydroxy groups has been replaced by a phosphatidyl group."^^xsd:string ;
    rdfs:subClassOf CHEBI:24360,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:60523 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C8H13O10PR2"^^xsd:string ;
    chebi:mass "300.15660"^^xsd:string ;
    chebi:monoisotopicmass "300.02463"^^xsd:string ;
    chebi:smiles "OCC(O)COP(O)(=O)OCC(COC([*])=O)OC([*])=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:8130"^^xsd:string,
        "CHEBI:14804"^^xsd:string,
        "CHEBI:26032"^^xsd:string,
        "CHEBI:26033"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "phosphatidylglycerols"^^xsd:string ;
    oboInOwl:id "CHEBI:17517"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17522 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C00717"^^xsd:string,
        "Wikipedia:Glycerin"^^xsd:string ;
    rdfs:label "alditol"^^xsd:string ;
    definition: "A carbohydrate that is an acyclic polyol having the general formula HOCH2[CH(OH)]nCH2OH (formally derivable from an aldose by reduction of the carbonyl group)."^^xsd:string ;
    rdfs:subClassOf CHEBI:16646,
        CHEBI:26191 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "(CH2O)nC2H6O2"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:2556"^^xsd:string,
        "CHEBI:13754"^^xsd:string,
        "CHEBI:22298"^^xsd:string ;
    oboInOwl:hasExactSynonym "Alditol"^^xsd:string,
        "alditol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "alditols"^^xsd:string,
        "Glycitol"^^xsd:string,
        "Sugar alcohol"^^xsd:string ;
    oboInOwl:id "CHEBI:17522"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17544 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:3903504"^^xsd:string,
        "CAS:71-52-3"^^xsd:string,
        "Gmelin:49249"^^xsd:string,
        "HMDB:HMDB0000595"^^xsd:string,
        "KEGG:C00288"^^xsd:string,
        "MetaCyc:HCO3"^^xsd:string,
        "PDBeChem:BCT"^^xsd:string,
        "PMID:4208463"^^xsd:string,
        "PMID:17215880"^^xsd:string,
        "PMID:17505962"^^xsd:string,
        "PMID:18439416"^^xsd:string,
        "PMID:28732801"^^xsd:string,
        "PMID:29150416"^^xsd:string,
        "PMID:29460248"^^xsd:string,
        "PMID:29466234"^^xsd:string,
        "Wikipedia:Bicarbonate"^^xsd:string ;
    rdfs:label "hydrogencarbonate"^^xsd:string ;
    definition: "The carbon oxoanion resulting from the removal of a proton from carbonic acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:35604,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:41609 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:28976 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:23357 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "CHO3"^^xsd:string ;
    chebi:inchi "InChI=1S/CH2O3/c2-1(3)4/h(H2,2,3,4)/p-1"^^xsd:string ;
    chebi:inchikey "BVKZGUZCCUSVTD-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "61.01684"^^xsd:string ;
    chebi:monoisotopicmass "60.99312"^^xsd:string ;
    chebi:smiles "OC([O-])=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:5589"^^xsd:string,
        "CHEBI:13363"^^xsd:string,
        "CHEBI:22863"^^xsd:string,
        "CHEBI:40961"^^xsd:string ;
    oboInOwl:hasExactSynonym "hydrogen(trioxidocarbonate)(1-)"^^xsd:string,
        "Hydrogencarbonate"^^xsd:string,
        "hydrogencarbonate"^^xsd:string,
        "hydrogencarbonate(1-)"^^xsd:string,
        "hydrogentrioxocarbonate(1-)"^^xsd:string,
        "hydrogentrioxocarbonate(IV)"^^xsd:string,
        "hydroxidodioxidocarbonate(1-)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "[CO2(OH)](-)"^^xsd:string,
        "Acid carbonate"^^xsd:string,
        "Bicarbonate"^^xsd:string,
        "BICARBONATE ION"^^xsd:string,
        "HCO3(-)"^^xsd:string,
        "HCO3-"^^xsd:string,
        "hydrogen carbonate"^^xsd:string ;
    oboInOwl:id "CHEBI:17544"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17561 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1721408"^^xsd:string,
        "CAS:52-90-4"^^xsd:string,
        "Drug_Central:769"^^xsd:string,
        "DrugBank:DB00151"^^xsd:string,
        "ECMDB:ECMDB00574"^^xsd:string,
        "Gmelin:49991"^^xsd:string,
        "HMDB:HMDB0000574"^^xsd:string,
        "KEGG:C00097"^^xsd:string,
        "KEGG:D00026"^^xsd:string,
        "KNApSAcK:C00001351"^^xsd:string,
        "MetaCyc:CYS"^^xsd:string,
        "PDBeChem:CYS"^^xsd:string,
        "PMID:11732994"^^xsd:string,
        "PMID:13761469"^^xsd:string,
        "PMID:22735334"^^xsd:string,
        "Reaxys:1721408"^^xsd:string,
        "Wikipedia:Cysteine"^^xsd:string,
        "YMDB:YMDB00046"^^xsd:string ;
    rdfs:label "L-cysteine"^^xsd:string ;
    definition: "An optically active form of cysteine having L-configuration."^^xsd:string ;
    rdfs:subClassOf CHEBI:15356,
        CHEBI:26650,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:32442 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:32445 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:16375 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:35235 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:64577 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77703 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C3H7NO2S"^^xsd:string ;
    chebi:inchi "InChI=1S/C3H7NO2S/c4-2(1-7)3(5)6/h2,7H,1,4H2,(H,5,6)/t2-/m0/s1"^^xsd:string ;
    chebi:inchikey "XUJNEKJLAYXESH-REOHCLBHSA-N"^^xsd:string ;
    chebi:mass "121.15800"^^xsd:string ;
    chebi:monoisotopicmass "121.01975"^^xsd:string ;
    chebi:smiles "N[C@@H](CS)C(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:6207"^^xsd:string,
        "CHEBI:13095"^^xsd:string,
        "CHEBI:21261"^^xsd:string,
        "CHEBI:41227"^^xsd:string,
        "CHEBI:41700"^^xsd:string,
        "CHEBI:41768"^^xsd:string,
        "CHEBI:41781"^^xsd:string,
        "CHEBI:41811"^^xsd:string ;
    oboInOwl:hasExactSynonym "L-Cysteine"^^xsd:string,
        "L-cysteine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2R)-2-amino-3-mercaptopropanoic acid"^^xsd:string,
        "(2R)-2-amino-3-sulfanylpropanoic acid"^^xsd:string,
        "(R)-2-amino-3-mercaptopropanoic acid"^^xsd:string,
        "C"^^xsd:string,
        "Cys"^^xsd:string,
        "CYSTEINE"^^xsd:string,
        "E920"^^xsd:string,
        "E 920"^^xsd:string,
        "E-920"^^xsd:string,
        "FREE CYSTEINE"^^xsd:string,
        "L-2-Amino-3-mercaptopropionic acid"^^xsd:string,
        "L-Cystein"^^xsd:string,
        "L-Zystein"^^xsd:string ;
    oboInOwl:id "CHEBI:17561"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17568 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:606623"^^xsd:string,
        "CAS:66-22-8"^^xsd:string,
        "DrugBank:DB03419"^^xsd:string,
        "Gmelin:2896"^^xsd:string,
        "HMDB:HMDB0000300"^^xsd:string,
        "KEGG:C00106"^^xsd:string,
        "KEGG:D00027"^^xsd:string,
        "KNApSAcK:C00001513"^^xsd:string,
        "MetaCyc:URACIL"^^xsd:string,
        "PDBeChem:URA"^^xsd:string,
        "PMID:3654008"^^xsd:string,
        "PMID:11279060"^^xsd:string,
        "PMID:12855717"^^xsd:string,
        "PMID:15274295"^^xsd:string,
        "PMID:16834123"^^xsd:string,
        "PMID:17439666"^^xsd:string,
        "PMID:18533995"^^xsd:string,
        "PMID:18815805"^^xsd:string,
        "PMID:19175333"^^xsd:string,
        "PMID:22020693"^^xsd:string,
        "PMID:22074393"^^xsd:string,
        "PMID:22120518"^^xsd:string,
        "PMID:22171528"^^xsd:string,
        "PMID:22237209"^^xsd:string,
        "PMID:22299724"^^xsd:string,
        "PMID:22356544"^^xsd:string,
        "PMID:22447672"^^xsd:string,
        "PMID:22483865"^^xsd:string,
        "PMID:22567906"^^xsd:string,
        "PMID:22685418"^^xsd:string,
        "Reaxys:606623"^^xsd:string,
        "Wikipedia:Uracil"^^xsd:string ;
    rdfs:label "uracil"^^xsd:string ;
    definition: "A common and naturally occurring pyrimidine nucleobase in which the pyrimidine ring is substituted with two oxo groups at positions 2 and 4. Found in RNA, it base pairs with adenine and replaces thymine during DNA transcription."^^xsd:string ;
    rdfs:subClassOf CHEBI:26432,
        CHEBI:38337,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:43254 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50266 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50904 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:83056 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C4H4N2O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C4H4N2O2/c7-3-1-2-5-4(8)6-3/h1-2H,(H2,5,6,7,8)"^^xsd:string ;
    chebi:inchikey "ISAKRJDGNUQOIC-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "112.08684"^^xsd:string ;
    chebi:monoisotopicmass "112.02728"^^xsd:string ;
    chebi:smiles "O=c1cc[nH]c(=O)[nH]1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:9882"^^xsd:string,
        "CHEBI:15288"^^xsd:string,
        "CHEBI:27210"^^xsd:string,
        "CHEBI:46375"^^xsd:string ;
    oboInOwl:hasExactSynonym "pyrimidine-2,4(1H,3H)-dione"^^xsd:string,
        "URACIL"^^xsd:string,
        "Uracil"^^xsd:string,
        "uracil"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2,4(1H,3H)-pyrimidinedione"^^xsd:string,
        "2,4-Dioxopyrimidine"^^xsd:string,
        "2,4-Pyrimidinedione"^^xsd:string,
        "U"^^xsd:string,
        "Ura"^^xsd:string,
        "Urazil"^^xsd:string ;
    oboInOwl:id "CHEBI:17568"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17578 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:635760"^^xsd:string,
        "CAS:108-88-3"^^xsd:string,
        "DrugBank:DB01900"^^xsd:string,
        "Gmelin:2456"^^xsd:string,
        "KEGG:C01455"^^xsd:string,
        "PDBeChem:MBN"^^xsd:string,
        "PMID:11182169"^^xsd:string,
        "PMID:11314682"^^xsd:string,
        "PMID:11846266"^^xsd:string,
        "PMID:11991009"^^xsd:string,
        "PMID:12062755"^^xsd:string,
        "PMID:12213539"^^xsd:string,
        "PMID:12237258"^^xsd:string,
        "PMID:12784113"^^xsd:string,
        "PMID:12876426"^^xsd:string,
        "PMID:14512097"^^xsd:string,
        "PMID:14559343"^^xsd:string,
        "PMID:14605898"^^xsd:string,
        "PMID:15015825"^^xsd:string,
        "PMID:15019953"^^xsd:string,
        "PMID:15119846"^^xsd:string,
        "PMID:15193425"^^xsd:string,
        "PMID:15542760"^^xsd:string,
        "PMID:15567510"^^xsd:string,
        "PMID:15695158"^^xsd:string,
        "PMID:15796064"^^xsd:string,
        "PMID:16316648"^^xsd:string,
        "PMID:16348226"^^xsd:string,
        "PMID:16601996"^^xsd:string,
        "PMID:17145141"^^xsd:string,
        "PMID:17175136"^^xsd:string,
        "PMID:17497535"^^xsd:string,
        "PMID:17725881"^^xsd:string,
        "PMID:18397809"^^xsd:string,
        "PMID:18832024"^^xsd:string,
        "PMID:19261054"^^xsd:string,
        "PMID:19384711"^^xsd:string,
        "PMID:19429395"^^xsd:string,
        "PMID:19635754"^^xsd:string,
        "PMID:19765629"^^xsd:string,
        "PMID:19825861"^^xsd:string,
        "PMID:19928203"^^xsd:string,
        "PMID:19969016"^^xsd:string,
        "PMID:20347282"^^xsd:string,
        "PMID:20837561"^^xsd:string,
        "PMID:21430649"^^xsd:string,
        "PMID:21655021"^^xsd:string,
        "PMID:21731073"^^xsd:string,
        "PMID:21802510"^^xsd:string,
        "PMID:21840036"^^xsd:string,
        "Reaxys:635760"^^xsd:string,
        "UM-BBD_compID:c0114"^^xsd:string,
        "Wikipedia:Toluene"^^xsd:string ;
    rdfs:label "toluene"^^xsd:string ;
    definition: "The simplest member of the class toluenes consisting of a benzene core which bears a single methyl substituent."^^xsd:string ;
    rdfs:subClassOf CHEBI:27024,
        CHEBI:38975,
        CHEBI:134179,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48355 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48873 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50910 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:62803 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C7H8"^^xsd:string ;
    chebi:inchi "InChI=1S/C7H8/c1-7-5-3-2-4-6-7/h2-6H,1H3"^^xsd:string ;
    chebi:inchikey "YXFVVABEGXRONW-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "92.13842"^^xsd:string ;
    chebi:monoisotopicmass "92.06260"^^xsd:string ;
    chebi:smiles "Cc1ccccc1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:9624"^^xsd:string,
        "CHEBI:15248"^^xsd:string,
        "CHEBI:27022"^^xsd:string,
        "CHEBI:44023"^^xsd:string ;
    oboInOwl:hasExactSynonym "TOLUENE"^^xsd:string,
        "Toluene"^^xsd:string,
        "toluene"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "methylbenzene"^^xsd:string,
        "phenylmethane"^^xsd:string,
        "Toluen"^^xsd:string,
        "Toluol"^^xsd:string ;
    oboInOwl:id "CHEBI:17578"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17596 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:624889"^^xsd:string,
        "CAS:58-63-9"^^xsd:string,
        "Drug_Central:3301"^^xsd:string,
        "ECMDB:ECMDB00195"^^xsd:string,
        "Gmelin:489332"^^xsd:string,
        "HMDB:HMDB0000195"^^xsd:string,
        "KEGG:C00294"^^xsd:string,
        "KEGG:D00054"^^xsd:string,
        "KNApSAcK:C00019692"^^xsd:string,
        "MetaCyc:INOSINE"^^xsd:string,
        "PDBeChem:NOS"^^xsd:string,
        "PMID:22770225"^^xsd:string,
        "Reaxys:624889"^^xsd:string,
        "Wikipedia:Inosine"^^xsd:string,
        "YMDB:YMDB00510"^^xsd:string ;
    rdfs:label "inosine"^^xsd:string ;
    definition: "A purine nucleoside in which hypoxanthine is attached to ribofuranose via a beta-N(9)-glycosidic bond."^^xsd:string ;
    rdfs:subClassOf CHEBI:24844,
        CHEBI:142355,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:17368 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C10H12N4O5"^^xsd:string ;
    chebi:inchi "InChI=1S/C10H12N4O5/c15-1-4-6(16)7(17)10(19-4)14-3-13-5-8(14)11-2-12-9(5)18/h2-4,6-7,10,15-17H,1H2,(H,11,12,18)/t4-,6-,7-,10-/m1/s1"^^xsd:string ;
    chebi:inchikey "UGQMRVRMYYASKQ-KQYNXXCUSA-N"^^xsd:string ;
    chebi:mass "268.22610"^^xsd:string ;
    chebi:monoisotopicmass "268.08077"^^xsd:string ;
    chebi:smiles "OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n1cnc2c(O)ncnc12"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:5927"^^xsd:string,
        "CHEBI:14456"^^xsd:string,
        "CHEBI:24841"^^xsd:string,
        "CHEBI:44407"^^xsd:string ;
    oboInOwl:hasExactSynonym "9-(beta-D-ribofuranosyl)-9H-purin-6-ol"^^xsd:string,
        "(2R,3S,4R,5R)-2-(hydroxymethyl)-5-(6-hydroxy-9H-purin-9-yl)tetrahydrofuran-3,4-diol"^^xsd:string,
        "INOSINE"^^xsd:string,
        "Inosine"^^xsd:string,
        "inosine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "9-beta-D-ribofuranosyl-9H-purin-6-ol"^^xsd:string,
        "9-beta-D-ribofuranosylhypoxanthine"^^xsd:string,
        "hypoxanthine D-riboside"^^xsd:string,
        "hypoxanthosine"^^xsd:string,
        "i"^^xsd:string,
        "Inosin"^^xsd:string,
        "inosina"^^xsd:string,
        "inosine"^^xsd:string,
        "inosinum"^^xsd:string ;
    oboInOwl:id "CHEBI:17596"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17608 a owl:Class ;
    rdfs:label "D-aldohexose"^^xsd:string ;
    definition: "Any D-aldose having a chain of six carbon atoms in the molecule."^^xsd:string ;
    rdfs:subClassOf CHEBI:4194,
        CHEBI:33917 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H12O6"^^xsd:string ;
    chebi:mass "180.156"^^xsd:string ;
    chebi:monoisotopicmass "180.06339"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:12990"^^xsd:string,
        "CHEBI:21038"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "D-aldohexoses"^^xsd:string ;
    oboInOwl:id "CHEBI:17608"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17620 a owl:Class ;
    oboInOwl:hasDbXref "CAS:537-98-4"^^xsd:string,
        "CAS:1135-24-6"^^xsd:string,
        "HMDB:HMDB0000954"^^xsd:string,
        "KEGG:C01494"^^xsd:string,
        "KNApSAcK:C00002743"^^xsd:string,
        "MetaCyc:FERULIC-ACID"^^xsd:string,
        "PDBeChem:FER"^^xsd:string,
        "PMID:8821508"^^xsd:string,
        "PMID:11041377"^^xsd:string,
        "PMID:11982438"^^xsd:string,
        "PMID:12529986"^^xsd:string,
        "PMID:15162367"^^xsd:string,
        "PMID:15309442"^^xsd:string,
        "PMID:16011737"^^xsd:string,
        "PMID:16185284"^^xsd:string,
        "PMID:18582080"^^xsd:string,
        "PMID:18651237"^^xsd:string,
        "PMID:18707110"^^xsd:string,
        "PMID:18795822"^^xsd:string,
        "PMID:19594750"^^xsd:string,
        "Reaxys:1570363"^^xsd:string,
        "Wikipedia:Ferulic_Acid"^^xsd:string ;
    rdfs:label "ferulic acid"^^xsd:string ;
    definition: "A ferulic acid consisting of trans-cinnamic acid bearing methoxy and hydroxy substituents at positions 3 and 4 respectively on the phenyl ring."^^xsd:string ;
    rdfs:subClassOf CHEBI:24031,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:29749 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:22586 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:64345 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:67079 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:68494 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77307 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C10H10O4"^^xsd:string ;
    chebi:inchi "InChI=1S/C10H10O4/c1-14-9-6-7(2-4-8(9)11)3-5-10(12)13/h2-6,11H,1H3,(H,12,13)/b5-3+"^^xsd:string ;
    chebi:inchikey "KSEBMYQBYZTDHS-HWKANZROSA-N"^^xsd:string ;
    chebi:mass "194.18400"^^xsd:string ;
    chebi:monoisotopicmass "194.05791"^^xsd:string ;
    chebi:smiles "COc1cc(\\C=C\\C(O)=O)ccc1O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:5046"^^xsd:string,
        "CHEBI:14260"^^xsd:string,
        "CHEBI:24030"^^xsd:string,
        "CHEBI:42445"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid"^^xsd:string,
        "Ferulic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3-(4-Hydroxy-3-methoxyphenyl)propenoic acid"^^xsd:string,
        "3-methoxy-4-hydroxy-trans-cinnamic acid"^^xsd:string,
        "4-Hydroxy-3-methoxycinnamic acid"^^xsd:string,
        "4-hydroxy-3-methoxycinnamic acid"^^xsd:string,
        "(E)-3-(4-Hydroxy-3-methoxyphenyl)-2-propenoic acid"^^xsd:string,
        "(E)-4'-hydroxy-3'-methoxycinnamic acid"^^xsd:string,
        "(E)-4-Hydroxy-3-methoxycinnamic acid"^^xsd:string,
        "(E)-Ferulic acid"^^xsd:string,
        "trans-4-Hydroxy-3-methoxycinnamic acid"^^xsd:string,
        "trans-Ferulic acid"^^xsd:string ;
    oboInOwl:id "CHEBI:17620"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17625 a owl:Class ;
    oboInOwl:hasDbXref "CAS:102814-08-4"^^xsd:string,
        "Chemspider:58580"^^xsd:string,
        "DrugBank:DB02333"^^xsd:string,
        "FooDB:FDB030842"^^xsd:string,
        "HMDB:HMDB0001191"^^xsd:string,
        "KEGG:C00460"^^xsd:string,
        "KNApSAcK:C00019636"^^xsd:string,
        "Patent:US6017702"^^xsd:string,
        "PDBeChem:DUT"^^xsd:string,
        "PMID:231363"^^xsd:string,
        "PMID:8221659"^^xsd:string,
        "PMID:10927039"^^xsd:string,
        "PMID:11250785"^^xsd:string,
        "PMID:11739702"^^xsd:string,
        "PMID:11994533"^^xsd:string,
        "PMID:14746617"^^xsd:string,
        "PMID:15541077"^^xsd:string,
        "PMID:16286544"^^xsd:string,
        "PMID:19212411"^^xsd:string,
        "PMID:20861355"^^xsd:string,
        "PMID:27689337"^^xsd:string,
        "PMID:28400210"^^xsd:string,
        "PMID:30332749"^^xsd:string ;
    rdfs:label "dUTP"^^xsd:string ;
    definition: "A deoxyuridine phosphate having a triphosphate group at the 5'-position."^^xsd:string ;
    rdfs:subClassOf CHEBI:23641,
        CHEBI:37043,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:58212 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:140602 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C9H15N2O14P3"^^xsd:string ;
    chebi:inchi "InChI=1S/C9H15N2O14P3/c12-5-3-8(11-2-1-7(13)10-9(11)14)23-6(5)4-22-27(18,19)25-28(20,21)24-26(15,16)17/h1-2,5-6,8,12H,3-4H2,(H,18,19)(H,20,21)(H,10,13,14)(H2,15,16,17)/t5-,6+,8+/m0/s1"^^xsd:string ;
    chebi:inchikey "AHCYMLUZIRLXAA-SHYZEUOFSA-N"^^xsd:string ;
    chebi:mass "468.140"^^xsd:string ;
    chebi:monoisotopicmass "467.97361"^^xsd:string ;
    chebi:smiles "O[C@H]1C[C@@H](O[C@@H]1COP(O)(=O)OP(O)(=O)OP(O)(O)=O)N1C=CC(=O)NC1=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:10533"^^xsd:string,
        "CHEBI:14095"^^xsd:string,
        "CHEBI:19264"^^xsd:string,
        "CHEBI:42215"^^xsd:string ;
    oboInOwl:hasExactSynonym "2'-deoxyuridine 5'-(tetrahydrogen triphosphate)"^^xsd:string,
        "dUTP"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2'-deoxy-UTP"^^xsd:string,
        "2'-deoxyuridine 5'-triphosphate"^^xsd:string,
        "2'-deoxyuridine triphosphate"^^xsd:string,
        "2'-deoxyuridine-5'-triphosphorate"^^xsd:string,
        "deoxy-UTP"^^xsd:string,
        "deoxyuridine triphosphate"^^xsd:string,
        "deoxyuridine-5'-triphosphate"^^xsd:string ;
    oboInOwl:id "CHEBI:17625"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17630 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:61647"^^xsd:string,
        "CAS:59-01-8"^^xsd:string,
        "Drug_Central:1519"^^xsd:string,
        "DrugBank:DB01172"^^xsd:string,
        "Gmelin:2044856"^^xsd:string,
        "KEGG:C01822"^^xsd:string,
        "LINCS:LSM-5261"^^xsd:string,
        "PDBeChem:KAN"^^xsd:string,
        "PMID:22907688"^^xsd:string,
        "PMID:24336356"^^xsd:string,
        "PMID:24566637"^^xsd:string,
        "VSDB:1921"^^xsd:string,
        "Wikipedia:Kanamycin"^^xsd:string ;
    rdfs:label "kanamycin A"^^xsd:string ;
    rdfs:subClassOf CHEBI:24951,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:58214 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76969 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C18H36N4O11"^^xsd:string ;
    chebi:inchi "InChI=1S/C18H36N4O11/c19-2-6-10(25)12(27)13(28)18(30-6)33-16-5(21)1-4(20)15(14(16)29)32-17-11(26)8(22)9(24)7(3-23)31-17/h4-18,23-29H,1-3,19-22H2/t4-,5+,6-,7-,8+,9-,10-,11-,12+,13-,14-,15+,16-,17-,18-/m1/s1"^^xsd:string ;
    chebi:inchikey "SBUJHOSQTJFQJX-NOAMYHISSA-N"^^xsd:string ;
    chebi:mass "484.49860"^^xsd:string ;
    chebi:monoisotopicmass "484.23806"^^xsd:string ;
    chebi:smiles "NC[C@H]1O[C@H](O[C@@H]2[C@@H](N)C[C@@H](N)[C@H](O[C@H]3O[C@H](CO)[C@@H](O)[C@H](N)[C@H]3O)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:6106"^^xsd:string,
        "CHEBI:14487"^^xsd:string,
        "CHEBI:24945"^^xsd:string,
        "CHEBI:24947"^^xsd:string,
        "CHEBI:43482"^^xsd:string ;
    oboInOwl:hasExactSynonym "(1S,2R,3R,4S,6R)-4,6-diamino-3-(6-amino-6-deoxy-alpha-D-glucopyranosyloxy)-2-hydroxycyclohexyl 3-amino-3-deoxy-alpha-D-glucopyranoside"^^xsd:string,
        "KANAMYCIN A"^^xsd:string,
        "Kanamycin A"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "4,6-diamino-2-hydroxy-1,3-cyclohexane 3,6'diamino-3,6'-dideoxydi-alpha-D-glucoside"^^xsd:string,
        "4,6-diamino-2-hydroxy-1,3-cyclohexylene 3,6'-diamino-3,6'-dideoxydi-D-glucopyranoside"^^xsd:string,
        "O-3-amino-3-deoxy-alpha-D-glucopyranosyl-(1->6)-O-(6-amino-6-deoxy-alpha-D-glucopyranosyl-(1->4))-2-deoxy-D-streptamine"^^xsd:string ;
    oboInOwl:id "CHEBI:17630"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17632 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:3587575"^^xsd:string,
        "CAS:14797-55-8"^^xsd:string,
        "Gmelin:1574"^^xsd:string,
        "MetaCyc:NITRATE"^^xsd:string,
        "PDBeChem:NO3"^^xsd:string,
        "Wikipedia:Nitrate"^^xsd:string ;
    rdfs:label "nitrate"^^xsd:string ;
    definition: "A nitrogen oxoanion formed by loss of a proton from nitric acid. Principal species present at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:33458,
        CHEBI:62764,
        CHEBI:79389,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:48107 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "NO3"^^xsd:string ;
    chebi:inchi "InChI=1S/NO3/c2-1(3)4/q-1"^^xsd:string ;
    chebi:inchikey "NHNBFGGVMKEFGY-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "62.00490"^^xsd:string ;
    chebi:monoisotopicmass "61.98837"^^xsd:string ;
    chebi:smiles "[O-][N+]([O-])=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:14654"^^xsd:string,
        "CHEBI:44487"^^xsd:string,
        "CHEBI:71263"^^xsd:string ;
    oboInOwl:hasExactSynonym "nitrate"^^xsd:string,
        "trioxidonitrate(1-)"^^xsd:string,
        "trioxonitrate(1-)"^^xsd:string,
        "trioxonitrate(V)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "[NO3](-)"^^xsd:string,
        "NITRATE ION"^^xsd:string,
        "nitrate(1-)"^^xsd:string,
        "NO3"^^xsd:string,
        "NO3(-)"^^xsd:string ;
    oboInOwl:id "CHEBI:17632"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17634 a owl:Class ;
    oboInOwl:hasDbXref "CAS:50-99-7"^^xsd:string ;
    rdfs:label "D-glucose"^^xsd:string ;
    definition: "A glucose with D-configuration."^^xsd:string ;
    rdfs:subClassOf CHEBI:17234,
        CHEBI:17608 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H12O6"^^xsd:string ;
    chebi:mass "180.15588"^^xsd:string ;
    chebi:monoisotopicmass "180.06339"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:12965"^^xsd:string,
        "CHEBI:20999"^^xsd:string ;
    oboInOwl:hasExactSynonym "D-gluco-hexose"^^xsd:string,
        "D-glucose"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "D(+)-glucose"^^xsd:string,
        "D-(+)-glucose"^^xsd:string,
        "dextrose"^^xsd:string,
        "grape sugar"^^xsd:string,
        "Traubenzucker"^^xsd:string ;
    oboInOwl:id "CHEBI:17634"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17650 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1354819"^^xsd:string,
        "CAS:50-23-7"^^xsd:string,
        "Drug_Central:1388"^^xsd:string,
        "DrugBank:DB00741"^^xsd:string,
        "KEGG:C00735"^^xsd:string,
        "KEGG:D00088"^^xsd:string,
        "LINCS:LSM-5980"^^xsd:string,
        "LIPID_MAPS_instance:LMST02030001"^^xsd:string,
        "Patent:US2602769"^^xsd:string,
        "PDBeChem:HCY"^^xsd:string,
        "PMID:2268561"^^xsd:string,
        "PMID:10438974"^^xsd:string,
        "Wikipedia:Hydrocortisone"^^xsd:string ;
    rdfs:label "cortisol"^^xsd:string ;
    definition: "A 17alpha-hydroxy-C21-steroid that is pregn-4-ene substituted by oxo groups at positions 3 and 20 and hydroxy groups at positions 11, 17 and 21. Cortisol is a corticosteroid hormone or glucocorticoid produced by zona fasciculata of the adrenal cortex, which is a part of the adrenal gland. It is usually referred to as the \"stress hormone\" as it is involved in response to stress and anxiety, controlled by corticotropin-releasing hormone (CRH). It increases blood pressure and blood sugar, and reduces immune responses."^^xsd:string ;
    rdfs:subClassOf CHEBI:24261,
        CHEBI:35344,
        CHEBI:35346,
        CHEBI:36885,
        CHEBI:47909,
        CHEBI:138141,
        CHEBI:139590,
        CHEBI:139592,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:8386 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35472 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:49167 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50857 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:88188 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C21H30O5"^^xsd:string ;
    chebi:inchi "InChI=1S/C21H30O5/c1-19-7-5-13(23)9-12(19)3-4-14-15-6-8-21(26,17(25)11-22)20(15,2)10-16(24)18(14)19/h9,14-16,18,22,24,26H,3-8,10-11H2,1-2H3/t14-,15-,16-,18+,19-,20-,21-/m0/s1"^^xsd:string ;
    chebi:inchikey "JYGXADMDTFJGBT-VWUMJDOOSA-N"^^xsd:string ;
    chebi:mass "362.45990"^^xsd:string ;
    chebi:monoisotopicmass "362.20932"^^xsd:string ;
    chebi:smiles "[H][C@@]12CCC3=CC(=O)CC[C@]3(C)[C@@]1([H])[C@@H](O)C[C@@]1(C)[C@@]2([H])CC[C@]1(O)C(=O)CO"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:3893"^^xsd:string,
        "CHEBI:14023"^^xsd:string,
        "CHEBI:24633"^^xsd:string,
        "CHEBI:58221"^^xsd:string ;
    oboInOwl:hasExactSynonym "11beta,17,21-trihydroxypregn-4-ene-3,20-dione"^^xsd:string,
        "Cortisol"^^xsd:string,
        "cortisol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "4-pregnen-11beta,17alpha,21-triol-3,20-dione"^^xsd:string,
        "11beta,17alpha,21-Trihydroxy-4-pregnene-3,20-dione"^^xsd:string,
        "11beta,17alpha,21-trihydroxy-4-pregnene-3,20-dione"^^xsd:string,
        "11beta-hydrocortisone"^^xsd:string,
        "17-hydroxycorticosterone"^^xsd:string,
        "(11beta)-11,17,21-trihydroxypregn-4-ene-3,20-dione"^^xsd:string,
        "hidrocortisona"^^xsd:string,
        "Hydrocortisone"^^xsd:string,
        "hydrocortisone"^^xsd:string,
        "hydrocortisonum"^^xsd:string,
        "Kendall's compound F"^^xsd:string,
        "Reichstein's substance M"^^xsd:string ;
    oboInOwl:id "CHEBI:17650"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17668 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C03723"^^xsd:string ;
    rdfs:label "ribonucleoside diphosphate"^^xsd:string ;
    rdfs:subClassOf CHEBI:16862 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5H11O10P2R"^^xsd:string ;
    chebi:mass "293.083"^^xsd:string ;
    chebi:monoisotopicmass "292.98274"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:8845"^^xsd:string,
        "CHEBI:15046"^^xsd:string,
        "CHEBI:26557"^^xsd:string ;
    oboInOwl:hasExactSynonym "Ribonucleoside diphosphate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "ribonucleoside diphosphates"^^xsd:string ;
    oboInOwl:id "CHEBI:17668"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17688 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:82109"^^xsd:string,
        "Beilstein:3604351"^^xsd:string,
        "BPDB:485"^^xsd:string,
        "CAS:54-11-5"^^xsd:string,
        "Drug_Central:1920"^^xsd:string,
        "DrugBank:DB00184"^^xsd:string,
        "HMDB:HMDB0001934"^^xsd:string,
        "KEGG:C00745"^^xsd:string,
        "KEGG:D03365"^^xsd:string,
        "KNApSAcK:C00002057"^^xsd:string,
        "LINCS:LSM-2093"^^xsd:string,
        "MetaCyc:NICOTINE"^^xsd:string,
        "PDBeChem:NCT"^^xsd:string,
        "PMID:11209966"^^xsd:string,
        "PMID:11322615"^^xsd:string,
        "PMID:11406005"^^xsd:string,
        "PMID:11719700"^^xsd:string,
        "PMID:11768184"^^xsd:string,
        "PMID:11821649"^^xsd:string,
        "PMID:11851194"^^xsd:string,
        "PMID:12575980"^^xsd:string,
        "PMID:12692774"^^xsd:string,
        "PMID:12769614"^^xsd:string,
        "PMID:12850578"^^xsd:string,
        "PMID:12971663"^^xsd:string,
        "PMID:13590907"^^xsd:string,
        "PMID:14674846"^^xsd:string,
        "PMID:14761239"^^xsd:string,
        "PMID:14975706"^^xsd:string,
        "PMID:15019421"^^xsd:string,
        "PMID:15027713"^^xsd:string,
        "PMID:15251917"^^xsd:string,
        "PMID:15276225"^^xsd:string,
        "PMID:15380834"^^xsd:string,
        "PMID:15502843"^^xsd:string,
        "PMID:15527885"^^xsd:string,
        "PMID:15707677"^^xsd:string,
        "PMID:15734728"^^xsd:string,
        "PMID:15826609"^^xsd:string,
        "PMID:15894687"^^xsd:string,
        "PMID:15902919"^^xsd:string,
        "PMID:15960296"^^xsd:string,
        "PMID:15963341"^^xsd:string,
        "PMID:16059663"^^xsd:string,
        "PMID:16212709"^^xsd:string,
        "PMID:16333621"^^xsd:string,
        "PMID:16370520"^^xsd:string,
        "PMID:16496293"^^xsd:string,
        "PMID:17023324"^^xsd:string,
        "PMID:17206646"^^xsd:string,
        "PMID:17292347"^^xsd:string,
        "PMID:17350101"^^xsd:string,
        "PMID:17498763"^^xsd:string,
        "PMID:17504235"^^xsd:string,
        "PMID:17525204"^^xsd:string,
        "PMID:17560039"^^xsd:string,
        "PMID:17683794"^^xsd:string,
        "PMID:18380035"^^xsd:string,
        "PMID:18383130"^^xsd:string,
        "PMID:18490768"^^xsd:string,
        "PMID:18683238"^^xsd:string,
        "PMID:18685152"^^xsd:string,
        "PMID:18805442"^^xsd:string,
        "PMID:18922921"^^xsd:string,
        "PMID:19100291"^^xsd:string,
        "PMID:19100331"^^xsd:string,
        "PMID:19287496"^^xsd:string,
        "PMID:19389046"^^xsd:string,
        "PMID:19448649"^^xsd:string,
        "PMID:19465085"^^xsd:string,
        "PMID:19850423"^^xsd:string,
        "PMID:19954906"^^xsd:string,
        "PMID:21521420"^^xsd:string,
        "PMID:21636612"^^xsd:string,
        "PMID:21822688"^^xsd:string,
        "PMID:21945235"^^xsd:string,
        "PMID:21947355"^^xsd:string,
        "PMID:22030716"^^xsd:string,
        "PMID:22129149"^^xsd:string,
        "PMID:22218403"^^xsd:string,
        "PMID:22265518"^^xsd:string,
        "PMID:22331007"^^xsd:string,
        "PMID:22377934"^^xsd:string,
        "PMID:22459798"^^xsd:string,
        "PMID:22529223"^^xsd:string,
        "PMID:22530136"^^xsd:string,
        "PMID:27951416"^^xsd:string,
        "PMID:28187919"^^xsd:string,
        "PMID:28391535"^^xsd:string,
        "PMID:28574230"^^xsd:string,
        "PMID:28641297"^^xsd:string,
        "PMID:28678400"^^xsd:string,
        "PMID:28683421"^^xsd:string,
        "PMID:28686840"^^xsd:string,
        "PMID:28698187"^^xsd:string,
        "PMID:28700952"^^xsd:string,
        "PMID:28704277"^^xsd:string,
        "PMID:28710519"^^xsd:string,
        "PMID:28711472"^^xsd:string,
        "PMID:28714396"^^xsd:string,
        "PMID:28718768"^^xsd:string,
        "PMID:28718828"^^xsd:string,
        "PMID:28726253"^^xsd:string,
        "PMID:28735272"^^xsd:string,
        "Reaxys:82109"^^xsd:string,
        "Wikipedia:Nicotine"^^xsd:string ;
    rdfs:label "(S)-nicotine"^^xsd:string ;
    definition: "A 3-(1-methylpyrrolidin-2-yl)pyridine in which the chiral centre has S-configuration. The naturally occurring and most active enantiomer of nicotine, isolated from Nicotiana tabacum."^^xsd:string ;
    rdfs:subClassOf CHEBI:138000,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:59806 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:39162 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:22917 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35474 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35703 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:47958 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:49110 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50846 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50905 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50910 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:52290 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:59163 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C10H14N2"^^xsd:string ;
    chebi:inchi "InChI=1S/C10H14N2/c1-12-7-3-5-10(12)9-4-2-6-11-8-9/h2,4,6,8,10H,3,5,7H2,1H3/t10-/m0/s1"^^xsd:string ;
    chebi:inchikey "SNICXCGAKADSCV-JTQLQIEISA-N"^^xsd:string ;
    chebi:mass "162.236"^^xsd:string ;
    chebi:monoisotopicmass "162.11570"^^xsd:string ;
    chebi:smiles "[H][C@]1(CCCN1C)C1=CC=CN=C1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:7562"^^xsd:string,
        "CHEBI:14653"^^xsd:string,
        "CHEBI:25536"^^xsd:string,
        "CHEBI:44268"^^xsd:string ;
    oboInOwl:hasExactSynonym "3-[(2S)-1-methylpyrrolidin-2-yl]pyridine"^^xsd:string,
        "(S)-Nicotine"^^xsd:string,
        "(S)-nicotine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-Methyl-2-(3-pyridyl)pyrrolidine"^^xsd:string,
        "3-(1-Methyl-2-pyrollidinyl)pyridine"^^xsd:string,
        "3-(1-Methylpyrrolidin-2-yl)pyridine"^^xsd:string,
        "3-(2-(N-methylpyrrolidinyl))pyridine"^^xsd:string,
        "3-(N-methylpyrollidino)pyridine"^^xsd:string,
        "(-)-3-(1-Methyl-2-pyrrolidyl)pyridine"^^xsd:string,
        "(-)-3-(N-Methylpyrrolidino)pyridine"^^xsd:string,
        "(-)-nicotine"^^xsd:string,
        "(R)-3-(1-Methyl-2-pyrrolidinyl)pyridine"^^xsd:string,
        "(S)-3-(1-methylpyrrolidin-2-yl)pyridine"^^xsd:string,
        "(S)-3-(N-methylpyrrolidin-2-yl)pyridine"^^xsd:string,
        "(S)-(-)-nicotine"^^xsd:string,
        "L(-)-nicotine"^^xsd:string,
        "L-3-(1-Methyl-2-pyrrolidyl)pyridine"^^xsd:string,
        "L-Nicotine"^^xsd:string,
        "Nicotine"^^xsd:string ;
    oboInOwl:id "CHEBI:17688"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17698 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:2225532"^^xsd:string,
        "CAS:56-75-7"^^xsd:string,
        "Chemspider:5744"^^xsd:string,
        "Drug_Central:589"^^xsd:string,
        "DrugBank:DB00446"^^xsd:string,
        "HMDB:HMDB0014589"^^xsd:string,
        "KEGG:C00918"^^xsd:string,
        "KEGG:D00104"^^xsd:string,
        "LINCS:LSM-5256"^^xsd:string,
        "MetaCyc:CHLORAMPHENICOL"^^xsd:string,
        "Patent:GB795131"^^xsd:string,
        "Patent:GB796901"^^xsd:string,
        "Patent:US2483871"^^xsd:string,
        "Patent:US2483884"^^xsd:string,
        "Patent:US2483892"^^xsd:string,
        "Patent:US2839577"^^xsd:string,
        "PDBeChem:CLM"^^xsd:string,
        "Pesticides:chloramphenicol"^^xsd:string,
        "PMID:657786"^^xsd:string,
        "PMID:6653106"^^xsd:string,
        "PMID:7040026"^^xsd:string,
        "PMID:11468347"^^xsd:string,
        "PMID:12217690"^^xsd:string,
        "PMID:16659995"^^xsd:string,
        "PMID:16897441"^^xsd:string,
        "PMID:17217404"^^xsd:string,
        "PMID:17692887"^^xsd:string,
        "PMID:17963326"^^xsd:string,
        "PMID:18559535"^^xsd:string,
        "PMID:18657290"^^xsd:string,
        "PMID:18794387"^^xsd:string,
        "PMID:23142491"^^xsd:string,
        "PMID:23317719"^^xsd:string,
        "PMID:23395526"^^xsd:string,
        "PMID:23494278"^^xsd:string,
        "PMID:23512826"^^xsd:string,
        "PMID:23698443"^^xsd:string,
        "VSDB:1835"^^xsd:string,
        "Wikipedia:Chloramphenicol"^^xsd:string ;
    rdfs:label "chloramphenicol"^^xsd:string ;
    definition: "An organochlorine compound that is dichloro-substituted acetamide containing a nitrobenzene ring, an amide bond and two alcohol functions."^^xsd:string ;
    rdfs:subClassOf CHEBI:23824,
        CHEBI:35716,
        CHEBI:36683,
        CHEBI:37622,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:36047 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48001 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:131604 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:176497 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C11H12Cl2N2O5"^^xsd:string ;
    chebi:inchi "InChI=1S/C11H12Cl2N2O5/c12-10(13)11(18)14-8(5-16)9(17)6-1-3-7(4-2-6)15(19)20/h1-4,8-10,16-17H,5H2,(H,14,18)/t8-,9-/m1/s1"^^xsd:string ;
    chebi:inchikey "WIIZWVCIJKGZOK-RKDXNWHRSA-N"^^xsd:string ;
    chebi:mass "323.130"^^xsd:string ;
    chebi:monoisotopicmass "322.01233"^^xsd:string ;
    chebi:smiles "C1=C([C@H]([C@H](NC(C(Cl)Cl)=O)CO)O)C=CC(=C1)[N+]([O-])=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:3603"^^xsd:string,
        "CHEBI:13965"^^xsd:string,
        "CHEBI:23106"^^xsd:string,
        "CHEBI:23108"^^xsd:string,
        "CHEBI:47327"^^xsd:string ;
    oboInOwl:hasExactSynonym "2,2-dichloro-N-[(1R,2R)-2-hydroxy-1-(hydroxymethyl)-2-(4-nitrophenyl)ethyl]acetamide"^^xsd:string,
        "CHLORAMPHENICOL"^^xsd:string,
        "Chloramphenicol"^^xsd:string,
        "chloramphenicol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(-)-chloramphenicol"^^xsd:string,
        "Amphicol"^^xsd:string,
        "Chloramex"^^xsd:string,
        "chloramphenicol"^^xsd:string,
        "chloramphenicolum"^^xsd:string,
        "chlornitromycin"^^xsd:string,
        "Chlorocid"^^xsd:string,
        "Chlorocol"^^xsd:string,
        "Chloromycetin"^^xsd:string,
        "cloramfenicol"^^xsd:string,
        "D-(-)-2,2-dichloro-N-(beta-hydroxy-alpha-(hydroxymethyl)-p-nitrophenylethyl)acetamide"^^xsd:string,
        "D-(-)-threo-1-p-nitrophenyl-2-dichloroacetylamino-1,3-propanediol"^^xsd:string,
        "Econochlor"^^xsd:string,
        "Fenicol"^^xsd:string,
        "Globenicol"^^xsd:string,
        "Halomycetin"^^xsd:string,
        "laevomycetinum"^^xsd:string,
        "levomicetina"^^xsd:string,
        "levomycetin"^^xsd:string,
        "Oleomycetin"^^xsd:string,
        "Sificetina"^^xsd:string ;
    oboInOwl:id "CHEBI:17698"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17745 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:2048963"^^xsd:string,
        "CAS:458-35-5"^^xsd:string,
        "FooDB:FDB015496"^^xsd:string,
        "HMDB:HMDB0012915"^^xsd:string,
        "KEGG:C00590"^^xsd:string,
        "KNApSAcK:C00000614"^^xsd:string,
        "MetaCyc:CONIFERYL-ALCOHOL"^^xsd:string,
        "PDBeChem:N7I"^^xsd:string,
        "PMID:6660881"^^xsd:string,
        "PMID:11430982"^^xsd:string,
        "PMID:11684179"^^xsd:string,
        "PMID:12676987"^^xsd:string,
        "PMID:20336005"^^xsd:string,
        "PMID:21319787"^^xsd:string,
        "PMID:22851762"^^xsd:string,
        "PMID:22920542"^^xsd:string,
        "PMID:23131896"^^xsd:string,
        "PMID:23159486"^^xsd:string,
        "PMID:23188459"^^xsd:string,
        "PMID:23448127"^^xsd:string,
        "PMID:23624856"^^xsd:string,
        "PMID:23633600"^^xsd:string,
        "PMID:23876147"^^xsd:string,
        "PMID:31629237"^^xsd:string,
        "Reaxys:2048963"^^xsd:string,
        "Wikipedia:Coniferyl_alcohol"^^xsd:string ;
    rdfs:label "coniferol"^^xsd:string ;
    definition: "A phenylpropanoid that is one of the main monolignols, produced by the reduction of the carboxy functional group in cinnamic acid and the addition of a hydroxy and a methoxy substituent to the aromatic ring."^^xsd:string ;
    rdfs:subClassOf CHEBI:26004,
        CHEBI:134251,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:33227 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:26013 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:27311 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:64477 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C10H12O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C10H12O3/c1-13-10-7-8(3-2-6-11)4-5-9(10)12/h2-5,7,11-12H,6H2,1H3/b3-2+"^^xsd:string ;
    chebi:inchikey "JMFRWRFFLBVWSI-NSCUHMNNSA-N"^^xsd:string ;
    chebi:mass "180.203"^^xsd:string ;
    chebi:monoisotopicmass "180.07864"^^xsd:string ;
    chebi:smiles "C1=C(C(=CC=C1/C=C/CO)O)OC"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:3858"^^xsd:string,
        "CHEBI:4730"^^xsd:string,
        "CHEBI:14016"^^xsd:string,
        "CHEBI:14017"^^xsd:string,
        "CHEBI:23371"^^xsd:string ;
    oboInOwl:hasExactSynonym "4-[(1E)-3-hydroxyprop-1-en-1-yl]-2-methoxyphenol"^^xsd:string,
        "Coniferol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "4-(3-Hydroxy-1-propenyl)-2-methoxyphenol"^^xsd:string,
        "4-(3-hydroxy-1-propenyl)-2-methoxyphenol"^^xsd:string,
        "4-[(1E)-3-hydroxy-1-propenyl]-2-methoxyphenol"^^xsd:string,
        "(E)-coniferol"^^xsd:string,
        "Coniferyl alcohol"^^xsd:string,
        "trans-coniferol"^^xsd:string,
        "trans-coniferyl alcohol"^^xsd:string ;
    oboInOwl:id "CHEBI:17745"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17754 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:635685"^^xsd:string,
        "CAS:56-81-5"^^xsd:string,
        "Chemspider:733"^^xsd:string,
        "Drug_Central:1316"^^xsd:string,
        "DrugBank:DB04077"^^xsd:string,
        "ECMDB:ECMDB00131"^^xsd:string,
        "FooDB:FDB000756"^^xsd:string,
        "Gmelin:26279"^^xsd:string,
        "HMDB:HMDB0000131"^^xsd:string,
        "KEGG:C00116"^^xsd:string,
        "KEGG:D00028"^^xsd:string,
        "KNApSAcK:C00001163"^^xsd:string,
        "LINCS:LSM-37180"^^xsd:string,
        "MetaCyc:GLYCEROL"^^xsd:string,
        "PDB:2AJS"^^xsd:string,
        "PDB:2D03"^^xsd:string,
        "PDBeChem:GOL"^^xsd:string,
        "PMID:558160"^^xsd:string,
        "PMID:6299616"^^xsd:string,
        "PMID:7031247"^^xsd:string,
        "PMID:7392035"^^xsd:string,
        "PMID:11302662"^^xsd:string,
        "PMID:11958517"^^xsd:string,
        "PMID:11994365"^^xsd:string,
        "PMID:12672239"^^xsd:string,
        "PMID:12687625"^^xsd:string,
        "PMID:12689633"^^xsd:string,
        "PMID:12713573"^^xsd:string,
        "PMID:14559393"^^xsd:string,
        "PMID:14563847"^^xsd:string,
        "PMID:15026783"^^xsd:string,
        "PMID:15342117"^^xsd:string,
        "PMID:15786693"^^xsd:string,
        "PMID:15983192"^^xsd:string,
        "PMID:16244855"^^xsd:string,
        "PMID:16258193"^^xsd:string,
        "PMID:16319039"^^xsd:string,
        "PMID:16349488"^^xsd:string,
        "PMID:16475911"^^xsd:string,
        "PMID:16651733"^^xsd:string,
        "PMID:16664750"^^xsd:string,
        "PMID:16901854"^^xsd:string,
        "PMID:17336832"^^xsd:string,
        "PMID:17439666"^^xsd:string,
        "PMID:17979222"^^xsd:string,
        "PMID:19184438"^^xsd:string,
        "PMID:19231894"^^xsd:string,
        "PMID:19460032"^^xsd:string,
        "PMID:19548674"^^xsd:string,
        "PMID:19795216"^^xsd:string,
        "PMID:19956799"^^xsd:string,
        "PMID:22705534"^^xsd:string,
        "PMID:23562176"^^xsd:string,
        "PMID:23747440"^^xsd:string,
        "PMID:24643482"^^xsd:string,
        "PMID:24835191"^^xsd:string,
        "PMID:25108762"^^xsd:string,
        "PPDB:1317"^^xsd:string,
        "Reaxys:635685"^^xsd:string,
        "UM-BBD_compID:c0066"^^xsd:string,
        "Wikipedia:Glycerol"^^xsd:string,
        "YMDB:YMDB00283"^^xsd:string ;
    rdfs:label "glycerol"^^xsd:string ;
    definition: "A triol with a structure of propane substituted at positions 1, 2 and 3 by hydroxy groups."^^xsd:string ;
    rdfs:subClassOf CHEBI:17522,
        CHEBI:27136,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:25728 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:27780 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:46787 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:84735 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:176497 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C3H8O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C3H8O3/c4-1-3(6)2-5/h3-6H,1-2H2"^^xsd:string ;
    chebi:inchikey "PEDCQBHIVMGVHV-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "92.09382"^^xsd:string ;
    chebi:monoisotopicmass "92.04734"^^xsd:string ;
    chebi:smiles "OCC(O)CO"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:5448"^^xsd:string,
        "CHEBI:14334"^^xsd:string,
        "CHEBI:24351"^^xsd:string,
        "CHEBI:42998"^^xsd:string,
        "CHEBI:131422"^^xsd:string ;
    oboInOwl:hasExactSynonym "GLYCEROL"^^xsd:string,
        "Glycerol"^^xsd:string,
        "glycerol"^^xsd:string,
        "propane-1,2,3-triol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1,2,3-Propanetriol"^^xsd:string,
        "1,2,3-Trihydroxypropane"^^xsd:string,
        "Glycerin"^^xsd:string,
        "glycerine"^^xsd:string,
        "Glyceritol"^^xsd:string,
        "glycerol"^^xsd:string,
        "glycerolum"^^xsd:string,
        "glycyl alcohol"^^xsd:string,
        "Glyzerin"^^xsd:string,
        "Gro"^^xsd:string,
        "Oelsuess"^^xsd:string,
        "Propanetriol"^^xsd:string,
        "Trihydroxypropane"^^xsd:string ;
    oboInOwl:id "CHEBI:17754"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17761 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C00195"^^xsd:string,
        "LIPID_MAPS_class:LMSP02"^^xsd:string,
        "PMID:7542630"^^xsd:string,
        "Wikipedia:Ceramide"^^xsd:string ;
    rdfs:label "ceramide"^^xsd:string ;
    definition: "Ceramides (N-acyl-sphingoid bases) are a major subclass of sphingoid base derivatives with an amide-linked fatty acid. The fatty acids are typically saturated or monounsaturated with chain lengths from 14 to 26 carbon atoms; the presence of a hydroxyl group on carbon 2 is fairly common. Ceramides are generally precursors of more complex sphingolipids. In the illustrated generalised structure, R(1) = OH, OX (where X = acyl, glycosyl, phosphate, phosphonate, etc.), or H."^^xsd:string ;
    rdfs:subClassOf CHEBI:26739,
        CHEBI:37622 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C4H6NO2R3"^^xsd:string ;
    chebi:mass "100.09590"^^xsd:string ;
    chebi:monoisotopicmass "100.03985"^^xsd:string ;
    chebi:smiles "O[C@H]([*])[C@H](C[*])NC([*])=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:7242"^^xsd:string,
        "CHEBI:12487"^^xsd:string,
        "CHEBI:13954"^^xsd:string,
        "CHEBI:23074"^^xsd:string ;
    oboInOwl:hasExactSynonym "Ceramide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "a ceramide"^^xsd:string,
        "Cer"^^xsd:string,
        "ceramides"^^xsd:string,
        "N-acylated sphingoid"^^xsd:string ;
    oboInOwl:id "CHEBI:17761"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17781 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:226631"^^xsd:string,
        "CAS:1086-80-2"^^xsd:string,
        "DrugBank:DB04345"^^xsd:string,
        "KEGG:C01727"^^xsd:string,
        "KNApSAcK:C00030694"^^xsd:string,
        "MetaCyc:CPD-605"^^xsd:string,
        "PDBeChem:LUM"^^xsd:string,
        "PMID:15819908"^^xsd:string,
        "PMID:21126007"^^xsd:string,
        "PMID:22953948"^^xsd:string,
        "PMID:24001807"^^xsd:string,
        "PMID:24451190"^^xsd:string,
        "PMID:24643482"^^xsd:string,
        "Reaxys:226631"^^xsd:string ;
    rdfs:label "lumichrome"^^xsd:string ;
    definition: "A compound showing blue fluorescence, formed by a photolysis of riboflavin in acid or neutral solution."^^xsd:string ;
    rdfs:subClassOf CHEBI:37324,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:37325 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:37323 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C12H10N4O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C12H10N4O2/c1-5-3-7-8(4-6(5)2)14-10-9(13-7)11(17)16-12(18)15-10/h3-4H,1-2H3,(H2,14,15,16,17,18)"^^xsd:string ;
    chebi:inchikey "ZJTJUVIJVLLGSP-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "242.23356"^^xsd:string ;
    chebi:monoisotopicmass "242.08038"^^xsd:string ;
    chebi:smiles "Cc1cc2nc3[nH]c(=O)[nH]c(=O)c3nc2cc1C"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:6561"^^xsd:string,
        "CHEBI:14534"^^xsd:string,
        "CHEBI:25080"^^xsd:string,
        "CHEBI:43772"^^xsd:string ;
    oboInOwl:hasExactSynonym "7,8-dimethylbenzo[g]pteridine-2,4(1H,3H)-dione"^^xsd:string,
        "LUMICHROME"^^xsd:string,
        "Lumichrome"^^xsd:string,
        "lumichrome"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "7,8-Dimethylalloxazine"^^xsd:string ;
    oboInOwl:id "CHEBI:17781"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17790 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1098229"^^xsd:string,
        "CAS:67-56-1"^^xsd:string,
        "Gmelin:449"^^xsd:string,
        "HMDB:HMDB0001875"^^xsd:string,
        "KEGG:C00132"^^xsd:string,
        "KEGG:D02309"^^xsd:string,
        "MetaCyc:METOH"^^xsd:string,
        "PDBeChem:MOH"^^xsd:string,
        "PMID:11141607"^^xsd:string,
        "PMID:11430978"^^xsd:string,
        "PMID:11489599"^^xsd:string,
        "PMID:11680737"^^xsd:string,
        "PMID:11684179"^^xsd:string,
        "PMID:14012711"^^xsd:string,
        "PMID:14678513"^^xsd:string,
        "PMID:14760634"^^xsd:string,
        "PMID:15172721"^^xsd:string,
        "PMID:15906011"^^xsd:string,
        "PMID:16705261"^^xsd:string,
        "PMID:17451998"^^xsd:string,
        "PMID:17733096"^^xsd:string,
        "PMID:19064074"^^xsd:string,
        "PMID:19850112"^^xsd:string,
        "PMID:20314698"^^xsd:string,
        "Reaxys:1098229"^^xsd:string,
        "UM-BBD_compID:c0132"^^xsd:string,
        "Wikipedia:Methanol"^^xsd:string ;
    rdfs:label "methanol"^^xsd:string ;
    definition: "The primary alcohol that is the simplest aliphatic alcohol, comprising a methyl and an alcohol group."^^xsd:string ;
    rdfs:subClassOf CHEBI:15734,
        CHEBI:50584,
        CHEBI:64708,
        CHEBI:134179,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:52090 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:33292 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48360 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:131604 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "CH4O"^^xsd:string ;
    chebi:inchi "InChI=1S/CH4O/c1-2/h2H,1H3"^^xsd:string ;
    chebi:inchikey "OKKJLVBELUTLKV-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "32.04186"^^xsd:string ;
    chebi:monoisotopicmass "32.02621"^^xsd:string ;
    chebi:smiles "CO"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:6816"^^xsd:string,
        "CHEBI:14588"^^xsd:string,
        "CHEBI:25227"^^xsd:string,
        "CHEBI:44080"^^xsd:string,
        "CHEBI:44553"^^xsd:string ;
    oboInOwl:hasExactSynonym "METHANOL"^^xsd:string,
        "Methanol"^^xsd:string,
        "methanol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "carbinol"^^xsd:string,
        "CH3OH"^^xsd:string,
        "MeOH"^^xsd:string,
        "Methyl alcohol"^^xsd:string,
        "Methylalkohol"^^xsd:string,
        "spirit of wood"^^xsd:string,
        "wood alcohol"^^xsd:string,
        "wood naphtha"^^xsd:string,
        "wood spirit"^^xsd:string ;
    oboInOwl:id "CHEBI:17790"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17792 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C01322"^^xsd:string,
        "MetaCyc:Organohalogen-Compounds"^^xsd:string ;
    rdfs:label "organohalogen compound"^^xsd:string ;
    definition: "A compound containing at least one carbon-halogen bond (where X is a halogen atom)."^^xsd:string ;
    rdfs:subClassOf CHEBI:33285,
        CHEBI:37578 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "RX"^^xsd:string ;
    chebi:smiles "**"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:8767"^^xsd:string,
        "CHEBI:13444"^^xsd:string,
        "CHEBI:36684"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "organic halide"^^xsd:string,
        "organic halides"^^xsd:string,
        "organohalogen compounds"^^xsd:string,
        "RX"^^xsd:string ;
    oboInOwl:id "CHEBI:17792"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17802 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:32779"^^xsd:string,
        "CAS:1445-07-4"^^xsd:string,
        "HMDB:HMDB0000767"^^xsd:string,
        "KEGG:C02067"^^xsd:string,
        "KNApSAcK:C00001508"^^xsd:string,
        "MetaCyc:CPD-497"^^xsd:string,
        "PMID:12810910"^^xsd:string,
        "PMID:13811056"^^xsd:string,
        "PMID:15199136"^^xsd:string,
        "PMID:15739475"^^xsd:string,
        "PMID:16236171"^^xsd:string,
        "PMID:18620915"^^xsd:string,
        "PMID:21628430"^^xsd:string,
        "PMID:21953190"^^xsd:string,
        "PMID:21960742"^^xsd:string,
        "PMID:22770225"^^xsd:string,
        "Reaxys:621385"^^xsd:string,
        "Wikipedia:Pseudouridine"^^xsd:string ;
    rdfs:label "pseudouridine"^^xsd:string ;
    definition: "A C-glycosyl pyrimidine that consists of uracil having a beta-D-ribofuranosyl residue attached at position 5. The C-glycosyl isomer of the nucleoside uridine."^^xsd:string ;
    rdfs:subClassOf CHEBI:26366,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78675 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C9H12N2O6"^^xsd:string ;
    chebi:inchi "InChI=1S/C9H12N2O6/c12-2-4-5(13)6(14)7(17-4)3-1-10-9(16)11-8(3)15/h1,4-7,12-14H,2H2,(H2,10,11,15,16)/t4-,5-,6-,7+/m1/s1"^^xsd:string ;
    chebi:inchikey "PTJWIQPHWPFNBW-GBNDHIKLSA-N"^^xsd:string ;
    chebi:mass "244.20146"^^xsd:string ;
    chebi:monoisotopicmass "244.06954"^^xsd:string ;
    chebi:smiles "OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)c1c[nH]c(=O)[nH]c1=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:8610"^^xsd:string,
        "CHEBI:14964"^^xsd:string,
        "CHEBI:26364"^^xsd:string ;
    oboInOwl:hasExactSynonym "5-(beta-D-ribofuranosyl)pyrimidine-2,4(1H,3H)-dione"^^xsd:string,
        "Pseudouridine"^^xsd:string,
        "pseudouridine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "5-(beta-D-ribofuranosyl)uracil"^^xsd:string,
        "(1S)-1,4-anhydro-1-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)-D-ribitol"^^xsd:string,
        "beta-Pseudouridine"^^xsd:string,
        "p"^^xsd:string,
        "Psi-uridine"^^xsd:string ;
    oboInOwl:id "CHEBI:17802"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17822 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1721402"^^xsd:string,
        "CAS:302-84-1"^^xsd:string,
        "Gmelin:26429"^^xsd:string,
        "KEGG:C00716"^^xsd:string,
        "KNApSAcK:C00001393"^^xsd:string,
        "Reaxys:1721402"^^xsd:string,
        "Wikipedia:Serine"^^xsd:string ;
    rdfs:label "serine"^^xsd:string ;
    definition: "An alpha-amino acid that is alanine substituted at position 3 by a hydroxy group."^^xsd:string ;
    rdfs:subClassOf CHEBI:26167,
        CHEBI:33704,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:32845 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:32846 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:35243 ],
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:24712 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78675 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C3H7NO3"^^xsd:string ;
    chebi:inchi "InChI=1S/C3H7NO3/c4-2(1-5)3(6)7/h2,5H,1,4H2,(H,6,7)"^^xsd:string ;
    chebi:inchikey "MTCFGRXMJLQNBG-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "105.09262"^^xsd:string ;
    chebi:monoisotopicmass "105.04259"^^xsd:string ;
    chebi:smiles "NC(CO)C(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:9116"^^xsd:string,
        "CHEBI:15081"^^xsd:string,
        "CHEBI:26648"^^xsd:string ;
    oboInOwl:hasExactSynonym "Serine"^^xsd:string,
        "serine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-amino-3-hydroxypropanoic acid"^^xsd:string,
        "2-Amino-3-hydroxypropionic acid"^^xsd:string,
        "3-Hydroxyalanine"^^xsd:string,
        "Serin"^^xsd:string ;
    oboInOwl:id "CHEBI:17822"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17823 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:2227647"^^xsd:string,
        "CAS:32222-06-3"^^xsd:string,
        "Drug_Central:466"^^xsd:string,
        "DrugBank:DB00136"^^xsd:string,
        "KEGG:C01673"^^xsd:string,
        "KEGG:D00129"^^xsd:string,
        "LIPID_MAPS_instance:LMST03020258"^^xsd:string,
        "MetaCyc:CALCITRIOL"^^xsd:string,
        "PDBeChem:VDX"^^xsd:string,
        "PMID:6687801"^^xsd:string,
        "PMID:10217585"^^xsd:string,
        "PMID:15928596"^^xsd:string,
        "PMID:19429426"^^xsd:string,
        "PMID:20599255"^^xsd:string,
        "PMID:22905919"^^xsd:string,
        "PMID:23103122"^^xsd:string,
        "PMID:23144765"^^xsd:string,
        "Reaxys:2227647"^^xsd:string,
        "Wikipedia:Calcitriol"^^xsd:string ;
    rdfs:label "calcitriol"^^xsd:string ;
    definition: "A hydroxycalciol that is calcidiol in which the pro-S hydrogen of calcidiol is replaced by a hydroxy group. It is the active form of vitamin D3, produced fom calciol via hydoxylation in the liver to form calcidiol, which is subsequently oxidised in the kidney to give calcitriol."^^xsd:string ;
    rdfs:subClassOf CHEBI:27136,
        CHEBI:47042,
        CHEBI:73558,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:24621 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35610 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38807 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50646 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50733 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50748 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50846 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C27H44O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C27H44O3/c1-18(8-6-14-26(3,4)30)23-12-13-24-20(9-7-15-27(23,24)5)10-11-21-16-22(28)17-25(29)19(21)2/h10-11,18,22-25,28-30H,2,6-9,12-17H2,1,3-5H3/b20-10+,21-11-/t18-,22-,23-,24+,25+,27-/m1/s1"^^xsd:string ;
    chebi:inchikey "GMRQFYUYWCNGIN-NKMMMXOESA-N"^^xsd:string ;
    chebi:mass "416.63646"^^xsd:string ;
    chebi:monoisotopicmass "416.32905"^^xsd:string ;
    chebi:smiles "[H][C@@]1(CC[C@@]2([H])\\C(CCC[C@]12C)=C\\C=C1\\C[C@@H](O)C[C@H](O)C1=C)[C@H](C)CCCC(C)(C)O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:3307"^^xsd:string,
        "CHEBI:13932"^^xsd:string,
        "CHEBI:19209"^^xsd:string,
        "CHEBI:46435"^^xsd:string ;
    oboInOwl:hasExactSynonym "(1S,3R,5Z,7E)-9,10-secocholesta-5,7,10(19)-triene-1,3,25-triol"^^xsd:string,
        "Calcitriol"^^xsd:string,
        "calcitriol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1,25-DHCC"^^xsd:string,
        "1-alpha-25-Dihydroxyvitamin D3"^^xsd:string,
        "1alpha,25(OH)2D3"^^xsd:string,
        "1alpha,25-dihydroxycholecalciferol"^^xsd:string,
        "1alpha,25-dihydroxyvitamin D3"^^xsd:string,
        "5-{2-[1-(5-HYDROXY-1,5-DIMETHYL-HEXYL)-7A-METHYL-OCTAHYDRO-INDEN-4-YLIDENE]-ETHYLIDENE}-4-METHYLENE-CYCLOHEXANE-1,3-DIOL"^^xsd:string,
        "(1alpha,3beta,5Z,7E)-9,10-secocholesta-5,7,10(19)-triene-1,3,25-triol"^^xsd:string,
        "(1S,3R,5Z,7E)-9,10-secocholesta-5,7,10-triene-1,3,25-triol"^^xsd:string,
        "(5Z,7E)-(1S,3R)-9,10-secocholesta-5,7,10(19)-triene-1,3,25-triol"^^xsd:string,
        "Calcijex"^^xsd:string,
        "calcitriol"^^xsd:string,
        "calcitriolum"^^xsd:string,
        "Decostriol"^^xsd:string,
        "Rocaltrol"^^xsd:string ;
    oboInOwl:id "CHEBI:17823"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17824 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:635639"^^xsd:string,
        "CAS:67-63-0"^^xsd:string,
        "Drug_Central:4215"^^xsd:string,
        "DrugBank:DB04402"^^xsd:string,
        "Gmelin:1464"^^xsd:string,
        "HMDB:HMDB0000863"^^xsd:string,
        "KEGG:C01845"^^xsd:string,
        "KEGG:D00137"^^xsd:string,
        "KNApSAcK:C00048438"^^xsd:string,
        "MetaCyc:ISO-PROPANOL"^^xsd:string,
        "PDBeChem:IPA"^^xsd:string,
        "PMID:24524727"^^xsd:string,
        "PMID:24653974"^^xsd:string,
        "Reaxys:635639"^^xsd:string,
        "UM-BBD_compID:c0519"^^xsd:string,
        "Wikipedia:Isopropyl_Alcohol"^^xsd:string,
        "YMDB:YMDB01718"^^xsd:string ;
    rdfs:label "propan-2-ol"^^xsd:string ;
    definition: "A secondary alcohol that is propane in which one of the hydrogens attached to the central carbon is substituted by a hydroxy group."^^xsd:string ;
    rdfs:subClassOf CHEBI:167095,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48356 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C3H8O"^^xsd:string ;
    chebi:inchi "InChI=1S/C3H8O/c1-3(2)4/h3-4H,1-2H3"^^xsd:string ;
    chebi:inchikey "KFZMGEQAYNKOFK-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "60.09502"^^xsd:string ;
    chebi:monoisotopicmass "60.05751"^^xsd:string ;
    chebi:smiles "CC(C)O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:8467"^^xsd:string,
        "CHEBI:14897"^^xsd:string,
        "CHEBI:26280"^^xsd:string,
        "CHEBI:43588"^^xsd:string ;
    oboInOwl:hasExactSynonym "Propan-2-ol"^^xsd:string,
        "propan-2-ol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-methylethanol"^^xsd:string,
        "1-methylethyl alcohol"^^xsd:string,
        "2-hydroxypropane"^^xsd:string,
        "2-Propanol"^^xsd:string,
        "i-propanol"^^xsd:string,
        "i-Propylalkohol"^^xsd:string,
        "IPA"^^xsd:string,
        "Isopropanol"^^xsd:string,
        "ISOPROPYL ALCOHOL"^^xsd:string,
        "Isopropyl alcohol"^^xsd:string,
        "isopropyl alcohol"^^xsd:string,
        "Isopropylalkohol"^^xsd:string,
        "sec-propanol"^^xsd:string ;
    oboInOwl:id "CHEBI:17824"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17836 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:3904778"^^xsd:string,
        "CAS:2906-28-7"^^xsd:string,
        "Gmelin:82609"^^xsd:string,
        "KEGG:C00568"^^xsd:string,
        "Reaxys:3904778"^^xsd:string,
        "UM-BBD_compID:c0550"^^xsd:string ;
    rdfs:label "4-aminobenzoate"^^xsd:string ;
    definition: "An  aromatic amino-acid anion that is the conjugate base of 4-aminobenzoic acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:22494,
        CHEBI:63473,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:16150 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:30753 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C7H6NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C7H7NO2/c8-6-3-1-5(2-4-6)7(9)10/h1-4H,8H2,(H,9,10)/p-1"^^xsd:string ;
    chebi:inchikey "ALYNCZNDIQEVRV-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "136.12860"^^xsd:string ;
    chebi:monoisotopicmass "136.04040"^^xsd:string ;
    chebi:smiles "Nc1ccc(cc1)C([O-])=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:11959"^^xsd:string,
        "CHEBI:20314"^^xsd:string ;
    oboInOwl:hasExactSynonym "4-aminobenzoate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "4-aminobenzoic acid, ion(1-)"^^xsd:string,
        "p-aminobenzoate"^^xsd:string ;
    oboInOwl:id "CHEBI:17836"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17847 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1305151"^^xsd:string,
        "CAS:106-44-5"^^xsd:string,
        "DrugBank:DB01688"^^xsd:string,
        "Gmelin:2779"^^xsd:string,
        "HMDB:HMDB0001858"^^xsd:string,
        "KEGG:C01468"^^xsd:string,
        "KNApSAcK:C00002645"^^xsd:string,
        "MetaCyc:CPD-108"^^xsd:string,
        "PDBeChem:PCR"^^xsd:string,
        "PMID:12427124"^^xsd:string,
        "PMID:17660685"^^xsd:string,
        "Reaxys:1305151"^^xsd:string,
        "UM-BBD_compID:c0127"^^xsd:string,
        "Wikipedia:P-cresol"^^xsd:string ;
    rdfs:label "p-cresol"^^xsd:string ;
    definition: "A cresol that consists of toluene substituted by a hydroxy group at position 4. It is a metabolite of aromatic amino acid metabolism produced by intestinal microflora in humans and animals."^^xsd:string ;
    rdfs:subClassOf CHEBI:25399,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:64584 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C7H8O"^^xsd:string ;
    chebi:inchi "InChI=1S/C7H8O/c1-6-2-4-7(8)5-3-6/h2-5,8H,1H3"^^xsd:string ;
    chebi:inchikey "IWDCLRJOBJJRNH-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "108.13782"^^xsd:string ;
    chebi:monoisotopicmass "108.05751"^^xsd:string ;
    chebi:smiles "Cc1ccc(O)cc1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:1816"^^xsd:string,
        "CHEBI:11981"^^xsd:string,
        "CHEBI:20352"^^xsd:string,
        "CHEBI:44726"^^xsd:string ;
    oboInOwl:hasExactSynonym "4-methylphenol"^^xsd:string,
        "P-CRESOL"^^xsd:string,
        "p-Cresol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-hydroxy-4-methylbenzene"^^xsd:string,
        "4-Cresol"^^xsd:string,
        "4-Hydroxytoluene"^^xsd:string,
        "4-Methylphenol"^^xsd:string,
        "4-methylphenol"^^xsd:string,
        "p-Kresol"^^xsd:string,
        "p-methylphenol"^^xsd:string,
        "p-tolyl alcohol"^^xsd:string,
        "paracresol"^^xsd:string ;
    oboInOwl:id "CHEBI:17847"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17883 a owl:Class ;
    oboInOwl:hasDbXref "CAS:7647-01-0"^^xsd:string,
        "Drug_Central:4568"^^xsd:string,
        "Gmelin:322"^^xsd:string,
        "HMDB:HMDB0002306"^^xsd:string,
        "KEGG:C01327"^^xsd:string,
        "KEGG:D02057"^^xsd:string,
        "MetaCyc:HCL"^^xsd:string,
        "PMID:15823700"^^xsd:string,
        "PMID:17492841"^^xsd:string,
        "PMID:22804993"^^xsd:string,
        "Reaxys:1098214"^^xsd:string,
        "Wikipedia:HCl"^^xsd:string,
        "Wikipedia:Hydrochloric_acid"^^xsd:string ;
    rdfs:label "hydrogen chloride"^^xsd:string ;
    definition: "A mononuclear parent hydride consisting of covalently bonded hydrogen and chlorine atoms."^^xsd:string ;
    rdfs:subClassOf CHEBI:18140,
        CHEBI:23117,
        CHEBI:37176,
        CHEBI:138675,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:17996 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:50315 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "ClH"^^xsd:string,
        "HCl"^^xsd:string ;
    chebi:inchi "InChI=1S/ClH/h1H"^^xsd:string ;
    chebi:inchikey "VEXZGXHMUGYJMC-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "36.46064"^^xsd:string ;
    chebi:monoisotopicmass "35.97668"^^xsd:string ;
    chebi:smiles "Cl[H]"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:5590"^^xsd:string,
        "CHEBI:13364"^^xsd:string,
        "CHEBI:24635"^^xsd:string ;
    oboInOwl:hasExactSynonym "chlorane"^^xsd:string,
        "chloridohydrogen"^^xsd:string,
        "Hydrogen chloride"^^xsd:string,
        "hydrogen chloride"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "[HCl]"^^xsd:string,
        "chlorure d'hydrogene"^^xsd:string,
        "Chlorwasserstoff"^^xsd:string,
        "cloruro de hidrogeno"^^xsd:string,
        "HCl"^^xsd:string,
        "hydrochloric acid"^^xsd:string,
        "Hydrochloride"^^xsd:string,
        "Hydrogenchlorid"^^xsd:string,
        "Wasserstoffchlorid"^^xsd:string ;
    oboInOwl:id "CHEBI:17883"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17891 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C01351"^^xsd:string ;
    rdfs:label "donor"^^xsd:string ;
    definition: "A molecular entity that can transfer (\"donate\") an electron, a pair of electrons, an atom or a group to another molecular entity."^^xsd:string ;
    rdfs:subClassOf CHEBI:51086 ;
    oboInOwl:hasAlternativeId "CHEBI:4697"^^xsd:string,
        "CHEBI:14202"^^xsd:string ;
    oboInOwl:hasExactSynonym "Donor"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Donator"^^xsd:string,
        "donneur"^^xsd:string ;
    oboInOwl:id "CHEBI:17891"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17895 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:392441"^^xsd:string,
        "CAS:60-18-4"^^xsd:string,
        "Drug_Central:2786"^^xsd:string,
        "DrugBank:DB00135"^^xsd:string,
        "ECMDB:ECMDB00158"^^xsd:string,
        "Gmelin:50929"^^xsd:string,
        "HMDB:HMDB0000158"^^xsd:string,
        "KEGG:C00082"^^xsd:string,
        "KEGG:D00022"^^xsd:string,
        "KNApSAcK:C00001397"^^xsd:string,
        "MetaCyc:TYR"^^xsd:string,
        "PDBeChem:TYR"^^xsd:string,
        "PMID:15171683"^^xsd:string,
        "PMID:22360849"^^xsd:string,
        "PMID:22402312"^^xsd:string,
        "Reaxys:392441"^^xsd:string,
        "UM-BBD_compID:c0234"^^xsd:string,
        "Wikipedia:Tyrosine"^^xsd:string,
        "YMDB:YMDB00364"^^xsd:string ;
    rdfs:label "L-tyrosine"^^xsd:string ;
    definition: "An optically active form of tyrosine having L-configuration."^^xsd:string ;
    rdfs:subClassOf CHEBI:18186,
        CHEBI:73690,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:46209 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:32760 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:32762 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:28479 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:58315 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:27027 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50733 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:64416 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78675 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C9H11NO3"^^xsd:string ;
    chebi:inchi "InChI=1S/C9H11NO3/c10-8(9(12)13)5-6-1-3-7(11)4-2-6/h1-4,8,11H,5,10H2,(H,12,13)/t8-/m0/s1"^^xsd:string ;
    chebi:inchikey "OUYCCCASQSFEME-QMMMGPOBSA-N"^^xsd:string ;
    chebi:mass "181.18858"^^xsd:string ;
    chebi:monoisotopicmass "181.07389"^^xsd:string ;
    chebi:smiles "N[C@@H](Cc1ccc(O)cc1)C(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:6313"^^xsd:string,
        "CHEBI:13181"^^xsd:string,
        "CHEBI:21411"^^xsd:string,
        "CHEBI:46070"^^xsd:string,
        "CHEBI:46161"^^xsd:string ;
    oboInOwl:hasExactSynonym "L-Tyrosine"^^xsd:string,
        "L-tyrosine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "4-hydroxy-L-phenylalanine"^^xsd:string,
        "(2S)-2-amino-3-(4-hydroxyphenyl)propanoic acid"^^xsd:string,
        "(-)-alpha-amino-p-hydroxyhydrocinnamic acid"^^xsd:string,
        "(S)-2-Amino-3-(p-hydroxyphenyl)propionic acid"^^xsd:string,
        "(S)-3-(p-Hydroxyphenyl)alanine"^^xsd:string,
        "(S)-(-)-Tyrosine"^^xsd:string,
        "(S)-alpha-amino-4-hydroxybenzenepropanoic acid"^^xsd:string,
        "(S)-Tyrosine"^^xsd:string,
        "L-Tyrosin"^^xsd:string,
        "Tyr"^^xsd:string,
        "TYROSINE"^^xsd:string,
        "Tyrosine"^^xsd:string,
        "Y"^^xsd:string ;
    oboInOwl:id "CHEBI:17895"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17920 a owl:Class ;
    oboInOwl:hasDbXref "CAS:1861-29-6"^^xsd:string,
        "KEGG:C02796"^^xsd:string ;
    rdfs:label "3-methyleneoxindole"^^xsd:string ;
    rdfs:subClassOf CHEBI:38459 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C9H7NO"^^xsd:string ;
    chebi:inchi "InChI=1S/C9H7NO/c1-6-7-4-2-3-5-8(7)10-9(6)11/h2-5H,1H2,(H,10,11)"^^xsd:string ;
    chebi:inchikey "IGXUUWYVUGBMFT-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "145.15800"^^xsd:string ;
    chebi:monoisotopicmass "145.05276"^^xsd:string ;
    chebi:smiles "C=C1C(=O)Nc2ccccc12"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:1601"^^xsd:string,
        "CHEBI:11859"^^xsd:string,
        "CHEBI:20131"^^xsd:string ;
    oboInOwl:hasExactSynonym "3-Methyleneoxindole"^^xsd:string,
        "3-methyleneoxindole"^^xsd:string,
        "3-methylidene-1,3-dihydro-2H-indol-2-one"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3-methylene-1,3-dihydro-2H-indol-2-one"^^xsd:string ;
    oboInOwl:id "CHEBI:17920"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17925 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1281608"^^xsd:string,
        "Beilstein:5730158"^^xsd:string,
        "CAS:492-62-6"^^xsd:string,
        "GlyGen:G58161NS"^^xsd:string,
        "GlyTouCan:G58161NS"^^xsd:string,
        "Gmelin:329225"^^xsd:string,
        "KEGG:C00267"^^xsd:string,
        "KNApSAcK:C00001122"^^xsd:string,
        "PDBeChem:GLC"^^xsd:string,
        "PMID:19443021"^^xsd:string,
        "PMID:25568069"^^xsd:string,
        "PMID:31537530"^^xsd:string ;
    rdfs:label "alpha-D-glucose"^^xsd:string ;
    definition: "D-Glucopyranose having alpha-configuration at the anomeric centre."^^xsd:string ;
    rdfs:subClassOf CHEBI:4167,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:37630 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H12O6"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3-,4+,5-,6+/m1/s1"^^xsd:string ;
    chebi:inchikey "WQZGKKKJIJFFOK-DVKNGEFBSA-N"^^xsd:string ;
    chebi:mass "180.15588"^^xsd:string ;
    chebi:monoisotopicmass "180.06339"^^xsd:string ;
    chebi:smiles "OC[C@H]1O[C@H](O)[C@H](O)[C@@H](O)[C@@H]1O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:10242"^^xsd:string,
        "CHEBI:12318"^^xsd:string,
        "CHEBI:22386"^^xsd:string,
        "CHEBI:40557"^^xsd:string,
        "CHEBI:42802"^^xsd:string ;
    oboInOwl:hasExactSynonym "alpha-D-glucopyranose"^^xsd:string,
        "ALPHA-D-GLUCOSE"^^xsd:string,
        "alpha-D-Glucose"^^xsd:string,
        "alpha-D-glucose"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "alpha-D-Glc"^^xsd:string,
        "alpha-dextrose"^^xsd:string,
        "WURCS=2.0/1,1,0/[a2122h-1a_1-5]/1/"^^xsd:string ;
    oboInOwl:id "CHEBI:17925"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17933 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:4270041"^^xsd:string,
        "CAS:19356-17-3"^^xsd:string,
        "Drug_Central:464"^^xsd:string,
        "DrugBank:DB00146"^^xsd:string,
        "KEGG:C01561"^^xsd:string,
        "LIPID_MAPS_instance:LMST03020246"^^xsd:string,
        "PDBeChem:VDY"^^xsd:string,
        "PMID:9080330"^^xsd:string,
        "PMID:16549446"^^xsd:string,
        "PMID:18689406"^^xsd:string,
        "PMID:22487892"^^xsd:string,
        "PMID:22536761"^^xsd:string,
        "PMID:23090338"^^xsd:string,
        "PMID:23566108"^^xsd:string,
        "Reaxys:4270041"^^xsd:string,
        "Wikipedia:Calcifediol"^^xsd:string ;
    rdfs:label "calcidiol"^^xsd:string ;
    definition: "A hydroxycalciol that is calciol in which the hydrogen at position 25 has been replaced by a hydroxy group. A prehormone resulting from the oxidation of calciol in the liver, it is further hydroxylated in the kidney to give calcitriol, the active form of vitamin D3."^^xsd:string ;
    rdfs:subClassOf CHEBI:23824,
        CHEBI:47042,
        CHEBI:73558,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50646 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50733 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C27H44O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C27H44O2/c1-19-10-13-23(28)18-22(19)12-11-21-9-7-17-27(5)24(14-15-25(21)27)20(2)8-6-16-26(3,4)29/h11-12,20,23-25,28-29H,1,6-10,13-18H2,2-5H3/b21-11+,22-12-/t20-,23+,24-,25+,27-/m1/s1"^^xsd:string ;
    chebi:inchikey "JWUBBDSIWDLEOM-DTOXIADCSA-N"^^xsd:string ;
    chebi:mass "400.63706"^^xsd:string ;
    chebi:monoisotopicmass "400.33413"^^xsd:string ;
    chebi:smiles "[H][C@@]1(CC[C@]2([H])[C@]1(C)CCC\\C2=C/C=C1/C[C@@H](O)CCC1=C)[C@H](C)CCCC(C)(C)O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:3304"^^xsd:string,
        "CHEBI:13931"^^xsd:string,
        "CHEBI:19815"^^xsd:string,
        "CHEBI:46387"^^xsd:string ;
    oboInOwl:hasExactSynonym "(3S,5Z,7E)-9,10-secocholesta-5,7,10(19)-triene-3,25-diol"^^xsd:string,
        "Calcidiol"^^xsd:string,
        "calcidiol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3-{2-[1-(5-HYDROXY-1,5-DIMETHYL-HEXYL)-7A-METHYL-OCTAHYDRO-INDEN-4-YLIDENE]-ETHYLIDENE}-4-METHYLENE-CYCLOHEXANOL"^^xsd:string,
        "25(OH)D3"^^xsd:string,
        "25-hydroxycholecalciferol"^^xsd:string,
        "25-Hydroxyvitamin D3"^^xsd:string,
        "25-hydroxyvitamin D3"^^xsd:string,
        "(3beta,5Z,7E)-9,10-secocholesta-5,7,10(19)-triene-3,25-diol"^^xsd:string,
        "(3S,5Z,7E)-9,10-secocholesta-5,7,10-triene-3,25-diol"^^xsd:string,
        "(5Z,7E)-(3S)-9,10-secocholesta-5,7,10(19)-triene-3,25-diol"^^xsd:string,
        "Calcifediol"^^xsd:string,
        "calcifediol"^^xsd:string,
        "Calcifediol anhydrous"^^xsd:string,
        "calcifediolum"^^xsd:string,
        "Rayaldee"^^xsd:string ;
    oboInOwl:id "CHEBI:17933"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17967 a owl:Class ;
    oboInOwl:hasDbXref "CAS:51-79-6"^^xsd:string,
        "DrugBank:DB04827"^^xsd:string,
        "HMDB:HMDB0031219"^^xsd:string,
        "KEGG:C01537"^^xsd:string,
        "LINCS:LSM-37020"^^xsd:string,
        "PMID:15790490"^^xsd:string,
        "PMID:24386880"^^xsd:string,
        "Reaxys:635810"^^xsd:string,
        "Wikipedia:Ethyl_carbamate"^^xsd:string ;
    rdfs:label "urethane"^^xsd:string ;
    definition: "A carbamate ester obtained by the formal condensation of ethanol with carbamic acid. It has been found in alcoholic beverages."^^xsd:string ;
    rdfs:subClassOf CHEBI:23003,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:25435 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76946 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C3H7NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C3H7NO2/c1-2-6-3(4)5/h2H2,1H3,(H2,4,5)"^^xsd:string ;
    chebi:inchikey "JOYRKODLDBILNP-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "89.09322"^^xsd:string ;
    chebi:monoisotopicmass "89.04768"^^xsd:string ;
    chebi:smiles "CCOC(N)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:9892"^^xsd:string,
        "CHEBI:15295"^^xsd:string,
        "CHEBI:27225"^^xsd:string ;
    oboInOwl:hasExactSynonym "ethyl carbamate"^^xsd:string,
        "Urethane"^^xsd:string,
        "urethane"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "carbamic acid ethyl ester"^^xsd:string,
        "Ethyl carbamate"^^xsd:string ;
    oboInOwl:id "CHEBI:17967"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17968 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:3601060"^^xsd:string,
        "CAS:461-55-2"^^xsd:string,
        "Gmelin:324289"^^xsd:string,
        "KEGG:C00246"^^xsd:string,
        "MetaCyc:BUTYRIC_ACID"^^xsd:string,
        "PMID:7496326"^^xsd:string,
        "PMID:17190852"^^xsd:string,
        "Reaxys:3601060"^^xsd:string,
        "UM-BBD_compID:c0035"^^xsd:string ;
    rdfs:label "butyrate"^^xsd:string ;
    definition: "A short-chain fatty acid anion that is the conjugate base of butyric acid, obtained by deprotonation of the carboxy group."^^xsd:string ;
    rdfs:subClassOf CHEBI:78115,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:30772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:61115 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C4H7O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C4H8O2/c1-2-3-4(5)6/h2-3H2,1H3,(H,5,6)/p-1"^^xsd:string ;
    chebi:inchikey "FERIUCNNQQJTOY-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "87.09718"^^xsd:string ;
    chebi:monoisotopicmass "87.04515"^^xsd:string ;
    chebi:smiles "CCCC([O-])=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:13924"^^xsd:string,
        "CHEBI:22946"^^xsd:string ;
    oboInOwl:hasExactSynonym "butanoate"^^xsd:string,
        "butyrate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-butanoate"^^xsd:string,
        "1-butyrate"^^xsd:string,
        "1-propanecarboxylate"^^xsd:string,
        "butanate"^^xsd:string,
        "butanoate"^^xsd:string,
        "butanoic acid, ion(1-)"^^xsd:string,
        "CH3-[CH2]2-COO(-)"^^xsd:string,
        "n-butanoate"^^xsd:string,
        "n-butyrate"^^xsd:string,
        "propanecarboxylate"^^xsd:string,
        "propylformate"^^xsd:string ;
    oboInOwl:id "CHEBI:17968"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17972 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C03802"^^xsd:string ;
    rdfs:label "ribonucleoside triphosphate"^^xsd:string ;
    rdfs:subClassOf CHEBI:17326 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5H12O13P3R"^^xsd:string ;
    chebi:mass "373.063"^^xsd:string ;
    chebi:monoisotopicmass "372.94908"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:8846"^^xsd:string,
        "CHEBI:15047"^^xsd:string,
        "CHEBI:26559"^^xsd:string ;
    oboInOwl:hasExactSynonym "Ribonucleoside triphosphate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "ribonucleoside triphosphates"^^xsd:string ;
    oboInOwl:id "CHEBI:17972"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17984 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C00040"^^xsd:string,
        "PMID:11264983"^^xsd:string,
        "PMID:11524729"^^xsd:string,
        "PMID:16495773"^^xsd:string,
        "PMID:21514367"^^xsd:string,
        "PMID:21541677"^^xsd:string ;
    rdfs:label "acyl-CoA"^^xsd:string ;
    definition: "A thioester that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of any carboxylic acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:37240,
        CHEBI:51277,
        CHEBI:140325,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:15346 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:58342 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:62049 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C22H35N7O17P3RS"^^xsd:string,
        "C22H35N7O17P3SR"^^xsd:string ;
    chebi:mass "794.53600"^^xsd:string ;
    chebi:monoisotopicmass "794.10230"^^xsd:string ;
    chebi:smiles "CC(C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)n1cnc2c(N)ncnc12)[C@@H](O)C(=O)NCCC(=O)NCCSC([*])=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:2455"^^xsd:string,
        "CHEBI:13727"^^xsd:string,
        "CHEBI:13802"^^xsd:string,
        "CHEBI:22223"^^xsd:string ;
    oboInOwl:hasExactSynonym "Acyl-CoA"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Acyl coenzyme A"^^xsd:string ;
    oboInOwl:id "CHEBI:17984"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17987 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:878307"^^xsd:string,
        "CAS:100-51-6"^^xsd:string,
        "Drug_Central:334"^^xsd:string,
        "Gmelin:26514"^^xsd:string,
        "HMDB:HMDB0003119"^^xsd:string,
        "KEGG:C00556"^^xsd:string,
        "KEGG:C03485"^^xsd:string,
        "KEGG:D00077"^^xsd:string,
        "KNApSAcK:C00029811"^^xsd:string,
        "MetaCyc:BENZYL-ALCOHOL"^^xsd:string,
        "PMID:11766131"^^xsd:string,
        "PMID:21557223"^^xsd:string,
        "PMID:22036973"^^xsd:string,
        "Reaxys:878307"^^xsd:string,
        "UM-BBD_compID:c0278"^^xsd:string,
        "Wikipedia:Benzyl_Alcohol"^^xsd:string ;
    rdfs:label "benzyl alcohol"^^xsd:string ;
    definition: "An aromatic alcohol that consists of benzene bearing a single hydroxymethyl substituent."^^xsd:string ;
    rdfs:subClassOf CHEBI:22743,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:22586 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:25212 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:46787 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48318 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C7H8O"^^xsd:string ;
    chebi:inchi "InChI=1S/C7H8O/c8-6-7-4-2-1-3-5-7/h1-5,8H,6H2"^^xsd:string ;
    chebi:inchikey "WVDDGKGOMKODPV-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "108.13782"^^xsd:string ;
    chebi:monoisotopicmass "108.05751"^^xsd:string ;
    chebi:smiles "OCc1ccccc1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:3053"^^xsd:string,
        "CHEBI:13888"^^xsd:string,
        "CHEBI:22742"^^xsd:string ;
    oboInOwl:hasExactSynonym "Benzyl alcohol"^^xsd:string,
        "benzyl alcohol"^^xsd:string,
        "phenylmethanol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(hydroxymethyl)benzene"^^xsd:string,
        "alcoholum benzylicum"^^xsd:string,
        "alcool benzylique"^^xsd:string,
        "alpha-Hydroxytoluene"^^xsd:string,
        "alpha-toluenol"^^xsd:string,
        "Aromatic alcohol"^^xsd:string,
        "benzenecarbinol"^^xsd:string,
        "Benzenemethanol"^^xsd:string,
        "Benzylalkohol"^^xsd:string,
        "benzylic alcohol"^^xsd:string,
        "Hydroxymethylbenzene"^^xsd:string,
        "Phenylcarbinol"^^xsd:string,
        "Phenylmethanol"^^xsd:string,
        "phenylmethyl alcohol"^^xsd:string ;
    oboInOwl:id "CHEBI:17987"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17992 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:90825"^^xsd:string,
        "CAS:57-50-1"^^xsd:string,
        "Drug_Central:4610"^^xsd:string,
        "DrugBank:DB02772"^^xsd:string,
        "Gmelin:97695"^^xsd:string,
        "HMDB:HMDB0000258"^^xsd:string,
        "KEGG:C00089"^^xsd:string,
        "KEGG:D00025"^^xsd:string,
        "KEGG:D06533"^^xsd:string,
        "KEGG:G00370"^^xsd:string,
        "KNApSAcK:C00001151"^^xsd:string,
        "MetaCyc:SUCROSE"^^xsd:string,
        "PDBeChem:SUC"^^xsd:string,
        "PMID:11021636"^^xsd:string,
        "PMID:11093712"^^xsd:string,
        "PMID:11111003"^^xsd:string,
        "PMID:12065720"^^xsd:string,
        "PMID:12706980"^^xsd:string,
        "PMID:13508893"^^xsd:string,
        "PMID:15291457"^^xsd:string,
        "PMID:15660210"^^xsd:string,
        "PMID:15792978"^^xsd:string,
        "PMID:15845855"^^xsd:string,
        "PMID:16228482"^^xsd:string,
        "PMID:16304615"^^xsd:string,
        "PMID:16313996"^^xsd:string,
        "PMID:16525719"^^xsd:string,
        "PMID:16660545"^^xsd:string,
        "PMID:16663947"^^xsd:string,
        "PMID:16665852"^^xsd:string,
        "PMID:17233733"^^xsd:string,
        "PMID:17439666"^^xsd:string,
        "PMID:17597061"^^xsd:string,
        "PMID:18625236"^^xsd:string,
        "PMID:19199566"^^xsd:string,
        "PMID:19726178"^^xsd:string,
        "PMID:21703290"^^xsd:string,
        "PMID:21972845"^^xsd:string,
        "PMID:22085755"^^xsd:string,
        "PMID:22311778"^^xsd:string,
        "PMID:22404833"^^xsd:string,
        "PMID:22751876"^^xsd:string,
        "Reaxys:90825"^^xsd:string,
        "Reaxys:1435311"^^xsd:string,
        "Wikipedia:Sucrose"^^xsd:string ;
    rdfs:label "sucrose"^^xsd:string ;
    definition: "A glycosyl glycoside formed by glucose and fructose units joined by an acetal oxygen bridge from hemiacetal of glucose to the hemiketal of the fructose."^^xsd:string ;
    rdfs:subClassOf CHEBI:24407,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:25728 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50505 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:84735 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C12H22O11"^^xsd:string ;
    chebi:inchi "InChI=1S/C12H22O11/c13-1-4-6(16)8(18)9(19)11(21-4)23-12(3-15)10(20)7(17)5(2-14)22-12/h4-11,13-20H,1-3H2/t4-,5-,6-,7-,8+,9-,10+,11-,12+/m1/s1"^^xsd:string ;
    chebi:inchikey "CZMRCDWAGMRECN-UGDNZRGBSA-N"^^xsd:string ;
    chebi:mass "342.29650"^^xsd:string ;
    chebi:monoisotopicmass "342.11621"^^xsd:string ;
    chebi:smiles "OC[C@H]1O[C@H](O[C@]2(CO)O[C@H](CO)[C@@H](O)[C@@H]2O)[C@H](O)[C@@H](O)[C@@H]1O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:9314"^^xsd:string,
        "CHEBI:15128"^^xsd:string,
        "CHEBI:26812"^^xsd:string,
        "CHEBI:45795"^^xsd:string ;
    oboInOwl:hasExactSynonym "beta-D-fructofuranosyl alpha-D-glucopyranoside"^^xsd:string,
        "SUCROSE"^^xsd:string,
        "Sucrose"^^xsd:string,
        "sucrose"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-alpha-D-Glucopyranosyl-2-beta-D-fructofuranoside"^^xsd:string,
        "beta-D-Fruf-(2<->1)-alpha-D-Glcp"^^xsd:string,
        "Cane sugar"^^xsd:string,
        "sacarosa"^^xsd:string,
        "Saccharose"^^xsd:string,
        "Sacharose"^^xsd:string,
        "table sugar"^^xsd:string,
        "White sugar"^^xsd:string ;
    oboInOwl:id "CHEBI:17992"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:17996 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:3587171"^^xsd:string,
        "CAS:16887-00-6"^^xsd:string,
        "Gmelin:14910"^^xsd:string,
        "KEGG:C00115"^^xsd:string,
        "KEGG:C00698"^^xsd:string,
        "PDBeChem:CL"^^xsd:string,
        "UM-BBD_compID:c0884"^^xsd:string ;
    rdfs:label "chloride"^^xsd:string ;
    definition: "A halide anion formed when chlorine picks up an electron to form an an anion."^^xsd:string ;
    rdfs:subClassOf CHEBI:16042,
        CHEBI:33432,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:17883 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:23357 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "Cl"^^xsd:string ;
    chebi:inchi "InChI=1S/ClH/h1H/p-1"^^xsd:string ;
    chebi:inchikey "VEXZGXHMUGYJMC-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "35.45270"^^xsd:string ;
    chebi:monoisotopicmass "34.96940"^^xsd:string ;
    chebi:smiles "[Cl-]"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:3616"^^xsd:string,
        "CHEBI:3731"^^xsd:string,
        "CHEBI:13291"^^xsd:string,
        "CHEBI:13970"^^xsd:string,
        "CHEBI:48804"^^xsd:string ;
    oboInOwl:hasExactSynonym "Chloride"^^xsd:string,
        "chloride"^^xsd:string,
        "chloride(1-)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "CHLORIDE ION"^^xsd:string,
        "Chloride ion"^^xsd:string,
        "Chloride(1-)"^^xsd:string,
        "Chlorine anion"^^xsd:string,
        "Cl(-)"^^xsd:string,
        "Cl-"^^xsd:string ;
    oboInOwl:id "CHEBI:17996"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:18019 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1722531"^^xsd:string,
        "CAS:56-87-1"^^xsd:string,
        "Drug_Central:1622"^^xsd:string,
        "DrugBank:DB00123"^^xsd:string,
        "ECMDB:ECMDB00182"^^xsd:string,
        "Gmelin:364182"^^xsd:string,
        "HMDB:HMDB0000182"^^xsd:string,
        "KEGG:C00047"^^xsd:string,
        "KEGG:D02304"^^xsd:string,
        "KNApSAcK:C00001378"^^xsd:string,
        "MetaCyc:LYS"^^xsd:string,
        "PMID:8070089"^^xsd:string,
        "PMID:8587651"^^xsd:string,
        "PMID:10930630"^^xsd:string,
        "PMID:16901854"^^xsd:string,
        "PMID:17051348"^^xsd:string,
        "PMID:17979222"^^xsd:string,
        "PMID:22019452"^^xsd:string,
        "PMID:22064742"^^xsd:string,
        "PMID:22575419"^^xsd:string,
        "PMID:22735334"^^xsd:string,
        "PMID:23167968"^^xsd:string,
        "PMID:23325920"^^xsd:string,
        "PMID:23722415"^^xsd:string,
        "PMID:24064214"^^xsd:string,
        "PMID:24831709"^^xsd:string,
        "PMID:25108762"^^xsd:string,
        "Reaxys:1722531"^^xsd:string,
        "Wikipedia:Lysine"^^xsd:string,
        "YMDB:YMDB00330"^^xsd:string ;
    rdfs:label "L-lysine"^^xsd:string ;
    definition: "An L-alpha-amino acid; the L-isomer of lysine."^^xsd:string ;
    rdfs:subClassOf CHEBI:22658,
        CHEBI:25094,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:32550 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:32551 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:16855 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:133538 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:194466 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:27027 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35623 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50733 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:84735 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H14N2O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H14N2O2/c7-4-2-1-3-5(8)6(9)10/h5H,1-4,7-8H2,(H,9,10)/t5-/m0/s1"^^xsd:string ;
    chebi:inchikey "KDXKERNSBIXSRK-YFKPBYRVSA-N"^^xsd:string ;
    chebi:mass "146.18764"^^xsd:string ;
    chebi:monoisotopicmass "146.10553"^^xsd:string ;
    chebi:smiles "NCCCC[C@H](N)C(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:6264"^^xsd:string,
        "CHEBI:13135"^^xsd:string,
        "CHEBI:21351"^^xsd:string,
        "CHEBI:43950"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2S)-2,6-diaminohexanoic acid"^^xsd:string,
        "L-Lysine"^^xsd:string,
        "L-lysine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "6-ammonio-L-norleucine"^^xsd:string,
        "(S)-2,6-diaminohexanoic acid"^^xsd:string,
        "(S)-alpha,epsilon-diaminocaproic acid"^^xsd:string,
        "(S)-lysine"^^xsd:string,
        "K"^^xsd:string,
        "L-2,6-Diaminocaproic acid"^^xsd:string,
        "L-Lysin"^^xsd:string,
        "Lys"^^xsd:string,
        "lysina"^^xsd:string,
        "lysine"^^xsd:string,
        "Lysine acid"^^xsd:string,
        "lysinum"^^xsd:string ;
    oboInOwl:id "CHEBI:18019"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:18044 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C02146"^^xsd:string ;
    rdfs:label "dialkyl ketone"^^xsd:string ;
    rdfs:subClassOf CHEBI:17087 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "COR2"^^xsd:string ;
    chebi:mass "28.01010"^^xsd:string ;
    chebi:monoisotopicmass "27.99491"^^xsd:string ;
    chebi:smiles "[*]C([*])=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:4485"^^xsd:string,
        "CHEBI:14136"^^xsd:string,
        "CHEBI:23663"^^xsd:string ;
    oboInOwl:hasExactSynonym "Dialkyl ketone"^^xsd:string,
        "dialkyl ketone"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "dialkyl ketones"^^xsd:string ;
    oboInOwl:id "CHEBI:18044"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:18050 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1723797"^^xsd:string,
        "CAS:56-85-9"^^xsd:string,
        "Drug_Central:1311"^^xsd:string,
        "DrugBank:DB00130"^^xsd:string,
        "ECMDB:ECMDB00641"^^xsd:string,
        "Gmelin:3509"^^xsd:string,
        "HMDB:HMDB0000641"^^xsd:string,
        "KEGG:C00064"^^xsd:string,
        "KEGG:D00015"^^xsd:string,
        "KNApSAcK:C00001359"^^xsd:string,
        "LINCS:LSM-4741"^^xsd:string,
        "MetaCyc:GLN"^^xsd:string,
        "PDBeChem:GLN"^^xsd:string,
        "PMID:11139387"^^xsd:string,
        "PMID:15204730"^^xsd:string,
        "PMID:22055478"^^xsd:string,
        "PMID:22206385"^^xsd:string,
        "PMID:22451274"^^xsd:string,
        "PMID:22453904"^^xsd:string,
        "PMID:22575040"^^xsd:string,
        "PMID:22770225"^^xsd:string,
        "PMID:29438107"^^xsd:string,
        "Reaxys:1723797"^^xsd:string,
        "Wikipedia:Glutamine"^^xsd:string,
        "YMDB:YMDB00002"^^xsd:string ;
    rdfs:label "L-glutamine"^^xsd:string ;
    definition: "An optically active form of glutamine having L-configuration."^^xsd:string ;
    rdfs:subClassOf CHEBI:24318,
        CHEBI:28300,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:32665 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:32666 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:17061 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:58359 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:27027 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50733 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:61908 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5H10N2O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H10N2O3/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H2,7,8)(H,9,10)/t3-/m0/s1"^^xsd:string ;
    chebi:inchikey "ZDXPYRJPNDTMRX-VKHMYHEASA-N"^^xsd:string ;
    chebi:mass "146.14458"^^xsd:string ;
    chebi:monoisotopicmass "146.06914"^^xsd:string ;
    chebi:smiles "N[C@@H](CCC(N)=O)C(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:6227"^^xsd:string,
        "CHEBI:13110"^^xsd:string,
        "CHEBI:21308"^^xsd:string,
        "CHEBI:42812"^^xsd:string,
        "CHEBI:42814"^^xsd:string,
        "CHEBI:42899"^^xsd:string,
        "CHEBI:42943"^^xsd:string ;
    oboInOwl:hasExactSynonym "L-Glutamine"^^xsd:string,
        "L-glutamine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2S)-2,5-diamino-5-oxopentanoic acid"^^xsd:string,
        "(2S)-2-amino-4-carbamoylbutanoic acid"^^xsd:string,
        "(S)-2,5-diamino-5-oxopentanoic acid"^^xsd:string,
        "Glutamic acid 5-amide"^^xsd:string,
        "Glutamic acid amide"^^xsd:string,
        "GLUTAMINE"^^xsd:string,
        "L-2-Aminoglutaramic acid"^^xsd:string,
        "L-2-aminoglutaramic acid"^^xsd:string,
        "L-(+)-glutamine"^^xsd:string,
        "L-glutamic acid gamma-amide"^^xsd:string,
        "L-Glutamin"^^xsd:string,
        "L-Glutaminsaeure-5-amid"^^xsd:string,
        "Levoglutamide"^^xsd:string,
        "Q"^^xsd:string ;
    oboInOwl:id "CHEBI:18050"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:18059 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C01356"^^xsd:string ;
    rdfs:label "lipid"^^xsd:string ;
    definition: "'Lipids' is a loosely defined term for substances of biological origin that are soluble in nonpolar solvents. They consist of saponifiable lipids, such as glycerides (fats and oils) and phospholipids, as well as nonsaponifiable lipids, principally steroids."^^xsd:string ;
    rdfs:subClassOf CHEBI:50860 ;
    oboInOwl:hasAlternativeId "CHEBI:6486"^^xsd:string,
        "CHEBI:14517"^^xsd:string,
        "CHEBI:25054"^^xsd:string ;
    oboInOwl:hasExactSynonym "Lipid"^^xsd:string,
        "lipids"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:18059"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:18085 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C02545"^^xsd:string,
        "Wikipedia:Glycosaminoglycan"^^xsd:string ;
    rdfs:label "glycosaminoglycan"^^xsd:string ;
    definition: "Any polysaccharide containing a substantial proportion of aminomonosaccharide residues."^^xsd:string ;
    rdfs:subClassOf CHEBI:22506 ;
    oboInOwl:hasAlternativeId "CHEBI:5495"^^xsd:string,
        "CHEBI:14361"^^xsd:string,
        "CHEBI:24398"^^xsd:string ;
    oboInOwl:hasExactSynonym "Glycosaminoglycan"^^xsd:string,
        "glycosaminoglycan"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "glicosaminoglicano"^^xsd:string,
        "glycosaminoglycane"^^xsd:string,
        "glycosaminoglycans"^^xsd:string,
        "Glykosaminoglykan"^^xsd:string ;
    oboInOwl:id "CHEBI:18085"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:18087 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C11525"^^xsd:string ;
    rdfs:label "myo-inositol polyphosphate"^^xsd:string ;
    rdfs:subClassOf CHEBI:25448 ;
    oboInOwl:hasAlternativeId "CHEBI:10604"^^xsd:string,
        "CHEBI:12833"^^xsd:string ;
    oboInOwl:hasExactSynonym "myo-Inositol polyphosphate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "myo-inositol polyphosphates"^^xsd:string ;
    oboInOwl:id "CHEBI:18087"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:18133 a owl:Class ;
    oboInOwl:hasDbXref "GlyGen:G70994MS"^^xsd:string,
        "GlyTouCan:G70994MS"^^xsd:string,
        "KEGG:C00738"^^xsd:string ;
    rdfs:label "hexose"^^xsd:string ;
    definition: "Any six-carbon monosaccharide which in its linear form contains either an aldehyde group at position 1 (aldohexose) or a ketone group at position 2 (ketohexose)."^^xsd:string ;
    rdfs:subClassOf CHEBI:35381 ;
    oboInOwl:hasAlternativeId "CHEBI:5709"^^xsd:string,
        "CHEBI:14399"^^xsd:string,
        "CHEBI:24590"^^xsd:string ;
    oboInOwl:hasExactSynonym "Hexose"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "hexoses"^^xsd:string,
        "WURCS=2.0/1,1,0/[axxxxh-1x_1-5_2*NCC/3=O]/1/"^^xsd:string ;
    oboInOwl:id "CHEBI:18133"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:18140 a owl:Class ;
    rdfs:label "hydrogen halide"^^xsd:string ;
    rdfs:subClassOf CHEBI:33405,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:138103 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "HX"^^xsd:string ;
    chebi:mass "1.008"^^xsd:string ;
    chebi:monoisotopicmass "1.00783"^^xsd:string ;
    chebi:smiles "*[H]"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:5599"^^xsd:string,
        "CHEBI:13368"^^xsd:string,
        "CHEBI:37140"^^xsd:string ;
    oboInOwl:hasExactSynonym "hydrogen halide"^^xsd:string,
        "hydrogen halides"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "hydrogen halides"^^xsd:string ;
    oboInOwl:id "CHEBI:18140"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:18154 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C00420"^^xsd:string ;
    rdfs:label "polysaccharide"^^xsd:string ;
    definition: "A biomacromolecule consisting of large numbers of monosaccharide residues linked glycosidically. This term is commonly used only for those containing more than ten monosaccharide residues."^^xsd:string ;
    rdfs:subClassOf CHEBI:16646,
        CHEBI:33694,
        CHEBI:167559 ;
    oboInOwl:hasAlternativeId "CHEBI:8322"^^xsd:string,
        "CHEBI:14864"^^xsd:string,
        "CHEBI:26205"^^xsd:string ;
    oboInOwl:hasExactSynonym "Polysaccharide"^^xsd:string,
        "polysaccharides"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Glycan"^^xsd:string,
        "Glycane"^^xsd:string,
        "glycans"^^xsd:string,
        "Glykan"^^xsd:string,
        "Glykane"^^xsd:string,
        "polisacarido"^^xsd:string,
        "polisacaridos"^^xsd:string ;
    oboInOwl:id "CHEBI:18154"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:18186 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:515881"^^xsd:string,
        "CAS:556-03-6"^^xsd:string,
        "CAS:55520-40-6"^^xsd:string,
        "Gmelin:27744"^^xsd:string,
        "KEGG:C01536"^^xsd:string,
        "KNApSAcK:C00001397"^^xsd:string,
        "PMID:17190852"^^xsd:string,
        "Reaxys:515881"^^xsd:string ;
    rdfs:label "tyrosine"^^xsd:string ;
    definition: "An alpha-amino acid that is phenylalanine bearing a hydroxy substituent at position 4 on the phenyl ring."^^xsd:string ;
    rdfs:subClassOf CHEBI:26167,
        CHEBI:33704,
        CHEBI:33856,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:30768 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:32784 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:32786 ],
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:50336 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:83056 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C9H11NO3"^^xsd:string ;
    chebi:inchi "InChI=1S/C9H11NO3/c10-8(9(12)13)5-6-1-3-7(11)4-2-6/h1-4,8,11H,5,10H2,(H,12,13)"^^xsd:string ;
    chebi:inchikey "OUYCCCASQSFEME-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "181.18858"^^xsd:string ;
    chebi:monoisotopicmass "181.07389"^^xsd:string ;
    chebi:smiles "NC(Cc1ccc(O)cc1)C(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:9800"^^xsd:string,
        "CHEBI:15277"^^xsd:string,
        "CHEBI:27176"^^xsd:string ;
    oboInOwl:hasExactSynonym "Tyrosine"^^xsd:string,
        "tyrosine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-amino-3-(4-hydroxyphenyl)propanoic acid"^^xsd:string,
        "2-Amino-3-(p-hydroxyphenyl)propionic acid"^^xsd:string,
        "3-(p-Hydroxyphenyl)alanine"^^xsd:string,
        "tirosina"^^xsd:string,
        "Tyr"^^xsd:string,
        "Tyrosin"^^xsd:string,
        "Y"^^xsd:string ;
    oboInOwl:id "CHEBI:18186"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:18187 a owl:Class ;
    oboInOwl:hasDbXref "HMDB:HMDB0011116"^^xsd:string ;
    rdfs:label "(E)-3,7,11,15-tetramethylhexadec-2-en-1-yl diphosphate"^^xsd:string ;
    rdfs:subClassOf CHEBI:37531,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:58404 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C20H42O7P2"^^xsd:string ;
    chebi:inchi "InChI=1S/C20H42O7P2/c1-17(2)9-6-10-18(3)11-7-12-19(4)13-8-14-20(5)15-16-26-29(24,25)27-28(21,22)23/h15,17-19H,6-14,16H2,1-5H3,(H,24,25)(H2,21,22,23)/b20-15+"^^xsd:string ;
    chebi:inchikey "ITPLBNCCPZSWEU-HMMYKYKNSA-N"^^xsd:string ;
    chebi:mass "456.49080"^^xsd:string ;
    chebi:monoisotopicmass "456.24058"^^xsd:string ;
    chebi:smiles "CC(C)CCCC(C)CCCC(C)CCC\\C(C)=C\\COP(O)(=O)OP(O)(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:8197"^^xsd:string,
        "CHEBI:14837"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2E)-3,7,11,15-tetramethylhexadec-2-en-1-yl trihydrogen diphosphate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:18187"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:18211 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1725417"^^xsd:string,
        "Beilstein:2328251"^^xsd:string,
        "CAS:627-77-0"^^xsd:string,
        "PMID:1378088"^^xsd:string,
        "PMID:11094453"^^xsd:string,
        "PMID:11113071"^^xsd:string,
        "PMID:11696417"^^xsd:string,
        "PMID:16082501"^^xsd:string,
        "PMID:16708633"^^xsd:string,
        "PMID:17005970"^^xsd:string,
        "PMID:17513438"^^xsd:string,
        "PMID:17558653"^^xsd:string,
        "PMID:17693747"^^xsd:string,
        "PMID:18437289"^^xsd:string,
        "PMID:18440672"^^xsd:string,
        "PMID:18989563"^^xsd:string,
        "PMID:19144577"^^xsd:string,
        "PMID:21129371"^^xsd:string,
        "PMID:21482070"^^xsd:string,
        "Reaxys:1725417"^^xsd:string,
        "Wikipedia:Citrulline"^^xsd:string ;
    rdfs:label "citrulline"^^xsd:string ;
    definition: "The parent compound of the citrulline class consisting of ornithine having a carbamoyl group at the N(5)-position."^^xsd:string ;
    rdfs:subClassOf CHEBI:23324,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:66922 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:59174 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:83056 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H13N3O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H13N3O3/c7-4(5(10)11)2-1-3-9-6(8)12/h4H,1-3,7H2,(H,10,11)(H3,8,9,12)"^^xsd:string ;
    chebi:inchikey "RHGKLRLOHDJJDR-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "175.18584"^^xsd:string ;
    chebi:monoisotopicmass "175.09569"^^xsd:string ;
    chebi:smiles "NC(CCCNC(N)=O)C(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:3730"^^xsd:string,
        "CHEBI:14002"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-amino-5-(carbamoylamino)pentanoic acid"^^xsd:string,
        "Citrulline"^^xsd:string,
        "citrulline"^^xsd:string,
        "N(5)-carbamoylornithine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-Amino-5-uredovaleric acid"^^xsd:string,
        "Cit"^^xsd:string,
        "citrulina"^^xsd:string,
        "Citrullin"^^xsd:string,
        "DL-2-amino-5-ureidovaleric acid"^^xsd:string,
        "dl-citrulline"^^xsd:string,
        "N(5)-(aminocarbonyl)-DL-ornithine"^^xsd:string,
        "N(5)-(aminocarbonyl)ornithine"^^xsd:string,
        "N(5)-carbamoyl-DL-ornithine"^^xsd:string ;
    oboInOwl:id "CHEBI:18211"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:18230 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1208847"^^xsd:string,
        "Beilstein:4651978"^^xsd:string,
        "CAS:479-61-8"^^xsd:string,
        "COMe:MOL000003"^^xsd:string,
        "DrugBank:DB02133"^^xsd:string,
        "Gmelin:475109"^^xsd:string,
        "KEGG:C05306"^^xsd:string,
        "KNApSAcK:C00001528"^^xsd:string,
        "PDBeChem:CLA"^^xsd:string ;
    rdfs:label "chlorophyll a"^^xsd:string ;
    rdfs:subClassOf CHEBI:25248,
        CHEBI:28966,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:16900 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:58416 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C55H72MgN4O5"^^xsd:string ;
    chebi:inchi "InChI=1S/C55H73N4O5.Mg/c1-13-39-35(8)42-28-44-37(10)41(24-25-48(60)64-27-26-34(7)23-17-22-33(6)21-16-20-32(5)19-15-18-31(3)4)52(58-44)50-51(55(62)63-12)54(61)49-38(11)45(59-53(49)50)30-47-40(14-2)36(9)43(57-47)29-46(39)56-42;/h13,26,28-33,37,41,51H,1,14-25,27H2,2-12H3,(H-,56,57,58,59,61);/q-1;+2/p-1/b34-26+;/t32-,33-,37+,41+,51-;/m1./s1"^^xsd:string ;
    chebi:inchikey "ATNHDLDRLWWWCB-AENOIHSZSA-M"^^xsd:string ;
    chebi:mass "893.48900"^^xsd:string ;
    chebi:monoisotopicmass "892.53531"^^xsd:string ;
    chebi:smiles "CCC1=C(C)C2=Cc3c(C=C)c(C)c4C=C5[C@@H](C)[C@H](CCC(=O)OC\\C=C(/C)CCC[C@H](C)CCC[C@H](C)CCCC(C)C)C6=[N+]5[Mg--]5(n34)n3c(=CC1=[N+]25)c(C)c1C(=O)[C@H](C(=O)OC)C6=c31"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:3631"^^xsd:string,
        "CHEBI:13974"^^xsd:string,
        "CHEBI:23157"^^xsd:string,
        "CHEBI:48807"^^xsd:string ;
    oboInOwl:hasExactSynonym "[(2E,7R,11R)-3,7,11,15-tetramethylhexadec-2-en-1-yl (2(2)R,17S,18S)-7-ethyl-2(1),2(2),17,18-tetrahydro-2(2)-(methoxycarbonyl)-3,8,13,17-tetramethyl-2(1)-oxo-12-ethenylcyclopenta[at]porphyrin-18-propanoato(2-)]magnesium"^^xsd:string,
        "CHLOROPHYLL A"^^xsd:string,
        "Chlorophyll a"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(SP-4-2)-((2E,7R,11R)-3,7,11,15-tetramethyl-2-hexadecenyl (3S,4S,21R)-9-ethenyl-14-ethyl-21-(methoxycarbonyl)-4,8,13,18-tetramethyl-20-oxo-3-phorbinepropanoato(2-)-kappaN(23),kappaN(24),kappaN(25),kappaN(26))-magnesium"^^xsd:string,
        "Chlorophyll"^^xsd:string ;
    oboInOwl:id "CHEBI:18230"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:18234 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C04218"^^xsd:string,
        "LIPID_MAPS_instance:LMFA01160001"^^xsd:string ;
    rdfs:label "alpha,alpha'-trehalose 6-mycolate"^^xsd:string ;
    definition: "A trehalose monomycolate comprising alpha,alpha'-trehalose having the mycolate group attached to the 6-position."^^xsd:string ;
    rdfs:subClassOf CHEBI:60486,
        CHEBI:62546 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C44H82O13"^^xsd:string ;
    chebi:inchi "InChI=1S/C44H82O13/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-33(46)32(28-26-24-22-20-18-16-14-12-10-8-6-4-2)42(53)54-31-35-37(48)39(50)41(52)44(56-35)57-43-40(51)38(49)36(47)34(30-45)55-43/h13,15,32-41,43-52H,3-12,14,16-31H2,1-2H3/b15-13+/t32?,33?,34-,35-,36-,37-,38+,39+,40-,41-,43-,44-/m1/s1"^^xsd:string ;
    chebi:inchikey "DIYJLQPZULMTGY-HNBCZZSGSA-N"^^xsd:string ;
    chebi:mass "819.11410"^^xsd:string ;
    chebi:monoisotopicmass "818.57554"^^xsd:string ;
    chebi:smiles "CCCCCCCCCCCCCCC(C(O)CCCCCCC\\C=C\\CCCCCC)C(=O)OC[C@H]1O[C@H](O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:10199"^^xsd:string,
        "CHEBI:12283"^^xsd:string,
        "CHEBI:22363"^^xsd:string ;
    oboInOwl:hasExactSynonym "6-O-[(11E)-3-hydroxy-2-tetradecyloctadec-11-enoyl]-alpha-D-glucopyranosyl alpha-D-glucopyranoside"^^xsd:string,
        "alpha,alpha'-Trehalose 6-mycolate"^^xsd:string,
        "alpha,alpha'-trehalose 6-mycolate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:18234"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:18237 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1723799"^^xsd:string,
        "CAS:617-65-2"^^xsd:string,
        "Gmelin:101971"^^xsd:string,
        "KEGG:C00302"^^xsd:string,
        "KEGG:D04341"^^xsd:string,
        "KNApSAcK:C00001358"^^xsd:string,
        "KNApSAcK:C00019577"^^xsd:string,
        "PMID:15739367"^^xsd:string,
        "PMID:17190852"^^xsd:string,
        "PMID:24616376"^^xsd:string,
        "PMID:24984001"^^xsd:string,
        "Reaxys:1723799"^^xsd:string,
        "Wikipedia:Glutamic_acid"^^xsd:string ;
    rdfs:label "glutamic acid"^^xsd:string ;
    definition: "An alpha-amino acid that is glutaric acid bearing a single amino substituent at position 2."^^xsd:string ;
    rdfs:subClassOf CHEBI:26167,
        CHEBI:33704,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:14321 ],
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:50329 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78675 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5H9NO4"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H9NO4/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H,7,8)(H,9,10)"^^xsd:string ;
    chebi:inchikey "WHUUTDBJXJRKMK-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "147.12930"^^xsd:string ;
    chebi:monoisotopicmass "147.05316"^^xsd:string ;
    chebi:smiles "NC(CCC(O)=O)C(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:5431"^^xsd:string,
        "CHEBI:24314"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-aminopentanedioic acid"^^xsd:string,
        "Glutamic acid"^^xsd:string,
        "glutamic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-Aminoglutaric acid"^^xsd:string,
        "DL-Glutamic acid"^^xsd:string,
        "DL-Glutaminic acid"^^xsd:string,
        "E"^^xsd:string,
        "Glu"^^xsd:string,
        "Glutamate"^^xsd:string,
        "Glutaminic acid"^^xsd:string,
        "Glutaminsaeure"^^xsd:string ;
    oboInOwl:id "CHEBI:18237"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:18243 a owl:Class ;
    oboInOwl:hasDbXref "CAS:51-61-6"^^xsd:string,
        "Drug_Central:947"^^xsd:string,
        "DrugBank:DB00988"^^xsd:string,
        "HMDB:HMDB0000073"^^xsd:string,
        "KEGG:C03758"^^xsd:string,
        "KEGG:D07870"^^xsd:string,
        "KNApSAcK:C00001408"^^xsd:string,
        "LINCS:LSM-4630"^^xsd:string,
        "MetaCyc:DOPAMINE"^^xsd:string,
        "PMID:9422813"^^xsd:string,
        "PMID:10629745"^^xsd:string,
        "PMID:11149432"^^xsd:string,
        "Reaxys:1072822"^^xsd:string,
        "Wikipedia:Dopamine"^^xsd:string ;
    rdfs:label "dopamine"^^xsd:string ;
    definition: "Catechol in which the hydrogen at position 4 is substituted by a 2-aminoethyl group."^^xsd:string ;
    rdfs:subClassOf CHEBI:33567,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:59905 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35522 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35524 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38147 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48560 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C8H11NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C8H11NO2/c9-4-3-6-1-2-7(10)8(11)5-6/h1-2,5,10-11H,3-4,9H2"^^xsd:string ;
    chebi:inchikey "VYFYYTLLBUKUHU-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "153.17840"^^xsd:string ;
    chebi:monoisotopicmass "153.07898"^^xsd:string ;
    chebi:smiles "NCCc1ccc(O)c(O)c1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:1764"^^xsd:string,
        "CHEBI:11695"^^xsd:string,
        "CHEBI:11930"^^xsd:string,
        "CHEBI:14203"^^xsd:string,
        "CHEBI:23886"^^xsd:string,
        "CHEBI:43686"^^xsd:string ;
    oboInOwl:hasExactSynonym "4-(2-aminoethyl)benzene-1,2-diol"^^xsd:string,
        "Dopamine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-(3,4-Dihydroxyphenyl)ethylamine"^^xsd:string,
        "2-(3,4-dihydroxyphenyl)ethylamine"^^xsd:string,
        "3,4-Dihydroxyphenethylamine"^^xsd:string,
        "3-Hydroxytyramine"^^xsd:string,
        "4-(2-Aminoethyl)-1,2-benzenediol"^^xsd:string,
        "4-(2-aminoethyl)-1,2-benzenediol"^^xsd:string,
        "4-(2-Aminoethyl)benzene-1,2-diol"^^xsd:string,
        "4-(2-aminoethyl)catechol"^^xsd:string,
        "4-(2-aminoethyl)pyrocatechol"^^xsd:string,
        "Deoxyepinephrine"^^xsd:string,
        "dopamina"^^xsd:string,
        "dopamine"^^xsd:string,
        "dopaminum"^^xsd:string,
        "Hydroxytyramin"^^xsd:string ;
    oboInOwl:id "CHEBI:18243"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:18246 a owl:Class ;
    oboInOwl:hasDbXref "CAS:9004-34-6"^^xsd:string,
        "HMDB:HMDB0006944"^^xsd:string,
        "KEGG:C00760"^^xsd:string,
        "KEGG:D00093"^^xsd:string,
        "KEGG:G10481"^^xsd:string ;
    rdfs:label "(1->4)-beta-D-glucan"^^xsd:string ;
    definition: "A beta-D-glucan in which the glucose units are connected by (1->4) linkages."^^xsd:string ;
    rdfs:subClassOf CHEBI:28793 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "(C6H10O5)nH2O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:3529"^^xsd:string,
        "CHEBI:10812"^^xsd:string,
        "CHEBI:23063"^^xsd:string ;
    oboInOwl:hasExactSynonym "(1->4)-beta-D-glucopyranan"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1,4-beta-D-Glucan"^^xsd:string,
        "(1,4-beta-D-Glucosyl)n"^^xsd:string,
        "(1,4-beta-D-glucosyl)n"^^xsd:string,
        "(1,4-beta-D-Glucosyl)n+1"^^xsd:string,
        "(1,4-beta-D-Glucosyl)n-1"^^xsd:string,
        "Cellulose"^^xsd:string ;
    oboInOwl:id "CHEBI:18246"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:18248 a owl:Class ;
    oboInOwl:hasDbXref "CAS:7439-89-6"^^xsd:string,
        "DrugBank:DB01592"^^xsd:string,
        "HMDB:HMDB0015531"^^xsd:string,
        "KEGG:C00023"^^xsd:string,
        "Reaxys:4122945"^^xsd:string,
        "WebElements:Fe"^^xsd:string ;
    rdfs:label "iron atom"^^xsd:string ;
    definition: "An iron group element atom that has atomic number 26."^^xsd:string ;
    rdfs:subClassOf CHEBI:33356,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:27027 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "Fe"^^xsd:string ;
    chebi:inchi "InChI=1S/Fe"^^xsd:string ;
    chebi:inchikey "XEEYBQQBJWHFJM-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "55.84500"^^xsd:string ;
    chebi:monoisotopicmass "55.93494"^^xsd:string ;
    chebi:smiles "[Fe]"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:5974"^^xsd:string,
        "CHEBI:13322"^^xsd:string,
        "CHEBI:24872"^^xsd:string ;
    oboInOwl:hasExactSynonym "iron"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "26Fe"^^xsd:string,
        "Eisen"^^xsd:string,
        "Fe"^^xsd:string,
        "fer"^^xsd:string,
        "ferrum"^^xsd:string,
        "hierro"^^xsd:string,
        "Iron"^^xsd:string,
        "iron"^^xsd:string ;
    oboInOwl:id "CHEBI:18248"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:18254 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C00911"^^xsd:string ;
    rdfs:label "ribonucleoside"^^xsd:string ;
    definition: "Any nucleoside where the sugar component is D-ribose."^^xsd:string ;
    rdfs:subClassOf CHEBI:33838,
        CHEBI:47019 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5H9O4R"^^xsd:string ;
    chebi:mass "133.123"^^xsd:string ;
    chebi:monoisotopicmass "133.05008"^^xsd:string ;
    chebi:smiles "OC[C@H]1O[C@@H]([*])[C@H](O)[C@@H]1O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:4240"^^xsd:string,
        "CHEBI:8844"^^xsd:string,
        "CHEBI:13014"^^xsd:string,
        "CHEBI:13015"^^xsd:string,
        "CHEBI:13685"^^xsd:string,
        "CHEBI:21085"^^xsd:string,
        "CHEBI:26560"^^xsd:string ;
    oboInOwl:hasExactSynonym "Ribonucleoside"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "a ribonucleoside"^^xsd:string,
        "ribonucleosides"^^xsd:string ;
    oboInOwl:id "CHEBI:18254"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:18257 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1722296"^^xsd:string,
        "CAS:616-07-9"^^xsd:string,
        "Gmelin:847696"^^xsd:string,
        "KEGG:C01602"^^xsd:string,
        "KNApSAcK:C00001384"^^xsd:string,
        "PMID:15449570"^^xsd:string,
        "PMID:17190852"^^xsd:string,
        "PMID:22264337"^^xsd:string,
        "Reaxys:1722296"^^xsd:string ;
    rdfs:label "ornithine"^^xsd:string ;
    definition: "An alpha-amino acid that is pentanoic acid bearing two amino substituents at positions 2 and 5."^^xsd:string ;
    rdfs:subClassOf CHEBI:83925,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:32964 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:46912 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:83056 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:84735 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5H12N2O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H12N2O2/c6-3-1-2-4(7)5(8)9/h4H,1-3,6-7H2,(H,8,9)"^^xsd:string ;
    chebi:inchikey "AHLPHDHHMVZTML-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "132.16106"^^xsd:string ;
    chebi:monoisotopicmass "132.08988"^^xsd:string ;
    chebi:smiles "NCCCC(N)C(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:7784"^^xsd:string ;
    oboInOwl:hasExactSynonym "2,5-diaminopentanoic acid"^^xsd:string,
        "Ornithine"^^xsd:string,
        "ornithine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2,5-Diaminopentanoic acid"^^xsd:string,
        "2,5-Diaminovaleric acid"^^xsd:string,
        "DL-Ornithine"^^xsd:string,
        "Orn"^^xsd:string ;
    oboInOwl:id "CHEBI:18257"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:18269 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C00372"^^xsd:string ;
    rdfs:label "(1->6)-alpha-D-glucan"^^xsd:string ;
    definition: "An alpha-D-glucan in which the glucose units are connected by (1->6) linkages."^^xsd:string ;
    rdfs:subClassOf CHEBI:22385 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "(C6H10O5)nH2O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:4467"^^xsd:string,
        "CHEBI:10818"^^xsd:string,
        "CHEBI:23650"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1,6-alpha-D-Glucan"^^xsd:string,
        "(1,6-alpha-D-Glucosyl)n"^^xsd:string,
        "(1,6-alpha-D-glucosyl)n"^^xsd:string ;
    oboInOwl:id "CHEBI:18269"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:18271 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C01240"^^xsd:string ;
    rdfs:label "2',3'-cyclic nucleotide"^^xsd:string ;
    rdfs:subClassOf CHEBI:23447,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:66954 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5H8O6PR"^^xsd:string ;
    chebi:mass "195.087"^^xsd:string ;
    chebi:monoisotopicmass "195.00585"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:827"^^xsd:string,
        "CHEBI:14670"^^xsd:string,
        "CHEBI:19216"^^xsd:string ;
    oboInOwl:hasExactSynonym "2',3'-Cyclic nucleotide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2',3'-cyclic nucleotides"^^xsd:string,
        "Nucleoside 2',3'-cyclic phosphate"^^xsd:string ;
    oboInOwl:id "CHEBI:18271"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:18274 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C02269"^^xsd:string,
        "KEGG:C03216"^^xsd:string ;
    rdfs:label "2'-deoxyribonucleoside"^^xsd:string ;
    rdfs:subClassOf CHEBI:23636,
        CHEBI:47018 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5H9O3R"^^xsd:string ;
    chebi:mass "117.123"^^xsd:string ;
    chebi:monoisotopicmass "117.05517"^^xsd:string ;
    chebi:smiles "OC[C@H]1O[C@@H]([*])C[C@@H]1O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:1083"^^xsd:string,
        "CHEBI:4421"^^xsd:string,
        "CHEBI:11394"^^xsd:string,
        "CHEBI:11567"^^xsd:string,
        "CHEBI:11568"^^xsd:string,
        "CHEBI:19259"^^xsd:string,
        "CHEBI:19560"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2'-Deoxynucleoside"^^xsd:string,
        "2'-deoxyribonucleosides"^^xsd:string,
        "2-Deoxy-D-ribosyl-base"^^xsd:string,
        "a 2'-deoxyribonucleoside"^^xsd:string,
        "Deoxynucleoside"^^xsd:string ;
    oboInOwl:id "CHEBI:18274"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:18282 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C00701"^^xsd:string,
        "Wikipedia:Nucleobase"^^xsd:string ;
    rdfs:label "nucleobase"^^xsd:string ;
    definition: "That part of DNA or RNA that may be involved in pairing."^^xsd:string ;
    rdfs:subClassOf CHEBI:38101 ;
    oboInOwl:hasAlternativeId "CHEBI:2995"^^xsd:string,
        "CHEBI:13873"^^xsd:string,
        "CHEBI:25598"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Base"^^xsd:string,
        "nucleobases"^^xsd:string ;
    oboInOwl:id "CHEBI:18282"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:18291 a owl:Class ;
    oboInOwl:hasDbXref "CAS:7439-96-5"^^xsd:string,
        "KEGG:C00034"^^xsd:string,
        "WebElements:Mn"^^xsd:string ;
    rdfs:label "manganese atom"^^xsd:string ;
    rdfs:subClassOf CHEBI:33352,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:27027 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "Mn"^^xsd:string ;
    chebi:inchi "InChI=1S/Mn"^^xsd:string ;
    chebi:inchikey "PWHULOQIROXLJO-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "54.93805"^^xsd:string ;
    chebi:monoisotopicmass "54.93804"^^xsd:string ;
    chebi:smiles "[Mn]"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:6681"^^xsd:string,
        "CHEBI:13382"^^xsd:string,
        "CHEBI:25153"^^xsd:string ;
    oboInOwl:hasExactSynonym "manganese"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "25Mn"^^xsd:string,
        "Mangan"^^xsd:string,
        "Manganese"^^xsd:string,
        "manganese"^^xsd:string,
        "manganeso"^^xsd:string,
        "manganum"^^xsd:string,
        "Mn"^^xsd:string ;
    oboInOwl:id "CHEBI:18291"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:18292 a owl:Class ;
    oboInOwl:hasDbXref "BPDB:2440"^^xsd:string,
        "CAS:6894-38-8"^^xsd:string,
        "Chemspider:4444606"^^xsd:string,
        "FooDB:FDB015493"^^xsd:string,
        "HMDB:HMDB0032797"^^xsd:string,
        "KEGG:C08491"^^xsd:string,
        "KNApSAcK:C00000218"^^xsd:string,
        "LIPID_MAPS_instance:LMFA02020001"^^xsd:string,
        "PDBeChem:JAA"^^xsd:string,
        "PMID:17470145"^^xsd:string,
        "PMID:19704561"^^xsd:string,
        "PMID:28223489"^^xsd:string,
        "PMID:33516967"^^xsd:string,
        "Reaxys:2692609"^^xsd:string,
        "Wikipedia:Jasmonic_acid"^^xsd:string ;
    rdfs:label "jasmonic acid"^^xsd:string ;
    definition: "An oxo monocarboxylic acid that is (3-oxocyclopentyl)acetic acid substituted by a (2Z)-pent-2-en-1-yl group at position 2 of the cyclopentane ring."^^xsd:string ;
    rdfs:subClassOf CHEBI:35871,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:58431 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:139300 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:24937 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C12H18O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C12H18O3/c1-2-3-4-5-10-9(8-12(14)15)6-7-11(10)13/h3-4,9-10H,2,5-8H2,1H3,(H,14,15)/b4-3-/t9-,10-/m1/s1"^^xsd:string ;
    chebi:inchikey "ZNJFBWYDHIGLCU-HWKXXFMVSA-N"^^xsd:string ;
    chebi:mass "210.273"^^xsd:string ;
    chebi:monoisotopicmass "210.12559"^^xsd:string ;
    chebi:smiles "CC\\C=C/C[C@@H]1[C@@H](CC(O)=O)CCC1=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:95"^^xsd:string,
        "CHEBI:14486"^^xsd:string,
        "CHEBI:18487"^^xsd:string ;
    oboInOwl:hasExactSynonym "Jasmonic acid"^^xsd:string,
        "{(1R,2R)-3-oxo-2-[(2Z)-pent-2-en-1-yl]cyclopentyl}acetic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-{(1R,2R)-3-oxo-2-[(Z)-pent-2-enyl]cyclopentyl}acetate"^^xsd:string,
        "(1R,2R)-3-oxo-2-(2Z)-2-penten-ylcyclopentanacetic acid"^^xsd:string,
        "(1R,2R)-3-oxo-2-(pent-2Z-enyl)-cyclopentaneacetic acid"^^xsd:string,
        "(-)-Jasmonic acid"^^xsd:string,
        "(-)-jasmonic acid"^^xsd:string,
        "Jasmonate"^^xsd:string ;
    oboInOwl:id "CHEBI:18292"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:18295 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:2012"^^xsd:string,
        "CAS:51-45-6"^^xsd:string,
        "Drug_Central:1375"^^xsd:string,
        "Gmelin:2968"^^xsd:string,
        "HMDB:HMDB0000870"^^xsd:string,
        "KEGG:C00388"^^xsd:string,
        "KEGG:D08040"^^xsd:string,
        "KNApSAcK:C00001414"^^xsd:string,
        "MetaCyc:HISTAMINE"^^xsd:string,
        "PDBeChem:HSM"^^xsd:string,
        "PMID:16399866"^^xsd:string,
        "PMID:19547708"^^xsd:string,
        "PMID:19843401"^^xsd:string,
        "PMID:22770225"^^xsd:string,
        "PMID:24101735"^^xsd:string,
        "Reaxys:2012"^^xsd:string,
        "Wikipedia:Histamine"^^xsd:string ;
    rdfs:label "histamine"^^xsd:string ;
    definition: "A member of the class of imidazoles that is 1H-imidazole substituted at position C-4 by a 2-aminoethyl group."^^xsd:string ;
    rdfs:subClassOf CHEBI:24780,
        CHEBI:64365,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:58432 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:25512 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5H9N3"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H9N3/c6-2-1-5-3-7-4-8-5/h3-4H,1-2,6H2,(H,7,8)"^^xsd:string ;
    chebi:inchikey "NTYJJOPFIAHURM-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "111.14518"^^xsd:string ;
    chebi:monoisotopicmass "111.07965"^^xsd:string ;
    chebi:smiles "NCCc1c[nH]cn1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:817"^^xsd:string,
        "CHEBI:14401"^^xsd:string,
        "CHEBI:24596"^^xsd:string,
        "CHEBI:43187"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-(1H-imidazol-4-yl)ethanamine"^^xsd:string,
        "HISTAMINE"^^xsd:string,
        "Histamine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1H-Imidazole-4-ethanamine"^^xsd:string,
        "2-(4-Imidazolyl)ethylamine"^^xsd:string ;
    oboInOwl:id "CHEBI:18295"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:18310 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C01371"^^xsd:string ;
    rdfs:label "alkane"^^xsd:string ;
    definition: "An acyclic branched or unbranched hydrocarbon having the general formula CnH2n+2, and therefore consisting entirely of hydrogen atoms and saturated carbon atoms."^^xsd:string ;
    rdfs:subClassOf CHEBI:24632,
        CHEBI:33653 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "CH3R"^^xsd:string ;
    chebi:mass "15.035"^^xsd:string ;
    chebi:monoisotopicmass "15.02348"^^xsd:string ;
    chebi:smiles "C[*]"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:2576"^^xsd:string,
        "CHEBI:13435"^^xsd:string,
        "CHEBI:22317"^^xsd:string ;
    oboInOwl:hasExactSynonym "Alkane"^^xsd:string,
        "alkane"^^xsd:string,
        "alkanes"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "alcane"^^xsd:string,
        "alcanes"^^xsd:string,
        "alcano"^^xsd:string,
        "alcanos"^^xsd:string,
        "Alkan"^^xsd:string,
        "an alkane"^^xsd:string,
        "RH"^^xsd:string ;
    oboInOwl:id "CHEBI:18310"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:18344 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:147451"^^xsd:string,
        "CAS:492-27-3"^^xsd:string,
        "HMDB:HMDB0000715"^^xsd:string,
        "KEGG:C01717"^^xsd:string,
        "KNApSAcK:C00026453"^^xsd:string,
        "KNApSAcK:C00026494"^^xsd:string,
        "LINCS:LSM-24962"^^xsd:string,
        "MetaCyc:KYNURENATE"^^xsd:string,
        "PDBeChem:KYA"^^xsd:string,
        "PMID:7882580"^^xsd:string,
        "PMID:8579218"^^xsd:string,
        "PMID:8637415"^^xsd:string,
        "PMID:9078543"^^xsd:string,
        "PMID:10088651"^^xsd:string,
        "PMID:10867830"^^xsd:string,
        "PMID:10881031"^^xsd:string,
        "PMID:11051465"^^xsd:string,
        "PMID:11129102"^^xsd:string,
        "PMID:11191832"^^xsd:string,
        "PMID:11244357"^^xsd:string,
        "PMID:11334243"^^xsd:string,
        "PMID:11452979"^^xsd:string,
        "PMID:11521749"^^xsd:string,
        "PMID:11982504"^^xsd:string,
        "PMID:12503245"^^xsd:string,
        "PMID:12757473"^^xsd:string,
        "PMID:12926536"^^xsd:string,
        "PMID:14724046"^^xsd:string,
        "PMID:14770276"^^xsd:string,
        "PMID:15206728"^^xsd:string,
        "PMID:15364012"^^xsd:string,
        "PMID:15517427"^^xsd:string,
        "PMID:15605380"^^xsd:string,
        "PMID:15961072"^^xsd:string,
        "PMID:16088227"^^xsd:string,
        "PMID:16220290"^^xsd:string,
        "PMID:16388784"^^xsd:string,
        "PMID:16416446"^^xsd:string,
        "PMID:16457470"^^xsd:string,
        "PMID:16603336"^^xsd:string,
        "PMID:16644124"^^xsd:string,
        "PMID:16845213"^^xsd:string,
        "PMID:16888405"^^xsd:string,
        "PMID:16920787"^^xsd:string,
        "PMID:17023091"^^xsd:string,
        "PMID:17364732"^^xsd:string,
        "PMID:17573079"^^xsd:string,
        "PMID:17959203"^^xsd:string,
        "PMID:18231708"^^xsd:string,
        "PMID:18235993"^^xsd:string,
        "PMID:18346850"^^xsd:string,
        "PMID:18462830"^^xsd:string,
        "PMID:18836681"^^xsd:string,
        "PMID:18950711"^^xsd:string,
        "PMID:19187269"^^xsd:string,
        "PMID:19523966"^^xsd:string,
        "PMID:19616570"^^xsd:string,
        "PMID:19815960"^^xsd:string,
        "PMID:19816853"^^xsd:string,
        "PMID:22065206"^^xsd:string,
        "PMID:22108572"^^xsd:string,
        "PMID:22224417"^^xsd:string,
        "PMID:22732505"^^xsd:string,
        "PMID:22770225"^^xsd:string,
        "PMID:22814028"^^xsd:string,
        "PMID:22915278"^^xsd:string,
        "PMID:23030614"^^xsd:string,
        "Reaxys:147451"^^xsd:string,
        "Wikipedia:Kynurenic_acid"^^xsd:string ;
    rdfs:label "kynurenic acid"^^xsd:string ;
    definition: "A quinolinemonocarboxylic acid that is quinoline-2-carboxylic acid substituted by a hydroxy group at C-4."^^xsd:string ;
    rdfs:subClassOf CHEBI:26512,
        CHEBI:38775,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:58454 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48878 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:60643 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:63726 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:70998 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C10H7NO3"^^xsd:string ;
    chebi:inchi "InChI=1S/C10H7NO3/c12-9-5-8(10(13)14)11-7-4-2-1-3-6(7)9/h1-5H,(H,11,12)(H,13,14)"^^xsd:string ;
    chebi:inchikey "HCZHHEIFKROPDY-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "189.16750"^^xsd:string ;
    chebi:monoisotopicmass "189.04259"^^xsd:string ;
    chebi:smiles "OC(=O)c1cc(O)c2ccccc2n1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:1841"^^xsd:string,
        "CHEBI:14495"^^xsd:string,
        "CHEBI:20378"^^xsd:string ;
    oboInOwl:hasExactSynonym "4-hydroxyquinoline-2-carboxylic acid"^^xsd:string,
        "Kynurenic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "4-Hydroxy-2-chinolincarbonsaeure"^^xsd:string,
        "4-Hydroxy-2-quinolinecarboxylic acid"^^xsd:string,
        "4-hydroxy-2-quinolinecarboxylic acid"^^xsd:string,
        "4-hydroxyquinaldic acid"^^xsd:string,
        "4-hydroxyquinaldinic acid"^^xsd:string,
        "Kynurenate"^^xsd:string,
        "Kynurensaeure"^^xsd:string ;
    oboInOwl:id "CHEBI:18344"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:18358 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:196453"^^xsd:string,
        "CAS:298-81-7"^^xsd:string,
        "Drug_Central:30"^^xsd:string,
        "DrugBank:DB00553"^^xsd:string,
        "HMDB:HMDB0014693"^^xsd:string,
        "KEGG:C01864"^^xsd:string,
        "KEGG:D00139"^^xsd:string,
        "KNApSAcK:C00000576"^^xsd:string,
        "LINCS:LSM-3410"^^xsd:string,
        "Patent:US2889337"^^xsd:string,
        "PDBeChem:8MO"^^xsd:string,
        "PMID:7945434"^^xsd:string,
        "PMID:15009205"^^xsd:string,
        "PMID:28166217"^^xsd:string,
        "Reaxys:196453"^^xsd:string,
        "Wikipedia:Methoxsalen"^^xsd:string ;
    rdfs:label "methoxsalen"^^xsd:string ;
    definition: "A member of the class of psoralens that is 7H-furo[3,2-g]chromen-7-one in which the 9 position is substituted by a methoxy group. It is a constituent of the fruits of Ammi majus. Like other psoralens, trioxsalen causes photosensitization of the skin. It is administered topically or orally in conjunction with UV-A for phototherapy treatment of vitiligo and severe psoriasis."^^xsd:string ;
    rdfs:subClassOf CHEBI:26369,
        CHEBI:35618,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:27616 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35610 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:47868 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50177 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50684 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C12H8O4"^^xsd:string ;
    chebi:inchi "InChI=1S/C12H8O4/c1-14-12-10-8(4-5-15-10)6-7-2-3-9(13)16-11(7)12/h2-6H,1H3"^^xsd:string ;
    chebi:inchikey "QXKHYNVANLEOEG-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "216.18950"^^xsd:string ;
    chebi:monoisotopicmass "216.04226"^^xsd:string ;
    chebi:smiles "COc1c2occc2cc2ccc(=O)oc12"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:10068"^^xsd:string,
        "CHEBI:12268"^^xsd:string,
        "CHEBI:12715"^^xsd:string,
        "CHEBI:21960"^^xsd:string,
        "CHEBI:27330"^^xsd:string,
        "CHEBI:27331"^^xsd:string,
        "CHEBI:40342"^^xsd:string,
        "CHEBI:101063"^^xsd:string ;
    oboInOwl:hasExactSynonym "9-methoxy-7H-furo[3,2-g]chromen-7-one"^^xsd:string,
        "METHOXSALEN"^^xsd:string,
        "Methoxsalen"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "6-hydroxy-7-methoxy-5-benzofuranacrylic acid delta-lactone"^^xsd:string,
        "8-methoxy-2',3',6,7-furocoumarin"^^xsd:string,
        "8-methoxy-4',5':6,7-furocoumarin"^^xsd:string,
        "8-methoxy-[furano-3'.2':6.7-coumarin]"^^xsd:string,
        "8-Methoxyfuranocoumarin"^^xsd:string,
        "8-Methoxypsoralen"^^xsd:string,
        "8-methoxypsoralen"^^xsd:string,
        "8-MOP"^^xsd:string,
        "8-MP"^^xsd:string,
        "9-methoxy-7H-furo[3,2-g][1]benzopyran-7-one"^^xsd:string,
        "Meladinine"^^xsd:string,
        "Meloxine"^^xsd:string,
        "O-Methylxanthotoxol"^^xsd:string,
        "O-methylxanthotoxol"^^xsd:string,
        "Oxsoralen"^^xsd:string,
        "Ultra Mop"^^xsd:string,
        "Uvadex"^^xsd:string,
        "Xanthotoxin"^^xsd:string,
        "xanthotoxin"^^xsd:string ;
    oboInOwl:id "CHEBI:18358"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:18367 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:3903772"^^xsd:string,
        "CAS:14265-44-2"^^xsd:string,
        "Gmelin:1997"^^xsd:string,
        "KEGG:C00009"^^xsd:string,
        "PDBeChem:PO4"^^xsd:string,
        "Reaxys:3903772"^^xsd:string ;
    rdfs:label "phosphate(3-)"^^xsd:string ;
    definition: "A phosphate ion that is the conjugate base of hydrogenphosphate."^^xsd:string ;
    rdfs:subClassOf CHEBI:35780,
        CHEBI:79387,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:43474 ] ;
    chebi:charge "-3"^^xsd:string ;
    chebi:formula "O4P"^^xsd:string ;
    chebi:inchi "InChI=1S/H3O4P/c1-5(2,3)4/h(H3,1,2,3,4)/p-3"^^xsd:string ;
    chebi:inchikey "NBIIXXVUZAFLBC-UHFFFAOYSA-K"^^xsd:string ;
    chebi:mass "94.97136"^^xsd:string ;
    chebi:monoisotopicmass "94.95507"^^xsd:string ;
    chebi:smiles "[O-]P([O-])([O-])=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:7793"^^xsd:string,
        "CHEBI:14791"^^xsd:string,
        "CHEBI:45024"^^xsd:string ;
    oboInOwl:hasExactSynonym "phosphate"^^xsd:string,
        "tetraoxidophosphate(3-)"^^xsd:string,
        "tetraoxophosphate(3-)"^^xsd:string,
        "tetraoxophosphate(V)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "[PO4](3-)"^^xsd:string,
        "Orthophosphate"^^xsd:string,
        "Phosphate"^^xsd:string,
        "PHOSPHATE ION"^^xsd:string,
        "PO4(3-)"^^xsd:string ;
    oboInOwl:id "CHEBI:18367"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:18375 a owl:Class ;
    rdfs:label "nucleoside 3',5'-cyclic phosphate"^^xsd:string ;
    definition: "A ribosyl or deoxyribosyl derivative of a pyrimidine or purine base in which C-3 and C-5 of the ribose ring are engaged in formation of a cyclic mono-, di-, tri- or tetra-phosphate."^^xsd:string ;
    rdfs:subClassOf CHEBI:23447,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:58464 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5H7O5PR2"^^xsd:string ;
    chebi:mass "178.07980"^^xsd:string ;
    chebi:monoisotopicmass "178.00311"^^xsd:string ;
    chebi:smiles "OP1(=O)OC[C@H]2O[C@@H]([*])[C@H]([*])[C@@H]2O1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:1331"^^xsd:string,
        "CHEBI:14672"^^xsd:string,
        "CHEBI:19833"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "nucleoside 3',5'-cyclic phosphates"^^xsd:string ;
    oboInOwl:id "CHEBI:18375"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:18379 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C00726"^^xsd:string ;
    rdfs:label "nitrile"^^xsd:string ;
    definition: "A compound having the structure RC#N; thus a C-substituted derivative of hydrocyanic acid, HC#N. In systematic nomenclature, the suffix nitrile denotes the triply bound #N atom, not the carbon atom attached to it."^^xsd:string ;
    rdfs:subClassOf CHEBI:23424,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:48819 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "CNR"^^xsd:string ;
    chebi:mass "26.01740"^^xsd:string ;
    chebi:monoisotopicmass "26.00307"^^xsd:string ;
    chebi:smiles "[*]C#N"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:7584"^^xsd:string,
        "CHEBI:13212"^^xsd:string,
        "CHEBI:13426"^^xsd:string,
        "CHEBI:13660"^^xsd:string,
        "CHEBI:25547"^^xsd:string ;
    oboInOwl:hasExactSynonym "Nitrile"^^xsd:string,
        "nitrile"^^xsd:string,
        "nitriles"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "a nitrile"^^xsd:string,
        "Nitril"^^xsd:string,
        "nitrilos"^^xsd:string,
        "R-CN"^^xsd:string ;
    oboInOwl:id "CHEBI:18379"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:18401 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:3539899"^^xsd:string,
        "Gmelin:327522"^^xsd:string,
        "MetaCyc:PHENYLACETATE"^^xsd:string,
        "Reaxys:3539899"^^xsd:string,
        "UM-BBD_compID:c0211"^^xsd:string ;
    rdfs:label "phenylacetate"^^xsd:string ;
    definition: "A monocarboxylic acid anion that is the conjugate base of phenylacetic acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:35757,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:30089 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:30745 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C8H7O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C8H8O2/c9-8(10)6-7-4-2-1-3-5-7/h1-5H,6H2,(H,9,10)/p-1"^^xsd:string ;
    chebi:inchikey "WLJVXDMOQOGPHL-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "135.13998"^^xsd:string ;
    chebi:monoisotopicmass "135.04515"^^xsd:string ;
    chebi:smiles "[O-]C(=O)Cc1ccccc1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:14779"^^xsd:string,
        "CHEBI:25975"^^xsd:string ;
    oboInOwl:hasExactSynonym "phenylacetate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-phenylacetate"^^xsd:string,
        "2-phenylethanoate"^^xsd:string,
        "phenylacetate anion"^^xsd:string,
        "phenylacetate(1-)"^^xsd:string,
        "phenylacetic acid anion"^^xsd:string ;
    oboInOwl:id "CHEBI:18401"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:18407 a owl:Class ;
    oboInOwl:hasDbXref "CAS:74-90-8"^^xsd:string,
        "HMDB:HMDB0060292"^^xsd:string,
        "KEGG:C01326"^^xsd:string,
        "KNApSAcK:C00007569"^^xsd:string,
        "MetaCyc:HCN"^^xsd:string,
        "PMID:19849830"^^xsd:string,
        "PMID:26700190"^^xsd:string,
        "PMID:26778429"^^xsd:string,
        "PMID:26823582"^^xsd:string,
        "PMID:26940198"^^xsd:string,
        "PMID:27123778"^^xsd:string,
        "Reaxys:1718793"^^xsd:string,
        "Wikipedia:Hydrogen_cyanide"^^xsd:string ;
    rdfs:label "hydrogen cyanide"^^xsd:string ;
    definition: "A one-carbon compound consisting of a methine group triple bonded to a nitrogen atom"^^xsd:string ;
    rdfs:subClassOf CHEBI:33405,
        CHEBI:64708,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:17514 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:36856 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:64909 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "CHN"^^xsd:string ;
    chebi:inchi "InChI=1S/CHN/c1-2/h1H"^^xsd:string ;
    chebi:inchikey "LELOWRISYMNNSU-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "27.02530"^^xsd:string ;
    chebi:monoisotopicmass "27.01090"^^xsd:string ;
    chebi:smiles "C#N"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:5786"^^xsd:string,
        "CHEBI:13362"^^xsd:string ;
    oboInOwl:hasExactSynonym "hydridonitridocarbon"^^xsd:string,
        "Hydrogen cyanide"^^xsd:string,
        "hydrogen cyanide"^^xsd:string,
        "hydrogen(nitridocarbonate)"^^xsd:string,
        "methanenitrile"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "[CHN]"^^xsd:string,
        "Blausaeure"^^xsd:string,
        "Cyanwasserstoff"^^xsd:string,
        "formonitrile"^^xsd:string,
        "HCN"^^xsd:string,
        "hydrocyanic acid"^^xsd:string ;
    oboInOwl:id "CHEBI:18407"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:18420 a owl:Class ;
    oboInOwl:hasDbXref "CAS:22537-22-0"^^xsd:string,
        "Gmelin:6857"^^xsd:string,
        "KEGG:C00305"^^xsd:string,
        "PDBeChem:MG"^^xsd:string,
        "PMID:24259558"^^xsd:string ;
    rdfs:label "magnesium(2+)"^^xsd:string ;
    rdfs:subClassOf CHEBI:30412,
        CHEBI:39127,
        CHEBI:60240,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:23357 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:176497 ] ;
    chebi:charge "+2"^^xsd:string ;
    chebi:formula "Mg"^^xsd:string ;
    chebi:inchi "InChI=1S/Mg/q+2"^^xsd:string ;
    chebi:inchikey "JLVVSXFLKOJNIY-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "24.30500"^^xsd:string ;
    chebi:monoisotopicmass "23.98394"^^xsd:string ;
    chebi:smiles "[Mg++]"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:6635"^^xsd:string,
        "CHEBI:13379"^^xsd:string,
        "CHEBI:25112"^^xsd:string,
        "CHEBI:49736"^^xsd:string ;
    oboInOwl:hasExactSynonym "magnesium cation"^^xsd:string,
        "magnesium(2+)"^^xsd:string,
        "magnesium(2+) ion"^^xsd:string,
        "magnesium(II) cation"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "MAGNESIUM ION"^^xsd:string,
        "magnesium, doubly charged positive ion"^^xsd:string,
        "magnesium, ion (Mg(2+))"^^xsd:string,
        "Mg2+"^^xsd:string,
        "Mg(2+)"^^xsd:string ;
    oboInOwl:id "CHEBI:18420"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:18487 a owl:Class ;
    owl:deprecated true ;
    replacedBy: CHEBI:18292 ;
    obsReason: termsMerged: .

CHEBI:18723 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:82108"^^xsd:string,
        "Beilstein:82111"^^xsd:string,
        "CAS:22083-74-5"^^xsd:string,
        "DrugBank:DB00184"^^xsd:string,
        "HMDB:HMDB0014330"^^xsd:string,
        "KEGG:C16150"^^xsd:string,
        "KNApSAcK:C00002057"^^xsd:string,
        "PMID:7097594"^^xsd:string,
        "PMID:7564279"^^xsd:string,
        "PMID:7566693"^^xsd:string,
        "PMID:7807214"^^xsd:string,
        "PMID:7896575"^^xsd:string,
        "PMID:8156919"^^xsd:string,
        "PMID:8545712"^^xsd:string,
        "PMID:8764340"^^xsd:string,
        "PMID:9203638"^^xsd:string,
        "PMID:9450943"^^xsd:string,
        "PMID:9621392"^^xsd:string,
        "PMID:10751565"^^xsd:string,
        "PMID:11192937"^^xsd:string,
        "PMID:11471991"^^xsd:string,
        "PMID:11559179"^^xsd:string,
        "PMID:11682702"^^xsd:string,
        "PMID:11714820"^^xsd:string,
        "PMID:11719700"^^xsd:string,
        "PMID:11801622"^^xsd:string,
        "PMID:11818389"^^xsd:string,
        "PMID:11860617"^^xsd:string,
        "PMID:12197757"^^xsd:string,
        "PMID:12700710"^^xsd:string,
        "PMID:12965231"^^xsd:string,
        "PMID:14715938"^^xsd:string,
        "PMID:15183514"^^xsd:string,
        "PMID:15251917"^^xsd:string,
        "PMID:15313135"^^xsd:string,
        "PMID:15458549"^^xsd:string,
        "PMID:15707677"^^xsd:string,
        "PMID:15894687"^^xsd:string,
        "PMID:15960296"^^xsd:string,
        "PMID:15961264"^^xsd:string,
        "PMID:16496293"^^xsd:string,
        "PMID:16950410"^^xsd:string,
        "PMID:17167832"^^xsd:string,
        "PMID:17206646"^^xsd:string,
        "PMID:17438652"^^xsd:string,
        "PMID:17498149"^^xsd:string,
        "PMID:17942810"^^xsd:string,
        "PMID:18077004"^^xsd:string,
        "PMID:18311975"^^xsd:string,
        "PMID:18380035"^^xsd:string,
        "PMID:18383130"^^xsd:string,
        "PMID:18651995"^^xsd:string,
        "PMID:18922921"^^xsd:string,
        "PMID:19100331"^^xsd:string,
        "PMID:19287496"^^xsd:string,
        "PMID:19389046"^^xsd:string,
        "PMID:19465085"^^xsd:string,
        "PMID:20338106"^^xsd:string,
        "PMID:20528766"^^xsd:string,
        "PMID:21636612"^^xsd:string,
        "PMID:21822688"^^xsd:string,
        "PMID:21945235"^^xsd:string,
        "PMID:22129149"^^xsd:string,
        "PMID:22218403"^^xsd:string,
        "PMID:22331007"^^xsd:string,
        "PMID:22377934"^^xsd:string,
        "PMID:22448647"^^xsd:string,
        "PMID:22459798"^^xsd:string,
        "PMID:22529223"^^xsd:string,
        "PMID:22573728"^^xsd:string,
        "PMID:22585541"^^xsd:string,
        "PMID:22589423"^^xsd:string,
        "PMID:22770225"^^xsd:string,
        "PMID:22792725"^^xsd:string,
        "PMID:22855884"^^xsd:string,
        "PMID:22930863"^^xsd:string,
        "PMID:22935730"^^xsd:string,
        "PMID:23108361"^^xsd:string,
        "PMID:23117126"^^xsd:string,
        "Reaxys:82108"^^xsd:string,
        "UM-BBD_compID:c0468"^^xsd:string,
        "Wikipedia:Nicotine"^^xsd:string ;
    rdfs:label "nicotine"^^xsd:string ;
    definition: "A racemate composed of equimolar amounts of (R)- and (S)-nicotine."^^xsd:string ;
    rdfs:subClassOf CHEBI:60911,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:17688 ],
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:39162 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35474 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:47958 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:49110 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50846 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50905 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50910 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:52290 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:59163 ] ;
    oboInOwl:hasExactSynonym "rac-3-(1-methylpyrrolidin-2-yl)pyridine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(+-)-3-(1-Methyl-2-pyrrolidinyl)pyridine"^^xsd:string,
        "(+-)-nicotine"^^xsd:string,
        "(R,S)-nicotine"^^xsd:string,
        "(RS)-nicotine"^^xsd:string,
        "nicotin"^^xsd:string,
        "nikotin"^^xsd:string ;
    oboInOwl:id "CHEBI:18723"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:18946 a owl:Class ;
    rdfs:label "delta-lactone"^^xsd:string ;
    definition: "A lactone having a six-membered lactone ring."^^xsd:string ;
    rdfs:subClassOf CHEBI:25000 ;
    oboInOwl:hasExactSynonym "delta-lactone"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1,5-lactone"^^xsd:string,
        "1,5-lactones"^^xsd:string,
        "delta-lactona"^^xsd:string,
        "delta-lactonas"^^xsd:string,
        "delta-lactones"^^xsd:string ;
    oboInOwl:id "CHEBI:18946"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:19129 a owl:Class ;
    rdfs:label "11alpha-hydroxy steroid"^^xsd:string ;
    rdfs:subClassOf CHEBI:36841 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "11alpha-hydroxy steroids"^^xsd:string ;
    oboInOwl:id "CHEBI:19129"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:19131 a owl:Class ;
    owl:deprecated true ;
    replacedBy: CHEBI:16827 ;
    obsReason: termsMerged: .

CHEBI:19168 a owl:Class ;
    rdfs:label "17-oxo steroid"^^xsd:string ;
    definition: "Any  oxo steroid carrying the oxo group at position 17."^^xsd:string ;
    rdfs:subClassOf CHEBI:3992,
        CHEBI:35789 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C18H27OR"^^xsd:string ;
    chebi:mass "259.407"^^xsd:string ;
    chebi:monoisotopicmass "259.20619"^^xsd:string ;
    chebi:smiles "CC12CCC3C(CCC4CCCCC34[*])C1CCC2=O"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "17-keto steroid"^^xsd:string,
        "17-keto steroids"^^xsd:string,
        "17-ketosteroid"^^xsd:string,
        "17-ketosteroids"^^xsd:string,
        "17-oxo steroids"^^xsd:string,
        "17-oxosteroid"^^xsd:string,
        "17-oxosteroids"^^xsd:string,
        "a 17-oxo steroid"^^xsd:string ;
    oboInOwl:id "CHEBI:19168"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:19212 a owl:Class ;
    owl:deprecated true ;
    replacedBy: CHEBI:27844 ;
    obsReason: termsMerged: .

CHEBI:19214 a owl:Class ;
    owl:deprecated true ;
    replacedBy: CHEBI:28181 ;
    obsReason: termsMerged: .

CHEBI:19217 a owl:Class ;
    rdfs:label "2',3'-cyclic purine nucleotide"^^xsd:string ;
    rdfs:subClassOf CHEBI:18271,
        CHEBI:36982 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2',3'-cyclic purine nucleotides"^^xsd:string ;
    oboInOwl:id "CHEBI:19217"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:19260 a owl:Class ;
    rdfs:label "2'-deoxyribonucleotide"^^xsd:string ;
    rdfs:subClassOf CHEBI:4431,
        CHEBI:19569,
        CHEBI:47018 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2'-deoxyribonucleotides"^^xsd:string ;
    oboInOwl:id "CHEBI:19260"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:19569 a owl:Class ;
    rdfs:label "2-deoxyribose phosphate"^^xsd:string ;
    definition: "A deoxyaldopentose phosphate in which the deoxyaldopentose is 2-deoxyribose."^^xsd:string ;
    rdfs:subClassOf CHEBI:23634 ;
    oboInOwl:hasAlternativeId "CHEBI:60749"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-deoxyribose phosphate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-deoxyribose phosphates"^^xsd:string,
        "deoxyribose phosphate"^^xsd:string ;
    oboInOwl:id "CHEBI:19569"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:19827 a owl:Class ;
    owl:deprecated true ;
    replacedBy: CHEBI:17489 ;
    obsReason: termsMerged: .

CHEBI:19829 a owl:Class ;
    owl:deprecated true ;
    replacedBy: CHEBI:16356 ;
    obsReason: termsMerged: .

CHEBI:19833 a owl:Class ;
    owl:deprecated true ;
    replacedBy: CHEBI:18375 ;
    obsReason: termsMerged: .

CHEBI:19834 a owl:Class ;
    rdfs:label "3',5'-cyclic purine nucleotide"^^xsd:string ;
    rdfs:subClassOf CHEBI:18375,
        CHEBI:36982 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3',5'-cyclic purine nucleotides"^^xsd:string ;
    oboInOwl:id "CHEBI:19834"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:20156 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C02941"^^xsd:string,
        "MetaCyc:3-Oxo-Delta-1-Steroids"^^xsd:string ;
    rdfs:label "3-oxo-Delta(1) steroid"^^xsd:string ;
    definition: "Any 3-oxo steroid that contains a double bond between positions 1 and 2."^^xsd:string ;
    rdfs:subClassOf CHEBI:47788,
        CHEBI:51689 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C19H27OR"^^xsd:string ;
    chebi:mass "271.418"^^xsd:string ;
    chebi:monoisotopicmass "271.20619"^^xsd:string ;
    chebi:smiles "C12C(C3C(C(CC3)*)(C)CC1)CCC4C2(C=CC(C4)=O)C"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:1625"^^xsd:string,
        "CHEBI:13603"^^xsd:string ;
    oboInOwl:hasExactSynonym "3-oxo-Delta(1) steroid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3-keto-Delta(1) steroid"^^xsd:string,
        "3-keto-Delta(1) steroids"^^xsd:string,
        "3-oxo Delta(1)-steroid"^^xsd:string,
        "3-oxo Delta(1)-steroids"^^xsd:string,
        "3-oxo-Delta1-steroid"^^xsd:string,
        "3-oxo-Delta1-steroids"^^xsd:string,
        "3-oxo-Delta(1) steroids"^^xsd:string,
        "3-oxo-Delta(1)-steroids"^^xsd:string,
        "a 3-oxo-Delta(1)-steroid"^^xsd:string ;
    oboInOwl:id "CHEBI:20156"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:20182 a owl:Class ;
    owl:deprecated true ;
    replacedBy: CHEBI:47788 ;
    obsReason: termsMerged: .

CHEBI:20346 a owl:Class ;
    rdfs:label "cinnamyl alcohol beta-D-glucoside"^^xsd:string ;
    rdfs:subClassOf CHEBI:22798 ;
    oboInOwl:hasExactSynonym "cinnamyl alcohol beta-D-glucoside"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "cinnamyl alcohol beta-D-glucosides"^^xsd:string ;
    oboInOwl:id "CHEBI:20346"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:20551 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:8144503"^^xsd:string,
        "Reaxys:8144503"^^xsd:string,
        "UM-BBD_compID:c0732"^^xsd:string ;
    rdfs:label "mesalaminate(1-)"^^xsd:string ;
    definition: "A hydroxybenzoate that is the conjugate base of mesalamine, arising from deprotonation of the carboxy group."^^xsd:string ;
    rdfs:subClassOf CHEBI:22494,
        CHEBI:24675,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:30762 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:6775 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C7H6NO3"^^xsd:string ;
    chebi:inchi "InChI=1S/C7H7NO3/c8-4-1-2-6(9)5(3-4)7(10)11/h1-3,9H,8H2,(H,10,11)/p-1"^^xsd:string ;
    chebi:inchikey "KBOPZPXVLCULAV-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "152.12740"^^xsd:string ;
    chebi:monoisotopicmass "152.03532"^^xsd:string ;
    chebi:smiles "Nc1ccc(O)c(c1)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "5-amino-2-hydroxybenzoate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "5-amino-2-hydroxybenzoate"^^xsd:string,
        "5-aminosalicylate"^^xsd:string,
        "5-aminosalicylate anion"^^xsd:string,
        "5-aminosalicylate(1-)"^^xsd:string,
        "mesalaminate"^^xsd:string,
        "mesalaminate anion"^^xsd:string ;
    oboInOwl:id "CHEBI:20551"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:20702 a owl:Class ;
    rdfs:label "2-aminopurines"^^xsd:string ;
    definition: "Any aminopurine having the amino substituent at the 2-position."^^xsd:string ;
    rdfs:subClassOf CHEBI:22527 ;
    oboInOwl:hasExactSynonym "2-aminopurines"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:20702"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:20706 a owl:Class ;
    oboInOwl:hasDbXref "PMID:1646334"^^xsd:string,
        "PMID:7342604"^^xsd:string,
        "PMID:18524423"^^xsd:string ;
    rdfs:label "6-aminopurines"^^xsd:string ;
    definition: "Any compound having 6-aminopurine (adenine) as part of its structure."^^xsd:string ;
    rdfs:subClassOf CHEBI:22527 ;
    oboInOwl:hasExactSynonym "6-aminopurines"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:20706"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:20857 a owl:Class ;
    rdfs:label "C-glycosyl compound"^^xsd:string ;
    definition: "A glycosyl compound arising formally from the elimination of water from a glycosidic hydroxy group and an H atom bound to a carbon atom, thus creating a C-C bond."^^xsd:string ;
    rdfs:subClassOf CHEBI:63161 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "C-glycoside"^^xsd:string,
        "C-glycosides"^^xsd:string,
        "C-glycosyl compounds"^^xsd:string ;
    oboInOwl:id "CHEBI:20857"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:20859 a owl:Class ;
    rdfs:label "C20-gibberellin"^^xsd:string ;
    rdfs:subClassOf CHEBI:24250 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "C20-gibberellins"^^xsd:string ;
    oboInOwl:id "CHEBI:20859"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:21241 a owl:Class ;
    owl:deprecated true ;
    replacedBy: CHEBI:176783 ;
    obsReason: termsMerged: .

CHEBI:21638 a owl:Class ;
    rdfs:label "N-acylglucosamine"^^xsd:string ;
    rdfs:subClassOf CHEBI:21656,
        CHEBI:24271 ;
    oboInOwl:hasExactSynonym "N-acylglucosamine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "N-acylglucosamines"^^xsd:string ;
    oboInOwl:id "CHEBI:21638"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:21644 a owl:Class ;
    rdfs:label "N-acyl-L-amino acid"^^xsd:string ;
    definition: "Any N-acylamino acid having L-configuration."^^xsd:string ;
    rdfs:subClassOf CHEBI:51569,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:15778 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:21644"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:21656 a owl:Class ;
    rdfs:label "N-acyl-hexosamine"^^xsd:string ;
    rdfs:subClassOf CHEBI:24586 ;
    oboInOwl:hasExactSynonym "N-acyl-hexosamine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "N-acyl-hexosamines"^^xsd:string ;
    oboInOwl:id "CHEBI:21656"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:21731 a owl:Class ;
    rdfs:label "N-glycosyl compound"^^xsd:string ;
    definition: "A glycosyl compound arising formally from the elimination of water from a glycosidic hydroxy group and an H atom bound to a nitrogen atom, thus creating a C-N bond."^^xsd:string ;
    rdfs:subClassOf CHEBI:35352,
        CHEBI:63161 ;
    oboInOwl:hasExactSynonym "glycosylamine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "glycosylamines"^^xsd:string,
        "N-glycoside"^^xsd:string,
        "N-glycosides"^^xsd:string,
        "N-glycosyl compounds"^^xsd:string ;
    oboInOwl:id "CHEBI:21731"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:22063 a owl:Class ;
    rdfs:label "sulfoxide"^^xsd:string ;
    definition: "An organosulfur compound having the structure R2S=O or R2C=S=O (R =/= H)."^^xsd:string ;
    rdfs:subClassOf CHEBI:33261 ;
    oboInOwl:hasAlternativeId "CHEBI:35813"^^xsd:string ;
    oboInOwl:hasExactSynonym "sulfoxide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "S-oxides"^^xsd:string,
        "sulfoxides"^^xsd:string ;
    oboInOwl:id "CHEBI:22063"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:22153 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Acaricide"^^xsd:string ;
    rdfs:label "acaricide"^^xsd:string ;
    definition: "A substance used to destroy pests of the subclass Acari (mites and ticks)."^^xsd:string ;
    rdfs:subClassOf CHEBI:25944 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "acaricides"^^xsd:string,
        "Akarizid"^^xsd:string,
        "Akarizide"^^xsd:string,
        "miticide"^^xsd:string ;
    oboInOwl:id "CHEBI:22153"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:22160 a owl:Class ;
    rdfs:label "acetamides"^^xsd:string ;
    definition: "Compounds with the general formula RNHC(=O)CH3."^^xsd:string ;
    rdfs:subClassOf CHEBI:37622 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:22160"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:22177 a owl:Class ;
    rdfs:label "acetohydroxamic acids"^^xsd:string ;
    definition: "Any hydroxamic acid in which the N-acyl group is specified as acetyl."^^xsd:string ;
    rdfs:subClassOf CHEBI:24650 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:22177"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:22187 a owl:Class ;
    rdfs:label "acetophenones"^^xsd:string ;
    definition: "A class or aromatic ketone consisting of acetophenone, PhC(=O)CH3, and its substituted derivatives."^^xsd:string ;
    rdfs:subClassOf CHEBI:51867,
        CHEBI:76224 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:22187"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:22213 a owl:Class ;
    rdfs:label "acridines"^^xsd:string ;
    rdfs:subClassOf CHEBI:39206 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:22213"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:22221 a owl:Class ;
    rdfs:label "acyl group"^^xsd:string ;
    definition: "An organic group formed by removing one or more hydroxy groups from an oxoacid that has the general structure RkE(=O)l(OH)m (l =/= 0). Although the term is almost always applied to organic compounds, with carboxylic acid as the oxoacid, acyl groups can in principle be derived from other types of acids such as sulfonic acids or phosphonic acids."^^xsd:string ;
    rdfs:subClassOf CHEBI:33247 ;
    oboInOwl:hasExactSynonym "acyl group"^^xsd:string,
        "alkanoyl"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "acyl groups"^^xsd:string,
        "alkanoyl group"^^xsd:string,
        "groupe acyle"^^xsd:string ;
    oboInOwl:id "CHEBI:22221"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:22249 a owl:Class ;
    owl:deprecated true ;
    replacedBy: CHEBI:15422 ;
    obsReason: termsMerged: .

CHEBI:22251 a owl:Class ;
    rdfs:label "adenosine bisphosphate"^^xsd:string ;
    rdfs:subClassOf CHEBI:22256,
        CHEBI:61078,
        CHEBI:61079 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "adenosine bisphosphates"^^xsd:string ;
    oboInOwl:id "CHEBI:22251"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:22256 a owl:Class ;
    rdfs:label "adenosine phosphate"^^xsd:string ;
    rdfs:subClassOf CHEBI:61296,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:16335 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "adenosine phosphates"^^xsd:string ;
    oboInOwl:id "CHEBI:22256"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:22260 a owl:Class ;
    rdfs:label "adenosines"^^xsd:string ;
    definition: "Any purine ribonucleoside that is a derivative of adenosine."^^xsd:string ;
    rdfs:subClassOf CHEBI:26399,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:16708 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:22260"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:22299 a owl:Class ;
    rdfs:label "aldonate"^^xsd:string ;
    definition: "A monocarboxylic acid anion resulting from the deprotonation of the carboxy group of an aldonic acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:33721,
        CHEBI:35757,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:22301 ] ;
    oboInOwl:hasExactSynonym "aldonate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "aldonates"^^xsd:string ;
    oboInOwl:id "CHEBI:22299"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:22301 a owl:Class ;
    rdfs:label "aldonic acid"^^xsd:string ;
    definition: "Any carbohydrate acid formed by oxidising the aldehyde functional group of an aldose to a carboxylic acid functional group. Aldonic acids have the general formula HOCH2[CH(OH)]nC(=O)OH."^^xsd:string ;
    rdfs:subClassOf CHEBI:25384,
        CHEBI:33720,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:22299 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:71671 ] ;
    oboInOwl:hasExactSynonym "aldonic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "aldonic acids"^^xsd:string ;
    oboInOwl:id "CHEBI:22301"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:22313 a owl:Class ;
    rdfs:label "alkaline earth metal atom"^^xsd:string ;
    rdfs:subClassOf CHEBI:33318,
        CHEBI:33521,
        CHEBI:33559 ;
    oboInOwl:hasExactSynonym "alkaline earth metals"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "alkaline earth metal"^^xsd:string,
        "alkaline-earth metal"^^xsd:string,
        "alkaline-earth metals"^^xsd:string,
        "Erdalkalimetall"^^xsd:string,
        "Erdalkalimetalle"^^xsd:string,
        "metal alcalino-terreux"^^xsd:string,
        "metal alcalinoterreo"^^xsd:string,
        "metales alcalinoterreos"^^xsd:string,
        "metaux alcalino-terreux"^^xsd:string ;
    oboInOwl:id "CHEBI:22313"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:22314 a owl:Class ;
    rdfs:label "alkali metal atom"^^xsd:string ;
    rdfs:subClassOf CHEBI:33318,
        CHEBI:33521,
        CHEBI:33559 ;
    oboInOwl:hasExactSynonym "alkali metals"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "alkali metal"^^xsd:string,
        "Alkalimetall"^^xsd:string,
        "Alkalimetalle"^^xsd:string,
        "metal alcalin"^^xsd:string,
        "metal alcalino"^^xsd:string,
        "metales alcalinos"^^xsd:string,
        "metaux alcalins"^^xsd:string ;
    oboInOwl:id "CHEBI:22314"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:22315 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Alkaloid"^^xsd:string ;
    rdfs:label "alkaloid"^^xsd:string ;
    definition: "Any of the naturally occurring, basic nitrogen compounds (mostly heterocyclic) occurring mostly in the plant kingdom, but also found in bacteria, fungi, and animals. By extension, certain neutral compounds biogenetically related to basic alkaloids are also classed as alkaloids. Amino acids, peptides, proteins, nucleotides, nucleic acids, amino sugars and antibiotics are not normally regarded as alkaloids. Compounds in which the nitrogen is  exocyclic (dopamine, mescaline, serotonin, etc.) are usually classed as amines rather than alkaloids."^^xsd:string ;
    rdfs:subClassOf CHEBI:35352,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:25212 ] ;
    oboInOwl:hasExactSynonym "Alkaloid"^^xsd:string,
        "alkaloids"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "alcaloide"^^xsd:string,
        "alcaloides"^^xsd:string,
        "Alkaloide"^^xsd:string ;
    oboInOwl:id "CHEBI:22315"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:22323 a owl:Class ;
    rdfs:label "alkyl group"^^xsd:string ;
    definition: "A univalent group -CnH2n+1 derived from an alkane by removal of a hydrogen atom from any carbon atom."^^xsd:string ;
    rdfs:subClassOf CHEBI:33248,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_substituent_group_from ;
            owl:someValuesFrom CHEBI:18310 ] ;
    oboInOwl:hasExactSynonym "alkyl group"^^xsd:string,
        "alkyl groups"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "groupe alkyle"^^xsd:string,
        "grupo alquilo"^^xsd:string,
        "grupos alquilo"^^xsd:string ;
    oboInOwl:id "CHEBI:22323"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:22327 a owl:Class ;
    rdfs:label "aliphatic sulfide"^^xsd:string ;
    rdfs:subClassOf CHEBI:16385 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "aliphatic thioether"^^xsd:string,
        "aliphatic thioethers"^^xsd:string ;
    oboInOwl:id "CHEBI:22327"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:22333 a owl:Class ;
    rdfs:label "alkylating agent"^^xsd:string ;
    definition: "Highly reactive chemical that introduces alkyl radicals into biologically active molecules and thereby prevents their proper functioning. It could be used as an antineoplastic agent, but it might be very toxic, with carcinogenic, mutagenic, teratogenic, and immunosuppressant actions. It could also be used as a component of poison gases."^^xsd:string ;
    rdfs:subClassOf CHEBI:25435 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:22333"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:22385 a owl:Class ;
    rdfs:label "alpha-D-glucan"^^xsd:string ;
    rdfs:subClassOf CHEBI:37163 ;
    oboInOwl:hasAlternativeId "CHEBI:10241"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "alpha-D-glucans"^^xsd:string ;
    oboInOwl:id "CHEBI:22385"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:22390 a owl:Class ;
    rdfs:label "alpha-D-glucoside"^^xsd:string ;
    rdfs:subClassOf CHEBI:35436,
        CHEBI:60979,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:17925 ] ;
    oboInOwl:hasExactSynonym "alpha-D-glucoside"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "alpha-D-glucosides"^^xsd:string,
        "an alpha-D-glucoside"^^xsd:string ;
    oboInOwl:id "CHEBI:22390"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:22440 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C04026"^^xsd:string ;
    rdfs:label "alpha-N-substituted L-arginine"^^xsd:string ;
    definition: "An L-arginine derivative that is L-arginine in which one of the hydrogens attached to the alpha-nitrogen has replaced by another atom or group."^^xsd:string ;
    rdfs:subClassOf CHEBI:24436,
        CHEBI:33575,
        CHEBI:83965 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H13N4O2R"^^xsd:string ;
    chebi:mass "173.193"^^xsd:string ;
    chebi:monoisotopicmass "173.10385"^^xsd:string ;
    chebi:smiles "NC(=N)NCCC[C@H](N[*])C(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:10318"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "alpha-N-substituted L-arginines"^^xsd:string ;
    oboInOwl:id "CHEBI:22440"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:22475 a owl:Class ;
    rdfs:label "amino acid amide"^^xsd:string ;
    definition: "An amide of an amino acid formed formally by conversion of the carboxy group to a carboxamido group."^^xsd:string ;
    rdfs:subClassOf CHEBI:37622,
        CHEBI:83821 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:22475"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:22478 a owl:Class ;
    rdfs:label "amino alcohol"^^xsd:string ;
    definition: "An alcohol containing an amino functional group in addition to the alcohol-defining hydroxy group."^^xsd:string ;
    rdfs:subClassOf CHEBI:30879,
        CHEBI:50047 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "amino alcohols"^^xsd:string,
        "aminoalcohol"^^xsd:string,
        "aminoalcohols"^^xsd:string ;
    oboInOwl:id "CHEBI:22478"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:22479 a owl:Class ;
    rdfs:label "amino cyclitol glycoside"^^xsd:string ;
    rdfs:subClassOf CHEBI:23451,
        CHEBI:24400 ;
    oboInOwl:hasExactSynonym "amino cyclitol glycoside"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "amino cyclitol glycosides"^^xsd:string ;
    oboInOwl:id "CHEBI:22479"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:22492 a owl:Class ;
    oboInOwl:hasDbXref "PMID:17105264"^^xsd:string ;
    rdfs:label "amino aldehyde"^^xsd:string ;
    definition: "Any aldehyde which contains an amino group."^^xsd:string ;
    rdfs:subClassOf CHEBI:17478 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:22492"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:22494 a owl:Class ;
    rdfs:label "aminobenzoate"^^xsd:string ;
    rdfs:subClassOf CHEBI:22718,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:22495 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "aminobenzoates"^^xsd:string ;
    oboInOwl:id "CHEBI:22494"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:22495 a owl:Class ;
    rdfs:label "aminobenzoic acid"^^xsd:string ;
    rdfs:subClassOf CHEBI:22723,
        CHEBI:33856,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:22494 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C7H7NO2"^^xsd:string ;
    chebi:mass "137.136"^^xsd:string ;
    chebi:monoisotopicmass "137.04768"^^xsd:string ;
    oboInOwl:hasExactSynonym "aminobenzoic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Aminobenzoesaeure"^^xsd:string ;
    oboInOwl:id "CHEBI:22495"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:22506 a owl:Class ;
    rdfs:label "aminoglycan"^^xsd:string ;
    rdfs:subClassOf CHEBI:35352,
        CHEBI:65212 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "aminoglycans"^^xsd:string ;
    oboInOwl:id "CHEBI:22506"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:22507 a owl:Class ;
    rdfs:label "aminoglycoside antibiotic"^^xsd:string ;
    rdfs:subClassOf CHEBI:23007,
        CHEBI:47779 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "aminoglycoside antibiotics"^^xsd:string ;
    oboInOwl:id "CHEBI:22507"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:22515 a owl:Class ;
    owl:deprecated true ;
    replacedBy: CHEBI:28812 ;
    obsReason: termsMerged: .

CHEBI:22527 a owl:Class ;
    rdfs:label "aminopurine"^^xsd:string ;
    definition: "Any purine having at least one amino substituent."^^xsd:string ;
    rdfs:subClassOf CHEBI:26401 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "aminopurines"^^xsd:string ;
    oboInOwl:id "CHEBI:22527"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:22532 a owl:Class ;
    rdfs:label "aminouracil"^^xsd:string ;
    rdfs:subClassOf CHEBI:38338,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:17568 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "aminouracils"^^xsd:string ;
    oboInOwl:id "CHEBI:22532"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:22562 a owl:Class ;
    rdfs:label "anilines"^^xsd:string ;
    definition: "Any  aromatic amine that is benzene carrying at least one amino substituent and its substituted derivatives."^^xsd:string ;
    rdfs:subClassOf CHEBI:22712,
        CHEBI:33860 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:22562"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:22563 a owl:Class ;
    rdfs:label "anion"^^xsd:string ;
    definition: "A monoatomic or polyatomic species having one or more elementary charges of the electron."^^xsd:string ;
    rdfs:subClassOf CHEBI:24870 ;
    oboInOwl:hasExactSynonym "Anion"^^xsd:string,
        "anion"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Anionen"^^xsd:string,
        "aniones"^^xsd:string,
        "anions"^^xsd:string ;
    oboInOwl:id "CHEBI:22563"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:22565 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Ansamycin"^^xsd:string ;
    rdfs:label "ansamycin"^^xsd:string ;
    definition: "A class of macrocyclic lactams that consist of an aromatic (phenyl or naphthyl) or quinonoid (benzoquinone or naphthoquinone) moiety that is bridged by an aliphatic chain."^^xsd:string ;
    rdfs:subClassOf CHEBI:24995,
        CHEBI:26188,
        CHEBI:51026 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:22565"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:22580 a owl:Class ;
    rdfs:label "anthraquinone"^^xsd:string ;
    rdfs:subClassOf CHEBI:46955,
        CHEBI:51285 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "anthracenequinones"^^xsd:string,
        "anthraquinones"^^xsd:string ;
    oboInOwl:id "CHEBI:22580"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:22586 a owl:Class ;
    rdfs:label "antioxidant"^^xsd:string ;
    definition: "A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides."^^xsd:string ;
    rdfs:subClassOf CHEBI:51086 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "antioxidants"^^xsd:string,
        "antioxydant"^^xsd:string,
        "antoxidant"^^xsd:string ;
    oboInOwl:id "CHEBI:22586"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:22587 a owl:Class ;
    rdfs:label "antiviral agent"^^xsd:string ;
    definition: "A substance that destroys or inhibits replication of viruses."^^xsd:string ;
    rdfs:subClassOf CHEBI:33281 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "anti-viral agent"^^xsd:string,
        "anti-viral agents"^^xsd:string,
        "antiviral"^^xsd:string,
        "antiviral agents"^^xsd:string,
        "antivirals"^^xsd:string ;
    oboInOwl:id "CHEBI:22587"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:22599 a owl:Class ;
    oboInOwl:hasDbXref "CAS:147-81-9"^^xsd:string,
        "HMDB:HMDB0029942"^^xsd:string,
        "Wikipedia:Arabinose"^^xsd:string ;
    rdfs:label "arabinose"^^xsd:string ;
    rdfs:subClassOf CHEBI:33916,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78675 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5H10O5"^^xsd:string ;
    chebi:mass "150.12990"^^xsd:string ;
    chebi:monoisotopicmass "150.05282"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:33943"^^xsd:string ;
    oboInOwl:hasExactSynonym "arabino-pentose"^^xsd:string,
        "arabinose"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Ara"^^xsd:string ;
    oboInOwl:id "CHEBI:22599"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:22601 a owl:Class ;
    rdfs:label "arabinoside"^^xsd:string ;
    rdfs:subClassOf CHEBI:35312 ;
    oboInOwl:hasExactSynonym "arabinoside"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "arabinosides"^^xsd:string ;
    oboInOwl:id "CHEBI:22601"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:22617 a owl:Class ;
    rdfs:label "arginine derivative"^^xsd:string ;
    definition: "An amino acid derivative resulting from reaction of arginine at the amino group, the carboxy group, or the guanidyl group, or from the replacement of any hydrogen of arginine by a heteroatom. The definition normally excludes peptides containing arginine residues."^^xsd:string ;
    rdfs:subClassOf CHEBI:83821,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:29016 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:22617"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:22632 a owl:Class ;
    rdfs:label "arsenic molecular entity"^^xsd:string ;
    rdfs:subClassOf CHEBI:33302,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:27563 ] ;
    oboInOwl:hasExactSynonym "arsenic molecular entity"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "arsenic compounds"^^xsd:string,
        "arsenic molecular entities"^^xsd:string ;
    oboInOwl:id "CHEBI:22632"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:22645 a owl:Class ;
    rdfs:label "arenecarboxamide"^^xsd:string ;
    definition: "A monocarboxylic acid amide in which the amide linkage is bonded directly to an arene ring system."^^xsd:string ;
    rdfs:subClassOf CHEBI:29347,
        CHEBI:62733 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "arenecarboxamides"^^xsd:string ;
    oboInOwl:id "CHEBI:22645"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:22651 a owl:Class ;
    rdfs:label "ascorbate"^^xsd:string ;
    definition: "A ketoaldonate that is the conjugate base of ascorbic acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:24961,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:22652 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:22586 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:22651"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:22652 a owl:Class ;
    rdfs:label "ascorbic acid"^^xsd:string ;
    rdfs:subClassOf CHEBI:24963,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:22651 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:22652"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:22653 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1723525"^^xsd:string,
        "CAS:3130-87-8"^^xsd:string,
        "Gmelin:279043"^^xsd:string,
        "KEGG:C16438"^^xsd:string,
        "PMID:22264337"^^xsd:string,
        "PMID:22770225"^^xsd:string,
        "Reaxys:1723525"^^xsd:string,
        "Wikipedia:Asparagine"^^xsd:string ;
    rdfs:label "asparagine"^^xsd:string ;
    definition: "An alpha-amino acid in which one of the hydrogens attached to the alpha-carbon of glycine is substituted by a 2-amino-2-oxoethyl group."^^xsd:string ;
    rdfs:subClassOf CHEBI:26167,
        CHEBI:33704,
        CHEBI:35735,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:32660 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:32661 ],
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:50330 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:83056 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:84735 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C4H8N2O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C4H8N2O3/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H2,6,7)(H,8,9)"^^xsd:string ;
    chebi:inchikey "DCXYFEDJOCDNAF-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "132.11800"^^xsd:string ;
    chebi:monoisotopicmass "132.05349"^^xsd:string ;
    chebi:smiles "NC(CC(N)=O)C(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "asparagine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2,4-diamino-4-oxobutanoic acid"^^xsd:string,
        "2-amino-3-carbamoylpropanoic acid"^^xsd:string,
        "ASN"^^xsd:string,
        "Asn"^^xsd:string,
        "Asparagin"^^xsd:string,
        "asparagina"^^xsd:string,
        "DL-Asparagine"^^xsd:string,
        "Hasp"^^xsd:string,
        "N"^^xsd:string ;
    oboInOwl:id "CHEBI:22653"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:22658 a owl:Class ;
    oboInOwl:hasDbXref "PMID:4386082"^^xsd:string,
        "PMID:4394351"^^xsd:string,
        "PMID:4721772"^^xsd:string,
        "PMID:5016260"^^xsd:string,
        "PMID:5074276"^^xsd:string ;
    rdfs:label "aspartate family amino acid"^^xsd:string ;
    definition: "An L-alpha-amino acid which is L-aspartic acid or any of the essential amino acids biosynthesised from it (asparagine, lysine, methionine, threonine and isoleucine). A closed class."^^xsd:string ;
    rdfs:subClassOf CHEBI:15705,
        CHEBI:83813 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "aspartate family amino acids"^^xsd:string,
        "aspartic acid family amino acid"^^xsd:string,
        "aspartic acid family amino acids"^^xsd:string,
        "oxaloacetate family amino acid"^^xsd:string,
        "oxaloacetate family amino acids"^^xsd:string,
        "oxaloacetate/aspartate family amino acid"^^xsd:string,
        "oxaloacetate/aspartate family amino acids"^^xsd:string ;
    oboInOwl:id "CHEBI:22658"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:22660 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:774618"^^xsd:string,
        "CAS:617-45-8"^^xsd:string,
        "Gmelin:185140"^^xsd:string,
        "KEGG:C16433"^^xsd:string,
        "PMID:22264337"^^xsd:string,
        "Reaxys:774618"^^xsd:string,
        "Wikipedia:Aspartic_acid"^^xsd:string ;
    rdfs:label "aspartic acid"^^xsd:string ;
    definition: "An alpha-amino acid that consists of succinic acid bearing a single alpha-amino substituent"^^xsd:string ;
    rdfs:subClassOf CHEBI:26167,
        CHEBI:33704,
        CHEBI:66873,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:35391 ],
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:41402 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78675 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C4H7NO4"^^xsd:string ;
    chebi:inchi "InChI=1S/C4H7NO4/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H,6,7)(H,8,9)"^^xsd:string ;
    chebi:inchikey "CKLJMWTZIZZHCS-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "133.10272"^^xsd:string ;
    chebi:monoisotopicmass "133.03751"^^xsd:string ;
    chebi:smiles "NC(CC(O)=O)C(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "Aspartic acid"^^xsd:string,
        "aspartic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-aminobutanedioic acid"^^xsd:string,
        "(+-)-Aspartic acid"^^xsd:string,
        "(R,S)-Aspartic acid"^^xsd:string,
        "Asp"^^xsd:string,
        "D"^^xsd:string,
        "DL-Aminosuccinic acid"^^xsd:string,
        "DL-Asparagic acid"^^xsd:string ;
    oboInOwl:id "CHEBI:22660"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:22676 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Auxin"^^xsd:string ;
    rdfs:label "auxin"^^xsd:string ;
    definition: "Any of a group of compounds, both naturally occurring and synthetic, that induce cell elongation in plant stems (from Greek alphaupsilonxialphanuomega, \"to grow\")."^^xsd:string ;
    rdfs:subClassOf CHEBI:37848 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "auxins"^^xsd:string ;
    oboInOwl:id "CHEBI:22676"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:22682 a owl:Class ;
    rdfs:label "azobenzenes"^^xsd:string ;
    definition: "Any member of the wide class of molecules that share the core azobenzene structure, comprising two phenyl rings linked by a N=N double bond, which may have different functional groups extending from the rings."^^xsd:string ;
    rdfs:subClassOf CHEBI:22712,
        CHEBI:37533 ;
    oboInOwl:hasExactSynonym "azobenzenes"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:22682"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:22691 a owl:Class ;
    rdfs:label "barbiturate anion"^^xsd:string ;
    rdfs:subClassOf CHEBI:22693 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:22691"^^xsd:string ;
    oboInOwl:inSubset chebi2:1_STAR .

CHEBI:22693 a owl:Class ;
    rdfs:label "barbiturates"^^xsd:string ;
    definition: "Members of the class of pyrimidones consisting of pyrimidine-2,4,6(1H,3H,5H)-trione (barbituric acid) and its derivatives. Largest group of the synthetic sedative/hypnotics, sharing a characteristic six-membered ring structure."^^xsd:string ;
    rdfs:subClassOf CHEBI:38337,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50268 ] ;
    oboInOwl:hasExactSynonym "barbiturates"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "barbituric acids"^^xsd:string ;
    oboInOwl:id "CHEBI:22693"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:22695 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C00701"^^xsd:string ;
    rdfs:label "base"^^xsd:string ;
    definition: "A molecular entity having an available pair of electrons capable of forming a covalent bond with a hydron (Bronsted base) or with the vacant orbital of some other molecular entity (Lewis base)."^^xsd:string ;
    rdfs:subClassOf CHEBI:51086 ;
    oboInOwl:hasExactSynonym "Base"^^xsd:string,
        "base"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Base1"^^xsd:string,
        "Base2"^^xsd:string,
        "Basen"^^xsd:string,
        "bases"^^xsd:string,
        "Nucleobase"^^xsd:string ;
    oboInOwl:id "CHEBI:22695"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:22702 a owl:Class ;
    rdfs:label "benzamides"^^xsd:string ;
    rdfs:subClassOf CHEBI:22645 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:22702"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:22712 a owl:Class ;
    rdfs:label "benzenes"^^xsd:string ;
    definition: "Any benzenoid aromatic compound consisting of the benzene skeleton and its substituted derivatives."^^xsd:string ;
    rdfs:subClassOf CHEBI:33836 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:22712"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:22713 a owl:Class ;
    rdfs:label "arenesulfonate oxoanion"^^xsd:string ;
    rdfs:subClassOf CHEBI:33554,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:33555 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "arenesulfonates"^^xsd:string ;
    oboInOwl:id "CHEBI:22713"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:22715 a owl:Class ;
    rdfs:label "benzimidazoles"^^xsd:string ;
    definition: "An organic heterocyclic compound containing a benzene ring fused to an imidazole ring."^^xsd:string ;
    rdfs:subClassOf CHEBI:27171,
        CHEBI:38101 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:22715"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:22718 a owl:Class ;
    rdfs:label "benzoates"^^xsd:string ;
    definition: "A monocarboxylic acid anion obtained by deprotonation of the carboxy group of any benzoic acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:35757,
        CHEBI:91007 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "benzoate anion"^^xsd:string ;
    oboInOwl:id "CHEBI:22718"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:22719 a owl:Class ;
    rdfs:label "benzodiazepine alkaloid"^^xsd:string ;
    definition: "Any  alkaloid based on a benzodiazepine skeleton and its substituted derivatives."^^xsd:string ;
    rdfs:subClassOf CHEBI:22315,
        CHEBI:22720 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "benzodiazepine alkaloids"^^xsd:string ;
    oboInOwl:id "CHEBI:22719"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:22720 a owl:Class ;
    rdfs:label "benzodiazepine"^^xsd:string ;
    definition: "A group of heterocyclic compounds with a core structure containing a benzene ring fused to a diazepine ring."^^xsd:string ;
    rdfs:subClassOf CHEBI:38101,
        CHEBI:38166,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50268 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "benzodiazepines"^^xsd:string ;
    oboInOwl:id "CHEBI:22720"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:22723 a owl:Class ;
    rdfs:label "benzoic acids"^^xsd:string ;
    definition: "Any aromatic carboxylic acid that consists of benzene in which at least a single hydrogen has been substituted by a carboxy group."^^xsd:string ;
    rdfs:subClassOf CHEBI:22712,
        CHEBI:33859 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:22723"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:22726 a owl:Class ;
    rdfs:label "benzophenones"^^xsd:string ;
    definition: "Any aromatic ketone in which the carbonyl group is bonded to 2 phenyl groups."^^xsd:string ;
    rdfs:subClassOf CHEBI:76224 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:22726"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:22727 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Benzopyran"^^xsd:string ;
    rdfs:label "benzopyran"^^xsd:string ;
    rdfs:subClassOf CHEBI:38104,
        CHEBI:38166 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "benzopyrans"^^xsd:string ;
    oboInOwl:id "CHEBI:22727"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:22728 a owl:Class ;
    rdfs:label "benzopyrrole"^^xsd:string ;
    rdfs:subClassOf CHEBI:27171,
        CHEBI:38101,
        CHEBI:38180 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "benzopyrroles"^^xsd:string ;
    oboInOwl:id "CHEBI:22728"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:22743 a owl:Class ;
    rdfs:label "benzyl alcohols"^^xsd:string ;
    definition: "Compounds containing a phenylmethanol skeleton."^^xsd:string ;
    rdfs:subClassOf CHEBI:33854 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "benzylic alcohol"^^xsd:string,
        "benzylic alcohols"^^xsd:string ;
    oboInOwl:id "CHEBI:22743"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:22744 a owl:Class ;
    rdfs:label "benzyl group"^^xsd:string ;
    rdfs:subClassOf CHEBI:33452,
        CHEBI:50325,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_substituent_group_from ;
            owl:someValuesFrom CHEBI:17578 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C7H7"^^xsd:string ;
    chebi:mass "91.13048"^^xsd:string ;
    chebi:monoisotopicmass "91.05478"^^xsd:string ;
    chebi:smiles "C1=C(C=CC=C1)C*"^^xsd:string ;
    oboInOwl:hasExactSynonym "benzyl"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Bn"^^xsd:string,
        "C6H5-CH2-"^^xsd:string,
        "phenylalanine side-chain"^^xsd:string,
        "phenylmethyl"^^xsd:string ;
    oboInOwl:id "CHEBI:22744"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:22750 a owl:Class ;
    rdfs:label "benzylisoquinoline alkaloid"^^xsd:string ;
    definition: "Any isoquinoline alkaloid based on a benzylisoquinoline skeleton."^^xsd:string ;
    rdfs:subClassOf CHEBI:24921 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "benzylisoquinoline alkaloids"^^xsd:string ;
    oboInOwl:id "CHEBI:22750"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:22798 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C00963"^^xsd:string ;
    rdfs:label "beta-D-glucoside"^^xsd:string ;
    definition: "Any D-glucoside in which the anomeric centre has beta-configuration."^^xsd:string ;
    rdfs:subClassOf CHEBI:35436,
        CHEBI:60980,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:15903 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H11O6R"^^xsd:string ;
    chebi:mass "179.148"^^xsd:string ;
    chebi:monoisotopicmass "179.05556"^^xsd:string ;
    chebi:smiles "[C@@H]1(O[C@H]([C@H](O)[C@H]([C@@H]1O)O)O*)CO"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:10400"^^xsd:string ;
    oboInOwl:hasExactSynonym "beta-D-glucoside"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "a beta-D-glucoside"^^xsd:string,
        "beta-D-glucosides"^^xsd:string ;
    oboInOwl:id "CHEBI:22798"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:22888 a owl:Class ;
    rdfs:label "biphenyls"^^xsd:string ;
    definition: "Benzenoid aromatic compounds containing two phenyl or substituted-phenyl groups which are joined together by a single bond."^^xsd:string ;
    rdfs:subClassOf CHEBI:33836,
        CHEBI:36820,
        CHEBI:64459 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:22888"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:22916 a owl:Class ;
    rdfs:label "boron molecular entity"^^xsd:string ;
    rdfs:subClassOf CHEBI:33581,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:27560 ] ;
    oboInOwl:hasExactSynonym "boron molecular entity"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "boron compounds"^^xsd:string,
        "boron molecular entities"^^xsd:string ;
    oboInOwl:id "CHEBI:22916"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:22917 a owl:Class ;
    rdfs:label "phytogenic insecticide"^^xsd:string ;
    definition: "An insecticide compound naturally occurring in plants."^^xsd:string ;
    rdfs:subClassOf CHEBI:24852 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "botanical insecticide"^^xsd:string,
        "botanical insecticides"^^xsd:string,
        "phytogenic insecticides"^^xsd:string ;
    oboInOwl:id "CHEBI:22917"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:22918 a owl:Class ;
    rdfs:label "branched-chain amino acid"^^xsd:string ;
    definition: "Any  amino acid  in which the parent hydrocarbon chain has one or more alkyl substituents"^^xsd:string ;
    rdfs:subClassOf CHEBI:33709,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:63471 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "branched chain amino acids"^^xsd:string ;
    oboInOwl:id "CHEBI:22918"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:22925 a owl:Class ;
    rdfs:label "bromide salt"^^xsd:string ;
    rdfs:subClassOf CHEBI:22928,
        CHEBI:33958,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:15858 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "bromide salts"^^xsd:string,
        "bromides"^^xsd:string ;
    oboInOwl:id "CHEBI:22925"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:22927 a owl:Class ;
    oboInOwl:hasDbXref "WebElements:Br"^^xsd:string ;
    rdfs:label "bromine atom"^^xsd:string ;
    rdfs:subClassOf CHEBI:24473,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:27027 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "Br"^^xsd:string ;
    chebi:inchi "InChI=1S/Br"^^xsd:string ;
    chebi:inchikey "WKBOTKDWSSQWDR-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "79.90400"^^xsd:string ;
    chebi:monoisotopicmass "78.91834"^^xsd:string ;
    chebi:smiles "[Br]"^^xsd:string ;
    oboInOwl:hasExactSynonym "bromine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "35Br"^^xsd:string,
        "Br"^^xsd:string,
        "Brom"^^xsd:string,
        "brome"^^xsd:string,
        "bromine"^^xsd:string,
        "bromo"^^xsd:string,
        "bromum"^^xsd:string ;
    oboInOwl:id "CHEBI:22927"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:22928 a owl:Class ;
    rdfs:label "bromine molecular entity"^^xsd:string ;
    rdfs:subClassOf CHEBI:24471,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:22927 ] ;
    oboInOwl:hasExactSynonym "bromine molecular entity"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "bromine compounds"^^xsd:string,
        "bromine molecular entities"^^xsd:string ;
    oboInOwl:id "CHEBI:22928"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:22944 a owl:Class ;
    rdfs:label "butanediols"^^xsd:string ;
    definition: "A diol that is a butanediol or a derivative of a butanediol."^^xsd:string ;
    rdfs:subClassOf CHEBI:23824 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:22944"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:22950 a owl:Class ;
    rdfs:label "butan-4-olide"^^xsd:string ;
    definition: "Any gamma-lactone having the lactone moiety derived from 4-hydroxybutanoic acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:37581,
        CHEBI:47016 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "butan-4-olides"^^xsd:string,
        "butanolide"^^xsd:string ;
    oboInOwl:id "CHEBI:22950"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:22982 a owl:Class ;
    owl:deprecated true ;
    replacedBy: CHEBI:27732 ;
    obsReason: termsMerged: .

CHEBI:22984 a owl:Class ;
    oboInOwl:hasDbXref "CAS:7440-70-2"^^xsd:string,
        "DrugBank:DB01373"^^xsd:string,
        "KEGG:C00076"^^xsd:string,
        "WebElements:Ca"^^xsd:string ;
    rdfs:label "calcium atom"^^xsd:string ;
    rdfs:subClassOf CHEBI:22313,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:33937 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "Ca"^^xsd:string ;
    chebi:inchi "InChI=1S/Ca"^^xsd:string ;
    chebi:inchikey "OYPRJOBELJOOCE-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "40.07800"^^xsd:string ;
    chebi:monoisotopicmass "39.96259"^^xsd:string ;
    chebi:smiles "[Ca]"^^xsd:string ;
    oboInOwl:hasExactSynonym "calcium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "20Ca"^^xsd:string,
        "Ca"^^xsd:string,
        "calcio"^^xsd:string,
        "Calcium"^^xsd:string,
        "calcium"^^xsd:string,
        "Kalzium"^^xsd:string ;
    oboInOwl:id "CHEBI:22984"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:22985 a owl:Class ;
    rdfs:label "calcium molecular entity"^^xsd:string ;
    rdfs:subClassOf CHEBI:33299,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:22984 ] ;
    oboInOwl:hasExactSynonym "calcium molecular entity"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "calcium compounds"^^xsd:string,
        "calcium molecular entities"^^xsd:string ;
    oboInOwl:id "CHEBI:22985"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:23003 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Carbamate"^^xsd:string ;
    rdfs:label "carbamate ester"^^xsd:string ;
    definition: "Any ester of carbamic acid or its N-substituted derivatives."^^xsd:string ;
    rdfs:subClassOf CHEBI:33308,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:28616 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "carbamate esters"^^xsd:string,
        "carbamates"^^xsd:string ;
    oboInOwl:id "CHEBI:23003"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:23004 a owl:Class ;
    oboInOwl:hasDbXref "PMID:24168430"^^xsd:string ;
    rdfs:label "carbamoyl group"^^xsd:string ;
    definition: "The univalent carboacyl group formed by loss of -OH from the carboxy group of carbamic acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:27207,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_substituent_group_from ;
            owl:someValuesFrom CHEBI:28616 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "CH2NO"^^xsd:string ;
    chebi:mass "44.03272"^^xsd:string ;
    chebi:monoisotopicmass "44.01364"^^xsd:string ;
    chebi:smiles "*C(N)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "carbamoyl"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "-C(O)NH2"^^xsd:string,
        "-CONH2"^^xsd:string,
        "aminocarbonyl"^^xsd:string,
        "carbamyl"^^xsd:string,
        "carbamyl group"^^xsd:string,
        "carboxamide"^^xsd:string ;
    oboInOwl:id "CHEBI:23004"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:23007 a owl:Class ;
    rdfs:label "carbohydrate-containing antibiotic"^^xsd:string ;
    definition: "Any carbohydrate derivative that exhibits antibiotic activity."^^xsd:string ;
    rdfs:subClassOf CHEBI:63299,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:33281 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:23007"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:23014 a owl:Class ;
    rdfs:label "carbon oxide"^^xsd:string ;
    rdfs:subClassOf CHEBI:25701,
        CHEBI:36963 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "carbon oxides"^^xsd:string,
        "oxides of carbon"^^xsd:string ;
    oboInOwl:id "CHEBI:23014"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:23016 a owl:Class ;
    rdfs:label "carbonates"^^xsd:string ;
    definition: "Organooxygen compounds that are salts or esters of carbonic acid, H2CO3."^^xsd:string ;
    rdfs:subClassOf CHEBI:36963,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:28976 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:23016"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:23018 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Carbonic_anhydrase_inhibitor"^^xsd:string ;
    rdfs:label "EC 4.2.1.1 (carbonic anhydrase) inhibitor"^^xsd:string ;
    definition: "An EC 4.2.1.* (hydro-lyases) inhibitor that interferes with the action of carbonic anhydrase (EC 4.2.1.1). Such compounds reduce the secretion of H(+) ions by the proximal kidney tubule."^^xsd:string ;
    rdfs:subClassOf CHEBI:76907 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "anhydrase inhibitor"^^xsd:string,
        "anhydrase inhibitors"^^xsd:string,
        "carbonate anhydrase inhibitor"^^xsd:string,
        "carbonate anhydrase inhibitors"^^xsd:string,
        "carbonate dehydratase inhibitor"^^xsd:string,
        "carbonate dehydratase inhibitors"^^xsd:string,
        "carbonate hydro-lyase (carbon-dioxide-forming) inhibitor"^^xsd:string,
        "carbonate hydro-lyase (carbon-dioxide-forming) inhibitors"^^xsd:string,
        "carbonate hydro-lyase inhibitor"^^xsd:string,
        "carbonate hydro-lyase inhibitors"^^xsd:string,
        "carbonic acid anhydrase inhibitor"^^xsd:string,
        "carbonic acid anhydrase inhibitors"^^xsd:string,
        "carbonic anhydrase (EC 4.2.1.1) inhibitor"^^xsd:string,
        "carbonic anhydrase (EC 4.2.1.1) inhibitors"^^xsd:string,
        "carbonic anhydrase A inhibitor"^^xsd:string,
        "carbonic anhydrase A inhibitors"^^xsd:string,
        "carbonic anhydrase inhibitor"^^xsd:string,
        "carbonic anhydrase inhibitors"^^xsd:string,
        "carboxyanhydrase inhibitor"^^xsd:string,
        "carboxyanhydrase inhibitors"^^xsd:string,
        "EC 4.2.1.1 (carbonic anhydrase) inhibitors"^^xsd:string,
        "EC 4.2.1.1 inhibitor"^^xsd:string,
        "EC 4.2.1.1 inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:23018"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:23019 a owl:Class ;
    rdfs:label "carbonyl group"^^xsd:string ;
    rdfs:subClassOf CHEBI:51422 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "CO"^^xsd:string ;
    chebi:mass "28.01010"^^xsd:string ;
    chebi:monoisotopicmass "27.99491"^^xsd:string ;
    chebi:smiles "O=C(*)*"^^xsd:string ;
    oboInOwl:hasExactSynonym "carbonyl"^^xsd:string,
        "carbonyl group"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym ">C=O"^^xsd:string ;
    oboInOwl:id "CHEBI:23019"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:23042 a owl:Class ;
    rdfs:label "carotene"^^xsd:string ;
    definition: "Hydrocarbon carotenoids."^^xsd:string ;
    rdfs:subClassOf CHEBI:35193 ;
    oboInOwl:hasExactSynonym "carotene"^^xsd:string,
        "carotenes"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "carotenes"^^xsd:string ;
    oboInOwl:id "CHEBI:23042"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:23044 a owl:Class ;
    oboInOwl:hasDbXref "CAS:36-88-4"^^xsd:string ;
    rdfs:label "carotenoid"^^xsd:string ;
    definition: "One of a class of tetraterpenoids (C40), formally derived from the acyclic parent, psi,psi-carotene by hydrogenation, dehydrogenation, cyclization, oxidation, or combination of these processes. This class includes carotenes, xanthophylls and certain compounds that arise from rearrangement of the skeleton of psi,psi-carotene or by loss of part of this structure. Retinoids are excluded."^^xsd:string ;
    rdfs:subClassOf CHEBI:26935,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:23042 ] ;
    oboInOwl:hasExactSynonym "carotenoid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "carotenes and carotenoids"^^xsd:string,
        "carotenoids"^^xsd:string ;
    oboInOwl:id "CHEBI:23044"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:23045 a owl:Class ;
    rdfs:label "carotenol"^^xsd:string ;
    rdfs:subClassOf CHEBI:27325 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "carotenols"^^xsd:string,
        "hydroxycarotenoids"^^xsd:string ;
    oboInOwl:id "CHEBI:23045"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:23058 a owl:Class ;
    owl:deprecated true ;
    replacedBy: CHEBI:36916 ;
    obsReason: termsMerged: .

CHEBI:23066 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C00875"^^xsd:string,
        "PMID:3320614"^^xsd:string,
        "PMID:6762896"^^xsd:string,
        "PMID:8426246"^^xsd:string,
        "PMID:10069359"^^xsd:string,
        "PMID:11936371"^^xsd:string,
        "PMID:12833570"^^xsd:string,
        "PMID:24269048"^^xsd:string,
        "Wikipedia:Cephalosporin"^^xsd:string ;
    rdfs:label "cephalosporin"^^xsd:string ;
    definition: "A class of beta-lactam antibiotics differing from the penicillins in having a 6-membered, rather than a 5-membered, side ring.  Although cephalosporins are among the most commonly used antibiotics in the treatment of routine infections, and their use is increasing over time, they can cause a range of hypersensitivity reactions, from mild, delayed-onset cutaneous reactions to life-threatening anaphylaxis in patients with immunoglobulin E (IgE)-mediated allergy."^^xsd:string ;
    rdfs:subClassOf CHEBI:38311,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:88188 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C7H5NO3SR2"^^xsd:string ;
    chebi:mass "183.18500"^^xsd:string ;
    chebi:monoisotopicmass "182.99901"^^xsd:string ;
    chebi:smiles "[H][C@]12SCC([*])=C(N1C(=O)[C@H]2[*])C(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:3538"^^xsd:string ;
    oboInOwl:hasExactSynonym "Cephalosporin"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "cephalosphorin"^^xsd:string,
        "cephalosphorins"^^xsd:string,
        "cephalosporins"^^xsd:string ;
    oboInOwl:id "CHEBI:23066"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:23092 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Chemosterilant"^^xsd:string ;
    rdfs:label "chemosterilant"^^xsd:string ;
    definition: "A substance intended to sterilize any organism."^^xsd:string ;
    rdfs:subClassOf CHEBI:25944 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "chemosterilants"^^xsd:string ;
    oboInOwl:id "CHEBI:23092"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:23114 a owl:Class ;
    rdfs:label "chloride salt"^^xsd:string ;
    rdfs:subClassOf CHEBI:23117,
        CHEBI:33958,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:17996 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "chloride salts"^^xsd:string,
        "chlorides"^^xsd:string ;
    oboInOwl:id "CHEBI:23114"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:23115 a owl:Class ;
    rdfs:label "chlorohydrocarbon"^^xsd:string ;
    definition: "A compound derived from a hydrocarbon by replacing at least one hydrogen atom with a chlorine atom."^^xsd:string ;
    rdfs:subClassOf CHEBI:24472,
        CHEBI:36683 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "chlorinated hydrocarbons"^^xsd:string,
        "chlorohydrocarbons"^^xsd:string ;
    oboInOwl:id "CHEBI:23115"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:23116 a owl:Class ;
    oboInOwl:hasDbXref "WebElements:Cl"^^xsd:string ;
    rdfs:label "chlorine atom"^^xsd:string ;
    rdfs:subClassOf CHEBI:24473,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:27027 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "Cl"^^xsd:string ;
    chebi:inchi "InChI=1S/Cl"^^xsd:string ;
    chebi:inchikey "ZAMOUSCENKQFHK-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "35.45270"^^xsd:string ;
    chebi:monoisotopicmass "34.96885"^^xsd:string ;
    chebi:smiles "[Cl]"^^xsd:string ;
    oboInOwl:hasExactSynonym "chlorine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "17Cl"^^xsd:string,
        "Chlor"^^xsd:string,
        "chlore"^^xsd:string,
        "chlorine"^^xsd:string,
        "chlorum"^^xsd:string,
        "Cl"^^xsd:string,
        "cloro"^^xsd:string ;
    oboInOwl:id "CHEBI:23116"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:23117 a owl:Class ;
    rdfs:label "chlorine molecular entity"^^xsd:string ;
    definition: "A halogen molecular entity containing one or more atoms of chlorine."^^xsd:string ;
    rdfs:subClassOf CHEBI:24471,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:23116 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:23117"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:23128 a owl:Class ;
    rdfs:label "chloroalkane"^^xsd:string ;
    definition: "Any haloalkane that consists of an alkane substituted by at least one chloro group."^^xsd:string ;
    rdfs:subClassOf CHEBI:24469,
        CHEBI:36683 ;
    oboInOwl:hasExactSynonym "chloroalkane"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "alkyl chloride"^^xsd:string,
        "alkyl chlorides"^^xsd:string,
        "chloroalkanes"^^xsd:string ;
    oboInOwl:id "CHEBI:23128"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:23130 a owl:Class ;
    rdfs:label "chloroaniline"^^xsd:string ;
    definition: "Any  substituted aniline carrying at least one chloro group."^^xsd:string ;
    rdfs:subClassOf CHEBI:23132,
        CHEBI:48975 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:23130"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:23132 a owl:Class ;
    rdfs:label "chlorobenzenes"^^xsd:string ;
    definition: "Any organochlorine compound containing a benzene ring which is substituted by one or more chlorines."^^xsd:string ;
    rdfs:subClassOf CHEBI:22712,
        CHEBI:36683 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:23132"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:23133 a owl:Class ;
    rdfs:label "chlorobenzoate"^^xsd:string ;
    definition: "Any member of the class of benzoates in which the benzene ring is substituted by at least one chloro group."^^xsd:string ;
    rdfs:subClassOf CHEBI:22718,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:23134 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "chlorobenzoates"^^xsd:string ;
    oboInOwl:id "CHEBI:23133"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:23134 a owl:Class ;
    rdfs:label "chlorobenzoic acid"^^xsd:string ;
    definition: "Any member of the class of benzoic acids in which the benzene ring is substituted by at least one chloro group."^^xsd:string ;
    rdfs:subClassOf CHEBI:22723,
        CHEBI:36685,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:23133 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "chlorobenzoic acids"^^xsd:string ;
    oboInOwl:id "CHEBI:23134"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:23135 a owl:Class ;
    rdfs:label "chlorobenzophenone"^^xsd:string ;
    definition: "A member of the class of benzophenones that is any substituted benzophenone in which at least one of the substituents is a chlorine."^^xsd:string ;
    rdfs:subClassOf CHEBI:22726,
        CHEBI:23132 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "chlorobenzophenones"^^xsd:string ;
    oboInOwl:id "CHEBI:23135"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:23148 a owl:Class ;
    rdfs:label "chloromethanes"^^xsd:string ;
    definition: "A halomethane that is methane in which one or more hydrogens has been replaced by chlorine."^^xsd:string ;
    rdfs:subClassOf CHEBI:23128,
        CHEBI:39279,
        CHEBI:134179 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:23148"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:23217 a owl:Class ;
    rdfs:label "cholines"^^xsd:string ;
    definition: "A quaternary ammonium ion based on the choline ion and its substituted derivatives thereof."^^xsd:string ;
    rdfs:subClassOf CHEBI:35267 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:23217"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:23229 a owl:Class ;
    rdfs:label "chromanol"^^xsd:string ;
    definition: "Any member of the class of chromanes that is chromane substituted by one or more hydroxy groups."^^xsd:string ;
    rdfs:subClassOf CHEBI:23230,
        CHEBI:33822 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:23229"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:23230 a owl:Class ;
    rdfs:label "chromanes"^^xsd:string ;
    rdfs:subClassOf CHEBI:38443 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:23230"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:23232 a owl:Class ;
    rdfs:label "chromenes"^^xsd:string ;
    rdfs:subClassOf CHEBI:38443 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:23232"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:23252 a owl:Class ;
    rdfs:label "cinnamic acids"^^xsd:string ;
    definition: "Any alpha,beta-unsaturated monocarboxylic acid based on the cinnamic acid skeleton and its substituted derivatives."^^xsd:string ;
    rdfs:subClassOf CHEBI:78840,
        CHEBI:79020 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:23252"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:23324 a owl:Class ;
    rdfs:label "citrullines"^^xsd:string ;
    rdfs:subClassOf CHEBI:83925 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:23324"^^xsd:string ;
    oboInOwl:inSubset chebi2:1_STAR .

CHEBI:23333 a owl:Class ;
    rdfs:label "cob(III)alamins"^^xsd:string ;
    rdfs:subClassOf CHEBI:23334 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:23333"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:23334 a owl:Class ;
    rdfs:label "cobalamins"^^xsd:string ;
    rdfs:subClassOf CHEBI:23341,
        CHEBI:176843 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:23334"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:23341 a owl:Class ;
    rdfs:label "cobamides"^^xsd:string ;
    rdfs:subClassOf CHEBI:23390 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:23341"^^xsd:string ;
    oboInOwl:inSubset chebi2:1_STAR .

CHEBI:23346 a owl:Class ;
    owl:deprecated true ;
    replacedBy: CHEBI:27958 ;
    obsReason: termsMerged: .

CHEBI:23354 a owl:Class ;
    rdfs:label "coenzyme"^^xsd:string ;
    definition: "A low-molecular-weight, non-protein organic compound participating in enzymatic reactions as dissociable acceptor or donor of chemical groups or electrons."^^xsd:string ;
    rdfs:subClassOf CHEBI:23357 ;
    oboInOwl:hasExactSynonym "coenzyme"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "coenzymes"^^xsd:string ;
    oboInOwl:id "CHEBI:23354"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:23357 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Cofactor_(biochemistry)"^^xsd:string ;
    rdfs:label "cofactor"^^xsd:string ;
    definition: "An organic molecule or ion (usually a metal ion) that is required by an enzyme for its activity. It may be attached either loosely (coenzyme) or tightly (prosthetic group)."^^xsd:string ;
    rdfs:subClassOf CHEBI:52206 ;
    oboInOwl:hasExactSynonym "cofactor"^^xsd:string,
        "cofactors"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:23357"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:23359 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:2228812"^^xsd:string,
        "CAS:54192-66-4"^^xsd:string,
        "DrugBank:DB01394"^^xsd:string,
        "HMDB:HMDB0015466"^^xsd:string,
        "LINCS:LSM-6449"^^xsd:string,
        "PMID:7200520"^^xsd:string,
        "PMID:9819133"^^xsd:string,
        "PMID:10680067"^^xsd:string,
        "PMID:24074178"^^xsd:string,
        "Reaxys:2228812"^^xsd:string ;
    rdfs:label "colchicine"^^xsd:string ;
    definition: "An  alkaloid that is a carbotricyclic compound comprising 5,6,7,9-tetrahydrobenzo[a]heptalene having four methoxy substituents at the 1-, 2-, 3- and 10-positions as well as an oxo group at the 9-position and an acetamido group at the 7-position. It has been isolated from the plants belonging to genus Colchicum."^^xsd:string ;
    rdfs:subClassOf CHEBI:22160,
        CHEBI:22315,
        CHEBI:35618,
        CHEBI:38032,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:61951 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C22H25NO6"^^xsd:string ;
    chebi:inchi "InChI=1S/C22H25NO6/c1-12(24)23-16-8-6-13-10-19(27-3)21(28-4)22(29-5)20(13)14-7-9-18(26-2)17(25)11-15(14)16/h7,9-11,16H,6,8H2,1-5H3,(H,23,24)"^^xsd:string ;
    chebi:inchikey "IAKHMKGGTNLKSZ-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "399.43704"^^xsd:string ;
    chebi:monoisotopicmass "399.16819"^^xsd:string ;
    chebi:smiles "COc1cc2CCC(NC(C)=O)c3cc(=O)c(OC)ccc3-c2c(OC)c1OC"^^xsd:string ;
    oboInOwl:hasExactSynonym "N-(1,2,3,10-tetramethoxy-9-oxo-5,6,7,9-tetrahydrobenzo[a]heptalen-7-yl)acetamide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:23359"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:23366 a owl:Class ;
    rdfs:label "compatible osmolytes"^^xsd:string ;
    rdfs:subClassOf CHEBI:25728 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:23366"^^xsd:string ;
    oboInOwl:inSubset chebi2:1_STAR .

CHEBI:23367 a owl:Class ;
    rdfs:label "molecular entity"^^xsd:string ;
    definition: "Any constitutionally or isotopically distinct atom, molecule, ion, ion pair, radical, radical ion, complex, conformer etc., identifiable as a separately distinguishable entity."^^xsd:string ;
    rdfs:subClassOf CHEBI:24431 ;
    oboInOwl:hasExactSynonym "molecular entity"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "entidad molecular"^^xsd:string,
        "entidades moleculares"^^xsd:string,
        "entite moleculaire"^^xsd:string,
        "molecular entities"^^xsd:string,
        "molekulare Entitaet"^^xsd:string ;
    oboInOwl:id "CHEBI:23367"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:23390 a owl:Class ;
    rdfs:label "cobalt-corrinoid hexaamide"^^xsd:string ;
    rdfs:subClassOf CHEBI:33906 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:23390"^^xsd:string ;
    oboInOwl:inSubset chebi2:1_STAR .

CHEBI:23403 a owl:Class ;
    rdfs:label "coumarins"^^xsd:string ;
    rdfs:subClassOf CHEBI:26004,
        CHEBI:38445 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:23403"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:23424 a owl:Class ;
    rdfs:label "cyanides"^^xsd:string ;
    definition: "Salts and C-organyl derivatives of hydrogen cyanide, HC#N."^^xsd:string ;
    rdfs:subClassOf CHEBI:35352,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:18407 ] ;
    oboInOwl:hasExactSynonym "cyanides"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:23424"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:23443 a owl:Class ;
    rdfs:label "cyclic amide"^^xsd:string ;
    rdfs:subClassOf CHEBI:32988 ;
    oboInOwl:hasAlternativeId "CHEBI:3990"^^xsd:string ;
    oboInOwl:hasExactSynonym "cyclic amide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "cyclic amides"^^xsd:string ;
    oboInOwl:id "CHEBI:23443"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:23447 a owl:Class ;
    rdfs:label "cyclic nucleotide"^^xsd:string ;
    rdfs:subClassOf CHEBI:36976 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "cyclic nucleotides"^^xsd:string ;
    oboInOwl:id "CHEBI:23447"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:23449 a owl:Class ;
    rdfs:label "cyclic peptide"^^xsd:string ;
    rdfs:subClassOf CHEBI:16670 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "cyclic peptides"^^xsd:string,
        "Cyclopeptid"^^xsd:string,
        "peptide cyclique"^^xsd:string,
        "peptido ciclico"^^xsd:string,
        "Zyklopeptid"^^xsd:string ;
    oboInOwl:id "CHEBI:23449"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:23450 a owl:Class ;
    rdfs:label "cyclitol phosphate"^^xsd:string ;
    rdfs:subClassOf CHEBI:23451,
        CHEBI:25703,
        CHEBI:37734 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "cyclitol phosphates"^^xsd:string ;
    oboInOwl:id "CHEBI:23450"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:23451 a owl:Class ;
    rdfs:label "cyclitol"^^xsd:string ;
    definition: "A polyol consisting of a cycloalkane containing at least three hydroxy groups, each attached to a different ring carbon atom."^^xsd:string ;
    rdfs:subClassOf CHEBI:26191 ;
    oboInOwl:hasExactSynonym "cyclitols"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:23451"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:23453 a owl:Class ;
    rdfs:label "cycloalkane"^^xsd:string ;
    definition: "Saturated monocyclic hydrocarbons (with or without side chains)."^^xsd:string ;
    rdfs:subClassOf CHEBI:33654,
        CHEBI:33664 ;
    oboInOwl:hasExactSynonym "cycloalkane"^^xsd:string,
        "cycloalkanes"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "cyclane"^^xsd:string,
        "cycloalkanes"^^xsd:string,
        "cycloparaffin"^^xsd:string,
        "Zyklan"^^xsd:string,
        "Zykloalkan"^^xsd:string,
        "Zykloparaffin"^^xsd:string ;
    oboInOwl:id "CHEBI:23453"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:23480 a owl:Class ;
    rdfs:label "cyclohexanols"^^xsd:string ;
    definition: "An alcohol in which one or more hydroxy groups are attached to a cyclohexane skeleton."^^xsd:string ;
    rdfs:subClassOf CHEBI:30879 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:23480"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:23482 a owl:Class ;
    rdfs:label "cyclohexanones"^^xsd:string ;
    definition: "Any alicyclic ketone based on a cyclohexane skeleton and its substituted derivatives thereof."^^xsd:string ;
    rdfs:subClassOf CHEBI:36132 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:23482"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:23483 a owl:Class ;
    rdfs:label "cyclohexenecarboxylic acid"^^xsd:string ;
    rdfs:subClassOf CHEBI:25384 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "cyclohexenecarboxylic acids"^^xsd:string ;
    oboInOwl:id "CHEBI:23483"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:23503 a owl:Class ;
    oboInOwl:hasDbXref "CAS:68-39-3"^^xsd:string,
        "KEGG:C06682"^^xsd:string ;
    rdfs:label "4-amino-1,2-oxazolidin-3-one"^^xsd:string ;
    definition: "A member of the class of oxazolidines that is isoxazoldin-3-one which is substituted at position 4 by an amino group."^^xsd:string ;
    rdfs:subClassOf CHEBI:26649,
        CHEBI:38329,
        CHEBI:50994,
        CHEBI:75606 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C3H6N2O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C3H6N2O2/c4-2-1-7-5-3(2)6/h2H,1,4H2,(H,5,6)"^^xsd:string ;
    chebi:inchikey "DYDCUQKUCUHJBH-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "102.09190"^^xsd:string ;
    chebi:monoisotopicmass "102.04293"^^xsd:string ;
    chebi:smiles "NC1CONC1=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "4-amino-1,2-oxazolidin-3-one"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "cycloserine"^^xsd:string ;
    oboInOwl:id "CHEBI:23503"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:23509 a owl:Class ;
    rdfs:label "cysteine derivative"^^xsd:string ;
    definition: "An amino acid derivative resulting from reaction of cysteine at the amino group, carboxy group, or thiol group, or from the replacement of any hydrogen of cysteine by a heteroatom. The definition normally excludes peptides containing cysteine residues."^^xsd:string ;
    rdfs:subClassOf CHEBI:83821,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:15356 ] ;
    oboInOwl:hasAlternativeId "CHEBI:25309"^^xsd:string ;
    oboInOwl:hasExactSynonym "cysteine derivative"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "cysteine derivatives"^^xsd:string ;
    oboInOwl:id "CHEBI:23509"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:23524 a owl:Class ;
    rdfs:label "cytidines"^^xsd:string ;
    rdfs:subClassOf CHEBI:39446,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:16040 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:23524"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:23530 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Cytokinin"^^xsd:string ;
    rdfs:label "cytokinin"^^xsd:string ;
    definition: "A phytohormone that promote cell division, or cytokinesis, in plant roots and shoots."^^xsd:string ;
    rdfs:subClassOf CHEBI:37848 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:23530"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:23634 a owl:Class ;
    rdfs:label "deoxyaldopentose phosphate"^^xsd:string ;
    rdfs:subClassOf CHEBI:25900 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "deoxyaldopentose phosphates"^^xsd:string,
        "deoxypentose phosphate"^^xsd:string ;
    oboInOwl:id "CHEBI:23634"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:23636 a owl:Class ;
    rdfs:label "deoxyribonucleoside"^^xsd:string ;
    rdfs:subClassOf CHEBI:33838 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "deoxyribonucleosides"^^xsd:string ;
    oboInOwl:id "CHEBI:23636"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:23641 a owl:Class ;
    rdfs:label "deoxyuridine phosphate"^^xsd:string ;
    rdfs:subClassOf CHEBI:25608 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "deoxyuridine phosphates"^^xsd:string ;
    oboInOwl:id "CHEBI:23641"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:23666 a owl:Class ;
    rdfs:label "diamine"^^xsd:string ;
    definition: "Any polyamine that contains two amino groups."^^xsd:string ;
    rdfs:subClassOf CHEBI:88061 ;
    oboInOwl:hasExactSynonym "diamines"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:23666"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:23677 a owl:Class ;
    rdfs:label "diazole"^^xsd:string ;
    definition: "An azole that is either one of a pair of heterocyclic organic compounds comprising three carbon atoms and two nitrogen atoms arranged in a ring."^^xsd:string ;
    rdfs:subClassOf CHEBI:68452 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "diazoles"^^xsd:string ;
    oboInOwl:id "CHEBI:23677"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:23690 a owl:Class ;
    rdfs:label "dicarboxylic acid amide"^^xsd:string ;
    rdfs:subClassOf CHEBI:37622 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "dicarboxylic acid amides"^^xsd:string ;
    oboInOwl:id "CHEBI:23690"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:23696 a owl:Class ;
    oboInOwl:hasDbXref "CAS:27134-27-6"^^xsd:string,
        "Wikipedia:Dichloroaniline"^^xsd:string ;
    rdfs:label "dichloroaniline"^^xsd:string ;
    rdfs:subClassOf CHEBI:23130,
        CHEBI:23697 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H5Cl2N"^^xsd:string ;
    chebi:mass "162.017"^^xsd:string ;
    chebi:monoisotopicmass "160.97990"^^xsd:string ;
    oboInOwl:hasExactSynonym "dichloroaniline"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Dichloranilin"^^xsd:string,
        "dichloroanilines"^^xsd:string ;
    oboInOwl:id "CHEBI:23696"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:23697 a owl:Class ;
    rdfs:label "dichlorobenzene"^^xsd:string ;
    definition: "Any member of the class of chlorobenzenes carrying two chloro groups at unspecified positions."^^xsd:string ;
    rdfs:subClassOf CHEBI:23132 ;
    oboInOwl:hasExactSynonym "dichlorobenzene"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Dichlorbenzol"^^xsd:string,
        "dichlorobenzenes"^^xsd:string ;
    oboInOwl:id "CHEBI:23697"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:23765 a owl:Class ;
    rdfs:label "quinolone"^^xsd:string ;
    rdfs:subClassOf CHEBI:26513 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "quinolones"^^xsd:string ;
    oboInOwl:id "CHEBI:23765"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:23818 a owl:Class ;
    rdfs:label "dimethylxanthine"^^xsd:string ;
    rdfs:subClassOf CHEBI:25348 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "dimethylxanthines"^^xsd:string ;
    oboInOwl:id "CHEBI:23818"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:23824 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Diol"^^xsd:string ;
    rdfs:label "diol"^^xsd:string ;
    definition: "A compound that contains two hydroxy groups, generally assumed to be, but not necessarily, alcoholic. Aliphatic diols are also called glycols."^^xsd:string ;
    rdfs:subClassOf CHEBI:26191 ;
    oboInOwl:hasExactSynonym "diols"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:23824"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:23849 a owl:Class ;
    oboInOwl:hasDbXref "LIPID_MAPS_class:LMPR0104"^^xsd:string ;
    rdfs:label "diterpenoid"^^xsd:string ;
    definition: "Any terpenoid derived from a diterpene. The term includes compounds in which the C20 skeleton of the parent diterpene has been rearranged or modified by the removal of one or more skeletal atoms (generally methyl groups)."^^xsd:string ;
    rdfs:subClassOf CHEBI:26873,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:35190 ] ;
    oboInOwl:hasExactSynonym "diterpenoids"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "C20 isoprenoids"^^xsd:string,
        "diterpenoides"^^xsd:string ;
    oboInOwl:id "CHEBI:23849"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:23888 a owl:Class ;
    rdfs:label "drug"^^xsd:string ;
    definition: "Any substance which when absorbed into a living organism may modify one or more of its functions. The term is generally accepted for a substance taken for a therapeutic purpose, but is also commonly used for abused substances."^^xsd:string ;
    rdfs:subClassOf CHEBI:52217 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "drugs"^^xsd:string,
        "medicine"^^xsd:string ;
    oboInOwl:id "CHEBI:23888"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:23899 a owl:Class ;
    oboInOwl:hasDbXref "LIPID_MAPS_class:LMFA03"^^xsd:string,
        "PMID:2657063"^^xsd:string,
        "PMID:12697726"^^xsd:string,
        "PMID:16107763"^^xsd:string,
        "PMID:19160658"^^xsd:string,
        "Wikipedia:Eicosanoid"^^xsd:string ;
    rdfs:label "icosanoid"^^xsd:string ;
    definition: "Any member of the group of signalling molecules arising from oxidation of the three C20 essential fatty acids (EFAs) icosapentaenoic acid (EPA), arachidonic acid (AA) and dihomo-gamma-linolenic acid (DGLA)."^^xsd:string ;
    rdfs:subClassOf CHEBI:61697,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:62937 ] ;
    oboInOwl:hasExactSynonym "icosanoid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "eicosanoid"^^xsd:string,
        "eicosanoids"^^xsd:string,
        "icosanoids"^^xsd:string ;
    oboInOwl:id "CHEBI:23899"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:23905 a owl:Class ;
    rdfs:label "monoatomic anion"^^xsd:string ;
    rdfs:subClassOf CHEBI:22563,
        CHEBI:24867 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "monoatomic anions"^^xsd:string ;
    oboInOwl:id "CHEBI:23905"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:23906 a owl:Class ;
    rdfs:label "monoatomic cation"^^xsd:string ;
    rdfs:subClassOf CHEBI:24867,
        CHEBI:36916 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "monoatomic cations"^^xsd:string ;
    oboInOwl:id "CHEBI:23906"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:23924 a owl:Class ;
    rdfs:label "enzyme inhibitor"^^xsd:string ;
    definition: "A compound or agent that combines with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction."^^xsd:string ;
    rdfs:subClassOf CHEBI:35222,
        CHEBI:52206 ;
    oboInOwl:hasExactSynonym "enzyme inhibitor"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "enzyme inhibitors"^^xsd:string,
        "inhibidor enzimatico"^^xsd:string,
        "inhibidores enzimaticos"^^xsd:string,
        "inhibiteur enzymatique"^^xsd:string,
        "inhibiteurs enzymatiques"^^xsd:string ;
    oboInOwl:id "CHEBI:23924"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:23943 a owl:Class ;
    rdfs:label "ergot alkaloid"^^xsd:string ;
    rdfs:subClassOf CHEBI:65322 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "ergot alkaloids"^^xsd:string ;
    oboInOwl:id "CHEBI:23943"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:23953 a owl:Class ;
    rdfs:label "erythromycins"^^xsd:string ;
    rdfs:subClassOf CHEBI:25105,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:23955 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:23953"^^xsd:string ;
    oboInOwl:inSubset chebi2:1_STAR .

CHEBI:23955 a owl:Class ;
    rdfs:label "erythronolide"^^xsd:string ;
    rdfs:subClassOf CHEBI:25106,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:25212 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:23955"^^xsd:string ;
    oboInOwl:inSubset chebi2:1_STAR .

CHEBI:23965 a owl:Class ;
    oboInOwl:hasDbXref "PMID:10696569"^^xsd:string,
        "PMID:24084694"^^xsd:string,
        "Wikipedia:Estradiol"^^xsd:string ;
    rdfs:label "estradiol"^^xsd:string ;
    definition: "A 3-hydroxy steroid that is estra-1,3,5(10)-triene substituted by hydroxy groups at positions 3 and 17."^^xsd:string ;
    rdfs:subClassOf CHEBI:36838,
        CHEBI:177917,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:23966 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50114 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C18H24O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C18H24O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h3,5,10,14-17,19-20H,2,4,6-9H2,1H3/t14-,15-,16+,17?,18+/m1/s1"^^xsd:string ;
    chebi:inchikey "VOXZDWNPVJITMN-WKUFJEKOSA-N"^^xsd:string ;
    chebi:mass "272.38196"^^xsd:string ;
    chebi:monoisotopicmass "272.17763"^^xsd:string ;
    chebi:smiles "[H][C@]12CC[C@]3(C)C(O)CC[C@@]3([H])[C@]1([H])CCc1cc(O)ccc21"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:42364"^^xsd:string ;
    oboInOwl:hasExactSynonym "estra-1,3,5(10)-triene-3,17-diol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "oestradiol"^^xsd:string ;
    oboInOwl:id "CHEBI:23965"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:23966 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:3125721"^^xsd:string,
        "LIPID_MAPS_instance:LMST02010000"^^xsd:string ;
    rdfs:label "estrane"^^xsd:string ;
    rdfs:subClassOf CHEBI:35508 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C18H30"^^xsd:string ;
    chebi:inchi "InChI=1S/C18H30/c1-18-11-4-7-17(18)16-9-8-13-5-2-3-6-14(13)15(16)10-12-18/h13-17H,2-12H2,1H3/t13?,14-,15+,16+,17-,18-/m0/s1"^^xsd:string ;
    chebi:inchikey "GRXPVLPQNMUNNX-MHJRRCNVSA-N"^^xsd:string ;
    chebi:mass "246.43080"^^xsd:string ;
    chebi:monoisotopicmass "246.23475"^^xsd:string ;
    chebi:smiles "[H][C@]12CCCCC1CC[C@]1([H])[C@]2([H])CC[C@]2(C)CCC[C@@]12[H]"^^xsd:string ;
    oboInOwl:hasExactSynonym "estrane"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Oestran"^^xsd:string,
        "oestrane"^^xsd:string ;
    oboInOwl:id "CHEBI:23966"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:23976 a owl:Class ;
    rdfs:label "ethanediol"^^xsd:string ;
    definition: "Any diol that is ethane or substituted ethane carrying two hydroxy groups."^^xsd:string ;
    rdfs:subClassOf CHEBI:23824 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "ethanediols"^^xsd:string ;
    oboInOwl:id "CHEBI:23976"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:23981 a owl:Class ;
    rdfs:label "ethanolamines"^^xsd:string ;
    rdfs:subClassOf CHEBI:22478 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "ethanolamine"^^xsd:string ;
    oboInOwl:id "CHEBI:23981"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:23982 a owl:Class ;
    rdfs:label "ethanols"^^xsd:string ;
    definition: "Any primary alcohol based on an ethanol skeleton."^^xsd:string ;
    rdfs:subClassOf CHEBI:15734 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:23982"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:23990 a owl:Class ;
    rdfs:label "ethyl ester"^^xsd:string ;
    definition: "Any carboxylic ester resulting from the formal condensation of the carboxy group of a carboxylic acid with ethanol."^^xsd:string ;
    rdfs:subClassOf CHEBI:33308,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:16236 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:33575 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C3H5O2R"^^xsd:string ;
    chebi:mass "73.07060"^^xsd:string ;
    chebi:monoisotopicmass "73.02895"^^xsd:string ;
    chebi:smiles "CCOC([*])=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:85056"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "carboxylic acid ethyl ester"^^xsd:string,
        "carboxylic acid ethyl esters"^^xsd:string,
        "ethyl carboxylate"^^xsd:string,
        "ethyl carboxylates"^^xsd:string,
        "ethyl esters"^^xsd:string ;
    oboInOwl:id "CHEBI:23990"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24020 a owl:Class ;
    oboInOwl:hasDbXref "PMID:31838543"^^xsd:string,
        "PMID:32057251"^^xsd:string,
        "PMID:33549284"^^xsd:string,
        "PMID:34045883"^^xsd:string ;
    rdfs:label "fat-soluble vitamin (role)"^^xsd:string ;
    definition: "Any vitamin that dissolves in fats and are stored in body tissues. Unlike the water-soluble vitamins, they are stored in the body for long periods of time and generally pose a greater risk for toxicity when consumed in excess."^^xsd:string ;
    rdfs:subClassOf CHEBI:33229 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "fat-soluble vitamin"^^xsd:string,
        "fat-soluble vitamins"^^xsd:string,
        "fettloesliche Vitamine"^^xsd:string ;
    oboInOwl:id "CHEBI:24020"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24026 a owl:Class ;
    oboInOwl:hasDbXref "LIPID_MAPS_class:LMFA05"^^xsd:string,
        "MetaCyc:Fatty-Alcohols"^^xsd:string,
        "Wikipedia:Fatty_alcohol"^^xsd:string ;
    rdfs:label "fatty alcohol"^^xsd:string ;
    definition: "An aliphatic alcohol consisting of a chain of 3 to greater than 27 carbon atoms. Fatty alcohols may be saturated or unsaturated and may be branched or unbranched."^^xsd:string ;
    rdfs:subClassOf CHEBI:30879,
        CHEBI:61697 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "HOR"^^xsd:string ;
    chebi:mass "17.007"^^xsd:string ;
    chebi:monoisotopicmass "17.00274"^^xsd:string ;
    chebi:smiles "O[*]"^^xsd:string ;
    oboInOwl:hasExactSynonym "fatty alcohol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "a fatty alcohol"^^xsd:string,
        "alcool gras"^^xsd:string,
        "fatty alcohols"^^xsd:string,
        "Fettalkohol"^^xsd:string,
        "Fettalkohole"^^xsd:string ;
    oboInOwl:id "CHEBI:24026"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24031 a owl:Class ;
    rdfs:label "ferulic acids"^^xsd:string ;
    rdfs:subClassOf CHEBI:24688,
        CHEBI:33853,
        CHEBI:35618 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:24031"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24043 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:Flavones"^^xsd:string,
        "Wikipedia:Flavone"^^xsd:string ;
    rdfs:label "flavones"^^xsd:string ;
    definition: "A member of the class of flavonoid with a 2-aryl-1-benzopyran-4-one (2-arylchromen-4-one) skeleton and its substituted derivatives."^^xsd:string ;
    rdfs:subClassOf CHEBI:192499 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C15O2R10"^^xsd:string ;
    chebi:mass "212.160"^^xsd:string ;
    chebi:monoisotopicmass "211.98983"^^xsd:string ;
    chebi:smiles "O1C2=C(C(C(=C1C3=C(C(=C(C(=C3*)*)*)*)*)*)=O)C(=C(C(=C2*)*)*)*"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-aryl-1-benzopyran-4-one"^^xsd:string,
        "2-aryl-1-benzopyran-4-ones"^^xsd:string,
        "2-arylchromen-4-one"^^xsd:string,
        "2-arylchromen-4-ones"^^xsd:string,
        "a flavone"^^xsd:string ;
    oboInOwl:id "CHEBI:24043"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24061 a owl:Class ;
    oboInOwl:hasDbXref "CAS:7782-41-4"^^xsd:string,
        "WebElements:F"^^xsd:string ;
    rdfs:label "fluorine atom"^^xsd:string ;
    rdfs:subClassOf CHEBI:24473,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:27027 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "F"^^xsd:string ;
    chebi:inchi "InChI=1S/F"^^xsd:string ;
    chebi:inchikey "YCKRFDGAMUMZLT-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "18.99840"^^xsd:string ;
    chebi:monoisotopicmass "18.99840"^^xsd:string ;
    chebi:smiles "[F]"^^xsd:string ;
    oboInOwl:hasExactSynonym "fluorine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "9F"^^xsd:string,
        "F"^^xsd:string,
        "Fluor"^^xsd:string,
        "fluor"^^xsd:string,
        "fluorine"^^xsd:string,
        "fluorum"^^xsd:string ;
    oboInOwl:id "CHEBI:24061"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24062 a owl:Class ;
    rdfs:label "fluorine molecular entity"^^xsd:string ;
    rdfs:subClassOf CHEBI:24471,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:24061 ] ;
    oboInOwl:hasExactSynonym "fluorine molecular entity"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "fluorine compounds"^^xsd:string,
        "fluorine molecular entities"^^xsd:string ;
    oboInOwl:id "CHEBI:24062"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24067 a owl:Class ;
    rdfs:label "fluoroalkane"^^xsd:string ;
    definition: "A haloalkane that is an alkane in which at least one hydrogen atom has been replaced by a fluorine atom."^^xsd:string ;
    rdfs:subClassOf CHEBI:24469,
        CHEBI:37143 ;
    oboInOwl:hasExactSynonym "fluoroalkane"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "fluoroalkanes"^^xsd:string ;
    oboInOwl:id "CHEBI:24067"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24079 a owl:Class ;
    rdfs:label "formamides"^^xsd:string ;
    definition: "Amides with the general formula R(1)R(2)NCHO (R(1) and R(2) can be H)."^^xsd:string ;
    rdfs:subClassOf CHEBI:37622 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:24079"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24127 a owl:Class ;
    rdfs:label "fungicide"^^xsd:string ;
    definition: "A substance used to destroy fungal pests."^^xsd:string ;
    rdfs:subClassOf CHEBI:25944,
        CHEBI:35718 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "fungicides"^^xsd:string ;
    oboInOwl:id "CHEBI:24127"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24128 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Furocoumarin"^^xsd:string ;
    rdfs:label "furanocoumarin"^^xsd:string ;
    definition: "Any furochromene that consists of a furan ring fused with a coumarin. The fusion may occur in different ways in give several isomers."^^xsd:string ;
    rdfs:subClassOf CHEBI:39432 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "furanocoumarins"^^xsd:string ;
    oboInOwl:id "CHEBI:24128"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24129 a owl:Class ;
    rdfs:label "furans"^^xsd:string ;
    definition: "Compounds containing at least one furan ring."^^xsd:string ;
    rdfs:subClassOf CHEBI:25693,
        CHEBI:38104 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "oxacyclopenta-2,4-dienes"^^xsd:string ;
    oboInOwl:id "CHEBI:24129"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24250 a owl:Class ;
    rdfs:label "gibberellin"^^xsd:string ;
    rdfs:subClassOf CHEBI:23849,
        CHEBI:33575,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:36766 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:59139 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37848 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "gibberellins"^^xsd:string ;
    oboInOwl:id "CHEBI:24250"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24261 a owl:Class ;
    rdfs:label "glucocorticoid"^^xsd:string ;
    definition: "Glucocorticoids are a class of steroid hormones that regulate a variety of physiological processes, in particular control of the concentration of glucose in blood."^^xsd:string ;
    rdfs:subClassOf CHEBI:36699 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "glucocorticoids"^^xsd:string ;
    oboInOwl:id "CHEBI:24261"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24265 a owl:Class ;
    rdfs:label "gluconate"^^xsd:string ;
    rdfs:subClassOf CHEBI:33804,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:24266 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H11O7"^^xsd:string ;
    chebi:mass "195.148"^^xsd:string ;
    chebi:monoisotopicmass "195.05048"^^xsd:string ;
    oboInOwl:hasExactSynonym "gluconate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:24265"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24266 a owl:Class ;
    oboInOwl:hasDbXref "DrugBank:DB04304"^^xsd:string ;
    rdfs:label "gluconic acid"^^xsd:string ;
    rdfs:subClassOf CHEBI:33752,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:24265 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H11O7"^^xsd:string ;
    chebi:mass "195.148"^^xsd:string ;
    chebi:monoisotopicmass "195.05048"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:24266"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24271 a owl:Class ;
    rdfs:label "glucosamines"^^xsd:string ;
    definition: "Any  hexosamine that is glucose in which at least one of the hydroxy groups has been replaced by an amino group."^^xsd:string ;
    rdfs:subClassOf CHEBI:24586 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:24271"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24278 a owl:Class ;
    rdfs:label "glucoside"^^xsd:string ;
    rdfs:subClassOf CHEBI:35313 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "glucosides"^^xsd:string ;
    oboInOwl:id "CHEBI:24278"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24315 a owl:Class ;
    rdfs:label "glutamic acid derivative"^^xsd:string ;
    definition: "An amino acid derivative resulting from reaction of glutamic acid at the amino group or either of the carboxy groups, or from the replacement of any hydrogen by a heteroatom. The definition normally excludes peptides containing glutamic acid residues."^^xsd:string ;
    rdfs:subClassOf CHEBI:83821,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:18237 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:24315"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24318 a owl:Class ;
    oboInOwl:hasDbXref "PMID:20716061"^^xsd:string ;
    rdfs:label "glutamine family amino acid"^^xsd:string ;
    definition: "An L-alpha-amino acid which is L-glutamic acid or any of the essential amino acids biosynthesised from it (glutamine, proline and arginine). A closed class."^^xsd:string ;
    rdfs:subClassOf CHEBI:15705,
        CHEBI:83813 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "glutamine family amino acids"^^xsd:string ;
    oboInOwl:id "CHEBI:24318"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24319 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Glutamine_synthetase"^^xsd:string ;
    rdfs:label "EC 6.3.1.2 (glutamate--ammonia ligase) inhibitor"^^xsd:string ;
    definition: "An EC 6.3.* (C-N bond-forming ligase) inhibitor that interferes with the action of glutamate--ammonia ligase (EC 6.3.1.2)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76823 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "EC 6.3.1.2 (glutamate--ammonia ligase) inhibitors"^^xsd:string,
        "EC 6.3.1.2 inhibitor"^^xsd:string,
        "EC 6.3.1.2 inhibitors"^^xsd:string,
        "glutamate--ammonia ligase (EC 6.3.1.2) inhibitor"^^xsd:string,
        "glutamate--ammonia ligase (EC 6.3.1.2) inhibitors"^^xsd:string,
        "glutamate--ammonia ligase inhibitor"^^xsd:string,
        "glutamate--ammonia ligase inhibitors"^^xsd:string,
        "glutamine synthetase inhibitor"^^xsd:string,
        "glutamine synthetase inhibitors"^^xsd:string,
        "glutamylhydroxamic synthetase inhibitor"^^xsd:string,
        "glutamylhydroxamic synthetase inhibitors"^^xsd:string,
        "L-glutamate:ammonia ligase (ADP-forming) inhibitor"^^xsd:string,
        "L-glutamate:ammonia ligase (ADP-forming) inhibitors"^^xsd:string,
        "L-glutamine synthetase inhibitor"^^xsd:string,
        "L-glutamine synthetase inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:24319"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24360 a owl:Class ;
    rdfs:label "glycerophosphoglycerols"^^xsd:string ;
    rdfs:subClassOf CHEBI:37739 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:24360"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24373 a owl:Class ;
    rdfs:label "glycine derivative"^^xsd:string ;
    definition: "A proteinogenic amino acid derivative resulting from reaction of glycine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom."^^xsd:string ;
    rdfs:subClassOf CHEBI:83811,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:15428 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:24373"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24396 a owl:Class ;
    rdfs:label "glycopeptide"^^xsd:string ;
    definition: "Any carbohydrate derivative that consists of glycan moieties covalently attached to the side chains of the amino acid residues that constitute the peptide."^^xsd:string ;
    rdfs:subClassOf CHEBI:16670,
        CHEBI:63299 ;
    oboInOwl:hasAlternativeId "CHEBI:5478"^^xsd:string,
        "CHEBI:24395"^^xsd:string ;
    oboInOwl:hasExactSynonym "glycopeptides"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:24396"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24400 a owl:Class ;
    rdfs:label "glycoside"^^xsd:string ;
    definition: "A glycosyl compound resulting from the attachment of a glycosyl group to a non-acyl group RO-, RS-, RSe-, etc. The bond between the glycosyl group and the non-acyl group is called a glycosidic bond. By extension, the terms N-glycosides and C-glycosides are used as class names for glycosylamines and for compounds having a glycosyl group attached to a hydrocarbyl group respectively. These terms are misnomers and should not be used. The preferred terms are glycosylamines and C-glycosyl compounds, respectively."^^xsd:string ;
    rdfs:subClassOf CHEBI:63161 ;
    oboInOwl:hasExactSynonym "glycosides"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "glycosides"^^xsd:string,
        "O-glycoside"^^xsd:string,
        "O-glycosides"^^xsd:string ;
    oboInOwl:id "CHEBI:24400"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24402 a owl:Class ;
    oboInOwl:hasDbXref "PMID:18845618"^^xsd:string,
        "PMID:19303901"^^xsd:string,
        "PMID:26954668"^^xsd:string,
        "PMID:26976737"^^xsd:string,
        "PMID:27253729"^^xsd:string,
        "PMID:27325407"^^xsd:string,
        "Wikipedia:Glycosphingolipid"^^xsd:string ;
    rdfs:label "glycosphingolipid"^^xsd:string ;
    definition: "A glycosphingolipid is a glycolipid that is a carbohydrate-containing derivative of a sphingoid or ceramide. It is understood that the carbohydrate residue is attached by a glycosidic linkage to O-1 of the sphingoid."^^xsd:string ;
    rdfs:subClassOf CHEBI:26739,
        CHEBI:33563 ;
    oboInOwl:hasAlternativeId "CHEBI:5498"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "glycosphingolipids"^^xsd:string ;
    oboInOwl:id "CHEBI:24402"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24407 a owl:Class ;
    rdfs:label "glycosyl glycoside"^^xsd:string ;
    definition: "Any disaccharide in which the two monosaccharide components are connected by a glycosidic linkage between their anomeric centres."^^xsd:string ;
    rdfs:subClassOf CHEBI:36233 ;
    oboInOwl:hasExactSynonym "glycosyl glycoside"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "glycosyl glycosides"^^xsd:string ;
    oboInOwl:id "CHEBI:24407"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24431 a owl:Class ;
    rdfs:label "chemical entity"^^xsd:string ;
    definition: "A chemical entity is a physical entity of interest in chemistry including molecular entities, parts thereof, and chemical substances."^^xsd:string ;
    oboInOwl:hasExactSynonym "chemical entity"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:24431"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24432 a owl:Class ;
    rdfs:label "biological role"^^xsd:string ;
    definition: "A role played by the molecular entity or part thereof within a biological context."^^xsd:string ;
    rdfs:subClassOf CHEBI:50906 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "biological function"^^xsd:string ;
    oboInOwl:id "CHEBI:24432"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24433 a owl:Class ;
    rdfs:label "group"^^xsd:string ;
    definition: "A defined linked collection of atoms or a single atom within a molecular entity."^^xsd:string ;
    rdfs:subClassOf CHEBI:24431,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:33250 ] ;
    oboInOwl:hasExactSynonym "group"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "groupe"^^xsd:string,
        "grupo"^^xsd:string,
        "grupos"^^xsd:string,
        "Gruppe"^^xsd:string,
        "Rest"^^xsd:string ;
    oboInOwl:id "CHEBI:24433"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24436 a owl:Class ;
    rdfs:label "guanidines"^^xsd:string ;
    definition: "Any organonitrogen compound containing a carbamimidamido (guanidino) group. Guanidines have the general structure (R(1)R(2)N)(R(3)R(4)N)C=N-R(5) and are related structurally to amidines and ureas."^^xsd:string ;
    rdfs:subClassOf CHEBI:35352 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:24436"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24455 a owl:Class ;
    rdfs:label "guanosine phosphate"^^xsd:string ;
    rdfs:subClassOf CHEBI:61295 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "guanosine phosphates"^^xsd:string ;
    oboInOwl:id "CHEBI:24455"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24469 a owl:Class ;
    rdfs:label "haloalkane"^^xsd:string ;
    definition: "A halohydrocarbon that is an alkane in which at least one hydrogen atom has been replaced by with a halogen atom."^^xsd:string ;
    rdfs:subClassOf CHEBI:24472 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "alkyl halide"^^xsd:string,
        "alkyl halides"^^xsd:string,
        "haloalkanes"^^xsd:string ;
    oboInOwl:id "CHEBI:24469"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24471 a owl:Class ;
    rdfs:label "halogen molecular entity"^^xsd:string ;
    rdfs:subClassOf CHEBI:33675,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:24473 ] ;
    oboInOwl:hasExactSynonym "halogen molecular entity"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "halogen compounds"^^xsd:string,
        "halogen molecular entities"^^xsd:string ;
    oboInOwl:id "CHEBI:24471"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24472 a owl:Class ;
    rdfs:label "halohydrocarbon"^^xsd:string ;
    definition: "A compound derived from a hydrocarbon by replacing a hydrogen atom with a halogen atom."^^xsd:string ;
    rdfs:subClassOf CHEBI:17792,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:24632 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "halogenated hydrocarbons"^^xsd:string,
        "halohydrocarbons"^^xsd:string ;
    oboInOwl:id "CHEBI:24472"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24473 a owl:Class ;
    rdfs:label "halogen"^^xsd:string ;
    rdfs:subClassOf CHEBI:25585,
        CHEBI:33560 ;
    oboInOwl:hasExactSynonym "halogen"^^xsd:string,
        "halogens"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "group 17 elements"^^xsd:string,
        "group VII elements"^^xsd:string,
        "Halogene"^^xsd:string,
        "halogene"^^xsd:string,
        "halogenes"^^xsd:string,
        "halogeno"^^xsd:string,
        "halogenos"^^xsd:string ;
    oboInOwl:id "CHEBI:24473"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24505 a owl:Class ;
    rdfs:label "heparins"^^xsd:string ;
    rdfs:subClassOf CHEBI:35722,
        CHEBI:37395 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:24505"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24527 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Herbicide"^^xsd:string ;
    rdfs:label "herbicide"^^xsd:string ;
    definition: "A substance used to destroy plant pests."^^xsd:string ;
    rdfs:subClassOf CHEBI:25944 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "herbicides"^^xsd:string,
        "Herbizid"^^xsd:string,
        "Unkrautbekaempfungsmittel"^^xsd:string,
        "Unkrautvertilgungsmittel"^^xsd:string,
        "Wildkrautbekaempfungsmittel"^^xsd:string ;
    oboInOwl:id "CHEBI:24527"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24531 a owl:Class ;
    rdfs:label "heterocyclic antibiotic"^^xsd:string ;
    rdfs:subClassOf CHEBI:24532,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:33281 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:24531"^^xsd:string ;
    oboInOwl:inSubset chebi2:1_STAR .

CHEBI:24532 a owl:Class ;
    rdfs:label "organic heterocyclic compound"^^xsd:string ;
    definition: "A cyclic compound having as ring members atoms of carbon and at least of one other element."^^xsd:string ;
    rdfs:subClassOf CHEBI:5686,
        CHEBI:33285,
        CHEBI:33832 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "organic heterocycle"^^xsd:string,
        "organic heterocyclic compounds"^^xsd:string ;
    oboInOwl:id "CHEBI:24532"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24533 a owl:Class ;
    rdfs:label "heterodetic cyclic peptide"^^xsd:string ;
    definition: "A heterodetic cyclic peptide is a peptide consisting only of amino-acid residues, but in which the linkages forming the ring are not solely peptide bonds; one or more is an isopeptide, disulfide, ester, or other bond."^^xsd:string ;
    rdfs:subClassOf CHEBI:23449 ;
    oboInOwl:hasExactSynonym "heterodetic cyclic peptide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "heterodetic cyclic peptides"^^xsd:string,
        "peptide cyclique heterodetique"^^xsd:string,
        "peptido ciclico heterodetico"^^xsd:string ;
    oboInOwl:id "CHEBI:24533"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24540 a owl:Class ;
    owl:deprecated true ;
    replacedBy: CHEBI:15756 ;
    obsReason: termsMerged: .

CHEBI:24580 a owl:Class ;
    rdfs:label "hexenoic acid"^^xsd:string ;
    definition: "A C6, medium-chain fatty acid carrying a double bond at any position along the main chain."^^xsd:string ;
    rdfs:subClassOf CHEBI:25413,
        CHEBI:59554 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H10O2"^^xsd:string ;
    chebi:mass "114.143"^^xsd:string ;
    chebi:monoisotopicmass "114.06808"^^xsd:string ;
    oboInOwl:hasExactSynonym "hexenoic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "hexenoic acids"^^xsd:string ;
    oboInOwl:id "CHEBI:24580"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24583 a owl:Class ;
    rdfs:label "hexitol"^^xsd:string ;
    rdfs:subClassOf CHEBI:17522 ;
    oboInOwl:hasExactSynonym "hexitol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "hexitols"^^xsd:string ;
    oboInOwl:id "CHEBI:24583"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24586 a owl:Class ;
    rdfs:label "hexosamine"^^xsd:string ;
    definition: "Any 6-carbon amino monosaccharide with at least one alcoholic hydroxy group replaced by an amino group."^^xsd:string ;
    rdfs:subClassOf CHEBI:60926 ;
    oboInOwl:hasExactSynonym "hexosamine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "hexosamines"^^xsd:string ;
    oboInOwl:id "CHEBI:24586"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24613 a owl:Class ;
    rdfs:label "homodetic cyclic peptide"^^xsd:string ;
    definition: "A homodetic cyclic peptide is a cyclic peptide in which the ring consists solely of amino-acid residues in peptide linkages."^^xsd:string ;
    rdfs:subClassOf CHEBI:23449 ;
    oboInOwl:hasExactSynonym "homodetic cyclic peptide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "homodetic cyclic peptides"^^xsd:string,
        "peptide cyclique homodetique"^^xsd:string,
        "peptido ciclico homodetico"^^xsd:string ;
    oboInOwl:id "CHEBI:24613"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24621 a owl:Class ;
    rdfs:label "hormone"^^xsd:string ;
    definition: "Originally referring to an endogenous compound that is formed in specialized organ or group of cells and carried to another organ or group of cells, in the same organism, upon which it has a specific regulatory function, the term is now commonly used to include non-endogenous, semi-synthetic and fully synthetic analogues of such compounds."^^xsd:string ;
    rdfs:subClassOf CHEBI:33280,
        CHEBI:48705 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "endocrine"^^xsd:string,
        "hormones"^^xsd:string ;
    oboInOwl:id "CHEBI:24621"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24628 a owl:Class ;
    rdfs:label "imidazolidine-2,4-dione"^^xsd:string ;
    definition: "An imidazolidinone with oxo groups at position 2 and 4."^^xsd:string ;
    rdfs:subClassOf CHEBI:55370 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:24628"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24631 a owl:Class ;
    rdfs:label "hydrazines"^^xsd:string ;
    definition: "Hydrazine (diazane) and its substituted derivatives."^^xsd:string ;
    rdfs:subClassOf CHEBI:51143 ;
    oboInOwl:hasExactSynonym "hydrazines"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:24631"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24632 a owl:Class ;
    rdfs:label "hydrocarbon"^^xsd:string ;
    definition: "A compound consisting of carbon and hydrogen only."^^xsd:string ;
    rdfs:subClassOf CHEBI:33245 ;
    oboInOwl:hasExactSynonym "hydrocarbon"^^xsd:string,
        "hydrocarbons"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "hidrocarburo"^^xsd:string,
        "hidrocarburos"^^xsd:string,
        "hydrocarbure"^^xsd:string,
        "Kohlenwasserstoff"^^xsd:string,
        "Kohlenwasserstoffe"^^xsd:string ;
    oboInOwl:id "CHEBI:24632"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24633 a owl:Class ;
    owl:deprecated true ;
    replacedBy: CHEBI:17650 ;
    obsReason: termsMerged: .

CHEBI:24636 a owl:Class ;
    oboInOwl:hasDbXref "CAS:12408-02-5"^^xsd:string,
        "KEGG:C00080"^^xsd:string ;
    rdfs:label "proton"^^xsd:string ;
    definition: "Nuclear particle of charge number +1, spin 1/2 and rest mass of 1.007276470(12) u."^^xsd:string ;
    rdfs:subClassOf CHEBI:15378,
        CHEBI:33253 ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "[1H]"^^xsd:string ;
    chebi:inchi "InChI=1S/p+1/i/hH"^^xsd:string ;
    chebi:inchikey "GPRLSGONYQIRFK-FTGQXOHASA-N"^^xsd:string ;
    chebi:mass "1.007"^^xsd:string ;
    chebi:monoisotopicmass "1.00728"^^xsd:string ;
    chebi:smiles "[1H+]"^^xsd:string ;
    oboInOwl:hasExactSynonym "protium(1+)"^^xsd:string,
        "proton"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(1)1H(+)"^^xsd:string,
        "(1)H(+)"^^xsd:string,
        "p"^^xsd:string,
        "p(+)"^^xsd:string ;
    oboInOwl:id "CHEBI:24636"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24644 a owl:Class ;
    rdfs:label "HPETE"^^xsd:string ;
    definition: "Mono-hydroperoxy (e)icosatetraenoic acids (HPETEs) are the primary products of lipoxygenase-catalysed oxygenation of arachidonic acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:23899,
        CHEBI:189832,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:59720 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "HPETEs"^^xsd:string,
        "Mono-hydroperoxy icosatetraenoic acids"^^xsd:string ;
    oboInOwl:id "CHEBI:24644"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24648 a owl:Class ;
    rdfs:label "hydroxamic acid anion"^^xsd:string ;
    definition: "An oxoanion resulting from the removal of a proton from the hydroxy group of any hydroxamic acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:25696,
        CHEBI:35406,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:24650 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "hydroxamate"^^xsd:string,
        "hydroxamates"^^xsd:string,
        "hydroxamic acid anions"^^xsd:string,
        "hydroxamic anion"^^xsd:string,
        "hydroxamic anions"^^xsd:string ;
    oboInOwl:id "CHEBI:24648"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24650 a owl:Class ;
    rdfs:label "hydroxamic acid"^^xsd:string ;
    definition: "A compound, RkE(=O)lNHOH, derived from an oxoacid RkE(=O)l(OH) (l =/= 0) by replacing -OH with -NHOH, and derivatives thereof. Specific examples of hydroxamic acids are preferably named as N-hydroxy amides."^^xsd:string ;
    rdfs:subClassOf CHEBI:37622,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:24648 ] ;
    oboInOwl:hasExactSynonym "hydroxamic acids"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "hydroxamic acids"^^xsd:string,
        "N-hydroxy amide"^^xsd:string,
        "N-hydroxy amides"^^xsd:string,
        "N-hydroxy-amide"^^xsd:string,
        "N-hydroxy-amides"^^xsd:string,
        "N-hydroxyamide"^^xsd:string,
        "N-hydroxyamides"^^xsd:string ;
    oboInOwl:id "CHEBI:24650"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24651 a owl:Class ;
    rdfs:label "hydroxides"^^xsd:string ;
    definition: "Hydroxides are chemical compounds containing a hydroxy group or salts containing hydroxide (OH(-))."^^xsd:string ;
    rdfs:subClassOf CHEBI:25806,
        CHEBI:33608,
        CHEBI:37577,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:43176 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:24651"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24654 a owl:Class ;
    oboInOwl:hasDbXref "LIPID_MAPS_class:LMFA0105"^^xsd:string,
        "PMID:6419288"^^xsd:string,
        "PMID:8274032"^^xsd:string,
        "PMID:18296335"^^xsd:string ;
    rdfs:label "hydroxy fatty acid"^^xsd:string ;
    definition: "Any fatty acid carrying one or more hydroxy substituents."^^xsd:string ;
    rdfs:subClassOf CHEBI:35366,
        CHEBI:35868,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:59835 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "hydroxy fatty acids"^^xsd:string ;
    oboInOwl:id "CHEBI:24654"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24662 a owl:Class ;
    rdfs:label "hydroxy-amino acid"^^xsd:string ;
    definition: "A non-proteinogenic alpha-amino acid bearing one or more hydroxy groups at unspecified positions."^^xsd:string ;
    rdfs:subClassOf CHEBI:83925 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:24662"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24669 a owl:Class ;
    rdfs:label "hydroxy carboxylic acid"^^xsd:string ;
    definition: "Any carboxylic acid with at least one hydroxy group."^^xsd:string ;
    rdfs:subClassOf CHEBI:33575,
        CHEBI:33822 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "hydroxy carboxylic acids"^^xsd:string,
        "hydroxycarboxylic acid"^^xsd:string,
        "hydroxycarboxylic acids"^^xsd:string ;
    oboInOwl:id "CHEBI:24669"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24675 a owl:Class ;
    rdfs:label "hydroxybenzoate"^^xsd:string ;
    definition: "Any benzoate derivative carrying a single carboxylate group and at least one hydroxy substituent."^^xsd:string ;
    rdfs:subClassOf CHEBI:22718,
        CHEBI:36059,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:24676 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "hydroxybenzoates"^^xsd:string ;
    oboInOwl:id "CHEBI:24675"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24676 a owl:Class ;
    rdfs:label "hydroxybenzoic acid"^^xsd:string ;
    definition: "Any benzoic acid carrying one or more phenolic hydroxy groups on the benzene ring."^^xsd:string ;
    rdfs:subClassOf CHEBI:22723,
        CHEBI:33853,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:30746 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:24675 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C7H6O3"^^xsd:string ;
    chebi:mass "138.121"^^xsd:string ;
    chebi:monoisotopicmass "138.03169"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:50778"^^xsd:string ;
    oboInOwl:hasExactSynonym "hydroxybenzoic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "hydroxybenzoic acids"^^xsd:string ;
    oboInOwl:id "CHEBI:24676"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24684 a owl:Class ;
    rdfs:label "hydroxybutyric acid"^^xsd:string ;
    definition: "Any compound comprising a butyric acid core carrying at least one hydroxy substituent."^^xsd:string ;
    rdfs:subClassOf CHEBI:24654,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:30772 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C4H8O3"^^xsd:string ;
    chebi:mass "104.105"^^xsd:string ;
    chebi:monoisotopicmass "104.04734"^^xsd:string ;
    oboInOwl:hasExactSynonym "hydroxybutanoic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "hydroxybutanoic acids"^^xsd:string,
        "hydroxybutyric acids"^^xsd:string ;
    oboInOwl:id "CHEBI:24684"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24688 a owl:Class ;
    rdfs:label "monohydroxycinnamic acid"^^xsd:string ;
    rdfs:subClassOf CHEBI:24689 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "monohydroxycinnamic acids"^^xsd:string ;
    oboInOwl:id "CHEBI:24688"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24689 a owl:Class ;
    rdfs:label "hydroxycinnamic acid"^^xsd:string ;
    definition: "Any member of the class of  cinnamic acids carrying one or more hydroxy substituents."^^xsd:string ;
    rdfs:subClassOf CHEBI:23252 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "hydroxycinnamic acids"^^xsd:string ;
    oboInOwl:id "CHEBI:24689"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24697 a owl:Class ;
    rdfs:label "hydroxyflavanone"^^xsd:string ;
    definition: "A member of the class of flavanones that consists of flavanone with one or more hydroxy substituents."^^xsd:string ;
    rdfs:subClassOf CHEBI:28863,
        CHEBI:33822 ;
    oboInOwl:hasExactSynonym "hydroxyflavanone"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "hydroxyflavanones"^^xsd:string ;
    oboInOwl:id "CHEBI:24697"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24698 a owl:Class ;
    rdfs:label "hydroxyflavone"^^xsd:string ;
    definition: "Any flavone in which one or more ring hydrogens are replaced by hydroxy groups."^^xsd:string ;
    rdfs:subClassOf CHEBI:24043,
        CHEBI:33822 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "hydroxyflavones"^^xsd:string ;
    oboInOwl:id "CHEBI:24698"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24712 a owl:Class ;
    rdfs:label "hydroxymethyl group"^^xsd:string ;
    rdfs:subClassOf CHEBI:50325,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_substituent_group_from ;
            owl:someValuesFrom CHEBI:17790 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "CH3O"^^xsd:string ;
    chebi:mass "31.03392"^^xsd:string ;
    chebi:monoisotopicmass "31.01839"^^xsd:string ;
    chebi:smiles "C(*)O"^^xsd:string ;
    oboInOwl:hasExactSynonym "hydroxymethyl"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "-CH2-OH"^^xsd:string,
        "serine side-chain"^^xsd:string ;
    oboInOwl:id "CHEBI:24712"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24727 a owl:Class ;
    rdfs:label "hydroxynaphthalene"^^xsd:string ;
    definition: "Any member of the class of  naphthalenes that is naphthalene carrying one or more hydroxy groups."^^xsd:string ;
    rdfs:subClassOf CHEBI:25477,
        CHEBI:33853 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:24727"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24734 a owl:Class ;
    rdfs:label "hydroxyphenylalanine"^^xsd:string ;
    rdfs:subClassOf CHEBI:24662,
        CHEBI:25985,
        CHEBI:33856 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:24734"^^xsd:string ;
    oboInOwl:inSubset chebi2:1_STAR .

CHEBI:24745 a owl:Class ;
    rdfs:label "hydroxypyridine"^^xsd:string ;
    definition: "Any member of the class of pyridines with at least one hydroxy substituent."^^xsd:string ;
    rdfs:subClassOf CHEBI:26421,
        CHEBI:74818 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "hydroxypyridines"^^xsd:string ;
    oboInOwl:id "CHEBI:24745"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24751 a owl:Class ;
    rdfs:label "hydroxytoluene"^^xsd:string ;
    definition: "Any member of the class of  toluenes carrying one or more hydroxy substituents."^^xsd:string ;
    rdfs:subClassOf CHEBI:27024,
        CHEBI:33853 ;
    oboInOwl:hasExactSynonym "hydroxytoluene"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "hydroxytoluenes"^^xsd:string ;
    oboInOwl:id "CHEBI:24751"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24780 a owl:Class ;
    rdfs:label "imidazoles"^^xsd:string ;
    definition: "A five-membered organic heterocycle containing two nitrogen atoms at positions 1 and 3, or any of its derivatives; compounds containing an imidazole skeleton."^^xsd:string ;
    rdfs:subClassOf CHEBI:23677 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:24780"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24782 a owl:Class ;
    rdfs:label "imide"^^xsd:string ;
    rdfs:subClassOf CHEBI:33257 ;
    oboInOwl:hasExactSynonym "imide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "imides"^^xsd:string ;
    oboInOwl:id "CHEBI:24782"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24802 a owl:Class ;
    owl:deprecated true ;
    replacedBy: CHEBI:16411 ;
    obsReason: termsMerged: .

CHEBI:24803 a owl:Class ;
    rdfs:label "indole-3-acetic acids"^^xsd:string ;
    definition: "An  indol-3-yl carboxylic acid in which the carboxylic acid specified is acetic acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:24810,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:15366 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:24803"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24810 a owl:Class ;
    rdfs:label "indol-3-yl carboxylic acid"^^xsd:string ;
    definition: "Any indolyl carboxylic acid carrying an indol-3-yl or substituted indol-3-yl group."^^xsd:string ;
    rdfs:subClassOf CHEBI:46867 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "indol-3-yl carboxylic acids"^^xsd:string ;
    oboInOwl:id "CHEBI:24810"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24828 a owl:Class ;
    rdfs:label "indoles"^^xsd:string ;
    definition: "Any compound containing an indole skeleton."^^xsd:string ;
    rdfs:subClassOf CHEBI:22728 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:24828"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24829 a owl:Class ;
    rdfs:label "indolones"^^xsd:string ;
    rdfs:subClassOf CHEBI:24828 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:24829"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24833 a owl:Class ;
    rdfs:label "oxoacid"^^xsd:string ;
    definition: "A compound which contains oxygen, at least one other element, and at least one hydrogen bound to oxygen, and which produces a conjugate base by loss of positive hydrogen ion(s) (hydrons)."^^xsd:string ;
    rdfs:subClassOf CHEBI:24651,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:39141 ] ;
    oboInOwl:hasExactSynonym "oxoacid"^^xsd:string,
        "oxoacids"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "oxacids"^^xsd:string,
        "oxiacids"^^xsd:string,
        "oxo acid"^^xsd:string,
        "oxy-acids"^^xsd:string,
        "oxyacids"^^xsd:string ;
    oboInOwl:id "CHEBI:24833"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24834 a owl:Class ;
    rdfs:label "inorganic anion"^^xsd:string ;
    rdfs:subClassOf CHEBI:22563,
        CHEBI:36914 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "inorganic anions"^^xsd:string ;
    oboInOwl:id "CHEBI:24834"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24835 a owl:Class ;
    rdfs:label "inorganic molecular entity"^^xsd:string ;
    definition: "A molecular entity that contains no carbon."^^xsd:string ;
    rdfs:subClassOf CHEBI:23367 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "anorganische Verbindungen"^^xsd:string,
        "inorganic compounds"^^xsd:string,
        "inorganic entity"^^xsd:string,
        "inorganic molecular entities"^^xsd:string,
        "inorganics"^^xsd:string ;
    oboInOwl:id "CHEBI:24835"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24836 a owl:Class ;
    rdfs:label "inorganic oxide"^^xsd:string ;
    rdfs:subClassOf CHEBI:24835,
        CHEBI:25741 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "inorganic oxides"^^xsd:string ;
    oboInOwl:id "CHEBI:24836"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24837 a owl:Class ;
    rdfs:label "inorganic peroxide"^^xsd:string ;
    definition: "Compounds of structure ROOR' in which R and R' are inorganic groups."^^xsd:string ;
    rdfs:subClassOf CHEBI:24836,
        CHEBI:25940 ;
    oboInOwl:hasExactSynonym "inorganic peroxide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "inorganic peroxides"^^xsd:string ;
    oboInOwl:id "CHEBI:24837"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24838 a owl:Class ;
    rdfs:label "inorganic phosphate"^^xsd:string ;
    definition: "Any  phosphate that contains no carbon atom."^^xsd:string ;
    rdfs:subClassOf CHEBI:24835,
        CHEBI:26020 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "inorganic phosphates"^^xsd:string ;
    oboInOwl:id "CHEBI:24838"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24839 a owl:Class ;
    rdfs:label "inorganic salt"^^xsd:string ;
    rdfs:subClassOf CHEBI:24835,
        CHEBI:24866 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "anorganisches Salz"^^xsd:string,
        "inorganic salts"^^xsd:string ;
    oboInOwl:id "CHEBI:24839"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24840 a owl:Class ;
    rdfs:label "inorganic sulfate salt"^^xsd:string ;
    rdfs:subClassOf CHEBI:24839,
        CHEBI:35175 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "inorganic sulfate salts"^^xsd:string,
        "inorganic sulfates"^^xsd:string ;
    oboInOwl:id "CHEBI:24840"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24844 a owl:Class ;
    rdfs:label "inosines"^^xsd:string ;
    definition: "Any purine ribonucleoside that is a derivative of inosine."^^xsd:string ;
    rdfs:subClassOf CHEBI:26399 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:24844"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24846 a owl:Class ;
    rdfs:label "inositol phosphate"^^xsd:string ;
    rdfs:subClassOf CHEBI:23450,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:76301 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "inositol phosphates"^^xsd:string ;
    oboInOwl:id "CHEBI:24846"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24848 a owl:Class ;
    rdfs:label "inositol"^^xsd:string ;
    definition: "Any cyclohexane-1,2,3,4,5,6-hexol."^^xsd:string ;
    rdfs:subClassOf CHEBI:23451,
        CHEBI:37206 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H12O6"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H12O6/c7-1-2(8)4(10)6(12)5(11)3(1)9/h1-12H"^^xsd:string ;
    chebi:inchikey "CDAISMWEOUEBRE-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "180.15588"^^xsd:string ;
    chebi:monoisotopicmass "180.06339"^^xsd:string ;
    chebi:smiles "OC1C(O)C(O)C(O)C(O)C1O"^^xsd:string ;
    oboInOwl:hasExactSynonym "inositol"^^xsd:string,
        "inositols"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1,2,3,4,5,6-cyclohexanehexol"^^xsd:string,
        "inositols"^^xsd:string ;
    oboInOwl:id "CHEBI:24848"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24852 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Insecticide"^^xsd:string ;
    rdfs:label "insecticide"^^xsd:string ;
    definition: "Strictly, a substance intended to kill members of the class Insecta.  In common usage, any substance used for preventing, destroying, repelling or controlling insects."^^xsd:string ;
    rdfs:subClassOf CHEBI:25944 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "insecticides"^^xsd:string ;
    oboInOwl:id "CHEBI:24852"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24859 a owl:Class ;
    oboInOwl:hasDbXref "WebElements:I"^^xsd:string ;
    rdfs:label "iodine atom"^^xsd:string ;
    definition: "Chemical element with atomic number 53."^^xsd:string ;
    rdfs:subClassOf CHEBI:24473,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:27027 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "I"^^xsd:string ;
    chebi:inchi "InChI=1S/I"^^xsd:string ;
    chebi:inchikey "ZCYVEMRRCGMTRW-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "126.90447"^^xsd:string ;
    chebi:monoisotopicmass "126.90447"^^xsd:string ;
    chebi:smiles "[I]"^^xsd:string ;
    oboInOwl:hasExactSynonym "iodine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "53I"^^xsd:string,
        "I"^^xsd:string,
        "Iod"^^xsd:string,
        "iode"^^xsd:string,
        "iodine"^^xsd:string,
        "iodium"^^xsd:string,
        "J"^^xsd:string,
        "Jod"^^xsd:string,
        "yodo"^^xsd:string ;
    oboInOwl:id "CHEBI:24859"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24860 a owl:Class ;
    rdfs:label "iodine molecular entity"^^xsd:string ;
    rdfs:subClassOf CHEBI:24471,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:24859 ] ;
    oboInOwl:hasExactSynonym "iodine molecular entity"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "iodine compounds"^^xsd:string,
        "iodine molecular entities"^^xsd:string ;
    oboInOwl:id "CHEBI:24860"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24866 a owl:Class ;
    rdfs:label "salt"^^xsd:string ;
    definition: "A salt is an assembly of cations and anions."^^xsd:string ;
    rdfs:subClassOf CHEBI:37577,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:22563 ],
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:36916 ] ;
    oboInOwl:hasExactSynonym "salt"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "ionic compound"^^xsd:string,
        "ionic compounds"^^xsd:string,
        "sal"^^xsd:string,
        "sales"^^xsd:string,
        "salts"^^xsd:string,
        "Salz"^^xsd:string,
        "Salze"^^xsd:string,
        "sel"^^xsd:string,
        "sels"^^xsd:string ;
    oboInOwl:id "CHEBI:24866"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24867 a owl:Class ;
    rdfs:label "monoatomic ion"^^xsd:string ;
    rdfs:subClassOf CHEBI:24870,
        CHEBI:33238 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "monoatomic ions"^^xsd:string ;
    oboInOwl:id "CHEBI:24867"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24868 a owl:Class ;
    rdfs:label "organic salt"^^xsd:string ;
    rdfs:subClassOf CHEBI:24866 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "organic salts"^^xsd:string,
        "organisches Salz"^^xsd:string ;
    oboInOwl:id "CHEBI:24868"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24870 a owl:Class ;
    rdfs:label "ion"^^xsd:string ;
    definition: "A molecular entity having a net electric charge."^^xsd:string ;
    rdfs:subClassOf CHEBI:23367 ;
    oboInOwl:hasExactSynonym "Ion"^^xsd:string,
        "ion"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Ionen"^^xsd:string,
        "iones"^^xsd:string,
        "ions"^^xsd:string ;
    oboInOwl:id "CHEBI:24870"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24873 a owl:Class ;
    rdfs:label "iron molecular entity"^^xsd:string ;
    rdfs:subClassOf CHEBI:33744,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:18248 ] ;
    oboInOwl:hasExactSynonym "iron molecular entity"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "iron compounds"^^xsd:string,
        "iron molecular entities"^^xsd:string ;
    oboInOwl:id "CHEBI:24873"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24875 a owl:Class ;
    rdfs:label "iron cation"^^xsd:string ;
    rdfs:subClassOf CHEBI:33515,
        CHEBI:82663,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:23357 ] ;
    chebi:formula "Fe"^^xsd:string ;
    chebi:mass "55.845"^^xsd:string ;
    chebi:monoisotopicmass "55.93494"^^xsd:string ;
    oboInOwl:hasExactSynonym "iron cation"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Fe cation"^^xsd:string,
        "iron cations"^^xsd:string ;
    oboInOwl:id "CHEBI:24875"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24897 a owl:Class ;
    rdfs:label "isoindoles"^^xsd:string ;
    rdfs:subClassOf CHEBI:22728 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:24897"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24898 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1721790"^^xsd:string,
        "CAS:443-79-8"^^xsd:string,
        "PMID:17190852"^^xsd:string,
        "Reaxys:1721790"^^xsd:string ;
    rdfs:label "isoleucine"^^xsd:string ;
    definition: "A 2-amino-3-methylpentanoic acid having either (2R,3R)- or (2S,3S)-configuration."^^xsd:string ;
    rdfs:subClassOf CHEBI:38264,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:32612 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:32613 ],
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:45557 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:83056 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H13NO2"^^xsd:string ;
    chebi:mass "131.175"^^xsd:string ;
    chebi:monoisotopicmass "131.09463"^^xsd:string ;
    oboInOwl:hasExactSynonym "isoleucine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Hile"^^xsd:string,
        "rel-(2R,3R)-2-amino-3-methylpentanoic acid"^^xsd:string ;
    oboInOwl:id "CHEBI:24898"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24913 a owl:Class ;
    oboInOwl:hasDbXref "LIPID_MAPS_class:LMPR01"^^xsd:string,
        "PMID:12769708"^^xsd:string,
        "PMID:19219049"^^xsd:string ;
    rdfs:label "isoprenoid"^^xsd:string ;
    definition: "Any lipid formally derived from isoprene (2-methylbuta-1,3-diene), the skeleton of which can generally be discerned in repeated occurrence in the molecule. The skeleton of isoprenoids may differ from strict additivity of isoprene units by loss or shift of a fragment, commonly a methyl group. The class includes both hydrocarbons and oxygenated derivatives."^^xsd:string ;
    rdfs:subClassOf CHEBI:18059 ;
    oboInOwl:hasExactSynonym "isoprenoid"^^xsd:string,
        "isoprenoids"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "isoprenoids"^^xsd:string ;
    oboInOwl:id "CHEBI:24913"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24921 a owl:Class ;
    rdfs:label "isoquinoline alkaloid"^^xsd:string ;
    definition: "Any alkaloid that has a structure based on an isoquinoline nucleus. They are derived from the amino acids like tyrosine and phenylalanine."^^xsd:string ;
    rdfs:subClassOf CHEBI:22315 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "isoquinoline alkaloids"^^xsd:string ;
    oboInOwl:id "CHEBI:24921"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24922 a owl:Class ;
    rdfs:label "isoquinolines"^^xsd:string ;
    definition: "A class of organic heteropolycyclic compound consisting of isoquinoline and its substitution derivatives."^^xsd:string ;
    rdfs:subClassOf CHEBI:38101,
        CHEBI:38166 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:24922"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24937 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Jasmonate"^^xsd:string ;
    rdfs:label "jasmonates"^^xsd:string ;
    definition: "The jasmonates (JAs) are a group of plant hormones which help regulate plant growth and development."^^xsd:string ;
    rdfs:subClassOf CHEBI:37848 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:24937"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24951 a owl:Class ;
    rdfs:label "kanamycins"^^xsd:string ;
    rdfs:subClassOf CHEBI:22479,
        CHEBI:22507 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:24951"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24961 a owl:Class ;
    rdfs:label "ketoaldonate"^^xsd:string ;
    rdfs:subClassOf CHEBI:33721 ;
    oboInOwl:hasExactSynonym "ketoaldonate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "ketoaldonates"^^xsd:string ;
    oboInOwl:id "CHEBI:24961"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24963 a owl:Class ;
    rdfs:label "ketoaldonic acid"^^xsd:string ;
    definition: "Oxo carboxylic acids formally derived from aldonic acids by replacement of a secondary CHOH group by a carbonyl group."^^xsd:string ;
    rdfs:subClassOf CHEBI:33720,
        CHEBI:35381 ;
    oboInOwl:hasExactSynonym "ketoaldonic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "ketoaldonic acids"^^xsd:string ;
    oboInOwl:id "CHEBI:24963"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24973 a owl:Class ;
    rdfs:label "ketohexose"^^xsd:string ;
    definition: "Any hexose containing a single ketone group."^^xsd:string ;
    rdfs:subClassOf CHEBI:18133,
        CHEBI:24978 ;
    oboInOwl:hasExactSynonym "ketohexose"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "ketohexoses"^^xsd:string ;
    oboInOwl:id "CHEBI:24973"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24978 a owl:Class ;
    rdfs:label "ketose"^^xsd:string ;
    definition: "Ketonic parent sugars (polyhydroxy ketones H[CH(OH)]nC(=O)[CH(OH)]mH) and their intramolecular hemiketals."^^xsd:string ;
    rdfs:subClassOf CHEBI:35381 ;
    oboInOwl:hasAlternativeId "CHEBI:6131"^^xsd:string ;
    oboInOwl:hasExactSynonym "ketose"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "ketoses"^^xsd:string ;
    oboInOwl:id "CHEBI:24978"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24979 a owl:Class ;
    owl:deprecated true ;
    replacedBy: CHEBI:35789 ;
    obsReason: termsMerged: .

CHEBI:24983 a owl:Class ;
    rdfs:label "ketoxime"^^xsd:string ;
    definition: "Oximes of ketones R2C=NOH (where R =/= H)."^^xsd:string ;
    rdfs:subClassOf CHEBI:25750 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "CHNOR2"^^xsd:string ;
    chebi:mass "43.02470"^^xsd:string ;
    chebi:monoisotopicmass "43.00581"^^xsd:string ;
    chebi:smiles "O\\N=C(\\[*])[*]"^^xsd:string ;
    oboInOwl:hasExactSynonym "ketoxime"^^xsd:string,
        "ketoximes"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "ketoximes"^^xsd:string ;
    oboInOwl:id "CHEBI:24983"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:24995 a owl:Class ;
    rdfs:label "lactam"^^xsd:string ;
    definition: "Cyclic amides of amino carboxylic acids, having a 1-azacycloalkan-2-one structure, or analogues having unsaturation or heteroatoms replacing one or more carbon atoms of the ring."^^xsd:string ;
    rdfs:subClassOf CHEBI:23443,
        CHEBI:37622,
        CHEBI:38101 ;
    oboInOwl:hasExactSynonym "lactam"^^xsd:string,
        "lactams"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "lactams"^^xsd:string,
        "Laktam"^^xsd:string,
        "Laktame"^^xsd:string ;
    oboInOwl:id "CHEBI:24995"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25000 a owl:Class ;
    rdfs:label "lactone"^^xsd:string ;
    definition: "Any cyclic carboxylic ester containing a 1-oxacycloalkan-2-one structure, or an analogue having unsaturation or heteroatoms replacing one or more carbon atoms of the ring."^^xsd:string ;
    rdfs:subClassOf CHEBI:33308,
        CHEBI:38104 ;
    oboInOwl:hasExactSynonym "lactone"^^xsd:string,
        "lactones"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Lacton"^^xsd:string,
        "lactona"^^xsd:string,
        "lactonas"^^xsd:string,
        "Lakton"^^xsd:string,
        "Laktone"^^xsd:string ;
    oboInOwl:id "CHEBI:25000"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25016 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C06696"^^xsd:string,
        "WebElements:Pb"^^xsd:string ;
    rdfs:label "lead atom"^^xsd:string ;
    rdfs:subClassOf CHEBI:33306,
        CHEBI:33521 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "Pb"^^xsd:string ;
    chebi:inchi "InChI=1S/Pb"^^xsd:string ;
    chebi:inchikey "WABPQHHGFIMREM-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "207.20000"^^xsd:string ;
    chebi:monoisotopicmass "207.97665"^^xsd:string ;
    chebi:smiles "[Pb]"^^xsd:string ;
    oboInOwl:hasExactSynonym "lead"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "82Pb"^^xsd:string,
        "Blei"^^xsd:string,
        "lead"^^xsd:string,
        "Pb"^^xsd:string,
        "plomb"^^xsd:string,
        "plomo"^^xsd:string,
        "plumbum"^^xsd:string ;
    oboInOwl:id "CHEBI:25016"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25017 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:636005"^^xsd:string,
        "CAS:328-39-2"^^xsd:string,
        "Gmelin:50203"^^xsd:string,
        "KEGG:C16439"^^xsd:string,
        "LIPID_MAPS_instance:LMFA01100048"^^xsd:string,
        "PMID:17439666"^^xsd:string,
        "Reaxys:636005"^^xsd:string,
        "Wikipedia:Leucine"^^xsd:string ;
    rdfs:label "leucine"^^xsd:string ;
    definition: "A branched-chain amino acid that consists of glycine in which one of the hydrogens attached to the alpha-carbon is substituted by an isobutyl group."^^xsd:string ;
    rdfs:subClassOf CHEBI:22918,
        CHEBI:33704,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:32627 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:32628 ],
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:30356 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:83056 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H13NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H13NO2/c1-4(2)3-5(7)6(8)9/h4-5H,3,7H2,1-2H3,(H,8,9)"^^xsd:string ;
    chebi:inchikey "ROHFNLRQFUQHCH-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "131.17296"^^xsd:string ;
    chebi:monoisotopicmass "131.09463"^^xsd:string ;
    chebi:smiles "CC(C)CC(N)C(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "leucine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-amino-4-methylpentanoic acid"^^xsd:string,
        "(+-)-Leucine"^^xsd:string,
        "(RS)-Leucine"^^xsd:string,
        "DL-Leucine"^^xsd:string,
        "Hleu"^^xsd:string,
        "L"^^xsd:string,
        "Leu"^^xsd:string,
        "Leucin"^^xsd:string,
        "Leuzin"^^xsd:string ;
    oboInOwl:id "CHEBI:25017"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25036 a owl:Class ;
    rdfs:label "lignan"^^xsd:string ;
    definition: "Any phenylpropanoid  derived from phenylalanine via dimerization of substituted cinnamic alcohols, known as monolignols, to a dibenzylbutane skeleton. Note that while individual members of the class have names ending ...lignane, ...lignene, ...lignadiene, etc., the class names lignan, neolignan, etc., do not end with an \"e\"."^^xsd:string ;
    rdfs:subClassOf CHEBI:26004 ;
    oboInOwl:hasAlternativeId "CHEBI:25035"^^xsd:string ;
    oboInOwl:hasExactSynonym "lignan"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "lignans"^^xsd:string ;
    oboInOwl:id "CHEBI:25036"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25048 a owl:Class ;
    rdfs:label "linolenic acid"^^xsd:string ;
    definition: "A two-membered subclass of octadecatrienoic acid comprising the (9Z,12Z,15Z)- and (6Z,9Z,12Z)-isomers. Linolenic acids are nutrients essential to the formation of prostaglandins and are also used in making paints and synthetic resins."^^xsd:string ;
    rdfs:subClassOf CHEBI:25633,
        CHEBI:59549,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:133790 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:84735 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "C18:3"^^xsd:string,
        "linolenic acids"^^xsd:string,
        "Linolensaeure"^^xsd:string ;
    oboInOwl:id "CHEBI:25048"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25054 a owl:Class ;
    owl:deprecated true ;
    replacedBy: CHEBI:18059 ;
    obsReason: termsMerged: .

CHEBI:25094 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1616991"^^xsd:string,
        "CAS:70-54-2"^^xsd:string,
        "Gmelin:279284"^^xsd:string,
        "KEGG:C16440"^^xsd:string,
        "PMID:17439666"^^xsd:string,
        "PMID:22264337"^^xsd:string,
        "Reaxys:1616991"^^xsd:string,
        "Wikipedia:Lysine"^^xsd:string ;
    rdfs:label "lysine"^^xsd:string ;
    definition: "A diamino acid that is caproic (hexanoic) acid bearing two amino substituents at positions 2 and 6."^^xsd:string ;
    rdfs:subClassOf CHEBI:26167,
        CHEBI:33704,
        CHEBI:35987,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:30776 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:32563 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:32564 ],
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:50339 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:83056 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H14N2O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H14N2O2/c7-4-2-1-3-5(8)6(9)10/h5H,1-4,7-8H2,(H,9,10)"^^xsd:string ;
    chebi:inchikey "KDXKERNSBIXSRK-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "146.18764"^^xsd:string ;
    chebi:monoisotopicmass "146.10553"^^xsd:string ;
    chebi:smiles "NCCCCC(N)C(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "2,6-diaminohexanoic acid"^^xsd:string,
        "lysine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "alpha,epsilon-diaminocaproic acid"^^xsd:string,
        "K"^^xsd:string,
        "LYS"^^xsd:string,
        "Lysin"^^xsd:string ;
    oboInOwl:id "CHEBI:25094"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25095 a owl:Class ;
    rdfs:label "L-lysine derivative"^^xsd:string ;
    definition: "A proteinogenic amino acid derivative resulting from reaction of L-lysine at the amino group or the carboxy group, or from the replacement of any hydrogen of L-lysine by a heteroatom."^^xsd:string ;
    rdfs:subClassOf CHEBI:53079,
        CHEBI:83811,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:18019 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "L-lysine derivatives"^^xsd:string ;
    oboInOwl:id "CHEBI:25095"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25105 a owl:Class ;
    rdfs:label "macrolide antibiotic"^^xsd:string ;
    definition: "A macrocyclic lactone with a ring of twelve or more members which exhibits antibiotic activity."^^xsd:string ;
    rdfs:subClassOf CHEBI:25106,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:33281 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "macrolide antibiotics"^^xsd:string,
        "Makrolidantibiotika"^^xsd:string ;
    oboInOwl:id "CHEBI:25105"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25106 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Macrolide"^^xsd:string ;
    rdfs:label "macrolide"^^xsd:string ;
    definition: "A macrocyclic lactone with a ring of twelve or more members derived from a polyketide."^^xsd:string ;
    rdfs:subClassOf CHEBI:26188,
        CHEBI:63944 ;
    oboInOwl:hasExactSynonym "macrolide"^^xsd:string,
        "macrolides"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "macrolides"^^xsd:string,
        "Makrolid"^^xsd:string ;
    oboInOwl:id "CHEBI:25106"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25107 a owl:Class ;
    oboInOwl:hasDbXref "CAS:7439-95-4"^^xsd:string,
        "DrugBank:DB01378"^^xsd:string,
        "Gmelin:16207"^^xsd:string,
        "KEGG:C00305"^^xsd:string,
        "WebElements:Mg"^^xsd:string ;
    rdfs:label "magnesium atom"^^xsd:string ;
    rdfs:subClassOf CHEBI:22313,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:33937 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "Mg"^^xsd:string ;
    chebi:inchi "InChI=1S/Mg"^^xsd:string ;
    chebi:inchikey "FYYHWMGAXLPEAU-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "24.30500"^^xsd:string ;
    chebi:monoisotopicmass "23.98504"^^xsd:string ;
    chebi:smiles "[Mg]"^^xsd:string ;
    oboInOwl:hasExactSynonym "magnesium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "12Mg"^^xsd:string,
        "magnesio"^^xsd:string,
        "Magnesium"^^xsd:string,
        "magnesium"^^xsd:string,
        "Mg"^^xsd:string ;
    oboInOwl:id "CHEBI:25107"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25108 a owl:Class ;
    rdfs:label "magnesium molecular entity"^^xsd:string ;
    rdfs:subClassOf CHEBI:33299,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:25107 ] ;
    oboInOwl:hasExactSynonym "magnesium molecular entity"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "magnesium compounds"^^xsd:string,
        "magnesium molecular entities"^^xsd:string ;
    oboInOwl:id "CHEBI:25108"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25111 a owl:Class ;
    rdfs:label "magnesium porphyrin"^^xsd:string ;
    rdfs:subClassOf CHEBI:25216,
        CHEBI:38251 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "magnesium porphyrins"^^xsd:string ;
    oboInOwl:id "CHEBI:25111"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25154 a owl:Class ;
    rdfs:label "manganese molecular entity"^^xsd:string ;
    rdfs:subClassOf CHEBI:33743,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:18291 ] ;
    oboInOwl:hasExactSynonym "manganese molecular entity"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "manganese compounds"^^xsd:string,
        "manganese molecular entities"^^xsd:string ;
    oboInOwl:id "CHEBI:25154"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25186 a owl:Class ;
    rdfs:label "p-menthane monoterpenoid"^^xsd:string ;
    rdfs:subClassOf CHEBI:25409,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:25826 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "p-menthane monoterpenoids"^^xsd:string ;
    oboInOwl:id "CHEBI:25186"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25187 a owl:Class ;
    rdfs:label "p-menthan-3-ol"^^xsd:string ;
    definition: "Any secondary alcohol that is one of the eight possible diastereoisomers of 5-methyl-2-(propan-2-yl)cyclohexan-1-ol."^^xsd:string ;
    rdfs:subClassOf CHEBI:25186,
        CHEBI:35681,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:27311 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C10H20O"^^xsd:string ;
    chebi:inchi "InChI=1S/C10H20O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-11H,4-6H2,1-3H3"^^xsd:string ;
    chebi:inchikey "NOOLISFMXDJSKH-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "156.26520"^^xsd:string ;
    chebi:monoisotopicmass "156.15142"^^xsd:string ;
    chebi:smiles "CC(C)C1CCC(C)CC1O"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:25187"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25212 a owl:Class ;
    rdfs:label "metabolite"^^xsd:string ;
    definition: "Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites."^^xsd:string ;
    rdfs:subClassOf CHEBI:52206 ;
    oboInOwl:hasAlternativeId "CHEBI:26619"^^xsd:string,
        "CHEBI:35220"^^xsd:string ;
    oboInOwl:hasExactSynonym "metabolite"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "metabolites"^^xsd:string,
        "primary metabolites"^^xsd:string,
        "secondary metabolites"^^xsd:string ;
    oboInOwl:id "CHEBI:25212"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25213 a owl:Class ;
    rdfs:label "metal cation"^^xsd:string ;
    rdfs:subClassOf CHEBI:23906,
        CHEBI:36915 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "a metal cation"^^xsd:string,
        "metal cations"^^xsd:string ;
    oboInOwl:id "CHEBI:25213"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25216 a owl:Class ;
    rdfs:label "metalloporphyrin"^^xsd:string ;
    rdfs:subClassOf CHEBI:26214,
        CHEBI:33240,
        CHEBI:33909 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "metalloporphyrins"^^xsd:string,
        "metaloporphyrins"^^xsd:string ;
    oboInOwl:id "CHEBI:25216"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25223 a owl:Class ;
    rdfs:label "methanesulfonate ester"^^xsd:string ;
    definition: "An organosulfonic ester resulting from the formal condensation of methanesulfonic acid with the hydroxy group of an alcohol, phenol, heteroarenol, or enol."^^xsd:string ;
    rdfs:subClassOf CHEBI:48544,
        CHEBI:83347 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "CH3O3SR"^^xsd:string ;
    chebi:mass "95.099"^^xsd:string ;
    chebi:monoisotopicmass "94.98029"^^xsd:string ;
    chebi:smiles "CS(O*)(=O)=O"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "mesylate ester"^^xsd:string,
        "mesylate esters"^^xsd:string,
        "methanesulfonic acid esters"^^xsd:string ;
    oboInOwl:id "CHEBI:25223"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25224 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:CPD-3746"^^xsd:string,
        "UM-BBD_compID:c0347"^^xsd:string ;
    rdfs:label "methanesulfonate"^^xsd:string ;
    definition: "A 1,1-diunsubstituted alkanesulfonate that is the conjugate base of methanesulfonic acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:62081,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:27376 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "CH3O3S"^^xsd:string ;
    chebi:inchi "InChI=1S/CH4O3S/c1-5(2,3)4/h1H3,(H,2,3,4)/p-1"^^xsd:string ;
    chebi:inchikey "AFVFQIVMOAPDHO-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "95.09872"^^xsd:string ;
    chebi:monoisotopicmass "94.98084"^^xsd:string ;
    chebi:smiles "CS([O-])(=O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "methanesulfonate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "methylsulfonate"^^xsd:string ;
    oboInOwl:id "CHEBI:25224"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25235 a owl:Class ;
    rdfs:label "monomethoxybenzene"^^xsd:string ;
    definition: "Compounds containing a benzene skeleton substituted with one methoxy group."^^xsd:string ;
    rdfs:subClassOf CHEBI:51683 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "monomethoxybenzenes"^^xsd:string ;
    oboInOwl:id "CHEBI:25235"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25240 a owl:Class ;
    rdfs:label "methoxyflavanone"^^xsd:string ;
    definition: "A member of the class of flavanones that consists of flavanone with one or more methoxy substituents."^^xsd:string ;
    rdfs:subClassOf CHEBI:28863,
        CHEBI:35618 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "methoxyflavanones"^^xsd:string ;
    oboInOwl:id "CHEBI:25240"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25248 a owl:Class ;
    rdfs:label "methyl ester"^^xsd:string ;
    definition: "Any carboxylic ester resulting from the formal condensation of a carboxy group with methanol."^^xsd:string ;
    rdfs:subClassOf CHEBI:33308,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:17790 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C2H3O2R"^^xsd:string ;
    chebi:mass "59.044"^^xsd:string ;
    chebi:monoisotopicmass "59.01330"^^xsd:string ;
    chebi:smiles "COC([*])=O"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "carboxylic acid methyl ester"^^xsd:string,
        "carboxylic acid methyl esters"^^xsd:string ;
    oboInOwl:id "CHEBI:25248"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25305 a owl:Class ;
    rdfs:label "methylguanine"^^xsd:string ;
    definition: "A 2-aminopurine that is guanine bearing a single methyl substituent."^^xsd:string ;
    rdfs:subClassOf CHEBI:20702,
        CHEBI:25810,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:16235 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:25305"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25340 a owl:Class ;
    rdfs:label "methylpyridines"^^xsd:string ;
    definition: "Any member of the class of pyridines that carries at least one methyl substituent."^^xsd:string ;
    rdfs:subClassOf CHEBI:26421 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:25340"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25348 a owl:Class ;
    rdfs:label "methylxanthine"^^xsd:string ;
    rdfs:subClassOf CHEBI:26385,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:15318 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "methylxanthines"^^xsd:string ;
    oboInOwl:id "CHEBI:25348"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25354 a owl:Class ;
    rdfs:label "mineralocorticoid"^^xsd:string ;
    definition: "Mineralocorticoids are a class of steroid hormones that regulate water and electrolyte metabolism."^^xsd:string ;
    rdfs:subClassOf CHEBI:36699 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "mineralocorticoids"^^xsd:string ;
    oboInOwl:id "CHEBI:25354"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25355 a owl:Class ;
    rdfs:label "mitochondrial respiratory-chain inhibitor"^^xsd:string ;
    rdfs:subClassOf CHEBI:38497 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "mitochondrial electron transport chain inhibitors"^^xsd:string,
        "mitochondrial electron-transport chain inhibitor"^^xsd:string,
        "mitochondrial respiratory chain inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:25355"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25362 a owl:Class ;
    rdfs:label "elemental molecule"^^xsd:string ;
    definition: "A molecule all atoms of which have the same atomic number."^^xsd:string ;
    rdfs:subClassOf CHEBI:25367,
        CHEBI:33259 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "homoatomic molecule"^^xsd:string,
        "homoatomic molecules"^^xsd:string ;
    oboInOwl:id "CHEBI:25362"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25367 a owl:Class ;
    rdfs:label "molecule"^^xsd:string ;
    definition: "Any polyatomic entity that is an electrically neutral entity consisting of more than one atom."^^xsd:string ;
    rdfs:subClassOf CHEBI:36357 ;
    oboInOwl:hasExactSynonym "molecule"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "molecula"^^xsd:string,
        "molecules"^^xsd:string,
        "Molekuel"^^xsd:string,
        "neutral molecular compounds"^^xsd:string ;
    oboInOwl:id "CHEBI:25367"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25375 a owl:Class ;
    rdfs:label "monoamine molecular messenger"^^xsd:string ;
    definition: "A group of neurotransmitters and neuromodulators that contain one amino group that is connected to an aromatic ring by ethylene group  (-CH2-CH2-). Monoamines are derived from the aromatic amino acids phenylalanine, tyrosine, histidine and tryptophan."^^xsd:string ;
    rdfs:subClassOf CHEBI:63534,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:33280 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "monamines"^^xsd:string,
        "monoamines"^^xsd:string ;
    oboInOwl:id "CHEBI:25375"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25384 a owl:Class ;
    rdfs:label "monocarboxylic acid"^^xsd:string ;
    definition: "An oxoacid containing a single carboxy group."^^xsd:string ;
    rdfs:subClassOf CHEBI:33575,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:35757 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "monocarboxylic acids"^^xsd:string ;
    oboInOwl:id "CHEBI:25384"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25388 a owl:Class ;
    rdfs:label "monohydroxybenzoate"^^xsd:string ;
    definition: "A hydroxybenzoate carrying a single hydroxy substituent at unspecified position."^^xsd:string ;
    rdfs:subClassOf CHEBI:24675,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:25389 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "monohydroxybenzoates"^^xsd:string ;
    oboInOwl:id "CHEBI:25388"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25389 a owl:Class ;
    rdfs:label "monohydroxybenzoic acid"^^xsd:string ;
    definition: "Any hydroxybenzoic acid having a single phenolic hydroxy substituent on the benzene ring."^^xsd:string ;
    rdfs:subClassOf CHEBI:24676,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:25388 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "monohydroxybenzoic acids"^^xsd:string ;
    oboInOwl:id "CHEBI:25389"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25392 a owl:Class ;
    rdfs:label "naphthols"^^xsd:string ;
    definition: "Any hydroxynaphthalene derivative that has a single hydroxy substituent."^^xsd:string ;
    rdfs:subClassOf CHEBI:24727 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:25392"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25399 a owl:Class ;
    oboInOwl:hasDbXref "CAS:1319-77-3"^^xsd:string,
        "Pesticides:cresol"^^xsd:string,
        "Wikipedia:Cresol"^^xsd:string ;
    rdfs:label "cresol"^^xsd:string ;
    definition: "A hydroxytoluene that consists of toluene carrying a single hydroxy substituent at any position. A 'closed class'."^^xsd:string ;
    rdfs:subClassOf CHEBI:24751,
        CHEBI:87034 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C7H8O"^^xsd:string ;
    chebi:mass "108.138"^^xsd:string ;
    chebi:monoisotopicmass "108.05751"^^xsd:string ;
    oboInOwl:hasExactSynonym "cresol"^^xsd:string,
        "methylphenol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "acide cresylique"^^xsd:string,
        "cresols"^^xsd:string,
        "cresylic acid"^^xsd:string,
        "hydroxymethylbenzene"^^xsd:string,
        "hydroxytoluene"^^xsd:string,
        "Hydroxytoluole"^^xsd:string,
        "Kresol"^^xsd:string,
        "Kresole"^^xsd:string,
        "mixed cresols"^^xsd:string ;
    oboInOwl:id "CHEBI:25399"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25409 a owl:Class ;
    oboInOwl:hasDbXref "LIPID_MAPS_class:LMPR0102"^^xsd:string ;
    rdfs:label "monoterpenoid"^^xsd:string ;
    definition: "Any terpenoid derived from a monoterpene. The term includes compounds in which the C10 skeleton of the parent monoterpene has been rearranged or modified by the removal of one or more skeletal atoms (generally methyl groups)."^^xsd:string ;
    rdfs:subClassOf CHEBI:26873,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:35187 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "monoterpenoids"^^xsd:string ;
    oboInOwl:id "CHEBI:25409"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25413 a owl:Class ;
    oboInOwl:hasDbXref "PMID:10584045"^^xsd:string,
        "PMID:12936956"^^xsd:string ;
    rdfs:label "monounsaturated fatty acid"^^xsd:string ;
    definition: "Any fatty acid with one double or triple bond in the fatty acid chain and singly bonded carbon atoms in the rest of the chain. MUFAs have positive effects on the cardiovascular system, and in diabetes treatment."^^xsd:string ;
    rdfs:subClassOf CHEBI:27208,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:82680 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "monounsaturated fatty acids"^^xsd:string,
        "MUFA"^^xsd:string,
        "MUFAs"^^xsd:string ;
    oboInOwl:id "CHEBI:25413"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25414 a owl:Class ;
    rdfs:label "monoatomic monocation"^^xsd:string ;
    rdfs:subClassOf CHEBI:23906 ;
    chebi:charge "+1"^^xsd:string ;
    chebi:mass "0.00000"^^xsd:string ;
    chebi:smiles "[*+]"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "monoatomic monocations"^^xsd:string,
        "monovalent inorganic cations"^^xsd:string ;
    oboInOwl:id "CHEBI:25414"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25418 a owl:Class ;
    rdfs:label "morphinane alkaloid"^^xsd:string ;
    definition: "An  isoquinoline alkaloid based on a morphinan skeleton and its substituted derivatives."^^xsd:string ;
    rdfs:subClassOf CHEBI:24921 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "morphinane alkaloids"^^xsd:string ;
    oboInOwl:id "CHEBI:25418"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25435 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Mutagen"^^xsd:string ;
    rdfs:label "mutagen"^^xsd:string ;
    definition: "An agent that increases the frequency of mutations above the normal background level, usually by interacting directly with DNA and causing it damage, including base substitution."^^xsd:string ;
    rdfs:subClassOf CHEBI:50902 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "mutagene"^^xsd:string,
        "mutagenes"^^xsd:string,
        "mutagenic agent"^^xsd:string,
        "mutageno"^^xsd:string,
        "mutagenos"^^xsd:string,
        "mutagens"^^xsd:string ;
    oboInOwl:id "CHEBI:25435"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25442 a owl:Class ;
    rdfs:label "mycotoxin"^^xsd:string ;
    definition: "Poisonous substance produced by fungi."^^xsd:string ;
    rdfs:subClassOf CHEBI:27026,
        CHEBI:76946 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "fungal toxins"^^xsd:string,
        "mycotoxins"^^xsd:string ;
    oboInOwl:id "CHEBI:25442"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25445 a owl:Class ;
    rdfs:label "myo-inositol hexakisphosphates"^^xsd:string ;
    rdfs:subClassOf CHEBI:18087 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:25445"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25448 a owl:Class ;
    oboInOwl:hasDbXref "PMID:1694860"^^xsd:string ;
    rdfs:label "myo-inositol phosphate"^^xsd:string ;
    definition: "An inositol phosphate in which the inositol component has myo-configuration."^^xsd:string ;
    rdfs:subClassOf CHEBI:24846,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:84139 ] ;
    oboInOwl:hasExactSynonym "myo-inositol phosphate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "myo inositol phosphates"^^xsd:string,
        "myo-inositol phosphates"^^xsd:string ;
    oboInOwl:id "CHEBI:25448"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25450 a owl:Class ;
    rdfs:label "myo-inositol trisphosphate"^^xsd:string ;
    rdfs:subClassOf CHEBI:18087 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "myo-inositol trisphosphates"^^xsd:string ;
    oboInOwl:id "CHEBI:25450"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25477 a owl:Class ;
    rdfs:label "naphthalenes"^^xsd:string ;
    definition: "Any benzenoid aromatic compound having a skeleton composed of two ortho-fused benzene rings."^^xsd:string ;
    rdfs:subClassOf CHEBI:33836,
        CHEBI:36785 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:25477"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25481 a owl:Class ;
    rdfs:label "naphthoquinone"^^xsd:string ;
    definition: "A polycyclic aromatic ketone metabolite of naphthalene."^^xsd:string ;
    rdfs:subClassOf CHEBI:36141 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "naphthoquinones"^^xsd:string ;
    oboInOwl:id "CHEBI:25481"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25482 a owl:Class ;
    rdfs:label "naphthoate"^^xsd:string ;
    rdfs:subClassOf CHEBI:35757,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:25483 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C11H7O2"^^xsd:string ;
    chebi:mass "171.172"^^xsd:string ;
    chebi:monoisotopicmass "171.04460"^^xsd:string ;
    oboInOwl:hasExactSynonym "naphthalenecarboxylate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:25482"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25483 a owl:Class ;
    rdfs:label "naphthoic acid"^^xsd:string ;
    definition: "An aromatic carboxylic acid that consists of a naphthalene skeleton substituted by one or more carboxy groups."^^xsd:string ;
    rdfs:subClassOf CHEBI:25477,
        CHEBI:33859,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:25482 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C11H8O2"^^xsd:string ;
    chebi:mass "172.180"^^xsd:string ;
    chebi:monoisotopicmass "172.05243"^^xsd:string ;
    oboInOwl:hasExactSynonym "naphthalenecarboxylic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:25483"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25491 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Nematicide"^^xsd:string ;
    rdfs:label "nematicide"^^xsd:string ;
    definition: "A substance used to destroy pests of the phylum Nematoda (roundworms)."^^xsd:string ;
    rdfs:subClassOf CHEBI:25944 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "nematicides"^^xsd:string,
        "nematocide"^^xsd:string,
        "nematocides"^^xsd:string ;
    oboInOwl:id "CHEBI:25491"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25512 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Neurotransmitter"^^xsd:string ;
    rdfs:label "neurotransmitter"^^xsd:string ;
    definition: "An endogenous compound that is used to transmit information across the synapse between a neuron and another cell."^^xsd:string ;
    rdfs:subClassOf CHEBI:33280 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "neurotransmitters"^^xsd:string ;
    oboInOwl:id "CHEBI:25512"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25529 a owl:Class ;
    rdfs:label "pyridinecarboxamide"^^xsd:string ;
    definition: "A member of the class of pyridines that is a substituted pyridine in which at least one of the substituents is a carboxamide or N-substituted caraboxamide group."^^xsd:string ;
    rdfs:subClassOf CHEBI:26421,
        CHEBI:37622 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "pyridinecarboxamides"^^xsd:string ;
    oboInOwl:id "CHEBI:25529"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25549 a owl:Class ;
    rdfs:label "nitrites"^^xsd:string ;
    rdfs:subClassOf CHEBI:51143,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:25567 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:25549"^^xsd:string ;
    oboInOwl:inSubset chebi2:1_STAR .

CHEBI:25555 a owl:Class ;
    oboInOwl:hasDbXref "WebElements:N"^^xsd:string ;
    rdfs:label "nitrogen atom"^^xsd:string ;
    rdfs:subClassOf CHEBI:25585,
        CHEBI:33300,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:33937 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "N"^^xsd:string ;
    chebi:mass "14.007"^^xsd:string ;
    chebi:monoisotopicmass "14.00307"^^xsd:string ;
    oboInOwl:hasExactSynonym "nitrogen"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "7N"^^xsd:string,
        "azote"^^xsd:string,
        "N"^^xsd:string,
        "nitrogen"^^xsd:string,
        "nitrogeno"^^xsd:string,
        "Stickstoff"^^xsd:string ;
    oboInOwl:id "CHEBI:25555"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25558 a owl:Class ;
    rdfs:label "organonitrogen heterocyclic antibiotic"^^xsd:string ;
    rdfs:subClassOf CHEBI:24531,
        CHEBI:38101 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "organonitrogen heterocyclic antibiotics"^^xsd:string ;
    oboInOwl:id "CHEBI:25558"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25560 a owl:Class ;
    rdfs:label "nitroglycerol"^^xsd:string ;
    definition: "A nitrate ester that is glycerol in which nitro group(s) replace the hydrogen(s) attached to one or more of the hydroxy groups."^^xsd:string ;
    rdfs:subClassOf CHEBI:51080,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:17754 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "nitroglycerols"^^xsd:string ;
    oboInOwl:id "CHEBI:25560"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25562 a owl:Class ;
    rdfs:label "nitrophenol"^^xsd:string ;
    definition: "Any member of the class of  phenols or substituted phenols carrying  at least 1 nitro group."^^xsd:string ;
    rdfs:subClassOf CHEBI:33853,
        CHEBI:35716 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "nitrophenols"^^xsd:string ;
    oboInOwl:id "CHEBI:25562"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25567 a owl:Class ;
    oboInOwl:hasDbXref "CAS:7782-77-6"^^xsd:string,
        "Gmelin:983"^^xsd:string,
        "KEGG:C00088"^^xsd:string,
        "PDBeChem:NO2"^^xsd:string ;
    rdfs:label "nitrous acid"^^xsd:string ;
    rdfs:subClassOf CHEBI:33455,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:16301 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "HNO2"^^xsd:string ;
    chebi:inchi "InChI=1S/HNO2/c2-1-3/h(H,2,3)"^^xsd:string ;
    chebi:inchikey "IOVCWXUNBOPUCH-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "47.01348"^^xsd:string ;
    chebi:monoisotopicmass "47.00073"^^xsd:string ;
    chebi:smiles "[H]ON=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "dioxonitric acid"^^xsd:string,
        "hydrogen dioxonitrate(1-)"^^xsd:string,
        "hydroxidooxidonitrogen"^^xsd:string,
        "nitrous acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "[NO(OH)]"^^xsd:string,
        "HNO2"^^xsd:string,
        "nitrosyl hydroxide"^^xsd:string ;
    oboInOwl:id "CHEBI:25567"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25585 a owl:Class ;
    rdfs:label "nonmetal atom"^^xsd:string ;
    rdfs:subClassOf CHEBI:33250 ;
    oboInOwl:hasExactSynonym "nonmetal"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Nichtmetall"^^xsd:string,
        "Nichtmetalle"^^xsd:string,
        "no metal"^^xsd:string,
        "no metales"^^xsd:string,
        "non-metal"^^xsd:string,
        "non-metaux"^^xsd:string,
        "nonmetal"^^xsd:string,
        "nonmetals"^^xsd:string ;
    oboInOwl:id "CHEBI:25585"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25607 a owl:Class ;
    owl:deprecated true ;
    replacedBy: CHEBI:17188 ;
    obsReason: termsMerged: .

CHEBI:25608 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C01329"^^xsd:string ;
    rdfs:label "nucleoside phosphate"^^xsd:string ;
    definition: "A nucleobase-containing molecular entity that is a nucleoside in which one or more of the sugar hydroxy groups has been converted into a mono- or poly-phosphate. The term includes both nucleotides and non-nucleotide nucleoside phosphates."^^xsd:string ;
    rdfs:subClassOf CHEBI:25703,
        CHEBI:37734,
        CHEBI:61120,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:33838 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "NMP"^^xsd:string,
        "Nucleoside monophosphate"^^xsd:string,
        "nucleoside phosphates"^^xsd:string ;
    oboInOwl:id "CHEBI:25608"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25610 a owl:Class ;
    owl:deprecated true ;
    replacedBy: CHEBI:17326 ;
    obsReason: termsMerged: .

CHEBI:25633 a owl:Class ;
    rdfs:label "octadecatrienoic acid"^^xsd:string ;
    definition: "Any trienoic fatty acid having eighteen carbons."^^xsd:string ;
    rdfs:subClassOf CHEBI:15904,
        CHEBI:59202,
        CHEBI:132502,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:36434 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C18H30O2"^^xsd:string ;
    chebi:mass "278.430"^^xsd:string ;
    chebi:monoisotopicmass "278.22458"^^xsd:string ;
    oboInOwl:hasExactSynonym "octadecatrienoic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "18:3"^^xsd:string,
        "C18:3"^^xsd:string,
        "Octadecatriensaeure"^^xsd:string ;
    oboInOwl:id "CHEBI:25633"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25634 a owl:Class ;
    oboInOwl:hasDbXref "PMID:7276754"^^xsd:string,
        "PMID:18832207"^^xsd:string,
        "PMID:19106329"^^xsd:string ;
    rdfs:label "octadecenoic acid"^^xsd:string ;
    definition: "Any member of the group of C18 monounsaturated fatty acids with the double bond located at any position in the chain."^^xsd:string ;
    rdfs:subClassOf CHEBI:15904,
        CHEBI:25413,
        CHEBI:53339,
        CHEBI:140948,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:78049 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C18H34O2"^^xsd:string ;
    chebi:mass "282.462"^^xsd:string ;
    chebi:monoisotopicmass "282.25588"^^xsd:string ;
    oboInOwl:hasExactSynonym "octadecenoic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:25634"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25646 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:3588079"^^xsd:string,
        "CAS:74-81-7"^^xsd:string,
        "Gmelin:329219"^^xsd:string,
        "PMID:11983812"^^xsd:string,
        "Reaxys:3588079"^^xsd:string,
        "UM-BBD_compID:c0047"^^xsd:string ;
    rdfs:label "octanoate"^^xsd:string ;
    definition: "A straight-chain saturated fatty acid anion that is the conjugate base of octanoic acid (caprylic acid); believed to block adipogenesis."^^xsd:string ;
    rdfs:subClassOf CHEBI:58954,
        CHEBI:78117,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:28837 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C8H15O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C8H16O2/c1-2-3-4-5-6-7-8(9)10/h2-7H2,1H3,(H,9,10)/p-1"^^xsd:string ;
    chebi:inchikey "WWZKQHOCKIZLMA-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "143.204"^^xsd:string ;
    chebi:monoisotopicmass "143.10775"^^xsd:string ;
    chebi:smiles "C(CCCCCC)C(=O)[O-]"^^xsd:string ;
    oboInOwl:hasExactSynonym "octanoate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-heptanecarboxylate"^^xsd:string,
        "caprilate"^^xsd:string,
        "caprylate"^^xsd:string,
        "CH3-[CH2]6-COO(-)"^^xsd:string,
        "n-caprylate"^^xsd:string,
        "n-octanoate"^^xsd:string,
        "n-octoate"^^xsd:string,
        "n-octylate"^^xsd:string,
        "octanoic acid, ion(1-)"^^xsd:string,
        "octylate"^^xsd:string ;
    oboInOwl:id "CHEBI:25646"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25676 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Oligopeptide"^^xsd:string ;
    rdfs:label "oligopeptide"^^xsd:string ;
    definition: "A peptide containing a relatively small number of amino acids."^^xsd:string ;
    rdfs:subClassOf CHEBI:16670 ;
    oboInOwl:hasAlternativeId "CHEBI:7755"^^xsd:string ;
    oboInOwl:hasExactSynonym "oligopeptides"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Oligopeptid"^^xsd:string,
        "oligopeptido"^^xsd:string ;
    oboInOwl:id "CHEBI:25676"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25681 a owl:Class ;
    oboInOwl:hasDbXref "PMID:15129302"^^xsd:string,
        "PMID:15253883"^^xsd:string,
        "PMID:15555528"^^xsd:string,
        "PMID:16741195"^^xsd:string,
        "PMID:19154523"^^xsd:string,
        "PMID:19439966"^^xsd:string,
        "PMID:21975796"^^xsd:string,
        "PMID:23643471"^^xsd:string,
        "PMID:24012777"^^xsd:string,
        "PMID:24122252"^^xsd:string,
        "PMID:24128563"^^xsd:string,
        "PMID:24172034"^^xsd:string,
        "PMID:24211484"^^xsd:string,
        "PMID:24240437"^^xsd:string,
        "PMID:24246761"^^xsd:string,
        "PMID:24281905"^^xsd:string,
        "PMID:24397938"^^xsd:string,
        "PMID:24401220"^^xsd:string,
        "PMID:24418228"^^xsd:string,
        "Wikipedia:Omega-3_fatty_acid"^^xsd:string ;
    rdfs:label "omega-3 fatty acid"^^xsd:string ;
    definition: "A family of polyunsaturated fatty acids that have in common a final carbon-carbon double bond in the omega-3 position, i.e., the third bond from the methyl end of the fatty acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:59549,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76507 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76969 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    oboInOwl:hasExactSynonym "omega-3 fatty acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "n-3 fatty acid"^^xsd:string,
        "n-3 fatty acids"^^xsd:string,
        "omega-3 fatty acids"^^xsd:string ;
    oboInOwl:id "CHEBI:25681"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25693 a owl:Class ;
    rdfs:label "organic heteromonocyclic compound"^^xsd:string ;
    rdfs:subClassOf CHEBI:24532,
        CHEBI:33670 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "organic heteromonocyclic compounds"^^xsd:string ;
    oboInOwl:id "CHEBI:25693"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25696 a owl:Class ;
    rdfs:label "organic anion"^^xsd:string ;
    definition: "Any organic ion with a net negative charge."^^xsd:string ;
    rdfs:subClassOf CHEBI:22563,
        CHEBI:25699 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "organic anions"^^xsd:string ;
    oboInOwl:id "CHEBI:25696"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25697 a owl:Class ;
    rdfs:label "organic cation"^^xsd:string ;
    definition: "Any organic ion with a net positive charge."^^xsd:string ;
    rdfs:subClassOf CHEBI:25699,
        CHEBI:36916 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "organic cations"^^xsd:string ;
    oboInOwl:id "CHEBI:25697"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25698 a owl:Class ;
    rdfs:label "ether"^^xsd:string ;
    definition: "An organooxygen compound with formula ROR, where R is not hydrogen."^^xsd:string ;
    rdfs:subClassOf CHEBI:36963 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "OR2"^^xsd:string ;
    chebi:mass "15.99940"^^xsd:string ;
    chebi:monoisotopicmass "15.99491"^^xsd:string ;
    chebi:smiles "[*]O[*]"^^xsd:string ;
    oboInOwl:hasExactSynonym "ether"^^xsd:string,
        "ethers"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "ethers"^^xsd:string ;
    oboInOwl:id "CHEBI:25698"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25699 a owl:Class ;
    rdfs:label "organic ion"^^xsd:string ;
    rdfs:subClassOf CHEBI:24870,
        CHEBI:50860 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "organic ions"^^xsd:string ;
    oboInOwl:id "CHEBI:25699"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25700 a owl:Class ;
    owl:deprecated true ;
    replacedBy: CHEBI:50860 ;
    obsReason: termsMerged: .

CHEBI:25701 a owl:Class ;
    rdfs:label "organic oxide"^^xsd:string ;
    definition: "An oxide in which the oxygen atom is bonded to a carbon atom."^^xsd:string ;
    rdfs:subClassOf CHEBI:25741,
        CHEBI:72695 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "organic oxides"^^xsd:string ;
    oboInOwl:id "CHEBI:25701"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25703 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Organophosphate"^^xsd:string ;
    rdfs:label "organic phosphate"^^xsd:string ;
    rdfs:subClassOf CHEBI:25710,
        CHEBI:26020 ;
    oboInOwl:hasExactSynonym "organic phosphate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "organic phosphate ester"^^xsd:string,
        "organic phosphate esters"^^xsd:string,
        "organic phosphates"^^xsd:string,
        "organophosphate ester"^^xsd:string,
        "organophosphate esters"^^xsd:string ;
    oboInOwl:id "CHEBI:25703"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25704 a owl:Class ;
    rdfs:label "organic sulfate"^^xsd:string ;
    definition: "Compounds of the general formula SO3HOR where R is an organyl group"^^xsd:string ;
    rdfs:subClassOf CHEBI:26820,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:58958 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "organic sulfates"^^xsd:string ;
    oboInOwl:id "CHEBI:25704"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25710 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Organophosphorus_compound"^^xsd:string ;
    rdfs:label "organophosphorus compound"^^xsd:string ;
    definition: "An organophosphorus compound is formally a compound containing at least one carbon-phosphorus bond, but the term is often extended to include esters and thioesters."^^xsd:string ;
    rdfs:subClassOf CHEBI:26082,
        CHEBI:33285 ;
    oboInOwl:hasExactSynonym "organophosphorus compound"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "organophosphorus compounds"^^xsd:string ;
    oboInOwl:id "CHEBI:25710"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25711 a owl:Class ;
    rdfs:label "organophosphorus insecticide"^^xsd:string ;
    rdfs:subClassOf CHEBI:39093,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:24852 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "organophosphorus insecticides"^^xsd:string ;
    oboInOwl:id "CHEBI:25711"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25715 a owl:Class ;
    rdfs:label "organothiophosphate insecticide"^^xsd:string ;
    rdfs:subClassOf CHEBI:25711 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "organophosphorothioate insecticide"^^xsd:string,
        "organothiophosphate insecticides"^^xsd:string ;
    oboInOwl:id "CHEBI:25715"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25716 a owl:Class ;
    rdfs:label "organothiophosphorus compound"^^xsd:string ;
    definition: "An organothiophosphorus compound is an organophosphorus compound which contains a phosphorus-sulfur bond."^^xsd:string ;
    rdfs:subClassOf CHEBI:25710,
        CHEBI:26835 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "organothiophosphorus compounds"^^xsd:string ;
    oboInOwl:id "CHEBI:25716"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25728 a owl:Class ;
    rdfs:label "osmolyte"^^xsd:string ;
    definition: "A solute used by a cell under water stress to maintain cell volume."^^xsd:string ;
    rdfs:subClassOf CHEBI:24432 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "osmolytes"^^xsd:string ;
    oboInOwl:id "CHEBI:25728"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25741 a owl:Class ;
    rdfs:label "oxide"^^xsd:string ;
    definition: "An oxide is a chemical compound of oxygen with other chemical elements."^^xsd:string ;
    rdfs:subClassOf CHEBI:25806,
        CHEBI:37577 ;
    oboInOwl:hasExactSynonym "oxide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "oxides"^^xsd:string ;
    oboInOwl:id "CHEBI:25741"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25750 a owl:Class ;
    rdfs:label "oxime"^^xsd:string ;
    definition: "Compounds of structure R2C=NOH derived from condensation of aldehydes or ketones with hydroxylamine. Oximes from aldehydes may be called aldoximes; those from ketones may be called ketoximes."^^xsd:string ;
    rdfs:subClassOf CHEBI:50860,
        CHEBI:51143,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:142513 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "CHNOR2"^^xsd:string ;
    chebi:mass "43.02470"^^xsd:string ;
    chebi:monoisotopicmass "43.00581"^^xsd:string ;
    chebi:smiles "O\\N=C(\\[*])[*]"^^xsd:string ;
    oboInOwl:hasExactSynonym "oxime"^^xsd:string,
        "oximes"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "oximes"^^xsd:string ;
    oboInOwl:id "CHEBI:25750"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25754 a owl:Class ;
    rdfs:label "oxo carboxylic acid"^^xsd:string ;
    definition: "Any compound that has an aldehydic or ketonic group as well as a carboxylic acid group in the same molecule."^^xsd:string ;
    rdfs:subClassOf CHEBI:33575,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:35903 ] ;
    oboInOwl:hasExactSynonym "oxo carboxylic acids"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "oxo acids"^^xsd:string,
        "oxo carboxylic acids"^^xsd:string ;
    oboInOwl:id "CHEBI:25754"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25804 a owl:Class ;
    owl:deprecated true ;
    replacedBy: CHEBI:35789 ;
    obsReason: termsMerged: .

CHEBI:25805 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C00007"^^xsd:string,
        "WebElements:O"^^xsd:string ;
    rdfs:label "oxygen atom"^^xsd:string ;
    rdfs:subClassOf CHEBI:25585,
        CHEBI:33303,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:33937 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "O"^^xsd:string ;
    chebi:inchi "InChI=1S/O"^^xsd:string ;
    chebi:inchikey "QVGXLLKOCUKJST-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "15.99940"^^xsd:string ;
    chebi:monoisotopicmass "15.99491"^^xsd:string ;
    chebi:smiles "[O]"^^xsd:string ;
    oboInOwl:hasExactSynonym "oxygen"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "8O"^^xsd:string,
        "O"^^xsd:string,
        "oxigeno"^^xsd:string,
        "oxygen"^^xsd:string,
        "oxygene"^^xsd:string,
        "Sauerstoff"^^xsd:string ;
    oboInOwl:id "CHEBI:25805"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25806 a owl:Class ;
    rdfs:label "oxygen molecular entity"^^xsd:string ;
    rdfs:subClassOf CHEBI:33304,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:25805 ] ;
    oboInOwl:hasExactSynonym "oxygen molecular entity"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "oxygen molecular entities"^^xsd:string ;
    oboInOwl:id "CHEBI:25806"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25807 a owl:Class ;
    rdfs:label "organooxygen heterocyclic antibiotic"^^xsd:string ;
    rdfs:subClassOf CHEBI:24531 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:25807"^^xsd:string ;
    oboInOwl:inSubset chebi2:1_STAR .

CHEBI:25810 a owl:Class ;
    rdfs:label "oxopurine"^^xsd:string ;
    rdfs:subClassOf CHEBI:26401 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "oxopurines"^^xsd:string ;
    oboInOwl:id "CHEBI:25810"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25826 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1900617"^^xsd:string,
        "CAS:99-82-1"^^xsd:string,
        "LIPID_MAPS_instance:LMPR0102090000"^^xsd:string ;
    rdfs:label "p-menthane"^^xsd:string ;
    rdfs:subClassOf CHEBI:35187,
        CHEBI:35662 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C10H20"^^xsd:string ;
    chebi:inchi "InChI=1S/C10H20/c1-8(2)10-6-4-9(3)5-7-10/h8-10H,4-7H2,1-3H3"^^xsd:string ;
    chebi:inchikey "CFJYNSNXFXLKNS-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "140.26580"^^xsd:string ;
    chebi:monoisotopicmass "140.15650"^^xsd:string ;
    chebi:smiles "CC1CCC(CC1)C(C)C"^^xsd:string ;
    oboInOwl:hasExactSynonym "1-methyl-4-(propan-2-yl)cyclohexane"^^xsd:string,
        "p-menthane"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-isopropyl-4-methylcyclohexane"^^xsd:string,
        "1-methyl-4-(1-methylethyl)-cyclohexane"^^xsd:string,
        "p-Menthan"^^xsd:string,
        "para-menthane"^^xsd:string ;
    oboInOwl:id "CHEBI:25826"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25830 a owl:Class ;
    rdfs:label "p-quinones"^^xsd:string ;
    definition: "A quinone in which the two oxo groups of the quinone are located para to each other on the 6-membered quinonoid ring."^^xsd:string ;
    rdfs:subClassOf CHEBI:36141 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "p-quinone"^^xsd:string,
        "para-quinones"^^xsd:string ;
    oboInOwl:id "CHEBI:25830"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25865 a owl:Class ;
    rdfs:label "penicillanic acids"^^xsd:string ;
    rdfs:subClassOf CHEBI:33575,
        CHEBI:35992 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:25865"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25883 a owl:Class ;
    rdfs:label "pentahydroxyflavone"^^xsd:string ;
    definition: "A hydroxyflavone substituted by five hydroxy groups."^^xsd:string ;
    rdfs:subClassOf CHEBI:24698 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "pentahydroxyflavones"^^xsd:string ;
    oboInOwl:id "CHEBI:25883"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25900 a owl:Class ;
    rdfs:label "aldopentose phosphate"^^xsd:string ;
    rdfs:subClassOf CHEBI:35131,
        CHEBI:84055 ;
    oboInOwl:hasExactSynonym "aldopentose phosphate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "aldopentose phosphates"^^xsd:string ;
    oboInOwl:id "CHEBI:25900"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25901 a owl:Class ;
    rdfs:label "pentose"^^xsd:string ;
    definition: "A five-carbon monosaccharide which in its linear form contains either an aldehyde group at position 1 (aldopentose) or a ketone group at position 2 (ketopentose)."^^xsd:string ;
    rdfs:subClassOf CHEBI:35381 ;
    oboInOwl:hasExactSynonym "pentose"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "pentoses"^^xsd:string ;
    oboInOwl:id "CHEBI:25901"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25903 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:Peptide-Antibiotics"^^xsd:string,
        "PMID:33398258"^^xsd:string ;
    rdfs:label "peptide antibiotic"^^xsd:string ;
    definition: "A chemically diverse class of peptides that exhibit antimicrobial properties."^^xsd:string ;
    rdfs:subClassOf CHEBI:16670,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:33281 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "peptide antibiotics"^^xsd:string ;
    oboInOwl:id "CHEBI:25903"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25905 a owl:Class ;
    rdfs:label "peptide hormone"^^xsd:string ;
    definition: "Any peptide with hormonal activity in animals, whether endocrine, neuroendocrine, or paracrine."^^xsd:string ;
    rdfs:subClassOf CHEBI:16670,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:24621 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "peptide hormones"^^xsd:string,
        "polypeptide hormone"^^xsd:string ;
    oboInOwl:id "CHEBI:25905"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25940 a owl:Class ;
    rdfs:label "peroxides"^^xsd:string ;
    definition: "Compounds of structure ROOR'."^^xsd:string ;
    rdfs:subClassOf CHEBI:25741,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:29369 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:63248 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "O2R2"^^xsd:string ;
    chebi:mass "31.999"^^xsd:string ;
    chebi:monoisotopicmass "31.98983"^^xsd:string ;
    chebi:smiles "[*]OO[*]"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "a peroxide"^^xsd:string ;
    oboInOwl:id "CHEBI:25940"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25944 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Pesticide"^^xsd:string ;
    rdfs:label "pesticide"^^xsd:string ;
    definition: "Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests."^^xsd:string ;
    rdfs:subClassOf CHEBI:33232 ;
    oboInOwl:hasExactSynonym "pesticide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "pesticides"^^xsd:string,
        "Pestizid"^^xsd:string,
        "Pestizide"^^xsd:string ;
    oboInOwl:id "CHEBI:25944"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25978 a owl:Class ;
    rdfs:label "phenylacetic acids"^^xsd:string ;
    definition: "Any monocarboxylic acid that is phenylacetic acid or its substituted derivatives."^^xsd:string ;
    rdfs:subClassOf CHEBI:22712,
        CHEBI:25384 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:25978"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25985 a owl:Class ;
    rdfs:label "phenylalanine derivative"^^xsd:string ;
    definition: "An amino acid derivative resulting from reaction of alanine at the amino group or the carboxy group, or from the replacement of any hydrogen of phenylalanine  by a heteroatom. The definition normally excludes peptides containing phenylalanine  residues."^^xsd:string ;
    rdfs:subClassOf CHEBI:83821,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:28044 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:25985"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:25990 a owl:Class ;
    rdfs:label "phenylethanolamines"^^xsd:string ;
    definition: "An ethanolamine compound having a phenyl (substituted or unsubstituted) group on the carbon bearing the hydroxy substituent."^^xsd:string ;
    rdfs:subClassOf CHEBI:23981 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:25990"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26004 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Phenylpropanoid"^^xsd:string ;
    rdfs:label "phenylpropanoid"^^xsd:string ;
    definition: "Any organic aromatic compound with a structure based on a phenylpropane skeleton. The class includes naturally occurring phenylpropanoid esters, flavonoids, anthocyanins, coumarins and many small phenolic molecules as well as their semi-synthetic and synthetic analogues. Phenylpropanoids are also precursors of lignin."^^xsd:string ;
    rdfs:subClassOf CHEBI:33659 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "phenylpropanoids"^^xsd:string ;
    oboInOwl:id "CHEBI:26004"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26013 a owl:Class ;
    oboInOwl:hasDbXref "PMID:23988175"^^xsd:string,
        "Wikipedia:Pheromone"^^xsd:string ;
    rdfs:label "pheromone"^^xsd:string ;
    definition: "A semiochemical used in olfactory communication between organisms of the same species eliciting a change in sexual or social behaviour."^^xsd:string ;
    rdfs:subClassOf CHEBI:26645 ;
    oboInOwl:hasExactSynonym "pheromone"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "ectohormone"^^xsd:string,
        "feromone"^^xsd:string,
        "pheromones"^^xsd:string ;
    oboInOwl:id "CHEBI:26013"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26020 a owl:Class ;
    rdfs:label "phosphate"^^xsd:string ;
    definition: "Salts and esters of phosphoric and oligophosphoric acids and their chalcogen analogues. In inorganic chemistry, the term is also used to describe anionic coordination entities with phosphorus as central atom."^^xsd:string ;
    rdfs:subClassOf CHEBI:26079 ;
    oboInOwl:hasExactSynonym "phosphates"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "phosphates"^^xsd:string ;
    oboInOwl:id "CHEBI:26020"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26045 a owl:Class ;
    rdfs:label "phosphite ion"^^xsd:string ;
    rdfs:subClassOf CHEBI:33461 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:26045"^^xsd:string ;
    oboInOwl:inSubset chebi2:1_STAR .

CHEBI:26051 a owl:Class ;
    rdfs:label "phosphoamino acid"^^xsd:string ;
    rdfs:subClassOf CHEBI:83821 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "phosphoamino acids"^^xsd:string ;
    oboInOwl:id "CHEBI:26051"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26069 a owl:Class ;
    rdfs:label "phosphonic acids"^^xsd:string ;
    definition: "HP(=O)(OH)2  (phosphonic acid) and its P-substituted derivatives."^^xsd:string ;
    rdfs:subClassOf CHEBI:36360 ;
    oboInOwl:hasExactSynonym "phosphonic acids"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:26069"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26078 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1921286"^^xsd:string,
        "CAS:7664-38-2"^^xsd:string,
        "Drug_Central:4478"^^xsd:string,
        "Gmelin:2000"^^xsd:string,
        "HMDB:HMDB0002142"^^xsd:string,
        "KEGG:C00009"^^xsd:string,
        "KEGG:D05467"^^xsd:string,
        "KNApSAcK:C00007408"^^xsd:string,
        "PMID:11455380"^^xsd:string,
        "PMID:15630224"^^xsd:string,
        "PMID:17439666"^^xsd:string,
        "PMID:17518491"^^xsd:string,
        "PMID:22282755"^^xsd:string,
        "PMID:22333268"^^xsd:string,
        "PMID:22381614"^^xsd:string,
        "PMID:22401268"^^xsd:string,
        "Reaxys:1921286"^^xsd:string,
        "Wikipedia:Phosphoric_Acid"^^xsd:string ;
    rdfs:label "phosphoric acid"^^xsd:string ;
    definition: "A phosphorus oxoacid that consists of one oxo and three hydroxy groups joined covalently to a central phosphorus atom."^^xsd:string ;
    rdfs:subClassOf CHEBI:59698,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:39745 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:33287 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:46787 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:84735 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:228364 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "H3O4P"^^xsd:string ;
    chebi:inchi "InChI=1S/H3O4P/c1-5(2,3)4/h(H3,1,2,3,4)"^^xsd:string ;
    chebi:inchikey "NBIIXXVUZAFLBC-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "97.99520"^^xsd:string ;
    chebi:monoisotopicmass "97.97690"^^xsd:string ;
    chebi:smiles "[H]OP(=O)(O[H])O[H]"^^xsd:string ;
    oboInOwl:hasExactSynonym "Phosphoric acid"^^xsd:string,
        "phosphoric acid"^^xsd:string,
        "tetraoxophosphoric acid"^^xsd:string,
        "trihydrogen tetraoxophosphate(3-)"^^xsd:string,
        "trihydroxidooxidophosphorus"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "[PO(OH)3]"^^xsd:string,
        "acide phosphorique"^^xsd:string,
        "acidum phosphoricum"^^xsd:string,
        "H3PO4"^^xsd:string,
        "Orthophosphoric acid"^^xsd:string,
        "orthophosphoric acid"^^xsd:string,
        "Phosphate"^^xsd:string,
        "Phosphorsaeure"^^xsd:string,
        "Phosphorsaeureloesungen"^^xsd:string ;
    oboInOwl:id "CHEBI:26078"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26079 a owl:Class ;
    rdfs:label "phosphoric acid derivative"^^xsd:string ;
    rdfs:subClassOf CHEBI:36359,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:26078 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:26079"^^xsd:string ;
    oboInOwl:inSubset chebi2:1_STAR .

CHEBI:26082 a owl:Class ;
    rdfs:label "phosphorus molecular entity"^^xsd:string ;
    rdfs:subClassOf CHEBI:33302,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:28659 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "phosphorus molecular entities"^^xsd:string ;
    oboInOwl:id "CHEBI:26082"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26144 a owl:Class ;
    rdfs:label "piperazines"^^xsd:string ;
    rdfs:subClassOf CHEBI:25693,
        CHEBI:38101 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:26144"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26147 a owl:Class ;
    rdfs:label "piperidine alkaloid"^^xsd:string ;
    rdfs:subClassOf CHEBI:22315,
        CHEBI:26151 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "piperidine alkaloids"^^xsd:string ;
    oboInOwl:id "CHEBI:26147"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26148 a owl:Class ;
    rdfs:label "piperidinemonocarboxylic acid"^^xsd:string ;
    definition: "Any member of the class of piperidines in which one of the carbons of the piperidine ring is substituted by a carboxy group."^^xsd:string ;
    rdfs:subClassOf CHEBI:25384,
        CHEBI:26151 ;
    oboInOwl:hasAlternativeId "CHEBI:26150"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "piperidinemonocarboxylic acids"^^xsd:string ;
    oboInOwl:id "CHEBI:26148"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26151 a owl:Class ;
    rdfs:label "piperidines"^^xsd:string ;
    rdfs:subClassOf CHEBI:25693,
        CHEBI:38101 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:26151"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26155 a owl:Class ;
    rdfs:label "plant growth regulator"^^xsd:string ;
    definition: "A chemical, natural or artificial, that can affect the rate of growth of a plant."^^xsd:string ;
    rdfs:subClassOf CHEBI:39317 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "plant growth regulators"^^xsd:string ;
    oboInOwl:id "CHEBI:26155"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26167 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:Polar-amino-acids"^^xsd:string,
        "PMID:12016058"^^xsd:string ;
    rdfs:label "polar amino acid"^^xsd:string ;
    definition: "Any amino acid whose side chain is capable of forming one or more hydrogen bonds."^^xsd:string ;
    rdfs:subClassOf CHEBI:33709,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:62031 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C2H4NO2R"^^xsd:string ;
    chebi:mass "74.059"^^xsd:string ;
    chebi:monoisotopicmass "74.02420"^^xsd:string ;
    chebi:smiles "OC(C(*)N)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:8283"^^xsd:string ;
    oboInOwl:hasExactSynonym "polar amino acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "polar amino acids"^^xsd:string,
        "polar amino-acid"^^xsd:string,
        "polar amino-acids"^^xsd:string ;
    oboInOwl:id "CHEBI:26167"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26188 a owl:Class ;
    rdfs:label "polyketide"^^xsd:string ;
    definition: "Natural and synthetic compounds containing alternating carbonyl and methylene groups ('beta-polyketones'), biogenetically derived from repeated condensation of acetyl coenzyme A (via malonyl coenzyme A), and usually the compounds derived from them by further condensations, etc. Considered by many to be synonymous with the less frequently used terms acetogenins and ketides."^^xsd:string ;
    rdfs:subClassOf CHEBI:36963 ;
    oboInOwl:hasExactSynonym "polyketide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "polyketides"^^xsd:string ;
    oboInOwl:id "CHEBI:26188"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26191 a owl:Class ;
    rdfs:label "polyol"^^xsd:string ;
    definition: "A compound that contains two or more hydroxy groups."^^xsd:string ;
    rdfs:subClassOf CHEBI:33822 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "polyols"^^xsd:string ;
    oboInOwl:id "CHEBI:26191"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26195 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Polyphenol"^^xsd:string ;
    rdfs:label "polyphenol"^^xsd:string ;
    definition: "Members of the class of phenols that contain 2 or more benzene rings each of which is substituted by at least one hydroxy group."^^xsd:string ;
    rdfs:subClassOf CHEBI:33853 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "polyphenols"^^xsd:string ;
    oboInOwl:id "CHEBI:26195"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26199 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C06081"^^xsd:string ;
    rdfs:label "polyprenol"^^xsd:string ;
    definition: "Any member of the class of  prenols possessing the general formula H-[CH2C(Me)=CHCH2]nOH in which the carbon skeleton is composed of more than one isoprene units."^^xsd:string ;
    rdfs:subClassOf CHEBI:26244 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "(C5H8)nC10H18O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:8317"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "polyprenols"^^xsd:string ;
    oboInOwl:id "CHEBI:26199"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26208 a owl:Class ;
    oboInOwl:hasDbXref "PMID:14977874"^^xsd:string,
        "PMID:16380690"^^xsd:string,
        "PMID:17891522"^^xsd:string ;
    rdfs:label "polyunsaturated fatty acid"^^xsd:string ;
    definition: "Any fatty acid containing more than one double bond. Acids in this group are reported to have cardioprotective effects; and levels are lowered in chronic fatigue syndrome."^^xsd:string ;
    rdfs:subClassOf CHEBI:27208,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:76567 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "polyunsaturated fatty acids"^^xsd:string,
        "PUFA"^^xsd:string,
        "PUFAs"^^xsd:string ;
    oboInOwl:id "CHEBI:26208"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26214 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Porphyrin"^^xsd:string ;
    rdfs:label "porphyrins"^^xsd:string ;
    definition: "Natural pigments containing a fundamental skeleton of four pyrrole nuclei united through the alpha-positions by four methine groups to form a macrocyclic structure."^^xsd:string ;
    rdfs:subClassOf CHEBI:36309,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:23357 ] ;
    oboInOwl:hasExactSynonym "porphyrins"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:26214"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26216 a owl:Class ;
    oboInOwl:hasDbXref "CAS:7440-09-7"^^xsd:string,
        "DrugBank:DB01345"^^xsd:string,
        "KEGG:C00238"^^xsd:string,
        "WebElements:K"^^xsd:string ;
    rdfs:label "potassium atom"^^xsd:string ;
    rdfs:subClassOf CHEBI:22314,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:33937 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "K"^^xsd:string ;
    chebi:inchi "InChI=1S/K"^^xsd:string ;
    chebi:inchikey "ZLMJMSJWJFRBEC-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "39.09830"^^xsd:string ;
    chebi:monoisotopicmass "38.96371"^^xsd:string ;
    chebi:smiles "[K]"^^xsd:string ;
    oboInOwl:hasExactSynonym "potassium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "19K"^^xsd:string,
        "K"^^xsd:string,
        "Kalium"^^xsd:string,
        "kalium"^^xsd:string,
        "potasio"^^xsd:string,
        "potassium"^^xsd:string ;
    oboInOwl:id "CHEBI:26216"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26217 a owl:Class ;
    rdfs:label "potassium molecular entity"^^xsd:string ;
    rdfs:subClassOf CHEBI:33296,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:26216 ] ;
    oboInOwl:hasExactSynonym "potassium molecular entity"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "potassium molecular entities"^^xsd:string ;
    oboInOwl:id "CHEBI:26217"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26218 a owl:Class ;
    rdfs:label "potassium salt"^^xsd:string ;
    definition: "Any alkali metal salt having potassium(1+) as the cation."^^xsd:string ;
    rdfs:subClassOf CHEBI:26217,
        CHEBI:35479,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:29103 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Kaliumsalz"^^xsd:string,
        "Kaliumsalze"^^xsd:string,
        "potassium salts"^^xsd:string ;
    oboInOwl:id "CHEBI:26218"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26244 a owl:Class ;
    oboInOwl:hasDbXref "PMID:3113948"^^xsd:string,
        "PMID:4207873"^^xsd:string ;
    rdfs:label "prenols"^^xsd:string ;
    definition: "Any alcohol possessing the general formula H-[CH2C(Me)=CHCH2]nOH in which the carbon skeleton is composed of one or more isoprene units (biogenetic precursors of the isoprenoids)."^^xsd:string ;
    rdfs:subClassOf CHEBI:24913,
        CHEBI:30879 ;
    oboInOwl:hasExactSynonym "prenols"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:26244"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26250 a owl:Class ;
    rdfs:label "prenol phosphate"^^xsd:string ;
    rdfs:subClassOf CHEBI:37841,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:26244 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "prenol phosphates"^^xsd:string ;
    oboInOwl:id "CHEBI:26250"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26271 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:80809"^^xsd:string,
        "CAS:609-36-9"^^xsd:string,
        "Gmelin:26927"^^xsd:string,
        "KEGG:C16435"^^xsd:string,
        "PMID:16534801"^^xsd:string,
        "PMID:21400017"^^xsd:string,
        "PMID:21903295"^^xsd:string,
        "PMID:22264337"^^xsd:string,
        "PMID:22280966"^^xsd:string,
        "PMID:22770225"^^xsd:string,
        "Reaxys:80809"^^xsd:string,
        "Wikipedia:Proline"^^xsd:string ;
    rdfs:label "proline"^^xsd:string ;
    definition: "An alpha-amino acid that is pyrrolidine bearing a carboxy substituent at position 2."^^xsd:string ;
    rdfs:subClassOf CHEBI:33704,
        CHEBI:38260,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:32871 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:32872 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:83056 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5H9NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H9NO2/c7-5(8)4-2-1-3-6-4/h4,6H,1-3H2,(H,7,8)"^^xsd:string ;
    chebi:inchikey "ONIBWKKTOPOVIA-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "115.13050"^^xsd:string ;
    chebi:monoisotopicmass "115.06333"^^xsd:string ;
    chebi:smiles "OC(=O)C1CCCN1"^^xsd:string ;
    oboInOwl:hasExactSynonym "proline"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "DL-Proline"^^xsd:string,
        "Hpro"^^xsd:string,
        "Prolin"^^xsd:string,
        "prolina"^^xsd:string,
        "pyrrolidine-2-carboxylic acid"^^xsd:string ;
    oboInOwl:id "CHEBI:26271"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26273 a owl:Class ;
    rdfs:label "proline derivative"^^xsd:string ;
    definition: "An amino acid derivative resulting from reaction of proline at the amino group or the carboxy group, or from the replacement of any hydrogen of proline by a heteroatom. The definition normally excludes peptides containing proline residues."^^xsd:string ;
    rdfs:subClassOf CHEBI:83821,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:26271 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "proline derivatives"^^xsd:string ;
    oboInOwl:id "CHEBI:26273"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26333 a owl:Class ;
    oboInOwl:hasDbXref "CAS:11000-26-3"^^xsd:string,
        "LIPID_MAPS_class:LMFA0301"^^xsd:string ;
    rdfs:label "prostaglandin"^^xsd:string ;
    definition: "Naturally occurring compounds derived from the parent C20 acid, prostanoic acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:26347,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:8504 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:59326 ] ;
    oboInOwl:hasExactSynonym "prostaglandin"^^xsd:string,
        "prostaglandins"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "prostaglandins"^^xsd:string ;
    oboInOwl:id "CHEBI:26333"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26340 a owl:Class ;
    rdfs:label "prostaglandins F"^^xsd:string ;
    rdfs:subClassOf CHEBI:26333 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5H8O2R2"^^xsd:string ;
    chebi:mass "100.11580"^^xsd:string ;
    chebi:monoisotopicmass "100.05243"^^xsd:string ;
    chebi:smiles "OC1C[C@@H](O)[C@H]([*])[C@H]1[*]"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "PGF"^^xsd:string ;
    oboInOwl:id "CHEBI:26340"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26347 a owl:Class ;
    rdfs:label "prostanoid"^^xsd:string ;
    definition: "The family of natural prostaglandins and prostaglandin-like compounds including prostacyclins and thromboxanes."^^xsd:string ;
    rdfs:subClassOf CHEBI:23899,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:62943 ] ;
    oboInOwl:hasExactSynonym "prostanoid"^^xsd:string,
        "prostanoids"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "prostanoids"^^xsd:string ;
    oboInOwl:id "CHEBI:26347"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26348 a owl:Class ;
    rdfs:label "prosthetic group"^^xsd:string ;
    definition: "A tightly bound, specific nonpolypeptide unit in a protein determining and involved in its biological activity."^^xsd:string ;
    rdfs:subClassOf CHEBI:23357 ;
    oboInOwl:hasExactSynonym "prosthetic group"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "groupe prosthetique"^^xsd:string,
        "prosthetic groups"^^xsd:string ;
    oboInOwl:id "CHEBI:26348"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26366 a owl:Class ;
    rdfs:label "pseudouridines"^^xsd:string ;
    rdfs:subClassOf CHEBI:36991 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:26366"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26369 a owl:Class ;
    rdfs:label "psoralens"^^xsd:string ;
    definition: "A furanocoumarin with a 7H-furo[3,2-g]chromen-7-one skeleton and its substituted derivatives thereof."^^xsd:string ;
    rdfs:subClassOf CHEBI:24128 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "psoralenes"^^xsd:string ;
    oboInOwl:id "CHEBI:26369"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26373 a owl:Class ;
    rdfs:label "pteridines"^^xsd:string ;
    rdfs:subClassOf CHEBI:27171,
        CHEBI:33833,
        CHEBI:38101 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:26373"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26375 a owl:Class ;
    rdfs:label "pterins"^^xsd:string ;
    rdfs:subClassOf CHEBI:26373 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:26375"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26385 a owl:Class ;
    rdfs:label "purine alkaloid"^^xsd:string ;
    rdfs:subClassOf CHEBI:22315,
        CHEBI:26401 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "purine alkaloids"^^xsd:string ;
    oboInOwl:id "CHEBI:26385"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26386 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C15587"^^xsd:string ;
    rdfs:label "purine nucleobase"^^xsd:string ;
    definition: "A nucleobase whose skeleton is derived from purine."^^xsd:string ;
    rdfs:subClassOf CHEBI:18282,
        CHEBI:26401 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5H3N4R2"^^xsd:string ;
    chebi:mass "119.104"^^xsd:string ;
    chebi:monoisotopicmass "119.03577"^^xsd:string ;
    chebi:smiles "C1(NC(=NC=2NC=NC12)*)=*"^^xsd:string ;
    oboInOwl:hasExactSynonym "purine nucleobase"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "a purine nucleobase"^^xsd:string,
        "purine bases"^^xsd:string,
        "purine nucleobases"^^xsd:string ;
    oboInOwl:id "CHEBI:26386"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26391 a owl:Class ;
    rdfs:label "purine nucleoside diphosphate"^^xsd:string ;
    rdfs:subClassOf CHEBI:16862 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "purine nucleoside diphosphates"^^xsd:string ;
    oboInOwl:id "CHEBI:26391"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26393 a owl:Class ;
    rdfs:label "purine nucleoside triphosphate"^^xsd:string ;
    rdfs:subClassOf CHEBI:17326 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "purine nucleoside triphosphates"^^xsd:string ;
    oboInOwl:id "CHEBI:26393"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26394 a owl:Class ;
    rdfs:label "purine nucleoside"^^xsd:string ;
    rdfs:subClassOf CHEBI:26401,
        CHEBI:33838 ;
    oboInOwl:hasExactSynonym "purine nucleoside"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "purine nucleosides"^^xsd:string ;
    oboInOwl:id "CHEBI:26394"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26395 a owl:Class ;
    rdfs:label "purine nucleotide"^^xsd:string ;
    definition: "Any nucleotide that has a purine nucleobase."^^xsd:string ;
    rdfs:subClassOf CHEBI:26401,
        CHEBI:36976 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "purine nucleotides"^^xsd:string ;
    oboInOwl:id "CHEBI:26395"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26396 a owl:Class ;
    rdfs:label "purine ribonucleoside diphosphate"^^xsd:string ;
    rdfs:subClassOf CHEBI:17668,
        CHEBI:26391 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "purine ribonucleoside diphosphates"^^xsd:string ;
    oboInOwl:id "CHEBI:26396"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26398 a owl:Class ;
    rdfs:label "purine ribonucleoside triphosphate"^^xsd:string ;
    rdfs:subClassOf CHEBI:17972,
        CHEBI:26393 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "purine ribonucleoside triphosphates"^^xsd:string ;
    oboInOwl:id "CHEBI:26398"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26399 a owl:Class ;
    rdfs:label "purine ribonucleoside"^^xsd:string ;
    definition: "A ribonucleoside that has a purine moiety as the nucleobase (the R group in the illustration)."^^xsd:string ;
    rdfs:subClassOf CHEBI:18254,
        CHEBI:26394 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5H9O4R"^^xsd:string ;
    chebi:mass "133.123"^^xsd:string ;
    chebi:monoisotopicmass "133.05008"^^xsd:string ;
    chebi:smiles "*[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "purine ribonucleosides"^^xsd:string ;
    oboInOwl:id "CHEBI:26399"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26400 a owl:Class ;
    rdfs:label "purine ribonucleotide"^^xsd:string ;
    definition: "Any ribonucleotide that has a purine nucleobase."^^xsd:string ;
    rdfs:subClassOf CHEBI:26395,
        CHEBI:26561 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "purine ribonucleotides"^^xsd:string ;
    oboInOwl:id "CHEBI:26400"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26401 a owl:Class ;
    rdfs:label "purines"^^xsd:string ;
    definition: "A class of imidazopyrimidines that consists of purine and its substituted derivatives."^^xsd:string ;
    rdfs:subClassOf CHEBI:35875 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5N4R7"^^xsd:string ;
    chebi:mass "116.080"^^xsd:string ;
    chebi:monoisotopicmass "116.01230"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:13678"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:26401"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26407 a owl:Class ;
    rdfs:label "pyrans"^^xsd:string ;
    rdfs:subClassOf CHEBI:25693,
        CHEBI:38104 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:26407"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26410 a owl:Class ;
    rdfs:label "pyrazoles"^^xsd:string ;
    rdfs:subClassOf CHEBI:23677 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:26410"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26414 a owl:Class ;
    rdfs:label "pyridazinone"^^xsd:string ;
    rdfs:subClassOf CHEBI:37921 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "pyridazinones"^^xsd:string ;
    oboInOwl:id "CHEBI:26414"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26416 a owl:Class ;
    rdfs:label "pyridine alkaloid"^^xsd:string ;
    rdfs:subClassOf CHEBI:22315,
        CHEBI:26421 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "pyridine alkaloids"^^xsd:string ;
    oboInOwl:id "CHEBI:26416"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26420 a owl:Class ;
    rdfs:label "pyridinemonocarboxylic acid"^^xsd:string ;
    definition: "A monocarboxylic acid in which the carboxy group is attached to a pyridine (or substituted pyridine) ring."^^xsd:string ;
    rdfs:subClassOf CHEBI:25384,
        CHEBI:26421,
        CHEBI:33859,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:38181 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "pyridinemonocarboxylic acids"^^xsd:string ;
    oboInOwl:id "CHEBI:26420"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26421 a owl:Class ;
    rdfs:label "pyridines"^^xsd:string ;
    definition: "Any organonitrogen heterocyclic compound based on a pyridine skeleton and its substituted derivatives."^^xsd:string ;
    rdfs:subClassOf CHEBI:25693,
        CHEBI:38101 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:26421"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26432 a owl:Class ;
    rdfs:label "pyrimidine nucleobase"^^xsd:string ;
    definition: "A nucleobase whose skeleton is derived from pyrimidine."^^xsd:string ;
    rdfs:subClassOf CHEBI:18282,
        CHEBI:39447 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C4HN2R4"^^xsd:string ;
    chebi:mass "77.064"^^xsd:string ;
    chebi:monoisotopicmass "77.01397"^^xsd:string ;
    chebi:smiles "N1C(=C(C(=NC1=*)*)*)*"^^xsd:string ;
    oboInOwl:hasExactSynonym "pyrimidine nucleobase"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "a pyrimidine nucleobase"^^xsd:string,
        "pyrimidine bases"^^xsd:string,
        "pyrimidine nucleobases"^^xsd:string ;
    oboInOwl:id "CHEBI:26432"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26435 a owl:Class ;
    rdfs:label "pyrimidine deoxyribonucleoside triphosphate"^^xsd:string ;
    rdfs:subClassOf CHEBI:26439 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "pyrimidine deoxyribonucleoside triphosphates"^^xsd:string ;
    oboInOwl:id "CHEBI:26435"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26436 a owl:Class ;
    rdfs:label "pyrimidine 2'-deoxyribonucleotide"^^xsd:string ;
    rdfs:subClassOf CHEBI:19260,
        CHEBI:26441 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "pyrimidine 2'-deoxyribonucleotides"^^xsd:string ;
    oboInOwl:id "CHEBI:26436"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26439 a owl:Class ;
    rdfs:label "pyrimidine nucleoside triphosphate"^^xsd:string ;
    rdfs:subClassOf CHEBI:17326 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "pyrimidine nucleoside triphosphates"^^xsd:string ;
    oboInOwl:id "CHEBI:26439"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26440 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C03169"^^xsd:string ;
    rdfs:label "pyrimidine nucleoside"^^xsd:string ;
    rdfs:subClassOf CHEBI:33838,
        CHEBI:39447 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "N-D-Ribosylpyrimidine"^^xsd:string,
        "pyrimidine nucleosides"^^xsd:string ;
    oboInOwl:id "CHEBI:26440"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26441 a owl:Class ;
    rdfs:label "pyrimidine nucleotide"^^xsd:string ;
    rdfs:subClassOf CHEBI:36976,
        CHEBI:39447 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "pyrimidine nucleotides"^^xsd:string ;
    oboInOwl:id "CHEBI:26441"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26455 a owl:Class ;
    rdfs:label "pyrroles"^^xsd:string ;
    definition: "An azole that includes only one N atom and no other heteroatom as a part of the aromatic skeleton."^^xsd:string ;
    rdfs:subClassOf CHEBI:68452 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:26455"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26456 a owl:Class ;
    rdfs:label "pyrrolidine alkaloid"^^xsd:string ;
    rdfs:subClassOf CHEBI:22315,
        CHEBI:38260 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "pyrrolidine alkaloids"^^xsd:string ;
    oboInOwl:id "CHEBI:26456"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26463 a owl:Class ;
    rdfs:label "pyruvate family amino acid"^^xsd:string ;
    definition: "An L-alpha-amino acid which is biosynthesised from pyruvate (i.e. alanine, valine, and leucine). A closed class."^^xsd:string ;
    rdfs:subClassOf CHEBI:15705,
        CHEBI:83813 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "pyruvate family amino acids"^^xsd:string ;
    oboInOwl:id "CHEBI:26463"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26469 a owl:Class ;
    rdfs:label "quaternary nitrogen compound"^^xsd:string ;
    definition: "A nitrogen molecular entity that is electronically neutral but which contains a quaternary nitrogen."^^xsd:string ;
    rdfs:subClassOf CHEBI:35352,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:35267 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:26469"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26509 a owl:Class ;
    rdfs:label "quinoline alkaloid"^^xsd:string ;
    rdfs:subClassOf CHEBI:22315 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "quinoline alkaloids"^^xsd:string ;
    oboInOwl:id "CHEBI:26509"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26512 a owl:Class ;
    rdfs:label "quinolinemonocarboxylic acid"^^xsd:string ;
    definition: "Any aromatic carboxylic acid that contains a quinoline moiety that is substituted by one carboxy substituent."^^xsd:string ;
    rdfs:subClassOf CHEBI:26513,
        CHEBI:33859,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:38773 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "quinolinemonocarboxylic acids"^^xsd:string ;
    oboInOwl:id "CHEBI:26512"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26513 a owl:Class ;
    rdfs:label "quinolines"^^xsd:string ;
    definition: "A class of aromatic heterocyclic compounds each of which contains a benzene ring ortho fused to carbons 2 and 3 of a pyridine ring."^^xsd:string ;
    rdfs:subClassOf CHEBI:33659,
        CHEBI:38101 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:26513"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26518 a owl:Class ;
    rdfs:label "quinuclidines"^^xsd:string ;
    rdfs:subClassOf CHEBI:27171 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:26518"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26519 a owl:Class ;
    rdfs:label "radical"^^xsd:string ;
    definition: "A molecular entity possessing an unpaired electron."^^xsd:string ;
    rdfs:subClassOf CHEBI:23367 ;
    oboInOwl:hasExactSynonym "radical"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "free radical"^^xsd:string,
        "freies Radikal"^^xsd:string,
        "radical libre"^^xsd:string,
        "radicales libres"^^xsd:string,
        "radicals"^^xsd:string,
        "Radikal"^^xsd:string,
        "Radikale"^^xsd:string ;
    oboInOwl:id "CHEBI:26519"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26523 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Reactive_oxygen_species"^^xsd:string ;
    rdfs:label "reactive oxygen species"^^xsd:string ;
    definition: "Molecules or ions formed by the incomplete one-electron reduction of oxygen. They contribute to the microbicidal activity of phagocytes, regulation of signal transduction and gene expression, and the oxidative damage to biopolymers."^^xsd:string ;
    rdfs:subClassOf CHEBI:25806 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "ROS"^^xsd:string ;
    oboInOwl:id "CHEBI:26523"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26536 a owl:Class ;
    oboInOwl:hasDbXref "LINCS:LSM-2135"^^xsd:string,
        "PMID:24506204"^^xsd:string ;
    rdfs:label "retinoic acid"^^xsd:string ;
    definition: "A retinoid consisting of 3,7-dimethylnona-2,4,6,8-tetraenoic acid substituted at position 9 by a 2,6,6-trimethylcyclohex-1-en-1-yl group (geometry of the four exocyclic double bonds is not specified)."^^xsd:string ;
    rdfs:subClassOf CHEBI:26537,
        CHEBI:79020,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:15036 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C20H28O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C20H28O2/c1-15(8-6-9-16(2)14-19(21)22)11-12-18-17(3)10-7-13-20(18,4)5/h6,8-9,11-12,14H,7,10,13H2,1-5H3,(H,21,22)"^^xsd:string ;
    chebi:inchikey "SHGAZHPCJJPHSC-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "300.43512"^^xsd:string ;
    chebi:monoisotopicmass "300.20893"^^xsd:string ;
    chebi:smiles "CC(C=CC1=C(C)CCCC1(C)C)=CC=CC(C)=CC(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:26536"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26537 a owl:Class ;
    rdfs:label "retinoid"^^xsd:string ;
    definition: "Oxygenated derivatives of 3,7-dimethyl-1-(2,6,6-trimethylcyclohex-1-enyl)nona-1,3,5,7-tetraene and derivatives thereof."^^xsd:string ;
    rdfs:subClassOf CHEBI:23849,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:139589 ] ;
    oboInOwl:hasExactSynonym "retinoid"^^xsd:string,
        "retinoids"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "retinoids"^^xsd:string ;
    oboInOwl:id "CHEBI:26537"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26547 a owl:Class ;
    rdfs:label "rhamnoside"^^xsd:string ;
    rdfs:subClassOf CHEBI:35315 ;
    oboInOwl:hasExactSynonym "rhamnoside"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "rhamnosides"^^xsd:string ;
    oboInOwl:id "CHEBI:26547"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26561 a owl:Class ;
    rdfs:label "ribonucleotide"^^xsd:string ;
    rdfs:subClassOf CHEBI:26562,
        CHEBI:36976 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "ribonucleotides"^^xsd:string ;
    oboInOwl:id "CHEBI:26561"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26562 a owl:Class ;
    rdfs:label "ribose phosphate"^^xsd:string ;
    rdfs:subClassOf CHEBI:25900 ;
    oboInOwl:hasExactSynonym "ribose phosphate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "ribose phosphates"^^xsd:string ;
    oboInOwl:id "CHEBI:26562"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26580 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Rifamycin"^^xsd:string ;
    rdfs:label "rifamycins"^^xsd:string ;
    rdfs:subClassOf CHEBI:22565,
        CHEBI:39270 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "rifamycin"^^xsd:string ;
    oboInOwl:id "CHEBI:26580"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26588 a owl:Class ;
    rdfs:label "1,3,5-triazines"^^xsd:string ;
    definition: "Any compound with a 1,3,5-triazine skeleton, in which nitrogen atoms replace carbon at positions 1, 3 and 5 of the core benzene ring structure."^^xsd:string ;
    rdfs:subClassOf CHEBI:38102 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "s-triazines"^^xsd:string ;
    oboInOwl:id "CHEBI:26588"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26607 a owl:Class ;
    oboInOwl:hasDbXref "PMID:16492686"^^xsd:string,
        "PMID:19763019"^^xsd:string,
        "PMID:20237329"^^xsd:string ;
    rdfs:label "saturated fatty acid"^^xsd:string ;
    definition: "Any fatty acid containing no carbon to carbon multiple bonds. Known to produce adverse biological effects when ingested to excess."^^xsd:string ;
    rdfs:subClassOf CHEBI:35366 ;
    oboInOwl:hasExactSynonym "saturated fatty acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "saturated fatty acids"^^xsd:string,
        "SFA"^^xsd:string,
        "SFAs"^^xsd:string ;
    oboInOwl:id "CHEBI:26607"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26616 a owl:Class ;
    rdfs:label "seco-androstane"^^xsd:string ;
    rdfs:subClassOf CHEBI:35788 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "seco-androstanes"^^xsd:string ;
    oboInOwl:id "CHEBI:26616"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26645 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Semiochemical"^^xsd:string ;
    rdfs:label "semiochemical"^^xsd:string ;
    definition: "A molecular messenger released by an organism that affects the behaviour within or between species."^^xsd:string ;
    rdfs:subClassOf CHEBI:33280 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "semiochemicals"^^xsd:string ;
    oboInOwl:id "CHEBI:26645"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26649 a owl:Class ;
    rdfs:label "serine derivative"^^xsd:string ;
    definition: "An amino acid derivative resulting from reaction of serine at the amino group or the carboxy group, or from the replacement of any hydrogen of serine by a heteroatom. The definition normally excludes peptides containing serine residues."^^xsd:string ;
    rdfs:subClassOf CHEBI:83821,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:17822 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "serine derivatives"^^xsd:string ;
    oboInOwl:id "CHEBI:26649"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26650 a owl:Class ;
    oboInOwl:hasDbXref "PMID:20709681"^^xsd:string ;
    rdfs:label "serine family amino acid"^^xsd:string ;
    definition: "An L-alpha-amino acid which is biosynthesised from 3-phosphoglycerate (i.e. serine, glycine, cysteine and homocysteine). A closed class."^^xsd:string ;
    rdfs:subClassOf CHEBI:15705,
        CHEBI:83813 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3-phosphoglycerate family amino acid"^^xsd:string,
        "3-phosphoglycerate family amino acids"^^xsd:string,
        "serine family amino acids"^^xsd:string ;
    oboInOwl:id "CHEBI:26650"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26658 a owl:Class ;
    oboInOwl:hasDbXref "LIPID_MAPS_class:LMPR0103"^^xsd:string ;
    rdfs:label "sesquiterpenoid"^^xsd:string ;
    definition: "Any terpenoid derived from a sesquiterpene. The term includes compounds in which the C15 skeleton of the parent sesquiterpene has been rearranged or modified by the removal of one or more skeletal atoms (generally methyl groups)."^^xsd:string ;
    rdfs:subClassOf CHEBI:26873,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:35189 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "sesquiterpenoides"^^xsd:string,
        "sesquiterpenoids"^^xsd:string ;
    oboInOwl:id "CHEBI:26658"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26666 a owl:Class ;
    oboInOwl:hasDbXref "PMID:16633129"^^xsd:string,
        "PMID:16870803"^^xsd:string,
        "PMID:18203540"^^xsd:string,
        "PMID:20148677"^^xsd:string ;
    rdfs:label "short-chain fatty acid"^^xsd:string ;
    definition: "An aliphatic monocarboxylic acid with a chain length of less than C6. If any non-hydrocarbon substituent is present, the compound is not normally regarded as a short-chain fatty acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:35366,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:58951 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "CH2OR"^^xsd:string ;
    chebi:mass "45.017"^^xsd:string ;
    chebi:monoisotopicmass "44.99765"^^xsd:string ;
    chebi:smiles "OC([*])=O"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "SCFA"^^xsd:string,
        "SCFAs"^^xsd:string,
        "short-chain fatty acids"^^xsd:string ;
    oboInOwl:id "CHEBI:26666"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26708 a owl:Class ;
    oboInOwl:hasDbXref "CAS:7440-23-5"^^xsd:string,
        "Gmelin:16221"^^xsd:string,
        "KEGG:C01330"^^xsd:string,
        "WebElements:Na"^^xsd:string ;
    rdfs:label "sodium atom"^^xsd:string ;
    rdfs:subClassOf CHEBI:22314,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:33937 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "Na"^^xsd:string ;
    chebi:inchi "InChI=1S/Na"^^xsd:string ;
    chebi:inchikey "KEAYESYHFKHZAL-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "22.98977"^^xsd:string ;
    chebi:monoisotopicmass "22.98977"^^xsd:string ;
    chebi:smiles "[Na]"^^xsd:string ;
    oboInOwl:hasExactSynonym "sodium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "11Na"^^xsd:string,
        "Na"^^xsd:string,
        "Natrium"^^xsd:string,
        "natrium"^^xsd:string,
        "sodio"^^xsd:string,
        "sodium"^^xsd:string ;
    oboInOwl:id "CHEBI:26708"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26710 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:3534976"^^xsd:string,
        "CAS:7647-14-5"^^xsd:string,
        "Gmelin:13673"^^xsd:string,
        "KEGG:C13563"^^xsd:string,
        "KEGG:D02056"^^xsd:string,
        "MetaCyc:NACL"^^xsd:string,
        "PPDB:595"^^xsd:string,
        "Reaxys:3534976"^^xsd:string,
        "Wikipedia:Sodium_Chloride"^^xsd:string ;
    rdfs:label "sodium chloride"^^xsd:string ;
    definition: "An inorganic chloride salt having sodium(1+) as the counterion."^^xsd:string ;
    rdfs:subClassOf CHEBI:36093,
        CHEBI:38702,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:79314 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:149552 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "ClNa"^^xsd:string ;
    chebi:inchi "InChI=1S/ClH.Na/h1H;/q;+1/p-1"^^xsd:string ;
    chebi:inchikey "FAPWRFPIFSIZLT-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "58.44247"^^xsd:string ;
    chebi:monoisotopicmass "57.95862"^^xsd:string ;
    chebi:smiles "[Na+].[Cl-]"^^xsd:string ;
    oboInOwl:hasExactSynonym "sodium chloride"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "chlorure de sodium"^^xsd:string,
        "cloruro sodico"^^xsd:string,
        "common salt"^^xsd:string,
        "halite"^^xsd:string,
        "Kochsalz"^^xsd:string,
        "NaCl"^^xsd:string,
        "natrii chloridum"^^xsd:string,
        "Natriumchlorid"^^xsd:string,
        "rock salt"^^xsd:string,
        "salt"^^xsd:string,
        "table salt"^^xsd:string ;
    oboInOwl:id "CHEBI:26710"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26712 a owl:Class ;
    rdfs:label "sodium molecular entity"^^xsd:string ;
    rdfs:subClassOf CHEBI:33296,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:26708 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "sodium compounds"^^xsd:string,
        "sodium molecular entities"^^xsd:string ;
    oboInOwl:id "CHEBI:26712"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26714 a owl:Class ;
    rdfs:label "sodium salt"^^xsd:string ;
    definition: "Any alkali metal salt having sodium(1+) as the cation."^^xsd:string ;
    rdfs:subClassOf CHEBI:26712,
        CHEBI:35479,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:29101 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Natriumsalz"^^xsd:string,
        "Natriumsalze"^^xsd:string,
        "sodium salts"^^xsd:string ;
    oboInOwl:id "CHEBI:26714"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26739 a owl:Class ;
    rdfs:label "sphingolipid"^^xsd:string ;
    definition: "Sphingolipids are a complex family of compounds that share a common structural feature, a sphingoid base backbone."^^xsd:string ;
    rdfs:subClassOf CHEBI:18059,
        CHEBI:35352,
        CHEBI:36963 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "sphingolipids"^^xsd:string ;
    oboInOwl:id "CHEBI:26739"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26764 a owl:Class ;
    rdfs:label "steroid hormone"^^xsd:string ;
    definition: "Any steroid that acts as hormone."^^xsd:string ;
    rdfs:subClassOf CHEBI:35341,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:24621 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "hormona esteroide"^^xsd:string,
        "hormonas esteroideas"^^xsd:string,
        "hormone steroide"^^xsd:string,
        "hormones steroides"^^xsd:string,
        "steroid hormones"^^xsd:string,
        "Steroidhormon"^^xsd:string,
        "Steroidhormone"^^xsd:string ;
    oboInOwl:id "CHEBI:26764"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26766 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C15507"^^xsd:string ;
    rdfs:label "steroid lactone"^^xsd:string ;
    rdfs:subClassOf CHEBI:25000,
        CHEBI:35341 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "steroid lactones"^^xsd:string ;
    oboInOwl:id "CHEBI:26766"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26768 a owl:Class ;
    owl:deprecated true ;
    replacedBy: CHEBI:35341 ;
    obsReason: termsMerged: .

CHEBI:26775 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1904445"^^xsd:string,
        "CAS:588-59-0"^^xsd:string,
        "Gmelin:67845"^^xsd:string,
        "Wikipedia:Stilbene"^^xsd:string ;
    rdfs:label "stilbene"^^xsd:string ;
    rdfs:subClassOf CHEBI:22712,
        CHEBI:78840 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C14H12"^^xsd:string ;
    chebi:inchi "InChI=1S/C14H12/c1-3-7-13(8-4-1)11-12-14-9-5-2-6-10-14/h1-12H"^^xsd:string ;
    chebi:inchikey "PJANXHGTPQOBST-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "180.24508"^^xsd:string ;
    chebi:monoisotopicmass "180.09390"^^xsd:string ;
    chebi:smiles "[H]C(=C([H])c1ccccc1)c1ccccc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "1,1'-(ethene-1,2-diyl)dibenzene"^^xsd:string,
        "stilbene"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1,1'-(1,2-ethenediyl)bis[benzene]"^^xsd:string,
        "1,1'-(1,2-ethenediyl)bisbenzene"^^xsd:string,
        "1,1'-(1,2-ethenediyl)dibenzene"^^xsd:string,
        "1,1'-ethene-1,2-diyldibenzene"^^xsd:string,
        "1,2-diphenylethylene"^^xsd:string,
        "alpha,beta-diphenylethylene"^^xsd:string ;
    oboInOwl:id "CHEBI:26775"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26776 a owl:Class ;
    rdfs:label "stilbenoid"^^xsd:string ;
    definition: "Any olefinic compound characterised by a 1,2-diphenylethylene backbone."^^xsd:string ;
    rdfs:subClassOf CHEBI:33659,
        CHEBI:78840 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "stilbenes"^^xsd:string,
        "stilbenoids"^^xsd:string ;
    oboInOwl:id "CHEBI:26776"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26788 a owl:Class ;
    rdfs:label "streptomycins"^^xsd:string ;
    rdfs:subClassOf CHEBI:22479,
        CHEBI:22507 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:26788"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26806 a owl:Class ;
    rdfs:label "succinate"^^xsd:string ;
    definition: "A dicarboxylic acid anion obtained by deprotonation of at least one of the carboxy groups of succinic acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:35693 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "succinate anion"^^xsd:string,
        "succinates"^^xsd:string,
        "succinic acid anion"^^xsd:string ;
    oboInOwl:id "CHEBI:26806"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26816 a owl:Class ;
    rdfs:label "carbohydrate phosphate"^^xsd:string ;
    rdfs:subClassOf CHEBI:25703,
        CHEBI:37734,
        CHEBI:63299 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "carbohydrate phosphates"^^xsd:string ;
    oboInOwl:id "CHEBI:26816"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26819 a owl:Class ;
    rdfs:label "sulfuric ester"^^xsd:string ;
    definition: "An ester of an alcohol and sulfuric acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:35701,
        CHEBI:37826 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "O4SR2"^^xsd:string ;
    chebi:mass "96.06300"^^xsd:string ;
    chebi:monoisotopicmass "95.95173"^^xsd:string ;
    chebi:smiles "[*]OS(=O)(=O)O[*]"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "sulfate ester"^^xsd:string,
        "sulfuric acid ester"^^xsd:string,
        "sulfuric acid esters"^^xsd:string ;
    oboInOwl:id "CHEBI:26819"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26820 a owl:Class ;
    rdfs:label "sulfates"^^xsd:string ;
    definition: "Salts and esters of sulfuric acid"^^xsd:string ;
    rdfs:subClassOf CHEBI:37826 ;
    oboInOwl:hasExactSynonym "sulfates"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "sulfuric acid derivative"^^xsd:string,
        "sulphates"^^xsd:string ;
    oboInOwl:id "CHEBI:26820"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26822 a owl:Class ;
    rdfs:label "sulfide"^^xsd:string ;
    definition: "Any sulfur molecular entity that involves either covalently bonded or anionic sulfur."^^xsd:string ;
    rdfs:subClassOf CHEBI:26835 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "sulphides"^^xsd:string ;
    oboInOwl:id "CHEBI:26822"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26830 a owl:Class ;
    rdfs:label "sulfonium compound"^^xsd:string ;
    rdfs:subClassOf CHEBI:26835 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:26830"^^xsd:string ;
    oboInOwl:inSubset chebi2:1_STAR .

CHEBI:26833 a owl:Class ;
    oboInOwl:hasDbXref "CAS:7704-34-9"^^xsd:string,
        "KEGG:C00087"^^xsd:string,
        "KEGG:D06527"^^xsd:string,
        "PPDB:605"^^xsd:string,
        "WebElements:S"^^xsd:string ;
    rdfs:label "sulfur atom"^^xsd:string ;
    rdfs:subClassOf CHEBI:25585,
        CHEBI:33303,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:33937 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "S"^^xsd:string ;
    chebi:inchi "InChI=1S/S"^^xsd:string ;
    chebi:inchikey "NINIDFKCEFEMDL-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "32.06600"^^xsd:string ;
    chebi:monoisotopicmass "31.97207"^^xsd:string ;
    chebi:smiles "[S]"^^xsd:string ;
    oboInOwl:hasExactSynonym "sulfur"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "16S"^^xsd:string,
        "azufre"^^xsd:string,
        "Elemental sulfur"^^xsd:string,
        "S"^^xsd:string,
        "Schwefel"^^xsd:string,
        "soufre"^^xsd:string,
        "sulfur"^^xsd:string,
        "sulphur"^^xsd:string,
        "theion"^^xsd:string ;
    oboInOwl:id "CHEBI:26833"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26834 a owl:Class ;
    rdfs:label "sulfur-containing amino acid"^^xsd:string ;
    rdfs:subClassOf CHEBI:33576,
        CHEBI:33709,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:63470 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "sulfur-containing amino acids"^^xsd:string ;
    oboInOwl:id "CHEBI:26834"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26835 a owl:Class ;
    rdfs:label "sulfur molecular entity"^^xsd:string ;
    rdfs:subClassOf CHEBI:33304,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:26833 ] ;
    oboInOwl:hasExactSynonym "sulfur molecular entity"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "sulfur molecular entities"^^xsd:string ;
    oboInOwl:id "CHEBI:26835"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26836 a owl:Class ;
    oboInOwl:hasDbXref "CAS:7664-93-9"^^xsd:string,
        "Gmelin:2122"^^xsd:string,
        "KEGG:C00059"^^xsd:string,
        "KEGG:D05963"^^xsd:string,
        "KNApSAcK:C00007530"^^xsd:string,
        "MolBase:4"^^xsd:string,
        "PMID:13568755"^^xsd:string,
        "PMID:16122922"^^xsd:string,
        "PMID:19397353"^^xsd:string,
        "PMID:22047659"^^xsd:string,
        "PMID:22136045"^^xsd:string,
        "PMID:22204399"^^xsd:string,
        "PMID:22267186"^^xsd:string,
        "PMID:22296037"^^xsd:string,
        "PMID:22364556"^^xsd:string,
        "PMID:22435616"^^xsd:string,
        "PPDB:606"^^xsd:string,
        "Reaxys:2037554"^^xsd:string,
        "Wikipedia:Sulfuric_acid"^^xsd:string ;
    rdfs:label "sulfuric acid"^^xsd:string ;
    definition: "A sulfur oxoacid that consists of two oxo and two hydroxy groups joined covalently to a central sulfur atom."^^xsd:string ;
    rdfs:subClassOf CHEBI:33402,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:45696 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35223 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "H2O4S"^^xsd:string ;
    chebi:inchi "InChI=1S/H2O4S/c1-5(2,3)4/h(H2,1,2,3,4)"^^xsd:string ;
    chebi:inchikey "QAOWNCQODCNURD-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "98.07948"^^xsd:string ;
    chebi:monoisotopicmass "97.96738"^^xsd:string ;
    chebi:smiles "[H]OS(=O)(=O)O[H]"^^xsd:string ;
    oboInOwl:hasExactSynonym "dihydrogen tetraoxosulfate"^^xsd:string,
        "dihydroxidodioxidosulfur"^^xsd:string,
        "hydrogen tetraoxosulfate(2-)"^^xsd:string,
        "hydrogen tetraoxosulfate(VI)"^^xsd:string,
        "Sulfuric acid"^^xsd:string,
        "sulfuric acid"^^xsd:string,
        "tetraoxosulfuric acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "[S(OH)2O2]"^^xsd:string,
        "[SO2(OH)2]"^^xsd:string,
        "Acide sulfurique"^^xsd:string,
        "Acido sulfurico"^^xsd:string,
        "Acidum sulfuricum"^^xsd:string,
        "H2SO4"^^xsd:string,
        "Schwefelsaeureloesungen"^^xsd:string,
        "sulphuric acid"^^xsd:string ;
    oboInOwl:id "CHEBI:26836"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26873 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Terpenoid"^^xsd:string ;
    rdfs:label "terpenoid"^^xsd:string ;
    definition: "Any isoprenoid that is a natural product or related compound formally derived from isoprene units. Terpenoids may contain oxygen in various functional groups. This class is subdivided according to the number of carbon atoms in the parent terpene. The skeleton of terpenoids may differ from strict additivity of isoprene units by the loss or shift of a fragment, generally a methyl group."^^xsd:string ;
    rdfs:subClassOf CHEBI:24913,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:35186 ] ;
    oboInOwl:hasExactSynonym "Terpenoid"^^xsd:string,
        "terpenoids"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "terpenoide"^^xsd:string,
        "terpenoides"^^xsd:string ;
    oboInOwl:id "CHEBI:26873"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26875 a owl:Class ;
    rdfs:label "terpenyl phosphate"^^xsd:string ;
    rdfs:subClassOf CHEBI:26873,
        CHEBI:37841 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "terpenyl phosphates"^^xsd:string ;
    oboInOwl:id "CHEBI:26875"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26878 a owl:Class ;
    rdfs:label "tertiary alcohol"^^xsd:string ;
    definition: "A tertiary alcohol is a compound in which a hydroxy group, -OH, is attached to a saturated carbon atom which has three other carbon atoms attached to it."^^xsd:string ;
    rdfs:subClassOf CHEBI:30879 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C4H7OR3"^^xsd:string ;
    chebi:mass "71.09780"^^xsd:string ;
    chebi:monoisotopicmass "71.04969"^^xsd:string ;
    chebi:smiles "OC(C[*])(C[*])C[*]"^^xsd:string ;
    oboInOwl:hasExactSynonym "tertiary alcohol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "tertiary alcohols"^^xsd:string ;
    oboInOwl:id "CHEBI:26878"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26895 a owl:Class ;
    rdfs:label "tetracyclines"^^xsd:string ;
    definition: "A subclass of polyketides having an octahydrotetracene-2-carboxamide skeleton, substituted with many hydroxy and other groups."^^xsd:string ;
    rdfs:subClassOf CHEBI:26188,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:32600 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:25212 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:26895"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26901 a owl:Class ;
    rdfs:label "benzyltetrahydroisoquinoline"^^xsd:string ;
    rdfs:subClassOf CHEBI:24922 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "benzyltetrahydroisoquinolines"^^xsd:string,
        "tetrahydrobenzylisoquinolines"^^xsd:string ;
    oboInOwl:id "CHEBI:26901"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26912 a owl:Class ;
    rdfs:label "oxolanes"^^xsd:string ;
    definition: "Any oxacycle having an oxolane (tetrahydrofuran) skeleton."^^xsd:string ;
    rdfs:subClassOf CHEBI:25693,
        CHEBI:38104 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:26912"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26932 a owl:Class ;
    rdfs:label "tetrapyrrole"^^xsd:string ;
    definition: "A natural pigment containing four pyrrole rings joined by one-carbon units linking position 2 of one pyrrole ring to position 5 of the next."^^xsd:string ;
    rdfs:subClassOf CHEBI:33833,
        CHEBI:38077 ;
    oboInOwl:hasExactSynonym "tetrapyrrole"^^xsd:string,
        "tetrapyrroles"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "a tetrapyrrole"^^xsd:string ;
    oboInOwl:id "CHEBI:26932"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26935 a owl:Class ;
    oboInOwl:hasDbXref "LIPID_MAPS_class:LMPR0107"^^xsd:string ;
    rdfs:label "tetraterpenoid"^^xsd:string ;
    definition: "Any terpenoid derived from a tetraterpene. The term includes compounds in which the C40 skeleton of the parent tetraterpene has been rearranged or modified by the removal of one or more skeletal atoms (generally methyl groups)."^^xsd:string ;
    rdfs:subClassOf CHEBI:26873,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:35193 ] ;
    oboInOwl:hasExactSynonym "tetraterpenoids"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "C40 isoprenoids"^^xsd:string,
        "tetraterpenoides"^^xsd:string ;
    oboInOwl:id "CHEBI:26935"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26938 a owl:Class ;
    rdfs:label "tetrose"^^xsd:string ;
    definition: "A four-carbon monosaccharide which in its linear form contains either an aldehyde group at position 1 (aldotetrose) or a ketone group at position 2 (ketotetrose)."^^xsd:string ;
    rdfs:subClassOf CHEBI:35381 ;
    oboInOwl:hasExactSynonym "tetrose"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "tetroses"^^xsd:string ;
    oboInOwl:id "CHEBI:26938"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26959 a owl:Class ;
    rdfs:label "thiocarboxylic ester"^^xsd:string ;
    definition: "An ester in which one or both oxygens of an ester group have been replaced by divalent sulfur."^^xsd:string ;
    rdfs:subClassOf CHEBI:33261,
        CHEBI:35701 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "thiocarboxylic esters"^^xsd:string ;
    oboInOwl:id "CHEBI:26959"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26961 a owl:Class ;
    rdfs:label "thiophenes"^^xsd:string ;
    definition: "Compounds containing at least one thiophene ring."^^xsd:string ;
    rdfs:subClassOf CHEBI:38106 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:26961"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26979 a owl:Class ;
    rdfs:label "organic heterotricyclic compound"^^xsd:string ;
    definition: "An organic tricyclic compound in which at least one of the rings of the tricyclic skeleton contains one or more heteroatoms."^^xsd:string ;
    rdfs:subClassOf CHEBI:36688,
        CHEBI:38166,
        CHEBI:51959 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "heterotricyclic compounds"^^xsd:string,
        "organic heterotricyclic compounds"^^xsd:string ;
    oboInOwl:id "CHEBI:26979"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:26986 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:8204750"^^xsd:string,
        "CAS:80-68-2"^^xsd:string,
        "PMID:11379295"^^xsd:string,
        "PMID:15221503"^^xsd:string,
        "PMID:22264337"^^xsd:string,
        "Wikipedia:Threonine"^^xsd:string ;
    rdfs:label "threonine"^^xsd:string ;
    definition: "An alpha-amino acid in which one of the hydrogens attached to the alpha-carbon of glycine is substituted by a 1-hydroxyethyl group."^^xsd:string ;
    rdfs:subClassOf CHEBI:26167,
        CHEBI:38263,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:32832 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:32833 ],
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:50341 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:83056 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C4H9NO3"^^xsd:string ;
    chebi:mass "119.119"^^xsd:string ;
    chebi:monoisotopicmass "119.05824"^^xsd:string ;
    oboInOwl:hasExactSynonym "threonine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Threonin"^^xsd:string ;
    oboInOwl:id "CHEBI:26986"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:27024 a owl:Class ;
    rdfs:label "toluenes"^^xsd:string ;
    definition: "Any member of the class of benzenes that is a substituted benzene in which the substituents include one (and only one) methyl group."^^xsd:string ;
    rdfs:subClassOf CHEBI:22712 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:27024"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:27026 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Toxin"^^xsd:string ;
    rdfs:label "toxin"^^xsd:string ;
    definition: "Poisonous substance produced by a biological organism such as a microbe, animal or plant."^^xsd:string ;
    rdfs:subClassOf CHEBI:25212,
        CHEBI:64909 ;
    oboInOwl:hasExactSynonym "toxin"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "toxins"^^xsd:string ;
    oboInOwl:id "CHEBI:27026"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:27027 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Micronutrient"^^xsd:string ;
    rdfs:label "micronutrient"^^xsd:string ;
    definition: "Any nutrient required in small quantities by organisms throughout their life in order to orchestrate a range of physiological functions."^^xsd:string ;
    rdfs:subClassOf CHEBI:33284 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "micronutrients"^^xsd:string,
        "trace elements"^^xsd:string ;
    oboInOwl:id "CHEBI:27027"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:27081 a owl:Class ;
    rdfs:label "transition element atom"^^xsd:string ;
    definition: "An element whose atom has an incomplete d sub-shell, or which can give rise to cations with an incomplete d sub-shell."^^xsd:string ;
    rdfs:subClassOf CHEBI:33521 ;
    oboInOwl:hasExactSynonym "transition element"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "metal de transicion"^^xsd:string,
        "metal de transition"^^xsd:string,
        "metales de transicion"^^xsd:string,
        "metaux de transition"^^xsd:string,
        "transition element"^^xsd:string,
        "transition elements"^^xsd:string,
        "transition metal"^^xsd:string,
        "transition metals"^^xsd:string,
        "Uebergangselement"^^xsd:string,
        "Uebergangsmetalle"^^xsd:string ;
    oboInOwl:id "CHEBI:27081"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:27082 a owl:Class ;
    rdfs:label "trehalose"^^xsd:string ;
    definition: "A disaccharide formed by a (1<->1)-glycosidic bond between two units of D-glucose."^^xsd:string ;
    rdfs:subClassOf CHEBI:131401 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C12H22O11"^^xsd:string ;
    chebi:inchi "InChI=1S/C12H22O11/c13-1-3-5(15)7(17)9(19)11(21-3)23-12-10(20)8(18)6(16)4(2-14)22-12/h3-20H,1-2H2/t3-,4-,5-,6-,7+,8+,9-,10-,11?,12?/m1/s1"^^xsd:string ;
    chebi:inchikey "HDTRYLNUVZCQOY-MFAKQEFJSA-N"^^xsd:string ;
    chebi:mass "342.29650"^^xsd:string ;
    chebi:monoisotopicmass "342.11621"^^xsd:string ;
    chebi:smiles "OC[C@H]1OC(OC2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1O"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:27082"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:27083 a owl:Class ;
    rdfs:label "trehalose mycolate"^^xsd:string ;
    rdfs:subClassOf CHEBI:52782 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:27083"^^xsd:string ;
    oboInOwl:inSubset chebi2:1_STAR .

CHEBI:27116 a owl:Class ;
    rdfs:label "trihydroxyflavone"^^xsd:string ;
    definition: "Any  hydroxyflavone carrying three hydroxy groups at unspecified positions."^^xsd:string ;
    rdfs:subClassOf CHEBI:24698 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "trihydroxyflavones"^^xsd:string ;
    oboInOwl:id "CHEBI:27116"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:27134 a owl:Class ;
    rdfs:label "trimethylxanthine"^^xsd:string ;
    rdfs:subClassOf CHEBI:25348 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "trimethylxanthines"^^xsd:string ;
    oboInOwl:id "CHEBI:27134"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:27136 a owl:Class ;
    rdfs:label "triol"^^xsd:string ;
    definition: "A chemical compound containing three hydroxy groups."^^xsd:string ;
    rdfs:subClassOf CHEBI:26191 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "triols"^^xsd:string ;
    oboInOwl:id "CHEBI:27136"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:27150 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Trisaccharide"^^xsd:string ;
    rdfs:label "trisaccharide"^^xsd:string ;
    rdfs:subClassOf CHEBI:50699 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "trisaccharides"^^xsd:string ;
    oboInOwl:id "CHEBI:27150"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:27154 a owl:Class ;
    owl:deprecated true ;
    replacedBy: CHEBI:37332 ;
    obsReason: termsMerged: .

CHEBI:27155 a owl:Class ;
    owl:deprecated true ;
    replacedBy: CHEBI:37332 ;
    obsReason: termsMerged: .

CHEBI:27162 a owl:Class ;
    rdfs:label "tryptamines"^^xsd:string ;
    definition: "Tryptamine and its substitution derivatives."^^xsd:string ;
    rdfs:subClassOf CHEBI:24828 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:27162"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:27171 a owl:Class ;
    rdfs:label "organic heterobicyclic compound"^^xsd:string ;
    rdfs:subClassOf CHEBI:33672,
        CHEBI:38166 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "heterobicyclic compounds"^^xsd:string,
        "organic heterobicyclic compounds"^^xsd:string ;
    oboInOwl:id "CHEBI:27171"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:27175 a owl:Class ;
    rdfs:label "tyramines"^^xsd:string ;
    definition: "Aralkylamino compounds which contain a tyramine skeleton."^^xsd:string ;
    rdfs:subClassOf CHEBI:33853,
        CHEBI:64365 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:27175"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:27177 a owl:Class ;
    rdfs:label "L-tyrosine derivative"^^xsd:string ;
    definition: "A proteinogenic amino acid derivative resulting from reaction of L-tyrosine at the amino group or the carboxy group, or from the replacement of any hydrogen of L-tyrosine by a heteroatom."^^xsd:string ;
    rdfs:subClassOf CHEBI:62761,
        CHEBI:84144,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:17895 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "L-tyrosine derivatives"^^xsd:string ;
    oboInOwl:id "CHEBI:27177"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:27207 a owl:Class ;
    rdfs:label "univalent carboacyl group"^^xsd:string ;
    definition: "A univalent carboacyl group is a group formed by loss of OH from the carboxy group of a carboxylic acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:37838 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "univalent acyl group"^^xsd:string,
        "univalent carboacyl groups"^^xsd:string,
        "univalent carboxylic acyl groups"^^xsd:string ;
    oboInOwl:id "CHEBI:27207"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:27208 a owl:Class ;
    oboInOwl:hasDbXref "LIPID_MAPS_class:LMFA0103"^^xsd:string,
        "PMID:5322381"^^xsd:string ;
    rdfs:label "unsaturated fatty acid"^^xsd:string ;
    definition: "Any fatty acid containing at least one C=C or C#C bond."^^xsd:string ;
    rdfs:subClassOf CHEBI:35366,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:2580 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "alkene acid"^^xsd:string,
        "olefinic acid"^^xsd:string,
        "unsaturated fatty acids"^^xsd:string ;
    oboInOwl:id "CHEBI:27208"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:27216 a owl:Class ;
    rdfs:label "urate(2-)"^^xsd:string ;
    rdfs:subClassOf CHEBI:25810,
        CHEBI:46818,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:30848 ] ;
    chebi:charge "-2"^^xsd:string ;
    chebi:formula "C5H2N4O3"^^xsd:string ;
    chebi:mass "166.09454"^^xsd:string ;
    chebi:monoisotopicmass "166.01269"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "urate dianion"^^xsd:string ;
    oboInOwl:id "CHEBI:27216"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:27226 a owl:Class ;
    oboInOwl:hasDbXref "HMDB:HMDB0000289"^^xsd:string,
        "Wikipedia:Uric_acid"^^xsd:string ;
    rdfs:label "uric acid"^^xsd:string ;
    definition: "An oxopurine that is the final oxidation product of purine metabolism."^^xsd:string ;
    rdfs:subClassOf CHEBI:25810,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:30848 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5H4N4O3"^^xsd:string ;
    chebi:mass "168.11042"^^xsd:string ;
    chebi:monoisotopicmass "168.02834"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "uric acids"^^xsd:string ;
    oboInOwl:id "CHEBI:27226"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:27266 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:506689"^^xsd:string,
        "CAS:516-06-3"^^xsd:string,
        "Gmelin:49877"^^xsd:string,
        "KEGG:C16436"^^xsd:string,
        "PMID:17190852"^^xsd:string,
        "PMID:22770225"^^xsd:string,
        "Reaxys:506689"^^xsd:string,
        "Wikipedia:Valine"^^xsd:string ;
    rdfs:label "valine"^^xsd:string ;
    definition: "A branched-chain amino acid that consists of glycine in which one of the hydrogens attached to the alpha-carbon is substituted by an isopropyl group."^^xsd:string ;
    rdfs:subClassOf CHEBI:22918,
        CHEBI:33704,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:32859 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:32860 ],
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:30353 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:83056 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5H11NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H11NO2/c1-3(2)4(6)5(7)8/h3-4H,6H2,1-2H3,(H,7,8)"^^xsd:string ;
    chebi:inchikey "KZSNJWFQEVHDMF-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "117.14638"^^xsd:string ;
    chebi:monoisotopicmass "117.07898"^^xsd:string ;
    chebi:smiles "CC(C)C(N)C(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "valine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-amino-3-methylbutanoic acid"^^xsd:string,
        "DL-valine"^^xsd:string,
        "Hval"^^xsd:string,
        "Valin"^^xsd:string,
        "valina"^^xsd:string ;
    oboInOwl:id "CHEBI:27266"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:27267 a owl:Class ;
    rdfs:label "valine derivative"^^xsd:string ;
    definition: "An amino acid derivative resulting from reaction of valine at the amino group or the carboxy group, or from the replacement of any hydrogen of valine  by a heteroatom. The definition normally excludes peptides containing valine  residues."^^xsd:string ;
    rdfs:subClassOf CHEBI:83821,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:27266 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:27267"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:27288 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Vinca_alkaloid"^^xsd:string ;
    rdfs:label "vinca alkaloid"^^xsd:string ;
    definition: "A group of indole-indoline dimers which are alkaloids obtained from the Vinca genus of plants, together with semi-synthetic and fully synthetic analogues."^^xsd:string ;
    rdfs:subClassOf CHEBI:65323 ;
    oboInOwl:hasExactSynonym "vinca alkaloid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "vinca alkaloids"^^xsd:string,
        "vincaleukoblastines"^^xsd:string ;
    oboInOwl:id "CHEBI:27288"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:27300 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:Vitamin-D"^^xsd:string,
        "Wikipedia:Vitamin_D"^^xsd:string ;
    rdfs:label "vitamin D"^^xsd:string ;
    definition: "Any member of a group of fat-soluble hydroxy seco-steroids that exhibit biological activity against vitamin D deficiency. Vitamin D  can be obtained from sun exposure, food and supplements and is biologically inactive and converted into the biologically active calcitriol via double hydroxylation in the body."^^xsd:string ;
    rdfs:subClassOf CHEBI:36853,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:24020 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "D vitamins"^^xsd:string,
        "vitamin D vitamer"^^xsd:string,
        "vitamin D vitamers"^^xsd:string,
        "vitamin Ds"^^xsd:string,
        "vitamins D"^^xsd:string ;
    oboInOwl:id "CHEBI:27300"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:27306 a owl:Class ;
    rdfs:label "vitamin B6"^^xsd:string ;
    definition: "Any member of the group of pyridines that exhibit biological activity against vitamin B6 deficiency. Vitamin B6 deficiency is associated with microcytic anemia, electroencephalographic abnormalities, dermatitis with cheilosis (scaling on the lips and cracks at the corners of the mouth) and glossitis (swollen tongue), depression and confusion, and weakened immune function. Vitamin B6 consists of the vitamers pyridoxine, pyridoxal, and pyridoxamine and their respective 5'-phosphate esters (and includes their corresponding ionized and salt forms)."^^xsd:string ;
    rdfs:subClassOf CHEBI:26421,
        CHEBI:75769 ;
    oboInOwl:hasExactSynonym "Vitamin B6"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "vitamin B6 vitamer"^^xsd:string,
        "vitamin B6 vitamers"^^xsd:string,
        "vitamin B-6"^^xsd:string,
        "vitamina B6"^^xsd:string,
        "vitamine B6"^^xsd:string,
        "vitamins B6"^^xsd:string ;
    oboInOwl:id "CHEBI:27306"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:27311 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Essential_oil"^^xsd:string ;
    rdfs:label "volatile oil component"^^xsd:string ;
    definition: "Any plant metabolite that is found naturally as a component of a volatile oil."^^xsd:string ;
    rdfs:subClassOf CHEBI:76924 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "essential oil component"^^xsd:string,
        "essential oil components"^^xsd:string,
        "ethereal oil component"^^xsd:string,
        "ethereal oil components"^^xsd:string,
        "volatile oil components"^^xsd:string ;
    oboInOwl:id "CHEBI:27311"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:27314 a owl:Class ;
    rdfs:label "water-soluble vitamin (role)"^^xsd:string ;
    definition: "Any vitamin that dissolves in water and readily absorbed into tissues for immediate use. Unlike the fat-soluble vitamins, they are not stored in the body and need to be replenished regularly in the diet and will rarely accumulate to toxic levels since they are quickly excreted from the body via urine."^^xsd:string ;
    rdfs:subClassOf CHEBI:33229 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "wasserloesliche Vitamine"^^xsd:string,
        "water-soluble vitamin"^^xsd:string,
        "water-soluble vitamins"^^xsd:string ;
    oboInOwl:id "CHEBI:27314"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:27325 a owl:Class ;
    oboInOwl:hasDbXref "DrugBank:DB00137"^^xsd:string ;
    rdfs:label "xanthophyll"^^xsd:string ;
    definition: "A subclass of carotenoids consisting of the oxygenated carotenes."^^xsd:string ;
    rdfs:subClassOf CHEBI:23044 ;
    oboInOwl:hasExactSynonym "xanthophylls"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "xanthophylls"^^xsd:string ;
    oboInOwl:id "CHEBI:27325"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:27338 a owl:Class ;
    oboInOwl:hasDbXref "CAS:1330-20-7"^^xsd:string,
        "KEGG:C19551"^^xsd:string,
        "Wikipedia:Xylene"^^xsd:string ;
    rdfs:label "xylene"^^xsd:string ;
    rdfs:subClassOf CHEBI:38975,
        CHEBI:134179 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C8H10"^^xsd:string ;
    chebi:mass "106.165"^^xsd:string ;
    chebi:monoisotopicmass "106.07825"^^xsd:string ;
    oboInOwl:hasExactSynonym "xylene"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "dimethylbenzene"^^xsd:string,
        "Dimethylbenzol"^^xsd:string,
        "methyl toluene"^^xsd:string,
        "methyltoluene"^^xsd:string,
        "xileno"^^xsd:string,
        "xilenos"^^xsd:string,
        "xylenes"^^xsd:string,
        "Xylol"^^xsd:string,
        "Xylole"^^xsd:string ;
    oboInOwl:id "CHEBI:27338"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:27358 a owl:Class ;
    rdfs:label "yohimban alkaloid"^^xsd:string ;
    rdfs:subClassOf CHEBI:65323 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:27358"^^xsd:string ;
    oboInOwl:inSubset chebi2:1_STAR .

CHEBI:27363 a owl:Class ;
    oboInOwl:hasDbXref "CAS:7440-66-6"^^xsd:string,
        "Gmelin:16321"^^xsd:string,
        "KEGG:C00038"^^xsd:string,
        "PDBeChem:ZN"^^xsd:string,
        "WebElements:Zn"^^xsd:string ;
    rdfs:label "zinc atom"^^xsd:string ;
    rdfs:subClassOf CHEBI:33340,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:27027 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "Zn"^^xsd:string ;
    chebi:inchi "InChI=1S/Zn"^^xsd:string ;
    chebi:inchikey "HCHKCACWOHOZIP-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "65.39000"^^xsd:string ;
    chebi:monoisotopicmass "63.92914"^^xsd:string ;
    chebi:smiles "[Zn]"^^xsd:string ;
    oboInOwl:hasExactSynonym "zinc"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "30Zn"^^xsd:string,
        "cinc"^^xsd:string,
        "zinc"^^xsd:string,
        "zincum"^^xsd:string,
        "Zink"^^xsd:string,
        "Zn"^^xsd:string,
        "Zn2+"^^xsd:string,
        "Zn(II)"^^xsd:string ;
    oboInOwl:id "CHEBI:27363"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:27364 a owl:Class ;
    rdfs:label "zinc molecular entity"^^xsd:string ;
    rdfs:subClassOf CHEBI:33673,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:27363 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "zinc compounds"^^xsd:string,
        "zinc molecular entities"^^xsd:string ;
    oboInOwl:id "CHEBI:27364"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:27365 a owl:Class ;
    rdfs:label "zinc ion"^^xsd:string ;
    rdfs:subClassOf CHEBI:24867,
        CHEBI:37253 ;
    oboInOwl:hasExactSynonym "zinc ion"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "zinc ions"^^xsd:string ;
    oboInOwl:id "CHEBI:27365"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:27369 a owl:Class ;
    rdfs:label "zwitterion"^^xsd:string ;
    definition: "A neutral compound having formal unit electrical charges of opposite sign on non-adjacent atoms. Sometimes referred to as inner salts, dipolar ions (a misnomer)."^^xsd:string ;
    rdfs:subClassOf CHEBI:51151 ;
    oboInOwl:hasExactSynonym "zwitterion"^^xsd:string,
        "zwitterions"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "compose zwitterionique"^^xsd:string,
        "compuestos zwitterionicos"^^xsd:string,
        "zwitteriones"^^xsd:string,
        "zwitterionic compounds"^^xsd:string ;
    oboInOwl:id "CHEBI:27369"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:27375 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:4779207"^^xsd:string,
        "CAS:865-21-4"^^xsd:string,
        "Drug_Central:2823"^^xsd:string,
        "DrugBank:DB00570"^^xsd:string,
        "HMDB:HMDB0014710"^^xsd:string,
        "KEGG:C07201"^^xsd:string,
        "KEGG:D08675"^^xsd:string,
        "KNApSAcK:C00001781"^^xsd:string,
        "PDBeChem:VLB"^^xsd:string,
        "PMID:11878966"^^xsd:string,
        "PMID:15917812"^^xsd:string,
        "PMID:20394103"^^xsd:string,
        "PMID:22868758"^^xsd:string,
        "PMID:25586069"^^xsd:string,
        "PMID:26660762"^^xsd:string,
        "PMID:27518442"^^xsd:string,
        "PMID:35404502"^^xsd:string,
        "Wikipedia:Vinblastine"^^xsd:string ;
    rdfs:label "vincaleukoblastine"^^xsd:string ;
    rdfs:subClassOf CHEBI:25248,
        CHEBI:26878,
        CHEBI:27288,
        CHEBI:38163,
        CHEBI:38164,
        CHEBI:38482,
        CHEBI:47622,
        CHEBI:50996,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35610 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35705 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:61951 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C46H58N4O9"^^xsd:string ;
    chebi:inchi "InChI=1S/C46H58N4O9/c1-8-42(54)23-28-24-45(40(52)57-6,36-30(15-19-49(25-28)26-42)29-13-10-11-14-33(29)47-36)32-21-31-34(22-35(32)56-5)48(4)38-44(31)17-20-50-18-12-16-43(9-2,37(44)50)39(59-27(3)51)46(38,55)41(53)58-7/h10-14,16,21-22,28,37-39,47,54-55H,8-9,15,17-20,23-26H2,1-7H3/t28-,37+,38-,39-,42+,43-,44-,45+,46+/m1/s1"^^xsd:string ;
    chebi:inchikey "JXLYSJRDGCGARV-XQKSVPLYSA-N"^^xsd:string ;
    chebi:mass "810.97410"^^xsd:string ;
    chebi:monoisotopicmass "810.42038"^^xsd:string ;
    chebi:smiles "[H][C@@]12N3CC[C@@]11c4cc(c(OC)cc4N(C)[C@@]1([H])[C@](O)([C@H](OC(C)=O)[C@]2(CC)C=CC3)C(=O)OC)[C@]1(C[C@@H]2CN(CCc3c1[nH]c1ccccc31)C[C@](O)(CC)C2)C(=O)OC"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:9983"^^xsd:string,
        "CHEBI:27287"^^xsd:string,
        "CHEBI:46447"^^xsd:string ;
    oboInOwl:hasExactSynonym "vincaleukoblastine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2ALPHA,2'BETA,3BETA,4ALPHA,5BETA)-VINCALEUKOBLASTINE"^^xsd:string,
        "(+)-vinblastine"^^xsd:string,
        "vinblastina"^^xsd:string,
        "vinblastine"^^xsd:string,
        "vinblastinum"^^xsd:string,
        "VLB"^^xsd:string ;
    oboInOwl:id "CHEBI:27375"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:27376 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1446024"^^xsd:string,
        "CAS:75-75-2"^^xsd:string,
        "Gmelin:1681"^^xsd:string,
        "KEGG:C11145"^^xsd:string,
        "MetaCyc:CPD-3746"^^xsd:string,
        "PMID:24304088"^^xsd:string,
        "PMID:24593036"^^xsd:string,
        "Reaxys:1446024"^^xsd:string,
        "Wikipedia:Methanesulfonic_acid"^^xsd:string ;
    rdfs:label "methanesulfonic acid"^^xsd:string ;
    definition: "An alkanesulfonic acid in which the alkyl group directly linked to the sulfo functionality is methyl."^^xsd:string ;
    rdfs:subClassOf CHEBI:47901,
        CHEBI:64708,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:25224 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "CH4O3S"^^xsd:string ;
    chebi:inchi "InChI=1S/CH4O3S/c1-5(2,3)4/h1H3,(H,2,3,4)"^^xsd:string ;
    chebi:inchikey "AFVFQIVMOAPDHO-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "96.10666"^^xsd:string ;
    chebi:monoisotopicmass "95.98812"^^xsd:string ;
    chebi:smiles "CS(O)(=O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:6813"^^xsd:string ;
    oboInOwl:hasExactSynonym "Methanesulfonic acid"^^xsd:string,
        "methanesulfonic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Methansulfonsaeure"^^xsd:string,
        "methylsulfonic acid"^^xsd:string ;
    oboInOwl:id "CHEBI:27376"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:27405 a owl:Class ;
    oboInOwl:hasDbXref "CAS:85-17-6"^^xsd:string,
        "HMDB:HMDB0258506"^^xsd:string,
        "KEGG:C00837"^^xsd:string,
        "MetaCyc:CPD-10148"^^xsd:string,
        "PMID:6076630"^^xsd:string,
        "PMID:11642734"^^xsd:string,
        "PMID:15736038"^^xsd:string,
        "PMID:16956741"^^xsd:string,
        "PMID:17011831"^^xsd:string,
        "PMID:17609790"^^xsd:string,
        "Reaxys:2816623"^^xsd:string ;
    rdfs:label "streptidine"^^xsd:string ;
    definition: "An amino cyclitol that is scyllo-inositol in which the hydroxy groups at positions 1 and 3 are replaced by guanidino groups."^^xsd:string ;
    rdfs:subClassOf CHEBI:24436,
        CHEBI:61689,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:10642 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:184376 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:25212 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C8H18N6O4"^^xsd:string ;
    chebi:inchi "InChI=1S/C8H18N6O4/c9-7(10)13-1-3(15)2(14-8(11)12)5(17)6(18)4(1)16/h1-6,15-18H,(H4,9,10,13)(H4,11,12,14)/t1-,2+,3-,4+,5-,6-"^^xsd:string ;
    chebi:inchikey "MSXMXWJPFIDEMT-FAEUDGQSSA-N"^^xsd:string ;
    chebi:mass "262.26630"^^xsd:string ;
    chebi:monoisotopicmass "262.13895"^^xsd:string ;
    chebi:smiles "NC(=N)N[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](NC(N)=N)[C@@H]1O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:9280"^^xsd:string,
        "CHEBI:26781"^^xsd:string ;
    oboInOwl:hasExactSynonym "1,1'-[(1R,2s,3S,4R,5r,6S)-2,4,5,6-tetrahydroxycyclohexane-1,3-diyl]diguanidine"^^xsd:string,
        "N,N'''-[(1R,2s,3S,4R,5r,6S)-2,4,5,6-tetrahydroxycyclohexane-1,3-diyl]diguanidine"^^xsd:string,
        "Streptidine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1,1'-(2,4,5,6-Tetrahydroxy-1,3-cyclohexylene)diguanidine"^^xsd:string,
        "1,3-diguanidino-2,4,5,6-cyclohexanetetrol"^^xsd:string,
        "N,N'-bis(aminoiminomethyl)streptamine"^^xsd:string,
        "N,N'-diamidinostreptamine"^^xsd:string,
        "Streptamine, N,N'-bis(aminoiminomethyl)-"^^xsd:string,
        "streptidin"^^xsd:string ;
    oboInOwl:id "CHEBI:27405"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:27432 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1727693"^^xsd:string,
        "CAS:463-40-1"^^xsd:string,
        "Drug_Central:4618"^^xsd:string,
        "DrugBank:DB00132"^^xsd:string,
        "Gmelin:57558"^^xsd:string,
        "HMDB:HMDB0001388"^^xsd:string,
        "KEGG:C06427"^^xsd:string,
        "KNApSAcK:C00007247"^^xsd:string,
        "LIPID_MAPS_instance:LMFA01030152"^^xsd:string,
        "MetaCyc:LINOLENIC_ACID"^^xsd:string,
        "PDBeChem:LNL"^^xsd:string,
        "PMID:10232625"^^xsd:string,
        "PMID:11304127"^^xsd:string,
        "PMID:19269799"^^xsd:string,
        "PMID:24320056"^^xsd:string,
        "PMID:24639012"^^xsd:string,
        "PMID:24855655"^^xsd:string,
        "Reaxys:1727693"^^xsd:string,
        "Wikipedia:Alpha-Linolenic_acid"^^xsd:string ;
    rdfs:label "alpha-linolenic acid"^^xsd:string ;
    definition: "A linolenic acid with cis-double bonds at positions 9, 12 and 15. Shown to have an antithrombotic effect."^^xsd:string ;
    rdfs:subClassOf CHEBI:25048,
        CHEBI:25681,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:32387 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:528881 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:27027 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50733 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C18H30O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C18H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h3-4,6-7,9-10H,2,5,8,11-17H2,1H3,(H,19,20)/b4-3-,7-6-,10-9-"^^xsd:string ;
    chebi:inchikey "DTOSIQBPPRVQHS-PDBXOOCHSA-N"^^xsd:string ;
    chebi:mass "278.42960"^^xsd:string ;
    chebi:monoisotopicmass "278.22458"^^xsd:string ;
    chebi:smiles "CC\\C=C/C\\C=C/C\\C=C/CCCCCCCC(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:10298"^^xsd:string,
        "CHEBI:22462"^^xsd:string,
        "CHEBI:43891"^^xsd:string ;
    oboInOwl:hasExactSynonym "(9Z,12Z,15Z)-octadeca-9,12,15-trienoic acid"^^xsd:string,
        "ALPHA-LINOLENIC ACID"^^xsd:string,
        "alpha-Linolenic acid"^^xsd:string,
        "alpha-linolenic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "9,12,15-Octadecatrienoic acid"^^xsd:string,
        "9-cis,12-cis,15-cis-octadecatrienoic acid"^^xsd:string,
        "(9,12,15)-linolenic acid"^^xsd:string,
        "(9Z,12Z,15Z)-Octadecatrienoic acid"^^xsd:string,
        "(Z,Z,Z)-9,12,15-octadecatrienoic acid"^^xsd:string,
        "ALA"^^xsd:string,
        "all-cis-9,12,15-octadecatrienoic acid"^^xsd:string,
        "cis,cis,cis-9,12,15-octadecatrienoic acid"^^xsd:string,
        "cis-Delta(9,12,15)-octadecatrienoic acid"^^xsd:string,
        "linolenic acid"^^xsd:string ;
    oboInOwl:id "CHEBI:27432"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:27470 a owl:Class ;
    oboInOwl:hasDbXref "AGR:IND606960789"^^xsd:string,
        "Beilstein:100781"^^xsd:string,
        "CAS:59-30-3"^^xsd:string,
        "Chemspider:5815"^^xsd:string,
        "Drug_Central:1231"^^xsd:string,
        "DrugBank:DB00158"^^xsd:string,
        "FooDB:FDB014504"^^xsd:string,
        "HMDB:HMDB0000121"^^xsd:string,
        "KEGG:C00504"^^xsd:string,
        "KEGG:D00070"^^xsd:string,
        "KNApSAcK:C00001539"^^xsd:string,
        "LINCS:LSM-5355"^^xsd:string,
        "MetaCyc:CPD-12826"^^xsd:string,
        "PDBeChem:FOL"^^xsd:string,
        "PMID:7738698"^^xsd:string,
        "PMID:8235383"^^xsd:string,
        "PMID:9040515"^^xsd:string,
        "PMID:9420019"^^xsd:string,
        "PMID:9565830"^^xsd:string,
        "PMID:9683174"^^xsd:string,
        "PMID:9781393"^^xsd:string,
        "PMID:9808640"^^xsd:string,
        "PMID:9808641"^^xsd:string,
        "PMID:10138938"^^xsd:string,
        "PMID:10897644"^^xsd:string,
        "PMID:10958818"^^xsd:string,
        "PMID:11261364"^^xsd:string,
        "PMID:11451208"^^xsd:string,
        "PMID:11959400"^^xsd:string,
        "PMID:14387833"^^xsd:string,
        "PMID:15321809"^^xsd:string,
        "PMID:15523939"^^xsd:string,
        "PMID:15754725"^^xsd:string,
        "PMID:15797531"^^xsd:string,
        "PMID:15797685"^^xsd:string,
        "PMID:15831910"^^xsd:string,
        "PMID:15990733"^^xsd:string,
        "PMID:16093404"^^xsd:string,
        "PMID:16277678"^^xsd:string,
        "PMID:16380297"^^xsd:string,
        "PMID:16871332"^^xsd:string,
        "PMID:17784727"^^xsd:string,
        "PMID:18788725"^^xsd:string,
        "PMID:19121630"^^xsd:string,
        "PMID:19335717"^^xsd:string,
        "PMID:19355913"^^xsd:string,
        "PMID:24650098"^^xsd:string,
        "PMID:33624660"^^xsd:string,
        "PMID:33965562"^^xsd:string,
        "PMID:33968971"^^xsd:string,
        "PMID:34207319"^^xsd:string,
        "PMID:34219855"^^xsd:string,
        "Reaxys:100781"^^xsd:string,
        "Wikipedia:Folic_Acid"^^xsd:string ;
    rdfs:label "folic acid"^^xsd:string ;
    definition: "An N-acyl-amino acid that is a form of the water-soluble vitamin B9. Its biologically active forms (tetrahydrofolate and others) are essential for nucleotide biosynthesis and homocysteine remethylation."^^xsd:string ;
    rdfs:subClassOf CHEBI:37445,
        CHEBI:51569,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:38794 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:62501 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C19H19N7O6"^^xsd:string ;
    chebi:inchi "InChI=1S/C19H19N7O6/c20-19-25-15-14(17(30)26-19)23-11(8-22-15)7-21-10-3-1-9(2-4-10)16(29)24-12(18(31)32)5-6-13(27)28/h1-4,8,12,21H,5-7H2,(H,24,29)(H,27,28)(H,31,32)(H3,20,22,25,26,30)/t12-/m0/s1"^^xsd:string ;
    chebi:inchikey "OVBPIULPVIDEAO-LBPRGKRZSA-N"^^xsd:string ;
    chebi:mass "441.39750"^^xsd:string ;
    chebi:monoisotopicmass "441.13968"^^xsd:string ;
    chebi:smiles "Nc1nc2ncc(CNc3ccc(cc3)C(=O)N[C@@H](CCC(O)=O)C(O)=O)nc2c(=O)[nH]1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:5140"^^xsd:string,
        "CHEBI:24075"^^xsd:string,
        "CHEBI:42610"^^xsd:string,
        "CHEBI:569217"^^xsd:string ;
    oboInOwl:hasExactSynonym "N-(4-{[(2-amino-4-oxo-3,4-dihydropteridin-6-yl)methyl]amino}benzoyl)-L-glutamic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2S)-2-(4-{[(2-amino-4-oxo-3,4-dihydropteridin-6-yl)methyl]amino}benzamido)pentanedioic acid"^^xsd:string,
        "Acfol"^^xsd:string,
        "acide folique"^^xsd:string,
        "acido folico"^^xsd:string,
        "acidum folicum"^^xsd:string,
        "Folate"^^xsd:string,
        "folic acid"^^xsd:string,
        "Folicet"^^xsd:string,
        "Folsaeure"^^xsd:string,
        "N-[(4-{[(2-amino-4-oxo-1,4-dihydropteridin-6-yl)methyl]amino}phenyl)carbonyl]-L-glutamic acid"^^xsd:string,
        "N-pteroyl-L-glutamic acid"^^xsd:string,
        "PGA"^^xsd:string,
        "PteGlu"^^xsd:string,
        "pteroyl-L-glutamic acid"^^xsd:string,
        "pteroyl-L-monoglutamic acid"^^xsd:string,
        "pteroylglutamic acid"^^xsd:string,
        "pteroylmonoglutamic acid"^^xsd:string,
        "vitamin B9"^^xsd:string,
        "vitamin B11"^^xsd:string,
        "vitamin Bc"^^xsd:string,
        "vitamin Be"^^xsd:string,
        "vitamin M"^^xsd:string ;
    oboInOwl:id "CHEBI:27470"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:27477 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1721135"^^xsd:string,
        "CAS:640-68-6"^^xsd:string,
        "Gmelin:82413"^^xsd:string,
        "KEGG:C06417"^^xsd:string,
        "MetaCyc:CPD-3642"^^xsd:string,
        "PDBeChem:DVA"^^xsd:string,
        "PMID:236834"^^xsd:string,
        "PMID:7118128"^^xsd:string,
        "PMID:13465080"^^xsd:string,
        "PMID:23085840"^^xsd:string,
        "Reaxys:1721135"^^xsd:string ;
    rdfs:label "D-valine"^^xsd:string ;
    definition: "The D-enantiomer of valine."^^xsd:string ;
    rdfs:subClassOf CHEBI:16733,
        CHEBI:27266,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:32855 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:32856 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:16414 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:74338 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5H11NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H11NO2/c1-3(2)4(6)5(7)8/h3-4H,6H2,1-2H3,(H,7,8)/t4-/m1/s1"^^xsd:string ;
    chebi:inchikey "KZSNJWFQEVHDMF-SCSAIBSYSA-N"^^xsd:string ;
    chebi:mass "117.14638"^^xsd:string ;
    chebi:monoisotopicmass "117.07898"^^xsd:string ;
    chebi:smiles "CC(C)[C@@H](N)C(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:4261"^^xsd:string,
        "CHEBI:21112"^^xsd:string ;
    oboInOwl:hasExactSynonym "D-Valine"^^xsd:string,
        "D-valine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2R)-2-amino-3-methylbutanoic acid"^^xsd:string,
        "(R)-2-Amino-3-methylbutyric acid"^^xsd:string,
        "(R)-valine"^^xsd:string,
        "D-Valin"^^xsd:string,
        "DVA"^^xsd:string ;
    oboInOwl:id "CHEBI:27477"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:27478 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:101820"^^xsd:string,
        "CAS:131-01-1"^^xsd:string,
        "Drug_Central:810"^^xsd:string,
        "DrugBank:DB01089"^^xsd:string,
        "KEGG:C06541"^^xsd:string,
        "KEGG:D08194"^^xsd:string,
        "KNApSAcK:C00001712"^^xsd:string,
        "Wikipedia:Deserpidine"^^xsd:string ;
    rdfs:label "deserpidine"^^xsd:string ;
    rdfs:subClassOf CHEBI:25248,
        CHEBI:27358,
        CHEBI:36054,
        CHEBI:38164,
        CHEBI:38481,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:35631 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C32H38N2O8"^^xsd:string ;
    chebi:inchi "InChI=1S/C32H38N2O8/c1-37-24-12-17(13-25(38-2)29(24)39-3)31(35)42-26-14-18-16-34-11-10-20-19-8-6-7-9-22(19)33-28(20)23(34)15-21(18)27(30(26)40-4)32(36)41-5/h6-9,12-13,18,21,23,26-27,30,33H,10-11,14-16H2,1-5H3/t18-,21+,23-,26-,27+,30+/m1/s1"^^xsd:string ;
    chebi:inchikey "CVBMAZKKCSYWQR-WCGOZPBSSA-N"^^xsd:string ;
    chebi:mass "578.65270"^^xsd:string ;
    chebi:monoisotopicmass "578.26282"^^xsd:string ;
    chebi:smiles "CO[C@H]1[C@@H](C[C@@H]2CN3CCc4c([nH]c5ccccc45)[C@H]3C[C@@H]2[C@@H]1C(=O)OC)OC(=O)c1cc(OC)c(OC)c(OC)c1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:4444"^^xsd:string,
        "CHEBI:23645"^^xsd:string ;
    oboInOwl:hasExactSynonym "Deserpidine"^^xsd:string,
        "methyl (3beta,16beta,17alpha,18beta,20alpha)-17-methoxy-18-[(3,4,5-trimethoxybenzoyl)oxy]yohimban-16-carboxylate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "11-demethoxyreserpine"^^xsd:string,
        "11-desmethoxyreserpine"^^xsd:string,
        "(3beta,16beta,17alpha,18beta,20alpha)-17-methoxy-18-[(3,4,5-trimethoxybenzoyl)oxy]yohimban-16-carboxylic acid methyl ester"^^xsd:string,
        "canescine"^^xsd:string,
        "Harmonyl"^^xsd:string,
        "Raunormine"^^xsd:string,
        "recanescine"^^xsd:string ;
    oboInOwl:id "CHEBI:27478"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:27560 a owl:Class ;
    oboInOwl:hasDbXref "CAS:7440-42-8"^^xsd:string,
        "KEGG:C06266"^^xsd:string,
        "WebElements:B"^^xsd:string ;
    rdfs:label "boron atom"^^xsd:string ;
    rdfs:subClassOf CHEBI:25585,
        CHEBI:33317,
        CHEBI:137980,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:27027 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "B"^^xsd:string ;
    chebi:inchi "InChI=1S/B"^^xsd:string ;
    chebi:inchikey "ZOXJGFHDIHLPTG-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "10.81100"^^xsd:string ;
    chebi:monoisotopicmass "11.00930"^^xsd:string ;
    chebi:smiles "[B]"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:3152"^^xsd:string,
        "CHEBI:22915"^^xsd:string ;
    oboInOwl:hasExactSynonym "boron"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "5B"^^xsd:string,
        "B"^^xsd:string,
        "Bor"^^xsd:string,
        "boracium"^^xsd:string,
        "bore"^^xsd:string,
        "boro"^^xsd:string,
        "Boron"^^xsd:string,
        "boron"^^xsd:string ;
    oboInOwl:id "CHEBI:27560"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:27561 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:102378"^^xsd:string,
        "CAS:75-21-8"^^xsd:string,
        "Gmelin:676"^^xsd:string,
        "HMDB:HMDB0031305"^^xsd:string,
        "KEGG:C06548"^^xsd:string,
        "KEGG:D03474"^^xsd:string,
        "PMID:3932500"^^xsd:string,
        "PMID:11437638"^^xsd:string,
        "PMID:24313866"^^xsd:string,
        "PMID:24882394"^^xsd:string,
        "PMID:25005741"^^xsd:string,
        "Reaxys:102378"^^xsd:string,
        "UM-BBD_compID:c0527"^^xsd:string,
        "Wikipedia:Oxirane"^^xsd:string ;
    rdfs:label "oxirane"^^xsd:string ;
    definition: "A  saturated organic heteromonocyclic parent that is a three-membered heterocycle of two carbon atoms and one oxygen atom."^^xsd:string ;
    rdfs:subClassOf CHEBI:36389,
        CHEBI:38104,
        CHEBI:138675,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:25435 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50904 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C2H4O"^^xsd:string ;
    chebi:inchi "InChI=1S/C2H4O/c1-2-3-1/h1-2H2"^^xsd:string ;
    chebi:inchikey "IAYPIBMASNFSPL-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "44.05256"^^xsd:string ;
    chebi:monoisotopicmass "44.02621"^^xsd:string ;
    chebi:smiles "C1CO1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:4900"^^xsd:string,
        "CHEBI:24001"^^xsd:string ;
    oboInOwl:hasExactSynonym "oxirane"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1,2-Epoxyaethan"^^xsd:string,
        "1,2-epoxyethane"^^xsd:string,
        "Aethylenoxid"^^xsd:string,
        "Amprolene"^^xsd:string,
        "Anprolene"^^xsd:string,
        "Anproline"^^xsd:string,
        "Dihydrooxirene"^^xsd:string,
        "Dimethylene oxide"^^xsd:string,
        "epoxyethane"^^xsd:string,
        "ethene oxide"^^xsd:string,
        "Ethylene oxide"^^xsd:string,
        "ETO"^^xsd:string,
        "Oxacyclopropane"^^xsd:string,
        "Oxane"^^xsd:string,
        "Oxidoethane"^^xsd:string,
        "oxyde d'ethylene"^^xsd:string,
        "Oxyfume"^^xsd:string ;
    oboInOwl:id "CHEBI:27561"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:27563 a owl:Class ;
    oboInOwl:hasDbXref "CAS:7440-38-2"^^xsd:string,
        "KEGG:C06269"^^xsd:string,
        "WebElements:As"^^xsd:string ;
    rdfs:label "arsenic atom"^^xsd:string ;
    rdfs:subClassOf CHEBI:33300,
        CHEBI:137980,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:27027 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "As"^^xsd:string ;
    chebi:inchi "InChI=1S/As"^^xsd:string ;
    chebi:inchikey "RQNWIZPPADIBDY-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "74.92160"^^xsd:string ;
    chebi:monoisotopicmass "74.92159"^^xsd:string ;
    chebi:smiles "[As]"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:2845"^^xsd:string,
        "CHEBI:22630"^^xsd:string ;
    oboInOwl:hasExactSynonym "arsenic"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "33As"^^xsd:string,
        "Arsen"^^xsd:string,
        "Arsenic"^^xsd:string,
        "arsenic"^^xsd:string,
        "arsenico"^^xsd:string,
        "arsenicum"^^xsd:string,
        "As"^^xsd:string ;
    oboInOwl:id "CHEBI:27563"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:27570 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:84087"^^xsd:string,
        "CAS:4998-57-6"^^xsd:string,
        "Gmelin:3656"^^xsd:string,
        "KEGG:C00768"^^xsd:string,
        "KNApSAcK:C00001363"^^xsd:string,
        "PMID:17190852"^^xsd:string,
        "PMID:22264337"^^xsd:string,
        "PMID:22770225"^^xsd:string,
        "PMID:29286160"^^xsd:string,
        "Reaxys:84087"^^xsd:string,
        "Wikipedia:Histidine"^^xsd:string ;
    rdfs:label "histidine"^^xsd:string ;
    definition: "An alpha-amino acid that is propanoic acid bearing an amino substituent at position 2 and a 1H-imidazol-4-yl group at position 3."^^xsd:string ;
    rdfs:subClassOf CHEBI:24780,
        CHEBI:26167,
        CHEBI:33704,
        CHEBI:33856,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:32529 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:32531 ],
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:50338 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:25212 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H9N3O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H9N3O2/c7-5(6(10)11)1-4-2-8-3-9-4/h2-3,5H,1,7H2,(H,8,9)(H,10,11)"^^xsd:string ;
    chebi:inchikey "HNDVDQJCIGZPNO-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "155.15468"^^xsd:string ;
    chebi:monoisotopicmass "155.06948"^^xsd:string ;
    chebi:smiles "NC(Cc1c[nH]cn1)C(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:5733"^^xsd:string,
        "CHEBI:24598"^^xsd:string,
        "CHEBI:43118"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-amino-3-(1H-imidazol-4-yl)propanoic acid"^^xsd:string,
        "Histidine"^^xsd:string,
        "histidine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "alpha-Amino-1H-imidazole-4-propionic acid"^^xsd:string,
        "DL-Histidine"^^xsd:string,
        "Histidin"^^xsd:string,
        "histidina"^^xsd:string ;
    oboInOwl:id "CHEBI:27570"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:27594 a owl:Class ;
    oboInOwl:hasDbXref "CAS:7440-44-0"^^xsd:string,
        "KEGG:C06265"^^xsd:string,
        "WebElements:C"^^xsd:string ;
    rdfs:label "carbon atom"^^xsd:string ;
    rdfs:subClassOf CHEBI:25585,
        CHEBI:33306,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:33937 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C"^^xsd:string ;
    chebi:inchi "InChI=1S/C"^^xsd:string ;
    chebi:inchikey "OKTJSMMVPCPJKN-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "12.01070"^^xsd:string ;
    chebi:monoisotopicmass "12.00000"^^xsd:string ;
    chebi:smiles "[C]"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:3399"^^xsd:string,
        "CHEBI:23009"^^xsd:string ;
    oboInOwl:hasExactSynonym "carbon"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "6C"^^xsd:string,
        "C"^^xsd:string,
        "Carbon"^^xsd:string,
        "carbon"^^xsd:string,
        "carbone"^^xsd:string,
        "carbonium"^^xsd:string,
        "carbono"^^xsd:string,
        "Kohlenstoff"^^xsd:string ;
    oboInOwl:id "CHEBI:27594"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:27616 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:152784"^^xsd:string,
        "CAS:66-97-7"^^xsd:string,
        "KEGG:C09305"^^xsd:string,
        "KEGG:D08450"^^xsd:string,
        "KNApSAcK:C00000297"^^xsd:string,
        "PMID:20196083"^^xsd:string,
        "PMID:21468912"^^xsd:string,
        "Reaxys:152784"^^xsd:string,
        "Wikipedia:Psoralen"^^xsd:string ;
    rdfs:label "psoralen"^^xsd:string ;
    definition: "The simplest member of the class of psoralens that is 7H-furo[3,2-g]chromene having a keto group at position 7. It has been found in plants like  Psoralea corylifolia and Ficus salicifolia."^^xsd:string ;
    rdfs:subClassOf CHEBI:26369,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C11H6O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C11H6O3/c12-11-2-1-7-5-8-3-4-13-9(8)6-10(7)14-11/h1-6H"^^xsd:string ;
    chebi:inchikey "ZCCUUQDIBDJBTK-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "186.16350"^^xsd:string,
        "186.16354"^^xsd:string ;
    chebi:monoisotopicmass "186.03169"^^xsd:string ;
    chebi:smiles "O=c1ccc2cc3ccoc3cc2o1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:8615"^^xsd:string,
        "CHEBI:26368"^^xsd:string,
        "CHEBI:378534"^^xsd:string ;
    oboInOwl:hasExactSynonym "7H-furo[3,2-g]chromen-7-one"^^xsd:string,
        "Psoralen"^^xsd:string,
        "psoralen"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3-(6-hydroxy-5-benzofuranyl)-2-propenoic acid delta-lactone"^^xsd:string,
        "6,7-furanocoumarin"^^xsd:string,
        "6-hydroxy-5-benzofuranacrylic acid delta-lactone"^^xsd:string,
        "7H-furo[3,2-g][1]benzopyran-7-one"^^xsd:string,
        "Ficusin"^^xsd:string,
        "furo[2',3':7,6]coumarin"^^xsd:string,
        "furo[4',5':6,7]coumarin"^^xsd:string,
        "furocoumarin"^^xsd:string,
        "Manaderm"^^xsd:string,
        "psoralene"^^xsd:string ;
    oboInOwl:id "CHEBI:27616"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:27638 a owl:Class ;
    oboInOwl:hasDbXref "CAS:7440-48-4"^^xsd:string,
        "KEGG:C00175"^^xsd:string,
        "KEGG:C19171"^^xsd:string,
        "PDBeChem:3CO"^^xsd:string,
        "WebElements:Co"^^xsd:string ;
    rdfs:label "cobalt atom"^^xsd:string ;
    definition: "A cobalt group element atom that has atomic number 27."^^xsd:string ;
    rdfs:subClassOf CHEBI:33358,
        CHEBI:88184,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:27027 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "Co"^^xsd:string ;
    chebi:inchi "InChI=1S/Co"^^xsd:string ;
    chebi:inchikey "GUTLYIVDDKVIGB-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "58.93320"^^xsd:string ;
    chebi:monoisotopicmass "58.93319"^^xsd:string ;
    chebi:smiles "[Co]"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:3788"^^xsd:string,
        "CHEBI:23335"^^xsd:string ;
    oboInOwl:hasExactSynonym "cobalt"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "27Co"^^xsd:string,
        "Co"^^xsd:string,
        "Cobalt"^^xsd:string,
        "cobalt"^^xsd:string,
        "cobalto"^^xsd:string,
        "cobaltum"^^xsd:string,
        "Kobalt"^^xsd:string ;
    oboInOwl:id "CHEBI:27638"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:27641 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:88868"^^xsd:string,
        "CAS:66-81-9"^^xsd:string,
        "KEGG:C06685"^^xsd:string,
        "KEGG:D03625"^^xsd:string,
        "KNApSAcK:C00047211"^^xsd:string,
        "LINCS:LSM-2791"^^xsd:string,
        "PDBeChem:3HE"^^xsd:string,
        "PMID:11972861"^^xsd:string,
        "PMID:16659174"^^xsd:string,
        "PMID:25209664"^^xsd:string,
        "PMID:26715760"^^xsd:string,
        "PMID:27192630"^^xsd:string,
        "PMID:27665925"^^xsd:string,
        "PMID:30154175"^^xsd:string,
        "PMID:30916348"^^xsd:string,
        "PMID:32299921"^^xsd:string,
        "PMID:33101237"^^xsd:string,
        "PPDB:1680"^^xsd:string,
        "Reaxys:88868"^^xsd:string,
        "Wikipedia:Cycloheximide"^^xsd:string ;
    rdfs:label "cycloheximide"^^xsd:string ;
    definition: "A dicarboximide that is 4-(2-hydroxyethyl)piperidine-2,6-dione in which one of the hydrogens attached to the carbon  bearing the hydroxy group is replaced by a 3,5-dimethyl-2-oxocyclohexyl group. It is an antibiotic produced by the bacterium Streptomyces griseus."^^xsd:string ;
    rdfs:subClassOf CHEBI:3992,
        CHEBI:35356,
        CHEBI:35681,
        CHEBI:48589,
        CHEBI:49318,
        CHEBI:87114,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:5435 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48001 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:63726 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76969 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:149553 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:173084 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C15H23NO4"^^xsd:string ;
    chebi:inchi "InChI=1S/C15H23NO4/c1-8-3-9(2)15(20)11(4-8)12(17)5-10-6-13(18)16-14(19)7-10/h8-12,17H,3-7H2,1-2H3,(H,16,18,19)/t8-,9-,11-,12+/m0/s1"^^xsd:string ;
    chebi:inchikey "YPHMISFOHDHNIV-FSZOTQKASA-N"^^xsd:string ;
    chebi:mass "281.352"^^xsd:string ;
    chebi:monoisotopicmass "281.16271"^^xsd:string ;
    chebi:smiles "[H][C@]1(C[C@@H](C)C[C@H](C)C1=O)[C@H](O)CC1CC(=O)NC(=O)C1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:4015"^^xsd:string,
        "CHEBI:23484"^^xsd:string ;
    oboInOwl:hasExactSynonym "4-{(2R)-2-[(1S,3S,5S)-3,5-dimethyl-2-oxocyclohexyl]-2-hydroxyethyl}piperidine-2,6-dione"^^xsd:string,
        "Cycloheximide"^^xsd:string,
        "cycloheximide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3-((R)-2-((1S,3S,5S)-3,5-dimethyl-2-oxocyclohexyl)-2-hydroxyethyl)glutarimide"^^xsd:string,
        "cicloheximida"^^xsd:string,
        "cicloheximide"^^xsd:string,
        "cicloheximidum"^^xsd:string,
        "Cycloheximid"^^xsd:string,
        "naramycin"^^xsd:string,
        "naramycin A"^^xsd:string,
        "Zykloheximid"^^xsd:string ;
    oboInOwl:id "CHEBI:27641"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:27662 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:502385"^^xsd:string,
        "CAS:63-12-7"^^xsd:string,
        "Drug_Central:331"^^xsd:string,
        "DrugBank:DB00767"^^xsd:string,
        "KEGG:D00243"^^xsd:string,
        "Wikipedia:Benzquinamide"^^xsd:string ;
    rdfs:label "benzquinamide"^^xsd:string ;
    rdfs:subClassOf CHEBI:29347,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35476 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35717 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37955 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48876 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50919 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C22H32N2O5"^^xsd:string ;
    chebi:inchi "InChI=1S/C22H32N2O5/c1-6-23(7-2)22(26)17-13-24-9-8-15-10-20(27-4)21(28-5)11-16(15)18(24)12-19(17)29-14(3)25/h10-11,17-19H,6-9,12-13H2,1-5H3"^^xsd:string ;
    chebi:inchikey "JSZILQVIPPROJI-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "404.49996"^^xsd:string ;
    chebi:monoisotopicmass "404.23112"^^xsd:string ;
    chebi:smiles "CCN(CC)C(=O)C1CN2CCc3cc(OC)c(OC)cc3C2CC1OC(C)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:3046"^^xsd:string,
        "CHEBI:22738"^^xsd:string ;
    oboInOwl:hasExactSynonym "3-(diethylcarbamoyl)-9,10-dimethoxy-1,3,4,6,7,11b-hexahydro-2H-pyrido[2,1-a]isoquinolin-2-yl acetate"^^xsd:string,
        "benzquinamide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-(acetoxy)-N,N-diethyl-1,3,4,6,7,11b-hexahydro-9,10-dimethoxy-2H-benzo[a]quinolizine-3-carboxamide"^^xsd:string,
        "2-(acetyloxy)-N,N-diethyl-1,3,4,6,7,11b-hexahydro-9,10-dimethoxy-2H-benzo[a]quinolizine-3-carboxamide"^^xsd:string,
        "Benzchinamid"^^xsd:string,
        "benzochinamide"^^xsd:string,
        "benzquinamida"^^xsd:string,
        "benzquinamide"^^xsd:string,
        "benzquinamidum"^^xsd:string,
        "BZQ"^^xsd:string,
        "Emete-Con"^^xsd:string ;
    oboInOwl:id "CHEBI:27662"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:27690 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:212994"^^xsd:string,
        "CAS:59-66-5"^^xsd:string,
        "Drug_Central:56"^^xsd:string,
        "DrugBank:DB00819"^^xsd:string,
        "Gmelin:365421"^^xsd:string,
        "KEGG:C06805"^^xsd:string,
        "KEGG:D00218"^^xsd:string,
        "LINCS:LSM-5543"^^xsd:string,
        "Patent:US2554816"^^xsd:string,
        "PDBeChem:AZM"^^xsd:string,
        "Wikipedia:Acetazolamide"^^xsd:string ;
    rdfs:label "acetazolamide"^^xsd:string ;
    rdfs:subClassOf CHEBI:29347,
        CHEBI:35358,
        CHEBI:38099,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:39472 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:50634 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:23018 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35498 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35623 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C4H6N4O3S2"^^xsd:string ;
    chebi:inchi "InChI=1S/C4H6N4O3S2/c1-2(9)6-3-7-8-4(12-3)13(5,10)11/h1H3,(H2,5,10,11)(H,6,7,9)"^^xsd:string ;
    chebi:inchikey "BZKPWHYZMXOIDC-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "222.24500"^^xsd:string ;
    chebi:monoisotopicmass "221.98813"^^xsd:string ;
    chebi:smiles "CC(=O)Nc1nnc(s1)S(N)(=O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:2388"^^xsd:string,
        "CHEBI:22167"^^xsd:string,
        "CHEBI:22168"^^xsd:string,
        "CHEBI:41007"^^xsd:string ;
    oboInOwl:hasExactSynonym "Acetazolamide"^^xsd:string,
        "N-(5-sulfamoyl-1,3,4-thiadiazol-2-yl)acetamide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-acetylamino-1,3,4-thiadiazole-5-sulfonamide"^^xsd:string,
        "5-ACETAMIDO-1,3,4-THIADIAZOLE-2-SULFONAMIDE"^^xsd:string,
        "5-acetylamino-1,3,4-thiadiazole-2-sulfonamide"^^xsd:string,
        "acetazolamida"^^xsd:string,
        "acetazolamide"^^xsd:string,
        "acetazolamidum"^^xsd:string,
        "Defiltran"^^xsd:string,
        "Diacarb"^^xsd:string,
        "Diamox"^^xsd:string,
        "Diluran"^^xsd:string,
        "Glaupax"^^xsd:string,
        "N-[5-(aminosulfonyl)-1,3,4-thiadiazol-2-yl]acetamide"^^xsd:string,
        "N-[5-(aminosulfonyl)-1,3,5-thiadiazol-2-yl]acetamide"^^xsd:string ;
    oboInOwl:id "CHEBI:27690"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:27701 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:2686362"^^xsd:string,
        "Beilstein:2714587"^^xsd:string,
        "BPDB:503"^^xsd:string,
        "CAS:79-57-2"^^xsd:string,
        "Drug_Central:2041"^^xsd:string,
        "DrugBank:DB00595"^^xsd:string,
        "Gmelin:623487"^^xsd:string,
        "HMDB:HMDB0014733"^^xsd:string,
        "KEGG:C06624"^^xsd:string,
        "KNApSAcK:C00017127"^^xsd:string,
        "LIPID_MAPS_instance:LMPK07000005"^^xsd:string,
        "Pesticides:oxytetracycline"^^xsd:string,
        "PMID:1650428"^^xsd:string,
        "PMID:1833366"^^xsd:string,
        "PMID:17386724"^^xsd:string,
        "PMID:17638695"^^xsd:string,
        "PMID:17870541"^^xsd:string,
        "PMID:21136283"^^xsd:string,
        "PMID:21488905"^^xsd:string,
        "PMID:22013404"^^xsd:string,
        "PMID:24247133"^^xsd:string,
        "PMID:24281679"^^xsd:string,
        "PMID:24290103"^^xsd:string,
        "PMID:24362004"^^xsd:string,
        "PMID:24510709"^^xsd:string,
        "PMID:24607684"^^xsd:string,
        "PMID:24853528"^^xsd:string,
        "PMID:24983832"^^xsd:string,
        "PMID:25019386"^^xsd:string,
        "PMID:25035320"^^xsd:string,
        "PMID:25081007"^^xsd:string,
        "Reaxys:2714587"^^xsd:string,
        "VSDB:503"^^xsd:string,
        "Wikipedia:Oxytetracycline"^^xsd:string ;
    rdfs:label "oxytetracycline"^^xsd:string ;
    definition: "A tetracycline used for treatment of infections caused by a variety of Gram positive and Gram negative microorganisms including Mycoplasma pneumoniae, Pasteurella pestis, Escherichia coli, Haemophilus influenzae (respiratory infections), and Diplococcus pneumoniae."^^xsd:string ;
    rdfs:subClassOf CHEBI:26895,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:133011 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35472 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:36047 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48001 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76969 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C22H24N2O9"^^xsd:string ;
    chebi:inchi "InChI=1S/C22H24N2O9/c1-21(32)7-5-4-6-8(25)9(7)15(26)10-12(21)17(28)13-14(24(2)3)16(27)11(20(23)31)19(30)22(13,33)18(10)29/h4-6,12-14,17,25,27-29,32-33H,1-3H3,(H2,23,31)/t12-,13-,14+,17+,21-,22+/m1/s1"^^xsd:string ;
    chebi:inchikey "IWVCMVBTMGNXQD-PXOLEDIWSA-N"^^xsd:string ;
    chebi:mass "460.43400"^^xsd:string ;
    chebi:monoisotopicmass "460.14818"^^xsd:string ;
    chebi:smiles "[H][C@@]12[C@@H](O)[C@@]3([H])C(C(=O)c4c(O)cccc4[C@@]3(C)O)=C(O)[C@]1(O)C(=O)C(C(N)=O)=C(O)[C@H]2N(C)C"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:7871"^^xsd:string,
        "CHEBI:25811"^^xsd:string,
        "CHEBI:521157"^^xsd:string,
        "CHEBI:596903"^^xsd:string ;
    oboInOwl:hasExactSynonym "(4S,4aR,5S,5aR,6S,12aS)-4-(dimethylamino)-3,5,6,10,12,12a-hexahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "5-Hydroxytetracycline"^^xsd:string,
        "oxitetraciclina"^^xsd:string,
        "Oxyterracin"^^xsd:string,
        "Oxyterracine"^^xsd:string,
        "Oxytetracyclin"^^xsd:string,
        "Oxytetracycline (anhydrous)"^^xsd:string,
        "Oxytetracycline amphoteric"^^xsd:string,
        "oxytetracyclinum"^^xsd:string ;
    oboInOwl:id "CHEBI:27701"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:27730 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1721793"^^xsd:string,
        "CAS:319-78-8"^^xsd:string,
        "Gmelin:278733"^^xsd:string,
        "KEGG:C06418"^^xsd:string,
        "Patent:US7741540"^^xsd:string,
        "Patent:US2011059503"^^xsd:string,
        "PDBeChem:DIL"^^xsd:string,
        "PMID:57739"^^xsd:string,
        "PMID:3289762"^^xsd:string,
        "PMID:4150713"^^xsd:string,
        "PMID:24312553"^^xsd:string,
        "PMID:24966047"^^xsd:string,
        "Reaxys:1721793"^^xsd:string,
        "YMDB:YMDB00853"^^xsd:string ;
    rdfs:label "D-isoleucine"^^xsd:string ;
    definition: "The D-enantiomer of isoleucine."^^xsd:string ;
    rdfs:subClassOf CHEBI:16733,
        CHEBI:24898,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:32608 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:32609 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:17191 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:193151 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76969 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H13NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H13NO2/c1-3-4(2)5(7)6(8)9/h4-5H,3,7H2,1-2H3,(H,8,9)/t4-,5-/m1/s1"^^xsd:string ;
    chebi:inchikey "AGPKZVBTJJNPAG-RFZPGFLSSA-N"^^xsd:string ;
    chebi:mass "131.17296"^^xsd:string ;
    chebi:monoisotopicmass "131.09463"^^xsd:string ;
    chebi:smiles "CC[C@@H](C)[C@@H](N)C(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:4201"^^xsd:string,
        "CHEBI:21044"^^xsd:string,
        "CHEBI:42091"^^xsd:string ;
    oboInOwl:hasExactSynonym "D-ISOLEUCINE"^^xsd:string,
        "D-Isoleucine"^^xsd:string,
        "D-isoleucine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2R,3R)-2-amino-3-methylpentanoic acid"^^xsd:string,
        "(2R,3R)-2-Amino-3-methylvaleric acid"^^xsd:string,
        "(R)-2-Amino-(S)-3-methylvaleric acid"^^xsd:string,
        "DIL"^^xsd:string ;
    oboInOwl:id "CHEBI:27730"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:27732 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:17705"^^xsd:string,
        "CAS:58-08-2"^^xsd:string,
        "Drug_Central:463"^^xsd:string,
        "DrugBank:DB00201"^^xsd:string,
        "Gmelin:103040"^^xsd:string,
        "HMDB:HMDB0001847"^^xsd:string,
        "KEGG:C07481"^^xsd:string,
        "KEGG:D00528"^^xsd:string,
        "KNApSAcK:C00001492"^^xsd:string,
        "LINCS:LSM-2026"^^xsd:string,
        "MetaCyc:1-3-7-TRIMETHYLXANTHINE"^^xsd:string,
        "PDBeChem:CFF"^^xsd:string,
        "PMID:7441110"^^xsd:string,
        "PMID:7689104"^^xsd:string,
        "PMID:8332255"^^xsd:string,
        "PMID:8347173"^^xsd:string,
        "PMID:8679661"^^xsd:string,
        "PMID:9063686"^^xsd:string,
        "PMID:9067318"^^xsd:string,
        "PMID:9132918"^^xsd:string,
        "PMID:9218278"^^xsd:string,
        "PMID:10510174"^^xsd:string,
        "PMID:10796597"^^xsd:string,
        "PMID:10803761"^^xsd:string,
        "PMID:10822912"^^xsd:string,
        "PMID:10884512"^^xsd:string,
        "PMID:10924888"^^xsd:string,
        "PMID:10983026"^^xsd:string,
        "PMID:11014293"^^xsd:string,
        "PMID:11022879"^^xsd:string,
        "PMID:11209966"^^xsd:string,
        "PMID:11312039"^^xsd:string,
        "PMID:11410911"^^xsd:string,
        "PMID:11431501"^^xsd:string,
        "PMID:11815511"^^xsd:string,
        "PMID:11949272"^^xsd:string,
        "PMID:12397877"^^xsd:string,
        "PMID:12457274"^^xsd:string,
        "PMID:12574990"^^xsd:string,
        "PMID:12915014"^^xsd:string,
        "PMID:12943586"^^xsd:string,
        "PMID:14521986"^^xsd:string,
        "PMID:14607010"^^xsd:string,
        "PMID:15257305"^^xsd:string,
        "PMID:15280431"^^xsd:string,
        "PMID:15681408"^^xsd:string,
        "PMID:15718055"^^xsd:string,
        "PMID:15840517"^^xsd:string,
        "PMID:16143823"^^xsd:string,
        "PMID:16391865"^^xsd:string,
        "PMID:16528931"^^xsd:string,
        "PMID:16644114"^^xsd:string,
        "PMID:16709440"^^xsd:string,
        "PMID:16805851"^^xsd:string,
        "PMID:16856769"^^xsd:string,
        "PMID:17132260"^^xsd:string,
        "PMID:17387608"^^xsd:string,
        "PMID:17508167"^^xsd:string,
        "PMID:17724925"^^xsd:string,
        "PMID:17932622"^^xsd:string,
        "PMID:17957400"^^xsd:string,
        "PMID:18068204"^^xsd:string,
        "PMID:18258404"^^xsd:string,
        "PMID:18421070"^^xsd:string,
        "PMID:18513215"^^xsd:string,
        "PMID:18625110"^^xsd:string,
        "PMID:18647558"^^xsd:string,
        "PMID:19007524"^^xsd:string,
        "PMID:19047957"^^xsd:string,
        "PMID:19084078"^^xsd:string,
        "PMID:19088793"^^xsd:string,
        "PMID:19418355"^^xsd:string,
        "PMID:19879252"^^xsd:string,
        "PMID:20164568"^^xsd:string,
        "PMID:20470411"^^xsd:string,
        "PMID:22114686"^^xsd:string,
        "PMID:22770225"^^xsd:string,
        "PMID:23551936"^^xsd:string,
        "PMID:24039592"^^xsd:string,
        "Reaxys:17705"^^xsd:string,
        "Wikipedia:Caffeine"^^xsd:string ;
    rdfs:label "caffeine"^^xsd:string ;
    definition: "A trimethylxanthine in which the three methyl groups are located at positions 1, 3, and 7. A purine alkaloid that occurs naturally in tea and coffee."^^xsd:string ;
    rdfs:subClassOf CHEBI:27134,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:25435 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35337 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35471 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35498 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35703 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50218 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50925 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:53121 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:60809 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:64047 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:67114 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76946 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78298 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:85234 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:176497 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C8H10N4O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C8H10N4O2/c1-10-4-9-6-5(10)7(13)12(3)8(14)11(6)2/h4H,1-3H3"^^xsd:string ;
    chebi:inchikey "RYYVLZVUVIJVGH-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "194.19076"^^xsd:string ;
    chebi:monoisotopicmass "194.08038"^^xsd:string ;
    chebi:smiles "Cn1cnc2n(C)c(=O)n(C)c(=O)c12"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:3295"^^xsd:string,
        "CHEBI:22982"^^xsd:string,
        "CHEBI:41472"^^xsd:string ;
    oboInOwl:hasExactSynonym "1,3,7-trimethyl-3,7-dihydro-1H-purine-2,6-dione"^^xsd:string,
        "CAFFEINE"^^xsd:string,
        "Caffeine"^^xsd:string,
        "caffeine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1,3,7-trimethyl-2,6-dioxopurine"^^xsd:string,
        "1,3,7-trimethylpurine-2,6-dione"^^xsd:string,
        "1,3,7-Trimethylxanthine"^^xsd:string,
        "1,3,7-trimethylxanthine"^^xsd:string,
        "1-methyltheobromine"^^xsd:string,
        "3,7-Dihydro-1,3,7-trimethyl-1H-purin-2,6-dion"^^xsd:string,
        "7-methyltheophylline"^^xsd:string,
        "anhydrous caffeine"^^xsd:string,
        "cafeina"^^xsd:string,
        "cafeine"^^xsd:string,
        "Coffein"^^xsd:string,
        "guaranine"^^xsd:string,
        "Koffein"^^xsd:string,
        "mateina"^^xsd:string,
        "methyltheobromine"^^xsd:string,
        "teina"^^xsd:string,
        "Thein"^^xsd:string,
        "theine"^^xsd:string ;
    oboInOwl:id "CHEBI:27732"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:27741 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C02790"^^xsd:string ;
    rdfs:label "3'-hydroxyflavonoid"^^xsd:string ;
    definition: "Any hydroxyflavone with a hydroxy substituent at position 3'."^^xsd:string ;
    rdfs:subClassOf CHEBI:24698 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C15HO3R9"^^xsd:string ;
    chebi:mass "229.16660"^^xsd:string ;
    chebi:monoisotopicmass "228.99257"^^xsd:string ;
    chebi:smiles "Oc1c([*])c([*])c([*])c(c1[*])-c1oc2c([*])c([*])c([*])c([*])c2c(=O)c1[*]"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:1346"^^xsd:string,
        "CHEBI:13597"^^xsd:string,
        "CHEBI:19851"^^xsd:string ;
    oboInOwl:hasExactSynonym "3'-Hydroxyflavonoid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3'-hydroxyflavones"^^xsd:string,
        "3'-hydroxyflavonoids"^^xsd:string,
        "a 3'-hydroxyflavone"^^xsd:string ;
    oboInOwl:id "CHEBI:27741"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:27777 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1739019"^^xsd:string,
        "CAS:546-88-3"^^xsd:string,
        "Drug_Central:58"^^xsd:string,
        "DrugBank:DB00551"^^xsd:string,
        "KEGG:C06808"^^xsd:string,
        "KEGG:D00220"^^xsd:string,
        "PDBeChem:HAE"^^xsd:string,
        "Wikipedia:Acetohydroxamic_Acid"^^xsd:string ;
    rdfs:label "acetohydroxamic acid"^^xsd:string ;
    definition: "A member of the class of acetohydroxamic acids that is acetamide in which one of the amino hydrogens has been replaced by a hydroxy group."^^xsd:string ;
    rdfs:subClassOf CHEBI:22177,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:27856 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:49029 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50635 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:84735 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C2H5NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C2H5NO2/c1-2(4)3-5/h5H,1H3,(H,3,4)"^^xsd:string ;
    chebi:inchikey "RRUDCFGSUDOHDG-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "75.06664"^^xsd:string ;
    chebi:monoisotopicmass "75.03203"^^xsd:string ;
    chebi:smiles "CC(=O)NO"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:2396"^^xsd:string,
        "CHEBI:22176"^^xsd:string,
        "CHEBI:43006"^^xsd:string ;
    oboInOwl:hasExactSynonym "ACETOHYDROXAMIC ACID"^^xsd:string,
        "Acetohydroxamic acid"^^xsd:string,
        "N-hydroxyacetamide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Acethydroxamsaeure"^^xsd:string,
        "Acethydroxamsaure"^^xsd:string,
        "Acetic acid, oxime"^^xsd:string,
        "acetohydroxamic acid"^^xsd:string,
        "Acetylhydroxamic acid"^^xsd:string,
        "acide acetohydroxamique"^^xsd:string,
        "acido acetohidroxamico"^^xsd:string,
        "acidum acetohydroxamicum"^^xsd:string,
        "AHA"^^xsd:string,
        "Cetohyroxamic acid"^^xsd:string,
        "Lithostat"^^xsd:string,
        "Methylhydroxamic acid"^^xsd:string,
        "N-Acetyl hydroxyacetamide"^^xsd:string,
        "N-Acetylhydroxylamine"^^xsd:string,
        "N-Hydroxyacetamide"^^xsd:string ;
    oboInOwl:id "CHEBI:27777"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:27779 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:95226"^^xsd:string,
        "CAS:126-07-8"^^xsd:string,
        "Drug_Central:1331"^^xsd:string,
        "DrugBank:DB00400"^^xsd:string,
        "KEGG:C06686"^^xsd:string,
        "KEGG:D00209"^^xsd:string,
        "KNApSAcK:C00002398"^^xsd:string,
        "LINCS:LSM-5259"^^xsd:string,
        "LIPID_MAPS_instance:LMPK13060001"^^xsd:string,
        "MetaCyc:CPD-17786"^^xsd:string,
        "Patent:US3069328"^^xsd:string,
        "Patent:US3069329"^^xsd:string,
        "PMID:3277037"^^xsd:string,
        "PMID:14407521"^^xsd:string,
        "PMID:15078340"^^xsd:string,
        "PMID:16922553"^^xsd:string,
        "PMID:23111828"^^xsd:string,
        "PMID:25476923"^^xsd:string,
        "PPDB:1807"^^xsd:string,
        "Reaxys:95226"^^xsd:string,
        "VSDB:1807"^^xsd:string,
        "Wikipedia:Griseofulvin"^^xsd:string ;
    rdfs:label "griseofulvin"^^xsd:string ;
    definition: "An oxaspiro compound produced by Penicillium griseofulvum. It is used by mouth as an antifungal drug for infections involving the scalp, hair, nails and skin that do not respond to topical treatment."^^xsd:string ;
    rdfs:subClassOf CHEBI:36683,
        CHEBI:37948,
        CHEBI:38830,
        CHEBI:87113,
        CHEBI:87128,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:33282 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76964 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C17H17ClO6"^^xsd:string ;
    chebi:inchi "InChI=1S/C17H17ClO6/c1-8-5-9(19)6-12(23-4)17(8)16(20)13-10(21-2)7-11(22-3)14(18)15(13)24-17/h6-8H,5H2,1-4H3/t8-,17+/m1/s1"^^xsd:string ;
    chebi:inchikey "DDUHZTYCFQRHIY-RBHXEPJQSA-N"^^xsd:string ;
    chebi:mass "352.76598"^^xsd:string ;
    chebi:monoisotopicmass "352.07137"^^xsd:string ;
    chebi:smiles "COc1cc(OC)c2C(=O)[C@]3(Oc2c1Cl)[C@H](C)CC(=O)C=C3OC"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:5546"^^xsd:string,
        "CHEBI:24429"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2S,6'R)-7-chloro-2',4,6-trimethoxy-6'-methyl-3H,4'H-spiro[1-benzofuran-2,1'-cyclohex[2]ene]-3,4'-dione"^^xsd:string,
        "Griseofulvin"^^xsd:string,
        "griseofulvin"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(+)-griseofulvin"^^xsd:string,
        "amudane"^^xsd:string,
        "Curling factor"^^xsd:string,
        "Fulcin"^^xsd:string,
        "Fulvicin"^^xsd:string,
        "Grifulvin"^^xsd:string,
        "Grisactin"^^xsd:string,
        "griseofulvin"^^xsd:string,
        "griseofulvina"^^xsd:string,
        "griseofulvine"^^xsd:string,
        "griseofulvinum"^^xsd:string,
        "Grisovin"^^xsd:string,
        "Grysio"^^xsd:string,
        "Lamoryl"^^xsd:string,
        "Likuden"^^xsd:string,
        "Poncyl"^^xsd:string,
        "Spirofulvin"^^xsd:string,
        "Sporostatin"^^xsd:string ;
    oboInOwl:id "CHEBI:27779"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:27780 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C01689"^^xsd:string ;
    rdfs:label "detergent"^^xsd:string ;
    definition: "A surfactant (or a mixture containing one or more surfactants) having cleaning properties in dilute solutions."^^xsd:string ;
    rdfs:subClassOf CHEBI:33232,
        CHEBI:35195 ;
    oboInOwl:hasAlternativeId "CHEBI:4456"^^xsd:string,
        "CHEBI:23648"^^xsd:string ;
    oboInOwl:hasExactSynonym "detergent"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Detergents"^^xsd:string ;
    oboInOwl:id "CHEBI:27780"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:27786 a owl:Class ;
    oboInOwl:hasDbXref "CAS:13422-51-0"^^xsd:string,
        "Chemspider:28534326"^^xsd:string,
        "DrugBank:DB00200"^^xsd:string,
        "FooDB:FDB003166"^^xsd:string,
        "Gmelin:5723"^^xsd:string,
        "HMDB:HMDB0002308"^^xsd:string,
        "KEGG:C08230"^^xsd:string,
        "KEGG:D01027"^^xsd:string,
        "KNApSAcK:C00050467"^^xsd:string,
        "MetaCyc:CPD0-1256"^^xsd:string,
        "PMID:7802338"^^xsd:string,
        "PMID:8012169"^^xsd:string,
        "PMID:8440794"^^xsd:string,
        "PMID:8857117"^^xsd:string,
        "PMID:9102519"^^xsd:string,
        "PMID:11830394"^^xsd:string,
        "PMID:15815367"^^xsd:string,
        "PMID:20352539"^^xsd:string,
        "PMID:31000316"^^xsd:string,
        "PMID:31864779"^^xsd:string,
        "PMID:32718732"^^xsd:string,
        "PMID:32815652"^^xsd:string,
        "PMID:33005568"^^xsd:string,
        "PMID:33224611"^^xsd:string,
        "PMID:33246585"^^xsd:string,
        "PMID:33283331"^^xsd:string,
        "PMID:33444605"^^xsd:string,
        "PMID:33692053"^^xsd:string,
        "PMID:33754111"^^xsd:string,
        "PMID:33912838"^^xsd:string,
        "PMID:34023033"^^xsd:string,
        "PMID:34176677"^^xsd:string,
        "Wikipedia:Hydroxocobalamin"^^xsd:string ;
    rdfs:label "hydroxocobalamin"^^xsd:string ;
    rdfs:subClassOf CHEBI:23334,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:15852 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75835 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:90749 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C62H89CoN13O15P"^^xsd:string ;
    chebi:inchi "InChI=1S/C62H90N13O14P.Co.H2O/c1-29-20-39-40(21-30(29)2)75(28-70-39)57-52(84)53(41(27-76)87-57)89-90(85,86)88-31(3)26-69-49(83)18-19-59(8)37(22-46(66)80)56-62(11)61(10,25-48(68)82)36(14-17-45(65)79)51(74-62)33(5)55-60(9,24-47(67)81)34(12-15-43(63)77)38(71-55)23-42-58(6,7)35(13-16-44(64)78)50(72-42)32(4)54(59)73-56;;/h20-21,23,28,31,34-37,41,52-53,56-57,76,84H,12-19,22,24-27H2,1-11H3,(H15,63,64,65,66,67,68,69,71,72,73,74,77,78,79,80,81,82,83,85,86);;1H2/q;+3;/p-3/t31-,34-,35-,36-,37+,41-,52-,53-,56-,57+,59-,60+,61+,62+;;/m1../s1"^^xsd:string ;
    chebi:inchikey "YOZNUFWCRFCGIH-WZHZPDAFSA-K"^^xsd:string ;
    chebi:mass "1346.35510"^^xsd:string ;
    chebi:monoisotopicmass "1345.56706"^^xsd:string ;
    chebi:smiles "[H]O[Co-3]1234N5C6=C(C)C7=[N+]1C(=CC1=[N+]2C(=C(C)C2=[N+]3[C@@](C)([C@@]5([H])[C@H](CC(N)=O)[C@@]6(C)CCC(=O)NC[C@@H](C)OP([O-])(=O)O[C@H]3[C@@H](O)[C@H](O[C@@H]3CO)n3c[n+]4c4cc(C)c(C)cc34)[C@@](C)(CC(N)=O)[C@@H]2CCC(N)=O)[C@@](C)(CC(N)=O)[C@@H]1CCC(N)=O)C(C)(C)[C@@H]7CCC(N)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:5795"^^xsd:string,
        "CHEBI:5803"^^xsd:string,
        "CHEBI:24652"^^xsd:string ;
    oboInOwl:hasExactSynonym "Coalpha-[alpha-(5,6-dimethylbenzimidazolyl)]-Cobeta-hydroxocobamide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "AlphaRedisol"^^xsd:string,
        "Cyanokit"^^xsd:string,
        "hidroxocobalamina"^^xsd:string,
        "hydroxocobalamin"^^xsd:string,
        "hydroxocobalamine"^^xsd:string,
        "hydroxocobalaminum"^^xsd:string,
        "Hydroxycobalamin"^^xsd:string,
        "OH-Cbl"^^xsd:string,
        "vitamin B-12b"^^xsd:string ;
    oboInOwl:id "CHEBI:27786"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:27796 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:2186451"^^xsd:string,
        "CAS:138-56-7"^^xsd:string,
        "Drug_Central:2754"^^xsd:string,
        "DrugBank:DB00662"^^xsd:string,
        "KEGG:C07178"^^xsd:string,
        "KEGG:D08643"^^xsd:string,
        "LINCS:LSM-2750"^^xsd:string,
        "Wikipedia:Trimethobenzamide"^^xsd:string ;
    rdfs:label "trimethobenzamide"^^xsd:string ;
    definition: "The amide obtained by formal condensation of 3,4,5-trihydroxybenzoic acid with 4-[2-(N,N-dimethylamino)ethoxy]benzylamine. It is used to prevent nausea and vomitting in humans."^^xsd:string ;
    rdfs:subClassOf CHEBI:22702,
        CHEBI:50996,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50919 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C21H28N2O5"^^xsd:string ;
    chebi:inchi "InChI=1S/C21H28N2O5/c1-23(2)10-11-28-17-8-6-15(7-9-17)14-22-21(24)16-12-18(25-3)20(27-5)19(13-16)26-4/h6-9,12-13H,10-11,14H2,1-5H3,(H,22,24)"^^xsd:string ;
    chebi:inchikey "FEZBIKUBAYAZIU-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "388.45740"^^xsd:string ;
    chebi:monoisotopicmass "388.19982"^^xsd:string ;
    chebi:smiles "COc1cc(cc(OC)c1OC)C(=O)NCc1ccc(OCCN(C)C)cc1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:9730"^^xsd:string,
        "CHEBI:27123"^^xsd:string ;
    oboInOwl:hasExactSynonym "N-{4-[2-(dimethylamino)ethoxy]benzyl}-3,4,5-trimethoxybenzamide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "N-[[4-(2-dimethylaminoethoxy)phenyl]methyl]-3,4,5-trimethoxybenzamide"^^xsd:string,
        "trimethobenzamide"^^xsd:string,
        "trimethobenzamidum"^^xsd:string,
        "trimetobenzamida"^^xsd:string ;
    oboInOwl:id "CHEBI:27796"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:27804 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:3904573"^^xsd:string,
        "CAS:3198-23-0"^^xsd:string,
        "Gmelin:325917"^^xsd:string,
        "Reaxys:3904573"^^xsd:string ;
    rdfs:label "cyclohexanecarboxylate"^^xsd:string ;
    definition: "A monocarboxylic acid anion that is the conjugate base of cyclohexanecarboxylic acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:35757,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:36096 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C7H11O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C7H12O2/c8-7(9)6-4-2-1-3-5-6/h6H,1-5H2,(H,8,9)/p-1"^^xsd:string ;
    chebi:inchikey "NZNMSOFKMUBTKW-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "127.16104"^^xsd:string ;
    chebi:monoisotopicmass "127.07645"^^xsd:string ;
    chebi:smiles "[O-]C(=O)C1CCCCC1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:23475"^^xsd:string,
        "CHEBI:23476"^^xsd:string,
        "CHEBI:36083"^^xsd:string ;
    oboInOwl:hasExactSynonym "cyclohexanecarboxylate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "cyclohexanecarboxylic acid, ion(1-)"^^xsd:string ;
    oboInOwl:id "CHEBI:27804"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:27808 a owl:Class ;
    oboInOwl:hasDbXref "CAS:561-27-3"^^xsd:string,
        "Drug_Central:4412"^^xsd:string,
        "DrugBank:DB01452"^^xsd:string,
        "KEGG:C06534"^^xsd:string,
        "KEGG:D07286"^^xsd:string,
        "PMID:2352148"^^xsd:string,
        "PMID:8858977"^^xsd:string,
        "PMID:8893832"^^xsd:string,
        "PMID:9918543"^^xsd:string,
        "PMID:10454516"^^xsd:string,
        "PMID:11441925"^^xsd:string,
        "PMID:11448454"^^xsd:string,
        "PMID:11557911"^^xsd:string,
        "PMID:12965116"^^xsd:string,
        "PMID:14534521"^^xsd:string,
        "PMID:15212982"^^xsd:string,
        "PMID:15213301"^^xsd:string,
        "PMID:15550572"^^xsd:string,
        "PMID:15772255"^^xsd:string,
        "PMID:15843500"^^xsd:string,
        "PMID:16076083"^^xsd:string,
        "PMID:16333714"^^xsd:string,
        "PMID:20331562"^^xsd:string,
        "PMID:20649590"^^xsd:string,
        "PMID:20735218"^^xsd:string,
        "PMID:20810225"^^xsd:string,
        "PMID:20855171"^^xsd:string,
        "PMID:21235340"^^xsd:string,
        "PMID:21309955"^^xsd:string,
        "PMID:21362452"^^xsd:string,
        "PMID:21452028"^^xsd:string,
        "PMID:21527184"^^xsd:string,
        "PMID:21568984"^^xsd:string,
        "PMID:21608377"^^xsd:string,
        "PMID:21734607"^^xsd:string,
        "PMID:21740578"^^xsd:string,
        "Reaxys:99261"^^xsd:string,
        "Wikipedia:Heroin"^^xsd:string ;
    rdfs:label "heroin"^^xsd:string ;
    definition: "A morphinane alkaloid that is morphine bearing two acetyl substituents on the O-3 and O-6 positions. As with other opioids, heroin is used as both an analgesic and a recreational drug. Frequent and regular administration is associated with tolerance and physical dependence, which may develop into addiction. Its use includes treatment for acute pain, such as in severe physical trauma, myocardial infarction, post-surgical pain, and chronic pain, including end-stage cancer and other terminal illnesses."^^xsd:string ;
    rdfs:subClassOf CHEBI:25418,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:17303 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35482 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50266 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:55322 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C21H23NO5"^^xsd:string ;
    chebi:inchi "InChI=1S/C21H23NO5/c1-11(23)25-16-6-4-13-10-15-14-5-7-17(26-12(2)24)20-21(14,8-9-22(15)3)18(13)19(16)27-20/h4-7,14-15,17,20H,8-10H2,1-3H3/t14-,15+,17-,20-,21-/m0/s1"^^xsd:string ;
    chebi:inchikey "GVGLGOZIDCSQPN-PVHGPHFFSA-N"^^xsd:string ;
    chebi:mass "369.41100"^^xsd:string ;
    chebi:monoisotopicmass "369.15762"^^xsd:string ;
    chebi:smiles "[H][C@]12C=C[C@H](OC(C)=O)[C@@H]3Oc4c(OC(C)=O)ccc5C[C@H]1N(C)CC[C@@]23c45"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:5680"^^xsd:string,
        "CHEBI:24528"^^xsd:string ;
    oboInOwl:hasExactSynonym "17-methyl-7,8-didehydro-4,5alpha-epoxymorphinan-3,6alpha-diyl diacetate"^^xsd:string,
        "Heroin"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3,6-Diacetylmorphine"^^xsd:string,
        "7,8-Dihydro-4,5-alpha-epoxy-17-methylmorphinan-3,6-alpha-diol diacetate"^^xsd:string,
        "(5alpha,6alpha)-7,8-Didehydro-4,5-epoxy-17-methylmorphinan-3,6-diol diacetate (ester)"^^xsd:string,
        "Diacetylmorphine"^^xsd:string,
        "Diamorphine"^^xsd:string,
        "O,O'-Diacetylmorphine"^^xsd:string ;
    oboInOwl:id "CHEBI:27808"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:27844 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:55095"^^xsd:string,
        "CAS:634-01-5"^^xsd:string,
        "KEGG:C02353"^^xsd:string,
        "PDBeChem:ACK"^^xsd:string ;
    rdfs:label "2',3'-cyclic AMP"^^xsd:string ;
    rdfs:subClassOf CHEBI:19217,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:60879 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C10H12N5O6P"^^xsd:string ;
    chebi:inchi "InChI=1S/C10H12N5O6P/c11-8-5-9(13-2-12-8)15(3-14-5)10-7-6(4(1-16)19-10)20-22(17,18)21-7/h2-4,6-7,10,16H,1H2,(H,17,18)(H2,11,12,13)/t4-,6-,7-,10-/m1/s1"^^xsd:string ;
    chebi:inchikey "KMYWVDDIPVNLME-KQYNXXCUSA-N"^^xsd:string ;
    chebi:mass "329.20614"^^xsd:string ;
    chebi:monoisotopicmass "329.05252"^^xsd:string ;
    chebi:smiles "Nc1ncnc2n(cnc12)[C@@H]1O[C@H](CO)[C@H]2OP(O)(=O)O[C@@H]12"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:823"^^xsd:string,
        "CHEBI:19212"^^xsd:string,
        "CHEBI:40469"^^xsd:string ;
    oboInOwl:hasExactSynonym "2',3'-Cyclic AMP"^^xsd:string,
        "adenosine 2',3'-(hydrogen phosphate)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(3aR,4R,6R,6aR)-4-(6-amino-9H-purin-9-yl)-6-(hydroxymethyl)tetrahydrofuro[3,4-d][1,3,2]dioxaphosphol-2-ol 2-oxide"^^xsd:string,
        "adenosine cyclic 2',3'-(hydrogen phosphate)"^^xsd:string ;
    oboInOwl:id "CHEBI:27844"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:27848 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C02757"^^xsd:string ;
    rdfs:label "alpha-L-rhamnoside"^^xsd:string ;
    rdfs:subClassOf CHEBI:26547 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H11O5R"^^xsd:string ;
    chebi:mass "163.14850"^^xsd:string ;
    chebi:monoisotopicmass "163.06065"^^xsd:string ;
    chebi:smiles "C[C@@H]1O[C@@H](O[*])[C@H](O)[C@H](O)[C@H]1O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:10294"^^xsd:string,
        "CHEBI:22426"^^xsd:string ;
    oboInOwl:hasExactSynonym "6-deoxy-alpha-L-mannopyranoside"^^xsd:string,
        "alpha-L-Rhamnoside"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "alpha-L-rhamnosides"^^xsd:string ;
    oboInOwl:id "CHEBI:27848"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:27856 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1071207"^^xsd:string,
        "CAS:60-35-5"^^xsd:string,
        "DrugBank:DB02736"^^xsd:string,
        "Gmelin:1500"^^xsd:string,
        "KEGG:C06244"^^xsd:string,
        "LINCS:LSM-37224"^^xsd:string,
        "PDBeChem:ACM"^^xsd:string,
        "PPDB:1641"^^xsd:string,
        "UM-BBD_compID:c0658"^^xsd:string ;
    rdfs:label "acetamide"^^xsd:string ;
    definition: "A member of the class of acetamides that results from the formal condensation of acetic acid with ammonia."^^xsd:string ;
    rdfs:subClassOf CHEBI:22160,
        CHEBI:29347,
        CHEBI:83628,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:49028 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C2H5NO"^^xsd:string ;
    chebi:inchi "InChI=1S/C2H5NO/c1-2(3)4/h1H3,(H2,3,4)"^^xsd:string ;
    chebi:inchikey "DLFVBJFMPXGRIB-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "59.06724"^^xsd:string ;
    chebi:monoisotopicmass "59.03711"^^xsd:string ;
    chebi:smiles "CC(N)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:2385"^^xsd:string,
        "CHEBI:22159"^^xsd:string,
        "CHEBI:40563"^^xsd:string ;
    oboInOwl:hasExactSynonym "ACETAMIDE"^^xsd:string,
        "Acetamide"^^xsd:string,
        "acetamide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Acetamid"^^xsd:string,
        "acetic acid amide"^^xsd:string,
        "Azetamid"^^xsd:string,
        "CH3CONH2"^^xsd:string,
        "Essigsaeureamid"^^xsd:string,
        "Ethanamid"^^xsd:string,
        "ethanamide"^^xsd:string,
        "methanecarboxamide"^^xsd:string ;
    oboInOwl:id "CHEBI:27856"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:27870 a owl:Class ;
    oboInOwl:hasDbXref "CAS:576-19-2"^^xsd:string,
        "KEGG:C05552"^^xsd:string,
        "Patent:US2710298"^^xsd:string,
        "PMID:1384763"^^xsd:string,
        "PMID:9211279"^^xsd:string,
        "Reaxys:97197"^^xsd:string,
        "RESID:AA0117"^^xsd:string ;
    rdfs:label "biocytin"^^xsd:string ;
    definition: "A  monocarboxylic acid amide that results from the formal condensation of the carboxylic acid group of biotin with the N(6)-amino group of L-lysine."^^xsd:string ;
    rdfs:subClassOf CHEBI:25095,
        CHEBI:29347,
        CHEBI:38295,
        CHEBI:38297,
        CHEBI:47857,
        CHEBI:83822,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:15956 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:195545 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C16H28N4O4S"^^xsd:string ;
    chebi:inchi "InChI=1S/C16H28N4O4S/c17-10(15(22)23)5-3-4-8-18-13(21)7-2-1-6-12-14-11(9-25-12)19-16(24)20-14/h10-12,14H,1-9,17H2,(H,18,21)(H,22,23)(H2,19,20,24)/t10-,11-,12-,14-/m0/s1"^^xsd:string ;
    chebi:inchikey "BAQMYDQNMFBZNA-MNXVOIDGSA-N"^^xsd:string ;
    chebi:mass "372.48300"^^xsd:string ;
    chebi:monoisotopicmass "372.18313"^^xsd:string ;
    chebi:smiles "[H][C@]12CS[C@@H](CCCCC(=O)NCCCC[C@H](N)C(O)=O)[C@@]1([H])NC(=O)N2"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:7415"^^xsd:string,
        "CHEBI:21872"^^xsd:string,
        "CHEBI:21882"^^xsd:string ;
    oboInOwl:hasExactSynonym "Biocytin"^^xsd:string,
        "N(6)-{5-[(3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]pentanoyl}-L-lysine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(3aS-(3aalpha,4beta,6aalpha))-N(6)-(5-(hexahydro-2-oxo-1H-thieno(3,4-d)imidazol-4-yl)-1-oxopentyl)-L-lysine"^^xsd:string,
        "biotinyl-L-lysine"^^xsd:string,
        "epsilon-N-Biotinyl-L-lysine"^^xsd:string,
        "epsilon-N-biotinyllysine"^^xsd:string,
        "N6-D-Biotinyl-L-lysine"^^xsd:string,
        "N(6)-D-biotinyl-L-lysine"^^xsd:string,
        "N(epsilon)-biotinyl-L-lysine"^^xsd:string,
        "N-biotinyl-L-lysine"^^xsd:string ;
    oboInOwl:id "CHEBI:27870"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:27897 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:86196"^^xsd:string,
        "CAS:54-12-6"^^xsd:string,
        "Gmelin:4532"^^xsd:string,
        "KEGG:C00806"^^xsd:string,
        "KNApSAcK:C00001396"^^xsd:string,
        "LINCS:LSM-36836"^^xsd:string,
        "PMID:17439666"^^xsd:string,
        "PMID:22264337"^^xsd:string,
        "Reaxys:86196"^^xsd:string,
        "Wikipedia:Tryptophan"^^xsd:string ;
    rdfs:label "tryptophan"^^xsd:string ;
    definition: "An alpha-amino acid that is alanine bearing an indol-3-yl substituent at position 3."^^xsd:string ;
    rdfs:subClassOf CHEBI:26167,
        CHEBI:33704,
        CHEBI:33856,
        CHEBI:38631,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:32727 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:32728 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:64554 ],
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:50337 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:83056 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C11H12N2O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C11H12N2O2/c12-9(11(14)15)5-7-6-13-10-4-2-1-3-8(7)10/h1-4,6,9,13H,5,12H2,(H,14,15)"^^xsd:string ;
    chebi:inchikey "QIVBCDIJIAJPQS-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "204.22526"^^xsd:string ;
    chebi:monoisotopicmass "204.08988"^^xsd:string ;
    chebi:smiles "NC(Cc1c[nH]c2ccccc12)C(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:9769"^^xsd:string,
        "CHEBI:27163"^^xsd:string ;
    oboInOwl:hasExactSynonym "Tryptophan"^^xsd:string,
        "tryptophan"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-amino-3-(1H-indol-3-yl)propanoic acid"^^xsd:string,
        "alpha-amino-beta-3-indolepropionic acid"^^xsd:string,
        "alpha-Amino-beta-(3-indolyl)-propionic acid"^^xsd:string,
        "beta-3-indolylalanine"^^xsd:string,
        "Htrp"^^xsd:string,
        "triptofano"^^xsd:string,
        "Trp"^^xsd:string,
        "tryptophane"^^xsd:string,
        "W"^^xsd:string ;
    oboInOwl:id "CHEBI:27897"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:27899 a owl:Class ;
    oboInOwl:hasDbXref "CAS:15663-27-1"^^xsd:string,
        "DrugBank:DB00515"^^xsd:string,
        "Gmelin:2519"^^xsd:string,
        "HMDB:HMDB0014656"^^xsd:string,
        "KEGG:C06911"^^xsd:string,
        "KEGG:D00275"^^xsd:string,
        "MetaCyc:CPD0-1392"^^xsd:string,
        "MolBase:25"^^xsd:string,
        "Patent:DE2318020"^^xsd:string,
        "Patent:DE2329485"^^xsd:string,
        "PMID:1855275"^^xsd:string,
        "PMID:10883661"^^xsd:string,
        "PMID:12537968"^^xsd:string,
        "PMID:12831510"^^xsd:string,
        "PMID:12935404"^^xsd:string,
        "PMID:16327988"^^xsd:string,
        "PMID:18472761"^^xsd:string,
        "PMID:23554447"^^xsd:string,
        "PMID:23604226"^^xsd:string,
        "PMID:23651576"^^xsd:string,
        "PMID:28494534"^^xsd:string,
        "Reaxys:11324567"^^xsd:string,
        "Wikipedia:Cisplatin"^^xsd:string ;
    rdfs:label "cisplatin"^^xsd:string ;
    definition: "A diamminedichloroplatinum compound in which the two ammine ligands and two chloro ligands are oriented in a cis planar configuration around the central platinum ion. An anticancer drug that interacts with, and forms cross-links between, DNA and proteins, it is used as a neoplasm inhibitor to treat solid tumours, primarily of the testis and ovary. Commonly but incorrectly described as an alkylating agent due to its mechanism of action (but it lacks alkyl groups)."^^xsd:string ;
    rdfs:subClassOf CHEBI:51214,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:25435 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35610 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:47868 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50684 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:61015 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:68495 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:173085 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "Cl2H6N2Pt"^^xsd:string,
        "H6Cl2N2Pt"^^xsd:string ;
    chebi:inchi "InChI=1S/2ClH.2H3N.Pt/h2*1H;2*1H3;/q;;;;+2/p-2"^^xsd:string ;
    chebi:inchikey "LXZZYRPGZAFOLE-UHFFFAOYSA-L"^^xsd:string ;
    chebi:mass "300.04452"^^xsd:string ;
    chebi:monoisotopicmass "298.95560"^^xsd:string ;
    chebi:smiles "[H][N]([H])([H])[Pt](Cl)(Cl)[N]([H])([H])[H]"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:3722"^^xsd:string,
        "CHEBI:23314"^^xsd:string ;
    oboInOwl:hasExactSynonym "(SP-4-2)-diamminedichloridoplatinum"^^xsd:string,
        "(SP-4-2)-diamminedichloroplatinum"^^xsd:string,
        "cis-diamminedichloridoplatinum(II)"^^xsd:string,
        "cis-diamminedichloroplatinum(II)"^^xsd:string,
        "Cisplatin"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "[PtCl2(NH3)2]"^^xsd:string,
        "Briplatin"^^xsd:string,
        "CDDP"^^xsd:string,
        "cis-[PtCl2(NH3)2]"^^xsd:string,
        "cis-DDP"^^xsd:string,
        "cis-diamminedichloroplatinum"^^xsd:string,
        "cis-Diamminedichloroplatinum(II)"^^xsd:string,
        "cis-diammineplatinum(II) dichloride"^^xsd:string,
        "cis-dichlorodiammineplatinum(II)"^^xsd:string,
        "cis-platin"^^xsd:string,
        "Cismaplat"^^xsd:string,
        "cisplatin"^^xsd:string,
        "cisplatine"^^xsd:string,
        "cisplatino"^^xsd:string,
        "cisplatinum"^^xsd:string,
        "Lederplatin"^^xsd:string,
        "Neoplatin"^^xsd:string,
        "Peyrone's chloride"^^xsd:string,
        "Peyrone's salt"^^xsd:string,
        "Platamine"^^xsd:string,
        "Platinex"^^xsd:string,
        "Platinol"^^xsd:string,
        "Randa"^^xsd:string ;
    oboInOwl:id "CHEBI:27899"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:27902 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:2230417"^^xsd:string,
        "CAS:60-54-8"^^xsd:string,
        "Drug_Central:2611"^^xsd:string,
        "DrugBank:DB00759"^^xsd:string,
        "Gmelin:1103368"^^xsd:string,
        "KEGG:C06570"^^xsd:string,
        "KEGG:D00201"^^xsd:string,
        "MetaCyc:CPD0-1414"^^xsd:string,
        "Patent:US2699054"^^xsd:string,
        "Patent:US2712517"^^xsd:string,
        "Patent:US2886595"^^xsd:string,
        "Patent:US3005023"^^xsd:string,
        "Patent:US3019173"^^xsd:string,
        "Patent:US3301899"^^xsd:string,
        "PDBeChem:TAC"^^xsd:string,
        "PMID:1650428"^^xsd:string,
        "PMID:11061623"^^xsd:string,
        "PMID:11550419"^^xsd:string,
        "PMID:11744940"^^xsd:string,
        "PMID:12934399"^^xsd:string,
        "PMID:14585720"^^xsd:string,
        "PMID:15825421"^^xsd:string,
        "PMID:15913752"^^xsd:string,
        "PMID:16443056"^^xsd:string,
        "PMID:16749547"^^xsd:string,
        "PMID:17251127"^^xsd:string,
        "PMID:17260506"^^xsd:string,
        "PMID:18326855"^^xsd:string,
        "PMID:18406588"^^xsd:string,
        "PMID:19032078"^^xsd:string,
        "PMID:19112759"^^xsd:string,
        "PMID:19136803"^^xsd:string,
        "PMID:25286144"^^xsd:string,
        "PMID:26876942"^^xsd:string,
        "Reaxys:2230417"^^xsd:string,
        "VSDB:1739"^^xsd:string,
        "Wikipedia:Tetracycline"^^xsd:string ;
    rdfs:label "tetracycline"^^xsd:string ;
    definition: "A broad-spectrum polyketide antibiotic produced by the Streptomyces genus of actinobacteria."^^xsd:string ;
    rdfs:subClassOf CHEBI:26895,
        CHEBI:139592,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:71392 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:77932 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35820 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:36047 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48001 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C22H24N2O8"^^xsd:string ;
    chebi:inchi "InChI=1S/C22H24N2O8/c1-21(31)8-5-4-6-11(25)12(8)16(26)13-9(21)7-10-15(24(2)3)17(27)14(20(23)30)19(29)22(10,32)18(13)28/h4-6,9-10,15,25,27-28,31-32H,7H2,1-3H3,(H2,23,30)/t9-,10-,15-,21+,22-/m0/s1"^^xsd:string ;
    chebi:inchikey "OFVLGDICTFRJMM-WESIUVDSSA-N"^^xsd:string ;
    chebi:mass "444.43460"^^xsd:string ;
    chebi:monoisotopicmass "444.15327"^^xsd:string ;
    chebi:smiles "[H][C@@]12C[C@@]3([H])C(C(=O)c4c(O)cccc4[C@@]3(C)O)=C(O)[C@]1(O)C(=O)C(C(N)=O)=C(O)[C@H]2N(C)C"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:9474"^^xsd:string,
        "CHEBI:26894"^^xsd:string,
        "CHEBI:45729"^^xsd:string ;
    oboInOwl:hasExactSynonym "(4S,4aS,5aS,6S,12aS)-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide"^^xsd:string,
        "TETRACYCLINE"^^xsd:string,
        "Tetracycline"^^xsd:string,
        "tetracycline"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(4S,4aS,5aS,12aS)-4-(Dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-2-naphthacenecarboxamide"^^xsd:string,
        "Abramycin"^^xsd:string,
        "Achromycin"^^xsd:string,
        "Anhydrotetracycline"^^xsd:string,
        "Deschlorobiomycin"^^xsd:string,
        "Liquamycin"^^xsd:string,
        "Tetracyclin"^^xsd:string,
        "tetracycline"^^xsd:string,
        "tetracyclinum"^^xsd:string,
        "Tetrazyklin"^^xsd:string,
        "Tsiklomitsin"^^xsd:string ;
    oboInOwl:id "CHEBI:27902"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:27922 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C01452"^^xsd:string,
        "KEGG:C08356"^^xsd:string,
        "PMID:24619085"^^xsd:string,
        "PMID:24702787"^^xsd:string,
        "Wikipedia:Sorbose"^^xsd:string ;
    rdfs:label "sorbose"^^xsd:string ;
    definition: "A ketohexose often involved in the commercial production of vitamin C. It has been found to occur naturally in grapes."^^xsd:string ;
    rdfs:subClassOf CHEBI:24973,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H12O6"^^xsd:string ;
    chebi:mass "180.156"^^xsd:string ;
    chebi:monoisotopicmass "180.06339"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:9203"^^xsd:string,
        "CHEBI:26727"^^xsd:string ;
    oboInOwl:hasExactSynonym "Sorbose"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "xylo-Hexulose"^^xsd:string ;
    oboInOwl:id "CHEBI:27922"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:27933 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C03438"^^xsd:string,
        "PMID:19254642"^^xsd:string,
        "PMID:22594007"^^xsd:string,
        "Wikipedia:Beta-lactam_antibiotic"^^xsd:string ;
    rdfs:label "beta-lactam antibiotic"^^xsd:string ;
    definition: "An organonitrogen heterocyclic antibiotic that contains a beta-lactam ring."^^xsd:string ;
    rdfs:subClassOf CHEBI:25558,
        CHEBI:35627 ;
    oboInOwl:hasAlternativeId "CHEBI:10427"^^xsd:string,
        "CHEBI:22844"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "beta-Lactam antibiotics"^^xsd:string,
        "beta-lactam antibiotics"^^xsd:string ;
    oboInOwl:id "CHEBI:27933"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:27947 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:84089"^^xsd:string,
        "CAS:351-50-8"^^xsd:string,
        "Gmelin:83043"^^xsd:string,
        "KEGG:C06419"^^xsd:string,
        "MetaCyc:CPD-12151"^^xsd:string,
        "PDBeChem:DHI"^^xsd:string,
        "PMID:80988"^^xsd:string,
        "PMID:15744050"^^xsd:string,
        "PMID:24852066"^^xsd:string,
        "Reaxys:84089"^^xsd:string,
        "YMDB:YMDB00794"^^xsd:string ;
    rdfs:label "D-histidine"^^xsd:string ;
    definition: "An optically active form of histidine having D-configuration."^^xsd:string ;
    rdfs:subClassOf CHEBI:16733,
        CHEBI:27570,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:32523 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:32526 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:15971 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:142967 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H9N3O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H9N3O2/c7-5(6(10)11)1-4-2-8-3-9-4/h2-3,5H,1,7H2,(H,8,9)(H,10,11)/t5-/m1/s1"^^xsd:string ;
    chebi:inchikey "HNDVDQJCIGZPNO-RXMQYKEDSA-N"^^xsd:string ;
    chebi:mass "155.15468"^^xsd:string ;
    chebi:monoisotopicmass "155.06948"^^xsd:string ;
    chebi:smiles "N[C@H](Cc1c[nH]cn1)C(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:4197"^^xsd:string,
        "CHEBI:21039"^^xsd:string,
        "CHEBI:42063"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2R)-2-amino-3-(1H-imidazol-4-yl)propanoic acid"^^xsd:string,
        "D-HISTIDINE"^^xsd:string,
        "D-Histidine"^^xsd:string,
        "D-histidine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(R)-alpha-Amino-1H-imidazole-4-propionic acid"^^xsd:string,
        "D-Histidin"^^xsd:string,
        "DHI"^^xsd:string ;
    oboInOwl:id "CHEBI:27947"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:27953 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:91230"^^xsd:string,
        "CAS:57-47-6"^^xsd:string,
        "CAS:57-64-7"^^xsd:string,
        "Drug_Central:2159"^^xsd:string,
        "DrugBank:DB00981"^^xsd:string,
        "KEGG:C06535"^^xsd:string,
        "KEGG:D00196"^^xsd:string,
        "KNApSAcK:C00001757"^^xsd:string,
        "LINCS:LSM-2558"^^xsd:string ;
    rdfs:label "physostigmine"^^xsd:string ;
    rdfs:subClassOf CHEBI:23003,
        CHEBI:38958,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37733 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:51068 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:74530 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C15H21N3O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C15H21N3O2/c1-15-7-8-17(3)13(15)18(4)12-6-5-10(9-11(12)15)20-14(19)16-2/h5-6,9,13H,7-8H2,1-4H3,(H,16,19)/t13-,15+/m1/s1"^^xsd:string ;
    chebi:inchikey "PIJVFDBKTWXHHD-HIFRSBDPSA-N"^^xsd:string ;
    chebi:mass "275.34610"^^xsd:string ;
    chebi:monoisotopicmass "275.16338"^^xsd:string ;
    chebi:smiles "[H][C@]12N(C)CC[C@@]1(C)c1cc(OC(=O)NC)ccc1N2C"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:8187"^^xsd:string,
        "CHEBI:26108"^^xsd:string ;
    oboInOwl:hasExactSynonym "(3aS,8aR)-1,3a,8-trimethyl-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-yl methylcarbamate"^^xsd:string,
        "Physostigmine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Antilirium"^^xsd:string,
        "Eserine"^^xsd:string,
        "Physostol"^^xsd:string ;
    oboInOwl:id "CHEBI:27953"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:27955 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:26714"^^xsd:string,
        "CAS:488-52-8"^^xsd:string,
        "KEGG:C01854"^^xsd:string,
        "Reaxys:2802452"^^xsd:string ;
    rdfs:label "streptamine"^^xsd:string ;
    definition: "An amino cyclitol consisting of scyllo-inositol with the hydroxy groups at positions 1 and 3 replaced by unsubstituted amino groups."^^xsd:string ;
    rdfs:subClassOf CHEBI:61689,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:10642 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H14N2O4"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H14N2O4/c7-1-3(9)2(8)5(11)6(12)4(1)10/h1-6,9-12H,7-8H2/t1-,2+,3-,4+,5-,6-"^^xsd:string ;
    chebi:inchikey "ANLMVXSIPASBFL-FAEUDGQSSA-N"^^xsd:string ;
    chebi:mass "178.18640"^^xsd:string ;
    chebi:monoisotopicmass "178.09536"^^xsd:string ;
    chebi:smiles "N[C@H]1[C@H](O)[C@@H](N)[C@H](O)[C@@H](O)[C@@H]1O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:9277"^^xsd:string,
        "CHEBI:26779"^^xsd:string ;
    oboInOwl:hasExactSynonym "1,3-diamino-1,3-dideoxy-scyllo-inositol"^^xsd:string,
        "(1R,2r,3S,4R,5s,6S)-4,6-diaminocyclohexane-1,2,3,5-tetrol"^^xsd:string,
        "Streptamine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:27955"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:27958 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:91034"^^xsd:string,
        "Beilstein:3621912"^^xsd:string,
        "Beilstein:5291037"^^xsd:string,
        "CAS:50-36-2"^^xsd:string,
        "Drug_Central:723"^^xsd:string,
        "DrugBank:DB00907"^^xsd:string,
        "Gmelin:170209"^^xsd:string,
        "KEGG:C01416"^^xsd:string,
        "KEGG:D00110"^^xsd:string,
        "KNApSAcK:C00002285"^^xsd:string,
        "MetaCyc:CPD-9776"^^xsd:string,
        "PDBeChem:COC"^^xsd:string,
        "PMID:11416615"^^xsd:string,
        "PMID:11853120"^^xsd:string,
        "PMID:14962054"^^xsd:string,
        "PMID:17551070"^^xsd:string,
        "PMID:19536276"^^xsd:string,
        "PMID:21150772"^^xsd:string,
        "PMID:25303034"^^xsd:string,
        "Reaxys:91034"^^xsd:string,
        "Reaxys:5291037"^^xsd:string,
        "Wikipedia:Cocaine"^^xsd:string ;
    rdfs:label "cocaine"^^xsd:string ;
    definition: "A tropane alkaloid obtained from leaves of the South American shrub Erythroxylon coca."^^xsd:string ;
    rdfs:subClassOf CHEBI:25248,
        CHEBI:36054,
        CHEBI:37332,
        CHEBI:50996,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:60056 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35337 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35524 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35640 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35703 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:36333 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38633 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50514 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50949 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:51039 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78298 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C17H21NO4"^^xsd:string ;
    chebi:inchi "InChI=1S/C17H21NO4/c1-18-12-8-9-13(18)15(17(20)21-2)14(10-12)22-16(19)11-6-4-3-5-7-11/h3-7,12-15H,8-10H2,1-2H3/t12-,13+,14-,15+/m0/s1"^^xsd:string ;
    chebi:inchikey "ZPUCINDJVBIVPJ-LJISPDSOSA-N"^^xsd:string ;
    chebi:mass "303.35290"^^xsd:string ;
    chebi:monoisotopicmass "303.14706"^^xsd:string ;
    chebi:smiles "[H][C@]12CC[C@]([H])([C@H]([C@H](C1)OC(=O)c1ccccc1)C(=O)OC)N2C"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:3801"^^xsd:string,
        "CHEBI:23346"^^xsd:string,
        "CHEBI:41642"^^xsd:string ;
    oboInOwl:hasExactSynonym "(1R,2R,3S,5S)-2-(methoxycarbonyl)tropan-3-yl benzoate"^^xsd:string,
        "COCAINE"^^xsd:string,
        "Cocaine"^^xsd:string,
        "methyl (1R,2R,3S,5S)-3-(benzoyloxy)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-methyl-3beta-hydroxy-1alphaH,5alphaH-tropane-2beta-carboxylate benzoate (ester)"^^xsd:string,
        "(-)-cocaine"^^xsd:string,
        "[1R-(exo,exo)]-3-(benzoyloxy)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylic acid, methyl ester"^^xsd:string,
        "Benzoylmethylecgonine"^^xsd:string,
        "beta-Cocain"^^xsd:string,
        "Cocain"^^xsd:string,
        "Cocaina"^^xsd:string,
        "cocainum"^^xsd:string,
        "Kokain"^^xsd:string,
        "l-Cocain"^^xsd:string,
        "l-cocaine"^^xsd:string,
        "methyl [1R-(exo,exo)]-3-(benzoyloxy)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate"^^xsd:string,
        "methyl benzoylecgonine"^^xsd:string,
        "Neurocaine"^^xsd:string ;
    oboInOwl:id "CHEBI:27958"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:27999 a owl:Class ;
    oboInOwl:hasDbXref "CAS:64-77-7"^^xsd:string,
        "Drug_Central:2696"^^xsd:string,
        "DrugBank:DB01124"^^xsd:string,
        "KEGG:C07148"^^xsd:string,
        "KEGG:D00380"^^xsd:string,
        "LINCS:LSM-3907"^^xsd:string,
        "Patent:DE1066575"^^xsd:string,
        "Patent:GB808071"^^xsd:string,
        "Patent:US2968158"^^xsd:string,
        "PMID:11835228"^^xsd:string,
        "PMID:11840346"^^xsd:string,
        "PMID:11911494"^^xsd:string,
        "PMID:12042355"^^xsd:string,
        "PMID:12355256"^^xsd:string,
        "PMID:15207658"^^xsd:string,
        "PMID:15317941"^^xsd:string,
        "PMID:15620874"^^xsd:string,
        "PMID:15655519"^^xsd:string,
        "PMID:16290322"^^xsd:string,
        "PMID:16426753"^^xsd:string,
        "PMID:19059420"^^xsd:string,
        "PMID:20880646"^^xsd:string,
        "PMID:21178111"^^xsd:string,
        "PMID:21193530"^^xsd:string,
        "PMID:21471135"^^xsd:string,
        "PMID:21535124"^^xsd:string,
        "PMID:21712613"^^xsd:string,
        "PMID:21757329"^^xsd:string,
        "PMID:21827497"^^xsd:string,
        "PMID:21831467"^^xsd:string,
        "PMID:22028182"^^xsd:string,
        "PMID:22079696"^^xsd:string,
        "Reaxys:1984428"^^xsd:string,
        "Wikipedia:Tolbutamide"^^xsd:string ;
    rdfs:label "tolbutamide"^^xsd:string ;
    definition: "An N-sulfonylurea that consists of 1-butylurea having a tosyl group attached at the 3-position."^^xsd:string ;
    rdfs:subClassOf CHEBI:76983,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35526 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50509 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:90415 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C12H18N2O3S"^^xsd:string ;
    chebi:inchi "InChI=1S/C12H18N2O3S/c1-3-4-9-13-12(15)14-18(16,17)11-7-5-10(2)6-8-11/h5-8H,3-4,9H2,1-2H3,(H2,13,14,15)"^^xsd:string ;
    chebi:inchikey "JLRGJRBPOGGCBT-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "270.34800"^^xsd:string ;
    chebi:monoisotopicmass "270.10381"^^xsd:string ;
    chebi:smiles "CCCCNC(=O)NS(=O)(=O)c1ccc(C)cc1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:9616"^^xsd:string,
        "CHEBI:27019"^^xsd:string ;
    oboInOwl:hasExactSynonym "N-[(butylamino)carbonyl]-4-methylbenzenesulfonamide"^^xsd:string,
        "Tolbutamide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-Butyl-3-(p-methylphenylsulfonyl)urea"^^xsd:string,
        "1-Butyl-3-(p-tolylsulfonyl)urea"^^xsd:string,
        "1-Butyl-3-tosylurea"^^xsd:string,
        "1-p-Toluenesulfonyl-3-butylurea"^^xsd:string,
        "3-(p-Tolyl-4-sulfonyl)-1-butylurea"^^xsd:string,
        "N-(4-Methylbenzenesulfonyl)-N'-butylurea"^^xsd:string,
        "N-(4-Methylphenylsulfonyl)-N'-butylurea"^^xsd:string,
        "N-(p-Methylbenzenesulfonyl)-N'-butylurea"^^xsd:string,
        "N-(Sulfonyl-p-methylbenzene)-N'-N-butylurea"^^xsd:string,
        "N-Butyl-N'-(4-methylphenylsulfonyl)urea"^^xsd:string,
        "N-Butyl-N'-(p-tolylsulfonyl)urea"^^xsd:string,
        "N-Butyl-N'-p-toluenesulfonylurea"^^xsd:string,
        "N-n-Butyl-N'-tosylurea"^^xsd:string,
        "Orinase (TN)"^^xsd:string,
        "tolbutamida"^^xsd:string,
        "tolbutamide"^^xsd:string,
        "tolbutamidum"^^xsd:string,
        "Tolylsulfonylbutylurea"^^xsd:string ;
    oboInOwl:id "CHEBI:27999"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:28001 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:3132"^^xsd:string,
        "CAS:1404-90-6"^^xsd:string,
        "Drug_Central:2807"^^xsd:string,
        "DrugBank:DB00512"^^xsd:string,
        "KEGG:C06689"^^xsd:string,
        "KEGG:D00212"^^xsd:string,
        "KNApSAcK:C00016052"^^xsd:string,
        "MetaCyc:CPD-12245"^^xsd:string,
        "Patent:US3067099"^^xsd:string,
        "PDBeChem:VAN"^^xsd:string,
        "PMID:11028184"^^xsd:string,
        "PMID:11408222"^^xsd:string,
        "PMID:11688538"^^xsd:string,
        "PMID:11864951"^^xsd:string,
        "PMID:11886013"^^xsd:string,
        "PMID:11980329"^^xsd:string,
        "PMID:12019070"^^xsd:string,
        "PMID:12541895"^^xsd:string,
        "PMID:12852813"^^xsd:string,
        "PMID:13370625"^^xsd:string,
        "PMID:13521912"^^xsd:string,
        "PMID:14605050"^^xsd:string,
        "PMID:14702667"^^xsd:string,
        "PMID:15047516"^^xsd:string,
        "PMID:15081082"^^xsd:string,
        "PMID:15465645"^^xsd:string,
        "PMID:15590714"^^xsd:string,
        "PMID:15792257"^^xsd:string,
        "PMID:16183423"^^xsd:string,
        "PMID:16184232"^^xsd:string,
        "PMID:16420976"^^xsd:string,
        "PMID:16596002"^^xsd:string,
        "PMID:16720708"^^xsd:string,
        "PMID:17027219"^^xsd:string,
        "PMID:17184835"^^xsd:string,
        "PMID:17299012"^^xsd:string,
        "PMID:17594206"^^xsd:string,
        "PMID:18030187"^^xsd:string,
        "PMID:18159039"^^xsd:string,
        "PMID:18162343"^^xsd:string,
        "PMID:18260149"^^xsd:string,
        "PMID:18361944"^^xsd:string,
        "PMID:18462092"^^xsd:string,
        "PMID:18582342"^^xsd:string,
        "PMID:18817166"^^xsd:string,
        "PMID:18983037"^^xsd:string,
        "PMID:19107100"^^xsd:string,
        "PMID:19830166"^^xsd:string,
        "PMID:20956604"^^xsd:string,
        "PMID:21109901"^^xsd:string,
        "PMID:21458937"^^xsd:string,
        "PMID:21466775"^^xsd:string,
        "PMID:21664803"^^xsd:string,
        "PMID:21719238"^^xsd:string,
        "PMID:21951032"^^xsd:string,
        "PMID:22011388"^^xsd:string,
        "PMID:22015328"^^xsd:string,
        "PMID:22027450"^^xsd:string,
        "PMID:22124537"^^xsd:string,
        "Reaxys:3132"^^xsd:string,
        "Wikipedia:Vancomycin"^^xsd:string ;
    rdfs:label "vancomycin"^^xsd:string ;
    definition: "A complex glycopeptide from Streptomyces orientalis. It inhibits a specific step in the synthesis of the peptidoglycan layer in the Gram-positive bacteria Staphylococcus aureus and Clostridium difficile."^^xsd:string ;
    rdfs:subClassOf CHEBI:24396,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:47724 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:76842 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:36047 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76969 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C66H75Cl2N9O24"^^xsd:string ;
    chebi:inchi "InChI=1S/C66H75Cl2N9O24/c1-23(2)12-34(71-5)58(88)76-49-51(83)26-7-10-38(32(67)14-26)97-40-16-28-17-41(55(40)101-65-56(54(86)53(85)42(22-78)99-65)100-44-21-66(4,70)57(87)24(3)96-44)98-39-11-8-27(15-33(39)68)52(84)50-63(93)75-48(64(94)95)31-18-29(79)19-37(81)45(31)30-13-25(6-9-36(30)80)46(60(90)77-50)74-61(91)47(28)73-59(89)35(20-43(69)82)72-62(49)92/h6-11,13-19,23-24,34-35,42,44,46-54,56-57,65,71,78-81,83-87H,12,20-22,70H2,1-5H3,(H2,69,82)(H,72,92)(H,73,89)(H,74,91)(H,75,93)(H,76,88)(H,77,90)(H,94,95)/t24-,34+,35-,42+,44-,46+,47+,48-,49+,50-,51+,52+,53+,54-,56+,57+,65-,66-/m0/s1"^^xsd:string ;
    chebi:inchikey "MYPYJXKWCTUITO-LYRMYLQWSA-N"^^xsd:string ;
    chebi:mass "1449.25336"^^xsd:string ;
    chebi:monoisotopicmass "1447.43020"^^xsd:string ;
    chebi:smiles "CN[C@H](CC(C)C)C(=O)N[C@@H]1[C@H](O)c2ccc(Oc3cc4cc(Oc5ccc(cc5Cl)[C@@H](O)[C@@H]5NC(=O)[C@H](NC(=O)[C@@H]4NC(=O)[C@H](CC(N)=O)NC1=O)c1ccc(O)c(c1)-c1c(O)cc(O)cc1[C@H](NC5=O)C(O)=O)c3O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O[C@H]1C[C@](C)(N)[C@H](O)[C@H](C)O1)c(Cl)c2"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:9931"^^xsd:string,
        "CHEBI:27276"^^xsd:string,
        "CHEBI:49941"^^xsd:string ;
    oboInOwl:hasExactSynonym "(3S,6R,7R,11R,23S,26S,30aS,36R,38aR)-44-[2-O-(3-amino-2,3,6-trideoxy-3-C-methyl-alpha-L-lyxo-hexopyranosyl)-beta-D-glucopyranosyloxy]-3-(carbamoylmethyl)-10,19-dichloro-2,3,4,5,6,7,23,25,26,36,37,38,38a-tetradecahydro-7,22,28,30,32-pentahydroxy-6-(N-methyl-D-leucyl)-2,5,24,38,39-pentaoxo-1H,22H-23,36-(epiminomethano)-8,11:18,21-dietheno-13,16:31,35-di(metheno)[1,6,9]oxadiazacyclohexadecino[4,5-m][10,2,16]benzoxadiazacyclotetracosine-26-carboxylic acid"^^xsd:string,
        "VANCOMYCIN"^^xsd:string,
        "Vancomycin"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(1S,2R,18R,22S,25R,28R,40S)-22-(2-amino-2-oxoethyl)-48-[2-O-(3-amino-2,3,6-trideoxy-3-methyl-alpha-L-lyxo-hexopyranosyl)-beta-D-glucopyranosyloxy]-5,15-dichloro-2,18,32,35,37-pentahydroxy-19-[(N-methyl-D-leucyl)amino]-20,23,26,42,44-pentaoxo-7,13-dioxa-21,24,27,41,43-pentaazaoctacyclo[26.14.2.2(3,6).2(14,17).1(8,12).1(29,33).0(10,25).0(34,39)]pentaconta-3,5,8(48),9,11,14,16,29(45),30,32,34,36,38,46,49-pentadecaene-40-carboxylic acid"^^xsd:string,
        "(2.2Sp,3.5Sa,2.6Sp)-O(4.2),C(3.4):C(5.4),O(4.6):C(3.5),C(2.7)-tricyclo[N-methyl-D-leucyl-3-chloro-(R)-beta-hydroxy-D-tyrosyl-L-asparaginyl-D-2-(4-{[2-O-(3-amino-2,3,6-trideoxy-3-C-methyl-alpha-L-lyxo-hexopyranosyl)-beta-D-glucopyranosyl]oxy}phenyl)glycyl-D-2-(4-hydroxyphenyl)glycyl-3-chloro-(R)-beta-hydroxy-L-tyrosyl-L-2-(3,5-dihydroxyphenyl)glycine]"^^xsd:string,
        "Vancocin"^^xsd:string,
        "vancomicin"^^xsd:string,
        "vancomicina"^^xsd:string,
        "vancomycin"^^xsd:string,
        "vancomycine"^^xsd:string,
        "vancomycinum"^^xsd:string ;
    oboInOwl:id "CHEBI:28001"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:28044 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1910407"^^xsd:string,
        "CAS:150-30-1"^^xsd:string,
        "Gmelin:50836"^^xsd:string,
        "KEGG:C02057"^^xsd:string,
        "PMID:17439666"^^xsd:string,
        "PMID:22264337"^^xsd:string,
        "Reaxys:1910407"^^xsd:string,
        "Wikipedia:Phenylalanine"^^xsd:string ;
    rdfs:label "phenylalanine"^^xsd:string ;
    definition: "An aromatic amino acid that is alanine in which one of the methyl hydrogens is substituted by a phenyl group."^^xsd:string ;
    rdfs:subClassOf CHEBI:33704,
        CHEBI:33856,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:32504 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:32505 ],
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:22744 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:83056 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C9H11NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C9H11NO2/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-5,8H,6,10H2,(H,11,12)"^^xsd:string ;
    chebi:inchikey "COLNVLDHVKWLRT-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "165.18918"^^xsd:string ;
    chebi:monoisotopicmass "165.07898"^^xsd:string ;
    chebi:smiles "NC(Cc1ccccc1)C(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:8089"^^xsd:string,
        "CHEBI:25984"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-amino-3-phenylpropanoic acid"^^xsd:string,
        "Phenylalanine"^^xsd:string,
        "phenylalanine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "alpha-Amino-beta-phenylpropionic acid"^^xsd:string,
        "DL-Phenylalanine"^^xsd:string,
        "F"^^xsd:string,
        "fenilalanina"^^xsd:string,
        "PHE"^^xsd:string,
        "Phenylalanin"^^xsd:string ;
    oboInOwl:id "CHEBI:28044"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:28052 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:2225115"^^xsd:string,
        "CAS:968-81-0"^^xsd:string,
        "Drug_Central:57"^^xsd:string,
        "DrugBank:DB00414"^^xsd:string,
        "HMDB:HMDB0014558"^^xsd:string,
        "KEGG:C06806"^^xsd:string,
        "KEGG:D00219"^^xsd:string,
        "LINCS:LSM-5638"^^xsd:string,
        "PMID:910864"^^xsd:string,
        "PMID:2699749"^^xsd:string,
        "PMID:8070312"^^xsd:string,
        "PMID:13945057"^^xsd:string,
        "Reaxys:2225115"^^xsd:string,
        "Wikipedia:Acetohexamide"^^xsd:string ;
    rdfs:label "acetohexamide"^^xsd:string ;
    definition: "An N-sulfonylurea that is urea in which a hydrogen attached to one of the nitrogens is replaced by a p-acetylphenylsulfonyl group, while a hydrogen attached to the other nitrogen is replaced by a cyclohexyl group."^^xsd:string ;
    rdfs:subClassOf CHEBI:22187,
        CHEBI:76983,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35526 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:90415 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C15H20N2O4S"^^xsd:string ;
    chebi:inchi "InChI=1S/C15H20N2O4S/c1-11(18)12-7-9-14(10-8-12)22(20,21)17-15(19)16-13-5-3-2-4-6-13/h7-10,13H,2-6H2,1H3,(H2,16,17,19)"^^xsd:string ;
    chebi:inchikey "VGZSUPCWNCWDAN-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "324.39500"^^xsd:string ;
    chebi:monoisotopicmass "324.11438"^^xsd:string ;
    chebi:smiles "CC(=O)c1ccc(cc1)S(=O)(=O)NC(=O)NC1CCCCC1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:2395"^^xsd:string,
        "CHEBI:22175"^^xsd:string ;
    oboInOwl:hasExactSynonym "4-acetyl-N-(cyclohexylcarbamoyl)benzene-1-sulfonamide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-((p-Acetylphenyl)sulfonyl)-3-cyclohexylurea"^^xsd:string,
        "4-Acetyl-N-((cyclohexylamino)carbonyl)benzenesulfonamide"^^xsd:string,
        "acetohexamida"^^xsd:string,
        "acetohexamide"^^xsd:string,
        "acetohexamidum"^^xsd:string,
        "Dymelor"^^xsd:string,
        "N-(p-Acetylphenylsulfonyl)-N'-cyclohexylurea"^^xsd:string ;
    oboInOwl:id "CHEBI:28052"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:28079 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C02761"^^xsd:string ;
    rdfs:label "beta-L-arabinoside"^^xsd:string ;
    rdfs:subClassOf CHEBI:22601 ;
    oboInOwl:hasAlternativeId "CHEBI:10422"^^xsd:string,
        "CHEBI:22818"^^xsd:string ;
    oboInOwl:hasExactSynonym "beta-L-Arabinoside"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "beta-L-arabinosides"^^xsd:string ;
    oboInOwl:id "CHEBI:28079"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:28084 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C03674"^^xsd:string ;
    rdfs:label "3-(carbamoyloxymethyl)cephalosporin"^^xsd:string ;
    rdfs:subClassOf CHEBI:23066 ;
    oboInOwl:hasAlternativeId "CHEBI:1462"^^xsd:string,
        "CHEBI:19970"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3-(carbamoyloxymethyl)cephalosporins"^^xsd:string,
        "3-Carbamoyloxymethylcephem"^^xsd:string ;
    oboInOwl:id "CHEBI:28084"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:28088 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:263823"^^xsd:string,
        "CAS:446-72-0"^^xsd:string,
        "Chemspider:4444448"^^xsd:string,
        "DrugBank:DB01645"^^xsd:string,
        "FooDB:FDB011828"^^xsd:string,
        "HMDB:HMDB0003217"^^xsd:string,
        "KEGG:C06563"^^xsd:string,
        "KEGG:D11680"^^xsd:string,
        "KNApSAcK:C00002526"^^xsd:string,
        "LINCS:LSM-5549"^^xsd:string,
        "LIPID_MAPS_instance:LMPK12050218"^^xsd:string,
        "MetaCyc:CPD-3141"^^xsd:string,
        "PDBeChem:GEN"^^xsd:string,
        "PMID:10469641"^^xsd:string,
        "PMID:10741415"^^xsd:string,
        "PMID:10912792"^^xsd:string,
        "PMID:11564287"^^xsd:string,
        "PMID:12629420"^^xsd:string,
        "PMID:14654166"^^xsd:string,
        "PMID:15196699"^^xsd:string,
        "PMID:15288519"^^xsd:string,
        "PMID:15576033"^^xsd:string,
        "PMID:15772566"^^xsd:string,
        "PMID:15833883"^^xsd:string,
        "PMID:15853412"^^xsd:string,
        "PMID:16061678"^^xsd:string,
        "PMID:16166295"^^xsd:string,
        "PMID:17004897"^^xsd:string,
        "PMID:17979711"^^xsd:string,
        "PMID:18344977"^^xsd:string,
        "PMID:18413741"^^xsd:string,
        "PMID:18490856"^^xsd:string,
        "PMID:18815740"^^xsd:string,
        "PMID:19107852"^^xsd:string,
        "PMID:19402570"^^xsd:string,
        "PMID:20211733"^^xsd:string,
        "PMID:22303062"^^xsd:string,
        "PMID:24023812"^^xsd:string,
        "PMID:24297371"^^xsd:string,
        "PMID:24379139"^^xsd:string,
        "PMID:25593647"^^xsd:string,
        "PMID:26322379"^^xsd:string,
        "PMID:28166217"^^xsd:string,
        "PMID:28259640"^^xsd:string,
        "PMID:34314575"^^xsd:string,
        "Reaxys:263823"^^xsd:string,
        "Wikipedia:Genistein"^^xsd:string ;
    rdfs:label "genistein"^^xsd:string ;
    definition: "A 7-hydroxyisoflavone with additional hydroxy groups at positions 5 and 4'. It is a phytoestrogenic isoflavone with antioxidant properties."^^xsd:string ;
    rdfs:subClassOf CHEBI:55465,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:74224 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35610 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38637 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50750 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76989 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:84087 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:176497 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C15H10O5"^^xsd:string ;
    chebi:inchi "InChI=1S/C15H10O5/c16-9-3-1-8(2-4-9)11-7-20-13-6-10(17)5-12(18)14(13)15(11)19/h1-7,16-18H"^^xsd:string ;
    chebi:inchikey "TZBJGXHYKVUXJN-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "270.240"^^xsd:string ;
    chebi:monoisotopicmass "270.05282"^^xsd:string ;
    chebi:smiles "OC1=CC=C(C=C1)C1=COC2=C(C(O)=CC(O)=C2)C1=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:5302"^^xsd:string,
        "CHEBI:24204"^^xsd:string,
        "CHEBI:42763"^^xsd:string ;
    oboInOwl:hasExactSynonym "5,7-dihydroxy-3-(4-hydroxyphenyl)-4H-chromen-4-one"^^xsd:string,
        "GENISTEIN"^^xsd:string,
        "Genistein"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "4',5,7-trihydroxyisoflavone"^^xsd:string,
        "5,7,4'-Trihydroxyisoflavone"^^xsd:string,
        "5,7-dihydroxy-3-(4-hydroxyphenyl)-4H-1-benzopyran-4-one"^^xsd:string,
        "Prunetol"^^xsd:string,
        "Sophoricol"^^xsd:string ;
    oboInOwl:id "CHEBI:28088"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:28098 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:61646"^^xsd:string,
        "CAS:4696-76-8"^^xsd:string,
        "Drug_Central:1520"^^xsd:string,
        "KEGG:C00825"^^xsd:string,
        "KEGG:D07497"^^xsd:string,
        "KNApSAcK:C00018692"^^xsd:string,
        "PDBeChem:9CS"^^xsd:string ;
    rdfs:label "kanamycin B"^^xsd:string ;
    rdfs:subClassOf CHEBI:24951,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:58549 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C18H37N5O10"^^xsd:string ;
    chebi:inchi "InChI=1S/C18H37N5O10/c19-2-6-11(26)12(27)9(23)17(30-6)32-15-4(20)1-5(21)16(14(15)29)33-18-13(28)8(22)10(25)7(3-24)31-18/h4-18,24-29H,1-3,19-23H2/t4-,5+,6+,7+,8-,9+,10+,11+,12+,13+,14-,15+,16-,17+,18+/m0/s1"^^xsd:string ;
    chebi:inchikey "SKKLOUVUUNMCJE-FQSMHNGLSA-N"^^xsd:string ;
    chebi:mass "483.51390"^^xsd:string ;
    chebi:monoisotopicmass "483.25404"^^xsd:string ;
    chebi:smiles "NC[C@H]1O[C@H](O[C@@H]2[C@@H](N)C[C@@H](N)[C@H](O[C@H]3O[C@H](CO)[C@@H](O)[C@H](N)[C@H]3O)[C@H]2O)[C@H](N)[C@@H](O)[C@@H]1O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:6107"^^xsd:string,
        "CHEBI:14489"^^xsd:string,
        "CHEBI:24948"^^xsd:string,
        "CHEBI:24949"^^xsd:string ;
    oboInOwl:hasExactSynonym "(1R,2S,3S,4R,6S)-4,6-diamino-3-(3-amino-3-deoxy-alpha-D-glucopyranosyloxy)-2-hydroxycyclohexyl 2,6-diamino-2,6-dideoxy-alpha-D-glucopyranoside"^^xsd:string,
        "Kanamycin B"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2'-amino-2'-deoxykanamycin"^^xsd:string,
        "Bekanamycin"^^xsd:string,
        "Nebramycin factor 5"^^xsd:string,
        "Nebramycin V"^^xsd:string,
        "O-3-amino-3-deoxy-alpha-D-glucopyranosyl-(1->4)-O-(2,6-diamino-2,6-dideoxy-alpha-D-glucopyranosyl-(1->6))-2-deoxy-D-streptamine"^^xsd:string ;
    oboInOwl:id "CHEBI:28098"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:28142 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1698497"^^xsd:string,
        "CAS:302-17-0"^^xsd:string,
        "Drug_Central:586"^^xsd:string,
        "DrugBank:DB01563"^^xsd:string,
        "Gmelin:101369"^^xsd:string,
        "KEGG:C06899"^^xsd:string,
        "KEGG:D00265"^^xsd:string,
        "MetaCyc:CPD0-1476"^^xsd:string,
        "PPDB:2987"^^xsd:string,
        "UM-BBD_compID:c0011"^^xsd:string,
        "VSDB:2987"^^xsd:string ;
    rdfs:label "chloral hydrate"^^xsd:string ;
    definition: "An organochlorine compound that is the hydrate of trichloroacetaldehyde."^^xsd:string ;
    rdfs:subClassOf CHEBI:23976,
        CHEBI:36683,
        CHEBI:63733,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35703 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35717 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38869 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C2H3Cl3O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C2H3Cl3O2/c3-2(4,5)1(6)7/h1,6-7H"^^xsd:string ;
    chebi:inchikey "RNFNDJAIBTYOQL-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "165.40300"^^xsd:string ;
    chebi:monoisotopicmass "163.91986"^^xsd:string ;
    chebi:smiles "OC(O)C(Cl)(Cl)Cl"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:3600"^^xsd:string,
        "CHEBI:23105"^^xsd:string ;
    oboInOwl:hasExactSynonym "2,2,2-trichloroethane-1,1-diol"^^xsd:string,
        "Chloral hydrate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1,1,1-trichloro-2,2-dihydroxyethane"^^xsd:string,
        "1,1,1-trichloro-2,2-ethanediol"^^xsd:string,
        "2,2,2-trichloro-1,1-ethanediol"^^xsd:string,
        "Aquachloral Supprettes"^^xsd:string,
        "chloral monohydrate"^^xsd:string,
        "Chloralhydrat"^^xsd:string,
        "knockout drops"^^xsd:string,
        "Noctec"^^xsd:string,
        "Somnote"^^xsd:string,
        "Trichloracetaldehyd-hydrat"^^xsd:string,
        "trichloroacetaldehyde hydrate"^^xsd:string ;
    oboInOwl:id "CHEBI:28142"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:28159 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1723526"^^xsd:string,
        "CAS:2058-58-4"^^xsd:string,
        "DrugBank:DB03943"^^xsd:string,
        "Gmelin:101784"^^xsd:string,
        "HMDB:HMDB0033780"^^xsd:string,
        "KEGG:C01905"^^xsd:string,
        "MetaCyc:CPD-3633"^^xsd:string,
        "Patent:CN101333175"^^xsd:string,
        "PDBeChem:DSG"^^xsd:string,
        "PMID:767332"^^xsd:string,
        "Reaxys:1723526"^^xsd:string,
        "YMDB:YMDB00849"^^xsd:string ;
    rdfs:label "D-asparagine"^^xsd:string ;
    definition: "An optically active form of asparagine having D-configuration."^^xsd:string ;
    rdfs:subClassOf CHEBI:16733,
        CHEBI:22653,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:32656 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:32657 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:17196 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:74337 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C4H8N2O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C4H8N2O3/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H2,6,7)(H,8,9)/t2-/m1/s1"^^xsd:string ;
    chebi:inchikey "DCXYFEDJOCDNAF-UWTATZPHSA-N"^^xsd:string ;
    chebi:mass "132.119"^^xsd:string ;
    chebi:monoisotopicmass "132.05349"^^xsd:string ;
    chebi:smiles "OC([C@@H](CC(N)=O)N)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:4107"^^xsd:string,
        "CHEBI:20918"^^xsd:string ;
    oboInOwl:hasExactSynonym "D-Asparagine"^^xsd:string,
        "D-asparagine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2R)-2,4-diamino-4-oxobutanoic acid"^^xsd:string,
        "(2R)-2-amino-3-carbamoylpropanoic acid"^^xsd:string,
        "(R)-2-amino-3-carbamoylpropanoic acid"^^xsd:string,
        "D-2-aminosuccinamic acid"^^xsd:string,
        "D-Asparagin"^^xsd:string,
        "D-aspartic acid beta-amide"^^xsd:string,
        "DSG"^^xsd:string ;
    oboInOwl:id "CHEBI:28159"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:28177 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:13463"^^xsd:string,
        "CAS:58-55-9"^^xsd:string,
        "Drug_Central:2620"^^xsd:string,
        "DrugBank:DB00277"^^xsd:string,
        "Gmelin:51226"^^xsd:string,
        "HMDB:HMDB0001889"^^xsd:string,
        "KEGG:C07130"^^xsd:string,
        "KEGG:D00371"^^xsd:string,
        "KNApSAcK:C00001510"^^xsd:string,
        "MetaCyc:CPD-12479"^^xsd:string,
        "PDBeChem:TEP"^^xsd:string,
        "PMID:7302609"^^xsd:string,
        "PMID:7389811"^^xsd:string,
        "PMID:7656958"^^xsd:string,
        "PMID:7767539"^^xsd:string,
        "PMID:8730732"^^xsd:string,
        "PMID:8960878"^^xsd:string,
        "PMID:9256615"^^xsd:string,
        "PMID:10796631"^^xsd:string,
        "PMID:10836323"^^xsd:string,
        "PMID:10893702"^^xsd:string,
        "PMID:10921764"^^xsd:string,
        "PMID:11126990"^^xsd:string,
        "PMID:11170036"^^xsd:string,
        "PMID:11200776"^^xsd:string,
        "PMID:11261527"^^xsd:string,
        "PMID:11408152"^^xsd:string,
        "PMID:11826912"^^xsd:string,
        "PMID:11848250"^^xsd:string,
        "PMID:11941393"^^xsd:string,
        "PMID:11949272"^^xsd:string,
        "PMID:11950649"^^xsd:string,
        "PMID:12531775"^^xsd:string,
        "PMID:12836095"^^xsd:string,
        "PMID:14517178"^^xsd:string,
        "PMID:14713563"^^xsd:string,
        "PMID:14988770"^^xsd:string,
        "PMID:15005370"^^xsd:string,
        "PMID:15042504"^^xsd:string,
        "PMID:15202575"^^xsd:string,
        "PMID:15317832"^^xsd:string,
        "PMID:15356646"^^xsd:string,
        "PMID:15483348"^^xsd:string,
        "PMID:15739418"^^xsd:string,
        "PMID:15829161"^^xsd:string,
        "PMID:15902964"^^xsd:string,
        "PMID:15908149"^^xsd:string,
        "PMID:16083514"^^xsd:string,
        "PMID:16651698"^^xsd:string,
        "PMID:16930490"^^xsd:string,
        "PMID:17130682"^^xsd:string,
        "PMID:17207928"^^xsd:string,
        "PMID:18307508"^^xsd:string,
        "PMID:18800032"^^xsd:string,
        "PMID:19559058"^^xsd:string,
        "PMID:19727789"^^xsd:string,
        "PMID:19845735"^^xsd:string,
        "PMID:19888960"^^xsd:string,
        "PMID:21467671"^^xsd:string,
        "PMID:21796703"^^xsd:string,
        "PMID:21834615"^^xsd:string,
        "PMID:22377744"^^xsd:string,
        "PMID:22541679"^^xsd:string,
        "PMID:22541837"^^xsd:string,
        "PMID:22702215"^^xsd:string,
        "PMID:22770225"^^xsd:string,
        "PMID:22771369"^^xsd:string,
        "PMID:22836872"^^xsd:string,
        "PMID:22909172"^^xsd:string,
        "PMID:22915350"^^xsd:string,
        "PMID:22981724"^^xsd:string,
        "Reaxys:13463"^^xsd:string,
        "VSDB:1801"^^xsd:string,
        "Wikipedia:Theophylline"^^xsd:string ;
    rdfs:label "theophylline"^^xsd:string ;
    definition: "A dimethylxanthine having the two methyl groups located at positions 1 and 3. It is structurally similar to caffeine and is found in green and black tea."^^xsd:string ;
    rdfs:subClassOf CHEBI:23818,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35523 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35620 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:49103 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:49167 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50218 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50846 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:51371 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:67079 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:71232 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76946 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:85234 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C7H8N4O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C7H8N4O2/c1-10-5-4(8-3-9-5)6(12)11(2)7(10)13/h3H,1-2H3,(H,8,9)"^^xsd:string ;
    chebi:inchikey "ZFXYFBGIUFBOJW-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "180.16418"^^xsd:string ;
    chebi:monoisotopicmass "180.06473"^^xsd:string ;
    chebi:smiles "Cn1c2nc[nH]c2c(=O)n(C)c1=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:9523"^^xsd:string,
        "CHEBI:26940"^^xsd:string,
        "CHEBI:45950"^^xsd:string ;
    oboInOwl:hasExactSynonym "1,3-dimethyl-3,7-dihydro-1H-purine-2,6-dione"^^xsd:string,
        "THEOPHYLLINE"^^xsd:string,
        "Theophylline"^^xsd:string,
        "theophylline"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1,3-dimethyl-7H-purine-2,6-dione"^^xsd:string,
        "1,3-Dimethylxanthine"^^xsd:string,
        "Elixophyllin"^^xsd:string,
        "Respbid"^^xsd:string,
        "Theo-Dur"^^xsd:string,
        "Theolair"^^xsd:string,
        "Theophyllin"^^xsd:string,
        "theophylline anhydrous"^^xsd:string,
        "Uniphyl"^^xsd:string ;
    oboInOwl:id "CHEBI:28177"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:28179 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:385876"^^xsd:string,
        "CAS:55-21-0"^^xsd:string,
        "HMDB:HMDB0004461"^^xsd:string,
        "KEGG:C09815"^^xsd:string,
        "PMID:20133863"^^xsd:string,
        "Reaxys:385876"^^xsd:string,
        "UM-BBD_compID:c0368"^^xsd:string,
        "Wikipedia:Benzamide"^^xsd:string ;
    rdfs:label "benzamide"^^xsd:string ;
    definition: "An aromatic amide that consists of benzene bearing a single carboxamido substituent. The parent of the class of benzamides."^^xsd:string ;
    rdfs:subClassOf CHEBI:22702 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C7H7NO"^^xsd:string ;
    chebi:inchi "InChI=1S/C7H7NO/c8-7(9)6-4-2-1-3-5-6/h1-5H,(H2,8,9)"^^xsd:string ;
    chebi:inchikey "KXDAEFPNCMNJSK-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "121.13662"^^xsd:string ;
    chebi:monoisotopicmass "121.05276"^^xsd:string ;
    chebi:smiles "NC(=O)c1ccccc1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:3021"^^xsd:string,
        "CHEBI:22701"^^xsd:string,
        "CHEBI:46351"^^xsd:string ;
    oboInOwl:hasExactSynonym "Benzamide"^^xsd:string,
        "benzamide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Benzenecarboxamide"^^xsd:string,
        "Benzoic acid amide"^^xsd:string,
        "Benzoylamide"^^xsd:string,
        "PhC(=O)NH2"^^xsd:string,
        "PhC(O)NH2"^^xsd:string,
        "Phenylcarboxamide"^^xsd:string,
        "Phenylcarboxyamide"^^xsd:string ;
    oboInOwl:id "CHEBI:28179"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:28181 a owl:Class ;
    oboInOwl:hasDbXref "CAS:634-02-6"^^xsd:string,
        "KEGG:C06194"^^xsd:string,
        "MetaCyc:CPD-3709"^^xsd:string,
        "Reaxys:59789"^^xsd:string ;
    rdfs:label "2',3'-cyclic GMP"^^xsd:string ;
    definition: "A 2',3'-cyclic purine nucleotide in which guanosine is used as the parent nucleoside."^^xsd:string ;
    rdfs:subClassOf CHEBI:19217,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:60837 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C10H12N5O7P"^^xsd:string ;
    chebi:inchi "InChI=1S/C10H12N5O7P/c11-10-13-7-4(8(17)14-10)12-2-15(7)9-6-5(3(1-16)20-9)21-23(18,19)22-6/h2-3,5-6,9,16H,1H2,(H,18,19)(H3,11,13,14,17)/t3-,5-,6-,9-/m1/s1"^^xsd:string ;
    chebi:inchikey "UASRYODFRYWBRC-UUOKFMHZSA-N"^^xsd:string ;
    chebi:mass "345.20530"^^xsd:string ;
    chebi:monoisotopicmass "345.04743"^^xsd:string ;
    chebi:smiles "Nc1nc2n(cnc2c(=O)[nH]1)[C@@H]1O[C@H](CO)[C@H]2OP(O)(=O)O[C@@H]12"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:825"^^xsd:string,
        "CHEBI:19214"^^xsd:string ;
    oboInOwl:hasExactSynonym "2',3'-Cyclic GMP"^^xsd:string,
        "2-amino-9-[(3aR,4R,6R,6aR)-2-hydroxy-6-(hydroxymethyl)-2-oxidotetrahydrofuro[3,4-d][1,3,2]dioxaphosphol-4-yl]-1,9-dihydro-6H-purin-6-one"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "cyclic guanosine 2',3'-monophosphate"^^xsd:string,
        "guanosine 2',3'-cyclic monophosphate"^^xsd:string,
        "guanosine 2',3'-cyclic phosphate"^^xsd:string,
        "guanosine cyclic 2',3'-(hydrogen phosphate)"^^xsd:string,
        "guanosine cyclic-2',3'-monophosphate"^^xsd:string,
        "O(2'),O(3')-hydroxyphosphoryl-guanosine"^^xsd:string ;
    oboInOwl:id "CHEBI:28181"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:28185 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:61645"^^xsd:string,
        "CAS:2280-32-2"^^xsd:string,
        "KEGG:C01823"^^xsd:string,
        "KNApSAcK:C00018690"^^xsd:string,
        "MetaCyc:CPD-4823"^^xsd:string,
        "PDBeChem:KNC"^^xsd:string ;
    rdfs:label "kanamycin C"^^xsd:string ;
    rdfs:subClassOf CHEBI:24951,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:72755 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C18H36N4O11"^^xsd:string ;
    chebi:inchi "InChI=1S/C18H36N4O11/c19-4-1-5(20)16(33-18-13(28)8(21)10(25)6(2-23)31-18)14(29)15(4)32-17-9(22)12(27)11(26)7(3-24)30-17/h4-18,23-29H,1-3,19-22H2/t4-,5+,6+,7+,8-,9+,10+,11+,12+,13+,14-,15+,16-,17+,18+/m0/s1"^^xsd:string ;
    chebi:inchikey "WZDRWYJKESFZMB-FQSMHNGLSA-N"^^xsd:string ;
    chebi:mass "484.49880"^^xsd:string ;
    chebi:monoisotopicmass "484.23806"^^xsd:string ;
    chebi:smiles "N[C@H]1C[C@@H](N)[C@H](O[C@H]2O[C@H](CO)[C@@H](O)[C@H](N)[C@H]2O)[C@@H](O)[C@@H]1O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1N"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:6108"^^xsd:string,
        "CHEBI:24950"^^xsd:string ;
    oboInOwl:hasExactSynonym "(1R,2S,3S,4R,6S)-4,6-diamino-3-(3-amino-3-deoxy-alpha-D-glucopyranosyloxy)-2-hydroxycyclohexyl 2-amino-2-deoxy-alpha-D-glucopyranoside"^^xsd:string,
        "Kanamycin C"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:28185"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:28225 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1721721"^^xsd:string,
        "CAS:328-38-1"^^xsd:string,
        "DrugBank:DB01746"^^xsd:string,
        "Gmelin:82675"^^xsd:string,
        "HMDB:HMDB0013773"^^xsd:string,
        "KEGG:C01570"^^xsd:string,
        "PDBeChem:DLE"^^xsd:string,
        "PMID:15375647"^^xsd:string,
        "PMID:21941889"^^xsd:string,
        "PMID:24097941"^^xsd:string,
        "Reaxys:1721721"^^xsd:string,
        "YMDB:YMDB00997"^^xsd:string ;
    rdfs:label "D-leucine"^^xsd:string ;
    definition: "The D-enantiomer of leucine."^^xsd:string ;
    rdfs:subClassOf CHEBI:16733,
        CHEBI:25017,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:32623 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:32624 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:15603 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:143079 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76969 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H13NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H13NO2/c1-4(2)3-5(7)6(8)9/h4-5H,3,7H2,1-2H3,(H,8,9)/t5-/m1/s1"^^xsd:string ;
    chebi:inchikey "ROHFNLRQFUQHCH-RXMQYKEDSA-N"^^xsd:string ;
    chebi:mass "131.17296"^^xsd:string ;
    chebi:monoisotopicmass "131.09463"^^xsd:string ;
    chebi:smiles "CC(C)C[C@@H](N)C(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:4202"^^xsd:string,
        "CHEBI:21045"^^xsd:string,
        "CHEBI:41908"^^xsd:string ;
    oboInOwl:hasExactSynonym "D-LEUCINE"^^xsd:string,
        "D-Leucine"^^xsd:string,
        "D-leucine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2R)-2-amino-4-methylpentanoic acid"^^xsd:string,
        "(R)-(-)-leucine"^^xsd:string,
        "(R)-leucine"^^xsd:string,
        "D-2-Amino-4-methylvaleric acid"^^xsd:string,
        "D-Leucin"^^xsd:string,
        "D-Leuzin"^^xsd:string,
        "DLE"^^xsd:string ;
    oboInOwl:id "CHEBI:28225"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:28230 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:92705"^^xsd:string,
        "CAS:520-33-2"^^xsd:string,
        "Drug_Central:1362"^^xsd:string,
        "DrugBank:DB01094"^^xsd:string,
        "HMDB:HMDB0005782"^^xsd:string,
        "KEGG:C01709"^^xsd:string,
        "KNApSAcK:C00000968"^^xsd:string,
        "LINCS:LSM-20933"^^xsd:string,
        "LIPID_MAPS_instance:LMPK12140003"^^xsd:string,
        "MetaCyc:CPD-7072"^^xsd:string,
        "PMID:16964766"^^xsd:string,
        "PMID:22409373"^^xsd:string,
        "PMID:22794525"^^xsd:string,
        "PMID:22899565"^^xsd:string,
        "PMID:22903244"^^xsd:string,
        "Reaxys:92705"^^xsd:string,
        "Wikipedia:Hesperetin"^^xsd:string ;
    rdfs:label "hesperetin"^^xsd:string ;
    definition: "A trihydroxyflavanone having the three hydroxy gropus located at the 3'-, 5- and 7-positions and an additional methoxy substituent at the 4'-position."^^xsd:string ;
    rdfs:subClassOf CHEBI:38738,
        CHEBI:38739,
        CHEBI:48024,
        CHEBI:140332,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:61249 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:22586 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35610 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C16H14O6"^^xsd:string ;
    chebi:inchi "InChI=1S/C16H14O6/c1-21-13-3-2-8(4-10(13)18)14-7-12(20)16-11(19)5-9(17)6-15(16)22-14/h2-6,14,17-19H,7H2,1H3/t14-/m0/s1"^^xsd:string ;
    chebi:inchikey "AIONOLUJZLIMTK-AWEZNQCLSA-N"^^xsd:string ;
    chebi:mass "302.27880"^^xsd:string ;
    chebi:monoisotopicmass "302.07904"^^xsd:string ;
    chebi:smiles "COc1ccc(cc1O)[C@@H]1CC(=O)c2c(O)cc(O)cc2O1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:5681"^^xsd:string,
        "CHEBI:24529"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2S)-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-2,3-dihydro-4H-chromen-4-one"^^xsd:string,
        "Hesperetin"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3',5,7-Trihydroxy-4'-methoxyflavanone"^^xsd:string,
        "(2S)-hesperetin"^^xsd:string,
        "(-)-(S)-hesperetin"^^xsd:string,
        "(-)-hesperetin"^^xsd:string,
        "(S)-2,3-dihydro-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one"^^xsd:string ;
    oboInOwl:id "CHEBI:28230"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:28241 a owl:Class ;
    oboInOwl:hasDbXref "CAS:58-74-2"^^xsd:string,
        "Drug_Central:2056"^^xsd:string,
        "DrugBank:DB01113"^^xsd:string,
        "HMDB:HMDB0015245"^^xsd:string,
        "KEGG:C06533"^^xsd:string,
        "KEGG:D07425"^^xsd:string,
        "KNApSAcK:C00001899"^^xsd:string,
        "KNApSAcK:C00027467"^^xsd:string,
        "LINCS:LSM-2338"^^xsd:string,
        "MetaCyc:CPD-15742"^^xsd:string,
        "PDBeChem:EV1"^^xsd:string,
        "PMID:11971205"^^xsd:string,
        "PMID:24414229"^^xsd:string,
        "Reaxys:312930"^^xsd:string,
        "Wikipedia:Papaverine"^^xsd:string ;
    rdfs:label "papaverine"^^xsd:string ;
    definition: "A benzylisoquinoline alkaloid that is isoquinoline substituted by methoxy groups at positions 6 and 7 and a 3,4-dimethoxybenzyl group at position 1. It has been isolated from Papaver somniferum."^^xsd:string ;
    rdfs:subClassOf CHEBI:22750,
        CHEBI:24922,
        CHEBI:51681,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35620 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:53784 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C20H21NO4"^^xsd:string ;
    chebi:inchi "InChI=1S/C20H21NO4/c1-22-17-6-5-13(10-18(17)23-2)9-16-15-12-20(25-4)19(24-3)11-14(15)7-8-21-16/h5-8,10-12H,9H2,1-4H3"^^xsd:string ;
    chebi:inchikey "XQYZDYMELSJDRZ-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "339.38500"^^xsd:string ;
    chebi:monoisotopicmass "339.14706"^^xsd:string ;
    chebi:smiles "COc1ccc(Cc2nccc3cc(OC)c(OC)cc23)cc1OC"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:7918"^^xsd:string,
        "CHEBI:25852"^^xsd:string ;
    oboInOwl:hasExactSynonym "1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:28241"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:28262 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:506008"^^xsd:string,
        "CAS:67-68-5"^^xsd:string,
        "Chemspider:659"^^xsd:string,
        "Drug_Central:906"^^xsd:string,
        "DrugBank:DB01093"^^xsd:string,
        "FooDB:FDB000764"^^xsd:string,
        "Gmelin:1556"^^xsd:string,
        "HMDB:HMDB0002151"^^xsd:string,
        "KEGG:C11143"^^xsd:string,
        "KEGG:D01043"^^xsd:string,
        "KNApSAcK:C00053120"^^xsd:string,
        "LINCS:LSM-36361"^^xsd:string,
        "MetaCyc:DMSO"^^xsd:string,
        "PDBeChem:DMS"^^xsd:string,
        "PMID:3510103"^^xsd:string,
        "PMID:3898376"^^xsd:string,
        "PMID:3916302"^^xsd:string,
        "PMID:4223708"^^xsd:string,
        "PMID:4556944"^^xsd:string,
        "PMID:4963226"^^xsd:string,
        "PMID:6309056"^^xsd:string,
        "PMID:6379027"^^xsd:string,
        "PMID:10298633"^^xsd:string,
        "PMID:11162043"^^xsd:string,
        "PMID:11350866"^^xsd:string,
        "PMID:11474739"^^xsd:string,
        "PMID:12663039"^^xsd:string,
        "PMID:15237653"^^xsd:string,
        "PMID:15588915"^^xsd:string,
        "PMID:15868171"^^xsd:string,
        "PMID:16434015"^^xsd:string,
        "PMID:16522014"^^xsd:string,
        "PMID:19096138"^^xsd:string,
        "PMID:19382398"^^xsd:string,
        "PMID:19443933"^^xsd:string,
        "PMID:20828537"^^xsd:string,
        "PMID:21426213"^^xsd:string,
        "PMID:22030943"^^xsd:string,
        "PMID:22722716"^^xsd:string,
        "PMID:22768202"^^xsd:string,
        "PMID:22814967"^^xsd:string,
        "PMID:23050031"^^xsd:string,
        "PMID:23313473"^^xsd:string,
        "PMID:28220525"^^xsd:string,
        "PMID:29938311"^^xsd:string,
        "PMID:31489176"^^xsd:string,
        "Reaxys:506008"^^xsd:string,
        "UM-BBD_compID:c0236"^^xsd:string,
        "Wikipedia:Dimethyl_sulfoxide"^^xsd:string ;
    rdfs:label "dimethyl sulfoxide"^^xsd:string ;
    definition: "A 2-carbon sulfoxide in which the sulfur atom has two methyl substituents."^^xsd:string ;
    rdfs:subClassOf CHEBI:22063,
        CHEBI:134179,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:22333 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35481 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37335 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48358 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48578 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50247 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:176497 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C2H6OS"^^xsd:string ;
    chebi:inchi "InChI=1S/C2H6OS/c1-4(2)3/h1-2H3"^^xsd:string ;
    chebi:inchikey "IAZDPXIOMUYVGZ-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "78.13444"^^xsd:string ;
    chebi:monoisotopicmass "78.01394"^^xsd:string ;
    chebi:smiles "CS(C)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:4612"^^xsd:string,
        "CHEBI:23801"^^xsd:string,
        "CHEBI:42138"^^xsd:string ;
    oboInOwl:hasExactSynonym "(methanesulfinyl)methane"^^xsd:string,
        "DIMETHYL SULFOXIDE"^^xsd:string,
        "Dimethyl sulfoxide"^^xsd:string,
        "dimethyl sulfoxide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(CH3)2SO"^^xsd:string,
        "dimethyl sulfoxide"^^xsd:string,
        "dimethyl sulfur oxide"^^xsd:string,
        "dimethyl sulphoxide"^^xsd:string,
        "dimethyli sulfoxidum"^^xsd:string,
        "Dimethylsulfoxid"^^xsd:string,
        "dimethylsulfoxyde"^^xsd:string,
        "dimetil sulfoxido"^^xsd:string,
        "DMSO"^^xsd:string,
        "dmso"^^xsd:string,
        "methylsulfinylmethane"^^xsd:string,
        "S(O)Me2"^^xsd:string,
        "sulfinylbis(methane)"^^xsd:string ;
    oboInOwl:id "CHEBI:28262"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:28299 a owl:Class ;
    oboInOwl:hasDbXref "CAS:21637-25-2"^^xsd:string,
        "KEGG:C05623"^^xsd:string,
        "Reaxys:1444784"^^xsd:string ;
    rdfs:label "quercetin 3-O-beta-D-glucofuranoside"^^xsd:string ;
    definition: "A quercetin O-glucoside in which a glucofuranosyl residue is attached at position 3 of quercetin via a beta-glycosidic linkage."^^xsd:string ;
    rdfs:subClassOf CHEBI:22798,
        CHEBI:38684,
        CHEBI:63367,
        CHEBI:64621,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:25212 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C21H20O12"^^xsd:string ;
    chebi:inchi "InChI=1S/C21H20O12/c22-6-12(27)19-16(29)17(30)21(32-19)33-20-15(28)14-11(26)4-8(23)5-13(14)31-18(20)7-1-2-9(24)10(25)3-7/h1-5,12,16-17,19,21-27,29-30H,6H2/t12-,16-,17-,19-,21+/m1/s1"^^xsd:string ;
    chebi:inchikey "OPJZLUXFQFQYAI-GNPVFZCLSA-N"^^xsd:string ;
    chebi:mass "464.37630"^^xsd:string ;
    chebi:monoisotopicmass "464.09548"^^xsd:string ;
    chebi:smiles "[H][C@@]1(O[C@@H](Oc2c(oc3cc(O)cc(O)c3c2=O)-c2ccc(O)c(O)c2)[C@H](O)[C@H]1O)[C@H](O)CO"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:8702"^^xsd:string,
        "CHEBI:26478"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl beta-D-glucofuranoside"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-(3,4-Dihidroxyphenyl)-3-(beta-D-glucofuranosyloxy)-5,7-dihydroxy-4H-1-benzopyran-4-one"^^xsd:string,
        "3,3',4',5,7-Pentahydroxyflavone 3-beta-D-glucofuranoside"^^xsd:string,
        "Isoquercitrin"^^xsd:string,
        "Isoquercitroside"^^xsd:string,
        "Isotrifoliin"^^xsd:string,
        "Quercetin 3-O-glucoside"^^xsd:string ;
    oboInOwl:id "CHEBI:28299"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:28300 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1723795"^^xsd:string,
        "CAS:585-21-7"^^xsd:string,
        "CAS:6899-04-3"^^xsd:string,
        "Gmelin:27318"^^xsd:string,
        "KEGG:C00303"^^xsd:string,
        "KNApSAcK:C00001359"^^xsd:string,
        "Reaxys:1723795"^^xsd:string,
        "Wikipedia:Glutamine"^^xsd:string ;
    rdfs:label "glutamine"^^xsd:string ;
    definition: "An alpha-amino acid that consists of butyric acid bearing an amino substituent at position 2 and a carbamoyl substituent at position 4."^^xsd:string ;
    rdfs:subClassOf CHEBI:26167,
        CHEBI:33704,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:32678 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:32679 ],
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:50331 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78675 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5H10N2O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H10N2O3/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H2,7,8)(H,9,10)"^^xsd:string ;
    chebi:inchikey "ZDXPYRJPNDTMRX-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "146.14458"^^xsd:string ;
    chebi:monoisotopicmass "146.06914"^^xsd:string ;
    chebi:smiles "NC(CCC(N)=O)C(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:5432"^^xsd:string,
        "CHEBI:24316"^^xsd:string ;
    oboInOwl:hasExactSynonym "Glutamine"^^xsd:string,
        "glutamine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2,5-diamino-5-oxopentanoic acid"^^xsd:string,
        "2-amino-4-carbamoylbutanoic acid"^^xsd:string,
        "2-Aminoglutaramic acid"^^xsd:string,
        "glutamic acid gamma-amide"^^xsd:string,
        "Glutamin"^^xsd:string,
        "Glutaminsaeure-5-amid"^^xsd:string,
        "Hgln"^^xsd:string ;
    oboInOwl:id "CHEBI:28300"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:28304 a owl:Class ;
    oboInOwl:hasDbXref "CAS:9005-49-6"^^xsd:string,
        "DrugBank:DB01109"^^xsd:string,
        "KEGG:C00374"^^xsd:string,
        "KEGG:D07510"^^xsd:string,
        "PMID:8713797"^^xsd:string,
        "PMID:16860191"^^xsd:string,
        "PMID:18809206"^^xsd:string,
        "Wikipedia:Heparin"^^xsd:string ;
    rdfs:label "heparin"^^xsd:string ;
    definition: "A highly sulfated linear glycosaminoglycan comprising complex patterns of uronic acid-(1->4)-D-glucosamine repeating subunits. Used as an injectable anticoagulant, it has the highest negative charge density of any known biological molecule."^^xsd:string ;
    rdfs:subClassOf CHEBI:24505,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50249 ] ;
    chebi:formula "(C26H40N2O36S5)n"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:5664"^^xsd:string,
        "CHEBI:24501"^^xsd:string ;
    oboInOwl:hasExactSynonym "Heparin"^^xsd:string,
        "heparin"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Bemiparin"^^xsd:string,
        "Certoparin"^^xsd:string,
        "Cy 222"^^xsd:string,
        "Enoxaparin"^^xsd:string,
        "Fluxum"^^xsd:string,
        "heparina"^^xsd:string,
        "heparine"^^xsd:string,
        "Heparinic acid"^^xsd:string,
        "heparinum"^^xsd:string,
        "Parnaparin"^^xsd:string,
        "Reviparin"^^xsd:string,
        "Sandoparin"^^xsd:string ;
    oboInOwl:id "CHEBI:28304"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:28306 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:506319"^^xsd:string,
        "CAS:57-56-7"^^xsd:string,
        "Gmelin:100758"^^xsd:string,
        "KEGG:C02077"^^xsd:string,
        "MetaCyc:SEMICARBAZIDE"^^xsd:string,
        "PMID:11958526"^^xsd:string,
        "PMID:17499072"^^xsd:string,
        "PMID:23194563"^^xsd:string,
        "PMID:23683401"^^xsd:string,
        "Reaxys:506319"^^xsd:string,
        "Wikipedia:Semicarbazide"^^xsd:string ;
    rdfs:label "semicarbazide"^^xsd:string ;
    definition: "A monocarboxylic acid amide that is urea where one of the amino groups has been replaced with hydrazine."^^xsd:string ;
    rdfs:subClassOf CHEBI:29347,
        CHEBI:35363,
        CHEBI:47857,
        CHEBI:64708 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "CH5N3O"^^xsd:string ;
    chebi:inchi "InChI=1S/CH5N3O/c2-1(5)4-3/h3H2,(H3,2,4,5)"^^xsd:string ;
    chebi:inchikey "DUIOPKIIICUYRZ-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "75.07002"^^xsd:string ;
    chebi:monoisotopicmass "75.04326"^^xsd:string ;
    chebi:smiles "NNC(N)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:9102"^^xsd:string,
        "CHEBI:26644"^^xsd:string ;
    oboInOwl:hasExactSynonym "hydrazinecarboxamide"^^xsd:string,
        "Semicarbazide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Aminoharnstoff"^^xsd:string,
        "Aminourea"^^xsd:string,
        "Carbamidsaeurehydrazid"^^xsd:string,
        "Carbamoylhydrazine"^^xsd:string,
        "carbamylhydrazine"^^xsd:string,
        "carbazamide"^^xsd:string,
        "Hydrazinecarboxamide"^^xsd:string,
        "Semikarbazid"^^xsd:string ;
    oboInOwl:id "CHEBI:28306"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:28346 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1374088"^^xsd:string,
        "CAS:54-04-6"^^xsd:string,
        "KEGG:C06546"^^xsd:string,
        "KNApSAcK:C00001419"^^xsd:string,
        "PMID:14516493"^^xsd:string,
        "PMID:20890669"^^xsd:string,
        "PMID:22251567"^^xsd:string,
        "PMID:22900815"^^xsd:string,
        "PMID:25036425"^^xsd:string,
        "Reaxys:1374088"^^xsd:string,
        "Wikipedia:Mescaline"^^xsd:string ;
    rdfs:label "mescaline"^^xsd:string ;
    definition: "A phenethylamine alkaloid that is phenethylamine substituted at positions 3, 4 and 5 by methoxy groups."^^xsd:string ;
    rdfs:subClassOf CHEBI:38605,
        CHEBI:50994,
        CHEBI:51683,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35499 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C11H17NO3"^^xsd:string ;
    chebi:inchi "InChI=1S/C11H17NO3/c1-13-9-6-8(4-5-12)7-10(14-2)11(9)15-3/h6-7H,4-5,12H2,1-3H3"^^xsd:string ;
    chebi:inchikey "RHCSKNNOAZULRK-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "211.25760"^^xsd:string ;
    chebi:monoisotopicmass "211.12084"^^xsd:string ;
    chebi:smiles "COc1cc(CCN)cc(OC)c1OC"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:6776"^^xsd:string,
        "CHEBI:25202"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-(3,4,5-trimethoxyphenyl)ethanamine"^^xsd:string,
        "Mescaline"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-amino-2-(3,4,5-trimethoxyphenyl)ethane"^^xsd:string,
        "3,4,5-trimethoxybenzeneethanamine"^^xsd:string,
        "3,4,5-trimethoxyphenethylamine"^^xsd:string,
        "3,4,5-trimethoxyphenylethylamine"^^xsd:string,
        "Mescalin"^^xsd:string,
        "mescalina"^^xsd:string,
        "Meskalin"^^xsd:string,
        "mezcalina"^^xsd:string,
        "TMPEA"^^xsd:string ;
    oboInOwl:id "CHEBI:28346"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:28368 a owl:Class ;
    oboInOwl:hasDbXref "CAS:303-81-1"^^xsd:string,
        "Drug_Central:1974"^^xsd:string,
        "DrugBank:DB01051"^^xsd:string,
        "HMDB:HMDB0015185"^^xsd:string,
        "KEGG:C05080"^^xsd:string,
        "KNApSAcK:C00002487"^^xsd:string,
        "LINCS:LSM-5910"^^xsd:string,
        "Patent:WO2012049521"^^xsd:string,
        "Patent:WO2012103487"^^xsd:string,
        "PDBeChem:NOV"^^xsd:string,
        "PMID:9687383"^^xsd:string,
        "PMID:17132020"^^xsd:string,
        "PMID:18418407"^^xsd:string,
        "PMID:19282394"^^xsd:string,
        "PMID:19762445"^^xsd:string,
        "PMID:20325309"^^xsd:string,
        "PMID:21388139"^^xsd:string,
        "PMID:22897434"^^xsd:string,
        "PMID:26844397"^^xsd:string,
        "PMID:26926630"^^xsd:string,
        "PMID:27829510"^^xsd:string,
        "PMID:27914946"^^xsd:string,
        "PMID:28246042"^^xsd:string,
        "PMID:28316592"^^xsd:string,
        "Reaxys:1445842"^^xsd:string ;
    rdfs:label "novobiocin"^^xsd:string ;
    definition: "A coumarin-derived antibiotic obtained from Streptomyces niveus."^^xsd:string ;
    rdfs:subClassOf CHEBI:23003,
        CHEBI:25698,
        CHEBI:29347,
        CHEBI:33853,
        CHEBI:35313,
        CHEBI:37912,
        CHEBI:63367,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:71339 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:33282 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50750 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:62868 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C31H36N2O11"^^xsd:string ;
    chebi:inchi "InChI=1S/C31H36N2O11/c1-14(2)7-8-16-13-17(9-11-19(16)34)27(37)33-21-22(35)18-10-12-20(15(3)24(18)42-28(21)38)41-29-23(36)25(43-30(32)39)26(40-6)31(4,5)44-29/h7,9-13,23,25-26,29,34-36H,8H2,1-6H3,(H2,32,39)(H,33,37)/t23-,25+,26-,29-/m1/s1"^^xsd:string ;
    chebi:inchikey "YJQPYGGHQPGBLI-KGSXXDOSSA-N"^^xsd:string ;
    chebi:mass "612.62430"^^xsd:string ;
    chebi:monoisotopicmass "612.23191"^^xsd:string ;
    chebi:smiles "CO[C@@H]1[C@@H](OC(N)=O)[C@@H](O)[C@H](Oc2ccc3c(O)c(NC(=O)c4ccc(O)c(CC=C(C)C)c4)c(=O)oc3c2C)OC1(C)C"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:7644"^^xsd:string,
        "CHEBI:25597"^^xsd:string,
        "CHEBI:44505"^^xsd:string ;
    oboInOwl:hasExactSynonym "Novobiocin"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "N-{7-[(3-O-carbamoyl-6-deoxy-5-methyl-4-O-methyl-beta-D-gulopyranosyl)oxy]-4-hydroxy-8-methyl-2-oxo-2H-chromen-3-yl}-4-hydroxy-3-(3-methylbut-2-en-1-yl)benzamide"^^xsd:string,
        "novobiocina"^^xsd:string,
        "novobiocine"^^xsd:string,
        "novobiocinum"^^xsd:string ;
    oboInOwl:id "CHEBI:28368"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:28383 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C04025"^^xsd:string ;
    rdfs:label "alpha,omega-dicarboxylic acid"^^xsd:string ;
    rdfs:subClassOf CHEBI:35692 ;
    oboInOwl:hasAlternativeId "CHEBI:10197"^^xsd:string,
        "CHEBI:13780"^^xsd:string,
        "CHEBI:22361"^^xsd:string ;
    oboInOwl:hasExactSynonym "alpha,omega-Dicarboxylic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "alpha(omega)-Dicarboxylic acid"^^xsd:string,
        "alpha,omega-dicarboxylic acids"^^xsd:string ;
    oboInOwl:id "CHEBI:28383"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:28384 a owl:Class ;
    oboInOwl:hasDbXref "CAS:12001-79-5"^^xsd:string,
        "KEGG:C01628"^^xsd:string,
        "MetaCyc:CPD-11501"^^xsd:string,
        "PMID:26413183"^^xsd:string,
        "PMID:33255760"^^xsd:string,
        "PMID:34109217"^^xsd:string,
        "Wikipedia:Vitamin_K"^^xsd:string ;
    rdfs:label "vitamin K"^^xsd:string ;
    definition: "Any member of a group of fat-soluble 2-methyl-1,4-napthoquinones that exhibit biological activity against vitamin K deficiency. Vitamin K is required for the synthesis of prothrombin and certain other blood coagulation factors."^^xsd:string ;
    rdfs:subClassOf CHEBI:132142,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:24020 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ] ;
    oboInOwl:hasAlternativeId "CHEBI:10009"^^xsd:string,
        "CHEBI:27301"^^xsd:string,
        "CHEBI:27307"^^xsd:string ;
    oboInOwl:hasExactSynonym "Vitamin K"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "vitamin K vitamer"^^xsd:string,
        "vitamin K vitamers"^^xsd:string,
        "vitamine K"^^xsd:string,
        "vitamins K"^^xsd:string ;
    oboInOwl:id "CHEBI:28384"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:28425 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:2067408"^^xsd:string,
        "Beilstein:3227599"^^xsd:string,
        "CAS:432-70-2"^^xsd:string,
        "HMDB:HMDB0003993"^^xsd:string,
        "KEGG:C05433"^^xsd:string,
        "KNApSAcK:C00003765"^^xsd:string,
        "LIPID_MAPS_instance:LMPR01070258"^^xsd:string,
        "PMID:9408998"^^xsd:string,
        "PMID:23620017"^^xsd:string,
        "PMID:24169341"^^xsd:string,
        "Reaxys:2682045"^^xsd:string ;
    rdfs:label "alpha-carotene"^^xsd:string ;
    definition: "A cyclic carotene with a beta- and an epsilon-ring at opposite ends respectively."^^xsd:string ;
    rdfs:subClassOf CHEBI:35163,
        CHEBI:139120,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:67200 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C40H56"^^xsd:string ;
    chebi:inchi "InChI=1S/C40H56/c1-31(19-13-21-33(3)25-27-37-35(5)23-15-29-39(37,7)8)17-11-12-18-32(2)20-14-22-34(4)26-28-38-36(6)24-16-30-40(38,9)10/h11-14,17-23,25-28,37H,15-16,24,29-30H2,1-10H3/b12-11+,19-13+,20-14+,27-25+,28-26+,31-17+,32-18+,33-21+,34-22+"^^xsd:string ;
    chebi:inchikey "ANVAOWXLWRTKGA-JLTXGRSLSA-N"^^xsd:string ;
    chebi:mass "536.87264"^^xsd:string ;
    chebi:monoisotopicmass "536.43820"^^xsd:string ;
    chebi:smiles "CC(\\C=C\\C=C(C)\\C=C\\C1C(C)=CCCC1(C)C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)CCCC1(C)C"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:10215"^^xsd:string,
        "CHEBI:22447"^^xsd:string ;
    oboInOwl:hasExactSynonym "alpha-Carotene"^^xsd:string,
        "alpha-carotene"^^xsd:string,
        "beta,epsilon-carotene"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "all-trans-alpha-carotene"^^xsd:string ;
    oboInOwl:id "CHEBI:28425"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:28445 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:4779289"^^xsd:string,
        "CAS:57-22-7"^^xsd:string,
        "Drug_Central:2825"^^xsd:string,
        "DrugBank:DB00541"^^xsd:string,
        "HMDB:HMDB0014681"^^xsd:string,
        "KEGG:C07204"^^xsd:string,
        "KEGG:D08679"^^xsd:string,
        "KNApSAcK:C00001783"^^xsd:string,
        "MetaCyc:CPD-19894"^^xsd:string,
        "PMID:18520608"^^xsd:string,
        "PMID:30277559"^^xsd:string,
        "PMID:30429697"^^xsd:string,
        "PMID:30599272"^^xsd:string,
        "PMID:30604513"^^xsd:string,
        "PMID:30657998"^^xsd:string,
        "PMID:31048222"^^xsd:string,
        "PMID:31161774"^^xsd:string,
        "PMID:31214762"^^xsd:string,
        "PMID:31296986"^^xsd:string,
        "Wikipedia:Vincristine"^^xsd:string ;
    rdfs:label "vincristine"^^xsd:string ;
    definition: "A vinca alkaloid with formula C46H56N4O10 found in the Madagascar periwinkle, Catharanthus roseus. It is used (commonly as the corresponding sulfate salt)as a chemotherapy drug for the treatment of leukaemia, lymphoma, myeloma, breast cancer and head and neck cancer."^^xsd:string ;
    rdfs:subClassOf CHEBI:24079,
        CHEBI:25248,
        CHEBI:26878,
        CHEBI:27288,
        CHEBI:38163,
        CHEBI:38164,
        CHEBI:47622,
        CHEBI:50996,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:27375 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:143658 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35610 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:61951 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C46H56N4O10"^^xsd:string ;
    chebi:inchi "InChI=1S/C46H56N4O10/c1-7-42(55)22-28-23-45(40(53)58-5,36-30(14-18-48(24-28)25-42)29-12-9-10-13-33(29)47-36)32-20-31-34(21-35(32)57-4)50(26-51)38-44(31)16-19-49-17-11-15-43(8-2,37(44)49)39(60-27(3)52)46(38,56)41(54)59-6/h9-13,15,20-21,26,28,37-39,47,55-56H,7-8,14,16-19,22-25H2,1-6H3/t28-,37+,38-,39-,42+,43-,44-,45+,46+/m1/s1"^^xsd:string ;
    chebi:inchikey "OGWKCGZFUXNPDA-XQKSVPLYSA-N"^^xsd:string ;
    chebi:mass "824.95780"^^xsd:string ;
    chebi:monoisotopicmass "824.39964"^^xsd:string ;
    chebi:smiles "[H][C@@]12N3CC[C@@]11c4cc(c(OC)cc4N(C=O)[C@@]1([H])[C@](O)([C@H](OC(C)=O)[C@]2(CC)C=CC3)C(=O)OC)[C@]1(C[C@@H]2C[N@](CCc3c1[nH]c1ccccc31)C[C@](O)(CC)C2)C(=O)OC"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:9987"^^xsd:string,
        "CHEBI:27289"^^xsd:string ;
    oboInOwl:hasExactSynonym "22-oxovincaleukoblastine"^^xsd:string,
        "Vincristine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "22-oxo-vincaleukoblastine"^^xsd:string,
        "22-Oxovincaleukoblastine"^^xsd:string,
        "(+)-Vincristine"^^xsd:string,
        "leucristine"^^xsd:string,
        "leurocristine"^^xsd:string,
        "oncovin"^^xsd:string,
        "vincristin"^^xsd:string,
        "vinkristin"^^xsd:string ;
    oboInOwl:id "CHEBI:28445"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:28479 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:2212157"^^xsd:string,
        "CAS:556-02-5"^^xsd:string,
        "DrugBank:DB03839"^^xsd:string,
        "ECMDB:ECMDB21520"^^xsd:string,
        "Gmelin:603524"^^xsd:string,
        "KEGG:C06420"^^xsd:string,
        "MetaCyc:D-TYROSINE"^^xsd:string,
        "PDBeChem:DTY"^^xsd:string,
        "PMID:15292242"^^xsd:string,
        "PMID:23381872"^^xsd:string,
        "PMID:24936396"^^xsd:string,
        "Reaxys:2212157"^^xsd:string,
        "YMDB:YMDB00805"^^xsd:string ;
    rdfs:label "D-tyrosine"^^xsd:string ;
    definition: "An optically active form of tyrosine having D-configuration."^^xsd:string ;
    rdfs:subClassOf CHEBI:16733,
        CHEBI:18186,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:32773 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:32775 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:17895 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:58570 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C9H11NO3"^^xsd:string ;
    chebi:inchi "InChI=1S/C9H11NO3/c10-8(9(12)13)5-6-1-3-7(11)4-2-6/h1-4,8,11H,5,10H2,(H,12,13)/t8-/m1/s1"^^xsd:string ;
    chebi:inchikey "OUYCCCASQSFEME-MRVPVSSYSA-N"^^xsd:string ;
    chebi:mass "181.18858"^^xsd:string ;
    chebi:monoisotopicmass "181.07389"^^xsd:string ;
    chebi:smiles "N[C@H](Cc1ccc(O)cc1)C(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:4258"^^xsd:string,
        "CHEBI:21111"^^xsd:string,
        "CHEBI:42299"^^xsd:string ;
    oboInOwl:hasExactSynonym "D-TYROSINE"^^xsd:string,
        "D-Tyrosine"^^xsd:string,
        "D-tyrosine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2R)-2-amino-3-(4-hydroxyphenyl)propanoic acid"^^xsd:string,
        "(R)-2-Amino-3-(p-hydroxyphenyl)propionic acid"^^xsd:string,
        "(R)-3-(p-Hydroxyphenyl)alanine"^^xsd:string,
        "D-Tyr"^^xsd:string,
        "D-Tyrosin"^^xsd:string,
        "DTY"^^xsd:string ;
    oboInOwl:id "CHEBI:28479"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:28487 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:102014"^^xsd:string,
        "Beilstein:5326088"^^xsd:string,
        "CAS:50-55-5"^^xsd:string,
        "Drug_Central:2370"^^xsd:string,
        "DrugBank:DB00206"^^xsd:string,
        "HMDB:HMDB0014351"^^xsd:string,
        "KEGG:C06539"^^xsd:string,
        "KEGG:D00197"^^xsd:string,
        "KNApSAcK:C00001763"^^xsd:string,
        "LINCS:LSM-4162"^^xsd:string,
        "PMID:20701244"^^xsd:string,
        "PMID:20825390"^^xsd:string,
        "PMID:24603678"^^xsd:string,
        "Reaxys:102014"^^xsd:string,
        "Wikipedia:Reserpine"^^xsd:string ;
    rdfs:label "reserpine"^^xsd:string ;
    definition: "An alkaloid found in the roots of Rauwolfia serpentina and R. vomitoria."^^xsd:string ;
    rdfs:subClassOf CHEBI:25248,
        CHEBI:27358,
        CHEBI:38481,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:46690 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35640 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35674 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35703 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:65190 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76779 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78298 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C33H40N2O9"^^xsd:string ;
    chebi:inchi "InChI=1S/C33H40N2O9/c1-38-19-7-8-20-21-9-10-35-16-18-13-27(44-32(36)17-11-25(39-2)30(41-4)26(12-17)40-3)31(42-5)28(33(37)43-6)22(18)15-24(35)29(21)34-23(20)14-19/h7-8,11-12,14,18,22,24,27-28,31,34H,9-10,13,15-16H2,1-6H3/t18-,22+,24-,27-,28+,31+/m1/s1"^^xsd:string ;
    chebi:inchikey "QEVHRUUCFGRFIF-MDEJGZGSSA-N"^^xsd:string ;
    chebi:mass "608.67870"^^xsd:string ;
    chebi:monoisotopicmass "608.27338"^^xsd:string ;
    chebi:smiles "[H][C@]12C[C@@H](OC(=O)c3cc(OC)c(OC)c(OC)c3)[C@H](OC)[C@@H](C(=O)OC)[C@@]1([H])C[C@@]1([H])N(CCc3c1[nH]c1cc(OC)ccc31)C2"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:8808"^^xsd:string,
        "CHEBI:26531"^^xsd:string ;
    oboInOwl:hasExactSynonym "methyl (3beta,16beta,17alpha,18beta,20alpha)-11,17-dimethoxy-18-[(3,4,5-trimethoxybenzoyl)oxy]yohimban-16-carboxylate"^^xsd:string,
        "Reserpine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3,4,5-trimethoxybenzoyl methyl reserpate"^^xsd:string,
        "(3beta,16beta,17alpha,18beta,20alpha)-11,17-dimethoxy-18-[(3,4,5-trimethoxybenzoyl)oxy]yohimban-16-carboxylic acid methyl ester"^^xsd:string,
        "(-)-reserpine"^^xsd:string,
        "Apoplon"^^xsd:string,
        "Reserpin"^^xsd:string,
        "Serpalan"^^xsd:string ;
    oboInOwl:id "CHEBI:28487"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:28494 a owl:Class ;
    oboInOwl:hasDbXref "DrugBank:DB03429"^^xsd:string,
        "KEGG:C05980"^^xsd:string,
        "LIPID_MAPS_instance:LMGP12010000"^^xsd:string,
        "PDBeChem:CDN"^^xsd:string,
        "PMID:1694860"^^xsd:string,
        "PMID:2413066"^^xsd:string,
        "PMID:3196084"^^xsd:string,
        "PMID:10540156"^^xsd:string,
        "PMID:11339809"^^xsd:string,
        "PMID:16341241"^^xsd:string,
        "PMID:17294083"^^xsd:string,
        "PMID:18515061"^^xsd:string,
        "PMID:18790112"^^xsd:string,
        "PMID:19303420"^^xsd:string,
        "PMID:19962311"^^xsd:string,
        "PMID:22819940"^^xsd:string,
        "PMID:28458255"^^xsd:string,
        "Wikipedia:Cardiolipin"^^xsd:string ;
    rdfs:label "cardiolipin"^^xsd:string ;
    definition: "A phosphatidylglycerol composed of two molecules of phosphatidic acid covalently linked to a molecule of glycerol."^^xsd:string ;
    rdfs:subClassOf CHEBI:17517,
        CHEBI:166988,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:62237 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C13H18O17P2R4"^^xsd:string ;
    chebi:mass "508.21930"^^xsd:string ;
    chebi:monoisotopicmass "508.00192"^^xsd:string ;
    chebi:smiles "OC(COP(O)(=O)OC[C@@H](COC([*])=O)OC([*])=O)COP(O)(=O)OC[C@@H](COC([*])=O)OC([*])=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:3411"^^xsd:string,
        "CHEBI:23037"^^xsd:string,
        "CHEBI:41403"^^xsd:string ;
    oboInOwl:hasExactSynonym "1',3'-bis(1,2-diacyl-sn-glycero-3-phospho)-sn-glycerol"^^xsd:string,
        "CARDIOLIPIN"^^xsd:string,
        "Cardiolipin"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1',3'-Bis(1,2-diacyl-sn-glycero-3-phospho)-sn-glycerol"^^xsd:string,
        "cardiolipins"^^xsd:string,
        "Diphosphatidylglycerol"^^xsd:string,
        "DPG"^^xsd:string ;
    oboInOwl:id "CHEBI:28494"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:28499 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:304401"^^xsd:string,
        "CAS:520-18-3"^^xsd:string,
        "DrugBank:DB01852"^^xsd:string,
        "HMDB:HMDB0005801"^^xsd:string,
        "KEGG:C05903"^^xsd:string,
        "KNApSAcK:C00004565"^^xsd:string,
        "LINCS:LSM-5304"^^xsd:string,
        "LIPID_MAPS_instance:LMPK12110003"^^xsd:string,
        "MetaCyc:CPD1F-90"^^xsd:string,
        "PDBeChem:KMP"^^xsd:string,
        "PMID:12592675"^^xsd:string,
        "PMID:15234754"^^xsd:string,
        "PMID:17426744"^^xsd:string,
        "PMID:17551714"^^xsd:string,
        "PMID:28166217"^^xsd:string,
        "Reaxys:304401"^^xsd:string,
        "Wikipedia:kaempferol"^^xsd:string ;
    rdfs:label "kaempferol"^^xsd:string ;
    definition: "A tetrahydroxyflavone in which the four hydroxy groups are located at positions 3, 5, 7 and 4'. Acting as an antioxidant by reducing oxidative stress, it is currently under consideration as a possible cancer treatment."^^xsd:string ;
    rdfs:subClassOf CHEBI:38684,
        CHEBI:52267,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:58573 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:33282 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76967 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:84087 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:85234 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:176497 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C15H10O6"^^xsd:string ;
    chebi:inchi "InChI=1S/C15H10O6/c16-8-3-1-7(2-4-8)15-14(20)13(19)12-10(18)5-9(17)6-11(12)21-15/h1-6,16-18,20H"^^xsd:string ;
    chebi:inchikey "IYRMWMYZSQPJKC-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "286.23630"^^xsd:string ;
    chebi:monoisotopicmass "286.04774"^^xsd:string ;
    chebi:smiles "Oc1ccc(cc1)-c1oc2cc(O)cc(O)c2c(=O)c1O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:6100"^^xsd:string,
        "CHEBI:24944"^^xsd:string,
        "CHEBI:43598"^^xsd:string ;
    oboInOwl:hasExactSynonym "3,5,7-trihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one"^^xsd:string,
        "Kaempferol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3,4',5,7-Tetrahydroxyflavone"^^xsd:string,
        "4H-1-Benzopyran-4-one, 3,5,7-trihydroxy-2-(4-hydroxyphenyl)-5,7,4'-Trihydroxyflavonol"^^xsd:string,
        "5,7,4'-trihydroxyflavonol"^^xsd:string,
        "C.I. 75640"^^xsd:string,
        "campherol"^^xsd:string,
        "Indigo yellow"^^xsd:string,
        "Kaempherol"^^xsd:string,
        "Kampherol"^^xsd:string,
        "Kempferol"^^xsd:string,
        "Nimbecetin"^^xsd:string,
        "Pelargidenolon"^^xsd:string,
        "Populnetin"^^xsd:string,
        "Rhamnolutein"^^xsd:string,
        "Rhamnolutin"^^xsd:string,
        "Robigenin"^^xsd:string,
        "Swartziol"^^xsd:string,
        "Trifolitin"^^xsd:string ;
    oboInOwl:id "CHEBI:28499"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:28502 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:128757"^^xsd:string,
        "CAS:59-98-3"^^xsd:string,
        "Drug_Central:2695"^^xsd:string,
        "DrugBank:DB00797"^^xsd:string,
        "HMDB:HMDB0014935"^^xsd:string,
        "KEGG:C07147"^^xsd:string,
        "KEGG:D08614"^^xsd:string,
        "LINCS:LSM-3020"^^xsd:string,
        "PMID:14366198"^^xsd:string,
        "PMID:23321455"^^xsd:string,
        "PMID:23438114"^^xsd:string,
        "Reaxys:128757"^^xsd:string,
        "Wikipedia:Tolazoline"^^xsd:string ;
    rdfs:label "tolazoline"^^xsd:string ;
    definition: "A member of the class of imidazoles that is 4,5-dihydro-1H-imidazole substituted by a benzyl group."^^xsd:string ;
    rdfs:subClassOf CHEBI:24780,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35620 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35674 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37890 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C10H12N2"^^xsd:string ;
    chebi:inchi "InChI=1S/C10H12N2/c1-2-4-9(5-3-1)8-10-11-6-7-12-10/h1-5H,6-8H2,(H,11,12)"^^xsd:string ;
    chebi:inchikey "JIVZKJJQOZQXQB-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "160.21576"^^xsd:string ;
    chebi:monoisotopicmass "160.10005"^^xsd:string ;
    chebi:smiles "C1CN=C(Cc2ccccc2)N1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:9614"^^xsd:string,
        "CHEBI:27018"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-benzyl-4,5-dihydro-1H-imidazole"^^xsd:string,
        "Tolazoline"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-Benzyl-2-imidazoline"^^xsd:string,
        "2-Benzyl-4,5-imidazoline"^^xsd:string,
        "2-Benzylimidazoline"^^xsd:string,
        "4,5-Dihydro-2-(phenylmethyl)-1H-imidazole"^^xsd:string ;
    oboInOwl:id "CHEBI:28502"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:28529 a owl:Class ;
    oboInOwl:hasDbXref "CAS:491-50-9"^^xsd:string,
        "KEGG:C12639"^^xsd:string,
        "KNApSAcK:C00005382"^^xsd:string,
        "LIPID_MAPS_instance:LMPK12112179"^^xsd:string,
        "MetaCyc:CPD-8006"^^xsd:string,
        "Patent:CN101375937"^^xsd:string,
        "PMID:7942041"^^xsd:string,
        "PMID:10418337"^^xsd:string,
        "PMID:22085305"^^xsd:string,
        "PMID:22741463"^^xsd:string,
        "Reaxys:70125"^^xsd:string ;
    rdfs:label "quercetin 7-O-beta-D-glucoside"^^xsd:string ;
    definition: "A quercetin O-glucoside in which a glucosyl residue is attached at position 7 of quercetin via a beta-glycosidic linkage."^^xsd:string ;
    rdfs:subClassOf CHEBI:22798,
        CHEBI:28802,
        CHEBI:38684,
        CHEBI:63367,
        CHEBI:64621,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:22586 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:25212 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C21H22O12"^^xsd:string ;
    chebi:inchi "InChI=1S/C21H20O12/c22-6-13-15(26)17(28)19(30)21(33-13)31-8-4-11(25)14-12(5-8)32-20(18(29)16(14)27)7-1-2-9(23)10(24)3-7/h1-5,13,15,17,19,21-26,28-30H,6H2/t13-,15-,17+,19-,21-/m1/s1"^^xsd:string ;
    chebi:inchikey "BBFYUPYFXSSMNV-HMGRVEAOSA-N"^^xsd:string ;
    chebi:mass "464.37630"^^xsd:string ;
    chebi:monoisotopicmass "464.09548"^^xsd:string ;
    chebi:smiles "OC[C@H]1O[C@@H](Oc2cc(O)c3c(c2)oc(-c2ccc(O)c(O)c2)c(O)c3=O)[C@H](O)[C@@H](O)[C@@H]1O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:8704"^^xsd:string,
        "CHEBI:26480"^^xsd:string,
        "CHEBI:32084"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-4-oxo-4H-chromen-7-yl beta-D-glucopyranoside"^^xsd:string,
        "Quercetin 7-O-beta-D-glucoside"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-(3,4-Dihydroxyphenyl)-7-(beta-D-glucopyranosyloxy)-3,5-dihydroxy-4H-1-benzopyran-4-one"^^xsd:string,
        "3,5-Dihydroxy-2-(3,4-dihydroxyphenyl)-7-(beta-D-glucopyranosyloxy)-4H-1-benzopyran-4-one"^^xsd:string,
        "Quercetin 7-O-glucoside"^^xsd:string,
        "quercimeritrin"^^xsd:string,
        "Quercimeritroside"^^xsd:string ;
    oboInOwl:id "CHEBI:28529"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:28544 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:76678"^^xsd:string,
        "CAS:71-63-6"^^xsd:string,
        "Drug_Central:881"^^xsd:string,
        "DrugBank:DB01396"^^xsd:string,
        "KEGG:C06955"^^xsd:string,
        "KEGG:D00297"^^xsd:string,
        "KNApSAcK:C00003617"^^xsd:string,
        "PMID:10438974"^^xsd:string,
        "PMID:10687899"^^xsd:string,
        "PMID:26573786"^^xsd:string,
        "Reaxys:76678"^^xsd:string,
        "Wikipedia:Digitoxin"^^xsd:string ;
    rdfs:label "digitoxin"^^xsd:string ;
    definition: "A cardenolide glycoside in which the 3beta-hydroxy group of digitoxigenin carries a 2,6-dideoxy-beta-D-ribo-hexopyranosyl-(1->4)-2,6-dideoxy-beta-D-ribo-hexopyranosyl-(1->4)-2,6-dideoxy-beta-D-ribo-hexopyranosyl trisaccharide chain."^^xsd:string ;
    rdfs:subClassOf CHEBI:38092,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:42219 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:145796 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:63510 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C41H64O13"^^xsd:string ;
    chebi:inchi "InChI=1S/C41H64O13/c1-20-36(46)29(42)16-34(49-20)53-38-22(3)51-35(18-31(38)44)54-37-21(2)50-33(17-30(37)43)52-25-8-11-39(4)24(15-25)6-7-28-27(39)9-12-40(5)26(10-13-41(28,40)47)23-14-32(45)48-19-23/h14,20-22,24-31,33-38,42-44,46-47H,6-13,15-19H2,1-5H3/t20-,21-,22-,24-,25+,26-,27+,28-,29+,30+,31+,33+,34+,35+,36-,37-,38-,39+,40-,41+/m1/s1"^^xsd:string ;
    chebi:inchikey "WDJUZGPOPHTGOT-XUDUSOBPSA-N"^^xsd:string ;
    chebi:mass "764.93910"^^xsd:string ;
    chebi:monoisotopicmass "764.43469"^^xsd:string ;
    chebi:smiles "[H][C@]12CC[C@]3([H])[C@]([H])(CC[C@]4(C)[C@]([H])(CC[C@]34O)C3=CC(=O)OC3)[C@@]1(C)CC[C@@H](C2)O[C@H]1C[C@H](O)[C@H](O[C@H]2C[C@H](O)[C@H](O[C@H]3C[C@H](O)[C@H](O)[C@@H](C)O3)[C@@H](C)O2)[C@@H](C)O1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:4549"^^xsd:string,
        "CHEBI:23728"^^xsd:string ;
    oboInOwl:hasExactSynonym "3beta-[2,6-dideoxy-beta-D-ribo-hexopyranosyl-(1->4)-2,6-dideoxy-beta-D-ribo-hexopyranosyl-(1->4)-2,6-dideoxy-beta-D-ribo-hexopyranosyloxy]-14-hydroxy-5beta-card-20(22)-enolide"^^xsd:string,
        "Digitoxin"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Crystodigin (TN)"^^xsd:string,
        "Digitoxoside"^^xsd:string ;
    oboInOwl:id "CHEBI:28544"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:28568 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:102555"^^xsd:string,
        "CAS:110-85-0"^^xsd:string,
        "CAS:142-88-1"^^xsd:string,
        "Chemspider:13835459"^^xsd:string,
        "Drug_Central:2188"^^xsd:string,
        "DrugBank:DB00592"^^xsd:string,
        "FooDB:FDB012189"^^xsd:string,
        "Gmelin:25695"^^xsd:string,
        "HMDB:HMDB0014730"^^xsd:string,
        "KEGG:C07973"^^xsd:string,
        "KEGG:D00807"^^xsd:string,
        "KEGG:D02145"^^xsd:string,
        "MetaCyc:PIPERAZINE"^^xsd:string,
        "PDBeChem:PZE"^^xsd:string,
        "Pesticides:piperazine"^^xsd:string,
        "PMID:9265850"^^xsd:string,
        "PMID:15017096"^^xsd:string,
        "PMID:16987490"^^xsd:string,
        "PMID:24201896"^^xsd:string,
        "PMID:28842264"^^xsd:string,
        "PMID:29438107"^^xsd:string,
        "PMID:32912125"^^xsd:string,
        "PMID:33336346"^^xsd:string,
        "PMID:33751807"^^xsd:string,
        "Reaxys:102555"^^xsd:string,
        "VSDB:1781"^^xsd:string,
        "Wikipedia:Piperazine"^^xsd:string ;
    rdfs:label "piperazine"^^xsd:string ;
    definition: "An azacycloalkane that consists of a six-membered ring containing two nitrogen atoms at opposite positions."^^xsd:string ;
    rdfs:subClassOf CHEBI:26144,
        CHEBI:36389,
        CHEBI:37949,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:136874 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35443 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C4H10N2"^^xsd:string ;
    chebi:inchi "InChI=1S/C4H10N2/c1-2-6-4-3-5-1/h5-6H,1-4H2"^^xsd:string ;
    chebi:inchikey "GLUUGHFHXGJENI-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "86.138"^^xsd:string ;
    chebi:monoisotopicmass "86.08440"^^xsd:string ;
    chebi:smiles "C1CNCCN1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:8235"^^xsd:string,
        "CHEBI:26143"^^xsd:string ;
    oboInOwl:hasExactSynonym "Piperazine"^^xsd:string,
        "piperazine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1,4-diazacyclohexane"^^xsd:string,
        "1,4-diethylenediamine"^^xsd:string,
        "1,4-piperazine"^^xsd:string,
        "Diethylenediamine"^^xsd:string,
        "hexahydro-1,4-diazine"^^xsd:string,
        "Piperazin"^^xsd:string,
        "Vermizine (TN)"^^xsd:string ;
    oboInOwl:id "CHEBI:28568"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:28572 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:75328"^^xsd:string,
        "CAS:24815-24-5"^^xsd:string,
        "Drug_Central:2369"^^xsd:string,
        "DrugBank:DB01180"^^xsd:string,
        "KEGG:C06540"^^xsd:string,
        "KEGG:D00198"^^xsd:string,
        "KNApSAcK:C00001762"^^xsd:string,
        "Wikipedia:Rescinnamine"^^xsd:string ;
    rdfs:label "rescinnamine"^^xsd:string ;
    rdfs:subClassOf CHEBI:25248,
        CHEBI:38164,
        CHEBI:38958,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:35631 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35674 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C35H42N2O9"^^xsd:string ;
    chebi:inchi "InChI=1S/C35H42N2O9/c1-40-21-8-9-22-23-11-12-37-18-20-15-29(46-30(38)10-7-19-13-27(41-2)33(43-4)28(14-19)42-3)34(44-5)31(35(39)45-6)24(20)17-26(37)32(23)36-25(22)16-21/h7-10,13-14,16,20,24,26,29,31,34,36H,11-12,15,17-18H2,1-6H3/b10-7+/t20-,24+,26-,29-,31+,34+/m1/s1"^^xsd:string ;
    chebi:inchikey "SZLZWPPUNLXJEA-QEGASFHISA-N"^^xsd:string ;
    chebi:mass "634.71606"^^xsd:string ;
    chebi:monoisotopicmass "634.28903"^^xsd:string ;
    chebi:smiles "[H][C@]12C[C@@H](OC(=O)\\C=C\\c3cc(OC)c(OC)c(OC)c3)[C@H](OC)[C@@H](C(=O)OC)[C@@]1([H])C[C@@]1([H])N(CCc3c1[nH]c1cc(OC)ccc31)C2"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:8807"^^xsd:string,
        "CHEBI:26530"^^xsd:string ;
    oboInOwl:hasExactSynonym "methyl 11,17alpha-dimethoxy-18beta-{[(2E)-3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]oxy}-3beta,20alpha-yohimban-16beta-carboxylate"^^xsd:string,
        "Rescinnamine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3,4,5-Trimethoxycinnamoyl methyl reserpate"^^xsd:string,
        "Trimethoxy cinnamoyl reserpate de methyl"^^xsd:string,
        "Tsuruselpi S"^^xsd:string ;
    oboInOwl:id "CHEBI:28572"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:28593 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:91866"^^xsd:string,
        "CAS:56-54-2"^^xsd:string,
        "Drug_Central:2346"^^xsd:string,
        "DrugBank:DB00908"^^xsd:string,
        "KEGG:C06527"^^xsd:string,
        "KEGG:D08458"^^xsd:string,
        "LINCS:LSM-3325"^^xsd:string,
        "PMID:445303"^^xsd:string,
        "PMID:8337232"^^xsd:string,
        "PMID:9864343"^^xsd:string,
        "PMID:12477351"^^xsd:string,
        "PMID:12699389"^^xsd:string,
        "PMID:14971904"^^xsd:string,
        "PMID:14973303"^^xsd:string,
        "PMID:15089813"^^xsd:string,
        "PMID:15225721"^^xsd:string,
        "PMID:15270556"^^xsd:string,
        "PMID:15328252"^^xsd:string,
        "PMID:16570918"^^xsd:string,
        "PMID:17132069"^^xsd:string,
        "PMID:17228875"^^xsd:string,
        "PMID:17249648"^^xsd:string,
        "PMID:17870541"^^xsd:string,
        "PMID:18324762"^^xsd:string,
        "PMID:18395298"^^xsd:string,
        "PMID:18788725"^^xsd:string,
        "PMID:23861085"^^xsd:string,
        "PMID:24130427"^^xsd:string,
        "Reaxys:91866"^^xsd:string ;
    rdfs:label "quinidine"^^xsd:string ;
    definition: "A cinchona alkaloid consisting of cinchonine with the hydrogen at the 6-position of the quinoline ring substituted by methoxy."^^xsd:string ;
    rdfs:subClassOf CHEBI:51323,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:35933 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37890 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38068 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38070 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38633 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48876 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50183 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50509 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77748 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77781 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:88188 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C20H24N2O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C20H24N2O2/c1-3-13-12-22-9-7-14(13)10-19(22)20(23)16-6-8-21-18-5-4-15(24-2)11-17(16)18/h3-6,8,11,13-14,19-20,23H,1,7,9-10,12H2,2H3/t13-,14-,19+,20-/m0/s1"^^xsd:string ;
    chebi:inchikey "LOUPRKONTZGTKE-LHHVKLHASA-N"^^xsd:string ;
    chebi:mass "324.41680"^^xsd:string ;
    chebi:monoisotopicmass "324.18378"^^xsd:string ;
    chebi:smiles "[H][C@@]1(C[C@@H]2CC[N@]1C[C@@H]2C=C)[C@@H](O)c1ccnc2ccc(OC)cc12"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:8719"^^xsd:string,
        "CHEBI:26494"^^xsd:string,
        "CHEBI:127150"^^xsd:string,
        "CHEBI:355477"^^xsd:string,
        "CHEBI:529982"^^xsd:string,
        "CHEBI:595841"^^xsd:string,
        "CHEBI:597286"^^xsd:string,
        "CHEBI:604323"^^xsd:string ;
    oboInOwl:hasExactSynonym "(9S)-6'-methoxycinchonan-9-ol"^^xsd:string,
        "Quinidine"^^xsd:string,
        "quinidine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "6-methoxy-alpha-(5-vinyl-2-quinuclidinyl)-4-quinolinemethanol"^^xsd:string,
        "(8R,9S)-quinidine"^^xsd:string,
        "(+)-Quinidine"^^xsd:string,
        "(+)-quinidine"^^xsd:string,
        "(R)-(6-methoxyquinolin-4-yl)((3S,4R,7S)-3-vinylquinuclidin-7-yl)methanol"^^xsd:string,
        "(S)-(6-Methoxy-quinolin-4-yl)-((2R,5R)-5-vinyl-1-aza-bicyclo[2.2.2]oct-2-yl)-methanol"^^xsd:string,
        "(S)-(6-methoxyquinolin-4-yl)((2R,5R)-5-vinylquinuclidin-2-yl)methanol"^^xsd:string,
        "alpha-(6-methoxy-4-quinolyl)-5-vinyl-2-quinuclidinemethanol"^^xsd:string,
        "beta-quinine"^^xsd:string,
        "Chinidin"^^xsd:string,
        "chinidinum"^^xsd:string,
        "CIN-QUIN"^^xsd:string,
        "Conchinin"^^xsd:string,
        "conquinine"^^xsd:string,
        "Kinidin"^^xsd:string,
        "pitayine"^^xsd:string,
        "quinidina"^^xsd:string ;
    oboInOwl:id "CHEBI:28593"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:28616 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1734754"^^xsd:string,
        "CAS:463-77-4"^^xsd:string,
        "DrugBank:DB04261"^^xsd:string,
        "Gmelin:130345"^^xsd:string,
        "KEGG:C01563"^^xsd:string,
        "PDBeChem:OUT"^^xsd:string,
        "Wikipedia:Carbamic_acid"^^xsd:string ;
    rdfs:label "carbamic acid"^^xsd:string ;
    definition: "A one-carbon compound that is ammonia in which one of the hydrogens is replaced by a carboxy group. Although carbamic acid derivatives are common, carbamic acid itself has never been synthesised."^^xsd:string ;
    rdfs:subClassOf CHEBI:35352,
        CHEBI:35605,
        CHEBI:64708,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:13941 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "CH3NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/CH3NO2/c2-1(3)4/h2H2,(H,3,4)"^^xsd:string ;
    chebi:inchikey "KXDHJXZQYSOELW-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "61.04006"^^xsd:string ;
    chebi:monoisotopicmass "61.01638"^^xsd:string ;
    chebi:smiles "NC(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:3386"^^xsd:string,
        "CHEBI:22504"^^xsd:string,
        "CHEBI:23002"^^xsd:string,
        "CHEBI:44573"^^xsd:string ;
    oboInOwl:hasExactSynonym "CARBAMIC ACID"^^xsd:string,
        "Carbamic acid"^^xsd:string,
        "carbamic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Aminoameisensaeure"^^xsd:string,
        "Aminoformic acid"^^xsd:string,
        "Carbamate"^^xsd:string,
        "Carbamidsaeure"^^xsd:string ;
    oboInOwl:id "CHEBI:28616"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:28659 a owl:Class ;
    oboInOwl:hasDbXref "CAS:7723-14-0"^^xsd:string,
        "Gmelin:16235"^^xsd:string,
        "KEGG:C06262"^^xsd:string,
        "WebElements:P"^^xsd:string ;
    rdfs:label "phosphorus atom"^^xsd:string ;
    rdfs:subClassOf CHEBI:25585,
        CHEBI:33300,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:33937 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "P"^^xsd:string ;
    chebi:inchi "InChI=1S/P"^^xsd:string ;
    chebi:inchikey "OAICVXFJPJFONN-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "30.97376"^^xsd:string ;
    chebi:monoisotopicmass "30.97376"^^xsd:string ;
    chebi:smiles "[P]"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:8168"^^xsd:string,
        "CHEBI:26080"^^xsd:string ;
    oboInOwl:hasExactSynonym "phosphorus"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "15P"^^xsd:string,
        "fosforo"^^xsd:string,
        "P"^^xsd:string,
        "Phosphor"^^xsd:string,
        "phosphore"^^xsd:string,
        "Phosphorus"^^xsd:string,
        "phosphorus"^^xsd:string ;
    oboInOwl:id "CHEBI:28659"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:28669 a owl:Class ;
    oboInOwl:hasDbXref "CAS:1405-87-4"^^xsd:string,
        "DrugBank:DB00626"^^xsd:string,
        "KEGG:C01667"^^xsd:string,
        "KEGG:D00128"^^xsd:string,
        "PMID:22114686"^^xsd:string,
        "Wikipedia:Bacitracin"^^xsd:string ;
    rdfs:label "bacitracin"^^xsd:string ;
    definition: "A mixture of at least nine closely related homodetic cyclic peptides produced by Bacillus subtilis and B. licheniformis, which is particularly active against Gram-positive bacteria."^^xsd:string ;
    rdfs:subClassOf CHEBI:60004,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:184381 ],
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:35862 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:33282 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:176497 ] ;
    chebi:formula "C63H98N14O14S"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:2970"^^xsd:string,
        "CHEBI:22684"^^xsd:string ;
    oboInOwl:hasExactSynonym "Bacitracin"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Baciim"^^xsd:string,
        "bacitracin"^^xsd:string,
        "bacitracina"^^xsd:string,
        "bacitracine"^^xsd:string,
        "bacitracins"^^xsd:string,
        "bacitracinum"^^xsd:string ;
    oboInOwl:id "CHEBI:28669"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:28680 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:89175"^^xsd:string,
        "CAS:147-94-4"^^xsd:string,
        "Drug_Central:770"^^xsd:string,
        "DrugBank:DB00987"^^xsd:string,
        "HMDB:HMDB0015122"^^xsd:string,
        "KEGG:C02961"^^xsd:string,
        "KEGG:D00168"^^xsd:string,
        "LINCS:LSM-5470"^^xsd:string,
        "PDBeChem:AR3"^^xsd:string,
        "PMID:15492802"^^xsd:string,
        "Reaxys:89175"^^xsd:string,
        "Wikipedia:Cytarabine"^^xsd:string ;
    rdfs:label "cytarabine"^^xsd:string ;
    definition: "A pyrimidine nucleoside in which cytosine is attached to D-arabinofuranose via a beta-N(1)-glycosidic bond. Used mainly in the treatment of leukaemia, especially acute non-lymphoblastic leukaemia, cytarabine is an antimetabolite antineoplastic agent that inhibits the synthesis of DNA. It also has antiviral and immunosuppressant properties."^^xsd:string ;
    rdfs:subClassOf CHEBI:26440,
        CHEBI:38315,
        CHEBI:63367,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:16040 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:22587 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35221 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35610 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35705 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C9H13N3O5"^^xsd:string ;
    chebi:inchi "InChI=1S/C9H13N3O5/c10-5-1-2-12(9(16)11-5)8-7(15)6(14)4(3-13)17-8/h1-2,4,6-8,13-15H,3H2,(H2,10,11,16)/t4-,6-,7+,8-/m1/s1"^^xsd:string ;
    chebi:inchikey "UHDGCWIWMRVCDJ-CCXZUQQUSA-N"^^xsd:string ;
    chebi:mass "243.21674"^^xsd:string ;
    chebi:monoisotopicmass "243.08552"^^xsd:string ;
    chebi:smiles "Nc1ccn([C@@H]2O[C@H](CO)[C@@H](O)[C@@H]2O)c(=O)n1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:4074"^^xsd:string,
        "CHEBI:23532"^^xsd:string,
        "CHEBI:40824"^^xsd:string ;
    oboInOwl:hasExactSynonym "4-amino-1-beta-D-arabinofuranosylpyrimidin-2(1H)-one"^^xsd:string,
        "Cytarabine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-beta-D-Arabinofuranosylcytosine"^^xsd:string,
        "4-Amino-1-beta-D-arabinofuranosyl-2(1H)-pyrimidinone"^^xsd:string,
        "ara-C"^^xsd:string,
        "arabinocytosine"^^xsd:string,
        "Arabinoside C"^^xsd:string,
        "citarabina"^^xsd:string,
        "cytarabine"^^xsd:string,
        "cytarabinum"^^xsd:string,
        "Cytosine arabinoside"^^xsd:string,
        "Cytosine-1-beta-D-arabinofuranoside"^^xsd:string,
        "cytosine-beta-D-arabinofuranoside"^^xsd:string ;
    oboInOwl:id "CHEBI:28680"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:28683 a owl:Class ;
    oboInOwl:hasDbXref "CAS:343-65-7"^^xsd:string,
        "KEGG:C01718"^^xsd:string,
        "PMID:14651996"^^xsd:string,
        "PMID:16139256"^^xsd:string,
        "PMID:17386621"^^xsd:string,
        "PMID:19027117"^^xsd:string,
        "PMID:22770225"^^xsd:string,
        "Reaxys:2697333"^^xsd:string ;
    rdfs:label "kynurenine"^^xsd:string ;
    definition: "A ketone that is alanine in which one of the methyl hydrogens is substituted by a 2-aminobenzoyl group."^^xsd:string ;
    rdfs:subClassOf CHEBI:48975,
        CHEBI:76224,
        CHEBI:83925,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:67008 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C10H12N2O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C10H12N2O3/c11-7-4-2-1-3-6(7)9(13)5-8(12)10(14)15/h1-4,8H,5,11-12H2,(H,14,15)"^^xsd:string ;
    chebi:inchikey "YGPSJZOEDVAXAB-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "208.21396"^^xsd:string ;
    chebi:monoisotopicmass "208.08479"^^xsd:string ;
    chebi:smiles "NC(CC(=O)c1ccccc1N)C(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:6148"^^xsd:string,
        "CHEBI:24992"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-amino-4-(2-aminophenyl)-4-oxobutanoic acid"^^xsd:string,
        "Kynurenine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:28683"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:28748 a owl:Class ;
    oboInOwl:hasDbXref "CAS:23214-92-8"^^xsd:string,
        "Drug_Central:960"^^xsd:string,
        "DrugBank:DB00997"^^xsd:string,
        "KEGG:C01661"^^xsd:string,
        "KEGG:D03899"^^xsd:string,
        "LINCS:LSM-4062"^^xsd:string,
        "LIPID_MAPS_instance:LMPK13050001"^^xsd:string,
        "PDBeChem:DM2"^^xsd:string ;
    rdfs:label "doxorubicin"^^xsd:string ;
    rdfs:subClassOf CHEBI:25830,
        CHEBI:35315,
        CHEBI:47779,
        CHEBI:49322,
        CHEBI:51286,
        CHEBI:139590,
        CHEBI:139592,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:32600 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:64816 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C27H29NO11"^^xsd:string ;
    chebi:inchi "InChI=1S/C27H29NO11/c1-10-22(31)13(28)6-17(38-10)39-15-8-27(36,16(30)9-29)7-12-19(15)26(35)21-20(24(12)33)23(32)11-4-3-5-14(37-2)18(11)25(21)34/h3-5,10,13,15,17,22,29,31,33,35-36H,6-9,28H2,1-2H3/t10-,13-,15-,17-,22+,27-/m0/s1"^^xsd:string ;
    chebi:inchikey "AOJJSUZBOXZQNB-TZSSRYMLSA-N"^^xsd:string ;
    chebi:mass "543.51930"^^xsd:string ;
    chebi:monoisotopicmass "543.17406"^^xsd:string ;
    chebi:smiles "COc1cccc2C(=O)c3c(O)c4C[C@](O)(C[C@H](O[C@H]5C[C@H](N)[C@H](O)[C@H](C)O5)c4c(O)c3C(=O)c12)C(=O)CO"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:2496"^^xsd:string,
        "CHEBI:22270"^^xsd:string,
        "CHEBI:42031"^^xsd:string ;
    oboInOwl:hasExactSynonym "(1S,3S)-3,5,12-trihydroxy-3-(hydroxyacetyl)-10-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-1-yl 3-amino-2,3,6-trideoxy-alpha-L-lyxo-hexopyranoside"^^xsd:string,
        "DOXORUBICIN"^^xsd:string,
        "Doxorubicin"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "14-hydroxydaunomycin"^^xsd:string,
        "14-hydroxydaunorubicine"^^xsd:string,
        "(1S,3S)-3-glycoloyl-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-1-yl 3-amino-2,3,6-trideoxy-alpha-L-lyxo-hexopyranoside"^^xsd:string,
        "(8S-cis)-10-((3-amino-2,3,6-trideoxy-alpha-L-lyxo-hexopyranosyl)oxy)-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(hydroxyacetyl)-1-methoxy-5,12-naphthacenedione"^^xsd:string,
        "Adriamycin"^^xsd:string,
        "doxorubicin"^^xsd:string,
        "doxorubicine"^^xsd:string,
        "doxorubicinum"^^xsd:string ;
    oboInOwl:id "CHEBI:28748"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:28787 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1802063"^^xsd:string,
        "CAS:55-63-0"^^xsd:string,
        "Drug_Central:1952"^^xsd:string,
        "DrugBank:DB00727"^^xsd:string,
        "Gmelin:165859"^^xsd:string,
        "KEGG:C07455"^^xsd:string,
        "KEGG:D00515"^^xsd:string,
        "PMID:9492718"^^xsd:string,
        "PMID:11016328"^^xsd:string,
        "PMID:11470751"^^xsd:string,
        "PMID:11943517"^^xsd:string,
        "PMID:22040938"^^xsd:string,
        "PMID:22675243"^^xsd:string,
        "PMID:23205544"^^xsd:string,
        "PMID:23301717"^^xsd:string,
        "Reaxys:1802063"^^xsd:string,
        "UM-BBD_compID:c0061"^^xsd:string,
        "Wikipedia:Glyceryl_trinitrate_(pharmacology)"^^xsd:string,
        "Wikipedia:Nitroglycerin"^^xsd:string ;
    rdfs:label "nitroglycerin"^^xsd:string ;
    definition: "A nitroglycerol that is glycerol in which the hydrogen atoms of all three hydroxy groups are replaced by nitro groups. It acts as a prodrug, releasing nitric oxide to open blood vessels and so alleviate heart pain."^^xsd:string ;
    rdfs:subClassOf CHEBI:25560,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35620 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35703 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50266 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50566 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:51371 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:63490 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:66993 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C3H5N3O9"^^xsd:string ;
    chebi:inchi "InChI=1S/C3H5N3O9/c7-4(8)13-1-3(15-6(11)12)2-14-5(9)10/h3H,1-2H2"^^xsd:string ;
    chebi:inchikey "SNIOPGDIGTZGOP-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "227.08650"^^xsd:string ;
    chebi:monoisotopicmass "227.00258"^^xsd:string ;
    chebi:smiles "[O-][N+](=O)OCC(CO[N+]([O-])=O)O[N+]([O-])=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:7595"^^xsd:string,
        "CHEBI:25559"^^xsd:string ;
    oboInOwl:hasExactSynonym "1,2,3-trinitrooxypropane"^^xsd:string,
        "Nitroglycerin"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1,2,3-propanetrioltrinitrate"^^xsd:string,
        "1,2,3-propanetriyl nitrate"^^xsd:string,
        "glycerin trinitrate"^^xsd:string,
        "glycerol trinitrate"^^xsd:string,
        "glycerol, nitric acid triester"^^xsd:string,
        "Glyceryl trinitrate"^^xsd:string,
        "Minitran"^^xsd:string,
        "Natispray"^^xsd:string,
        "NG"^^xsd:string,
        "Nitro-Dur"^^xsd:string,
        "nitroglycerine"^^xsd:string,
        "nitroglycerol"^^xsd:string,
        "Nitrolingual"^^xsd:string,
        "Nitromist"^^xsd:string,
        "Nitrostat"^^xsd:string,
        "propane-1,2,3-triyl trinitrate"^^xsd:string,
        "Rectogesic"^^xsd:string,
        "Transderm Nitro"^^xsd:string,
        "trinitroglycerin"^^xsd:string,
        "trinitroglycerol"^^xsd:string ;
    oboInOwl:id "CHEBI:28787"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:28790 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:143524"^^xsd:string,
        "CAS:50-67-9"^^xsd:string,
        "Gmelin:1861995"^^xsd:string,
        "HMDB:HMDB0000259"^^xsd:string,
        "KEGG:C00780"^^xsd:string,
        "KNApSAcK:C00001429"^^xsd:string,
        "LINCS:LSM-6589"^^xsd:string,
        "MetaCyc:SEROTONIN"^^xsd:string,
        "PDBeChem:SRO"^^xsd:string,
        "PMID:18593914"^^xsd:string,
        "PMID:22770225"^^xsd:string,
        "PMID:24136337"^^xsd:string,
        "Reaxys:143524"^^xsd:string,
        "Wikipedia:Serotonin"^^xsd:string ;
    rdfs:label "serotonin"^^xsd:string ;
    definition: "A primary amino compound that is the 5-hydroxy derivative of tryptamine."^^xsd:string ;
    rdfs:subClassOf CHEBI:25375,
        CHEBI:27162,
        CHEBI:33853,
        CHEBI:50994,
        CHEBI:84729,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:16765 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:350546 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:25512 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C10H12N2O"^^xsd:string ;
    chebi:inchi "InChI=1S/C10H12N2O/c11-4-3-7-6-12-10-2-1-8(13)5-9(7)10/h1-2,5-6,12-13H,3-4,11H2"^^xsd:string ;
    chebi:inchikey "QZAYGJVTTNCVMB-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "176.215"^^xsd:string ;
    chebi:monoisotopicmass "176.09496"^^xsd:string ;
    chebi:smiles "C1=CC(=CC=2C(=CNC12)CCN)O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:1420"^^xsd:string,
        "CHEBI:26652"^^xsd:string,
        "CHEBI:49894"^^xsd:string ;
    oboInOwl:hasExactSynonym "3-(2-aminoethyl)-1H-indol-5-ol"^^xsd:string,
        "SEROTONIN"^^xsd:string,
        "Serotonin"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3-(2-Aminoethyl)-1H-indol-5-ol"^^xsd:string,
        "5-HT"^^xsd:string,
        "5-Hydroxytryptamine"^^xsd:string,
        "Enteramine"^^xsd:string,
        "serotonine"^^xsd:string,
        "thrombocytin"^^xsd:string,
        "thrombotonin"^^xsd:string ;
    oboInOwl:id "CHEBI:28790"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:28793 a owl:Class ;
    oboInOwl:hasDbXref "CAS:9041-22-9"^^xsd:string,
        "KEGG:C00551"^^xsd:string ;
    rdfs:label "beta-D-glucan"^^xsd:string ;
    rdfs:subClassOf CHEBI:37163 ;
    chebi:formula "C12H22O11(C6H10O5)n"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:10394"^^xsd:string,
        "CHEBI:22793"^^xsd:string ;
    oboInOwl:hasExactSynonym "beta-D-Glucan"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "beta-D-glucans"^^xsd:string,
        "beta-Glucan"^^xsd:string ;
    oboInOwl:id "CHEBI:28793"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:28796 a owl:Class ;
    oboInOwl:hasDbXref "CAS:9013-95-0"^^xsd:string,
        "KEGG:C01355"^^xsd:string,
        "KEGG:C06215"^^xsd:string,
        "KEGG:G10499"^^xsd:string,
        "KEGG:G10535"^^xsd:string ;
    rdfs:label "fructan"^^xsd:string ;
    definition: "Polysaccharides composed of fructose residues."^^xsd:string ;
    rdfs:subClassOf CHEBI:37164 ;
    chebi:formula "(C6H10O5)n"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:6434"^^xsd:string,
        "CHEBI:24101"^^xsd:string ;
    oboInOwl:hasExactSynonym "Fructan"^^xsd:string,
        "fructan"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2,6-beta-D-Fructan"^^xsd:string,
        "(2,6-beta-D-Fructosyl)n"^^xsd:string,
        "(2,6-beta-D-Fructosyl)n+1"^^xsd:string,
        "beta-D-Fructan"^^xsd:string,
        "fructans"^^xsd:string,
        "Levan"^^xsd:string,
        "Levan n"^^xsd:string,
        "polyfructose"^^xsd:string ;
    oboInOwl:id "CHEBI:28796"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:28802 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:Flavonols"^^xsd:string,
        "Wikipedia:Flavonol"^^xsd:string ;
    rdfs:label "flavonols"^^xsd:string ;
    definition: "Any hydroxyflavone in which is the ring hydrogen at position 3 of the heterocyclic ring is replaced by a hydroxy group."^^xsd:string ;
    rdfs:subClassOf CHEBI:24698,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:58588 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C15HO3R9"^^xsd:string ;
    chebi:mass "229.16660"^^xsd:string ;
    chebi:monoisotopicmass "228.99257"^^xsd:string ;
    chebi:smiles "Oc1c(oc2c([*])c([*])c([*])c([*])c2c1=O)-c1c([*])c([*])c([*])c([*])c1[*]"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:13639"^^xsd:string,
        "CHEBI:24052"^^xsd:string,
        "CHEBI:71969"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3-hydroxyflavones"^^xsd:string,
        "a flavonol"^^xsd:string ;
    oboInOwl:id "CHEBI:28802"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:28812 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1701219"^^xsd:string,
        "CAS:1066-51-9"^^xsd:string,
        "DrugBank:DB02057"^^xsd:string,
        "Gmelin:793599"^^xsd:string,
        "KEGG:C11033"^^xsd:string,
        "MetaCyc:CPD0-1074"^^xsd:string,
        "PMID:15291487"^^xsd:string,
        "PMID:15950343"^^xsd:string,
        "Reaxys:1701219"^^xsd:string,
        "UM-BBD_compID:c0136"^^xsd:string,
        "Wikipedia:Aminomethylphosphonic_acid"^^xsd:string ;
    rdfs:label "(aminomethyl)phosphonic acid"^^xsd:string ;
    definition: "A member of the class of phosphonic acids that is phosphonic acid substituted by an aminomethyl group. It is a metabolite of the herbicide glyphosate."^^xsd:string ;
    rdfs:subClassOf CHEBI:26069,
        CHEBI:64708,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:44976 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:133674 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "CH6NO3P"^^xsd:string ;
    chebi:inchi "InChI=1S/CH6NO3P/c2-1-6(3,4)5/h1-2H2,(H2,3,4,5)"^^xsd:string ;
    chebi:inchikey "MGRVRXRGTBOSHW-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "111.03700"^^xsd:string ;
    chebi:monoisotopicmass "111.00853"^^xsd:string ;
    chebi:smiles "NCP(O)(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:2358"^^xsd:string,
        "CHEBI:22515"^^xsd:string ;
    oboInOwl:hasExactSynonym "(aminomethyl)phosphonic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-Aminomethylphosphonic acid"^^xsd:string,
        "AMPA"^^xsd:string ;
    oboInOwl:id "CHEBI:28812"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:28830 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:999011"^^xsd:string,
        "CAS:305-03-3"^^xsd:string,
        "Drug_Central:588"^^xsd:string,
        "DrugBank:DB00291"^^xsd:string,
        "KEGG:D00266"^^xsd:string,
        "LINCS:LSM-2645"^^xsd:string,
        "PDBeChem:CBL"^^xsd:string,
        "PMID:22025197"^^xsd:string,
        "PMID:22978684"^^xsd:string,
        "PMID:23233721"^^xsd:string,
        "PMID:23295789"^^xsd:string,
        "PMID:23521128"^^xsd:string,
        "PMID:23665800"^^xsd:string,
        "PMID:23667729"^^xsd:string,
        "PMID:23683018"^^xsd:string,
        "PMID:23725434"^^xsd:string,
        "PMID:23822827"^^xsd:string,
        "PMID:24098639"^^xsd:string,
        "PMID:24147900"^^xsd:string,
        "PMID:24223689"^^xsd:string,
        "Reaxys:999011"^^xsd:string,
        "Wikipedia:Chlorambucil"^^xsd:string ;
    rdfs:label "chlorambucil"^^xsd:string ;
    definition: "A monocarboxylic acid that is butanoic acid substituted at position 4 by a 4-[bis(2-chloroethyl)amino]phenyl group. A chemotherapy drug that can be used in combination with the antibody obinutuzumab for the treatment of chronic lymphocytic leukemia."^^xsd:string ;
    rdfs:subClassOf CHEBI:25384,
        CHEBI:33860,
        CHEBI:36683,
        CHEBI:37598,
        CHEBI:50996,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35610 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35705 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50903 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:88188 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C14H19Cl2NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C14H19Cl2NO2/c15-8-10-17(11-9-16)13-6-4-12(5-7-13)2-1-3-14(18)19/h4-7H,1-3,8-11H2,(H,18,19)"^^xsd:string ;
    chebi:inchikey "JCKYGMPEJWAADB-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "304.21160"^^xsd:string ;
    chebi:monoisotopicmass "303.07928"^^xsd:string ;
    chebi:smiles "OC(=O)CCCc1ccc(cc1)N(CCCl)CCCl"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:3601"^^xsd:string,
        "CHEBI:25817"^^xsd:string,
        "CHEBI:48770"^^xsd:string ;
    oboInOwl:hasExactSynonym "4-{4-[bis(2-chloroethyl)amino]phenyl}butanoic acid"^^xsd:string,
        "CHLORAMBUCIL"^^xsd:string,
        "Chlorambucil"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "4-(p-bis(beta-chloroethyl)aminophenyl)butyric acid"^^xsd:string,
        "4-[p-[bis(2-chloroethyl)amino]phenyl]butyric acid"^^xsd:string,
        "Ambochlorin"^^xsd:string,
        "chloraminophen"^^xsd:string,
        "gamma-[p-di(2-chloroethyl)aminophenyl]butyric acid"^^xsd:string,
        "Leukeran"^^xsd:string,
        "N,N-di-2-chloroethyl-gamma-p-aminophenylbutyric acid"^^xsd:string,
        "phenylbutyric acid nitrogen mustard"^^xsd:string ;
    oboInOwl:id "CHEBI:28830"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:28837 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1747180"^^xsd:string,
        "CAS:124-07-2"^^xsd:string,
        "Drug_Central:3998"^^xsd:string,
        "DrugBank:DB04519"^^xsd:string,
        "Gmelin:142966"^^xsd:string,
        "HMDB:HMDB0000482"^^xsd:string,
        "KEGG:C06423"^^xsd:string,
        "KEGG:D05220"^^xsd:string,
        "KNApSAcK:C00001231"^^xsd:string,
        "LIPID_MAPS_instance:LMFA01010008"^^xsd:string,
        "MetaCyc:CPD-195"^^xsd:string,
        "PDBeChem:OCA"^^xsd:string,
        "PMID:16162522"^^xsd:string,
        "PMID:16872526"^^xsd:string,
        "PMID:19096058"^^xsd:string,
        "Reaxys:1747180"^^xsd:string,
        "Wikipedia:Caprylic_acid"^^xsd:string ;
    rdfs:label "octanoic acid"^^xsd:string ;
    definition: "A straight-chain saturated fatty acid that is heptane in which one of the hydrogens of a terminal methyl group has been replaced by a carboxy group. Octanoic acid is also known as caprylic acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:39418,
        CHEBI:59554,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:25646 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:33282 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C8H16O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C8H16O2/c1-2-3-4-5-6-7-8(9)10/h2-7H2,1H3,(H,9,10)"^^xsd:string ;
    chebi:inchikey "WWZKQHOCKIZLMA-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "144.21140"^^xsd:string ;
    chebi:monoisotopicmass "144.11503"^^xsd:string ;
    chebi:smiles "CCCCCCCC(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:3373"^^xsd:string,
        "CHEBI:25648"^^xsd:string,
        "CHEBI:44501"^^xsd:string ;
    oboInOwl:hasExactSynonym "Octanoic acid"^^xsd:string,
        "octanoic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-heptanecarboxylic acid"^^xsd:string,
        "8:0"^^xsd:string,
        "Acide octanoique"^^xsd:string,
        "acide octanoique"^^xsd:string,
        "Acido octanoico"^^xsd:string,
        "acido octanoico"^^xsd:string,
        "Acidum octanocium"^^xsd:string,
        "acidum octanoicum"^^xsd:string,
        "C8:0"^^xsd:string,
        "Caprylic acid"^^xsd:string,
        "CH3-[CH2]6-COOH"^^xsd:string,
        "Kaprylsaeure"^^xsd:string,
        "n-caprylic acid"^^xsd:string,
        "n-octanoic acid"^^xsd:string,
        "n-octoic acid"^^xsd:string,
        "n-octylic acid"^^xsd:string,
        "octanoic acid"^^xsd:string,
        "OCTANOIC ACID (CAPRYLIC ACID)"^^xsd:string,
        "Octansaeure"^^xsd:string,
        "octoic acid"^^xsd:string,
        "Octylic acid"^^xsd:string ;
    oboInOwl:id "CHEBI:28837"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:28838 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:2068550"^^xsd:string,
        "CAS:127-40-2"^^xsd:string,
        "Drug_Central:4145"^^xsd:string,
        "DrugBank:DB00137"^^xsd:string,
        "HMDB:HMDB0003233"^^xsd:string,
        "KEGG:C08601"^^xsd:string,
        "KNApSAcK:C00003776"^^xsd:string,
        "LIPID_MAPS_instance:LMPR01070274"^^xsd:string,
        "MetaCyc:CPD1F-119"^^xsd:string,
        "PDBeChem:LUT"^^xsd:string,
        "PMID:10714278"^^xsd:string,
        "PMID:14670087"^^xsd:string,
        "PMID:23543147"^^xsd:string,
        "PMID:24451312"^^xsd:string,
        "Reaxys:2068550"^^xsd:string,
        "Wikipedia:Lutein"^^xsd:string ;
    rdfs:label "lutein"^^xsd:string ;
    rdfs:subClassOf CHEBI:23045,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:35147 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77182 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C40H56O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C40H56O2/c1-29(17-13-19-31(3)21-23-37-33(5)25-35(41)27-39(37,7)8)15-11-12-16-30(2)18-14-20-32(4)22-24-38-34(6)26-36(42)28-40(38,9)10/h11-25,35-37,41-42H,26-28H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,29-15+,30-16+,31-19+,32-20+/t35-,36+,37-/m0/s1"^^xsd:string ;
    chebi:inchikey "KBPHJBAIARWVSC-RGZFRNHPSA-N"^^xsd:string ;
    chebi:mass "568.87144"^^xsd:string ;
    chebi:monoisotopicmass "568.42803"^^xsd:string ;
    chebi:smiles "CC(\\C=C\\C=C(C)\\C=C\\[C@H]1C(C)=C[C@H](O)CC1(C)C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)C[C@@H](O)CC1(C)C"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:6576"^^xsd:string,
        "CHEBI:27324"^^xsd:string,
        "CHEBI:43817"^^xsd:string ;
    oboInOwl:hasExactSynonym "(3R,3'R,6'R)-beta,epsilon-carotene-3,3'-diol"^^xsd:string,
        "Lutein"^^xsd:string,
        "lutein"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(3R,3'R,6S)-4,5-DIDEHYDRO-5,6-DIHYDRO-BETA,BETA-CAROTENE-3,3'-DIOL"^^xsd:string,
        "Bo-Xan"^^xsd:string,
        "E 161b"^^xsd:string,
        "Xanthophyll"^^xsd:string ;
    oboInOwl:id "CHEBI:28838"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:28859 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:2043119"^^xsd:string,
        "CAS:438-22-2"^^xsd:string,
        "KEGG:C01554"^^xsd:string,
        "LIPID_MAPS_instance:LMST02020056"^^xsd:string,
        "PMID:13749674"^^xsd:string ;
    rdfs:label "5alpha-androstane"^^xsd:string ;
    definition: "The 5alpha-stereoisomer of androstane."^^xsd:string ;
    rdfs:subClassOf CHEBI:35509,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C19H32"^^xsd:string ;
    chebi:inchi "InChI=1S/C19H32/c1-18-11-5-7-16(18)15-9-8-14-6-3-4-12-19(14,2)17(15)10-13-18/h14-17H,3-13H2,1-2H3/t14-,15+,16+,17+,18+,19+/m1/s1"^^xsd:string ;
    chebi:inchikey "QZLYKIGBANMMBK-UGCZWRCOSA-N"^^xsd:string ;
    chebi:mass "260.45738"^^xsd:string ;
    chebi:monoisotopicmass "260.25040"^^xsd:string ;
    chebi:smiles "[H][C@]12CCCC[C@]1(C)[C@@]1([H])CC[C@]3(C)CCC[C@@]3([H])[C@]1([H])CC2"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:2712"^^xsd:string,
        "CHEBI:20638"^^xsd:string ;
    oboInOwl:hasExactSynonym "5alpha-Androstane"^^xsd:string,
        "5alpha-androstane"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Androstane"^^xsd:string ;
    oboInOwl:id "CHEBI:28859"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:28863 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:FLAVANONES"^^xsd:string,
        "Wikipedia:Flavanone"^^xsd:string ;
    rdfs:label "flavanones"^^xsd:string ;
    definition: "Members of the class of flavans with a 3,4-dihydro-2-aryl-2H-1-benzopyran-4-one skeleton and its substituted derivatives."^^xsd:string ;
    rdfs:subClassOf CHEBI:3992,
        CHEBI:38672 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C15H2O2R10"^^xsd:string ;
    chebi:mass "214.176"^^xsd:string ;
    chebi:monoisotopicmass "214.00548"^^xsd:string ;
    chebi:smiles "O1C2=C(C(C(C1C3=C(C(=C(C(=C3*)*)*)*)*)*)=O)C(=C(C(=C2*)*)*)*"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:13636"^^xsd:string,
        "CHEBI:24038"^^xsd:string,
        "CHEBI:24054"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2,3-dihydroflavones"^^xsd:string,
        "a flavanone"^^xsd:string ;
    oboInOwl:id "CHEBI:28863"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:28864 a owl:Class ;
    oboInOwl:hasDbXref "CAS:32986-56-4"^^xsd:string,
        "Drug_Central:2684"^^xsd:string,
        "DrugBank:DB00684"^^xsd:string,
        "KEGG:C00397"^^xsd:string,
        "KEGG:D00063"^^xsd:string,
        "LINCS:LSM-6534"^^xsd:string,
        "PDBeChem:TOY"^^xsd:string,
        "PMID:11000679"^^xsd:string,
        "PMID:11072877"^^xsd:string,
        "PMID:11459219"^^xsd:string,
        "PMID:11478352"^^xsd:string,
        "PMID:14961139"^^xsd:string,
        "PMID:15813341"^^xsd:string,
        "PMID:16205136"^^xsd:string,
        "PMID:16239129"^^xsd:string,
        "PMID:16478137"^^xsd:string,
        "PMID:16650821"^^xsd:string,
        "PMID:17150225"^^xsd:string,
        "PMID:18331849"^^xsd:string,
        "PMID:19072156"^^xsd:string,
        "PMID:19220547"^^xsd:string,
        "PMID:19340717"^^xsd:string,
        "PMID:19465435"^^xsd:string,
        "PMID:20000576"^^xsd:string,
        "PMID:20884302"^^xsd:string,
        "PMID:20938669"^^xsd:string,
        "PMID:21275493"^^xsd:string,
        "PMID:21343445"^^xsd:string,
        "PMID:21357290"^^xsd:string,
        "PMID:21396748"^^xsd:string,
        "PMID:21414310"^^xsd:string,
        "PMID:21429824"^^xsd:string,
        "PMID:21438171"^^xsd:string,
        "PMID:21530479"^^xsd:string,
        "PMID:21592592"^^xsd:string,
        "PMID:21726492"^^xsd:string,
        "PMID:21756818"^^xsd:string,
        "PMID:21796931"^^xsd:string,
        "PMID:21815282"^^xsd:string,
        "Reaxys:1357507"^^xsd:string,
        "Wikipedia:Tobramycin"^^xsd:string ;
    rdfs:label "tobramycin"^^xsd:string ;
    definition: "A amino cyclitol glycoside that is kanamycin B lacking the 3-hydroxy substituent from the 2,6-diaminoglucose ring."^^xsd:string ;
    rdfs:subClassOf CHEBI:22479,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:28098 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:73678 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:27026 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:33282 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C18H37N5O9"^^xsd:string ;
    chebi:inchi "InChI=1S/C18H37N5O9/c19-3-9-8(25)2-7(22)17(29-9)31-15-5(20)1-6(21)16(14(15)28)32-18-13(27)11(23)12(26)10(4-24)30-18/h5-18,24-28H,1-4,19-23H2/t5-,6+,7+,8-,9+,10+,11-,12+,13+,14-,15+,16-,17+,18+/m0/s1"^^xsd:string ;
    chebi:inchikey "NLVFBUXFDBBNBW-PBSUHMDJSA-N"^^xsd:string ;
    chebi:mass "467.51450"^^xsd:string ;
    chebi:monoisotopicmass "467.25913"^^xsd:string ;
    chebi:smiles "NC[C@H]1O[C@H](O[C@@H]2[C@@H](N)C[C@@H](N)[C@H](O[C@H]3O[C@H](CO)[C@@H](O)[C@H](N)[C@H]3O)[C@H]2O)[C@H](N)C[C@@H]1O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:9610"^^xsd:string,
        "CHEBI:19849"^^xsd:string,
        "CHEBI:45933"^^xsd:string ;
    oboInOwl:hasExactSynonym "(1S,2S,3R,4S,6R)-4,6-diamino-3-(2,6-diamino-2,3,6-trideoxy-alpha-D-ribo-hexopyranosyloxy)-2-hydroxycyclohexyl 3-amino-3-deoxy-alpha-D-glucopyranoside"^^xsd:string,
        "Tobramycin"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3'-Deoxykanamycin B"^^xsd:string,
        "Nebramycin 6"^^xsd:string,
        "Nebramycin factir 6"^^xsd:string,
        "O-3-Amino-3-deoxy-alpha-D-glucopyranosyl-(1-4)-O-(2,6-diamino-2,3,6-trideoxy-alpha-D-ribohexopyranosyl-(1-4))-2-deoxy-D-streptamine"^^xsd:string,
        "Tobracin (TN)"^^xsd:string,
        "Tobrex (TN)"^^xsd:string ;
    oboInOwl:id "CHEBI:28864"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:28868 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C02403"^^xsd:string,
        "PMID:18628202"^^xsd:string ;
    rdfs:label "fatty acid anion"^^xsd:string ;
    definition: "The conjugate base of a fatty acid, arising from deprotonation of the carboxylic acid group of the corresponding fatty acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:18059,
        CHEBI:35757,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:35366 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "CO2R"^^xsd:string ;
    chebi:mass "44.00950"^^xsd:string ;
    chebi:monoisotopicmass "43.98983"^^xsd:string ;
    chebi:smiles "[O-]C([*])=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:4985"^^xsd:string,
        "CHEBI:13634"^^xsd:string,
        "CHEBI:24022"^^xsd:string ;
    oboInOwl:hasExactSynonym "Fatty acid anion"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "a fatty acid"^^xsd:string,
        "acido graso anionico"^^xsd:string,
        "acidos grasos anionicos"^^xsd:string,
        "Alkanate"^^xsd:string,
        "anion de l'acide gras"^^xsd:string,
        "fatty acid anions"^^xsd:string,
        "Fettsaeureanion"^^xsd:string,
        "Fettsaeureanionen"^^xsd:string ;
    oboInOwl:id "CHEBI:28868"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:28869 a owl:Class ;
    oboInOwl:hasDbXref "CAS:58-27-5"^^xsd:string,
        "Chemspider:3915"^^xsd:string,
        "Drug_Central:1683"^^xsd:string,
        "DrugBank:DB00170"^^xsd:string,
        "FooDB:FDB000953"^^xsd:string,
        "HMDB:HMDB0001892"^^xsd:string,
        "KEGG:C05377"^^xsd:string,
        "KEGG:D02335"^^xsd:string,
        "LINCS:LSM-3755"^^xsd:string,
        "MetaCyc:CPD-3766"^^xsd:string,
        "PDBeChem:VK3"^^xsd:string,
        "PMID:1650428"^^xsd:string,
        "PMID:1697141"^^xsd:string,
        "PMID:1857739"^^xsd:string,
        "PMID:2064595"^^xsd:string,
        "PMID:2333843"^^xsd:string,
        "PMID:3083821"^^xsd:string,
        "PMID:8785182"^^xsd:string,
        "PMID:9010592"^^xsd:string,
        "PMID:9380028"^^xsd:string,
        "PMID:10433694"^^xsd:string,
        "PMID:11372776"^^xsd:string,
        "PMID:12665684"^^xsd:string,
        "PMID:12895502"^^xsd:string,
        "PMID:13779073"^^xsd:string,
        "PMID:15052609"^^xsd:string,
        "PMID:15265851"^^xsd:string,
        "PMID:15613473"^^xsd:string,
        "PMID:15722567"^^xsd:string,
        "PMID:16109308"^^xsd:string,
        "PMID:16140270"^^xsd:string,
        "PMID:16469140"^^xsd:string,
        "PMID:18698499"^^xsd:string,
        "PMID:19593550"^^xsd:string,
        "PMID:19766112"^^xsd:string,
        "PMID:28166217"^^xsd:string,
        "PMID:30119016"^^xsd:string,
        "PMID:30609653"^^xsd:string,
        "PMID:31238027"^^xsd:string,
        "PMID:31520616"^^xsd:string,
        "PMID:31701430"^^xsd:string,
        "PMID:32630491"^^xsd:string,
        "PMID:32798378"^^xsd:string,
        "PMID:33227312"^^xsd:string,
        "PMID:33800926"^^xsd:string,
        "PMID:33901557"^^xsd:string,
        "PMID:33945810"^^xsd:string,
        "PMID:34040527"^^xsd:string,
        "Reaxys:1908453"^^xsd:string,
        "Wikipedia:Menadione"^^xsd:string ;
    rdfs:label "menadione"^^xsd:string ;
    definition: "A member of the class of 1,4-naphthoquinones that is 1,4-naphthoquinone which is substituted at position 2 by a methyl group. It is used as a nutritional supplement and for the treatment of hypoprothrombinemia."^^xsd:string ;
    rdfs:subClassOf CHEBI:28384,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35610 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48422 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50733 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:84087 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:147285 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C11H8O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C11H8O2/c1-7-6-10(12)8-4-2-3-5-9(8)11(7)13/h2-6H,1H3"^^xsd:string ;
    chebi:inchikey "MJVAVZPDRWSRRC-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "172.183"^^xsd:string ;
    chebi:monoisotopicmass "172.05243"^^xsd:string ;
    chebi:smiles "CC1=CC(=O)C2=C(C=CC=C2)C1=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:6747"^^xsd:string,
        "CHEBI:27304"^^xsd:string,
        "CHEBI:46306"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-methylnaphthalene-1,4-dione"^^xsd:string,
        "MENADIONE"^^xsd:string,
        "Menadione"^^xsd:string,
        "menadione"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-methyl-1,4-naphthalenedione"^^xsd:string,
        "2-Methyl-1,4-naphthochinon"^^xsd:string,
        "2-methyl-1,4-naphthoquinone"^^xsd:string,
        "2-methylnaphthoquinone"^^xsd:string,
        "3-methyl-1,4-naphthoquinone"^^xsd:string,
        "Aquakay"^^xsd:string,
        "Aquinone"^^xsd:string,
        "Hemodal"^^xsd:string,
        "Kappaxin"^^xsd:string,
        "menadion"^^xsd:string,
        "menaphthon"^^xsd:string,
        "menaphthone"^^xsd:string,
        "menaquinone"^^xsd:string,
        "menaquinone 0"^^xsd:string,
        "vitamin K3"^^xsd:string ;
    oboInOwl:id "CHEBI:28869"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:28892 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C01808"^^xsd:string,
        "LIPID_MAPS_class:LMSP0601"^^xsd:string,
        "PMID:2088646"^^xsd:string,
        "PMID:16158191"^^xsd:string,
        "Wikipedia:Ganglioside"^^xsd:string ;
    rdfs:label "ganglioside"^^xsd:string ;
    definition: "A molecule composed of a glycosphingolipid (ceramide and oligosaccharide) with one or more sialic acids linked on the sugar chain."^^xsd:string ;
    rdfs:subClassOf CHEBI:17761,
        CHEBI:36526 ;
    oboInOwl:hasAlternativeId "CHEBI:5274"^^xsd:string,
        "CHEBI:26669"^^xsd:string,
        "CHEBI:36525"^^xsd:string ;
    oboInOwl:hasExactSynonym "Ganglioside"^^xsd:string,
        "sialoglycosphingolipids"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "gangliosides"^^xsd:string ;
    oboInOwl:id "CHEBI:28892"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:28901 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1791786"^^xsd:string,
        "CAS:55-98-1"^^xsd:string,
        "Drug_Central:438"^^xsd:string,
        "DrugBank:DB01008"^^xsd:string,
        "KEGG:C06862"^^xsd:string,
        "KEGG:D00248"^^xsd:string,
        "LINCS:LSM-5388"^^xsd:string,
        "Patent:US2917432"^^xsd:string,
        "PMID:10523796"^^xsd:string,
        "PMID:19361744"^^xsd:string,
        "PMID:19611402"^^xsd:string,
        "Reaxys:1791786"^^xsd:string,
        "Wikipedia:Busulfan"^^xsd:string ;
    rdfs:label "busulfan"^^xsd:string ;
    definition: "A methanesulfonate ester that is butane-1,4-diol in which the hydrogens of the hydroxy groups are replaced by methanesulfonyl groups. An alkylating antineoplastic agent, it is used for the treatment of chronic myeloid leukemia (although it has been largely replaced by newer drugs). It is also used as an insect sterilant."^^xsd:string ;
    rdfs:subClassOf CHEBI:25223,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:41189 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:22333 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35610 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50903 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50905 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:67105 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H14O6S2"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H14O6S2/c1-13(7,8)11-5-3-4-6-12-14(2,9)10/h3-6H2,1-2H3"^^xsd:string ;
    chebi:inchikey "COVZYZSDYWQREU-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "246.30200"^^xsd:string ;
    chebi:monoisotopicmass "246.02318"^^xsd:string ;
    chebi:smiles "CS(=O)(=O)OCCCCOS(C)(=O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:3225"^^xsd:string,
        "CHEBI:18936"^^xsd:string ;
    oboInOwl:hasExactSynonym "Busulfan"^^xsd:string,
        "butane-1,4-diyl dimethanesulfonate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1,4-Bis(methanesulfonoxy)butane"^^xsd:string,
        "1,4-Butanediol dimethanesulfonate"^^xsd:string,
        "1,4-Dimesyloxybutane"^^xsd:string,
        "1,4-Dimethanesulfonoxybutane"^^xsd:string,
        "Bisulfex"^^xsd:string,
        "busulfan"^^xsd:string,
        "busulfano"^^xsd:string,
        "busulfanum"^^xsd:string,
        "Leucosulfan"^^xsd:string,
        "Mablin"^^xsd:string,
        "Mielucin"^^xsd:string,
        "Misulban"^^xsd:string,
        "Mitostan"^^xsd:string,
        "Myeloleukon"^^xsd:string,
        "Myleran"^^xsd:string,
        "Tetramethylene bis(methanesulfonate)"^^xsd:string ;
    oboInOwl:id "CHEBI:28901"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:28925 a owl:Class ;
    oboInOwl:hasDbXref "CAS:51-75-2"^^xsd:string,
        "Drug_Central:1647"^^xsd:string,
        "DrugBank:DB00888"^^xsd:string,
        "KEGG:C07115"^^xsd:string,
        "KEGG:D07671"^^xsd:string,
        "Wikipedia:Mechlorethamine"^^xsd:string ;
    rdfs:label "mechlorethamine"^^xsd:string ;
    rdfs:subClassOf CHEBI:36683,
        CHEBI:37598 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5H11Cl2N"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H11Cl2N/c1-8(4-2-6)5-3-7/h2-5H2,1H3"^^xsd:string ;
    chebi:inchikey "HAWPXGHAZFHHAD-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "156.05298"^^xsd:string ;
    chebi:monoisotopicmass "155.02685"^^xsd:string ;
    chebi:smiles "CN(CCCl)CCCl"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:6708"^^xsd:string,
        "CHEBI:25557"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-chloro-N-(2-chloroethyl)-N-methylethanamine"^^xsd:string,
        "Mechlorethamine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2,2'-dichloro-N-methyldiethylamine"^^xsd:string,
        "beta,beta'-dichlorodiethyl-N-methylamine"^^xsd:string,
        "bis(2-chloroethyl)methylamine"^^xsd:string,
        "bis(beta-chloroethyl)methylamine"^^xsd:string,
        "Chlormethine"^^xsd:string,
        "chlormethine"^^xsd:string,
        "methylbis(2-chloroethyl)amine"^^xsd:string,
        "methylbis(beta-chloroethyl)amine"^^xsd:string,
        "N-methyl-bis(2-chloroethyl)amine"^^xsd:string,
        "N-methyl-bis(beta-chloroethyl)amine"^^xsd:string,
        "nitrogen mustard"^^xsd:string ;
    oboInOwl:id "CHEBI:28925"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:28934 a owl:Class ;
    oboInOwl:hasDbXref "AGR:IND605848433"^^xsd:string,
        "Beilstein:1916682"^^xsd:string,
        "CAS:50-14-6"^^xsd:string,
        "Chemspider:4444351"^^xsd:string,
        "Drug_Central:2838"^^xsd:string,
        "DrugBank:DB00153"^^xsd:string,
        "FooDB:FDB012811"^^xsd:string,
        "Gmelin:1310395"^^xsd:string,
        "HMDB:HMDB0000900"^^xsd:string,
        "KEGG:C05441"^^xsd:string,
        "KEGG:D00187"^^xsd:string,
        "LIPID_MAPS_instance:LMST03010001"^^xsd:string,
        "MetaCyc:VITAMIN_D2"^^xsd:string,
        "Patent:US1680818"^^xsd:string,
        "Patent:US1871136"^^xsd:string,
        "Patent:US1902785"^^xsd:string,
        "Patent:US2030792"^^xsd:string,
        "PDBeChem:D2V"^^xsd:string,
        "PMCID:PMC6578466"^^xsd:string,
        "PMID:24362707"^^xsd:string,
        "PMID:24780068"^^xsd:string,
        "PMID:24854739"^^xsd:string,
        "PMID:31199458"^^xsd:string,
        "PMID:31614966"^^xsd:string,
        "PMID:31987498"^^xsd:string,
        "PMID:32784944"^^xsd:string,
        "PMID:34302325"^^xsd:string,
        "PPDB:107"^^xsd:string,
        "Wikipedia:Ergocalciferol"^^xsd:string ;
    rdfs:label "vitamin D2"^^xsd:string ;
    definition: "A vitamin D supplement and has been isolated from alfalfa."^^xsd:string ;
    rdfs:subClassOf CHEBI:27300,
        CHEBI:36819,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:33288 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50646 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50733 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C28H44O"^^xsd:string ;
    chebi:inchi "InChI=1S/C28H44O/c1-19(2)20(3)9-10-22(5)26-15-16-27-23(8-7-17-28(26,27)6)12-13-24-18-25(29)14-11-21(24)4/h9-10,12-13,19-20,22,25-27,29H,4,7-8,11,14-18H2,1-3,5-6H3/b10-9+,23-12+,24-13-/t20-,22+,25-,26+,27-,28+/m0/s1"^^xsd:string ;
    chebi:inchikey "MECHNRXZTMCUDQ-RKHKHRCZSA-N"^^xsd:string ;
    chebi:mass "396.659"^^xsd:string ;
    chebi:monoisotopicmass "396.33922"^^xsd:string ;
    chebi:smiles "[H][C@@]1(CC[C@@]2([H])\\C(CCC[C@]12C)=C\\C=C1\\C[C@@H](O)CCC1=C)[C@H](C)\\C=C\\[C@H](C)C(C)C"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:10007"^^xsd:string,
        "CHEBI:23937"^^xsd:string ;
    oboInOwl:hasExactSynonym "(3S,5Z,7E,22E)-9,10-secoergosta-5,7,10(19),22-tetraen-3-ol"^^xsd:string,
        "Vitamin D2"^^xsd:string,
        "vitamin D2"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(3beta,5Z,7E,22E)-9,10-secoergosta-5,7,10(19),22-tetraen-3-ol"^^xsd:string,
        "(5Z,7E,22E)-(3S)-9,10-seco-5,7,10(19),22-ergostatetraen-3-ol"^^xsd:string,
        "(5Z,7E,22E)-(3S)-9,10-secoergosta-5,7,10(19),22-tetraen-3-ol"^^xsd:string,
        "(+)-vitamin D2"^^xsd:string,
        "activated ergosterol"^^xsd:string,
        "Buco-D"^^xsd:string,
        "calciferol"^^xsd:string,
        "Decaps"^^xsd:string,
        "Dee-Ron"^^xsd:string,
        "Deltalin"^^xsd:string,
        "Diactol"^^xsd:string,
        "Doral"^^xsd:string,
        "Drisdol"^^xsd:string,
        "ercalciol"^^xsd:string,
        "ergocalciferol"^^xsd:string,
        "ergocalciferolum"^^xsd:string,
        "Ertron"^^xsd:string,
        "Geltabs"^^xsd:string,
        "oleovitamin D2"^^xsd:string,
        "Ostelin"^^xsd:string,
        "Radiostol"^^xsd:string,
        "Radsterin"^^xsd:string,
        "Rodine C"^^xsd:string,
        "Rodinec"^^xsd:string,
        "Sterogyl"^^xsd:string,
        "Vio-D"^^xsd:string,
        "Viosterol"^^xsd:string,
        "Vitamina D2"^^xsd:string,
        "Vitavel-D"^^xsd:string ;
    oboInOwl:id "CHEBI:28934"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:28938 a owl:Class ;
    oboInOwl:hasDbXref "CAS:14798-03-9"^^xsd:string,
        "Gmelin:84"^^xsd:string,
        "KEGG:C01342"^^xsd:string,
        "MetaCyc:AMMONIUM"^^xsd:string,
        "MolBase:929"^^xsd:string,
        "PDBeChem:NH4"^^xsd:string,
        "PMID:11319011"^^xsd:string,
        "PMID:11341317"^^xsd:string,
        "PMID:12096804"^^xsd:string,
        "PMID:14512268"^^xsd:string,
        "PMID:14879753"^^xsd:string,
        "PMID:16345391"^^xsd:string,
        "PMID:16903292"^^xsd:string,
        "PMID:17392693"^^xsd:string,
        "PMID:18515490"^^xsd:string,
        "PMID:19199063"^^xsd:string,
        "PMID:19596600"^^xsd:string,
        "PMID:19682559"^^xsd:string,
        "PMID:19716251"^^xsd:string,
        "PMID:21993530"^^xsd:string,
        "PMID:22265469"^^xsd:string,
        "PMID:22524020"^^xsd:string,
        "PMID:22562341"^^xsd:string,
        "PMID:22631217"^^xsd:string,
        "Reaxys:16093784"^^xsd:string,
        "Wikipedia:Ammonium"^^xsd:string ;
    rdfs:label "ammonium"^^xsd:string ;
    definition: "An onium cation obtained by protonation of ammonia."^^xsd:string ;
    rdfs:subClassOf CHEBI:35106,
        CHEBI:50313,
        CHEBI:60242,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:16134 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:23357 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "H4N"^^xsd:string ;
    chebi:inchi "InChI=1S/H3N/h1H3/p+1"^^xsd:string ;
    chebi:inchikey "QGZKDVFQNNGYKY-UHFFFAOYSA-O"^^xsd:string ;
    chebi:mass "18.03850"^^xsd:string ;
    chebi:monoisotopicmass "18.03383"^^xsd:string ;
    chebi:smiles "[H][N+]([H])([H])[H]"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:7435"^^xsd:string,
        "CHEBI:22534"^^xsd:string,
        "CHEBI:49783"^^xsd:string ;
    oboInOwl:hasExactSynonym "ammonium"^^xsd:string,
        "azanium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "[NH4](+)"^^xsd:string,
        "ammonium cation"^^xsd:string,
        "ammonium ion"^^xsd:string,
        "Ammonium(1+)"^^xsd:string,
        "NH4(+)"^^xsd:string,
        "NH4+"^^xsd:string ;
    oboInOwl:id "CHEBI:28938"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:28940 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:2339331"^^xsd:string,
        "CAS:67-97-0"^^xsd:string,
        "Drug_Central:2840"^^xsd:string,
        "DrugBank:DB00169"^^xsd:string,
        "Gmelin:1267613"^^xsd:string,
        "HMDB:HMDB0000876"^^xsd:string,
        "KEGG:C05443"^^xsd:string,
        "KEGG:D00188"^^xsd:string,
        "LIPID_MAPS_instance:LMST03020000"^^xsd:string,
        "LIPID_MAPS_instance:LMST03020001"^^xsd:string,
        "PDBeChem:VD3"^^xsd:string,
        "PMID:184223"^^xsd:string,
        "PMID:2838261"^^xsd:string,
        "PMID:2997282"^^xsd:string,
        "PMID:3494111"^^xsd:string,
        "PMID:6265326"^^xsd:string,
        "PMID:9627702"^^xsd:string,
        "PMID:10347174"^^xsd:string,
        "PMID:11493580"^^xsd:string,
        "PMID:12174089"^^xsd:string,
        "PMID:12955389"^^xsd:string,
        "PMID:15214747"^^xsd:string,
        "PMID:15876428"^^xsd:string,
        "PMID:16886665"^^xsd:string,
        "PMID:17156784"^^xsd:string,
        "PMID:19817701"^^xsd:string,
        "PMID:23964472"^^xsd:string,
        "PMID:24304198"^^xsd:string,
        "PPDB:160"^^xsd:string,
        "Reaxys:2339331"^^xsd:string,
        "Wikipedia:Cholecalciferol"^^xsd:string ;
    rdfs:label "calciol"^^xsd:string ;
    definition: "A hydroxy seco-steroid that is (5Z,7E)-9,10-secocholesta-5,7,10(19)-triene in which the pro-S hydrogen at position 3 has been replaced by a hydroxy group. It is the inactive form of vitamin D3, being hydroxylated in the liver to calcidiol (25-hydroxyvitamin D3), which is then further hydroxylated in the kidney to give calcitriol (1,25-dihydroxyvitamin D3), the active hormone."^^xsd:string ;
    rdfs:subClassOf CHEBI:26764,
        CHEBI:35681,
        CHEBI:36818,
        CHEBI:73558,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:176497 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C27H44O"^^xsd:string ;
    chebi:inchi "InChI=1S/C27H44O/c1-19(2)8-6-9-21(4)25-15-16-26-22(10-7-17-27(25,26)5)12-13-23-18-24(28)14-11-20(23)3/h12-13,19,21,24-26,28H,3,6-11,14-18H2,1-2,4-5H3/b22-12+,23-13-/t21-,24+,25-,26+,27-/m1/s1"^^xsd:string ;
    chebi:inchikey "QYSXJUFSXHHAJI-YRZJJWOYSA-N"^^xsd:string ;
    chebi:mass "384.63766"^^xsd:string ;
    chebi:monoisotopicmass "384.33922"^^xsd:string ;
    chebi:smiles "[H][C@@]1(CC[C@]2([H])[C@]1(C)CCC\\C2=C/C=C1/C[C@@H](O)CCC1=C)[C@H](C)CCCC(C)C"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:10008"^^xsd:string,
        "CHEBI:23170"^^xsd:string,
        "CHEBI:46283"^^xsd:string ;
    oboInOwl:hasExactSynonym "(3S,5Z,7E)-9,10-secocholesta-5,7,10(19)-trien-3-ol"^^xsd:string,
        "calciol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(1S,3Z)-3-[(2E)-2-[(1R,3AR,7AS)-7A-METHYL-1-[(2R)-6-METHYLHEPTAN-2-YL]-2,3,3A,5,6,7-HEXAHYDRO-1H-INDEN-4-YLIDENE]ETHYLIDENE]-4-METHYLIDENE-CYCLOHEXAN-1-OL"^^xsd:string,
        "(3beta,5Z,7E)-9,10-secocholesta-5,7,10(19)-trien-3-ol"^^xsd:string,
        "(5Z,7E)-(3S)-9,10-secocholesta-5,7,10(19)-trien-3-ol"^^xsd:string,
        "(+)-vitamin D3"^^xsd:string,
        "activated 7-dehydrocholesterol"^^xsd:string,
        "CC"^^xsd:string,
        "Cholecalciferol"^^xsd:string,
        "colecalciferol"^^xsd:string,
        "Delta-D"^^xsd:string,
        "oleovitamin D3"^^xsd:string,
        "Vitamin D3"^^xsd:string,
        "vitamin D3"^^xsd:string ;
    oboInOwl:id "CHEBI:28940"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:28963 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C05383"^^xsd:string,
        "PMID:9056391"^^xsd:string,
        "PMID:18424273"^^xsd:string ;
    rdfs:label "amino sugar"^^xsd:string ;
    definition: "Any sugar having one or more alcoholic hydroxy groups replaced by substituted or unsubstituted amino groups."^^xsd:string ;
    rdfs:subClassOf CHEBI:63299 ;
    oboInOwl:hasAlternativeId "CHEBI:2662"^^xsd:string,
        "CHEBI:22481"^^xsd:string,
        "CHEBI:22530"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "amino sugars"^^xsd:string,
        "aminosugar"^^xsd:string,
        "Aminosugars"^^xsd:string ;
    oboInOwl:id "CHEBI:28963"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:28965 a owl:Class ;
    rdfs:label "dicarboxylic acid dianion"^^xsd:string ;
    definition: "A carboxylic acid dianion obtained by deprotonation of both carboxy groups of any dicarboxylic acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:35693,
        CHEBI:38716 ;
    chebi:charge "-2"^^xsd:string ;
    chebi:formula "C2O4R"^^xsd:string ;
    chebi:mass "88.019"^^xsd:string ;
    chebi:monoisotopicmass "87.97966"^^xsd:string ;
    chebi:smiles "[O-]C(=O)[*]C([O-])=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:13632"^^xsd:string,
        "CHEBI:23688"^^xsd:string,
        "CHEBI:23689"^^xsd:string,
        "CHEBI:38711"^^xsd:string ;
    oboInOwl:hasExactSynonym "dicarboxylic acid dianion"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "a dicarboxylate"^^xsd:string,
        "dicarboxylate"^^xsd:string,
        "dicarboxylates"^^xsd:string,
        "dicarboxylic acid dianions"^^xsd:string ;
    oboInOwl:id "CHEBI:28965"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:28966 a owl:Class ;
    oboInOwl:hasDbXref "CAS:1406-65-1"^^xsd:string,
        "COMe:MOL000012"^^xsd:string,
        "KEGG:C01793"^^xsd:string,
        "PMID:29286160"^^xsd:string ;
    rdfs:label "chlorophyll"^^xsd:string ;
    definition: "A family of magnesium porphyrins, defined by the presence of a fifth ring beyond the four pyrrole-like rings. The rings can have various side chains which usually include a long phytol chain."^^xsd:string ;
    rdfs:subClassOf CHEBI:25111,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:139291 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C49H58MgN4O5R4"^^xsd:string ;
    chebi:mass "807.316"^^xsd:string ;
    chebi:monoisotopicmass "806.42576"^^xsd:string ;
    chebi:smiles "C1=2N3C(C=C4[N+]5=C(C=C6N7C8=C(C9=[N+](C(=C1)[C@H]([C@@H]9CCC(OC/C=C(/CCC[C@@H](CCC[C@@H](CCCC(C)C)C)C)\\C)=O)C)[Mg-2]735)[C@H](C(C8=C6C)=O)C(=O)OC)C(=C4*)*)=C(C2*)*"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:3630"^^xsd:string,
        "CHEBI:3635"^^xsd:string,
        "CHEBI:13973"^^xsd:string,
        "CHEBI:23161"^^xsd:string ;
    oboInOwl:hasExactSynonym "Chlorophyll"^^xsd:string,
        "chlorophyll"^^xsd:string,
        "chlorophylls"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:28966"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:28969 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:138259"^^xsd:string,
        "CAS:61-50-7"^^xsd:string,
        "KEGG:C08302"^^xsd:string,
        "KNApSAcK:C00001407"^^xsd:string ;
    rdfs:label "N,N-dimethyltryptamine"^^xsd:string ;
    definition: "A tryptamine derivative having two N-methyl substituents on the side-chain."^^xsd:string ;
    rdfs:subClassOf CHEBI:48274,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:16765 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:193124 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C12H16N2"^^xsd:string ;
    chebi:inchi "InChI=1S/C12H16N2/c1-14(2)8-7-10-9-13-12-6-4-3-5-11(10)12/h3-6,9,13H,7-8H2,1-2H3"^^xsd:string ;
    chebi:inchikey "DMULVCHRPCFFGV-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "188.26880"^^xsd:string ;
    chebi:monoisotopicmass "188.13135"^^xsd:string ;
    chebi:smiles "CN(C)CCc1c[nH]c2ccccc12"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:7078"^^xsd:string,
        "CHEBI:21456"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-(1H-indol-3-yl)-N,N-dimethylethanamine"^^xsd:string,
        "N,N-Dimethyltryptamine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-(3-indolyl)ethyldimethylamine"^^xsd:string,
        "3-(2-dimethylaminoethyl)indole"^^xsd:string,
        "3-[2-(dimethylamino)ethyl]indole"^^xsd:string,
        "DMT"^^xsd:string,
        "N,N-dimethyl-1H-indole-3-ethylamine"^^xsd:string ;
    oboInOwl:id "CHEBI:28969"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:28971 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:4300240"^^xsd:string,
        "CAS:69-53-4"^^xsd:string,
        "Drug_Central:198"^^xsd:string,
        "DrugBank:DB00415"^^xsd:string,
        "HMDB:HMDB0014559"^^xsd:string,
        "KEGG:C06574"^^xsd:string,
        "KEGG:D00204"^^xsd:string,
        "LINCS:LSM-5761"^^xsd:string,
        "Patent:GB902703"^^xsd:string,
        "Patent:US2985648"^^xsd:string,
        "Patent:US3157640"^^xsd:string,
        "PDB:1H8S"^^xsd:string,
        "PDBeChem:AIC"^^xsd:string,
        "PDBeChem:PN1"^^xsd:string,
        "PMID:2083978"^^xsd:string,
        "PMID:6176550"^^xsd:string,
        "PMID:8020088"^^xsd:string,
        "PMID:9433938"^^xsd:string,
        "PMID:10930630"^^xsd:string,
        "PMID:12562703"^^xsd:string,
        "PMID:12569987"^^xsd:string,
        "PMID:12833570"^^xsd:string,
        "PMID:14139119"^^xsd:string,
        "PMID:14455820"^^xsd:string,
        "PMID:15768449"^^xsd:string,
        "PMID:16033609"^^xsd:string,
        "PMID:18611716"^^xsd:string,
        "PMID:19967069"^^xsd:string,
        "PMID:23568176"^^xsd:string,
        "PMID:23861268"^^xsd:string,
        "PMID:24474427"^^xsd:string,
        "PMID:24666465"^^xsd:string,
        "PMID:25998949"^^xsd:string,
        "PMID:28543395"^^xsd:string,
        "PMID:29017833"^^xsd:string,
        "Reaxys:4300240"^^xsd:string,
        "VSDB:1849"^^xsd:string,
        "Wikipedia:Ampicillin"^^xsd:string ;
    rdfs:label "ampicillin"^^xsd:string ;
    definition: "A penicillin in which the substituent at position 6 of the penam ring is a 2-amino-2-phenylacetamido group."^^xsd:string ;
    rdfs:subClassOf CHEBI:88187,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:50658 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:36047 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C16H19N3O4S"^^xsd:string ;
    chebi:inchi "InChI=1S/C16H19N3O4S/c1-16(2)11(15(22)23)19-13(21)10(14(19)24-16)18-12(20)9(17)8-6-4-3-5-7-8/h3-7,9-11,14H,17H2,1-2H3,(H,18,20)(H,22,23)/t9-,10-,11+,14-/m1/s1"^^xsd:string ;
    chebi:inchikey "AVKUERGKIZMTKX-NJBDSQKTSA-N"^^xsd:string ;
    chebi:mass "349.40500"^^xsd:string ;
    chebi:monoisotopicmass "349.10963"^^xsd:string ;
    chebi:smiles "[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@H](N)c1ccccc1)C(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:2683"^^xsd:string,
        "CHEBI:22536"^^xsd:string,
        "CHEBI:40648"^^xsd:string,
        "CHEBI:45042"^^xsd:string ;
    oboInOwl:hasExactSynonym "6beta-[(2R)-2-amino-2-phenylacetamido]-2,2-dimethylpenam-3alpha-carboxylic acid"^^xsd:string,
        "Ampicillin"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "6-(D-(2-amino-2-phenylacetamido))-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid"^^xsd:string,
        "(2S,5R,6R)-6-{[(2R)-2-amino-2-phenylacetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid"^^xsd:string,
        "(2S,5R,6R)-6-{[(2R)-2-AMINO-2-PHENYLETHANOYL]AMINO}-3,3-DIMETHYL-7-OXO-4-THIA-1-AZABICYCLO[3.2.0]HEPTANE-2-CARBOXYLIC ACID"^^xsd:string,
        "(2S,6R)-6-{[(2R)-2-amino-2-phenylethanoyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid"^^xsd:string,
        "ABPC"^^xsd:string,
        "aminobenzylpenicillin"^^xsd:string,
        "AMP"^^xsd:string,
        "ampicilina"^^xsd:string,
        "ampicillin"^^xsd:string,
        "ampicillin acid"^^xsd:string,
        "ampicillin anhydrous"^^xsd:string,
        "ampicilline"^^xsd:string,
        "ampicillinum"^^xsd:string,
        "Anhydrous ampicillin"^^xsd:string,
        "AP"^^xsd:string,
        "D-(-)-6-(alpha-aminophenylacetamido)penicillanic acid"^^xsd:string,
        "D-(-)-ampicillin"^^xsd:string ;
    oboInOwl:id "CHEBI:28971"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:28976 a owl:Class ;
    oboInOwl:hasDbXref "CAS:463-79-6"^^xsd:string,
        "Gmelin:25554"^^xsd:string,
        "KEGG:C01353"^^xsd:string,
        "PDBeChem:CO3"^^xsd:string ;
    rdfs:label "carbonic acid"^^xsd:string ;
    rdfs:subClassOf CHEBI:35605,
        CHEBI:36961,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:17544 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "CH2O3"^^xsd:string ;
    chebi:inchi "InChI=1S/CH2O3/c2-1(3)4/h(H2,2,3,4)"^^xsd:string ;
    chebi:inchikey "BVKZGUZCCUSVTD-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "62.02478"^^xsd:string ;
    chebi:monoisotopicmass "62.00039"^^xsd:string ;
    chebi:smiles "OC(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:3401"^^xsd:string,
        "CHEBI:13351"^^xsd:string,
        "CHEBI:23017"^^xsd:string,
        "CHEBI:23744"^^xsd:string ;
    oboInOwl:hasExactSynonym "Carbonic acid"^^xsd:string,
        "carbonic acid"^^xsd:string,
        "dihydroxidooxidocarbon"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "[CO(OH)2]"^^xsd:string,
        "Dihydrogen carbonate"^^xsd:string,
        "H2CO3"^^xsd:string,
        "Koehlensaeure"^^xsd:string ;
    oboInOwl:id "CHEBI:28976"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:29007 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:6495519"^^xsd:string,
        "CAS:73384-59-5"^^xsd:string,
        "Drug_Central:564"^^xsd:string,
        "DrugBank:DB01212"^^xsd:string,
        "HMDB:HMDB0015343"^^xsd:string,
        "KEGG:C06683"^^xsd:string,
        "KEGG:D07659"^^xsd:string,
        "MetaCyc:CPD-12294"^^xsd:string,
        "Patent:GB2022090"^^xsd:string,
        "Patent:US4327210"^^xsd:string,
        "PMID:1384868"^^xsd:string,
        "PMID:11067716"^^xsd:string,
        "PMID:11285492"^^xsd:string,
        "PMID:11431418"^^xsd:string,
        "PMID:11432680"^^xsd:string,
        "PMID:11529382"^^xsd:string,
        "PMID:11605716"^^xsd:string,
        "PMID:11642230"^^xsd:string,
        "PMID:11760218"^^xsd:string,
        "PMID:11815759"^^xsd:string,
        "PMID:11856984"^^xsd:string,
        "PMID:11875753"^^xsd:string,
        "PMID:11985490"^^xsd:string,
        "PMID:12146884"^^xsd:string,
        "PMID:12426628"^^xsd:string,
        "PMID:12569987"^^xsd:string,
        "PMID:12711894"^^xsd:string,
        "PMID:12797390"^^xsd:string,
        "PMID:12830336"^^xsd:string,
        "PMID:12833570"^^xsd:string,
        "PMID:12868545"^^xsd:string,
        "PMID:15091234"^^xsd:string,
        "PMID:15106316"^^xsd:string,
        "PMID:15225244"^^xsd:string,
        "PMID:15499067"^^xsd:string,
        "PMID:15828439"^^xsd:string,
        "PMID:15846537"^^xsd:string,
        "PMID:15880392"^^xsd:string,
        "PMID:15886468"^^xsd:string,
        "PMID:16082406"^^xsd:string,
        "PMID:16118675"^^xsd:string,
        "PMID:16161754"^^xsd:string,
        "PMID:16185184"^^xsd:string,
        "PMID:16602117"^^xsd:string,
        "PMID:16640341"^^xsd:string,
        "PMID:16734965"^^xsd:string,
        "PMID:17129840"^^xsd:string,
        "PMID:17173674"^^xsd:string,
        "PMID:17216959"^^xsd:string,
        "PMID:17226043"^^xsd:string,
        "PMID:17347554"^^xsd:string,
        "PMID:17367972"^^xsd:string,
        "PMID:17592517"^^xsd:string,
        "PMID:18246742"^^xsd:string,
        "PMID:18473104"^^xsd:string,
        "PMID:18484523"^^xsd:string,
        "PMID:18611641"^^xsd:string,
        "PMID:18676229"^^xsd:string,
        "PMID:18773080"^^xsd:string,
        "PMID:18977704"^^xsd:string,
        "PMID:19008722"^^xsd:string,
        "PMID:19367098"^^xsd:string,
        "PMID:19423473"^^xsd:string,
        "PMID:19496200"^^xsd:string,
        "PMID:19625514"^^xsd:string,
        "PMID:19649758"^^xsd:string,
        "PMID:21425867"^^xsd:string,
        "PMID:29017833"^^xsd:string,
        "Reaxys:6495519"^^xsd:string,
        "Wikipedia:Ceftriaxone"^^xsd:string ;
    rdfs:label "ceftriaxone"^^xsd:string ;
    definition: "A third-generation cephalosporin compound having 2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetylamino and [(2-methyl-5,6-dioxo-1,2,5,6-tetrahydro-1,2,4-triazin-3-yl)sulfanyl]methyl side-groups."^^xsd:string ;
    rdfs:subClassOf CHEBI:23066,
        CHEBI:36816,
        CHEBI:38418,
        CHEBI:39410,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:53658 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35625 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:36047 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C18H18N8O7S3"^^xsd:string ;
    chebi:inchi "InChI=1S/C18H18N8O7S3/c1-25-18(22-12(28)13(29)23-25)36-4-6-3-34-15-9(14(30)26(15)10(6)16(31)32)21-11(27)8(24-33-2)7-5-35-17(19)20-7/h5,9,15H,3-4H2,1-2H3,(H2,19,20)(H,21,27)(H,23,29)(H,31,32)/b24-8-/t9-,15-/m1/s1"^^xsd:string ;
    chebi:inchikey "VAAUVRVFOQPIGI-SPQHTLEESA-N"^^xsd:string ;
    chebi:mass "554.58000"^^xsd:string ;
    chebi:monoisotopicmass "554.04606"^^xsd:string ;
    chebi:smiles "[H][C@]12SCC(CSc3nc(=O)c(=O)[nH]n3C)=C(N1C(=O)[C@H]2NC(=O)C(=N/OC)\\c1csc(N)n1)C(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:3513"^^xsd:string,
        "CHEBI:23059"^^xsd:string,
        "CHEBI:446214"^^xsd:string ;
    oboInOwl:hasExactSynonym "7beta-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-3-{[(2-methyl-5,6-dioxo-1,2,5,6-tetrahydro-1,2,4-triazin-3-yl)sulfanyl]methyl}-3,4-didehydrocepham-4-carboxylic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(6R,7R)-7-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-3-{[(2-methyl-5,6-dioxo-1,2,5,6-tetrahydro-1,2,4-triazin-3-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid"^^xsd:string,
        "ceftriaxona"^^xsd:string,
        "ceftriaxone"^^xsd:string,
        "ceftriaxonum"^^xsd:string,
        "rocephin"^^xsd:string ;
    oboInOwl:id "CHEBI:29007"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:29016 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1725411"^^xsd:string,
        "CAS:7200-25-1"^^xsd:string,
        "KEGG:C02385"^^xsd:string,
        "PMID:10848923"^^xsd:string,
        "Reaxys:1725411"^^xsd:string,
        "Wikipedia:L-Arginine"^^xsd:string ;
    rdfs:label "arginine"^^xsd:string ;
    definition: "An alpha-amino acid that is glycine in which the alpha-is substituted by a 3-guanidinopropyl group."^^xsd:string ;
    rdfs:subClassOf CHEBI:24436,
        CHEBI:26167,
        CHEBI:33704,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:32695 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:32696 ],
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:50340 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78675 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H14N4O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H14N4O2/c7-4(5(11)12)2-1-3-10-6(8)9/h4H,1-3,7H2,(H,11,12)(H4,8,9,10)"^^xsd:string ;
    chebi:inchikey "ODKSFYDXXFIFQN-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "174.20112"^^xsd:string ;
    chebi:monoisotopicmass "174.11168"^^xsd:string ;
    chebi:smiles "NC(CCCNC(N)=N)C(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:2643"^^xsd:string,
        "CHEBI:22616"^^xsd:string ;
    oboInOwl:hasExactSynonym "Arginine"^^xsd:string,
        "arginine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-amino-5-(carbamimidamido)pentanoic acid"^^xsd:string,
        "2-amino-5-guanidinopentanoic acid"^^xsd:string,
        "2-Amino-5-guanidinovaleric acid"^^xsd:string,
        "Arginin"^^xsd:string,
        "Harg"^^xsd:string ;
    oboInOwl:id "CHEBI:29016"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:29033 a owl:Class ;
    oboInOwl:hasDbXref "CAS:15438-31-0"^^xsd:string,
        "Gmelin:6845"^^xsd:string,
        "KEGG:C14818"^^xsd:string,
        "PDBeChem:FE2"^^xsd:string ;
    rdfs:label "iron(2+)"^^xsd:string ;
    rdfs:subClassOf CHEBI:24875,
        CHEBI:30412,
        CHEBI:60240,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "+2"^^xsd:string ;
    chebi:formula "Fe"^^xsd:string ;
    chebi:inchi "InChI=1S/Fe/q+2"^^xsd:string ;
    chebi:inchikey "CWYNVVGOOAEACU-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "55.84500"^^xsd:string ;
    chebi:monoisotopicmass "55.93384"^^xsd:string ;
    chebi:smiles "[Fe++]"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:13319"^^xsd:string,
        "CHEBI:13321"^^xsd:string,
        "CHEBI:21129"^^xsd:string,
        "CHEBI:24876"^^xsd:string,
        "CHEBI:34754"^^xsd:string,
        "CHEBI:49599"^^xsd:string ;
    oboInOwl:hasExactSynonym "Iron(2+)"^^xsd:string,
        "iron(2+)"^^xsd:string,
        "iron(2+) ion"^^xsd:string,
        "iron(II) cation"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Fe2+"^^xsd:string,
        "FE (II) ION"^^xsd:string,
        "Fe(2+)"^^xsd:string,
        "Fe(II)"^^xsd:string,
        "Ferrous ion"^^xsd:string,
        "iron ion(2+)"^^xsd:string ;
    oboInOwl:id "CHEBI:29033"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:29067 a owl:Class ;
    rdfs:label "carboxylic acid anion"^^xsd:string ;
    definition: "The conjugate base formed when the carboxy group of a carboxylic acid is deprotonated."^^xsd:string ;
    rdfs:subClassOf CHEBI:25696,
        CHEBI:35406,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:33575 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "CO2R"^^xsd:string ;
    chebi:mass "44.00950"^^xsd:string ;
    chebi:monoisotopicmass "43.98983"^^xsd:string ;
    chebi:smiles "[O-]C([*])=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:13626"^^xsd:string,
        "CHEBI:13945"^^xsd:string,
        "CHEBI:23026"^^xsd:string,
        "CHEBI:58657"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "a carboxylate"^^xsd:string,
        "carboxylic acid anions"^^xsd:string,
        "carboxylic anions"^^xsd:string ;
    oboInOwl:id "CHEBI:29067"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:29073 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:84272"^^xsd:string,
        "BPDB:2405"^^xsd:string,
        "CAS:50-81-7"^^xsd:string,
        "Drug_Central:4072"^^xsd:string,
        "DrugBank:DB00126"^^xsd:string,
        "Gmelin:4087"^^xsd:string,
        "HMDB:HMDB0000044"^^xsd:string,
        "KEGG:C00072"^^xsd:string,
        "KEGG:D00018"^^xsd:string,
        "KNApSAcK:C00001179"^^xsd:string,
        "MetaCyc:ASCORBATE"^^xsd:string,
        "PDBeChem:ASC"^^xsd:string,
        "PMID:491997"^^xsd:string,
        "PMID:3015170"^^xsd:string,
        "PMID:5477017"^^xsd:string,
        "PMID:7711198"^^xsd:string,
        "PMID:8467348"^^xsd:string,
        "PMID:8726814"^^xsd:string,
        "PMID:9506998"^^xsd:string,
        "PMID:10799361"^^xsd:string,
        "PMID:12180551"^^xsd:string,
        "PMID:12569111"^^xsd:string,
        "PMID:15917019"^^xsd:string,
        "PMID:15925292"^^xsd:string,
        "PMID:15949874"^^xsd:string,
        "PMID:16425787"^^xsd:string,
        "PMID:16522902"^^xsd:string,
        "PMID:16611389"^^xsd:string,
        "PMID:16725131"^^xsd:string,
        "PMID:17253561"^^xsd:string,
        "PMID:17623524"^^xsd:string,
        "PMID:17636648"^^xsd:string,
        "PMID:18813862"^^xsd:string,
        "PMID:19273781"^^xsd:string,
        "PMID:19580823"^^xsd:string,
        "PMID:19692922"^^xsd:string,
        "PMID:22770225"^^xsd:string,
        "Reaxys:84272"^^xsd:string,
        "Wikipedia:Ascorbic_Acid"^^xsd:string ;
    rdfs:label "L-ascorbic acid"^^xsd:string ;
    definition: "The L-enantiomer of ascorbic acid and conjugate acid of L-ascorbate."^^xsd:string ;
    rdfs:subClassOf CHEBI:22652,
        CHEBI:176783,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:38290 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:51384 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:23354 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:64577 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77962 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78006 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:85046 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:176497 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H8O6"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H8O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h2,5,7-10H,1H2/t2-,5+/m0/s1"^^xsd:string ;
    chebi:inchikey "CIWBSHSKHKDKBQ-JLAZNSOCSA-N"^^xsd:string ;
    chebi:mass "176.12410"^^xsd:string ;
    chebi:monoisotopicmass "176.03209"^^xsd:string ;
    chebi:smiles "[H][C@@]1(OC(=O)C(O)=C1O)[C@@H](O)CO"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:2868"^^xsd:string,
        "CHEBI:21240"^^xsd:string,
        "CHEBI:40892"^^xsd:string,
        "CHEBI:43473"^^xsd:string ;
    oboInOwl:hasExactSynonym "(5R)-5-[(1S)-1,2-dihydroxyethyl]-3,4-dihydroxyfuran-2(5H)-one"^^xsd:string,
        "L-Ascorbic acid"^^xsd:string,
        "L-threo-hex-2-enono-1,4-lactone"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "acide ascorbique"^^xsd:string,
        "acido ascorbico"^^xsd:string,
        "acidum ascorbicum"^^xsd:string,
        "acidum ascorbinicum"^^xsd:string,
        "Ascoltin"^^xsd:string,
        "ASCORBIC ACID"^^xsd:string,
        "Ascorbic acid"^^xsd:string,
        "ascorbic acid"^^xsd:string,
        "Ascorbicap"^^xsd:string,
        "Ascorbinsaeure"^^xsd:string,
        "E300"^^xsd:string,
        "E 300"^^xsd:string,
        "E-300"^^xsd:string,
        "L-(+)-ascorbic acid"^^xsd:string,
        "L-Ascorbate"^^xsd:string,
        "Vitamin C"^^xsd:string ;
    oboInOwl:id "CHEBI:29073"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:29075 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C02171"^^xsd:string ;
    rdfs:label "mononucleotide"^^xsd:string ;
    rdfs:subClassOf CHEBI:36976 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5H10O7PR"^^xsd:string ;
    chebi:mass "213.103"^^xsd:string ;
    chebi:monoisotopicmass "213.01641"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:6983"^^xsd:string,
        "CHEBI:14616"^^xsd:string,
        "CHEBI:25404"^^xsd:string ;
    oboInOwl:hasExactSynonym "Mononucleotide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "mononucleotides"^^xsd:string ;
    oboInOwl:id "CHEBI:29075"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:29084 a owl:Class ;
    rdfs:label "(2->1)-beta-D-fructan"^^xsd:string ;
    definition: "A fructan in which the D-fructose building blocks are connected by beta-(2->1) linkages."^^xsd:string ;
    rdfs:subClassOf CHEBI:28796 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "(C6H10O5)nH2O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:10844"^^xsd:string,
        "CHEBI:18520"^^xsd:string,
        "CHEBI:19275"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2,1-beta-D-fructosyl)n"^^xsd:string ;
    oboInOwl:id "CHEBI:29084"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:29101 a owl:Class ;
    oboInOwl:hasDbXref "CAS:17341-25-2"^^xsd:string,
        "Gmelin:15196"^^xsd:string,
        "KEGG:C01330"^^xsd:string,
        "PDBeChem:NA"^^xsd:string ;
    rdfs:label "sodium(1+)"^^xsd:string ;
    definition: "A monoatomic monocation obtained from sodium."^^xsd:string ;
    rdfs:subClassOf CHEBI:25414,
        CHEBI:33504,
        CHEBI:37246,
        CHEBI:60242,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:23357 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "Na"^^xsd:string ;
    chebi:inchi "InChI=1S/Na/q+1"^^xsd:string ;
    chebi:inchikey "FKNQFGJONOIPTF-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "22.98977"^^xsd:string ;
    chebi:monoisotopicmass "22.98922"^^xsd:string ;
    chebi:smiles "[Na+]"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:9175"^^xsd:string,
        "CHEBI:26717"^^xsd:string,
        "CHEBI:49766"^^xsd:string ;
    oboInOwl:hasExactSynonym "sodium cation"^^xsd:string,
        "sodium(1+)"^^xsd:string,
        "sodium(1+) ion"^^xsd:string,
        "sodium(I) cation"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Na(+)"^^xsd:string,
        "Na+"^^xsd:string,
        "SODIUM ION"^^xsd:string ;
    oboInOwl:id "CHEBI:29101"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:29103 a owl:Class ;
    oboInOwl:hasDbXref "CAS:24203-36-9"^^xsd:string,
        "Gmelin:15203"^^xsd:string,
        "KEGG:C00238"^^xsd:string,
        "KEGG:D08403"^^xsd:string,
        "PDBeChem:K"^^xsd:string ;
    rdfs:label "potassium(1+)"^^xsd:string ;
    definition: "A monoatomic monocation obtained from potassium."^^xsd:string ;
    rdfs:subClassOf CHEBI:25414,
        CHEBI:33504,
        CHEBI:37247,
        CHEBI:60242,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:23357 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "K"^^xsd:string ;
    chebi:inchi "InChI=1S/K/q+1"^^xsd:string ;
    chebi:inchikey "NPYPAHLBTDXSSS-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "39.09830"^^xsd:string ;
    chebi:monoisotopicmass "38.96316"^^xsd:string ;
    chebi:smiles "[K+]"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:8345"^^xsd:string,
        "CHEBI:26219"^^xsd:string,
        "CHEBI:49685"^^xsd:string ;
    oboInOwl:hasExactSynonym "potassium cation"^^xsd:string,
        "potassium(1+)"^^xsd:string,
        "potassium(1+) ion"^^xsd:string,
        "potassium(I) cation"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "K(+)"^^xsd:string,
        "K+"^^xsd:string,
        "POTASSIUM ION"^^xsd:string ;
    oboInOwl:id "CHEBI:29103"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:29105 a owl:Class ;
    oboInOwl:hasDbXref "CAS:23713-49-7"^^xsd:string,
        "Gmelin:6869"^^xsd:string,
        "KEGG:C00038"^^xsd:string,
        "PDBeChem:ZN"^^xsd:string ;
    rdfs:label "zinc(2+)"^^xsd:string ;
    rdfs:subClassOf CHEBI:30412,
        CHEBI:60240,
        CHEBI:63056,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:23357 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "+2"^^xsd:string ;
    chebi:formula "Zn"^^xsd:string ;
    chebi:inchi "InChI=1S/Zn/q+2"^^xsd:string ;
    chebi:inchikey "PTFCDOFLOPIGGS-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "65.39000"^^xsd:string ;
    chebi:monoisotopicmass "63.92804"^^xsd:string ;
    chebi:smiles "[Zn++]"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:10113"^^xsd:string,
        "CHEBI:27368"^^xsd:string,
        "CHEBI:49972"^^xsd:string,
        "CHEBI:49982"^^xsd:string ;
    oboInOwl:hasExactSynonym "zinc(2+)"^^xsd:string,
        "zinc(2+) ion"^^xsd:string,
        "zinc(II) cation"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "dietary zinc"^^xsd:string,
        "zinc cation"^^xsd:string,
        "ZINC ION"^^xsd:string,
        "zinc, ion (Zn2+)"^^xsd:string,
        "Zn2+"^^xsd:string,
        "Zn(2+)"^^xsd:string,
        "Zn(II)"^^xsd:string ;
    oboInOwl:id "CHEBI:29105"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:29108 a owl:Class ;
    oboInOwl:hasDbXref "CAS:14127-61-8"^^xsd:string,
        "Gmelin:6850"^^xsd:string,
        "KEGG:C00076"^^xsd:string,
        "PDBeChem:CA"^^xsd:string ;
    rdfs:label "calcium(2+)"^^xsd:string ;
    rdfs:subClassOf CHEBI:30412,
        CHEBI:39123,
        CHEBI:60240,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:23357 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "+2"^^xsd:string ;
    chebi:formula "Ca"^^xsd:string ;
    chebi:inchi "InChI=1S/Ca/q+2"^^xsd:string ;
    chebi:inchikey "BHPQYMZQTOCNFJ-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "40.07800"^^xsd:string ;
    chebi:monoisotopicmass "39.96149"^^xsd:string ;
    chebi:smiles "[Ca++]"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:3308"^^xsd:string,
        "CHEBI:22988"^^xsd:string,
        "CHEBI:48760"^^xsd:string ;
    oboInOwl:hasExactSynonym "calcium(2+)"^^xsd:string,
        "calcium(2+) ion"^^xsd:string,
        "calcium(II) cation"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Ca2+"^^xsd:string,
        "Ca(2+)"^^xsd:string,
        "CALCIUM ION"^^xsd:string,
        "calcium, doubly charged positive ion"^^xsd:string ;
    oboInOwl:id "CHEBI:29108"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:29133 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:88093"^^xsd:string,
        "CAS:125-73-5"^^xsd:string,
        "LINCS:LSM-36603"^^xsd:string ;
    rdfs:label "dextrorphan"^^xsd:string ;
    rdfs:subClassOf CHEBI:25418 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C17H23NO"^^xsd:string ;
    chebi:inchi "InChI=1S/C17H23NO/c1-18-9-8-17-7-3-2-4-14(17)16(18)10-12-5-6-13(19)11-15(12)17/h5-6,11,14,16,19H,2-4,7-10H2,1H3/t14-,16+,17+/m1/s1"^^xsd:string ;
    chebi:inchikey "JAQUASYNZVUNQP-PVAVHDDUSA-N"^^xsd:string ;
    chebi:mass "257.37066"^^xsd:string ;
    chebi:monoisotopicmass "257.17796"^^xsd:string ;
    chebi:smiles "[H][C@]12CCCC[C@]11CCN(C)[C@H]2Cc2ccc(O)cc12"^^xsd:string ;
    oboInOwl:hasExactSynonym "17-methyl-9alpha,13alpha,14alpha-morphinan-3-ol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(+)-3-hydroxy-N-methylmorphinan"^^xsd:string,
        "d-3-hydroxy-N-methylmorphinan"^^xsd:string,
        "dextrorphan"^^xsd:string,
        "dextrorphane"^^xsd:string,
        "dextrorphanum"^^xsd:string ;
    oboInOwl:id "CHEBI:29133"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:29192 a owl:Class ;
    oboInOwl:hasDbXref "CAS:14691-59-9"^^xsd:string,
        "Gmelin:507"^^xsd:string ;
    rdfs:label "hydrogenperoxide(1-)"^^xsd:string ;
    rdfs:subClassOf CHEBI:33693,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:16240 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "HO2"^^xsd:string ;
    chebi:inchi "InChI=1S/H2O2/c1-2/h1-2H/p-1"^^xsd:string ;
    chebi:inchikey "MHAJPDPJQMAIIY-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "33.00674"^^xsd:string ;
    chebi:monoisotopicmass "32.99820"^^xsd:string ;
    chebi:smiles "[H]O[O-]"^^xsd:string ;
    oboInOwl:hasExactSynonym "dioxidanide"^^xsd:string,
        "hydrogen(peroxide)(1-)"^^xsd:string,
        "hydrogendioxide(1-)"^^xsd:string,
        "hydrogenperoxide(1-)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "[HO2](-)"^^xsd:string,
        "HO2(-)"^^xsd:string,
        "HOO anion"^^xsd:string,
        "HOO(-)"^^xsd:string ;
    oboInOwl:id "CHEBI:29192"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:29214 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:1404640"^^xsd:string ;
    rdfs:label "sulfonic acid"^^xsd:string ;
    rdfs:subClassOf CHEBI:33402,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:33543 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:48854 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "H2O3S"^^xsd:string ;
    chebi:inchi "InChI=1S/H2O3S/c1-4(2)3/h4H,(H,1,2,3)"^^xsd:string ;
    chebi:inchikey "BDHFUVZGWQCTTF-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "82.08008"^^xsd:string ;
    chebi:monoisotopicmass "81.97247"^^xsd:string ;
    chebi:smiles "[H]S(O)(=O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "hydridohydroxidodioxidosulfur"^^xsd:string,
        "sulfonic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "[SHO2(OH)]"^^xsd:string,
        "acide sulfonique"^^xsd:string,
        "HSHO3"^^xsd:string,
        "Sulfonsaeure"^^xsd:string,
        "sulphonic acid"^^xsd:string ;
    oboInOwl:id "CHEBI:29214"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:29233 a owl:Class ;
    oboInOwl:hasDbXref "CAS:12597-73-8"^^xsd:string,
        "CAS:14464-47-2"^^xsd:string,
        "Gmelin:12590"^^xsd:string ;
    rdfs:label "deuteron"^^xsd:string ;
    definition: "Nucleus of the (2)H atom."^^xsd:string ;
    rdfs:subClassOf CHEBI:15378 ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "D"^^xsd:string ;
    chebi:inchi "InChI=1S/p+1/i/hD"^^xsd:string ;
    chebi:inchikey "GPRLSGONYQIRFK-DYCDLGHISA-N"^^xsd:string ;
    chebi:mass "2.014"^^xsd:string ;
    chebi:monoisotopicmass "2.01355"^^xsd:string ;
    chebi:smiles "[2H+]"^^xsd:string ;
    oboInOwl:hasExactSynonym "deuterium(1+)"^^xsd:string,
        "deuteron"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2)1H(+)"^^xsd:string,
        "(2)H(+)"^^xsd:string,
        "d"^^xsd:string,
        "D(+)"^^xsd:string,
        "d(+)"^^xsd:string,
        "deuterium cation"^^xsd:string ;
    oboInOwl:id "CHEBI:29233"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:29234 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:90855"^^xsd:string ;
    rdfs:label "triton"^^xsd:string ;
    definition: "Nucleus of the (3)H atom."^^xsd:string ;
    rdfs:subClassOf CHEBI:15378 ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "T"^^xsd:string ;
    chebi:inchi "InChI=1S/p+1/i/hT"^^xsd:string ;
    chebi:inchikey "GPRLSGONYQIRFK-MNYXATJNSA-N"^^xsd:string ;
    chebi:mass "3.016"^^xsd:string ;
    chebi:monoisotopicmass "3.01550"^^xsd:string ;
    chebi:smiles "[3H+]"^^xsd:string ;
    oboInOwl:hasExactSynonym "tritium(1+)"^^xsd:string,
        "triton"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(3)1H(+)"^^xsd:string,
        "(3)H(+)"^^xsd:string,
        "t"^^xsd:string,
        "T(+)"^^xsd:string,
        "t(+)"^^xsd:string ;
    oboInOwl:id "CHEBI:29234"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:29256 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C00145"^^xsd:string,
        "Wikipedia:Thiol"^^xsd:string ;
    rdfs:label "thiol"^^xsd:string ;
    definition: "An organosulfur compound in which a thiol group, -SH, is attached to a carbon atom of any aliphatic or aromatic moiety."^^xsd:string ;
    rdfs:subClassOf CHEBI:33261,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:29917 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "HSR"^^xsd:string ;
    chebi:mass "33.07300"^^xsd:string ;
    chebi:monoisotopicmass "32.97990"^^xsd:string ;
    chebi:smiles "S[*]"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:8766"^^xsd:string,
        "CHEBI:9556"^^xsd:string,
        "CHEBI:13443"^^xsd:string,
        "CHEBI:13696"^^xsd:string,
        "CHEBI:17366"^^xsd:string,
        "CHEBI:26969"^^xsd:string ;
    oboInOwl:hasExactSynonym "Thiol"^^xsd:string,
        "thiols"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "a thiol"^^xsd:string,
        "Mercaptan"^^xsd:string,
        "mercaptans"^^xsd:string,
        "Merkaptan"^^xsd:string,
        "RSH"^^xsd:string,
        "thiols"^^xsd:string ;
    oboInOwl:id "CHEBI:29256"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:29258 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:558293"^^xsd:string ;
    rdfs:label "dihydrogenphosphite"^^xsd:string ;
    definition: "A monovalent inorganic anion obtained by deprotonation of phosphorous acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:26045,
        CHEBI:79389,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:29259 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:36361 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "H2O3P"^^xsd:string ;
    chebi:inchi "InChI=1S/H2O3P/c1-4(2)3/h1-2H/q-1"^^xsd:string ;
    chebi:inchikey "BLBIZNCSZLTDPW-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "80.98784"^^xsd:string ;
    chebi:monoisotopicmass "80.97470"^^xsd:string ;
    chebi:smiles "[H]OP([O-])O[H]"^^xsd:string ;
    oboInOwl:hasExactSynonym "dihydrogen(trioxidophosphate)(1-)"^^xsd:string,
        "dihydrogenphosphite"^^xsd:string,
        "dihydroxidooxidophosphate(1-)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "[PO(OH)2] (-)"^^xsd:string,
        "dihydrogen phosphite"^^xsd:string,
        "H2PO3(-)"^^xsd:string ;
    oboInOwl:id "CHEBI:29258"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:29259 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:323302"^^xsd:string ;
    rdfs:label "hydrogenphosphite"^^xsd:string ;
    definition: "A divalent inorganic anion resulting from the removal of a proton from two of the hydroxy groups of phosphorous acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:26045,
        CHEBI:79388,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:45064 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:29258 ] ;
    chebi:charge "-2"^^xsd:string ;
    chebi:formula "HO3P"^^xsd:string ;
    chebi:inchi "InChI=1S/HO3P/c1-4(2)3/h1H/q-2"^^xsd:string ;
    chebi:inchikey "GBHRVZIGDIUCJB-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "79.97990"^^xsd:string ;
    chebi:monoisotopicmass "79.96743"^^xsd:string ;
    chebi:smiles "[H]OP([O-])[O-]"^^xsd:string ;
    oboInOwl:hasExactSynonym "hydrogen(trioxidophosphate)(2-)"^^xsd:string,
        "hydrogenphosphite"^^xsd:string,
        "hydroxidodioxidophosphate(2-)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "[PO2(OH)](2-)"^^xsd:string,
        "HPO3(2-)"^^xsd:string,
        "hydrogen phosphite"^^xsd:string ;
    oboInOwl:id "CHEBI:29259"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:29277 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:1565041"^^xsd:string ;
    rdfs:label "dinitride(2-)"^^xsd:string ;
    rdfs:subClassOf CHEBI:33266,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:30103 ] ;
    chebi:charge "-2"^^xsd:string ;
    chebi:formula "N2"^^xsd:string ;
    chebi:inchi "InChI=1S/N2/c1-2/q-2"^^xsd:string ;
    chebi:inchikey "BZZJUZUZJRQHLZ-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "28.01348"^^xsd:string ;
    chebi:monoisotopicmass "28.00725"^^xsd:string ;
    chebi:smiles "[N-]=[N-]"^^xsd:string ;
    oboInOwl:hasExactSynonym "diazenediide"^^xsd:string,
        "dinitride(2-)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "N2(2-)"^^xsd:string ;
    oboInOwl:id "CHEBI:29277"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:29337 a owl:Class ;
    rdfs:label "azanide"^^xsd:string ;
    rdfs:subClassOf CHEBI:35106,
        CHEBI:79389,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:29340 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:16134 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "H2N"^^xsd:string ;
    chebi:inchi "InChI=1S/H2N/h1H2/q-1"^^xsd:string ;
    chebi:inchikey "HYGWNUKOUCZBND-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "16.02262"^^xsd:string ;
    chebi:monoisotopicmass "16.01927"^^xsd:string ;
    chebi:smiles "[H][N-][H]"^^xsd:string ;
    oboInOwl:hasExactSynonym "amide"^^xsd:string,
        "azanide"^^xsd:string,
        "dihydridonitrate(1-)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "NH2(-)"^^xsd:string ;
    oboInOwl:id "CHEBI:29337"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:29340 a owl:Class ;
    rdfs:label "hydridonitrate(2-)"^^xsd:string ;
    definition: "A divalent inorganic anion resulting from the removal of two protons from ammonia."^^xsd:string ;
    rdfs:subClassOf CHEBI:35106,
        CHEBI:79388,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:29337 ] ;
    chebi:charge "-2"^^xsd:string ;
    chebi:formula "HN"^^xsd:string ;
    chebi:inchi "InChI=1S/HN/h1H/q-2"^^xsd:string ;
    chebi:inchikey "DZQYTNGKSBCIOE-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "15.01468"^^xsd:string ;
    chebi:monoisotopicmass "15.01200"^^xsd:string ;
    chebi:smiles "[N--][H]"^^xsd:string ;
    oboInOwl:hasExactSynonym "azanediide"^^xsd:string,
        "hydridonitrate(2-)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "imide"^^xsd:string,
        "NH(2-)"^^xsd:string ;
    oboInOwl:id "CHEBI:29340"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:29347 a owl:Class ;
    rdfs:label "monocarboxylic acid amide"^^xsd:string ;
    definition: "A carboxamide derived from a monocarboxylic acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:37622 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "CNOR3"^^xsd:string ;
    chebi:mass "42.01680"^^xsd:string ;
    chebi:monoisotopicmass "41.99799"^^xsd:string ;
    chebi:smiles "[*]N([*])C([*])=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:6977"^^xsd:string,
        "CHEBI:13211"^^xsd:string,
        "CHEBI:22207"^^xsd:string,
        "CHEBI:25383"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "monocarboxylic acid amides"^^xsd:string ;
    oboInOwl:id "CHEBI:29347"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:29348 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C02244"^^xsd:string,
        "LIPID_MAPS_class:LMFA08"^^xsd:string ;
    rdfs:label "fatty amide"^^xsd:string ;
    definition: "A monocarboxylic acid amide derived from a fatty acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:29347,
        CHEBI:61697 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "CHNOR2"^^xsd:string ;
    chebi:mass "43.025"^^xsd:string ;
    chebi:monoisotopicmass "43.00581"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:2572"^^xsd:string,
        "CHEBI:13247"^^xsd:string,
        "CHEBI:22310"^^xsd:string,
        "CHEBI:22330"^^xsd:string,
        "CHEBI:35749"^^xsd:string,
        "CHEBI:38838"^^xsd:string ;
    oboInOwl:hasExactSynonym "fatty amide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Aliphatic amide"^^xsd:string,
        "fatty amides"^^xsd:string ;
    oboInOwl:id "CHEBI:29348"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:29360 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:5915711"^^xsd:string,
        "Gmelin:322698"^^xsd:string ;
    rdfs:label "methanediide"^^xsd:string ;
    rdfs:subClassOf CHEBI:38222,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:29438 ] ;
    chebi:charge "-2"^^xsd:string ;
    chebi:formula "CH2"^^xsd:string ;
    chebi:inchi "InChI=1S/CH2/h1H2/q-2"^^xsd:string ;
    chebi:inchikey "PZPOWPOFQLSNJO-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "14.02658"^^xsd:string ;
    chebi:monoisotopicmass "14.01675"^^xsd:string ;
    chebi:smiles "[H][C--][H]"^^xsd:string ;
    oboInOwl:hasExactSynonym "dihydridocarbonate(2-)"^^xsd:string,
        "methanediide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "[CH2](2-)"^^xsd:string,
        "CH2(2-)"^^xsd:string ;
    oboInOwl:id "CHEBI:29360"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:29369 a owl:Class ;
    rdfs:label "peroxy group"^^xsd:string ;
    rdfs:subClassOf CHEBI:33246 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "O2"^^xsd:string ;
    chebi:mass "31.99880"^^xsd:string ;
    chebi:monoisotopicmass "31.98983"^^xsd:string ;
    chebi:smiles "O(O*)*"^^xsd:string ;
    oboInOwl:hasExactSynonym "peroxy"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "-OO-"^^xsd:string ;
    oboInOwl:id "CHEBI:29369"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:29412 a owl:Class ;
    oboInOwl:hasDbXref "CAS:13968-08-6"^^xsd:string,
        "Gmelin:141"^^xsd:string,
        "MolBase:1646"^^xsd:string ;
    rdfs:label "oxonium"^^xsd:string ;
    rdfs:subClassOf CHEBI:33693,
        CHEBI:50313,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:15377 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "H3O"^^xsd:string ;
    chebi:inchi "InChI=1S/H2O/h1H2/p+1"^^xsd:string ;
    chebi:inchikey "XLYOFNOQVPJJNP-UHFFFAOYSA-O"^^xsd:string ;
    chebi:mass "19.02322"^^xsd:string ;
    chebi:monoisotopicmass "19.01784"^^xsd:string ;
    chebi:smiles "[H][O+]([H])[H]"^^xsd:string ;
    oboInOwl:hasExactSynonym "aquahydrogen(1+)"^^xsd:string,
        "oxidanium"^^xsd:string,
        "oxonium"^^xsd:string,
        "trihydridooxygen(1+)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "[OH3](+)"^^xsd:string,
        "H3O(+)"^^xsd:string,
        "Hydronium cation"^^xsd:string,
        "Hydronium ion"^^xsd:string ;
    oboInOwl:id "CHEBI:29412"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:29438 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1813938"^^xsd:string,
        "CAS:15194-58-8"^^xsd:string,
        "Gmelin:259263"^^xsd:string ;
    rdfs:label "methanide"^^xsd:string ;
    rdfs:subClassOf CHEBI:38222,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:29360 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:16183 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "CH3"^^xsd:string ;
    chebi:inchi "InChI=1S/CH3/h1H3/q-1"^^xsd:string ;
    chebi:inchikey "LGRLWUINFJPLSH-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "15.03452"^^xsd:string ;
    chebi:monoisotopicmass "15.02402"^^xsd:string ;
    chebi:smiles "[H][C-]([H])[H]"^^xsd:string ;
    oboInOwl:hasExactSynonym "methanide"^^xsd:string,
        "trihydridocarbonate(1-)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "[CH3](-)"^^xsd:string,
        "CH3(-)"^^xsd:string,
        "lambda(2)-methanuide"^^xsd:string,
        "methyl anion"^^xsd:string ;
    oboInOwl:id "CHEBI:29438"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:29449 a owl:Class ;
    oboInOwl:hasDbXref "CAS:7782-79-8"^^xsd:string,
        "Gmelin:773"^^xsd:string ;
    rdfs:label "hydrogen azide"^^xsd:string ;
    rdfs:subClassOf CHEBI:35106,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:40910 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "HN3"^^xsd:string ;
    chebi:inchi "InChI=1S/HN3/c1-3-2/h1H"^^xsd:string ;
    chebi:inchikey "JUINSXZKUKVTMD-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "43.02816"^^xsd:string ;
    chebi:monoisotopicmass "43.01705"^^xsd:string ;
    chebi:smiles "N=[N+]=[N-]"^^xsd:string ;
    oboInOwl:hasExactSynonym "hydrido-1kappaH-trinitrogen(2N--N)"^^xsd:string,
        "hydrogen azide"^^xsd:string,
        "hydrogen trinitride(1-)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "[NNNH]"^^xsd:string,
        "hydrazoic acid"^^xsd:string,
        "N3H"^^xsd:string,
        "triazoic acid"^^xsd:string ;
    oboInOwl:id "CHEBI:29449"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:29745 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:601777"^^xsd:string,
        "KEGG:C00813"^^xsd:string ;
    rdfs:label "barbiturate"^^xsd:string ;
    definition: "Conjugate base of barbituric acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:22691,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:16294 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C4H3N2O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C4H4N2O3/c7-2-1-3(8)6-4(9)5-2/h1H2,(H2,5,6,7,8,9)/p-1"^^xsd:string ;
    chebi:inchikey "HNYOPLTXPVRDBG-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "127.07820"^^xsd:string ;
    chebi:monoisotopicmass "127.01492"^^xsd:string ;
    chebi:smiles "O=C1CC(=O)[N-]C(=O)N1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:13872"^^xsd:string,
        "CHEBI:22690"^^xsd:string ;
    oboInOwl:hasExactSynonym "2,4,6-trioxotetrahydro-2H-pyrimidin-1-ide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "barbiturate anion"^^xsd:string ;
    oboInOwl:id "CHEBI:29745"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:29749 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:FERULIC-ACID"^^xsd:string ;
    rdfs:label "ferulate"^^xsd:string ;
    definition: "A monocarboxylic acid anion obtained by the deprotonation of the carboxy group of ferulic acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:35757,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:17620 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C10H9O4"^^xsd:string ;
    chebi:inchi "InChI=1S/C10H10O4/c1-14-9-6-7(2-4-8(9)11)3-5-10(12)13/h2-6,11H,1H3,(H,12,13)/p-1/b5-3+"^^xsd:string ;
    chebi:inchikey "KSEBMYQBYZTDHS-HWKANZROSA-M"^^xsd:string ;
    chebi:mass "193.17606"^^xsd:string ;
    chebi:monoisotopicmass "193.05063"^^xsd:string ;
    chebi:smiles "COc1cc(\\C=C\\C([O-])=O)ccc1O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:11848"^^xsd:string,
        "CHEBI:14259"^^xsd:string,
        "CHEBI:24029"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3-methoxy-4-hydroxy-trans-cinnamate"^^xsd:string,
        "(E)-ferulate"^^xsd:string ;
    oboInOwl:id "CHEBI:29749"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:29785 a owl:Class ;
    rdfs:label "nitro group"^^xsd:string ;
    rdfs:subClassOf CHEBI:33246,
        CHEBI:51144 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "NO2"^^xsd:string ;
    chebi:mass "46.00550"^^xsd:string ;
    chebi:monoisotopicmass "45.99290"^^xsd:string ;
    chebi:smiles "*[N+](=O)[O-]"^^xsd:string ;
    oboInOwl:hasExactSynonym "nitro"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "-NO2"^^xsd:string ;
    oboInOwl:id "CHEBI:29785"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:29792 a owl:Class ;
    rdfs:label "hydroperoxy group"^^xsd:string ;
    rdfs:subClassOf CHEBI:33246 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "HO2"^^xsd:string ;
    chebi:mass "33.00674"^^xsd:string ;
    chebi:monoisotopicmass "32.99765"^^xsd:string ;
    chebi:smiles "O(O[H])*"^^xsd:string ;
    oboInOwl:hasExactSynonym "dioxidanyl"^^xsd:string,
        "hydroperoxy"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "-OOH"^^xsd:string ;
    oboInOwl:id "CHEBI:29792"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:29793 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:508"^^xsd:string ;
    rdfs:label "hydridodioxygen(1+)"^^xsd:string ;
    rdfs:subClassOf CHEBI:33693,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:15379 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "HO2"^^xsd:string ;
    chebi:inchi "InChI=1S/O2/c1-2/p+1"^^xsd:string ;
    chebi:inchikey "MYMOFIZGZYHOMD-UHFFFAOYSA-O"^^xsd:string ;
    chebi:mass "33.00674"^^xsd:string ;
    chebi:monoisotopicmass "32.99711"^^xsd:string ;
    chebi:smiles "[H][O+]=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "dioxidenium"^^xsd:string,
        "hydridodioxygen(1+)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "[HO2](+)"^^xsd:string,
        "HO2(+)"^^xsd:string,
        "HOO(+)"^^xsd:string ;
    oboInOwl:id "CHEBI:29793"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:29917 a owl:Class ;
    rdfs:label "thiol group"^^xsd:string ;
    rdfs:subClassOf CHEBI:33246,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_substituent_group_from ;
            owl:someValuesFrom CHEBI:16136 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "HS"^^xsd:string ;
    chebi:mass "33.074"^^xsd:string ;
    chebi:monoisotopicmass "32.97990"^^xsd:string ;
    chebi:smiles "*S[H]"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:26821"^^xsd:string,
        "CHEBI:29916"^^xsd:string ;
    oboInOwl:hasExactSynonym "sulfanyl"^^xsd:string,
        "thiol"^^xsd:string,
        "thiol group"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "-SH"^^xsd:string,
        "HS-"^^xsd:string,
        "mercapto group"^^xsd:string,
        "Mercaptogruppe"^^xsd:string,
        "Merkaptogruppe"^^xsd:string,
        "sulfhydryl group"^^xsd:string,
        "Sulfhydrylgruppe"^^xsd:string,
        "sulphydryl group"^^xsd:string,
        "Thiolgruppe"^^xsd:string ;
    oboInOwl:id "CHEBI:29917"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:29919 a owl:Class ;
    oboInOwl:hasDbXref "CAS:15035-72-0"^^xsd:string,
        "Gmelin:24766"^^xsd:string ;
    rdfs:label "hydrosulfide"^^xsd:string ;
    rdfs:subClassOf CHEBI:33535,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:15138 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:16136 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "HS"^^xsd:string ;
    chebi:inchi "InChI=1S/H2S/h1H2/p-1"^^xsd:string ;
    chebi:inchikey "RWSOTUBLDIXVET-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "33.07394"^^xsd:string ;
    chebi:monoisotopicmass "32.98044"^^xsd:string ;
    chebi:smiles "[S-][H]"^^xsd:string ;
    oboInOwl:hasExactSynonym "hydrogen(sulfide)(1-)"^^xsd:string,
        "hydrosulfide"^^xsd:string,
        "sulfanide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "HS anion"^^xsd:string,
        "HS(-)"^^xsd:string,
        "hydrogen sulfide"^^xsd:string ;
    oboInOwl:id "CHEBI:29919"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:29922 a owl:Class ;
    oboInOwl:hasDbXref "PDBeChem:SFO"^^xsd:string ;
    rdfs:label "sulfo group"^^xsd:string ;
    rdfs:subClassOf CHEBI:33246,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_substituent_group_from ;
            owl:someValuesFrom CHEBI:29214 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "HO3S"^^xsd:string ;
    chebi:mass "81.07214"^^xsd:string ;
    chebi:monoisotopicmass "80.96464"^^xsd:string ;
    chebi:smiles "S(=O)(O)(*)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "hydroxydioxo-lambda(6)-sulfanyl"^^xsd:string,
        "hydroxysulfonyl"^^xsd:string,
        "sulfo"^^xsd:string,
        "SULFO GROUP"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "-S(O)2(OH)"^^xsd:string ;
    oboInOwl:id "CHEBI:29922"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:29967 a owl:Class ;
    oboInOwl:hasDbXref "RESID:AA0012"^^xsd:string ;
    rdfs:label "L-lysine residue"^^xsd:string ;
    rdfs:subClassOf CHEBI:32568,
        CHEBI:33700,
        CHEBI:83228,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:29969 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:29968 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_substituent_group_from ;
            owl:someValuesFrom CHEBI:18019 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H12N2O"^^xsd:string ;
    chebi:mass "128.17236"^^xsd:string ;
    chebi:monoisotopicmass "128.09496"^^xsd:string ;
    chebi:smiles "C([C@@H](C(*)=O)N*)CCCN"^^xsd:string ;
    oboInOwl:hasExactSynonym "L-lysine residue"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "-Lys-"^^xsd:string,
        "K"^^xsd:string,
        "L-lysine"^^xsd:string,
        "L-lysine base residue"^^xsd:string,
        "L-lysyl"^^xsd:string,
        "Lys"^^xsd:string ;
    oboInOwl:id "CHEBI:29967"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:29968 a owl:Class ;
    rdfs:label "D-lysine residue"^^xsd:string ;
    rdfs:subClassOf CHEBI:32568,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:29970 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:29967 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_substituent_group_from ;
            owl:someValuesFrom CHEBI:16855 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H12N2O"^^xsd:string ;
    chebi:mass "128.17236"^^xsd:string ;
    chebi:monoisotopicmass "128.09496"^^xsd:string ;
    chebi:smiles "C([C@H](C(*)=O)N*)CCCN"^^xsd:string ;
    oboInOwl:hasExactSynonym "D-lysine residue"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "-D-Lys-"^^xsd:string,
        "D-Lys"^^xsd:string,
        "D-lysine base residue"^^xsd:string,
        "DLys"^^xsd:string ;
    oboInOwl:id "CHEBI:29968"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:29969 a owl:Class ;
    rdfs:label "L-lysinium residue"^^xsd:string ;
    rdfs:subClassOf CHEBI:32579,
        CHEBI:33727,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:29967 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:29970 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_substituent_group_from ;
            owl:someValuesFrom CHEBI:32551 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C6H13N2O"^^xsd:string ;
    chebi:mass "129.180"^^xsd:string ;
    chebi:monoisotopicmass "129.10279"^^xsd:string ;
    chebi:smiles "C([C@@H](C(*)=O)N*)CCC[NH3+]"^^xsd:string ;
    oboInOwl:hasExactSynonym "L-lysinium residue"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "L-lysine residue"^^xsd:string,
        "LysH(+)"^^xsd:string ;
    oboInOwl:id "CHEBI:29969"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:29970 a owl:Class ;
    rdfs:label "D-lysinium residue"^^xsd:string ;
    rdfs:subClassOf CHEBI:32579,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:29968 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:29969 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_substituent_group_from ;
            owl:someValuesFrom CHEBI:32557 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C6H13N2O"^^xsd:string ;
    chebi:mass "129.18030"^^xsd:string ;
    chebi:monoisotopicmass "129.10279"^^xsd:string ;
    chebi:smiles "C([C@H](C(*)=O)N*)CCC[NH3+]"^^xsd:string ;
    oboInOwl:hasExactSynonym "D-lysinium residue"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "D-LysH(+)"^^xsd:string ;
    oboInOwl:id "CHEBI:29970"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:29985 a owl:Class ;
    oboInOwl:hasDbXref "CAS:11070-68-1"^^xsd:string,
        "Gmelin:936654"^^xsd:string,
        "MetaCyc:GLT"^^xsd:string ;
    rdfs:label "L-glutamate(1-)"^^xsd:string ;
    definition: "An alpha-amino-acid anion that is the conjugate base of L-glutamic acid, having anionic carboxy groups and a cationic amino group"^^xsd:string ;
    rdfs:subClassOf CHEBI:14321,
        CHEBI:62031,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:29988 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:16015 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:29986 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:24319 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C5H8NO4"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H9NO4/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H,7,8)(H,9,10)/p-1/t3-/m0/s1"^^xsd:string ;
    chebi:inchikey "WHUUTDBJXJRKMK-VKHMYHEASA-M"^^xsd:string ;
    chebi:mass "146.12136"^^xsd:string ;
    chebi:monoisotopicmass "146.04588"^^xsd:string ;
    chebi:smiles "[NH3+][C@@H](CCC([O-])=O)C([O-])=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:13107"^^xsd:string,
        "CHEBI:21301"^^xsd:string ;
    oboInOwl:hasExactSynonym "hydrogen L-glutamate"^^xsd:string,
        "L-glutamate(1-)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2S)-2-ammoniopentanedioate"^^xsd:string,
        "L-glutamate"^^xsd:string,
        "L-glutamic acid monoanion"^^xsd:string,
        "L-glutamic acid, ion(1-)"^^xsd:string ;
    oboInOwl:id "CHEBI:29985"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:29986 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:8319427"^^xsd:string,
        "MetaCyc:D-GLT"^^xsd:string ;
    rdfs:label "D-glutamate(1-)"^^xsd:string ;
    definition: "An alpha-amino-acid anion that is the conjugate base of D-glutamic acid, having anionic carboxy groups and a cationic amino group"^^xsd:string ;
    rdfs:subClassOf CHEBI:14321,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:29989 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:15966 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:29985 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C5H8NO4"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H9NO4/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H,7,8)(H,9,10)/p-1/t3-/m1/s1"^^xsd:string ;
    chebi:inchikey "WHUUTDBJXJRKMK-GSVOUGTGSA-M"^^xsd:string ;
    chebi:mass "146.12136"^^xsd:string ;
    chebi:monoisotopicmass "146.04588"^^xsd:string ;
    chebi:smiles "[NH3+][C@H](CCC([O-])=O)C([O-])=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:12979"^^xsd:string,
        "CHEBI:21022"^^xsd:string ;
    oboInOwl:hasExactSynonym "D-glutamate(1-)"^^xsd:string,
        "hydrogen D-glutamate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2R)-2-ammoniopentanedioate"^^xsd:string,
        "D-glutamate"^^xsd:string,
        "D-glutamic acid monoanion"^^xsd:string ;
    oboInOwl:id "CHEBI:29986"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:29987 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:4134100"^^xsd:string,
        "Gmelin:327903"^^xsd:string,
        "Reaxys:4134100"^^xsd:string ;
    rdfs:label "glutamate(2-)"^^xsd:string ;
    definition: "A dicarboxylic acid dianion that is the conjugate base of glutamate(1-)."^^xsd:string ;
    rdfs:subClassOf CHEBI:28965,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:14321 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78675 ] ;
    chebi:charge "-2"^^xsd:string ;
    chebi:formula "C5H7NO4"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H9NO4/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H,7,8)(H,9,10)/p-2"^^xsd:string ;
    chebi:inchikey "WHUUTDBJXJRKMK-UHFFFAOYSA-L"^^xsd:string ;
    chebi:mass "145.11342"^^xsd:string ;
    chebi:monoisotopicmass "145.03860"^^xsd:string ;
    chebi:smiles "NC(CCC([O-])=O)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-aminopentanedioate"^^xsd:string,
        "glutamate"^^xsd:string,
        "glutamate(2-)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "glutamic acid dianion"^^xsd:string ;
    oboInOwl:id "CHEBI:29987"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:29988 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:327905"^^xsd:string ;
    rdfs:label "L-glutamate(2-)"^^xsd:string ;
    definition: "An L-alpha-amino acid anion that is the dianion obtained by the deprotonation of the both the carboxy groups of L-glutamic acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:29987,
        CHEBI:59814,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:29985 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:29989 ] ;
    chebi:charge "-2"^^xsd:string ;
    chebi:formula "C5H7NO4"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H9NO4/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H,7,8)(H,9,10)/p-2/t3-/m0/s1"^^xsd:string ;
    chebi:inchikey "WHUUTDBJXJRKMK-VKHMYHEASA-L"^^xsd:string ;
    chebi:mass "145.11342"^^xsd:string ;
    chebi:monoisotopicmass "145.03860"^^xsd:string ;
    chebi:smiles "N[C@@H](CCC([O-])=O)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2S)-2-aminopentanedioate"^^xsd:string,
        "L-glutamate"^^xsd:string,
        "L-glutamate(2-)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "L-glutamic acid dianion"^^xsd:string ;
    oboInOwl:id "CHEBI:29988"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:29989 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:8143000"^^xsd:string,
        "Gmelin:327904"^^xsd:string ;
    rdfs:label "D-glutamate(2-)"^^xsd:string ;
    rdfs:subClassOf CHEBI:29987,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:29986 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:29988 ] ;
    chebi:charge "-2"^^xsd:string ;
    chebi:formula "C5H7NO4"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H9NO4/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H,7,8)(H,9,10)/p-2/t3-/m1/s1"^^xsd:string ;
    chebi:inchikey "WHUUTDBJXJRKMK-GSVOUGTGSA-L"^^xsd:string ;
    chebi:mass "145.11342"^^xsd:string ;
    chebi:monoisotopicmass "145.03860"^^xsd:string ;
    chebi:smiles "N[C@H](CCC([O-])=O)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2R)-2-aminopentanedioate"^^xsd:string,
        "D-glutamate"^^xsd:string,
        "D-glutamate(2-)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "D-glutamic acid dianion"^^xsd:string ;
    oboInOwl:id "CHEBI:29989"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:29990 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:8316944"^^xsd:string,
        "Reaxys:8316944"^^xsd:string ;
    rdfs:label "D-aspartate(1-)"^^xsd:string ;
    definition: "An aspartate(1-) that is the conjugate base of D-aspartic acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:35391,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:29994 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:17364 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:29991 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C4H6NO4"^^xsd:string ;
    chebi:inchi "InChI=1S/C4H7NO4/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H,6,7)(H,8,9)/p-1/t2-/m1/s1"^^xsd:string ;
    chebi:inchikey "CKLJMWTZIZZHCS-UWTATZPHSA-M"^^xsd:string ;
    chebi:mass "132.09478"^^xsd:string ;
    chebi:monoisotopicmass "132.03023"^^xsd:string ;
    chebi:smiles "[NH3+][C@H](CC([O-])=O)C([O-])=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:12918"^^xsd:string,
        "CHEBI:20919"^^xsd:string ;
    oboInOwl:hasExactSynonym "D-aspartate(1-)"^^xsd:string,
        "hydrogen D-aspartate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2R)-2-ammoniobutanedioate"^^xsd:string,
        "(2R)-2-ammoniosuccinate"^^xsd:string,
        "D-aspartate"^^xsd:string,
        "D-aspartic acid monoanion"^^xsd:string ;
    oboInOwl:id "CHEBI:29990"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:29991 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:327374"^^xsd:string,
        "Reaxys:15801578"^^xsd:string ;
    rdfs:label "L-aspartate(1-)"^^xsd:string ;
    definition: "An aspartate(1-) that is the  conjugate base of L-aspartic acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:35391,
        CHEBI:59869,
        CHEBI:62031,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:29993 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:17053 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:29990 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C4H6NO4"^^xsd:string ;
    chebi:inchi "InChI=1S/C4H7NO4/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H,6,7)(H,8,9)/p-1/t2-/m0/s1"^^xsd:string ;
    chebi:inchikey "CKLJMWTZIZZHCS-REOHCLBHSA-M"^^xsd:string ;
    chebi:mass "132.09478"^^xsd:string ;
    chebi:monoisotopicmass "132.03023"^^xsd:string ;
    chebi:smiles "[NH3+][C@@H](CC([O-])=O)C([O-])=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:13085"^^xsd:string,
        "CHEBI:21244"^^xsd:string ;
    oboInOwl:hasExactSynonym "hydrogen L-aspartate"^^xsd:string,
        "L-aspartate(1-)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2S)-2-ammoniobutanedioate"^^xsd:string,
        "(2S)-2-ammoniosuccinate"^^xsd:string,
        "L-aspartate"^^xsd:string,
        "L-aspartic acid monoanion"^^xsd:string ;
    oboInOwl:id "CHEBI:29991"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:29993 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:4133557"^^xsd:string,
        "Gmelin:327367"^^xsd:string,
        "Reaxys:4133557"^^xsd:string ;
    rdfs:label "L-aspartate(2-)"^^xsd:string ;
    definition: "An aspartate(2-) that is the conjugate base of  L-aspartate(1-)."^^xsd:string ;
    rdfs:subClassOf CHEBI:29995,
        CHEBI:59814,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:29991 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:29994 ] ;
    chebi:charge "-2"^^xsd:string ;
    chebi:formula "C4H5NO4"^^xsd:string ;
    chebi:inchi "InChI=1S/C4H7NO4/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H,6,7)(H,8,9)/p-2/t2-/m0/s1"^^xsd:string ;
    chebi:inchikey "CKLJMWTZIZZHCS-REOHCLBHSA-L"^^xsd:string ;
    chebi:mass "131.08684"^^xsd:string ;
    chebi:monoisotopicmass "131.02295"^^xsd:string ;
    chebi:smiles "N[C@@H](CC([O-])=O)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2S)-2-aminobutanedioate"^^xsd:string,
        "L-aspartate"^^xsd:string,
        "L-aspartate(2-)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2S)-2-aminosuccinate"^^xsd:string,
        "L-aspartic acid dianion"^^xsd:string ;
    oboInOwl:id "CHEBI:29993"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:29994 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:327368"^^xsd:string,
        "Reaxys:14495011"^^xsd:string ;
    rdfs:label "D-aspartate(2-)"^^xsd:string ;
    definition: "An aspartate(2-) that is the conjugate base of D-aspartate(1-)."^^xsd:string ;
    rdfs:subClassOf CHEBI:29995,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:29990 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:29993 ] ;
    chebi:charge "-2"^^xsd:string ;
    chebi:formula "C4H5NO4"^^xsd:string ;
    chebi:inchi "InChI=1S/C4H7NO4/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H,6,7)(H,8,9)/p-2/t2-/m1/s1"^^xsd:string ;
    chebi:inchikey "CKLJMWTZIZZHCS-UWTATZPHSA-L"^^xsd:string ;
    chebi:mass "131.08684"^^xsd:string ;
    chebi:monoisotopicmass "131.02295"^^xsd:string ;
    chebi:smiles "N[C@H](CC([O-])=O)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2R)-2-aminobutanedioate"^^xsd:string,
        "D-aspartate"^^xsd:string,
        "D-aspartate(2-)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2R)-2-aminosuccinate"^^xsd:string,
        "D-aspartic acid dianion"^^xsd:string ;
    oboInOwl:id "CHEBI:29994"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:29995 a owl:Class ;
    rdfs:label "aspartate(2-)"^^xsd:string ;
    definition: "A C4-dicarboxylate that is the dianion obtained by the deprotonation of both the carboxy groups of aspartic acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:61336,
        CHEBI:132943,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:35391 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78675 ] ;
    chebi:charge "-2"^^xsd:string ;
    chebi:formula "C4H5NO4"^^xsd:string ;
    chebi:inchi "InChI=1S/C4H7NO4/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H,6,7)(H,8,9)/p-2"^^xsd:string ;
    chebi:inchikey "CKLJMWTZIZZHCS-UHFFFAOYSA-L"^^xsd:string ;
    chebi:mass "131.08684"^^xsd:string ;
    chebi:monoisotopicmass "131.02295"^^xsd:string ;
    chebi:smiles "NC(CC([O-])=O)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-aminobutanedioate"^^xsd:string,
        "aspartate"^^xsd:string,
        "aspartate(2-)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-aminosuccinate"^^xsd:string,
        "aspartic acid dianion"^^xsd:string ;
    oboInOwl:id "CHEBI:29995"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:30023 a owl:Class ;
    rdfs:label "trans-sinapate"^^xsd:string ;
    definition: "A member of the class of cinnamates that is the conjugate base of trans-sinapic acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:36091,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:15714 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C11H11O5"^^xsd:string ;
    chebi:inchi "InChI=1S/C11H12O5/c1-15-8-5-7(3-4-10(12)13)6-9(16-2)11(8)14/h3-6,14H,1-2H3,(H,12,13)/p-1/b4-3+"^^xsd:string ;
    chebi:inchikey "PCMORTLOPMLEFB-ONEGZZNKSA-M"^^xsd:string ;
    chebi:mass "223.20204"^^xsd:string ;
    chebi:monoisotopicmass "223.06120"^^xsd:string ;
    chebi:smiles "COc1cc(cc(OC)c1O)\\C=C\\C([O-])=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:15085"^^xsd:string,
        "CHEBI:26680"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3,5-dimethoxy-4-hydroxycinnamate"^^xsd:string,
        "(E)-sinapate"^^xsd:string,
        "Sinapate"^^xsd:string ;
    oboInOwl:id "CHEBI:30023"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:30031 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1863859"^^xsd:string,
        "CAS:56-14-4"^^xsd:string,
        "Gmelin:240255"^^xsd:string,
        "MetaCyc:SUC"^^xsd:string,
        "PMID:17190852"^^xsd:string,
        "Reaxys:1863859"^^xsd:string,
        "UM-BBD_compID:c0312"^^xsd:string ;
    rdfs:label "succinate(2-)"^^xsd:string ;
    definition: "A dicarboxylic acid dianion resulting from the removal of a proton from both of the carboxy groups of succinic acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:26806,
        CHEBI:61336,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:30779 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "-2"^^xsd:string ;
    chebi:formula "C4H4O4"^^xsd:string ;
    chebi:inchi "InChI=1S/C4H6O4/c5-3(6)1-2-4(7)8/h1-2H2,(H,5,6)(H,7,8)/p-2"^^xsd:string ;
    chebi:inchikey "KDYFGRWQOYBRFD-UHFFFAOYSA-L"^^xsd:string ;
    chebi:mass "116.07216"^^xsd:string ;
    chebi:monoisotopicmass "116.01206"^^xsd:string ;
    chebi:smiles "[O-]C(=O)CCC([O-])=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:15125"^^xsd:string,
        "CHEBI:22941"^^xsd:string,
        "CHEBI:26803"^^xsd:string ;
    oboInOwl:hasExactSynonym "butanedioate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(-)OOC-CH2-CH2-COO(-)"^^xsd:string,
        "butanedioic acid, ion(2-)"^^xsd:string,
        "succinate"^^xsd:string ;
    oboInOwl:id "CHEBI:30031"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:30087 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1902006"^^xsd:string,
        "Gmelin:239627"^^xsd:string ;
    rdfs:label "guanidinium"^^xsd:string ;
    rdfs:subClassOf CHEBI:60251,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:42820 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:616459 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "CH6N3"^^xsd:string ;
    chebi:inchi "InChI=1S/CH5N3/c2-1(3)4/h(H5,2,3,4)/p+1"^^xsd:string ;
    chebi:inchikey "ZRALSGWEFCBTJO-UHFFFAOYSA-O"^^xsd:string ;
    chebi:mass "60.07856"^^xsd:string ;
    chebi:monoisotopicmass "60.05562"^^xsd:string ;
    chebi:smiles "NC(N)=[NH2+]"^^xsd:string ;
    oboInOwl:hasExactSynonym "guanidinium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "[C(NH2)3](+)"^^xsd:string,
        "diaminomethaniminium"^^xsd:string,
        "guanidine"^^xsd:string ;
    oboInOwl:id "CHEBI:30087"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:30088 a owl:Class ;
    oboInOwl:hasDbXref "CAS:1164-45-0"^^xsd:string,
        "KEGG:C11857"^^xsd:string,
        "KNApSAcK:C00000012"^^xsd:string,
        "LIPID_MAPS_instance:LMPR0104170014"^^xsd:string ;
    rdfs:label "gibberellin A12"^^xsd:string ;
    definition: "A C20-gibberellin, initially identified in Gibberella fujikuroi, in which the gibbane skeleton carries 1beta- and 4aalpha-methyl groups, 1alpha- and 10beta-carboxy substituents, and a methylene group at C-8 (all gibbane numberings)."^^xsd:string ;
    rdfs:subClassOf CHEBI:20859,
        CHEBI:35692,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:58627 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C20H28O4"^^xsd:string ;
    chebi:inchi "InChI=1S/C20H28O4/c1-11-9-20-10-12(11)5-6-13(20)18(2)7-4-8-19(3,17(23)24)15(18)14(20)16(21)22/h12-15H,1,4-10H2,2-3H3,(H,21,22)(H,23,24)/t12-,13+,14-,15+,18+,19-,20+/m1/s1"^^xsd:string ;
    chebi:inchikey "UJFQJDAESQJXTG-UFUZVNNQSA-N"^^xsd:string ;
    chebi:mass "332.43392"^^xsd:string ;
    chebi:monoisotopicmass "332.19876"^^xsd:string ;
    chebi:smiles "[H][C@@]12CC[C@@H]3C[C@]1(CC3=C)[C@@H](C(O)=O)[C@]1([H])[C@@](C)(CCC[C@@]21C)C(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:14301"^^xsd:string,
        "CHEBI:29587"^^xsd:string ;
    oboInOwl:hasExactSynonym "1beta,4a-dimethyl-8-methylidene-4aalpha,4bbeta-gibbane-1alpha,10beta-dicarboxylic acid"^^xsd:string,
        "(1R,2S,3S,4R,8S,9S,12R)-4,8-dimethyl-13-methylidenetetracyclo[10.2.1.0(1,9).0(3,8)]pentadecane-2,4-dicarboxylic acid"^^xsd:string,
        "Gibberellin A12"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "GA12"^^xsd:string,
        "gibberellin 12"^^xsd:string,
        "Gibberellin-A-12"^^xsd:string ;
    oboInOwl:id "CHEBI:30088"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:30089 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1901470"^^xsd:string,
        "CAS:71-50-1"^^xsd:string,
        "DrugBank:DB03166"^^xsd:string,
        "Gmelin:1379"^^xsd:string,
        "KEGG:C00033"^^xsd:string,
        "MetaCyc:ACET"^^xsd:string,
        "PDBeChem:ACT"^^xsd:string,
        "PMID:17190852"^^xsd:string,
        "PMID:22211106"^^xsd:string,
        "PMID:22371380"^^xsd:string,
        "Reaxys:1901470"^^xsd:string,
        "UM-BBD_compID:c0050"^^xsd:string,
        "Wikipedia:Acetate"^^xsd:string ;
    rdfs:label "acetate"^^xsd:string ;
    definition: "A monocarboxylic acid anion resulting from the removal of a proton from the carboxy group of acetic acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:35757,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:15366 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C2H3O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C2H4O2/c1-2(3)4/h1H3,(H,3,4)/p-1"^^xsd:string ;
    chebi:inchikey "QTBSBXVTEAMEQO-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "59.04402"^^xsd:string ;
    chebi:monoisotopicmass "59.01385"^^xsd:string ;
    chebi:smiles "CC([O-])=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:13704"^^xsd:string,
        "CHEBI:22165"^^xsd:string,
        "CHEBI:40480"^^xsd:string ;
    oboInOwl:hasExactSynonym "acetate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "ACETATE ION"^^xsd:string,
        "acetic acid, ion(1-)"^^xsd:string,
        "Azetat"^^xsd:string,
        "CH3-COO(-)"^^xsd:string,
        "Ethanoat"^^xsd:string,
        "ethanoate"^^xsd:string,
        "MeCO2 anion"^^xsd:string ;
    oboInOwl:id "CHEBI:30089"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:30096 a owl:Class ;
    oboInOwl:hasDbXref "CAS:3618-05-1"^^xsd:string,
        "KEGG:C05360"^^xsd:string ;
    rdfs:label "diazene"^^xsd:string ;
    rdfs:subClassOf CHEBI:35106,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:30103 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "H2N2"^^xsd:string ;
    chebi:inchi "InChI=1S/H2N2/c1-2/h1-2H"^^xsd:string ;
    chebi:inchikey "RAABOESOVLLHRU-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "30.02936"^^xsd:string ;
    chebi:monoisotopicmass "30.02180"^^xsd:string ;
    chebi:smiles "N=N"^^xsd:string ;
    oboInOwl:hasExactSynonym "diazene"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Diimide"^^xsd:string,
        "HN=NH"^^xsd:string ;
    oboInOwl:id "CHEBI:30096"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:30103 a owl:Class ;
    rdfs:label "diazenide"^^xsd:string ;
    rdfs:subClassOf CHEBI:35106,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:29277 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:30096 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "HN2"^^xsd:string ;
    chebi:inchi "InChI=1S/HN2/c1-2/h1H/q-1"^^xsd:string ;
    chebi:inchikey "XSCXGOPPNHTWEF-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "29.02142"^^xsd:string ;
    chebi:monoisotopicmass "29.01452"^^xsd:string ;
    chebi:smiles "N=[N-]"^^xsd:string ;
    oboInOwl:hasExactSynonym "diazenide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "N=NH(-)"^^xsd:string ;
    oboInOwl:id "CHEBI:30103"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:30106 a owl:Class ;
    rdfs:label "azo group"^^xsd:string ;
    rdfs:subClassOf CHEBI:33246,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_substituent_group_from ;
            owl:someValuesFrom CHEBI:30096 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "N2"^^xsd:string ;
    chebi:mass "28.01348"^^xsd:string ;
    chebi:monoisotopicmass "28.00615"^^xsd:string ;
    chebi:smiles "N(=N/*)\\*"^^xsd:string ;
    oboInOwl:hasExactSynonym "diazenediyl"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "-N=N-"^^xsd:string,
        "azo"^^xsd:string,
        "diazene-1,2-diyl"^^xsd:string ;
    oboInOwl:id "CHEBI:30106"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:30145 a owl:Class ;
    oboInOwl:hasDbXref "CAS:7439-93-2"^^xsd:string,
        "WebElements:Li"^^xsd:string ;
    rdfs:label "lithium atom"^^xsd:string ;
    rdfs:subClassOf CHEBI:22314 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "Li"^^xsd:string ;
    chebi:inchi "InChI=1S/Li"^^xsd:string ;
    chebi:inchikey "WHXSMMKQMYFTQS-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "6.94100"^^xsd:string ;
    chebi:monoisotopicmass "7.01600"^^xsd:string ;
    chebi:smiles "[Li]"^^xsd:string ;
    oboInOwl:hasExactSynonym "lithium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3Li"^^xsd:string,
        "Li"^^xsd:string,
        "Lithium"^^xsd:string,
        "lithium"^^xsd:string,
        "litio"^^xsd:string ;
    oboInOwl:id "CHEBI:30145"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:30200 a owl:Class ;
    oboInOwl:hasDbXref "CAS:480-10-4"^^xsd:string,
        "HMDB:HMDB0037429"^^xsd:string,
        "KEGG:C12249"^^xsd:string,
        "KNApSAcK:C00005138"^^xsd:string,
        "LIPID_MAPS_instance:LMPK12111725"^^xsd:string,
        "MetaCyc:CPD1F-453"^^xsd:string,
        "PMID:21329934"^^xsd:string,
        "PMID:21466157"^^xsd:string,
        "PMID:22210036"^^xsd:string,
        "PMID:22489129"^^xsd:string,
        "PMID:22766709"^^xsd:string,
        "Reaxys:1359980"^^xsd:string,
        "Wikipedia:Astragalin"^^xsd:string ;
    rdfs:label "kaempferol 3-O-beta-D-glucoside"^^xsd:string ;
    definition: "A kaempferol O-glucoside in which a glucosyl residue is attached at position 3 of kaempferol via a beta-glycosidic linkage."^^xsd:string ;
    rdfs:subClassOf CHEBI:22798,
        CHEBI:27116,
        CHEBI:63367,
        CHEBI:64634,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:169942 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:36335 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C21H20O11"^^xsd:string ;
    chebi:inchi "InChI=1S/C21H20O11/c22-7-13-15(26)17(28)18(29)21(31-13)32-20-16(27)14-11(25)5-10(24)6-12(14)30-19(20)8-1-3-9(23)4-2-8/h1-6,13,15,17-18,21-26,28-29H,7H2/t13-,15-,17+,18-,21+/m1/s1"^^xsd:string ;
    chebi:inchikey "JPUKWEQWGBDDQB-QSOFNFLRSA-N"^^xsd:string ;
    chebi:mass "448.378"^^xsd:string ;
    chebi:monoisotopicmass "448.10056"^^xsd:string ;
    chebi:smiles "C1(=C(C(C2=C(C=C(C=C2O1)O)O)=O)O[C@H]3[C@H](O)[C@H]([C@@H]([C@@H](CO)O3)O)O)C=4C=CC(O)=CC4"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:31745"^^xsd:string,
        "CHEBI:132836"^^xsd:string ;
    oboInOwl:hasExactSynonym "3-(beta-D-glucopyranosyloxy)-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one"^^xsd:string,
        "Kaempferol 3-O-beta-D-glucoside"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3,4',5,7-Tetrahydroxyflavone-3-glucoside"^^xsd:string,
        "4H-1-Benzopyran-4-one, 3-(beta-D-glucopyranosyloxy)-5,7-dihydroxy-2-(4-hydroxyphenyl)-"^^xsd:string,
        "5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl beta-D-glucopyranoside"^^xsd:string,
        "Astragalin"^^xsd:string,
        "astragaline"^^xsd:string,
        "Kaempferol 3-O-glucoside"^^xsd:string,
        "kaempferol-3-O-beta-glucopyranoside"^^xsd:string ;
    oboInOwl:id "CHEBI:30200"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:30212 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C00205"^^xsd:string ;
    rdfs:label "photon"^^xsd:string ;
    definition: "Particle of zero charge, zero rest mass, spin quantum number 1, energy hnu and momentum hnu/c (h is the Planck constant, nu the frequency of radiation and c the speed of light), carrier of electromagnetic force."^^xsd:string ;
    rdfs:subClassOf CHEBI:36341 ;
    chebi:charge "0"^^xsd:string ;
    chebi:mass "0.0"^^xsd:string ;
    chebi:monoisotopicmass "0.0"^^xsd:string ;
    chebi:smiles "*"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:10581"^^xsd:string,
        "CHEBI:14383"^^xsd:string ;
    oboInOwl:hasExactSynonym "photon"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "foton"^^xsd:string,
        "gamma"^^xsd:string,
        "hnu"^^xsd:string,
        "Lichtquant"^^xsd:string,
        "Light"^^xsd:string,
        "light quantum"^^xsd:string ;
    oboInOwl:id "CHEBI:30212"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:30214 a owl:Class ;
    rdfs:label "antimuon"^^xsd:string ;
    definition: "Elementary particle not affected by the strong force having a spin 1/2, a positive elementary charge and a rest mass of 0.113428913(17) u, or 105.658389(34) MeV."^^xsd:string ;
    rdfs:subClassOf CHEBI:36338 ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "Mu"^^xsd:string ;
    chebi:mass "0.113428913"^^xsd:string ;
    oboInOwl:hasExactSynonym "positive muon"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Mu(+)"^^xsd:string,
        "mu(+)"^^xsd:string ;
    oboInOwl:id "CHEBI:30214"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:30216 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:53474"^^xsd:string ;
    rdfs:label "alpha-particle"^^xsd:string ;
    definition: "Nucleus of the (4)He atom."^^xsd:string ;
    rdfs:subClassOf CHEBI:33252,
        CHEBI:33316 ;
    chebi:charge "+2"^^xsd:string ;
    chebi:formula "[4He]"^^xsd:string ;
    chebi:inchi "InChI=1S/He/q+2/i1+0"^^xsd:string ;
    chebi:inchikey "LBDSXVIYZYSRII-IGMARMGPSA-N"^^xsd:string ;
    chebi:mass "4.002"^^xsd:string ;
    chebi:monoisotopicmass "4.00151"^^xsd:string ;
    chebi:smiles "[4He++]"^^xsd:string ;
    oboInOwl:hasExactSynonym "alpha-particle"^^xsd:string,
        "helium-4(2+)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(4)He(2+)"^^xsd:string,
        "alpha"^^xsd:string ;
    oboInOwl:id "CHEBI:30216"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:30217 a owl:Class ;
    oboInOwl:hasDbXref "CAS:7440-59-7"^^xsd:string,
        "Drug_Central:4262"^^xsd:string,
        "Gmelin:16294"^^xsd:string,
        "WebElements:He"^^xsd:string ;
    rdfs:label "helium atom"^^xsd:string ;
    rdfs:subClassOf CHEBI:33309,
        CHEBI:33559 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "He"^^xsd:string ;
    chebi:inchi "InChI=1S/He"^^xsd:string ;
    chebi:inchikey "SWQJXJOGLNCZEY-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "4.00260"^^xsd:string ;
    chebi:monoisotopicmass "4.00260"^^xsd:string ;
    chebi:smiles "[He]"^^xsd:string ;
    oboInOwl:hasExactSynonym "helium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2He"^^xsd:string,
        "He"^^xsd:string,
        "helio"^^xsd:string,
        "Helium"^^xsd:string,
        "helium"^^xsd:string ;
    oboInOwl:id "CHEBI:30217"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:30220 a owl:Class ;
    rdfs:label "helion"^^xsd:string ;
    definition: "Nucleus of the (3)He atom."^^xsd:string ;
    rdfs:subClassOf CHEBI:33252,
        CHEBI:33316 ;
    chebi:charge "+2"^^xsd:string ;
    chebi:formula "[3He]"^^xsd:string ;
    chebi:inchi "InChI=1S/He/q+2/i1-1"^^xsd:string ;
    chebi:inchikey "LBDSXVIYZYSRII-BJUDXGSMSA-N"^^xsd:string ;
    chebi:mass "3.015"^^xsd:string ;
    chebi:monoisotopicmass "3.01493"^^xsd:string ;
    chebi:smiles "[3He++]"^^xsd:string ;
    oboInOwl:hasExactSynonym "helion"^^xsd:string,
        "helium-3(2+)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(3)He(2+)"^^xsd:string,
        "h"^^xsd:string ;
    oboInOwl:id "CHEBI:30220"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:30222 a owl:Class ;
    rdfs:label "neutron"^^xsd:string ;
    definition: "Nuclear particle of zero charge, spin 1/2 and rest mass of 1.008664904(14) u."^^xsd:string ;
    rdfs:subClassOf CHEBI:33253 ;
    chebi:charge "0"^^xsd:string ;
    chebi:mass "1.008664904"^^xsd:string ;
    oboInOwl:hasExactSynonym "neutron"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(1)0n"^^xsd:string,
        "n"^^xsd:string ;
    oboInOwl:id "CHEBI:30222"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:30223 a owl:Class ;
    rdfs:label "electron neutrino"^^xsd:string ;
    rdfs:subClassOf CHEBI:36352 ;
    oboInOwl:hasExactSynonym "electron neutrino"^^xsd:string,
        "neutrino"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "nue"^^xsd:string ;
    oboInOwl:id "CHEBI:30223"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:30225 a owl:Class ;
    rdfs:label "positron"^^xsd:string ;
    definition: "Elementary particle not affected by the strong force having a spin 1/2, a positive elementary charge and a rest mass of 0.000548579903(13) u, or 0.51099906(15) MeV."^^xsd:string ;
    rdfs:subClassOf CHEBI:36338 ;
    chebi:charge "+1"^^xsd:string ;
    chebi:mass "0.0"^^xsd:string ;
    chebi:monoisotopicmass "0.0"^^xsd:string ;
    oboInOwl:hasExactSynonym "positron"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "beta(+)"^^xsd:string,
        "e(+)"^^xsd:string ;
    oboInOwl:id "CHEBI:30225"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:30256 a owl:Class ;
    rdfs:label "thiocarbonyl group"^^xsd:string ;
    rdfs:subClassOf CHEBI:51422 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "CS"^^xsd:string ;
    chebi:mass "44.07670"^^xsd:string ;
    chebi:monoisotopicmass "43.97207"^^xsd:string ;
    chebi:smiles "S=C(*)*"^^xsd:string ;
    oboInOwl:hasExactSynonym "carbonothioyl"^^xsd:string,
        "thiocarbonyl"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym ">C=S"^^xsd:string ;
    oboInOwl:id "CHEBI:30256"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:30313 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:2110645"^^xsd:string,
        "Reaxys:4993294"^^xsd:string ;
    rdfs:label "lipoate"^^xsd:string ;
    definition: "A thia fatty acid anion that is the conjugate base of lipoic acid; major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:59848,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:25646 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:16494 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78675 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C8H13O2S2"^^xsd:string ;
    chebi:inchi "InChI=1S/C8H14O2S2/c9-8(10)4-2-1-3-7-5-6-11-12-7/h7H,1-6H2,(H,9,10)/p-1"^^xsd:string ;
    chebi:inchikey "AGBQKNBQESQNJD-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "205.31962"^^xsd:string ;
    chebi:monoisotopicmass "205.03625"^^xsd:string ;
    chebi:smiles "[O-]C(=O)CCCCC1CCSS1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:14519"^^xsd:string,
        "CHEBI:25056"^^xsd:string ;
    oboInOwl:hasExactSynonym "5-(1,2-dithiolan-3-yl)pentanoate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1,2-dithiolane-3-pentanoate"^^xsd:string,
        "1,2-dithiolane-3-valerate"^^xsd:string,
        "5-(1,2-dithiolan-3-yl)pentanoate"^^xsd:string,
        "5-(1,2-dithiolan-3-yl)valerate"^^xsd:string,
        "5-(dithiolan-3-yl)valerate"^^xsd:string,
        "5-[1,2]Dithiolan-3-yl-pentanoate"^^xsd:string,
        "5-[3-(1,2-dithiolanyl)]pentanoate"^^xsd:string,
        "6,8-thioctate"^^xsd:string,
        "6,8-thiotate"^^xsd:string,
        "6-thioctate"^^xsd:string,
        "6-thiotate"^^xsd:string,
        "liponate"^^xsd:string,
        "thioctate"^^xsd:string ;
    oboInOwl:id "CHEBI:30313"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:30353 a owl:Class ;
    rdfs:label "isopropyl group"^^xsd:string ;
    rdfs:subClassOf CHEBI:22323,
        CHEBI:50325,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_substituent_group_from ;
            owl:someValuesFrom CHEBI:32879 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C3H7"^^xsd:string ;
    chebi:mass "43.08768"^^xsd:string ;
    chebi:monoisotopicmass "43.05478"^^xsd:string ;
    chebi:smiles "CC(*)C"^^xsd:string ;
    oboInOwl:hasExactSynonym "isopropyl"^^xsd:string,
        "propan-2-yl"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-methylethyl"^^xsd:string,
        "(CH3)2CH-"^^xsd:string,
        "-CH(CH3)2"^^xsd:string,
        "iPr"^^xsd:string,
        "valine side-chain"^^xsd:string ;
    oboInOwl:id "CHEBI:30353"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:30356 a owl:Class ;
    rdfs:label "isobutyl group"^^xsd:string ;
    rdfs:subClassOf CHEBI:22323,
        CHEBI:50325,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_substituent_group_from ;
            owl:someValuesFrom CHEBI:30363 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C4H9"^^xsd:string ;
    chebi:mass "57.11426"^^xsd:string ;
    chebi:monoisotopicmass "57.07043"^^xsd:string ;
    chebi:smiles "CC(C)C*"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-methylpropan-1-ido"^^xsd:string,
        "2-methylpropyl"^^xsd:string,
        "isobutyl"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(CH3)2CH-CH2-"^^xsd:string,
        "-CH2-CH(CH3)2"^^xsd:string,
        "iBu"^^xsd:string,
        "leucine side-chain"^^xsd:string ;
    oboInOwl:id "CHEBI:30356"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:30362 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1730723"^^xsd:string,
        "CAS:78-78-4"^^xsd:string,
        "Gmelin:49318"^^xsd:string,
        "PMID:21481069"^^xsd:string,
        "PMID:23904008"^^xsd:string,
        "PMID:24833189"^^xsd:string,
        "PMID:24932627"^^xsd:string,
        "Reaxys:1730723"^^xsd:string,
        "Wikipedia:Isopentane"^^xsd:string ;
    rdfs:label "isopentane"^^xsd:string ;
    definition: "An alkane that is butane substituted by a methyl group at position 2."^^xsd:string ;
    rdfs:subClassOf CHEBI:18310,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78433 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5H12"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H12/c1-4-5(2)3/h5H,4H2,1-3H3"^^xsd:string ;
    chebi:inchikey "QWTDNUCVQCZILF-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "72.14878"^^xsd:string ;
    chebi:monoisotopicmass "72.09390"^^xsd:string ;
    chebi:smiles "CCC(C)C"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-methylbutane"^^xsd:string,
        "isopentane"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1,1,2-trimethylethane"^^xsd:string,
        "1,1-dimethylpropane"^^xsd:string,
        "(CH3)2CH-CH2-CH3"^^xsd:string,
        "dimethylethylmethane"^^xsd:string,
        "iso-C5H12"^^xsd:string,
        "iso-pentane"^^xsd:string,
        "isoamylhydride"^^xsd:string,
        "R-601a"^^xsd:string ;
    oboInOwl:id "CHEBI:30362"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:30363 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1730720"^^xsd:string,
        "CAS:75-28-5"^^xsd:string,
        "Gmelin:1301"^^xsd:string,
        "KEGG:D04623"^^xsd:string,
        "PMID:24179026"^^xsd:string,
        "PMID:24464945"^^xsd:string,
        "Reaxys:1730720"^^xsd:string,
        "Wikipedia:Isobutane"^^xsd:string ;
    rdfs:label "isobutane"^^xsd:string ;
    definition: "An alkane that is propane substituted by a methyl group at position 2."^^xsd:string ;
    rdfs:subClassOf CHEBI:18310,
        CHEBI:138675,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78017 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78433 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C4H10"^^xsd:string ;
    chebi:inchi "InChI=1S/C4H10/c1-4(2)3/h4H,1-3H3"^^xsd:string ;
    chebi:inchikey "NNPPMTNAJDCUHE-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "58.12220"^^xsd:string ;
    chebi:monoisotopicmass "58.07825"^^xsd:string ;
    chebi:smiles "CC(C)C"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-methylpropane"^^xsd:string,
        "isobutane"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(CH3)2CH-CH3"^^xsd:string,
        "E943b"^^xsd:string,
        "R-600a"^^xsd:string ;
    oboInOwl:id "CHEBI:30363"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:30367 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:323123"^^xsd:string ;
    rdfs:label "pyrazol-1-ide"^^xsd:string ;
    rdfs:subClassOf CHEBI:38596,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:17241 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C3H3N2"^^xsd:string ;
    chebi:inchi "InChI=1S/C3H3N2/c1-2-4-5-3-1/h1-3H/q-1"^^xsd:string ;
    chebi:inchikey "LBLQPCAYBXWESC-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "67.06940"^^xsd:string ;
    chebi:monoisotopicmass "67.03017"^^xsd:string ;
    chebi:smiles "c1cn[n-]c1"^^xsd:string ;
    oboInOwl:hasExactSynonym "pyrazol-1-ide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "pyrazolide anion"^^xsd:string,
        "pz"^^xsd:string ;
    oboInOwl:id "CHEBI:30367"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:30410 a owl:Class ;
    owl:deprecated true ;
    replacedBy: CHEBI:42121 ;
    obsReason: termsMerged: .

CHEBI:30412 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C00572"^^xsd:string ;
    rdfs:label "monoatomic dication"^^xsd:string ;
    rdfs:subClassOf CHEBI:23906 ;
    chebi:charge "+2"^^xsd:string ;
    chebi:mass "0.00000"^^xsd:string ;
    chebi:smiles "[*++]"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:4665"^^xsd:string,
        "CHEBI:23856"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Divalent cation"^^xsd:string,
        "divalent inorganic cations"^^xsd:string,
        "monoatomic dications"^^xsd:string ;
    oboInOwl:id "CHEBI:30412"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:30488 a owl:Class ;
    oboInOwl:hasDbXref "CAS:18155-21-0"^^xsd:string,
        "Gmelin:307"^^xsd:string ;
    rdfs:label "sulfonium"^^xsd:string ;
    rdfs:subClassOf CHEBI:26830,
        CHEBI:33535,
        CHEBI:50313,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:16136 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "H3S"^^xsd:string ;
    chebi:inchi "InChI=1S/H2S/h1H2/p+1"^^xsd:string ;
    chebi:inchikey "RWSOTUBLDIXVET-UHFFFAOYSA-O"^^xsd:string ;
    chebi:mass "35.08982"^^xsd:string ;
    chebi:monoisotopicmass "34.99500"^^xsd:string ;
    chebi:smiles "[H][S+]([H])[H]"^^xsd:string ;
    oboInOwl:hasExactSynonym "sulfanium"^^xsd:string,
        "sulfonium"^^xsd:string,
        "trihydridosulfur(1+)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "[SH3](+)"^^xsd:string,
        "H3S(+)"^^xsd:string,
        "H3S+"^^xsd:string,
        "sulphonium"^^xsd:string ;
    oboInOwl:id "CHEBI:30488"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:30514 a owl:Class ;
    oboInOwl:hasDbXref "WebElements:Cs"^^xsd:string ;
    rdfs:label "caesium atom"^^xsd:string ;
    rdfs:subClassOf CHEBI:22314 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "Cs"^^xsd:string ;
    chebi:inchi "InChI=1S/Cs"^^xsd:string ;
    chebi:inchikey "TVFDJXOCXUVLDH-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "132.90545"^^xsd:string ;
    chebi:monoisotopicmass "132.90545"^^xsd:string ;
    chebi:smiles "[Cs]"^^xsd:string ;
    oboInOwl:hasExactSynonym "caesium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "55Cs"^^xsd:string,
        "Caesium"^^xsd:string,
        "caesium"^^xsd:string,
        "cesio"^^xsd:string,
        "cesium"^^xsd:string,
        "Cs"^^xsd:string,
        "Zaesium"^^xsd:string ;
    oboInOwl:id "CHEBI:30514"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:30527 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C00176"^^xsd:string ;
    rdfs:label "flavin"^^xsd:string ;
    definition: "A derivative of the dimethylisoalloxazine (7,8-dimethylbenzo[g]pteridine-2,4(3H,10H)-dione) skeleton, with a substituent on the 10 position."^^xsd:string ;
    rdfs:subClassOf CHEBI:38925,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:37323 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:60531 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C12H9N4O2R"^^xsd:string ;
    chebi:mass "241.22550"^^xsd:string ;
    chebi:monoisotopicmass "241.07255"^^xsd:string ;
    chebi:smiles "Cc1cc2nc3c(nc(=O)[nH]c3=O)n([*])c2cc1C"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:5073"^^xsd:string,
        "CHEBI:24042"^^xsd:string ;
    oboInOwl:hasExactSynonym "Flavin"^^xsd:string,
        "flavins"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:30527"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:30566 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:3536873"^^xsd:string,
        "Gmelin:559138"^^xsd:string,
        "KEGG:C00334"^^xsd:string,
        "PMID:12509893"^^xsd:string,
        "Reaxys:3536873"^^xsd:string ;
    rdfs:label "gamma-aminobutyrate"^^xsd:string ;
    definition: "An gamma-amino acid anion resulting from the deprotonation of the carboxy group of gamma-aminobutyric acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:71666,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:17968 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:16865 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C4H8NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C4H9NO2/c5-3-1-2-4(6)7/h1-3,5H2,(H,6,7)/p-1"^^xsd:string ;
    chebi:inchikey "BTCSSZJGUNDROE-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "102.11186"^^xsd:string ;
    chebi:monoisotopicmass "102.05605"^^xsd:string ;
    chebi:smiles "NCCCC([O-])=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:11961"^^xsd:string,
        "CHEBI:20317"^^xsd:string ;
    oboInOwl:hasExactSynonym "4-aminobutanoate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "4-Amino-butyrat"^^xsd:string,
        "4-aminobutanoic acid ion (1-)"^^xsd:string,
        "4-Aminobutylate"^^xsd:string,
        "4-aminobutyrate"^^xsd:string,
        "gamma-aminobutanoate"^^xsd:string,
        "gamma-aminobutyrate anion"^^xsd:string ;
    oboInOwl:id "CHEBI:30566"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:30616 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:3581767"^^xsd:string,
        "Gmelin:342798"^^xsd:string ;
    rdfs:label "ATP(4-)"^^xsd:string ;
    definition: "A nucleoside triphosphate(4-) obtained by global deprotonation of the triphosphate OH groups of ATP; major species present at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:61557,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:57299 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:23357 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78675 ] ;
    chebi:charge "-4"^^xsd:string ;
    chebi:formula "C10H12N5O13P3"^^xsd:string ;
    chebi:inchi "InChI=1S/C10H16N5O13P3/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(26-10)1-25-30(21,22)28-31(23,24)27-29(18,19)20/h2-4,6-7,10,16-17H,1H2,(H,21,22)(H,23,24)(H2,11,12,13)(H2,18,19,20)/p-4/t4-,6-,7-,10-/m1/s1"^^xsd:string ;
    chebi:inchikey "ZKHQWZAMYRWXGA-KQYNXXCUSA-J"^^xsd:string ;
    chebi:mass "503.14946"^^xsd:string ;
    chebi:monoisotopicmass "502.96664"^^xsd:string ;
    chebi:smiles "Nc1ncnc2n(cnc12)[C@@H]1O[C@H](COP([O-])(=O)OP([O-])(=O)OP([O-])([O-])=O)[C@@H](O)[C@H]1O"^^xsd:string ;
    oboInOwl:hasExactSynonym "adenosine 5'-triphosphate(4-)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "ATP"^^xsd:string,
        "atp"^^xsd:string ;
    oboInOwl:id "CHEBI:30616"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:30621 a owl:Class ;
    oboInOwl:hasDbXref "CAS:1327-53-3"^^xsd:string,
        "DrugBank:DB01169"^^xsd:string,
        "Gmelin:35185"^^xsd:string,
        "KEGG:D02106"^^xsd:string,
        "PMID:11585900"^^xsd:string,
        "PMID:17178007"^^xsd:string,
        "PMID:17286223"^^xsd:string,
        "PMID:24993472"^^xsd:string,
        "PMID:25042713"^^xsd:string,
        "PMID:25436934"^^xsd:string,
        "PMID:25444910"^^xsd:string,
        "PMID:25577250"^^xsd:string,
        "PMID:25627637"^^xsd:string,
        "Reaxys:16502683"^^xsd:string,
        "Wikipedia:Arsenic_trioxide"^^xsd:string ;
    rdfs:label "diarsenic trioxide"^^xsd:string ;
    definition: "An arsenic oxide in which arsenic and oxygen atoms are present in the ratio 2:3."^^xsd:string ;
    rdfs:subClassOf CHEBI:50527,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:24852 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35610 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "As4O6"^^xsd:string ;
    chebi:inchi "InChI=1S/As4O6/c5-1-6-3-8-2(5)9-4(7-1)10-3"^^xsd:string ;
    chebi:inchikey "KTTMEOWBIWLMSE-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "395.68280"^^xsd:string ;
    chebi:monoisotopicmass "395.65587"^^xsd:string ;
    chebi:smiles "O1[As]2O[As]3O[As]1O[As](O2)O3"^^xsd:string ;
    oboInOwl:hasExactSynonym "diarsenic trioxide"^^xsd:string,
        "tricyclo[3.3.1.1(3,7)]tetraarsoxane"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Acide arsenieux"^^xsd:string,
        "Anhydride arsenieux"^^xsd:string,
        "Arsenic blanc"^^xsd:string,
        "Arsenic trioxide"^^xsd:string,
        "arsenic(III) oxide"^^xsd:string,
        "Arsenigen saure"^^xsd:string,
        "Arsenous oxide"^^xsd:string,
        "Arsenous oxide anhydride"^^xsd:string,
        "As2O3"^^xsd:string,
        "Diarsenic oxide"^^xsd:string,
        "White arsenic"^^xsd:string ;
    oboInOwl:id "CHEBI:30621"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:30623 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1905970"^^xsd:string,
        "CAS:338-70-5"^^xsd:string,
        "Gmelin:2207"^^xsd:string,
        "KEGG:C00209"^^xsd:string,
        "PDBeChem:OXL"^^xsd:string,
        "Reaxys:1905970"^^xsd:string,
        "UM-BBD_compID:c0017"^^xsd:string ;
    rdfs:label "oxalate(2-)"^^xsd:string ;
    definition: "A dicarboxylic acid dianion obtained by deprotonation of both carboxy groups of oxalic acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:28965,
        CHEBI:132952,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:46904 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "-2"^^xsd:string ;
    chebi:formula "C2O4"^^xsd:string ;
    chebi:inchi "InChI=1S/C2H2O4/c3-1(4)2(5)6/h(H,3,4)(H,5,6)/p-2"^^xsd:string ;
    chebi:inchikey "MUBZPKHOEPUJKR-UHFFFAOYSA-L"^^xsd:string ;
    chebi:mass "88.01900"^^xsd:string ;
    chebi:monoisotopicmass "87.98076"^^xsd:string ;
    chebi:smiles "[O-]C(=O)C([O-])=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:14702"^^xsd:string,
        "CHEBI:25729"^^xsd:string,
        "CHEBI:44820"^^xsd:string ;
    oboInOwl:hasExactSynonym "ethanedioate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "ethanedioic acid, ion(2-)"^^xsd:string,
        "ox"^^xsd:string,
        "oxalate"^^xsd:string,
        "OXALATE ION"^^xsd:string ;
    oboInOwl:id "CHEBI:30623"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:30687 a owl:Class ;
    oboInOwl:hasDbXref "CAS:7440-04-2"^^xsd:string,
        "Gmelin:16234"^^xsd:string,
        "WebElements:Os"^^xsd:string ;
    rdfs:label "osmium atom"^^xsd:string ;
    rdfs:subClassOf CHEBI:33356,
        CHEBI:33365 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "Os"^^xsd:string ;
    chebi:inchi "InChI=1S/Os"^^xsd:string ;
    chebi:inchikey "SYQBFIAQOQZEGI-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "190.23000"^^xsd:string ;
    chebi:monoisotopicmass "191.96148"^^xsd:string ;
    chebi:smiles "[Os]"^^xsd:string ;
    oboInOwl:hasExactSynonym "osmium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "76Os"^^xsd:string,
        "Os"^^xsd:string,
        "osmio"^^xsd:string,
        "osmium"^^xsd:string ;
    oboInOwl:id "CHEBI:30687"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:30740 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1717370"^^xsd:string,
        "CAS:67-42-5"^^xsd:string,
        "Gmelin:234970"^^xsd:string,
        "PMID:11034152"^^xsd:string,
        "PMID:18804143"^^xsd:string,
        "Reaxys:1717370"^^xsd:string,
        "Wikipedia:EGTA_(chemical)"^^xsd:string ;
    rdfs:label "ethylene glycol bis(2-aminoethyl)tetraacetic acid"^^xsd:string ;
    definition: "A  diether that is ethylene glycol in which the hydrogens of the hydroxy groups have been replaced by 2-[bis(carboxymethyl)amino]ethyl group respectively."^^xsd:string ;
    rdfs:subClassOf CHEBI:35742,
        CHEBI:46786,
        CHEBI:50996,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38161 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C14H24N2O10"^^xsd:string ;
    chebi:inchi "InChI=1S/C14H24N2O10/c17-11(18)7-15(8-12(19)20)1-3-25-5-6-26-4-2-16(9-13(21)22)10-14(23)24/h1-10H2,(H,17,18)(H,19,20)(H,21,22)(H,23,24)"^^xsd:string ;
    chebi:inchikey "DEFVIWRASFVYLL-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "380.34784"^^xsd:string ;
    chebi:monoisotopicmass "380.14309"^^xsd:string ;
    chebi:smiles "OC(=O)CN(CCOCCOCCN(CC(O)=O)CC(O)=O)CC(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "2,2',2'',2'''-[ethane-1,2-diylbis(oxyethane-2,1-diylnitrilo)]tetraacetic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3,12-bis(carboxymethyl)-6,9-dioxa-3,12-diazatetradecanedioic acid"^^xsd:string,
        "[ethylenebis(oxyethylenenitrilo)]tetraacetic acid"^^xsd:string,
        "EGTA"^^xsd:string,
        "Egtazic acid"^^xsd:string,
        "ethylene glycol bis(beta-aminoethyl ether)-N,N,N',N'-tetraacetic acid"^^xsd:string,
        "ethylene glycol-O,O'-bis(2-aminoethyl)-N,N,N',N'-tetraacetic acid"^^xsd:string,
        "H4egta"^^xsd:string ;
    oboInOwl:id "CHEBI:30740"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:30745 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1099647"^^xsd:string,
        "CAS:103-82-2"^^xsd:string,
        "Drug_Central:4624"^^xsd:string,
        "ECMDB:ECMDB04128"^^xsd:string,
        "Gmelin:68976"^^xsd:string,
        "HMDB:HMDB0000209"^^xsd:string,
        "KEGG:C07086"^^xsd:string,
        "KNApSAcK:C00000750"^^xsd:string,
        "MetaCyc:PHENYLACETATE"^^xsd:string,
        "PDBeChem:PAC"^^xsd:string,
        "PMID:2083978"^^xsd:string,
        "PMID:7544181"^^xsd:string,
        "PMID:7716788"^^xsd:string,
        "PMID:12147706"^^xsd:string,
        "PMID:12569987"^^xsd:string,
        "PMID:15057459"^^xsd:string,
        "PMID:15506622"^^xsd:string,
        "PMID:15646820"^^xsd:string,
        "PMID:17622769"^^xsd:string,
        "PMID:24587751"^^xsd:string,
        "PMID:24631718"^^xsd:string,
        "Reaxys:1099647"^^xsd:string,
        "Wikipedia:Phenylacetic_acid"^^xsd:string,
        "YMDB:YMDB00891"^^xsd:string ;
    rdfs:label "phenylacetic acid"^^xsd:string ;
    definition: "A monocarboxylic acid that is toluene in which one of the hydrogens of the methyl group has been replaced by a carboxy group."^^xsd:string ;
    rdfs:subClassOf CHEBI:25978,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:15366 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:18401 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:22676 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:27026 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35219 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50904 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76956 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:90318 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C8H8O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C8H8O2/c9-8(10)6-7-4-2-1-3-5-7/h1-5H,6H2,(H,9,10)"^^xsd:string ;
    chebi:inchikey "WLJVXDMOQOGPHL-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "136.14792"^^xsd:string ;
    chebi:monoisotopicmass "136.05243"^^xsd:string ;
    chebi:smiles "OC(=O)Cc1ccccc1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:8085"^^xsd:string,
        "CHEBI:25977"^^xsd:string,
        "CHEBI:44686"^^xsd:string ;
    oboInOwl:hasExactSynonym "Phenylacetic acid"^^xsd:string,
        "phenylacetic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-PHENYLACETIC ACID"^^xsd:string,
        "2-Phenylethanoic acid"^^xsd:string,
        "alpha-toluic acid"^^xsd:string,
        "Benzeneacetic acid"^^xsd:string,
        "benzeneacetic acid"^^xsd:string,
        "Benzylformic acid"^^xsd:string,
        "Omega-Phenylacetic acid"^^xsd:string,
        "omega-phenylacetic acid"^^xsd:string,
        "PA"^^xsd:string ;
    oboInOwl:id "CHEBI:30745"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:30746 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:636131"^^xsd:string,
        "CAS:65-85-0"^^xsd:string,
        "Drug_Central:4664"^^xsd:string,
        "DrugBank:DB03793"^^xsd:string,
        "Gmelin:2946"^^xsd:string,
        "HMDB:HMDB0001870"^^xsd:string,
        "KEGG:C00180"^^xsd:string,
        "KEGG:C00539"^^xsd:string,
        "KEGG:D00038"^^xsd:string,
        "KNApSAcK:C00000207"^^xsd:string,
        "LINCS:LSM-37118"^^xsd:string,
        "MetaCyc:BENZOATE"^^xsd:string,
        "PDBeChem:BEZ"^^xsd:string,
        "PMID:16728954"^^xsd:string,
        "PMID:17439666"^^xsd:string,
        "PMID:18314336"^^xsd:string,
        "PPDB:1475"^^xsd:string,
        "Reaxys:636131"^^xsd:string,
        "Wikipedia:Benzoic_Acid"^^xsd:string,
        "YMDB:YMDB02301"^^xsd:string ;
    rdfs:label "benzoic acid"^^xsd:string ;
    definition: "A compound comprising a benzene ring core carrying a carboxylic acid substituent."^^xsd:string ;
    rdfs:subClassOf CHEBI:22723,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:16150 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:64996 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:65001 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:65256 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76967 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:84735 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:88188 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C7H6O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C7H6O2/c8-7(9)6-4-2-1-3-5-6/h1-5H,(H,8,9)"^^xsd:string ;
    chebi:inchikey "WPYMKLBDIGXBTP-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "122.12130"^^xsd:string ;
    chebi:monoisotopicmass "122.03678"^^xsd:string ;
    chebi:smiles "OC(=O)c1ccccc1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:3029"^^xsd:string,
        "CHEBI:22722"^^xsd:string,
        "CHEBI:41051"^^xsd:string ;
    oboInOwl:hasExactSynonym "BENZOIC ACID"^^xsd:string,
        "Benzoic acid"^^xsd:string,
        "benzoic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "acide benzoique"^^xsd:string,
        "Aromatic carboxylic acid"^^xsd:string,
        "Benzenecarboxylic acid"^^xsd:string,
        "Benzeneformic acid"^^xsd:string,
        "Benzenemethanoic acid"^^xsd:string,
        "Benzoesaeure"^^xsd:string,
        "Dracylic acid"^^xsd:string,
        "E210"^^xsd:string,
        "Phenylcarboxylic acid"^^xsd:string,
        "Phenylformic acid"^^xsd:string ;
    oboInOwl:id "CHEBI:30746"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:30751 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1209246"^^xsd:string,
        "BPDB:1749"^^xsd:string,
        "CAS:64-18-6"^^xsd:string,
        "DrugBank:DB01942"^^xsd:string,
        "Gmelin:1008"^^xsd:string,
        "HMDB:HMDB0000142"^^xsd:string,
        "KEGG:C00058"^^xsd:string,
        "KNApSAcK:C00001182"^^xsd:string,
        "LIPID_MAPS_instance:LMFA01010040"^^xsd:string,
        "MetaCyc:FORMATE"^^xsd:string,
        "Patent:CN101481304"^^xsd:string,
        "PDBeChem:FMT"^^xsd:string,
        "PMID:3946945"^^xsd:string,
        "PMID:7361809"^^xsd:string,
        "PMID:12591956"^^xsd:string,
        "PMID:14637377"^^xsd:string,
        "PMID:15811469"^^xsd:string,
        "PMID:16120414"^^xsd:string,
        "PMID:16185830"^^xsd:string,
        "PMID:16222862"^^xsd:string,
        "PMID:16230297"^^xsd:string,
        "PMID:16445901"^^xsd:string,
        "PMID:16465784"^^xsd:string,
        "PMID:18034701"^^xsd:string,
        "PMID:18397576"^^xsd:string,
        "PMID:22080171"^^xsd:string,
        "PMID:22280475"^^xsd:string,
        "PMID:22304812"^^xsd:string,
        "PMID:22385261"^^xsd:string,
        "PMID:22447125"^^xsd:string,
        "PMID:22483350"^^xsd:string,
        "PMID:22499553"^^xsd:string,
        "PMID:22540994"^^xsd:string,
        "PMID:22606986"^^xsd:string,
        "PMID:22622393"^^xsd:string,
        "Reaxys:1209246"^^xsd:string,
        "Wikipedia:Formic_acid"^^xsd:string ;
    rdfs:label "formic acid"^^xsd:string ;
    definition: "The simplest carboxylic acid, containing a single carbon. Occurs naturally in various sources including the venom of bee and ant stings, and is a useful organic synthetic reagent. Principally used as a preservative and antibacterial agent in livestock feed. Induces severe metabolic acidosis and ocular injury in human subjects."^^xsd:string ;
    rdfs:subClassOf CHEBI:25384,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:15740 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:25212 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:33282 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48356 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:74783 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "CH2O2"^^xsd:string ;
    chebi:inchi "InChI=1S/CH2O2/c2-1-3/h1H,(H,2,3)"^^xsd:string ;
    chebi:inchikey "BDAGIHXWWSANSR-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "46.02538"^^xsd:string ;
    chebi:monoisotopicmass "46.00548"^^xsd:string ;
    chebi:smiles "[H]C(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:5145"^^xsd:string,
        "CHEBI:24082"^^xsd:string,
        "CHEBI:42460"^^xsd:string ;
    oboInOwl:hasExactSynonym "FORMIC ACID"^^xsd:string,
        "Formic acid"^^xsd:string,
        "formic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Acide formique"^^xsd:string,
        "Ameisensaeure"^^xsd:string,
        "aminic acid"^^xsd:string,
        "bilorin"^^xsd:string,
        "formylic acid"^^xsd:string,
        "H-COOH"^^xsd:string,
        "HCO2H"^^xsd:string,
        "HCOOH"^^xsd:string,
        "hydrogen carboxylic acid"^^xsd:string,
        "Methanoic acid"^^xsd:string,
        "methoic acid"^^xsd:string ;
    oboInOwl:id "CHEBI:30751"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:30753 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:471605"^^xsd:string,
        "CAS:150-13-0"^^xsd:string,
        "Drug_Central:2049"^^xsd:string,
        "DrugBank:DB02362"^^xsd:string,
        "ECMDB:ECMDB01392"^^xsd:string,
        "Gmelin:50150"^^xsd:string,
        "HMDB:HMDB0001392"^^xsd:string,
        "KEGG:C00568"^^xsd:string,
        "KEGG:D02456"^^xsd:string,
        "KNApSAcK:C00001401"^^xsd:string,
        "PDBeChem:PAB"^^xsd:string,
        "PMID:1527790"^^xsd:string,
        "PMID:3599019"^^xsd:string,
        "PMID:3820215"^^xsd:string,
        "PMID:3950915"^^xsd:string,
        "PMID:8411009"^^xsd:string,
        "PMID:9406595"^^xsd:string,
        "PMID:12039592"^^xsd:string,
        "PMID:14745019"^^xsd:string,
        "PMID:15115392"^^xsd:string,
        "PMID:16290145"^^xsd:string,
        "PMID:17149871"^^xsd:string,
        "PMID:17743450"^^xsd:string,
        "PMID:17800214"^^xsd:string,
        "PMID:19469519"^^xsd:string,
        "PMID:22767283"^^xsd:string,
        "PMID:22994574"^^xsd:string,
        "PMID:23063996"^^xsd:string,
        "PMID:23084339"^^xsd:string,
        "PMID:23144588"^^xsd:string,
        "PMID:23471007"^^xsd:string,
        "Reaxys:471605"^^xsd:string,
        "Wikipedia:4-Aminobenzoic_acid"^^xsd:string,
        "YMDB:YMDB00493"^^xsd:string ;
    rdfs:label "4-aminobenzoic acid"^^xsd:string ;
    definition: "An aminobenzoic acid in which the amino group is para to the carboxy group."^^xsd:string ;
    rdfs:subClassOf CHEBI:22495,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:30746 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:17836 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:194473 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:194474 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50904 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C7H7NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C7H7NO2/c8-6-3-1-5(2-4-6)7(9)10/h1-4H,8H2,(H,9,10)"^^xsd:string ;
    chebi:inchikey "ALYNCZNDIQEVRV-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "137.136"^^xsd:string ;
    chebi:monoisotopicmass "137.04768"^^xsd:string ;
    chebi:smiles "C1(C(O)=O)=CC=C(N)C=C1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:1783"^^xsd:string,
        "CHEBI:20315"^^xsd:string,
        "CHEBI:44778"^^xsd:string,
        "CHEBI:113372"^^xsd:string ;
    oboInOwl:hasExactSynonym "4-AMINOBENZOIC ACID"^^xsd:string,
        "4-Aminobenzoic acid"^^xsd:string,
        "4-aminobenzoic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-Amino-4-carboxybenzene"^^xsd:string,
        "4-Amino-benzoic acid"^^xsd:string,
        "4-Aminobenzoesaeure"^^xsd:string,
        "4-Carboxyaniline"^^xsd:string,
        "4-Carboxyphenylamine"^^xsd:string,
        "ABEE"^^xsd:string,
        "gamma-Aminobenzoic acid"^^xsd:string,
        "gamma-aminobenzoic acid"^^xsd:string,
        "p-Aminobenzoesaeure"^^xsd:string,
        "p-aminobenzoic acid"^^xsd:string,
        "p-carboxyaniline"^^xsd:string,
        "p-carboxyphenylamine"^^xsd:string,
        "PABA"^^xsd:string,
        "para-aminobenzoic acid"^^xsd:string ;
    oboInOwl:id "CHEBI:30753"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:30754 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:471803"^^xsd:string,
        "CAS:118-92-3"^^xsd:string,
        "DrugBank:DB04166"^^xsd:string,
        "Gmelin:3397"^^xsd:string,
        "HMDB:HMDB0001123"^^xsd:string,
        "KEGG:C00108"^^xsd:string,
        "KNApSAcK:C00007382"^^xsd:string,
        "MetaCyc:ANTHRANILATE"^^xsd:string,
        "PDBeChem:BE2"^^xsd:string,
        "PMID:9784247"^^xsd:string,
        "PMID:11680877"^^xsd:string,
        "PMID:19745702"^^xsd:string,
        "PMID:20511543"^^xsd:string,
        "PMID:22321994"^^xsd:string,
        "PMID:22341575"^^xsd:string,
        "PMID:22784643"^^xsd:string,
        "PMID:28166217"^^xsd:string,
        "Reaxys:471803"^^xsd:string,
        "Wikipedia:Anthranilic_acid"^^xsd:string ;
    rdfs:label "anthranilic acid"^^xsd:string ;
    definition: "An aminobenzoic acid that is benzoic acid having a single amino substituent located at position 2. It is a metabolite produced in L-tryptophan-kynurenine pathway in the central nervous system."^^xsd:string ;
    rdfs:subClassOf CHEBI:22495,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:16567 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C7H7NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C7H7NO2/c8-6-4-2-1-3-5(6)7(9)10/h1-4H,8H2,(H,9,10)"^^xsd:string ;
    chebi:inchikey "RWZYAGGXGHYGMB-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "137.13600"^^xsd:string ;
    chebi:monoisotopicmass "137.04768"^^xsd:string ;
    chebi:smiles "Nc1ccccc1C(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:2757"^^xsd:string,
        "CHEBI:22577"^^xsd:string,
        "CHEBI:22578"^^xsd:string,
        "CHEBI:40980"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-aminobenzoic acid"^^xsd:string,
        "Anthranilic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-Aminobenzoesaeure"^^xsd:string,
        "2-AMINOBENZOIC ACID"^^xsd:string,
        "2-carboxyaniline"^^xsd:string,
        "o-Aminobenzoesaeure"^^xsd:string,
        "o-Aminobenzoic acid"^^xsd:string,
        "o-aminobenzoic acid"^^xsd:string,
        "o-carboxyaniline"^^xsd:string,
        "Vitamin L1"^^xsd:string ;
    oboInOwl:id "CHEBI:30754"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:30762 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:3605209"^^xsd:string,
        "CAS:63-36-5"^^xsd:string,
        "Gmelin:3417"^^xsd:string,
        "KEGG:C00805"^^xsd:string,
        "PMID:16669002"^^xsd:string,
        "PMID:16934829"^^xsd:string,
        "Reaxys:3605209"^^xsd:string,
        "UM-BBD_compID:c0043"^^xsd:string ;
    rdfs:label "salicylate"^^xsd:string ;
    definition: "A monohydroxybenzoate that is the conjugate base of salicylic acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:25388,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:16914 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C7H5O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C7H6O3/c8-6-4-2-1-3-5(6)7(9)10/h1-4,8H,(H,9,10)/p-1"^^xsd:string ;
    chebi:inchikey "YGSDEFSMJLZEOE-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "137.11280"^^xsd:string ;
    chebi:monoisotopicmass "137.02442"^^xsd:string ;
    chebi:smiles "Oc1ccccc1C([O-])=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:15061"^^xsd:string,
        "CHEBI:26595"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-hydroxybenzoate"^^xsd:string,
        "Salicylate"^^xsd:string,
        "salicylate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-hydroxybenzoic acid ion(1-)"^^xsd:string,
        "o-hydroxybenzoate"^^xsd:string,
        "sal"^^xsd:string ;
    oboInOwl:id "CHEBI:30762"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:30765 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:2209199"^^xsd:string,
        "CAS:552-63-6"^^xsd:string,
        "KEGG:C01456"^^xsd:string,
        "KNApSAcK:C00035885"^^xsd:string,
        "PMID:1796606"^^xsd:string,
        "PMID:6856668"^^xsd:string,
        "PMID:9023182"^^xsd:string,
        "PMID:9535182"^^xsd:string,
        "PMID:17439666"^^xsd:string,
        "PMID:20077079"^^xsd:string,
        "PMID:22467254"^^xsd:string,
        "Reaxys:2209199"^^xsd:string,
        "Wikipedia:Tropic_acid"^^xsd:string ;
    rdfs:label "tropic acid"^^xsd:string ;
    definition: "A 3-hydroxy monocarboxylic acid that is propionic acid in which one of the hydrogens at position 2 is substituted by a phenyl group, and one of the methyl hydrogens is substituted by a hydroxy group."^^xsd:string ;
    rdfs:subClassOf CHEBI:35969,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:30768 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:48526 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:17000 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76967 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C9H10O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C9H10O3/c10-6-8(9(11)12)7-4-2-1-3-5-7/h1-5,8,10H,6H2,(H,11,12)"^^xsd:string ;
    chebi:inchikey "JACRWUWPXAESPB-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "166.17390"^^xsd:string ;
    chebi:monoisotopicmass "166.06299"^^xsd:string ;
    chebi:smiles "OCC(C(O)=O)c1ccccc1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:9756"^^xsd:string,
        "CHEBI:27157"^^xsd:string ;
    oboInOwl:hasExactSynonym "3-hydroxy-2-phenylpropanoic acid"^^xsd:string,
        "Tropic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-phenylhydracrylic acid"^^xsd:string,
        "3-hydroxy-2-phenylpropionic acid"^^xsd:string,
        "(+-)-tropic acid"^^xsd:string,
        "alpha-(hydroxymethyl)benzeneacetic acid"^^xsd:string,
        "alpha-(Hydroxymethyl)phenylacetic acid"^^xsd:string,
        "alpha-phenyl-beta-hydroxypropionic acid"^^xsd:string,
        "beta-hydroxyhydratropic acid"^^xsd:string ;
    oboInOwl:id "CHEBI:30765"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:30766 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:2803708"^^xsd:string ;
    rdfs:label "(S)-tropic acid"^^xsd:string ;
    rdfs:subClassOf CHEBI:30765,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:43035 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:30767 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C9H10O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C9H10O3/c10-6-8(9(11)12)7-4-2-1-3-5-7/h1-5,8,10H,6H2,(H,11,12)/t8-/m1/s1"^^xsd:string ;
    chebi:inchikey "JACRWUWPXAESPB-MRVPVSSYSA-N"^^xsd:string ;
    chebi:mass "166.17390"^^xsd:string ;
    chebi:monoisotopicmass "166.06299"^^xsd:string ;
    chebi:smiles "OC[C@@H](C(O)=O)c1ccccc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2S)-3-hydroxy-2-phenylpropanoic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:30766"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:30767 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:3198309"^^xsd:string ;
    rdfs:label "(R)-tropic acid"^^xsd:string ;
    rdfs:subClassOf CHEBI:30765,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:48527 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:30766 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C9H10O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C9H10O3/c10-6-8(9(11)12)7-4-2-1-3-5-7/h1-5,8,10H,6H2,(H,11,12)/t8-/m0/s1"^^xsd:string ;
    chebi:inchikey "JACRWUWPXAESPB-QMMMGPOBSA-N"^^xsd:string ;
    chebi:mass "166.17390"^^xsd:string ;
    chebi:monoisotopicmass "166.06299"^^xsd:string ;
    chebi:smiles "OC[C@H](C(O)=O)c1ccccc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2R)-3-hydroxy-2-phenylpropanoic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:30767"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:30768 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:506071"^^xsd:string,
        "CAS:79-09-4"^^xsd:string,
        "DrugBank:DB03766"^^xsd:string,
        "Gmelin:1821"^^xsd:string,
        "KEGG:C00163"^^xsd:string,
        "KEGG:D02310"^^xsd:string,
        "LIPID_MAPS_instance:LMFA01010003"^^xsd:string,
        "PDBeChem:PPI"^^xsd:string,
        "PMID:1628870"^^xsd:string,
        "PMID:15868474"^^xsd:string,
        "PMID:16763906"^^xsd:string,
        "PPDB:1341"^^xsd:string ;
    rdfs:label "propionic acid"^^xsd:string ;
    definition: "A short-chain saturated fatty acid comprising ethane attached to the carbon of a carboxy group."^^xsd:string ;
    rdfs:subClassOf CHEBI:26607,
        CHEBI:26666,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:17272 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:86327 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C3H6O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C3H6O2/c1-2-3(4)5/h2H2,1H3,(H,4,5)"^^xsd:string ;
    chebi:inchikey "XBDQKXXYIPTUBI-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "74.07850"^^xsd:string ;
    chebi:monoisotopicmass "74.03678"^^xsd:string ;
    chebi:smiles "CCC(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:8476"^^xsd:string,
        "CHEBI:26304"^^xsd:string,
        "CHEBI:45227"^^xsd:string ;
    oboInOwl:hasExactSynonym "propanoic acid"^^xsd:string,
        "Propionic acid"^^xsd:string,
        "propionic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "acide propanoique"^^xsd:string,
        "acide propionique"^^xsd:string,
        "carboxyethane"^^xsd:string,
        "CH3-CH2-COOH"^^xsd:string,
        "ethanecarboxylic acid"^^xsd:string,
        "ethylformic acid"^^xsd:string,
        "metacetonic acid"^^xsd:string,
        "methylacetic acid"^^xsd:string,
        "PA"^^xsd:string,
        "PROPANOIC ACID"^^xsd:string,
        "Propanoic acid"^^xsd:string,
        "propioic acid"^^xsd:string,
        "Propionsaeure"^^xsd:string,
        "propoic acid"^^xsd:string,
        "pseudoacetic acid"^^xsd:string ;
    oboInOwl:id "CHEBI:30768"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:30772 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:906770"^^xsd:string,
        "CAS:107-92-6"^^xsd:string,
        "DrugBank:DB03568"^^xsd:string,
        "Gmelin:26242"^^xsd:string,
        "HMDB:HMDB0000039"^^xsd:string,
        "KEGG:C00246"^^xsd:string,
        "KNApSAcK:C00001180"^^xsd:string,
        "LIPID_MAPS_instance:LMFA01010004"^^xsd:string,
        "MetaCyc:BUTYRIC_ACID"^^xsd:string,
        "PDBeChem:BUA"^^xsd:string,
        "PMID:1542095"^^xsd:string,
        "PMID:10736622"^^xsd:string,
        "PMID:10956204"^^xsd:string,
        "PMID:11201044"^^xsd:string,
        "PMID:11208715"^^xsd:string,
        "PMID:11238216"^^xsd:string,
        "PMID:11305323"^^xsd:string,
        "PMID:12068484"^^xsd:string,
        "PMID:13678314"^^xsd:string,
        "PMID:14962641"^^xsd:string,
        "PMID:15809727"^^xsd:string,
        "PMID:15810631"^^xsd:string,
        "PMID:15938880"^^xsd:string,
        "PMID:19318247"^^xsd:string,
        "PMID:19366864"^^xsd:string,
        "PMID:19703412"^^xsd:string,
        "PMID:21699495"^^xsd:string,
        "PMID:22038864"^^xsd:string,
        "PMID:22194341"^^xsd:string,
        "PMID:22322557"^^xsd:string,
        "PMID:22339023"^^xsd:string,
        "PMID:22466881"^^xsd:string,
        "Reaxys:906770"^^xsd:string,
        "Wikipedia:Butyric_acid"^^xsd:string ;
    rdfs:label "butyric acid"^^xsd:string ;
    definition: "A straight-chain saturated fatty acid that is butane in which one of the terminal methyl groups has been oxidised to a carboxy group."^^xsd:string ;
    rdfs:subClassOf CHEBI:39418,
        CHEBI:140601,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:17968 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:84087 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:131604 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C4H8O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C4H8O2/c1-2-3-4(5)6/h2-3H2,1H3,(H,5,6)"^^xsd:string ;
    chebi:inchikey "FERIUCNNQQJTOY-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "88.10510"^^xsd:string ;
    chebi:monoisotopicmass "88.05243"^^xsd:string ;
    chebi:smiles "CCCC(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:3234"^^xsd:string,
        "CHEBI:22948"^^xsd:string,
        "CHEBI:41208"^^xsd:string,
        "CHEBI:113450"^^xsd:string ;
    oboInOwl:hasExactSynonym "butanoic acid"^^xsd:string,
        "Butyric acid"^^xsd:string,
        "butyric acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-butanoic acid"^^xsd:string,
        "1-butyric acid"^^xsd:string,
        "1-propanecarboxylic acid"^^xsd:string,
        "4:0"^^xsd:string,
        "acide butanoique"^^xsd:string,
        "acide butyrique"^^xsd:string,
        "butanic acid"^^xsd:string,
        "Butanoate"^^xsd:string,
        "BUTANOIC ACID"^^xsd:string,
        "Butanoic acid"^^xsd:string,
        "butoic acid"^^xsd:string,
        "Buttersaeure"^^xsd:string,
        "C4:0"^^xsd:string,
        "CH3-[CH2]2-COOH"^^xsd:string,
        "ethylacetic acid"^^xsd:string,
        "n-butanoic acid"^^xsd:string,
        "n-butyric acid"^^xsd:string,
        "propanecarboxylic acid"^^xsd:string,
        "propylformic acid"^^xsd:string ;
    oboInOwl:id "CHEBI:30772"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:30776 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:773837"^^xsd:string,
        "CAS:142-62-1"^^xsd:string,
        "ECMDB:ECMDB21229"^^xsd:string,
        "Gmelin:185066"^^xsd:string,
        "HMDB:HMDB0000535"^^xsd:string,
        "KEGG:C01585"^^xsd:string,
        "KNApSAcK:C00001218"^^xsd:string,
        "LIPID_MAPS_instance:LMFA01010006"^^xsd:string,
        "MetaCyc:HEXANOATE"^^xsd:string,
        "PDBeChem:6NA"^^xsd:string,
        "PMID:1556177"^^xsd:string,
        "PMID:10685018"^^xsd:string,
        "PMID:24357269"^^xsd:string,
        "PMID:24924750"^^xsd:string,
        "Reaxys:773837"^^xsd:string,
        "Wikipedia:Hexanoic_acid"^^xsd:string,
        "YMDB:YMDB01424"^^xsd:string ;
    rdfs:label "hexanoic acid"^^xsd:string ;
    definition: "A C6, straight-chain saturated fatty acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:39418,
        CHEBI:59554,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:17120 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H12O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H12O2/c1-2-3-4-5-6(7)8/h2-5H2,1H3,(H,7,8)"^^xsd:string ;
    chebi:inchikey "FUZZWVXGSFPDMH-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "116.15830"^^xsd:string ;
    chebi:monoisotopicmass "116.08373"^^xsd:string ;
    chebi:smiles "CCCCCC(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:5702"^^xsd:string,
        "CHEBI:24571"^^xsd:string,
        "CHEBI:40213"^^xsd:string ;
    oboInOwl:hasExactSynonym "HEXANOIC ACID"^^xsd:string,
        "Hexanoic acid"^^xsd:string,
        "hexanoic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-hexanoic acid"^^xsd:string,
        "1-pentanecarboxylic acid"^^xsd:string,
        "6:0"^^xsd:string,
        "butylacetic acid"^^xsd:string,
        "C6:0"^^xsd:string,
        "caproic acid"^^xsd:string,
        "capronic acid"^^xsd:string,
        "CH3-[CH2]4-COOH"^^xsd:string,
        "Hexanoate"^^xsd:string,
        "hexoic acid"^^xsd:string,
        "Hexylic acid"^^xsd:string,
        "n-Caproic acid"^^xsd:string,
        "n-hexanoic acid"^^xsd:string,
        "n-hexoic acid"^^xsd:string,
        "n-hexylic acid"^^xsd:string,
        "Pentanecarboxylic acid"^^xsd:string,
        "pentiformic acid"^^xsd:string,
        "pentylformic acid"^^xsd:string ;
    oboInOwl:id "CHEBI:30776"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:30779 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:3904279"^^xsd:string,
        "Gmelin:325292"^^xsd:string,
        "Reaxys:3904279"^^xsd:string ;
    rdfs:label "succinate(1-)"^^xsd:string ;
    definition: "A dicarboxylic acid monoanion resulting from the removal of a proton from one of the carboxy groups of succinic acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:26806,
        CHEBI:35695,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:30031 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:15741 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78675 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C4H5O4"^^xsd:string ;
    chebi:inchi "InChI=1S/C4H6O4/c5-3(6)1-2-4(7)8/h1-2H2,(H,5,6)(H,7,8)/p-1"^^xsd:string ;
    chebi:inchikey "KDYFGRWQOYBRFD-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "117.08010"^^xsd:string ;
    chebi:monoisotopicmass "117.01933"^^xsd:string ;
    chebi:smiles "OC(=O)CCC([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "3-carboxypropanoate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Butanedioic acid, conjugate base"^^xsd:string,
        "HOOC-CH2-CH2-COO(-)"^^xsd:string,
        "hydrogen succinate"^^xsd:string ;
    oboInOwl:id "CHEBI:30779"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:30823 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1913148"^^xsd:string,
        "CAS:115-06-0"^^xsd:string,
        "Gmelin:344067"^^xsd:string,
        "PMID:12429352"^^xsd:string,
        "Reaxys:1913148"^^xsd:string ;
    rdfs:label "oleate"^^xsd:string ;
    definition: "A C18, long straight-chain monounsaturated fatty acid anion; and the conjugate base of oleic acid, arising from deprotonation of the carboxylic acid group."^^xsd:string ;
    rdfs:subClassOf CHEBI:132944,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:16196 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C18H33O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C18H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h9-10H,2-8,11-17H2,1H3,(H,19,20)/p-1/b10-9-"^^xsd:string ;
    chebi:inchikey "ZQPPMHVWECSIRJ-KTKRTIGZSA-M"^^xsd:string ;
    chebi:mass "281.45342"^^xsd:string ;
    chebi:monoisotopicmass "281.24860"^^xsd:string ;
    chebi:smiles "CCCCCCCC\\C=C/CCCCCCCC([O-])=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:14684"^^xsd:string,
        "CHEBI:25663"^^xsd:string ;
    oboInOwl:hasExactSynonym "(9Z)-octadec-9-enoate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(9Z)-octadecenoate"^^xsd:string,
        "(Z)-9-octadecenoic acid, ion(1-)"^^xsd:string,
        "cis-9-octadecenoate"^^xsd:string,
        "Oleat"^^xsd:string,
        "oleic acid anion"^^xsd:string ;
    oboInOwl:id "CHEBI:30823"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:30830 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1720582"^^xsd:string,
        "CAS:591-81-1"^^xsd:string,
        "DrugBank:DB01440"^^xsd:string,
        "KEGG:C00989"^^xsd:string,
        "KEGG:C01991"^^xsd:string,
        "LIPID_MAPS_instance:LMFA01050006"^^xsd:string,
        "PMID:3361576"^^xsd:string,
        "PMID:15927467"^^xsd:string,
        "Reaxys:1720582"^^xsd:string,
        "Wikipedia:Oxybate"^^xsd:string ;
    rdfs:label "4-hydroxybutyric acid"^^xsd:string ;
    definition: "A 4-hydroxy monocarboxylic acid that is butyric acid in which one of the hydrogens at position 4 is replaced by a hydroxy group."^^xsd:string ;
    rdfs:subClassOf CHEBI:24684,
        CHEBI:35970,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:16724 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35717 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38869 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50910 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:53353 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C4H8O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C4H8O3/c5-3-1-2-4(6)7/h5H,1-3H2,(H,6,7)"^^xsd:string ;
    chebi:inchikey "SJZRECIVHVDYJC-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "104.10452"^^xsd:string ;
    chebi:monoisotopicmass "104.04734"^^xsd:string ;
    chebi:smiles "OCCCC(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:1860"^^xsd:string,
        "CHEBI:20402"^^xsd:string,
        "CHEBI:386065"^^xsd:string ;
    oboInOwl:hasExactSynonym "4-hydroxybutanoic acid"^^xsd:string,
        "4-Hydroxybutyric acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3-carboxypropoxy acid"^^xsd:string,
        "4-hydroxy-butyric acid"^^xsd:string,
        "4-Hydroxyalkanoic acid"^^xsd:string,
        "4-Hydroxybutanoate"^^xsd:string,
        "4-Hydroxybutanoic acid"^^xsd:string,
        "4-Hydroxycarboxylic acid"^^xsd:string,
        "Gamma Hydroxybutyric Acid"^^xsd:string,
        "gamma-Hydroxybutyric acid"^^xsd:string,
        "gamma-hydroxybutyric acid"^^xsd:string,
        "GHB"^^xsd:string,
        "oxy-n-butyric acid"^^xsd:string,
        "Xyrem"^^xsd:string ;
    oboInOwl:id "CHEBI:30830"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:30832 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1209788"^^xsd:string,
        "CAS:124-04-9"^^xsd:string,
        "Drug_Central:3474"^^xsd:string,
        "FAO/WHO_standards:174"^^xsd:string,
        "Gmelin:3166"^^xsd:string,
        "HMDB:HMDB0000448"^^xsd:string,
        "KEGG:C06104"^^xsd:string,
        "KEGG:D08839"^^xsd:string,
        "KNApSAcK:C00001178"^^xsd:string,
        "LIPID_MAPS_instance:LMFA01170048"^^xsd:string,
        "MetaCyc:ADIPATE"^^xsd:string,
        "PDBeChem:0L1"^^xsd:string,
        "PMID:22770225"^^xsd:string,
        "PMID:24491734"^^xsd:string,
        "PMID:24895214"^^xsd:string,
        "Reaxys:1209788"^^xsd:string,
        "Wikipedia:Adipic_acid"^^xsd:string ;
    rdfs:label "adipic acid"^^xsd:string ;
    definition: "An alpha,omega-dicarboxylic acid that is the 1,4-dicarboxy derivative of butane."^^xsd:string ;
    rdfs:subClassOf CHEBI:28383,
        CHEBI:189840,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:30833 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:64049 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76967 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H10O4"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H10O4/c7-5(8)3-1-2-4-6(9)10/h1-4H2,(H,7,8)(H,9,10)"^^xsd:string ;
    chebi:inchikey "WNLRTRBMVRJNCN-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "146.14120"^^xsd:string ;
    chebi:monoisotopicmass "146.05791"^^xsd:string ;
    chebi:smiles "OC(=O)CCCCC(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:2489"^^xsd:string,
        "CHEBI:22268"^^xsd:string ;
    oboInOwl:hasExactSynonym "Adipic acid"^^xsd:string,
        "adipic acid"^^xsd:string,
        "hexanedioic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1,4-butanedicarboxylic acid"^^xsd:string,
        "1,6-hexanedioic acid"^^xsd:string,
        "adipinic acid"^^xsd:string,
        "Adipinsaeure"^^xsd:string,
        "E355"^^xsd:string,
        "E 355"^^xsd:string,
        "E-355"^^xsd:string,
        "INS No. 355"^^xsd:string ;
    oboInOwl:id "CHEBI:30832"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:30833 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:3904589"^^xsd:string,
        "Gmelin:326744"^^xsd:string,
        "Reaxys:3904589"^^xsd:string ;
    rdfs:label "adipate(1-)"^^xsd:string ;
    definition: "A dicarboxylic acid monoanion that is the conjugate base of adipic acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:35695,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:17128 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:30832 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76967 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C6H9O4"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H10O4/c7-5(8)3-1-2-4-6(9)10/h1-4H2,(H,7,8)(H,9,10)/p-1"^^xsd:string ;
    chebi:inchikey "WNLRTRBMVRJNCN-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "145.13326"^^xsd:string ;
    chebi:monoisotopicmass "145.05063"^^xsd:string ;
    chebi:smiles "OC(=O)CCCCC([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "5-carboxypentanoate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "hexanedioic acid, conjugate base"^^xsd:string,
        "hydrogen adipate"^^xsd:string ;
    oboInOwl:id "CHEBI:30833"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:30848 a owl:Class ;
    oboInOwl:hasDbXref "CAS:3106-08-9"^^xsd:string ;
    rdfs:label "urate(1-)"^^xsd:string ;
    rdfs:subClassOf CHEBI:46818,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:27216 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C5H3N4O3"^^xsd:string ;
    chebi:mass "167.10248"^^xsd:string ;
    chebi:monoisotopicmass "167.02051"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:15290"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "7,9-dihydro-1H-purine-2,6,8(3H)-trione, ion(1-)"^^xsd:string,
        "uric acid monoanion"^^xsd:string,
        "uric acid, ion(1-)"^^xsd:string ;
    oboInOwl:id "CHEBI:30848"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:30849 a owl:Class ;
    oboInOwl:hasDbXref "CAS:5328-37-0"^^xsd:string,
        "PMID:17336832"^^xsd:string,
        "PMID:23545138"^^xsd:string,
        "PMID:23949136"^^xsd:string,
        "PMID:24078190"^^xsd:string,
        "PMID:24195072"^^xsd:string ;
    rdfs:label "L-arabinose"^^xsd:string ;
    definition: "The L-enantiomer of arabinose."^^xsd:string ;
    rdfs:subClassOf CHEBI:22599,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:84735 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5H10O5"^^xsd:string ;
    chebi:mass "150.12990"^^xsd:string ;
    chebi:monoisotopicmass "150.05282"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:13076"^^xsd:string ;
    oboInOwl:hasExactSynonym "L-arabino-pentose"^^xsd:string,
        "L-arabinose"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "L-Ara"^^xsd:string ;
    oboInOwl:id "CHEBI:30849"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:30854 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:3906817"^^xsd:string,
        "Gmelin:329972"^^xsd:string,
        "Reaxys:3906817"^^xsd:string ;
    rdfs:label "indole-3-acetate"^^xsd:string ;
    definition: "An indol-3-yl carboxylic acid anion that is the conjugate base of indole-3-acetic acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:38468,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:16411 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C10H8NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C10H9NO2/c12-10(13)5-7-6-11-9-4-2-1-3-8(7)9/h1-4,6,11H,5H2,(H,12,13)/p-1"^^xsd:string ;
    chebi:inchikey "SEOVTRFCIGRIMH-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "174.17660"^^xsd:string ;
    chebi:monoisotopicmass "174.05605"^^xsd:string ;
    chebi:smiles "[O-]C(=O)Cc1c[nH]c2ccccc12"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:14447"^^xsd:string,
        "CHEBI:14452"^^xsd:string,
        "CHEBI:24801"^^xsd:string ;
    oboInOwl:hasExactSynonym "1H-indol-3-ylacetate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-(indol-3-yl)ethanoate"^^xsd:string,
        "(indol-3-yl)acetate"^^xsd:string ;
    oboInOwl:id "CHEBI:30854"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:30879 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C00069"^^xsd:string ;
    rdfs:label "alcohol"^^xsd:string ;
    definition: "A compound in which a hydroxy group, -OH, is attached to a saturated carbon atom."^^xsd:string ;
    rdfs:subClassOf CHEBI:33822 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "HOR"^^xsd:string ;
    chebi:mass "17.007"^^xsd:string ;
    chebi:monoisotopicmass "17.00274"^^xsd:string ;
    chebi:smiles "O[*]"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:2553"^^xsd:string,
        "CHEBI:13804"^^xsd:string,
        "CHEBI:22288"^^xsd:string ;
    oboInOwl:hasExactSynonym "Alcohol"^^xsd:string,
        "alcohols"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "an alcohol"^^xsd:string ;
    oboInOwl:id "CHEBI:30879"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:30911 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1721909"^^xsd:string,
        "Gmelin:83165"^^xsd:string,
        "Wikipedia:Sorbitol"^^xsd:string ;
    rdfs:label "glucitol"^^xsd:string ;
    rdfs:subClassOf CHEBI:24583,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H14O6"^^xsd:string ;
    chebi:mass "182.172"^^xsd:string ;
    chebi:monoisotopicmass "182.07904"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:9201"^^xsd:string,
        "CHEBI:15093"^^xsd:string,
        "CHEBI:26724"^^xsd:string,
        "CHEBI:26726"^^xsd:string,
        "CHEBI:33795"^^xsd:string,
        "CHEBI:33796"^^xsd:string ;
    oboInOwl:hasExactSynonym "glucitol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "gulitol"^^xsd:string,
        "rel-(2R,3R,4R,5S)-hexane-1,2,3,4,5,6-hexol"^^xsd:string,
        "Sorbitol"^^xsd:string ;
    oboInOwl:id "CHEBI:30911"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:30938 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:604420"^^xsd:string,
        "KEGG:C02954"^^xsd:string ;
    rdfs:label "6-aminopenicillanate"^^xsd:string ;
    rdfs:subClassOf CHEBI:51356,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:16705 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:57869 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C8H11N2O3S"^^xsd:string ;
    chebi:inchi "InChI=1S/C8H12N2O3S/c1-8(2)4(7(12)13)10-5(11)3(9)6(10)14-8/h3-4,6H,9H2,1-2H3,(H,12,13)/p-1/t3-,4+,6-/m1/s1"^^xsd:string ;
    chebi:inchikey "NGHVIOIJCVXTGV-ALEPSDHESA-M"^^xsd:string ;
    chebi:mass "215.25062"^^xsd:string ;
    chebi:monoisotopicmass "215.04959"^^xsd:string ;
    chebi:smiles "[H][C@@]1(N)C(=O)N2[C@]1([H])SC(C)(C)[C@]2([H])C([O-])=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:12207"^^xsd:string,
        "CHEBI:20704"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2S,5R,6R)-6-amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:30938"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:31011 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:3903735"^^xsd:string,
        "CAS:10023-74-2"^^xsd:string,
        "Gmelin:325619"^^xsd:string,
        "PMID:17314444"^^xsd:string,
        "PMID:18783570"^^xsd:string,
        "Reaxys:3903735"^^xsd:string ;
    rdfs:label "valerate"^^xsd:string ;
    definition: "A short-chain fatty acid anion that is the conjugate base of valeric acid; present in ester form as component of many steroid-based pharmaceuticals."^^xsd:string ;
    rdfs:subClassOf CHEBI:58951,
        CHEBI:58954,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:17418 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C5H9O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H10O2/c1-2-3-4-5(6)7/h2-4H2,1H3,(H,6,7)/p-1"^^xsd:string ;
    chebi:inchikey "NQPDZGIKBAWPEJ-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "101.12376"^^xsd:string ;
    chebi:monoisotopicmass "101.06080"^^xsd:string ;
    chebi:smiles "CCCCC([O-])=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:14751"^^xsd:string,
        "CHEBI:25890"^^xsd:string ;
    oboInOwl:hasExactSynonym "pentanoate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "CH3-[CH2]3-COO(-)"^^xsd:string,
        "n-propylacetate"^^xsd:string,
        "pentanoate"^^xsd:string,
        "pentanoic acid, ion(1-)"^^xsd:string ;
    oboInOwl:id "CHEBI:31011"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:31174 a owl:Class ;
    oboInOwl:hasDbXref "CAS:106685-40-9"^^xsd:string,
        "Drug_Central:87"^^xsd:string,
        "DrugBank:DB00210"^^xsd:string,
        "KEGG:D01112"^^xsd:string,
        "LINCS:LSM-37048"^^xsd:string,
        "Patent:EP199636"^^xsd:string,
        "Patent:US4717720"^^xsd:string,
        "PMID:11594670"^^xsd:string,
        "PMID:12833014"^^xsd:string,
        "PMID:25016424"^^xsd:string,
        "PMID:26398439"^^xsd:string,
        "PMID:26483036"^^xsd:string,
        "Wikipedia:Adapalene"^^xsd:string ;
    rdfs:label "adapalene"^^xsd:string ;
    definition: "A naphthoic acid that is CD437 in which the phenolic hydroxy group has been converted to its methyl ether."^^xsd:string ;
    rdfs:subClassOf CHEBI:25384,
        CHEBI:25483,
        CHEBI:51339,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:88334 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35475 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50177 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:82665 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C28H28O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C28H28O3/c1-31-26-7-6-23(21-2-3-22-12-24(27(29)30)5-4-20(22)11-21)13-25(26)28-14-17-8-18(15-28)10-19(9-17)16-28/h2-7,11-13,17-19H,8-10,14-16H2,1H3,(H,29,30)"^^xsd:string ;
    chebi:inchikey "LZCDAPDGXCYOEH-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "412.521"^^xsd:string ;
    chebi:monoisotopicmass "412.20384"^^xsd:string ;
    chebi:smiles "C1C2(CC3CC(CC1C3)C2)C4=C(C=CC(=C4)C5=CC=C6C(=C5)C=CC(=C6)C(=O)O)OC"^^xsd:string ;
    oboInOwl:hasExactSynonym "6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "6-(3-(1-Adamantyl)-4-methoxyphenyl)-2-naphthoic acid"^^xsd:string,
        "Adaferin"^^xsd:string,
        "adapalene"^^xsd:string,
        "adapaleno"^^xsd:string,
        "adapalenum"^^xsd:string,
        "Differine"^^xsd:string ;
    oboInOwl:id "CHEBI:31174"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:31199 a owl:Class ;
    oboInOwl:hasDbXref "CAS:51022-69-6"^^xsd:string,
        "Drug_Central:150"^^xsd:string,
        "DrugBank:DB00288"^^xsd:string,
        "KEGG:D01387"^^xsd:string,
        "Patent:DE2437847"^^xsd:string,
        "Wikipedia:Amcinonide"^^xsd:string ;
    rdfs:label "amcinonide"^^xsd:string ;
    rdfs:subClassOf CHEBI:35346,
        CHEBI:36885,
        CHEBI:47622,
        CHEBI:50830,
        CHEBI:50858,
        CHEBI:72600,
        CHEBI:77166,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:8386 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35472 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C28H35FO7"^^xsd:string ;
    chebi:inchi "InChI=1S/C28H35FO7/c1-16(30)34-15-22(33)28-23(35-26(36-28)9-4-5-10-26)13-20-19-7-6-17-12-18(31)8-11-24(17,2)27(19,29)21(32)14-25(20,28)3/h8,11-12,19-21,23,32H,4-7,9-10,13-15H2,1-3H3/t19-,20-,21-,23+,24-,25-,27-,28+/m0/s1"^^xsd:string ;
    chebi:inchikey "ILKJAFIWWBXGDU-MOGDOJJUSA-N"^^xsd:string ;
    chebi:mass "502.57170"^^xsd:string ;
    chebi:monoisotopicmass "502.23668"^^xsd:string ;
    chebi:smiles "[H][C@@]12CCC3=CC(=O)C=C[C@]3(C)[C@@]1(F)[C@@H](O)C[C@@]1(C)[C@@]2([H])C[C@H]2OC3(CCCC3)O[C@@]12C(=O)COC(C)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "16alpha,17alpha-(cyclopentane-1,1-diyldioxy)-9-fluoro-11beta-hydroxy-3,20-dioxopregna-1,4-dien-21-yl acetate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "amcinonida"^^xsd:string,
        "amcinonide"^^xsd:string,
        "amcinonidum"^^xsd:string,
        "Triamcinolonacetatcyclopentanonid"^^xsd:string ;
    oboInOwl:id "CHEBI:31199"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:31236 a owl:Class ;
    oboInOwl:hasDbXref "CAS:129722-12-9"^^xsd:string,
        "Chemspider:54790"^^xsd:string,
        "Drug_Central:242"^^xsd:string,
        "DrugBank:DB01238"^^xsd:string,
        "FooDB:FDB004879"^^xsd:string,
        "HMDB:HMDB0005042"^^xsd:string,
        "KEGG:C12564"^^xsd:string,
        "KEGG:D01164"^^xsd:string,
        "LINCS:LSM-5776"^^xsd:string,
        "Patent:EP367141"^^xsd:string,
        "Patent:US5006528"^^xsd:string,
        "PDBeChem:9SC"^^xsd:string,
        "PMID:12063084"^^xsd:string,
        "PMID:12784105"^^xsd:string,
        "PMID:14998222"^^xsd:string,
        "PMID:15019558"^^xsd:string,
        "PMID:15189766"^^xsd:string,
        "PMID:15257633"^^xsd:string,
        "PMID:15825673"^^xsd:string,
        "PMID:16401666"^^xsd:string,
        "PMID:16508892"^^xsd:string,
        "PMID:16554739"^^xsd:string,
        "PMID:16648324"^^xsd:string,
        "PMID:16880478"^^xsd:string,
        "PMID:17115868"^^xsd:string,
        "PMID:17472545"^^xsd:string,
        "PMID:17501690"^^xsd:string,
        "PMID:18021764"^^xsd:string,
        "PMID:18646161"^^xsd:string,
        "PMID:18720421"^^xsd:string,
        "PMID:18765484"^^xsd:string,
        "PMID:18788833"^^xsd:string,
        "PMID:19412463"^^xsd:string,
        "PMID:19956463"^^xsd:string,
        "PMID:20201815"^^xsd:string,
        "PMID:30292748"^^xsd:string,
        "PMID:30411049"^^xsd:string,
        "PMID:30856161"^^xsd:string,
        "PMID:31152368"^^xsd:string,
        "PMID:31320322"^^xsd:string,
        "PMID:32891516"^^xsd:string,
        "PMID:33064050"^^xsd:string,
        "PMID:33347031"^^xsd:string,
        "Wikipedia:Aripiprazole"^^xsd:string ;
    rdfs:label "aripiprazole"^^xsd:string ;
    definition: "An N-arylpiperazine that is piperazine substituted by a 4-[(2-oxo-1,2,3,4-tetrahydroquinolin-7-yl)oxy]butyl group at position 1 and by a 2,3-dichlorophenyl group at position 4. It is an antipsychotic drug used for the treatment of Schizophrenia, and other mood disorders."^^xsd:string ;
    rdfs:subClassOf CHEBI:23697,
        CHEBI:23765,
        CHEBI:35618,
        CHEBI:46845,
        CHEBI:46848,
        CHEBI:77727,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35941 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37955 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:49103 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:65191 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C23H27Cl2N3O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C23H27Cl2N3O2/c24-19-4-3-5-21(23(19)25)28-13-11-27(12-14-28)10-1-2-15-30-18-8-6-17-7-9-22(29)26-20(17)16-18/h3-6,8,16H,1-2,7,9-15H2,(H,26,29)"^^xsd:string ;
    chebi:inchikey "CEUORZQYGODEFX-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "448.390"^^xsd:string ;
    chebi:monoisotopicmass "447.14803"^^xsd:string ;
    chebi:smiles "ClC1=C(Cl)C(=CC=C1)N1CCN(CCCCOC2=CC=C3CCC(=O)NC3=C2)CC1"^^xsd:string ;
    oboInOwl:hasExactSynonym "7-{4-[4-(2,3-dichlorophenyl)piperazin-1-yl]butoxy}-3,4-dihydroquinolin-2(1H)-one"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "7-(4-(4-(2,3-dichlorophenyl)-1-piperazinyl)butyloxy)-3,4-dihydro-2(1H)-quinolinone"^^xsd:string,
        "7-[4-[4-[2,3-bis(chloranyl)phenyl]piperazin-1-yl]butoxy]-3,4-dihydro-1H-quinolin-2-one"^^xsd:string,
        "7-{4-[4-(2,3-dichlorophenyl)piperazin-1-yl]butoxy}-1,2,3,4-tetrahydroquinolin-2-one"^^xsd:string,
        "Abilify"^^xsd:string,
        "Abilify Discmelt"^^xsd:string,
        "Abilify Maintena"^^xsd:string,
        "Abilify MyCite"^^xsd:string,
        "Abilitat"^^xsd:string,
        "aripiprazol"^^xsd:string,
        "aripiprazole"^^xsd:string,
        "aripiprazolum"^^xsd:string,
        "Arpizol"^^xsd:string,
        "Asprito"^^xsd:string,
        "Discmelt"^^xsd:string,
        "OPC 31"^^xsd:string,
        "OPC 14597"^^xsd:string,
        "OPC-31"^^xsd:string,
        "OPC-14597"^^xsd:string,
        "Pripiprazole"^^xsd:string ;
    oboInOwl:id "CHEBI:31236"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:31348 a owl:Class ;
    oboInOwl:hasDbXref "CAS:154361-50-9"^^xsd:string,
        "Drug_Central:480"^^xsd:string,
        "DrugBank:DB01101"^^xsd:string,
        "HMDB:HMDB0015233"^^xsd:string,
        "KEGG:C12650"^^xsd:string,
        "KEGG:D01223"^^xsd:string,
        "LINCS:LSM-5705"^^xsd:string,
        "Reaxys:8583270"^^xsd:string,
        "Wikipedia:Capecitabine"^^xsd:string ;
    rdfs:label "capecitabine"^^xsd:string ;
    definition: "A carbamate ester that is cytidine in which the hydrogen at position 5 is replaced by fluorine and in which the amino group attached to position 4 is converted into its N-(penyloxy)carbonyl derivative. Capecitabine is a antineoplastic agent used in the treatment of cancers."^^xsd:string ;
    rdfs:subClassOf CHEBI:23003,
        CHEBI:23524,
        CHEBI:37143,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35221 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35610 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50266 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C15H22FN3O6"^^xsd:string ;
    chebi:inchi "InChI=1S/C15H22FN3O6/c1-3-4-5-6-24-15(23)18-12-9(16)7-19(14(22)17-12)13-11(21)10(20)8(2)25-13/h7-8,10-11,13,20-21H,3-6H2,1-2H3,(H,17,18,22,23)/t8-,10-,11-,13-/m1/s1"^^xsd:string ;
    chebi:inchikey "GAGWJHPBXLXJQN-UORFTKCHSA-N"^^xsd:string ;
    chebi:mass "359.35010"^^xsd:string ;
    chebi:monoisotopicmass "359.14926"^^xsd:string ;
    chebi:smiles "CCCCCOC(=O)Nc1nc(=O)n(cc1F)[C@@H]1O[C@H](C)[C@@H](O)[C@H]1O"^^xsd:string ;
    oboInOwl:hasExactSynonym "5'-deoxy-5-fluoro-N-[(pentyloxy)carbonyl]cytidine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(1-(5-Deoxy-beta-D-ribofuranosyl)-5-fluoro-1,2-dihydro-2-oxo-4-pyrimidinyl)-carbamic acid pentyl ester"^^xsd:string,
        "Capecitabin"^^xsd:string,
        "capecitabina"^^xsd:string,
        "capecitabine"^^xsd:string,
        "capecitabinum"^^xsd:string,
        "pentyl 1-(5-deoxy-beta-D-ribofuranosyl)-5-fluoro-1,2-dihydro-2-oxo-4-pyrimidinecarbamate"^^xsd:string,
        "Pentyl [1-(5-deoxy-beta-D-ribofuranosyl)-5-fluoro-2-oxo-1,2-dihydropyrimidin-4-yl]carbamate"^^xsd:string,
        "Xeloda"^^xsd:string ;
    oboInOwl:id "CHEBI:31348"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:31355 a owl:Class ;
    oboInOwl:hasDbXref "CAS:41575-94-4"^^xsd:string,
        "DrugBank:DB00958"^^xsd:string,
        "Gmelin:51428"^^xsd:string,
        "Gmelin:1044703"^^xsd:string,
        "HMDB:HMDB0015093"^^xsd:string,
        "KEGG:D01363"^^xsd:string,
        "LINCS:LSM-4265"^^xsd:string,
        "Patent:DE2329485"^^xsd:string,
        "PDBeChem:QPT"^^xsd:string,
        "PMID:1855275"^^xsd:string,
        "PMID:9654475"^^xsd:string,
        "PMID:11666286"^^xsd:string,
        "PMID:14568240"^^xsd:string,
        "PMID:15896850"^^xsd:string,
        "PMID:16411667"^^xsd:string,
        "PMID:17180231"^^xsd:string,
        "PMID:17497898"^^xsd:string,
        "PMID:17655933"^^xsd:string,
        "PMID:18336396"^^xsd:string,
        "PMID:19774597"^^xsd:string,
        "PMID:21629880"^^xsd:string,
        "PMID:22525758"^^xsd:string,
        "PMID:23143236"^^xsd:string,
        "PMID:23275170"^^xsd:string,
        "PMID:23396873"^^xsd:string,
        "PMID:24121332"^^xsd:string,
        "PMID:25195879"^^xsd:string,
        "PMID:25195881"^^xsd:string,
        "PMID:26000441"^^xsd:string,
        "PMID:26239545"^^xsd:string,
        "PMID:26327386"^^xsd:string,
        "PMID:26893290"^^xsd:string,
        "PMID:28511060"^^xsd:string,
        "PMID:29632935"^^xsd:string,
        "PMID:31567140"^^xsd:string,
        "PMID:31930743"^^xsd:string,
        "PMID:32072678"^^xsd:string,
        "PMID:32487607"^^xsd:string,
        "PMID:32579504"^^xsd:string,
        "PMID:33052033"^^xsd:string,
        "PMID:33324858"^^xsd:string,
        "PMID:33542435"^^xsd:string,
        "PMID:33716231"^^xsd:string,
        "PMID:33807309"^^xsd:string,
        "PMID:33814494"^^xsd:string,
        "PMID:33829940"^^xsd:string,
        "PMID:33885718"^^xsd:string,
        "Reaxys:11327310"^^xsd:string,
        "Reaxys:11335262"^^xsd:string,
        "Reaxys:15523471"^^xsd:string,
        "Wikipedia:Carboplatin"^^xsd:string ;
    rdfs:label "carboplatin"^^xsd:string ;
    definition: "A platinum coordination entity with cis square-planar geometry in which  platinum(II) is coordinated to two ammonia ligands and a bidentate cyclobutane-1,1-dicarboxylate ligand."^^xsd:string ;
    rdfs:subClassOf CHEBI:33862,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:35690 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:25435 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35610 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H6O4Pt.2H3N"^^xsd:string,
        "C6H12N2O4Pt"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H8O4.2H3N.Pt/c7-4(8)6(5(9)10)2-1-3-6;;;/h1-3H2,(H,7,8)(H,9,10);2*1H3;/q;;;+2/p-2"^^xsd:string ;
    chebi:inchikey "OLESAACUTLOWQZ-UHFFFAOYSA-L"^^xsd:string ;
    chebi:mass "371.256"^^xsd:string ;
    chebi:monoisotopicmass "371.04450"^^xsd:string ;
    chebi:smiles "[H][N]([H])([H])[Pt]1(OC(=O)C2(CCC2)C(=O)O1)[N]([H])([H])[H]"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:76407"^^xsd:string ;
    oboInOwl:hasExactSynonym "(SP-4-2)-diammine[cyclobutane-1,1-dicarboxylato(2-)-kappa(2)O,O']platinum"^^xsd:string,
        "Carboplatin"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "carboplatin"^^xsd:string,
        "carboplatine"^^xsd:string,
        "carboplatino"^^xsd:string,
        "carboplatinum"^^xsd:string,
        "cbdca"^^xsd:string,
        "cis-(1,1-cyclobutanedicarboxylato)diammineplatinum(II)"^^xsd:string,
        "cis-diammine(1,1-cyclobutanedicarboxylato)platinum"^^xsd:string,
        "cis-diammine(1,1-cyclobutanedicarboxylato)platinum(II)"^^xsd:string,
        "Paraplatin"^^xsd:string ;
    oboInOwl:id "CHEBI:31355"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:31403 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:626121"^^xsd:string,
        "CAS:298-57-7"^^xsd:string,
        "Chemspider:1264793"^^xsd:string,
        "Drug_Central:654"^^xsd:string,
        "DrugBank:DB00568"^^xsd:string,
        "KEGG:D01295"^^xsd:string,
        "LINCS:LSM-42858"^^xsd:string,
        "Patent:US2882271"^^xsd:string,
        "PMID:7000939"^^xsd:string,
        "PMID:12609783"^^xsd:string,
        "PMID:24134630"^^xsd:string,
        "PMID:28386684"^^xsd:string,
        "PMID:28567501"^^xsd:string,
        "PMID:29175776"^^xsd:string,
        "PMID:29807074"^^xsd:string,
        "PMID:30322124"^^xsd:string,
        "PMID:30803454"^^xsd:string,
        "PMID:30868302"^^xsd:string,
        "PMID:31420703"^^xsd:string,
        "PMID:31707814"^^xsd:string,
        "PMID:31750127"^^xsd:string,
        "PMID:32597267"^^xsd:string,
        "PMID:32904111"^^xsd:string,
        "PMID:33359616"^^xsd:string,
        "PMID:33946152"^^xsd:string,
        "PMID:34466453"^^xsd:string,
        "Wikipedia:Cinnarizine"^^xsd:string ;
    rdfs:label "cinnarizine"^^xsd:string ;
    rdfs:subClassOf CHEBI:46845,
        CHEBI:51614,
        CHEBI:78840,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37955 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38215 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48876 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50857 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50919 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:176497 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C26H28N2"^^xsd:string ;
    chebi:inchi "InChI=1S/C26H28N2/c1-4-11-23(12-5-1)13-10-18-27-19-21-28(22-20-27)26(24-14-6-2-7-15-24)25-16-8-3-9-17-25/h1-17,26H,18-22H2/b13-10+"^^xsd:string ;
    chebi:inchikey "DERZBLKQOCDDDZ-JLHYYAGUSA-N"^^xsd:string ;
    chebi:mass "368.51400"^^xsd:string ;
    chebi:monoisotopicmass "368.22525"^^xsd:string ;
    chebi:smiles "C1CN(CCN1C\\C=C\\c1ccccc1)C(c1ccccc1)c1ccccc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "1-(diphenylmethyl)-4-[(2E)-3-phenylprop-2-en-1-yl]piperazine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-(Diphenylmethyl)-4-(3-phenyl-2-propenyl)piperazine"^^xsd:string,
        "1-Benzhydryl-4-cinnamylpiperazin"^^xsd:string,
        "1-Cinnamyl-4-(diphenylmethyl)piperazine"^^xsd:string,
        "cinarizina"^^xsd:string,
        "cinnarizine"^^xsd:string,
        "cinnarizinum"^^xsd:string ;
    oboInOwl:id "CHEBI:31403"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:31441 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:6944704"^^xsd:string,
        "CAS:80474-14-2"^^xsd:string,
        "Drug_Central:1225"^^xsd:string,
        "DrugBank:DB00588"^^xsd:string,
        "KEGG:D01708"^^xsd:string,
        "Patent:NL8100707"^^xsd:string,
        "Patent:US4335121"^^xsd:string,
        "Reaxys:6944704"^^xsd:string,
        "Wikipedia:Fluticasone_Propionate"^^xsd:string ;
    rdfs:label "fluticasone propionate"^^xsd:string ;
    definition: "A trifluorinated corticosteroid that consists of 6alpha,9-difluoro-11beta,17alpha-dihydroxy-17beta-{[(fluoromethyl)sulfanyl]carbonyl}-16-methyl-3-oxoandrosta-1,4-diene bearing a propionyl substituent at position 17; has anti-inflammatory, anti-asthmatic and anti-allergic activity."^^xsd:string ;
    rdfs:subClassOf CHEBI:35346,
        CHEBI:36243,
        CHEBI:47880,
        CHEBI:50830,
        CHEBI:50858,
        CHEBI:51277,
        CHEBI:77166,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:5134 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:35509 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35472 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35523 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37962 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:49167 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50177 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50857 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C25H31F3O5S"^^xsd:string ;
    chebi:inchi "InChI=1S/C25H31F3O5S/c1-5-20(31)33-25(21(32)34-12-26)13(2)8-15-16-10-18(27)17-9-14(29)6-7-22(17,3)24(16,28)19(30)11-23(15,25)4/h6-7,9,13,15-16,18-19,30H,5,8,10-12H2,1-4H3/t13-,15+,16+,18+,19+,22+,23+,24+,25+/m1/s1"^^xsd:string ;
    chebi:inchikey "WMWTYOKRWGGJOA-CENSZEJFSA-N"^^xsd:string ;
    chebi:mass "500.57185"^^xsd:string ;
    chebi:monoisotopicmass "500.18443"^^xsd:string ;
    chebi:smiles "[H][C@@]12C[C@@H](C)[C@](OC(=O)CC)(C(=O)SCF)[C@@]1(C)C[C@H](O)[C@@]1(F)[C@@]2([H])C[C@H](F)C2=CC(=O)C=C[C@]12C"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:63600"^^xsd:string ;
    oboInOwl:hasExactSynonym "6alpha,9-difluoro-17beta-{[(fluoromethyl)sulfanyl]carbonyl}-11beta-hydroxy-16-methyl-3-oxoandrosta-1,4-dien-17alpha-yl propanoate"^^xsd:string,
        "Fluticasone propionate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Cutivate"^^xsd:string ;
    oboInOwl:id "CHEBI:31441"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:31444 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:849154"^^xsd:string,
        "CAS:3485-14-1"^^xsd:string,
        "Drug_Central:632"^^xsd:string,
        "DrugBank:DB01000"^^xsd:string,
        "KEGG:C12766"^^xsd:string,
        "KEGG:D01334"^^xsd:string,
        "LINCS:LSM-3987"^^xsd:string,
        "Patent:DE1800698"^^xsd:string,
        "Patent:US3194802"^^xsd:string,
        "Patent:US3478018"^^xsd:string ;
    rdfs:label "cyclacillin"^^xsd:string ;
    rdfs:subClassOf CHEBI:17334,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:36047 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C15H23N3O4S"^^xsd:string ;
    chebi:inchi "InChI=1S/C15H23N3O4S/c1-14(2)9(12(20)21)18-10(19)8(11(18)23-14)17-13(22)15(16)6-4-3-5-7-15/h8-9,11H,3-7,16H2,1-2H3,(H,17,22)(H,20,21)/t8-,9+,11-/m1/s1"^^xsd:string ;
    chebi:inchikey "HGBLNBBNRORJKI-WCABBAIRSA-N"^^xsd:string ;
    chebi:mass "341.42694"^^xsd:string ;
    chebi:monoisotopicmass "341.14093"^^xsd:string ;
    chebi:smiles "[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)C1(N)CCCCC1)C(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "6beta-(1-aminocyclohexanecarboxamido)-2,2-dimethylpenam-3alpha-carboxylic acid"^^xsd:string,
        "Cyclacillin"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "6-(1-aminocyclohexanecarboxamido)penicillanic acid"^^xsd:string,
        "6-(1-aminocyclohexylcarboxamido)penicillanic acid"^^xsd:string,
        "(1-aminocyclohexyl)penicillin"^^xsd:string,
        "(2S,5R,6R)-6-{[(1-aminocyclohexyl)carbonyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid"^^xsd:string,
        "Bastcillin"^^xsd:string,
        "Calthor"^^xsd:string,
        "ciclacilina"^^xsd:string,
        "ciclacillin"^^xsd:string,
        "ciclacilline"^^xsd:string,
        "ciclacillinum"^^xsd:string,
        "Citosarin"^^xsd:string,
        "Cyclapen"^^xsd:string,
        "Cyclapen-W"^^xsd:string,
        "Syngacillin"^^xsd:string,
        "Ultracillin"^^xsd:string,
        "Vastcillin"^^xsd:string,
        "Vipicil"^^xsd:string,
        "Wyvital"^^xsd:string ;
    oboInOwl:id "CHEBI:31444"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:31527 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:3121425"^^xsd:string,
        "CAS:152-62-5"^^xsd:string,
        "Drug_Central:975"^^xsd:string,
        "DrugBank:DB00378"^^xsd:string,
        "KEGG:D01217"^^xsd:string,
        "Wikipedia:Dydrogesterone"^^xsd:string ;
    rdfs:label "dydrogesterone"^^xsd:string ;
    rdfs:subClassOf CHEBI:36885,
        CHEBI:47909,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:59826 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C21H28O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C21H28O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h4-5,12,16-19H,6-11H2,1-3H3/t16-,17+,18-,19+,20+,21+/m0/s1"^^xsd:string ;
    chebi:inchikey "JGMOKGBVKVMRFX-HQZYFCCVSA-N"^^xsd:string ;
    chebi:mass "312.44582"^^xsd:string ;
    chebi:monoisotopicmass "312.20893"^^xsd:string ;
    chebi:smiles "[H][C@@]12CC[C@H](C(C)=O)[C@@]1(C)CC[C@]1([H])[C@@]2([H])C=CC2=CC(=O)CC[C@@]12C"^^xsd:string ;
    oboInOwl:hasExactSynonym "9beta,10alpha-pregna-4,6-diene-3,20-dione"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "6-Dehydro-retro-progesterone"^^xsd:string,
        "10alpha-Isopregnenone"^^xsd:string,
        "delta(6)-Retroprogesterone"^^xsd:string,
        "delta(sup 6)-Retroprogesterone"^^xsd:string,
        "didrogesterona"^^xsd:string,
        "dydrogesterone"^^xsd:string,
        "dydrogesteronum"^^xsd:string,
        "Hydrogesterone"^^xsd:string,
        "Hydrogestrone"^^xsd:string,
        "Isopregnenone"^^xsd:string,
        "Retro-6-dehydroprogesterone"^^xsd:string ;
    oboInOwl:id "CHEBI:31527"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:31547 a owl:Class ;
    oboInOwl:hasDbXref "CAS:107724-20-9"^^xsd:string,
        "Drug_Central:1032"^^xsd:string,
        "DrugBank:DB00700"^^xsd:string,
        "KEGG:C12512"^^xsd:string,
        "KEGG:D01115"^^xsd:string,
        "Wikipedia:Eplerenone"^^xsd:string ;
    rdfs:label "eplerenone"^^xsd:string ;
    rdfs:subClassOf CHEBI:25248,
        CHEBI:37581,
        CHEBI:37948,
        CHEBI:38164,
        CHEBI:47887,
        CHEBI:47909,
        CHEBI:145217,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:8386 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35674 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50844 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C24H30O6"^^xsd:string ;
    chebi:inchi "InChI=1S/C24H30O6/c1-21-7-4-14(25)10-13(21)11-15(20(27)28-3)19-16-5-8-23(9-6-18(26)30-23)22(16,2)12-17-24(19,21)29-17/h10,15-17,19H,4-9,11-12H2,1-3H3/t15-,16+,17-,19+,21+,22+,23-,24-/m1/s1"^^xsd:string ;
    chebi:inchikey "JUKPWJGBANNWMW-VWBFHTRKSA-N"^^xsd:string ;
    chebi:mass "414.49140"^^xsd:string ;
    chebi:monoisotopicmass "414.20424"^^xsd:string ;
    chebi:smiles "COC(=O)[C@@H]1CC2=CC(=O)CC[C@]2(C)[C@@]23O[C@@H]2C[C@@]2(C)[C@@H](CC[C@@]22CCC(=O)O2)[C@H]13"^^xsd:string ;
    oboInOwl:hasExactSynonym "7alpha-methoxycarbonyl-3-oxo-9,11alpha-epoxy-17alpha-pregn-4-ene-21,17-carbolactone"^^xsd:string,
        "Eplerenone"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "eplerenone"^^xsd:string,
        "Epoxymexrenone"^^xsd:string,
        "Inspra"^^xsd:string ;
    oboInOwl:id "CHEBI:31547"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:31580 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:3040143"^^xsd:string,
        "CAS:297-76-7"^^xsd:string,
        "Drug_Central:1095"^^xsd:string,
        "DrugBank:DB00823"^^xsd:string,
        "KEGG:C12724"^^xsd:string,
        "KEGG:D01294"^^xsd:string,
        "LIPID_MAPS_instance:LMST02030124"^^xsd:string,
        "Wikipedia:Ethynodiol_Diacetate"^^xsd:string ;
    rdfs:label "ethynodiol diacetate"^^xsd:string ;
    rdfs:subClassOf CHEBI:47880,
        CHEBI:73477,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:50785 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:49326 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50739 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C24H32O4"^^xsd:string ;
    chebi:inchi "InChI=1S/C24H32O4/c1-5-24(28-16(3)26)13-11-22-21-8-6-17-14-18(27-15(2)25)7-9-19(17)20(21)10-12-23(22,24)4/h1,14,18-22H,6-13H2,2-4H3/t18-,19-,20+,21+,22-,23-,24-/m0/s1"^^xsd:string ;
    chebi:inchikey "ONKUMRGIYFNPJW-KIEAKMPYSA-N"^^xsd:string ;
    chebi:mass "384.50848"^^xsd:string ;
    chebi:monoisotopicmass "384.23006"^^xsd:string ;
    chebi:smiles "[H][C@]12CC[C@H](OC(C)=O)C=C1CC[C@]1([H])[C@]2([H])CC[C@@]2(C)[C@@]1([H])CC[C@@]2(OC(C)=O)C#C"^^xsd:string ;
    oboInOwl:hasExactSynonym "17alpha-ethynylestr-4-ene-3beta,17beta-diyl diacetate"^^xsd:string,
        "(3beta,17beta)-17-ethynylestr-4-ene-3,17-diyl diacetate"^^xsd:string,
        "Ethynodiol diacetate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3beta,17beta-Diacetoxy-19-nor-17alpha-pregn-4-en-20-yne"^^xsd:string,
        "3beta, 17beta-Diacetoxy-17alpha-ethynyl-4-oestrene"^^xsd:string,
        "17alpha-Ethynyl-3,17-dihydroxy-4-estrene diacetate"^^xsd:string,
        "17alpha-Ethynyl-4-estrene-3beta,17beta-diol diacetate"^^xsd:string,
        "17alpha-Ethynyl-19-norandrost-4-ene-3beta,17-beta-diol diacetate"^^xsd:string,
        "17alpha-Ethynylestr-4-ene-3beta,17beta-diol acetate"^^xsd:string,
        "19-Nor-17alpha-pregn-4-en-20-yne-3beta,17-diol diacetate"^^xsd:string ;
    oboInOwl:id "CHEBI:31580"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:31618 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:686115"^^xsd:string,
        "CAS:3900-31-0"^^xsd:string,
        "Drug_Central:1190"^^xsd:string,
        "DrugBank:DB01567"^^xsd:string,
        "KEGG:D01354"^^xsd:string,
        "Patent:DE1136709"^^xsd:string,
        "Patent:US3051701"^^xsd:string ;
    rdfs:label "fludiazepam"^^xsd:string ;
    rdfs:subClassOf CHEBI:35500,
        CHEBI:36683,
        CHEBI:37143,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:5115 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:49575 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35474 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C16H12ClFN2O"^^xsd:string ;
    chebi:inchi "InChI=1S/C16H12ClFN2O/c1-20-14-7-6-10(17)8-12(14)16(19-9-15(20)21)11-4-2-3-5-13(11)18/h2-8H,9H2,1H3"^^xsd:string ;
    chebi:inchikey "ROYOYTLGDLIGBX-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "302.73046"^^xsd:string ;
    chebi:monoisotopicmass "302.06222"^^xsd:string ;
    chebi:smiles "CN1C(=O)CN=C(c2ccccc2F)c2cc(Cl)ccc12"^^xsd:string ;
    oboInOwl:hasExactSynonym "7-chloro-5-(2-fluorophenyl)-1-methyl-1,3-dihydro-2H-1,4-benzodiazepin-2-one"^^xsd:string,
        "fludiazepam"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "7-chloro-5-(o-Fluorophenyl)-1,3-dihydro-1-methyl-2H-1,4-benzodiazepin-2-one"^^xsd:string,
        "Erispan"^^xsd:string ;
    oboInOwl:id "CHEBI:31618"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:31620 a owl:Class ;
    oboInOwl:hasDbXref "CAS:2002-29-1"^^xsd:string,
        "Drug_Central:1198"^^xsd:string,
        "DrugBank:DB00663"^^xsd:string,
        "KEGG:D01464"^^xsd:string ;
    rdfs:label "flumethasone pivalate"^^xsd:string ;
    rdfs:subClassOf CHEBI:24261,
        CHEBI:35342,
        CHEBI:35346,
        CHEBI:36885,
        CHEBI:50784,
        CHEBI:50830,
        CHEBI:77166,
        CHEBI:139592,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:34764 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35472 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:59683 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C27H36F2O6"^^xsd:string ;
    chebi:inchi "InChI=1S/C27H36F2O6/c1-14-9-16-17-11-19(28)18-10-15(30)7-8-24(18,5)26(17,29)20(31)12-25(16,6)27(14,34)21(32)13-35-22(33)23(2,3)4/h7-8,10,14,16-17,19-20,31,34H,9,11-13H2,1-6H3/t14-,16+,17+,19+,20+,24+,25+,26+,27+/m1/s1"^^xsd:string ;
    chebi:inchikey "JWRMHDSINXPDHB-OJAGFMMFSA-N"^^xsd:string ;
    chebi:mass "494.56795"^^xsd:string ;
    chebi:monoisotopicmass "494.24800"^^xsd:string ;
    chebi:smiles "[H][C@@]12C[C@@H](C)[C@](O)(C(=O)COC(=O)C(C)(C)C)[C@@]1(C)C[C@H](O)[C@@]1(F)[C@@]2([H])C[C@H](F)C2=CC(=O)C=C[C@]12C"^^xsd:string ;
    oboInOwl:hasExactSynonym "6alpha,9-difluoro-11beta,17-dihydroxy-16alpha-methyl-3,20-dioxopregna-1,4-dien-21-yl 2,2-dimethylpropanoate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Flumetasone pivalate"^^xsd:string ;
    oboInOwl:id "CHEBI:31620"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:31624 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:94324"^^xsd:string,
        "CAS:2321-07-5"^^xsd:string,
        "Chemspider:15968"^^xsd:string,
        "DrugBank:DB00693"^^xsd:string,
        "Gmelin:248626"^^xsd:string,
        "HMDB:HMDB0014831"^^xsd:string,
        "KEGG:D01261"^^xsd:string,
        "PDB:4FAB"^^xsd:string,
        "PMID:1517825"^^xsd:string,
        "PMID:1854691"^^xsd:string,
        "PMID:2104617"^^xsd:string,
        "PMID:2508085"^^xsd:string,
        "PMID:3937554"^^xsd:string,
        "PMID:6192565"^^xsd:string,
        "PMID:7696460"^^xsd:string,
        "PMID:7868912"^^xsd:string,
        "PMID:7873555"^^xsd:string,
        "PMID:8030782"^^xsd:string,
        "PMID:8341496"^^xsd:string,
        "PMID:8637844"^^xsd:string,
        "PMID:9294871"^^xsd:string,
        "PMID:12945055"^^xsd:string,
        "PMID:13611166"^^xsd:string,
        "PMID:15178254"^^xsd:string,
        "PMID:15352064"^^xsd:string,
        "PMID:15465055"^^xsd:string,
        "PMID:15836438"^^xsd:string,
        "PMID:16195545"^^xsd:string,
        "PMID:16307475"^^xsd:string,
        "PMID:17076510"^^xsd:string,
        "PMID:17097086"^^xsd:string,
        "PMID:19603796"^^xsd:string,
        "PMID:20371259"^^xsd:string,
        "PMID:20725378"^^xsd:string,
        "PMID:21443768"^^xsd:string,
        "PMID:23363235"^^xsd:string,
        "PMID:23737658"^^xsd:string,
        "PMID:24614144"^^xsd:string,
        "PMID:24709799"^^xsd:string,
        "PMID:24756415"^^xsd:string,
        "PMID:26457839"^^xsd:string,
        "PMID:26675489"^^xsd:string,
        "PMID:26744790"^^xsd:string,
        "PMID:26756394"^^xsd:string,
        "PMID:27303817"^^xsd:string,
        "PMID:27833927"^^xsd:string,
        "PMID:28490862"^^xsd:string,
        "PMID:28781922"^^xsd:string,
        "PMID:29065823"^^xsd:string,
        "PMID:29237120"^^xsd:string,
        "PMID:30772364"^^xsd:string,
        "PMID:31620443"^^xsd:string,
        "PMID:33661250"^^xsd:string,
        "PMID:33838945"^^xsd:string,
        "Reaxys:94324"^^xsd:string,
        "Wikipedia:Fluorescein"^^xsd:string ;
    rdfs:label "fluorescein (lactone form)"^^xsd:string ;
    definition: "A xanthene dye that is highly fluorescent, detectable even when present in minute quantities. Used forensically to detect traces of blood, in analytical chemistry as an indicator in silver nitrate titrations and in microscopy."^^xsd:string ;
    rdfs:subClassOf CHEBI:26195,
        CHEBI:37581,
        CHEBI:37929,
        CHEBI:37948,
        CHEBI:38164,
        CHEBI:38831,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:172923 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37338 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:51121 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C20H12O5"^^xsd:string ;
    chebi:inchi "InChI=1S/C20H12O5/c21-11-5-7-15-17(9-11)24-18-10-12(22)6-8-16(18)20(15)14-4-2-1-3-13(14)19(23)25-20/h1-10,21-22H"^^xsd:string ;
    chebi:inchikey "GNBHRKFJIUUOQI-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "332.311"^^xsd:string ;
    chebi:monoisotopicmass "332.06847"^^xsd:string ;
    chebi:smiles "OC1=CC=C2C(OC3=CC(O)=CC=C3C22OC(=O)C3=C2C=CC=C3)=C1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:606590"^^xsd:string ;
    oboInOwl:hasExactSynonym "3',6'-dihydroxy-3H-spiro[2-benzofuran-1,9'-xanthen]-3-one"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3',6'-dihydroxyfluoran"^^xsd:string,
        "3,6-fluorandiol"^^xsd:string,
        "9-(o-carboxyphenyl)-6-hydroxy-3-isoxanthenone"^^xsd:string,
        "9-(o-carboxyphenyl)-6-hydroxy-3H-xanthen-3-one"^^xsd:string,
        "C.I. 45350"^^xsd:string,
        "C.I. Solvent Yellow 94"^^xsd:string,
        "D and C Yellow No. 7"^^xsd:string,
        "D&C Yellow No. 7"^^xsd:string,
        "fluorescein lactone"^^xsd:string,
        "fluoresceine"^^xsd:string,
        "Fluoreszein"^^xsd:string,
        "Japan Yellow 201"^^xsd:string,
        "resorcinolphthalein"^^xsd:string,
        "Solvent Yellow 94"^^xsd:string,
        "Yellow fluorescein"^^xsd:string ;
    oboInOwl:id "CHEBI:31624"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:31625 a owl:Class ;
    oboInOwl:hasDbXref "CAS:426-13-1"^^xsd:string,
        "Drug_Central:1208"^^xsd:string,
        "DrugBank:DB00324"^^xsd:string,
        "HMDB:HMDB0014469"^^xsd:string,
        "KEGG:D01367"^^xsd:string,
        "PMID:22821643"^^xsd:string,
        "PMID:23023407"^^xsd:string,
        "PMID:23225837"^^xsd:string,
        "PMID:23429038"^^xsd:string,
        "PMID:23865053"^^xsd:string,
        "PMID:24074291"^^xsd:string,
        "PMID:24227962"^^xsd:string,
        "PMID:24493163"^^xsd:string,
        "Reaxys:3172388"^^xsd:string,
        "Wikipedia:Fluorometholone"^^xsd:string ;
    rdfs:label "fluorometholone"^^xsd:string ;
    definition: "A member of the class of glucocorticoids that is Delta(1)-progesterone substituted at positions 11beta and 17 by hydroxy groups, at position 6alpha by a methyl group and at position 9 by a fluoro group. Used for the treatment of corticosteroid-responsive inflammation of the palpebral and bulbar conjunctiva, cornea and anterior segment of the globe."^^xsd:string ;
    rdfs:subClassOf CHEBI:24261,
        CHEBI:35342,
        CHEBI:35346,
        CHEBI:36885,
        CHEBI:50830,
        CHEBI:77166,
        CHEBI:139592,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:34073 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35472 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C22H29FO4"^^xsd:string ;
    chebi:inchi "InChI=1S/C22H29FO4/c1-12-9-17-15-6-8-21(27,13(2)24)20(15,4)11-18(26)22(17,23)19(3)7-5-14(25)10-16(12)19/h5,7,10,12,15,17-18,26-27H,6,8-9,11H2,1-4H3/t12-,15-,17-,18-,19-,20-,21-,22-/m0/s1"^^xsd:string ;
    chebi:inchikey "FAOZLTXFLGPHNG-KNAQIMQKSA-N"^^xsd:string ;
    chebi:mass "376.46170"^^xsd:string ;
    chebi:monoisotopicmass "376.20499"^^xsd:string ;
    chebi:smiles "C[C@H]1C[C@H]2[C@@H]3CC[C@](O)(C(C)=O)[C@@]3(C)C[C@H](O)[C@]2(F)[C@@]2(C)C=CC(=O)C=C12"^^xsd:string ;
    oboInOwl:hasExactSynonym "9-fluoro-11beta,17-dihydroxy-6alpha-methylpregna-1,4-diene-3,20-dione"^^xsd:string,
        "(6alpha,11beta)-9-fluoro-11,17-dihydroxy-6-methylpregna-1,4-diene-3,20-dione"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "9-Fluoro-11beta,17-dihydroxy-6alpha-methylpregna-1,4-diene-3,20-dione"^^xsd:string,
        "Fluor-op"^^xsd:string,
        "Fluorometholon"^^xsd:string,
        "fluorometholone"^^xsd:string,
        "fluorometholonum"^^xsd:string,
        "fluorometolona"^^xsd:string,
        "NSC 33001"^^xsd:string,
        "Oxylone"^^xsd:string ;
    oboInOwl:id "CHEBI:31625"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:31638 a owl:Class ;
    oboInOwl:hasDbXref "CAS:129453-61-8"^^xsd:string,
        "Drug_Central:1255"^^xsd:string,
        "DrugBank:DB00947"^^xsd:string,
        "KEGG:D01161"^^xsd:string,
        "LINCS:LSM-6504"^^xsd:string,
        "PMID:18683044"^^xsd:string,
        "PMID:19369092"^^xsd:string,
        "PMID:21319872"^^xsd:string,
        "PMID:21699443"^^xsd:string,
        "PMID:25720568"^^xsd:string,
        "Wikipedia:Fulvestrant"^^xsd:string ;
    rdfs:label "fulvestrant"^^xsd:string ;
    definition: "A 3-hydroxy steroid that is 17beta-estradiol in which the 7alpha hydrogen has been replaced by a nonyl group in which one of the hydrogens of the terminal methyl has been replaced by a (4,4,5,5,5-pentafluoropentyl)sulfinyl group. An estrogen receptor antagonist, it is used in the treatment of breast cancer."^^xsd:string ;
    rdfs:subClassOf CHEBI:22063,
        CHEBI:35343,
        CHEBI:36834,
        CHEBI:37143,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:23966 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35610 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50792 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50837 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C32H47F5O3S"^^xsd:string ;
    chebi:inchi "InChI=1S/C32H47F5O3S/c1-30-17-15-26-25-12-11-24(38)21-23(25)20-22(29(26)27(30)13-14-28(30)39)10-7-5-3-2-4-6-8-18-41(40)19-9-16-31(33,34)32(35,36)37/h11-12,21-22,26-29,38-39H,2-10,13-20H2,1H3/t22-,26-,27+,28+,29-,30+,41?/m1/s1"^^xsd:string ;
    chebi:inchikey "VWUXBMIQPBEWFH-WCCTWKNTSA-N"^^xsd:string ;
    chebi:mass "606.773"^^xsd:string ;
    chebi:monoisotopicmass "606.31661"^^xsd:string ;
    chebi:smiles "C=1C=C(C=C2C1[C@]3(CC[C@@]4([C@H](CC[C@]4([C@@]3([C@@H](C2)CCCCCCCCCS(=O)CCCC(C(F)(F)F)(F)F)[H])[H])O)C)[H])O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:87729"^^xsd:string ;
    oboInOwl:hasExactSynonym "7alpha-{9-[(4,4,5,5,5-pentafluoropentyl)sulfinyl]nonyl}estra-1(10),2,4-triene-3,17beta-diol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(7alpha,17beta)-7-{9-[(4,4,5,5,5-pentafluoropentyl)sulfinyl]nonyl}estra-1(10),2,4-triene-3,17-diol"^^xsd:string,
        "Faslodex"^^xsd:string,
        "fulvestrant"^^xsd:string,
        "fulvestrantum"^^xsd:string,
        "ICI 182780"^^xsd:string,
        "ICI-182780"^^xsd:string ;
    oboInOwl:id "CHEBI:31638"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:31643 a owl:Class ;
    oboInOwl:hasDbXref "CAS:120066-54-8"^^xsd:string,
        "DrugBank:DB00597"^^xsd:string,
        "Gmelin:897397"^^xsd:string,
        "KEGG:D01137"^^xsd:string,
        "Patent:EP292689"^^xsd:string,
        "Patent:US4885363"^^xsd:string,
        "Wikipedia:Gadoteridol"^^xsd:string ;
    rdfs:label "gadoteridol"^^xsd:string ;
    definition: "A non-ionic gadolinium chelate having a macrocyclic tetraamine framework. It is used as a paramagnetic contrast agent in magnetic resonance imaging (MRI)."^^xsd:string ;
    rdfs:subClassOf CHEBI:35730,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37335 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C17H29GdN4O7"^^xsd:string,
        "C17H29N4O7.Gd"^^xsd:string ;
    chebi:inchi "InChI=1S/C17H32N4O7.Gd/c1-14(22)10-18-2-4-19(11-15(23)24)6-8-21(13-17(27)28)9-7-20(5-3-18)12-16(25)26;/h14,22H,2-13H2,1H3,(H,23,24)(H,25,26)(H,27,28);/q;+3/p-3"^^xsd:string ;
    chebi:inchikey "DPNNNPAKRZOSMO-UHFFFAOYSA-K"^^xsd:string ;
    chebi:mass "558.68000"^^xsd:string ;
    chebi:monoisotopicmass "559.12773"^^xsd:string ;
    chebi:smiles "[H][O]1C(C)C[N]23CC[N]45CC[N]67CC[N]8(CC2)CC(=O)[O-][Gd+3]13468([O-]C(=O)C5)[O-]C(=O)C7"^^xsd:string ;
    oboInOwl:hasExactSynonym "[2,2',2''-{10-[2-(hydroxy-kappaO)propyl]-1,4,7,10-tetraazacyclododecane-1,4,7-triyl-kappa(4)N(1),N(4),N(7),N(10)}triacetato-kappaO(3-)]gadolinium"^^xsd:string,
        "gadoteridol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "gadolinium 2,2',2''-[10-(2-hydroxypropyl)-1,4,7,10-tetraazacyclododecane-1,4,7-triyl]triacetate"^^xsd:string,
        "gadolinium-HP-DO3A"^^xsd:string,
        "gadoteridol"^^xsd:string,
        "gadoteridolum"^^xsd:string,
        "GD-HP-DO 3A"^^xsd:string,
        "Gd-HPDO3A"^^xsd:string ;
    oboInOwl:id "CHEBI:31643"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:31644 a owl:Class ;
    oboInOwl:hasDbXref "CAS:131069-91-5"^^xsd:string,
        "DrugBank:DB00538"^^xsd:string,
        "Gmelin:1701622"^^xsd:string,
        "KEGG:D01646"^^xsd:string,
        "Reaxys:11736544"^^xsd:string,
        "Wikipedia:Gadoversetamide"^^xsd:string ;
    rdfs:label "gadoversetamide"^^xsd:string ;
    definition: "A gadolinium coordination entity that consists of Gd(3+) coordinated to 3,6,9-triazaundecadiamide in which each of the amide nitrogens is substituted by a 2-methoxyethyl group and in which the nitrogens at positions 3, 6, and 9 are each substituted by carboxylatomethyl group. The gadolinium is coordinated to the three tertiary amino groups as well as to the carboxylate groups. A white odourless powder that is freely soluble in water, gadoversetamide has paramagnetic properties and is used as a contrast agent in magnetic resonance imaging. It distributes mainly in extracellular fluid, but does not cross the blood-brain barrier. It is used particularly in imaging the brain, spine and liver."^^xsd:string ;
    rdfs:subClassOf CHEBI:35730,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37335 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C20H34GdN5O10"^^xsd:string,
        "C20H34N5O10.Gd"^^xsd:string ;
    chebi:inchi "InChI=1S/C20H37N5O10.Gd/c1-34-9-3-21-16(26)11-24(14-19(30)31)7-5-23(13-18(28)29)6-8-25(15-20(32)33)12-17(27)22-4-10-35-2;/h3-15H2,1-2H3,(H,21,26)(H,22,27)(H,28,29)(H,30,31)(H,32,33);/q;+3/p-3"^^xsd:string ;
    chebi:inchikey "HBEAOBRDTOXWRZ-UHFFFAOYSA-K"^^xsd:string ;
    chebi:mass "661.76166"^^xsd:string ;
    chebi:monoisotopicmass "662.15468"^^xsd:string ;
    chebi:smiles "[Gd+3].COCCNC(=O)CN(CCN(CCN(CC([O-])=O)CC(=O)NCCOC)CC([O-])=O)CC([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "gadolinium 8,11-bis(carboxylatomethyl)-14-{2-[(2-methoxyethyl)amino]-2-oxoethyl}-6-oxo-2-oxa-5,8,11,14-tetraazahexadecan-16-oate"^^xsd:string,
        "gadoversetamide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "OptiMARK"^^xsd:string ;
    oboInOwl:id "CHEBI:31644"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:31654 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1657836"^^xsd:string,
        "CAS:21187-98-4"^^xsd:string,
        "Drug_Central:1299"^^xsd:string,
        "DrugBank:DB01120"^^xsd:string,
        "HMDB:HMDB0015252"^^xsd:string,
        "KEGG:D01599"^^xsd:string,
        "LINCS:LSM-5096"^^xsd:string,
        "PMID:9226746"^^xsd:string,
        "PMID:10048179"^^xsd:string,
        "PMID:14871415"^^xsd:string,
        "PMID:16631804"^^xsd:string,
        "PMID:22118706"^^xsd:string,
        "PMID:22183301"^^xsd:string,
        "PMID:22411174"^^xsd:string,
        "PMID:22732450"^^xsd:string,
        "Reaxys:1657836"^^xsd:string,
        "Wikipedia:Gliclazide"^^xsd:string ;
    rdfs:label "gliclazide"^^xsd:string ;
    rdfs:subClassOf CHEBI:76983,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35526 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48578 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:90415 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C15H21N3O3S"^^xsd:string ;
    chebi:inchi "InChI=1S/C15H21N3O3S/c1-11-5-7-14(8-6-11)22(20,21)17-15(19)16-18-9-12-3-2-4-13(12)10-18/h5-8,12-13H,2-4,9-10H2,1H3,(H2,16,17,19)"^^xsd:string ;
    chebi:inchikey "BOVGTQGAOIONJV-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "323.41100"^^xsd:string ;
    chebi:monoisotopicmass "323.13036"^^xsd:string ;
    chebi:smiles "Cc1ccc(cc1)S(=O)(=O)NC(=O)NN1CC2CCCC2C1"^^xsd:string ;
    oboInOwl:hasExactSynonym "Gliclazide"^^xsd:string,
        "N-(hexahydrocyclopenta[c]pyrrol-2(1H)-ylcarbamoyl)-4-methylbenzenesulfonamide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-(3-azabicyclo(3.3.0)oct-3-yl)-3-(p-tolylsulfonyl)urea"^^xsd:string,
        "1-(hexahydrocyclopenta(c)pyrrol-2(1H)-yl)-3-(p-tolylsulfonyl)urea"^^xsd:string,
        "Glimicron"^^xsd:string ;
    oboInOwl:id "CHEBI:31654"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:31725 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1744750"^^xsd:string,
        "CAS:123-92-2"^^xsd:string,
        "Gmelin:101452"^^xsd:string,
        "KEGG:C12296"^^xsd:string,
        "PMID:15491859"^^xsd:string,
        "PMID:25626919"^^xsd:string,
        "Reaxys:1744750"^^xsd:string ;
    rdfs:label "isoamyl acetate"^^xsd:string ;
    definition: "The acetate ester of isoamylol."^^xsd:string ;
    rdfs:subClassOf CHEBI:47622,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:15837 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C7H14O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C7H14O2/c1-6(2)4-5-9-7(3)8/h6H,4-5H2,1-3H3"^^xsd:string ;
    chebi:inchikey "MLFHJEHSLIIPHL-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "130.18486"^^xsd:string ;
    chebi:monoisotopicmass "130.09938"^^xsd:string ;
    chebi:smiles "CC(C)CCOC(C)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "3-methylbutyl acetate"^^xsd:string,
        "Isoamyl acetate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3-methyl-1-butanol acetate"^^xsd:string,
        "3-methyl-1-butyl acetate"^^xsd:string,
        "3-methyl-but-1-yl acetate"^^xsd:string,
        "3-methylbutyl acetate"^^xsd:string,
        "3-methylbutyl ethanoate"^^xsd:string,
        "acetate d'isoamyle"^^xsd:string,
        "acetate d'isopentyle"^^xsd:string,
        "acetate de 3-methylbutyle"^^xsd:string,
        "acetic acid, 3-methylbutyl ester"^^xsd:string,
        "acetic acid, isopentyl ester"^^xsd:string,
        "amylacetic ester"^^xsd:string,
        "beta-methyl butyl acetate"^^xsd:string,
        "CH3C(O)O(CH2)2CH(CH3)2"^^xsd:string,
        "i-amyl acetate"^^xsd:string,
        "isoamyl ethanoate"^^xsd:string,
        "Isoamylacetat"^^xsd:string,
        "Isoamylazetat"^^xsd:string,
        "isopentyl acetate"^^xsd:string,
        "isopentyl ethanoate"^^xsd:string ;
    oboInOwl:id "CHEBI:31725"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:31746 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:86660"^^xsd:string,
        "CAS:487-79-6"^^xsd:string,
        "Drug_Central:3201"^^xsd:string,
        "KEGG:C12819"^^xsd:string,
        "Patent:GB795750"^^xsd:string,
        "Patent:US2902492"^^xsd:string,
        "Patent:US2954384"^^xsd:string,
        "PDBeChem:KAI"^^xsd:string ;
    rdfs:label "kainic acid"^^xsd:string ;
    rdfs:subClassOf CHEBI:35692,
        CHEBI:46767,
        CHEBI:83822,
        CHEBI:84186,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:156548 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35444 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50103 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C10H15NO4"^^xsd:string ;
    chebi:inchi "InChI=1S/C10H15NO4/c1-5(2)7-4-11-9(10(14)15)6(7)3-8(12)13/h6-7,9,11H,1,3-4H2,2H3,(H,12,13)(H,14,15)/t6-,7+,9-/m0/s1"^^xsd:string ;
    chebi:inchikey "VLSMHEGGTFMBBZ-OOZYFLPDSA-N"^^xsd:string ;
    chebi:mass "213.23040"^^xsd:string ;
    chebi:monoisotopicmass "213.10011"^^xsd:string ;
    chebi:smiles "CC(=C)[C@H]1CN[C@@H]([C@H]1CC(O)=O)C(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(3S,4R)-3-(carboxymethyl)-4-(prop-1-en-2-yl)-L-proline"^^xsd:string,
        "Kainic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2S-(2alpha,3beta,4beta))-2-carboxy-4-(1-methylethenyl)-3-pyrrolidineacetic acid"^^xsd:string,
        "acide kainique"^^xsd:string,
        "acido kainico"^^xsd:string,
        "acidum kainicum"^^xsd:string,
        "alpha- Kainic acid"^^xsd:string,
        "alpha-Kainic acid"^^xsd:string,
        "digenic acid"^^xsd:string,
        "Digenin"^^xsd:string,
        "Digensaeure"^^xsd:string,
        "Helminal"^^xsd:string,
        "kainic acid"^^xsd:string,
        "Kainsaeure"^^xsd:string,
        "L-alpha-kainic acid"^^xsd:string ;
    oboInOwl:id "CHEBI:31746"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:31782 a owl:Class ;
    owl:deprecated true ;
    replacedBy: CHEBI:52993 ;
    obsReason: termsMerged: .

CHEBI:31784 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:5461012"^^xsd:string,
        "CAS:82034-46-6"^^xsd:string,
        "Drug_Central:1611"^^xsd:string,
        "DrugBank:DB00873"^^xsd:string,
        "KEGG:D01689"^^xsd:string ;
    rdfs:label "loteprednol etabonate"^^xsd:string ;
    rdfs:subClassOf CHEBI:35346,
        CHEBI:36683,
        CHEBI:47887,
        CHEBI:50850,
        CHEBI:77166,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:50848 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35472 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C24H31ClO7"^^xsd:string ;
    chebi:inchi "InChI=1S/C24H31ClO7/c1-4-30-21(29)32-24(20(28)31-13-25)10-8-17-16-6-5-14-11-15(26)7-9-22(14,2)19(16)18(27)12-23(17,24)3/h7,9,11,16-19,27H,4-6,8,10,12-13H2,1-3H3/t16-,17-,18-,19+,22-,23-,24-/m0/s1"^^xsd:string ;
    chebi:inchikey "DMKSVUSAATWOCU-HROMYWEYSA-N"^^xsd:string ;
    chebi:mass "466.95144"^^xsd:string ;
    chebi:monoisotopicmass "466.17583"^^xsd:string ;
    chebi:smiles "[H][C@@]12CCC3=CC(=O)C=C[C@]3(C)[C@@]1([H])[C@@H](O)C[C@@]1(C)[C@@]2([H])CC[C@]1(OC(=O)OCC)C(=O)OCCl"^^xsd:string ;
    oboInOwl:hasExactSynonym "chloromethyl 17alpha-[(ethoxycarbonyl)oxy]-11beta-hydroxy-3-oxoandrosta-1,4-diene-17beta-carboxylate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:31784"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:31797 a owl:Class ;
    oboInOwl:hasDbXref "CAS:86050-77-3"^^xsd:string,
        "DrugBank:DB00789"^^xsd:string,
        "Gmelin:1500338"^^xsd:string,
        "KEGG:D01707"^^xsd:string ;
    rdfs:label "gadopentetate dimeglumine"^^xsd:string ;
    rdfs:subClassOf CHEBI:35730,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:35778 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37335 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C14H20N3O10.2C7H17NO5.Gd"^^xsd:string,
        "C28H54GdN5O20"^^xsd:string ;
    chebi:inchi "InChI=1S/C14H23N3O10.2C7H17NO5.Gd/c18-10(19)5-15(1-3-16(6-11(20)21)7-12(22)23)2-4-17(8-13(24)25)9-14(26)27;2*1-8-2-4(10)6(12)7(13)5(11)3-9;/h1-9H2,(H,18,19)(H,20,21)(H,22,23)(H,24,25)(H,26,27);2*4-13H,2-3H2,1H3;/q;;;+3/p-3/t;2*4-,5+,6+,7+;/m.00./s1"^^xsd:string ;
    chebi:inchikey "LGMLJQFQKXPRGA-VPVMAENOSA-K"^^xsd:string ;
    chebi:mass "938.00006"^^xsd:string ;
    chebi:monoisotopicmass "938.26032"^^xsd:string ;
    chebi:smiles "[Gd+3].CNC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO.CNC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO.OC(=O)CN(CCN(CCN(CC(O)=O)CC([O-])=O)CC([O-])=O)CC([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "gadolinium (bis{2-[(carboxylatomethyl)(carboxymethyl)amino]ethyl}amino)acetate--1-deoxy-1-(methylamino)-D-glucitol (1:2)"^^xsd:string,
        "gadopentetate dimeglumine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "diethylenetriaminepentaacetic acid dimeglumine salt gadolinium chelate"^^xsd:string,
        "dimeglumine-gadolinium-dtpa"^^xsd:string,
        "gadopentetic acid dimeglumine salt"^^xsd:string,
        "Magnevist"^^xsd:string,
        "meglumine gadopentetate"^^xsd:string ;
    oboInOwl:id "CHEBI:31797"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:31941 a owl:Class ;
    oboInOwl:hasDbXref "CAS:61825-94-3"^^xsd:string,
        "CAS:63121-00-6"^^xsd:string,
        "DrugBank:DB00526"^^xsd:string,
        "Gmelin:28892"^^xsd:string,
        "Gmelin:1046012"^^xsd:string,
        "KEGG:D01790"^^xsd:string,
        "LINCS:LSM-6352"^^xsd:string,
        "PMID:11300320"^^xsd:string,
        "PMID:14755010"^^xsd:string,
        "PMID:15477639"^^xsd:string,
        "PMID:17347561"^^xsd:string,
        "PMID:18440088"^^xsd:string,
        "PMID:19138416"^^xsd:string,
        "PMID:19735649"^^xsd:string,
        "PMID:27756654"^^xsd:string,
        "PMID:28186109"^^xsd:string,
        "PMID:28398406"^^xsd:string,
        "PMID:28415810"^^xsd:string,
        "PMID:28499428"^^xsd:string,
        "PMID:28505615"^^xsd:string,
        "PMID:28624791"^^xsd:string,
        "PMID:28642473"^^xsd:string,
        "PMID:28654098"^^xsd:string,
        "PMID:28695397"^^xsd:string,
        "PMID:28762171"^^xsd:string,
        "PMID:28777427"^^xsd:string,
        "PMID:28800641"^^xsd:string,
        "PMID:28811232"^^xsd:string,
        "PMID:28812173"^^xsd:string,
        "PMID:28837658"^^xsd:string,
        "PMID:28876454"^^xsd:string,
        "PMID:28881354"^^xsd:string,
        "PMID:28881481"^^xsd:string,
        "PMID:28884286"^^xsd:string,
        "PMID:28894576"^^xsd:string,
        "PMID:28924870"^^xsd:string,
        "PMID:28938919"^^xsd:string,
        "Reaxys:15700099"^^xsd:string,
        "Wikipedia:Oxaliplatin"^^xsd:string ;
    rdfs:label "oxaliplatin"^^xsd:string ;
    definition: "A platinum coordination entity that is a commonly used chemothrepeutic drug for treatment of colorectal cancer."^^xsd:string ;
    rdfs:subClassOf CHEBI:33862,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:25435 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35610 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H14N2.C2O4.Pt"^^xsd:string,
        "C8H14N2O4Pt"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H14N2.C2H2O4.Pt/c7-5-3-1-2-4-6(5)8;3-1(4)2(5)6;/h5-6H,1-4,7-8H2;(H,3,4)(H,5,6);/q;;+2/p-2/t5-,6-;;/m1../s1"^^xsd:string ;
    chebi:inchikey "ZROHGHOFXNOHSO-BNTLRKBRSA-L"^^xsd:string ;
    chebi:mass "397.28584"^^xsd:string ;
    chebi:monoisotopicmass "397.06015"^^xsd:string ;
    chebi:smiles "[H][N]1([H])[C@@H]2CCCC[C@H]2[N]([H])([H])[Pt]11OC(=O)C(=O)O1"^^xsd:string ;
    oboInOwl:hasExactSynonym "(SP-4-2)[(1R,2R)-cyclohexane-1,2-diamine-kappa(2)N,N'][ethanedioato(2-)-kappa(2)O(1),O(2)]platinum"^^xsd:string,
        "Oxaliplatin"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(SP-4-2-(1R-trans))-(1,2-cyclohexanediamine-N,N')(ethanedioato(2-)-O,O')platinum"^^xsd:string,
        "Eloxatin"^^xsd:string,
        "oxalato(1,2-diaminocyclohexane)platinum(II)"^^xsd:string,
        "oxaliplatin"^^xsd:string,
        "oxaliplatine"^^xsd:string,
        "oxaliplatino"^^xsd:string,
        "oxaliplatinum"^^xsd:string ;
    oboInOwl:id "CHEBI:31941"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:31962 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:102769"^^xsd:string,
        "CAS:30525-89-4"^^xsd:string,
        "KEGG:C12942"^^xsd:string,
        "KEGG:D01494"^^xsd:string ;
    rdfs:label "paraformaldehyde macromolecule"^^xsd:string ;
    definition: "A macromolecule composed of repeating methyleneoxy units arising from polymerisation of formaldehyde."^^xsd:string ;
    rdfs:subClassOf CHEBI:53421,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:24127 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:33286 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50913 ] ;
    chebi:formula "(CH2O)n"^^xsd:string ;
    oboInOwl:hasExactSynonym "polyformaldehyde"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Paraform"^^xsd:string,
        "Paraformaldehyde"^^xsd:string,
        "Paraformic aldehyde"^^xsd:string,
        "Polyformaldehyde"^^xsd:string,
        "Polyoxymethylene"^^xsd:string,
        "Polyoxymethylene glycol"^^xsd:string ;
    oboInOwl:id "CHEBI:31962"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32032 a owl:Class ;
    oboInOwl:hasDbXref "CAS:299-27-4"^^xsd:string,
        "KEGG:D01298"^^xsd:string ;
    rdfs:label "Potassium gluconate"^^xsd:string ;
    rdfs:subClassOf CHEBI:78618 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H11KO7"^^xsd:string,
        "C6H11O7.K"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H12O7.K/c7-1-2(8)3(9)4(10)5(11)6(12)13;/h2-5,7-11H,1H2,(H,12,13);/q;+1/p-1/t2-,3-,4+,5-;/m1./s1"^^xsd:string ;
    chebi:inchikey "HLCFGWHYROZGBI-JJKGCWMISA-M"^^xsd:string ;
    chebi:mass "234.246"^^xsd:string ;
    chebi:monoisotopicmass "234.01418"^^xsd:string ;
    chebi:smiles "[O-]C(=O)[C@@H]([C@H]([C@H](O)[C@@H](CO)O)O)O.[K+]"^^xsd:string ;
    oboInOwl:hasExactSynonym "Potassium gluconate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:32032"^^xsd:string ;
    oboInOwl:inSubset chebi1:_STAR .

CHEBI:32035 a owl:Class ;
    oboInOwl:hasDbXref "CAS:1310-58-3"^^xsd:string,
        "Gmelin:100448"^^xsd:string,
        "KEGG:C12568"^^xsd:string,
        "KEGG:D01168"^^xsd:string ;
    rdfs:label "potassium hydroxide"^^xsd:string ;
    rdfs:subClassOf CHEBI:33978 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "HKO"^^xsd:string ;
    chebi:inchi "InChI=1S/K.H2O/h;1H2/q+1;/p-1"^^xsd:string ;
    chebi:inchikey "KWYUFKZDYYNOTN-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "56.10564"^^xsd:string ;
    chebi:monoisotopicmass "55.96645"^^xsd:string ;
    chebi:smiles "[OH-].[K+]"^^xsd:string ;
    oboInOwl:hasExactSynonym "Potassium hydroxide"^^xsd:string,
        "potassium hydroxide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Aetzkali"^^xsd:string,
        "caustic potash"^^xsd:string,
        "hydroxyde de potassium"^^xsd:string,
        "Kaliumhydroxid"^^xsd:string,
        "KOH"^^xsd:string,
        "potash lye"^^xsd:string,
        "potasse caustique"^^xsd:string ;
    oboInOwl:id "CHEBI:32035"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32139 a owl:Class ;
    oboInOwl:hasDbXref "CAS:144-55-8"^^xsd:string,
        "DrugBank:DB01390"^^xsd:string,
        "KEGG:C12603"^^xsd:string,
        "KEGG:D01203"^^xsd:string,
        "PPDB:2873"^^xsd:string,
        "Wikipedia:Sodium_Bicarbonate"^^xsd:string ;
    rdfs:label "sodium hydrogencarbonate"^^xsd:string ;
    rdfs:subClassOf CHEBI:38700,
        CHEBI:64708,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:17544 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:65265 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77965 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "CHNaO3"^^xsd:string,
        "CHO3.Na"^^xsd:string ;
    chebi:inchi "InChI=1S/CH2O3.Na/c2-1(3)4;/h(H2,2,3,4);/q;+1/p-1"^^xsd:string ;
    chebi:inchikey "UIIMBOGNXHQVGW-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "84.00660"^^xsd:string ;
    chebi:monoisotopicmass "83.98234"^^xsd:string ;
    chebi:smiles "[Na+].OC([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "Sodium hydrogencarbonate"^^xsd:string,
        "sodium hydrogencarbonate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "baking soda"^^xsd:string,
        "bicarbonate of soda"^^xsd:string,
        "carbonic acid monosodium salt"^^xsd:string,
        "E500"^^xsd:string,
        "E 500"^^xsd:string,
        "E-500"^^xsd:string,
        "NaHCO3"^^xsd:string,
        "Natriumhydrogenkarbonat"^^xsd:string,
        "sodium acid carbonate"^^xsd:string,
        "Sodium bicarbonate"^^xsd:string,
        "sodium hydrogen carbonate"^^xsd:string ;
    oboInOwl:id "CHEBI:32139"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32145 a owl:Class ;
    oboInOwl:hasDbXref "CAS:1310-73-2"^^xsd:string,
        "Gmelin:68430"^^xsd:string,
        "KEGG:C12569"^^xsd:string,
        "KEGG:D01169"^^xsd:string ;
    rdfs:label "sodium hydroxide"^^xsd:string ;
    rdfs:subClassOf CHEBI:33978 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "HNaO"^^xsd:string ;
    chebi:inchi "InChI=1S/Na.H2O/h;1H2/q+1;/p-1"^^xsd:string ;
    chebi:inchikey "HEMHJVSKTPXQMS-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "39.99711"^^xsd:string ;
    chebi:monoisotopicmass "39.99251"^^xsd:string ;
    chebi:smiles "[OH-].[Na+]"^^xsd:string ;
    oboInOwl:hasExactSynonym "Sodium hydroxide"^^xsd:string,
        "sodium hydroxide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Aetznatron"^^xsd:string,
        "caustic soda"^^xsd:string,
        "hydroxyde de sodium"^^xsd:string,
        "NaOH"^^xsd:string,
        "Natriumhydroxid"^^xsd:string,
        "soda lye"^^xsd:string,
        "sodium hydrate"^^xsd:string,
        "soude caustique"^^xsd:string ;
    oboInOwl:id "CHEBI:32145"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32184 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:8159145"^^xsd:string,
        "CAS:118292-40-3"^^xsd:string,
        "Drug_Central:2571"^^xsd:string,
        "DrugBank:DB00799"^^xsd:string,
        "HMDB:HMDB0014937"^^xsd:string,
        "KEGG:C12531"^^xsd:string,
        "KEGG:D01132"^^xsd:string,
        "Patent:EP284288"^^xsd:string,
        "Patent:US5089509"^^xsd:string,
        "Wikipedia:Tazarotene"^^xsd:string ;
    rdfs:label "tazarotene"^^xsd:string ;
    definition: "The ethyl ester of tazarotenic acid. A prodrug for tazarotenic acid, it is used for the treatment of  psoriasis, acne, and sun-damaged skin."^^xsd:string ;
    rdfs:subClassOf CHEBI:23990,
        CHEBI:26421,
        CHEBI:26537,
        CHEBI:50747,
        CHEBI:73474,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:73129 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50176 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50266 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50905 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C21H21NO2S"^^xsd:string ;
    chebi:inchi "InChI=1S/C21H21NO2S/c1-4-24-20(23)16-7-9-17(22-14-16)8-5-15-6-10-19-18(13-15)21(2,3)11-12-25-19/h6-7,9-10,13-14H,4,11-12H2,1-3H3"^^xsd:string ;
    chebi:inchikey "OGQICQVSFDPSEI-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "351.46200"^^xsd:string ;
    chebi:monoisotopicmass "351.12930"^^xsd:string ;
    chebi:smiles "CCOC(=O)c1ccc(nc1)C#Cc1ccc2SCCC(C)(C)c2c1"^^xsd:string ;
    oboInOwl:hasExactSynonym "ethyl 6-[(4,4-dimethyl-3,4-dihydro-2H-thiochromen-6-yl)ethynyl]nicotinate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Avage"^^xsd:string,
        "tazarotene"^^xsd:string,
        "tazaroteno"^^xsd:string,
        "tazarotenum"^^xsd:string,
        "Tazorac"^^xsd:string,
        "Zorac"^^xsd:string ;
    oboInOwl:id "CHEBI:32184"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32260 a owl:Class ;
    oboInOwl:hasDbXref "CAS:13647-35-3"^^xsd:string,
        "Drug_Central:2746"^^xsd:string,
        "DrugBank:DB01108"^^xsd:string,
        "KEGG:D01180"^^xsd:string,
        "Patent:US3296255"^^xsd:string,
        "VSDB:1891"^^xsd:string,
        "Wikipedia:Trilostane"^^xsd:string ;
    rdfs:label "trilostane"^^xsd:string ;
    definition: "An epoxy steroid that is 3,17beta-dihydroxy-5alpha-androst-2-ene-2-carbonitrile in which the oxygen of the epoxy group is joined to the 4alpha and 5 alpha positions."^^xsd:string ;
    rdfs:subClassOf CHEBI:18379,
        CHEBI:35343,
        CHEBI:36834,
        CHEBI:50402,
        CHEBI:145217,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35610 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50691 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50788 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C20H27NO3"^^xsd:string ;
    chebi:inchi "InChI=1S/C20H27NO3/c1-18-7-6-14-12(13(18)3-4-15(18)22)5-8-20-17(24-20)16(23)11(10-21)9-19(14,20)2/h12-15,17,22-23H,3-9H2,1-2H3/t12-,13-,14-,15-,17+,18-,19+,20+/m0/s1"^^xsd:string ;
    chebi:inchikey "KVJXBPDAXMEYOA-CXANFOAXSA-N"^^xsd:string ;
    chebi:mass "329.43332"^^xsd:string ;
    chebi:monoisotopicmass "329.19909"^^xsd:string ;
    chebi:smiles "[H][C@@]12CC[C@@]34O[C@@H]3C(O)=C(C[C@]4(C)[C@@]1([H])CC[C@]1(C)[C@@H](O)CC[C@@]21[H])C#N"^^xsd:string ;
    oboInOwl:hasExactSynonym "3,17beta-dihydroxy-4alpha,5-epoxy-5alpha-androst-2-ene-2-carbonitrile"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "trilostane"^^xsd:string,
        "trilostano"^^xsd:string,
        "trilostanum"^^xsd:string ;
    oboInOwl:id "CHEBI:32260"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32362 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:3903940"^^xsd:string,
        "CAS:7563-37-3"^^xsd:string,
        "Gmelin:327115"^^xsd:string,
        "MetaCyc:CPD-7619"^^xsd:string,
        "PMID:16141384"^^xsd:string,
        "Reaxys:3903940"^^xsd:string ;
    rdfs:label "heptanoate"^^xsd:string ;
    definition: "A medium-chain fatty acid anion that is the conjugate base of heptanoic acid; shown in myocardial ischaemia/reperfusion studies to increase levels of C4 Kreb's cycle intermediates."^^xsd:string ;
    rdfs:subClassOf CHEBI:58954,
        CHEBI:59558,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:45571 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C7H13O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C7H14O2/c1-2-3-4-5-6-7(8)9/h2-6H2,1H3,(H,8,9)/p-1"^^xsd:string ;
    chebi:inchikey "MNWFXJYAOYHMED-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "129.17692"^^xsd:string ;
    chebi:monoisotopicmass "129.09210"^^xsd:string ;
    chebi:smiles "CCCCCCC([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "heptanoate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-hexanecarboxylate"^^xsd:string,
        "(7:0)"^^xsd:string,
        "CH3-[CH2]5-COO(-)"^^xsd:string,
        "enanthate"^^xsd:string,
        "enanthylate"^^xsd:string,
        "heptanoic acid, ion(1-)"^^xsd:string,
        "heptoate"^^xsd:string,
        "heptylate"^^xsd:string,
        "n-heptanoate"^^xsd:string,
        "n-heptoate"^^xsd:string,
        "n-heptylate"^^xsd:string,
        "oenanthate"^^xsd:string,
        "oenanthylate"^^xsd:string ;
    oboInOwl:id "CHEBI:32362"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32387 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:377245"^^xsd:string ;
    rdfs:label "alpha-linolenate"^^xsd:string ;
    definition: "A linolenate that is the conjugate base of alpha-linolenic acid, arising from deprotonation of the carboxylic acid group."^^xsd:string ;
    rdfs:subClassOf CHEBI:133790,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:27432 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C18H29O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C18H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h3-4,6-7,9-10H,2,5,8,11-17H2,1H3,(H,19,20)/p-1/b4-3-,7-6-,10-9-"^^xsd:string ;
    chebi:inchikey "DTOSIQBPPRVQHS-PDBXOOCHSA-M"^^xsd:string ;
    chebi:mass "277.42166"^^xsd:string ;
    chebi:monoisotopicmass "277.21730"^^xsd:string ;
    chebi:smiles "CC\\C=C/C\\C=C/C\\C=C/CCCCCCCC([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(9Z,12Z,15Z)-octadeca-9,12,15-trienoate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(9,12,15)-linolenate"^^xsd:string,
        "(9Z,12Z,15Z)-octadecatrienoate"^^xsd:string,
        "all-cis--9,12,15-octadecatrienoate"^^xsd:string,
        "cis,cis,cis-9,12,15-octadecatrienoate"^^xsd:string,
        "linolenate"^^xsd:string ;
    oboInOwl:id "CHEBI:32387"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32395 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:5439048"^^xsd:string,
        "Gmelin:419207"^^xsd:string,
        "MetaCyc:ARACHIDONIC_ACID"^^xsd:string,
        "PMID:18772128"^^xsd:string ;
    rdfs:label "arachidonate"^^xsd:string ;
    definition: "A long-chain fatty acid anion resulting from the removal of a proton from the carboxy group of arachidonic acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:62920,
        CHEBI:62937,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:146291 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:15843 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C20H31O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C20H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h6-7,9-10,12-13,15-16H,2-5,8,11,14,17-19H2,1H3,(H,21,22)/p-1/b7-6-,10-9-,13-12-,16-15-"^^xsd:string ;
    chebi:inchikey "YZXBAPSDXZZRGB-DOFZRALJSA-M"^^xsd:string ;
    chebi:mass "303.45894"^^xsd:string ;
    chebi:monoisotopicmass "303.23295"^^xsd:string ;
    chebi:smiles "CCCCC\\C=C/C\\C=C/C\\C=C/C\\C=C/CCCC([O-])=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:13852"^^xsd:string,
        "CHEBI:22607"^^xsd:string ;
    oboInOwl:hasExactSynonym "(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(5Z,8Z,11Z,14Z)-eicosatetraenoate"^^xsd:string,
        "(20:4n6)"^^xsd:string ;
    oboInOwl:id "CHEBI:32395"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32431 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:4126899"^^xsd:string,
        "Gmelin:324350"^^xsd:string ;
    rdfs:label "L-alaninate"^^xsd:string ;
    definition: "The L-enantiomer of alaninate."^^xsd:string ;
    rdfs:subClassOf CHEBI:32439,
        CHEBI:59814,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:16977 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:32435 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78675 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C3H6NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C3H7NO2/c1-2(4)3(5)6/h2H,4H2,1H3,(H,5,6)/p-1/t2-/m0/s1"^^xsd:string ;
    chebi:inchikey "QNAYBMKLOCPYGJ-REOHCLBHSA-M"^^xsd:string ;
    chebi:mass "88.08528"^^xsd:string ;
    chebi:monoisotopicmass "88.04040"^^xsd:string ;
    chebi:smiles "C[C@H](N)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "L-alaninate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2S)-2-aminopropanoate"^^xsd:string,
        "L-alanine anion"^^xsd:string ;
    oboInOwl:id "CHEBI:32431"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32432 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:362664"^^xsd:string ;
    rdfs:label "L-alaninium"^^xsd:string ;
    definition: "The L-enantiomer of alaninium."^^xsd:string ;
    rdfs:subClassOf CHEBI:32440,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:16977 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:32436 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78675 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C3H8NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C3H7NO2/c1-2(4)3(5)6/h2H,4H2,1H3,(H,5,6)/p+1/t2-/m0/s1"^^xsd:string ;
    chebi:inchikey "QNAYBMKLOCPYGJ-REOHCLBHSA-O"^^xsd:string ;
    chebi:mass "90.10116"^^xsd:string ;
    chebi:monoisotopicmass "90.05495"^^xsd:string ;
    chebi:smiles "C[C@H]([NH3+])C(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "L-alaninium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(1S)-1-carboxyethanaminium"^^xsd:string,
        "L-alanine cation"^^xsd:string ;
    oboInOwl:id "CHEBI:32432"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32435 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:4781244"^^xsd:string,
        "Gmelin:745914"^^xsd:string ;
    rdfs:label "D-alaninate"^^xsd:string ;
    definition: "The D-enantiomer of alaninate."^^xsd:string ;
    rdfs:subClassOf CHEBI:32439,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:15570 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:32431 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C3H6NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C3H7NO2/c1-2(4)3(5)6/h2H,4H2,1H3,(H,5,6)/p-1/t2-/m1/s1"^^xsd:string ;
    chebi:inchikey "QNAYBMKLOCPYGJ-UWTATZPHSA-M"^^xsd:string ;
    chebi:mass "88.08528"^^xsd:string ;
    chebi:monoisotopicmass "88.04040"^^xsd:string ;
    chebi:smiles "C[C@@H](N)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "D-alaninate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2R)-2-aminopropanoate"^^xsd:string,
        "D-alanine anion"^^xsd:string ;
    oboInOwl:id "CHEBI:32435"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32436 a owl:Class ;
    rdfs:label "D-alaninium"^^xsd:string ;
    definition: "An alaninium that is the conjugate acid of D-alanine."^^xsd:string ;
    rdfs:subClassOf CHEBI:32440,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:15570 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:32432 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C3H8NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C3H7NO2/c1-2(4)3(5)6/h2H,4H2,1H3,(H,5,6)/p+1/t2-/m1/s1"^^xsd:string ;
    chebi:inchikey "QNAYBMKLOCPYGJ-UWTATZPHSA-O"^^xsd:string ;
    chebi:mass "90.10116"^^xsd:string ;
    chebi:monoisotopicmass "90.05495"^^xsd:string ;
    chebi:smiles "C[C@@H]([NH3+])C(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "D-alaninium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(1R)-1-carboxyethanaminium"^^xsd:string,
        "D-alanine cation"^^xsd:string ;
    oboInOwl:id "CHEBI:32436"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32439 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:3903719"^^xsd:string,
        "Gmelin:101040"^^xsd:string ;
    rdfs:label "alaninate"^^xsd:string ;
    definition: "An alpha-amino-acid anion that is the conjugate base of alanine, arising from deprotonation of the carboxy group."^^xsd:string ;
    rdfs:subClassOf CHEBI:33558,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:16449 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:25212 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C3H6NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C3H7NO2/c1-2(4)3(5)6/h2H,4H2,1H3,(H,5,6)/p-1"^^xsd:string ;
    chebi:inchikey "QNAYBMKLOCPYGJ-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "88.08528"^^xsd:string ;
    chebi:monoisotopicmass "88.04040"^^xsd:string ;
    chebi:smiles "CC(N)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-aminopropanoate"^^xsd:string,
        "alaninate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "alanine anion"^^xsd:string ;
    oboInOwl:id "CHEBI:32439"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32440 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:362663"^^xsd:string ;
    rdfs:label "alaninium"^^xsd:string ;
    definition: "An alpha-amino-acid cation that is the conjugate acid of alanine."^^xsd:string ;
    rdfs:subClassOf CHEBI:33719,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:16449 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:25212 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C3H8NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C3H7NO2/c1-2(4)3(5)6/h2H,4H2,1H3,(H,5,6)/p+1"^^xsd:string ;
    chebi:inchikey "QNAYBMKLOCPYGJ-UHFFFAOYSA-O"^^xsd:string ;
    chebi:mass "90.10116"^^xsd:string ;
    chebi:monoisotopicmass "90.05495"^^xsd:string ;
    chebi:smiles "CC([NH3+])C(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "1-carboxyethanaminium"^^xsd:string,
        "alaninium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "alanine cation"^^xsd:string ;
    oboInOwl:id "CHEBI:32440"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32442 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:4128886"^^xsd:string,
        "Gmelin:325857"^^xsd:string,
        "Reaxys:4128886"^^xsd:string ;
    rdfs:label "L-cysteinate(1-)"^^xsd:string ;
    definition: "The L-enantiomer of cysteinate(1-)."^^xsd:string ;
    rdfs:subClassOf CHEBI:32456,
        CHEBI:59814,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:32443 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:17561 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:35235 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:32449 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78675 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C3H6NO2S"^^xsd:string ;
    chebi:inchi "InChI=1S/C3H7NO2S/c4-2(1-7)3(5)6/h2,7H,1,4H2,(H,5,6)/p-1/t2-/m0/s1"^^xsd:string ;
    chebi:inchikey "XUJNEKJLAYXESH-REOHCLBHSA-M"^^xsd:string ;
    chebi:mass "120.15128"^^xsd:string ;
    chebi:monoisotopicmass "120.01247"^^xsd:string ;
    chebi:smiles "N[C@@H](CS)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "hydrogen L-cysteinate"^^xsd:string,
        "L-cysteinate(1-)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2R)-2-amino-3-mercaptopropanoate"^^xsd:string,
        "(2R)-2-amino-3-sulfanylpropanoate"^^xsd:string,
        "L-cysteine anion"^^xsd:string,
        "L-cysteine monoanion"^^xsd:string ;
    oboInOwl:id "CHEBI:32442"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32443 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:5921923"^^xsd:string,
        "Gmelin:325856"^^xsd:string,
        "Reaxys:5921923"^^xsd:string ;
    rdfs:label "L-cysteinate(2-)"^^xsd:string ;
    definition: "The L-enantiomer of cysteinate(2-)."^^xsd:string ;
    rdfs:subClassOf CHEBI:32457,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:32442 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:32450 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78675 ] ;
    chebi:charge "-2"^^xsd:string ;
    chebi:formula "C3H5NO2S"^^xsd:string ;
    chebi:inchi "InChI=1S/C3H7NO2S/c4-2(1-7)3(5)6/h2,7H,1,4H2,(H,5,6)/p-2/t2-/m0/s1"^^xsd:string ;
    chebi:inchikey "XUJNEKJLAYXESH-REOHCLBHSA-L"^^xsd:string ;
    chebi:mass "119.14334"^^xsd:string ;
    chebi:monoisotopicmass "119.00520"^^xsd:string ;
    chebi:smiles "N[C@@H](C[S-])C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "L-cysteinate"^^xsd:string,
        "L-cysteinate(2-)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2R)-2-amino-3-sulfidopropanoate"^^xsd:string,
        "L-cysteine dianion"^^xsd:string ;
    oboInOwl:id "CHEBI:32443"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32445 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:325860"^^xsd:string ;
    rdfs:label "L-cysteinium"^^xsd:string ;
    definition: "The L-enantiomer of cysteinium."^^xsd:string ;
    rdfs:subClassOf CHEBI:32458,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:17561 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:35235 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:32451 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78675 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C3H8NO2S"^^xsd:string ;
    chebi:inchi "InChI=1S/C3H7NO2S/c4-2(1-7)3(5)6/h2,7H,1,4H2,(H,5,6)/p+1/t2-/m0/s1"^^xsd:string ;
    chebi:inchikey "XUJNEKJLAYXESH-REOHCLBHSA-O"^^xsd:string ;
    chebi:mass "122.16716"^^xsd:string ;
    chebi:monoisotopicmass "122.02703"^^xsd:string ;
    chebi:smiles "[NH3+][C@@H](CS)C(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "L-cysteinium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(1R)-1-carboxy-2-mercaptoethanaminium"^^xsd:string,
        "(1R)-1-carboxy-2-sulfanylethanaminium"^^xsd:string,
        "L-cysteine cation"^^xsd:string,
        "L-cysteinium(1+)"^^xsd:string ;
    oboInOwl:id "CHEBI:32445"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32449 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:1006156"^^xsd:string ;
    rdfs:label "D-cysteinate(1-)"^^xsd:string ;
    definition: "The D-enantiomer of cysteinate(1-)."^^xsd:string ;
    rdfs:subClassOf CHEBI:32456,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:32450 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:16375 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:35236 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:32442 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78675 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C3H6NO2S"^^xsd:string ;
    chebi:inchi "InChI=1S/C3H7NO2S/c4-2(1-7)3(5)6/h2,7H,1,4H2,(H,5,6)/p-1/t2-/m1/s1"^^xsd:string ;
    chebi:inchikey "XUJNEKJLAYXESH-UWTATZPHSA-M"^^xsd:string ;
    chebi:mass "120.15128"^^xsd:string ;
    chebi:monoisotopicmass "120.01247"^^xsd:string ;
    chebi:smiles "N[C@H](CS)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "D-cysteinate(1-)"^^xsd:string,
        "hydrogen D-cysteinate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2S)-2-amino-3-mercaptopropanoate"^^xsd:string,
        "(2S)-2-amino-3-sulfanylpropanoate"^^xsd:string,
        "D-cysteine monoanion"^^xsd:string ;
    oboInOwl:id "CHEBI:32449"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32450 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:1342792"^^xsd:string ;
    rdfs:label "D-cysteinate(2-)"^^xsd:string ;
    definition: "The D-enantiomer of cysteinate(2-)."^^xsd:string ;
    rdfs:subClassOf CHEBI:32457,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:32449 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:32443 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78675 ] ;
    chebi:charge "-2"^^xsd:string ;
    chebi:formula "C3H5NO2S"^^xsd:string ;
    chebi:inchi "InChI=1S/C3H7NO2S/c4-2(1-7)3(5)6/h2,7H,1,4H2,(H,5,6)/p-2/t2-/m1/s1"^^xsd:string ;
    chebi:inchikey "XUJNEKJLAYXESH-UWTATZPHSA-L"^^xsd:string ;
    chebi:mass "119.14334"^^xsd:string ;
    chebi:monoisotopicmass "119.00520"^^xsd:string ;
    chebi:smiles "N[C@H](C[S-])C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "D-cysteinate"^^xsd:string,
        "D-cysteinate(2-)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2S)-2-amino-3-sulfidopropanoate"^^xsd:string,
        "D-cysteine dianion"^^xsd:string ;
    oboInOwl:id "CHEBI:32450"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32451 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:363237"^^xsd:string ;
    rdfs:label "D-cysteinium"^^xsd:string ;
    definition: "The D-enantiomer of cysteinium."^^xsd:string ;
    rdfs:subClassOf CHEBI:32458,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:16375 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:35236 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:32445 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78675 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C3H8NO2S"^^xsd:string ;
    chebi:inchi "InChI=1S/C3H7NO2S/c4-2(1-7)3(5)6/h2,7H,1,4H2,(H,5,6)/p+1/t2-/m1/s1"^^xsd:string ;
    chebi:inchikey "XUJNEKJLAYXESH-UWTATZPHSA-O"^^xsd:string ;
    chebi:mass "122.16716"^^xsd:string ;
    chebi:monoisotopicmass "122.02703"^^xsd:string ;
    chebi:smiles "[NH3+][C@H](CS)C(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "D-cysteinium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(1S)-1-carboxy-2-mercaptoethanaminium"^^xsd:string,
        "(1S)-1-carboxy-2-sulfanylethanaminium"^^xsd:string,
        "D-cysteine cation"^^xsd:string ;
    oboInOwl:id "CHEBI:32451"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32456 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:4128885"^^xsd:string,
        "Gmelin:363235"^^xsd:string,
        "Reaxys:4128885"^^xsd:string ;
    rdfs:label "cysteinate(1-)"^^xsd:string ;
    definition: "A sulfur-containing amino-acid anion that is the conjugate base of cysteine, obtained by deprotonation of the carboxy group."^^xsd:string ;
    rdfs:subClassOf CHEBI:33558,
        CHEBI:63470,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:32457 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:15356 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:35237 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C3H6NO2S"^^xsd:string ;
    chebi:inchi "InChI=1S/C3H7NO2S/c4-2(1-7)3(5)6/h2,7H,1,4H2,(H,5,6)/p-1"^^xsd:string ;
    chebi:inchikey "XUJNEKJLAYXESH-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "120.15128"^^xsd:string ;
    chebi:monoisotopicmass "120.01247"^^xsd:string ;
    chebi:smiles "NC(CS)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "cysteinate(1-)"^^xsd:string,
        "hydrogen cysteinate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-amino-3-mercaptopropanoate"^^xsd:string,
        "2-amino-3-sulfanylpropanoate"^^xsd:string,
        "cys(-)"^^xsd:string,
        "cysteine monoanion"^^xsd:string ;
    oboInOwl:id "CHEBI:32456"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32457 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:49990"^^xsd:string ;
    rdfs:label "cysteinate(2-)"^^xsd:string ;
    rdfs:subClassOf CHEBI:33558,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:32456 ] ;
    chebi:charge "-2"^^xsd:string ;
    chebi:formula "C3H5NO2S"^^xsd:string ;
    chebi:inchi "InChI=1S/C3H7NO2S/c4-2(1-7)3(5)6/h2,7H,1,4H2,(H,5,6)/p-2"^^xsd:string ;
    chebi:inchikey "XUJNEKJLAYXESH-UHFFFAOYSA-L"^^xsd:string ;
    chebi:mass "119.14334"^^xsd:string ;
    chebi:monoisotopicmass "119.00520"^^xsd:string ;
    chebi:smiles "NC(C[S-])C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "cysteinate"^^xsd:string,
        "cysteinate(2-)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-amino-3-sulfidopropanoate"^^xsd:string,
        "cysteine dianion"^^xsd:string ;
    oboInOwl:id "CHEBI:32457"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32458 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:325859"^^xsd:string ;
    rdfs:label "cysteinium"^^xsd:string ;
    rdfs:subClassOf CHEBI:33719,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:15356 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:35237 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C3H8NO2S"^^xsd:string ;
    chebi:inchi "InChI=1S/C3H7NO2S/c4-2(1-7)3(5)6/h2,7H,1,4H2,(H,5,6)/p+1"^^xsd:string ;
    chebi:inchikey "XUJNEKJLAYXESH-UHFFFAOYSA-O"^^xsd:string ;
    chebi:mass "122.16716"^^xsd:string ;
    chebi:monoisotopicmass "122.02703"^^xsd:string ;
    chebi:smiles "[NH3+]C(CS)C(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "1-carboxy-2-sulfanylethanaminium"^^xsd:string,
        "cysteinium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-carboxy-2-mercaptoethanaminium"^^xsd:string,
        "cysteine cation"^^xsd:string,
        "H2cys(+)"^^xsd:string ;
    oboInOwl:id "CHEBI:32458"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32486 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:4136718"^^xsd:string,
        "Gmelin:329084"^^xsd:string,
        "PMID:21956539"^^xsd:string,
        "Reaxys:4136718"^^xsd:string ;
    rdfs:label "L-phenylalaninate"^^xsd:string ;
    definition: "An optically active form of phenylalaninate having L-configuration."^^xsd:string ;
    rdfs:subClassOf CHEBI:32504,
        CHEBI:59814,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:17295 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:32494 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C9H10NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C9H11NO2/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-5,8H,6,10H2,(H,11,12)/p-1/t8-/m0/s1"^^xsd:string ;
    chebi:inchikey "COLNVLDHVKWLRT-QMMMGPOBSA-M"^^xsd:string ;
    chebi:mass "164.18120"^^xsd:string ;
    chebi:monoisotopicmass "164.07170"^^xsd:string ;
    chebi:smiles "N[C@@H](Cc1ccccc1)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "L-phenylalaninate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2S)-2-amino-3-phenylpropanoate"^^xsd:string,
        "L-phenylalanine anion"^^xsd:string ;
    oboInOwl:id "CHEBI:32486"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32487 a owl:Class ;
    oboInOwl:hasDbXref "PMID:21956539"^^xsd:string ;
    rdfs:label "L-phenylalaninium"^^xsd:string ;
    definition: "An optically active form of phenylalaninium having L-configuration."^^xsd:string ;
    rdfs:subClassOf CHEBI:32505,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:17295 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:32495 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C9H12NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C9H11NO2/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-5,8H,6,10H2,(H,11,12)/p+1/t8-/m0/s1"^^xsd:string ;
    chebi:inchikey "COLNVLDHVKWLRT-QMMMGPOBSA-O"^^xsd:string ;
    chebi:mass "166.19710"^^xsd:string ;
    chebi:monoisotopicmass "166.08626"^^xsd:string ;
    chebi:smiles "[NH3+][C@@H](Cc1ccccc1)C(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "L-phenylalaninium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(1S)-1-carboxy-2-phenylethanaminium"^^xsd:string,
        "L-phenylalanine cation"^^xsd:string ;
    oboInOwl:id "CHEBI:32487"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32494 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:5740552"^^xsd:string,
        "Gmelin:746993"^^xsd:string ;
    rdfs:label "D-phenylalaninate"^^xsd:string ;
    definition: "The D-enantiomer of phenylalaninate."^^xsd:string ;
    rdfs:subClassOf CHEBI:32504,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:16998 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:32486 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C9H10NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C9H11NO2/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-5,8H,6,10H2,(H,11,12)/p-1/t8-/m1/s1"^^xsd:string ;
    chebi:inchikey "COLNVLDHVKWLRT-MRVPVSSYSA-M"^^xsd:string ;
    chebi:mass "164.18120"^^xsd:string ;
    chebi:monoisotopicmass "164.07170"^^xsd:string ;
    chebi:smiles "N[C@H](Cc1ccccc1)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "D-phenylalaninate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2R)-2-amino-3-phenylpropanoate"^^xsd:string,
        "D-phenylalanine anion"^^xsd:string ;
    oboInOwl:id "CHEBI:32494"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32495 a owl:Class ;
    rdfs:label "D-phenylalaninium"^^xsd:string ;
    definition: "An optically active form of phenylalaninium having D-configuration."^^xsd:string ;
    rdfs:subClassOf CHEBI:32505,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:16998 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:32487 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C9H12NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C9H11NO2/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-5,8H,6,10H2,(H,11,12)/p+1/t8-/m1/s1"^^xsd:string ;
    chebi:inchikey "COLNVLDHVKWLRT-MRVPVSSYSA-O"^^xsd:string ;
    chebi:mass "166.19710"^^xsd:string ;
    chebi:monoisotopicmass "166.08626"^^xsd:string ;
    chebi:smiles "[NH3+][C@H](Cc1ccccc1)C(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "D-phenylalaninium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(1R)-1-carboxy-2-phenylethanaminium"^^xsd:string,
        "D-phenylalanine cation"^^xsd:string ;
    oboInOwl:id "CHEBI:32495"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32504 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:329083"^^xsd:string ;
    rdfs:label "phenylalaninate"^^xsd:string ;
    definition: "An aromatic amino-acid anion that is the conjugate base of phenylalanine, arising from deprotonation of the carboxy group."^^xsd:string ;
    rdfs:subClassOf CHEBI:33558,
        CHEBI:63473,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:28044 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C9H10NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C9H11NO2/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-5,8H,6,10H2,(H,11,12)/p-1"^^xsd:string ;
    chebi:inchikey "COLNVLDHVKWLRT-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "164.18120"^^xsd:string ;
    chebi:monoisotopicmass "164.07170"^^xsd:string ;
    chebi:smiles "NC(Cc1ccccc1)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "phenylalaninate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-amino-3-phenylpropanoate"^^xsd:string,
        "phenylalanine anion"^^xsd:string ;
    oboInOwl:id "CHEBI:32504"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32505 a owl:Class ;
    rdfs:label "phenylalaninium"^^xsd:string ;
    definition: "An alpha-amino-acid cation that is the conjugate acid of phenylalanine, arising from protonation of the amino group."^^xsd:string ;
    rdfs:subClassOf CHEBI:33719,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:28044 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C9H12NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C9H11NO2/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-5,8H,6,10H2,(H,11,12)/p+1"^^xsd:string ;
    chebi:inchikey "COLNVLDHVKWLRT-UHFFFAOYSA-O"^^xsd:string ;
    chebi:mass "166.19710"^^xsd:string ;
    chebi:monoisotopicmass "166.08626"^^xsd:string ;
    chebi:smiles "[NH3+]C(Cc1ccccc1)C(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "phenylalaninium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-carboxy-2-phenylethanaminium"^^xsd:string,
        "phenylalanine cation"^^xsd:string ;
    oboInOwl:id "CHEBI:32505"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32507 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:323509"^^xsd:string ;
    rdfs:label "glycinium"^^xsd:string ;
    definition: "An alpha-amino-acid cation that is the conjugate acid of glycine, arising from protonation of the amino."^^xsd:string ;
    rdfs:subClassOf CHEBI:33719,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:15428 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78675 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C2H6NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C2H5NO2/c3-1-2(4)5/h1,3H2,(H,4,5)/p+1"^^xsd:string ;
    chebi:inchikey "DHMQDGOQFOQNFH-UHFFFAOYSA-O"^^xsd:string ;
    chebi:mass "76.07458"^^xsd:string ;
    chebi:monoisotopicmass "76.03930"^^xsd:string ;
    chebi:smiles "[NH3+]CC(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "glycinium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "carboxymethanaminium"^^xsd:string,
        "glycine cation"^^xsd:string,
        "H2gly(+)"^^xsd:string,
        "NH3(+)-CH2-COOH"^^xsd:string ;
    oboInOwl:id "CHEBI:32507"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32508 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1852023"^^xsd:string,
        "Gmelin:81890"^^xsd:string,
        "Reaxys:1852023"^^xsd:string,
        "UM-BBD_compID:c0559"^^xsd:string ;
    rdfs:label "glycinate"^^xsd:string ;
    definition: "An alpha-amino-acid anion that is the conjugate base of glycine, arising from deprotonation of the carboxy group."^^xsd:string ;
    rdfs:subClassOf CHEBI:33558,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:15428 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78675 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C2H4NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C2H5NO2/c3-1-2(4)5/h1,3H2,(H,4,5)/p-1"^^xsd:string ;
    chebi:inchikey "DHMQDGOQFOQNFH-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "74.05870"^^xsd:string ;
    chebi:monoisotopicmass "74.02475"^^xsd:string ;
    chebi:smiles "NCC([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "glycinate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "aminoacetate"^^xsd:string,
        "gly(-)"^^xsd:string,
        "glycine anion"^^xsd:string,
        "H2N-CH2-COO(-)"^^xsd:string ;
    oboInOwl:id "CHEBI:32508"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32510 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:5434027"^^xsd:string,
        "Gmelin:328379"^^xsd:string,
        "Reaxys:5434027"^^xsd:string ;
    rdfs:label "L-histidinate(1-)"^^xsd:string ;
    definition: "The L-enantiomer of histidinate(1-),"^^xsd:string ;
    rdfs:subClassOf CHEBI:32529,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:32511 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:15971 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:32523 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C6H8N3O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H9N3O2/c7-5(6(10)11)1-4-2-8-3-9-4/h2-3,5H,1,7H2,(H,8,9)(H,10,11)/p-1/t5-/m0/s1"^^xsd:string ;
    chebi:inchikey "HNDVDQJCIGZPNO-YFKPBYRVSA-M"^^xsd:string ;
    chebi:mass "154.14660"^^xsd:string ;
    chebi:monoisotopicmass "154.06220"^^xsd:string ;
    chebi:smiles "N[C@@H](Cc1c[nH]cn1)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "hydrogen L-histidinate"^^xsd:string,
        "L-histidinate(1-)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2S)-2-amino-3-(1H-imidazol-4-yl)propanoate"^^xsd:string,
        "L-histidine anion"^^xsd:string,
        "L-histidine monoanion"^^xsd:string ;
    oboInOwl:id "CHEBI:32510"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32511 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:5436298"^^xsd:string,
        "Gmelin:364419"^^xsd:string,
        "Reaxys:5436298"^^xsd:string ;
    rdfs:label "L-histidinate(2-)"^^xsd:string ;
    definition: "The L-enantiomer of histidinate(2-)."^^xsd:string ;
    rdfs:subClassOf CHEBI:32530,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:32510 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:32524 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ] ;
    chebi:charge "-2"^^xsd:string ;
    chebi:formula "C6H7N3O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H9N3O2/c7-5(6(10)11)1-4-2-8-3-9-4/h2-3,5H,1,7H2,(H2,8,9,10,11)/p-2/t5-/m0/s1"^^xsd:string ;
    chebi:inchikey "TWRZMXZXJKNOLO-YFKPBYRVSA-L"^^xsd:string ;
    chebi:mass "153.13880"^^xsd:string ;
    chebi:monoisotopicmass "153.05492"^^xsd:string ;
    chebi:smiles "N[C@@H](Cc1c[n-]cn1)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "L-histidinate"^^xsd:string,
        "L-histidinate(2-)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2S)-2-amino-3-imidazol-1-id-4-ylpropanoate"^^xsd:string,
        "L-histidine dianion"^^xsd:string ;
    oboInOwl:id "CHEBI:32511"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32512 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:1151903"^^xsd:string ;
    rdfs:label "L-histidinium(2+)"^^xsd:string ;
    definition: "The L-enantiomer of histidinium(2+)."^^xsd:string ;
    rdfs:subClassOf CHEBI:32532,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:32513 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:32527 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ] ;
    chebi:charge "+2"^^xsd:string ;
    chebi:formula "C6H11N3O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H9N3O2/c7-5(6(10)11)1-4-2-8-3-9-4/h2-3,5H,1,7H2,(H,8,9)(H,10,11)/p+2/t5-/m0/s1"^^xsd:string ;
    chebi:inchikey "HNDVDQJCIGZPNO-YFKPBYRVSA-P"^^xsd:string ;
    chebi:mass "157.17056"^^xsd:string ;
    chebi:monoisotopicmass "157.08403"^^xsd:string ;
    chebi:smiles "[NH3+][C@@H](Cc1c[nH]c[nH+]1)C(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "L-histidinediium"^^xsd:string,
        "L-histidinium(2+)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "4-[(2S)-2-ammonio-2-carboxyethyl]-1H-imidazol-3-ium"^^xsd:string,
        "L-histidine dication"^^xsd:string ;
    oboInOwl:id "CHEBI:32512"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32513 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:1245285"^^xsd:string ;
    rdfs:label "L-histidinium(1+)"^^xsd:string ;
    definition: "The L-enantiomer of histidinium(1+)."^^xsd:string ;
    rdfs:subClassOf CHEBI:32531,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:15971 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:32512 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:32526 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C6H10N3O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H9N3O2/c7-5(6(10)11)1-4-2-8-3-9-4/h2-3,5H,1,7H2,(H,8,9)(H,10,11)/p+1/t5-/m0/s1"^^xsd:string ;
    chebi:inchikey "HNDVDQJCIGZPNO-YFKPBYRVSA-O"^^xsd:string ;
    chebi:mass "156.16262"^^xsd:string ;
    chebi:monoisotopicmass "156.07675"^^xsd:string ;
    chebi:smiles "[NH3+][C@@H](Cc1c[nH]c[nH+]1)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "L-histidinium"^^xsd:string,
        "L-histidinium(1+)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2S)-2-ammonio-3-(1H-imidazol-3-ium-4-yl)propanoate"^^xsd:string,
        "L-histidine monocation"^^xsd:string ;
    oboInOwl:id "CHEBI:32513"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32523 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:7251557"^^xsd:string,
        "Gmelin:774476"^^xsd:string ;
    rdfs:label "D-histidinate(1-)"^^xsd:string ;
    definition: "The D-enantiomer of histidinate(1-)."^^xsd:string ;
    rdfs:subClassOf CHEBI:32529,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:32524 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:27947 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:32510 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C6H8N3O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H9N3O2/c7-5(6(10)11)1-4-2-8-3-9-4/h2-3,5H,1,7H2,(H,8,9)(H,10,11)/p-1/t5-/m1/s1"^^xsd:string ;
    chebi:inchikey "HNDVDQJCIGZPNO-RXMQYKEDSA-M"^^xsd:string ;
    chebi:mass "154.14660"^^xsd:string ;
    chebi:monoisotopicmass "154.06220"^^xsd:string ;
    chebi:smiles "N[C@H](Cc1c[nH]cn1)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "D-histidinate(1-)"^^xsd:string,
        "hydrogen D-histidinate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2R)-2-amino-3-(1H-imidazol-4-yl)propanoate"^^xsd:string,
        "D-histidine monoanion"^^xsd:string ;
    oboInOwl:id "CHEBI:32523"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32524 a owl:Class ;
    rdfs:label "D-histidinate(2-)"^^xsd:string ;
    definition: "The D-enantiomer of histidinate(2-)."^^xsd:string ;
    rdfs:subClassOf CHEBI:32530,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:32523 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:32511 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ] ;
    chebi:charge "-2"^^xsd:string ;
    chebi:formula "C6H7N3O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H9N3O2/c7-5(6(10)11)1-4-2-8-3-9-4/h2-3,5H,1,7H2,(H2,8,9,10,11)/p-2/t5-/m1/s1"^^xsd:string ;
    chebi:inchikey "TWRZMXZXJKNOLO-RXMQYKEDSA-L"^^xsd:string ;
    chebi:mass "153.13880"^^xsd:string ;
    chebi:monoisotopicmass "153.05492"^^xsd:string ;
    chebi:smiles "N[C@H](Cc1c[n-]cn1)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "D-histidinate(2-)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2R)-2-amino-3-imidazol-1-id-4-ylpropanoate"^^xsd:string,
        "D-histidine dianion"^^xsd:string ;
    oboInOwl:id "CHEBI:32524"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32526 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:279474"^^xsd:string ;
    rdfs:label "D-histidinium(1+)"^^xsd:string ;
    definition: "The D-enantiomer of histidinium(1+)."^^xsd:string ;
    rdfs:subClassOf CHEBI:32531,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:27947 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:32527 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:32513 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C6H10N3O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H9N3O2/c7-5(6(10)11)1-4-2-8-3-9-4/h2-3,5H,1,7H2,(H,8,9)(H,10,11)/p+1/t5-/m1/s1"^^xsd:string ;
    chebi:inchikey "HNDVDQJCIGZPNO-RXMQYKEDSA-O"^^xsd:string ;
    chebi:mass "156.16262"^^xsd:string ;
    chebi:monoisotopicmass "156.07675"^^xsd:string ;
    chebi:smiles "[NH3+][C@H](Cc1c[nH]c[nH+]1)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "D-histidinium"^^xsd:string,
        "D-histidinium(1+)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2R)-2-ammonio-3-(1H-imidazol-3-ium-4-yl)propanoate"^^xsd:string,
        "D-histidine monocation"^^xsd:string ;
    oboInOwl:id "CHEBI:32526"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32527 a owl:Class ;
    rdfs:label "D-histidinium(2+)"^^xsd:string ;
    definition: "The D-enantiomer of histidinium(2+)."^^xsd:string ;
    rdfs:subClassOf CHEBI:32532,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:32526 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:32512 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ] ;
    chebi:charge "+2"^^xsd:string ;
    chebi:formula "C6H11N3O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H9N3O2/c7-5(6(10)11)1-4-2-8-3-9-4/h2-3,5H,1,7H2,(H,8,9)(H,10,11)/p+2/t5-/m1/s1"^^xsd:string ;
    chebi:inchikey "HNDVDQJCIGZPNO-RXMQYKEDSA-P"^^xsd:string ;
    chebi:mass "157.17056"^^xsd:string ;
    chebi:monoisotopicmass "157.08403"^^xsd:string ;
    chebi:smiles "[NH3+][C@H](Cc1c[nH]c[nH+]1)C(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "D-histidinediium"^^xsd:string,
        "D-histidinium(2+)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "4-[(2R)-2-ammonio-2-carboxyethyl]-1H-imidazol-3-ium"^^xsd:string,
        "D-histidine dication"^^xsd:string ;
    oboInOwl:id "CHEBI:32527"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32529 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:3959092"^^xsd:string,
        "Gmelin:364417"^^xsd:string ;
    rdfs:label "histidinate(1-)"^^xsd:string ;
    rdfs:subClassOf CHEBI:33558,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:32530 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:27570 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C6H8N3O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H9N3O2/c7-5(6(10)11)1-4-2-8-3-9-4/h2-3,5H,1,7H2,(H,8,9)(H,10,11)/p-1"^^xsd:string ;
    chebi:inchikey "HNDVDQJCIGZPNO-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "154.14660"^^xsd:string ;
    chebi:monoisotopicmass "154.06220"^^xsd:string ;
    chebi:smiles "NC(Cc1c[nH]cn1)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "histidinate(1-)"^^xsd:string,
        "hydrogen histidinate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-amino-3-(1H-imidazol-4-yl)propanoate"^^xsd:string,
        "histidine anion"^^xsd:string ;
    oboInOwl:id "CHEBI:32529"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32530 a owl:Class ;
    rdfs:label "histidinate(2-)"^^xsd:string ;
    rdfs:subClassOf CHEBI:33558,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:32529 ] ;
    chebi:charge "-2"^^xsd:string ;
    chebi:formula "C6H7N3O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H9N3O2/c7-5(6(10)11)1-4-2-8-3-9-4/h2-3,5H,1,7H2,(H2,8,9,10,11)/p-2"^^xsd:string ;
    chebi:inchikey "TWRZMXZXJKNOLO-UHFFFAOYSA-L"^^xsd:string ;
    chebi:mass "153.13880"^^xsd:string ;
    chebi:monoisotopicmass "153.05492"^^xsd:string ;
    chebi:smiles "NC(Cc1c[n-]cn1)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "histidinate"^^xsd:string,
        "histidinate(2-)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-amino-3-imidazol-1-id-4-ylpropanoate"^^xsd:string,
        "histidine dianion"^^xsd:string ;
    oboInOwl:id "CHEBI:32530"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32531 a owl:Class ;
    rdfs:label "histidinium(1+)"^^xsd:string ;
    rdfs:subClassOf CHEBI:33719,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:27570 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:32532 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C6H10N3O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H9N3O2/c7-5(6(10)11)1-4-2-8-3-9-4/h2-3,5H,1,7H2,(H,8,9)(H,10,11)/p+1"^^xsd:string ;
    chebi:inchikey "HNDVDQJCIGZPNO-UHFFFAOYSA-O"^^xsd:string ;
    chebi:mass "156.16262"^^xsd:string ;
    chebi:monoisotopicmass "156.07675"^^xsd:string ;
    chebi:smiles "[NH3+]C(Cc1c[nH]c[nH+]1)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "histidinium"^^xsd:string,
        "histidinium(1+)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-ammonio-3-(1H-imidazol-3-ium-4-yl)propanoate"^^xsd:string,
        "histidine monocation"^^xsd:string ;
    oboInOwl:id "CHEBI:32531"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32532 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:1151904"^^xsd:string ;
    rdfs:label "histidinium(2+)"^^xsd:string ;
    rdfs:subClassOf CHEBI:33719,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:32531 ] ;
    chebi:charge "+2"^^xsd:string ;
    chebi:formula "C6H11N3O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H9N3O2/c7-5(6(10)11)1-4-2-8-3-9-4/h2-3,5H,1,7H2,(H,8,9)(H,10,11)/p+2"^^xsd:string ;
    chebi:inchikey "HNDVDQJCIGZPNO-UHFFFAOYSA-P"^^xsd:string ;
    chebi:mass "157.17056"^^xsd:string ;
    chebi:monoisotopicmass "157.08403"^^xsd:string ;
    chebi:smiles "[NH3+]C(Cc1c[nH]c[nH+]1)C(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "histidinediium"^^xsd:string,
        "histidinium(2+)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "4-(2-ammonio-2-carboxyethyl)-1H-imidazol-3-ium"^^xsd:string,
        "histidine dication"^^xsd:string ;
    oboInOwl:id "CHEBI:32532"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32550 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:4383108"^^xsd:string,
        "Gmelin:327969"^^xsd:string,
        "Reaxys:4383108"^^xsd:string ;
    rdfs:label "L-lysinate"^^xsd:string ;
    definition: "An optically active form of lysinate having L-configuration."^^xsd:string ;
    rdfs:subClassOf CHEBI:32563,
        CHEBI:59814,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:18019 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:133538 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:194466 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:32556 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C6H13N2O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H14N2O2/c7-4-2-1-3-5(8)6(9)10/h5H,1-4,7-8H2,(H,9,10)/p-1/t5-/m0/s1"^^xsd:string ;
    chebi:inchikey "KDXKERNSBIXSRK-YFKPBYRVSA-M"^^xsd:string ;
    chebi:mass "145.17970"^^xsd:string ;
    chebi:monoisotopicmass "145.09825"^^xsd:string ;
    chebi:smiles "NCCCC[C@H](N)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "L-lysinate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2S)-2,6-diaminohexanoate"^^xsd:string,
        "L-lysinate(1-)"^^xsd:string,
        "L-lysine anion"^^xsd:string ;
    oboInOwl:id "CHEBI:32550"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32551 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:1149956"^^xsd:string,
        "MetaCyc:LYS"^^xsd:string ;
    rdfs:label "L-lysinium(1+)"^^xsd:string ;
    definition: "An optically active form of lysinium having L-configuration."^^xsd:string ;
    rdfs:subClassOf CHEBI:32564,
        CHEBI:62031,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:18019 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:133538 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:194466 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:32552 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:32557 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C6H15N2O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H14N2O2/c7-4-2-1-3-5(8)6(9)10/h5H,1-4,7-8H2,(H,9,10)/p+1/t5-/m0/s1"^^xsd:string ;
    chebi:inchikey "KDXKERNSBIXSRK-YFKPBYRVSA-O"^^xsd:string ;
    chebi:mass "147.19558"^^xsd:string ;
    chebi:monoisotopicmass "147.11280"^^xsd:string ;
    chebi:smiles "[NH3+]CCCC[C@H]([NH3+])C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "L-lysinium"^^xsd:string,
        "L-lysinium(1+)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2S)-2,6-diammoniohexanoate"^^xsd:string,
        "L-lysine"^^xsd:string,
        "L-lysine monocation"^^xsd:string ;
    oboInOwl:id "CHEBI:32551"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32552 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:1068715"^^xsd:string ;
    rdfs:label "L-lysinium(2+)"^^xsd:string ;
    definition: "The L-enantiomer of lysinium(2+)."^^xsd:string ;
    rdfs:subClassOf CHEBI:32565,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:32551 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:32558 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ] ;
    chebi:charge "+2"^^xsd:string ;
    chebi:formula "C6H16N2O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H14N2O2/c7-4-2-1-3-5(8)6(9)10/h5H,1-4,7-8H2,(H,9,10)/p+2/t5-/m0/s1"^^xsd:string ;
    chebi:inchikey "KDXKERNSBIXSRK-YFKPBYRVSA-P"^^xsd:string ;
    chebi:mass "148.20352"^^xsd:string ;
    chebi:monoisotopicmass "148.12008"^^xsd:string ;
    chebi:smiles "[NH3+]CCCC[C@H]([NH3+])C(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "L-lysinediium"^^xsd:string,
        "L-lysinium(2+)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(1S)-1-carboxypentane-1,5-diaminium"^^xsd:string,
        "L-lysine dication"^^xsd:string ;
    oboInOwl:id "CHEBI:32552"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32556 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:1484324"^^xsd:string ;
    rdfs:label "D-lysinate"^^xsd:string ;
    definition: "An optically active form of lysinate having D-configuration."^^xsd:string ;
    rdfs:subClassOf CHEBI:32563,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:16855 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:32550 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76946 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76969 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C6H13N2O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H14N2O2/c7-4-2-1-3-5(8)6(9)10/h5H,1-4,7-8H2,(H,9,10)/p-1/t5-/m1/s1"^^xsd:string ;
    chebi:inchikey "KDXKERNSBIXSRK-RXMQYKEDSA-M"^^xsd:string ;
    chebi:mass "145.17970"^^xsd:string ;
    chebi:monoisotopicmass "145.09825"^^xsd:string ;
    chebi:smiles "NCCCC[C@@H](N)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "D-lysinate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2R)-2,6-diaminohexanoate"^^xsd:string,
        "D-lysinate(1-)"^^xsd:string,
        "D-lysine anion"^^xsd:string ;
    oboInOwl:id "CHEBI:32556"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32557 a owl:Class ;
    rdfs:label "D-lysinium(1+)"^^xsd:string ;
    definition: "An optically active form of lysinium having D-configuration."^^xsd:string ;
    rdfs:subClassOf CHEBI:32564,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:16855 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:32558 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:32551 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76946 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76969 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C6H15N2O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H14N2O2/c7-4-2-1-3-5(8)6(9)10/h5H,1-4,7-8H2,(H,9,10)/p+1/t5-/m1/s1"^^xsd:string ;
    chebi:inchikey "KDXKERNSBIXSRK-RXMQYKEDSA-O"^^xsd:string ;
    chebi:mass "147.19558"^^xsd:string ;
    chebi:monoisotopicmass "147.11280"^^xsd:string ;
    chebi:smiles "[NH3+]CCCC[C@@H]([NH3+])C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "D-lysinium"^^xsd:string,
        "D-lysinium(1+)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2R)-2,6-diammoniohexanoate"^^xsd:string,
        "D-lysine"^^xsd:string,
        "D-lysine monocation"^^xsd:string ;
    oboInOwl:id "CHEBI:32557"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32558 a owl:Class ;
    rdfs:label "D-lysinium(2+)"^^xsd:string ;
    definition: "The D-enantiomer of lysinium(2+)."^^xsd:string ;
    rdfs:subClassOf CHEBI:32565,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:32557 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:32552 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76946 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76969 ] ;
    chebi:charge "+2"^^xsd:string ;
    chebi:formula "C6H16N2O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H14N2O2/c7-4-2-1-3-5(8)6(9)10/h5H,1-4,7-8H2,(H,9,10)/p+2/t5-/m1/s1"^^xsd:string ;
    chebi:inchikey "KDXKERNSBIXSRK-RXMQYKEDSA-P"^^xsd:string ;
    chebi:mass "148.20352"^^xsd:string ;
    chebi:monoisotopicmass "148.12008"^^xsd:string ;
    chebi:smiles "[NH3+]CCCC[C@@H]([NH3+])C(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "D-lysinediium"^^xsd:string,
        "D-lysinium(2+)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(1R)-1-carboxypentane-1,5-diaminium"^^xsd:string,
        "D-lysine dication"^^xsd:string ;
    oboInOwl:id "CHEBI:32558"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32563 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:815095"^^xsd:string ;
    rdfs:label "lysinate"^^xsd:string ;
    definition: "An alpha-amino-acid anion that is the conjugate base of lysine, arising from deprotonation of the carboxy group."^^xsd:string ;
    rdfs:subClassOf CHEBI:33558,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:25094 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C6H13N2O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H14N2O2/c7-4-2-1-3-5(8)6(9)10/h5H,1-4,7-8H2,(H,9,10)/p-1"^^xsd:string ;
    chebi:inchikey "KDXKERNSBIXSRK-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "145.17970"^^xsd:string ;
    chebi:monoisotopicmass "145.09825"^^xsd:string ;
    chebi:smiles "NCCCCC(N)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "lysinate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2,6-diaminohexanoate"^^xsd:string,
        "lys(-)"^^xsd:string,
        "lysinate(1-)"^^xsd:string,
        "lysine anion"^^xsd:string ;
    oboInOwl:id "CHEBI:32563"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32564 a owl:Class ;
    rdfs:label "lysinium(1+)"^^xsd:string ;
    definition: "An alpha-amino-acid cation that is the conjugate acid of lysine, having two cationic amino groups and an anionic carboxy group."^^xsd:string ;
    rdfs:subClassOf CHEBI:33719,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:25094 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:32565 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C6H15N2O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H14N2O2/c7-4-2-1-3-5(8)6(9)10/h5H,1-4,7-8H2,(H,9,10)/p+1"^^xsd:string ;
    chebi:inchikey "KDXKERNSBIXSRK-UHFFFAOYSA-O"^^xsd:string ;
    chebi:mass "147.19558"^^xsd:string ;
    chebi:monoisotopicmass "147.11280"^^xsd:string ;
    chebi:smiles "[NH3+]CCCCC([NH3+])C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "lysinium"^^xsd:string,
        "lysinium(1+)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2,6-diammoniohexanoate"^^xsd:string,
        "lysine monocation"^^xsd:string ;
    oboInOwl:id "CHEBI:32564"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32565 a owl:Class ;
    rdfs:label "lysinium(2+)"^^xsd:string ;
    definition: "An alpha-amino-acid cation obtained by protonation of both amino groups of lysine."^^xsd:string ;
    rdfs:subClassOf CHEBI:33719,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:32564 ] ;
    chebi:charge "+2"^^xsd:string ;
    chebi:formula "C6H16N2O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H14N2O2/c7-4-2-1-3-5(8)6(9)10/h5H,1-4,7-8H2,(H,9,10)/p+2"^^xsd:string ;
    chebi:inchikey "KDXKERNSBIXSRK-UHFFFAOYSA-P"^^xsd:string ;
    chebi:mass "148.20352"^^xsd:string ;
    chebi:monoisotopicmass "148.12008"^^xsd:string ;
    chebi:smiles "[NH3+]CCCCC([NH3+])C(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "lysinediium"^^xsd:string,
        "lysinium(2+)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-carboxypentane-1,5-diaminium"^^xsd:string,
        "lysine dication"^^xsd:string ;
    oboInOwl:id "CHEBI:32565"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32568 a owl:Class ;
    rdfs:label "lysine residue"^^xsd:string ;
    rdfs:subClassOf CHEBI:33710,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:32579 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_substituent_group_from ;
            owl:someValuesFrom CHEBI:25094 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H12N2O"^^xsd:string ;
    chebi:mass "128.17236"^^xsd:string ;
    chebi:monoisotopicmass "128.09496"^^xsd:string ;
    chebi:smiles "C(C(C(*)=O)N*)CCCN"^^xsd:string ;
    oboInOwl:hasExactSynonym "lysine residue"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "lysine base residue"^^xsd:string,
        "lysyl"^^xsd:string ;
    oboInOwl:id "CHEBI:32568"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32579 a owl:Class ;
    rdfs:label "lysinium residue"^^xsd:string ;
    rdfs:subClassOf CHEBI:35415,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:32568 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_substituent_group_from ;
            owl:someValuesFrom CHEBI:32564 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C6H13N2O"^^xsd:string ;
    chebi:mass "129.18030"^^xsd:string ;
    chebi:monoisotopicmass "129.10279"^^xsd:string ;
    chebi:smiles "C(C(C(*)=O)N*)CCC[NH3+]"^^xsd:string ;
    oboInOwl:hasExactSynonym "lysinium residue"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:32579"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32588 a owl:Class ;
    oboInOwl:hasDbXref "CAS:7447-40-7"^^xsd:string,
        "DrugBank:DB00761"^^xsd:string,
        "KEGG:D02060"^^xsd:string,
        "MetaCyc:KCL"^^xsd:string,
        "MolBase:881"^^xsd:string,
        "Reaxys:3534978"^^xsd:string,
        "Wikipedia:Potassium_Chloride"^^xsd:string ;
    rdfs:label "potassium chloride"^^xsd:string ;
    definition: "A metal chloride salt with a K(+) counterion."^^xsd:string ;
    rdfs:subClassOf CHEBI:36093,
        CHEBI:190303,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:33287 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "ClK"^^xsd:string ;
    chebi:inchi "InChI=1S/ClH.K/h1H;/q;+1/p-1"^^xsd:string ;
    chebi:inchikey "WCUXLLCKKVVCTQ-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "74.55100"^^xsd:string ;
    chebi:monoisotopicmass "73.93256"^^xsd:string ;
    chebi:smiles "[Cl-].[K+]"^^xsd:string ;
    oboInOwl:hasExactSynonym "potassium chloride"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "[KCl]"^^xsd:string,
        "Kaliumchlorid"^^xsd:string,
        "Kaon-Cl 10"^^xsd:string,
        "KCl"^^xsd:string,
        "Klor-con"^^xsd:string,
        "Klotrix"^^xsd:string,
        "Monopotassium chloride"^^xsd:string,
        "muriate of potash"^^xsd:string,
        "sylvite"^^xsd:string ;
    oboInOwl:id "CHEBI:32588"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32599 a owl:Class ;
    oboInOwl:hasDbXref "CAS:7487-88-9"^^xsd:string,
        "DrugBank:DB00653"^^xsd:string,
        "PMID:8991630"^^xsd:string,
        "PMID:10723972"^^xsd:string,
        "PMID:11251702"^^xsd:string,
        "PMID:15357561"^^xsd:string,
        "PMID:19805935"^^xsd:string,
        "PMID:31092073"^^xsd:string,
        "PMID:31412352"^^xsd:string,
        "PMID:32063925"^^xsd:string,
        "PMID:32256123"^^xsd:string,
        "Reaxys:4208125"^^xsd:string ;
    rdfs:label "magnesium sulfate"^^xsd:string ;
    definition: "A magnesium salt having sulfate as the counterion."^^xsd:string ;
    rdfs:subClassOf CHEBI:33975,
        CHEBI:51336,
        CHEBI:190299,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:33287 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35480 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35623 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38070 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38215 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38867 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:66993 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "MgO4S"^^xsd:string ;
    chebi:inchi "InChI=1S/Mg.H2O4S/c;1-5(2,3)4/h;(H2,1,2,3,4)/q+2;/p-2"^^xsd:string ;
    chebi:inchikey "CSNNHWWHGAXBCP-UHFFFAOYSA-L"^^xsd:string ;
    chebi:mass "120.36860"^^xsd:string ;
    chebi:monoisotopicmass "119.93677"^^xsd:string ;
    chebi:smiles "[Mg++].[O-]S([O-])(=O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "magnesium sulfate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Magnesium sulfate (1:1)"^^xsd:string,
        "magnesium sulfate anhydrous"^^xsd:string,
        "magnesium sulphate"^^xsd:string,
        "magnesium(II) sulfate"^^xsd:string,
        "Magnesiumsulfat"^^xsd:string,
        "MgSO4"^^xsd:string,
        "sulfuric acid magnesium salt"^^xsd:string,
        "sulphate of magnesia"^^xsd:string ;
    oboInOwl:id "CHEBI:32599"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32600 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1909299"^^xsd:string,
        "CAS:92-24-0"^^xsd:string,
        "Gmelin:306993"^^xsd:string,
        "PMID:11493061"^^xsd:string,
        "PMID:24655187"^^xsd:string,
        "Reaxys:1909299"^^xsd:string,
        "Wikipedia:Tetracene"^^xsd:string ;
    rdfs:label "tetracene"^^xsd:string ;
    definition: "An acene that consists of four ortho-fused benzene rings in a rectilinear arrangement."^^xsd:string ;
    rdfs:subClassOf CHEBI:35297,
        CHEBI:51270 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C18H12"^^xsd:string ;
    chebi:inchi "InChI=1S/C18H12/c1-2-6-14-10-18-12-16-8-4-3-7-15(16)11-17(18)9-13(14)5-1/h1-12H"^^xsd:string ;
    chebi:inchikey "IFLREYGFSNHWGE-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "228.28788"^^xsd:string ;
    chebi:monoisotopicmass "228.09390"^^xsd:string ;
    chebi:smiles "c1ccc2cc3cc4ccccc4cc3cc2c1"^^xsd:string ;
    oboInOwl:hasExactSynonym "tetracene"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2,3-benzanthracene"^^xsd:string,
        "benz[b]anthracene"^^xsd:string,
        "naphthacene"^^xsd:string ;
    oboInOwl:id "CHEBI:32600"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32604 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:4660432"^^xsd:string,
        "Gmelin:1064207"^^xsd:string,
        "Reaxys:4660432"^^xsd:string ;
    rdfs:label "L-isoleucinate"^^xsd:string ;
    definition: "The L-enantiomer of isoleucinate."^^xsd:string ;
    rdfs:subClassOf CHEBI:32612,
        CHEBI:59814,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:17191 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:32608 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C6H12NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H13NO2/c1-3-4(2)5(7)6(8)9/h4-5H,3,7H2,1-2H3,(H,8,9)/p-1/t4-,5-/m0/s1"^^xsd:string ;
    chebi:inchikey "AGPKZVBTJJNPAG-WHFBIAKZSA-M"^^xsd:string ;
    chebi:mass "130.16502"^^xsd:string ;
    chebi:monoisotopicmass "130.08735"^^xsd:string ;
    chebi:smiles "CC[C@H](C)[C@H](N)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "L-isoleucinate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2S,3S)-2-amino-3-methylpentanoate"^^xsd:string,
        "L-isoleucine anion"^^xsd:string ;
    oboInOwl:id "CHEBI:32604"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32605 a owl:Class ;
    rdfs:label "L-isoleucinium"^^xsd:string ;
    definition: "The L-enantiomer of isoleucinium."^^xsd:string ;
    rdfs:subClassOf CHEBI:32613,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:17191 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:32609 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C6H14NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H13NO2/c1-3-4(2)5(7)6(8)9/h4-5H,3,7H2,1-2H3,(H,8,9)/p+1/t4-,5-/m0/s1"^^xsd:string ;
    chebi:inchikey "AGPKZVBTJJNPAG-WHFBIAKZSA-O"^^xsd:string ;
    chebi:mass "132.18090"^^xsd:string ;
    chebi:monoisotopicmass "132.10191"^^xsd:string ;
    chebi:smiles "CC[C@H](C)[C@H]([NH3+])C(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "L-isoleucinium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(1S,2S)-1-carboxy-2-methylbutan-1-aminium"^^xsd:string,
        "L-isoleucine cation"^^xsd:string ;
    oboInOwl:id "CHEBI:32605"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32608 a owl:Class ;
    rdfs:label "D-isoleucinate"^^xsd:string ;
    definition: "The D-enantiomer of isoleucinate."^^xsd:string ;
    rdfs:subClassOf CHEBI:32612,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:27730 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:32604 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C6H12NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H13NO2/c1-3-4(2)5(7)6(8)9/h4-5H,3,7H2,1-2H3,(H,8,9)/p-1/t4-,5-/m1/s1"^^xsd:string ;
    chebi:inchikey "AGPKZVBTJJNPAG-RFZPGFLSSA-M"^^xsd:string ;
    chebi:mass "130.16502"^^xsd:string ;
    chebi:monoisotopicmass "130.08735"^^xsd:string ;
    chebi:smiles "CC[C@@H](C)[C@@H](N)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "D-isoleucinate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2R,3R)-2-amino-3-methylpentanoate"^^xsd:string,
        "D-isoleucine anion"^^xsd:string ;
    oboInOwl:id "CHEBI:32608"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32609 a owl:Class ;
    rdfs:label "D-isoleucinium"^^xsd:string ;
    definition: "The D-enantiomer of isoleucinium."^^xsd:string ;
    rdfs:subClassOf CHEBI:32613,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:27730 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:32605 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76969 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C6H14NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H13NO2/c1-3-4(2)5(7)6(8)9/h4-5H,3,7H2,1-2H3,(H,8,9)/p+1/t4-,5-/m1/s1"^^xsd:string ;
    chebi:inchikey "AGPKZVBTJJNPAG-RFZPGFLSSA-O"^^xsd:string ;
    chebi:mass "132.18090"^^xsd:string ;
    chebi:monoisotopicmass "132.10191"^^xsd:string ;
    chebi:smiles "CC[C@@H](C)[C@@H]([NH3+])C(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "D-isoleucinium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(1R,2R)-1-carboxy-2-methylbutan-1-aminium"^^xsd:string,
        "D-isoleucine cation"^^xsd:string ;
    oboInOwl:id "CHEBI:32609"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32612 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:101585"^^xsd:string ;
    rdfs:label "isoleucinate"^^xsd:string ;
    rdfs:subClassOf CHEBI:33558,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:24898 ] ;
    oboInOwl:hasExactSynonym "isoleucinate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "ile(-)"^^xsd:string,
        "isoleucine anion"^^xsd:string,
        "rel-(2R,3R)-2-amino-3-methylpentanoate"^^xsd:string ;
    oboInOwl:id "CHEBI:32612"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32613 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:1651827"^^xsd:string ;
    rdfs:label "isoleucinium"^^xsd:string ;
    rdfs:subClassOf CHEBI:33719,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:24898 ] ;
    oboInOwl:hasExactSynonym "isoleucinium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "H2ile(+)"^^xsd:string,
        "isoleucine cation"^^xsd:string,
        "rel-(1R,2R)-1-carboxy-2-methylbutan-1-aminium"^^xsd:string ;
    oboInOwl:id "CHEBI:32613"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32619 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:3537983"^^xsd:string,
        "Gmelin:326784"^^xsd:string ;
    rdfs:label "L-leucinate"^^xsd:string ;
    definition: "The L-enantiomer of leucinate."^^xsd:string ;
    rdfs:subClassOf CHEBI:32627,
        CHEBI:59814,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:15603 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:32623 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C6H12NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H13NO2/c1-4(2)3-5(7)6(8)9/h4-5H,3,7H2,1-2H3,(H,8,9)/p-1/t5-/m0/s1"^^xsd:string ;
    chebi:inchikey "ROHFNLRQFUQHCH-YFKPBYRVSA-M"^^xsd:string ;
    chebi:mass "130.16502"^^xsd:string ;
    chebi:monoisotopicmass "130.08735"^^xsd:string ;
    chebi:smiles "CC(C)C[C@H](N)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "L-leucinate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2S)-2-amino-4-methylpentanoate"^^xsd:string,
        "L-leucine anion"^^xsd:string ;
    oboInOwl:id "CHEBI:32619"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32620 a owl:Class ;
    rdfs:label "L-leucinium"^^xsd:string ;
    definition: "The L-enantiomer of leucinium."^^xsd:string ;
    rdfs:subClassOf CHEBI:32628,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:15603 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:32624 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C6H14NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H13NO2/c1-4(2)3-5(7)6(8)9/h4-5H,3,7H2,1-2H3,(H,8,9)/p+1/t5-/m0/s1"^^xsd:string ;
    chebi:inchikey "ROHFNLRQFUQHCH-YFKPBYRVSA-O"^^xsd:string ;
    chebi:mass "132.18090"^^xsd:string ;
    chebi:monoisotopicmass "132.10191"^^xsd:string ;
    chebi:smiles "CC(C)C[C@H]([NH3+])C(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "L-leucinium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(1S)-1-carboxy-3-methylbutan-1-aminium"^^xsd:string,
        "L-leucine cation"^^xsd:string ;
    oboInOwl:id "CHEBI:32620"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32623 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:533394"^^xsd:string ;
    rdfs:label "D-leucinate"^^xsd:string ;
    definition: "The D-enantiomer of leucinate."^^xsd:string ;
    rdfs:subClassOf CHEBI:32627,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:28225 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:32619 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76969 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C6H12NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H13NO2/c1-4(2)3-5(7)6(8)9/h4-5H,3,7H2,1-2H3,(H,8,9)/p-1/t5-/m1/s1"^^xsd:string ;
    chebi:inchikey "ROHFNLRQFUQHCH-RXMQYKEDSA-M"^^xsd:string ;
    chebi:mass "130.16502"^^xsd:string ;
    chebi:monoisotopicmass "130.08735"^^xsd:string ;
    chebi:smiles "CC(C)C[C@@H](N)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "D-leucinate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2R)-2-amino-4-methylpentanoate"^^xsd:string,
        "D-leucine anion"^^xsd:string ;
    oboInOwl:id "CHEBI:32623"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32624 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:363610"^^xsd:string ;
    rdfs:label "D-leucinium"^^xsd:string ;
    definition: "The D-enantiomer of leucinium."^^xsd:string ;
    rdfs:subClassOf CHEBI:32628,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:28225 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:32620 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76969 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C6H14NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H13NO2/c1-4(2)3-5(7)6(8)9/h4-5H,3,7H2,1-2H3,(H,8,9)/p+1/t5-/m1/s1"^^xsd:string ;
    chebi:inchikey "ROHFNLRQFUQHCH-RXMQYKEDSA-O"^^xsd:string ;
    chebi:mass "132.18090"^^xsd:string ;
    chebi:monoisotopicmass "132.10191"^^xsd:string ;
    chebi:smiles "CC(C)C[C@@H]([NH3+])C(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "D-leucinium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(1R)-1-carboxy-3-methylbutan-1-aminium"^^xsd:string,
        "D-leucine cation"^^xsd:string ;
    oboInOwl:id "CHEBI:32624"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32627 a owl:Class ;
    oboInOwl:hasDbXref "Reaxys:5245805"^^xsd:string ;
    rdfs:label "leucinate"^^xsd:string ;
    definition: "An alpha-amino-acid anion that is the conjugate base of leucine, arising from deprotonation of the carboxy group."^^xsd:string ;
    rdfs:subClassOf CHEBI:33558,
        CHEBI:63471,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:25017 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C6H12NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H13NO2/c1-4(2)3-5(7)6(8)9/h4-5H,3,7H2,1-2H3,(H,8,9)/p-1"^^xsd:string ;
    chebi:inchikey "ROHFNLRQFUQHCH-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "130.16502"^^xsd:string ;
    chebi:monoisotopicmass "130.08735"^^xsd:string ;
    chebi:smiles "CC(C)CC(N)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "leucinate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-amino-4-methylpentanoate"^^xsd:string,
        "leu(-)"^^xsd:string,
        "leucine anion"^^xsd:string ;
    oboInOwl:id "CHEBI:32627"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32628 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:1651836"^^xsd:string ;
    rdfs:label "leucinium"^^xsd:string ;
    definition: "An alpha-amino-acid cation that is the conjugate acid of leucine, arising from protonation of the amino group."^^xsd:string ;
    rdfs:subClassOf CHEBI:33719,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:25017 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C6H14NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H13NO2/c1-4(2)3-5(7)6(8)9/h4-5H,3,7H2,1-2H3,(H,8,9)/p+1"^^xsd:string ;
    chebi:inchikey "ROHFNLRQFUQHCH-UHFFFAOYSA-O"^^xsd:string ;
    chebi:mass "132.18090"^^xsd:string ;
    chebi:monoisotopicmass "132.10191"^^xsd:string ;
    chebi:smiles "CC(C)CC([NH3+])C(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "leucinium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-carboxy-3-methylbutan-1-aminium"^^xsd:string,
        "H2leu(+)"^^xsd:string,
        "leucine cation"^^xsd:string ;
    oboInOwl:id "CHEBI:32628"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32631 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:4740675"^^xsd:string,
        "Gmelin:326566"^^xsd:string,
        "Reaxys:4740675"^^xsd:string ;
    rdfs:label "L-methioninate"^^xsd:string ;
    definition: "The L-enantiomer of  methioninate."^^xsd:string ;
    rdfs:subClassOf CHEBI:32644,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:16643 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:32637 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C5H10NO2S"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H11NO2S/c1-9-3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/p-1/t4-/m0/s1"^^xsd:string ;
    chebi:inchikey "FFEARJCKVFRZRR-BYPYZUCNSA-M"^^xsd:string ;
    chebi:mass "148.20444"^^xsd:string ;
    chebi:monoisotopicmass "148.04377"^^xsd:string ;
    chebi:smiles "CSCC[C@H](N)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "L-methioninate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2S)-2-amino-4-(methylsulfanyl)butanoate"^^xsd:string,
        "L-methionine anion"^^xsd:string ;
    oboInOwl:id "CHEBI:32631"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32632 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:1568767"^^xsd:string ;
    rdfs:label "L-methioninium"^^xsd:string ;
    definition: "The L-enantiomer of methioninium."^^xsd:string ;
    rdfs:subClassOf CHEBI:32646,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:16643 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:32638 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C5H12NO2S"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H11NO2S/c1-9-3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/p+1/t4-/m0/s1"^^xsd:string ;
    chebi:inchikey "FFEARJCKVFRZRR-BYPYZUCNSA-O"^^xsd:string ;
    chebi:mass "150.22032"^^xsd:string ;
    chebi:monoisotopicmass "150.05833"^^xsd:string ;
    chebi:smiles "CSCC[C@H]([NH3+])C(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "L-methioninium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(1S)-1-carboxy-3-(methylsulfanyl)propan-1-aminium"^^xsd:string,
        "L-methionine cation"^^xsd:string ;
    oboInOwl:id "CHEBI:32632"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32637 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:720123"^^xsd:string ;
    rdfs:label "D-methioninate"^^xsd:string ;
    definition: "The D-enantiomer of methioninate."^^xsd:string ;
    rdfs:subClassOf CHEBI:32644,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:16867 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:32631 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C5H10NO2S"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H11NO2S/c1-9-3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/p-1/t4-/m1/s1"^^xsd:string ;
    chebi:inchikey "FFEARJCKVFRZRR-SCSAIBSYSA-M"^^xsd:string ;
    chebi:mass "148.20444"^^xsd:string ;
    chebi:monoisotopicmass "148.04377"^^xsd:string ;
    chebi:smiles "CSCC[C@@H](N)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "D-methioninate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2R)-2-amino-4-(methylsulfanyl)butanoate"^^xsd:string,
        "D-methionine anion"^^xsd:string ;
    oboInOwl:id "CHEBI:32637"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32638 a owl:Class ;
    rdfs:label "D-methioninium"^^xsd:string ;
    definition: "The D-enantiomer of methioninium."^^xsd:string ;
    rdfs:subClassOf CHEBI:32646,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:16867 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:32632 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C5H12NO2S"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H11NO2S/c1-9-3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/p+1/t4-/m1/s1"^^xsd:string ;
    chebi:inchikey "FFEARJCKVFRZRR-SCSAIBSYSA-O"^^xsd:string ;
    chebi:mass "150.22032"^^xsd:string ;
    chebi:monoisotopicmass "150.05833"^^xsd:string ;
    chebi:smiles "CSCC[C@@H]([NH3+])C(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "D-methioninium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(1R)-1-carboxy-3-(methylsulfanyl)propan-1-aminium"^^xsd:string,
        "D-methionine cation"^^xsd:string ;
    oboInOwl:id "CHEBI:32638"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32644 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:3937270"^^xsd:string,
        "Gmelin:326565"^^xsd:string,
        "Reaxys:3937270"^^xsd:string ;
    rdfs:label "methioninate"^^xsd:string ;
    definition: "A sulfur-containing amino-acid anion that is the conjugate base of methionine, arising from deprotonation of the carboxy group."^^xsd:string ;
    rdfs:subClassOf CHEBI:33558,
        CHEBI:63470,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:16811 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C5H10NO2S"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H11NO2S/c1-9-3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/p-1"^^xsd:string ;
    chebi:inchikey "FFEARJCKVFRZRR-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "148.20444"^^xsd:string ;
    chebi:monoisotopicmass "148.04377"^^xsd:string ;
    chebi:smiles "CSCCC(N)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "methioninate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-amino-4-(methylsulfanyl)butanoate"^^xsd:string,
        "met(-)"^^xsd:string,
        "methionine anion"^^xsd:string ;
    oboInOwl:id "CHEBI:32644"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32646 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:326567"^^xsd:string ;
    rdfs:label "methioninium"^^xsd:string ;
    definition: "A sulfur-containing amino-acid cation that is the conjugate acid of methionine, arising from protonation of the amino group."^^xsd:string ;
    rdfs:subClassOf CHEBI:33719,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:16811 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C5H12NO2S"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H11NO2S/c1-9-3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/p+1"^^xsd:string ;
    chebi:inchikey "FFEARJCKVFRZRR-UHFFFAOYSA-O"^^xsd:string ;
    chebi:mass "150.22032"^^xsd:string ;
    chebi:monoisotopicmass "150.05833"^^xsd:string ;
    chebi:smiles "CSCCC([NH3+])C(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "methioninium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-carboxy-3-(methylsulfanyl)propan-1-aminium"^^xsd:string,
        "H2met(+)"^^xsd:string,
        "methionine cation"^^xsd:string ;
    oboInOwl:id "CHEBI:32646"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32650 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:6115348"^^xsd:string,
        "Gmelin:327371"^^xsd:string,
        "HMDB:HMDB0000168"^^xsd:string,
        "Reaxys:6115348"^^xsd:string ;
    rdfs:label "L-asparaginate"^^xsd:string ;
    definition: "An optically active form of asparaginate having L-configuration."^^xsd:string ;
    rdfs:subClassOf CHEBI:32660,
        CHEBI:59814,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:17196 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:32656 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C4H7N2O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C4H8N2O3/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H2,6,7)(H,8,9)/p-1/t2-/m0/s1"^^xsd:string ;
    chebi:inchikey "DCXYFEDJOCDNAF-REOHCLBHSA-M"^^xsd:string ;
    chebi:mass "131.11006"^^xsd:string ;
    chebi:monoisotopicmass "131.04622"^^xsd:string ;
    chebi:smiles "N[C@@H](CC(N)=O)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "L-asparaginate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2S)-2,4-diamino-4-oxobutanoate"^^xsd:string,
        "L-asparagine anion"^^xsd:string ;
    oboInOwl:id "CHEBI:32650"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32651 a owl:Class ;
    rdfs:label "L-asparaginium"^^xsd:string ;
    rdfs:subClassOf CHEBI:32661,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:17196 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:32657 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C4H9N2O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C4H8N2O3/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H2,6,7)(H,8,9)/p+1/t2-/m0/s1"^^xsd:string ;
    chebi:inchikey "DCXYFEDJOCDNAF-REOHCLBHSA-O"^^xsd:string ;
    chebi:mass "133.12594"^^xsd:string ;
    chebi:monoisotopicmass "133.06077"^^xsd:string ;
    chebi:smiles "NC(=O)C[C@H]([NH3+])C(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "L-asparaginium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(1S)-3-amino-1-carboxy-3-oxopropan-1-aminium"^^xsd:string,
        "L-asparagine cation"^^xsd:string ;
    oboInOwl:id "CHEBI:32651"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32656 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:533547"^^xsd:string ;
    rdfs:label "D-asparaginate"^^xsd:string ;
    rdfs:subClassOf CHEBI:32660,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:28159 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:32650 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C4H7N2O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C4H8N2O3/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H2,6,7)(H,8,9)/p-1/t2-/m1/s1"^^xsd:string ;
    chebi:inchikey "DCXYFEDJOCDNAF-UWTATZPHSA-M"^^xsd:string ;
    chebi:mass "131.11006"^^xsd:string ;
    chebi:monoisotopicmass "131.04622"^^xsd:string ;
    chebi:smiles "N[C@H](CC(N)=O)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "D-asparaginate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2R)-2,4-diamino-4-oxobutanoate"^^xsd:string,
        "D-asparagine anion"^^xsd:string ;
    oboInOwl:id "CHEBI:32656"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32657 a owl:Class ;
    rdfs:label "D-asparaginium"^^xsd:string ;
    rdfs:subClassOf CHEBI:32661,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:28159 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:32651 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C4H9N2O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C4H8N2O3/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H2,6,7)(H,8,9)/p+1/t2-/m1/s1"^^xsd:string ;
    chebi:inchikey "DCXYFEDJOCDNAF-UWTATZPHSA-O"^^xsd:string ;
    chebi:mass "133.12594"^^xsd:string ;
    chebi:monoisotopicmass "133.06077"^^xsd:string ;
    chebi:smiles "NC(=O)C[C@@H]([NH3+])C(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "D-asparaginium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(1R)-3-amino-1-carboxy-3-oxopropan-1-aminium"^^xsd:string,
        "D-asparagine cation"^^xsd:string ;
    oboInOwl:id "CHEBI:32657"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32660 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:327370"^^xsd:string ;
    rdfs:label "asparaginate"^^xsd:string ;
    definition: "An alpha-amino-acid anion that is the conjugate base of asparagine, arising from deprotonation of the carboxy group."^^xsd:string ;
    rdfs:subClassOf CHEBI:33558,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:22653 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C4H7N2O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C4H8N2O3/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H2,6,7)(H,8,9)/p-1"^^xsd:string ;
    chebi:inchikey "DCXYFEDJOCDNAF-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "131.11006"^^xsd:string ;
    chebi:monoisotopicmass "131.04622"^^xsd:string ;
    chebi:smiles "NC(CC(N)=O)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "asparaginate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2,4-diamino-4-oxobutanoate"^^xsd:string,
        "asp(-)"^^xsd:string,
        "asparagine anion"^^xsd:string ;
    oboInOwl:id "CHEBI:32660"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32661 a owl:Class ;
    rdfs:label "asparaginium"^^xsd:string ;
    rdfs:subClassOf CHEBI:33719,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:22653 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C4H9N2O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C4H8N2O3/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H2,6,7)(H,8,9)/p+1"^^xsd:string ;
    chebi:inchikey "DCXYFEDJOCDNAF-UHFFFAOYSA-O"^^xsd:string ;
    chebi:mass "133.12594"^^xsd:string ;
    chebi:monoisotopicmass "133.06077"^^xsd:string ;
    chebi:smiles "NC(=O)CC([NH3+])C(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "asparaginium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3-amino-1-carboxy-3-oxopropan-1-aminium"^^xsd:string,
        "asparagine cation"^^xsd:string,
        "H2asp(+)"^^xsd:string ;
    oboInOwl:id "CHEBI:32661"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32665 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:327924"^^xsd:string ;
    rdfs:label "L-glutaminate"^^xsd:string ;
    definition: "An optically active form of glutaminate having L-configuration."^^xsd:string ;
    rdfs:subClassOf CHEBI:32678,
        CHEBI:59814,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:18050 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:32672 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C5H9N2O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H10N2O3/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H2,7,8)(H,9,10)/p-1/t3-/m0/s1"^^xsd:string ;
    chebi:inchikey "ZDXPYRJPNDTMRX-VKHMYHEASA-M"^^xsd:string ;
    chebi:mass "145.13664"^^xsd:string ;
    chebi:monoisotopicmass "145.06187"^^xsd:string ;
    chebi:smiles "N[C@@H](CCC(N)=O)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "L-glutaminate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2S)-2,5-diamino-5-oxopentanoate"^^xsd:string,
        "L-glutamine anion"^^xsd:string ;
    oboInOwl:id "CHEBI:32665"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32666 a owl:Class ;
    rdfs:label "L-glutaminium"^^xsd:string ;
    definition: "An optically active form of glutaminium having L-configuration."^^xsd:string ;
    rdfs:subClassOf CHEBI:32679,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:18050 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:32673 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C5H11N2O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H10N2O3/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H2,7,8)(H,9,10)/p+1/t3-/m0/s1"^^xsd:string ;
    chebi:inchikey "ZDXPYRJPNDTMRX-VKHMYHEASA-O"^^xsd:string ;
    chebi:mass "147.15252"^^xsd:string ;
    chebi:monoisotopicmass "147.07642"^^xsd:string ;
    chebi:smiles "NC(=O)CC[C@H]([NH3+])C(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "L-glutaminium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(1S)-4-amino-1-carboxy-4-oxobutan-1-aminium"^^xsd:string,
        "L-glutamine cation"^^xsd:string ;
    oboInOwl:id "CHEBI:32666"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32672 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:1342585"^^xsd:string ;
    rdfs:label "D-glutaminate"^^xsd:string ;
    definition: "An optically active form of glutaminate having D-configuration."^^xsd:string ;
    rdfs:subClassOf CHEBI:32678,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:17061 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:32665 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C5H9N2O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H10N2O3/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H2,7,8)(H,9,10)/p-1/t3-/m1/s1"^^xsd:string ;
    chebi:inchikey "ZDXPYRJPNDTMRX-GSVOUGTGSA-M"^^xsd:string ;
    chebi:mass "145.13664"^^xsd:string ;
    chebi:monoisotopicmass "145.06187"^^xsd:string ;
    chebi:smiles "N[C@H](CCC(N)=O)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "D-glutaminate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2R)-2,5-diamino-5-oxopentanoate"^^xsd:string,
        "D-glutamine anion"^^xsd:string ;
    oboInOwl:id "CHEBI:32672"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32673 a owl:Class ;
    rdfs:label "D-glutaminium"^^xsd:string ;
    definition: "An optically active form of glutaminium having D-configuration."^^xsd:string ;
    rdfs:subClassOf CHEBI:32679,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:17061 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:32666 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C5H11N2O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H10N2O3/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H2,7,8)(H,9,10)/p+1/t3-/m1/s1"^^xsd:string ;
    chebi:inchikey "ZDXPYRJPNDTMRX-GSVOUGTGSA-O"^^xsd:string ;
    chebi:mass "147.15252"^^xsd:string ;
    chebi:monoisotopicmass "147.07642"^^xsd:string ;
    chebi:smiles "NC(=O)CC[C@@H]([NH3+])C(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "D-glutaminium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(1R)-4-amino-1-carboxy-4-oxobutan-1-aminium"^^xsd:string,
        "D-glutamine cation"^^xsd:string ;
    oboInOwl:id "CHEBI:32673"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32678 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:464703"^^xsd:string ;
    rdfs:label "glutaminate"^^xsd:string ;
    definition: "An alpha-amino-acid anion that is the conjugate base of glutamine, arising from deprotonation of the carboxy group."^^xsd:string ;
    rdfs:subClassOf CHEBI:33558,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:28300 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C5H9N2O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H10N2O3/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H2,7,8)(H,9,10)/p-1"^^xsd:string ;
    chebi:inchikey "ZDXPYRJPNDTMRX-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "145.13664"^^xsd:string ;
    chebi:monoisotopicmass "145.06187"^^xsd:string ;
    chebi:smiles "NC(CCC(N)=O)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "glutaminate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2,5-diamino-5-oxopentanoate"^^xsd:string,
        "gln(-)"^^xsd:string,
        "glutamine anion"^^xsd:string ;
    oboInOwl:id "CHEBI:32678"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32679 a owl:Class ;
    rdfs:label "glutaminium"^^xsd:string ;
    definition: "An alpha-amino-acid cation that is the conjugate acid of glutamine, arising from protonation of the amino group."^^xsd:string ;
    rdfs:subClassOf CHEBI:33719,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:28300 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C5H11N2O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H10N2O3/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H2,7,8)(H,9,10)/p+1"^^xsd:string ;
    chebi:inchikey "ZDXPYRJPNDTMRX-UHFFFAOYSA-O"^^xsd:string ;
    chebi:mass "147.15252"^^xsd:string ;
    chebi:monoisotopicmass "147.07642"^^xsd:string ;
    chebi:smiles "NC(=O)CCC([NH3+])C(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "glutaminium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "4-amino-1-carboxy-4-oxobutan-1-aminium"^^xsd:string,
        "glutamine cation"^^xsd:string,
        "H2gln(+)"^^xsd:string ;
    oboInOwl:id "CHEBI:32679"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32681 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:4745004"^^xsd:string,
        "Gmelin:329320"^^xsd:string ;
    rdfs:label "L-argininate"^^xsd:string ;
    definition: "An L-alpha-amino acid anion that is the conjugate base of L-arginine; obtained by deprotonation of the carboxy group."^^xsd:string ;
    rdfs:subClassOf CHEBI:32695,
        CHEBI:59814,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:16467 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:32688 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C6H13N4O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H14N4O2/c7-4(5(11)12)2-1-3-10-6(8)9/h4H,1-3,7H2,(H,11,12)(H4,8,9,10)/p-1/t4-/m0/s1"^^xsd:string ;
    chebi:inchikey "ODKSFYDXXFIFQN-BYPYZUCNSA-M"^^xsd:string ;
    chebi:mass "173.19318"^^xsd:string ;
    chebi:monoisotopicmass "173.10440"^^xsd:string ;
    chebi:smiles "N[C@@H](CCCNC(N)=N)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "L-argininate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2S)-2-amino-5-(carbamimidamido)pentanoate"^^xsd:string,
        "(2S)-2-amino-5-guanidinopentanoate"^^xsd:string,
        "L-arginine anion"^^xsd:string ;
    oboInOwl:id "CHEBI:32681"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32682 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:1345601"^^xsd:string ;
    rdfs:label "L-argininium(1+)"^^xsd:string ;
    definition: "The L-enantiomer of argininium(1+)."^^xsd:string ;
    rdfs:subClassOf CHEBI:32696,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:16467 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:32683 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:32689 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C6H15N4O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H14N4O2/c7-4(5(11)12)2-1-3-10-6(8)9/h4H,1-3,7H2,(H,11,12)(H4,8,9,10)/p+1/t4-/m0/s1"^^xsd:string ;
    chebi:inchikey "ODKSFYDXXFIFQN-BYPYZUCNSA-O"^^xsd:string ;
    chebi:mass "175.20906"^^xsd:string ;
    chebi:monoisotopicmass "175.11895"^^xsd:string ;
    chebi:smiles "NC(=[NH2+])NCCC[C@H]([NH3+])C([O-])=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:133495"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2S)-2-azaniumyl-5-{[azaniumyl(imino)methyl]amino}pentanoate"^^xsd:string,
        "L-argininium"^^xsd:string,
        "L-argininium(1+)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2S)-2-amino-5-(carbamimidamido)pentanoate"^^xsd:string,
        "(2S)-2-amino-5-guanidinopentanoate"^^xsd:string,
        "(2S)-2-ammonio-5-guanidiniopentanoate"^^xsd:string,
        "arginine(1+)"^^xsd:string,
        "L-arginine"^^xsd:string,
        "L-arginine cation"^^xsd:string,
        "L-arginine monocation"^^xsd:string ;
    oboInOwl:id "CHEBI:32682"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32683 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:4745613"^^xsd:string ;
    rdfs:label "L-argininium(2+)"^^xsd:string ;
    rdfs:subClassOf CHEBI:32697,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:32682 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:32690 ] ;
    chebi:charge "+2"^^xsd:string ;
    chebi:formula "C6H16N4O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H14N4O2/c7-4(5(11)12)2-1-3-10-6(8)9/h4H,1-3,7H2,(H,11,12)(H4,8,9,10)/p+2/t4-/m0/s1"^^xsd:string ;
    chebi:inchikey "ODKSFYDXXFIFQN-BYPYZUCNSA-P"^^xsd:string ;
    chebi:mass "176.21700"^^xsd:string ;
    chebi:monoisotopicmass "176.12623"^^xsd:string ;
    chebi:smiles "NC(=[NH2+])NCCC[C@H]([NH3+])C(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "L-argininediium"^^xsd:string,
        "L-argininium(2+)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "[(1S)-1-carboxy-4-guanidiniobutyl]ammonium"^^xsd:string,
        "L-arginine dication"^^xsd:string ;
    oboInOwl:id "CHEBI:32683"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32688 a owl:Class ;
    rdfs:label "D-argininate"^^xsd:string ;
    rdfs:subClassOf CHEBI:32695,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:15816 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:32681 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C6H13N4O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H14N4O2/c7-4(5(11)12)2-1-3-10-6(8)9/h4H,1-3,7H2,(H,11,12)(H4,8,9,10)/p-1/t4-/m1/s1"^^xsd:string ;
    chebi:inchikey "ODKSFYDXXFIFQN-SCSAIBSYSA-M"^^xsd:string ;
    chebi:mass "173.19318"^^xsd:string ;
    chebi:monoisotopicmass "173.10440"^^xsd:string ;
    chebi:smiles "N[C@H](CCCNC(N)=N)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "D-argininate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2R)-2-amino-5-(carbamimidamido)pentanoate"^^xsd:string,
        "(2R)-2-amino-5-guanidinopentanoate"^^xsd:string,
        "D-arginine anion"^^xsd:string ;
    oboInOwl:id "CHEBI:32688"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32689 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:1345600"^^xsd:string,
        "MetaCyc:CPD-220"^^xsd:string ;
    rdfs:label "D-argininium(1+)"^^xsd:string ;
    definition: "The D-enantiomer of argininium(1+)."^^xsd:string ;
    rdfs:subClassOf CHEBI:32696,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:15816 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:32690 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:32682 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C6H15N4O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H14N4O2/c7-4(5(11)12)2-1-3-10-6(8)9/h4H,1-3,7H2,(H,11,12)(H4,8,9,10)/p+1/t4-/m1/s1"^^xsd:string ;
    chebi:inchikey "ODKSFYDXXFIFQN-SCSAIBSYSA-O"^^xsd:string ;
    chebi:mass "175.20906"^^xsd:string ;
    chebi:monoisotopicmass "175.11895"^^xsd:string ;
    chebi:smiles "NC(=[NH2+])NCCC[C@@H]([NH3+])C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "D-argininium"^^xsd:string,
        "D-argininium(1+)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2R)-2-ammonio-5-guanidiniopentanoate"^^xsd:string,
        "D-arginine"^^xsd:string,
        "D-arginine monocation"^^xsd:string ;
    oboInOwl:id "CHEBI:32689"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32690 a owl:Class ;
    rdfs:label "D-argininium(2+)"^^xsd:string ;
    rdfs:subClassOf CHEBI:32697,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:32689 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:32683 ] ;
    chebi:charge "+2"^^xsd:string ;
    chebi:formula "C6H16N4O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H14N4O2/c7-4(5(11)12)2-1-3-10-6(8)9/h4H,1-3,7H2,(H,11,12)(H4,8,9,10)/p+2/t4-/m1/s1"^^xsd:string ;
    chebi:inchikey "ODKSFYDXXFIFQN-SCSAIBSYSA-P"^^xsd:string ;
    chebi:mass "176.21700"^^xsd:string ;
    chebi:monoisotopicmass "176.12623"^^xsd:string ;
    chebi:smiles "NC(=[NH2+])NCCC[C@@H]([NH3+])C(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "D-argininediium"^^xsd:string,
        "D-argininium(2+)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "[(1R)-1-carboxy-4-guanidiniobutyl]ammonium"^^xsd:string,
        "D-arginine dication"^^xsd:string ;
    oboInOwl:id "CHEBI:32690"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32695 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:603497"^^xsd:string ;
    rdfs:label "argininate"^^xsd:string ;
    rdfs:subClassOf CHEBI:33558,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:29016 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C6H13N4O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H14N4O2/c7-4(5(11)12)2-1-3-10-6(8)9/h4H,1-3,7H2,(H,11,12)(H4,8,9,10)/p-1"^^xsd:string ;
    chebi:inchikey "ODKSFYDXXFIFQN-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "173.19318"^^xsd:string ;
    chebi:monoisotopicmass "173.10440"^^xsd:string ;
    chebi:smiles "NC(CCCNC(N)=N)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "argininate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-amino-5-(carbamimidamido)pentanoate"^^xsd:string,
        "2-amino-5-guanidinopentanoate"^^xsd:string,
        "arg(-)"^^xsd:string,
        "arginine anion"^^xsd:string ;
    oboInOwl:id "CHEBI:32695"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32696 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:1345599"^^xsd:string ;
    rdfs:label "argininium(1+)"^^xsd:string ;
    rdfs:subClassOf CHEBI:33719,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:29016 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:32697 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C6H15N4O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H14N4O2/c7-4(5(11)12)2-1-3-10-6(8)9/h4H,1-3,7H2,(H,11,12)(H4,8,9,10)/p+1"^^xsd:string ;
    chebi:inchikey "ODKSFYDXXFIFQN-UHFFFAOYSA-O"^^xsd:string ;
    chebi:mass "175.20906"^^xsd:string ;
    chebi:monoisotopicmass "175.11895"^^xsd:string ;
    chebi:smiles "NC(=[NH2+])NCCCC([NH3+])C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "argininium"^^xsd:string,
        "argininium(1+)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-ammonio-5-guanidiniopentanoate"^^xsd:string,
        "arginine"^^xsd:string,
        "arginine monocation"^^xsd:string,
        "H2arg(+)"^^xsd:string ;
    oboInOwl:id "CHEBI:32696"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32697 a owl:Class ;
    rdfs:label "argininium(2+)"^^xsd:string ;
    rdfs:subClassOf CHEBI:33719,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:32696 ] ;
    chebi:charge "+2"^^xsd:string ;
    chebi:formula "C6H16N4O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H14N4O2/c7-4(5(11)12)2-1-3-10-6(8)9/h4H,1-3,7H2,(H,11,12)(H4,8,9,10)/p+2"^^xsd:string ;
    chebi:inchikey "ODKSFYDXXFIFQN-UHFFFAOYSA-P"^^xsd:string ;
    chebi:mass "176.21700"^^xsd:string ;
    chebi:monoisotopicmass "176.12623"^^xsd:string ;
    chebi:smiles "NC(=[NH2+])NCCCC([NH3+])C(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "argininediium"^^xsd:string,
        "argininium(2+)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(1-carboxy-4-guanidiniobutyl)ammonium"^^xsd:string,
        "arginine dication"^^xsd:string,
        "H3arg(2+)"^^xsd:string ;
    oboInOwl:id "CHEBI:32697"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32702 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:4144998"^^xsd:string,
        "Gmelin:331343"^^xsd:string ;
    rdfs:label "L-tryptophanate"^^xsd:string ;
    definition: "The L-enantiomer of tryptophanate."^^xsd:string ;
    rdfs:subClassOf CHEBI:32727,
        CHEBI:59814,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:16828 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:32716 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75767 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C11H11N2O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C11H12N2O2/c12-9(11(14)15)5-7-6-13-10-4-2-1-3-8(7)10/h1-4,6,9,13H,5,12H2,(H,14,15)/p-1/t9-/m0/s1"^^xsd:string ;
    chebi:inchikey "QIVBCDIJIAJPQS-VIFPVBQESA-M"^^xsd:string ;
    chebi:mass "203.21732"^^xsd:string ;
    chebi:monoisotopicmass "203.08260"^^xsd:string ;
    chebi:smiles "N[C@@H](Cc1c[nH]c2ccccc12)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "L-tryptophanate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2S)-2-amino-3-(1H-indol-3-yl)propanoate"^^xsd:string,
        "L-tryptophan anion"^^xsd:string ;
    oboInOwl:id "CHEBI:32702"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32704 a owl:Class ;
    rdfs:label "L-tryptophanium"^^xsd:string ;
    definition: "The L-enantiomer of tryptophanium."^^xsd:string ;
    rdfs:subClassOf CHEBI:32728,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:16828 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:32717 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75767 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C11H13N2O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C11H12N2O2/c12-9(11(14)15)5-7-6-13-10-4-2-1-3-8(7)10/h1-4,6,9,13H,5,12H2,(H,14,15)/p+1/t9-/m0/s1"^^xsd:string ;
    chebi:inchikey "QIVBCDIJIAJPQS-VIFPVBQESA-O"^^xsd:string ;
    chebi:mass "205.23320"^^xsd:string ;
    chebi:monoisotopicmass "205.09715"^^xsd:string ;
    chebi:smiles "[NH3+][C@@H](Cc1c[nH]c2ccccc12)C(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "L-tryptophanium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(1S)-1-carboxy-2-(1H-indol-3-yl)ethanaminium"^^xsd:string,
        "L-tryptophan cation"^^xsd:string ;
    oboInOwl:id "CHEBI:32704"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32716 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:6847890"^^xsd:string,
        "Gmelin:331344"^^xsd:string ;
    rdfs:label "D-tryptophanate"^^xsd:string ;
    definition: "The D-enantiomer of tryptophanate."^^xsd:string ;
    rdfs:subClassOf CHEBI:32727,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:16296 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:32702 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76969 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C11H11N2O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C11H12N2O2/c12-9(11(14)15)5-7-6-13-10-4-2-1-3-8(7)10/h1-4,6,9,13H,5,12H2,(H,14,15)/p-1/t9-/m1/s1"^^xsd:string ;
    chebi:inchikey "QIVBCDIJIAJPQS-SECBINFHSA-M"^^xsd:string ;
    chebi:mass "203.21732"^^xsd:string ;
    chebi:monoisotopicmass "203.08260"^^xsd:string ;
    chebi:smiles "N[C@H](Cc1c[nH]c2ccccc12)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "D-tryptophanate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2R)-2-amino-3-(1H-indol-3-yl)propanoate"^^xsd:string,
        "D-tryptophan anion"^^xsd:string ;
    oboInOwl:id "CHEBI:32716"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32717 a owl:Class ;
    rdfs:label "D-tryptophanium"^^xsd:string ;
    definition: "The D-enantiomer of tryptophanium."^^xsd:string ;
    rdfs:subClassOf CHEBI:32728,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:16296 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:32704 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76969 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C11H13N2O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C11H12N2O2/c12-9(11(14)15)5-7-6-13-10-4-2-1-3-8(7)10/h1-4,6,9,13H,5,12H2,(H,14,15)/p+1/t9-/m1/s1"^^xsd:string ;
    chebi:inchikey "QIVBCDIJIAJPQS-SECBINFHSA-O"^^xsd:string ;
    chebi:mass "205.23320"^^xsd:string ;
    chebi:monoisotopicmass "205.09715"^^xsd:string ;
    chebi:smiles "[NH3+][C@H](Cc1c[nH]c2ccccc12)C(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "D-tryptophanium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(1R)-1-carboxy-2-(1H-indol-3-yl)ethanaminium"^^xsd:string,
        "D-tryptophan cation"^^xsd:string ;
    oboInOwl:id "CHEBI:32717"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32727 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:4144997"^^xsd:string,
        "Gmelin:331342"^^xsd:string,
        "Reaxys:4144998"^^xsd:string ;
    rdfs:label "tryptophanate"^^xsd:string ;
    definition: "An alpha-amino-acid anion that is the conjugate base of tryptophan, arising from deprotonation of the carboxy group."^^xsd:string ;
    rdfs:subClassOf CHEBI:33558,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:27897 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C11H11N2O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C11H12N2O2/c12-9(11(14)15)5-7-6-13-10-4-2-1-3-8(7)10/h1-4,6,9,13H,5,12H2,(H,14,15)/p-1"^^xsd:string ;
    chebi:inchikey "QIVBCDIJIAJPQS-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "203.21732"^^xsd:string ;
    chebi:monoisotopicmass "203.08260"^^xsd:string ;
    chebi:smiles "NC(Cc1c[nH]c2ccccc12)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "tryptophanate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-amino-3-(1H-indol-3-yl)propanoate"^^xsd:string,
        "trp(-)"^^xsd:string,
        "tryptophan anion"^^xsd:string ;
    oboInOwl:id "CHEBI:32727"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32728 a owl:Class ;
    rdfs:label "tryptophanium"^^xsd:string ;
    definition: "An alpha-amino-acid cation that is the conjugate acid of tryptophan, arising from protonation of the alpha-amino group."^^xsd:string ;
    rdfs:subClassOf CHEBI:33719,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:27897 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C11H13N2O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C11H12N2O2/c12-9(11(14)15)5-7-6-13-10-4-2-1-3-8(7)10/h1-4,6,9,13H,5,12H2,(H,14,15)/p+1"^^xsd:string ;
    chebi:inchikey "QIVBCDIJIAJPQS-UHFFFAOYSA-O"^^xsd:string ;
    chebi:mass "205.23320"^^xsd:string ;
    chebi:monoisotopicmass "205.09715"^^xsd:string ;
    chebi:smiles "[NH3+]C(Cc1c[nH]c2ccccc12)C(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "tryptophanium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-carboxy-2-(1H-indol-3-yl)ethanaminium"^^xsd:string,
        "Htrp(+)"^^xsd:string,
        "tryptophan cation"^^xsd:string ;
    oboInOwl:id "CHEBI:32728"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32760 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:4784244"^^xsd:string,
        "Gmelin:329373"^^xsd:string,
        "Reaxys:4784244"^^xsd:string ;
    rdfs:label "L-tyrosinate(1-)"^^xsd:string ;
    definition: "An optically active form of tyrosinate having L-configuration."^^xsd:string ;
    rdfs:subClassOf CHEBI:32784,
        CHEBI:59814,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:32761 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:17895 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:58315 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:32773 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78675 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C9H10NO3"^^xsd:string ;
    chebi:inchi "InChI=1S/C9H11NO3/c10-8(9(12)13)5-6-1-3-7(11)4-2-6/h1-4,8,11H,5,10H2,(H,12,13)/p-1/t8-/m0/s1"^^xsd:string ;
    chebi:inchikey "OUYCCCASQSFEME-QMMMGPOBSA-M"^^xsd:string ;
    chebi:mass "180.18064"^^xsd:string ;
    chebi:monoisotopicmass "180.06662"^^xsd:string ;
    chebi:smiles "N[C@@H](Cc1ccc(O)cc1)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "hydrogen L-tyrosinate"^^xsd:string,
        "L-tyrosinate(1-)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2S)-2-amino-3-(4-hydroxyphenyl)propanoate"^^xsd:string,
        "L-tyrosine anion"^^xsd:string,
        "L-tyrosine monoanion"^^xsd:string ;
    oboInOwl:id "CHEBI:32760"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32761 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:5339596"^^xsd:string,
        "Gmelin:364975"^^xsd:string,
        "Reaxys:5339596"^^xsd:string ;
    rdfs:label "L-tyrosinate(2-)"^^xsd:string ;
    definition: "The L-enantiomer of tyrosinate(2-)."^^xsd:string ;
    rdfs:subClassOf CHEBI:32785,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:32760 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:32774 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78675 ] ;
    chebi:charge "-2"^^xsd:string ;
    chebi:formula "C9H9NO3"^^xsd:string ;
    chebi:inchi "InChI=1S/C9H11NO3/c10-8(9(12)13)5-6-1-3-7(11)4-2-6/h1-4,8,11H,5,10H2,(H,12,13)/p-2/t8-/m0/s1"^^xsd:string ;
    chebi:inchikey "OUYCCCASQSFEME-QMMMGPOBSA-L"^^xsd:string ;
    chebi:mass "179.17270"^^xsd:string ;
    chebi:monoisotopicmass "179.05934"^^xsd:string ;
    chebi:smiles "N[C@@H](Cc1ccc([O-])cc1)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "L-tyrosinate"^^xsd:string,
        "L-tyrosinate(2-)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2S)-2-amino-3-(4-oxidophenyl)propanoate"^^xsd:string,
        "L-tyrosine dianion"^^xsd:string ;
    oboInOwl:id "CHEBI:32761"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32762 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:1150138"^^xsd:string ;
    rdfs:label "L-tyrosinium"^^xsd:string ;
    definition: "An optically active form of tyrosinium having L-configuration."^^xsd:string ;
    rdfs:subClassOf CHEBI:32786,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:17895 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:58315 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:32775 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78675 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C9H12NO3"^^xsd:string ;
    chebi:inchi "InChI=1S/C9H11NO3/c10-8(9(12)13)5-6-1-3-7(11)4-2-6/h1-4,8,11H,5,10H2,(H,12,13)/p+1/t8-/m0/s1"^^xsd:string ;
    chebi:inchikey "OUYCCCASQSFEME-QMMMGPOBSA-O"^^xsd:string ;
    chebi:mass "182.19652"^^xsd:string ;
    chebi:monoisotopicmass "182.08117"^^xsd:string ;
    chebi:smiles "[NH3+][C@@H](Cc1ccc(O)cc1)C(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "L-tyrosinium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(1S)-1-carboxy-2-(4-hydroxyphenyl)ethanaminium"^^xsd:string,
        "L-tyrosine cation"^^xsd:string ;
    oboInOwl:id "CHEBI:32762"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32773 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:1484464"^^xsd:string ;
    rdfs:label "D-tyrosinate(1-)"^^xsd:string ;
    definition: "An optically active form of tyrosinate(1-) having D-configuration."^^xsd:string ;
    rdfs:subClassOf CHEBI:32784,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:32774 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:28479 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:32760 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C9H10NO3"^^xsd:string ;
    chebi:inchi "InChI=1S/C9H11NO3/c10-8(9(12)13)5-6-1-3-7(11)4-2-6/h1-4,8,11H,5,10H2,(H,12,13)/p-1/t8-/m1/s1"^^xsd:string ;
    chebi:inchikey "OUYCCCASQSFEME-MRVPVSSYSA-M"^^xsd:string ;
    chebi:mass "180.18064"^^xsd:string ;
    chebi:monoisotopicmass "180.06662"^^xsd:string ;
    chebi:smiles "N[C@H](Cc1ccc(O)cc1)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "D-tyrosinate(1-)"^^xsd:string,
        "hydrogen D-tyrosinate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2R)-2-amino-3-(4-hydroxyphenyl)propanoate"^^xsd:string,
        "D-tyrosine monoanion"^^xsd:string ;
    oboInOwl:id "CHEBI:32773"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32774 a owl:Class ;
    rdfs:label "D-tyrosinate(2-)"^^xsd:string ;
    definition: "The D-enantiomer of tyrosinate(2-)."^^xsd:string ;
    rdfs:subClassOf CHEBI:32785,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:32773 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:32761 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ] ;
    chebi:charge "-2"^^xsd:string ;
    chebi:formula "C9H9NO3"^^xsd:string ;
    chebi:inchi "InChI=1S/C9H11NO3/c10-8(9(12)13)5-6-1-3-7(11)4-2-6/h1-4,8,11H,5,10H2,(H,12,13)/p-2/t8-/m1/s1"^^xsd:string ;
    chebi:inchikey "OUYCCCASQSFEME-MRVPVSSYSA-L"^^xsd:string ;
    chebi:mass "179.17270"^^xsd:string ;
    chebi:monoisotopicmass "179.05934"^^xsd:string ;
    chebi:smiles "N[C@H](Cc1ccc([O-])cc1)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "D-tyrosinate"^^xsd:string,
        "D-tyrosinate(2-)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2R)-2-amino-3-(4-oxidophenyl)propanoate"^^xsd:string,
        "D-tyrosine dianion"^^xsd:string ;
    oboInOwl:id "CHEBI:32774"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32775 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:364976"^^xsd:string ;
    rdfs:label "D-tyrosinium"^^xsd:string ;
    definition: "An optically active form of tyrosinium having D-configuration."^^xsd:string ;
    rdfs:subClassOf CHEBI:32786,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:28479 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:32762 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C9H12NO3"^^xsd:string ;
    chebi:inchi "InChI=1S/C9H11NO3/c10-8(9(12)13)5-6-1-3-7(11)4-2-6/h1-4,8,11H,5,10H2,(H,12,13)/p+1/t8-/m1/s1"^^xsd:string ;
    chebi:inchikey "OUYCCCASQSFEME-MRVPVSSYSA-O"^^xsd:string ;
    chebi:mass "182.19652"^^xsd:string ;
    chebi:monoisotopicmass "182.08117"^^xsd:string ;
    chebi:smiles "[NH3+][C@H](Cc1ccc(O)cc1)C(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "D-tyrosinium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(1R)-1-carboxy-2-(4-hydroxyphenyl)ethanaminium"^^xsd:string,
        "D-tyrosine cation"^^xsd:string ;
    oboInOwl:id "CHEBI:32775"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32784 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:3548387"^^xsd:string,
        "Beilstein:4139515"^^xsd:string,
        "Gmelin:329372"^^xsd:string ;
    rdfs:label "tyrosinate(1-)"^^xsd:string ;
    definition: "An alpha-amino-acid anion that is the conjugate base of tyrosine, arising from deprotonation of the carboxy group."^^xsd:string ;
    rdfs:subClassOf CHEBI:33558,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:32785 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:18186 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C9H10NO3"^^xsd:string ;
    chebi:inchi "InChI=1S/C9H11NO3/c10-8(9(12)13)5-6-1-3-7(11)4-2-6/h1-4,8,11H,5,10H2,(H,12,13)/p-1"^^xsd:string ;
    chebi:inchikey "OUYCCCASQSFEME-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "180.18064"^^xsd:string ;
    chebi:monoisotopicmass "180.06662"^^xsd:string ;
    chebi:smiles "NC(Cc1ccc(O)cc1)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "hydrogen tyrosinate"^^xsd:string,
        "tyrosinate(1-)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-amino-3-(4-hydroxyphenyl)propanoate"^^xsd:string,
        "tyrosine anion"^^xsd:string ;
    oboInOwl:id "CHEBI:32784"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32785 a owl:Class ;
    rdfs:label "tyrosinate(2-)"^^xsd:string ;
    rdfs:subClassOf CHEBI:33558,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:32784 ] ;
    chebi:charge "-2"^^xsd:string ;
    chebi:formula "C9H9NO3"^^xsd:string ;
    chebi:inchi "InChI=1S/C9H11NO3/c10-8(9(12)13)5-6-1-3-7(11)4-2-6/h1-4,8,11H,5,10H2,(H,12,13)/p-2"^^xsd:string ;
    chebi:inchikey "OUYCCCASQSFEME-UHFFFAOYSA-L"^^xsd:string ;
    chebi:mass "179.17270"^^xsd:string ;
    chebi:monoisotopicmass "179.05934"^^xsd:string ;
    chebi:smiles "NC(Cc1ccc([O-])cc1)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "tyrosinate"^^xsd:string,
        "tyrosinate(2-)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-amino-3-(4-oxidophenyl)propanoate"^^xsd:string,
        "tyrosine dianion"^^xsd:string ;
    oboInOwl:id "CHEBI:32785"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32786 a owl:Class ;
    rdfs:label "tyrosinium"^^xsd:string ;
    definition: "An alpha-amino-acid cation that is the conjugate acid of tyrosine, arising from protonation of the amino group."^^xsd:string ;
    rdfs:subClassOf CHEBI:33719,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:18186 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C9H12NO3"^^xsd:string ;
    chebi:inchi "InChI=1S/C9H11NO3/c10-8(9(12)13)5-6-1-3-7(11)4-2-6/h1-4,8,11H,5,10H2,(H,12,13)/p+1"^^xsd:string ;
    chebi:inchikey "OUYCCCASQSFEME-UHFFFAOYSA-O"^^xsd:string ;
    chebi:mass "182.19652"^^xsd:string ;
    chebi:monoisotopicmass "182.08117"^^xsd:string ;
    chebi:smiles "[NH3+]C(Cc1ccc(O)cc1)C(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "tyrosinium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-carboxy-2-(4-hydroxyphenyl)ethanaminium"^^xsd:string,
        "tyrosine cation"^^xsd:string ;
    oboInOwl:id "CHEBI:32786"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32816 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:506211"^^xsd:string,
        "CAS:127-17-3"^^xsd:string,
        "DrugBank:DB00119"^^xsd:string,
        "ECMDB:ECMDB00243"^^xsd:string,
        "Gmelin:101087"^^xsd:string,
        "HMDB:HMDB0000243"^^xsd:string,
        "KEGG:C00022"^^xsd:string,
        "KNApSAcK:C00001200"^^xsd:string,
        "LIPID_MAPS_instance:LMFA01060077"^^xsd:string,
        "MetaCyc:PYRUVATE"^^xsd:string,
        "PDBeChem:PYR"^^xsd:string,
        "PMID:11762589"^^xsd:string,
        "PMID:19260671"^^xsd:string,
        "PMID:22150460"^^xsd:string,
        "PMID:22233273"^^xsd:string,
        "PMID:22735334"^^xsd:string,
        "PMID:22770225"^^xsd:string,
        "Reaxys:506211"^^xsd:string,
        "Wikipedia:Pyruvic_acid"^^xsd:string,
        "YMDB:YMDB00175"^^xsd:string ;
    rdfs:label "pyruvic acid"^^xsd:string ;
    definition: "A 2-oxo monocarboxylic acid that is the 2-keto derivative of propionic acid. It is a metabolite obtained during glycolysis."^^xsd:string ;
    rdfs:subClassOf CHEBI:35910,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:30768 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:15361 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:23357 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78675 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C3H4O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C3H4O3/c1-2(4)3(5)6/h1H3,(H,5,6)"^^xsd:string ;
    chebi:inchikey "LCTONWCANYUPML-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "88.06206"^^xsd:string ;
    chebi:monoisotopicmass "88.01604"^^xsd:string ;
    chebi:smiles "CC(=O)C(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:8685"^^xsd:string,
        "CHEBI:26466"^^xsd:string,
        "CHEBI:45253"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-oxopropanoic acid"^^xsd:string,
        "PYRUVIC ACID"^^xsd:string,
        "Pyruvic acid"^^xsd:string,
        "pyruvic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-ketopropionic acid"^^xsd:string,
        "2-Oxopropanoic acid"^^xsd:string,
        "2-oxopropanoic acid"^^xsd:string,
        "2-Oxopropansaeure"^^xsd:string,
        "2-Oxopropionsaeure"^^xsd:string,
        "Acetylformic acid"^^xsd:string,
        "acetylformic acid"^^xsd:string,
        "acide pyruvique"^^xsd:string,
        "alpha-ketopropionic acid"^^xsd:string,
        "alpha-Oxopropionsaeure"^^xsd:string,
        "Brenztraubensaeure"^^xsd:string,
        "BTS"^^xsd:string,
        "CH3COCOOH"^^xsd:string,
        "Pyroracemic acid"^^xsd:string ;
    oboInOwl:id "CHEBI:32816"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32820 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:4376295"^^xsd:string,
        "Gmelin:464365"^^xsd:string,
        "Reaxys:4376295"^^xsd:string ;
    rdfs:label "L-threoninate"^^xsd:string ;
    definition: "An L-alpha-amino acid anion that is the conjugate base of L-threonine, arising from deprotonation of the carboxy group."^^xsd:string ;
    rdfs:subClassOf CHEBI:32832,
        CHEBI:59814,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:16857 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:32827 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C4H8NO3"^^xsd:string ;
    chebi:inchi "InChI=1S/C4H9NO3/c1-2(6)3(5)4(7)8/h2-3,6H,5H2,1H3,(H,7,8)/p-1/t2-,3+/m1/s1"^^xsd:string ;
    chebi:inchikey "AYFVYJQAPQTCCC-GBXIJSLDSA-M"^^xsd:string ;
    chebi:mass "118.11126"^^xsd:string ;
    chebi:monoisotopicmass "118.05097"^^xsd:string ;
    chebi:smiles "C[C@@H](O)[C@H](N)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "L-threoninate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2S,3R)-2-amino-3-hydroxybutanoate"^^xsd:string,
        "L-threonine anion"^^xsd:string ;
    oboInOwl:id "CHEBI:32820"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32822 a owl:Class ;
    rdfs:label "L-threoninium"^^xsd:string ;
    definition: "The L-enantiomer of threoninium."^^xsd:string ;
    rdfs:subClassOf CHEBI:32833,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:16857 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:32828 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C4H10NO3"^^xsd:string ;
    chebi:inchi "InChI=1S/C4H9NO3/c1-2(6)3(5)4(7)8/h2-3,6H,5H2,1H3,(H,7,8)/p+1/t2-,3+/m1/s1"^^xsd:string ;
    chebi:inchikey "AYFVYJQAPQTCCC-GBXIJSLDSA-O"^^xsd:string ;
    chebi:mass "120.12714"^^xsd:string ;
    chebi:monoisotopicmass "120.06552"^^xsd:string ;
    chebi:smiles "C[C@@H](O)[C@H]([NH3+])C(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "L-threoninium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(1S,2R)-1-carboxy-2-hydroxypropan-1-aminium"^^xsd:string,
        "L-threonine cation"^^xsd:string ;
    oboInOwl:id "CHEBI:32822"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32827 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:1006174"^^xsd:string ;
    rdfs:label "D-threoninate"^^xsd:string ;
    definition: "The D-enantiomer of threoninate."^^xsd:string ;
    rdfs:subClassOf CHEBI:32832,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:16398 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:32820 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C4H8NO3"^^xsd:string ;
    chebi:inchi "InChI=1S/C4H9NO3/c1-2(6)3(5)4(7)8/h2-3,6H,5H2,1H3,(H,7,8)/p-1/t2-,3+/m0/s1"^^xsd:string ;
    chebi:inchikey "AYFVYJQAPQTCCC-STHAYSLISA-M"^^xsd:string ;
    chebi:mass "118.11126"^^xsd:string ;
    chebi:monoisotopicmass "118.05097"^^xsd:string ;
    chebi:smiles "C[C@H](O)[C@@H](N)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "D-threoninate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2R,3S)-2-amino-3-hydroxybutanoate"^^xsd:string,
        "D-threonine anion"^^xsd:string ;
    oboInOwl:id "CHEBI:32827"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32828 a owl:Class ;
    rdfs:label "D-threoninium"^^xsd:string ;
    definition: "The D-enantiomer of threoninium."^^xsd:string ;
    rdfs:subClassOf CHEBI:32833,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:16398 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:32822 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C4H10NO3"^^xsd:string ;
    chebi:inchi "InChI=1S/C4H9NO3/c1-2(6)3(5)4(7)8/h2-3,6H,5H2,1H3,(H,7,8)/p+1/t2-,3+/m0/s1"^^xsd:string ;
    chebi:inchikey "AYFVYJQAPQTCCC-STHAYSLISA-O"^^xsd:string ;
    chebi:mass "120.12714"^^xsd:string ;
    chebi:monoisotopicmass "120.06552"^^xsd:string ;
    chebi:smiles "C[C@H](O)[C@@H]([NH3+])C(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "D-threoninium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(1R,2S)-1-carboxy-2-hydroxypropan-1-aminium"^^xsd:string,
        "D-threonine cation"^^xsd:string ;
    oboInOwl:id "CHEBI:32828"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32832 a owl:Class ;
    rdfs:label "threoninate"^^xsd:string ;
    rdfs:subClassOf CHEBI:33558,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:26986 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C4H8NO3"^^xsd:string ;
    chebi:mass "118.111"^^xsd:string ;
    chebi:monoisotopicmass "118.05042"^^xsd:string ;
    oboInOwl:hasExactSynonym "threoninate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "rel-(2R,3S)-2-amino-3-hydroxybutanoate"^^xsd:string,
        "threonine anion"^^xsd:string ;
    oboInOwl:id "CHEBI:32832"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32833 a owl:Class ;
    rdfs:label "threoninium"^^xsd:string ;
    rdfs:subClassOf CHEBI:33719,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:26986 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C4H10NO3"^^xsd:string ;
    chebi:mass "120.127"^^xsd:string ;
    chebi:monoisotopicmass "120.06607"^^xsd:string ;
    oboInOwl:hasExactSynonym "threoninium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "rel-(1R,2S)-1-carboxy-2-hydroxypropan-1-aminium"^^xsd:string,
        "threonine cation"^^xsd:string ;
    oboInOwl:id "CHEBI:32833"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32836 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:4372751"^^xsd:string,
        "Gmelin:324693"^^xsd:string ;
    rdfs:label "L-serinate"^^xsd:string ;
    definition: "A serinate that is the conjugate base of L-serine, obtained by deprotonation of the carboxy group."^^xsd:string ;
    rdfs:subClassOf CHEBI:32845,
        CHEBI:59814,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:17115 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:32840 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C3H6NO3"^^xsd:string ;
    chebi:inchi "InChI=1S/C3H7NO3/c4-2(1-5)3(6)7/h2,5H,1,4H2,(H,6,7)/p-1/t2-/m0/s1"^^xsd:string ;
    chebi:inchikey "MTCFGRXMJLQNBG-REOHCLBHSA-M"^^xsd:string ;
    chebi:mass "104.08468"^^xsd:string ;
    chebi:monoisotopicmass "104.03532"^^xsd:string ;
    chebi:smiles "N[C@@H](CO)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "L-serinate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2S)-2-amino-3-hydroxypropanoate"^^xsd:string,
        "L-serine anion"^^xsd:string ;
    oboInOwl:id "CHEBI:32836"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32837 a owl:Class ;
    rdfs:label "L-serinium"^^xsd:string ;
    definition: "A serinium that is the conjugate acid of L-serine, obtained by protonation of the amino group."^^xsd:string ;
    rdfs:subClassOf CHEBI:32846,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:17115 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:32841 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C3H8NO3"^^xsd:string ;
    chebi:inchi "InChI=1S/C3H7NO3/c4-2(1-5)3(6)7/h2,5H,1,4H2,(H,6,7)/p+1/t2-/m0/s1"^^xsd:string ;
    chebi:inchikey "MTCFGRXMJLQNBG-REOHCLBHSA-O"^^xsd:string ;
    chebi:mass "106.10056"^^xsd:string ;
    chebi:monoisotopicmass "106.04987"^^xsd:string ;
    chebi:smiles "[NH3+][C@@H](CO)C(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "L-serinium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(1S)-1-carboxy-2-hydroxyethanaminium"^^xsd:string,
        "L-serine cation"^^xsd:string ;
    oboInOwl:id "CHEBI:32837"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32840 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:745975"^^xsd:string ;
    rdfs:label "D-serinate"^^xsd:string ;
    definition: "The D-enantiomer of serinate."^^xsd:string ;
    rdfs:subClassOf CHEBI:32845,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:16523 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:32836 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C3H6NO3"^^xsd:string ;
    chebi:inchi "InChI=1S/C3H7NO3/c4-2(1-5)3(6)7/h2,5H,1,4H2,(H,6,7)/p-1/t2-/m1/s1"^^xsd:string ;
    chebi:inchikey "MTCFGRXMJLQNBG-UWTATZPHSA-M"^^xsd:string ;
    chebi:mass "104.08468"^^xsd:string ;
    chebi:monoisotopicmass "104.03532"^^xsd:string ;
    chebi:smiles "N[C@H](CO)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "D-serinate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2R)-2-amino-3-hydroxypropanoate"^^xsd:string,
        "D-serine anion"^^xsd:string ;
    oboInOwl:id "CHEBI:32840"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32841 a owl:Class ;
    rdfs:label "D-serinium"^^xsd:string ;
    definition: "The D-enantiomer of serinium."^^xsd:string ;
    rdfs:subClassOf CHEBI:32846,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:16523 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:32837 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C3H8NO3"^^xsd:string ;
    chebi:inchi "InChI=1S/C3H7NO3/c4-2(1-5)3(6)7/h2,5H,1,4H2,(H,6,7)/p+1/t2-/m1/s1"^^xsd:string ;
    chebi:inchikey "MTCFGRXMJLQNBG-UWTATZPHSA-O"^^xsd:string ;
    chebi:mass "106.10056"^^xsd:string ;
    chebi:monoisotopicmass "106.04987"^^xsd:string ;
    chebi:smiles "[NH3+][C@H](CO)C(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "D-serinium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(1R)-1-carboxy-2-hydroxyethanaminium"^^xsd:string,
        "D-serine cation"^^xsd:string ;
    oboInOwl:id "CHEBI:32841"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32845 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:324692"^^xsd:string ;
    rdfs:label "serinate"^^xsd:string ;
    definition: "An alpha-amino-acid anion that is the conjugate base of serine."^^xsd:string ;
    rdfs:subClassOf CHEBI:33558,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:17822 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78675 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C3H6NO3"^^xsd:string ;
    chebi:inchi "InChI=1S/C3H7NO3/c4-2(1-5)3(6)7/h2,5H,1,4H2,(H,6,7)/p-1"^^xsd:string ;
    chebi:inchikey "MTCFGRXMJLQNBG-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "104.08468"^^xsd:string ;
    chebi:monoisotopicmass "104.03532"^^xsd:string ;
    chebi:smiles "NC(CO)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "serinate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-amino-3-hydroxypropanoate"^^xsd:string,
        "serine anion"^^xsd:string ;
    oboInOwl:id "CHEBI:32845"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32846 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:1925675"^^xsd:string ;
    rdfs:label "serinium"^^xsd:string ;
    definition: "An alpha-amino-acid cation that is the conjugate acid of serine."^^xsd:string ;
    rdfs:subClassOf CHEBI:33719,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:17822 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78675 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C3H8NO3"^^xsd:string ;
    chebi:inchi "InChI=1S/C3H7NO3/c4-2(1-5)3(6)7/h2,5H,1,4H2,(H,6,7)/p+1"^^xsd:string ;
    chebi:inchikey "MTCFGRXMJLQNBG-UHFFFAOYSA-O"^^xsd:string ;
    chebi:mass "106.10056"^^xsd:string ;
    chebi:monoisotopicmass "106.04987"^^xsd:string ;
    chebi:smiles "[NH3+]C(CO)C(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "serinium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-carboxy-2-hydroxyethanaminium"^^xsd:string,
        "serine cation"^^xsd:string ;
    oboInOwl:id "CHEBI:32846"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32851 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:3933569"^^xsd:string,
        "Gmelin:325409"^^xsd:string ;
    rdfs:label "L-valinate"^^xsd:string ;
    definition: "The L-enantiomer of valinate."^^xsd:string ;
    rdfs:subClassOf CHEBI:32859,
        CHEBI:59814,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:16414 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:32855 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C5H10NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H11NO2/c1-3(2)4(6)5(7)8/h3-4H,6H2,1-2H3,(H,7,8)/p-1/t4-/m0/s1"^^xsd:string ;
    chebi:inchikey "KZSNJWFQEVHDMF-BYPYZUCNSA-M"^^xsd:string ;
    chebi:mass "116.13844"^^xsd:string ;
    chebi:monoisotopicmass "116.07170"^^xsd:string ;
    chebi:smiles "CC(C)[C@H](N)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "L-valinate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2S)-2-amino-3-methylbutanoate"^^xsd:string,
        "L-valine anion"^^xsd:string ;
    oboInOwl:id "CHEBI:32851"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32852 a owl:Class ;
    rdfs:label "L-valinium"^^xsd:string ;
    definition: "The L-enantiomer of  valinium."^^xsd:string ;
    rdfs:subClassOf CHEBI:32860,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:16414 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:32856 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C5H12NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H11NO2/c1-3(2)4(6)5(7)8/h3-4H,6H2,1-2H3,(H,7,8)/p+1/t4-/m0/s1"^^xsd:string ;
    chebi:inchikey "KZSNJWFQEVHDMF-BYPYZUCNSA-O"^^xsd:string ;
    chebi:mass "118.15432"^^xsd:string ;
    chebi:monoisotopicmass "118.08626"^^xsd:string ;
    chebi:smiles "CC(C)[C@H]([NH3+])C(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "L-valinium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(1S)-1-carboxy-2-methylpropan-1-aminium"^^xsd:string,
        "L-valine cation"^^xsd:string ;
    oboInOwl:id "CHEBI:32852"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32855 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:325408"^^xsd:string ;
    rdfs:label "D-valinate"^^xsd:string ;
    definition: "The D-enantiomer of valinate."^^xsd:string ;
    rdfs:subClassOf CHEBI:32859,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:27477 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:32851 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C5H10NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H11NO2/c1-3(2)4(6)5(7)8/h3-4H,6H2,1-2H3,(H,7,8)/p-1/t4-/m1/s1"^^xsd:string ;
    chebi:inchikey "KZSNJWFQEVHDMF-SCSAIBSYSA-M"^^xsd:string ;
    chebi:mass "116.13844"^^xsd:string ;
    chebi:monoisotopicmass "116.07170"^^xsd:string ;
    chebi:smiles "CC(C)[C@@H](N)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "D-valinate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2R)-2-amino-3-methylbutanoate"^^xsd:string,
        "D-valine anion"^^xsd:string ;
    oboInOwl:id "CHEBI:32855"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32856 a owl:Class ;
    rdfs:label "D-valinium"^^xsd:string ;
    definition: "The D-enantiomer of valinium."^^xsd:string ;
    rdfs:subClassOf CHEBI:32860,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:27477 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:32852 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C5H12NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H11NO2/c1-3(2)4(6)5(7)8/h3-4H,6H2,1-2H3,(H,7,8)/p+1/t4-/m1/s1"^^xsd:string ;
    chebi:inchikey "KZSNJWFQEVHDMF-SCSAIBSYSA-O"^^xsd:string ;
    chebi:mass "118.15432"^^xsd:string ;
    chebi:monoisotopicmass "118.08626"^^xsd:string ;
    chebi:smiles "CC(C)[C@@H]([NH3+])C(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "D-valinium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(1R)-1-carboxy-2-methylpropan-1-aminium"^^xsd:string,
        "D-valine cation"^^xsd:string ;
    oboInOwl:id "CHEBI:32856"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32859 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:49876"^^xsd:string ;
    rdfs:label "valinate"^^xsd:string ;
    rdfs:subClassOf CHEBI:33558,
        CHEBI:63471,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:27266 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C5H10NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H11NO2/c1-3(2)4(6)5(7)8/h3-4H,6H2,1-2H3,(H,7,8)/p-1"^^xsd:string ;
    chebi:inchikey "KZSNJWFQEVHDMF-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "116.13844"^^xsd:string ;
    chebi:monoisotopicmass "116.07170"^^xsd:string ;
    chebi:smiles "CC(C)C(N)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "valinate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-amino-3-methylbutanoate"^^xsd:string,
        "val(-)"^^xsd:string,
        "valine anion"^^xsd:string ;
    oboInOwl:id "CHEBI:32859"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32860 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:1651060"^^xsd:string ;
    rdfs:label "valinium"^^xsd:string ;
    rdfs:subClassOf CHEBI:33719,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:27266 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C5H12NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H11NO2/c1-3(2)4(6)5(7)8/h3-4H,6H2,1-2H3,(H,7,8)/p+1"^^xsd:string ;
    chebi:inchikey "KZSNJWFQEVHDMF-UHFFFAOYSA-O"^^xsd:string ;
    chebi:mass "118.15432"^^xsd:string ;
    chebi:monoisotopicmass "118.08626"^^xsd:string ;
    chebi:smiles "CC(C)C([NH3+])C(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "valinium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-carboxy-2-methylpropan-1-aminium"^^xsd:string,
        "H2val(+)"^^xsd:string,
        "valine cation"^^xsd:string ;
    oboInOwl:id "CHEBI:32860"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32862 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:4307988"^^xsd:string,
        "Gmelin:82610"^^xsd:string,
        "Reaxys:4307988"^^xsd:string ;
    rdfs:label "L-prolinate"^^xsd:string ;
    definition: "An optically active form of prolinate having L-configuration."^^xsd:string ;
    rdfs:subClassOf CHEBI:32871,
        CHEBI:59814,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:17203 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:32867 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C5H8NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H9NO2/c7-5(8)4-2-1-3-6-4/h4,6H,1-3H2,(H,7,8)/p-1/t4-/m0/s1"^^xsd:string ;
    chebi:inchikey "ONIBWKKTOPOVIA-BYPYZUCNSA-M"^^xsd:string ;
    chebi:mass "114.12250"^^xsd:string ;
    chebi:monoisotopicmass "114.05605"^^xsd:string ;
    chebi:smiles "[O-]C(=O)[C@@H]1CCCN1"^^xsd:string ;
    oboInOwl:hasExactSynonym "L-prolinate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2S)-pyrrolidine-2-carboxylate"^^xsd:string,
        "L-proline anion"^^xsd:string ;
    oboInOwl:id "CHEBI:32862"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32863 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C02324"^^xsd:string ;
    rdfs:label "secondary amine"^^xsd:string ;
    definition: "A compound formally derived from ammonia by replacing two hydrogen atoms by hydrocarbyl groups."^^xsd:string ;
    rdfs:subClassOf CHEBI:32952,
        CHEBI:50995,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:137419 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "HNR2"^^xsd:string ;
    chebi:mass "15.01460"^^xsd:string ;
    chebi:monoisotopicmass "15.01090"^^xsd:string ;
    chebi:smiles "[H]N([*])[*]"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:9078"^^xsd:string,
        "CHEBI:26618"^^xsd:string ;
    oboInOwl:hasExactSynonym "Secondary amine"^^xsd:string,
        "secondary amines"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "R2NH"^^xsd:string,
        "sekundaeres Amin"^^xsd:string ;
    oboInOwl:id "CHEBI:32863"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32864 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:363493"^^xsd:string ;
    rdfs:label "L-prolinium"^^xsd:string ;
    definition: "An optically active form of prolinium having L-configuration."^^xsd:string ;
    rdfs:subClassOf CHEBI:32872,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:17203 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:32868 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C5H10NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H9NO2/c7-5(8)4-2-1-3-6-4/h4,6H,1-3H2,(H,7,8)/p+1/t4-/m0/s1"^^xsd:string ;
    chebi:inchikey "ONIBWKKTOPOVIA-BYPYZUCNSA-O"^^xsd:string ;
    chebi:mass "116.13840"^^xsd:string ;
    chebi:monoisotopicmass "116.07060"^^xsd:string ;
    chebi:smiles "OC(=O)[C@@H]1CCC[NH2+]1"^^xsd:string ;
    oboInOwl:hasExactSynonym "L-prolinium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2S)-2-carboxypyrrolidinium"^^xsd:string,
        "L-proline cation"^^xsd:string ;
    oboInOwl:id "CHEBI:32864"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32866 a owl:Class ;
    rdfs:label "L-prolino group"^^xsd:string ;
    rdfs:subClassOf CHEBI:32873,
        CHEBI:33717,
        CHEBI:83228,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:32870 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_substituent_group_from ;
            owl:someValuesFrom CHEBI:17203 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5H8NO2"^^xsd:string ;
    chebi:mass "114.12250"^^xsd:string ;
    chebi:monoisotopicmass "114.05550"^^xsd:string ;
    chebi:smiles "O=C(O)[C@@H]1CCCN1*"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2S)-2-carboxypyrrolidin-1-yl"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "-Pro"^^xsd:string,
        "L-prolino"^^xsd:string ;
    oboInOwl:id "CHEBI:32866"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32867 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:533350"^^xsd:string ;
    rdfs:label "D-prolinate"^^xsd:string ;
    definition: "An optically active form of prolinate having D-configuration."^^xsd:string ;
    rdfs:subClassOf CHEBI:32871,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:16313 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:32862 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C5H8NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H9NO2/c7-5(8)4-2-1-3-6-4/h4,6H,1-3H2,(H,7,8)/p-1/t4-/m1/s1"^^xsd:string ;
    chebi:inchikey "ONIBWKKTOPOVIA-SCSAIBSYSA-M"^^xsd:string ;
    chebi:mass "114.12250"^^xsd:string ;
    chebi:monoisotopicmass "114.05605"^^xsd:string ;
    chebi:smiles "[O-]C(=O)[C@H]1CCCN1"^^xsd:string ;
    oboInOwl:hasExactSynonym "D-prolinate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2R)-pyrrolidine-2-carboxylate"^^xsd:string,
        "D-proline anion"^^xsd:string ;
    oboInOwl:id "CHEBI:32867"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32868 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:363492"^^xsd:string ;
    rdfs:label "D-prolinium"^^xsd:string ;
    definition: "An optically active form of prolinium having D-configuration."^^xsd:string ;
    rdfs:subClassOf CHEBI:32872,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:16313 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:32864 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C5H10NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H9NO2/c7-5(8)4-2-1-3-6-4/h4,6H,1-3H2,(H,7,8)/p+1/t4-/m1/s1"^^xsd:string ;
    chebi:inchikey "ONIBWKKTOPOVIA-SCSAIBSYSA-O"^^xsd:string ;
    chebi:mass "116.13840"^^xsd:string ;
    chebi:monoisotopicmass "116.07060"^^xsd:string ;
    chebi:smiles "OC(=O)[C@H]1CCC[NH2+]1"^^xsd:string ;
    oboInOwl:hasExactSynonym "D-prolinium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2R)-2-carboxypyrrolidinium"^^xsd:string,
        "D-proline cation"^^xsd:string ;
    oboInOwl:id "CHEBI:32868"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32870 a owl:Class ;
    rdfs:label "D-prolino group"^^xsd:string ;
    rdfs:subClassOf CHEBI:32873,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:32866 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_substituent_group_from ;
            owl:someValuesFrom CHEBI:16313 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5H8NO2"^^xsd:string ;
    chebi:mass "114.12250"^^xsd:string ;
    chebi:monoisotopicmass "114.05550"^^xsd:string ;
    chebi:smiles "O=C(O)[C@H]1CCCN1*"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2R)-2-carboxypyrrolidin-1-yl"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "-D-Pro"^^xsd:string,
        "D-prolino"^^xsd:string ;
    oboInOwl:id "CHEBI:32870"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32871 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:5387795"^^xsd:string,
        "Gmelin:50151"^^xsd:string,
        "Reaxys:5387795"^^xsd:string ;
    rdfs:label "prolinate"^^xsd:string ;
    definition: "An alpha-amino-acid anion that is the conjugate base of proline, arising from deprotonation of the carboxy group."^^xsd:string ;
    rdfs:subClassOf CHEBI:33558,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:26271 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C5H8NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H9NO2/c7-5(8)4-2-1-3-6-4/h4,6H,1-3H2,(H,7,8)/p-1"^^xsd:string ;
    chebi:inchikey "ONIBWKKTOPOVIA-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "114.12256"^^xsd:string ;
    chebi:monoisotopicmass "114.05605"^^xsd:string ;
    chebi:smiles "[O-]C(=O)C1CCCN1"^^xsd:string ;
    oboInOwl:hasExactSynonym "prolinate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "pro(-)"^^xsd:string,
        "proline anion"^^xsd:string,
        "pyrrolidine-2-carboxylate"^^xsd:string ;
    oboInOwl:id "CHEBI:32871"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32872 a owl:Class ;
    rdfs:label "prolinium"^^xsd:string ;
    definition: "An alpha-amino-acid cation that is the conjugate acid of proline, arising from protonation of the amino group."^^xsd:string ;
    rdfs:subClassOf CHEBI:33719,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:26271 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C5H10NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H9NO2/c7-5(8)4-2-1-3-6-4/h4,6H,1-3H2,(H,7,8)/p+1"^^xsd:string ;
    chebi:inchikey "ONIBWKKTOPOVIA-UHFFFAOYSA-O"^^xsd:string ;
    chebi:mass "116.13840"^^xsd:string ;
    chebi:monoisotopicmass "116.07060"^^xsd:string ;
    chebi:smiles "OC(=O)C1CCC[NH2+]1"^^xsd:string ;
    oboInOwl:hasExactSynonym "prolinium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-carboxypyrrolidinium"^^xsd:string,
        "H2pro(+)"^^xsd:string,
        "proline cation"^^xsd:string ;
    oboInOwl:id "CHEBI:32872"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32873 a owl:Class ;
    rdfs:label "prolino group"^^xsd:string ;
    rdfs:subClassOf CHEBI:24433,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_substituent_group_from ;
            owl:someValuesFrom CHEBI:26271 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5H8NO2"^^xsd:string ;
    chebi:mass "114.12256"^^xsd:string ;
    chebi:monoisotopicmass "114.05550"^^xsd:string ;
    chebi:smiles "O=C(O)C1CCCN1*"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-carboxypyrrolidin-1-yl"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "prolino"^^xsd:string ;
    oboInOwl:id "CHEBI:32873"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32876 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C02196"^^xsd:string ;
    rdfs:label "tertiary amine"^^xsd:string ;
    definition: "A compound formally derived from ammonia by replacing three hydrogen atoms by hydrocarbyl groups."^^xsd:string ;
    rdfs:subClassOf CHEBI:32952,
        CHEBI:50996 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "NR3"^^xsd:string ;
    chebi:mass "14.00670"^^xsd:string ;
    chebi:monoisotopicmass "14.00307"^^xsd:string ;
    chebi:smiles "[*]N([*])[*]"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:9458"^^xsd:string,
        "CHEBI:26879"^^xsd:string ;
    oboInOwl:hasExactSynonym "Tertiary amine"^^xsd:string,
        "tertiary amines"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "R3N"^^xsd:string,
        "tertiaeres Amin"^^xsd:string ;
    oboInOwl:id "CHEBI:32876"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32877 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C00375"^^xsd:string,
        "KEGG:C00893"^^xsd:string,
        "KEGG:C02580"^^xsd:string ;
    rdfs:label "primary amine"^^xsd:string ;
    definition: "A compound formally derived from ammonia by replacing one hydrogen atom by a hydrocarbyl group."^^xsd:string ;
    rdfs:subClassOf CHEBI:32952,
        CHEBI:50994 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "H2NR"^^xsd:string ;
    chebi:mass "16.02260"^^xsd:string ;
    chebi:monoisotopicmass "16.01872"^^xsd:string ;
    chebi:smiles "N[*]"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:8407"^^xsd:string,
        "CHEBI:8409"^^xsd:string,
        "CHEBI:26263"^^xsd:string,
        "CHEBI:26265"^^xsd:string ;
    oboInOwl:hasExactSynonym "Primary amine"^^xsd:string,
        "primary amines"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "primaeres Amin"^^xsd:string,
        "Primary monoamine"^^xsd:string,
        "R-NH2"^^xsd:string,
        "RCH2NH2"^^xsd:string ;
    oboInOwl:id "CHEBI:32877"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32878 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C01372"^^xsd:string ;
    rdfs:label "alkene"^^xsd:string ;
    definition: "An acyclic branched or unbranched hydrocarbon having one carbon-carbon double bond and the general formula CnH2n. Acyclic branched or unbranched hydrocarbons having more than one double bond are alkadienes, alkatrienes, etc."^^xsd:string ;
    rdfs:subClassOf CHEBI:33645 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C2H2R2"^^xsd:string ;
    chebi:mass "26.037"^^xsd:string ;
    chebi:monoisotopicmass "26.01565"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:2581"^^xsd:string,
        "CHEBI:22320"^^xsd:string ;
    oboInOwl:hasExactSynonym "Alkene"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "alkenes"^^xsd:string,
        "olefin"^^xsd:string ;
    oboInOwl:id "CHEBI:32878"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32879 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1730718"^^xsd:string,
        "CAS:74-98-6"^^xsd:string,
        "Gmelin:25044"^^xsd:string ;
    rdfs:label "propane"^^xsd:string ;
    rdfs:subClassOf CHEBI:18310,
        CHEBI:138675,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78017 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C3H8"^^xsd:string ;
    chebi:inchi "InChI=1S/C3H8/c1-3-2/h3H2,1-2H3"^^xsd:string ;
    chebi:inchikey "ATUOYWHBWRKTHZ-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "44.09562"^^xsd:string ;
    chebi:monoisotopicmass "44.06260"^^xsd:string ;
    chebi:smiles "CCC"^^xsd:string ;
    oboInOwl:hasExactSynonym "propane"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "CH3-CH2-CH3"^^xsd:string,
        "E944"^^xsd:string,
        "Propan"^^xsd:string ;
    oboInOwl:id "CHEBI:32879"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32952 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C00706"^^xsd:string ;
    rdfs:label "amine"^^xsd:string ;
    definition: "A compound formally derived from ammonia by replacing one, two or three hydrogen atoms by hydrocarbyl groups."^^xsd:string ;
    rdfs:subClassOf CHEBI:50047 ;
    oboInOwl:hasAlternativeId "CHEBI:2641"^^xsd:string,
        "CHEBI:13814"^^xsd:string,
        "CHEBI:22474"^^xsd:string ;
    oboInOwl:hasExactSynonym "Amine"^^xsd:string,
        "amines"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Amin"^^xsd:string,
        "Substituted amine"^^xsd:string ;
    oboInOwl:id "CHEBI:32952"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32955 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C00722"^^xsd:string,
        "PMID:10891060"^^xsd:string,
        "Wikipedia:Epoxide"^^xsd:string ;
    rdfs:label "epoxide"^^xsd:string ;
    definition: "Any cyclic ether in which the oxygen atom forms part of a 3-membered ring."^^xsd:string ;
    rdfs:subClassOf CHEBI:37407,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:27561 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C2OR4"^^xsd:string ;
    chebi:mass "40.02080"^^xsd:string ;
    chebi:monoisotopicmass "39.99491"^^xsd:string ;
    chebi:smiles "[*]C1([*])OC1([*])[*]"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:4812"^^xsd:string,
        "CHEBI:13828"^^xsd:string,
        "CHEBI:23930"^^xsd:string ;
    oboInOwl:hasExactSynonym "Epoxide"^^xsd:string,
        "epoxides"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Alkene oxide"^^xsd:string,
        "an epoxide"^^xsd:string,
        "epoxides"^^xsd:string,
        "Olefin oxide"^^xsd:string ;
    oboInOwl:id "CHEBI:32955"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32964 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:1242186"^^xsd:string ;
    rdfs:label "ornithinate"^^xsd:string ;
    rdfs:subClassOf CHEBI:33558,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:31011 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:18257 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C5H11N2O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H12N2O2/c6-3-1-2-4(7)5(8)9/h4H,1-3,6-7H2,(H,8,9)/p-1"^^xsd:string ;
    chebi:inchikey "AHLPHDHHMVZTML-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "131.15312"^^xsd:string ;
    chebi:monoisotopicmass "131.08260"^^xsd:string ;
    chebi:smiles "NCCCC(N)C([O-])=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:11448"^^xsd:string,
        "CHEBI:19370"^^xsd:string ;
    oboInOwl:hasExactSynonym "2,5-diaminopentanoate"^^xsd:string,
        "ornithinate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "ornithine anion"^^xsd:string ;
    oboInOwl:id "CHEBI:32964"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:32988 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C00241"^^xsd:string ;
    rdfs:label "amide"^^xsd:string ;
    definition: "An amide is a derivative of an oxoacid RkE(=O)l(OH)m (l =/= 0) in which an acidic hydroxy group has been replaced by an amino or substituted amino group."^^xsd:string ;
    rdfs:subClassOf CHEBI:51143 ;
    oboInOwl:hasAlternativeId "CHEBI:2633"^^xsd:string,
        "CHEBI:22473"^^xsd:string ;
    oboInOwl:hasExactSynonym "Amide"^^xsd:string,
        "amides"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:32988"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33127 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:4148387"^^xsd:string,
        "Gmelin:332468"^^xsd:string ;
    rdfs:label "sulfadiazinate"^^xsd:string ;
    rdfs:subClassOf CHEBI:50335,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:9328 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C10H9N4O2S"^^xsd:string ;
    chebi:inchi "InChI=1S/C10H9N4O2S/c11-8-2-4-9(5-3-8)17(15,16)14-10-12-6-1-7-13-10/h1-7H,11H2/q-1"^^xsd:string ;
    chebi:inchikey "SEJJCMKIFGUACV-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "249.26900"^^xsd:string ;
    chebi:monoisotopicmass "249.04517"^^xsd:string ;
    chebi:smiles "Nc1ccc(cc1)S(=O)(=O)[N-]c1ncccn1"^^xsd:string ;
    oboInOwl:hasExactSynonym "[(4-aminophenyl)sulfonyl](pyrimidin-2-yl)azanide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:33127"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33140 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1560992"^^xsd:string,
        "Beilstein:6917432"^^xsd:string,
        "Gmelin:323116"^^xsd:string ;
    rdfs:label "pyrazolium"^^xsd:string ;
    rdfs:subClassOf CHEBI:38179,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:17241 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C3H5N2"^^xsd:string ;
    chebi:inchi "InChI=1S/C3H4N2/c1-2-4-5-3-1/h1-3H,(H,4,5)/p+1"^^xsd:string ;
    chebi:inchikey "WTKZEGDFNFYCGP-UHFFFAOYSA-O"^^xsd:string ;
    chebi:mass "69.08528"^^xsd:string ;
    chebi:monoisotopicmass "69.04472"^^xsd:string ;
    chebi:smiles "c1c[nH][nH+]c1"^^xsd:string ;
    oboInOwl:hasExactSynonym "1H-pyrazol-2-ium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "H2pz(+)"^^xsd:string ;
    oboInOwl:id "CHEBI:33140"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33145 a owl:Class ;
    rdfs:label "boron oxoacid"^^xsd:string ;
    rdfs:subClassOf CHEBI:22916,
        CHEBI:24833 ;
    oboInOwl:hasExactSynonym "boron oxoacid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "boron oxoacids"^^xsd:string,
        "oxoacids of boron"^^xsd:string ;
    oboInOwl:id "CHEBI:33145"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33173 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:3904522"^^xsd:string,
        "Gmelin:326519"^^xsd:string ;
    rdfs:label "benzimidazolide"^^xsd:string ;
    rdfs:subClassOf CHEBI:50335,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:41275 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C7H5N2"^^xsd:string ;
    chebi:inchi "InChI=1S/C7H5N2/c1-2-4-7-6(3-1)8-5-9-7/h1-5H/q-1"^^xsd:string ;
    chebi:inchikey "KLTWGRFNJPLFDA-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "117.12808"^^xsd:string ;
    chebi:monoisotopicmass "117.04582"^^xsd:string ;
    chebi:smiles "c1ccc2[n-]cnc2c1"^^xsd:string ;
    oboInOwl:hasExactSynonym "benzimidazol-1-ide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "bim"^^xsd:string,
        "bzim"^^xsd:string ;
    oboInOwl:id "CHEBI:33173"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33224 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:116150"^^xsd:string,
        "CAS:493-08-3"^^xsd:string,
        "Gmelin:122981"^^xsd:string,
        "Reaxys:116150"^^xsd:string ;
    rdfs:label "chromane"^^xsd:string ;
    definition: "A benzopyran consisting of a pyran ring having a benzene ring ortho-fused across positions 2 and 3."^^xsd:string ;
    rdfs:subClassOf CHEBI:23230 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C9H10O"^^xsd:string ;
    chebi:inchi "InChI=1S/C9H10O/c1-2-6-9-8(4-1)5-3-7-10-9/h1-2,4,6H,3,5,7H2"^^xsd:string ;
    chebi:inchikey "VZWXIQHBIQLMPN-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "134.17510"^^xsd:string ;
    chebi:monoisotopicmass "134.07316"^^xsd:string ;
    chebi:smiles "C1COc2ccccc2C1"^^xsd:string ;
    oboInOwl:hasExactSynonym "3,4-dihydro-2H-chromene"^^xsd:string,
        "chromane"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3,4-dihydro-2H-1-benzopyran"^^xsd:string,
        "3,4-dihydrobenzo[b]pyran"^^xsd:string,
        "Chroman"^^xsd:string ;
    oboInOwl:id "CHEBI:33224"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33227 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:741973"^^xsd:string,
        "CAS:104-54-1"^^xsd:string,
        "CAS:4407-36-7"^^xsd:string,
        "Gmelin:261108"^^xsd:string,
        "HMDB:HMDB0029698"^^xsd:string,
        "KEGG:C02394"^^xsd:string,
        "MetaCyc:CINNAMYL-ALC"^^xsd:string,
        "PMID:20431333"^^xsd:string,
        "PMID:20940038"^^xsd:string,
        "Reaxys:741973"^^xsd:string,
        "Wikipedia:Cinnamyl_alcohol"^^xsd:string ;
    rdfs:label "(E)-cinnamyl alcohol"^^xsd:string ;
    definition: "The E (trans) stereoisomer of cinnamyl alcohol."^^xsd:string ;
    rdfs:subClassOf CHEBI:17177 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C9H10O"^^xsd:string ;
    chebi:inchi "InChI=1S/C9H10O/c10-8-4-7-9-5-2-1-3-6-9/h1-7,10H,8H2/b7-4+"^^xsd:string ;
    chebi:inchikey "OOCCDEMITAIZTP-QPJJXVBHSA-N"^^xsd:string ;
    chebi:mass "134.17510"^^xsd:string ;
    chebi:monoisotopicmass "134.07316"^^xsd:string ;
    chebi:smiles "OC\\C=C\\c1ccccc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2E)-3-phenylprop-2-en-1-ol"^^xsd:string,
        "(E)-cinnamyl alcohol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3-Phenyl-2-propen-1-ol"^^xsd:string,
        "(E)-3-phenyl-2-propen-1-ol"^^xsd:string,
        "Styrylcarbinol"^^xsd:string ;
    oboInOwl:id "CHEBI:33227"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33229 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Vitamin"^^xsd:string ;
    rdfs:label "vitamin (role)"^^xsd:string ;
    definition: "A biochemical role played by any micronutrient that is an organic compound. Vitamins are present in foods in small amounts and are essential to normal metabolism and biochemical functions, usually as coenzymes. The term \"vitamines\" (from vita + amines) was coined in 1912 by Casimir Funk, who believed that these compounds were amines."^^xsd:string ;
    rdfs:subClassOf CHEBI:27027,
        CHEBI:52206 ;
    oboInOwl:hasAlternativeId "CHEBI:10004"^^xsd:string,
        "CHEBI:27305"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "vitamin"^^xsd:string,
        "vitamina"^^xsd:string,
        "vitaminas"^^xsd:string,
        "vitamine"^^xsd:string,
        "vitamines"^^xsd:string,
        "vitamins"^^xsd:string,
        "vitaminum"^^xsd:string ;
    oboInOwl:id "CHEBI:33229"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33231 a owl:Class ;
    rdfs:label "antitubercular agent"^^xsd:string ;
    definition: "A substance that kills or slows the growth of Mycobacterium tuberculosis and is used in the treatment of tuberculosis."^^xsd:string ;
    rdfs:subClassOf CHEBI:64912 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "antitubercular"^^xsd:string,
        "antitubercular agents"^^xsd:string,
        "antitubercular drug"^^xsd:string,
        "antitubercular drugs"^^xsd:string,
        "tuberculostatic agent"^^xsd:string ;
    oboInOwl:id "CHEBI:33231"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33232 a owl:Class ;
    rdfs:label "application"^^xsd:string ;
    definition: "Intended use of the molecular entity or part thereof by humans."^^xsd:string ;
    rdfs:subClassOf CHEBI:50906 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:33232"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33233 a owl:Class ;
    rdfs:label "fundamental particle"^^xsd:string ;
    definition: "A particle not known to have substructure."^^xsd:string ;
    rdfs:subClassOf CHEBI:36342 ;
    oboInOwl:hasExactSynonym "elementary particle"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "elementary particles"^^xsd:string ;
    oboInOwl:id "CHEBI:33233"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33234 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:Vitamin-E"^^xsd:string,
        "PMID:7898412"^^xsd:string,
        "PMID:7901680"^^xsd:string,
        "PMID:33684201"^^xsd:string,
        "PMID:33847203"^^xsd:string,
        "PMID:33896432"^^xsd:string,
        "PMID:34277234"^^xsd:string,
        "PMID:34278890"^^xsd:string,
        "Wikipedia:Vitamin_E"^^xsd:string ;
    rdfs:label "vitamin E"^^xsd:string ;
    definition: "Any member of a group of fat-soluble chromanols  that exhibit biological activity against vitamin E deficiency. The vitamers in this class consists of a chroman-6-ol core which is substituted at position 2 by a methyl group and (also at position 2) either a saturated or a triply-unsaturated hydrocarbon chain consisting of three isoprenoid units. The major function of vitamin E is to act as a natural antioxidant by scavenging free radicals and molecular oxygen."^^xsd:string ;
    rdfs:subClassOf CHEBI:23229,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:78631 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:22586 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:24020 ] ;
    oboInOwl:hasExactSynonym "vitamin E"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "vitamin E vitamer"^^xsd:string,
        "vitamin E vitamers"^^xsd:string,
        "vitamin-E"^^xsd:string,
        "vitamins E"^^xsd:string ;
    oboInOwl:id "CHEBI:33234"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33238 a owl:Class ;
    rdfs:label "monoatomic entity"^^xsd:string ;
    definition: "A monoatomic entity is a molecular entity consisting of a single atom."^^xsd:string ;
    rdfs:subClassOf CHEBI:33259 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "atomic entity"^^xsd:string,
        "monoatomic entities"^^xsd:string ;
    oboInOwl:id "CHEBI:33238"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33240 a owl:Class ;
    rdfs:label "coordination entity"^^xsd:string ;
    definition: "An assembly consisting of a central atom (usually metallic) to which is attached a surrounding array of other groups of atoms (ligands)."^^xsd:string ;
    rdfs:subClassOf CHEBI:37577 ;
    oboInOwl:hasExactSynonym "coordination entities"^^xsd:string,
        "coordination entity"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "coordination compounds"^^xsd:string ;
    oboInOwl:id "CHEBI:33240"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33241 a owl:Class ;
    rdfs:label "oxoacid derivative"^^xsd:string ;
    rdfs:subClassOf CHEBI:37577,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:24833 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "oxoacid derivatives"^^xsd:string ;
    oboInOwl:id "CHEBI:33241"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33242 a owl:Class ;
    rdfs:label "inorganic hydride"^^xsd:string ;
    rdfs:subClassOf CHEBI:24835,
        CHEBI:33692 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "inorganic hydrides"^^xsd:string ;
    oboInOwl:id "CHEBI:33242"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33244 a owl:Class ;
    owl:deprecated true ;
    replacedBy: CHEBI:50860 ;
    obsReason: termsMerged: .

CHEBI:33245 a owl:Class ;
    rdfs:label "organic fundamental parent"^^xsd:string ;
    definition: "An organic fundamental parent is a structure used as a basis for substitutive names in organic nomenclature, containing, in addition to one or more hydrogen atoms, a single atom of an element, a number of atoms (alike or different) linked together to form an unbranched chain, a monocyclic or polycyclic ring system, or a ring assembly or ring/chain system."^^xsd:string ;
    rdfs:subClassOf CHEBI:37175,
        CHEBI:50860 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "organic fundamental parents"^^xsd:string,
        "organic parent hydrides"^^xsd:string ;
    oboInOwl:id "CHEBI:33245"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33246 a owl:Class ;
    rdfs:label "inorganic group"^^xsd:string ;
    definition: "Any substituent group which does not contain carbon."^^xsd:string ;
    rdfs:subClassOf CHEBI:24433 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "inorganic groups"^^xsd:string ;
    oboInOwl:id "CHEBI:33246"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33247 a owl:Class ;
    rdfs:label "organic group"^^xsd:string ;
    definition: "Any substituent group or skeleton containing carbon."^^xsd:string ;
    rdfs:subClassOf CHEBI:24433,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_substituent_group_from ;
            owl:someValuesFrom CHEBI:50860 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "organic groups"^^xsd:string ;
    oboInOwl:id "CHEBI:33247"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33248 a owl:Class ;
    rdfs:label "hydrocarbyl group"^^xsd:string ;
    definition: "A univalent group formed by removing a hydrogen atom from a hydrocarbon."^^xsd:string ;
    rdfs:subClassOf CHEBI:33249,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_substituent_group_from ;
            owl:someValuesFrom CHEBI:24632 ] ;
    oboInOwl:hasExactSynonym "hydrocarbyl group"^^xsd:string,
        "hydrocarbyl groups"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "groupe hydrocarbyle"^^xsd:string,
        "grupo hidrocarbilo"^^xsd:string,
        "grupos hidrocarbilo"^^xsd:string ;
    oboInOwl:id "CHEBI:33248"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33249 a owl:Class ;
    rdfs:label "organyl group"^^xsd:string ;
    definition: "Any organic substituent group, regardless of functional type, having one free valence at a carbon atom."^^xsd:string ;
    rdfs:subClassOf CHEBI:51447 ;
    oboInOwl:hasExactSynonym "organyl group"^^xsd:string,
        "organyl groups"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "groupe organyle"^^xsd:string,
        "grupo organilo"^^xsd:string,
        "grupos organilo"^^xsd:string ;
    oboInOwl:id "CHEBI:33249"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33250 a owl:Class ;
    rdfs:label "atom"^^xsd:string ;
    definition: "A chemical entity constituting the smallest component of an element having the chemical properties of the element."^^xsd:string ;
    rdfs:subClassOf CHEBI:24431,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:10545 ],
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:33252 ] ;
    oboInOwl:hasAlternativeId "CHEBI:22671"^^xsd:string,
        "CHEBI:23907"^^xsd:string ;
    oboInOwl:hasExactSynonym "atom"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "atome"^^xsd:string,
        "atomo"^^xsd:string,
        "atoms"^^xsd:string,
        "atomus"^^xsd:string,
        "element"^^xsd:string,
        "elements"^^xsd:string ;
    oboInOwl:id "CHEBI:33250"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33251 a owl:Class ;
    rdfs:label "monoatomic hydrogen"^^xsd:string ;
    rdfs:subClassOf CHEBI:33238,
        CHEBI:33260 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "H"^^xsd:string ;
    chebi:inchi "InChI=1S/H"^^xsd:string ;
    chebi:inchikey "YZCKVEUIGOORGS-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "1.00794"^^xsd:string ;
    chebi:monoisotopicmass "1.00783"^^xsd:string ;
    chebi:smiles "[H]"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "atomic hydrogen"^^xsd:string ;
    oboInOwl:id "CHEBI:33251"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33252 a owl:Class ;
    rdfs:label "atomic nucleus"^^xsd:string ;
    definition: "A nucleus is the positively charged central portion of an atom, excluding the orbital electrons."^^xsd:string ;
    rdfs:subClassOf CHEBI:36347,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:33253 ] ;
    oboInOwl:hasExactSynonym "nucleus"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Atomkern"^^xsd:string,
        "Kern"^^xsd:string,
        "noyau"^^xsd:string,
        "noyau atomique"^^xsd:string,
        "nuclei"^^xsd:string,
        "nucleo"^^xsd:string,
        "nucleo atomico"^^xsd:string,
        "nucleus atomi"^^xsd:string ;
    oboInOwl:id "CHEBI:33252"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33253 a owl:Class ;
    rdfs:label "nucleon"^^xsd:string ;
    definition: "Heavy nuclear particle: proton or neutron."^^xsd:string ;
    rdfs:subClassOf CHEBI:36339,
        CHEBI:36347 ;
    oboInOwl:hasExactSynonym "nucleon"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "nucleons"^^xsd:string,
        "Nukleon"^^xsd:string,
        "Nukleonen"^^xsd:string ;
    oboInOwl:id "CHEBI:33253"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33256 a owl:Class ;
    rdfs:label "primary amide"^^xsd:string ;
    definition: "A derivative of an oxoacid RkE(=O)l(OH)m (l =/= 0) in which an acidic hydroxy group has been replaced by an amino or substituted amino group."^^xsd:string ;
    rdfs:subClassOf CHEBI:32988 ;
    oboInOwl:hasExactSynonym "primary amide"^^xsd:string,
        "primary amides"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:33256"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33257 a owl:Class ;
    rdfs:label "secondary amide"^^xsd:string ;
    definition: "A derivative of two oxoacids RkE(=O)l(OH)m (l =/= 0) in which two acyl groups are attached to the amino or substituted amino group."^^xsd:string ;
    rdfs:subClassOf CHEBI:32988 ;
    oboInOwl:hasExactSynonym "secondary amide"^^xsd:string,
        "secondary amides"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:33257"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33259 a owl:Class ;
    rdfs:label "elemental molecular entity"^^xsd:string ;
    definition: "A molecular entity all atoms of which have the same atomic number."^^xsd:string ;
    rdfs:subClassOf CHEBI:23367 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "homoatomic entity"^^xsd:string,
        "homoatomic molecular entities"^^xsd:string,
        "homoatomic molecular entity"^^xsd:string ;
    oboInOwl:id "CHEBI:33259"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33260 a owl:Class ;
    rdfs:label "elemental hydrogen"^^xsd:string ;
    rdfs:subClassOf CHEBI:24835,
        CHEBI:33259,
        CHEBI:33608 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:33260"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33261 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Organosulfur_compounds"^^xsd:string ;
    rdfs:label "organosulfur compound"^^xsd:string ;
    definition: "An organosulfur compound is a compound containing at least one carbon-sulfur bond."^^xsd:string ;
    rdfs:subClassOf CHEBI:26835,
        CHEBI:36962 ;
    oboInOwl:hasAlternativeId "CHEBI:23010"^^xsd:string,
        "CHEBI:25714"^^xsd:string ;
    oboInOwl:hasExactSynonym "organosulfur compound"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "organosulfur compounds"^^xsd:string ;
    oboInOwl:id "CHEBI:33261"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33262 a owl:Class ;
    rdfs:label "elemental oxygen"^^xsd:string ;
    rdfs:subClassOf CHEBI:24835,
        CHEBI:25806,
        CHEBI:33259 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:33262"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33263 a owl:Class ;
    rdfs:label "diatomic oxygen"^^xsd:string ;
    rdfs:subClassOf CHEBI:33262 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "O2"^^xsd:string ;
    chebi:mass "31.999"^^xsd:string ;
    chebi:monoisotopicmass "31.98983"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:33263"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33266 a owl:Class ;
    rdfs:label "diatomic nitrogen"^^xsd:string ;
    rdfs:subClassOf CHEBI:33267 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "N2"^^xsd:string ;
    chebi:mass "28.013"^^xsd:string ;
    chebi:monoisotopicmass "28.00615"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:33266"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33267 a owl:Class ;
    rdfs:label "elemental nitrogen"^^xsd:string ;
    rdfs:subClassOf CHEBI:33465,
        CHEBI:51143 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:33267"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33273 a owl:Class ;
    rdfs:label "polyatomic anion"^^xsd:string ;
    definition: "An anion consisting of more than one atom."^^xsd:string ;
    rdfs:subClassOf CHEBI:22563,
        CHEBI:36358 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "polyatomic anions"^^xsd:string ;
    oboInOwl:id "CHEBI:33273"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33280 a owl:Class ;
    rdfs:label "molecular messenger"^^xsd:string ;
    rdfs:subClassOf CHEBI:24432 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "chemical messenger"^^xsd:string ;
    oboInOwl:id "CHEBI:33280"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33281 a owl:Class ;
    oboInOwl:hasDbXref "PMID:12964249"^^xsd:string,
        "PMID:22117953"^^xsd:string,
        "PMID:22439833"^^xsd:string,
        "PMID:22849268"^^xsd:string,
        "PMID:22849276"^^xsd:string,
        "PMID:22958833"^^xsd:string ;
    rdfs:label "antimicrobial agent"^^xsd:string ;
    definition: "A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans."^^xsd:string ;
    rdfs:subClassOf CHEBI:24432 ;
    oboInOwl:hasAlternativeId "CHEBI:22582"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "antibiotic"^^xsd:string,
        "antibiotics"^^xsd:string,
        "Antibiotika"^^xsd:string,
        "Antibiotikum"^^xsd:string,
        "antibiotique"^^xsd:string,
        "antimicrobial"^^xsd:string,
        "antimicrobial agents"^^xsd:string,
        "antimicrobials"^^xsd:string,
        "microbicide"^^xsd:string,
        "microbicides"^^xsd:string ;
    oboInOwl:id "CHEBI:33281"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33282 a owl:Class ;
    rdfs:label "antibacterial agent"^^xsd:string ;
    definition: "A substance (or active part thereof) that kills or slows the growth of bacteria."^^xsd:string ;
    rdfs:subClassOf CHEBI:33281 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "antibacterial agents"^^xsd:string,
        "antibacterials"^^xsd:string,
        "bactericide"^^xsd:string,
        "bactericides"^^xsd:string ;
    oboInOwl:id "CHEBI:33282"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33284 a owl:Class ;
    rdfs:label "nutrient"^^xsd:string ;
    definition: "A nutrient is a food component that an organism uses to survive and grow."^^xsd:string ;
    rdfs:subClassOf CHEBI:78295 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "nutrients"^^xsd:string ;
    oboInOwl:id "CHEBI:33284"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33285 a owl:Class ;
    rdfs:label "heteroorganic entity"^^xsd:string ;
    definition: "A heteroorganic entity is an organic molecular entity in which carbon atoms or organic groups are bonded directly to one or more heteroatoms."^^xsd:string ;
    rdfs:subClassOf CHEBI:50860 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "heteroorganic entities"^^xsd:string,
        "organoelement compounds"^^xsd:string ;
    oboInOwl:id "CHEBI:33285"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33286 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Agrochemical"^^xsd:string ;
    rdfs:label "agrochemical"^^xsd:string ;
    definition: "An agrochemical is a substance that is used in agriculture or horticulture."^^xsd:string ;
    rdfs:subClassOf CHEBI:33232 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "agrichemical"^^xsd:string,
        "agrichemicals"^^xsd:string,
        "agricultural chemicals"^^xsd:string,
        "agrochemicals"^^xsd:string ;
    oboInOwl:id "CHEBI:33286"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33287 a owl:Class ;
    rdfs:label "fertilizer"^^xsd:string ;
    definition: "A fertilizer is any substance that is added to soil or water to assist the growth of plants."^^xsd:string ;
    rdfs:subClassOf CHEBI:33286 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "fertiliser"^^xsd:string,
        "fertilizers"^^xsd:string ;
    oboInOwl:id "CHEBI:33287"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33288 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Rodenticide"^^xsd:string ;
    rdfs:label "rodenticide"^^xsd:string ;
    definition: "A substance used to destroy rodent pests."^^xsd:string ;
    rdfs:subClassOf CHEBI:25944 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "rodenticides"^^xsd:string ;
    oboInOwl:id "CHEBI:33288"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33292 a owl:Class ;
    rdfs:label "fuel"^^xsd:string ;
    definition: "An energy-rich substance that can be transformed with release of usable energy."^^xsd:string ;
    rdfs:subClassOf CHEBI:33232 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:33292"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33294 a owl:Class ;
    owl:deprecated true ;
    replacedBy: CHEBI:52217 ;
    obsReason: termsMerged: .

CHEBI:33295 a owl:Class ;
    rdfs:label "diagnostic agent"^^xsd:string ;
    definition: "A substance administered to aid diagnosis of a disease."^^xsd:string ;
    rdfs:subClassOf CHEBI:52217 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "diagnostic aid"^^xsd:string ;
    oboInOwl:id "CHEBI:33295"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33296 a owl:Class ;
    rdfs:label "alkali metal molecular entity"^^xsd:string ;
    definition: "A molecular entity containing one or more atoms of an alkali metal."^^xsd:string ;
    rdfs:subClassOf CHEBI:33674,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:22314 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "alkali metal molecular entities"^^xsd:string ;
    oboInOwl:id "CHEBI:33296"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33298 a owl:Class ;
    rdfs:label "lithium molecular entity"^^xsd:string ;
    rdfs:subClassOf CHEBI:33296,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:30145 ] ;
    oboInOwl:hasExactSynonym "lithium molecular entity"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "lithium compounds"^^xsd:string,
        "lithium molecular entities"^^xsd:string ;
    oboInOwl:id "CHEBI:33298"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33299 a owl:Class ;
    rdfs:label "alkaline earth molecular entity"^^xsd:string ;
    definition: "An alkaline earth molecular entity is a molecular entity containing one or more atoms of an alkaline earth metal."^^xsd:string ;
    rdfs:subClassOf CHEBI:33674,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:22313 ] ;
    oboInOwl:hasExactSynonym "alkaline earth molecular entity"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "alkaline earth compounds"^^xsd:string,
        "alkaline earth molecular entities"^^xsd:string,
        "alkaline-earth compounds"^^xsd:string ;
    oboInOwl:id "CHEBI:33299"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33300 a owl:Class ;
    rdfs:label "pnictogen"^^xsd:string ;
    definition: "Any p-block element atom that is in group 15 of the periodic table: nitrogen, phosphorus, arsenic, antimony and bismuth."^^xsd:string ;
    rdfs:subClassOf CHEBI:33560 ;
    oboInOwl:hasExactSynonym "pnictogens"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "group 15 elements"^^xsd:string,
        "group V elements"^^xsd:string,
        "nitrogenoideos"^^xsd:string,
        "nitrogenoides"^^xsd:string,
        "pnictogene"^^xsd:string,
        "pnictogenes"^^xsd:string ;
    oboInOwl:id "CHEBI:33300"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33302 a owl:Class ;
    rdfs:label "pnictogen molecular entity"^^xsd:string ;
    definition: "A p-block molecular entity containing any pnictogen."^^xsd:string ;
    rdfs:subClassOf CHEBI:33675,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:33300 ] ;
    oboInOwl:hasExactSynonym "pnictogen molecular entity"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "pnictogen molecular entities"^^xsd:string ;
    oboInOwl:id "CHEBI:33302"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33303 a owl:Class ;
    oboInOwl:hasDbXref "PMID:17084588"^^xsd:string ;
    rdfs:label "chalcogen"^^xsd:string ;
    definition: "Any p-block element belonging to the group 16 family of the periodic table."^^xsd:string ;
    rdfs:subClassOf CHEBI:33560 ;
    oboInOwl:hasExactSynonym "chalcogen"^^xsd:string,
        "chalcogens"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "anfigeno"^^xsd:string,
        "anfigenos"^^xsd:string,
        "calcogeno"^^xsd:string,
        "calcogenos"^^xsd:string,
        "chalcogene"^^xsd:string,
        "chalcogenes"^^xsd:string,
        "Chalkogen"^^xsd:string,
        "Chalkogene"^^xsd:string,
        "group 16 elements"^^xsd:string,
        "group VI elements"^^xsd:string ;
    oboInOwl:id "CHEBI:33303"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33304 a owl:Class ;
    rdfs:label "chalcogen molecular entity"^^xsd:string ;
    definition: "Any p-block molecular entity containing a chalcogen."^^xsd:string ;
    rdfs:subClassOf CHEBI:33675,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:33303 ] ;
    oboInOwl:hasExactSynonym "chalcogen molecular entity"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "chalcogen compounds"^^xsd:string,
        "chalcogen molecular entities"^^xsd:string ;
    oboInOwl:id "CHEBI:33304"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33306 a owl:Class ;
    rdfs:label "carbon group element atom"^^xsd:string ;
    rdfs:subClassOf CHEBI:33560 ;
    oboInOwl:hasExactSynonym "group 14 elements"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "carbon group element"^^xsd:string,
        "carbon group elements"^^xsd:string,
        "carbonoides"^^xsd:string,
        "cristallogene"^^xsd:string,
        "cristallogenes"^^xsd:string,
        "group IV elements"^^xsd:string ;
    oboInOwl:id "CHEBI:33306"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33308 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C02391"^^xsd:string,
        "Wikipedia:Ester"^^xsd:string ;
    rdfs:label "carboxylic ester"^^xsd:string ;
    definition: "An ester of a carboxylic acid, R(1)C(=O)OR(2), where R(1) = H or organyl and R(2) = organyl."^^xsd:string ;
    rdfs:subClassOf CHEBI:35701,
        CHEBI:36586 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "CO2R2"^^xsd:string ;
    chebi:mass "44.010"^^xsd:string ;
    chebi:monoisotopicmass "43.98983"^^xsd:string ;
    chebi:smiles "[*]C(=O)O[*]"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:3408"^^xsd:string,
        "CHEBI:13204"^^xsd:string,
        "CHEBI:23028"^^xsd:string ;
    oboInOwl:hasExactSynonym "Carboxylic ester"^^xsd:string,
        "carboxylic esters"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "a carboxylic ester"^^xsd:string,
        "carboxylic acid esters"^^xsd:string ;
    oboInOwl:id "CHEBI:33308"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33309 a owl:Class ;
    rdfs:label "noble gas atom"^^xsd:string ;
    rdfs:subClassOf CHEBI:25585,
        CHEBI:33318,
        CHEBI:138675 ;
    oboInOwl:hasExactSynonym "noble gas"^^xsd:string,
        "noble gases"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Edelgas"^^xsd:string,
        "Edelgase"^^xsd:string,
        "gas noble"^^xsd:string,
        "gases nobles"^^xsd:string,
        "gaz noble"^^xsd:string,
        "gaz nobles"^^xsd:string,
        "group 18 elements"^^xsd:string,
        "group VIII elements"^^xsd:string,
        "inert gases"^^xsd:string,
        "noble gas"^^xsd:string,
        "rare gases"^^xsd:string ;
    oboInOwl:id "CHEBI:33309"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33315 a owl:Class ;
    rdfs:label "monoatomic helium"^^xsd:string ;
    rdfs:subClassOf CHEBI:33238,
        CHEBI:33680 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "He"^^xsd:string ;
    chebi:mass "4.003"^^xsd:string ;
    chebi:monoisotopicmass "4.00260"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "elemental helium"^^xsd:string ;
    oboInOwl:id "CHEBI:33315"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33316 a owl:Class ;
    rdfs:label "helium(2+)"^^xsd:string ;
    rdfs:subClassOf CHEBI:30412,
        CHEBI:33315 ;
    chebi:charge "+2"^^xsd:string ;
    chebi:formula "He"^^xsd:string ;
    chebi:inchi "InChI=1S/He/q+2"^^xsd:string ;
    chebi:inchikey "LBDSXVIYZYSRII-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "4.00260"^^xsd:string ;
    chebi:monoisotopicmass "4.00151"^^xsd:string ;
    chebi:smiles "[He++]"^^xsd:string ;
    oboInOwl:hasExactSynonym "helium(2+)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "He(2+)"^^xsd:string ;
    oboInOwl:id "CHEBI:33316"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33317 a owl:Class ;
    rdfs:label "boron group element atom"^^xsd:string ;
    rdfs:subClassOf CHEBI:33560 ;
    oboInOwl:hasExactSynonym "group 13 elements"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "boron group element"^^xsd:string,
        "boron group elements"^^xsd:string,
        "Element der Borgruppe"^^xsd:string,
        "group III elements"^^xsd:string ;
    oboInOwl:id "CHEBI:33317"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33318 a owl:Class ;
    rdfs:label "main group element atom"^^xsd:string ;
    definition: "An atom belonging to one of the main groups (found in the s- and p- blocks) of the periodic table."^^xsd:string ;
    rdfs:subClassOf CHEBI:33250 ;
    oboInOwl:hasExactSynonym "main group elements"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Hauptgruppenelement"^^xsd:string,
        "Hauptgruppenelemente"^^xsd:string,
        "main group element"^^xsd:string ;
    oboInOwl:id "CHEBI:33318"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33319 a owl:Class ;
    rdfs:label "lanthanoid atom"^^xsd:string ;
    rdfs:subClassOf CHEBI:33321 ;
    oboInOwl:hasExactSynonym "lanthanoids"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "lanthanide"^^xsd:string,
        "lanthanides"^^xsd:string,
        "Lanthanoid"^^xsd:string,
        "lanthanoid"^^xsd:string,
        "Lanthanoide"^^xsd:string,
        "Lanthanoidengruppe"^^xsd:string,
        "Lanthanoidenreiche"^^xsd:string,
        "Ln"^^xsd:string ;
    oboInOwl:id "CHEBI:33319"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33321 a owl:Class ;
    rdfs:label "rare earth metal atom"^^xsd:string ;
    rdfs:subClassOf CHEBI:27081 ;
    oboInOwl:hasExactSynonym "rare earth metals"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "rare earth metal"^^xsd:string ;
    oboInOwl:id "CHEBI:33321"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33338 a owl:Class ;
    rdfs:label "aryl group"^^xsd:string ;
    definition: "A group derived from an arene by removal of a hydrogen atom from a ring carbon atom."^^xsd:string ;
    rdfs:subClassOf CHEBI:33248,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_substituent_group_from ;
            owl:someValuesFrom CHEBI:33658 ] ;
    oboInOwl:hasExactSynonym "aryl groups"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Arylgruppe"^^xsd:string,
        "groupe aryle"^^xsd:string,
        "grupos arilo"^^xsd:string ;
    oboInOwl:id "CHEBI:33338"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33340 a owl:Class ;
    rdfs:label "zinc group element atom"^^xsd:string ;
    rdfs:subClassOf CHEBI:33561 ;
    oboInOwl:hasExactSynonym "group 12 elements"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "zinc group element"^^xsd:string,
        "zinc group elements"^^xsd:string ;
    oboInOwl:id "CHEBI:33340"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33352 a owl:Class ;
    rdfs:label "manganese group element atom"^^xsd:string ;
    rdfs:subClassOf CHEBI:33561 ;
    oboInOwl:hasExactSynonym "group 7 elements"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "manganese group element"^^xsd:string,
        "manganese group elements"^^xsd:string ;
    oboInOwl:id "CHEBI:33352"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33356 a owl:Class ;
    rdfs:label "iron group element atom"^^xsd:string ;
    rdfs:subClassOf CHEBI:33561 ;
    oboInOwl:hasExactSynonym "group 8 elements"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "iron group element"^^xsd:string,
        "iron group elements"^^xsd:string ;
    oboInOwl:id "CHEBI:33356"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33358 a owl:Class ;
    rdfs:label "cobalt group element atom"^^xsd:string ;
    rdfs:subClassOf CHEBI:33561 ;
    oboInOwl:hasExactSynonym "group 9 elements"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "cobalt group element"^^xsd:string,
        "cobalt group elements"^^xsd:string ;
    oboInOwl:id "CHEBI:33358"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33362 a owl:Class ;
    rdfs:label "nickel group element atom"^^xsd:string ;
    rdfs:subClassOf CHEBI:33561 ;
    oboInOwl:hasExactSynonym "group 10 elements"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "nickel group element"^^xsd:string,
        "nickel group elements"^^xsd:string ;
    oboInOwl:id "CHEBI:33362"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33364 a owl:Class ;
    oboInOwl:hasDbXref "CAS:7440-06-4"^^xsd:string,
        "WebElements:Pt"^^xsd:string ;
    rdfs:label "platinum"^^xsd:string ;
    rdfs:subClassOf CHEBI:33362,
        CHEBI:33365 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "Pt"^^xsd:string ;
    chebi:inchi "InChI=1S/Pt"^^xsd:string ;
    chebi:inchikey "BASFCYQUMIYNBI-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "195.078"^^xsd:string ;
    chebi:monoisotopicmass "194.96479"^^xsd:string ;
    chebi:smiles "[Pt]"^^xsd:string ;
    oboInOwl:hasExactSynonym "platinum"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "78Pt"^^xsd:string,
        "Platin"^^xsd:string,
        "platine"^^xsd:string,
        "platino"^^xsd:string,
        "Pt"^^xsd:string ;
    oboInOwl:id "CHEBI:33364"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33365 a owl:Class ;
    rdfs:label "platinum group metal atom"^^xsd:string ;
    rdfs:subClassOf CHEBI:27081 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "PGM"^^xsd:string,
        "Platinmetalle"^^xsd:string,
        "platinoid"^^xsd:string,
        "Platinoide"^^xsd:string,
        "platinum group metal"^^xsd:string,
        "platinum group metals"^^xsd:string,
        "platinum metals"^^xsd:string ;
    oboInOwl:id "CHEBI:33365"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33375 a owl:Class ;
    oboInOwl:hasDbXref "CAS:7440-54-2"^^xsd:string,
        "Gmelin:16286"^^xsd:string,
        "WebElements:Gd"^^xsd:string ;
    rdfs:label "gadolinium atom"^^xsd:string ;
    rdfs:subClassOf CHEBI:33319,
        CHEBI:33562 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "Gd"^^xsd:string ;
    chebi:inchi "InChI=1S/Gd"^^xsd:string ;
    chebi:inchikey "UIWYJDYFSGRHKR-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "157.25000"^^xsd:string ;
    chebi:monoisotopicmass "157.92411"^^xsd:string ;
    chebi:smiles "[Gd]"^^xsd:string ;
    oboInOwl:hasExactSynonym "gadolinium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "64Gd"^^xsd:string,
        "gadolinio"^^xsd:string,
        "gadolinium"^^xsd:string,
        "Gd"^^xsd:string ;
    oboInOwl:id "CHEBI:33375"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33384 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:SER"^^xsd:string ;
    rdfs:label "L-serine zwitterion"^^xsd:string ;
    definition: "A serine zwitterion obtained by transfer of a proton from the carboxy to the amino group of L-serine."^^xsd:string ;
    rdfs:subClassOf CHEBI:35243,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:35247 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:17115 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C3H7NO3"^^xsd:string ;
    chebi:inchi "InChI=1S/C3H7NO3/c4-2(1-5)3(6)7/h2,5H,1,4H2,(H,6,7)/t2-/m0/s1"^^xsd:string ;
    chebi:inchikey "MTCFGRXMJLQNBG-REOHCLBHSA-N"^^xsd:string ;
    chebi:mass "105.09262"^^xsd:string ;
    chebi:monoisotopicmass "105.04259"^^xsd:string ;
    chebi:smiles "[NH3+][C@@H](CO)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2S)-2-ammonio-3-hydroxypropanoate"^^xsd:string,
        "L-serine zwitterion"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "L-serine"^^xsd:string ;
    oboInOwl:id "CHEBI:33384"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33402 a owl:Class ;
    rdfs:label "sulfur oxoacid"^^xsd:string ;
    rdfs:subClassOf CHEBI:26835,
        CHEBI:33484 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "oxoacids of sulfur"^^xsd:string,
        "sulfur oxoacids"^^xsd:string ;
    oboInOwl:id "CHEBI:33402"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33405 a owl:Class ;
    rdfs:label "hydracid"^^xsd:string ;
    definition: "A hydracid is a compound which contains hydrogen that is not bound to oxygen, and which produces a conjugate base by loss of positive hydrogen ion(s) (hydrons)."^^xsd:string ;
    rdfs:subClassOf CHEBI:33608,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:39141 ] ;
    oboInOwl:hasExactSynonym "hydracid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "hydracids"^^xsd:string ;
    oboInOwl:id "CHEBI:33405"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33408 a owl:Class ;
    rdfs:label "pnictogen oxoacid"^^xsd:string ;
    rdfs:subClassOf CHEBI:24833,
        CHEBI:33302,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:138103 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "pnictogen oxoacids"^^xsd:string ;
    oboInOwl:id "CHEBI:33408"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33424 a owl:Class ;
    rdfs:label "sulfur oxoacid derivative"^^xsd:string ;
    rdfs:subClassOf CHEBI:26835,
        CHEBI:33241 ;
    oboInOwl:hasExactSynonym "sulfur oxoacid derivative"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "sulfur oxoacid derivatives"^^xsd:string ;
    oboInOwl:id "CHEBI:33424"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33429 a owl:Class ;
    rdfs:label "monoatomic monoanion"^^xsd:string ;
    rdfs:subClassOf CHEBI:23905,
        CHEBI:36830 ;
    chebi:charge "-1"^^xsd:string ;
    chebi:mass "0.00000"^^xsd:string ;
    chebi:smiles "[*-]"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "monoatomic monoanions"^^xsd:string ;
    oboInOwl:id "CHEBI:33429"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33431 a owl:Class ;
    rdfs:label "elemental chlorine"^^xsd:string ;
    rdfs:subClassOf CHEBI:23117,
        CHEBI:33434 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:33431"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33432 a owl:Class ;
    rdfs:label "monoatomic chlorine"^^xsd:string ;
    rdfs:subClassOf CHEBI:33431,
        CHEBI:33433 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "Cl"^^xsd:string ;
    chebi:mass "35.453"^^xsd:string ;
    chebi:monoisotopicmass "34.96885"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "atomic chlorine"^^xsd:string ;
    oboInOwl:id "CHEBI:33432"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33433 a owl:Class ;
    rdfs:label "monoatomic halogen"^^xsd:string ;
    rdfs:subClassOf CHEBI:33238 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "monoatomic halogens"^^xsd:string ;
    oboInOwl:id "CHEBI:33433"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33434 a owl:Class ;
    rdfs:label "elemental halogen"^^xsd:string ;
    rdfs:subClassOf CHEBI:33259 ;
    oboInOwl:hasExactSynonym "elemental halogen"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "elemental halogens"^^xsd:string ;
    oboInOwl:id "CHEBI:33434"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33447 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C00934"^^xsd:string,
        "PMID:18186488"^^xsd:string ;
    rdfs:label "phospho sugar"^^xsd:string ;
    definition: "Any monosaccharide containing an alcoholic hydroxy group esterified with phosphoric acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:26816,
        CHEBI:63367 ;
    oboInOwl:hasAlternativeId "CHEBI:9320"^^xsd:string,
        "CHEBI:15132"^^xsd:string,
        "CHEBI:25406"^^xsd:string,
        "CHEBI:26086"^^xsd:string ;
    oboInOwl:hasExactSynonym "phospho sugar"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "monosaccharide phosphates"^^xsd:string,
        "phospho sugars"^^xsd:string,
        "phosphorylated sugar"^^xsd:string,
        "phosphorylated sugars"^^xsd:string,
        "phosphosugar"^^xsd:string,
        "phosphosugars"^^xsd:string ;
    oboInOwl:id "CHEBI:33447"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33452 a owl:Class ;
    rdfs:label "benzylic group"^^xsd:string ;
    definition: "Arylmethyl groups and derivatives formed by substitution: ArCR2-."^^xsd:string ;
    rdfs:subClassOf CHEBI:33249 ;
    oboInOwl:hasExactSynonym "benzylic group"^^xsd:string,
        "benzylic groups"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "benzylic groups"^^xsd:string,
        "groupe benzylique"^^xsd:string ;
    oboInOwl:id "CHEBI:33452"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33455 a owl:Class ;
    rdfs:label "nitrogen oxoacid"^^xsd:string ;
    rdfs:subClassOf CHEBI:33408,
        CHEBI:51143 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "nitrogen oxoacids"^^xsd:string,
        "oxoacids of nitrogen"^^xsd:string ;
    oboInOwl:id "CHEBI:33455"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33456 a owl:Class ;
    rdfs:label "organoheteryl group"^^xsd:string ;
    definition: "A univalent group containing carbon which has its free valence at an atom other than carbon."^^xsd:string ;
    rdfs:subClassOf CHEBI:51447 ;
    oboInOwl:hasExactSynonym "organoheteryl group"^^xsd:string,
        "organoheteryl groups"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "groupe organoheteryle"^^xsd:string,
        "grupo organoheterilo"^^xsd:string,
        "grupos organoheterilo"^^xsd:string,
        "organoelement group"^^xsd:string ;
    oboInOwl:id "CHEBI:33456"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33457 a owl:Class ;
    rdfs:label "phosphorus oxoacid"^^xsd:string ;
    definition: "A pnictogen oxoacid which contains phosphorus and oxygen, at least one hydrogen atom bound to oxygen, and forms an ion by the loss of one or more protons."^^xsd:string ;
    rdfs:subClassOf CHEBI:33408,
        CHEBI:36360 ;
    oboInOwl:hasExactSynonym "phosphorus oxoacid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "oxoacids of phosphorus"^^xsd:string,
        "Oxosaeure des Phosphors"^^xsd:string,
        "phosphorus oxoacids"^^xsd:string ;
    oboInOwl:id "CHEBI:33457"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33458 a owl:Class ;
    rdfs:label "nitrogen oxoanion"^^xsd:string ;
    rdfs:subClassOf CHEBI:33459,
        CHEBI:51143 ;
    oboInOwl:hasExactSynonym "nitrogen oxoanion"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "nitrogen oxoanions"^^xsd:string,
        "oxoanions of nitrogen"^^xsd:string ;
    oboInOwl:id "CHEBI:33458"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33459 a owl:Class ;
    rdfs:label "pnictogen oxoanion"^^xsd:string ;
    rdfs:subClassOf CHEBI:33302,
        CHEBI:35406 ;
    oboInOwl:hasExactSynonym "pnictogen oxoanion"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "pnictogen oxoanions"^^xsd:string ;
    oboInOwl:id "CHEBI:33459"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33461 a owl:Class ;
    rdfs:label "phosphorus oxoanion"^^xsd:string ;
    rdfs:subClassOf CHEBI:24834,
        CHEBI:26082,
        CHEBI:33459 ;
    oboInOwl:hasExactSynonym "phosphorus oxoanion"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "oxoanions of phosphorus"^^xsd:string,
        "phosphorus oxoanions"^^xsd:string ;
    oboInOwl:id "CHEBI:33461"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33462 a owl:Class ;
    oboInOwl:hasDbXref "PDBeChem:78T"^^xsd:string ;
    rdfs:label "phosphonate(1-)"^^xsd:string ;
    definition: "A monovalent inorganic anion obtained by deprotonation of one of the two OH groups in phosphonic acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:33461,
        CHEBI:79389,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:16215 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:44976 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "H2O3P"^^xsd:string ;
    chebi:inchi "InChI=1S/H3O3P/c1-4(2)3/h4H,(H2,1,2,3)/p-1"^^xsd:string ;
    chebi:inchikey "ABLZXFCXXLZCGV-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "80.987"^^xsd:string ;
    chebi:monoisotopicmass "80.97470"^^xsd:string ;
    chebi:smiles "[H]P([O-])(O[H])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "hydridohydroxidodioxidophosphate(1-)"^^xsd:string,
        "hydrogen phosphonate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "[PHO2(OH)](-)"^^xsd:string,
        "hydrogenphosphonate"^^xsd:string ;
    oboInOwl:id "CHEBI:33462"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33465 a owl:Class ;
    rdfs:label "elemental pnictogen"^^xsd:string ;
    rdfs:subClassOf CHEBI:24835,
        CHEBI:33259,
        CHEBI:33302 ;
    oboInOwl:hasExactSynonym "elemental pnictogen"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "elemental pnictogens"^^xsd:string ;
    oboInOwl:id "CHEBI:33465"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33482 a owl:Class ;
    rdfs:label "sulfur oxoanion"^^xsd:string ;
    rdfs:subClassOf CHEBI:26835,
        CHEBI:33485 ;
    oboInOwl:hasExactSynonym "sulfur oxoanion"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "oxoanions of sulfur"^^xsd:string,
        "sulfur oxoanions"^^xsd:string ;
    oboInOwl:id "CHEBI:33482"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33484 a owl:Class ;
    rdfs:label "chalcogen oxoacid"^^xsd:string ;
    rdfs:subClassOf CHEBI:24833,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:138103 ] ;
    oboInOwl:hasExactSynonym "chalcogen oxoacid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "chalcogen oxoacids"^^xsd:string ;
    oboInOwl:id "CHEBI:33484"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33485 a owl:Class ;
    rdfs:label "chalcogen oxoanion"^^xsd:string ;
    rdfs:subClassOf CHEBI:35406 ;
    oboInOwl:hasExactSynonym "chalcogen oxoanion"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "chalcogen oxoanions"^^xsd:string ;
    oboInOwl:id "CHEBI:33485"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33497 a owl:Class ;
    rdfs:label "transition element molecular entity"^^xsd:string ;
    definition: "A molecular entity containing one or more atoms of a transition element."^^xsd:string ;
    rdfs:subClassOf CHEBI:23367,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:27081 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "transition element molecular entities"^^xsd:string,
        "transition metal molecular entity"^^xsd:string ;
    oboInOwl:id "CHEBI:33497"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33504 a owl:Class ;
    rdfs:label "alkali metal cation"^^xsd:string ;
    rdfs:subClassOf CHEBI:25213 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "alkali metal cations"^^xsd:string ;
    oboInOwl:id "CHEBI:33504"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33513 a owl:Class ;
    rdfs:label "alkaline earth cation"^^xsd:string ;
    rdfs:subClassOf CHEBI:25213,
        CHEBI:33299 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "alkaline earth cations"^^xsd:string,
        "alkaline earth metal cation"^^xsd:string,
        "alkaline-earth metal cations"^^xsd:string ;
    oboInOwl:id "CHEBI:33513"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33515 a owl:Class ;
    rdfs:label "transition element cation"^^xsd:string ;
    rdfs:subClassOf CHEBI:25213 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "transition element cations"^^xsd:string,
        "transition metal cation"^^xsd:string ;
    oboInOwl:id "CHEBI:33515"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33521 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C00050"^^xsd:string,
        "PMID:21784043"^^xsd:string,
        "Wikipedia:Metal"^^xsd:string ;
    rdfs:label "metal atom"^^xsd:string ;
    definition: "An atom of an element that exhibits typical metallic properties, being typically shiny, with high electrical and thermal conductivity."^^xsd:string ;
    rdfs:subClassOf CHEBI:33250 ;
    oboInOwl:hasAlternativeId "CHEBI:6788"^^xsd:string,
        "CHEBI:25217"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "elemental metal"^^xsd:string,
        "elemental metals"^^xsd:string,
        "metal element"^^xsd:string,
        "metal elements"^^xsd:string,
        "metals"^^xsd:string ;
    oboInOwl:id "CHEBI:33521"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33535 a owl:Class ;
    rdfs:label "sulfur hydride"^^xsd:string ;
    rdfs:subClassOf CHEBI:26835,
        CHEBI:36902 ;
    oboInOwl:hasExactSynonym "sulfur hydride"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "hydrides of sulfur"^^xsd:string,
        "sulfur hydrides"^^xsd:string,
        "sulphur hydrides"^^xsd:string ;
    oboInOwl:id "CHEBI:33535"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33543 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:971569"^^xsd:string ;
    rdfs:label "sulfonate"^^xsd:string ;
    definition: "The sulfur oxoanion formed by deprotonation of sulfonic acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:33482,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:29214 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "HO3S"^^xsd:string ;
    chebi:inchi "InChI=1S/H2O3S/c1-4(2)3/h4H,(H,1,2,3)/p-1"^^xsd:string ;
    chebi:inchikey "BDHFUVZGWQCTTF-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "81.07214"^^xsd:string ;
    chebi:monoisotopicmass "80.96519"^^xsd:string ;
    chebi:smiles "[H]S([O-])(=O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "hydridotrioxidosulfate(1-)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "[SHO3](-)"^^xsd:string,
        "SHO3(-)"^^xsd:string,
        "sulfonates"^^xsd:string ;
    oboInOwl:id "CHEBI:33543"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33551 a owl:Class ;
    rdfs:label "organosulfonic acid"^^xsd:string ;
    definition: "An organic derivative of sulfonic acid in which the sulfo group is linked directly to carbon."^^xsd:string ;
    rdfs:subClassOf CHEBI:33261,
        CHEBI:33552,
        CHEBI:64709,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:33554 ],
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:29922 ],
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:33249 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "HO3SR"^^xsd:string ;
    chebi:mass "81.07100"^^xsd:string ;
    chebi:monoisotopicmass "80.96464"^^xsd:string ;
    chebi:smiles "OS([*])(=O)=O"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "organosulfonic acids"^^xsd:string,
        "sulfonic acids"^^xsd:string ;
    oboInOwl:id "CHEBI:33551"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33552 a owl:Class ;
    rdfs:label "sulfonic acid derivative"^^xsd:string ;
    rdfs:subClassOf CHEBI:33424,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:29214 ] ;
    oboInOwl:hasExactSynonym "sulfonic acid derivative"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "derivatives of sulfonic acid"^^xsd:string,
        "sulfonic acid derivatives"^^xsd:string ;
    oboInOwl:id "CHEBI:33552"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33554 a owl:Class ;
    rdfs:label "organosulfonate oxoanion"^^xsd:string ;
    definition: "An organic anion obtained by deprotonation of the sufonate group(s) of any organosulfonic acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:25696,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:33543 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:33551 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "O3SR"^^xsd:string ;
    chebi:mass "80.064"^^xsd:string ;
    chebi:monoisotopicmass "79.95681"^^xsd:string ;
    chebi:smiles "*S([O-])(=O)=O"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "organosulfonate"^^xsd:string,
        "organosulfonate oxoanions"^^xsd:string,
        "organosulfonates"^^xsd:string ;
    oboInOwl:id "CHEBI:33554"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33555 a owl:Class ;
    rdfs:label "arenesulfonic acid"^^xsd:string ;
    definition: "Organic derivatives of sulfonic acid in which the sulfo group is linked directly to carbon of an aryl group."^^xsd:string ;
    rdfs:subClassOf CHEBI:33551,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:22713 ],
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:33338 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "arenesulfonic acids"^^xsd:string,
        "arylsulfonic acid"^^xsd:string,
        "arylsulfonic acids"^^xsd:string ;
    oboInOwl:id "CHEBI:33555"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33558 a owl:Class ;
    rdfs:label "alpha-amino-acid anion"^^xsd:string ;
    definition: "An amino-acid anion obtained by deprotonation of any alpha-amino acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:37022,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:33704 ] ;
    oboInOwl:hasExactSynonym "alpha-amino-acid anion"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "alpha-amino acid anions"^^xsd:string,
        "alpha-amino-acid anions"^^xsd:string ;
    oboInOwl:id "CHEBI:33558"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33559 a owl:Class ;
    rdfs:label "s-block element atom"^^xsd:string ;
    rdfs:subClassOf CHEBI:33250 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "s-block element"^^xsd:string,
        "s-block elements"^^xsd:string ;
    oboInOwl:id "CHEBI:33559"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33560 a owl:Class ;
    rdfs:label "p-block element atom"^^xsd:string ;
    definition: "Any main group element atom belonging to the p-block of the periodic table."^^xsd:string ;
    rdfs:subClassOf CHEBI:33318 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "p-block element"^^xsd:string,
        "p-block elements"^^xsd:string ;
    oboInOwl:id "CHEBI:33560"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33561 a owl:Class ;
    rdfs:label "d-block element atom"^^xsd:string ;
    rdfs:subClassOf CHEBI:27081 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "d-block element"^^xsd:string,
        "d-block elements"^^xsd:string ;
    oboInOwl:id "CHEBI:33561"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33562 a owl:Class ;
    rdfs:label "f-block element atom"^^xsd:string ;
    rdfs:subClassOf CHEBI:27081 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "f-block element"^^xsd:string,
        "f-block elements"^^xsd:string ;
    oboInOwl:id "CHEBI:33562"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33563 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C05005"^^xsd:string,
        "Wikipedia:Glycolipids"^^xsd:string ;
    rdfs:label "glycolipid"^^xsd:string ;
    definition: "Any member of class of 1,2-di-O-acylglycerols joined at oxygen 3 by a glycosidic linkage to a carbohydrate part (usually a mono-, di- or tri-saccharide). Some substances classified as bacterial glycolipids have the sugar part acylated by one or more fatty acids and the glycerol part may be absent."^^xsd:string ;
    rdfs:subClassOf CHEBI:35740 ;
    oboInOwl:hasAlternativeId "CHEBI:5476"^^xsd:string,
        "CHEBI:24393"^^xsd:string ;
    oboInOwl:hasExactSynonym "Glycolipid"^^xsd:string,
        "glycolipids"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:33563"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33566 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C15571"^^xsd:string ;
    rdfs:label "catechols"^^xsd:string ;
    definition: "Any compound containing an o-diphenol component."^^xsd:string ;
    rdfs:subClassOf CHEBI:33570 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H2O2R4"^^xsd:string ;
    chebi:mass "106.079"^^xsd:string ;
    chebi:monoisotopicmass "106.00548"^^xsd:string ;
    chebi:smiles "OC1=C(O)C(*)=C(*)C(*)=C1*"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:13628"^^xsd:string,
        "CHEBI:18862"^^xsd:string,
        "CHEBI:134187"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1,2-benzenediols"^^xsd:string,
        "a catechol"^^xsd:string,
        "benzene-1,2-diols"^^xsd:string ;
    oboInOwl:id "CHEBI:33566"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33567 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C02012"^^xsd:string ;
    rdfs:label "catecholamine"^^xsd:string ;
    definition: "4-(2-Aminoethyl)pyrocatechol [4-(2-aminoethyl)benzene-1,2-diol] and derivatives formed by substitution."^^xsd:string ;
    rdfs:subClassOf CHEBI:25375,
        CHEBI:33566 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C8H9NO2R2"^^xsd:string ;
    chebi:mass "151.163"^^xsd:string ;
    chebi:monoisotopicmass "151.06333"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:3468"^^xsd:string,
        "CHEBI:23056"^^xsd:string ;
    oboInOwl:hasExactSynonym "Catecholamine"^^xsd:string,
        "catecholamines"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "catecholamines"^^xsd:string ;
    oboInOwl:id "CHEBI:33567"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33570 a owl:Class ;
    rdfs:label "benzenediols"^^xsd:string ;
    rdfs:subClassOf CHEBI:33853 ;
    oboInOwl:hasAlternativeId "CHEBI:22705"^^xsd:string,
        "CHEBI:22711"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:33570"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33572 a owl:Class ;
    rdfs:label "resorcinols"^^xsd:string ;
    definition: "Any benzenediol in which the two hydroxy groups are meta to one another."^^xsd:string ;
    rdfs:subClassOf CHEBI:33570 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:33572"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33573 a owl:Class ;
    rdfs:label "tetrol"^^xsd:string ;
    definition: "A polyol that contains 4 hydroxy groups."^^xsd:string ;
    rdfs:subClassOf CHEBI:26191 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:33573"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33575 a owl:Class ;
    oboInOwl:hasDbXref "PMID:17147560"^^xsd:string,
        "PMID:18433345"^^xsd:string,
        "Wikipedia:Carboxylic_acid"^^xsd:string ;
    rdfs:label "carboxylic acid"^^xsd:string ;
    definition: "A carbon oxoacid acid carrying at least one -C(=O)OH group and having the structure RC(=O)OH, where R is any any monovalent functional group. Carboxylic acids are the most common type of organic acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:35605,
        CHEBI:36586,
        CHEBI:64709,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:29067 ],
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:46883 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "CHO2R"^^xsd:string ;
    chebi:mass "45.01740"^^xsd:string ;
    chebi:monoisotopicmass "44.99765"^^xsd:string ;
    chebi:smiles "OC([*])=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:13428"^^xsd:string,
        "CHEBI:13627"^^xsd:string,
        "CHEBI:23027"^^xsd:string ;
    oboInOwl:hasExactSynonym "carboxylic acid"^^xsd:string,
        "carboxylic acids"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "acide carboxylique"^^xsd:string,
        "acides carboxyliques"^^xsd:string,
        "acido carboxilico"^^xsd:string,
        "acidos carboxilicos"^^xsd:string,
        "Carbonsaeure"^^xsd:string,
        "Carbonsaeuren"^^xsd:string,
        "Karbonsaeure"^^xsd:string,
        "RC(=O)OH"^^xsd:string ;
    oboInOwl:id "CHEBI:33575"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33576 a owl:Class ;
    rdfs:label "sulfur-containing carboxylic acid"^^xsd:string ;
    definition: "Any carboxylic acid having a sulfur substituent."^^xsd:string ;
    rdfs:subClassOf CHEBI:33261,
        CHEBI:33575 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "S-containing carboxylic acid"^^xsd:string,
        "S-containing carboxylic acids"^^xsd:string,
        "sulfur-containing carboxylic acids"^^xsd:string ;
    oboInOwl:id "CHEBI:33576"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33579 a owl:Class ;
    rdfs:label "main group molecular entity"^^xsd:string ;
    definition: "A molecular entity containing one or more atoms from any of groups 1, 2, 13, 14, 15, 16, 17, and 18 of the periodic table."^^xsd:string ;
    rdfs:subClassOf CHEBI:23367,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:33318 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "main group compounds"^^xsd:string,
        "main group molecular entities"^^xsd:string ;
    oboInOwl:id "CHEBI:33579"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33581 a owl:Class ;
    rdfs:label "boron group molecular entity"^^xsd:string ;
    rdfs:subClassOf CHEBI:33675,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:33317 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "boron group molecular entities"^^xsd:string ;
    oboInOwl:id "CHEBI:33581"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33582 a owl:Class ;
    rdfs:label "carbon group molecular entity"^^xsd:string ;
    rdfs:subClassOf CHEBI:33675,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:33306 ] ;
    oboInOwl:hasExactSynonym "carbon group molecular entity"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "carbon group molecular entities"^^xsd:string ;
    oboInOwl:id "CHEBI:33582"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33583 a owl:Class ;
    rdfs:label "noble gas molecular entity"^^xsd:string ;
    definition: "A main group molecular entity containing one or more atoms of any noble gas."^^xsd:string ;
    rdfs:subClassOf CHEBI:33579,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:33309 ] ;
    oboInOwl:hasExactSynonym "noble gas molecular entity"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "noble gas compounds"^^xsd:string,
        "noble gas molecular entities"^^xsd:string ;
    oboInOwl:id "CHEBI:33583"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33595 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Cyclic_compound"^^xsd:string ;
    rdfs:label "cyclic compound"^^xsd:string ;
    definition: "Any molecule that consists of a series of atoms joined together to form a ring."^^xsd:string ;
    rdfs:subClassOf CHEBI:25367 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "cyclic compounds"^^xsd:string ;
    oboInOwl:id "CHEBI:33595"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33597 a owl:Class ;
    rdfs:label "homocyclic compound"^^xsd:string ;
    definition: "A cyclic compound having as ring members atoms of the same element only."^^xsd:string ;
    rdfs:subClassOf CHEBI:33595 ;
    oboInOwl:hasExactSynonym "homocyclic compound"^^xsd:string,
        "homocyclic compounds"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "isocyclic compounds"^^xsd:string ;
    oboInOwl:id "CHEBI:33597"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33598 a owl:Class ;
    rdfs:label "carbocyclic compound"^^xsd:string ;
    definition: "A homocyclic compound in which all of the ring members are carbon atoms."^^xsd:string ;
    rdfs:subClassOf CHEBI:33597,
        CHEBI:33832 ;
    oboInOwl:hasExactSynonym "carbocyclic compound"^^xsd:string,
        "carbocyclic compounds"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "carbocycle"^^xsd:string ;
    oboInOwl:id "CHEBI:33598"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33599 a owl:Class ;
    rdfs:label "spiro compound"^^xsd:string ;
    definition: "A compound having one atom as the only common member of two rings."^^xsd:string ;
    rdfs:subClassOf CHEBI:33635 ;
    oboInOwl:hasExactSynonym "spiro compound"^^xsd:string,
        "spiro compounds"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "spiro-fused compounds"^^xsd:string,
        "spirocycle"^^xsd:string,
        "spirocycles"^^xsd:string,
        "spirocyclic compound"^^xsd:string,
        "spirocyclic compounds"^^xsd:string,
        "spirofused compounds"^^xsd:string ;
    oboInOwl:id "CHEBI:33599"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33608 a owl:Class ;
    rdfs:label "hydrogen molecular entity"^^xsd:string ;
    rdfs:subClassOf CHEBI:33674,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:49637 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "hydrogen compounds"^^xsd:string,
        "hydrogen molecular entities"^^xsd:string ;
    oboInOwl:id "CHEBI:33608"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33635 a owl:Class ;
    rdfs:label "polycyclic compound"^^xsd:string ;
    rdfs:subClassOf CHEBI:33595 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "polycyclic compounds"^^xsd:string ;
    oboInOwl:id "CHEBI:33635"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33636 a owl:Class ;
    rdfs:label "bicyclic compound"^^xsd:string ;
    definition: "A molecule that features two fused rings."^^xsd:string ;
    rdfs:subClassOf CHEBI:33595 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "bicyclic compounds"^^xsd:string ;
    oboInOwl:id "CHEBI:33636"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33637 a owl:Class ;
    rdfs:label "ortho-fused compound"^^xsd:string ;
    definition: "A polycyclic compound in which two rings have two, and only two, atoms in common. Such compounds have n common faces and 2n common atoms."^^xsd:string ;
    rdfs:subClassOf CHEBI:35293 ;
    oboInOwl:hasExactSynonym "ortho-fused polycyclic compounds"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "ortho-fused compounds"^^xsd:string ;
    oboInOwl:id "CHEBI:33637"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33639 a owl:Class ;
    rdfs:label "ortho- and peri-fused compound"^^xsd:string ;
    definition: "A polycyclic compound in which one ring contains two, and only two, atoms in common with each of two or more rings of a contiguous series of rings. Such compounds have n common faces and less than 2n common atoms."^^xsd:string ;
    rdfs:subClassOf CHEBI:35293 ;
    oboInOwl:hasExactSynonym "ortho- and peri-fused polycyclic compounds"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "ortho- and peri-fused compounds"^^xsd:string ;
    oboInOwl:id "CHEBI:33639"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33641 a owl:Class ;
    rdfs:label "olefin"^^xsd:string ;
    definition: "Acyclic and cyclic hydrocarbons having one or more carbon-carbon double bonds, apart from the formal ones in aromatic compounds. The class olefins subsumes alkenes and cycloalkenes and the corresponding polyenes."^^xsd:string ;
    rdfs:subClassOf CHEBI:24632,
        CHEBI:78840 ;
    oboInOwl:hasExactSynonym "olefin"^^xsd:string,
        "olefins"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "olefins"^^xsd:string ;
    oboInOwl:id "CHEBI:33641"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33645 a owl:Class ;
    rdfs:label "acyclic olefin"^^xsd:string ;
    definition: "Acyclic branched or unbranched hydrocarbons having one or more carbon-carbon double bond."^^xsd:string ;
    rdfs:subClassOf CHEBI:33641 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "acyclic olefins"^^xsd:string ;
    oboInOwl:id "CHEBI:33645"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33653 a owl:Class ;
    rdfs:label "aliphatic compound"^^xsd:string ;
    definition: "Any acyclic or cyclic, saturated or unsaturated carbon compound, excluding aromatic compounds."^^xsd:string ;
    rdfs:subClassOf CHEBI:50860 ;
    oboInOwl:hasExactSynonym "aliphatic compounds"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:33653"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33654 a owl:Class ;
    rdfs:label "alicyclic compound"^^xsd:string ;
    definition: "An aliphatic compound having a carbocyclic ring structure which may be saturated or unsaturated, but may not be a benzenoid or other aromatic system."^^xsd:string ;
    rdfs:subClassOf CHEBI:33598,
        CHEBI:33653 ;
    oboInOwl:hasExactSynonym "alicyclic compounds"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:33654"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33655 a owl:Class ;
    rdfs:label "aromatic compound"^^xsd:string ;
    definition: "A cyclically conjugated molecular entity with a stability (due to delocalization) significantly greater than that of a hypothetical localized structure (e.g. Kekule structure) is said to possess aromatic character."^^xsd:string ;
    rdfs:subClassOf CHEBI:33595 ;
    oboInOwl:hasExactSynonym "aromatic compounds"^^xsd:string,
        "aromatic molecular entity"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "aromatics"^^xsd:string,
        "aromatische Verbindungen"^^xsd:string ;
    oboInOwl:id "CHEBI:33655"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33658 a owl:Class ;
    rdfs:label "arene"^^xsd:string ;
    definition: "Any monocyclic or polycyclic aromatic hydrocarbon."^^xsd:string ;
    rdfs:subClassOf CHEBI:33659,
        CHEBI:33663 ;
    oboInOwl:hasExactSynonym "arene"^^xsd:string,
        "arenes"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "aromatic hydrocarbons"^^xsd:string ;
    oboInOwl:id "CHEBI:33658"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33659 a owl:Class ;
    rdfs:label "organic aromatic compound"^^xsd:string ;
    rdfs:subClassOf CHEBI:33655,
        CHEBI:33832 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "organic aromatic compounds"^^xsd:string ;
    oboInOwl:id "CHEBI:33659"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33661 a owl:Class ;
    rdfs:label "monocyclic compound"^^xsd:string ;
    rdfs:subClassOf CHEBI:33595 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "monocyclic compounds"^^xsd:string ;
    oboInOwl:id "CHEBI:33661"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33662 a owl:Class ;
    rdfs:label "annulene"^^xsd:string ;
    definition: "A mancude monocyclic hydrocarbon without side chains of the general formula CnHn (n is an even number) or CnHn+1 (n is an odd number). In systematic nomenclature an annulene with seven or more carbon atoms may be named [n]annulene, where n is the number of carbon atoms."^^xsd:string ;
    rdfs:subClassOf CHEBI:33664 ;
    oboInOwl:hasExactSynonym "annulene"^^xsd:string,
        "annulenes"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:33662"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33663 a owl:Class ;
    rdfs:label "cyclic hydrocarbon"^^xsd:string ;
    rdfs:subClassOf CHEBI:24632,
        CHEBI:33598 ;
    oboInOwl:hasExactSynonym "cyclic hydrocarbon"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "cyclic hydrocarbons"^^xsd:string ;
    oboInOwl:id "CHEBI:33663"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33664 a owl:Class ;
    rdfs:label "monocyclic hydrocarbon"^^xsd:string ;
    rdfs:subClassOf CHEBI:33663 ;
    oboInOwl:hasExactSynonym "monocyclic hydrocarbon"^^xsd:string,
        "monocyclic hydrocarbons"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "monocyclic hydrocarbons"^^xsd:string ;
    oboInOwl:id "CHEBI:33664"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33666 a owl:Class ;
    rdfs:label "polycyclic hydrocarbon"^^xsd:string ;
    rdfs:subClassOf CHEBI:33663,
        CHEBI:35294 ;
    oboInOwl:hasExactSynonym "polycyclic hydrocarbon"^^xsd:string,
        "polycyclic hydrocarbons"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:33666"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33670 a owl:Class ;
    rdfs:label "heteromonocyclic compound"^^xsd:string ;
    rdfs:subClassOf CHEBI:5686,
        CHEBI:33661 ;
    oboInOwl:hasExactSynonym "heteromonocyclic compound"^^xsd:string,
        "heteromonocyclic compounds"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:33670"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33671 a owl:Class ;
    rdfs:label "heteropolycyclic compound"^^xsd:string ;
    definition: "A polycyclic compound in which at least one of the rings contains at least one non-carbon atom."^^xsd:string ;
    rdfs:subClassOf CHEBI:5686,
        CHEBI:33635 ;
    oboInOwl:hasExactSynonym "heteropolycyclic compounds"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "polyheterocyclic compounds"^^xsd:string ;
    oboInOwl:id "CHEBI:33671"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33672 a owl:Class ;
    rdfs:label "heterobicyclic compound"^^xsd:string ;
    definition: "A bicyclic compound in which at least one of the rings contains at least one skeletal heteroatom."^^xsd:string ;
    rdfs:subClassOf CHEBI:5686,
        CHEBI:33636 ;
    oboInOwl:hasExactSynonym "heterobicyclic compounds"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:33672"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33673 a owl:Class ;
    rdfs:label "zinc group molecular entity"^^xsd:string ;
    rdfs:subClassOf CHEBI:33676,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:33340 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "zinc group molecular entities"^^xsd:string ;
    oboInOwl:id "CHEBI:33673"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33674 a owl:Class ;
    rdfs:label "s-block molecular entity"^^xsd:string ;
    definition: "An s-block molecular entity is a molecular entity containing one or more atoms of an s-block element."^^xsd:string ;
    rdfs:subClassOf CHEBI:33579,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:33559 ] ;
    oboInOwl:hasExactSynonym "s-block molecular entity"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "s-block compounds"^^xsd:string,
        "s-block molecular entities"^^xsd:string ;
    oboInOwl:id "CHEBI:33674"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33675 a owl:Class ;
    rdfs:label "p-block molecular entity"^^xsd:string ;
    definition: "A main group molecular entity that contains one or more atoms of a p-block element."^^xsd:string ;
    rdfs:subClassOf CHEBI:33579,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:33560 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "p-block compounds"^^xsd:string,
        "p-block molecular entities"^^xsd:string,
        "p-block molecular entitiy"^^xsd:string ;
    oboInOwl:id "CHEBI:33675"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33676 a owl:Class ;
    rdfs:label "d-block molecular entity"^^xsd:string ;
    definition: "A d-block molecular entity is a molecular entity containing one or more atoms of a d-block element."^^xsd:string ;
    rdfs:subClassOf CHEBI:33497,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:33561 ] ;
    oboInOwl:hasExactSynonym "d-block molecular entity"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "d-block compounds"^^xsd:string,
        "d-block molecular entities"^^xsd:string ;
    oboInOwl:id "CHEBI:33676"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33677 a owl:Class ;
    rdfs:label "f-block molecular entity"^^xsd:string ;
    definition: "A molecular entity containing one or more atoms of an f-block element."^^xsd:string ;
    rdfs:subClassOf CHEBI:33497,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:33562 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "f-block compounds"^^xsd:string,
        "f-block molecular entities"^^xsd:string ;
    oboInOwl:id "CHEBI:33677"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33679 a owl:Class ;
    rdfs:label "helium molecular entity"^^xsd:string ;
    rdfs:subClassOf CHEBI:33583,
        CHEBI:33674,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:30217 ] ;
    oboInOwl:hasExactSynonym "helium molecular entity"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "helium compounds"^^xsd:string,
        "helium molecular entities"^^xsd:string ;
    oboInOwl:id "CHEBI:33679"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33680 a owl:Class ;
    rdfs:label "elemental helium"^^xsd:string ;
    rdfs:subClassOf CHEBI:33679 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:33680"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33692 a owl:Class ;
    rdfs:label "hydrides"^^xsd:string ;
    definition: "Hydrides are chemical compounds of hydrogen with other chemical elements."^^xsd:string ;
    rdfs:subClassOf CHEBI:33608,
        CHEBI:37577 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:33692"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33693 a owl:Class ;
    rdfs:label "oxygen hydride"^^xsd:string ;
    rdfs:subClassOf CHEBI:36902 ;
    oboInOwl:hasExactSynonym "oxygen hydride"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "hydrides of oxygen"^^xsd:string,
        "oxygen hydrides"^^xsd:string ;
    oboInOwl:id "CHEBI:33693"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33694 a owl:Class ;
    rdfs:label "biomacromolecule"^^xsd:string ;
    definition: "A macromolecule formed by a living organism."^^xsd:string ;
    rdfs:subClassOf CHEBI:33839,
        CHEBI:50860 ;
    oboInOwl:hasExactSynonym "biopolymer"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "biomacromolecules"^^xsd:string,
        "Biopolymere"^^xsd:string,
        "biopolymers"^^xsd:string ;
    oboInOwl:id "CHEBI:33694"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33695 a owl:Class ;
    rdfs:label "information biomacromolecule"^^xsd:string ;
    rdfs:subClassOf CHEBI:33694 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "genetically encoded biomacromolecules"^^xsd:string,
        "genetically encoded biopolymers"^^xsd:string,
        "information biomacromolecules"^^xsd:string,
        "information biopolymers"^^xsd:string,
        "information macromolecule"^^xsd:string,
        "information macromolecules"^^xsd:string ;
    oboInOwl:id "CHEBI:33695"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33696 a owl:Class ;
    rdfs:label "nucleic acid"^^xsd:string ;
    definition: "A macromolecule made up of nucleotide units and hydrolysable into certain pyrimidine or purine bases (usually adenine, cytosine, guanine, thymine, uracil), D-ribose or 2-deoxy-D-ribose and phosphoric acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:15986,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:33791 ],
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:50297 ] ;
    oboInOwl:hasExactSynonym "nucleic acids"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "acide nucleique"^^xsd:string,
        "acides nucleiques"^^xsd:string,
        "acido nucleico"^^xsd:string,
        "acidos nucleicos"^^xsd:string,
        "NA"^^xsd:string,
        "Nukleinsaeure"^^xsd:string,
        "Nukleinsaeuren"^^xsd:string ;
    oboInOwl:id "CHEBI:33696"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33697 a owl:Class ;
    oboInOwl:hasDbXref "CAS:63231-63-0"^^xsd:string ;
    rdfs:label "ribonucleic acid"^^xsd:string ;
    definition: "High molecular weight, linear polymers, composed of nucleotides containing ribose and linked by phosphodiester bonds; RNA is central to the synthesis of proteins."^^xsd:string ;
    rdfs:subClassOf CHEBI:33696,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:33792 ],
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:50299 ] ;
    oboInOwl:hasExactSynonym "ribonucleic acid"^^xsd:string,
        "ribonucleic acids"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "pentosenucleic acids"^^xsd:string,
        "ribonucleic acids"^^xsd:string,
        "Ribonukleinsaeure"^^xsd:string,
        "ribose nucleic acid"^^xsd:string,
        "RNA"^^xsd:string,
        "RNS"^^xsd:string,
        "yeast nucleic acid"^^xsd:string ;
    oboInOwl:id "CHEBI:33697"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33700 a owl:Class ;
    rdfs:label "proteinogenic amino-acid residue"^^xsd:string ;
    rdfs:subClassOf CHEBI:33710 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "canonical amino-acid residue"^^xsd:string,
        "canonical amino-acid residues"^^xsd:string,
        "common amino acid residues"^^xsd:string,
        "proteinogenic amino-acid residues"^^xsd:string,
        "standard amino acid residues"^^xsd:string,
        "standard amino-acid residues"^^xsd:string ;
    oboInOwl:id "CHEBI:33700"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33702 a owl:Class ;
    rdfs:label "polyatomic cation"^^xsd:string ;
    definition: "A cation consisting of more than one atom."^^xsd:string ;
    rdfs:subClassOf CHEBI:36358,
        CHEBI:36916 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "polyatomic cations"^^xsd:string ;
    oboInOwl:id "CHEBI:33702"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33703 a owl:Class ;
    rdfs:label "amino-acid cation"^^xsd:string ;
    rdfs:subClassOf CHEBI:33702 ;
    oboInOwl:hasExactSynonym "amino-acid cation"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "amino acid cation"^^xsd:string,
        "amino-acid cations"^^xsd:string ;
    oboInOwl:id "CHEBI:33703"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33704 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C00045"^^xsd:string,
        "KEGG:C05167"^^xsd:string ;
    rdfs:label "alpha-amino acid"^^xsd:string ;
    definition: "An amino acid in which the amino group is located on the carbon atom at the position alpha to the carboxy group."^^xsd:string ;
    rdfs:subClassOf CHEBI:33709,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:33558 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:78608 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C2H4NO2R"^^xsd:string ;
    chebi:mass "74.05870"^^xsd:string ;
    chebi:monoisotopicmass "74.02420"^^xsd:string ;
    chebi:smiles "NC([*])C(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:2642"^^xsd:string,
        "CHEBI:10208"^^xsd:string,
        "CHEBI:13779"^^xsd:string,
        "CHEBI:22442"^^xsd:string ;
    oboInOwl:hasExactSynonym "alpha-amino acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "alpha-amino acids"^^xsd:string,
        "alpha-amino carboxylic acids"^^xsd:string,
        "Amino acid"^^xsd:string,
        "Amino acids"^^xsd:string ;
    oboInOwl:id "CHEBI:33704"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33706 a owl:Class ;
    rdfs:label "beta-amino acid"^^xsd:string ;
    definition: "A non-proteinogenic amino acid in which the amino group is located on the carbon atom at the position beta to the carboxy group."^^xsd:string ;
    rdfs:subClassOf CHEBI:83820 ;
    oboInOwl:hasExactSynonym "beta-amino acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "beta-amino acids"^^xsd:string ;
    oboInOwl:id "CHEBI:33706"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33707 a owl:Class ;
    rdfs:label "gamma-amino acid"^^xsd:string ;
    definition: "A non-proteinogenic amino-acid in which the amino group is located on the carbon atom at the position gamma to the carboxy group."^^xsd:string ;
    rdfs:subClassOf CHEBI:83820,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:71666 ] ;
    oboInOwl:hasExactSynonym "gamma-amino acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "gamma-amino acids"^^xsd:string ;
    oboInOwl:id "CHEBI:33707"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33708 a owl:Class ;
    rdfs:label "amino-acid residue"^^xsd:string ;
    definition: "When two or more amino acids combine to form a peptide, the elements of water are removed, and what remains of each amino acid is called an amino-acid residue."^^xsd:string ;
    rdfs:subClassOf CHEBI:33247,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_substituent_group_from ;
            owl:someValuesFrom CHEBI:33709 ] ;
    oboInOwl:hasExactSynonym "amino-acid residue"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "amino acid residue"^^xsd:string,
        "amino-acid residues"^^xsd:string ;
    oboInOwl:id "CHEBI:33708"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33709 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Amino_acid"^^xsd:string ;
    rdfs:label "amino acid"^^xsd:string ;
    definition: "A carboxylic acid containing one or more amino groups."^^xsd:string ;
    rdfs:subClassOf CHEBI:33575,
        CHEBI:50047,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:37022 ] ;
    oboInOwl:hasAlternativeId "CHEBI:13815"^^xsd:string,
        "CHEBI:22477"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "amino acids"^^xsd:string,
        "Aminocarbonsaeure"^^xsd:string,
        "Aminokarbonsaeure"^^xsd:string,
        "Aminosaeure"^^xsd:string ;
    oboInOwl:id "CHEBI:33709"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33710 a owl:Class ;
    rdfs:label "alpha-amino-acid residue"^^xsd:string ;
    definition: "An amino-acid residue derived from an alpha-amino acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:33708,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_substituent_group_from ;
            owl:someValuesFrom CHEBI:33704 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C2H2NOR"^^xsd:string ;
    chebi:mass "56.043"^^xsd:string ;
    chebi:monoisotopicmass "56.01364"^^xsd:string ;
    chebi:smiles "*-NC([*])C(-*)=O"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "alpha-amino-acid residues"^^xsd:string,
        "an alpha-amino acid residue"^^xsd:string ;
    oboInOwl:id "CHEBI:33710"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33711 a owl:Class ;
    rdfs:label "C-terminal amino-acid residue"^^xsd:string ;
    definition: "The residue in a peptide that has a free carboxyl group, or at least does not acylate another amino-acid residue, is called C-terminal."^^xsd:string ;
    rdfs:subClassOf CHEBI:33708 ;
    oboInOwl:hasExactSynonym "C-terminal amino-acid residue"^^xsd:string,
        "C-terminal residue"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "C-terminal amino-acid residues"^^xsd:string,
        "carboxyl-terminal residue"^^xsd:string ;
    oboInOwl:id "CHEBI:33711"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33713 a owl:Class ;
    rdfs:label "C-terminal alpha-amino-acid residue"^^xsd:string ;
    definition: "Any C-terminal amino-acid residue derived from an alpha-amino-acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:33710,
        CHEBI:33711 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "C-terminal alpha-amino-acid residues"^^xsd:string ;
    oboInOwl:id "CHEBI:33713"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33717 a owl:Class ;
    rdfs:label "C-terminal proteinogenic amino-acid residue"^^xsd:string ;
    definition: "Any C-terminal alpha-amino-acid residue derived from a proteinogenic amino acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:33700,
        CHEBI:33713,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:90782 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "C-terminal canonical amino-acid residue"^^xsd:string,
        "C-terminal canonical amino-acid residues"^^xsd:string,
        "C-terminal proteinogenic amino-acid residues"^^xsd:string ;
    oboInOwl:id "CHEBI:33717"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33719 a owl:Class ;
    rdfs:label "alpha-amino-acid cation"^^xsd:string ;
    rdfs:subClassOf CHEBI:33703 ;
    oboInOwl:hasExactSynonym "alpha-amino-acid cation"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "alpha-amino acid cations"^^xsd:string,
        "alpha-amino-acid cations"^^xsd:string ;
    oboInOwl:id "CHEBI:33719"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33720 a owl:Class ;
    rdfs:label "carbohydrate acid"^^xsd:string ;
    rdfs:subClassOf CHEBI:16646,
        CHEBI:33575,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:33721 ] ;
    oboInOwl:hasExactSynonym "carbohydrate acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "carbohydrate acids"^^xsd:string ;
    oboInOwl:id "CHEBI:33720"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33721 a owl:Class ;
    rdfs:label "carbohydrate acid anion"^^xsd:string ;
    rdfs:subClassOf CHEBI:29067,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:33720 ] ;
    oboInOwl:hasExactSynonym "carbohydrate acid anion"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "carbohydrate acid anions"^^xsd:string ;
    oboInOwl:id "CHEBI:33721"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33727 a owl:Class ;
    rdfs:label "proteinogenic amino-acid residue cation"^^xsd:string ;
    rdfs:subClassOf CHEBI:33700,
        CHEBI:35415 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "canonical amino-acid residue cation"^^xsd:string,
        "canonical amino-acid residue cations"^^xsd:string,
        "proteinogenic amino-acid residue cations"^^xsd:string ;
    oboInOwl:id "CHEBI:33727"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33743 a owl:Class ;
    rdfs:label "manganese group molecular entity"^^xsd:string ;
    rdfs:subClassOf CHEBI:33676,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:33352 ] ;
    oboInOwl:hasExactSynonym "manganese group molecular entity"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "manganese group molecular entities"^^xsd:string ;
    oboInOwl:id "CHEBI:33743"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33744 a owl:Class ;
    rdfs:label "iron group molecular entity"^^xsd:string ;
    rdfs:subClassOf CHEBI:33676,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:33356 ] ;
    oboInOwl:hasExactSynonym "iron group molecular entity"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "iron group molecular entities"^^xsd:string ;
    oboInOwl:id "CHEBI:33744"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33747 a owl:Class ;
    rdfs:label "nickel group molecular entity"^^xsd:string ;
    rdfs:subClassOf CHEBI:33676,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:33362 ] ;
    oboInOwl:hasExactSynonym "nickel group molecular entity"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "nickel group molecular entities"^^xsd:string ;
    oboInOwl:id "CHEBI:33747"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33749 a owl:Class ;
    rdfs:label "platinum molecular entity"^^xsd:string ;
    rdfs:subClassOf CHEBI:33747,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:33364 ] ;
    oboInOwl:hasExactSynonym "platinum molecular entity"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "platinum compounds"^^xsd:string,
        "platinum molecular entities"^^xsd:string ;
    oboInOwl:id "CHEBI:33749"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33752 a owl:Class ;
    rdfs:label "hexonic acid"^^xsd:string ;
    definition: "Any aldonic acid formed by oxidising the aldehyde group of an aldohexose to a carboxylic acid group."^^xsd:string ;
    rdfs:subClassOf CHEBI:22301 ;
    oboInOwl:hasExactSynonym "hexonic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "aldohexonic acids"^^xsd:string,
        "hexonic acids"^^xsd:string ;
    oboInOwl:id "CHEBI:33752"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33760 a owl:Class ;
    rdfs:label "hexonate"^^xsd:string ;
    rdfs:subClassOf CHEBI:22299 ;
    oboInOwl:hasExactSynonym "hexonate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "aldohexonates"^^xsd:string,
        "hexonates"^^xsd:string ;
    oboInOwl:id "CHEBI:33760"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33767 a owl:Class ;
    rdfs:label "cobalt group molecular entity"^^xsd:string ;
    rdfs:subClassOf CHEBI:33676,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:33358 ] ;
    oboInOwl:hasExactSynonym "cobalt group molecular entity"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "cobalt group molecular entities"^^xsd:string ;
    oboInOwl:id "CHEBI:33767"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33775 a owl:Class ;
    rdfs:label "lanthanoid molecular entity"^^xsd:string ;
    rdfs:subClassOf CHEBI:33677,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:33319 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "lanthanoid compounds"^^xsd:string,
        "lanthanoid molecular entities"^^xsd:string ;
    oboInOwl:id "CHEBI:33775"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33791 a owl:Class ;
    rdfs:label "canonical nucleoside residue"^^xsd:string ;
    rdfs:subClassOf CHEBI:50320 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "canonical nucleoside residues"^^xsd:string,
        "common nucleoside residues"^^xsd:string,
        "nucleoside residue"^^xsd:string,
        "standard nucleoside residues"^^xsd:string ;
    oboInOwl:id "CHEBI:33791"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33792 a owl:Class ;
    rdfs:label "canonical ribonucleoside residue"^^xsd:string ;
    rdfs:subClassOf CHEBI:33791 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "canonical ribonucleoside residues"^^xsd:string,
        "common ribonucleoside residue"^^xsd:string,
        "common ribonucleoside residues"^^xsd:string,
        "N"^^xsd:string,
        "Nuc"^^xsd:string,
        "standard ribonucleoside residues"^^xsd:string ;
    oboInOwl:id "CHEBI:33792"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33793 a owl:Class ;
    rdfs:label "canonical deoxyribonucleoside residue"^^xsd:string ;
    rdfs:subClassOf CHEBI:33791 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "canonical deoxyribonucleoside residues"^^xsd:string,
        "common 2'-deoxyribonucleoside residue"^^xsd:string,
        "common 2'-deoxyribonucleoside residues"^^xsd:string,
        "dN"^^xsd:string,
        "dNuc"^^xsd:string,
        "standard deoxyribonucleoside residues"^^xsd:string ;
    oboInOwl:id "CHEBI:33793"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33804 a owl:Class ;
    rdfs:label "gluconates"^^xsd:string ;
    rdfs:subClassOf CHEBI:33760 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:33804"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33822 a owl:Class ;
    rdfs:label "organic hydroxy compound"^^xsd:string ;
    definition: "An organic compound having at least one hydroxy group attached to a carbon atom."^^xsd:string ;
    rdfs:subClassOf CHEBI:24651,
        CHEBI:50860 ;
    oboInOwl:hasAlternativeId "CHEBI:64710"^^xsd:string ;
    oboInOwl:hasExactSynonym "hydroxy compounds"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "organic alcohol"^^xsd:string,
        "organic hydroxy compounds"^^xsd:string ;
    oboInOwl:id "CHEBI:33822"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33832 a owl:Class ;
    rdfs:label "organic cyclic compound"^^xsd:string ;
    definition: "Any organic molecule that consists of atoms connected in the form of a ring."^^xsd:string ;
    rdfs:subClassOf CHEBI:33595,
        CHEBI:72695 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "organic cyclic compounds"^^xsd:string ;
    oboInOwl:id "CHEBI:33832"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33833 a owl:Class ;
    rdfs:label "heteroarene"^^xsd:string ;
    definition: "A heterocyclic compound formally derived from an arene by replacement of one or more methine (-C=) and/or vinylene (-CH=CH-) groups by trivalent or divalent heteroatoms, respectively, in such a way as to maintain the continuous pi-electron system characteristic of aromatic systems and a number of out-of-plane pi-electrons corresponding to the Hueckel rule (4n+2)."^^xsd:string ;
    rdfs:subClassOf CHEBI:24532,
        CHEBI:33659 ;
    oboInOwl:hasExactSynonym "heteroarenes"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "hetarenes"^^xsd:string ;
    oboInOwl:id "CHEBI:33833"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33836 a owl:Class ;
    rdfs:label "benzenoid aromatic compound"^^xsd:string ;
    rdfs:subClassOf CHEBI:33598,
        CHEBI:33659 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "benzenoid aromatic compounds"^^xsd:string,
        "benzenoid compound"^^xsd:string ;
    oboInOwl:id "CHEBI:33836"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33837 a owl:Class ;
    oboInOwl:hasDbXref "COMe:PRX000001"^^xsd:string ;
    rdfs:label "conjugated protein"^^xsd:string ;
    definition: "Conjugated protein is a protein that contains a non-peptide component, usually in stoichiometric proportion."^^xsd:string ;
    rdfs:subClassOf CHEBI:36080 ;
    oboInOwl:hasExactSynonym "conjugated proteins"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "complex protein"^^xsd:string ;
    oboInOwl:id "CHEBI:33837"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33838 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C00801"^^xsd:string,
        "Wikipedia:Nucleoside"^^xsd:string ;
    rdfs:label "nucleoside"^^xsd:string ;
    definition: "An N-glycosyl compound that has both a nucleobase, normally adenine, guanine, xanthine, thymine, cytosine or uracil, and either a ribose or deoxyribose as functional parents."^^xsd:string ;
    rdfs:subClassOf CHEBI:21731,
        CHEBI:26912,
        CHEBI:61120 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5H8O3R2"^^xsd:string ;
    chebi:mass "116.115"^^xsd:string ;
    chebi:monoisotopicmass "116.04734"^^xsd:string ;
    chebi:smiles "[C@H]1([C@H]([C@@H](*)[C@@H](O1)*)O)CO"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:7647"^^xsd:string,
        "CHEBI:13661"^^xsd:string,
        "CHEBI:25611"^^xsd:string ;
    oboInOwl:hasExactSynonym "Nucleoside"^^xsd:string,
        "nucleosides"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "a nucleoside"^^xsd:string,
        "nucleosides"^^xsd:string ;
    oboInOwl:id "CHEBI:33838"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33839 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Macromolecule"^^xsd:string ;
    rdfs:label "macromolecule"^^xsd:string ;
    definition: "A macromolecule is a molecule of high relative molecular mass, the structure of which essentially comprises the multiple repetition of units derived, actually or conceptually, from molecules of low relative molecular mass."^^xsd:string ;
    rdfs:subClassOf CHEBI:36357 ;
    oboInOwl:hasExactSynonym "macromolecule"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "macromolecules"^^xsd:string,
        "polymer"^^xsd:string,
        "polymer molecule"^^xsd:string,
        "polymers"^^xsd:string ;
    oboInOwl:id "CHEBI:33839"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33842 a owl:Class ;
    rdfs:label "aromatic annulene"^^xsd:string ;
    rdfs:subClassOf CHEBI:33662,
        CHEBI:33847 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "aromatic annulenes"^^xsd:string ;
    oboInOwl:id "CHEBI:33842"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33847 a owl:Class ;
    rdfs:label "monocyclic arene"^^xsd:string ;
    definition: "A monocyclic aromatic hydrocarbon."^^xsd:string ;
    rdfs:subClassOf CHEBI:33658 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "monocyclic arenes"^^xsd:string ;
    oboInOwl:id "CHEBI:33847"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33848 a owl:Class ;
    oboInOwl:hasDbXref "PMID:15198916"^^xsd:string,
        "PMID:25679824"^^xsd:string,
        "Wikipedia:Polycyclic_aromatic_hydrocarbon"^^xsd:string ;
    rdfs:label "polycyclic arene"^^xsd:string ;
    definition: "A polycyclic aromatic hydrocarbon."^^xsd:string ;
    rdfs:subClassOf CHEBI:33658,
        CHEBI:33666,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50903 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:138015 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "PAH"^^xsd:string,
        "PAHs"^^xsd:string,
        "polycyclic arenes"^^xsd:string,
        "polycyclic aromatic hydrocarbons"^^xsd:string ;
    oboInOwl:id "CHEBI:33848"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33853 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C15584"^^xsd:string,
        "MetaCyc:Phenols"^^xsd:string,
        "Wikipedia:Phenols"^^xsd:string ;
    rdfs:label "phenols"^^xsd:string ;
    definition: "Organic aromatic compounds having one or more hydroxy groups attached to a benzene or other arene ring."^^xsd:string ;
    rdfs:subClassOf CHEBI:33659,
        CHEBI:33822 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6HOR5"^^xsd:string ;
    chebi:mass "89.072"^^xsd:string ;
    chebi:monoisotopicmass "89.00274"^^xsd:string ;
    chebi:smiles "C1(=C(C(=C(C(=C1*)*)*)*)*)O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:2857"^^xsd:string,
        "CHEBI:13664"^^xsd:string,
        "CHEBI:13825"^^xsd:string,
        "CHEBI:25969"^^xsd:string ;
    oboInOwl:hasExactSynonym "phenols"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "a phenol"^^xsd:string,
        "arenols"^^xsd:string,
        "Aryl alcohol"^^xsd:string ;
    oboInOwl:id "CHEBI:33853"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33854 a owl:Class ;
    rdfs:label "aromatic alcohol"^^xsd:string ;
    definition: "Any alcohol in which the alcoholic hydroxy group is attached to a carbon which is itself bonded to an aromatic ring."^^xsd:string ;
    rdfs:subClassOf CHEBI:30879,
        CHEBI:33659 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "HOR"^^xsd:string ;
    chebi:mass "17.007"^^xsd:string ;
    chebi:monoisotopicmass "17.00274"^^xsd:string ;
    chebi:smiles "*O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:2831"^^xsd:string,
        "CHEBI:13818"^^xsd:string,
        "CHEBI:22620"^^xsd:string,
        "CHEBI:22640"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "an aromatic alcohol"^^xsd:string,
        "aromatic alcohols"^^xsd:string,
        "aryl alcohol"^^xsd:string,
        "aryl alcohols"^^xsd:string ;
    oboInOwl:id "CHEBI:33854"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33856 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C01021"^^xsd:string,
        "Wikipedia:Aromatic_amino_acid"^^xsd:string ;
    rdfs:label "aromatic amino acid"^^xsd:string ;
    definition: "An amino acid whose structure includes an aromatic ring."^^xsd:string ;
    rdfs:subClassOf CHEBI:33659,
        CHEBI:33709,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:63473 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:76042 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C2H4NO2R"^^xsd:string ;
    chebi:mass "88.085"^^xsd:string ;
    chebi:monoisotopicmass "74.02420"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:2835"^^xsd:string,
        "CHEBI:13820"^^xsd:string,
        "CHEBI:22623"^^xsd:string ;
    oboInOwl:hasExactSynonym "Aromatic amino acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "aromatic amino acids"^^xsd:string ;
    oboInOwl:id "CHEBI:33856"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33859 a owl:Class ;
    rdfs:label "aromatic carboxylic acid"^^xsd:string ;
    definition: "Any carboxylic acid in which the carboxy group is directly bonded to an aromatic ring."^^xsd:string ;
    rdfs:subClassOf CHEBI:33575,
        CHEBI:33659,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:91007 ] ;
    oboInOwl:hasAlternativeId "CHEBI:2830"^^xsd:string,
        "CHEBI:13817"^^xsd:string,
        "CHEBI:13821"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "aromatic carboxylic acids"^^xsd:string ;
    oboInOwl:id "CHEBI:33859"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33860 a owl:Class ;
    rdfs:label "aromatic amine"^^xsd:string ;
    definition: "An amino compound in which the amino group is linked directly to an aromatic system."^^xsd:string ;
    rdfs:subClassOf CHEBI:33659,
        CHEBI:50047 ;
    oboInOwl:hasAlternativeId "CHEBI:2834"^^xsd:string,
        "CHEBI:2863"^^xsd:string,
        "CHEBI:13827"^^xsd:string,
        "CHEBI:22622"^^xsd:string,
        "CHEBI:22646"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "aromatic amines"^^xsd:string,
        "aryl amine"^^xsd:string,
        "aryl amines"^^xsd:string,
        "arylamine"^^xsd:string,
        "arylamines"^^xsd:string ;
    oboInOwl:id "CHEBI:33860"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33861 a owl:Class ;
    rdfs:label "transition element coordination entity"^^xsd:string ;
    rdfs:subClassOf CHEBI:33240,
        CHEBI:33497 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "transition element coordination entities"^^xsd:string,
        "transition metal coordination compounds"^^xsd:string,
        "transition metal coordination entities"^^xsd:string ;
    oboInOwl:id "CHEBI:33861"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33862 a owl:Class ;
    rdfs:label "platinum coordination entity"^^xsd:string ;
    rdfs:subClassOf CHEBI:33749,
        CHEBI:33861 ;
    oboInOwl:hasExactSynonym "platinum coordination entity"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "platinum coordination compounds"^^xsd:string,
        "platinum coordination entities"^^xsd:string ;
    oboInOwl:id "CHEBI:33862"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33888 a owl:Class ;
    rdfs:label "cobalt molecular entity"^^xsd:string ;
    rdfs:subClassOf CHEBI:33767,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:27638 ] ;
    oboInOwl:hasExactSynonym "cobalt molecular entity"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "cobalt compounds"^^xsd:string,
        "cobalt molecular entities"^^xsd:string ;
    oboInOwl:id "CHEBI:33888"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33890 a owl:Class ;
    rdfs:label "cobalt coordination entity"^^xsd:string ;
    rdfs:subClassOf CHEBI:33861,
        CHEBI:33888 ;
    oboInOwl:hasExactSynonym "cobalt coordination entity"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "cobalt coordination compounds"^^xsd:string,
        "cobalt coordination entities"^^xsd:string ;
    oboInOwl:id "CHEBI:33890"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33892 a owl:Class ;
    rdfs:label "iron coordination entity"^^xsd:string ;
    rdfs:subClassOf CHEBI:24873,
        CHEBI:33861 ;
    oboInOwl:hasExactSynonym "iron coordination entity"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "iron coordination compounds"^^xsd:string,
        "iron coordination entities"^^xsd:string ;
    oboInOwl:id "CHEBI:33892"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33893 a owl:Class ;
    rdfs:label "reagent"^^xsd:string ;
    definition: "A substance used in a chemical reaction to detect, measure, examine, or produce other substances."^^xsd:string ;
    rdfs:subClassOf CHEBI:33232 ;
    oboInOwl:hasExactSynonym "reagent"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "reactif"^^xsd:string,
        "reactivo"^^xsd:string,
        "reagents"^^xsd:string ;
    oboInOwl:id "CHEBI:33893"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33906 a owl:Class ;
    rdfs:label "cobalt corrinoid"^^xsd:string ;
    rdfs:subClassOf CHEBI:33890,
        CHEBI:33909,
        CHEBI:33913 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "cobalt corrinoids"^^xsd:string,
        "cobalt-corrinoids"^^xsd:string ;
    oboInOwl:id "CHEBI:33906"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33909 a owl:Class ;
    rdfs:label "metallotetrapyrrole"^^xsd:string ;
    rdfs:subClassOf CHEBI:36309 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "metal-tetrapyrrole"^^xsd:string,
        "metal-tetrapyrrole complex"^^xsd:string,
        "metallotetrapyrroles"^^xsd:string ;
    oboInOwl:id "CHEBI:33909"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33913 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C06021"^^xsd:string ;
    rdfs:label "corrinoid"^^xsd:string ;
    definition: "A derivative of the corrin nucleus, which contains four reduced or partly reduced pyrrole rings joined in a macrocycle by three =C- groups and one direct carbon-carbon bond linking alpha positions."^^xsd:string ;
    rdfs:subClassOf CHEBI:36309,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:23357 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C19HN4R21"^^xsd:string ;
    chebi:mass "285.239"^^xsd:string ;
    chebi:monoisotopicmass "285.02012"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:3890"^^xsd:string,
        "CHEBI:23391"^^xsd:string ;
    oboInOwl:hasExactSynonym "Corrinoid"^^xsd:string,
        "corrinoid"^^xsd:string,
        "corrinoids"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Corrinoid protein"^^xsd:string,
        "Corrinoid protein Co+"^^xsd:string,
        "corrinoide"^^xsd:string,
        "corrinoides"^^xsd:string,
        "Korrinoid"^^xsd:string ;
    oboInOwl:id "CHEBI:33913"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33916 a owl:Class ;
    oboInOwl:hasDbXref "PMID:10723607"^^xsd:string ;
    rdfs:label "aldopentose"^^xsd:string ;
    definition: "A pentose with a (potential) aldehyde group at one end."^^xsd:string ;
    rdfs:subClassOf CHEBI:15693,
        CHEBI:25901 ;
    oboInOwl:hasExactSynonym "aldopentose"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "aldopentoses"^^xsd:string ;
    oboInOwl:id "CHEBI:33916"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33917 a owl:Class ;
    rdfs:label "aldohexose"^^xsd:string ;
    definition: "A hexose with a (potential) aldehyde group at one end."^^xsd:string ;
    rdfs:subClassOf CHEBI:15693,
        CHEBI:18133 ;
    oboInOwl:hasAlternativeId "CHEBI:2558"^^xsd:string ;
    oboInOwl:hasExactSynonym "aldohexose"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "aldohexoses"^^xsd:string ;
    oboInOwl:id "CHEBI:33917"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33937 a owl:Class ;
    rdfs:label "macronutrient"^^xsd:string ;
    definition: "Any nutrient required in large quantities by organisms throughout their life in order to orchestrate a range of physiological functions. Macronutrients are usually chemical elements (carbon, hydrogen, nitrogen, oxygen, phosphorus and sulfur) that humans consume in the largest quantities. Calcium, sodium, magnesium and potassium are sometimes included as macronutrients because they are required in relatively large quantities compared with other vitamins and minerals."^^xsd:string ;
    rdfs:subClassOf CHEBI:33284 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "macronutrients"^^xsd:string ;
    oboInOwl:id "CHEBI:33937"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33942 a owl:Class ;
    rdfs:label "ribose"^^xsd:string ;
    definition: "Any aldopentose where the open-chain form has all the hydroxy groups on the same side in the Fischer projection. Occurrs in two enantiomeric forms, D- and L-ribose, of which only the former is found in nature."^^xsd:string ;
    rdfs:subClassOf CHEBI:33916 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5H10O5"^^xsd:string ;
    chebi:mass "150.130"^^xsd:string ;
    chebi:monoisotopicmass "150.05282"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:26564"^^xsd:string ;
    oboInOwl:hasExactSynonym "ribo-pentose"^^xsd:string,
        "ribose"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Rib"^^xsd:string ;
    oboInOwl:id "CHEBI:33942"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33958 a owl:Class ;
    rdfs:label "halide salt"^^xsd:string ;
    rdfs:subClassOf CHEBI:24866,
        CHEBI:37578,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:16042 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "halide salts"^^xsd:string,
        "halides"^^xsd:string ;
    oboInOwl:id "CHEBI:33958"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33973 a owl:Class ;
    rdfs:label "elemental magnesium"^^xsd:string ;
    rdfs:subClassOf CHEBI:25108 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:33973"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33975 a owl:Class ;
    rdfs:label "magnesium salt"^^xsd:string ;
    rdfs:subClassOf CHEBI:25108,
        CHEBI:36364 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "magnesium salts"^^xsd:string ;
    oboInOwl:id "CHEBI:33975"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33976 a owl:Class ;
    rdfs:label "magnesium coordination entity"^^xsd:string ;
    rdfs:subClassOf CHEBI:25108,
        CHEBI:35217 ;
    oboInOwl:hasExactSynonym "magnesium coordination entity"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "magnesium coordination compounds"^^xsd:string,
        "magnesium coordination entities"^^xsd:string ;
    oboInOwl:id "CHEBI:33976"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33977 a owl:Class ;
    rdfs:label "metallic base"^^xsd:string ;
    rdfs:subClassOf CHEBI:52625 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "metallic bases"^^xsd:string ;
    oboInOwl:id "CHEBI:33977"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33978 a owl:Class ;
    rdfs:label "alkali metal hydroxide"^^xsd:string ;
    rdfs:subClassOf CHEBI:33296,
        CHEBI:33977 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "alkali metal base"^^xsd:string,
        "alkali metal bases"^^xsd:string,
        "alkali metal hydroxides"^^xsd:string ;
    oboInOwl:id "CHEBI:33978"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:33988 a owl:Class ;
    oboInOwl:hasDbXref "CAS:21351-79-1"^^xsd:string,
        "Gmelin:100572"^^xsd:string ;
    rdfs:label "caesium hydroxide"^^xsd:string ;
    rdfs:subClassOf CHEBI:33978,
        CHEBI:37128 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "CsHO"^^xsd:string ;
    chebi:inchi "InChI=1S/Cs.H2O/h;1H2/q+1;/p-1"^^xsd:string ;
    chebi:inchikey "HUCVOHYBFXVBRW-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "149.91279"^^xsd:string ;
    chebi:monoisotopicmass "149.90819"^^xsd:string ;
    chebi:smiles "[OH-].[Cs+]"^^xsd:string ;
    oboInOwl:hasExactSynonym "caesium hydroxide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "cesium hydrate"^^xsd:string,
        "cesium hydroxide"^^xsd:string,
        "CsOH"^^xsd:string ;
    oboInOwl:id "CHEBI:33988"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:34073 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1999508"^^xsd:string,
        "CAS:1162-54-5"^^xsd:string,
        "KEGG:C14677"^^xsd:string,
        "Reaxys:1999508"^^xsd:string ;
    rdfs:label "Delta(1)-progesterone"^^xsd:string ;
    definition: "A 3-oxo Delta(4)-steroid that is progesterone which has been oxidised to introduce a double bond between positions 1 and 2."^^xsd:string ;
    rdfs:subClassOf CHEBI:36885,
        CHEBI:77166,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:17026 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:35508 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C21H28O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C21H28O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h8,10,12,16-19H,4-7,9,11H2,1-3H3/t16-,17+,18-,19-,20-,21+/m0/s1"^^xsd:string ;
    chebi:inchikey "QIEPWCSVQYUPIY-LEKSSAKUSA-N"^^xsd:string ;
    chebi:mass "312.44582"^^xsd:string ;
    chebi:monoisotopicmass "312.20893"^^xsd:string ;
    chebi:smiles "[H][C@@]12CCC3=CC(=O)C=C[C@]3(C)[C@@]1([H])CC[C@]1(C)[C@H](CC[C@@]21[H])C(C)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "pregna-1,4-diene-3,20-dione"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1,2-dehydroprogesterone"^^xsd:string,
        "1,2-didehydroprogesterone"^^xsd:string,
        "1-Dehydroprogesterone"^^xsd:string,
        "3,20-dioxo-1,4-pregnadiene"^^xsd:string,
        "3,20-dioxo-pregna-1,4-diene"^^xsd:string,
        "delta1-Progesterone"^^xsd:string,
        "Pregna-1,4-diene-3,20-dione"^^xsd:string ;
    oboInOwl:id "CHEBI:34073"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:34468 a owl:Class ;
    oboInOwl:hasDbXref "CAS:115066-14-3"^^xsd:string,
        "KEGG:C13668"^^xsd:string,
        "LINCS:LSM-3184"^^xsd:string ;
    rdfs:label "6-Cyano-7-nitroquinoxaline-2,3-dione"^^xsd:string ;
    rdfs:subClassOf CHEBI:38771 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C9H4N4O4"^^xsd:string ;
    chebi:inchi "InChI=1S/C9H4N4O4/c10-3-4-1-5-6(2-7(4)13(16)17)12-9(15)8(14)11-5/h1-2H,(H,11,14)(H,12,15)"^^xsd:string ;
    chebi:inchikey "RPXVIAFEQBNEAX-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "232.153"^^xsd:string ;
    chebi:monoisotopicmass "232.02325"^^xsd:string ;
    chebi:smiles "[O-][N+](=O)c1cc2[nH]c(=O)c(=O)[nH]c2cc1C#N"^^xsd:string ;
    oboInOwl:hasExactSynonym "6-Cyano-7-nitroquinoxaline-2,3-dione"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "CNQX"^^xsd:string ;
    oboInOwl:id "CHEBI:34468"^^xsd:string ;
    oboInOwl:inSubset chebi1:_STAR .

CHEBI:34584 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:2625467"^^xsd:string,
        "CAS:846-48-0"^^xsd:string,
        "DrugBank:DB01541"^^xsd:string,
        "KEGG:C14502"^^xsd:string,
        "KEGG:D07536"^^xsd:string,
        "LIPID_MAPS_instance:LMST02020018"^^xsd:string,
        "Patent:US2837464"^^xsd:string,
        "Patent:US2875196"^^xsd:string,
        "PMID:17084871"^^xsd:string,
        "PMID:23534422"^^xsd:string,
        "PMID:24097356"^^xsd:string,
        "PMID:24259377"^^xsd:string,
        "Reaxys:2625467"^^xsd:string,
        "Wikipedia:Boldenone"^^xsd:string ;
    rdfs:label "boldenone"^^xsd:string ;
    definition: "An  3-oxo-Delta(1),Delta(4)-steroid substituted by an oxo group at position 3 and a beta-hydroxy group at position 17. It is an  anabolic androgenic steroid that has been developed for veterinary use."^^xsd:string ;
    rdfs:subClassOf CHEBI:35343,
        CHEBI:50786,
        CHEBI:77166 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C19H26O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C19H26O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h7,9,11,14-17,21H,3-6,8,10H2,1-2H3/t14-,15-,16-,17-,18-,19-/m0/s1"^^xsd:string ;
    chebi:inchikey "RSIHSRDYCUFFLA-DYKIIFRCSA-N"^^xsd:string ;
    chebi:mass "286.40850"^^xsd:string ;
    chebi:monoisotopicmass "286.19328"^^xsd:string ;
    chebi:smiles "C[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)C=C[C@]34C)[C@@H]1CC[C@@H]2O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(17beta)-17-hydroxyandrosta-1,4-dien-3-one"^^xsd:string,
        "Boldenone"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1,2-Dehydrotestosterone"^^xsd:string,
        "1,2-Didehydrotestosterone"^^xsd:string,
        "1,4-Androstadien-17beta-ol-3-one"^^xsd:string,
        "17beta-Boldenone"^^xsd:string,
        "17beta-hydroxyandrosta-1,4-dien-3-one"^^xsd:string,
        "boldenona"^^xsd:string,
        "boldenone"^^xsd:string,
        "boldenonum"^^xsd:string ;
    oboInOwl:id "CHEBI:34584"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:34764 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:5645455"^^xsd:string,
        "CAS:2135-17-3"^^xsd:string,
        "Drug_Central:4548"^^xsd:string,
        "KEGG:C14479"^^xsd:string,
        "KEGG:D04208"^^xsd:string,
        "Patent:GB902292"^^xsd:string,
        "Patent:US3499016"^^xsd:string,
        "Wikipedia:Flumethasone"^^xsd:string ;
    rdfs:label "flumethasone"^^xsd:string ;
    rdfs:subClassOf CHEBI:24261,
        CHEBI:35342,
        CHEBI:35344,
        CHEBI:35346,
        CHEBI:36885,
        CHEBI:50830,
        CHEBI:77166,
        CHEBI:139590,
        CHEBI:139592,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:8386 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35472 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C22H28F2O5"^^xsd:string ;
    chebi:inchi "InChI=1S/C22H28F2O5/c1-11-6-13-14-8-16(23)15-7-12(26)4-5-19(15,2)21(14,24)17(27)9-20(13,3)22(11,29)18(28)10-25/h4-5,7,11,13-14,16-17,25,27,29H,6,8-10H2,1-3H3/t11-,13+,14+,16+,17+,19+,20+,21+,22+/m1/s1"^^xsd:string ;
    chebi:inchikey "WXURHACBFYSXBI-GQKYHHCASA-N"^^xsd:string ;
    chebi:mass "410.45153"^^xsd:string ;
    chebi:monoisotopicmass "410.19048"^^xsd:string ;
    chebi:smiles "[H][C@@]12C[C@@H](C)[C@](O)(C(=O)CO)[C@@]1(C)C[C@H](O)[C@@]1(F)[C@@]2([H])C[C@H](F)C2=CC(=O)C=C[C@]12C"^^xsd:string ;
    oboInOwl:hasExactSynonym "6alpha,9-difluoro-11beta,17,21-trihydroxy-16alpha-methylpregna-1,4-diene-3,20-dione"^^xsd:string,
        "Flumethasone"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "6alpha,9-Difluoro-11beta,17,21-trihydroxy-16alpha-methylpregna-1,4-diene-3,20-dione"^^xsd:string,
        "flumetasona"^^xsd:string,
        "Flumetasone"^^xsd:string,
        "flumetasone"^^xsd:string,
        "flumetasonum"^^xsd:string ;
    oboInOwl:id "CHEBI:34764"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:34848 a owl:Class ;
    oboInOwl:hasDbXref "CAS:73573-88-3"^^xsd:string,
        "DrugBank:DB06693"^^xsd:string,
        "KEGG:C13963"^^xsd:string,
        "KNApSAcK:C00000564"^^xsd:string,
        "LINCS:LSM-4123"^^xsd:string,
        "Patent:DE2524355"^^xsd:string,
        "Patent:US3983140"^^xsd:string,
        "PMID:3170348"^^xsd:string,
        "PMID:3719857"^^xsd:string,
        "PMID:11283400"^^xsd:string,
        "PMID:12403272"^^xsd:string,
        "PMID:15274361"^^xsd:string,
        "PMID:15531285"^^xsd:string,
        "PMID:15786722"^^xsd:string,
        "PMID:18672387"^^xsd:string,
        "PMID:18936176"^^xsd:string,
        "PMID:20629200"^^xsd:string,
        "PMID:23918904"^^xsd:string,
        "PMID:24462564"^^xsd:string,
        "Reaxys:3630717"^^xsd:string,
        "Wikipedia:Mevastatin"^^xsd:string ;
    rdfs:label "mevastatin"^^xsd:string ;
    definition: "A carboxylic ester that is pravastatin that is lacking the allylic hydroxy group. A hydroxymethylglutaryl-CoA reductase inhibitor (statin) isolated from Penicillium citrinum and from Penicillium brevicompactum, its clinical use as a lipid-regulating drug ceased following reports of toxicity in animals."^^xsd:string ;
    rdfs:subClassOf CHEBI:26188,
        CHEBI:75885,
        CHEBI:87632,
        CHEBI:142348,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35718 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:68495 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76964 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77255 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C23H34O5"^^xsd:string ;
    chebi:inchi "InChI=1S/C23H34O5/c1-4-14(2)23(26)28-20-7-5-6-16-9-8-15(3)19(22(16)20)11-10-18-12-17(24)13-21(25)27-18/h6,8-9,14-15,17-20,22,24H,4-5,7,10-13H2,1-3H3/t14-,15-,17+,18+,19-,20-,22-/m0/s1"^^xsd:string ;
    chebi:inchikey "AJLFOPYRIVGYMJ-INTXDZFKSA-N"^^xsd:string ;
    chebi:mass "390.51310"^^xsd:string ;
    chebi:monoisotopicmass "390.24062"^^xsd:string ;
    chebi:smiles "CC[C@H](C)C(=O)O[C@H]1CCC=C2C=C[C@H](C)[C@H](CC[C@@H]3C[C@@H](O)CC(=O)O3)[C@@H]12"^^xsd:string ;
    oboInOwl:hasExactSynonym "(1S,7S,8S,8aR)-8-{2-[(2R,4R)-4-hydroxy-6-oxotetrahydro-2H-pyran-2-yl]ethyl}-7-methyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl (2S)-2-methylbutanoate"^^xsd:string,
        "Mevastatin"^^xsd:string,
        "mevastatin"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "antibiotic ML 236B"^^xsd:string,
        "Compactin"^^xsd:string,
        "CS 500"^^xsd:string,
        "mevastatin"^^xsd:string,
        "mevastatina"^^xsd:string,
        "mevastatine"^^xsd:string,
        "mevastatinum"^^xsd:string,
        "ML 236 B"^^xsd:string,
        "ML-236B"^^xsd:string ;
    oboInOwl:id "CHEBI:34848"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:34856 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:102549"^^xsd:string,
        "CAS:110-91-8"^^xsd:string,
        "Chemspider:13837537"^^xsd:string,
        "DrugBank:DB13669"^^xsd:string,
        "FooDB:FDB008207"^^xsd:string,
        "Gmelin:1803"^^xsd:string,
        "HMDB:HMDB0031581"^^xsd:string,
        "KEGG:C14452"^^xsd:string,
        "PDBeChem:6LR"^^xsd:string,
        "PMID:2699898"^^xsd:string,
        "PMID:15017096"^^xsd:string,
        "PMID:31512284"^^xsd:string,
        "PMID:31978684"^^xsd:string,
        "PMID:32017384"^^xsd:string,
        "PMID:33459557"^^xsd:string,
        "Wikipedia:Morpholine"^^xsd:string ;
    rdfs:label "morpholine"^^xsd:string ;
    definition: "An organic heteromonocyclic compound whose six-membered ring contains four carbon atoms and one nitrogen atom and one oxygen atom that lies opposite to each other; the parent compound of the morpholine family."^^xsd:string ;
    rdfs:subClassOf CHEBI:36389,
        CHEBI:38785,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:167868 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:228364 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C4H9NO"^^xsd:string ;
    chebi:inchi "InChI=1S/C4H9NO/c1-3-6-4-2-5-1/h5H,1-4H2"^^xsd:string ;
    chebi:inchikey "YNAVUWVOSKDBBP-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "87.122"^^xsd:string ;
    chebi:monoisotopicmass "87.06841"^^xsd:string ;
    chebi:smiles "C1COCCN1"^^xsd:string ;
    oboInOwl:hasExactSynonym "Morpholine"^^xsd:string,
        "morpholine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1,4-oxazinane"^^xsd:string,
        "1-oxa-4-azacyclohexane"^^xsd:string,
        "diethylene imidoxide"^^xsd:string,
        "diethylene oximide"^^xsd:string,
        "diethylenimide oxide"^^xsd:string,
        "tetrahydro-1,4-oxazine"^^xsd:string,
        "tetrahydro-p-oxazine"^^xsd:string ;
    oboInOwl:id "CHEBI:34856"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35008 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1446407"^^xsd:string,
        "CAS:119-64-2"^^xsd:string,
        "Gmelin:3348"^^xsd:string,
        "KEGG:C14114"^^xsd:string,
        "PMID:23732916"^^xsd:string,
        "PMID:24325207"^^xsd:string,
        "Reaxys:1446407"^^xsd:string,
        "Wikipedia:Tetralin"^^xsd:string ;
    rdfs:label "tetralin"^^xsd:string ;
    definition: "An ortho-fused bicyclic hydrocarbon that is 1,2,3,4-tetrahydro derivative of naphthalene."^^xsd:string ;
    rdfs:subClassOf CHEBI:35428,
        CHEBI:36786,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:16482 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C10H12"^^xsd:string ;
    chebi:inchi "InChI=1S/C10H12/c1-2-6-10-8-4-3-7-9(10)5-1/h1-2,5-6H,3-4,7-8H2"^^xsd:string ;
    chebi:inchikey "CXWXQJXEFPUFDZ-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "132.20228"^^xsd:string ;
    chebi:monoisotopicmass "132.09390"^^xsd:string ;
    chebi:smiles "C1CCc2ccccc2C1"^^xsd:string ;
    oboInOwl:hasExactSynonym "1,2,3,4-tetrahydronaphthalene"^^xsd:string,
        "Tetralin"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1,2,3,4-Tetrahydronaphthalene"^^xsd:string,
        "benzocyclohexane"^^xsd:string,
        "naphthalene 1,2,3,4-tetrahydride"^^xsd:string,
        "tetralene"^^xsd:string ;
    oboInOwl:id "CHEBI:35008"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35026 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:605283"^^xsd:string,
        "CAS:121-44-8"^^xsd:string,
        "Gmelin:2455"^^xsd:string,
        "HMDB:HMDB0032539"^^xsd:string,
        "KEGG:C14691"^^xsd:string,
        "MetaCyc:TRIETHYLAMINE"^^xsd:string,
        "PDBeChem:TEA"^^xsd:string,
        "PMID:24359525"^^xsd:string,
        "Reaxys:605283"^^xsd:string,
        "Wikipedia:Triethylamine"^^xsd:string ;
    rdfs:label "triethylamine"^^xsd:string ;
    definition: "A tertiary amine that is ammonia in which each hydrogen atom is substituted by an ethyl group."^^xsd:string ;
    rdfs:subClassOf CHEBI:32876 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H15N"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H15N/c1-4-7(5-2)6-3/h4-6H2,1-3H3"^^xsd:string ;
    chebi:inchikey "ZMANZCXQSJIPKH-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "101.19004"^^xsd:string ;
    chebi:monoisotopicmass "101.12045"^^xsd:string ;
    chebi:smiles "CCN(CC)CC"^^xsd:string ;
    oboInOwl:hasExactSynonym "N,N-diethylethanamine"^^xsd:string,
        "Triethylamine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(C2H5)3N"^^xsd:string,
        "(diethylamino)ethane"^^xsd:string,
        "N,N,N-triethylamine"^^xsd:string,
        "N,N-Diethylethanamine"^^xsd:string,
        "NEt3"^^xsd:string,
        "TEA"^^xsd:string,
        "TEN"^^xsd:string,
        "Triaethylamin"^^xsd:string,
        "Triethylamin"^^xsd:string ;
    oboInOwl:id "CHEBI:35026"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35106 a owl:Class ;
    rdfs:label "nitrogen hydride"^^xsd:string ;
    rdfs:subClassOf CHEBI:35881,
        CHEBI:51143 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "nitrogen hydrides"^^xsd:string ;
    oboInOwl:id "CHEBI:35106"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35107 a owl:Class ;
    rdfs:label "azane"^^xsd:string ;
    definition: "Saturated acyclic nitrogen hydrides having the general formula NnHn+2."^^xsd:string ;
    rdfs:subClassOf CHEBI:35106 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "azanes"^^xsd:string ;
    oboInOwl:id "CHEBI:35107"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35117 a owl:Class ;
    rdfs:label "manganese coordination entity"^^xsd:string ;
    rdfs:subClassOf CHEBI:25154,
        CHEBI:33861 ;
    oboInOwl:hasExactSynonym "manganese coordination entity"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "manganese coordination compounds"^^xsd:string,
        "manganese coordination entities"^^xsd:string ;
    oboInOwl:id "CHEBI:35117"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35131 a owl:Class ;
    rdfs:label "aldose phosphate"^^xsd:string ;
    rdfs:subClassOf CHEBI:33447 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "aldose phosphates"^^xsd:string ;
    oboInOwl:id "CHEBI:35131"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35147 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:2067409"^^xsd:string,
        "CAS:7488-99-5"^^xsd:string,
        "LIPID_MAPS_instance:LMPR01070011"^^xsd:string ;
    rdfs:label "(6'R)-beta,epsilon-carotene"^^xsd:string ;
    rdfs:subClassOf CHEBI:28425,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:35148 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C40H56"^^xsd:string ;
    chebi:inchi "InChI=1S/C40H56/c1-31(19-13-21-33(3)25-27-37-35(5)23-15-29-39(37,7)8)17-11-12-18-32(2)20-14-22-34(4)26-28-38-36(6)24-16-30-40(38,9)10/h11-14,17-23,25-28,37H,15-16,24,29-30H2,1-10H3/b12-11+,19-13+,20-14+,27-25+,28-26+,31-17+,32-18+,33-21+,34-22+/t37-/m0/s1"^^xsd:string ;
    chebi:inchikey "ANVAOWXLWRTKGA-NTXLUARGSA-N"^^xsd:string ;
    chebi:mass "536.87264"^^xsd:string ;
    chebi:monoisotopicmass "536.43820"^^xsd:string ;
    chebi:smiles "CC(\\C=C\\C=C(C)\\C=C\\[C@H]1C(C)=CCCC1(C)C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)CCCC1(C)C"^^xsd:string ;
    oboInOwl:hasExactSynonym "(6'R)-beta,epsilon-carotene"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(+)-alpha-carotene"^^xsd:string,
        "alpha-carotene (natural)"^^xsd:string ;
    oboInOwl:id "CHEBI:35147"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35148 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:2682045"^^xsd:string ;
    rdfs:label "(6'S)-beta,epsilon-carotene"^^xsd:string ;
    rdfs:subClassOf CHEBI:28425,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:35147 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C40H56"^^xsd:string ;
    chebi:inchi "InChI=1S/C40H56/c1-31(19-13-21-33(3)25-27-37-35(5)23-15-29-39(37,7)8)17-11-12-18-32(2)20-14-22-34(4)26-28-38-36(6)24-16-30-40(38,9)10/h11-14,17-23,25-28,37H,15-16,24,29-30H2,1-10H3/b12-11+,19-13+,20-14+,27-25+,28-26+,31-17+,32-18+,33-21+,34-22+/t37-/m1/s1"^^xsd:string ;
    chebi:inchikey "ANVAOWXLWRTKGA-QTRZAOAUSA-N"^^xsd:string ;
    chebi:mass "536.87264"^^xsd:string ;
    chebi:monoisotopicmass "536.43820"^^xsd:string ;
    chebi:smiles "CC(\\C=C\\C=C(C)\\C=C\\[C@@H]1C(C)=CCCC1(C)C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)CCCC1(C)C"^^xsd:string ;
    oboInOwl:hasExactSynonym "(6'S)-beta,epsilon-carotene"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:35148"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35155 a owl:Class ;
    rdfs:label "elemental calcium"^^xsd:string ;
    rdfs:subClassOf CHEBI:22985 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:35155"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35156 a owl:Class ;
    rdfs:label "calcium salt"^^xsd:string ;
    rdfs:subClassOf CHEBI:22985,
        CHEBI:36364,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:29108 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "calcium salts"^^xsd:string,
        "Kalziumsalz"^^xsd:string,
        "Kalziumsalze"^^xsd:string ;
    oboInOwl:id "CHEBI:35156"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35163 a owl:Class ;
    rdfs:label "cyclic carotene"^^xsd:string ;
    rdfs:subClassOf CHEBI:23042 ;
    oboInOwl:hasExactSynonym "cyclic carotene"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "cyclic carotenes"^^xsd:string ;
    oboInOwl:id "CHEBI:35163"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35175 a owl:Class ;
    rdfs:label "sulfate salt"^^xsd:string ;
    rdfs:subClassOf CHEBI:24866,
        CHEBI:26820 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "sulfate salts"^^xsd:string,
        "sulfates"^^xsd:string,
        "sulphate salts"^^xsd:string,
        "sulphates"^^xsd:string ;
    oboInOwl:id "CHEBI:35175"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35179 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:2-Oxo-carboxylates"^^xsd:string,
        "PMID:10850983"^^xsd:string ;
    rdfs:label "2-oxo monocarboxylic acid anion"^^xsd:string ;
    definition: "An oxo monocarboxylic acid anion in which the oxo group is located at the 2-position."^^xsd:string ;
    rdfs:subClassOf CHEBI:35902,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:35910 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C2O3R"^^xsd:string ;
    chebi:mass "72.020"^^xsd:string ;
    chebi:monoisotopicmass "71.98474"^^xsd:string ;
    chebi:smiles "[O-]C(=O)C([*])=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:70795"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-oxo monocarboxylate"^^xsd:string,
        "2-oxo monocarboxylic acid anions"^^xsd:string,
        "a 2-oxocarboxylate"^^xsd:string ;
    oboInOwl:id "CHEBI:35179"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35186 a owl:Class ;
    rdfs:label "terpene"^^xsd:string ;
    definition: "A hydrocarbon of biological origin having carbon skeleton formally derived from isoprene [CH2=C(CH3)CH=CH2]."^^xsd:string ;
    rdfs:subClassOf CHEBI:24632,
        CHEBI:24913 ;
    oboInOwl:hasExactSynonym "terpene"^^xsd:string,
        "terpenes"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Terpen"^^xsd:string,
        "terpenes"^^xsd:string,
        "terpeno"^^xsd:string,
        "terpenos"^^xsd:string ;
    oboInOwl:id "CHEBI:35186"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35187 a owl:Class ;
    rdfs:label "monoterpene"^^xsd:string ;
    definition: "A C10 terpene."^^xsd:string ;
    rdfs:subClassOf CHEBI:35186 ;
    oboInOwl:hasExactSynonym "monoterpenes"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Monoterpen"^^xsd:string,
        "monoterpenes"^^xsd:string,
        "monoterpeno"^^xsd:string,
        "monoterpenos"^^xsd:string ;
    oboInOwl:id "CHEBI:35187"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35189 a owl:Class ;
    rdfs:label "sesquiterpene"^^xsd:string ;
    definition: "A C15 terpene."^^xsd:string ;
    rdfs:subClassOf CHEBI:35186 ;
    oboInOwl:hasExactSynonym "sesquiterpenes"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Sesquiterpen"^^xsd:string,
        "sesquiterpenes"^^xsd:string,
        "sesquiterpeno"^^xsd:string,
        "sesquiterpenos"^^xsd:string ;
    oboInOwl:id "CHEBI:35189"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35190 a owl:Class ;
    rdfs:label "diterpene"^^xsd:string ;
    definition: "A C20 terpene."^^xsd:string ;
    rdfs:subClassOf CHEBI:35186 ;
    oboInOwl:hasExactSynonym "diterpenes"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Diterpen"^^xsd:string,
        "diterpenes"^^xsd:string,
        "diterpeno"^^xsd:string,
        "diterpenos"^^xsd:string ;
    oboInOwl:id "CHEBI:35190"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35193 a owl:Class ;
    rdfs:label "tetraterpene"^^xsd:string ;
    definition: "A C40 terpene."^^xsd:string ;
    rdfs:subClassOf CHEBI:35186 ;
    oboInOwl:hasExactSynonym "tetraterpenes"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "tetraterpenes"^^xsd:string,
        "tetraterpeno"^^xsd:string,
        "tetraterpenos"^^xsd:string ;
    oboInOwl:id "CHEBI:35193"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35195 a owl:Class ;
    rdfs:label "surfactant"^^xsd:string ;
    definition: "A substance which lowers the surface tension of the medium in which it is dissolved, and/or the interfacial tension with other phases, and, accordingly, is positively adsorbed at the liquid/vapour and/or at other interfaces."^^xsd:string ;
    rdfs:subClassOf CHEBI:63046 ;
    oboInOwl:hasExactSynonym "surfactant"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "surface active agent"^^xsd:string,
        "surfactants"^^xsd:string ;
    oboInOwl:id "CHEBI:35195"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35196 a owl:Class ;
    rdfs:label "nitrogen oxide"^^xsd:string ;
    rdfs:subClassOf CHEBI:24836,
        CHEBI:51143 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "nitrogen oxides"^^xsd:string,
        "oxides of nitrogen"^^xsd:string ;
    oboInOwl:id "CHEBI:35196"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35217 a owl:Class ;
    rdfs:label "alkaline earth coordination entity"^^xsd:string ;
    rdfs:subClassOf CHEBI:33299,
        CHEBI:36562 ;
    oboInOwl:hasExactSynonym "alkaline earth coordination entity"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "alkaline earth coordination compounds"^^xsd:string,
        "alkaline earth coordination entities"^^xsd:string ;
    oboInOwl:id "CHEBI:35217"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35219 a owl:Class ;
    rdfs:label "plant growth retardant"^^xsd:string ;
    rdfs:subClassOf CHEBI:26155 ;
    oboInOwl:hasAlternativeId "CHEBI:26154"^^xsd:string,
        "CHEBI:26156"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "plant growth inhibitor"^^xsd:string,
        "plant growth inhibitors"^^xsd:string,
        "plant growth retardants"^^xsd:string ;
    oboInOwl:id "CHEBI:35219"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35221 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Antimetabolite"^^xsd:string ;
    rdfs:label "antimetabolite"^^xsd:string ;
    definition: "A substance which is structurally similar to a metabolite but which competes with it or replaces it, and so prevents or reduces its normal utilization."^^xsd:string ;
    rdfs:subClassOf CHEBI:52206 ;
    oboInOwl:hasExactSynonym "antimetabolite"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "antimetabolites"^^xsd:string ;
    oboInOwl:id "CHEBI:35221"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35222 a owl:Class ;
    rdfs:label "inhibitor"^^xsd:string ;
    definition: "A substance that diminishes the rate of a chemical reaction."^^xsd:string ;
    rdfs:subClassOf CHEBI:24432 ;
    oboInOwl:hasExactSynonym "inhibitor"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "inhibidor"^^xsd:string,
        "inhibiteur"^^xsd:string,
        "inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:35222"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35223 a owl:Class ;
    rdfs:label "catalyst"^^xsd:string ;
    definition: "A substance that increases the rate of a reaction without modifying the overall standard Gibbs energy change in the reaction."^^xsd:string ;
    rdfs:subClassOf CHEBI:51086 ;
    oboInOwl:hasExactSynonym "catalyst"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "catalizador"^^xsd:string,
        "catalyseur"^^xsd:string,
        "Katalysator"^^xsd:string ;
    oboInOwl:id "CHEBI:35223"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35224 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Effector_(biology)"^^xsd:string ;
    rdfs:label "effector"^^xsd:string ;
    definition: "A small molecule which increases (activator) or decreases (inhibitor) the activity of an (allosteric) enzyme by binding to the enzyme at the regulatory site (which is different from the substrate-binding catalytic site)."^^xsd:string ;
    rdfs:subClassOf CHEBI:52206 ;
    oboInOwl:hasExactSynonym "effector"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "enzyme modulator"^^xsd:string ;
    oboInOwl:id "CHEBI:35224"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35225 a owl:Class ;
    rdfs:label "buffer"^^xsd:string ;
    definition: "Any substance or mixture of substances that, in solution (typically aqueous), resists change in pH upon addition of small amounts of acid or base."^^xsd:string ;
    rdfs:subClassOf CHEBI:51086 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "buffer compound"^^xsd:string,
        "buffer compounds"^^xsd:string ;
    oboInOwl:id "CHEBI:35225"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35230 a owl:Class ;
    rdfs:label "fossil fuel"^^xsd:string ;
    definition: "A fuel such as coal, oil and natural gas which has formed over many years through the decomposition of deposited vegetation which was under extreme pressure of an overburden of earth."^^xsd:string ;
    rdfs:subClassOf CHEBI:33292 ;
    oboInOwl:hasExactSynonym "fossil fuel"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:35230"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35235 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:49993"^^xsd:string ;
    rdfs:label "L-cysteine zwitterion"^^xsd:string ;
    rdfs:subClassOf CHEBI:35237,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:32442 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:32445 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:35236 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:17561 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C3H7NO2S"^^xsd:string ;
    chebi:inchi "InChI=1S/C3H7NO2S/c4-2(1-7)3(5)6/h2,7H,1,4H2,(H,5,6)/t2-/m0/s1"^^xsd:string ;
    chebi:inchikey "XUJNEKJLAYXESH-REOHCLBHSA-N"^^xsd:string ;
    chebi:mass "121.15922"^^xsd:string ;
    chebi:monoisotopicmass "121.01975"^^xsd:string ;
    chebi:smiles "[NH3+][C@@H](CS)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2R)-2-ammonio-3-sulfanylpropanoate"^^xsd:string,
        "L-cysteine zwitterion"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2R)-2-ammonio-3-mercaptopropanoate"^^xsd:string,
        "L-cysteine"^^xsd:string ;
    oboInOwl:id "CHEBI:35235"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35236 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:2352354"^^xsd:string ;
    rdfs:label "D-cysteine zwitterion"^^xsd:string ;
    rdfs:subClassOf CHEBI:35237,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:32449 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:32451 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:35235 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:16375 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C3H7NO2S"^^xsd:string ;
    chebi:inchi "InChI=1S/C3H7NO2S/c4-2(1-7)3(5)6/h2,7H,1,4H2,(H,5,6)/t2-/m1/s1"^^xsd:string ;
    chebi:inchikey "XUJNEKJLAYXESH-UWTATZPHSA-N"^^xsd:string ;
    chebi:mass "121.15922"^^xsd:string ;
    chebi:monoisotopicmass "121.01975"^^xsd:string ;
    chebi:smiles "[NH3+][C@H](CS)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2S)-2-ammonio-3-sulfanylpropanoate"^^xsd:string,
        "D-cysteine zwitterion"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2S)-2-ammonio-3-mercaptopropanoate"^^xsd:string,
        "D-cysteine"^^xsd:string ;
    oboInOwl:id "CHEBI:35236"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35237 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:49992"^^xsd:string ;
    rdfs:label "cysteine zwitterion"^^xsd:string ;
    rdfs:subClassOf CHEBI:35238,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:32456 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:32458 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:15356 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C3H7NO2S"^^xsd:string ;
    chebi:inchi "InChI=1S/C3H7NO2S/c4-2(1-7)3(5)6/h2,7H,1,4H2,(H,5,6)"^^xsd:string ;
    chebi:inchikey "XUJNEKJLAYXESH-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "121.15922"^^xsd:string ;
    chebi:monoisotopicmass "121.01975"^^xsd:string ;
    chebi:smiles "[NH3+]C(CS)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-ammonio-3-sulfanylpropanoate"^^xsd:string,
        "cysteine zwitterion"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-ammonio-3-mercaptopropanoate"^^xsd:string,
        "(+)H3N-CH(CH2SH)-COO(-)"^^xsd:string ;
    oboInOwl:id "CHEBI:35237"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35238 a owl:Class ;
    rdfs:label "amino acid zwitterion"^^xsd:string ;
    definition: "The zwitterionic form of an amino acid having a negatively charged carboxyl group and a positively charged amino group."^^xsd:string ;
    rdfs:subClassOf CHEBI:27369 ;
    oboInOwl:hasExactSynonym "amino acid zwitterion"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:35238"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35243 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:3935647"^^xsd:string,
        "Gmelin:2060272"^^xsd:string ;
    rdfs:label "serine zwitterion"^^xsd:string ;
    definition: "An amino acid zwitterion obtained by transfer of a proton from the carboxy to the amino group of serine."^^xsd:string ;
    rdfs:subClassOf CHEBI:35238,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:17822 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C3H7NO3"^^xsd:string ;
    chebi:inchi "InChI=1S/C3H7NO3/c4-2(1-5)3(6)7/h2,5H,1,4H2,(H,6,7)"^^xsd:string ;
    chebi:inchikey "MTCFGRXMJLQNBG-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "105.09262"^^xsd:string ;
    chebi:monoisotopicmass "105.04259"^^xsd:string ;
    chebi:smiles "[NH3+]C(CO)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-ammonio-3-hydroxypropanoate"^^xsd:string,
        "serine zwitterion"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:35243"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35247 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:D-SERINE"^^xsd:string ;
    rdfs:label "D-serine zwitterion"^^xsd:string ;
    definition: "A serine zwitterion obtained by transfer of a proton from the carboxy to the amino group of D-serine."^^xsd:string ;
    rdfs:subClassOf CHEBI:35243,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:33384 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:16523 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C3H7NO3"^^xsd:string ;
    chebi:inchi "InChI=1S/C3H7NO3/c4-2(1-5)3(6)7/h2,5H,1,4H2,(H,6,7)/t2-/m1/s1"^^xsd:string ;
    chebi:inchikey "MTCFGRXMJLQNBG-UWTATZPHSA-N"^^xsd:string ;
    chebi:mass "105.09262"^^xsd:string ;
    chebi:monoisotopicmass "105.04259"^^xsd:string ;
    chebi:smiles "[NH3+][C@H](CO)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2R)-2-ammonio-3-hydroxypropanoate"^^xsd:string,
        "D-serine zwitterion"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "D-serine"^^xsd:string ;
    oboInOwl:id "CHEBI:35247"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35259 a owl:Class ;
    rdfs:label "benzofurans"^^xsd:string ;
    rdfs:subClassOf CHEBI:38104,
        CHEBI:38166 ;
    oboInOwl:hasAlternativeId "CHEBI:22721"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:35259"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35267 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C06703"^^xsd:string ;
    rdfs:label "quaternary ammonium ion"^^xsd:string ;
    definition: "A derivative of ammonium, NH4(+), in which all four of the hydrogens bonded to nitrogen have been replaced with univalent (usually organyl) groups."^^xsd:string ;
    rdfs:subClassOf CHEBI:25697,
        CHEBI:35274 ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "NR4"^^xsd:string ;
    chebi:mass "14.00670"^^xsd:string ;
    chebi:monoisotopicmass "14.00307"^^xsd:string ;
    chebi:smiles "[*][N+]([*])([*])[*]"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:8693"^^xsd:string,
        "CHEBI:26470"^^xsd:string ;
    oboInOwl:hasExactSynonym "quaternary ammonium ion"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "a quaternary ammonium"^^xsd:string,
        "Quaternary amine"^^xsd:string,
        "quaternary ammonium ions"^^xsd:string ;
    oboInOwl:id "CHEBI:35267"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35273 a owl:Class ;
    rdfs:label "quaternary ammonium salt"^^xsd:string ;
    definition: "Derivatives of ammonium compounds, (NH4(+))Y(-), in which all four of the hydrogens bonded to nitrogen have been replaced with univalent (usually organyl) groups."^^xsd:string ;
    rdfs:subClassOf CHEBI:26469,
        CHEBI:46850 ;
    oboInOwl:hasAlternativeId "CHEBI:26468"^^xsd:string,
        "CHEBI:35268"^^xsd:string ;
    oboInOwl:hasExactSynonym "quaternary ammonium compounds"^^xsd:string,
        "quaternary ammonium salt"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "quaternary ammonium compound"^^xsd:string,
        "quaternary ammonium salts"^^xsd:string ;
    oboInOwl:id "CHEBI:35273"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35274 a owl:Class ;
    rdfs:label "ammonium ion derivative"^^xsd:string ;
    definition: "A derivative of ammonium, NH4(+), in which one (or more) of the hydrogens bonded to the nitrogen have been replaced with univalent organyl groups. The substituting carbon of the organyl group must not itself be directly attached to a heteroatom (thereby excluding protonated amides, hemiaminals, etc)."^^xsd:string ;
    rdfs:subClassOf CHEBI:33702,
        CHEBI:51143,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:28938 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "ammonium ion derivatives"^^xsd:string,
        "azanium ion derivative"^^xsd:string,
        "azanium ion derivatives"^^xsd:string ;
    oboInOwl:id "CHEBI:35274"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35275 a owl:Class ;
    rdfs:label "S-glycosyl compound"^^xsd:string ;
    definition: "A glycosyl compound arising formally from the elimination of water from a glycosidic hydroxy group and a S atom bound to a carbon atom, thus creating a C-S bond."^^xsd:string ;
    rdfs:subClassOf CHEBI:59793,
        CHEBI:63161,
        CHEBI:73754 ;
    oboInOwl:hasAlternativeId "CHEBI:22048"^^xsd:string,
        "CHEBI:33577"^^xsd:string ;
    oboInOwl:hasExactSynonym "S-glycosyl compound"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "S-glycoside"^^xsd:string,
        "S-glycosides"^^xsd:string,
        "S-glycosyl compounds"^^xsd:string,
        "thioglycoside"^^xsd:string,
        "thioglycosides"^^xsd:string ;
    oboInOwl:id "CHEBI:35275"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35276 a owl:Class ;
    rdfs:label "ammonium compound"^^xsd:string ;
    definition: "Compounds (NH4(+))Y(-) and derivatives, in which one or more of the hydrogens bonded to nitrogen have been replaced with univalent groups."^^xsd:string ;
    rdfs:subClassOf CHEBI:51143,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:35274 ] ;
    oboInOwl:hasExactSynonym "azanium compounds"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "ammonium compounds"^^xsd:string ;
    oboInOwl:id "CHEBI:35276"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35281 a owl:Class ;
    rdfs:label "onium betaine"^^xsd:string ;
    definition: "Neutral molecules having charge-separated forms with an onium atom which bears no hydrogen atoms and that is not adjacent to the anionic atom."^^xsd:string ;
    rdfs:subClassOf CHEBI:27369 ;
    oboInOwl:hasExactSynonym "betaines"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "onium betaines"^^xsd:string ;
    oboInOwl:id "CHEBI:35281"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35285 a owl:Class ;
    rdfs:label "iminium betaine"^^xsd:string ;
    rdfs:subClassOf CHEBI:26469,
        CHEBI:35281 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "iminium betaines"^^xsd:string ;
    oboInOwl:id "CHEBI:35285"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35286 a owl:Class ;
    rdfs:label "iminium ion"^^xsd:string ;
    definition: "Cations of structure R2C=N(+)R2."^^xsd:string ;
    rdfs:subClassOf CHEBI:25697 ;
    oboInOwl:hasExactSynonym "iminium ion"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "iminium cations"^^xsd:string,
        "iminium ions"^^xsd:string ;
    oboInOwl:id "CHEBI:35286"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35287 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C01777"^^xsd:string ;
    rdfs:label "acylcholine"^^xsd:string ;
    definition: "A choline ester formed from choline and a carboxylic acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:35267 ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C6H13NO2R"^^xsd:string ;
    chebi:mass "131.17290"^^xsd:string ;
    chebi:monoisotopicmass "131.09463"^^xsd:string ;
    chebi:smiles "C[N+](C)(C)CCOC([*])=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:2463"^^xsd:string,
        "CHEBI:13245"^^xsd:string,
        "CHEBI:22227"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "acylcholines"^^xsd:string,
        "an acylcholine"^^xsd:string ;
    oboInOwl:id "CHEBI:35287"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35293 a owl:Class ;
    rdfs:label "fused compound"^^xsd:string ;
    rdfs:subClassOf CHEBI:33635 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "fused compounds"^^xsd:string,
        "fused polycyclic compounds"^^xsd:string,
        "fused-ring polycyclic compound"^^xsd:string,
        "fused-ring polycyclic compounds"^^xsd:string,
        "polycyclic fused-ring compounds"^^xsd:string ;
    oboInOwl:id "CHEBI:35293"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35294 a owl:Class ;
    rdfs:label "carbopolycyclic compound"^^xsd:string ;
    definition: "A polyclic compound in which all of the ring members are carbon atoms."^^xsd:string ;
    rdfs:subClassOf CHEBI:33598,
        CHEBI:35295 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "carbopolycyclic compounds"^^xsd:string ;
    oboInOwl:id "CHEBI:35294"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35295 a owl:Class ;
    rdfs:label "homopolycyclic compound"^^xsd:string ;
    rdfs:subClassOf CHEBI:33597,
        CHEBI:33635 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "homopolycyclic compounds"^^xsd:string ;
    oboInOwl:id "CHEBI:35295"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35296 a owl:Class ;
    rdfs:label "ortho-fused polycyclic arene"^^xsd:string ;
    rdfs:subClassOf CHEBI:33848,
        CHEBI:35427 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "ortho-fused polycyclic arenes"^^xsd:string ;
    oboInOwl:id "CHEBI:35296"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35297 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Acene"^^xsd:string ;
    rdfs:label "acene"^^xsd:string ;
    definition: "A polycyclic aromatic hydrocarbon consisting of fused benzene rings in a rectilinear arrangement."^^xsd:string ;
    rdfs:subClassOf CHEBI:35296,
        CHEBI:51269 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C10H8.(C4H2)n"^^xsd:string ;
    oboInOwl:hasExactSynonym "acene"^^xsd:string,
        "acenes"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Acen"^^xsd:string,
        "Azen"^^xsd:string,
        "polyacenes"^^xsd:string ;
    oboInOwl:id "CHEBI:35297"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35300 a owl:Class ;
    rdfs:label "ortho- and peri-fused polycyclic arene"^^xsd:string ;
    rdfs:subClassOf CHEBI:33639,
        CHEBI:33848 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "ortho- and peri-fused polycyclic arenes"^^xsd:string ;
    oboInOwl:id "CHEBI:35300"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35312 a owl:Class ;
    rdfs:label "pentoside"^^xsd:string ;
    rdfs:subClassOf CHEBI:24400 ;
    oboInOwl:hasExactSynonym "pentoside"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "pentosides"^^xsd:string ;
    oboInOwl:id "CHEBI:35312"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35313 a owl:Class ;
    rdfs:label "hexoside"^^xsd:string ;
    rdfs:subClassOf CHEBI:24400 ;
    oboInOwl:hasExactSynonym "hexoside"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "hexosides"^^xsd:string ;
    oboInOwl:id "CHEBI:35313"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35315 a owl:Class ;
    rdfs:label "deoxy hexoside"^^xsd:string ;
    rdfs:subClassOf CHEBI:24400 ;
    oboInOwl:hasExactSynonym "deoxy hexoside"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "deoxy hexosides"^^xsd:string ;
    oboInOwl:id "CHEBI:35315"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35337 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Central_nervous_system_stimulants"^^xsd:string ;
    rdfs:label "central nervous system stimulant"^^xsd:string ;
    definition: "Any drug that enhances the activity of the central nervous system."^^xsd:string ;
    rdfs:subClassOf CHEBI:35470 ;
    oboInOwl:hasExactSynonym "central nervous system stimulant"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "analeptic"^^xsd:string,
        "analeptic agent"^^xsd:string,
        "analeptic drug"^^xsd:string,
        "analeptics"^^xsd:string,
        "central stimulant"^^xsd:string,
        "CNS stimulant"^^xsd:string ;
    oboInOwl:id "CHEBI:35337"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35338 a owl:Class ;
    rdfs:label "amphetamines"^^xsd:string ;
    definition: "Amines that constitute a class of central nervous system stimulants based on the structure of the parent amphetamine 1-phenylpropan-2-amine."^^xsd:string ;
    rdfs:subClassOf CHEBI:32952,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35337 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "amphetamine drug"^^xsd:string ;
    oboInOwl:id "CHEBI:35338"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35340 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:5125268"^^xsd:string,
        "CAS:51-57-0"^^xsd:string,
        "Reaxys:5125268"^^xsd:string ;
    rdfs:label "methamphetamine hydrochloride"^^xsd:string ;
    definition: "A hydrochloride having methamphetamine as the base component."^^xsd:string ;
    rdfs:subClassOf CHEBI:36807,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:132297 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C10H16ClN"^^xsd:string ;
    chebi:inchi "InChI=1S/C10H15N.ClH/c1-9(11-2)8-10-6-4-3-5-7-10;/h3-7,9,11H,8H2,1-2H3;1H/t9-;/m0./s1"^^xsd:string ;
    chebi:inchikey "TWXDDNPPQUTEOV-FVGYRXGTSA-N"^^xsd:string ;
    chebi:mass "185.69400"^^xsd:string ;
    chebi:monoisotopicmass "185.09713"^^xsd:string ;
    chebi:smiles "Cl.CN[C@@H](C)Cc1ccccc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2S)-N-methyl-1-phenylpropan-2-amine hydrochloride"^^xsd:string,
        "methamphetamine hydrochloride"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(+)-methamphetamine hydrochloride"^^xsd:string,
        "(+)-N,alpha-dimethylphenethylamine hydrochloride"^^xsd:string,
        "(S)-(+)-methamphetamine hydrochloride"^^xsd:string,
        "d-methaphetamine hydrochloride"^^xsd:string,
        "methamphetamine hydrogen chloride"^^xsd:string,
        "methamphetaminium chloride"^^xsd:string ;
    oboInOwl:id "CHEBI:35340"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35341 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C00377"^^xsd:string,
        "MetaCyc:Steroids"^^xsd:string ;
    rdfs:label "steroid"^^xsd:string ;
    definition: "Any of naturally occurring compounds and synthetic analogues, based on the cyclopenta[a]phenanthrene carbon skeleton, partially or completely hydrogenated; there are usually methyl groups at C-10 and C-13, and often an alkyl group at C-17. By extension, one or more bond scissions, ring expansions and/or ring contractions of the skeleton may have occurred. Natural steroids are derived biogenetically from squalene which is a triterpene."^^xsd:string ;
    rdfs:subClassOf CHEBI:18059,
        CHEBI:51958 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C19H31R"^^xsd:string ;
    chebi:mass "259.450"^^xsd:string ;
    chebi:monoisotopicmass "259.24258"^^xsd:string ;
    chebi:smiles "C12C(C3C(C(CC3)*)(C)CC1)CCC4C2(CCCC4)C"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:9263"^^xsd:string,
        "CHEBI:13687"^^xsd:string,
        "CHEBI:26768"^^xsd:string ;
    oboInOwl:hasExactSynonym "Steroid"^^xsd:string,
        "steroids"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "a steroid"^^xsd:string ;
    oboInOwl:id "CHEBI:35341"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35342 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C03336"^^xsd:string ;
    rdfs:label "17alpha-hydroxy steroid"^^xsd:string ;
    definition: "The alpha-stereoisomer of 17-hydroxy steroid."^^xsd:string ;
    rdfs:subClassOf CHEBI:36838 ;
    oboInOwl:hasAlternativeId "CHEBI:782"^^xsd:string,
        "CHEBI:13585"^^xsd:string,
        "CHEBI:19174"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "17-alpha-Hydroxysteroid"^^xsd:string,
        "17alpha-hydroxy steroids"^^xsd:string ;
    oboInOwl:id "CHEBI:35342"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35343 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C03051"^^xsd:string,
        "MetaCyc:17-beta-Hydroxysteroids"^^xsd:string ;
    rdfs:label "17beta-hydroxy steroid"^^xsd:string ;
    definition: "A 17-hydroxy steroid in which the hydroxy group at position 17 has a beta-configuration."^^xsd:string ;
    rdfs:subClassOf CHEBI:36838 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C18H29OR"^^xsd:string ;
    chebi:mass "261.423"^^xsd:string ;
    chebi:monoisotopicmass "261.22184"^^xsd:string ;
    chebi:smiles "CC12CCC3C(CCC4CCCCC34[*])C1CC[C@@H]2O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:794"^^xsd:string,
        "CHEBI:19176"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "17beta-hydroxy steroids"^^xsd:string,
        "17beta-hydroxysteroid"^^xsd:string,
        "17beta-hydroxysteroids"^^xsd:string,
        "a 17beta-hydroxy steroid"^^xsd:string ;
    oboInOwl:id "CHEBI:35343"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35344 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C02506"^^xsd:string ;
    rdfs:label "21-hydroxy steroid"^^xsd:string ;
    rdfs:subClassOf CHEBI:35350 ;
    oboInOwl:hasAlternativeId "CHEBI:1300"^^xsd:string,
        "CHEBI:13596"^^xsd:string,
        "CHEBI:19803"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "21-hydroxy steroids"^^xsd:string,
        "21-Hydroxysteroid"^^xsd:string,
        "21-hydroxysteroids"^^xsd:string ;
    oboInOwl:id "CHEBI:35344"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35346 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C01058"^^xsd:string ;
    rdfs:label "11beta-hydroxy steroid"^^xsd:string ;
    definition: "Any 11-hydroxy steroid in which the hydroxy group at position 11 has beta- configuration."^^xsd:string ;
    rdfs:subClassOf CHEBI:36841 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C19H31OR"^^xsd:string ;
    chebi:mass "275.450"^^xsd:string ;
    chebi:monoisotopicmass "275.23749"^^xsd:string ;
    chebi:smiles "C12(CCCCC1CCC3C2[C@H](CC4(C3CCC4*)C)O)C"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:738"^^xsd:string,
        "CHEBI:13774"^^xsd:string,
        "CHEBI:19134"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "11beta-hydroxy steroids"^^xsd:string,
        "11beta-Hydroxysteroid"^^xsd:string,
        "11beta-hydroxysteroids"^^xsd:string,
        "an 11beta-hydroxysteroid"^^xsd:string ;
    oboInOwl:id "CHEBI:35346"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35350 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C02159"^^xsd:string ;
    rdfs:label "hydroxy steroid"^^xsd:string ;
    rdfs:subClassOf CHEBI:33822,
        CHEBI:35341 ;
    oboInOwl:hasAlternativeId "CHEBI:5814"^^xsd:string,
        "CHEBI:24748"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "hydroxy steroids"^^xsd:string,
        "Hydroxysteroid"^^xsd:string,
        "hydroxysteroids"^^xsd:string ;
    oboInOwl:id "CHEBI:35350"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35352 a owl:Class ;
    rdfs:label "organonitrogen compound"^^xsd:string ;
    definition: "Any heteroorganic entity containing at least one carbon-nitrogen bond."^^xsd:string ;
    rdfs:subClassOf CHEBI:33285,
        CHEBI:51143 ;
    oboInOwl:hasExactSynonym "organonitrogen compounds"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "organonitrogens"^^xsd:string ;
    oboInOwl:id "CHEBI:35352"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35356 a owl:Class ;
    rdfs:label "dicarboximide"^^xsd:string ;
    definition: "An imide in which the two acyl substituents on nitrogen are carboacyl groups."^^xsd:string ;
    rdfs:subClassOf CHEBI:24782 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C2NO2R3"^^xsd:string ;
    chebi:mass "70.027"^^xsd:string ;
    chebi:monoisotopicmass "69.99290"^^xsd:string ;
    chebi:smiles "[*]N(C([*])=O)C([*])=O"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "dicarboximides"^^xsd:string ;
    oboInOwl:id "CHEBI:35356"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35358 a owl:Class ;
    oboInOwl:hasDbXref "PMID:2434548"^^xsd:string,
        "PMID:11498380"^^xsd:string,
        "PMID:26811268"^^xsd:string,
        "PMID:26832216"^^xsd:string,
        "Wikipedia:Sulfonamide"^^xsd:string ;
    rdfs:label "sulfonamide"^^xsd:string ;
    definition: "An amide of a sulfonic acid RS(=O)2NR'2."^^xsd:string ;
    rdfs:subClassOf CHEBI:33256,
        CHEBI:33261,
        CHEBI:33552 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "NO2SR3"^^xsd:string ;
    chebi:mass "78.07100"^^xsd:string ;
    chebi:monoisotopicmass "77.96497"^^xsd:string ;
    chebi:smiles "[*]S(=O)(=O)N([*])[*]"^^xsd:string ;
    oboInOwl:hasExactSynonym "sulfonamides"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "sulfonamides"^^xsd:string ;
    oboInOwl:id "CHEBI:35358"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35359 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C06060"^^xsd:string ;
    rdfs:label "carboxamidine"^^xsd:string ;
    definition: "Compounds having the structure RC(=NR)NR2. The term is used as a suffix in systematic nomenclature to denote the -C(=NH)NH2 group including its carbon atom."^^xsd:string ;
    rdfs:subClassOf CHEBI:2634,
        CHEBI:35352 ;
    oboInOwl:hasExactSynonym "carboxamidines"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Amidines"^^xsd:string,
        "carboxamidines"^^xsd:string ;
    oboInOwl:id "CHEBI:35359"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35362 a owl:Class ;
    rdfs:label "hydrazide"^^xsd:string ;
    definition: "Compounds derived from oxoacids RkE(=O)l(OH)m (l =/= 0) by replacing -OH  by -NRNR2 (R groups are commonly H). (IUPAC)."^^xsd:string ;
    rdfs:subClassOf CHEBI:51143 ;
    oboInOwl:hasExactSynonym "hydrazides"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "hydrazides"^^xsd:string ;
    oboInOwl:id "CHEBI:35362"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35363 a owl:Class ;
    rdfs:label "carbohydrazide"^^xsd:string ;
    definition: "A hydrazide consisting of hydrazine carrying one or more carboacyl groups."^^xsd:string ;
    rdfs:subClassOf CHEBI:35352,
        CHEBI:35362 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "CN2OR4"^^xsd:string ;
    chebi:mass "56.024"^^xsd:string ;
    chebi:monoisotopicmass "56.00106"^^xsd:string ;
    chebi:smiles "N(C(*)=O)(N(*)*)*"^^xsd:string ;
    oboInOwl:hasExactSynonym "carbohydrazides"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "carbohydrazides"^^xsd:string ;
    oboInOwl:id "CHEBI:35363"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35366 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C00162"^^xsd:string,
        "PMID:14287444"^^xsd:string,
        "PMID:14300208"^^xsd:string,
        "PMID:14328676"^^xsd:string,
        "Wikipedia:Fatty_acid"^^xsd:string ;
    rdfs:label "fatty acid"^^xsd:string ;
    definition: "Any aliphatic monocarboxylic acid derived from or contained in esterified form in an animal or vegetable fat, oil or wax. Natural fatty acids commonly have a chain of 4 to 28 carbons (usually unbranched and even-numbered), which may be saturated or unsaturated. By extension, the term is sometimes used to embrace all acyclic aliphatic carboxylic acids."^^xsd:string ;
    rdfs:subClassOf CHEBI:18059,
        CHEBI:25384,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:28868 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "CHO2R"^^xsd:string ;
    chebi:mass "45.01740"^^xsd:string ;
    chebi:monoisotopicmass "44.99765"^^xsd:string ;
    chebi:smiles "OC([*])=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:4984"^^xsd:string,
        "CHEBI:13633"^^xsd:string,
        "CHEBI:24024"^^xsd:string ;
    oboInOwl:hasExactSynonym "Fatty acid"^^xsd:string,
        "fatty acids"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "acide gras"^^xsd:string,
        "acides gras"^^xsd:string,
        "acido graso"^^xsd:string,
        "acidos grasos"^^xsd:string,
        "fatty acids"^^xsd:string,
        "Fettsaeure"^^xsd:string,
        "Fettsaeuren"^^xsd:string ;
    oboInOwl:id "CHEBI:35366"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35381 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C06698"^^xsd:string ;
    rdfs:label "monosaccharide"^^xsd:string ;
    definition: "Parent monosaccharides are polyhydroxy aldehydes H[CH(OH)]nC(=O)H or polyhydroxy ketones H-[CHOH]n-C(=O)[CHOH]m-H with three or more carbon atoms. The generic term 'monosaccharide' (as opposed to oligosaccharide or polysaccharide) denotes a single unit, without glycosidic connection to other such units. It includes aldoses, dialdoses, aldoketoses, ketoses and diketoses, as well as deoxy sugars, provided that the parent compound has a (potential) carbonyl group."^^xsd:string ;
    rdfs:subClassOf CHEBI:16646 ;
    oboInOwl:hasAlternativeId "CHEBI:6984"^^xsd:string,
        "CHEBI:25407"^^xsd:string ;
    oboInOwl:hasExactSynonym "Monosaccharide"^^xsd:string,
        "monosaccharides"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "monosacarido"^^xsd:string,
        "monosacaridos"^^xsd:string,
        "Monosaccharid"^^xsd:string,
        "Monosacharid"^^xsd:string ;
    oboInOwl:id "CHEBI:35381"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35391 a owl:Class ;
    rdfs:label "aspartate(1-)"^^xsd:string ;
    definition: "An alpha-amino-acid anion that is the conjugate base of aspartic acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:132943,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:29995 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78675 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C4H6NO4"^^xsd:string ;
    chebi:inchi "InChI=1S/C4H7NO4/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H,6,7)(H,8,9)/p-1"^^xsd:string ;
    chebi:inchikey "CKLJMWTZIZZHCS-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "132.09478"^^xsd:string ;
    chebi:monoisotopicmass "132.03023"^^xsd:string ;
    chebi:smiles "[NH3+]C(CC([O-])=O)C([O-])=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:22659"^^xsd:string,
        "CHEBI:29992"^^xsd:string ;
    oboInOwl:hasExactSynonym "aspartate(1-)"^^xsd:string,
        "hydrogen aspartate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-ammoniobutanedioate"^^xsd:string,
        "2-ammoniosuccinate"^^xsd:string,
        "aspartic acid monoanion"^^xsd:string ;
    oboInOwl:id "CHEBI:35391"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35406 a owl:Class ;
    rdfs:label "oxoanion"^^xsd:string ;
    definition: "An oxoanion is an anion derived from an oxoacid by loss of hydron(s) bound to oxygen."^^xsd:string ;
    rdfs:subClassOf CHEBI:25741,
        CHEBI:33273 ;
    oboInOwl:hasAlternativeId "CHEBI:33274"^^xsd:string,
        "CHEBI:33436"^^xsd:string ;
    oboInOwl:hasExactSynonym "oxoanion"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "oxoacid anions"^^xsd:string,
        "oxoanions"^^xsd:string ;
    oboInOwl:id "CHEBI:35406"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35415 a owl:Class ;
    rdfs:label "alpha-amino-acid residue cation"^^xsd:string ;
    definition: "Any alpha-amino-acid residue that is positively charged."^^xsd:string ;
    rdfs:subClassOf CHEBI:64769 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "alpha-amino-acid residue cations"^^xsd:string ;
    oboInOwl:id "CHEBI:35415"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35416 a owl:Class ;
    rdfs:label "alpha-amino-acid residue anion"^^xsd:string ;
    rdfs:subClassOf CHEBI:64898 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "alpha-amino-acid residue anions"^^xsd:string ;
    oboInOwl:id "CHEBI:35416"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35426 a owl:Class ;
    rdfs:label "ortho-fused bicyclic arene"^^xsd:string ;
    rdfs:subClassOf CHEBI:35296,
        CHEBI:35428 ;
    oboInOwl:hasExactSynonym "ortho-fused bicyclic arene"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "ortho-fused bicyclic arenes"^^xsd:string ;
    oboInOwl:id "CHEBI:35426"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35427 a owl:Class ;
    rdfs:label "ortho-fused polycyclic hydrocarbon"^^xsd:string ;
    rdfs:subClassOf CHEBI:33637 ;
    oboInOwl:hasExactSynonym "ortho-fused polycyclic hydrocarbon"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "ortho-fused polycyclic hydrocarbons"^^xsd:string ;
    oboInOwl:id "CHEBI:35427"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35428 a owl:Class ;
    rdfs:label "ortho-fused bicyclic hydrocarbon"^^xsd:string ;
    rdfs:subClassOf CHEBI:33637,
        CHEBI:36785 ;
    oboInOwl:hasExactSynonym "ortho-fused bicyclic hydrocarbon"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "ortho-fused bicyclic hydrocarbons"^^xsd:string ;
    oboInOwl:id "CHEBI:35428"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35436 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C01798"^^xsd:string ;
    rdfs:label "D-glucoside"^^xsd:string ;
    definition: "Any glucoside in which the glycoside group is derived from D-glucose."^^xsd:string ;
    rdfs:subClassOf CHEBI:24278 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H11O6R"^^xsd:string ;
    chebi:mass "179.148"^^xsd:string ;
    chebi:monoisotopicmass "179.05556"^^xsd:string ;
    chebi:smiles "[C@@H]1(OC([C@H](O)[C@H]([C@@H]1O)O)O*)CO"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:4173"^^xsd:string,
        "CHEBI:21009"^^xsd:string ;
    oboInOwl:hasExactSynonym "D-Glucoside"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "a D-glucoside"^^xsd:string,
        "D-glucosides"^^xsd:string ;
    oboInOwl:id "CHEBI:35436"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35441 a owl:Class ;
    rdfs:label "antiinfective agent"^^xsd:string ;
    definition: "A substance used in the prophylaxis or therapy of infectious diseases."^^xsd:string ;
    rdfs:subClassOf CHEBI:23888 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "anti-infective agents"^^xsd:string,
        "anti-infective drugs"^^xsd:string,
        "antiinfective agents"^^xsd:string,
        "antiinfective drug"^^xsd:string ;
    oboInOwl:id "CHEBI:35441"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35442 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Antiparasitic"^^xsd:string ;
    rdfs:label "antiparasitic agent"^^xsd:string ;
    definition: "A substance used to treat or prevent parasitic infections."^^xsd:string ;
    rdfs:subClassOf CHEBI:35441 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "antiparasitic drugs"^^xsd:string,
        "antiparasitics"^^xsd:string,
        "parasiticides"^^xsd:string ;
    oboInOwl:id "CHEBI:35442"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35443 a owl:Class ;
    rdfs:label "anthelminthic drug"^^xsd:string ;
    definition: "Substance intended to kill parasitic worms (helminths)."^^xsd:string ;
    rdfs:subClassOf CHEBI:35442 ;
    oboInOwl:hasExactSynonym "anthelminthic"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "anthelminthics"^^xsd:string,
        "anthelmintic"^^xsd:string,
        "anthelmintics"^^xsd:string,
        "antihelminth"^^xsd:string,
        "antihelmintico"^^xsd:string,
        "vermifuge"^^xsd:string ;
    oboInOwl:id "CHEBI:35443"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35444 a owl:Class ;
    rdfs:label "antinematodal drug"^^xsd:string ;
    definition: "A substance used in the treatment or control of nematode infestations."^^xsd:string ;
    rdfs:subClassOf CHEBI:25491,
        CHEBI:35443 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "antinematodal agent"^^xsd:string,
        "antinematodal drugs"^^xsd:string,
        "antinematodals"^^xsd:string ;
    oboInOwl:id "CHEBI:35444"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35457 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:ACE_inhibitor"^^xsd:string ;
    rdfs:label "EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor"^^xsd:string ;
    definition: "An EC 3.4.15.* (peptidyl-dipeptidase) inhibitor that interferes with the action of peptidyl-dipeptidase A (EC 3.4.15.1)."^^xsd:string ;
    rdfs:subClassOf CHEBI:35674,
        CHEBI:76782 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "ACE inhibitor"^^xsd:string,
        "ACE inhibitors"^^xsd:string,
        "angiotensin I-converting enzyme inhibitor"^^xsd:string,
        "angiotensin I-converting enzyme inhibitors"^^xsd:string,
        "angiotensin-converting enzyme inhibitor"^^xsd:string,
        "angiotensin-converting enzyme inhibitors"^^xsd:string,
        "carboxycathepsin inhibitor"^^xsd:string,
        "carboxycathepsin inhibitors"^^xsd:string,
        "DCP inhibitor"^^xsd:string,
        "DCP inhibitors"^^xsd:string,
        "dipeptidase inhibitor"^^xsd:string,
        "dipeptidase inhibitors"^^xsd:string,
        "dipeptide hydrolase inhibitor"^^xsd:string,
        "dipeptide hydrolase inhibitors"^^xsd:string,
        "dipeptidyl carboxypeptidase I inhibitor"^^xsd:string,
        "dipeptidyl carboxypeptidase I inhibitors"^^xsd:string,
        "dipeptidyl carboxypeptidase inhibitor"^^xsd:string,
        "dipeptidyl carboxypeptidase inhibitors"^^xsd:string,
        "EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitors"^^xsd:string,
        "EC 3.4.15.1 inhibitor"^^xsd:string,
        "EC 3.4.15.1 inhibitors"^^xsd:string,
        "endothelial cell peptidyl dipeptidase inhibitor"^^xsd:string,
        "endothelial cell peptidyl dipeptidase inhibitors"^^xsd:string,
        "kininase II inhibitor"^^xsd:string,
        "kininase II inhibitors"^^xsd:string,
        "PDH inhibitor"^^xsd:string,
        "PDH inhibitors"^^xsd:string,
        "peptidase P inhibitor"^^xsd:string,
        "peptidase P inhibitors"^^xsd:string,
        "peptidyl dipeptidase A inhibitor"^^xsd:string,
        "peptidyl dipeptidase A inhibitors"^^xsd:string,
        "peptidyl dipeptidase I inhibitor"^^xsd:string,
        "peptidyl dipeptidase I inhibitors"^^xsd:string,
        "peptidyl dipeptidase-4 inhibitor"^^xsd:string,
        "peptidyl dipeptidase-4 inhibitors"^^xsd:string,
        "peptidyl dipeptide hydrolase inhibitor"^^xsd:string,
        "peptidyl dipeptide hydrolase inhibitors"^^xsd:string,
        "peptidyl-dipeptidase A (EC 3.4.15.1) inhibitor"^^xsd:string,
        "peptidyl-dipeptidase A (EC 3.4.15.1) inhibitors"^^xsd:string,
        "peptidyl-dipeptidase A inhibitor"^^xsd:string,
        "peptidyl-dipeptidase A inhibitors"^^xsd:string,
        "peptidyl-dipeptide hydrolase inhibitor"^^xsd:string,
        "peptidyl-dipeptide hydrolase inhibitors"^^xsd:string,
        "peptidyldipeptide hydrolase inhibitor"^^xsd:string,
        "peptidyldipeptide hydrolase inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:35457"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35467 a owl:Class ;
    rdfs:label "phosphorodiamide"^^xsd:string ;
    rdfs:subClassOf CHEBI:17102 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:35467"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35468 a owl:Class ;
    oboInOwl:hasDbXref "CAS:15056-34-5"^^xsd:string,
        "Gmelin:49028"^^xsd:string ;
    rdfs:label "triazene"^^xsd:string ;
    rdfs:subClassOf CHEBI:35106 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "H3N3"^^xsd:string ;
    chebi:inchi "InChI=1S/H3N3/c1-3-2/h(H3,1,2)"^^xsd:string ;
    chebi:inchikey "AYNNSCRYTDRFCP-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "45.04404"^^xsd:string ;
    chebi:monoisotopicmass "45.03270"^^xsd:string ;
    chebi:smiles "NN=N"^^xsd:string ;
    oboInOwl:hasExactSynonym "triaz-1-ene"^^xsd:string,
        "triazene"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-triazene"^^xsd:string ;
    oboInOwl:id "CHEBI:35468"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35469 a owl:Class ;
    rdfs:label "antidepressant"^^xsd:string ;
    definition: "Antidepressants are mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions."^^xsd:string ;
    rdfs:subClassOf CHEBI:35471 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "antidepressant drugs"^^xsd:string,
        "antidepressants"^^xsd:string,
        "thymoanaleptics"^^xsd:string,
        "thymoleptic drugs"^^xsd:string,
        "thymoleptics"^^xsd:string ;
    oboInOwl:id "CHEBI:35469"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35470 a owl:Class ;
    rdfs:label "central nervous system drug"^^xsd:string ;
    definition: "A class of drugs producing both physiological and psychological effects through a variety of mechanisms involving the central nervous system."^^xsd:string ;
    rdfs:subClassOf CHEBI:23888 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "central nervous system agents"^^xsd:string,
        "CNS agent"^^xsd:string,
        "CNS drugs"^^xsd:string ;
    oboInOwl:id "CHEBI:35470"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35471 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Psychotropic_drug"^^xsd:string ;
    rdfs:label "psychotropic drug"^^xsd:string ;
    definition: "A loosely defined grouping of drugs that have effects on psychological function."^^xsd:string ;
    rdfs:subClassOf CHEBI:35470 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "psychoactive agent"^^xsd:string,
        "psychoactive drugs"^^xsd:string,
        "psychopharmaceuticals"^^xsd:string,
        "psychotropic drugs"^^xsd:string ;
    oboInOwl:id "CHEBI:35471"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35472 a owl:Class ;
    rdfs:label "anti-inflammatory drug"^^xsd:string ;
    definition: "A substance that reduces or suppresses inflammation."^^xsd:string ;
    rdfs:subClassOf CHEBI:23888,
        CHEBI:67079 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "anti-inflammatory drugs"^^xsd:string,
        "antiinflammatory agent"^^xsd:string,
        "antiinflammatory drug"^^xsd:string,
        "antiinflammatory drugs"^^xsd:string ;
    oboInOwl:id "CHEBI:35472"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35473 a owl:Class ;
    rdfs:label "tranquilizing drug"^^xsd:string ;
    definition: "A traditional grouping of drugs said to have a soothing or calming effect on mood, thought or behaviour."^^xsd:string ;
    rdfs:subClassOf CHEBI:35471,
        CHEBI:35488 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "ataractics"^^xsd:string,
        "tranquilising drug"^^xsd:string,
        "tranquilizing drugs"^^xsd:string,
        "tranquillising agent"^^xsd:string,
        "tranquillizing agents"^^xsd:string ;
    oboInOwl:id "CHEBI:35473"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35474 a owl:Class ;
    rdfs:label "anxiolytic drug"^^xsd:string ;
    definition: "Anxiolytic drugs are agents that alleviate anxiety, tension, and anxiety disorders, promote sedation, and have a calming effect without affecting clarity of consciousness or neurologic conditions."^^xsd:string ;
    rdfs:subClassOf CHEBI:35473 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "anti-anxiety agents"^^xsd:string,
        "anti-anxiety drugs"^^xsd:string,
        "anxiolytic agents"^^xsd:string,
        "anxiolytics"^^xsd:string,
        "minor tranquilisers"^^xsd:string,
        "minor tranquilizers"^^xsd:string,
        "minor tranquilizing agents"^^xsd:string ;
    oboInOwl:id "CHEBI:35474"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35475 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Non-steroidal_anti-inflammatory_drug"^^xsd:string ;
    rdfs:label "non-steroidal anti-inflammatory drug"^^xsd:string ;
    definition: "An anti-inflammatory drug that is not a steroid. In addition to anti-inflammatory actions, non-steroidal anti-inflammatory drugs have analgesic, antipyretic, and platelet-inhibitory actions. They act by blocking the synthesis of prostaglandins by inhibiting cyclooxygenase, which converts arachidonic acid to cyclic endoperoxides, precursors of prostaglandins."^^xsd:string ;
    rdfs:subClassOf CHEBI:35472,
        CHEBI:35842 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "non-steroidal anti-inflammatory agent"^^xsd:string,
        "non-steroidal anti-inflammatory drugs"^^xsd:string,
        "NSAID"^^xsd:string,
        "NSAIDs"^^xsd:string ;
    oboInOwl:id "CHEBI:35475"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35476 a owl:Class ;
    rdfs:label "antipsychotic agent"^^xsd:string ;
    definition: "Antipsychotic drugs are agents that control agitated psychotic behaviour, alleviate acute psychotic states, reduce psychotic symptoms, and exert a quieting effect."^^xsd:string ;
    rdfs:subClassOf CHEBI:35473 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "antipsychotic agents"^^xsd:string,
        "antipsychotic drug"^^xsd:string,
        "antipsychotic drugs"^^xsd:string,
        "antipsychotics"^^xsd:string,
        "antipsychotiques"^^xsd:string,
        "grosser Tranquilizer"^^xsd:string,
        "major tranquilizers"^^xsd:string,
        "major tranquilizing agents"^^xsd:string,
        "neuroleptic"^^xsd:string,
        "neuroleptic agents"^^xsd:string,
        "neuroleptics"^^xsd:string,
        "Neuroleptikum"^^xsd:string,
        "neuroleptique"^^xsd:string,
        "neuroleptiques"^^xsd:string ;
    oboInOwl:id "CHEBI:35476"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35477 a owl:Class ;
    rdfs:label "antimanic drug"^^xsd:string ;
    definition: "Antimanic drugs are agents used to treat bipolar disorders or mania associated with other affective disorders."^^xsd:string ;
    rdfs:subClassOf CHEBI:35473 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "antimanic agent"^^xsd:string,
        "antimanic drugs"^^xsd:string,
        "antimanics"^^xsd:string ;
    oboInOwl:id "CHEBI:35477"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35478 a owl:Class ;
    rdfs:label "lithium salt"^^xsd:string ;
    rdfs:subClassOf CHEBI:33298,
        CHEBI:35479 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "lithium salts"^^xsd:string,
        "Lithiumsalz"^^xsd:string,
        "Lithiumsalze"^^xsd:string ;
    oboInOwl:id "CHEBI:35478"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35479 a owl:Class ;
    rdfs:label "alkali metal salt"^^xsd:string ;
    rdfs:subClassOf CHEBI:24866,
        CHEBI:33296 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "alkali metal salts"^^xsd:string ;
    oboInOwl:id "CHEBI:35479"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35480 a owl:Class ;
    rdfs:label "analgesic"^^xsd:string ;
    definition: "An agent capable of relieving pain without the loss of consciousness or without producing anaesthesia. In addition, analgesic is a role played by a compound which is exhibited by a capability to cause a reduction of pain symptoms."^^xsd:string ;
    rdfs:subClassOf CHEBI:23888,
        CHEBI:52210 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:35480"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35481 a owl:Class ;
    rdfs:label "non-narcotic analgesic"^^xsd:string ;
    definition: "A drug that has principally analgesic, antipyretic and anti-inflammatory actions. Non-narcotic analgesics do not bind to opioid receptors."^^xsd:string ;
    rdfs:subClassOf CHEBI:35480 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:35481"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35482 a owl:Class ;
    rdfs:label "opioid analgesic"^^xsd:string ;
    definition: "A narcotic or opioid substance, synthetic or semisynthetic agent producing profound analgesia, drowsiness, and changes in mood."^^xsd:string ;
    rdfs:subClassOf CHEBI:35480 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "narcotic"^^xsd:string,
        "narcotic analgesic"^^xsd:string,
        "narcotic analgesics"^^xsd:string,
        "narcotics"^^xsd:string,
        "opioid analgesics"^^xsd:string ;
    oboInOwl:id "CHEBI:35482"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35487 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Aldehyde_dehydrogenase"^^xsd:string ;
    rdfs:label "EC 1.2.1.3 [aldehyde dehydrogenase (NAD(+))] inhibitor"^^xsd:string ;
    definition: "An EC 1.2.1.* (oxidoreductase acting on donor aldehyde/oxo group with NAD(+) or NADP(+) as acceptor) inhibitor that interferes with the action of aldehyde dehydrogenase (NAD(+)), EC 1.2.1.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:76852 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "aldehyde dehydrogenase (NAD(+)) (EC 1.2.1.3) inhibitor"^^xsd:string,
        "aldehyde dehydrogenase (NAD(+)) (EC 1.2.1.3) inhibitors"^^xsd:string,
        "aldehyde dehydrogenase (NAD(+)) inhibitor"^^xsd:string,
        "aldehyde dehydrogenase (NAD(+)) inhibitors"^^xsd:string,
        "aldehyde dehydrogenase (NAD) inhibitor"^^xsd:string,
        "aldehyde dehydrogenase (NAD) inhibitors"^^xsd:string,
        "aldehyde dehydrogenase inhibitor"^^xsd:string,
        "aldehyde dehydrogenase inhibitors"^^xsd:string,
        "CoA-independent aldehyde dehydrogenase inhibitor"^^xsd:string,
        "CoA-independent aldehyde dehydrogenase inhibitors"^^xsd:string,
        "EC 1.2.1.3 (aldehyde dehydrogenase (NAD(+))) inhibitor"^^xsd:string,
        "EC 1.2.1.3 (aldehyde dehydrogenase (NAD(+))) inhibitors"^^xsd:string,
        "EC 1.2.1.3 [aldehyde dehydrogenase (NAD(+))] inhibitors"^^xsd:string,
        "EC 1.2.1.3 inhibitor"^^xsd:string,
        "EC 1.2.1.3 inhibitors"^^xsd:string,
        "m-methylbenzaldehyde dehydrogenase inhibitor"^^xsd:string,
        "m-methylbenzaldehyde dehydrogenase inhibitors"^^xsd:string,
        "NAD-aldehyde dehydrogenase inhibitor"^^xsd:string,
        "NAD-aldehyde dehydrogenase inhibitors"^^xsd:string,
        "NAD-dependent 4-hydroxynonenal dehydrogenase inhibitor"^^xsd:string,
        "NAD-dependent 4-hydroxynonenal dehydrogenase inhibitors"^^xsd:string,
        "NAD-dependent aldehyde dehydrogenase inhibitor"^^xsd:string,
        "NAD-dependent aldehyde dehydrogenase inhibitors"^^xsd:string,
        "NAD-linked aldehyde dehydrogenase inhibitor"^^xsd:string,
        "NAD-linked aldehyde dehydrogenase inhibitors"^^xsd:string,
        "propionaldehyde dehydrogenase inhibitor"^^xsd:string,
        "propionaldehyde dehydrogenase inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:35487"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35488 a owl:Class ;
    rdfs:label "central nervous system depressant"^^xsd:string ;
    definition: "A loosely defined group of drugs that tend to reduce the activity of the central nervous system."^^xsd:string ;
    rdfs:subClassOf CHEBI:35470 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "central nervous system depressants"^^xsd:string,
        "CNS depressants"^^xsd:string ;
    oboInOwl:id "CHEBI:35488"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35489 a owl:Class ;
    rdfs:label "organic disulfide"^^xsd:string ;
    definition: "Compounds of structure RSSR in which R and R' are organic groups."^^xsd:string ;
    rdfs:subClassOf CHEBI:33261,
        CHEBI:48343 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "S2R2"^^xsd:string ;
    chebi:mass "64.13000"^^xsd:string ;
    chebi:monoisotopicmass "63.94414"^^xsd:string ;
    chebi:smiles "[*]SS[*]"^^xsd:string ;
    oboInOwl:hasExactSynonym "disulfides"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "an organic disulfide"^^xsd:string,
        "organic disulfides"^^xsd:string ;
    oboInOwl:id "CHEBI:35489"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35491 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1888247"^^xsd:string,
        "Gmelin:51008"^^xsd:string ;
    rdfs:label "L-cystine zwitterion"^^xsd:string ;
    rdfs:subClassOf CHEBI:35492,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:145813 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:16283 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H12N2O4S2"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H12N2O4S2/c7-3(5(9)10)1-13-14-2-4(8)6(11)12/h3-4H,1-2,7-8H2,(H,9,10)(H,11,12)/t3-,4-/m0/s1"^^xsd:string ;
    chebi:inchikey "LEVWYRKDKASIDU-IMJSIDKUSA-N"^^xsd:string ;
    chebi:mass "240.30256"^^xsd:string ;
    chebi:monoisotopicmass "240.02385"^^xsd:string ;
    chebi:smiles "[NH3+][C@@H](CSSC[C@H]([NH3+])C([O-])=O)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2R,2'R)-3,3'-disulfanediylbis(2-ammoniopropanoate)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2R,2'R)-3,3'-dithiobis(2-ammoniopropanoate)"^^xsd:string,
        "L-cystine"^^xsd:string ;
    oboInOwl:id "CHEBI:35491"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35492 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:51007"^^xsd:string ;
    rdfs:label "cystine zwitterion"^^xsd:string ;
    definition: "An amino acid zwitterion that is the tautomer of cystine."^^xsd:string ;
    rdfs:subClassOf CHEBI:35238,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:17376 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H12N2O4S2"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H12N2O4S2/c7-3(5(9)10)1-13-14-2-4(8)6(11)12/h3-4H,1-2,7-8H2,(H,9,10)(H,11,12)"^^xsd:string ;
    chebi:inchikey "LEVWYRKDKASIDU-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "240.30256"^^xsd:string ;
    chebi:monoisotopicmass "240.02385"^^xsd:string ;
    chebi:smiles "[NH3+]C(CSSCC([NH3+])C([O-])=O)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "3,3'-disulfanediylbis(2-ammoniopropanoate)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3,3'-dithiobis(2-ammoniopropanoate)"^^xsd:string ;
    oboInOwl:id "CHEBI:35492"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35493 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Antipyretic"^^xsd:string ;
    rdfs:label "antipyretic"^^xsd:string ;
    definition: "A drug that prevents or reduces fever by lowering the body temperature from a raised state. An antipyretic will not affect the normal body temperature if one does not have fever. Antipyretics cause the hypothalamus to override an interleukin-induced increase in temperature. The body will then work to lower the temperature and the result is a reduction in fever."^^xsd:string ;
    rdfs:subClassOf CHEBI:23888 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "anti-pyretic"^^xsd:string ;
    oboInOwl:id "CHEBI:35493"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35494 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1728093"^^xsd:string,
        "CAS:349-46-2"^^xsd:string,
        "PMID:674038"^^xsd:string,
        "PMID:14726201"^^xsd:string,
        "PMID:16782275"^^xsd:string,
        "PMID:20800236"^^xsd:string,
        "Reaxys:1728093"^^xsd:string ;
    rdfs:label "D-cystine"^^xsd:string ;
    definition: "The D-enantiomer of cystine."^^xsd:string ;
    rdfs:subClassOf CHEBI:17376,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:16283 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:145813 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:145814 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H12N2O4S2"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H12N2O4S2/c7-3(5(9)10)1-13-14-2-4(8)6(11)12/h3-4H,1-2,7-8H2,(H,9,10)(H,11,12)/t3-,4-/m1/s1"^^xsd:string ;
    chebi:inchikey "LEVWYRKDKASIDU-QWWZWVQMSA-N"^^xsd:string ;
    chebi:mass "240.30256"^^xsd:string ;
    chebi:monoisotopicmass "240.02385"^^xsd:string ;
    chebi:smiles "N[C@H](CSSC[C@@H](N)C(O)=O)C(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2S,2'S)-3,3'-disulfanediylbis(2-aminopropanoic acid)"^^xsd:string,
        "D-cystine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2S,2'S)-3,3'-dithiobis(2-aminopropanoic acid)"^^xsd:string,
        "cystine D-form"^^xsd:string ;
    oboInOwl:id "CHEBI:35494"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35496 a owl:Class ;
    rdfs:label "fluorobenzenes"^^xsd:string ;
    definition: "Any fluoroarene that is a benzene or a substituted benzene carrying at least one fluoro group."^^xsd:string ;
    rdfs:subClassOf CHEBI:22712,
        CHEBI:37143 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:35496"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35497 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Antiandrogen"^^xsd:string ;
    rdfs:label "androgen antagonist"^^xsd:string ;
    definition: "A compound which inhibits or antagonises the biosynthesis or actions of androgens."^^xsd:string ;
    rdfs:subClassOf CHEBI:49020 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "antiandrogen"^^xsd:string ;
    oboInOwl:id "CHEBI:35497"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35498 a owl:Class ;
    rdfs:label "diuretic"^^xsd:string ;
    definition: "An agent that promotes the excretion of urine through its effects on kidney function."^^xsd:string ;
    rdfs:subClassOf CHEBI:23888 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "diuretics"^^xsd:string ;
    oboInOwl:id "CHEBI:35498"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35499 a owl:Class ;
    rdfs:label "hallucinogen"^^xsd:string ;
    definition: "Drugs capable of inducing illusions, hallucinations, delusions, paranoid ideations and other alterations of mood and thinking."^^xsd:string ;
    rdfs:subClassOf CHEBI:35471 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "hallucinogenic agents"^^xsd:string,
        "hallucinogenic drugs"^^xsd:string,
        "hallucinogens"^^xsd:string,
        "psychedelic agents"^^xsd:string,
        "psychedelics"^^xsd:string ;
    oboInOwl:id "CHEBI:35499"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35500 a owl:Class ;
    rdfs:label "1,4-benzodiazepinone"^^xsd:string ;
    rdfs:subClassOf CHEBI:22720 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1,4-benzodiazepinones"^^xsd:string ;
    oboInOwl:id "CHEBI:35500"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35501 a owl:Class ;
    rdfs:label "triazolobenzodiazepine"^^xsd:string ;
    definition: "Any organic heterotricyclic compound that is any benzodiazepine which is ortho-fused with a triazole."^^xsd:string ;
    rdfs:subClassOf CHEBI:22720,
        CHEBI:26979 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "triazolobenzodiazepines"^^xsd:string ;
    oboInOwl:id "CHEBI:35501"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35504 a owl:Class ;
    rdfs:label "addition compound"^^xsd:string ;
    definition: "An addition compound contains two or more simpler compounds that can be packed in a definite ratio into a crystal. The term covers donor-acceptor complexes (adducts) and a variety of lattice compounds."^^xsd:string ;
    rdfs:subClassOf CHEBI:37577 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "addition compounds"^^xsd:string ;
    oboInOwl:id "CHEBI:35504"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35505 a owl:Class ;
    rdfs:label "hydrate"^^xsd:string ;
    definition: "An addition compound that contains water in weak chemical combination with another compound."^^xsd:string ;
    rdfs:subClassOf CHEBI:35504,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:15377 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "hidrato"^^xsd:string,
        "hidratos"^^xsd:string,
        "Hydrat"^^xsd:string,
        "hydrates"^^xsd:string ;
    oboInOwl:id "CHEBI:35505"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35506 a owl:Class ;
    rdfs:label "alkaloid fundamental parent"^^xsd:string ;
    rdfs:subClassOf CHEBI:35507 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "alkaloid fundamental parents"^^xsd:string ;
    oboInOwl:id "CHEBI:35506"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35507 a owl:Class ;
    rdfs:label "natural product fundamental parent"^^xsd:string ;
    rdfs:subClassOf CHEBI:33245 ;
    oboInOwl:hasExactSynonym "natural product fundamental parents"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:35507"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35508 a owl:Class ;
    rdfs:label "steroid fundamental parent"^^xsd:string ;
    rdfs:subClassOf CHEBI:35341,
        CHEBI:35507 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "steroid fundamental parents"^^xsd:string ;
    oboInOwl:id "CHEBI:35508"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35509 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:5247532"^^xsd:string,
        "CAS:24887-75-0"^^xsd:string,
        "LIPID_MAPS_instance:LMST02020000"^^xsd:string ;
    rdfs:label "androstane"^^xsd:string ;
    rdfs:subClassOf CHEBI:35508 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C19H32"^^xsd:string ;
    chebi:inchi "InChI=1S/C19H32/c1-18-11-5-7-16(18)15-9-8-14-6-3-4-12-19(14,2)17(15)10-13-18/h14-17H,3-13H2,1-2H3/t14?,15-,16-,17-,18-,19-/m0/s1"^^xsd:string ;
    chebi:inchikey "QZLYKIGBANMMBK-FZFXZXLVSA-N"^^xsd:string ;
    chebi:mass "260.45738"^^xsd:string ;
    chebi:monoisotopicmass "260.25040"^^xsd:string ;
    chebi:smiles "[H][C@@]12CCC3CCCC[C@]3(C)[C@@]1([H])CC[C@]1(C)CCC[C@@]21[H]"^^xsd:string ;
    oboInOwl:hasExactSynonym "androstane"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:35509"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35522 a owl:Class ;
    rdfs:label "beta-adrenergic agonist"^^xsd:string ;
    definition: "An agent that selectively binds to and activates beta-adrenergic receptors."^^xsd:string ;
    rdfs:subClassOf CHEBI:37886,
        CHEBI:48540 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "beta-adrenergic agonists"^^xsd:string,
        "beta-adrenergic receptor agonist"^^xsd:string,
        "beta-adrenoceptor agonists"^^xsd:string ;
    oboInOwl:id "CHEBI:35522"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35523 a owl:Class ;
    rdfs:label "bronchodilator agent"^^xsd:string ;
    definition: "An agent that causes an increase in the expansion of a bronchus or bronchial tubes."^^xsd:string ;
    rdfs:subClassOf CHEBI:23888 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "bronchodilator"^^xsd:string,
        "bronchodilator agents"^^xsd:string,
        "broncholytic agent"^^xsd:string ;
    oboInOwl:id "CHEBI:35523"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35524 a owl:Class ;
    rdfs:label "sympathomimetic agent"^^xsd:string ;
    definition: "A drug that mimics the effects of stimulating postganglionic adrenergic sympathetic nerves. Included in this class are drugs that directly stimulate adrenergic receptors and drugs that act indirectly by provoking the release of adrenergic transmitters."^^xsd:string ;
    rdfs:subClassOf CHEBI:37962 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "sympathomimetic"^^xsd:string,
        "sympathomimetics"^^xsd:string ;
    oboInOwl:id "CHEBI:35524"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35526 a owl:Class ;
    rdfs:label "hypoglycemic agent"^^xsd:string ;
    definition: "A drug which lowers the blood glucose level."^^xsd:string ;
    rdfs:subClassOf CHEBI:23888 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "antidiabetic"^^xsd:string,
        "antihyperglycemic"^^xsd:string,
        "antihyperglycemic agent"^^xsd:string,
        "antihyperglycemic agents"^^xsd:string,
        "antihyperglycemic drug"^^xsd:string,
        "antihyperglycemic drugs"^^xsd:string,
        "antihyperglycemics"^^xsd:string,
        "hypoglycemic agents"^^xsd:string,
        "hypoglycemic drug"^^xsd:string,
        "hypoglycemic drugs"^^xsd:string ;
    oboInOwl:id "CHEBI:35526"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35530 a owl:Class ;
    rdfs:label "beta-adrenergic antagonist"^^xsd:string ;
    definition: "An agent that binds to but does not activate beta-adrenergic receptors thereby blocking the actions of endogenous or exogenous beta-adrenergic agonists. beta-Adrenergic antagonists are used for treatment of hypertension, cardiac arrhythmias, angina pectoris, glaucoma, migraine headaches and anxiety."^^xsd:string ;
    rdfs:subClassOf CHEBI:37887,
        CHEBI:48540 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "beta-adrenergic antagonists"^^xsd:string,
        "beta-adrenergic blocker"^^xsd:string,
        "beta-adrenergic blockers"^^xsd:string,
        "beta-adrenergic receptor blockaders"^^xsd:string,
        "beta-adrenoceptor antagonists"^^xsd:string,
        "beta-blocker"^^xsd:string,
        "beta-blockers"^^xsd:string ;
    oboInOwl:id "CHEBI:35530"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35533 a owl:Class ;
    rdfs:label "propanolamine"^^xsd:string ;
    rdfs:subClassOf CHEBI:22478 ;
    oboInOwl:hasExactSynonym "propanolamine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "propanolamines"^^xsd:string ;
    oboInOwl:id "CHEBI:35533"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35542 a owl:Class ;
    rdfs:label "5beta-cardanolide"^^xsd:string ;
    rdfs:subClassOf CHEBI:35543 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C23H36O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C23H36O2/c1-22-11-4-3-5-16(22)6-7-17-19-9-8-18(15-13-21(24)25-14-15)23(19,2)12-10-20(17)22/h15-20H,3-14H2,1-2H3/t15-,16-,17-,18+,19+,20-,22-,23+/m0/s1"^^xsd:string ;
    chebi:inchikey "AQARKTASOBROAE-KPSWSRIPSA-N"^^xsd:string ;
    chebi:mass "344.53074"^^xsd:string ;
    chebi:monoisotopicmass "344.27153"^^xsd:string ;
    chebi:smiles "[H][C@]1(COC(=O)C1)[C@@]1([H])CC[C@]2([H])[C@]3([H])CC[C@]4([H])CCCC[C@]4(C)[C@@]3([H])CC[C@]12C"^^xsd:string ;
    oboInOwl:hasExactSynonym "5beta-cardanolide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:35542"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35543 a owl:Class ;
    rdfs:label "cardanolide"^^xsd:string ;
    rdfs:subClassOf CHEBI:26766,
        CHEBI:35508 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C23H36O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C23H36O2/c1-22-11-4-3-5-16(22)6-7-17-19-9-8-18(15-13-21(24)25-14-15)23(19,2)12-10-20(17)22/h15-20H,3-14H2,1-2H3/t15-,16?,17-,18+,19+,20-,22-,23+/m0/s1"^^xsd:string ;
    chebi:inchikey "AQARKTASOBROAE-OCYOQFCJSA-N"^^xsd:string ;
    chebi:mass "344.53074"^^xsd:string ;
    chebi:monoisotopicmass "344.27153"^^xsd:string ;
    chebi:smiles "[H][C@]1(COC(=O)C1)[C@@]1([H])CC[C@]2([H])[C@]3([H])CCC4CCCC[C@]4(C)[C@@]3([H])CC[C@]12C"^^xsd:string ;
    oboInOwl:hasExactSynonym "cardanolide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:35543"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35544 a owl:Class ;
    rdfs:label "EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor"^^xsd:string ;
    definition: "A compound or agent that combines with cyclooxygenases (EC 1.14.99.1) and thereby prevents its substrate-enzyme combination with arachidonic acid and the formation of icosanoids, prostaglandins, and thromboxanes."^^xsd:string ;
    rdfs:subClassOf CHEBI:76840 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate,hydrogen-donor:oxygen oxidoreductase inhibitor"^^xsd:string,
        "(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate,hydrogen-donor:oxygen oxidoreductase inhibitors"^^xsd:string,
        "(PG)H synthase inhibitor"^^xsd:string,
        "(PG)H synthase inhibitors"^^xsd:string,
        "COX inhibitor"^^xsd:string,
        "cyclooxygenase (EC 1.14.99.1) inhibitor"^^xsd:string,
        "cyclooxygenase (EC 1.14.99.1) inhibitors"^^xsd:string,
        "cyclooxygenase inhibitor"^^xsd:string,
        "cyclooxygenase inhibitors"^^xsd:string,
        "EC 1.14.99.1 (cyclooxygenase) inhibitor"^^xsd:string,
        "EC 1.14.99.1 (cyclooxygenase) inhibitors"^^xsd:string,
        "EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitors"^^xsd:string,
        "EC 1.14.99.1 inhibitor"^^xsd:string,
        "EC 1.14.99.1 inhibitors"^^xsd:string,
        "fatty acid cyclooxygenase inhibitor"^^xsd:string,
        "fatty acid cyclooxygenase inhibitors"^^xsd:string,
        "PG synthetase inhibitor"^^xsd:string,
        "PG synthetase inhibitors"^^xsd:string,
        "prostaglandin endoperoxide synthetase inhibitor"^^xsd:string,
        "prostaglandin endoperoxide synthetase inhibitors"^^xsd:string,
        "prostaglandin G/H synthase inhibitor"^^xsd:string,
        "prostaglandin G/H synthase inhibitors"^^xsd:string,
        "prostaglandin synthase inhibitor"^^xsd:string,
        "prostaglandin synthase inhibitors"^^xsd:string,
        "prostaglandin synthetase inhibitor"^^xsd:string,
        "prostaglandin synthetase inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:35544"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35550 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:104767"^^xsd:string,
        "CAS:288-88-0"^^xsd:string,
        "Gmelin:122679"^^xsd:string ;
    rdfs:label "1H-1,2,4-triazole"^^xsd:string ;
    rdfs:subClassOf CHEBI:35560,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:35561 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:46077 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C2H3N3"^^xsd:string ;
    chebi:inchi "InChI=1S/C2H3N3/c1-3-2-5-4-1/h1-2H,(H,3,4,5)"^^xsd:string ;
    chebi:inchikey "NSPMIYGKQJPBQR-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "69.06544"^^xsd:string ;
    chebi:monoisotopicmass "69.03270"^^xsd:string ;
    chebi:smiles "c1nc[nH]n1"^^xsd:string ;
    oboInOwl:hasExactSynonym "1H-1,2,4-triazole"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "s-Triazole"^^xsd:string ;
    oboInOwl:id "CHEBI:35550"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35552 a owl:Class ;
    rdfs:label "heterocyclic organic fundamental parent"^^xsd:string ;
    rdfs:subClassOf CHEBI:33245 ;
    oboInOwl:hasExactSynonym "heterocyclic parent hydrides"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "heterocyclic fundamental parent"^^xsd:string,
        "heterocyclic organic fundamental parents"^^xsd:string,
        "organic heterocyclic fundamental parents"^^xsd:string ;
    oboInOwl:id "CHEBI:35552"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35553 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:4979856"^^xsd:string,
        "CAS:6621-47-2"^^xsd:string,
        "Drug_Central:2106"^^xsd:string,
        "DrugBank:DB01074"^^xsd:string,
        "LINCS:LSM-4353"^^xsd:string,
        "Wikipedia:Perhexiline"^^xsd:string ;
    rdfs:label "perhexiline"^^xsd:string ;
    rdfs:subClassOf CHEBI:26151,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35554 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C19H35N"^^xsd:string ;
    chebi:inchi "InChI=1S/C19H35N/c1-3-9-16(10-4-1)19(17-11-5-2-6-12-17)15-18-13-7-8-14-20-18/h16-20H,1-15H2"^^xsd:string ;
    chebi:inchikey "CYXKNKQEMFBLER-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "277.48794"^^xsd:string ;
    chebi:monoisotopicmass "277.27695"^^xsd:string ;
    chebi:smiles "C1CCC(CC1)C(CC1CCCCN1)C1CCCCC1"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-(2,2-dicyclohexylethyl)piperidine"^^xsd:string,
        "Perhexiline"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Perhexilene"^^xsd:string ;
    oboInOwl:id "CHEBI:35553"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35554 a owl:Class ;
    rdfs:label "cardiovascular drug"^^xsd:string ;
    definition: "A drug that affects the rate or intensity of cardiac contraction, blood vessel diameter or blood volume."^^xsd:string ;
    rdfs:subClassOf CHEBI:23888 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "cardiovascular agent"^^xsd:string,
        "cardiovascular drugs"^^xsd:string ;
    oboInOwl:id "CHEBI:35554"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35555 a owl:Class ;
    rdfs:label "mancude organic heteromonocyclic parent"^^xsd:string ;
    rdfs:subClassOf CHEBI:25693,
        CHEBI:35571 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "mancude organic heteromonocyclic parents"^^xsd:string,
        "mancude-ring organic heteromonocyclic parents"^^xsd:string ;
    oboInOwl:id "CHEBI:35555"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35560 a owl:Class ;
    oboInOwl:hasDbXref "DrugBank:DB03594"^^xsd:string ;
    rdfs:label "1,2,4-triazole"^^xsd:string ;
    rdfs:subClassOf CHEBI:38597 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C2H3N3"^^xsd:string ;
    chebi:mass "69.065"^^xsd:string ;
    chebi:monoisotopicmass "69.03270"^^xsd:string ;
    oboInOwl:hasExactSynonym "1,2,4-triazole"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:35560"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35561 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:506536"^^xsd:string,
        "Gmelin:362238"^^xsd:string ;
    rdfs:label "3H-1,2,4-triazole"^^xsd:string ;
    rdfs:subClassOf CHEBI:35560,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:35550 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:46077 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C2H3N3"^^xsd:string ;
    chebi:inchi "InChI=1S/C2H3N3/c1-3-2-5-4-1/h1H,2H2"^^xsd:string ;
    chebi:inchikey "FFGRBWANQMLTQI-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "69.06544"^^xsd:string ;
    chebi:monoisotopicmass "69.03270"^^xsd:string ;
    chebi:smiles "C1N=CN=N1"^^xsd:string ;
    oboInOwl:hasExactSynonym "3H-1,2,4-triazole"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:35561"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35568 a owl:Class ;
    rdfs:label "mancude ring"^^xsd:string ;
    definition: "Any molecular entity that consists of a ring having (formally) the maximum number of noncumulative double bonds."^^xsd:string ;
    rdfs:subClassOf CHEBI:23367 ;
    oboInOwl:hasExactSynonym "mancude-ring systems"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "mancude rings"^^xsd:string,
        "mancunide-ring systems"^^xsd:string ;
    oboInOwl:id "CHEBI:35568"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35569 a owl:Class ;
    rdfs:label "alpha-adrenergic agonist"^^xsd:string ;
    definition: "An agent that selectively binds to and activates alpha-adrenergic receptors."^^xsd:string ;
    rdfs:subClassOf CHEBI:37886,
        CHEBI:48539 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "alpha-adrenergic agonists"^^xsd:string,
        "alpha-adrenergic receptor agonist"^^xsd:string,
        "alpha-adrenoceptor agonists"^^xsd:string ;
    oboInOwl:id "CHEBI:35569"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35570 a owl:Class ;
    rdfs:label "mancude organic heterobicyclic parent"^^xsd:string ;
    rdfs:subClassOf CHEBI:27171,
        CHEBI:35571 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "mancude organic heterobicyclic parents"^^xsd:string,
        "mancude-ring organic heterobicyclic parents"^^xsd:string ;
    oboInOwl:id "CHEBI:35570"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35571 a owl:Class ;
    rdfs:label "mancude organic heterocyclic parent"^^xsd:string ;
    rdfs:subClassOf CHEBI:35552,
        CHEBI:35573 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "mancude organic heterocyclic parents"^^xsd:string,
        "mancude-ring organic heterocyclic parents"^^xsd:string ;
    oboInOwl:id "CHEBI:35571"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35573 a owl:Class ;
    rdfs:label "organic mancude parent"^^xsd:string ;
    rdfs:subClassOf CHEBI:33245,
        CHEBI:35568 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "organic mancude parents"^^xsd:string,
        "organic mancude-ring parents"^^xsd:string ;
    oboInOwl:id "CHEBI:35573"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35580 a owl:Class ;
    rdfs:label "N-oxide"^^xsd:string ;
    rdfs:subClassOf CHEBI:25741 ;
    oboInOwl:hasExactSynonym "N-oxide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "N-oxides"^^xsd:string ;
    oboInOwl:id "CHEBI:35580"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35584 a owl:Class ;
    oboInOwl:hasDbXref "HMDB:HMDB0001366"^^xsd:string,
        "KEGG:C15587"^^xsd:string,
        "MetaCyc:PURINE"^^xsd:string,
        "PMID:12865945"^^xsd:string,
        "PMID:24088627"^^xsd:string ;
    rdfs:label "purine"^^xsd:string ;
    definition: "A heterobicyclic aromatic organic compound comprising a pyrimidine ring fused to an imidazole ring; the parent compound of the purines."^^xsd:string ;
    rdfs:subClassOf CHEBI:26401,
        CHEBI:35570,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78675 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5H4N4"^^xsd:string ;
    chebi:mass "120.112"^^xsd:string ;
    chebi:monoisotopicmass "120.04360"^^xsd:string ;
    oboInOwl:hasExactSynonym "purine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:35584"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35586 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:2379911"^^xsd:string ;
    rdfs:label "1H-purine"^^xsd:string ;
    definition: "The 1H-tautomer of purine."^^xsd:string ;
    rdfs:subClassOf CHEBI:35584,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:17258 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:35588 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:35589 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5H4N4"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H4N4/c1-4-5(8-2-6-1)9-3-7-4/h1-3H,(H,6,7,8,9)"^^xsd:string ;
    chebi:inchikey "KDCGOANMDULRCW-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "120.11210"^^xsd:string ;
    chebi:monoisotopicmass "120.04360"^^xsd:string ;
    chebi:smiles "c1nc2c[nH]cnc2n1"^^xsd:string ;
    oboInOwl:hasExactSynonym "1H-purine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:35586"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35588 a owl:Class ;
    oboInOwl:hasDbXref "PMID:6149478"^^xsd:string,
        "PMID:7178185"^^xsd:string,
        "PMID:7296170"^^xsd:string,
        "Reaxys:1210196"^^xsd:string ;
    rdfs:label "3H-purine"^^xsd:string ;
    definition: "The 3H-tautomer of purine."^^xsd:string ;
    rdfs:subClassOf CHEBI:35584,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:17258 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:35586 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:35589 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5H4N4"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H4N4/c1-4-5(8-2-6-1)9-3-7-4/h1-3H,(H,6,7,8,9)"^^xsd:string ;
    chebi:inchikey "KDCGOANMDULRCW-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "120.11222"^^xsd:string ;
    chebi:monoisotopicmass "120.04360"^^xsd:string ;
    chebi:smiles "c1nc2cnc[nH]c2n1"^^xsd:string ;
    oboInOwl:hasExactSynonym "3H-purine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:35588"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35589 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:606899"^^xsd:string,
        "CAS:120-73-0"^^xsd:string,
        "Gmelin:3120"^^xsd:string,
        "Wikipedia:Purine"^^xsd:string ;
    rdfs:label "9H-purine"^^xsd:string ;
    definition: "The 9H-tautomer of purine."^^xsd:string ;
    rdfs:subClassOf CHEBI:35584,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:17258 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:35586 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:35588 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5H4N4"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H4N4/c1-4-5(8-2-6-1)9-3-7-4/h1-3H,(H,6,7,8,9)"^^xsd:string ;
    chebi:inchikey "KDCGOANMDULRCW-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "120.11222"^^xsd:string ;
    chebi:monoisotopicmass "120.04360"^^xsd:string ;
    chebi:smiles "c1ncc2nc[nH]c2n1"^^xsd:string ;
    oboInOwl:hasExactSynonym "9H-purine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:35589"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35604 a owl:Class ;
    rdfs:label "carbon oxoanion"^^xsd:string ;
    definition: "A negative ion consisting solely of carbon and oxygen  atoms, and therefore having the general formula CxOy(n-) for some integers x, y and n."^^xsd:string ;
    rdfs:subClassOf CHEBI:25696,
        CHEBI:35406,
        CHEBI:36963 ;
    oboInOwl:hasExactSynonym "carbon oxoanion"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "carbon oxoanions"^^xsd:string,
        "oxocarbon anion"^^xsd:string,
        "oxocarbon anions"^^xsd:string ;
    oboInOwl:id "CHEBI:35604"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35605 a owl:Class ;
    rdfs:label "carbon oxoacid"^^xsd:string ;
    rdfs:subClassOf CHEBI:24833,
        CHEBI:36963 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "carbon oxoacids"^^xsd:string,
        "oxoacids of carbon"^^xsd:string ;
    oboInOwl:id "CHEBI:35605"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35610 a owl:Class ;
    rdfs:label "antineoplastic agent"^^xsd:string ;
    definition: "A substance that inhibits or prevents the proliferation of neoplasms."^^xsd:string ;
    rdfs:subClassOf CHEBI:23888 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "anticancer agent"^^xsd:string,
        "anticancer agents"^^xsd:string,
        "antineoplastic"^^xsd:string,
        "antineoplastic agents"^^xsd:string,
        "cytostatic"^^xsd:string ;
    oboInOwl:id "CHEBI:35610"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35615 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:6379695"^^xsd:string,
        "CAS:529-17-9"^^xsd:string ;
    rdfs:label "tropane"^^xsd:string ;
    rdfs:subClassOf CHEBI:35506,
        CHEBI:37332,
        CHEBI:38419 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C8H15N"^^xsd:string ;
    chebi:inchi "InChI=1S/C8H15N/c1-9-7-3-2-4-8(9)6-5-7/h7-8H,2-6H2,1H3/t7-,8+"^^xsd:string ;
    chebi:inchikey "XLRPYZSEQKXZAA-OCAPTIKFSA-N"^^xsd:string ;
    chebi:mass "125.21144"^^xsd:string ;
    chebi:monoisotopicmass "125.12045"^^xsd:string ;
    chebi:smiles "CN1[C@H]2CCC[C@@H]1CC2"^^xsd:string ;
    oboInOwl:hasExactSynonym "tropane"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1alphaH,5alphaH-tropane"^^xsd:string,
        "2,3-dihydro-8-methylnortropidine"^^xsd:string,
        "(1R,5S)-8-methyl-8-azabicyclo[3.2.1]octane"^^xsd:string,
        "N-methyl-8-azabicyclo[3.2.1]octane"^^xsd:string ;
    oboInOwl:id "CHEBI:35615"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35617 a owl:Class ;
    rdfs:label "flavouring agent"^^xsd:string ;
    definition: "A food additive that is used to added improve the taste or odour of a food."^^xsd:string ;
    rdfs:subClassOf CHEBI:64047 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "flavoring agent"^^xsd:string,
        "flavoring agents"^^xsd:string,
        "flavour enhancer"^^xsd:string,
        "flavour enhancers"^^xsd:string,
        "flavouring agents"^^xsd:string ;
    oboInOwl:id "CHEBI:35617"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35618 a owl:Class ;
    rdfs:label "aromatic ether"^^xsd:string ;
    definition: "Any ether in which the oxygen is attached to at least one aryl substituent."^^xsd:string ;
    rdfs:subClassOf CHEBI:25698,
        CHEBI:33659 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:35618"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35620 a owl:Class ;
    rdfs:label "vasodilator agent"^^xsd:string ;
    definition: "A drug used to cause dilation of the blood vessels."^^xsd:string ;
    rdfs:subClassOf CHEBI:35554 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "vasodilator"^^xsd:string,
        "vasodilator agents"^^xsd:string ;
    oboInOwl:id "CHEBI:35620"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35622 a owl:Class ;
    rdfs:label "thiazolidines"^^xsd:string ;
    rdfs:subClassOf CHEBI:25693,
        CHEBI:38101,
        CHEBI:38106 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "thiazolidine"^^xsd:string ;
    oboInOwl:id "CHEBI:35622"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35623 a owl:Class ;
    rdfs:label "anticonvulsant"^^xsd:string ;
    definition: "A drug used to prevent seizures or reduce their severity."^^xsd:string ;
    rdfs:subClassOf CHEBI:35488 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "anti-convulsant"^^xsd:string,
        "anti-convulsants"^^xsd:string,
        "anti-convulsive agent"^^xsd:string,
        "anti-convulsive agents"^^xsd:string,
        "anticonvulsants"^^xsd:string,
        "anticonvulsive agent"^^xsd:string,
        "anticonvulsive agents"^^xsd:string,
        "antiepileptic"^^xsd:string,
        "antiepileptics"^^xsd:string,
        "Antiepileptika"^^xsd:string,
        "Antiepileptikum"^^xsd:string,
        "antiepileptique"^^xsd:string,
        "antiepileptiques"^^xsd:string,
        "Antikonvulsiva"^^xsd:string,
        "Antikonvulsivum"^^xsd:string ;
    oboInOwl:id "CHEBI:35623"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35624 a owl:Class ;
    rdfs:label "azaspiro compound"^^xsd:string ;
    definition: "An azaspiro compound is a spiro compound in which at least one of the cyclic components is a nitrogen heterocyle."^^xsd:string ;
    rdfs:subClassOf CHEBI:33599,
        CHEBI:38101 ;
    oboInOwl:hasExactSynonym "azaspiro compound"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "azaspiro compounds"^^xsd:string ;
    oboInOwl:id "CHEBI:35624"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35625 a owl:Class ;
    rdfs:label "EC 3.5.2.6 (beta-lactamase) inhibitor"^^xsd:string ;
    definition: "An EC 3.5.2.* (non-peptide cyclic amide C-N hydrolase) inhibitor that interferes with the action of beta-lactamase (EC 3.5.2.6)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76808 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "ampicillinase inhibitor"^^xsd:string,
        "ampicillinase inhibitors"^^xsd:string,
        "beta-lactam hydrolase inhibitor"^^xsd:string,
        "beta-lactam hydrolase inhibitors"^^xsd:string,
        "beta-lactamase (EC 3.5.2.6) inhibitor"^^xsd:string,
        "beta-lactamase (EC 3.5.2.6) inhibitors"^^xsd:string,
        "beta-lactamase A, B, C inhibitor"^^xsd:string,
        "beta-lactamase A, B, C inhibitors"^^xsd:string,
        "beta-lactamase AME I inhibitor"^^xsd:string,
        "beta-lactamase AME I inhibitors"^^xsd:string,
        "beta-lactamase I-III inhibitor"^^xsd:string,
        "beta-lactamase I-III inhibitors"^^xsd:string,
        "beta-lactamase inhibitor"^^xsd:string,
        "beta-lactamase inhibitors"^^xsd:string,
        "cephalosporin-beta-lactamase inhibitor"^^xsd:string,
        "cephalosporin-beta-lactamase inhibitors"^^xsd:string,
        "cephalosporinase inhibitor"^^xsd:string,
        "cephalosporinase inhibitors"^^xsd:string,
        "EC 3.5.2.6 (beta-lactamase) inhibitors"^^xsd:string,
        "EC 3.5.2.6 inhibitor"^^xsd:string,
        "EC 3.5.2.6 inhibitors"^^xsd:string,
        "exopenicillinase inhibitor"^^xsd:string,
        "exopenicillinase inhibitors"^^xsd:string,
        "neutrapen inhibitor"^^xsd:string,
        "neutrapen inhibitors"^^xsd:string,
        "penicillin amido-beta-lactamhydrolase inhibitor"^^xsd:string,
        "penicillin amido-beta-lactamhydrolase inhibitors"^^xsd:string,
        "penicillin beta-lactamase inhibitor"^^xsd:string,
        "penicillin beta-lactamase inhibitors"^^xsd:string,
        "penicillinase I, II inhibitor"^^xsd:string,
        "penicillinase I, II inhibitors"^^xsd:string,
        "penicillinase inhibitor"^^xsd:string,
        "penicillinase inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:35625"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35627 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C01866"^^xsd:string,
        "Wikipedia:Beta-lactam"^^xsd:string ;
    rdfs:label "beta-lactam"^^xsd:string ;
    definition: "A lactam in which the amide bond is contained within a four-membered ring, which includes the amide nitrogen and the carbonyl carbon."^^xsd:string ;
    rdfs:subClassOf CHEBI:24995 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C3H2NOR3"^^xsd:string ;
    chebi:mass "68.054"^^xsd:string ;
    chebi:monoisotopicmass "68.01364"^^xsd:string ;
    chebi:smiles "C1(C(N(*)C1*)=O)*"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:10426"^^xsd:string,
        "CHEBI:13203"^^xsd:string,
        "CHEBI:22845"^^xsd:string ;
    oboInOwl:hasExactSynonym "beta-Lactam"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "a beta-lactam"^^xsd:string,
        "beta-lactams"^^xsd:string ;
    oboInOwl:id "CHEBI:35627"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35631 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:90731"^^xsd:string,
        "Beilstein:4909341"^^xsd:string,
        "CAS:523-06-8"^^xsd:string ;
    rdfs:label "yohimban"^^xsd:string ;
    rdfs:subClassOf CHEBI:27358,
        CHEBI:38482 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C19H24N2"^^xsd:string ;
    chebi:inchi "InChI=1S/C19H24N2/c1-2-6-14-12-21-10-9-16-15-7-3-4-8-17(15)20-19(16)18(21)11-13(14)5-1/h3-4,7-8,13-14,18,20H,1-2,5-6,9-12H2/t13-,14-,18-/m0/s1"^^xsd:string ;
    chebi:inchikey "JUPDIHMJFPDGMY-DEYYWGMASA-N"^^xsd:string ;
    chebi:mass "280.40734"^^xsd:string ;
    chebi:monoisotopicmass "280.19395"^^xsd:string ;
    chebi:smiles "[H][C@@]12CCCC[C@@]1([H])C[C@]1([H])N(CCc3c1[nH]c1ccccc31)C2"^^xsd:string ;
    oboInOwl:hasExactSynonym "yohimban"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "deoxyohimbol"^^xsd:string ;
    oboInOwl:id "CHEBI:35631"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35633 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:96991"^^xsd:string,
        "CAS:522-87-2"^^xsd:string,
        "LINCS:LSM-6586"^^xsd:string ;
    rdfs:label "yohimbic acid"^^xsd:string ;
    rdfs:subClassOf CHEBI:27358,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:35636 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C20H24N2O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C20H24N2O3/c23-17-6-5-11-10-22-8-7-13-12-3-1-2-4-15(12)21-19(13)16(22)9-14(11)18(17)20(24)25/h1-4,11,14,16-18,21,23H,5-10H2,(H,24,25)/t11-,14-,16-,17-,18+/m0/s1"^^xsd:string ;
    chebi:inchikey "AADVZSXPNRLYLV-GKMXPDSGSA-N"^^xsd:string ;
    chebi:mass "340.41624"^^xsd:string ;
    chebi:monoisotopicmass "340.17869"^^xsd:string ;
    chebi:smiles "[H][C@@]12CC[C@H](O)[C@]([H])(C(O)=O)[C@@]1([H])C[C@]1([H])N(CCc3c1[nH]c1ccccc31)C2"^^xsd:string ;
    oboInOwl:hasExactSynonym "17alpha-hydroxyyohimban-16alpha-carboxylic acid"^^xsd:string,
        "yohimbic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "yohimbinic acid"^^xsd:string,
        "Yohimbinsaeure"^^xsd:string ;
    oboInOwl:id "CHEBI:35633"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35634 a owl:Class ;
    rdfs:label "EC 1.17.3.2 (xanthine oxidase) inhibitor"^^xsd:string ;
    definition: "An EC 1.17.3.* (oxidoreductase acting on CH or CH2 with oxygen as acceptor) inhibitor that interferes with the action of xanthine oxidase (EC 1.17.3.2)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76850 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "EC 1.17.3.2 (xanthine oxidase) inhibitors"^^xsd:string,
        "EC 1.17.3.2 inhibitor"^^xsd:string,
        "EC 1.17.3.2 inhibitors"^^xsd:string,
        "hypoxanthine oxidase inhibitor"^^xsd:string,
        "hypoxanthine oxidase inhibitors"^^xsd:string,
        "hypoxanthine-xanthine oxidase inhibitor"^^xsd:string,
        "hypoxanthine-xanthine oxidase inhibitors"^^xsd:string,
        "hypoxanthine:oxygen oxidoreductase inhibitor"^^xsd:string,
        "hypoxanthine:oxygen oxidoreductase inhibitors"^^xsd:string,
        "Schardinger enzyme inhibitor"^^xsd:string,
        "Schardinger enzyme inhibitors"^^xsd:string,
        "xanthine oxidase (EC 1.17.3.2) inhibitor"^^xsd:string,
        "xanthine oxidase (EC 1.17.3.2) inhibitors"^^xsd:string,
        "xanthine oxidase inhibitor"^^xsd:string,
        "xanthine oxidase inhibitors"^^xsd:string,
        "xanthine oxidoreductase inhibitor"^^xsd:string,
        "xanthine oxidoreductase inhibitors"^^xsd:string,
        "xanthine:O2 oxidoreductase inhibitor"^^xsd:string,
        "xanthine:O2 oxidoreductase inhibitors"^^xsd:string,
        "xanthine:oxygen oxidoreductase inhibitor"^^xsd:string,
        "xanthine:oxygen oxidoreductase inhibitors"^^xsd:string,
        "xanthine:xanthine oxidase inhibitor"^^xsd:string,
        "xanthine:xanthine oxidase inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:35634"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35636 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:92823"^^xsd:string ;
    rdfs:label "17alpha-yohimbol"^^xsd:string ;
    rdfs:subClassOf CHEBI:35637 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C19H24N2O"^^xsd:string ;
    chebi:inchi "InChI=1S/C19H24N2O/c22-14-6-5-12-11-21-8-7-16-15-3-1-2-4-17(15)20-19(16)18(21)10-13(12)9-14/h1-4,12-14,18,20,22H,5-11H2/t12-,13-,14-,18-/m0/s1"^^xsd:string ;
    chebi:inchikey "YZHQOLWNBFSHQZ-NUXNZHGMSA-N"^^xsd:string ;
    chebi:mass "296.40674"^^xsd:string ;
    chebi:monoisotopicmass "296.18886"^^xsd:string ;
    chebi:smiles "[H][C@@]12CC[C@H](O)C[C@@]1([H])C[C@]1([H])N(CCc3c1[nH]c1ccccc31)C2"^^xsd:string ;
    oboInOwl:hasExactSynonym "yohimban-17alpha-ol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:35636"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35637 a owl:Class ;
    rdfs:label "17-yohimbol"^^xsd:string ;
    rdfs:subClassOf CHEBI:27358,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:35631 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C19H24N2O"^^xsd:string ;
    chebi:inchi "InChI=1S/C19H24N2O/c22-14-6-5-12-11-21-8-7-16-15-3-1-2-4-17(15)20-19(16)18(21)10-13(12)9-14/h1-4,12-14,18,20,22H,5-11H2/t12-,13-,14?,18-/m0/s1"^^xsd:string ;
    chebi:inchikey "YZHQOLWNBFSHQZ-YALINYFNSA-N"^^xsd:string ;
    chebi:mass "296.40674"^^xsd:string ;
    chebi:monoisotopicmass "296.18886"^^xsd:string ;
    chebi:smiles "[H][C@@]12CCC(O)C[C@@]1([H])C[C@]1([H])N(CCc3c1[nH]c1ccccc31)C2"^^xsd:string ;
    oboInOwl:hasExactSynonym "yohimban-17-ol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:35637"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35640 a owl:Class ;
    rdfs:label "adrenergic uptake inhibitor"^^xsd:string ;
    definition: "Adrenergic uptake inhibitors are drugs that block the transport of adrenergic transmitters into axon terminals or into storage vesicles within terminals. The tricyclic antidepressants and amphetamines are among the therapeutically important drugs that may act via inhibition of adrenergic transport. Many of these drugs also block transport of serotonin."^^xsd:string ;
    rdfs:subClassOf CHEBI:37962 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "adrenergic reuptake inhibitor"^^xsd:string,
        "adrenergic reuptake inhibitors"^^xsd:string,
        "adrenergic uptake inhibitors"^^xsd:string,
        "ARI"^^xsd:string,
        "NERI"^^xsd:string,
        "norepinephrine reuptake inhibitor"^^xsd:string,
        "norepinephrine reuptake inhibitors"^^xsd:string,
        "NRI"^^xsd:string ;
    oboInOwl:id "CHEBI:35640"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35641 a owl:Class ;
    rdfs:label "dibenzannulene"^^xsd:string ;
    rdfs:subClassOf CHEBI:35296 ;
    oboInOwl:hasExactSynonym "dibenzannulene"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "dibenzannulenes"^^xsd:string ;
    oboInOwl:id "CHEBI:35641"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35642 a owl:Class ;
    rdfs:label "dibenzo[a,d][7]annulene"^^xsd:string ;
    rdfs:subClassOf CHEBI:35641 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C15H12"^^xsd:string ;
    chebi:inchi "InChI=1S/C15H12/c1-3-7-14-11-15-8-4-2-6-13(15)10-9-12(14)5-1/h1-10H,11H2"^^xsd:string ;
    chebi:inchikey "QPJORFLSOJAUNL-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "192.25578"^^xsd:string ;
    chebi:monoisotopicmass "192.09390"^^xsd:string ;
    chebi:smiles "C1c2ccccc2C=Cc2ccccc12"^^xsd:string ;
    oboInOwl:hasExactSynonym "5H-dibenzo[a,d][7]annulene"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "5H-dibenzo[a,d]cycloheptene"^^xsd:string ;
    oboInOwl:id "CHEBI:35642"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35643 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:192257"^^xsd:string,
        "CAS:478-57-9"^^xsd:string ;
    rdfs:label "aporphine"^^xsd:string ;
    definition: "An isoquinoline alkaloid that is the N-methyl derivative of  5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline."^^xsd:string ;
    rdfs:subClassOf CHEBI:38515,
        CHEBI:50996,
        CHEBI:134209 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C17H17N"^^xsd:string ;
    chebi:inchi "InChI=1S/C17H17N/c1-18-10-9-12-6-4-8-15-14-7-3-2-5-13(14)11-16(18)17(12)15/h2-8,16H,9-11H2,1H3"^^xsd:string ;
    chebi:inchikey "BZKUYNBAFQJRDM-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "235.32362"^^xsd:string ;
    chebi:monoisotopicmass "235.13610"^^xsd:string ;
    chebi:smiles "CN1CCc2cccc3-c4ccccc4CC1c23"^^xsd:string ;
    oboInOwl:hasExactSynonym "aporphine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline"^^xsd:string ;
    oboInOwl:id "CHEBI:35643"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35649 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1375527"^^xsd:string ;
    rdfs:label "morphinan"^^xsd:string ;
    rdfs:subClassOf CHEBI:25418,
        CHEBI:38515 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C16H21N"^^xsd:string ;
    chebi:inchi "InChI=1S/C16H21N/c1-2-6-13-12(5-1)11-15-14-7-3-4-8-16(13,14)9-10-17-15/h1-2,5-6,14-15,17H,3-4,7-11H2/t14-,15+,16-/m0/s1"^^xsd:string ;
    chebi:inchikey "INAXVFBXDYWQFN-XHSDSOJGSA-N"^^xsd:string ;
    chebi:mass "227.34468"^^xsd:string ;
    chebi:monoisotopicmass "227.16740"^^xsd:string ;
    chebi:smiles "[H][C@@]12CCCC[C@@]11CCN[C@@H]2Cc2ccccc12"^^xsd:string ;
    oboInOwl:hasExactSynonym "morphinan"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:35649"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35660 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Protease_inhibitor_(pharmacology)"^^xsd:string ;
    rdfs:label "HIV protease inhibitor"^^xsd:string ;
    definition: "An inhibitor of HIV protease, an enzyme required for production of proteins needed for viral assembly."^^xsd:string ;
    rdfs:subClassOf CHEBI:37670,
        CHEBI:64946 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "HIV protease inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:35660"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35662 a owl:Class ;
    rdfs:label "terpenoid fundamental parent"^^xsd:string ;
    rdfs:subClassOf CHEBI:35507 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "terpenoid fundamental parents"^^xsd:string ;
    oboInOwl:id "CHEBI:35662"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35664 a owl:Class ;
    oboInOwl:hasDbXref "PMID:1464741"^^xsd:string,
        "PMID:15531285"^^xsd:string,
        "PMID:20467214"^^xsd:string,
        "Wikipedia:HMG-CoA_reductase"^^xsd:string ;
    rdfs:label "EC 1.1.1.34/EC 1.1.1.88 (hydroxymethylglutaryl-CoA reductase) inhibitor"^^xsd:string ;
    definition: "Any EC 1.1.1.* (oxidoreductase acting on donor CH-OH group, NAD(+) or NADP(+) acceptor) inhibitor that inhibits HMG-CoA reductases. Hydroxymethylglutaryl-CoA reductase inhibitors have been shown to lower directly cholesterol synthesis. The Enzyme Commission designation is EC 1.1.1.34 for the NADPH-dependent enzyme and EC 1.1.1.88 for an NADH-dependent enzyme."^^xsd:string ;
    rdfs:subClassOf CHEBI:76835 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "HMG-CoA reductase inhibitor"^^xsd:string,
        "HMG-CoA reductase inhibitors"^^xsd:string,
        "hydroxymethylglutaryl-CoA reductase inhibitor"^^xsd:string,
        "hydroxymethylglutaryl-CoA reductase inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:35664"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35666 a owl:Class ;
    rdfs:label "thiopurine"^^xsd:string ;
    rdfs:subClassOf CHEBI:16385,
        CHEBI:26401 ;
    oboInOwl:hasAlternativeId "CHEBI:9563"^^xsd:string,
        "CHEBI:26974"^^xsd:string,
        "CHEBI:35665"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "mercaptopurines"^^xsd:string,
        "sulfanylpurines"^^xsd:string,
        "thiopurines"^^xsd:string ;
    oboInOwl:id "CHEBI:35666"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35674 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Antihypertensive_drug"^^xsd:string ;
    rdfs:label "antihypertensive agent"^^xsd:string ;
    definition: "Any drug used in the treatment of acute or chronic vascular hypertension regardless of pharmacological mechanism."^^xsd:string ;
    rdfs:subClassOf CHEBI:35554 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "antihypertensive"^^xsd:string,
        "antihypertensive agents"^^xsd:string,
        "antihypertensive drug"^^xsd:string,
        "antihypertensive drugs"^^xsd:string ;
    oboInOwl:id "CHEBI:35674"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35676 a owl:Class ;
    rdfs:label "benzazepine"^^xsd:string ;
    definition: "A group of two-ring heterocyclic compounds consisting of a benzene ring fused to an azepine ring."^^xsd:string ;
    rdfs:subClassOf CHEBI:27171,
        CHEBI:38101 ;
    oboInOwl:hasExactSynonym "benzazepine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "benzazepines"^^xsd:string,
        "benzoazepines"^^xsd:string ;
    oboInOwl:id "CHEBI:35676"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35678 a owl:Class ;
    rdfs:label "histamine agonist"^^xsd:string ;
    definition: "A drug that binds to and activates histamine receptors. Although they have been suggested for a variety of clinical applications, histamine agonists have so far been more widely used in research than therapeutically."^^xsd:string ;
    rdfs:subClassOf CHEBI:37957 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "histamine agonists"^^xsd:string ;
    oboInOwl:id "CHEBI:35678"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35679 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Hypolipidemic_agent"^^xsd:string ;
    rdfs:label "antilipemic drug"^^xsd:string ;
    definition: "A substance used to treat hyperlipidemia (an excess of lipids in the blood)."^^xsd:string ;
    rdfs:subClassOf CHEBI:23888 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "antihyperlipemic"^^xsd:string,
        "antihyperlipemics"^^xsd:string,
        "antihyperlipidaemic agent"^^xsd:string,
        "antihyperlipidaemic agents"^^xsd:string,
        "antihyperlipidaemic drug"^^xsd:string,
        "antihyperlipidaemic drugs"^^xsd:string,
        "antihyperlipidemic"^^xsd:string,
        "antihyperlipidemic agent"^^xsd:string,
        "antihyperlipidemic agents"^^xsd:string,
        "antihyperlipidemic drug"^^xsd:string,
        "antihyperlipidemic drugs"^^xsd:string,
        "antihyperlipidemics"^^xsd:string,
        "antilipemic"^^xsd:string,
        "antilipemic drugs"^^xsd:string,
        "antilipemics"^^xsd:string,
        "hypolipidemic agent"^^xsd:string,
        "hypolipidemic agents"^^xsd:string,
        "lipid-lowering agent"^^xsd:string,
        "lipid-lowering agents"^^xsd:string,
        "lipid-lowering drug"^^xsd:string,
        "lipid-lowering drugs"^^xsd:string ;
    oboInOwl:id "CHEBI:35679"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35681 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C00432"^^xsd:string,
        "KEGG:C01612"^^xsd:string ;
    rdfs:label "secondary alcohol"^^xsd:string ;
    definition: "A secondary alcohol is a compound in which a hydroxy group, -OH, is attached to a saturated carbon atom which has two other carbon atoms attached to it."^^xsd:string ;
    rdfs:subClassOf CHEBI:30879 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "CH2OR2"^^xsd:string ;
    chebi:mass "30.026"^^xsd:string ;
    chebi:monoisotopicmass "30.01056"^^xsd:string ;
    chebi:smiles "*C(*)O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:8741"^^xsd:string,
        "CHEBI:9077"^^xsd:string,
        "CHEBI:13425"^^xsd:string,
        "CHEBI:13686"^^xsd:string,
        "CHEBI:26617"^^xsd:string,
        "CHEBI:58662"^^xsd:string ;
    oboInOwl:hasExactSynonym "Secondary alcohol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "a secondary alcohol"^^xsd:string,
        "R-CHOH-R'"^^xsd:string,
        "secondary alcohols"^^xsd:string ;
    oboInOwl:id "CHEBI:35681"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35682 a owl:Class ;
    oboInOwl:hasDbXref "CAS:1321-67-1"^^xsd:string ;
    rdfs:label "naphthol"^^xsd:string ;
    definition: "A member of the class of naphthols carrying a single hydroxy substituent at C-1 or C-2. A closed class."^^xsd:string ;
    rdfs:subClassOf CHEBI:25392,
        CHEBI:139520,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:16482 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C10H8O"^^xsd:string ;
    chebi:mass "144.170"^^xsd:string ;
    chebi:monoisotopicmass "144.05751"^^xsd:string ;
    oboInOwl:hasExactSynonym "naphthalenol"^^xsd:string,
        "naphthol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "hydroxynaphthalene"^^xsd:string ;
    oboInOwl:id "CHEBI:35682"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35683 a owl:Class ;
    rdfs:label "aryl sulfide"^^xsd:string ;
    definition: "Any organic sulfide in which the sulfur is attached to at least one aromatic group."^^xsd:string ;
    rdfs:subClassOf CHEBI:16385 ;
    oboInOwl:hasExactSynonym "aryl sulfide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "aryl sulfides"^^xsd:string ;
    oboInOwl:id "CHEBI:35683"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35684 a owl:Class ;
    rdfs:label "antiplatyhelmintic drug"^^xsd:string ;
    definition: "An agent used to treat cestode, trematode, or other flatworm infestations in man or animals."^^xsd:string ;
    rdfs:subClassOf CHEBI:35443 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "antiplatyhelmintic agent"^^xsd:string,
        "antiplatyhelmintic drugs"^^xsd:string ;
    oboInOwl:id "CHEBI:35684"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35688 a owl:Class ;
    rdfs:label "benzimidazolecarboxylic acid"^^xsd:string ;
    definition: "A member of the class of  benzimidazoles carrying a carboxy group at unspecified position."^^xsd:string ;
    rdfs:subClassOf CHEBI:22715,
        CHEBI:25384 ;
    oboInOwl:hasExactSynonym "benzimidazolecarboxylic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "benzimidazolecarboxylic acids"^^xsd:string ;
    oboInOwl:id "CHEBI:35688"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35689 a owl:Class ;
    rdfs:label "tetrazoles"^^xsd:string ;
    definition: "An azole in which the five-membered heterocyclic aromatic skeleton contains four N atoms and one C atom."^^xsd:string ;
    rdfs:subClassOf CHEBI:68452 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:35689"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35690 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:405673"^^xsd:string ;
    rdfs:label "cyclobutane-1,1-dicarboxylate(2-)"^^xsd:string ;
    rdfs:subClassOf CHEBI:36205,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:35694 ] ;
    chebi:charge "-2"^^xsd:string ;
    chebi:formula "C6H6O4"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H8O4/c7-4(8)6(5(9)10)2-1-3-6/h1-3H2,(H,7,8)(H,9,10)/p-2"^^xsd:string ;
    chebi:inchikey "CCQPAEQGAVNNIA-UHFFFAOYSA-L"^^xsd:string ;
    chebi:mass "142.10944"^^xsd:string ;
    chebi:monoisotopicmass "142.02771"^^xsd:string ;
    chebi:smiles "[O-]C(=O)C1(CCC1)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "cyclobutane-1,1-dicarboxylate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "cbdca"^^xsd:string,
        "cbdca(2-)"^^xsd:string ;
    oboInOwl:id "CHEBI:35690"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35691 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:2046031"^^xsd:string,
        "CAS:5445-51-2"^^xsd:string,
        "Gmelin:82590"^^xsd:string ;
    rdfs:label "cyclobutane-1,1-dicarboxylic acid"^^xsd:string ;
    rdfs:subClassOf CHEBI:36186,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:35694 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H8O4"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H8O4/c7-4(8)6(5(9)10)2-1-3-6/h1-3H2,(H,7,8)(H,9,10)"^^xsd:string ;
    chebi:inchikey "CCQPAEQGAVNNIA-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "144.12532"^^xsd:string ;
    chebi:monoisotopicmass "144.04226"^^xsd:string ;
    chebi:smiles "OC(=O)C1(CCC1)C(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "cyclobutane-1,1-dicarboxylic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1,1-cyclobutanedicarboxylic acid"^^xsd:string,
        "H2cbdca"^^xsd:string ;
    oboInOwl:id "CHEBI:35691"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35692 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C02028"^^xsd:string ;
    rdfs:label "dicarboxylic acid"^^xsd:string ;
    definition: "Any carboxylic acid containing two carboxy groups."^^xsd:string ;
    rdfs:subClassOf CHEBI:33575,
        CHEBI:131927,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:35693 ] ;
    oboInOwl:hasAlternativeId "CHEBI:4501"^^xsd:string,
        "CHEBI:23692"^^xsd:string,
        "CHEBI:36172"^^xsd:string ;
    oboInOwl:hasExactSynonym "Dicarboxylic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "dicarboxylic acids"^^xsd:string ;
    oboInOwl:id "CHEBI:35692"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35693 a owl:Class ;
    rdfs:label "dicarboxylic acid anion"^^xsd:string ;
    rdfs:subClassOf CHEBI:29067,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:35692 ] ;
    oboInOwl:hasExactSynonym "dicarboxylic acid anion"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "dicarboxylic acid anions"^^xsd:string ;
    oboInOwl:id "CHEBI:35693"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35694 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:486356"^^xsd:string ;
    rdfs:label "cyclobutane-1,1-dicarboxylate(1-)"^^xsd:string ;
    rdfs:subClassOf CHEBI:35695,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:35690 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:35691 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C6H7O4"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H8O4/c7-4(8)6(5(9)10)2-1-3-6/h1-3H2,(H,7,8)(H,9,10)/p-1"^^xsd:string ;
    chebi:inchikey "CCQPAEQGAVNNIA-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "143.11738"^^xsd:string ;
    chebi:monoisotopicmass "143.03498"^^xsd:string ;
    chebi:smiles "OC(=O)C1(CCC1)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "1-carboxycyclobutanecarboxylate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Hcbdca"^^xsd:string,
        "Hcbdca(-)"^^xsd:string,
        "hydrogen cyclobutane-1,1-dicarboxylate"^^xsd:string ;
    oboInOwl:id "CHEBI:35694"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35695 a owl:Class ;
    rdfs:label "dicarboxylic acid monoanion"^^xsd:string ;
    definition: "Any dicarboxylic acid anion that is a monoanion obtained by the deprotonation of only one of the carboxy groups of the dicarboxylic acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:35693 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "dicarboxylic acid monoanions"^^xsd:string ;
    oboInOwl:id "CHEBI:35695"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35701 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C00287"^^xsd:string,
        "Wikipedia:Ester"^^xsd:string ;
    rdfs:label "ester"^^xsd:string ;
    definition: "A compound formally derived from an oxoacid RkE(=O)l(OH)m (l > 0) and an alcohol, phenol, heteroarenol, or enol by linking with formal loss of water from an acidic hydroxy group of the former and a hydroxy group of the latter."^^xsd:string ;
    rdfs:subClassOf CHEBI:36963 ;
    oboInOwl:hasAlternativeId "CHEBI:4859"^^xsd:string,
        "CHEBI:23960"^^xsd:string ;
    oboInOwl:hasExactSynonym "Ester"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "esters"^^xsd:string ;
    oboInOwl:id "CHEBI:35701"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35703 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C06708"^^xsd:string,
        "Wikipedia:Xenobiotic"^^xsd:string ;
    rdfs:label "xenobiotic"^^xsd:string ;
    definition: "A xenobiotic (Greek, xenos \"foreign\"; bios \"life\") is a compound that is foreign to a living organism. Principal xenobiotics include: drugs, carcinogens and various compounds that have been introduced into the environment by artificial means."^^xsd:string ;
    rdfs:subClassOf CHEBI:24432 ;
    oboInOwl:hasAlternativeId "CHEBI:10074"^^xsd:string,
        "CHEBI:27333"^^xsd:string ;
    oboInOwl:hasExactSynonym "Xenobiotic"^^xsd:string,
        "xenobiotic"^^xsd:string,
        "xenobiotics"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "xenobiotic compounds"^^xsd:string ;
    oboInOwl:id "CHEBI:35703"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35705 a owl:Class ;
    rdfs:label "immunosuppressive agent"^^xsd:string ;
    definition: "An agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response."^^xsd:string ;
    rdfs:subClassOf CHEBI:50846 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "immunosuppressant"^^xsd:string,
        "immunosuppressive agents"^^xsd:string,
        "inmunosupresor"^^xsd:string ;
    oboInOwl:id "CHEBI:35705"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35713 a owl:Class ;
    rdfs:label "polycyclic alkane"^^xsd:string ;
    definition: "A polycyclic saturated hydrocarbon."^^xsd:string ;
    rdfs:subClassOf CHEBI:33666 ;
    oboInOwl:hasExactSynonym "polycycloalkanes"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "polycyclic alkanes"^^xsd:string,
        "von Baeyer hydrocarbons"^^xsd:string ;
    oboInOwl:id "CHEBI:35713"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35715 a owl:Class ;
    rdfs:label "nitro compound"^^xsd:string ;
    definition: "A compound having a nitro group, -NO2 (free valence on nitrogen), which may be attached to carbon, nitrogen (as in nitramines), or oxygen (as in nitrates), among other elements (in the absence of specification, C-nitro compounds are usually implied)."^^xsd:string ;
    rdfs:subClassOf CHEBI:51143,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:29785 ] ;
    oboInOwl:hasExactSynonym "nitro compounds"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:35715"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35716 a owl:Class ;
    rdfs:label "C-nitro compound"^^xsd:string ;
    definition: "A nitro compound having the nitro group (-NO2) attached to a carbon atom."^^xsd:string ;
    rdfs:subClassOf CHEBI:35715,
        CHEBI:72695,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:136622 ] ;
    oboInOwl:hasExactSynonym "C-nitro compounds"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:35716"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35717 a owl:Class ;
    rdfs:label "sedative"^^xsd:string ;
    definition: "A central nervous system depressant used to induce drowsiness or sleep or to reduce psychological excitement or anxiety."^^xsd:string ;
    rdfs:subClassOf CHEBI:35488 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "hypnotics"^^xsd:string,
        "hypnotics and sedatives"^^xsd:string,
        "sedative drug"^^xsd:string,
        "sedatives"^^xsd:string,
        "sedatives and hypnotics"^^xsd:string ;
    oboInOwl:id "CHEBI:35717"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35718 a owl:Class ;
    rdfs:label "antifungal agent"^^xsd:string ;
    definition: "An  antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce."^^xsd:string ;
    rdfs:subClassOf CHEBI:33281 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "antifungal"^^xsd:string,
        "antifungal agents"^^xsd:string,
        "antifungal drug"^^xsd:string,
        "antifungal drugs"^^xsd:string,
        "antifungals"^^xsd:string ;
    oboInOwl:id "CHEBI:35718"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35722 a owl:Class ;
    rdfs:label "sulfated glycosaminoglycan"^^xsd:string ;
    rdfs:subClassOf CHEBI:18085,
        CHEBI:35724 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "glycosaminoglycan sulfate"^^xsd:string,
        "glycosaminoglycan sulfates"^^xsd:string,
        "sulfated glycosaminoglycans"^^xsd:string ;
    oboInOwl:id "CHEBI:35722"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35724 a owl:Class ;
    rdfs:label "carbohydrate sulfate"^^xsd:string ;
    rdfs:subClassOf CHEBI:25704,
        CHEBI:26819,
        CHEBI:63299 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "carbohydrate sulfates"^^xsd:string,
        "carbohydrate sulphates"^^xsd:string ;
    oboInOwl:id "CHEBI:35724"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35725 a owl:Class ;
    rdfs:label "isopropyl ester"^^xsd:string ;
    definition: "Any carboxylic ester resulting from the formal condensation of a carboxylic acid with the hydroxy group of propan-2-ol."^^xsd:string ;
    rdfs:subClassOf CHEBI:33308,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:17824 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C4H7O2R"^^xsd:string ;
    chebi:mass "87.097"^^xsd:string ;
    chebi:monoisotopicmass "87.04460"^^xsd:string ;
    chebi:smiles "C(OC(C)C)(*)=O"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "propan-2-yl ester"^^xsd:string,
        "propan-2-yl esters"^^xsd:string ;
    oboInOwl:id "CHEBI:35725"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35726 a owl:Class ;
    rdfs:label "aza-steroid"^^xsd:string ;
    definition: "An aza-steroid is a steroid where in the carbon skeleton a carbon atom is replaced by nitrogen."^^xsd:string ;
    rdfs:subClassOf CHEBI:35341 ;
    oboInOwl:hasExactSynonym "aza-steroid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "aza-steroids"^^xsd:string ;
    oboInOwl:id "CHEBI:35726"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35727 a owl:Class ;
    rdfs:label "triazoles"^^xsd:string ;
    definition: "An azole in which the five-membered heterocyclic aromatic skeleton contains three N atoms and two C atoms."^^xsd:string ;
    rdfs:subClassOf CHEBI:68452 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "triazole compounds"^^xsd:string ;
    oboInOwl:id "CHEBI:35727"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35728 a owl:Class ;
    rdfs:label "lanthanoid coordination entity"^^xsd:string ;
    rdfs:subClassOf CHEBI:33775 ;
    oboInOwl:hasExactSynonym "lanthanoid coordination entity"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "lanthanoid coordination compounds"^^xsd:string,
        "lanthanoid coordination entities"^^xsd:string ;
    oboInOwl:id "CHEBI:35728"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35729 a owl:Class ;
    rdfs:label "gadolinium molecular entity"^^xsd:string ;
    rdfs:subClassOf CHEBI:33775,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:33375 ] ;
    oboInOwl:hasExactSynonym "gadolinium molecular entity"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "gadolinium compounds"^^xsd:string,
        "gadolinium molecular entities"^^xsd:string ;
    oboInOwl:id "CHEBI:35729"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35730 a owl:Class ;
    rdfs:label "gadolinium coordination entity"^^xsd:string ;
    rdfs:subClassOf CHEBI:35728,
        CHEBI:35729 ;
    oboInOwl:hasExactSynonym "gadolinium coordination entity"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "gadolinium coordination compounds"^^xsd:string,
        "gadolinium coordination entities"^^xsd:string ;
    oboInOwl:id "CHEBI:35730"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35731 a owl:Class ;
    rdfs:label "osmium coordination entity"^^xsd:string ;
    rdfs:subClassOf CHEBI:33861,
        CHEBI:35732 ;
    oboInOwl:hasExactSynonym "osmium coordination entity"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "osmium coordination compounds"^^xsd:string,
        "osmium coordination entities"^^xsd:string ;
    oboInOwl:id "CHEBI:35731"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35732 a owl:Class ;
    rdfs:label "osmium molecular entity"^^xsd:string ;
    rdfs:subClassOf CHEBI:33744,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:30687 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "osmium compounds"^^xsd:string,
        "osmium molecular entities"^^xsd:string,
        "osmium molecular entitiy"^^xsd:string ;
    oboInOwl:id "CHEBI:35732"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35735 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C04131"^^xsd:string ;
    rdfs:label "dicarboxylic acid monoamide"^^xsd:string ;
    rdfs:subClassOf CHEBI:23690,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:77450 ] ;
    oboInOwl:hasAlternativeId "CHEBI:6976"^^xsd:string,
        "CHEBI:13210"^^xsd:string,
        "CHEBI:23691"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "dicarboxylic acid monoamides"^^xsd:string ;
    oboInOwl:id "CHEBI:35735"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35740 a owl:Class ;
    rdfs:label "liposaccharide"^^xsd:string ;
    rdfs:subClassOf CHEBI:18059,
        CHEBI:63299 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "liposaccharides"^^xsd:string ;
    oboInOwl:id "CHEBI:35740"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35741 a owl:Class ;
    oboInOwl:hasDbXref "PMID:18606873"^^xsd:string ;
    rdfs:label "glycerolipid"^^xsd:string ;
    definition: "Any member of the group of lipids containing a common glycerol backbone to which at least one fatty acid-derived group is attached."^^xsd:string ;
    rdfs:subClassOf CHEBI:18059,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:17754 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "glycerolipids"^^xsd:string ;
    oboInOwl:id "CHEBI:35741"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35742 a owl:Class ;
    rdfs:label "tetracarboxylic acid"^^xsd:string ;
    definition: "An oxoacid containing four carboxy groups."^^xsd:string ;
    rdfs:subClassOf CHEBI:33575 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C4H4O8R"^^xsd:string ;
    chebi:mass "180.070"^^xsd:string ;
    chebi:monoisotopicmass "179.99062"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "tetracarboxylic acids"^^xsd:string ;
    oboInOwl:id "CHEBI:35742"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35744 a owl:Class ;
    rdfs:label "carbocyclic fatty acid"^^xsd:string ;
    definition: "Any fatty acid containing a ring composed of carbon atoms."^^xsd:string ;
    rdfs:subClassOf CHEBI:59238,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:157668 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "carbocyclic fatty acids"^^xsd:string ;
    oboInOwl:id "CHEBI:35744"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35748 a owl:Class ;
    rdfs:label "fatty acid ester"^^xsd:string ;
    definition: "A carboxylic ester in which the carboxylic acid component can be any fatty acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:33308,
        CHEBI:61697 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "CO2R2"^^xsd:string ;
    chebi:mass "44.00950"^^xsd:string ;
    chebi:monoisotopicmass "43.98983"^^xsd:string ;
    chebi:smiles "[*]OC([*])=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:27315"^^xsd:string,
        "CHEBI:35747"^^xsd:string,
        "CHEBI:78205"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "a fatty acid ester"^^xsd:string,
        "FAEE"^^xsd:string,
        "fatty acid esters"^^xsd:string ;
    oboInOwl:id "CHEBI:35748"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35754 a owl:Class ;
    rdfs:label "tetracarboxylic acid anion"^^xsd:string ;
    definition: "Any anion of a tetracarboxylic acid formed by deprotonation of one or more carboxy groups."^^xsd:string ;
    rdfs:subClassOf CHEBI:29067 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "tetracarboxylic acid anions"^^xsd:string ;
    oboInOwl:id "CHEBI:35754"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35755 a owl:Class ;
    rdfs:label "pentacarboxylic acid anion"^^xsd:string ;
    definition: "A carboxylic acid anion formed by deprotonation of at least one of the five carboxy groups of any pentacarboxylic acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:29067 ;
    oboInOwl:hasExactSynonym "pentacarboxylic acid anion"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "pentacarboxylic acid anions"^^xsd:string ;
    oboInOwl:id "CHEBI:35755"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35757 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C00060"^^xsd:string ;
    rdfs:label "monocarboxylic acid anion"^^xsd:string ;
    definition: "A carboxylic acid anion formed when the carboxy group of a monocarboxylic acid is deprotonated."^^xsd:string ;
    rdfs:subClassOf CHEBI:29067,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:25384 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "CO2R"^^xsd:string ;
    chebi:mass "44.01000"^^xsd:string ;
    chebi:monoisotopicmass "43.98983"^^xsd:string ;
    chebi:smiles "[O-]C([*])=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:3407"^^xsd:string,
        "CHEBI:13657"^^xsd:string,
        "CHEBI:25382"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "a monocarboxylate"^^xsd:string,
        "Carboxylate"^^xsd:string,
        "Monocarboxylate"^^xsd:string,
        "monocarboxylates"^^xsd:string,
        "monocarboxylic acid anions"^^xsd:string ;
    oboInOwl:id "CHEBI:35757"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35778 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:1967848"^^xsd:string,
        "Gmelin:2162158"^^xsd:string,
        "Wikipedia:Gadopentetate"^^xsd:string ;
    rdfs:label "gadopentetate"^^xsd:string ;
    rdfs:subClassOf CHEBI:35730,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37335 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C14H20GdN3O10"^^xsd:string ;
    chebi:inchi "InChI=1S/C14H23N3O10.Gd/c18-10(19)5-15(1-3-16(6-11(20)21)7-12(22)23)2-4-17(8-13(24)25)9-14(26)27;/h1-9H2,(H,18,19)(H,20,21)(H,22,23)(H,24,25)(H,26,27);/q;+3/p-3"^^xsd:string ;
    chebi:inchikey "IZOOGPBRAOKZFK-UHFFFAOYSA-K"^^xsd:string ;
    chebi:mass "547.57282"^^xsd:string ;
    chebi:monoisotopicmass "548.03898"^^xsd:string ;
    chebi:smiles "[Gd+3].OC(=O)CN(CCN(CCN(CC(O)=O)CC([O-])=O)CC([O-])=O)CC([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "gadolinium (bis{2-[(carboxylatomethyl)(carboxymethyl)amino]ethyl}amino)acetate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Gd(H2dtpa)"^^xsd:string ;
    oboInOwl:id "CHEBI:35778"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35779 a owl:Class ;
    rdfs:label "dicarboxylic acid diamide"^^xsd:string ;
    rdfs:subClassOf CHEBI:23690 ;
    oboInOwl:hasExactSynonym "dicarboxylic acid diamide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "dicarboxylic acid diamides"^^xsd:string ;
    oboInOwl:id "CHEBI:35779"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35780 a owl:Class ;
    rdfs:label "phosphate ion"^^xsd:string ;
    definition: "A phosphorus oxoanion that is the conjugate base of phosphoric acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:33461,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:26078 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "phosphate"^^xsd:string,
        "phosphate ions"^^xsd:string,
        "Pi"^^xsd:string ;
    oboInOwl:id "CHEBI:35780"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35788 a owl:Class ;
    rdfs:label "seco-steroid"^^xsd:string ;
    rdfs:subClassOf CHEBI:35341 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "seco-steroids"^^xsd:string ;
    oboInOwl:id "CHEBI:35788"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35789 a owl:Class ;
    rdfs:label "oxo steroid"^^xsd:string ;
    rdfs:subClassOf CHEBI:17087,
        CHEBI:35341 ;
    oboInOwl:hasAlternativeId "CHEBI:24979"^^xsd:string,
        "CHEBI:25804"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "keto steroids"^^xsd:string,
        "ketosteroids"^^xsd:string,
        "oxo steroids"^^xsd:string,
        "oxosteroids"^^xsd:string ;
    oboInOwl:id "CHEBI:35789"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35790 a owl:Class ;
    rdfs:label "oxazole"^^xsd:string ;
    definition: "An azole based on a five-membered heterocyclic aromatic skeleton containing one N and one O atom."^^xsd:string ;
    rdfs:subClassOf CHEBI:38104,
        CHEBI:68452 ;
    oboInOwl:hasExactSynonym "oxazole"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "oxazoles"^^xsd:string ;
    oboInOwl:id "CHEBI:35790"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35800 a owl:Class ;
    rdfs:label "nitroso compound"^^xsd:string ;
    definition: "Compounds having the nitroso group, -NO, attached to carbon, or to another element, most commonly nitrogen or oxygen."^^xsd:string ;
    rdfs:subClassOf CHEBI:51143,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:35801 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "nitroso compounds"^^xsd:string ;
    oboInOwl:id "CHEBI:35800"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35801 a owl:Class ;
    rdfs:label "nitroso group"^^xsd:string ;
    rdfs:subClassOf CHEBI:33246,
        CHEBI:51144 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "NO"^^xsd:string ;
    chebi:mass "30.00614"^^xsd:string ;
    chebi:monoisotopicmass "29.99799"^^xsd:string ;
    chebi:smiles "O=N*"^^xsd:string ;
    oboInOwl:hasExactSynonym "nitroso"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "-N=O"^^xsd:string,
        "O=N-"^^xsd:string ;
    oboInOwl:id "CHEBI:35801"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35816 a owl:Class ;
    rdfs:label "leprostatic drug"^^xsd:string ;
    definition: "A substance that suppresses Mycobacterium leprae, ameliorates the clinical manifestations of leprosy, and/or reduces the incidence and severity of leprous reactions."^^xsd:string ;
    rdfs:subClassOf CHEBI:64912 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "leprostatic"^^xsd:string,
        "leprostatic agent"^^xsd:string,
        "leprostatic drugs"^^xsd:string ;
    oboInOwl:id "CHEBI:35816"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35818 a owl:Class ;
    rdfs:label "coccidiostat"^^xsd:string ;
    definition: "An agent useful in the treatment or prevention of coccidiosis in man or animals."^^xsd:string ;
    rdfs:subClassOf CHEBI:35820 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "anticoccidial agent"^^xsd:string,
        "coccidiostats"^^xsd:string ;
    oboInOwl:id "CHEBI:35818"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35819 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C05996"^^xsd:string,
        "PMID:18318842"^^xsd:string ;
    rdfs:label "branched-chain fatty acid"^^xsd:string ;
    definition: "Any fatty acid in which the parent hydrocarbon chain has one or more alkyl substituents; a common component in animal and bacterial lipids. The fatty acyl chain is usually saturated and the substituent a methyl group; however, unsaturated BCFAs are found in marine animals, and branches other than methyl are found in microbial lipids."^^xsd:string ;
    rdfs:subClassOf CHEBI:35366,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:58955 ] ;
    oboInOwl:hasAlternativeId "CHEBI:3166"^^xsd:string,
        "CHEBI:22919"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "BCFA"^^xsd:string,
        "BCFAs"^^xsd:string,
        "Branched chain fatty acid"^^xsd:string,
        "branched fatty acid"^^xsd:string,
        "branched fatty acids"^^xsd:string,
        "branched-chain fatty acids"^^xsd:string ;
    oboInOwl:id "CHEBI:35819"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35820 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Antiprotozoal_agent"^^xsd:string ;
    rdfs:label "antiprotozoal drug"^^xsd:string ;
    definition: "Any antimicrobial drug which is used to treat or prevent protozoal infections."^^xsd:string ;
    rdfs:subClassOf CHEBI:35442,
        CHEBI:36043 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "antiprotozoal agent"^^xsd:string,
        "antiprotozoal agents"^^xsd:string,
        "antiprotozoal drugs"^^xsd:string ;
    oboInOwl:id "CHEBI:35820"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35821 a owl:Class ;
    rdfs:label "anticholesteremic drug"^^xsd:string ;
    definition: "A substance used to lower plasma cholesterol levels."^^xsd:string ;
    rdfs:subClassOf CHEBI:35679 ;
    oboInOwl:hasAlternativeId "CHEBI:64906"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "anticholesteremic"^^xsd:string,
        "anticholesteremic agent"^^xsd:string,
        "anticholesteremic drugs"^^xsd:string,
        "antihypercholesterolemic"^^xsd:string,
        "antihypercholesterolemic agent"^^xsd:string,
        "antihypercholesterolemic agents"^^xsd:string,
        "antihypercholesterolemic drug"^^xsd:string,
        "antihypercholesterolemic drugs"^^xsd:string,
        "antihypercholesterolemics"^^xsd:string,
        "cholesterol inhibitor"^^xsd:string,
        "cholesterol-lowering agent"^^xsd:string,
        "cholesterol-lowering agents"^^xsd:string,
        "cholesterol-lowering drug"^^xsd:string,
        "cholesterol-lowering drugs"^^xsd:string,
        "hypocholesteremic agent"^^xsd:string ;
    oboInOwl:id "CHEBI:35821"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35841 a owl:Class ;
    rdfs:label "uricosuric drug"^^xsd:string ;
    definition: "A gout suppressant that acts directly on the renal tubule to increase the excretion of uric acid, thus reducing its concentrations in plasma."^^xsd:string ;
    rdfs:subClassOf CHEBI:35845,
        CHEBI:35846 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "uricosuric agent"^^xsd:string,
        "uricosuric drugs"^^xsd:string ;
    oboInOwl:id "CHEBI:35841"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35842 a owl:Class ;
    rdfs:label "antirheumatic drug"^^xsd:string ;
    definition: "A drug used to treat rheumatoid arthritis."^^xsd:string ;
    rdfs:subClassOf CHEBI:23888 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "anti-rheumatic drugs"^^xsd:string,
        "antirheumatic agent"^^xsd:string,
        "antirheumatic drugs"^^xsd:string ;
    oboInOwl:id "CHEBI:35842"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35845 a owl:Class ;
    rdfs:label "gout suppressant"^^xsd:string ;
    definition: "A drug that increases uric acid excretion by the kidney (uricosuric drug), decreases uric acid production (antihyperuricemic), or alleviates the pain and inflammation of acute attacks of gout."^^xsd:string ;
    rdfs:subClassOf CHEBI:35842 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "gout suppressants"^^xsd:string ;
    oboInOwl:id "CHEBI:35845"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35846 a owl:Class ;
    rdfs:label "renal agent"^^xsd:string ;
    definition: "A drug used for its effect on the kidneys' regulation of body fluid composition and volume."^^xsd:string ;
    rdfs:subClassOf CHEBI:23888 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "renal agents"^^xsd:string ;
    oboInOwl:id "CHEBI:35846"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35850 a owl:Class ;
    rdfs:label "sulfone"^^xsd:string ;
    definition: "An organosulfur compound having the structure RS(=O)2R (R =/= H)."^^xsd:string ;
    rdfs:subClassOf CHEBI:33261 ;
    oboInOwl:hasExactSynonym "sulfone"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "sulfones"^^xsd:string ;
    oboInOwl:id "CHEBI:35850"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35856 a owl:Class ;
    rdfs:label "lipoxygenase inhibitor"^^xsd:string ;
    definition: "A compound or agent that combines with lipoxygenase and thereby prevents its substrate-enzyme combination with arachidonic acid and the formation of the icosanoid products hydroxyicosatetraenoic acid and various leukotrienes."^^xsd:string ;
    rdfs:subClassOf CHEBI:76837 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "lipooxygenase inhibitor"^^xsd:string,
        "lipoxygenase inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:35856"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35857 a owl:Class ;
    rdfs:label "benzothiophene"^^xsd:string ;
    rdfs:subClassOf CHEBI:35570,
        CHEBI:38767 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C8H6S"^^xsd:string ;
    chebi:mass "134.200"^^xsd:string ;
    chebi:monoisotopicmass "134.01902"^^xsd:string ;
    oboInOwl:hasExactSynonym "benzothiophene"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:35857"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35858 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:80580"^^xsd:string,
        "CAS:95-15-8"^^xsd:string,
        "Gmelin:142782"^^xsd:string ;
    rdfs:label "1-benzothiophene"^^xsd:string ;
    rdfs:subClassOf CHEBI:35857,
        CHEBI:38836 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C8H6S"^^xsd:string ;
    chebi:inchi "InChI=1S/C8H6S/c1-2-4-8-7(3-1)5-6-9-8/h1-6H"^^xsd:string ;
    chebi:inchikey "FCEHBMOGCRZNNI-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "134.19924"^^xsd:string ;
    chebi:monoisotopicmass "134.01902"^^xsd:string ;
    chebi:smiles "c1ccc2sccc2c1"^^xsd:string ;
    oboInOwl:hasExactSynonym "1-benzothiophene"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-thiaindene"^^xsd:string,
        "benzo[b]thiophene"^^xsd:string,
        "benzothiofuran"^^xsd:string,
        "thianaphthene"^^xsd:string ;
    oboInOwl:id "CHEBI:35858"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35862 a owl:Class ;
    oboInOwl:hasDbXref "CAS:22601-59-8"^^xsd:string,
        "KEGG:C15482"^^xsd:string,
        "Reaxys:8969478"^^xsd:string ;
    rdfs:label "bacitracin A"^^xsd:string ;
    definition: "A homodetic cyclic peptide consisting of (4R)-2-[(1S,2S)-1-amino-2-methylbutyl]-4,5-dihydro-1,3-thiazole-4-carboxylic acid attached head-to-tail to L-leucyl,D-glutamyl, L-lysyl, D-ornityl, L-isoleucyl, D-phenylalanyl, L-histidyl. D-aspartyl and L-asparaginyl residues coupled in sequence and cyclised by condensation of the side-chain amino group of the L-lysyl residue with the C-terminal carboxylic acid group. It is the major component of bacitracin."^^xsd:string ;
    rdfs:subClassOf CHEBI:15841,
        CHEBI:24613,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:33282 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C66H103N17O16S"^^xsd:string ;
    chebi:inchi "InChI=1S/C66H103N17O16S/c1-9-35(6)52(69)66-81-48(32-100-66)63(97)76-43(26-34(4)5)59(93)74-42(22-23-50(85)86)58(92)83-53(36(7)10-2)64(98)75-40-20-15-16-25-71-55(89)46(29-49(68)84)78-62(96)47(30-51(87)88)79-61(95)45(28-39-31-70-33-72-39)77-60(94)44(27-38-18-13-12-14-19-38)80-65(99)54(37(8)11-3)82-57(91)41(21-17-24-67)73-56(40)90/h12-14,18-19,31,33-37,40-48,52-54H,9-11,15-17,20-30,32,67,69H2,1-8H3,(H2,68,84)(H,70,72)(H,71,89)(H,73,90)(H,74,93)(H,75,98)(H,76,97)(H,77,94)(H,78,96)(H,79,95)(H,80,99)(H,82,91)(H,83,92)(H,85,86)(H,87,88)/t35-,36-,37-,40-,41+,42+,43-,44+,45-,46-,47+,48-,52-,53-,54-/m0/s1"^^xsd:string ;
    chebi:inchikey "CLKOFPXJLQSYAH-ABRJDSQDSA-N"^^xsd:string ;
    chebi:mass "1422.69300"^^xsd:string ;
    chebi:monoisotopicmass "1421.74894"^^xsd:string ;
    chebi:smiles "CC[C@H](C)[C@H](N)C1=N[C@@H](CS1)C(=O)N[C@@H](CC(C)C)C(=O)N[C@H](CCC(O)=O)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@H]1CCCCNC(=O)[C@H](CC(N)=O)NC(=O)[C@@H](CC(O)=O)NC(=O)[C@H](Cc2c[nH]cn2)NC(=O)[C@@H](Cc2ccccc2)NC(=O)[C@@H](NC(=O)[C@@H](CCCN)NC1=O)[C@@H](C)CC"^^xsd:string ;
    oboInOwl:hasExactSynonym "N-({(4R)-2-[(1S,2S)-1-amino-2-methylbutyl]-4,5-dihydro-1,3-thiazol-4-yl}carbonyl)-L-leucyl-D-alpha-glutamyl-N-[(3S,6R,9S,12R,15S,18R,21S)-3-(2-amino-2-oxoethyl)-18-(3-aminopropyl)-12-benzyl-15-[(2S)-butan-2-yl]-6-(carboxymethyl)-9-(1H-imidazol-4-ylmethyl)-2,5,8,11,14,17,20-heptaoxo-1,4,7,10,13,16,19-heptaazacyclopentacosan-21-yl]-L-isoleucinamide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Bacitracin A2a"^^xsd:string,
        "Bacitracin F, 1-(N-((2-(1-amino-2-methylbutyl)-4,5-dihydro-4-thiazolyl)carbonyl)-l-leucine)-"^^xsd:string ;
    oboInOwl:id "CHEBI:35862"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35868 a owl:Class ;
    rdfs:label "hydroxy monocarboxylic acid"^^xsd:string ;
    definition: "Any monocarboxylic acid which also contains a separate (alcoholic or phenolic) hydroxy substituent."^^xsd:string ;
    rdfs:subClassOf CHEBI:24669,
        CHEBI:25384,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:36059 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "hydroxy acid"^^xsd:string,
        "hydroxy monocarboxylic acids"^^xsd:string ;
    oboInOwl:id "CHEBI:35868"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35871 a owl:Class ;
    rdfs:label "oxo monocarboxylic acid"^^xsd:string ;
    definition: "Any monocarboxylic acid having at least one additional oxo functional group."^^xsd:string ;
    rdfs:subClassOf CHEBI:25384,
        CHEBI:25754,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:35902 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "oxo monocarboxylic acids"^^xsd:string ;
    oboInOwl:id "CHEBI:35871"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35875 a owl:Class ;
    rdfs:label "imidazopyrimidine"^^xsd:string ;
    rdfs:subClassOf CHEBI:27171,
        CHEBI:33833,
        CHEBI:38101 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "imidazopyrimidines"^^xsd:string ;
    oboInOwl:id "CHEBI:35875"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35881 a owl:Class ;
    rdfs:label "pnictogen hydride"^^xsd:string ;
    rdfs:subClassOf CHEBI:33242,
        CHEBI:33302 ;
    oboInOwl:hasExactSynonym "pnictogen hydride"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "pnictogen hydrides"^^xsd:string ;
    oboInOwl:id "CHEBI:35881"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35902 a owl:Class ;
    rdfs:label "oxo monocarboxylic acid anion"^^xsd:string ;
    rdfs:subClassOf CHEBI:35757,
        CHEBI:35903,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:35871 ] ;
    oboInOwl:hasAlternativeId "CHEBI:35178"^^xsd:string,
        "CHEBI:35901"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "oxo monocarboxylic acid anions"^^xsd:string ;
    oboInOwl:id "CHEBI:35902"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35903 a owl:Class ;
    rdfs:label "oxo carboxylic acid anion"^^xsd:string ;
    definition: "Any carboxylic acid anion containing at least one oxo group."^^xsd:string ;
    rdfs:subClassOf CHEBI:29067,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:25754 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "oxo carboxylic acid anions"^^xsd:string ;
    oboInOwl:id "CHEBI:35903"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35910 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C00161"^^xsd:string ;
    rdfs:label "2-oxo monocarboxylic acid"^^xsd:string ;
    definition: "Any monocarboxylic acid having a 2-oxo substituent."^^xsd:string ;
    rdfs:subClassOf CHEBI:35871,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:35179 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C2HO3R"^^xsd:string ;
    chebi:mass "73.02750"^^xsd:string ;
    chebi:monoisotopicmass "72.99257"^^xsd:string ;
    chebi:smiles "OC(=O)C([*])=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:1238"^^xsd:string,
        "CHEBI:11634"^^xsd:string,
        "CHEBI:13195"^^xsd:string,
        "CHEBI:13594"^^xsd:string,
        "CHEBI:19736"^^xsd:string,
        "CHEBI:35909"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-oxo carboxylic acids"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-Oxo acid"^^xsd:string,
        "2-oxo acid"^^xsd:string,
        "2-oxo monocarboxylic acids"^^xsd:string,
        "2-Oxocarboxylate"^^xsd:string ;
    oboInOwl:id "CHEBI:35910"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35915 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C01958"^^xsd:string ;
    rdfs:label "sterol ester"^^xsd:string ;
    definition: "A steroid ester obtained by formal condensation of the carboxy group of any carboxylic acid with the 3-hydroxy group of a sterol."^^xsd:string ;
    rdfs:subClassOf CHEBI:33308,
        CHEBI:47880 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C20H30O2R2"^^xsd:string ;
    chebi:mass "302.452"^^xsd:string ;
    chebi:monoisotopicmass "302.22458"^^xsd:string ;
    chebi:smiles "C12C(C3C(C(CC3)*)(C)CC1)CCC4C2(CCC(C4)OC(*)=O)C"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:9268"^^xsd:string,
        "CHEBI:9269"^^xsd:string,
        "CHEBI:13220"^^xsd:string,
        "CHEBI:15115"^^xsd:string,
        "CHEBI:26770"^^xsd:string,
        "CHEBI:26772"^^xsd:string ;
    oboInOwl:hasExactSynonym "Sterol ester"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3-hydroxysteroid ester"^^xsd:string,
        "3-hydroxysteroid esters"^^xsd:string,
        "a sterol ester"^^xsd:string,
        "Steryl ester"^^xsd:string ;
    oboInOwl:id "CHEBI:35915"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35923 a owl:Class ;
    rdfs:label "hydroperoxide"^^xsd:string ;
    definition: "A monosubstitution product of hydrogen peroxide, HOOH."^^xsd:string ;
    rdfs:subClassOf CHEBI:24651,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:29792 ] ;
    oboInOwl:hasExactSynonym "hydroperoxide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "hydroperoxides"^^xsd:string ;
    oboInOwl:id "CHEBI:35923"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35924 a owl:Class ;
    rdfs:label "peroxol"^^xsd:string ;
    definition: "Monosubstitution products of hydrogen peroxide HOOH, having the skeleton ROOH, in which R is any organyl group."^^xsd:string ;
    rdfs:subClassOf CHEBI:35923,
        CHEBI:36963,
        CHEBI:37863 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "HO2R"^^xsd:string ;
    chebi:mass "33.00670"^^xsd:string ;
    chebi:monoisotopicmass "32.99765"^^xsd:string ;
    chebi:smiles "OO[*]"^^xsd:string ;
    oboInOwl:hasExactSynonym "peroxols"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "a hydroperoxide"^^xsd:string,
        "hydroperoxides"^^xsd:string,
        "organic hydroperoxides"^^xsd:string,
        "peroxols"^^xsd:string ;
    oboInOwl:id "CHEBI:35924"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35933 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:88420"^^xsd:string ;
    rdfs:label "cinchonan"^^xsd:string ;
    rdfs:subClassOf CHEBI:26518,
        CHEBI:38514,
        CHEBI:51323,
        CHEBI:59137 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C19H22N2"^^xsd:string ;
    chebi:inchi "InChI=1S/C19H22N2/c1-2-14-13-21-10-8-15(14)11-17(21)12-16-7-9-20-19-6-4-3-5-18(16)19/h2-7,9,14-15,17H,1,8,10-13H2/t14-,15-,17+/m0/s1"^^xsd:string ;
    chebi:inchikey "UFJOYVQIDSNLHC-YQQAZPJKSA-N"^^xsd:string ;
    chebi:mass "278.39146"^^xsd:string ;
    chebi:monoisotopicmass "278.17830"^^xsd:string ;
    chebi:smiles "C=C[C@H]1C[N@@]2CC[C@H]1C[C@@H]2Cc1ccnc2ccccc12"^^xsd:string ;
    oboInOwl:hasExactSynonym "cinchonan"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:35933"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35941 a owl:Class ;
    rdfs:label "serotonergic agonist"^^xsd:string ;
    definition: "An agent that has an affinity for serotonin receptors and is able to mimic the effects of serotonin by stimulating the physiologic activity at the cell receptors. Serotonin agonists are used as antidepressants, anxiolytics, and in the treatment of migraine disorders."^^xsd:string ;
    rdfs:subClassOf CHEBI:48278 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "5-HT agonist"^^xsd:string,
        "5-hydroxytryptamine agonist"^^xsd:string,
        "serotonergic agonists"^^xsd:string,
        "serotonin agonist"^^xsd:string,
        "serotonin agonists"^^xsd:string ;
    oboInOwl:id "CHEBI:35941"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35942 a owl:Class ;
    rdfs:label "neurotransmitter agent"^^xsd:string ;
    definition: "A substance used for its pharmacological action on any aspect of neurotransmitter systems. Neurotransmitter agents include agonists, antagonists, degradation inhibitors, uptake inhibitors, depleters, precursors, and modulators of receptor function."^^xsd:string ;
    rdfs:subClassOf CHEBI:23888,
        CHEBI:52210 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "neurotransmitter agents"^^xsd:string ;
    oboInOwl:id "CHEBI:35942"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35969 a owl:Class ;
    rdfs:label "3-hydroxy monocarboxylic acid"^^xsd:string ;
    definition: "A hydroxy monocarboxylic acid that has a hydroxy group beta to the carboxy group."^^xsd:string ;
    rdfs:subClassOf CHEBI:35868,
        CHEBI:61355 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3-hydroxy acid"^^xsd:string,
        "3-hydroxy monocarboxylic acids"^^xsd:string,
        "beta-hydroxy acid"^^xsd:string,
        "beta-hydroxy acids"^^xsd:string,
        "beta-hydroxy carboxylic acid"^^xsd:string,
        "beta-hydroxy carboxylic acids"^^xsd:string ;
    oboInOwl:id "CHEBI:35969"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35970 a owl:Class ;
    rdfs:label "4-hydroxy monocarboxylic acid"^^xsd:string ;
    definition: "A hydroxy monocarboxylic acid which has a hydroxy group located gamma to the carboxy group."^^xsd:string ;
    rdfs:subClassOf CHEBI:13611,
        CHEBI:35868 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "4-hydroxy monocarboxylic acids"^^xsd:string,
        "gamma-hydroxy monocarboxylic acid"^^xsd:string,
        "gamma-hydroxy monocarboxylic acids"^^xsd:string ;
    oboInOwl:id "CHEBI:35970"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35972 a owl:Class ;
    rdfs:label "dihydroxy monocarboxylic acid"^^xsd:string ;
    definition: "Any  hydroxy monocarboxylic acid carrying at least two hydroxy groups."^^xsd:string ;
    rdfs:subClassOf CHEBI:35868 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "dihydroxy monocarboxylic acids"^^xsd:string ;
    oboInOwl:id "CHEBI:35972"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35975 a owl:Class ;
    rdfs:label "5-oxo monocarboxylic acid anion"^^xsd:string ;
    rdfs:subClassOf CHEBI:35902 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "5-oxo monocarboxylic acid anions"^^xsd:string ;
    oboInOwl:id "CHEBI:35975"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35987 a owl:Class ;
    rdfs:label "diamino acid"^^xsd:string ;
    definition: "Any amino acid carrying two amino groups."^^xsd:string ;
    rdfs:subClassOf CHEBI:33709,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:59561 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:35987"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:35992 a owl:Class ;
    rdfs:label "penams"^^xsd:string ;
    definition: "Natural and synthetic antibiotics containing the 4-thia-1-azabicyclo[3.2.0]heptan-7-one structure, generally assumed to have the 5R configuration unless otherwise specified."^^xsd:string ;
    rdfs:subClassOf CHEBI:27171,
        CHEBI:27933,
        CHEBI:38106 ;
    oboInOwl:hasExactSynonym "penams"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:35992"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36009 a owl:Class ;
    oboInOwl:hasDbXref "PMID:19035453"^^xsd:string,
        "PMID:19136835"^^xsd:string ;
    rdfs:label "omega-6 fatty acid"^^xsd:string ;
    definition: "A family of polyunsaturated fatty acids that have in common a final carbon-carbon double bond in the n-6 position, i.e., the sixth bond from the methyl end of the fatty acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:59549 ;
    oboInOwl:hasExactSynonym "omega-6 fatty acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "omega-6 fatty acids"^^xsd:string ;
    oboInOwl:id "CHEBI:36009"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36021 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1726541"^^xsd:string,
        "CAS:2027-47-6"^^xsd:string,
        "PMID:20110887"^^xsd:string,
        "PMID:22908585"^^xsd:string,
        "PMID:23578483"^^xsd:string,
        "PMID:24478215"^^xsd:string,
        "Reaxys:1726541"^^xsd:string ;
    rdfs:label "octadec-9-enoic acid"^^xsd:string ;
    definition: "An octadecenoic acid with a double bond at C-9."^^xsd:string ;
    rdfs:subClassOf CHEBI:25634,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:37605 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:132944 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C18H34O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C18H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h9-10H,2-8,11-17H2,1H3,(H,19,20)"^^xsd:string ;
    chebi:inchikey "ZQPPMHVWECSIRJ-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "282.46136"^^xsd:string ;
    chebi:monoisotopicmass "282.25588"^^xsd:string ;
    chebi:smiles "[H]C(CCCCCCCC)=C([H])CCCCCCCC(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "octadec-9-enoic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "9-octadecenoic acid"^^xsd:string,
        "18:1, n-9"^^xsd:string,
        "C18:1, n-9"^^xsd:string,
        "Delta(9)-octadecenoic acid"^^xsd:string ;
    oboInOwl:id "CHEBI:36021"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36033 a owl:Class ;
    oboInOwl:hasDbXref "PMID:23475189"^^xsd:string ;
    rdfs:label "icosatetraenoic acid"^^xsd:string ;
    definition: "A 20-carbon, polyunsaturated fatty acid having four double bonds at unspecified positions."^^xsd:string ;
    rdfs:subClassOf CHEBI:15904,
        CHEBI:53339,
        CHEBI:132539,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:62920 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78804 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C20H32O2"^^xsd:string ;
    chebi:mass "304.46690"^^xsd:string ;
    chebi:monoisotopicmass "304.24023"^^xsd:string ;
    chebi:smiles "OC([*])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "icosatetraenoic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "20:4"^^xsd:string,
        "C20:4"^^xsd:string,
        "eicosatetraenoic acid"^^xsd:string,
        "eicosatetraenoic acids"^^xsd:string,
        "icosatetraenoic acids"^^xsd:string ;
    oboInOwl:id "CHEBI:36033"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36043 a owl:Class ;
    rdfs:label "antimicrobial drug"^^xsd:string ;
    definition: "A drug used to treat or prevent microbial infections."^^xsd:string ;
    rdfs:subClassOf CHEBI:33281,
        CHEBI:35441 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "antimicrobial drugs"^^xsd:string ;
    oboInOwl:id "CHEBI:36043"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36044 a owl:Class ;
    rdfs:label "antiviral drug"^^xsd:string ;
    definition: "A substance used in the prophylaxis or therapy of virus diseases."^^xsd:string ;
    rdfs:subClassOf CHEBI:22587,
        CHEBI:36043 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "anti-viral drug"^^xsd:string,
        "anti-virus drug"^^xsd:string,
        "antiviral drugs"^^xsd:string ;
    oboInOwl:id "CHEBI:36044"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36047 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Antibacterial"^^xsd:string ;
    rdfs:label "antibacterial drug"^^xsd:string ;
    definition: "A drug used to treat or prevent bacterial infections."^^xsd:string ;
    rdfs:subClassOf CHEBI:33282,
        CHEBI:36043 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "antibacterial drugs"^^xsd:string ;
    oboInOwl:id "CHEBI:36047"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36054 a owl:Class ;
    rdfs:label "benzoate ester"^^xsd:string ;
    definition: "Esters of benzoic acid or substituted benzoic acids."^^xsd:string ;
    rdfs:subClassOf CHEBI:33308,
        CHEBI:62732,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:22723 ] ;
    oboInOwl:hasExactSynonym "benzoate ester"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "benzoate esters"^^xsd:string,
        "benzoic acid esters"^^xsd:string ;
    oboInOwl:id "CHEBI:36054"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36059 a owl:Class ;
    rdfs:label "hydroxy monocarboxylic acid anion"^^xsd:string ;
    definition: "Any monocarboxylic acid anion carrying at least one hydroxy substituent."^^xsd:string ;
    rdfs:subClassOf CHEBI:35757,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:35868 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "hydroxy monocarboxylic acid anions"^^xsd:string,
        "hydroxymonocarboxylic acid anion"^^xsd:string,
        "hydroxymonocarboxylic acid anions"^^xsd:string ;
    oboInOwl:id "CHEBI:36059"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36063 a owl:Class ;
    rdfs:label "oxytocic"^^xsd:string ;
    definition: "A drug that stimulates contraction of the myometrium. Oxytocics are used to induce labour, obstetric at term, to prevent or control postpartum or postabortion haemorrhage, and to assess foetal status in high risk pregnancies. They may also be used alone or with other drugs to induce abortions (abortifacients)."^^xsd:string ;
    rdfs:subClassOf CHEBI:23888 ;
    oboInOwl:hasExactSynonym "oxytocic"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "oxytocic agents"^^xsd:string,
        "oxytocic drugs"^^xsd:string,
        "uterine stimulants"^^xsd:string ;
    oboInOwl:id "CHEBI:36063"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36066 a owl:Class ;
    rdfs:label "prostaglandins Falpha"^^xsd:string ;
    rdfs:subClassOf CHEBI:26340 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5H8O2R2"^^xsd:string ;
    chebi:mass "100.11580"^^xsd:string ;
    chebi:monoisotopicmass "100.05243"^^xsd:string ;
    chebi:smiles "O[C@H]1C[C@@H](O)[C@H]([*])[C@H]1[*]"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:36066"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36080 a owl:Class ;
    rdfs:label "protein"^^xsd:string ;
    definition: "A biological macromolecule minimally consisting of one polypeptide chain synthesized at the ribosome."^^xsd:string ;
    rdfs:subClassOf CHEBI:33695,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:16541 ] ;
    oboInOwl:hasAlternativeId "CHEBI:13677"^^xsd:string,
        "CHEBI:14911"^^xsd:string ;
    oboInOwl:hasExactSynonym "proteins"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:36080"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36091 a owl:Class ;
    rdfs:label "cinnamates"^^xsd:string ;
    rdfs:subClassOf CHEBI:35757 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:36091"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36093 a owl:Class ;
    rdfs:label "inorganic chloride"^^xsd:string ;
    rdfs:subClassOf CHEBI:23114,
        CHEBI:24839 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "inorganic chloride salt"^^xsd:string,
        "inorganic chloride salts"^^xsd:string,
        "inorganic chlorides"^^xsd:string ;
    oboInOwl:id "CHEBI:36093"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36094 a owl:Class ;
    rdfs:label "organic chloride salt"^^xsd:string ;
    rdfs:subClassOf CHEBI:23114,
        CHEBI:51069 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "organic chloride salts"^^xsd:string ;
    oboInOwl:id "CHEBI:36094"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36096 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:970529"^^xsd:string,
        "CAS:98-89-5"^^xsd:string,
        "Gmelin:50010"^^xsd:string,
        "HMDB:HMDB0031342"^^xsd:string,
        "KEGG:C09822"^^xsd:string,
        "KNApSAcK:C00000334"^^xsd:string,
        "PMID:21459409"^^xsd:string,
        "Wikipedia:Cyclohexanecarboxylic_acid"^^xsd:string ;
    rdfs:label "cyclohexanecarboxylic acid"^^xsd:string ;
    definition: "A monocarboxylic acid that consists of cyclohexane substituted by a carboxy group."^^xsd:string ;
    rdfs:subClassOf CHEBI:25384,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:27804 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C7H12O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C7H12O2/c8-7(9)6-4-2-1-3-5-6/h6H,1-5H2,(H,8,9)"^^xsd:string ;
    chebi:inchikey "NZNMSOFKMUBTKW-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "128.16898"^^xsd:string ;
    chebi:monoisotopicmass "128.08373"^^xsd:string ;
    chebi:smiles "OC(=O)C1CCCCC1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:4012"^^xsd:string,
        "CHEBI:23477"^^xsd:string,
        "CHEBI:36082"^^xsd:string ;
    oboInOwl:hasExactSynonym "Cyclohexanecarboxylic acid"^^xsd:string,
        "cyclohexanecarboxylic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "carboxycyclohexane"^^xsd:string,
        "Cyclohexancarbonsaeure"^^xsd:string,
        "Cyclohexane-1-carboxylate"^^xsd:string,
        "cyclohexanoic acid"^^xsd:string,
        "cyclohexylcarboxylic acid"^^xsd:string,
        "cyclohexylformic acid"^^xsd:string,
        "cyclohexylmethanoic acid"^^xsd:string,
        "Hexahydrobenzoic acid"^^xsd:string ;
    oboInOwl:id "CHEBI:36096"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36126 a owl:Class ;
    rdfs:label "cyclohexenecarboxylate"^^xsd:string ;
    rdfs:subClassOf CHEBI:35757 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "cyclohexenecarboxylates"^^xsd:string ;
    oboInOwl:id "CHEBI:36126"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36132 a owl:Class ;
    rdfs:label "alicyclic ketone"^^xsd:string ;
    definition: "A cyclic ketone in which the carbocyclic ring structure which may be saturated or unsaturated, but may not be a benzenoid or other aromatic system."^^xsd:string ;
    rdfs:subClassOf CHEBI:3992,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:33654 ] ;
    oboInOwl:hasExactSynonym "alicyclic ketone"^^xsd:string,
        "alicyclic ketones"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:36132"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36140 a owl:Class ;
    rdfs:label "cyclopentanones"^^xsd:string ;
    definition: "Any alicyclic ketone that consists of a cyclopentane skeleton substituted by at least one oxo group."^^xsd:string ;
    rdfs:subClassOf CHEBI:36132 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:36140"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36141 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Quinone"^^xsd:string ;
    rdfs:label "quinone"^^xsd:string ;
    definition: "Compounds having a fully conjugated cyclic dione structure, such as that of benzoquinones, derived from aromatic compounds by conversion of an even number of -CH= groups into -C(=O)- groups with any necessary rearrangement of double bonds (polycyclic and heterocyclic analogues are included)."^^xsd:string ;
    rdfs:subClassOf CHEBI:3992 ;
    oboInOwl:hasAlternativeId "CHEBI:13684"^^xsd:string,
        "CHEBI:26517"^^xsd:string ;
    oboInOwl:hasExactSynonym "quinone"^^xsd:string,
        "quinones"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Chinon"^^xsd:string,
        "quinones"^^xsd:string ;
    oboInOwl:id "CHEBI:36141"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36151 a owl:Class ;
    oboInOwl:hasDbXref "CAS:25377-46-2"^^xsd:string ;
    rdfs:label "heptenoic acid"^^xsd:string ;
    definition: "A C7, medium-chain fatty acid carrying a double bond at any position along the main chain."^^xsd:string ;
    rdfs:subClassOf CHEBI:25413,
        CHEBI:59554 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C7H12O2"^^xsd:string ;
    chebi:mass "128.169"^^xsd:string ;
    chebi:monoisotopicmass "128.08373"^^xsd:string ;
    oboInOwl:hasExactSynonym "heptenoic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "heptenoic acids"^^xsd:string ;
    oboInOwl:id "CHEBI:36151"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36181 a owl:Class ;
    rdfs:label "succinate ester"^^xsd:string ;
    definition: "A carboxylic ester resulting from the esterification of one or both of the carboxy groups of succinic acid. (Succinate ester in which only one of the carboxy groups of succinic acid has been esterified are known as hemisuccinates.)"^^xsd:string ;
    rdfs:subClassOf CHEBI:33308,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:15741 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:36181"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36185 a owl:Class ;
    rdfs:label "ergotaman"^^xsd:string ;
    rdfs:subClassOf CHEBI:38482,
        CHEBI:38958 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C25H33N5O"^^xsd:string ;
    chebi:inchi "InChI=1S/C25H33N5O/c1-28-14-16(10-19-18-4-2-5-20-24(18)17(13-26-20)11-22(19)28)12-27-23-15-30-9-8-29-7-3-6-21(29)25(30)31-23/h2,4-5,10,13,16,21-23,25-27H,3,6-9,11-12,14-15H2,1H3/t16-,21-,22+,23+,25-/m0/s1"^^xsd:string ;
    chebi:inchikey "UDPQLCFGLBGHDF-IZKMSSHQSA-N"^^xsd:string ;
    chebi:mass "419.56262"^^xsd:string ;
    chebi:monoisotopicmass "419.26851"^^xsd:string ;
    chebi:smiles "[H][C@@]1(CN2CCN3CCC[C@@]3([H])[C@]2([H])O1)NC[C@H]1CN(C)[C@]2([H])Cc3c[nH]c4cccc(C2=C1)c34"^^xsd:string ;
    oboInOwl:hasExactSynonym "ergotaman"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:36185"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36186 a owl:Class ;
    rdfs:label "cyclobutanedicarboxylic acid"^^xsd:string ;
    rdfs:subClassOf CHEBI:35692,
        CHEBI:156473 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "cyclobutanedicarboxylic acids"^^xsd:string ;
    oboInOwl:id "CHEBI:36186"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36205 a owl:Class ;
    rdfs:label "cyclobutanedicarboxylate"^^xsd:string ;
    rdfs:subClassOf CHEBI:28965,
        CHEBI:156473 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "cyclobutanedicarboxylates"^^xsd:string ;
    oboInOwl:id "CHEBI:36205"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36208 a owl:Class ;
    rdfs:label "shikimate"^^xsd:string ;
    definition: "A cyclohexenecarboxylate that is the conjugate base of shikimic acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:36059,
        CHEBI:36126,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:16119 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C7H9O5"^^xsd:string ;
    chebi:inchi "InChI=1S/C7H10O5/c8-4-1-3(7(11)12)2-5(9)6(4)10/h1,4-6,8-10H,2H2,(H,11,12)/p-1/t4-,5-,6-/m1/s1"^^xsd:string ;
    chebi:inchikey "JXOHGGNKMLTUBP-HSUXUTPPSA-M"^^xsd:string ;
    chebi:mass "173.14336"^^xsd:string ;
    chebi:monoisotopicmass "173.04555"^^xsd:string ;
    chebi:smiles "O[C@@H]1CC(=C[C@@H](O)[C@H]1O)C([O-])=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:15083"^^xsd:string,
        "CHEBI:26663"^^xsd:string ;
    oboInOwl:hasExactSynonym "(3R,4S,5R)--3,4,5-trihydroxycyclohex-1-ene-1-carboxylate"^^xsd:string,
        "shikimate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:36208"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36233 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C01911"^^xsd:string ;
    rdfs:label "disaccharide"^^xsd:string ;
    definition: "A compound in which two monosaccharides are joined by a glycosidic bond."^^xsd:string ;
    rdfs:subClassOf CHEBI:50699 ;
    oboInOwl:hasAlternativeId "CHEBI:4654"^^xsd:string,
        "CHEBI:23844"^^xsd:string ;
    oboInOwl:hasExactSynonym "Disaccharide"^^xsd:string,
        "disaccharides"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "disacarido"^^xsd:string,
        "disacaridos"^^xsd:string,
        "Disaccharid"^^xsd:string,
        "Disacharid"^^xsd:string ;
    oboInOwl:id "CHEBI:36233"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36243 a owl:Class ;
    rdfs:label "propanoate ester"^^xsd:string ;
    definition: "Any carboxylic ester where the carboxylic acid component is  propionic acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:33308,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:30768 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C3H5O2R"^^xsd:string ;
    chebi:mass "73.071"^^xsd:string ;
    chebi:monoisotopicmass "73.02895"^^xsd:string ;
    chebi:smiles "C(CC)(=O)O*"^^xsd:string ;
    oboInOwl:hasExactSynonym "propanoate ester"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "a propanoate ester"^^xsd:string,
        "propanoate esters"^^xsd:string ;
    oboInOwl:id "CHEBI:36243"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36244 a owl:Class ;
    rdfs:label "dicarboxylic acid monoester"^^xsd:string ;
    definition: "A monoester of a dicarboxylic acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:33308,
        CHEBI:33575,
        CHEBI:131927,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:131605 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "dicarboxylic acid monoesters"^^xsd:string ;
    oboInOwl:id "CHEBI:36244"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36306 a owl:Class ;
    oboInOwl:hasDbXref "LINCS:LSM-6527"^^xsd:string ;
    rdfs:label "icosa-5,8,11,14-tetraenoic acid"^^xsd:string ;
    definition: "Any icosatetraenoic acid with the double bonds at positions 5, 8, 11 and 14."^^xsd:string ;
    rdfs:subClassOf CHEBI:36033 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C20H32O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C20H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h6-7,9-10,12-13,15-16H,2-5,8,11,14,17-19H2,1H3,(H,21,22)"^^xsd:string ;
    chebi:inchikey "YZXBAPSDXZZRGB-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "304.46688"^^xsd:string ;
    chebi:monoisotopicmass "304.24023"^^xsd:string ;
    chebi:smiles "[H]C(CCCC(O)=O)=CCC([H])=CCC([H])=CCC([H])=CCCCCC"^^xsd:string ;
    oboInOwl:hasExactSynonym "icosa-5,8,11,14-tetraenoic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "5,8,11,14-20:4"^^xsd:string,
        "5,8,11,14-eicosatetraenoic acid"^^xsd:string,
        "5,8,11,14-eicosatetraenoic acids"^^xsd:string,
        "5,8,11,14-icosatetraenoic acid"^^xsd:string,
        "5,8,11,14-icosatetraenoic acids"^^xsd:string,
        "C20:4, n-6,9,12,15"^^xsd:string,
        "eicosa-5,8,11,14-tetraenoic acid"^^xsd:string,
        "eicosa-5,8,11,14-tetraenoic acids"^^xsd:string,
        "icosa-5,8,11,14-tetraenoic acids"^^xsd:string ;
    oboInOwl:id "CHEBI:36306"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36309 a owl:Class ;
    rdfs:label "cyclic tetrapyrrole"^^xsd:string ;
    rdfs:subClassOf CHEBI:26932,
        CHEBI:47882 ;
    oboInOwl:hasExactSynonym "macrocyclic tetrapyrroles"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "cyclic tetrapyrroles"^^xsd:string,
        "macrocyclic tetrapyrrole"^^xsd:string ;
    oboInOwl:id "CHEBI:36309"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36316 a owl:Class ;
    rdfs:label "dipyrrole"^^xsd:string ;
    rdfs:subClassOf CHEBI:38077 ;
    oboInOwl:hasExactSynonym "dipyrroles"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:36316"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36319 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:124440"^^xsd:string,
        "CAS:21211-65-4"^^xsd:string,
        "Gmelin:1443173"^^xsd:string ;
    rdfs:label "dipyrromethane"^^xsd:string ;
    rdfs:subClassOf CHEBI:36316 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C9H10N2"^^xsd:string ;
    chebi:inchi "InChI=1S/C9H10N2/c1-3-8(10-5-1)7-9-4-2-6-11-9/h1-6,10-11H,7H2"^^xsd:string ;
    chebi:inchikey "PBTPREHATAFBEN-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "146.18910"^^xsd:string ;
    chebi:monoisotopicmass "146.08440"^^xsd:string ;
    chebi:smiles "C(c1ccc[nH]1)c1ccc[nH]1"^^xsd:string ;
    oboInOwl:hasExactSynonym "di(1H-pyrrol-2-yl)methane"^^xsd:string,
        "dipyrromethane"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2,2'-dipyrrolylmethane"^^xsd:string,
        "2,2'-methylenebis(1H-pyrrole)"^^xsd:string,
        "5,10-dihydrodipyrrin"^^xsd:string,
        "di-2-pyrrolylmethane"^^xsd:string,
        "dipyrrylmethane"^^xsd:string,
        "pyrromethane"^^xsd:string ;
    oboInOwl:id "CHEBI:36319"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36326 a owl:Class ;
    rdfs:label "octadecanoid"^^xsd:string ;
    definition: "Unsaturated C18 fatty acids and skeletally related compounds."^^xsd:string ;
    rdfs:subClassOf CHEBI:15904,
        CHEBI:27208,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:131860 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "octadecanoids"^^xsd:string ;
    oboInOwl:id "CHEBI:36326"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36327 a owl:Class ;
    rdfs:label "tubocuraran"^^xsd:string ;
    rdfs:subClassOf CHEBI:22750,
        CHEBI:26901,
        CHEBI:38515 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C32H30N2O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C32H30N2O2/c1-3-22-17-26(5-1)35-27-12-9-23-13-15-33-29(28(23)20-27)18-21-7-10-25(11-8-21)36-31-6-2-4-24-14-16-34-30(19-22)32(24)31/h1-12,17,20,29-30,33-34H,13-16,18-19H2/t29-,30+/m0/s1"^^xsd:string ;
    chebi:inchikey "JYUGMJOCKSHVAU-XZWHSSHBSA-N"^^xsd:string ;
    chebi:mass "474.59280"^^xsd:string ;
    chebi:monoisotopicmass "474.23073"^^xsd:string ;
    chebi:smiles "[H][C@@]12Cc3ccc(Oc4cccc5CCN[C@]([H])(Cc6cccc(Oc7ccc(CCN1)c2c7)c6)c45)cc3"^^xsd:string ;
    oboInOwl:hasExactSynonym "tubocuraran"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:36327"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36333 a owl:Class ;
    rdfs:label "local anaesthetic"^^xsd:string ;
    definition: "Any member of a group of drugs that reversibly inhibit the propagation of signals along nerves. Wide variations in potency, stability, toxicity, water-solubility and duration of action determine the route used for administration, e.g. topical, intravenous, epidural or spinal block."^^xsd:string ;
    rdfs:subClassOf CHEBI:38867 ;
    oboInOwl:hasExactSynonym "local anaesthetic"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "anesthesique local"^^xsd:string,
        "local anaesthetics"^^xsd:string,
        "local anesthetics"^^xsd:string,
        "Lokalanaesthetikum"^^xsd:string ;
    oboInOwl:id "CHEBI:36333"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36335 a owl:Class ;
    rdfs:label "trypanocidal drug"^^xsd:string ;
    definition: "A drug used to treat or prevent infections caused by protozoal organisms belonging to the suborder Trypanosomatida."^^xsd:string ;
    rdfs:subClassOf CHEBI:35820 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "antitrypanosomal agent"^^xsd:string,
        "antitrypanosomal agents"^^xsd:string,
        "antitrypanosomal drug"^^xsd:string,
        "antitrypanosomal drugs"^^xsd:string,
        "trypanocidal drugs"^^xsd:string,
        "trypanocide"^^xsd:string,
        "trypanosomicidal agents"^^xsd:string ;
    oboInOwl:id "CHEBI:36335"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36338 a owl:Class ;
    rdfs:label "lepton"^^xsd:string ;
    definition: "Lepton is a fermion that does not experience the strong force (strong interaction). The term is derived from the Greek lambdaepsilonpitauomicronsigma (small, thin)."^^xsd:string ;
    rdfs:subClassOf CHEBI:33233,
        CHEBI:36340 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "leptons"^^xsd:string ;
    oboInOwl:id "CHEBI:36338"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36339 a owl:Class ;
    rdfs:label "baryon"^^xsd:string ;
    definition: "Baryon is a fermion that does experience the strong force (strong interaction). The term is derived from the Greek betaalpharhoupsilonsigma (heavy)."^^xsd:string ;
    rdfs:subClassOf CHEBI:36340,
        CHEBI:36344 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "baryons"^^xsd:string ;
    oboInOwl:id "CHEBI:36339"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36340 a owl:Class ;
    rdfs:label "fermion"^^xsd:string ;
    definition: "Particle of half-integer spin quantum number following Fermi-Dirac statistics. Fermions are named after Enrico Fermi."^^xsd:string ;
    rdfs:subClassOf CHEBI:36342 ;
    oboInOwl:hasExactSynonym "fermion"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "fermions"^^xsd:string ;
    oboInOwl:id "CHEBI:36340"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36341 a owl:Class ;
    rdfs:label "boson"^^xsd:string ;
    definition: "Particle of integer spin quantum number following Bose-Einstein statistics. Bosons are named after Satyendra Nath Bose."^^xsd:string ;
    rdfs:subClassOf CHEBI:36342 ;
    oboInOwl:hasExactSynonym "boson"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "bosons"^^xsd:string ;
    oboInOwl:id "CHEBI:36341"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36342 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Subatomic_particle"^^xsd:string ;
    rdfs:label "subatomic particle"^^xsd:string ;
    definition: "A particle smaller than an atom."^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "subatomic particles"^^xsd:string ;
    oboInOwl:id "CHEBI:36342"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36343 a owl:Class ;
    rdfs:label "composite particle"^^xsd:string ;
    definition: "A subatomic particle known to have substructure (i.e. consisting of smaller particles)."^^xsd:string ;
    rdfs:subClassOf CHEBI:36342 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "composite particles"^^xsd:string ;
    oboInOwl:id "CHEBI:36343"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36344 a owl:Class ;
    rdfs:label "hadron"^^xsd:string ;
    definition: "Hadron is a subatomic particle which experiences the strong force."^^xsd:string ;
    rdfs:subClassOf CHEBI:36343 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "hadrons"^^xsd:string ;
    oboInOwl:id "CHEBI:36344"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36345 a owl:Class ;
    rdfs:label "meson"^^xsd:string ;
    definition: "A hadron with zero or integer spin; a strongly interacting boson. The term is derived from the Greek muepsilonsigmaomicronsigma (medium, middle)."^^xsd:string ;
    rdfs:subClassOf CHEBI:36341,
        CHEBI:36344 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "mesons"^^xsd:string ;
    oboInOwl:id "CHEBI:36345"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36346 a owl:Class ;
    rdfs:label "quark"^^xsd:string ;
    definition: "Quarks comprise one of two classes of the fundamental particles. Quarks possess fractional electric charges and are not observed in free state. The word \"quark\" first appears in James Joyce's Finnegans Wake and has been chosen by Murray Gell-Mann as a name for fundamental building blocks of particles."^^xsd:string ;
    rdfs:subClassOf CHEBI:33233,
        CHEBI:36340 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "quarks"^^xsd:string ;
    oboInOwl:id "CHEBI:36346"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36347 a owl:Class ;
    rdfs:label "nuclear particle"^^xsd:string ;
    definition: "A nucleus or any of its constituents in any of their energy states."^^xsd:string ;
    rdfs:subClassOf CHEBI:36342 ;
    oboInOwl:hasExactSynonym "nuclear particle"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:36347"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36348 a owl:Class ;
    rdfs:label "pi meson"^^xsd:string ;
    definition: "The collective name for zero-spin mesons pi(+), pi(-) and pi(0)."^^xsd:string ;
    rdfs:subClassOf CHEBI:36345 ;
    oboInOwl:hasExactSynonym "pi meson"^^xsd:string,
        "pion"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "pi-meson"^^xsd:string ;
    oboInOwl:id "CHEBI:36348"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36349 a owl:Class ;
    rdfs:label "pi(+) meson"^^xsd:string ;
    definition: "A subatomic particle of charge number +1, zero spin and rest mass of 0.1498323(8) u, or 139.5679(7) MeV."^^xsd:string ;
    rdfs:subClassOf CHEBI:36348 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "pi(+)"^^xsd:string,
        "positive pion"^^xsd:string ;
    oboInOwl:id "CHEBI:36349"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36350 a owl:Class ;
    rdfs:label "pi(-) meson"^^xsd:string ;
    definition: "A subatomic particle of charge number -1, zero spin and rest mass of 0.1498323(8) u, or 139.5679(7) MeV."^^xsd:string ;
    rdfs:subClassOf CHEBI:36348 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "negative pion"^^xsd:string,
        "pi(-)"^^xsd:string ;
    oboInOwl:id "CHEBI:36350"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36351 a owl:Class ;
    rdfs:label "pi(0) meson"^^xsd:string ;
    definition: "A subatomic particle of zero charge, zero spin and rest mass of 0.1449008(9) u, or 134.9743(8) MeV."^^xsd:string ;
    rdfs:subClassOf CHEBI:36348 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "neutral pion"^^xsd:string,
        "pi(0)"^^xsd:string ;
    oboInOwl:id "CHEBI:36351"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36352 a owl:Class ;
    rdfs:label "neutrino"^^xsd:string ;
    definition: "An elementary particle of spin 1/2, zero electric charge and negligible rest mass. Three known types (flavors) of neutrino are electron neutrino, muon neutrino and tau neutrino, named after their charged partner leptons. The term \"neutrino\" has been coined by Enrico Fermi."^^xsd:string ;
    rdfs:subClassOf CHEBI:36338 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "nu"^^xsd:string ;
    oboInOwl:id "CHEBI:36352"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36353 a owl:Class ;
    rdfs:label "muon neutrino"^^xsd:string ;
    rdfs:subClassOf CHEBI:36352 ;
    oboInOwl:hasExactSynonym "muon neutrino"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "numu"^^xsd:string ;
    oboInOwl:id "CHEBI:36353"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36354 a owl:Class ;
    rdfs:label "tau neutrino"^^xsd:string ;
    rdfs:subClassOf CHEBI:36352 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "nutau"^^xsd:string,
        "tau-neutrino"^^xsd:string ;
    oboInOwl:id "CHEBI:36354"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36355 a owl:Class ;
    rdfs:label "tau lepton"^^xsd:string ;
    definition: "Elementary particle not affected by the strong force having a spin 1/2, a negative elementary charge and a rest mass of 1777.05 MeV."^^xsd:string ;
    rdfs:subClassOf CHEBI:36338 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "tau"^^xsd:string,
        "tau-lepton"^^xsd:string,
        "tauon"^^xsd:string ;
    oboInOwl:id "CHEBI:36355"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36356 a owl:Class ;
    rdfs:label "muon"^^xsd:string ;
    definition: "Elementary particle not affected by the strong force having a spin 1/2, a negative elementary charge and a rest mass of 0.113428913(17) u, or 105.658389(34) MeV."^^xsd:string ;
    rdfs:subClassOf CHEBI:36338 ;
    chebi:charge "-1"^^xsd:string ;
    chebi:mass "0.113428913"^^xsd:string ;
    oboInOwl:hasExactSynonym "muon"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "mu(-)"^^xsd:string,
        "Mueon"^^xsd:string,
        "My-Teilchen"^^xsd:string,
        "Myon"^^xsd:string,
        "negative muon"^^xsd:string ;
    oboInOwl:id "CHEBI:36356"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36357 a owl:Class ;
    rdfs:label "polyatomic entity"^^xsd:string ;
    definition: "Any molecular entity consisting of more than one atom."^^xsd:string ;
    rdfs:subClassOf CHEBI:23367,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:24433 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "polyatomic entities"^^xsd:string ;
    oboInOwl:id "CHEBI:36357"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36358 a owl:Class ;
    rdfs:label "polyatomic ion"^^xsd:string ;
    definition: "An ion consisting of more than one atom."^^xsd:string ;
    rdfs:subClassOf CHEBI:24870,
        CHEBI:36357 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "polyatomic ions"^^xsd:string ;
    oboInOwl:id "CHEBI:36358"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36359 a owl:Class ;
    rdfs:label "phosphorus oxoacid derivative"^^xsd:string ;
    rdfs:subClassOf CHEBI:33241,
        CHEBI:36360,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:33457 ] ;
    oboInOwl:hasExactSynonym "phosphorus oxoacid derivative"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:36359"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36360 a owl:Class ;
    rdfs:label "phosphorus oxoacids and derivatives"^^xsd:string ;
    rdfs:subClassOf CHEBI:26082 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:36360"^^xsd:string ;
    oboInOwl:inSubset chebi2:1_STAR .

CHEBI:36361 a owl:Class ;
    oboInOwl:hasDbXref "CAS:10294-56-1"^^xsd:string,
        "Gmelin:164068"^^xsd:string ;
    rdfs:label "phosphorous acid"^^xsd:string ;
    rdfs:subClassOf CHEBI:33457,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:29258 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:44976 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "H3O3P"^^xsd:string ;
    chebi:inchi "InChI=1S/H3O3P/c1-4(2)3/h1-3H"^^xsd:string ;
    chebi:inchikey "OJMIONKXNSYLSR-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "81.99578"^^xsd:string ;
    chebi:monoisotopicmass "81.98198"^^xsd:string ;
    chebi:smiles "[H]OP(O[H])O[H]"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:26081"^^xsd:string,
        "CHEBI:29196"^^xsd:string ;
    oboInOwl:hasExactSynonym "phosphorous acid"^^xsd:string,
        "trihydrogen trioxophosphate(3-)"^^xsd:string,
        "trihydroxidophosphorus"^^xsd:string,
        "trioxophosphoric(3-) acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "[P(OH)3]"^^xsd:string,
        "H3PO3"^^xsd:string,
        "P(OH)3"^^xsd:string,
        "phosphite"^^xsd:string,
        "phosphorige Saeure"^^xsd:string ;
    oboInOwl:id "CHEBI:36361"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36364 a owl:Class ;
    rdfs:label "alkaline earth salt"^^xsd:string ;
    rdfs:subClassOf CHEBI:24866,
        CHEBI:33299 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "alkaline earth salts"^^xsd:string ;
    oboInOwl:id "CHEBI:36364"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36365 a owl:Class ;
    rdfs:label "hyperon"^^xsd:string ;
    definition: "A baryon which contain one or more strange quarks. Hyperons are short-lived and heavier than nucleons."^^xsd:string ;
    rdfs:subClassOf CHEBI:36339 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "hyperons"^^xsd:string ;
    oboInOwl:id "CHEBI:36365"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36366 a owl:Class ;
    rdfs:label "up quark"^^xsd:string ;
    definition: "A first-generation quark with a charge of +2/3. The up and down quarks are the fundamental constituents of the nucleons."^^xsd:string ;
    rdfs:subClassOf CHEBI:36346 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "u"^^xsd:string,
        "u-quark"^^xsd:string ;
    oboInOwl:id "CHEBI:36366"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36367 a owl:Class ;
    rdfs:label "down quark"^^xsd:string ;
    definition: "A first-generation quark with a charge of -1/3. The up and down quarks are the fundamental constituents of the nucleons."^^xsd:string ;
    rdfs:subClassOf CHEBI:36346 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "d"^^xsd:string,
        "d-quark"^^xsd:string ;
    oboInOwl:id "CHEBI:36367"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36368 a owl:Class ;
    rdfs:label "strange quark"^^xsd:string ;
    definition: "A second-generation quark with a charge of -1/3 and a strangeness of -1."^^xsd:string ;
    rdfs:subClassOf CHEBI:36346 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "s"^^xsd:string,
        "s-quark"^^xsd:string ;
    oboInOwl:id "CHEBI:36368"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36369 a owl:Class ;
    rdfs:label "charm quark"^^xsd:string ;
    definition: "A second-generation quark with a charge of +2/3."^^xsd:string ;
    rdfs:subClassOf CHEBI:36346 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "c"^^xsd:string,
        "c-quark"^^xsd:string ;
    oboInOwl:id "CHEBI:36369"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36370 a owl:Class ;
    rdfs:label "bottom quark"^^xsd:string ;
    definition: "A third-generation quark with a charge of -1/3."^^xsd:string ;
    rdfs:subClassOf CHEBI:36346 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "b"^^xsd:string,
        "b-quark"^^xsd:string ;
    oboInOwl:id "CHEBI:36370"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36371 a owl:Class ;
    rdfs:label "top quark"^^xsd:string ;
    definition: "A third-generation quark with a charge of +2/3."^^xsd:string ;
    rdfs:subClassOf CHEBI:36346 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "t"^^xsd:string,
        "t-quark"^^xsd:string ;
    oboInOwl:id "CHEBI:36371"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36373 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:7162300"^^xsd:string,
        "CAS:53643-48-4"^^xsd:string,
        "DrugBank:DB00309"^^xsd:string ;
    rdfs:label "vindesine"^^xsd:string ;
    rdfs:subClassOf CHEBI:25248,
        CHEBI:26878,
        CHEBI:27288,
        CHEBI:38163,
        CHEBI:38164,
        CHEBI:50996,
        CHEBI:140324,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:27375 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35610 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C43H55N5O7"^^xsd:string ;
    chebi:inchi "InChI=1S/C43H55N5O7/c1-6-39(52)21-25-22-42(38(51)55-5,33-27(13-17-47(23-25)24-39)26-11-8-9-12-30(26)45-33)29-19-28-31(20-32(29)54-4)46(3)35-41(28)15-18-48-16-10-14-40(7-2,34(41)48)36(49)43(35,53)37(44)50/h8-12,14,19-20,25,34-36,45,49,52-53H,6-7,13,15-18,21-24H2,1-5H3,(H2,44,50)/t25-,34+,35-,36-,39+,40-,41-,42+,43+/m1/s1"^^xsd:string ;
    chebi:inchikey "HHJUWIANJFBDHT-KOTLKJBCSA-N"^^xsd:string ;
    chebi:mass "753.92610"^^xsd:string ;
    chebi:monoisotopicmass "753.41015"^^xsd:string ;
    chebi:smiles "[H][C@@]12N3CC[C@@]11c4cc(c(OC)cc4N(C)[C@@]1([H])[C@](O)([C@H](O)[C@]2(CC)C=CC3)C(N)=O)[C@]1(C[C@@H]2C[N@](CCc3c1[nH]c1ccccc31)C[C@](O)(CC)C2)C(=O)OC"^^xsd:string ;
    oboInOwl:hasExactSynonym "3-carbamoyl-O(4)-deacetyl-3-de(methoxycarbonyl)vincaleukoblastine"^^xsd:string,
        "methyl (5S,7S,9S)-9-[(2beta,3beta,4beta,5alpha,12beta,19alpha)-3-carbamoyl-3,4-dihydroxy-16-methoxy-1-methyl-6,7-didehydroaspidospermidin-15-yl]-5-ethyl-5-hydroxy-1,4,5,6,7,8,9,10-octahydro-2H-3,7-methanoazacycloundecino[5,4-b]indole-9-carboxylate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3-(aminocarbonyl)-O(4)-deacetyl-3-de(methoxycarbonyl)vincaleukoblastine"^^xsd:string,
        "3-carbamoyl-4-deacetyl-3-de(methoxycarbonyl)vincaleukoblastine"^^xsd:string,
        "desacetylvinblastine amide"^^xsd:string ;
    oboInOwl:id "CHEBI:36373"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36375 a owl:Class ;
    rdfs:label "Delta baryon"^^xsd:string ;
    rdfs:subClassOf CHEBI:36365 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:36375"^^xsd:string ;
    oboInOwl:inSubset chebi2:1_STAR .

CHEBI:36387 a owl:Class ;
    rdfs:label "chloroalkene"^^xsd:string ;
    definition: "A compound derived from an alkene by replacing a hydrogen atom with a chlorine atom."^^xsd:string ;
    rdfs:subClassOf CHEBI:5610,
        CHEBI:39482 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "chloroalkenes"^^xsd:string ;
    oboInOwl:id "CHEBI:36387"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36388 a owl:Class ;
    rdfs:label "saturated organic heterocyclic parent"^^xsd:string ;
    rdfs:subClassOf CHEBI:35552 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "saturated heterocyclic parent hydride"^^xsd:string,
        "saturated heterocyclic parent hydrides"^^xsd:string,
        "saturated organic heterocyclic parents"^^xsd:string ;
    oboInOwl:id "CHEBI:36388"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36389 a owl:Class ;
    rdfs:label "saturated organic heteromonocyclic parent"^^xsd:string ;
    rdfs:subClassOf CHEBI:25693,
        CHEBI:36388 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "saturated heteromonocyclic parent hydride"^^xsd:string,
        "saturated heteromonocyclic parent hydrides"^^xsd:string,
        "saturated organic heteromonocyclic parents"^^xsd:string ;
    oboInOwl:id "CHEBI:36389"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36413 a owl:Class ;
    rdfs:label "anabolic agent"^^xsd:string ;
    definition: "A compound which stimulates anabolism and inhibits catabolism. Anabolic agents stimulate the development of muscle mass, strength, and power."^^xsd:string ;
    rdfs:subClassOf CHEBI:24621 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:36413"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36416 a owl:Class ;
    rdfs:label "mancude organic heterotricyclic parent"^^xsd:string ;
    rdfs:subClassOf CHEBI:26979,
        CHEBI:35571 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "mancude organic heterotricyclic parents"^^xsd:string,
        "mancude-ring organic heterotricyclic parents"^^xsd:string ;
    oboInOwl:id "CHEBI:36416"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36420 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:120200"^^xsd:string,
        "CAS:260-94-6"^^xsd:string,
        "Gmelin:143403"^^xsd:string,
        "PMID:11924543"^^xsd:string,
        "PMID:24416442"^^xsd:string,
        "Reaxys:120200"^^xsd:string,
        "Wikipedia:Acridine"^^xsd:string ;
    rdfs:label "acridine"^^xsd:string ;
    definition: "A polycyclic heteroarene that is anthracene in which one of the central CH groups is replaced by a nitrogen atom."^^xsd:string ;
    rdfs:subClassOf CHEBI:22213,
        CHEBI:36416,
        CHEBI:38180,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50902 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C13H9N"^^xsd:string ;
    chebi:inchi "InChI=1S/C13H9N/c1-3-7-12-10(5-1)9-11-6-2-4-8-13(11)14-12/h1-9H"^^xsd:string ;
    chebi:inchikey "DZBUGLKDJFMEHC-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "179.21730"^^xsd:string ;
    chebi:monoisotopicmass "179.07350"^^xsd:string ;
    chebi:smiles "c1ccc2nc3ccccc3cc2c1"^^xsd:string ;
    oboInOwl:hasExactSynonym "acridine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2,3,5,6-dibenzopyridine"^^xsd:string,
        "2,3-benzoquinoline"^^xsd:string,
        "9-azaanthracene"^^xsd:string,
        "10-azaanthracene"^^xsd:string,
        "acrydine"^^xsd:string,
        "Akridin"^^xsd:string,
        "benzo[b]quinoline"^^xsd:string,
        "dibenzo[b,e]pyridine"^^xsd:string ;
    oboInOwl:id "CHEBI:36420"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36434 a owl:Class ;
    rdfs:label "octadecatrienoate"^^xsd:string ;
    definition: "A C18, straight-chain, unsaturated long-chain fatty acid anion and the conjugate base of its corresponding octadecatrienoic acid, formed by deprotonation of the carboxylic acid group."^^xsd:string ;
    rdfs:subClassOf CHEBI:57560,
        CHEBI:59203,
        CHEBI:76567,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:25633 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C18H29O2"^^xsd:string ;
    chebi:mass "277.4234"^^xsd:string ;
    chebi:monoisotopicmass "277.21676"^^xsd:string ;
    chebi:smiles "[O-]C([*])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "octadecatrienoate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Octadecatrienoat"^^xsd:string,
        "octadecatrienoates"^^xsd:string ;
    oboInOwl:id "CHEBI:36434"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36470 a owl:Class ;
    rdfs:label "quinazoline alkaloid"^^xsd:string ;
    definition: "Any alkaloid based on a quinazoline skeleton and its substituted derivatives."^^xsd:string ;
    rdfs:subClassOf CHEBI:22315,
        CHEBI:38530 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "quinazoline alkaloids"^^xsd:string ;
    oboInOwl:id "CHEBI:36470"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36526 a owl:Class ;
    rdfs:label "acidic glycosphingolipid"^^xsd:string ;
    rdfs:subClassOf CHEBI:24402 ;
    oboInOwl:hasAlternativeId "CHEBI:2428"^^xsd:string,
        "CHEBI:22208"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:36526"^^xsd:string ;
    oboInOwl:inSubset chebi2:1_STAR .

CHEBI:36562 a owl:Class ;
    rdfs:label "main-group coordination entity"^^xsd:string ;
    definition: "A coordination entity in which the central atom to which the ligands are attached comes from groups 1, 2, 13, 14, 15, 16, 17, or 18 of the periodic table."^^xsd:string ;
    rdfs:subClassOf CHEBI:33240,
        CHEBI:33579 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "main group coordination compounds"^^xsd:string,
        "main-group coordination entities"^^xsd:string ;
    oboInOwl:id "CHEBI:36562"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36586 a owl:Class ;
    rdfs:label "carbonyl compound"^^xsd:string ;
    definition: "Any compound containing the carbonyl group, C=O. The term is commonly used in the restricted sense of aldehydes and ketones, although it actually includes carboxylic acids and derivatives."^^xsd:string ;
    rdfs:subClassOf CHEBI:36587,
        CHEBI:36963,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:23019 ] ;
    oboInOwl:hasExactSynonym "carbonyl compounds"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:36586"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36587 a owl:Class ;
    rdfs:label "organic oxo compound"^^xsd:string ;
    definition: "Organic compounds containing an oxygen atom, =O, doubly bonded to carbon or another element."^^xsd:string ;
    rdfs:subClassOf CHEBI:72695,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:46629 ] ;
    oboInOwl:hasExactSynonym "oxo compounds"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "organic oxo compounds"^^xsd:string ;
    oboInOwl:id "CHEBI:36587"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36616 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:109351"^^xsd:string,
        "CAS:91-19-0"^^xsd:string,
        "Gmelin:82755"^^xsd:string,
        "KEGG:C18575"^^xsd:string,
        "PMID:16406213"^^xsd:string,
        "PMID:24328679"^^xsd:string,
        "PMID:24476762"^^xsd:string,
        "PMID:27349448"^^xsd:string,
        "Reaxys:109351"^^xsd:string,
        "Wikipedia:Quinoxaline"^^xsd:string ;
    rdfs:label "quinoxaline"^^xsd:string ;
    definition: "A naphthyridine in which the nitrogens are at positions 1 and 4."^^xsd:string ;
    rdfs:subClassOf CHEBI:36624 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C8H6N2"^^xsd:string ;
    chebi:inchi "InChI=1S/C8H6N2/c1-2-4-8-7(3-1)9-5-6-10-8/h1-6H"^^xsd:string ;
    chebi:inchikey "XSCHRSMBECNVNS-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "130.14672"^^xsd:string ;
    chebi:monoisotopicmass "130.05310"^^xsd:string ;
    chebi:smiles "c1ccc2nccnc2c1"^^xsd:string ;
    oboInOwl:hasExactSynonym "quinoxaline"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1,4-benzodiazine"^^xsd:string,
        "1,4-diazanaphthalene"^^xsd:string,
        "1,4-naphthyridine"^^xsd:string,
        "benzo[a]pyrazine"^^xsd:string,
        "benzoparadiazine"^^xsd:string,
        "benzopyrazine"^^xsd:string,
        "Chinoxalin"^^xsd:string ;
    oboInOwl:id "CHEBI:36616"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36622 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Benzimidazole"^^xsd:string ;
    rdfs:label "benzimidazole"^^xsd:string ;
    definition: "A mancude organic heterobicyclic parent that is a heterocyclic organic compound comprising fused benzene and imidazole rings."^^xsd:string ;
    rdfs:subClassOf CHEBI:22715,
        CHEBI:35570 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C7H6N2"^^xsd:string ;
    chebi:mass "118.136"^^xsd:string ;
    chebi:monoisotopicmass "118.05310"^^xsd:string ;
    oboInOwl:hasExactSynonym "benzimidazole"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Benzimidazol"^^xsd:string ;
    oboInOwl:id "CHEBI:36622"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36623 a owl:Class ;
    rdfs:label "4H-benzimidazole"^^xsd:string ;
    rdfs:subClassOf CHEBI:36622,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:36639 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:36641 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:41275 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C7H6N2"^^xsd:string ;
    chebi:inchi "InChI=1S/C7H6N2/c1-2-4-7-6(3-1)8-5-9-7/h1-3,5H,4H2"^^xsd:string ;
    chebi:inchikey "VSTRESXSGAUGKC-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "118.13602"^^xsd:string ;
    chebi:monoisotopicmass "118.05310"^^xsd:string ;
    chebi:smiles "C1C=CC=C2N=CN=C12"^^xsd:string ;
    oboInOwl:hasExactSynonym "4H-benzimidazole"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:36623"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36624 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Naphthyridine"^^xsd:string ;
    rdfs:label "naphthyridine"^^xsd:string ;
    definition: "Any one of eight organic heterobicyclic compounds that have a naphthalene skeleton in which two of the carbons are replaced by nitrogens. A 'closed' class."^^xsd:string ;
    rdfs:subClassOf CHEBI:35570,
        CHEBI:50893,
        CHEBI:52362 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C8H6N2"^^xsd:string ;
    chebi:mass "130.147"^^xsd:string ;
    chebi:monoisotopicmass "130.05310"^^xsd:string ;
    oboInOwl:hasExactSynonym "naphthyridine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:36624"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36639 a owl:Class ;
    rdfs:label "2H-benzimidazole"^^xsd:string ;
    rdfs:subClassOf CHEBI:36622,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:36623 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:36641 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:41275 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C7H6N2"^^xsd:string ;
    chebi:inchi "InChI=1S/C7H6N2/c1-2-4-7-6(3-1)8-5-9-7/h1-4H,5H2"^^xsd:string ;
    chebi:inchikey "NLMVLMCSXDIGSW-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "118.13602"^^xsd:string ;
    chebi:monoisotopicmass "118.05310"^^xsd:string ;
    chebi:smiles "C1N=c2ccccc2=N1"^^xsd:string ;
    oboInOwl:hasExactSynonym "2H-benzimidazole"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:36639"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36641 a owl:Class ;
    rdfs:label "3aH-benzimidazole"^^xsd:string ;
    rdfs:subClassOf CHEBI:36622,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:36623 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:36639 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:41275 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C7H6N2"^^xsd:string ;
    chebi:inchi "InChI=1S/C7H6N2/c1-2-4-7-6(3-1)8-5-9-7/h1-6H"^^xsd:string ;
    chebi:inchikey "VRKAZVNMMPXRKG-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "118.13602"^^xsd:string ;
    chebi:monoisotopicmass "118.05310"^^xsd:string ;
    chebi:smiles "C1=CC2N=CN=C2C=C1"^^xsd:string ;
    oboInOwl:hasExactSynonym "3aH-benzimidazole"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:36641"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36683 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:Chlorides"^^xsd:string,
        "Wikipedia:Organochloride"^^xsd:string ;
    rdfs:label "organochlorine compound"^^xsd:string ;
    definition: "An organochlorine compound is a compound containing at least one carbon-chlorine bond."^^xsd:string ;
    rdfs:subClassOf CHEBI:17792,
        CHEBI:23117 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "ClR"^^xsd:string ;
    chebi:mass "35.453"^^xsd:string ;
    chebi:monoisotopicmass "34.96885"^^xsd:string ;
    chebi:smiles "*Cl"^^xsd:string ;
    oboInOwl:hasExactSynonym "organochlorine compound"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "an organochlorine molecule"^^xsd:string,
        "chloroorganic compounds"^^xsd:string,
        "chlororganische Verbindungen"^^xsd:string,
        "organochloride"^^xsd:string,
        "organochloride compound"^^xsd:string,
        "organochloride compounds"^^xsd:string,
        "organochlorides"^^xsd:string,
        "organochlorine compounds"^^xsd:string ;
    oboInOwl:id "CHEBI:36683"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36685 a owl:Class ;
    rdfs:label "chlorocarboxylic acid"^^xsd:string ;
    definition: "A carboxylic acid containing at least one chloro group."^^xsd:string ;
    rdfs:subClassOf CHEBI:33575,
        CHEBI:36683 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "chlorocarboxylic acids"^^xsd:string ;
    oboInOwl:id "CHEBI:36685"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36688 a owl:Class ;
    rdfs:label "heterotricyclic compound"^^xsd:string ;
    rdfs:subClassOf CHEBI:33671 ;
    oboInOwl:hasExactSynonym "heterotricyclic compound"^^xsd:string,
        "heterotricyclic compounds"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "heterotricyclic compounds"^^xsd:string ;
    oboInOwl:id "CHEBI:36688"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36699 a owl:Class ;
    rdfs:label "corticosteroid hormone"^^xsd:string ;
    definition: "Any of a class of steroid hormones that are produced in the adrenal cortex."^^xsd:string ;
    rdfs:subClassOf CHEBI:26764,
        CHEBI:50858 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "adrenal cortex hormones"^^xsd:string,
        "corticosteroid hormones"^^xsd:string ;
    oboInOwl:id "CHEBI:36699"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36704 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:7710060"^^xsd:string,
        "CAS:99011-02-6"^^xsd:string,
        "Drug_Central:1429"^^xsd:string,
        "DrugBank:DB00724"^^xsd:string,
        "LINCS:LSM-5408"^^xsd:string,
        "Patent:AU2005320890"^^xsd:string,
        "Patent:EP1831219"^^xsd:string,
        "Patent:KR20070102652"^^xsd:string,
        "PMID:10861101"^^xsd:string,
        "PMID:15868314"^^xsd:string,
        "PMID:16217984"^^xsd:string,
        "PMID:18424373"^^xsd:string,
        "PMID:27548435"^^xsd:string,
        "PMID:28872561"^^xsd:string,
        "PMID:29422777"^^xsd:string,
        "PMID:29485187"^^xsd:string,
        "PMID:29505317"^^xsd:string,
        "PMID:29596875"^^xsd:string,
        "Reaxys:7710060"^^xsd:string,
        "Wikipedia:Imiquimod"^^xsd:string ;
    rdfs:label "imiquimod"^^xsd:string ;
    definition: "An imidazoquinoline fused [4,5-c] carrying isobutyl and amino substituents at N-1 and C-4 respectively. A prescription medication, it acts as an immune response modifier and is used to treat genital warts, superficial basal cell carcinoma, and actinic keratosis."^^xsd:string ;
    rdfs:subClassOf CHEBI:38776,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35610 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:36710 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C14H16N4"^^xsd:string ;
    chebi:inchi "InChI=1S/C14H16N4/c1-9(2)7-18-8-16-12-13(18)10-5-3-4-6-11(10)17-14(12)15/h3-6,8-9H,7H2,1-2H3,(H2,15,17)"^^xsd:string ;
    chebi:inchikey "DOUYETYNHWVLEO-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "240.304"^^xsd:string ;
    chebi:monoisotopicmass "240.13750"^^xsd:string ;
    chebi:smiles "C1=2C=CC=CC2N=C(C=3N=CN(C13)CC(C)C)N"^^xsd:string ;
    oboInOwl:hasExactSynonym "1-(2-methylpropyl)-1H-imidazo[4,5-c]quinolin-4-amine"^^xsd:string,
        "Imiquimod"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-isobutyl-1H-imidazo[4,5-c]quinolin-4-amine"^^xsd:string,
        "4-Amino-1-isobutyl-1H-imidazo(4,5-c)quinoline"^^xsd:string,
        "imiquimod"^^xsd:string,
        "imiquimodum"^^xsd:string,
        "R 837"^^xsd:string ;
    oboInOwl:id "CHEBI:36704"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36709 a owl:Class ;
    rdfs:label "aminoquinoline"^^xsd:string ;
    definition: "Any member of the class of quinolines in which the quinoline skeleton is substituted by one or more amino or substituted-amino groups."^^xsd:string ;
    rdfs:subClassOf CHEBI:26513,
        CHEBI:33860 ;
    oboInOwl:hasExactSynonym "aminoquinoline"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "aminoquinolines"^^xsd:string ;
    oboInOwl:id "CHEBI:36709"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36710 a owl:Class ;
    rdfs:label "interferon inducer"^^xsd:string ;
    definition: "An agent that promotes the production and release of interferons."^^xsd:string ;
    rdfs:subClassOf CHEBI:23888 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "interferon inducers"^^xsd:string ;
    oboInOwl:id "CHEBI:36710"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36765 a owl:Class ;
    rdfs:label "gibberellane"^^xsd:string ;
    rdfs:subClassOf CHEBI:35190,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:36766 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:36765"^^xsd:string ;
    oboInOwl:inSubset chebi2:1_STAR .

CHEBI:36766 a owl:Class ;
    rdfs:label "ent-gibberellane"^^xsd:string ;
    rdfs:subClassOf CHEBI:35190,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:36765 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:36766"^^xsd:string ;
    oboInOwl:inSubset chebi2:1_STAR .

CHEBI:36785 a owl:Class ;
    rdfs:label "carbobicyclic compound"^^xsd:string ;
    definition: "A bicyclic compound in which all the ring atoms are carbon."^^xsd:string ;
    rdfs:subClassOf CHEBI:33636,
        CHEBI:35294 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "carbobicyclic compounds"^^xsd:string ;
    oboInOwl:id "CHEBI:36785"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36786 a owl:Class ;
    rdfs:label "tetralins"^^xsd:string ;
    definition: "Compounds containing a tetralin skeleton."^^xsd:string ;
    rdfs:subClassOf CHEBI:33836,
        CHEBI:36785 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1,2,3,4-tetrahydronaphthalenes"^^xsd:string ;
    oboInOwl:id "CHEBI:36786"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36791 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:9001444"^^xsd:string,
        "CAS:128196-01-0"^^xsd:string,
        "Drug_Central:1053"^^xsd:string,
        "DrugBank:DB01175"^^xsd:string,
        "HMDB:HMDB0005028"^^xsd:string,
        "KEGG:D07913"^^xsd:string,
        "LINCS:LSM-3569"^^xsd:string,
        "PMID:14501259"^^xsd:string,
        "PMID:14594439"^^xsd:string,
        "PMID:14708881"^^xsd:string,
        "PMID:15200745"^^xsd:string,
        "PMID:15609164"^^xsd:string,
        "PMID:16266205"^^xsd:string,
        "PMID:16421462"^^xsd:string,
        "PMID:16937393"^^xsd:string,
        "PMID:16953656"^^xsd:string,
        "PMID:18789789"^^xsd:string,
        "PMID:19710642"^^xsd:string,
        "PMID:20825390"^^xsd:string,
        "PMID:24172161"^^xsd:string,
        "PMID:24176515"^^xsd:string,
        "PMID:24289655"^^xsd:string,
        "PMID:24424469"^^xsd:string,
        "PMID:24469525"^^xsd:string,
        "PMID:24528284"^^xsd:string,
        "PMID:34406668"^^xsd:string,
        "Wikipedia:Escitalopram"^^xsd:string ;
    rdfs:label "escitalopram"^^xsd:string ;
    definition: "A 1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)-1,3-dihydro-2-benzofuran-5-carbonitrile that has S-configuration at the chiral centre. It is the active enantiomer of citalopram."^^xsd:string ;
    rdfs:subClassOf CHEBI:77397,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:77406 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:36792 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35469 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76779 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C20H21FN2O"^^xsd:string ;
    chebi:inchi "InChI=1S/C20H21FN2O/c1-23(2)11-3-10-20(17-5-7-18(21)8-6-17)19-9-4-15(13-22)12-16(19)14-24-20/h4-9,12H,3,10-11,14H2,1-2H3/t20-/m0/s1"^^xsd:string ;
    chebi:inchikey "WSEQXVZVJXJVFP-FQEVSTJZSA-N"^^xsd:string ;
    chebi:mass "324.39202"^^xsd:string ;
    chebi:monoisotopicmass "324.16379"^^xsd:string ;
    chebi:smiles "CN(C)CCC[C@]1(OCc2cc(ccc12)C#N)c1ccc(F)cc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "(1S)-1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)-1,3-dihydro-2-benzofuran-5-carbonitrile"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(+)-citalopram"^^xsd:string,
        "(S)-citalopram"^^xsd:string,
        "escitalopram"^^xsd:string,
        "escitalopramum"^^xsd:string,
        "Esertia"^^xsd:string,
        "S(+)-citalopram"^^xsd:string,
        "S-(+)-citalopram"^^xsd:string ;
    oboInOwl:id "CHEBI:36791"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36792 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:9001443"^^xsd:string,
        "PMID:14501259"^^xsd:string,
        "Reaxys:9001443"^^xsd:string ;
    rdfs:label "(R)-citalopram"^^xsd:string ;
    definition: "A 1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)-1,3-dihydro-2-benzofuran-5-carbonitrile that has R-configuration at the chiral centre. It is the inactive enantiomer of citalopram."^^xsd:string ;
    rdfs:subClassOf CHEBI:77397,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:77405 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:36791 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C20H21FN2O"^^xsd:string ;
    chebi:inchi "InChI=1S/C20H21FN2O/c1-23(2)11-3-10-20(17-5-7-18(21)8-6-17)19-9-4-15(13-22)12-16(19)14-24-20/h4-9,12H,3,10-11,14H2,1-2H3/t20-/m1/s1"^^xsd:string ;
    chebi:inchikey "WSEQXVZVJXJVFP-HXUWFJFHSA-N"^^xsd:string ;
    chebi:mass "324.39202"^^xsd:string ;
    chebi:monoisotopicmass "324.16379"^^xsd:string ;
    chebi:smiles "CN(C)CCC[C@@]1(OCc2cc(ccc12)C#N)c1ccc(F)cc1"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(1R)-1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)-1,3-dihydro-2-benzofuran-5-carbonitrile"^^xsd:string,
        "(-)-citalopram"^^xsd:string,
        "(R)-(-)-citalopram"^^xsd:string ;
    oboInOwl:id "CHEBI:36792"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36796 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:8842375"^^xsd:string,
        "CAS:116539-58-3"^^xsd:string,
        "PMID:20825390"^^xsd:string ;
    rdfs:label "duloxetine"^^xsd:string ;
    rdfs:subClassOf CHEBI:26961,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76779 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C18H19NOS"^^xsd:string ;
    chebi:inchi "InChI=1S/C18H19NOS/c1-19-12-11-17(18-10-5-13-21-18)20-16-9-4-7-14-6-2-3-8-15(14)16/h2-10,13,17,19H,11-12H2,1H3"^^xsd:string ;
    chebi:inchikey "ZEUITGRIYCTCEM-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "297.41560"^^xsd:string ;
    chebi:monoisotopicmass "297.11874"^^xsd:string ;
    chebi:smiles "CNCCC(Oc1cccc2ccccc12)c1cccs1"^^xsd:string ;
    oboInOwl:hasExactSynonym "N-methyl-3-(naphthalen-1-yloxy)-3-(2-thienyl)propan-1-amine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "N-methyl-3-(1-naphthyloxy)-3-(2-thienyl)propan-1-amine"^^xsd:string ;
    oboInOwl:id "CHEBI:36796"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36807 a owl:Class ;
    rdfs:label "hydrochloride"^^xsd:string ;
    definition: "A salt formally resulting from the reaction of hydrochloric acid with an organic base."^^xsd:string ;
    rdfs:subClassOf CHEBI:36094 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Hydrochlorid"^^xsd:string,
        "hydrochloride salts"^^xsd:string,
        "hydrochlorides"^^xsd:string ;
    oboInOwl:id "CHEBI:36807"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36810 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1906908"^^xsd:string,
        "CAS:98-08-8"^^xsd:string,
        "Gmelin:3670"^^xsd:string,
        "PMID:11671431"^^xsd:string,
        "PMID:20958547"^^xsd:string,
        "PMID:24267073"^^xsd:string,
        "PMID:24669762"^^xsd:string,
        "Reaxys:1906908"^^xsd:string ;
    rdfs:label "(trifluoromethyl)benzene"^^xsd:string ;
    definition: "A fluorohydrocarbon that is fluoroform in which the hydrogen is substituted by a phenyl group."^^xsd:string ;
    rdfs:subClassOf CHEBI:46695,
        CHEBI:83565,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:41550 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:46787 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78298 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:228364 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C7H5F3"^^xsd:string ;
    chebi:inchi "InChI=1S/C7H5F3/c8-7(9,10)6-4-2-1-3-5-6/h1-5H"^^xsd:string ;
    chebi:inchikey "GETTZEONDQJALK-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "146.10980"^^xsd:string ;
    chebi:monoisotopicmass "146.03433"^^xsd:string ;
    chebi:smiles "FC(F)(F)c1ccccc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "(trifluoromethyl)benzene"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "alpha,alpha,alpha-trifluorotoluene"^^xsd:string,
        "benzotrifluoride"^^xsd:string,
        "C6H5CF3"^^xsd:string,
        "CF3Ph"^^xsd:string,
        "omega-trifluorotoluene"^^xsd:string,
        "PhCF3"^^xsd:string,
        "phenylfluoroform"^^xsd:string,
        "trifluoromethylbenzene"^^xsd:string ;
    oboInOwl:id "CHEBI:36810"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36812 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1907717"^^xsd:string,
        "CAS:1009-14-9"^^xsd:string,
        "HMDB:HMDB0031208"^^xsd:string,
        "PMID:22822671"^^xsd:string,
        "Reaxys:1907717"^^xsd:string,
        "Wikipedia:Valerophenone"^^xsd:string ;
    rdfs:label "valerophenone"^^xsd:string ;
    definition: "An aromatic ketone that consists of benzene substituted by a pentanoyl group."^^xsd:string ;
    rdfs:subClassOf CHEBI:76224,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:27311 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C11H14O"^^xsd:string ;
    chebi:inchi "InChI=1S/C11H14O/c1-2-3-9-11(12)10-7-5-4-6-8-10/h4-8H,2-3,9H2,1H3"^^xsd:string ;
    chebi:inchikey "XKGLSKVNOSHTAD-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "162.22826"^^xsd:string ;
    chebi:monoisotopicmass "162.10447"^^xsd:string ;
    chebi:smiles "CCCCC(=O)c1ccccc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "1-phenylpentan-1-one"^^xsd:string,
        "valerophenone"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-phenyl-1-pentanone"^^xsd:string,
        "butyl phenyl ketone"^^xsd:string,
        "pentanophenone"^^xsd:string ;
    oboInOwl:id "CHEBI:36812"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36814 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:2046709"^^xsd:string ;
    rdfs:label "5-methoxyvalerophenone"^^xsd:string ;
    rdfs:subClassOf CHEBI:76224,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:36812 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C12H16O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C12H16O2/c1-14-10-6-5-9-12(13)11-7-3-2-4-8-11/h2-4,7-8H,5-6,9-10H2,1H3"^^xsd:string ;
    chebi:inchikey "GMRYZTZQKPZDLK-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "192.25424"^^xsd:string ;
    chebi:monoisotopicmass "192.11503"^^xsd:string ;
    chebi:smiles "COCCCCC(=O)c1ccccc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "5-methoxy-1-phenylpentan-1-one"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:36814"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36815 a owl:Class ;
    rdfs:label "5-methoxyvalerophenone O-(2-aminoethyl)oxime"^^xsd:string ;
    rdfs:subClassOf CHEBI:36816,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:36814 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:36815"^^xsd:string ;
    oboInOwl:inSubset chebi2:1_STAR .

CHEBI:36816 a owl:Class ;
    rdfs:label "oxime O-ether"^^xsd:string ;
    definition: "O-organyl oximes R2C=NOR' (R' =/= H)."^^xsd:string ;
    rdfs:subClassOf CHEBI:25698,
        CHEBI:35352 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "CNOR3"^^xsd:string ;
    chebi:mass "42.017"^^xsd:string ;
    chebi:monoisotopicmass "41.99799"^^xsd:string ;
    chebi:smiles "[*]O\\N=C(/[*])[*]"^^xsd:string ;
    oboInOwl:hasExactSynonym "oxime O-ether"^^xsd:string,
        "oxime O-ethers"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "O-substituted oximes"^^xsd:string,
        "oxime ether"^^xsd:string,
        "oxime ethers"^^xsd:string,
        "oxime O-ethers"^^xsd:string ;
    oboInOwl:id "CHEBI:36816"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36818 a owl:Class ;
    rdfs:label "seco-cholestane"^^xsd:string ;
    rdfs:subClassOf CHEBI:35788 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "seco-cholestanes"^^xsd:string ;
    oboInOwl:id "CHEBI:36818"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36819 a owl:Class ;
    rdfs:label "seco-ergostane"^^xsd:string ;
    rdfs:subClassOf CHEBI:35788 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "seco-ergostanes"^^xsd:string ;
    oboInOwl:id "CHEBI:36819"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36820 a owl:Class ;
    rdfs:label "ring assembly"^^xsd:string ;
    definition: "Two or more cyclic systems (single rings or fused systems) which are directly joined to each other by double or single bonds are named ring assemblies when the number of such direct ring junctions is one less than the number of cyclic systems involved."^^xsd:string ;
    rdfs:subClassOf CHEBI:33595 ;
    oboInOwl:hasExactSynonym "ring assemblies"^^xsd:string,
        "ring assembly"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:36820"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36823 a owl:Class ;
    rdfs:label "pseudohalo group"^^xsd:string ;
    rdfs:subClassOf CHEBI:24433 ;
    oboInOwl:hasExactSynonym "pseudohalide group"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "halogenoid group"^^xsd:string,
        "pseudohalido group"^^xsd:string,
        "pseudohalo groups"^^xsd:string,
        "pseudohalogen group"^^xsd:string ;
    oboInOwl:id "CHEBI:36823"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36828 a owl:Class ;
    rdfs:label "pseudohalide anion"^^xsd:string ;
    rdfs:subClassOf CHEBI:36829 ;
    oboInOwl:hasExactSynonym "pseudohalide ions"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "pseudohalide anions"^^xsd:string,
        "pseudohalides"^^xsd:string,
        "pseudohalogen anion"^^xsd:string,
        "pseudohalogen ion"^^xsd:string ;
    oboInOwl:id "CHEBI:36828"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36829 a owl:Class ;
    rdfs:label "polyatomic monoanion"^^xsd:string ;
    rdfs:subClassOf CHEBI:33273,
        CHEBI:36830 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "polyatomic monoanions"^^xsd:string ;
    oboInOwl:id "CHEBI:36829"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36830 a owl:Class ;
    rdfs:label "monoanion"^^xsd:string ;
    rdfs:subClassOf CHEBI:22563 ;
    chebi:charge "-1"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "monoanions"^^xsd:string ;
    oboInOwl:id "CHEBI:36830"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36834 a owl:Class ;
    rdfs:label "3-hydroxy steroid"^^xsd:string ;
    definition: "Any hydroxy steroid carrying a hydroxy group at position 3."^^xsd:string ;
    rdfs:subClassOf CHEBI:35350 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3-hydroxy steroids"^^xsd:string ;
    oboInOwl:id "CHEBI:36834"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36836 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C02945"^^xsd:string,
        "MetaCyc:3-Beta-Hydroxysterols"^^xsd:string,
        "PMID:10535978"^^xsd:string,
        "PMID:12829805"^^xsd:string ;
    rdfs:label "3beta-hydroxy steroid"^^xsd:string ;
    definition: "A 3-hydroxy steroid in which the 3-hydroxy substituent is in the  beta-position."^^xsd:string ;
    rdfs:subClassOf CHEBI:35681,
        CHEBI:36834 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C19H31OR"^^xsd:string ;
    chebi:mass "275.450"^^xsd:string ;
    chebi:monoisotopicmass "275.23749"^^xsd:string ;
    chebi:smiles "C12C(C3C(C(CC3)*)(C)CC1)CCC4C2(CC[C@@H](C4)O)C"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:71195"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3beta-hydroxy steroids"^^xsd:string,
        "a 3beta-hydroxysteroid"^^xsd:string ;
    oboInOwl:id "CHEBI:36836"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36838 a owl:Class ;
    rdfs:label "17-hydroxy steroid"^^xsd:string ;
    definition: "A hydroxy steroid carrying a hydroxy group at position 17."^^xsd:string ;
    rdfs:subClassOf CHEBI:35350 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "17-hydroxy steroids"^^xsd:string ;
    oboInOwl:id "CHEBI:36838"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36840 a owl:Class ;
    rdfs:label "16-hydroxy steroid"^^xsd:string ;
    definition: "Any hydroxy steroid carrying a hydroxy group at position 16."^^xsd:string ;
    rdfs:subClassOf CHEBI:35350 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "16-hydroxy steroids"^^xsd:string ;
    oboInOwl:id "CHEBI:36840"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36841 a owl:Class ;
    rdfs:label "11-hydroxy steroid"^^xsd:string ;
    rdfs:subClassOf CHEBI:35350 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "11-hydroxy steroids"^^xsd:string ;
    oboInOwl:id "CHEBI:36841"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36848 a owl:Class ;
    rdfs:label "5-hydroxy steroid"^^xsd:string ;
    rdfs:subClassOf CHEBI:35350 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "5-hydroxy steroids"^^xsd:string ;
    oboInOwl:id "CHEBI:36848"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36853 a owl:Class ;
    rdfs:label "hydroxy seco-steroid"^^xsd:string ;
    rdfs:subClassOf CHEBI:35350,
        CHEBI:35788 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "hydroxy seco-steroids"^^xsd:string ;
    oboInOwl:id "CHEBI:36853"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36856 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:2069401"^^xsd:string,
        "CAS:6914-07-4"^^xsd:string,
        "Gmelin:113"^^xsd:string ;
    rdfs:label "hydrogen isocyanide"^^xsd:string ;
    rdfs:subClassOf CHEBI:33405,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:17514 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:18407 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "CHN"^^xsd:string ;
    chebi:inchi "InChI=1S/CHN/c1-2/h2H"^^xsd:string ;
    chebi:inchikey "QIUBLANJVAOHHY-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "27.02538"^^xsd:string ;
    chebi:monoisotopicmass "27.01090"^^xsd:string ;
    chebi:smiles "[C-]#[NH+]"^^xsd:string ;
    oboInOwl:hasExactSynonym "hydrogen isocyanide"^^xsd:string,
        "nitriliomethanide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "CNH"^^xsd:string,
        "HN(+)#C(-)"^^xsd:string,
        "HNC"^^xsd:string,
        "hydroisocyanic acid"^^xsd:string ;
    oboInOwl:id "CHEBI:36856"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36860 a owl:Class ;
    rdfs:label "14-hydroxy steroid"^^xsd:string ;
    rdfs:subClassOf CHEBI:35350 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "14-hydroxy steroids"^^xsd:string ;
    oboInOwl:id "CHEBI:36860"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36862 a owl:Class ;
    rdfs:label "14beta-hydroxy steroid"^^xsd:string ;
    definition: "A 14-hydroxy steroid in which the hydroxy group has a beta-configuration."^^xsd:string ;
    rdfs:subClassOf CHEBI:36860 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "14beta-hydroxy steroids"^^xsd:string ;
    oboInOwl:id "CHEBI:36862"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36871 a owl:Class ;
    rdfs:label "inorganic radical"^^xsd:string ;
    rdfs:subClassOf CHEBI:24835,
        CHEBI:26519 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "inorganic radicals"^^xsd:string ;
    oboInOwl:id "CHEBI:36871"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36885 a owl:Class ;
    rdfs:label "20-oxo steroid"^^xsd:string ;
    definition: "An oxo steroid carrying an oxo group at position 20."^^xsd:string ;
    rdfs:subClassOf CHEBI:35789 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "20-oxo steroids"^^xsd:string ;
    oboInOwl:id "CHEBI:36885"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36894 a owl:Class ;
    rdfs:label "elemental bromine"^^xsd:string ;
    rdfs:subClassOf CHEBI:33434 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:36894"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36896 a owl:Class ;
    rdfs:label "monoatomic bromine"^^xsd:string ;
    rdfs:subClassOf CHEBI:36894 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "Br"^^xsd:string ;
    chebi:mass "79.904"^^xsd:string ;
    chebi:monoisotopicmass "78.91834"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "atomic bromine"^^xsd:string ;
    oboInOwl:id "CHEBI:36896"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36902 a owl:Class ;
    rdfs:label "chalcogen hydride"^^xsd:string ;
    rdfs:subClassOf CHEBI:33242,
        CHEBI:33304 ;
    oboInOwl:hasExactSynonym "chalcogen hydride"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "chalcogen hydrides"^^xsd:string ;
    oboInOwl:id "CHEBI:36902"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36914 a owl:Class ;
    rdfs:label "inorganic ion"^^xsd:string ;
    rdfs:subClassOf CHEBI:24835,
        CHEBI:24870 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "inorganic ions"^^xsd:string ;
    oboInOwl:id "CHEBI:36914"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36915 a owl:Class ;
    rdfs:label "inorganic cation"^^xsd:string ;
    rdfs:subClassOf CHEBI:36914,
        CHEBI:36916 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "inorganic cations"^^xsd:string ;
    oboInOwl:id "CHEBI:36915"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36916 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C01373"^^xsd:string ;
    rdfs:label "cation"^^xsd:string ;
    definition: "A monoatomic or polyatomic species having one or more elementary charges of the proton."^^xsd:string ;
    rdfs:subClassOf CHEBI:24870 ;
    oboInOwl:hasAlternativeId "CHEBI:3473"^^xsd:string,
        "CHEBI:23058"^^xsd:string ;
    oboInOwl:hasExactSynonym "Cation"^^xsd:string,
        "cation"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "cationes"^^xsd:string,
        "cations"^^xsd:string,
        "Kation"^^xsd:string,
        "Kationen"^^xsd:string ;
    oboInOwl:id "CHEBI:36916"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36961 a owl:Class ;
    rdfs:label "chalcocarbonic acid"^^xsd:string ;
    rdfs:subClassOf CHEBI:36962 ;
    oboInOwl:hasExactSynonym "chalcocarbonic acid"^^xsd:string,
        "chalcocarbonic acids"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "chalcocarbonic acids"^^xsd:string ;
    oboInOwl:id "CHEBI:36961"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36962 a owl:Class ;
    rdfs:label "organochalcogen compound"^^xsd:string ;
    definition: "An organochalcogen compound is a compound containing at least one carbon-chalcogen bond."^^xsd:string ;
    rdfs:subClassOf CHEBI:33285,
        CHEBI:33304 ;
    oboInOwl:hasExactSynonym "organochalcogen compound"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "organochalcogen compounds"^^xsd:string ;
    oboInOwl:id "CHEBI:36962"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36963 a owl:Class ;
    oboInOwl:hasDbXref "PMID:17586126"^^xsd:string ;
    rdfs:label "organooxygen compound"^^xsd:string ;
    definition: "An organochalcogen compound containing at least one carbon-oxygen bond."^^xsd:string ;
    rdfs:subClassOf CHEBI:25806,
        CHEBI:36962 ;
    oboInOwl:hasExactSynonym "organooxygen compound"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "organooxygen compounds"^^xsd:string ;
    oboInOwl:id "CHEBI:36963"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36976 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C00215"^^xsd:string,
        "Wikipedia:Nucleotide"^^xsd:string ;
    rdfs:label "nucleotide"^^xsd:string ;
    definition: "A nucleotide is a nucleoside phosphate resulting from the condensation of the 3 or 5 hydroxy group of a nucleoside with phosphoric acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:25608 ;
    oboInOwl:hasAlternativeId "CHEBI:7656"^^xsd:string,
        "CHEBI:13215"^^xsd:string,
        "CHEBI:13663"^^xsd:string ;
    oboInOwl:hasExactSynonym "Nucleotide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "nucleotides"^^xsd:string ;
    oboInOwl:id "CHEBI:36976"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36982 a owl:Class ;
    rdfs:label "cyclic purine nucleotide"^^xsd:string ;
    rdfs:subClassOf CHEBI:23447,
        CHEBI:26395 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "cyclic purine nucleotides"^^xsd:string ;
    oboInOwl:id "CHEBI:36982"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:36991 a owl:Class ;
    rdfs:label "C-glycosyl pyrimidine"^^xsd:string ;
    rdfs:subClassOf CHEBI:37086 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "C-glycosyl pyrimidines"^^xsd:string ;
    oboInOwl:id "CHEBI:36991"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37015 a owl:Class ;
    rdfs:label "ribonucleoside 5'-phosphate"^^xsd:string ;
    rdfs:subClassOf CHEBI:16701,
        CHEBI:26561 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "ribonucleoside 5'-phosphates"^^xsd:string ;
    oboInOwl:id "CHEBI:37015"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37016 a owl:Class ;
    rdfs:label "2'-deoxyribonucleoside 5'-phosphate"^^xsd:string ;
    rdfs:subClassOf CHEBI:16701,
        CHEBI:19260 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2'-deoxyribonucleoside 5'-phosphates"^^xsd:string ;
    oboInOwl:id "CHEBI:37016"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37022 a owl:Class ;
    rdfs:label "amino-acid anion"^^xsd:string ;
    rdfs:subClassOf CHEBI:29067,
        CHEBI:35352,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:33709 ] ;
    oboInOwl:hasExactSynonym "amino-acid anion"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "amino acid anions"^^xsd:string,
        "amino-acid anions"^^xsd:string ;
    oboInOwl:id "CHEBI:37022"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37038 a owl:Class ;
    rdfs:label "purine ribonucleoside 5'-diphosphate"^^xsd:string ;
    rdfs:subClassOf CHEBI:26396,
        CHEBI:26400,
        CHEBI:37075 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "purine ribonucleoside 5'-diphosphates"^^xsd:string ;
    oboInOwl:id "CHEBI:37038"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37043 a owl:Class ;
    rdfs:label "pyrimidine 2'-deoxyribonucleoside 5'-triphosphate"^^xsd:string ;
    rdfs:subClassOf CHEBI:16381,
        CHEBI:26435,
        CHEBI:26436 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "pyrimidine 2'-deoxyribonucleoside 5'-triphosphates"^^xsd:string ;
    oboInOwl:id "CHEBI:37043"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37045 a owl:Class ;
    rdfs:label "purine ribonucleoside 5'-triphosphate"^^xsd:string ;
    rdfs:subClassOf CHEBI:26398,
        CHEBI:26400,
        CHEBI:37076 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "purine ribonucleoside 5'-triphosphates"^^xsd:string ;
    oboInOwl:id "CHEBI:37045"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37070 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1098537"^^xsd:string,
        "CAS:116-53-0"^^xsd:string,
        "DrugBank:DB03741"^^xsd:string,
        "HMDB:HMDB0002176"^^xsd:string,
        "KEGG:C18319"^^xsd:string,
        "LIPID_MAPS_instance:LMFA01020072"^^xsd:string,
        "PMID:3372640"^^xsd:string,
        "PMID:15615815"^^xsd:string,
        "PMID:16751541"^^xsd:string,
        "PMID:18828792"^^xsd:string,
        "PMID:22202876"^^xsd:string,
        "Reaxys:1098537"^^xsd:string ;
    rdfs:label "2-methylbutyric acid"^^xsd:string ;
    definition: "A methylbutyric acid comprising a butyric acid core carrying a 2-methyl substituent. Produced from amino acid leucine during nutrient starvation in bacteria."^^xsd:string ;
    rdfs:subClassOf CHEBI:38653,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:48946 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76969 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5H10O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H10O2/c1-3-4(2)5(6)7/h4H,3H2,1-2H3,(H,6,7)"^^xsd:string ;
    chebi:inchikey "WLAMNBDJUVNPJU-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "102.13170"^^xsd:string ;
    chebi:monoisotopicmass "102.06808"^^xsd:string ;
    chebi:smiles "CCC(C)C(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-methylbutanoic acid"^^xsd:string,
        "2-Methylbutyric acid"^^xsd:string,
        "2-methylbutyric acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-methybutyric acid"^^xsd:string,
        "alpha-methyl butyric acid"^^xsd:string,
        "alpha-methylbutyric acid"^^xsd:string,
        "butane-2-carboxylic acid"^^xsd:string,
        "ethylmethylacetic acid"^^xsd:string,
        "methylethylacetic acid"^^xsd:string ;
    oboInOwl:id "CHEBI:37070"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37075 a owl:Class ;
    rdfs:label "ribonucleoside 5'-diphosphate"^^xsd:string ;
    rdfs:subClassOf CHEBI:37015 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "ribonucleoside 5'-diphosphates"^^xsd:string ;
    oboInOwl:id "CHEBI:37075"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37076 a owl:Class ;
    rdfs:label "ribonucleoside 5'-triphosphate"^^xsd:string ;
    rdfs:subClassOf CHEBI:37015 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "ribonucleoside 5'-triphosphates"^^xsd:string ;
    oboInOwl:id "CHEBI:37076"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37086 a owl:Class ;
    rdfs:label "C-nucleoside"^^xsd:string ;
    rdfs:subClassOf CHEBI:20857 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:37086"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37096 a owl:Class ;
    rdfs:label "adenosine 5'-phosphate"^^xsd:string ;
    rdfs:subClassOf CHEBI:22256 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "adenosine 5'-phosphates"^^xsd:string ;
    oboInOwl:id "CHEBI:37096"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37121 a owl:Class ;
    rdfs:label "guanosine 5'-phosphate"^^xsd:string ;
    rdfs:subClassOf CHEBI:24455 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "guanosine 5'-phosphates"^^xsd:string ;
    oboInOwl:id "CHEBI:37121"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37123 a owl:Class ;
    rdfs:label "nucleoside bisphosphate"^^xsd:string ;
    rdfs:subClassOf CHEBI:25608 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "nucleoside bisphosphates"^^xsd:string ;
    oboInOwl:id "CHEBI:37123"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37128 a owl:Class ;
    rdfs:label "caesium molecular entity"^^xsd:string ;
    rdfs:subClassOf CHEBI:33296,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:30514 ] ;
    oboInOwl:hasExactSynonym "caesium molecular entity"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "caesium compounds"^^xsd:string,
        "caesium molecular entities"^^xsd:string,
        "cesium compounds"^^xsd:string ;
    oboInOwl:id "CHEBI:37128"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37141 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:Bromide"^^xsd:string,
        "Wikipedia:Organobromine_compound"^^xsd:string ;
    rdfs:label "organobromine compound"^^xsd:string ;
    definition: "A compound containing at least one carbon-bromine bond."^^xsd:string ;
    rdfs:subClassOf CHEBI:17792,
        CHEBI:22928 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "BrR"^^xsd:string ;
    chebi:mass "79.904"^^xsd:string ;
    chebi:monoisotopicmass "78.91834"^^xsd:string ;
    chebi:smiles "*Br"^^xsd:string ;
    oboInOwl:hasExactSynonym "organobromine compound"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "an organobromine molecule"^^xsd:string,
        "bromoorganic compound"^^xsd:string,
        "organobromide"^^xsd:string,
        "organobromide compound"^^xsd:string,
        "organobromide compounds"^^xsd:string,
        "organobromides"^^xsd:string,
        "organobromine compounds"^^xsd:string ;
    oboInOwl:id "CHEBI:37141"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37142 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:Organoiodine-Compounds"^^xsd:string,
        "Wikipedia:Organoiodine_compound"^^xsd:string ;
    rdfs:label "organoiodine compound"^^xsd:string ;
    definition: "An organoiodine compound is a compound containing at least one carbon-iodine bond."^^xsd:string ;
    rdfs:subClassOf CHEBI:17792,
        CHEBI:24860 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "IR"^^xsd:string ;
    chebi:mass "126.904"^^xsd:string ;
    chebi:monoisotopicmass "126.90447"^^xsd:string ;
    chebi:smiles "*I"^^xsd:string ;
    oboInOwl:hasExactSynonym "organoiodine compound"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "organoiodine compounds"^^xsd:string ;
    oboInOwl:id "CHEBI:37142"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37143 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:Fluorides"^^xsd:string ;
    rdfs:label "organofluorine compound"^^xsd:string ;
    definition: "An organofluorine compound is a compound containing at least one carbon-fluorine bond."^^xsd:string ;
    rdfs:subClassOf CHEBI:17792,
        CHEBI:24062 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "FR"^^xsd:string ;
    chebi:mass "18.998"^^xsd:string ;
    chebi:monoisotopicmass "18.99840"^^xsd:string ;
    chebi:smiles "*F"^^xsd:string ;
    oboInOwl:hasExactSynonym "organofluorine compound"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "fluoroorganic compound"^^xsd:string,
        "fluoroorganic compounds"^^xsd:string,
        "fluoroorganics"^^xsd:string,
        "fluororganische Verbindungen"^^xsd:string,
        "organofluorine compounds"^^xsd:string ;
    oboInOwl:id "CHEBI:37143"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37153 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Phosphoprotein_phosphatase"^^xsd:string,
        "Wikipedia:Protein_serine/threonine_phosphatase"^^xsd:string ;
    rdfs:label "EC 3.1.3.16 (phosphoprotein phosphatase) inhibitor"^^xsd:string ;
    definition: "Any EC 3.1.3.* (phosphoric monoester hydrolase) inhibitor that interferes with the action of phosphoprotein phosphatase (EC 3.1.3.16)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76775 ;
    oboInOwl:hasAlternativeId "CHEBI:62670"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3-hydroxy 3-methylglutaryl coenzymeA reductase phosphatase inhibitor"^^xsd:string,
        "3-hydroxy 3-methylglutaryl coenzymeA reductase phosphatase inhibitors"^^xsd:string,
        "Aspergillus awamori acid protein phosphatase inhibitor"^^xsd:string,
        "Aspergillus awamori acid protein phosphatase inhibitors"^^xsd:string,
        "BCKDH phosphatase inhibitor"^^xsd:string,
        "BCKDH phosphatase inhibitors"^^xsd:string,
        "branched-chain alpha-keto acid dehydrogenase phosphatase inhibitor"^^xsd:string,
        "branched-chain alpha-keto acid dehydrogenase phosphatase inhibitors"^^xsd:string,
        "calcineurin inhibitor"^^xsd:string,
        "calcineurin inhibitors"^^xsd:string,
        "casein phosphatase inhibitor"^^xsd:string,
        "casein phosphatase inhibitors"^^xsd:string,
        "EC 3.1.3.16 (protein serine/threonine phosphatase) inhibitors"^^xsd:string,
        "EC 3.1.3.16 inhibitor"^^xsd:string,
        "EC 3.1.3.16 inhibitors"^^xsd:string,
        "HMG-CoA reductase phosphatase inhibitor"^^xsd:string,
        "HMG-CoA reductase phosphatase inhibitors"^^xsd:string,
        "phosphatase 2A inhibitor"^^xsd:string,
        "phosphatase 2A inhibitors"^^xsd:string,
        "phosphatase 2B inhibitor"^^xsd:string,
        "phosphatase 2B inhibitors"^^xsd:string,
        "phosphatase C-II inhibitor"^^xsd:string,
        "phosphatase C-II inhibitors"^^xsd:string,
        "phosphatase H-II inhibitor"^^xsd:string,
        "phosphatase H-II inhibitors"^^xsd:string,
        "phosphatase I inhibitor"^^xsd:string,
        "phosphatase I inhibitors"^^xsd:string,
        "phosphatase IB inhibitor"^^xsd:string,
        "phosphatase IB inhibitors"^^xsd:string,
        "phosphatase II inhibitor"^^xsd:string,
        "phosphatase II inhibitors"^^xsd:string,
        "phosphatase III inhibitor"^^xsd:string,
        "phosphatase III inhibitors"^^xsd:string,
        "phosphatase IV inhibitor"^^xsd:string,
        "phosphatase IV inhibitors"^^xsd:string,
        "phosphatase SP inhibitor"^^xsd:string,
        "phosphatase SP inhibitors"^^xsd:string,
        "phosphoprotein phosphatase (EC 3.1.3.16) inhibitor"^^xsd:string,
        "phosphoprotein phosphatase (EC 3.1.3.16) inhibitors"^^xsd:string,
        "phosphoprotein phosphatase inhibitor"^^xsd:string,
        "phosphoprotein phosphatase inhibitors"^^xsd:string,
        "phosphoprotein phosphohydrolase inhibitor"^^xsd:string,
        "phosphoprotein phosphohydrolase inhibitors"^^xsd:string,
        "phosphopyruvate dehydrogenase phosphatase inhibitor"^^xsd:string,
        "phosphopyruvate dehydrogenase phosphatase inhibitors"^^xsd:string,
        "phosphospectrin phosphatase inhibitor"^^xsd:string,
        "phosphospectrin phosphatase inhibitors"^^xsd:string,
        "polycation modulated (PCM-) phosphatase inhibitor"^^xsd:string,
        "polycation modulated (PCM-) phosphatase inhibitors"^^xsd:string,
        "protein D phosphatase inhibitor"^^xsd:string,
        "protein D phosphatase inhibitors"^^xsd:string,
        "protein phosphatase inhibitor"^^xsd:string,
        "protein phosphatase inhibitors"^^xsd:string,
        "protein phosphatase-1 inhibitor"^^xsd:string,
        "protein phosphatase-1 inhibitors"^^xsd:string,
        "protein phosphatase-2A inhibitor"^^xsd:string,
        "protein phosphatase-2A inhibitors"^^xsd:string,
        "protein phosphatase-2B inhibitor"^^xsd:string,
        "protein phosphatase-2B inhibitors"^^xsd:string,
        "protein phosphatase-2C inhibitor"^^xsd:string,
        "protein phosphatase-2C inhibitors"^^xsd:string,
        "protein serine/threonine phosphatase (EC 3.1.3.16) inhibitors"^^xsd:string,
        "protein serine/threonine phosphatase inhibitor"^^xsd:string,
        "protein serine/threonine phosphatase inhibitors"^^xsd:string,
        "serine/threonine specific protein phosphatase inhibitor"^^xsd:string,
        "serine/threonine specific protein phosphatase inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:37153"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37163 a owl:Class ;
    oboInOwl:hasDbXref "CAS:9037-91-6"^^xsd:string,
        "KEGG:C01379"^^xsd:string ;
    rdfs:label "glucan"^^xsd:string ;
    definition: "A polysaccharide composed of glucose residues."^^xsd:string ;
    rdfs:subClassOf CHEBI:37164 ;
    chebi:formula "C12H22O11(C6H10O5)n"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:5392"^^xsd:string,
        "CHEBI:24255"^^xsd:string ;
    oboInOwl:hasExactSynonym "Glucan"^^xsd:string,
        "glucan"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "glucans"^^xsd:string ;
    oboInOwl:id "CHEBI:37163"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37164 a owl:Class ;
    rdfs:label "homopolysaccharide"^^xsd:string ;
    definition: "Glycans composed of a single type of monosaccharide residue. They are named by replacing the ending '-ose' of the sugar by '-an'."^^xsd:string ;
    rdfs:subClassOf CHEBI:18154 ;
    oboInOwl:hasExactSynonym "homopolysaccharide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "homoglycan"^^xsd:string,
        "homopolysaccharides"^^xsd:string ;
    oboInOwl:id "CHEBI:37164"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37165 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C05796"^^xsd:string,
        "KEGG:G10534"^^xsd:string,
        "PMID:8154046"^^xsd:string ;
    rdfs:label "galactan"^^xsd:string ;
    definition: "Polysaccharides composed of galactose residues."^^xsd:string ;
    rdfs:subClassOf CHEBI:37164,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ] ;
    chebi:formula "(C12H20O11)n"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:5249"^^xsd:string,
        "CHEBI:24134"^^xsd:string ;
    oboInOwl:hasExactSynonym "Galactan"^^xsd:string,
        "galactan"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "galactans"^^xsd:string ;
    oboInOwl:id "CHEBI:37165"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37175 a owl:Class ;
    rdfs:label "organic hydride"^^xsd:string ;
    rdfs:subClassOf CHEBI:33692 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "organic hydrides"^^xsd:string ;
    oboInOwl:id "CHEBI:37175"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37176 a owl:Class ;
    rdfs:label "mononuclear parent hydride"^^xsd:string ;
    rdfs:subClassOf CHEBI:33692 ;
    oboInOwl:hasExactSynonym "mononuclear parent hydrides"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "mononuclear hydride"^^xsd:string,
        "mononuclear hydrides"^^xsd:string ;
    oboInOwl:id "CHEBI:37176"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37206 a owl:Class ;
    rdfs:label "hexol"^^xsd:string ;
    definition: "A polyol that contains 6 hydroxy groups."^^xsd:string ;
    rdfs:subClassOf CHEBI:26191 ;
    oboInOwl:hasExactSynonym "hexol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "hexols"^^xsd:string ;
    oboInOwl:id "CHEBI:37206"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37240 a owl:Class ;
    rdfs:label "adenosine 3',5'-bisphosphate"^^xsd:string ;
    rdfs:subClassOf CHEBI:22251 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "adenosine 3',5'-bisphosphates"^^xsd:string ;
    oboInOwl:id "CHEBI:37240"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37246 a owl:Class ;
    rdfs:label "elemental sodium"^^xsd:string ;
    rdfs:subClassOf CHEBI:26712 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:37246"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37247 a owl:Class ;
    rdfs:label "elemental potassium"^^xsd:string ;
    rdfs:subClassOf CHEBI:26217 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:37247"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37253 a owl:Class ;
    rdfs:label "elemental zinc"^^xsd:string ;
    rdfs:subClassOf CHEBI:27364 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:37253"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37323 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:539579"^^xsd:string,
        "PMID:16128574"^^xsd:string,
        "Reaxys:539579"^^xsd:string ;
    rdfs:label "7,8-dimethylisoalloxazine"^^xsd:string ;
    definition: "A 7,8-dimethylbenzo[g]pteridine-2,4-dione that is  isoalloxazine substituted by methyl groups at positions 7 and 8."^^xsd:string ;
    rdfs:subClassOf CHEBI:37324,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:37327 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:17781 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C12H10N4O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C12H10N4O2/c1-5-3-7-8(4-6(5)2)14-10-9(13-7)11(17)16-12(18)15-10/h3-4H,1-2H3,(H2,14,15,16,17,18)"^^xsd:string ;
    chebi:inchikey "ZJTJUVIJVLLGSP-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "242.23356"^^xsd:string ;
    chebi:monoisotopicmass "242.08038"^^xsd:string ;
    chebi:smiles "Cc1cc2nc3c(nc(=O)[nH]c3=O)[nH]c2cc1C"^^xsd:string ;
    oboInOwl:hasExactSynonym "7,8-dimethylbenzo[g]pteridine-2,4(3H,10H)-dione"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "dimethylisoalloxazine"^^xsd:string ;
    oboInOwl:id "CHEBI:37323"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37324 a owl:Class ;
    rdfs:label "7,8-dimethylbenzo[g]pteridine-2,4-dione"^^xsd:string ;
    rdfs:subClassOf CHEBI:38925 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C12H10N4O2"^^xsd:string ;
    chebi:mass "242.234"^^xsd:string ;
    chebi:monoisotopicmass "242.08038"^^xsd:string ;
    oboInOwl:hasExactSynonym "7,8-dimethylbenzo[g]pteridine-2,4-dione"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:37324"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37325 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:85819"^^xsd:string,
        "CAS:490-59-5"^^xsd:string,
        "LINCS:LSM-2889"^^xsd:string ;
    rdfs:label "alloxazine"^^xsd:string ;
    rdfs:subClassOf CHEBI:37326,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:37327 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C10H6N4O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C10H6N4O2/c15-9-7-8(13-10(16)14-9)12-6-4-2-1-3-5(6)11-7/h1-4H,(H2,12,13,14,15,16)"^^xsd:string ;
    chebi:inchikey "HAUGRYOERYOXHX-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "214.18040"^^xsd:string ;
    chebi:monoisotopicmass "214.04908"^^xsd:string ;
    chebi:smiles "O=c1[nH]c2nc3ccccc3nc2c(=O)[nH]1"^^xsd:string ;
    oboInOwl:hasExactSynonym "alloxazine"^^xsd:string,
        "benzo[g]pteridine-2,4(1H,3H)-dione"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Alloxazin"^^xsd:string ;
    oboInOwl:id "CHEBI:37325"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37326 a owl:Class ;
    rdfs:label "benzo[g]pteridine-2,4-dione"^^xsd:string ;
    rdfs:subClassOf CHEBI:38925 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C10H6N4O2"^^xsd:string ;
    chebi:mass "214.181"^^xsd:string ;
    chebi:monoisotopicmass "214.04908"^^xsd:string ;
    oboInOwl:hasExactSynonym "benzo[g]pteridine-2,4-dione"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:37326"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37327 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:991206"^^xsd:string ;
    rdfs:label "isoalloxazine"^^xsd:string ;
    rdfs:subClassOf CHEBI:37326,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:37325 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C10H6N4O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C10H6N4O2/c15-9-7-8(13-10(16)14-9)12-6-4-2-1-3-5(6)11-7/h1-4H,(H2,12,13,14,15,16)"^^xsd:string ;
    chebi:inchikey "HAUGRYOERYOXHX-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "214.18040"^^xsd:string ;
    chebi:monoisotopicmass "214.04908"^^xsd:string ;
    chebi:smiles "O=c1nc2[nH]c3ccccc3nc2c(=O)[nH]1"^^xsd:string ;
    oboInOwl:hasExactSynonym "benzo[g]pteridine-2,4(3H,10H)-dione"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:37327"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37332 a owl:Class ;
    rdfs:label "tropane alkaloid"^^xsd:string ;
    rdfs:subClassOf CHEBI:22315,
        CHEBI:38295 ;
    oboInOwl:hasAlternativeId "CHEBI:27154"^^xsd:string,
        "CHEBI:27155"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "tropane alkaloids"^^xsd:string ;
    oboInOwl:id "CHEBI:37332"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37333 a owl:Class ;
    oboInOwl:hasDbXref "CAS:131410-48-5"^^xsd:string,
        "DrugBank:DB00225"^^xsd:string,
        "Wikipedia:Gadodiamide"^^xsd:string ;
    rdfs:label "gadodiamide"^^xsd:string ;
    definition: "A non-ionic gadolinium chelate having a macrocyclic triamine framework. It is used as a paramagnetic contrast agent in magnetic resonance imaging (MRI)."^^xsd:string ;
    rdfs:subClassOf CHEBI:35730,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37335 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C16H26GdN5O8"^^xsd:string ;
    chebi:inchi "InChI=1S/C16H29N5O8.Gd/c1-17-12(22)7-20(10-15(26)27)5-3-19(9-14(24)25)4-6-21(11-16(28)29)8-13(23)18-2;/h3-11H2,1-2H3,(H,17,22)(H,18,23)(H,24,25)(H,26,27)(H,28,29);/q;+3/p-3"^^xsd:string ;
    chebi:inchikey "HZHFFEYYPYZMNU-UHFFFAOYSA-K"^^xsd:string ;
    chebi:mass "573.66000"^^xsd:string ;
    chebi:monoisotopicmass "574.10225"^^xsd:string ;
    chebi:smiles "CNC1=[O][Gd+3]234567[O-]C(=O)C[N]2(CC[N]3(CC(=O)[O-]4)C1)CC[N]5(CC(=O)[O-]6)CC(NC)=[O]7"^^xsd:string ;
    oboInOwl:hasExactSynonym "[N,N-bis(2-{[(carboxy-kappaO)methyl][2-(methylamino)-2-(oxo-kappaO)ethyl]amino-kappaN}ethyl)glycinato(3-)-kappa(2)N,O]gadolinium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "gadolinium 5,8-bis(carboxylatomethyl)-11-[2-(methylamino)-2-oxoethyl]-3-oxo-2,5,8,11-tetraazatridecan-13-oate"^^xsd:string,
        "gadolinium [bis(2-{(carboxylatomethyl)[2-(methylamino)-2-oxoethyl]amino}ethyl)amino]acetate"^^xsd:string ;
    oboInOwl:id "CHEBI:37333"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37334 a owl:Class ;
    rdfs:label "diagnostic imaging agent"^^xsd:string ;
    definition: "A substance administered to enhance contrast in images of the inside of the body obtained using X-rays, gamma-rays, sound waves, radio waves (MRI), or radioactive particles in order to diagnose disease."^^xsd:string ;
    rdfs:subClassOf CHEBI:33295 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:37334"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37335 a owl:Class ;
    rdfs:label "MRI contrast agent"^^xsd:string ;
    rdfs:subClassOf CHEBI:37334 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:37335"^^xsd:string ;
    oboInOwl:inSubset chebi2:1_STAR .

CHEBI:37338 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Contrast_medium"^^xsd:string ;
    rdfs:label "radioopaque medium"^^xsd:string ;
    definition: "A substance having the property of absorbing, and therefore being opaque to, electromagnetic radiation, particularly X-rays."^^xsd:string ;
    rdfs:subClassOf CHEBI:37334 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "contrast media"^^xsd:string,
        "radiocontrast agent"^^xsd:string,
        "radiocontrast agents"^^xsd:string,
        "radioopaque media"^^xsd:string,
        "radiopaque media"^^xsd:string,
        "radiopaque medium"^^xsd:string ;
    oboInOwl:id "CHEBI:37338"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37395 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C05114"^^xsd:string ;
    rdfs:label "mucopolysaccharide"^^xsd:string ;
    definition: "Any of the group of polysaccharides composed of alternating units from uronic acids and glycosamines, and commonly partially esterified with sulfuric acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:18085 ;
    oboInOwl:hasAlternativeId "CHEBI:7011"^^xsd:string,
        "CHEBI:25425"^^xsd:string ;
    oboInOwl:hasExactSynonym "Mucopolysaccharide"^^xsd:string,
        "mucopolysaccharides"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "mucopolisacarido"^^xsd:string,
        "mucopolisacaridos"^^xsd:string,
        "Mucopolysaccharid"^^xsd:string,
        "Mukopolysaccharid"^^xsd:string ;
    oboInOwl:id "CHEBI:37395"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37407 a owl:Class ;
    rdfs:label "cyclic ether"^^xsd:string ;
    definition: "Any ether in which the oxygen atom forms part of a ring."^^xsd:string ;
    rdfs:subClassOf CHEBI:25698,
        CHEBI:38104 ;
    oboInOwl:hasAlternativeId "CHEBI:37406"^^xsd:string ;
    oboInOwl:hasExactSynonym "cyclic ether"^^xsd:string,
        "cyclic ethers"^^xsd:string,
        "epoxy compounds"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "cyclic ethers"^^xsd:string,
        "epoxy compounds"^^xsd:string ;
    oboInOwl:id "CHEBI:37407"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37445 a owl:Class ;
    rdfs:label "folic acids"^^xsd:string ;
    definition: "A group of heterocyclic compounds based on the pteroic acid skeleton conjugated with one or more L-glutamic acid units."^^xsd:string ;
    rdfs:subClassOf CHEBI:26375,
        CHEBI:83982,
        CHEBI:176842,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:67011 ] ;
    oboInOwl:hasAlternativeId "CHEBI:24074"^^xsd:string,
        "CHEBI:24076"^^xsd:string ;
    oboInOwl:hasExactSynonym "folates"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "folate"^^xsd:string,
        "folates"^^xsd:string ;
    oboInOwl:id "CHEBI:37445"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37484 a owl:Class ;
    oboInOwl:hasDbXref "CAS:1322-60-7"^^xsd:string ;
    rdfs:label "dihydroxyanthraquinone"^^xsd:string ;
    rdfs:subClassOf CHEBI:37485 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C14H8O4"^^xsd:string ;
    chebi:mass "240.211"^^xsd:string ;
    chebi:monoisotopicmass "240.04226"^^xsd:string ;
    oboInOwl:hasExactSynonym "dihydroxyanthracene-9,10-dione"^^xsd:string,
        "dihydroxyanthraquinone"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "dihydroxy-9,10-anthracenedione"^^xsd:string,
        "dihydroxy-9,10-anthraquinone"^^xsd:string ;
    oboInOwl:id "CHEBI:37484"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37485 a owl:Class ;
    rdfs:label "hydroxyanthraquinones"^^xsd:string ;
    definition: "An anthraquinone substituted with one or more hydroxy groups."^^xsd:string ;
    rdfs:subClassOf CHEBI:22580,
        CHEBI:33853 ;
    oboInOwl:hasAlternativeId "CHEBI:13829"^^xsd:string,
        "CHEBI:24672"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:37485"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37511 a owl:Class ;
    rdfs:label "thiophosphate"^^xsd:string ;
    rdfs:subClassOf CHEBI:26020 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:37511"^^xsd:string ;
    oboInOwl:inSubset chebi2:1_STAR .

CHEBI:37512 a owl:Class ;
    rdfs:label "organic thiophosphate"^^xsd:string ;
    rdfs:subClassOf CHEBI:25703,
        CHEBI:25716,
        CHEBI:37511,
        CHEBI:37734 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "organic thiophosphates"^^xsd:string ;
    oboInOwl:id "CHEBI:37512"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37527 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C00174"^^xsd:string ;
    rdfs:label "acid"^^xsd:string ;
    definition: "An acid is a molecular entity capable of donating a hydron (Bronsted acid) or capable of forming a covalent bond with an electron pair (Lewis acid)."^^xsd:string ;
    rdfs:subClassOf CHEBI:51086 ;
    oboInOwl:hasAlternativeId "CHEBI:2426"^^xsd:string,
        "CHEBI:13800"^^xsd:string,
        "CHEBI:13801"^^xsd:string,
        "CHEBI:22209"^^xsd:string ;
    oboInOwl:hasExactSynonym "Acid"^^xsd:string,
        "acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "acide"^^xsd:string,
        "acido"^^xsd:string,
        "acids"^^xsd:string,
        "Saeure"^^xsd:string,
        "Saeuren"^^xsd:string ;
    oboInOwl:id "CHEBI:37527"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37529 a owl:Class ;
    rdfs:label "cyclohexenecarboxylate ester"^^xsd:string ;
    rdfs:subClassOf CHEBI:51702,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:23483 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "cyclohexenecarboxylate esters"^^xsd:string ;
    oboInOwl:id "CHEBI:37529"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37531 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C05847"^^xsd:string ;
    rdfs:label "polyprenyl diphosphate"^^xsd:string ;
    rdfs:subClassOf CHEBI:16460 ;
    chebi:formula "C5H12O7P2(C5H8)n"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:8307"^^xsd:string,
        "CHEBI:8318"^^xsd:string,
        "CHEBI:26200"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "polyprenol diphosphate"^^xsd:string,
        "polyprenol diphosphates"^^xsd:string ;
    oboInOwl:id "CHEBI:37531"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37533 a owl:Class ;
    rdfs:label "azo compound"^^xsd:string ;
    definition: "Derivatives of diazene with the general structure R-N=N-R'."^^xsd:string ;
    rdfs:subClassOf CHEBI:51143,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:30096 ],
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:30106 ] ;
    oboInOwl:hasExactSynonym "azo compounds"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "azo compounds"^^xsd:string ;
    oboInOwl:id "CHEBI:37533"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37565 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:5211792"^^xsd:string,
        "Gmelin:1264613"^^xsd:string ;
    rdfs:label "GTP(4-)"^^xsd:string ;
    definition: "A nucleoside triphosphate(4-) obtained by global deprotonation of the triphosphate OH groups of GTP; major species present at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:61557,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:57600 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "-4"^^xsd:string ;
    chebi:formula "C10H12N5O14P3"^^xsd:string ;
    chebi:inchi "InChI=1S/C10H16N5O14P3/c11-10-13-7-4(8(18)14-10)12-2-15(7)9-6(17)5(16)3(27-9)1-26-31(22,23)29-32(24,25)28-30(19,20)21/h2-3,5-6,9,16-17H,1H2,(H,22,23)(H,24,25)(H2,19,20,21)(H3,11,13,14,18)/p-4/t3-,5-,6-,9-/m1/s1"^^xsd:string ;
    chebi:inchikey "XKMLYUALXHKNFT-UUOKFMHZSA-J"^^xsd:string ;
    chebi:mass "519.14886"^^xsd:string ;
    chebi:monoisotopicmass "518.96156"^^xsd:string ;
    chebi:smiles "Nc1nc2n(cnc2c(=O)[nH]1)[C@@H]1O[C@H](COP([O-])(=O)OP([O-])(=O)OP([O-])([O-])=O)[C@@H](O)[C@H]1O"^^xsd:string ;
    oboInOwl:hasExactSynonym "guanosine 5'-triphosphate(4-)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "GTP"^^xsd:string,
        "gtp"^^xsd:string ;
    oboInOwl:id "CHEBI:37565"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37577 a owl:Class ;
    rdfs:label "heteroatomic molecular entity"^^xsd:string ;
    definition: "A molecular entity consisting of two or more chemical elements."^^xsd:string ;
    rdfs:subClassOf CHEBI:36357 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "chemical compound"^^xsd:string,
        "heteroatomic molecular entities"^^xsd:string ;
    oboInOwl:id "CHEBI:37577"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37578 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Halide"^^xsd:string ;
    rdfs:label "halide"^^xsd:string ;
    definition: "Any heteroatomic molecular entity that is a chemical compound of halogen with other chemical elements."^^xsd:string ;
    rdfs:subClassOf CHEBI:24471,
        CHEBI:37577 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "halides"^^xsd:string ;
    oboInOwl:id "CHEBI:37578"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37581 a owl:Class ;
    oboInOwl:hasDbXref "PMID:18789684"^^xsd:string ;
    rdfs:label "gamma-lactone"^^xsd:string ;
    definition: "A lactone having a five-membered lactone ring."^^xsd:string ;
    rdfs:subClassOf CHEBI:25000 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C4H3O2R3"^^xsd:string ;
    chebi:mass "83.066"^^xsd:string ;
    chebi:monoisotopicmass "83.01330"^^xsd:string ;
    chebi:smiles "O1C(C(C(C1=O)*)*)*"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:541"^^xsd:string,
        "CHEBI:13194"^^xsd:string,
        "CHEBI:18937"^^xsd:string,
        "CHEBI:22971"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1,4-Lactone"^^xsd:string,
        "1,4-lactones"^^xsd:string,
        "a 1,4-lactone"^^xsd:string,
        "butyrolactones"^^xsd:string,
        "gamma-lactona"^^xsd:string,
        "gamma-lactonas"^^xsd:string,
        "gamma-lactones"^^xsd:string,
        "gamma-Laktone"^^xsd:string ;
    oboInOwl:id "CHEBI:37581"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37585 a owl:Class ;
    oboInOwl:hasDbXref "CAS:7558-80-7"^^xsd:string,
        "Gmelin:12533"^^xsd:string ;
    rdfs:label "sodium dihydrogenphosphate"^^xsd:string ;
    rdfs:subClassOf CHEBI:37586 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "H2NaO4P"^^xsd:string ;
    chebi:inchi "InChI=1S/Na.H3O4P/c;1-5(2,3)4/h;(H3,1,2,3,4)/q+1;/p-1"^^xsd:string ;
    chebi:inchikey "AJPJDKMHJJGVTQ-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "119.97701"^^xsd:string ;
    chebi:monoisotopicmass "119.95884"^^xsd:string ;
    chebi:smiles "[Na+].OP(O)([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "sodium dihydrogenphosphate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "monosodium phosphate"^^xsd:string,
        "NaH2PO4"^^xsd:string,
        "phosphoric acid, monosodium salt"^^xsd:string,
        "sodium dihydrogen phosphate"^^xsd:string,
        "sodium phosphate monobasic anhydrous"^^xsd:string,
        "sodium phosphate, monobasic"^^xsd:string ;
    oboInOwl:id "CHEBI:37585"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37586 a owl:Class ;
    oboInOwl:hasDbXref "CAS:7632-05-5"^^xsd:string,
        "Wikipedia:Sodium_phosphates"^^xsd:string ;
    rdfs:label "sodium phosphate"^^xsd:string ;
    rdfs:subClassOf CHEBI:24838,
        CHEBI:38702,
        CHEBI:190300 ;
    oboInOwl:hasExactSynonym "sodium phosphate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "phosphoric acid, sodium salt"^^xsd:string,
        "sodium orthophosphate"^^xsd:string,
        "sodium phosphates"^^xsd:string,
        "sodium salt of phosphoric acid"^^xsd:string ;
    oboInOwl:id "CHEBI:37586"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37598 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Nitrogen_mustard"^^xsd:string ;
    rdfs:label "nitrogen mustard"^^xsd:string ;
    definition: "Compounds having two beta-haloalkyl groups bound to a nitrogen atom, as in (X-CH2-CH2)2NR."^^xsd:string ;
    rdfs:subClassOf CHEBI:35352,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:22333 ] ;
    oboInOwl:hasExactSynonym "nitrogen mustards"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "nitrogen mustard compound"^^xsd:string,
        "nitrogen mustard compounds"^^xsd:string,
        "nitrogen mustards"^^xsd:string ;
    oboInOwl:id "CHEBI:37598"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37604 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1721559"^^xsd:string,
        "CAS:1779-13-1"^^xsd:string ;
    rdfs:label "cis-octadec-9-ene"^^xsd:string ;
    rdfs:subClassOf CHEBI:37605 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C18H36"^^xsd:string ;
    chebi:inchi "InChI=1S/C18H36/c1-3-5-7-9-11-13-15-17-18-16-14-12-10-8-6-4-2/h17-18H,3-16H2,1-2H3/b18-17-"^^xsd:string ;
    chebi:inchikey "HSNQNPCNYIJJHT-ZCXUNETKSA-N"^^xsd:string ;
    chebi:mass "252.47844"^^xsd:string ;
    chebi:monoisotopicmass "252.28170"^^xsd:string ;
    chebi:smiles "CCCCCCCC\\C=C/CCCCCCCC"^^xsd:string ;
    oboInOwl:hasExactSynonym "(9Z)-octadec-9-ene"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(Z)-9-octadecene"^^xsd:string,
        "cis-9-octadecene"^^xsd:string ;
    oboInOwl:id "CHEBI:37604"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37605 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:8330440"^^xsd:string ;
    rdfs:label "octadec-9-ene"^^xsd:string ;
    rdfs:subClassOf CHEBI:37606 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C18H36"^^xsd:string ;
    chebi:inchi "InChI=1S/C18H36/c1-3-5-7-9-11-13-15-17-18-16-14-12-10-8-6-4-2/h17-18H,3-16H2,1-2H3"^^xsd:string ;
    chebi:inchikey "HSNQNPCNYIJJHT-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "252.47844"^^xsd:string ;
    chebi:monoisotopicmass "252.28170"^^xsd:string ;
    chebi:smiles "[H]C(CCCCCCCC)=C([H])CCCCCCCC"^^xsd:string ;
    oboInOwl:hasExactSynonym "octadec-9-ene"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:37605"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37606 a owl:Class ;
    rdfs:label "octadecene"^^xsd:string ;
    definition: "An alkene that is octadecane containing one double bond at unspecified position."^^xsd:string ;
    rdfs:subClassOf CHEBI:32878 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C18H36"^^xsd:string ;
    chebi:mass "252.479"^^xsd:string ;
    chebi:monoisotopicmass "252.28170"^^xsd:string ;
    oboInOwl:hasExactSynonym "octadecene"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:37606"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37622 a owl:Class ;
    rdfs:label "carboxamide"^^xsd:string ;
    definition: "An amide of a carboxylic acid, having the structure RC(=O)NR2. The term is used as a suffix in systematic name formation to denote the -C(=O)NH2 group including its carbon atom."^^xsd:string ;
    rdfs:subClassOf CHEBI:33256,
        CHEBI:35352,
        CHEBI:36963,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:23004 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "CNOR3"^^xsd:string ;
    chebi:mass "42.01680"^^xsd:string ;
    chebi:monoisotopicmass "41.99799"^^xsd:string ;
    chebi:smiles "[*]C(=O)N([*])[*]"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:35354"^^xsd:string,
        "CHEBI:35355"^^xsd:string ;
    oboInOwl:hasExactSynonym "carboxamides"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "carboxamides"^^xsd:string,
        "primary carboxamide"^^xsd:string ;
    oboInOwl:id "CHEBI:37622"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37624 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1724626"^^xsd:string,
        "CAS:921-60-8"^^xsd:string ;
    rdfs:label "L-glucose"^^xsd:string ;
    rdfs:subClassOf CHEBI:17234 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H12O6"^^xsd:string ;
    chebi:mass "180.156"^^xsd:string ;
    chebi:monoisotopicmass "180.06339"^^xsd:string ;
    oboInOwl:hasExactSynonym "L-gluco-hexose"^^xsd:string,
        "L-glucose"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "L(-)-glucose"^^xsd:string ;
    oboInOwl:id "CHEBI:37624"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37627 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:2206321"^^xsd:string,
        "GlyGen:G16038XU"^^xsd:string,
        "GlyTouCan:G16038XU"^^xsd:string,
        "Reaxys:2206321"^^xsd:string ;
    rdfs:label "L-glucopyranose"^^xsd:string ;
    definition: "The L-enantiomer of glucopyranose."^^xsd:string ;
    rdfs:subClassOf CHEBI:37624,
        CHEBI:37661 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H12O6"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3-,4+,5-,6?/m0/s1"^^xsd:string ;
    chebi:inchikey "WQZGKKKJIJFFOK-ZZWDRFIYSA-N"^^xsd:string ;
    chebi:mass "180.15588"^^xsd:string ;
    chebi:monoisotopicmass "180.06339"^^xsd:string ;
    chebi:smiles "OC[C@@H]1OC(O)[C@@H](O)[C@H](O)[C@H]1O"^^xsd:string ;
    oboInOwl:hasExactSynonym "L-glucopyranose"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "WURCS=2.0/1,1,0/[a1211h-1x_1-5]/1/"^^xsd:string ;
    oboInOwl:id "CHEBI:37627"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37630 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1907372"^^xsd:string,
        "GlyGen:G15768VA"^^xsd:string,
        "GlyTouCan:G15768VA"^^xsd:string,
        "Reaxys:1907372"^^xsd:string ;
    rdfs:label "alpha-L-glucose"^^xsd:string ;
    definition: "A L-glucopyranose with an alpha-configuration at the anomeric position."^^xsd:string ;
    rdfs:subClassOf CHEBI:37627,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:17925 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H12O6"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3-,4+,5-,6+/m0/s1"^^xsd:string ;
    chebi:inchikey "WQZGKKKJIJFFOK-MDMQIMBFSA-N"^^xsd:string ;
    chebi:mass "180.15588"^^xsd:string ;
    chebi:monoisotopicmass "180.06339"^^xsd:string ;
    chebi:smiles "OC[C@@H]1O[C@@H](O)[C@@H](O)[C@H](O)[C@H]1O"^^xsd:string ;
    oboInOwl:hasExactSynonym "alpha-L-glucopyranose"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "WURCS=2.0/1,1,0/[a1211h-1a_1-5]/1/"^^xsd:string ;
    oboInOwl:id "CHEBI:37630"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37631 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1907373"^^xsd:string,
        "GlyGen:G59396XU"^^xsd:string,
        "GlyTouCan:G59396XU"^^xsd:string,
        "Reaxys:1907373"^^xsd:string ;
    rdfs:label "beta-L-glucose"^^xsd:string ;
    definition: "A L-glucopyranose with a beta-configuration at the anomeric position."^^xsd:string ;
    rdfs:subClassOf CHEBI:37627,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:15903 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H12O6"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3-,4+,5-,6-/m0/s1"^^xsd:string ;
    chebi:inchikey "WQZGKKKJIJFFOK-QYESYBIKSA-N"^^xsd:string ;
    chebi:mass "180.15588"^^xsd:string ;
    chebi:monoisotopicmass "180.06339"^^xsd:string ;
    chebi:smiles "OC[C@@H]1O[C@H](O)[C@@H](O)[C@H](O)[C@H]1O"^^xsd:string ;
    oboInOwl:hasExactSynonym "beta-L-glucopyranose"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "WURCS=2.0/1,1,0/[a1211h-1b_1-5]/1/"^^xsd:string ;
    oboInOwl:id "CHEBI:37631"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37661 a owl:Class ;
    rdfs:label "glucopyranose"^^xsd:string ;
    rdfs:subClassOf CHEBI:17234 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H12O6"^^xsd:string ;
    chebi:mass "180.156"^^xsd:string ;
    chebi:monoisotopicmass "180.06339"^^xsd:string ;
    oboInOwl:hasExactSynonym "glucopyranose"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:37661"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37670 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Protease_inhibitor_(biology)"^^xsd:string ;
    rdfs:label "protease inhibitor"^^xsd:string ;
    definition: "A compound which inhibits or antagonizes the biosynthesis or actions of proteases (endopeptidases)."^^xsd:string ;
    rdfs:subClassOf CHEBI:60258 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "protease inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:37670"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37690 a owl:Class ;
    oboInOwl:hasDbXref "PMID:24696548"^^xsd:string,
        "Wikipedia:Allose"^^xsd:string ;
    rdfs:label "allose"^^xsd:string ;
    definition: "An aldohexose that is the C-3 epimer of glucose."^^xsd:string ;
    rdfs:subClassOf CHEBI:33917,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H12O6"^^xsd:string ;
    chebi:mass "180.156"^^xsd:string ;
    chebi:monoisotopicmass "180.06339"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:33927"^^xsd:string,
        "CHEBI:33935"^^xsd:string ;
    oboInOwl:hasExactSynonym "allo-hexose"^^xsd:string,
        "allose"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "All"^^xsd:string ;
    oboInOwl:id "CHEBI:37690"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37699 a owl:Class ;
    rdfs:label "protein kinase inhibitor"^^xsd:string ;
    definition: "An EC 2.7.* (P-containing group transferase) inhibitor that interferes with the action of protein kinases."^^xsd:string ;
    rdfs:subClassOf CHEBI:76668 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "protein kinase inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:37699"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37700 a owl:Class ;
    rdfs:label "EC 2.7.11.13 (protein kinase C) inhibitor"^^xsd:string ;
    definition: "An EC 2.7.11.* (protein-serine/threonine kinase) inhibitor that interferes with the action of protein kinase C (EC 2.7.11.13)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76812 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "ATP:protein phosphotransferase (diacylglycerol-dependent) inhibitor"^^xsd:string,
        "ATP:protein phosphotransferase (diacylglycerol-dependent) inhibitors"^^xsd:string,
        "calcium-dependent protein kinase C inhibitor"^^xsd:string,
        "calcium-dependent protein kinase C inhibitors"^^xsd:string,
        "calcium-independent protein kinase C inhibitor"^^xsd:string,
        "calcium-independent protein kinase C inhibitors"^^xsd:string,
        "calcium/phospholipid dependent protein kinase inhibitor"^^xsd:string,
        "calcium/phospholipid dependent protein kinase inhibitors"^^xsd:string,
        "cPKC inhibitor"^^xsd:string,
        "cPKC inhibitors"^^xsd:string,
        "cPKCalpha inhibitor"^^xsd:string,
        "cPKCalpha inhibitors"^^xsd:string,
        "cPKCbeta inhibitor"^^xsd:string,
        "cPKCbeta inhibitors"^^xsd:string,
        "cPKCgamma inhibitor"^^xsd:string,
        "cPKCgamma inhibitors"^^xsd:string,
        "EC 2.7.11.13 (protein kinase C) inhibitors"^^xsd:string,
        "EC 2.7.11.13 inhibitor"^^xsd:string,
        "EC 2.7.11.13 inhibitors"^^xsd:string,
        "nPKC inhibitor"^^xsd:string,
        "nPKC inhibitors"^^xsd:string,
        "nPKCdelta inhibitor"^^xsd:string,
        "nPKCdelta inhibitors"^^xsd:string,
        "nPKCepsilon inhibitor"^^xsd:string,
        "nPKCepsilon inhibitors"^^xsd:string,
        "nPKCeta inhibitor"^^xsd:string,
        "nPKCeta inhibitors"^^xsd:string,
        "nPKCtheta inhibitor"^^xsd:string,
        "nPKCtheta inhibitors"^^xsd:string,
        "Pkc1p inhibitor"^^xsd:string,
        "Pkc1p inhibitors"^^xsd:string,
        "PKC inhibitor"^^xsd:string,
        "PKC inhibitors"^^xsd:string,
        "PKCalpha inhibitor"^^xsd:string,
        "PKCalpha inhibitors"^^xsd:string,
        "PKCbeta inhibitor"^^xsd:string,
        "PKCbeta inhibitors"^^xsd:string,
        "PKCdelta inhibitor"^^xsd:string,
        "PKCdelta inhibitors"^^xsd:string,
        "PKCepsilon inhibitor"^^xsd:string,
        "PKCepsilon inhibitors"^^xsd:string,
        "PKCgamma inhibitor"^^xsd:string,
        "PKCgamma inhibitors"^^xsd:string,
        "PKCzeta inhibitor"^^xsd:string,
        "PKCzeta inhibitors"^^xsd:string,
        "PKN3 inhibitor"^^xsd:string,
        "PKN3 inhibitors"^^xsd:string,
        "protein kinase C (EC 2.7.11.13) inhibitor"^^xsd:string,
        "protein kinase C (EC 2.7.11.13) inhibitors"^^xsd:string,
        "protein kinase C inhibitor"^^xsd:string,
        "protein kinase C inhibitors"^^xsd:string,
        "protein kinase Cepsilon inhibitor"^^xsd:string,
        "protein kinase Cepsilon inhibitors"^^xsd:string,
        "STK24 inhibitor"^^xsd:string,
        "STK24 inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:37700"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37716 a owl:Class ;
    rdfs:label "mixed diacylamine"^^xsd:string ;
    definition: "Any imide in which the acyl substituents are any two from carboacyl, sulfonyl and phosphoryl"^^xsd:string ;
    rdfs:subClassOf CHEBI:24782 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "mixed diacylamines"^^xsd:string ;
    oboInOwl:id "CHEBI:37716"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37733 a owl:Class ;
    rdfs:label "EC 3.1.1.8 (cholinesterase) inhibitor"^^xsd:string ;
    definition: "An EC 3.1.1.* (carboxylic ester hydrolase) inhibitor that interferes with the action of cholinesterase (EC 3.1.1.8)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76773 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "anticholineesterase inhibitor"^^xsd:string,
        "anticholineesterase inhibitors"^^xsd:string,
        "anticholinesterase"^^xsd:string,
        "anticholinesterases"^^xsd:string,
        "BChE inhibitor"^^xsd:string,
        "BChE inhibitors"^^xsd:string,
        "benzoylcholinesterase inhibitor"^^xsd:string,
        "benzoylcholinesterase inhibitors"^^xsd:string,
        "BtChoEase inhibitor"^^xsd:string,
        "BtChoEase inhibitors"^^xsd:string,
        "butyrylcholine esterase inhibitor"^^xsd:string,
        "butyrylcholine esterase inhibitors"^^xsd:string,
        "butyrylcholinesterase inhibitor"^^xsd:string,
        "butyrylcholinesterase inhibitors"^^xsd:string,
        "choline esterase II (unspecific) inhibitor"^^xsd:string,
        "choline esterase II (unspecific) inhibitors"^^xsd:string,
        "choline esterase inhibitor"^^xsd:string,
        "choline esterase inhibitors"^^xsd:string,
        "cholinesterase (EC 3.1.1.8) inhibitor"^^xsd:string,
        "cholinesterase (EC 3.1.1.8) inhibitors"^^xsd:string,
        "cholinesterase inhibitor"^^xsd:string,
        "EC 3.1.1.8 (cholinesterase) inhibitors"^^xsd:string,
        "EC 3.1.1.8 inhibitor"^^xsd:string,
        "EC 3.1.1.8 inhibitors"^^xsd:string,
        "non-specific cholinesterase inhibitor"^^xsd:string,
        "non-specific cholinesterase inhibitors"^^xsd:string,
        "propionylcholinesterase inhibitor"^^xsd:string,
        "propionylcholinesterase inhibitors"^^xsd:string,
        "pseudocholinesterase inhibitor"^^xsd:string,
        "pseudocholinesterase inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:37733"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37734 a owl:Class ;
    rdfs:label "phosphoric ester"^^xsd:string ;
    rdfs:subClassOf CHEBI:26079,
        CHEBI:35701 ;
    oboInOwl:hasAlternativeId "CHEBI:26019"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:37734"^^xsd:string ;
    oboInOwl:inSubset chebi2:1_STAR .

CHEBI:37739 a owl:Class ;
    oboInOwl:hasDbXref "PMID:17393491"^^xsd:string ;
    rdfs:label "glycerophospholipid"^^xsd:string ;
    definition: "Any glycerolipid having a phosphate group ester-linked to a terminal carbon of the glycerol backbone."^^xsd:string ;
    rdfs:subClassOf CHEBI:16247,
        CHEBI:35741 ;
    oboInOwl:hasAlternativeId "CHEBI:5456"^^xsd:string,
        "CHEBI:24362"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "glycerophospholipids"^^xsd:string,
        "phosphatide"^^xsd:string,
        "phosphatides"^^xsd:string,
        "phosphoglyceride"^^xsd:string,
        "phosphoglycerides"^^xsd:string ;
    oboInOwl:id "CHEBI:37739"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37806 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:4677775"^^xsd:string,
        "CAS:87-53-6"^^xsd:string,
        "Reaxys:4677775"^^xsd:string ;
    rdfs:label "penicillanic acid"^^xsd:string ;
    definition: "A penam that consists of 3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane bearing a carboxy group at position 2 and having (2S,5R)-configuration."^^xsd:string ;
    rdfs:subClassOf CHEBI:25865 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C8H11NO3S"^^xsd:string ;
    chebi:inchi "InChI=1S/C8H11NO3S/c1-8(2)6(7(11)12)9-4(10)3-5(9)13-8/h5-6H,3H2,1-2H3,(H,11,12)/t5-,6+/m1/s1"^^xsd:string ;
    chebi:inchikey "RBKMMJSQKNKNEV-RITPCOANSA-N"^^xsd:string ;
    chebi:mass "201.24388"^^xsd:string ;
    chebi:monoisotopicmass "201.04596"^^xsd:string ;
    chebi:smiles "[H][C@@]12CC(=O)N1[C@@H](C(O)=O)C(C)(C)S2"^^xsd:string ;
    oboInOwl:hasExactSynonym "2,2-dimethylpenam-3alpha-carboxylic acid"^^xsd:string,
        "penicillanic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2S,5R)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid"^^xsd:string ;
    oboInOwl:id "CHEBI:37806"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37808 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:969129"^^xsd:string,
        "CAS:106-97-8"^^xsd:string,
        "Gmelin:1148"^^xsd:string,
        "PDBeChem:NBU"^^xsd:string,
        "PMID:24179026"^^xsd:string,
        "Reaxys:969129"^^xsd:string,
        "Wikipedia:Butane"^^xsd:string ;
    rdfs:label "butane"^^xsd:string ;
    definition: "A straight chain alkane composed of 4 carbon atoms."^^xsd:string ;
    rdfs:subClassOf CHEBI:18310,
        CHEBI:138675,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78017 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78433 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C4H10"^^xsd:string ;
    chebi:inchi "InChI=1S/C4H10/c1-3-4-2/h3-4H2,1-2H3"^^xsd:string ;
    chebi:inchikey "IJDNQMDRQITEOD-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "58.12220"^^xsd:string ;
    chebi:monoisotopicmass "58.07825"^^xsd:string ;
    chebi:smiles "CCCC"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:22945"^^xsd:string,
        "CHEBI:25462"^^xsd:string,
        "CHEBI:44430"^^xsd:string ;
    oboInOwl:hasExactSynonym "butane"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "E943a"^^xsd:string,
        "E 943a"^^xsd:string,
        "E-943a"^^xsd:string,
        "n-Butan"^^xsd:string,
        "N-BUTANE"^^xsd:string,
        "n-butane"^^xsd:string,
        "n-C4H10"^^xsd:string,
        "R-600"^^xsd:string ;
    oboInOwl:id "CHEBI:37808"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37826 a owl:Class ;
    rdfs:label "sulfuric acid derivative"^^xsd:string ;
    rdfs:subClassOf CHEBI:33424,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:26836 ] ;
    oboInOwl:hasExactSynonym "sulfuric acid derivative"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "sulfuric acid derivatives"^^xsd:string ;
    oboInOwl:id "CHEBI:37826"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37834 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:9499933"^^xsd:string ;
    rdfs:label "(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraene"^^xsd:string ;
    rdfs:subClassOf CHEBI:37835 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C20H34"^^xsd:string ;
    chebi:inchi "InChI=1S/C20H34/c1-3-5-7-9-11-13-15-17-19-20-18-16-14-12-10-8-6-4-2/h9,11-12,14-15,17-18,20H,3-8,10,13,16,19H2,1-2H3/b11-9-,14-12-,17-15-,20-18-"^^xsd:string ;
    chebi:inchikey "GATCEMOYCMSXRC-BSEOOTKBSA-N"^^xsd:string ;
    chebi:mass "274.48396"^^xsd:string ;
    chebi:monoisotopicmass "274.26605"^^xsd:string ;
    chebi:smiles "CCCCC\\C=C/C\\C=C/C\\C=C/C\\C=C/CCCC"^^xsd:string ;
    oboInOwl:hasExactSynonym "(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraene"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:37834"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37835 a owl:Class ;
    rdfs:label "alkatetraene"^^xsd:string ;
    definition: "Acyclic branched or unbranched hydrocarbons having four carbon-carbon double bonds."^^xsd:string ;
    rdfs:subClassOf CHEBI:33645 ;
    oboInOwl:hasExactSynonym "alkatetraene"^^xsd:string,
        "alkatetraenes"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "alkatetraenes"^^xsd:string ;
    oboInOwl:id "CHEBI:37835"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37838 a owl:Class ;
    rdfs:label "carboacyl group"^^xsd:string ;
    definition: "A carboacyl group is a group formed by loss of at least one OH from the carboxy group of a carboxylic acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:22221,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_substituent_group_from ;
            owl:someValuesFrom CHEBI:33575 ] ;
    oboInOwl:hasExactSynonym "carboacyl groups"^^xsd:string,
        "carboxylic acyl group"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "carboxylic acyl groups"^^xsd:string ;
    oboInOwl:id "CHEBI:37838"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37841 a owl:Class ;
    rdfs:label "isoprenoid phosphate"^^xsd:string ;
    rdfs:subClassOf CHEBI:16247 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "isoprenoid phosphates"^^xsd:string ;
    oboInOwl:id "CHEBI:37841"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37848 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Phytohormone"^^xsd:string ;
    rdfs:label "plant hormone"^^xsd:string ;
    definition: "A plant growth regulator that modulates the formation of stems, leaves and flowers, as well as the development and ripening of fruit. The term includes endogenous and non-endogenous compounds (e.g. active compounds produced by bacteria on the leaf surface) as well as semi-synthetic and fully synthetic compounds."^^xsd:string ;
    rdfs:subClassOf CHEBI:24621,
        CHEBI:26155 ;
    oboInOwl:hasAlternativeId "CHEBI:26158"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "phytohormone"^^xsd:string,
        "phytohormones"^^xsd:string,
        "plant growth factor"^^xsd:string,
        "plant growth factors"^^xsd:string,
        "plant growth hormone"^^xsd:string,
        "plant growth hormones"^^xsd:string,
        "plant hormones"^^xsd:string ;
    oboInOwl:id "CHEBI:37848"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37853 a owl:Class ;
    rdfs:label "phosphate salt"^^xsd:string ;
    rdfs:subClassOf CHEBI:26020 ;
    oboInOwl:hasExactSynonym "phosphate salt"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "phosphate salts"^^xsd:string,
        "Phosphatsalz"^^xsd:string,
        "Phosphatsalze"^^xsd:string ;
    oboInOwl:id "CHEBI:37853"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37863 a owl:Class ;
    rdfs:label "chalcoperoxol"^^xsd:string ;
    rdfs:subClassOf CHEBI:36962 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:37863"^^xsd:string ;
    oboInOwl:inSubset chebi2:1_STAR .

CHEBI:37886 a owl:Class ;
    rdfs:label "adrenergic agonist"^^xsd:string ;
    definition: "An agent that selectively binds to and activates adrenergic receptors."^^xsd:string ;
    rdfs:subClassOf CHEBI:37962 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "adrenergic agonists"^^xsd:string,
        "adrenergic receptor agonist"^^xsd:string,
        "adrenoceptor agonists"^^xsd:string,
        "adrenomimetic"^^xsd:string,
        "adrenomimetics"^^xsd:string ;
    oboInOwl:id "CHEBI:37886"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37887 a owl:Class ;
    rdfs:label "adrenergic antagonist"^^xsd:string ;
    definition: "An agent that binds to but does not activate adrenergic receptors thereby blocking the actions of endogenous or exogenous adrenergic agonists."^^xsd:string ;
    rdfs:subClassOf CHEBI:37962 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "adrenergic antagonists"^^xsd:string,
        "adrenergic blockaders"^^xsd:string,
        "adrenergic blocker"^^xsd:string,
        "adrenergic blockers"^^xsd:string,
        "adrenergic receptor blockaders"^^xsd:string,
        "adrenoceptor antagonists"^^xsd:string ;
    oboInOwl:id "CHEBI:37887"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37890 a owl:Class ;
    rdfs:label "alpha-adrenergic antagonist"^^xsd:string ;
    definition: "An agent that binds to but does not activate alpha-adrenergic receptors thereby blocking the actions of endogenous or exogenous alpha-adrenergic agonists. alpha-Adrenergic antagonists are used in the treatment of hypertension, vasospasm, peripheral vascular disease, shock, and pheochromocytoma."^^xsd:string ;
    rdfs:subClassOf CHEBI:37887,
        CHEBI:48539 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "alpha-adrenergic antagonists"^^xsd:string,
        "alpha-adrenergic blocker"^^xsd:string,
        "alpha-adrenergic blockers"^^xsd:string,
        "alpha-adrenergic receptor blockaders"^^xsd:string,
        "alpha-adrenoceptor antagonists"^^xsd:string ;
    oboInOwl:id "CHEBI:37890"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37912 a owl:Class ;
    rdfs:label "hydroxycoumarin"^^xsd:string ;
    definition: "Any coumarin carrying at least one hydroxy substituent."^^xsd:string ;
    rdfs:subClassOf CHEBI:23403 ;
    oboInOwl:hasAlternativeId "CHEBI:24691"^^xsd:string,
        "CHEBI:24692"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "hydroxycoumarins"^^xsd:string ;
    oboInOwl:id "CHEBI:37912"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37921 a owl:Class ;
    rdfs:label "pyridazines"^^xsd:string ;
    rdfs:subClassOf CHEBI:38313 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:37921"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37924 a owl:Class ;
    oboInOwl:hasDbXref "CAS:198904-31-3"^^xsd:string,
        "DrugBank:DB01072"^^xsd:string,
        "KEGG:D07471"^^xsd:string,
        "PMID:15156449"^^xsd:string,
        "PMID:15353575"^^xsd:string,
        "PMID:15645003"^^xsd:string,
        "PMID:15737947"^^xsd:string,
        "PMID:17376023"^^xsd:string,
        "PMID:17619250"^^xsd:string,
        "PMID:18389089"^^xsd:string,
        "PMID:24108452"^^xsd:string,
        "PMID:24314017"^^xsd:string,
        "PMID:25017682"^^xsd:string,
        "Reaxys:8101951"^^xsd:string,
        "Wikipedia:Atazanavir"^^xsd:string ;
    rdfs:label "atazanavir"^^xsd:string ;
    definition: "A heavily substituted carbohydrazide that is an antiretroviral drug of the protease inhibitor (PI) class used to treat infection of human immunodeficiency virus (HIV)."^^xsd:string ;
    rdfs:subClassOf CHEBI:35363,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35660 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:36044 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C38H52N6O7"^^xsd:string ;
    chebi:inchi "InChI=1S/C38H52N6O7/c1-37(2,3)31(41-35(48)50-7)33(46)40-29(22-25-14-10-9-11-15-25)30(45)24-44(43-34(47)32(38(4,5)6)42-36(49)51-8)23-26-17-19-27(20-18-26)28-16-12-13-21-39-28/h9-21,29-32,45H,22-24H2,1-8H3,(H,40,46)(H,41,48)(H,42,49)(H,43,47)/t29-,30-,31+,32+/m0/s1"^^xsd:string ;
    chebi:inchikey "AXRYRYVKAWYZBR-GASGPIRDSA-N"^^xsd:string ;
    chebi:mass "704.85550"^^xsd:string ;
    chebi:monoisotopicmass "704.38975"^^xsd:string ;
    chebi:smiles "COC(=O)N[C@H](C(=O)N[C@@H](Cc1ccccc1)[C@@H](O)CN(Cc1ccc(cc1)-c1ccccn1)NC(=O)[C@@H](NC(=O)OC)C(C)(C)C)C(C)(C)C"^^xsd:string ;
    oboInOwl:hasExactSynonym "dimethyl (3S,8S,9S,12S)-9-benzyl-3,12-di-tert-butyl-8-hydroxy-4,11-dioxo-6-[4-(2-pyridyl)benzyl]-2,5,6,10,13-pentaazatetradecanedioate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "atazanavir"^^xsd:string,
        "atazanavirum"^^xsd:string,
        "ATZ"^^xsd:string ;
    oboInOwl:id "CHEBI:37924"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37929 a owl:Class ;
    rdfs:label "xanthene dye"^^xsd:string ;
    definition: "A dye derived by condensation of phthalic anhydride with resorcinol (and derivatives) or m-aminophenol (and derivatives)."^^xsd:string ;
    rdfs:subClassOf CHEBI:38835,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37958 ] ;
    oboInOwl:hasExactSynonym "xanthene dyes"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:37929"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37930 a owl:Class ;
    rdfs:label "phenothiazine antipsychotic drug"^^xsd:string ;
    rdfs:subClassOf CHEBI:65190 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "phenothiazine antipsychotic drugs"^^xsd:string,
        "phenothiazine antipsychotics"^^xsd:string,
        "phenothiazine neuroleptics"^^xsd:string ;
    oboInOwl:id "CHEBI:37930"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37931 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:143237"^^xsd:string,
        "CAS:92-84-2"^^xsd:string,
        "LINCS:LSM-3324"^^xsd:string,
        "PMID:25382702"^^xsd:string,
        "PMID:26661932"^^xsd:string,
        "Reaxys:143237"^^xsd:string,
        "Wikipedia:Phenothiazine"^^xsd:string ;
    rdfs:label "10H-phenothiazine"^^xsd:string ;
    definition: "The 10H-tautomer of phenothiazine."^^xsd:string ;
    rdfs:subClassOf CHEBI:37932,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:37933 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:37934 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:37935 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48578 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:173084 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C12H9NS"^^xsd:string ;
    chebi:inchi "InChI=1S/C12H9NS/c1-3-7-11-9(5-1)13-10-6-2-4-8-12(10)14-11/h1-8,13H"^^xsd:string ;
    chebi:inchikey "WJFKNYWRSNBZNX-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "199.27260"^^xsd:string ;
    chebi:monoisotopicmass "199.04557"^^xsd:string ;
    chebi:smiles "N1c2ccccc2Sc2ccccc12"^^xsd:string ;
    oboInOwl:hasExactSynonym "10H-phenothiazine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "10H-Phenothiazin"^^xsd:string,
        "dibenzo-1,4-thiazine"^^xsd:string,
        "phenothiazine"^^xsd:string ;
    oboInOwl:id "CHEBI:37931"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37932 a owl:Class ;
    rdfs:label "phenothiazine"^^xsd:string ;
    rdfs:subClassOf CHEBI:36416,
        CHEBI:38093 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C12H9NS"^^xsd:string ;
    chebi:mass "199.273"^^xsd:string ;
    chebi:monoisotopicmass "199.04557"^^xsd:string ;
    oboInOwl:hasExactSynonym "phenothiazine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Phenothiazin"^^xsd:string ;
    oboInOwl:id "CHEBI:37932"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37933 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1211644"^^xsd:string ;
    rdfs:label "4aH-phenothiazine"^^xsd:string ;
    rdfs:subClassOf CHEBI:37932,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:37931 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:37934 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:37935 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C12H9NS"^^xsd:string ;
    chebi:inchi "InChI=1S/C12H9NS/c1-3-7-11-9(5-1)13-10-6-2-4-8-12(10)14-11/h1-8,11H"^^xsd:string ;
    chebi:inchikey "UTOHXUCINHSOMQ-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "199.27260"^^xsd:string ;
    chebi:monoisotopicmass "199.04557"^^xsd:string ;
    chebi:smiles "S1C2C=CC=CC2=Nc2ccccc12"^^xsd:string ;
    oboInOwl:hasExactSynonym "4aH-phenothiazine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:37933"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37934 a owl:Class ;
    rdfs:label "1H-phenothiazine"^^xsd:string ;
    rdfs:subClassOf CHEBI:37932,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:37931 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:37933 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:37935 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C12H9NS"^^xsd:string ;
    chebi:inchi "InChI=1S/C12H9NS/c1-3-7-11-9(5-1)13-10-6-2-4-8-12(10)14-11/h1-5,7-8H,6H2"^^xsd:string ;
    chebi:inchikey "QWXDTDWOYQPERX-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "199.27260"^^xsd:string ;
    chebi:monoisotopicmass "199.04557"^^xsd:string ;
    chebi:smiles "C1C=CC=C2Sc3ccccc3N=C12"^^xsd:string ;
    oboInOwl:hasExactSynonym "1H-phenothiazine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:37934"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37935 a owl:Class ;
    rdfs:label "3H-phenothiazine"^^xsd:string ;
    rdfs:subClassOf CHEBI:37932,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:37931 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:37933 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:37934 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C12H9NS"^^xsd:string ;
    chebi:inchi "InChI=1S/C12H9NS/c1-3-7-11-9(5-1)13-10-6-2-4-8-12(10)14-11/h1-3,5-8H,4H2"^^xsd:string ;
    chebi:inchikey "FIICCGOYRVMEPV-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "199.27260"^^xsd:string ;
    chebi:monoisotopicmass "199.04557"^^xsd:string ;
    chebi:smiles "C1C=CC2=Nc3ccccc3SC2=C1"^^xsd:string ;
    oboInOwl:hasExactSynonym "3H-phenothiazine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:37935"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37937 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:2088068"^^xsd:string,
        "Beilstein:2092860"^^xsd:string,
        "Beilstein:2937259"^^xsd:string,
        "CAS:55-73-2"^^xsd:string,
        "Drug_Central:359"^^xsd:string,
        "DrugBank:DB00217"^^xsd:string,
        "Patent:GB1084461"^^xsd:string,
        "Patent:GB1111564"^^xsd:string,
        "Patent:US3168562"^^xsd:string,
        "Wikipedia:Bethanidine"^^xsd:string ;
    rdfs:label "bethanidine"^^xsd:string ;
    rdfs:subClassOf CHEBI:24436,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35674 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37887 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C10H15N3"^^xsd:string ;
    chebi:inchi "InChI=1S/C10H15N3/c1-11-10(12-2)13-8-9-6-4-3-5-7-9/h3-7H,8H2,1-2H3,(H2,11,12,13)"^^xsd:string ;
    chebi:inchikey "NIVZHWNOUVJHKV-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "177.24632"^^xsd:string ;
    chebi:monoisotopicmass "177.12660"^^xsd:string ;
    chebi:smiles "CN\\C(NCc1ccccc1)=N/C"^^xsd:string ;
    oboInOwl:hasExactSynonym "1-benzyl-2,3-dimethylguanidine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "betanidina"^^xsd:string,
        "betanidine"^^xsd:string,
        "betanidinum"^^xsd:string,
        "N,N'-dimethyl-N''-(phenylmethyl)-guanidine"^^xsd:string ;
    oboInOwl:id "CHEBI:37937"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37941 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:8151914"^^xsd:string,
        "CAS:113665-84-2"^^xsd:string,
        "Drug_Central:708"^^xsd:string,
        "DrugBank:DB00758"^^xsd:string,
        "LINCS:LSM-5415"^^xsd:string,
        "Patent:EP99802"^^xsd:string,
        "Patent:EP281459"^^xsd:string,
        "Patent:US4529596"^^xsd:string,
        "Patent:US4847265"^^xsd:string,
        "PMID:10983738"^^xsd:string,
        "PMID:11095576"^^xsd:string,
        "PMID:11701941"^^xsd:string,
        "PMID:16802846"^^xsd:string,
        "PMID:18520712"^^xsd:string,
        "PMID:18708826"^^xsd:string,
        "PMID:19573725"^^xsd:string,
        "Wikipedia:Clopidogrel"^^xsd:string ;
    rdfs:label "clopidogrel"^^xsd:string ;
    definition: "A thienopyridine that is 4,5,6,7-tetrahydrothieno[3,2-c]pyridine in which the hydrogen attached to the nitrogen is replaced by an o-chlorobenzyl group, the methylene hydrogen of which is replaced by a  methoxycarbonyl group (the S enantiomer). A P2Y12 receptor antagonist, it is used to inhibit blood clots and prevent heart attacks."^^xsd:string ;
    rdfs:subClassOf CHEBI:25248,
        CHEBI:37942,
        CHEBI:83403,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:9588 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50249 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50427 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:68563 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C16H16ClNO2S"^^xsd:string ;
    chebi:inchi "InChI=1S/C16H16ClNO2S/c1-20-16(19)15(12-4-2-3-5-13(12)17)18-8-6-14-11(10-18)7-9-21-14/h2-5,7,9,15H,6,8,10H2,1H3/t15-/m0/s1"^^xsd:string ;
    chebi:inchikey "GKTWGGQPFAXNFI-HNNXBMFYSA-N"^^xsd:string ;
    chebi:mass "321.82200"^^xsd:string ;
    chebi:monoisotopicmass "321.05903"^^xsd:string ;
    chebi:smiles "COC(=O)[C@@H](N1CCc2sccc2C1)c1ccccc1Cl"^^xsd:string ;
    oboInOwl:hasExactSynonym "methyl (2S)-(2-chlorophenyl)(6,7-dihydrothieno[3,2-c]pyridin-5(4H)-yl)acetate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(+)-Clopidogrel"^^xsd:string,
        "clopidogrel"^^xsd:string,
        "clopidogrelum"^^xsd:string ;
    oboInOwl:id "CHEBI:37941"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37942 a owl:Class ;
    rdfs:label "thienopyridine"^^xsd:string ;
    definition: "Any organic heterobicyclic compound whose skeleton results from the formal ortho-fusion of any bond of a pyridine with any bond of a thiophene."^^xsd:string ;
    rdfs:subClassOf CHEBI:27171,
        CHEBI:38101,
        CHEBI:38106 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "thienopyridines"^^xsd:string ;
    oboInOwl:id "CHEBI:37942"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37947 a owl:Class ;
    rdfs:label "benzothiazoles"^^xsd:string ;
    rdfs:subClassOf CHEBI:27171,
        CHEBI:38101,
        CHEBI:38106 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:37947"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37948 a owl:Class ;
    rdfs:label "oxaspiro compound"^^xsd:string ;
    definition: "A spiro compound in which at least one of the cyclic components is an oxygen heterocyle."^^xsd:string ;
    rdfs:subClassOf CHEBI:33599 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "oxaspiro compounds"^^xsd:string ;
    oboInOwl:id "CHEBI:37948"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37949 a owl:Class ;
    rdfs:label "azacycloalkane"^^xsd:string ;
    rdfs:subClassOf CHEBI:25693,
        CHEBI:38101 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "azacycloalkanes"^^xsd:string ;
    oboInOwl:id "CHEBI:37949"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37955 a owl:Class ;
    oboInOwl:hasDbXref "PMID:22035879"^^xsd:string ;
    rdfs:label "H1-receptor antagonist"^^xsd:string ;
    definition: "H1-receptor antagonists are the drugs that selectively bind to but do not activate histamine H1 receptors, thereby blocking the actions of endogenous histamine."^^xsd:string ;
    rdfs:subClassOf CHEBI:37956 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "classical antihistamines"^^xsd:string,
        "classical antihistaminics"^^xsd:string,
        "H1 antihistaminics"^^xsd:string,
        "H1 receptor antagonists"^^xsd:string,
        "H1 receptor blockaders"^^xsd:string,
        "H1-receptor antagonists"^^xsd:string,
        "H1-receptor blocker"^^xsd:string,
        "H1-receptor blockers"^^xsd:string ;
    oboInOwl:id "CHEBI:37955"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37956 a owl:Class ;
    oboInOwl:hasDbXref "PMID:22035879"^^xsd:string,
        "Wikipedia:Antihistamines"^^xsd:string ;
    rdfs:label "histamine antagonist"^^xsd:string ;
    definition: "Histamine antagonists are the drugs that bind to but do not activate histamine receptors, thereby blocking the actions of histamine or histamine agonists."^^xsd:string ;
    rdfs:subClassOf CHEBI:37957,
        CHEBI:48706 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "antihistamine"^^xsd:string,
        "antihistamines"^^xsd:string,
        "antihistaminico"^^xsd:string,
        "antihistaminics"^^xsd:string,
        "histamine receptor blocker"^^xsd:string,
        "histamine receptor blockers"^^xsd:string ;
    oboInOwl:id "CHEBI:37956"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37957 a owl:Class ;
    rdfs:label "histaminergic drug"^^xsd:string ;
    definition: "Drugs used for their actions on histaminergic systems."^^xsd:string ;
    rdfs:subClassOf CHEBI:35942 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "histamine agents"^^xsd:string,
        "histamine drugs"^^xsd:string,
        "histaminergic agent"^^xsd:string,
        "histaminergic agents"^^xsd:string,
        "histaminergic drugs"^^xsd:string ;
    oboInOwl:id "CHEBI:37957"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37958 a owl:Class ;
    rdfs:label "dye"^^xsd:string ;
    rdfs:subClassOf CHEBI:33232 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "colorante"^^xsd:string,
        "colorantes"^^xsd:string,
        "dyes"^^xsd:string,
        "Farbstoff"^^xsd:string,
        "Farbstoffe"^^xsd:string,
        "teinture"^^xsd:string,
        "teintures"^^xsd:string ;
    oboInOwl:id "CHEBI:37958"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37961 a owl:Class ;
    rdfs:label "H2-receptor antagonist"^^xsd:string ;
    definition: "H2-receptor antagonists are the drugs that selectively bind to but do not activate histamine H2 receptors, thereby blocking the actions of endogenous histamine."^^xsd:string ;
    rdfs:subClassOf CHEBI:37956 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "H2 receptor antagonists"^^xsd:string,
        "H2 receptor blockaders"^^xsd:string,
        "H2-receptor blocker"^^xsd:string,
        "H2-receptor blockers"^^xsd:string,
        "histamine H2 receptor antagonist"^^xsd:string,
        "histamine H2 receptor antagonists"^^xsd:string ;
    oboInOwl:id "CHEBI:37961"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37962 a owl:Class ;
    rdfs:label "adrenergic agent"^^xsd:string ;
    definition: "Any agent that acts on an adrenergic receptor or affects the life cycle of an adrenergic transmitter."^^xsd:string ;
    rdfs:subClassOf CHEBI:35942 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "adrenergic agents"^^xsd:string,
        "adrenergic drug"^^xsd:string,
        "adrenergic drugs"^^xsd:string,
        "adrenergic neuron agents"^^xsd:string,
        "adrenergics"^^xsd:string ;
    oboInOwl:id "CHEBI:37962"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:37963 a owl:Class ;
    rdfs:label "pyranone"^^xsd:string ;
    definition: "Any of a class of cyclic chemical compounds that contain an unsaturated six-membered ring with one ring oxygen atom and an oxo substituent."^^xsd:string ;
    rdfs:subClassOf CHEBI:26407 ;
    oboInOwl:hasExactSynonym "pyranone"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "oxopyrans"^^xsd:string,
        "pyranones"^^xsd:string,
        "pyrone"^^xsd:string,
        "pyrones"^^xsd:string ;
    oboInOwl:id "CHEBI:37963"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38001 a owl:Class ;
    rdfs:label "2,6-diaminopurines"^^xsd:string ;
    definition: "Any aminopurine that has amino substituents at positions 2 and 6, and their substituted derivatives."^^xsd:string ;
    rdfs:subClassOf CHEBI:22527 ;
    oboInOwl:hasExactSynonym "2,6-diaminopurines"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:38001"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38032 a owl:Class ;
    rdfs:label "carbotricyclic compound"^^xsd:string ;
    definition: "A carbopolyclic compound comprising of three carbocyclic rings."^^xsd:string ;
    rdfs:subClassOf CHEBI:35294,
        CHEBI:51959 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "carbotricyclic compounds"^^xsd:string ;
    oboInOwl:id "CHEBI:38032"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38037 a owl:Class ;
    rdfs:label "methanesulfonate salt"^^xsd:string ;
    rdfs:subClassOf CHEBI:48544,
        CHEBI:64382 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "mesylate salt"^^xsd:string,
        "mesylate salts"^^xsd:string,
        "methanesulfonate salts"^^xsd:string ;
    oboInOwl:id "CHEBI:38037"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38063 a owl:Class ;
    rdfs:label "quinolizines"^^xsd:string ;
    rdfs:subClassOf CHEBI:27171,
        CHEBI:38101 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:38063"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38064 a owl:Class ;
    rdfs:label "heteroarenecarboxylate ester"^^xsd:string ;
    rdfs:subClassOf CHEBI:33308,
        CHEBI:62732 ;
    oboInOwl:hasExactSynonym "heteroarenecarboxylate ester"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "heteroarenecarboxylate esters"^^xsd:string ;
    oboInOwl:id "CHEBI:38064"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38068 a owl:Class ;
    rdfs:label "antimalarial"^^xsd:string ;
    definition: "A drug used in the treatment of malaria. Antimalarials are usually classified on the basis of their action against Plasmodia at different stages in their life cycle in the human."^^xsd:string ;
    rdfs:subClassOf CHEBI:64915 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "antimalarials"^^xsd:string ;
    oboInOwl:id "CHEBI:38068"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38070 a owl:Class ;
    rdfs:label "anti-arrhythmia drug"^^xsd:string ;
    definition: "A drug used for the treatment or prevention of cardiac arrhythmias. Anti-arrhythmia drugs may affect the polarisation-repolarisation phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibres."^^xsd:string ;
    rdfs:subClassOf CHEBI:35554 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "anti-arrhythmia agent"^^xsd:string,
        "antiarrhythmic agent"^^xsd:string ;
    oboInOwl:id "CHEBI:38070"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38077 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:8538310"^^xsd:string ;
    rdfs:label "polypyrrole"^^xsd:string ;
    definition: "A compound composed of two or more pyrrole units."^^xsd:string ;
    rdfs:subClassOf CHEBI:38101 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "poly(pyrrole)s"^^xsd:string,
        "polypyrroles"^^xsd:string,
        "PPys"^^xsd:string ;
    oboInOwl:id "CHEBI:38077"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38092 a owl:Class ;
    rdfs:label "cardenolide glycoside"^^xsd:string ;
    definition: "Any member of the class of cardenolides with glycosyl residues attached to position 3."^^xsd:string ;
    rdfs:subClassOf CHEBI:74634,
        CHEBI:83970 ;
    oboInOwl:hasAlternativeId "CHEBI:23035"^^xsd:string,
        "CHEBI:38080"^^xsd:string,
        "CHEBI:38082"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "5alpha-cardenolide glycoside"^^xsd:string,
        "5beta-cardenolide glycoside"^^xsd:string ;
    oboInOwl:id "CHEBI:38092"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38093 a owl:Class ;
    rdfs:label "phenothiazines"^^xsd:string ;
    rdfs:subClassOf CHEBI:26979 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:38093"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38099 a owl:Class ;
    rdfs:label "thiadiazoles"^^xsd:string ;
    rdfs:subClassOf CHEBI:25693 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:38099"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38101 a owl:Class ;
    rdfs:label "organonitrogen heterocyclic compound"^^xsd:string ;
    definition: "Any organonitrogen compound containing a cyclic component with nitrogen and at least one other element as ring member atoms."^^xsd:string ;
    rdfs:subClassOf CHEBI:24532,
        CHEBI:35352 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "heterocyclic organonitrogen compounds"^^xsd:string,
        "organonitrogen heterocyclic compounds"^^xsd:string ;
    oboInOwl:id "CHEBI:38101"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38102 a owl:Class ;
    rdfs:label "triazines"^^xsd:string ;
    definition: "Compounds based on a triazine skeleton."^^xsd:string ;
    rdfs:subClassOf CHEBI:25693,
        CHEBI:50893 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:38102"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38104 a owl:Class ;
    oboInOwl:hasDbXref "PMID:17134300"^^xsd:string ;
    rdfs:label "oxacycle"^^xsd:string ;
    definition: "Any organic heterocyclic compound containing at least one ring oxygen atom."^^xsd:string ;
    rdfs:subClassOf CHEBI:24532,
        CHEBI:36963 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "heterocyclic organooxygen compounds"^^xsd:string,
        "organooxygen heterocyclic compounds"^^xsd:string,
        "oxacycles"^^xsd:string ;
    oboInOwl:id "CHEBI:38104"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38106 a owl:Class ;
    rdfs:label "organosulfur heterocyclic compound"^^xsd:string ;
    rdfs:subClassOf CHEBI:24532,
        CHEBI:33261 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "heterocyclic organosulfur compounds"^^xsd:string,
        "organosulfur heterocyclic compounds"^^xsd:string ;
    oboInOwl:id "CHEBI:38106"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38124 a owl:Class ;
    rdfs:label "dialdehyde"^^xsd:string ;
    definition: "Any aldehyde with two aldehyde groups."^^xsd:string ;
    rdfs:subClassOf CHEBI:17478 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "bialdehyde"^^xsd:string,
        "bialdehydes"^^xsd:string,
        "dialdehydes"^^xsd:string ;
    oboInOwl:id "CHEBI:38124"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38147 a owl:Class ;
    rdfs:label "cardiotonic drug"^^xsd:string ;
    definition: "A drug that has a strengthening effect on the heart or that can increase cardiac output."^^xsd:string ;
    rdfs:subClassOf CHEBI:35554 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "cardiotonic drugs"^^xsd:string ;
    oboInOwl:id "CHEBI:38147"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38157 a owl:Class ;
    rdfs:label "iron chelator"^^xsd:string ;
    rdfs:subClassOf CHEBI:38161 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "iron chelating agents"^^xsd:string,
        "iron chelators"^^xsd:string ;
    oboInOwl:id "CHEBI:38157"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38161 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C00917"^^xsd:string,
        "KEGG:C02169"^^xsd:string ;
    rdfs:label "chelator"^^xsd:string ;
    definition: "A ligand with two or more separate binding sites that can bind to a single metallic central atom, forming a chelate."^^xsd:string ;
    rdfs:subClassOf CHEBI:52214 ;
    oboInOwl:hasAlternativeId "CHEBI:3585"^^xsd:string,
        "CHEBI:6789"^^xsd:string,
        "CHEBI:23090"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Chelating agent"^^xsd:string,
        "chelating agents"^^xsd:string,
        "chelators"^^xsd:string,
        "complexon"^^xsd:string,
        "Metal chelator"^^xsd:string ;
    oboInOwl:id "CHEBI:38161"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38163 a owl:Class ;
    rdfs:label "organic heterotetracyclic compound"^^xsd:string ;
    rdfs:subClassOf CHEBI:38166 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "organic heterotetracyclic compounds"^^xsd:string ;
    oboInOwl:id "CHEBI:38163"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38164 a owl:Class ;
    rdfs:label "organic heteropentacyclic compound"^^xsd:string ;
    rdfs:subClassOf CHEBI:38166 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "organic heteropentacyclic compounds"^^xsd:string ;
    oboInOwl:id "CHEBI:38164"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38166 a owl:Class ;
    rdfs:label "organic heteropolycyclic compound"^^xsd:string ;
    rdfs:subClassOf CHEBI:24532,
        CHEBI:33671 ;
    oboInOwl:hasAlternativeId "CHEBI:25429"^^xsd:string,
        "CHEBI:38075"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "organic heteropolycyclic compounds"^^xsd:string ;
    oboInOwl:id "CHEBI:38166"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38179 a owl:Class ;
    rdfs:label "monocyclic heteroarene"^^xsd:string ;
    rdfs:subClassOf CHEBI:33833 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "monocyclic heteroarenes"^^xsd:string ;
    oboInOwl:id "CHEBI:38179"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38180 a owl:Class ;
    rdfs:label "polycyclic heteroarene"^^xsd:string ;
    rdfs:subClassOf CHEBI:33833 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "polycyclic heteroarenes"^^xsd:string ;
    oboInOwl:id "CHEBI:38180"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38181 a owl:Class ;
    rdfs:label "pyridinemonocarboxylate"^^xsd:string ;
    definition: "A monocarboxylic acid anion resulting from the removal of a proton from the carboxy group of a pyridinemonocarboxylic acid. A 'closed class'."^^xsd:string ;
    rdfs:subClassOf CHEBI:35757,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:26420 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "pyridinemonocarboxylates"^^xsd:string ;
    oboInOwl:id "CHEBI:38181"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38182 a owl:Class ;
    rdfs:label "monohydroxypyridine"^^xsd:string ;
    definition: "A hydroxypyridine carrying a single hydroxy substituent."^^xsd:string ;
    rdfs:subClassOf CHEBI:24745 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "monohydroxypyridines"^^xsd:string ;
    oboInOwl:id "CHEBI:38182"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38183 a owl:Class ;
    rdfs:label "pyridone"^^xsd:string ;
    rdfs:subClassOf CHEBI:26421 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "pyridones"^^xsd:string ;
    oboInOwl:id "CHEBI:38183"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38186 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:CPD-13335"^^xsd:string ;
    rdfs:label "isonicotinate"^^xsd:string ;
    definition: "A pyridinemonocarboxylate resulting from the deprotonation of the carboxy group of isonicotinic acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:38181,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:6032 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C6H4NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H5NO2/c8-6(9)5-1-3-7-4-2-5/h1-4H,(H,8,9)/p-1"^^xsd:string ;
    chebi:inchikey "TWBYWOBDOCUKOW-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "122.104"^^xsd:string ;
    chebi:monoisotopicmass "122.02475"^^xsd:string ;
    chebi:smiles "C(=O)(C=1C=CN=CC1)[O-]"^^xsd:string ;
    oboInOwl:hasExactSynonym "pyridine-4-carboxylate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "4-picolinate"^^xsd:string,
        "4-pyridinecarboxylate"^^xsd:string,
        "gamma-picolinate"^^xsd:string ;
    oboInOwl:id "CHEBI:38186"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38187 a owl:Class ;
    rdfs:label "pyridinecarbaldehyde"^^xsd:string ;
    rdfs:subClassOf CHEBI:26421,
        CHEBI:49104 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "pyridinecarbaldehydes"^^xsd:string ;
    oboInOwl:id "CHEBI:38187"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38195 a owl:Class ;
    rdfs:label "5beta-hydroxy steroid"^^xsd:string ;
    rdfs:subClassOf CHEBI:36848,
        CHEBI:136889 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "5beta-hydroxy steroids"^^xsd:string ;
    oboInOwl:id "CHEBI:38195"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38196 a owl:Class ;
    rdfs:label "hydroxymethylpyridine"^^xsd:string ;
    definition: "Any member of the class of  pyridines carrying a hydroxymethyl substituent at unspecified position."^^xsd:string ;
    rdfs:subClassOf CHEBI:26421 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "hydroxymethylpyridines"^^xsd:string ;
    oboInOwl:id "CHEBI:38196"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38206 a owl:Class ;
    rdfs:label "chlorophyllide"^^xsd:string ;
    definition: "Chlorophylls lacking the terpenoid side chain such as phytyl or farnesyl."^^xsd:string ;
    rdfs:subClassOf CHEBI:28966,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:139292 ] ;
    oboInOwl:hasAlternativeId "CHEBI:3634"^^xsd:string,
        "CHEBI:13975"^^xsd:string,
        "CHEBI:23160"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Chlorophyllid"^^xsd:string,
        "chlorophyllides"^^xsd:string ;
    oboInOwl:id "CHEBI:38206"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38207 a owl:Class ;
    rdfs:label "aminopyridine"^^xsd:string ;
    definition: "Compounds containing a pyridine skeleton substituted by one or more amine groups."^^xsd:string ;
    rdfs:subClassOf CHEBI:26421,
        CHEBI:33860 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "aminopyridines"^^xsd:string ;
    oboInOwl:id "CHEBI:38207"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38215 a owl:Class ;
    rdfs:label "calcium channel blocker"^^xsd:string ;
    definition: "One of a class of drugs that acts by selective inhibition of calcium influx through cell membranes or on the release and binding of calcium in intracellular pools."^^xsd:string ;
    rdfs:subClassOf CHEBI:38808,
        CHEBI:48706 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "calcium channel antagonist"^^xsd:string,
        "calcium channel antagonists"^^xsd:string,
        "calcium channel blockers"^^xsd:string ;
    oboInOwl:id "CHEBI:38215"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38222 a owl:Class ;
    rdfs:label "hydrocarbyl anion"^^xsd:string ;
    rdfs:subClassOf CHEBI:25696 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:38222"^^xsd:string ;
    oboInOwl:inSubset chebi2:1_STAR .

CHEBI:38251 a owl:Class ;
    rdfs:label "magnesium tetrapyrrole"^^xsd:string ;
    rdfs:subClassOf CHEBI:33909,
        CHEBI:33976 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "magnesium tetrapyrroles"^^xsd:string ;
    oboInOwl:id "CHEBI:38251"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38260 a owl:Class ;
    rdfs:label "pyrrolidines"^^xsd:string ;
    definition: "Any of a class of heterocyclic amines having a saturated five-membered ring."^^xsd:string ;
    rdfs:subClassOf CHEBI:25693,
        CHEBI:38101 ;
    oboInOwl:hasAlternativeId "CHEBI:26922"^^xsd:string,
        "CHEBI:38191"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:38260"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38261 a owl:Class ;
    rdfs:label "imidazolidines"^^xsd:string ;
    rdfs:subClassOf CHEBI:38304 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:38261"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38263 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1098902"^^xsd:string ;
    rdfs:label "2-amino-3-hydroxybutanoic acid"^^xsd:string ;
    definition: "An alpha-amino acid that is butanoic acid substituted by an amino group at position 2 and a hydroxy group at position 3."^^xsd:string ;
    rdfs:subClassOf CHEBI:33704,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C4H9NO3"^^xsd:string ;
    chebi:inchi "InChI=1S/C4H9NO3/c1-2(6)3(5)4(7)8/h2-3,6H,5H2,1H3,(H,7,8)"^^xsd:string ;
    chebi:inchikey "AYFVYJQAPQTCCC-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "119.11920"^^xsd:string ;
    chebi:monoisotopicmass "119.05824"^^xsd:string ;
    chebi:smiles "CC(O)C(N)C(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-amino-3-hydroxybutanoic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:38263"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38264 a owl:Class ;
    oboInOwl:hasDbXref "CAS:443-79-8"^^xsd:string,
        "KEGG:C16434"^^xsd:string,
        "PMID:10944265"^^xsd:string,
        "Reaxys:1721790"^^xsd:string ;
    rdfs:label "2-amino-3-methylpentanoic acid"^^xsd:string ;
    definition: "A branched chain amino acid that consists of 3-methylpentanoic acid bearing an amino substituent at position 2."^^xsd:string ;
    rdfs:subClassOf CHEBI:22918,
        CHEBI:33704 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H13NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H13NO2/c1-3-4(2)5(7)6(8)9/h4-5H,3,7H2,1-2H3,(H,8,9)"^^xsd:string ;
    chebi:inchikey "AGPKZVBTJJNPAG-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "131.17296"^^xsd:string ;
    chebi:monoisotopicmass "131.09463"^^xsd:string ;
    chebi:smiles "CCC(C)C(N)C(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-amino-3-methylpentanoic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:38264"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38267 a owl:Class ;
    oboInOwl:hasDbXref "CAS:13780-71-7"^^xsd:string,
        "Gmelin:141308"^^xsd:string,
        "Reaxys:11573126"^^xsd:string ;
    rdfs:label "boronic acid"^^xsd:string ;
    definition: "The simplest boronic acid, consisting of borane with two of the hydrogens substituted by hydroxy groups."^^xsd:string ;
    rdfs:subClassOf CHEBI:38269 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "BH3O2"^^xsd:string ;
    chebi:inchi "InChI=1S/BH3O2/c2-1-3/h1-3H"^^xsd:string ;
    chebi:inchikey "ZADPBFCGQRWHPN-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "45.83362"^^xsd:string ;
    chebi:monoisotopicmass "46.02261"^^xsd:string ;
    chebi:smiles "[H]OB([H])O[H]"^^xsd:string ;
    oboInOwl:hasExactSynonym "boronic acid"^^xsd:string,
        "dihydroxyborane"^^xsd:string,
        "hydridodihydroxidoboron"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "BH(OH)2"^^xsd:string ;
    oboInOwl:id "CHEBI:38267"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38269 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Boronic_acid"^^xsd:string ;
    rdfs:label "boronic acids"^^xsd:string ;
    definition: "Compounds having the structure RB(OH)2."^^xsd:string ;
    rdfs:subClassOf CHEBI:33145 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "BH2O2R"^^xsd:string ;
    chebi:mass "44.82600"^^xsd:string ;
    chebi:monoisotopicmass "45.01478"^^xsd:string ;
    chebi:smiles "OB(O)[*]"^^xsd:string ;
    oboInOwl:hasExactSynonym "boronic acids"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:38269"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38275 a owl:Class ;
    rdfs:label "pyrrolidinone"^^xsd:string ;
    rdfs:subClassOf CHEBI:38260 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "pyrrolidinones"^^xsd:string ;
    oboInOwl:id "CHEBI:38275"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38290 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:3549814"^^xsd:string,
        "CAS:299-36-5"^^xsd:string,
        "Chemspider:10239162"^^xsd:string,
        "Gmelin:506552"^^xsd:string,
        "KEGG:C00072"^^xsd:string,
        "MetaCyc:ASCORBATE"^^xsd:string,
        "PMID:9506998"^^xsd:string,
        "PMID:18450228"^^xsd:string,
        "PMID:18678913"^^xsd:string,
        "PMID:19162177"^^xsd:string ;
    rdfs:label "L-ascorbate"^^xsd:string ;
    definition: "The L-enantiomer of ascorbate and conjugate base of L-ascorbic acid, arising from selective deprotonation of the 3-hydroxy group. Required for a range of essential metabolic reactions in all animals and plants."^^xsd:string ;
    rdfs:subClassOf CHEBI:22651,
        CHEBI:176783,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:29073 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:23357 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:83056 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C6H7O6"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H8O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h2,5,7-10H,1H2/p-1/t2-,5+/m0/s1"^^xsd:string ;
    chebi:inchikey "CIWBSHSKHKDKBQ-JLAZNSOCSA-M"^^xsd:string ;
    chebi:mass "175.11618"^^xsd:string ;
    chebi:monoisotopicmass "175.02481"^^xsd:string ;
    chebi:smiles "[H][C@@]1(OC(=O)C(O)=C1[O-])[C@@H](O)CO"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:13082"^^xsd:string,
        "CHEBI:13861"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2R)-2-[(1S)-1,2-dihydroxyethyl]-4-hydroxy-5-oxo-2,5-dihydrofuran-3-olate"^^xsd:string,
        "L-Ascorbate"^^xsd:string,
        "L-ascorbate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Ascorbate"^^xsd:string,
        "L-ascorbate(1-)"^^xsd:string,
        "L-ascorbic acid, ion(1-)"^^xsd:string,
        "Vitamin C"^^xsd:string ;
    oboInOwl:id "CHEBI:38290"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38295 a owl:Class ;
    rdfs:label "azabicycloalkane"^^xsd:string ;
    rdfs:subClassOf CHEBI:27171,
        CHEBI:38101 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "azabicycloalkanes"^^xsd:string ;
    oboInOwl:id "CHEBI:38295"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38296 a owl:Class ;
    rdfs:label "cyclopentapyrrole"^^xsd:string ;
    rdfs:subClassOf CHEBI:27171,
        CHEBI:38101 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "cyclopentapyrroles"^^xsd:string ;
    oboInOwl:id "CHEBI:38296"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38297 a owl:Class ;
    rdfs:label "thiabicycloalkane"^^xsd:string ;
    rdfs:subClassOf CHEBI:27171,
        CHEBI:38106 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "thiabicycloalkanes"^^xsd:string ;
    oboInOwl:id "CHEBI:38297"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38298 a owl:Class ;
    rdfs:label "benzodioxoles"^^xsd:string ;
    rdfs:subClassOf CHEBI:27171,
        CHEBI:38104 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:38298"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38304 a owl:Class ;
    rdfs:label "diazolidine"^^xsd:string ;
    rdfs:subClassOf CHEBI:25693,
        CHEBI:38101 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "diazolidines"^^xsd:string ;
    oboInOwl:id "CHEBI:38304"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38311 a owl:Class ;
    rdfs:label "cephem"^^xsd:string ;
    rdfs:subClassOf CHEBI:27171,
        CHEBI:27933,
        CHEBI:38106 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "cephems"^^xsd:string ;
    oboInOwl:id "CHEBI:38311"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38312 a owl:Class ;
    rdfs:label "pyrazolidines"^^xsd:string ;
    rdfs:subClassOf CHEBI:38304 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:38312"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38313 a owl:Class ;
    rdfs:label "diazines"^^xsd:string ;
    definition: "Any organic heterocyclic compound containing a benzene ring in which two of the C-H fragments have been replaced by isolobal nitrogens (the diazine parent structure)."^^xsd:string ;
    rdfs:subClassOf CHEBI:25693,
        CHEBI:38101 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:38313"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38314 a owl:Class ;
    rdfs:label "pyrazines"^^xsd:string ;
    rdfs:subClassOf CHEBI:38313 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:38314"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38315 a owl:Class ;
    rdfs:label "beta-D-arabinoside"^^xsd:string ;
    rdfs:subClassOf CHEBI:22601 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "beta-D-arabinosides"^^xsd:string ;
    oboInOwl:id "CHEBI:38315"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38317 a owl:Class ;
    rdfs:label "EC 1.13.11.27 (4-hydroxyphenylpyruvate dioxygenase) inhibitor"^^xsd:string ;
    definition: "An EC 1.13.11.* (oxidoreductase acting on single donors and incorporating 2 atoms of oxygen) inhibitor that interferes with the activity of 4-hydroxyphenylpyruvate dioxygenase (EC 1.13.11.27)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76837 ;
    oboInOwl:hasAlternativeId "CHEBI:50380"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "4-hydroxyphenylpyruvate dioxygenase (EC 1.13.11.27) inhibitor"^^xsd:string,
        "4-hydroxyphenylpyruvate dioxygenase (EC 1.13.11.27) inhibitors"^^xsd:string,
        "4-hydroxyphenylpyruvate dioxygenase inhibitor"^^xsd:string,
        "4-hydroxyphenylpyruvate dioxygenase inhibitors"^^xsd:string,
        "4-hydroxyphenylpyruvate hydroxylase inhibitor"^^xsd:string,
        "4-hydroxyphenylpyruvate hydroxylase inhibitors"^^xsd:string,
        "4-hydroxyphenylpyruvate:oxygen oxidoreductase (hydroxylating, decarboxylating) inhibitor"^^xsd:string,
        "4-hydroxyphenylpyruvate:oxygen oxidoreductase (hydroxylating, decarboxylating) inhibitors"^^xsd:string,
        "4-hydroxyphenylpyruvic acid dioxygenase inhibitor"^^xsd:string,
        "4-hydroxyphenylpyruvic acid dioxygenase inhibitors"^^xsd:string,
        "EC 1.13.11.27 (4-hydroxyphenylpyruvate dioxygenase) inhibitors"^^xsd:string,
        "EC 1.13.11.27 inhibitor"^^xsd:string,
        "EC 1.13.11.27 inhibitors"^^xsd:string,
        "HPPD inhibitor"^^xsd:string,
        "HPPD inhibitors"^^xsd:string,
        "p-hydroxyphenylpyruvate dioxygenase inhibitor"^^xsd:string,
        "p-hydroxyphenylpyruvate dioxygenase inhibitors"^^xsd:string,
        "p-hydroxyphenylpyruvate hydroxylase inhibitor"^^xsd:string,
        "p-hydroxyphenylpyruvate hydroxylase inhibitors"^^xsd:string,
        "p-hydroxyphenylpyruvate oxidase inhibitor"^^xsd:string,
        "p-hydroxyphenylpyruvate oxidase inhibitors"^^xsd:string,
        "p-hydroxyphenylpyruvic acid hydroxylase inhibitor"^^xsd:string,
        "p-hydroxyphenylpyruvic acid hydroxylase inhibitors"^^xsd:string,
        "p-hydroxyphenylpyruvic hydroxylase inhibitor"^^xsd:string,
        "p-hydroxyphenylpyruvic hydroxylase inhibitors"^^xsd:string,
        "p-hydroxyphenylpyruvic oxidase inhibitor"^^xsd:string,
        "p-hydroxyphenylpyruvic oxidase inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:38317"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38321 a owl:Class ;
    oboInOwl:hasDbXref "CAS:104206-82-8"^^xsd:string,
        "Patent:WO2011016018"^^xsd:string,
        "Pesticides:mesotrione"^^xsd:string,
        "PMID:11455642"^^xsd:string,
        "PMID:20692682"^^xsd:string,
        "PPDB:442"^^xsd:string,
        "Reaxys:8999656"^^xsd:string,
        "Wikipedia:Mesotrione"^^xsd:string ;
    rdfs:label "mesotrione"^^xsd:string ;
    definition: "An aromatic ketone that is cyclohexa-1,3-dione in which one of the hydrogens at position 2 is substituted by a 4-(methanesulfonyl)-2-nitrobenzoyl group."^^xsd:string ;
    rdfs:subClassOf CHEBI:35716,
        CHEBI:35850,
        CHEBI:76224,
        CHEBI:140323,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:41308 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:24527 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35703 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38317 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78298 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:138208 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C14H13NO7S"^^xsd:string ;
    chebi:inchi "InChI=1S/C14H13NO7S/c1-23(21,22)8-5-6-9(10(7-8)15(19)20)14(18)13-11(16)3-2-4-12(13)17/h5-7,13H,2-4H2,1H3"^^xsd:string ;
    chebi:inchikey "KPUREKXXPHOJQT-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "339.32156"^^xsd:string ;
    chebi:monoisotopicmass "339.04127"^^xsd:string ;
    chebi:smiles "CS(=O)(=O)c1ccc(C(=O)C2C(=O)CCCC2=O)c(c1)[N+]([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-[4-(methanesulfonyl)-2-nitrobenzoyl]cyclohexane-1,3-dione"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-(2'-nitro-4'-methylsulfonylbenzoyl)cyclohexane-1,3-dione"^^xsd:string,
        "2-(4-methylsulphonyl-2-nitrobenzoyl)-1,3-cyclohexanedione"^^xsd:string,
        "2-[4-(methylsulfonyl)-2-nitrobenzoyl]-1,3-cyclohexanedione"^^xsd:string,
        "(2-nitro-4-(methylsullfonyl))benzoylcyclohexane-1,3-dione"^^xsd:string,
        "Tenacity"^^xsd:string ;
    oboInOwl:id "CHEBI:38321"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38323 a owl:Class ;
    rdfs:label "cholinergic drug"^^xsd:string ;
    definition: "Any drug used for its actions on cholinergic systems. Included here are agonists and antagonists, drugs that affect the life cycle of acetylcholine, and drugs that affect the survival of cholinergic neurons."^^xsd:string ;
    rdfs:subClassOf CHEBI:35942 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "cholinergic agent"^^xsd:string,
        "cholinergic drugs"^^xsd:string,
        "cholinomimetic"^^xsd:string ;
    oboInOwl:id "CHEBI:38323"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38324 a owl:Class ;
    rdfs:label "cholinergic agonist"^^xsd:string ;
    definition: "Any drug that binds to and activates cholinergic receptors."^^xsd:string ;
    rdfs:subClassOf CHEBI:38323 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "acetylcholine agonist"^^xsd:string,
        "acetylcholine agonists"^^xsd:string,
        "acetylcholine receptor agonist"^^xsd:string,
        "cholinergic agonists"^^xsd:string,
        "cholinomimetic"^^xsd:string,
        "cholinomimetics"^^xsd:string ;
    oboInOwl:id "CHEBI:38324"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38325 a owl:Class ;
    rdfs:label "muscarinic agonist"^^xsd:string ;
    definition: "Any drug that binds to and activates a muscarinic cholinergic receptor."^^xsd:string ;
    rdfs:subClassOf CHEBI:38324 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "muscarinic acetylcholine receptor agonist"^^xsd:string,
        "muscarinic agonists"^^xsd:string,
        "muscarinic cholinergic agonist"^^xsd:string,
        "muscarinic cholinergic agonists"^^xsd:string ;
    oboInOwl:id "CHEBI:38325"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38326 a owl:Class ;
    rdfs:label "thiazine"^^xsd:string ;
    rdfs:subClassOf CHEBI:25693,
        CHEBI:38101,
        CHEBI:38106 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "thiazines"^^xsd:string ;
    oboInOwl:id "CHEBI:38326"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38329 a owl:Class ;
    rdfs:label "oxazolidines"^^xsd:string ;
    rdfs:subClassOf CHEBI:25693,
        CHEBI:38101,
        CHEBI:38104 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:38329"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38337 a owl:Class ;
    rdfs:label "pyrimidone"^^xsd:string ;
    definition: "A pyrimidine carrying one or more oxo substituents."^^xsd:string ;
    rdfs:subClassOf CHEBI:39447 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "pyrimidones"^^xsd:string ;
    oboInOwl:id "CHEBI:38337"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38338 a owl:Class ;
    rdfs:label "aminopyrimidine"^^xsd:string ;
    definition: "A member of the class of  pyrimidines that is pyrimidine substituted by at least one amino group and its derivatives."^^xsd:string ;
    rdfs:subClassOf CHEBI:33860,
        CHEBI:39447 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "aminopyrimidines"^^xsd:string ;
    oboInOwl:id "CHEBI:38338"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38355 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1720995"^^xsd:string,
        "LIPID_MAPS_instance:LMFA01030010"^^xsd:string ;
    rdfs:label "hex-4-enoic acid"^^xsd:string ;
    definition: "A hexenoic acid with the double bond at position 4."^^xsd:string ;
    rdfs:subClassOf CHEBI:24580 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H10O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H10O2/c1-2-3-4-5-6(7)8/h2-3H,4-5H2,1H3,(H,7,8)"^^xsd:string ;
    chebi:inchikey "NIDHFQDUBOVBKZ-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "114.14240"^^xsd:string ;
    chebi:monoisotopicmass "114.06808"^^xsd:string ;
    chebi:smiles "[H]C(C)=CCCC(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "hex-4-enoic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "4-hexenoic acid"^^xsd:string,
        "4-hexenoic acids"^^xsd:string,
        "gamma-hexenoic acid"^^xsd:string,
        "gamma-hexenoic acids"^^xsd:string,
        "hex-4-enoic acids"^^xsd:string ;
    oboInOwl:id "CHEBI:38355"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38363 a owl:Class ;
    oboInOwl:hasDbXref "CAS:1119-60-4"^^xsd:string,
        "LIPID_MAPS_instance:LMFA01030016"^^xsd:string ;
    rdfs:label "hept-6-enoic acid"^^xsd:string ;
    definition: "A heptenoic acid with the double bond at position 6."^^xsd:string ;
    rdfs:subClassOf CHEBI:36151 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C7H12O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C7H12O2/c1-2-3-4-5-6-7(8)9/h2H,1,3-6H2,(H,8,9)"^^xsd:string ;
    chebi:inchikey "RWNJOXUVHRXHSD-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "128.16898"^^xsd:string ;
    chebi:monoisotopicmass "128.08373"^^xsd:string ;
    chebi:smiles "OC(=O)CCCCC=C"^^xsd:string ;
    oboInOwl:hasExactSynonym "hept-6-enoic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "6-heptenoic acid"^^xsd:string,
        "6-heptenoic acids"^^xsd:string,
        "epsilon-heptenoic acid"^^xsd:string,
        "epsilon-heptenoic acids"^^xsd:string,
        "hept-6-enoic acids"^^xsd:string ;
    oboInOwl:id "CHEBI:38363"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38418 a owl:Class ;
    rdfs:label "1,3-thiazoles"^^xsd:string ;
    rdfs:subClassOf CHEBI:48901 ;
    oboInOwl:hasAlternativeId "CHEBI:26949"^^xsd:string,
        "CHEBI:38417"^^xsd:string ;
    oboInOwl:hasExactSynonym "1,3-thiazoles"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:38418"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38419 a owl:Class ;
    rdfs:label "saturated organic heterobicyclic parent"^^xsd:string ;
    rdfs:subClassOf CHEBI:27171,
        CHEBI:36388 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "saturated organic heterobicyclic parents"^^xsd:string ;
    oboInOwl:id "CHEBI:38419"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38431 a owl:Class ;
    oboInOwl:hasDbXref "CAS:264-64-2"^^xsd:string ;
    rdfs:label "1,4-benzodiazepine"^^xsd:string ;
    rdfs:subClassOf CHEBI:22720,
        CHEBI:35570 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C9H8N2"^^xsd:string ;
    chebi:inchi "InChI=1S/C9H8N2/c1-2-4-9-8(3-1)7-10-5-6-11-9/h1-7,11H"^^xsd:string ;
    chebi:inchikey "GUJAGMICFDYKNR-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "144.17330"^^xsd:string ;
    chebi:monoisotopicmass "144.06875"^^xsd:string ;
    chebi:smiles "N1C=CN=Cc2ccccc12"^^xsd:string ;
    oboInOwl:hasExactSynonym "1H-1,4-benzodiazepine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:38431"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38443 a owl:Class ;
    rdfs:label "1-benzopyran"^^xsd:string ;
    rdfs:subClassOf CHEBI:22727 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-benzopyrans"^^xsd:string ;
    oboInOwl:id "CHEBI:38443"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38445 a owl:Class ;
    rdfs:label "chromenone"^^xsd:string ;
    rdfs:subClassOf CHEBI:23232 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "chromenones"^^xsd:string ;
    oboInOwl:id "CHEBI:38445"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38459 a owl:Class ;
    rdfs:label "oxindoles"^^xsd:string ;
    definition: "Any member of the class of indolones whose structure is based on an oxindole (2-indolone) skeleton."^^xsd:string ;
    rdfs:subClassOf CHEBI:24829,
        CHEBI:74222 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:38459"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38462 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Acetylcholinesterase_inhibitor"^^xsd:string ;
    rdfs:label "EC 3.1.1.7 (acetylcholinesterase) inhibitor"^^xsd:string ;
    definition: "An EC 3.1.1.* (carboxylic ester hydrolase) inhibitor that interferes with the action of enzyme acetylcholinesterase (EC 3.1.1.7), which helps breaking down of acetylcholine into choline and acetic acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:76773 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "AcCholE inhibitor"^^xsd:string,
        "AcCholE inhibitors"^^xsd:string,
        "acetyl.beta-methylcholinesterase inhibitor"^^xsd:string,
        "acetyl.beta-methylcholinesterase inhibitors"^^xsd:string,
        "acetylcholine acetylhydrolase inhibitor"^^xsd:string,
        "acetylcholine acetylhydrolase inhibitors"^^xsd:string,
        "acetylcholine esterase inhibitor"^^xsd:string,
        "acetylcholine hydrolase inhibitor"^^xsd:string,
        "acetylcholine hydrolase inhibitors"^^xsd:string,
        "acetylcholinesterase (EC 3.1.1.7) inhibitor"^^xsd:string,
        "acetylcholinesterase (EC 3.1.1.7) inhibitors"^^xsd:string,
        "acetylcholinesterase inhibitor"^^xsd:string,
        "acetylcholinesterase inhibitors"^^xsd:string,
        "acetylthiocholinesterase inhibitor"^^xsd:string,
        "acetylthiocholinesterase inhibitors"^^xsd:string,
        "AChEI"^^xsd:string,
        "choline esterase I inhibitor"^^xsd:string,
        "choline esterase I inhibitors"^^xsd:string,
        "cholinesterase inhibitor"^^xsd:string,
        "cholinesterase inhibitors"^^xsd:string,
        "EC 3.1.1.7 (acetylcholinesterase) inhibitors"^^xsd:string,
        "EC 3.1.1.7 inhibitor"^^xsd:string,
        "EC 3.1.1.7 inhibitors"^^xsd:string,
        "true cholinesterase inhibitor"^^xsd:string,
        "true cholinesterase inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:38462"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38468 a owl:Class ;
    rdfs:label "indol-3-yl carboxylic acid anion"^^xsd:string ;
    rdfs:subClassOf CHEBI:35757 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "indol-3-yl carboxylic acid anions"^^xsd:string ;
    oboInOwl:id "CHEBI:38468"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38481 a owl:Class ;
    rdfs:label "alkaloid ester"^^xsd:string ;
    rdfs:subClassOf CHEBI:22315,
        CHEBI:33308 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "alkaloid esters"^^xsd:string ;
    oboInOwl:id "CHEBI:38481"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38482 a owl:Class ;
    rdfs:label "indole alkaloid fundamental parent"^^xsd:string ;
    rdfs:subClassOf CHEBI:35506 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "indole alkaloid fundamental parents"^^xsd:string ;
    oboInOwl:id "CHEBI:38482"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38484 a owl:Class ;
    oboInOwl:hasDbXref "CAS:478-88-6"^^xsd:string,
        "Chemspider:5256873"^^xsd:string,
        "PMID:13217"^^xsd:string,
        "PMID:423180"^^xsd:string,
        "PMID:16944356"^^xsd:string,
        "PMID:18031017"^^xsd:string,
        "PMID:19783143"^^xsd:string,
        "PMID:23659323"^^xsd:string,
        "PMID:31621316"^^xsd:string,
        "Wikipedia:Ergoline"^^xsd:string ;
    rdfs:label "ergoline"^^xsd:string ;
    definition: "An indole alkaloid whose structural skeleton is found in many naturally occurring and synthetic ergolines which are known to bind to neurotransmitter receptors, such as dopamine, noradrenaline and serotonin receptors and function as unselective agonists or antagonists at these receptors."^^xsd:string ;
    rdfs:subClassOf CHEBI:23666,
        CHEBI:38163,
        CHEBI:38482,
        CHEBI:38958,
        CHEBI:60529 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C14H16N2"^^xsd:string ;
    chebi:inchi "InChI=1S/C14H16N2/c1-3-11-10-4-2-6-15-13(10)7-9-8-16-12(5-1)14(9)11/h1,3,5,8,10,13,15-16H,2,4,6-7H2/t10-,13-/m1/s1"^^xsd:string ;
    chebi:inchikey "RHGUXDUPXYFCTE-ZWNOBZJWSA-N"^^xsd:string ;
    chebi:mass "212.29032"^^xsd:string ;
    chebi:monoisotopicmass "212.13135"^^xsd:string ;
    chebi:smiles "[H][C@@]12Cc3c[nH]c4cccc(c34)[C@@]1([H])CCCN2"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:23326"^^xsd:string,
        "CHEBI:35503"^^xsd:string ;
    oboInOwl:hasExactSynonym "ergoline"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2R,7R)-6,11-diazatetracyclo[7.6.1.0(2,7).0(12,16)]hexadeca-1(16),9,12,14-tetraene"^^xsd:string,
        "(6aR,10aR)-4,6,6a,7,8,9,10,10a-octahydroindolo[4,3-fg]quinoline"^^xsd:string,
        "(6aR-trans)-4,6,6a,7,8,9,10,10a-octahydroindolo[4,3-fg]quinoline"^^xsd:string,
        "ergoline I"^^xsd:string ;
    oboInOwl:id "CHEBI:38484"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38496 a owl:Class ;
    rdfs:label "electron-transport chain inhibitor"^^xsd:string ;
    rdfs:subClassOf CHEBI:76932 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:38496"^^xsd:string ;
    oboInOwl:inSubset chebi2:1_STAR .

CHEBI:38497 a owl:Class ;
    rdfs:label "respiratory-chain inhibitor"^^xsd:string ;
    rdfs:subClassOf CHEBI:38496 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:38497"^^xsd:string ;
    oboInOwl:inSubset chebi2:1_STAR .

CHEBI:38500 a owl:Class ;
    oboInOwl:hasDbXref "PMID:12969439"^^xsd:string,
        "Wikipedia:Cytochrome_c_oxidase"^^xsd:string ;
    rdfs:label "EC 1.9.3.1 (cytochrome c oxidase) inhibitor"^^xsd:string ;
    definition: "An EC 1.9.3.* (oxidoreductase acting on donor heme group, oxygen as acceptor) inhibitor that interferes with the action of cytochrome c oxidase (EC 1.9.3.1)."^^xsd:string ;
    rdfs:subClassOf CHEBI:25355,
        CHEBI:76870 ;
    oboInOwl:hasAlternativeId "CHEBI:38501"^^xsd:string,
        "CHEBI:62966"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "CcO inhibitor"^^xsd:string,
        "complex IV (mitochondrial electron transport) inhibitor"^^xsd:string,
        "complex IV (mitochondrial electron transport) inhibitors"^^xsd:string,
        "cytochrome a3 inhibitor"^^xsd:string,
        "cytochrome a3 inhibitors"^^xsd:string,
        "cytochrome aa3 inhibitor"^^xsd:string,
        "cytochrome aa3 inhibitors"^^xsd:string,
        "cytochrome c oxidase (EC 1.9.3.1) inhibitor"^^xsd:string,
        "cytochrome c oxidase (EC 1.9.3.1) inhibitors"^^xsd:string,
        "cytochrome c oxidase inhibitor"^^xsd:string,
        "cytochrome c oxidase inhibitors"^^xsd:string,
        "cytochrome oxidase inhibitor"^^xsd:string,
        "cytochrome oxidase inhibitors"^^xsd:string,
        "cytochrome-c oxidase inhibitor"^^xsd:string,
        "cytochrome-c oxidase inhibitors"^^xsd:string,
        "EC 1.9.3.1 (cytochrome c oxidase) inhibitors"^^xsd:string,
        "EC 1.9.3.1 inhibitor"^^xsd:string,
        "EC 1.9.3.1 inhibitors"^^xsd:string,
        "ferrocytochrome c oxidase inhibitor"^^xsd:string,
        "ferrocytochrome c oxidase inhibitors"^^xsd:string,
        "ferrocytochrome-c:oxygen oxidoreductase inhibitor"^^xsd:string,
        "ferrocytochrome-c:oxygen oxidoreductase inhibitors"^^xsd:string,
        "indophenol oxidase inhibitor"^^xsd:string,
        "indophenol oxidase inhibitors"^^xsd:string,
        "indophenolase inhibitor"^^xsd:string,
        "indophenolase inhibitors"^^xsd:string,
        "mitochondrial complex IV inhibitor"^^xsd:string,
        "mitochondrial complex IV inhibitors"^^xsd:string,
        "mitochondrial cytochrome-c oxidase inhibitors"^^xsd:string,
        "NADH cytochrome c oxidase inhibitor"^^xsd:string,
        "NADH cytochrome c oxidase inhibitors"^^xsd:string,
        "Warburg's respiratory enzyme inhibitor"^^xsd:string,
        "Warburg's respiratory enzyme inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:38500"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38514 a owl:Class ;
    rdfs:label "quinoline alkaloid fundamental parent"^^xsd:string ;
    rdfs:subClassOf CHEBI:35506 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "quinoline alkaloid fundamental parents"^^xsd:string ;
    oboInOwl:id "CHEBI:38514"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38515 a owl:Class ;
    rdfs:label "isoquinoline alkaloid fundamental parent"^^xsd:string ;
    rdfs:subClassOf CHEBI:35506 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "isoquinoline alkaloid fundamental parents"^^xsd:string ;
    oboInOwl:id "CHEBI:38515"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38523 a owl:Class ;
    rdfs:label "benzazepine alkaloid"^^xsd:string ;
    rdfs:subClassOf CHEBI:22315,
        CHEBI:35676 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "benzazepine alkaloids"^^xsd:string ;
    oboInOwl:id "CHEBI:38523"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38527 a owl:Class ;
    rdfs:label "benzazepine alkaloid fundamental parent"^^xsd:string ;
    rdfs:subClassOf CHEBI:35506 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "benzazepine alkaloid fundamental parents"^^xsd:string ;
    oboInOwl:id "CHEBI:38527"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38530 a owl:Class ;
    rdfs:label "quinazolines"^^xsd:string ;
    definition: "Any organic heterobicyclic compound based on a quinazoline skeleton and its substituted derivatives."^^xsd:string ;
    rdfs:subClassOf CHEBI:27171,
        CHEBI:38101 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:38530"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38532 a owl:Class ;
    rdfs:label "hydrazone"^^xsd:string ;
    definition: "Compounds having the structure R2C=NNR2, formally derived from aldehydes or ketones by replacing =O by =NNH2 (or substituted analogues)."^^xsd:string ;
    rdfs:subClassOf CHEBI:35352 ;
    oboInOwl:hasExactSynonym "hydrazones"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "hydrazones"^^xsd:string ;
    oboInOwl:id "CHEBI:38532"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38545 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:9670765"^^xsd:string,
        "CAS:287714-41-4"^^xsd:string,
        "Drug_Central:2406"^^xsd:string,
        "DrugBank:DB01098"^^xsd:string,
        "HMDB:HMDB0015230"^^xsd:string,
        "KEGG:D08492"^^xsd:string,
        "Patent:US2013035316"^^xsd:string,
        "PMID:17970755"^^xsd:string,
        "PMID:18509206"^^xsd:string,
        "PMID:19724024"^^xsd:string,
        "PMID:19956889"^^xsd:string,
        "PMID:23806820"^^xsd:string,
        "PMID:23881596"^^xsd:string,
        "PMID:23944632"^^xsd:string,
        "PMID:24072337"^^xsd:string,
        "PMID:24076283"^^xsd:string,
        "PMID:24076297"^^xsd:string,
        "PMID:24156555"^^xsd:string,
        "PMID:24163149"^^xsd:string,
        "PMID:24230979"^^xsd:string,
        "PMID:24253250"^^xsd:string,
        "PMID:24259612"^^xsd:string,
        "PMID:24304551"^^xsd:string,
        "PMID:24333476"^^xsd:string,
        "PMID:24353409"^^xsd:string,
        "PMID:24410968"^^xsd:string,
        "PMID:24417785"^^xsd:string,
        "PMID:24434545"^^xsd:string,
        "PMID:24440231"^^xsd:string,
        "PMID:24440960"^^xsd:string,
        "PMID:24444439"^^xsd:string,
        "PMID:24452083"^^xsd:string,
        "PMID:24456217"^^xsd:string,
        "PMID:24467235"^^xsd:string,
        "Reaxys:9670765"^^xsd:string,
        "Wikipedia:Rosuvastatin"^^xsd:string ;
    rdfs:label "rosuvastatin"^^xsd:string ;
    definition: "A dihydroxy monocarboxylic acid that is (6E)-7-{4-(4-fluorophenyl)-2-[methyl(methylsulfonyl)amino]-6-(propan-2-yl)pyrimidin-5-yl} hept-6-enoic acid carrying two hydroxy substituents at positions 3 and 5 (the 3R,5S-diastereomer)."^^xsd:string ;
    rdfs:subClassOf CHEBI:35358,
        CHEBI:35972,
        CHEBI:39447,
        CHEBI:83575,
        CHEBI:87635,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:38363 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:77313 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35703 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:49205 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:67079 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77307 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78298 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C22H28FN3O6S"^^xsd:string ;
    chebi:inchi "InChI=1S/C22H28FN3O6S/c1-13(2)20-18(10-9-16(27)11-17(28)12-19(29)30)21(14-5-7-15(23)8-6-14)25-22(24-20)26(3)33(4,31)32/h5-10,13,16-17,27-28H,11-12H2,1-4H3,(H,29,30)/b10-9+/t16-,17-/m1/s1"^^xsd:string ;
    chebi:inchikey "BPRHUIZQVSMCRT-VEUZHWNKSA-N"^^xsd:string ;
    chebi:mass "481.53800"^^xsd:string ;
    chebi:monoisotopicmass "481.16828"^^xsd:string ;
    chebi:smiles "CC(C)c1nc(nc(-c2ccc(F)cc2)c1\\C=C\\[C@@H](O)C[C@@H](O)CC(O)=O)N(C)S(C)(=O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(3R,5S,6E)-7-{4-(4-fluorophenyl)-2-[methyl(methylsulfonyl)amino]-6-(propan-2-yl)pyrimidin-5-yl}-3,5-dihydroxyhept-6-enoic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(3R,5S,6E)-7-(4-(4-fluorophenyl)-6-(1-methylethyl)-2-(ethyl(methylsulfonyl)amino)-5-pyrimidinyl)-3,5-dihydroxy-6-heptenoic acid"^^xsd:string,
        "(3R,5S,6E)-7-{4-(4-fluorophenyl)-6-isopropyl-2-[methyl(methylsulfonyl)amino]pyrimidin-5-yl}-3,5-dihydroxyhept-6-enoic acid"^^xsd:string,
        "rosuvastatin"^^xsd:string ;
    oboInOwl:id "CHEBI:38545"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38560 a owl:Class ;
    rdfs:label "simple protein"^^xsd:string ;
    rdfs:subClassOf CHEBI:36080 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "simple proteins"^^xsd:string ;
    oboInOwl:id "CHEBI:38560"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38562 a owl:Class ;
    rdfs:label "(6E)-7-[3-(4-fluorophenyl)-1-(propan-2-yl)-1H-indol-2-yl]-3,5-dihydroxyhept-6-enoic acid"^^xsd:string ;
    definition: "A dihydroxy monocarboxylic acid that is N-isopropylindole which is substituted at position 3 by a p-fluorophenyl group and at position 2 by a 6-carboxy-3,5-dihydroxyhex-1-en-1-yl group. It has four possible diastereoisomers."^^xsd:string ;
    rdfs:subClassOf CHEBI:24828,
        CHEBI:35972,
        CHEBI:37143 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C24H26FNO4"^^xsd:string ;
    chebi:inchi "InChI=1S/C24H26FNO4/c1-15(2)26-21-6-4-3-5-20(21)24(16-7-9-17(25)10-8-16)22(26)12-11-18(27)13-19(28)14-23(29)30/h3-12,15,18-19,27-28H,13-14H2,1-2H3,(H,29,30)/b12-11+"^^xsd:string ;
    chebi:inchikey "FJLGEFLZQAZZCD-VAWYXSNFSA-N"^^xsd:string ;
    chebi:mass "411.46598"^^xsd:string ;
    chebi:monoisotopicmass "411.18459"^^xsd:string ;
    chebi:smiles "CC(C)n1c(\\C=C\\C(O)CC(O)CC(O)=O)c(-c2ccc(F)cc2)c2ccccc12"^^xsd:string ;
    oboInOwl:hasExactSynonym "(6E)-7-[3-(4-fluorophenyl)-1-(propan-2-yl)-1H-indol-2-yl]-3,5-dihydroxyhept-6-enoic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(6E)-7-[3-(4-fluorophenyl)-1-isopropyl-1H-indol-2-yl]-3,5-dihydroxyhept-6-enoic acid"^^xsd:string ;
    oboInOwl:id "CHEBI:38562"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38582 a owl:Class ;
    rdfs:label "difluorobenzene"^^xsd:string ;
    definition: "Any member of the class of fluorobenzenes containing a mono- or poly-substituted benzene ring carrying two fluorine atoms."^^xsd:string ;
    rdfs:subClassOf CHEBI:35496 ;
    oboInOwl:hasExactSynonym "difluorobenzene"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Difluorbenzol"^^xsd:string,
        "difluorobenzenes"^^xsd:string ;
    oboInOwl:id "CHEBI:38582"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38584 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1904537"^^xsd:string,
        "CAS:372-18-9"^^xsd:string,
        "Gmelin:200891"^^xsd:string,
        "Patent:CN1634895"^^xsd:string,
        "Patent:CN1765887"^^xsd:string,
        "Patent:CN101607874"^^xsd:string,
        "PMID:15535712"^^xsd:string,
        "PMID:22707282"^^xsd:string,
        "Reaxys:1904537"^^xsd:string ;
    rdfs:label "1,3-difluorobenzene"^^xsd:string ;
    definition: "A difluorobenzene carrying fluoro groups at positions 1 and 3."^^xsd:string ;
    rdfs:subClassOf CHEBI:38582 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H4F2"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H4F2/c7-5-2-1-3-6(8)4-5/h1-4H"^^xsd:string ;
    chebi:inchikey "UEMGWPRHOOEKTA-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "114.09277"^^xsd:string ;
    chebi:monoisotopicmass "114.02811"^^xsd:string ;
    chebi:smiles "Fc1cccc(F)c1"^^xsd:string ;
    oboInOwl:hasExactSynonym "1,3-difluorobenzene"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1,3-Difluorbenzol"^^xsd:string,
        "m-difluorobenzene"^^xsd:string,
        "meta-difluorobenzene"^^xsd:string ;
    oboInOwl:id "CHEBI:38584"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38595 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:506329"^^xsd:string ;
    rdfs:label "3H-pyrazole"^^xsd:string ;
    rdfs:subClassOf CHEBI:14973,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:17241 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:38599 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C3H4N2"^^xsd:string ;
    chebi:inchi "InChI=1S/C3H4N2/c1-2-4-5-3-1/h1-2H,3H2"^^xsd:string ;
    chebi:inchikey "DEEPVUMBLJVOEL-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "68.07734"^^xsd:string ;
    chebi:monoisotopicmass "68.03745"^^xsd:string ;
    chebi:smiles "C1C=CN=N1"^^xsd:string ;
    oboInOwl:hasExactSynonym "3H-pyrazole"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3H-Pyrazol"^^xsd:string ;
    oboInOwl:id "CHEBI:38595"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38596 a owl:Class ;
    rdfs:label "pyrazolide"^^xsd:string ;
    definition: "An organic anion with formula C3H3N2 resulting from the removal of a proton from 1H, 3H, or 4H-pyrazole."^^xsd:string ;
    rdfs:subClassOf CHEBI:25696,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:14973 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C3H3N2"^^xsd:string ;
    chebi:mass "67.069"^^xsd:string ;
    chebi:monoisotopicmass "67.02962"^^xsd:string ;
    oboInOwl:hasExactSynonym "pyrazolide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:38596"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38597 a owl:Class ;
    rdfs:label "triazole"^^xsd:string ;
    rdfs:subClassOf CHEBI:35555,
        CHEBI:35727 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C2H3N3"^^xsd:string ;
    chebi:mass "69.065"^^xsd:string ;
    chebi:monoisotopicmass "69.03270"^^xsd:string ;
    oboInOwl:hasExactSynonym "triazole"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:38597"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38599 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:5860011"^^xsd:string,
        "Gmelin:2355958"^^xsd:string ;
    rdfs:label "4H-pyrazole"^^xsd:string ;
    rdfs:subClassOf CHEBI:14973,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:38600 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:17241 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:38595 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C3H4N2"^^xsd:string ;
    chebi:inchi "InChI=1S/C3H4N2/c1-2-4-5-3-1/h2-3H,1H2"^^xsd:string ;
    chebi:inchikey "NILYRCYRBPDITI-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "68.07734"^^xsd:string ;
    chebi:monoisotopicmass "68.03745"^^xsd:string ;
    chebi:smiles "C1C=NN=C1"^^xsd:string ;
    oboInOwl:hasExactSynonym "4H-pyrazole"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "4H-Pyrazol"^^xsd:string ;
    oboInOwl:id "CHEBI:38599"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38600 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:5493743"^^xsd:string ;
    rdfs:label "4H-pyrazol-4-ide"^^xsd:string ;
    rdfs:subClassOf CHEBI:38596,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:38599 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C3H3N2"^^xsd:string ;
    chebi:inchi "InChI=1S/C3H3N2/c1-2-4-5-3-1/h1-3H/q-1"^^xsd:string ;
    chebi:inchikey "LBLQPCAYBXWESC-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "67.06940"^^xsd:string ;
    chebi:monoisotopicmass "67.03017"^^xsd:string ;
    chebi:smiles "c1[cH-]cnn1"^^xsd:string ;
    oboInOwl:hasExactSynonym "4H-pyrazol-4-ide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:38600"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38605 a owl:Class ;
    rdfs:label "phenethylamine alkaloid"^^xsd:string ;
    rdfs:subClassOf CHEBI:22315 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "phenethylamine alkaloids"^^xsd:string ;
    oboInOwl:id "CHEBI:38605"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38623 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Monoamine_oxidase_inhibitor"^^xsd:string ;
    rdfs:label "EC 1.4.3.4 (monoamine oxidase) inhibitor"^^xsd:string ;
    definition: "An EC 1.4.3.* (oxidoreductase acting on donor CH-NH2 group, oxygen as acceptor) inhibitor that interferes with the action of monoamine oxidase (EC 1.4.3.4)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76861 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "adrenalin oxidase inhibitor"^^xsd:string,
        "adrenalin oxidase inhibitors"^^xsd:string,
        "adrenaline oxidase inhibitor"^^xsd:string,
        "adrenaline oxidase inhibitors"^^xsd:string,
        "amine oxidase (flavin-containing) inhibitor"^^xsd:string,
        "amine oxidase (flavin-containing) inhibitors"^^xsd:string,
        "amine:oxygen oxidoreductase (deaminating) (flavin-containing) inhibitor"^^xsd:string,
        "amine:oxygen oxidoreductase (deaminating) (flavin-containing) inhibitors"^^xsd:string,
        "amine:oxygen oxidoreductase (deaminating) inhibitor"^^xsd:string,
        "amine:oxygen oxidoreductase (deaminating) inhibitors"^^xsd:string,
        "EC 1.4.3.4 (monoamine oxidase) inhibitors"^^xsd:string,
        "EC 1.4.3.4 inhibitor"^^xsd:string,
        "EC 1.4.3.4 inhibitors"^^xsd:string,
        "epinephrine oxidase inhibitor"^^xsd:string,
        "epinephrine oxidase inhibitors"^^xsd:string,
        "MAO A inhibitor"^^xsd:string,
        "MAO A inhibitors"^^xsd:string,
        "MAO B inhibitor"^^xsd:string,
        "MAO B inhibitors"^^xsd:string,
        "MAO inhibitor"^^xsd:string,
        "MAO inhibitors"^^xsd:string,
        "MAO-A inhibitor"^^xsd:string,
        "MAO-A inhibitors"^^xsd:string,
        "MAO-B inhibitor"^^xsd:string,
        "MAO-B inhibitors"^^xsd:string,
        "monoamine oxidase (EC 1.4.3.4) inhibitor"^^xsd:string,
        "monoamine oxidase (EC 1.4.3.4) inhibitors"^^xsd:string,
        "monoamine oxidase A inhibitor"^^xsd:string,
        "monoamine oxidase A inhibitors"^^xsd:string,
        "monoamine oxidase B inhibitor"^^xsd:string,
        "monoamine oxidase B inhibitors"^^xsd:string,
        "monoamine oxidase inhibitor"^^xsd:string,
        "monoamine oxidase inhibitors"^^xsd:string,
        "monoamine:O2 oxidoreductase (deaminating) inhibitor"^^xsd:string,
        "monoamine:O2 oxidoreductase (deaminating) inhibitors"^^xsd:string,
        "serotonin deaminase inhibitor"^^xsd:string,
        "serotonin deaminase inhibitors"^^xsd:string,
        "tyraminase inhibitor"^^xsd:string,
        "tyraminase inhibitors"^^xsd:string,
        "tyramine oxidase inhibitor"^^xsd:string,
        "tyramine oxidase inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:38623"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38631 a owl:Class ;
    rdfs:label "aminoalkylindole"^^xsd:string ;
    rdfs:subClassOf CHEBI:24828 ;
    oboInOwl:hasAlternativeId "CHEBI:22503"^^xsd:string,
        "CHEBI:24792"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "aminoalkylindoles"^^xsd:string ;
    oboInOwl:id "CHEBI:38631"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38632 a owl:Class ;
    rdfs:label "membrane transport modulator"^^xsd:string ;
    definition: "Any agent that affects the transport of molecular entities across a biological membrane."^^xsd:string ;
    rdfs:subClassOf CHEBI:52208 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "membrane transport modulators"^^xsd:string ;
    oboInOwl:id "CHEBI:38632"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38633 a owl:Class ;
    rdfs:label "sodium channel blocker"^^xsd:string ;
    definition: "An agent that inhibits sodium influx through cell membranes."^^xsd:string ;
    rdfs:subClassOf CHEBI:39000 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Na channel blocker"^^xsd:string,
        "sodium channel blockers"^^xsd:string ;
    oboInOwl:id "CHEBI:38633"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38634 a owl:Class ;
    rdfs:label "voltage-gated sodium channel blocker"^^xsd:string ;
    definition: "Any sodium channel blocker that interferes with the activity of voltage-gated sodium channels."^^xsd:string ;
    rdfs:subClassOf CHEBI:38633 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Nav channel blocker"^^xsd:string,
        "Nav channel blockers"^^xsd:string,
        "voltage-dependent sodium channel blockers"^^xsd:string ;
    oboInOwl:id "CHEBI:38634"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38637 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Tyrosine-kinase_inhibitor"^^xsd:string ;
    rdfs:label "tyrosine kinase inhibitor"^^xsd:string ;
    definition: "Any protein kinase inhibitor that interferes with the action of tyrosine kinase."^^xsd:string ;
    rdfs:subClassOf CHEBI:37699 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "protein tyrosine kinase inhibitor"^^xsd:string,
        "protein tyrosine kinase inhibitors"^^xsd:string,
        "TKI inhibitor"^^xsd:string,
        "TKI inhibitors"^^xsd:string,
        "tyrosine kinase inhibitors"^^xsd:string,
        "tyrphostin"^^xsd:string,
        "tyrphostins"^^xsd:string ;
    oboInOwl:id "CHEBI:38637"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38643 a owl:Class ;
    rdfs:label "6-isopentenylaminopurine"^^xsd:string ;
    rdfs:subClassOf CHEBI:22527,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:16708 ] ;
    oboInOwl:hasAlternativeId "CHEBI:24908"^^xsd:string,
        "CHEBI:38642"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "6-isopentenylaminopurines"^^xsd:string ;
    oboInOwl:id "CHEBI:38643"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38653 a owl:Class ;
    oboInOwl:hasDbXref "PMID:13105653"^^xsd:string ;
    rdfs:label "methylbutyric acid"^^xsd:string ;
    definition: "A methyl-branched fatty acid comprising a butyric acid core carrying a single methyl substituent."^^xsd:string ;
    rdfs:subClassOf CHEBI:26666,
        CHEBI:39417,
        CHEBI:62499,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:30772 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5H10O2"^^xsd:string ;
    chebi:mass "102.132"^^xsd:string ;
    chebi:monoisotopicmass "102.06808"^^xsd:string ;
    oboInOwl:hasExactSynonym "methylbutanoic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:38653"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38655 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1720485"^^xsd:string,
        "Beilstein:3648078"^^xsd:string,
        "CAS:1730-91-2"^^xsd:string,
        "Gmelin:532948"^^xsd:string,
        "PMID:2026560"^^xsd:string ;
    rdfs:label "(S)-2-methylbutyric acid"^^xsd:string ;
    definition: "The (S)-enantiomer of 2-methylbutanoic acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:37070,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:145932 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:45525 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5H10O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H10O2/c1-3-4(2)5(6)7/h4H,3H2,1-2H3,(H,6,7)/t4-/m0/s1"^^xsd:string ;
    chebi:inchikey "WLAMNBDJUVNPJU-BYPYZUCNSA-N"^^xsd:string ;
    chebi:mass "102.13170"^^xsd:string ;
    chebi:monoisotopicmass "102.06808"^^xsd:string ;
    chebi:smiles "CC[C@H](C)C(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2S)-2-methylbutanoic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(S)-2-methylbutanoic acid"^^xsd:string,
        "(S)-alpha-methylbutanoic acid"^^xsd:string ;
    oboInOwl:id "CHEBI:38655"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38672 a owl:Class ;
    rdfs:label "flavans"^^xsd:string ;
    definition: "Any flavonoid with a 3,4-dihydro-2-aryl-2H-1-benzopyran skeleton and its substituted derivatives."^^xsd:string ;
    rdfs:subClassOf CHEBI:26004,
        CHEBI:38443,
        CHEBI:47916 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C15OR14"^^xsd:string ;
    chebi:mass "196.160"^^xsd:string ;
    chebi:monoisotopicmass "195.99491"^^xsd:string ;
    chebi:smiles "[*]c1c([*])c([*])c(c([*])c1[*])C1([*])Oc2c([*])c([*])c([*])c([*])c2C([*])([*])C1([*])[*]"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:38672"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38679 a owl:Class ;
    rdfs:label "fluorobiphenyl"^^xsd:string ;
    definition: "Any member of the class of  biphenyls that is a mono or poly-substituted biphenyl having fluro group as one of the substituents."^^xsd:string ;
    rdfs:subClassOf CHEBI:22888,
        CHEBI:37143 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "fluorobiphenyls"^^xsd:string ;
    oboInOwl:id "CHEBI:38679"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38684 a owl:Class ;
    rdfs:label "tetrahydroxyflavone"^^xsd:string ;
    definition: "Any hydroxyflavone carrying four hydroxy substituents."^^xsd:string ;
    rdfs:subClassOf CHEBI:24698 ;
    oboInOwl:hasAlternativeId "CHEBI:26924"^^xsd:string,
        "CHEBI:27117"^^xsd:string ;
    oboInOwl:hasExactSynonym "tetrahydroxyflavone"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "tetrahydroxyflavones"^^xsd:string ;
    oboInOwl:id "CHEBI:38684"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38700 a owl:Class ;
    rdfs:label "organic sodium salt"^^xsd:string ;
    rdfs:subClassOf CHEBI:24868,
        CHEBI:26714 ;
    oboInOwl:hasExactSynonym "organic sodium salt"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "organic sodium salts"^^xsd:string ;
    oboInOwl:id "CHEBI:38700"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38702 a owl:Class ;
    rdfs:label "inorganic sodium salt"^^xsd:string ;
    rdfs:subClassOf CHEBI:24839,
        CHEBI:26714 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "inorganic sodium salts"^^xsd:string ;
    oboInOwl:id "CHEBI:38702"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38705 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1099858"^^xsd:string,
        "CAS:70-49-5"^^xsd:string,
        "Gmelin:218084"^^xsd:string ;
    rdfs:label "thiomalic acid"^^xsd:string ;
    rdfs:subClassOf CHEBI:66873,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:15741 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:38708 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C4H6O4S"^^xsd:string ;
    chebi:inchi "InChI=1S/C4H6O4S/c5-3(6)1-2(9)4(7)8/h2,9H,1H2,(H,5,6)(H,7,8)"^^xsd:string ;
    chebi:inchikey "NJRXVEJTAYWCQJ-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "150.15404"^^xsd:string ;
    chebi:monoisotopicmass "149.99868"^^xsd:string ;
    chebi:smiles "OC(=O)CC(S)C(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-sulfanylbutanedioic acid"^^xsd:string,
        "thiomalic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-mercaptosuccinic acid"^^xsd:string,
        "2-sulfanylsuccinic acid"^^xsd:string,
        "2-thiomalic acid"^^xsd:string,
        "alpha-mercaptosuccinic acid"^^xsd:string,
        "mercaptosuccinic acid"^^xsd:string,
        "monomercaptosuccinic acid"^^xsd:string ;
    oboInOwl:id "CHEBI:38705"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38706 a owl:Class ;
    rdfs:label "pediculicide"^^xsd:string ;
    definition: "Substance used to treat lice (genus Pediculus) infestation."^^xsd:string ;
    rdfs:subClassOf CHEBI:24852 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "pediculicides"^^xsd:string ;
    oboInOwl:id "CHEBI:38706"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38708 a owl:Class ;
    rdfs:label "thiomalate(1-)"^^xsd:string ;
    rdfs:subClassOf CHEBI:35695,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:38710 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:38705 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C4H5O4S"^^xsd:string ;
    chebi:mass "149.146"^^xsd:string ;
    chebi:monoisotopicmass "148.99085"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:38708"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38710 a owl:Class ;
    rdfs:label "thiomalate(2-)"^^xsd:string ;
    rdfs:subClassOf CHEBI:28965,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:38715 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:38708 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C4H4O4S"^^xsd:string ;
    chebi:mass "148.138"^^xsd:string ;
    chebi:monoisotopicmass "147.98303"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:38710"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38715 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:4181562"^^xsd:string,
        "Gmelin:327564"^^xsd:string ;
    rdfs:label "thiomalate(3-)"^^xsd:string ;
    rdfs:subClassOf CHEBI:38717,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:30031 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:38710 ] ;
    chebi:charge "-3"^^xsd:string ;
    chebi:formula "C4H3O4S"^^xsd:string ;
    chebi:inchi "InChI=1S/C4H6O4S/c5-3(6)1-2(9)4(7)8/h2,9H,1H2,(H,5,6)(H,7,8)/p-3"^^xsd:string ;
    chebi:inchikey "NJRXVEJTAYWCQJ-UHFFFAOYSA-K"^^xsd:string ;
    chebi:mass "147.13022"^^xsd:string ;
    chebi:monoisotopicmass "146.97685"^^xsd:string ;
    chebi:smiles "[O-]C(=O)CC([S-])C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-sulfidobutanedioate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-sulfidosuccinate"^^xsd:string ;
    oboInOwl:id "CHEBI:38715"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38716 a owl:Class ;
    rdfs:label "carboxylic acid dianion"^^xsd:string ;
    definition: "Any dianion containing at least one carboxy group."^^xsd:string ;
    rdfs:subClassOf CHEBI:29067 ;
    oboInOwl:hasExactSynonym "carboxylic acid dianion"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "carboxylic acid dianions"^^xsd:string ;
    oboInOwl:id "CHEBI:38716"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38717 a owl:Class ;
    rdfs:label "carboxylic acid trianion"^^xsd:string ;
    definition: "A trianion containing at least one carboxy group."^^xsd:string ;
    rdfs:subClassOf CHEBI:29067 ;
    oboInOwl:hasExactSynonym "carboxylic acid trianion"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "carboxylic acid trianions"^^xsd:string ;
    oboInOwl:id "CHEBI:38717"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38738 a owl:Class ;
    rdfs:label "monomethoxyflavanone"^^xsd:string ;
    definition: "Any methoxyflavanone that is flavanone substituted by a methoxy group."^^xsd:string ;
    rdfs:subClassOf CHEBI:25240 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "monomethoxyflavanones"^^xsd:string ;
    oboInOwl:id "CHEBI:38738"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38739 a owl:Class ;
    rdfs:label "trihydroxyflavanone"^^xsd:string ;
    definition: "A hydroxyflavanone carrying three hydroxy substituents."^^xsd:string ;
    rdfs:subClassOf CHEBI:24697 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "trihydroxyflavanones"^^xsd:string ;
    oboInOwl:id "CHEBI:38739"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38755 a owl:Class ;
    rdfs:label "hydroxyisoflavone"^^xsd:string ;
    definition: "Member of the class of isoflavones bearing at least one hydroxy group."^^xsd:string ;
    rdfs:subClassOf CHEBI:33822,
        CHEBI:38757 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "hydroxyisoflavones"^^xsd:string ;
    oboInOwl:id "CHEBI:38755"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38757 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:Isoflavones"^^xsd:string ;
    rdfs:label "isoflavones"^^xsd:string ;
    definition: "Any isoflavonoid with a 3-aryl-1-benzopyran-4-one (3-aryl-4H-chromen-4-one) skeleton and its substituted derivatives."^^xsd:string ;
    rdfs:subClassOf CHEBI:3992,
        CHEBI:50753 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C15O2R10"^^xsd:string ;
    chebi:mass "212.160"^^xsd:string ;
    chebi:monoisotopicmass "211.98983"^^xsd:string ;
    chebi:smiles "C12=C(C(=C(C(=C2C(C(=C(O1)*)C=3C(=C(C(=C(C3*)*)*)*)*)=O)*)*)*)*"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:24889"^^xsd:string,
        "CHEBI:24894"^^xsd:string ;
    oboInOwl:hasExactSynonym "isoflavones"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "an isoflavone"^^xsd:string ;
    oboInOwl:id "CHEBI:38757"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38767 a owl:Class ;
    rdfs:label "benzothiophenes"^^xsd:string ;
    rdfs:subClassOf CHEBI:27171,
        CHEBI:38106 ;
    oboInOwl:hasAlternativeId "CHEBI:38766"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:38767"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38771 a owl:Class ;
    rdfs:label "quinoxaline derivative"^^xsd:string ;
    definition: "Any naphthyridine derivative that is a derivative of quinoxaline (1,4-naphthyridine)."^^xsd:string ;
    rdfs:subClassOf CHEBI:73539,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:36616 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "quinoxaline derivatives"^^xsd:string,
        "quinoxalines"^^xsd:string ;
    oboInOwl:id "CHEBI:38771"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38773 a owl:Class ;
    rdfs:label "quinolinemonocarboxylate"^^xsd:string ;
    definition: "A monocarboxylic acid anion that is the monoanion obtained by the deprotonation of the carboxy group attached to the quinoline skeleton"^^xsd:string ;
    rdfs:subClassOf CHEBI:35757,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:26512 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "quinolinemonocarboxylates"^^xsd:string ;
    oboInOwl:id "CHEBI:38773"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38774 a owl:Class ;
    rdfs:label "hydroxyquinoline"^^xsd:string ;
    rdfs:subClassOf CHEBI:26513 ;
    oboInOwl:hasAlternativeId "CHEBI:26514"^^xsd:string,
        "CHEBI:38772"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "hydroxyquinolines"^^xsd:string ;
    oboInOwl:id "CHEBI:38774"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38775 a owl:Class ;
    rdfs:label "monohydroxyquinoline"^^xsd:string ;
    definition: "A hydroxyquinoline carrying a single hydroxy substituent."^^xsd:string ;
    rdfs:subClassOf CHEBI:38774 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "monohydroxyquinolines"^^xsd:string ;
    oboInOwl:id "CHEBI:38775"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38776 a owl:Class ;
    rdfs:label "imidazoquinoline"^^xsd:string ;
    rdfs:subClassOf CHEBI:26979,
        CHEBI:38101 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "imidazoquinolines"^^xsd:string ;
    oboInOwl:id "CHEBI:38776"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38777 a owl:Class ;
    rdfs:label "azetidines"^^xsd:string ;
    rdfs:subClassOf CHEBI:25693,
        CHEBI:38101 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:38777"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38785 a owl:Class ;
    rdfs:label "morpholines"^^xsd:string ;
    definition: "Any compound containing morpholine as part of its structure."^^xsd:string ;
    rdfs:subClassOf CHEBI:46952 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:38785"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38791 a owl:Class ;
    rdfs:label "azocanes"^^xsd:string ;
    rdfs:subClassOf CHEBI:25693,
        CHEBI:38101 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:38791"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38792 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:102615"^^xsd:string,
        "CAS:1121-92-2"^^xsd:string,
        "Gmelin:130714"^^xsd:string ;
    rdfs:label "azocane"^^xsd:string ;
    rdfs:subClassOf CHEBI:36389,
        CHEBI:37949,
        CHEBI:38791 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C7H15N"^^xsd:string ;
    chebi:inchi "InChI=1S/C7H15N/c1-2-4-6-8-7-5-3-1/h8H,1-7H2"^^xsd:string ;
    chebi:inchikey "QXNDZONIWRINJR-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "113.20074"^^xsd:string ;
    chebi:monoisotopicmass "113.12045"^^xsd:string ;
    chebi:smiles "C1CCCNCCC1"^^xsd:string ;
    oboInOwl:hasExactSynonym "azocane"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "azacyclooctane"^^xsd:string,
        "heptamethyleneimine"^^xsd:string,
        "heptamethylenimine"^^xsd:string,
        "octahydroazocine"^^xsd:string,
        "perhydroazocine"^^xsd:string ;
    oboInOwl:id "CHEBI:38792"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38793 a owl:Class ;
    rdfs:label "pteroate"^^xsd:string ;
    rdfs:subClassOf CHEBI:38796,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:38794 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C14H11N6O3"^^xsd:string ;
    chebi:mass "311.276"^^xsd:string ;
    chebi:monoisotopicmass "311.08926"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:37074"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:38793"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38794 a owl:Class ;
    oboInOwl:hasDbXref "CAS:119-24-4"^^xsd:string,
        "DrugBank:DB04196"^^xsd:string ;
    rdfs:label "pteroic acid"^^xsd:string ;
    rdfs:subClassOf CHEBI:38795,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:38793 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C14H12N6O3"^^xsd:string ;
    chebi:mass "312.284"^^xsd:string ;
    chebi:monoisotopicmass "312.09709"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:26378"^^xsd:string ;
    oboInOwl:hasExactSynonym "Pteroic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Pteroinsaeure"^^xsd:string ;
    oboInOwl:id "CHEBI:38794"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38795 a owl:Class ;
    rdfs:label "pteroic acids"^^xsd:string ;
    rdfs:subClassOf CHEBI:25384,
        CHEBI:26375 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:38795"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38796 a owl:Class ;
    rdfs:label "pteroates"^^xsd:string ;
    rdfs:subClassOf CHEBI:22494 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:38796"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38807 a owl:Class ;
    rdfs:label "calcium channel agonist"^^xsd:string ;
    definition: "Agents that increase calcium influx into calcium channels of excitable tissues."^^xsd:string ;
    rdfs:subClassOf CHEBI:38808 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "calcium channel activator"^^xsd:string,
        "calcium channel activators"^^xsd:string,
        "calcium channel agonists"^^xsd:string ;
    oboInOwl:id "CHEBI:38807"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38808 a owl:Class ;
    rdfs:label "calcium channel modulator"^^xsd:string ;
    definition: "A membrane transport modulator that is able to regulate intracellular calcium levels."^^xsd:string ;
    rdfs:subClassOf CHEBI:38632 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "calcium channel modulators"^^xsd:string ;
    oboInOwl:id "CHEBI:38808"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38809 a owl:Class ;
    rdfs:label "ryanodine receptor modulator"^^xsd:string ;
    rdfs:subClassOf CHEBI:38808 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "ryanodine receptor modulators"^^xsd:string,
        "ryanodine-sensitive calcium channel modulator"^^xsd:string,
        "ryanodine-sensitive calcium-release channel modulator"^^xsd:string,
        "RyR modulator"^^xsd:string ;
    oboInOwl:id "CHEBI:38809"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38824 a owl:Class ;
    rdfs:label "fluorocarbon"^^xsd:string ;
    definition: "Compounds consisting wholly of fluorine and carbon."^^xsd:string ;
    rdfs:subClassOf CHEBI:37143 ;
    oboInOwl:hasExactSynonym "fluorocarbon"^^xsd:string,
        "fluorocarbons"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "fluorocarbons"^^xsd:string ;
    oboInOwl:id "CHEBI:38824"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38825 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1697288"^^xsd:string,
        "CAS:75-73-0"^^xsd:string,
        "Gmelin:2016"^^xsd:string ;
    rdfs:label "tetrafluoromethane"^^xsd:string ;
    rdfs:subClassOf CHEBI:38824,
        CHEBI:39281,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78433 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "CF4"^^xsd:string ;
    chebi:inchi "InChI=1S/CF4/c2-1(3,4)5"^^xsd:string ;
    chebi:inchikey "TXEYQDLBPFQVAA-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "88.00431"^^xsd:string ;
    chebi:monoisotopicmass "87.99361"^^xsd:string ;
    chebi:smiles "FC(F)(F)F"^^xsd:string ;
    oboInOwl:hasExactSynonym "tetrafluoromethane"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "carbon tetrafluoride"^^xsd:string,
        "CF4"^^xsd:string,
        "Freon 14"^^xsd:string,
        "Halon 14"^^xsd:string,
        "perfluoromethane"^^xsd:string,
        "tetrafluoridocarbon"^^xsd:string,
        "Tetrafluorkohlenstoff"^^xsd:string,
        "Tetrafluormethan"^^xsd:string,
        "tetrafluorocarbon"^^xsd:string ;
    oboInOwl:id "CHEBI:38825"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38828 a owl:Class ;
    rdfs:label "nonionic surfactant"^^xsd:string ;
    definition: "A surfactant with an uncharged hydrophilic headgroup."^^xsd:string ;
    rdfs:subClassOf CHEBI:35195 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "non-ionic surfactant"^^xsd:string,
        "nonionic surfactants"^^xsd:string ;
    oboInOwl:id "CHEBI:38828"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38830 a owl:Class ;
    rdfs:label "1-benzofurans"^^xsd:string ;
    definition: "A member of the class of benzofurans consisting of a 1-benzofuran skeleton and its substituted derivatives thereof."^^xsd:string ;
    rdfs:subClassOf CHEBI:35259 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:38830"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38831 a owl:Class ;
    rdfs:label "2-benzofurans"^^xsd:string ;
    rdfs:subClassOf CHEBI:35259 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:38831"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38835 a owl:Class ;
    rdfs:label "xanthenes"^^xsd:string ;
    rdfs:subClassOf CHEBI:39203 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:38835"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38836 a owl:Class ;
    rdfs:label "1-benzothiophenes"^^xsd:string ;
    rdfs:subClassOf CHEBI:38767 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:38836"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38867 a owl:Class ;
    rdfs:label "anaesthetic"^^xsd:string ;
    definition: "Substance which produces loss of feeling or sensation."^^xsd:string ;
    rdfs:subClassOf CHEBI:23888 ;
    oboInOwl:hasExactSynonym "anaesthetic"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "anaesthetics"^^xsd:string,
        "Anaesthetika"^^xsd:string,
        "Anaesthetikum"^^xsd:string,
        "anesthetic agent"^^xsd:string,
        "anesthetic drug"^^xsd:string,
        "anesthetics"^^xsd:string ;
    oboInOwl:id "CHEBI:38867"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38869 a owl:Class ;
    rdfs:label "general anaesthetic"^^xsd:string ;
    definition: "Substance that produces loss of consciousness."^^xsd:string ;
    rdfs:subClassOf CHEBI:38867 ;
    oboInOwl:hasExactSynonym "general anaesthetic"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Allgemeinanaesthetika"^^xsd:string,
        "Allgemeinanaesthetikum"^^xsd:string,
        "general anaesthetics"^^xsd:string,
        "general anesthetics"^^xsd:string ;
    oboInOwl:id "CHEBI:38869"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38870 a owl:Class ;
    rdfs:label "inhalation anaesthetic"^^xsd:string ;
    rdfs:subClassOf CHEBI:38869 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "anesthetic gases"^^xsd:string,
        "inhalation anesthetics"^^xsd:string,
        "Inhalationsanaesthetika"^^xsd:string,
        "Inhalationsanaesthetikum"^^xsd:string,
        "Inhalationsnarkotika"^^xsd:string,
        "Inhalationsnarkotikum"^^xsd:string ;
    oboInOwl:id "CHEBI:38870"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38877 a owl:Class ;
    rdfs:label "intravenous anaesthetic"^^xsd:string ;
    rdfs:subClassOf CHEBI:38869 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "i.v.-Anaesthetika"^^xsd:string,
        "i.v.-Anaesthetikum"^^xsd:string,
        "intravenous anesthetics"^^xsd:string ;
    oboInOwl:id "CHEBI:38877"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38925 a owl:Class ;
    rdfs:label "benzopteridine"^^xsd:string ;
    rdfs:subClassOf CHEBI:26979,
        CHEBI:38101 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "benzopteridines"^^xsd:string ;
    oboInOwl:id "CHEBI:38925"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38926 a owl:Class ;
    rdfs:label "dibenzooxepine"^^xsd:string ;
    rdfs:subClassOf CHEBI:26979 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "dibenzooxepines"^^xsd:string ;
    oboInOwl:id "CHEBI:38926"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38932 a owl:Class ;
    rdfs:label "pyridopyrimidine"^^xsd:string ;
    definition: "Any organic heterobicyclic compound consisting of a pyridine ring ortho-fused at any position to a pyrimidine ring."^^xsd:string ;
    rdfs:subClassOf CHEBI:27171 ;
    oboInOwl:hasExactSynonym "pyridopyrimidine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "pyridopyrimidines"^^xsd:string ;
    oboInOwl:id "CHEBI:38932"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38940 a owl:Class ;
    oboInOwl:hasDbXref "CAS:557795-19-4"^^xsd:string,
        "Drug_Central:2544"^^xsd:string,
        "DrugBank:DB01268"^^xsd:string,
        "HMDB:HMDB0015397"^^xsd:string,
        "PMID:12531805"^^xsd:string,
        "PMID:16845442"^^xsd:string,
        "PMID:16916320"^^xsd:string,
        "PMID:17327610"^^xsd:string,
        "PMID:17962201"^^xsd:string,
        "PMID:18971320"^^xsd:string,
        "PMID:19830602"^^xsd:string,
        "PMID:20406969"^^xsd:string,
        "PMID:21792888"^^xsd:string,
        "PMID:24188025"^^xsd:string,
        "PMID:24393200"^^xsd:string,
        "PMID:24402960"^^xsd:string,
        "PMID:24403097"^^xsd:string,
        "PMID:24521256"^^xsd:string,
        "Wikipedia:Sunitinib"^^xsd:string ;
    rdfs:label "sunitinib"^^xsd:string ;
    rdfs:subClassOf CHEBI:26455,
        CHEBI:29347,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:17920 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35610 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48422 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50846 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:62434 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:63726 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:65207 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C22H27FN4O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C22H27FN4O2/c1-5-27(6-2)10-9-24-22(29)20-13(3)19(25-14(20)4)12-17-16-11-15(23)7-8-18(16)26-21(17)28/h7-8,11-12,25H,5-6,9-10H2,1-4H3,(H,24,29)(H,26,28)/b17-12-"^^xsd:string ;
    chebi:inchikey "WINHZLLDWRZWRT-ATVHPVEESA-N"^^xsd:string ;
    chebi:mass "398.47380"^^xsd:string ;
    chebi:monoisotopicmass "398.21180"^^xsd:string ;
    chebi:smiles "CCN(CC)CCNC(=O)c1c(C)[nH]c(\\C=C2/C(=O)Nc3ccc(F)cc23)c1C"^^xsd:string ;
    oboInOwl:hasExactSynonym "N-[2-(diethylamino)ethyl]-5-[(Z)-(5-fluoro-2-oxo-1,2-dihydro-3H-indol-3-ylidene)methyl]-2,4-dimethyl-1H-pyrrole-3-carboxamide"^^xsd:string,
        "Sunitinib"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "SU-11248"^^xsd:string,
        "sunitinib"^^xsd:string,
        "sunitinibum"^^xsd:string,
        "Sutent"^^xsd:string ;
    oboInOwl:id "CHEBI:38940"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38941 a owl:Class ;
    rdfs:label "schistosomicide drug"^^xsd:string ;
    definition: "Drugs that used to treat infestations by flukes (trematodes) of the genus Schistosoma."^^xsd:string ;
    rdfs:subClassOf CHEBI:35684 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "antischistosoma"^^xsd:string,
        "antischistosomal drug"^^xsd:string,
        "schistosomicide"^^xsd:string,
        "schistosomicide drugs"^^xsd:string,
        "schistosomicides"^^xsd:string ;
    oboInOwl:id "CHEBI:38941"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38958 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C06073"^^xsd:string,
        "Wikipedia:Indole_alkaloid"^^xsd:string ;
    rdfs:label "indole alkaloid"^^xsd:string ;
    definition: "An alkaloid containing an indole skeleton."^^xsd:string ;
    rdfs:subClassOf CHEBI:22315,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:73398 ] ;
    oboInOwl:hasAlternativeId "CHEBI:5901"^^xsd:string,
        "CHEBI:24795"^^xsd:string ;
    oboInOwl:hasExactSynonym "Indole alkaloid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "indole alkaloids"^^xsd:string ;
    oboInOwl:id "CHEBI:38958"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38967 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:116495"^^xsd:string,
        "CAS:13423-60-4"^^xsd:string ;
    rdfs:label "1-phenyl-1H-1,2,4-triazole"^^xsd:string ;
    rdfs:subClassOf CHEBI:35727 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C8H7N3"^^xsd:string ;
    chebi:inchi "InChI=1S/C8H7N3/c1-2-4-8(5-3-1)11-7-9-6-10-11/h1-7H"^^xsd:string ;
    chebi:inchikey "CGRLXLHYYDSTKR-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "145.16130"^^xsd:string ;
    chebi:monoisotopicmass "145.06400"^^xsd:string ;
    chebi:smiles "c1ccc(cc1)-n1cncn1"^^xsd:string ;
    oboInOwl:hasExactSynonym "1-phenyl-1H-1,2,4-triazole"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:38967"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38975 a owl:Class ;
    rdfs:label "methylbenzene"^^xsd:string ;
    definition: "Any alkylbenzene that is benzene substituted with one or more methyl groups."^^xsd:string ;
    rdfs:subClassOf CHEBI:38976 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "methylbenzenes"^^xsd:string ;
    oboInOwl:id "CHEBI:38975"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38976 a owl:Class ;
    rdfs:label "alkylbenzene"^^xsd:string ;
    definition: "A  monocyclic arene that is benzene substituted with one or more alkyl groups."^^xsd:string ;
    rdfs:subClassOf CHEBI:22712,
        CHEBI:33847,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:16716 ] ;
    oboInOwl:hasExactSynonym "alkylbenzene"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "alkylbenzenes"^^xsd:string,
        "Alkylbenzol"^^xsd:string ;
    oboInOwl:id "CHEBI:38976"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:38999 a owl:Class ;
    rdfs:label "GABA-gated chloride channel antagonist"^^xsd:string ;
    rdfs:subClassOf CHEBI:38632,
        CHEBI:48706 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "GABA-gated chloride channel antagonists"^^xsd:string ;
    oboInOwl:id "CHEBI:38999"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:39000 a owl:Class ;
    rdfs:label "sodium channel modulator"^^xsd:string ;
    rdfs:subClassOf CHEBI:38632 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "sodium channel modulators"^^xsd:string ;
    oboInOwl:id "CHEBI:39000"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:39011 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Good's_buffers"^^xsd:string ;
    rdfs:label "Good's buffer substance"^^xsd:string ;
    definition: "Any member of a collection of zwitterionic buffer substances selected or devised for suitability in experimental biological systems according to a number of predetermined criteria. Named after Dr. Norman Good."^^xsd:string ;
    rdfs:subClassOf CHEBI:35225 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Good buffer substance"^^xsd:string,
        "Good's buffer"^^xsd:string,
        "Good's buffers"^^xsd:string ;
    oboInOwl:id "CHEBI:39011"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:39015 a owl:Class ;
    rdfs:label "apolipoprotein"^^xsd:string ;
    definition: "Protein component on the surface of lipoprotein."^^xsd:string ;
    rdfs:subClassOf CHEBI:13850 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "apolipoproteins"^^xsd:string ;
    oboInOwl:id "CHEBI:39015"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:39022 a owl:Class ;
    rdfs:label "inclusion compound"^^xsd:string ;
    definition: "A complex in which one component (the host) forms a cavity or, in the case of a crystal, a crystal lattice containing spaces in the shape of long tunnels or channels in which molecular entities of a second chemical species (the guest) are located. There is no covalent bonding between guest and host, the attraction being generally due to van der Waals forces."^^xsd:string ;
    rdfs:subClassOf CHEBI:50967 ;
    oboInOwl:hasExactSynonym "inclusion compound"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "compose d'inclusion"^^xsd:string,
        "compuesto de inclusion"^^xsd:string,
        "compuestos de inclusion"^^xsd:string,
        "inclusion complex"^^xsd:string,
        "inclusion compounds"^^xsd:string ;
    oboInOwl:id "CHEBI:39022"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:39024 a owl:Class ;
    rdfs:label "clathrate compound"^^xsd:string ;
    definition: "Inclusion compound in which the guest molecule is in a cage formed by the host molecule or by a lattice of host molecules."^^xsd:string ;
    rdfs:subClassOf CHEBI:39022 ;
    oboInOwl:hasExactSynonym "clathrates"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "cage compound"^^xsd:string,
        "Clathrat"^^xsd:string,
        "clathrate"^^xsd:string,
        "clathrate compounds"^^xsd:string,
        "Clathratverbindung"^^xsd:string,
        "clatrato"^^xsd:string,
        "clatratos"^^xsd:string,
        "compuesto de clatrato"^^xsd:string,
        "Klathrat"^^xsd:string,
        "Klathratverbindung"^^xsd:string ;
    oboInOwl:id "CHEBI:39024"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:39093 a owl:Class ;
    rdfs:label "organophosphorus pesticide"^^xsd:string ;
    rdfs:subClassOf CHEBI:25710,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:25944 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "organophosphorus pesticides"^^xsd:string ;
    oboInOwl:id "CHEBI:39093"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:39106 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1307225"^^xsd:string,
        "CAS:129-00-0"^^xsd:string,
        "Chemspider:29153"^^xsd:string,
        "Gmelin:84203"^^xsd:string,
        "HMDB:HMDB0042002"^^xsd:string,
        "KEGG:C14335"^^xsd:string,
        "PDBeChem:8P0"^^xsd:string,
        "PMID:7251688"^^xsd:string,
        "PMID:7561049"^^xsd:string,
        "PMID:12946434"^^xsd:string,
        "PMID:16256641"^^xsd:string,
        "PMID:16349406"^^xsd:string,
        "PMID:17517702"^^xsd:string,
        "PMID:18428918"^^xsd:string,
        "PMID:18709924"^^xsd:string,
        "PMID:20201423"^^xsd:string,
        "PMID:22143550"^^xsd:string,
        "PMID:22423596"^^xsd:string,
        "PMID:24406158"^^xsd:string,
        "PMID:30515937"^^xsd:string,
        "PMID:30705306"^^xsd:string,
        "PMID:31002512"^^xsd:string,
        "PMID:31267635"^^xsd:string,
        "PMID:31365239"^^xsd:string,
        "PMID:31894420"^^xsd:string,
        "PMID:32202393"^^xsd:string,
        "PMID:32361518"^^xsd:string,
        "PMID:33420172"^^xsd:string,
        "PMID:33475661"^^xsd:string,
        "PMID:33555637"^^xsd:string,
        "PMID:33768634"^^xsd:string,
        "PMID:33871775"^^xsd:string,
        "Reaxys:1307225"^^xsd:string,
        "Wikipedia:Pyrene"^^xsd:string ;
    rdfs:label "pyrene"^^xsd:string ;
    definition: "An ortho- and peri-fused polycyclic arene consisting of four fused benzene rings, resulting in a flat aromatic system."^^xsd:string ;
    rdfs:subClassOf CHEBI:35300,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:39442 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77853 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C16H10"^^xsd:string ;
    chebi:inchi "InChI=1S/C16H10/c1-3-11-7-9-13-5-2-6-14-10-8-12(4-1)15(11)16(13)14/h1-10H"^^xsd:string ;
    chebi:inchikey "BBEAQIROQSPTKN-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "202.256"^^xsd:string ;
    chebi:monoisotopicmass "202.07825"^^xsd:string ;
    chebi:smiles "C1=CC2=C3C(C=CC4=CC=CC(C=C2)=C34)=C1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:29860"^^xsd:string,
        "CHEBI:34940"^^xsd:string ;
    oboInOwl:hasExactSynonym "Pyrene"^^xsd:string,
        "pyrene"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "benzo[def]phenanthrene"^^xsd:string,
        "beta-pyrene"^^xsd:string,
        "Pyren"^^xsd:string ;
    oboInOwl:id "CHEBI:39106"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:39123 a owl:Class ;
    rdfs:label "calcium cation"^^xsd:string ;
    rdfs:subClassOf CHEBI:33513,
        CHEBI:39124 ;
    chebi:formula "Ca"^^xsd:string ;
    chebi:mass "40.078"^^xsd:string ;
    chebi:monoisotopicmass "39.96259"^^xsd:string ;
    oboInOwl:hasExactSynonym "calcium cation"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "calcium cations"^^xsd:string ;
    oboInOwl:id "CHEBI:39123"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:39124 a owl:Class ;
    rdfs:label "calcium ion"^^xsd:string ;
    rdfs:subClassOf CHEBI:25213,
        CHEBI:35155 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "Ca"^^xsd:string ;
    chebi:mass "40.078"^^xsd:string ;
    chebi:monoisotopicmass "39.96259"^^xsd:string ;
    oboInOwl:hasExactSynonym "calcium ion"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "calcium ions"^^xsd:string ;
    oboInOwl:id "CHEBI:39124"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:39127 a owl:Class ;
    rdfs:label "magnesium cation"^^xsd:string ;
    definition: "Any magnesium ion that is positively charged."^^xsd:string ;
    rdfs:subClassOf CHEBI:33513,
        CHEBI:39128 ;
    chebi:formula "Mg"^^xsd:string ;
    chebi:mass "24.305"^^xsd:string ;
    chebi:monoisotopicmass "23.98504"^^xsd:string ;
    oboInOwl:hasExactSynonym "magnesium cation"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:39127"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:39128 a owl:Class ;
    rdfs:label "magnesium ion"^^xsd:string ;
    rdfs:subClassOf CHEBI:33973 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:39128"^^xsd:string ;
    oboInOwl:inSubset chebi2:1_STAR .

CHEBI:39141 a owl:Class ;
    rdfs:label "Bronsted acid"^^xsd:string ;
    definition: "A molecular entity capable of donating a hydron to an acceptor (Bronsted base)."^^xsd:string ;
    rdfs:subClassOf CHEBI:17891,
        CHEBI:37527 ;
    oboInOwl:hasExactSynonym "Bronsted acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "acide de Bronsted"^^xsd:string,
        "Bronsted-Saeure"^^xsd:string,
        "donneur d'hydron"^^xsd:string,
        "hydron donor"^^xsd:string ;
    oboInOwl:id "CHEBI:39141"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:39142 a owl:Class ;
    rdfs:label "Bronsted base"^^xsd:string ;
    definition: "A molecular entity capable of accepting a hydron from a donor (Bronsted acid)."^^xsd:string ;
    rdfs:subClassOf CHEBI:15339,
        CHEBI:22695 ;
    oboInOwl:hasExactSynonym "Bronsted base"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "accepteur d'hydron"^^xsd:string,
        "base de Bronsted"^^xsd:string,
        "Bronsted-Base"^^xsd:string,
        "hydron acceptor"^^xsd:string ;
    oboInOwl:id "CHEBI:39142"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:39144 a owl:Class ;
    rdfs:label "Lewis base"^^xsd:string ;
    definition: "A molecular entity able to provide a pair of electrons and thus capable of forming a covalent bond with an electron-pair acceptor (Lewis acid), thereby producing a Lewis adduct."^^xsd:string ;
    rdfs:subClassOf CHEBI:17891,
        CHEBI:22695 ;
    oboInOwl:hasExactSynonym "Lewis base"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "base de Lewis"^^xsd:string,
        "donneur d'une paire d'electrons"^^xsd:string,
        "electron donor"^^xsd:string,
        "Lewis-Base"^^xsd:string ;
    oboInOwl:id "CHEBI:39144"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:39162 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:82110"^^xsd:string,
        "Beilstein:4666243"^^xsd:string,
        "CAS:25162-00-9"^^xsd:string,
        "KEGG:C16386"^^xsd:string ;
    rdfs:label "(R)-nicotine"^^xsd:string ;
    definition: "A 3-(1-methylpyrrolidin-2-yl)pyridine in which the chiral centre has R-configuration."^^xsd:string ;
    rdfs:subClassOf CHEBI:138000,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:79008 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:17688 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C10H14N2"^^xsd:string ;
    chebi:inchi "InChI=1S/C10H14N2/c1-12-7-3-5-10(12)9-4-2-6-11-8-9/h2,4,6,8,10H,3,5,7H2,1H3/t10-/m1/s1"^^xsd:string ;
    chebi:inchikey "SNICXCGAKADSCV-SNVBAGLBSA-N"^^xsd:string ;
    chebi:mass "162.23160"^^xsd:string ;
    chebi:monoisotopicmass "162.11570"^^xsd:string ;
    chebi:smiles "CN1CCC[C@@H]1c1cccnc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "3-[(2R)-1-methylpyrrolidin-2-yl]pyridine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(+)-nicotine"^^xsd:string,
        "(R)-3-(1-methyl-2-pyrrolidinyl)pyridine"^^xsd:string,
        "d-nicotine"^^xsd:string,
        "pseudonicotine"^^xsd:string ;
    oboInOwl:id "CHEBI:39162"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:39166 a owl:Class ;
    rdfs:label "tetramine"^^xsd:string ;
    definition: "Any polyamine that contains four amino groups."^^xsd:string ;
    rdfs:subClassOf CHEBI:88061 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "tetra-amine"^^xsd:string,
        "tetra-amines"^^xsd:string,
        "tetraamine"^^xsd:string,
        "tetraamines"^^xsd:string,
        "tetramines"^^xsd:string ;
    oboInOwl:id "CHEBI:39166"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:39189 a owl:Class ;
    rdfs:label "organosulfur pesticide"^^xsd:string ;
    rdfs:subClassOf CHEBI:33261,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:25944 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:39189"^^xsd:string ;
    oboInOwl:inSubset chebi2:1_STAR .

CHEBI:39192 a owl:Class ;
    rdfs:label "dithiolanes"^^xsd:string ;
    rdfs:subClassOf CHEBI:25693,
        CHEBI:38106 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:39192"^^xsd:string ;
    oboInOwl:inSubset chebi2:1_STAR .

CHEBI:39203 a owl:Class ;
    rdfs:label "dibenzopyran"^^xsd:string ;
    definition: "Any organic heteropolycyclic compound based on a skeleton consisting of a pyran ring fused with two benzene rings."^^xsd:string ;
    rdfs:subClassOf CHEBI:38104,
        CHEBI:38166 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "dibenzopyrans"^^xsd:string ;
    oboInOwl:id "CHEBI:39203"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:39205 a owl:Class ;
    rdfs:label "dibenzopyrrole"^^xsd:string ;
    rdfs:subClassOf CHEBI:26979,
        CHEBI:38101 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "dibenzopyrroles"^^xsd:string ;
    oboInOwl:id "CHEBI:39205"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:39206 a owl:Class ;
    rdfs:label "dibenzopyridine"^^xsd:string ;
    rdfs:subClassOf CHEBI:26979,
        CHEBI:38101 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "dibenzopyridines"^^xsd:string ;
    oboInOwl:id "CHEBI:39206"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:39266 a owl:Class ;
    rdfs:label "azatetracycloalkane"^^xsd:string ;
    definition: "Any organic heterotetracyclic compound where at least one of the specified hetero atoms is nitrogen."^^xsd:string ;
    rdfs:subClassOf CHEBI:38101,
        CHEBI:38163 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "azatetracycloalkanes"^^xsd:string ;
    oboInOwl:id "CHEBI:39266"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:39267 a owl:Class ;
    rdfs:label "oxatetracycloalkane"^^xsd:string ;
    definition: "Any organic heterotetracyclic compound where at least one of the specified hetero atoms is oxygen."^^xsd:string ;
    rdfs:subClassOf CHEBI:38104,
        CHEBI:38163 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "oxatetracycloalkanes"^^xsd:string ;
    oboInOwl:id "CHEBI:39267"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:39268 a owl:Class ;
    rdfs:label "dibenzothiazepine"^^xsd:string ;
    rdfs:subClassOf CHEBI:26979,
        CHEBI:38101,
        CHEBI:38106 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "dibenzothiazepines"^^xsd:string ;
    oboInOwl:id "CHEBI:39268"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:39270 a owl:Class ;
    rdfs:label "naphthofuran"^^xsd:string ;
    rdfs:subClassOf CHEBI:26979,
        CHEBI:38104 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "naphthofurans"^^xsd:string ;
    oboInOwl:id "CHEBI:39270"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:39279 a owl:Class ;
    rdfs:label "halomethane"^^xsd:string ;
    definition: "A haloalkane that is methane in which one (or more) of the hydrogens have been replaced by a halogen atom/halogen atoms."^^xsd:string ;
    rdfs:subClassOf CHEBI:24469,
        CHEBI:64708,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:16183 ] ;
    oboInOwl:hasExactSynonym "halomethane"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "halomethanes"^^xsd:string ;
    oboInOwl:id "CHEBI:39279"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:39281 a owl:Class ;
    rdfs:label "fluoromethanes"^^xsd:string ;
    definition: "A halomethane that is methane in which one or more hydrogens has been replaced by fluorine."^^xsd:string ;
    rdfs:subClassOf CHEBI:24067,
        CHEBI:39279 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:39281"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:39298 a owl:Class ;
    rdfs:label "organosulfur acaricide"^^xsd:string ;
    rdfs:subClassOf CHEBI:39189,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:22153 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:39298"^^xsd:string ;
    oboInOwl:inSubset chebi2:1_STAR .

CHEBI:39307 a owl:Class ;
    rdfs:label "benzazocine"^^xsd:string ;
    rdfs:subClassOf CHEBI:27171,
        CHEBI:38101 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "benzazocines"^^xsd:string ;
    oboInOwl:id "CHEBI:39307"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:39317 a owl:Class ;
    rdfs:label "growth regulator"^^xsd:string ;
    definition: "Any chemical substance that inhibits the life-cycle of an organism."^^xsd:string ;
    rdfs:subClassOf CHEBI:24432 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "growth regulators"^^xsd:string ;
    oboInOwl:id "CHEBI:39317"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:39362 a owl:Class ;
    oboInOwl:hasDbXref "CAS:25154-55-6"^^xsd:string ;
    rdfs:label "mononitrophenol"^^xsd:string ;
    definition: "A nitrophenol that is phenol carrying a single nitro substituent at unspecified position."^^xsd:string ;
    rdfs:subClassOf CHEBI:25562 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H5NO3"^^xsd:string ;
    chebi:mass "139.109"^^xsd:string ;
    chebi:monoisotopicmass "139.02694"^^xsd:string ;
    oboInOwl:hasExactSynonym "mononitrophenol"^^xsd:string,
        "nitrophenol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "hydroxynitrobenzenes"^^xsd:string,
        "nitrophenols"^^xsd:string ;
    oboInOwl:id "CHEBI:39362"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:39410 a owl:Class ;
    oboInOwl:hasDbXref "PMID:20194696"^^xsd:string ;
    rdfs:label "1,2,4-triazines"^^xsd:string ;
    definition: "Any compound with a 1,2,4-triazine skeleton, in which nitrogen atoms replace carbon at positions 1, 2 and 4 of the core benzene ring structure."^^xsd:string ;
    rdfs:subClassOf CHEBI:38102 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:39410"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:39417 a owl:Class ;
    rdfs:label "branched-chain saturated fatty acid"^^xsd:string ;
    definition: "Any saturated fatty acid with a carbon side-chain or isopropyl termination."^^xsd:string ;
    rdfs:subClassOf CHEBI:26607,
        CHEBI:35819,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:58956 ] ;
    oboInOwl:hasExactSynonym "branched-chain saturated fatty acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "branched saturated fatty acid"^^xsd:string,
        "branched saturated fatty acids"^^xsd:string,
        "branched-chain saturated fatty acids"^^xsd:string ;
    oboInOwl:id "CHEBI:39417"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:39418 a owl:Class ;
    oboInOwl:hasDbXref "PMID:15644336"^^xsd:string ;
    rdfs:label "straight-chain saturated fatty acid"^^xsd:string ;
    definition: "Any saturated fatty acid lacking a side-chain."^^xsd:string ;
    rdfs:subClassOf CHEBI:26607,
        CHEBI:59202,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:58954 ] ;
    oboInOwl:hasExactSynonym "straight-chain saturated fatty acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "straight-chain saturated fatty acids"^^xsd:string ;
    oboInOwl:id "CHEBI:39418"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:39430 a owl:Class ;
    rdfs:label "dioxolane"^^xsd:string ;
    rdfs:subClassOf CHEBI:25693,
        CHEBI:38104 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "dioxolanes"^^xsd:string ;
    oboInOwl:id "CHEBI:39430"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:39432 a owl:Class ;
    rdfs:label "furochromene"^^xsd:string ;
    rdfs:subClassOf CHEBI:26979,
        CHEBI:38104 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "furochromenes"^^xsd:string ;
    oboInOwl:id "CHEBI:39432"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:39442 a owl:Class ;
    rdfs:label "fluorescent probe"^^xsd:string ;
    definition: "A role played by a fluorescent molecular entity used to study the microscopic environment by fluorescence spectroscopy."^^xsd:string ;
    rdfs:subClassOf CHEBI:50406 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:39442"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:39446 a owl:Class ;
    rdfs:label "pyrimidine ribonucleosides"^^xsd:string ;
    rdfs:subClassOf CHEBI:18254,
        CHEBI:26440 ;
    oboInOwl:hasAlternativeId "CHEBI:7263"^^xsd:string,
        "CHEBI:13784"^^xsd:string,
        "CHEBI:26445"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:39446"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:39447 a owl:Class ;
    rdfs:label "pyrimidines"^^xsd:string ;
    definition: "Any compound having a pyrimidine as part of its structure."^^xsd:string ;
    rdfs:subClassOf CHEBI:38313 ;
    oboInOwl:hasAlternativeId "CHEBI:13681"^^xsd:string,
        "CHEBI:26448"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:39447"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:39456 a owl:Class ;
    rdfs:label "antiglaucoma drug"^^xsd:string ;
    definition: "Any drug which can be used to prevent or alleviate glaucoma, a disease in which the optic nerve is damaged, resulting in progressive, irreversible loss of vision. It is often, though not always, associated with increased pressure of the fluid in the eye."^^xsd:string ;
    rdfs:subClassOf CHEBI:66981 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "anti-glaucoma agent"^^xsd:string,
        "anti-glaucoma agents"^^xsd:string,
        "anti-glaucoma drug"^^xsd:string,
        "anti-glaucoma drugs"^^xsd:string,
        "antiglaucoma agent"^^xsd:string,
        "antiglaucoma drugs"^^xsd:string ;
    oboInOwl:id "CHEBI:39456"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:39460 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:86186"^^xsd:string ;
    rdfs:label "xi,xi-pilocarpine"^^xsd:string ;
    rdfs:subClassOf CHEBI:22950,
        CHEBI:24780 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C11H16N2O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C11H16N2O2/c1-3-10-8(6-15-11(10)14)4-9-5-12-7-13(9)2/h5,7-8,10H,3-4,6H2,1-2H3"^^xsd:string ;
    chebi:inchikey "QCHFTSOMWOSFHM-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "208.25702"^^xsd:string ;
    chebi:monoisotopicmass "208.12118"^^xsd:string ;
    chebi:smiles "CCC1C(COC1=O)Cc1cncn1C"^^xsd:string ;
    oboInOwl:hasExactSynonym "3-ethyl-4-[(1-methyl-1H-imidazol-5-yl)methyl]dihydrofuran-2(3H)-one"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:39460"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:39462 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:86191"^^xsd:string,
        "DrugBank:DB01085"^^xsd:string ;
    rdfs:label "pilocarpine"^^xsd:string ;
    rdfs:subClassOf CHEBI:39460 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C11H16N2O2"^^xsd:string ;
    chebi:mass "208.257"^^xsd:string ;
    chebi:monoisotopicmass "208.12118"^^xsd:string ;
    oboInOwl:hasExactSynonym "rel-(3R,4S)-3-ethyl-4-[(1-methyl-1H-imidazol-5-yl)methyl]dihydrofuran-2(3H)-one"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:39462"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:39465 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:555286"^^xsd:string,
        "DrugBank:DB00373"^^xsd:string,
        "HMDB:HMDB0014517"^^xsd:string,
        "LINCS:LSM-4397"^^xsd:string ;
    rdfs:label "timolol"^^xsd:string ;
    definition: "1,2,5-Thiadiazole substituted at the 3 position by a 3-(tert-butylamino)-2-hydroxypropoxy group and at the 4 position by a morpholin-4-yl group. The (S)-(-) enantiomer, also known as timolol, is a beta-adrenergic antagonist and is used in the mangement of glaucoma, hypertension, angina pectoris and myocardial infarction, and for the prevention of migraine."^^xsd:string ;
    rdfs:subClassOf CHEBI:38099,
        CHEBI:38785,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:39469 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C13H24N4O3S"^^xsd:string ;
    chebi:inchi "InChI=1S/C13H24N4O3S/c1-13(2,3)14-8-10(18)9-20-12-11(15-21-16-12)17-4-6-19-7-5-17/h10,14,18H,4-9H2,1-3H3"^^xsd:string ;
    chebi:inchikey "BLJRIMJGRPQVNF-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "316.42000"^^xsd:string,
        "316.42082"^^xsd:string ;
    chebi:monoisotopicmass "316.15691"^^xsd:string ;
    chebi:smiles "CC(C)(C)NCC(O)COc1nsnc1N1CCOCC1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:106362"^^xsd:string ;
    oboInOwl:hasExactSynonym "1-(tert-butylamino)-3-[(4-morpholin-4-yl-1,2,5-thiadiazol-3-yl)oxy]propan-2-ol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:39465"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:39467 a owl:Class ;
    rdfs:label "thiadiazole"^^xsd:string ;
    rdfs:subClassOf CHEBI:35555,
        CHEBI:38099 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C2H2N2S"^^xsd:string ;
    chebi:mass "86.117"^^xsd:string ;
    chebi:monoisotopicmass "85.99387"^^xsd:string ;
    oboInOwl:hasExactSynonym "thiadiazole"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:39467"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:39469 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:605622"^^xsd:string,
        "CAS:288-39-1"^^xsd:string,
        "Gmelin:100848"^^xsd:string ;
    rdfs:label "1,2,5-thiadiazole"^^xsd:string ;
    rdfs:subClassOf CHEBI:39467 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C2H2N2S"^^xsd:string ;
    chebi:inchi "InChI=1S/C2H2N2S/c1-2-4-5-3-1/h1-2H"^^xsd:string ;
    chebi:inchikey "UDGKZGLPXCRRAM-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "86.11676"^^xsd:string ;
    chebi:monoisotopicmass "85.99387"^^xsd:string ;
    chebi:smiles "c1cnsn1"^^xsd:string ;
    oboInOwl:hasExactSynonym "1,2,5-thiadiazole"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2,1,3-thiadiazole"^^xsd:string ;
    oboInOwl:id "CHEBI:39469"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:39472 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:104768"^^xsd:string,
        "CAS:289-06-5"^^xsd:string,
        "Gmelin:600662"^^xsd:string ;
    rdfs:label "1,3,4-thiadiazole"^^xsd:string ;
    rdfs:subClassOf CHEBI:39467 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C2H2N2S"^^xsd:string ;
    chebi:inchi "InChI=1S/C2H2N2S/c1-3-4-2-5-1/h1-2H"^^xsd:string ;
    chebi:inchikey "MBIZXFATKUQOOA-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "86.11676"^^xsd:string ;
    chebi:monoisotopicmass "85.99387"^^xsd:string ;
    chebi:smiles "c1nncs1"^^xsd:string ;
    oboInOwl:hasExactSynonym "1,3,4-thiadiazole"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:39472"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:39474 a owl:Class ;
    rdfs:label "polyazaalkane"^^xsd:string ;
    definition: "Any azaalkane in which two or more carbons in the chain are replaced by nitrogen."^^xsd:string ;
    rdfs:subClassOf CHEBI:46686,
        CHEBI:88061 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "polyazaalkanes"^^xsd:string ;
    oboInOwl:id "CHEBI:39474"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:39482 a owl:Class ;
    rdfs:label "chloroolefin"^^xsd:string ;
    definition: "A chlorohydrocarbon carrying one or more chloro groups at unspecified positions."^^xsd:string ;
    rdfs:subClassOf CHEBI:23115 ;
    oboInOwl:hasExactSynonym "chloroolefin"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:39482"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:39548 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:8373630"^^xsd:string,
        "CAS:134523-00-5"^^xsd:string,
        "Drug_Central:257"^^xsd:string,
        "DrugBank:DB01076"^^xsd:string,
        "HMDB:HMDB0005006"^^xsd:string,
        "KEGG:C06834"^^xsd:string,
        "KEGG:D07474"^^xsd:string,
        "LINCS:LSM-5771"^^xsd:string,
        "Patent:EP409281"^^xsd:string,
        "Patent:US5273995"^^xsd:string,
        "PDBeChem:117"^^xsd:string,
        "PMID:11693468"^^xsd:string,
        "PMID:15012735"^^xsd:string,
        "PMID:18720283"^^xsd:string,
        "Reaxys:8373630"^^xsd:string,
        "Wikipedia:Atorvastatin"^^xsd:string ;
    rdfs:label "atorvastatin"^^xsd:string ;
    definition: "A dihydroxy monocarboxylic acid that is a member of the drug class known as statins, used primarily for lowering blood cholesterol and for preventing cardiovascular diseases."^^xsd:string ;
    rdfs:subClassOf CHEBI:26455,
        CHEBI:35972,
        CHEBI:62733,
        CHEBI:83575,
        CHEBI:87635,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:45571 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:50690 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35703 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78298 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C33H35FN2O5"^^xsd:string ;
    chebi:inchi "InChI=1S/C33H35FN2O5/c1-21(2)31-30(33(41)35-25-11-7-4-8-12-25)29(22-9-5-3-6-10-22)32(23-13-15-24(34)16-14-23)36(31)18-17-26(37)19-27(38)20-28(39)40/h3-16,21,26-27,37-38H,17-20H2,1-2H3,(H,35,41)(H,39,40)/t26-,27-/m1/s1"^^xsd:string ;
    chebi:inchikey "XUKUURHRXDUEBC-KAYWLYCHSA-N"^^xsd:string ;
    chebi:mass "558.63988"^^xsd:string ;
    chebi:monoisotopicmass "558.25300"^^xsd:string ;
    chebi:smiles "CC(C)c1c(C(=O)Nc2ccccc2)c(-c2ccccc2)c(-c2ccc(F)cc2)n1CC[C@@H](O)C[C@@H](O)CC(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:2910"^^xsd:string,
        "CHEBI:39538"^^xsd:string ;
    oboInOwl:hasExactSynonym "(3R,5R)-7-[3-(anilinocarbonyl)-5-(4-fluorophenyl)-4-phenyl-2-(propan-2-yl)-1H-pyrrol-1-yl]-3,5-dihydroxyheptanoic acid"^^xsd:string,
        "Atorvastatin"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "7-[2-(4-FLUORO-PHENYL)-5-ISOPROPYL-3-PHENYL-4-PHENYLCARBAMOYL-PYRROL-1-YL]-3,5-DIHYDROXY-HEPTANOIC ACID"^^xsd:string,
        "(R-(R*,R*))-2-(4-Fluorophenyl)-beta,delta-dihydroxy-5-(1-methylethyl)-3-phenyl-4-((phenylamino)carbonyl)-1H-pyrrole-1-heptanoic acid"^^xsd:string,
        "Atorlip"^^xsd:string,
        "atorvastatin"^^xsd:string,
        "atorvastatina"^^xsd:string,
        "atorvastatine"^^xsd:string,
        "atorvastatinum"^^xsd:string ;
    oboInOwl:id "CHEBI:39548"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:39589 a owl:Class ;
    oboInOwl:hasDbXref "CAS:113299-40-4"^^xsd:string,
        "DrugBank:DB02932"^^xsd:string,
        "PDBeChem:198"^^xsd:string,
        "PMID:16847400"^^xsd:string,
        "PMID:23288837"^^xsd:string,
        "PMID:24397920"^^xsd:string,
        "PMID:26442831"^^xsd:string,
        "PMID:27848066"^^xsd:string ;
    rdfs:label "(R)-bicalutamide"^^xsd:string ;
    definition: "A N-[4-cyano-3-(trifluoromethyl)phenyl]-3-[(4-fluorophenyl)sulfonyl]-2-hydroxy-2-methylpropanamide that is the (R)-enantiomer of bicalutamide."^^xsd:string ;
    rdfs:subClassOf CHEBI:144093,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:144094 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35497 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35610 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C18H14F4N2O4S"^^xsd:string ;
    chebi:inchi "InChI=1S/C18H14F4N2O4S/c1-17(26,10-29(27,28)14-6-3-12(19)4-7-14)16(25)24-13-5-2-11(9-23)15(8-13)18(20,21)22/h2-8,26H,10H2,1H3,(H,24,25)/t17-/m0/s1"^^xsd:string ;
    chebi:inchikey "LKJPYSCBVHEWIU-KRWDZBQOSA-N"^^xsd:string ;
    chebi:mass "430.370"^^xsd:string ;
    chebi:monoisotopicmass "430.06104"^^xsd:string ;
    chebi:smiles "C=1(C(=CC=C(C1)NC([C@](CS(C=2C=CC(=CC2)F)(=O)=O)(O)C)=O)C#N)C(F)(F)F"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2R)-N-[4-cyano-3-(trifluoromethyl)phenyl]-3-[(4-fluorophenyl)sulfonyl]-2-hydroxy-2-methylpropanamide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(-)-bicalutamide"^^xsd:string,
        "(R)-(-)bicalutamide"^^xsd:string,
        "(R)-Casodex"^^xsd:string ;
    oboInOwl:id "CHEBI:39589"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:39669 a owl:Class ;
    oboInOwl:hasDbXref "CAS:22494-42-4"^^xsd:string,
        "Drug_Central:880"^^xsd:string,
        "DrugBank:DB00861"^^xsd:string,
        "HMDB:HMDB0014999"^^xsd:string,
        "KEGG:C01691"^^xsd:string,
        "KEGG:D00130"^^xsd:string,
        "LINCS:LSM-2490"^^xsd:string,
        "PDBeChem:1FL"^^xsd:string,
        "PMID:23144359"^^xsd:string,
        "PMID:23416065"^^xsd:string,
        "PMID:28166217"^^xsd:string,
        "Reaxys:2654431"^^xsd:string,
        "Wikipedia:Diflunisal"^^xsd:string ;
    rdfs:label "diflunisal"^^xsd:string ;
    definition: "An organofluorine compound comprising salicylic acid having a 2,4-difluorophenyl group at the 5-position."^^xsd:string ;
    rdfs:subClassOf CHEBI:25389,
        CHEBI:37143,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:16914 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:38584 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35475 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35481 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C13H8F2O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C13H8F2O3/c14-8-2-3-9(11(15)6-8)7-1-4-12(16)10(5-7)13(17)18/h1-6,16H,(H,17,18)"^^xsd:string ;
    chebi:inchikey "HUPFGZXOMWLGNK-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "250.19760"^^xsd:string ;
    chebi:monoisotopicmass "250.04415"^^xsd:string ;
    chebi:smiles "OC(=O)c1cc(ccc1O)-c1ccc(F)cc1F"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:4538"^^xsd:string,
        "CHEBI:39656"^^xsd:string ;
    oboInOwl:hasExactSynonym "2',4'-difluoro-4-hydroxy-[1,1'-biphenyl]-3-carboxylic acid"^^xsd:string,
        "Diflunisal"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2',4'-difluoro-4-hydroxy-3-biphenylcarboxylic acid"^^xsd:string,
        "2-(hydroxy)-5-(2,4-difluorophenyl)benzoic acid"^^xsd:string,
        "5-(2,4-difluorophenyl)salicylic acid"^^xsd:string,
        "Dolobid"^^xsd:string ;
    oboInOwl:id "CHEBI:39669"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:39745 a owl:Class ;
    oboInOwl:hasDbXref "DrugBank:DB02831"^^xsd:string,
        "Gmelin:1999"^^xsd:string,
        "PDBeChem:2HP"^^xsd:string ;
    rdfs:label "dihydrogenphosphate"^^xsd:string ;
    definition: "A monovalent inorganic anion that consists of phosphoric acid in which one of the three OH groups has been deprotonated."^^xsd:string ;
    rdfs:subClassOf CHEBI:35780,
        CHEBI:79389,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:43474 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "H2O4P"^^xsd:string ;
    chebi:inchi "InChI=1S/H3O4P/c1-5(2,3)4/h(H3,1,2,3,4)/p-1"^^xsd:string ;
    chebi:inchikey "NBIIXXVUZAFLBC-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "96.98724"^^xsd:string ;
    chebi:monoisotopicmass "96.96962"^^xsd:string ;
    chebi:smiles "[H]OP([O-])(=O)O[H]"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:29137"^^xsd:string,
        "CHEBI:39739"^^xsd:string ;
    oboInOwl:hasExactSynonym "dihydrogen(tetraoxidophosphate)(1-)"^^xsd:string,
        "dihydrogenphosphate"^^xsd:string,
        "dihydrogentetraoxophosphate(1-)"^^xsd:string,
        "dihydrogentetraoxophosphate(V)"^^xsd:string,
        "dihydroxidodioxidophosphate(1-)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "[PO2(OH)2](-)"^^xsd:string,
        "DIHYDROGENPHOSPHATE ION"^^xsd:string,
        "H2PO4(-)"^^xsd:string ;
    oboInOwl:id "CHEBI:39745"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:39832 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1730785"^^xsd:string,
        "CAS:540-67-0"^^xsd:string,
        "Gmelin:163978"^^xsd:string,
        "Patent:KR20080019002"^^xsd:string,
        "PDBeChem:2ME"^^xsd:string,
        "PMID:12662033"^^xsd:string,
        "Reaxys:1730785"^^xsd:string,
        "Wikipedia:Methoxyethane"^^xsd:string ;
    rdfs:label "methoxyethane"^^xsd:string ;
    definition: "An ether that is the methyl ether derivative of ethanol."^^xsd:string ;
    rdfs:subClassOf CHEBI:25698,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:16236 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:39144 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C3H8O"^^xsd:string ;
    chebi:inchi "InChI=1S/C3H8O/c1-3-4-2/h3H2,1-2H3"^^xsd:string ;
    chebi:inchikey "XOBKSJJDNFUZPF-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "60.09500"^^xsd:string ;
    chebi:monoisotopicmass "60.05751"^^xsd:string ;
    chebi:smiles "CCOC"^^xsd:string ;
    oboInOwl:hasExactSynonym "METHOXYETHANE"^^xsd:string,
        "methoxyethane"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-methoxyethane"^^xsd:string,
        "Aethylmethylaether"^^xsd:string,
        "C2H5OCH3"^^xsd:string,
        "Methoxyethan"^^xsd:string,
        "methyl ethyl ether"^^xsd:string,
        "Methylaethylaether"^^xsd:string ;
    oboInOwl:id "CHEBI:39832"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:39867 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1750447"^^xsd:string,
        "CAS:99-66-1"^^xsd:string,
        "Drug_Central:2803"^^xsd:string,
        "DrugBank:DB00313"^^xsd:string,
        "HMDB:HMDB0001877"^^xsd:string,
        "KEGG:C07185"^^xsd:string,
        "KEGG:D00399"^^xsd:string,
        "LINCS:LSM-4620"^^xsd:string,
        "LIPID_MAPS_instance:LMFA01020291"^^xsd:string,
        "PDBeChem:2PP"^^xsd:string,
        "PMID:8558327"^^xsd:string,
        "PMID:8681902"^^xsd:string,
        "PMID:11716839"^^xsd:string,
        "PMID:12475192"^^xsd:string,
        "PMID:15124690"^^xsd:string,
        "PMID:15560954"^^xsd:string,
        "PMID:15578701"^^xsd:string,
        "PMID:16496131"^^xsd:string,
        "PMID:16621443"^^xsd:string,
        "PMID:16759735"^^xsd:string,
        "PMID:17156483"^^xsd:string,
        "PMID:17273758"^^xsd:string,
        "PMID:19280426"^^xsd:string,
        "PMID:19318486"^^xsd:string,
        "PMID:23792104"^^xsd:string,
        "PMID:23810771"^^xsd:string,
        "PMID:23949302"^^xsd:string,
        "PMID:24135375"^^xsd:string,
        "PMID:24200999"^^xsd:string,
        "PMID:24348849"^^xsd:string,
        "Reaxys:1750447"^^xsd:string,
        "Wikipedia:Valproic_Acid"^^xsd:string ;
    rdfs:label "valproic acid"^^xsd:string ;
    definition: "A branched-chain saturated fatty acid that comprises of a propyl substituent on a pentanoic acid stem."^^xsd:string ;
    rdfs:subClassOf CHEBI:39417,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:17418 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:60654 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35477 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35623 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50905 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:51374 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:61115 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:63726 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C8H16O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C8H16O2/c1-3-5-7(6-4-2)8(9)10/h7H,3-6H2,1-2H3,(H,9,10)"^^xsd:string ;
    chebi:inchikey "NIJJYAXOARWZEE-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "144.21140"^^xsd:string ;
    chebi:monoisotopicmass "144.11503"^^xsd:string ;
    chebi:smiles "CCCC(CCC)C(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:9926"^^xsd:string,
        "CHEBI:39858"^^xsd:string,
        "CHEBI:115217"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-propylpentanoic acid"^^xsd:string,
        "VALPROIC ACID"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-n-propyl-n-valeric acid"^^xsd:string,
        "2-PROPYL-PENTANOIC ACID"^^xsd:string,
        "2-propylpentanoic acid"^^xsd:string,
        "2-propylvaleric acid"^^xsd:string,
        "4-heptanecarboxylic acid"^^xsd:string,
        "acide valproique"^^xsd:string,
        "acido valproico"^^xsd:string,
        "acidum valproicum"^^xsd:string,
        "Depakene"^^xsd:string,
        "di-n-propylacetic acid"^^xsd:string,
        "Di-n-propylessigsaeure"^^xsd:string,
        "dipropylacetic acid"^^xsd:string,
        "DPA"^^xsd:string,
        "n-DPA"^^xsd:string,
        "valproic acid"^^xsd:string,
        "Valproinsaeure"^^xsd:string,
        "VPA"^^xsd:string ;
    oboInOwl:id "CHEBI:39867"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:40009 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:80798"^^xsd:string,
        "CAS:68-41-7"^^xsd:string,
        "Drug_Central:759"^^xsd:string,
        "DrugBank:DB00260"^^xsd:string,
        "HMDB:HMDB0014405"^^xsd:string,
        "KEGG:D00877"^^xsd:string,
        "LINCS:LSM-5932"^^xsd:string,
        "LIPID_MAPS_instance:LMPK14000007"^^xsd:string,
        "MetaCyc:CPD-2482"^^xsd:string,
        "Patent:US2772280"^^xsd:string,
        "Patent:US2840565"^^xsd:string,
        "PDBeChem:4AX"^^xsd:string,
        "PMID:4555420"^^xsd:string,
        "PMID:5006234"^^xsd:string,
        "PMID:12076471"^^xsd:string,
        "PMID:17707326"^^xsd:string,
        "PMID:18316423"^^xsd:string,
        "PMID:18486041"^^xsd:string,
        "PMID:18930757"^^xsd:string,
        "PMID:22234379"^^xsd:string,
        "PMID:22368237"^^xsd:string,
        "PMID:22632472"^^xsd:string,
        "PMID:22892161"^^xsd:string,
        "PMID:23174090"^^xsd:string,
        "PMID:23416058"^^xsd:string,
        "PMID:23438729"^^xsd:string,
        "PMID:23523746"^^xsd:string,
        "PMID:23542909"^^xsd:string,
        "PMID:23656850"^^xsd:string,
        "PMID:23685206"^^xsd:string,
        "Reaxys:80798"^^xsd:string,
        "Wikipedia:Cycloserine"^^xsd:string ;
    rdfs:label "D-cycloserine"^^xsd:string ;
    definition: "A 4-amino-1,2-oxazolidin-3-one that has R configuration. It is an antibiotic produced by Streptomyces garyphalus or S. orchidaceus and is used as part of a multi-drug regimen for the treatment of tuberculosis when resistance to, or toxicity from, primary drugs has developed. An analogue of D-alanine, it interferes with bacterial cell wall synthesis in the cytoplasm by competitive inhibition of L-alanine racemase (which forms D-alanine from L-alanine) and  D-alanine--D-alanine ligase (which incorporates D-alanine into the pentapeptide required for peptidoglycan formation and bacterial cell wall synthesis)."^^xsd:string ;
    rdfs:subClassOf CHEBI:23503,
        CHEBI:25558,
        CHEBI:25807,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:75929 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:75592 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:74159 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:25212 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:33231 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35221 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:64571 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C3H6N2O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C3H6N2O2/c4-2-1-7-5-3(2)6/h2H,1,4H2,(H,5,6)/t2-/m1/s1"^^xsd:string ;
    chebi:inchikey "DYDCUQKUCUHJBH-UWTATZPHSA-N"^^xsd:string ;
    chebi:mass "102.09190"^^xsd:string ;
    chebi:monoisotopicmass "102.04293"^^xsd:string ;
    chebi:smiles "[H][C@@]1(N)CONC1=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:4030"^^xsd:string ;
    oboInOwl:hasExactSynonym "(4R)-4-aminoisoxazolidin-3-one"^^xsd:string,
        "D-Cycloserine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(+)-4-amino-3-isoxazolidinone"^^xsd:string,
        "(+)-cycloserine"^^xsd:string,
        "(R)-4-AMINO-ISOXAZOLIDIN-3-ONE"^^xsd:string,
        "alpha-Cycloserine"^^xsd:string,
        "cicloserina"^^xsd:string,
        "cyclo-D-serine"^^xsd:string,
        "cycloserine"^^xsd:string,
        "cycloserinum"^^xsd:string,
        "D-4-amino-3-isoxazolidinone"^^xsd:string,
        "D-4-amino-3-isoxazolidone"^^xsd:string,
        "D-(+)-cycloserine"^^xsd:string,
        "DCS"^^xsd:string,
        "orientomycin"^^xsd:string,
        "PA 94"^^xsd:string,
        "PA-94"^^xsd:string,
        "Ro-1-9213"^^xsd:string,
        "Seromycin"^^xsd:string ;
    oboInOwl:id "CHEBI:40009"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:40050 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:10126027"^^xsd:string,
        "CAS:161814-49-9"^^xsd:string,
        "Drug_Central:200"^^xsd:string,
        "DrugBank:DB00701"^^xsd:string,
        "KEGG:C08086"^^xsd:string,
        "KEGG:D00894"^^xsd:string,
        "Wikipedia:Amprenavir"^^xsd:string ;
    rdfs:label "amprenavir"^^xsd:string ;
    rdfs:subClassOf CHEBI:23003,
        CHEBI:35358,
        CHEBI:47020,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35660 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:36044 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C25H35N3O6S"^^xsd:string ;
    chebi:inchi "InChI=1S/C25H35N3O6S/c1-18(2)15-28(35(31,32)22-10-8-20(26)9-11-22)16-24(29)23(14-19-6-4-3-5-7-19)27-25(30)34-21-12-13-33-17-21/h3-11,18,21,23-24,29H,12-17,26H2,1-2H3,(H,27,30)/t21-,23-,24+/m0/s1"^^xsd:string ;
    chebi:inchikey "YMARZQAQMVYCKC-OEMFJLHTSA-N"^^xsd:string ;
    chebi:mass "505.62802"^^xsd:string ;
    chebi:monoisotopicmass "505.22466"^^xsd:string ;
    chebi:smiles "CC(C)CN(C[C@@H](O)[C@H](Cc1ccccc1)NC(=O)O[C@H]1CCOC1)S(=O)(=O)c1ccc(N)cc1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:2684"^^xsd:string,
        "CHEBI:40043"^^xsd:string ;
    oboInOwl:hasExactSynonym "(3S)-tetrahydrofuran-3-yl [(1S,2R)-3-{[(4-aminophenyl)sulfonyl](2-methylpropyl)amino}-1-benzyl-2-hydroxypropyl]carbamate"^^xsd:string,
        "Amprenavir"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(3S)-Tetrahydro-3-furanyl ((1S,2R)-3-(((4-aminophenyl)sulfonyl)(2-methylpropyl)amino)-2-hydroxy-1-(phenylmethyl)propyl)carbamate"^^xsd:string,
        "Agenerase"^^xsd:string ;
    oboInOwl:id "CHEBI:40050"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:40237 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:9962060"^^xsd:string,
        "CAS:486460-32-6"^^xsd:string,
        "Drug_Central:2448"^^xsd:string,
        "DrugBank:DB01261"^^xsd:string,
        "HMDB:HMDB0015390"^^xsd:string,
        "KEGG:D08516"^^xsd:string,
        "LINCS:LSM-5363"^^xsd:string,
        "PDBeChem:715"^^xsd:string,
        "PMID:23286208"^^xsd:string,
        "PMID:23331339"^^xsd:string,
        "PMID:23432786"^^xsd:string,
        "PMID:23489256"^^xsd:string,
        "PMID:23927568"^^xsd:string,
        "PMID:24039399"^^xsd:string,
        "PMID:24041927"^^xsd:string,
        "Reaxys:9962060"^^xsd:string,
        "Wikipedia:Sitagliptin"^^xsd:string ;
    rdfs:label "sitagliptin"^^xsd:string ;
    definition: "A  triazolopyrazine that exhibits  hypoglycemic activity."^^xsd:string ;
    rdfs:subClassOf CHEBI:48277,
        CHEBI:83576,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35526 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35703 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48353 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:68612 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78298 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C16H15F6N5O"^^xsd:string ;
    chebi:inchi "InChI=1S/C16H15F6N5O/c17-10-6-12(19)11(18)4-8(10)3-9(23)5-14(28)26-1-2-27-13(7-26)24-25-15(27)16(20,21)22/h4,6,9H,1-3,5,7,23H2/t9-/m1/s1"^^xsd:string ;
    chebi:inchikey "MFFMDFFZMYYVKS-SECBINFHSA-N"^^xsd:string ;
    chebi:mass "407.31382"^^xsd:string ;
    chebi:monoisotopicmass "407.11808"^^xsd:string ;
    chebi:smiles "N[C@@H](CC(=O)N1CCn2c(C1)nnc2C(F)(F)F)Cc1cc(F)c(F)cc1F"^^xsd:string ;
    oboInOwl:hasExactSynonym "(3R)-3-amino-1-[3-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl]-4-(2,4,5-trifluorophenyl)butan-1-one"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2R)-4-OXO-4-[3-(TRIFLUOROMETHYL)-5,6-DIHYDRO[1,2,4]TRIAZOLO[4,3-A]PYRAZIN-7(8H)-YL]-1-(2,4,5-TRIFLUOROPHENYL)BUTAN-2-AMINE"^^xsd:string,
        "MK-0431"^^xsd:string,
        "sitagliptin"^^xsd:string,
        "sitagliptina"^^xsd:string,
        "sitagliptine"^^xsd:string,
        "sitagliptinum"^^xsd:string ;
    oboInOwl:id "CHEBI:40237"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:40279 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:608611"^^xsd:string,
        "CAS:315-30-0"^^xsd:string,
        "Drug_Central:124"^^xsd:string,
        "DrugBank:DB00437"^^xsd:string,
        "KEGG:D00224"^^xsd:string,
        "LINCS:LSM-5919"^^xsd:string,
        "PMID:7602118"^^xsd:string,
        "PMID:11333159"^^xsd:string,
        "PMID:16650385"^^xsd:string,
        "PMID:24395556"^^xsd:string,
        "PMID:24590210"^^xsd:string,
        "PMID:24591375"^^xsd:string,
        "Reaxys:608611"^^xsd:string,
        "Wikipedia:Allopurinol"^^xsd:string ;
    rdfs:label "allopurinol"^^xsd:string ;
    definition: "A bicyclic structure comprising a pyrazole ring fused to a hydroxy-substituted pyrimidine ring."^^xsd:string ;
    rdfs:subClassOf CHEBI:27171,
        CHEBI:67142,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:50092 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35221 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35634 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35845 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48578 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5H4N4O"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H4N4O/c10-5-3-1-8-9-4(3)6-2-7-5/h1-2H,(H2,6,7,8,9,10)"^^xsd:string ;
    chebi:inchikey "OFCNXPDARWKPPY-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "136.11150"^^xsd:string ;
    chebi:monoisotopicmass "136.03851"^^xsd:string ;
    chebi:smiles "Oc1ncnc2[nH]ncc12"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:2601"^^xsd:string,
        "CHEBI:40276"^^xsd:string ;
    oboInOwl:hasExactSynonym "1H-pyrazolo[3,4-d]pyrimidin-4-ol"^^xsd:string,
        "Allopurinol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1,5-Dihydro-4H-pyrazolo(3,4-d)pyrimidin-4-one"^^xsd:string,
        "1,5-Dihydro-4H-pyrazolo(3,4-d)pyrimidine-4-one"^^xsd:string,
        "1H-Pyrazolo(3,4-d)pyrimidin-4-ol"^^xsd:string,
        "4'-Hydroxypyrazolol(3,4-d)pyrimidine"^^xsd:string,
        "4-HPP"^^xsd:string,
        "4-Hydroxy-1H-pyrazolo(3,4-d)pyrimidine"^^xsd:string,
        "4-Hydroxy-3,4-pyrazolopyrimidine"^^xsd:string,
        "4-Hydroxypyrazolo(3,4-d)pyrimidine"^^xsd:string,
        "4-Hydroxypyrazolopyrimidine"^^xsd:string,
        "4-Hydroxypyrazolyl(3,4-d)pyrimidine"^^xsd:string,
        "4H-Pyrazolo(3,4-d)pyrimidin-4-one"^^xsd:string,
        "AL-100"^^xsd:string,
        "Allopurinolum"^^xsd:string,
        "Alopurinol"^^xsd:string,
        "Zyloprim (TN)"^^xsd:string ;
    oboInOwl:id "CHEBI:40279"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:40303 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:3631989"^^xsd:string,
        "CAS:75330-75-5"^^xsd:string,
        "Drug_Central:1612"^^xsd:string,
        "DrugBank:DB00227"^^xsd:string,
        "HMDB:HMDB0014372"^^xsd:string,
        "KEGG:C07074"^^xsd:string,
        "KEGG:D00359"^^xsd:string,
        "KNApSAcK:C00000547"^^xsd:string,
        "LINCS:LSM-2189"^^xsd:string,
        "Patent:CN103172602"^^xsd:string,
        "Patent:WO2013090461"^^xsd:string,
        "PDBeChem:803"^^xsd:string,
        "PMID:7720768"^^xsd:string,
        "PMID:11375168"^^xsd:string,
        "PMID:11389707"^^xsd:string,
        "PMID:11483865"^^xsd:string,
        "PMID:18642339"^^xsd:string,
        "PMID:24093797"^^xsd:string,
        "Reaxys:4720754"^^xsd:string,
        "Wikipedia:Lovastatin"^^xsd:string ;
    rdfs:label "lovastatin"^^xsd:string ;
    definition: "A fatty acid ester that is mevastatin carrying an additional methyl group on the carbobicyclic skeleton. It is used in as an anticholesteremic drug and has been found in fungal species such as Aspergillus terreus and Pleurotus ostreatus (oyster mushroom)."^^xsd:string ;
    rdfs:subClassOf CHEBI:18946,
        CHEBI:26188,
        CHEBI:35748,
        CHEBI:87632,
        CHEBI:142348,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:34848 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:38655 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35610 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50266 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76956 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C24H36O5"^^xsd:string ;
    chebi:inchi "InChI=1S/C24H36O5/c1-5-15(3)24(27)29-21-11-14(2)10-17-7-6-16(4)20(23(17)21)9-8-19-12-18(25)13-22(26)28-19/h6-7,10,14-16,18-21,23,25H,5,8-9,11-13H2,1-4H3/t14-,15-,16-,18+,19+,20-,21-,23-/m0/s1"^^xsd:string ;
    chebi:inchikey "PCZOHLXUXFIOCF-BXMDZJJMSA-N"^^xsd:string ;
    chebi:mass "404.53964"^^xsd:string ;
    chebi:monoisotopicmass "404.25627"^^xsd:string ;
    chebi:smiles "[H][C@]12[C@H](C[C@@H](C)C=C1C=C[C@H](C)[C@@H]2CC[C@@H]1C[C@@H](O)CC(=O)O1)OC(=O)[C@@H](C)CC"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:6544"^^xsd:string,
        "CHEBI:40299"^^xsd:string ;
    oboInOwl:hasExactSynonym "(1S,3R,7S,8S,8aR)-8-{2-[(2R,4R)-4-hydroxy-6-oxotetrahydro-2H-pyran-2-yl]ethyl}-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl (2S)-2-methylbutanoate"^^xsd:string,
        "LOVASTATIN"^^xsd:string,
        "Lovastatin"^^xsd:string,
        "lovastatin"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2beta,6alpha-dimethyl-8alpha-(2-methyl-1-oxobutoxy)-mevinic acid lactone"^^xsd:string,
        "6alpha-methylcompactin"^^xsd:string,
        "(1S,3R,7S,8S,8aR)-1,2,3,7,8,8a-hexahydro-3,7-dimethyl-8-(2-(2R,4R)-(tetrahydro-4-hydroxy-6-oxo-2H-pyran-2-yl)ethyl)-1-naphthalenyl (S)-2-methyl-butyrate"^^xsd:string,
        "Mevacor"^^xsd:string,
        "Mevinolin"^^xsd:string,
        "MK-803"^^xsd:string,
        "ML-530B"^^xsd:string ;
    oboInOwl:id "CHEBI:40303"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:40469 a owl:Class ;
    owl:deprecated true ;
    replacedBy: CHEBI:27844 ;
    obsReason: termsMerged: .

CHEBI:40519 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1901173"^^xsd:string,
        "CAS:281-23-2"^^xsd:string,
        "DrugBank:DB03627"^^xsd:string,
        "Gmelin:26963"^^xsd:string,
        "PDBeChem:ADM"^^xsd:string ;
    rdfs:label "adamantane"^^xsd:string ;
    rdfs:subClassOf CHEBI:35713,
        CHEBI:51339 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C10H16"^^xsd:string ;
    chebi:inchi "InChI=1S/C10H16/c1-7-2-9-4-8(1)5-10(3-7)6-9/h7-10H,1-6H2"^^xsd:string ;
    chebi:inchikey "ORILYTVJVMAKLC-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "136.23404"^^xsd:string ;
    chebi:monoisotopicmass "136.12520"^^xsd:string ;
    chebi:smiles "C1C2CC3CC1CC(C2)C3"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:33183"^^xsd:string,
        "CHEBI:40514"^^xsd:string ;
    oboInOwl:hasExactSynonym "ADAMANTANE"^^xsd:string,
        "adamantane"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Adamantan"^^xsd:string,
        "tricyclo[3.3.1.1(3,7)]decane"^^xsd:string ;
    oboInOwl:id "CHEBI:40519"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:40910 a owl:Class ;
    oboInOwl:hasDbXref "CAS:14343-69-2"^^xsd:string,
        "Gmelin:24977"^^xsd:string,
        "PDBeChem:AZI"^^xsd:string ;
    rdfs:label "azide anion"^^xsd:string ;
    rdfs:subClassOf CHEBI:36828,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:29449 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:25355 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "N3"^^xsd:string ;
    chebi:inchi "InChI=1S/N3/c1-3-2/q-1"^^xsd:string ;
    chebi:inchikey "IVRMZWNICZWHMI-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "42.02022"^^xsd:string ;
    chebi:monoisotopicmass "42.00977"^^xsd:string ;
    chebi:smiles "[N-]=[N+]=[N-]"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:22679"^^xsd:string,
        "CHEBI:40904"^^xsd:string ;
    oboInOwl:hasExactSynonym "azide"^^xsd:string,
        "trinitride(1-)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "azide"^^xsd:string,
        "AZIDE ION"^^xsd:string,
        "N3(-)"^^xsd:string ;
    oboInOwl:id "CHEBI:40910"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:40938 a owl:Class ;
    owl:deprecated true ;
    replacedBy: CHEBI:15422 ;
    obsReason: termsMerged: .

CHEBI:41189 a owl:Class ;
    oboInOwl:hasDbXref "CAS:110-63-4"^^xsd:string,
        "DrugBank:DB01955"^^xsd:string,
        "PDBeChem:BU1"^^xsd:string,
        "PMID:11803699"^^xsd:string,
        "PMID:15298490"^^xsd:string,
        "PMID:16193534"^^xsd:string,
        "PMID:17854202"^^xsd:string,
        "PMID:18203723"^^xsd:string,
        "PMID:19915428"^^xsd:string,
        "PMID:20112336"^^xsd:string,
        "PMID:21548140"^^xsd:string,
        "PMID:21602812"^^xsd:string,
        "Reaxys:1633445"^^xsd:string,
        "Wikipedia:1,4-Butanediol"^^xsd:string ;
    rdfs:label "butane-1,4-diol"^^xsd:string ;
    definition: "A butanediol that is butane in which one hydrogen of each of the methyl groups is substituted by a hydroxy group. A colourless, water-miscible, viscous liquid at room temperature (m.p. 16degreeC) with a high boiling point (230degreeC), it is mainly used for the production of other organic chemicals, particularly the solvent oxolane (also known as tetrahydrofuran or THF)."^^xsd:string ;
    rdfs:subClassOf CHEBI:13643,
        CHEBI:52684,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48356 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50266 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50910 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C4H10O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C4H10O2/c5-3-1-2-4-6/h5-6H,1-4H2"^^xsd:string ;
    chebi:inchikey "WERYXYBDKMZEQL-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "90.12100"^^xsd:string ;
    chebi:monoisotopicmass "90.06808"^^xsd:string ;
    chebi:smiles "OCCCCO"^^xsd:string ;
    oboInOwl:hasExactSynonym "butane-1,4-diol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1,4-BD"^^xsd:string,
        "1,4-BUTANEDIOL"^^xsd:string,
        "1,4-butylene glycol"^^xsd:string,
        "1,4-dihydroxybutane"^^xsd:string,
        "1,4-tetramethylene glycol"^^xsd:string,
        "HO(CH2)4OH"^^xsd:string,
        "HOCH2CH2CH2CH2OH"^^xsd:string,
        "tetramethylene 1,4-diol"^^xsd:string,
        "tetramethylene glycol"^^xsd:string ;
    oboInOwl:id "CHEBI:41189"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:41237 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:2049280"^^xsd:string,
        "CAS:120-51-4"^^xsd:string,
        "Drug_Central:335"^^xsd:string,
        "DrugBank:DB00676"^^xsd:string,
        "Gmelin:261816"^^xsd:string,
        "HMDB:HMDB0014814"^^xsd:string,
        "KEGG:D01138"^^xsd:string,
        "MetaCyc:CPD-6443"^^xsd:string,
        "PDBeChem:BZM"^^xsd:string,
        "PMID:18247142"^^xsd:string,
        "PMID:19681271"^^xsd:string,
        "PMID:24146308"^^xsd:string,
        "PMID:24520907"^^xsd:string,
        "PMID:24761672"^^xsd:string,
        "PPDB:1473"^^xsd:string,
        "Reaxys:2049280"^^xsd:string,
        "VSDB:1473"^^xsd:string,
        "Wikipedia:Benzyl_Benzoate"^^xsd:string ;
    rdfs:label "benzyl benzoate"^^xsd:string ;
    definition: "A benzoate ester obtained by the formal condensation of benzoic acid with benzyl alcohol. It has been isolated from the plant species of the genus Polyalthia."^^xsd:string ;
    rdfs:subClassOf CHEBI:36054,
        CHEBI:90628,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:30746 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:73333 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C14H12O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C14H12O2/c15-14(13-9-5-2-6-10-13)16-11-12-7-3-1-4-8-12/h1-10H,11H2"^^xsd:string ;
    chebi:inchikey "SESFRYSPDFLNCH-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "212.24388"^^xsd:string ;
    chebi:monoisotopicmass "212.08373"^^xsd:string ;
    chebi:smiles "O=C(OCc1ccccc1)c1ccccc1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:31267"^^xsd:string,
        "CHEBI:41230"^^xsd:string ;
    oboInOwl:hasExactSynonym "benzyl benzoate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Benylate"^^xsd:string,
        "BENZOIC ACID PHENYLMETHYLESTER"^^xsd:string,
        "benzoic acid, benzyl ester"^^xsd:string,
        "benzoic acid, phenylmethyl ester"^^xsd:string,
        "phenylmethyl benzoate"^^xsd:string ;
    oboInOwl:id "CHEBI:41237"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:41275 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:109682"^^xsd:string,
        "CAS:51-17-2"^^xsd:string,
        "DrugBank:DB02962"^^xsd:string,
        "Gmelin:3106"^^xsd:string,
        "KEGG:C02009"^^xsd:string,
        "MetaCyc:BENZIMIDAZOLE"^^xsd:string,
        "PDBeChem:BZI"^^xsd:string,
        "PMID:8070089"^^xsd:string,
        "PMID:24152176"^^xsd:string,
        "Reaxys:109682"^^xsd:string,
        "Wikipedia:Benzimidazole"^^xsd:string ;
    rdfs:label "1H-benzimidazole"^^xsd:string ;
    definition: "The 1H-tautomer of benzimidazole."^^xsd:string ;
    rdfs:subClassOf CHEBI:36622,
        CHEBI:38180,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:33173 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:36623 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:36639 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:36641 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C7H6N2"^^xsd:string ;
    chebi:inchi "InChI=1S/C7H6N2/c1-2-4-7-6(3-1)8-5-9-7/h1-5H,(H,8,9)"^^xsd:string ;
    chebi:inchikey "HYZJCKYKOHLVJF-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "118.13602"^^xsd:string ;
    chebi:monoisotopicmass "118.05310"^^xsd:string ;
    chebi:smiles "c1ccc2[nH]cnc2c1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:3028"^^xsd:string,
        "CHEBI:41272"^^xsd:string ;
    oboInOwl:hasExactSynonym "1H-benzimidazole"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1,3-benzodiazole"^^xsd:string,
        "1,3-diazaindene"^^xsd:string,
        "azindole"^^xsd:string,
        "BENZIMIDAZOLE"^^xsd:string,
        "Benzimidazole"^^xsd:string,
        "benzimidazole"^^xsd:string,
        "benzoglyoxaline"^^xsd:string,
        "Hbim"^^xsd:string,
        "Hbzim"^^xsd:string,
        "o-benzimidazole"^^xsd:string ;
    oboInOwl:id "CHEBI:41275"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:41308 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1238185"^^xsd:string,
        "CAS:119-61-9"^^xsd:string,
        "Chemspider:2991"^^xsd:string,
        "DrugBank:DB01878"^^xsd:string,
        "Gmelin:4256"^^xsd:string,
        "HMDB:HMDB0032049"^^xsd:string,
        "KEGG:C06354"^^xsd:string,
        "PDBeChem:BZQ"^^xsd:string,
        "PMID:10728861"^^xsd:string,
        "PMID:10864504"^^xsd:string,
        "PMID:10877357"^^xsd:string,
        "PMID:14673848"^^xsd:string,
        "PMID:15373829"^^xsd:string,
        "PMID:15672204"^^xsd:string,
        "PMID:16212356"^^xsd:string,
        "PMID:16820853"^^xsd:string,
        "PMID:16853025"^^xsd:string,
        "PMID:16999485"^^xsd:string,
        "PMID:17439666"^^xsd:string,
        "PMID:17955805"^^xsd:string,
        "PMID:19388040"^^xsd:string,
        "PMID:19655709"^^xsd:string,
        "PMID:19939518"^^xsd:string,
        "PMID:20534002"^^xsd:string,
        "PMID:21238557"^^xsd:string,
        "PMID:21277784"^^xsd:string,
        "PMID:21919502"^^xsd:string,
        "PMID:23963450"^^xsd:string,
        "PMID:24226914"^^xsd:string,
        "PMID:25788150"^^xsd:string,
        "PMID:26254646"^^xsd:string,
        "PMID:26282042"^^xsd:string,
        "PMID:30720459"^^xsd:string,
        "PMID:32736220"^^xsd:string,
        "PMID:33682414"^^xsd:string,
        "Reaxys:1238185"^^xsd:string,
        "Wikipedia:Benzophenone"^^xsd:string ;
    rdfs:label "benzophenone"^^xsd:string ;
    definition: "The simplest member of the class of benzophenones, being formaldehyde in which both hydrogens are replaced by phenyl groups."^^xsd:string ;
    rdfs:subClassOf CHEBI:22726,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:47868 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C13H10O"^^xsd:string ;
    chebi:inchi "InChI=1S/C13H10O/c14-13(11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1-10H"^^xsd:string ;
    chebi:inchikey "RWCCWEUUXYIKHB-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "182.222"^^xsd:string ;
    chebi:monoisotopicmass "182.07316"^^xsd:string ;
    chebi:smiles "O=C(C1=CC=CC=C1)C1=CC=CC=C1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:3034"^^xsd:string,
        "CHEBI:41306"^^xsd:string ;
    oboInOwl:hasExactSynonym "Benzophenone"^^xsd:string,
        "benzophenone"^^xsd:string,
        "diphenylmethanone"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "alpha-oxodiphenylmethane"^^xsd:string,
        "alpha-oxoditane"^^xsd:string,
        "benzoylbenzene"^^xsd:string,
        "Diphenyl ketone"^^xsd:string,
        "DIPHENYLMETHANONE"^^xsd:string,
        "Ph2CO"^^xsd:string ;
    oboInOwl:id "CHEBI:41308"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:41361 a owl:Class ;
    owl:deprecated true ;
    replacedBy: CHEBI:16827 ;
    obsReason: termsMerged: .

CHEBI:41402 a owl:Class ;
    oboInOwl:hasDbXref "PDBeChem:ACY"^^xsd:string ;
    rdfs:label "carboxymethyl group"^^xsd:string ;
    rdfs:subClassOf CHEBI:50325,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_substituent_group_from ;
            owl:someValuesFrom CHEBI:15366 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C2H3O2"^^xsd:string ;
    chebi:mass "59.04402"^^xsd:string ;
    chebi:monoisotopicmass "59.01330"^^xsd:string ;
    chebi:smiles "O=C(C*)O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:23029"^^xsd:string,
        "CHEBI:41396"^^xsd:string ;
    oboInOwl:hasExactSynonym "carboxymethyl"^^xsd:string,
        "CARBOXYMETHYL GROUP"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "-CH2-COOH"^^xsd:string,
        "aspartic acid side-chain"^^xsd:string ;
    oboInOwl:id "CHEBI:41402"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:41423 a owl:Class ;
    oboInOwl:hasDbXref "CAS:169590-42-5"^^xsd:string,
        "CAS:184007-95-2"^^xsd:string,
        "Chemspider:2562"^^xsd:string,
        "Drug_Central:568"^^xsd:string,
        "DrugBank:DB00482"^^xsd:string,
        "FooDB:FDB023586"^^xsd:string,
        "HMDB:HMDB0005014"^^xsd:string,
        "KEGG:C07589"^^xsd:string,
        "KEGG:D00567"^^xsd:string,
        "LINCS:LSM-2032"^^xsd:string,
        "PDBeChem:CEL"^^xsd:string,
        "PMID:14736236"^^xsd:string,
        "PMID:16580269"^^xsd:string,
        "PMID:17983259"^^xsd:string,
        "PMID:18405470"^^xsd:string,
        "PMID:19137124"^^xsd:string,
        "PMID:19203891"^^xsd:string,
        "PMID:19955429"^^xsd:string,
        "PMID:20709553"^^xsd:string,
        "PMID:21348927"^^xsd:string,
        "PMID:21955617"^^xsd:string,
        "PMID:22141388"^^xsd:string,
        "PMID:22419293"^^xsd:string,
        "PMID:22971036"^^xsd:string,
        "PMID:23296687"^^xsd:string,
        "PMID:23506230"^^xsd:string,
        "PMID:27756840"^^xsd:string,
        "PMID:28166217"^^xsd:string,
        "Reaxys:8280770"^^xsd:string,
        "Wikipedia:Celecoxib"^^xsd:string ;
    rdfs:label "celecoxib"^^xsd:string ;
    definition: "A member of the class of pyrazoles that is 1H-pyrazole which is substituted at positions 1, 3 and 5 by 4-sulfamoylphenyl, trifluoromethyl and p-tolyl groups, respectively. A cyclooxygenase-2 inhibitor, it is used in the treatment of arthritis."^^xsd:string ;
    rdfs:subClassOf CHEBI:26410,
        CHEBI:27024,
        CHEBI:35358,
        CHEBI:37143,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35475 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35481 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50629 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:176497 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C17H14F3N3O2S"^^xsd:string ;
    chebi:inchi "InChI=1S/C17H14F3N3O2S/c1-11-2-4-12(5-3-11)15-10-16(17(18,19)20)22-23(15)13-6-8-14(9-7-13)26(21,24)25/h2-10H,1H3,(H2,21,24,25)"^^xsd:string ;
    chebi:inchikey "RZEKVGVHFLEQIL-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "381.370"^^xsd:string ;
    chebi:monoisotopicmass "381.07588"^^xsd:string ;
    chebi:smiles "CC1=CC=C(C=C1)C1=CC(=NN1C1=CC=C(C=C1)S(N)(=O)=O)C(F)(F)F"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:3520"^^xsd:string,
        "CHEBI:41418"^^xsd:string ;
    oboInOwl:hasExactSynonym "4-[5-(4-methylphenyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl]benzenesulfonamide"^^xsd:string,
        "Celecoxib"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Celebrex"^^xsd:string,
        "celecoxib"^^xsd:string,
        "celecoxibum"^^xsd:string,
        "p-(5-p-Tolyl-3-(trifluoromethyl)pyrazol-1-yl)benzenesulfonamide"^^xsd:string ;
    oboInOwl:id "CHEBI:41423"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:41472 a owl:Class ;
    owl:deprecated true ;
    replacedBy: CHEBI:27732 ;
    obsReason: termsMerged: .

CHEBI:41550 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1731035"^^xsd:string,
        "CAS:75-46-7"^^xsd:string,
        "Gmelin:1543"^^xsd:string,
        "PDBeChem:CFT"^^xsd:string,
        "UM-BBD_compID:c0802"^^xsd:string ;
    rdfs:label "fluoroform"^^xsd:string ;
    rdfs:subClassOf CHEBI:39281,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78433 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "CHF3"^^xsd:string ;
    chebi:inchi "InChI=1S/CHF3/c2-1(3)4/h1H"^^xsd:string ;
    chebi:inchikey "XPDWGBQVDMORPB-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "70.01385"^^xsd:string ;
    chebi:monoisotopicmass "70.00303"^^xsd:string ;
    chebi:smiles "[H]C(F)(F)F"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:24073"^^xsd:string,
        "CHEBI:41543"^^xsd:string ;
    oboInOwl:hasExactSynonym "fluoroform"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "carbon trifluoride"^^xsd:string,
        "CHF3"^^xsd:string,
        "Freon 23"^^xsd:string,
        "Freon F-23"^^xsd:string,
        "methyl trifluoride"^^xsd:string,
        "TRIFLUOROMETHANE"^^xsd:string ;
    oboInOwl:id "CHEBI:41550"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:41588 a owl:Class ;
    owl:deprecated true ;
    replacedBy: CHEBI:17489 ;
    obsReason: termsMerged: .

CHEBI:41609 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:3600898"^^xsd:string,
        "CAS:3812-32-6"^^xsd:string,
        "Gmelin:1559"^^xsd:string,
        "PDBeChem:CO3"^^xsd:string ;
    rdfs:label "carbonate"^^xsd:string ;
    rdfs:subClassOf CHEBI:35604,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:17544 ] ;
    chebi:charge "-2"^^xsd:string ;
    chebi:formula "CO3"^^xsd:string ;
    chebi:inchi "InChI=1S/CH2O3/c2-1(3)4/h(H2,2,3,4)/p-2"^^xsd:string ;
    chebi:inchikey "BVKZGUZCCUSVTD-UHFFFAOYSA-L"^^xsd:string ;
    chebi:mass "60.00890"^^xsd:string ;
    chebi:monoisotopicmass "59.98584"^^xsd:string ;
    chebi:smiles "[O-]C([O-])=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:29201"^^xsd:string,
        "CHEBI:41605"^^xsd:string ;
    oboInOwl:hasExactSynonym "carbonate"^^xsd:string,
        "trioxidocarbonate(2-)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "[CO3](2-)"^^xsd:string,
        "CARBONATE ION"^^xsd:string,
        "CO3(2-)"^^xsd:string,
        "Karbonat"^^xsd:string ;
    oboInOwl:id "CHEBI:41609"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:41642 a owl:Class ;
    owl:deprecated true ;
    replacedBy: CHEBI:27958 ;
    obsReason: termsMerged: .

CHEBI:41774 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:2062020"^^xsd:string,
        "CAS:10540-29-1"^^xsd:string,
        "Drug_Central:2561"^^xsd:string,
        "DrugBank:DB00675"^^xsd:string,
        "HMDB:HMDB0014813"^^xsd:string,
        "KEGG:C07108"^^xsd:string,
        "KEGG:D08559"^^xsd:string,
        "Patent:BE637389"^^xsd:string,
        "Patent:BE678807"^^xsd:string,
        "Patent:US4536516"^^xsd:string,
        "PMID:7688593"^^xsd:string,
        "PMID:14681337"^^xsd:string,
        "PMID:14709804"^^xsd:string,
        "PMID:18348622"^^xsd:string,
        "Wikipedia:Tamoxifen"^^xsd:string ;
    rdfs:label "tamoxifen"^^xsd:string ;
    rdfs:subClassOf CHEBI:26776,
        CHEBI:50996,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:26775 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35610 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37700 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48422 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50646 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50739 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50792 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50837 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:62872 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C26H29NO"^^xsd:string ;
    chebi:inchi "InChI=1S/C26H29NO/c1-4-25(21-11-7-5-8-12-21)26(22-13-9-6-10-14-22)23-15-17-24(18-16-23)28-20-19-27(2)3/h5-18H,4,19-20H2,1-3H3/b26-25-"^^xsd:string ;
    chebi:inchikey "NKANXQFJJICGDU-QPLCGJKRSA-N"^^xsd:string ;
    chebi:mass "371.51460"^^xsd:string ;
    chebi:monoisotopicmass "371.22491"^^xsd:string ;
    chebi:smiles "CC\\C(c1ccccc1)=C(/c1ccccc1)c1ccc(OCCN(C)C)cc1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:9396"^^xsd:string,
        "CHEBI:41767"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-{4-[(1Z)-1,2-diphenylbut-1-en-1-yl]phenoxy}-N,N-dimethylethanamine"^^xsd:string,
        "Tamoxifen"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-p-beta-Dimethylaminoethoxyphenyl-trans-1,2-diphenylbut-1-ene"^^xsd:string,
        "1-para-beta-Dimethylaminoethoxyphenyl-trans-1,2-diphenylbut-1-ene"^^xsd:string,
        "(Z)-2-(4-(1,2-Diphenyl-1-butenyl)phenoxy)-N,N-dimethylethanamine"^^xsd:string,
        "(Z)-2-(para-(1,2-Diphenyl-1-butenyl)phenoxy)-N,N-dimethylamine"^^xsd:string,
        "Apo-Tamox"^^xsd:string,
        "Crisafeno"^^xsd:string,
        "Diemon"^^xsd:string,
        "tamoxifen"^^xsd:string,
        "tamoxifene"^^xsd:string,
        "tamoxifeno"^^xsd:string,
        "tamoxifenum"^^xsd:string,
        "trans-Tamoxifen"^^xsd:string ;
    oboInOwl:id "CHEBI:41774"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:41808 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1696981"^^xsd:string,
        "CAS:124-18-5"^^xsd:string,
        "DrugBank:DB02826"^^xsd:string,
        "Gmelin:67816"^^xsd:string,
        "HMDB:HMDB0031450"^^xsd:string,
        "LIPID_MAPS_instance:LMFA11000568"^^xsd:string,
        "MetaCyc:CPD-9287"^^xsd:string,
        "PDBeChem:D10"^^xsd:string,
        "PMID:11762597"^^xsd:string,
        "Reaxys:1696981"^^xsd:string,
        "Wikipedia:Decane"^^xsd:string ;
    rdfs:label "decane"^^xsd:string ;
    definition: "A straight-chain alkane with 10 carbon atoms."^^xsd:string ;
    rdfs:subClassOf CHEBI:18310 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C10H22"^^xsd:string ;
    chebi:inchi "InChI=1S/C10H22/c1-3-5-7-9-10-8-6-4-2/h3-10H2,1-2H3"^^xsd:string ;
    chebi:inchikey "DIOQZVSQGTUSAI-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "142.28168"^^xsd:string ;
    chebi:monoisotopicmass "142.17215"^^xsd:string ;
    chebi:smiles "CCCCCCCCCC"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:32894"^^xsd:string,
        "CHEBI:41801"^^xsd:string ;
    oboInOwl:hasExactSynonym "DECANE"^^xsd:string,
        "decane"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "CH3-[CH2]8-CH3"^^xsd:string,
        "Dekan"^^xsd:string,
        "n-decane"^^xsd:string,
        "n-Dekan"^^xsd:string ;
    oboInOwl:id "CHEBI:41808"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:41879 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:2066652"^^xsd:string,
        "CAS:50-02-2"^^xsd:string,
        "Drug_Central:824"^^xsd:string,
        "DrugBank:DB01234"^^xsd:string,
        "FooDB:FDB001355"^^xsd:string,
        "HMDB:HMDB0015364"^^xsd:string,
        "KEGG:C15643"^^xsd:string,
        "KEGG:D00292"^^xsd:string,
        "MetaCyc:CPD-10549"^^xsd:string,
        "Patent:DE1113690"^^xsd:string,
        "Patent:GB869511"^^xsd:string,
        "Patent:US3007923"^^xsd:string,
        "PMID:11508649"^^xsd:string,
        "PMID:12151000"^^xsd:string,
        "PMID:12686538"^^xsd:string,
        "PMID:18272184"^^xsd:string,
        "PMID:18524938"^^xsd:string,
        "PMID:19779450"^^xsd:string,
        "PMID:20850457"^^xsd:string,
        "PMID:26602186"^^xsd:string,
        "PMID:29958267"^^xsd:string,
        "PMID:31391291"^^xsd:string,
        "PMID:32195984"^^xsd:string,
        "PMID:32280693"^^xsd:string,
        "PMID:32496907"^^xsd:string,
        "PMID:32551464"^^xsd:string,
        "PMID:32570995"^^xsd:string,
        "Reaxys:2066652"^^xsd:string,
        "VSDB:1769"^^xsd:string,
        "Wikipedia:Dexamethasone"^^xsd:string ;
    rdfs:label "dexamethasone"^^xsd:string ;
    definition: "A fluorinated steroid that is 9-fluoropregna-1,4-diene substituted by hydroxy groups at positions 11, 17 and 21, a methyl group at position 16 and oxo groups at positions 3 and 20. It is a synthetic member of the class of  glucocorticoids."^^xsd:string ;
    rdfs:subClassOf CHEBI:24261,
        CHEBI:35342,
        CHEBI:35344,
        CHEBI:35346,
        CHEBI:36885,
        CHEBI:50830,
        CHEBI:77166,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:8386 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35472 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35610 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35703 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35705 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37962 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50919 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78298 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C22H29FO5"^^xsd:string ;
    chebi:inchi "InChI=1S/C22H29FO5/c1-12-8-16-15-5-4-13-9-14(25)6-7-19(13,2)21(15,23)17(26)10-20(16,3)22(12,28)18(27)11-24/h6-7,9,12,15-17,24,26,28H,4-5,8,10-11H2,1-3H3/t12-,15+,16+,17+,19+,20+,21+,22+/m1/s1"^^xsd:string ;
    chebi:inchikey "UREBDLICKHMUKA-CXSFZGCWSA-N"^^xsd:string ;
    chebi:mass "392.467"^^xsd:string ;
    chebi:monoisotopicmass "392.19990"^^xsd:string ;
    chebi:smiles "C1=CC(C=C2[C@]1([C@@]3([C@@](CC2)([C@]4([C@](C[C@@H]3O)([C@]([C@@H](C4)C)(C(CO)=O)O)C)[H])[H])F)C)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:4461"^^xsd:string,
        "CHEBI:41873"^^xsd:string ;
    oboInOwl:hasExactSynonym "9-fluoro-11beta,17,21-trihydroxy-16alpha-methylpregna-1,4-diene-3,20-dione"^^xsd:string,
        "Dexamethasone"^^xsd:string,
        "dexamethasone"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-dehydro-16alpha-methyl-9alpha-fluorohydrocortisone"^^xsd:string,
        "9alpha-fluoro-16alpha-methylprednisolone"^^xsd:string,
        "16alpha-methyl-9alpha-fluoro-1-dehydrocortisol"^^xsd:string,
        "(11beta,16alpha)-9-fluoro-11,17,21-trihydroxy-16-methylpregna-1,4-diene-3,20-dione"^^xsd:string,
        "Aeroseb-Dex"^^xsd:string,
        "Auxiron"^^xsd:string,
        "Azium"^^xsd:string,
        "Calonat"^^xsd:string,
        "Corson"^^xsd:string,
        "Cortisumman"^^xsd:string,
        "Decacort"^^xsd:string,
        "Decadron"^^xsd:string,
        "Decaject"^^xsd:string,
        "Decalix"^^xsd:string,
        "Decameth"^^xsd:string,
        "Dexacortal"^^xsd:string,
        "Dexacortin"^^xsd:string,
        "dexametasona"^^xsd:string,
        "dexamethasone"^^xsd:string,
        "dexamethasonum"^^xsd:string,
        "Dexason"^^xsd:string,
        "Dexasone"^^xsd:string,
        "DexPak"^^xsd:string,
        "Diodex"^^xsd:string,
        "fluormethylprednisolone"^^xsd:string,
        "Hexadrol"^^xsd:string,
        "Maxidex"^^xsd:string,
        "Millicorten"^^xsd:string,
        "Oradexon"^^xsd:string,
        "Ozurdex"^^xsd:string,
        "Solurex"^^xsd:string,
        "Zema-Pak"^^xsd:string ;
    oboInOwl:id "CHEBI:41879"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:41922 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:2056095"^^xsd:string,
        "CAS:56-53-1"^^xsd:string,
        "Drug_Central:875"^^xsd:string,
        "DrugBank:DB00255"^^xsd:string,
        "FooDB:FDB007498"^^xsd:string,
        "HMDB:HMDB0014400"^^xsd:string,
        "KEGG:C07620"^^xsd:string,
        "KEGG:D00577"^^xsd:string,
        "PDBeChem:DES"^^xsd:string,
        "PMID:8832405"^^xsd:string,
        "PMID:9202463"^^xsd:string,
        "PMID:12877905"^^xsd:string,
        "PMID:15322263"^^xsd:string,
        "PMID:16665969"^^xsd:string,
        "PMID:19303142"^^xsd:string,
        "PMID:21795073"^^xsd:string,
        "PMID:21852823"^^xsd:string,
        "PMID:24247716"^^xsd:string,
        "PMID:25934356"^^xsd:string,
        "PMID:28461243"^^xsd:string,
        "PMID:29344720"^^xsd:string,
        "PMID:29609831"^^xsd:string,
        "PMID:29658110"^^xsd:string,
        "PMID:30049842"^^xsd:string,
        "PMID:30153466"^^xsd:string,
        "PMID:30594671"^^xsd:string,
        "PMID:30685453"^^xsd:string,
        "PMID:30758926"^^xsd:string,
        "PMID:30866048"^^xsd:string,
        "PMID:31119342"^^xsd:string,
        "PMID:31119346"^^xsd:string,
        "PMID:31247589"^^xsd:string,
        "PMID:31259848"^^xsd:string,
        "PMID:31280197"^^xsd:string,
        "PMID:31283846"^^xsd:string,
        "PMID:31300300"^^xsd:string,
        "Wikipedia:Diethylstilbestrol"^^xsd:string ;
    rdfs:label "diethylstilbestrol"^^xsd:string ;
    definition: "An olefinic compound that is trans-hex-3-ene in which the hydrogens at positions 3 and 4 have been replaced by p-hydroxyphenyl groups."^^xsd:string ;
    rdfs:subClassOf CHEBI:26195,
        CHEBI:78840,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35610 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35718 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38215 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:49200 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50903 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76988 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:137626 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:138880 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C18H20O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C18H20O2/c1-3-17(13-5-9-15(19)10-6-13)18(4-2)14-7-11-16(20)12-8-14/h5-12,19-20H,3-4H2,1-2H3/b18-17+"^^xsd:string ;
    chebi:inchikey "RGLYKWWBQGJZGM-ISLYRVAYSA-N"^^xsd:string ;
    chebi:mass "268.35020"^^xsd:string ;
    chebi:monoisotopicmass "268.14633"^^xsd:string ;
    chebi:smiles "CC\\C(c1ccc(O)cc1)=C(\\CC)c1ccc(O)cc1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:4531"^^xsd:string,
        "CHEBI:41920"^^xsd:string ;
    oboInOwl:hasExactSynonym "4,4'-(3E)-hex-3-ene-3,4-diyldiphenol"^^xsd:string,
        "Diethylstilbestrol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "4,4'-dihydroxy-alpha,beta-diethylstilbene"^^xsd:string,
        "(E)-3,4-bis(4-hydroxyphenyl)-3-hexene"^^xsd:string,
        "(E)-4,4'-(1,2-diethyl-1,2-ethenediyl)bisphenol"^^xsd:string,
        "alpha,alpha'-diethyl-(E)-4,4'-stilbenediol"^^xsd:string,
        "DES"^^xsd:string,
        "diethylstilbestrol"^^xsd:string,
        "diethylstilbestrolum"^^xsd:string,
        "dietilestilbestrol"^^xsd:string,
        "Distilbene"^^xsd:string,
        "trans-4,4'-(1,2-diethyl-1,2-ethenediyl)bisphenol"^^xsd:string,
        "trans-Diethylstilbesterol"^^xsd:string,
        "trans-Diethylstilbestrol"^^xsd:string,
        "trans-Diethylstilboesterol"^^xsd:string ;
    oboInOwl:id "CHEBI:41922"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:41934 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1774794"^^xsd:string,
        "CAS:156-74-1"^^xsd:string,
        "Drug_Central:789"^^xsd:string,
        "DrugBank:DB01245"^^xsd:string,
        "HMDB:HMDB0015375"^^xsd:string,
        "KEGG:C11733"^^xsd:string,
        "LINCS:LSM-6606"^^xsd:string,
        "PDBeChem:DME"^^xsd:string,
        "PMID:6196640"^^xsd:string,
        "PMID:7678947"^^xsd:string,
        "PMID:23398375"^^xsd:string,
        "Reaxys:1774794"^^xsd:string,
        "Wikipedia:Decamethonium"^^xsd:string ;
    rdfs:label "decamethonium"^^xsd:string ;
    definition: "A quaternary ammonium ion that is a depolarising muscle relaxant whose structure comprises a decane-1,10-diamine core in which each amino group carries three methyl substituents."^^xsd:string ;
    rdfs:subClassOf CHEBI:35267,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:41808 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:47958 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:51371 ] ;
    chebi:charge "+2"^^xsd:string ;
    chebi:formula "C16H38N2"^^xsd:string ;
    chebi:inchi "InChI=1S/C16H38N2/c1-17(2,3)15-13-11-9-7-8-10-12-14-16-18(4,5)6/h7-16H2,1-6H3/q+2"^^xsd:string ;
    chebi:inchikey "MTCUAOILFDZKCO-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "258.48520"^^xsd:string ;
    chebi:monoisotopicmass "258.30240"^^xsd:string ;
    chebi:smiles "C[N+](C)(C)CCCCCCCCCC[N+](C)(C)C"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:4346"^^xsd:string,
        "CHEBI:41930"^^xsd:string ;
    oboInOwl:hasExactSynonym "Decamethonium"^^xsd:string,
        "N,N,N,N',N',N'-hexamethyldecane-1,10-diaminium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "DECAMETHONIUM ION"^^xsd:string,
        "decamethylenebis(trimethylammonium)"^^xsd:string,
        "N,N,N,N',N',N'-hexamethyl-1,10-decanediaminium"^^xsd:string ;
    oboInOwl:id "CHEBI:41934"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:41977 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1445583"^^xsd:string,
        "CAS:20830-81-3"^^xsd:string,
        "Drug_Central:786"^^xsd:string,
        "DrugBank:DB00694"^^xsd:string,
        "KEGG:C01907"^^xsd:string,
        "KEGG:D07776"^^xsd:string,
        "LINCS:LSM-2962"^^xsd:string,
        "LIPID_MAPS_instance:LMPK13050002"^^xsd:string,
        "PDBeChem:DM1"^^xsd:string,
        "PMID:10820108"^^xsd:string,
        "PMID:23414337"^^xsd:string,
        "PMID:23900905"^^xsd:string,
        "PMID:24396448"^^xsd:string,
        "Reaxys:1445583"^^xsd:string,
        "Wikipedia:Daunorubicin"^^xsd:string ;
    rdfs:label "daunorubicin"^^xsd:string ;
    definition: "A natural product found in Actinomadura roseola."^^xsd:string ;
    rdfs:subClassOf CHEBI:22507,
        CHEBI:25830,
        CHEBI:48120,
        CHEBI:51286,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:32600 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:64677 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35610 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76969 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C27H29NO10"^^xsd:string ;
    chebi:inchi "InChI=1S/C27H29NO10/c1-10-22(30)14(28)7-17(37-10)38-16-9-27(35,11(2)29)8-13-19(16)26(34)21-20(24(13)32)23(31)12-5-4-6-15(36-3)18(12)25(21)33/h4-6,10,14,16-17,22,30,32,34-35H,7-9,28H2,1-3H3/t10-,14-,16-,17-,22+,27-/m0/s1"^^xsd:string ;
    chebi:inchikey "STQGQHZAVUOBTE-VGBVRHCVSA-N"^^xsd:string ;
    chebi:mass "527.51990"^^xsd:string ;
    chebi:monoisotopicmass "527.17915"^^xsd:string ;
    chebi:smiles "COc1cccc2C(=O)c3c(O)c4C[C@](O)(C[C@H](O[C@H]5C[C@H](N)[C@H](O)[C@H](C)O5)c4c(O)c3C(=O)c12)C(C)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:4330"^^xsd:string,
        "CHEBI:23560"^^xsd:string,
        "CHEBI:41970"^^xsd:string,
        "CHEBI:65723"^^xsd:string ;
    oboInOwl:hasExactSynonym "(1S,3S)-3-acetyl-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-1-yl 3-amino-2,3,6-trideoxy-alpha-L-lyxo-hexopyranoside"^^xsd:string,
        "Daunorubicin"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(8S-cis)-8-acetyl-10-((3-amino-2,3,6-trideoxy-alpha-L-lyxo-hexopyrannosyl)oxy)-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-methoxy-5,12-napthacenedione"^^xsd:string,
        "(+)-daunomycin"^^xsd:string,
        "acetyladriamycin"^^xsd:string,
        "DAUNOMYCIN"^^xsd:string,
        "Daunomycin"^^xsd:string,
        "daunorubicin"^^xsd:string,
        "daunorubicinum"^^xsd:string,
        "leukaemomycin C"^^xsd:string ;
    oboInOwl:id "CHEBI:41977"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:42068 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:3641270"^^xsd:string,
        "CAS:58957-92-9"^^xsd:string,
        "Drug_Central:1414"^^xsd:string,
        "DrugBank:DB01177"^^xsd:string,
        "LINCS:LSM-5769"^^xsd:string,
        "Wikipedia:Idarubicin"^^xsd:string ;
    rdfs:label "idarubicin"^^xsd:string ;
    rdfs:subClassOf CHEBI:35315,
        CHEBI:49322,
        CHEBI:63367,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:32600 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C26H27NO9"^^xsd:string ;
    chebi:inchi "InChI=1S/C26H27NO9/c1-10-21(29)15(27)7-17(35-10)36-16-9-26(34,11(2)28)8-14-18(16)25(33)20-19(24(14)32)22(30)12-5-3-4-6-13(12)23(20)31/h3-6,10,15-17,21,29,32-34H,7-9,27H2,1-2H3/t10-,15-,16-,17-,21+,26-/m0/s1"^^xsd:string ;
    chebi:inchikey "XDXDZDZNSLXDNA-TZNDIEGXSA-N"^^xsd:string ;
    chebi:mass "497.49392"^^xsd:string ;
    chebi:monoisotopicmass "497.16858"^^xsd:string ;
    chebi:smiles "C[C@@H]1O[C@H](C[C@H](N)[C@@H]1O)O[C@H]1C[C@@](O)(Cc2c(O)c3C(=O)c4ccccc4C(=O)c3c(O)c12)C(C)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:35758"^^xsd:string,
        "CHEBI:42066"^^xsd:string ;
    oboInOwl:hasExactSynonym "(1S,3S)-3-acetyl-3,5,12-trihydroxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-1-yl 3-amino-2,3,6-trideoxy-alpha-L-lyxo-hexopyranoside"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "4-Demethoxydaunomycin"^^xsd:string,
        "4-Demethoxydaunorubicin"^^xsd:string,
        "5,12-Naphthacenedione, 9-acetyl-7-((3-amino-2,3,6-trideoxy-alpha-L-lyxo-hexopyranosyl)oxy)-7,8,9,10-tetrahydro-6,9,11-trihydroxy-, (7S-cis)-"^^xsd:string,
        "(1S,3S)-3-acetyl-3,5,12-trihydroxy-6,11-dioxo-1,2,3,4,6,11-hexahydronaphthacen-1-yl 3-amino-2,3,6-trideoxy-alpha-L-lyxo-hexopyranoside"^^xsd:string ;
    oboInOwl:id "CHEBI:42068"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:42121 a owl:Class ;
    oboInOwl:hasDbXref "COMe:MOL000167"^^xsd:string,
        "DrugBank:DB04517"^^xsd:string,
        "PDBeChem:DPM"^^xsd:string ;
    rdfs:label "dipyrromethane cofactor"^^xsd:string ;
    rdfs:subClassOf CHEBI:35742,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:36319 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:60342 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:26348 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C20H24N2O8"^^xsd:string ;
    chebi:inchi "InChI=1S/C20H24N2O8/c1-10-13(6-19(27)28)12(3-5-18(25)26)16(22-10)8-15-14(7-20(29)30)11(9-21-15)2-4-17(23)24/h9,21-22H,2-8H2,1H3,(H,23,24)(H,25,26)(H,27,28)(H,29,30)"^^xsd:string ;
    chebi:inchikey "LCAXMKQKEYTFDM-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "420.41324"^^xsd:string ;
    chebi:monoisotopicmass "420.15327"^^xsd:string ;
    chebi:smiles "Cc1[nH]c(Cc2[nH]cc(CCC(O)=O)c2CC(O)=O)c(CCC(O)=O)c1CC(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:30410"^^xsd:string,
        "CHEBI:42120"^^xsd:string ;
    oboInOwl:hasExactSynonym "3,8-bis(carboxymethyl)-9-methyl-5,10-dihydrodipyrrin-2,7-dipropionic acid"^^xsd:string,
        "3,8-bis(carboxymethyl)-9-methyldipyrromethane-2,7-dipropionic acid"^^xsd:string,
        "DIPYRROMETHANE COFACTOR"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3,8-bis(2-carboxyethyl)-2,7-bis(carboxymethyl)-1-methyldipyrromethane"^^xsd:string,
        "3-{2-[4-(2-CARBOXY-ETHYL)-3-CARBOXYMETHYL-5H-PYRROL-2-YLMETHYL]-4-CARBOXYMETHYL-5-METHYL-2H-PYRROL-3-YL}-PROPIONIC ACID"^^xsd:string ;
    oboInOwl:id "CHEBI:42121"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:42219 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:95448"^^xsd:string,
        "CAS:143-62-4"^^xsd:string,
        "LIPID_MAPS_instance:LMST01120001"^^xsd:string,
        "PDBeChem:DTX"^^xsd:string,
        "PMID:10438974"^^xsd:string,
        "Wikipedia:Digitoxigenin"^^xsd:string ;
    rdfs:label "digitoxigenin"^^xsd:string ;
    definition: "A 5beta-cardenolide that is 5beta-cardanolide with hydroxy substituents at the 3beta- and 14beta-positions and double bond unsaturation at C(20)-C(22)."^^xsd:string ;
    rdfs:subClassOf CHEBI:36836,
        CHEBI:36862,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:35542 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C23H34O4"^^xsd:string ;
    chebi:inchi "InChI=1S/C23H34O4/c1-21-8-5-16(24)12-15(21)3-4-19-18(21)6-9-22(2)17(7-10-23(19,22)26)14-11-20(25)27-13-14/h11,15-19,24,26H,3-10,12-13H2,1-2H3/t15-,16+,17-,18+,19-,21+,22-,23+/m1/s1"^^xsd:string ;
    chebi:inchikey "XZTUSOXSLKTKJQ-CESUGQOBSA-N"^^xsd:string ;
    chebi:mass "374.51366"^^xsd:string ;
    chebi:monoisotopicmass "374.24571"^^xsd:string ;
    chebi:smiles "[H][C@]12CC[C@]3([H])[C@]([H])(CC[C@]4(C)[C@]([H])(CC[C@]34O)C3=CC(=O)OC3)[C@@]1(C)CC[C@H](O)C2"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:38073"^^xsd:string,
        "CHEBI:42214"^^xsd:string ;
    oboInOwl:hasExactSynonym "3beta,14-dihydroxy-5beta-card-20(22)-enolide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Cerberigenin"^^xsd:string,
        "Echujetin"^^xsd:string,
        "Evonogenin"^^xsd:string,
        "Thevetigenin"^^xsd:string ;
    oboInOwl:id "CHEBI:42219"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:42334 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:883043"^^xsd:string,
        "CAS:7365-45-9"^^xsd:string,
        "PDBeChem:EPE"^^xsd:string,
        "PMID:22732654"^^xsd:string,
        "Reaxys:883043"^^xsd:string ;
    rdfs:label "2-[4-(2-hydroxyethyl)piperazin-1-yl]ethanesulfonic acid"^^xsd:string ;
    definition: "A HEPES that is ethanesulfonic acid in which one of the methyl hydrogens is replaced by a 4-(2-hydroxyethyl)piperazin-1-yl group. A Good's buffer substance, pKa = 7.55 at 20 degreeC."^^xsd:string ;
    rdfs:subClassOf CHEBI:46756,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:46757 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:46755 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C8H18N2O4S"^^xsd:string ;
    chebi:inchi "InChI=1S/C8H18N2O4S/c11-7-5-9-1-3-10(4-2-9)6-8-15(12,13)14/h11H,1-8H2,(H,12,13,14)"^^xsd:string ;
    chebi:inchikey "JKMHFZQWWAIEOD-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "238.300"^^xsd:string ;
    chebi:monoisotopicmass "238.09873"^^xsd:string ;
    chebi:smiles "C1N(CCS(=O)(=O)O)CCN(CCO)C1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:32949"^^xsd:string,
        "CHEBI:42332"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-[4-(2-hydroxyethyl)piperazin-1-yl]ethanesulfonic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "4-(2-HYDROXYETHYL)-1-PIPERAZINE ETHANESULFONIC ACID"^^xsd:string,
        "4-(2-Hydroxyethyl)-1-piperazineethane sulfonic acid"^^xsd:string,
        "Hepes"^^xsd:string ;
    oboInOwl:id "CHEBI:42334"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:42355 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:75000"^^xsd:string,
        "Beilstein:75279"^^xsd:string,
        "CAS:114-07-8"^^xsd:string,
        "CAS:1675-02-1"^^xsd:string,
        "Drug_Central:1048"^^xsd:string,
        "DrugBank:DB00199"^^xsd:string,
        "KEGG:C01912"^^xsd:string,
        "KEGG:D00140"^^xsd:string,
        "LINCS:LSM-3416"^^xsd:string,
        "LIPID_MAPS_instance:LMPK04000006"^^xsd:string,
        "MetaCyc:CPD-13804"^^xsd:string,
        "Patent:US2823203"^^xsd:string,
        "PDBeChem:ERY"^^xsd:string,
        "Reaxys:75279"^^xsd:string ;
    rdfs:label "erythromycin A"^^xsd:string ;
    definition: "An erythromycin that consists of erythronolide A having 2,6-dideoxy-3-C-methyl-3-O-methyl-alpha-L-ribo-hexopyranosyl and 3,4,6-trideoxy-3-(dimethylamino)-beta-D-xylo-hexopyranosyl residues attahced at positions 4 and 6 respectively."^^xsd:string ;
    rdfs:subClassOf CHEBI:3992,
        CHEBI:48923,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:48848 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:64268 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C37H67NO13"^^xsd:string ;
    chebi:inchi "InChI=1S/C37H67NO13/c1-14-25-37(10,45)30(41)20(4)27(39)18(2)16-35(8,44)32(51-34-28(40)24(38(11)12)15-19(3)47-34)21(5)29(22(6)33(43)49-25)50-26-17-36(9,46-13)31(42)23(7)48-26/h18-26,28-32,34,40-42,44-45H,14-17H2,1-13H3/t18-,19-,20+,21+,22-,23+,24+,25-,26+,28-,29+,30-,31+,32-,34+,35-,36-,37-/m1/s1"^^xsd:string ;
    chebi:inchikey "ULGZDMOVFRHVEP-RWJQBGPGSA-N"^^xsd:string ;
    chebi:mass "733.92680"^^xsd:string ;
    chebi:monoisotopicmass "733.46124"^^xsd:string ;
    chebi:smiles "CC[C@H]1OC(=O)[C@H](C)[C@@H](O[C@H]2C[C@@](C)(OC)[C@@H](O)[C@H](C)O2)[C@H](C)[C@@H](O[C@@H]2O[C@H](C)C[C@@H]([C@H]2O)N(C)C)[C@](C)(O)C[C@@H](C)C(=O)[C@H](C)[C@@H](O)[C@]1(C)O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:4841"^^xsd:string,
        "CHEBI:4843"^^xsd:string,
        "CHEBI:23950"^^xsd:string,
        "CHEBI:28672"^^xsd:string,
        "CHEBI:42352"^^xsd:string,
        "CHEBI:112506"^^xsd:string ;
    oboInOwl:hasExactSynonym "(3R,4S,5S,6R,7R,9R,11R,12R,13S,14R)-4-(2,6-dideoxy-3-C-methyl-3-O-methyl-alpha-L-ribo-hexopyranosyloxy)-14-ethyl-7,12,13-trihydroxy-6-[3,4,6-trideoxy-3-(dimethylamino)-beta-D-xylo-hexopyranosyloxy]-3,5,7,9,11,13-hexamethyloxacyclotetradecane-2,10-dione"^^xsd:string,
        "erythromycin"^^xsd:string,
        "ERYTHROMYCIN A"^^xsd:string,
        "Erythromycin A"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3''-O-demethylerythromycin"^^xsd:string,
        "(3R,4S,5S,6R,7R,9R,11R,12R,13S,14R)-6-{[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyltetrahydro-2H-pyran-2-yl]oxy}-14-ethyl-7,12,13-trihydroxy-4-{[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyltetrahydro-2H-pyran-2-yl]oxy}-3,5,7,9,11,13-hexamethyloxacyclotetradecane-2,10-dione"^^xsd:string,
        "Abomacetin"^^xsd:string,
        "eritromicina"^^xsd:string,
        "erthromycin"^^xsd:string,
        "ERYTHROMYCIN"^^xsd:string,
        "Erythromycin"^^xsd:string,
        "erythromycin"^^xsd:string,
        "Erythromycin C"^^xsd:string,
        "erythromycine"^^xsd:string,
        "erythromycinum"^^xsd:string ;
    oboInOwl:id "CHEBI:42355"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:42485 a owl:Class ;
    oboInOwl:hasDbXref "PDBeChem:FOR"^^xsd:string ;
    rdfs:label "formyl group"^^xsd:string ;
    rdfs:subClassOf CHEBI:27207,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_substituent_group_from ;
            owl:someValuesFrom CHEBI:30751 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "CHO"^^xsd:string ;
    chebi:mass "29.01804"^^xsd:string ;
    chebi:monoisotopicmass "29.00274"^^xsd:string ;
    chebi:smiles "[H]C(*)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:24089"^^xsd:string,
        "CHEBI:42480"^^xsd:string ;
    oboInOwl:hasExactSynonym "aldehyde group"^^xsd:string,
        "carbaldehyde"^^xsd:string,
        "formyl"^^xsd:string,
        "FORMYL GROUP"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "-CH(O)"^^xsd:string,
        "-CHO"^^xsd:string,
        "Fo"^^xsd:string,
        "H-CO-"^^xsd:string,
        "methanoyl"^^xsd:string ;
    oboInOwl:id "CHEBI:42485"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:42492 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:316067"^^xsd:string,
        "CAS:518-44-5"^^xsd:string,
        "DrugBank:DB07764"^^xsd:string,
        "PDBeChem:FLU"^^xsd:string ;
    rdfs:label "fluorescin"^^xsd:string ;
    rdfs:subClassOf CHEBI:38835 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C20H14O5"^^xsd:string ;
    chebi:inchi "InChI=1S/C20H14O5/c21-11-5-7-15-17(9-11)25-18-10-12(22)6-8-16(18)19(15)13-3-1-2-4-14(13)20(23)24/h1-10,19,21-22H,(H,23,24)"^^xsd:string ;
    chebi:inchikey "MURGITYSBWUQTI-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "334.32216"^^xsd:string ;
    chebi:monoisotopicmass "334.08412"^^xsd:string ;
    chebi:smiles "OC(=O)c1ccccc1C1c2ccc(O)cc2Oc2cc(O)ccc12"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:37916"^^xsd:string,
        "CHEBI:42488"^^xsd:string,
        "CHEBI:42524"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-(3,6-dihydroxy-9H-xanthen-9-yl)benzoic acid"^^xsd:string,
        "fluorescin"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-(3,6-dihydroxyxanthen-9-yl)benzoic acid"^^xsd:string ;
    oboInOwl:id "CHEBI:42492"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:42724 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:2432739"^^xsd:string,
        "CAS:156-34-3"^^xsd:string,
        "Drug_Central:1562"^^xsd:string,
        "Gmelin:1125855"^^xsd:string ;
    rdfs:label "(R)-amphetamine"^^xsd:string ;
    definition: "A 1-phenylpropan-2-amine that has R configuration."^^xsd:string ;
    rdfs:subClassOf CHEBI:132233,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:4469 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C9H13N"^^xsd:string ;
    chebi:inchi "InChI=1S/C9H13N/c1-8(10)7-9-5-3-2-4-6-9/h2-6,8H,7,10H2,1H3/t8-/m1/s1"^^xsd:string ;
    chebi:inchikey "KWTSXDURSIMDCE-MRVPVSSYSA-N"^^xsd:string ;
    chebi:mass "135.20626"^^xsd:string ;
    chebi:monoisotopicmass "135.10480"^^xsd:string ;
    chebi:smiles "C[C@@H](N)Cc1ccccc1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:35339"^^xsd:string,
        "CHEBI:42720"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2R)-1-phenylpropan-2-amine"^^xsd:string,
        "(R)-amphetamine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(-)-amphetamine"^^xsd:string,
        "(-)-phenylisopropylamine"^^xsd:string,
        "(R)-alpha-methylbenzeneethanamine"^^xsd:string,
        "(R)-alpha-methylphenethylamine"^^xsd:string,
        "levamfetamine"^^xsd:string,
        "levamphetamine"^^xsd:string ;
    oboInOwl:id "CHEBI:42724"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:42820 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:506044"^^xsd:string,
        "CAS:113-00-8"^^xsd:string,
        "Drug_Central:1344"^^xsd:string,
        "DrugBank:DB00536"^^xsd:string,
        "Gmelin:100679"^^xsd:string,
        "PDBeChem:GAI"^^xsd:string,
        "PMID:8070089"^^xsd:string,
        "Reaxys:506044"^^xsd:string,
        "Wikipedia:Guanidine"^^xsd:string ;
    rdfs:label "guanidine"^^xsd:string ;
    definition: "An aminocarboxamidine, the parent compound of the guanidines."^^xsd:string ;
    rdfs:subClassOf CHEBI:24436,
        CHEBI:35359,
        CHEBI:64708,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:30087 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "CH5N3"^^xsd:string ;
    chebi:inchi "InChI=1S/CH5N3/c2-1(3)4/h(H5,2,3,4)"^^xsd:string ;
    chebi:inchikey "ZRALSGWEFCBTJO-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "59.07062"^^xsd:string ;
    chebi:monoisotopicmass "59.04835"^^xsd:string ;
    chebi:smiles "NC(N)=N"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:24435"^^xsd:string,
        "CHEBI:42816"^^xsd:string ;
    oboInOwl:hasExactSynonym "GUANIDINE"^^xsd:string,
        "guanidine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "aminomethanamidine"^^xsd:string,
        "Gu"^^xsd:string,
        "guanidin"^^xsd:string,
        "H2N-C(=NH)-NH2"^^xsd:string,
        "iminourea"^^xsd:string ;
    oboInOwl:id "CHEBI:42820"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:42843 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:635783"^^xsd:string,
        "CAS:598-41-4"^^xsd:string,
        "DrugBank:DB03636"^^xsd:string,
        "PDBeChem:GM1"^^xsd:string ;
    rdfs:label "glycinamide"^^xsd:string ;
    rdfs:subClassOf CHEBI:22475,
        CHEBI:24373 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C2H6N2O"^^xsd:string ;
    chebi:inchi "InChI=1S/C2H6N2O/c3-1-2(4)5/h1,3H2,(H2,4,5)"^^xsd:string ;
    chebi:inchikey "BEBCJVAWIBVWNZ-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "74.08192"^^xsd:string ;
    chebi:monoisotopicmass "74.04801"^^xsd:string ;
    chebi:smiles "NCC(N)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:24369"^^xsd:string,
        "CHEBI:42837"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-aminoacetamide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "AMINOMETHYLAMIDE"^^xsd:string,
        "Glycinamid"^^xsd:string,
        "glycine amide"^^xsd:string ;
    oboInOwl:id "CHEBI:42843"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:42944 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:93736"^^xsd:string,
        "CAS:357-70-0"^^xsd:string,
        "Chemspider:9272"^^xsd:string,
        "Drug_Central:1272"^^xsd:string,
        "DrugBank:DB00674"^^xsd:string,
        "HMDB:HMDB0014812"^^xsd:string,
        "KEGG:C08526"^^xsd:string,
        "KEGG:D04292"^^xsd:string,
        "KNApSAcK:C00001570"^^xsd:string,
        "LINCS:LSM-5604"^^xsd:string,
        "MetaCyc:CPD-19430"^^xsd:string,
        "PDBeChem:GNT"^^xsd:string,
        "PMID:5333582"^^xsd:string,
        "PMID:10606746"^^xsd:string,
        "PMID:11060814"^^xsd:string,
        "PMID:11119642"^^xsd:string,
        "PMID:11950787"^^xsd:string,
        "PMID:12177686"^^xsd:string,
        "PMID:14674789"^^xsd:string,
        "PMID:15495017"^^xsd:string,
        "PMID:15537482"^^xsd:string,
        "PMID:15563167"^^xsd:string,
        "PMID:16437436"^^xsd:string,
        "PMID:17481657"^^xsd:string,
        "PMID:19253410"^^xsd:string,
        "PMID:19782102"^^xsd:string,
        "PMID:23035744"^^xsd:string,
        "Reaxys:93736"^^xsd:string,
        "Wikipedia:Galantamine"^^xsd:string ;
    rdfs:label "galanthamine"^^xsd:string ;
    definition: "A benzazepine alkaloid isolated from certain species of daffodils."^^xsd:string ;
    rdfs:subClassOf CHEBI:38163,
        CHEBI:38523,
        CHEBI:38527,
        CHEBI:50996,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:178021 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37733 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38323 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38462 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:74530 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C17H21NO3"^^xsd:string ;
    chebi:inchi "InChI=1S/C17H21NO3/c1-18-8-7-17-6-5-12(19)9-14(17)21-16-13(20-2)4-3-11(10-18)15(16)17/h3-6,12,14,19H,7-10H2,1-2H3/t12-,14-,17-/m0/s1"^^xsd:string ;
    chebi:inchikey "ASUTZQLVASHGKV-JDFRZJQESA-N"^^xsd:string ;
    chebi:mass "287.35358"^^xsd:string ;
    chebi:monoisotopicmass "287.15214"^^xsd:string ;
    chebi:smiles "[H][C@]12C[C@@H](O)C=C[C@]11CCN(C)Cc3ccc(OC)c(O2)c13"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:5264"^^xsd:string,
        "CHEBI:42935"^^xsd:string ;
    oboInOwl:hasExactSynonym "Galanthamine"^^xsd:string,
        "galanthamine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(4aS,6R,8aS)-3-methoxy-11-methyl-5,6,9,10,11,12-hexahydro-4aH-[1]benzofuro[3a,3,2-ef][2]benzazepin-6-ol"^^xsd:string,
        "(-)-galantamine"^^xsd:string,
        "(-)-galanthamine"^^xsd:string,
        "galantamina"^^xsd:string,
        "galantamine"^^xsd:string,
        "galanthaminum"^^xsd:string ;
    oboInOwl:id "CHEBI:42944"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:43035 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:2207688"^^xsd:string,
        "Beilstein:3588791"^^xsd:string,
        "CAS:7782-26-5"^^xsd:string,
        "Gmelin:2404653"^^xsd:string,
        "PDBeChem:GRO"^^xsd:string,
        "PMID:8068495"^^xsd:string,
        "PMID:12437340"^^xsd:string,
        "Reaxys:2207688"^^xsd:string ;
    rdfs:label "(R)-hydratropic acid"^^xsd:string ;
    definition: "The (R)-enantiomer of hydratropic acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:48526,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:48527 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C9H10O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C9H10O2/c1-7(9(10)11)8-5-3-2-4-6-8/h2-7H,1H3,(H,10,11)/t7-/m1/s1"^^xsd:string ;
    chebi:inchikey "YPGCWEMNNLXISK-SSDOTTSWSA-N"^^xsd:string ;
    chebi:mass "150.17450"^^xsd:string ;
    chebi:monoisotopicmass "150.06808"^^xsd:string ;
    chebi:smiles "C[C@@H](C(O)=O)c1ccccc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2R)-2-phenylpropanoic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(-)-Hydratropasaeure"^^xsd:string,
        "(-)-hydratropic acid"^^xsd:string,
        "(R)-2-phenylpropanoic acid"^^xsd:string,
        "(R)-alpha-methylbenzeneacetic acid"^^xsd:string,
        "R-2-PHENYL-PROPRIONIC ACID"^^xsd:string ;
    oboInOwl:id "CHEBI:43035"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:43176 a owl:Class ;
    oboInOwl:hasDbXref "PDBeChem:OH"^^xsd:string ;
    rdfs:label "hydroxy group"^^xsd:string ;
    rdfs:subClassOf CHEBI:33246 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "HO"^^xsd:string ;
    chebi:mass "17.00734"^^xsd:string ;
    chebi:monoisotopicmass "17.00274"^^xsd:string ;
    chebi:smiles "*O[H]"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:24706"^^xsd:string,
        "CHEBI:43171"^^xsd:string ;
    oboInOwl:hasExactSynonym "hydroxy"^^xsd:string,
        "HYDROXY GROUP"^^xsd:string,
        "hydroxy group"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "-OH"^^xsd:string,
        "hydroxyl"^^xsd:string,
        "hydroxyl group"^^xsd:string ;
    oboInOwl:id "CHEBI:43176"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:43254 a owl:Class ;
    rdfs:label "(4S)-4-hydroxy-3,4-dihydropyrimidin-2(1H)-one"^^xsd:string ;
    rdfs:subClassOf CHEBI:38337,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:17568 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:43254"^^xsd:string ;
    oboInOwl:inSubset chebi2:1_STAR .

CHEBI:43474 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:1998"^^xsd:string,
        "MolBase:1628"^^xsd:string,
        "PDBeChem:PI"^^xsd:string,
        "PDBeChem:PO4"^^xsd:string ;
    rdfs:label "hydrogenphosphate"^^xsd:string ;
    definition: "A phosphate ion that is the conjugate base of dihydrogenphosphate."^^xsd:string ;
    rdfs:subClassOf CHEBI:35780,
        CHEBI:79388,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:18367 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:39745 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:23357 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ] ;
    chebi:charge "-2"^^xsd:string ;
    chebi:formula "HO4P"^^xsd:string ;
    chebi:inchi "InChI=1S/H3O4P/c1-5(2,3)4/h(H3,1,2,3,4)/p-2"^^xsd:string ;
    chebi:inchikey "NBIIXXVUZAFLBC-UHFFFAOYSA-L"^^xsd:string ;
    chebi:mass "95.97930"^^xsd:string ;
    chebi:monoisotopicmass "95.96234"^^xsd:string ;
    chebi:smiles "OP([O-])([O-])=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:29139"^^xsd:string,
        "CHEBI:43470"^^xsd:string ;
    oboInOwl:hasExactSynonym "hydrogen(tetraoxidophosphate)(2-)"^^xsd:string,
        "hydrogenphosphate"^^xsd:string,
        "hydrogentetraoxophosphate(2-)"^^xsd:string,
        "hydrogentetraoxophosphate(V)"^^xsd:string,
        "hydroxidotrioxidophosphate(2-)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "[P(OH)O3](2-)"^^xsd:string,
        "[PO3(OH)](2-)"^^xsd:string,
        "HPO4(2-)"^^xsd:string,
        "hydrogen phosphate"^^xsd:string,
        "HYDROGENPHOSPHATE ION"^^xsd:string,
        "INORGANIC PHOSPHATE GROUP"^^xsd:string,
        "phosphate"^^xsd:string ;
    oboInOwl:id "CHEBI:43474"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:43755 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:4276619"^^xsd:string,
        "CAS:76547-98-3"^^xsd:string,
        "Drug_Central:1587"^^xsd:string,
        "DrugBank:DB00722"^^xsd:string,
        "LINCS:LSM-5756"^^xsd:string,
        "PDBeChem:LPR"^^xsd:string,
        "Wikipedia:Lisinopril"^^xsd:string ;
    rdfs:label "lisinopril"^^xsd:string ;
    rdfs:subClassOf CHEBI:46761,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:29967 ],
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:32866 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35457 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C21H31N3O5"^^xsd:string ;
    chebi:inchi "InChI=1S/C21H31N3O5/c22-13-5-4-9-16(19(25)24-14-6-10-18(24)21(28)29)23-17(20(26)27)12-11-15-7-2-1-3-8-15/h1-3,7-8,16-18,23H,4-6,9-14,22H2,(H,26,27)(H,28,29)/t16-,17-,18-/m0/s1"^^xsd:string ;
    chebi:inchikey "RLAWWYSOJDYHDC-BZSNNMDCSA-N"^^xsd:string ;
    chebi:mass "405.48790"^^xsd:string ;
    chebi:monoisotopicmass "405.22637"^^xsd:string ;
    chebi:smiles "NCCCC[C@H](N[C@@H](CCc1ccccc1)C(O)=O)C(=O)N1CCC[C@H]1C(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:43750"^^xsd:string ;
    oboInOwl:hasExactSynonym "N(2)-[(1S)-1-carboxy-3-phenylpropyl]-L-lysyl-L-proline"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(S)-1-(N(2)-(1-carboxy-3-phenylpropyl)-L-lysyl)-L-proline"^^xsd:string,
        "[N2-[(S)-1-CARBOXY-3-PHENYLPROPYL]-L-LYSYL-L-PROLINE"^^xsd:string,
        "lisinopril anhydrous"^^xsd:string ;
    oboInOwl:id "CHEBI:43755"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:43799 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:605269"^^xsd:string,
        "CAS:109-73-9"^^xsd:string,
        "DrugBank:DB03659"^^xsd:string,
        "Gmelin:1784"^^xsd:string,
        "MetaCyc:BUTYLAMINE"^^xsd:string,
        "PDBeChem:LYT"^^xsd:string,
        "PMID:16387436"^^xsd:string,
        "PMID:23470444"^^xsd:string,
        "PMID:23734590"^^xsd:string,
        "Reaxys:605269"^^xsd:string,
        "Wikipedia:N-Butylamine"^^xsd:string ;
    rdfs:label "butan-1-amine"^^xsd:string ;
    definition: "A primary aliphatic amine that is butane substituted by an amino group at position 1."^^xsd:string ;
    rdfs:subClassOf CHEBI:17062 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C4H11N"^^xsd:string ;
    chebi:inchi "InChI=1S/C4H11N/c1-2-3-4-5/h2-5H2,1H3"^^xsd:string ;
    chebi:inchikey "HQABUPZFAYXKJW-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "73.13680"^^xsd:string ;
    chebi:monoisotopicmass "73.08915"^^xsd:string ;
    chebi:smiles "CCCCN"^^xsd:string ;
    oboInOwl:hasExactSynonym "butan-1-amine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-Aminobutan"^^xsd:string,
        "1-aminobutane"^^xsd:string,
        "1-butanamine"^^xsd:string,
        "1-butylamine"^^xsd:string,
        "butanamine"^^xsd:string,
        "BUTYLAMINE"^^xsd:string,
        "butylamine"^^xsd:string,
        "mono-n-butylamine"^^xsd:string,
        "monobutylamine"^^xsd:string,
        "n-Butylamin"^^xsd:string,
        "n-butylamine"^^xsd:string,
        "n-C4H9NH2"^^xsd:string ;
    oboInOwl:id "CHEBI:43799"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:43968 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:6826115"^^xsd:string,
        "CAS:96036-03-2"^^xsd:string,
        "Drug_Central:1709"^^xsd:string,
        "DrugBank:DB00760"^^xsd:string,
        "LINCS:LSM-5208"^^xsd:string,
        "Patent:EP126587"^^xsd:string,
        "Patent:US4943569"^^xsd:string,
        "PDBeChem:MER"^^xsd:string,
        "PMID:7588092"^^xsd:string,
        "PMID:10776838"^^xsd:string,
        "PMID:11069213"^^xsd:string,
        "PMID:18611786"^^xsd:string,
        "PMID:18645546"^^xsd:string,
        "PMID:28343819"^^xsd:string,
        "PMID:28371721"^^xsd:string,
        "PMID:28583381"^^xsd:string,
        "PMID:28669829"^^xsd:string,
        "PMID:28677407"^^xsd:string,
        "Wikipedia:Meropenem"^^xsd:string ;
    rdfs:label "meropenem"^^xsd:string ;
    definition: "A carbapenemcarboxylic acid in which the azetidine and pyrroline rings carry 1-hydroxymethyl and in which the azetidine and pyrroline rings carry 1-hydroxymethyl and 5-(dimethylcarbamoyl)pyrrolidin-3-ylthio substituents respectively."^^xsd:string ;
    rdfs:subClassOf CHEBI:16385,
        CHEBI:46634,
        CHEBI:46770,
        CHEBI:79020,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:36047 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:88188 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C17H25N3O5S"^^xsd:string ;
    chebi:inchi "InChI=1S/C17H25N3O5S/c1-7-12-11(8(2)21)16(23)20(12)13(17(24)25)14(7)26-9-5-10(18-6-9)15(22)19(3)4/h7-12,18,21H,5-6H2,1-4H3,(H,24,25)/t7-,8-,9+,10+,11-,12-/m1/s1"^^xsd:string ;
    chebi:inchikey "DMJNNHOOLUXYBV-PQTSNVLCSA-N"^^xsd:string ;
    chebi:mass "383.46300"^^xsd:string ;
    chebi:monoisotopicmass "383.15149"^^xsd:string ;
    chebi:smiles "[H][C@]12[C@@H](C)C(S[C@@H]3CN[C@@H](C3)C(=O)N(C)C)=C(N1C(=O)[C@]2([H])[C@@H](C)O)C(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(6S)-2-{[(3S,5S)-5-(dimethylcarbamoyl)pyrrolidin-3-yl]sulfanyl}-6-[(1R)-1-hydroxyethyl]-1beta-methyl-2,3-didehydro-1-carbapenam-3-carboxylic acid"^^xsd:string,
        "Meropenem"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(1R,5S,6S)-2-[(3S,5S)-5-DIMETHYLAMINOCARBONYLPYRROLIDIN-3-YLTHIO]-6-[(R)-1-HYDROXYETHYL]-1-METHYLCARBAPEN-2-EM-3-CARBOXYLIC ACID"^^xsd:string,
        "(4R,5S,6S)-3-{[(3S,5S)-5-(dimethylcarbamoyl)pyrrolidin-3-yl]thio}-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid"^^xsd:string,
        "Antibiotic SM 7338"^^xsd:string,
        "MEPM"^^xsd:string,
        "meropenem"^^xsd:string,
        "meropenem anhydrous"^^xsd:string,
        "meropenemum"^^xsd:string ;
    oboInOwl:id "CHEBI:43968"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:43973 a owl:Class ;
    owl:deprecated true ;
    replacedBy: CHEBI:168396 ;
    obsReason: termsMerged: .

CHEBI:44032 a owl:Class ;
    oboInOwl:hasDbXref "CAS:150378-17-9"^^xsd:string,
        "Drug_Central:1437"^^xsd:string,
        "DrugBank:DB00224"^^xsd:string,
        "KEGG:C07051"^^xsd:string,
        "LINCS:LSM-5471"^^xsd:string,
        "Wikipedia:Indinavir"^^xsd:string ;
    rdfs:label "indinavir"^^xsd:string ;
    rdfs:subClassOf CHEBI:35779,
        CHEBI:46851,
        CHEBI:46853,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35660 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C36H47N5O4"^^xsd:string ;
    chebi:inchi "InChI=1S/C36H47N5O4/c1-36(2,3)39-35(45)31-24-40(22-26-12-9-15-37-21-26)16-17-41(31)23-29(42)19-28(18-25-10-5-4-6-11-25)34(44)38-33-30-14-8-7-13-27(30)20-32(33)43/h4-15,21,28-29,31-33,42-43H,16-20,22-24H2,1-3H3,(H,38,44)(H,39,45)/t28-,29+,31+,32-,33+/m1/s1"^^xsd:string ;
    chebi:inchikey "CBVCZFGXHXORBI-PXQQMZJSSA-N"^^xsd:string ;
    chebi:mass "613.78968"^^xsd:string ;
    chebi:monoisotopicmass "613.36281"^^xsd:string ;
    chebi:smiles "CC(C)(C)NC(=O)[C@@H]1CN(CCN1C[C@@H](O)C[C@@H](Cc1ccccc1)C(=O)N[C@@H]1[C@H](O)Cc2ccccc12)Cc1cccnc1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:5898"^^xsd:string,
        "CHEBI:44029"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-benzyl-5-[(2S)-2-(tert-butylcarbamoyl)-4-(pyridin-3-ylmethyl)piperazin-1-yl]-2,3,5-trideoxy-N-[(1S,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]-D-erythro-pentonamide"^^xsd:string,
        "(2S)-1-[(2S,4R)-4-benzyl-2-hydroxy-5-{[(1S,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]amino}-5-oxopentyl]-N-tert-butyl-4-(pyridin-3-ylmethyl)piperazine-2-carboxamide"^^xsd:string,
        "Indinavir"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(1(1S,2R),5(S))-2,3,5-Trideoxy-N-(2,3-dihydro-2-hydroxy-1H-inden-1-yl)-5-(2-(((1,1-dimethylethyl)amino)carbonyl)-4-(3-pyridinylmethyl)-1-piperazinyl)-2-(phenylmethyl)-D-erythro-Pentonamide"^^xsd:string ;
    oboInOwl:id "CHEBI:44032"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:44185 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:70669"^^xsd:string,
        "CAS:59-05-2"^^xsd:string,
        "Drug_Central:1751"^^xsd:string,
        "DrugBank:DB00563"^^xsd:string,
        "KEGG:C01937"^^xsd:string,
        "KEGG:D00142"^^xsd:string,
        "LINCS:LSM-5690"^^xsd:string,
        "Patent:US2512572"^^xsd:string,
        "PDBeChem:MTX"^^xsd:string,
        "Wikipedia:Methotrexate"^^xsd:string ;
    rdfs:label "methotrexate"^^xsd:string ;
    rdfs:subClassOf CHEBI:26373,
        CHEBI:29347,
        CHEBI:35692,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:16015 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:50680 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35610 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35705 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35842 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50177 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50683 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50691 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:59517 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C20H22N8O5"^^xsd:string ;
    chebi:inchi "InChI=1S/C20H22N8O5/c1-28(9-11-8-23-17-15(24-11)16(21)26-20(22)27-17)12-4-2-10(3-5-12)18(31)25-13(19(32)33)6-7-14(29)30/h2-5,8,13H,6-7,9H2,1H3,(H,25,31)(H,29,30)(H,32,33)(H4,21,22,23,26,27)/t13-/m0/s1"^^xsd:string ;
    chebi:inchikey "FBOZXECLQNJBKD-ZDUSSCGKSA-N"^^xsd:string ;
    chebi:mass "454.43960"^^xsd:string ;
    chebi:monoisotopicmass "454.17132"^^xsd:string ;
    chebi:smiles "CN(Cc1cnc2nc(N)nc(N)c2n1)c1ccc(cc1)C(=O)N[C@@H](CCC(O)=O)C(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:6837"^^xsd:string,
        "CHEBI:44183"^^xsd:string ;
    oboInOwl:hasExactSynonym "METHOTREXATE"^^xsd:string,
        "Methotrexate"^^xsd:string,
        "N-(4-{[(2,4-diaminopteridin-6-yl)methyl](methyl)amino}benzoyl)-L-glutamic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "4-amino-10-methylfolic acid"^^xsd:string,
        "4-amino-N(10)-methylpteroylglutamic acid"^^xsd:string,
        "Emtexate"^^xsd:string,
        "Ledertrexate"^^xsd:string,
        "methotrexate"^^xsd:string,
        "methotrexatum"^^xsd:string,
        "metotrexato"^^xsd:string,
        "MTX"^^xsd:string,
        "N-[4-[[(2,4-diamino-6-pteridinyl)methyl]methylamino]benzoyl]-L-glutamic acid"^^xsd:string,
        "Rheumatrex"^^xsd:string,
        "Trexall"^^xsd:string ;
    oboInOwl:id "CHEBI:44185"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:44241 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:163023"^^xsd:string,
        "CAS:54-36-4"^^xsd:string,
        "Drug_Central:1791"^^xsd:string,
        "DrugBank:DB01011"^^xsd:string,
        "KEGG:C07205"^^xsd:string,
        "KEGG:D00410"^^xsd:string,
        "LINCS:LSM-3035"^^xsd:string,
        "Patent:US2966493"^^xsd:string,
        "PDBeChem:MYT"^^xsd:string,
        "Reaxys:163023"^^xsd:string,
        "Wikipedia:Metyrapone"^^xsd:string ;
    rdfs:label "metyrapone"^^xsd:string ;
    definition: "An aromatic ketone that is 3,3-dimethylbutan-2-one in which the methyl groups at positions 1 and 4 are replaced by pyridin-3-yl groups. A steroid 11beta-monooxygenase (EC 1.14.15.4) inhibitor, it is used in the diagnosis of adrenal insufficiency."^^xsd:string ;
    rdfs:subClassOf CHEBI:76224,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:33295 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35221 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76798 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C14H14N2O"^^xsd:string ;
    chebi:inchi "InChI=1S/C14H14N2O/c1-14(2,12-6-4-8-16-10-12)13(17)11-5-3-7-15-9-11/h3-10H,1-2H3"^^xsd:string ;
    chebi:inchikey "FJLBFSROUSIWMA-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "226.27380"^^xsd:string ;
    chebi:monoisotopicmass "226.11061"^^xsd:string ;
    chebi:smiles "CC(C)(C(=O)c1cccnc1)c1cccnc1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:6911"^^xsd:string,
        "CHEBI:44238"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-methyl-1,2-dipyridin-3-ylpropan-1-one"^^xsd:string,
        "METYRAPONE"^^xsd:string,
        "Metyrapone"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "metirapona"^^xsd:string,
        "Metopiron"^^xsd:string,
        "Metopirone"^^xsd:string,
        "metyrapone"^^xsd:string,
        "metyraponum"^^xsd:string ;
    oboInOwl:id "CHEBI:44241"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:44369 a owl:Class ;
    oboInOwl:hasDbXref "CAS:19130-96-2"^^xsd:string,
        "DrugBank:DB03206"^^xsd:string,
        "HMDB:HMDB0035359"^^xsd:string,
        "KEGG:C16843"^^xsd:string,
        "KEGG:D09605"^^xsd:string,
        "KNApSAcK:C00029420"^^xsd:string,
        "MetaCyc:1-DEOXYNOJIRIMYCIN"^^xsd:string,
        "PDBeChem:NOJ"^^xsd:string,
        "PMID:23265519"^^xsd:string,
        "PMID:23391926"^^xsd:string,
        "PMID:23536174"^^xsd:string,
        "PMID:23561072"^^xsd:string,
        "PMID:23570294"^^xsd:string,
        "PMID:23648852"^^xsd:string,
        "PMID:23755289"^^xsd:string,
        "PMID:23909841"^^xsd:string,
        "PMID:24050301"^^xsd:string,
        "PMID:26292150"^^xsd:string,
        "PMID:26867190"^^xsd:string,
        "PMID:26927057"^^xsd:string,
        "PMID:27160849"^^xsd:string,
        "PMID:27294120"^^xsd:string,
        "Reaxys:1524395"^^xsd:string,
        "Wikipedia:1-Deoxynojirimycin"^^xsd:string ;
    rdfs:label "duvoglustat"^^xsd:string ;
    definition: "An optically active form of 2-(hydroxymethyl)piperidine-3,4,5-triol having 2R,3R,4R,5S-configuration."^^xsd:string ;
    rdfs:subClassOf CHEBI:26147,
        CHEBI:72490,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35526 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:62868 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:64946 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:67239 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:74518 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76969 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H13NO4"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H13NO4/c8-2-3-5(10)6(11)4(9)1-7-3/h3-11H,1-2H2/t3-,4+,5-,6-/m1/s1"^^xsd:string ;
    chebi:inchikey "LXBIFEVIBLOUGU-JGWLITMVSA-N"^^xsd:string ;
    chebi:mass "163.17170"^^xsd:string ;
    chebi:monoisotopicmass "163.08446"^^xsd:string ;
    chebi:smiles "OC[C@H]1NC[C@H](O)[C@@H](O)[C@@H]1O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:76525"^^xsd:string,
        "CHEBI:132398"^^xsd:string,
        "CHEBI:132867"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2R,3R,4R,5S)-2-(hydroxymethyl)piperidine-3,4,5-triol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1,5-deoxy-1,5-imino-D-mannitol"^^xsd:string,
        "1,5-dideoxy-1,5-imino-D-glucitol"^^xsd:string,
        "1-Deoxymannojirimycin"^^xsd:string,
        "1-DEOXYNOJIRIMYCIN"^^xsd:string,
        "1-Deoxynojirimycin"^^xsd:string,
        "5-amino-1,5-dideoxy-D-glucopyranose"^^xsd:string,
        "(+)-1-Deoxynojirimycin"^^xsd:string,
        "BAY-H-5595"^^xsd:string,
        "D-1-deoxynojirimycin"^^xsd:string,
        "DNJ"^^xsd:string,
        "duvoglustat"^^xsd:string,
        "Moranolin"^^xsd:string,
        "Moranoline"^^xsd:string ;
    oboInOwl:id "CHEBI:44369"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:44423 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1741548"^^xsd:string,
        "CAS:127-07-1"^^xsd:string,
        "Drug_Central:1399"^^xsd:string,
        "DrugBank:DB01005"^^xsd:string,
        "Gmelin:130423"^^xsd:string,
        "HMDB:HMDB0015140"^^xsd:string,
        "KEGG:C07044"^^xsd:string,
        "KEGG:D00341"^^xsd:string,
        "MetaCyc:HYDROXY-UREA"^^xsd:string,
        "Patent:US2705727"^^xsd:string,
        "PDBeChem:NHY"^^xsd:string,
        "PMID:9271088"^^xsd:string,
        "PMID:11285159"^^xsd:string,
        "PMID:11298103"^^xsd:string,
        "PMID:11364534"^^xsd:string,
        "PMID:11365149"^^xsd:string,
        "PMID:11391710"^^xsd:string,
        "PMID:12107454"^^xsd:string,
        "PMID:14988684"^^xsd:string,
        "PMID:15772364"^^xsd:string,
        "PMID:15994344"^^xsd:string,
        "PMID:16356682"^^xsd:string,
        "PMID:22983419"^^xsd:string,
        "PMID:23318979"^^xsd:string,
        "PMID:23643402"^^xsd:string,
        "PMID:23696560"^^xsd:string,
        "Reaxys:1741548"^^xsd:string,
        "Wikipedia:Hydroxyurea"^^xsd:string ;
    rdfs:label "hydroxyurea"^^xsd:string ;
    definition: "A member of the class of ureas that is urea in which one of the hydrogens is replaced by a hydroxy group. An antineoplastic used in the treatment of chronic myeloid leukaemia as well as for sickle-cell disease."^^xsd:string ;
    rdfs:subClassOf CHEBI:47857,
        CHEBI:64708,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35221 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35610 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48578 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50846 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50902 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50905 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:59517 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:64911 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:74213 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "CH4N2O2"^^xsd:string ;
    chebi:inchi "InChI=1S/CH4N2O2/c2-1(4)3-5/h5H,(H3,2,3,4)"^^xsd:string ;
    chebi:inchikey "VSNHCAURESNICA-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "76.05474"^^xsd:string ;
    chebi:monoisotopicmass "76.02728"^^xsd:string ;
    chebi:smiles "NC(=O)NO"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:5816"^^xsd:string,
        "CHEBI:44420"^^xsd:string ;
    oboInOwl:hasExactSynonym "Hydroxyurea"^^xsd:string,
        "hydroxyurea"^^xsd:string,
        "N-hydroxyurea"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "carbamohydroxamic acid"^^xsd:string,
        "carbamohydroximic acid"^^xsd:string,
        "carbamoyl oxime"^^xsd:string,
        "carbamyl hydroxamate"^^xsd:string,
        "hidroxicarbamida"^^xsd:string,
        "hydrea"^^xsd:string,
        "Hydroxycarbamid"^^xsd:string,
        "Hydroxycarbamide"^^xsd:string,
        "hydroxycarbamide"^^xsd:string,
        "hydroxycarbamidum"^^xsd:string,
        "Hydroxyharnstoff"^^xsd:string,
        "N-carbamoylhydroxylamine"^^xsd:string,
        "N-HYDROXYUREA"^^xsd:string,
        "oxyurea"^^xsd:string ;
    oboInOwl:id "CHEBI:44423"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:44577 a owl:Class ;
    owl:deprecated true ;
    replacedBy: CHEBI:7508 ;
    obsReason: termsMerged: .

CHEBI:44667 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:1068689"^^xsd:string,
        "PDBeChem:ORN_LFOH"^^xsd:string,
        "PMID:12297216"^^xsd:string ;
    rdfs:label "L-ornithinium(2+)"^^xsd:string ;
    definition: "The L-enantiomer of ornithinium(2+)."^^xsd:string ;
    rdfs:subClassOf CHEBI:46913,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:46911 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "+2"^^xsd:string ;
    chebi:formula "C5H14N2O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H12N2O2/c6-3-1-2-4(7)5(8)9/h4H,1-3,6-7H2,(H,8,9)/p+2/t4-/m0/s1"^^xsd:string ;
    chebi:inchikey "AHLPHDHHMVZTML-BYPYZUCNSA-P"^^xsd:string ;
    chebi:mass "134.17694"^^xsd:string ;
    chebi:monoisotopicmass "134.10443"^^xsd:string ;
    chebi:smiles "[NH3+]CCC[C@H]([NH3+])C(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(1S)-1-carboxybutane-1,4-diaminium"^^xsd:string,
        "L-ornithinediium"^^xsd:string,
        "L-ornithinium(2+)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "L-ornithine dication"^^xsd:string,
        "ORNITHINE"^^xsd:string ;
    oboInOwl:id "CHEBI:44667"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:44777 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:7837365"^^xsd:string,
        "DrugBank:DB04750"^^xsd:string,
        "PDB:2A9N"^^xsd:string,
        "PDBeChem:ORE"^^xsd:string,
        "PMID:16195545"^^xsd:string,
        "Reaxys:7837365"^^xsd:string ;
    rdfs:label "oregon green 488"^^xsd:string ;
    definition: "A xanthene dye having two fluoro substituents at the 2- and 7-positions and a 2,4-dicarboxyphenyl group at the 9-position."^^xsd:string ;
    rdfs:subClassOf CHEBI:37929,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:172923 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:51217 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:53000 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C21H10F2O7"^^xsd:string ;
    chebi:inchi "InChI=1S/C21H10F2O7/c22-13-4-11-17(6-15(13)24)30-18-7-16(25)14(23)5-12(18)19(11)9-2-1-8(20(26)27)3-10(9)21(28)29/h1-7,24H,(H,26,27)(H,28,29)"^^xsd:string ;
    chebi:inchikey "BRJCLSQFZSHLRL-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "412.29670"^^xsd:string ;
    chebi:monoisotopicmass "412.03946"^^xsd:string ;
    chebi:smiles "OC(=O)c1ccc(c(c1)C(O)=O)-c1c2cc(F)c(O)cc2oc2cc(=O)c(F)cc12"^^xsd:string ;
    oboInOwl:hasExactSynonym "4-(2,7-difluoro-6-hydroxy-3-oxo-3H-xanthen-9-yl)benzene-1,3-dicarboxylic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "4-(2,7-DIFLUORO-6-HYDROXY-3-OXO-3H-XANTHEN-9-YL)ISOPHTHALIC ACID"^^xsd:string,
        "4-(2,7-difluoro-6-hydroxy-3-oxo-3H-xanthen-9-yl)isophthalic acid"^^xsd:string,
        "oregon green 488 carboxylate"^^xsd:string,
        "oregon green 488 carboxylic acid"^^xsd:string ;
    oboInOwl:id "CHEBI:44777"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:44915 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1866484"^^xsd:string,
        "CAS:2078-54-8"^^xsd:string,
        "Drug_Central:2302"^^xsd:string,
        "DrugBank:DB00818"^^xsd:string,
        "KEGG:C07523"^^xsd:string,
        "KEGG:D00549"^^xsd:string,
        "LINCS:LSM-3847"^^xsd:string,
        "PDBeChem:PFL"^^xsd:string,
        "VSDB:1846"^^xsd:string,
        "Wikipedia:Propofol"^^xsd:string ;
    rdfs:label "propofol"^^xsd:string ;
    definition: "A phenol resulting from the formal substitution of the hydrogen at the 2 position of 1,3-diisopropylbenzene by a hydroxy group."^^xsd:string ;
    rdfs:subClassOf CHEBI:33853,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35623 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35717 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38877 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48578 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50919 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C12H18O"^^xsd:string ;
    chebi:inchi "InChI=1S/C12H18O/c1-8(2)10-6-5-7-11(9(3)4)12(10)13/h5-9,13H,1-4H3"^^xsd:string ;
    chebi:inchikey "OLBCVFGFOZPWHH-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "178.27072"^^xsd:string ;
    chebi:monoisotopicmass "178.13577"^^xsd:string ;
    chebi:smiles "CC(C)c1cccc(C(C)C)c1O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:8495"^^xsd:string,
        "CHEBI:44914"^^xsd:string ;
    oboInOwl:hasExactSynonym "2,6-bis(propan-2-yl)phenol"^^xsd:string,
        "Propofol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2,6-BIS(1-METHYLETHYL)PHENOL"^^xsd:string,
        "2,6-bis(1-methylethyl)phenol"^^xsd:string,
        "2,6-Diisopropylphenol"^^xsd:string,
        "Diprivan"^^xsd:string,
        "Disoprivan"^^xsd:string,
        "Disoprofol"^^xsd:string,
        "propofol"^^xsd:string,
        "propofolum"^^xsd:string,
        "Rapinovet"^^xsd:string ;
    oboInOwl:id "CHEBI:44915"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:44932 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:40187"^^xsd:string,
        "CAS:61-00-7"^^xsd:string,
        "Drug_Central:73"^^xsd:string,
        "DrugBank:DB01614"^^xsd:string,
        "HMDB:HMDB0015552"^^xsd:string,
        "KEGG:D07065"^^xsd:string,
        "LINCS:LSM-4609"^^xsd:string,
        "Patent:US4213981"^^xsd:string,
        "PDBeChem:PMZ"^^xsd:string,
        "PMID:23627379"^^xsd:string,
        "PMID:23642485"^^xsd:string,
        "PMID:24171559"^^xsd:string,
        "PMID:24575797"^^xsd:string,
        "Reaxys:40187"^^xsd:string,
        "Wikipedia:Acepromazine"^^xsd:string ;
    rdfs:label "acepromazine"^^xsd:string ;
    definition: "A member of the class of  phenothiazines that is 10H-phenothiazine substituted by an acetyl group at position 2 and a 3-(dimethylamino)propyl group at position 10."^^xsd:string ;
    rdfs:subClassOf CHEBI:38093,
        CHEBI:50996,
        CHEBI:51867,
        CHEBI:76224,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37930 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C19H22N2OS"^^xsd:string ;
    chebi:inchi "InChI=1S/C19H22N2OS/c1-14(22)15-9-10-19-17(13-15)21(12-6-11-20(2)3)16-7-4-5-8-18(16)23-19/h4-5,7-10,13H,6,11-12H2,1-3H3"^^xsd:string ;
    chebi:inchikey "NOSIYYJFMPDDSA-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "326.45686"^^xsd:string ;
    chebi:monoisotopicmass "326.14528"^^xsd:string ;
    chebi:smiles "CN(C)CCCN1c2ccccc2Sc2ccc(cc12)C(C)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:37967"^^xsd:string,
        "CHEBI:44928"^^xsd:string ;
    oboInOwl:hasExactSynonym "1-{10-[3-(dimethylamino)propyl]-10H-phenothiazin-2-yl}ethanone"^^xsd:string,
        "acepromazine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-[10-(3-DIMETHYLAMINO-PROPYL)-10H-PHENOTHIAZIN-2-YL]-ETHANONE"^^xsd:string,
        "10-(3-dimethylaminopropyl)phenothiazin-3-yl methyl ketone"^^xsd:string,
        "10-(3-dimethylaminopropyl)phenothiazine-3-ethylone"^^xsd:string,
        "acetazine"^^xsd:string,
        "acetopromazine"^^xsd:string,
        "acetylpromazine"^^xsd:string ;
    oboInOwl:id "CHEBI:44932"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:44976 a owl:Class ;
    oboInOwl:hasDbXref "CAS:13598-36-2"^^xsd:string,
        "Gmelin:1619"^^xsd:string,
        "KEGG:C06701"^^xsd:string,
        "PDBeChem:PHS"^^xsd:string,
        "Reaxys:1209272"^^xsd:string,
        "Wikipedia:Phosphonic_acid"^^xsd:string ;
    rdfs:label "phosphonic acid"^^xsd:string ;
    definition: "A phosphorus oxoacid that consists of a single pentavalent phosphorus covalently bound via single bonds to a single hydrogen and two hydroxy groups and via a double bond to an oxygen. The parent of the class of phosphonic acids."^^xsd:string ;
    rdfs:subClassOf CHEBI:26069,
        CHEBI:33457,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:33462 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:36361 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:24127 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "H3O3P"^^xsd:string ;
    chebi:inchi "InChI=1S/H3O3P/c1-4(2)3/h4H,(H2,1,2,3)"^^xsd:string ;
    chebi:inchikey "ABLZXFCXXLZCGV-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "81.99580"^^xsd:string ;
    chebi:monoisotopicmass "81.98198"^^xsd:string ;
    chebi:smiles "OP(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:26067"^^xsd:string ;
    oboInOwl:hasExactSynonym "dihydrogen hydridotrioxophosphate(2-)"^^xsd:string,
        "hydridodihydroxidooxidophosphorus"^^xsd:string,
        "hydridotrioxophosphoric(2-) acid"^^xsd:string,
        "Phosphonic acid"^^xsd:string,
        "phosphonic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(HO)2HPO"^^xsd:string,
        "[PHO(OH)2]"^^xsd:string,
        "H2PHO3"^^xsd:string,
        "H3PO3"^^xsd:string,
        "HPO(OH)2"^^xsd:string,
        "Phosphite"^^xsd:string,
        "Phosphonate"^^xsd:string,
        "Phosphonsaeure"^^xsd:string ;
    oboInOwl:id "CHEBI:44976"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:45064 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:68617"^^xsd:string,
        "PDBeChem:PO3"^^xsd:string ;
    rdfs:label "phosphite(3-)"^^xsd:string ;
    definition: "A trivalent inorganic anion obtained by removal of all three protons from phosphorous acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:26045,
        CHEBI:79387,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:29259 ] ;
    chebi:charge "-3"^^xsd:string ;
    chebi:formula "O3P"^^xsd:string ;
    chebi:inchi "InChI=1S/O3P/c1-4(2)3/q-3"^^xsd:string ;
    chebi:inchikey "AQSJGOWTSHOLKH-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "78.97196"^^xsd:string ;
    chebi:monoisotopicmass "78.96015"^^xsd:string ;
    chebi:smiles "[O-]P([O-])[O-]"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:29197"^^xsd:string,
        "CHEBI:45060"^^xsd:string ;
    oboInOwl:hasExactSynonym "trioxidophosphate(3-)"^^xsd:string,
        "trioxophosphate(3-)"^^xsd:string,
        "trioxophosphate(III)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "[PO3](3-)"^^xsd:string,
        "Phosphit"^^xsd:string,
        "phosphite"^^xsd:string,
        "PHOSPHITE ION"^^xsd:string,
        "PO3(3-)"^^xsd:string ;
    oboInOwl:id "CHEBI:45064"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:45081 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:3159790"^^xsd:string,
        "CAS:100-33-4"^^xsd:string,
        "Drug_Central:2090"^^xsd:string,
        "DrugBank:DB00738"^^xsd:string,
        "HMDB:HMDB0014876"^^xsd:string,
        "KEGG:C07420"^^xsd:string,
        "KEGG:D08333"^^xsd:string,
        "LINCS:LSM-4540"^^xsd:string,
        "Patent:EP975608"^^xsd:string,
        "Patent:GB507565"^^xsd:string,
        "Patent:US2394003"^^xsd:string,
        "Patent:US7115665"^^xsd:string,
        "Patent:US2006235001"^^xsd:string,
        "Patent:US2008167296"^^xsd:string,
        "Patent:US2008214569"^^xsd:string,
        "PDBeChem:PNT"^^xsd:string,
        "PMID:7542607"^^xsd:string,
        "PMID:7690919"^^xsd:string,
        "PMID:8841838"^^xsd:string,
        "PMID:10415905"^^xsd:string,
        "PMID:10917591"^^xsd:string,
        "PMID:11438428"^^xsd:string,
        "PMID:11584934"^^xsd:string,
        "PMID:14603035"^^xsd:string,
        "PMID:15711592"^^xsd:string,
        "PMID:18346045"^^xsd:string,
        "PMID:18971316"^^xsd:string,
        "PMID:19966562"^^xsd:string,
        "PMID:20144237"^^xsd:string,
        "PMID:20599360"^^xsd:string,
        "PMID:22046004"^^xsd:string,
        "PMID:22093811"^^xsd:string,
        "PMID:22200378"^^xsd:string,
        "PMID:22327112"^^xsd:string,
        "PMID:26052915"^^xsd:string,
        "PMID:26117647"^^xsd:string,
        "PMID:26295040"^^xsd:string,
        "PMID:26344166"^^xsd:string,
        "PMID:26418240"^^xsd:string,
        "PMID:26431253"^^xsd:string,
        "PMID:26515653"^^xsd:string,
        "PMID:26606757"^^xsd:string,
        "PMID:26648589"^^xsd:string,
        "PMID:26734860"^^xsd:string,
        "PMID:26824946"^^xsd:string,
        "PMID:26828608"^^xsd:string,
        "PMID:26882015"^^xsd:string,
        "PMID:26903605"^^xsd:string,
        "PMID:26938448"^^xsd:string,
        "PMID:27011917"^^xsd:string,
        "PMID:27135970"^^xsd:string,
        "PMID:27164533"^^xsd:string,
        "PMID:27214074"^^xsd:string,
        "PMID:27297108"^^xsd:string,
        "PMID:27353022"^^xsd:string,
        "PMID:27357655"^^xsd:string,
        "PMID:27600039"^^xsd:string,
        "PMID:27729250"^^xsd:string,
        "PMID:28074607"^^xsd:string,
        "PMID:28167598"^^xsd:string,
        "PMID:28263303"^^xsd:string,
        "Reaxys:3159790"^^xsd:string,
        "Wikipedia:Pentamidine"^^xsd:string ;
    rdfs:label "pentamidine"^^xsd:string ;
    definition: "A diether consisting of pentane-1,5-diol in which both hydroxyl hydrogens have been replaced by 4-amidinophenyl groups. A  trypanocidal drug that is used for treatment of cutaneous leishmaniasis and Chagas disease."^^xsd:string ;
    rdfs:subClassOf CHEBI:35359,
        CHEBI:35618,
        CHEBI:46786,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:64383 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35703 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35718 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:36335 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:60643 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:63673 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:67079 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76395 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:130181 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:136651 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C19H24N4O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C19H24N4O2/c20-18(21)14-4-8-16(9-5-14)24-12-2-1-3-13-25-17-10-6-15(7-11-17)19(22)23/h4-11H,1-3,12-13H2,(H3,20,21)(H3,22,23)"^^xsd:string ;
    chebi:inchikey "XDRYMKDFEDOLFX-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "340.420"^^xsd:string ;
    chebi:monoisotopicmass "340.18993"^^xsd:string ;
    chebi:smiles "C(CCCOC1=CC=C(C=C1)C(N)=N)COC2=CC=C(C=C2)C(N)=N"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:7976"^^xsd:string,
        "CHEBI:45077"^^xsd:string ;
    oboInOwl:hasExactSynonym "4,4'-[pentane-1,5-diylbis(oxy)]dibenzenecarboximidamide"^^xsd:string,
        "Pentamidine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1,5-bis(4-amidinophenoxy)pentane"^^xsd:string,
        "4,4'-(1,5-pentanediylbis(oxy))bis-benzenecarboximidamide"^^xsd:string,
        "4,4'-(pentamethylenedioxy)dibenzamidine"^^xsd:string,
        "4,4'-Diamidinodiphenoxypentane"^^xsd:string,
        "p,p'-(pentamethylenedioxy)dibenzamidine"^^xsd:string,
        "pentamidin"^^xsd:string,
        "pentamidine"^^xsd:string ;
    oboInOwl:id "CHEBI:45081"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:45133 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:969480"^^xsd:string,
        "CAS:75-98-9"^^xsd:string,
        "Gmelin:82375"^^xsd:string,
        "HMDB:HMDB0041992"^^xsd:string,
        "LIPID_MAPS_instance:LMFA01020073"^^xsd:string,
        "PDBeChem:PIV"^^xsd:string,
        "PMID:16430936"^^xsd:string,
        "PMID:17724113"^^xsd:string,
        "PMID:21509470"^^xsd:string,
        "PMID:22566287"^^xsd:string,
        "PMID:22790609"^^xsd:string,
        "Reaxys:969480"^^xsd:string,
        "Wikipedia:Pivalic_acid"^^xsd:string ;
    rdfs:label "pivalic acid"^^xsd:string ;
    definition: "A branched, short-chain fatty acid composed of propanoic acid having two methyl substituents at the 2-position."^^xsd:string ;
    rdfs:subClassOf CHEBI:26666,
        CHEBI:39417,
        CHEBI:62499,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:63894 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5H10O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H10O2/c1-5(2,3)4(6)7/h1-3H3,(H,6,7)"^^xsd:string ;
    chebi:inchikey "IUGYQRQAERSCNH-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "102.13170"^^xsd:string ;
    chebi:monoisotopicmass "102.06808"^^xsd:string ;
    chebi:smiles "CC(C)(C)C(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:35815"^^xsd:string,
        "CHEBI:45132"^^xsd:string ;
    oboInOwl:hasExactSynonym "2,2-dimethylpropanoic acid"^^xsd:string,
        "PIVALIC ACID"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2,2-dimethylpropionic acid"^^xsd:string,
        "acide 2,2-dimethylpropanoique"^^xsd:string,
        "acide pivalique"^^xsd:string,
        "acido pivalico"^^xsd:string,
        "alpha,alpha-dimethylpropionic acid"^^xsd:string,
        "dimethylpropionic acid"^^xsd:string,
        "neopentanoic acid"^^xsd:string,
        "Pivalinsaeure"^^xsd:string,
        "tert-pentanoic acid"^^xsd:string,
        "trimethylacetic acid"^^xsd:string ;
    oboInOwl:id "CHEBI:45133"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:45267 a owl:Class ;
    rdfs:label "praziquantel"^^xsd:string ;
    rdfs:subClassOf CHEBI:29347,
        CHEBI:48338 ;
    oboInOwl:hasAlternativeId "CHEBI:8363"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:45267"^^xsd:string ;
    oboInOwl:inSubset chebi2:1_STAR .

CHEBI:45304 a owl:Class ;
    oboInOwl:hasDbXref "CAS:61379-65-5"^^xsd:string,
        "DrugBank:DB01201"^^xsd:string,
        "KEGG:C08059"^^xsd:string,
        "KEGG:D00879"^^xsd:string,
        "Wikipedia:Rifapentine"^^xsd:string ;
    rdfs:label "rifapentine"^^xsd:string ;
    rdfs:subClassOf CHEBI:26580,
        CHEBI:46845,
        CHEBI:46847,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:33231 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35816 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C47H64N4O12"^^xsd:string ;
    chebi:inchi "InChI=1S/C47H64N4O12/c1-24-13-12-14-25(2)46(59)49-37-32(23-48-51-20-18-50(19-21-51)31-15-10-11-16-31)41(56)34-35(42(37)57)40(55)29(6)44-36(34)45(58)47(8,63-44)61-22-17-33(60-9)26(3)43(62-30(7)52)28(5)39(54)27(4)38(24)53/h12-14,17,22-24,26-28,31,33,38-39,43,53-57H,10-11,15-16,18-21H2,1-9H3,(H,49,59)/b13-12+,22-17+,25-14-,48-23+/t24-,26+,27+,28+,33-,38-,39+,43+,47-/m0/s1"^^xsd:string ;
    chebi:inchikey "WDZCUPBHRAEYDL-GZAUEHORSA-N"^^xsd:string ;
    chebi:mass "877.03082"^^xsd:string ;
    chebi:monoisotopicmass "876.45207"^^xsd:string ;
    chebi:smiles "CO[C@H]1\\C=C\\O[C@@]2(C)Oc3c(C)c(O)c4c(O)c(NC(=O)\\C(C)=C/C=C/[C@H](C)[C@H](O)[C@@H](C)[C@@H](O)[C@@H](C)[C@H](OC(C)=O)[C@@H]1C)c(\\C=N\\N1CCN(CC1)C1CCCC1)c(O)c4c3C2=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:8861"^^xsd:string,
        "CHEBI:45300"^^xsd:string ;
    oboInOwl:hasExactSynonym "(7S,9E,11S,12R,13S,14R,15R,16R,17S,18S,19E,21Z)-26-{(E)-[(4-cyclopentylpiperazin-1-yl)imino]methyl}-2,15,17,27,29-pentahydroxy-11-methoxy-3,7,12,14,16,18,22-heptamethyl-6,23-dioxo-8,30-dioxa-24-azatetracyclo[23.3.1.1(4,7).0(5,28)]triaconta-1(28),1(29),2,4,9,19,21,25,27-nonaen-13-yl acetate"^^xsd:string,
        "Rifapentine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3-(((4-Cyclopentyl-1-piperazinyl)imino)methyl)rifamycin"^^xsd:string,
        "Cyclopentylrifampicin"^^xsd:string,
        "Priftin (TN)"^^xsd:string ;
    oboInOwl:id "CHEBI:45304"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:45367 a owl:Class ;
    oboInOwl:hasDbXref "CAS:72559-06-9"^^xsd:string,
        "Drug_Central:2376"^^xsd:string,
        "DrugBank:DB00615"^^xsd:string,
        "KEGG:C07235"^^xsd:string,
        "KEGG:D00424"^^xsd:string,
        "KNApSAcK:C00027872"^^xsd:string,
        "Wikipedia:Rifabutin"^^xsd:string ;
    rdfs:label "rifabutin"^^xsd:string ;
    rdfs:subClassOf CHEBI:26580,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:33231 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C46H62N4O11"^^xsd:string ;
    chebi:inchi "InChI=1S/C46H62N4O11/c1-22(2)21-50-18-16-46(17-19-50)48-34-31-32-39(54)28(8)42-33(31)43(56)45(10,61-42)59-20-15-30(58-11)25(5)41(60-29(9)51)27(7)38(53)26(6)37(52)23(3)13-12-14-24(4)44(57)47-36(40(32)55)35(34)49-46/h12-15,20,22-23,25-27,30,37-38,41,49,52-54H,16-19,21H2,1-11H3,(H,47,57)/b13-12+,20-15+,24-14-/t23-,25+,26+,27+,30-,37-,38+,41+,45-/m0/s1"^^xsd:string ;
    chebi:inchikey "ATEBXHFBFRCZMA-VXTBVIBXSA-N"^^xsd:string ;
    chebi:mass "847.00484"^^xsd:string ;
    chebi:monoisotopicmass "846.44151"^^xsd:string ;
    chebi:smiles "CO[C@H]1\\C=C\\O[C@@]2(C)Oc3c(C)c(O)c4C(=O)C(NC(=O)\\C(C)=C/C=C/[C@H](C)[C@H](O)[C@@H](C)[C@@H](O)[C@@H](C)[C@H](OC(C)=O)[C@@H]1C)=C1NC5(CCN(CC5)CC(C)C)N=C1c4c3C2=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:8857"^^xsd:string,
        "CHEBI:45364"^^xsd:string ;
    oboInOwl:hasExactSynonym "Rifabutin"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1,4-Dihydro-1-deoxy-1',4-didehydro-5'-(2-methylpropyl)-1-oxorifamycin XIV"^^xsd:string,
        "4-Deoxo-3,4-(2-spiro(N-isobutyl-4-piperidyl)-2,5-dihydro-1H-imidazo)-rifamycin S"^^xsd:string,
        "4-N-isobutylspiropiperidylrifamycin S"^^xsd:string,
        "Mycobutin (TN)"^^xsd:string ;
    oboInOwl:id "CHEBI:45367"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:45373 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:511852"^^xsd:string,
        "CAS:63-74-1"^^xsd:string,
        "Drug_Central:2521"^^xsd:string,
        "DrugBank:DB00259"^^xsd:string,
        "Gmelin:83068"^^xsd:string,
        "HMDB:HMDB0014404"^^xsd:string,
        "KEGG:C07458"^^xsd:string,
        "KEGG:D08543"^^xsd:string,
        "LINCS:LSM-6524"^^xsd:string,
        "PDBeChem:SAN"^^xsd:string,
        "PMID:2420897"^^xsd:string,
        "PMID:9639594"^^xsd:string,
        "PMID:22214209"^^xsd:string,
        "PMID:22342371"^^xsd:string,
        "PMID:22974493"^^xsd:string,
        "PMID:23061287"^^xsd:string,
        "PMID:23065453"^^xsd:string,
        "PMID:23122138"^^xsd:string,
        "PMID:23294218"^^xsd:string,
        "PMID:23476893"^^xsd:string,
        "PMID:23561569"^^xsd:string,
        "Reaxys:511852"^^xsd:string,
        "VSDB:1924"^^xsd:string,
        "Wikipedia:Sulfanilamide"^^xsd:string ;
    rdfs:label "sulfanilamide"^^xsd:string ;
    definition: "A sulfonamide in which the sulfamoyl functional group is attached to aniline at the 4-position."^^xsd:string ;
    rdfs:subClassOf CHEBI:48975,
        CHEBI:87228,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:23018 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:33282 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:88188 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H8N2O2S"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H8N2O2S/c7-5-1-3-6(4-2-5)11(8,9)10/h1-4H,7H2,(H2,8,9,10)"^^xsd:string ;
    chebi:inchikey "FDDDEECHVMSUSB-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "172.20600"^^xsd:string ;
    chebi:monoisotopicmass "172.03065"^^xsd:string ;
    chebi:smiles "Nc1ccc(cc1)S(N)(=O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:9333"^^xsd:string,
        "CHEBI:45370"^^xsd:string ;
    oboInOwl:hasExactSynonym "4-aminobenzenesulfonamide"^^xsd:string,
        "SULFANILAMIDE"^^xsd:string,
        "Sulfanilamide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "4-aminobenzene sulfonic acid amide"^^xsd:string,
        "4-azanylbenzenesulfonamide"^^xsd:string,
        "p-aminobenzenesulfamide"^^xsd:string,
        "p-aminobenzenesulfonamide"^^xsd:string,
        "para-aminobenzenesulfonamide"^^xsd:string,
        "Prontosil album"^^xsd:string,
        "SA"^^xsd:string,
        "Streptocide"^^xsd:string,
        "Sulfamine"^^xsd:string,
        "sulfamine"^^xsd:string,
        "sulphanilamide"^^xsd:string ;
    oboInOwl:id "CHEBI:45373"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:45409 a owl:Class ;
    oboInOwl:hasDbXref "CAS:155213-67-5"^^xsd:string,
        "Drug_Central:2391"^^xsd:string,
        "HMDB:HMDB0014646"^^xsd:string,
        "KEGG:C07240"^^xsd:string,
        "KEGG:D00427"^^xsd:string,
        "LINCS:LSM-5623"^^xsd:string,
        "PDBeChem:RIT"^^xsd:string,
        "PMID:8568292"^^xsd:string,
        "PMID:9140265"^^xsd:string,
        "PMID:9278209"^^xsd:string,
        "PMID:9585800"^^xsd:string,
        "PMID:11363086"^^xsd:string,
        "PMID:11363184"^^xsd:string,
        "PMID:11363300"^^xsd:string,
        "PMID:11363329"^^xsd:string,
        "PMID:11363397"^^xsd:string,
        "PMID:11363517"^^xsd:string,
        "PMID:11996889"^^xsd:string,
        "PMID:24202050"^^xsd:string,
        "Reaxys:768009"^^xsd:string,
        "Wikipedia:Ritonavir"^^xsd:string ;
    rdfs:label "ritonavir"^^xsd:string ;
    definition: "An L-valine derivative that is L-valinamide in which alpha-amino group has been acylated by a [(2-isopropyl-1,3-thiazol-4-yl)methyl]methylcarbamoyl group and in which a hydrogen of the carboxamide amino group has been replaced by a (2R,4S,5S)-4-hydroxy-1,6-diphenyl-5-{[(1,3-thiazol-5-ylmethoxy)carbonyl]amino}hexan-2-yl group. A CYP3A inhibitor and antiretroviral drug from the protease inhibitor class used to treat HIV infection and AIDS, it is often used as a fixed-dose combination with another protease inhibitor, lopinavir. Also used in combination with dasabuvir sodium hydrate, ombitasvir and paritaprevir (under the trade name Viekira Pak) for treatment of chronic hepatitis C virus genotype 1 infection as well as cirrhosis of the liver."^^xsd:string ;
    rdfs:subClassOf CHEBI:23003,
        CHEBI:37622,
        CHEBI:38418,
        CHEBI:47857,
        CHEBI:84129,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35660 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35703 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:36044 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78298 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C37H48N6O5S2"^^xsd:string ;
    chebi:inchi "InChI=1S/C37H48N6O5S2/c1-24(2)33(42-36(46)43(5)20-29-22-49-35(40-29)25(3)4)34(45)39-28(16-26-12-8-6-9-13-26)18-32(44)31(17-27-14-10-7-11-15-27)41-37(47)48-21-30-19-38-23-50-30/h6-15,19,22-25,28,31-33,44H,16-18,20-21H2,1-5H3,(H,39,45)(H,41,47)(H,42,46)/t28-,31-,32-,33-/m0/s1"^^xsd:string ;
    chebi:inchikey "NCDNCNXCDXHOMX-XGKFQTDJSA-N"^^xsd:string ;
    chebi:mass "720.94400"^^xsd:string ;
    chebi:monoisotopicmass "720.31276"^^xsd:string ;
    chebi:smiles "CC(C)[C@H](NC(=O)N(C)Cc1csc(n1)C(C)C)C(=O)N[C@H](C[C@H](O)[C@H](Cc1ccccc1)NC(=O)OCc1cncs1)Cc1ccccc1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:8873"^^xsd:string ;
    oboInOwl:hasExactSynonym "N-[(2S,4S,5S)-4-hydroxy-1,6-diphenyl-5-{[(1,3-thiazol-5-ylmethoxy)carbonyl]amino}hexan-2-yl]-N(2)-(methyl{[2-(propan-2-yl)-1,3-thiazol-4-yl]methyl}carbamoyl)-L-valinamide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "ritonavir"^^xsd:string ;
    oboInOwl:id "CHEBI:45409"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:45525 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1720484"^^xsd:string,
        "Gmelin:1041646"^^xsd:string,
        "PDBeChem:SMB"^^xsd:string,
        "PMID:2026560"^^xsd:string ;
    rdfs:label "(R)-2-methylbutyric acid"^^xsd:string ;
    definition: "The (R)-enantiomer of 2-methylbutanoic acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:37070,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:38655 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5H10O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H10O2/c1-3-4(2)5(6)7/h4H,3H2,1-2H3,(H,6,7)/t4-/m1/s1"^^xsd:string ;
    chebi:inchikey "WLAMNBDJUVNPJU-SCSAIBSYSA-N"^^xsd:string ;
    chebi:mass "102.13170"^^xsd:string ;
    chebi:monoisotopicmass "102.06808"^^xsd:string ;
    chebi:smiles "CC[C@@H](C)C(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:38654"^^xsd:string,
        "CHEBI:45523"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2R)-2-methylbutanoic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-METHYLBUTANOIC ACID"^^xsd:string,
        "(2R)-2-methylbutyric acid"^^xsd:string ;
    oboInOwl:id "CHEBI:45525"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:45557 a owl:Class ;
    oboInOwl:hasDbXref "PDBeChem:NBU"^^xsd:string ;
    rdfs:label "sec-butyl group"^^xsd:string ;
    rdfs:subClassOf CHEBI:22323,
        CHEBI:50325,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_substituent_group_from ;
            owl:someValuesFrom CHEBI:37808 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C4H9"^^xsd:string ;
    chebi:mass "57.11426"^^xsd:string ;
    chebi:monoisotopicmass "57.07043"^^xsd:string ;
    chebi:smiles "CC(*)CC"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:30352"^^xsd:string,
        "CHEBI:45554"^^xsd:string ;
    oboInOwl:hasExactSynonym "1-methylpropyl"^^xsd:string,
        "butan-2-ido"^^xsd:string,
        "butan-2-yl"^^xsd:string,
        "sec-butyl"^^xsd:string,
        "SEC-BUTYL GROUP"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "-CH(CH3)-CH2-CH3"^^xsd:string,
        "but-2-yl"^^xsd:string,
        "CH3-CH2-CH(CH3)-"^^xsd:string,
        "isoleucine side-chain"^^xsd:string,
        "s-butyl"^^xsd:string ;
    oboInOwl:id "CHEBI:45557"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:45571 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1744723"^^xsd:string,
        "CAS:111-14-8"^^xsd:string,
        "DrugBank:DB02938"^^xsd:string,
        "Gmelin:142428"^^xsd:string,
        "HMDB:HMDB0000666"^^xsd:string,
        "KEGG:C17714"^^xsd:string,
        "LIPID_MAPS_instance:LMFA01010007"^^xsd:string,
        "MetaCyc:CPD-7619"^^xsd:string,
        "PDBeChem:SHV"^^xsd:string,
        "PMID:23999410"^^xsd:string,
        "Reaxys:1744723"^^xsd:string,
        "Wikipedia:Heptanoic_acid"^^xsd:string ;
    rdfs:label "heptanoic acid"^^xsd:string ;
    definition: "A C7, straight-chain fatty acid that contributes to the odour of some rancid oils. Used in the preparation of esters for the fragrance industry, and as an additive in cigarettes."^^xsd:string ;
    rdfs:subClassOf CHEBI:39418,
        CHEBI:59554,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:32362 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C7H14O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C7H14O2/c1-2-3-4-5-6-7(8)9/h2-6H2,1H3,(H,8,9)"^^xsd:string ;
    chebi:inchikey "MNWFXJYAOYHMED-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "130.18486"^^xsd:string ;
    chebi:monoisotopicmass "130.09938"^^xsd:string ;
    chebi:smiles "CCCCCCC(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:24519"^^xsd:string,
        "CHEBI:45568"^^xsd:string ;
    oboInOwl:hasExactSynonym "HEPTANOIC ACID"^^xsd:string,
        "heptanoic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "CH3-[CH2]5-COOH"^^xsd:string,
        "enanthic acid"^^xsd:string,
        "enanthylic acid"^^xsd:string,
        "Heptansaeure"^^xsd:string,
        "heptoic acid"^^xsd:string,
        "heptylic acid"^^xsd:string,
        "n-heptanoic acid"^^xsd:string,
        "n-heptoic acid"^^xsd:string,
        "n-heptylic acid"^^xsd:string,
        "oenanthic acid"^^xsd:string,
        "Oenanthsaeure"^^xsd:string,
        "oenanthylic acid"^^xsd:string ;
    oboInOwl:id "CHEBI:45571"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:45652 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1805311"^^xsd:string,
        "CAS:306-40-1"^^xsd:string,
        "Drug_Central:2489"^^xsd:string,
        "DrugBank:DB00202"^^xsd:string,
        "HMDB:HMDB0014347"^^xsd:string,
        "KEGG:C07546"^^xsd:string,
        "PDBeChem:SCK"^^xsd:string,
        "PMID:4032432"^^xsd:string,
        "PMID:6196640"^^xsd:string,
        "PMID:7526642"^^xsd:string,
        "PMID:9435889"^^xsd:string,
        "PMID:11123992"^^xsd:string,
        "PMID:13063382"^^xsd:string,
        "PMID:17667569"^^xsd:string,
        "PMID:23223104"^^xsd:string,
        "PMID:23838346"^^xsd:string,
        "PMID:24018151"^^xsd:string,
        "PMID:29368335"^^xsd:string,
        "Reaxys:1805311"^^xsd:string ;
    rdfs:label "succinylcholine"^^xsd:string ;
    definition: "A quaternary ammonium ion that is the bis-choline ester of succinic acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:35267,
        CHEBI:36181,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:51371 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:88188 ] ;
    chebi:charge "+2"^^xsd:string ;
    chebi:formula "C14H30N2O4"^^xsd:string ;
    chebi:inchi "InChI=1S/C14H30N2O4/c1-15(2,3)9-11-19-13(17)7-8-14(18)20-12-10-16(4,5)6/h7-12H2,1-6H3/q+2"^^xsd:string ;
    chebi:inchikey "AXOIZCJOOAYSMI-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "290.39908"^^xsd:string ;
    chebi:monoisotopicmass "290.21946"^^xsd:string ;
    chebi:smiles "C[N+](C)(C)CCOC(=O)CCC(=O)OCC[N+](C)(C)C"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:9311"^^xsd:string,
        "CHEBI:45650"^^xsd:string,
        "CHEBI:133060"^^xsd:string ;
    oboInOwl:hasExactSynonym "2,2'-[(1,4-dioxobutane-1,4-diyl)bis(oxy)]bis(N,N,N-trimethylethanaminium)"^^xsd:string,
        "Succinylcholine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2,2'-[(1,4-DIOXOBUTANE-1,4-DIYL)BIS(OXY)]BIS(N,N,N-TRIMETHYLETHANAMINIUM)"^^xsd:string,
        "Dicholine succinate"^^xsd:string,
        "Succinocholine"^^xsd:string,
        "Succinoylcholine"^^xsd:string,
        "Succinylbischoline"^^xsd:string,
        "Succinyldicholine"^^xsd:string,
        "Suxamethonium"^^xsd:string,
        "suxamethonium"^^xsd:string ;
    oboInOwl:id "CHEBI:45652"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:45696 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:2121"^^xsd:string ;
    rdfs:label "hydrogensulfate"^^xsd:string ;
    rdfs:subClassOf CHEBI:33482,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:16189 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:26836 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "HO4S"^^xsd:string ;
    chebi:inchi "InChI=1S/H2O4S/c1-5(2,3)4/h(H2,1,2,3,4)/p-1"^^xsd:string ;
    chebi:inchikey "QAOWNCQODCNURD-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "97.07154"^^xsd:string ;
    chebi:monoisotopicmass "96.96010"^^xsd:string ;
    chebi:smiles "[H]OS([O-])(=O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:29199"^^xsd:string,
        "CHEBI:45693"^^xsd:string ;
    oboInOwl:hasExactSynonym "hydrogen(tetraoxidosulfate)(1-)"^^xsd:string,
        "hydrogensulfate"^^xsd:string,
        "hydrogensulfate(1-)"^^xsd:string,
        "hydrogentetraoxosulfate(1-)"^^xsd:string,
        "hydrogentetraoxosulfate(VI)"^^xsd:string,
        "hydroxidotrioxidosulfate(1-)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "[SO3(OH)](-)"^^xsd:string,
        "HSO4(-)"^^xsd:string,
        "HYDROGEN SULFATE"^^xsd:string ;
    oboInOwl:id "CHEBI:45696"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:45725 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:SPERMINE"^^xsd:string,
        "PDBeChem:SPK"^^xsd:string ;
    rdfs:label "spermine(4+)"^^xsd:string ;
    definition: "An ammonium ion obtained by the protonation of all four amino groups of spermine."^^xsd:string ;
    rdfs:subClassOf CHEBI:35274,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:15746 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78675 ] ;
    chebi:charge "+4"^^xsd:string ;
    chebi:formula "C10H30N4"^^xsd:string ;
    chebi:inchi "InChI=1S/C10H26N4/c11-5-3-9-13-7-1-2-8-14-10-4-6-12/h13-14H,1-12H2/p+4"^^xsd:string ;
    chebi:inchikey "PFNFFQXMRSDOHW-UHFFFAOYSA-R"^^xsd:string ;
    chebi:mass "206.37200"^^xsd:string ;
    chebi:monoisotopicmass "206.24485"^^xsd:string ;
    chebi:smiles "[NH3+]CCC[NH2+]CCCC[NH2+]CCC[NH3+]"^^xsd:string ;
    oboInOwl:hasExactSynonym "N,N'-bis(3-ammoniopropyl)butane-1,4-diaminium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "spermine"^^xsd:string,
        "SPERMINE (FULLY PROTONATED FORM)"^^xsd:string,
        "spermine (fully protonated)"^^xsd:string ;
    oboInOwl:id "CHEBI:45725"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:45783 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:7671333"^^xsd:string,
        "CAS:152459-95-5"^^xsd:string,
        "Drug_Central:1423"^^xsd:string,
        "DrugBank:DB00619"^^xsd:string,
        "HMDB:HMDB0014757"^^xsd:string,
        "KEGG:D08066"^^xsd:string,
        "LINCS:LSM-1023"^^xsd:string,
        "Patent:EP564409"^^xsd:string,
        "Patent:US5521184"^^xsd:string,
        "PDBeChem:STI"^^xsd:string,
        "PMID:14660054"^^xsd:string,
        "PMID:14715630"^^xsd:string,
        "PMID:15073101"^^xsd:string,
        "PMID:15170967"^^xsd:string,
        "PMID:15722647"^^xsd:string,
        "PMID:15794712"^^xsd:string,
        "PMID:15966213"^^xsd:string,
        "PMID:16122278"^^xsd:string,
        "PMID:16826359"^^xsd:string,
        "PMID:16983347"^^xsd:string,
        "PMID:17190842"^^xsd:string,
        "PMID:17410337"^^xsd:string,
        "PMID:17457302"^^xsd:string,
        "PMID:17717205"^^xsd:string,
        "PMID:18193246"^^xsd:string,
        "PMID:18216472"^^xsd:string,
        "PMID:18337118"^^xsd:string,
        "PMID:18344535"^^xsd:string,
        "PMID:18376233"^^xsd:string,
        "PMID:18407734"^^xsd:string,
        "PMID:18420270"^^xsd:string,
        "PMID:18423008"^^xsd:string,
        "PMID:18548219"^^xsd:string,
        "PMID:18623899"^^xsd:string,
        "PMID:18780518"^^xsd:string,
        "PMID:18809244"^^xsd:string,
        "PMID:19020005"^^xsd:string,
        "PMID:19052981"^^xsd:string,
        "PMID:19077095"^^xsd:string,
        "PMID:19097599"^^xsd:string,
        "PMID:19182535"^^xsd:string,
        "PMID:19242505"^^xsd:string,
        "PMID:19415889"^^xsd:string,
        "PMID:19527930"^^xsd:string,
        "PMID:19591692"^^xsd:string,
        "PMID:19693287"^^xsd:string,
        "PMID:19749465"^^xsd:string,
        "PMID:19810774"^^xsd:string,
        "PMID:19853594"^^xsd:string,
        "PMID:19920908"^^xsd:string,
        "PMID:22891806"^^xsd:string,
        "PMID:23075630"^^xsd:string,
        "PMID:23183914"^^xsd:string,
        "PMID:23313020"^^xsd:string,
        "PMID:23394269"^^xsd:string,
        "PMID:23480638"^^xsd:string,
        "PMID:23503753"^^xsd:string,
        "PMID:23536338"^^xsd:string,
        "PMID:23574742"^^xsd:string,
        "PMID:23580311"^^xsd:string,
        "PMID:23587588"^^xsd:string,
        "Reaxys:7671333"^^xsd:string,
        "Wikipedia:Imatinib"^^xsd:string ;
    rdfs:label "imatinib"^^xsd:string ;
    definition: "A benzamide obtained by formal condensation of the carboxy group of 4-[(4-methylpiperazin-1-yl)methyl]benzoic acid with the primary aromatic amino group of 4-methyl-N(3)-[4-(pyridin-3-yl)pyrimidin-2-yl]benzene-1,3-diamine. Used (as its mesylate salt) for treatment of chronic myelogenous leukemia and gastrointestinal stromal tumours."^^xsd:string ;
    rdfs:subClassOf CHEBI:22702,
        CHEBI:26421,
        CHEBI:33860,
        CHEBI:39447,
        CHEBI:46920,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:28179 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35610 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38637 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:68495 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C29H31N7O"^^xsd:string ;
    chebi:inchi "InChI=1S/C29H31N7O/c1-21-5-10-25(18-27(21)34-29-31-13-11-26(33-29)24-4-3-12-30-19-24)32-28(37)23-8-6-22(7-9-23)20-36-16-14-35(2)15-17-36/h3-13,18-19H,14-17,20H2,1-2H3,(H,32,37)(H,31,33,34)"^^xsd:string ;
    chebi:inchikey "KTUFNOKKBVMGRW-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "493.60270"^^xsd:string ;
    chebi:monoisotopicmass "493.25901"^^xsd:string ;
    chebi:smiles "CN1CCN(Cc2ccc(cc2)C(=O)Nc2ccc(C)c(Nc3nccc(n3)-c3cccnc3)c2)CC1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:38918"^^xsd:string,
        "CHEBI:45781"^^xsd:string,
        "CHEBI:305376"^^xsd:string ;
    oboInOwl:hasExactSynonym "4-[(4-methylpiperazin-1-yl)methyl]-N-{4-methyl-3-[(4-pyridin-3-ylpyrimidin-2-yl)amino]phenyl}benzamide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "4-(4-METHYL-PIPERAZIN-1-YLMETHYL)-N-[4-METHYL-3-(4-PYRIDIN-3-YL-PYRIMIDIN-2-YLAMINO)-PHENYL]-BENZAMIDE"^^xsd:string,
        "alpha-(4-methyl-1-piperazinyl)-3'-((4-(3-pyridyl)-2-pyrimidinyl)amino)-p-toluidide"^^xsd:string,
        "imatinib"^^xsd:string,
        "STI 571"^^xsd:string ;
    oboInOwl:id "CHEBI:45783"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:45791 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:10775110"^^xsd:string,
        "CAS:17440-81-2"^^xsd:string,
        "Gmelin:26284"^^xsd:string,
        "PDBeChem:TEA"^^xsd:string ;
    rdfs:label "triethylammonium ion"^^xsd:string ;
    definition: "An organoammonium cation having three ethyl substituents on the nitrogen atom."^^xsd:string ;
    rdfs:subClassOf CHEBI:35274 ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C6H16N"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H15N/c1-4-7(5-2)6-3/h4-6H2,1-3H3/p+1"^^xsd:string ;
    chebi:inchikey "ZMANZCXQSJIPKH-UHFFFAOYSA-O"^^xsd:string ;
    chebi:mass "102.19790"^^xsd:string ;
    chebi:monoisotopicmass "102.12773"^^xsd:string ;
    chebi:smiles "CC[NH+](CC)CC"^^xsd:string ;
    oboInOwl:hasExactSynonym "N,N-diethylethanaminium"^^xsd:string,
        "TRIETHYLAMMONIUM ION"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "TEAH"^^xsd:string,
        "Triethylammonium cation"^^xsd:string ;
    oboInOwl:id "CHEBI:45791"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:45924 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:625127"^^xsd:string,
        "CAS:738-70-5"^^xsd:string,
        "Drug_Central:2755"^^xsd:string,
        "DrugBank:DB00440"^^xsd:string,
        "Gmelin:808843"^^xsd:string,
        "HMDB:HMDB0014583"^^xsd:string,
        "KEGG:C01965"^^xsd:string,
        "KEGG:D00145"^^xsd:string,
        "LINCS:LSM-5246"^^xsd:string,
        "PDBeChem:TOP"^^xsd:string,
        "PMID:7602118"^^xsd:string,
        "PMID:8911701"^^xsd:string,
        "PMID:10423629"^^xsd:string,
        "PMID:10969053"^^xsd:string,
        "PMID:11051625"^^xsd:string,
        "PMID:14629008"^^xsd:string,
        "PMID:15203044"^^xsd:string,
        "PMID:16311012"^^xsd:string,
        "PMID:18816075"^^xsd:string,
        "PMID:25111783"^^xsd:string,
        "PMID:25361939"^^xsd:string,
        "PMID:26546758"^^xsd:string,
        "PMID:26566149"^^xsd:string,
        "PMID:26942256"^^xsd:string,
        "PMID:26987772"^^xsd:string,
        "PMID:28166217"^^xsd:string,
        "Reaxys:625127"^^xsd:string,
        "VSDB:1745"^^xsd:string,
        "Wikipedia:Trimethoprim"^^xsd:string ;
    rdfs:label "trimethoprim"^^xsd:string ;
    definition: "An aminopyrimidine antibiotic whose structure consists of pyrimidine 2,4-diamine and 1,2,3-trimethoxybenzene moieties linked by a methylene bridge."^^xsd:string ;
    rdfs:subClassOf CHEBI:38338,
        CHEBI:51683,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35498 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35703 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:36047 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50683 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78298 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:88188 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C14H18N4O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C14H18N4O3/c1-19-10-5-8(6-11(20-2)12(10)21-3)4-9-7-17-14(16)18-13(9)15/h5-7H,4H2,1-3H3,(H4,15,16,17,18)"^^xsd:string ;
    chebi:inchikey "IEDVJHCEMCRBQM-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "290.318"^^xsd:string ;
    chebi:monoisotopicmass "290.13789"^^xsd:string ;
    chebi:smiles "C=1(CC=2C(=NC(N)=NC2)N)C=C(C(OC)=C(C1)OC)OC"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:9731"^^xsd:string,
        "CHEBI:45921"^^xsd:string ;
    oboInOwl:hasExactSynonym "5-(3,4,5-trimethoxybenzyl)pyrimidine-2,4-diamine"^^xsd:string,
        "TRIMETHOPRIM"^^xsd:string,
        "Trimethoprim"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2,4-diamino-5-(3,4,5-trimethoxybenzyl)pyrimidine"^^xsd:string,
        "5-[(3,4,5-trimethoxyphenyl)methyl]-2,4-pyrimidinediamine"^^xsd:string,
        "Proloprim"^^xsd:string,
        "Trimpex"^^xsd:string ;
    oboInOwl:id "CHEBI:45924"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:45951 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:57272"^^xsd:string,
        "CAS:117-89-5"^^xsd:string,
        "Drug_Central:2740"^^xsd:string,
        "DrugBank:DB00831"^^xsd:string,
        "Gmelin:2415561"^^xsd:string,
        "HMDB:HMDB0014969"^^xsd:string,
        "KEGG:C07168"^^xsd:string,
        "KEGG:D08636"^^xsd:string,
        "LINCS:LSM-4010"^^xsd:string,
        "PDBeChem:TFP"^^xsd:string,
        "PMID:1650428"^^xsd:string,
        "PMID:7404501"^^xsd:string,
        "PMID:9730919"^^xsd:string,
        "PMID:11121417"^^xsd:string,
        "PMID:14974020"^^xsd:string,
        "PMID:15722405"^^xsd:string,
        "PMID:19277699"^^xsd:string,
        "PMID:19747949"^^xsd:string,
        "PMID:20544963"^^xsd:string,
        "Reaxys:57272"^^xsd:string,
        "Wikipedia:Trifluoperazine"^^xsd:string ;
    rdfs:label "trifluoperazine"^^xsd:string ;
    definition: "A member of the class of phenothiazines that is  phenothiazine having a trifluoromethyl subsitituent at the 2-position and a 3-(4-methylpiperazin-1-yl)propyl group at the N-10 position."^^xsd:string ;
    rdfs:subClassOf CHEBI:37143,
        CHEBI:38093,
        CHEBI:46920,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37930 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48561 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50919 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77402 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:86385 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:130181 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C21H24F3N3S"^^xsd:string ;
    chebi:inchi "InChI=1S/C21H24F3N3S/c1-25-11-13-26(14-12-25)9-4-10-27-17-5-2-3-6-19(17)28-20-8-7-16(15-18(20)27)21(22,23)24/h2-3,5-8,15H,4,9-14H2,1H3"^^xsd:string ;
    chebi:inchikey "ZEWQUBUPAILYHI-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "407.49669"^^xsd:string ;
    chebi:monoisotopicmass "407.16430"^^xsd:string ;
    chebi:smiles "CN1CCN(CCCN2c3ccccc3Sc3ccc(cc23)C(F)(F)F)CC1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:9709"^^xsd:string,
        "CHEBI:45949"^^xsd:string ;
    oboInOwl:hasExactSynonym "10-[3-(4-methylpiperazin-1-yl)propyl]-2-(trifluoromethyl)-10H-phenothiazine"^^xsd:string,
        "Trifluoperazine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "10-[3-(4-methyl-1-piperazinyl)propyl]-2-(trifluoromethyl)-10H-phenothiazine"^^xsd:string,
        "10-[3-(4-METHYL-PIPERAZIN-1-YL)-PROPYL]-2-TRIFLUOROMETHYL-10H-PHENOTHIAZINE"^^xsd:string,
        "trifluoperazina"^^xsd:string,
        "trifluoperazine"^^xsd:string,
        "trifluoperazinum"^^xsd:string,
        "trifluoromethyl-10-(3'-(1-methyl-4-piperazinyl)propyl)phenothiazine"^^xsd:string,
        "trifluoroperazine"^^xsd:string,
        "trifluperazine"^^xsd:string ;
    oboInOwl:id "CHEBI:45951"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:45979 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:611403"^^xsd:string,
        "CAS:148-79-8"^^xsd:string,
        "Drug_Central:2621"^^xsd:string,
        "DrugBank:DB00730"^^xsd:string,
        "HMDB:HMDB0014868"^^xsd:string,
        "KEGG:D00372"^^xsd:string,
        "LINCS:LSM-3741"^^xsd:string,
        "MetaCyc:THIABENDAZOLE"^^xsd:string,
        "Patent:US3017415"^^xsd:string,
        "PDBeChem:TMG"^^xsd:string,
        "Pesticides:thiabendazole"^^xsd:string,
        "PMID:9009055"^^xsd:string,
        "PMID:11226373"^^xsd:string,
        "PMID:13900465"^^xsd:string,
        "PMID:23790859"^^xsd:string,
        "PPDB:629"^^xsd:string,
        "Reaxys:611403"^^xsd:string,
        "VSDB:629"^^xsd:string,
        "Wikipedia:Thiabendazole"^^xsd:string ;
    rdfs:label "thiabendazole"^^xsd:string ;
    definition: "A member of the class of benzimidazoles carrying a 1,3-thiazol-4-yl substituent at position 2. A mainly post-harvest fungicide used to control a wide range of diseases including Aspergillus, Botrytis, Cladosporium and Fusarium."^^xsd:string ;
    rdfs:subClassOf CHEBI:38418,
        CHEBI:87036,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:41275 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35444 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:86328 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C10H7N3S"^^xsd:string ;
    chebi:inchi "InChI=1S/C10H7N3S/c1-2-4-8-7(3-1)12-10(13-8)9-5-14-6-11-9/h1-6H,(H,12,13)"^^xsd:string ;
    chebi:inchikey "WJCNZQLZVWNLKY-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "201.24800"^^xsd:string ;
    chebi:monoisotopicmass "201.03607"^^xsd:string ;
    chebi:smiles "c1nc(cs1)-c1nc2ccccc2[nH]1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:9526"^^xsd:string,
        "CHEBI:45977"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-(1,3-thiazol-4-yl)-1H-benzimidazole"^^xsd:string,
        "Thiabendazole"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-(1,3-THIAZOL-4-YL)-1H-BENZIMIDAZOLE"^^xsd:string,
        "2-(1,3-thiazol-4-yl)benzimidazole"^^xsd:string,
        "2-(4-thiazolyl)-1H-benzimidazole"^^xsd:string,
        "2-(thiazol-4-yl)benzimidazole"^^xsd:string,
        "4-(2-benzimidazolyl)thiazole"^^xsd:string,
        "Equizole"^^xsd:string,
        "Mintezol"^^xsd:string,
        "MK 360"^^xsd:string,
        "TBZ"^^xsd:string,
        "Thibenzole"^^xsd:string,
        "Tiabendazole"^^xsd:string ;
    oboInOwl:id "CHEBI:45979"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:45980 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:147610"^^xsd:string,
        "CAS:321-64-2"^^xsd:string,
        "Drug_Central:2551"^^xsd:string,
        "DrugBank:DB00382"^^xsd:string,
        "KEGG:C01453"^^xsd:string,
        "KEGG:D08555"^^xsd:string,
        "LINCS:LSM-5871"^^xsd:string,
        "PDBeChem:THA"^^xsd:string,
        "PMID:7866482"^^xsd:string,
        "PMID:10817586"^^xsd:string,
        "PMID:24560791"^^xsd:string,
        "Reaxys:147610"^^xsd:string,
        "Wikipedia:Tacrine"^^xsd:string ;
    rdfs:label "tacrine"^^xsd:string ;
    definition: "A member of the class of acridines that is 1,2,3,4-tetrahydroacridine substituted by an amino group at position 9. It is used in the treatment of Alzheimer's disease."^^xsd:string ;
    rdfs:subClassOf CHEBI:22213,
        CHEBI:33860,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:187896 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38462 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C13H14N2"^^xsd:string ;
    chebi:inchi "InChI=1S/C13H14N2/c14-13-9-5-1-3-7-11(9)15-12-8-4-2-6-10(12)13/h1,3,5,7H,2,4,6,8H2,(H2,14,15)"^^xsd:string ;
    chebi:inchikey "YLJREFDVOIBQDA-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "198.26374"^^xsd:string ;
    chebi:monoisotopicmass "198.11570"^^xsd:string ;
    chebi:smiles "Nc1c2CCCCc2nc2ccccc12"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:9389"^^xsd:string,
        "CHEBI:45978"^^xsd:string ;
    oboInOwl:hasExactSynonym "1,2,3,4-tetrahydroacridin-9-amine"^^xsd:string,
        "TACRINE"^^xsd:string,
        "Tacrine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1,2,3,4-tetrahydro-9-acridinamine"^^xsd:string,
        "1,2,3,4-tetrahydro-9-aminoacridine"^^xsd:string,
        "5-amino-6,7,8,9-tetrahydroacridine"^^xsd:string,
        "9-amino-1,2,3,4-tetrahydroacridine"^^xsd:string,
        "tetrahydroaminacrine"^^xsd:string ;
    oboInOwl:id "CHEBI:45980"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:46077 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:605619"^^xsd:string,
        "CAS:63598-71-0"^^xsd:string,
        "Gmelin:323206"^^xsd:string,
        "PDBeChem:TRI"^^xsd:string ;
    rdfs:label "4H-1,2,4-triazole"^^xsd:string ;
    rdfs:subClassOf CHEBI:35560,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:35550 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:35561 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C2H3N3"^^xsd:string ;
    chebi:inchi "InChI=1S/C2H3N3/c1-3-2-5-4-1/h1-2H,(H,3,4,5)"^^xsd:string ;
    chebi:inchikey "NSPMIYGKQJPBQR-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "69.06544"^^xsd:string ;
    chebi:monoisotopicmass "69.03270"^^xsd:string ;
    chebi:smiles "c1nnc[nH]1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:35548"^^xsd:string,
        "CHEBI:46076"^^xsd:string ;
    oboInOwl:hasExactSynonym "4H-1,2,4-triazole"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1,2,4-TRIAZOLE"^^xsd:string ;
    oboInOwl:id "CHEBI:46077"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:46081 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:4269710"^^xsd:string,
        "CAS:86386-73-4"^^xsd:string,
        "Drug_Central:1187"^^xsd:string,
        "DrugBank:DB00196"^^xsd:string,
        "HMDB:HMDB0014342"^^xsd:string,
        "KEGG:D00322"^^xsd:string,
        "LINCS:LSM-2106"^^xsd:string,
        "Patent:GB2099818"^^xsd:string,
        "Patent:US4404216"^^xsd:string,
        "PDBeChem:TPF"^^xsd:string,
        "PMID:11366931"^^xsd:string,
        "PMID:16822276"^^xsd:string,
        "PMID:23171950"^^xsd:string,
        "PMID:23793863"^^xsd:string,
        "Reaxys:7311650"^^xsd:string,
        "Wikipedia:Fluconazole"^^xsd:string ;
    rdfs:label "fluconazole"^^xsd:string ;
    definition: "A member of the class of  triazoles that is propan-2-ol substituted at position 1 and 3 by 1H-1,2,4-triazol-1-yl groups and at position 2 by a 2,4-difluorophenyl group. It is an antifungal drug used for the treatment of mucosal candidiasis and for systemic infections including systemic candidiasis, coccidioidomycosis, and cryptococcosis."^^xsd:string ;
    rdfs:subClassOf CHEBI:26878,
        CHEBI:38582,
        CHEBI:87071,
        CHEBI:87101,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:38584 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:35550 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35703 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50183 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78298 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C13H12F2N6O"^^xsd:string ;
    chebi:inchi "InChI=1S/C13H12F2N6O/c14-10-1-2-11(12(15)3-10)13(22,4-20-8-16-6-18-20)5-21-9-17-7-19-21/h1-3,6-9,22H,4-5H2"^^xsd:string ;
    chebi:inchikey "RFHAOTPXVQNOHP-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "306.27080"^^xsd:string ;
    chebi:monoisotopicmass "306.10407"^^xsd:string ;
    chebi:smiles "OC(Cn1cncn1)(Cn1cncn1)c1ccc(F)cc1F"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:5099"^^xsd:string,
        "CHEBI:46079"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-(2,4-difluorophenyl)-1,3-bis-(1H-1,2,4-triazol-1-yl)propan-2-ol"^^xsd:string,
        "fluconazole"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2,4-difluoro-alpha,alpha-bis(1H-1,2,4-triazol-1-ylmethyl)benzyl alcohol"^^xsd:string,
        "2-(2,4-DIFLUOROPHENYL)-1,3-DI(1H-1,2,4-TRIAZOL-1-YL)PROPAN-2-OL"^^xsd:string,
        "Biozole"^^xsd:string,
        "Diflucan"^^xsd:string,
        "Elazor"^^xsd:string,
        "fluconazol"^^xsd:string,
        "fluconazole"^^xsd:string,
        "fluconazolum"^^xsd:string,
        "Triflucan"^^xsd:string ;
    oboInOwl:id "CHEBI:46081"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:46149 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:423400"^^xsd:string,
        "CAS:88-89-1"^^xsd:string,
        "Drug_Central:4626"^^xsd:string,
        "DrugBank:DB03651"^^xsd:string,
        "Gmelin:5312"^^xsd:string,
        "MetaCyc:CPD-17566"^^xsd:string,
        "PDBeChem:TNF"^^xsd:string,
        "PMID:9317162"^^xsd:string,
        "Reaxys:423400"^^xsd:string,
        "Wikipedia:Picric_acid"^^xsd:string ;
    rdfs:label "picric acid"^^xsd:string ;
    definition: "A C-nitro compound comprising phenol having three nitro substtituents at the 2-, 4- and 6-positions."^^xsd:string ;
    rdfs:subClassOf CHEBI:35716,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:15882 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:48113 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:86297 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48218 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50913 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:63490 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H3N3O7"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H3N3O7/c10-6-4(8(13)14)1-3(7(11)12)2-5(6)9(15)16/h1-2,10H"^^xsd:string ;
    chebi:inchikey "OXNIZHLAWKMVMX-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "229.10390"^^xsd:string ;
    chebi:monoisotopicmass "228.99710"^^xsd:string ;
    chebi:smiles "Oc1c(cc(cc1[N+]([O-])=O)[N+]([O-])=O)[N+]([O-])=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:32972"^^xsd:string,
        "CHEBI:46148"^^xsd:string ;
    oboInOwl:hasExactSynonym "2,4,6-trinitrophenol"^^xsd:string,
        "PICRIC ACID"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-hydroxy-1,3,5-trinitrobenzene"^^xsd:string,
        "acide picrique"^^xsd:string,
        "C.I. 10305"^^xsd:string,
        "CI 10305"^^xsd:string,
        "Pikrinsaeure"^^xsd:string,
        "TNP"^^xsd:string ;
    oboInOwl:id "CHEBI:46149"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:46209 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:CPD-21526"^^xsd:string,
        "PDBeChem:TYB"^^xsd:string,
        "PMID:23281040"^^xsd:string ;
    rdfs:label "L-tyrosinal"^^xsd:string ;
    definition: "An amino aldehyde that is L-tyrosine in which the carboxy group has undergone formal redution to give the corrresponding aldehyde"^^xsd:string ;
    rdfs:subClassOf CHEBI:22492,
        CHEBI:33853,
        CHEBI:50994,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:141668 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C9H11NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C9H11NO2/c10-8(6-11)5-7-1-3-9(12)4-2-7/h1-4,6,8,12H,5,10H2/t8-/m0/s1"^^xsd:string ;
    chebi:inchikey "DXGAIOIQACHYRK-QMMMGPOBSA-N"^^xsd:string ;
    chebi:mass "165.189"^^xsd:string ;
    chebi:monoisotopicmass "165.07898"^^xsd:string ;
    chebi:smiles "O=C[C@@H](N)CC=1C=CC(=CC1)O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:46188"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2S)-2-amino-3-(4-hydroxyphenyl)propanal"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2S)-2-amino-3-(p-hydroxyphenyl)propanal"^^xsd:string,
        "L-tyr aldehyde"^^xsd:string,
        "TYROSINAL"^^xsd:string ;
    oboInOwl:id "CHEBI:46209"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:46295 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:9967331"^^xsd:string,
        "CAS:224785-90-4"^^xsd:string,
        "Drug_Central:2809"^^xsd:string,
        "DrugBank:DB00862"^^xsd:string,
        "KEGG:D08668"^^xsd:string,
        "LINCS:LSM-2292"^^xsd:string,
        "PDBeChem:VDN"^^xsd:string,
        "PMID:19949666"^^xsd:string,
        "PMID:19959201"^^xsd:string,
        "PMID:20859794"^^xsd:string,
        "PMID:20925442"^^xsd:string,
        "PMID:21209618"^^xsd:string,
        "PMID:21235726"^^xsd:string,
        "PMID:21290241"^^xsd:string,
        "PMID:21427994"^^xsd:string,
        "PMID:21496853"^^xsd:string,
        "PMID:21548209"^^xsd:string,
        "PMID:21552528"^^xsd:string,
        "PMID:21771280"^^xsd:string,
        "PMID:21883954"^^xsd:string,
        "PMID:21943935"^^xsd:string,
        "PMID:21950284"^^xsd:string,
        "Reaxys:9967331"^^xsd:string,
        "Wikipedia:Vardenafil"^^xsd:string ;
    rdfs:label "vardenafil"^^xsd:string ;
    definition: "The sulfonamide resulting from formal condensation of the sulfo group of 4-ethoxy-3-(5-methyl-7-propylimidazo[5,1-f][1,2,4]triazin-4(1H)-one-2-yl)benzenesulfonic acid and the secondary amino group of 4-ethylpiperazine."^^xsd:string ;
    rdfs:subClassOf CHEBI:46845,
        CHEBI:46906,
        CHEBI:46918,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35620 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50218 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C23H32N6O4S"^^xsd:string ;
    chebi:inchi "InChI=1S/C23H32N6O4S/c1-5-8-20-24-16(4)21-23(30)25-22(26-29(20)21)18-15-17(9-10-19(18)33-7-3)34(31,32)28-13-11-27(6-2)12-14-28/h9-10,15H,5-8,11-14H2,1-4H3,(H,25,26,30)"^^xsd:string ;
    chebi:inchikey "SECKRCOLJRRGGV-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "488.60300"^^xsd:string ;
    chebi:monoisotopicmass "488.22057"^^xsd:string ;
    chebi:smiles "CCCc1nc(C)c2n1[nH]c(nc2=O)-c1cc(ccc1OCC)S(=O)(=O)N1CCN(CC)CC1"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-{2-ethoxy-5-[(4-ethylpiperazin-1-yl)sulfonyl]phenyl}-5-methyl-7-propylimidazo[5,1-f][1,2,4]triazin-4(1H)-one"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-{2-ETHOXY-5-[(4-ETHYLPIPERAZIN-1-YL)SULFONYL]PHENYL}-5-METHYL-7-PROPYLIMIDAZO[5,1-F][1,2,4]TRIAZIN-4(1H)-ONE"^^xsd:string,
        "Levitra"^^xsd:string ;
    oboInOwl:id "CHEBI:46295"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:46570 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1217242"^^xsd:string,
        "CAS:32771-64-5"^^xsd:string,
        "HMDB:HMDB0012204"^^xsd:string,
        "KEGG:C15545"^^xsd:string,
        "KNApSAcK:C00007325"^^xsd:string,
        "MetaCyc:CPD-4441"^^xsd:string,
        "PDBeChem:ZEZ"^^xsd:string,
        "PMID:11331778"^^xsd:string,
        "PMID:12644686"^^xsd:string,
        "PMID:16592126"^^xsd:string,
        "PMID:18718563"^^xsd:string,
        "PMID:31230346"^^xsd:string,
        "Reaxys:1217242"^^xsd:string ;
    rdfs:label "cis-zeatin"^^xsd:string ;
    definition: "The cis-isomer of zeatin."^^xsd:string ;
    rdfs:subClassOf CHEBI:15333,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C10H13N5O"^^xsd:string ;
    chebi:inchi "InChI=1S/C10H13N5O/c1-7(4-16)2-3-11-9-8-10(13-5-12-8)15-6-14-9/h2,5-6,16H,3-4H2,1H3,(H2,11,12,13,14,15)/b7-2-"^^xsd:string ;
    chebi:inchikey "UZKQTCBAMSWPJD-UQCOIBPSSA-N"^^xsd:string ;
    chebi:mass "219.24332"^^xsd:string ;
    chebi:monoisotopicmass "219.11201"^^xsd:string ;
    chebi:smiles "C\\C(CO)=C\\CNc1ncnc2[nH]cnc12"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:12800"^^xsd:string,
        "CHEBI:46569"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2Z)-2-methyl-4-(9H-purin-6-ylamino)but-2-en-1-ol"^^xsd:string,
        "cis-zeatin"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2Z)-2-methyl-4-(9H-purin-6-ylamino)-2-buten-1-ol"^^xsd:string,
        "(Z)-2-Methyl-4-(1H-purin-6-ylamino)but-2-en-1-ol"^^xsd:string ;
    oboInOwl:id "CHEBI:46570"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:46629 a owl:Class ;
    oboInOwl:hasDbXref "PDBeChem:O"^^xsd:string ;
    rdfs:label "oxo group"^^xsd:string ;
    rdfs:subClassOf CHEBI:33246 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "O"^^xsd:string ;
    chebi:mass "15.99940"^^xsd:string ;
    chebi:monoisotopicmass "15.99491"^^xsd:string ;
    chebi:smiles "O=*"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:29353"^^xsd:string,
        "CHEBI:44607"^^xsd:string ;
    oboInOwl:hasExactSynonym "oxo"^^xsd:string,
        "OXO GROUP"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "=O"^^xsd:string ;
    oboInOwl:id "CHEBI:46629"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:46630 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:775084"^^xsd:string,
        "CAS:608-31-1"^^xsd:string,
        "Gmelin:201088"^^xsd:string ;
    rdfs:label "2,6-dichloroaniline"^^xsd:string ;
    rdfs:subClassOf CHEBI:23696 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H5Cl2N"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H5Cl2N/c7-4-2-1-3-5(8)6(4)9/h1-3H,9H2"^^xsd:string ;
    chebi:inchikey "JDMFXJULNGEPOI-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "162.01604"^^xsd:string ;
    chebi:monoisotopicmass "160.97990"^^xsd:string ;
    chebi:smiles "Nc1c(Cl)cccc1Cl"^^xsd:string ;
    oboInOwl:hasExactSynonym "2,6-dichloroaniline"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2,6-Dichloranilin"^^xsd:string,
        "2,6-dichlorobenzenamine"^^xsd:string ;
    oboInOwl:id "CHEBI:46630"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:46631 a owl:Class ;
    oboInOwl:hasDbXref "CAS:4205-90-7"^^xsd:string,
        "DrugBank:DB00575"^^xsd:string,
        "Patent:US3202660"^^xsd:string,
        "PMID:11682401"^^xsd:string,
        "PMID:15883756"^^xsd:string,
        "PMID:16863391"^^xsd:string,
        "PMID:18986614"^^xsd:string,
        "PMID:19328116"^^xsd:string,
        "PMID:21399902"^^xsd:string,
        "PMID:21525113"^^xsd:string ;
    rdfs:label "clonidine"^^xsd:string ;
    rdfs:subClassOf CHEBI:23697,
        CHEBI:24436,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:46630 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35481 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35569 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35674 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:66991 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C9H9Cl2N3"^^xsd:string ;
    chebi:mass "230.094"^^xsd:string ;
    chebi:monoisotopicmass "229.01735"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Catapres-TTS"^^xsd:string,
        "Catarpres-TTS"^^xsd:string,
        "Clonidin"^^xsd:string,
        "clonidina"^^xsd:string,
        "clonidine"^^xsd:string,
        "clonidinum"^^xsd:string ;
    oboInOwl:id "CHEBI:46631"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:46633 a owl:Class ;
    oboInOwl:hasDbXref "PMID:18076336"^^xsd:string,
        "PMID:19199922"^^xsd:string,
        "PMID:19610642"^^xsd:string,
        "PMID:19617229"^^xsd:string,
        "PMID:19929840"^^xsd:string,
        "PMID:21859938"^^xsd:string,
        "Wikipedia:Carbapenem"^^xsd:string ;
    rdfs:label "carbapenems"^^xsd:string ;
    definition: "The class of beta-lactam antibiotics that whose members have a carbapenem skeleton which is variously substituted at positions 3, 4, and 6."^^xsd:string ;
    rdfs:subClassOf CHEBI:27171,
        CHEBI:27933,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:33282 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C7H4NO3R3"^^xsd:string ;
    chebi:mass "150.112"^^xsd:string ;
    chebi:monoisotopicmass "150.01912"^^xsd:string ;
    chebi:smiles "[H][C@@]12C([*])C(=O)N1C(C(O)=O)=C([*])C2[*]"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:46633"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:46634 a owl:Class ;
    rdfs:label "carbapenemcarboxylic acid"^^xsd:string ;
    rdfs:subClassOf CHEBI:25384,
        CHEBI:46633 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "carbapenemcarboxylic acids"^^xsd:string ;
    oboInOwl:id "CHEBI:46634"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:46643 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1699518"^^xsd:string,
        "CAS:542-56-3"^^xsd:string,
        "Gmelin:164413"^^xsd:string ;
    rdfs:label "isobutyl nitrite"^^xsd:string ;
    rdfs:subClassOf CHEBI:46649,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:46645 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C4H9NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C4H9NO2/c1-4(2)3-7-5-6/h4H,3H2,1-2H3"^^xsd:string ;
    chebi:inchikey "APNSGVMLAYLYCT-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "103.11980"^^xsd:string ;
    chebi:monoisotopicmass "103.06333"^^xsd:string ;
    chebi:smiles "CC(C)CON=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-methylpropyl nitrite"^^xsd:string,
        "isobutyl nitrite"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "IBN"^^xsd:string,
        "Isobutylnitrit"^^xsd:string,
        "nitrous acid, 2-methylpropyl ester"^^xsd:string,
        "nitrous acid, isobutyl ester"^^xsd:string ;
    oboInOwl:id "CHEBI:46643"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:46645 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1730878"^^xsd:string,
        "CAS:78-83-1"^^xsd:string,
        "Gmelin:49282"^^xsd:string,
        "HMDB:HMDB0006006"^^xsd:string,
        "KEGG:C14710"^^xsd:string,
        "PMID:24305546"^^xsd:string,
        "PMID:24430208"^^xsd:string,
        "Reaxys:1730878"^^xsd:string,
        "Wikipedia:Isobutanol"^^xsd:string,
        "YMDB:YMDB00573"^^xsd:string ;
    rdfs:label "isobutanol"^^xsd:string ;
    definition: "An alkyl alcohol that is propan-1-ol substituted by a methyl group at position 2."^^xsd:string ;
    rdfs:subClassOf CHEBI:15734,
        CHEBI:50584,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:30363 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C4H10O"^^xsd:string ;
    chebi:inchi "InChI=1S/C4H10O/c1-4(2)3-5/h4-5H,3H2,1-2H3"^^xsd:string ;
    chebi:inchikey "ZXEKIIBDNHEJCQ-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "74.12160"^^xsd:string ;
    chebi:monoisotopicmass "74.07316"^^xsd:string ;
    chebi:smiles "CC(C)CO"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-methylpropan-1-ol"^^xsd:string,
        "isobutanol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-Hydroxymethylpropane"^^xsd:string,
        "1-hydroxymethylpropane"^^xsd:string,
        "2-Methyl-1-propanol"^^xsd:string,
        "2-methyl-1-propanol"^^xsd:string,
        "2-methylpropanol"^^xsd:string,
        "i-Butanol"^^xsd:string,
        "i-Butyl alcohol"^^xsd:string,
        "IBA"^^xsd:string,
        "iso-butyl alcohol"^^xsd:string,
        "iso-C4H9OH"^^xsd:string,
        "isobutyl alcohol"^^xsd:string,
        "Isobutylalkohol"^^xsd:string,
        "isopropylcarbinol"^^xsd:string ;
    oboInOwl:id "CHEBI:46645"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:46649 a owl:Class ;
    rdfs:label "nitrite esters"^^xsd:string ;
    rdfs:subClassOf CHEBI:25549 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:46649"^^xsd:string ;
    oboInOwl:inSubset chebi2:1_STAR .

CHEBI:46662 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Mineral"^^xsd:string ;
    rdfs:label "mineral"^^xsd:string ;
    definition: "In general, a mineral is a chemical substance that is normally crystalline formed and has been formed as a result of geological processes. The term also includes metamict substances (naturally occurring, formerly crystalline substances whose crystallinity has been destroyed by ionising radiation) and can include naturally occurring amorphous substances that have never been crystalline ('mineraloids') such as georgite and calciouranoite as well as substances formed by the action of geological processes on bigenic compounds ('biogenic minerals')."^^xsd:string ;
    rdfs:subClassOf CHEBI:59999 ;
    oboInOwl:hasExactSynonym "mineral"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Minerale"^^xsd:string,
        "minerales"^^xsd:string,
        "minerals"^^xsd:string,
        "mineraux"^^xsd:string ;
    oboInOwl:id "CHEBI:46662"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:46668 a owl:Class ;
    rdfs:label "amino acid ester"^^xsd:string ;
    definition: "Any  carboxylic ester derivative of an amino acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:33308,
        CHEBI:83821 ;
    oboInOwl:hasExactSynonym "amino acid ester"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "amino acid esters"^^xsd:string ;
    oboInOwl:id "CHEBI:46668"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:46686 a owl:Class ;
    rdfs:label "azaalkane"^^xsd:string ;
    rdfs:subClassOf CHEBI:50047 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "azaalkanes"^^xsd:string ;
    oboInOwl:id "CHEBI:46686"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:46690 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:98529"^^xsd:string,
        "CAS:83-60-3"^^xsd:string,
        "LINCS:LSM-2712"^^xsd:string ;
    rdfs:label "reserpic acid"^^xsd:string ;
    rdfs:subClassOf CHEBI:27358 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C22H28N2O5"^^xsd:string ;
    chebi:inchi "InChI=1S/C22H28N2O5/c1-28-12-3-4-13-14-5-6-24-10-11-7-18(25)21(29-2)19(22(26)27)15(11)9-17(24)20(14)23-16(13)8-12/h3-4,8,11,15,17-19,21,23,25H,5-7,9-10H2,1-2H3,(H,26,27)/t11-,15+,17-,18-,19+,21+/m1/s1"^^xsd:string ;
    chebi:inchikey "JVHNBFFHWQQPLL-WOXROFTLSA-N"^^xsd:string ;
    chebi:mass "400.46820"^^xsd:string ;
    chebi:monoisotopicmass "400.19982"^^xsd:string ;
    chebi:smiles "[H][C@]12C[C@@H](O)[C@H](OC)[C@@H](C(O)=O)[C@@]1([H])C[C@@]1([H])N(CCc3c1[nH]c1cc(OC)ccc31)C2"^^xsd:string ;
    oboInOwl:hasExactSynonym "(3beta,16beta,17alpha,18beta,20alpha)-18-hydroxy-11,17-dimethoxyyohimban-16-carboxylic acid"^^xsd:string,
        "reserpic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "18beta-hydroxy-11,17alpha-dimethoxy-3beta,20alpha-yohimban-16beta-carboxylic acid"^^xsd:string,
        "reserpinolic acid"^^xsd:string ;
    oboInOwl:id "CHEBI:46690"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:46695 a owl:Class ;
    rdfs:label "fluorohydrocarbon"^^xsd:string ;
    definition: "A compound derived from a hydrocarbon by replacing one or more hydrogen atoms with fluorine atoms."^^xsd:string ;
    rdfs:subClassOf CHEBI:24472,
        CHEBI:37143 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "FKW"^^xsd:string,
        "Fluorkohlenwasserstoffe"^^xsd:string,
        "fluorohydrocarbons"^^xsd:string,
        "HFC"^^xsd:string ;
    oboInOwl:id "CHEBI:46695"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:46700 a owl:Class ;
    rdfs:label "benzoxazole"^^xsd:string ;
    definition: "Compounds based on a fused 1,2- or 1,3-oxazole and benzene bicyclic ring skeleton."^^xsd:string ;
    rdfs:subClassOf CHEBI:27171,
        CHEBI:38101,
        CHEBI:38104 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "benzoxazoles"^^xsd:string ;
    oboInOwl:id "CHEBI:46700"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:46701 a owl:Class ;
    rdfs:label "pyrrolidinemonocarboxylic acid"^^xsd:string ;
    rdfs:subClassOf CHEBI:25384,
        CHEBI:46767 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "pyrrolidinemonocarboxylic acids"^^xsd:string ;
    oboInOwl:id "CHEBI:46701"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:46714 a owl:Class ;
    rdfs:label "halide mineral"^^xsd:string ;
    rdfs:subClassOf CHEBI:33958,
        CHEBI:46662 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "halide minerals"^^xsd:string,
        "halides"^^xsd:string ;
    oboInOwl:id "CHEBI:46714"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:46721 a owl:Class ;
    rdfs:label "carbonate salt"^^xsd:string ;
    rdfs:subClassOf CHEBI:23016,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:41609 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "carbonate salts"^^xsd:string ;
    oboInOwl:id "CHEBI:46721"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:46722 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Carbonate_ester"^^xsd:string ;
    rdfs:label "carbonate ester"^^xsd:string ;
    definition: "Any carbonate that is carbonic acid in which the hydrogens have been replaced by organyl groups."^^xsd:string ;
    rdfs:subClassOf CHEBI:23016,
        CHEBI:33308 ;
    oboInOwl:hasExactSynonym "carbonate ester"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:46722"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:46746 a owl:Class ;
    oboInOwl:hasDbXref "DrugBank:DB04797"^^xsd:string ;
    rdfs:label "triazolopyridine"^^xsd:string ;
    rdfs:subClassOf CHEBI:27171,
        CHEBI:38101 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "triazolopyridines"^^xsd:string ;
    oboInOwl:id "CHEBI:46746"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:46755 a owl:Class ;
    rdfs:label "2-[4-(2-hydroxyethyl)piperazin-4-ium-1-yl]ethanesulfonate"^^xsd:string ;
    definition: "A HEPES that is ethanesulfonate substituted by a 4-(2-hydroxyethyl)piperazin-4-ium-1-yl group at position 2."^^xsd:string ;
    rdfs:subClassOf CHEBI:46756,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:46757 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:42334 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C8H18N2O4S"^^xsd:string ;
    chebi:inchi "InChI=1S/C8H18N2O4S/c11-7-5-9-1-3-10(4-2-9)6-8-15(12,13)14/h11H,1-8H2,(H,12,13,14)"^^xsd:string ;
    chebi:inchikey "JKMHFZQWWAIEOD-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "238.30560"^^xsd:string ;
    chebi:monoisotopicmass "238.09873"^^xsd:string ;
    chebi:smiles "[H][N+]1(CCO)CCN(CC1)CCS([O-])(=O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-[4-(2-hydroxyethyl)piperazin-4-ium-1-yl]ethanesulfonate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:46755"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:46756 a owl:Class ;
    rdfs:label "HEPES"^^xsd:string ;
    rdfs:subClassOf CHEBI:46851,
        CHEBI:46852,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:39011 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:46756"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:46757 a owl:Class ;
    rdfs:label "2-[4-(2-hydroxyethyl)piperazin-1-yl]ethanesulfonate"^^xsd:string ;
    rdfs:subClassOf CHEBI:46756,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:42334 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:46755 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C8H17N2O4S"^^xsd:string ;
    chebi:inchi "InChI=1S/C8H18N2O4S/c11-7-5-9-1-3-10(4-2-9)6-8-15(12,13)14/h11H,1-8H2,(H,12,13,14)/p-1"^^xsd:string ;
    chebi:inchikey "JKMHFZQWWAIEOD-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "237.29766"^^xsd:string ;
    chebi:monoisotopicmass "237.09145"^^xsd:string ;
    chebi:smiles "OCCN1CCN(CC1)CCS([O-])(=O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-[4-(2-hydroxyethyl)piperazin-1-yl]ethanesulfonate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:46757"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:46761 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C00107"^^xsd:string ;
    rdfs:label "dipeptide"^^xsd:string ;
    definition: "Any molecule that contains two amino-acid residues connected by peptide linkages."^^xsd:string ;
    rdfs:subClassOf CHEBI:25676,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:90799 ] ;
    oboInOwl:hasAlternativeId "CHEBI:4634"^^xsd:string,
        "CHEBI:23835"^^xsd:string ;
    oboInOwl:hasExactSynonym "Dipeptide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Dipeptid"^^xsd:string,
        "dipeptides"^^xsd:string ;
    oboInOwl:id "CHEBI:46761"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:46766 a owl:Class ;
    rdfs:label "N-acylpyrrolidine"^^xsd:string ;
    rdfs:subClassOf CHEBI:32988,
        CHEBI:38260 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "N-acylpyrrolidines"^^xsd:string ;
    oboInOwl:id "CHEBI:46766"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:46767 a owl:Class ;
    rdfs:label "pyrrolidinecarboxylic acid"^^xsd:string ;
    rdfs:subClassOf CHEBI:33575,
        CHEBI:38260 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "pyrrolidinecarboxylic acids"^^xsd:string ;
    oboInOwl:id "CHEBI:46767"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:46770 a owl:Class ;
    rdfs:label "pyrrolidinecarboxamide"^^xsd:string ;
    rdfs:subClassOf CHEBI:29347,
        CHEBI:38260 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "pyrrolidinecarboxamides"^^xsd:string ;
    oboInOwl:id "CHEBI:46770"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:46774 a owl:Class ;
    rdfs:label "polyether"^^xsd:string ;
    definition: "Any ether that contains more than one ether linkage."^^xsd:string ;
    rdfs:subClassOf CHEBI:25698 ;
    oboInOwl:hasExactSynonym "polyether"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "polyethers"^^xsd:string ;
    oboInOwl:id "CHEBI:46774"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:46775 a owl:Class ;
    rdfs:label "N-alkylpyrrolidine"^^xsd:string ;
    rdfs:subClassOf CHEBI:38260,
        CHEBI:50996 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "N-alkylpyrrolidines"^^xsd:string ;
    oboInOwl:id "CHEBI:46775"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:46786 a owl:Class ;
    rdfs:label "diether"^^xsd:string ;
    definition: "A polyether in which the number of ether linkages is 2."^^xsd:string ;
    rdfs:subClassOf CHEBI:46774 ;
    oboInOwl:hasExactSynonym "diether"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "diethers"^^xsd:string ;
    oboInOwl:id "CHEBI:46786"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:46787 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Solvent"^^xsd:string ;
    rdfs:label "solvent"^^xsd:string ;
    definition: "A liquid that can dissolve other substances (solutes) without any change in their chemical composition."^^xsd:string ;
    rdfs:subClassOf CHEBI:33232,
        CHEBI:51086 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Loesungsmittel"^^xsd:string,
        "solvant"^^xsd:string,
        "solvents"^^xsd:string ;
    oboInOwl:id "CHEBI:46787"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:46789 a owl:Class ;
    rdfs:label "hydroxyether"^^xsd:string ;
    definition: "Any ether carrying a hydroxy group at unspecified position."^^xsd:string ;
    rdfs:subClassOf CHEBI:25698,
        CHEBI:30879 ;
    oboInOwl:hasExactSynonym "hydroxyether"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:46789"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:46792 a owl:Class ;
    rdfs:label "hydroxypolyether"^^xsd:string ;
    definition: "A hydroxyether compound containing more than one ether group."^^xsd:string ;
    rdfs:subClassOf CHEBI:46774,
        CHEBI:46789 ;
    oboInOwl:hasExactSynonym "hydroxypolyether"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:46792"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:46793 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:8197326"^^xsd:string,
        "CAS:25322-68-3"^^xsd:string,
        "Wikipedia:Polyethylene_glycol"^^xsd:string ;
    rdfs:label "poly(ethylene glycol)"^^xsd:string ;
    definition: "A polymer composed of repeating ethyleneoxy units."^^xsd:string ;
    rdfs:subClassOf CHEBI:46792 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "(C2H4O)n.H2O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:53230"^^xsd:string ;
    oboInOwl:hasExactSynonym "alpha-hydro-omega-hydroxypoly(oxyethylene)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1,2-ethanediol homopolymer"^^xsd:string,
        "alpha,omega-hydroxypoly(ethylene oxide)"^^xsd:string,
        "alpha-hydro-omega-hydroxypoly(oxy-1,2-ethanediyl)"^^xsd:string,
        "alpha-hydro-omega-hydroxypoly(oxyethylene)"^^xsd:string,
        "ethylene glycol homopolymer"^^xsd:string,
        "ethylene glycol polymer"^^xsd:string,
        "Glycols, polyethylene"^^xsd:string,
        "Macrogol"^^xsd:string,
        "PEG"^^xsd:string,
        "PEO"^^xsd:string,
        "POE"^^xsd:string,
        "poly(ethyleneoxide)"^^xsd:string,
        "poly(oxyethylene)"^^xsd:string,
        "Polyaethylenglykol"^^xsd:string,
        "Polyaethylenglykole"^^xsd:string,
        "Polyethylene glycol"^^xsd:string,
        "polyethylene glycol"^^xsd:string,
        "polyethylene glycols"^^xsd:string,
        "polyethylene oxide"^^xsd:string,
        "polyoxyethylene"^^xsd:string ;
    oboInOwl:id "CHEBI:46793"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:46812 a owl:Class ;
    rdfs:label "1,3-oxazoles"^^xsd:string ;
    rdfs:subClassOf CHEBI:35790 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:46812"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:46818 a owl:Class ;
    rdfs:label "urate anion"^^xsd:string ;
    definition: "An organic anion obtained by removal of at least one proton from any uric acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:25696,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:27226 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    oboInOwl:hasExactSynonym "urate anion"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:46818"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:46844 a owl:Class ;
    rdfs:label "N-acylpiperazine"^^xsd:string ;
    rdfs:subClassOf CHEBI:26144,
        CHEBI:32988 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "N-acylpiperazines"^^xsd:string ;
    oboInOwl:id "CHEBI:46844"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:46845 a owl:Class ;
    rdfs:label "N-alkylpiperazine"^^xsd:string ;
    rdfs:subClassOf CHEBI:26144,
        CHEBI:50996 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "N-alkylpiperazines"^^xsd:string ;
    oboInOwl:id "CHEBI:46845"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:46847 a owl:Class ;
    rdfs:label "N-iminopiperazine"^^xsd:string ;
    rdfs:subClassOf CHEBI:26144 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "N-iminopiperazines"^^xsd:string ;
    oboInOwl:id "CHEBI:46847"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:46848 a owl:Class ;
    rdfs:label "N-arylpiperazine"^^xsd:string ;
    rdfs:subClassOf CHEBI:26144,
        CHEBI:33860,
        CHEBI:50996 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "N-arylpiperazines"^^xsd:string ;
    oboInOwl:id "CHEBI:46848"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:46850 a owl:Class ;
    rdfs:label "organoammonium salt"^^xsd:string ;
    rdfs:subClassOf CHEBI:35276 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "organoammonium salts"^^xsd:string ;
    oboInOwl:id "CHEBI:46850"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:46851 a owl:Class ;
    rdfs:label "N-(2-hydroxyethyl)piperazine"^^xsd:string ;
    rdfs:subClassOf CHEBI:23981,
        CHEBI:46845 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "N-(2-hydroxyethyl)piperazines"^^xsd:string ;
    oboInOwl:id "CHEBI:46851"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:46852 a owl:Class ;
    rdfs:label "N-(sulfoalkyl)piperazine"^^xsd:string ;
    rdfs:subClassOf CHEBI:33551,
        CHEBI:46845 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "N-(sulfoalkyl)piperazines"^^xsd:string ;
    oboInOwl:id "CHEBI:46852"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:46853 a owl:Class ;
    rdfs:label "piperazinecarboxamide"^^xsd:string ;
    rdfs:subClassOf CHEBI:26144,
        CHEBI:29347 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "piperazinecarboxamides"^^xsd:string ;
    oboInOwl:id "CHEBI:46853"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:46867 a owl:Class ;
    rdfs:label "indolyl carboxylic acid"^^xsd:string ;
    rdfs:subClassOf CHEBI:24828,
        CHEBI:33575 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "indolyl carboxylic acids"^^xsd:string ;
    oboInOwl:id "CHEBI:46867"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:46874 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C03317"^^xsd:string ;
    rdfs:label "alpha-amino acid ester"^^xsd:string ;
    definition: "The amino acid ester derivative obtained the formal condensation of an alpha-amino acid with an alcohol."^^xsd:string ;
    rdfs:subClassOf CHEBI:46668,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:33704 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:83410 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C2H3NO2R2"^^xsd:string ;
    chebi:mass "73.051"^^xsd:string ;
    chebi:monoisotopicmass "73.01638"^^xsd:string ;
    chebi:smiles "NC([*])C(=O)O[*]"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:10209"^^xsd:string,
        "CHEBI:13239"^^xsd:string,
        "CHEBI:22441"^^xsd:string ;
    oboInOwl:hasExactSynonym "alpha-Amino acid ester"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "alpha-amino acid esters"^^xsd:string ;
    oboInOwl:id "CHEBI:46874"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:46883 a owl:Class ;
    oboInOwl:hasDbXref "PDBeChem:FMT"^^xsd:string ;
    rdfs:label "carboxy group"^^xsd:string ;
    rdfs:subClassOf CHEBI:33249 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "CHO2"^^xsd:string ;
    chebi:mass "45.01744"^^xsd:string ;
    chebi:monoisotopicmass "44.99765"^^xsd:string ;
    chebi:smiles "*C(=O)O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:23025"^^xsd:string,
        "CHEBI:41420"^^xsd:string ;
    oboInOwl:hasExactSynonym "carboxy"^^xsd:string,
        "CARBOXY GROUP"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "-C(O)OH"^^xsd:string,
        "-CO2H"^^xsd:string,
        "-COOH"^^xsd:string,
        "carboxyl group"^^xsd:string ;
    oboInOwl:id "CHEBI:46883"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:46899 a owl:Class ;
    rdfs:label "benzothiazine"^^xsd:string ;
    rdfs:subClassOf CHEBI:27171,
        CHEBI:38101,
        CHEBI:38106,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "benzothiazines"^^xsd:string ;
    oboInOwl:id "CHEBI:46899"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:46904 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:3601755"^^xsd:string,
        "Gmelin:49515"^^xsd:string ;
    rdfs:label "oxalate(1-)"^^xsd:string ;
    definition: "A dicarboxylic acid monoanion that is the conjugate base of oxalic acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:35695,
        CHEBI:132952,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:30623 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C2HO4"^^xsd:string ;
    chebi:inchi "InChI=1S/C2H2O4/c3-1(4)2(5)6/h(H,3,4)(H,5,6)/p-1"^^xsd:string ;
    chebi:inchikey "MUBZPKHOEPUJKR-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "89.02694"^^xsd:string ;
    chebi:monoisotopicmass "88.98803"^^xsd:string ;
    chebi:smiles "OC(=O)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "carboxyformate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Hox"^^xsd:string,
        "hydrogen ethanedioate"^^xsd:string,
        "hydrogen oxalate"^^xsd:string ;
    oboInOwl:id "CHEBI:46904"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:46906 a owl:Class ;
    rdfs:label "imidazotriazine"^^xsd:string ;
    rdfs:subClassOf CHEBI:27171,
        CHEBI:38101 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "imidazotriazines"^^xsd:string ;
    oboInOwl:id "CHEBI:46906"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:46911 a owl:Class ;
    rdfs:label "L-ornithinium(1+)"^^xsd:string ;
    definition: "A polar amino acid zwitterion of L-ornithine."^^xsd:string ;
    rdfs:subClassOf CHEBI:46912,
        CHEBI:62031,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:15729 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:44667 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C5H13N2O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H12N2O2/c6-3-1-2-4(7)5(8)9/h4H,1-3,6-7H2,(H,8,9)/p+1/t4-/m0/s1"^^xsd:string ;
    chebi:inchikey "AHLPHDHHMVZTML-BYPYZUCNSA-O"^^xsd:string ;
    chebi:mass "133.16900"^^xsd:string ;
    chebi:monoisotopicmass "133.09715"^^xsd:string ;
    chebi:smiles "[NH3+]CCC[C@H]([NH3+])C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2S)-2,5-diammoniopentanoate"^^xsd:string,
        "L-ornithinium"^^xsd:string,
        "L-ornithinium(1+)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "L-ornithine"^^xsd:string,
        "L-ornithine monocation"^^xsd:string ;
    oboInOwl:id "CHEBI:46911"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:46912 a owl:Class ;
    rdfs:label "ornithinium(1+)"^^xsd:string ;
    rdfs:subClassOf CHEBI:33719,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:18257 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:46913 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C5H13N2O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H12N2O2/c6-3-1-2-4(7)5(8)9/h4H,1-3,6-7H2,(H,8,9)/p+1"^^xsd:string ;
    chebi:inchikey "AHLPHDHHMVZTML-UHFFFAOYSA-O"^^xsd:string ;
    chebi:mass "133.16900"^^xsd:string ;
    chebi:monoisotopicmass "133.09715"^^xsd:string ;
    chebi:smiles "[NH3+]CCCC([NH3+])C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "2,5-diammoniopentanoate"^^xsd:string,
        "ornithinium"^^xsd:string,
        "ornithinium(1+)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "ornithine monocation"^^xsd:string ;
    oboInOwl:id "CHEBI:46912"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:46913 a owl:Class ;
    rdfs:label "ornithinium(2+)"^^xsd:string ;
    rdfs:subClassOf CHEBI:33719,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:46912 ] ;
    chebi:charge "+2"^^xsd:string ;
    chebi:formula "C5H14N2O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H12N2O2/c6-3-1-2-4(7)5(8)9/h4H,1-3,6-7H2,(H,8,9)/p+2"^^xsd:string ;
    chebi:inchikey "AHLPHDHHMVZTML-UHFFFAOYSA-P"^^xsd:string ;
    chebi:mass "134.17694"^^xsd:string ;
    chebi:monoisotopicmass "134.10443"^^xsd:string ;
    chebi:smiles "[NH3+]CCCC([NH3+])C(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "1-carboxybutane-1,4-diaminium"^^xsd:string,
        "ornithinediium"^^xsd:string,
        "ornithinium(2+)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "ornithine dication"^^xsd:string ;
    oboInOwl:id "CHEBI:46913"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:46914 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:327281"^^xsd:string ;
    rdfs:label "L-ornithinate"^^xsd:string ;
    definition: "An L-alpha-amino acid anion that is the conjugate base of L-ornithine."^^xsd:string ;
    rdfs:subClassOf CHEBI:32964,
        CHEBI:59814,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:15729 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C5H11N2O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H12N2O2/c6-3-1-2-4(7)5(8)9/h4H,1-3,6-7H2,(H,8,9)/p-1/t4-/m0/s1"^^xsd:string ;
    chebi:inchikey "AHLPHDHHMVZTML-BYPYZUCNSA-M"^^xsd:string ;
    chebi:mass "131.15312"^^xsd:string ;
    chebi:monoisotopicmass "131.08260"^^xsd:string ;
    chebi:smiles "NCCC[C@H](N)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2S)-2,5-diaminopentanoate"^^xsd:string,
        "L-ornithinate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "L-ornithine anion"^^xsd:string ;
    oboInOwl:id "CHEBI:46914"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:46917 a owl:Class ;
    rdfs:label "N-carbonylpiperazine"^^xsd:string ;
    rdfs:subClassOf CHEBI:46844 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "N-carbonylpiperazines"^^xsd:string ;
    oboInOwl:id "CHEBI:46917"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:46918 a owl:Class ;
    rdfs:label "N-sulfonylpiperazine"^^xsd:string ;
    rdfs:subClassOf CHEBI:35358,
        CHEBI:46844 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "N-sulfonylpiperazines"^^xsd:string ;
    oboInOwl:id "CHEBI:46918"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:46919 a owl:Class ;
    rdfs:label "N-carbamoylpiperazine"^^xsd:string ;
    rdfs:subClassOf CHEBI:46917,
        CHEBI:47857 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "N-carbamoylpiperazines"^^xsd:string ;
    oboInOwl:id "CHEBI:46919"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:46920 a owl:Class ;
    rdfs:label "N-methylpiperazine"^^xsd:string ;
    rdfs:subClassOf CHEBI:46845 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "N-methylpiperazines"^^xsd:string ;
    oboInOwl:id "CHEBI:46920"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:46937 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:3909550"^^xsd:string,
        "CAS:21306-56-9"^^xsd:string,
        "LINCS:LSM-3262"^^xsd:string ;
    rdfs:label "QX-314"^^xsd:string ;
    rdfs:subClassOf CHEBI:29347,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:36333 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C16H27N2O"^^xsd:string ;
    chebi:inchi "InChI=1S/C16H26N2O/c1-6-18(7-2,8-3)12-15(19)17-16-13(4)10-9-11-14(16)5/h9-11H,6-8,12H2,1-5H3/p+1"^^xsd:string ;
    chebi:inchikey "PYEBKOFMWAMBFV-UHFFFAOYSA-O"^^xsd:string ;
    chebi:mass "263.39846"^^xsd:string ;
    chebi:monoisotopicmass "263.21179"^^xsd:string ;
    chebi:smiles "CC[N+](CC)(CC)CC(=O)Nc1c(C)cccc1C"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-[(2,6-dimethylphenyl)amino]-N,N,N-triethyl-2-oxoethanaminium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:46937"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:46952 a owl:Class ;
    rdfs:label "oxazinane"^^xsd:string ;
    rdfs:subClassOf CHEBI:25693,
        CHEBI:38101,
        CHEBI:38104 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "oxazinanes"^^xsd:string ;
    oboInOwl:id "CHEBI:46952"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:46955 a owl:Class ;
    rdfs:label "anthracenes"^^xsd:string ;
    definition: "Compounds containing an anthracene skeleton."^^xsd:string ;
    rdfs:subClassOf CHEBI:38032,
        CHEBI:51269 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:46955"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:46975 a owl:Class ;
    rdfs:label "1,3-thiazine"^^xsd:string ;
    rdfs:subClassOf CHEBI:38326 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1,3-thiazines"^^xsd:string ;
    oboInOwl:id "CHEBI:46975"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:46977 a owl:Class ;
    rdfs:label "thienothiazine"^^xsd:string ;
    rdfs:subClassOf CHEBI:27171,
        CHEBI:38101,
        CHEBI:38106 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "thienothiazines"^^xsd:string ;
    oboInOwl:id "CHEBI:46977"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:46997 a owl:Class ;
    rdfs:label "L-ribose"^^xsd:string ;
    definition: "A ribose in which the chiral carbon atom furthest away from the aldehyde group (C4') has the same configuration as in L-glyceraldehyde."^^xsd:string ;
    rdfs:subClassOf CHEBI:33942,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:16988 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5H10O5"^^xsd:string ;
    chebi:mass "150.130"^^xsd:string ;
    chebi:monoisotopicmass "150.05282"^^xsd:string ;
    oboInOwl:hasExactSynonym "L-ribo-pentose"^^xsd:string,
        "L-ribose"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "L-Rib"^^xsd:string ;
    oboInOwl:id "CHEBI:46997"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:46998 a owl:Class ;
    rdfs:label "ribofuranose"^^xsd:string ;
    definition: "A cyclic ribose having a 5-membered tetrahydrofuran ring; the predominant (C3'-endo) form of the two cyclic structures (the other is the \"C2'-endo\" form, having a 6-membered ring) adopted by ribose in aqueous solution."^^xsd:string ;
    rdfs:subClassOf CHEBI:33942,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:84735 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5H10O5"^^xsd:string ;
    chebi:mass "150.12990"^^xsd:string ;
    chebi:monoisotopicmass "150.05282"^^xsd:string ;
    oboInOwl:hasExactSynonym "ribofuranose"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "rel-(3R,4S,5R)-5-(hydroxymethyl)tetrahydrofuran-2,3,4-triol"^^xsd:string ;
    oboInOwl:id "CHEBI:46998"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:47000 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1904879"^^xsd:string,
        "GlyGen:G85582BO"^^xsd:string,
        "GlyTouCan:G85582BO"^^xsd:string ;
    rdfs:label "L-ribofuranose"^^xsd:string ;
    definition: "An ribofuranose having L-configuration."^^xsd:string ;
    rdfs:subClassOf CHEBI:46997,
        CHEBI:46998 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5H10O5"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H10O5/c6-1-2-3(7)4(8)5(9)10-2/h2-9H,1H2/t2-,3-,4-,5?/m0/s1"^^xsd:string ;
    chebi:inchikey "HMFHBZSHGGEWLO-OWMBCFKOSA-N"^^xsd:string ;
    chebi:mass "150.12990"^^xsd:string ;
    chebi:monoisotopicmass "150.05282"^^xsd:string ;
    chebi:smiles "OC[C@@H]1OC(O)[C@@H](O)[C@H]1O"^^xsd:string ;
    oboInOwl:hasExactSynonym "L-ribofuranose"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(3S,4R,5S)-5-(hydroxymethyl)tetrahydrofuran-2,3,4-triol"^^xsd:string,
        "WURCS=2.0/1,1,0/[a111h-1x_1-4]/1/"^^xsd:string ;
    oboInOwl:id "CHEBI:47000"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:47002 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1722194"^^xsd:string,
        "Beilstein:4291150"^^xsd:string,
        "GlyGen:G15255MA"^^xsd:string,
        "GlyTouCan:G15255MA"^^xsd:string,
        "Gmelin:396976"^^xsd:string,
        "KEGG:C16639"^^xsd:string,
        "PDBeChem:BDR"^^xsd:string,
        "Reaxys:1722194"^^xsd:string ;
    rdfs:label "beta-D-ribose"^^xsd:string ;
    definition: "A D-ribofuranose in which the anomeric centre has beta-configuration."^^xsd:string ;
    rdfs:subClassOf CHEBI:47013,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:47005 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5H10O5"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H10O5/c6-1-2-3(7)4(8)5(9)10-2/h2-9H,1H2/t2-,3-,4-,5-/m1/s1"^^xsd:string ;
    chebi:inchikey "HMFHBZSHGGEWLO-TXICZTDVSA-N"^^xsd:string ;
    chebi:mass "150.12990"^^xsd:string ;
    chebi:monoisotopicmass "150.05282"^^xsd:string ;
    chebi:smiles "OC[C@H]1O[C@@H](O)[C@H](O)[C@@H]1O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:41023"^^xsd:string,
        "CHEBI:47001"^^xsd:string ;
    oboInOwl:hasExactSynonym "beta-D-ribofuranose"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "beta-D-Rib"^^xsd:string,
        "beta-D-ribofuranose"^^xsd:string,
        "BETA-D-RIBOFURANOSYL"^^xsd:string,
        "WURCS=2.0/1,1,0/[a222h-1b_1-4]/1/"^^xsd:string ;
    oboInOwl:id "CHEBI:47002"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:47005 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1904882"^^xsd:string,
        "GlyGen:G69976ZM"^^xsd:string,
        "GlyTouCan:G69976ZM"^^xsd:string ;
    rdfs:label "beta-L-ribose"^^xsd:string ;
    rdfs:subClassOf CHEBI:47000,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:47002 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5H10O5"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H10O5/c6-1-2-3(7)4(8)5(9)10-2/h2-9H,1H2/t2-,3-,4-,5-/m0/s1"^^xsd:string ;
    chebi:inchikey "HMFHBZSHGGEWLO-FCAWWPLPSA-N"^^xsd:string ;
    chebi:mass "150.12990"^^xsd:string ;
    chebi:monoisotopicmass "150.05282"^^xsd:string ;
    chebi:smiles "OC[C@@H]1O[C@H](O)[C@@H](O)[C@H]1O"^^xsd:string ;
    oboInOwl:hasExactSynonym "beta-L-ribofuranose"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "beta-L-Rib"^^xsd:string,
        "WURCS=2.0/1,1,0/[a111h-1b_1-4]/1/"^^xsd:string ;
    oboInOwl:id "CHEBI:47005"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:47013 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1904878"^^xsd:string,
        "CAS:50-69-1"^^xsd:string,
        "CAS:613-83-2"^^xsd:string,
        "GlyGen:G31080DL"^^xsd:string,
        "GlyTouCan:G31080DL"^^xsd:string,
        "Gmelin:364108"^^xsd:string,
        "KEGG:C00121"^^xsd:string,
        "Patent:US2152662"^^xsd:string,
        "PMID:9506998"^^xsd:string,
        "Reaxys:1904878"^^xsd:string ;
    rdfs:label "D-ribofuranose"^^xsd:string ;
    definition: "A ribofuranose having D-configuration."^^xsd:string ;
    rdfs:subClassOf CHEBI:16988,
        CHEBI:46998 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5H10O5"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H10O5/c6-1-2-3(7)4(8)5(9)10-2/h2-9H,1H2/t2-,3-,4-,5?/m1/s1"^^xsd:string ;
    chebi:inchikey "HMFHBZSHGGEWLO-SOOFDHNKSA-N"^^xsd:string ;
    chebi:mass "150.12990"^^xsd:string ;
    chebi:monoisotopicmass "150.05282"^^xsd:string ;
    chebi:smiles "OC[C@H]1OC(O)[C@H](O)[C@@H]1O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:4233"^^xsd:string,
        "CHEBI:46999"^^xsd:string ;
    oboInOwl:hasExactSynonym "D-ribofuranose"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(3R,4S,5R)-5-(hydroxymethyl)tetrahydrofuran-2,3,4-triol"^^xsd:string,
        "D-Ribose"^^xsd:string,
        "D-ribose"^^xsd:string,
        "ribose"^^xsd:string,
        "WURCS=2.0/1,1,0/[a222h-1x_1-4]/1/"^^xsd:string ;
    oboInOwl:id "CHEBI:47013"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:47016 a owl:Class ;
    oboInOwl:hasDbXref "PMID:6047194"^^xsd:string ;
    rdfs:label "tetrahydrofuranone"^^xsd:string ;
    definition: "Any oxolane having an oxo- substituent at any position on the tetrahydrofuran ring."^^xsd:string ;
    rdfs:subClassOf CHEBI:26912 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "tetrahydrofuranones"^^xsd:string ;
    oboInOwl:id "CHEBI:47016"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:47017 a owl:Class ;
    rdfs:label "tetrahydrofuranol"^^xsd:string ;
    rdfs:subClassOf CHEBI:26912 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "tetrahydrofuranols"^^xsd:string ;
    oboInOwl:id "CHEBI:47017"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:47018 a owl:Class ;
    rdfs:label "monohydroxytetrahydrofuran"^^xsd:string ;
    rdfs:subClassOf CHEBI:47017 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "monohydroxytetrahydrofurans"^^xsd:string ;
    oboInOwl:id "CHEBI:47018"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:47019 a owl:Class ;
    rdfs:label "dihydroxytetrahydrofuran"^^xsd:string ;
    rdfs:subClassOf CHEBI:47017 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "dihydroxytetrahydrofurans"^^xsd:string ;
    oboInOwl:id "CHEBI:47019"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:47020 a owl:Class ;
    rdfs:label "tetrahydrofuryl ester"^^xsd:string ;
    rdfs:subClassOf CHEBI:26912 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "tetrahydrofuryl esters"^^xsd:string ;
    oboInOwl:id "CHEBI:47020"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:47042 a owl:Class ;
    rdfs:label "hydroxycalciol"^^xsd:string ;
    rdfs:subClassOf CHEBI:36853,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:28940 ] ;
    oboInOwl:hasExactSynonym "hydroxycalciol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "hydroxycalciols"^^xsd:string,
        "hydroxycholecalciferol"^^xsd:string,
        "hydroxycholecalciferols"^^xsd:string ;
    oboInOwl:id "CHEBI:47042"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:47266 a owl:Class ;
    oboInOwl:hasDbXref "CAS:10035-10-6"^^xsd:string,
        "Gmelin:620"^^xsd:string,
        "KEGG:C13645"^^xsd:string ;
    rdfs:label "hydrogen bromide"^^xsd:string ;
    definition: "A diatomic molecule containing covalently bonded hydrogen and bromine atoms."^^xsd:string ;
    rdfs:subClassOf CHEBI:18140,
        CHEBI:37176,
        CHEBI:138675,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:15858 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:50316 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "BrH"^^xsd:string,
        "HBr"^^xsd:string ;
    chebi:inchi "InChI=1S/BrH/h1H"^^xsd:string ;
    chebi:inchikey "CPELXLSAUQHCOX-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "80.91194"^^xsd:string ;
    chebi:monoisotopicmass "79.92616"^^xsd:string ;
    chebi:smiles "Br[H]"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:29134"^^xsd:string,
        "CHEBI:31673"^^xsd:string ;
    oboInOwl:hasExactSynonym "bromane"^^xsd:string,
        "bromidohydrogen"^^xsd:string,
        "hydrogen bromide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "[HBr]"^^xsd:string,
        "bromure d'hydrogene"^^xsd:string,
        "Bromwasserstoff"^^xsd:string,
        "HBr"^^xsd:string,
        "Hydrobromic acid"^^xsd:string,
        "Hydrogenbromid"^^xsd:string ;
    oboInOwl:id "CHEBI:47266"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:47381 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:2146636"^^xsd:string,
        "CAS:15307-86-5"^^xsd:string,
        "Drug_Central:865"^^xsd:string,
        "DrugBank:DB00586"^^xsd:string,
        "HMDB:HMDB0014724"^^xsd:string,
        "KEGG:C01690"^^xsd:string,
        "KEGG:D07816"^^xsd:string,
        "LINCS:LSM-2160"^^xsd:string,
        "Patent:NL6604752"^^xsd:string,
        "Patent:US3558690"^^xsd:string,
        "PDBeChem:DIF"^^xsd:string,
        "PMID:1502708"^^xsd:string,
        "PMID:7838674"^^xsd:string,
        "PMID:11322639"^^xsd:string,
        "PMID:23777257"^^xsd:string,
        "PMID:27967303"^^xsd:string,
        "Reaxys:2146636"^^xsd:string,
        "VSDB:1933"^^xsd:string,
        "Wikipedia:Diclofenac"^^xsd:string ;
    rdfs:label "diclofenac"^^xsd:string ;
    definition: "A monocarboxylic acid consisting of phenylacetic acid having a (2,6-dichlorophenyl)amino group at the 2-position."^^xsd:string ;
    rdfs:subClassOf CHEBI:23697,
        CHEBI:25384,
        CHEBI:33709,
        CHEBI:33860,
        CHEBI:50995,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:4640 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:30745 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:48311 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35475 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35481 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35493 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35544 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35703 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78298 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:88188 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C14H11Cl2NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C14H11Cl2NO2/c15-10-5-3-6-11(16)14(10)17-12-7-2-1-4-9(12)8-13(18)19/h1-7,17H,8H2,(H,18,19)"^^xsd:string ;
    chebi:inchikey "DCOPUUMXTXDBNB-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "296.150"^^xsd:string ;
    chebi:monoisotopicmass "295.01668"^^xsd:string ;
    chebi:smiles "C1(Cl)=CC=CC(=C1NC2=CC=CC=C2CC(=O)O)Cl"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:4507"^^xsd:string,
        "CHEBI:47380"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-[(2,6-dichlorophenyl)amino]benzeneacetic acid"^^xsd:string,
        "Diclofenac"^^xsd:string,
        "{2-[(2,6-dichlorophenyl)amino]phenyl}acetic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-((2,6-dichlorophenyl)amino)benzeneacetic acid"^^xsd:string,
        "[2-(2,6-dichloroanilino)phenyl]acetic acid"^^xsd:string,
        "diclofenac"^^xsd:string,
        "diclofenac acid"^^xsd:string,
        "diclofenaco"^^xsd:string,
        "diclofenacum"^^xsd:string,
        "diclofenamic acid"^^xsd:string ;
    oboInOwl:id "CHEBI:47381"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:47426 a owl:Class ;
    oboInOwl:hasDbXref "CAS:54-31-9"^^xsd:string,
        "Drug_Central:1258"^^xsd:string,
        "DrugBank:DB00695"^^xsd:string,
        "HMDB:HMDB0001933"^^xsd:string,
        "KEGG:D00331"^^xsd:string,
        "LINCS:LSM-5847"^^xsd:string,
        "PMID:15286542"^^xsd:string,
        "PMID:18701232"^^xsd:string,
        "Reaxys:1399731"^^xsd:string,
        "VSDB:1770"^^xsd:string,
        "Wikipedia:Furosemide"^^xsd:string ;
    rdfs:label "furosemide"^^xsd:string ;
    definition: "A  chlorobenzoic acid that is 4-chlorobenzoic acid substituted by a (furan-2-ylmethyl)amino and a sulfamoyl group at position 2 and 5 respectively. It is a diuretic used in the treatment of congestive heart failure."^^xsd:string ;
    rdfs:subClassOf CHEBI:23134,
        CHEBI:24129,
        CHEBI:35358,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35703 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77608 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78298 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C12H11ClN2O5S"^^xsd:string ;
    chebi:inchi "InChI=1S/C12H11ClN2O5S/c13-9-5-10(15-6-7-2-1-3-20-7)8(12(16)17)4-11(9)21(14,18)19/h1-5,15H,6H2,(H,16,17)(H2,14,18,19)"^^xsd:string ;
    chebi:inchikey "ZZUFCTLCJUWOSV-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "330.74400"^^xsd:string ;
    chebi:monoisotopicmass "330.00772"^^xsd:string ;
    chebi:smiles "NS(=O)(=O)c1cc(C(O)=O)c(NCc2ccco2)cc1Cl"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:5198"^^xsd:string,
        "CHEBI:47425"^^xsd:string ;
    oboInOwl:hasExactSynonym "4-chloro-2-{[(furan-2-yl)methyl]amino}-5-sulfamoylbenzoic acid"^^xsd:string,
        "Furosemide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-Furfurylamino-4-chloro-5-sulfamoylbenzoic acid"^^xsd:string,
        "4-Chloro-5-sulfamoyl-N-furfuryl-anthranilic acid"^^xsd:string,
        "4-Chloro-N-(2-furylmethyl)-5-sulfamoylanthranilic acid"^^xsd:string,
        "4-Chloro-N-furfuryl-5-sulfamoylanthranilic acid"^^xsd:string,
        "Frusemide"^^xsd:string,
        "Lasix (TN)"^^xsd:string ;
    oboInOwl:id "CHEBI:47426"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:47499 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:256892"^^xsd:string,
        "CAS:50-49-7"^^xsd:string,
        "Drug_Central:1427"^^xsd:string,
        "DrugBank:DB00458"^^xsd:string,
        "Gmelin:1572523"^^xsd:string,
        "HMDB:HMDB0001848"^^xsd:string,
        "KEGG:C07049"^^xsd:string,
        "KEGG:D08070"^^xsd:string,
        "LINCS:LSM-2852"^^xsd:string,
        "Patent:US2554736"^^xsd:string,
        "PDBeChem:IXX"^^xsd:string,
        "PMID:20825390"^^xsd:string,
        "Reaxys:256892"^^xsd:string,
        "Wikipedia:Imipramine"^^xsd:string ;
    rdfs:label "imipramine"^^xsd:string ;
    definition: "A dibenzoazepine that is 5H-dibenzo[b,f]azepine substituted by a 3-(dimethylamino)propyl group at the nitrogen atom."^^xsd:string ;
    rdfs:subClassOf CHEBI:47804,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:47802 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35469 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35640 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76779 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C19H24N2"^^xsd:string ;
    chebi:inchi "InChI=1S/C19H24N2/c1-20(2)14-7-15-21-18-10-5-3-8-16(18)12-13-17-9-4-6-11-19(17)21/h3-6,8-11H,7,12-15H2,1-2H3"^^xsd:string ;
    chebi:inchikey "BCGWQEUPMDMJNV-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "280.40734"^^xsd:string ;
    chebi:monoisotopicmass "280.19395"^^xsd:string ;
    chebi:smiles "CN(C)CCCN1c2ccccc2CCc2ccccc12"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:5881"^^xsd:string,
        "CHEBI:47498"^^xsd:string ;
    oboInOwl:hasExactSynonym "3-(10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)-N,N-dimethylpropan-1-amine"^^xsd:string,
        "Imipramine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3-(5H-DIBENZO[B,F]AZEPIN-5-YL)-N,N-DIMETHYLPROPAN-1-AMINE"^^xsd:string,
        "5-[3-(dimethylamino)propyl]-10,11-dihydro-5H-dibenz[b,f]azepine"^^xsd:string,
        "10,11-dihydro-N,N-dimethyl-5H-dibenz[b,f]azepine-5-propanamine"^^xsd:string,
        "Antideprin"^^xsd:string,
        "Imipramin"^^xsd:string,
        "imipramine"^^xsd:string,
        "imipraminum"^^xsd:string,
        "imizine"^^xsd:string,
        "Irmin"^^xsd:string,
        "Melipramine"^^xsd:string,
        "N-(gamma-dimethylaminopropyl)iminodibenzyl"^^xsd:string ;
    oboInOwl:id "CHEBI:47499"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:47612 a owl:Class ;
    oboInOwl:hasDbXref "CAS:41859-67-0"^^xsd:string,
        "Chemspider:35728"^^xsd:string,
        "Drug_Central:362"^^xsd:string,
        "DrugBank:DB01393"^^xsd:string,
        "HMDB:HMDB0015465"^^xsd:string,
        "KEGG:D01366"^^xsd:string,
        "LINCS:LSM-3015"^^xsd:string,
        "Patent:DE2149070"^^xsd:string,
        "Patent:US3781328"^^xsd:string,
        "PDBeChem:PEM"^^xsd:string,
        "PMID:12122004"^^xsd:string,
        "PMID:12782154"^^xsd:string,
        "PMID:17379010"^^xsd:string,
        "PMID:18787029"^^xsd:string,
        "PMID:19131462"^^xsd:string,
        "PMID:23603800"^^xsd:string,
        "PMID:28931607"^^xsd:string,
        "PMID:32107855"^^xsd:string,
        "PMID:32509533"^^xsd:string,
        "PMID:32721217"^^xsd:string,
        "PMID:32798077"^^xsd:string,
        "PMID:32976735"^^xsd:string,
        "PMID:33205029"^^xsd:string,
        "PMID:33549744"^^xsd:string,
        "PMID:34447954"^^xsd:string,
        "Reaxys:4267656"^^xsd:string,
        "Wikipedia:Bezafibrate"^^xsd:string ;
    rdfs:label "bezafibrate"^^xsd:string ;
    definition: "A monocarboxylic acid amide obtained by the formal condensation of the carboxy group of 4-chlorobenzoic acid with the amino group of 2-[4-(2-aminoethyl)phenoxy]-2-methylpropanoic acid. Benafibrate is used for the treatment of hyperlipidaemia."^^xsd:string ;
    rdfs:subClassOf CHEBI:25384,
        CHEBI:29347,
        CHEBI:35618,
        CHEBI:83403,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:30768 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35679 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35703 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78298 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:176497 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C19H20ClNO4"^^xsd:string ;
    chebi:inchi "InChI=1S/C19H20ClNO4/c1-19(2,18(23)24)25-16-9-3-13(4-10-16)11-12-21-17(22)14-5-7-15(20)8-6-14/h3-10H,11-12H2,1-2H3,(H,21,22)(H,23,24)"^^xsd:string ;
    chebi:inchikey "IIBYAHWJQTYFKB-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "361.820"^^xsd:string ;
    chebi:monoisotopicmass "361.10809"^^xsd:string ;
    chebi:smiles "CC(C)(OC1=CC=C(CCNC(=O)C2=CC=C(Cl)C=C2)C=C1)C(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:31284"^^xsd:string,
        "CHEBI:47611"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-{4-[2-(4-chlorobenzamido)ethyl]phenoxy}-2-methylpropanoic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-(p-(2-(p-Chlorobenzamido)ethyl)phenoxy)-2-methylpropionic acid"^^xsd:string,
        "Befizal"^^xsd:string,
        "bezafibrate"^^xsd:string,
        "bezafibrato"^^xsd:string,
        "bezafibratum"^^xsd:string,
        "Bezalip"^^xsd:string,
        "Bezatol SR (TN)"^^xsd:string,
        "Cedur"^^xsd:string ;
    oboInOwl:id "CHEBI:47612"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:47622 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C01883"^^xsd:string,
        "Wikipedia:Acetate#Esters"^^xsd:string ;
    rdfs:label "acetate ester"^^xsd:string ;
    definition: "Any carboxylic ester where the carboxylic acid component is acetic acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:33308,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:15366 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C2H3O2R"^^xsd:string ;
    chebi:mass "59.04400"^^xsd:string ;
    chebi:monoisotopicmass "59.01330"^^xsd:string ;
    chebi:smiles "CC(=O)O[*]"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:2406"^^xsd:string,
        "CHEBI:13244"^^xsd:string,
        "CHEBI:13799"^^xsd:string,
        "CHEBI:22189"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "acetate"^^xsd:string,
        "acetate esters"^^xsd:string,
        "acetates"^^xsd:string,
        "Acetic ester"^^xsd:string,
        "Acetyl ester"^^xsd:string,
        "acetyl esters"^^xsd:string,
        "an acetyl ester"^^xsd:string ;
    oboInOwl:id "CHEBI:47622"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:47704 a owl:Class ;
    rdfs:label "ammonium salt"^^xsd:string ;
    rdfs:subClassOf CHEBI:35276,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:28938 ] ;
    oboInOwl:hasExactSynonym "ammonium salt"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "ammonium salts"^^xsd:string,
        "Ammoniumsalz"^^xsd:string,
        "Ammoniumsalze"^^xsd:string ;
    oboInOwl:id "CHEBI:47704"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:47724 a owl:Class ;
    oboInOwl:hasDbXref "CAS:82198-76-3"^^xsd:string,
        "MetaCyc:CPD-15745"^^xsd:string,
        "PMID:11470430"^^xsd:string,
        "PMID:14649827"^^xsd:string,
        "PMID:15785812"^^xsd:string,
        "PMID:22177724"^^xsd:string,
        "Reaxys:6049255"^^xsd:string ;
    rdfs:label "vancomycin aglycone"^^xsd:string ;
    definition: "A peptide antibiotic that is vancomycin lacking the disaccharide moiety."^^xsd:string ;
    rdfs:subClassOf CHEBI:24533,
        CHEBI:25903,
        CHEBI:26195,
        CHEBI:37407,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:77981 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:75954 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:25212 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C53H52Cl2N8O17"^^xsd:string ;
    chebi:inchi "InChI=1S/C53H52Cl2N8O17/c1-19(2)10-29(57-3)47(71)62-42-44(68)21-5-8-33(27(54)12-21)79-35-14-23-15-36(46(35)70)80-34-9-6-22(13-28(34)55)45(69)43-52(76)61-41(53(77)78)26-16-24(64)17-32(66)38(26)25-11-20(4-7-31(25)65)39(49(73)63-43)60-50(74)40(23)59-48(72)30(18-37(56)67)58-51(42)75/h4-9,11-17,19,29-30,39-45,57,64-66,68-70H,10,18H2,1-3H3,(H2,56,67)(H,58,75)(H,59,72)(H,60,74)(H,61,76)(H,62,71)(H,63,73)(H,77,78)/t29-,30+,39-,40-,41+,42-,43+,44-,45-/m1/s1"^^xsd:string ;
    chebi:inchikey "JHIKFOISFAQTJQ-YZANBJIASA-N"^^xsd:string ;
    chebi:mass "1143.92900"^^xsd:string ;
    chebi:monoisotopicmass "1142.28275"^^xsd:string ;
    chebi:smiles "CN[C@H](CC(C)C)C(=O)N[C@@H]1[C@H](O)c2ccc(Oc3cc4cc(Oc5ccc(cc5Cl)[C@@H](O)[C@@H]5NC(=O)[C@H](NC(=O)[C@@H]4NC(=O)[C@H](CC(N)=O)NC1=O)c1ccc(O)c(c1)-c1c(O)cc(O)cc1[C@H](NC5=O)C(O)=O)c3O)c(Cl)c2"^^xsd:string ;
    oboInOwl:hasExactSynonym "(1S,2R,18R,19R,22S,25R,28R,40S)-22-(2-amino-2-oxoethyl)-5,15-dichloro-2,18,32,35,37,48-hexahydroxy-19-{[(2R)-4-methyl-2-(methylamino)pentanoyl]amino}-20,23,26,42,44-pentaoxo-7,13-dioxa-21,24,27,41,43-pentaazaoctacyclo[26.14.2.2(3,6).2(14,17).1(8,12).1(29,33).0(10,25).0(34,39)]pentaconta-3,5,8(48),9,11,14,16,29(45),30,32,34,36,38,46,49-pentadecaene-40-carboxylic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Aglucovancomycin B"^^xsd:string,
        "Balhimycin aglycon"^^xsd:string ;
    oboInOwl:id "CHEBI:47724"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:47779 a owl:Class ;
    rdfs:label "aminoglycoside"^^xsd:string ;
    rdfs:subClassOf CHEBI:24400 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "aminoglycosides"^^xsd:string ;
    oboInOwl:id "CHEBI:47779"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:47780 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1323477"^^xsd:string,
        "CAS:303-49-1"^^xsd:string,
        "Drug_Central:701"^^xsd:string,
        "DrugBank:DB01242"^^xsd:string,
        "KEGG:C06918"^^xsd:string,
        "KEGG:D07727"^^xsd:string,
        "LINCS:LSM-3171"^^xsd:string,
        "Patent:CH371799"^^xsd:string,
        "Patent:US3467650"^^xsd:string,
        "PDBeChem:CXX"^^xsd:string,
        "PMID:12007764"^^xsd:string,
        "PMID:12084414"^^xsd:string,
        "PMID:16085036"^^xsd:string,
        "PMID:17471183"^^xsd:string,
        "PMID:19747949"^^xsd:string,
        "PMID:19810911"^^xsd:string,
        "Reaxys:1323477"^^xsd:string,
        "Wikipedia:Clomipramine"^^xsd:string ;
    rdfs:label "clomipramine"^^xsd:string ;
    definition: "A dibenzoazepine that is 10,11-dihydro-5H-dibenzo[b,f]azepine which is substituted by chlorine at position 3 and in which the hydrogen attached to the nitrogen is replaced by a 3-(dimethylamino)propyl group. One of the more sedating tricyclic antidepressants, it is used as the hydrochloride salt for the treatment of depression as well as obsessive-compulsive disorder and phobias."^^xsd:string ;
    rdfs:subClassOf CHEBI:47804,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:47499 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:64209 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35469 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48279 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50949 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77402 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:149553 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C19H23ClN2"^^xsd:string ;
    chebi:inchi "InChI=1S/C19H23ClN2/c1-21(2)12-5-13-22-18-7-4-3-6-15(18)8-9-16-10-11-17(20)14-19(16)22/h3-4,6-7,10-11,14H,5,8-9,12-13H2,1-2H3"^^xsd:string ;
    chebi:inchikey "GDLIGKIOYRNHDA-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "314.85210"^^xsd:string ;
    chebi:monoisotopicmass "314.15498"^^xsd:string ;
    chebi:smiles "CN(C)CCCN1c2ccccc2CCc2ccc(Cl)cc12"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:3754"^^xsd:string,
        "CHEBI:47359"^^xsd:string ;
    oboInOwl:hasExactSynonym "3-(3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)-N,N-dimethylpropan-1-amine"^^xsd:string,
        "Clomipramine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3-(3-CHLORO-5H-DIBENZO[B,F]AZEPIN-5-YL)-N,N-DIMETHYLPROPAN-1-AMINE"^^xsd:string,
        "3-(3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)-N,N-dimethyl-1-propanamine"^^xsd:string,
        "3-chloroimipramine"^^xsd:string,
        "chlorimipramine"^^xsd:string,
        "G 34586"^^xsd:string,
        "monochlorimipramine"^^xsd:string ;
    oboInOwl:id "CHEBI:47780"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:47781 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1432747"^^xsd:string,
        "CAS:50-47-5"^^xsd:string,
        "Drug_Central:812"^^xsd:string,
        "DrugBank:DB01151"^^xsd:string,
        "HMDB:HMDB0015282"^^xsd:string,
        "KEGG:C06943"^^xsd:string,
        "KEGG:D07791"^^xsd:string,
        "LINCS:LSM-3351"^^xsd:string,
        "PDBeChem:DSM"^^xsd:string,
        "PMID:11041270"^^xsd:string,
        "PMID:11287497"^^xsd:string,
        "PMID:19328214"^^xsd:string,
        "PMID:20825390"^^xsd:string,
        "PMID:24399719"^^xsd:string,
        "Reaxys:1432747"^^xsd:string,
        "Wikipedia:Desipramine"^^xsd:string ;
    rdfs:label "desipramine"^^xsd:string ;
    definition: "A dibenzoazepine consisting of 10,11-dihydro-5H-dibenzo[b,f]azepine substituted on nitrogen with a 3-(methylamino)propyl group."^^xsd:string ;
    rdfs:subClassOf CHEBI:47804,
        CHEBI:50995,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35469 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35640 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37890 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37955 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48873 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50949 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76779 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76811 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:88188 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C18H22N2"^^xsd:string ;
    chebi:inchi "InChI=1S/C18H22N2/c1-19-13-6-14-20-17-9-4-2-7-15(17)11-12-16-8-3-5-10-18(16)20/h2-5,7-10,19H,6,11-14H2,1H3"^^xsd:string ;
    chebi:inchikey "HCYAFALTSJYZDH-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "266.38076"^^xsd:string ;
    chebi:monoisotopicmass "266.17830"^^xsd:string ;
    chebi:smiles "CNCCCN1c2ccccc2CCc2ccccc12"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:4448"^^xsd:string,
        "CHEBI:47393"^^xsd:string ;
    oboInOwl:hasExactSynonym "3-(10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)-N-methylpropan-1-amine"^^xsd:string,
        "Desipramine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3-(10,11-DIHYDRO-5H-DIBENZO[B,F]AZEPIN-5-YL)-N-METHYLPROPAN-1-AMINE"^^xsd:string,
        "5-(gamma-methylaminopropyl)iminodibenzyl"^^xsd:string,
        "demethylimipramine"^^xsd:string,
        "Desipramin"^^xsd:string,
        "desipramina"^^xsd:string,
        "desipramine"^^xsd:string,
        "desipraminum"^^xsd:string,
        "desmethylimipramine"^^xsd:string,
        "DMI"^^xsd:string,
        "monodemethylimipramine"^^xsd:string,
        "N-(3-methylaminopropyl)iminobibenzyl"^^xsd:string,
        "norimipramine"^^xsd:string ;
    oboInOwl:id "CHEBI:47781"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:47787 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C01985"^^xsd:string ;
    rdfs:label "11-oxo steroid"^^xsd:string ;
    definition: "Any oxo steroid that has an oxo substituent at position 11."^^xsd:string ;
    rdfs:subClassOf CHEBI:35789 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C19H29OR"^^xsd:string ;
    chebi:mass "273.434"^^xsd:string ;
    chebi:monoisotopicmass "273.22184"^^xsd:string ;
    chebi:smiles "C12(CCCCC1CCC3C2C(CC4(C3CCC4*)C)=O)C"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:725"^^xsd:string,
        "CHEBI:13773"^^xsd:string,
        "CHEBI:19127"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "11-oxo steroids"^^xsd:string,
        "11-Oxosteroid"^^xsd:string,
        "11-oxosteroids"^^xsd:string,
        "an 11-oxosteroid"^^xsd:string ;
    oboInOwl:id "CHEBI:47787"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:47788 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C01876"^^xsd:string,
        "MetaCyc:3-Oxosteroids"^^xsd:string,
        "PMID:9811880"^^xsd:string ;
    rdfs:label "3-oxo steroid"^^xsd:string ;
    definition: "Any oxo steroid where an oxo substituent is located at position 3."^^xsd:string ;
    rdfs:subClassOf CHEBI:3992,
        CHEBI:35789 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C19H29OR"^^xsd:string ;
    chebi:mass "273.434"^^xsd:string ;
    chebi:monoisotopicmass "273.22184"^^xsd:string ;
    chebi:smiles "C12C(C3C(C(CC3)*)(C)CC1)CCC4C2(CCC(C4)=O)C"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:1653"^^xsd:string,
        "CHEBI:13607"^^xsd:string,
        "CHEBI:20182"^^xsd:string,
        "CHEBI:71186"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3-oxo steroids"^^xsd:string,
        "3-Oxosteroid"^^xsd:string,
        "3-oxosteroids"^^xsd:string,
        "a 3-oxosteroid"^^xsd:string ;
    oboInOwl:id "CHEBI:47788"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:47802 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1343358"^^xsd:string,
        "CAS:256-96-2"^^xsd:string,
        "Chemspider:8857"^^xsd:string,
        "PDBeChem:ONB"^^xsd:string,
        "PMID:870507"^^xsd:string,
        "PMID:2322636"^^xsd:string,
        "PMID:3680120"^^xsd:string,
        "PMID:4146691"^^xsd:string,
        "PMID:5982986"^^xsd:string,
        "PMID:7587936"^^xsd:string,
        "PMID:8385460"^^xsd:string,
        "PMID:11767950"^^xsd:string,
        "PMID:12052500"^^xsd:string,
        "PMID:12061877"^^xsd:string,
        "PMID:15837018"^^xsd:string,
        "PMID:16203183"^^xsd:string,
        "PMID:17236778"^^xsd:string,
        "PMID:18779941"^^xsd:string,
        "PMID:19486265"^^xsd:string,
        "PMID:19774656"^^xsd:string,
        "PMID:20922935"^^xsd:string,
        "PMID:21087114"^^xsd:string,
        "PMID:21441615"^^xsd:string,
        "PMID:22322005"^^xsd:string,
        "PMID:22751668"^^xsd:string,
        "PMID:24358274"^^xsd:string,
        "PMID:27175105"^^xsd:string,
        "PMID:27389944"^^xsd:string,
        "PMID:27807790"^^xsd:string,
        "PMID:30660838"^^xsd:string,
        "PMID:30754023"^^xsd:string,
        "PMID:30823329"^^xsd:string,
        "PMID:31718245"^^xsd:string,
        "PMID:33381027"^^xsd:string,
        "PMID:33842007"^^xsd:string,
        "Reaxys:1343358"^^xsd:string,
        "Wikipedia:Dibenzazepine"^^xsd:string ;
    rdfs:label "5H-dibenzo[b,f]azepine"^^xsd:string ;
    definition: "A mancude organic heterotricyclic parent that consists of a seven-membered nitrogen hetrocycle fused with two benzene rings."^^xsd:string ;
    rdfs:subClassOf CHEBI:36416,
        CHEBI:47804,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:83399 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C14H11N"^^xsd:string ;
    chebi:inchi "InChI=1S/C14H11N/c1-3-7-13-11(5-1)9-10-12-6-2-4-8-14(12)15-13/h1-10,15H"^^xsd:string ;
    chebi:inchikey "LCGTWRLJTMHIQZ-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "193.249"^^xsd:string ;
    chebi:monoisotopicmass "193.08915"^^xsd:string ;
    chebi:smiles "N1C2=C(C=CC=C2)C=CC2=C1C=CC=C2"^^xsd:string ;
    oboInOwl:hasExactSynonym "5H-dibenzo[b,f]azepine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2,2'-iminostilbene"^^xsd:string,
        "2,3,6,7-dibenzazepine"^^xsd:string,
        "5H-Dibenz[b,f]azepin"^^xsd:string,
        "5H-dibenz[b,f]azepine"^^xsd:string,
        "5H-dibenzazepine"^^xsd:string,
        "dibenz(b,f)azepine"^^xsd:string,
        "dibenzazepine"^^xsd:string,
        "iminostilbene"^^xsd:string,
        "o,o'-iminostilbene"^^xsd:string ;
    oboInOwl:id "CHEBI:47802"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:47804 a owl:Class ;
    rdfs:label "dibenzoazepine"^^xsd:string ;
    rdfs:subClassOf CHEBI:26979,
        CHEBI:38101 ;
    oboInOwl:hasExactSynonym "dibenzoazepine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "dibenzazepine"^^xsd:string,
        "dibenzoazepines"^^xsd:string ;
    oboInOwl:id "CHEBI:47804"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:47811 a owl:Class ;
    rdfs:label "penamcarboxylate"^^xsd:string ;
    rdfs:subClassOf CHEBI:35757,
        CHEBI:35992 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "penamcarboxylates"^^xsd:string ;
    oboInOwl:id "CHEBI:47811"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:47857 a owl:Class ;
    rdfs:label "ureas"^^xsd:string ;
    rdfs:subClassOf CHEBI:33256,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:16199 ] ;
    oboInOwl:hasAlternativeId "CHEBI:27220"^^xsd:string,
        "CHEBI:36947"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "urea derivatives"^^xsd:string ;
    oboInOwl:id "CHEBI:47857"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:47867 a owl:Class ;
    rdfs:label "indicator"^^xsd:string ;
    definition: "Anything used in a scientific experiment to indicate the presence of a substance or quality, change in a body, etc."^^xsd:string ;
    rdfs:subClassOf CHEBI:33232 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Indikator"^^xsd:string ;
    oboInOwl:id "CHEBI:47867"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:47868 a owl:Class ;
    rdfs:label "photosensitizing agent"^^xsd:string ;
    definition: "A chemical compound that can be excited by light of a specific wavelength and subsequently transfer energy to a chosen reactant. This is commonly molecular oxygen within a cancer tissue, which is converted to (highly rective) singlet state oxygen. This rapidly reacts with any nearby biomolecules, ultimately killing the cancer cells."^^xsd:string ;
    rdfs:subClassOf CHEBI:23888 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "photosensitising agent"^^xsd:string ;
    oboInOwl:id "CHEBI:47868"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:47880 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C15506"^^xsd:string ;
    rdfs:label "steroid ester"^^xsd:string ;
    rdfs:subClassOf CHEBI:35341,
        CHEBI:35701 ;
    oboInOwl:hasAlternativeId "CHEBI:26762"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "steroid esters"^^xsd:string ;
    oboInOwl:id "CHEBI:47880"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:47882 a owl:Class ;
    rdfs:label "cyclic polypyrrole"^^xsd:string ;
    rdfs:subClassOf CHEBI:38077 ;
    oboInOwl:hasExactSynonym "macrocyclic polypyrroles"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "cyclic polypyrroles"^^xsd:string,
        "polypyrrole macrocycles"^^xsd:string ;
    oboInOwl:id "CHEBI:47882"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:47887 a owl:Class ;
    rdfs:label "steroid acid ester"^^xsd:string ;
    rdfs:subClassOf CHEBI:47880 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "steroid acid esters"^^xsd:string ;
    oboInOwl:id "CHEBI:47887"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:47901 a owl:Class ;
    rdfs:label "alkanesulfonic acid"^^xsd:string ;
    definition: "Organic derivatives of sulfonic acid in which the sulfo group is linked directly to carbon of an alkyl group."^^xsd:string ;
    rdfs:subClassOf CHEBI:33551,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:22323 ] ;
    oboInOwl:hasAlternativeId "CHEBI:13809"^^xsd:string,
        "CHEBI:33553"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "alkanesulfonic acids"^^xsd:string,
        "alkylsulfonic acids"^^xsd:string ;
    oboInOwl:id "CHEBI:47901"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:47908 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C00812"^^xsd:string ;
    rdfs:label "alkanethiol"^^xsd:string ;
    definition: "An alkanethiol is a compound in which a sulfanyl group, -SH, is attached to an alkyl group."^^xsd:string ;
    rdfs:subClassOf CHEBI:29256 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "HSR"^^xsd:string ;
    chebi:mass "33.074"^^xsd:string ;
    chebi:monoisotopicmass "32.97990"^^xsd:string ;
    chebi:smiles "*S"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:2585"^^xsd:string,
        "CHEBI:13812"^^xsd:string,
        "CHEBI:22328"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "alkanethiols"^^xsd:string,
        "Alkyl thiol"^^xsd:string,
        "alkyl thiols"^^xsd:string,
        "an alkyl thiol"^^xsd:string ;
    oboInOwl:id "CHEBI:47908"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:47909 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C00619"^^xsd:string,
        "MetaCyc:3-Oxo-Delta-4-Steroids"^^xsd:string ;
    rdfs:label "3-oxo-Delta(4) steroid"^^xsd:string ;
    definition: "A 3-oxo steroid conjugated to a C=C double bond at the alpha,beta position."^^xsd:string ;
    rdfs:subClassOf CHEBI:47788,
        CHEBI:51689,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:136849 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C19H27OR"^^xsd:string ;
    chebi:mass "271.418"^^xsd:string ;
    chebi:monoisotopicmass "271.20619"^^xsd:string ;
    chebi:smiles "C12C(C3C(C(CC3)*)(C)CC1)CCC=4C2(CCC(C4)=O)C"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:1626"^^xsd:string,
        "CHEBI:13604"^^xsd:string,
        "CHEBI:20157"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3-oxo Delta(4)-steroid"^^xsd:string,
        "3-oxo Delta(4)-steroids"^^xsd:string,
        "3-Oxo-delta4-steroid"^^xsd:string,
        "3-oxo-Delta(4) steroids"^^xsd:string,
        "a 3-oxo-Delta(4)-steroid"^^xsd:string ;
    oboInOwl:id "CHEBI:47909"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:47916 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C01579"^^xsd:string,
        "Wikipedia:Flavonoid"^^xsd:string ;
    rdfs:label "flavonoid"^^xsd:string ;
    definition: "Any member of the 'superclass' flavonoids whose skeleton is based on 1-benzopyran with an aryl substituent at position 2. The term was originally restricted to natural products, but is now also used to describe semi-synthetic and fully synthetic compounds."^^xsd:string ;
    rdfs:subClassOf CHEBI:72544,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:26004 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:38443 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:60038 ] ;
    oboInOwl:hasAlternativeId "CHEBI:5077"^^xsd:string,
        "CHEBI:13638"^^xsd:string,
        "CHEBI:24044"^^xsd:string ;
    oboInOwl:hasExactSynonym "Flavonoid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-aryl-1-benzopyran"^^xsd:string,
        "2-aryl-1-benzopyrans"^^xsd:string,
        "flavonoids"^^xsd:string ;
    oboInOwl:id "CHEBI:47916"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:47956 a owl:Class ;
    rdfs:label "thiocarboxamide"^^xsd:string ;
    definition: "Any primary amide having its amide oxygen replaced by sulfur."^^xsd:string ;
    rdfs:subClassOf CHEBI:33256 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "thioamide"^^xsd:string,
        "thiocarboxamides"^^xsd:string,
        "thionoamide"^^xsd:string ;
    oboInOwl:id "CHEBI:47956"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:47958 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Nicotinic_acetylcholine_receptor"^^xsd:string ;
    rdfs:label "nicotinic acetylcholine receptor agonist"^^xsd:string ;
    definition: "An agonist that selectively binds to and activates a nicotinic acetylcholine receptor."^^xsd:string ;
    rdfs:subClassOf CHEBI:38324 ;
    oboInOwl:hasAlternativeId "CHEBI:82738"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "muscarinic agonists"^^xsd:string,
        "nicotinic acetylcholine receptor agonists"^^xsd:string,
        "nicotinic agonist"^^xsd:string,
        "nicotinic agonists"^^xsd:string ;
    oboInOwl:id "CHEBI:47958"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48001 a owl:Class ;
    rdfs:label "protein synthesis inhibitor"^^xsd:string ;
    definition: "A compound, usually an anti-bacterial agent or a toxin, which inhibits the synthesis of a protein."^^xsd:string ;
    rdfs:subClassOf CHEBI:76932 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "protein synthesis antagonist"^^xsd:string,
        "protein synthesis antagonists"^^xsd:string,
        "protein synthesis inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:48001"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48009 a owl:Class ;
    rdfs:label "N-glycosyl-1,3,5-triazine"^^xsd:string ;
    rdfs:subClassOf CHEBI:21731,
        CHEBI:26588 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "N-glycosyl-1,3,5-triazines"^^xsd:string ;
    oboInOwl:id "CHEBI:48009"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48010 a owl:Class ;
    rdfs:label "locked nucleic acid"^^xsd:string ;
    definition: "Nucleic acid polymers where the residues contain 'locked' deoxyribose units and are linked by phosphodiester bonds. The deoxyribose unit conformation is 'locked' by a 2'-C,4'-C-oxymethylene link."^^xsd:string ;
    rdfs:subClassOf CHEBI:33696,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:48011 ] ;
    oboInOwl:hasExactSynonym "locked nucleic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "LNA"^^xsd:string,
        "locked nucleic acids"^^xsd:string ;
    oboInOwl:id "CHEBI:48010"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48011 a owl:Class ;
    rdfs:label "locked nucleotide residue"^^xsd:string ;
    definition: "A nucleic acid residue that contains a 'locked' deoxyribose unit."^^xsd:string ;
    rdfs:subClassOf CHEBI:50319 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "LNA residues"^^xsd:string,
        "locked nucleic acid residue"^^xsd:string,
        "locked nucleic acid residues"^^xsd:string ;
    oboInOwl:id "CHEBI:48011"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48015 a owl:Class ;
    rdfs:label "glycol nucleic acid"^^xsd:string ;
    definition: "Nucleic acid polymers where the residues have an acyclic three-carbon propylene glycol phosphodiester backbone."^^xsd:string ;
    rdfs:subClassOf CHEBI:33696 ;
    oboInOwl:hasExactSynonym "glycol nucleic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "glycerol nucleic acids"^^xsd:string,
        "glycol nucleic acids"^^xsd:string,
        "GNA"^^xsd:string ;
    oboInOwl:id "CHEBI:48015"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48016 a owl:Class ;
    rdfs:label "(R)-glycol nucleic acid"^^xsd:string ;
    definition: "Glycol nucleic acids with an (R) chiral centre in the glycol backbone. They can be synthetically derived from (R)-(+)-glycidol."^^xsd:string ;
    rdfs:subClassOf CHEBI:48015 ;
    oboInOwl:hasExactSynonym "(R)-glycol nucleic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(R)-glycerol nucleic acids"^^xsd:string,
        "(R)-glycol nucleic acids"^^xsd:string,
        "(R)-GNA"^^xsd:string ;
    oboInOwl:id "CHEBI:48016"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48017 a owl:Class ;
    rdfs:label "(S)-glycol nucleic acid"^^xsd:string ;
    definition: "Glycol nucleic acids with an (S) chiral centre in the glycol backbone. They can be synthetically derived from (S)-(+)-glycidol."^^xsd:string ;
    rdfs:subClassOf CHEBI:48015 ;
    oboInOwl:hasExactSynonym "(S)-glycol nucleic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(S)-glycerol nucleic acids"^^xsd:string,
        "(S)-glycol nucleic acids"^^xsd:string,
        "(S)-GNA"^^xsd:string ;
    oboInOwl:id "CHEBI:48017"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48019 a owl:Class ;
    rdfs:label "threose nucleic acid"^^xsd:string ;
    definition: "Nucleic acids that have threose instead of ribose or deoxyribose in their sugar-phosphate backbones."^^xsd:string ;
    rdfs:subClassOf CHEBI:33696 ;
    oboInOwl:hasExactSynonym "threose nucleic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(L)-alpha-threofuranosyl nucleic acids"^^xsd:string,
        "threose nucleic acids"^^xsd:string,
        "TNA"^^xsd:string ;
    oboInOwl:id "CHEBI:48019"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48021 a owl:Class ;
    rdfs:label "peptide nucleic acid"^^xsd:string ;
    definition: "Nucleic acids where the sugar-phosphate backbone has been replaced by a neutral polyamide backbone such as N-(2-aminoethyl)glycine units."^^xsd:string ;
    rdfs:subClassOf CHEBI:33696 ;
    oboInOwl:hasExactSynonym "peptide nucleic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "peptide nucleic acids"^^xsd:string,
        "PNA"^^xsd:string ;
    oboInOwl:id "CHEBI:48021"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48024 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:3-Hydroxy-Flavanones"^^xsd:string ;
    rdfs:label "3'-hydroxyflavanones"^^xsd:string ;
    definition: "Any hydroxyflavanone with a hydroxy substituent at position 3' of the phenyl ring."^^xsd:string ;
    rdfs:subClassOf CHEBI:24697 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:48024"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48107 a owl:Class ;
    oboInOwl:hasDbXref "CAS:7697-37-2"^^xsd:string,
        "Gmelin:1576"^^xsd:string,
        "KEGG:C00244"^^xsd:string,
        "KEGG:D02313"^^xsd:string,
        "MetaCyc:CPD-15028"^^xsd:string,
        "PMID:22285512"^^xsd:string,
        "PMID:23402861"^^xsd:string,
        "Reaxys:3587310"^^xsd:string,
        "Wikipedia:Nitric_acid"^^xsd:string ;
    rdfs:label "nitric acid"^^xsd:string ;
    definition: "A nitrogen oxoacid of formula HNO3 in which the nitrogen atom is bonded to a hydroxy group and by equivalent bonds to the remaining two oxygen atoms."^^xsd:string ;
    rdfs:subClassOf CHEBI:33455,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:17632 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:33893 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48356 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "HNO3"^^xsd:string ;
    chebi:inchi "InChI=1S/HNO3/c2-1(3)4/h(H,2,3,4)"^^xsd:string ;
    chebi:inchikey "GRYLNZFGIOXLOG-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "63.01280"^^xsd:string ;
    chebi:monoisotopicmass "62.99564"^^xsd:string ;
    chebi:smiles "O[N+]([O-])=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:7580"^^xsd:string,
        "CHEBI:25545"^^xsd:string ;
    oboInOwl:hasExactSynonym "hydrogen trioxonitrate(1-)"^^xsd:string,
        "hydroxidodioxidonitrogen"^^xsd:string,
        "Nitric acid"^^xsd:string,
        "trioxonitric acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "[NO2(OH)]"^^xsd:string,
        "acide azotique"^^xsd:string,
        "acide nitrique"^^xsd:string,
        "azotic acid"^^xsd:string,
        "HNO3"^^xsd:string,
        "HONO2"^^xsd:string,
        "hydrogen nitrate"^^xsd:string,
        "Salpetersaeure"^^xsd:string ;
    oboInOwl:id "CHEBI:48107"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48109 a owl:Class ;
    rdfs:label "nitrobenzenes"^^xsd:string ;
    definition: "A C-nitro compound with formula C6H(6-n)(NO2)n (n can be from 1 up to 6, but is usually 1, 2 or 3). A closed class."^^xsd:string ;
    rdfs:subClassOf CHEBI:22712,
        CHEBI:35716 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:48109"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48110 a owl:Class ;
    rdfs:label "trinitrobenzene"^^xsd:string ;
    rdfs:subClassOf CHEBI:48109 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H3N3O6"^^xsd:string ;
    chebi:mass "213.105"^^xsd:string ;
    chebi:monoisotopicmass "213.00218"^^xsd:string ;
    oboInOwl:hasExactSynonym "trinitrobenzene"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Trinitrobenzol"^^xsd:string ;
    oboInOwl:id "CHEBI:48110"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48113 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1252144"^^xsd:string,
        "CAS:99-35-4"^^xsd:string,
        "Gmelin:27979"^^xsd:string,
        "Reaxys:1252144"^^xsd:string,
        "Wikipedia:1,3,5-Trinitrobenzene"^^xsd:string ;
    rdfs:label "1,3,5-trinitrobenzene"^^xsd:string ;
    definition: "A trinitrobenzene in which each of the nitro groups is meta- to the other two."^^xsd:string ;
    rdfs:subClassOf CHEBI:48110,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:63490 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H3N3O6"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H3N3O6/c10-7(11)4-1-5(8(12)13)3-6(2-4)9(14)15/h1-3H"^^xsd:string ;
    chebi:inchikey "UATJOMSPNYCXIX-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "213.10450"^^xsd:string ;
    chebi:monoisotopicmass "213.00218"^^xsd:string ;
    chebi:smiles "[O-][N+](=O)c1cc(cc(c1)[N+]([O-])=O)[N+]([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "1,3,5-trinitrobenzene"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1,3,5-Trinitrobenzol"^^xsd:string,
        "s-trinitrobenzene"^^xsd:string,
        "sym-trinitrobenzene"^^xsd:string,
        "TNB"^^xsd:string ;
    oboInOwl:id "CHEBI:48113"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48120 a owl:Class ;
    rdfs:label "anthracycline"^^xsd:string ;
    definition: "Anthracyclines are polyketides that have a tetrahydronaphthacenedione ring structure attached by a glycosidic linkage to the amino sugar daunosamine."^^xsd:string ;
    rdfs:subClassOf CHEBI:26188,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:64678 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:25212 ] ;
    oboInOwl:hasExactSynonym "anthracycline"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "anthracyclines"^^xsd:string ;
    oboInOwl:id "CHEBI:48120"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48131 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1101094"^^xsd:string,
        "CAS:123-99-9"^^xsd:string,
        "Drug_Central:270"^^xsd:string,
        "DrugBank:DB00548"^^xsd:string,
        "Gmelin:261342"^^xsd:string,
        "HMDB:HMDB0000784"^^xsd:string,
        "KEGG:C08261"^^xsd:string,
        "KEGG:D03034"^^xsd:string,
        "LIPID_MAPS_instance:LMFA01170054"^^xsd:string,
        "MetaCyc:CPD0-1265"^^xsd:string,
        "PDBeChem:AZ1"^^xsd:string,
        "PMID:22770225"^^xsd:string,
        "PMID:24280644"^^xsd:string,
        "PMID:28600633"^^xsd:string,
        "Reaxys:1101094"^^xsd:string,
        "Wikipedia:Azelaic_Acid"^^xsd:string ;
    rdfs:label "nonanedioic acid"^^xsd:string ;
    definition: "An alpha,omega-dicarboxylic acid that is heptane substituted at positions 1 and 7 by carboxy groups."^^xsd:string ;
    rdfs:subClassOf CHEBI:28383,
        CHEBI:189840,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:78208 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:33282 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35610 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50177 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C9H16O4"^^xsd:string ;
    chebi:inchi "InChI=1S/C9H16O4/c10-8(11)6-4-2-1-3-5-7-9(12)13/h1-7H2,(H,10,11)(H,12,13)"^^xsd:string ;
    chebi:inchikey "BDJRBEYXGGNYIS-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "188.22094"^^xsd:string ;
    chebi:monoisotopicmass "188.10486"^^xsd:string ;
    chebi:smiles "OC(=O)CCCCCCCC(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:2949"^^xsd:string,
        "CHEBI:40912"^^xsd:string ;
    oboInOwl:hasExactSynonym "Nonanedioic acid"^^xsd:string,
        "nonanedioic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1,7-dicarboxyheptane"^^xsd:string,
        "1,7-Heptanedicarboxylic acid"^^xsd:string,
        "1,9-nonanedioic acid"^^xsd:string,
        "acide azelaique"^^xsd:string,
        "acidum azelaicum"^^xsd:string,
        "anchoic acid"^^xsd:string,
        "AZELAIC ACID"^^xsd:string,
        "Azelaic acid"^^xsd:string,
        "azelaic acid"^^xsd:string,
        "Azelainsaeure"^^xsd:string,
        "Azelex"^^xsd:string,
        "Finacea"^^xsd:string,
        "lepargylic acid"^^xsd:string,
        "n-nonanedioic acid"^^xsd:string,
        "Nonandisaeure"^^xsd:string,
        "Skinoren"^^xsd:string ;
    oboInOwl:id "CHEBI:48131"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48132 a owl:Class ;
    rdfs:label "tetracenomycin"^^xsd:string ;
    definition: "A polyketide based on a tetracene ring structure."^^xsd:string ;
    rdfs:subClassOf CHEBI:26188,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:25212 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:33281 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "tetracenomycins"^^xsd:string ;
    oboInOwl:id "CHEBI:48132"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48154 a owl:Class ;
    rdfs:label "sulfur oxide"^^xsd:string ;
    rdfs:subClassOf CHEBI:24836,
        CHEBI:26835 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "oxides of sulfur"^^xsd:string,
        "Schwefeloxide"^^xsd:string,
        "sulfur oxides"^^xsd:string ;
    oboInOwl:id "CHEBI:48154"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48218 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Antiseptic"^^xsd:string ;
    rdfs:label "antiseptic drug"^^xsd:string ;
    definition: "A substance used locally on humans and other animals to destroy harmful microorganisms or to inhibit their activity (cf. disinfectants, which destroy microorganisms found on non-living objects, and antibiotics, which can be transported through the lymphatic system to destroy bacteria within the body)."^^xsd:string ;
    rdfs:subClassOf CHEBI:35441 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "antiseptic"^^xsd:string,
        "antiseptic agent"^^xsd:string,
        "antiseptic agents"^^xsd:string,
        "antiseptics"^^xsd:string,
        "local antiinfective agents"^^xsd:string,
        "local microbicides"^^xsd:string,
        "topical antiinfective agents"^^xsd:string,
        "topical microbicides"^^xsd:string ;
    oboInOwl:id "CHEBI:48218"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48219 a owl:Class ;
    rdfs:label "disinfectant"^^xsd:string ;
    definition: "An antimicrobial agent that is applied to non-living objects to destroy harmful microorganisms or to inhibit their activity."^^xsd:string ;
    rdfs:subClassOf CHEBI:33281 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "desinfectant"^^xsd:string,
        "Desinfektionsmittel"^^xsd:string,
        "disinfectants"^^xsd:string,
        "disinfecting agent"^^xsd:string ;
    oboInOwl:id "CHEBI:48219"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48273 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:7078976"^^xsd:string,
        "CAS:144034-80-0"^^xsd:string,
        "Drug_Central:2393"^^xsd:string,
        "DrugBank:DB00953"^^xsd:string,
        "LINCS:LSM-3691"^^xsd:string,
        "Wikipedia:Rizatriptan"^^xsd:string ;
    rdfs:label "rizatriptan"^^xsd:string ;
    rdfs:subClassOf CHEBI:27162,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:28969 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35472 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35941 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50514 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C15H19N5"^^xsd:string ;
    chebi:inchi "InChI=1S/C15H19N5/c1-19(2)6-5-13-8-17-15-4-3-12(7-14(13)15)9-20-11-16-10-18-20/h3-4,7-8,10-11,17H,5-6,9H2,1-2H3"^^xsd:string ;
    chebi:inchikey "ULFRLSNUDGIQQP-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "269.34506"^^xsd:string ;
    chebi:monoisotopicmass "269.16405"^^xsd:string ;
    chebi:smiles "CN(C)CCc1c[nH]c2ccc(Cn3cncn3)cc12"^^xsd:string ;
    oboInOwl:hasExactSynonym "N,N-dimethyl-2-[5-(1H-1,2,4-triazol-1-ylmethyl)-1H-indol-3-yl]ethanamine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "MK 462 free base"^^xsd:string,
        "N,N-dimethyl-2-[5-(1,2,4-triazol-1-ylmethyl)-1H-indol-3-yl]-ethanamine"^^xsd:string,
        "N,N-dimethyl-5-(1H-1,2,4-triazol-1-ylmethyl)-1H-indole-3-ethanamine"^^xsd:string,
        "risatriptan"^^xsd:string,
        "rizatriptan"^^xsd:string,
        "rizatriptanum"^^xsd:string ;
    oboInOwl:id "CHEBI:48273"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48274 a owl:Class ;
    rdfs:label "tryptamine alkaloid"^^xsd:string ;
    rdfs:subClassOf CHEBI:27162,
        CHEBI:38958 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:48274"^^xsd:string ;
    oboInOwl:inSubset chebi2:1_STAR .

CHEBI:48277 a owl:Class ;
    rdfs:label "triazolopyrazine"^^xsd:string ;
    rdfs:subClassOf CHEBI:27171,
        CHEBI:38101 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "triazolopyrazines"^^xsd:string ;
    oboInOwl:id "CHEBI:48277"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48278 a owl:Class ;
    rdfs:label "serotonergic drug"^^xsd:string ;
    rdfs:subClassOf CHEBI:35942 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "serotonergic agents"^^xsd:string,
        "serotonergic drugs"^^xsd:string,
        "serotonin drugs"^^xsd:string ;
    oboInOwl:id "CHEBI:48278"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48279 a owl:Class ;
    rdfs:label "serotonergic antagonist"^^xsd:string ;
    definition: "Drugs that bind to but do not activate serotonin receptors, thereby blocking the actions of serotonin or serotonergic agonists."^^xsd:string ;
    rdfs:subClassOf CHEBI:48278 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "5-HT antagonists"^^xsd:string,
        "5-hydroxytryptamine antagonists"^^xsd:string,
        "antiserotonergic agents"^^xsd:string,
        "serotonin antagonists"^^xsd:string,
        "serotonin blockaders"^^xsd:string ;
    oboInOwl:id "CHEBI:48279"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48282 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:482371"^^xsd:string,
        "CAS:4021-34-5"^^xsd:string,
        "DrugBank:DB01441"^^xsd:string ;
    rdfs:label "5-methoxy-N,N-diisopropyltryptamine"^^xsd:string ;
    rdfs:subClassOf CHEBI:27162,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:2089 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:48286 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35499 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C17H26N2O"^^xsd:string ;
    chebi:inchi "InChI=1S/C17H26N2O/c1-12(2)19(13(3)4)9-8-14-11-18-17-7-6-15(20-5)10-16(14)17/h6-7,10-13,18H,8-9H2,1-5H3"^^xsd:string ;
    chebi:inchikey "DNBPMBJFRRVTSJ-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "274.40110"^^xsd:string ;
    chebi:monoisotopicmass "274.20451"^^xsd:string ;
    chebi:smiles "COc1ccc2[nH]cc(CCN(C(C)C)C(C)C)c2c1"^^xsd:string ;
    oboInOwl:hasExactSynonym "N-{2-[5-(methyloxy)-1H-indol-3-yl]ethyl}-N-(propan-2-yl)propan-2-amine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "5-MeO-DIPT"^^xsd:string,
        "5-methoxy-N,N-bis(1-methylethyl)-1H-indole-3-ethanamine"^^xsd:string,
        "N-(1-methylethyl)-N-{2-[5-(methyloxy)-1H-indol-3-yl]ethyl}propan-2-amine"^^xsd:string,
        "N-isopropyl-N-[2-(5-methoxy-1H-indol-3-yl)ethyl]propan-2-amine"^^xsd:string ;
    oboInOwl:id "CHEBI:48282"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48286 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:185763"^^xsd:string,
        "CAS:14780-24-6"^^xsd:string ;
    rdfs:label "N,N-diisopropyltryptamine"^^xsd:string ;
    rdfs:subClassOf CHEBI:27162 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C16H24N2"^^xsd:string ;
    chebi:inchi "InChI=1S/C16H24N2/c1-12(2)18(13(3)4)10-9-14-11-17-16-8-6-5-7-15(14)16/h5-8,11-13,17H,9-10H2,1-4H3"^^xsd:string ;
    chebi:inchikey "ZRVAAGAZUWXRIP-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "244.37520"^^xsd:string ;
    chebi:monoisotopicmass "244.19395"^^xsd:string ;
    chebi:smiles "CC(C)N(CCc1c[nH]c2ccccc12)C(C)C"^^xsd:string ;
    oboInOwl:hasExactSynonym "N,N-diisopropyltryptamine"^^xsd:string,
        "N-[2-(1H-indol-3-yl)ethyl]-N-(propan-2-yl)propan-2-amine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "DIPT"^^xsd:string,
        "N,N-bis(1-methylethyl)-1H-indole-3-ethanamine"^^xsd:string,
        "N-[2-(1H-indol-3-yl)ethyl]-N-(1-methylethyl)propan-2-amine"^^xsd:string,
        "N-[2-(1H-indol-3-yl)ethyl]-N-isopropylpropan-2-amine"^^xsd:string ;
    oboInOwl:id "CHEBI:48286"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48311 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:3560933"^^xsd:string ;
    rdfs:label "diclofenac(1-)"^^xsd:string ;
    definition: "The conjugate base of diclofenac."^^xsd:string ;
    rdfs:subClassOf CHEBI:35757,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:47381 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C14H10Cl2NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C14H11Cl2NO2/c15-10-5-3-6-11(16)14(10)17-12-7-2-1-4-9(12)8-13(18)19/h1-7,17H,8H2,(H,18,19)/p-1"^^xsd:string ;
    chebi:inchikey "DCOPUUMXTXDBNB-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "295.14014"^^xsd:string ;
    chebi:monoisotopicmass "294.00941"^^xsd:string ;
    chebi:smiles "[O-]C(=O)Cc1ccccc1Nc1c(Cl)cccc1Cl"^^xsd:string ;
    oboInOwl:hasExactSynonym "{2-[(2,6-dichlorophenyl)amino]phenyl}acetate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:48311"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48318 a owl:Class ;
    rdfs:label "fragrance"^^xsd:string ;
    definition: "A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell."^^xsd:string ;
    rdfs:subClassOf CHEBI:33232 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "aroma"^^xsd:string,
        "arome"^^xsd:string,
        "essence"^^xsd:string,
        "Parfuem"^^xsd:string,
        "parfum"^^xsd:string,
        "perfume"^^xsd:string,
        "scent"^^xsd:string ;
    oboInOwl:id "CHEBI:48318"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48320 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:601974"^^xsd:string ;
    rdfs:label "adamantan-1-aminium"^^xsd:string ;
    rdfs:subClassOf CHEBI:35274,
        CHEBI:51339,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:40519 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:2618 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C10H18N"^^xsd:string ;
    chebi:inchi "InChI=1S/C10H17N/c11-10-4-7-1-8(5-10)3-9(2-7)6-10/h7-9H,1-6,11H2/p+1"^^xsd:string ;
    chebi:inchikey "DKNWSYNQZKUICI-UHFFFAOYSA-O"^^xsd:string ;
    chebi:mass "152.25666"^^xsd:string ;
    chebi:monoisotopicmass "152.14338"^^xsd:string ;
    chebi:smiles "[NH3+]C12CC3CC(CC(C3)C1)C2"^^xsd:string ;
    oboInOwl:hasExactSynonym "adamantan-1-aminium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:48320"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48330 a owl:Class ;
    oboInOwl:hasDbXref "Patent:WO2007030963"^^xsd:string ;
    rdfs:label "4,5-(methanoxyethano)isolongifol-4-ene"^^xsd:string ;
    rdfs:subClassOf CHEBI:48418,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48318 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C18H28O"^^xsd:string ;
    chebi:inchi "InChI=1S/C18H28O/c1-16(2)9-12-11-19-8-6-14(12)15-17(3,4)13-5-7-18(15,16)10-13/h13,15H,5-11H2,1-4H3/t13-,15?,18-/m0/s1"^^xsd:string ;
    chebi:inchikey "OPHJYEFTOHTQHT-LWSHRDBSSA-N"^^xsd:string ;
    chebi:mass "260.41432"^^xsd:string ;
    chebi:monoisotopicmass "260.21402"^^xsd:string ;
    chebi:smiles "CC1(C)[C@H]2CC[C@]3(C2)C1C1=C(COCC1)CC3(C)C"^^xsd:string ;
    oboInOwl:hasExactSynonym "(1S,12S)-2,2,11,11-tetramethyl-6-oxatetracyclo[10.2.1.0(1,10).0(4,9)]pentadec-4(9)-ene"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2,2,11,11-tetramethyl-6-oxatetracyclo[10.2.1.0(1,10).0(4,9)]pentadec-4(9)-ene"^^xsd:string ;
    oboInOwl:id "CHEBI:48330"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48338 a owl:Class ;
    rdfs:label "pyrazinoisoquinoline"^^xsd:string ;
    rdfs:subClassOf CHEBI:26979,
        CHEBI:38101 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "pyrazinoisoquinolines"^^xsd:string ;
    oboInOwl:id "CHEBI:48338"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48339 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:634785"^^xsd:string,
        "DrugBank:DB01026"^^xsd:string,
        "LINCS:LSM-5148"^^xsd:string ;
    rdfs:label "1-acetyl-4-(4-{[2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy}phenyl)piperazine"^^xsd:string ;
    definition: "A dioxolane that is 1,3-dioxolane which is substituted at positions 2, 2, and 4 by imidazol-1-ylmethyl, 2,4-dichlorophenyl, and [para-(4-acetylpiperazin-1-yl)phenoxy]methyl groups, respectively."^^xsd:string ;
    rdfs:subClassOf CHEBI:23697,
        CHEBI:24780,
        CHEBI:25698,
        CHEBI:39430,
        CHEBI:46844,
        CHEBI:46848 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C26H28Cl2N4O4"^^xsd:string ;
    chebi:inchi "InChI=1S/C26H28Cl2N4O4/c1-19(33)31-10-12-32(13-11-31)21-3-5-22(6-4-21)34-15-23-16-35-26(36-23,17-30-9-8-29-18-30)24-7-2-20(27)14-25(24)28/h2-9,14,18,23H,10-13,15-17H2,1H3"^^xsd:string ;
    chebi:inchikey "XMAYWYJOQHXEEK-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "531.43048"^^xsd:string ;
    chebi:monoisotopicmass "530.14876"^^xsd:string ;
    chebi:smiles "CC(=O)N1CCN(CC1)c1ccc(OCC2COC(Cn3ccnc3)(O2)c2ccc(Cl)cc2Cl)cc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "1-acetyl-4-(4-{[2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy}phenyl)piperazine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:48339"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48343 a owl:Class ;
    rdfs:label "disulfide"^^xsd:string ;
    definition: "Compounds of structure RSSR'."^^xsd:string ;
    rdfs:subClassOf CHEBI:26835 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "disulfides"^^xsd:string ;
    oboInOwl:id "CHEBI:48343"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48353 a owl:Class ;
    rdfs:label "serine proteinase inhibitor"^^xsd:string ;
    definition: "An exogenous or endogenous compound which inhibits serine endopeptidases."^^xsd:string ;
    rdfs:subClassOf CHEBI:5924,
        CHEBI:37670 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "serine proteinase inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:48353"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48354 a owl:Class ;
    rdfs:label "polar solvent"^^xsd:string ;
    definition: "A solvent that is composed of polar molecules. Polar solvents can dissolve ionic compounds or ionisable covalent compounds."^^xsd:string ;
    rdfs:subClassOf CHEBI:46787 ;
    oboInOwl:hasExactSynonym "polar solvent"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "polar solvents"^^xsd:string ;
    oboInOwl:id "CHEBI:48354"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48355 a owl:Class ;
    rdfs:label "non-polar solvent"^^xsd:string ;
    rdfs:subClassOf CHEBI:46787 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:48355"^^xsd:string ;
    oboInOwl:inSubset chebi2:1_STAR .

CHEBI:48356 a owl:Class ;
    rdfs:label "protic solvent"^^xsd:string ;
    definition: "A polar solvent that is capable of acting as a hydron (proton) donor."^^xsd:string ;
    rdfs:subClassOf CHEBI:39141,
        CHEBI:48354 ;
    oboInOwl:hasExactSynonym "protogenic solvent"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:48356"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48357 a owl:Class ;
    rdfs:label "aprotic solvent"^^xsd:string ;
    rdfs:subClassOf CHEBI:46787 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:48357"^^xsd:string ;
    oboInOwl:inSubset chebi2:1_STAR .

CHEBI:48358 a owl:Class ;
    rdfs:label "polar aprotic solvent"^^xsd:string ;
    definition: "A solvent with a comparatively high relative permittivity (or dielectric constant), greater than ca. 15, and a sizable permanent dipole moment, that cannot donate suitably labile hydrogen atoms to form strong hydrogen bonds."^^xsd:string ;
    rdfs:subClassOf CHEBI:48354,
        CHEBI:48357 ;
    oboInOwl:hasExactSynonym "dipolar aprotic solvent"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:48358"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48359 a owl:Class ;
    rdfs:label "protophilic solvent"^^xsd:string ;
    definition: "Solvent that is capable of acting as a hydron (proton) acceptor."^^xsd:string ;
    rdfs:subClassOf CHEBI:39142,
        CHEBI:48354 ;
    oboInOwl:hasExactSynonym "protophilic solvent"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "HBA solvent"^^xsd:string,
        "hydrogen bond acceptor solvent"^^xsd:string ;
    oboInOwl:id "CHEBI:48359"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48360 a owl:Class ;
    rdfs:label "amphiprotic solvent"^^xsd:string ;
    definition: "Self-ionizing solvent possessing both characteristics of Bronsted acids and bases."^^xsd:string ;
    rdfs:subClassOf CHEBI:48356,
        CHEBI:48359 ;
    oboInOwl:hasExactSynonym "amphiprotic solvent"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:48360"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48369 a owl:Class ;
    rdfs:label "organic bromide salt"^^xsd:string ;
    rdfs:subClassOf CHEBI:22925,
        CHEBI:51069 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "organic bromide salts"^^xsd:string ;
    oboInOwl:id "CHEBI:48369"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48376 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:773698"^^xsd:string,
        "CAS:4744-36-9"^^xsd:string ;
    rdfs:label "carbamimidic acid"^^xsd:string ;
    rdfs:subClassOf CHEBI:48379,
        CHEBI:64708,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:16199 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "CH4N2O"^^xsd:string ;
    chebi:inchi "InChI=1S/CH4N2O/c2-1(3)4/h(H4,2,3,4)"^^xsd:string ;
    chebi:inchikey "XSQUKJJJFZCRTK-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "60.05534"^^xsd:string ;
    chebi:monoisotopicmass "60.03236"^^xsd:string ;
    chebi:smiles "NC(O)=N"^^xsd:string ;
    oboInOwl:hasExactSynonym "carbamimidic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "carbamimic acid"^^xsd:string,
        "carbonamidimidic acid"^^xsd:string,
        "H2N-C(=NH)-OH"^^xsd:string,
        "H2N-C(OH)=NH"^^xsd:string,
        "HO-C(=NH)-NH2"^^xsd:string,
        "Isoharnstoff"^^xsd:string,
        "isourea"^^xsd:string,
        "pseudourea"^^xsd:string ;
    oboInOwl:id "CHEBI:48376"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48377 a owl:Class ;
    rdfs:label "imidic acid"^^xsd:string ;
    definition: "Compounds derived from oxoacids RkE(=O)l(OH)m (l =/= 0) by replacing =O by =NR; thus tautomers of amides. In organic chemistry an unspecified imidic acid is generally a carboximidic acid, RC(=NR)(OH)."^^xsd:string ;
    rdfs:subClassOf CHEBI:33241,
        CHEBI:51143 ;
    oboInOwl:hasExactSynonym "imidic acid"^^xsd:string,
        "imidic acids"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "imidic acids"^^xsd:string,
        "imino acids"^^xsd:string ;
    oboInOwl:id "CHEBI:48377"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48378 a owl:Class ;
    rdfs:label "carboximidic acid"^^xsd:string ;
    rdfs:subClassOf CHEBI:35352,
        CHEBI:48377 ;
    oboInOwl:hasExactSynonym "carboximidic acid"^^xsd:string,
        "carboximidic acids"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "carboximidic acids"^^xsd:string ;
    oboInOwl:id "CHEBI:48378"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48379 a owl:Class ;
    rdfs:label "isourea"^^xsd:string ;
    definition: "A carboximidic acid that is the imidic acid tautomer of urea, H2NC(=NH)OH, and its hydrocarbyl derivatives."^^xsd:string ;
    rdfs:subClassOf CHEBI:48378 ;
    oboInOwl:hasExactSynonym "isoureas"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "isoureas"^^xsd:string ;
    oboInOwl:id "CHEBI:48379"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48390 a owl:Class ;
    oboInOwl:hasDbXref "CAS:226256-56-0"^^xsd:string,
        "Drug_Central:647"^^xsd:string,
        "DrugBank:DB01012"^^xsd:string,
        "KEGG:D03504"^^xsd:string,
        "LINCS:LSM-5815"^^xsd:string,
        "Patent:US6011068"^^xsd:string,
        "Patent:US6211244"^^xsd:string,
        "Patent:US2007060645"^^xsd:string,
        "PMID:16680561"^^xsd:string,
        "PMID:17652181"^^xsd:string,
        "Reaxys:10191346"^^xsd:string,
        "Wikipedia:Cinacalcet"^^xsd:string ;
    rdfs:label "cinacalcet"^^xsd:string ;
    definition: "A secondary amino compound that is (1R)-1-(naphthalen-1-yl)ethanamine in which one of the hydrogens attached to the nitrogen is substituted by a 3-[3-(trifluoromethyl)phenyl]propyl group."^^xsd:string ;
    rdfs:subClassOf CHEBI:25477,
        CHEBI:50995,
        CHEBI:83565,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48525 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50183 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C22H22F3N"^^xsd:string ;
    chebi:inchi "InChI=1S/C22H22F3N/c1-16(20-13-5-10-18-9-2-3-12-21(18)20)26-14-6-8-17-7-4-11-19(15-17)22(23,24)25/h2-5,7,9-13,15-16,26H,6,8,14H2,1H3/t16-/m1/s1"^^xsd:string ;
    chebi:inchikey "VDHAWDNDOKGFTD-MRXNPFEDSA-N"^^xsd:string ;
    chebi:mass "357.41203"^^xsd:string ;
    chebi:monoisotopicmass "357.17043"^^xsd:string ;
    chebi:smiles "C[C@@H](NCCCc1cccc(c1)C(F)(F)F)c1cccc2ccccc12"^^xsd:string ;
    oboInOwl:hasExactSynonym "N-[(1R)-1-(1-naphthyl)ethyl]-3-[3-(trifluoromethyl)phenyl]propan-1-amine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(R)-alpha-methyl-N-[3-[3-(trifluoromethyl)phenyl]propyl]-1-naphthalenemethane amine"^^xsd:string,
        "cinacalcet"^^xsd:string,
        "CNC"^^xsd:string,
        "Mimpara"^^xsd:string,
        "N-((1R)-1-(Naphthalen-1-yl)ethyl)-3-(3-(trifluoromethyl)phenyl)propan-1-amine"^^xsd:string ;
    oboInOwl:id "CHEBI:48390"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48406 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Catechol_O-methyltransferase"^^xsd:string ;
    rdfs:label "EC 2.1.1.6 (catechol O-methyltransferase) inhibitor"^^xsd:string ;
    definition: "An EC 2.1.1.* (methyltransferase) inhibitor that interferes with the action of catechol O-methyltransferase (EC 2.1.1.6)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76871 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "catechol methyltransferase inhibitor"^^xsd:string,
        "catechol methyltransferase inhibitors"^^xsd:string,
        "catechol O-methyltransferase (EC 2.1.1.6) inhibitor"^^xsd:string,
        "catechol O-methyltransferase (EC 2.1.1.6) inhibitors"^^xsd:string,
        "catechol O-methyltransferase inhibitor"^^xsd:string,
        "catechol O-methyltransferase inhibitors"^^xsd:string,
        "catecholamine O-methyltransferase inhibitor"^^xsd:string,
        "catecholamine O-methyltransferase inhibitors"^^xsd:string,
        "COMT inhibitor"^^xsd:string,
        "COMT inhibitors"^^xsd:string,
        "EC 2.1.1.6 (catechol O-methyltransferase) inhibitors"^^xsd:string,
        "EC 2.1.1.6 inhibitor"^^xsd:string,
        "EC 2.1.1.6 inhibitors"^^xsd:string,
        "S-adenosyl-L-methionine:catechol O-methyltransferase inhibitor"^^xsd:string,
        "S-adenosyl-L-methionine:catechol O-methyltransferase inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:48406"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48407 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Antiparkinson"^^xsd:string ;
    rdfs:label "antiparkinson drug"^^xsd:string ;
    definition: "A drug used in the treatment of Parkinson's disease."^^xsd:string ;
    rdfs:subClassOf CHEBI:66956 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "antiparkinson agent"^^xsd:string ;
    oboInOwl:id "CHEBI:48407"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48416 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:7502669"^^xsd:string,
        "CAS:144689-24-7"^^xsd:string,
        "DrugBank:DB00275"^^xsd:string,
        "LINCS:LSM-5893"^^xsd:string,
        "Wikipedia:Olmesartan"^^xsd:string ;
    rdfs:label "olmesartan"^^xsd:string ;
    rdfs:subClassOf CHEBI:48420,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35674 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:61016 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C24H26N6O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C24H26N6O3/c1-4-7-19-25-21(24(2,3)33)20(23(31)32)30(19)14-15-10-12-16(13-11-15)17-8-5-6-9-18(17)22-26-28-29-27-22/h5-6,8-13,33H,4,7,14H2,1-3H3,(H,31,32)(H,26,27,28,29)"^^xsd:string ;
    chebi:inchikey "VTRAEEWXHOVJFV-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "446.50188"^^xsd:string ;
    chebi:monoisotopicmass "446.20664"^^xsd:string ;
    chebi:smiles "CCCc1nc(c(C(O)=O)n1Cc1ccc(cc1)-c1ccccc1-c1nnn[nH]1)C(C)(C)O"^^xsd:string ;
    oboInOwl:hasExactSynonym "4-(1-hydroxy-1-methylethyl)-2-propyl-1-{[2'-(1H-tetrazol-5-yl)[1,1'-biphenyl]-4-yl]methyl}-1H-imidazole-5-carboxylic acid"^^xsd:string,
        "olmesartan"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "4-(1-hydroxy-1-methylethyl)-2-propyl-1-{[2'-(1H-tetrazol-5-yl)biphenyl-4-yl]methyl}-1H-imidazole-5-carboxylic acid"^^xsd:string,
        "4-(hydroxy-1-methylethyl)-2-propyl-1-{[2'-(1H-tetrazol-5-yl)-1,1'-biphenyl-4-yl]methyl}-1H-imidazole-5-carboxylic acid"^^xsd:string ;
    oboInOwl:id "CHEBI:48416"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48417 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:2428106"^^xsd:string ;
    rdfs:label "isolongifolane"^^xsd:string ;
    rdfs:subClassOf CHEBI:35189 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C15H26"^^xsd:string ;
    chebi:inchi "InChI=1S/C15H26/c1-13(2)8-5-6-12-14(3,4)11-7-9-15(12,13)10-11/h11-12H,5-10H2,1-4H3/t11-,12?,15-/m0/s1"^^xsd:string ;
    chebi:inchikey "HMRWHLXCRJQBMQ-BQELKBSMSA-N"^^xsd:string ;
    chebi:mass "206.36694"^^xsd:string ;
    chebi:monoisotopicmass "206.20345"^^xsd:string ;
    chebi:smiles "CC1(C)CCCC2C(C)(C)[C@H]3CC[C@@]12C3"^^xsd:string ;
    oboInOwl:hasExactSynonym "(1S,8S)-2,2,7,7-tetramethyltricyclo[6.2.1.0(1,6)]undecane"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:48417"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48418 a owl:Class ;
    rdfs:label "isolongifolane sesquiterpenoid"^^xsd:string ;
    rdfs:subClassOf CHEBI:26658,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:48417 ] ;
    oboInOwl:hasExactSynonym "isolongifolane sesquiterpenoid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "isolongifolane sesquiterpenoids"^^xsd:string ;
    oboInOwl:id "CHEBI:48418"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48420 a owl:Class ;
    rdfs:label "biphenylyltetrazole"^^xsd:string ;
    definition: "A member of the class of biphenyls that consists of a biphenyl ring system substituted by a tetrazole ring at an unspecified position."^^xsd:string ;
    rdfs:subClassOf CHEBI:22888,
        CHEBI:35689 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "biphenylyltetrazoles"^^xsd:string ;
    oboInOwl:id "CHEBI:48420"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48422 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Angiogenesis_inhibitor"^^xsd:string ;
    rdfs:label "angiogenesis inhibitor"^^xsd:string ;
    definition: "An agent and endogenous substances that antagonize or inhibit the development of new blood vessels."^^xsd:string ;
    rdfs:subClassOf CHEBI:23888 ;
    oboInOwl:hasAlternativeId "CHEBI:67170"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "angiogenesis antagonist"^^xsd:string,
        "angiostatic agents"^^xsd:string,
        "anti-angiogenic agent"^^xsd:string ;
    oboInOwl:id "CHEBI:48422"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48513 a owl:Class ;
    rdfs:label "carbazoles"^^xsd:string ;
    rdfs:subClassOf CHEBI:39205 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:48513"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48514 a owl:Class ;
    rdfs:label "pyrimidopyrimidine"^^xsd:string ;
    definition: "An organic heterobicyclic compound with a skeleton consisting of two pyrimidine rings that are ortho-fused to each other at any position."^^xsd:string ;
    rdfs:subClassOf CHEBI:27171,
        CHEBI:38101 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "pyrimidopyrimidines"^^xsd:string ;
    oboInOwl:id "CHEBI:48514"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48525 a owl:Class ;
    rdfs:label "calcimimetic"^^xsd:string ;
    definition: "A drug that it mimics the action of calcium on tissues."^^xsd:string ;
    rdfs:subClassOf CHEBI:23888 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "calcimimetics"^^xsd:string ;
    oboInOwl:id "CHEBI:48525"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48526 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1863558"^^xsd:string,
        "CAS:492-37-5"^^xsd:string,
        "Gmelin:506182"^^xsd:string,
        "HMDB:HMDB0011743"^^xsd:string,
        "PMID:412331"^^xsd:string,
        "PMID:939327"^^xsd:string,
        "PMID:2865113"^^xsd:string,
        "PMID:11159807"^^xsd:string,
        "Reaxys:1863558"^^xsd:string ;
    rdfs:label "hydratropic acid"^^xsd:string ;
    definition: "A 2-arylpropionic acid carrying a phenyl group at position 2. It is a metabolite of alpha-methylstyrene (AMS), a volatile hydrocarbon."^^xsd:string ;
    rdfs:subClassOf CHEBI:16333,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:30745 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76967 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C9H10O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C9H10O2/c1-7(9(10)11)8-5-3-2-4-6-8/h2-7H,1H3,(H,10,11)"^^xsd:string ;
    chebi:inchikey "YPGCWEMNNLXISK-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "150.17450"^^xsd:string ;
    chebi:monoisotopicmass "150.06808"^^xsd:string ;
    chebi:smiles "CC(C(O)=O)c1ccccc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-phenylpropanoic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-phenylpropionic acid"^^xsd:string,
        "(+-)-Hydratropasaeure"^^xsd:string,
        "(+-)-hydratropic acid"^^xsd:string,
        "alpha-methylbenzeneacetic acid"^^xsd:string,
        "alpha-methylphenylacetic acid"^^xsd:string,
        "alpha-phenylpropionic acid"^^xsd:string,
        "Hydratropasaeure"^^xsd:string ;
    oboInOwl:id "CHEBI:48526"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48527 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:2044507"^^xsd:string,
        "Beilstein:4292113"^^xsd:string,
        "CAS:7782-24-3"^^xsd:string,
        "Gmelin:1521971"^^xsd:string ;
    rdfs:label "(S)-hydratropic acid"^^xsd:string ;
    rdfs:subClassOf CHEBI:48526,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:43035 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C9H10O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C9H10O2/c1-7(9(10)11)8-5-3-2-4-6-8/h2-7H,1H3,(H,10,11)/t7-/m0/s1"^^xsd:string ;
    chebi:inchikey "YPGCWEMNNLXISK-ZETCQYMHSA-N"^^xsd:string ;
    chebi:mass "150.17450"^^xsd:string ;
    chebi:monoisotopicmass "150.06808"^^xsd:string ;
    chebi:smiles "C[C@H](C(O)=O)c1ccccc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2S)-2-phenylpropanoic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(+)-Hydratropasaeure"^^xsd:string,
        "(+)-hydratropic acid"^^xsd:string,
        "(S)-2-phenylpropanoic acid"^^xsd:string,
        "(S)-alpha-methylbenzeneacetic acid"^^xsd:string ;
    oboInOwl:id "CHEBI:48527"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48538 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:29319"^^xsd:string,
        "Beilstein:3653944"^^xsd:string,
        "CAS:58-00-4"^^xsd:string,
        "Drug_Central:228"^^xsd:string,
        "DrugBank:DB00714"^^xsd:string,
        "LINCS:LSM-25611"^^xsd:string,
        "VSDB:2964"^^xsd:string,
        "Wikipedia:Apomorphine"^^xsd:string ;
    rdfs:label "apomorphine"^^xsd:string ;
    rdfs:subClassOf CHEBI:134209,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:35643 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48278 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48407 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48539 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:51065 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:149552 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C17H17NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C17H17NO2/c1-18-8-7-10-3-2-4-12-15(10)13(18)9-11-5-6-14(19)17(20)16(11)12/h2-6,13,19-20H,7-9H2,1H3/t13-/m1/s1"^^xsd:string ;
    chebi:inchikey "VMWNQDUVQKEIOC-CYBMUJFWSA-N"^^xsd:string ;
    chebi:mass "267.32240"^^xsd:string ;
    chebi:monoisotopicmass "267.12593"^^xsd:string ;
    chebi:smiles "[H][C@]12Cc3ccc(O)c(O)c3-c3cccc(CCN1C)c23"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:94845"^^xsd:string ;
    oboInOwl:hasExactSynonym "6abeta-aporphine-10,11-diol"^^xsd:string,
        "apomorphine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(6aR)-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-10,11-diol"^^xsd:string,
        "(-)-10,11-dihydroxyaporphine"^^xsd:string,
        "(R)-5,6,6a,7-tetrahydro-6-methyl-4H-dibenzo[de,g]quinoline-10,11-diol"^^xsd:string,
        "Apomorphin"^^xsd:string,
        "R-(-)-apomorphine"^^xsd:string ;
    oboInOwl:id "CHEBI:48538"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48539 a owl:Class ;
    rdfs:label "alpha-adrenergic drug"^^xsd:string ;
    definition: "Any drug that acts on an alpha-adrenergic receptor."^^xsd:string ;
    rdfs:subClassOf CHEBI:37962 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "alpha-adrenergic drugs"^^xsd:string ;
    oboInOwl:id "CHEBI:48539"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48540 a owl:Class ;
    rdfs:label "beta-adrenergic drug"^^xsd:string ;
    definition: "Any of the drugs that act on beta-adrenergic receptors."^^xsd:string ;
    rdfs:subClassOf CHEBI:37962 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "beta-adrenergic drugs"^^xsd:string ;
    oboInOwl:id "CHEBI:48540"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48544 a owl:Class ;
    rdfs:label "methanesulfonates"^^xsd:string ;
    definition: "Esters or salts of methanesulfonic acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:33261,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:27376 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:48544"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48552 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:4865231"^^xsd:string,
        "CAS:86347-14-0"^^xsd:string,
        "Drug_Central:1655"^^xsd:string,
        "LINCS:LSM-1722"^^xsd:string,
        "Patent:GB2101114"^^xsd:string,
        "Patent:US4544664"^^xsd:string,
        "PPDB:1771"^^xsd:string,
        "VSDB:1771"^^xsd:string,
        "Wikipedia:Medetomidine"^^xsd:string ;
    rdfs:label "medetomidine"^^xsd:string ;
    rdfs:subClassOf CHEBI:24780 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C13H16N2"^^xsd:string ;
    chebi:inchi "InChI=1S/C13H16N2/c1-9-5-4-6-12(10(9)2)11(3)13-7-14-8-15-13/h4-8,11H,1-3H3,(H,14,15)"^^xsd:string ;
    chebi:inchikey "CUHVIMMYOGQXCV-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "200.27962"^^xsd:string ;
    chebi:monoisotopicmass "200.13135"^^xsd:string ;
    chebi:smiles "CC(c1c[nH]cn1)c1cccc(C)c1C"^^xsd:string ;
    oboInOwl:hasExactSynonym "4-[1-(2,3-dimethylphenyl)ethyl]-1H-imidazole"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(+-)-4-(alpha,2,3-trimethylbenzyl)imidazole"^^xsd:string,
        "medetomidina"^^xsd:string,
        "medetomidine"^^xsd:string,
        "medetomidinum"^^xsd:string ;
    oboInOwl:id "CHEBI:48552"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48555 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:5906876"^^xsd:string,
        "VSDB:1817"^^xsd:string ;
    rdfs:label "levomedetomidine"^^xsd:string ;
    rdfs:subClassOf CHEBI:48552,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:4466 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C13H16N2"^^xsd:string ;
    chebi:inchi "InChI=1S/C13H16N2/c1-9-5-4-6-12(10(9)2)11(3)13-7-14-8-15-13/h4-8,11H,1-3H3,(H,14,15)/t11-/m1/s1"^^xsd:string ;
    chebi:inchikey "CUHVIMMYOGQXCV-LLVKDONJSA-N"^^xsd:string ;
    chebi:mass "200.27962"^^xsd:string ;
    chebi:monoisotopicmass "200.13135"^^xsd:string ;
    chebi:smiles "C[C@@H](c1c[nH]cn1)c1cccc(C)c1C"^^xsd:string ;
    oboInOwl:hasExactSynonym "4-[(1R)-1-(2,3-dimethylphenyl)ethyl]-1H-imidazole"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:48555"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48560 a owl:Class ;
    rdfs:label "dopaminergic agent"^^xsd:string ;
    definition: "A drug used for its effects on dopamine receptors, on the life cycle of dopamine, or on the survival of dopaminergic neurons."^^xsd:string ;
    rdfs:subClassOf CHEBI:35942 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "dopamine agent"^^xsd:string,
        "dopamine agents"^^xsd:string,
        "dopamine drug"^^xsd:string,
        "dopamine drugs"^^xsd:string,
        "dopaminergic agents"^^xsd:string ;
    oboInOwl:id "CHEBI:48560"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48561 a owl:Class ;
    rdfs:label "dopaminergic antagonist"^^xsd:string ;
    definition: "A drug that binds to but does not activate dopamine receptors, thereby blocking the actions of dopamine or exogenous agonists."^^xsd:string ;
    rdfs:subClassOf CHEBI:48560,
        CHEBI:48706 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "dopamine antagonist"^^xsd:string,
        "dopamine blocker"^^xsd:string,
        "dopamine receptor antagonist"^^xsd:string,
        "dopaminergic antagonists"^^xsd:string ;
    oboInOwl:id "CHEBI:48561"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48563 a owl:Class ;
    rdfs:label "methylsulfanyl group"^^xsd:string ;
    rdfs:subClassOf CHEBI:33456,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_substituent_group_from ;
            owl:someValuesFrom CHEBI:16007 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "CH3S"^^xsd:string ;
    chebi:mass "47.10052"^^xsd:string ;
    chebi:monoisotopicmass "46.99555"^^xsd:string ;
    chebi:smiles "CS*"^^xsd:string ;
    oboInOwl:hasExactSynonym "methylsulfanyl"^^xsd:string,
        "methylsulfanyl group"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "CH3-S-"^^xsd:string,
        "methylthio"^^xsd:string,
        "methylthio group"^^xsd:string ;
    oboInOwl:id "CHEBI:48563"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48565 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:97273"^^xsd:string,
        "LINCS:LSM-1614"^^xsd:string ;
    rdfs:label "methyl 17-hydroxy-20xi-yohimban-16-carboxylate"^^xsd:string ;
    rdfs:subClassOf CHEBI:25248,
        CHEBI:27358,
        CHEBI:38164 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C21H26N2O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C21H26N2O3/c1-26-21(25)19-15-10-17-20-14(13-4-2-3-5-16(13)22-20)8-9-23(17)11-12(15)6-7-18(19)24/h2-5,12,15,17-19,22,24H,6-11H2,1H3"^^xsd:string ;
    chebi:inchikey "BLGXFZZNTVWLAY-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "354.44282"^^xsd:string ;
    chebi:monoisotopicmass "354.19434"^^xsd:string ;
    chebi:smiles "COC(=O)C1C(O)CCC2CN3CCc4c([nH]c5ccccc45)C3CC12"^^xsd:string ;
    oboInOwl:hasExactSynonym "methyl 17-hydroxy-20xi-yohimban-16-carboxylate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:48565"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48574 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:290080"^^xsd:string,
        "CAS:50-33-9"^^xsd:string,
        "Drug_Central:2145"^^xsd:string,
        "DrugBank:DB00812"^^xsd:string,
        "HMDB:HMDB0014950"^^xsd:string,
        "KEGG:C07440"^^xsd:string,
        "KEGG:D00510"^^xsd:string,
        "LINCS:LSM-2219"^^xsd:string,
        "PDBeChem:P1Z"^^xsd:string,
        "PMID:3425858"^^xsd:string,
        "PMID:7655439"^^xsd:string,
        "PMID:11264893"^^xsd:string,
        "PMID:12692637"^^xsd:string,
        "PMID:13010905"^^xsd:string,
        "PMID:13048452"^^xsd:string,
        "PMID:13747451"^^xsd:string,
        "PMID:19614844"^^xsd:string,
        "PMID:20176071"^^xsd:string,
        "PMID:21668837"^^xsd:string,
        "PMID:22082440"^^xsd:string,
        "PMID:22180948"^^xsd:string,
        "PMID:22245664"^^xsd:string,
        "PMID:23369749"^^xsd:string,
        "PMID:23525812"^^xsd:string,
        "PMID:25287371"^^xsd:string,
        "PMID:26090772"^^xsd:string,
        "PMID:26808199"^^xsd:string,
        "Reaxys:290080"^^xsd:string,
        "VSDB:1775"^^xsd:string,
        "Wikipedia:Phenylbutazone"^^xsd:string ;
    rdfs:label "phenylbutazone"^^xsd:string ;
    definition: "A member of the class of  pyrazolidines that is 1,2-diphenylpyrazolidine-3,5-dione carrying a butyl group at the 4-position."^^xsd:string ;
    rdfs:subClassOf CHEBI:38312,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:25212 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35475 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35481 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:49110 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:73136 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C19H20N2O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C19H20N2O2/c1-2-3-14-17-18(22)20(15-10-6-4-7-11-15)21(19(17)23)16-12-8-5-9-13-16/h4-13,17H,2-3,14H2,1H3"^^xsd:string ;
    chebi:inchikey "VYMDGNCVAMGZFE-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "308.37430"^^xsd:string ;
    chebi:monoisotopicmass "308.15248"^^xsd:string ;
    chebi:smiles "CCCCC1C(=O)N(N(C1=O)c1ccccc1)c1ccccc1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:8091"^^xsd:string,
        "CHEBI:44635"^^xsd:string ;
    oboInOwl:hasExactSynonym "4-butyl-1,2-diphenylpyrazolidine-3,5-dione"^^xsd:string,
        "Phenylbutazone"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3,5-Dioxo-1,2-diphenyl-4-n-butylpyrazolidine"^^xsd:string,
        "4-BUTYL-1,2-DIPHENYL-PYRAZOLIDINE-3,5-DIONE"^^xsd:string,
        "4-n-Butyl-1,2-diphenyl-3,5-pyrazolidinedione"^^xsd:string,
        "fenilbutazona"^^xsd:string,
        "Phenbutazone"^^xsd:string,
        "Phenylbutazon"^^xsd:string,
        "phenylbutazone"^^xsd:string,
        "phenylbutazonum"^^xsd:string ;
    oboInOwl:id "CHEBI:48574"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48578 a owl:Class ;
    rdfs:label "radical scavenger"^^xsd:string ;
    definition: "A role played by a substance that can react readily with, and thereby eliminate, radicals."^^xsd:string ;
    rdfs:subClassOf CHEBI:22586 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "free radical scavengers"^^xsd:string,
        "free-radical scavenger"^^xsd:string ;
    oboInOwl:id "CHEBI:48578"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48585 a owl:Class ;
    rdfs:label "heteroarylpiperidine"^^xsd:string ;
    rdfs:subClassOf CHEBI:26151 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "heteroarylpiperidines"^^xsd:string ;
    oboInOwl:id "CHEBI:48585"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48589 a owl:Class ;
    rdfs:label "piperidones"^^xsd:string ;
    rdfs:subClassOf CHEBI:26151,
        CHEBI:36963 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "piperidone"^^xsd:string ;
    oboInOwl:id "CHEBI:48589"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48590 a owl:Class ;
    rdfs:label "hydroxypiperidine"^^xsd:string ;
    rdfs:subClassOf CHEBI:26151 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "hydroxypiperidines"^^xsd:string ;
    oboInOwl:id "CHEBI:48590"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48592 a owl:Class ;
    rdfs:label "piperidinecarboxamide"^^xsd:string ;
    rdfs:subClassOf CHEBI:26151,
        CHEBI:29347 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "piperidinecarboxamides"^^xsd:string ;
    oboInOwl:id "CHEBI:48592"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48669 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:2207452"^^xsd:string,
        "CAS:1197-18-8"^^xsd:string,
        "Drug_Central:2713"^^xsd:string,
        "DrugBank:DB00302"^^xsd:string,
        "KEGG:D01136"^^xsd:string,
        "Patent:NL6503605"^^xsd:string,
        "Patent:US3499925"^^xsd:string,
        "PDBeChem:AMH"^^xsd:string,
        "Wikipedia:Tranexamic_Acid"^^xsd:string ;
    rdfs:label "tranexamic acid"^^xsd:string ;
    rdfs:subClassOf CHEBI:25384,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:36096 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48675 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50248 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C8H15NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C8H15NO2/c9-5-6-1-3-7(4-2-6)8(10)11/h6-7H,1-5,9H2,(H,10,11)/t6-,7-"^^xsd:string ;
    chebi:inchikey "GYDJEQRTZSCIOI-LJGSYFOKSA-N"^^xsd:string ;
    chebi:mass "157.21024"^^xsd:string ;
    chebi:monoisotopicmass "157.11028"^^xsd:string ;
    chebi:smiles "NC[C@H]1CC[C@@H](CC1)C(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:32252"^^xsd:string,
        "CHEBI:40715"^^xsd:string,
        "CHEBI:48421"^^xsd:string ;
    oboInOwl:hasExactSynonym "Tranexamic acid"^^xsd:string,
        "trans-4-(aminomethyl)cyclohexanecarboxylic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "acide tranexamique"^^xsd:string,
        "acido tranexamico"^^xsd:string,
        "acidum tranexamicum"^^xsd:string,
        "Cyklokapron"^^xsd:string,
        "tranexamic acid"^^xsd:string,
        "Tranexamsaeure"^^xsd:string,
        "tranexmic acid"^^xsd:string,
        "Tranhexamic acid"^^xsd:string,
        "Trans AMCHA"^^xsd:string,
        "trans-4-(aminomethyl)cyclohexanecarboxylic acid"^^xsd:string,
        "TRANS-4-AMINOMETHYLCYCLOHEXANE-1-CARBOXYLIC ACID"^^xsd:string,
        "trans-Amcha"^^xsd:string,
        "trans-Tranexamic acid"^^xsd:string ;
    oboInOwl:id "CHEBI:48669"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48675 a owl:Class ;
    rdfs:label "antifibrinolytic drug"^^xsd:string ;
    definition: "A drug that prevent fibrinolysis or lysis of a blood clot or thrombus."^^xsd:string ;
    rdfs:subClassOf CHEBI:48676 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "antifibrinolytic agent"^^xsd:string,
        "antifibrinolytic agents"^^xsd:string,
        "antifibrinolytic drugs"^^xsd:string ;
    oboInOwl:id "CHEBI:48675"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48676 a owl:Class ;
    rdfs:label "fibrin modulating drug"^^xsd:string ;
    definition: "A drug that affects the function of fibrin in blood coagulation."^^xsd:string ;
    rdfs:subClassOf CHEBI:23888 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "fibrin modulating agent"^^xsd:string,
        "fibrin modulating agents"^^xsd:string,
        "fibrin modulating drugs"^^xsd:string ;
    oboInOwl:id "CHEBI:48676"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48705 a owl:Class ;
    rdfs:label "agonist"^^xsd:string ;
    definition: "Substance which binds to cell receptors normally responding to naturally occurring substances and which produces a response of its own."^^xsd:string ;
    rdfs:subClassOf CHEBI:52210 ;
    oboInOwl:hasExactSynonym "agonist"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "agonista"^^xsd:string,
        "agoniste"^^xsd:string,
        "agonists"^^xsd:string ;
    oboInOwl:id "CHEBI:48705"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48706 a owl:Class ;
    rdfs:label "antagonist"^^xsd:string ;
    definition: "Substance that attaches to and blocks cell receptors that normally bind naturally occurring substances."^^xsd:string ;
    rdfs:subClassOf CHEBI:52210 ;
    oboInOwl:hasExactSynonym "antagonist"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "antagonista"^^xsd:string,
        "antagoniste"^^xsd:string,
        "antagonists"^^xsd:string ;
    oboInOwl:id "CHEBI:48706"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48720 a owl:Class ;
    rdfs:label "argatroban"^^xsd:string ;
    rdfs:subClassOf CHEBI:22440,
        CHEBI:26148,
        CHEBI:26513,
        CHEBI:35358,
        CHEBI:50995 ;
    oboInOwl:hasAlternativeId "CHEBI:184"^^xsd:string,
        "CHEBI:44028"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:48720"^^xsd:string ;
    oboInOwl:inSubset chebi2:1_STAR .

CHEBI:48737 a owl:Class ;
    rdfs:label "N-oxyethylpiperidine"^^xsd:string ;
    rdfs:subClassOf CHEBI:26151,
        CHEBI:50996 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "N-oxyethylpiperidines"^^xsd:string ;
    oboInOwl:id "CHEBI:48737"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48819 a owl:Class ;
    oboInOwl:hasDbXref "PDBeChem:CYN"^^xsd:string ;
    rdfs:label "cyano group"^^xsd:string ;
    rdfs:subClassOf CHEBI:36823,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_substituent_group_from ;
            owl:someValuesFrom CHEBI:18407 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "CN"^^xsd:string ;
    chebi:mass "26.017"^^xsd:string ;
    chebi:monoisotopicmass "26.00307"^^xsd:string ;
    chebi:smiles "C(#N)*"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:36824"^^xsd:string,
        "CHEBI:48818"^^xsd:string ;
    oboInOwl:hasExactSynonym "cyanido"^^xsd:string,
        "cyano"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "-C#N"^^xsd:string,
        "-CN"^^xsd:string,
        "carbonitrile group"^^xsd:string,
        "CYANIDE GROUP"^^xsd:string,
        "NC-"^^xsd:string ;
    oboInOwl:id "CHEBI:48819"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48844 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:6951235"^^xsd:string,
        "DrugBank:DB00778"^^xsd:string,
        "LINCS:LSM-20929"^^xsd:string,
        "Patent:FR2473525"^^xsd:string,
        "Patent:US4349545"^^xsd:string ;
    rdfs:label "roxithromycin"^^xsd:string ;
    definition: "Semisynthetic derivative of erythromycin A."^^xsd:string ;
    rdfs:subClassOf CHEBI:48924,
        CHEBI:72588,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:42355 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:36047 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C41H76N2O15"^^xsd:string ;
    chebi:inchi "InChI=1S/C41H76N2O15/c1-15-29-41(10,49)34(45)24(4)31(42-53-21-52-17-16-50-13)22(2)19-39(8,48)36(58-38-32(44)28(43(11)12)18-23(3)54-38)25(5)33(26(6)37(47)56-29)57-30-20-40(9,51-14)35(46)27(7)55-30/h22-30,32-36,38,44-46,48-49H,15-21H2,1-14H3/t22-,23-,24+,25+,26-,27+,28+,29-,30+,32-,33+,34-,35+,36-,38+,39-,40-,41-/m1/s1"^^xsd:string ;
    chebi:inchikey "RXZBMPWDPOLZGW-HITVVWEBSA-N"^^xsd:string ;
    chebi:mass "837.04662"^^xsd:string ;
    chebi:monoisotopicmass "836.52457"^^xsd:string ;
    chebi:smiles "CC[C@H]1OC(=O)[C@H](C)[C@@H](O[C@H]2C[C@@](C)(OC)[C@@H](O)[C@H](C)O2)[C@H](C)[C@@H](O[C@@H]2O[C@H](C)C[C@@H]([C@H]2O)N(C)C)[C@](C)(O)C[C@@H](C)C(=NOCOCCOC)[C@H](C)[C@@H](O)[C@]1(C)O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(3R,4S,5S,6R,7R,9R,11S,12R,13S,14R)-4-(2,6-dideoxy-3-C-methyl-3-O-methyl-alpha-L-ribo-hexopyranosyloxy)-14-ethyl-7,12,13-trihydroxy-10-{[(2-methoxyethoxy)methoxy]imino}-6-[3,4,6-trideoxy-3-(dimethylamino)-beta-D-xylo-hexopyranosyloxy]-3,5,7,9,11,13-hexamethyloxacyclotetradecan-2-one"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "9-[O-(2-methoxyethoxymethyl)-oxime] of erythromycin"^^xsd:string ;
    oboInOwl:id "CHEBI:48844"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48847 a owl:Class ;
    rdfs:label "heterocyclic fatty acid"^^xsd:string ;
    definition: "Any fatty acid containing a ring composed of atoms including at least one heteroatom."^^xsd:string ;
    rdfs:subClassOf CHEBI:5686,
        CHEBI:59238 ;
    oboInOwl:hasExactSynonym "heterocyclic fatty acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "heterocyclic fatty acids"^^xsd:string ;
    oboInOwl:id "CHEBI:48847"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48848 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:4570921"^^xsd:string,
        "CAS:26754-37-0"^^xsd:string ;
    rdfs:label "erythronolide A"^^xsd:string ;
    rdfs:subClassOf CHEBI:23955 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C21H38O8"^^xsd:string ;
    chebi:inchi "InChI=1S/C21H38O8/c1-8-14-21(7,28)18(25)11(3)15(22)10(2)9-20(6,27)17(24)12(4)16(23)13(5)19(26)29-14/h10-14,16-18,23-25,27-28H,8-9H2,1-7H3/t10-,11+,12+,13-,14-,16+,17-,18-,20-,21-/m1/s1"^^xsd:string ;
    chebi:inchikey "YVTFLQUPRIIRFE-QUMKBVJLSA-N"^^xsd:string ;
    chebi:mass "418.52162"^^xsd:string ;
    chebi:monoisotopicmass "418.25667"^^xsd:string ;
    chebi:smiles "CC[C@H]1OC(=O)[C@H](C)[C@@H](O)[C@H](C)[C@@H](O)[C@](C)(O)C[C@@H](C)C(=O)[C@H](C)[C@@H](O)[C@]1(C)O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(3R,4S,5S,6R,7R,9R,11R,12R,13S,14R)-14-ethyl-4,6,7,12,13-pentahydroxy-3,5,7,9,11,13-hexamethyloxacyclotetradecane-2,10-dione"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Erythronolid A"^^xsd:string ;
    oboInOwl:id "CHEBI:48848"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48854 a owl:Class ;
    oboInOwl:hasDbXref "CAS:7782-99-2"^^xsd:string,
        "Gmelin:1458"^^xsd:string,
        "KEGG:C00094"^^xsd:string,
        "KNApSAcK:C00019662"^^xsd:string,
        "PDBeChem:SO3"^^xsd:string,
        "UM-BBD_compID:c0348"^^xsd:string ;
    rdfs:label "sulfurous acid"^^xsd:string ;
    rdfs:subClassOf CHEBI:33402,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:17137 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:29214 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "H2O3S"^^xsd:string ;
    chebi:inchi "InChI=1S/H2O3S/c1-4(2)3/h(H2,1,2,3)"^^xsd:string ;
    chebi:inchikey "LSNNMFCWUKXFEE-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "82.08008"^^xsd:string ;
    chebi:monoisotopicmass "81.97247"^^xsd:string ;
    chebi:smiles "OS(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:9344"^^xsd:string,
        "CHEBI:26837"^^xsd:string ;
    oboInOwl:hasExactSynonym "dihydrogen trioxosulfate"^^xsd:string,
        "dihydroxidooxidosulfur"^^xsd:string,
        "Sulfurous acid"^^xsd:string,
        "sulfurous acid"^^xsd:string,
        "trioxosulfuric acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "[SO(OH)2]"^^xsd:string,
        "acide sulfureux"^^xsd:string,
        "acido sulfuroso"^^xsd:string,
        "H2SO3"^^xsd:string,
        "S(O)(OH)2"^^xsd:string,
        "schweflige Saeure"^^xsd:string,
        "Sulfite"^^xsd:string,
        "sulphurous acid"^^xsd:string ;
    oboInOwl:id "CHEBI:48854"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48873 a owl:Class ;
    rdfs:label "cholinergic antagonist"^^xsd:string ;
    definition: "Any drug that binds to but does not activate cholinergic receptors, thereby blocking the actions of acetylcholine or cholinergic agonists."^^xsd:string ;
    rdfs:subClassOf CHEBI:38323 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "acetylcholine antagonists"^^xsd:string,
        "acetylcholine receptor antagonist"^^xsd:string,
        "agent anticholinergique"^^xsd:string,
        "agente anticolinergico"^^xsd:string,
        "agentes anticolinergicos"^^xsd:string,
        "anticholinergic agents"^^xsd:string,
        "anticholinergics"^^xsd:string,
        "Anticholinergika"^^xsd:string,
        "Anticholinergikum"^^xsd:string,
        "anticholinergiques"^^xsd:string,
        "anticolinergicos"^^xsd:string,
        "cholinergic-blocking agents"^^xsd:string ;
    oboInOwl:id "CHEBI:48873"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48876 a owl:Class ;
    rdfs:label "muscarinic antagonist"^^xsd:string ;
    definition: "A drug that binds to but does not activate muscarinic cholinergic receptors, thereby blocking the actions of endogenous acetylcholine or exogenous agonists."^^xsd:string ;
    rdfs:subClassOf CHEBI:48873 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "agente antimuscarinico"^^xsd:string,
        "agentes antimuscarinicos"^^xsd:string,
        "agents antimuscariniques"^^xsd:string,
        "antimuscarinic agents"^^xsd:string,
        "antimuscarinicos"^^xsd:string,
        "Antimuskarinika"^^xsd:string,
        "Antimuskarinikum"^^xsd:string,
        "muscarinic acetylcholine receptor antagonist"^^xsd:string,
        "muscarinic antagonists"^^xsd:string ;
    oboInOwl:id "CHEBI:48876"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48878 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Nicotinic_antagonist"^^xsd:string ;
    rdfs:label "nicotinic antagonist"^^xsd:string ;
    definition: "An antagonist at the nicotinic cholinergic receptor."^^xsd:string ;
    rdfs:subClassOf CHEBI:48873 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "agente antinicotinico"^^xsd:string,
        "agentes antinicotinicos"^^xsd:string,
        "agents antinicotiniques"^^xsd:string,
        "antinicotinicos"^^xsd:string,
        "nicotinic acetylcholine receptor antagonist"^^xsd:string,
        "nicotinic acetylcholine receptor antagonists"^^xsd:string,
        "nicotinic antagonists"^^xsd:string,
        "nicotinic cholinergic antagonist"^^xsd:string,
        "nicotinic cholinergic antagonists"^^xsd:string ;
    oboInOwl:id "CHEBI:48878"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48882 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:91258"^^xsd:string,
        "CAS:13269-35-7"^^xsd:string ;
    rdfs:label "(R)-atropine"^^xsd:string ;
    definition: "An atropine with a 2R-configuration."^^xsd:string ;
    rdfs:subClassOf CHEBI:78734,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:30767 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C17H23NO3"^^xsd:string ;
    chebi:inchi "InChI=1S/C17H23NO3/c1-18-13-7-8-14(18)10-15(9-13)21-17(20)16(11-19)12-5-3-2-4-6-12/h2-6,13-16,19H,7-11H2,1H3/t13-,14+,15+,16-/m0/s1"^^xsd:string ;
    chebi:inchikey "RKUNBYITZUJHSG-JJXSEGSLSA-N"^^xsd:string ;
    chebi:mass "289.36946"^^xsd:string ;
    chebi:monoisotopicmass "289.16779"^^xsd:string ;
    chebi:smiles "CN1[C@H]2CC[C@@H]1C[C@@H](C2)OC(=O)[C@@H](CO)c1ccccc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "(3-endo)-8-methyl-8-azabicyclo[3.2.1]oct-3-yl (2R)-3-hydroxy-2-phenylpropanoate"^^xsd:string,
        "tropan-3alpha-yl (2R)-3-hydroxy-2-phenylpropanoate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(+)-atropine"^^xsd:string,
        "(+)-hyoscyamine"^^xsd:string ;
    oboInOwl:id "CHEBI:48882"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48891 a owl:Class ;
    rdfs:label "thiazolidinone"^^xsd:string ;
    rdfs:subClassOf CHEBI:35622 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "thiazolidinones"^^xsd:string ;
    oboInOwl:id "CHEBI:48891"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48901 a owl:Class ;
    rdfs:label "thiazoles"^^xsd:string ;
    definition: "An azole in which the five-membered heterocyclic aromatic skeleton contains a N atom and one S atom."^^xsd:string ;
    rdfs:subClassOf CHEBI:38106,
        CHEBI:68452 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "thiazole"^^xsd:string ;
    oboInOwl:id "CHEBI:48901"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48923 a owl:Class ;
    oboInOwl:hasDbXref "DrugBank:DB00199"^^xsd:string,
        "HMDB:HMDB0014344"^^xsd:string,
        "Patent:US2653899"^^xsd:string,
        "Wikipedia:Erythromycin"^^xsd:string ;
    rdfs:label "erythromycin"^^xsd:string ;
    definition: "Any of several wide-spectrum macrolide antibiotics obtained from actinomycete Saccharopolyspora erythraea (formerly known as Streptomyces erythraeus)."^^xsd:string ;
    rdfs:subClassOf CHEBI:23953,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:64290 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35703 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76969 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78298 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "eritromicina"^^xsd:string,
        "erthromycin"^^xsd:string,
        "erythromycine"^^xsd:string ;
    oboInOwl:id "CHEBI:48923"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48924 a owl:Class ;
    rdfs:label "erythromycin derivative"^^xsd:string ;
    rdfs:subClassOf CHEBI:23953 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:48924"^^xsd:string ;
    oboInOwl:inSubset chebi2:1_STAR .

CHEBI:48927 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C02850"^^xsd:string ;
    rdfs:label "N-acyl-L-alpha-amino acid"^^xsd:string ;
    definition: "Any L-alpha-amino acid carrying an N-acyl substituent."^^xsd:string ;
    rdfs:subClassOf CHEBI:21644,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:15705 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:59874 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C3H3NO3R2"^^xsd:string ;
    chebi:mass "101.061"^^xsd:string ;
    chebi:monoisotopicmass "101.01129"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:7232"^^xsd:string,
        "CHEBI:13240"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "N-Acyl-L-amino acid"^^xsd:string ;
    oboInOwl:id "CHEBI:48927"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48944 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:3903644"^^xsd:string,
        "CAS:5711-69-3"^^xsd:string,
        "Gmelin:324364"^^xsd:string,
        "MetaCyc:ISOBUTYRATE"^^xsd:string,
        "Reaxys:3903644"^^xsd:string,
        "UM-BBD_compID:c0383"^^xsd:string ;
    rdfs:label "isobutyrate"^^xsd:string ;
    definition: "A branched, short-chain, saturated fatty acid anion; the conjugate base of isobutyric acid, formed by deprotonation of the carboxylic acid group."^^xsd:string ;
    rdfs:subClassOf CHEBI:58956,
        CHEBI:78115,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:17272 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:16135 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C4H7O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C4H8O2/c1-3(2)4(5)6/h3H,1-2H3,(H,5,6)/p-1"^^xsd:string ;
    chebi:inchikey "KQNPFQTWMSNSAP-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "87.09718"^^xsd:string ;
    chebi:monoisotopicmass "87.04515"^^xsd:string ;
    chebi:smiles "CC(C)C([O-])=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:11627"^^xsd:string,
        "CHEBI:25334"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-methylpropanoate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-methylpropanoate"^^xsd:string,
        "2-methylpropanoic acid, ion(1-)"^^xsd:string,
        "2-methylpropionate"^^xsd:string,
        "i-butyrate"^^xsd:string,
        "iPrCO2 anion"^^xsd:string,
        "isobutanoate"^^xsd:string,
        "Isobutyrat"^^xsd:string,
        "isobutyric acid anion"^^xsd:string,
        "methylpropanoate"^^xsd:string ;
    oboInOwl:id "CHEBI:48944"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48946 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:4127269"^^xsd:string ;
    rdfs:label "2-methylbutyrate"^^xsd:string ;
    rdfs:subClassOf CHEBI:58951,
        CHEBI:58956,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:37070 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C5H9O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H10O2/c1-3-4(2)5(6)7/h4H,3H2,1-2H3,(H,6,7)/p-1"^^xsd:string ;
    chebi:inchikey "WLAMNBDJUVNPJU-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "101.12376"^^xsd:string ;
    chebi:monoisotopicmass "101.06080"^^xsd:string ;
    chebi:smiles "CCC(C)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-methylbutanoate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-methylbutanoate"^^xsd:string ;
    oboInOwl:id "CHEBI:48946"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48947 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:787059"^^xsd:string,
        "CAS:58001-44-8"^^xsd:string,
        "Drug_Central:669"^^xsd:string,
        "DrugBank:DB00766"^^xsd:string,
        "HMDB:HMDB0014904"^^xsd:string,
        "KEGG:C06662"^^xsd:string,
        "KEGG:D07711"^^xsd:string,
        "KNApSAcK:C00018091"^^xsd:string,
        "Patent:DE2517316"^^xsd:string,
        "PDBeChem:J01"^^xsd:string,
        "PMID:9131470"^^xsd:string,
        "PMID:11092620"^^xsd:string,
        "PMID:12413541"^^xsd:string,
        "PMID:18450406"^^xsd:string,
        "PMID:19394358"^^xsd:string,
        "PMID:25047044"^^xsd:string,
        "PMID:25477926"^^xsd:string,
        "PMID:25763134"^^xsd:string,
        "PMID:25844706"^^xsd:string,
        "PMID:25998949"^^xsd:string,
        "PMID:27731424"^^xsd:string,
        "Reaxys:787059"^^xsd:string,
        "VSDB:1930"^^xsd:string,
        "Wikipedia:Clavulanic_Acid"^^xsd:string ;
    rdfs:label "clavulanic acid"^^xsd:string ;
    definition: "Antibiotic isolated from Streptomyces clavuligerus. It acts as a suicide inhibitor of bacterial beta-lactamase enzymes."^^xsd:string ;
    rdfs:subClassOf CHEBI:64509,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:487869 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35474 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35625 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:36047 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76969 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C8H9NO5"^^xsd:string ;
    chebi:inchi "InChI=1S/C8H9NO5/c10-2-1-4-7(8(12)13)9-5(11)3-6(9)14-4/h1,6-7,10H,2-3H2,(H,12,13)/b4-1-/t6-,7-/m1/s1"^^xsd:string ;
    chebi:inchikey "HZZVJAQRINQKSD-PBFISZAISA-N"^^xsd:string ;
    chebi:mass "199.16080"^^xsd:string ;
    chebi:monoisotopicmass "199.04807"^^xsd:string ;
    chebi:smiles "[H][C@@]12CC(=O)N1[C@@H](C(O)=O)\\C(O2)=C\\CO"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:3736"^^xsd:string,
        "CHEBI:43442"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2R,3Z,5R)-3-(2-hydroxyethylidene)-7-oxo-4-oxa-1-azabicyclo[3.2.0]heptane-2-carboxylic acid"^^xsd:string,
        "Clavulanic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2R,3Z,5R)-3-(2-HYDROXYETHYLIDENE)-7-OXO-4-OXA-1-AZABICYCLO[3.2.0]HEPTANE-2-CARBOXYLIC ACID"^^xsd:string,
        "(Z)-(2R,5R)-3-(2-Hydroxyethylidene)-7-oxo-4-oxa-1-azabicyclo(3.2.0)heptane-2-carboxylic acid"^^xsd:string,
        "acide clavulanique"^^xsd:string,
        "acido clavulanico"^^xsd:string,
        "acidum clavulanicum"^^xsd:string,
        "antibiotic MM 14151"^^xsd:string,
        "Clavulanate"^^xsd:string,
        "clavulanic acid"^^xsd:string,
        "Clavulansaeure"^^xsd:string,
        "clavulonic acid"^^xsd:string,
        "MM 14151"^^xsd:string ;
    oboInOwl:id "CHEBI:48947"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:48975 a owl:Class ;
    rdfs:label "substituted aniline"^^xsd:string ;
    rdfs:subClassOf CHEBI:22562 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "substituted anilines"^^xsd:string ;
    oboInOwl:id "CHEBI:48975"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:49005 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:8442898"^^xsd:string,
        "CAS:201530-41-8"^^xsd:string,
        "Drug_Central:3128"^^xsd:string,
        "DrugBank:DB01609"^^xsd:string,
        "KEGG:D03669"^^xsd:string,
        "Reaxys:8442898"^^xsd:string ;
    rdfs:label "deferasirox"^^xsd:string ;
    definition: "A member of the class of triazoles, deferasirox is 1,2,4-triazole substituted by a 4-carboxyphenyl group at position 1 and by 2-hydroxyphenyl groups at positions 3 and 5. An orally active iron chelator, it is used to manage chronic iron overload in patients receiving long-term blood transfusions."^^xsd:string ;
    rdfs:subClassOf CHEBI:22723,
        CHEBI:25384,
        CHEBI:33853,
        CHEBI:35727,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:855 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38157 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C21H15N3O4"^^xsd:string ;
    chebi:inchi "InChI=1S/C21H15N3O4/c25-17-7-3-1-5-15(17)19-22-20(16-6-2-4-8-18(16)26)24(23-19)14-11-9-13(10-12-14)21(27)28/h1-12,25-26H,(H,27,28)"^^xsd:string ;
    chebi:inchikey "BOFQWVMAQOTZIW-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "373.36162"^^xsd:string ;
    chebi:monoisotopicmass "373.10626"^^xsd:string ;
    chebi:smiles "OC(=O)c1ccc(cc1)-n1nc(nc1-c1ccccc1O)-c1ccccc1O"^^xsd:string ;
    oboInOwl:hasExactSynonym "4-[3,5-bis(2-hydroxyphenyl)-1H-1,2,4-triazol-1-yl]benzoic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "deferasirox"^^xsd:string,
        "deferasiroxum"^^xsd:string,
        "Exjade"^^xsd:string,
        "ICL 670"^^xsd:string,
        "ICL 670A"^^xsd:string ;
    oboInOwl:id "CHEBI:49005"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:49007 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1725415"^^xsd:string ;
    rdfs:label "D-citrulline"^^xsd:string ;
    rdfs:subClassOf CHEBI:18211,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:16349 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H13N3O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H13N3O3/c7-4(5(10)11)2-1-3-9-6(8)12/h4H,1-3,7H2,(H,10,11)(H3,8,9,12)/t4-/m1/s1"^^xsd:string ;
    chebi:inchikey "RHGKLRLOHDJJDR-SCSAIBSYSA-N"^^xsd:string ;
    chebi:mass "175.18584"^^xsd:string ;
    chebi:monoisotopicmass "175.09569"^^xsd:string ;
    chebi:smiles "N[C@H](CCCNC(N)=O)C(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2R)-2-amino-5-(carbamoylamino)pentanoic acid"^^xsd:string,
        "D-citrulline"^^xsd:string,
        "N(5)-carbamoyl-D-ornithine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:49007"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:49020 a owl:Class ;
    rdfs:label "hormone antagonist"^^xsd:string ;
    definition: "A chemical substance which inhibits the function of the endocrine glands, the biosynthesis of their secreted hormones, or the action of hormones upon their specific sites."^^xsd:string ;
    rdfs:subClassOf CHEBI:48706,
        CHEBI:51061 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "hormone antagonists"^^xsd:string ;
    oboInOwl:id "CHEBI:49020"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:49023 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Prostaglandin_antagonist"^^xsd:string ;
    rdfs:label "prostaglandin antagonist"^^xsd:string ;
    definition: "A compound that inhibits the action of prostaglandins."^^xsd:string ;
    rdfs:subClassOf CHEBI:49020 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "prostaglandin inhibitor"^^xsd:string ;
    oboInOwl:id "CHEBI:49023"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:49028 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:2231425"^^xsd:string,
        "PMID:17311153"^^xsd:string,
        "PMID:18767022"^^xsd:string,
        "Reaxys:2231425"^^xsd:string ;
    rdfs:label "acetimidic acid"^^xsd:string ;
    definition: "A carboximidic acid that is  acetic acid in which the carbonyl oxygen is replaced by an imino group."^^xsd:string ;
    rdfs:subClassOf CHEBI:48378,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:15366 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:27856 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C2H5NO"^^xsd:string ;
    chebi:inchi "InChI=1S/C2H5NO/c1-2(3)4/h1H3,(H2,3,4)"^^xsd:string ;
    chebi:inchikey "DLFVBJFMPXGRIB-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "59.06724"^^xsd:string ;
    chebi:monoisotopicmass "59.03711"^^xsd:string ;
    chebi:smiles "CC(O)=N"^^xsd:string ;
    oboInOwl:hasExactSynonym "acetimidic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "ethanimidic acid"^^xsd:string ;
    oboInOwl:id "CHEBI:49028"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:49029 a owl:Class ;
    oboInOwl:hasDbXref "Reaxys:4361581"^^xsd:string ;
    rdfs:label "N-hydroxyacetimidic acid"^^xsd:string ;
    definition: "A carbohydroximic acid consisting of acetimidic acid having a hydroxy group attached to the imide nitrogen."^^xsd:string ;
    rdfs:subClassOf CHEBI:61398,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:49028 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:27777 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C2H5NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C2H5NO2/c1-2(4)3-5/h5H,1H3,(H,3,4)"^^xsd:string ;
    chebi:inchikey "RRUDCFGSUDOHDG-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "75.06664"^^xsd:string ;
    chebi:monoisotopicmass "75.03203"^^xsd:string ;
    chebi:smiles "CC(O)=NO"^^xsd:string ;
    oboInOwl:hasExactSynonym "N-hydroxyacetimidic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "N-hydroxyethanimidic acid"^^xsd:string ;
    oboInOwl:id "CHEBI:49029"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:49040 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:7981967"^^xsd:string,
        "CAS:163222-33-1"^^xsd:string,
        "Drug_Central:1125"^^xsd:string,
        "DrugBank:DB00973"^^xsd:string,
        "HMDB:HMDB0015108"^^xsd:string,
        "KEGG:D01966"^^xsd:string,
        "LINCS:LSM-5536"^^xsd:string,
        "PMID:17587760"^^xsd:string,
        "PMID:18585981"^^xsd:string,
        "PMID:23219178"^^xsd:string,
        "PMID:23266293"^^xsd:string,
        "PMID:23317398"^^xsd:string,
        "PMID:23471229"^^xsd:string,
        "PMID:23510093"^^xsd:string,
        "PMID:23538020"^^xsd:string,
        "Reaxys:7981967"^^xsd:string,
        "Wikipedia:Ezetimibe"^^xsd:string ;
    rdfs:label "ezetimibe"^^xsd:string ;
    definition: "A beta-lactam that is azetidin-2-one which is substituted at 1, 3, and 4 by p-fluorophenyl, 3-(p-fluorophenyl)-3-hydroxypropyl, and  4-hydroxyphenyl groups, respectively (the 3R,3'S,4S enantiomer)."^^xsd:string ;
    rdfs:subClassOf CHEBI:35627,
        CHEBI:37143,
        CHEBI:38777,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35221 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35821 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C24H21F2NO3"^^xsd:string ;
    chebi:inchi "InChI=1S/C24H21F2NO3/c25-17-5-1-15(2-6-17)22(29)14-13-21-23(16-3-11-20(28)12-4-16)27(24(21)30)19-9-7-18(26)8-10-19/h1-12,21-23,28-29H,13-14H2/t21-,22+,23-/m1/s1"^^xsd:string ;
    chebi:inchikey "OLNTVTPDXPETLC-XPWALMASSA-N"^^xsd:string ;
    chebi:mass "409.42520"^^xsd:string ;
    chebi:monoisotopicmass "409.14895"^^xsd:string ;
    chebi:smiles "[H][C@]1(CC[C@H](O)c2ccc(F)cc2)C(=O)N(c2ccc(F)cc2)[C@]1([H])c1ccc(O)cc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "(3R,4S)-1-(4-fluorophenyl)-3-[(3S)-3-(4-fluorophenyl)-3-hydroxypropyl]-4-(4-hydroxyphenyl)azetidin-2-one"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Ezedoc"^^xsd:string,
        "ezetimiba"^^xsd:string,
        "ezetimibe"^^xsd:string,
        "ezetimibum"^^xsd:string,
        "Ezetrol"^^xsd:string,
        "Zetia"^^xsd:string ;
    oboInOwl:id "CHEBI:49040"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:49103 a owl:Class ;
    rdfs:label "drug metabolite"^^xsd:string ;
    rdfs:subClassOf CHEBI:76967 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "drug metabolites"^^xsd:string ;
    oboInOwl:id "CHEBI:49103"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:49104 a owl:Class ;
    rdfs:label "heteroarenecarbaldehyde"^^xsd:string ;
    definition: "An aldehyde in which a formyl group is located on a heteroarene."^^xsd:string ;
    rdfs:subClassOf CHEBI:17478 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:49104"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:49110 a owl:Class ;
    rdfs:label "peripheral nervous system drug"^^xsd:string ;
    definition: "A drug that acts principally at one or more sites within the peripheral neuroeffector systems, the autonomic system, and motor nerve-skeletal system."^^xsd:string ;
    rdfs:subClassOf CHEBI:23888 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "peripheral nervous system agent"^^xsd:string,
        "peripheral nervous system drugs"^^xsd:string ;
    oboInOwl:id "CHEBI:49110"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:49159 a owl:Class ;
    rdfs:label "leukotriene antagonist"^^xsd:string ;
    definition: "A drug designed to prevent leukotriene synthesis or activity by blocking binding at the receptor level."^^xsd:string ;
    rdfs:subClassOf CHEBI:49020 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "leukotriene antagonists"^^xsd:string,
        "leukotriene receptor antagonist"^^xsd:string,
        "leukotriene receptor antagonists"^^xsd:string,
        "LTRA"^^xsd:string ;
    oboInOwl:id "CHEBI:49159"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:49165 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:7612011"^^xsd:string ;
    rdfs:label "montelukast(1-)"^^xsd:string ;
    rdfs:subClassOf CHEBI:22327,
        CHEBI:26513,
        CHEBI:35757,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:50730 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C35H35ClNO3S"^^xsd:string ;
    chebi:inchi "InChI=1S/C35H36ClNO3S/c1-34(2,40)30-9-4-3-7-25(30)13-17-32(41-23-35(18-19-35)22-33(38)39)27-8-5-6-24(20-27)10-15-29-16-12-26-11-14-28(36)21-31(26)37-29/h3-12,14-16,20-21,32,40H,13,17-19,22-23H2,1-2H3,(H,38,39)/p-1/b15-10+/t32-/m1/s1"^^xsd:string ;
    chebi:inchikey "UCHDWCPVSPXUMX-TZIWLTJVSA-M"^^xsd:string ;
    chebi:mass "585.17604"^^xsd:string ;
    chebi:monoisotopicmass "584.20317"^^xsd:string ;
    chebi:smiles "CC(C)(O)c1ccccc1CC[C@@H](SCC1(CC1)CC([O-])=O)c1cccc(\\C=C\\c2ccc3ccc(Cl)cc3n2)c1"^^xsd:string ;
    oboInOwl:hasExactSynonym "{1-[({(1R)-1-{3-[(E)-2-(7-chloroquinolin-2-yl)ethenyl]phenyl}-3-[2-(2-hydroxypropan-2-yl)phenyl]propyl}sulfanyl)methyl]cyclopropyl}acetate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:49165"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:49167 a owl:Class ;
    rdfs:label "anti-asthmatic drug"^^xsd:string ;
    definition: "A drug used to treat asthma."^^xsd:string ;
    rdfs:subClassOf CHEBI:23888,
        CHEBI:65023 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "anti-asthmatic agent"^^xsd:string,
        "anti-asthmatic agents"^^xsd:string,
        "anti-asthmatic drugs"^^xsd:string ;
    oboInOwl:id "CHEBI:49167"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:49168 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1462084"^^xsd:string,
        "CAS:63-84-3"^^xsd:string,
        "Gmelin:51382"^^xsd:string,
        "HMDB:HMDB0000609"^^xsd:string,
        "PMID:24117106"^^xsd:string,
        "Reaxys:1462084"^^xsd:string ;
    rdfs:label "dopa"^^xsd:string ;
    definition: "A hydroxyphenylalanine carrying hydroxy substituents at positions 3 and 4 of the benzene ring."^^xsd:string ;
    rdfs:subClassOf CHEBI:24734,
        CHEBI:62761,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C9H11NO4"^^xsd:string ;
    chebi:inchi "InChI=1S/C9H11NO4/c10-6(9(13)14)3-5-1-2-7(11)8(12)4-5/h1-2,4,6,11-12H,3,10H2,(H,13,14)"^^xsd:string ;
    chebi:inchikey "WTDRDQBEARUVNC-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "197.18798"^^xsd:string ;
    chebi:monoisotopicmass "197.06881"^^xsd:string ;
    chebi:smiles "NC(Cc1ccc(O)c(O)c1)C(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-amino-3-(3,4-dihydroxyphenyl)propanoic acid"^^xsd:string,
        "dopa"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3',4'-dihydroxyphenylalanine"^^xsd:string,
        "3-hydroxy-DL-tyrosine"^^xsd:string,
        "3-hydroxytyrosine"^^xsd:string,
        "(+-)-3-(3,4-dihydroxyphenyl)alanine"^^xsd:string,
        "(+-)-dopa"^^xsd:string,
        "(R,S)-dopa"^^xsd:string,
        "beta-(3,4-dihydroxyphenyl)-DL-alpha-alanine"^^xsd:string,
        "DL-3,4-dopa"^^xsd:string,
        "dl-beta-(3,4-dihydroxyphenyl)-alpha-alanine"^^xsd:string,
        "DL-beta-(3,4-dihydroxyphenyl)alanine"^^xsd:string,
        "DL-dihydroxyphenylalanine"^^xsd:string,
        "DL-dioxyphenylalanine"^^xsd:string ;
    oboInOwl:id "CHEBI:49168"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:49169 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:2417637"^^xsd:string,
        "CAS:5796-17-8"^^xsd:string,
        "Gmelin:1862048"^^xsd:string,
        "PMID:3129126"^^xsd:string,
        "PMID:21210766"^^xsd:string,
        "PMID:22454242"^^xsd:string,
        "PMID:24190293"^^xsd:string,
        "Reaxys:2417637"^^xsd:string,
        "Wikipedia:D-DOPA"^^xsd:string ;
    rdfs:label "D-dopa"^^xsd:string ;
    definition: "The D-enantiomer of dopa."^^xsd:string ;
    rdfs:subClassOf CHEBI:49168,
        CHEBI:84124,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:15765 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:149689 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C9H11NO4"^^xsd:string ;
    chebi:inchi "InChI=1S/C9H11NO4/c10-6(9(13)14)3-5-1-2-7(11)8(12)4-5/h1-2,4,6,11-12H,3,10H2,(H,13,14)/t6-/m1/s1"^^xsd:string ;
    chebi:inchikey "WTDRDQBEARUVNC-ZCFIWIBFSA-N"^^xsd:string ;
    chebi:mass "197.18798"^^xsd:string ;
    chebi:monoisotopicmass "197.06881"^^xsd:string ;
    chebi:smiles "N[C@H](Cc1ccc(O)c(O)c1)C(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2R)-2-amino-3-(3,4-dihydroxyphenyl)propanoic acid"^^xsd:string,
        "D-dopa"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3,4-dihydroxy-D-phenylalanine"^^xsd:string,
        "3-hydroxy-D-tyrosine"^^xsd:string,
        "(+)-3,4-dihydroxyphenylalanine"^^xsd:string,
        "(+)-3-(3,4-dihydroxyphenyl)alanine"^^xsd:string,
        "D-3,4-dihydroxyphenylalanine"^^xsd:string,
        "D-3-(3,4-dihydroxyphenyl)alanine"^^xsd:string,
        "dopa D-form"^^xsd:string ;
    oboInOwl:id "CHEBI:49169"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:49199 a owl:Class ;
    rdfs:label "rabeprazole(1-)"^^xsd:string ;
    rdfs:subClassOf CHEBI:50335,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:8768 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C18H20N3O3S"^^xsd:string ;
    chebi:inchi "InChI=1S/C18H20N3O3S/c1-13-16(19-9-8-17(13)24-11-5-10-23-2)12-25(22)18-20-14-6-3-4-7-15(14)21-18/h3-4,6-9H,5,10-12H2,1-2H3/q-1"^^xsd:string ;
    chebi:inchikey "KNWNQAWYVGYXNR-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "358.43582"^^xsd:string ;
    chebi:monoisotopicmass "358.12309"^^xsd:string ;
    chebi:smiles "COCCCOc1ccnc(CS(=O)c2nc3ccccc3[n-]2)c1C"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-({[4-(3-methoxypropoxy)-3-methylpyridin-2-yl]methyl}sulfinyl)benzimidazol-1-ide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:49199"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:49200 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Proton_pump_inhibitor"^^xsd:string ;
    rdfs:label "EC 3.6.3.10 (H(+)/K(+)-exchanging ATPase) inhibitor"^^xsd:string ;
    definition: "An EC 3.6.3.* (acid anhydride hydrolase catalysing transmembrane movement of substances) inhibitor that inhibits H(+)/K(+)-exchanging ATPase, EC 3.6.3.10. Such compounds are also known as proton pump inhibitors."^^xsd:string ;
    rdfs:subClassOf CHEBI:76895 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(K(+) + H(+))-ATPase inhibitor"^^xsd:string,
        "(K(+) + H(+))-ATPase inhibitors"^^xsd:string,
        "ATP phosphohydrolase (H(+)/K(+)-exchanging) inhibitor"^^xsd:string,
        "ATP phosphohydrolase (H(+)/K(+)-exchanging) inhibitors"^^xsd:string,
        "EC 3.6.3.10 (H(+)/K(+)-exchanging ATPase) inhibitors"^^xsd:string,
        "EC 3.6.3.10 inhibitor"^^xsd:string,
        "EC 3.6.3.10 inhibitors"^^xsd:string,
        "H(+)-K(+)-ATPase inhibitor"^^xsd:string,
        "H(+)-K(+)-ATPase inhibitors"^^xsd:string,
        "H(+)/K(+)-ATPase inhibitor"^^xsd:string,
        "H(+)/K(+)-ATPase inhibitors"^^xsd:string,
        "H(+)/K(+)-exchanging ATPase inhibitor"^^xsd:string,
        "H(+)/K(+)-exchanging ATPase inhibitors"^^xsd:string,
        "H,K-ATPase inhibitor"^^xsd:string,
        "H,K-ATPase inhibitors"^^xsd:string,
        "proton pump inhibitor"^^xsd:string,
        "proton pump inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:49200"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:49201 a owl:Class ;
    rdfs:label "anti-ulcer drug"^^xsd:string ;
    definition: "One of various classes of drugs with different action mechanisms used to treat or ameliorate peptic ulcer or irritation of the gastrointestinal tract."^^xsd:string ;
    rdfs:subClassOf CHEBI:23888 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "anti-ulcer agent"^^xsd:string,
        "anti-ulcer agents"^^xsd:string,
        "anti-ulcer drugs"^^xsd:string ;
    oboInOwl:id "CHEBI:49201"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:49205 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:CETP_inhibitor"^^xsd:string ;
    rdfs:label "CETP inhibitor"^^xsd:string ;
    definition: "Any inhibitor of cholesterylester transfer protein (CETP), which transfers cholesterol from high density lipoproteins (HDL, the 'good' cholesterol-containing particles) to low or very low density lipoproteins (LDL or VLDL, the 'bad' cholesterol-containing particles). Inhibition of this process results in higher HDL levels and lower LDL levels. CETP inhibitors are under investigation as potential drugs to reduce the risk of arteriosclerotic vascular disease (atherosclerosis)."^^xsd:string ;
    rdfs:subClassOf CHEBI:35222,
        CHEBI:52206 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "CETP inhibitors"^^xsd:string,
        "cholesteryl ester transfer protein inhibitor"^^xsd:string ;
    oboInOwl:id "CHEBI:49205"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:49318 a owl:Class ;
    rdfs:label "piperidine antibiotic"^^xsd:string ;
    rdfs:subClassOf CHEBI:25558,
        CHEBI:26151 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:49318"^^xsd:string ;
    oboInOwl:inSubset chebi2:1_STAR .

CHEBI:49322 a owl:Class ;
    rdfs:label "anthracycline antibiotic"^^xsd:string ;
    definition: "An organic compound that has a tetrahydronaphthacenedione ring structure attached by a glycosidic linkage to the amino sugar daunosamine and which exhibits antibiotic activity."^^xsd:string ;
    rdfs:subClassOf CHEBI:48120,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:33281 ] ;
    oboInOwl:hasAlternativeId "CHEBI:22573"^^xsd:string,
        "CHEBI:22574"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "anthracycline antibiotics"^^xsd:string,
        "anthracyclines"^^xsd:string ;
    oboInOwl:id "CHEBI:49322"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:49323 a owl:Class ;
    rdfs:label "contraceptive drug"^^xsd:string ;
    definition: "A chemical substance that prevents or reduces the probability of conception."^^xsd:string ;
    rdfs:subClassOf CHEBI:50689 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "contraceptive agent"^^xsd:string,
        "contraceptive drugs"^^xsd:string ;
    oboInOwl:id "CHEBI:49323"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:49324 a owl:Class ;
    rdfs:label "female contraceptive drug"^^xsd:string ;
    definition: "A chemical substance or agent with contraceptive activity in females."^^xsd:string ;
    rdfs:subClassOf CHEBI:49323 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "female contraceptive agent"^^xsd:string,
        "female contraceptive drugs"^^xsd:string ;
    oboInOwl:id "CHEBI:49324"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:49325 a owl:Class ;
    rdfs:label "oral contraceptive"^^xsd:string ;
    definition: "A compound, usually hormonal, taken orally in order to block ovulation and prevent the occurrence of pregnancy."^^xsd:string ;
    rdfs:subClassOf CHEBI:49324 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "oral contraceptives"^^xsd:string ;
    oboInOwl:id "CHEBI:49325"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:49326 a owl:Class ;
    rdfs:label "synthetic oral contraceptive"^^xsd:string ;
    definition: "An oral contraceptive which owes its effectiveness to synthetic preparation."^^xsd:string ;
    rdfs:subClassOf CHEBI:49325 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "synthetic oral contraceptives"^^xsd:string ;
    oboInOwl:id "CHEBI:49326"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:49339 a owl:Class ;
    oboInOwl:hasDbXref "CAS:2577-90-4"^^xsd:string,
        "Patent:EP0278190"^^xsd:string,
        "Patent:WO9820149"^^xsd:string,
        "PDBeChem:0A9"^^xsd:string,
        "Reaxys:2212290"^^xsd:string ;
    rdfs:label "methyl L-phenylalaninate"^^xsd:string ;
    definition: "An alpha-amino acid ester that is the methyl ester of L-phenylalanine."^^xsd:string ;
    rdfs:subClassOf CHEBI:46874,
        CHEBI:84144 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C10H13NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C10H13NO2/c1-13-10(12)9(11)7-8-5-3-2-4-6-8/h2-6,9H,7,11H2,1H3/t9-/m0/s1"^^xsd:string ;
    chebi:inchikey "VSDUZFOSJDMAFZ-VIFPVBQESA-N"^^xsd:string ;
    chebi:mass "179.21570"^^xsd:string ;
    chebi:monoisotopicmass "179.09463"^^xsd:string ;
    chebi:smiles "COC(=O)[C@@H](N)Cc1ccccc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "methyl L-phenylalaninate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(S) -phenylalanine methyl ester"^^xsd:string ;
    oboInOwl:id "CHEBI:49339"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:49375 a owl:Class ;
    oboInOwl:hasDbXref "CAS:302962-49-8"^^xsd:string,
        "Drug_Central:785"^^xsd:string,
        "DrugBank:DB01254"^^xsd:string,
        "HMDB:HMDB0015384"^^xsd:string,
        "KEGG:D03658"^^xsd:string,
        "LINCS:LSM-1020"^^xsd:string,
        "Patent:US7125875"^^xsd:string,
        "Patent:US7941725"^^xsd:string,
        "Patent:WO2010067374"^^xsd:string,
        "Patent:WO2010139979"^^xsd:string,
        "PDBeChem:1N1"^^xsd:string,
        "PMID:16775234"^^xsd:string,
        "PMID:17154512"^^xsd:string,
        "PMID:18020922"^^xsd:string,
        "PMID:18784745"^^xsd:string,
        "PMID:18797457"^^xsd:string,
        "PMID:18823558"^^xsd:string,
        "PMID:19494352"^^xsd:string,
        "PMID:19502192"^^xsd:string,
        "PMID:19640584"^^xsd:string,
        "PMID:21226671"^^xsd:string,
        "PMID:22411867"^^xsd:string,
        "PMID:22740998"^^xsd:string,
        "PMID:22992064"^^xsd:string,
        "PMID:23065516"^^xsd:string,
        "Reaxys:9966762"^^xsd:string,
        "Wikipedia:Dasatinib"^^xsd:string ;
    rdfs:label "dasatinib (anhydrous)"^^xsd:string ;
    definition: "An aminopyrimidine that is 2-methylpyrimidine which is substituted at position 4 by the primary amino group of 2-amino-1,3-thiazole-5-carboxylic acid and at position 6 by a 4-(2-hydroxyethyl)piperazin-1-yl group, and in which the carboxylic acid group has been formally condensed with 2-chloro-6-methylaniline to afford the corresponding amide. A multi-targeted kinase inhibitor, it is used, particularly as the monohydrate, for the treatment of chronic, accelerated, or myeloid or lymphoid blast phase chronic myeloid leukemia. Note that the name 'dasatinib' is used to refer to the monohydrate (USAN) as well as to anhydrous dasatinib (INN)."^^xsd:string ;
    rdfs:subClassOf CHEBI:29347,
        CHEBI:36683,
        CHEBI:38338,
        CHEBI:38418,
        CHEBI:46848,
        CHEBI:46851,
        CHEBI:50995,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:190514 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35610 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38637 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:149553 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C22H26ClN7O2S"^^xsd:string ;
    chebi:inchi "InChI=1S/C22H26ClN7O2S/c1-14-4-3-5-16(23)20(14)28-21(32)17-13-24-22(33-17)27-18-12-19(26-15(2)25-18)30-8-6-29(7-9-30)10-11-31/h3-5,12-13,31H,6-11H2,1-2H3,(H,28,32)(H,24,25,26,27)"^^xsd:string ;
    chebi:inchikey "ZBNZXTGUTAYRHI-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "488.00652"^^xsd:string ;
    chebi:monoisotopicmass "487.15572"^^xsd:string ;
    chebi:smiles "Cc1nc(Nc2ncc(s2)C(=O)Nc2c(C)cccc2Cl)cc(n1)N1CCN(CCO)CC1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:38943"^^xsd:string,
        "CHEBI:49372"^^xsd:string ;
    oboInOwl:hasExactSynonym "N-(2-chloro-6-methylphenyl)-2-({6-[4-(2-hydroxyethyl)piperazin-1-yl]-2-methylpyrimidin-4-yl}amino)-1,3-thiazole-5-carboxamide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "anh. dasatinib"^^xsd:string,
        "anhydrous dasatinib"^^xsd:string,
        "BMS Dasatinib"^^xsd:string,
        "BMS-354825"^^xsd:string,
        "dasatinib"^^xsd:string,
        "dasatinib (anh.)"^^xsd:string,
        "dasatinibum"^^xsd:string,
        "N-(2-CHLORO-6-METHYLPHENYL)-2-({6-[4-(2-HYDROXYETHYL)PIPERAZIN-1-YL]-2-METHYLPYRIMIDIN-4-YL}AMINO)-1,3-THIAZOLE-5-CARBOXAMIDE"^^xsd:string ;
    oboInOwl:id "CHEBI:49375"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:49566 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1232834"^^xsd:string,
        "CAS:61-72-3"^^xsd:string,
        "Drug_Central:720"^^xsd:string,
        "DrugBank:DB01147"^^xsd:string,
        "HMDB:HMDB0015278"^^xsd:string,
        "KEGG:C06923"^^xsd:string,
        "KEGG:D07733"^^xsd:string,
        "LINCS:LSM-15183"^^xsd:string,
        "Patent:US2996501"^^xsd:string,
        "PDBeChem:CXN"^^xsd:string,
        "PMID:1701026"^^xsd:string,
        "PMID:7417768"^^xsd:string,
        "PMID:8566082"^^xsd:string,
        "PMID:16540070"^^xsd:string,
        "PMID:16853954"^^xsd:string,
        "PMID:24858821"^^xsd:string,
        "PMID:25305230"^^xsd:string,
        "PMID:25582344"^^xsd:string,
        "PMID:26365730"^^xsd:string,
        "PMID:27446834"^^xsd:string,
        "PMID:27889744"^^xsd:string,
        "PMID:29017833"^^xsd:string,
        "Reaxys:1232834"^^xsd:string,
        "VSDB:1859"^^xsd:string,
        "Wikipedia:Cloxacillin"^^xsd:string ;
    rdfs:label "cloxacillin"^^xsd:string ;
    definition: "A semisynthetic penicillin antibiotic carrying a 3-(2-chlorophenyl)-5-methylisoxazole-4-carboxamido group at position 6."^^xsd:string ;
    rdfs:subClassOf CHEBI:72588,
        CHEBI:88187,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:7809 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:51350 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:36047 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C19H18ClN3O5S"^^xsd:string ;
    chebi:inchi "InChI=1S/C19H18ClN3O5S/c1-8-11(12(22-28-8)9-6-4-5-7-10(9)20)15(24)21-13-16(25)23-14(18(26)27)19(2,3)29-17(13)23/h4-7,13-14,17H,1-3H3,(H,21,24)(H,26,27)/t13-,14+,17-/m1/s1"^^xsd:string ;
    chebi:inchikey "LQOLIRLGBULYKD-JKIFEVAISA-N"^^xsd:string ;
    chebi:mass "435.88214"^^xsd:string ;
    chebi:monoisotopicmass "435.06557"^^xsd:string ;
    chebi:smiles "[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)c1c(C)onc1-c1ccccc1Cl)C(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:3765"^^xsd:string,
        "CHEBI:49565"^^xsd:string ;
    oboInOwl:hasExactSynonym "2,2-dimethyl-6beta-({[5-methyl-3-(2-chlorophenyl)isoxazol-4-yl]carbonyl}amino)penam-3alpha-carboxylic acid"^^xsd:string,
        "CLOXACILLIN"^^xsd:string,
        "Cloxacillin"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "6-(3-(o-chlorophenyl)-5-methyl-4-isoxazolecarboxamido)penicillanic acid"^^xsd:string,
        "(2S,5R,6R)-6-({[3-(2-chlorophenyl)-5-methylisoxazol-4-yl]carbonyl}amino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid"^^xsd:string,
        "(3-(o-chlorophenyl)-5-methyl-4-isoxazolyl)penicillin"^^xsd:string,
        "cloxacilina"^^xsd:string,
        "cloxacillin"^^xsd:string,
        "cloxacilline"^^xsd:string,
        "cloxacillinum"^^xsd:string ;
    oboInOwl:id "CHEBI:49566"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:49574 a owl:Class ;
    owl:deprecated true ;
    replacedBy: CHEBI:49575 ;
    obsReason: termsMerged: .

CHEBI:49575 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:754371"^^xsd:string,
        "CAS:439-14-5"^^xsd:string,
        "Drug_Central:852"^^xsd:string,
        "DrugBank:DB00829"^^xsd:string,
        "Gmelin:124061"^^xsd:string,
        "HMDB:HMDB0014967"^^xsd:string,
        "KEGG:C06948"^^xsd:string,
        "KEGG:D00293"^^xsd:string,
        "LINCS:LSM-2359"^^xsd:string,
        "PDBeChem:DZP"^^xsd:string,
        "PMID:11925051"^^xsd:string,
        "PMID:16365514"^^xsd:string,
        "PMID:16780966"^^xsd:string,
        "Reaxys:754371"^^xsd:string,
        "VSDB:2972"^^xsd:string,
        "Wikipedia:Diazepam"^^xsd:string ;
    rdfs:label "diazepam"^^xsd:string ;
    definition: "A 1,4-benzodiazepinone that is 1,3-dihydro-2H-1,4-benzodiazepin-2-one substituted by a chloro group at position 7, a methyl group at position 1 and a phenyl group at position 5."^^xsd:string ;
    rdfs:subClassOf CHEBI:35500,
        CHEBI:36683,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35474 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35623 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35703 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35717 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78298 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C16H13ClN2O"^^xsd:string ;
    chebi:inchi "InChI=1S/C16H13ClN2O/c1-19-14-8-7-12(17)9-13(14)16(18-10-15(19)20)11-5-3-2-4-6-11/h2-9H,10H2,1H3"^^xsd:string ;
    chebi:inchikey "AAOVKJBEBIDNHE-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "284.74000"^^xsd:string ;
    chebi:monoisotopicmass "284.07164"^^xsd:string ;
    chebi:smiles "CN1C(=O)CN=C(c2ccccc2)c2cc(Cl)ccc12"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:4494"^^xsd:string,
        "CHEBI:49574"^^xsd:string ;
    oboInOwl:hasExactSynonym "7-chloro-1-methyl-5-phenyl-1,3-dihydro-2H-1,4-benzodiazepin-2-one"^^xsd:string,
        "Diazepam"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "7-chloro-1,3-dihydro-1-methyl-5-phenyl-2H-1,4-benzodiazepin-2-one"^^xsd:string,
        "methyl diazepinone"^^xsd:string,
        "Valium"^^xsd:string ;
    oboInOwl:id "CHEBI:49575"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:49603 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:10502247"^^xsd:string,
        "CAS:231277-92-2"^^xsd:string,
        "Drug_Central:1548"^^xsd:string,
        "DrugBank:DB01259"^^xsd:string,
        "LINCS:LSM-1051"^^xsd:string,
        "PDBeChem:FMM"^^xsd:string,
        "Wikipedia:Lapatinib"^^xsd:string ;
    rdfs:label "lapatinib"^^xsd:string ;
    rdfs:subClassOf CHEBI:24129,
        CHEBI:36683,
        CHEBI:37143,
        CHEBI:38530,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:5115 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35610 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38637 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C29H26ClFN4O4S"^^xsd:string ;
    chebi:inchi "InChI=1S/C29H26ClFN4O4S/c1-40(36,37)12-11-32-16-23-7-10-27(39-23)20-5-8-26-24(14-20)29(34-18-33-26)35-22-6-9-28(25(30)15-22)38-17-19-3-2-4-21(31)13-19/h2-10,13-15,18,32H,11-12,16-17H2,1H3,(H,33,34,35)"^^xsd:string ;
    chebi:inchikey "BCFGMOOMADDAQU-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "581.05840"^^xsd:string ;
    chebi:monoisotopicmass "580.13473"^^xsd:string ;
    chebi:smiles "CS(=O)(=O)CCNCc1ccc(o1)-c1ccc2ncnc(Nc3ccc(OCc4cccc(F)c4)c(Cl)c3)c2c1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:38636"^^xsd:string,
        "CHEBI:49602"^^xsd:string ;
    oboInOwl:hasExactSynonym "N-[3-chloro-4-(3-fluorobenzyloxy)phenyl]-6-[5-({[2-(methanesulfonyl)ethyl]amino}methyl)furan-2-yl]quinazolin-4-amine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "GW 572016"^^xsd:string,
        "N-(3-chloro-4-((3-fluorophenyl)methoxy)phenyl)-6-(5-(((2-(methylsulfonyl)ethyl)amino)methyl)-2-furanyl)-4-quinazolinamine"^^xsd:string,
        "N-{3-CHLORO-4-[(3-FLUOROBENZYL)OXY]PHENYL}-6-[5-({[2-(METHYLSULFONYL)ETHYL]AMINO}METHYL)-2-FURYL]-4-QUINAZOLINAMINE"^^xsd:string,
        "Tykerb"^^xsd:string ;
    oboInOwl:id "CHEBI:49603"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:49637 a owl:Class ;
    oboInOwl:hasDbXref "WebElements:H"^^xsd:string ;
    rdfs:label "hydrogen atom"^^xsd:string ;
    rdfs:subClassOf CHEBI:24835,
        CHEBI:25585,
        CHEBI:33559,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:33937 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "H"^^xsd:string ;
    chebi:inchi "InChI=1S/H"^^xsd:string ;
    chebi:inchikey "YZCKVEUIGOORGS-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "1.00794"^^xsd:string ;
    chebi:monoisotopicmass "1.00783"^^xsd:string ;
    chebi:smiles "[H]"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:24634"^^xsd:string,
        "CHEBI:49636"^^xsd:string ;
    oboInOwl:hasExactSynonym "hydrogen"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1H"^^xsd:string,
        "H"^^xsd:string,
        "hidrogeno"^^xsd:string,
        "hydrogen"^^xsd:string,
        "hydrogene"^^xsd:string,
        "Wasserstoff"^^xsd:string ;
    oboInOwl:id "CHEBI:49637"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:49662 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:497341"^^xsd:string,
        "CAS:53-86-1"^^xsd:string,
        "Drug_Central:1440"^^xsd:string,
        "DrugBank:DB00328"^^xsd:string,
        "Gmelin:1446006"^^xsd:string,
        "HMDB:HMDB0014473"^^xsd:string,
        "KEGG:C01926"^^xsd:string,
        "KEGG:D00141"^^xsd:string,
        "KNApSAcK:C00030512"^^xsd:string,
        "LINCS:LSM-3275"^^xsd:string,
        "MetaCyc:CPD-10545"^^xsd:string,
        "Patent:BE379378"^^xsd:string,
        "Patent:US3161654"^^xsd:string,
        "PDBeChem:IMN"^^xsd:string,
        "PMID:5952296"^^xsd:string,
        "PMID:6039425"^^xsd:string,
        "PMID:22931205"^^xsd:string,
        "PMID:23992308"^^xsd:string,
        "PMID:28166217"^^xsd:string,
        "Reaxys:497341"^^xsd:string,
        "Wikipedia:Indometacin"^^xsd:string ;
    rdfs:label "indometacin"^^xsd:string ;
    definition: "A member of the class of indole-3-acetic acids that is indole-3-acetic acid in which the indole ring is substituted at positions 1, 2 and 5 by p-chlorobenzoyl, methyl, and methoxy groups, respectively. A non-steroidal anti-inflammatory drug, it is used in the treatment of musculoskeletal and joint disorders including osteoarthritis, rheumatoid arthritis, gout, bursitis and tendinitis."^^xsd:string ;
    rdfs:subClassOf CHEBI:24803,
        CHEBI:35618,
        CHEBI:75884,
        CHEBI:83403,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35475 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35480 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35544 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35703 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35845 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:49103 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78298 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C19H16ClNO4"^^xsd:string ;
    chebi:inchi "InChI=1S/C19H16ClNO4/c1-11-15(10-18(22)23)16-9-14(25-2)7-8-17(16)21(11)19(24)12-3-5-13(20)6-4-12/h3-9H,10H2,1-2H3,(H,22,23)"^^xsd:string ;
    chebi:inchikey "CGIGDMFJXJATDK-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "357.78800"^^xsd:string ;
    chebi:monoisotopicmass "357.07679"^^xsd:string ;
    chebi:smiles "COc1ccc2n(C(=O)c3ccc(Cl)cc3)c(C)c(CC(O)=O)c2c1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:5918"^^xsd:string,
        "CHEBI:49660"^^xsd:string ;
    oboInOwl:hasExactSynonym "[1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]acetic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-(p-chlorobenzoyl)-5-methoxy-2-methylindole-3-acetic acid"^^xsd:string,
        "Aconip"^^xsd:string,
        "Indocin"^^xsd:string,
        "indometacin"^^xsd:string,
        "indometacina"^^xsd:string,
        "indometacine"^^xsd:string,
        "indometacinum"^^xsd:string,
        "Indomethacin"^^xsd:string,
        "{1-[(4-chlorophenyl)carbonyl]-5-methoxy-2-methyl-1H-indol-3-yl}acetic acid"^^xsd:string ;
    oboInOwl:id "CHEBI:49662"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:49668 a owl:Class ;
    oboInOwl:hasDbXref "CAS:184475-35-2"^^xsd:string,
        "Drug_Central:1282"^^xsd:string,
        "DrugBank:DB00317"^^xsd:string,
        "HMDB:HMDB0014462"^^xsd:string,
        "KEGG:D01977"^^xsd:string,
        "LINCS:LSM-1098"^^xsd:string,
        "PDBeChem:IRE"^^xsd:string,
        "PMID:14981586"^^xsd:string,
        "PMID:15068398"^^xsd:string,
        "PMID:20573926"^^xsd:string,
        "PMID:20949670"^^xsd:string,
        "PMID:27396387"^^xsd:string,
        "PMID:28968167"^^xsd:string,
        "PMID:29332330"^^xsd:string,
        "PMID:29493460"^^xsd:string,
        "PMID:29579334"^^xsd:string,
        "PMID:29668619"^^xsd:string,
        "PMID:30068310"^^xsd:string,
        "PMID:30069771"^^xsd:string,
        "PMID:30214852"^^xsd:string,
        "Reaxys:8949523"^^xsd:string,
        "Wikipedia:Gefitinib"^^xsd:string ;
    rdfs:label "gefitinib"^^xsd:string ;
    definition: "A member of the class of quinazolines that is quinazoline which is substituted by a (3-chloro-4-fluorophenyl)nitrilo group, 3-(morpholin-4-yl)propoxy group and a methoxy group at positions 4,6 and 7, respectively. An EGFR kinase inhibitor used for the treatment of non-small cell lung cancer."^^xsd:string ;
    rdfs:subClassOf CHEBI:35618,
        CHEBI:38530,
        CHEBI:38785,
        CHEBI:50995,
        CHEBI:50996,
        CHEBI:83403,
        CHEBI:83575,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35610 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:74440 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C22H24ClFN4O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C22H24ClFN4O3/c1-29-20-13-19-16(12-21(20)31-8-2-5-28-6-9-30-10-7-28)22(26-14-25-19)27-15-3-4-18(24)17(23)11-15/h3-4,11-14H,2,5-10H2,1H3,(H,25,26,27)"^^xsd:string ;
    chebi:inchikey "XGALLCVXEZPNRQ-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "446.910"^^xsd:string ;
    chebi:monoisotopicmass "446.15210"^^xsd:string ;
    chebi:smiles "C1=C(C(=CC=2C1=NC=NC2NC3=CC(=C(C=C3)F)Cl)OCCCN4CCOCC4)OC"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:38917"^^xsd:string,
        "CHEBI:49667"^^xsd:string ;
    oboInOwl:hasExactSynonym "N-(3-chloro-4-fluorophenyl)-7-methoxy-6-(3-morpholin-4-ylpropoxy)quinazolin-4-amine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "4-(3'-chloro-4'-fluoroanilino)-7-methoxy-6-(3-morpholinopropoxy)quinazoline"^^xsd:string,
        "gefitinib"^^xsd:string,
        "gefitinibum"^^xsd:string,
        "Iressa"^^xsd:string,
        "Irressat"^^xsd:string,
        "N-(3-chloro-4-fluorophenyl)-7-methoxy-6-(3-(4-morpholinyl)propoxy)-4-quinazolinamine"^^xsd:string,
        "ZD1839"^^xsd:string,
        "ZD 1839"^^xsd:string,
        "ZD-1839"^^xsd:string ;
    oboInOwl:id "CHEBI:49668"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:49713 a owl:Class ;
    oboInOwl:hasDbXref "CAS:17341-24-1"^^xsd:string,
        "DrugBank:DB01356"^^xsd:string,
        "Gmelin:15205"^^xsd:string,
        "PDBeChem:LI"^^xsd:string ;
    rdfs:label "lithium(1+)"^^xsd:string ;
    rdfs:subClassOf CHEBI:25414,
        CHEBI:33504,
        CHEBI:60242 ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "Li"^^xsd:string ;
    chebi:inchi "InChI=1S/Li/q+1"^^xsd:string ;
    chebi:inchikey "HBBGRARXTFLTSG-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "6.94100"^^xsd:string ;
    chebi:monoisotopicmass "7.01545"^^xsd:string ;
    chebi:smiles "[Li+]"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:30143"^^xsd:string,
        "CHEBI:49711"^^xsd:string ;
    oboInOwl:hasExactSynonym "lithium(1+)"^^xsd:string,
        "lithium(1+) ion"^^xsd:string,
        "lithium(I) cation"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Li(+)"^^xsd:string,
        "lithium cation"^^xsd:string,
        "LITHIUM ION"^^xsd:string,
        "lithium, ion"^^xsd:string,
        "Lithium, ion (Li1+)"^^xsd:string ;
    oboInOwl:id "CHEBI:49713"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50018 a owl:Class ;
    rdfs:label "glycosyloxyflavone"^^xsd:string ;
    definition: "A member of the class of flavones having one or more glycosyl residues attached at unspecified positions."^^xsd:string ;
    rdfs:subClassOf CHEBI:24043,
        CHEBI:24400 ;
    oboInOwl:hasExactSynonym "glycosyloxyflavone"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "flavone glycoside"^^xsd:string,
        "flavone glycosides"^^xsd:string,
        "glycosyloxyflavones"^^xsd:string ;
    oboInOwl:id "CHEBI:50018"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50047 a owl:Class ;
    rdfs:label "organic amino compound"^^xsd:string ;
    definition: "A compound formally derived from ammonia by replacing one, two or three hydrogen atoms by organyl groups."^^xsd:string ;
    rdfs:subClassOf CHEBI:35352,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:16134 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:39142 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "organic amino compounds"^^xsd:string ;
    oboInOwl:id "CHEBI:50047"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50075 a owl:Class ;
    rdfs:label "dihydropyridine"^^xsd:string ;
    rdfs:subClassOf CHEBI:26421 ;
    oboInOwl:hasExactSynonym "dihydropyridine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "dihydropyridines"^^xsd:string ;
    oboInOwl:id "CHEBI:50075"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50092 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:3198"^^xsd:string ;
    rdfs:label "1H-pyrazolo[4,3-d]pyrimidine"^^xsd:string ;
    rdfs:subClassOf CHEBI:35570 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5H4N4"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H4N4/c1-5-4(2-8-9-5)7-3-6-1/h1-3H,(H,8,9)"^^xsd:string ;
    chebi:inchikey "APXRHPDHORGIEB-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "120.11222"^^xsd:string ;
    chebi:monoisotopicmass "120.04360"^^xsd:string ;
    chebi:smiles "c1ncc2[nH]ncc2n1"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:50092"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50103 a owl:Class ;
    rdfs:label "excitatory amino acid agonist"^^xsd:string ;
    definition: "An agent that binds to and activates excitatory amino acid receptors."^^xsd:string ;
    rdfs:subClassOf CHEBI:35942 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "excitatory amino acid agonists"^^xsd:string,
        "excitatory amino acid receptor agonist"^^xsd:string,
        "excitatory amino acid receptor agonists"^^xsd:string ;
    oboInOwl:id "CHEBI:50103"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50112 a owl:Class ;
    rdfs:label "sex hormone"^^xsd:string ;
    definition: "Any hormone that is responsible for controlling sexual characteristics and reproductive function."^^xsd:string ;
    rdfs:subClassOf CHEBI:24621 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Geschlechtshormon"^^xsd:string,
        "Geschlechtshormone"^^xsd:string,
        "hormone sexuelle"^^xsd:string,
        "hormones sexuelles"^^xsd:string,
        "sex hormones"^^xsd:string,
        "Sexualhormon"^^xsd:string,
        "Sexualhormone"^^xsd:string ;
    oboInOwl:id "CHEBI:50112"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50113 a owl:Class ;
    rdfs:label "androgen"^^xsd:string ;
    definition: "A sex hormone that stimulates or controls the development and maintenance of masculine characteristics in vertebrates by binding to androgen receptors."^^xsd:string ;
    rdfs:subClassOf CHEBI:50112 ;
    oboInOwl:hasExactSynonym "Androgen"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Androgene"^^xsd:string,
        "androgene"^^xsd:string,
        "androgenes"^^xsd:string,
        "androgeno"^^xsd:string,
        "androgenos"^^xsd:string,
        "androgens"^^xsd:string ;
    oboInOwl:id "CHEBI:50113"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50114 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Estrogen"^^xsd:string ;
    rdfs:label "estrogen"^^xsd:string ;
    definition: "A hormone that stimulates or controls the development and maintenance of female sex characteristics in mammals by binding to oestrogen receptors. The oestrogens are named for their importance in the oestrous cycle. The oestrogens that occur naturally in the body, notably estrone, estradiol, estriol, and estetrol are steroids. Other compounds with oestrogenic activity are produced by plants (phytoestrogens) and fungi (mycoestrogens); synthetic compounds with oestrogenic activity are known as xenoestrogens."^^xsd:string ;
    rdfs:subClassOf CHEBI:50112 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Estrogene"^^xsd:string,
        "estrogene"^^xsd:string,
        "estrogenes"^^xsd:string,
        "estrogenes Hormon"^^xsd:string,
        "estrogeno"^^xsd:string,
        "estrogenos"^^xsd:string,
        "estrogens"^^xsd:string,
        "Oestrogen"^^xsd:string,
        "oestrogen"^^xsd:string,
        "Oestrogene"^^xsd:string,
        "oestrogene"^^xsd:string,
        "oestrogenes"^^xsd:string,
        "oestrogens"^^xsd:string ;
    oboInOwl:id "CHEBI:50114"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50122 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:7082202"^^xsd:string,
        "CAS:122320-73-4"^^xsd:string,
        "Drug_Central:2405"^^xsd:string,
        "DrugBank:DB00412"^^xsd:string,
        "LINCS:LSM-1949"^^xsd:string,
        "Patent:EP306228"^^xsd:string,
        "Patent:US5002953"^^xsd:string,
        "PMID:17259370"^^xsd:string,
        "PMID:30225267"^^xsd:string,
        "PMID:31936729"^^xsd:string,
        "PMID:32234642"^^xsd:string,
        "PMID:33650786"^^xsd:string,
        "PMID:33746608"^^xsd:string,
        "Wikipedia:Rosiglitazone"^^xsd:string ;
    rdfs:label "rosiglitazone"^^xsd:string ;
    rdfs:subClassOf CHEBI:38207,
        CHEBI:50990,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:188074 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50864 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:83157 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:173084 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C18H19N3O3S"^^xsd:string ;
    chebi:inchi "InChI=1S/C18H19N3O3S/c1-21(16-4-2-3-9-19-16)10-11-24-14-7-5-13(6-8-14)12-15-17(22)20-18(23)25-15/h2-9,15H,10-12H2,1H3,(H,20,22,23)"^^xsd:string ;
    chebi:inchikey "YASAKCUCGLMORW-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "357.42700"^^xsd:string ;
    chebi:monoisotopicmass "357.11471"^^xsd:string ;
    chebi:smiles "CN(CCOc1ccc(CC2SC(=O)NC2=O)cc1)c1ccccn1"^^xsd:string ;
    oboInOwl:hasExactSynonym "5-(4-{2-[methyl(pyridin-2-yl)amino]ethoxy}benzyl)-1,3-thiazolidine-2,4-dione"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "5-((4-(2-(methyl-2-pyridinylamino)ethoxy)phenyl)methyl)-2,4-thiazolidinedione"^^xsd:string,
        "BRL-49653"^^xsd:string,
        "rosiglitazona"^^xsd:string,
        "rosiglitazone"^^xsd:string,
        "rosiglitazonum"^^xsd:string ;
    oboInOwl:id "CHEBI:50122"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50126 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C06768"^^xsd:string ;
    rdfs:label "tetrasaccharide"^^xsd:string ;
    definition: "An oligosaccharide comprising four monomeric monosaccharide units."^^xsd:string ;
    rdfs:subClassOf CHEBI:50699 ;
    oboInOwl:hasAlternativeId "CHEBI:9503"^^xsd:string,
        "CHEBI:26934"^^xsd:string ;
    oboInOwl:hasExactSynonym "Tetrasaccharide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "tetrasaccharides"^^xsd:string ;
    oboInOwl:id "CHEBI:50126"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50127 a owl:Class ;
    rdfs:label "trifluoromethyl group"^^xsd:string ;
    rdfs:subClassOf CHEBI:50491,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_substituent_group_from ;
            owl:someValuesFrom CHEBI:38825 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_substituent_group_from ;
            owl:someValuesFrom CHEBI:41550 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "CF3"^^xsd:string ;
    chebi:mass "69.00591"^^xsd:string ;
    chebi:monoisotopicmass "68.99521"^^xsd:string ;
    chebi:smiles "C(F)(*)(F)F"^^xsd:string ;
    oboInOwl:hasExactSynonym "trifluoromethyl"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "-CF3"^^xsd:string ;
    oboInOwl:id "CHEBI:50127"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50131 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:617982"^^xsd:string,
        "CAS:2353-33-5"^^xsd:string,
        "Drug_Central:790"^^xsd:string,
        "DrugBank:DB01262"^^xsd:string,
        "LINCS:LSM-5855"^^xsd:string,
        "Wikipedia:Decitabine"^^xsd:string ;
    rdfs:label "5-aza-2'-deoxycytidine"^^xsd:string ;
    rdfs:subClassOf CHEBI:18274 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C8H12N4O4"^^xsd:string ;
    chebi:inchi "InChI=1S/C8H12N4O4/c9-7-10-3-12(8(15)11-7)6-1-4(14)5(2-13)16-6/h3-6,13-14H,1-2H2,(H2,9,11,15)/t4-,5+,6+/m0/s1"^^xsd:string ;
    chebi:inchikey "XAUDJQYHKZQPEU-KVQBGUIXSA-N"^^xsd:string ;
    chebi:mass "228.20544"^^xsd:string ;
    chebi:monoisotopicmass "228.08585"^^xsd:string ;
    chebi:smiles "Nc1ncn([C@H]2C[C@H](O)[C@@H](CO)O2)c(=O)n1"^^xsd:string ;
    oboInOwl:hasExactSynonym "4-amino-1-(2-deoxy-beta-D-erythro-pentofuranosyl)-1,3,5-triazin-2(1H)-one"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "4-amino-1-(2-deoxy-beta-D-erythro-pentofuranosyl)-s-triazin-2(1H)-one"^^xsd:string,
        "5-azadeoxycytidine"^^xsd:string,
        "decitabine"^^xsd:string ;
    oboInOwl:id "CHEBI:50131"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50137 a owl:Class ;
    rdfs:label "mu-opioid receptor antagonist"^^xsd:string ;
    definition: "Any compound that exhibits antagonist activity at the mu-opioid receptor"^^xsd:string ;
    rdfs:subClassOf CHEBI:60599,
        CHEBI:60605 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "mu-opioid antagonist"^^xsd:string,
        "mu-opioid antagonists"^^xsd:string,
        "mu-opioid receptor antagonists"^^xsd:string ;
    oboInOwl:id "CHEBI:50137"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50139 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:506161"^^xsd:string,
        "CAS:106-35-4"^^xsd:string,
        "HMDB:HMDB0031482"^^xsd:string,
        "PMID:22284503"^^xsd:string,
        "PMID:23870484"^^xsd:string,
        "Reaxys:506161"^^xsd:string,
        "Wikipedia:3-Heptanone"^^xsd:string ;
    rdfs:label "heptan-3-one"^^xsd:string ;
    definition: "A dialkyl ketone with butyl and ethyl as the two alkyl groups."^^xsd:string ;
    rdfs:subClassOf CHEBI:18044,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:25212 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:59163 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C7H14O"^^xsd:string ;
    chebi:inchi "InChI=1S/C7H14O/c1-3-5-6-7(8)4-2/h3-6H2,1-2H3"^^xsd:string ;
    chebi:inchikey "NGAZZOYFWWSOGK-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "114.18546"^^xsd:string ;
    chebi:monoisotopicmass "114.10447"^^xsd:string ;
    chebi:smiles "CCCCC(=O)CC"^^xsd:string ;
    oboInOwl:hasExactSynonym "heptan-3-one"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3-Heptanone"^^xsd:string,
        "Aethylbutylketon"^^xsd:string,
        "Butyl ethyl ketone"^^xsd:string,
        "Ethyl n-butyl ketone"^^xsd:string,
        "Ethyl-n-butyl ketone"^^xsd:string,
        "Ethylbutylcetone"^^xsd:string,
        "n-Butyl ethyl ketone"^^xsd:string ;
    oboInOwl:id "CHEBI:50139"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50172 a owl:Class ;
    oboInOwl:hasDbXref "CAS:54757-46-9"^^xsd:string,
        "LINCS:LSM-5713"^^xsd:string,
        "Reaxys:15057225"^^xsd:string ;
    rdfs:label "acitretin"^^xsd:string ;
    definition: "A retinoid that consists of 3,7-dimethylnona-2,4,6,8-tetraenoic acid having a 4-methoxy-2,3,6-trimethylphenyl group attached at position 9."^^xsd:string ;
    rdfs:subClassOf CHEBI:26537 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C21H26O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C21H26O3/c1-14(8-7-9-15(2)12-21(22)23)10-11-19-16(3)13-20(24-6)18(5)17(19)4/h7-13H,1-6H3,(H,22,23)"^^xsd:string ;
    chebi:inchikey "IHUNBGSDBOWDMA-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "326.42934"^^xsd:string ;
    chebi:monoisotopicmass "326.18819"^^xsd:string ;
    chebi:smiles "[H]C(=CC(C)=CC(O)=O)C=C(C)C=C([H])c1c(C)cc(OC)c(C)c1C"^^xsd:string ;
    oboInOwl:hasExactSynonym "9-(4-methoxy-2,3,6-trimethylphenyl)-3,7-dimethylnona-2,4,6,8-tetraenoic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:50172"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50176 a owl:Class ;
    rdfs:label "keratolytic drug"^^xsd:string ;
    definition: "A drug that softens, separates, and causes desquamation of the cornified epithelium or horny layer of skin. Keratolytic drugs are used to expose mycelia of infecting fungi or to treat corns, warts, and certain other skin diseases."^^xsd:string ;
    rdfs:subClassOf CHEBI:50177 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "desquamating agent"^^xsd:string,
        "keratolytic agent"^^xsd:string,
        "keratolytic drugs"^^xsd:string,
        "skin-peeling agent"^^xsd:string ;
    oboInOwl:id "CHEBI:50176"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50177 a owl:Class ;
    rdfs:label "dermatologic drug"^^xsd:string ;
    definition: "A drug used to treat or prevent skin disorders or for the routine care of skin."^^xsd:string ;
    rdfs:subClassOf CHEBI:23888 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "dermatologic agent"^^xsd:string,
        "dermatologic drugs"^^xsd:string,
        "dermatological agent"^^xsd:string ;
    oboInOwl:id "CHEBI:50177"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50183 a owl:Class ;
    rdfs:label "P450 inhibitor"^^xsd:string ;
    definition: "An enzyme inhibitor that interferes with the activity of cytochrome P450 involved in catalysis of organic substances."^^xsd:string ;
    rdfs:subClassOf CHEBI:76898 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "CYP2D6 inhibitor"^^xsd:string,
        "CYP2D6 inhibitors"^^xsd:string,
        "cytochrome P450 inhibitor"^^xsd:string,
        "cytochrome P450 inhibitors"^^xsd:string,
        "P450 inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:50183"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50184 a owl:Class ;
    rdfs:label "ion transport inhibitor"^^xsd:string ;
    definition: "A compound which inhibits the movement of an ion across an energy-transducing cell membrane."^^xsd:string ;
    rdfs:subClassOf CHEBI:38632 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "ion transport inhibitors"^^xsd:string,
        "ion-transport inhibitor"^^xsd:string,
        "ion-transport inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:50184"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50185 a owl:Class ;
    rdfs:label "fatty acid synthesis inhibitor"^^xsd:string ;
    definition: "Any pathway inhibitor that inhibits the synthesis of fatty acids."^^xsd:string ;
    rdfs:subClassOf CHEBI:76932 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "fatty acid synthesis inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:50185"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50188 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Provitamin"^^xsd:string ;
    rdfs:label "provitamin"^^xsd:string ;
    definition: "A substance that can be converted into a vitamin by animal tissues."^^xsd:string ;
    rdfs:subClassOf CHEBI:24432 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "provitamins"^^xsd:string ;
    oboInOwl:id "CHEBI:50188"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50199 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:567618"^^xsd:string,
        "CAS:70458-92-3"^^xsd:string,
        "Drug_Central:2071"^^xsd:string,
        "DrugBank:DB00487"^^xsd:string,
        "HMDB:HMDB0014630"^^xsd:string,
        "KEGG:D02306"^^xsd:string,
        "LINCS:LSM-5653"^^xsd:string,
        "Patent:DE2840910"^^xsd:string,
        "Patent:US4292317"^^xsd:string,
        "Patent:US5095112"^^xsd:string,
        "PMID:7622257"^^xsd:string,
        "PMID:8713436"^^xsd:string,
        "PMID:25879817"^^xsd:string,
        "PMID:26292292"^^xsd:string,
        "PMID:26963935"^^xsd:string,
        "Reaxys:567618"^^xsd:string,
        "Wikipedia:Pefloxacin"^^xsd:string ;
    rdfs:label "pefloxacin"^^xsd:string ;
    definition: "A quinolone that is 4-oxo-1,4-dihydroquinoline which is substituted at positions 1, 3, 6 and 7 by ethyl, carboxy, fluorine, and 4-methylpiperazin-1-yl groups, respectively."^^xsd:string ;
    rdfs:subClassOf CHEBI:23765,
        CHEBI:25384,
        CHEBI:46845,
        CHEBI:46848,
        CHEBI:86324,
        CHEBI:87211,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:36047 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:59517 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C17H20FN3O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C17H20FN3O3/c1-3-20-10-12(17(23)24)16(22)11-8-13(18)15(9-14(11)20)21-6-4-19(2)5-7-21/h8-10H,3-7H2,1-2H3,(H,23,24)"^^xsd:string ;
    chebi:inchikey "FHFYDNQZQSQIAI-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "333.35740"^^xsd:string ;
    chebi:monoisotopicmass "333.14887"^^xsd:string ;
    chebi:smiles "CCn1cc(C(O)=O)c(=O)c2cc(F)c(cc12)N1CCN(C)CC1"^^xsd:string ;
    oboInOwl:hasExactSynonym "1-ethyl-6-fluoro-7-(4-methylpiperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Labocton"^^xsd:string,
        "pefloxacin"^^xsd:string,
        "Pefloxacine"^^xsd:string,
        "pefloxacino"^^xsd:string,
        "pefloxacinum"^^xsd:string,
        "perfloxacin"^^xsd:string,
        "PFLX"^^xsd:string ;
    oboInOwl:id "CHEBI:50199"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50217 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:2092580"^^xsd:string,
        "DrugBank:DB01037"^^xsd:string ;
    rdfs:label "selegiline"^^xsd:string ;
    rdfs:subClassOf CHEBI:32876,
        CHEBI:38605,
        CHEBI:73477,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:51099 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C13H17N"^^xsd:string ;
    chebi:inchi "InChI=1S/C13H17N/c1-4-10-14(3)12(2)11-13-8-6-5-7-9-13/h1,5-9,12H,10-11H2,2-3H3"^^xsd:string ;
    chebi:inchikey "MEZLKOACVSPNER-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "187.28082"^^xsd:string ;
    chebi:monoisotopicmass "187.13610"^^xsd:string ;
    chebi:smiles "CC(Cc1ccccc1)N(C)CC#C"^^xsd:string ;
    oboInOwl:hasExactSynonym "N-methyl-N-(1-methyl-2-phenylethyl)prop-2-yn-1-amine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "selegilina"^^xsd:string,
        "selegiline"^^xsd:string,
        "selegilinum"^^xsd:string ;
    oboInOwl:id "CHEBI:50217"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50218 a owl:Class ;
    rdfs:label "EC 3.1.4.* (phosphoric diester hydrolase) inhibitor"^^xsd:string ;
    definition: "An EC 3.1.* (ester hydrolase) inhibitor that interferes with the action of a phosphoric diester hydrolase (EC 3.1.4.*)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76760 ;
    oboInOwl:hasAlternativeId "CHEBI:76774"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "EC 3.1.4.* (phosphoric diester hydrolase) inhibitors"^^xsd:string,
        "phosphodiesterase inhibitor"^^xsd:string,
        "phosphodiesterase inhibitors"^^xsd:string,
        "phosphoric diester hydrolase (EC 3.1.4.*) inhibitor"^^xsd:string,
        "phosphoric diester hydrolase (EC 3.1.4.*) inhibitors"^^xsd:string,
        "phosphoric diester hydrolase inhibitor"^^xsd:string,
        "phosphoric diester hydrolase inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:50218"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50223 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:6658412"^^xsd:string,
        "Beilstein:8441732"^^xsd:string,
        "CAS:24584-09-6"^^xsd:string,
        "Drug_Central:839"^^xsd:string,
        "DrugBank:DB00380"^^xsd:string,
        "KEGG:D03730"^^xsd:string,
        "LINCS:LSM-5248"^^xsd:string,
        "Wikipedia:Dexrazoxane"^^xsd:string ;
    rdfs:label "(+)-dexrazoxane"^^xsd:string ;
    rdfs:subClassOf CHEBI:50225,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35554 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35610 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35705 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38161 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C11H16N4O4"^^xsd:string ;
    chebi:inchi "InChI=1S/C11H16N4O4/c1-7(15-5-10(18)13-11(19)6-15)2-14-3-8(16)12-9(17)4-14/h7H,2-6H2,1H3,(H,12,16,17)(H,13,18,19)/t7-/m0/s1"^^xsd:string ;
    chebi:inchikey "BMKDZUISNHGIBY-ZETCQYMHSA-N"^^xsd:string ;
    chebi:mass "268.26930"^^xsd:string ;
    chebi:monoisotopicmass "268.11716"^^xsd:string ;
    chebi:smiles "C[C@@H](CN1CC(=O)NC(=O)C1)N1CC(=O)NC(=O)C1"^^xsd:string ;
    oboInOwl:hasExactSynonym "4,4'-(2S)-propane-1,2-diyldipiperazine-2,6-dione"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(+)-1,2-Bis(3,5-dioxo-1-piperazinyl)propane"^^xsd:string,
        "(+)-(S)-4,4'-Propylenedi-2,6-piperazinedione"^^xsd:string,
        "dexrazoxane"^^xsd:string,
        "dexrazoxano"^^xsd:string,
        "dexrazoxanum"^^xsd:string,
        "Dextrorazoxane"^^xsd:string ;
    oboInOwl:id "CHEBI:50223"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50225 a owl:Class ;
    oboInOwl:hasDbXref "CAS:21416-87-5"^^xsd:string,
        "Drug_Central:4031"^^xsd:string,
        "Patent:DE1941564"^^xsd:string ;
    rdfs:label "razoxane"^^xsd:string ;
    rdfs:subClassOf CHEBI:46845 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C11H16N4O4"^^xsd:string ;
    chebi:inchi "InChI=1S/C11H16N4O4/c1-7(15-5-10(18)13-11(19)6-15)2-14-3-8(16)12-9(17)4-14/h7H,2-6H2,1H3,(H,12,16,17)(H,13,18,19)"^^xsd:string ;
    chebi:inchikey "BMKDZUISNHGIBY-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "268.26930"^^xsd:string ;
    chebi:monoisotopicmass "268.11716"^^xsd:string ;
    chebi:smiles "CC(CN1CC(=O)NC(=O)C1)N1CC(=O)NC(=O)C1"^^xsd:string ;
    oboInOwl:hasExactSynonym "4,4'-propane-1,2-diyldipiperazine-2,6-dione"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(+,-)-1,2-Bis(3,5-dioxopiperazine-1-yl)propane"^^xsd:string,
        "razoxana"^^xsd:string,
        "razoxane"^^xsd:string,
        "razoxanum"^^xsd:string ;
    oboInOwl:id "CHEBI:50225"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50241 a owl:Class ;
    rdfs:label "cholinesterase reactivator"^^xsd:string ;
    definition: "A drug used to reverse the inactivation of cholinesterase caused by organophosphates or sulfonates."^^xsd:string ;
    rdfs:subClassOf CHEBI:50242 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "cholinesterase reactivators"^^xsd:string ;
    oboInOwl:id "CHEBI:50241"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50242 a owl:Class ;
    oboInOwl:hasDbXref "PMID:8415873"^^xsd:string,
        "PMID:15551381"^^xsd:string,
        "PMID:16763789"^^xsd:string ;
    rdfs:label "enzyme reactivator"^^xsd:string ;
    definition: "Compound which restore enzymatic activity by removing an inhibitory group bound to the reactive site of the enzyme."^^xsd:string ;
    rdfs:subClassOf CHEBI:52206 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "enzyme reactivators"^^xsd:string ;
    oboInOwl:id "CHEBI:50242"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50247 a owl:Class ;
    rdfs:label "antidote"^^xsd:string ;
    definition: "Any protective agent counteracting or neutralizing the action of poisons."^^xsd:string ;
    rdfs:subClassOf CHEBI:50267 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "antidotes"^^xsd:string ;
    oboInOwl:id "CHEBI:50247"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50248 a owl:Class ;
    rdfs:label "hematologic agent"^^xsd:string ;
    definition: "Drug that acts on blood and blood-forming organs and those that affect the hemostatic system."^^xsd:string ;
    rdfs:subClassOf CHEBI:23888 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "hematologic agents"^^xsd:string ;
    oboInOwl:id "CHEBI:50248"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50249 a owl:Class ;
    rdfs:label "anticoagulant"^^xsd:string ;
    definition: "An agent that prevents blood clotting."^^xsd:string ;
    rdfs:subClassOf CHEBI:50248 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "anticoagulante"^^xsd:string,
        "anticoagulants"^^xsd:string ;
    oboInOwl:id "CHEBI:50249"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50264 a owl:Class ;
    rdfs:label "thiazide"^^xsd:string ;
    definition: "Heterocyclic compound with sulfur and nitrogen in the ring."^^xsd:string ;
    rdfs:subClassOf CHEBI:38101,
        CHEBI:38106 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Thiazides"^^xsd:string,
        "tiazidas"^^xsd:string ;
    oboInOwl:id "CHEBI:50264"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50265 a owl:Class ;
    rdfs:label "benzothiadiazine"^^xsd:string ;
    definition: "Heterocyclic compound of a ring with sulfur and two nitrogen atoms fused to a benzene ring. Members inhibit sodium-potassium-chloride symporters and are used as diuretics."^^xsd:string ;
    rdfs:subClassOf CHEBI:50264 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Benzothiadiazines"^^xsd:string,
        "benzothiadiazines"^^xsd:string ;
    oboInOwl:id "CHEBI:50265"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50266 a owl:Class ;
    oboInOwl:hasDbXref "PMID:23993918"^^xsd:string,
        "PMID:23998799"^^xsd:string,
        "PMID:24329110"^^xsd:string,
        "PMID:24628402"^^xsd:string,
        "PMID:24709544"^^xsd:string,
        "PMID:25144792"^^xsd:string,
        "PMID:25157234"^^xsd:string,
        "PMID:25269430"^^xsd:string,
        "PMID:25391982"^^xsd:string,
        "PMID:25591121"^^xsd:string,
        "PMID:25620096"^^xsd:string,
        "PMID:25795057"^^xsd:string,
        "PMID:26028253"^^xsd:string,
        "PMID:26184144"^^xsd:string,
        "PMID:28070577"^^xsd:string,
        "PMID:28215138"^^xsd:string,
        "PMID:28219047"^^xsd:string,
        "PMID:28259775"^^xsd:string,
        "PMID:28319647"^^xsd:string,
        "PMID:28329729"^^xsd:string,
        "PMID:28334528"^^xsd:string,
        "Wikipedia:Prodrug"^^xsd:string ;
    rdfs:label "prodrug"^^xsd:string ;
    definition: "A compound that, on administration, must undergo chemical conversion by metabolic processes before becoming the pharmacologically active drug for which it is a prodrug."^^xsd:string ;
    rdfs:subClassOf CHEBI:23888,
        CHEBI:136859 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Prodrugs"^^xsd:string ;
    oboInOwl:id "CHEBI:50266"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50267 a owl:Class ;
    rdfs:label "protective agent"^^xsd:string ;
    definition: "Synthetic or natural substance which is given to prevent a disease or disorder or are used in the process of treating a disease or injury due to a poisonous agent."^^xsd:string ;
    rdfs:subClassOf CHEBI:23888 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "chemoprotectant"^^xsd:string,
        "chemoprotectants"^^xsd:string,
        "chemoprotective agent"^^xsd:string,
        "chemoprotective agents"^^xsd:string,
        "protective agents"^^xsd:string ;
    oboInOwl:id "CHEBI:50267"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50268 a owl:Class ;
    rdfs:label "GABA modulator"^^xsd:string ;
    definition: "A substance that does not act as agonist or antagonist but does affect the gamma-aminobutyric acid receptor-ionophore complex. GABA-A receptors appear to have at least three allosteric sites at which modulators act: a site at which benzodiazepines act by increasing the opening frequency of gamma-aminobutyric acid-activated chloride channels; a site at which barbiturates act to prolong the duration of channel opening; and a site at which some steroids may act."^^xsd:string ;
    rdfs:subClassOf CHEBI:38632,
        CHEBI:51374 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "GABA modulators"^^xsd:string ;
    oboInOwl:id "CHEBI:50268"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50269 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Alcohol_dehydrogenase"^^xsd:string ;
    rdfs:label "EC 1.1.1.1 (alcohol dehydrogenase) inhibitor"^^xsd:string ;
    definition: "An EC 1.1.1.* (oxidoreductase acting on donor CH-OH group, NAD(+) or NADP(+) acceptor) inhibitor that interferes with the action of alcohol dehydrogenase (EC 1.1.1.1)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76835 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "ADH inhibitor"^^xsd:string,
        "ADH inhibitors"^^xsd:string,
        "alcohol dehydrogenase (EC 1.1.1.1) inhibitor"^^xsd:string,
        "alcohol dehydrogenase (EC 1.1.1.1) inhibitors"^^xsd:string,
        "alcohol dehydrogenase (NAD) inhibitor"^^xsd:string,
        "alcohol dehydrogenase (NAD) inhibitors"^^xsd:string,
        "alcohol dehydrogenase inhibitor"^^xsd:string,
        "alcohol dehydrogenase inhibitors"^^xsd:string,
        "alcohol:NAD+ oxidoreductase inhibitor"^^xsd:string,
        "alcohol:NAD+ oxidoreductase inhibitors"^^xsd:string,
        "aldehyde reductase inhibitor"^^xsd:string,
        "aldehyde reductase inhibitors"^^xsd:string,
        "aliphatic alcohol dehydrogenase inhibitor"^^xsd:string,
        "aliphatic alcohol dehydrogenase inhibitors"^^xsd:string,
        "EC 1.1.1.1 (alcohol dehydrogenase) inhibitors"^^xsd:string,
        "EC 1.1.1.1 inhibitor"^^xsd:string,
        "EC 1.1.1.1 inhibitors"^^xsd:string,
        "ethanol dehydrogenase inhibitor"^^xsd:string,
        "ethanol dehydrogenase inhibitors"^^xsd:string,
        "NAD-dependent alcohol dehydrogenase inhibitor"^^xsd:string,
        "NAD-dependent alcohol dehydrogenase inhibitors"^^xsd:string,
        "NAD-specific aromatic alcohol dehydrogenase inhibitor"^^xsd:string,
        "NAD-specific aromatic alcohol dehydrogenase inhibitors"^^xsd:string,
        "NADH-alcohol dehydrogenase inhibitor"^^xsd:string,
        "NADH-alcohol dehydrogenase inhibitors"^^xsd:string,
        "NADH-aldehyde dehydrogenase inhibitor"^^xsd:string,
        "NADH-aldehyde dehydrogenase inhibitors"^^xsd:string,
        "primary alcohol dehydrogenase inhibitor"^^xsd:string,
        "primary alcohol dehydrogenase inhibitors"^^xsd:string,
        "yeast alcohol dehydrogenase inhibitor"^^xsd:string,
        "yeast alcohol dehydrogenase inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:50269"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50275 a owl:Class ;
    oboInOwl:hasDbXref "CAS:119141-88-7"^^xsd:string,
        "Drug_Central:1055"^^xsd:string,
        "DrugBank:DB00736"^^xsd:string,
        "HMDB:HMDB0005009"^^xsd:string,
        "HMDB:HMDB0014874"^^xsd:string,
        "KEGG:D07917"^^xsd:string,
        "PMID:10983736"^^xsd:string,
        "PMID:15080761"^^xsd:string,
        "PMID:18407713"^^xsd:string,
        "PMID:18472988"^^xsd:string,
        "PMID:23677700"^^xsd:string,
        "Reaxys:12060639"^^xsd:string,
        "Wikipedia:Esomeprazole"^^xsd:string ;
    rdfs:label "esomeprazole"^^xsd:string ;
    definition: "A 5-methoxy-2-{[(4-methoxy-3,5-dimethylpyridin-2-yl)methyl]sulfinyl}-1H-benzimidazole that has S configuration at the sulfur atom. An inhibitor of gastric acid secretion, it is used (generally as its sodium or magnesium salt) for the treatment of gastro-oesophageal reflux disease, dyspepsia, peptic ulcer disease, and Zollinger-Ellison syndrome."^^xsd:string ;
    rdfs:subClassOf CHEBI:77260,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:77264 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:77262 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37956 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38623 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:49200 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:49201 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C17H19N3O3S"^^xsd:string ;
    chebi:inchi "InChI=1S/C17H19N3O3S/c1-10-8-18-15(11(2)16(10)23-4)9-24(21)17-19-13-6-5-12(22-3)7-14(13)20-17/h5-8H,9H2,1-4H3,(H,19,20)/t24-/m0/s1"^^xsd:string ;
    chebi:inchikey "SUBDBMMJDZJVOS-DEOSSOPVSA-N"^^xsd:string ;
    chebi:mass "345.41600"^^xsd:string ;
    chebi:monoisotopicmass "345.11471"^^xsd:string ;
    chebi:smiles "COc1ccc2[nH]c(nc2c1)[S@@](=O)Cc1ncc(C)c(OC)c1C"^^xsd:string ;
    oboInOwl:hasExactSynonym "5-methoxy-2-{(S)-[(4-methoxy-3,5-dimethylpyridin-2-yl)methyl]sulfinyl}-1H-benzimidazole"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(-)-omeprazole"^^xsd:string,
        "(S)-(-)-omeprazole"^^xsd:string,
        "(S)-omeprazole"^^xsd:string,
        "Alenia"^^xsd:string,
        "Escz"^^xsd:string,
        "Esofag"^^xsd:string,
        "esomeprazol"^^xsd:string,
        "esomeprazole"^^xsd:string,
        "esomeprazolum"^^xsd:string,
        "Inexium paranova"^^xsd:string ;
    oboInOwl:id "CHEBI:50275"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50276 a owl:Class ;
    rdfs:label "EC 5.99.1.2 (DNA topoisomerase) inhibitor"^^xsd:string ;
    definition: "A topoisomerase inhibitor that inhibits the bacterial enzymes of the DNA topoisomerases, Type I class (EC 5.99.1.2) that catalyze ATP-independent breakage of one of the two strands of DNA, passage of the unbroken strand through the break, and rejoining of the broken strand. These bacterial enzymes reduce the topological stress in the DNA structure by relaxing negatively, but not positively, supercoiled DNA."^^xsd:string ;
    rdfs:subClassOf CHEBI:70727 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "DNA topoisomerase inhibitor"^^xsd:string,
        "DNA topoisomerase inhibitors"^^xsd:string,
        "EC 5.99.1.2 (DNA topoisomerase) inhibitors"^^xsd:string,
        "EC 5.99.1.2 (topoisomerase I) inhibitor"^^xsd:string,
        "EC 5.99.1.2 (topoisomerase I) inhibitors"^^xsd:string,
        "EC 5.99.1.2 inhibitor"^^xsd:string,
        "EC 5.99.1.2 inhibitors"^^xsd:string,
        "topoisomerase I (EC 5.99.1.2) inhibitor"^^xsd:string,
        "topoisomerase I (EC 5.99.1.2) inhibitors"^^xsd:string,
        "topoisomerase I inhibitor"^^xsd:string,
        "topoisomerase I inhibitors"^^xsd:string,
        "type I DNA topoisomerase inhibitor"^^xsd:string,
        "type I DNA topoisomerase inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:50276"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50297 a owl:Class ;
    rdfs:label "canonical nucleotide residue"^^xsd:string ;
    rdfs:subClassOf CHEBI:50319 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "canonical nucleotide residues"^^xsd:string ;
    oboInOwl:id "CHEBI:50297"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50298 a owl:Class ;
    rdfs:label "canonical deoxyribonucleotide residue"^^xsd:string ;
    rdfs:subClassOf CHEBI:50297 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "canonical deoxyribonucleotide residues"^^xsd:string ;
    oboInOwl:id "CHEBI:50298"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50299 a owl:Class ;
    rdfs:label "canonical ribonucleotide residue"^^xsd:string ;
    rdfs:subClassOf CHEBI:50297 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "canonical ribonucleotide residues"^^xsd:string ;
    oboInOwl:id "CHEBI:50299"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50305 a owl:Class ;
    oboInOwl:hasDbXref "CAS:518-28-5"^^xsd:string,
        "Drug_Central:3481"^^xsd:string,
        "DrugBank:DB01179"^^xsd:string,
        "HMDB:HMDB0031452"^^xsd:string,
        "KEGG:C10874"^^xsd:string,
        "KEGG:D05529"^^xsd:string,
        "KNApSAcK:C00000610"^^xsd:string,
        "LINCS:LSM-3055"^^xsd:string,
        "PDBeChem:POD"^^xsd:string,
        "PMID:8112825"^^xsd:string,
        "PMID:15803102"^^xsd:string,
        "PMID:22621772"^^xsd:string,
        "PMID:23161544"^^xsd:string,
        "PMID:23798883"^^xsd:string,
        "Reaxys:99163"^^xsd:string,
        "Wikipedia:Podophyllotoxin"^^xsd:string ;
    rdfs:label "podophyllotoxin"^^xsd:string ;
    definition: "An organic heterotetracyclic compound that has a furonaphthodioxole skeleton bearing a 3,4,5-trimethoxyphenyl substituent. It is found in the roots and rhizomes of Podophyllum species and is used for the topical treatment of genital warts."^^xsd:string ;
    rdfs:subClassOf CHEBI:25036,
        CHEBI:50307,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35610 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50176 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:61951 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C22H22O8"^^xsd:string ;
    chebi:inchi "InChI=1S/C22H22O8/c1-25-16-4-10(5-17(26-2)21(16)27-3)18-11-6-14-15(30-9-29-14)7-12(11)20(23)13-8-28-22(24)19(13)18/h4-7,13,18-20,23H,8-9H2,1-3H3/t13-,18+,19-,20-/m0/s1"^^xsd:string ;
    chebi:inchikey "YJGVMLPVUAXIQN-XVVDYKMHSA-N"^^xsd:string ;
    chebi:mass "414.40530"^^xsd:string ;
    chebi:monoisotopicmass "414.13147"^^xsd:string ;
    chebi:smiles "[H][C@]12COC(=O)[C@]1([H])[C@H](c1cc(OC)c(OC)c(OC)c1)c1cc3OCOc3cc1[C@@H]2O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:8280"^^xsd:string,
        "CHEBI:45070"^^xsd:string ;
    oboInOwl:hasExactSynonym "(5R,5aR,8aR,9R)-9-hydroxy-5-(3,4,5-trimethoxyphenyl)-5,8,8a,9-tetrahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6(5aH)-one"^^xsd:string,
        "Podophyllotoxin"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "9-HYDROXY-5-(3,4,5-TRIMETHOXYPHENYL)-5,8,8A,9-TETRAHYDROFURO[3',4':6,7]NAPHTHO[2,3-D][1,3]DIOXOL-6(5AH)-ONE"^^xsd:string,
        "(-)-podophyllotoxin"^^xsd:string,
        "Condylox"^^xsd:string,
        "Podofilox"^^xsd:string,
        "Podophyllinic acid lactone"^^xsd:string,
        "Podophyllotoxin 7"^^xsd:string,
        "PPT"^^xsd:string ;
    oboInOwl:id "CHEBI:50305"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50307 a owl:Class ;
    rdfs:label "furonaphthodioxole"^^xsd:string ;
    rdfs:subClassOf CHEBI:38104,
        CHEBI:38163 ;
    oboInOwl:hasExactSynonym "furonaphthodioxole"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "furonaphthodioxoles"^^xsd:string ;
    oboInOwl:id "CHEBI:50307"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50312 a owl:Class ;
    rdfs:label "onium compound"^^xsd:string ;
    rdfs:subClassOf CHEBI:37577 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:50312"^^xsd:string ;
    oboInOwl:inSubset chebi2:1_STAR .

CHEBI:50313 a owl:Class ;
    rdfs:label "onium cation"^^xsd:string ;
    definition: "Mononuclear cations derived by addition of a hydron to a mononuclear parent hydride of the pnictogen, chalcogen and halogen families."^^xsd:string ;
    rdfs:subClassOf CHEBI:50312 ;
    oboInOwl:hasExactSynonym "onium cations"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "onium cations"^^xsd:string,
        "onium ion"^^xsd:string,
        "onium ions"^^xsd:string ;
    oboInOwl:id "CHEBI:50313"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50315 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:331"^^xsd:string ;
    rdfs:label "chloronium"^^xsd:string ;
    rdfs:subClassOf CHEBI:50313,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:17883 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "ClH2"^^xsd:string ;
    chebi:inchi "InChI=1S/ClH2/h1H2/q+1"^^xsd:string ;
    chebi:inchikey "IGJWHVUMEJASKV-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "37.46858"^^xsd:string ;
    chebi:monoisotopicmass "36.98395"^^xsd:string ;
    chebi:smiles "[H][Cl+][H]"^^xsd:string ;
    oboInOwl:hasExactSynonym "chloranium"^^xsd:string,
        "chloronium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "[ClH2](+)"^^xsd:string,
        "H2Cl(+)"^^xsd:string ;
    oboInOwl:id "CHEBI:50315"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50316 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:719134"^^xsd:string ;
    rdfs:label "bromonium"^^xsd:string ;
    rdfs:subClassOf CHEBI:50313,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:47266 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "BrH2"^^xsd:string ;
    chebi:inchi "InChI=1S/BrH2/h1H2/q+1"^^xsd:string ;
    chebi:inchikey "IWNNBBVLEFUBNE-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "81.91988"^^xsd:string ;
    chebi:monoisotopicmass "80.93344"^^xsd:string ;
    chebi:smiles "[H][Br+][H]"^^xsd:string ;
    oboInOwl:hasExactSynonym "bromanium"^^xsd:string,
        "bromonium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "[BrH2](+)"^^xsd:string,
        "H2Br(+)"^^xsd:string ;
    oboInOwl:id "CHEBI:50316"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50319 a owl:Class ;
    rdfs:label "nucleotide residue"^^xsd:string ;
    rdfs:subClassOf CHEBI:33247 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "nucleotide residues"^^xsd:string ;
    oboInOwl:id "CHEBI:50319"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50320 a owl:Class ;
    rdfs:label "nucleoside residue"^^xsd:string ;
    rdfs:subClassOf CHEBI:33247 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "nucleoside residues"^^xsd:string ;
    oboInOwl:id "CHEBI:50320"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50325 a owl:Class ;
    rdfs:label "proteinogenic amino-acid side-chain group"^^xsd:string ;
    definition: "A univalent organyl group obtained by cleaving the bond from C-2 to the side chain of a proteinogenic amino-acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:33249 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "canonical amino-acid side-chain"^^xsd:string,
        "canonical amino-acid side-chains"^^xsd:string,
        "proteinogenic amino-acid side-chain"^^xsd:string,
        "proteinogenic amino-acid side-chain groups"^^xsd:string,
        "proteinogenic amino-acid side-chains"^^xsd:string ;
    oboInOwl:id "CHEBI:50325"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50326 a owl:Class ;
    rdfs:label "sulfanylmethyl group"^^xsd:string ;
    rdfs:subClassOf CHEBI:50325 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "CH3S"^^xsd:string ;
    chebi:mass "47.10052"^^xsd:string ;
    chebi:monoisotopicmass "46.99555"^^xsd:string ;
    chebi:smiles "SC*"^^xsd:string ;
    oboInOwl:hasExactSynonym "sulfanylmethyl"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "-CH2-SH"^^xsd:string,
        "cysteine side-chain"^^xsd:string,
        "HS-CH2-"^^xsd:string ;
    oboInOwl:id "CHEBI:50326"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50329 a owl:Class ;
    rdfs:label "2-carboxyethyl group"^^xsd:string ;
    rdfs:subClassOf CHEBI:50325 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C3H5O2"^^xsd:string ;
    chebi:mass "73.07060"^^xsd:string ;
    chebi:monoisotopicmass "73.02895"^^xsd:string ;
    chebi:smiles "C(CC(=O)O)*"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-carboxyethyl"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "glutamic acid side-chain"^^xsd:string ;
    oboInOwl:id "CHEBI:50329"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50330 a owl:Class ;
    rdfs:label "2-amino-2-oxoethyl group"^^xsd:string ;
    rdfs:subClassOf CHEBI:50325 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C2H4NO"^^xsd:string ;
    chebi:mass "58.05930"^^xsd:string ;
    chebi:monoisotopicmass "58.02929"^^xsd:string ;
    chebi:smiles "C(=O)(C*)N"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-amino-2-oxoethyl"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "asparagine side-chain"^^xsd:string ;
    oboInOwl:id "CHEBI:50330"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50331 a owl:Class ;
    rdfs:label "3-amino-3-oxopropyl group"^^xsd:string ;
    rdfs:subClassOf CHEBI:50325 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C3H6NO"^^xsd:string ;
    chebi:mass "72.08588"^^xsd:string ;
    chebi:monoisotopicmass "72.04494"^^xsd:string ;
    chebi:smiles "C(CC(=O)N)*"^^xsd:string ;
    oboInOwl:hasExactSynonym "3-amino-3-oxopropyl"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "glutamine side-chain"^^xsd:string ;
    oboInOwl:id "CHEBI:50331"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50334 a owl:Class ;
    rdfs:label "pyridinium ion"^^xsd:string ;
    rdfs:subClassOf CHEBI:25697 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "pyridinium ions"^^xsd:string ;
    oboInOwl:id "CHEBI:50334"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50335 a owl:Class ;
    rdfs:label "organic nitrogen anion"^^xsd:string ;
    rdfs:subClassOf CHEBI:25696,
        CHEBI:35352 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "organic nitrogen anions"^^xsd:string ;
    oboInOwl:id "CHEBI:50335"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50336 a owl:Class ;
    rdfs:label "4-hydroxybenzyl group"^^xsd:string ;
    rdfs:subClassOf CHEBI:50325 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C7H7O"^^xsd:string ;
    chebi:mass "107.12988"^^xsd:string ;
    chebi:monoisotopicmass "107.04969"^^xsd:string ;
    chebi:smiles "C1=C(C*)C=CC(=C1)O"^^xsd:string ;
    oboInOwl:hasExactSynonym "4-hydroxybenzyl"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "tyrosine side-chain"^^xsd:string ;
    oboInOwl:id "CHEBI:50336"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50337 a owl:Class ;
    rdfs:label "1H-indol-3-ylmethyl group"^^xsd:string ;
    rdfs:subClassOf CHEBI:50325 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C9H8N"^^xsd:string ;
    chebi:mass "130.16656"^^xsd:string ;
    chebi:monoisotopicmass "130.06567"^^xsd:string ;
    chebi:smiles "N1C=C(C=2C=CC=CC12)C*"^^xsd:string ;
    oboInOwl:hasExactSynonym "1H-indol-3-ylmethyl"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "tryptophan side-chain"^^xsd:string ;
    oboInOwl:id "CHEBI:50337"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50338 a owl:Class ;
    rdfs:label "1H-imidazol-4-ylmethyl group"^^xsd:string ;
    rdfs:subClassOf CHEBI:50325 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C4H5N2"^^xsd:string ;
    chebi:mass "81.09598"^^xsd:string ;
    chebi:monoisotopicmass "81.04527"^^xsd:string ;
    chebi:smiles "*CC=1N=CNC1"^^xsd:string ;
    oboInOwl:hasExactSynonym "1H-imidazol-4-ylmethyl"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "histidine side-chain"^^xsd:string ;
    oboInOwl:id "CHEBI:50338"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50339 a owl:Class ;
    rdfs:label "4-aminobutyl group"^^xsd:string ;
    rdfs:subClassOf CHEBI:50325,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_substituent_group_from ;
            owl:someValuesFrom CHEBI:43799 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C4H10N"^^xsd:string ;
    chebi:mass "72.12894"^^xsd:string ;
    chebi:monoisotopicmass "72.08132"^^xsd:string ;
    chebi:smiles "NCCCC*"^^xsd:string ;
    oboInOwl:hasExactSynonym "4-aminobutyl"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "lysine side-chain"^^xsd:string ;
    oboInOwl:id "CHEBI:50339"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50340 a owl:Class ;
    rdfs:label "3-carbamimidamidopropyl group"^^xsd:string ;
    rdfs:subClassOf CHEBI:50325 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C4H10N3"^^xsd:string ;
    chebi:mass "100.14242"^^xsd:string ;
    chebi:monoisotopicmass "100.08747"^^xsd:string ;
    chebi:smiles "NC(=N)NCCC*"^^xsd:string ;
    oboInOwl:hasExactSynonym "3-carbamimidamidopropyl"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3-(carbamimidoylamino)propyl"^^xsd:string,
        "3-guanidinopropyl"^^xsd:string,
        "arginine side-chain"^^xsd:string ;
    oboInOwl:id "CHEBI:50340"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50341 a owl:Class ;
    rdfs:label "1-hydroxyethyl group"^^xsd:string ;
    rdfs:subClassOf CHEBI:50325 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C2H5O"^^xsd:string ;
    chebi:mass "45.06050"^^xsd:string ;
    chebi:monoisotopicmass "45.03404"^^xsd:string ;
    chebi:smiles "OC(C)*"^^xsd:string ;
    oboInOwl:hasExactSynonym "1-hydroxyethyl"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "threonine side-chain"^^xsd:string ;
    oboInOwl:id "CHEBI:50341"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50358 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:5363425"^^xsd:string ;
    rdfs:label "pantoprazole(1-)"^^xsd:string ;
    rdfs:subClassOf CHEBI:22715,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:7915 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C16H14F2N3O4S"^^xsd:string ;
    chebi:inchi "InChI=1S/C16H14F2N3O4S/c1-23-13-5-6-19-12(14(13)24-2)8-26(22)16-20-10-4-3-9(25-15(17)18)7-11(10)21-16/h3-7,15H,8H2,1-2H3/q-1"^^xsd:string ;
    chebi:inchikey "HEYBXKVTQOEUTP-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "382.36299"^^xsd:string ;
    chebi:monoisotopicmass "382.06786"^^xsd:string ;
    chebi:smiles "COc1ccnc(CS(=O)c2nc3cc(OC(F)F)ccc3[n-]2)c1OC"^^xsd:string ;
    oboInOwl:hasExactSynonym "5-(difluoromethoxy)-2-{[(3,4-dimethoxypyridin-2-yl)methyl]sulfinyl}benzimidazol-1-ide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:50358"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50370 a owl:Class ;
    rdfs:label "parasympatholytic"^^xsd:string ;
    definition: "Any cholinergic antagonist that inhibits the actions of the parasympathetic nervous system. The major group of drugs used therapeutically for this purpose is the muscarinic antagonists."^^xsd:string ;
    rdfs:subClassOf CHEBI:48873 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "parasympatholytics"^^xsd:string ;
    oboInOwl:id "CHEBI:50370"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50373 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:3923192"^^xsd:string,
        "CAS:80-49-9"^^xsd:string,
        "DrugBank:DB00725"^^xsd:string,
        "KEGG:D02070"^^xsd:string ;
    rdfs:label "homatropine methylbromide"^^xsd:string ;
    rdfs:subClassOf CHEBI:38295,
        CHEBI:48369,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48876 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:49201 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:53784 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C17H24NO3.Br"^^xsd:string ;
    chebi:inchi "InChI=1S/C17H24NO3.BrH/c1-18(2)13-8-9-14(18)11-15(10-13)21-17(20)16(19)12-6-4-3-5-7-12;/h3-7,13-16,19H,8-11H2,1-2H3;1H/q+1;/p-1"^^xsd:string ;
    chebi:inchikey "FUFVKLQESJNNAN-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "370.28140"^^xsd:string ;
    chebi:monoisotopicmass "369.09396"^^xsd:string ;
    chebi:smiles "[Br-].C[N+]1(C)C2CCC1CC(C2)OC(=O)C(O)c1ccccc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "3-[2-hydroxy(phenyl)acetoxy]-8,8-dimethyl-8-azoniabicyclo[3.2.1]octane bromide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3-alpha-Hydroxy-8-methyl-1-alpha-H,5-alpha-H-tropanium bromide mandelate"^^xsd:string,
        "8-Methylhomatropinium bromide"^^xsd:string,
        "homatropine methylbromide"^^xsd:string,
        "homatropini methylbromidum"^^xsd:string,
        "methylbromure d'homatropine"^^xsd:string,
        "Methylhomatropine bromide"^^xsd:string,
        "Methylhomatropinum bromatum"^^xsd:string,
        "metilbromuro de homatropina"^^xsd:string,
        "Omatropina metilbromuro"^^xsd:string,
        "Tropinium methobromide mandelate"^^xsd:string ;
    oboInOwl:id "CHEBI:50373"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50378 a owl:Class ;
    oboInOwl:hasDbXref "CAS:104206-65-7"^^xsd:string,
        "Drug_Central:1944"^^xsd:string,
        "DrugBank:DB00348"^^xsd:string,
        "HMDB:HMDB0014492"^^xsd:string,
        "KEGG:D05177"^^xsd:string,
        "Patent:EP186118"^^xsd:string,
        "Patent:US4774360"^^xsd:string,
        "Patent:US5006158"^^xsd:string,
        "Patent:US5550165"^^xsd:string,
        "Patent:US5668089"^^xsd:string,
        "PMID:14668946"^^xsd:string,
        "PMID:15297036"^^xsd:string,
        "PMID:17152330"^^xsd:string,
        "PMID:17458044"^^xsd:string,
        "PMID:20883679"^^xsd:string,
        "PMID:21377430"^^xsd:string,
        "PMID:21620748"^^xsd:string,
        "PMID:21752152"^^xsd:string,
        "PMID:21813063"^^xsd:string,
        "PMID:21968107"^^xsd:string,
        "PMID:21968110"^^xsd:string,
        "PMID:22456946"^^xsd:string,
        "PMID:22885033"^^xsd:string,
        "PMID:23146787"^^xsd:string,
        "PMID:23203167"^^xsd:string,
        "PMID:23250512"^^xsd:string,
        "PMID:23311542"^^xsd:string,
        "PMID:23430914"^^xsd:string,
        "PMID:23430917"^^xsd:string,
        "PMID:23486607"^^xsd:string,
        "PMID:23511227"^^xsd:string,
        "Reaxys:8639943"^^xsd:string,
        "Wikipedia:Nitisinone"^^xsd:string ;
    rdfs:label "nitisinone"^^xsd:string ;
    definition: "A cyclohexanone that is cyclohexane-1,3-dione substituted at position 2 by a 2-nitro-4-(trifluoromethyl)benzoyl group. It is used in the treatment of hereditary tyrosinemia type 1."^^xsd:string ;
    rdfs:subClassOf CHEBI:23482,
        CHEBI:38321,
        CHEBI:83565 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C14H10F3NO5"^^xsd:string ;
    chebi:inchi "InChI=1S/C14H10F3NO5/c15-14(16,17)7-4-5-8(9(6-7)18(22)23)13(21)12-10(19)2-1-3-11(12)20/h4-6,12H,1-3H2"^^xsd:string ;
    chebi:inchikey "OUBCNLGXQFSTLU-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "329.22810"^^xsd:string ;
    chebi:monoisotopicmass "329.05111"^^xsd:string ;
    chebi:smiles "[O-][N+](=O)c1cc(ccc1C(=O)C1C(=O)CCCC1=O)C(F)(F)F"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-[2-nitro-4-(trifluoromethyl)benzoyl]cyclohexane-1,3-dione"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-(alpha,alpha,alpha-Trifluoro-2-nitro-p-tuluoyl)-1,3-cyclohexanedione"^^xsd:string,
        "nitisinona"^^xsd:string,
        "nitisinone"^^xsd:string,
        "nitisinonum"^^xsd:string,
        "Orfadin"^^xsd:string ;
    oboInOwl:id "CHEBI:50378"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50381 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:5862029"^^xsd:string,
        "CAS:72599-27-0"^^xsd:string,
        "Drug_Central:1807"^^xsd:string,
        "DrugBank:DB00419"^^xsd:string,
        "KEGG:D05032"^^xsd:string ;
    rdfs:label "miglustat"^^xsd:string ;
    definition: "A hydroxypiperidine that is deoxynojirimycin in which the amino hydrogen is replaced by a butyl group."^^xsd:string ;
    rdfs:subClassOf CHEBI:26151,
        CHEBI:50996,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:44369 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50382 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:64946 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C10H21NO4"^^xsd:string ;
    chebi:inchi "InChI=1S/C10H21NO4/c1-2-3-4-11-5-8(13)10(15)9(14)7(11)6-12/h7-10,12-15H,2-6H2,1H3/t7-,8+,9-,10-/m1/s1"^^xsd:string ;
    chebi:inchikey "UQRORFVVSGFNRO-UTINFBMNSA-N"^^xsd:string ;
    chebi:mass "219.27808"^^xsd:string ;
    chebi:monoisotopicmass "219.14706"^^xsd:string ;
    chebi:smiles "CCCCN1C[C@H](O)[C@@H](O)[C@H](O)[C@H]1CO"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2R,3R,4R,5S)-1-butyl-2-(hydroxymethyl)piperidine-3,4,5-triol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "BuDNJ"^^xsd:string,
        "Butyldeoxynojirimycin"^^xsd:string,
        "miglustat"^^xsd:string,
        "miglustatum"^^xsd:string,
        "N-(n-Butyl)deoxynojirimycin"^^xsd:string,
        "n-Butyl deoxynojirimycin"^^xsd:string,
        "N-butyl-1-deoxynojirimycin"^^xsd:string,
        "N-Butylmoranoline"^^xsd:string,
        "NB-DNJ"^^xsd:string,
        "SC-48334"^^xsd:string,
        "Zavesca"^^xsd:string ;
    oboInOwl:id "CHEBI:50381"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50382 a owl:Class ;
    oboInOwl:hasDbXref "PMID:19285492"^^xsd:string,
        "PMID:21974949"^^xsd:string,
        "PMID:22918683"^^xsd:string,
        "Wikipedia:Ceramide_glucosyltransferase"^^xsd:string ;
    rdfs:label "EC 2.4.1.80 (ceramide glucosyltransferase) inhibitor"^^xsd:string ;
    definition: "An  EC 2.4.1.* (hexosyltransferase) inhibitor that interferes with the activity of ceramide glucosyltransferase (EC 2.4.1.80)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76789 ;
    oboInOwl:hasAlternativeId "CHEBI:75128"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "ceramide glucosyltransferase (EC 2.4.1.80) inhibitor"^^xsd:string,
        "ceramide glucosyltransferase (EC 2.4.1.80) inhibitors"^^xsd:string,
        "ceramide glucosyltransferase inhibitor"^^xsd:string,
        "ceramide glucosyltransferase inhibitors"^^xsd:string,
        "ceramide:UDP-glucose glucosyltransferase inhibitor"^^xsd:string,
        "ceramide:UDP-glucose glucosyltransferase inhibitors"^^xsd:string,
        "ceramide:UDPGlc glucosyltransferase inhibitor"^^xsd:string,
        "ceramide:UDPGlc glucosyltransferase inhibitors"^^xsd:string,
        "EC 2.4.1.80 (ceramide glucosyltransferase) inhibitors"^^xsd:string,
        "EC 2.4.1.80 inhibitor"^^xsd:string,
        "EC 2.4.1.80 inhibitors"^^xsd:string,
        "glucosylceramide synthase inhibitor"^^xsd:string,
        "glucosylceramide synthase inhibitors"^^xsd:string,
        "UDP-glucose:ceramide glucosyltransferase inhibitor"^^xsd:string,
        "UDP-glucose:ceramide glucosyltransferase inhibitors"^^xsd:string,
        "UDP-glucose:N-acylsphingosine D-glucosyltransferase inhibitor"^^xsd:string,
        "UDP-glucose:N-acylsphingosine D-glucosyltransferase inhibitors"^^xsd:string,
        "uridine diphosphoglucose-ceramide glucosyltransferase inhibitor"^^xsd:string,
        "uridine diphosphoglucose-ceramide glucosyltransferase inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:50382"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50390 a owl:Class ;
    rdfs:label "EC 1.6.5.2 [NAD(P)H dehydrogenase (quinone)] inhibitor"^^xsd:string ;
    definition: "An EC 1.6.5.* (oxidoreductase acting on NADH or NADPH with a quinone or similar as acceptor) inhibitor that interferes with the action of NAD(P)H dehydrogenase (quinone), EC 1.6.5.2."^^xsd:string ;
    rdfs:subClassOf CHEBI:76866 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "dehydrogenase, reduced nicotinamide adenine dinucleotide (phosphate, quinone) inhibitor"^^xsd:string,
        "dehydrogenase, reduced nicotinamide adenine dinucleotide (phosphate, quinone) inhibitors"^^xsd:string,
        "diaphorase inhibitor"^^xsd:string,
        "diaphorase inhibitors"^^xsd:string,
        "DT diaphorase inhibitor"^^xsd:string,
        "EC 1.6.5.2 (NAD(P)H dehydrogenase (quinone)) inhibitor"^^xsd:string,
        "EC 1.6.5.2 (NAD(P)H dehydrogenase (quinone)) inhibitors"^^xsd:string,
        "EC 1.6.5.2 [NAD(P)H dehydrogenase (quinone)] inhibitors"^^xsd:string,
        "EC 1.6.5.2 inhibitor"^^xsd:string,
        "EC 1.6.5.2 inhibitors"^^xsd:string,
        "flavoprotein NAD(P)H-quinone reductase inhibitor"^^xsd:string,
        "flavoprotein NAD(P)H-quinone reductase inhibitors"^^xsd:string,
        "menadione oxidoreductase inhibitor"^^xsd:string,
        "menadione oxidoreductase inhibitors"^^xsd:string,
        "menadione reductase inhibitor"^^xsd:string,
        "menadione reductase inhibitors"^^xsd:string,
        "NAD(P)H2 dehydrogenase (quinone) inhibitor"^^xsd:string,
        "NAD(P)H2 dehydrogenase (quinone) inhibitors"^^xsd:string,
        "NAD(P)H dehydrogenase (quinone) (EC 1.6.5.2) inhibitor"^^xsd:string,
        "NAD(P)H dehydrogenase (quinone) (EC 1.6.5.2) inhibitors"^^xsd:string,
        "NAD(P)H dehydrogenase (quinone) inhibitor"^^xsd:string,
        "NAD(P)H dehydrogenase (quinone) inhibitors"^^xsd:string,
        "NAD(P)H dehydrogenase inhibitor"^^xsd:string,
        "NAD(P)H dehydrogenase inhibitors"^^xsd:string,
        "NAD(P)H menadione reductase inhibitor"^^xsd:string,
        "NAD(P)H menadione reductase inhibitors"^^xsd:string,
        "NAD(P)H-quinone dehydrogenase inhibitor"^^xsd:string,
        "NAD(P)H-quinone dehydrogenase inhibitors"^^xsd:string,
        "NAD(P)H-quinone oxidoreductase inhibitor"^^xsd:string,
        "NAD(P)H-quinone oxidoreductase inhibitors"^^xsd:string,
        "NAD(P)H: menadione oxidoreductase inhibitor"^^xsd:string,
        "NAD(P)H: menadione oxidoreductase inhibitors"^^xsd:string,
        "NAD(P)H:(quinone-acceptor)oxidoreductase inhibitor"^^xsd:string,
        "NAD(P)H:(quinone-acceptor)oxidoreductase inhibitors"^^xsd:string,
        "NAD(P)H:quinone oxidoreductase inhibitor"^^xsd:string,
        "NAD(P)H:quinone oxidoreductase inhibitors"^^xsd:string,
        "NADH-menadione reductase inhibitor"^^xsd:string,
        "NADH-menadione reductase inhibitors"^^xsd:string,
        "naphthoquinone reductase inhibitor"^^xsd:string,
        "naphthoquinone reductase inhibitors"^^xsd:string,
        "NQO1 inhibitor"^^xsd:string,
        "NQO1 inhibitors"^^xsd:string,
        "p-benzoquinone reductase inhibitor"^^xsd:string,
        "p-benzoquinone reductase inhibitors"^^xsd:string,
        "phylloquinone reductase inhibitor"^^xsd:string,
        "phylloquinone reductase inhibitors"^^xsd:string,
        "QR1 inhibitor"^^xsd:string,
        "QR1 inhibitors"^^xsd:string,
        "quinone reductase inhibitor"^^xsd:string,
        "quinone reductase inhibitors"^^xsd:string,
        "reduced NAD(P)H dehydrogenase inhibitor"^^xsd:string,
        "reduced NAD(P)H dehydrogenase inhibitors"^^xsd:string,
        "reduced nicotinamide-adenine dinucleotide (phosphate) dehydrogenase inhibitor"^^xsd:string,
        "reduced nicotinamide-adenine dinucleotide (phosphate) dehydrogenase inhibitors"^^xsd:string,
        "viologen accepting pyridine nucleotide oxidoreductase inhibitor"^^xsd:string,
        "viologen accepting pyridine nucleotide oxidoreductase inhibitors"^^xsd:string,
        "vitamin K reductase inhibitor"^^xsd:string,
        "vitamin K reductase inhibitors"^^xsd:string,
        "vitamin-K reductase inhibitor"^^xsd:string,
        "vitamin-K reductase inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:50390"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50393 a owl:Class ;
    rdfs:label "warfarin(1-)"^^xsd:string ;
    definition: "A racemate comprising equal amounts of (R)- and (S)-warfarin(1-)."^^xsd:string ;
    rdfs:subClassOf CHEBI:60911,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:10033 ],
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:87743 ],
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:87744 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C19H15O4"^^xsd:string ;
    chebi:mass "307.321"^^xsd:string ;
    chebi:monoisotopicmass "307.09703"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-oxo-3-(3-oxo-1-phenylbutyl)-2H-benzopyran-4-olate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:50393"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50394 a owl:Class ;
    rdfs:label "organic potassium salt"^^xsd:string ;
    rdfs:subClassOf CHEBI:24868,
        CHEBI:26218 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "organic potassium salts"^^xsd:string ;
    oboInOwl:id "CHEBI:50394"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50402 a owl:Class ;
    rdfs:label "androstanoid"^^xsd:string ;
    definition: "Any steroid based on an  androstane skeleton and its derivatives."^^xsd:string ;
    rdfs:subClassOf CHEBI:35341,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:35509 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "androstanoids"^^xsd:string ;
    oboInOwl:id "CHEBI:50402"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50406 a owl:Class ;
    rdfs:label "probe"^^xsd:string ;
    definition: "A role played by a molecular entity used to study the microscopic environment."^^xsd:string ;
    rdfs:subClassOf CHEBI:33232 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:50406"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50427 a owl:Class ;
    rdfs:label "platelet aggregation inhibitor"^^xsd:string ;
    definition: "A drug or agent which antagonizes or impairs any mechanism leading to blood platelet aggregation, whether during the phases of activation and shape change or following the dense-granule release reaction and stimulation of the prostaglandin-thromboxane system."^^xsd:string ;
    rdfs:subClassOf CHEBI:50248 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "platelet aggregation inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:50427"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50433 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Glycoprotein_IIb/IIIa_inhibitors"^^xsd:string ;
    rdfs:label "platelet glycoprotein-IIb/IIIa receptor antagonist"^^xsd:string ;
    definition: "Antagonist of platelet surface glycoprotein-IIb/IIIa which has a key role in hemostasis and thrombosis such as platelet adhesion and aggregation."^^xsd:string ;
    rdfs:subClassOf CHEBI:48706,
        CHEBI:50427 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "fibrinogen receptor antagonist"^^xsd:string,
        "fibrinogen receptor antagonists"^^xsd:string,
        "glycoprotein-IIb/IIIa receptor antagonist"^^xsd:string,
        "glycoprotein-IIb/IIIa receptor antagonists"^^xsd:string,
        "GPIIb/IIIa antagonist"^^xsd:string,
        "GPIIb/IIIa antagonists"^^xsd:string,
        "platelet glycoprotein-IIb/IIIa receptor antagonists"^^xsd:string ;
    oboInOwl:id "CHEBI:50433"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50438 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1291115"^^xsd:string,
        "CAS:435-97-2"^^xsd:string,
        "Drug_Central:2138"^^xsd:string,
        "DrugBank:DB00946"^^xsd:string,
        "KEGG:D05457"^^xsd:string,
        "Patent:GB805748"^^xsd:string,
        "Patent:US2723276"^^xsd:string,
        "Patent:US2872457"^^xsd:string,
        "Patent:US3239529"^^xsd:string,
        "PMID:17275317"^^xsd:string,
        "Reaxys:1291115"^^xsd:string ;
    rdfs:label "phenprocoumon"^^xsd:string ;
    definition: "A hydroxycoumarin that is 4-hydroxycoumarin which is substituted at position 3 by a 1-phenylpropyl group."^^xsd:string ;
    rdfs:subClassOf CHEBI:37912,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50249 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50390 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C18H16O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C18H16O3/c1-2-13(12-8-4-3-5-9-12)16-17(19)14-10-6-7-11-15(14)21-18(16)20/h3-11,13,19H,2H2,1H3"^^xsd:string ;
    chebi:inchikey "DQDAYGNAKTZFIW-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "280.31780"^^xsd:string ;
    chebi:monoisotopicmass "280.10994"^^xsd:string ;
    chebi:smiles "CCC(c1ccccc1)c1c(O)c2ccccc2oc1=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:494229"^^xsd:string ;
    oboInOwl:hasExactSynonym "4-hydroxy-3-(1-phenylpropyl)-2H-chromen-2-one"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3-(1'-Phenyl-propyl)-4-oxycoumarin"^^xsd:string,
        "3-(1-Phenylpropyl)-4-hydroxycoumarin"^^xsd:string,
        "3-(alpha-Ethylbenzyl)-4-hydroxycoumarin"^^xsd:string,
        "3-(alpha-Phenylpropyl)-4-hydroxycoumarin"^^xsd:string,
        "4-Hydroxy-3-(1-phenylpropyl)-2H-1-benzopyran-2-one"^^xsd:string,
        "4-hydroxy-3-(1-phenylpropyl)-2H-chromen-2-one"^^xsd:string,
        "fenprocumon"^^xsd:string,
        "Fenprocumone"^^xsd:string,
        "Phenprocoumarol"^^xsd:string,
        "Phenprocoumarole"^^xsd:string,
        "phenprocoumon"^^xsd:string,
        "phenprocoumone"^^xsd:string,
        "phenprocoumonum"^^xsd:string,
        "Phenprocumone"^^xsd:string ;
    oboInOwl:id "CHEBI:50438"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50444 a owl:Class ;
    rdfs:label "adenosine phosphodiesterase inhibitor"^^xsd:string ;
    rdfs:subClassOf CHEBI:50218 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:50444"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50445 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Adenosine_deaminase"^^xsd:string ;
    rdfs:label "EC 3.5.4.4 (adenosine deaminase) inhibitor"^^xsd:string ;
    definition: "An EC 3.5.4.* (non-peptide cyclic amidine C-N hydrolase) inhibitor that interferes with the action of adenosine deaminase (EC 3.5.4.4)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76809 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "ADA inhibitor"^^xsd:string,
        "adenosine aminohydrolase inhibitor"^^xsd:string,
        "adenosine aminohydrolase inhibitors"^^xsd:string,
        "adenosine deaminase (EC 3.5.4.4) inhibitor"^^xsd:string,
        "adenosine deaminase (EC 3.5.4.4) inhibitors"^^xsd:string,
        "adenosine deaminase inhibitor"^^xsd:string,
        "adenosine deaminase inhibitors"^^xsd:string,
        "deoxyadenosine deaminase inhibitor"^^xsd:string,
        "deoxyadenosine deaminase inhibitors"^^xsd:string,
        "EC 3.5.4.4 (adenosine deaminase) inhibitors"^^xsd:string,
        "EC 3.5.4.4 inhibitor"^^xsd:string,
        "EC 3.5.4.4 inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:50445"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50471 a owl:Class ;
    rdfs:label "primary arylamine"^^xsd:string ;
    definition: "A primary amine formally derived from ammonia by replacing one hydrogen atom by an aryl group. R-NH2 where R is an aryl group."^^xsd:string ;
    rdfs:subClassOf CHEBI:32877,
        CHEBI:33860 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "H2NR"^^xsd:string ;
    chebi:mass "16.023"^^xsd:string ;
    chebi:monoisotopicmass "16.01872"^^xsd:string ;
    chebi:smiles "[H]N(*)[H]"^^xsd:string ;
    oboInOwl:hasExactSynonym "primary arylamine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "an arylamine"^^xsd:string ;
    oboInOwl:id "CHEBI:50471"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50491 a owl:Class ;
    rdfs:label "haloalkyl group"^^xsd:string ;
    definition: "A group derived from a haloalkane by removal of a hydrogen atom."^^xsd:string ;
    rdfs:subClassOf CHEBI:33249 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "haloalkyl groups"^^xsd:string ;
    oboInOwl:id "CHEBI:50491"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50492 a owl:Class ;
    rdfs:label "thiocarbonyl compound"^^xsd:string ;
    definition: "Any compound containing the thiocarbonyl group, C=S."^^xsd:string ;
    rdfs:subClassOf CHEBI:33261,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:30256 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "thiocarbonyl compounds"^^xsd:string ;
    oboInOwl:id "CHEBI:50492"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50502 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Dihydropteroate_synthase_inhibitor"^^xsd:string ;
    rdfs:label "EC 2.5.1.15 (dihydropteroate synthase) inhibitor"^^xsd:string ;
    definition: "An EC 2.5.1.* (non-methyl-alkyl or aryl transferase) inhibitor that interferes with the action of  dihydropteroate synthase (EC 2.5.1.15), an enzyme that catalyzes the formation of dihydropteroate from p-aminobenzoic acid and dihydropteridine-hydroxymethyl-pyrophosphate."^^xsd:string ;
    rdfs:subClassOf CHEBI:76663 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-amino-4-hydroxy-6-hydroxymethyl-7,8-dihydropteridine-diphosphate:4-aminobenzoate 2-amino-4-hydroxydihydropteridine-6-methenyltransferase inhibitor"^^xsd:string,
        "2-amino-4-hydroxy-6-hydroxymethyl-7,8-dihydropteridine-diphosphate:4-aminobenzoate 2-amino-4-hydroxydihydropteridine-6-methenyltransferase inhibitors"^^xsd:string,
        "7,8-dihydropteroate synthase inhibitor"^^xsd:string,
        "7,8-dihydropteroate synthase inhibitors"^^xsd:string,
        "7,8-dihydropteroate synthetase inhibitor"^^xsd:string,
        "7,8-dihydropteroate synthetase inhibitors"^^xsd:string,
        "7,8-dihydropteroic acid synthetase inhibitor"^^xsd:string,
        "7,8-dihydropteroic acid synthetase inhibitors"^^xsd:string,
        "(2-amino-4-hydroxy-7,8-dihydropteridin-6-yl)methyl-diphosphate:4-aminobenzoate 2-amino-4-hydroxydihydropteridine-6-methenyltransferase inhibitor"^^xsd:string,
        "(2-amino-4-hydroxy-7,8-dihydropteridin-6-yl)methyl-diphosphate:4-aminobenzoate 2-amino-4-hydroxydihydropteridine-6-methenyltransferase inhibitors"^^xsd:string,
        "DHPS inhibitor"^^xsd:string,
        "DHPS inhibitors"^^xsd:string,
        "dihydropteroate diphosphorylase inhibitor"^^xsd:string,
        "dihydropteroate diphosphorylase inhibitors"^^xsd:string,
        "dihydropteroate pyrophosphorylase inhibitor"^^xsd:string,
        "dihydropteroate pyrophosphorylase inhibitors"^^xsd:string,
        "dihydropteroate synthase (EC 2.5.1.15) inhibitor"^^xsd:string,
        "dihydropteroate synthase (EC 2.5.1.15) inhibitors"^^xsd:string,
        "dihydropteroate synthase inhibitor"^^xsd:string,
        "dihydropteroate synthase inhibitors"^^xsd:string,
        "dihydropteroate synthetase inhibitor"^^xsd:string,
        "dihydropteroate synthetase inhibitors"^^xsd:string,
        "dihydropteroic synthetase inhibitor"^^xsd:string,
        "dihydropteroic synthetase inhibitors"^^xsd:string,
        "EC 2.5.1.15 (dihydropteroate synthase) inhibitors"^^xsd:string,
        "EC 2.5.1.15 inhibitor"^^xsd:string,
        "EC 2.5.1.15 inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:50502"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50505 a owl:Class ;
    rdfs:label "sweetening agent"^^xsd:string ;
    definition: "Substance that sweeten food, beverages, medications, etc."^^xsd:string ;
    rdfs:subClassOf CHEBI:35617 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "sweetener"^^xsd:string,
        "sweeteners"^^xsd:string ;
    oboInOwl:id "CHEBI:50505"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50507 a owl:Class ;
    rdfs:label "appetite depressant"^^xsd:string ;
    definition: "Agent that is used to decrease appetite."^^xsd:string ;
    rdfs:subClassOf CHEBI:50780 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:50507"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50508 a owl:Class ;
    rdfs:label "phentermine(1+)"^^xsd:string ;
    rdfs:subClassOf CHEBI:25697,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:8080 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C10H16N"^^xsd:string ;
    chebi:inchi "InChI=1S/C10H15N/c1-10(2,11)8-9-6-4-3-5-7-9/h3-7H,8,11H2,1-2H3/p+1"^^xsd:string ;
    chebi:inchikey "DHHVAGZRUROJKS-UHFFFAOYSA-O"^^xsd:string ;
    chebi:mass "150.24078"^^xsd:string ;
    chebi:monoisotopicmass "150.12773"^^xsd:string ;
    chebi:smiles "CC(C)([NH3+])Cc1ccccc1"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:50508"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50509 a owl:Class ;
    rdfs:label "potassium channel blocker"^^xsd:string ;
    definition: "An agent that inhibits cell membrane glycoproteins that are selectively permeable to potassium ions."^^xsd:string ;
    rdfs:subClassOf CHEBI:50510 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:50509"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50510 a owl:Class ;
    rdfs:label "potassium channel modulator"^^xsd:string ;
    rdfs:subClassOf CHEBI:38632 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:50510"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50511 a owl:Class ;
    rdfs:label "bipyridines"^^xsd:string ;
    definition: "Compounds containing a bipyridine group."^^xsd:string ;
    rdfs:subClassOf CHEBI:36820,
        CHEBI:38101,
        CHEBI:64459 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "bipyridyls"^^xsd:string ;
    oboInOwl:id "CHEBI:50511"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50513 a owl:Class ;
    rdfs:label "mydriatic agent"^^xsd:string ;
    definition: "Agent that dilates the pupil. Used in eye diseases and to facilitate eye examination. It may be either a sympathomimetic or parasympatholytic. The latter cause cycloplegia or paralysis of accommodation at high doses and may precipitate glaucoma."^^xsd:string ;
    rdfs:subClassOf CHEBI:23888 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "mydriatics"^^xsd:string ;
    oboInOwl:id "CHEBI:50513"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50514 a owl:Class ;
    rdfs:label "vasoconstrictor agent"^^xsd:string ;
    definition: "Drug used to cause constriction of the blood vessels."^^xsd:string ;
    rdfs:subClassOf CHEBI:35554 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:50514"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50523 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Butenolide"^^xsd:string ;
    rdfs:label "butenolide"^^xsd:string ;
    definition: "A gamma-lactone that consists of a 2-furanone skeleton and its substituted derivatives."^^xsd:string ;
    rdfs:subClassOf CHEBI:24129,
        CHEBI:37581 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C4H4O2"^^xsd:string ;
    chebi:mass "84.074"^^xsd:string ;
    chebi:monoisotopicmass "84.02113"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:22960"^^xsd:string,
        "CHEBI:38121"^^xsd:string ;
    oboInOwl:hasExactSynonym "furan-2-one"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-furanone"^^xsd:string,
        "butenolides"^^xsd:string ;
    oboInOwl:id "CHEBI:50523"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50525 a owl:Class ;
    rdfs:label "phenolate anion"^^xsd:string ;
    definition: "An organic anion arising from deprotonation of the OH function of a phenol compound."^^xsd:string ;
    rdfs:subClassOf CHEBI:25696 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "phenolate anions"^^xsd:string ;
    oboInOwl:id "CHEBI:50525"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50526 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:3587965"^^xsd:string,
        "CAS:3229-70-7"^^xsd:string,
        "Gmelin:2793"^^xsd:string ;
    rdfs:label "phenolate"^^xsd:string ;
    definition: "A phenolate anion that is the conjugate base of phenol obtained by deprotonation of the OH group."^^xsd:string ;
    rdfs:subClassOf CHEBI:50525,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:15882 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76967 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C6H5O"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H6O/c7-6-4-2-1-3-5-6/h1-5,7H/p-1"^^xsd:string ;
    chebi:inchikey "ISWSIDIOOBJBQZ-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "93.10330"^^xsd:string ;
    chebi:monoisotopicmass "93.03459"^^xsd:string ;
    chebi:smiles "[O-]c1ccccc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "phenolate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Phenol ion"^^xsd:string,
        "phenoxide anion"^^xsd:string,
        "Phenoxy ion"^^xsd:string ;
    oboInOwl:id "CHEBI:50526"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50527 a owl:Class ;
    rdfs:label "arsenic oxide"^^xsd:string ;
    rdfs:subClassOf CHEBI:22632 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "arsenic oxides"^^xsd:string ;
    oboInOwl:id "CHEBI:50527"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50566 a owl:Class ;
    rdfs:label "nitric oxide donor"^^xsd:string ;
    definition: "An agent, with unique chemical structure and biochemical requirements, which generates nitric oxide."^^xsd:string ;
    rdfs:subClassOf CHEBI:17891 ;
    oboInOwl:hasAlternativeId "CHEBI:77704"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "nitric oxide donors"^^xsd:string,
        "nitric oxide generators"^^xsd:string,
        "nitric oxide releasing agent"^^xsd:string,
        "nitric oxide releasing agents"^^xsd:string,
        "NO donor"^^xsd:string,
        "NO donors"^^xsd:string,
        "NO generator"^^xsd:string,
        "NO generators"^^xsd:string,
        "NO releasing agent"^^xsd:string,
        "NO releasing agents"^^xsd:string ;
    oboInOwl:id "CHEBI:50566"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50567 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:6959885"^^xsd:string,
        "CAS:141505-33-1"^^xsd:string,
        "Drug_Central:1576"^^xsd:string,
        "DrugBank:DB00922"^^xsd:string,
        "KEGG:D04720"^^xsd:string,
        "Patent:GB2251615"^^xsd:string,
        "Patent:US5569657"^^xsd:string ;
    rdfs:label "levosimendan"^^xsd:string ;
    rdfs:subClassOf CHEBI:18379,
        CHEBI:26414,
        CHEBI:38532,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35620 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38070 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38147 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50568 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C14H12N6O"^^xsd:string ;
    chebi:inchi "InChI=1S/C14H12N6O/c1-9-6-13(21)19-20-14(9)10-2-4-11(5-3-10)17-18-12(7-15)8-16/h2-5,9,17H,6H2,1H3,(H,19,21)/t9-/m1/s1"^^xsd:string ;
    chebi:inchikey "WHXMKTBCFHIYNQ-SECBINFHSA-N"^^xsd:string ;
    chebi:mass "280.28492"^^xsd:string ;
    chebi:monoisotopicmass "280.10726"^^xsd:string ;
    chebi:smiles "C[C@@H]1CC(=O)NN=C1c1ccc(NN=C(C#N)C#N)cc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "({4-[(4R)-4-methyl-6-oxo-1,4,5,6-tetrahydropyridazin-3-yl]phenyl}hydrazono)propanedintrile"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "levosimendan"^^xsd:string,
        "levosimendanum"^^xsd:string,
        "Simdax"^^xsd:string ;
    oboInOwl:id "CHEBI:50567"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50568 a owl:Class ;
    rdfs:label "EC 3.1.4.17 (3',5'-cyclic-nucleotide phosphodiesterase) inhibitor"^^xsd:string ;
    definition: "An EC 3.1.4.* (phosphoric diester hydrolase) inhibitor which interferes with the  action of 3',5'-cyclic-nucleotide phosphodiesterase (EC 3.1.4.17)."^^xsd:string ;
    rdfs:subClassOf CHEBI:50218 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3',5'-cyclic nucleoside monophosphate phosphodiesterase inhibitor"^^xsd:string,
        "3',5'-cyclic nucleoside monophosphate phosphodiesterase inhibitors"^^xsd:string,
        "3',5'-cyclic-nucleotide 5'-nucleotidohydrolase inhibitor"^^xsd:string,
        "3',5'-cyclic-nucleotide 5'-nucleotidohydrolase inhibitors"^^xsd:string,
        "3',5'-cyclic-nucleotide phosphodiesterase inhibitor"^^xsd:string,
        "3',5'-cyclic-nucleotide phosphodiesterase inhibitors"^^xsd:string,
        "3',5'-cyclonucleotide phosphodiesterase inhibitor"^^xsd:string,
        "3',5'-cyclonucleotide phosphodiesterase inhibitors"^^xsd:string,
        "3',5'-nucleotide phosphodiesterase inhibitor"^^xsd:string,
        "3',5'-nucleotide phosphodiesterase inhibitors"^^xsd:string,
        "3':5'-cyclic nucleotide 5'-nucleotidohydrolase inhibitor"^^xsd:string,
        "3':5'-cyclic nucleotide 5'-nucleotidohydrolase inhibitors"^^xsd:string,
        "3': 5'-monophosphate phosphodiesterase (cyclic CMP) inhibitor"^^xsd:string,
        "3': 5'-monophosphate phosphodiesterase (cyclic CMP) inhibitors"^^xsd:string,
        "cyclic 3',5'-mononucleotide phosphodiesterase inhibitor"^^xsd:string,
        "cyclic 3',5'-mononucleotide phosphodiesterase inhibitors"^^xsd:string,
        "cyclic 3',5'-nucleotide phosphodiesterase inhibitor"^^xsd:string,
        "cyclic 3',5'-nucleotide phosphodiesterase inhibitors"^^xsd:string,
        "cyclic 3',5'-phosphodiesterase inhibitor"^^xsd:string,
        "cyclic 3',5'-phosphodiesterase inhibitors"^^xsd:string,
        "cyclic 3',5-nucleotide monophosphate phosphodiesterase inhibitor"^^xsd:string,
        "cyclic 3',5-nucleotide monophosphate phosphodiesterase inhibitors"^^xsd:string,
        "cyclic AMP phosphodiesterase inhibitor"^^xsd:string,
        "cyclic AMP phosphodiesterase inhibitors"^^xsd:string,
        "cyclic nucleotide phosphodiesterase inhibitor"^^xsd:string,
        "cyclic nucleotide phosphodiesterase inhibitors"^^xsd:string,
        "cytidine 3':5'-monophosphate phosphodiesterase (cyclic CMP) inhibitor"^^xsd:string,
        "cytidine 3':5'-monophosphate phosphodiesterase (cyclic CMP) inhibitors"^^xsd:string,
        "EC 3.1.4.17 (3',5'-cyclic-nucleotide phosphodiesterase) inhibitors"^^xsd:string,
        "EC 3.1.4.17 inhibitor"^^xsd:string,
        "EC 3.1.4.17 inhibitors"^^xsd:string,
        "nucleoside 3',5'-cyclic phosphate diesterase inhibitor"^^xsd:string,
        "nucleoside 3',5'-cyclic phosphate diesterase inhibitors"^^xsd:string,
        "nucleoside-3',5-monophosphate phosphodiesterase inhibitor"^^xsd:string,
        "nucleoside-3',5-monophosphate phosphodiesterase inhibitors"^^xsd:string,
        "PDE inhibitor"^^xsd:string,
        "PDE inhibitors"^^xsd:string,
        "phosphodiesterase III inhibitor"^^xsd:string ;
    oboInOwl:id "CHEBI:50568"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50580 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:7937544"^^xsd:string,
        "CAS:128470-16-6"^^xsd:string,
        "Drug_Central:237"^^xsd:string,
        "DrugBank:DB01102"^^xsd:string,
        "KEGG:D02976"^^xsd:string,
        "Patent:EP329464"^^xsd:string,
        "Patent:US5395970"^^xsd:string,
        "Wikipedia:Arbutamine"^^xsd:string ;
    rdfs:label "arbutamine"^^xsd:string ;
    rdfs:subClassOf CHEBI:33567,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35522 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38147 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C18H23NO4"^^xsd:string ;
    chebi:inchi "InChI=1S/C18H23NO4/c20-15-7-4-13(5-8-15)3-1-2-10-19-12-18(23)14-6-9-16(21)17(22)11-14/h4-9,11,18-23H,1-3,10,12H2/t18-/m0/s1"^^xsd:string ;
    chebi:inchikey "IIRWWTKISYTTBL-SFHVURJKSA-N"^^xsd:string ;
    chebi:mass "317.37956"^^xsd:string ;
    chebi:monoisotopicmass "317.16271"^^xsd:string ;
    chebi:smiles "O[C@@H](CNCCCCc1ccc(O)cc1)c1ccc(O)c(O)c1"^^xsd:string ;
    oboInOwl:hasExactSynonym "4-[(1R)-1-hydroxy-2-{[4-(4-hydroxyphenyl)butyl]amino}ethyl]benzene-1,2-diol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "arbutamina"^^xsd:string,
        "arbutamine"^^xsd:string,
        "arbutaminum"^^xsd:string ;
    oboInOwl:id "CHEBI:50580"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50584 a owl:Class ;
    rdfs:label "alkyl alcohol"^^xsd:string ;
    definition: "An aliphatic alcohol in which the aliphatic alkane chain is substituted by a hydroxy group at unspecified position."^^xsd:string ;
    rdfs:subClassOf CHEBI:2571 ;
    oboInOwl:hasAlternativeId "CHEBI:22937"^^xsd:string,
        "CHEBI:50581"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "alkyl alcohols"^^xsd:string,
        "hydroxyalkane"^^xsd:string,
        "hydroxyalkanes"^^xsd:string ;
    oboInOwl:id "CHEBI:50584"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50627 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Alpha-amylase"^^xsd:string ;
    rdfs:label "EC 3.2.1.1 (alpha-amylase) inhibitor"^^xsd:string ;
    definition: "An EC 3.2.1.* (glycosidase) inhibitor that interferes with the action of alpha-amylase (EC 3.2.1.1)."^^xsd:string ;
    rdfs:subClassOf CHEBI:52424 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1,4-alpha-D-glucan glucanohydrolase inhibitor"^^xsd:string,
        "1,4-alpha-D-glucan glucanohydrolase inhibitors"^^xsd:string,
        "4-alpha-D-glucan glucanohydrolase inhibitor"^^xsd:string,
        "4-alpha-D-glucan glucanohydrolase inhibitors"^^xsd:string,
        "alpha-amylase (EC 3.2.1.1) inhibitor"^^xsd:string,
        "alpha-amylase (EC 3.2.1.1) inhibitors"^^xsd:string,
        "alpha-amylase inhibitor"^^xsd:string,
        "alpha-amylase inhibitors"^^xsd:string,
        "EC 3.2.1.1 (alpha-amylase) inhibitors"^^xsd:string,
        "EC 3.2.1.1 inhibitor"^^xsd:string,
        "EC 3.2.1.1 inhibitors"^^xsd:string,
        "endoamylase inhibitor"^^xsd:string,
        "endoamylase inhibitors"^^xsd:string,
        "glycogenase inhibitor"^^xsd:string,
        "glycogenase inhibitors"^^xsd:string,
        "Taka-amylase A inhibitor"^^xsd:string,
        "Taka-amylase A inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:50627"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50629 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Prostaglandin-endoperoxide_synthase_2"^^xsd:string ;
    rdfs:label "cyclooxygenase 2 inhibitor"^^xsd:string ;
    definition: "A cyclooxygenase inhibitor that interferes with the action of cyclooxygenase 2."^^xsd:string ;
    rdfs:subClassOf CHEBI:35544 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "COX-2 inhibitor"^^xsd:string,
        "COX-2 inhibitors"^^xsd:string,
        "cyclo-oxygenase 2 inhibitor"^^xsd:string,
        "cyclo-oxygenase 2 inhibitors"^^xsd:string,
        "cyclo-oxygenase-2 inhibitor"^^xsd:string,
        "cyclo-oxygenase-2 inhibitors"^^xsd:string,
        "cyclooxygenase 2 inhibitors"^^xsd:string,
        "cyclooxygenase-2 inhibitor"^^xsd:string,
        "cyclooxygenase-2 inhibitors"^^xsd:string,
        "PGHS-2 inhibitor"^^xsd:string,
        "PGHS-2 inhibitors"^^xsd:string,
        "prostaglandin H synthase-2 inhibitor"^^xsd:string,
        "prostaglandin H synthase-2 inhibitors"^^xsd:string,
        "prostaglandin-endoperoxide synthase 2 inhibitor"^^xsd:string,
        "prostaglandin-endoperoxide synthase 2 inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:50629"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50630 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:PTGS1"^^xsd:string ;
    rdfs:label "cyclooxygenase 1 inhibitor"^^xsd:string ;
    definition: "A cyclooxygenase inhibitor that interferes with the action of cyclooxygenase 1."^^xsd:string ;
    rdfs:subClassOf CHEBI:35544 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "COX-1 inhibitor"^^xsd:string,
        "COX-1 inhibitors"^^xsd:string,
        "cyclo-oxygenase 1 inhibitor"^^xsd:string,
        "cyclo-oxygenase 1 inhibitors"^^xsd:string,
        "cyclooxygenase 1 inhibitors"^^xsd:string,
        "cyclooxygenase-1 inhibitor"^^xsd:string,
        "cyclooxygenase-1 inhibitors"^^xsd:string,
        "prostaglandin G/H synthase 1 inhibitor"^^xsd:string,
        "prostaglandin G/H synthase 1 inhibitors"^^xsd:string,
        "prostaglandin H2 synthase 1 inhibitor"^^xsd:string,
        "prostaglandin H2 synthase 1 inhibitors"^^xsd:string,
        "prostaglandin-endoperoxide synthase 1 inhibitor"^^xsd:string,
        "prostaglandin-endoperoxide synthase 1 inhibitors"^^xsd:string,
        "PTGS1 inhibitor"^^xsd:string,
        "PTGS1 inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:50630"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50634 a owl:Class ;
    rdfs:label "acetazolamide(1-)"^^xsd:string ;
    rdfs:subClassOf CHEBI:25696,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:27690 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C4H5N4O3S2"^^xsd:string ;
    chebi:inchi "InChI=1S/C4H6N4O3S2/c1-2(9)6-3-7-8-4(12-3)13(5,10)11/h1H3,(H3,5,6,7,9,10,11)/p-1"^^xsd:string ;
    chebi:inchikey "PPCFSEIOYQJRDN-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "221.23966"^^xsd:string ;
    chebi:monoisotopicmass "220.98086"^^xsd:string ;
    chebi:smiles "CC(=O)Nc1nnc(s1)S([NH-])(=O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "[(5-acetamido-1,3,4-thiadiazol-2-yl)sulfonyl]azanide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "acetazolamide"^^xsd:string ;
    oboInOwl:id "CHEBI:50634"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50635 a owl:Class ;
    rdfs:label "EC 3.5.1.5 (urease) inhibitor"^^xsd:string ;
    definition: "EC 3.5.1.* (non-peptide linear amide C-N hydrolase) inhibitor that interferes with the activity of urease (EC 3.5.1.5), reducing hydrolysis."^^xsd:string ;
    rdfs:subClassOf CHEBI:76807 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "EC 3.5.1.5 (urease) inhibitors"^^xsd:string,
        "EC 3.5.1.5 inhibitor"^^xsd:string,
        "EC 3.5.1.5 inhibitors"^^xsd:string,
        "urea amidohydrolase inhibitor"^^xsd:string,
        "urea amidohydrolase inhibitors"^^xsd:string,
        "urease (EC 3.5.1.5) inhibitor"^^xsd:string,
        "urease (EC 3.5.1.5) inhibitors"^^xsd:string,
        "urease inhibitor"^^xsd:string,
        "urease inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:50635"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50646 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Osteoporosis"^^xsd:string ;
    rdfs:label "bone density conservation agent"^^xsd:string ;
    definition: "An agent that inhibits bone resorption and/or favor bone mineralization and bone regeneration. Used to heal bone fractures and to treat bone diseases such as osteopenia and osteoporosis."^^xsd:string ;
    rdfs:subClassOf CHEBI:23888 ;
    oboInOwl:hasAlternativeId "CHEBI:72497"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "anti-osteopenia agent"^^xsd:string,
        "anti-osteopenia agents"^^xsd:string,
        "anti-osteopenia drug"^^xsd:string,
        "anti-osteopenia drugs"^^xsd:string,
        "anti-osteoporosis agent"^^xsd:string,
        "anti-osteoporosis agents"^^xsd:string,
        "anti-osteoporosis drug"^^xsd:string,
        "anti-osteoporosis drugs"^^xsd:string,
        "anti-osteoporotic"^^xsd:string,
        "anti-osteoporotic agent"^^xsd:string,
        "anti-osteoporotic agents"^^xsd:string,
        "anti-osteoporotic drug"^^xsd:string,
        "anti-osteoporotic drugs"^^xsd:string,
        "anti-osteoporotics"^^xsd:string,
        "antiosteoporotic"^^xsd:string,
        "antiosteoporotics"^^xsd:string,
        "bone density conservation agents"^^xsd:string,
        "bone density conservation drug"^^xsd:string,
        "bone density conservation drugs"^^xsd:string ;
    oboInOwl:id "CHEBI:50646"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50648 a owl:Class ;
    oboInOwl:hasDbXref "CAS:5300-03-8"^^xsd:string,
        "Drug_Central:3862"^^xsd:string,
        "DrugBank:DB00523"^^xsd:string,
        "HMDB:HMDB0002369"^^xsd:string,
        "KEGG:C15493"^^xsd:string,
        "KEGG:D02815"^^xsd:string,
        "LIPID_MAPS_instance:LMPR01090022"^^xsd:string,
        "PMID:7670094"^^xsd:string,
        "PMID:10684759"^^xsd:string,
        "PMID:11978340"^^xsd:string,
        "PMID:12611604"^^xsd:string,
        "PMID:12882648"^^xsd:string,
        "PMID:15217968"^^xsd:string,
        "PMID:15292987"^^xsd:string,
        "PMID:15519497"^^xsd:string,
        "PMID:16144296"^^xsd:string,
        "PMID:17019405"^^xsd:string,
        "PMID:18400206"^^xsd:string,
        "PMID:18404486"^^xsd:string,
        "PMID:19678713"^^xsd:string,
        "Reaxys:2057222"^^xsd:string,
        "Wikipedia:Alitretinoin"^^xsd:string ;
    rdfs:label "9-cis-retinoic acid"^^xsd:string ;
    definition: "A retinoic acid in which the exocyclic double bonds have 7E,9Z,11E,13E geometry."^^xsd:string ;
    rdfs:subClassOf CHEBI:26536,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:78630 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35610 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50176 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:63794 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C20H28O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C20H28O2/c1-15(8-6-9-16(2)14-19(21)22)11-12-18-17(3)10-7-13-20(18,4)5/h6,8-9,11-12,14H,7,10,13H2,1-5H3,(H,21,22)/b9-6+,12-11+,15-8-,16-14+"^^xsd:string ;
    chebi:inchikey "SHGAZHPCJJPHSC-ZVCIMWCZSA-N"^^xsd:string ;
    chebi:mass "300.43512"^^xsd:string ;
    chebi:monoisotopicmass "300.20893"^^xsd:string ;
    chebi:smiles "CC(\\C=C\\C1=C(C)CCCC1(C)C)=C\\C=C\\C(C)=C\\C(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:63793"^^xsd:string ;
    oboInOwl:hasExactSynonym "(9cis)-retinoic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "9(Z)-Retinoic acid"^^xsd:string,
        "9-cis-Tretinoin"^^xsd:string,
        "(2E,4E,6Z,8E)-3,7-dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8-nonatetraenoic acid"^^xsd:string,
        "(7E,9Z,11E,13E)-retinoic acid"^^xsd:string,
        "Alitretinoin"^^xsd:string,
        "alitretinoina"^^xsd:string,
        "alitretinoine"^^xsd:string,
        "alitretinoinum"^^xsd:string,
        "Panretin"^^xsd:string ;
    oboInOwl:id "CHEBI:50648"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50658 a owl:Class ;
    rdfs:label "ampicillin(1-)"^^xsd:string ;
    rdfs:subClassOf CHEBI:51356,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:28971 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C16H18N3O4S"^^xsd:string ;
    chebi:inchi "InChI=1S/C16H19N3O4S/c1-16(2)11(15(22)23)19-13(21)10(14(19)24-16)18-12(20)9(17)8-6-4-3-5-7-8/h3-7,9-11,14H,17H2,1-2H3,(H,18,20)(H,22,23)/p-1/t9-,10-,11+,14-/m1/s1"^^xsd:string ;
    chebi:inchikey "AVKUERGKIZMTKX-NJBDSQKTSA-M"^^xsd:string ;
    chebi:mass "348.39794"^^xsd:string ;
    chebi:monoisotopicmass "348.10235"^^xsd:string ;
    chebi:smiles "[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@H](N)c1ccccc1)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "6beta-[(2R)-2-amino-2-phenylacetamido]-2,2-dimethylpenam-3alpha-carboxylate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2S,5R,6R)-6-{[(2R)-2-amino-2-phenylacetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate"^^xsd:string,
        "ampicillinate"^^xsd:string ;
    oboInOwl:id "CHEBI:50658"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50662 a owl:Class ;
    oboInOwl:hasDbXref "DrugBank:DB00786"^^xsd:string,
        "KEGG:D03795"^^xsd:string ;
    rdfs:label "marimastat"^^xsd:string ;
    definition: "A secondary carboxamide resulting from the foraml condensation of the carboxy group of (2R)-2-[(1S)-1-hydroxy-2-(hydroxyamino)-2-oxoethyl]-4-methylpentanoic acid with the alpha-amino group of N,3-dimethyl-L-valinamide."^^xsd:string ;
    rdfs:subClassOf CHEBI:24650,
        CHEBI:140325,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35610 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50664 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C15H29N3O5"^^xsd:string ;
    chebi:inchi "InChI=1S/C15H29N3O5/c1-8(2)7-9(10(19)13(21)18-23)12(20)17-11(14(22)16-6)15(3,4)5/h8-11,19,23H,7H2,1-6H3,(H,16,22)(H,17,20)(H,18,21)/t9-,10+,11-/m1/s1"^^xsd:string ;
    chebi:inchikey "OCSMOTCMPXTDND-OUAUKWLOSA-N"^^xsd:string ;
    chebi:mass "331.40798"^^xsd:string ;
    chebi:monoisotopicmass "331.21072"^^xsd:string ;
    chebi:smiles "CNC(=O)[C@@H](NC(=O)[C@H](CC(C)C)[C@H](O)C(=O)NO)C(C)(C)C"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2S,3R)-N(4)-[(2S)-3,3-dimethyl-1-(methylamino)-1-oxobutan-2-yl]-N(1),2-dihydroxy-3-(2-methylpropyl)butanediamide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "marimastat"^^xsd:string ;
    oboInOwl:id "CHEBI:50662"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50663 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:7083099"^^xsd:string,
        "CAS:139110-80-8"^^xsd:string,
        "Drug_Central:2859"^^xsd:string,
        "DrugBank:DB00558"^^xsd:string,
        "KEGG:C08095"^^xsd:string,
        "KEGG:D00902"^^xsd:string,
        "Patent:US5360817"^^xsd:string,
        "Patent:WO9116320"^^xsd:string,
        "PDBeChem:ZMR"^^xsd:string,
        "Wikipedia:Zanamivir"^^xsd:string ;
    rdfs:label "zanamivir"^^xsd:string ;
    rdfs:subClassOf CHEBI:24436,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:52425 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C12H20N4O7"^^xsd:string ;
    chebi:inchi "InChI=1S/C12H20N4O7/c1-4(18)15-8-5(16-12(13)14)2-7(11(21)22)23-10(8)9(20)6(19)3-17/h2,5-6,8-10,17,19-20H,3H2,1H3,(H,15,18)(H,21,22)(H4,13,14,16)/t5-,6+,8+,9+,10+/m0/s1"^^xsd:string ;
    chebi:inchikey "ARAIBEBZBOPLMB-UFGQHTETSA-N"^^xsd:string ;
    chebi:mass "332.30996"^^xsd:string ;
    chebi:monoisotopicmass "332.13320"^^xsd:string ;
    chebi:smiles "[H][C@]1(OC(=C[C@H](NC(N)=N)[C@H]1NC(C)=O)C(O)=O)[C@H](O)[C@H](O)CO"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:10104"^^xsd:string,
        "CHEBI:46607"^^xsd:string ;
    oboInOwl:hasExactSynonym "5-acetamido-2,6-anhydro-4-carbamimidamido-3,4,5-trideoxy-D-glycero-D-galacto-non-2-enonic acid"^^xsd:string,
        "ZANAMIVIR"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "4-guanidino-2,4-dideoxy-2,3-dehydro-N-acetylneuraminic acid"^^xsd:string,
        "4-guanidino-Neu5Ac2en"^^xsd:string,
        "5-(acetylamino)-2,6-anhydro-4-carbamimidamido-3,4,5-trideoxy-D-glycero-D-galacto-non-2-enonic acid"^^xsd:string,
        "5-acetamido-2,6-anhydro-3,4,5-trideoxy-4-guanidino-D-glycero-D-galacto-non-2-enonic acid"^^xsd:string,
        "(2R,3R,4S)-3-(acetylamino)-4-carbamimidamido-2-[(1R,2R)-1,2,3-trihydroxypropyl]-3,4-dihydro-2H-pyran-6-carboxylic acid"^^xsd:string,
        "GANA"^^xsd:string,
        "Relenza"^^xsd:string,
        "zanamivir"^^xsd:string ;
    oboInOwl:id "CHEBI:50663"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50664 a owl:Class ;
    rdfs:label "matrix metalloproteinase inhibitor"^^xsd:string ;
    rdfs:subClassOf CHEBI:60258 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "matrix metalloproteinase inhibitors"^^xsd:string,
        "MMPI"^^xsd:string ;
    oboInOwl:id "CHEBI:50664"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50667 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:132916"^^xsd:string,
        "CAS:50-44-2"^^xsd:string,
        "DrugBank:DB01033"^^xsd:string,
        "KEGG:C02380"^^xsd:string,
        "KEGG:D04931"^^xsd:string,
        "Patent:US2697709"^^xsd:string,
        "Patent:US2721866"^^xsd:string,
        "PDBeChem:PM6"^^xsd:string,
        "PMID:16267626"^^xsd:string,
        "PMID:28011186"^^xsd:string,
        "PMID:28166217"^^xsd:string,
        "PMID:28212467"^^xsd:string,
        "PMID:28295989"^^xsd:string,
        "PMID:28301625"^^xsd:string,
        "PMID:28406092"^^xsd:string,
        "PMID:28418010"^^xsd:string,
        "PMID:28484608"^^xsd:string,
        "PMID:28574837"^^xsd:string,
        "Reaxys:132916"^^xsd:string ;
    rdfs:label "mercaptopurine"^^xsd:string ;
    definition: "A member of the class of purines that is 6,7-dihydro-1H-purine carrying a thione group at position 6. An adenine analogue, it is used in the treatment of acute lymphocytic leukemia (ALL), chronic myeloid leukemia (CML), Crohn's disease, and ulcerative colitis."^^xsd:string ;
    rdfs:subClassOf CHEBI:26401,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:2208 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35221 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35610 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:149553 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5H4N4S"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H4N4S/c10-5-3-4(7-1-6-3)8-2-9-5/h1-2H,(H2,6,7,8,9,10)"^^xsd:string ;
    chebi:inchikey "GLVAUDGFNGKCSF-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "152.17822"^^xsd:string ;
    chebi:monoisotopicmass "152.01567"^^xsd:string ;
    chebi:smiles "S=c1[nH]cnc2nc[nH]c12"^^xsd:string ;
    oboInOwl:hasExactSynonym "1,7-dihydro-6H-purine-6-thione"^^xsd:string,
        "Mercaptopurine"^^xsd:string,
        "mercaptopurine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "6 MP"^^xsd:string,
        "6-Mercaptopurine"^^xsd:string,
        "6-MP"^^xsd:string,
        "6-Thiohypoxanthine"^^xsd:string,
        "6-Thioxopurine"^^xsd:string,
        "Mercaptopurina"^^xsd:string,
        "mercaptopurine"^^xsd:string,
        "mercaptopurinum"^^xsd:string,
        "Mercapurin"^^xsd:string,
        "Puri-Nethol"^^xsd:string,
        "Purinethol"^^xsd:string ;
    oboInOwl:id "CHEBI:50667"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50671 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Antithyroid_agent"^^xsd:string ;
    rdfs:label "antithyroid drug"^^xsd:string ;
    definition: "A drug used to treat hyperthyroidism by reducing the excessive production of thyroid hormones."^^xsd:string ;
    rdfs:subClassOf CHEBI:49020 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "antithyroid agent"^^xsd:string,
        "antithyroid agents"^^xsd:string,
        "antithyroid drugs"^^xsd:string ;
    oboInOwl:id "CHEBI:50671"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50673 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:108646"^^xsd:string,
        "CAS:60-56-0"^^xsd:string,
        "Drug_Central:1745"^^xsd:string,
        "DrugBank:DB00763"^^xsd:string,
        "HMDB:HMDB0014901"^^xsd:string,
        "KEGG:D00401"^^xsd:string,
        "LINCS:LSM-5646"^^xsd:string,
        "MetaCyc:CPD-11282"^^xsd:string,
        "PDBeChem:MMZ"^^xsd:string,
        "PMID:7454742"^^xsd:string,
        "PMID:9172960"^^xsd:string,
        "PMID:17438883"^^xsd:string,
        "PMID:24443787"^^xsd:string,
        "Reaxys:108646"^^xsd:string,
        "VSDB:1825"^^xsd:string,
        "Wikipedia:Methimazole"^^xsd:string ;
    rdfs:label "methimazole"^^xsd:string ;
    definition: "A member of the class of imidazoles that it imidazole-2-thione in which a methyl group replaces the hydrogen which is attached to a nitrogen."^^xsd:string ;
    rdfs:subClassOf CHEBI:139340,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50671 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C4H6N2S"^^xsd:string ;
    chebi:inchi "InChI=1S/C4H6N2S/c1-6-3-2-5-4(6)7/h2-3H,1H3,(H,5,7)"^^xsd:string ;
    chebi:inchikey "PMRYVIKBURPHAH-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "114.16900"^^xsd:string ;
    chebi:monoisotopicmass "114.02517"^^xsd:string ;
    chebi:smiles "Cn1cc[nH]c1=S"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:6828"^^xsd:string,
        "CHEBI:44168"^^xsd:string ;
    oboInOwl:hasExactSynonym "1-methyl-1,3-dihydro-2H-imidazole-2-thione"^^xsd:string,
        "Methimazole"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-METHYL-1,3-DIHYDRO-2H-IMIDAZOLE-2-THIONE"^^xsd:string,
        "1-Methylimidazole-2(3H)-thione"^^xsd:string,
        "Danantizol"^^xsd:string,
        "Favistan"^^xsd:string,
        "Strumazol"^^xsd:string,
        "Tapazole"^^xsd:string,
        "Thacapzol"^^xsd:string,
        "thiamazol"^^xsd:string,
        "thiamazole"^^xsd:string,
        "thiamazolum"^^xsd:string,
        "tiamazol"^^xsd:string,
        "USAF el-30"^^xsd:string ;
    oboInOwl:id "CHEBI:50673"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50680 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:5197927"^^xsd:string ;
    rdfs:label "methotrexate(1-)"^^xsd:string ;
    rdfs:subClassOf CHEBI:35695,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:50681 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:44185 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C20H21N8O5"^^xsd:string ;
    chebi:inchi "InChI=1S/C20H22N8O5/c1-28(9-11-8-23-17-15(24-11)16(21)26-20(22)27-17)12-4-2-10(3-5-12)18(31)25-13(19(32)33)6-7-14(29)30/h2-5,8,13H,6-7,9H2,1H3,(H,25,31)(H,29,30)(H,32,33)(H4,21,22,23,26,27)/p-1/t13-/m0/s1"^^xsd:string ;
    chebi:inchikey "FBOZXECLQNJBKD-ZDUSSCGKSA-M"^^xsd:string ;
    chebi:mass "453.43166"^^xsd:string ;
    chebi:monoisotopicmass "453.16404"^^xsd:string ;
    chebi:smiles "CN(Cc1cnc2nc(N)nc(N)c2n1)c1ccc(cc1)C(=O)N[C@@H](CCC(O)=O)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2S)-4-carboxy-2-(4-{[(2,4-diaminopteridin-6-yl)methyl](methyl)amino}benzamido)butanoate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:50680"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50681 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:6081035"^^xsd:string ;
    rdfs:label "methotrexate(2-)"^^xsd:string ;
    rdfs:subClassOf CHEBI:28965,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:50680 ] ;
    chebi:charge "-2"^^xsd:string ;
    chebi:formula "C20H20N8O5"^^xsd:string ;
    chebi:inchi "InChI=1S/C20H22N8O5/c1-28(9-11-8-23-17-15(24-11)16(21)26-20(22)27-17)12-4-2-10(3-5-12)18(31)25-13(19(32)33)6-7-14(29)30/h2-5,8,13H,6-7,9H2,1H3,(H,25,31)(H,29,30)(H,32,33)(H4,21,22,23,26,27)/p-2/t13-/m0/s1"^^xsd:string ;
    chebi:inchikey "FBOZXECLQNJBKD-ZDUSSCGKSA-L"^^xsd:string ;
    chebi:mass "452.42372"^^xsd:string ;
    chebi:monoisotopicmass "452.15676"^^xsd:string ;
    chebi:smiles "CN(Cc1cnc2nc(N)nc(N)c2n1)c1ccc(cc1)C(=O)N[C@@H](CCC([O-])=O)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2S)-2-(4-{[(2,4-diaminopteridin-6-yl)methyl](methyl)amino}benzamido)pentanedioate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "methotrexate"^^xsd:string ;
    oboInOwl:id "CHEBI:50681"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50683 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Dihydrofolate_reductase_inhibitor"^^xsd:string ;
    rdfs:label "EC 1.5.1.3 (dihydrofolate reductase) inhibitor"^^xsd:string ;
    definition: "An EC 1.5.1.* (oxidoreductase acting on donor CH-NH group, NAD(+) or NADP(+) as acceptor) inhibitor that interferes with the action of dihydrofolate reductase (EC 1.5.1.3)."^^xsd:string ;
    rdfs:subClassOf CHEBI:73913,
        CHEBI:76863 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "7,8-dihydrofolate reductase inhibitor"^^xsd:string,
        "7,8-dihydrofolate reductase inhibitors"^^xsd:string,
        "DHFR inhibitor"^^xsd:string,
        "DHFR inhibitors"^^xsd:string,
        "dihydrofolate reductase (EC 1.5.1.3) inhibitor"^^xsd:string,
        "dihydrofolate reductase (EC 1.5.1.3) inhibitors"^^xsd:string,
        "dihydrofolate reductase inhibitor"^^xsd:string,
        "dihydrofolate reductase inhibitors"^^xsd:string,
        "dihydrofolic acid reductase inhibitor"^^xsd:string,
        "dihydrofolic acid reductase inhibitors"^^xsd:string,
        "dihydrofolic reductase inhibitor"^^xsd:string,
        "dihydrofolic reductase inhibitors"^^xsd:string,
        "EC 1.5.1.3 (dihydrofolate reductase) inhibitors"^^xsd:string,
        "EC 1.5.1.3 inhibitor"^^xsd:string,
        "EC 1.5.1.3 inhibitors"^^xsd:string,
        "folic acid reductase inhibitor"^^xsd:string,
        "folic acid reductase inhibitors"^^xsd:string,
        "folic reductase inhibitor"^^xsd:string,
        "folic reductase inhibitors"^^xsd:string,
        "NADPH-dihydrofolate reductase inhibitor"^^xsd:string,
        "NADPH-dihydrofolate reductase inhibitors"^^xsd:string,
        "tetrahydrofolate dehydrogenase inhibitor"^^xsd:string,
        "tetrahydrofolate dehydrogenase inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:50683"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50684 a owl:Class ;
    rdfs:label "cross-linking reagent"^^xsd:string ;
    definition: "A reagent with two reactive groups, usually at opposite ends of the molecule, that are capable of reacting with and thereby forming bridges between macromolecules, principally side chains of amino acids in proteins, allowing the locations of naturally reactive areas within the proteins to be identified."^^xsd:string ;
    rdfs:subClassOf CHEBI:33893 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "cross-linking reagents"^^xsd:string ;
    oboInOwl:id "CHEBI:50684"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50685 a owl:Class ;
    rdfs:label "antitrichomonal drug"^^xsd:string ;
    definition: "A drug used to treat trichomonas infections."^^xsd:string ;
    rdfs:subClassOf CHEBI:35820 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "antitrichomonal agent"^^xsd:string ;
    oboInOwl:id "CHEBI:50685"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50689 a owl:Class ;
    rdfs:label "reproductive control drug"^^xsd:string ;
    definition: "A substance used either in the prevention or facilitation of pregnancy."^^xsd:string ;
    rdfs:subClassOf CHEBI:23888 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "reproductive control agent"^^xsd:string,
        "reproductive control drugs"^^xsd:string ;
    oboInOwl:id "CHEBI:50689"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50690 a owl:Class ;
    rdfs:label "atorvastatin(1-)"^^xsd:string ;
    rdfs:subClassOf CHEBI:29067,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:39548 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C33H34FN2O5"^^xsd:string ;
    chebi:inchi "InChI=1S/C33H35FN2O5/c1-21(2)31-30(33(41)35-25-11-7-4-8-12-25)29(22-9-5-3-6-10-22)32(23-13-15-24(34)16-14-23)36(31)18-17-26(37)19-27(38)20-28(39)40/h3-16,21,26-27,37-38H,17-20H2,1-2H3,(H,35,41)(H,39,40)/p-1/t26-,27-/m1/s1"^^xsd:string ;
    chebi:inchikey "XUKUURHRXDUEBC-KAYWLYCHSA-M"^^xsd:string ;
    chebi:mass "557.63194"^^xsd:string ;
    chebi:monoisotopicmass "557.24572"^^xsd:string ;
    chebi:smiles "CC(C)c1c(C(=O)Nc2ccccc2)c(-c2ccccc2)c(-c2ccc(F)cc2)n1CC[C@@H](O)C[C@@H](O)CC([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(3R,5R)-7-[3-(anilinocarbonyl)-5-(4-fluorophenyl)-2-isopropyl-4-phenyl-1H-pyrrol-1-yl]-3,5-dihydroxyheptanoate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:50690"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50691 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Abortifacient"^^xsd:string ;
    rdfs:label "abortifacient"^^xsd:string ;
    definition: "A chemical substance that interrupts pregnancy after implantation."^^xsd:string ;
    rdfs:subClassOf CHEBI:50689 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "abortifacient agent"^^xsd:string,
        "abortifacient agents"^^xsd:string,
        "abortifacient drug"^^xsd:string,
        "abortifacient drugs"^^xsd:string,
        "abortifacients"^^xsd:string ;
    oboInOwl:id "CHEBI:50691"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50692 a owl:Class ;
    oboInOwl:hasDbXref "CAS:84371-65-3"^^xsd:string,
        "Drug_Central:1805"^^xsd:string,
        "DrugBank:DB00834"^^xsd:string,
        "KEGG:C07652"^^xsd:string,
        "KEGG:D00585"^^xsd:string,
        "LINCS:LSM-2822"^^xsd:string,
        "Patent:EP57115"^^xsd:string,
        "Patent:US4386085"^^xsd:string,
        "PDBeChem:486"^^xsd:string ;
    rdfs:label "mifepristone"^^xsd:string ;
    rdfs:subClassOf CHEBI:47909,
        CHEBI:50996,
        CHEBI:73474,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:23966 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:49020 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:49326 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50691 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C29H35NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C29H35NO2/c1-5-15-29(32)16-14-26-24-12-8-20-17-22(31)11-13-23(20)27(24)25(18-28(26,29)2)19-6-9-21(10-7-19)30(3)4/h6-7,9-10,17,24-26,32H,8,11-14,16,18H2,1-4H3/t24-,25+,26-,28-,29-/m0/s1"^^xsd:string ;
    chebi:inchikey "VKHAHZOOUSRJNA-GCNJZUOMSA-N"^^xsd:string ;
    chebi:mass "429.59374"^^xsd:string ;
    chebi:monoisotopicmass "429.26678"^^xsd:string ;
    chebi:smiles "[H][C@@]12CCC3=CC(=O)CCC3=C1[C@H](C[C@@]1(C)[C@@]2([H])CC[C@@]1(O)C#CC)c1ccc(cc1)N(C)C"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:6934"^^xsd:string,
        "CHEBI:40057"^^xsd:string ;
    oboInOwl:hasExactSynonym "11beta-[4-(dimethylamino)phenyl]-17beta-hydroxy-17alpha-(prop-1-yn-1-yl)estra-4,9-dien-3-one"^^xsd:string,
        "Mifepristone"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "11-(4-DIMETHYLAMINO-PHENYL)-17-HYDROXY-13-METHYL-17-PROP-1-YNYL-1,2,6,7,8,11,12,13,14,15,16,17-DODEC AHYDRO-CYCLOPENTA[A]PHENANTHREN-3-ONE"^^xsd:string,
        "Mifegyne"^^xsd:string,
        "Mifeprex"^^xsd:string,
        "mifepristona"^^xsd:string,
        "mifepristone"^^xsd:string,
        "mifepristonum"^^xsd:string,
        "RU486"^^xsd:string,
        "RU-486"^^xsd:string ;
    oboInOwl:id "CHEBI:50692"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50693 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:3546821"^^xsd:string,
        "CAS:78415-72-2"^^xsd:string,
        "Drug_Central:1809"^^xsd:string,
        "DrugBank:DB00235"^^xsd:string,
        "HMDB:HMDB0014380"^^xsd:string,
        "KEGG:C07224"^^xsd:string,
        "KEGG:D00417"^^xsd:string,
        "LINCS:LSM-3493"^^xsd:string,
        "Patent:BE886336"^^xsd:string,
        "Patent:US4313951"^^xsd:string,
        "Patent:US4413127"^^xsd:string,
        "PDBeChem:MIL"^^xsd:string,
        "PMID:10634314"^^xsd:string,
        "PMID:14624413"^^xsd:string,
        "PMID:14638547"^^xsd:string,
        "PMID:21905056"^^xsd:string,
        "PMID:21971319"^^xsd:string,
        "Reaxys:3546821"^^xsd:string,
        "Wikipedia:Milrinone"^^xsd:string ;
    rdfs:label "milrinone"^^xsd:string ;
    definition: "A member of the class of bipyridines that is 2-pyridone which is substituted at positions 3, 5, and 6 by cyano, pyrid-4-yl, and methyl groups, respectively. It is used (particularly intravenously, as the lactate) for the short-term management of severe heart failure."^^xsd:string ;
    rdfs:subClassOf CHEBI:18379,
        CHEBI:38183,
        CHEBI:50511,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35620 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38147 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50427 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50568 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C12H9N3O"^^xsd:string ;
    chebi:inchi "InChI=1S/C12H9N3O/c1-8-11(9-2-4-14-5-3-9)6-10(7-13)12(16)15-8/h2-6H,1H3,(H,15,16)"^^xsd:string ;
    chebi:inchikey "PZRHRDRVRGEVNW-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "211.21948"^^xsd:string ;
    chebi:monoisotopicmass "211.07456"^^xsd:string ;
    chebi:smiles "Cc1[nH]c(=O)c(cc1-c1ccncc1)C#N"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:6938"^^xsd:string,
        "CHEBI:44019"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-methyl-6-oxo-1,6-dihydro-3,4'-bipyridine-5-carbonitrile"^^xsd:string,
        "Milrinone"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1,6-Dihydro-2-methyl-6-oxo(3,4'-bipyridine)-5-carbonitrile"^^xsd:string,
        "milrinona"^^xsd:string,
        "milrinone"^^xsd:string,
        "milrinonum"^^xsd:string ;
    oboInOwl:id "CHEBI:50693"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50694 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:3077644"^^xsd:string,
        "CAS:10118-90-8"^^xsd:string,
        "Chemspider:16735907"^^xsd:string,
        "Drug_Central:1813"^^xsd:string,
        "DrugBank:DB01017"^^xsd:string,
        "HMDB:HMDB0015152"^^xsd:string,
        "KEGG:C07225"^^xsd:string,
        "KEGG:D05045"^^xsd:string,
        "KNApSAcK:C00018686"^^xsd:string,
        "LIPID_MAPS_instance:LMPK07000002"^^xsd:string,
        "Patent:US3226436"^^xsd:string,
        "Patent:WO2008104734"^^xsd:string,
        "PDBeChem:MIY"^^xsd:string,
        "PMID:22330257"^^xsd:string,
        "PMID:28709717"^^xsd:string,
        "PMID:31630007"^^xsd:string,
        "PMID:31719236"^^xsd:string,
        "PMID:31733348"^^xsd:string,
        "PMID:33568043"^^xsd:string,
        "PMID:34232283"^^xsd:string,
        "PMID:34636517"^^xsd:string,
        "Reaxys:3077644"^^xsd:string ;
    rdfs:label "minocycline"^^xsd:string ;
    definition: "A tetracycline analogue having a dimethylamino group at position 7 and lacking the methyl and hydroxy groups at position 5."^^xsd:string ;
    rdfs:subClassOf CHEBI:26895,
        CHEBI:48132,
        CHEBI:139592,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:71337 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:77906 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:36047 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:176497 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C23H27N3O7"^^xsd:string ;
    chebi:inchi "InChI=1S/C23H27N3O7/c1-25(2)12-5-6-13(27)15-10(12)7-9-8-11-17(26(3)4)19(29)16(22(24)32)21(31)23(11,33)20(30)14(9)18(15)28/h5-6,9,11,17,27,29-30,33H,7-8H2,1-4H3,(H2,24,32)/t9-,11-,17-,23-/m0/s1"^^xsd:string ;
    chebi:inchikey "DYKFCLLONBREIL-KVUCHLLUSA-N"^^xsd:string ;
    chebi:mass "457.47650"^^xsd:string ;
    chebi:monoisotopicmass "457.18490"^^xsd:string ;
    chebi:smiles "[H][C@@]12Cc3c(ccc(O)c3C(=O)C1=C(O)[C@]1(O)C(=O)C(C(N)=O)=C(O)[C@@H](N(C)C)[C@]1([H])C2)N(C)C"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:6939"^^xsd:string,
        "CHEBI:44053"^^xsd:string ;
    oboInOwl:hasExactSynonym "(4S,4aS,5aR,12aS)-4,7-bis(dimethylamino)-3,10,12,12a-tetrahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide"^^xsd:string,
        "Minocycline"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "7-Dimethylamino-6-demethyl-6-deoxytetracycline"^^xsd:string,
        "(4S,4AS,5AR,12AS)-4,7-BIS(DIMETHYLAMINO)-3,10,12,12A-TETRAHYDROXY-1,11-DIOXO-1,4,4A,5,5A,6,11,12A-OCTAHYDROTETRACENE-2-CARBOXAMIDE"^^xsd:string,
        "minociclina"^^xsd:string,
        "minociclinum"^^xsd:string,
        "minocycline"^^xsd:string,
        "minomycin"^^xsd:string ;
    oboInOwl:id "CHEBI:50694"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50695 a owl:Class ;
    rdfs:label "monobactam"^^xsd:string ;
    definition: "Monocyclic, bacterially produced or semisynthetic beta-lactam antibiotic. It lacks the double ring construction of the traditional beta-lactam antibiotics and can be easily synthesized."^^xsd:string ;
    rdfs:subClassOf CHEBI:27933 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "monobactams"^^xsd:string ;
    oboInOwl:id "CHEBI:50695"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50696 a owl:Class ;
    rdfs:label "EC 2.4.1.129 (peptidoglycan glycosyltransferase) inhibitor"^^xsd:string ;
    definition: "An EC 2.4.1.* (hexosyltransferase) inhibitor that interferes with the action of peptidoglycan glycosyltransferase (EC 2.4.1.129)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76789 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "[poly-N-acetyl-D-glucosaminyl-(1->4)-(N-acetyl-D-muramoylpentapeptide)]-diphosphoundecaprenol:[N-acetyl-D-glucosaminyl-(1->4)-N-acetyl-D-muramoylpentapeptide]-diphosphoundecaprenol disaccharidetransferase inhibitor"^^xsd:string,
        "[poly-N-acetyl-D-glucosaminyl-(1->4)-(N-acetyl-D-muramoylpentapeptide)]-diphosphoundecaprenol:[N-acetyl-D-glucosaminyl-(1->4)-N-acetyl-D-muramoylpentapeptide]-diphosphoundecaprenol disaccharidetransferase inhibitors"^^xsd:string,
        "bactoprenyldiphospho-N-acetylmuramoyl-(N-acetyl-D-glucosaminyl)-pentapeptide:peptidoglycan N-acetylmuramoyl-N-acetyl-D-glucosaminyltransferase inhibitor"^^xsd:string,
        "bactoprenyldiphospho-N-acetylmuramoyl-(N-acetyl-D-glucosaminyl)-pentapeptide:peptidoglycan N-acetylmuramoyl-N-acetyl-D-glucosaminyltransferase inhibitors"^^xsd:string,
        "EC 2.4.1.129 (peptidoglycan glycosyltransferase) inhibitors"^^xsd:string,
        "EC 2.4.1.129 inhibitor"^^xsd:string,
        "EC 2.4.1.129 inhibitors"^^xsd:string,
        "PBP3 inhibitor"^^xsd:string,
        "penicillin binding protein 1B inhibitor"^^xsd:string,
        "penicillin binding protein 1B inhibitors"^^xsd:string,
        "penicillin binding protein 3 inhibitor"^^xsd:string,
        "penicillin binding protein 3 inhibitors"^^xsd:string,
        "peptidoglycan glycosyltransferase (EC 2.4.1.129) inhibitor"^^xsd:string,
        "peptidoglycan glycosyltransferase (EC 2.4.1.129) inhibitors"^^xsd:string,
        "peptidoglycan glycosyltransferase inhibitor"^^xsd:string,
        "peptidoglycan glycosyltransferase inhibitors"^^xsd:string,
        "peptidoglycan transglycosylase inhibitor"^^xsd:string,
        "peptidoglycan transglycosylase inhibitors"^^xsd:string,
        "PG-II inhibitor"^^xsd:string,
        "PG-II inhibitors"^^xsd:string,
        "undecaprenyldiphospho-(N-acetyl-D-glucosaminyl-(1->4)-N-acetyl-D-muramoylpentapeptide):undecaprenyldiphospho-(N-acetyl-D-glucosaminyl-(1->4)-N-acetyl-D-muramoylpentapeptide) disaccharidetransferase inhibitor"^^xsd:string,
        "undecaprenyldiphospho-(N-acetyl-D-glucosaminyl-(1->4)-N-acetyl-D-muramoylpentapeptide):undecaprenyldiphospho-(N-acetyl-D-glucosaminyl-(1->4)-N-acetyl-D-muramoylpentapeptide) disaccharidetransferase inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:50696"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50698 a owl:Class ;
    rdfs:label "pyrimidine N-oxide"^^xsd:string ;
    rdfs:subClassOf CHEBI:35580,
        CHEBI:39447 ;
    oboInOwl:hasExactSynonym "pyrimidine N-oxide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "pyrimidine N-oxides"^^xsd:string ;
    oboInOwl:id "CHEBI:50698"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50699 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C00930"^^xsd:string ;
    rdfs:label "oligosaccharide"^^xsd:string ;
    definition: "A compound in which monosaccharide units are joined by glycosidic linkages. The term is commonly used to refer to a defined structure as opposed to a polymer of unspecified length or a homologous mixture. When the linkages are of other types the compounds are regarded as oligosaccharide analogues."^^xsd:string ;
    rdfs:subClassOf CHEBI:16646,
        CHEBI:167559 ;
    oboInOwl:hasAlternativeId "CHEBI:7758"^^xsd:string,
        "CHEBI:25679"^^xsd:string,
        "CHEBI:35319"^^xsd:string ;
    oboInOwl:hasExactSynonym "Oligosaccharide"^^xsd:string,
        "oligosaccharides"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "O-glycosylglycoside"^^xsd:string,
        "O-glycosylglycosides"^^xsd:string,
        "oligosacarido"^^xsd:string,
        "oligosacaridos"^^xsd:string ;
    oboInOwl:id "CHEBI:50699"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50729 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:2795126"^^xsd:string,
        "CAS:65271-80-9"^^xsd:string,
        "Drug_Central:1821"^^xsd:string,
        "DrugBank:DB01204"^^xsd:string,
        "KEGG:C11195"^^xsd:string,
        "KEGG:D08224"^^xsd:string,
        "LINCS:LSM-2481"^^xsd:string,
        "Patent:DE2835661"^^xsd:string,
        "Patent:US4197249"^^xsd:string,
        "PDBeChem:MIX"^^xsd:string,
        "Wikipedia:Mitoxantrone"^^xsd:string ;
    rdfs:label "mitoxantrone"^^xsd:string ;
    definition: "A dihydroxyanthraquinone that is 1,4-dihydroxy-9,10-anthraquinone which is substituted by 6-hydroxy-1,4-diazahexyl groups at positions 5 and 8."^^xsd:string ;
    rdfs:subClassOf CHEBI:37484,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35480 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35610 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C22H28N4O6"^^xsd:string ;
    chebi:inchi "InChI=1S/C22H28N4O6/c27-11-9-23-5-7-25-13-1-2-14(26-8-6-24-10-12-28)18-17(13)21(31)19-15(29)3-4-16(30)20(19)22(18)32/h1-4,23-30H,5-12H2"^^xsd:string ;
    chebi:inchikey "KKZJGLLVHKMTCM-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "444.48108"^^xsd:string ;
    chebi:monoisotopicmass "444.20088"^^xsd:string ;
    chebi:smiles "OCCNCCNc1ccc(NCCNCCO)c2C(=O)c3c(O)ccc(O)c3C(=O)c12"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:6955"^^xsd:string,
        "CHEBI:43919"^^xsd:string ;
    oboInOwl:hasExactSynonym "1,4-dihydroxy-5,8-bis({2-[(2-hydroxyethyl)amino]ethyl}amino)anthracene-9,10-dione"^^xsd:string,
        "Mitoxantrone"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1,4-DIHYDROXY-5,8-BIS({2-[(2-HYDROXYETHYL)AMINO]ETHYL}AMINO)-9,10-ANTHRACENEDIONE"^^xsd:string,
        "mitoxantrona"^^xsd:string,
        "mitoxantrone"^^xsd:string,
        "mitoxantronum"^^xsd:string ;
    oboInOwl:id "CHEBI:50729"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50730 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:7896575"^^xsd:string,
        "CAS:158966-92-8"^^xsd:string,
        "Drug_Central:1836"^^xsd:string,
        "DrugBank:DB00471"^^xsd:string,
        "KEGG:C07482"^^xsd:string,
        "KEGG:D08229"^^xsd:string,
        "Patent:EP1886997"^^xsd:string,
        "PDBeChem:MTK"^^xsd:string,
        "Wikipedia:Montelukast"^^xsd:string ;
    rdfs:label "montelukast"^^xsd:string ;
    rdfs:subClassOf CHEBI:22327,
        CHEBI:25384,
        CHEBI:26513,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:49165 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38070 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:49159 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:49167 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C35H36ClNO3S"^^xsd:string ;
    chebi:inchi "InChI=1S/C35H36ClNO3S/c1-34(2,40)30-9-4-3-7-25(30)13-17-32(41-23-35(18-19-35)22-33(38)39)27-8-5-6-24(20-27)10-15-29-16-12-26-11-14-28(36)21-31(26)37-29/h3-12,14-16,20-21,32,40H,13,17-19,22-23H2,1-2H3,(H,38,39)/b15-10+/t32-/m1/s1"^^xsd:string ;
    chebi:inchikey "UCHDWCPVSPXUMX-TZIWLTJVSA-N"^^xsd:string ;
    chebi:mass "586.18398"^^xsd:string ;
    chebi:monoisotopicmass "585.21044"^^xsd:string ;
    chebi:smiles "CC(C)(O)c1ccccc1CC[C@@H](SCC1(CC1)CC(O)=O)c1cccc(\\C=C\\c2ccc3ccc(Cl)cc3n2)c1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:6992"^^xsd:string,
        "CHEBI:49756"^^xsd:string ;
    oboInOwl:hasExactSynonym "MONTELUKAST"^^xsd:string,
        "Montelukast"^^xsd:string,
        "{1-[({(1R)-1-{3-[(E)-2-(7-chloroquinolin-2-yl)ethenyl]phenyl}-3-[2-(2-hydroxypropan-2-yl)phenyl]propyl}sulfanyl)methyl]cyclopropyl}acetic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-[[[(1 R)-1-[3-[(1E)-2-(7-chloro-2-quinolinyl)ethenyl] phenyl]-3-[2-(1-hydroxy-1-methylethyl)phenyl]propyl]sulfanyl]methyl]cyclopropaneacetic acid"^^xsd:string,
        "(R-(E))-1-(((1-(3-(2-(7-Chloro-2-quinolinyl)ethenyl)phenyl)-3-(2-(1-hydroxy-1-methylethyl)phenyl)propyl)thio)methyl)cyclopropaneacetic acid"^^xsd:string,
        "montelukast"^^xsd:string ;
    oboInOwl:id "CHEBI:50730"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50733 a owl:Class ;
    rdfs:label "nutraceutical"^^xsd:string ;
    definition: "A product in capsule, tablet or liquid form that provide essential nutrients, such as a vitamin, an essential mineral, a protein, an herb, or similar nutritional substance."^^xsd:string ;
    rdfs:subClassOf CHEBI:23888 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Dietary Supplement"^^xsd:string,
        "Food Supplementation"^^xsd:string,
        "Nutritional supplement"^^xsd:string ;
    oboInOwl:id "CHEBI:50733"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50739 a owl:Class ;
    rdfs:label "estrogen receptor modulator"^^xsd:string ;
    definition: "A substance that possess antiestrogenic actions but can also produce estrogenic effects as well. It acts as complete or partial agonist or as antagonist. It can be either steroidal or nonsteroidal in structure."^^xsd:string ;
    rdfs:subClassOf CHEBI:23888 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:50739"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50745 a owl:Class ;
    rdfs:label "progestogen"^^xsd:string ;
    definition: "A compound that interacts with progesterone receptors in target tissues to bring about effects similar to those of progesterone."^^xsd:string ;
    rdfs:subClassOf CHEBI:50112 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "gestagen"^^xsd:string,
        "gestagens"^^xsd:string,
        "progestagen"^^xsd:string,
        "progestagens"^^xsd:string,
        "progestogens"^^xsd:string ;
    oboInOwl:id "CHEBI:50745"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50747 a owl:Class ;
    rdfs:label "thiochromane"^^xsd:string ;
    definition: "Any organic heterobicyclic compound consisting of a benzene ring fused to a thiopyran."^^xsd:string ;
    rdfs:subClassOf CHEBI:27171,
        CHEBI:38106 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "thiochromanes"^^xsd:string ;
    oboInOwl:id "CHEBI:50747"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50748 a owl:Class ;
    rdfs:label "antipsoriatic"^^xsd:string ;
    definition: "A drug used to treat psoriasis."^^xsd:string ;
    rdfs:subClassOf CHEBI:50177 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "antipsoriatic agent"^^xsd:string,
        "antipsoriatic drug"^^xsd:string ;
    oboInOwl:id "CHEBI:50748"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50750 a owl:Class ;
    rdfs:label "EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor"^^xsd:string ;
    definition: "A topoisomerase inhibitor that inhibits DNA topoisomerase (ATP-hydrolysing), EC 5.99.1.3 (also known as topoisomerase II and as DNA gyrase), which catalyses ATP-dependent breakage of both strands of DNA, passage of the unbroken strands through the breaks, and rejoining of the broken strands."^^xsd:string ;
    rdfs:subClassOf CHEBI:70727 ;
    oboInOwl:hasAlternativeId "CHEBI:50234"^^xsd:string,
        "CHEBI:132229"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "DNA gyrase inhibitor"^^xsd:string,
        "DNA gyrase inhibitors"^^xsd:string,
        "DNA topoisomerase (ATP-hydrolysing) (EC 5.99.1.3) inhibitor"^^xsd:string,
        "DNA topoisomerase (ATP-hydrolysing) (EC 5.99.1.3) inhibitors"^^xsd:string,
        "DNA topoisomerase (ATP-hydrolysing) inhibitor"^^xsd:string,
        "DNA topoisomerase (ATP-hydrolysing) inhibitors"^^xsd:string,
        "DNA topoisomerase II inhibitor"^^xsd:string,
        "DNA topoisomerase II inhibitors"^^xsd:string,
        "EC 5.99.1.3 (DNA topoisomerase (ATP-hydrolysing)) inhibitor"^^xsd:string,
        "EC 5.99.1.3 (DNA topoisomerase (ATP-hydrolysing)) inhibitors"^^xsd:string,
        "EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitors"^^xsd:string,
        "EC 5.99.1.3 inhibitor"^^xsd:string,
        "EC 5.99.1.3 inhibitors"^^xsd:string,
        "inhibitor of type II topoisomerase"^^xsd:string,
        "inhibitors of type II topoisomerase"^^xsd:string,
        "topoisomerase II inhibitor"^^xsd:string,
        "topoisomerase II inhibitors"^^xsd:string,
        "topoisomerase-II inhibitor"^^xsd:string,
        "topoisomerase-II inhibitors"^^xsd:string,
        "type II DNA topoisomerase inhibitor"^^xsd:string,
        "type II DNA topoisomerase inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:50750"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50751 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Antiestrogen"^^xsd:string ;
    rdfs:label "anti-estrogen"^^xsd:string ;
    definition: "A drug which acts to reduce estrogenic activity in the body, either by reducing the amount of estrogen or by reducing the activity of whatever estrogen is present."^^xsd:string ;
    rdfs:subClassOf CHEBI:23888 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "anti-estrogenic agent"^^xsd:string,
        "anti-estrogenic drug"^^xsd:string,
        "anti-oestrogen"^^xsd:string,
        "anti-oestrogenic agent"^^xsd:string,
        "anti-oestrogenic drug"^^xsd:string,
        "antiestrogen"^^xsd:string,
        "antiestrogenic agent"^^xsd:string,
        "antiestrogenic drug"^^xsd:string,
        "antioestrogen"^^xsd:string,
        "antioestrogenic agent"^^xsd:string,
        "antioestrogenic drug"^^xsd:string ;
    oboInOwl:id "CHEBI:50751"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50753 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:Isoflavonoids"^^xsd:string,
        "Wikipedia:Isoflavonoid"^^xsd:string ;
    rdfs:label "isoflavonoid"^^xsd:string ;
    definition: "Any 1-benzopyran with an aryl substituent at position 3. The term was originally restricted to natural products, but is now also used to describe semi-synthetic and fully synthetic compounds."^^xsd:string ;
    rdfs:subClassOf CHEBI:26004,
        CHEBI:38443,
        CHEBI:72544 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3-aryl-1-benzopyran"^^xsd:string,
        "3-aryl-1-benzopyrans"^^xsd:string,
        "isoflavonoids"^^xsd:string ;
    oboInOwl:id "CHEBI:50753"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50777 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:4237530"^^xsd:string,
        "CAS:54048-10-1"^^xsd:string,
        "Drug_Central:1110"^^xsd:string,
        "DrugBank:DB00294"^^xsd:string,
        "KEGG:D04104"^^xsd:string,
        "Patent:EP51762"^^xsd:string,
        "Patent:US4371529"^^xsd:string ;
    rdfs:label "etonogestrel"^^xsd:string ;
    rdfs:subClassOf CHEBI:35343,
        CHEBI:47909,
        CHEBI:73477,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:49324 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:59826 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C22H28O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C22H28O2/c1-4-21-13-14(3)20-17-9-7-16(23)12-15(17)6-8-18(20)19(21)10-11-22(21,24)5-2/h2,12,17-20,24H,3-4,6-11,13H2,1H3/t17-,18-,19-,20+,21-,22-/m0/s1"^^xsd:string ;
    chebi:inchikey "GCKFUYQCUCGESZ-BPIQYHPVSA-N"^^xsd:string ;
    chebi:mass "324.45652"^^xsd:string ;
    chebi:monoisotopicmass "324.20893"^^xsd:string ;
    chebi:smiles "[H][C@]12CCC(=O)C=C1CC[C@@]1([H])[C@]3([H])CC[C@@](O)(C#C)[C@@]3(CC)CC(=C)[C@]21[H]"^^xsd:string ;
    oboInOwl:hasExactSynonym "17alpha-ethynyl-17beta-hydroxy-11-methylidene-18a-homo-estr-4-en-3-one"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3-Ketodesogestrel"^^xsd:string,
        "3-Oxodesogestrel"^^xsd:string,
        "etonogestrel"^^xsd:string,
        "etonogestrelum"^^xsd:string,
        "Implanon"^^xsd:string ;
    oboInOwl:id "CHEBI:50777"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50779 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Appetite_stimulants"^^xsd:string ;
    rdfs:label "appetite enhancer"^^xsd:string ;
    definition: "A drug which increases appetite."^^xsd:string ;
    rdfs:subClassOf CHEBI:50780 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "appetite enhancing drug"^^xsd:string,
        "appetite stimulant"^^xsd:string,
        "orexigenic"^^xsd:string ;
    oboInOwl:id "CHEBI:50779"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50780 a owl:Class ;
    rdfs:label "appetite regulator"^^xsd:string ;
    definition: "An agent which regulates the physiologic mechanisms that control the appetite and food intake."^^xsd:string ;
    rdfs:subClassOf CHEBI:23888 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "appetite regulators"^^xsd:string ;
    oboInOwl:id "CHEBI:50780"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50781 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:5-alpha-reductase_inhibitor"^^xsd:string ;
    rdfs:label "EC 1.3.1.22 [3-oxo-5alpha-steroid 4-dehydrogenase (NADP(+))] inhibitor"^^xsd:string ;
    definition: "An EC 1.3.1.* (oxidoreductase acting on CH-CH group of donor, NAD(+) or NADP(+) as acceptor) inhibitor that interferes with the action of of 3-oxo-5alpha-steroid 4-dehydrogenase (NADP(+)), EC 1.3.1.22, the enzyme which converts testosterone (CHEBI:17347) into the more potent androgen 5alpha-dihydrotestosterone."^^xsd:string ;
    rdfs:subClassOf CHEBI:76857 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3-oxo-5alpha-steroid 4-dehydrogenase (NADP(+)) (EC 1.3.1.22) inhibitor"^^xsd:string,
        "3-oxo-5alpha-steroid 4-dehydrogenase (NADP(+)) (EC 1.3.1.22) inhibitors"^^xsd:string,
        "3-oxo-5alpha-steroid 4-dehydrogenase (NADP(+)) inhibitor"^^xsd:string,
        "3-oxo-5alpha-steroid 4-dehydrogenase (NADP(+)) inhibitors"^^xsd:string,
        "3-oxo-5alpha-steroid 4-dehydrogenase inhibitor"^^xsd:string,
        "3-oxo-5alpha-steroid 4-dehydrogenase inhibitors"^^xsd:string,
        "3-oxo-5alpha-steroid:NADP+ Delta(4)-oxidoreductase inhibitor"^^xsd:string,
        "3-oxo-5alpha-steroid:NADP+ Delta(4)-oxidoreductase inhibitors"^^xsd:string,
        "3-oxosteroid 5alpha-reductase inhibitor"^^xsd:string,
        "3-oxosteroid Delta4-dehydrogenase inhibitor"^^xsd:string,
        "4-ene-3-oxosteroid 5alpha-reductase inhibitor"^^xsd:string,
        "4-ene-5alpha-reductase inhibitor"^^xsd:string,
        "5alpha-oxidoreductase inhibitor"^^xsd:string,
        "5alpha-oxidoreductase inhibitors"^^xsd:string,
        "5alpha-reductase inhibitor"^^xsd:string,
        "5alpha-reductase inhibitors"^^xsd:string,
        "cholest-4-en-3-one 5alpha-reductase inhibitor"^^xsd:string,
        "cholestenone 5alpha-reductase inhibitor"^^xsd:string,
        "cholestenone 5alpha-reductase inhibitors"^^xsd:string,
        "Delta(4)-3-ketosteroid 5alpha-oxidoreductase inhibitor"^^xsd:string,
        "Delta(4)-3-ketosteroid 5alpha-oxidoreductase inhibitors"^^xsd:string,
        "EC 1.3.1.22 (3-oxo-5alpha-steroid 4-dehydrogenase (NADP(+))) inhibitor"^^xsd:string,
        "EC 1.3.1.22 (3-oxo-5alpha-steroid 4-dehydrogenase (NADP(+))) inhibitors"^^xsd:string,
        "EC 1.3.1.22 [3-oxo-5alpha-steroid 4-dehydrogenase (NADP(+))] inhibitors"^^xsd:string,
        "EC 1.3.1.22 inhibitor"^^xsd:string,
        "EC 1.3.1.22 inhibitors"^^xsd:string,
        "reduced nicotinamide adenine dinucleotide phosphate:Delta(4)-3-ketosteroid 5alpha-oxidoreductase inhibitor"^^xsd:string,
        "reduced nicotinamide adenine dinucleotide phosphate:Delta(4)-3-ketosteroid 5alpha-oxidoreductase inhibitors"^^xsd:string,
        "steroid 5alpha-hydrogenase inhibitor"^^xsd:string,
        "steroid 5alpha-hydrogenase inhibitors"^^xsd:string,
        "steroid 5alpha-reductase inhibitor"^^xsd:string,
        "steroid 5alpha-reductase inhibitors"^^xsd:string,
        "testosterone 5alpha-reductase inhibitor"^^xsd:string,
        "testosterone 5alpha-reductase inhibitors"^^xsd:string,
        "testosterone Delta(4)-5alpha-reductase inhibitor"^^xsd:string,
        "testosterone Delta(4)-5alpha-reductase inhibitors"^^xsd:string,
        "testosterone Delta(4)-hydrogenase inhibitor"^^xsd:string,
        "testosterone Delta(4)-hydrogenase inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:50781"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50784 a owl:Class ;
    rdfs:label "pivalate ester"^^xsd:string ;
    definition: "A carboxylic ester of pivalic acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:33308,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:45133 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5H9O2R"^^xsd:string ;
    chebi:mass "101.124"^^xsd:string ;
    chebi:monoisotopicmass "101.06025"^^xsd:string ;
    chebi:smiles "C(C(C)(C)C)(=O)O*"^^xsd:string ;
    oboInOwl:hasExactSynonym "pivalate ester"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2,2-dimethylpropanoate ester"^^xsd:string,
        "2,2-dimethylpropanoate esters"^^xsd:string,
        "2,2-dimethylpropionate ester"^^xsd:string,
        "2,2-dimethylpropionate esters"^^xsd:string,
        "pivalate esters"^^xsd:string,
        "trimethylacetate ester"^^xsd:string,
        "trimethylacetate esters"^^xsd:string ;
    oboInOwl:id "CHEBI:50784"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50785 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1997765"^^xsd:string,
        "CAS:1231-93-2"^^xsd:string,
        "KEGG:D07939"^^xsd:string,
        "Patent:US2843609"^^xsd:string,
        "Patent:US3176013"^^xsd:string ;
    rdfs:label "ethynodiol"^^xsd:string ;
    rdfs:subClassOf CHEBI:35343,
        CHEBI:36836,
        CHEBI:73477,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:59826 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C20H28O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C20H28O2/c1-3-20(22)11-9-18-17-6-4-13-12-14(21)5-7-15(13)16(17)8-10-19(18,20)2/h1,12,14-18,21-22H,4-11H2,2H3/t14-,15-,16+,17+,18-,19-,20-/m0/s1"^^xsd:string ;
    chebi:inchikey "JYILPERKVHXLNF-QMNUTNMBSA-N"^^xsd:string ;
    chebi:mass "300.43512"^^xsd:string ;
    chebi:monoisotopicmass "300.20893"^^xsd:string ;
    chebi:smiles "[H][C@]12CC[C@H](O)C=C1CC[C@]1([H])[C@]2([H])CC[C@@]2(C)[C@@]1([H])CC[C@@]2(O)C#C"^^xsd:string ;
    oboInOwl:hasExactSynonym "17alpha-ethynylestr-4-ene-3beta,17beta-diol"^^xsd:string,
        "(3beta,17beta)-17-ethynylestr-4-ene-3,17-diol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "17alpha-Ethynyl-19-norandrost-4-ene-3beta,17beta-diol"^^xsd:string,
        "(3beta,17alpha)-19-Norpregn-4-en-20-yne-3,17-diol"^^xsd:string,
        "Aethynodiolum"^^xsd:string,
        "Ethinodiol"^^xsd:string,
        "etinodiol"^^xsd:string,
        "etynodiol"^^xsd:string,
        "etynodiolum"^^xsd:string ;
    oboInOwl:id "CHEBI:50785"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50786 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Anabolic_steroid"^^xsd:string ;
    rdfs:label "anabolic androgenic steroid"^^xsd:string ;
    definition: "A steroid hormone related to the hormone testosterone. It increases protein synthesis within cells, which results in the buildup of cellular tissue (anabolism), especially in muscles. It also has androgenic and virilizing properties."^^xsd:string ;
    rdfs:subClassOf CHEBI:26764,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:36413 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50113 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "anabolic androgenic steroids"^^xsd:string,
        "anabolic steriod"^^xsd:string,
        "anabolic steriods"^^xsd:string,
        "anabolic-androgenic steroid"^^xsd:string,
        "anabolic-androgenic steroids"^^xsd:string ;
    oboInOwl:id "CHEBI:50786"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50788 a owl:Class ;
    rdfs:label "EC 1.1.1.210 [3beta(or 20alpha)-hydroxysteroid dehydrogenase] inhibitor"^^xsd:string ;
    definition: "An EC 1.1.1.* (oxidoreductase acting on donor CH-OH group, NAD(+) or NADP(+) acceptor) inhibitor which interferes with the action of 3beta-hydroxysteroid dehydrogenase (EC 1.1.1.210), a group of steroidogenic enzymes."^^xsd:string ;
    rdfs:subClassOf CHEBI:76835 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3beta (or 20alpha)-hydroxysteroid dehydrogenase inhibitor"^^xsd:string,
        "3beta (or 20alpha)-hydroxysteroid dehydrogenase inhibitors"^^xsd:string,
        "3beta(or 20alpha)-hydroxysteroid dehydrogenase (EC 1.1.1.210) inhibitor"^^xsd:string,
        "3beta(or 20alpha)-hydroxysteroid dehydrogenase (EC 1.1.1.210) inhibitors"^^xsd:string,
        "3beta(or 20alpha)-hydroxysteroid dehydrogenase inhibitor"^^xsd:string,
        "3beta(or 20alpha)-hydroxysteroid dehydrogenase inhibitors"^^xsd:string,
        "3beta(or 20alpha)-hydroxysteroid:NADP(+) oxidoreductase inhibitor"^^xsd:string,
        "3beta(or 20alpha)-hydroxysteroid:NADP(+) oxidoreductase inhibitors"^^xsd:string,
        "3beta,20alpha-hydroxysteroid oxidoreductase inhibitor"^^xsd:string,
        "3beta,20alpha-hydroxysteroid oxidoreductase inhibitors"^^xsd:string,
        "3beta-HSD"^^xsd:string,
        "3beta-hydroxysteroid dehydrogenase"^^xsd:string,
        "3beta-hydroxysteroid dehydrogenase inhibitor"^^xsd:string,
        "dehydrogenase, 3beta,20alpha-hydroxy steroid inhibitor"^^xsd:string,
        "dehydrogenase, 3beta,20alpha-hydroxy steroid inhibitors"^^xsd:string,
        "EC 1.1.1.210 (3beta(or 20alpha)-hydroxysteroid dehydrogenase) inhibitor"^^xsd:string,
        "EC 1.1.1.210 (3beta(or 20alpha)-hydroxysteroid dehydrogenase) inhibitors"^^xsd:string,
        "EC 1.1.1.210 [3beta(or 20alpha)-hydroxysteroid dehydrogenase] inhibitors"^^xsd:string,
        "EC 1.1.1.210 inhibitor"^^xsd:string,
        "EC 1.1.1.210 inhibitors"^^xsd:string,
        "progesterone reductase inhibitor"^^xsd:string,
        "progesterone reductase inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:50788"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50790 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Aromatase_inhibitor"^^xsd:string ;
    rdfs:label "EC 1.14.14.14 (aromatase) inhibitor"^^xsd:string ;
    definition: "An EC 1.14.14.* (oxidoreductase acting on paired donors, incorporating of 1 atom of oxygen, with reduced flavin or flavoprotein as one donor) inhibitor which interferes with the action of aromatase (EC 1.14.14.14) and so reduces production of estrogenic steroid hormones."^^xsd:string ;
    rdfs:subClassOf CHEBI:76838 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "aromatase (EC 1.14.14.14) inhibitor"^^xsd:string,
        "aromatase (EC 1.14.14.14) inhibitors"^^xsd:string,
        "aromatase inhibitor"^^xsd:string,
        "aromatase inhibitors"^^xsd:string,
        "EC 1.14.14.14 (aromatase) inhibitors"^^xsd:string,
        "EC 1.14.14.14 inhibitor"^^xsd:string,
        "EC 1.14.14.14 inhibitors"^^xsd:string,
        "estrogen synthase inhibitor"^^xsd:string,
        "estrogen synthase inhibitors"^^xsd:string,
        "estrogen synthetase inhibitor"^^xsd:string,
        "estrogen synthetase inhibitors"^^xsd:string,
        "oestrogen synthase inhibitor"^^xsd:string,
        "oestrogen synthase inhibitors"^^xsd:string,
        "oestrogen synthetase inhibitor"^^xsd:string,
        "oestrogen synthetase inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:50790"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50792 a owl:Class ;
    rdfs:label "estrogen receptor antagonist"^^xsd:string ;
    definition: "An antagonist at the estrogen receptor."^^xsd:string ;
    rdfs:subClassOf CHEBI:23888,
        CHEBI:48706 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "estrogen receptor antagonists"^^xsd:string ;
    oboInOwl:id "CHEBI:50792"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50815 a owl:Class ;
    oboInOwl:hasDbXref "CAS:35189-28-7"^^xsd:string,
        "Drug_Central:1968"^^xsd:string,
        "DrugBank:DB00957"^^xsd:string,
        "KEGG:D05209"^^xsd:string,
        "Patent:DE2633210"^^xsd:string,
        "Patent:US4027019"^^xsd:string,
        "Wikipedia:Norgestimate"^^xsd:string ;
    rdfs:label "norgestimate"^^xsd:string ;
    rdfs:subClassOf CHEBI:24983,
        CHEBI:47880,
        CHEBI:73477,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:49326 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:59826 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C23H31NO3"^^xsd:string ;
    chebi:inchi "InChI=1S/C23H31NO3/c1-4-22-12-10-19-18-9-7-17(24-26)14-16(18)6-8-20(19)21(22)11-13-23(22,5-2)27-15(3)25/h2,14,18-21,26H,4,6-13H2,1,3H3/b24-17+/t18-,19+,20+,21-,22-,23-/m0/s1"^^xsd:string ;
    chebi:inchikey "KIQQMECNKUGGKA-NMYWJIRASA-N"^^xsd:string ;
    chebi:mass "369.49718"^^xsd:string ;
    chebi:monoisotopicmass "369.23039"^^xsd:string ;
    chebi:smiles "[H][C@]12CCC(\\C=C1CC[C@]1([H])[C@]2([H])CC[C@@]2(CC)[C@@]1([H])CC[C@@]2(OC(C)=O)C#C)=N/O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(3E)-17alpha-ethynyl-3-(hydroxyimino)-18a-homoestr-4-en-17beta-yl acetate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(17alpha)-17-(Acetyloxy)-13-ethyl-18,19-dinorpregn-4-en-20-yn-3-one 3-oxime"^^xsd:string,
        "(+)-13-Ethyl-17-hydroxy-18,19-dinor-17alpha-pregn-4-en-20-yn-3-one oxime acetate (ester)"^^xsd:string,
        "d-13beta-Ethyl-17alpha-ethynyl-17beta-acetoxygon-4-en-3-one oxime"^^xsd:string,
        "Dexnorgestrel acetime"^^xsd:string,
        "norgestimate"^^xsd:string,
        "norgestimato"^^xsd:string,
        "norgestimatum"^^xsd:string ;
    oboInOwl:id "CHEBI:50815"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50827 a owl:Class ;
    rdfs:label "antiparathyroid drug"^^xsd:string ;
    definition: "A drug used to treat hyperparathyroidism by reducing the excessive production of parathyroid hormones."^^xsd:string ;
    rdfs:subClassOf CHEBI:49020 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "antiparathyroid agent"^^xsd:string,
        "antiparathyroid agents"^^xsd:string,
        "antiparathyroid drugs"^^xsd:string ;
    oboInOwl:id "CHEBI:50827"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50830 a owl:Class ;
    rdfs:label "fluorinated steroid"^^xsd:string ;
    definition: "A steroid which is substituted with one or more fluorine atoms in any position."^^xsd:string ;
    rdfs:subClassOf CHEBI:35341,
        CHEBI:37143 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "fluorinated steroids"^^xsd:string ;
    oboInOwl:id "CHEBI:50830"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50837 a owl:Class ;
    rdfs:label "estrogen antagonist"^^xsd:string ;
    definition: "A compound which inhibits or antagonises the biosynthesis or actions of estrogens."^^xsd:string ;
    rdfs:subClassOf CHEBI:49020 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "oestrogen antagonist"^^xsd:string ;
    oboInOwl:id "CHEBI:50837"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50838 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:4765500"^^xsd:string,
        "CAS:67392-87-4"^^xsd:string,
        "Drug_Central:968"^^xsd:string,
        "DrugBank:DB01395"^^xsd:string,
        "KEGG:D03917"^^xsd:string,
        "Patent:DE2652761"^^xsd:string,
        "Patent:US4129564"^^xsd:string,
        "Wikipedia:Drospirenone"^^xsd:string ;
    rdfs:label "drospirenone"^^xsd:string ;
    rdfs:subClassOf CHEBI:26766,
        CHEBI:47909,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:49323 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50844 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:59826 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C24H30O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C24H30O3/c1-22-6-3-12(25)9-17(22)13-10-14(13)20-16(22)4-7-23(2)21(20)15-11-18(15)24(23)8-5-19(26)27-24/h9,13-16,18,20-21H,3-8,10-11H2,1-2H3/t13-,14+,15-,16+,18+,20-,21+,22-,23+,24+/m1/s1"^^xsd:string ;
    chebi:inchikey "METQSPRSQINEEU-HXCATZOESA-N"^^xsd:string ;
    chebi:mass "366.49320"^^xsd:string ;
    chebi:monoisotopicmass "366.21949"^^xsd:string ;
    chebi:smiles "[H][C@]12CC[C@@]3(C)[C@@]([H])([C@@H]4C[C@@H]4[C@@]33CCC(=O)O3)[C@]1([H])[C@H]1C[C@H]1C1=CC(=O)CC[C@]21C"^^xsd:string ;
    oboInOwl:hasExactSynonym "3-oxo-6alpha,7alpha,15alpha,16alpha-tetrahydro-7'H,16'H-dicyclopropa[6,7;15,16]-17alpha-pregn-4-ene-21,17-carbolactone"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1,2-Dihydrospirorenone"^^xsd:string,
        "6beta,7beta;15beta,16beta-Dimethylene-3-oxo-17alpha-pregn-4-ene-21,17-carbolactone"^^xsd:string,
        "Dehydrospirorenone"^^xsd:string,
        "drospirenona"^^xsd:string,
        "drospirenone"^^xsd:string,
        "drospirenonum"^^xsd:string ;
    oboInOwl:id "CHEBI:50838"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50841 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:626753"^^xsd:string,
        "CAS:1977-10-2"^^xsd:string,
        "Drug_Central:1613"^^xsd:string,
        "DrugBank:DB00408"^^xsd:string,
        "KEGG:C07104"^^xsd:string,
        "KEGG:D02340"^^xsd:string,
        "LINCS:LSM-2881"^^xsd:string,
        "Patent:NL6406089"^^xsd:string,
        "Patent:US3412193"^^xsd:string,
        "Patent:US3546226"^^xsd:string,
        "Wikipedia:Loxapine"^^xsd:string ;
    rdfs:label "loxapine"^^xsd:string ;
    rdfs:subClassOf CHEBI:53802,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35476 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48561 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C18H18ClN3O"^^xsd:string ;
    chebi:inchi "InChI=1S/C18H18ClN3O/c1-21-8-10-22(11-9-21)18-14-12-13(19)6-7-16(14)23-17-5-3-2-4-15(17)20-18/h2-7,12H,8-11H2,1H3"^^xsd:string ;
    chebi:inchikey "XJGVXQDUIWGIRW-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "327.80784"^^xsd:string ;
    chebi:monoisotopicmass "327.11384"^^xsd:string ;
    chebi:smiles "CN1CCN(CC1)C1=Nc2ccccc2Oc2ccc(Cl)cc12"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:6548"^^xsd:string,
        "CHEBI:50839"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-chloro-11-(4-methylpiperazin-1-yl)dibenzo[b,f][1,4]oxazepine"^^xsd:string,
        "Loxapine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-chloro-11-(4-methyl-1-piperazinyl)dibenz[b,f][1,4]oxazepine"^^xsd:string,
        "Cloxazepine"^^xsd:string,
        "loxapina"^^xsd:string,
        "loxapine"^^xsd:string,
        "loxapinum"^^xsd:string,
        "oxilapine"^^xsd:string ;
    oboInOwl:id "CHEBI:50841"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50843 a owl:Class ;
    rdfs:label "antimineralocorticoid"^^xsd:string ;
    definition: "A compound which inhibits or antagonizes the biosynthesis or actions of mineralocorticoids, a class of steroid hormones characterised by their similarity to aldosterone and their influence on salt and water balance."^^xsd:string ;
    rdfs:subClassOf CHEBI:49020 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:50843"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50844 a owl:Class ;
    rdfs:label "aldosterone antagonist"^^xsd:string ;
    rdfs:subClassOf CHEBI:50843 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:50844"^^xsd:string ;
    oboInOwl:inSubset chebi2:1_STAR .

CHEBI:50845 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:3041790"^^xsd:string,
        "CAS:564-25-0"^^xsd:string,
        "Chemspider:10469369"^^xsd:string,
        "Drug_Central:961"^^xsd:string,
        "DrugBank:DB00254"^^xsd:string,
        "HMDB:HMDB0014399"^^xsd:string,
        "KEGG:C06973"^^xsd:string,
        "KEGG:D07876"^^xsd:string,
        "KNApSAcK:C00017127"^^xsd:string,
        "LIPID_MAPS_instance:LMPK07000001"^^xsd:string,
        "MetaCyc:CPD-19256"^^xsd:string,
        "Patent:US3019260"^^xsd:string,
        "Patent:US3200149"^^xsd:string,
        "PDBeChem:DXT"^^xsd:string,
        "PMCID:PMC8464303"^^xsd:string,
        "PMCID:PMC8466018"^^xsd:string,
        "PMID:1650428"^^xsd:string,
        "PMID:11477376"^^xsd:string,
        "PMID:11850258"^^xsd:string,
        "PMID:11891205"^^xsd:string,
        "PMID:16651635"^^xsd:string,
        "PMID:19630297"^^xsd:string,
        "PMID:23698443"^^xsd:string,
        "PMID:24134630"^^xsd:string,
        "PMID:34128838"^^xsd:string,
        "PMID:34228348"^^xsd:string,
        "PMID:34318509"^^xsd:string,
        "PMID:34338231"^^xsd:string,
        "PMID:34355683"^^xsd:string,
        "PMID:34551605"^^xsd:string,
        "PMID:34577552"^^xsd:string,
        "Reaxys:3041790"^^xsd:string,
        "VSDB:1840"^^xsd:string,
        "Wikipedia:Doxycycline"^^xsd:string ;
    rdfs:label "doxycycline"^^xsd:string ;
    definition: "Tetracycline in which the 5beta-hydrogen is replaced by a hydroxy group, while the 6alpha-hydroxy group is replaced by hydrogen. A semi-synthetic tetracycline antibiotic, it is used to inhibit bacterial protein synthesis and treat non-gonococcal urethritis and cervicitis, exacerbations of bronchitis in patients with chronic obstructive pulmonary disease (COPD), and adult periodontitis."^^xsd:string ;
    rdfs:subClassOf CHEBI:26895,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:36047 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38068 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50846 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:67079 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:176497 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C22H24N2O8"^^xsd:string ;
    chebi:inchi "InChI=1S/C22H24N2O8/c1-7-8-5-4-6-9(25)11(8)16(26)12-10(7)17(27)14-15(24(2)3)18(28)13(21(23)31)20(30)22(14,32)19(12)29/h4-7,10,14-15,17,25,27-29,32H,1-3H3,(H2,23,31)/t7-,10+,14+,15-,17-,22-/m0/s1"^^xsd:string ;
    chebi:inchikey "JBIWCJUYHHGXTC-AKNGSSGZSA-N"^^xsd:string ;
    chebi:mass "444.43464"^^xsd:string ;
    chebi:monoisotopicmass "444.15327"^^xsd:string ;
    chebi:smiles "[H][C@@]12[C@@H](C)c3cccc(O)c3C(=O)C1=C(O)[C@]1(O)C(=O)C(C(N)=O)=C(O)[C@@H](N(C)C)[C@]1([H])[C@H]2O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:4713"^^xsd:string,
        "CHEBI:42135"^^xsd:string ;
    oboInOwl:hasExactSynonym "(4S,4aR,5S,5aR,6R,12aS)-4-(dimethylamino)-3,5,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide"^^xsd:string,
        "Doxycycline"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "5-hydroxy-alpha-6-deoxytetracycline"^^xsd:string,
        "6alpha-deoxy-5-oxytetracycline"^^xsd:string,
        "(4S,4AR,5S,5AR,6R,12AS)-4-(DIMETHYLAMINO)-3,5,10,12,12A-PENTAHYDROXY-6-METHYL-1,11-DIOXO-1,4,4A,5,5A,6,11,12A-OCTAHYDROTETRACENE-2-CARBOXAMIDE"^^xsd:string,
        "doxiciclina"^^xsd:string,
        "Doxycyclin"^^xsd:string,
        "doxycycline"^^xsd:string,
        "doxycycline (anhydrous)"^^xsd:string,
        "doxycyclinum"^^xsd:string,
        "Jenacyclin"^^xsd:string,
        "Supracyclin"^^xsd:string,
        "Vibramycin"^^xsd:string ;
    oboInOwl:id "CHEBI:50845"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50846 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Immunotherapy"^^xsd:string ;
    rdfs:label "immunomodulator"^^xsd:string ;
    definition: "Biologically active substance whose activity affects or plays a role in the functioning of the immune system."^^xsd:string ;
    rdfs:subClassOf CHEBI:23888,
        CHEBI:24432 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Biomodulator"^^xsd:string,
        "Immune factor"^^xsd:string,
        "Immunologic factor"^^xsd:string,
        "Immunological factor"^^xsd:string,
        "immunomodulators"^^xsd:string ;
    oboInOwl:id "CHEBI:50846"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50847 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Immunologic_adjuvant"^^xsd:string ;
    rdfs:label "immunological adjuvant"^^xsd:string ;
    definition: "A substance that augments, stimulates, activates, potentiates, or modulates the immune response at either the cellular or humoral level. A classical agent (Freund's adjuvant, BCG, Corynebacterium parvum, et al.) contains bacterial antigens. It could also be endogenous (e.g., histamine, interferon, transfer factor, tuftsin, interleukin-1). Its mode of action is either non-specific, resulting in increased immune responsiveness to a wide variety of antigens, or antigen-specific, i.e., affecting a restricted type of immune response to a narrow group of antigens. The therapeutic efficacy is related to its antigen-specific immunoadjuvanticity."^^xsd:string ;
    rdfs:subClassOf CHEBI:50846,
        CHEBI:60809 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Immunoactivator"^^xsd:string,
        "Immunoadjuvant"^^xsd:string,
        "Immunologic adjuvant"^^xsd:string,
        "Immunopotentiator"^^xsd:string,
        "Immunostimulant"^^xsd:string ;
    oboInOwl:id "CHEBI:50847"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50848 a owl:Class ;
    oboInOwl:hasDbXref "CAS:129260-79-3"^^xsd:string,
        "DrugBank:DB00873"^^xsd:string ;
    rdfs:label "loteprednol"^^xsd:string ;
    rdfs:subClassOf CHEBI:35342,
        CHEBI:35346,
        CHEBI:36683,
        CHEBI:47887,
        CHEBI:50402,
        CHEBI:77166,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35679 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C21H27ClO5"^^xsd:string ;
    chebi:inchi "InChI=1S/C21H27ClO5/c1-19-7-5-13(23)9-12(19)3-4-14-15-6-8-21(26,18(25)27-11-22)20(15,2)10-16(24)17(14)19/h5,7,9,14-17,24,26H,3-4,6,8,10-11H2,1-2H3/t14-,15-,16-,17+,19-,20-,21-/m0/s1"^^xsd:string ;
    chebi:inchikey "YPZVAYHNBBHPTO-MXRBDKCISA-N"^^xsd:string ;
    chebi:mass "394.88878"^^xsd:string ;
    chebi:monoisotopicmass "394.15470"^^xsd:string ;
    chebi:smiles "[H][C@@]12CCC3=CC(=O)C=C[C@]3(C)[C@@]1([H])[C@@H](O)C[C@@]1(C)[C@@]2([H])CC[C@]1(O)C(=O)OCCl"^^xsd:string ;
    oboInOwl:hasExactSynonym "chloromethyl 11beta,17alpha-dihydroxy-3-oxoandrosta-1,4-diene-17beta-carboxylate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "loteprednol"^^xsd:string ;
    oboInOwl:id "CHEBI:50848"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50850 a owl:Class ;
    rdfs:label "etabonate ester"^^xsd:string ;
    rdfs:subClassOf CHEBI:46722 ;
    oboInOwl:hasExactSynonym "etabonate ester"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "etabonate esters"^^xsd:string ;
    oboInOwl:id "CHEBI:50850"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50851 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:2316706"^^xsd:string,
        "CAS:76-47-1"^^xsd:string,
        "Drug_Central:1387"^^xsd:string,
        "DrugBank:DB00769"^^xsd:string ;
    rdfs:label "hydrocortamate"^^xsd:string ;
    rdfs:subClassOf CHEBI:24261,
        CHEBI:35342,
        CHEBI:35346,
        CHEBI:47909,
        CHEBI:50852,
        CHEBI:139592,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:16962 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35472 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35705 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C27H41NO6"^^xsd:string ;
    chebi:inchi "InChI=1S/C27H41NO6/c1-5-28(6-2)15-23(32)34-16-22(31)27(33)12-10-20-19-8-7-17-13-18(29)9-11-25(17,3)24(19)21(30)14-26(20,27)4/h13,19-21,24,30,33H,5-12,14-16H2,1-4H3/t19-,20-,21-,24+,25-,26-,27-/m0/s1"^^xsd:string ;
    chebi:inchikey "FWFVLWGEFDIZMJ-FOMYWIRZSA-N"^^xsd:string ;
    chebi:mass "475.61758"^^xsd:string ;
    chebi:monoisotopicmass "475.29339"^^xsd:string ;
    chebi:smiles "[H][C@@]12CCC3=CC(=O)CC[C@]3(C)[C@@]1([H])[C@@H](O)C[C@@]1(C)[C@@]2([H])CC[C@]1(O)C(=O)COC(=O)CN(CC)CC"^^xsd:string ;
    oboInOwl:hasExactSynonym "11beta,17-dihydroxy-3,20-dioxopregn-4-en-21-yl N,N-diethylglycinate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "17-Hydroxycorticosterone, 21-(diethylamino)acetate"^^xsd:string,
        "hidrocortamato"^^xsd:string,
        "hydrocortamate"^^xsd:string,
        "hydrocortamatum"^^xsd:string ;
    oboInOwl:id "CHEBI:50851"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50852 a owl:Class ;
    rdfs:label "glycinyl ester"^^xsd:string ;
    definition: "An alpha-amino acid ester in which the amnio acid component is glycine."^^xsd:string ;
    rdfs:subClassOf CHEBI:24373,
        CHEBI:46874 ;
    oboInOwl:hasExactSynonym "glycinyl ester"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "glycinate ester"^^xsd:string,
        "glycinate esters"^^xsd:string,
        "glycinyl esters"^^xsd:string ;
    oboInOwl:id "CHEBI:50852"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50857 a owl:Class ;
    rdfs:label "anti-allergic agent"^^xsd:string ;
    definition: "A drug used to treat allergic reactions."^^xsd:string ;
    rdfs:subClassOf CHEBI:23888 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "anti-allergic agents"^^xsd:string,
        "anti-allergic drug"^^xsd:string,
        "anti-allergic drugs"^^xsd:string ;
    oboInOwl:id "CHEBI:50857"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50858 a owl:Class ;
    rdfs:label "corticosteroid"^^xsd:string ;
    definition: "A natural or synthetic analogue of the hormones secreted by the adrenal gland."^^xsd:string ;
    rdfs:subClassOf CHEBI:35341 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "corticoides"^^xsd:string,
        "corticosteroides"^^xsd:string,
        "corticosteroids"^^xsd:string ;
    oboInOwl:id "CHEBI:50858"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50859 a owl:Class ;
    oboInOwl:hasDbXref "CAS:153559-49-0"^^xsd:string,
        "Drug_Central:361"^^xsd:string,
        "DrugBank:DB00307"^^xsd:string,
        "KEGG:D03106"^^xsd:string,
        "Patent:US5466861"^^xsd:string,
        "Patent:WO9321146"^^xsd:string,
        "Wikipedia:Bexarotene"^^xsd:string ;
    rdfs:label "bexarotene"^^xsd:string ;
    rdfs:subClassOf CHEBI:22723,
        CHEBI:25477,
        CHEBI:26537,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35610 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C24H28O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C24H28O2/c1-15-13-20-21(24(5,6)12-11-23(20,3)4)14-19(15)16(2)17-7-9-18(10-8-17)22(25)26/h7-10,13-14H,2,11-12H2,1,3-6H3,(H,25,26)"^^xsd:string ;
    chebi:inchikey "NAVMQTYZDKMPEU-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "348.47792"^^xsd:string ;
    chebi:monoisotopicmass "348.20893"^^xsd:string ;
    chebi:smiles "Cc1cc2c(cc1C(=C)c1ccc(cc1)C(O)=O)C(C)(C)CCC2(C)C"^^xsd:string ;
    oboInOwl:hasExactSynonym "4-[1-(3,5,5,8,8-pentamethyl-5,6,7,8-tetrahydronaphthalen-2-yl)vinyl]benzoic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "bexarotene"^^xsd:string,
        "bexaroteno"^^xsd:string,
        "bexarotenum"^^xsd:string,
        "p-(1-(5,6,7,8-Tetrahydro-3,5,5,8,8-pentamethyl-2-naphthyl)vinyl)benzoic acid"^^xsd:string ;
    oboInOwl:id "CHEBI:50859"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50860 a owl:Class ;
    rdfs:label "organic molecular entity"^^xsd:string ;
    definition: "Any molecular entity that contains carbon."^^xsd:string ;
    rdfs:subClassOf CHEBI:33582,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:27594 ] ;
    oboInOwl:hasAlternativeId "CHEBI:25700"^^xsd:string,
        "CHEBI:33244"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "organic compounds"^^xsd:string,
        "organic entity"^^xsd:string,
        "organic molecular entities"^^xsd:string ;
    oboInOwl:id "CHEBI:50860"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50861 a owl:Class ;
    oboInOwl:hasDbXref "CAS:81846-19-7"^^xsd:string,
        "Drug_Central:2720"^^xsd:string,
        "DrugBank:DB00374"^^xsd:string,
        "KEGG:D06213"^^xsd:string ;
    rdfs:label "treprostinil"^^xsd:string ;
    rdfs:subClassOf CHEBI:33575,
        CHEBI:38032,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35620 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35674 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50427 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:55347 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:85234 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C23H34O5"^^xsd:string ;
    chebi:inchi "InChI=1S/C23H34O5/c1-2-3-4-7-17(24)9-10-18-19-11-15-6-5-8-22(28-14-23(26)27)20(15)12-16(19)13-21(18)25/h5-6,8,16-19,21,24-25H,2-4,7,9-14H2,1H3,(H,26,27)/t16-,17-,18+,19-,21+/m0/s1"^^xsd:string ;
    chebi:inchikey "PAJMKGZZBBTTOY-ZFORQUDYSA-N"^^xsd:string ;
    chebi:mass "390.51306"^^xsd:string ;
    chebi:monoisotopicmass "390.24062"^^xsd:string ;
    chebi:smiles "[H][C@]12C[C@@H](O)[C@H](CC[C@@H](O)CCCCC)[C@@]1([H])Cc1cccc(OCC(O)=O)c1C2"^^xsd:string ;
    oboInOwl:hasExactSynonym "({(1R,2R,3aS,9aS)-2-hydroxy-1-[(3S)-3-hydroxyoctyl]-2,3,3a,4,9,9a-hexahydro-1H-cyclopenta[b]naphthalen-5-yl}oxy)acetic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "treprostinil"^^xsd:string,
        "treprostinilo"^^xsd:string,
        "treprostinilum"^^xsd:string ;
    oboInOwl:id "CHEBI:50861"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50864 a owl:Class ;
    rdfs:label "insulin-sensitizing drug"^^xsd:string ;
    definition: "An agent which overcomes insulin resistance by activation of the peroxisome proliferator activated receptor gamma (PPAR-gamma)."^^xsd:string ;
    rdfs:subClassOf CHEBI:35526,
        CHEBI:48705,
        CHEBI:70781 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "glitazonas"^^xsd:string,
        "glitazone drug"^^xsd:string,
        "glitazones"^^xsd:string,
        "insulin sensitisers"^^xsd:string,
        "insulin sensitizers"^^xsd:string,
        "insulin-sensitising drug"^^xsd:string,
        "insulin-sensitizing agent"^^xsd:string,
        "peroxisome proliferator-activated receptor gamma agonist"^^xsd:string,
        "peroxisome proliferator-activated receptor gamma agonists"^^xsd:string,
        "PPAR-gamma agonist"^^xsd:string,
        "PPAR-gamma agonists"^^xsd:string,
        "PPARgamma agonist"^^xsd:string,
        "PPARgamma agonists"^^xsd:string,
        "proliferator activated receptor gamma agonist"^^xsd:string,
        "proliferator activated receptor gamma agonists"^^xsd:string,
        "thiazolidinediones"^^xsd:string,
        "tiazolidinedionas"^^xsd:string ;
    oboInOwl:id "CHEBI:50864"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50868 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1722376"^^xsd:string,
        "CAS:52-66-4"^^xsd:string,
        "DrugBank:DB00859"^^xsd:string ;
    rdfs:label "penicillamine"^^xsd:string ;
    definition: "An alpha-amino acid having the structure of valine substituted at the beta position with a sulfanyl group."^^xsd:string ;
    rdfs:subClassOf CHEBI:29256,
        CHEBI:83925 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5H11NO2S"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H11NO2S/c1-5(2,9)3(6)4(7)8/h3,9H,6H2,1-2H3,(H,7,8)"^^xsd:string ;
    chebi:inchikey "VVNCNSJFMMFHPL-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "149.21238"^^xsd:string ;
    chebi:monoisotopicmass "149.05105"^^xsd:string ;
    chebi:smiles "CC(C)(S)C(N)C(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-amino-3-methyl-3-sulfanylbutanoic acid"^^xsd:string,
        "3-sulfanylvaline"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-amino-3-mercapto-3-methylbutyric acid"^^xsd:string,
        "3,3-dimethylcysteine"^^xsd:string,
        "(+-)-penicillamine"^^xsd:string,
        "beta-mercaptovaline"^^xsd:string,
        "D,L-penicillamine"^^xsd:string,
        "DL-3-mercaptovaline"^^xsd:string,
        "DL-beta-mercaptovaline"^^xsd:string ;
    oboInOwl:id "CHEBI:50868"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50885 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:3014278"^^xsd:string,
        "CAS:127-31-1"^^xsd:string,
        "DrugBank:DB00687"^^xsd:string,
        "KEGG:C07004"^^xsd:string,
        "KEGG:D07967"^^xsd:string,
        "LIPID_MAPS_instance:LMST02030103"^^xsd:string,
        "Patent:GB792224"^^xsd:string,
        "Patent:US2852511"^^xsd:string,
        "PDBeChem:ZK5"^^xsd:string,
        "Wikipedia:Fludrocortisone"^^xsd:string ;
    rdfs:label "fludrocortisone"^^xsd:string ;
    rdfs:subClassOf CHEBI:25354,
        CHEBI:35342,
        CHEBI:35344,
        CHEBI:35346,
        CHEBI:36885,
        CHEBI:47909,
        CHEBI:50830,
        CHEBI:61313,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:8386 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35472 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37962 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C21H29FO5"^^xsd:string ;
    chebi:inchi "InChI=1S/C21H29FO5/c1-18-7-5-13(24)9-12(18)3-4-15-14-6-8-20(27,17(26)11-23)19(14,2)10-16(25)21(15,18)22/h9,14-16,23,25,27H,3-8,10-11H2,1-2H3/t14-,15-,16-,18-,19-,20-,21-/m0/s1"^^xsd:string ;
    chebi:inchikey "AAXVEMMRQDVLJB-BULBTXNYSA-N"^^xsd:string ;
    chebi:mass "380.45036"^^xsd:string ;
    chebi:monoisotopicmass "380.19990"^^xsd:string ;
    chebi:smiles "[H][C@@]12CC[C@](O)(C(=O)CO)[C@@]1(C)C[C@H](O)[C@@]1(F)[C@@]2([H])CCC2=CC(=O)CC[C@]12C"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:5101"^^xsd:string,
        "CHEBI:46556"^^xsd:string ;
    oboInOwl:hasExactSynonym "9-fluoro-11beta,17,21-trihydroxypregn-4-ene-3,20-dione"^^xsd:string,
        "Fludrocortisone"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "9ALPHA-FLUOROCORTISOL"^^xsd:string,
        "fludrocortisona"^^xsd:string,
        "fludrocortisone"^^xsd:string,
        "fludrocortisonum"^^xsd:string ;
    oboInOwl:id "CHEBI:50885"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50893 a owl:Class ;
    rdfs:label "azaarene"^^xsd:string ;
    rdfs:subClassOf CHEBI:33833,
        CHEBI:38101 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "azaarenes"^^xsd:string ;
    oboInOwl:id "CHEBI:50893"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50895 a owl:Class ;
    owl:deprecated true ;
    replacedBy: CHEBI:124991 ;
    obsReason: termsMerged: .

CHEBI:50896 a owl:Class ;
    rdfs:label "azabicycloalkene"^^xsd:string ;
    rdfs:subClassOf CHEBI:38101 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "azabicycloalkenes"^^xsd:string ;
    oboInOwl:id "CHEBI:50896"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50897 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:4165215"^^xsd:string ;
    rdfs:label "cefalotin(1-)"^^xsd:string ;
    rdfs:subClassOf CHEBI:29067,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:124991 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C16H15N2O6S2"^^xsd:string ;
    chebi:inchi "InChI=1S/C16H16N2O6S2/c1-8(19)24-6-9-7-26-15-12(14(21)18(15)13(9)16(22)23)17-11(20)5-10-3-2-4-25-10/h2-4,12,15H,5-7H2,1H3,(H,17,20)(H,22,23)/p-1/t12-,15-/m1/s1"^^xsd:string ;
    chebi:inchikey "XIURVHNZVLADCM-IUODEOHRSA-M"^^xsd:string ;
    chebi:mass "395.43218"^^xsd:string ;
    chebi:monoisotopicmass "395.03770"^^xsd:string ;
    chebi:smiles "[H][C@@]1(NC(=O)Cc2cccs2)C(=O)N2C(C([O-])=O)=C(COC(C)=O)CS[C@]12[H]"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:50897"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50899 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1929215"^^xsd:string,
        "CAS:140-77-2"^^xsd:string,
        "Reaxys:1929215"^^xsd:string ;
    rdfs:label "3-cyclopentylpropionic acid"^^xsd:string ;
    definition: "A monocarboxylic acid that is propionic acid in which one of the methyl hydrogens is substituted by a cyclopentyl group."^^xsd:string ;
    rdfs:subClassOf CHEBI:25384 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C8H14O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C8H14O2/c9-8(10)6-5-7-3-1-2-4-7/h7H,1-6H2,(H,9,10)"^^xsd:string ;
    chebi:inchikey "ZRPLANDPDWYOMZ-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "142.19560"^^xsd:string ;
    chebi:monoisotopicmass "142.09938"^^xsd:string ;
    chebi:smiles "OC(=O)CCC1CCCC1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:39989"^^xsd:string ;
    oboInOwl:hasExactSynonym "3-cyclopentylpropanoic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3-CYCLOPENTYL-PROPIONIC ACID"^^xsd:string,
        "Cyclopentanepropanoic acid"^^xsd:string,
        "Cyclopentanepropionic acid"^^xsd:string,
        "cyclopentylpropionic acid"^^xsd:string ;
    oboInOwl:id "CHEBI:50899"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50900 a owl:Class ;
    oboInOwl:hasDbXref "CAS:797-64-8"^^xsd:string ;
    rdfs:label "dexonorgestrel"^^xsd:string ;
    rdfs:subClassOf CHEBI:35342,
        CHEBI:73477,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:7630 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:6443 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C21H28O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C21H28O2/c1-3-20-11-9-17-16-8-6-15(22)13-14(16)5-7-18(17)19(20)10-12-21(20,23)4-2/h2,13,16-19,23H,3,5-12H2,1H3/t16-,17+,18+,19-,20-,21-/m1/s1"^^xsd:string ;
    chebi:inchikey "WWYNJERNGUHSAO-XHCJJCCMSA-N"^^xsd:string ;
    chebi:mass "312.44582"^^xsd:string ;
    chebi:monoisotopicmass "312.20893"^^xsd:string ;
    chebi:smiles "[H][C@@]12CCC(=O)C=C1CC[C@@]1([H])[C@@]2([H])CC[C@]2(CC)[C@]1([H])CC[C@]2(O)C#C"^^xsd:string ;
    oboInOwl:hasExactSynonym "(8alpha,9beta,10alpha,13alpha,14beta)-17alpha-ethynyl-17beta-hydroxy-18a-homoestr-4-en-3-one"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(+)-Norgestrel"^^xsd:string,
        "L-Norgestrel"^^xsd:string ;
    oboInOwl:id "CHEBI:50900"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50902 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Genotoxicity"^^xsd:string ;
    rdfs:label "genotoxin"^^xsd:string ;
    definition: "A role played by a chemical compound to induce direct or indirect DNA damage. Such damage can potentially lead to the formation of a malignant tumour, but DNA damage does not lead inevitably to the creation of cancerous cells."^^xsd:string ;
    rdfs:subClassOf CHEBI:52209 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "genotoxic agent"^^xsd:string,
        "genotoxic agents"^^xsd:string,
        "genotoxins"^^xsd:string ;
    oboInOwl:id "CHEBI:50902"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50903 a owl:Class ;
    rdfs:label "carcinogenic agent"^^xsd:string ;
    definition: "A role played by a chemical compound which is known to  induce a process of carcinogenesis  by corrupting  normal cellular pathways, leading to the acquistion of tumoral capabilities."^^xsd:string ;
    rdfs:subClassOf CHEBI:52209 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "agente carcinogeno"^^xsd:string,
        "cancerigene"^^xsd:string,
        "cancerogene"^^xsd:string,
        "carcinogen"^^xsd:string,
        "carcinogene"^^xsd:string,
        "carcinogenic agents"^^xsd:string,
        "carcinogeno"^^xsd:string,
        "carcinogens"^^xsd:string ;
    oboInOwl:id "CHEBI:50903"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50904 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Allergen"^^xsd:string ;
    rdfs:label "allergen"^^xsd:string ;
    definition: "A chemical compound, or part thereof, which causes the onset of an allergic reaction by interacting with any of the molecular pathways involved in an allergy."^^xsd:string ;
    rdfs:subClassOf CHEBI:52209 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "alergeno"^^xsd:string,
        "allergene"^^xsd:string,
        "allergenic agent"^^xsd:string ;
    oboInOwl:id "CHEBI:50904"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50905 a owl:Class ;
    rdfs:label "teratogenic agent"^^xsd:string ;
    definition: "A role played by a chemical compound  in biological systems with adverse consequences in embryo developments, leading to birth defects, embryo death or altered development, growth retardation and functional defect."^^xsd:string ;
    rdfs:subClassOf CHEBI:52209 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "agent teratogene"^^xsd:string,
        "teratogen"^^xsd:string,
        "teratogeno"^^xsd:string ;
    oboInOwl:id "CHEBI:50905"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50906 a owl:Class ;
    rdfs:label "role"^^xsd:string ;
    definition: "A role is particular behaviour which a material entity may exhibit."^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:50906"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50908 a owl:Class ;
    rdfs:label "hepatotoxic agent"^^xsd:string ;
    definition: "A role played by a chemical compound exihibiting itself through the ability to induce damage to the liver in animals."^^xsd:string ;
    rdfs:subClassOf CHEBI:52209 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "agente hepatotoxico"^^xsd:string,
        "hepatotoxic agents"^^xsd:string,
        "hepatotoxicant"^^xsd:string,
        "hepatotoxicants"^^xsd:string,
        "hepatotoxin"^^xsd:string,
        "hepatotoxins"^^xsd:string,
        "hepatoxic agent"^^xsd:string,
        "hepatoxicant"^^xsd:string ;
    oboInOwl:id "CHEBI:50908"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50909 a owl:Class ;
    rdfs:label "nephrotoxic agent"^^xsd:string ;
    definition: "A role played by a chemical compound exihibiting itself through the ability to induce damage to the kidney in animals."^^xsd:string ;
    rdfs:subClassOf CHEBI:52209 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "agente nefrotoxico"^^xsd:string,
        "nephrotoxicant"^^xsd:string ;
    oboInOwl:id "CHEBI:50909"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50910 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Neurotoxin"^^xsd:string ;
    rdfs:label "neurotoxin"^^xsd:string ;
    definition: "A poison that interferes with the functions of the nervous system."^^xsd:string ;
    rdfs:subClassOf CHEBI:52209,
        CHEBI:64909 ;
    oboInOwl:hasAlternativeId "CHEBI:50911"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "agente neurotoxico"^^xsd:string,
        "nerve poison"^^xsd:string,
        "nerve poisons"^^xsd:string,
        "neurotoxic agent"^^xsd:string,
        "neurotoxic agents"^^xsd:string,
        "neurotoxicant"^^xsd:string,
        "neurotoxins"^^xsd:string ;
    oboInOwl:id "CHEBI:50910"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50911 a owl:Class ;
    owl:deprecated true ;
    replacedBy: CHEBI:50910 ;
    obsReason: termsMerged: .

CHEBI:50913 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Fixation_(histology)"^^xsd:string ;
    rdfs:label "fixative"^^xsd:string ;
    definition: "Any compound used for the purpose of preserving biological tissues from decay in such a way as to allow for the preparation of thin, stained sections for subsequent histological study."^^xsd:string ;
    rdfs:subClassOf CHEBI:24432 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "fixating agent"^^xsd:string,
        "fixating agents"^^xsd:string,
        "fixation agent"^^xsd:string ;
    oboInOwl:id "CHEBI:50913"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50916 a owl:Class ;
    rdfs:label "lipid kinase inhibitor"^^xsd:string ;
    definition: "An EC 2.7.* (P-containing group transferase) inhibitor that interferes with the action of lipid kinases."^^xsd:string ;
    rdfs:subClassOf CHEBI:76668 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "lipid kinase inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:50916"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50917 a owl:Class ;
    rdfs:label "oxa-steroid"^^xsd:string ;
    definition: "A steroid where in the carbon skeleton a carbon atom is replaced by oxygen."^^xsd:string ;
    rdfs:subClassOf CHEBI:35341 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "oxa-steroids"^^xsd:string,
        "oxasteroid"^^xsd:string,
        "oxasteroids"^^xsd:string ;
    oboInOwl:id "CHEBI:50917"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50919 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Antiemetic"^^xsd:string ;
    rdfs:label "antiemetic"^^xsd:string ;
    definition: "A drug used to prevent nausea or vomiting. An antiemetic may act by a wide range of mechanisms: it might affect the medullary control centres (the vomiting centre and the chemoreceptive trigger zone) or affect the peripheral receptors."^^xsd:string ;
    rdfs:subClassOf CHEBI:23888 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "anti-emetic"^^xsd:string,
        "anti-emetics"^^xsd:string,
        "antiemetico"^^xsd:string,
        "antiemetics"^^xsd:string ;
    oboInOwl:id "CHEBI:50919"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50924 a owl:Class ;
    oboInOwl:hasDbXref "CAS:284461-73-0"^^xsd:string,
        "Drug_Central:2459"^^xsd:string,
        "DrugBank:DB00398"^^xsd:string,
        "KEGG:D08524"^^xsd:string,
        "LINCS:LSM-1008"^^xsd:string,
        "PDBeChem:BAX"^^xsd:string,
        "PMID:18520294"^^xsd:string,
        "PMID:19568496"^^xsd:string,
        "PMID:19633425"^^xsd:string,
        "PMID:19821497"^^xsd:string,
        "PMID:36029544"^^xsd:string,
        "Wikipedia:Sorafenib"^^xsd:string ;
    rdfs:label "sorafenib"^^xsd:string ;
    definition: "A member of the class of phenylureas that is urea in which one of the nitrogens is substituted by a 4-chloro-3-trifluorophenyl group while the other is substituted by a phenyl group which, in turn, is substituted at the para position by a [2-(methylcarbamoyl)pyridin-4-yl]oxy group."^^xsd:string ;
    rdfs:subClassOf CHEBI:25529,
        CHEBI:35618,
        CHEBI:83403,
        CHEBI:83565,
        CHEBI:134043,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35610 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38637 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48422 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50925 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:149553 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:173085 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C21H16ClF3N4O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C21H16ClF3N4O3/c1-26-19(30)18-11-15(8-9-27-18)32-14-5-2-12(3-6-14)28-20(31)29-13-4-7-17(22)16(10-13)21(23,24)25/h2-11H,1H3,(H,26,30)(H2,28,29,31)"^^xsd:string ;
    chebi:inchikey "MLDQJTXFUGDVEO-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "464.826"^^xsd:string ;
    chebi:monoisotopicmass "464.08630"^^xsd:string ;
    chebi:smiles "C1(=C(C=C(C=C1)NC(NC2=CC=C(C=C2)OC3=CC=NC(=C3)C(NC)=O)=O)C(F)(F)F)Cl"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:47228"^^xsd:string ;
    oboInOwl:hasExactSynonym "4-[4-({[4-chloro-3-(trifluoromethyl)phenyl]carbamoyl}amino)phenoxy]-N-methylpyridine-2-carboxamide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "4-(4-((((4-Chloro-3-(trifluoromethyl)phenyl)amino)carbonyl)amino)phenoxy)-N-methyl-2-pyridinecarboxamide"^^xsd:string,
        "N-(4-Chloro-3-(trifluoromethyl)phenyl)-N'-(4-(2-(N-methylcarbamoyl)-4-pyridyloxy)phenyl)urea"^^xsd:string,
        "sorafenib"^^xsd:string,
        "sorafenibum"^^xsd:string ;
    oboInOwl:id "CHEBI:50924"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50925 a owl:Class ;
    rdfs:label "EC 2.7.11.1 (non-specific serine/threonine protein kinase) inhibitor"^^xsd:string ;
    definition: "An EC 2.7.11.* (protein-serine/threonine kinase) inhibitor that interferes with the action of non-specific serine/threonine protein kinase (EC 2.7.11.1), a kinase enzyme involved in phosphorylation of hydroxy group of serine or threonine."^^xsd:string ;
    rdfs:subClassOf CHEBI:76812 ;
    oboInOwl:hasAlternativeId "CHEBI:75764"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "A-kinase inhibitor"^^xsd:string,
        "A-kinase inhibitors"^^xsd:string,
        "AP50 kinase inhibitor"^^xsd:string,
        "AP50 kinase inhibitors"^^xsd:string,
        "ATP-protein transphosphorylase inhibitor"^^xsd:string,
        "ATP-protein transphosphorylase inhibitors"^^xsd:string,
        "ATP:protein phosphotransferase (non-specific) inhibitor"^^xsd:string,
        "ATP:protein phosphotransferase (non-specific) inhibitors"^^xsd:string,
        "betaIIPKC inhibitor"^^xsd:string,
        "betaIIPKC inhibitors"^^xsd:string,
        "BR serine/threonine-protein kinase 2 inhibitor"^^xsd:string,
        "BR serine/threonine-protein kinase 2 inhibitors"^^xsd:string,
        "calcium-dependent protein kinase C inhibitor"^^xsd:string,
        "calcium-dependent protein kinase C inhibitors"^^xsd:string,
        "calcium/phospholipid-dependent protein kinase inhibitor"^^xsd:string,
        "calcium/phospholipid-dependent protein kinase inhibitors"^^xsd:string,
        "cAMP-dependent protein kinase A inhibitor"^^xsd:string,
        "cAMP-dependent protein kinase A inhibitors"^^xsd:string,
        "cAMP-dependent protein kinase inhibitor"^^xsd:string,
        "cAMP-dependent protein kinase inhibitors"^^xsd:string,
        "casein kinase 2 inhibitor"^^xsd:string,
        "casein kinase 2 inhibitors"^^xsd:string,
        "casein kinase (phosphorylating) inhibitor"^^xsd:string,
        "casein kinase (phosphorylating) inhibitors"^^xsd:string,
        "casein kinase I inhibitor"^^xsd:string,
        "casein kinase I inhibitors"^^xsd:string,
        "casein kinase II inhibitor"^^xsd:string,
        "casein kinase II inhibitors"^^xsd:string,
        "casein kinase inhibitor"^^xsd:string,
        "casein kinase inhibitors"^^xsd:string,
        "cGMP-dependent protein kinase inhibitor"^^xsd:string,
        "cGMP-dependent protein kinase inhibitors"^^xsd:string,
        "CK-2 inhibitor"^^xsd:string,
        "CK-2 inhibitors"^^xsd:string,
        "CKI inhibitor"^^xsd:string,
        "CKI inhibitors"^^xsd:string,
        "CKII inhibitor"^^xsd:string,
        "CKII inhibitors"^^xsd:string,
        "cyclic AMP-dependent protein kinase A inhibitor"^^xsd:string,
        "cyclic AMP-dependent protein kinase A inhibitors"^^xsd:string,
        "cyclic AMP-dependent protein kinase inhibitor"^^xsd:string,
        "cyclic AMP-dependent protein kinase inhibitors"^^xsd:string,
        "cyclic monophosphate-dependent protein kinase inhibitor"^^xsd:string,
        "cyclic monophosphate-dependent protein kinase inhibitors"^^xsd:string,
        "cyclic nucleotide-dependent protein kinase inhibitor"^^xsd:string,
        "cyclic nucleotide-dependent protein kinase inhibitors"^^xsd:string,
        "cyclin-dependent kinase inhibitor"^^xsd:string,
        "cyclin-dependent kinase inhibitors"^^xsd:string,
        "dsk1 inhibitor"^^xsd:string,
        "dsk1 inhibitors"^^xsd:string,
        "EC 2.7.11.1 (non-specific serine/threonine protein kinase) inhibitors"^^xsd:string,
        "EC 2.7.11.1 inhibitor"^^xsd:string,
        "EC 2.7.11.1 inhibitors"^^xsd:string,
        "epsilon PKC inhibitor"^^xsd:string,
        "epsilon PKC inhibitors"^^xsd:string,
        "glycogen synthase a kinase inhibitor"^^xsd:string,
        "glycogen synthase a kinase inhibitors"^^xsd:string,
        "glycogen synthase kinase inhibitor"^^xsd:string,
        "glycogen synthase kinase inhibitors"^^xsd:string,
        "HIPK2 inhibitor"^^xsd:string,
        "HIPK2 inhibitors"^^xsd:string,
        "Hpr kinase inhibitor"^^xsd:string,
        "Hpr kinase inhibitors"^^xsd:string,
        "hydroxyalkyl-protein kinase inhibitor"^^xsd:string,
        "hydroxyalkyl-protein kinase inhibitors"^^xsd:string,
        "M phase-specific cdc2 kinase inhibitor"^^xsd:string,
        "M phase-specific cdc2 kinase inhibitors"^^xsd:string,
        "mitogen-activated S6 kinase inhibitor"^^xsd:string,
        "mitogen-activated S6 kinase inhibitors"^^xsd:string,
        "MKNK2 inhibitor"^^xsd:string,
        "MKNK2 inhibitors"^^xsd:string,
        "non-specific serine/threonine protein kinase (EC 2.7.11.1) inhibitor"^^xsd:string,
        "non-specific serine/threonine protein kinase (EC 2.7.11.1) inhibitors"^^xsd:string,
        "non-specific serine/threonine protein kinase inhibitor"^^xsd:string,
        "non-specific serine/threonine protein kinase inhibitors"^^xsd:string,
        "p21 activated kinase-1 inhibitor"^^xsd:string,
        "p21 activated kinase-1 inhibitors"^^xsd:string,
        "p82 kinase inhibitor"^^xsd:string,
        "p82 kinase inhibitors"^^xsd:string,
        "PAK1 inhibitor"^^xsd:string,
        "PAK1 inhibitors"^^xsd:string,
        "PAK-1 inhibitor"^^xsd:string,
        "PAK-1 inhibitors"^^xsd:string,
        "phosphorylase b kinase kinase inhibitor"^^xsd:string,
        "phosphorylase b kinase kinase inhibitors"^^xsd:string,
        "PKA inhibitor"^^xsd:string,
        "PKA inhibitors"^^xsd:string,
        "protein glutamyl kinase inhibitor"^^xsd:string,
        "protein glutamyl kinase inhibitors"^^xsd:string,
        "protein kinase (phosphorylating) inhibitor"^^xsd:string,
        "protein kinase (phosphorylating) inhibitors"^^xsd:string,
        "protein kinase A inhibitor"^^xsd:string,
        "protein kinase A inhibitors"^^xsd:string,
        "protein kinase CK2 inhibitor"^^xsd:string,
        "protein kinase CK2 inhibitors"^^xsd:string,
        "protein kinase p58 inhibitor"^^xsd:string,
        "protein kinase p58 inhibitors"^^xsd:string,
        "protein phosphokinase inhibitor"^^xsd:string,
        "protein phosphokinase inhibitors"^^xsd:string,
        "protein serine kinase inhibitor"^^xsd:string,
        "protein serine kinase inhibitors"^^xsd:string,
        "protein serine-threonine kinase inhibitor"^^xsd:string,
        "protein serine-threonine kinase inhibitors"^^xsd:string,
        "protein-aspartyl kinase inhibitor"^^xsd:string,
        "protein-aspartyl kinase inhibitors"^^xsd:string,
        "protein-cysteine kinase inhibitor"^^xsd:string,
        "protein-cysteine kinase inhibitors"^^xsd:string,
        "protein-serine kinase inhibitor"^^xsd:string,
        "protein-serine kinase inhibitors"^^xsd:string,
        "protein-serine/threonine kinase inhibitors"^^xsd:string,
        "Prp4 protein kinase inhibitor"^^xsd:string,
        "Prp4 protein kinase inhibitors"^^xsd:string,
        "Raf kinase inhibitor"^^xsd:string,
        "Raf kinase inhibitors"^^xsd:string,
        "Raf-1 inhibitor"^^xsd:string,
        "Raf-1 inhibitors"^^xsd:string,
        "ribosomal protein S6 kinase II inhibitor"^^xsd:string,
        "ribosomal protein S6 kinase II inhibitors"^^xsd:string,
        "ribosomal S6 protein kinase inhibitor"^^xsd:string,
        "ribosomal S6 protein kinase inhibitors"^^xsd:string,
        "serine kinase inhibitor"^^xsd:string,
        "serine kinase inhibitors"^^xsd:string,
        "serine protein kinase inhibitor"^^xsd:string,
        "serine protein kinase inhibitors"^^xsd:string,
        "serine(threonine) protein kinase inhibitor"^^xsd:string,
        "serine(threonine) protein kinase inhibitors"^^xsd:string,
        "serine-specific protein kinase inhibitor"^^xsd:string,
        "serine-specific protein kinase inhibitors"^^xsd:string,
        "serine/threonine protein kinase inhibitor"^^xsd:string,
        "serine/threonine protein kinase inhibitors"^^xsd:string,
        "STK32 inhibitor"^^xsd:string,
        "STK32 inhibitors"^^xsd:string,
        "T-antigen kinase inhibitor"^^xsd:string,
        "T-antigen kinase inhibitors"^^xsd:string,
        "threonine-specific protein kinase inhibitor"^^xsd:string,
        "threonine-specific protein kinase inhibitors"^^xsd:string,
        "twitchin kinase inhibitor"^^xsd:string,
        "twitchin kinase inhibitors"^^xsd:string,
        "type-2 casein kinase inhibitor"^^xsd:string,
        "type-2 casein kinase inhibitors"^^xsd:string,
        "WEE1Hu inhibitor"^^xsd:string,
        "WEE1Hu inhibitors"^^xsd:string,
        "Wee 1-like kinase inhibitor"^^xsd:string,
        "Wee 1-like kinase inhibitors"^^xsd:string,
        "Wee-kinase inhibitor"^^xsd:string,
        "Wee-kinase inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:50925"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50930 a owl:Class ;
    rdfs:label "thioxanthenes"^^xsd:string ;
    definition: "Thioxanthene and its substitution derivatives."^^xsd:string ;
    rdfs:subClassOf CHEBI:26979,
        CHEBI:38106 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:50930"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50940 a owl:Class ;
    rdfs:label "tetracyclic antidepressant"^^xsd:string ;
    definition: "An antidepressant whose molecular structure consists of four ring-like structures in a T-shape."^^xsd:string ;
    rdfs:subClassOf CHEBI:38163,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35469 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "antidepresivo tetraciclico"^^xsd:string,
        "antidepresivos tetraciclicos"^^xsd:string,
        "piperazinoazepine antidepressant"^^xsd:string,
        "tetracyclic antidepressants"^^xsd:string ;
    oboInOwl:id "CHEBI:50940"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50949 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Selective_serotonin_reuptake_inhibitor"^^xsd:string ;
    rdfs:label "serotonin uptake inhibitor"^^xsd:string ;
    definition: "A compound that specifically inhibits the reuptake of serotonin in the brain. This increases the serotonin concentration in the synaptic cleft which then activates serotonin receptors to a greater extent."^^xsd:string ;
    rdfs:subClassOf CHEBI:48278 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "serotonin reuptake inhibitor"^^xsd:string,
        "SSRI"^^xsd:string ;
    oboInOwl:id "CHEBI:50949"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50967 a owl:Class ;
    rdfs:label "non-covalently-bound molecular entity"^^xsd:string ;
    definition: "Systems consisting of two or more molecular entities held together by non-covalent interactions."^^xsd:string ;
    rdfs:subClassOf CHEBI:36357 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "non-covalently-bound molecular entities"^^xsd:string ;
    oboInOwl:id "CHEBI:50967"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50981 a owl:Class ;
    rdfs:label "secondary aliphatic amine"^^xsd:string ;
    rdfs:subClassOf CHEBI:32863,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:58855 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "CH3NR2"^^xsd:string ;
    chebi:mass "29.04120"^^xsd:string ;
    chebi:monoisotopicmass "29.02655"^^xsd:string ;
    chebi:smiles "[*]CN[*]"^^xsd:string ;
    oboInOwl:hasExactSynonym "secondary aliphatic amine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "secondary aliphatic amines"^^xsd:string ;
    oboInOwl:id "CHEBI:50981"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50990 a owl:Class ;
    rdfs:label "thiazolidinediones"^^xsd:string ;
    definition: "A thiadiazolidine in which the 1,3-thiazolidine ring is substituted by two oxo groups."^^xsd:string ;
    rdfs:subClassOf CHEBI:35622 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:50990"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50994 a owl:Class ;
    rdfs:label "primary amino compound"^^xsd:string ;
    definition: "A compound formally derived from ammonia by replacing one hydrogen atom by an organyl group."^^xsd:string ;
    rdfs:subClassOf CHEBI:50047,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:65296 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "primary amino compounds"^^xsd:string ;
    oboInOwl:id "CHEBI:50994"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50995 a owl:Class ;
    rdfs:label "secondary amino compound"^^xsd:string ;
    definition: "A compound formally derived from ammonia by replacing two hydrogen atoms by organyl groups."^^xsd:string ;
    rdfs:subClassOf CHEBI:50047 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "secondary amino compounds"^^xsd:string ;
    oboInOwl:id "CHEBI:50995"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:50996 a owl:Class ;
    rdfs:label "tertiary amino compound"^^xsd:string ;
    definition: "A compound formally derived from ammonia by replacing three hydrogen atoms by organyl groups."^^xsd:string ;
    rdfs:subClassOf CHEBI:50047,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:137982 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "tertiary amino compounds"^^xsd:string ;
    oboInOwl:id "CHEBI:50996"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51024 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:267181"^^xsd:string,
        "CAS:4969-02-2"^^xsd:string,
        "Drug_Central:1780"^^xsd:string,
        "DrugBank:DB00340"^^xsd:string,
        "LINCS:LSM-1467"^^xsd:string,
        "Wikipedia:Metixene"^^xsd:string ;
    rdfs:label "metixene"^^xsd:string ;
    rdfs:subClassOf CHEBI:26151,
        CHEBI:50930,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37956 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48407 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48876 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C20H23NS"^^xsd:string ;
    chebi:inchi "InChI=1S/C20H23NS/c1-21-12-6-7-15(14-21)13-18-16-8-2-4-10-19(16)22-20-11-5-3-9-17(18)20/h2-5,8-11,15,18H,6-7,12-14H2,1H3"^^xsd:string ;
    chebi:inchikey "MJFJKKXQDNNUJF-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "309.46936"^^xsd:string ;
    chebi:monoisotopicmass "309.15512"^^xsd:string ;
    chebi:smiles "CN1CCCC(CC2c3ccccc3Sc3ccccc23)C1"^^xsd:string ;
    oboInOwl:hasExactSynonym "1-methyl-3-(9H-thioxanthen-9-ylmethyl)piperidine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Methixen"^^xsd:string,
        "Metisene"^^xsd:string,
        "metixene"^^xsd:string,
        "metixeno"^^xsd:string,
        "metixenum"^^xsd:string ;
    oboInOwl:id "CHEBI:51024"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51026 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Macrocycle"^^xsd:string ;
    rdfs:label "macrocycle"^^xsd:string ;
    definition: "A cyclic compound containing nine or more atoms as part of the cyclic system."^^xsd:string ;
    rdfs:subClassOf CHEBI:33595 ;
    oboInOwl:hasExactSynonym "macrocycle"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "macrocycles"^^xsd:string,
        "Makrocyclen"^^xsd:string,
        "makrocyclische Verbindungen"^^xsd:string,
        "Makrozyklen"^^xsd:string,
        "makrozyklische Verbindungen"^^xsd:string ;
    oboInOwl:id "CHEBI:51026"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51029 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:4829839"^^xsd:string ;
    rdfs:label "nedocromil(2-)"^^xsd:string ;
    rdfs:subClassOf CHEBI:38716,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:7492 ] ;
    chebi:charge "-2"^^xsd:string ;
    chebi:formula "C19H15NO7"^^xsd:string ;
    chebi:inchi "InChI=1S/C19H17NO7/c1-3-5-9-16-10(13(21)7-12(18(23)24)20(16)4-2)6-11-14(22)8-15(19(25)26)27-17(9)11/h6-8H,3-5H2,1-2H3,(H,23,24)(H,25,26)/p-2"^^xsd:string ;
    chebi:inchikey "RQTOOFIXOKYGAN-UHFFFAOYSA-L"^^xsd:string ;
    chebi:mass "369.32494"^^xsd:string ;
    chebi:monoisotopicmass "369.08595"^^xsd:string ;
    chebi:smiles "CCCc1c2oc(cc(=O)c2cc2c1n(CC)c(cc2=O)C([O-])=O)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "9-ethyl-4,6-dioxo-10-propyl-6,9-dihydro-4H-pyrano[3,2-g]quinoline-2,8-dicarboxylate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:51029"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51032 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:3593307"^^xsd:string,
        "CAS:80012-43-7"^^xsd:string,
        "Drug_Central:1027"^^xsd:string,
        "DrugBank:DB00751"^^xsd:string,
        "KEGG:D07900"^^xsd:string,
        "Patent:GB2071095"^^xsd:string,
        "Patent:US4313931"^^xsd:string,
        "Reaxys:3593307"^^xsd:string,
        "Wikipedia:Epinastine"^^xsd:string ;
    rdfs:label "epinastine"^^xsd:string ;
    definition: "A benzazepine that is 6,11-dihydro-5H-dibenzo[b,e]azepine in which the azepine ring is fused to the e side of 4,5-dihydro-1H-imidazol-2-amine."^^xsd:string ;
    rdfs:subClassOf CHEBI:24436,
        CHEBI:35676,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37955 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50857 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:66981 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C16H15N3"^^xsd:string ;
    chebi:inchi "InChI=1S/C16H15N3/c17-16-18-10-15-13-7-3-1-5-11(13)9-12-6-2-4-8-14(12)19(15)16/h1-8,15H,9-10H2,(H2,17,18)"^^xsd:string ;
    chebi:inchikey "WHWZLSFABNNENI-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "249.31040"^^xsd:string ;
    chebi:monoisotopicmass "249.12660"^^xsd:string ;
    chebi:smiles "NC1=NCC2N1c1ccccc1Cc1ccccc21"^^xsd:string ;
    oboInOwl:hasExactSynonym "9,13b-dihydro-1H-dibenzo[c,f]imidazo[1,5-a]azepin-3-amine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3-amino-9,13b-dihydro-1H-dibenz(c,f)imidazo(1,5-a)azepine"^^xsd:string,
        "(+-)-epinastine"^^xsd:string,
        "epinastina"^^xsd:string,
        "epinastine"^^xsd:string,
        "epinastinum"^^xsd:string ;
    oboInOwl:id "CHEBI:51032"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51038 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1219740"^^xsd:string,
        "CAS:25905-77-5"^^xsd:string,
        "Drug_Central:1812"^^xsd:string,
        "DrugBank:DB00805"^^xsd:string,
        "KEGG:D05039"^^xsd:string,
        "LINCS:LSM-2037"^^xsd:string,
        "Patent:DE2229215"^^xsd:string,
        "Patent:US4169158"^^xsd:string ;
    rdfs:label "minaprine"^^xsd:string ;
    rdfs:subClassOf CHEBI:32863,
        CHEBI:37921,
        CHEBI:38785,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35469 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38323 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48407 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50949 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:51039 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C17H22N4O"^^xsd:string ;
    chebi:inchi "InChI=1S/C17H22N4O/c1-14-13-16(15-5-3-2-4-6-15)19-20-17(14)18-7-8-21-9-11-22-12-10-21/h2-6,13H,7-12H2,1H3,(H,18,20)"^^xsd:string ;
    chebi:inchikey "LDMWSLGGVTVJPG-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "298.38294"^^xsd:string ;
    chebi:monoisotopicmass "298.17936"^^xsd:string ;
    chebi:smiles "Cc1cc(nnc1NCCN1CCOCC1)-c1ccccc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "4-methyl-N-(2-morpholin-4-ylethyl)-6-phenylpyridazin-3-amine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "4-(2-((4-Methyl-6-phenyl-3-pyridazinyl)amino)ethyl)morpholine"^^xsd:string,
        "4-Methyl-3-(2-morpholinoethylamino)-6-phenylpyridazin"^^xsd:string,
        "minaprina"^^xsd:string,
        "minaprine"^^xsd:string,
        "minaprinum"^^xsd:string,
        "N-(4-Methyl-6-phenyl-3-pyridazinyl)-4-morpholineethanamine"^^xsd:string ;
    oboInOwl:id "CHEBI:51038"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51039 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Dopamine_uptake_inhibitor"^^xsd:string ;
    rdfs:label "dopamine uptake inhibitor"^^xsd:string ;
    definition: "A dopaminergic agent that blocks the transport of dopamine into axon terminals or into storage vesicles within terminals. Most of the adrenergic uptake inhibitors also inhibit dopamine uptake."^^xsd:string ;
    rdfs:subClassOf CHEBI:48560 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "DARI"^^xsd:string,
        "dopamine reuptake inhibitor"^^xsd:string,
        "dopamine reuptake inhibitors"^^xsd:string,
        "dopamine uptake inhibitors"^^xsd:string,
        "DRI"^^xsd:string ;
    oboInOwl:id "CHEBI:51039"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51041 a owl:Class ;
    oboInOwl:hasDbXref "CAS:77337-76-9"^^xsd:string,
        "Drug_Central:38"^^xsd:string,
        "DrugBank:DB00659"^^xsd:string,
        "KEGG:D07058"^^xsd:string,
        "Reaxys:9618349"^^xsd:string,
        "Wikipedia:Acamprosate"^^xsd:string ;
    rdfs:label "acamprosate"^^xsd:string ;
    definition: "An  organosulfonic acid that is propane-1-sulfonic acid substituted by an acetylamino group at position 3."^^xsd:string ;
    rdfs:subClassOf CHEBI:22160,
        CHEBI:33551,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35703 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35942 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78298 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5H11NO4S"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H11NO4S/c1-5(7)6-3-2-4-11(8,9)10/h2-4H2,1H3,(H,6,7)(H,8,9,10)"^^xsd:string ;
    chebi:inchikey "AFCGFAGUEYAMAO-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "181.21118"^^xsd:string ;
    chebi:monoisotopicmass "181.04088"^^xsd:string ;
    chebi:smiles "CC(=O)NCCCS(O)(=O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "3-acetamidopropane-1-sulfonic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3-Acetamido-1-propanesulfonic acid"^^xsd:string,
        "acamprosate"^^xsd:string,
        "acamprosato"^^xsd:string,
        "acamprosatum"^^xsd:string,
        "N-Acetylhomotaurine"^^xsd:string ;
    oboInOwl:id "CHEBI:51041"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51043 a owl:Class ;
    oboInOwl:hasDbXref "CAS:145158-71-0"^^xsd:string,
        "DrugBank:DB01079"^^xsd:string,
        "KEGG:D06056"^^xsd:string,
        "Patent:EP505322"^^xsd:string,
        "Patent:US5510353"^^xsd:string,
        "Wikipedia:Tegaserod"^^xsd:string ;
    rdfs:label "tegaserod"^^xsd:string ;
    rdfs:subClassOf CHEBI:24436,
        CHEBI:24631,
        CHEBI:24828,
        CHEBI:35359,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35941 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:55324 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C16H23N5O"^^xsd:string ;
    chebi:inchi "InChI=1S/C16H23N5O/c1-3-4-5-8-18-16(17)21-20-11-12-10-19-15-7-6-13(22-2)9-14(12)15/h6-7,9-11,19H,3-5,8H2,1-2H3,(H3,17,18,21)/b20-11+"^^xsd:string ;
    chebi:inchikey "IKBKZGMPCYNSLU-RGVLZGJSSA-N"^^xsd:string ;
    chebi:mass "301.38670"^^xsd:string ;
    chebi:monoisotopicmass "301.19026"^^xsd:string ;
    chebi:smiles "CCCCCNC(=N)N\\N=C\\c1c[nH]c2ccc(OC)cc12"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-[(5-methoxy-2,3-dihydro-1H-indol-3-yl)methylene]-N-pentylhydrazinecarboximidamide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-(((5-Methoxyindol-3-yl)methylene)amino)-3-pentylguanidine"^^xsd:string,
        "tegaserod"^^xsd:string,
        "tegaserodum"^^xsd:string ;
    oboInOwl:id "CHEBI:51043"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51060 a owl:Class ;
    rdfs:label "hormone agonist"^^xsd:string ;
    definition: "A chemical substance which binds to specific hormone receptors activating the function of the endocrine glands, the biosynthesis of their secreted hormones, or the action of hormones upon their specific sites."^^xsd:string ;
    rdfs:subClassOf CHEBI:48705,
        CHEBI:51061 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:51060"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51061 a owl:Class ;
    rdfs:label "hormone receptor modulator"^^xsd:string ;
    definition: "A drug that modulates the function of the endocrine glands, the biosynthesis of their secreted hormones, or the action of hormones upon their specific sites."^^xsd:string ;
    rdfs:subClassOf CHEBI:90710 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "hormone receptor modulators"^^xsd:string ;
    oboInOwl:id "CHEBI:51061"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51063 a owl:Class ;
    oboInOwl:hasDbXref "CAS:60-13-9"^^xsd:string,
        "DrugBank:DB00182"^^xsd:string,
        "KEGG:D02074"^^xsd:string ;
    rdfs:label "amphetamine sulfate"^^xsd:string ;
    rdfs:subClassOf CHEBI:51337,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:2679 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "(C9H13N)2.H2SO4"^^xsd:string ;
    chebi:inchi "InChI=1S/2C9H13N.H2O4S/c2*1-8(10)7-9-5-3-2-4-6-9;1-5(2,3)4/h2*2-6,8H,7,10H2,1H3;(H2,1,2,3,4)"^^xsd:string ;
    chebi:inchikey "PYHRZPFZZDCOPH-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "368.49200"^^xsd:string ;
    chebi:monoisotopicmass "368.17698"^^xsd:string ;
    chebi:smiles "OS(O)(=O)=O.CC(N)Cc1ccccc1.CC(N)Cc1ccccc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "Amphetamine sulfate"^^xsd:string,
        "bis{1-phenylpropan-2-amine} sulfate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(+-)-2-Amino-1-phenylpropane sulfate"^^xsd:string,
        "(+-)-alpha-Methylphenethylamine sulfate (2:1)"^^xsd:string,
        "(+-)-Amphetamine sulfate"^^xsd:string,
        "(+-)-Phenisopropylamine sulfate"^^xsd:string,
        "Amphamine sulfate"^^xsd:string,
        "Amphetamine sulphate"^^xsd:string,
        "Amphetamini sulfas"^^xsd:string,
        "Amphetaminium sulfuricum"^^xsd:string,
        "Desoxynorephedrine sulfate"^^xsd:string,
        "DL-1-Phenyl-2-aminopropane sulfate"^^xsd:string,
        "DL-Amphetamine hydrogen sulfate"^^xsd:string,
        "dl-Phenamine sulfate"^^xsd:string,
        "phenaminum"^^xsd:string ;
    oboInOwl:id "CHEBI:51063"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51064 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:6493746"^^xsd:string,
        "CAS:51-63-8"^^xsd:string,
        "DrugBank:DB01576"^^xsd:string,
        "KEGG:D02078"^^xsd:string ;
    rdfs:label "(S)-amphetamine sulfate"^^xsd:string ;
    rdfs:subClassOf CHEBI:51063 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "(C9H13N)2.H2SO4"^^xsd:string,
        "C18H28N2O4S"^^xsd:string ;
    chebi:inchi "InChI=1S/2C9H13N.H2O4S/c2*1-8(10)7-9-5-3-2-4-6-9;1-5(2,3)4/h2*2-6,8H,7,10H2,1H3;(H2,1,2,3,4)/t2*8-;/m00./s1"^^xsd:string ;
    chebi:inchikey "PYHRZPFZZDCOPH-QXGOIDDHSA-N"^^xsd:string ;
    chebi:mass "368.49200"^^xsd:string ;
    chebi:monoisotopicmass "368.17698"^^xsd:string ;
    chebi:smiles "[H+].[H+].[O-]S([O-])(=O)=O.C[C@H](N)Cc1ccccc1.C[C@H](N)Cc1ccccc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "bis{(2S)-1-phenylpropan-2-amine} sulfate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(+)-alpha-Methylphenethylamine sulfate (2:1)"^^xsd:string,
        "(+)-Amitrene"^^xsd:string,
        "(+)-Amphetamine sulfate"^^xsd:string,
        "(+)-Amphetamine sulphate"^^xsd:string,
        "(S)-alpha-Methylbenzeneethanamine sulfate"^^xsd:string,
        "D-Amphetamine sulfate"^^xsd:string,
        "D-Benzedrine sulfate"^^xsd:string,
        "D-Betaphedrine"^^xsd:string,
        "Dexamphetamine sulfate"^^xsd:string,
        "Dextro-1-phenyl-2-amino-propane sulfate"^^xsd:string,
        "Dextro-alpha-methylphenethylamine sulfate"^^xsd:string,
        "Dextro-beta-phenylisopropylamine sulfate"^^xsd:string,
        "Dextro-Profetamine"^^xsd:string,
        "Dextroamphetamine sulfate"^^xsd:string,
        "Dextroamphetamine sulphate"^^xsd:string ;
    oboInOwl:id "CHEBI:51064"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51065 a owl:Class ;
    rdfs:label "dopamine agonist"^^xsd:string ;
    definition: "A drug that binds to and activates dopamine receptors."^^xsd:string ;
    rdfs:subClassOf CHEBI:48560 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Agonista dopaminergico"^^xsd:string,
        "Dopamine receptor agonist"^^xsd:string,
        "Dopaminergic agonist"^^xsd:string ;
    oboInOwl:id "CHEBI:51065"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51066 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:839674"^^xsd:string,
        "CAS:72822-12-9"^^xsd:string,
        "Drug_Central:781"^^xsd:string,
        "DrugBank:DB00298"^^xsd:string,
        "KEGG:D07775"^^xsd:string,
        "Patent:DE2915318"^^xsd:string,
        "Patent:US4252721"^^xsd:string,
        "Wikipedia:Dapiprazole"^^xsd:string ;
    rdfs:label "dapiprazole"^^xsd:string ;
    rdfs:subClassOf CHEBI:26421,
        CHEBI:46845,
        CHEBI:46848,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35476 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37890 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:51068 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:66981 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C19H27N5"^^xsd:string ;
    chebi:inchi "InChI=1S/C19H27N5/c1-16-6-2-3-7-17(16)23-14-12-22(13-15-23)11-9-19-21-20-18-8-4-5-10-24(18)19/h2-3,6-7H,4-5,8-15H2,1H3"^^xsd:string ;
    chebi:inchikey "RFWZESUMWJKKRN-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "325.45138"^^xsd:string ;
    chebi:monoisotopicmass "325.22665"^^xsd:string ;
    chebi:smiles "Cc1ccccc1N1CCN(CC1)CCc1nnc2CCCCn12"^^xsd:string ;
    oboInOwl:hasExactSynonym "3-{2-[4-(2-methylphenyl)piperazin-1-yl]ethyl}-5,6,7,8-tetrahydro[1,2,4]triazolo[4,3-a]pyridine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "5,6,7,8-Tetrahydro-3-(2-(4-(o-tolyl)-1-piperazinyl)ethyl)-s-triazolo(4,3-a)pyridine"^^xsd:string,
        "dapiprazol"^^xsd:string,
        "dapiprazole"^^xsd:string,
        "dapiprazolum"^^xsd:string ;
    oboInOwl:id "CHEBI:51066"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51068 a owl:Class ;
    rdfs:label "miotic"^^xsd:string ;
    definition: "An agent causing contraction of the pupil of the eye. Because the size of the pupil is under the antagonistic control of the sympathetic and parasympathetic systems, drugs affecting either system can cause miosis. Drugs that mimic or potentiate the parasympathetic input to the circular constrictor muscle and drugs that inhibit sympathetic input to the radial dilator muscle tend to contract the pupils."^^xsd:string ;
    rdfs:subClassOf CHEBI:35942 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Miotico"^^xsd:string,
        "miotics"^^xsd:string ;
    oboInOwl:id "CHEBI:51068"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51069 a owl:Class ;
    rdfs:label "organic halide salt"^^xsd:string ;
    rdfs:subClassOf CHEBI:24868 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "organic halide salts"^^xsd:string ;
    oboInOwl:id "CHEBI:51069"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51080 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Nitrate_ester"^^xsd:string ;
    rdfs:label "nitrate ester"^^xsd:string ;
    definition: "Any member of the class of nitrates resulting from the esterification of nitric acid with an alcohol."^^xsd:string ;
    rdfs:subClassOf CHEBI:36963,
        CHEBI:51081 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "nitrate esters"^^xsd:string ;
    oboInOwl:id "CHEBI:51080"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51081 a owl:Class ;
    rdfs:label "nitrates"^^xsd:string ;
    rdfs:subClassOf CHEBI:51143,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:48107 ] ;
    oboInOwl:hasAlternativeId "CHEBI:25544"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:51081"^^xsd:string ;
    oboInOwl:inSubset chebi2:1_STAR .

CHEBI:51086 a owl:Class ;
    rdfs:label "chemical role"^^xsd:string ;
    definition: "A role played by the molecular entity or part thereof within a chemical context."^^xsd:string ;
    rdfs:subClassOf CHEBI:50906 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:51086"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51099 a owl:Class ;
    rdfs:label "selegiline(1+)"^^xsd:string ;
    rdfs:subClassOf CHEBI:38605,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:50217 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C13H18N"^^xsd:string ;
    chebi:inchi "InChI=1S/C13H17N/c1-4-10-14(3)12(2)11-13-8-6-5-7-9-13/h1,5-9,12H,10-11H2,2-3H3/p+1"^^xsd:string ;
    chebi:inchikey "MEZLKOACVSPNER-UHFFFAOYSA-O"^^xsd:string ;
    chebi:mass "188.28876"^^xsd:string ;
    chebi:monoisotopicmass "188.14338"^^xsd:string ;
    chebi:smiles "[H][N+](C)(CC#C)C(C)Cc1ccccc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "N-methyl-N-(1-methyl-2-phenylethyl)prop-2-yn-1-aminium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:51099"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51121 a owl:Class ;
    rdfs:label "fluorescent dye"^^xsd:string ;
    rdfs:subClassOf CHEBI:37958 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "fluorescent dyes"^^xsd:string ;
    oboInOwl:id "CHEBI:51121"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51141 a owl:Class ;
    oboInOwl:hasDbXref "CAS:81403-80-7"^^xsd:string,
        "Drug_Central:115"^^xsd:string,
        "DrugBank:DB00346"^^xsd:string,
        "KEGG:D07124"^^xsd:string,
        "LINCS:LSM-1291"^^xsd:string,
        "Patent:DE2904445"^^xsd:string,
        "Patent:US4315007"^^xsd:string,
        "Wikipedia:Alfuzosin"^^xsd:string ;
    rdfs:label "alfuzosin"^^xsd:string ;
    rdfs:subClassOf CHEBI:29347,
        CHEBI:38530,
        CHEBI:47017,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35610 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35674 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37890 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C19H27N5O4"^^xsd:string ;
    chebi:inchi "InChI=1S/C19H27N5O4/c1-24(8-5-7-21-18(25)14-6-4-9-28-14)19-22-13-11-16(27-3)15(26-2)10-12(13)17(20)23-19/h10-11,14H,4-9H2,1-3H3,(H,21,25)(H2,20,22,23)"^^xsd:string ;
    chebi:inchikey "WNMJYKCGWZFFKR-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "389.44898"^^xsd:string ;
    chebi:monoisotopicmass "389.20630"^^xsd:string ;
    chebi:smiles "COc1cc2nc(nc(N)c2cc1OC)N(C)CCCNC(=O)C1CCCO1"^^xsd:string ;
    oboInOwl:hasExactSynonym "N-{3-[(4-amino-6,7-dimethoxyquinazolin-2-yl)(methyl)amino]propyl}tetrahydrofuran-2-carboxamide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "alfuzosin"^^xsd:string,
        "alfuzosina"^^xsd:string,
        "alfuzosine"^^xsd:string,
        "alfuzosinum"^^xsd:string ;
    oboInOwl:id "CHEBI:51141"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51143 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C06061"^^xsd:string ;
    rdfs:label "nitrogen molecular entity"^^xsd:string ;
    rdfs:subClassOf CHEBI:33302,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:25555 ] ;
    oboInOwl:hasAlternativeId "CHEBI:7594"^^xsd:string,
        "CHEBI:25556"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "nitrogen compounds"^^xsd:string,
        "nitrogen molecular entities"^^xsd:string,
        "Nitrogenous compounds"^^xsd:string ;
    oboInOwl:id "CHEBI:51143"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51144 a owl:Class ;
    rdfs:label "nitrogen group"^^xsd:string ;
    rdfs:subClassOf CHEBI:24433 ;
    oboInOwl:hasExactSynonym "nitrogen group"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "nitrogen groups"^^xsd:string,
        "nitrogen-containing group"^^xsd:string,
        "nitrogenous group"^^xsd:string ;
    oboInOwl:id "CHEBI:51144"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51151 a owl:Class ;
    rdfs:label "dipolar compound"^^xsd:string ;
    definition: "An  organic molecule that is electrically neutral carrying a positive and a negative charge in one of its major canonical descriptions. In most dipolar compounds the charges are delocalized; however the term is also applied to species where this is not the case."^^xsd:string ;
    rdfs:subClassOf CHEBI:72695 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "dipolar compounds"^^xsd:string ;
    oboInOwl:id "CHEBI:51151"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51164 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:4716660"^^xsd:string,
        "CAS:18016-80-3"^^xsd:string,
        "Drug_Central:1588"^^xsd:string,
        "DrugBank:DB00589"^^xsd:string ;
    rdfs:label "lisuride"^^xsd:string ;
    rdfs:subClassOf CHEBI:29347,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:38484 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35941 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48407 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:51065 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C20H26N4O"^^xsd:string ;
    chebi:inchi "InChI=1S/C20H26N4O/c1-4-24(5-2)20(25)22-14-10-16-15-7-6-8-17-19(15)13(11-21-17)9-18(16)23(3)12-14/h6-8,10-11,14,18,21H,4-5,9,12H2,1-3H3,(H,22,25)/t14-,18+/m0/s1"^^xsd:string ;
    chebi:inchikey "BKRGVLQUQGGVSM-KBXCAEBGSA-N"^^xsd:string ;
    chebi:mass "338.44660"^^xsd:string ;
    chebi:monoisotopicmass "338.21066"^^xsd:string ;
    chebi:smiles "[H][C@@]12Cc3c[nH]c4cccc(C1=C[C@@H](CN2C)NC(=O)N(CC)CC)c34"^^xsd:string ;
    oboInOwl:hasExactSynonym "1,1-diethyl-3-[(8alpha)-6-methyl-9,10-didehydroergolin-8-yl]urea"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "lisurida"^^xsd:string,
        "lisuride"^^xsd:string,
        "lisuridum"^^xsd:string,
        "N'-((8alpha)-9,10-Didehydro-6-methylergolin-8-yl)-N,N-diethylurea"^^xsd:string ;
    oboInOwl:id "CHEBI:51164"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51173 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:3219810"^^xsd:string,
        "Beilstein:5605276"^^xsd:string,
        "CAS:469-62-5"^^xsd:string,
        "Drug_Central:844"^^xsd:string,
        "DrugBank:DB00647"^^xsd:string,
        "HMDB:HMDB0014785"^^xsd:string,
        "KEGG:C07406"^^xsd:string,
        "KEGG:D07809"^^xsd:string,
        "PMID:17122535"^^xsd:string,
        "PMID:19874162"^^xsd:string,
        "PMID:23200698"^^xsd:string,
        "Reaxys:5605276"^^xsd:string,
        "Wikipedia:Propoxyphene"^^xsd:string ;
    rdfs:label "dextropropoxyphene"^^xsd:string ;
    definition: "The (1S,2R)-(+)-diastereoisomer of propoxyphene."^^xsd:string ;
    rdfs:subClassOf CHEBI:77401,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:51174 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35482 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:55322 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C22H29NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C22H29NO2/c1-5-21(24)25-22(18(2)17-23(3)4,20-14-10-7-11-15-20)16-19-12-8-6-9-13-19/h6-15,18H,5,16-17H2,1-4H3/t18-,22+/m1/s1"^^xsd:string ;
    chebi:inchikey "XLMALTXPSGQGBX-GCJKJVERSA-N"^^xsd:string ;
    chebi:mass "339.47120"^^xsd:string ;
    chebi:monoisotopicmass "339.21983"^^xsd:string ;
    chebi:smiles "CCC(=O)O[C@@](Cc1ccccc1)([C@H](C)CN(C)C)c1ccccc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "(1S,2R)-1-benzyl-3-(dimethylamino)-2-methyl-1-phenylpropyl propanoate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "4-Dimethylamino-3-methyl-1,2-diphenyl-2-propoxybutane"^^xsd:string,
        "(+)-1,2-Diphenyl-2-propionoxy-3-methyl-4-dimethylaminobutane"^^xsd:string,
        "(+)-4-Dimethylamino-1,2-diphenyl-3-methyl-2-propionyloxybutane"^^xsd:string,
        "(S)-alpha-(2-(Dimethylamino)-1-methylethyl)-alpha-phenylbenzeneethanol propanoate"^^xsd:string,
        "alpha-(+)-4-Dimethylamino-1,2-diphenyl-3-methyl-2-butanol propionate ester"^^xsd:string,
        "alpha-D-4-Dimethylamino-3-methyl-1,2-diphenyl-2-butanol-propionat"^^xsd:string,
        "d-Propoxyphene"^^xsd:string,
        "Destropropossifene"^^xsd:string,
        "dextropropoxifeno"^^xsd:string,
        "Dextropropoxyphen"^^xsd:string,
        "dextropropoxyphene"^^xsd:string,
        "dextropropoxyphenum"^^xsd:string,
        "Dextroproxifeno"^^xsd:string ;
    oboInOwl:id "CHEBI:51173"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51174 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:3219811"^^xsd:string,
        "CAS:2338-37-6"^^xsd:string,
        "Drug_Central:1573"^^xsd:string ;
    rdfs:label "levopropoxyphene"^^xsd:string ;
    rdfs:subClassOf CHEBI:77401,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:51173 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:51177 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C22H29NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C22H29NO2/c1-5-21(24)25-22(18(2)17-23(3)4,20-14-10-7-11-15-20)16-19-12-8-6-9-13-19/h6-15,18H,5,16-17H2,1-4H3/t18-,22+/m0/s1"^^xsd:string ;
    chebi:inchikey "XLMALTXPSGQGBX-PGRDOPGGSA-N"^^xsd:string ;
    chebi:mass "339.472"^^xsd:string ;
    chebi:monoisotopicmass "339.21983"^^xsd:string ;
    chebi:smiles "C1=CC=C(C=C1)[C@@](CC2=CC=CC=C2)([C@H](CN(C)C)C)OC(CC)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(1R,2S)-1-benzyl-3-(dimethylamino)-2-methyl-1-phenylpropyl propanoate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(-)-4-(Dimethylamino)-3-methyl-1,2-diphenyl-2-(propionyloxy)butane"^^xsd:string,
        "(-)-Propoxyphene"^^xsd:string,
        "(R)-alpha-(2-(Dimethylamino)-1-methylethyl)-alpha-phenylbenzeneethanol propanoate"^^xsd:string,
        "l-Propoxyphene"^^xsd:string,
        "Levopropossifene"^^xsd:string,
        "levopropoxifeno"^^xsd:string,
        "levopropoxyphene"^^xsd:string,
        "levopropoxyphenum"^^xsd:string ;
    oboInOwl:id "CHEBI:51174"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51177 a owl:Class ;
    rdfs:label "antitussive"^^xsd:string ;
    definition: "An agent that suppresses cough. Antitussives have a central or a peripheral action on the cough reflex, or a combination of both. Compare with  expectorants, which are considered to increase the volume of secretions in the respiratory tract, so facilitating their removal by ciliary action and coughing, and mucolytics, which decrease the viscosity of mucus, facilitating its removal by ciliary action and expectoration."^^xsd:string ;
    rdfs:subClassOf CHEBI:23888 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "anti-tussive"^^xsd:string,
        "cough suppressant"^^xsd:string,
        "cough suppressants"^^xsd:string ;
    oboInOwl:id "CHEBI:51177"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51193 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:3744619"^^xsd:string,
        "CAS:51-74-1"^^xsd:string,
        "DrugBank:DB00667"^^xsd:string,
        "KEGG:D04445"^^xsd:string,
        "Reaxys:3744619"^^xsd:string ;
    rdfs:label "histamine phosphate"^^xsd:string ;
    definition: "A phosphate salt that is the diphosphate salt of histamine."^^xsd:string ;
    rdfs:subClassOf CHEBI:37853,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:18295 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35678 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "2H3PO4.C5H9N3"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H9N3.2H3O4P/c6-2-1-5-3-7-4-8-5;2*1-5(2,3)4/h3-4H,1-2,6H2,(H,7,8);2*(H3,1,2,3,4)"^^xsd:string ;
    chebi:inchikey "ZHIBQGJKHVBLJJ-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "307.13554"^^xsd:string ;
    chebi:monoisotopicmass "307.03344"^^xsd:string ;
    chebi:smiles "OP(O)(O)=O.OP(O)(O)=O.NCCc1c[nH]cn1"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-(1H-imidazol-4-yl)ethanamine bis(phosphate)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "4-(2-Aminoethyl)imidazole bis(dihydrogen phosphate)"^^xsd:string,
        "4-(2-Aminoethyl)imidazole di-acid phosphate"^^xsd:string,
        "Histamine acid phosphate"^^xsd:string,
        "Histamine biphosphate"^^xsd:string,
        "Histamine dihydrogen phosphate"^^xsd:string,
        "Histamine diphosphate"^^xsd:string,
        "Histamine phosphate (1:2)"^^xsd:string ;
    oboInOwl:id "CHEBI:51193"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51208 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1223657"^^xsd:string,
        "CAS:32887-01-7"^^xsd:string,
        "DrugBank:DB01163"^^xsd:string,
        "LINCS:LSM-5528"^^xsd:string,
        "Patent:DE2055531"^^xsd:string,
        "Patent:US3957764"^^xsd:string,
        "Reaxys:1223657"^^xsd:string ;
    rdfs:label "mecillinam"^^xsd:string ;
    definition: "A penicillin in which the 6beta substituent is [(azepan-1-yl)methylidene]amino; an extended-spectrum penicillin antibiotic that binds specifically to penicillin binding protein 2 (PBP2), and is only considered to be active against Gram-negative bacteria."^^xsd:string ;
    rdfs:subClassOf CHEBI:17334,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:36047 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C15H23N3O3S"^^xsd:string ;
    chebi:inchi "InChI=1S/C15H23N3O3S/c1-15(2)11(14(20)21)18-12(19)10(13(18)22-15)16-9-17-7-5-3-4-6-8-17/h9-11,13H,3-8H2,1-2H3,(H,20,21)/t10-,11+,13-/m1/s1"^^xsd:string ;
    chebi:inchikey "BWWVAEOLVKTZFQ-NTZNESFSSA-N"^^xsd:string ;
    chebi:mass "325.42754"^^xsd:string ;
    chebi:monoisotopicmass "325.14601"^^xsd:string ;
    chebi:smiles "[H]C(=N[C@@H]1C(=O)N2[C@@H](C(O)=O)C(C)(C)S[C@]12[H])N1CCCCCC1"^^xsd:string ;
    oboInOwl:hasExactSynonym "6beta-{[(azepan-1-yl)methylidene]amino}-2,2-dimethylpenam-3alpha-carboxylic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2S,5R,6R)-6-[(azepan-1-ylmethylidene)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid"^^xsd:string,
        "amdinocillin"^^xsd:string,
        "Coactin"^^xsd:string,
        "mecilinamo"^^xsd:string,
        "mecillinam"^^xsd:string,
        "mecillinamum"^^xsd:string,
        "penicillin HX"^^xsd:string ;
    oboInOwl:id "CHEBI:51208"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51209 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:2414132"^^xsd:string,
        "CAS:90-82-4"^^xsd:string,
        "Drug_Central:2326"^^xsd:string,
        "DrugBank:DB00852"^^xsd:string,
        "HMDB:HMDB0001943"^^xsd:string,
        "KEGG:C02765"^^xsd:string,
        "KEGG:D08449"^^xsd:string,
        "KNApSAcK:C00031097"^^xsd:string,
        "LINCS:LSM-3885"^^xsd:string,
        "MetaCyc:CPD-9954"^^xsd:string,
        "PMID:11153535"^^xsd:string,
        "PMID:12199969"^^xsd:string,
        "PMID:15532139"^^xsd:string,
        "PMID:16410207"^^xsd:string,
        "PMID:16531903"^^xsd:string,
        "PMID:16965375"^^xsd:string,
        "PMID:17230461"^^xsd:string,
        "PMID:17316256"^^xsd:string,
        "PMID:26708626"^^xsd:string,
        "PMID:26762956"^^xsd:string,
        "PMID:26888635"^^xsd:string,
        "PMID:27168748"^^xsd:string,
        "PMID:27179610"^^xsd:string,
        "Reaxys:2414132"^^xsd:string,
        "Wikipedia:Pseudoephedrine"^^xsd:string ;
    rdfs:label "pseudoephedrine"^^xsd:string ;
    definition: "A member of the class of the class of phenylethanolamines that is (1S)-2-(methylamino)-1-phenylethan-1-ol in which the pro-S hydrogen at position 2 is replaced by a methyl group."^^xsd:string ;
    rdfs:subClassOf CHEBI:25990,
        CHEBI:35681,
        CHEBI:50995,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:132296 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35470 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35523 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35524 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35703 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:49167 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50514 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77715 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C10H15NO"^^xsd:string ;
    chebi:inchi "InChI=1S/C10H15NO/c1-8(11-2)10(12)9-6-4-3-5-7-9/h3-8,10-12H,1-2H3/t8-,10+/m0/s1"^^xsd:string ;
    chebi:inchikey "KWGRBVOPPLSCSI-WCBMZHEXSA-N"^^xsd:string ;
    chebi:mass "165.23224"^^xsd:string ;
    chebi:monoisotopicmass "165.11536"^^xsd:string ;
    chebi:smiles "CN[C@@H](C)[C@@H](O)c1ccccc1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:44"^^xsd:string ;
    oboInOwl:hasExactSynonym "(1S,2S)-2-(methylamino)-1-phenylpropan-1-ol"^^xsd:string,
        "Pseudoephedrine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-(Methylamino)-1-phenyl-1-propanol"^^xsd:string,
        "(1S,2S)-(+)-Pseudoephedrine"^^xsd:string,
        "(1S,2S)-Pseudoephedrine"^^xsd:string,
        "(+) threo-2-(methylamino)-1-phenyl-1-propanol"^^xsd:string,
        "(+)-(1S,2S)-Pseudoephedrine"^^xsd:string,
        "(+)-Pseudoephedrine"^^xsd:string,
        "(+)-psi-Ephedrine"^^xsd:string,
        "(+)-threo-Ephedrine"^^xsd:string,
        "d-Isoephedrine"^^xsd:string,
        "d-Pseudoephedrine"^^xsd:string,
        "d-psi-2-Methylamino-1-phenyl-1-propanol"^^xsd:string,
        "d-psi-Ephedrine"^^xsd:string,
        "Isoephedrine"^^xsd:string,
        "L(+)-psi-Ephedrine"^^xsd:string,
        "L-(+)-Pseudoephedrine"^^xsd:string,
        "pseudoefedrina"^^xsd:string,
        "pseudoephedrine"^^xsd:string,
        "Pseudoephedrine D-form"^^xsd:string,
        "pseudoephedrinum"^^xsd:string,
        "Psi-ephedrin"^^xsd:string,
        "Psi-ephedrine"^^xsd:string,
        "psi-ephedrine"^^xsd:string,
        "trans-Ephedrine"^^xsd:string ;
    oboInOwl:id "CHEBI:51209"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51210 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:9014155"^^xsd:string,
        "CAS:32886-97-8"^^xsd:string,
        "DrugBank:DB01605"^^xsd:string,
        "LINCS:LSM-3494"^^xsd:string,
        "Patent:DE2055531"^^xsd:string,
        "Patent:US3957764"^^xsd:string ;
    rdfs:label "pivmecillinam"^^xsd:string ;
    definition: "A penicillanic acid ester that is the [(2,2-dimethylpropanoyl)oxy]methyl ester and prodrug of mecillinam."^^xsd:string ;
    rdfs:subClassOf CHEBI:17334,
        CHEBI:51212,
        CHEBI:136685,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:51208 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:36047 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50266 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C21H33N3O5S"^^xsd:string ;
    chebi:inchi "InChI=1S/C21H33N3O5S/c1-20(2,3)19(27)29-13-28-18(26)15-21(4,5)30-17-14(16(25)24(15)17)22-12-23-10-8-6-7-9-11-23/h12,14-15,17H,6-11,13H2,1-5H3/t14-,15+,17-/m1/s1"^^xsd:string ;
    chebi:inchikey "NPGNOVNWUSPMDP-HLLBOEOZSA-N"^^xsd:string ;
    chebi:mass "439.56994"^^xsd:string ;
    chebi:monoisotopicmass "439.21409"^^xsd:string ;
    chebi:smiles "[H]C(=N[C@@H]1C(=O)N2[C@@H](C(=O)OCOC(=O)C(C)(C)C)C(C)(C)S[C@]12[H])N1CCCCCC1"^^xsd:string ;
    oboInOwl:hasExactSynonym "[(2,2-dimethylpropanoyl)oxy]methyl 6beta-[(azepan-1-ylmethylidene)amino]-2,2-dimethylpenam-3alpha-carboxylate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "[(2,2-dimethylpropanoyl)oxy]methyl (2S,5R,6R)-6-[(azepan-1-ylmethylidene)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate"^^xsd:string,
        "amdinocillin pivoxil"^^xsd:string,
        "amdinocillin, pivaloyloxymethyl ester"^^xsd:string,
        "pivmecilinamo"^^xsd:string,
        "pivmecillinam"^^xsd:string,
        "pivmecillinamum"^^xsd:string ;
    oboInOwl:id "CHEBI:51210"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51211 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1913441"^^xsd:string,
        "CAS:13655-52-2"^^xsd:string,
        "Drug_Central:137"^^xsd:string,
        "DrugBank:DB00866"^^xsd:string,
        "HMDB:HMDB0015004"^^xsd:string,
        "KEGG:D07156"^^xsd:string,
        "LINCS:LSM-1238"^^xsd:string,
        "Patent:NL6605692"^^xsd:string,
        "Patent:NL6612958"^^xsd:string,
        "PMID:19203609"^^xsd:string,
        "PMID:19882938"^^xsd:string,
        "PMID:21958537"^^xsd:string,
        "PMID:22841109"^^xsd:string,
        "Reaxys:1913441"^^xsd:string,
        "Wikipedia:Alprenolol"^^xsd:string ;
    rdfs:label "alprenolol"^^xsd:string ;
    definition: "A secondary alcohol that is propan-2-ol substituted by a 2-allylphenoxy group at position 1 and an isopropylamino group at position 3. It is a beta-adrenergic antagonist used as a antihypertensive, anti-arrhythmia and a sympatholytic agent."^^xsd:string ;
    rdfs:subClassOf CHEBI:35681,
        CHEBI:50995,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35530 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35674 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38070 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:66991 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C15H23NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C15H23NO2/c1-4-7-13-8-5-6-9-15(13)18-11-14(17)10-16-12(2)3/h4-6,8-9,12,14,16-17H,1,7,10-11H2,2-3H3"^^xsd:string ;
    chebi:inchikey "PAZJSJFMUHDSTF-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "249.34866"^^xsd:string ;
    chebi:monoisotopicmass "249.17288"^^xsd:string ;
    chebi:smiles "CC(C)NCC(O)COc1ccccc1CC=C"^^xsd:string ;
    oboInOwl:hasExactSynonym "1-[2-(propen-2-ylphenoxy)]-3-(isopropylamino)propan-2-ol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-(2-Allylphenoxy)-3-isopropylamino-2-propanol"^^xsd:string,
        "1-(o-Allylphenoxy)-3-(isopropylamino)-2-propanol"^^xsd:string,
        "Alfeprol"^^xsd:string,
        "alprenolol"^^xsd:string,
        "alprenololum"^^xsd:string ;
    oboInOwl:id "CHEBI:51211"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51212 a owl:Class ;
    rdfs:label "penicillanic acid ester"^^xsd:string ;
    rdfs:subClassOf CHEBI:35992,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:25865 ] ;
    oboInOwl:hasExactSynonym "penicillanic acid ester"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:51212"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51214 a owl:Class ;
    oboInOwl:hasDbXref "CAS:14913-33-8"^^xsd:string,
        "Gmelin:101110"^^xsd:string ;
    rdfs:label "diamminedichloroplatinum"^^xsd:string ;
    rdfs:subClassOf CHEBI:33862 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "Cl2H6N2Pt"^^xsd:string ;
    chebi:mass "300.045"^^xsd:string ;
    chebi:monoisotopicmass "298.95559"^^xsd:string ;
    oboInOwl:hasExactSynonym "diamminedichloridoplatinum"^^xsd:string,
        "diamminedichloridoplatinum(II)"^^xsd:string,
        "diamminedichloroplatinum"^^xsd:string,
        "diamminedichloroplatinum(II)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "diammine(dichloro)platinum"^^xsd:string,
        "diammineplatinum dichloride"^^xsd:string ;
    oboInOwl:id "CHEBI:51214"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51217 a owl:Class ;
    rdfs:label "fluorochrome"^^xsd:string ;
    definition: "A fluorescent dye used to stain biological specimens."^^xsd:string ;
    rdfs:subClassOf CHEBI:51121 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "fluorochromes"^^xsd:string ;
    oboInOwl:id "CHEBI:51217"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51230 a owl:Class ;
    oboInOwl:hasDbXref "CAS:155206-00-1"^^xsd:string,
        "DrugBank:DB00905"^^xsd:string,
        "KEGG:D02724"^^xsd:string ;
    rdfs:label "bimatoprost"^^xsd:string ;
    rdfs:subClassOf CHEBI:29347,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35674 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:39456 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C25H37NO4"^^xsd:string ;
    chebi:inchi "InChI=1S/C25H37NO4/c1-2-26-25(30)13-9-4-3-8-12-21-22(24(29)18-23(21)28)17-16-20(27)15-14-19-10-6-5-7-11-19/h3,5-8,10-11,16-17,20-24,27-29H,2,4,9,12-15,18H2,1H3,(H,26,30)/b8-3-,17-16+/t20-,21+,22+,23-,24+/m0/s1"^^xsd:string ;
    chebi:inchikey "AQOKCDNYWBIDND-FTOWTWDKSA-N"^^xsd:string ;
    chebi:mass "415.56562"^^xsd:string ;
    chebi:monoisotopicmass "415.27226"^^xsd:string ;
    chebi:smiles "CCNC(=O)CCC\\C=C/C[C@H]1[C@@H](O)C[C@@H](O)[C@@H]1\\C=C\\[C@@H](O)CCc1ccccc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "(5Z)-7-{(1R,2R,3R,5S)-3,5-dihydroxy-2-[(1E,3S)-3-hydroxy-5-phenylpent-1-en-1-yl]cyclopentyl}-N-ethylhept-5-enamide"^^xsd:string,
        "bimatoprost"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(Z)-7-((1R,2R,3R,5S)-3,5-Dihydroxy-2-((1E,3S)-3-hydroxy-5-phenyl-1-pentenyl)cyclopentyl)-N-ethyl-5-heptenamide"^^xsd:string,
        "bimatoprost"^^xsd:string,
        "bimatoprostum"^^xsd:string ;
    oboInOwl:id "CHEBI:51230"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51231 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:3557399"^^xsd:string,
        "CAS:47165-04-8"^^xsd:string ;
    rdfs:label "DAPI"^^xsd:string ;
    rdfs:subClassOf CHEBI:24828,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:51217 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C16H15N5"^^xsd:string ;
    chebi:inchi "InChI=1S/C16H15N5/c17-15(18)10-3-1-9(2-4-10)13-7-11-5-6-12(16(19)20)8-14(11)21-13/h1-8,21H,(H3,17,18)(H3,19,20)"^^xsd:string ;
    chebi:inchikey "FWBHETKCLVMNFS-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "277.32380"^^xsd:string ;
    chebi:monoisotopicmass "277.13275"^^xsd:string ;
    chebi:smiles "NC(=N)c1ccc(cc1)-c1cc2ccc(cc2[nH]1)C(N)=N"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-(4-carbamimidoylphenyl)-1H-indole-6-carboximidamide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-(4-(aminoiminomethyl)phenyl)-1H-indole-6-carboximidamide"^^xsd:string,
        "4',6-diamidino-2-phenylindole"^^xsd:string,
        "4',6-diamidinophenyl-indole"^^xsd:string ;
    oboInOwl:id "CHEBI:51231"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51234 a owl:Class ;
    rdfs:label "magnesium halide"^^xsd:string ;
    rdfs:subClassOf CHEBI:33976 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "magnesium halides"^^xsd:string ;
    oboInOwl:id "CHEBI:51234"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51235 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:901640"^^xsd:string,
        "CAS:2622-30-2"^^xsd:string,
        "Chemspider:21865853"^^xsd:string,
        "Drug_Central:516"^^xsd:string,
        "DrugBank:DB01038"^^xsd:string,
        "HMDB:HMDB0015172"^^xsd:string,
        "Patent:US2985654"^^xsd:string,
        "Patent:US3023146"^^xsd:string,
        "PMID:4861216"^^xsd:string,
        "PMID:4863506"^^xsd:string,
        "PMID:4876301"^^xsd:string,
        "PMID:4887393"^^xsd:string,
        "PMID:4889058"^^xsd:string,
        "PMID:5338760"^^xsd:string,
        "PMID:6021593"^^xsd:string,
        "PMID:13691129"^^xsd:string,
        "PMID:13716073"^^xsd:string,
        "PMID:13730922"^^xsd:string,
        "PMID:13744855"^^xsd:string,
        "PMID:13745448"^^xsd:string,
        "PMID:13753477"^^xsd:string,
        "PMID:13769690"^^xsd:string,
        "PMID:13777037"^^xsd:string,
        "PMID:13865331"^^xsd:string,
        "PMID:13921145"^^xsd:string,
        "PMID:13959058"^^xsd:string,
        "PMID:14020488"^^xsd:string,
        "PMID:14050412"^^xsd:string,
        "PMID:14089798"^^xsd:string,
        "PMID:14106361"^^xsd:string,
        "PMID:14129292"^^xsd:string,
        "PMID:14218188"^^xsd:string,
        "PMID:14243317"^^xsd:string,
        "PMID:14267601"^^xsd:string,
        "PMID:14286057"^^xsd:string,
        "PMID:14480089"^^xsd:string,
        "Wikipedia:Carphenazine"^^xsd:string ;
    rdfs:label "carfenazine"^^xsd:string ;
    definition: "A member of the class of phenothiazines that is 10H-phenothiazine which carries a propanoyl group at position 2 and a 3-[4-(2-hydroxyethyl)piperazin-1-yl]propyl group at position N-10. It is an antipsychotic drug that is used for the treatment of chronic schizophrenia."^^xsd:string ;
    rdfs:subClassOf CHEBI:38093,
        CHEBI:46851,
        CHEBI:76224,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37930 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48561 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50919 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C24H31N3O2S"^^xsd:string ;
    chebi:inchi "InChI=1S/C24H31N3O2S/c1-2-22(29)19-8-9-24-21(18-19)27(20-6-3-4-7-23(20)30-24)11-5-10-25-12-14-26(15-13-25)16-17-28/h3-4,6-9,18,28H,2,5,10-17H2,1H3"^^xsd:string ;
    chebi:inchikey "XZSMZRXAEFNJCU-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "411.56138"^^xsd:string ;
    chebi:monoisotopicmass "411.19805"^^xsd:string ;
    chebi:smiles "CCC(=O)C1=CC2=C(SC3=C(C=CC=C3)N2CCCN2CCN(CCO)CC2)C=C1"^^xsd:string ;
    oboInOwl:hasExactSynonym "1-(10-{3-[4-(2-hydroxyethyl)piperazin-1-yl]propyl}-10H-phenothiazin-2-yl)propan-1-one"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-(10-(3-(4-(2-hydroxyethyl)-1-piperazinyl)propyl)phenothiazin-2-yl)-1-propanone"^^xsd:string,
        "carfenazina"^^xsd:string,
        "carfenazine"^^xsd:string,
        "carfenazinum"^^xsd:string,
        "carphenazine"^^xsd:string ;
    oboInOwl:id "CHEBI:51235"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51248 a owl:Class ;
    rdfs:label "Alexa Fluor 594"^^xsd:string ;
    rdfs:subClassOf CHEBI:38164,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:51217 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C39H37N3O13S2"^^xsd:string ;
    chebi:mass "819.857"^^xsd:string ;
    chebi:monoisotopicmass "819.17678"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:51248"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51256 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:6077298"^^xsd:string ;
    rdfs:label "amoxicillin(1-)"^^xsd:string ;
    rdfs:subClassOf CHEBI:51356,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:2676 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C16H18N3O5S"^^xsd:string ;
    chebi:inchi "InChI=1S/C16H19N3O5S/c1-16(2)11(15(23)24)19-13(22)10(14(19)25-16)18-12(21)9(17)7-3-5-8(20)6-4-7/h3-6,9-11,14,20H,17H2,1-2H3,(H,18,21)(H,23,24)/p-1/t9-,10-,11+,14-/m1/s1"^^xsd:string ;
    chebi:inchikey "LSQZJLSUYDQPKJ-NJBDSQKTSA-M"^^xsd:string ;
    chebi:mass "364.39734"^^xsd:string ;
    chebi:monoisotopicmass "364.09727"^^xsd:string ;
    chebi:smiles "[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@H](N)c1ccc(O)cc1)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "6beta-[(2R)-2-amino-2-(4-hydroxyphenyl)acetamido]-2,2-dimethylpenam-3alpha-carboxylate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2S,5R,6R)-6-{[(2R)-2-amino-2-(4-hydroxyphenyl)acetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate"^^xsd:string ;
    oboInOwl:id "CHEBI:51256"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51269 a owl:Class ;
    rdfs:label "acenes"^^xsd:string ;
    definition: "Polycyclic aromatic hydrocarbons consisting of fused benzene rings in a rectilinear arrangement and their substitution derivatives."^^xsd:string ;
    rdfs:subClassOf CHEBI:33836 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:51269"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51270 a owl:Class ;
    rdfs:label "tetracenes"^^xsd:string ;
    definition: "Compounds containing a tetracene skeleton."^^xsd:string ;
    rdfs:subClassOf CHEBI:51269 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "naphthacenes"^^xsd:string ;
    oboInOwl:id "CHEBI:51270"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51276 a owl:Class ;
    rdfs:label "thioureas"^^xsd:string ;
    definition: "Compounds of general formula RR'NC(=S)NR''R'''."^^xsd:string ;
    rdfs:subClassOf CHEBI:50492 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:51276"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51277 a owl:Class ;
    rdfs:label "thioester"^^xsd:string ;
    definition: "A compound of general formula RC(=O)SR'. Compare with thionoester, RC(=S)OR'."^^xsd:string ;
    rdfs:subClassOf CHEBI:26959,
        CHEBI:36586 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "COSR2"^^xsd:string ;
    chebi:mass "60.07500"^^xsd:string ;
    chebi:monoisotopicmass "59.96699"^^xsd:string ;
    chebi:smiles "[*]C(=O)S[*]"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "thio ester"^^xsd:string,
        "thioesters"^^xsd:string,
        "thiol ester"^^xsd:string ;
    oboInOwl:id "CHEBI:51277"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51285 a owl:Class ;
    rdfs:label "acenoquinone"^^xsd:string ;
    definition: "Quinones containing an acene fused ring system."^^xsd:string ;
    rdfs:subClassOf CHEBI:36141,
        CHEBI:51269 ;
    oboInOwl:hasExactSynonym "acenoquinone"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "acenoquinones"^^xsd:string ;
    oboInOwl:id "CHEBI:51285"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51286 a owl:Class ;
    rdfs:label "tetracenequinones"^^xsd:string ;
    rdfs:subClassOf CHEBI:51285,
        CHEBI:51958 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:51286"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51307 a owl:Class ;
    rdfs:label "diester"^^xsd:string ;
    definition: "A diester is a compound containing two ester groups."^^xsd:string ;
    rdfs:subClassOf CHEBI:35701 ;
    oboInOwl:hasExactSynonym "diester"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "diesters"^^xsd:string ;
    oboInOwl:id "CHEBI:51307"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51323 a owl:Class ;
    rdfs:label "cinchona alkaloid"^^xsd:string ;
    definition: "An alkaloid based on a cinchonan skeleton."^^xsd:string ;
    rdfs:subClassOf CHEBI:26509 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "cinchona alkaloids"^^xsd:string ;
    oboInOwl:id "CHEBI:51323"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51329 a owl:Class ;
    oboInOwl:hasDbXref "CAS:119618-22-3"^^xsd:string,
        "PMID:10987980"^^xsd:string,
        "PMID:12001823"^^xsd:string,
        "PMID:12431028"^^xsd:string,
        "PMID:24036364"^^xsd:string,
        "PMID:25215879"^^xsd:string,
        "PMID:26852022"^^xsd:string ;
    rdfs:label "esoxybutynin"^^xsd:string ;
    definition: "A 4-(diethylamino)but-2-yn-1-ol yhat has S configuration. In contrast to the (R)- enantiomer, esoxybutynin exhibits essentially no anticholinergic activity."^^xsd:string ;
    rdfs:subClassOf CHEBI:144551,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:144552 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:36333 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38215 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48876 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C22H31NO3"^^xsd:string ;
    chebi:inchi "InChI=1S/C22H31NO3/c1-3-23(4-2)17-11-12-18-26-21(24)22(25,19-13-7-5-8-14-19)20-15-9-6-10-16-20/h5,7-8,13-14,20,25H,3-4,6,9-10,15-18H2,1-2H3/t22-/m1/s1"^^xsd:string ;
    chebi:inchikey "XIQVNETUBQGFHX-JOCHJYFZSA-N"^^xsd:string ;
    chebi:mass "357.494"^^xsd:string ;
    chebi:monoisotopicmass "357.23039"^^xsd:string ;
    chebi:smiles "C1(CCCCC1)[C@](C2=CC=CC=C2)(C(OCC#CCN(CC)CC)=O)O"^^xsd:string ;
    oboInOwl:hasExactSynonym "4-(diethylamino)but-2-yn-1-yl (2S)-cyclohexyl(hydroxy)phenylacetate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(+)-oxybutynin"^^xsd:string,
        "(S)-(+)-oxybutynin"^^xsd:string,
        "(S)-oxybutynin"^^xsd:string,
        "esoxibutinina"^^xsd:string,
        "esoxybutynin"^^xsd:string,
        "esoxybutynine"^^xsd:string,
        "esoxybutyninum"^^xsd:string ;
    oboInOwl:id "CHEBI:51329"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51336 a owl:Class ;
    rdfs:label "metal sulfate"^^xsd:string ;
    definition: "Sulfate salts where the cation is a metal ion."^^xsd:string ;
    rdfs:subClassOf CHEBI:24840 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "metal sulfates"^^xsd:string ;
    oboInOwl:id "CHEBI:51336"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51337 a owl:Class ;
    rdfs:label "organic sulfate salt"^^xsd:string ;
    rdfs:subClassOf CHEBI:24868,
        CHEBI:35175 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "organic sulfate salts"^^xsd:string ;
    oboInOwl:id "CHEBI:51337"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51339 a owl:Class ;
    rdfs:label "adamantanes"^^xsd:string ;
    definition: "Compounds containing an adamantane skeleton."^^xsd:string ;
    rdfs:subClassOf CHEBI:35294 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:51339"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51350 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:5406065"^^xsd:string ;
    rdfs:label "cloxacillin(1-)"^^xsd:string ;
    rdfs:subClassOf CHEBI:51356,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:49566 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C19H17ClN3O5S"^^xsd:string ;
    chebi:inchi "InChI=1S/C19H18ClN3O5S/c1-8-11(12(22-28-8)9-6-4-5-7-10(9)20)15(24)21-13-16(25)23-14(18(26)27)19(2,3)29-17(13)23/h4-7,13-14,17H,1-3H3,(H,21,24)(H,26,27)/p-1/t13-,14+,17-/m1/s1"^^xsd:string ;
    chebi:inchikey "LQOLIRLGBULYKD-JKIFEVAISA-M"^^xsd:string ;
    chebi:mass "434.87300"^^xsd:string ;
    chebi:monoisotopicmass "434.05829"^^xsd:string ;
    chebi:smiles "[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)c1c(C)onc1-c1ccccc1Cl)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "2,2-dimethyl-6beta-({[5-methyl-3-(2-chlorophenyl)isoxazol-4-yl]carbonyl}amino)penam-3alpha-carboxylate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:51350"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51356 a owl:Class ;
    rdfs:label "penicillinate anion"^^xsd:string ;
    definition: "Any anion formed by loss of a proton from the carboxy group of a penicillin."^^xsd:string ;
    rdfs:subClassOf CHEBI:47811,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:17334 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C9H10N2O4SR"^^xsd:string ;
    chebi:mass "242.25200"^^xsd:string ;
    chebi:monoisotopicmass "242.03613"^^xsd:string ;
    chebi:smiles "[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC([*])=O)C([O-])=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:58108"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "a penicillin"^^xsd:string,
        "penicillin anion"^^xsd:string,
        "penicillin anions"^^xsd:string ;
    oboInOwl:id "CHEBI:51356"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51364 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:8447014"^^xsd:string,
        "CAS:53772-83-1"^^xsd:string,
        "Drug_Central:2877"^^xsd:string,
        "DrugBank:DB01624"^^xsd:string,
        "KEGG:D03556"^^xsd:string ;
    rdfs:label "zuclopenthixol"^^xsd:string ;
    definition: "The (Z)-isomer of clopenthixol."^^xsd:string ;
    rdfs:subClassOf CHEBI:59115 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C22H25ClN2OS"^^xsd:string ;
    chebi:inchi "InChI=1S/C22H25ClN2OS/c23-17-7-8-22-20(16-17)18(19-4-1-2-6-21(19)27-22)5-3-9-24-10-12-25(13-11-24)14-15-26/h1-2,4-8,16,26H,3,9-15H2/b18-5-"^^xsd:string ;
    chebi:inchikey "WFPIAZLQTJBIFN-DVZOWYKESA-N"^^xsd:string ;
    chebi:mass "400.96548"^^xsd:string ;
    chebi:monoisotopicmass "400.13761"^^xsd:string ;
    chebi:smiles "OCCN1CCN(CC\\C=C2\\c3ccccc3Sc3ccc(Cl)cc23)CC1"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-{4-[(3Z)-3-(2-chloro-10H-dibenzo[b,e]thiopyran-10-ylidene)propyl]piperazin-1-yl}ethanol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(Z)-4-(3-(2-Chlorothioxanthen-9-ylidene)propyl)-1-piperazineethanol"^^xsd:string,
        "zuclopenthixol"^^xsd:string,
        "zuclopenthixolum"^^xsd:string,
        "zuclopentixol"^^xsd:string ;
    oboInOwl:id "CHEBI:51364"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51371 a owl:Class ;
    rdfs:label "muscle relaxant"^^xsd:string ;
    definition: "A drug used to produce muscle relaxation (excepting neuromuscular blocking agents). Its primary clinical and therapeutic use is the treatment of muscle spasm and immobility associated with strains, sprains, and injuries of the back and, to a lesser degree, injuries to the neck. Also used for the treatment of a variety of clinical conditions that have in common only the presence of skeletal muscle hyperactivity, for example, the muscle spasms that can occur in multiple sclerosis."^^xsd:string ;
    rdfs:subClassOf CHEBI:51372 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "muscle relaxants"^^xsd:string ;
    oboInOwl:id "CHEBI:51371"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51372 a owl:Class ;
    rdfs:label "neuromuscular agent"^^xsd:string ;
    definition: "A drug used for its actions on skeletal muscle."^^xsd:string ;
    rdfs:subClassOf CHEBI:23888 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:51372"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51373 a owl:Class ;
    rdfs:label "GABA agonist"^^xsd:string ;
    definition: "A drug that binds to and activates gamma-aminobutyric acid receptors."^^xsd:string ;
    rdfs:subClassOf CHEBI:51374 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "GABA agonists"^^xsd:string,
        "GABA receptor agonist"^^xsd:string,
        "GABA receptor agonists"^^xsd:string,
        "gamma-aminobutyric acid receptor agonist"^^xsd:string,
        "gamma-aminobutyric acid receptor agonists"^^xsd:string ;
    oboInOwl:id "CHEBI:51373"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51374 a owl:Class ;
    rdfs:label "GABA agent"^^xsd:string ;
    definition: "A substance, such as agonists, antagonists, degradation or uptake inhibitors, depleters, precursors, and modulators of receptor function, used for its pharmacological actions on GABAergic systems."^^xsd:string ;
    rdfs:subClassOf CHEBI:35942 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:51374"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51380 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:230379"^^xsd:string,
        "CAS:469-21-6"^^xsd:string,
        "Drug_Central:962"^^xsd:string,
        "DrugBank:DB00366"^^xsd:string,
        "KEGG:D07878"^^xsd:string,
        "LINCS:LSM-1563"^^xsd:string,
        "Wikipedia:Doxylamine"^^xsd:string ;
    rdfs:label "doxylamine"^^xsd:string ;
    rdfs:subClassOf CHEBI:26421,
        CHEBI:32876,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35717 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37955 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48873 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50857 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50919 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:51177 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C17H22N2O"^^xsd:string ;
    chebi:inchi "InChI=1S/C17H22N2O/c1-17(20-14-13-19(2)3,15-9-5-4-6-10-15)16-11-7-8-12-18-16/h4-12H,13-14H2,1-3H3"^^xsd:string ;
    chebi:inchikey "HCFDWZZGGLSKEP-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "270.36946"^^xsd:string ;
    chebi:monoisotopicmass "270.17321"^^xsd:string ;
    chebi:smiles "CN(C)CCOC(C)(c1ccccc1)c1ccccn1"^^xsd:string ;
    oboInOwl:hasExactSynonym "N,N-dimethyl-2-(1-phenyl-1-pyridin-2-ylethoxy)ethanamine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-(alpha-(2-(Dimethylamino)ethoxy)-alpha-methylbenzyl)pyridine"^^xsd:string,
        "2-Dimethylaminoethoxyphenylmethyl-2-picoline"^^xsd:string,
        "Dossilamina"^^xsd:string,
        "doxilamina"^^xsd:string,
        "Doxilminio"^^xsd:string,
        "doxylamine"^^xsd:string,
        "doxylaminum"^^xsd:string,
        "N,N-Dimethyl-2-(1-phenyl-1-(2-pyridinyl)ethoxy)ethanamine"^^xsd:string,
        "Phenyl-2-pyridylmethyl-beta-N,N-dimethylaminoethyl ether"^^xsd:string ;
    oboInOwl:id "CHEBI:51380"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51384 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:84273"^^xsd:string,
        "CAS:10504-35-5"^^xsd:string ;
    rdfs:label "D-ascorbic acid"^^xsd:string ;
    rdfs:subClassOf CHEBI:22652,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:29073 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H8O6"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H8O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h2,5,7-10H,1H2/t2-,5+/m1/s1"^^xsd:string ;
    chebi:inchikey "CIWBSHSKHKDKBQ-MVHIGOERSA-N"^^xsd:string ;
    chebi:mass "176.12412"^^xsd:string ;
    chebi:monoisotopicmass "176.03209"^^xsd:string ;
    chebi:smiles "[H][C@]1(OC(=O)C(O)=C1O)[C@H](O)CO"^^xsd:string ;
    oboInOwl:hasExactSynonym "(5S)-5-[(1R)-1,2-dihydroxyethyl]-3,4-dihydroxyfuran-2(5H)-one"^^xsd:string,
        "D-threo-hex-2-enono-1,4-lactone"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "D-lyxoascorbic acid"^^xsd:string,
        "D-threo-hex-2-enoic acid gamma-lactone"^^xsd:string,
        "D-xyloascorbic acid"^^xsd:string ;
    oboInOwl:id "CHEBI:51384"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51422 a owl:Class ;
    rdfs:label "organodiyl group"^^xsd:string ;
    definition: "Any organic substituent group, regardless of functional type, having two free valences at carbon atom(s)."^^xsd:string ;
    rdfs:subClassOf CHEBI:51446 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "organodiyl groups"^^xsd:string ;
    oboInOwl:id "CHEBI:51422"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51446 a owl:Class ;
    rdfs:label "organic divalent group"^^xsd:string ;
    rdfs:subClassOf CHEBI:33247 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:51446"^^xsd:string ;
    oboInOwl:inSubset chebi2:1_STAR .

CHEBI:51447 a owl:Class ;
    rdfs:label "organic univalent group"^^xsd:string ;
    rdfs:subClassOf CHEBI:33247 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:51447"^^xsd:string ;
    oboInOwl:inSubset chebi2:1_STAR .

CHEBI:51450 a owl:Class ;
    oboInOwl:hasDbXref "CAS:147536-97-8"^^xsd:string,
        "Drug_Central:392"^^xsd:string,
        "DrugBank:DB00559"^^xsd:string,
        "KEGG:D07538"^^xsd:string,
        "LINCS:LSM-5825"^^xsd:string,
        "Patent:US2986573"^^xsd:string,
        "Wikipedia:Bosentan"^^xsd:string ;
    rdfs:label "bosentan"^^xsd:string ;
    rdfs:subClassOf CHEBI:15734,
        CHEBI:35358,
        CHEBI:39447,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35674 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:51451 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C27H29N5O6S"^^xsd:string ;
    chebi:inchi "InChI=1S/C27H29N5O6S/c1-27(2,3)18-10-12-19(13-11-18)39(34,35)32-23-22(38-21-9-6-5-8-20(21)36-4)26(37-17-16-33)31-25(30-23)24-28-14-7-15-29-24/h5-15,33H,16-17H2,1-4H3,(H,30,31,32)"^^xsd:string ;
    chebi:inchikey "GJPICJJJRGTNOD-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "551.61526"^^xsd:string ;
    chebi:monoisotopicmass "551.18385"^^xsd:string ;
    chebi:smiles "COc1ccccc1Oc1c(NS(=O)(=O)c2ccc(cc2)C(C)(C)C)nc(nc1OCCO)-c1ncccn1"^^xsd:string ;
    oboInOwl:hasExactSynonym "4-tert-butyl-N-[6-(2-hydroxyethoxy)-5-(2-methoxyphenoxy)-2,2'-bipyrimidin-4-yl]benzenesulfonamide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "4-(1,1-Dimethylethyl)-N-(6-(2-hydroxyethoxy)-5-(2-methoxyphenoxy)-(2,2'-bipyrimidin)-4-yl) benzenesulfornamide"^^xsd:string,
        "bosentan"^^xsd:string,
        "bosentanum"^^xsd:string,
        "p-tert-Butyl-N-(6-(2-hydroxyethoxy)-5-(o-methoxyphenoxy)-2-(2-pyrimidinyl)-4-pyrimidinyl)benzenesulfonamide"^^xsd:string ;
    oboInOwl:id "CHEBI:51450"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51451 a owl:Class ;
    rdfs:label "endothelin receptor antagonist"^^xsd:string ;
    definition: "A hormone antagonist that blocks endothelin receptors."^^xsd:string ;
    rdfs:subClassOf CHEBI:49020 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "ERA"^^xsd:string ;
    oboInOwl:id "CHEBI:51451"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51454 a owl:Class ;
    rdfs:label "cyclopropanes"^^xsd:string ;
    definition: "Cyclopropane and its derivatives formed by substitution."^^xsd:string ;
    rdfs:subClassOf CHEBI:33598 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:51454"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51484 a owl:Class ;
    rdfs:label "Alexa Fluor 430"^^xsd:string ;
    rdfs:subClassOf CHEBI:26979,
        CHEBI:38037,
        CHEBI:38275,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:45791 ],
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:52791 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:51217 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C32H42F3N3O9S"^^xsd:string ;
    chebi:inchi "InChI=1S/C26H27F3N2O9S.C6H15N/c1-25(2)13-15(14-41(36,37)38)16-10-17-18(26(27,28)29)11-24(35)39-20(17)12-19(16)30(25)9-5-3-4-6-23(34)40-31-21(32)7-8-22(31)33;1-4-7(5-2)6-3/h10-13H,3-9,14H2,1-2H3,(H,36,37,38);4-6H2,1-3H3"^^xsd:string ;
    chebi:inchikey "WEJVZSAYICGDCK-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "701.75100"^^xsd:string ;
    chebi:monoisotopicmass "701.25939"^^xsd:string ;
    chebi:smiles "CC[NH+](CC)CC.CC1(C)C=C(CS([O-])(=O)=O)c2cc3c(cc(=O)oc3cc2N1CCCCCC(=O)ON1C(=O)CCC1=O)C(F)(F)F"^^xsd:string ;
    oboInOwl:hasExactSynonym "N,N-diethylethanaminium [9-{6-[(2,5-dioxopyrrolidin-1-yl)oxy]-6-oxohexyl}-8,8-dimethyl-2-oxo-4-(trifluoromethyl)-8,9-dihydro-2H-benzo[g]chromen-6-yl]methanesulfonate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Alexa Fluor 430 carboxylic acid, succinimidyl ester"^^xsd:string ;
    oboInOwl:id "CHEBI:51484"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51545 a owl:Class ;
    rdfs:label "1,2-benzoxazoles"^^xsd:string ;
    definition: "Compounds based on a fused 1,2-oxazole and benzene bicyclic ring skeleton, with the O atom positioned adjacent to one of the positions of ring fusion."^^xsd:string ;
    rdfs:subClassOf CHEBI:51549 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:51545"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51549 a owl:Class ;
    rdfs:label "benzisoxazole"^^xsd:string ;
    definition: "Compounds based on a fused 1,2-oxazole and benzene bicyclic ring skeleton."^^xsd:string ;
    rdfs:subClassOf CHEBI:46700 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "benzisoxazoles"^^xsd:string ;
    oboInOwl:id "CHEBI:51549"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51569 a owl:Class ;
    rdfs:label "N-acyl-amino acid"^^xsd:string ;
    definition: "A carboxamide resulting from the formal condensation of a carboxylic acid with the amino group of an amino acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:33575,
        CHEBI:37622,
        CHEBI:83821,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:33709 ] ;
    oboInOwl:hasAlternativeId "CHEBI:21653"^^xsd:string,
        "CHEBI:22226"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "acyl-amino-acid"^^xsd:string,
        "acyl-amino-acids"^^xsd:string,
        "acylamino acids"^^xsd:string,
        "N-acyl amino acid"^^xsd:string,
        "N-acyl amino acids"^^xsd:string,
        "N-acyl-amino-acid"^^xsd:string,
        "N-acyl-amino-acids"^^xsd:string,
        "N-acylamino acid"^^xsd:string,
        "N-acylamino acids"^^xsd:string ;
    oboInOwl:id "CHEBI:51569"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51570 a owl:Class ;
    rdfs:label "biotins"^^xsd:string ;
    definition: "Compounds containing a biotin (5-[(3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]pentanoic acid) skeleton."^^xsd:string ;
    rdfs:subClassOf CHEBI:25384,
        CHEBI:38295,
        CHEBI:38297,
        CHEBI:47857 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:51570"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51614 a owl:Class ;
    rdfs:label "diarylmethane"^^xsd:string ;
    definition: "Any compound containing two aryl groups connected by a single C atom."^^xsd:string ;
    rdfs:subClassOf CHEBI:33659 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "diarylmethanes"^^xsd:string ;
    oboInOwl:id "CHEBI:51614"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51681 a owl:Class ;
    rdfs:label "dimethoxybenzene"^^xsd:string ;
    definition: "Any methoxybenzene that consists of a benzene skeleton substituted with two methoxy groups and its derivatives."^^xsd:string ;
    rdfs:subClassOf CHEBI:51683 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "dimethoxybenzenes"^^xsd:string ;
    oboInOwl:id "CHEBI:51681"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51683 a owl:Class ;
    rdfs:label "methoxybenzenes"^^xsd:string ;
    definition: "Any aromatic ether that consists of a benzene skeleton substituted with one or more methoxy groups."^^xsd:string ;
    rdfs:subClassOf CHEBI:22712,
        CHEBI:35618 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "methoxybenzene"^^xsd:string ;
    oboInOwl:id "CHEBI:51683"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51689 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Enone"^^xsd:string ;
    rdfs:label "enone"^^xsd:string ;
    definition: "An alpha,beta-unsaturated ketone of general formula R(1)R(2)C=CR(3)-C(=O)R(4) (R(4) =/= H) in which the C=O function is conjugated to a C=C double bond at the alpha,beta position."^^xsd:string ;
    rdfs:subClassOf CHEBI:51721,
        CHEBI:78840 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C3OR4"^^xsd:string ;
    chebi:mass "52.03150"^^xsd:string ;
    chebi:monoisotopicmass "51.99491"^^xsd:string ;
    chebi:smiles "[*]\\C([*])=C(\\[*])C([*])=O"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "enones"^^xsd:string ;
    oboInOwl:id "CHEBI:51689"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51702 a owl:Class ;
    rdfs:label "enoate ester"^^xsd:string ;
    definition: "An alpha,beta-unsaturated carboxylic ester of general formula R(1)R(2)C=CR(3)-C(=O)OR(4) (R(4) =/= H) in which the ester C=O function is conjugated to a C=C double bond at the alpha,beta position."^^xsd:string ;
    rdfs:subClassOf CHEBI:51737,
        CHEBI:78840 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C3O2R4"^^xsd:string ;
    chebi:mass "68.03090"^^xsd:string ;
    chebi:monoisotopicmass "67.98983"^^xsd:string ;
    chebi:smiles "[*]\\C([*])=C(\\[*])C(=O)O[*]"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "enoate"^^xsd:string,
        "enoate esters"^^xsd:string,
        "enoates"^^xsd:string ;
    oboInOwl:id "CHEBI:51702"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51721 a owl:Class ;
    rdfs:label "alpha,beta-unsaturated ketone"^^xsd:string ;
    definition: "A ketone of general formula R(1)R(2)C=CR(3)-C(=O)R(4) (R(4) =/= H) or R(1)C#C-C(=O)R(2) (R(2) =/= H) in which the ketonic C=O function is conjugated to an unsaturated C-C bond at the alpha,beta position."^^xsd:string ;
    rdfs:subClassOf CHEBI:17087 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "alpha,beta-unsaturated ketones"^^xsd:string ;
    oboInOwl:id "CHEBI:51721"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51737 a owl:Class ;
    rdfs:label "alpha,beta-unsaturated carboxylic ester"^^xsd:string ;
    definition: "A carboxylic ester of general formula R(1)R(2)C=CR(3)-C(=O)OR(4) (R(4) =/= H) or R(1)C#C-C(=O)OR(2) (R(2) =/= H) in which the ester C=O function is conjugated to an unsaturated C-C bond at the alpha,beta position."^^xsd:string ;
    rdfs:subClassOf CHEBI:33308 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "alpha,beta-unsaturated carboxylic esters"^^xsd:string ;
    oboInOwl:id "CHEBI:51737"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51744 a owl:Class ;
    rdfs:label "Alexa Fluor 350"^^xsd:string ;
    rdfs:subClassOf CHEBI:33551,
        CHEBI:38275,
        CHEBI:38445,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:51217 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C16H14N2O9S"^^xsd:string ;
    chebi:inchi "InChI=1S/C16H14N2O9S/c1-7-8-4-12(28(23,24)25)10(17)6-11(8)26-16(22)9(7)5-15(21)27-18-13(19)2-3-14(18)20/h4,6H,2-3,5,17H2,1H3,(H,23,24,25)"^^xsd:string ;
    chebi:inchikey "IKYJCHYORFJFRR-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "410.35500"^^xsd:string ;
    chebi:monoisotopicmass "410.04200"^^xsd:string ;
    chebi:smiles "Cc1c(CC(=O)ON2C(=O)CCC2=O)c(=O)oc2cc(N)c(cc12)S(O)(=O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "7-amino-3-{[(2,5-dioxopyrrolidin-1-yl)oxy]-2-oxoethyl}-4-methyl-2-oxo-2H-chromene-6-sulfonic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Alexa Fluor 350 carboxylic acid, succinimidyl ester"^^xsd:string ;
    oboInOwl:id "CHEBI:51744"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51746 a owl:Class ;
    rdfs:label "Alexa Fluor 405"^^xsd:string ;
    definition: "A fluorescent dye of absorption wavelength 401 nm and emission wavelength 421 nm derived from tris(triethylammonium)-8-hydroxypyrene-1,3,6-trisulfonate."^^xsd:string ;
    rdfs:subClassOf CHEBI:46850,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:39106 ],
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:45791 ],
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:63290 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:51217 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C28H21N2O15S3.3C6H16N"^^xsd:string,
        "C46H69N5O15S3"^^xsd:string ;
    chebi:inchi "InChI=1S/C28H24N2O15S3.3C6H15N/c31-23-5-6-24(32)30(23)45-28(34)14-7-9-29(10-8-14)25(33)13-44-19-11-20(46(35,36)37)16-3-4-18-22(48(41,42)43)12-21(47(38,39)40)17-2-1-15(19)26(16)27(17)18;3*1-4-7(5-2)6-3/h1-4,11-12,14H,5-10,13H2,(H,35,36,37)(H,38,39,40)(H,41,42,43);3*4-6H2,1-3H3"^^xsd:string ;
    chebi:inchikey "JLDSMZIBHYTPPR-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "1028.26000"^^xsd:string ;
    chebi:monoisotopicmass "1027.39523"^^xsd:string ;
    chebi:smiles "CC[NH+](CC)CC.CC[NH+](CC)CC.CC[NH+](CC)CC.[O-]S(=O)(=O)c1cc(OCC(=O)N2CCC(CC2)C(=O)ON2C(=O)CCC2=O)c2ccc3c(cc(c4ccc1c2c34)S([O-])(=O)=O)S([O-])(=O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "tris(N,N-diethylethanaminium) 8-[2-(4-{[(2,5-dioxopyrrolidin-1-yl)oxy]carbonyl}piperidin-1-yl)-2-oxoethoxy]pyrene-1,3,6-trisulfonate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Alexa Fluor 405 carboxylic acid, succinimidyl ester"^^xsd:string ;
    oboInOwl:id "CHEBI:51746"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51753 a owl:Class ;
    rdfs:label "Alexa Fluor 480"^^xsd:string ;
    definition: "A fluorescent dye derived from a 3,6-diaminoxanthenium-4,5-disulphate."^^xsd:string ;
    rdfs:subClassOf CHEBI:35478,
        CHEBI:38835,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:42492 ],
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:52790 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:51217 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C21H11Li3N2O11S2"^^xsd:string ;
    chebi:inchi "InChI=1S/C21H14N2O11S2.3Li/c22-13-5-3-10-15(12-7-8(20(24)25)1-2-9(12)21(26)27)11-4-6-14(23)19(36(31,32)33)17(11)34-16(10)18(13)35(28,29)30;;;/h1-7H,22-23H2,(H3-,24,25,26,27,28,29,30,31,32,33);;;/q;3*+1/p-3"^^xsd:string ;
    chebi:inchikey "GGTRJJRCUQAQLU-UHFFFAOYSA-K"^^xsd:string ;
    chebi:mass "552.27200"^^xsd:string ;
    chebi:monoisotopicmass "552.02844"^^xsd:string ;
    chebi:smiles "[Li+].[Li+].[Li+].Nc1ccc2c(-c3cc(ccc3C([O-])=O)C([O-])=O)c3ccc(N)c(c3[o+]c2c1S([O-])(=O)=O)S([O-])(=O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "trilithium 2-(3,6-diamino-4,5-disulfonatoxanthenium-9-yl)benzene-1,4-dicarboxylate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:51753"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51756 a owl:Class ;
    rdfs:label "Alexa Fluor 532"^^xsd:string ;
    rdfs:subClassOf CHEBI:33551,
        CHEBI:38164,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:51217 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C34H33N3O11S2"^^xsd:string ;
    chebi:inchi "InChI=1S/C34H33N3O11S2/c1-15-33(3,4)21-13-19-25(17-7-9-18(10-8-17)32(40)48-37-23(38)11-12-24(37)39)20-14-22-27(36-16(2)34(22,5)6)31(50(44,45)46)29(20)47-28(19)30(26(21)35-15)49(41,42)43/h7-10,13-16,35H,11-12H2,1-6H3,(H,41,42,43)(H,44,45,46)"^^xsd:string ;
    chebi:inchikey "WHVNXSBKJGAXKU-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "723.77144"^^xsd:string ;
    chebi:monoisotopicmass "723.15565"^^xsd:string ;
    chebi:smiles "[H+].[H+].CC1Nc2c(cc3c(Oc4c(c5=NC(C)C(C)(C)c5cc4=C3c3ccc(cc3)C(=O)ON3C(=O)CCC3=O)S([O-])(=O)=O)c2S([O-])(=O)=O)C1(C)C"^^xsd:string ;
    oboInOwl:hasExactSynonym "5-(4-{[(2,5-dioxopyrrolidin-1-yl)oxy]carbonyl}phenyl)-2,3,3,7,7,8-hexamethyl-2,3,7,8-tetrahydro-1H-pyrano[3,2-f:5,6-f']diindole-10,12-disulfonic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Alexa Fluor 532 carboxylic acid, succinimidyl ester"^^xsd:string ;
    oboInOwl:id "CHEBI:51756"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51760 a owl:Class ;
    rdfs:label "Alexa Fluor 546"^^xsd:string ;
    rdfs:subClassOf CHEBI:38164,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:51217 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C44H46Cl3N4NaO14S3"^^xsd:string ;
    chebi:inchi "InChI=1S/C44H47Cl3N4O14S3.Na/c1-19-16-43(3,4)49-35-21(19)14-23-29(24-15-22-20(2)17-44(5,6)50-36(22)41(68(61,62)63)38(24)64-37(23)40(35)67(58,59)60)30-31(42(56)57)32(45)34(47)39(33(30)46)66-18-25(52)48-13-9-7-8-10-28(55)65-51-26(53)11-12-27(51)54;/h14-15,19-20,49H,7-13,16-18H2,1-6H3,(H,48,52)(H,56,57)(H,58,59,60)(H,61,62,63);/q;+1/p-1"^^xsd:string ;
    chebi:inchikey "ZAINTDRBUHCDPZ-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "1080.39800"^^xsd:string ;
    chebi:monoisotopicmass "1078.11359"^^xsd:string ;
    chebi:smiles "[H+].[Na+].CC1CC(C)(C)Nc2c1cc1c(Oc3c(c4=NC(C)(C)CC(C)c4cc3=C1c1c(Cl)c(SCC(=O)NCCCCCC(=O)ON3C(=O)CCC3=O)c(Cl)c(Cl)c1C(O)=O)S([O-])(=O)=O)c2S([O-])(=O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "sodium 6-(2-carboxy-3,4,6-trichloro-5-{[2-({6-[(2,5-dioxopyrrolidin-1-yl)oxy]-6-oxohexyl}amino)-2-oxoethyl]thio}phenyl)-2,2,4,8,10,10-hexamethyl-3,4,5a,8,9,10,11,12a-octahydro-2H-pyrano[3,2-g:5,6-g']diquinolin-1-ium-12,14-disulfonate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Alexa Fluor 546 carboxylic acid, succinimidyl ester"^^xsd:string ;
    oboInOwl:id "CHEBI:51760"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51766 a owl:Class ;
    rdfs:label "Alexa Fluor 568"^^xsd:string ;
    rdfs:subClassOf CHEBI:38164,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:51217 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C37H33N3O13S2"^^xsd:string ;
    chebi:mass "791.804"^^xsd:string ;
    chebi:monoisotopicmass "791.14548"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Alexa Fluor 568 carboxylic acid, succinimidyl ester"^^xsd:string ;
    oboInOwl:id "CHEBI:51766"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51811 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:5780670"^^xsd:string ;
    rdfs:label "ticarcillin(2-)"^^xsd:string ;
    rdfs:subClassOf CHEBI:51356,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:9587 ] ;
    chebi:charge "-2"^^xsd:string ;
    chebi:formula "C15H14N2O6S2"^^xsd:string ;
    chebi:inchi "InChI=1S/C15H16N2O6S2/c1-15(2)9(14(22)23)17-11(19)8(12(17)25-15)16-10(18)7(13(20)21)6-3-4-24-5-6/h3-5,7-9,12H,1-2H3,(H,16,18)(H,20,21)(H,22,23)/p-2/t7-,8-,9+,12-/m1/s1"^^xsd:string ;
    chebi:inchikey "OHKOGUYZJXTSFX-KZFFXBSXSA-L"^^xsd:string ;
    chebi:mass "382.41354"^^xsd:string ;
    chebi:monoisotopicmass "382.03043"^^xsd:string ;
    chebi:smiles "[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@]([H])(C([O-])=O)c1ccsc1)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "6beta-{[(2R)-2-carboxylato-2-thiophen-3-ylacetyl]amino}-2,2-dimethylpenam-3alpha-carboxylate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2S,5R,6R)-6-{[(2R)-2-carboxylato-2-thiophen-3-ylacetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate"^^xsd:string ;
    oboInOwl:id "CHEBI:51811"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51856 a owl:Class ;
    rdfs:label "methylphenidate(1+)"^^xsd:string ;
    rdfs:subClassOf CHEBI:35274,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:6887 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C14H20NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C14H19NO2/c1-17-14(16)13(11-7-3-2-4-8-11)12-9-5-6-10-15-12/h2-4,7-8,12-13,15H,5-6,9-10H2,1H3/p+1"^^xsd:string ;
    chebi:inchikey "DUGOZIWVEXMGBE-UHFFFAOYSA-O"^^xsd:string ;
    chebi:mass "234.31414"^^xsd:string ;
    chebi:monoisotopicmass "234.14886"^^xsd:string ;
    chebi:smiles "COC(=O)C(C1CCCC[NH2+]1)c1ccccc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-(2-methoxy-2-oxo-1-phenylethyl)piperidinium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:51856"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51857 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:6116308"^^xsd:string ;
    rdfs:label "methyl (S)-phenyl[(S)-piperidin-2-yl]acetate"^^xsd:string ;
    definition: "A methyl phenyl(piperidin-2-yl)acetate in which both stereocentres have S configuration. It is the inactive enantiomer in the racemic drug methylphenidate."^^xsd:string ;
    rdfs:subClassOf CHEBI:84276,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:51860 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C14H19NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C14H19NO2/c1-17-14(16)13(11-7-3-2-4-8-11)12-9-5-6-10-15-12/h2-4,7-8,12-13,15H,5-6,9-10H2,1H3/t12-,13-/m0/s1"^^xsd:string ;
    chebi:inchikey "DUGOZIWVEXMGBE-STQMWFEESA-N"^^xsd:string ;
    chebi:mass "233.30620"^^xsd:string ;
    chebi:monoisotopicmass "233.14158"^^xsd:string ;
    chebi:smiles "COC(=O)[C@H]([C@@H]1CCCCN1)c1ccccc1"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "methyl (2S)-phenyl[(2S)-piperidin-2-yl]acetate"^^xsd:string ;
    oboInOwl:id "CHEBI:51857"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51860 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:6116309"^^xsd:string,
        "CAS:40431-64-9"^^xsd:string,
        "Drug_Central:836"^^xsd:string,
        "Wikipedia:Dexmethylphenidate"^^xsd:string ;
    rdfs:label "dexmethylphenidate"^^xsd:string ;
    definition: "A methyl phenyl(piperidin-2-yl)acetate in which both stereocentres have R configuration.  It is the active enantiomer in the racemic drug methylphenidate."^^xsd:string ;
    rdfs:subClassOf CHEBI:84276,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:51857 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37962 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C14H19NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C14H19NO2/c1-17-14(16)13(11-7-3-2-4-8-11)12-9-5-6-10-15-12/h2-4,7-8,12-13,15H,5-6,9-10H2,1H3/t12-,13-/m1/s1"^^xsd:string ;
    chebi:inchikey "DUGOZIWVEXMGBE-CHWSQXEVSA-N"^^xsd:string ;
    chebi:mass "233.30620"^^xsd:string ;
    chebi:monoisotopicmass "233.14158"^^xsd:string ;
    chebi:smiles "COC(=O)[C@@H]([C@H]1CCCCN1)c1ccccc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "methyl (2R)-phenyl[(2R)-piperidin-2-yl]acetate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(+)-threo-methylphenidate"^^xsd:string,
        "d-threo-methylphenidate"^^xsd:string,
        "dexmethylphenidate"^^xsd:string,
        "dexmethylphenidatum"^^xsd:string,
        "dexmetilfenidato"^^xsd:string,
        "methyl (R)-phenyl[(R)-piperidin-2-yl]acetate"^^xsd:string ;
    oboInOwl:id "CHEBI:51860"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51863 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:5683653"^^xsd:string ;
    rdfs:label "azlocillin(1-)"^^xsd:string ;
    rdfs:subClassOf CHEBI:51356,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:2956 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C20H22N5O6S"^^xsd:string ;
    chebi:inchi "InChI=1S/C20H23N5O6S/c1-20(2)13(17(28)29)25-15(27)12(16(25)32-20)22-14(26)11(10-6-4-3-5-7-10)23-19(31)24-9-8-21-18(24)30/h3-7,11-13,16H,8-9H2,1-2H3,(H,21,30)(H,22,26)(H,23,31)(H,28,29)/p-1/t11-,12-,13+,16-/m1/s1"^^xsd:string ;
    chebi:inchikey "JTWOMNBEOCYFNV-NFFDBFGFSA-M"^^xsd:string ;
    chebi:mass "460.48478"^^xsd:string ;
    chebi:monoisotopicmass "460.12963"^^xsd:string ;
    chebi:smiles "[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@]([H])(NC(=O)N1CCNC1=O)c1ccccc1)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "2,2-dimethyl-6beta-[(2R)-2-{[(2-oxoimidazolidin-1-yl)carbonyl]amino}-2-phenylacetamido]penam-3alpha-carboxylate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2S,5R,6R)-3,3-dimethyl-7-oxo-6-{[(2R)-2-{[(2-oxoimidazolidin-1-yl)carbonyl]amino}-2-phenylacetyl]amino}-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate"^^xsd:string ;
    oboInOwl:id "CHEBI:51863"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51867 a owl:Class ;
    rdfs:label "methyl ketone"^^xsd:string ;
    definition: "A ketone of formula RC(=O)CH3 (R =/= H)."^^xsd:string ;
    rdfs:subClassOf CHEBI:17087 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "methyl ketones"^^xsd:string ;
    oboInOwl:id "CHEBI:51867"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51897 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:5394984"^^xsd:string ;
    rdfs:label "carbenicillin(2-)"^^xsd:string ;
    rdfs:subClassOf CHEBI:51356,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:3393 ] ;
    chebi:charge "-2"^^xsd:string ;
    chebi:formula "C17H16N2O6S"^^xsd:string ;
    chebi:inchi "InChI=1S/C17H18N2O6S/c1-17(2)11(16(24)25)19-13(21)10(14(19)26-17)18-12(20)9(15(22)23)8-6-4-3-5-7-8/h3-7,9-11,14H,1-2H3,(H,18,20)(H,22,23)(H,24,25)/p-2/t9?,10-,11+,14-/m1/s1"^^xsd:string ;
    chebi:inchikey "FPPNZSSZRUTDAP-UWFZAAFLSA-L"^^xsd:string ;
    chebi:mass "376.38482"^^xsd:string ;
    chebi:monoisotopicmass "376.07400"^^xsd:string ;
    chebi:smiles "[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)C(C([O-])=O)c1ccccc1)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "6beta-(2-carboxylato-2-phenylacetamido)-2,2-dimethylpenam-3alpha-carboxylate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2S,5R,6R)-6-{[carboxylato(phenyl)acetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate"^^xsd:string ;
    oboInOwl:id "CHEBI:51897"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51918 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:4279301"^^xsd:string ;
    rdfs:label "nafcillin(1-)"^^xsd:string ;
    rdfs:subClassOf CHEBI:51356,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:7447 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C21H21N2O5S"^^xsd:string ;
    chebi:inchi "InChI=1S/C21H22N2O5S/c1-4-28-13-10-9-11-7-5-6-8-12(11)14(13)17(24)22-15-18(25)23-16(20(26)27)21(2,3)29-19(15)23/h5-10,15-16,19H,4H2,1-3H3,(H,22,24)(H,26,27)/p-1/t15-,16+,19-/m1/s1"^^xsd:string ;
    chebi:inchikey "GPXLMGHLHQJAGZ-JTDSTZFVSA-M"^^xsd:string ;
    chebi:mass "413.46792"^^xsd:string ;
    chebi:monoisotopicmass "413.11767"^^xsd:string ;
    chebi:smiles "[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)c1c(OCC)ccc2ccccc12)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "6beta-(2-ethoxynaphthalene-1-carboxamido)-2,2-dimethylpenam-3alpha-carboxylate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2S,5R,6R)-6-{[(2-ethoxynaphthalen-1-yl)carbonyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate"^^xsd:string ;
    oboInOwl:id "CHEBI:51918"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51953 a owl:Class ;
    rdfs:label "polyamide"^^xsd:string ;
    rdfs:subClassOf CHEBI:32988 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:51953"^^xsd:string ;
    oboInOwl:inSubset chebi2:1_STAR .

CHEBI:51958 a owl:Class ;
    rdfs:label "organic polycyclic compound"^^xsd:string ;
    rdfs:subClassOf CHEBI:33635,
        CHEBI:33832 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "organic polycyclic compounds"^^xsd:string ;
    oboInOwl:id "CHEBI:51958"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:51959 a owl:Class ;
    rdfs:label "organic tricyclic compound"^^xsd:string ;
    rdfs:subClassOf CHEBI:51958 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "organic tricyclic compounds"^^xsd:string ;
    oboInOwl:id "CHEBI:51959"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:52010 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:87362"^^xsd:string,
        "CAS:132-22-9"^^xsd:string,
        "Drug_Central:616"^^xsd:string,
        "DrugBank:DB01114"^^xsd:string,
        "HMDB:HMDB0001944"^^xsd:string,
        "KEGG:C06905"^^xsd:string,
        "KEGG:D07398"^^xsd:string,
        "LINCS:LSM-1263"^^xsd:string,
        "Patent:US2567245"^^xsd:string,
        "Patent:US2676964"^^xsd:string,
        "Patent:US2766174"^^xsd:string,
        "PMID:10796091"^^xsd:string,
        "PMID:11284026"^^xsd:string,
        "PMID:16119587"^^xsd:string,
        "PMID:16413139"^^xsd:string,
        "Reaxys:87362"^^xsd:string,
        "Wikipedia:Chlorpheniramine"^^xsd:string ;
    rdfs:label "chlorphenamine"^^xsd:string ;
    definition: "A tertiary amino compound that is propylamine which is substituted at position 3 by a pyridin-2-yl group and a p-chlorophenyl group and in which the hydrogens attached to the nitrogen are replaced by methyl groups. A histamine H1 antagonist, it is used to relieve the symptoms of hay fever, rhinitis, urticaria, and asthma."^^xsd:string ;
    rdfs:subClassOf CHEBI:26421,
        CHEBI:50996,
        CHEBI:83403,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35469 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37955 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50857 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50949 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:59683 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C16H19ClN2"^^xsd:string ;
    chebi:inchi "InChI=1S/C16H19ClN2/c1-19(2)12-10-15(16-5-3-4-11-18-16)13-6-8-14(17)9-7-13/h3-9,11,15H,10,12H2,1-2H3"^^xsd:string ;
    chebi:inchikey "SOYKEARSMXGVTM-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "274.78800"^^xsd:string ;
    chebi:monoisotopicmass "274.12368"^^xsd:string ;
    chebi:smiles "CN(C)CCC(c1ccc(Cl)cc1)c1ccccn1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:3644"^^xsd:string,
        "CHEBI:52008"^^xsd:string ;
    oboInOwl:hasExactSynonym "3-(4-chlorophenyl)-N,N-dimethyl-3-pyridin-2-ylpropan-1-amine"^^xsd:string,
        "Chlorphenamine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-(p-chlorophenyl)-1-(2-pyridyl)-3-dimethylaminopropane"^^xsd:string,
        "1-(p-chlorophenyl)-1-(2-pyridyl)-3-N,N-dimethylpropylamine"^^xsd:string,
        "2-[p-chloro-alpha-[2-(dimethylamino)ethyl]benzyl]pyridine"^^xsd:string,
        "3-(p-chlorophenyl)-3-(2-pyridyl)-N,N-dimethylpropylamine"^^xsd:string,
        "chlorophenylpyridamine"^^xsd:string,
        "Chlorphenamin"^^xsd:string,
        "chlorphenamine"^^xsd:string,
        "chlorphenaminum"^^xsd:string,
        "Chlorpheniramine"^^xsd:string,
        "chlorpheniraminum"^^xsd:string,
        "Clofeniramina"^^xsd:string,
        "clorfenamina"^^xsd:string,
        "clorfeniramina"^^xsd:string,
        "gamma-(4-chlorophenyl)-gamma-(2-pyridyl)propyldimethylamine"^^xsd:string,
        "gamma-(4-chlorophenyl)-N,N-dimethyl-2-pyridinepropanamine"^^xsd:string,
        "Haynon"^^xsd:string ;
    oboInOwl:id "CHEBI:52010"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:52017 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:4773354"^^xsd:string ;
    rdfs:label "dicloxacillin(1-)"^^xsd:string ;
    rdfs:subClassOf CHEBI:51356,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:4511 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C19H16Cl2N3O5S"^^xsd:string ;
    chebi:inchi "InChI=1S/C19H17Cl2N3O5S/c1-7-10(12(23-29-7)11-8(20)5-4-6-9(11)21)15(25)22-13-16(26)24-14(18(27)28)19(2,3)30-17(13)24/h4-6,13-14,17H,1-3H3,(H,22,25)(H,27,28)/p-1/t13-,14+,17-/m1/s1"^^xsd:string ;
    chebi:inchikey "YFAGHNZHGGCZAX-JKIFEVAISA-M"^^xsd:string ;
    chebi:mass "469.31800"^^xsd:string ;
    chebi:monoisotopicmass "468.01932"^^xsd:string ;
    chebi:smiles "[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)c1c(C)onc1-c1c(Cl)cccc1Cl)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "6beta-{[3-(2,6-dichlorophenyl)-5-methyl-1,2-oxazol-4-yl]carboxamido}-2,2-dimethylpenam-3alpha-carboxylate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2S,5R,6R)-6-({[3-(2,6-dichlorophenyl)-5-methyl-1,2-oxazol-4-yl]carbonyl}amino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate"^^xsd:string ;
    oboInOwl:id "CHEBI:52017"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:52037 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:5397371"^^xsd:string ;
    rdfs:label "flucloxacillin(1-)"^^xsd:string ;
    rdfs:subClassOf CHEBI:51356,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:5098 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C19H16ClFN3O5S"^^xsd:string ;
    chebi:inchi "InChI=1S/C19H17ClFN3O5S/c1-7-10(12(23-29-7)11-8(20)5-4-6-9(11)21)15(25)22-13-16(26)24-14(18(27)28)19(2,3)30-17(13)24/h4-6,13-14,17H,1-3H3,(H,22,25)(H,27,28)/p-1/t13-,14+,17-/m1/s1"^^xsd:string ;
    chebi:inchikey "UIOFUWFRIANQPC-JKIFEVAISA-M"^^xsd:string ;
    chebi:mass "452.86400"^^xsd:string ;
    chebi:monoisotopicmass "452.04887"^^xsd:string ;
    chebi:smiles "[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)c1c(C)onc1-c1c(F)cccc1Cl)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "6beta-[3-(2-chloro-6-fluorophenyl)-5-methyl-1,2-oxazole-4-carboxamido]-2,2-dimethylpenam-3alpha-carboxylate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2S,5R,6R)-6-({[3-(2-chloro-6-fluorophenyl)-5-methyl-1,2-oxazol-4-yl]carbonyl}amino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate"^^xsd:string ;
    oboInOwl:id "CHEBI:52037"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:52059 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:5405766"^^xsd:string ;
    rdfs:label "hetacillin(1-)"^^xsd:string ;
    rdfs:subClassOf CHEBI:51356,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:5683 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C19H22N3O4S"^^xsd:string ;
    chebi:inchi "InChI=1S/C19H23N3O4S/c1-18(2)13(17(25)26)21-15(24)12(16(21)27-18)22-14(23)11(20-19(22,3)4)10-8-6-5-7-9-10/h5-9,11-13,16,20H,1-4H3,(H,25,26)/p-1/t11-,12-,13+,16-/m1/s1"^^xsd:string ;
    chebi:inchikey "DXVUYOAEDJXBPY-NFFDBFGFSA-M"^^xsd:string ;
    chebi:mass "388.46100"^^xsd:string ;
    chebi:monoisotopicmass "388.13365"^^xsd:string ;
    chebi:smiles "[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2N1C(=O)[C@H](NC1(C)C)c1ccccc1)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "6beta-[(4R)-2,2-dimethyl-5-oxo-4-phenylimidazolidin-1-yl]-2,2-dimethylpenam-3alpha-carboxylate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "6beta-[(4R)-2,2-dimethyl-5-oxo-4-phenylimidazolidin-1-yl]penicillanate"^^xsd:string,
        "(2S,5R,6R)-6-[(4R)-2,2-dimethyl-5-oxo-4-phenylimidazolidin-1-yl]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate"^^xsd:string ;
    oboInOwl:id "CHEBI:52059"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:52064 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:4770226"^^xsd:string ;
    rdfs:label "methicillin(1-)"^^xsd:string ;
    rdfs:subClassOf CHEBI:51356,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:6827 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C17H19N2O6S"^^xsd:string ;
    chebi:inchi "InChI=1S/C17H20N2O6S/c1-17(2)12(16(22)23)19-14(21)11(15(19)26-17)18-13(20)10-8(24-3)6-5-7-9(10)25-4/h5-7,11-12,15H,1-4H3,(H,18,20)(H,22,23)/p-1/t11-,12+,15-/m1/s1"^^xsd:string ;
    chebi:inchikey "RJQXTJLFIWVMTO-TYNCELHUSA-M"^^xsd:string ;
    chebi:mass "379.40800"^^xsd:string ;
    chebi:monoisotopicmass "379.09693"^^xsd:string ;
    chebi:smiles "[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)c1c(OC)cccc1OC)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "6beta-(2,6-dimethoxybenzamido)-2,2-dimethylpenam-3alpha-carboxylate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "6beta-(2,6-dimethoxybenzamido)penicillanate"^^xsd:string,
        "(2S,5R,6R)-6-[(2,6-dimethoxybenzoyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate"^^xsd:string ;
    oboInOwl:id "CHEBI:52064"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:52066 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:6049324"^^xsd:string ;
    rdfs:label "mezlocillin(1-)"^^xsd:string ;
    rdfs:subClassOf CHEBI:51356,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:6919 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C21H24N5O8S2"^^xsd:string ;
    chebi:inchi "InChI=1S/C21H25N5O8S2/c1-21(2)14(18(29)30)26-16(28)13(17(26)35-21)22-15(27)12(11-7-5-4-6-8-11)23-19(31)24-9-10-25(20(24)32)36(3,33)34/h4-8,12-14,17H,9-10H2,1-3H3,(H,22,27)(H,23,31)(H,29,30)/p-1/t12-,13-,14+,17-/m1/s1"^^xsd:string ;
    chebi:inchikey "YPBATNHYBCGSSN-VWPFQQQWSA-M"^^xsd:string ;
    chebi:mass "538.57400"^^xsd:string ;
    chebi:monoisotopicmass "538.10718"^^xsd:string ;
    chebi:smiles "[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@H](NC(=O)N1CCN(C1=O)S(C)(=O)=O)c1ccccc1)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "6beta-{(2R)-2-[3-(methanesulfonyl)-2-oxoimidazolidine-1-carboxamido]-2-phenylacetamido}-2,2-dimethylpenam-3alpha-carboxylate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "6beta-{(2R)-2-[3-(methanesulfonyl)-2-oxoimidazolidine-1-carboxamido]-2-phenylacetamido}penicillanate"^^xsd:string,
        "(2S,5R,6R)-3,3-dimethyl-6-{[(2R)-2-({[3-(methylsulfonyl)-2-oxoimidazolidin-1-yl]carbonyl}amino)-2-phenylacetyl]amino}-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate"^^xsd:string ;
    oboInOwl:id "CHEBI:52066"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:52071 a owl:Class ;
    oboInOwl:hasDbXref "CAS:9004-54-0"^^xsd:string,
        "KEGG:C00372"^^xsd:string,
        "KEGG:D00060"^^xsd:string,
        "KEGG:D06541"^^xsd:string,
        "KEGG:G10502"^^xsd:string,
        "PMID:8154046"^^xsd:string ;
    rdfs:label "dextran"^^xsd:string ;
    definition: "A (1->6)-alpha-D-glucan which has extra branching consisting of (1->2), (1->3) or (1->4) linkages."^^xsd:string ;
    rdfs:subClassOf CHEBI:18269,
        CHEBI:72813,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50249 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1,6-alpha-D-Glucan"^^xsd:string,
        "(1,6-alpha-D-Glucosyl)m"^^xsd:string,
        "(1,6-alpha-D-Glucosyl)m+1"^^xsd:string,
        "(1,6-alpha-D-Glucosyl)n"^^xsd:string,
        "(1,6-alpha-D-Glucosyl)n+1"^^xsd:string,
        "dextran"^^xsd:string,
        "Dextran 40"^^xsd:string,
        "Dextran 70"^^xsd:string,
        "Dextran 75"^^xsd:string,
        "dextrane"^^xsd:string,
        "dextrano"^^xsd:string,
        "dextrans"^^xsd:string,
        "dextranum"^^xsd:string ;
    oboInOwl:id "CHEBI:52071"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:52078 a owl:Class ;
    oboInOwl:hasDbXref "PMID:10070780"^^xsd:string,
        "PMID:10849201"^^xsd:string,
        "PMID:16291501"^^xsd:string,
        "PMID:17052249"^^xsd:string,
        "PMID:18778426"^^xsd:string,
        "PMID:18778427"^^xsd:string,
        "PMID:19542008"^^xsd:string,
        "PMID:21264209"^^xsd:string,
        "PMID:22105025"^^xsd:string,
        "PMID:22485566"^^xsd:string,
        "Reaxys:23884566"^^xsd:string ;
    rdfs:label "FM 4-64 dye"^^xsd:string ;
    definition: "A quaternary ammonium salt A liphophilic dye consisting of a dication that is N,N-dibutyl-4-[6-(pyridin-4-yl)hexa-1,3,5-trien-1-yl]aniline in which the nitrogen of the pyridine moiety is substituted by a 3-(triethylammonio)propyl group and two bromide ions. It is used to selectively stain yeast vacuolar membranes with red fluorescence."^^xsd:string ;
    rdfs:subClassOf CHEBI:35273,
        CHEBI:48369,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:52856 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:51217 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C34H53Br2N3"^^xsd:string ;
    chebi:inchi "InChI=1S/C34H53N3.2BrH/c1-6-11-27-36(28-12-7-2)34-22-20-32(21-23-34)18-15-13-14-16-19-33-24-29-35(30-25-33)26-17-31-37(8-3,9-4)10-5;;/h13-16,18-25,29-30H,6-12,17,26-28,31H2,1-5H3;2*1H/q+2;;/p-2"^^xsd:string ;
    chebi:inchikey "YLCOJTKDARPCKE-UHFFFAOYSA-L"^^xsd:string ;
    chebi:mass "663.61300"^^xsd:string ;
    chebi:monoisotopicmass "661.26063"^^xsd:string ;
    chebi:smiles "[Br-].[Br-].CCCCN(CCCC)c1ccc(C=CC=CC=Cc2cc[n+](CCC[N+](CC)(CC)CC)cc2)cc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "4-{6-[4-(dibutylamino)phenyl]hexa-1,3,5-trien-1-yl}-1-[3-(triethylammonio)propyl]pyridinium dibromide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "4-[6-[4-(diethylamino)phenyl]-1,3,5-hexatrien-1-yl]-1-[3-(triethylammonio)propyl]-pyridiniumbromide"^^xsd:string,
        "FM4-64"^^xsd:string ;
    oboInOwl:id "CHEBI:52078"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:52081 a owl:Class ;
    rdfs:label "fura-2 dye"^^xsd:string ;
    rdfs:subClassOf CHEBI:46812,
        CHEBI:50394,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:52860 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:51217 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C28H22K5N3O14"^^xsd:string ;
    chebi:inchi "InChI=1S/C28H27N3O14.5K/c32-23(33)11-30(12-24(34)35)16-3-1-2-4-18(16)42-5-6-43-20-7-15-8-21(27-29-10-22(45-27)28(40)41)44-19(15)9-17(20)31(13-25(36)37)14-26(38)39;;;;;/h1-4,7-9,22H,5-6,10-14H2,(H,32,33)(H,34,35)(H,36,37)(H,38,39)(H,40,41);;;;;/q;5*+1/p-5"^^xsd:string ;
    chebi:inchikey "ZIBFFCSCYSYOAN-UHFFFAOYSA-I"^^xsd:string ;
    chebi:mass "819.97750"^^xsd:string ;
    chebi:monoisotopicmass "818.92871"^^xsd:string ;
    chebi:smiles "[K+].[K+].[K+].[K+].[K+].[O-]C(=O)CN(CC([O-])=O)c1ccccc1OCCOc1cc2cc(oc2cc1N(CC([O-])=O)CC([O-])=O)C1=NCC(O1)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "pentapotassium 2-(6-[bis(carboxylatomethyl)amino]-5-{[2-({2-[bis(carboxylatomethyl)amino]phenyl}oxy)ethyl]oxy}-1-benzofuran-2-yl)-4,5-dihydro-1,3-oxazole-5-carboxylate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "5-Oxazolecarboxylic acid, 2-(6-(bis(carboxymethyl)amino)-5-(2-(2-(bis(carboxymethyl)amino)-5-methylphenoxy)ethoxy)-2-benzofuranyl)-, pentapotassium salt"^^xsd:string,
        "fura-2, pentapotassium salt"^^xsd:string ;
    oboInOwl:id "CHEBI:52081"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:52090 a owl:Class ;
    oboInOwl:hasDbXref "Reaxys:1839368"^^xsd:string ;
    rdfs:label "methoxide"^^xsd:string ;
    definition: "An organic anion that is the conjugate base of methanol."^^xsd:string ;
    rdfs:subClassOf CHEBI:25696,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:17790 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "CH3O"^^xsd:string ;
    chebi:inchi "InChI=1S/CH3O/c1-2/h1H3/q-1"^^xsd:string ;
    chebi:inchikey "NBTOZLQBSIZIKS-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "31.03390"^^xsd:string ;
    chebi:monoisotopicmass "31.01894"^^xsd:string ;
    chebi:smiles "C[O-]"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "methoxide ion"^^xsd:string ;
    oboInOwl:id "CHEBI:52090"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:52092 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1839415"^^xsd:string,
        "Reaxys:1839415"^^xsd:string ;
    rdfs:label "ethoxide"^^xsd:string ;
    definition: "An organic anion that is the conjugate base of ethanol."^^xsd:string ;
    rdfs:subClassOf CHEBI:25696,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:16236 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C2H5O"^^xsd:string ;
    chebi:inchi "InChI=1S/C2H5O/c1-2-3/h2H2,1H3/q-1"^^xsd:string ;
    chebi:inchikey "HHFAWKCIHAUFRX-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "45.06050"^^xsd:string ;
    chebi:monoisotopicmass "45.03459"^^xsd:string ;
    chebi:smiles "CC[O-]"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "ethoxy anion"^^xsd:string ;
    oboInOwl:id "CHEBI:52092"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:52132 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:4278284"^^xsd:string ;
    rdfs:label "oxacillin(1-)"^^xsd:string ;
    rdfs:subClassOf CHEBI:51356,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:7809 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C19H18N3O5S"^^xsd:string ;
    chebi:inchi "InChI=1S/C19H19N3O5S/c1-9-11(12(21-27-9)10-7-5-4-6-8-10)15(23)20-13-16(24)22-14(18(25)26)19(2,3)28-17(13)22/h4-8,13-14,17H,1-3H3,(H,20,23)(H,25,26)/p-1/t13-,14+,17-/m1/s1"^^xsd:string ;
    chebi:inchikey "UWYHMGVUTGAWSP-JKIFEVAISA-M"^^xsd:string ;
    chebi:mass "400.42800"^^xsd:string ;
    chebi:monoisotopicmass "400.09727"^^xsd:string ;
    chebi:smiles "[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)c1c(C)onc1-c1ccccc1)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "2,2-dimethyl-6beta-(5-methyl-3-phenyl-1,2-oxazole-4-carboxamido)penam-3alpha-carboxylate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "6beta-(5-methyl-3-phenylisoxazol-4-yl)penicillanate"^^xsd:string ;
    oboInOwl:id "CHEBI:52132"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:52153 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:741863"^^xsd:string,
        "CAS:100-37-8"^^xsd:string,
        "HMDB:HMDB0033971"^^xsd:string,
        "PMID:22325017"^^xsd:string,
        "Reaxys:741863"^^xsd:string,
        "Wikipedia:2-Diethylaminoethanol"^^xsd:string ;
    rdfs:label "2-diethylaminoethanol"^^xsd:string ;
    definition: "A member of the class of ethanolamines that is aminoethanol in which the hydrogens of the amino group are replaced by ethyl groups."^^xsd:string ;
    rdfs:subClassOf CHEBI:15734,
        CHEBI:23981,
        CHEBI:50996,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:16000 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:35026 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H15NO"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H15NO/c1-3-7(4-2)5-6-8/h8H,3-6H2,1-2H3"^^xsd:string ;
    chebi:inchikey "BFSVOASYOCHEOV-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "117.18940"^^xsd:string ;
    chebi:monoisotopicmass "117.11536"^^xsd:string ;
    chebi:smiles "CCN(CC)CCO"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-(diethylamino)ethanol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "beta-(diethylamino)ethyl alcohol"^^xsd:string,
        "beta-hydroxytriethylamine"^^xsd:string,
        "DEAE"^^xsd:string,
        "Diethyl(2-hydroxyethyl)amine"^^xsd:string,
        "Diethylaminoethanol"^^xsd:string,
        "diethylethanolamine"^^xsd:string,
        "diethylmonoethanolamine"^^xsd:string,
        "N,N-Diethyl-2-aminoethanol"^^xsd:string,
        "N,N-diethyl-N-(beta-hydroxyethyl)amine"^^xsd:string,
        "N,N-Diethylethanolamine"^^xsd:string ;
    oboInOwl:id "CHEBI:52153"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:52160 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:3674525"^^xsd:string,
        "Reaxys:3674525"^^xsd:string ;
    rdfs:label "procaine(1+)"^^xsd:string ;
    definition: "An organic cation that is the monoprotonated form of procaine."^^xsd:string ;
    rdfs:subClassOf CHEBI:25697,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:8430 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C13H21N2O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C13H20N2O2/c1-3-15(4-2)9-10-17-13(16)11-5-7-12(14)8-6-11/h5-8H,3-4,9-10,14H2,1-2H3/p+1"^^xsd:string ;
    chebi:inchikey "MFDFERRIHVXMIY-UHFFFAOYSA-O"^^xsd:string ;
    chebi:mass "237.31800"^^xsd:string ;
    chebi:monoisotopicmass "237.15975"^^xsd:string ;
    chebi:smiles "[H+].CCN(CC)CCOC(=O)c1ccc(N)cc1"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "4-amino-benzoic acid 2-diethylammonio-ethyl ester monocation"^^xsd:string ;
    oboInOwl:id "CHEBI:52160"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:52206 a owl:Class ;
    rdfs:label "biochemical role"^^xsd:string ;
    definition: "A biological role played by the molecular entity or part thereof within a biochemical context."^^xsd:string ;
    rdfs:subClassOf CHEBI:24432 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:52206"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:52208 a owl:Class ;
    rdfs:label "biophysical role"^^xsd:string ;
    rdfs:subClassOf CHEBI:24432 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:52208"^^xsd:string ;
    oboInOwl:inSubset chebi2:1_STAR .

CHEBI:52209 a owl:Class ;
    rdfs:label "aetiopathogenetic role"^^xsd:string ;
    definition: "A role played by the molecular entity or part thereof which causes the development of a pathological process."^^xsd:string ;
    rdfs:subClassOf CHEBI:24432 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "etiopathogenetic agent"^^xsd:string,
        "etiopathogenetic role"^^xsd:string ;
    oboInOwl:id "CHEBI:52209"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:52210 a owl:Class ;
    rdfs:label "pharmacological role"^^xsd:string ;
    definition: "A biological role which describes how a drug interacts within a biological system and how the interactions affect its medicinal properties."^^xsd:string ;
    rdfs:subClassOf CHEBI:24432 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:52210"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:52211 a owl:Class ;
    rdfs:label "physiological role"^^xsd:string ;
    rdfs:subClassOf CHEBI:24432 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:52211"^^xsd:string ;
    oboInOwl:inSubset chebi2:1_STAR .

CHEBI:52214 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Ligand"^^xsd:string ;
    rdfs:label "ligand"^^xsd:string ;
    definition: "Any molecule or ion capable of binding to a central metal atom to form coordination complexes."^^xsd:string ;
    rdfs:subClassOf CHEBI:51086 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "ligands"^^xsd:string ;
    oboInOwl:id "CHEBI:52214"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:52217 a owl:Class ;
    rdfs:label "pharmaceutical"^^xsd:string ;
    definition: "Any substance introduced into a living organism with therapeutic or diagnostic purpose."^^xsd:string ;
    rdfs:subClassOf CHEBI:33232 ;
    oboInOwl:hasAlternativeId "CHEBI:33293"^^xsd:string,
        "CHEBI:33294"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "farmaco"^^xsd:string,
        "medicament"^^xsd:string,
        "pharmaceuticals"^^xsd:string ;
    oboInOwl:id "CHEBI:52217"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:52267 a owl:Class ;
    rdfs:label "7-hydroxyflavonol"^^xsd:string ;
    definition: "Any flavonol carrying a 7-hydroxy substituent."^^xsd:string ;
    rdfs:subClassOf CHEBI:28802,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:60090 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C15H3O4R7"^^xsd:string ;
    chebi:mass "247.182"^^xsd:string ;
    chebi:monoisotopicmass "247.00313"^^xsd:string ;
    chebi:smiles "C1(=C(C(=C(C2=C1OC(=C(C2=O)O)C3=CC(=C(C(=C3*)*)*)*)*)*)O)*"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "7-hydroxy-flavonols"^^xsd:string,
        "a 7-O-hydroxy-flavonol"^^xsd:string ;
    oboInOwl:id "CHEBI:52267"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:52290 a owl:Class ;
    rdfs:label "mitogen"^^xsd:string ;
    definition: "A chemical substance that encourages a cell to commence cell division, triggering mitosis."^^xsd:string ;
    rdfs:subClassOf CHEBI:24432 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "mitogens"^^xsd:string ;
    oboInOwl:id "CHEBI:52290"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:52362 a owl:Class ;
    rdfs:label "ortho-fused heteroarene"^^xsd:string ;
    definition: "An ortho-fused compound in which at least one of the rings contains at least one heteroatom."^^xsd:string ;
    rdfs:subClassOf CHEBI:33637,
        CHEBI:38180 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "ortho-fused heteroarenes"^^xsd:string ;
    oboInOwl:id "CHEBI:52362"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:52395 a owl:Class ;
    rdfs:label "oxyketone"^^xsd:string ;
    definition: "A compound with the general formula R2C=O (R=/=H) where one or more of the R groups contains an oxy (-O-) group."^^xsd:string ;
    rdfs:subClassOf CHEBI:17087 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "oxyketones"^^xsd:string ;
    oboInOwl:id "CHEBI:52395"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:52396 a owl:Class ;
    rdfs:label "alpha-oxyketone"^^xsd:string ;
    definition: "An oxyketone with the general formula R2C(=O) (R=/=H) where one or more of the R groups contains an oxy (-O-) group and the oxy and carbonyl groups are bonded to the same carbon atom."^^xsd:string ;
    rdfs:subClassOf CHEBI:52395 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "alpha-oxyketones"^^xsd:string ;
    oboInOwl:id "CHEBI:52396"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:52424 a owl:Class ;
    rdfs:label "EC 3.2.1.* (glycosidase) inhibitor"^^xsd:string ;
    definition: "An EC 3.2.* (glycosylase) inhibitor that interferes with the action of any glycosidase (i.e. enzymes hydrolysing O- and S-glycosyl compounds, EC 3.2.1.*)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76761 ;
    oboInOwl:hasAlternativeId "CHEBI:76776"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "EC 3.2.1.* (glycosidase) inhibitors"^^xsd:string,
        "EC 3.2.1.* inhibitor"^^xsd:string,
        "EC 3.2.1.* inhibitors"^^xsd:string,
        "glycosidase (EC 3.2.1.*) inhibitor"^^xsd:string,
        "glycosidase (EC 3.2.1.*) inhibitors"^^xsd:string,
        "glycosidase inhibitor"^^xsd:string,
        "glycosidase inhibitors"^^xsd:string,
        "glycoside hydrolase inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:52424"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:52425 a owl:Class ;
    rdfs:label "EC 3.2.1.18 (exo-alpha-sialidase) inhibitor"^^xsd:string ;
    definition: "An antiviral drug targeted at influenza viruses. Its mode of action consists of blocking the function of the viral neuraminidase protein (EC 3.2.1.18), thus preventing the virus from budding from the host cell."^^xsd:string ;
    rdfs:subClassOf CHEBI:36044,
        CHEBI:52424 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "acetylneuraminidase inhibitor"^^xsd:string,
        "acetylneuraminidase inhibitors"^^xsd:string,
        "acetylneuraminyl hydrolase inhibitor"^^xsd:string,
        "acetylneuraminyl hydrolase inhibitors"^^xsd:string,
        "alpha-neuraminidase inhibitor"^^xsd:string,
        "alpha-neuraminidase inhibitors"^^xsd:string,
        "EC 3.2.1.18 (exo-alpha-sialidase) inhibitors"^^xsd:string,
        "EC 3.2.1.18 inhibitor"^^xsd:string,
        "EC 3.2.1.18 inhibitors"^^xsd:string,
        "exo-alpha-sialidase (EC 3.2.1.18) inhibitor"^^xsd:string,
        "exo-alpha-sialidase (EC 3.2.1.18) inhibitors"^^xsd:string,
        "exo-alpha-sialidase inhibitor"^^xsd:string,
        "exo-alpha-sialidase inhibitors"^^xsd:string,
        "N-acylneuraminate glycohydrolase inhibitor"^^xsd:string,
        "N-acylneuraminate glycohydrolase inhibitors"^^xsd:string,
        "neuraminidase inhibitor"^^xsd:string,
        "neuraminidase inhibitors"^^xsd:string,
        "sialidase inhibitor"^^xsd:string,
        "sialidase inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:52425"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:52433 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:5369991"^^xsd:string ;
    rdfs:label "piperacillin(1-)"^^xsd:string ;
    rdfs:subClassOf CHEBI:51356,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:8232 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C23H26N5O7S"^^xsd:string ;
    chebi:inchi "InChI=1S/C23H27N5O7S/c1-4-26-10-11-27(19(32)18(26)31)22(35)25-13(12-8-6-5-7-9-12)16(29)24-14-17(30)28-15(21(33)34)23(2,3)36-20(14)28/h5-9,13-15,20H,4,10-11H2,1-3H3,(H,24,29)(H,25,35)(H,33,34)/p-1/t13-,14-,15+,20-/m1/s1"^^xsd:string ;
    chebi:inchikey "IVBHGBMCVLDMKU-GXNBUGAJSA-M"^^xsd:string ;
    chebi:mass "516.54700"^^xsd:string ;
    chebi:monoisotopicmass "516.15584"^^xsd:string ;
    chebi:smiles "[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@H](NC(=O)N1CCN(CC)C(=O)C1=O)c1ccccc1)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "6beta-{(2R)-2-[(4-ethyl-2,3-dioxopiperazin-1-yl)carboxamido]-2-phenylacetamido}-2,2-dimethylpenam-3alpha-carboxylate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:52433"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:52439 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:5406422"^^xsd:string ;
    rdfs:label "cefmetazole(1-)"^^xsd:string ;
    rdfs:subClassOf CHEBI:52440,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:3489 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C15H16N7O5S3"^^xsd:string ;
    chebi:inchi "InChI=1S/C15H17N7O5S3/c1-21-14(18-19-20-21)30-6-8-5-29-13-15(27-2,17-9(23)7-28-4-3-16)12(26)22(13)10(8)11(24)25/h13H,4-7H2,1-2H3,(H,17,23)(H,24,25)/p-1/t13-,15+/m1/s1"^^xsd:string ;
    chebi:inchikey "SNBUBQHDYVFSQF-HIFRSBDPSA-M"^^xsd:string ;
    chebi:mass "470.52600"^^xsd:string ;
    chebi:monoisotopicmass "470.03805"^^xsd:string ;
    chebi:smiles "[H][C@]12SCC(CSc3nnnn3C)=C(N1C(=O)[C@]2(NC(=O)CSCC#N)OC)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "7beta-{[(cyanomethyl)sulfanyl]acetamido}-7alpha-methoxy-3-{[(1-methyl-1H-tetrazol-5-yl)sulfanyl]methyl}ceph-3-em-4-carboxylate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(6R,7S)-7-({[(cyanomethyl)sulfanyl]acetyl}amino)-7-methoxy-3-{[(1-methyl-1H-tetrazol-5-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate"^^xsd:string ;
    oboInOwl:id "CHEBI:52439"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:52440 a owl:Class ;
    rdfs:label "cephalosporin carboxylic acid anion"^^xsd:string ;
    rdfs:subClassOf CHEBI:29067 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "cephalosporin carboxylate"^^xsd:string,
        "cephalosporin carboxylates"^^xsd:string,
        "cephalosporin carboxylic acid anions"^^xsd:string,
        "cephalosporincarboxylate"^^xsd:string ;
    oboInOwl:id "CHEBI:52440"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:52625 a owl:Class ;
    rdfs:label "inorganic hydroxy compound"^^xsd:string ;
    rdfs:subClassOf CHEBI:24651,
        CHEBI:24835 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "inorganic hydroxides"^^xsd:string ;
    oboInOwl:id "CHEBI:52625"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:52629 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Retroviral_ribonuclease_H"^^xsd:string ;
    rdfs:label "EC 3.1.26.13 (retroviral ribonuclease H) inhibitor"^^xsd:string ;
    definition: "An inhibitor of ribonuclease H (EC 3.1.26.13), an enzyme required for specific hydrolysis of the RNA strand of an RNA/DNA hybrid."^^xsd:string ;
    rdfs:subClassOf CHEBI:64947,
        CHEBI:76785 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "EC 3.1.26.13 (retroviral ribonuclease H) inhibitors"^^xsd:string,
        "EC 3.1.26.13 inhibitor"^^xsd:string,
        "EC 3.1.26.13 inhibitors"^^xsd:string,
        "HIV RNase H inhibitor"^^xsd:string,
        "HIV RNase H inhibitors"^^xsd:string,
        "HIV-1 ribonuclease H inhibitor"^^xsd:string,
        "HIV-1 ribonuclease H inhibitors"^^xsd:string,
        "HIV-1 RNase H inhibitor"^^xsd:string,
        "HIV-1 RNase H inhibitors"^^xsd:string,
        "retroviral reverse transcriptase RNaseH inhibitor"^^xsd:string,
        "retroviral reverse transcriptase RNaseH inhibitors"^^xsd:string,
        "retroviral ribonuclease H (EC 3.1.26.13) inhibitor"^^xsd:string,
        "retroviral ribonuclease H (EC 3.1.26.13) inhibitors"^^xsd:string,
        "retroviral ribonuclease H inhibitor"^^xsd:string,
        "RT/RNase H inhibitor"^^xsd:string,
        "RT/RNase H inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:52629"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:52640 a owl:Class ;
    rdfs:label "N-acylethanolamine"^^xsd:string ;
    definition: "An ethanolamine substituted at nitrogen by an acyl group."^^xsd:string ;
    rdfs:subClassOf CHEBI:15734,
        CHEBI:23981,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:16000 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C3H6NO2R"^^xsd:string ;
    chebi:mass "88.08520"^^xsd:string ;
    chebi:monoisotopicmass "88.03985"^^xsd:string ;
    chebi:smiles "OCCNC([*])=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:50870"^^xsd:string,
        "CHEBI:52579"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "acylethanolamide"^^xsd:string,
        "acylethanolamides"^^xsd:string,
        "an N-acylethanolamine"^^xsd:string,
        "N-acylethanolamines"^^xsd:string ;
    oboInOwl:id "CHEBI:52640"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:52661 a owl:Class ;
    rdfs:label "Alexa Fluor 488"^^xsd:string ;
    definition: "A fluorescent dye of absorption wavelength 495 nm and emission wavelength 519 nm, derived from a 3,6-diaminoxanthenium-4,5-disulfate."^^xsd:string ;
    rdfs:subClassOf CHEBI:33554,
        CHEBI:35478,
        CHEBI:38835,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:51217 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:52661"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:52664 a owl:Class ;
    rdfs:label "Alexa Fluor 514"^^xsd:string ;
    definition: "A fluorescent dye of absorption wavelength 517 nm and emission wavelength 542 nm derived from a 3,6-diaminoxanthenium-4,5-disulfate."^^xsd:string ;
    rdfs:subClassOf CHEBI:38835,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:51217 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:52664"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:52673 a owl:Class ;
    rdfs:label "Alexa Fluor 555"^^xsd:string ;
    definition: "A fluorescent dye of absorption wavelength 555 nm and emission wavelength 565 nm, derived from a 3,6-diaminoxanthene-4,5-disulfate."^^xsd:string ;
    rdfs:subClassOf CHEBI:38835,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:51217 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C21H14N2O11S2"^^xsd:string ;
    chebi:inchi "InChI=1S/C21H14N2O11S2/c22-13-5-3-10-15(9-2-1-8(20(24)25)7-12(9)21(26)27)11-4-6-14(23)19(36(31,32)33)17(11)34-16(10)18(13)35(28,29)30/h1-7,22H,23H2,(H,24,25)(H,26,27)(H,28,29,30)(H,31,32,33)"^^xsd:string ;
    chebi:inchikey "IGAZHQIYONOHQN-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "534.47300"^^xsd:string ;
    chebi:monoisotopicmass "534.00390"^^xsd:string ;
    chebi:smiles "Nc1ccc2c(-c3ccc(cc3C(O)=O)C(O)=O)c3ccc(=N)c(c3oc2c1S(O)(=O)=O)S(O)(=O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "4-(6-amino-3-imino-4,5-disulfo-3H-xanthen-9-yl)benzene-1,3-dicarboxylic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:52673"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:52677 a owl:Class ;
    rdfs:label "Alexa Fluor 610-X"^^xsd:string ;
    definition: "A fluorescent dye of absorption wavelength 612 nm and emission wavelength 628 nm, derived from a heteropentacyclic ring system."^^xsd:string ;
    rdfs:subClassOf CHEBI:38164,
        CHEBI:46850,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:45791 ],
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:52955 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:51217 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C58H77Cl3N6O14S3"^^xsd:string ;
    chebi:inchi "InChI=1S/C46H47Cl3N4O14S3.2C6H15N/c1-45(2)18-23(21-69(60,61)62)25-14-27-31(16-29(25)51(45)5)66-32-17-30-26(24(22-70(63,64)65)19-46(3,4)52(30)6)15-28(32)37(27)38-39(44(58)59)40(47)42(49)43(41(38)48)68-20-33(54)50-13-9-7-8-10-36(57)67-53-34(55)11-12-35(53)56;2*1-4-7(5-2)6-3/h14-19H,7-13,20-22H2,1-6H3,(H3-,50,54,58,59,60,61,62,63,64,65);2*4-6H2,1-3H3"^^xsd:string ;
    chebi:inchikey "UKYXNIZPVRWSAB-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "1284.81800"^^xsd:string ;
    chebi:monoisotopicmass "1282.37255"^^xsd:string ;
    chebi:smiles "CC[NH+](CC)CC.CC[NH+](CC)CC.CN1c2cc3Oc4cc5=[N+](C)C(C)(C)C=C(CS([O-])(=O)=O)c5cc4=C(c3cc2C(CS([O-])(=O)=O)=CC1(C)C)c1c(Cl)c(SCC(=O)NCCCCCC(=O)ON2C(=O)CCC2=O)c(Cl)c(Cl)c1C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "bis(N,N-diethylethanaminium) 2,3,5-trichloro-4-{[2-({6-[(2,5-dioxopyrrolidin-1-yl)oxy]-6-oxohexyl}amino)-2-oxoethyl]sulfanyl}-6-[1,2,2,10,10,11-hexamethyl-4,8-bis(sulfonatomethyl)-10,11-dihydro-2H-pyrano[3,2-g:5,6-g']diquinolin-1-ium-6-yl]benzoate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Alexa Fluor 610-X carboxylic acid, succinimidyl ester"^^xsd:string ;
    oboInOwl:id "CHEBI:52677"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:52684 a owl:Class ;
    rdfs:label "butanediol"^^xsd:string ;
    definition: "A member of the class of butanediols that is butane in which two of the hydrogens have been replaced by hydroxy groups."^^xsd:string ;
    rdfs:subClassOf CHEBI:22944,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:37808 ] ;
    oboInOwl:hasExactSynonym "butanediol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "butanediols"^^xsd:string ;
    oboInOwl:id "CHEBI:52684"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:52717 a owl:Class ;
    oboInOwl:hasDbXref "CAS:179324-69-7"^^xsd:string,
        "Drug_Central:391"^^xsd:string,
        "DrugBank:DB00188"^^xsd:string,
        "KEGG:D03150"^^xsd:string,
        "LINCS:LSM-6281"^^xsd:string,
        "PDBeChem:BO2"^^xsd:string,
        "PMID:18484921"^^xsd:string,
        "PMID:18980173"^^xsd:string,
        "PMID:21504411"^^xsd:string,
        "PMID:21865767"^^xsd:string,
        "Reaxys:8723817"^^xsd:string,
        "Wikipedia:Bortezomib"^^xsd:string ;
    rdfs:label "bortezomib"^^xsd:string ;
    definition: "L-Phenylalaninamide substituted at the amide nitrogen by a 1-(dihydroxyboranyl)-3-methylbutyl group and at N(alpha) by a pyrazin-2-ylcarbonyl group. It is a dipeptidyl boronic acid that reversibly inhibits the 26S proteasome."^^xsd:string ;
    rdfs:subClassOf CHEBI:22475,
        CHEBI:38314,
        CHEBI:84144,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:38267 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35610 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35820 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37670 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:52726 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C19H25BN4O4"^^xsd:string ;
    chebi:inchi "InChI=1S/C19H25BN4O4/c1-13(2)10-17(20(27)28)24-18(25)15(11-14-6-4-3-5-7-14)23-19(26)16-12-21-8-9-22-16/h3-9,12-13,15,17,27-28H,10-11H2,1-2H3,(H,23,26)(H,24,25)/t15-,17-/m0/s1"^^xsd:string ;
    chebi:inchikey "GXJABQQUPOEUTA-RDJZCZTQSA-N"^^xsd:string ;
    chebi:mass "384.23700"^^xsd:string ;
    chebi:monoisotopicmass "384.19689"^^xsd:string ;
    chebi:smiles "CC(C)C[C@H](NC(=O)[C@H](Cc1ccccc1)NC(=O)c1cnccn1)B(O)O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:41143"^^xsd:string ;
    oboInOwl:hasExactSynonym "[(1R)-3-methyl-1-({(2S)-3-phenyl-2-[(pyrazin-2-ylcarbonyl)amino]propanoyl}amino)butyl]boronic acid"^^xsd:string,
        "bortezomib"^^xsd:string,
        "N-[(1R)-1-(dihydroxyboranyl)-3-methylbutyl]-N(alpha)-(pyrazin-2-ylcarbonyl)-L-phenylalaninamide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "bortezomib"^^xsd:string,
        "N-[(1R)-1-(DIHYDROXYBORYL)-3-METHYLBUTYL]-N-(PYRAZIN-2-YLCARBONYL)-L-PHENYLALANINAMIDE"^^xsd:string,
        "PS 341"^^xsd:string,
        "PS-341"^^xsd:string,
        "Velcade"^^xsd:string ;
    oboInOwl:id "CHEBI:52717"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:52726 a owl:Class ;
    rdfs:label "proteasome inhibitor"^^xsd:string ;
    definition: "A drug that blocks the action of proteasomes, cellular complexes that break down proteins."^^xsd:string ;
    rdfs:subClassOf CHEBI:23888 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "proteasome inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:52726"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:52782 a owl:Class ;
    rdfs:label "O-acyl carbohydrate"^^xsd:string ;
    definition: "A carbohydrate derivative in which the hydrogen atom of at least one alcoholic hydroxy group of a carbohydrate has been replaced by an acyl substituent."^^xsd:string ;
    rdfs:subClassOf CHEBI:63299 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "O-acyl carbohydrates"^^xsd:string ;
    oboInOwl:id "CHEBI:52782"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:52790 a owl:Class ;
    rdfs:label "Alexa Fluor 480(3-)"^^xsd:string ;
    definition: "The anionic form of a fluorescent dye derived from a 3,6-diaminoxanthenium-4,5-disulphate."^^xsd:string ;
    rdfs:subClassOf CHEBI:33554,
        CHEBI:37929,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:42492 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:51217 ] ;
    chebi:charge "-3"^^xsd:string ;
    chebi:formula "C21H11N2O11S2"^^xsd:string ;
    chebi:inchi "InChI=1S/C21H14N2O11S2/c22-13-5-3-10-15(12-7-8(20(24)25)1-2-9(12)21(26)27)11-4-6-14(23)19(36(31,32)33)17(11)34-16(10)18(13)35(28,29)30/h1-7H,22-23H2,(H3-,24,25,26,27,28,29,30,31,32,33)/p-3"^^xsd:string ;
    chebi:inchikey "OWJHMOVSIFSCKQ-UHFFFAOYSA-K"^^xsd:string ;
    chebi:mass "531.44900"^^xsd:string ;
    chebi:monoisotopicmass "530.98207"^^xsd:string ;
    chebi:smiles "Nc1ccc2c(-c3cc(ccc3C([O-])=O)C([O-])=O)c3ccc(N)c(c3[o+]c2c1S([O-])(=O)=O)S([O-])(=O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-(3,6-diamino-4,5-disulfonatoxanthenium-9-yl)benzene-1,4-dicarboxylate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:52790"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:52791 a owl:Class ;
    rdfs:label "Alexa Fluor 430(1-)"^^xsd:string ;
    rdfs:subClassOf CHEBI:26979,
        CHEBI:33554,
        CHEBI:38275,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:51217 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C26H26F3N2O9S"^^xsd:string ;
    chebi:inchi "InChI=1S/C26H27F3N2O9S/c1-25(2)13-15(14-41(36,37)38)16-10-17-18(26(27,28)29)11-24(35)39-20(17)12-19(16)30(25)9-5-3-4-6-23(34)40-31-21(32)7-8-22(31)33/h10-13H,3-9,14H2,1-2H3,(H,36,37,38)/p-1"^^xsd:string ;
    chebi:inchikey "GIIRHJUKHYLDBB-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "599.55300"^^xsd:string ;
    chebi:monoisotopicmass "599.13166"^^xsd:string ;
    chebi:smiles "CC1(C)C=C(CS([O-])(=O)=O)c2cc3c(cc(=O)oc3cc2N1CCCCCC(=O)ON1C(=O)CCC1=O)C(F)(F)F"^^xsd:string ;
    oboInOwl:hasExactSynonym "[9-{6-[(2,5-dioxopyrrolidin-1-yl)oxy]-6-oxohexyl}-8,8-dimethyl-2-oxo-4-(trifluoromethyl)-8,9-dihydro-2H-benzo[g]chromen-6-yl]methanesulfonate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:52791"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:52837 a owl:Class ;
    rdfs:label "quinolinium ion"^^xsd:string ;
    rdfs:subClassOf CHEBI:25697 ;
    oboInOwl:hasExactSynonym "quinolinium ion"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "quinolinium ions"^^xsd:string ;
    oboInOwl:id "CHEBI:52837"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:52845 a owl:Class ;
    rdfs:label "cyclic organic group"^^xsd:string ;
    definition: "An organic group that consists of a closed ring. It may be a substituent or a skeleton."^^xsd:string ;
    rdfs:subClassOf CHEBI:33247 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "cyclic organic groups"^^xsd:string ;
    oboInOwl:id "CHEBI:52845"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:52856 a owl:Class ;
    rdfs:label "FM 4-64(2+)"^^xsd:string ;
    definition: "A pyridinium cation with a 3-(triethylammonio)propyl substituent at the 1-position and a 6-[4-(dibutylamino)phenyl]hexa-1,3,5-trien-1-yl substituent at the 4-position."^^xsd:string ;
    rdfs:subClassOf CHEBI:32876,
        CHEBI:35267,
        CHEBI:50334,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:51217 ] ;
    chebi:charge "+2"^^xsd:string ;
    chebi:formula "C34H53N3"^^xsd:string ;
    chebi:inchi "InChI=1S/C34H53N3/c1-6-11-27-36(28-12-7-2)34-22-20-32(21-23-34)18-15-13-14-16-19-33-24-29-35(30-25-33)26-17-31-37(8-3,9-4)10-5/h13-16,18-25,29-30H,6-12,17,26-28,31H2,1-5H3/q+2"^^xsd:string ;
    chebi:inchikey "JGVVSBSPWPPLRS-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "503.80470"^^xsd:string ;
    chebi:monoisotopicmass "503.42285"^^xsd:string ;
    chebi:smiles "[H]C(=CC([H])=Cc1cc[n+](CCC[N+](CC)(CC)CC)cc1)C=C([H])c1ccc(cc1)N(CCCC)CCCC"^^xsd:string ;
    oboInOwl:hasExactSynonym "4-{6-[4-(dibutylamino)phenyl]hexa-1,3,5-trien-1-yl}-1-[3-(triethylammonio)propyl]pyridinium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:52856"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:52860 a owl:Class ;
    rdfs:label "fura-2(5-)"^^xsd:string ;
    definition: "The anionic form of fura-2 dye."^^xsd:string ;
    rdfs:subClassOf CHEBI:35755,
        CHEBI:46812,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:51217 ] ;
    chebi:charge "-5"^^xsd:string ;
    chebi:formula "C28H22N3O14"^^xsd:string ;
    chebi:inchi "InChI=1S/C28H27N3O14/c32-23(33)11-30(12-24(34)35)16-3-1-2-4-18(16)42-5-6-43-20-7-15-8-21(27-29-10-22(45-27)28(40)41)44-19(15)9-17(20)31(13-25(36)37)14-26(38)39/h1-4,7-9,22H,5-6,10-14H2,(H,32,33)(H,34,35)(H,36,37)(H,38,39)(H,40,41)/p-5"^^xsd:string ;
    chebi:inchikey "QVJCYCPBVCOZGZ-UHFFFAOYSA-I"^^xsd:string ;
    chebi:mass "624.48600"^^xsd:string ;
    chebi:monoisotopicmass "624.11292"^^xsd:string ;
    chebi:smiles "[O-]C(=O)CN(CC([O-])=O)c1ccccc1OCCOc1cc2cc(oc2cc1N(CC([O-])=O)CC([O-])=O)C1=NCC(O1)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-{6-[bis(carboxylatomethyl)amino]-5-(2-{2-[bis(carboxylatomethyl)amino]phenoxy}ethoxy)-1-benzofuran-2-yl}-4,5-dihydro-1,3-oxazole-5-carboxylate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:52860"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:52955 a owl:Class ;
    rdfs:label "Alexa Fluor 610-X(2-)"^^xsd:string ;
    definition: "A cationic fluorescent dye derived from a heteropentacyclic ring system."^^xsd:string ;
    rdfs:subClassOf CHEBI:33554,
        CHEBI:38164,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:51217 ] ;
    chebi:charge "-2"^^xsd:string ;
    chebi:formula "C46H45Cl3N4O14S3"^^xsd:string ;
    chebi:inchi "InChI=1S/C46H47Cl3N4O14S3/c1-45(2)18-23(21-69(60,61)62)25-14-27-31(16-29(25)51(45)5)66-32-17-30-26(24(22-70(63,64)65)19-46(3,4)52(30)6)15-28(32)37(27)38-39(44(58)59)40(47)42(49)43(41(38)48)68-20-33(54)50-13-9-7-8-10-36(57)67-53-34(55)11-12-35(53)56/h14-19H,7-13,20-22H2,1-6H3,(H3-,50,54,58,59,60,61,62,63,64,65)/p-2"^^xsd:string ;
    chebi:inchikey "GGUZJJWHMIUOBS-UHFFFAOYSA-L"^^xsd:string ;
    chebi:mass "1080.42200"^^xsd:string ;
    chebi:monoisotopicmass "1078.11710"^^xsd:string ;
    chebi:smiles "CN1c2cc3Oc4cc5=[N+](C)C(C)(C)C=C(CS([O-])(=O)=O)c5cc4=C(c3cc2C(CS([O-])(=O)=O)=CC1(C)C)c1c(Cl)c(SCC(=O)NCCCCCC(=O)ON2C(=O)CCC2=O)c(Cl)c(Cl)c1C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "2,3,5-trichloro-4-{[2-({6-[(2,5-dioxopyrrolidin-1-yl)oxy]-6-oxohexyl}amino)-2-oxoethyl]sulfanyl}-6-[1,2,2,10,10,11-hexamethyl-4,8-bis(sulfonatomethyl)-10,11-dihydro-2H-pyrano[3,2-g:5,6-g']diquinolin-1-ium-6-yl]benzoate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Alexa Fluor 610-X cation"^^xsd:string,
        "Alexa Fluor 610-X dication"^^xsd:string ;
    oboInOwl:id "CHEBI:52955"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:52993 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:759821"^^xsd:string,
        "CAS:848-75-9"^^xsd:string,
        "Drug_Central:1608"^^xsd:string,
        "DrugBank:DB00186"^^xsd:string,
        "HMDB:HMDB0041919"^^xsd:string,
        "KEGG:D01657"^^xsd:string,
        "Patent:BE621819"^^xsd:string,
        "Patent:US3296249"^^xsd:string,
        "PMID:11198750"^^xsd:string,
        "PMID:22792010"^^xsd:string,
        "Reaxys:759821"^^xsd:string,
        "Wikipedia:Lormetazepam"^^xsd:string ;
    rdfs:label "lormetazepam"^^xsd:string ;
    definition: "A 1,4-benzodiazepinone compound having a methyl substituent at the 1-position, a hydroxy substituent at the 3-position, a 2-chlorophenyl group at the 5-position and a chloro substituent at the 7-position."^^xsd:string ;
    rdfs:subClassOf CHEBI:35500,
        CHEBI:36683,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35717 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C16H12Cl2N2O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C16H12Cl2N2O2/c1-20-13-7-6-9(17)8-11(13)14(19-15(21)16(20)22)10-4-2-3-5-12(10)18/h2-8,15,21H,1H3"^^xsd:string ;
    chebi:inchikey "FJIKWRGCXUCUIG-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "335.18500"^^xsd:string ;
    chebi:monoisotopicmass "334.02758"^^xsd:string ;
    chebi:smiles "CN1C(=O)C(O)N=C(c2ccccc2Cl)c2cc(Cl)ccc12"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:31782"^^xsd:string,
        "CHEBI:52992"^^xsd:string ;
    oboInOwl:hasExactSynonym "7-chloro-5-(2-chlorophenyl)-3-hydroxy-1-methyl-1,3-dihydro-2H-1,4-benzodiazepin-2-one"^^xsd:string,
        "Lormetazepam"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "7-Chloro-5-(2-chlorophenyl)-3-hydroxy-1-methyl-2,3-dihydro-1H-1,4-benzodiazepin-2-one"^^xsd:string,
        "7-Chloro-5-(o-chlorophenyl)-1,3-dihydro-3-hydroxy-1-methyl-2H-1,4-benzodiazepin-2-one"^^xsd:string,
        "(+-)-Lorazepam"^^xsd:string,
        "Loramet (TN)"^^xsd:string,
        "Lorazepam"^^xsd:string,
        "lormetazepamum"^^xsd:string,
        "Methyllorazepam"^^xsd:string,
        "N-Methyllorazepam"^^xsd:string,
        "O-Chlorooxazepam"^^xsd:string,
        "O-Chloroxazepam"^^xsd:string ;
    oboInOwl:id "CHEBI:52993"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:53000 a owl:Class ;
    rdfs:label "epitope"^^xsd:string ;
    definition: "The biological role played by a material entity when bound by a receptor of the adaptive immune system. Specific site on an antigen to which an antibody binds."^^xsd:string ;
    rdfs:subClassOf CHEBI:24432 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "antigenic determinant"^^xsd:string,
        "epitope function"^^xsd:string,
        "epitope role"^^xsd:string ;
    oboInOwl:id "CHEBI:53000"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:53079 a owl:Class ;
    rdfs:label "lysine derivative"^^xsd:string ;
    definition: "An amino acid derivative resulting from reaction of lysine at the amino group or the carboxy group, or from the replacement of any hydrogen of lysine by a heteroatom. The definition normally excludes peptides containing lysine residues."^^xsd:string ;
    rdfs:subClassOf CHEBI:83821,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:25094 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "lysine derivatives"^^xsd:string ;
    oboInOwl:id "CHEBI:53079"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:53121 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Adenosine_A2A_receptor"^^xsd:string ;
    rdfs:label "adenosine A2A receptor antagonist"^^xsd:string ;
    definition: "An antagonist at the A2A receptor."^^xsd:string ;
    rdfs:subClassOf CHEBI:71232 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "adenosine A2A receptor antagonists"^^xsd:string ;
    oboInOwl:id "CHEBI:53121"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:53223 a owl:Class ;
    rdfs:label "poly(ether) macromolecule"^^xsd:string ;
    definition: "A macromolecule composed of units connected by ether (-O-) linkages."^^xsd:string ;
    rdfs:subClassOf CHEBI:25698,
        CHEBI:33839 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "poly(ether)"^^xsd:string,
        "poly(ether)s"^^xsd:string,
        "polyether"^^xsd:string,
        "polyethers"^^xsd:string ;
    oboInOwl:id "CHEBI:53223"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:53325 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:8474559"^^xsd:string,
        "CAS:9004-70-0"^^xsd:string,
        "Wikipedia:Nitrocellulose"^^xsd:string ;
    rdfs:label "nitrocellulose"^^xsd:string ;
    definition: "A (1->4)-beta-D-glucan compound formed by nitrating cellulose through exposure to nitric acid or another powerful nitrating agent."^^xsd:string ;
    rdfs:subClassOf CHEBI:28793,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:18246 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:53337 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:63490 ] ;
    chebi:charge "0"^^xsd:string ;
    oboInOwl:hasExactSynonym "Nitrocellulose"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Cellulose nitrate"^^xsd:string,
        "Cellulose tetranitrate"^^xsd:string,
        "Collodion"^^xsd:string,
        "gun cotton"^^xsd:string,
        "Piroxilina"^^xsd:string,
        "Pyroxylin"^^xsd:string,
        "Pyroxyline"^^xsd:string,
        "Pyroxylinum"^^xsd:string ;
    oboInOwl:id "CHEBI:53325"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:53337 a owl:Class ;
    rdfs:label "tissue adhesive"^^xsd:string ;
    definition: "A substance used to cause adherence of tissue to tissue or tissue to non-tissue surfaces, as for prostheses."^^xsd:string ;
    rdfs:subClassOf CHEBI:24432 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "tissue adhesives"^^xsd:string ;
    oboInOwl:id "CHEBI:53337"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:53339 a owl:Class ;
    oboInOwl:hasDbXref "PMID:832335"^^xsd:string ;
    rdfs:label "olefinic fatty acid"^^xsd:string ;
    definition: "Any fatty acid containing at least one C=C double bond."^^xsd:string ;
    rdfs:subClassOf CHEBI:27208,
        CHEBI:78840 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:53339"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:53353 a owl:Class ;
    rdfs:label "GHB receptor agonist"^^xsd:string ;
    definition: "A drug that binds to and activates gamma-hydroxybutyric acid receptors."^^xsd:string ;
    rdfs:subClassOf CHEBI:35942 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "GHB receptor agonists"^^xsd:string ;
    oboInOwl:id "CHEBI:53353"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:53421 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:1209228"^^xsd:string,
        "CAS:9002-81-7"^^xsd:string ;
    rdfs:label "poly(oxymethylene) macromolecule"^^xsd:string ;
    definition: "A poly(alkylene oxide) macromolecule, composed of repeating methyleneoxy units."^^xsd:string ;
    rdfs:subClassOf CHEBI:53536 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "(CH2O)n"^^xsd:string ;
    oboInOwl:hasExactSynonym "poly(oxymethylene)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Formaldehyde polymer"^^xsd:string,
        "poly(oxymethylene)"^^xsd:string,
        "poly(oxymethylene)s"^^xsd:string,
        "Poly-s-trioxane"^^xsd:string,
        "Polyformaldehyde"^^xsd:string,
        "polyoxymethylene"^^xsd:string,
        "polyoxymethylenes"^^xsd:string,
        "Polytrioxane"^^xsd:string ;
    oboInOwl:id "CHEBI:53421"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:53443 a owl:Class ;
    rdfs:label "salicylamides"^^xsd:string ;
    rdfs:subClassOf CHEBI:22702,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:16914 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:53443"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:53536 a owl:Class ;
    rdfs:label "poly(alkylene oxide) macromolecule"^^xsd:string ;
    definition: "A macromolecule composed of repeating oxyalkylene units."^^xsd:string ;
    rdfs:subClassOf CHEBI:53223 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "poly(alkylene oxide)"^^xsd:string,
        "poly(alkylene oxide)s"^^xsd:string,
        "polyalkylene oxide"^^xsd:string,
        "polyalkylene oxides"^^xsd:string ;
    oboInOwl:id "CHEBI:53536"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:53658 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:7066100"^^xsd:string,
        "MetaCyc:CPD-12294"^^xsd:string,
        "Reaxys:7066100"^^xsd:string ;
    rdfs:label "ceftriaxone(1-)"^^xsd:string ;
    definition: "A cephalosporin carboxylis acid anion having 2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetylamino and [(2-methyl-5,6-dioxo-1,2,5,6-tetrahydro-1,2,4-triazin-3-yl)sulfanyl]methyl side-groups, formed by proton loss from the carboxy group of ceftriaxone."^^xsd:string ;
    rdfs:subClassOf CHEBI:52440,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:29007 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C18H17N8O7S3"^^xsd:string ;
    chebi:inchi "InChI=1S/C18H18N8O7S3/c1-25-18(22-12(28)13(29)23-25)36-4-6-3-34-15-9(14(30)26(15)10(6)16(31)32)21-11(27)8(24-33-2)7-5-35-17(19)20-7/h5,9,15H,3-4H2,1-2H3,(H2,19,20)(H,21,27)(H,23,29)(H,31,32)/p-1/b24-8-/t9-,15-/m1/s1"^^xsd:string ;
    chebi:inchikey "VAAUVRVFOQPIGI-SPQHTLEESA-M"^^xsd:string ;
    chebi:mass "553.57200"^^xsd:string ;
    chebi:monoisotopicmass "553.03878"^^xsd:string ;
    chebi:smiles "[H][C@]12SCC(CSc3nc(=O)c(=O)[nH]n3C)=C(N1C(=O)[C@H]2NC(=O)C(=N/OC)\\c1csc(N)n1)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "7beta-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-3-{[(2-methyl-5,6-dioxo-1,2,5,6-tetrahydro-1,2,4-triazin-3-yl)sulfanyl]methyl}-3,4-didehydrocepham-4-carboxylate"^^xsd:string,
        "(6R,7R)-7-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-3-{[(2-methyl-5,6-dioxo-1,2,5,6-tetrahydro-1,2,4-triazin-3-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:53658"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:53662 a owl:Class ;
    rdfs:label "biguanides"^^xsd:string ;
    definition: "A class of oral hypoglycemic drugs used for diabetes mellitus or prediabetes treatment. They have a structure based on the 2-carbamimidoylguanidine skeleton."^^xsd:string ;
    rdfs:subClassOf CHEBI:24436,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35526 ] ;
    oboInOwl:hasAlternativeId "CHEBI:35529"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:53662"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:53746 a owl:Class ;
    rdfs:label "EC 1.1.1.205 (IMP dehydrogenase) inhibitor"^^xsd:string ;
    definition: "An EC 1.1.1.* (oxidoreductase acting on donor CH-OH group, NAD(+) or NADP(+) acceptor) inhibitor that interferes with the action of IMP dehydrogenase (EC 1.1.1.205), so blocking de novo biosynthesis of purine nucleotides."^^xsd:string ;
    rdfs:subClassOf CHEBI:76835 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "EC 1.1.1.205 (IMP dehydrogenase) inhibitors"^^xsd:string,
        "EC 1.1.1.205 inhibitor"^^xsd:string,
        "EC 1.1.1.205 inhibitors"^^xsd:string,
        "IMP dehydrogenase (EC 1.1.1.205) inhibitor"^^xsd:string,
        "IMP dehydrogenase (EC 1.1.1.205) inhibitors"^^xsd:string,
        "IMP dehydrogenase inhibitor"^^xsd:string,
        "IMP dehydrogenase inhibitors"^^xsd:string,
        "IMP oxidoreductase inhibitor"^^xsd:string,
        "IMP oxidoreductase inhibitors"^^xsd:string,
        "IMP:NAD(+) oxidoreductase inhibitor"^^xsd:string,
        "IMP:NAD(+) oxidoreductase inhibitors"^^xsd:string,
        "inosinate dehydrogenase inhibitor"^^xsd:string,
        "inosinate dehydrogenase inhibitors"^^xsd:string,
        "inosine 5'-monophosphate dehydrogenase inhibitors"^^xsd:string,
        "inosine monophosphate dehydrogenase inhibitor"^^xsd:string,
        "inosine monophosphate dehydrogenase inhibitors"^^xsd:string,
        "inosine monophosphate oxidoreductase inhibitor"^^xsd:string,
        "inosine monophosphate oxidoreductase inhibitors"^^xsd:string,
        "inosinic acid dehydrogenase inhibitor"^^xsd:string,
        "inosinic acid dehydrogenase inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:53746"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:53756 a owl:Class ;
    rdfs:label "HIV-1 reverse transcriptase inhibitor"^^xsd:string ;
    definition: "An entity which inhibits the activity of HIV-1 reverse transcriptase."^^xsd:string ;
    rdfs:subClassOf CHEBI:52629 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "HIV-1 reverse transcriptase inhibitors"^^xsd:string,
        "reverse transcriptase inhibitor"^^xsd:string,
        "reverse transcriptase inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:53756"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:53763 a owl:Class ;
    oboInOwl:hasDbXref "CAS:86052-04-2"^^xsd:string,
        "DrugBank:DB01439"^^xsd:string,
        "PMID:16621415"^^xsd:string ;
    rdfs:label "3-methylthiofentanyl"^^xsd:string ;
    definition: "A piperidine compound having a (2-thienyl)ethyl substituent at the 1-position, a methyl group at the 3-position and an N-phenylpropanamido group at the 4-position."^^xsd:string ;
    rdfs:subClassOf CHEBI:13248,
        CHEBI:26151,
        CHEBI:26961,
        CHEBI:29347,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35482 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C21H28N2OS"^^xsd:string ;
    chebi:inchi "InChI=1S/C21H28N2OS/c1-3-21(24)23(18-8-5-4-6-9-18)20-12-14-22(16-17(20)2)13-11-19-10-7-15-25-19/h4-10,15,17,20H,3,11-14,16H2,1-2H3"^^xsd:string ;
    chebi:inchikey "SRARDYUHGVMEQI-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "356.52500"^^xsd:string ;
    chebi:monoisotopicmass "356.19223"^^xsd:string ;
    chebi:smiles "CCC(=O)N(C1CCN(CCc2cccs2)CC1C)c1ccccc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "N-{3-methyl-1-[2-(2-thienyl)ethyl]piperidin-4-yl}-N-phenylpropanamide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3-Methyl-thiofentanyl"^^xsd:string,
        "N-(3-Methyl-1-(2-thienyl)ethyl-4-piperidinyl)-N-phenylpropanamide"^^xsd:string ;
    oboInOwl:id "CHEBI:53763"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:53784 a owl:Class ;
    rdfs:label "antispasmodic drug"^^xsd:string ;
    definition: "A drug that suppresses spasms. These are usually caused by smooth muscle contraction, especially in tubular organs. The effect is to prevent spasms of the stomach, intestine or urinary bladder."^^xsd:string ;
    rdfs:subClassOf CHEBI:51371 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "antispasmodics"^^xsd:string ;
    oboInOwl:id "CHEBI:53784"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:53802 a owl:Class ;
    rdfs:label "dibenzooxazepine"^^xsd:string ;
    definition: "An organic heterotricyclic compound consisting of two benzene rings fused to a seven-membered ring containing one oxygen and one nitrogen atom."^^xsd:string ;
    rdfs:subClassOf CHEBI:26979 ;
    oboInOwl:hasAlternativeId "CHEBI:50840"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "dibenzooxazepines"^^xsd:string,
        "dibenzoxazepine"^^xsd:string,
        "dibenzoxazepines"^^xsd:string ;
    oboInOwl:id "CHEBI:53802"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:55322 a owl:Class ;
    rdfs:label "mu-opioid receptor agonist"^^xsd:string ;
    definition: "A compound that exhibits agonist activity at the mu-opioid receptor."^^xsd:string ;
    rdfs:subClassOf CHEBI:60599,
        CHEBI:60606 ;
    oboInOwl:hasAlternativeId "CHEBI:50136"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "mu opioid agonist"^^xsd:string,
        "mu-opioid agonists"^^xsd:string,
        "mu-opioid receptor agonists"^^xsd:string ;
    oboInOwl:id "CHEBI:55322"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:55324 a owl:Class ;
    rdfs:label "gastrointestinal drug"^^xsd:string ;
    definition: "A drug used for its effects on the gastrointestinal system, e.g. controlling gastric acidity, regulating gastrointestinal motility and water flow, and improving digestion."^^xsd:string ;
    rdfs:subClassOf CHEBI:23888 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "gastrointestinal agent"^^xsd:string,
        "gastrointestinal agents"^^xsd:string,
        "gastrointestinal drugs"^^xsd:string ;
    oboInOwl:id "CHEBI:55324"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:55347 a owl:Class ;
    rdfs:label "vitamin K antagonist"^^xsd:string ;
    definition: "A class of anticoagulants which act by inhibiting the action of vitamin K."^^xsd:string ;
    rdfs:subClassOf CHEBI:48706 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "vitamin K antagonists"^^xsd:string ;
    oboInOwl:id "CHEBI:55347"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:55370 a owl:Class ;
    rdfs:label "imidazolidinone"^^xsd:string ;
    definition: "An imidazolidine containing one or more oxo groups."^^xsd:string ;
    rdfs:subClassOf CHEBI:38261 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "imidazolidinones"^^xsd:string ;
    oboInOwl:id "CHEBI:55370"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:55373 a owl:Class ;
    rdfs:label "isoxazoles"^^xsd:string ;
    definition: "Oxazoles in which the N and O atoms are adjacent."^^xsd:string ;
    rdfs:subClassOf CHEBI:35790 ;
    oboInOwl:hasAlternativeId "CHEBI:46813"^^xsd:string ;
    oboInOwl:hasExactSynonym "isoxazoles"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1,2-oxazoles"^^xsd:string ;
    oboInOwl:id "CHEBI:55373"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:55374 a owl:Class ;
    rdfs:label "oxazolidinone"^^xsd:string ;
    definition: "An oxazolidine containing one or more oxo groups."^^xsd:string ;
    rdfs:subClassOf CHEBI:38329 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "oxazolidinedione"^^xsd:string,
        "oxazolidinediones"^^xsd:string,
        "oxazolidinones"^^xsd:string ;
    oboInOwl:id "CHEBI:55374"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:55465 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:7-hydroxyisoflavones"^^xsd:string ;
    rdfs:label "7-hydroxyisoflavones"^^xsd:string ;
    definition: "A hydroxyisoflavone compound having a hydroxy group at the 7-position."^^xsd:string ;
    rdfs:subClassOf CHEBI:38755 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C15HO3R9"^^xsd:string ;
    chebi:mass "229.167"^^xsd:string ;
    chebi:monoisotopicmass "228.99257"^^xsd:string ;
    chebi:smiles "C12=C(C(=C(C(=C2C(C(=C(O1)*)C3=C(C(=C(C(=C3*)*)*)*)*)=O)*)*)O)*"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "a 7-hydroxyisoflavone"^^xsd:string ;
    oboInOwl:id "CHEBI:55465"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:57287 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:11604429"^^xsd:string ;
    rdfs:label "coenzyme A(4-)"^^xsd:string ;
    definition: "Tetraanion of coenzyme A."^^xsd:string ;
    rdfs:subClassOf CHEBI:58945,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:15346 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "-4"^^xsd:string ;
    chebi:formula "C21H32N7O16P3S"^^xsd:string ;
    chebi:inchi "InChI=1S/C21H36N7O16P3S/c1-21(2,16(31)19(32)24-4-3-12(29)23-5-6-48)8-41-47(38,39)44-46(36,37)40-7-11-15(43-45(33,34)35)14(30)20(42-11)28-10-27-13-17(22)25-9-26-18(13)28/h9-11,14-16,20,30-31,48H,3-8H2,1-2H3,(H,23,29)(H,24,32)(H,36,37)(H,38,39)(H2,22,25,26)(H2,33,34,35)/p-4/t11-,14-,15-,16+,20-/m1/s1"^^xsd:string ;
    chebi:inchikey "RGJOEKWQDUBAIZ-IBOSZNHHSA-J"^^xsd:string ;
    chebi:mass "763.50200"^^xsd:string ;
    chebi:monoisotopicmass "763.08610"^^xsd:string ;
    chebi:smiles "CC(C)(COP([O-])(=O)OP([O-])(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP([O-])([O-])=O)n1cnc2c(N)ncnc12)[C@@H](O)C(=O)NCCC(=O)NCCS"^^xsd:string ;
    oboInOwl:hasExactSynonym "3'-phosphonatoadenosine 5'-{3-[(3R)-3-hydroxy-2,2-dimethyl-4-oxo-4-({3-oxo-3-[(2-sulfanylethyl)amino]propyl}amino)butyl] diphosphate}"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "CoA"^^xsd:string ;
    oboInOwl:id "CHEBI:57287"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:57288 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:8468140"^^xsd:string ;
    rdfs:label "acetyl-CoA(4-)"^^xsd:string ;
    definition: "An acyl-CoA(4-) that is the tetraanion of acetyl-CoA, arising from deprotonation of the phosphate and diphosphate OH groups."^^xsd:string ;
    rdfs:subClassOf CHEBI:58342,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:15351 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "-4"^^xsd:string ;
    chebi:formula "C23H34N7O17P3S"^^xsd:string ;
    chebi:inchi "InChI=1S/C23H38N7O17P3S/c1-12(31)51-7-6-25-14(32)4-5-26-21(35)18(34)23(2,3)9-44-50(41,42)47-49(39,40)43-8-13-17(46-48(36,37)38)16(33)22(45-13)30-11-29-15-19(24)27-10-28-20(15)30/h10-11,13,16-18,22,33-34H,4-9H2,1-3H3,(H,25,32)(H,26,35)(H,39,40)(H,41,42)(H2,24,27,28)(H2,36,37,38)/p-4/t13-,16-,17-,18+,22-/m1/s1"^^xsd:string ;
    chebi:inchikey "ZSLZBFCDCINBPY-ZSJPKINUSA-J"^^xsd:string ;
    chebi:mass "805.53900"^^xsd:string ;
    chebi:monoisotopicmass "805.09667"^^xsd:string ;
    chebi:smiles "CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP([O-])(=O)OP([O-])(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP([O-])([O-])=O)n1cnc2c(N)ncnc12"^^xsd:string ;
    oboInOwl:hasExactSynonym "3'-phosphonatoadenosine 5'-(3-{(3R)-4-[(3-{[2-(acetylsulfanyl)ethyl]amino}-3-oxopropyl)amino]-3-hydroxy-2,2-dimethyl-4-oxobutyl} diphosphate)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "AcCoA(4-)"^^xsd:string,
        "acetyl-CoA"^^xsd:string,
        "acetyl-CoA tetraanion"^^xsd:string,
        "acetyl-coenzyme A(4-)"^^xsd:string ;
    oboInOwl:id "CHEBI:57288"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:57299 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:9535056"^^xsd:string ;
    rdfs:label "ATP(3-)"^^xsd:string ;
    definition: "A ribonucleoside triphosphate oxoanion that is the trianion of adenosine 5'-triphosphate arising from deprotonation of three of the four free triphosphate OH groups."^^xsd:string ;
    rdfs:subClassOf CHEBI:59724,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:30616 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:15422 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:237958 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:23357 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78675 ] ;
    chebi:charge "-3"^^xsd:string ;
    chebi:formula "C10H13N5O13P3"^^xsd:string ;
    chebi:inchi "InChI=1S/C10H16N5O13P3/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(26-10)1-25-30(21,22)28-31(23,24)27-29(18,19)20/h2-4,6-7,10,16-17H,1H2,(H,21,22)(H,23,24)(H2,11,12,13)(H2,18,19,20)/p-3/t4-,6-,7-,10-/m1/s1"^^xsd:string ;
    chebi:inchikey "ZKHQWZAMYRWXGA-KQYNXXCUSA-K"^^xsd:string ;
    chebi:mass "504.15720"^^xsd:string ;
    chebi:monoisotopicmass "503.97392"^^xsd:string ;
    chebi:smiles "Nc1ncnc2n(cnc12)[C@@H]1O[C@H](COP([O-])(=O)OP([O-])(=O)OP(O)([O-])=O)[C@@H](O)[C@H]1O"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:57299"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:57305 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:1807"^^xsd:string,
        "MetaCyc:GLY"^^xsd:string ;
    rdfs:label "glycine zwitterion"^^xsd:string ;
    definition: "An amino acid zwitterion arising from transfer of a proton from the carboxy to the amino group of glycine."^^xsd:string ;
    rdfs:subClassOf CHEBI:35238,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:15428 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C2H5NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C2H5NO2/c3-1-2(4)5/h1,3H2,(H,4,5)"^^xsd:string ;
    chebi:inchikey "DHMQDGOQFOQNFH-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "75.06660"^^xsd:string ;
    chebi:monoisotopicmass "75.03203"^^xsd:string ;
    chebi:smiles "[NH3+]CC([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-azaniumylacetate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "glycine"^^xsd:string ;
    oboInOwl:id "CHEBI:57305"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:57416 a owl:Class ;
    rdfs:label "D-alanine zwitterion"^^xsd:string ;
    definition: "Zwitterionic form of D-alanine."^^xsd:string ;
    rdfs:subClassOf CHEBI:66916,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:15570 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C3H7NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C3H7NO2/c1-2(4)3(5)6/h2H,4H2,1H3,(H,5,6)/t2-/m1/s1"^^xsd:string ;
    chebi:inchikey "QNAYBMKLOCPYGJ-UWTATZPHSA-N"^^xsd:string ;
    chebi:mass "89.09320"^^xsd:string ;
    chebi:monoisotopicmass "89.04768"^^xsd:string ;
    chebi:smiles "C[C@@H]([NH3+])C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2R)-2-azaniumylpropanoate"^^xsd:string,
        "D-alanine zwitterion"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "D-alanine"^^xsd:string ;
    oboInOwl:id "CHEBI:57416"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:57427 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:363609"^^xsd:string ;
    rdfs:label "L-leucine zwitterion"^^xsd:string ;
    definition: "Zwitterionic form of L-leucine."^^xsd:string ;
    rdfs:subClassOf CHEBI:35238,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:15603 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H13NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H13NO2/c1-4(2)3-5(7)6(8)9/h4-5H,3,7H2,1-2H3,(H,8,9)/t5-/m0/s1"^^xsd:string ;
    chebi:inchikey "ROHFNLRQFUQHCH-YFKPBYRVSA-N"^^xsd:string ;
    chebi:mass "131.17290"^^xsd:string ;
    chebi:monoisotopicmass "131.09463"^^xsd:string ;
    chebi:smiles "CC(C)C[C@H]([NH3+])C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2S)-2-azaniumyl-4-methylpentanoate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "L-leucine"^^xsd:string,
        "leucine zwitterion"^^xsd:string ;
    oboInOwl:id "CHEBI:57427"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:57504 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:487331"^^xsd:string ;
    rdfs:label "L-dopa zwitterion"^^xsd:string ;
    definition: "An amino acid zwitterion obtained from the transfer of a proton from the carboxy group to the amino group of L-dopa. Major microspecies at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:35238,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:149689 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:15765 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C9H11NO4"^^xsd:string ;
    chebi:inchi "InChI=1S/C9H11NO4/c10-6(9(13)14)3-5-1-2-7(11)8(12)4-5/h1-2,4,6,11-12H,3,10H2,(H,13,14)/t6-/m0/s1"^^xsd:string ;
    chebi:inchikey "WTDRDQBEARUVNC-LURJTMIESA-N"^^xsd:string ;
    chebi:mass "197.18790"^^xsd:string ;
    chebi:monoisotopicmass "197.06881"^^xsd:string ;
    chebi:smiles "[NH3+][C@@H](Cc1ccc(O)c(O)c1)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2S)-2-azaniumyl-3-(3,4-dihydroxyphenyl)propanoate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2S)-2-ammonio-3-(3,4-dihydroxyphenyl)propanoate"^^xsd:string,
        "L-dopa"^^xsd:string ;
    oboInOwl:id "CHEBI:57504"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:57545 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:5734-TETRAHYDROXYFLAVONE"^^xsd:string ;
    rdfs:label "luteolin-7-olate"^^xsd:string ;
    definition: "A flavonoid oxoanion that is the conjugate base of luteolin, arising from selective deprotonation of the 7-hydroxy group."^^xsd:string ;
    rdfs:subClassOf CHEBI:60038,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:15864 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C15H9O6"^^xsd:string ;
    chebi:inchi "InChI=1S/C15H10O6/c16-8-4-11(19)15-12(20)6-13(21-14(15)5-8)7-1-2-9(17)10(18)3-7/h1-6,16-19H/p-1"^^xsd:string ;
    chebi:inchikey "IQPNAANSBPBGFQ-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "285.22840"^^xsd:string ;
    chebi:monoisotopicmass "285.04046"^^xsd:string ;
    chebi:smiles "Oc1ccc(cc1O)-c1cc(=O)c2c(O)cc([O-])cc2o1"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-4H-chromen-7-olate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-4H-1-benzopyran-7-olate"^^xsd:string,
        "luteolin"^^xsd:string,
        "luteolin-7-olate anion"^^xsd:string ;
    oboInOwl:id "CHEBI:57545"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:57554 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:363839"^^xsd:string ;
    rdfs:label "tropinium"^^xsd:string ;
    definition: "Conjugate acid of tropine arising from protonation of the tertiary amino group."^^xsd:string ;
    rdfs:subClassOf CHEBI:35274,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:15884 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C8H16NO"^^xsd:string ;
    chebi:inchi "InChI=1S/C8H15NO/c1-9-6-2-3-7(9)5-8(10)4-6/h6-8,10H,2-5H2,1H3/p+1/t6-,7+,8+"^^xsd:string ;
    chebi:inchikey "CYHOMWAPJJPNMW-JIGDXULJSA-O"^^xsd:string ;
    chebi:mass "142.21870"^^xsd:string ;
    chebi:monoisotopicmass "142.12319"^^xsd:string ;
    chebi:smiles "C[NH+]1[C@H]2CC[C@@H]1C[C@H](O)C2"^^xsd:string ;
    oboInOwl:hasExactSynonym "(3-endo,8-syn)-3-hydroxy-8-methyl-8-azoniabicyclo[3.2.1]octane"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(1R,3R,5S)-3-hydroxy-8-methyl-8-azabicyclo[3.2.1]octan-8-ium"^^xsd:string,
        "tropine"^^xsd:string ;
    oboInOwl:id "CHEBI:57554"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:57560 a owl:Class ;
    rdfs:label "long-chain fatty acid anion"^^xsd:string ;
    definition: "A fatty acid anion with a chain length of C13 to C22."^^xsd:string ;
    rdfs:subClassOf CHEBI:28868,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:15904 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "CO2R"^^xsd:string ;
    chebi:mass "44.010"^^xsd:string ;
    chebi:monoisotopicmass "43.98983"^^xsd:string ;
    chebi:smiles "[O-]C([*])=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:13652"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "a long-chain carboxylate"^^xsd:string,
        "a long-chain fatty acid"^^xsd:string,
        "long-chain fatty acid anions"^^xsd:string ;
    oboInOwl:id "CHEBI:57560"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:57585 a owl:Class ;
    rdfs:label "discadenine zwitterion"^^xsd:string ;
    definition: "Zwitterionic form of discadenine having an anionic carboxy group and a protonated amino group."^^xsd:string ;
    rdfs:subClassOf CHEBI:35238,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:15955 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C14H20N6O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C14H20N6O2/c1-9(2)3-5-16-12-11-13(18-7-17-11)20(8-19-12)6-4-10(15)14(21)22/h3,7-8,10,16H,4-6,15H2,1-2H3,(H,21,22)/t10-/m0/s1"^^xsd:string ;
    chebi:inchikey "KGVAAXZLUAKZEO-JTQLQIEISA-N"^^xsd:string ;
    chebi:mass "304.34760"^^xsd:string ;
    chebi:monoisotopicmass "304.16477"^^xsd:string ;
    chebi:smiles "CC(C)=CCNc1ncn(CC[C@H]([NH3+])C([O-])=O)c2ncnc12"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2S)-2-azaniumyl-4-{6-[(3-methylbut-2-en-1-yl)amino]-3H-purin-3-yl}butanoate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "discadenine"^^xsd:string ;
    oboInOwl:id "CHEBI:57585"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:57586 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:10186323"^^xsd:string,
        "MetaCyc:BIOTIN"^^xsd:string ;
    rdfs:label "biotinate"^^xsd:string ;
    definition: "Conjugate base of biotin arising from deprotonation of the carboxy group."^^xsd:string ;
    rdfs:subClassOf CHEBI:35757,
        CHEBI:176841,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:15956 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:23357 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C10H15N2O3S"^^xsd:string ;
    chebi:inchi "InChI=1S/C10H16N2O3S/c13-8(14)4-2-1-3-7-9-6(5-16-7)11-10(15)12-9/h6-7,9H,1-5H2,(H,13,14)(H2,11,12,15)/p-1/t6-,7-,9-/m0/s1"^^xsd:string ;
    chebi:inchikey "YBJHBAHKTGYVGT-ZKWXMUAHSA-M"^^xsd:string ;
    chebi:mass "243.30300"^^xsd:string ;
    chebi:monoisotopicmass "243.08034"^^xsd:string ;
    chebi:smiles "[H][C@]12CS[C@@H](CCCCC([O-])=O)[C@@]1([H])NC(=O)N2"^^xsd:string ;
    oboInOwl:hasExactSynonym "5-[(3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]pentanoate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "biotin"^^xsd:string,
        "biotin anion"^^xsd:string ;
    oboInOwl:id "CHEBI:57586"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:57595 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:663322"^^xsd:string,
        "MetaCyc:HIS"^^xsd:string ;
    rdfs:label "L-histidine zwitterion"^^xsd:string ;
    definition: "Zwitterionic form of L-histidine having an anionic carboxy group and a protonated alpha-amino group."^^xsd:string ;
    rdfs:subClassOf CHEBI:62031,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:15971 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H9N3O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H9N3O2/c7-5(6(10)11)1-4-2-8-3-9-4/h2-3,5H,1,7H2,(H,8,9)(H,10,11)/t5-/m0/s1"^^xsd:string ;
    chebi:inchikey "HNDVDQJCIGZPNO-YFKPBYRVSA-N"^^xsd:string ;
    chebi:mass "155.15460"^^xsd:string ;
    chebi:monoisotopicmass "155.06948"^^xsd:string ;
    chebi:smiles "[NH3+][C@@H](Cc1c[nH]cn1)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2S)-2-azaniumyl-3-(1H-imidazol-4-yl)propanoate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2S)-2-ammonio-3-(1H-imidazol-4-yl)propanoate"^^xsd:string,
        "L-histidine"^^xsd:string ;
    oboInOwl:id "CHEBI:57595"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:57600 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:4285687"^^xsd:string,
        "Gmelin:2507814"^^xsd:string ;
    rdfs:label "GTP(3-)"^^xsd:string ;
    definition: "Trianion of GTP arising from deprotonation of three of the four phosphate OH groups."^^xsd:string ;
    rdfs:subClassOf CHEBI:37121,
        CHEBI:58945,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:37565 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:15996 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ] ;
    chebi:charge "-3"^^xsd:string ;
    chebi:formula "C10H13N5O14P3"^^xsd:string ;
    chebi:inchi "InChI=1S/C10H16N5O14P3/c11-10-13-7-4(8(18)14-10)12-2-15(7)9-6(17)5(16)3(27-9)1-26-31(22,23)29-32(24,25)28-30(19,20)21/h2-3,5-6,9,16-17H,1H2,(H,22,23)(H,24,25)(H2,19,20,21)(H3,11,13,14,18)/p-3/t3-,5-,6-,9-/m1/s1"^^xsd:string ;
    chebi:inchikey "XKMLYUALXHKNFT-UUOKFMHZSA-K"^^xsd:string ;
    chebi:mass "520.15660"^^xsd:string ;
    chebi:monoisotopicmass "519.96883"^^xsd:string ;
    chebi:smiles "Nc1nc2n(cnc2c(=O)[nH]1)[C@@H]1O[C@H](COP([O-])(=O)OP([O-])(=O)OP(O)([O-])=O)[C@@H](O)[C@H]1O"^^xsd:string ;
    oboInOwl:hasExactSynonym "5'-O-[({[(hydroxyphosphinato)oxy]phosphinato}oxy)phosphinato]guanosine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "GTP trianion"^^xsd:string,
        "guanosine 5'-triphosphate(3-)"^^xsd:string ;
    oboInOwl:id "CHEBI:57600"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:57603 a owl:Class ;
    rdfs:label "ethanolaminium(1+)"^^xsd:string ;
    definition: "A primary aliphatic ammonium ion that is the conjugate acid of ethanolamine arising from protonation of the primary amino function."^^xsd:string ;
    rdfs:subClassOf CHEBI:58001,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:16000 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C2H8NO"^^xsd:string ;
    chebi:inchi "InChI=1S/C2H7NO/c3-1-2-4/h4H,1-3H2/p+1"^^xsd:string ;
    chebi:inchikey "HZAXFHJVJLSVMW-UHFFFAOYSA-O"^^xsd:string ;
    chebi:mass "62.09100"^^xsd:string ;
    chebi:monoisotopicmass "62.06004"^^xsd:string ;
    chebi:smiles "[NH3+]CCO"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-hydroxyethanaminium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-hydroxyethan-1-aminium"^^xsd:string,
        "ethanolamine"^^xsd:string,
        "ethanolaminium cation"^^xsd:string ;
    oboInOwl:id "CHEBI:57603"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:57668 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:CPD-217"^^xsd:string ;
    rdfs:label "D-ornithinium(1+)"^^xsd:string ;
    definition: "The conjugate acid of D-ornithine having an anionic carboxy group and both amino groups protonated; major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:35274,
        CHEBI:46912,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:16176 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C5H13N2O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H12N2O2/c6-3-1-2-4(7)5(8)9/h4H,1-3,6-7H2,(H,8,9)/p+1/t4-/m1/s1"^^xsd:string ;
    chebi:inchikey "AHLPHDHHMVZTML-SCSAIBSYSA-O"^^xsd:string ;
    chebi:mass "133.16890"^^xsd:string ;
    chebi:monoisotopicmass "133.09770"^^xsd:string ;
    chebi:smiles "[NH3+]CCC[C@@H]([NH3+])C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2R)-2,5-diazaniumylpentanoate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2R)-2,5-diammoniopentanoate"^^xsd:string,
        "D-ornithine"^^xsd:string,
        "D-ornithinium cation"^^xsd:string ;
    oboInOwl:id "CHEBI:57668"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:57694 a owl:Class ;
    rdfs:label "quercetin-7-olate"^^xsd:string ;
    definition: "Conjugate base of quercetin arising from selective deprotonation of the 7-hydroxy group; major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:58588,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:16243 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C15H9O7"^^xsd:string ;
    chebi:inchi "InChI=1S/C15H10O7/c16-7-4-10(19)12-11(5-7)22-15(14(21)13(12)20)6-1-2-8(17)9(18)3-6/h1-5,16-19,21H/p-1"^^xsd:string ;
    chebi:inchikey "REFJWTPEDVJJIY-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "301.22830"^^xsd:string ;
    chebi:monoisotopicmass "301.03538"^^xsd:string ;
    chebi:smiles "Oc1ccc(cc1O)-c1oc2cc([O-])cc(O)c2c(=O)c1O"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-4-oxo-4-chromen-7-olate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "quercetin"^^xsd:string,
        "quercetin anion"^^xsd:string ;
    oboInOwl:id "CHEBI:57694"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:57718 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:7973338"^^xsd:string ;
    rdfs:label "barbiturate(2-)"^^xsd:string ;
    definition: "Dianion of barbituric acid arising from deprotonation at the N-1 and C-5 positions."^^xsd:string ;
    rdfs:subClassOf CHEBI:25696,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:16294 ] ;
    chebi:charge "-2"^^xsd:string ;
    chebi:formula "C4H2N2O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C4H3N2O3/c7-2-1-3(8)6-4(9)5-2/h1H,(H2,5,6,7,8,9)/q-1/p-1"^^xsd:string ;
    chebi:inchikey "GVLZYMDNTPNTLV-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "126.07030"^^xsd:string ;
    chebi:monoisotopicmass "126.00764"^^xsd:string ;
    chebi:smiles "O=c1[cH-]c(=O)[n-]c(=O)[nH]1"^^xsd:string ;
    oboInOwl:hasExactSynonym "2,4,6-trioxotetrahydro-2H-pyrimidine-1,5-diide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2,4,6-trioxo-1,3-diazinane-1,5-diide"^^xsd:string,
        "barbiturate dianion"^^xsd:string ;
    oboInOwl:id "CHEBI:57718"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:57719 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:D-TRYPTOPHAN"^^xsd:string ;
    rdfs:label "D-tryptophan zwitterion"^^xsd:string ;
    definition: "Zwitterionic form of D-tryptophan having an anionic carboxy group and a protonated alpha-amino group; major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:64554,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:16296 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C11H12N2O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C11H12N2O2/c12-9(11(14)15)5-7-6-13-10-4-2-1-3-8(7)10/h1-4,6,9,13H,5,12H2,(H,14,15)/t9-/m1/s1"^^xsd:string ;
    chebi:inchikey "QIVBCDIJIAJPQS-SECBINFHSA-N"^^xsd:string ;
    chebi:mass "204.22520"^^xsd:string ;
    chebi:monoisotopicmass "204.08988"^^xsd:string ;
    chebi:smiles "[NH3+][C@H](Cc1c[nH]c2ccccc12)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2R)-2-azaniumyl-3-(1H-indol-3-yl)propanoate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2R)-2-ammonio-3-(1H-indol-3-yl)propanoate"^^xsd:string,
        "D-tryptophan"^^xsd:string,
        "tryptophan"^^xsd:string ;
    oboInOwl:id "CHEBI:57719"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:57726 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:D-PROLINE"^^xsd:string ;
    rdfs:label "D-proline zwitterion"^^xsd:string ;
    definition: "A D-alpha-amino acid zwitterion that is D-proline in which a proton has been transferred from the carboxy group to the amino group. It is the major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:59871,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:16313 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5H9NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H9NO2/c7-5(8)4-2-1-3-6-4/h4,6H,1-3H2,(H,7,8)/t4-/m1/s1"^^xsd:string ;
    chebi:inchikey "ONIBWKKTOPOVIA-SCSAIBSYSA-N"^^xsd:string ;
    chebi:mass "115.13050"^^xsd:string ;
    chebi:monoisotopicmass "115.06333"^^xsd:string ;
    chebi:smiles "[O-]C(=O)[C@H]1CCC[NH2+]1"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2R)-pyrrolidinium-2-carboxylate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "D-proline"^^xsd:string ;
    oboInOwl:id "CHEBI:57726"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:57738 a owl:Class ;
    rdfs:label "2-arylpropionate"^^xsd:string ;
    definition: "A class of carboxylic acid anions of general formula RCHCH3C(=O)O(-) where R represents an aryl group."^^xsd:string ;
    rdfs:subClassOf CHEBI:29067,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:17272 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:16333 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C3H4O2R"^^xsd:string ;
    chebi:mass "72.06270"^^xsd:string ;
    chebi:monoisotopicmass "72.02113"^^xsd:string ;
    chebi:smiles "CC([*])C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-arylpropionate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-arylpropionates"^^xsd:string ;
    oboInOwl:id "CHEBI:57738"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:57743 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:L-CITRULLINE"^^xsd:string,
        "Wikipedia:Citrulline"^^xsd:string ;
    rdfs:label "L-citrulline zwitterion"^^xsd:string ;
    definition: "Zwitterionic form of L-citrulline having an anionic carboxy group and a protonated amino group; major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:35238,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:16349 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76971 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:83056 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H13N3O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H13N3O3/c7-4(5(10)11)2-1-3-9-6(8)12/h4H,1-3,7H2,(H,10,11)(H3,8,9,12)/t4-/m0/s1"^^xsd:string ;
    chebi:inchikey "RHGKLRLOHDJJDR-BYPYZUCNSA-N"^^xsd:string ;
    chebi:mass "175.18570"^^xsd:string ;
    chebi:monoisotopicmass "175.09569"^^xsd:string ;
    chebi:smiles "NC(=O)NCCC[C@H]([NH3+])C([O-])=O"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2S)-2-azaniumyl-5-(carbamoylamino)pentanoate"^^xsd:string,
        "L-citrulline"^^xsd:string ;
    oboInOwl:id "CHEBI:57743"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:57746 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:4030890"^^xsd:string,
        "Beilstein:7235136"^^xsd:string,
        "Gmelin:1336501"^^xsd:string ;
    rdfs:label "3',5'-cyclic GMP(1-)"^^xsd:string ;
    definition: "The conjugate base of guanosine 3',5'-cyclic phosphate arising from deprotonation of the free phosphate OH group; major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:58945,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:16356 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C10H11N5O7P"^^xsd:string ;
    chebi:inchi "InChI=1S/C10H12N5O7P/c11-10-13-7-4(8(17)14-10)12-2-15(7)9-5(16)6-3(21-9)1-20-23(18,19)22-6/h2-3,5-6,9,16H,1H2,(H,18,19)(H3,11,13,14,17)/p-1/t3-,5-,6-,9-/m1/s1"^^xsd:string ;
    chebi:inchikey "ZOOGRGPOEVQQDX-UUOKFMHZSA-M"^^xsd:string ;
    chebi:mass "344.19740"^^xsd:string ;
    chebi:monoisotopicmass "344.04016"^^xsd:string ;
    chebi:smiles "Nc1nc2n(cnc2c(=O)[nH]1)[C@@H]1O[C@@H]2COP([O-])(=O)O[C@H]2[C@H]1O"^^xsd:string ;
    oboInOwl:hasExactSynonym "guanosine 3',5'-phosphate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3',5'-cyclic GMP"^^xsd:string,
        "3',5'-cyclic GMP anion"^^xsd:string ;
    oboInOwl:id "CHEBI:57746"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:57757 a owl:Class ;
    rdfs:label "D-threonine zwitterion"^^xsd:string ;
    definition: "A D-alpha-amino acid zwitterion that is D-threonine in which a proton has been transferred from the carboxy group to the amino group. It is the major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:59871,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:16398 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C4H9NO3"^^xsd:string ;
    chebi:inchi "InChI=1S/C4H9NO3/c1-2(6)3(5)4(7)8/h2-3,6H,5H2,1H3,(H,7,8)/t2-,3+/m0/s1"^^xsd:string ;
    chebi:inchikey "AYFVYJQAPQTCCC-STHAYSLISA-N"^^xsd:string ;
    chebi:mass "119.11920"^^xsd:string ;
    chebi:monoisotopicmass "119.05824"^^xsd:string ;
    chebi:smiles "C[C@H](O)[C@@H]([NH3+])C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2R,3S)-2-azaniumyl-3-hydroxybutanoate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "D-threonine"^^xsd:string ;
    oboInOwl:id "CHEBI:57757"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:57762 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:2826"^^xsd:string ;
    rdfs:label "L-valine zwitterion"^^xsd:string ;
    definition: "An L-alpha-amino acid zwitterion obtained by transfer of a proton from the carboxy to the amino group of L-valine; major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:59869,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:16414 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5H11NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H11NO2/c1-3(2)4(6)5(7)8/h3-4H,6H2,1-2H3,(H,7,8)/t4-/m0/s1"^^xsd:string ;
    chebi:inchikey "KZSNJWFQEVHDMF-BYPYZUCNSA-N"^^xsd:string ;
    chebi:mass "117.14630"^^xsd:string ;
    chebi:monoisotopicmass "117.07898"^^xsd:string ;
    chebi:smiles "CC(C)[C@H]([NH3+])C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2S)-2-azaniumyl-3-methylbutanoate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2S)-2-ammonio-3-methylbutanoate"^^xsd:string,
        "L-valine"^^xsd:string ;
    oboInOwl:id "CHEBI:57762"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:57844 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:560248"^^xsd:string,
        "MetaCyc:MET"^^xsd:string ;
    rdfs:label "L-methionine zwitterion"^^xsd:string ;
    definition: "Zwitterionic form of L-methionine having a anionic carboxy group and a cationic amino group; major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:64558,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:16643 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5H11NO2S"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H11NO2S/c1-9-3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/t4-/m0/s1"^^xsd:string ;
    chebi:inchikey "FFEARJCKVFRZRR-BYPYZUCNSA-N"^^xsd:string ;
    chebi:mass "149.21100"^^xsd:string ;
    chebi:monoisotopicmass "149.05105"^^xsd:string ;
    chebi:smiles "CSCC[C@H]([NH3+])C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2S)-2-azaniumyl-4-(methylsulfanyl)butanoate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2S)-2-ammonio-4-(methylsulfanyl)butanoate"^^xsd:string,
        "L-methionine"^^xsd:string ;
    oboInOwl:id "CHEBI:57844"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:57858 a owl:Class ;
    rdfs:label "atropinium"^^xsd:string ;
    definition: "An ammonium ion that is the conjugate acid of atropine arising from protonation of the tertiary amino group; major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:35274,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:78734 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C17H24NO3"^^xsd:string ;
    chebi:inchi "InChI=1S/C17H23NO3/c1-18-13-7-8-14(18)10-15(9-13)21-17(20)16(11-19)12-5-3-2-4-6-12/h2-6,13-16,19H,7-11H2,1H3/p+1/t13-,14+,15+,16?"^^xsd:string ;
    chebi:inchikey "RKUNBYITZUJHSG-SPUOUPEWSA-O"^^xsd:string ;
    chebi:mass "290.37740"^^xsd:string ;
    chebi:monoisotopicmass "290.17507"^^xsd:string ;
    chebi:smiles "C[NH+]1[C@H]2CC[C@@H]1C[C@@H](C2)OC(=O)C(CO)c1ccccc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "(3-endo,8-syn)-3-[(3-hydroxy-2-phenylpropanoyl)oxy]-8-methyl-8-azoniabicyclo[3.2.1]octane"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "atropine"^^xsd:string,
        "atropinium cation"^^xsd:string,
        "atropinium(1+)"^^xsd:string ;
    oboInOwl:id "CHEBI:57858"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:57867 a owl:Class ;
    rdfs:label "nucleoside 5'-phosphate dianion"^^xsd:string ;
    definition: "The conjugate base of a nucleoside 5'-phosphate."^^xsd:string ;
    rdfs:subClassOf CHEBI:58945,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:16701 ] ;
    chebi:charge "-2"^^xsd:string ;
    chebi:formula "C5H7O6PR2"^^xsd:string ;
    chebi:mass "194.07920"^^xsd:string ;
    chebi:monoisotopicmass "193.99802"^^xsd:string ;
    chebi:smiles "O[C@H]1[C@@H]([*])[C@H]([*])O[C@@H]1COP([O-])([O-])=O"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "a nucleoside 5'-phosphate"^^xsd:string,
        "nucleoside 5'-phosphate dianions"^^xsd:string ;
    oboInOwl:id "CHEBI:57867"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:57869 a owl:Class ;
    rdfs:label "6-aminopenicillanic acid zwitterion"^^xsd:string ;
    definition: "Zwitterionic form of 6-aminopenicillanic acid arising from migration of a proton from the carboxy group to the 6-amino group; major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:35238,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:30938 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:16705 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C8H12N2O3S"^^xsd:string ;
    chebi:inchi "InChI=1S/C8H12N2O3S/c1-8(2)4(7(12)13)10-5(11)3(9)6(10)14-8/h3-4,6H,9H2,1-2H3,(H,12,13)/t3-,4+,6-/m1/s1"^^xsd:string ;
    chebi:inchikey "NGHVIOIJCVXTGV-ALEPSDHESA-N"^^xsd:string ;
    chebi:mass "216.25700"^^xsd:string ;
    chebi:monoisotopicmass "216.05686"^^xsd:string ;
    chebi:smiles "[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2[NH3+])C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "6-azaniumyl-2,2-dimethylpenam-3alpha-carboxylate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "6-aminopenicillanate"^^xsd:string,
        "(2S,5R,6R)-6-azaniumyl-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate"^^xsd:string ;
    oboInOwl:id "CHEBI:57869"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:57871 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:351392"^^xsd:string ;
    rdfs:label "codeine(1+)"^^xsd:string ;
    definition: "The conjugate acid of codeine arising from protonation of the tertiary amino group; major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:35274,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:16714 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C18H22NO3"^^xsd:string ;
    chebi:inchi "InChI=1S/C18H21NO3/c1-19-8-7-18-11-4-5-13(20)17(18)22-16-14(21-2)6-3-10(15(16)18)9-12(11)19/h3-6,11-13,17,20H,7-9H2,1-2H3/p+1/t11-,12+,13-,17-,18-/m0/s1"^^xsd:string ;
    chebi:inchikey "OROGSEYTTFOCAN-DNJOTXNNSA-O"^^xsd:string ;
    chebi:mass "300.37220"^^xsd:string ;
    chebi:monoisotopicmass "300.15942"^^xsd:string ;
    chebi:smiles "[H][C@]12C=C[C@H](O)[C@@H]3Oc4c(OC)ccc5C[C@H]1[NH+](C)CC[C@@]23c45"^^xsd:string ;
    oboInOwl:hasExactSynonym "3-methoxy-17-methyl-7,8-didehydro-4,5alpha-epoxymorphinan-17-ium-6alpha-ol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(5alpha,6alpha,17S)-3-methoxy-17-methyl-7,8-didehydro-4,5-epoxymorphinan-17-ium-6-ol"^^xsd:string,
        "codeine"^^xsd:string,
        "codeine cation"^^xsd:string ;
    oboInOwl:id "CHEBI:57871"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:57887 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:533978"^^xsd:string ;
    rdfs:label "tryptaminium"^^xsd:string ;
    definition: "An  ammonium ion that is the conjugate acid of tryptamine arising from protonation of the primary amino group; major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:65296,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:16765 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C10H13N2"^^xsd:string ;
    chebi:inchi "InChI=1S/C10H12N2/c11-6-5-8-7-12-10-4-2-1-3-9(8)10/h1-4,7,12H,5-6,11H2/p+1"^^xsd:string ;
    chebi:inchikey "APJYDQYYACXCRM-UHFFFAOYSA-O"^^xsd:string ;
    chebi:mass "161.22310"^^xsd:string ;
    chebi:monoisotopicmass "161.10732"^^xsd:string ;
    chebi:smiles "[NH3+]CCc1c[nH]c2ccccc12"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-(1H-indol-3-yl)ethanaminium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "tryptamine"^^xsd:string,
        "tryptaminium cation"^^xsd:string,
        "tryptaminium(1+)"^^xsd:string ;
    oboInOwl:id "CHEBI:57887"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:57912 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:1896155"^^xsd:string,
        "MetaCyc:TRP"^^xsd:string ;
    rdfs:label "L-tryptophan zwitterion"^^xsd:string ;
    definition: "An L-alpha-amino acid zwitterion obtained by transfer of a proton from the carboxy to the amino group of L-tryptophan; major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:59869,
        CHEBI:64554,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:16828 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C11H12N2O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C11H12N2O2/c12-9(11(14)15)5-7-6-13-10-4-2-1-3-8(7)10/h1-4,6,9,13H,5,12H2,(H,14,15)/t9-/m0/s1"^^xsd:string ;
    chebi:inchikey "QIVBCDIJIAJPQS-VIFPVBQESA-N"^^xsd:string ;
    chebi:mass "204.22520"^^xsd:string ;
    chebi:monoisotopicmass "204.08988"^^xsd:string ;
    chebi:smiles "[NH3+][C@@H](Cc1c[nH]c2ccccc12)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2S)-2-azaniumyl-3-(1H-indol-3-yl)propanoate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2S)-2-ammonio-3-(1H-indol-3-yl)propanoate"^^xsd:string,
        "L-tryptophan"^^xsd:string,
        "tryptophan"^^xsd:string ;
    oboInOwl:id "CHEBI:57912"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:57926 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:2506280"^^xsd:string ;
    rdfs:label "L-threonine zwitterion"^^xsd:string ;
    definition: "Zwitterionic form of L-threonine arising from transfer of a proton from the carboxy to the amino group; major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:35238,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:16857 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C4H9NO3"^^xsd:string ;
    chebi:inchi "InChI=1S/C4H9NO3/c1-2(6)3(5)4(7)8/h2-3,6H,5H2,1H3,(H,7,8)/t2-,3+/m1/s1"^^xsd:string ;
    chebi:inchikey "AYFVYJQAPQTCCC-GBXIJSLDSA-N"^^xsd:string ;
    chebi:mass "119.11920"^^xsd:string ;
    chebi:monoisotopicmass "119.05824"^^xsd:string ;
    chebi:smiles "C[C@@H](O)[C@H]([NH3+])C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2S,3R)-2-azaniumyl-3-hydroxybutanoate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2S,3R)-2-ammonio-3-hydroxybutanoate"^^xsd:string,
        "L-threonine"^^xsd:string ;
    oboInOwl:id "CHEBI:57926"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:57930 a owl:Class ;
    rdfs:label "nucleoside 5'-diphosphate(3-)"^^xsd:string ;
    definition: "Trianion of nucleoside diphosphate arising from deprotonation of all three free OH groups of the diphosphate; major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:58945,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:16862 ] ;
    chebi:charge "-3"^^xsd:string ;
    chebi:formula "C5H8O10P2R"^^xsd:string ;
    chebi:mass "290.059"^^xsd:string ;
    chebi:monoisotopicmass "289.95927"^^xsd:string ;
    chebi:smiles "[C@H]1([C@H]([C@@H](O)[C@@H](O1)*)O)COP(OP([O-])(=O)[O-])(=O)[O-]"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "a ribonucleoside 5'-diphosphate"^^xsd:string,
        "NDP trianion"^^xsd:string,
        "NDP(3-)"^^xsd:string,
        "nucleoside diphosphate trianion"^^xsd:string,
        "ribonucleoside diphosphate trianion"^^xsd:string,
        "ribonucleoside diphosphate(3-)"^^xsd:string ;
    oboInOwl:id "CHEBI:57930"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:57932 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:CPD-218"^^xsd:string ;
    rdfs:label "D-methionine zwitterion"^^xsd:string ;
    definition: "Zwitterionic form of D-methionine arising from transfer of a proton from the carboxy to the amino group; major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:64558,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:16867 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5H11NO2S"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H11NO2S/c1-9-3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/t4-/m1/s1"^^xsd:string ;
    chebi:inchikey "FFEARJCKVFRZRR-SCSAIBSYSA-N"^^xsd:string ;
    chebi:mass "149.21100"^^xsd:string ;
    chebi:monoisotopicmass "149.05105"^^xsd:string ;
    chebi:smiles "CSCC[C@@H]([NH3+])C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2R)-2-azaniumyl-4-(methylsulfanyl)butanoate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2R)-2-ammonio-4-(methylsulfanyl)butanoate"^^xsd:string,
        "D-methionine"^^xsd:string ;
    oboInOwl:id "CHEBI:57932"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:57942 a owl:Class ;
    rdfs:label "chlorophyllide a(1-)"^^xsd:string ;
    definition: "A cyclic tetrapyrrole anion that is the conjugate base of chlorophyllide a arising from deprotonation of the carboxy group; major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:58941,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:83348 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:16900 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C35H33MgN4O5"^^xsd:string ;
    chebi:inchi "InChI=1S/C35H36N4O5.Mg/c1-8-19-15(3)22-12-24-17(5)21(10-11-28(40)41)32(38-24)30-31(35(43)44-7)34(42)29-18(6)25(39-33(29)30)14-27-20(9-2)16(4)23(37-27)13-26(19)36-22;/h8,12-14,17,21,31H,1,9-11H2,2-7H3,(H3,36,37,38,39,40,41,42);/q;+2/p-3/t17-,21-,31+;/m0./s1"^^xsd:string ;
    chebi:inchikey "ANWUQYTXRXCEMZ-NYABAGMLSA-K"^^xsd:string ;
    chebi:mass "613.96600"^^xsd:string ;
    chebi:monoisotopicmass "613.23069"^^xsd:string ;
    chebi:smiles "CCC1=C(C)C2=[N+]3C1=Cc1c(C)c4C(=O)[C@H](C(=O)OC)C5=C6[C@@H](CCC([O-])=O)[C@H](C)C7=[N+]6[Mg--]3(n1c45)n1c(=C7)c(C)c(C=C)c1=C2"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "chlorophyllide a anion"^^xsd:string ;
    oboInOwl:id "CHEBI:57942"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:57947 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:CREATINE"^^xsd:string ;
    rdfs:label "creatine zwitterion"^^xsd:string ;
    definition: "Zwitterionic form of creatine arising from transfer of a proton from the carboxy to the guanidino group; major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:27369,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:66924 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:16919 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C4H9N3O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C4H9N3O2/c1-7(4(5)6)2-3(8)9/h2H2,1H3,(H3,5,6)(H,8,9)"^^xsd:string ;
    chebi:inchikey "CVSVTCORWBXHQV-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "131.13320"^^xsd:string ;
    chebi:monoisotopicmass "131.06948"^^xsd:string ;
    chebi:smiles "CN(CC([O-])=O)C(N)=[NH2+]"^^xsd:string ;
    oboInOwl:hasExactSynonym "{[amino(iminio)methyl](methyl)amino}acetate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "creatine"^^xsd:string ;
    oboInOwl:id "CHEBI:57947"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:57972 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:362662"^^xsd:string ;
    rdfs:label "L-alanine zwitterion"^^xsd:string ;
    definition: "Zwitterionic form of L-alanine arising from transfer of a proton from the carboxy to the amino group; major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:66916,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:16977 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C3H7NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C3H7NO2/c1-2(4)3(5)6/h2H,4H2,1H3,(H,5,6)/t2-/m0/s1"^^xsd:string ;
    chebi:inchikey "QNAYBMKLOCPYGJ-REOHCLBHSA-N"^^xsd:string ;
    chebi:mass "89.09320"^^xsd:string ;
    chebi:monoisotopicmass "89.04768"^^xsd:string ;
    chebi:smiles "C[C@H]([NH3+])C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2S)-2-azaniumylpropanoate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2S)-2-ammoniopropanoate"^^xsd:string,
        "L-alanine"^^xsd:string ;
    oboInOwl:id "CHEBI:57972"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:57981 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:CPD-216"^^xsd:string ;
    rdfs:label "D-phenylalanine zwitterion"^^xsd:string ;
    definition: "A D-alpha-amino acid zwitterion that is D-phenylalanine in which a proton has been transferred from the carboxy group to the amino group. It is the major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:59871,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:58095 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:16998 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C9H11NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C9H11NO2/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-5,8H,6,10H2,(H,11,12)/t8-/m1/s1"^^xsd:string ;
    chebi:inchikey "COLNVLDHVKWLRT-MRVPVSSYSA-N"^^xsd:string ;
    chebi:mass "165.18910"^^xsd:string ;
    chebi:monoisotopicmass "165.07898"^^xsd:string ;
    chebi:smiles "[NH3+][C@H](Cc1ccccc1)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2R)-2-azaniumyl-3-phenylpropanoate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2R)-2-ammonio-3-phenylpropanoate"^^xsd:string,
        "D-phenylalanine"^^xsd:string ;
    oboInOwl:id "CHEBI:57981"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:57986 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:4924198"^^xsd:string,
        "Chemspider:26330994"^^xsd:string,
        "MetaCyc:RIBOFLAVIN"^^xsd:string ;
    rdfs:label "riboflavin(1-)"^^xsd:string ;
    definition: "An organic anion that is the conjugate base of riboflavin resulting from the removal of a proton from the nitrogen at position 3 (between the two carbonyl groups). Major microspecies at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:60531,
        CHEBI:176838,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:17015 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:23357 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C17H19N4O6"^^xsd:string ;
    chebi:inchi "InChI=1S/C17H20N4O6/c1-7-3-9-10(4-8(7)2)21(5-11(23)14(25)12(24)6-22)15-13(18-9)16(26)20-17(27)19-15/h3-4,11-12,14,22-25H,5-6H2,1-2H3,(H,20,26,27)/p-1/t11-,12+,14-/m0/s1"^^xsd:string ;
    chebi:inchikey "AUNGANRZJHBGPY-SCRDCRAPSA-M"^^xsd:string ;
    chebi:mass "375.35600"^^xsd:string ;
    chebi:monoisotopicmass "375.13101"^^xsd:string ;
    chebi:smiles "Cc1cc2nc3c(nc(=O)[n-]c3=O)n(C[C@H](O)[C@H](O)[C@H](O)CO)c2cc1C"^^xsd:string ;
    oboInOwl:hasExactSynonym "1-deoxy-1-(7,8-dimethyl-2,4-dioxo-2H-benzo[g]pteridin-3-id-10(4H)-yl)-D-ribitol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "7,8-dimethyl-2,4-dioxo-10-[(2S,3S,4R)-2,3,4,5-tetrahydroxypentyl]-2H,3H,4H,10H-benzo[g]pteridin-3-ide"^^xsd:string,
        "riboflavin"^^xsd:string,
        "riboflavin anion"^^xsd:string,
        "vitamin B2(1-)"^^xsd:string ;
    oboInOwl:id "CHEBI:57986"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:58000 a owl:Class ;
    rdfs:label "D-glutamine zwitterion"^^xsd:string ;
    definition: "Zwitterionic form of D-glutamine arising from transfer of a proton from the carboxy to the amino group; major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:35238,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:17061 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5H10N2O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H10N2O3/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H2,7,8)(H,9,10)/t3-/m1/s1"^^xsd:string ;
    chebi:inchikey "ZDXPYRJPNDTMRX-GSVOUGTGSA-N"^^xsd:string ;
    chebi:mass "146.14450"^^xsd:string ;
    chebi:monoisotopicmass "146.06914"^^xsd:string ;
    chebi:smiles "NC(=O)CC[C@@H]([NH3+])C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2R)-5-amino-2-azaniumyl-5-oxopentanoate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2R)-5-amino-2-ammonio-5-oxopentanoate"^^xsd:string,
        "D-glutamine"^^xsd:string ;
    oboInOwl:id "CHEBI:58000"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:58001 a owl:Class ;
    rdfs:label "primary aliphatic ammonium ion"^^xsd:string ;
    definition: "The conjugate acid of a primary aliphatic amine."^^xsd:string ;
    rdfs:subClassOf CHEBI:65296,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:17062 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "CH5NR"^^xsd:string ;
    chebi:mass "31.05710"^^xsd:string ;
    chebi:monoisotopicmass "31.04220"^^xsd:string ;
    chebi:smiles "[NH3+]C[*]"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "an aliphatic amine"^^xsd:string,
        "primary aliphatic ammonium cation"^^xsd:string,
        "primary aliphatic ammonium cations"^^xsd:string,
        "primary aliphatic ammonium ions"^^xsd:string ;
    oboInOwl:id "CHEBI:58001"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:58007 a owl:Class ;
    rdfs:label "streptomycin(3+)"^^xsd:string ;
    definition: "Trication of streptomycin arising from protonation of the guanidino and secondary amino groups."^^xsd:string ;
    rdfs:subClassOf CHEBI:60251,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:17076 ] ;
    chebi:charge "+3"^^xsd:string ;
    chebi:formula "C21H42N7O12"^^xsd:string ;
    chebi:inchi "InChI=1S/C21H39N7O12/c1-5-21(36,4-30)16(40-17-9(26-2)13(34)10(31)6(3-29)38-17)18(37-5)39-15-8(28-20(24)25)11(32)7(27-19(22)23)12(33)14(15)35/h4-18,26,29,31-36H,3H2,1-2H3,(H4,22,23,27)(H4,24,25,28)/p+3/t5-,6-,7+,8-,9-,10-,11+,12-,13-,14+,15+,16-,17-,18-,21+/m0/s1"^^xsd:string ;
    chebi:inchikey "UCSJYZPVAKXKNQ-HZYVHMACSA-Q"^^xsd:string ;
    chebi:mass "584.59790"^^xsd:string ;
    chebi:monoisotopicmass "584.28750"^^xsd:string ;
    chebi:smiles "C[NH2+][C@H]1[C@H](O)[C@@H](O)[C@H](CO)O[C@H]1O[C@H]1[C@@H](O[C@@H](C)[C@]1(O)C=O)O[C@H]1[C@H](O)[C@@H](O)[C@H](NC(N)=[NH2+])[C@@H](O)[C@@H]1NC(N)=[NH2+]"^^xsd:string ;
    oboInOwl:hasExactSynonym "(1R,2R,3S,4R,5R,6S)-2,4-bis{[amino(iminio)methyl]amino}-3,5,6-trihydroxycyclohexyl 5-deoxy-2-O-[2-deoxy-2-(methylammonio)-alpha-L-glucopyranosyl]-3-C-formyl-alpha-L-lyxofuranoside"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "streptomycin"^^xsd:string,
        "streptomycin trication"^^xsd:string ;
    oboInOwl:id "CHEBI:58007"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:58025 a owl:Class ;
    rdfs:label "octopaminium"^^xsd:string ;
    definition: "The conjugate acid of octopamine; major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:25697,
        CHEBI:35274,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:17134 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C8H12NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C8H11NO2/c9-5-8(11)6-1-3-7(10)4-2-6/h1-4,8,10-11H,5,9H2/p+1"^^xsd:string ;
    chebi:inchikey "QHGUCRYDKWKLMG-UHFFFAOYSA-O"^^xsd:string ;
    chebi:mass "154.18640"^^xsd:string ;
    chebi:monoisotopicmass "154.08626"^^xsd:string ;
    chebi:smiles "[NH3+]CC(O)c1ccc(O)cc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-hydroxy-2-(4-hydroxyphenyl)ethanaminium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-hydroxy-2-(4-hydroxyphenyl)ethan-1-aminium"^^xsd:string,
        "4-(2-ammonio-1-hydroxyethyl)phenol"^^xsd:string,
        "4-(2-azaniumyl-1-hydroxyethyl)phenol"^^xsd:string,
        "octopamine"^^xsd:string,
        "octopaminium cation"^^xsd:string,
        "octopaminium(1+)"^^xsd:string ;
    oboInOwl:id "CHEBI:58025"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:58029 a owl:Class ;
    rdfs:label "cysteaminium"^^xsd:string ;
    definition: "An ammonium ion that is the conjugate acid of cysteamine; major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:25697,
        CHEBI:35274,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:17141 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C2H8NS"^^xsd:string ;
    chebi:inchi "InChI=1S/C2H7NS/c3-1-2-4/h4H,1-3H2/p+1"^^xsd:string ;
    chebi:inchikey "UFULAYFCSOUIOV-UHFFFAOYSA-O"^^xsd:string ;
    chebi:mass "78.15700"^^xsd:string ;
    chebi:monoisotopicmass "78.03720"^^xsd:string ;
    chebi:smiles "[NH3+]CCS"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-sulfanylethanaminium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-ammonioethanethiol"^^xsd:string,
        "2-sulfanylethan-1-aminium"^^xsd:string,
        "beta-ammonioethylthiol"^^xsd:string,
        "cysteamine"^^xsd:string,
        "cysteaminium cation"^^xsd:string,
        "cysteaminium(1+)"^^xsd:string ;
    oboInOwl:id "CHEBI:58029"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:58043 a owl:Class ;
    rdfs:label "nucleoside 5'-monophosphate(2-)"^^xsd:string ;
    definition: "The dianion of a nucleoside monophosphate: major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:58945,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:17188 ] ;
    chebi:charge "-2"^^xsd:string ;
    chebi:formula "C5H8O7PR"^^xsd:string ;
    chebi:mass "211.08660"^^xsd:string ;
    chebi:monoisotopicmass "211.00076"^^xsd:string ;
    chebi:smiles "O[C@@H]1[C@H](O)[C@@H](COP([O-])([O-])=O)O[C@H]1[*]"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:85513"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "5'-ribonucleotide(2-)"^^xsd:string,
        "a ribonucleoside 5'-phosphate"^^xsd:string,
        "nucleoside monophosphate anion"^^xsd:string,
        "nucleoside monophosphate anions"^^xsd:string,
        "nucleoside monophosphate dianion"^^xsd:string,
        "nucleoside monophosphate dianions"^^xsd:string ;
    oboInOwl:id "CHEBI:58043"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:58045 a owl:Class ;
    rdfs:label "L-isoleucine zwitterion"^^xsd:string ;
    definition: "An L-alpha-amino acid zwitterion obtained by transfer of a proton from the carboxy to the amino group of L-isoleucine; major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:59869,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:17191 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H13NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H13NO2/c1-3-4(2)5(7)6(8)9/h4-5H,3,7H2,1-2H3,(H,8,9)/t4-,5-/m0/s1"^^xsd:string ;
    chebi:inchikey "AGPKZVBTJJNPAG-WHFBIAKZSA-N"^^xsd:string ;
    chebi:mass "131.17290"^^xsd:string ;
    chebi:monoisotopicmass "131.09463"^^xsd:string ;
    chebi:smiles "CC[C@H](C)[C@H]([NH3+])C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2S,3S)-2-azaniumyl-3-methylpentanoate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2S,3S)-2-ammonio-3-methylpentanoate"^^xsd:string,
        "L-isoleucine"^^xsd:string ;
    oboInOwl:id "CHEBI:58045"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:58048 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:ASN"^^xsd:string ;
    rdfs:label "L-asparagine zwitterion"^^xsd:string ;
    definition: "Zwitterionic form of L-asparagine arising from transfer of a proton from the carboxy to the amino group; major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:35238,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:17196 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C4H8N2O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C4H8N2O3/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H2,6,7)(H,8,9)/t2-/m0/s1"^^xsd:string ;
    chebi:inchikey "DCXYFEDJOCDNAF-REOHCLBHSA-N"^^xsd:string ;
    chebi:mass "132.11790"^^xsd:string ;
    chebi:monoisotopicmass "132.05349"^^xsd:string ;
    chebi:smiles "NC(=O)C[C@H]([NH3+])C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2S)-4-amino-2-azaniumyl-4-oxobutanoate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2S)-2-ammonio-3-carbamoylpropanoate"^^xsd:string,
        "(2S)-2-azaniumyl-3-carbamoylpropanoate"^^xsd:string,
        "(2S)-4-amino-2-ammonio-4-oxobutanoate"^^xsd:string,
        "L-asparagine"^^xsd:string ;
    oboInOwl:id "CHEBI:58048"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:58072 a owl:Class ;
    rdfs:label "carbon monoxide(1+)"^^xsd:string ;
    definition: "Conjugate acid of carbon monoxide arising from protonation of the carbon; major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:25697,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:17245 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "CHO"^^xsd:string ;
    chebi:inchi "InChI=1S/CHO/c1-2/h1H/q+1"^^xsd:string ;
    chebi:inchikey "XPRMKTHGXOVKEH-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "29.01800"^^xsd:string ;
    chebi:monoisotopicmass "29.00219"^^xsd:string ;
    chebi:smiles "C#[O+]"^^xsd:string ;
    oboInOwl:hasExactSynonym "methylidyneoxonium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "CO(1+)"^^xsd:string,
        "methylidyneoxidanium"^^xsd:string ;
    oboInOwl:id "CHEBI:58072"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:58092 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:CREATINE-P"^^xsd:string ;
    rdfs:label "N-phosphocreatinate(2-)"^^xsd:string ;
    definition: "Dianion of N-phosphocreatine arising from deprotonation of the phospho and carboxy groups and protonation of the guanidino group; major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:60345,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:17287 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "-2"^^xsd:string ;
    chebi:formula "C4H8N3O5P"^^xsd:string ;
    chebi:inchi "InChI=1S/C4H10N3O5P/c1-7(2-3(8)9)4(5)6-13(10,11)12/h2H2,1H3,(H,8,9)(H4,5,6,10,11,12)/p-2"^^xsd:string ;
    chebi:inchikey "DRBBFCLWYRJSJZ-UHFFFAOYSA-L"^^xsd:string ;
    chebi:mass "209.09720"^^xsd:string ;
    chebi:monoisotopicmass "209.02125"^^xsd:string ;
    chebi:smiles "CN(CC([O-])=O)C(=[NH2+])NP([O-])([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "{[iminio(phosphonatoamino)methyl](methyl)amino}acetate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "N-phosphocreatinate"^^xsd:string,
        "N-phosphocreatine"^^xsd:string,
        "N-phosphocreatine dianion"^^xsd:string ;
    oboInOwl:id "CHEBI:58092"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:58095 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:PHE"^^xsd:string,
        "PMID:21956539"^^xsd:string ;
    rdfs:label "L-phenylalanine zwitterion"^^xsd:string ;
    definition: "An amino acid zwitterion arising from transfer of a proton from the carboxy to the amino group of L-phenylalanine; major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:35238,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:57981 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:17295 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C9H11NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C9H11NO2/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-5,8H,6,10H2,(H,11,12)/t8-/m0/s1"^^xsd:string ;
    chebi:inchikey "COLNVLDHVKWLRT-QMMMGPOBSA-N"^^xsd:string ;
    chebi:mass "165.18910"^^xsd:string ;
    chebi:monoisotopicmass "165.07898"^^xsd:string ;
    chebi:smiles "[NH3+][C@@H](Cc1ccccc1)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2S)-2-azaniumyl-3-phenylpropanoate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2S)-2-ammonio-3-phenylpropanoate"^^xsd:string,
        "L-phenylalanine"^^xsd:string,
        "phenylalanine"^^xsd:string ;
    oboInOwl:id "CHEBI:58095"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:58097 a owl:Class ;
    rdfs:label "morphine(1+)"^^xsd:string ;
    definition: "The conjugate acid of morphine arising from protonation of the tertiary amino group; major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:25697,
        CHEBI:35274,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:17303 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C17H20NO3"^^xsd:string ;
    chebi:inchi "InChI=1S/C17H19NO3/c1-18-7-6-17-10-3-5-13(20)16(17)21-15-12(19)4-2-9(14(15)17)8-11(10)18/h2-5,10-11,13,16,19-20H,6-8H2,1H3/p+1/t10-,11+,13-,16-,17-/m0/s1"^^xsd:string ;
    chebi:inchikey "BQJCRHHNABKAKU-KBQPJGBKSA-O"^^xsd:string ;
    chebi:mass "286.34560"^^xsd:string ;
    chebi:monoisotopicmass "286.14377"^^xsd:string ;
    chebi:smiles "[H][C@]12C=C[C@H](O)[C@@H]3Oc4c(O)ccc5C[C@H]1[NH+](C)CC[C@@]23c45"^^xsd:string ;
    oboInOwl:hasExactSynonym "17-methyl-7,8-didehydro-4,5alpha-epoxymorphinan-17-ium-3,6alpha-diol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "morphine"^^xsd:string,
        "morphine cation"^^xsd:string ;
    oboInOwl:id "CHEBI:58097"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:58104 a owl:Class ;
    rdfs:label "nucleoside 5'-triphoshate(3-)"^^xsd:string ;
    definition: "Trianion of nucleoside triphosphate arising from deprotonation of three of the four free triphosphate OH groups."^^xsd:string ;
    rdfs:subClassOf CHEBI:59724,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:61557 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:17326 ] ;
    chebi:charge "-3"^^xsd:string ;
    chebi:formula "C5H9O13P3R"^^xsd:string ;
    chebi:mass "370.039"^^xsd:string ;
    chebi:monoisotopicmass "369.92560"^^xsd:string ;
    chebi:smiles "[C@H]1([C@H]([C@@H](O)[C@@H](O1)*)O)COP(OP(OP(=O)([O-])O)(=O)[O-])(=O)[O-]"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "NTP trianion"^^xsd:string,
        "NTP(3-)"^^xsd:string,
        "nucleoside triphosphate trianion"^^xsd:string,
        "ribonucleoside triphosphate trianion"^^xsd:string,
        "ribonucleoside triphosphate(3-)"^^xsd:string ;
    oboInOwl:id "CHEBI:58104"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:58130 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:3886124"^^xsd:string ;
    rdfs:label "myo-inositol hexakisphosphate(12-)"^^xsd:string ;
    definition: "The organophosphate oxoanion formed by loss of 2 protons from each of the phosphate groups of 1D-myo-inositol."^^xsd:string ;
    rdfs:subClassOf CHEBI:76301,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:17401 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:23357 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "-12"^^xsd:string ;
    chebi:formula "C6H6O24P6"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H18O24P6/c7-31(8,9)25-1-2(26-32(10,11)12)4(28-34(16,17)18)6(30-36(22,23)24)5(29-35(19,20)21)3(1)27-33(13,14)15/h1-6H,(H2,7,8,9)(H2,10,11,12)(H2,13,14,15)(H2,16,17,18)(H2,19,20,21)(H2,22,23,24)/p-12/t1-,2-,3-,4+,5-,6-"^^xsd:string ;
    chebi:inchikey "IMQLKJBTEOYOSI-GPIVLXJGSA-B"^^xsd:string ;
    chebi:mass "647.94000"^^xsd:string ;
    chebi:monoisotopicmass "647.77406"^^xsd:string ;
    chebi:smiles "[O-]P([O-])(=O)O[C@@H]1[C@H](OP([O-])([O-])=O)[C@H](OP([O-])([O-])=O)[C@@H](OP([O-])([O-])=O)[C@H](OP([O-])([O-])=O)[C@H]1OP([O-])([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "1D-myo-inositol hexakisphosphate"^^xsd:string,
        "(1R,2S,3r,4R,5S,6s)-cyclohexane-1,2,3,4,5,6-hexayl hexakis(phosphate)"^^xsd:string,
        "myo-inositol hexakisphosphate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1D-myo-inositol hexakisphosphate"^^xsd:string,
        "[2,3,4,5,6-pentakis(phosphonatooxy)cyclohexyl] phosphate"^^xsd:string ;
    oboInOwl:id "CHEBI:58130"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:58164 a owl:Class ;
    rdfs:label "(S)-atropinium"^^xsd:string ;
    definition: "An organic cation that is the conjugate acid of (S)-atropine arising from protonation of the tertiary amino group; major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:25697,
        CHEBI:35274,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:17486 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C17H24NO3"^^xsd:string ;
    chebi:inchi "InChI=1S/C17H23NO3/c1-18-13-7-8-14(18)10-15(9-13)21-17(20)16(11-19)12-5-3-2-4-6-12/h2-6,13-16,19H,7-11H2,1H3/p+1/t13-,14+,15+,16-/m1/s1"^^xsd:string ;
    chebi:inchikey "RKUNBYITZUJHSG-FXUDXRNXSA-O"^^xsd:string ;
    chebi:mass "290.37740"^^xsd:string ;
    chebi:monoisotopicmass "290.17507"^^xsd:string ;
    chebi:smiles "C[NH+]1[C@H]2CC[C@@H]1C[C@@H](C2)OC(=O)[C@H](CO)c1ccccc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "(3-endo)-8-methyl-8-azoniabicyclo[3.2.1]oct-3-yl (2S)-3-hydroxy-2-phenylpropanoate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(S)-atropinium cation"^^xsd:string,
        "(S)-atropinium(1+)"^^xsd:string,
        "L-hyoscyamine"^^xsd:string ;
    oboInOwl:id "CHEBI:58164"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:58165 a owl:Class ;
    oboInOwl:hasDbXref "PMID:7870041"^^xsd:string,
        "PMID:7870042"^^xsd:string,
        "Reaxys:3720459"^^xsd:string ;
    rdfs:label "3',5'-cyclic AMP(1-)"^^xsd:string ;
    definition: "An organophosphate oxoanion that is the conjugate base of 3',5'-cyclic AMP arising from deprotonation of the free phosphate OH group; major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:58945,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:17489 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C10H11N5O6P"^^xsd:string ;
    chebi:inchi "InChI=1S/C10H12N5O6P/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(16)7-4(20-10)1-19-22(17,18)21-7/h2-4,6-7,10,16H,1H2,(H,17,18)(H2,11,12,13)/p-1/t4-,6-,7-,10-/m1/s1"^^xsd:string ;
    chebi:inchikey "IVOMOUWHDPKRLL-KQYNXXCUSA-M"^^xsd:string ;
    chebi:mass "328.19800"^^xsd:string ;
    chebi:monoisotopicmass "328.04524"^^xsd:string ;
    chebi:smiles "Nc1ncnc2n(cnc12)[C@@H]1O[C@@H]2COP([O-])(=O)O[C@H]2[C@H]1O"^^xsd:string ;
    oboInOwl:hasExactSynonym "adenosine 3',5'-phosphate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3',5'-cyclic AMP"^^xsd:string,
        "3',5'-cyclic AMP anion"^^xsd:string,
        "adenosine 3',5'-cyclic monophosphate"^^xsd:string,
        "adenosine 3',5'-cyclic monophosphate anion"^^xsd:string,
        "adenosine 3',5'-cyclic monophosphate(1-)"^^xsd:string ;
    oboInOwl:id "CHEBI:58165"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:58212 a owl:Class ;
    rdfs:label "dUTP(3-)"^^xsd:string ;
    definition: "A 2'-deoxyribonucleoside triphosphate oxoanion arising from deprotonation of three of the four triphosphate OH groups of 2'-deoxyuridine 5'-triphosphate."^^xsd:string ;
    rdfs:subClassOf CHEBI:61662,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:61555 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:17625 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ] ;
    chebi:charge "-3"^^xsd:string ;
    chebi:formula "C9H12N2O14P3"^^xsd:string ;
    chebi:inchi "InChI=1S/C9H15N2O14P3/c12-5-3-8(11-2-1-7(13)10-9(11)14)23-6(5)4-22-27(18,19)25-28(20,21)24-26(15,16)17/h1-2,5-6,8,12H,3-4H2,(H,18,19)(H,20,21)(H,10,13,14)(H2,15,16,17)/p-3/t5-,6+,8+/m0/s1"^^xsd:string ;
    chebi:inchikey "AHCYMLUZIRLXAA-SHYZEUOFSA-K"^^xsd:string ;
    chebi:mass "465.11790"^^xsd:string ;
    chebi:monoisotopicmass "464.95178"^^xsd:string ;
    chebi:smiles "O[C@H]1C[C@@H](O[C@@H]1COP([O-])(=O)OP([O-])(=O)OP(O)([O-])=O)n1ccc(=O)[nH]c1=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "2'-deoxy-5'-O-[({[(hydroxyphosphinato)oxy]phosphinato}oxy)phosphinato]uridine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2'-deoxyuridine 5'-triphosphate trianion"^^xsd:string,
        "2'-deoxyuridine 5'-triphosphate(3-)"^^xsd:string,
        "dUTP trianion"^^xsd:string ;
    oboInOwl:id "CHEBI:58212"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:58214 a owl:Class ;
    rdfs:label "kanamycin A(4+)"^^xsd:string ;
    definition: "A quadruply-charged organic cation arising from protonation of the four amino groups of kanamycin A; major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:25697,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:17630 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76969 ] ;
    chebi:charge "+4"^^xsd:string ;
    chebi:formula "C18H40N4O11"^^xsd:string ;
    chebi:inchi "InChI=1S/C18H36N4O11/c19-2-6-10(25)12(27)13(28)18(30-6)33-16-5(21)1-4(20)15(14(16)29)32-17-11(26)8(22)9(24)7(3-23)31-17/h4-18,23-29H,1-3,19-22H2/p+4/t4-,5+,6-,7-,8+,9-,10-,11-,12+,13-,14-,15+,16-,17-,18-/m1/s1"^^xsd:string ;
    chebi:inchikey "SBUJHOSQTJFQJX-NOAMYHISSA-R"^^xsd:string ;
    chebi:mass "488.53040"^^xsd:string ;
    chebi:monoisotopicmass "488.26716"^^xsd:string ;
    chebi:smiles "[NH3+]C[C@H]1O[C@H](O[C@@H]2[C@@H]([NH3+])C[C@@H]([NH3+])[C@H](O[C@H]3O[C@H](CO)[C@@H](O)[C@H]([NH3+])[C@H]3O)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(1S,2R,3R,4S,6R)-4,6-diazaniumyl-3-(6-azaniumyl-6-deoxy-alpha-D-glucopyranosyloxy)-2-hydroxycyclohexyl 3-azaniumyl-3-deoxy-alpha-D-glucopyranoside"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "kanamycin A"^^xsd:string,
        "kanamycin A tetracation"^^xsd:string ;
    oboInOwl:id "CHEBI:58214"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:58315 a owl:Class ;
    rdfs:label "L-tyrosine zwitterion"^^xsd:string ;
    definition: "An amino acid zwitterion arising from transfer of a proton from the carboxy to the amino group of L-tyrosine; major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:35238,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:32760 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:32762 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:17895 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C9H11NO3"^^xsd:string ;
    chebi:inchi "InChI=1S/C9H11NO3/c10-8(9(12)13)5-6-1-3-7(11)4-2-6/h1-4,8,11H,5,10H2,(H,12,13)/t8-/m0/s1"^^xsd:string ;
    chebi:inchikey "OUYCCCASQSFEME-QMMMGPOBSA-N"^^xsd:string ;
    chebi:mass "181.18850"^^xsd:string ;
    chebi:monoisotopicmass "181.07389"^^xsd:string ;
    chebi:smiles "[NH3+][C@@H](Cc1ccc(O)cc1)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2S)-2-azaniumyl-3-(4-hydroxyphenyl)propanoate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2S)-2-ammonio-3-(4-hydroxyphenyl)propanoate"^^xsd:string,
        "L-tyrosine"^^xsd:string ;
    oboInOwl:id "CHEBI:58315"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:58342 a owl:Class ;
    rdfs:label "acyl-CoA(4-)"^^xsd:string ;
    definition: "An acyl-CoA oxoanion arising from deprotonation of the phosphate and diphosphate OH groups of any acyl-CoA; major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:58946,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:17984 ] ;
    chebi:charge "-4"^^xsd:string ;
    chebi:formula "C22H31N7O17P3SR"^^xsd:string ;
    chebi:mass "790.50500"^^xsd:string ;
    chebi:monoisotopicmass "790.07100"^^xsd:string ;
    chebi:smiles "CC(C)(COP([O-])(=O)OP([O-])(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP([O-])([O-])=O)n1cnc2c(N)ncnc12)[C@@H](O)C(=O)NCCC(=O)NCCSC([*])=O"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "an acyl-CoA"^^xsd:string ;
    oboInOwl:id "CHEBI:58342"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:58359 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:GLN"^^xsd:string,
        "PMID:17190852"^^xsd:string ;
    rdfs:label "L-glutamine zwitterion"^^xsd:string ;
    definition: "An amino acid zwitterion arising from transfer of a proton from the carboxy to the amino group of L-glutamine; major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:62031,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:18050 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:25212 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5H10N2O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H10N2O3/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H2,7,8)(H,9,10)/t3-/m0/s1"^^xsd:string ;
    chebi:inchikey "ZDXPYRJPNDTMRX-VKHMYHEASA-N"^^xsd:string ;
    chebi:mass "146.14450"^^xsd:string ;
    chebi:monoisotopicmass "146.06914"^^xsd:string ;
    chebi:smiles "NC(=O)CC[C@H]([NH3+])C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2S)-5-amino-2-azaniumyl-5-oxopentanoate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2S)-5-amino-2-ammonio-5-oxopentanoate"^^xsd:string,
        "L-glutamine"^^xsd:string ;
    oboInOwl:id "CHEBI:58359"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:58404 a owl:Class ;
    rdfs:label "(E)-3,7,11,15-tetramethylhexadec-2-en-1-yl diphosphate(3-)"^^xsd:string ;
    definition: "The trianion of phytyl diphosphate."^^xsd:string ;
    rdfs:subClassOf CHEBI:58945,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:18187 ] ;
    chebi:charge "-3"^^xsd:string ;
    chebi:formula "C20H39O7P2"^^xsd:string ;
    chebi:inchi "InChI=1S/C20H42O7P2/c1-17(2)9-6-10-18(3)11-7-12-19(4)13-8-14-20(5)15-16-26-29(24,25)27-28(21,22)23/h15,17-19H,6-14,16H2,1-5H3,(H,24,25)(H2,21,22,23)/p-3/b20-15+"^^xsd:string ;
    chebi:inchikey "ITPLBNCCPZSWEU-HMMYKYKNSA-K"^^xsd:string ;
    chebi:mass "453.46700"^^xsd:string ;
    chebi:monoisotopicmass "453.21875"^^xsd:string ;
    chebi:smiles "CC(C)CCCC(C)CCCC(C)CCC\\C(C)=C\\COP([O-])(=O)OP([O-])([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2E)-3,7,11,15-tetramethylhexadec-2-en-1-yl (phosphonatooxy)phosphonate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "phytyl diphosphate(3-)"^^xsd:string ;
    oboInOwl:id "CHEBI:58404"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:58416 a owl:Class ;
    rdfs:label "chlorophyll a(1-)"^^xsd:string ;
    definition: "A cyclic tetrapyrrole anion arising from deprotonation at the 21-position of chlorophyll a."^^xsd:string ;
    rdfs:subClassOf CHEBI:139291,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:18230 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:23357 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C55H71MgN4O5"^^xsd:string ;
    chebi:inchi "InChI=1S/C55H72N4O5.Mg/c1-13-39-35(8)42-28-44-37(10)41(24-25-48(60)64-27-26-34(7)23-17-22-33(6)21-16-20-32(5)19-15-18-31(3)4)52(58-44)50-51(55(62)63-12)54(61)49-38(11)45(59-53(49)50)30-47-40(14-2)36(9)43(57-47)29-46(39)56-42;/h13,26,28-33,37,41H,1,14-25,27H2,2-12H3,(H-,56,57,58,59,61);/q-2;+2/p-1/b34-26+;/t32-,33-,37+,41+;/m1./s1"^^xsd:string ;
    chebi:inchikey "VSRAJQZEEBBURZ-ONWAGYJKSA-M"^^xsd:string ;
    chebi:mass "892.48100"^^xsd:string ;
    chebi:monoisotopicmass "891.52804"^^xsd:string ;
    chebi:smiles "CCC1=C(C)C2=Cc3c(C=C)c(C)c4C=C5[C@@H](C)[C@H](CCC(=O)OC\\C=C(/C)CCC[C@H](C)CCC[C@H](C)CCCC(C)C)C6=[N+]5[Mg--]5(n34)n3c(=CC1=[N+]25)c(C)c1C(=O)[C-](C(=O)OC)C6=c31"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "chlorophyll a"^^xsd:string ;
    oboInOwl:id "CHEBI:58416"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:58431 a owl:Class ;
    rdfs:label "jasmonate(1-)"^^xsd:string ;
    definition: "A 5-oxo monocarboxylic acid anion resulting from the removal of a proton from the carboxy group of jasmonic acid. The major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:136184,
        CHEBI:167055,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:18292 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C12H17O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C12H18O3/c1-2-3-4-5-10-9(8-12(14)15)6-7-11(10)13/h3-4,9-10H,2,5-8H2,1H3,(H,14,15)/p-1/b4-3-/t9-,10-/m1/s1"^^xsd:string ;
    chebi:inchikey "ZNJFBWYDHIGLCU-HWKXXFMVSA-M"^^xsd:string ;
    chebi:mass "209.26210"^^xsd:string ;
    chebi:monoisotopicmass "209.11832"^^xsd:string ;
    chebi:smiles "CC\\C=C/C[C@@H]1[C@@H](CC([O-])=O)CCC1=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "{(1R,2R)-3-oxo-2-[(2Z)-pent-2-en-1-yl]cyclopentyl}acetate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "jasmonate"^^xsd:string ;
    oboInOwl:id "CHEBI:58431"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:58432 a owl:Class ;
    rdfs:label "histaminium"^^xsd:string ;
    definition: "An ammonium ion that is the conjugate acid of histamine protonated on the side-chain nitrogen."^^xsd:string ;
    rdfs:subClassOf CHEBI:35274,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:18295 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75771 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C5H10N3"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H9N3/c6-2-1-5-3-7-4-8-5/h3-4H,1-2,6H2,(H,7,8)/p+1"^^xsd:string ;
    chebi:inchikey "NTYJJOPFIAHURM-UHFFFAOYSA-O"^^xsd:string ;
    chebi:mass "112.15300"^^xsd:string ;
    chebi:monoisotopicmass "112.08692"^^xsd:string ;
    chebi:smiles "[NH3+]CCc1c[nH]cn1"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-(1H-imidazol-4-yl)ethanaminium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "histamine"^^xsd:string,
        "histaminium cation"^^xsd:string ;
    oboInOwl:id "CHEBI:58432"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:58454 a owl:Class ;
    rdfs:label "kynurenate"^^xsd:string ;
    definition: "A quinolinemonocarboxylate that is the conjugate base of kynurenic acid"^^xsd:string ;
    rdfs:subClassOf CHEBI:38773,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:18344 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C10H6NO3"^^xsd:string ;
    chebi:inchi "InChI=1S/C10H7NO3/c12-9-5-8(10(13)14)11-7-4-2-1-3-6(7)9/h1-5H,(H,11,12)(H,13,14)/p-1"^^xsd:string ;
    chebi:inchikey "HCZHHEIFKROPDY-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "188.15950"^^xsd:string ;
    chebi:monoisotopicmass "188.03532"^^xsd:string ;
    chebi:smiles "Oc1cc(nc2ccccc12)C([O-])=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:24991"^^xsd:string ;
    oboInOwl:hasExactSynonym "4-hydroxyquinoline-2-carboxylate"^^xsd:string,
        "kynurenate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:58454"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:58464 a owl:Class ;
    rdfs:label "nucleoside 3',5'-cyclic phosphate anion"^^xsd:string ;
    definition: "The conjugate base of a nucleoside 3',5'-cyclic phosphate."^^xsd:string ;
    rdfs:subClassOf CHEBI:58945,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:18375 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C5H6O5PR2"^^xsd:string ;
    chebi:mass "177.07190"^^xsd:string ;
    chebi:monoisotopicmass "176.99528"^^xsd:string ;
    chebi:smiles "[O-]P1(=O)OC[C@H]2O[C@@H]([*])[C@H]([*])[C@@H]2O1"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "a nucleoside 3',5'-cyclic phosphate"^^xsd:string,
        "nucleoside 3',5'-cyclic phosphate anions"^^xsd:string ;
    oboInOwl:id "CHEBI:58464"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:58549 a owl:Class ;
    rdfs:label "kanamycin B(5+)"^^xsd:string ;
    definition: "An organic cation that is the pentacation of kanamycin B, obtained by protonation of the primary amino groups."^^xsd:string ;
    rdfs:subClassOf CHEBI:25697,
        CHEBI:35274,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:28098 ] ;
    chebi:charge "+5"^^xsd:string ;
    chebi:formula "C18H42N5O10"^^xsd:string ;
    chebi:inchi "InChI=1S/C18H37N5O10/c19-2-6-11(26)12(27)9(23)17(30-6)32-15-4(20)1-5(21)16(14(15)29)33-18-13(28)8(22)10(25)7(3-24)31-18/h4-18,24-29H,1-3,19-23H2/p+5/t4-,5+,6+,7+,8-,9+,10+,11+,12+,13+,14-,15+,16-,17+,18+/m0/s1"^^xsd:string ;
    chebi:inchikey "SKKLOUVUUNMCJE-FQSMHNGLSA-S"^^xsd:string ;
    chebi:mass "488.55360"^^xsd:string ;
    chebi:monoisotopicmass "488.29042"^^xsd:string ;
    chebi:smiles "[NH3+]C[C@H]1O[C@H](O[C@@H]2[C@@H]([NH3+])C[C@@H]([NH3+])[C@H](O[C@H]3O[C@H](CO)[C@@H](O)[C@H]([NH3+])[C@H]3O)[C@H]2O)[C@H]([NH3+])[C@@H](O)[C@@H]1O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(1R,2S,3S,4R,6S)-4,6-diammmonio-3-(3-ammonio-3-deoxy-alpha-D-glucopyranosyloxy)-2-hydroxycyclohexyl 2,6-diammmonio-2,6-dideoxy-alpha-D-glucopyranoside"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "kanamycin B"^^xsd:string ;
    oboInOwl:id "CHEBI:58549"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:58570 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:D-TYROSINE"^^xsd:string ;
    rdfs:label "D-tyrosine zwitterion"^^xsd:string ;
    definition: "A D-alpha-amino acid zwitterion that is D-tyrosine in which a proton has been transferred from the carboxy group to the amino group. It is the major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:59871,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:28479 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C9H11NO3"^^xsd:string ;
    chebi:inchi "InChI=1S/C9H11NO3/c10-8(9(12)13)5-6-1-3-7(11)4-2-6/h1-4,8,11H,5,10H2,(H,12,13)/t8-/m1/s1"^^xsd:string ;
    chebi:inchikey "OUYCCCASQSFEME-MRVPVSSYSA-N"^^xsd:string ;
    chebi:mass "181.18850"^^xsd:string ;
    chebi:monoisotopicmass "181.07389"^^xsd:string ;
    chebi:smiles "[NH3+][C@H](Cc1ccc(O)cc1)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2R)-2-ammonio-3-(4-hydroxyphenyl)propanoate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "D-tyrosine"^^xsd:string ;
    oboInOwl:id "CHEBI:58570"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:58573 a owl:Class ;
    rdfs:label "kaempferol oxoanion"^^xsd:string ;
    definition: "The 3-oxoanion of kaempferol."^^xsd:string ;
    rdfs:subClassOf CHEBI:58588,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:28499 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C15H9O6"^^xsd:string ;
    chebi:inchi "InChI=1S/C15H10O6/c16-8-3-1-7(2-4-8)15-14(20)13(19)12-10(18)5-9(17)6-11(12)21-15/h1-6,16-18,20H/p-1"^^xsd:string ;
    chebi:inchikey "IYRMWMYZSQPJKC-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "285.22840"^^xsd:string ;
    chebi:monoisotopicmass "285.04046"^^xsd:string ;
    chebi:smiles "Oc1ccc(cc1)-c1oc2cc(O)cc(O)c2c(=O)c1[O-]"^^xsd:string ;
    oboInOwl:hasExactSynonym "5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-olate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "kaempferol"^^xsd:string ;
    oboInOwl:id "CHEBI:58573"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:58588 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:Flavonols"^^xsd:string ;
    rdfs:label "flavonol oxoanion"^^xsd:string ;
    definition: "The conjugate base of a flavonol compound."^^xsd:string ;
    rdfs:subClassOf CHEBI:60038,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:28802 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C15O3R9"^^xsd:string ;
    chebi:mass "228.159"^^xsd:string ;
    chebi:monoisotopicmass "227.98474"^^xsd:string ;
    chebi:smiles "C12=C(OC(C3=C(C(=C(C(=C3*)*)*)*)*)=C(C1=O)[O-])C(=C(C(=C2*)*)*)*"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "a flavonol oxoanion"^^xsd:string,
        "flavonol oxoanions"^^xsd:string,
        "flavonolate"^^xsd:string ;
    oboInOwl:id "CHEBI:58588"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:58627 a owl:Class ;
    rdfs:label "gibberellin A12(2-)"^^xsd:string ;
    definition: "A dicarboxylic acid anion obtained by deprotonation of both carboxy groups of gibberellin A12."^^xsd:string ;
    rdfs:subClassOf CHEBI:28965,
        CHEBI:59139,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:30088 ] ;
    chebi:charge "-2"^^xsd:string ;
    chebi:formula "C20H26O4"^^xsd:string ;
    chebi:inchi "InChI=1S/C20H28O4/c1-11-9-20-10-12(11)5-6-13(20)18(2)7-4-8-19(3,17(23)24)15(18)14(20)16(21)22/h12-15H,1,4-10H2,2-3H3,(H,21,22)(H,23,24)/p-2/t12-,13+,14-,15+,18+,19-,20+/m1/s1"^^xsd:string ;
    chebi:inchikey "UJFQJDAESQJXTG-UFUZVNNQSA-L"^^xsd:string ;
    chebi:mass "330.41800"^^xsd:string ;
    chebi:monoisotopicmass "330.18421"^^xsd:string ;
    chebi:smiles "[H][C@@]12CC[C@@H]3C[C@]1(CC3=C)[C@@H](C([O-])=O)[C@]1([H])[C@@](C)(CCC[C@@]21C)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "1beta,4a-dimethyl-8-methylidene-4aalpha,4bbeta-gibbane-1alpha,10beta-dicarboxylate"^^xsd:string,
        "(1R,2S,3S,4R,8S,9S,12R)-4,8-dimethyl-13-methylidenetetracyclo[10.2.1.0(1,9).0(3,8)]pentadecane-2,4-dicarboxylate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "gibberellin A12"^^xsd:string ;
    oboInOwl:id "CHEBI:58627"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:58855 a owl:Class ;
    rdfs:label "secondary aliphatic ammonium ion"^^xsd:string ;
    definition: "A secondary aliphatic amine protonated on nitrogen."^^xsd:string ;
    rdfs:subClassOf CHEBI:137419,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:50981 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "CH4NR2"^^xsd:string ;
    chebi:mass "30.04920"^^xsd:string ;
    chebi:monoisotopicmass "30.03437"^^xsd:string ;
    chebi:smiles "[*]C[NH2+][*]"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "a secondary aliphatic amine"^^xsd:string ;
    oboInOwl:id "CHEBI:58855"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:58941 a owl:Class ;
    rdfs:label "cyclic tetrapyrrole anion"^^xsd:string ;
    definition: "An organic anion arising from deprotonation of a cyclic tetrapyrrole compound."^^xsd:string ;
    rdfs:subClassOf CHEBI:25696 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "cyclic tetrapyrrole anions"^^xsd:string ;
    oboInOwl:id "CHEBI:58941"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:58945 a owl:Class ;
    rdfs:label "organophosphate oxoanion"^^xsd:string ;
    definition: "An organic phosphoric acid derivative in which one or more oxygen atoms of the phosphate group(s) has been deprotonated."^^xsd:string ;
    rdfs:subClassOf CHEBI:25696,
        CHEBI:26079 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "organophosphate oxoanions"^^xsd:string ;
    oboInOwl:id "CHEBI:58945"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:58946 a owl:Class ;
    rdfs:label "acyl-CoA oxoanion"^^xsd:string ;
    definition: "Any acyl coenzyme A thioester in which one or more of the phosphate and/or diphosphate groups has been deprotonated."^^xsd:string ;
    rdfs:subClassOf CHEBI:58945 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "acyl-CoA oxoanions"^^xsd:string ;
    oboInOwl:id "CHEBI:58946"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:58951 a owl:Class ;
    rdfs:label "short-chain fatty acid anion"^^xsd:string ;
    definition: "Any fatty acid anion obtained by removal of a proton from the carboxy group of a short-chain fatty acid (chain length of less than C6)."^^xsd:string ;
    rdfs:subClassOf CHEBI:28868,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:26666 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "CO2R"^^xsd:string ;
    chebi:mass "44.010"^^xsd:string ;
    chebi:monoisotopicmass "43.98983"^^xsd:string ;
    chebi:smiles "[O-]C([*])=O"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "a short-chain fatty acid"^^xsd:string,
        "short-chain fatty acid anions"^^xsd:string ;
    oboInOwl:id "CHEBI:58951"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:58953 a owl:Class ;
    rdfs:label "saturated fatty acid anion"^^xsd:string ;
    definition: "Any fatty acid anion in which there is no C-C unsaturation."^^xsd:string ;
    rdfs:subClassOf CHEBI:28868 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "saturated fatty acid anions"^^xsd:string ;
    oboInOwl:id "CHEBI:58953"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:58954 a owl:Class ;
    rdfs:label "straight-chain saturated fatty acid anion"^^xsd:string ;
    definition: "Any saturated fatty acid anion lacking a carbon side-chain."^^xsd:string ;
    rdfs:subClassOf CHEBI:58953,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:39418 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "straight-chain saturated fatty acid anions"^^xsd:string ;
    oboInOwl:id "CHEBI:58954"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:58955 a owl:Class ;
    rdfs:label "branched-chain fatty acid anion"^^xsd:string ;
    definition: "Any fatty acid anion with a carbon side-chain or isopropyl termination."^^xsd:string ;
    rdfs:subClassOf CHEBI:28868,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:35819 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "branched-chain fatty acid anions"^^xsd:string ;
    oboInOwl:id "CHEBI:58955"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:58956 a owl:Class ;
    rdfs:label "branched-chain saturated fatty acid anion"^^xsd:string ;
    definition: "Any saturated fatty acid anion with a carbon side-chain or isopropyl termination."^^xsd:string ;
    rdfs:subClassOf CHEBI:58953,
        CHEBI:58955,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:39417 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "branched-chain saturated fatty acid anions"^^xsd:string ;
    oboInOwl:id "CHEBI:58956"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:58958 a owl:Class ;
    rdfs:label "organosulfate oxoanion"^^xsd:string ;
    definition: "An organic anion of general formula RS(=O)2O(-) where R is an organyl group."^^xsd:string ;
    rdfs:subClassOf CHEBI:25696,
        CHEBI:33482,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:16189 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:25704 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "O4SR"^^xsd:string ;
    chebi:mass "96.06300"^^xsd:string ;
    chebi:monoisotopicmass "95.95173"^^xsd:string ;
    chebi:smiles "[O-]S(=O)(=O)O[*]"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "organosulfate oxoanions"^^xsd:string ;
    oboInOwl:id "CHEBI:58958"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:59107 a owl:Class ;
    rdfs:label "EC 3.4.24.* (metalloendopeptidase) inhibitor"^^xsd:string ;
    definition: "Any EC 3.4.* (hydrolases acting on peptide bond) inhibitor that interferes with the activity of a metalloendopeptidase (EC 3.4.24.*)."^^xsd:string ;
    rdfs:subClassOf CHEBI:37670 ;
    oboInOwl:hasAlternativeId "CHEBI:76786"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "EC 3.4.24.* (metalloendopeptidase) inhibitors"^^xsd:string,
        "EC 3.4.24.* inhibitor"^^xsd:string,
        "EC 3.4.24.* inhibitors"^^xsd:string,
        "inhibitor of metalloendopeptidases"^^xsd:string,
        "inhibitor of metalloendopeptidases (EC 3.4.24.*)"^^xsd:string,
        "inhibitors of metalloendopeptidases"^^xsd:string,
        "inhibitors of metalloendopeptidases (EC 3.4.24.*)"^^xsd:string,
        "metalloendopeptidase (EC 3.4.24.*) inhibitor"^^xsd:string,
        "metalloendopeptidase (EC 3.4.24.*) inhibitors"^^xsd:string,
        "metalloendopeptidase inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:59107"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:59115 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:899403"^^xsd:string,
        "CAS:982-24-1"^^xsd:string,
        "Drug_Central:4397"^^xsd:string,
        "KEGG:D02613"^^xsd:string,
        "LINCS:LSM-2631"^^xsd:string,
        "Patent:BE585338"^^xsd:string,
        "Patent:US3116291"^^xsd:string,
        "PMID:1650428"^^xsd:string,
        "Wikipedia:Clopenthixol"^^xsd:string ;
    rdfs:label "clopenthixol"^^xsd:string ;
    definition: "A thioxanthene derivative having a chloro substituent at the 2-position and an alkylidene group at the 10-position with undefined double bond stereochemistry."^^xsd:string ;
    rdfs:subClassOf CHEBI:15734,
        CHEBI:46845,
        CHEBI:50930,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37890 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37955 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48279 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48561 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:65190 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C22H25ClN2OS"^^xsd:string ;
    chebi:inchi "InChI=1S/C22H25ClN2OS/c23-17-7-8-22-20(16-17)18(19-4-1-2-6-21(19)27-22)5-3-9-24-10-12-25(13-11-24)14-15-26/h1-2,4-8,16,26H,3,9-15H2"^^xsd:string ;
    chebi:inchikey "WFPIAZLQTJBIFN-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "400.96500"^^xsd:string ;
    chebi:monoisotopicmass "400.13761"^^xsd:string ;
    chebi:smiles "[H]C(CCN1CCN(CCO)CC1)=C1c2ccccc2Sc2ccc(Cl)cc12"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-{4-[3-(2-chloro-9H-thioxanthen-9-ylidene)propyl]piperazin-1-yl}ethan-1-ol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-{4-[3-(2-chloro-10H-dibenzo[b,e]thiopyran-10-ylidene)propyl]piperazin-1-yl}ethanol"^^xsd:string,
        "4-(3-(2-Chloro-9H-thioxanthen-9-ylidene)propyl)-1-piperazineethanol"^^xsd:string,
        "4-(3-(2-Chlorothioxanthen-9-ylidene)propyl)-1-piperazineethanol"^^xsd:string,
        "Chlorpenthixol"^^xsd:string,
        "clopenthixolum"^^xsd:string,
        "clopentixol"^^xsd:string ;
    oboInOwl:id "CHEBI:59115"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:59118 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:39009"^^xsd:string,
        "CAS:84-97-9"^^xsd:string,
        "Drug_Central:2100"^^xsd:string,
        "Gmelin:298041"^^xsd:string,
        "KEGG:C16903"^^xsd:string,
        "Patent:GB780193"^^xsd:string,
        "PMID:1650428"^^xsd:string,
        "PMID:19904008"^^xsd:string,
        "PMID:23479940"^^xsd:string,
        "PMID:24425538"^^xsd:string,
        "Reaxys:39009"^^xsd:string,
        "Wikipedia:Perazine"^^xsd:string ;
    rdfs:label "perazine"^^xsd:string ;
    definition: "A phenothiazine derivative in which 10H-phenothiazinecarries a 3-(4-methylpiperazin-1-yl)propyl substituent at the N-10 position."^^xsd:string ;
    rdfs:subClassOf CHEBI:38093,
        CHEBI:46920,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:37931 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37930 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48561 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C20H25N3S"^^xsd:string ;
    chebi:inchi "InChI=1S/C20H25N3S/c1-21-13-15-22(16-14-21)11-6-12-23-17-7-2-4-9-19(17)24-20-10-5-3-8-18(20)23/h2-5,7-10H,6,11-16H2,1H3"^^xsd:string ;
    chebi:inchikey "WEYVCQFUGFRXOM-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "339.49800"^^xsd:string ;
    chebi:monoisotopicmass "339.17692"^^xsd:string ;
    chebi:smiles "CN1CCN(CCCN2c3ccccc3Sc3ccccc23)CC1"^^xsd:string ;
    oboInOwl:hasExactSynonym "10-[3-(4-methylpiperazin-1-yl)propyl]-10H-phenothiazine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "10-(3-(4-Methyl-1-piperazinyl)propyl)-10H-phenothiazine"^^xsd:string,
        "N-(3-(4-Methyl-1-piperazinyl)propyl)phenothiazine"^^xsd:string,
        "N-Methyl-piperazinyl-N'-propyl-phenothiazin"^^xsd:string,
        "N-Methyl-piperazinylpropyl-phenothiazine"^^xsd:string,
        "Pernazine"^^xsd:string ;
    oboInOwl:id "CHEBI:59118"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:59137 a owl:Class ;
    rdfs:label "(8xi)-cinchonan"^^xsd:string ;
    definition: "Cinchonan or its (8S)-epimer."^^xsd:string ;
    rdfs:subClassOf CHEBI:26513 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C19H22N2"^^xsd:string ;
    chebi:inchi "InChI=1S/C19H22N2/c1-2-14-13-21-10-8-15(14)11-17(21)12-16-7-9-20-19-6-4-3-5-18(16)19/h2-7,9,14-15,17H,1,8,10-13H2/t14-,15-,17?/m0/s1"^^xsd:string ;
    chebi:inchikey "UFJOYVQIDSNLHC-GIIGEWEBSA-N"^^xsd:string ;
    chebi:mass "278.39140"^^xsd:string ;
    chebi:monoisotopicmass "278.17830"^^xsd:string ;
    chebi:smiles "C=C[C@H]1C[N@@]2CC[C@H]1CC2Cc1ccnc2ccccc12"^^xsd:string ;
    oboInOwl:hasExactSynonym "(8xi)-cinchonan"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:59137"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:59138 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:88419"^^xsd:string ;
    rdfs:label "(8S)-cinchonan"^^xsd:string ;
    definition: "The (8S)-epimer of cinchonan."^^xsd:string ;
    rdfs:subClassOf CHEBI:59137 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C19H22N2"^^xsd:string ;
    chebi:inchi "InChI=1S/C19H22N2/c1-2-14-13-21-10-8-15(14)11-17(21)12-16-7-9-20-19-6-4-3-5-18(16)19/h2-7,9,14-15,17H,1,8,10-13H2/t14-,15-,17-/m0/s1"^^xsd:string ;
    chebi:inchikey "UFJOYVQIDSNLHC-ZOBUZTSGSA-N"^^xsd:string ;
    chebi:mass "278.39140"^^xsd:string ;
    chebi:monoisotopicmass "278.17830"^^xsd:string ;
    chebi:smiles "[H][C@]1(C[C@@H]2CC[N@]1C[C@@H]2C=C)Cc1ccnc2ccccc12"^^xsd:string ;
    oboInOwl:hasExactSynonym "(8alpha)-cinchonan"^^xsd:string,
        "(8S)-cinchonan"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "4-((1S,2S,4S,5R)-5-vinyl-1-azabicyclo[2.2.2]oct-2-ylmethyl)quinoline"^^xsd:string ;
    oboInOwl:id "CHEBI:59138"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:59139 a owl:Class ;
    rdfs:label "gibberellin carboxylic acid anion"^^xsd:string ;
    definition: "A carboxylic acid anion arising from deprotonation of one or more carboxy groups of any gibberellin."^^xsd:string ;
    rdfs:subClassOf CHEBI:29067,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:24250 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "gibberellin monocarboxylic acid anions"^^xsd:string ;
    oboInOwl:id "CHEBI:59139"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:59163 a owl:Class ;
    rdfs:label "biomarker"^^xsd:string ;
    definition: "A substance used as an indicator  of a biological state."^^xsd:string ;
    rdfs:subClassOf CHEBI:47867 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "biological marker"^^xsd:string ;
    oboInOwl:id "CHEBI:59163"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:59174 a owl:Class ;
    oboInOwl:hasDbXref "PMID:291959"^^xsd:string,
        "PMID:3782019"^^xsd:string,
        "PMID:17875790"^^xsd:string,
        "PMID:17986299"^^xsd:string,
        "PMID:19101624"^^xsd:string ;
    rdfs:label "hapten"^^xsd:string ;
    definition: "Any substance capable of eliciting an immune response only when attached to a large carrier such as a protein. Examples include dinitrophenols; oligosaccharides; peptides; and heavy metals."^^xsd:string ;
    rdfs:subClassOf CHEBI:24432 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "haptens"^^xsd:string ;
    oboInOwl:id "CHEBI:59174"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:59202 a owl:Class ;
    rdfs:label "straight-chain fatty acid"^^xsd:string ;
    definition: "Any fatty acid whose skeletal carbon atoms form an unbranched open chain."^^xsd:string ;
    rdfs:subClassOf CHEBI:35366,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:59203 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "straight-chain fatty acids"^^xsd:string ;
    oboInOwl:id "CHEBI:59202"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:59203 a owl:Class ;
    rdfs:label "straight-chain fatty acid anion"^^xsd:string ;
    definition: "A fatty acid anion formed by deprotonation of the carboxylic acid functional group of a straight-chain fatty acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:28868,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:59202 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "straight-chain FA anion"^^xsd:string,
        "straight-chain FA anions"^^xsd:string,
        "straight-chain fatty acid anions"^^xsd:string ;
    oboInOwl:id "CHEBI:59203"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:59238 a owl:Class ;
    oboInOwl:hasDbXref "PMID:9300789"^^xsd:string,
        "PMID:17113094"^^xsd:string ;
    rdfs:label "cyclic fatty acid"^^xsd:string ;
    definition: "Any fatty acid containing anywhere in its structure a ring of atoms."^^xsd:string ;
    rdfs:subClassOf CHEBI:35366 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "acides gras cycliques"^^xsd:string,
        "acidos grasos ciclicos"^^xsd:string,
        "cyclic fatty acids"^^xsd:string,
        "zyklische Fettsaeuren"^^xsd:string ;
    oboInOwl:id "CHEBI:59238"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:59283 a owl:Class ;
    rdfs:label "delta-opioid receptor antagonist"^^xsd:string ;
    definition: "Any compound that exhibits antagonist activity at the delta-opioid receptor."^^xsd:string ;
    rdfs:subClassOf CHEBI:60601,
        CHEBI:60605 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "delta-opioid antagonist"^^xsd:string,
        "delta-opioid antagonists"^^xsd:string ;
    oboInOwl:id "CHEBI:59283"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:59326 a owl:Class ;
    rdfs:label "prostaglandin carboxylic acid anion"^^xsd:string ;
    definition: "A prostanoid anion obtained by deprotonation of the carboxy group of any prostaglandin."^^xsd:string ;
    rdfs:subClassOf CHEBI:62943,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:26333 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "prostaglandin carboxylic acid anions"^^xsd:string ;
    oboInOwl:id "CHEBI:59326"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:59517 a owl:Class ;
    rdfs:label "DNA synthesis inhibitor"^^xsd:string ;
    definition: "Any substance that inhibits the synthesis of DNA."^^xsd:string ;
    rdfs:subClassOf CHEBI:76932 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "DNA synthesis inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:59517"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:59549 a owl:Class ;
    oboInOwl:hasDbXref "PMID:1745654"^^xsd:string,
        "PMID:7609665"^^xsd:string,
        "PMID:19034351"^^xsd:string ;
    rdfs:label "essential fatty acid"^^xsd:string ;
    definition: "Any member of the sub-set of polyunsaturated fatty acid for which there is an absolute dietary requirement."^^xsd:string ;
    rdfs:subClassOf CHEBI:26208 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "acides gras indispensables"^^xsd:string,
        "acidos grasos esenciales"^^xsd:string,
        "EFA"^^xsd:string,
        "EFAs"^^xsd:string,
        "EFS"^^xsd:string,
        "essential fatty acids"^^xsd:string,
        "essentielle Fettsaeuren"^^xsd:string ;
    oboInOwl:id "CHEBI:59549"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:59554 a owl:Class ;
    rdfs:label "medium-chain fatty acid"^^xsd:string ;
    definition: "Any fatty acid with a chain length of between C6 and C12."^^xsd:string ;
    rdfs:subClassOf CHEBI:35366,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:59558 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "CHO2R"^^xsd:string ;
    chebi:mass "45.01740"^^xsd:string ;
    chebi:monoisotopicmass "44.99765"^^xsd:string ;
    chebi:smiles "OC([*])=O"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "MCFA"^^xsd:string,
        "MCFAs"^^xsd:string,
        "medium-chain fatty acids"^^xsd:string ;
    oboInOwl:id "CHEBI:59554"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:59558 a owl:Class ;
    rdfs:label "medium-chain fatty acid anion"^^xsd:string ;
    definition: "A fatty acid anion resulting from the deprotonation of the carboxylic acid moiety of a medium-chain fatty acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:28868,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:59554 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "CO2R"^^xsd:string ;
    chebi:mass "44.010"^^xsd:string ;
    chebi:monoisotopicmass "43.98983"^^xsd:string ;
    chebi:smiles "[O-]C([*])=O"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "a medium chain fatty acid"^^xsd:string,
        "MCFA anion"^^xsd:string,
        "MCFA anions"^^xsd:string,
        "medium-chain FA anion"^^xsd:string,
        "medium-chain FA anions"^^xsd:string,
        "medium-chain fatty acid anions"^^xsd:string ;
    oboInOwl:id "CHEBI:59558"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:59561 a owl:Class ;
    rdfs:label "diamino acid anion"^^xsd:string ;
    definition: "An  organic anion that is the conjugate base of diamino acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:25696,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:35987 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "diamino acid anions"^^xsd:string ;
    oboInOwl:id "CHEBI:59561"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:59635 a owl:Class ;
    rdfs:label "organophosphonate oxoanion"^^xsd:string ;
    definition: "An organic phosphonic acid derivative in which one or more oxygen atoms of the phosphonate group(s) has been deprotonated."^^xsd:string ;
    rdfs:subClassOf CHEBI:25696,
        CHEBI:36360 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "organophosphonate oxoanions"^^xsd:string ;
    oboInOwl:id "CHEBI:59635"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:59640 a owl:Class ;
    oboInOwl:hasDbXref "PMID:18499511"^^xsd:string ;
    rdfs:label "N-acetylglucosamine"^^xsd:string ;
    definition: "An N-acylglucosamine where the N-acyl group is specified as acetyl."^^xsd:string ;
    rdfs:subClassOf CHEBI:21638,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78366 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "N-acetylglucosamines"^^xsd:string ;
    oboInOwl:id "CHEBI:59640"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:59643 a owl:Class ;
    oboInOwl:hasDbXref "PMID:9030189"^^xsd:string,
        "PMID:15825830"^^xsd:string,
        "PMID:15949791"^^xsd:string ;
    rdfs:label "thia fatty acid"^^xsd:string ;
    definition: "Any fatty acid having at least one of the chain methylene groups replaced by sulfur. Members of this group are believed to have important pharmacological (antioxidant and antiatherosclerosis) properties."^^xsd:string ;
    rdfs:subClassOf CHEBI:33576,
        CHEBI:35366,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:59848 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "sulfur-containing fatty acid"^^xsd:string,
        "sulfur-containing fatty acids"^^xsd:string,
        "thia fatty acids"^^xsd:string ;
    oboInOwl:id "CHEBI:59643"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:59647 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Serine_C-palmitoyltransferase"^^xsd:string ;
    rdfs:label "EC 2.3.1.50 (serine C-palmitoyltransferase) inhibitor"^^xsd:string ;
    definition: "An EC 2.3.1.* (acyltransferase transferring other than amino-acyl group) inhibitor that interferes with the action of serine palmitoyltransferase (EC 2.3.1.50)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76878 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3-oxosphinganine synthetase inhibitor"^^xsd:string,
        "3-oxosphinganine synthetase inhibitors"^^xsd:string,
        "acyl-CoA:serine C-2 acyltransferase (decarboxylating) inhibitor"^^xsd:string,
        "acyl-CoA:serine C-2 acyltransferase (decarboxylating) inhibitors"^^xsd:string,
        "EC 2.3.1.50 (serine C-palmitoyltransferase) inhibitors"^^xsd:string,
        "EC 2.3.1.50 inhibitor"^^xsd:string,
        "EC 2.3.1.50 inhibitors"^^xsd:string,
        "palmitoyl-CoA:L-serine C-palmitoyltransferase (decarboxylating) inhibitor"^^xsd:string,
        "palmitoyl-CoA:L-serine C-palmitoyltransferase (decarboxylating) inhibitors"^^xsd:string,
        "serine C-palmitoyltransferase (EC 2.3.1.50) inhibitor"^^xsd:string,
        "serine C-palmitoyltransferase (EC 2.3.1.50) inhibitors"^^xsd:string,
        "serine C-palmitoyltransferase inhibitor"^^xsd:string,
        "serine C-palmitoyltransferase inhibitors"^^xsd:string,
        "serine palmitoyltransferase inhibitor"^^xsd:string,
        "serine palmitoyltransferase inhibitors"^^xsd:string,
        "SPT inhibitor"^^xsd:string,
        "SPT inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:59647"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:59683 a owl:Class ;
    rdfs:label "antipruritic drug"^^xsd:string ;
    definition: "A drug, usually applied topically, that relieves pruritus (itching)."^^xsd:string ;
    rdfs:subClassOf CHEBI:50177 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "anti-itching drug"^^xsd:string,
        "anti-itching drugs"^^xsd:string,
        "antipruritic agent"^^xsd:string,
        "antipruritic agents"^^xsd:string,
        "antipruritic drugs"^^xsd:string ;
    oboInOwl:id "CHEBI:59683"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:59698 a owl:Class ;
    rdfs:label "phosphoric acids"^^xsd:string ;
    definition: "Compounds containing one or more phosphoric acid units."^^xsd:string ;
    rdfs:subClassOf CHEBI:33457 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:59698"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:59720 a owl:Class ;
    rdfs:label "HPETE anion"^^xsd:string ;
    definition: "An anion arising from deprotonation of the carboxylic acid function of any mono-hydroperoxy (e)icosatetraenoic acid (HPETE)"^^xsd:string ;
    rdfs:subClassOf CHEBI:57560,
        CHEBI:62937,
        CHEBI:134019,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:24644 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C20H31O4"^^xsd:string ;
    chebi:mass "335.45830"^^xsd:string ;
    chebi:monoisotopicmass "335.22223"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "a hydroperoxyeicosatetraenoate"^^xsd:string,
        "HPETE anions"^^xsd:string,
        "hydroperoxyeicosatetraenoate"^^xsd:string,
        "hydroperoxyeicosatetraenoates"^^xsd:string ;
    oboInOwl:id "CHEBI:59720"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:59724 a owl:Class ;
    rdfs:label "ribonucleoside triphosphate oxoanion"^^xsd:string ;
    definition: "An organophosphate anion resulting from deprotonation of at least one of the acidic hydroxy groups from the triphosphate moiety of a nucleoside triphosphate."^^xsd:string ;
    rdfs:subClassOf CHEBI:58945 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "ribonucleoside triphosphate anion"^^xsd:string,
        "ribonucleoside triphosphate anions"^^xsd:string,
        "ribonucleoside triphosphate oxoanions"^^xsd:string ;
    oboInOwl:id "CHEBI:59724"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:59740 a owl:Class ;
    rdfs:label "nucleophilic reagent"^^xsd:string ;
    definition: "A reagent that forms a bond to its reaction partner (the electrophile) by donating both bonding electrons."^^xsd:string ;
    rdfs:subClassOf CHEBI:33893,
        CHEBI:39144 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "nucleophile"^^xsd:string,
        "nucleophiles"^^xsd:string,
        "nucleophilic reagents"^^xsd:string ;
    oboInOwl:id "CHEBI:59740"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:59769 a owl:Class ;
    rdfs:label "acetal"^^xsd:string ;
    definition: "An organooxygen compound having the structure RR'C(OR'')(OR''') (R'', R''' =/= H). Mixed acetals have R'' and R''' groups which differ."^^xsd:string ;
    rdfs:subClassOf CHEBI:36963 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "acetals"^^xsd:string ;
    oboInOwl:id "CHEBI:59769"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:59770 a owl:Class ;
    rdfs:label "cyclic acetal"^^xsd:string ;
    definition: "An acetal in the molecule of which the acetal carbon and one or both oxygen atoms thereon are members of a ring."^^xsd:string ;
    rdfs:subClassOf CHEBI:24532,
        CHEBI:59769 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "cyclic acetals"^^xsd:string ;
    oboInOwl:id "CHEBI:59770"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:59777 a owl:Class ;
    rdfs:label "ketal"^^xsd:string ;
    definition: "An acetal of formula R2C(OR)2 (R =/= H) derived from a ketone by replacement of the oxo group by two hydrocarbyloxy groups. The class name 'ketals', once abandoned by IUPAC, has been reinstated as a subclass of acetals."^^xsd:string ;
    rdfs:subClassOf CHEBI:59769 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "ketals"^^xsd:string ;
    oboInOwl:id "CHEBI:59777"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:59779 a owl:Class ;
    rdfs:label "cyclic ketal"^^xsd:string ;
    definition: "A ketal in the molecule of which the ketal carbon and one or both oxygen atoms thereon are members of a ring."^^xsd:string ;
    rdfs:subClassOf CHEBI:38104,
        CHEBI:59777 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "cyclic ketals"^^xsd:string ;
    oboInOwl:id "CHEBI:59779"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:59792 a owl:Class ;
    rdfs:label "thioacetal"^^xsd:string ;
    definition: "The sulfur analogue of 'acetal'.  The term includes monothioacetals having the structure R2C(OR')(SR') (subclass monothioketals, R =/= H); and dithioacetals having the structure R2C(SR')2 (subclass dithioketals, R =/= H, R' =/= H)."^^xsd:string ;
    rdfs:subClassOf CHEBI:33261 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "thioacetals"^^xsd:string ;
    oboInOwl:id "CHEBI:59792"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:59793 a owl:Class ;
    rdfs:label "monothioacetal"^^xsd:string ;
    definition: "A thioacetal having the structure R2C(OR')(SR'). The term includes monothioketals, R =/= H, as a subclass."^^xsd:string ;
    rdfs:subClassOf CHEBI:59792 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "COSR4"^^xsd:string ;
    chebi:mass "60.07500"^^xsd:string ;
    chebi:monoisotopicmass "59.96699"^^xsd:string ;
    chebi:smiles "[*]OC([*])([*])S[*]"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "monothioacetals"^^xsd:string,
        "thioacetal"^^xsd:string ;
    oboInOwl:id "CHEBI:59793"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:59806 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:329042"^^xsd:string,
        "MetaCyc:NICOTINE"^^xsd:string ;
    rdfs:label "(S)-nicotinium(1+)"^^xsd:string ;
    definition: "The conjugate acid of (S)-nicotine arising from selective protonation of the tertiary amino group; major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:35274,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:17688 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:79008 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C10H15N2"^^xsd:string ;
    chebi:inchi "InChI=1S/C10H14N2/c1-12-7-3-5-10(12)9-4-2-6-11-8-9/h2,4,6,8,10H,3,5,7H2,1H3/p+1/t10-/m0/s1"^^xsd:string ;
    chebi:inchikey "SNICXCGAKADSCV-JTQLQIEISA-O"^^xsd:string ;
    chebi:mass "163.23900"^^xsd:string ;
    chebi:monoisotopicmass "163.12297"^^xsd:string ;
    chebi:smiles "C[NH+]1CCC[C@H]1c1cccnc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2S)-1-methyl-2-(pyridin-3-yl)pyrrolidinium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(S)-nicotine"^^xsd:string,
        "(S)-nicotinium cation"^^xsd:string ;
    oboInOwl:id "CHEBI:59806"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:59814 a owl:Class ;
    rdfs:label "L-alpha-amino acid anion"^^xsd:string ;
    definition: "Conjugate base of an L-alpha-amino acid arising from deprotonation of the C-1 carboxy group."^^xsd:string ;
    rdfs:subClassOf CHEBI:33558,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:15705 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C2H3NO2R"^^xsd:string ;
    chebi:mass "73.051"^^xsd:string ;
    chebi:monoisotopicmass "73.01638"^^xsd:string ;
    chebi:smiles "[C@H](C(=O)[O-])(N)*"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "L-alpha-amino carboxylate"^^xsd:string ;
    oboInOwl:id "CHEBI:59814"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:59826 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Progestin"^^xsd:string ;
    rdfs:label "progestin"^^xsd:string ;
    definition: "A synthetic progestogen."^^xsd:string ;
    rdfs:subClassOf CHEBI:50745 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "progestins"^^xsd:string ;
    oboInOwl:id "CHEBI:59826"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:59835 a owl:Class ;
    rdfs:label "hydroxy fatty acid anion"^^xsd:string ;
    definition: "The conjugate base of any hydroxy fatty acid, formed by deprotonation of the carboxylic acid moiety."^^xsd:string ;
    rdfs:subClassOf CHEBI:28868,
        CHEBI:36059,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:24654 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "hydroxy fatty acid anions"^^xsd:string,
        "OH-FA anion"^^xsd:string,
        "OH-FA-anions"^^xsd:string,
        "OH-fatty acid anion"^^xsd:string,
        "OH-fatty acid anions"^^xsd:string ;
    oboInOwl:id "CHEBI:59835"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:59844 a owl:Class ;
    rdfs:label "antihyperplasia drug"^^xsd:string ;
    definition: "A drug used for the treatment of hyperplasia (increaced cell production within an organ or tissue)."^^xsd:string ;
    rdfs:subClassOf CHEBI:23888 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "antihypergenesis drug"^^xsd:string,
        "antihypergenesis drugs"^^xsd:string,
        "antihyperplasia drugs"^^xsd:string,
        "antihyperplastic"^^xsd:string ;
    oboInOwl:id "CHEBI:59844"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:59848 a owl:Class ;
    oboInOwl:hasDbXref "PMID:9030189"^^xsd:string ;
    rdfs:label "thia fatty acid anion"^^xsd:string ;
    definition: "The conjugate base of any thia fatty acid, formed by deprotonation of the carboxylic acid moiety."^^xsd:string ;
    rdfs:subClassOf CHEBI:28868,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:59643 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "thia fatty acid anions"^^xsd:string,
        "thia-FA anion"^^xsd:string,
        "thia-FA anions"^^xsd:string,
        "thia-fatty acid anion"^^xsd:string,
        "thia-fatty acid anions"^^xsd:string ;
    oboInOwl:id "CHEBI:59848"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:59869 a owl:Class ;
    rdfs:label "L-alpha-amino acid zwitterion"^^xsd:string ;
    definition: "Zwitterionic form of an L-alpha-amino acid having an anionic carboxy group and a protonated amino group."^^xsd:string ;
    rdfs:subClassOf CHEBI:78608,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:15705 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C2H4NO2R"^^xsd:string ;
    chebi:mass "74.059"^^xsd:string ;
    chebi:monoisotopicmass "74.02420"^^xsd:string ;
    chebi:smiles "[NH3+][C@@H]([*])C([O-])=O"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "an L-alpha-amino acid"^^xsd:string,
        "L-alpha-amino acid zwitterions"^^xsd:string ;
    oboInOwl:id "CHEBI:59869"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:59871 a owl:Class ;
    rdfs:label "D-alpha-amino acid zwitterion"^^xsd:string ;
    definition: "Zwitterionic form of a D-alpha-amino acid having an anionic carboxy group and a protonated amino group."^^xsd:string ;
    rdfs:subClassOf CHEBI:35238,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:16733 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C2H4NO2R"^^xsd:string ;
    chebi:mass "74.059"^^xsd:string ;
    chebi:monoisotopicmass "74.02420"^^xsd:string ;
    chebi:smiles "[NH3+][C@H]([*])C([O-])=O"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "a D-alpha-amino acid"^^xsd:string,
        "D-alpha-amino acid zwitterions"^^xsd:string ;
    oboInOwl:id "CHEBI:59871"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:59874 a owl:Class ;
    rdfs:label "N-acyl-L-alpha-amino acid anion"^^xsd:string ;
    definition: "A carboxylic acid anion that is the conjugate base of an N-acyl-L-alpha-amino acid arising from deprotonation of the C-1 carboxy group."^^xsd:string ;
    rdfs:subClassOf CHEBI:29067,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:59814 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:48927 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C3H2NO3R2"^^xsd:string ;
    chebi:mass "100.05290"^^xsd:string ;
    chebi:monoisotopicmass "100.00347"^^xsd:string ;
    chebi:smiles "[O-]C(=O)[C@H]([*])NC([*])=O"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "an N-acyl-L-amino acid"^^xsd:string,
        "N-acyl-L-alpha-amino acid(1-)"^^xsd:string ;
    oboInOwl:id "CHEBI:59874"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:59876 a owl:Class ;
    rdfs:label "N-acyl-D-alpha-amino acid anion"^^xsd:string ;
    definition: "The conjugate base of an N-acyl-D-alpha-amino acid arising from deprotonation of the C-1 carboxy group."^^xsd:string ;
    rdfs:subClassOf CHEBI:29067,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:15778 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C3H2NO3R2"^^xsd:string ;
    chebi:mass "100.05290"^^xsd:string ;
    chebi:monoisotopicmass "100.00347"^^xsd:string ;
    chebi:smiles "[O-]C(=O)[C@@H]([*])NC([*])=O"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "an N-acyl-D-amino acid"^^xsd:string,
        "N-acyl-D-alpha-amino acid(1-)"^^xsd:string ;
    oboInOwl:id "CHEBI:59876"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:59888 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:1041559"^^xsd:string ;
    rdfs:label "gamma-aminobutyric acid zwitterion"^^xsd:string ;
    definition: "Zwitterionic form of gamma-aminobutyric acid having an anionic carboxy group and a protonated amino group."^^xsd:string ;
    rdfs:subClassOf CHEBI:35238,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:16865 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C4H9NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C4H9NO2/c5-3-1-2-4(6)7/h1-3,5H2,(H,6,7)"^^xsd:string ;
    chebi:inchikey "BTCSSZJGUNDROE-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "103.11980"^^xsd:string ;
    chebi:monoisotopicmass "103.06333"^^xsd:string ;
    chebi:smiles "[NH3+]CCCC([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "4-azaniumylbutanoate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "4-aminobutanoate"^^xsd:string,
        "4-ammoniobutanoate"^^xsd:string ;
    oboInOwl:id "CHEBI:59888"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:59905 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:328863"^^xsd:string ;
    rdfs:label "dopaminium(1+)"^^xsd:string ;
    definition: "An ammonium ion that is the conjugate acid of dopamine; major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:35274,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:18243 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C8H12NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C8H11NO2/c9-4-3-6-1-2-7(10)8(11)5-6/h1-2,5,10-11H,3-4,9H2/p+1"^^xsd:string ;
    chebi:inchikey "VYFYYTLLBUKUHU-UHFFFAOYSA-O"^^xsd:string ;
    chebi:mass "154.18640"^^xsd:string ;
    chebi:monoisotopicmass "154.08626"^^xsd:string ;
    chebi:smiles "[NH3+]CCc1ccc(O)c(O)c1"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-(3,4-dihydroxyphenyl)ethanaminium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-(3,4-dihydroxyphenyl)ethan-1-aminium"^^xsd:string,
        "dopamine"^^xsd:string,
        "dopaminium cation"^^xsd:string ;
    oboInOwl:id "CHEBI:59905"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:59941 a owl:Class ;
    rdfs:label "amphiphile"^^xsd:string ;
    definition: "A surfactant molecule possessing both hydrophilic and lipophilic properties."^^xsd:string ;
    rdfs:subClassOf CHEBI:35195 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "amphiphiles"^^xsd:string ;
    oboInOwl:id "CHEBI:59941"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:59953 a owl:Class ;
    oboInOwl:hasDbXref "PMID:20228795"^^xsd:string ;
    rdfs:label "thebaine(1+)"^^xsd:string ;
    definition: "The trialkylammonium ion resulting from the protonation of the amino group of thebaine."^^xsd:string ;
    rdfs:subClassOf CHEBI:35274,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:9519 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C19H22NO3"^^xsd:string ;
    chebi:inchi "InChI=1S/C19H21NO3/c1-20-9-8-19-12-5-7-15(22-3)18(19)23-17-14(21-2)6-4-11(16(17)19)10-13(12)20/h4-7,13,18H,8-10H2,1-3H3/p+1/t13-,18+,19+/m1/s1"^^xsd:string ;
    chebi:inchikey "FQXXSQDCDRQNQE-VMDGZTHMSA-O"^^xsd:string ;
    chebi:mass "312.38290"^^xsd:string ;
    chebi:monoisotopicmass "312.15942"^^xsd:string ;
    chebi:smiles "COC1=CC=C2[C@H]3Cc4ccc(OC)c5O[C@@H]1[C@]2(CC[NH+]3C)c45"^^xsd:string ;
    oboInOwl:hasExactSynonym "3,6-dimethoxy-17-methyl-6,7,8,14-tetradehydro-4,5alpha-epoxymorphinan-17-ium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "thebaine"^^xsd:string ;
    oboInOwl:id "CHEBI:59953"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:59999 a owl:Class ;
    rdfs:label "chemical substance"^^xsd:string ;
    definition: "A chemical substance is a portion of matter of constant composition, composed of molecular entities of the same type or of different types."^^xsd:string ;
    rdfs:subClassOf CHEBI:24431 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Chemische Substanz"^^xsd:string ;
    oboInOwl:id "CHEBI:59999"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:60004 a owl:Class ;
    rdfs:label "mixture"^^xsd:string ;
    definition: "A mixture is a chemical substance composed of multiple molecules, at least two of which are of a different kind."^^xsd:string ;
    rdfs:subClassOf CHEBI:59999 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Mischung"^^xsd:string ;
    oboInOwl:id "CHEBI:60004"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:60027 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Polymer"^^xsd:string ;
    rdfs:label "polymer"^^xsd:string ;
    definition: "A polymer is a mixture, which is composed of macromolecules of different kinds and which may be differentiated by composition, length, degree of branching etc.."^^xsd:string ;
    rdfs:subClassOf CHEBI:60004,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:33839 ] ;
    oboInOwl:hasExactSynonym "Polymer"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Kunststoff"^^xsd:string ;
    oboInOwl:id "CHEBI:60027"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:60038 a owl:Class ;
    rdfs:label "flavonoid oxoanion"^^xsd:string ;
    definition: "Any anion arising from deprotonation of at least one OH group in a flavonoid compound."^^xsd:string ;
    rdfs:subClassOf CHEBI:25696,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:47916 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "flavonoid oxoanions"^^xsd:string ;
    oboInOwl:id "CHEBI:60038"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:60039 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:PRO"^^xsd:string ;
    rdfs:label "L-proline zwitterion"^^xsd:string ;
    definition: "The zwitterion formed from L-proline by proton transfer from the carboxy group to the ring nitrogen. It is the predominant species at physiological pH."^^xsd:string ;
    rdfs:subClassOf CHEBI:35238,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:17203 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5H9NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H9NO2/c7-5(8)4-2-1-3-6-4/h4,6H,1-3H2,(H,7,8)/t4-/m0/s1"^^xsd:string ;
    chebi:inchikey "ONIBWKKTOPOVIA-BYPYZUCNSA-N"^^xsd:string ;
    chebi:mass "115.13050"^^xsd:string ;
    chebi:monoisotopicmass "115.06333"^^xsd:string ;
    chebi:smiles "[O-]C(=O)[C@@H]1CCC[NH2+]1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:58054"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2S)-pyrrolidinium-2-carboxylate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "L-proline"^^xsd:string ;
    oboInOwl:id "CHEBI:60039"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:60056 a owl:Class ;
    oboInOwl:hasDbXref "Gmelin:341636"^^xsd:string,
        "Gmelin:2542129"^^xsd:string ;
    rdfs:label "cocaine(1+)"^^xsd:string ;
    definition: "The conjugate base of cocaine arising from protonation of the tertiary amino group; major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:35274,
        CHEBI:37332,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:27958 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C17H22NO4"^^xsd:string ;
    chebi:inchi "InChI=1S/C17H21NO4/c1-18-12-8-9-13(18)15(17(20)21-2)14(10-12)22-16(19)11-6-4-3-5-7-11/h3-7,12-15H,8-10H2,1-2H3/p+1/t12-,13+,14-,15+/m0/s1"^^xsd:string ;
    chebi:inchikey "ZPUCINDJVBIVPJ-LJISPDSOSA-O"^^xsd:string ;
    chebi:mass "304.36090"^^xsd:string ;
    chebi:monoisotopicmass "304.15433"^^xsd:string ;
    chebi:smiles "[H][C@]12CC[C@]([H])([C@H]([C@H](C1)OC(=O)c1ccccc1)C(=O)OC)[NH+]2C"^^xsd:string ;
    oboInOwl:hasExactSynonym "(1R,2R,3S,5S)-3-(benzoyloxy)-2-(methoxycarbonyl)-8-methyl-8-azoniabicyclo[3.2.1]octane"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "cocaine"^^xsd:string,
        "cocaine cation"^^xsd:string ;
    oboInOwl:id "CHEBI:60056"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:60082 a owl:Class ;
    rdfs:label "vinca alkaloid cation"^^xsd:string ;
    definition: "Any cation arising from protonation of at least one of the amino functions in a vinca alkaloid."^^xsd:string ;
    rdfs:subClassOf CHEBI:35274 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "vinca alkaloid cations"^^xsd:string ;
    oboInOwl:id "CHEBI:60082"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:60090 a owl:Class ;
    rdfs:label "7-hydroxyflavon-3-olate"^^xsd:string ;
    definition: "Conjugate base of a 7-hydroxyflavonol compound arising from selective deprotonation of the 3-hydroxy group; major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:60038,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:52267 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C15H2O4R7"^^xsd:string ;
    chebi:mass "246.175"^^xsd:string ;
    chebi:monoisotopicmass "245.99531"^^xsd:string ;
    chebi:smiles "C1(=C(C(=C(C2=C1OC(=C(C2=O)[O-])C3=CC(=C(C(=C3*)*)*)*)*)*)O)*"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:60090"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:60186 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Ca(2%2B)-transporting_atpase"^^xsd:string ;
    rdfs:label "EC 3.6.3.8 (Ca(2+)-transporting ATPase) inhibitor"^^xsd:string ;
    definition: "An EC 3.6.3.* (acid anhydride hydrolase catalysing transmembrane movement of substances) inhibitor that interferes with the action of Ca(2+)-transporting ATPase (EC 3.6.3.8)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76895 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "ATP phosphohydrolase (Ca(2+)-transporting) inhibitor"^^xsd:string,
        "ATP phosphohydrolase (Ca(2+)-transporting) inhibitors"^^xsd:string,
        "Ca(2+)-pumping ATPase inhibitor"^^xsd:string,
        "Ca(2+)-pumping ATPase inhibitors"^^xsd:string,
        "Ca(2+)-transporting ATPase (EC 3.6.3.8) inhibitor"^^xsd:string,
        "Ca(2+)-transporting ATPase (EC 3.6.3.8) inhibitors"^^xsd:string,
        "Ca(2+)-transporting ATPase inhibitor"^^xsd:string,
        "Ca(2+)-transporting ATPase inhibitors"^^xsd:string,
        "calcium pump inhibitor"^^xsd:string,
        "calcium pump inhibitors"^^xsd:string,
        "EC 3.6.3.8 (Ca(2+)-transporting ATPase) inhibitors"^^xsd:string,
        "plasma membrane Ca-ATPase inhibitor"^^xsd:string,
        "plasma membrane Ca-ATPase inhibitors"^^xsd:string,
        "sarco(endo)plasmic reticulum Ca(2+)-ATPase inhibitor"^^xsd:string,
        "sarco(endo)plasmic reticulum Ca(2+)-ATPase inhibitors"^^xsd:string,
        "sarcoplasmic reticulum ATPase inhibitor"^^xsd:string,
        "sarcoplasmic reticulum ATPase inhibitors"^^xsd:string,
        "SERCA inhibitor"^^xsd:string,
        "SERCA inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:60186"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:60240 a owl:Class ;
    rdfs:label "divalent metal cation"^^xsd:string ;
    definition: "A metal cation with a valence of two."^^xsd:string ;
    rdfs:subClassOf CHEBI:25213,
        CHEBI:64641 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "a divalent metal cation"^^xsd:string ;
    oboInOwl:id "CHEBI:60240"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:60242 a owl:Class ;
    rdfs:label "monovalent inorganic cation"^^xsd:string ;
    definition: "An atom or small molecule with a positive charge that does not contain carbon in covalent linkage, with a valency of one."^^xsd:string ;
    rdfs:subClassOf CHEBI:36915 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "a monovalent cation"^^xsd:string ;
    oboInOwl:id "CHEBI:60242"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:60251 a owl:Class ;
    rdfs:label "guanidinium ion"^^xsd:string ;
    definition: "R = C or H. The iminium ion resulting from the protonation of one of the imine nitrogens of guanidine or its derivatives."^^xsd:string ;
    rdfs:subClassOf CHEBI:35286 ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "CHN3R5"^^xsd:string ;
    chebi:mass "55.039"^^xsd:string ;
    chebi:monoisotopicmass "55.01705"^^xsd:string ;
    chebi:smiles "C(=[N+]([H])*)(N(*)*)N(*)*"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "diaminomethaniminium ion"^^xsd:string,
        "diaminomethaniminium ions"^^xsd:string,
        "guanidinium ions"^^xsd:string ;
    oboInOwl:id "CHEBI:60251"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:60258 a owl:Class ;
    rdfs:label "EC 3.4.* (hydrolases acting on peptide bond) inhibitor"^^xsd:string ;
    definition: "A hydrolase inhibitor that interferes with the action of any hydrolase acting on peptide bonds (peptidase), EC 3.4.*.*)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76759 ;
    oboInOwl:hasAlternativeId "CHEBI:76763"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "EC 3.4.* (hydrolase acting on peptide bond) inhibitor"^^xsd:string,
        "EC 3.4.* (hydrolase acting on peptide bonds) inhibitors"^^xsd:string,
        "EC 3.4.* (hydrolases acting on peptide bond) inhibitors"^^xsd:string,
        "EC 3.4.* (peptidase) inhibitor"^^xsd:string,
        "EC 3.4.* (peptidase) inhibitors"^^xsd:string,
        "EC 3.4.* inhibitor"^^xsd:string,
        "EC 3.4.* inhibitors"^^xsd:string,
        "inhibitor of hydrolases acting on peptide bond (EC 3.4.*)"^^xsd:string,
        "inhibitors of hydrolases acting on peptide bond (EC 3.4.*)"^^xsd:string,
        "peptidase inhibitors"^^xsd:string,
        "protease inhibitor"^^xsd:string,
        "protease inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:60258"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:60334 a owl:Class ;
    rdfs:label "peptide anion"^^xsd:string ;
    definition: "An anion formed by deprotonation of at least one peptide carboxy group."^^xsd:string ;
    rdfs:subClassOf CHEBI:25696 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "peptide anions"^^xsd:string ;
    oboInOwl:id "CHEBI:60334"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:60342 a owl:Class ;
    rdfs:label "dipyrromethane cofactor(4-)"^^xsd:string ;
    definition: "Tetracarboxylate anion of dipyrromethane cofactor; major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:35754,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:42121 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:23357 ] ;
    chebi:charge "-4"^^xsd:string ;
    chebi:formula "C20H20N2O8"^^xsd:string ;
    chebi:inchi "InChI=1S/C20H24N2O8/c1-10-13(6-19(27)28)12(3-5-18(25)26)16(22-10)8-15-14(7-20(29)30)11(9-21-15)2-4-17(23)24/h9,21-22H,2-8H2,1H3,(H,23,24)(H,25,26)(H,27,28)(H,29,30)/p-4"^^xsd:string ;
    chebi:inchikey "LCAXMKQKEYTFDM-UHFFFAOYSA-J"^^xsd:string ;
    chebi:mass "416.38140"^^xsd:string ;
    chebi:monoisotopicmass "416.12416"^^xsd:string ;
    chebi:smiles "Cc1[nH]c(Cc2[nH]cc(CCC([O-])=O)c2CC([O-])=O)c(CCC([O-])=O)c1CC([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "3,8-bis(carboxylatomethyl)-9-methyl-5,10-dihydrodipyrrin-2,7-dipropionate"^^xsd:string,
        "3,8-bis(carboxylatomethyl)-9-methyldipyrromethane-2,7-dipropionate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "dipyrromethane"^^xsd:string,
        "dipyrromethane cofactor tetraanion"^^xsd:string,
        "dipyrromethane cofactor tetracarboxylate"^^xsd:string ;
    oboInOwl:id "CHEBI:60342"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:60345 a owl:Class ;
    rdfs:label "organic phosphoramidate anion"^^xsd:string ;
    rdfs:subClassOf CHEBI:25696 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:60345"^^xsd:string ;
    oboInOwl:inSubset chebi2:1_STAR .

CHEBI:60466 a owl:Class ;
    rdfs:label "peptide zwitterion"^^xsd:string ;
    definition: "Zwitterionic form of any peptide where, in general, the amino terminus is positively charged and the carboxy terminus is negatively charged."^^xsd:string ;
    rdfs:subClassOf CHEBI:27369,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:16670 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C2H4NO2R(C2H2NOR)n"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "a peptide"^^xsd:string,
        "peptide zwitterions"^^xsd:string ;
    oboInOwl:id "CHEBI:60466"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:60486 a owl:Class ;
    rdfs:label "trehalose monomycolate"^^xsd:string ;
    definition: "Any trehalose bearing a single O-mycolate substituent; obtained via extraction of the cell wall of Mycobacterium bovis."^^xsd:string ;
    rdfs:subClassOf CHEBI:27083 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "trehalose monomycolates"^^xsd:string ;
    oboInOwl:id "CHEBI:60486"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:60523 a owl:Class ;
    rdfs:label "phosphatidylglycerol(1-)"^^xsd:string ;
    definition: "An ionic phospholipid that is the organophosphate oxoanion formed from phosphatidylglycerol by removal of a proton from the phosphate OH group."^^xsd:string ;
    rdfs:subClassOf CHEBI:62643,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:17517 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C8H12O10PR2"^^xsd:string ;
    chebi:mass "299.14860"^^xsd:string ;
    chebi:monoisotopicmass "299.01681"^^xsd:string ;
    chebi:smiles "OCC(O)COP([O-])(=O)OCC(COC([*])=O)OC([*])=O"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "a phosphatidylglycerol"^^xsd:string ;
    oboInOwl:id "CHEBI:60523"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:60529 a owl:Class ;
    rdfs:label "ergoline alkaloid"^^xsd:string ;
    definition: "One of a class of naturally occurring alkaloids with a structure based on that of ergoline."^^xsd:string ;
    rdfs:subClassOf CHEBI:22315 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "ergoline alkaloids"^^xsd:string ;
    oboInOwl:id "CHEBI:60529"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:60531 a owl:Class ;
    rdfs:label "flavin(1-)"^^xsd:string ;
    definition: "Flavin protonated to pH 7.3"^^xsd:string ;
    rdfs:subClassOf CHEBI:25696,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:30527 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C12H8N4O2R"^^xsd:string ;
    chebi:mass "240.21750"^^xsd:string ;
    chebi:monoisotopicmass "240.06473"^^xsd:string ;
    chebi:smiles "Cc1cc2nc3c(nc(=O)[n-]c3=O)n([*])c2cc1C"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "an oxidized flavin"^^xsd:string ;
    oboInOwl:id "CHEBI:60531"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:60550 a owl:Class ;
    rdfs:label "poly(ether) polymer"^^xsd:string ;
    definition: "A polymer composed of poly(ether) macromolecules."^^xsd:string ;
    rdfs:subClassOf CHEBI:60027,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:53223 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "poly(ether)"^^xsd:string,
        "poly(ether)s"^^xsd:string,
        "polyether"^^xsd:string,
        "polyethers"^^xsd:string ;
    oboInOwl:id "CHEBI:60550"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:60598 a owl:Class ;
    rdfs:label "opioid agent"^^xsd:string ;
    definition: "Any agent that acts on an opioid receptor or affects the life cycle of an opioid  transmitter."^^xsd:string ;
    rdfs:subClassOf CHEBI:35942 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "opioid agents"^^xsd:string ;
    oboInOwl:id "CHEBI:60598"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:60599 a owl:Class ;
    rdfs:label "mu-opioid agent"^^xsd:string ;
    definition: "Any agent that acts on a mu-opioid receptor."^^xsd:string ;
    rdfs:subClassOf CHEBI:60598 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "mu-opioid agents"^^xsd:string ;
    oboInOwl:id "CHEBI:60599"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:60601 a owl:Class ;
    rdfs:label "delta-opioid agent"^^xsd:string ;
    definition: "Any agent that acts on a delta-opioid receptor."^^xsd:string ;
    rdfs:subClassOf CHEBI:60598 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "delta-opioid agents"^^xsd:string ;
    oboInOwl:id "CHEBI:60601"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:60603 a owl:Class ;
    rdfs:label "kappa-opioid agent"^^xsd:string ;
    definition: "Any agent that acts on a kappa-opioid receptor."^^xsd:string ;
    rdfs:subClassOf CHEBI:60598 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "kappa-opioid agents"^^xsd:string ;
    oboInOwl:id "CHEBI:60603"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:60605 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Opioid_antagonist"^^xsd:string ;
    rdfs:label "opioid receptor antagonist"^^xsd:string ;
    definition: "An agent that binds to but does not activate an opioid receptor thereby blocking the actions of endogenous or exogenous opioid receptor agonists."^^xsd:string ;
    rdfs:subClassOf CHEBI:48706,
        CHEBI:60598 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "opiate antagonist"^^xsd:string,
        "opiate antagonists"^^xsd:string,
        "opioid antagonist"^^xsd:string,
        "opioid antagonists"^^xsd:string,
        "opioid receptor antagonists"^^xsd:string ;
    oboInOwl:id "CHEBI:60605"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:60606 a owl:Class ;
    rdfs:label "opioid receptor agonist"^^xsd:string ;
    definition: "An agent that selectively binds to and activates an opioid receptor."^^xsd:string ;
    rdfs:subClassOf CHEBI:48705,
        CHEBI:60598 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "opiate agonist"^^xsd:string,
        "opiate agonists"^^xsd:string,
        "opioid agonist"^^xsd:string,
        "opioid agonists"^^xsd:string,
        "opioid receptor agonists"^^xsd:string ;
    oboInOwl:id "CHEBI:60606"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:60643 a owl:Class ;
    rdfs:label "NMDA receptor antagonist"^^xsd:string ;
    definition: "Any substance that inhibits the action of N-methyl-D-aspartate (NMDA) receptors. They tend to induce a state known as dissociative anesthesia, marked by catalepsy, amnesia, and analgesia, while side effects can include hallucinations, nightmares, and confusion. Due to their psychotomimetic effects, many NMDA receptor antagonists are used as recreational drugs."^^xsd:string ;
    rdfs:subClassOf CHEBI:60798 ;
    oboInOwl:hasAlternativeId "CHEBI:60797"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "N-methyl-D-aspartate receptor antagonist"^^xsd:string,
        "N-methyl-D-aspartate receptor antagonists"^^xsd:string,
        "NMDA receptor antagonists"^^xsd:string,
        "NMDAR antagonist"^^xsd:string,
        "NMDAR antagonists"^^xsd:string ;
    oboInOwl:id "CHEBI:60643"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:60644 a owl:Class ;
    rdfs:label "bridged diphenyl antifungal agent"^^xsd:string ;
    definition: "Any organic aromatic compound containing two phenyl (or substituted phenyl) groups attached to a single carbon or heteroatom and which has significant antifungal properties."^^xsd:string ;
    rdfs:subClassOf CHEBI:33659,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35718 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "bridged diphenyl antifungal agents"^^xsd:string ;
    oboInOwl:id "CHEBI:60644"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:60654 a owl:Class ;
    oboInOwl:hasDbXref "LINCS:LSM-6363"^^xsd:string,
        "PMID:8681902"^^xsd:string,
        "PMID:16012283"^^xsd:string,
        "PMID:20633966"^^xsd:string,
        "PMID:21161183"^^xsd:string,
        "PMID:21167688"^^xsd:string,
        "PMID:21243535"^^xsd:string,
        "PMID:21454832"^^xsd:string,
        "PMID:21459656"^^xsd:string,
        "PMID:21472635"^^xsd:string,
        "PMID:21593515"^^xsd:string,
        "PMID:21629819"^^xsd:string,
        "PMID:21767635"^^xsd:string ;
    rdfs:label "valproate"^^xsd:string ;
    definition: "A branched-chain saturated fatty acid anion that is the conjugate base of valproic acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:58956,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:31011 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:39867 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35477 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C8H15O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C8H16O2/c1-3-5-7(6-4-2)8(9)10/h7H,3-6H2,1-2H3,(H,9,10)/p-1"^^xsd:string ;
    chebi:inchikey "NIJJYAXOARWZEE-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "143.20350"^^xsd:string ;
    chebi:monoisotopicmass "143.10775"^^xsd:string ;
    chebi:smiles "CCCC(CCC)C([O-])=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:68615"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-propylpentanoate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-propylvalerate"^^xsd:string,
        "dipropylacetate"^^xsd:string ;
    oboInOwl:id "CHEBI:60654"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:60783 a owl:Class ;
    rdfs:label "nucleoside analogue"^^xsd:string ;
    definition: "An analogue of a nucleoside, being an N-glycosyl compound in which the nitrogen-containing moiety is a modified nucleotide base. They are commonly used as antiviral products to prevent viral replication in infected cells."^^xsd:string ;
    rdfs:subClassOf CHEBI:21731 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "nucleoside analogues"^^xsd:string ;
    oboInOwl:id "CHEBI:60783"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:60790 a owl:Class ;
    oboInOwl:hasDbXref "CAS:27262-45-9"^^xsd:string,
        "PMID:14556128"^^xsd:string,
        "PMID:16471103"^^xsd:string,
        "PMID:16732097"^^xsd:string,
        "Reaxys:5382239"^^xsd:string ;
    rdfs:label "dextrobupivacaine"^^xsd:string ;
    definition: "The (R)-(+)-enantiomer of bupivacaine."^^xsd:string ;
    rdfs:subClassOf CHEBI:77431,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:77459 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:6149 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C18H28N2O"^^xsd:string ;
    chebi:inchi "InChI=1S/C18H28N2O/c1-4-5-12-20-13-7-6-11-16(20)18(21)19-17-14(2)9-8-10-15(17)3/h8-10,16H,4-7,11-13H2,1-3H3,(H,19,21)/t16-/m1/s1"^^xsd:string ;
    chebi:inchikey "LEBVLXFERQHONN-MRXNPFEDSA-N"^^xsd:string ;
    chebi:mass "288.42770"^^xsd:string ;
    chebi:monoisotopicmass "288.22016"^^xsd:string ;
    chebi:smiles "CCCCN1CCCC[C@@H]1C(=O)Nc1c(C)cccc1C"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2R)-1-butyl-N-(2,6-dimethylphenyl)piperidine-2-carboxamide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(+)-bupivacaine"^^xsd:string,
        "(R)-(+)-bupivacaine"^^xsd:string,
        "(R)-bupivacaine"^^xsd:string,
        "D-1-butyl-2',6'-pipecoloxylidide"^^xsd:string,
        "D-(+)-1-butyl-2',6'-pipecoloxylidide"^^xsd:string,
        "D-(+)-bupivacaine"^^xsd:string,
        "D-bupivacaine"^^xsd:string ;
    oboInOwl:id "CHEBI:60790"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:60798 a owl:Class ;
    rdfs:label "excitatory amino acid antagonist"^^xsd:string ;
    definition: "Any substance which inhibits the action of receptors for excitatory amino acids."^^xsd:string ;
    rdfs:subClassOf CHEBI:48706 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "EAA receptor antagonist"^^xsd:string,
        "EAA receptor antagonists"^^xsd:string,
        "excitatory amino acid antagonists"^^xsd:string,
        "excitatory amino acid receptor antagonist"^^xsd:string,
        "excitatory amino acid receptor antagonists"^^xsd:string ;
    oboInOwl:id "CHEBI:60798"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:60807 a owl:Class ;
    rdfs:label "anaesthesia adjuvant"^^xsd:string ;
    definition: "Any substance that possesses little anaesthetic effect by itself, but which enhances or potentiates the anaesthetic action of other drugs when given at the same time."^^xsd:string ;
    rdfs:subClassOf CHEBI:60809 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "anaesthesia adjuvants"^^xsd:string,
        "anaesthestic adjuvant"^^xsd:string,
        "anaesthestic adjuvants"^^xsd:string ;
    oboInOwl:id "CHEBI:60807"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:60809 a owl:Class ;
    rdfs:label "adjuvant"^^xsd:string ;
    definition: "Any pharmacological or immunological agent that modifies the effect of other agents such as drugs or vaccines while having few if any direct effects when given by itself."^^xsd:string ;
    rdfs:subClassOf CHEBI:52217 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "adjuvants"^^xsd:string ;
    oboInOwl:id "CHEBI:60809"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:60810 a owl:Class ;
    rdfs:label "secobarbital (1-)"^^xsd:string ;
    definition: "The anion obtained by removal of a proton from one of the nitrogens of secobarbital."^^xsd:string ;
    rdfs:subClassOf CHEBI:22691,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:9073 ] ;
    oboInOwl:hasExactSynonym "2,4,6-trioxo-5-(pentan-2-yl)-5-(prop-2-en-1-yl)tetrahydro-2H-pyrimidin-1-ide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "secobarbital anion"^^xsd:string ;
    oboInOwl:id "CHEBI:60810"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:60832 a owl:Class ;
    rdfs:label "tubulin modulator"^^xsd:string ;
    definition: "Any substance that interacts with tubulin to inhibit or promote polymerisation of microtubules."^^xsd:string ;
    rdfs:subClassOf CHEBI:52210 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "tubulin modulators"^^xsd:string ;
    oboInOwl:id "CHEBI:60832"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:60837 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:CPD-3709"^^xsd:string,
        "Reaxys:3738624"^^xsd:string ;
    rdfs:label "2',3'-cyclic GMP(1-)"^^xsd:string ;
    definition: "A 2',3'-cyclic nucleotide(1-) which is obtained from 2',3'-cyclic GMP by removal of a proton from the cyclic phosphate group."^^xsd:string ;
    rdfs:subClassOf CHEBI:66954,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:28181 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C10H11N5O7P"^^xsd:string ;
    chebi:inchi "InChI=1S/C10H12N5O7P/c11-10-13-7-4(8(17)14-10)12-2-15(7)9-6-5(3(1-16)20-9)21-23(18,19)22-6/h2-3,5-6,9,16H,1H2,(H,18,19)(H3,11,13,14,17)/p-1/t3-,5-,6-,9-/m1/s1"^^xsd:string ;
    chebi:inchikey "UASRYODFRYWBRC-UUOKFMHZSA-M"^^xsd:string ;
    chebi:mass "344.19740"^^xsd:string ;
    chebi:monoisotopicmass "344.04016"^^xsd:string ;
    chebi:smiles "Nc1nc2n(cnc2c(=O)[nH]1)[C@@H]1O[C@H](CO)[C@H]2OP([O-])(=O)O[C@@H]12"^^xsd:string ;
    oboInOwl:hasExactSynonym "(3aR,4R,6R,6aR)-4-(2-amino-6-oxo-1,6-dihydro-9H-purin-9-yl)-6-(hydroxymethyl)tetrahydrofuro[3,4-d][1,3,2]dioxaphosphol-2-olate 2-oxide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2',3'-cyclophospho-GMP"^^xsd:string,
        "cGMP(1-)"^^xsd:string,
        "cyclic guanosine 2',3'-monophosphate(1-)"^^xsd:string,
        "guanosine 2',3'-cyclic monophosphate(1-)"^^xsd:string,
        "guanosine 2',3'-cyclic phosphate(1-)"^^xsd:string,
        "guanosine cyclic-2',3'-monophosphate(1-)"^^xsd:string,
        "O(2'),O(3')-hydroxyphosphoryl-guanosine(1-)"^^xsd:string ;
    oboInOwl:id "CHEBI:60837"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:60879 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:CPD-3707"^^xsd:string,
        "Reaxys:3723250"^^xsd:string ;
    rdfs:label "2',3'-cyclic AMP(1-)"^^xsd:string ;
    definition: "An organophosphate oxoanion which is obtained from 2',3'-cyclic AMP by removal of a proton from the cyclic phosphate group."^^xsd:string ;
    rdfs:subClassOf CHEBI:66954,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:27844 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C10H11N5O6P"^^xsd:string ;
    chebi:inchi "InChI=1S/C10H12N5O6P/c11-8-5-9(13-2-12-8)15(3-14-5)10-7-6(4(1-16)19-10)20-22(17,18)21-7/h2-4,6-7,10,16H,1H2,(H,17,18)(H2,11,12,13)/p-1/t4-,6-,7-,10-/m1/s1"^^xsd:string ;
    chebi:inchikey "KMYWVDDIPVNLME-KQYNXXCUSA-M"^^xsd:string ;
    chebi:mass "328.19800"^^xsd:string ;
    chebi:monoisotopicmass "328.04524"^^xsd:string ;
    chebi:smiles "Nc1ncnc2n(cnc12)[C@@H]1O[C@H](CO)[C@H]2OP([O-])(=O)O[C@@H]12"^^xsd:string ;
    oboInOwl:hasExactSynonym "adenosine 2',3'-phosphate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2',3'-cyclophospho-AMP"^^xsd:string ;
    oboInOwl:id "CHEBI:60879"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:60895 a owl:Class ;
    rdfs:label "D-alpha-amino acid anion"^^xsd:string ;
    definition: "Any alpha-amino acid anion in which the parent amino acid has D-configuration."^^xsd:string ;
    rdfs:subClassOf CHEBI:33558,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:16733 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C2H3NO2R"^^xsd:string ;
    chebi:mass "73.051"^^xsd:string ;
    chebi:monoisotopicmass "73.01638"^^xsd:string ;
    chebi:smiles "[C@@H](C(=O)[O-])(N)*"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "D-alpha-amino acid anions"^^xsd:string,
        "D-alpha-amino carboxylate"^^xsd:string ;
    oboInOwl:id "CHEBI:60895"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:60911 a owl:Class ;
    rdfs:label "racemate"^^xsd:string ;
    definition: "A racemate is an equimolar mixture of a pair of enantiomers."^^xsd:string ;
    rdfs:subClassOf CHEBI:60004 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "melange racemique"^^xsd:string,
        "racemates"^^xsd:string,
        "racemic mixture"^^xsd:string ;
    oboInOwl:id "CHEBI:60911"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:60915 a owl:Class ;
    rdfs:label "diastereoisomeric mixture"^^xsd:string ;
    definition: "A mixture composed of two or more diastereoisomers (stereoisomers not related as mirror images)."^^xsd:string ;
    rdfs:subClassOf CHEBI:60004 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "diastereomeric mixture"^^xsd:string ;
    oboInOwl:id "CHEBI:60915"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:60917 a owl:Class ;
    oboInOwl:hasDbXref "PMID:20945127"^^xsd:string,
        "Reaxys:7518264"^^xsd:string ;
    rdfs:label "(2R,3S,2'R)-nadolol"^^xsd:string ;
    definition: "An aromatic ether, being the (2R)-3-(tert-butylamino)-2-hydroxypropyl ether of the phenolic hydroxy group of (6R,7S)-5,6,7,8-tetrahydronaphthalene-1,6,7-triol."^^xsd:string ;
    rdfs:subClassOf CHEBI:27136,
        CHEBI:35618,
        CHEBI:50995,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:60918 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35530 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35674 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38070 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C17H27NO4"^^xsd:string ;
    chebi:inchi "InChI=1S/C17H27NO4/c1-17(2,3)18-9-12(19)10-22-16-6-4-5-11-7-14(20)15(21)8-13(11)16/h4-6,12,14-15,18-21H,7-10H2,1-3H3/t12-,14-,15+/m1/s1"^^xsd:string ;
    chebi:inchikey "VWPOSFSPZNDTMJ-YUELXQCFSA-N"^^xsd:string ;
    chebi:mass "309.40060"^^xsd:string ;
    chebi:monoisotopicmass "309.19401"^^xsd:string ;
    chebi:smiles "CC(C)(C)NC[C@@H](O)COc1cccc2C[C@@H](O)[C@@H](O)Cc12"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2R,3S)-5-{[(2R)-3-(tert-butylamino)-2-hydroxypropyl]oxy}-1,2,3,4-tetrahydronaphthalene-2,3-diol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:60917"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:60918 a owl:Class ;
    oboInOwl:hasDbXref "CAS:54933-35-6"^^xsd:string,
        "Reaxys:7518265"^^xsd:string ;
    rdfs:label "(2S,3R,2'S)-nadolol"^^xsd:string ;
    definition: "An aromatic ether, being the (2S)-3-(tert-butylamino)-2-hydroxypropyl ether of the phenolic hydroxy group of (6S,7R)-5,6,7,8-tetrahydronaphthalene-1,6,7-triol."^^xsd:string ;
    rdfs:subClassOf CHEBI:27136,
        CHEBI:35618,
        CHEBI:50995,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:60917 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C17H27NO4"^^xsd:string ;
    chebi:inchi "InChI=1S/C17H27NO4/c1-17(2,3)18-9-12(19)10-22-16-6-4-5-11-7-14(20)15(21)8-13(11)16/h4-6,12,14-15,18-21H,7-10H2,1-3H3/t12-,14-,15+/m0/s1"^^xsd:string ;
    chebi:inchikey "VWPOSFSPZNDTMJ-AEGPPILISA-N"^^xsd:string ;
    chebi:mass "309.40060"^^xsd:string ;
    chebi:monoisotopicmass "309.19401"^^xsd:string ;
    chebi:smiles "CC(C)(C)NC[C@H](O)COc1cccc2C[C@H](O)[C@H](O)Cc12"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2S,3R)-5-{[(2S)-3-(tert-butylamino)-2-hydroxypropyl]oxy}-1,2,3,4-tetrahydronaphthalene-2,3-diol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "SQ 12150"^^xsd:string ;
    oboInOwl:id "CHEBI:60918"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:60920 a owl:Class ;
    oboInOwl:hasDbXref "Reaxys:7518267"^^xsd:string ;
    rdfs:label "(2S,3R,2'R)-nadolol"^^xsd:string ;
    definition: "An aromatic ether, being the (2R)-3-(tert-butylamino)-2-hydroxypropyl ether of the phenolic hydroxy group of (6S,7R)-5,6,7,8-tetrahydronaphthalene-1,6,7-triol."^^xsd:string ;
    rdfs:subClassOf CHEBI:27136,
        CHEBI:35618,
        CHEBI:50995,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:60922 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C17H27NO4"^^xsd:string ;
    chebi:inchi "InChI=1S/C17H27NO4/c1-17(2,3)18-9-12(19)10-22-16-6-4-5-11-7-14(20)15(21)8-13(11)16/h4-6,12,14-15,18-21H,7-10H2,1-3H3/t12-,14+,15-/m1/s1"^^xsd:string ;
    chebi:inchikey "VWPOSFSPZNDTMJ-VHDGCEQUSA-N"^^xsd:string ;
    chebi:mass "309.40060"^^xsd:string ;
    chebi:monoisotopicmass "309.19401"^^xsd:string ;
    chebi:smiles "CC(C)(C)NC[C@@H](O)COc1cccc2C[C@H](O)[C@H](O)Cc12"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2S,3R)-5-{[(2R)-3-(tert-butylamino)-2-hydroxypropyl]oxy}-1,2,3,4-tetrahydronaphthalene-2,3-diol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:60920"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:60922 a owl:Class ;
    oboInOwl:hasDbXref "Reaxys:7518264"^^xsd:string ;
    rdfs:label "(2R,3S,2'S)-nadolol"^^xsd:string ;
    definition: "An aromatic ether, being the (2S)-3-(tert-butylamino)-2-hydroxypropyl ether of the phenolic hydroxy group of (6R,7S)-5,6,7,8-tetrahydronaphthalene-1,6,7-triol."^^xsd:string ;
    rdfs:subClassOf CHEBI:27136,
        CHEBI:35618,
        CHEBI:50995,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:60920 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C17H27NO4"^^xsd:string ;
    chebi:inchi "InChI=1S/C17H27NO4/c1-17(2,3)18-9-12(19)10-22-16-6-4-5-11-7-14(20)15(21)8-13(11)16/h4-6,12,14-15,18-21H,7-10H2,1-3H3/t12-,14+,15-/m0/s1"^^xsd:string ;
    chebi:inchikey "VWPOSFSPZNDTMJ-CFVMTHIKSA-N"^^xsd:string ;
    chebi:mass "309.40060"^^xsd:string ;
    chebi:monoisotopicmass "309.19401"^^xsd:string ;
    chebi:smiles "CC(C)(C)NC[C@H](O)COc1cccc2C[C@@H](O)[C@@H](O)Cc12"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2R,3S)-5-{[(2S)-3-(tert-butylamino)-2-hydroxypropyl]oxy}-1,2,3,4-tetrahydronaphthalene-2,3-diol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:60922"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:60926 a owl:Class ;
    rdfs:label "amino monosaccharide"^^xsd:string ;
    definition: "Any  amino sugar that is a monosaccharide in which one alcoholic hydroxy group is replaced by an amino group."^^xsd:string ;
    rdfs:subClassOf CHEBI:28963 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "amino monosaccharides"^^xsd:string ;
    oboInOwl:id "CHEBI:60926"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:60979 a owl:Class ;
    rdfs:label "alpha-glucoside"^^xsd:string ;
    definition: "A glucoside in which the anomeric carbon of the glycosidic bond is in an alpha configuration"^^xsd:string ;
    rdfs:subClassOf CHEBI:24278 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "alpha-glucosides"^^xsd:string ;
    oboInOwl:id "CHEBI:60979"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:60980 a owl:Class ;
    rdfs:label "beta-glucoside"^^xsd:string ;
    definition: "A glucoside in which the anomeric carbon of the glycosidic bond is in a beta configuration"^^xsd:string ;
    rdfs:subClassOf CHEBI:24278 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "beta-glucosides"^^xsd:string ;
    oboInOwl:id "CHEBI:60980"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:61015 a owl:Class ;
    rdfs:label "nephrotoxin"^^xsd:string ;
    definition: "A poison that interferes with the function of the kidneys."^^xsd:string ;
    rdfs:subClassOf CHEBI:50909,
        CHEBI:64909 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "nephrotoxins"^^xsd:string ;
    oboInOwl:id "CHEBI:61015"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:61016 a owl:Class ;
    rdfs:label "angiotensin receptor antagonist"^^xsd:string ;
    definition: "A hormone antagonist that blocks angiotensin receptors."^^xsd:string ;
    rdfs:subClassOf CHEBI:49020 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "angiotensin receptor antagonists"^^xsd:string ;
    oboInOwl:id "CHEBI:61016"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:61051 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C01025"^^xsd:string ;
    rdfs:label "lipid hydroperoxide"^^xsd:string ;
    definition: "Any lipid carrying one or more hydroperoxy substituents."^^xsd:string ;
    rdfs:subClassOf CHEBI:18059,
        CHEBI:35924 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "HO2R"^^xsd:string ;
    chebi:mass "33.00670"^^xsd:string ;
    chebi:monoisotopicmass "32.99765"^^xsd:string ;
    chebi:smiles "OO[*]"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "a lipid hydroperoxide"^^xsd:string,
        "lipid hydroperoxides"^^xsd:string ;
    oboInOwl:id "CHEBI:61051"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:61078 a owl:Class ;
    rdfs:label "purine nucleoside bisphosphate"^^xsd:string ;
    definition: "A nucleoside bisphosphate that has a purine nucleobase."^^xsd:string ;
    rdfs:subClassOf CHEBI:26401,
        CHEBI:37123 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "purine nucleoside bisphosphates"^^xsd:string ;
    oboInOwl:id "CHEBI:61078"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:61079 a owl:Class ;
    rdfs:label "ribonucleoside bisphosphate"^^xsd:string ;
    definition: "A nucleoside bisphosphate where sugar of the nucleoside is ribose."^^xsd:string ;
    rdfs:subClassOf CHEBI:37123 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "ribonucleoside bisphosphates"^^xsd:string ;
    oboInOwl:id "CHEBI:61079"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:61115 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Histone_deacetylase_inhibitor"^^xsd:string ;
    rdfs:label "EC 3.5.1.98 (histone deacetylase) inhibitor"^^xsd:string ;
    definition: "An EC 3.5.1.* (non-peptide linear amide C-N hydrolase) inhibitor that interferes with the function of histone deacetylase (EC 3.5.1.98)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76807 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "EC 3.5.1.98 (histone deacetylase) inhibitors"^^xsd:string,
        "EC 3.5.1.98 inhibitor"^^xsd:string,
        "EC 3.5.1.98 inhibitors"^^xsd:string,
        "HDAC inhibitor"^^xsd:string,
        "HDAC inhibitors"^^xsd:string,
        "HDACi"^^xsd:string,
        "HDACis"^^xsd:string,
        "HDI"^^xsd:string,
        "HDIs"^^xsd:string,
        "histone amidohydrolase inhibitor"^^xsd:string,
        "histone amidohydrolase inhibitors"^^xsd:string,
        "histone deacetylase (EC 3.5.1.98) inhibitor"^^xsd:string,
        "histone deacetylase (EC 3.5.1.98) inhibitors"^^xsd:string,
        "histone deacetylase inhibitor"^^xsd:string,
        "histone deacetylase inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:61115"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:61120 a owl:Class ;
    rdfs:label "nucleobase-containing molecular entity"^^xsd:string ;
    definition: "Any compound that has a nucleobase as a part."^^xsd:string ;
    rdfs:subClassOf CHEBI:33833,
        CHEBI:51143,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:18282 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "nucleobase-containing compound"^^xsd:string,
        "nucleobase-containing compounds"^^xsd:string,
        "nucleobase-containing molecular entities"^^xsd:string ;
    oboInOwl:id "CHEBI:61120"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:61192 a owl:Class ;
    rdfs:label "buclizine(2+)"^^xsd:string ;
    definition: "An ammonium ion that results from the protonation of both of the nitrogens of buclizine."^^xsd:string ;
    rdfs:subClassOf CHEBI:35274,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:3205 ] ;
    chebi:charge "+2"^^xsd:string ;
    chebi:formula "C28H35ClN2"^^xsd:string ;
    chebi:inchi "InChI=1S/C28H33ClN2/c1-28(2,3)25-13-9-22(10-14-25)21-30-17-19-31(20-18-30)27(23-7-5-4-6-8-23)24-11-15-26(29)16-12-24/h4-16,27H,17-21H2,1-3H3/p+2"^^xsd:string ;
    chebi:inchikey "MOYGZHXDRJNJEP-UHFFFAOYSA-P"^^xsd:string ;
    chebi:mass "435.04400"^^xsd:string ;
    chebi:monoisotopicmass "434.24778"^^xsd:string ;
    chebi:smiles "CC(C)(C)c1ccc(C[NH+]2CC[NH+](CC2)C(c2ccccc2)c2ccc(Cl)cc2)cc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "1-(4-tert-butylbenzyl)-4-[(4-chlorophenyl)(phenyl)methyl]piperazinediium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:61192"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:61202 a owl:Class ;
    rdfs:label "carteolol(1+)"^^xsd:string ;
    definition: "The ammonium ion resulting from the protonation of the side-chain amino group of carteolol."^^xsd:string ;
    rdfs:subClassOf CHEBI:35274,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:3437 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C16H25N2O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C16H24N2O3/c1-16(2,3)17-9-11(19)10-21-14-6-4-5-13-12(14)7-8-15(20)18-13/h4-6,11,17,19H,7-10H2,1-3H3,(H,18,20)/p+1"^^xsd:string ;
    chebi:inchikey "LWAFSWPYPHEXKX-UHFFFAOYSA-O"^^xsd:string ;
    chebi:mass "293.38130"^^xsd:string ;
    chebi:monoisotopicmass "293.18597"^^xsd:string ;
    chebi:smiles "CC(C)(C)[NH2+]CC(O)COc1cccc2NC(=O)CCc12"^^xsd:string ;
    oboInOwl:hasExactSynonym "N-tert-butyl-2-hydroxy-3-[(2-oxo-1,2,3,4-tetrahydroquinolin-5-yl)oxy]propan-1-aminium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:61202"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:61214 a owl:Class ;
    oboInOwl:hasDbXref "Reaxys:4263748"^^xsd:string ;
    rdfs:label "promethazine(1+)"^^xsd:string ;
    definition: "An ammonium ion that results from the protonation of the dimethyl-substituted nitrogen of promethazine."^^xsd:string ;
    rdfs:subClassOf CHEBI:35274,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:8461 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C17H21N2S"^^xsd:string ;
    chebi:inchi "InChI=1S/C17H20N2S/c1-13(18(2)3)12-19-14-8-4-6-10-16(14)20-17-11-7-5-9-15(17)19/h4-11,13H,12H2,1-3H3/p+1"^^xsd:string ;
    chebi:inchikey "PWWVAXIEGOYWEE-UHFFFAOYSA-O"^^xsd:string ;
    chebi:mass "285.42700"^^xsd:string ;
    chebi:monoisotopicmass "285.14200"^^xsd:string ;
    chebi:smiles "CC(CN1c2ccccc2Sc2ccccc12)[NH+](C)C"^^xsd:string ;
    oboInOwl:hasExactSynonym "N,N-dimethyl-1-(10H-phenothiazin-10-yl)propan-2-aminium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "promethazine cation"^^xsd:string,
        "promethazinium"^^xsd:string ;
    oboInOwl:id "CHEBI:61214"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:61249 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:CPD-7072"^^xsd:string ;
    rdfs:label "hesperetin(1-)"^^xsd:string ;
    definition: "A flavonoid oxoanion that is the conjugate base of hesperetin arising from selective deprtotonation of the 7-hydroxy group."^^xsd:string ;
    rdfs:subClassOf CHEBI:60038,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:28230 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C16H13O6"^^xsd:string ;
    chebi:inchi "InChI=1S/C16H14O6/c1-21-13-3-2-8(4-10(13)18)14-7-12(20)16-11(19)5-9(17)6-15(16)22-14/h2-6,14,17-19H,7H2,1H3/p-1/t14-/m0/s1"^^xsd:string ;
    chebi:inchikey "AIONOLUJZLIMTK-AWEZNQCLSA-M"^^xsd:string ;
    chebi:mass "301.27080"^^xsd:string ;
    chebi:monoisotopicmass "301.07176"^^xsd:string ;
    chebi:smiles "COc1ccc(cc1O)[C@@H]1CC(=O)c2c(O)cc([O-])cc2O1"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2S)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-oxochroman-7-olate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "hesperetin anion"^^xsd:string ;
    oboInOwl:id "CHEBI:61249"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:61269 a owl:Class ;
    oboInOwl:hasDbXref "Reaxys:4154751"^^xsd:string ;
    rdfs:label "scopolamine(1+)"^^xsd:string ;
    definition: "The ammonium ion resulting from the protonation of the amino group of scopolamine."^^xsd:string ;
    rdfs:subClassOf CHEBI:35274,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:16794 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C17H22NO4"^^xsd:string ;
    chebi:inchi "InChI=1S/C17H21NO4/c1-18-13-7-11(8-14(18)16-15(13)22-16)21-17(20)12(9-19)10-5-3-2-4-6-10/h2-6,11-16,19H,7-9H2,1H3/p+1/t11-,12-,13-,14+,15-,16+/m1/s1"^^xsd:string ;
    chebi:inchikey "STECJAGHUSJQJN-FWXGHANASA-O"^^xsd:string ;
    chebi:mass "304.36090"^^xsd:string ;
    chebi:monoisotopicmass "304.15433"^^xsd:string ;
    chebi:smiles "C[NH+]1[C@H]2C[C@@H](C[C@@H]1[C@H]1O[C@@H]21)OC(=O)[C@H](CO)c1ccccc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "(1R,2R,4S,5S,7s,9s)-7-{[(2S)-3-hydroxy-2-phenylpropanoyl]oxy}-9-methyl-3-oxa-9-azoniatricyclo[3.3.1.0(2,4)]nonane"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "6,7-epoxytropine tropate(1+)"^^xsd:string,
        "6-beta,7-beta-epoxy-3-alpha-tropanyl S-(-)-tropate(1+)"^^xsd:string,
        "(1S,3S,5R,6R,7S)-6,7-epoxytropan-3-yl (2S)-3-hydroxy-2-phenylpropanoate(1+)"^^xsd:string,
        "(-)-hyoscine cation"^^xsd:string,
        "(-)-hyoscine(1+)"^^xsd:string,
        "(-)-scopolamine cation"^^xsd:string,
        "(-)-scopolamine(1+)"^^xsd:string,
        "alpha-(hydroxymethyl)benzeneacetic acid 9-methyl-3-oxa-9-azatricyclo(3.3.1.0(2.4))non-7-yl ester(1+)"^^xsd:string,
        "hyoscine cation"^^xsd:string,
        "scopolamine cation"^^xsd:string ;
    oboInOwl:id "CHEBI:61269"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:61292 a owl:Class ;
    rdfs:label "guanyl nucleotide"^^xsd:string ;
    definition: "A nucleotide having guanine as the base."^^xsd:string ;
    rdfs:subClassOf CHEBI:26395,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:16235 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "guanine nucleotide"^^xsd:string ;
    oboInOwl:id "CHEBI:61292"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:61293 a owl:Class ;
    rdfs:label "adenyl nucleotide"^^xsd:string ;
    definition: "A  nucleotide having adenine as the base."^^xsd:string ;
    rdfs:subClassOf CHEBI:26395 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "adenine nucleotide"^^xsd:string ;
    oboInOwl:id "CHEBI:61293"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:61295 a owl:Class ;
    rdfs:label "guanyl ribonucleotide"^^xsd:string ;
    definition: "A purine ribonucleotide where the purine is guanine."^^xsd:string ;
    rdfs:subClassOf CHEBI:26400,
        CHEBI:61292 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "guanine ribonucleotide"^^xsd:string ;
    oboInOwl:id "CHEBI:61295"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:61296 a owl:Class ;
    rdfs:label "adenyl ribonucleotide"^^xsd:string ;
    definition: "A purine riboncleotide where adenine is the purine."^^xsd:string ;
    rdfs:subClassOf CHEBI:26400,
        CHEBI:61293 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "adenine ribonucleotide"^^xsd:string ;
    oboInOwl:id "CHEBI:61296"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:61313 a owl:Class ;
    rdfs:label "C21-steroid"^^xsd:string ;
    definition: "A steroid that has a structure based on a 21-carbon (pregnane) skeleton. Note that individual examples may have ring substituents at other positions and/or contain double bonds, aromatic A-rings, expanded/contracted rings etc., so the formula and mass may vary from that given for the generic structure."^^xsd:string ;
    rdfs:subClassOf CHEBI:35341 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C21H36"^^xsd:string ;
    chebi:inchi "InChI=1S/C21H36/c1-4-15-9-11-18-17-10-8-16-7-5-6-13-20(16,2)19(17)12-14-21(15,18)3/h15-19H,4-14H2,1-3H3"^^xsd:string ;
    chebi:inchikey "JWMFYGXQPXQEEM-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "288.511"^^xsd:string ;
    chebi:monoisotopicmass "288.28170"^^xsd:string ;
    chebi:smiles "C1CCCC2C1(C3C(CC2)C4C(CC3)(C(CC4)CC)C)C"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "a C21-steroid"^^xsd:string ;
    oboInOwl:id "CHEBI:61313"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:61336 a owl:Class ;
    rdfs:label "C4-dicarboxylate"^^xsd:string ;
    definition: "A dicarboxylate that contains four carbon atoms."^^xsd:string ;
    rdfs:subClassOf CHEBI:28965,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:66873 ] ;
    chebi:charge "-2"^^xsd:string ;
    chebi:formula "C2O4R"^^xsd:string ;
    chebi:mass "88.019"^^xsd:string ;
    chebi:monoisotopicmass "87.97966"^^xsd:string ;
    chebi:smiles "[O-]C(=O)[*]C([O-])=O"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:61336"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:61355 a owl:Class ;
    rdfs:label "3-hydroxy carboxylic acid"^^xsd:string ;
    definition: "Any hydroxy carboxylic acid which contains a hydroxy group located beta- to the carboxylic acid group."^^xsd:string ;
    rdfs:subClassOf CHEBI:24669 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3-hydroxy carboxylic acids"^^xsd:string,
        "3-hydroxycarboxylic acid"^^xsd:string,
        "3-hydroxycarboxylic acids"^^xsd:string,
        "beta-hydroxy carboxylic acid"^^xsd:string,
        "beta-hydroxy carboxylic acids"^^xsd:string,
        "beta-hydroxycarboxylic acid"^^xsd:string,
        "beta-hydroxycarboxylic acids"^^xsd:string ;
    oboInOwl:id "CHEBI:61355"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:61398 a owl:Class ;
    rdfs:label "carbohydroximic acid"^^xsd:string ;
    definition: "A carboximidic acid having an OH or OR (R = organyl) group attached to the imide nitrogen."^^xsd:string ;
    rdfs:subClassOf CHEBI:48378 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "CH2NO2R"^^xsd:string ;
    chebi:mass "60.03210"^^xsd:string ;
    chebi:monoisotopicmass "60.00855"^^xsd:string ;
    chebi:smiles "ON=C(O)[*]"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "carbohydroximic acids"^^xsd:string ;
    oboInOwl:id "CHEBI:61398"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:61407 a owl:Class ;
    rdfs:label "methoxycinnamic acid"^^xsd:string ;
    definition: "Any cinnamic acid carrying one or more methoxy substituents."^^xsd:string ;
    rdfs:subClassOf CHEBI:23252 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "methoxycinnamic acids"^^xsd:string ;
    oboInOwl:id "CHEBI:61407"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:61503 a owl:Class ;
    rdfs:label "poly(alkylene oxide) polymer"^^xsd:string ;
    definition: "A poly(ether) polymer, composed of poly(alkylene oxide) macromolecules."^^xsd:string ;
    rdfs:subClassOf CHEBI:60550,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:53536 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "poly(alkylene oxide)"^^xsd:string,
        "poly(alkylene oxide)s"^^xsd:string,
        "polyalkylene oxide"^^xsd:string,
        "polyalkylene oxides"^^xsd:string ;
    oboInOwl:id "CHEBI:61503"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:61536 a owl:Class ;
    rdfs:label "poly(oxymethylene) polymer"^^xsd:string ;
    definition: "A poly(alkylene oxide) polymer, composed of poly(oxymethylene) macrmolecules."^^xsd:string ;
    rdfs:subClassOf CHEBI:61503,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:53421 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Formaldehyde polymer"^^xsd:string,
        "poly(oxymethylene)"^^xsd:string,
        "poly(oxymethylene)s"^^xsd:string,
        "Poly-s-trioxane"^^xsd:string,
        "Polyformaldehyde"^^xsd:string,
        "polyoxymethylene"^^xsd:string,
        "polyoxymethylenes"^^xsd:string,
        "Polytrioxane"^^xsd:string ;
    oboInOwl:id "CHEBI:61536"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:61538 a owl:Class ;
    rdfs:label "paraformaldehyde polymer"^^xsd:string ;
    definition: "A poly(oxymethylene) polymer, composed of paraformaldehyde macromolecules."^^xsd:string ;
    rdfs:subClassOf CHEBI:61536,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:31962 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Paraform"^^xsd:string,
        "Paraformaldehyde"^^xsd:string,
        "Paraformic aldehyde"^^xsd:string,
        "Polyformaldehyde"^^xsd:string,
        "Polyoxymethylene"^^xsd:string,
        "Polyoxymethylene glycol"^^xsd:string ;
    oboInOwl:id "CHEBI:61538"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:61555 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:DUTP"^^xsd:string ;
    rdfs:label "dUTP(4-)"^^xsd:string ;
    definition: "A 2'-deoxyribonucleoside 5'-triphosphate(4-) resulting from deprotonation of the triphosphate OH groups of 2'-deoxyuridine-5'-triphosphate (dUTP); major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:61560,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:58212 ] ;
    chebi:charge "-4"^^xsd:string ;
    chebi:formula "C9H11N2O14P3"^^xsd:string ;
    chebi:inchi "InChI=1S/C9H15N2O14P3/c12-5-3-8(11-2-1-7(13)10-9(11)14)23-6(5)4-22-27(18,19)25-28(20,21)24-26(15,16)17/h1-2,5-6,8,12H,3-4H2,(H,18,19)(H,20,21)(H,10,13,14)(H2,15,16,17)/p-4/t5-,6+,8+/m0/s1"^^xsd:string ;
    chebi:inchikey "AHCYMLUZIRLXAA-SHYZEUOFSA-J"^^xsd:string ;
    chebi:mass "464.10990"^^xsd:string ;
    chebi:monoisotopicmass "463.94451"^^xsd:string ;
    chebi:smiles "O[C@H]1C[C@@H](O[C@@H]1COP([O-])(=O)OP([O-])(=O)OP([O-])([O-])=O)n1ccc(=O)[nH]c1=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "2'-deoxy-5'-O-({[(phosphonatooxy)phosphinato]oxy}phosphinato)uridine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2'-deoxyuridine-5'-triphosphate"^^xsd:string,
        "2'-deoxyuridine-5'-triphosphate tetraanion"^^xsd:string,
        "2'-deoxyuridine-5'-triphosphate(4-)"^^xsd:string,
        "deoxy-UTP(4-)"^^xsd:string,
        "deoxyuridine-triphosphate(4-)"^^xsd:string,
        "dUTP"^^xsd:string,
        "dUTP tetraanion"^^xsd:string ;
    oboInOwl:id "CHEBI:61555"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:61557 a owl:Class ;
    rdfs:label "nucleoside 5'-triphoshate(4-)"^^xsd:string ;
    definition: "A ribonucleoside triphosphate oxoanion arising from global deprotonation of the  triphosphate groups of any nucleoside triphosphate; major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:59724,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:58104 ] ;
    chebi:charge "-4"^^xsd:string ;
    chebi:formula "C5H8O13P3R"^^xsd:string ;
    chebi:mass "369.031"^^xsd:string ;
    chebi:monoisotopicmass "368.91778"^^xsd:string ;
    chebi:smiles "[C@H]1([C@H]([C@@H](O)[C@@H](O1)*)O)COP(OP(OP(=O)([O-])[O-])(=O)[O-])(=O)[O-]"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "a ribonucleoside 5'-triphosphate"^^xsd:string,
        "NTP tetraanion"^^xsd:string,
        "NTP(4-)"^^xsd:string,
        "nucleoside 5'-triphosphate tetraanion"^^xsd:string,
        "nucleoside triphosphate(4-)"^^xsd:string ;
    oboInOwl:id "CHEBI:61557"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:61560 a owl:Class ;
    rdfs:label "2'-deoxyribonucleoside 5'-triphosphate(4-)"^^xsd:string ;
    definition: "A 2'-deoxyribonucleoside triphosphate oxoanion being the tetraanion formed by global deprotonation of the triphosphate group."^^xsd:string ;
    rdfs:subClassOf CHEBI:61662,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:16381 ] ;
    chebi:charge "-4"^^xsd:string ;
    chebi:formula "C5H8O12P3R"^^xsd:string ;
    chebi:mass "353.031"^^xsd:string ;
    chebi:monoisotopicmass "352.92286"^^xsd:string ;
    chebi:smiles "[C@H]1([C@H](C[C@@H](O1)*)O)COP(OP(OP(=O)([O-])[O-])(=O)[O-])(=O)[O-]"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "a 2'-deoxyribonucleoside 5'-triphosphate"^^xsd:string,
        "deoxyribonucleoside triphosphate(4-)"^^xsd:string,
        "dNTP(4-)"^^xsd:string ;
    oboInOwl:id "CHEBI:61560"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:61662 a owl:Class ;
    rdfs:label "2'-deoxyribonucleoside triphosphate oxoanion"^^xsd:string ;
    definition: "An organophosphate anion resulting from deprotonation of at least one of the acidic hydroxy groups from the triphosphate moiety of a 2'-deoxyribonucleoside triphosphate."^^xsd:string ;
    rdfs:subClassOf CHEBI:58945 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2'-deoxyribonucleoside triphosphate anion"^^xsd:string,
        "2'-deoxyribonucleoside triphosphate anions"^^xsd:string,
        "2'-deoxyribonucleoside triphosphate oxoanions"^^xsd:string ;
    oboInOwl:id "CHEBI:61662"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:61689 a owl:Class ;
    rdfs:label "amino cyclitol"^^xsd:string ;
    definition: "Any cyclitol having one or more alcoholic hydroxy groups replaced by substituted or unsubstituted amino groups."^^xsd:string ;
    rdfs:subClassOf CHEBI:23451 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "amino cyclitols"^^xsd:string,
        "aminocyclitol"^^xsd:string,
        "aminocyclitols"^^xsd:string ;
    oboInOwl:id "CHEBI:61689"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:61697 a owl:Class ;
    rdfs:label "fatty acid derivative"^^xsd:string ;
    definition: "Any organic molecular entity derived from a fatty acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:18059,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:35366 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "FA derivative"^^xsd:string,
        "FA derivatives"^^xsd:string,
        "fatty acid derivatives"^^xsd:string ;
    oboInOwl:id "CHEBI:61697"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:61908 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Nitric_oxide_synthase"^^xsd:string ;
    rdfs:label "EC 1.14.13.39 (nitric oxide synthase) inhibitor"^^xsd:string ;
    definition: "An EC 1.14.13.* (oxidoreductase acting on paired donors, incorporating 1 atom of oxygen, with NADH or NADPH as one donor) inhibitor that interferes with the action of nitric oxide synthase (EC 1.14.13.39)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76841 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "EC 1.14.13.39 (nitric oxide synthase) inhibitors"^^xsd:string,
        "EC 1.14.13.39 inhibitor"^^xsd:string,
        "EC 1.14.13.39 inhibitors"^^xsd:string,
        "endothelium-derived relaxation factor-forming enzyme inhibitor"^^xsd:string,
        "endothelium-derived relaxation factor-forming enzyme inhibitors"^^xsd:string,
        "endothelium-derived relaxing factor synthase inhibitor"^^xsd:string,
        "endothelium-derived relaxing factor synthase inhibitors"^^xsd:string,
        "NADPH-diaphorase inhibitor"^^xsd:string,
        "NADPH-diaphorase inhibitors"^^xsd:string,
        "nitric oxide synthase (EC 1.14.13.39) inhibitor"^^xsd:string,
        "nitric oxide synthase (EC 1.14.13.39) inhibitors"^^xsd:string,
        "nitric oxide synthase inhibitor"^^xsd:string,
        "nitric oxide synthase inhibitors"^^xsd:string,
        "nitric oxide synthetase inhibitor"^^xsd:string,
        "nitric oxide synthetase inhibitors"^^xsd:string,
        "nitric-oxide synthetase inhibitor"^^xsd:string,
        "nitric-oxide synthetase inhibitors"^^xsd:string,
        "NO synthase inhibitor"^^xsd:string,
        "NO synthase inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:61908"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:61951 a owl:Class ;
    oboInOwl:hasDbXref "PMID:17099073"^^xsd:string ;
    rdfs:label "microtubule-destabilising agent"^^xsd:string ;
    definition: "Any substance that interacts with tubulin to inhibit polymerisation of microtubules."^^xsd:string ;
    rdfs:subClassOf CHEBI:60832,
        CHEBI:64911 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "microtubule destabilising agent"^^xsd:string,
        "microtubule destabilising agents"^^xsd:string,
        "microtubule destabilising role"^^xsd:string,
        "microtubule destabilizing role"^^xsd:string,
        "microtubule-destabilising agents"^^xsd:string,
        "microtubule-destabilizing agent"^^xsd:string,
        "microtubule-destabilizing agents"^^xsd:string ;
    oboInOwl:id "CHEBI:61951"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:62031 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:Polar-amino-acids"^^xsd:string ;
    rdfs:label "polar amino acid zwitterion"^^xsd:string ;
    definition: "Zwitterionic form of a polar amino acid having an anionic carboxy group and a protonated amino group."^^xsd:string ;
    rdfs:subClassOf CHEBI:35238,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:26167 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C2H4NO2R"^^xsd:string ;
    chebi:mass "74.059"^^xsd:string ;
    chebi:monoisotopicmass "74.02420"^^xsd:string ;
    chebi:smiles "C(C([O-])=O)(*)[NH3+]"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "a polar amino acid"^^xsd:string ;
    oboInOwl:id "CHEBI:62031"^^xsd:string ;
    oboInOwl:inSubset chebi1:_STAR .

CHEBI:62049 a owl:Class ;
    oboInOwl:hasDbXref "PMID:16100120"^^xsd:string,
        "PMID:19052863"^^xsd:string ;
    rdfs:label "acyl donor"^^xsd:string ;
    definition: "Any donor that can transfer acyl groups between molecular entities."^^xsd:string ;
    rdfs:subClassOf CHEBI:17891 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:62049"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:62081 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C15521"^^xsd:string,
        "MetaCyc:Alkanesulfonates"^^xsd:string ;
    rdfs:label "1,1-diunsubstituted alkanesulfonate"^^xsd:string ;
    definition: "An alkanesulfonate in which the carbon at position 1 is attached to at least two hydrogens."^^xsd:string ;
    rdfs:subClassOf CHEBI:134249,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35703 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "CH2O3SR"^^xsd:string ;
    chebi:mass "94.09000"^^xsd:string ;
    chebi:monoisotopicmass "93.97246"^^xsd:string ;
    chebi:smiles "[H]C([H])([*])S([O-])(=O)=O"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1,1-di-unsubstituted alkanesulfonate"^^xsd:string,
        "1,1-di-unsubstituted alkanesulfonates"^^xsd:string,
        "1,1-diunsubstituted alkanesulfonates"^^xsd:string ;
    oboInOwl:id "CHEBI:62081"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:62101 a owl:Class ;
    rdfs:label "acebutolol(1+)"^^xsd:string ;
    definition: "An ammonium ion that results from the protonation of the amine nitrogen of acebutolol."^^xsd:string ;
    rdfs:subClassOf CHEBI:35274,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:2379 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C18H29N2O4"^^xsd:string ;
    chebi:inchi "InChI=1S/C18H28N2O4/c1-5-6-18(23)20-14-7-8-17(16(9-14)13(4)21)24-11-15(22)10-19-12(2)3/h7-9,12,15,19,22H,5-6,10-11H2,1-4H3,(H,20,23)/p+1"^^xsd:string ;
    chebi:inchikey "GOEMGAFJFRBGGG-UHFFFAOYSA-O"^^xsd:string ;
    chebi:mass "337.43390"^^xsd:string ;
    chebi:monoisotopicmass "337.21218"^^xsd:string ;
    chebi:smiles "CCCC(=O)Nc1ccc(OCC(O)C[NH2+]C(C)C)c(c1)C(C)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "3-[2-acetyl-4-(butanoylamino)phenoxy]-2-hydroxy-N-(propan-2-yl)propan-1-aminium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:62101"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:62215 a owl:Class ;
    rdfs:label "allelochemical"^^xsd:string ;
    definition: "A class of secondary metabolites developed by many plants to influence the behaviour, growth or survival of herbivores, and thus acting as a defence against herbivory."^^xsd:string ;
    rdfs:subClassOf CHEBI:25212 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "allelochemicals"^^xsd:string ;
    oboInOwl:id "CHEBI:62215"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:62237 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:CARDIOLIPIN"^^xsd:string ;
    rdfs:label "cardiolipin(2-)"^^xsd:string ;
    definition: "The organophosphate oxoanion that is the dianion formed from the phosphatidylglycerol cardiolipin by loss of an electron from each of the phospho groups."^^xsd:string ;
    rdfs:subClassOf CHEBI:76529,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:28494 ] ;
    chebi:charge "-2"^^xsd:string ;
    chebi:formula "C13H16O17P2R4"^^xsd:string ;
    chebi:mass "506.204"^^xsd:string ;
    chebi:monoisotopicmass "505.98627"^^xsd:string ;
    chebi:smiles "OC(COP([O-])(=O)OC[C@@H](COC([*])=O)OC([*])=O)COP([O-])(=O)OC[C@@H](COC([*])=O)OC([*])=O"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1',3'-bis(1,2-diacyl-sn-glycero-3-phospho)-sn-glycerol (2-)"^^xsd:string,
        "1',3'-bis(1,2-diacyl-sn-glycero-3-phospho)-sn-glycerol(2-)"^^xsd:string,
        "a cardiolipin"^^xsd:string,
        "a diphosphatidylglycerol (2-)"^^xsd:string,
        "a diphosphatidylglycerol(2-)"^^xsd:string,
        "diphosphatidylglycerol(2-)"^^xsd:string ;
    oboInOwl:id "CHEBI:62237"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:62434 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Anaplastic_lymphoma_kinase"^^xsd:string ;
    rdfs:label "EC 2.7.10.1 (receptor protein-tyrosine kinase) inhibitor"^^xsd:string ;
    definition: "An EC 2.7.10.* (protein-tyrosine kinase) inhibitor that interferes with the action of receptor protein-tyrosine kinase (EC 2.7.10.1)."^^xsd:string ;
    rdfs:subClassOf CHEBI:38637,
        CHEBI:76817 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "AATK inhibitor"^^xsd:string,
        "AATYK2 inhibitor"^^xsd:string,
        "AATYK3 inhibitor"^^xsd:string,
        "AATYK inhibitor"^^xsd:string,
        "ACH inhibitor"^^xsd:string,
        "ALK inhibitor"^^xsd:string,
        "ALK inhibitors"^^xsd:string,
        "anaplastic lymphoma kinase inhibitor"^^xsd:string,
        "anaplastic lymphoma kinase inhibitors"^^xsd:string,
        "ARK inhibitor"^^xsd:string,
        "ATP:[protein]-L-tyrosine O-phosphotransferase (receptor-type) inhibitor"^^xsd:string,
        "ATP:[protein]-L-tyrosine O-phosphotransferase (receptor-type) inhibitors"^^xsd:string,
        "AXL inhibitor"^^xsd:string,
        "Bek inhibitor"^^xsd:string,
        "Bfgfr inhibitor"^^xsd:string,
        "BRT inhibitor"^^xsd:string,
        "Bsk inhibitor"^^xsd:string,
        "C-FMS inhibitor"^^xsd:string,
        "CAK inhibitor"^^xsd:string,
        "CCK4 inhibitor"^^xsd:string,
        "CD115 inhibitor"^^xsd:string,
        "CD135 inhibitor"^^xsd:string,
        "CDw135 inhibitor"^^xsd:string,
        "Cek1 inhibitor"^^xsd:string,
        "Cek2 inhibitor"^^xsd:string,
        "Cek3 inhibitor"^^xsd:string,
        "Cek5 inhibitor"^^xsd:string,
        "Cek6 inhibitor"^^xsd:string,
        "Cek7 inhibitor"^^xsd:string,
        "Cek10 inhibitor"^^xsd:string,
        "Cek11 inhibitor"^^xsd:string,
        "CFD1 inhibitor"^^xsd:string,
        "CKIT inhibitor"^^xsd:string,
        "CSF1R inhibitor"^^xsd:string,
        "DAlk inhibitor"^^xsd:string,
        "DDR1 inhibitor"^^xsd:string,
        "DDR2 inhibitor"^^xsd:string,
        "Dek inhibitor"^^xsd:string,
        "DKFZp434C1418 inhibitor"^^xsd:string,
        "Drosophila Eph kinase inhibitor"^^xsd:string,
        "DRT inhibitor"^^xsd:string,
        "DTK inhibitor"^^xsd:string,
        "Ebk inhibitor"^^xsd:string,
        "EC 2.7.10.1 (receptor protein-tyrosine kinase) inhibitors"^^xsd:string,
        "EC 2.7.10.1 inhibitor"^^xsd:string,
        "EC 2.7.10.1 inhibitors"^^xsd:string,
        "ECK inhibitor"^^xsd:string,
        "EDDR1 inhibitor"^^xsd:string,
        "Eek inhibitor"^^xsd:string,
        "EGFR inhibitor"^^xsd:string,
        "Ehk2 inhibitor"^^xsd:string,
        "Ehk3 inhibitor"^^xsd:string,
        "Elk inhibitor"^^xsd:string,
        "EPH inhibitor"^^xsd:string,
        "EPHA1 inhibitor"^^xsd:string,
        "EPHA2 inhibitor"^^xsd:string,
        "EPHA6 inhibitor"^^xsd:string,
        "EPHA7 inhibitor"^^xsd:string,
        "EPHA8 inhibitor"^^xsd:string,
        "EPHB1 inhibitor"^^xsd:string,
        "EPHB2 inhibitor"^^xsd:string,
        "EPHB3 inhibitor"^^xsd:string,
        "EPHB4 inhibitor"^^xsd:string,
        "EphB5 inhibitor"^^xsd:string,
        "ephrin-B3 receptor tyrosine kinase inhibitor"^^xsd:string,
        "EPHT2 inhibitor"^^xsd:string,
        "EPHT3 inhibitor"^^xsd:string,
        "EPHT inhibitor"^^xsd:string,
        "EPHX inhibitor"^^xsd:string,
        "ERBB1 inhibitor"^^xsd:string,
        "ERBB2 inhibitor"^^xsd:string,
        "ERBB3 inhibitor"^^xsd:string,
        "ERBB4 inhibitor"^^xsd:string,
        "ERBB inhibitor"^^xsd:string,
        "ERK inhibitor"^^xsd:string,
        "Eyk inhibitor"^^xsd:string,
        "FGFR1 inhibitor"^^xsd:string,
        "FGFR2 inhibitor"^^xsd:string,
        "FGFR3 inhibitor"^^xsd:string,
        "FGFR4 inhibitor"^^xsd:string,
        "FLG inhibitor"^^xsd:string,
        "FLK1 inhibitor"^^xsd:string,
        "FLK2 inhibitor"^^xsd:string,
        "FLT1 inhibitor"^^xsd:string,
        "FLT2 inhibitor"^^xsd:string,
        "FLT3 inhibitor"^^xsd:string,
        "FLT4 inhibitor"^^xsd:string,
        "FMS inhibitor"^^xsd:string,
        "Fv2 inhibitor"^^xsd:string,
        "HBGFR inhibitor"^^xsd:string,
        "HEK2 inhibitor"^^xsd:string,
        "HEK3 inhibitor"^^xsd:string,
        "HEK5 inhibitor"^^xsd:string,
        "HEK6 inhibitor"^^xsd:string,
        "HEK11 inhibitor"^^xsd:string,
        "HEP inhibitor"^^xsd:string,
        "HER2 inhibitor"^^xsd:string,
        "HER3 inhibitor"^^xsd:string,
        "HER4 inhibitor"^^xsd:string,
        "HGFR inhibitor"^^xsd:string,
        "HSCR1 inhibitor"^^xsd:string,
        "HTK inhibitor"^^xsd:string,
        "IGF1R inhibitor"^^xsd:string,
        "INSR inhibitor"^^xsd:string,
        "INSRR inhibitor"^^xsd:string,
        "insulin receptor protein-tyrosine kinase inhibitor"^^xsd:string,
        "IR inhibitor"^^xsd:string,
        "IRR inhibitor"^^xsd:string,
        "JTK12 inhibitor"^^xsd:string,
        "JTK13 inhibitor"^^xsd:string,
        "JTK14 inhibitor"^^xsd:string,
        "JWS inhibitor"^^xsd:string,
        "K-SAM inhibitor"^^xsd:string,
        "KDR inhibitor"^^xsd:string,
        "KGFR inhibitor"^^xsd:string,
        "KIA0641 inhibitor"^^xsd:string,
        "KIAA1079 inhibitor"^^xsd:string,
        "KIAA1459 inhibitor"^^xsd:string,
        "Kil inhibitor"^^xsd:string,
        "Kin15 inhibitor"^^xsd:string,
        "Kin16 inhibitor"^^xsd:string,
        "KIT inhibitor"^^xsd:string,
        "KLG inhibitor"^^xsd:string,
        "LTK inhibitor"^^xsd:string,
        "MCF3 inhibitor"^^xsd:string,
        "Mdk1 inhibitor"^^xsd:string,
        "Mdk2 inhibitor"^^xsd:string,
        "Mdk5 inhibitor"^^xsd:string,
        "MEhk1 inhibitor"^^xsd:string,
        "MEN2A/B inhibitor"^^xsd:string,
        "Mep inhibitor"^^xsd:string,
        "MER inhibitor"^^xsd:string,
        "MERTK inhibitor"^^xsd:string,
        "Mlk1 inhibitor"^^xsd:string,
        "Mlk2 inhibitor"^^xsd:string,
        "Mrk inhibitor"^^xsd:string,
        "MST1R inhibitor"^^xsd:string,
        "MTC1 inhibitor"^^xsd:string,
        "MUSK inhibitor"^^xsd:string,
        "Myk1 inhibitor"^^xsd:string,
        "N-SAM inhibitor"^^xsd:string,
        "NEP inhibitor"^^xsd:string,
        "NET inhibitor"^^xsd:string,
        "Neu inhibitor"^^xsd:string,
        "neurite outgrowth regulating kinase inhibitor"^^xsd:string,
        "NGL inhibitor"^^xsd:string,
        "NOK inhibitor"^^xsd:string,
        "nork inhibitor"^^xsd:string,
        "novel oncogene with kinase-domain inhibitor"^^xsd:string,
        "Nsk2 inhibitor"^^xsd:string,
        "NTRK1 inhibitor"^^xsd:string,
        "NTRK2 inhibitor"^^xsd:string,
        "NTRK3 inhibitor"^^xsd:string,
        "NTRK4 inhibitor"^^xsd:string,
        "NTRKR1 inhibitor"^^xsd:string,
        "NTRKR2 inhibitor"^^xsd:string,
        "NTRKR3 inhibitor"^^xsd:string,
        "Nuk inhibitor"^^xsd:string,
        "NYK inhibitor"^^xsd:string,
        "PCL inhibitor"^^xsd:string,
        "PDGFR inhibitor"^^xsd:string,
        "PDGFRA inhibitor"^^xsd:string,
        "PDGFRB inhibitor"^^xsd:string,
        "PHB6 inhibitor"^^xsd:string,
        "PTK3 inhibitor"^^xsd:string,
        "PTK7 inhibitor"^^xsd:string,
        "PTK inhibitor"^^xsd:string,
        "receptor protein tyrosine kinase inhibitor"^^xsd:string,
        "receptor protein-tyrosine kinase (EC 2.7.10.1) inhibitor"^^xsd:string,
        "receptor protein-tyrosine kinase (EC 2.7.10.1) inhibitors"^^xsd:string,
        "receptor protein-tyrosine kinase inhibitor"^^xsd:string,
        "receptor protein-tyrosine kinase inhibitors"^^xsd:string,
        "RET inhibitor"^^xsd:string,
        "RON inhibitor"^^xsd:string,
        "ROR1 inhibitor"^^xsd:string,
        "ROR2 inhibitor"^^xsd:string,
        "ROS1 inhibitor"^^xsd:string,
        "RSE inhibitor"^^xsd:string,
        "RTK inhibitor"^^xsd:string,
        "RYK inhibitor"^^xsd:string,
        "SEA inhibitor"^^xsd:string,
        "Sek2 inhibitor"^^xsd:string,
        "Sek3 inhibitor"^^xsd:string,
        "Sek4 inhibitor"^^xsd:string,
        "Sfr inhibitor"^^xsd:string,
        "SKY inhibitor"^^xsd:string,
        "STK1 inhibitor"^^xsd:string,
        "STK inhibitor"^^xsd:string,
        "TEK inhibitor"^^xsd:string,
        "TIE1 inhibitor"^^xsd:string,
        "TIE2 inhibitor"^^xsd:string,
        "TIE inhibitor"^^xsd:string,
        "TIF inhibitor"^^xsd:string,
        "TKT inhibitor"^^xsd:string,
        "TRK inhibitor"^^xsd:string,
        "TRKA inhibitor"^^xsd:string,
        "TRKB inhibitor"^^xsd:string,
        "TRKC inhibitor"^^xsd:string,
        "TRKE inhibitor"^^xsd:string,
        "TYK1 inhibitor"^^xsd:string,
        "TYRO3 inhibitor"^^xsd:string,
        "Tyro5 inhibitor"^^xsd:string,
        "Tyro6 inhibitor"^^xsd:string,
        "TYRO7 inhibitor"^^xsd:string,
        "TYRO10 inhibitor"^^xsd:string,
        "Tyro11 inhibitor"^^xsd:string,
        "UFO inhibitor"^^xsd:string,
        "VEGFR1 inhibitor"^^xsd:string,
        "VEGFR2 inhibitor"^^xsd:string,
        "VEGFR3 inhibitor"^^xsd:string,
        "Vik inhibitor"^^xsd:string,
        "YK1 inhibitor"^^xsd:string,
        "Yrk inhibitor"^^xsd:string ;
    oboInOwl:id "CHEBI:62434"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:62488 a owl:Class ;
    rdfs:label "signalling molecule"^^xsd:string ;
    definition: "A molecular messenger in which the molecule is specifically involved in transmitting information between cells. Such molecules are released from the cell sending the signal, cross over the gap between cells by diffusion, and interact with specific receptors in another cell, triggering a response in that cell by activating a series of enzyme controlled reactions which lead to changes inside the cell."^^xsd:string ;
    rdfs:subClassOf CHEBI:33280 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "signal molecule"^^xsd:string,
        "signal molecules"^^xsd:string,
        "signaling molecule"^^xsd:string,
        "signaling molecules"^^xsd:string,
        "signalling molecules"^^xsd:string ;
    oboInOwl:id "CHEBI:62488"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:62499 a owl:Class ;
    oboInOwl:hasDbXref "PMID:17030019"^^xsd:string,
        "PMID:19747846"^^xsd:string,
        "PMID:19933331"^^xsd:string ;
    rdfs:label "methyl-branched fatty acid"^^xsd:string ;
    definition: "Any branched-chain fatty acid containing methyl branches only."^^xsd:string ;
    rdfs:subClassOf CHEBI:35819,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:67013 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "methyl-branched fatty acids"^^xsd:string ;
    oboInOwl:id "CHEBI:62499"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:62501 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:CPD-12826"^^xsd:string,
        "PMCID:PMC8181341"^^xsd:string,
        "PMID:34051149"^^xsd:string ;
    rdfs:label "folate(2-)"^^xsd:string ;
    definition: "The dicarboxylic acid dianion formed from folic acid by loss of a proton from each of the two carboxy groups in the glutamic acid moiety."^^xsd:string ;
    rdfs:subClassOf CHEBI:28965,
        CHEBI:67011,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:27470 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75772 ] ;
    chebi:charge "-2"^^xsd:string ;
    chebi:formula "C19H17N7O6"^^xsd:string ;
    chebi:inchi "InChI=1S/C19H19N7O6/c20-19-25-15-14(17(30)26-19)23-11(8-22-15)7-21-10-3-1-9(2-4-10)16(29)24-12(18(31)32)5-6-13(27)28/h1-4,8,12,21H,5-7H2,(H,24,29)(H,27,28)(H,31,32)(H3,20,22,25,26,30)/p-2/t12-/m0/s1"^^xsd:string ;
    chebi:inchikey "OVBPIULPVIDEAO-LBPRGKRZSA-L"^^xsd:string ;
    chebi:mass "439.38160"^^xsd:string ;
    chebi:monoisotopicmass "439.12513"^^xsd:string ;
    chebi:smiles "Nc1nc2ncc(CNc3ccc(cc3)C(=O)N[C@@H](CCC([O-])=O)C([O-])=O)nc2c(=O)[nH]1"^^xsd:string ;
    oboInOwl:hasExactSynonym "N-(4-{[(2-amino-4-oxo-3,4-dihydropteridin-6-yl)methyl]amino}benzoyl)-L-glutamate(2-)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "folate"^^xsd:string,
        "pteroyl-L-glutamate"^^xsd:string,
        "pteroyl-L-monoglutamate"^^xsd:string,
        "pteroylglutamate"^^xsd:string ;
    oboInOwl:id "CHEBI:62501"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:62545 a owl:Class ;
    rdfs:label "acyl alpha,alpha-trehalose"^^xsd:string ;
    definition: "A glycolipid that is alpha,alpha-trehalose in which at least one of the hydroxy groups is acylated."^^xsd:string ;
    rdfs:subClassOf CHEBI:33563,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:16551 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "acyl trehalose"^^xsd:string ;
    oboInOwl:id "CHEBI:62545"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:62546 a owl:Class ;
    oboInOwl:hasDbXref "AGR:IND43941110"^^xsd:string ;
    rdfs:label "monoacyl alpha,alpha-trehalose"^^xsd:string ;
    definition: "A glycolipid that is alpha,alpha-trehalose in which one of the hydroxy groups is acylated."^^xsd:string ;
    rdfs:subClassOf CHEBI:62545 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "monoacyl trehalose"^^xsd:string,
        "monoacyltrehalose"^^xsd:string ;
    oboInOwl:id "CHEBI:62546"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:62643 a owl:Class ;
    rdfs:label "anionic phospholipid"^^xsd:string ;
    definition: "Any organophosphate oxoanion that is a negatively charged phospholipid, e.g. phosphatidylserine(1-), phosphatidate(2-), phosphatidylglycerol(1-)."^^xsd:string ;
    rdfs:subClassOf CHEBI:58945,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:16247 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "anionic phospholipids"^^xsd:string,
        "phospholipid anion"^^xsd:string,
        "phospholipid anions"^^xsd:string ;
    oboInOwl:id "CHEBI:62643"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:62732 a owl:Class ;
    rdfs:label "aromatic ester"^^xsd:string ;
    definition: "An ester where the ester linkage is bonded directly to an aromatic system."^^xsd:string ;
    rdfs:subClassOf CHEBI:33659,
        CHEBI:35701 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "aromatic esters"^^xsd:string ;
    oboInOwl:id "CHEBI:62732"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:62733 a owl:Class ;
    rdfs:label "aromatic amide"^^xsd:string ;
    definition: "An amide in which the amide linkage is bonded directly to an aromatic system."^^xsd:string ;
    rdfs:subClassOf CHEBI:32988,
        CHEBI:33659 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "aromatic amides"^^xsd:string ;
    oboInOwl:id "CHEBI:62733"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:62761 a owl:Class ;
    rdfs:label "tyrosine derivative"^^xsd:string ;
    definition: "An amino acid derivative resulting from reaction of tyrosine at the amino group or the carboxy group, any substitution of phenyl hydrogens, or from the replacement of any hydrogen of tyrosine by a heteroatom. The definition normally excludes peptides containing tyrosine residues."^^xsd:string ;
    rdfs:subClassOf CHEBI:25985,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:18186 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "tyrosine derivatives"^^xsd:string ;
    oboInOwl:id "CHEBI:62761"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:62764 a owl:Class ;
    oboInOwl:hasDbXref "PMID:9741578"^^xsd:string,
        "PMID:12076975"^^xsd:string,
        "PMID:17667957"^^xsd:string,
        "Wikipedia:Reactive_nitrogen_species"^^xsd:string ;
    rdfs:label "reactive nitrogen species"^^xsd:string ;
    definition: "A family of nitrogen molecular entities which are highly reactive and derived from nitric oxide (.NO) and superoxide (O2.(-)) produced via the enzymatic activity of inducible nitric oxide synthase 2 (NOS2) and NADPH oxidase respectively."^^xsd:string ;
    rdfs:subClassOf CHEBI:51143 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "RNI"^^xsd:string,
        "RNS"^^xsd:string ;
    oboInOwl:id "CHEBI:62764"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:62803 a owl:Class ;
    rdfs:label "fuel additive"^^xsd:string ;
    definition: "Any additive that enhances the efficiency of fuel."^^xsd:string ;
    rdfs:subClassOf CHEBI:51086 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "fuel additives"^^xsd:string,
        "fuel enhancer"^^xsd:string ;
    oboInOwl:id "CHEBI:62803"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:62868 a owl:Class ;
    rdfs:label "hepatoprotective agent"^^xsd:string ;
    definition: "Any compound that is able to prevent damage to the liver."^^xsd:string ;
    rdfs:subClassOf CHEBI:50267 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "antihepatotoxic agent"^^xsd:string,
        "hepatoprotective agents"^^xsd:string,
        "hepatoprotector"^^xsd:string ;
    oboInOwl:id "CHEBI:62868"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:62872 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Aldehyde_oxidase"^^xsd:string ;
    rdfs:label "EC 1.2.3.1 (aldehyde oxidase) inhibitor"^^xsd:string ;
    definition: "An EC 1.2.3.* (oxidoreductase acting on donor aldehyde/oxo group with oxygen as acceptor) inhibitor which interferes with the action of aldehyde oxidase (EC 1.2.3.1)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76853 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "aldehyde oxidase (EC 1.2.3.1) inhibitor"^^xsd:string,
        "aldehyde oxidase (EC 1.2.3.1) inhibitors"^^xsd:string,
        "aldehyde oxidase inhibitor"^^xsd:string,
        "aldehyde oxidase inhibitors"^^xsd:string,
        "aldehyde:oxygen oxidoreductase inhibitor"^^xsd:string,
        "aldehyde:oxygen oxidoreductase inhibitors"^^xsd:string,
        "EC 1.2.3.1 (aldehyde oxidase) inhibitors"^^xsd:string,
        "EC 1.2.3.1 inhibitor"^^xsd:string,
        "EC 1.2.3.1 inhibitors"^^xsd:string,
        "quinoline oxidase inhibitor"^^xsd:string,
        "quinoline oxidase inhibitors"^^xsd:string,
        "retinal oxidase inhibitor"^^xsd:string,
        "retinal oxidase inhibitors"^^xsd:string,
        "retinoic acid synthase inhibitor"^^xsd:string,
        "retinoic acid synthase inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:62872"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:62920 a owl:Class ;
    rdfs:label "icosatetraenoate"^^xsd:string ;
    definition: "A polyunsaturated fatty acid anion that is the conjugate base of icosatetraenoic acid, obtained by deprotonation of the carboxy group. Major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:57560,
        CHEBI:76567,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:36033 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C20H31O2"^^xsd:string ;
    chebi:mass "303.45894"^^xsd:string ;
    chebi:monoisotopicmass "303.23241"^^xsd:string ;
    chebi:smiles "[O-]C([*])=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:78071"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "eicosatetraenoate"^^xsd:string,
        "eicosatetranoates"^^xsd:string,
        "eicosatetranoic acid anion"^^xsd:string,
        "eicosatetranoic acid anions"^^xsd:string,
        "icosatetranoate"^^xsd:string,
        "icosatetranoates"^^xsd:string,
        "icosatetranoic acid anion"^^xsd:string,
        "icosatetranoic acid anions"^^xsd:string ;
    oboInOwl:id "CHEBI:62920"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:62932 a owl:Class ;
    rdfs:label "mycophenolate"^^xsd:string ;
    definition: "A monocarboxylic acid anion resulting from the removal of a proton from the carboxy group of mycophenolic acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:35757,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:168396 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C17H19O6"^^xsd:string ;
    chebi:inchi "InChI=1S/C17H20O6/c1-9(5-7-13(18)19)4-6-11-15(20)14-12(8-23-17(14)21)10(2)16(11)22-3/h4,20H,5-8H2,1-3H3,(H,18,19)/p-1/b9-4+"^^xsd:string ;
    chebi:inchikey "HPNSFSBZBAHARI-RUDMXATFSA-M"^^xsd:string ;
    chebi:mass "319.32920"^^xsd:string ;
    chebi:monoisotopicmass "319.11871"^^xsd:string ;
    chebi:smiles "COc1c(C)c2COC(=O)c2c(O)c1C\\C=C(/C)CCC([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(4E)-6-(4-hydroxy-6-methoxy-7-methyl-3-oxo-1,3-dihydro-2-benzofuran-5-yl)-4-methylhex-4-enoate"^^xsd:string,
        "mycophenolate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:62932"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:62934 a owl:Class ;
    rdfs:label "discadenine(1-)"^^xsd:string ;
    definition: "An L-alpha-amino-acid anion that is the conjugate base formed when discadenine (a 6-isopentenylaminopurine having a 3-amino-3-carboxypropyl group attached at the 3-position) is deprotonated."^^xsd:string ;
    rdfs:subClassOf CHEBI:59814,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:15955 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C14H19N6O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C14H20N6O2/c1-9(2)3-5-16-12-11-13(18-7-17-11)20(8-19-12)6-4-10(15)14(21)22/h3,7-8,10,16H,4-6,15H2,1-2H3,(H,21,22)/p-1/t10-/m0/s1"^^xsd:string ;
    chebi:inchikey "KGVAAXZLUAKZEO-JTQLQIEISA-M"^^xsd:string ;
    chebi:mass "303.33970"^^xsd:string ;
    chebi:monoisotopicmass "303.15750"^^xsd:string ;
    chebi:smiles "CC(C)=CCNc1ncn(CC[C@H](N)C([O-])=O)c2ncnc12"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "discadenine anion"^^xsd:string ;
    oboInOwl:id "CHEBI:62934"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:62937 a owl:Class ;
    rdfs:label "icosanoid anion"^^xsd:string ;
    definition: "The carboxylic acid anion that is the conjugate base of an icosanoid, formed when the carboxy group is deprotonated."^^xsd:string ;
    rdfs:subClassOf CHEBI:29067,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:23899 ] ;
    oboInOwl:hasExactSynonym "icosanoid anion"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "eicosanoid anion"^^xsd:string,
        "eicosanoid anions"^^xsd:string,
        "icosanoid anions"^^xsd:string ;
    oboInOwl:id "CHEBI:62937"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:62943 a owl:Class ;
    rdfs:label "prostanoid anion"^^xsd:string ;
    definition: "An icosanoid anion that is the conjugate base of a prostanoid."^^xsd:string ;
    rdfs:subClassOf CHEBI:2580,
        CHEBI:62937,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:26347 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "prostanoid anions"^^xsd:string ;
    oboInOwl:id "CHEBI:62943"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:63041 a owl:Class ;
    oboInOwl:hasDbXref "CAS:7773-01-5"^^xsd:string,
        "MetaCyc:CPD0-2394"^^xsd:string,
        "PMID:98204"^^xsd:string,
        "PMID:101555"^^xsd:string,
        "PMID:146543"^^xsd:string,
        "PMID:3143594"^^xsd:string,
        "PMID:4476198"^^xsd:string,
        "PMID:4771199"^^xsd:string,
        "PMID:19801673"^^xsd:string,
        "Reaxys:8128170"^^xsd:string,
        "Wikipedia:Manganese(II)_chloride"^^xsd:string ;
    rdfs:label "manganese(II) chloride"^^xsd:string ;
    definition: "An inorganic chloride in which manganese(II) is coordinated to two chloride ions. In its anhydrous state manganese(II) chloride is a polymeric solid, which adopts a layered cadmium chloride-like structure."^^xsd:string ;
    rdfs:subClassOf CHEBI:35117,
        CHEBI:36093,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50733 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "Cl2Mn"^^xsd:string ;
    chebi:inchi "InChI=1S/2ClH.Mn/h2*1H;/q;;+2/p-2"^^xsd:string ;
    chebi:inchikey "GLFNIEUTAYBVOC-UHFFFAOYSA-L"^^xsd:string ;
    chebi:mass "125.84400"^^xsd:string ;
    chebi:monoisotopicmass "124.87575"^^xsd:string ;
    chebi:smiles "Cl[Mn]Cl"^^xsd:string ;
    oboInOwl:hasExactSynonym "manganese(2+) dichloride"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "dichlorure de manganese"^^xsd:string,
        "Mangandichlorid"^^xsd:string,
        "Manganese bichloride"^^xsd:string,
        "Manganese(II) chloride (1:2)"^^xsd:string,
        "manganese(II) dichloride"^^xsd:string,
        "Manganous chloride"^^xsd:string,
        "manganous chloride"^^xsd:string,
        "manganous dichloride"^^xsd:string ;
    oboInOwl:id "CHEBI:63041"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:63046 a owl:Class ;
    rdfs:label "emulsifier"^^xsd:string ;
    definition: "The chemical role played by a substance that stabilizes an emulsion by increasing its kinetic stability."^^xsd:string ;
    rdfs:subClassOf CHEBI:51086 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "emulgent"^^xsd:string,
        "emulgents"^^xsd:string,
        "emulsifiers"^^xsd:string ;
    oboInOwl:id "CHEBI:63046"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:63056 a owl:Class ;
    rdfs:label "zinc cation"^^xsd:string ;
    definition: "Any zinc ion that is positively charged."^^xsd:string ;
    rdfs:subClassOf CHEBI:27365,
        CHEBI:33515 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "zinc cations"^^xsd:string ;
    oboInOwl:id "CHEBI:63056"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:63161 a owl:Class ;
    rdfs:label "glycosyl compound"^^xsd:string ;
    definition: "A carbohydrate derivative arising formally from the elimination of water from a glycosidic hydroxy group and an H atom bound to an oxygen, carbon, nitrogen or sulfur atom of a separate entity."^^xsd:string ;
    rdfs:subClassOf CHEBI:63299 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "glycosyl compounds"^^xsd:string ;
    oboInOwl:id "CHEBI:63161"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:63163 a owl:Class ;
    oboInOwl:hasDbXref "Reaxys:6116766"^^xsd:string ;
    rdfs:label "L-cystine anion"^^xsd:string ;
    definition: "The L-alpha-amino acid anion that is a conjugate base of L-cystine, formed by loss of a proton from each of the carboxy groups.  It is the major microspecies at pH > 9.4."^^xsd:string ;
    rdfs:subClassOf CHEBI:59814,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:16283 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "-2"^^xsd:string ;
    chebi:formula "C6H10N2O4S2"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H12N2O4S2/c7-3(5(9)10)1-13-14-2-4(8)6(11)12/h3-4H,1-2,7-8H2,(H,9,10)(H,11,12)/p-2/t3-,4-/m0/s1"^^xsd:string ;
    chebi:inchikey "LEVWYRKDKASIDU-IMJSIDKUSA-L"^^xsd:string ;
    chebi:mass "238.28500"^^xsd:string ;
    chebi:monoisotopicmass "238.00930"^^xsd:string ;
    chebi:smiles "N[C@@H](CSSC[C@H](N)C([O-])=O)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2R,2'R)-3,3'-disulfanediylbis(2-aminopropanoate)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "L-cystine dianion"^^xsd:string ;
    oboInOwl:id "CHEBI:63163"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:63218 a owl:Class ;
    rdfs:label "pramipexole(2+)"^^xsd:string ;
    definition: "An ammonium ion resulting from the protonation of two most basic nitrogens of pramipexole."^^xsd:string ;
    rdfs:subClassOf CHEBI:35274,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:8356 ] ;
    chebi:charge "+2"^^xsd:string ;
    chebi:formula "C10H19N3S"^^xsd:string ;
    chebi:inchi "InChI=1S/C10H17N3S/c1-2-5-12-7-3-4-8-9(6-7)14-10(11)13-8/h7,12H,2-6H2,1H3,(H2,11,13)/p+2/t7-/m0/s1"^^xsd:string ;
    chebi:inchikey "FASDKYOPVNHBLU-ZETCQYMHSA-P"^^xsd:string ;
    chebi:mass "213.34300"^^xsd:string ;
    chebi:monoisotopicmass "213.12887"^^xsd:string ;
    chebi:smiles "CCC[NH2+][C@H]1CCc2[nH+]c(N)sc2C1"^^xsd:string ;
    oboInOwl:hasExactSynonym "(6S)-N(6)-propyl-4,5,6,7-tetrahydro-1,3-benzothiazole-2,6-diaminium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:63218"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:63248 a owl:Class ;
    rdfs:label "oxidising agent"^^xsd:string ;
    definition: "A substance that removes electrons from another reactant in a redox reaction."^^xsd:string ;
    rdfs:subClassOf CHEBI:51086 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "oxidant"^^xsd:string,
        "oxidants"^^xsd:string,
        "oxidiser"^^xsd:string,
        "oxidisers"^^xsd:string,
        "oxidising agents"^^xsd:string,
        "oxidizer"^^xsd:string,
        "oxidizers"^^xsd:string,
        "oxidizing agent"^^xsd:string,
        "oxidizing agents"^^xsd:string ;
    oboInOwl:id "CHEBI:63248"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:63290 a owl:Class ;
    rdfs:label "Alexa Fluor 405(3-)"^^xsd:string ;
    definition: "An organosulfonate oxoanion obtained by deprotonation of the sulfonic acid groups of 8-[2-(4-{[(2,5-dioxopyrrolidin-1-yl)oxy]carbonyl}piperidin-1-yl)-2-oxoethoxy]pyrene-1,3,6-trisulfonic acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:33554 ;
    chebi:charge "-3"^^xsd:string ;
    chebi:formula "C28H21N2O15S3"^^xsd:string ;
    chebi:inchi "InChI=1S/C28H24N2O15S3/c31-23-5-6-24(32)30(23)45-28(34)14-7-9-29(10-8-14)25(33)13-44-19-11-20(46(35,36)37)16-3-4-18-22(48(41,42)43)12-21(47(38,39)40)17-2-1-15(19)26(16)27(17)18/h1-4,11-12,14H,5-10,13H2,(H,35,36,37)(H,38,39,40)(H,41,42,43)/p-3"^^xsd:string ;
    chebi:inchikey "LOPZCNQQJHFSFH-UHFFFAOYSA-K"^^xsd:string ;
    chebi:mass "721.66600"^^xsd:string ;
    chebi:monoisotopicmass "721.01205"^^xsd:string ;
    chebi:smiles "[O-]S(=O)(=O)c1cc(OCC(=O)N2CCC(CC2)C(=O)ON2C(=O)CCC2=O)c2ccc3c(cc(c4ccc1c2c34)S([O-])(=O)=O)S([O-])(=O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "8-[2-(4-{[(2,5-dioxopyrrolidin-1-yl)oxy]carbonyl}piperidin-1-yl)-2-oxoethoxy]pyrene-1,3,6-trisulfonate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Alexa Fluor 405 trianion"^^xsd:string ;
    oboInOwl:id "CHEBI:63290"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:63299 a owl:Class ;
    rdfs:label "carbohydrate derivative"^^xsd:string ;
    definition: "Any organooxygen compound derived from a carbohydrate by replacement of one or more hydroxy group(s) by an amino group, a thiol group or similar heteroatomic groups. The term also includes derivatives of these compounds."^^xsd:string ;
    rdfs:subClassOf CHEBI:78616,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:16646 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "carbohydrate derivatives"^^xsd:string,
        "derivatised carbohydrate"^^xsd:string,
        "derivatised carbohydrates"^^xsd:string,
        "derivatized carbohydrate"^^xsd:string,
        "derivatized carbohydrates"^^xsd:string ;
    oboInOwl:id "CHEBI:63299"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:63332 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Alkaline_phosphatase"^^xsd:string ;
    rdfs:label "EC 3.1.3.1 (alkaline phosphatase) inhibitor"^^xsd:string ;
    definition: "An EC 3.1.3.* (phosphoric monoester hydrolase) inhibitor that interferes with the action of alkaline phosphatase (EC 3.1.3.1)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76775 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "alkaline phenyl phosphatase inhibitor"^^xsd:string,
        "alkaline phenyl phosphatase inhibitors"^^xsd:string,
        "alkaline phosphatase (EC 3.1.3.1) inhibitor"^^xsd:string,
        "alkaline phosphatase (EC 3.1.3.1) inhibitors"^^xsd:string,
        "alkaline phosphatase inhibitor"^^xsd:string,
        "alkaline phosphatase inhibitors"^^xsd:string,
        "alkaline phosphohydrolase inhibitor"^^xsd:string,
        "alkaline phosphohydrolase inhibitors"^^xsd:string,
        "alkaline phosphomonoesterase inhibitor"^^xsd:string,
        "alkaline phosphomonoesterase inhibitors"^^xsd:string,
        "EC 3.1.3.1 (alkaline phosphatase) inhibitors"^^xsd:string,
        "EC 3.1.3.1 inhibitor"^^xsd:string,
        "EC 3.1.3.1 inhibitors"^^xsd:string,
        "glycerophosphatase inhibitor"^^xsd:string,
        "glycerophosphatase inhibitors"^^xsd:string,
        "orthophosphoric-monoester phosphohydrolase (alkaline optimum) inhibitor"^^xsd:string,
        "orthophosphoric-monoester phosphohydrolase (alkaline optimum) inhibitors"^^xsd:string,
        "phosphate-monoester phosphohydrolase (alkaline optimum) inhibitor"^^xsd:string,
        "phosphate-monoester phosphohydrolase (alkaline optimum) inhibitors"^^xsd:string,
        "phosphomonoesterase inhibitor"^^xsd:string,
        "phosphomonoesterase inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:63332"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:63367 a owl:Class ;
    rdfs:label "monosaccharide derivative"^^xsd:string ;
    definition: "A carbohydrate derivative that is formally obtained from a monosaccharide."^^xsd:string ;
    rdfs:subClassOf CHEBI:63299,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:35381 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "monosaccharide derivatives"^^xsd:string ;
    oboInOwl:id "CHEBI:63367"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:63409 a owl:Class ;
    rdfs:label "pentose derivative"^^xsd:string ;
    definition: "A monosaccharide derivative that is formally obtained from a pentose."^^xsd:string ;
    rdfs:subClassOf CHEBI:63367,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:25901 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "pentose derivatives"^^xsd:string ;
    oboInOwl:id "CHEBI:63409"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:63423 a owl:Class ;
    rdfs:label "alditol derivative"^^xsd:string ;
    definition: "A carbohydrate derivative that is formally obtained from an alditol."^^xsd:string ;
    rdfs:subClassOf CHEBI:63299,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:17522 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "alditol derivatives"^^xsd:string ;
    oboInOwl:id "CHEBI:63423"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:63430 a owl:Class ;
    rdfs:label "hexitol derivative"^^xsd:string ;
    definition: "An alditol derivative that is formally obtained from a hexitol."^^xsd:string ;
    rdfs:subClassOf CHEBI:63423,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:24583 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "hexitol derivatives"^^xsd:string ;
    oboInOwl:id "CHEBI:63430"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:63433 a owl:Class ;
    rdfs:label "glucitol derivative"^^xsd:string ;
    definition: "A hexitol derivative that is formally obtained from a glucitol."^^xsd:string ;
    rdfs:subClassOf CHEBI:63430,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:30911 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "glucitol derivatives"^^xsd:string ;
    oboInOwl:id "CHEBI:63433"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:63470 a owl:Class ;
    rdfs:label "sulfur-containing amino-acid anion"^^xsd:string ;
    definition: "A sulfur-containing amino acid whose alpha-carboxylic acid group is ionized (not protonated)."^^xsd:string ;
    rdfs:subClassOf CHEBI:37022,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:26834 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "sulfur-containing amino-acid anions"^^xsd:string ;
    oboInOwl:id "CHEBI:63470"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:63471 a owl:Class ;
    rdfs:label "branched-chain amino-acid anion"^^xsd:string ;
    definition: "A branched-chain amino acid whose alpha-carboxylic acid group is ionized."^^xsd:string ;
    rdfs:subClassOf CHEBI:37022,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:22918 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "branched-chain amino-acid anions"^^xsd:string ;
    oboInOwl:id "CHEBI:63471"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:63473 a owl:Class ;
    rdfs:label "aromatic amino-acid anion"^^xsd:string ;
    definition: "An aromatic amino acid whose alpha-carboxylic acid group is ionized (non-protonated)."^^xsd:string ;
    rdfs:subClassOf CHEBI:37022,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:33856 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "aromatic amino-acid anions"^^xsd:string ;
    oboInOwl:id "CHEBI:63473"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:63490 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Explosive_material"^^xsd:string ;
    rdfs:label "explosive"^^xsd:string ;
    definition: "A substance capable of undergoing rapid and highly exothermic decomposition."^^xsd:string ;
    rdfs:subClassOf CHEBI:51086 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "explosive compound"^^xsd:string,
        "explosive compounds"^^xsd:string,
        "explosive material"^^xsd:string,
        "explosives"^^xsd:string,
        "explosives chemical"^^xsd:string,
        "explosives chemicals"^^xsd:string ;
    oboInOwl:id "CHEBI:63490"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:63510 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Sodium-potassium_ATPase"^^xsd:string ;
    rdfs:label "EC 3.6.3.9 (Na(+)/K(+)-transporting ATPase) inhibitor"^^xsd:string ;
    definition: "An EC 3.6.3.* (acid anhydride hydrolase catalysing transmembrane movement of substances) inhibitor that interferes with the action of  Na(+)/K(+)-transporting ATPase (EC 3.6.3.9)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76895 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "EC 3.6.3.9 (Na(+)/K(+)-transporting ATPase) inhibitors"^^xsd:string,
        "EC 3.6.3.9 inhibitor"^^xsd:string,
        "EC 3.6.3.9 inhibitors"^^xsd:string,
        "Na(+)/K(+)-ATPase inhibitor"^^xsd:string,
        "Na(+)/K(+)-ATPase inhibitors"^^xsd:string,
        "Na(+)/K(+)-pump inhibitor"^^xsd:string,
        "Na(+)/K(+)-pump inhibitors"^^xsd:string,
        "Na(+)/K(+)-transporting ATPase (EC 3.6.3.9) inhibitor"^^xsd:string,
        "Na(+)/K(+)-transporting ATPase (EC 3.6.3.9) inhibitors"^^xsd:string,
        "Na(+)/K(+)-transporting ATPase inhibitor"^^xsd:string,
        "Na(+)/K(+)-transporting ATPase inhibitors"^^xsd:string,
        "sodium pump inhibitor"^^xsd:string,
        "sodium pump inhibitors"^^xsd:string,
        "sodium-potassium adenosine triphosphatase inhibitor"^^xsd:string,
        "sodium-potassium adenosine triphosphatase inhibitors"^^xsd:string,
        "sodium-potassium pump inhibitor"^^xsd:string,
        "sodium-potassium pump inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:63510"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:63534 a owl:Class ;
    oboInOwl:hasDbXref "PMID:21822758"^^xsd:string,
        "PMID:21993877"^^xsd:string,
        "PMID:22005599"^^xsd:string,
        "PMID:22082101"^^xsd:string,
        "PMID:22153577"^^xsd:string,
        "PMID:22213370"^^xsd:string,
        "PMID:22218931"^^xsd:string,
        "PMID:22342987"^^xsd:string,
        "PMID:22371656"^^xsd:string ;
    rdfs:label "monoamine"^^xsd:string ;
    definition: "An aralylamino compound which contains one amino group connected to an aromatic ring by a two-carbon chain. Monoamines are derived from aromatic amino acids like phenylalanine, tyrosine, tryptophan, and the thyroid hormones by the action of aromatic amino acid decarboxylase enzymes."^^xsd:string ;
    rdfs:subClassOf CHEBI:64365 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "monoamines"^^xsd:string,
        "naturally occurring monoamine"^^xsd:string,
        "naturally occurring monoamines"^^xsd:string ;
    oboInOwl:id "CHEBI:63534"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:63563 a owl:Class ;
    rdfs:label "oligosaccharide derivative"^^xsd:string ;
    definition: "A carbohydrate derivative that is formally obtained from an oligosaccharide."^^xsd:string ;
    rdfs:subClassOf CHEBI:63299,
        CHEBI:167559,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:50699 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "O-glycosylglycoside derivative"^^xsd:string,
        "O-glycosylglycoside derivatives"^^xsd:string,
        "oligosaccharide derivatives"^^xsd:string ;
    oboInOwl:id "CHEBI:63563"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:63567 a owl:Class ;
    rdfs:label "tetrasaccharide derivative"^^xsd:string ;
    definition: "An oligosaccharide derivative that is formally obtained from a tetrasaccharide."^^xsd:string ;
    rdfs:subClassOf CHEBI:63563,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:50126 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "tetrasaccharide derivatives"^^xsd:string ;
    oboInOwl:id "CHEBI:63567"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:63673 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:CCR5"^^xsd:string ;
    rdfs:label "chemokine receptor 5 antagonist"^^xsd:string ;
    definition: "An antogonist that blocks chemokine receptor 5 (CCR5)."^^xsd:string ;
    rdfs:subClassOf CHEBI:48706 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "C-C chemokine receptor 5 antagonist"^^xsd:string,
        "C-C chemokine receptor 5 antagonists"^^xsd:string,
        "CCR5 antagonist"^^xsd:string,
        "CCR5 antagonists"^^xsd:string,
        "CCR-5 antagonist"^^xsd:string,
        "CCR-5 antagonists"^^xsd:string,
        "chemokine receptor 5 antagonists"^^xsd:string ;
    oboInOwl:id "CHEBI:63673"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:63726 a owl:Class ;
    rdfs:label "neuroprotective agent"^^xsd:string ;
    definition: "Any compound that can be used for the treatment of neurodegenerative disorders."^^xsd:string ;
    rdfs:subClassOf CHEBI:50267 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "neuroprotectant"^^xsd:string,
        "neuroprotectants"^^xsd:string,
        "neuroprotective agents"^^xsd:string ;
    oboInOwl:id "CHEBI:63726"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:63732 a owl:Class ;
    rdfs:label "1,1-diol"^^xsd:string ;
    definition: "Any alcohol in which two hydroxy groups are bonded to the same atom."^^xsd:string ;
    rdfs:subClassOf CHEBI:30879 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1,1-diols"^^xsd:string,
        "gem-diol"^^xsd:string,
        "gem-diols"^^xsd:string,
        "geminal diol"^^xsd:string,
        "geminal diols"^^xsd:string ;
    oboInOwl:id "CHEBI:63732"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:63733 a owl:Class ;
    rdfs:label "aldehyde hydrate"^^xsd:string ;
    definition: "A 1,1-diol resulting from the formal addition of water to the carbonyl group of a aldehyde."^^xsd:string ;
    rdfs:subClassOf CHEBI:63732 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "CH3O2R"^^xsd:string ;
    chebi:mass "47.033"^^xsd:string ;
    chebi:monoisotopicmass "47.01330"^^xsd:string ;
    chebi:smiles "[H]C(O)(O)[*]"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "aldehyde hydrates"^^xsd:string ;
    oboInOwl:id "CHEBI:63733"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:63794 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Retinoid_X_receptor"^^xsd:string ;
    rdfs:label "retinoid X receptor agonist"^^xsd:string ;
    definition: "An agonist that selectively binds to and activates a retinoid X receptor."^^xsd:string ;
    rdfs:subClassOf CHEBI:48705 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "retinoid X receptor agonists"^^xsd:string ;
    oboInOwl:id "CHEBI:63794"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:63894 a owl:Class ;
    oboInOwl:hasDbXref "Reaxys:3601483"^^xsd:string ;
    rdfs:label "pivalate"^^xsd:string ;
    definition: "A monocarboxylic acid anion resulting from the removal of a proton from the carboxy group of pivalic acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:35757,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:45133 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C5H9O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H10O2/c1-5(2,3)4(6)7/h1-3H3,(H,6,7)/p-1"^^xsd:string ;
    chebi:inchikey "IUGYQRQAERSCNH-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "101.12380"^^xsd:string ;
    chebi:monoisotopicmass "101.06080"^^xsd:string ;
    chebi:smiles "CC(C)(C)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "2,2-dimethylpropanoate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2,2-dimethylpropionate"^^xsd:string,
        "alpha,alpha-dimethylpropanoate"^^xsd:string,
        "alpha,alpha-dimethylpropionate"^^xsd:string,
        "neopentanoate"^^xsd:string,
        "trimethylacetate"^^xsd:string ;
    oboInOwl:id "CHEBI:63894"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:63925 a owl:Class ;
    oboInOwl:hasDbXref "CAS:41639-83-2"^^xsd:string,
        "PMID:18451496"^^xsd:string,
        "PMID:19084521"^^xsd:string,
        "PMID:19289115"^^xsd:string,
        "PMID:20019365"^^xsd:string,
        "PMID:21396362"^^xsd:string,
        "PMID:21788077"^^xsd:string,
        "PMID:21791206"^^xsd:string,
        "PMID:22124989"^^xsd:string,
        "PMID:22136089"^^xsd:string,
        "Reaxys:5911495"^^xsd:string ;
    rdfs:label "latanoprost free acid"^^xsd:string ;
    definition: "A prostaglandin Falpha that is an analogue of prostaglandin F2alpha in which the pentyl group has been replaced by 2-phenylethyl and where the the 13,14-double bond has undergone formal hydrogenation. Its isopropyl ester prodrug, latanoprost, is used in the treatment of open-angle glaucoma and ocular hypertension."^^xsd:string ;
    rdfs:subClassOf CHEBI:35868,
        CHEBI:36066,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:23018 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35674 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:39456 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C23H34O5"^^xsd:string ;
    chebi:inchi "InChI=1S/C23H34O5/c24-18(13-12-17-8-4-3-5-9-17)14-15-20-19(21(25)16-22(20)26)10-6-1-2-7-11-23(27)28/h1,3-6,8-9,18-22,24-26H,2,7,10-16H2,(H,27,28)/b6-1-/t18-,19+,20+,21-,22+/m0/s1"^^xsd:string ;
    chebi:inchikey "HNPFPERDNWXAGS-NFVOFSAMSA-N"^^xsd:string ;
    chebi:mass "390.51310"^^xsd:string ;
    chebi:monoisotopicmass "390.24062"^^xsd:string ;
    chebi:smiles "O[C@H](CC[C@H]1[C@H](O)C[C@H](O)[C@@H]1C\\C=C/CCCC(O)=O)CCc1ccccc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "(5Z)-7-{(1R,2R,3R,5S)-3,5-dihydroxy-2-[(3R)-3-hydroxy-5-phenylpentyl]cyclopentyl}hept-5-enoic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "13,14-dihydro-17-phenyl-18,19,20-trinor-PGF2alpha"^^xsd:string,
        "latanoprost acid"^^xsd:string,
        "Phxa 85"^^xsd:string ;
    oboInOwl:id "CHEBI:63925"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:63944 a owl:Class ;
    rdfs:label "macrocyclic lactone"^^xsd:string ;
    definition: "Any lactone in which the cyclic carboxylic ester group forms a part of a cyclic macromolecule."^^xsd:string ;
    rdfs:subClassOf CHEBI:25000,
        CHEBI:51026 ;
    oboInOwl:hasAlternativeId "CHEBI:50333"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "macrocyclic lactones"^^xsd:string ;
    oboInOwl:id "CHEBI:63944"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:64009 a owl:Class ;
    rdfs:label "hydroperoxy fatty acid"^^xsd:string ;
    definition: "Any fatty acid carrying one or more hydroperoxy substituents."^^xsd:string ;
    rdfs:subClassOf CHEBI:35366,
        CHEBI:61051,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:64012 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "hydroperoxy fatty acids"^^xsd:string ;
    oboInOwl:id "CHEBI:64009"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:64012 a owl:Class ;
    rdfs:label "hydroperoxy fatty acid anion"^^xsd:string ;
    definition: "A fatty acid anion that is the conjugate base of any hydroperoxy fatty acid, formed by deprotonation of the carboxylic acid moiety."^^xsd:string ;
    rdfs:subClassOf CHEBI:28868,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:64009 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "hydroperoxy fatty acid anions"^^xsd:string ;
    oboInOwl:id "CHEBI:64012"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:64018 a owl:Class ;
    rdfs:label "protein kinase C agonist"^^xsd:string ;
    definition: "An agonist that selectively binds to and activates a protein kinase C receptor"^^xsd:string ;
    rdfs:subClassOf CHEBI:64106 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "protein kinase C agonists"^^xsd:string ;
    oboInOwl:id "CHEBI:64018"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:64047 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Food_additive"^^xsd:string ;
    rdfs:label "food additive"^^xsd:string ;
    definition: "Any substance which is added to food to preserve or enhance its flavour and/or appearance."^^xsd:string ;
    rdfs:subClassOf CHEBI:33232,
        CHEBI:78295 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "food additives"^^xsd:string ;
    oboInOwl:id "CHEBI:64047"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:64049 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Acidity_regulator"^^xsd:string ;
    rdfs:label "food acidity regulator"^^xsd:string ;
    definition: "A food additive that is used to change or otherwise control the acidity or alkalinity of foods. They may be acids, bases, neutralising agents or buffering agents."^^xsd:string ;
    rdfs:subClassOf CHEBI:64047 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "acidity regulator"^^xsd:string,
        "acidity regulators"^^xsd:string,
        "food acidity regulators"^^xsd:string,
        "pH control agent"^^xsd:string,
        "pH control agents"^^xsd:string ;
    oboInOwl:id "CHEBI:64049"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:64096 a owl:Class ;
    rdfs:label "benzodioxine"^^xsd:string ;
    definition: "Any organic heterobicyclic compound containing ortho-fused benzene and dioxine rings."^^xsd:string ;
    rdfs:subClassOf CHEBI:27171,
        CHEBI:38104 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "benzodioxines"^^xsd:string ;
    oboInOwl:id "CHEBI:64096"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:64106 a owl:Class ;
    rdfs:label "protein kinase agonist"^^xsd:string ;
    definition: "An agonist that selectively binds to and activates a protein kinase receptor."^^xsd:string ;
    rdfs:subClassOf CHEBI:48705 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "protein kinase agonists"^^xsd:string ;
    oboInOwl:id "CHEBI:64106"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:64197 a owl:Class ;
    rdfs:label "paroxetinium(1+)"^^xsd:string ;
    definition: "An organic cation that is the conjugate acid of paroxetine, arising from protonation of the piperidine nitrogen."^^xsd:string ;
    rdfs:subClassOf CHEBI:25697,
        CHEBI:35274,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:7936 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C19H21FNO3"^^xsd:string ;
    chebi:inchi "InChI=1S/C19H20FNO3/c20-15-3-1-13(2-4-15)17-7-8-21-10-14(17)11-22-16-5-6-18-19(9-16)24-12-23-18/h1-6,9,14,17,21H,7-8,10-12H2/p+1/t14-,17-/m0/s1"^^xsd:string ;
    chebi:inchikey "AHOUBRCZNHFOSL-YOEHRIQHSA-O"^^xsd:string ;
    chebi:mass "330.37330"^^xsd:string ;
    chebi:monoisotopicmass "330.15000"^^xsd:string ;
    chebi:smiles "[H][C@]1(CC[NH2+]C[C@H]1COc1ccc2OCOc2c1)c1ccc(F)cc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "(3S,4R)-3-[(1,3-benzodioxol-5-yloxy)methyl]-4-(4-fluorophenyl)piperidinium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "paroxetine cation"^^xsd:string,
        "paroxetine(1+)"^^xsd:string,
        "paroxetinium cation"^^xsd:string ;
    oboInOwl:id "CHEBI:64197"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:64209 a owl:Class ;
    rdfs:label "clomipramine(1+)"^^xsd:string ;
    definition: "An ammonium ion resulting from the protonation of the dimethyl-substituted amino group of clomipramine."^^xsd:string ;
    rdfs:subClassOf CHEBI:25697,
        CHEBI:35274,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:47780 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C19H24ClN2"^^xsd:string ;
    chebi:inchi "InChI=1S/C19H23ClN2/c1-21(2)12-5-13-22-18-7-4-3-6-15(18)8-9-16-10-11-17(20)14-19(16)22/h3-4,6-7,10-11,14H,5,8-9,12-13H2,1-2H3/p+1"^^xsd:string ;
    chebi:inchikey "GDLIGKIOYRNHDA-UHFFFAOYSA-O"^^xsd:string ;
    chebi:mass "315.86000"^^xsd:string ;
    chebi:monoisotopicmass "315.16225"^^xsd:string ;
    chebi:smiles "C[NH+](C)CCCN1c2ccccc2CCc2ccc(Cl)cc12"^^xsd:string ;
    oboInOwl:hasExactSynonym "3-(3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)-N,N-dimethylpropan-1-aminium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:64209"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:64214 a owl:Class ;
    rdfs:label "sertraline(1+)"^^xsd:string ;
    definition: "An ammonium ion resulting from the protonation of the amino group of sertraline."^^xsd:string ;
    rdfs:subClassOf CHEBI:25697,
        CHEBI:35274,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:9123 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C17H18Cl2N"^^xsd:string ;
    chebi:inchi "InChI=1S/C17H17Cl2N/c1-20-17-9-7-12(13-4-2-3-5-14(13)17)11-6-8-15(18)16(19)10-11/h2-6,8,10,12,17,20H,7,9H2,1H3/p+1/t12-,17-/m0/s1"^^xsd:string ;
    chebi:inchikey "VGKDLMBJGBXTGI-SJCJKPOMSA-O"^^xsd:string ;
    chebi:mass "307.23800"^^xsd:string ;
    chebi:monoisotopicmass "306.08108"^^xsd:string ;
    chebi:smiles "[H][C@]1(CC[C@H]([NH2+]C)c2ccccc12)c1ccc(Cl)c(Cl)c1"^^xsd:string ;
    oboInOwl:hasExactSynonym "(1S,4S)-4-(3,4-dichlorophenyl)-N-methyl-1,2,3,4-tetrahydronaphthalen-1-aminium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:64214"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:64268 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:CPD-13804"^^xsd:string ;
    rdfs:label "erythromycin A(1+)"^^xsd:string ;
    definition: "An erythromycin cation that is the conjugate acid of erythromycin A, arising from protonation of the tertiary amino group on the 3,4,6-trideoxy-3-(dimethylamino)-beta-D-xylo-hexopyranosyl residue; major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:64290,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:42355 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76969 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C37H68NO13"^^xsd:string ;
    chebi:inchi "InChI=1S/C37H67NO13/c1-14-25-37(10,45)30(41)20(4)27(39)18(2)16-35(8,44)32(51-34-28(40)24(38(11)12)15-19(3)47-34)21(5)29(22(6)33(43)49-25)50-26-17-36(9,46-13)31(42)23(7)48-26/h18-26,28-32,34,40-42,44-45H,14-17H2,1-13H3/p+1/t18-,19-,20+,21+,22-,23+,24+,25-,26+,28-,29+,30-,31+,32-,34+,35-,36-,37-/m1/s1"^^xsd:string ;
    chebi:inchikey "ULGZDMOVFRHVEP-RWJQBGPGSA-O"^^xsd:string ;
    chebi:mass "734.93470"^^xsd:string ;
    chebi:monoisotopicmass "734.46852"^^xsd:string ;
    chebi:smiles "CC[C@H]1OC(=O)[C@H](C)[C@@H](O[C@H]2C[C@@](C)(OC)[C@@H](O)[C@H](C)O2)[C@H](C)[C@@H](O[C@@H]2O[C@H](C)C[C@@H]([C@H]2O)[NH+](C)C)[C@](C)(O)C[C@@H](C)C(=O)[C@H](C)[C@@H](O)[C@]1(C)O"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "erythromycin A"^^xsd:string,
        "erythromycin A cation"^^xsd:string ;
    oboInOwl:id "CHEBI:64268"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:64276 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:605390"^^xsd:string,
        "CAS:111-30-8"^^xsd:string,
        "Drug_Central:3267"^^xsd:string,
        "HMDB:HMDB0029599"^^xsd:string,
        "KEGG:C12518"^^xsd:string,
        "KEGG:D01120"^^xsd:string,
        "PDBeChem:PTD"^^xsd:string,
        "PMID:7701454"^^xsd:string,
        "PMID:9582689"^^xsd:string,
        "PMID:10672649"^^xsd:string,
        "PMID:11378863"^^xsd:string,
        "PMID:22020189"^^xsd:string,
        "PMID:22221459"^^xsd:string,
        "PMID:22233542"^^xsd:string,
        "PMID:22266295"^^xsd:string,
        "PMID:22269730"^^xsd:string,
        "PMID:22348538"^^xsd:string,
        "PMID:22351440"^^xsd:string,
        "PMID:24332617"^^xsd:string,
        "PPDB:1567"^^xsd:string,
        "Reaxys:605390"^^xsd:string,
        "Wikipedia:Glutaraldehyde"^^xsd:string ;
    rdfs:label "glutaraldehyde"^^xsd:string ;
    definition: "A dialdehyde comprised of pentane with aldehyde functions at C-1 and C-5."^^xsd:string ;
    rdfs:subClassOf CHEBI:38124,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48219 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50684 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50913 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5H8O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H8O2/c6-4-2-1-3-5-7/h4-5H,1-3H2"^^xsd:string ;
    chebi:inchikey "SXRSQZLOMIGNAQ-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "100.11580"^^xsd:string ;
    chebi:monoisotopicmass "100.05243"^^xsd:string ;
    chebi:smiles "O=CCCCC=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:45072"^^xsd:string ;
    oboInOwl:hasExactSynonym "Glutaraldehyde"^^xsd:string,
        "pentanedial"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1,3-Diformylpropane"^^xsd:string,
        "1,5-Pentanedial"^^xsd:string,
        "1,5-Pentanedione"^^xsd:string,
        "Glutaral"^^xsd:string,
        "glutaral"^^xsd:string,
        "glutaralum"^^xsd:string,
        "Glutardialdehyde"^^xsd:string,
        "Glutaric acid dialdehyde"^^xsd:string,
        "Glutaric dialdehyde"^^xsd:string,
        "PENTANEDIAL"^^xsd:string ;
    oboInOwl:id "CHEBI:64276"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:64290 a owl:Class ;
    rdfs:label "erythromycin cation"^^xsd:string ;
    definition: "An organic cation obtained by protonation of any erythromycin."^^xsd:string ;
    rdfs:subClassOf CHEBI:25697,
        CHEBI:35274,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:48923 ] ;
    oboInOwl:hasExactSynonym "erythromycin cation"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:64290"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:64338 a owl:Class ;
    rdfs:label "K-ATP channel agonist"^^xsd:string ;
    definition: "A compound which acts as an agonist at the ATP-sensitive K+ channel."^^xsd:string ;
    rdfs:subClassOf CHEBI:48705 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "ATP-sensitive K(+) channel agonist"^^xsd:string,
        "ATP-sensitive K(+) channel agonists"^^xsd:string,
        "ATP-sensitive K+ channel agonist"^^xsd:string,
        "ATP-sensitive K+ channel agonists"^^xsd:string,
        "ATP-sensitive K+ channel opener"^^xsd:string,
        "ATP-sensitive K+ channel openers"^^xsd:string,
        "K(ATP) channel agonist"^^xsd:string,
        "K(ATP) channel agonists"^^xsd:string,
        "K-ATP channel agonists"^^xsd:string ;
    oboInOwl:id "CHEBI:64338"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:64345 a owl:Class ;
    oboInOwl:hasDbXref "Patent:EP2060919"^^xsd:string,
        "PMID:15373456"^^xsd:string,
        "Wikipedia:Matrix-assisted_laser_desorption/ionization#Matrix"^^xsd:string ;
    rdfs:label "MALDI matrix material"^^xsd:string ;
    definition: "A compound used to form the matrix for MALDI (matrix-assisted laser desorption/ionization) mass spectrometry. MALDI matrix materials are crystalline compounds with a fairly low molecular weight, so as to allow facile vaporization, have strong absorption at UV or IR wavelengths (to rapidly and efficiently absorb laser irradiation), generally contain polar groups (enabling them to be used in aqueous solutions) and are frequently acidic (so assisting ionisation of the compound being studied, which is contained within the matrix material)."^^xsd:string ;
    rdfs:subClassOf CHEBI:33232 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "'matrix-assisted laser desorption/ionization' matrix material"^^xsd:string,
        "'matrix-assisted laser desorption/ionization' matrix materials"^^xsd:string,
        "MALDI matrix materials"^^xsd:string,
        "MALDI matrix solution"^^xsd:string,
        "MALDI matrix solutions"^^xsd:string ;
    oboInOwl:id "CHEBI:64345"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:64364 a owl:Class ;
    rdfs:label "sumatriptan(1+)"^^xsd:string ;
    definition: "An organic cation obtained by protonation of the tertiary amino function of sumatriptan."^^xsd:string ;
    rdfs:subClassOf CHEBI:25697,
        CHEBI:35274,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:10650 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C14H22N3O2S"^^xsd:string ;
    chebi:inchi "InChI=1S/C14H21N3O2S/c1-15-20(18,19)10-11-4-5-14-13(8-11)12(9-16-14)6-7-17(2)3/h4-5,8-9,15-16H,6-7,10H2,1-3H3/p+1"^^xsd:string ;
    chebi:inchikey "KQKPFRSPSRPDEB-UHFFFAOYSA-O"^^xsd:string ;
    chebi:mass "296.40800"^^xsd:string ;
    chebi:monoisotopicmass "296.14272"^^xsd:string ;
    chebi:smiles "CNS(=O)(=O)Cc1ccc2[nH]cc(CC[NH+](C)C)c2c1"^^xsd:string ;
    oboInOwl:hasExactSynonym "N,N-dimethyl-2-{5-[(methylsulfamoyl)methyl]-1H-indol-3-yl}ethanaminium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "sumatriptan cation"^^xsd:string ;
    oboInOwl:id "CHEBI:64364"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:64365 a owl:Class ;
    rdfs:label "aralkylamino compound"^^xsd:string ;
    definition: "An organic amino compound in which an aminoalkyl group is linked to an arene."^^xsd:string ;
    rdfs:subClassOf CHEBI:50047 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "aralkylamino compounds"^^xsd:string ;
    oboInOwl:id "CHEBI:64365"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:64382 a owl:Class ;
    rdfs:label "organosulfonate salt"^^xsd:string ;
    definition: "Any organic salt prepared using an organosulfonic acid as the acid component."^^xsd:string ;
    rdfs:subClassOf CHEBI:24868,
        CHEBI:33261 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "organosulfonate salts"^^xsd:string,
        "organosulphonate salt"^^xsd:string,
        "organosulphonate salts"^^xsd:string ;
    oboInOwl:id "CHEBI:64382"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:64383 a owl:Class ;
    rdfs:label "pentamidinium(2+)"^^xsd:string ;
    definition: "A carboxamidinium ion obtained by protonation of both amindino groups of pentamidine."^^xsd:string ;
    rdfs:subClassOf CHEBI:77718,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:45081 ] ;
    chebi:charge "+2"^^xsd:string ;
    chebi:formula "C19H26N4O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C19H24N4O2/c20-18(21)14-4-8-16(9-5-14)24-12-2-1-3-13-25-17-10-6-15(7-11-17)19(22)23/h4-11H,1-3,12-13H2,(H3,20,21)(H3,22,23)/p+2"^^xsd:string ;
    chebi:inchikey "XDRYMKDFEDOLFX-UHFFFAOYSA-P"^^xsd:string ;
    chebi:mass "342.43420"^^xsd:string ;
    chebi:monoisotopicmass "342.20448"^^xsd:string ;
    chebi:smiles "NC(=[NH2+])c1ccc(OCCCCCOc2ccc(cc2)C(N)=[NH2+])cc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "[pentane-1,5-diylbis(oxy-4,1-phenylene)]bis(aminomethaniminium)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "pentamidine dication"^^xsd:string,
        "pentamidine(2+)"^^xsd:string,
        "pentamidinium cation"^^xsd:string,
        "pentamidinium dication"^^xsd:string ;
    oboInOwl:id "CHEBI:64383"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:64416 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Arogenate_dehydrogenase"^^xsd:string ;
    rdfs:label "EC 1.3.1.43 (arogenate dehydrogenase) inhibitor"^^xsd:string ;
    definition: "An EC 1.3.1.* (oxidoreductase acting on CH-CH group of donor, NAD(+) or NADP(+) as acceptor) inhibitor that interferes with the action of arogenate dehydrogenase (EC 1.3.1.43)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76857 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "arogenate dehydrogenase (EC 1.3.1.43) inhibitor"^^xsd:string,
        "arogenate dehydrogenase (EC 1.3.1.43) inhibitors"^^xsd:string,
        "arogenate dehydrogenase inhibitor"^^xsd:string,
        "arogenate dehydrogenase inhibitors"^^xsd:string,
        "cyclohexadienyl dehydrogenase inhibitor"^^xsd:string,
        "cyclohexadienyl dehydrogenase inhibitors"^^xsd:string,
        "EC 1.3.1.43 (arogenate dehydrogenase) inhibitors"^^xsd:string,
        "EC 1.3.1.43 inhibitor"^^xsd:string,
        "EC 1.3.1.43 inhibitors"^^xsd:string,
        "L-arogenate:NAD(+) oxidoreductase (decarboxylating) inhibitor"^^xsd:string,
        "L-arogenate:NAD(+) oxidoreductase (decarboxylating) inhibitors"^^xsd:string,
        "L-arogenate:NAD+ oxidoreductase (decarboxylating) inhibitor"^^xsd:string,
        "L-arogenate:NAD+ oxidoreductase (decarboxylating) inhibitors"^^xsd:string,
        "L-arogenate:NAD+ oxidoreductase inhibitor"^^xsd:string,
        "L-arogenate:NAD+ oxidoreductase inhibitors"^^xsd:string,
        "TyrA(a) inhibitor"^^xsd:string,
        "TyrA(a) inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:64416"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:64459 a owl:Class ;
    rdfs:label "biaryl"^^xsd:string ;
    definition: "An organic aromatic compound whose structure contains two aromatic rings or ring systems, joined to each other by a single bond."^^xsd:string ;
    rdfs:subClassOf CHEBI:33659 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "biaryls"^^xsd:string ;
    oboInOwl:id "CHEBI:64459"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:64477 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Monolignol"^^xsd:string ;
    rdfs:label "monolignol"^^xsd:string ;
    definition: "A metabolite of plant origin (phytochemical) which acts as a source material for biosynthesis of both lignans and lignin."^^xsd:string ;
    rdfs:subClassOf CHEBI:76924 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "monolignols"^^xsd:string ;
    oboInOwl:id "CHEBI:64477"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:64509 a owl:Class ;
    rdfs:label "oxapenam"^^xsd:string ;
    definition: "A fused-ring beta-lactam system where the beta-lactam ring is fused to a 1,3-oxazolidine ring."^^xsd:string ;
    rdfs:subClassOf CHEBI:35627 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5H6NO2R"^^xsd:string ;
    chebi:mass "112.107"^^xsd:string ;
    chebi:monoisotopicmass "112.03985"^^xsd:string ;
    chebi:smiles "[*]C1[C@H]2OCCN2C1=O"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "oxapenams"^^xsd:string ;
    oboInOwl:id "CHEBI:64509"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:64554 a owl:Class ;
    rdfs:label "tryptophan zwitterion"^^xsd:string ;
    definition: "An amino acid zwitterion obtained by transfer of a proton from the carboxy to the amino group of tryptophan; major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:35238,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:27897 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C11H12N2O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C11H12N2O2/c12-9(11(14)15)5-7-6-13-10-4-2-1-3-8(7)10/h1-4,6,9,13H,5,12H2,(H,14,15)"^^xsd:string ;
    chebi:inchikey "QIVBCDIJIAJPQS-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "204.22520"^^xsd:string ;
    chebi:monoisotopicmass "204.08988"^^xsd:string ;
    chebi:smiles "[NH3+]C(Cc1c[nH]c2ccccc12)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-azaniumyl-3-(1H-indol-3-yl)propanoate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-ammonio-3-(1H-indol-3-yl)propanoate"^^xsd:string ;
    oboInOwl:id "CHEBI:64554"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:64558 a owl:Class ;
    rdfs:label "methionine zwitterion"^^xsd:string ;
    definition: "An amino acid zwitterion arising from transfer of a proton from the carboxy to the amino group of methionine; major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:35238,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:16811 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5H11NO2S"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H11NO2S/c1-9-3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)"^^xsd:string ;
    chebi:inchikey "FFEARJCKVFRZRR-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "149.21100"^^xsd:string ;
    chebi:monoisotopicmass "149.05105"^^xsd:string ;
    chebi:smiles "CSCCC([NH3+])C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-azaniumyl-4-(methylsulfanyl)butanoate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-ammonio-4-(methylsulfanyl)butanoate"^^xsd:string,
        "methionine"^^xsd:string ;
    oboInOwl:id "CHEBI:64558"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:64570 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Glycine_hydroxymethyltransferase"^^xsd:string ;
    rdfs:label "EC 2.1.2.1 (glycine hydroxymethyltransferase) inhibitor"^^xsd:string ;
    definition: "An EC 2.1.2.* (hydroxymethyl-, formyl- and related transferases) inhibitor that interferes with the action of glycine hydroxymethyltransferase (EC 2.1.2.1)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76874 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "5,10-methylenetetrahydrofolate:glycine hydroxymethyltransferase inhibitor"^^xsd:string,
        "5,10-methylenetetrahydrofolate:glycine hydroxymethyltransferase inhibitors"^^xsd:string,
        "allothreonine aldolase inhibitor"^^xsd:string,
        "allothreonine aldolase inhibitors"^^xsd:string,
        "EC 2.1.2.1 (glycine hydroxymethyltransferase) inhibitors"^^xsd:string,
        "EC 2.1.2.1 inhibitor"^^xsd:string,
        "EC 2.1.2.1 inhibitors"^^xsd:string,
        "glycine hydroxymethyltransferase (EC 2.1.2.1) inhibitor"^^xsd:string,
        "glycine hydroxymethyltransferase (EC 2.1.2.1) inhibitors"^^xsd:string,
        "glycine hydroxymethyltransferase inhibitor"^^xsd:string,
        "glycine hydroxymethyltransferase inhibitors"^^xsd:string,
        "L-serine hydroxymethyltransferase inhibitor"^^xsd:string,
        "L-serine hydroxymethyltransferase inhibitors"^^xsd:string,
        "L-threonine aldolase inhibitor"^^xsd:string,
        "L-threonine aldolase inhibitors"^^xsd:string,
        "serine aldolase inhibitor"^^xsd:string,
        "serine aldolase inhibitors"^^xsd:string,
        "serine hydroxymethylase inhibitor"^^xsd:string,
        "serine hydroxymethylase inhibitors"^^xsd:string,
        "serine hydroxymethyltransferase inhibitor"^^xsd:string,
        "serine hydroxymethyltransferase inhibitors"^^xsd:string,
        "serine transhydroxymethylase inhibitor"^^xsd:string,
        "serine transhydroxymethylase inhibitors"^^xsd:string,
        "threonine aldolase inhibitor"^^xsd:string,
        "threonine aldolase inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:64570"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:64571 a owl:Class ;
    rdfs:label "NMDA receptor agonist"^^xsd:string ;
    definition: "An excitatory amino acid agonist which binds to NMDA receptors and triggers a response."^^xsd:string ;
    rdfs:subClassOf CHEBI:50103 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "N-methyl-D-aspartate receptor agonist"^^xsd:string,
        "N-methyl-D-aspartate receptor agonists"^^xsd:string,
        "NMDA receptor agonists"^^xsd:string,
        "NMDAR agonist"^^xsd:string,
        "NMDAR agonists"^^xsd:string ;
    oboInOwl:id "CHEBI:64571"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:64577 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Flour_treatment_agent"^^xsd:string ;
    rdfs:label "flour treatment agent"^^xsd:string ;
    definition: "A food additive which is added to flour or dough to improve baking quality and/or colour."^^xsd:string ;
    rdfs:subClassOf CHEBI:64047 ;
    oboInOwl:hasExactSynonym "flour treatment agent"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "dough improver"^^xsd:string,
        "dough improvers"^^xsd:string,
        "improving agent"^^xsd:string,
        "improving agents"^^xsd:string ;
    oboInOwl:id "CHEBI:64577"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:64584 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Uremic_toxin"^^xsd:string ;
    rdfs:label "uremic toxin"^^xsd:string ;
    definition: "A toxin that accumulates in patients with chronic kidney disease."^^xsd:string ;
    rdfs:subClassOf CHEBI:27026 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "uremic toxins"^^xsd:string ;
    oboInOwl:id "CHEBI:64584"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:64600 a owl:Class ;
    rdfs:label "C21-steroid hormone"^^xsd:string ;
    definition: "A steroid compound with a structure based on a 21-carbon (pregnane) skeleton that acts as a hormone."^^xsd:string ;
    rdfs:subClassOf CHEBI:26764,
        CHEBI:61313 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "C21-steroid hormones"^^xsd:string ;
    oboInOwl:id "CHEBI:64600"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:64618 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Phosphagen"^^xsd:string ;
    rdfs:label "phosphagen"^^xsd:string ;
    definition: "Any of a group of guanidine or amidine phosphates that function as storage depots for high-energy phosphate in muscle with the purpose of regenerating ATP from ADP during muscular contraction."^^xsd:string ;
    rdfs:subClassOf CHEBI:25703,
        CHEBI:83821 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:64618"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:64621 a owl:Class ;
    rdfs:label "quercetin O-glucoside"^^xsd:string ;
    definition: "A quercetin O-glycoside that is an O-glucosylated derivative of quercetin."^^xsd:string ;
    rdfs:subClassOf CHEBI:76424 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "quercetin O-glucosides"^^xsd:string ;
    oboInOwl:id "CHEBI:64621"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:64634 a owl:Class ;
    rdfs:label "kaempferol O-glucoside"^^xsd:string ;
    definition: "A glycosyloxyflavone that is an O-glucosylated derivative of kaempferol."^^xsd:string ;
    rdfs:subClassOf CHEBI:50018,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:28499 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:64634"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:64637 a owl:Class ;
    oboInOwl:hasDbXref "PMID:27101383"^^xsd:string,
        "PMID:27288973"^^xsd:string,
        "PMID:27308202"^^xsd:string,
        "PMID:27308210"^^xsd:string,
        "PMID:27577896"^^xsd:string ;
    rdfs:label "O-polysaccharide"^^xsd:string ;
    definition: "A repetitive glycan polysaccharide contained within a lipopolysaccharide (LPS). The O-antigen is attached to the core oligosaccharide, and comprises the outermost domain of the LPS molecule."^^xsd:string ;
    rdfs:subClassOf CHEBI:65212 ;
    oboInOwl:hasAlternativeId "CHEBI:59542"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "O antigen"^^xsd:string,
        "O polysaccharide"^^xsd:string,
        "O-polysaccharides"^^xsd:string ;
    oboInOwl:id "CHEBI:64637"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:64641 a owl:Class ;
    rdfs:label "divalent inorganic cation"^^xsd:string ;
    definition: "An inorganic cation with a valency of two."^^xsd:string ;
    rdfs:subClassOf CHEBI:36915 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:64641"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:64677 a owl:Class ;
    rdfs:label "daunorubicin(1+)"^^xsd:string ;
    definition: "An anthracycline cation that is the conjugate acid of daunorubicin, arising from protonation of the amino group."^^xsd:string ;
    rdfs:subClassOf CHEBI:64678,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:41977 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C27H30NO10"^^xsd:string ;
    chebi:inchi "InChI=1S/C27H29NO10/c1-10-22(30)14(28)7-17(37-10)38-16-9-27(35,11(2)29)8-13-19(16)26(34)21-20(24(13)32)23(31)12-5-4-6-15(36-3)18(12)25(21)33/h4-6,10,14,16-17,22,30,32,34-35H,7-9,28H2,1-3H3/p+1/t10-,14-,16-,17-,22+,27-/m0/s1"^^xsd:string ;
    chebi:inchikey "STQGQHZAVUOBTE-VGBVRHCVSA-O"^^xsd:string ;
    chebi:mass "528.52780"^^xsd:string ;
    chebi:monoisotopicmass "528.18642"^^xsd:string ;
    chebi:smiles "COc1cccc2C(=O)c3c(O)c4C[C@](O)(C[C@H](O[C@H]5C[C@H]([NH3+])[C@H](O)[C@H](C)O5)c4c(O)c3C(=O)c12)C(C)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(1S,3S)-3-acetyl-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-1-yl 3-azaniumyl-2,3,6-trideoxy-alpha-L-lyxo-hexopyranoside"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(1S,3S)-3-acetyl-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-1-yl 3-ammmonio-2,3,6-trideoxy-alpha-L-lyxo-hexopyranoside"^^xsd:string,
        "daunorubicin"^^xsd:string,
        "daunorubicin (+1)"^^xsd:string,
        "daunorubicin cation"^^xsd:string ;
    oboInOwl:id "CHEBI:64677"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:64678 a owl:Class ;
    rdfs:label "anthracycline cation"^^xsd:string ;
    definition: "An organic cation obtained by protonation of any anthracycline."^^xsd:string ;
    rdfs:subClassOf CHEBI:25697,
        CHEBI:35274,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:48120 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "anthracycline cations"^^xsd:string ;
    oboInOwl:id "CHEBI:64678"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:64682 a owl:Class ;
    rdfs:label "metronidazole(1+)"^^xsd:string ;
    definition: "An organic cation resulting from the addition of a proton to metronidazole."^^xsd:string ;
    rdfs:subClassOf CHEBI:25697,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:6909 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C6H10N3O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H9N3O3/c1-5-7-4-6(9(11)12)8(5)2-3-10/h4,10H,2-3H2,1H3/p+1"^^xsd:string ;
    chebi:inchikey "VAOCPAMSLUNLGC-UHFFFAOYSA-O"^^xsd:string ;
    chebi:mass "172.16190"^^xsd:string ;
    chebi:monoisotopicmass "172.07167"^^xsd:string ;
    chebi:smiles "[H+].Cc1ncc(n1CCO)[N+]([O-])=O"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:64682"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:64708 a owl:Class ;
    rdfs:label "one-carbon compound"^^xsd:string ;
    definition: "An organic molecular entity containing a single carbon atom (C1)."^^xsd:string ;
    rdfs:subClassOf CHEBI:50860 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "one-carbon compounds"^^xsd:string ;
    oboInOwl:id "CHEBI:64708"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:64709 a owl:Class ;
    rdfs:label "organic acid"^^xsd:string ;
    definition: "Any organic molecular entity that is acidic and contains carbon in covalent linkage."^^xsd:string ;
    rdfs:subClassOf CHEBI:50860 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "organic acids"^^xsd:string ;
    oboInOwl:id "CHEBI:64709"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:64766 a owl:Class ;
    rdfs:label "cationic group"^^xsd:string ;
    definition: "A group that carries an overall positive charge."^^xsd:string ;
    rdfs:subClassOf CHEBI:24433 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "cationic groups"^^xsd:string ;
    oboInOwl:id "CHEBI:64766"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:64767 a owl:Class ;
    rdfs:label "anionic group"^^xsd:string ;
    definition: "A group that carries an overall negative charge."^^xsd:string ;
    rdfs:subClassOf CHEBI:24433 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "anionic groups"^^xsd:string ;
    oboInOwl:id "CHEBI:64767"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:64769 a owl:Class ;
    rdfs:label "organic cationic group"^^xsd:string ;
    definition: "A cationic group that contains carbon."^^xsd:string ;
    rdfs:subClassOf CHEBI:64766 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "organic cationic groups"^^xsd:string ;
    oboInOwl:id "CHEBI:64769"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:64775 a owl:Class ;
    rdfs:label "organic anionic group"^^xsd:string ;
    definition: "An anionic group that contains carbon."^^xsd:string ;
    rdfs:subClassOf CHEBI:64767 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "organic anionic groups"^^xsd:string ;
    oboInOwl:id "CHEBI:64775"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:64816 a owl:Class ;
    oboInOwl:hasDbXref "Reaxys:5898339"^^xsd:string ;
    rdfs:label "doxorubicin(1+)"^^xsd:string ;
    definition: "An anthracycline cation that is the conjugate acid of doxorubicin, arising from protonation of the amino group; major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:64678,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:28748 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C27H30NO11"^^xsd:string ;
    chebi:inchi "InChI=1S/C27H29NO11/c1-10-22(31)13(28)6-17(38-10)39-15-8-27(36,16(30)9-29)7-12-19(15)26(35)21-20(24(12)33)23(32)11-4-3-5-14(37-2)18(11)25(21)34/h3-5,10,13,15,17,22,29,31,33,35-36H,6-9,28H2,1-2H3/p+1/t10-,13-,15-,17-,22+,27-/m0/s1"^^xsd:string ;
    chebi:inchikey "AOJJSUZBOXZQNB-TZSSRYMLSA-O"^^xsd:string ;
    chebi:mass "544.52720"^^xsd:string ;
    chebi:monoisotopicmass "544.18134"^^xsd:string ;
    chebi:smiles "COc1cccc2C(=O)c3c(O)c4C[C@](O)(C[C@H](O[C@H]5C[C@H]([NH3+])[C@H](O)[C@H](C)O5)c4c(O)c3C(=O)c12)C(=O)CO"^^xsd:string ;
    oboInOwl:hasExactSynonym "(1S,3S)-3,5,12-trihydroxy-3-(hydroxyacetyl)-10-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-1-yl 3-azaniumyl-2,3,6-trideoxy-alpha-L-lyxo-hexopyranoside"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "doxorubicin"^^xsd:string,
        "doxorubicin cation"^^xsd:string ;
    oboInOwl:id "CHEBI:64816"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:64857 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Cosmetics"^^xsd:string ;
    rdfs:label "cosmetic"^^xsd:string ;
    definition: "The role played by a substance in enhancing the appearance or odour of the human body; a name given to the substance itself or to a component of it."^^xsd:string ;
    rdfs:subClassOf CHEBI:33232 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "cosmetic component"^^xsd:string,
        "cosmetics"^^xsd:string ;
    oboInOwl:id "CHEBI:64857"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:64898 a owl:Class ;
    rdfs:label "anionic amino-acid residue"^^xsd:string ;
    definition: "An amino-acid residue carrying an overall negative charge."^^xsd:string ;
    rdfs:subClassOf CHEBI:64775 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:64898"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:64909 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Poison"^^xsd:string ;
    rdfs:label "poison"^^xsd:string ;
    definition: "Any substance that causes disturbance to organisms by chemical reaction or other activity on the molecular scale, when a sufficient quantity is absorbed by the organism."^^xsd:string ;
    rdfs:subClassOf CHEBI:24432 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "poisonous agent"^^xsd:string,
        "poisonous agents"^^xsd:string,
        "poisonous substance"^^xsd:string,
        "poisonous substances"^^xsd:string,
        "poisons"^^xsd:string,
        "toxic agent"^^xsd:string,
        "toxic agents"^^xsd:string,
        "toxic substance"^^xsd:string,
        "toxic substances"^^xsd:string ;
    oboInOwl:id "CHEBI:64909"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:64911 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Mitotic_inhibitor"^^xsd:string ;
    rdfs:label "antimitotic"^^xsd:string ;
    definition: "Any compound that inhibits cell division (mitosis)."^^xsd:string ;
    rdfs:subClassOf CHEBI:52210 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "antimitotics"^^xsd:string,
        "mitosis inhibitor"^^xsd:string,
        "mitosis inhibitors"^^xsd:string,
        "mitotic inhibitor"^^xsd:string,
        "mitotic inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:64911"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:64912 a owl:Class ;
    rdfs:label "antimycobacterial drug"^^xsd:string ;
    definition: "A drug used to treat or prevent infections caused by Mycobacteria, a genus of actinobacteria. Aerobic and nonmotile, members of the genus include the pathogens responsible for causing tuberculosis and leprosy."^^xsd:string ;
    rdfs:subClassOf CHEBI:36047 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "antimycobacterial agent"^^xsd:string,
        "antimycobacterial agents"^^xsd:string,
        "antimycobacterial drugs"^^xsd:string,
        "antimycobacterials"^^xsd:string,
        "antimycobacterium"^^xsd:string ;
    oboInOwl:id "CHEBI:64912"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:64915 a owl:Class ;
    rdfs:label "antiplasmodial drug"^^xsd:string ;
    definition: "An antiparasitic drug which is effective against Apicomplexan parasites in the genus Plasmodium. The genus contains over 200 species and includes those responsible for malaria."^^xsd:string ;
    rdfs:subClassOf CHEBI:35820 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "antiplasmodial agent"^^xsd:string,
        "antiplasmodial agents"^^xsd:string,
        "antiplasmodial drugs"^^xsd:string,
        "antiplasmodium agent"^^xsd:string,
        "antiplasmodium agents"^^xsd:string,
        "antiplasmodium drug"^^xsd:string,
        "antiplasmodium drugs"^^xsd:string ;
    oboInOwl:id "CHEBI:64915"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:64946 a owl:Class ;
    rdfs:label "anti-HIV agent"^^xsd:string ;
    definition: "An antiviral agent that destroys or inhibits the replication of the human immunodeficiency virus."^^xsd:string ;
    rdfs:subClassOf CHEBI:22587 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "anti-AIDS agent"^^xsd:string,
        "anti-AIDS agents"^^xsd:string,
        "anti-HIV agents"^^xsd:string ;
    oboInOwl:id "CHEBI:64946"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:64947 a owl:Class ;
    rdfs:label "anti-HIV-1 agent"^^xsd:string ;
    definition: "An anti-HIV agent that destroys or inhibits the replication of HIV-1, the more infective and more virulent of the two types of HIV virus."^^xsd:string ;
    rdfs:subClassOf CHEBI:64946 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "anti-HIV-1 agents"^^xsd:string,
        "anti-HTLV-III agent"^^xsd:string,
        "anti-HTLV-III agents"^^xsd:string,
        "anti-LAV agent"^^xsd:string,
        "anti-LAV agents"^^xsd:string ;
    oboInOwl:id "CHEBI:64947"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:64964 a owl:Class ;
    rdfs:label "EC 1.13.11.34 (arachidonate 5-lipoxygenase) inhibitor"^^xsd:string ;
    definition: "A lipoxygenase inhibitor that interferes with the action of arachidonate 5-lipoxygenase (EC 1.13.11.34)."^^xsd:string ;
    rdfs:subClassOf CHEBI:35856 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "5-lipoxygenase inhibitor"^^xsd:string,
        "5-lipoxygenase inhibitors"^^xsd:string,
        "5-LOX inhibitor"^^xsd:string,
        "5-LOX inhibitors"^^xsd:string,
        "5delta-lipoxygenase inhibitor"^^xsd:string,
        "5delta-lipoxygenase inhibitors"^^xsd:string,
        "arachidonate 5-lipoxygenase (EC 1.13.11.34) inhibitor"^^xsd:string,
        "arachidonate 5-lipoxygenase (EC 1.13.11.34) inhibitors"^^xsd:string,
        "arachidonate 5-lipoxygenase inhibitor"^^xsd:string,
        "arachidonate 5-lipoxygenase inhibitors"^^xsd:string,
        "arachidonic 5-lipoxygenase inhibitor"^^xsd:string,
        "arachidonic 5-lipoxygenase inhibitors"^^xsd:string,
        "arachidonic acid 5-lipoxygenase inhibitor"^^xsd:string,
        "arachidonic acid 5-lipoxygenase inhibitors"^^xsd:string,
        "C-5-lipoxygenase inhibitor"^^xsd:string,
        "C-5-lipoxygenase inhibitors"^^xsd:string,
        "delta(5)-lipoxygenase inhibitor"^^xsd:string,
        "delta(5)-lipoxygenase inhibitors"^^xsd:string,
        "EC 1.13.11.34 (arachidonate 5-lipoxygenase) inhibitors"^^xsd:string,
        "EC 1.13.11.34 inhibitor"^^xsd:string,
        "EC 1.13.11.34 inhibitors"^^xsd:string,
        "leukotriene A4 synthase inhibitor"^^xsd:string,
        "leukotriene A4 synthase inhibitors"^^xsd:string,
        "leukotriene-A4 synthase inhibitor"^^xsd:string,
        "leukotriene-A4 synthase inhibitors"^^xsd:string,
        "LTA synthase inhibitor"^^xsd:string,
        "LTA synthase inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:64964"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:64996 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:ALOX15"^^xsd:string ;
    rdfs:label "EC 1.13.11.33 (arachidonate 15-lipoxygenase) inhibitor"^^xsd:string ;
    definition: "A lipoxygenase inhibitor that interferes with the action of arachidonate 15-lipoxygenase (EC 1.13.11.33)."^^xsd:string ;
    rdfs:subClassOf CHEBI:35856 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "15-lipoxygenase inhibitor"^^xsd:string,
        "15-lipoxygenase inhibitors"^^xsd:string,
        "15-LOX inhibitor"^^xsd:string,
        "15-LOX inhibitors"^^xsd:string,
        "arachidonate 15-lipoxygenase (EC 1.13.11.33) inhibitor"^^xsd:string,
        "arachidonate 15-lipoxygenase (EC 1.13.11.33) inhibitors"^^xsd:string,
        "arachidonate 15-lipoxygenase inhibitor"^^xsd:string,
        "arachidonate 15-lipoxygenase inhibitors"^^xsd:string,
        "arachidonate:oxygen 15-oxidoreductase inhibitor"^^xsd:string,
        "arachidonate:oxygen 15-oxidoreductase inhibitors"^^xsd:string,
        "EC 1.13.11.33 (arachidonate 15-lipoxygenase) inhibitors"^^xsd:string,
        "EC 1.13.11.33 inhibitor"^^xsd:string,
        "EC 1.13.11.33 inhibitors"^^xsd:string,
        "linoleic acid omega(6)-lipoxygenase inhibitor"^^xsd:string,
        "linoleic acid omega(6)-lipoxygenase inhibitors"^^xsd:string,
        "omega(6) lipoxygenase inhibitor"^^xsd:string,
        "omega(6) lipoxygenase inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:64996"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:65001 a owl:Class ;
    rdfs:label "EC 3.1.1.3 (triacylglycerol lipase) inhibitor"^^xsd:string ;
    definition: "Any EC 3.1.1.* (carboxylic ester hydrolase) inhibitor that inhibits the action of triacylglycerol lipase (EC 3.1.1.3)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76773 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "butyrinase inhibitor"^^xsd:string,
        "butyrinase inhibitors"^^xsd:string,
        "cacordase inhibitor"^^xsd:string,
        "cacordase inhibitors"^^xsd:string,
        "capalase L inhibitor"^^xsd:string,
        "capalase L inhibitors"^^xsd:string,
        "EC 3.1.1.3 (triacylglycerol lipase) inhibitors"^^xsd:string,
        "EC 3.1.1.3 inhibitor"^^xsd:string,
        "EC 3.1.1.3 inhibitors"^^xsd:string,
        "GEH inhibitor"^^xsd:string,
        "GEH inhibitors"^^xsd:string,
        "glycerol ester hydrolase inhibitor"^^xsd:string,
        "glycerol ester hydrolase inhibitors"^^xsd:string,
        "glycerol-ester hydrolase inhibitor"^^xsd:string,
        "glycerol-ester hydrolase inhibitors"^^xsd:string,
        "heparin releasable hepatic lipase inhibitor"^^xsd:string,
        "heparin releasable hepatic lipase inhibitors"^^xsd:string,
        "hepatic lipase inhibitor"^^xsd:string,
        "hepatic lipase inhibitors"^^xsd:string,
        "hepatic monoacylglycerol acyltransferase inhibitor"^^xsd:string,
        "hepatic monoacylglycerol acyltransferase inhibitors"^^xsd:string,
        "lipase inhibitor"^^xsd:string,
        "lipase inhibitors"^^xsd:string,
        "lipazin inhibitor"^^xsd:string,
        "lipazin inhibitors"^^xsd:string,
        "liver lipase inhibitor"^^xsd:string,
        "liver lipase inhibitors"^^xsd:string,
        "pancreatic lipase inhibitor"^^xsd:string,
        "pancreatic lipase inhibitors"^^xsd:string,
        "pancreatic triacylglycerol lipase inhibitor"^^xsd:string,
        "pancreatic triacylglycerol lipase inhibitors"^^xsd:string,
        "post-heparin plasma protamine-resistant lipase inhibitor"^^xsd:string,
        "post-heparin plasma protamine-resistant lipase inhibitors"^^xsd:string,
        "PPL inhibitor"^^xsd:string,
        "PPL inhibitors"^^xsd:string,
        "salt-resistant post-heparin lipase inhibitor"^^xsd:string,
        "salt-resistant post-heparin lipase inhibitors"^^xsd:string,
        "steapsin inhibitor"^^xsd:string,
        "steapsin inhibitors"^^xsd:string,
        "triacetinase inhibitor"^^xsd:string,
        "triacetinase inhibitors"^^xsd:string,
        "triacylglycerol ester hydrolase inhibitor"^^xsd:string,
        "triacylglycerol ester hydrolase inhibitors"^^xsd:string,
        "triacylglycerol lipase (EC 3.1.1.3) inhibitor"^^xsd:string,
        "triacylglycerol lipase (EC 3.1.1.3) inhibitors"^^xsd:string,
        "triacylglycerol lipase inhibitor"^^xsd:string,
        "triacylglycerol lipase inhibitors"^^xsd:string,
        "tributyrase inhibitor"^^xsd:string,
        "tributyrase inhibitors"^^xsd:string,
        "tributyrin esterase inhibitor"^^xsd:string,
        "tributyrin esterase inhibitors"^^xsd:string,
        "tributyrinase inhibitor"^^xsd:string,
        "tributyrinase inhibitors"^^xsd:string,
        "triglyceridase inhibitor"^^xsd:string,
        "triglyceridase inhibitors"^^xsd:string,
        "triglyceride hydrolase inhibitor"^^xsd:string,
        "triglyceride hydrolase inhibitors"^^xsd:string,
        "triglyceride lipase inhibitor"^^xsd:string,
        "triglyceride lipase inhibitors"^^xsd:string,
        "triolein hydrolase inhibitor"^^xsd:string,
        "triolein hydrolase inhibitors"^^xsd:string,
        "Tween hydrolase inhibitor"^^xsd:string,
        "Tween hydrolase inhibitors"^^xsd:string,
        "tween-hydrolysing esterase inhibitor"^^xsd:string,
        "tween-hydrolyzing esterase inhibitors"^^xsd:string,
        "Tweenase inhibitor"^^xsd:string,
        "Tweenase inhibitors"^^xsd:string,
        "Tweenesterase inhibitor"^^xsd:string,
        "Tweenesterase inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:65001"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:65023 a owl:Class ;
    rdfs:label "anti-asthmatic agent"^^xsd:string ;
    definition: "Any compound that has anti-asthmatic effects."^^xsd:string ;
    rdfs:subClassOf CHEBI:33232 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "anti-asthmatic agents"^^xsd:string,
        "antiasthmatic agent"^^xsd:string,
        "antiasthmatic agents"^^xsd:string ;
    oboInOwl:id "CHEBI:65023"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:65053 a owl:Class ;
    rdfs:label "EC 4.1.1.19 (arginine decarboxylase) inhibitor"^^xsd:string ;
    definition: "An  EC 4.1.1.* (carboxy-lyase) inhibitor that interferes with the action of arginine decarboxylase (EC 4.1.1.19)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76906 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "ADC inhibitor"^^xsd:string,
        "ADC inhibitors"^^xsd:string,
        "arginine decarboxylase (EC 4.1.1.19) inhibitor"^^xsd:string,
        "arginine decarboxylase (EC 4.1.1.19) inhibitors"^^xsd:string,
        "arginine decarboxylase inhibitor"^^xsd:string,
        "arginine decarboxylase inhibitors"^^xsd:string,
        "EC 4.1.1.19 (arginine decarboxylase) inhibitors"^^xsd:string,
        "EC 4.1.1.19 inhibitor"^^xsd:string,
        "EC 4.1.1.19 inhibitors"^^xsd:string,
        "L-arginine carboxy-lyase (agmatine-forming) inhibitor"^^xsd:string,
        "L-arginine carboxy-lyase (agmatine-forming) inhibitors"^^xsd:string,
        "L-arginine carboxy-lyase inhibitor"^^xsd:string,
        "L-arginine carboxy-lyase inhibitors"^^xsd:string,
        "SpeA inhibitor"^^xsd:string,
        "SpeA inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:65053"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:65190 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Typical_antipsychotic"^^xsd:string ;
    rdfs:label "first generation antipsychotic"^^xsd:string ;
    definition: "Antipsychotic drugs which can have different modes of action but which tend to be more likely than second generation antipsychotics to cause extrapyramidal motor control disabilities such as body rigidity or Parkinson's disease-type movements; such body movements can become permanent even after treatment has ceased."^^xsd:string ;
    rdfs:subClassOf CHEBI:35476 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "first generation antipsychotic agent"^^xsd:string,
        "first generation antipsychotic agents"^^xsd:string,
        "first generation antipsychotic drug"^^xsd:string,
        "first generation antipsychotic drugs"^^xsd:string,
        "first generation antipsychotics"^^xsd:string,
        "typical antipsychotic"^^xsd:string,
        "typical antipsychotic agent"^^xsd:string,
        "typical antipsychotic agents"^^xsd:string,
        "typical antipsychotic drug"^^xsd:string,
        "typical antipsychotic drugs"^^xsd:string,
        "typical antipsychotics"^^xsd:string ;
    oboInOwl:id "CHEBI:65190"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:65191 a owl:Class ;
    rdfs:label "second generation antipsychotic"^^xsd:string ;
    definition: "Antipsychotic drugs which can have different modes of action but which tend to be less likely than first generation antipsychotics to cause extrapyramidal motor control disabilities such as body rigidity or Parkinson's disease-type movements."^^xsd:string ;
    rdfs:subClassOf CHEBI:35476 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "atypical antipsychotic"^^xsd:string,
        "atypical antipsychotic agent"^^xsd:string,
        "atypical antipsychotic agents"^^xsd:string,
        "atypical antipsychotic drug"^^xsd:string,
        "atypical antipsychotic drugs"^^xsd:string,
        "atypical antipsychotics"^^xsd:string,
        "second generation antipsychotic agent"^^xsd:string,
        "second generation antipsychotic agents"^^xsd:string,
        "second generation antipsychotic drug"^^xsd:string,
        "second generation antipsychotic drugs"^^xsd:string,
        "second generation antipsychotics"^^xsd:string ;
    oboInOwl:id "CHEBI:65191"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:65207 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:VEGF_receptors"^^xsd:string ;
    rdfs:label "vascular endothelial growth factor receptor antagonist"^^xsd:string ;
    definition: "An antagonist at the vascular endothelial growth factor receptor."^^xsd:string ;
    rdfs:subClassOf CHEBI:48706 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "vascular endothelial growth factor receptor antagonists"^^xsd:string,
        "vascular endothelial growth factor receptor inhibitor"^^xsd:string,
        "vascular endothelial growth factor receptor inhibitors"^^xsd:string,
        "VEGF receptor inhibitor"^^xsd:string,
        "VEGF receptor inhibitors"^^xsd:string,
        "VEGFR inhibitor"^^xsd:string,
        "VEGFR inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:65207"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:65212 a owl:Class ;
    rdfs:label "polysaccharide derivative"^^xsd:string ;
    definition: "A carbohydrate derivative that is any derivative of a polysaccharide."^^xsd:string ;
    rdfs:subClassOf CHEBI:33694,
        CHEBI:63299,
        CHEBI:167559,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:18154 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "polysaccharide derivatives"^^xsd:string ;
    oboInOwl:id "CHEBI:65212"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:65255 a owl:Class ;
    rdfs:label "food preservative"^^xsd:string ;
    definition: "Substances which are added to food in order to prevent decomposition caused by  microbial growth or by undesirable chemical changes."^^xsd:string ;
    rdfs:subClassOf CHEBI:64047 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "food preservatives"^^xsd:string ;
    oboInOwl:id "CHEBI:65255"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:65256 a owl:Class ;
    rdfs:label "antimicrobial food preservative"^^xsd:string ;
    definition: "A food preservative which prevents decomposition of food by preventing the growth of fungi or bacteria. In European countries, E-numbers for permitted food preservatives are from E200 to E299, divided into sorbates (E200-209), benzoates (E210-219), sulfites (E220-229), phenols and formates (E230-239), nitrates (E240-259), acetates (E260-269), lactates (E270-279), propionates (E280-289) and others (E290-299)."^^xsd:string ;
    rdfs:subClassOf CHEBI:33281,
        CHEBI:65255 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "antimicrobial food preservatives"^^xsd:string,
        "antimicrobial preservative"^^xsd:string,
        "antimicrobial preservatives"^^xsd:string ;
    oboInOwl:id "CHEBI:65256"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:65259 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:GABA_antagonist"^^xsd:string ;
    rdfs:label "GABA antagonist"^^xsd:string ;
    definition: "A compound that inhibits the action of gamma-aminobutyric acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:48706,
        CHEBI:51374 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "GABA antagonists"^^xsd:string,
        "gamma-aminobutyric acid receptor antagonist"^^xsd:string,
        "gamma-aminobutyric acid receptor antagonists"^^xsd:string ;
    oboInOwl:id "CHEBI:65259"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:65265 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Antacid"^^xsd:string ;
    rdfs:label "antacid"^^xsd:string ;
    definition: "Any substance which is used to neutralise stomach acidity."^^xsd:string ;
    rdfs:subClassOf CHEBI:23888,
        CHEBI:52210 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "antacids"^^xsd:string ;
    oboInOwl:id "CHEBI:65265"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:65296 a owl:Class ;
    rdfs:label "primary ammonium ion"^^xsd:string ;
    definition: "An ammonium ion derivative resulting from the protonation of the nitrogen atom of a primary amino compound. Major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:25697,
        CHEBI:35274,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:50994 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "H3NR"^^xsd:string ;
    chebi:mass "17.031"^^xsd:string ;
    chebi:monoisotopicmass "17.02655"^^xsd:string ;
    chebi:smiles "[NH3+][*]"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "a primary amine"^^xsd:string,
        "substituted ammonium"^^xsd:string ;
    oboInOwl:id "CHEBI:65296"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:65321 a owl:Class ;
    rdfs:label "terpenoid indole alkaloid"^^xsd:string ;
    definition: "An indole alkaloid which is biosynthesised from L-tryptophan and isoprenoid building blocks."^^xsd:string ;
    rdfs:subClassOf CHEBI:38958 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "terpenoid indole alkaloids"^^xsd:string ;
    oboInOwl:id "CHEBI:65321"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:65322 a owl:Class ;
    rdfs:label "hemiterpenoid indole alkaloid"^^xsd:string ;
    definition: "A terpenoid indole alkaloid which is biosynthesised from L-tryptophan and monoisoprenoid (usually dimethylallyl pyrophosphate or isopentenyl pyrophosphate) building blocks"^^xsd:string ;
    rdfs:subClassOf CHEBI:65321 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "hemiterpenoid indole alkaloids"^^xsd:string ;
    oboInOwl:id "CHEBI:65322"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:65323 a owl:Class ;
    oboInOwl:hasDbXref "PMID:18280746"^^xsd:string,
        "PMID:20717879"^^xsd:string,
        "PMID:21425787"^^xsd:string,
        "PMID:22679912"^^xsd:string ;
    rdfs:label "monoterpenoid indole alkaloid"^^xsd:string ;
    definition: "A terpenoid indole alkaloid which is biosynthesised from L-tryptophan and diisoprenoid (usually secolaganin) building blocks."^^xsd:string ;
    rdfs:subClassOf CHEBI:65321 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "monoterpenoid indole alkaloids"^^xsd:string ;
    oboInOwl:id "CHEBI:65323"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:66873 a owl:Class ;
    rdfs:label "C4-dicarboxylic acid"^^xsd:string ;
    definition: "Any dicarboxylic acid that contains four carbon atoms."^^xsd:string ;
    rdfs:subClassOf CHEBI:35692,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:61336 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "C4-dicarboxylic acids"^^xsd:string ;
    oboInOwl:id "CHEBI:66873"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:66916 a owl:Class ;
    rdfs:label "alanine zwitterion"^^xsd:string ;
    definition: "An amino acid zwitterion arising from transfer of a proton from the carboxy to the amino group of alanine; major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:35238,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:16449 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C3H7NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C3H7NO2/c1-2(4)3(5)6/h2H,4H2,1H3,(H,5,6)"^^xsd:string ;
    chebi:inchikey "QNAYBMKLOCPYGJ-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "89.09320"^^xsd:string ;
    chebi:monoisotopicmass "89.04768"^^xsd:string ;
    chebi:smiles "CC([NH3+])C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-azaniumylpropanoate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-ammoniopropanoate"^^xsd:string ;
    oboInOwl:id "CHEBI:66916"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:66922 a owl:Class ;
    rdfs:label "citrullinate"^^xsd:string ;
    definition: "An alpha-amino acid anion that is the conjugate base of citrulline, obtained by deprotonation of the carboxy group."^^xsd:string ;
    rdfs:subClassOf CHEBI:33558,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:18211 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C6H12N3O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H13N3O3/c7-4(5(10)11)2-1-3-9-6(8)12/h4H,1-3,7H2,(H,10,11)(H3,8,9,12)/p-1"^^xsd:string ;
    chebi:inchikey "RHGKLRLOHDJJDR-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "174.17780"^^xsd:string ;
    chebi:monoisotopicmass "174.08841"^^xsd:string ;
    chebi:smiles "NC(CCCNC(N)=O)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-amino-5-(carbamoylamino)pentanoate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:66922"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:66924 a owl:Class ;
    rdfs:label "creatinate"^^xsd:string ;
    definition: "A monocarboxylic acid anion that is the conjugate base of creatine, obtained by deprotonation of the carboxy group."^^xsd:string ;
    rdfs:subClassOf CHEBI:35757,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:16919 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:57947 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C4H8N3O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C4H9N3O2/c1-7(4(5)6)2-3(8)9/h2H2,1H3,(H3,5,6)(H,8,9)/p-1"^^xsd:string ;
    chebi:inchikey "CVSVTCORWBXHQV-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "130.12520"^^xsd:string ;
    chebi:monoisotopicmass "130.06220"^^xsd:string ;
    chebi:smiles "CN(CC([O-])=O)C(N)=N"^^xsd:string ;
    oboInOwl:hasExactSynonym "{[imino(amino)methyl](methyl)amino}acetate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(N-methylcarbamimidamido)acetate"^^xsd:string,
        "N-[amino(imino)methyl]-N-methylglycinate"^^xsd:string ;
    oboInOwl:id "CHEBI:66924"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:66954 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:Cyclic-2-3-Ribonucleoside-Monophosphates"^^xsd:string ;
    rdfs:label "2',3'-cyclic nucleotide(1-)"^^xsd:string ;
    definition: "An organophosphate oxoanion obtained by deprotonation of the phosphate OH group of any 2',3'-cyclic nucleotide."^^xsd:string ;
    rdfs:subClassOf CHEBI:58945,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:18271 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C5H7O6PR"^^xsd:string ;
    chebi:mass "194.079"^^xsd:string ;
    chebi:monoisotopicmass "193.99802"^^xsd:string ;
    chebi:smiles "OC[C@H]1O[C@@H]([*])[C@@H]2OP([O-])(=O)O[C@H]12"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "a nucleoside 2',3'-cyclic phosphate"^^xsd:string,
        "nucleoside 2',3'-cyclic phosphate(1-)"^^xsd:string ;
    oboInOwl:id "CHEBI:66954"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:66956 a owl:Class ;
    rdfs:label "antidyskinesia agent"^^xsd:string ;
    definition: "Any compound which can be used to treat or alleviate the symptoms of dyskinesia."^^xsd:string ;
    rdfs:subClassOf CHEBI:23888 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "antidyskinesia agents"^^xsd:string,
        "antidyskinesia drug"^^xsd:string,
        "antidyskinesia drugs"^^xsd:string,
        "antidyskinetic agent"^^xsd:string,
        "antidyskinetic agents"^^xsd:string,
        "antidyskinetic drug"^^xsd:string,
        "antidyskinetic drugs"^^xsd:string ;
    oboInOwl:id "CHEBI:66956"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:66981 a owl:Class ;
    rdfs:label "ophthalmology drug"^^xsd:string ;
    definition: "Any compound used for the treatment of eye conditions or eye diseases."^^xsd:string ;
    rdfs:subClassOf CHEBI:23888 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "ophthalmic"^^xsd:string,
        "ophthalmic agent"^^xsd:string,
        "ophthalmic agents"^^xsd:string,
        "ophthalmics"^^xsd:string,
        "ophthalmological"^^xsd:string,
        "ophthalmologicals"^^xsd:string,
        "ophthalmology agent"^^xsd:string,
        "ophthalmology agents"^^xsd:string,
        "ophthalmology drugs"^^xsd:string ;
    oboInOwl:id "CHEBI:66981"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:66987 a owl:Class ;
    rdfs:label "radiation protective agent"^^xsd:string ;
    definition: "Any compound that is able to protect normal cells from the damage caused by radiation therapy."^^xsd:string ;
    rdfs:subClassOf CHEBI:50267 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "radiation mitigation agent"^^xsd:string,
        "radiation mitigation agents"^^xsd:string,
        "radiation protective agents"^^xsd:string,
        "radiation protective drug"^^xsd:string,
        "radiation protective drugs"^^xsd:string,
        "radioprotective agent"^^xsd:string,
        "radioprotective agents"^^xsd:string,
        "radioprotector"^^xsd:string,
        "radioprotectors"^^xsd:string ;
    oboInOwl:id "CHEBI:66987"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:66991 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Sympatholytic"^^xsd:string ;
    rdfs:label "sympatholytic agent"^^xsd:string ;
    definition: "Any compound which inhibits the postganglionic functioning of the sympathetic nervous system (SNS)."^^xsd:string ;
    rdfs:subClassOf CHEBI:37962 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "sympatholytic"^^xsd:string,
        "sympatholytic agents"^^xsd:string,
        "sympatholytic drug"^^xsd:string,
        "sympatholytic drugs"^^xsd:string,
        "sympatholytics"^^xsd:string ;
    oboInOwl:id "CHEBI:66991"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:66993 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Tocolytic"^^xsd:string ;
    rdfs:label "tocolytic agent"^^xsd:string ;
    definition: "Any compound used to suppress premature labour and immature birth by suppressing uterine contractions."^^xsd:string ;
    rdfs:subClassOf CHEBI:50689 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "anti-contraction drug"^^xsd:string,
        "anti-contraction drugs"^^xsd:string,
        "anti-contraction medication"^^xsd:string,
        "anti-contraction medications"^^xsd:string,
        "labour repressant"^^xsd:string,
        "labour repressants"^^xsd:string,
        "tocolytic"^^xsd:string,
        "tocolytic agents"^^xsd:string,
        "tocolytic drug"^^xsd:string,
        "tocolytic drugs"^^xsd:string,
        "tocolytics"^^xsd:string ;
    oboInOwl:id "CHEBI:66993"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:67008 a owl:Class ;
    rdfs:label "kynureninate"^^xsd:string ;
    definition: "An alpha-amino-acid anion obtained by the deprotonation of the carboxy group of kynurenine."^^xsd:string ;
    rdfs:subClassOf CHEBI:33558,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:28683 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C10H11N2O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C10H12N2O3/c11-7-4-2-1-3-6(7)9(13)5-8(12)10(14)15/h1-4,8H,5,11-12H2,(H,14,15)/p-1"^^xsd:string ;
    chebi:inchikey "YGPSJZOEDVAXAB-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "207.20590"^^xsd:string ;
    chebi:monoisotopicmass "207.07752"^^xsd:string ;
    chebi:smiles "NC(CC(=O)c1ccccc1N)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-amino-4-(2-aminophenyl)-4-oxobutanoate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:67008"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:67011 a owl:Class ;
    rdfs:label "folates"^^xsd:string ;
    definition: "An N-acyl-L-alpha-amino acid anion obtained by deprotonation of any folic acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:59874,
        CHEBI:176842,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:37445 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "folate"^^xsd:string,
        "folate anion"^^xsd:string,
        "folate anions"^^xsd:string ;
    oboInOwl:id "CHEBI:67011"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:67012 a owl:Class ;
    rdfs:label "L-dopa(1-)"^^xsd:string ;
    definition: "A L-alpha-amino acid anion which is the conjugate base of L-dopa, obtained by deprotonation of the carboxy group: major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:59814,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:15765 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C9H10NO4"^^xsd:string ;
    chebi:inchi "InChI=1S/C9H11NO4/c10-6(9(13)14)3-5-1-2-7(11)8(12)4-5/h1-2,4,6,11-12H,3,10H2,(H,13,14)/p-1/t6-/m0/s1"^^xsd:string ;
    chebi:inchikey "WTDRDQBEARUVNC-LURJTMIESA-M"^^xsd:string ;
    chebi:mass "196.18000"^^xsd:string ;
    chebi:monoisotopicmass "196.06153"^^xsd:string ;
    chebi:smiles "N[C@@H](Cc1ccc(O)c(O)c1)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2S)-2-amino-3-(3,4-dihydroxyphenyl)propanoate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "L-dopa carboxylate"^^xsd:string ;
    oboInOwl:id "CHEBI:67012"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:67013 a owl:Class ;
    rdfs:label "methyl-branched fatty acid anion"^^xsd:string ;
    definition: "Any branched-chain fatty acid anion containing methyl branches only."^^xsd:string ;
    rdfs:subClassOf CHEBI:58955,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:62499 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "methyl-branched fatty acid anions"^^xsd:string ;
    oboInOwl:id "CHEBI:67013"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:67072 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Cannabinoid_receptor"^^xsd:string ;
    rdfs:label "cannabinoid receptor agonist"^^xsd:string ;
    definition: "An agonist that binds to and activates cannabinoid receptors."^^xsd:string ;
    rdfs:subClassOf CHEBI:48705 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "cannabinoid receptor agonists"^^xsd:string ;
    oboInOwl:id "CHEBI:67072"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:67079 a owl:Class ;
    rdfs:label "anti-inflammatory agent"^^xsd:string ;
    definition: "Any compound that has anti-inflammatory effects."^^xsd:string ;
    rdfs:subClassOf CHEBI:33232 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "anti-inflammatory agents"^^xsd:string,
        "antiinflammatory agent"^^xsd:string,
        "antiinflammatory agents"^^xsd:string ;
    oboInOwl:id "CHEBI:67079"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:67105 a owl:Class ;
    rdfs:label "insect sterilant"^^xsd:string ;
    definition: "A chemosterilant intended to sterilize insects."^^xsd:string ;
    rdfs:subClassOf CHEBI:23092,
        CHEBI:24852 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "insect chemosterilant"^^xsd:string,
        "insect chemosterilants"^^xsd:string,
        "insect sterilants"^^xsd:string ;
    oboInOwl:id "CHEBI:67105"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:67114 a owl:Class ;
    oboInOwl:hasDbXref "PMID:8597061"^^xsd:string,
        "PMID:30679133"^^xsd:string,
        "PMID:30684528"^^xsd:string,
        "PMID:31840405"^^xsd:string,
        "Wikipedia:Ryanodine_receptor"^^xsd:string ;
    rdfs:label "ryanodine receptor agonist"^^xsd:string ;
    definition: "A ryanodine receptor modulator which activates the receptor. Ryanodine receptors (RyRs) act as selective ion channels, modulating the release of calcium. Activating the receptors causes the release of calcium, so depleting internal calcium and ultimately preventing further muscle contraction."^^xsd:string ;
    rdfs:subClassOf CHEBI:38809 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "ryanodine receptor activator"^^xsd:string,
        "ryanodine receptor activators"^^xsd:string,
        "RyR activator"^^xsd:string,
        "RyR activators"^^xsd:string,
        "RyR agonist"^^xsd:string,
        "RyR agonists"^^xsd:string,
        "RyRs activator"^^xsd:string,
        "RyRs agonist"^^xsd:string ;
    oboInOwl:id "CHEBI:67114"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:67140 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:Orthophosphoric-Monoesters"^^xsd:string ;
    rdfs:label "phosphate monoester dianion"^^xsd:string ;
    definition: "Any organphosphate oxoanion resulting from the removal of both protons from the phosphate group of a phosphate monoester. The major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:58945,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:7794 ] ;
    chebi:charge "-2"^^xsd:string ;
    chebi:formula "O4PR"^^xsd:string ;
    chebi:mass "94.97140"^^xsd:string ;
    chebi:monoisotopicmass "94.95342"^^xsd:string ;
    chebi:smiles "[O-]P([O-])(=O)O[*]"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:66935"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "a phosphate monoester"^^xsd:string,
        "Orthophosphoric monoester (2-)"^^xsd:string,
        "orthophosphoric monoester dianion"^^xsd:string,
        "Orthophosphoric monoester(2-)"^^xsd:string,
        "phosphate monoester(2-)"^^xsd:string,
        "phosphoric acid monoester dianion"^^xsd:string,
        "phosphoric acid monoester(2-)"^^xsd:string ;
    oboInOwl:id "CHEBI:67140"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:67142 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Base_analog"^^xsd:string ;
    rdfs:label "nucleobase analogue"^^xsd:string ;
    definition: "A molecule that can substitute for a normal nucleobase in nucleic acids."^^xsd:string ;
    rdfs:subClassOf CHEBI:33832 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "base analog"^^xsd:string,
        "base analogs"^^xsd:string,
        "base analogue"^^xsd:string,
        "base analogues"^^xsd:string,
        "nucleobase analog"^^xsd:string,
        "nucleobase analogs"^^xsd:string,
        "nucleobase analogues"^^xsd:string ;
    oboInOwl:id "CHEBI:67142"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:67194 a owl:Class ;
    oboInOwl:hasDbXref "PMID:22234284"^^xsd:string,
        "PMID:22530636"^^xsd:string,
        "PMID:22555283"^^xsd:string,
        "Wikipedia:Cannabinoid"^^xsd:string ;
    rdfs:label "cannabinoid"^^xsd:string ;
    definition: "A diverse group of pharmacologically active secondary metabolite characteristic to Cannabis plant as well as produced naturally in the body by humans and animals. Cannabinoids contain oxygen as a part of the heterocyclic ring or in the form of various functional groups. They are subdivided on the basis of their origin."^^xsd:string ;
    rdfs:subClassOf CHEBI:36963,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:67072 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "cannabinoids"^^xsd:string ;
    oboInOwl:id "CHEBI:67194"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:67197 a owl:Class ;
    oboInOwl:hasDbXref "Patent:US2012165388"^^xsd:string ;
    rdfs:label "endocannabinoid"^^xsd:string ;
    definition: "A class of cannabinoids present in mammalian biological fluids and tissues that activate cannabinoid receptors."^^xsd:string ;
    rdfs:subClassOf CHEBI:18059,
        CHEBI:67194,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:25212 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "endocannabinoids"^^xsd:string ;
    oboInOwl:id "CHEBI:67197"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:67198 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Retinoic_acid_receptor"^^xsd:string ;
    rdfs:label "retinoic acid receptor agonist"^^xsd:string ;
    definition: "An agonist that selectively binds to and activates a retinoic acid receptor."^^xsd:string ;
    rdfs:subClassOf CHEBI:48705,
        CHEBI:90708 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "retinoic acid receptor agonists"^^xsd:string ;
    oboInOwl:id "CHEBI:67198"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:67200 a owl:Class ;
    rdfs:label "provitamin A"^^xsd:string ;
    definition: "A provitamin that can be converted into vitamin A by enzymes from animal tissues."^^xsd:string ;
    rdfs:subClassOf CHEBI:50188 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "provitamin As"^^xsd:string ;
    oboInOwl:id "CHEBI:67200"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:67239 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Alpha-glucosidase_inhibitor"^^xsd:string ;
    rdfs:label "EC 3.2.1.20 (alpha-glucosidase) inhibitor"^^xsd:string ;
    definition: "An EC 3.2.1.* (glycosidase) inhibitor that interferes with the action of alpha-glucosidase (EC 3.2.1.20)."^^xsd:string ;
    rdfs:subClassOf CHEBI:52424 ;
    oboInOwl:hasAlternativeId "CHEBI:50628"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "alpha-1,4-glucosidase inhibitor"^^xsd:string,
        "alpha-1,4-glucosidase inhibitors"^^xsd:string,
        "alpha-D-glucosidase inhibitor"^^xsd:string,
        "alpha-D-glucosidase inhibitors"^^xsd:string,
        "alpha-glucopyranosidase inhibitor"^^xsd:string,
        "alpha-glucopyranosidase inhibitors"^^xsd:string,
        "alpha-glucosidase (EC 3.2.1.20) inhibitor"^^xsd:string,
        "alpha-glucosidase (EC 3.2.1.20) inhibitors"^^xsd:string,
        "alpha-glucosidase inhibitor"^^xsd:string,
        "alpha-glucosidase inhibitors"^^xsd:string,
        "alpha-glucoside hydrolase inhibitor"^^xsd:string,
        "alpha-glucoside hydrolase inhibitors"^^xsd:string,
        "EC 3.2.1.20 (alpha-glucosidase) inhibitors"^^xsd:string,
        "EC 3.2.1.20 inhibitor"^^xsd:string,
        "EC 3.2.1.20 inhibitors"^^xsd:string,
        "glucoinvertase inhibitor"^^xsd:string,
        "glucoinvertase inhibitors"^^xsd:string,
        "glucosidoinvertase inhibitor"^^xsd:string,
        "glucosidoinvertase inhibitors"^^xsd:string,
        "glucosidosucrase inhibitor"^^xsd:string,
        "glucosidosucrase inhibitors"^^xsd:string,
        "maltase inhibitor"^^xsd:string,
        "maltase inhibitors"^^xsd:string,
        "maltase-glucoamylase inhibitor"^^xsd:string,
        "maltase-glucoamylase inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:67239"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:68452 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Azole"^^xsd:string ;
    rdfs:label "azole"^^xsd:string ;
    definition: "Any monocyclic heteroarene consisting of a five-membered ring containing nitrogen. Azoles can also contain one or more other non-carbon atoms, such as nitrogen, sulfur or oxygen."^^xsd:string ;
    rdfs:subClassOf CHEBI:38101,
        CHEBI:38179 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "azoles"^^xsd:string ;
    oboInOwl:id "CHEBI:68452"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:68494 a owl:Class ;
    rdfs:label "apoptosis inhibitor"^^xsd:string ;
    definition: "Any substance that inhibits the process of apoptosis (programmed cell death) in multi-celled organisms."^^xsd:string ;
    rdfs:subClassOf CHEBI:35222,
        CHEBI:52206 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "apoptosis inhibitors"^^xsd:string,
        "Type I cell-death inhibitor"^^xsd:string,
        "Type I cell-death inhibitors"^^xsd:string,
        "Type I programmed cell-death inhibitor"^^xsd:string,
        "Type I programmed cell-death inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:68494"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:68495 a owl:Class ;
    rdfs:label "apoptosis inducer"^^xsd:string ;
    definition: "Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms."^^xsd:string ;
    rdfs:subClassOf CHEBI:52206 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "apoptosis inducers"^^xsd:string,
        "Type I cell-death inducer"^^xsd:string,
        "Type I cell-death inducers"^^xsd:string,
        "Type I programmed cell-death inducer"^^xsd:string,
        "Type I programmed cell-death inducers"^^xsd:string ;
    oboInOwl:id "CHEBI:68495"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:68542 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Dihydroorotate_dehydrogenase"^^xsd:string ;
    rdfs:label "EC 1.3.98.1 [dihydroorotate oxidase (fumarate)] inhibitor"^^xsd:string ;
    definition: "An EC 1.3.98.* (oxidoreductase acting on CH-CH group of donors, with other, known, acceptors) inhibitor that interferes with the action of dihydroorotate oxidase (fumarate), EC 1.3.98.1 (formerly EC 1.3.3.1)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76858 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(S)-dihydroorotate:fumarate oxidoreductase inhibitor"^^xsd:string,
        "(S)-dihydroorotate:fumarate oxidoreductase inhibitors"^^xsd:string,
        "DHODH inhibitor"^^xsd:string,
        "DHODH inhibitors"^^xsd:string,
        "dihydroorotate dehydrogenase inhibitor"^^xsd:string,
        "dihydroorotate dehydrogenase inhibitors"^^xsd:string,
        "dihydroorotate oxidase (fumarate) (EC 1.3.98.1) inhibitor"^^xsd:string,
        "dihydroorotate oxidase (fumarate) (EC 1.3.98.1) inhibitors"^^xsd:string,
        "dihydroorotate oxidase (fumarate) inhibitor"^^xsd:string,
        "dihydroorotate oxidase (fumarate) inhibitors"^^xsd:string,
        "EC 1.3.3.1 inhibitor"^^xsd:string,
        "EC 1.3.3.1 inhibitors"^^xsd:string,
        "EC 1.3.98.1 (dihydroorotate oxidase (fumarate)) inhibitor"^^xsd:string,
        "EC 1.3.98.1 (dihydroorotate oxidase (fumarate)) inhibitors"^^xsd:string,
        "EC 1.3.98.1 [dihydroorotate oxidase (fumarate)] inhibitors"^^xsd:string,
        "EC 1.3.98.1 inhibitor"^^xsd:string,
        "EC 1.3.98.1 inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:68542"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:68543 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Pyrimidine_metabolism"^^xsd:string ;
    rdfs:label "pyrimidine synthesis inhibitor"^^xsd:string ;
    definition: "A pathway inhibitor that inhibits the synthesis of pyrimidine."^^xsd:string ;
    rdfs:subClassOf CHEBI:76932 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "pyrimidine synthesis inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:68543"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:68563 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:P2Y12"^^xsd:string ;
    rdfs:label "P2Y12 receptor antagonist"^^xsd:string ;
    definition: "An antagonist at the P2Y12 receptor"^^xsd:string ;
    rdfs:subClassOf CHEBI:91079 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "ADP receptor subtype P2Y12 antagonist"^^xsd:string,
        "ADP receptor subtype P2Y12 antagonists"^^xsd:string,
        "P2Y12 receptor antagonists"^^xsd:string,
        "purinergic receptor subtype P2Y12 antagonist"^^xsd:string,
        "purinergic receptor subtype P2Y12 antagonists"^^xsd:string ;
    oboInOwl:id "CHEBI:68563"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:68612 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Dipeptidyl_peptidase-4_inhibitor"^^xsd:string ;
    rdfs:label "EC 3.4.14.5 (dipeptidyl-peptidase IV) inhibitor"^^xsd:string ;
    definition: "An EC 3.4.14.* (dipeptidyl- and tripeptidyl-peptidases) inhibitor that specifically inhibits dipeptidyl peptidase-4 (EC 3.4.14.5)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76788 ;
    oboInOwl:hasAlternativeId "CHEBI:76927"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "amino acyl-prolyl dipeptidyl aminopeptidase inhibitor"^^xsd:string,
        "amino acyl-prolyl dipeptidyl aminopeptidase inhibitors"^^xsd:string,
        "dipeptidyl aminopeptidase IV inhibitor"^^xsd:string,
        "dipeptidyl aminopeptidase IV inhibitors"^^xsd:string,
        "dipeptidyl peptidase IV inhibitor"^^xsd:string,
        "dipeptidyl peptidase IV inhibitors"^^xsd:string,
        "dipeptidyl peptidase-4 inhibitors"^^xsd:string,
        "dipeptidyl-aminopeptidase IV inhibitor"^^xsd:string,
        "dipeptidyl-aminopeptidase IV inhibitors"^^xsd:string,
        "dipeptidyl-peptidase IV (EC 3.4.14.5) inhibitor"^^xsd:string,
        "dipeptidyl-peptidase IV (EC 3.4.14.5) inhibitors"^^xsd:string,
        "dipeptidyl-peptidase IV inhibitor"^^xsd:string,
        "dipeptidyl-peptidase IV inhibitors"^^xsd:string,
        "dipeptidyl-peptide hydrolase inhibitor"^^xsd:string,
        "dipeptidyl-peptide hydrolase inhibitors"^^xsd:string,
        "DPP IV/CD26 inhibitor"^^xsd:string,
        "DPP IV/CD26 inhibitors"^^xsd:string,
        "DPP-4 inhibitor"^^xsd:string,
        "DPP-4 inhibitors"^^xsd:string,
        "EC 3.4.14.5 (dipeptidyl-peptidase IV) inhibitors"^^xsd:string,
        "EC 3.4.14.5 inhibitor"^^xsd:string,
        "EC 3.4.14.5 inhibitors"^^xsd:string,
        "Gly-Pro naphthylamidase inhibitor"^^xsd:string,
        "Gly-Pro naphthylamidase inhibitors"^^xsd:string,
        "glycoprotein GP110 inhibitor"^^xsd:string,
        "glycoprotein GP110 inhibitors"^^xsd:string,
        "glycylproline aminopeptidase inhibitor"^^xsd:string,
        "glycylproline aminopeptidase inhibitors"^^xsd:string,
        "glycylprolyl aminopeptidase inhibitor"^^xsd:string,
        "glycylprolyl aminopeptidase inhibitors"^^xsd:string,
        "glycylprolyl dipeptidylaminopeptidase inhibitor"^^xsd:string,
        "glycylprolyl dipeptidylaminopeptidase inhibitors"^^xsd:string,
        "leukocyte antigen CD26 inhibitor"^^xsd:string,
        "leukocyte antigen CD26 inhibitors"^^xsd:string,
        "lymphocyte antigen CD26 inhibitor"^^xsd:string,
        "lymphocyte antigen CD26 inhibitors"^^xsd:string,
        "pep X inhibitor"^^xsd:string,
        "pep X inhibitors"^^xsd:string,
        "postproline dipeptidyl aminopeptidase IV inhibitor"^^xsd:string,
        "postproline dipeptidyl aminopeptidase IV inhibitors"^^xsd:string,
        "T cell triggering molecule Tp103 inhibitor"^^xsd:string,
        "T cell triggering molecule Tp103 inhibitors"^^xsd:string,
        "X-PDAP inhibitor"^^xsd:string,
        "X-PDAP inhibitors"^^xsd:string,
        "X-prolyl dipeptidyl aminopeptidase inhibitor"^^xsd:string,
        "X-prolyl dipeptidyl aminopeptidase inhibitors"^^xsd:string,
        "Xaa-Pro-dipeptidyl-aminopeptidase inhibitor"^^xsd:string,
        "Xaa-Pro-dipeptidyl-aminopeptidase inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:68612"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:70709 a owl:Class ;
    rdfs:label "progesterone receptor agonist"^^xsd:string ;
    definition: "A hormone agonist that binds to and activates progesterone receptors."^^xsd:string ;
    rdfs:subClassOf CHEBI:51060 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "PR agonist"^^xsd:string,
        "PR agonists"^^xsd:string,
        "progesterone receptor agonists"^^xsd:string ;
    oboInOwl:id "CHEBI:70709"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:70727 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Topoisomerase"^^xsd:string ;
    rdfs:label "topoisomerase inhibitor"^^xsd:string ;
    definition: "An EC 5.99.1.* (miscellaneous isomerase) inhibitor that interferes with the action of any of the topoisomerases (enzymes that regulate the overwinding or underwinding of DNA)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76830 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "topoisomerase inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:70727"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:70770 a owl:Class ;
    oboInOwl:hasDbXref "PMID:19369091"^^xsd:string,
        "PMID:21147253"^^xsd:string,
        "PMID:22350019"^^xsd:string ;
    rdfs:label "Aurora kinase inhibitor"^^xsd:string ;
    definition: "Any protein kinase inhibitor that inhibits the action of an Aurora kinase (a group of serine/threonine kinases that are essential for cell proliferation)."^^xsd:string ;
    rdfs:subClassOf CHEBI:37699 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Aurora kinase inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:70770"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:70781 a owl:Class ;
    oboInOwl:hasDbXref "PMID:18566691"^^xsd:string,
        "PMID:19746174"^^xsd:string,
        "Wikipedia:Peroxisome_proliferator-activated_receptor"^^xsd:string ;
    rdfs:label "PPAR modulator"^^xsd:string ;
    definition: "Any compound which acts on the peroxisome proliferator-activated receptor."^^xsd:string ;
    rdfs:subClassOf CHEBI:52210 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "peroxisome proliferator-activated receptor modulator"^^xsd:string,
        "peroxisome proliferator-activated receptor modulators"^^xsd:string,
        "PPAR modulators"^^xsd:string ;
    oboInOwl:id "CHEBI:70781"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:70998 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:G_protein-coupled_receptor"^^xsd:string ;
    rdfs:label "G-protein-coupled receptor agonist"^^xsd:string ;
    definition: "An agonist that binds to and activates G-protein-coupled receptors"^^xsd:string ;
    rdfs:subClassOf CHEBI:48705 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "G-protein-coupled receptor agonists"^^xsd:string,
        "GPCR agonist"^^xsd:string,
        "GPCR agonists"^^xsd:string ;
    oboInOwl:id "CHEBI:70998"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:71232 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Adenosine_receptor"^^xsd:string ;
    rdfs:label "adenosine receptor antagonist"^^xsd:string ;
    definition: "An antagonist at any adenosine receptor."^^xsd:string ;
    rdfs:subClassOf CHEBI:48706 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "adenosine receptor antagonists"^^xsd:string ;
    oboInOwl:id "CHEBI:71232"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:71285 a owl:Class ;
    rdfs:label "organophosphonate(2-)"^^xsd:string ;
    definition: "An organophosphonate oxoanion obtained by deprotonation of both phosphonate OH groups of any phosphonic acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:59635 ;
    chebi:charge "-2"^^xsd:string ;
    chebi:formula "O3PR"^^xsd:string ;
    chebi:mass "78.972"^^xsd:string ;
    chebi:monoisotopicmass "78.95851"^^xsd:string ;
    chebi:smiles "[O-]P([O-])([*])=O"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "organic phosphonate"^^xsd:string,
        "organophosphonate"^^xsd:string,
        "organophosphonate dianion"^^xsd:string ;
    oboInOwl:id "CHEBI:71285"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:71300 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Transferase"^^xsd:string ;
    rdfs:label "EC 2.* (transferase) inhibitor"^^xsd:string ;
    definition: "An enzyme inhibitor that inhibits the action of a transferase (EC 2.*)"^^xsd:string ;
    rdfs:subClassOf CHEBI:23924 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "EC 2 inhibitor"^^xsd:string,
        "EC 2 inhibitors"^^xsd:string,
        "EC 2.* (transferase) inhibitors"^^xsd:string,
        "EC 2.* inhibitor"^^xsd:string,
        "EC 2.* inhibitors"^^xsd:string,
        "transferase inhibitor"^^xsd:string,
        "transferase inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:71300"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:71329 a owl:Class ;
    rdfs:label "pyridobenzodiazepine"^^xsd:string ;
    definition: "Any three-ring heterocyclic compound with a skeleton consisting of a pyridine ring ortho-fused to a benzodiazepine."^^xsd:string ;
    rdfs:subClassOf CHEBI:26979 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "pyridobenzodiazepines"^^xsd:string ;
    oboInOwl:id "CHEBI:71329"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:71337 a owl:Class ;
    oboInOwl:hasDbXref "PMID:20212112"^^xsd:string ;
    rdfs:label "minocycline(1-)"^^xsd:string ;
    definition: "An organic anion that is the conjugate base of minocycline, obtained by deprotonation of the two enolic hydroxy groups and protonation of the non-aromatic tertiary amino group."^^xsd:string ;
    rdfs:subClassOf CHEBI:25696,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:50694 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:77906 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C23H26N3O7"^^xsd:string ;
    chebi:inchi "InChI=1S/C23H27N3O7/c1-25(2)12-5-6-13(27)15-10(12)7-9-8-11-17(26(3)4)19(29)16(22(24)32)21(31)23(11,33)20(30)14(9)18(15)28/h5-6,9,11,17,27,29-30,33H,7-8H2,1-4H3,(H2,24,32)/p-1/t9-,11-,17-,23-/m0/s1"^^xsd:string ;
    chebi:inchikey "DYKFCLLONBREIL-KVUCHLLUSA-M"^^xsd:string ;
    chebi:mass "456.46840"^^xsd:string ;
    chebi:monoisotopicmass "456.17762"^^xsd:string ;
    chebi:smiles "[H][C@@]12Cc3c(ccc(O)c3C(=O)C1=C([O-])[C@]1(O)C(=O)C(C(N)=O)=C([O-])[C@@H]([NH+](C)C)[C@]1([H])C2)N(C)C"^^xsd:string ;
    oboInOwl:hasExactSynonym "(1S,4aS,11aR,12aS)-3-carbamoyl-10-(dimethylamino)-1-(dimethylazaniumyl)-4a,7-dihydroxy-4,6-dioxo-1,4,4a,6,11,11a,12,12a-octahydrotetracene-2,5-diolate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "minocycline anion"^^xsd:string ;
    oboInOwl:id "CHEBI:71337"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:71339 a owl:Class ;
    oboInOwl:hasDbXref "PMID:20212112"^^xsd:string ;
    rdfs:label "novobiocin(1-)"^^xsd:string ;
    definition: "An organic anion that is the conjugate base of novobiocin."^^xsd:string ;
    rdfs:subClassOf CHEBI:25696,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:28368 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C31H35N2O11"^^xsd:string ;
    chebi:inchi "InChI=1S/C31H36N2O11/c1-14(2)7-8-16-13-17(9-11-19(16)34)27(37)33-21-22(35)18-10-12-20(15(3)24(18)42-28(21)38)41-29-23(36)25(43-30(32)39)26(40-6)31(4,5)44-29/h7,9-13,23,25-26,29,34-36H,8H2,1-6H3,(H2,32,39)(H,33,37)/p-1/t23-,25+,26-,29-/m1/s1"^^xsd:string ;
    chebi:inchikey "YJQPYGGHQPGBLI-KGSXXDOSSA-M"^^xsd:string ;
    chebi:mass "611.61640"^^xsd:string ;
    chebi:monoisotopicmass "611.22463"^^xsd:string ;
    chebi:smiles "CO[C@@H]1[C@@H](OC(N)=O)[C@@H](O)[C@H](Oc2ccc3c([O-])c(NC(=O)c4ccc(O)c(CC=C(C)C)c4)c(=O)oc3c2C)OC1(C)C"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "novobiocin"^^xsd:string,
        "novobiocin anion"^^xsd:string ;
    oboInOwl:id "CHEBI:71339"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:71392 a owl:Class ;
    rdfs:label "tetracycline(1-)"^^xsd:string ;
    definition: "An organic anion that is the conjugate base of tetracycline obtained by deprotonation of the two enolic hydroxy groups and protonation of the tertiary amino group."^^xsd:string ;
    rdfs:subClassOf CHEBI:25696,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:27902 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:77932 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C22H23N2O8"^^xsd:string ;
    chebi:inchi "InChI=1S/C22H24N2O8/c1-21(31)8-5-4-6-11(25)12(8)16(26)13-9(21)7-10-15(24(2)3)17(27)14(20(23)30)19(29)22(10,32)18(13)28/h4-6,9-10,15,25,27-28,31-32H,7H2,1-3H3,(H2,23,30)/p-1/t9-,10-,15-,21+,22-/m0/s1"^^xsd:string ;
    chebi:inchikey "OFVLGDICTFRJMM-WESIUVDSSA-M"^^xsd:string ;
    chebi:mass "443.42660"^^xsd:string ;
    chebi:monoisotopicmass "443.14599"^^xsd:string ;
    chebi:smiles "[H][C@@]12C[C@@]3([H])C(C(=O)c4c(O)cccc4[C@@]3(C)O)=C([O-])[C@]1(O)C(=O)C(C(N)=O)=C([O-])[C@H]2[NH+](C)C"^^xsd:string ;
    oboInOwl:hasExactSynonym "(1S,4aS,11S,11aS,12aS)-3-carbamoyl-1-(dimethylazaniumyl)-4a,7,11-trihydroxy-11-methyl-4,6-dioxo-1,4,4a,6,11,11a,12,12a-octahydrotetracene-2,5-diolate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "tetracycline anion"^^xsd:string ;
    oboInOwl:id "CHEBI:71392"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:71415 a owl:Class ;
    oboInOwl:hasDbXref "CAS:67-20-9"^^xsd:string,
        "Drug_Central:1949"^^xsd:string,
        "DrugBank:DB00698"^^xsd:string,
        "KEGG:C07268"^^xsd:string,
        "KEGG:D00439"^^xsd:string,
        "Patent:US2610181"^^xsd:string,
        "Patent:US2898335"^^xsd:string,
        "Patent:US2927110"^^xsd:string,
        "Patent:WO2006019844"^^xsd:string,
        "Patent:WO2008103673"^^xsd:string,
        "Patent:WO2010065110"^^xsd:string,
        "PMID:21567157"^^xsd:string,
        "PMID:22240115"^^xsd:string,
        "PMID:22252772"^^xsd:string,
        "PMID:22252808"^^xsd:string,
        "PMID:22285235"^^xsd:string,
        "PMID:22332195"^^xsd:string,
        "PMID:22508296"^^xsd:string,
        "PMID:22535452"^^xsd:string,
        "PMID:22552451"^^xsd:string,
        "PMID:22722224"^^xsd:string,
        "PMID:22779302"^^xsd:string,
        "PMID:22787489"^^xsd:string,
        "PMID:22836745"^^xsd:string,
        "PMID:22857139"^^xsd:string,
        "PMID:22869929"^^xsd:string,
        "PMID:22876623"^^xsd:string,
        "PMID:22923965"^^xsd:string,
        "PMID:22929632"^^xsd:string,
        "PMID:22977056"^^xsd:string,
        "PMID:23016316"^^xsd:string,
        "PMID:23109011"^^xsd:string,
        "PMID:23113731"^^xsd:string,
        "PMID:23114172"^^xsd:string,
        "Reaxys:8132135"^^xsd:string,
        "Wikipedia:Nitrofurantoin"^^xsd:string ;
    rdfs:label "nitrofurantoin"^^xsd:string ;
    definition: "An imidazolidine-2,4-dione that is hydantoin substituted at position 1 by a [(5-nitro-2-furyl)methylene]amino group. An antibiotic that damages bacterial DNA."^^xsd:string ;
    rdfs:subClassOf CHEBI:24628,
        CHEBI:87230,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:28306 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:36047 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50908 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C8H6N4O5"^^xsd:string ;
    chebi:inchi "InChI=1S/C8H6N4O5/c13-6-4-11(8(14)10-6)9-3-5-1-2-7(17-5)12(15)16/h1-3H,4H2,(H,10,13,14)/b9-3+"^^xsd:string ;
    chebi:inchikey "NXFQHRVNIOXGAQ-YCRREMRBSA-N"^^xsd:string ;
    chebi:mass "238.157"^^xsd:string ;
    chebi:monoisotopicmass "238.03382"^^xsd:string ;
    chebi:smiles "C1(N(/N=C/C=2OC(=CC2)[N+]([O-])=O)CC(N1)=O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:7591"^^xsd:string ;
    oboInOwl:hasExactSynonym "1-{[(5-nitro-2-furyl)methylene]amino}imidazolidine-2,4-dione"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-(5-Nitro-2-furfurylidenamino)hydantoin"^^xsd:string,
        "1-(5-Nitro-2-furfurylideneamino)hydantoin"^^xsd:string,
        "1-((5-Nitrofurfurylidene)amino)hydantoin"^^xsd:string,
        "1-[(5-Nitrofurfurylidene)amino]hydantoin"^^xsd:string,
        "5-Nitrofurantoin"^^xsd:string,
        "N-(5-Nitrofurfurylidene)-1-aminohydantoin"^^xsd:string,
        "nitrofurantoin"^^xsd:string,
        "nitrofurantoina"^^xsd:string,
        "nitrofurantoine"^^xsd:string,
        "nitrofurantoinum"^^xsd:string ;
    oboInOwl:id "CHEBI:71415"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:71476 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Fatty-acid_synthase"^^xsd:string ;
    rdfs:label "EC 2.3.1.85 (fatty acid synthase) inhibitor"^^xsd:string ;
    definition: "An EC 2.3.1.* (acyltransferase transferring other than amino-acyl group) inhibitor that interferes with the action of fatty acid synthase (EC 2.3.1.85), a multi-enzyme protein involved in fatty acid synthesis."^^xsd:string ;
    rdfs:subClassOf CHEBI:76878 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(FAS) inhibitors"^^xsd:string,
        "acyl-CoA:malonyl-CoA C-acyltransferase (decarboxylating, oxoacyl- and enoyl-reducing and thioester-hydrolysing) inhibitor"^^xsd:string,
        "acyl-CoA:malonyl-CoA C-acyltransferase (decarboxylating, oxoacyl- and enoyl-reducing and thioester-hydrolysing) inhibitors"^^xsd:string,
        "EC 2.3.1.85 (fatty acid synthase) inhibitors"^^xsd:string,
        "EC 2.3.1.85 inhibitor"^^xsd:string,
        "EC 2.3.1.85 inhibitors"^^xsd:string,
        "fatty acid synthase (EC 2.3.1.85) inhibitor"^^xsd:string,
        "fatty acid synthase (EC 2.3.1.85) inhibitors"^^xsd:string,
        "fatty acid synthase inhibitor"^^xsd:string,
        "fatty acid synthase inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:71476"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:71554 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Peroxisome_proliferator-activated_receptor_gamma"^^xsd:string ;
    rdfs:label "PPARgamma agonist"^^xsd:string ;
    definition: "A PPAR modulator which activates the peroxisome proliferator-activated receptor-gamma."^^xsd:string ;
    rdfs:subClassOf CHEBI:48705,
        CHEBI:70781 ;
    oboInOwl:hasExactSynonym "PPARgamma agonist"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "peroxisome proliferator-activated receptor-gamma agonist"^^xsd:string,
        "peroxisome proliferator-activated receptor-gamma agonists"^^xsd:string,
        "PPAR-gamma agonist"^^xsd:string,
        "PPAR-gamma agonists"^^xsd:string,
        "PPARgamma agonists"^^xsd:string ;
    oboInOwl:id "CHEBI:71554"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:71666 a owl:Class ;
    rdfs:label "gamma-amino acid anion"^^xsd:string ;
    definition: "An amino-acid anion in which the amino group is situated gamma- to the carboxylate group."^^xsd:string ;
    rdfs:subClassOf CHEBI:37022,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:33707 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "gamma-amino acid anions"^^xsd:string ;
    oboInOwl:id "CHEBI:71666"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:71671 a owl:Class ;
    rdfs:label "aldonate(1-)"^^xsd:string ;
    definition: "A carbohydrate acid anion obtained by deprotonation of any aldonic acid. Major structure at pH 7.3 of aldonate compounds."^^xsd:string ;
    rdfs:subClassOf CHEBI:33721,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:22301 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "(CH2O)n.C2H3O3"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "aldonates"^^xsd:string ;
    oboInOwl:id "CHEBI:71671"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:72490 a owl:Class ;
    rdfs:label "2-(hydroxymethyl)piperidine-3,4,5-triol"^^xsd:string ;
    definition: "A hydroxypiperidine that has three hydroxy groups located at positions 3, 4 and 5 as well as a hydroxymethyl substituent at position 2."^^xsd:string ;
    rdfs:subClassOf CHEBI:48590 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-(hydroxymethyl)piperidine-3,4,5-triols"^^xsd:string ;
    oboInOwl:id "CHEBI:72490"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:72544 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Flavonoids"^^xsd:string ;
    rdfs:label "flavonoids"^^xsd:string ;
    definition: "Any organic molecular entity whose stucture is based on derivatives of a phenyl-substituted 1-phenylpropane possessing a C15 or C16 skeleton, or such a structure which is condensed with a C6-C3 lignan precursors. The term is a 'superclass' comprising all members of the classes of flavonoid, isoflavonoid, neoflavonoid, chalcones, dihydrochalcones, aurones, pterocarpan, coumestans, rotenoid, flavonolignan, homoflavonoid and flavonoid oligomers. Originally restricted to natural products, the term is also applied to synthetic compounds related to them."^^xsd:string ;
    rdfs:subClassOf CHEBI:25806,
        CHEBI:50860 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "flavonoid"^^xsd:string ;
    oboInOwl:id "CHEBI:72544"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:72567 a owl:Class ;
    rdfs:label "levobunolol(1+)"^^xsd:string ;
    definition: "An organic cation obtained by protonation of the secondary amino function of levobunolol."^^xsd:string ;
    rdfs:subClassOf CHEBI:25697,
        CHEBI:35274,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:6438 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C17H26NO3"^^xsd:string ;
    chebi:inchi "InChI=1S/C17H25NO3/c1-17(2,3)18-10-12(19)11-21-16-9-5-6-13-14(16)7-4-8-15(13)20/h5-6,9,12,18-19H,4,7-8,10-11H2,1-3H3/p+1/t12-/m0/s1"^^xsd:string ;
    chebi:inchikey "IXHBTMCLRNMKHZ-LBPRGKRZSA-O"^^xsd:string ;
    chebi:mass "292.39320"^^xsd:string ;
    chebi:monoisotopicmass "292.19072"^^xsd:string ;
    chebi:smiles "CC(C)(C)[NH2+]C[C@H](O)COc1cccc2C(=O)CCCc12"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2S)-N-tert-butyl-2-hydroxy-3-[(5-oxo-5,6,7,8-tetrahydronaphthalen-1-yl)oxy]propan-1-aminium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "levobunolol cation"^^xsd:string ;
    oboInOwl:id "CHEBI:72567"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:72573 a owl:Class ;
    rdfs:label "triazene derivative"^^xsd:string ;
    definition: "A nitrogen molecular entity resulting from the formal substitution of one or more of the hydrogens of triazene."^^xsd:string ;
    rdfs:subClassOf CHEBI:51143,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:35468 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "N3R3"^^xsd:string ;
    chebi:mass "42.020"^^xsd:string ;
    chebi:monoisotopicmass "42.00922"^^xsd:string ;
    chebi:smiles "[*]N=NN([*])[*]"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "triazene derivatives"^^xsd:string,
        "triazenes"^^xsd:string ;
    oboInOwl:id "CHEBI:72573"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:72588 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Semisynthesis"^^xsd:string ;
    rdfs:label "semisynthetic derivative"^^xsd:string ;
    definition: "Any organic molecular entity derived from a natural product by partial chemical synthesis."^^xsd:string ;
    rdfs:subClassOf CHEBI:50860 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "semi-synthetic compound"^^xsd:string,
        "semi-synthetic compounds"^^xsd:string,
        "semi-synthetic derivative"^^xsd:string,
        "semi-synthetic derivatives"^^xsd:string,
        "semisynthetic compound"^^xsd:string,
        "semisynthetic compounds"^^xsd:string,
        "semisynthetic derivatives"^^xsd:string ;
    oboInOwl:id "CHEBI:72588"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:72600 a owl:Class ;
    oboInOwl:hasDbXref "PMID:19262920"^^xsd:string,
        "PMID:20024126"^^xsd:string,
        "PMID:21076755"^^xsd:string,
        "PMID:21604735"^^xsd:string,
        "PMID:21860857"^^xsd:string,
        "PMID:22421755"^^xsd:string ;
    rdfs:label "spiroketal"^^xsd:string ;
    definition: "A cyclic ketal in which the ketal carbon is the only common atom of two rings."^^xsd:string ;
    rdfs:subClassOf CHEBI:37948,
        CHEBI:59779 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "spiroacetal"^^xsd:string,
        "spiroacetals"^^xsd:string,
        "spiroketals"^^xsd:string ;
    oboInOwl:id "CHEBI:72600"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:72602 a owl:Class ;
    rdfs:label "guanadrel(1+)"^^xsd:string ;
    definition: "A guanidinium ion resulting from the protonation of the guanidyl group of guanadrel."^^xsd:string ;
    rdfs:subClassOf CHEBI:60251,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:5555 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C10H20N3O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C10H19N3O2/c11-9(12)13-6-8-7-14-10(15-8)4-2-1-3-5-10/h8H,1-7H2,(H4,11,12,13)/p+1"^^xsd:string ;
    chebi:inchikey "HPBNRIOWIXYZFK-UHFFFAOYSA-O"^^xsd:string ;
    chebi:mass "214.28470"^^xsd:string ;
    chebi:monoisotopicmass "214.15500"^^xsd:string ;
    chebi:smiles "NC(=[NH2+])NCC1COC2(CCCCC2)O1"^^xsd:string ;
    oboInOwl:hasExactSynonym "amino[(1,4-dioxaspiro[4.5]dec-2-ylmethyl)amino]methaniminium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:72602"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:72695 a owl:Class ;
    rdfs:label "organic molecule"^^xsd:string ;
    definition: "Any molecule that consists of at least one carbon atom as part of the electrically neutral entity."^^xsd:string ;
    rdfs:subClassOf CHEBI:25367,
        CHEBI:50860 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "organic compound"^^xsd:string,
        "organic compounds"^^xsd:string,
        "organic molecules"^^xsd:string ;
    oboInOwl:id "CHEBI:72695"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:72755 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:CPD-4823"^^xsd:string,
        "PMID:13563334"^^xsd:string,
        "PMID:13587408"^^xsd:string ;
    rdfs:label "kanamycin C(4+)"^^xsd:string ;
    definition: "An organic cation obtained by protonation of the primary amino groups of kanamycin C."^^xsd:string ;
    rdfs:subClassOf CHEBI:25697,
        CHEBI:35274,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:28185 ] ;
    chebi:charge "+4"^^xsd:string ;
    chebi:formula "C18H40N4O11"^^xsd:string ;
    chebi:inchi "InChI=1S/C18H36N4O11/c19-4-1-5(20)16(33-18-13(28)8(21)10(25)6(2-23)31-18)14(29)15(4)32-17-9(22)12(27)11(26)7(3-24)30-17/h4-18,23-29H,1-3,19-22H2/p+4/t4-,5+,6+,7+,8-,9+,10+,11+,12+,13+,14-,15+,16-,17+,18+/m0/s1"^^xsd:string ;
    chebi:inchikey "WZDRWYJKESFZMB-FQSMHNGLSA-R"^^xsd:string ;
    chebi:mass "488.53040"^^xsd:string ;
    chebi:monoisotopicmass "488.26716"^^xsd:string ;
    chebi:smiles "[NH3+][C@H]1C[C@@H]([NH3+])[C@H](O[C@H]2O[C@H](CO)[C@@H](O)[C@H]([NH3+])[C@H]2O)[C@@H](O)[C@@H]1O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1[NH3+]"^^xsd:string ;
    oboInOwl:hasExactSynonym "(1R,2S,3S,4R,6S)-4,6-diazaniumyl-3-[(3-azaniumyl-3-deoxy-alpha-D-glucopyranosyl)oxy]-2-hydroxycyclohexyl 2-azaniumyl-2-deoxy-alpha-D-glucopyranoside"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "kanamycin C"^^xsd:string,
        "kanamycin C tetracation"^^xsd:string ;
    oboInOwl:id "CHEBI:72755"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:72756 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:CPD-4824"^^xsd:string,
        "PMID:21983602"^^xsd:string ;
    rdfs:label "kanamycin X(3+)"^^xsd:string ;
    definition: "An organic cation obtained by protonation of the primary amino groups of kanamycin X."^^xsd:string ;
    rdfs:subClassOf CHEBI:25697,
        CHEBI:35274,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:72797 ] ;
    chebi:charge "+3"^^xsd:string ;
    chebi:formula "C18H38N3O12"^^xsd:string ;
    chebi:inchi "InChI=1S/C18H35N3O12/c19-4-1-5(20)16(33-18-13(28)12(27)10(25)7(3-23)31-18)14(29)15(4)32-17-11(26)8(21)9(24)6(2-22)30-17/h4-18,22-29H,1-3,19-21H2/p+3/t4-,5+,6-,7-,8+,9-,10-,11-,12+,13-,14-,15+,16-,17-,18-/m1/s1"^^xsd:string ;
    chebi:inchikey "OHNBRQGGOHMIAP-NOAMYHISSA-Q"^^xsd:string ;
    chebi:mass "488.50720"^^xsd:string ;
    chebi:monoisotopicmass "488.24390"^^xsd:string ;
    chebi:smiles "[NH3+][C@@H]1C[C@H]([NH3+])[C@@H](O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O[C@H]1O[C@H](CO)[C@@H](O)[C@H]([NH3+])[C@H]1O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(1S,2R,3R,4S,6R)-4,6-diazaniumyl-3-(alpha-D-glucopyranosyloxy)-2-hydroxycyclohexyl 3-azaniumyl-3-deoxy-alpha-D-glucopyranoside"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "kanamycin X"^^xsd:string,
        "kanamycin X trication"^^xsd:string ;
    oboInOwl:id "CHEBI:72756"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:72773 a owl:Class ;
    rdfs:label "carotogenesis inhibitor"^^xsd:string ;
    definition: "Any inhibitor of the biosynthesis of carotenoids."^^xsd:string ;
    rdfs:subClassOf CHEBI:35222 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "carotogenesis inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:72773"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:72774 a owl:Class ;
    rdfs:label "EC 1.3.99.29 [phytoene desaturase (zeta-carotene-forming)] inhibitor"^^xsd:string ;
    definition: "An EC 1.3.99.* (oxidoreductase acting on donor CH-CH group with other acceptors) inhibitor that interferes with the action of phytoene desaturase (zeta-carotene-forming), EC 1.3.99.29, an enzyme of carotenoid biosynthesis that converts phytoene into zeta-carotene (zeta-carotene) via the symmetrical introduction of two double bonds at the C-11 and C-11' positions of phytoene."^^xsd:string ;
    rdfs:subClassOf CHEBI:76859 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-step phytoene desaturase inhibitor"^^xsd:string,
        "2-step phytoene desaturase inhibitors"^^xsd:string,
        "15-cis-phytoene:acceptor oxidoreductase (zeta-carotene-forming) inhibitor"^^xsd:string,
        "15-cis-phytoene:acceptor oxidoreductase (zeta-carotene-forming) inhibitors"^^xsd:string,
        "CrtIa inhibitor"^^xsd:string,
        "CrtIa inhibitors"^^xsd:string,
        "EC 1.3.99.29 [phytoene desaturase (zeta-carotene-forming)] inhibitors"^^xsd:string,
        "EC 1.3.99.29 inhibitor"^^xsd:string,
        "EC 1.3.99.29 inhibitors"^^xsd:string,
        "phytoene dehydrogenase inhibitor"^^xsd:string,
        "phytoene dehydrogenase inhibitors"^^xsd:string,
        "phytoene desaturase (zeta-carotene-forming) (EC 1.3.99.29) inhibitor"^^xsd:string,
        "phytoene desaturase (zeta-carotene-forming) (EC 1.3.99.29) inhibitors"^^xsd:string,
        "phytoene desaturase (zeta-carotene-forming) inhibitor"^^xsd:string,
        "phytoene desaturase (zeta-carotene-forming) inhibitors"^^xsd:string,
        "phytoene desaturase inhibitor"^^xsd:string,
        "phytoene desaturase inhibitors"^^xsd:string,
        "two-step phytoene desaturase inhibitor"^^xsd:string,
        "two-step phytoene desaturase inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:72774"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:72797 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:CPD-4824"^^xsd:string,
        "PMID:21983602"^^xsd:string ;
    rdfs:label "kanamycin X"^^xsd:string ;
    definition: "A kanamycin that is kanamycin A in which the 6'-amino group is replaced by a hydroxy group."^^xsd:string ;
    rdfs:subClassOf CHEBI:24951,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:17630 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:72756 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C18H35N3O12"^^xsd:string ;
    chebi:inchi "InChI=1S/C18H35N3O12/c19-4-1-5(20)16(33-18-13(28)12(27)10(25)7(3-23)31-18)14(29)15(4)32-17-11(26)8(21)9(24)6(2-22)30-17/h4-18,22-29H,1-3,19-21H2/t4-,5+,6-,7-,8+,9-,10-,11-,12+,13-,14-,15+,16-,17-,18-/m1/s1"^^xsd:string ;
    chebi:inchikey "OHNBRQGGOHMIAP-NOAMYHISSA-N"^^xsd:string ;
    chebi:mass "485.48340"^^xsd:string ;
    chebi:monoisotopicmass "485.22207"^^xsd:string ;
    chebi:smiles "N[C@@H]1C[C@H](N)[C@@H](O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O[C@H]1O[C@H](CO)[C@@H](O)[C@H](N)[C@H]1O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(1S,2R,3R,4S,6R)-4,6-diamino-3-(alpha-D-glucopyranosyloxy)-2-hydroxycyclohexyl 3-amino-3-deoxy-alpha-D-glucopyranoside"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "6'-deamino-6'-hydroxykanamycin A"^^xsd:string ;
    oboInOwl:id "CHEBI:72797"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:72813 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:Exopolysaccharides"^^xsd:string,
        "PMID:1444258"^^xsd:string,
        "PMID:2688547"^^xsd:string,
        "PMID:6354590"^^xsd:string,
        "PMID:11160795"^^xsd:string,
        "PMID:11785425"^^xsd:string,
        "PMID:15738217"^^xsd:string,
        "PMID:16075348"^^xsd:string,
        "PMID:17440912"^^xsd:string,
        "PMID:18097339"^^xsd:string,
        "PMID:19453747"^^xsd:string,
        "PMID:20172021"^^xsd:string,
        "PMID:20631870"^^xsd:string,
        "PMID:20718297"^^xsd:string,
        "Wikipedia:Exopolysaccharide"^^xsd:string,
        "Wikipedia:Extracellular_polymeric_substance"^^xsd:string ;
    rdfs:label "exopolysaccharide"^^xsd:string ;
    definition: "A biomacromolecule composed of carbohydrate residues which is secreted by a microorganism into the surrounding environment."^^xsd:string ;
    rdfs:subClassOf CHEBI:33694 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "exopolysaccharides"^^xsd:string,
        "extracellular polymeric substance"^^xsd:string,
        "extracellular polymeric substances"^^xsd:string ;
    oboInOwl:id "CHEBI:72813"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:72947 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:CPD-14138"^^xsd:string,
        "PMID:22374809"^^xsd:string ;
    rdfs:label "kanamycin D(3+)"^^xsd:string ;
    definition: "An organic cation obtained by protonation of the primary amino groups of kanamycin D."^^xsd:string ;
    rdfs:subClassOf CHEBI:25697,
        CHEBI:35274,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:73079 ] ;
    chebi:charge "+3"^^xsd:string ;
    chebi:formula "C18H38N3O12"^^xsd:string ;
    chebi:inchi "InChI=1S/C18H35N3O12/c19-2-6-8(23)10(25)12(27)17(30-6)32-15-4(20)1-5(21)16(14(15)29)33-18-13(28)11(26)9(24)7(3-22)31-18/h4-18,22-29H,1-3,19-21H2/p+3/t4-,5+,6+,7+,8+,9+,10-,11-,12+,13+,14-,15+,16-,17+,18+/m0/s1"^^xsd:string ;
    chebi:inchikey "NZCOZAMBHLSNDW-HNDNCJINSA-Q"^^xsd:string ;
    chebi:mass "488.50720"^^xsd:string ;
    chebi:monoisotopicmass "488.24390"^^xsd:string ;
    chebi:smiles "[NH3+]C[C@H]1O[C@H](O[C@@H]2[C@@H]([NH3+])C[C@@H]([NH3+])[C@H](O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(1S,2S,3R,4S,6R)-4,6-diazaniumyl-3-[(6-azaniumyl-6-deoxy-alpha-D-glucopyranosyl)oxy]-2-hydroxycyclohexyl alpha-D-glucopyranoside"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "kanamycin D"^^xsd:string ;
    oboInOwl:id "CHEBI:72947"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:73079 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:CPD-14138"^^xsd:string,
        "PMID:9134733"^^xsd:string,
        "PMID:22374809"^^xsd:string ;
    rdfs:label "kanamycin D"^^xsd:string ;
    definition: "A kanamycin that is kanamycin A in which the 3''-amino group is replaced by a hydroxy group."^^xsd:string ;
    rdfs:subClassOf CHEBI:24951,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:17630 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:72947 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C18H35N3O12"^^xsd:string ;
    chebi:inchi "InChI=1S/C18H35N3O12/c19-2-6-8(23)10(25)12(27)17(30-6)32-15-4(20)1-5(21)16(14(15)29)33-18-13(28)11(26)9(24)7(3-22)31-18/h4-18,22-29H,1-3,19-21H2/t4-,5+,6+,7+,8+,9+,10-,11-,12+,13+,14-,15+,16-,17+,18+/m0/s1"^^xsd:string ;
    chebi:inchikey "NZCOZAMBHLSNDW-HNDNCJINSA-N"^^xsd:string ;
    chebi:mass "485.48340"^^xsd:string ;
    chebi:monoisotopicmass "485.22207"^^xsd:string ;
    chebi:smiles "NC[C@H]1O[C@H](O[C@@H]2[C@@H](N)C[C@@H](N)[C@H](O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(1S,2S,3R,4S,6R)-4,6-diamino-3-[(6-amino-6-deoxy-alpha-D-glucopyranosyl)oxy]-2-hydroxycyclohexyl alpha-D-glucopyranoside"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3''-deamino-3''-hydroxykanamycin A"^^xsd:string ;
    oboInOwl:id "CHEBI:73079"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:73129 a owl:Class ;
    oboInOwl:hasDbXref "CAS:118292-41-4"^^xsd:string,
        "Patent:US2006020037"^^xsd:string,
        "Patent:WO2006022964"^^xsd:string,
        "PMID:7981424"^^xsd:string,
        "PMID:11807455"^^xsd:string,
        "PMID:12642475"^^xsd:string,
        "Reaxys:9718318"^^xsd:string ;
    rdfs:label "tazarotenic acid"^^xsd:string ;
    definition: "A thiochromane that is acetylene in which the hydrogens are replaced by 5-carboxypyridin-2-yl and 4,4-dimethylthiochroman-6-yl groups. It is the active form of the prodrug tazarotene."^^xsd:string ;
    rdfs:subClassOf CHEBI:25384,
        CHEBI:26421,
        CHEBI:26537,
        CHEBI:50747,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50176 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50905 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C19H17NO2S"^^xsd:string ;
    chebi:inchi "InChI=1S/C19H17NO2S/c1-19(2)9-10-23-17-8-4-13(11-16(17)19)3-6-15-7-5-14(12-20-15)18(21)22/h4-5,7-8,11-12H,9-10H2,1-2H3,(H,21,22)"^^xsd:string ;
    chebi:inchikey "IQIBKLWBVJPOQO-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "323.40900"^^xsd:string ;
    chebi:monoisotopicmass "323.09800"^^xsd:string ;
    chebi:smiles "CC1(C)CCSc2ccc(cc12)C#Cc1ccc(cn1)C(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "6-[(4,4-dimethyl-3,4-dihydro-2H-1-benzothiopyran-6-yl)ethynyl]nicotinic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "6-(2-(4,4-dimethylthiochroman-6-yl)ethynyl)nicotinic acid"^^xsd:string,
        "6-((3,4-dihydro-4,4-dimethyl-2H-1-benzothiopyran-6-yl)ethynyl)-3-pyridinecarboxylic acid"^^xsd:string,
        "AGN 190299"^^xsd:string,
        "Agn 190299"^^xsd:string,
        "AGN-190299"^^xsd:string ;
    oboInOwl:id "CHEBI:73129"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:73136 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Carbonyl_reductase_(NADPH)"^^xsd:string ;
    rdfs:label "EC 1.1.1.184 [carbonyl reductase (NADPH)] inhibitor"^^xsd:string ;
    definition: "An EC 1.1.1.* (oxidoreductase acting on donor CH-OH group, NAD(+) or NADP(+) acceptor) inhibitor that interferes with the action of carbonyl reductase (NADPH), EC 1.1.1.184."^^xsd:string ;
    rdfs:subClassOf CHEBI:76835 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "aldehyde reductase 1 inhibitor"^^xsd:string,
        "aldehyde reductase 1 inhibitors"^^xsd:string,
        "ALR3 inhibitor"^^xsd:string,
        "ALR3 inhibitors"^^xsd:string,
        "carbonyl reductase (NADPH2) inhibitor"^^xsd:string,
        "carbonyl reductase (NADPH2) inhibitors"^^xsd:string,
        "carbonyl reductase (NADPH) (EC 1.1.1.184) inhibitor"^^xsd:string,
        "carbonyl reductase (NADPH) (EC 1.1.1.184) inhibitors"^^xsd:string,
        "carbonyl reductase (NADPH) inhibitor"^^xsd:string,
        "carbonyl reductase (NADPH) inhibitors"^^xsd:string,
        "carbonyl reductase inhibitor"^^xsd:string,
        "carbonyl reductase inhibitors"^^xsd:string,
        "EC 1.1.1.184 (carbonyl reductase (NADPH)) inhibitor"^^xsd:string,
        "EC 1.1.1.184 (carbonyl reductase (NADPH)) inhibitors"^^xsd:string,
        "EC 1.1.1.184 [carbonyl reductase (NADPH)] inhibitors"^^xsd:string,
        "EC 1.1.1.184 inhibitor"^^xsd:string,
        "EC 1.1.1.184 inhibitors"^^xsd:string,
        "NADPH2-dependent carbonyl reductase inhibitor"^^xsd:string,
        "NADPH2-dependent carbonyl reductase inhibitors"^^xsd:string,
        "nonspecific NADPH-dependent carbonyl reductase inhibitor"^^xsd:string,
        "nonspecific NADPH-dependent carbonyl reductase inhibitors"^^xsd:string,
        "prostaglandin 9-ketoreductase inhibitor"^^xsd:string,
        "prostaglandin 9-ketoreductase inhibitors"^^xsd:string,
        "secondary-alcohol:NADP+ oxidoreductase inhibitor"^^xsd:string,
        "secondary-alcohol:NADP+ oxidoreductase inhibitors"^^xsd:string,
        "xenobiotic ketone reductase inhibitor"^^xsd:string,
        "xenobiotic ketone reductase inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:73136"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:73155 a owl:Class ;
    oboInOwl:hasDbXref "PMID:11115886"^^xsd:string ;
    rdfs:label "trienoic fatty acid"^^xsd:string ;
    definition: "Any polyunsaturated fatty acid that contains three double bonds."^^xsd:string ;
    rdfs:subClassOf CHEBI:26208,
        CHEBI:53339 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "trienoic fatty acids"^^xsd:string ;
    oboInOwl:id "CHEBI:73155"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:73181 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:L-ascorbate_peroxidase"^^xsd:string ;
    rdfs:label "EC 1.11.1.11 (L-ascorbate peroxidase) inhibitor"^^xsd:string ;
    definition: "An  EC 1.11.1.* (peroxidases) inhibitor that inhibits the action of L-ascorbate peroxidase (EC 1.11.1.11)."^^xsd:string ;
    rdfs:subClassOf CHEBI:75381 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "ascorbate peroxidase inhibitor"^^xsd:string,
        "ascorbate peroxidase inhibitors"^^xsd:string,
        "ascorbic acid peroxidase inhibitor"^^xsd:string,
        "ascorbic acid peroxidase inhibitors"^^xsd:string,
        "EC 1.11.1.11 (L-ascorbate peroxidase) inhibitors"^^xsd:string,
        "EC 1.11.1.11 inhibitor"^^xsd:string,
        "EC 1.11.1.11 inhibitors"^^xsd:string,
        "L-ascorbate peroxidase (EC 1.11.1.11) inhibitor"^^xsd:string,
        "L-ascorbate peroxidase (EC 1.11.1.11) inhibitors"^^xsd:string,
        "L-ascorbate peroxidase inhibitor"^^xsd:string,
        "L-ascorbate peroxidase inhibitors"^^xsd:string,
        "L-ascorbate:hydrogen-peroxide oxidoreductase inhibitor"^^xsd:string,
        "L-ascorbate:hydrogen-peroxide oxidoreductase inhibitors"^^xsd:string,
        "L-ascorbic acid peroxidase inhibitor"^^xsd:string,
        "L-ascorbic acid peroxidase inhibitors"^^xsd:string,
        "L-ascorbic acid-specific peroxidase inhibitor"^^xsd:string,
        "L-ascorbic acid-specific peroxidase inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:73181"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:73216 a owl:Class ;
    rdfs:label "EC 3.6.* (hydrolases acting on acid anhydrides) inhibitor"^^xsd:string ;
    definition: "Any hydrolase inhibitor that interferes with the action of a hydrolase which acts on acid anhydrides (EC 3.6.*.*)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76759 ;
    oboInOwl:hasAlternativeId "CHEBI:76765"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "acid anhydride hydrolase inhibitor"^^xsd:string,
        "acid anhydride hydrolase inhibitors"^^xsd:string,
        "EC 3.6 inhibitor"^^xsd:string,
        "EC 3.6 inhibitors"^^xsd:string,
        "EC 3.6.* (hydrolases acting on acid anhydrides) inhibitors"^^xsd:string,
        "EC 3.6.* inhibitor"^^xsd:string,
        "EC 3.6.* inhibitors"^^xsd:string,
        "EC 3.6.*.* inhibitor"^^xsd:string,
        "EC 3.6.*.* inhibitors"^^xsd:string,
        "inhibitor of hydrolase acting on acid anhydride (EC 3.6.*)"^^xsd:string,
        "inhibitors of hydrolase acting on acid anhydride (EC 3.6.*)"^^xsd:string ;
    oboInOwl:id "CHEBI:73216"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:73240 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:NF-%CE%BAB"^^xsd:string ;
    rdfs:label "NF-kappaB inhibitor"^^xsd:string ;
    definition: "An inhibitor of NF-kappaB (nuclear factor kappa-light-chain-enhancer of activated B cells), a protein complex involved in the transcription of DNA."^^xsd:string ;
    rdfs:subClassOf CHEBI:35222 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "NF-kappaB inhibitors"^^xsd:string,
        "nuclear factor kappa-light-chain-enhancer of activated B cells inhibitor"^^xsd:string,
        "nuclear factor kappa-light-chain-enhancer of activated B cells inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:73240"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:73243 a owl:Class ;
    rdfs:label "midodrine(1+)"^^xsd:string ;
    definition: "An ammonium ion resulting from the protonation of the primary amino group of midodrine."^^xsd:string ;
    rdfs:subClassOf CHEBI:35274,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:6933 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C12H19N2O4"^^xsd:string ;
    chebi:inchi "InChI=1S/C12H18N2O4/c1-17-8-3-4-11(18-2)9(5-8)10(15)7-14-12(16)6-13/h3-5,10,15H,6-7,13H2,1-2H3,(H,14,16)/p+1"^^xsd:string ;
    chebi:inchikey "PTKSEFOSCHHMPD-UHFFFAOYSA-O"^^xsd:string ;
    chebi:mass "255.29030"^^xsd:string ;
    chebi:monoisotopicmass "255.13393"^^xsd:string ;
    chebi:smiles "COc1ccc(OC)c(c1)C(O)CNC(=O)C[NH3+]"^^xsd:string ;
    oboInOwl:hasExactSynonym "rac-2-{[2-(2,5-dimethoxyphenyl)-2-hydroxyethyl]amino}-2-oxoethanaminium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:73243"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:73248 a owl:Class ;
    oboInOwl:hasDbXref "CAS:3600-87-1"^^xsd:string,
        "PMID:15537169"^^xsd:string,
        "PMID:16242885"^^xsd:string,
        "PMID:23051063"^^xsd:string,
        "Reaxys:3262168"^^xsd:string ;
    rdfs:label "deglymidodrine"^^xsd:string ;
    definition: "An aromatic ether that is 1,4-dimethoxybenzene which is substituted at position 2 by a 2-amino-1-hydroxyethyl group. The immediate and active metabolite of midrodine, it is a direct-acting sympathomimetic with selective alpha-adrenergic agonist activity. Midrodine is used (generally as its hydrochloride salt) as a prodrug for deglymidodrine, which acts as a peripheral vasoconstrictor in the treatment of certain hypotensive states."^^xsd:string ;
    rdfs:subClassOf CHEBI:35618,
        CHEBI:35681,
        CHEBI:50994,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35524 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35569 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50514 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C10H15NO3"^^xsd:string ;
    chebi:inchi "InChI=1S/C10H15NO3/c1-13-7-3-4-10(14-2)8(5-7)9(12)6-11/h3-5,9,12H,6,11H2,1-2H3"^^xsd:string ;
    chebi:inchikey "VFRCNXKYZVQYLX-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "197.23100"^^xsd:string ;
    chebi:monoisotopicmass "197.10519"^^xsd:string ;
    chebi:smiles "COc1ccc(OC)c(c1)C(O)CN"^^xsd:string ;
    oboInOwl:hasExactSynonym "rac-2-amino-1-(2,5-dimethoxyphenyl)ethanol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-(2',5'-dimethoxyphenyl)aminoethanol"^^xsd:string,
        "(+-)-2-amino-1-(2,5-dimethoxyphenyl)ethanol"^^xsd:string,
        "(+/-)-2-amino-1-(2,5-dimethoxyphenyl)ethanol"^^xsd:string,
        "alpha-(aminomethyl)-2,5-dimethoxybenzenemethanol"^^xsd:string,
        "de-glymidodrine"^^xsd:string,
        "desglymidodrine"^^xsd:string,
        "ST-1059"^^xsd:string ;
    oboInOwl:id "CHEBI:73248"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:73333 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Scabicide"^^xsd:string ;
    rdfs:label "scabicide"^^xsd:string ;
    definition: "An acaricide that kills mites of the genus Sarcoptes."^^xsd:string ;
    rdfs:subClassOf CHEBI:22153 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "scabicides"^^xsd:string ;
    oboInOwl:id "CHEBI:73333"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:73398 a owl:Class ;
    rdfs:label "indole skeleton"^^xsd:string ;
    definition: "A mancude heterobicyclic organic group consisting of a benzene ring fused to a pyrrole ring."^^xsd:string ;
    rdfs:subClassOf CHEBI:73541 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C8N"^^xsd:string ;
    chebi:mass "110.09230"^^xsd:string ;
    chebi:monoisotopicmass "110.00307"^^xsd:string ;
    chebi:smiles "C1(=C(C(=C2C(=C1*)N(C(=C2*)*)*)*)*)*"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:73398"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:73474 a owl:Class ;
    rdfs:label "acetylenic compound"^^xsd:string ;
    definition: "Any organic molecule containing a C#C bond."^^xsd:string ;
    rdfs:subClassOf CHEBI:72695 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C2R2"^^xsd:string ;
    chebi:mass "24.021"^^xsd:string ;
    chebi:monoisotopicmass "24.00000"^^xsd:string ;
    chebi:smiles "[*]C#C[*]"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "acetylenic compounds"^^xsd:string,
        "C#C containing compound"^^xsd:string,
        "C#C containing compounds"^^xsd:string,
        "C#C-containing compound"^^xsd:string,
        "C#C-containing compounds"^^xsd:string ;
    oboInOwl:id "CHEBI:73474"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:73477 a owl:Class ;
    rdfs:label "terminal acetylenic compound"^^xsd:string ;
    definition: "An acetylenic compound which a carbon of the C#C moiety is attached to a hydrogen atom."^^xsd:string ;
    rdfs:subClassOf CHEBI:73474 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C2HR"^^xsd:string ;
    chebi:mass "25.029"^^xsd:string ;
    chebi:monoisotopicmass "25.00783"^^xsd:string ;
    chebi:smiles "[H]C#C[*]"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "C#C-H containing compound"^^xsd:string,
        "C#C-H containing compounds"^^xsd:string,
        "C#CH containing compound"^^xsd:string,
        "C#CH containing compounds"^^xsd:string,
        "terminal acetylenic compounds"^^xsd:string ;
    oboInOwl:id "CHEBI:73477"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:73539 a owl:Class ;
    rdfs:label "naphthyridine derivative"^^xsd:string ;
    definition: "Any organonitrogen heterocyclic compound that is a derivative of a naphthyridine."^^xsd:string ;
    rdfs:subClassOf CHEBI:27171,
        CHEBI:38101,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:36624 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "naphthyridine derivatives"^^xsd:string ;
    oboInOwl:id "CHEBI:73539"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:73541 a owl:Class ;
    rdfs:label "organic heterobicyclic ring"^^xsd:string ;
    definition: "A bicyclic organic group that contains both carbon and hetero atoms."^^xsd:string ;
    rdfs:subClassOf CHEBI:52845 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "organic heterobicyclic rings"^^xsd:string ;
    oboInOwl:id "CHEBI:73541"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:73558 a owl:Class ;
    rdfs:label "D3 vitamins"^^xsd:string ;
    definition: "A vitamin D that is calciol or its hydroxylated metabolites calcidiol and calcitriol. Calciol (also known as vitamin D3) acts as a hormone precursor, being hydroxylated in the liver to calcidiol (25-hydroxyvitamin D3), which is then further hydroxylated in the kidney to give calcitriol (1,25-dihydroxyvitamin D3), the active hormone."^^xsd:string ;
    rdfs:subClassOf CHEBI:27300 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "D3 vitamin"^^xsd:string,
        "vitamin D3s"^^xsd:string ;
    oboInOwl:id "CHEBI:73558"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:73678 a owl:Class ;
    oboInOwl:hasDbXref "PMID:22383337"^^xsd:string ;
    rdfs:label "tobramycin(5+)"^^xsd:string ;
    definition: "An organic cation obtained by protonation of the five amino groups of tobramycin."^^xsd:string ;
    rdfs:subClassOf CHEBI:25697,
        CHEBI:35274,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:28864 ] ;
    chebi:charge "+5"^^xsd:string ;
    chebi:formula "C18H42N5O9"^^xsd:string ;
    chebi:inchi "InChI=1S/C18H37N5O9/c19-3-9-8(25)2-7(22)17(29-9)31-15-5(20)1-6(21)16(14(15)28)32-18-13(27)11(23)12(26)10(4-24)30-18/h5-18,24-28H,1-4,19-23H2/p+5/t5-,6+,7+,8-,9+,10+,11-,12+,13+,14-,15+,16-,17+,18+/m0/s1"^^xsd:string ;
    chebi:inchikey "NLVFBUXFDBBNBW-PBSUHMDJSA-S"^^xsd:string ;
    chebi:mass "472.55420"^^xsd:string ;
    chebi:monoisotopicmass "472.29551"^^xsd:string ;
    chebi:smiles "[NH3+]C[C@H]1O[C@H](O[C@@H]2[C@@H]([NH3+])C[C@@H]([NH3+])[C@H](O[C@H]3O[C@H](CO)[C@@H](O)[C@H]([NH3+])[C@H]3O)[C@H]2O)[C@H]([NH3+])C[C@@H]1O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(1S,2S,3R,4S,6R)-4,6-diazaniumyl-3-[(2,6-diazaniumyl-2,3,6-trideoxy-alpha-D-ribo-hexopyranosyl)oxy]-2-hydroxycyclohexyl 3-azaniumyl-3-deoxy-alpha-D-glucopyranoside"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "tobramycin"^^xsd:string ;
    oboInOwl:id "CHEBI:73678"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:73690 a owl:Class ;
    rdfs:label "erythrose 4-phosphate/phosphoenolpyruvate family amino acid"^^xsd:string ;
    definition: "An L-alpha-amino acid which is biosynthesised from erythrose 4-phosphate and phosphoenolpyruvate (i.e. phenylalanine, tyrosine, and tryptophan). A closed class."^^xsd:string ;
    rdfs:subClassOf CHEBI:15705,
        CHEBI:83813 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "erythrose 4-phosphate and phosphoenolpyruvate family amino acid"^^xsd:string,
        "erythrose 4-phosphate and phosphoenolpyruvate family amino acids"^^xsd:string,
        "erythrose 4-phosphate family amino acid"^^xsd:string,
        "erythrose 4-phosphate family amino acids"^^xsd:string,
        "erythrose 4-phosphate/phosphoenolpyruvate family amino acids"^^xsd:string,
        "phosphoenolpyruvate family amino acid"^^xsd:string,
        "phosphoenolpyruvate family amino acids"^^xsd:string ;
    oboInOwl:id "CHEBI:73690"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:73754 a owl:Class ;
    oboInOwl:hasDbXref "PMID:16240117"^^xsd:string,
        "PMID:23330717"^^xsd:string ;
    rdfs:label "thiosugar"^^xsd:string ;
    definition: "A carbohydrate derivative in which one or more of the oxygens or hydroxy groups of the parent carbohydrate is replaced by sulfur or -SR, where R can be hydrogen or any group."^^xsd:string ;
    rdfs:subClassOf CHEBI:33261,
        CHEBI:63299 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "thiosugars"^^xsd:string ;
    oboInOwl:id "CHEBI:73754"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:73913 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Antifolate"^^xsd:string ;
    rdfs:label "antifolate"^^xsd:string ;
    definition: "An antimetabolite that impairs the action of folic acids"^^xsd:string ;
    rdfs:subClassOf CHEBI:35221 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "antifolates"^^xsd:string,
        "folic acid antagonist"^^xsd:string,
        "folic acid antagonists"^^xsd:string ;
    oboInOwl:id "CHEBI:73913"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:74159 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:CPD-2482"^^xsd:string,
        "PMID:20086163"^^xsd:string,
        "PMID:23529730"^^xsd:string ;
    rdfs:label "D-cycloserine zwitterion"^^xsd:string ;
    definition: "A zwitterion resulting from the transfer of a proton from the ring nitrogen to the primary amino group of D-cycloserine. The major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:27369,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:40009 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C3H6N2O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C3H6N2O2/c4-2-1-7-5-3(2)6/h2H,1,4H2,(H,5,6)/t2-/m1/s1"^^xsd:string ;
    chebi:inchikey "DYDCUQKUCUHJBH-UWTATZPHSA-N"^^xsd:string ;
    chebi:mass "102.09190"^^xsd:string ;
    chebi:monoisotopicmass "102.04293"^^xsd:string ;
    chebi:smiles "[H][C@@]1([NH3+])CO[N-]C1=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(4R)-4-ammonio-3-oxo-1,2-oxazolidin-2-ide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(4R)-4-aminoisoxazolidin-3-one zwitterion"^^xsd:string,
        "(+)-4-amino-3-isoxazolidinone zwitterion"^^xsd:string,
        "alpha-cycloserine zwitterion"^^xsd:string,
        "cycloserine zwitterion"^^xsd:string,
        "D-4-amino-3-isoxazolidinone zwitterion"^^xsd:string ;
    oboInOwl:id "CHEBI:74159"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:74213 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Ribonucleoside-diphosphate_reductase"^^xsd:string ;
    rdfs:label "EC 1.17.4.1 (ribonucleoside-diphosphate reductase) inhibitor"^^xsd:string ;
    definition: "An  EC 1.17.* (oxidoreductase acting on CH or CH2) inhibitor that inhibits the action of ribonucleoside-diphosphate reductase (EC 1.17.4.1)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76848 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2'-deoxyribonucleoside-diphosphate:thioredoxin-disulfide 2'-oxidoreductase inhibitor"^^xsd:string,
        "2'-deoxyribonucleoside-diphosphate:thioredoxin-disulfide 2'-oxidoreductase inhibitors"^^xsd:string,
        "ADP reductase inhibitor"^^xsd:string,
        "ADP reductase inhibitors"^^xsd:string,
        "CDP reductase inhibitor"^^xsd:string,
        "CDP reductase inhibitors"^^xsd:string,
        "EC 1.17.4.1 (ribonucleoside-diphosphate reductase) inhibitors"^^xsd:string,
        "EC 1.17.4.1 inhibitor"^^xsd:string,
        "EC 1.17.4.1 inhibitors"^^xsd:string,
        "nucleoside diphosphate reductase inhibitor"^^xsd:string,
        "nucleoside diphosphate reductase inhibitors"^^xsd:string,
        "ribonucleoside diphosphate reductase inhibitor"^^xsd:string,
        "ribonucleoside diphosphate reductase inhibitors"^^xsd:string,
        "ribonucleoside-diphosphate reductase (EC 1.17.4.1) inhibitor"^^xsd:string,
        "ribonucleoside-diphosphate reductase (EC 1.17.4.1) inhibitors"^^xsd:string,
        "ribonucleoside-diphosphate reductase inhibitor"^^xsd:string,
        "ribonucleoside-diphosphate reductase inhibitors"^^xsd:string,
        "ribonucleotide diphosphate reductase inhibitor"^^xsd:string,
        "ribonucleotide diphosphate reductase inhibitors"^^xsd:string,
        "ribonucleotide reductase inhibitor"^^xsd:string,
        "ribonucleotide reductase inhibitors"^^xsd:string,
        "RR inhibitor"^^xsd:string,
        "RR inhibitors"^^xsd:string,
        "UDP reductase inhibitor"^^xsd:string,
        "UDP reductase inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:74213"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:74222 a owl:Class ;
    rdfs:label "gamma-lactam"^^xsd:string ;
    definition: "A lactam in which the amide bond is contained within a five-membered ring, which includes the amide nitrogen and the carbonyl carbon."^^xsd:string ;
    rdfs:subClassOf CHEBI:24995 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "gamma-lactams"^^xsd:string ;
    oboInOwl:id "CHEBI:74222"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:74224 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:CPD-3141"^^xsd:string ;
    rdfs:label "genistein(1-)"^^xsd:string ;
    definition: "An organic anion that is the conjugate base of genistein, obtained by selective deprotonation of the 7-hydroxy group."^^xsd:string ;
    rdfs:subClassOf CHEBI:25696,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:28088 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C15H9O5"^^xsd:string ;
    chebi:inchi "InChI=1S/C15H10O5/c16-9-3-1-8(2-4-9)11-7-20-13-6-10(17)5-12(18)14(13)15(11)19/h1-7,16-18H/p-1"^^xsd:string ;
    chebi:inchikey "TZBJGXHYKVUXJN-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "269.22900"^^xsd:string ;
    chebi:monoisotopicmass "269.04555"^^xsd:string ;
    chebi:smiles "Oc1ccc(cc1)-c1coc2cc([O-])cc(O)c2c1=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "5-hydroxy-3-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-olate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "genistein"^^xsd:string ;
    oboInOwl:id "CHEBI:74224"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:74234 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Sepiapterin_reductase"^^xsd:string ;
    rdfs:label "EC 1.1.1.153 [sepiapterin reductase (L-erythro-7,8-dihydrobiopterin forming)] inhibitor"^^xsd:string ;
    definition: "An EC 1.1.1.* (oxidoreductase acting on donor CH-OH group, NAD(+) or NADP(+) acceptor) inhibitor that interferes with the activity of sepiapterin reductase (L-erythro-7,8-dihydrobiopterin forming), EC 1.1.1.153, which plays an important part in the biosynthesis of tetrahydrobiopterin."^^xsd:string ;
    rdfs:subClassOf CHEBI:76835 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "7,8-dihydrobiopterin:NADP(+) oxidoreductase"^^xsd:string,
        "7,8-dihydrobiopterin:NADP(+) oxidoreductases"^^xsd:string,
        "EC 1.1.1.153 (sepiapterin reductase (L-erythro-7,8-dihydrobiopterin forming)) inhibitor"^^xsd:string,
        "EC 1.1.1.153 (sepiapterin reductase (L-erythro-7,8-dihydrobiopterin forming)) inhibitors"^^xsd:string,
        "EC 1.1.1.153 [sepiapterin reductase (L-erythro-7,8-dihydrobiopterin forming)] inhibitors"^^xsd:string,
        "L-erythro-7,8-dihydrobiopterin:NADP(+) oxidoreductase inhibitor"^^xsd:string,
        "L-erythro-7,8-dihydrobiopterin:NADP(+) oxidoreductase inhibitors"^^xsd:string,
        "sepiapterin reductase (L-erythro-7,8-dihydrobiopterin forming) (EC 1.1.1.153) inhibitor"^^xsd:string,
        "sepiapterin reductase (L-erythro-7,8-dihydrobiopterin forming) (EC 1.1.1.153) inhibitors"^^xsd:string,
        "sepiapterin reductase (L-erythro-7,8-dihydrobiopterin forming) inhibitor"^^xsd:string,
        "sepiapterin reductase (L-erythro-7,8-dihydrobiopterin forming) inhibitors"^^xsd:string,
        "sepiapterin reductase inhibitor"^^xsd:string,
        "sepiapterin reductase inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:74234"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:74266 a owl:Class ;
    rdfs:label "N-acylurea"^^xsd:string ;
    definition: "A member of the class of ureas that has the general formula R-CO-NH-CO-NH2 or R-CO-NH-CO-NH-CO-R', formally derived by the acylation of one or both of the nitrogens of a urea moiety."^^xsd:string ;
    rdfs:subClassOf CHEBI:47857 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "N-acylureas"^^xsd:string,
        "ureide"^^xsd:string,
        "ureides"^^xsd:string ;
    oboInOwl:id "CHEBI:74266"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:74337 a owl:Class ;
    rdfs:label "D-asparagine zwitterion"^^xsd:string ;
    definition: "A D-alpha-amino acid zwitterion that is D-asparagine in which a proton has been transferred from the carboxy group to the amino group. It is the major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:59871,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:28159 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C4H8N2O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C4H8N2O3/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H2,6,7)(H,8,9)/t2-/m1/s1"^^xsd:string ;
    chebi:inchikey "DCXYFEDJOCDNAF-UWTATZPHSA-N"^^xsd:string ;
    chebi:mass "132.11790"^^xsd:string ;
    chebi:monoisotopicmass "132.05349"^^xsd:string ;
    chebi:smiles "NC(=O)C[C@@H]([NH3+])C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2R)-4-amino-2-azaniumyl-4-oxobutanoate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2R)-4-amino-2-ammonio-4-oxobutanoate"^^xsd:string,
        "D-asparagine"^^xsd:string ;
    oboInOwl:id "CHEBI:74337"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:74338 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:CPD-3642"^^xsd:string ;
    rdfs:label "D-valine zwitterion"^^xsd:string ;
    definition: "A D-alpha-amino acid zwitterion that is D-valine in which a proton has been transferred from the carboxy group to the amino group. It is the major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:59871,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:27477 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C5H11NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H11NO2/c1-3(2)4(6)5(7)8/h3-4H,6H2,1-2H3,(H,7,8)/t4-/m1/s1"^^xsd:string ;
    chebi:inchikey "KZSNJWFQEVHDMF-SCSAIBSYSA-N"^^xsd:string ;
    chebi:mass "117.14630"^^xsd:string ;
    chebi:monoisotopicmass "117.07898"^^xsd:string ;
    chebi:smiles "CC(C)[C@@H]([NH3+])C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2R)-2-ammonio-3-methylbutanoate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "D-valine"^^xsd:string ;
    oboInOwl:id "CHEBI:74338"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:74422 a owl:Class ;
    oboInOwl:hasDbXref "CAS:6559-91-7"^^xsd:string,
        "PMID:15246103"^^xsd:string,
        "PMID:19396467"^^xsd:string,
        "PMID:21398491"^^xsd:string,
        "PMID:21706170"^^xsd:string,
        "Reaxys:1358259"^^xsd:string ;
    rdfs:label "4'-demethylepipodophyllotoxin"^^xsd:string ;
    definition: "An organic heterotetracyclic compound that is the 9- epimer of 4'-demethylpodophyllotoxin."^^xsd:string ;
    rdfs:subClassOf CHEBI:33853,
        CHEBI:50307,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35610 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C21H20O8"^^xsd:string ;
    chebi:inchi "InChI=1S/C21H20O8/c1-25-15-3-9(4-16(26-2)20(15)23)17-10-5-13-14(29-8-28-13)6-11(10)19(22)12-7-27-21(24)18(12)17/h3-6,12,17-19,22-23H,7-8H2,1-2H3/t12-,17+,18-,19+/m0/s1"^^xsd:string ;
    chebi:inchikey "YVCVYCSAAZQOJI-JHQYFNNDSA-N"^^xsd:string ;
    chebi:mass "400.37870"^^xsd:string ;
    chebi:monoisotopicmass "400.11582"^^xsd:string ;
    chebi:smiles "[H][C@]12COC(=O)[C@]1([H])[C@H](c1cc(OC)c(O)c(OC)c1)c1cc3OCOc3cc1[C@H]2O"^^xsd:string ;
    oboInOwl:hasExactSynonym "4'-demethylepipodophyllotoxin"^^xsd:string,
        "(5R,5aR,8aR,9S)-9-hydroxy-5-(4-hydroxy-3,5-dimethoxyphenyl)-5,8,8a,9-tetrahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6(5aH)-one"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "4'-demethyl-9-epipodophyllotoxin"^^xsd:string,
        "4'-O-demethyl-4-epipodophyllotoxin"^^xsd:string,
        "4'-O-demethylepipodophyllotoxin"^^xsd:string,
        "(-)-4'-demethylepipodophyllotoxin"^^xsd:string,
        "DMEP"^^xsd:string,
        "epi-4'-demethylpodophyllotoxin"^^xsd:string ;
    oboInOwl:id "CHEBI:74422"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:74440 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Epidermal_growth_factor_receptor"^^xsd:string ;
    rdfs:label "epidermal growth factor receptor antagonist"^^xsd:string ;
    definition: "An antagonist at the epidermal growth factor receptor."^^xsd:string ;
    rdfs:subClassOf CHEBI:37699,
        CHEBI:48706 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "EGFR antagonoist"^^xsd:string,
        "EGFR antagonoists"^^xsd:string,
        "EGFR inhibitor"^^xsd:string,
        "EGFR inhibitors"^^xsd:string,
        "epidermal growth factor receptor antagonists"^^xsd:string,
        "epidermal growth factor receptor inhibitor"^^xsd:string,
        "epidermal growth factor receptor inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:74440"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:74518 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Anti-obesity"^^xsd:string ;
    rdfs:label "anti-obesity agent"^^xsd:string ;
    definition: "Any substance which is used to reduce or control weight."^^xsd:string ;
    rdfs:subClassOf CHEBI:52210 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "anti-obesity agents"^^xsd:string,
        "anti-obestic agent"^^xsd:string,
        "anti-obestic agents"^^xsd:string ;
    oboInOwl:id "CHEBI:74518"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:74529 a owl:Class ;
    oboInOwl:hasDbXref "PMID:7112203"^^xsd:string,
        "PMID:16354242"^^xsd:string,
        "PMID:16573399"^^xsd:string,
        "PMID:16575097"^^xsd:string,
        "PMID:22348679"^^xsd:string,
        "PMID:22352734"^^xsd:string,
        "PMID:22353666"^^xsd:string,
        "PMID:22835053"^^xsd:string,
        "PMID:22998987"^^xsd:string ;
    rdfs:label "antidote to paracetamol poisoning"^^xsd:string ;
    definition: "A role borne by a molecule that acts to counteract or neutralize the deleterious effects of paracetamol (acetaminophen)."^^xsd:string ;
    rdfs:subClassOf CHEBI:50247 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "acetaminophen poisoning antidote"^^xsd:string,
        "acetaminophen poisoning antidotes"^^xsd:string,
        "antidote to acetaminophen poisoning"^^xsd:string,
        "antidote to Tylenol poisoning"^^xsd:string,
        "antidotes to acetaminophen poisoning"^^xsd:string,
        "antidotes to paracetamol poisoning"^^xsd:string,
        "antidotes to Tylenol poisoning"^^xsd:string,
        "paracetamol poisoning antidote"^^xsd:string,
        "paracetamol poisoning antidotes"^^xsd:string,
        "Tylenol poisoning antidote"^^xsd:string,
        "Tylenol poisoning antidotes"^^xsd:string ;
    oboInOwl:id "CHEBI:74529"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:74530 a owl:Class ;
    oboInOwl:hasDbXref "PMID:1579914"^^xsd:string,
        "PMID:3896015"^^xsd:string,
        "PMID:5333582"^^xsd:string,
        "PMID:5352084"^^xsd:string,
        "PMID:7720787"^^xsd:string,
        "PMID:13358565"^^xsd:string,
        "PMID:13386996"^^xsd:string,
        "PMID:14128111"^^xsd:string ;
    rdfs:label "antidote to curare poisoning"^^xsd:string ;
    definition: "A role borne by a molecule that acts to counteract or neutralize the deleterious effects of curare."^^xsd:string ;
    rdfs:subClassOf CHEBI:50247 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "antidote to curare"^^xsd:string,
        "antidote to tubocurarine"^^xsd:string,
        "antidote to tubocurarine poisoning"^^xsd:string,
        "antidotes to curare"^^xsd:string,
        "antidotes to curare poisoning"^^xsd:string,
        "antidotes to tubocurarine"^^xsd:string,
        "antidotes to tubocurarine poisoning"^^xsd:string,
        "curare antidote"^^xsd:string,
        "curare antidotes"^^xsd:string,
        "curare poisoning antidote"^^xsd:string,
        "curare poisoning antidotes"^^xsd:string,
        "tubocurarine antidote"^^xsd:string,
        "tubocurarine antidotes"^^xsd:string ;
    oboInOwl:id "CHEBI:74530"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:74634 a owl:Class ;
    rdfs:label "cardenolides"^^xsd:string ;
    definition: "Any steroid lactone that is a  C23 steroid with a five-membered lactone ring at C-17 and its substituted derivatives. They form the aglycone constituents of cardiac glycosides."^^xsd:string ;
    rdfs:subClassOf CHEBI:26766,
        CHEBI:50523 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:74634"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:74783 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Astringent"^^xsd:string ;
    rdfs:label "astringent"^^xsd:string ;
    definition: "A compound that causes the contraction of body tissues, typically used to reduce bleeding from minor abrasions."^^xsd:string ;
    rdfs:subClassOf CHEBI:23888 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "adstringent"^^xsd:string,
        "adstringents"^^xsd:string,
        "astringents"^^xsd:string ;
    oboInOwl:id "CHEBI:74783"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:74818 a owl:Class ;
    rdfs:label "heteroaryl hydroxy compound"^^xsd:string ;
    definition: "Any organic aromatic compound having one or more hydroxy groups attached to a heteroarene ring."^^xsd:string ;
    rdfs:subClassOf CHEBI:33659,
        CHEBI:33822 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "hetaryl hydroxy compound"^^xsd:string,
        "hetaryl hydroxy compounds"^^xsd:string,
        "heteroaromatic hydroxy compound"^^xsd:string,
        "heteroaromatic hydroxy compounds"^^xsd:string,
        "heteroaryl hydroxy compounds"^^xsd:string ;
    oboInOwl:id "CHEBI:74818"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:74961 a owl:Class ;
    oboInOwl:hasDbXref "PMID:23621405"^^xsd:string,
        "PMID:23727589"^^xsd:string,
        "PMID:23879777"^^xsd:string,
        "PMID:23882273"^^xsd:string ;
    rdfs:label "raffinose family oligosaccharide"^^xsd:string ;
    definition: "Any oligosaccharide that has a biosynthetic pathway in common with that of raffinose."^^xsd:string ;
    rdfs:subClassOf CHEBI:50699 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "raffinose family oligosaccharides"^^xsd:string ;
    oboInOwl:id "CHEBI:74961"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:75282 a owl:Class ;
    oboInOwl:hasDbXref "PMID:12604527"^^xsd:string,
        "PMID:19835945"^^xsd:string ;
    rdfs:label "ergosterol biosynthesis inhibitor"^^xsd:string ;
    definition: "Any compound that inhibits one or more steps in the pathway leading to the synthesis of ergosterol."^^xsd:string ;
    rdfs:subClassOf CHEBI:83317 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "ergosterol biosynthesis inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:75282"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:75381 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Peroxidases"^^xsd:string ;
    rdfs:label "EC 1.11.1.* (peroxidases) inhibitor"^^xsd:string ;
    definition: "An EC 1.11.* (oxidoreductase acting on peroxide as donors) inhibitor that interferes with the action of any of the peroxidases (EC 1.11.1.*)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76738 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "EC 1.11.1 inhibitor"^^xsd:string,
        "EC 1.11.1 inhibitors"^^xsd:string,
        "EC 1.11.1.* (peroxidase) inhibitor"^^xsd:string,
        "EC 1.11.1.* (peroxidase) inhibitors"^^xsd:string,
        "EC 1.11.1.* (peroxidases) inhibitors"^^xsd:string,
        "EC 1.11.1.* inhibitor"^^xsd:string,
        "EC 1.11.1.* inhibitors"^^xsd:string,
        "inhibitor of peroxidases"^^xsd:string,
        "inhibitors of peroxidases"^^xsd:string,
        "peroxidases inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:75381"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:75592 a owl:Class ;
    oboInOwl:hasDbXref "CAS:339-72-0"^^xsd:string,
        "DrugBank:DB00260"^^xsd:string,
        "HMDB:HMDB0014405"^^xsd:string,
        "KEGG:D04706"^^xsd:string,
        "LINCS:LSM-5639"^^xsd:string,
        "MetaCyc:CPD-2483"^^xsd:string,
        "PMID:638858"^^xsd:string,
        "PMID:3430071"^^xsd:string,
        "PMID:3771514"^^xsd:string,
        "PMID:4150977"^^xsd:string,
        "PMID:6501090"^^xsd:string,
        "PMID:6723595"^^xsd:string,
        "PMID:7353584"^^xsd:string,
        "PMID:8556395"^^xsd:string,
        "PMID:19932170"^^xsd:string,
        "Reaxys:80799"^^xsd:string ;
    rdfs:label "L-cycloserine"^^xsd:string ;
    definition: "A 4-amino-1,2-oxazolidin-3-one that has S configuration. An antibiotic isolated from Erwinia uredovora."^^xsd:string ;
    rdfs:subClassOf CHEBI:23503,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:40009 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35623 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:59647 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:64946 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C3H6N2O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C3H6N2O2/c4-2-1-7-5-3(2)6/h2H,1,4H2,(H,5,6)/t2-/m0/s1"^^xsd:string ;
    chebi:inchikey "DYDCUQKUCUHJBH-REOHCLBHSA-N"^^xsd:string ;
    chebi:mass "102.09190"^^xsd:string ;
    chebi:monoisotopicmass "102.04293"^^xsd:string ;
    chebi:smiles "[H][C@]1(N)CONC1=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(4S)-4-amino-1,2-oxazolidin-3-one"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(4S)-4-aminoisoxazolidin-3-one"^^xsd:string,
        "(-)-4-amino-3-isoxazolidinone"^^xsd:string,
        "(-)-4-aminoisoxazolidin-3-one"^^xsd:string,
        "(-)-cycloserine"^^xsd:string,
        "(S)-4-amino-3-isoxazolidinone"^^xsd:string,
        "(S)-4-amino-isoxazolidin-3-one"^^xsd:string,
        "(S)-(-)-cycloserine"^^xsd:string,
        "cyclo-L-serine"^^xsd:string,
        "L-4-aminoisoxazolidin-3-one"^^xsd:string,
        "L-CS"^^xsd:string,
        "levcicloserina"^^xsd:string,
        "levcycloserine"^^xsd:string,
        "levcycloserinum"^^xsd:string ;
    oboInOwl:id "CHEBI:75592"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:75596 a owl:Class ;
    rdfs:label "EC 5.* (isomerase) inhibitor"^^xsd:string ;
    definition: "An enzyme inhibitor that inhibits the action of an isomerase (EC 5.*.*.*)."^^xsd:string ;
    rdfs:subClassOf CHEBI:23924 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "EC 5.* (isomerase) inhibitors"^^xsd:string,
        "EC 5.* inhibitor"^^xsd:string,
        "EC 5.* inhibitors"^^xsd:string,
        "EC 5.*.*.* inhibitor"^^xsd:string,
        "EC 5.*.*.* inhibitors"^^xsd:string,
        "isomerase (EC 5.*) inhibitor"^^xsd:string,
        "isomerase (EC 5.*) inhibitors"^^xsd:string,
        "isomerase inhibitor"^^xsd:string,
        "isomerase inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:75596"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:75600 a owl:Class ;
    rdfs:label "EC 6.3.* (C-N bond-forming ligase) inhibitor"^^xsd:string ;
    definition: "A ligase inhibitor that interferes with the action of a C-N bond-forming ligase (EC 6.3.*.*)."^^xsd:string ;
    rdfs:subClassOf CHEBI:75603 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "C--N bond-forming ligase inhibitor"^^xsd:string,
        "C--N bond-forming ligase inhibitors"^^xsd:string,
        "C-N bond-forming ligase (EC 6.3.*) inhibitor"^^xsd:string,
        "C-N bond-forming ligase (EC 6.3.*) inhibitors"^^xsd:string,
        "C-N bond-forming ligase inhibitor"^^xsd:string,
        "C-N bond-forming ligase inhibitors"^^xsd:string,
        "EC 6.3.* (C-N bond-forming ligase) inhibitorS"^^xsd:string,
        "EC 6.3.* inhibitor"^^xsd:string,
        "EC 6.3.* inhibitors"^^xsd:string,
        "EC 6.3.*.* inhibitor"^^xsd:string,
        "EC 6.3.*.* inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:75600"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:75603 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Ligase"^^xsd:string ;
    rdfs:label "EC 6.* (ligase) inhibitor"^^xsd:string ;
    definition: "Any enzyme inhibitor that interferes with the action of a ligase (EC 6.*.*.*). Ligases are enzymes that catalyse the joining of two molecules with concomitant hydrolysis of the diphosphate bond in ATP or a similar triphosphate."^^xsd:string ;
    rdfs:subClassOf CHEBI:23924 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "EC 6.* (ligase) inhibitors"^^xsd:string,
        "EC 6.* inhibitor"^^xsd:string,
        "EC 6.* inhibitors"^^xsd:string,
        "EC 6.*.*.* inhibitor"^^xsd:string,
        "EC 6.*.*.* inhibitors"^^xsd:string,
        "ligase inhibitor"^^xsd:string,
        "ligase inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:75603"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:75604 a owl:Class ;
    rdfs:label "EC 6.4.* (C-C bond-forming ligase) inhibitor"^^xsd:string ;
    definition: "A ligase inhibitor that interferes with the action of a C-C bond-forming ligase (EC 6.4.*.*)."^^xsd:string ;
    rdfs:subClassOf CHEBI:75603 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "C--C bond-forming ligase inhibitor"^^xsd:string,
        "C--C bond-forming ligase inhibitors"^^xsd:string,
        "C-C bond-forming ligase (EC 6.4.*) inhibitor"^^xsd:string,
        "C-C bond-forming ligase (EC 6.4.*) inhibitorS"^^xsd:string,
        "C-C bond-forming ligase inhibitor"^^xsd:string,
        "C-C bond-forming ligase inhibitors"^^xsd:string,
        "EC 6.4.* (C-C bond-forming ligase) inhibitorS"^^xsd:string,
        "EC 6.4.* inhibitor"^^xsd:string,
        "EC 6.4.* inhibitors"^^xsd:string,
        "EC 6.4.*.* inhibitor"^^xsd:string,
        "EC 6.4.*.* inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:75604"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:75606 a owl:Class ;
    rdfs:label "hydroxamic acid ester"^^xsd:string ;
    definition: "A carboxamide that is a hydroxamic acid in which the hydrogen of the hydroxy group is replaced by an organyl group."^^xsd:string ;
    rdfs:subClassOf CHEBI:37622,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:24650 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "CHNO2R2"^^xsd:string ;
    chebi:mass "59.02410"^^xsd:string ;
    chebi:monoisotopicmass "59.00073"^^xsd:string ;
    chebi:smiles "[*]C(=O)NO[*]"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "hydroxamate ester"^^xsd:string,
        "hydroxamate esters"^^xsd:string,
        "hydroxamic acid esters"^^xsd:string,
        "RC(O)NHOR'"^^xsd:string,
        "RCONHOR'"^^xsd:string ;
    oboInOwl:id "CHEBI:75606"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:75763 a owl:Class ;
    rdfs:label "eukaryotic metabolite"^^xsd:string ;
    definition: "Any  metabolite produced during a metabolic reaction in eukaryotes, the taxon that include members of the fungi, plantae and animalia kingdoms."^^xsd:string ;
    rdfs:subClassOf CHEBI:25212 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "eukaryotic metabolites"^^xsd:string ;
    oboInOwl:id "CHEBI:75763"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:75767 a owl:Class ;
    rdfs:label "animal metabolite"^^xsd:string ;
    definition: "Any eukaryotic metabolite produced during a metabolic reaction in animals that include diverse creatures from sponges, insects to mammals."^^xsd:string ;
    rdfs:subClassOf CHEBI:75763 ;
    oboInOwl:hasAlternativeId "CHEBI:77721"^^xsd:string,
        "CHEBI:77743"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "animal metabolites"^^xsd:string ;
    oboInOwl:id "CHEBI:75767"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:75768 a owl:Class ;
    rdfs:label "mammalian metabolite"^^xsd:string ;
    definition: "Any animal metabolite produced during a metabolic reaction in mammals."^^xsd:string ;
    rdfs:subClassOf CHEBI:75767 ;
    oboInOwl:hasAlternativeId "CHEBI:77464"^^xsd:string,
        "CHEBI:77744"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "mammalian metabolites"^^xsd:string ;
    oboInOwl:id "CHEBI:75768"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:75769 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:B-vitamins"^^xsd:string,
        "PMID:22743781"^^xsd:string,
        "PMID:23093174"^^xsd:string,
        "PMID:23238962"^^xsd:string,
        "PMID:23449527"^^xsd:string,
        "PMID:23462586"^^xsd:string,
        "PMID:23690582"^^xsd:string,
        "Wikipedia:B_vitamin"^^xsd:string ;
    rdfs:label "B vitamin"^^xsd:string ;
    definition: "Any member of the group of eight water-soluble vitamins originally thought to be a single compound (vitamin B) that play important roles in cell metabolism. The group comprises of vitamin B1, B2, B3, B5, B6, B7, B9, and B12 (Around 20 other compounds were once thought to be B vitamins but are no longer classified as such)."^^xsd:string ;
    rdfs:subClassOf CHEBI:35352,
        CHEBI:36963,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:27314 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50733 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "B vitamins"^^xsd:string,
        "B-group vitamin"^^xsd:string,
        "B-group vitamins"^^xsd:string,
        "vitamin B"^^xsd:string ;
    oboInOwl:id "CHEBI:75769"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:75771 a owl:Class ;
    rdfs:label "mouse metabolite"^^xsd:string ;
    definition: "Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus)."^^xsd:string ;
    rdfs:subClassOf CHEBI:75768 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "mouse metabolites"^^xsd:string,
        "Mus musculus metabolite"^^xsd:string,
        "Mus musculus metabolites"^^xsd:string ;
    oboInOwl:id "CHEBI:75771"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:75772 a owl:Class ;
    rdfs:label "Saccharomyces cerevisiae metabolite"^^xsd:string ;
    definition: "Any  fungal metabolite produced during a metabolic reaction in Baker's yeast (Saccharomyces cerevisiae)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76946 ;
    oboInOwl:hasAlternativeId "CHEBI:76949"^^xsd:string,
        "CHEBI:76951"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "baker's yeast metabolite"^^xsd:string,
        "baker's yeast metabolites"^^xsd:string,
        "baker's yeast secondary metabolite"^^xsd:string,
        "baker's yeast secondary metabolites"^^xsd:string,
        "S. cerevisiae metabolite"^^xsd:string,
        "S. cerevisiae metabolites"^^xsd:string,
        "S. cerevisiae secondary metabolite"^^xsd:string,
        "S. cerevisiae secondary metabolites"^^xsd:string,
        "Saccharomyces cerevisiae metabolites"^^xsd:string,
        "Saccharomyces cerevisiae secondary metabolites"^^xsd:string ;
    oboInOwl:id "CHEBI:75772"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:75787 a owl:Class ;
    rdfs:label "prokaryotic metabolite"^^xsd:string ;
    definition: "Any metabolite produced during a metabolic reaction in prokaryotes, the taxon that include members of domains such as the bacteria and archaea."^^xsd:string ;
    rdfs:subClassOf CHEBI:25212 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "prokaryotic metabolites"^^xsd:string ;
    oboInOwl:id "CHEBI:75787"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:75835 a owl:Class ;
    rdfs:label "anti-anaemic agent"^^xsd:string ;
    definition: "A compound which increases either the number of red cells or the amount of haemoglobin in the blood."^^xsd:string ;
    rdfs:subClassOf CHEBI:33232 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "anti-anaemic agents"^^xsd:string,
        "anti-anaemic drug"^^xsd:string,
        "anti-anaemic drugs"^^xsd:string,
        "anti-anemia agent"^^xsd:string,
        "anti-anemia agents"^^xsd:string,
        "anti-anemia drug"^^xsd:string,
        "anti-anemia drugs"^^xsd:string,
        "anti-anemic agent"^^xsd:string,
        "anti-anemic agents"^^xsd:string,
        "anti-anemic drug"^^xsd:string,
        "anti-anemic drugs"^^xsd:string,
        "antianaemia agent"^^xsd:string,
        "antianaemia agents"^^xsd:string,
        "antianaemia drug"^^xsd:string,
        "antianaemia drugs"^^xsd:string,
        "antianaemic agent"^^xsd:string,
        "antianaemic agents"^^xsd:string,
        "antianaemic drug"^^xsd:string,
        "antianaemic drugs"^^xsd:string,
        "antianemia drug"^^xsd:string,
        "antianemia drugs"^^xsd:string ;
    oboInOwl:id "CHEBI:75835"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:75884 a owl:Class ;
    rdfs:label "N-acylindole"^^xsd:string ;
    definition: "A carboxamide resulting from the formal condensation of a carboxylic acid with the nitrogen of an indole."^^xsd:string ;
    rdfs:subClassOf CHEBI:24828,
        CHEBI:37622 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-acylindole"^^xsd:string,
        "1-acylindoles"^^xsd:string,
        "1-carboacylindole"^^xsd:string,
        "1-carboacylindoles"^^xsd:string,
        "N-acylindoles"^^xsd:string,
        "N-carboacylindole"^^xsd:string,
        "N-carboacylindoles"^^xsd:string ;
    oboInOwl:id "CHEBI:75884"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:75885 a owl:Class ;
    rdfs:label "2-pyranones"^^xsd:string ;
    definition: "A pyranone based on the structure of 2H-pyran-2-one and its substituted derivatives."^^xsd:string ;
    rdfs:subClassOf CHEBI:18946,
        CHEBI:37963 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-oxo-2H-pyrans"^^xsd:string,
        "2-pyrones"^^xsd:string,
        "2H-pyran-2-ones"^^xsd:string,
        "alpha-pyrones"^^xsd:string,
        "pyran-2-ones"^^xsd:string ;
    oboInOwl:id "CHEBI:75885"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:75929 a owl:Class ;
    rdfs:label "D-cycloserine(1+)"^^xsd:string ;
    definition: "An organic cation that is the conjugate acid of D-cycloserine, obtained by protonation of the amino group."^^xsd:string ;
    rdfs:subClassOf CHEBI:25697,
        CHEBI:35274,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:40009 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C3H7N2O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C3H6N2O2/c4-2-1-7-5-3(2)6/h2H,1,4H2,(H,5,6)/p+1/t2-/m1/s1"^^xsd:string ;
    chebi:inchikey "DYDCUQKUCUHJBH-UWTATZPHSA-O"^^xsd:string ;
    chebi:mass "103.09990"^^xsd:string ;
    chebi:monoisotopicmass "103.05020"^^xsd:string ;
    chebi:smiles "[NH3+][C@@H]1CONC1=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(4R)-3-oxo-1,2-oxazolidin-4-aminium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "D-cycloserine"^^xsd:string ;
    oboInOwl:id "CHEBI:75929"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:75954 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:CPD-15745"^^xsd:string,
        "PMID:11470430"^^xsd:string ;
    rdfs:label "vancomycin aglycone zwitterion"^^xsd:string ;
    definition: "A peptide zwitterion obtained by transfer of a proton from the carboxy to the amino group of vancomycin aglycone."^^xsd:string ;
    rdfs:subClassOf CHEBI:60466,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:77981 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:47724 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C53H52Cl2N8O17"^^xsd:string ;
    chebi:inchi "InChI=1S/C53H52Cl2N8O17/c1-19(2)10-29(57-3)47(71)62-42-44(68)21-5-8-33(27(54)12-21)79-35-14-23-15-36(46(35)70)80-34-9-6-22(13-28(34)55)45(69)43-52(76)61-41(53(77)78)26-16-24(64)17-32(66)38(26)25-11-20(4-7-31(25)65)39(49(73)63-43)60-50(74)40(23)59-48(72)30(18-37(56)67)58-51(42)75/h4-9,11-17,19,29-30,39-45,57,64-66,68-70H,10,18H2,1-3H3,(H2,56,67)(H,58,75)(H,59,72)(H,60,74)(H,61,76)(H,62,71)(H,63,73)(H,77,78)/t29-,30+,39-,40-,41+,42-,43+,44-,45-/m1/s1"^^xsd:string ;
    chebi:inchikey "JHIKFOISFAQTJQ-YZANBJIASA-N"^^xsd:string ;
    chebi:mass "1143.92900"^^xsd:string ;
    chebi:monoisotopicmass "1142.28275"^^xsd:string ;
    chebi:smiles "C[NH2+][C@H](CC(C)C)C(=O)N[C@@H]1[C@H](O)c2ccc(Oc3cc4cc(Oc5ccc(cc5Cl)[C@@H](O)[C@@H]5NC(=O)[C@H](NC(=O)[C@@H]4NC(=O)[C@H](CC(N)=O)NC1=O)c1ccc(O)c(c1)-c1c(O)cc(O)cc1[C@H](NC5=O)C([O-])=O)c3O)c(Cl)c2"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:75954"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:75958 a owl:Class ;
    oboInOwl:hasDbXref "PMID:18289311"^^xsd:string,
        "Wikipedia:Solution"^^xsd:string ;
    rdfs:label "solution"^^xsd:string ;
    definition: "A mixture that is homogeneous, made up of at least two scattered molecular aggregates, one playing the role of solute and the other playing the role of solvent."^^xsd:string ;
    rdfs:subClassOf CHEBI:60004 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "chemical solution"^^xsd:string ;
    oboInOwl:id "CHEBI:75958"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76042 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:Aromatic-Amino-Acids"^^xsd:string ;
    rdfs:label "aromatic amino-acid zwitterion"^^xsd:string ;
    definition: "An amino acid zwitterion obtained by transfer of a proton from the carboxy to the amino group of any aromatic amino-acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:35238,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:33856 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C2H4NO2R"^^xsd:string ;
    chebi:mass "74.059"^^xsd:string ;
    chebi:monoisotopicmass "74.02420"^^xsd:string ;
    chebi:smiles "[NH3+]C([*])C([O-])=O"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "an aromatic amino-acid"^^xsd:string,
        "aromatic amino-acid zwitterions"^^xsd:string ;
    oboInOwl:id "CHEBI:76042"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76206 a owl:Class ;
    rdfs:label "xenobiotic metabolite"^^xsd:string ;
    definition: "Any metabolite produced by metabolism of a xenobiotic compound."^^xsd:string ;
    rdfs:subClassOf CHEBI:25212 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "xenobiotic metabolites"^^xsd:string ;
    oboInOwl:id "CHEBI:76206"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76224 a owl:Class ;
    rdfs:label "aromatic ketone"^^xsd:string ;
    definition: "A ketone in which the carbonyl group is attached to an aromatic ring."^^xsd:string ;
    rdfs:subClassOf CHEBI:17087 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "aromatic ketones"^^xsd:string,
        "aryl ketone"^^xsd:string,
        "aryl ketones"^^xsd:string ;
    oboInOwl:id "CHEBI:76224"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76301 a owl:Class ;
    rdfs:label "inositol phosphate oxoanion"^^xsd:string ;
    definition: "Any organophosphate oxoanion derived from an inositol phosphate."^^xsd:string ;
    rdfs:subClassOf CHEBI:58945,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:24846 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "inositol phosphate oxoanions"^^xsd:string ;
    oboInOwl:id "CHEBI:76301"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76306 a owl:Class ;
    oboInOwl:hasDbXref "CAS:15356-60-2"^^xsd:string,
        "PMID:18640220"^^xsd:string,
        "PMID:20932885"^^xsd:string,
        "Reaxys:1902292"^^xsd:string ;
    rdfs:label "(+)-menthol"^^xsd:string ;
    definition: "A p-menthan-3-ol which has (1S,2R,5S)-stereochemistry. In contrast to (-)-menthol, the (+)-enantiomer occurs only rarely in nature."^^xsd:string ;
    rdfs:subClassOf CHEBI:25187,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:15409 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C10H20O"^^xsd:string ;
    chebi:inchi "InChI=1S/C10H20O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-11H,4-6H2,1-3H3/t8-,9+,10-/m0/s1"^^xsd:string ;
    chebi:inchikey "NOOLISFMXDJSKH-AEJSXWLSSA-N"^^xsd:string ;
    chebi:mass "156.26520"^^xsd:string ;
    chebi:monoisotopicmass "156.15142"^^xsd:string ;
    chebi:smiles "CC(C)[C@H]1CC[C@H](C)C[C@@H]1O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(1S,2R,5S)-2-isopropyl-5-methylcyclohexanol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(1S,2R,5S)-(+)-menthol"^^xsd:string,
        "(1S,2R,5S)-menthol"^^xsd:string,
        "(+)-(1S,2R,5S)-menthol"^^xsd:string,
        "(+)-(1S,3S,4R)-menthol"^^xsd:string,
        "D-menthol"^^xsd:string,
        "d-menthol"^^xsd:string ;
    oboInOwl:id "CHEBI:76306"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76395 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Histone_acetyltransferase"^^xsd:string ;
    rdfs:label "EC 2.3.1.48 (histone acetyltransferase) inhibitor"^^xsd:string ;
    definition: "An  EC 2.3.1.* (acyltransferase transferring other than amino-acyl group) inhibitor that interferes with the function of histone acetyltransferase (EC 2.3.1.48)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76878 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "acetyl-CoA:histone acetyltransferase inhibitor"^^xsd:string,
        "acetyl-CoA:histone acetyltransferase inhibitors"^^xsd:string,
        "EC 2.3.1.48 (histone acetyltransferase) inhibitors"^^xsd:string,
        "EC 2.3.1.48 inhibitor"^^xsd:string,
        "EC 2.3.1.48 inhibitors"^^xsd:string,
        "HAT inhibitor"^^xsd:string,
        "HAT inhibitors"^^xsd:string,
        "histone acetokinase inhibitor"^^xsd:string,
        "histone acetokinase inhibitors"^^xsd:string,
        "histone acetylase inhibitor"^^xsd:string,
        "histone acetylase inhibitors"^^xsd:string,
        "histone acetyltransferase (EC 2.3.1.48) inhibitor"^^xsd:string,
        "histone acetyltransferase (EC 2.3.1.48) inhibitors"^^xsd:string,
        "histone acetyltransferase inhibitor"^^xsd:string,
        "histone acetyltransferase inhibitors"^^xsd:string,
        "histone transacetylase inhibitor"^^xsd:string,
        "histone transacetylase inhibitors"^^xsd:string,
        "nucleosome-histone acetyltransferase inhibitor"^^xsd:string,
        "nucleosome-histone acetyltransferase inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:76395"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76413 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Greenhouse_gas"^^xsd:string ;
    rdfs:label "greenhouse gas"^^xsd:string ;
    definition: "A gas in an atmosphere that absorbs and emits radiation within the thermal infrared range, so contributing to the 'greenhouse effect'."^^xsd:string ;
    rdfs:subClassOf CHEBI:51086 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "greenhouse gases"^^xsd:string ;
    oboInOwl:id "CHEBI:76413"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76414 a owl:Class ;
    oboInOwl:hasDbXref "PMID:22519407"^^xsd:string,
        "PMID:24001847"^^xsd:string ;
    rdfs:label "propellant"^^xsd:string ;
    definition: "A compressed gas or liquid with a boiling point lower than room temperature which to used to propel and dispense liquids such as deodorants, insecticides, paints, etc. from aerosol cans."^^xsd:string ;
    rdfs:subClassOf CHEBI:33232 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "propellants"^^xsd:string ;
    oboInOwl:id "CHEBI:76414"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76424 a owl:Class ;
    rdfs:label "quercetin O-glycoside"^^xsd:string ;
    definition: "Any glycosyloxyflavone that is an O-glycosylated derivative of quercetin."^^xsd:string ;
    rdfs:subClassOf CHEBI:50018,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:16243 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "quercetin O-glycosides"^^xsd:string ;
    oboInOwl:id "CHEBI:76424"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76507 a owl:Class ;
    rdfs:label "marine metabolite"^^xsd:string ;
    definition: "Any metabolite produced during a metabolic reaction in marine macro- and microorganisms."^^xsd:string ;
    rdfs:subClassOf CHEBI:25212 ;
    oboInOwl:hasAlternativeId "CHEBI:77078"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "marine metabolites"^^xsd:string ;
    oboInOwl:id "CHEBI:76507"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76529 a owl:Class ;
    oboInOwl:hasDbXref "LIPID_MAPS_class:LMGP12"^^xsd:string ;
    rdfs:label "glycerophosphoglycerophosphoglycerol(2-)"^^xsd:string ;
    definition: "An anionic phospholipid composed of two molecules of glycerol phosphate covalently linked to a molecule of glycerol, and in which each of the glycerol phosphate moieties may be esterified to one or two fatty acids."^^xsd:string ;
    rdfs:subClassOf CHEBI:62643,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:166988 ] ;
    chebi:charge "-2"^^xsd:string ;
    chebi:formula "C9H16O13P2R4"^^xsd:string ;
    chebi:mass "394.163"^^xsd:string ;
    chebi:monoisotopicmass "394.00661"^^xsd:string ;
    chebi:smiles "OC(COP([O-])(=O)OC[C@@H](CO[*])O[*])COP([O-])(=O)OC[C@@H](CO[*])O[*]"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Glycerophosphoglycerophosphoglycerol"^^xsd:string ;
    oboInOwl:id "CHEBI:76529"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76551 a owl:Class ;
    rdfs:label "N-nitrosoureas"^^xsd:string ;
    definition: "A nitroso compound that is any urea in which one of the nitrogens is substituted by a nitroso group"^^xsd:string ;
    rdfs:subClassOf CHEBI:35800,
        CHEBI:47857 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:76551"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76567 a owl:Class ;
    rdfs:label "polyunsaturated fatty acid anion"^^xsd:string ;
    definition: "Any unsaturated fatty acid anion containing more than one C-C unsaturated bond.  Major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:2580,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:26208 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "polyunsaturated fatty acid anions"^^xsd:string,
        "PUFA"^^xsd:string ;
    oboInOwl:id "CHEBI:76567"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76595 a owl:Class ;
    rdfs:label "nephroprotective agent"^^xsd:string ;
    definition: "Any protective agent that is able to prevent damage to the kidney."^^xsd:string ;
    rdfs:subClassOf CHEBI:50267 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "nephroprotective agents"^^xsd:string ;
    oboInOwl:id "CHEBI:76595"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76619 a owl:Class ;
    rdfs:label "omega-methyl fatty acid anion"^^xsd:string ;
    definition: "A fatty acid anion obtained by deprotonation of the carboxy group of any omega-methyl fatty acid; major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:28868 ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C2H3O2R"^^xsd:string ;
    chebi:mass "59.044"^^xsd:string ;
    chebi:monoisotopicmass "59.01330"^^xsd:string ;
    chebi:smiles "C[*]C([O-])=O"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "an omega-methyl fatty acid"^^xsd:string ;
    oboInOwl:id "CHEBI:76619"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76655 a owl:Class ;
    rdfs:label "EC 2.1.* (C1-transferase) inhibitor"^^xsd:string ;
    definition: "A transferase inhibitor inhibiting the action of transferase of a one-carbon-containing group (EC 2.1.*.*)."^^xsd:string ;
    rdfs:subClassOf CHEBI:71300 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "C1-transferase (EC 2.1.*) inhibitor"^^xsd:string,
        "C1-transferase (EC 2.1.*) inhibitors"^^xsd:string,
        "C1-transferase inhibitor"^^xsd:string,
        "C1-transferase inhibitors"^^xsd:string,
        "EC 2.1.* (C1-transferase) inhibitors"^^xsd:string,
        "EC 2.1.* inhibitor"^^xsd:string,
        "EC 2.1.* inhibitors"^^xsd:string,
        "one-carbon-containing group transferase inhibitor"^^xsd:string,
        "one-carbon-containing group transferase inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:76655"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76661 a owl:Class ;
    rdfs:label "EC 2.3.* (acyltransferase) inhibitor"^^xsd:string ;
    definition: "A transferase inhibitor that interferes with the action of an acyltransferase (EC 2.3.*.*)."^^xsd:string ;
    rdfs:subClassOf CHEBI:71300 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "acyltransferase inhibitor"^^xsd:string,
        "acyltransferase inhibitors"^^xsd:string,
        "EC 2.3.* (acyltransferase) inhibitors"^^xsd:string,
        "EC 2.3.* inhibitor"^^xsd:string,
        "EC 2.3.* inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:76661"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76662 a owl:Class ;
    rdfs:label "EC 2.4.* (glycosyltransferase) inhibitor"^^xsd:string ;
    definition: "A transferase inhibitor inhibiting the action of a glycosyltransferase (EC 2.4.*.*)."^^xsd:string ;
    rdfs:subClassOf CHEBI:71300 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "EC 2.4.* (glycosyltransferase) inhibitors"^^xsd:string,
        "EC 2.4.* inhibitor"^^xsd:string,
        "EC 2.4.* inhibitors"^^xsd:string,
        "glycosyltransferase (EC 2.4.*) inhibitor"^^xsd:string,
        "glycosyltransferase (EC 2.4.*) inhibitors"^^xsd:string,
        "glycosyltransferase inhibitor"^^xsd:string,
        "glycosyltransferase inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:76662"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76663 a owl:Class ;
    rdfs:label "EC 2.5.1.* (non-methyl-alkyl or aryl transferase) inhibitor"^^xsd:string ;
    definition: "A transferase inhibitor that inhibits the transfer of an alkyl (other than methyl) or aryl group (EC 2.5.1.*)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76834 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "alkyl/aryl (non-methyl) transferase inhibitor"^^xsd:string,
        "alkyl/aryl (non-methyl) transferase inhibitors"^^xsd:string,
        "EC 2.5.1.* (non-methyl-alkyl or aryl transferase) inhibitors"^^xsd:string,
        "EC 2.5.1.* inhibitor"^^xsd:string,
        "EC 2.5.1.* inhibitors"^^xsd:string,
        "non-methyl alkyl/aryl transferase (EC 2.5.1.*) inhibitor"^^xsd:string,
        "non-methyl alkyl/aryl transferase (EC 2.5.1.*) inhibitors"^^xsd:string,
        "non-methyl alkyl/aryl transferase inhibitor"^^xsd:string,
        "non-methyl alkyl/aryl transferase inhibitors"^^xsd:string,
        "non-methyl-alkyl or aryl transferase inhibitor"^^xsd:string,
        "non-methyl-alkyl or aryl transferase inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:76663"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76668 a owl:Class ;
    rdfs:label "EC 2.7.* (P-containing group transferase) inhibitor"^^xsd:string ;
    definition: "A transferase inhibitor that inhibits the action of a phosphorus-containing group transferase (EC 2.7.*.*)."^^xsd:string ;
    rdfs:subClassOf CHEBI:71300 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "EC 2.7.* (P-containing group transferase) inhibitors"^^xsd:string,
        "EC 2.7.* (phosphorus-containing group transferase) inhibitor"^^xsd:string,
        "EC 2.7.* (phosphorus-containing group transferase) inhibitors"^^xsd:string,
        "EC 2.7.* inhibitor"^^xsd:string,
        "EC 2.7.* inhibitors"^^xsd:string,
        "phosphorus-containing group transferase (EC 2.7.*) inhibitor"^^xsd:string,
        "phosphorus-containing group transferase (EC 2.7.*) inhibitors"^^xsd:string,
        "phosphorus-containing group transferase inhibitor"^^xsd:string,
        "phosphorus-containing group transferase inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:76668"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76694 a owl:Class ;
    rdfs:label "EC 5.3.* (intramolecular oxidoreductase) inhibitor"^^xsd:string ;
    definition: "An isomerase inhibitor that interferes with the action of an intramolecular oxidoreductase (EC 5.3.*.*)."^^xsd:string ;
    rdfs:subClassOf CHEBI:75596 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "EC 5.3.* (intramolecular oxidoreductase) inhibitors"^^xsd:string,
        "intramolecular oxidoreductase (EC 5.3.*) inhibitor"^^xsd:string,
        "intramolecular oxidoreductase (EC 5.3.*) inhibitors"^^xsd:string,
        "intramolecular oxidoreductase inhibitor"^^xsd:string,
        "intramolecular oxidoreductase inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:76694"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76697 a owl:Class ;
    rdfs:label "EC 5.99.* (other isomerases) inhibitor"^^xsd:string ;
    definition: "An isomerase inhibitor that interferes with the action of any member of the group of 'other isomerases' (EC 5.99.*.*)."^^xsd:string ;
    rdfs:subClassOf CHEBI:75596 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "EC 5.99.* (miscellaneous isomerases) inhibitor"^^xsd:string,
        "EC 5.99.* (miscellaneous isomerases) inhibitors"^^xsd:string,
        "EC 5.99.* (other isomerase) inhibitor"^^xsd:string,
        "EC 5.99.* (other isomerase) inhibitors"^^xsd:string,
        "EC 5.99.* (other isomerases) inhibitors"^^xsd:string,
        "EC 5.99.* inhibitor"^^xsd:string,
        "EC 5.99.* inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:76697"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76707 a owl:Class ;
    rdfs:label "EC 6.2.* (C-S bond-forming ligase) inhibitor"^^xsd:string ;
    definition: "A ligase inhibitor that interferes with the action of a C-S bond-forming ligase (EC 6.2.*.*)."^^xsd:string ;
    rdfs:subClassOf CHEBI:75603 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "C-S bond-forming ligase (EC 6.2.*) inhibitor"^^xsd:string,
        "C-S bond-forming ligase (EC 6.2.*) inhibitors"^^xsd:string,
        "C-S bond-forming ligase inhibitor"^^xsd:string,
        "C-S bond-forming ligase inhibitors"^^xsd:string,
        "EC 6.2.* (C-S bond-forming ligase) inhibitors"^^xsd:string,
        "EC 6.2.* inhibitor"^^xsd:string,
        "EC 6.2.* inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:76707"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76710 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Lyase"^^xsd:string ;
    rdfs:label "EC 4.* (lyase) inhibitor"^^xsd:string ;
    definition: "An enzyme inhibitor which interferes with the action of a lyase (EC 4.*.*.*). Lyases are enzymes cleaving C-C, C-O, C-N and other bonds by other means than by hydrolysis or oxidation."^^xsd:string ;
    rdfs:subClassOf CHEBI:23924 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "EC 4.* (lyase) inhibitors"^^xsd:string,
        "EC 4.* inhibitor"^^xsd:string,
        "EC 4.* inhibitors"^^xsd:string,
        "EC 4.*.*.* inhibitor"^^xsd:string,
        "EC 4.*.*.* inhibitors"^^xsd:string,
        "lyase (EC 4.*) inhibitor"^^xsd:string,
        "lyase (EC 4.*) inhibitorS"^^xsd:string,
        "lyase inhibitor"^^xsd:string,
        "lyase inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:76710"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76711 a owl:Class ;
    rdfs:label "EC 4.1.* (C-C lyase) inhibitor"^^xsd:string ;
    definition: "A lyase inhibitor which inhibits the action of a C-C lyase (EC 4.1.*.*)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76710 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "C-C lyase (EC 4.1.*) inhibitor"^^xsd:string,
        "C-C lyase (EC 4.1.*) inhibitors"^^xsd:string,
        "C-C lyase inhibitor"^^xsd:string,
        "C-C lyase inhibitors"^^xsd:string,
        "EC 4.1.* (C-C lyase) inhibitors"^^xsd:string,
        "EC 4.1.* inhibitor"^^xsd:string,
        "EC 4.1.* inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:76711"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76712 a owl:Class ;
    rdfs:label "EC 4.2.* (C-O lyase) inhibitor"^^xsd:string ;
    definition: "A lyase inhibitor which inhibits the action of a C-O lyase (EC 4.2.*.*)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76710 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "C-O lyase (EC 4.2.*) inhibitor"^^xsd:string,
        "C-O lyase (EC 4.2.*) inhibitors"^^xsd:string,
        "C-O lyase inhibitor"^^xsd:string,
        "C-O lyase inhibitors"^^xsd:string,
        "EC 4.2.* (C-O lyase) inhibitors"^^xsd:string,
        "EC 4.2.* inhibitor"^^xsd:string,
        "EC 4.2.* inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:76712"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76713 a owl:Class ;
    rdfs:label "EC 4.3.* (C-N lyase) inhibitor"^^xsd:string ;
    definition: "A lyase inhibitor which inhibits the action of a C-N lyase (EC 4.3.*.*)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76710 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "C-N lyase (EC 4.3.*) inhibitor"^^xsd:string,
        "C-N lyase (EC 4.3.*) inhibitors"^^xsd:string,
        "C-N lyase inhibitor"^^xsd:string,
        "C-N lyase inhibitors"^^xsd:string,
        "EC 4.3.* (C-N lyase) inhibitors"^^xsd:string,
        "EC 4.3.* inhibitor"^^xsd:string,
        "EC 4.3.* inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:76713"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76725 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Oxidoreductase"^^xsd:string ;
    rdfs:label "EC 1.* (oxidoreductase) inhibitor"^^xsd:string ;
    definition: "An enzyme inhibitor which interferes with the action of an oxidoreductase (EC 1.*.*.*)."^^xsd:string ;
    rdfs:subClassOf CHEBI:23924 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "EC 1.* (oxidoreductase) inhibitors"^^xsd:string,
        "EC 1.* inhibitor"^^xsd:string,
        "EC 1.* inhibitors"^^xsd:string,
        "oxidoreductase (EC 1.*) inhibitor"^^xsd:string,
        "oxidoreductase (EC 1.*) inhibitors"^^xsd:string,
        "oxidoreductase inhibitor"^^xsd:string,
        "oxidoreductase inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:76725"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76726 a owl:Class ;
    rdfs:label "EC 1.1.* (oxidoreductase acting on donor CH-OH group) inhibitor"^^xsd:string ;
    definition: "An oxidoreductase inhibitor which interferes with the action of an oxidoreductase acting on the CH-OH group of donors (EC 1.1.*.*)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76725 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "EC 1.1.* (oxidoreductase acting on donor CH-OH group) inhibitors"^^xsd:string,
        "EC 1.1.* inhibitor"^^xsd:string,
        "EC 1.1.* inhibitors"^^xsd:string,
        "inhibitor of oxidoreductase acting on CH-OH group of donor"^^xsd:string,
        "inhibitor of oxidoreductase acting on CH-OH group of donors"^^xsd:string,
        "inhibitors of oxidoreductase acting on CH-OH group of donor"^^xsd:string,
        "inhibitors of oxidoreductase acting on CH-OH group of donors"^^xsd:string,
        "oxidoreductase acting on donor CH-OH group (EC 1.1.*) inhibitor"^^xsd:string,
        "oxidoreductase acting on donor CH-OH group (EC 1.1.*) inhibitors"^^xsd:string,
        "oxidoreductase acting on donor CH-OH group inhibitor"^^xsd:string,
        "oxidoreductase acting on donor CH-OH group inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:76726"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76727 a owl:Class ;
    rdfs:label "EC 1.2.* (oxidoreductase acting on donor aldehyde/oxo group) inhibitor"^^xsd:string ;
    definition: "An oxidoreductase inhibitor which interferes with the action of an oxidoreductase acting on the aldehyde or oxo group of donors (EC 1.2.*.*)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76725 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "EC 1.2.* (oxidoreductase acting on donor aldehyde or oxo group) inhibitor"^^xsd:string,
        "EC 1.2.* (oxidoreductase acting on donor aldehyde or oxo group) inhibitors"^^xsd:string,
        "EC 1.2.* (oxidoreductase acting on donor aldehyde/oxo group) inhibitors"^^xsd:string,
        "EC 1.2.* inhibitor"^^xsd:string,
        "EC 1.2.* inhibitors"^^xsd:string,
        "inhibitor of oxidoreductase acting on aldehyde or oxo group of donor"^^xsd:string,
        "inhibitor of oxidoreductase acting on aldehyde or oxo group of donors"^^xsd:string,
        "inhibitor of oxidoreductase acting on aldehyde/oxo group of donor"^^xsd:string,
        "inhibitor of oxidoreductase acting on aldehyde/oxo group of donors"^^xsd:string,
        "inhibitors of oxidoreductase acting on aldehyde or oxo group of donor"^^xsd:string,
        "inhibitors of oxidoreductase acting on aldehyde or oxo group of donors"^^xsd:string,
        "inhibitors of oxidoreductase acting on aldehyde/oxo group of donor"^^xsd:string,
        "inhibitors of oxidoreductase acting on aldehyde/oxo group of donors"^^xsd:string,
        "oxidoreductase acting on donor aldehyde or oxo group (EC 1.2.*) inhibitor"^^xsd:string,
        "oxidoreductase acting on donor aldehyde or oxo group (EC 1.2.*) inhibitors"^^xsd:string,
        "oxidoreductase acting on donor aldehyde or oxo group inhibitor"^^xsd:string,
        "oxidoreductase acting on donor aldehyde or oxo group inhibitors"^^xsd:string,
        "oxidoreductase acting on donor aldehyde/oxo group (EC 1.2.*) inhibitor"^^xsd:string,
        "oxidoreductase acting on donor aldehyde/oxo group (EC 1.2.*) inhibitors"^^xsd:string,
        "oxidoreductase acting on donor aldehyde/oxo group inhibitor"^^xsd:string,
        "oxidoreductase acting on donor aldehyde/oxo group inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:76727"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76729 a owl:Class ;
    rdfs:label "EC 1.3.* (oxidoreductase acting on donor CH-CH group) inhibitor"^^xsd:string ;
    definition: "An oxidoreductase inhibitor which interferes with the action of an oxidoreductase acting on the CH-CH group of donors (EC 1.3.*.*)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76725 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "EC 1.3.* (oxidoreductase acting on donor CH-CH group) inhibitors"^^xsd:string,
        "EC 1.3.* inhibitor"^^xsd:string,
        "EC 1.3.* inhibitors"^^xsd:string,
        "inhibitor of oxidoreductase acting on CH-CH group of donor"^^xsd:string,
        "inhibitor of oxidoreductase acting on CH-CH group of donors"^^xsd:string,
        "inhibitors of oxidoreductase acting on CH-CH group of donor"^^xsd:string,
        "inhibitors of oxidoreductase acting on CH-CH group of donors"^^xsd:string,
        "oxidoreductase acting on donor CH-CH group (EC 1.3.*) inhibitor"^^xsd:string,
        "oxidoreductase acting on donor CH-CH group (EC 1.3.*) inhibitors"^^xsd:string,
        "oxidoreductase acting on donor CH-CH group inhibitor"^^xsd:string,
        "oxidoreductase acting on donor CH-CH group inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:76729"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76730 a owl:Class ;
    rdfs:label "EC 1.4.* (oxidoreductase acting on donor CH-NH2 group) inhibitor"^^xsd:string ;
    definition: "An oxidoreductase inhibitor which interferes with the action of an oxidoreductase acting on the CH-NH2 group of donors (EC 1.4.*.*)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76725 ;
    oboInOwl:hasExactSynonym "EC 1.4.* (oxidoreductase acting on donor CH-NH2 group) inhibitor"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "EC 1.4.* (oxidoreductase acting on donor CH-NH2 group) inhibitors"^^xsd:string,
        "EC 1.4.* inhibitor"^^xsd:string,
        "EC 1.4.* inhibitors"^^xsd:string,
        "inhibitor of oxidoreductase acting on CH-NH2 group of donor"^^xsd:string,
        "inhibitor of oxidoreductase acting on CH-NH2 group of donors"^^xsd:string,
        "inhibitors of oxidoreductase acting on CH-NH2 group of donor"^^xsd:string,
        "inhibitors of oxidoreductase acting on CH-NH2 group of donors"^^xsd:string,
        "oxidoreductase acting on CH-NH2 group of donor inhibitor"^^xsd:string,
        "oxidoreductase acting on CH-NH2 group of donor inhibitors"^^xsd:string,
        "oxidoreductase acting on CH-NH2 group of donors (EC 1.4.*) inhibitor"^^xsd:string,
        "oxidoreductase acting on CH-NH2 group of donors (EC 1.4.*) inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:76730"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76731 a owl:Class ;
    rdfs:label "EC 1.5.* (oxidoreductase acting on donor CH-NH group) inhibitor"^^xsd:string ;
    definition: "An oxidoreductase inhibitor which interferes with the action of an oxidoreductase acting on the CH-NH group of donors (EC 1.5.*.*)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76725 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "EC 1.5.* (oxidoreductase acting on donor CH-NH group) inhibitors"^^xsd:string,
        "EC 1.5.* inhibitor"^^xsd:string,
        "EC 1.5.* inhibitors"^^xsd:string,
        "inhibitor of oxidoreductase acting on CH-NH group of donor"^^xsd:string,
        "inhibitor of oxidoreductase acting on CH-NH group of donors"^^xsd:string,
        "inhibitors of oxidoreductase acting on CH-NH group of donor"^^xsd:string,
        "inhibitors of oxidoreductase acting on CH-NH group of donors"^^xsd:string,
        "oxidoreductase acting on donor CH-NH group (EC 1.5.*) inhibitor"^^xsd:string,
        "oxidoreductase acting on donor CH-NH group (EC 1.5.*) inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:76731"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76733 a owl:Class ;
    rdfs:label "EC 1.6.* (oxidoreductase acting on NADH or NADPH) inhibitor"^^xsd:string ;
    definition: "An oxidoreductase inhibitor which interferes with the action of an oxidoreductase acting on  NADH or NADPH (EC 1.6.*.*)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76725 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "EC 1.6.* (oxidoreductase acting on NADH or NADPH) inhibitors"^^xsd:string,
        "inhibitor of oxidoreductase acting on NADH or NADPH"^^xsd:string,
        "inhibitor of oxidoreductase acting on NADH or NADPH (EC 1.6.*)"^^xsd:string,
        "inhibitors of oxidoreductase acting on NADH or NADPH"^^xsd:string,
        "inhibitors of oxidoreductase acting on NADH or NADPH (EC 1.6.*)"^^xsd:string,
        "oxidoreductase acting on NADH or NADPH (EC 1.6.*) inhibitor"^^xsd:string,
        "oxidoreductase acting on NADH or NADPH (EC 1.6.*) inhibitors"^^xsd:string,
        "oxidoreductase acting on NADH or NADPH inhibitor"^^xsd:string,
        "oxidoreductase acting on NADH or NADPH inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:76733"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76735 a owl:Class ;
    rdfs:label "EC 1.8.* (oxidoreductase acting on sulfur group of donors) inhibitor"^^xsd:string ;
    definition: "An oxidoreductase inhibitor which interferes with the action of an oxidoreductase of class EC 1.8.*.* (acting on a sulfur group of donors)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76725 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "EC 1.8.* (oxidoreductase acting on sulfur group of donors) inhibitors"^^xsd:string,
        "EC 1.8.* inhibitor"^^xsd:string,
        "EC 1.8.* inhibitors"^^xsd:string,
        "oxidoreductase acting on a sulfur group of donors (EC 1.8.*) inhibitor"^^xsd:string,
        "oxidoreductase acting on a sulfur group of donors (EC 1.8.*) inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:76735"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76736 a owl:Class ;
    rdfs:label "EC 1.9.* (oxidoreductase acting on donor heme group) inhibitor"^^xsd:string ;
    definition: "An oxidoreductase inhibitor which interferes with the action of an oxidoreductase acting on a heme group of donors (EC 1.9.*.*)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76725 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "EC 1.9.* (oxidoreductase acting on a heme group of donors) inhibitor"^^xsd:string,
        "EC 1.9.* (oxidoreductase acting on a heme group of donors) inhibitors"^^xsd:string,
        "EC 1.9.* (oxidoreductase acting on donor heme group) inhibitors"^^xsd:string,
        "EC 1.9.* inhibitor"^^xsd:string,
        "EC 1.9.* inhibitors"^^xsd:string,
        "oxidoreductase acting on a heme group of donors (EC 1.9.*) inhibitor"^^xsd:string,
        "oxidoreductase acting on a heme group of donors (EC 1.9.*) inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:76736"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76737 a owl:Class ;
    rdfs:label "EC 1.10.* (oxidoreductase acting on diphenols and related substances as donors) inhibitor"^^xsd:string ;
    definition: "An oxidoreductase inhibitor which interferes with the action of an oxidoreductase acting on diphenols and related substances as donors (EC 1.10.*.*)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76725 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "EC 1.10.* (oxidoreductase acting on diphenols and related substances as donors) inhibitors"^^xsd:string,
        "EC 1.10.* (oxidoreductases acting on diphenols and related substances as donors) inhibitor"^^xsd:string,
        "EC 1.10.* (oxidoreductases acting on diphenols and related substances as donors) inhibitors"^^xsd:string,
        "EC 1.10.* inhibitor"^^xsd:string,
        "EC 1.10.* inhibitors"^^xsd:string,
        "inhibitor of an oxidoreductase acting on diphenols and related substances as donor"^^xsd:string,
        "inhibitor of an oxidoreductase acting on diphenols and related substances as donor (EC 1.10.*)"^^xsd:string,
        "inhibitor of an oxidoreductase acting on diphenols and related substances as donors"^^xsd:string,
        "inhibitors of an oxidoreductase acting on diphenols and related substances as donor"^^xsd:string,
        "inhibitors of an oxidoreductase acting on diphenols and related substances as donor (EC 1.10.*)"^^xsd:string,
        "inhibitors of an oxidoreductase acting on diphenols and related substances as donors"^^xsd:string ;
    oboInOwl:id "CHEBI:76737"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76738 a owl:Class ;
    rdfs:label "EC 1.11.* (oxidoreductase acting on peroxide as donors) inhibitor"^^xsd:string ;
    definition: "An oxidoreductase inhibitor which interferes with the action of an oxidoreductase acting on peroxide as donors (EC 1.11.*.*)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76725 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "EC 1.11.* (oxidoreductase acting on peroxide as donors) inhibitors"^^xsd:string,
        "EC 1.11.* (oxidoreductases acting on peroxide as donors) inhibitor"^^xsd:string,
        "EC 1.11.* (oxidoreductases acting on peroxide as donors) inhibitors"^^xsd:string,
        "EC 1.11.* inhibitor"^^xsd:string,
        "EC 1.11.* inhibitors"^^xsd:string,
        "oxidoreductase acting on peroxide as donors (EC 1.11.*) inhibitor"^^xsd:string,
        "oxidoreductase acting on peroxide as donors (EC 1.11.*) inhibitors"^^xsd:string,
        "oxidoreductases acting on peroxide as donors (EC 1.11.*) inhibitor"^^xsd:string,
        "oxidoreductases acting on peroxide as donors (EC 1.11.*) inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:76738"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76740 a owl:Class ;
    rdfs:label "EC 1.13.* [oxidoreductase acting on single donors with incorporation of molecular oxygen (oxygenases)] inhibitor"^^xsd:string ;
    definition: "An oxidoreductase inhibitor which interferes with the action of an oxidoreductase acting on single donors with incorporation of molecular oxygen (oxygenases), EC 1.13.*.*."^^xsd:string ;
    rdfs:subClassOf CHEBI:76725 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "EC 1.13.* [oxidoreductase acting on single donors with incorporation of molecular oxygen (oxygenases)] inhibitors"^^xsd:string,
        "EC 1.13.* inhibitor"^^xsd:string,
        "EC 1.13.* inhibitors"^^xsd:string,
        "oxidoreductase acting on single donors with incorporation of molecular oxygen (oxygenases) (EC 1.13.*) inhibitor"^^xsd:string,
        "oxidoreductase acting on single donors with incorporation of molecular oxygen (oxygenases) (EC 1.13.*) inhibitors"^^xsd:string,
        "oxidoreductase acting on single donors with incorporation of molecular oxygen (oxygenases) inhibitor"^^xsd:string,
        "oxidoreductase acting on single donors with incorporation of molecular oxygen (oxygenases) inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:76740"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76741 a owl:Class ;
    rdfs:label "EC 1.14.* (oxidoreductase acting on paired donors, with incorporation or reduction of molecular oxygen) inhibitor"^^xsd:string ;
    definition: "An oxidoreductase inhibitor which interferes with the action of an oxidoreductase acting on hydrogen as donors (EC 1.14.*.*)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76725 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "EC 1.14.* (oxidoreductase acting on paired donors, with incorporation or reduction of molecular oxygen) inhibitors"^^xsd:string,
        "EC 1.14.* inhibitor"^^xsd:string,
        "EC 1.14.* inhibitors"^^xsd:string,
        "inhibitor of oxidoreductase acting on paired donors, with incorporation or reduction of molecular oxygen (EC 1.14.*)"^^xsd:string,
        "inhibitor of oxidoreductases acting on paired donors, with incorporation or reduction of molecular oxygen (EC 1.14.*)"^^xsd:string,
        "inhibitors of oxidoreductase acting on paired donors, with incorporation or reduction of molecular oxygen (EC 1.14.*)"^^xsd:string,
        "inhibitors of oxidoreductases acting on paired donors, with incorporation or reduction of molecular oxygen (EC 1.14.*)"^^xsd:string,
        "oxidoreductase acting on paired donors, with incorporation or reduction of molecular oxygen (EC 1.14.*) inhibitor"^^xsd:string,
        "oxidoreductase acting on paired donors, with incorporation or reduction of molecular oxygen (EC 1.14.*) inhibitors"^^xsd:string,
        "oxidoreductase acting on paired donors, with incorporation or reduction of molecular oxygen inhibitor"^^xsd:string,
        "oxidoreductase acting on paired donors, with incorporation or reduction of molecular oxygen inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:76741"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76744 a owl:Class ;
    rdfs:label "EC 1.17.* (oxidoreductase acting on CH or CH2) inhibitor"^^xsd:string ;
    definition: "An oxidoreductase inhibitor which interferes with the action of an oxidoreductase acting on CH or CH2 (EC 1.17.*.*)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76725 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "EC 1.17.* (oxidoreductase acting on CH or CH2) inhibitors"^^xsd:string,
        "EC 1.17.* inhibitor"^^xsd:string,
        "EC 1.17.* inhibitors"^^xsd:string,
        "oxidoreductase acting on CH or CH2 (EC 1.17.*) inhibitor"^^xsd:string,
        "oxidoreductase acting on CH or CH2 (EC 1.17.*) inhibitors"^^xsd:string,
        "oxidoreductase acting on CH or CH2 inhibitor"^^xsd:string,
        "oxidoreductase acting on CH or CH2 inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:76744"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76759 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Hydrolase"^^xsd:string ;
    rdfs:label "EC 3.* (hydrolase) inhibitor"^^xsd:string ;
    definition: "Any enzyme inhibitor that interferes with the action of a hydrolase (EC 3.*.*.*)."^^xsd:string ;
    rdfs:subClassOf CHEBI:23924 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "EC 3.* (hydrolase) inhibitors"^^xsd:string,
        "EC 3.* inhibitor"^^xsd:string,
        "EC 3.* inhibitors"^^xsd:string,
        "EC 3.*.*.* inhibitor"^^xsd:string,
        "EC 3.*.*.* inhibitors"^^xsd:string,
        "hydrolase (EC 3.*) inhibitor"^^xsd:string,
        "hydrolase (EC 3.*) inhibitors"^^xsd:string,
        "hydrolase inhibitor"^^xsd:string,
        "hydrolase inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:76759"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76760 a owl:Class ;
    rdfs:label "EC 3.1.* (ester hydrolase) inhibitor"^^xsd:string ;
    definition: "A hydrolase inhibitor that interferes with the action of any ester hydrolase (EC 3.1.*.*)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76759 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "EC 3.1.* (ester hydrolase) inhibitors"^^xsd:string,
        "EC 3.1.* inhibitor"^^xsd:string,
        "EC 3.1.* inhibitors"^^xsd:string,
        "ester hydrolase (EC 3.1.*) inhibitor"^^xsd:string,
        "ester hydrolase (EC 3.1.*) inhibitors"^^xsd:string,
        "ester hydrolase inhibitor"^^xsd:string,
        "ester hydrolase inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:76760"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76761 a owl:Class ;
    rdfs:label "EC 3.2.* (glycosylase) inhibitor"^^xsd:string ;
    definition: "A hydrolase inhibitor that interferes with the action of any glycosylase (EC 3.2.*.*)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76759 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "EC 3.2.* (glycosylase) inhibitors"^^xsd:string,
        "EC 3.2.* inhibitor"^^xsd:string,
        "EC 3.2.* inhibitors"^^xsd:string,
        "glycosylase (EC 3.2.*) inhibitor"^^xsd:string,
        "glycosylase (EC 3.2.*) inhibitors"^^xsd:string,
        "glycosylase inhibitor"^^xsd:string,
        "glycosylase inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:76761"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76764 a owl:Class ;
    rdfs:label "EC 3.5.* (hydrolases acting on non-peptide C-N bonds) inhibitor"^^xsd:string ;
    definition: "Any hydrolase inhibitor that interferes with the action of a hydrolase acting on C-N bonds, other than peptide bonds (EC 3.5.*.*)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76759 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "EC 3.5.* (hydrolase acting on non-peptide C-N bond) inhibitor"^^xsd:string,
        "EC 3.5.* (hydrolase acting on non-peptide C-N bond) inhibitors"^^xsd:string,
        "EC 3.5.* (hydrolases acting on C-N bonds, other than peptide bonds) inhibitor"^^xsd:string,
        "EC 3.5.* (hydrolases acting on C-N bonds, other than peptide bonds) inhibitors"^^xsd:string,
        "EC 3.5.* (hydrolases acting on non-peptide C-N bonds) inhibitors"^^xsd:string,
        "EC 3.5.* inhibitor"^^xsd:string,
        "EC 3.5.* inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:76764"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76773 a owl:Class ;
    rdfs:label "EC 3.1.1.* (carboxylic ester hydrolase) inhibitor"^^xsd:string ;
    definition: "An EC 3.1.* (ester hydrolase) inhibitor that interferes with the action of a carboxylic ester hydrolase (EC 3.1.1.*)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76760 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "carboxylic ester hydrolase (EC 3.1.1.*) inhibitor"^^xsd:string,
        "carboxylic ester hydrolase (EC 3.1.1.*) inhibitors"^^xsd:string,
        "EC 3.1.1.* (carboxylic ester hydrolase) inhibitors"^^xsd:string,
        "EC 3.1.1.* inhibitor"^^xsd:string,
        "EC 3.1.1.* inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:76773"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76775 a owl:Class ;
    rdfs:label "EC 3.1.3.* (phosphoric monoester hydrolase) inhibitor"^^xsd:string ;
    definition: "An EC 3.1.* (ester hydrolase) inhibitor that interferes with the action of any phosphoric monoester hydrolase (EC 3.1.3.*)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76760 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "EC 3.1.3.* (phosphoric monoester hydrolase) inhibitors"^^xsd:string,
        "EC 3.1.3.* inhibitor"^^xsd:string,
        "EC 3.1.3.* inhibitors"^^xsd:string,
        "inhibitor of phosphoric monoester hydrolase"^^xsd:string,
        "inhibitor of phosphoric monoester hydrolase (EC 3.1.3.*)"^^xsd:string,
        "inhibitors of phosphoric monoester hydrolase"^^xsd:string,
        "inhibitors of phosphoric monoester hydrolase (EC 3.1.3.*)"^^xsd:string,
        "phosphoric monoester hydrolase (EC 3.1.3.*) inhibitor"^^xsd:string,
        "phosphoric monoester hydrolase (EC 3.1.3.*) inhibitors"^^xsd:string,
        "phosphoric monoester hydrolase inhibitor"^^xsd:string,
        "phosphoric monoester hydrolase inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:76775"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76779 a owl:Class ;
    rdfs:label "EC 3.4.21.26 (prolyl oligopeptidase) inhibitor"^^xsd:string ;
    definition: "Any EC 3.4.21.* (serine endopeptidase) inhibitor that interferes with the action of prolyl oligopeptidase (EC 3.4.21.26)."^^xsd:string ;
    rdfs:subClassOf CHEBI:5924 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "EC 3.4.21.26 (prolyl oligopeptidase) inhibitors"^^xsd:string,
        "EC 3.4.21.26 inhibitor"^^xsd:string,
        "EC 3.4.21.26 inhibitors"^^xsd:string,
        "endoprolylpeptidase inhibitor"^^xsd:string,
        "endoprolylpeptidase inhibitors"^^xsd:string,
        "post-proline cleaving enzyme inhibitor"^^xsd:string,
        "post-proline cleaving enzyme inhibitors"^^xsd:string,
        "post-proline endopeptidase inhibitor"^^xsd:string,
        "post-proline endopeptidase inhibitors"^^xsd:string,
        "proline endopeptidase inhibitor"^^xsd:string,
        "proline endopeptidase inhibitors"^^xsd:string,
        "proline-specific endopeptidase inhibitor"^^xsd:string,
        "proline-specific endopeptidase inhibitors"^^xsd:string,
        "prolyl endopeptidase inhibitor"^^xsd:string,
        "prolyl endopeptidase inhibitors"^^xsd:string,
        "prolyl oligopeptidase (EC 3.4.21.26) inhibitor"^^xsd:string,
        "prolyl oligopeptidase (EC 3.4.21.26) inhibitors"^^xsd:string,
        "prolyl oligopeptidase inhibitor"^^xsd:string ;
    oboInOwl:id "CHEBI:76779"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76782 a owl:Class ;
    rdfs:label "EC 3.4.15.* (peptidyl-dipeptidase) inhibitor"^^xsd:string ;
    definition: "Any EC 3.4.* (hydrolases acting on peptide bond) inhibitor that interferes with the activity of a peptidyl dipeptidase (EC 3.4.15.*)."^^xsd:string ;
    rdfs:subClassOf CHEBI:60258 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "EC 3.4.15.* (peptidyl-dipeptidase) inhibitors"^^xsd:string,
        "EC 3.4.15.* inhibitor"^^xsd:string,
        "EC 3.4.15.* inhibitors"^^xsd:string,
        "inhibitor of peptidyl-dipeptidases"^^xsd:string,
        "inhibitor of peptidyl-dipeptidases (EC 3.4.15.*)"^^xsd:string,
        "inhibitors of peptidyl-dipeptidases"^^xsd:string,
        "inhibitors of peptidyl-dipeptidases (EC 3.4.15.*)"^^xsd:string,
        "peptidyl-dipeptidase (EC 3.4.15.*) inhibitor"^^xsd:string,
        "peptidyl-dipeptidase (EC 3.4.15.*) inhibitors"^^xsd:string,
        "peptidyl-dipeptidase inhibitor"^^xsd:string,
        "peptidyl-dipeptidase inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:76782"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76785 a owl:Class ;
    rdfs:label "EC 3.1.26.* (endoribonucleases producing 5'-phosphomonoesters) inhibitor"^^xsd:string ;
    definition: "An EC 3.1.* (ester hydrolase) inhibitor that interferes with the action of any endoribonuclease producing 5'-phosphomonoesters (EC 3.1.26.*)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76760 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "EC 3.1.26.* (endoribonucleases producing 5'-phosphomonoesters) inhibitors"^^xsd:string,
        "EC 3.1.26.* inhibitor"^^xsd:string,
        "EC 3.1.26.* inhibitors"^^xsd:string,
        "endoribonuclease producing 5'-phosphomonoesters (EC 3.1.26.*) inhibitor"^^xsd:string,
        "endoribonuclease producing 5'-phosphomonoesters (EC 3.1.26.*) inhibitors"^^xsd:string,
        "endoribonuclease producing 5'-phosphomonoesters inhibitor"^^xsd:string,
        "endoribonuclease producing 5'-phosphomonoesters inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:76785"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76788 a owl:Class ;
    rdfs:label "EC 3.4.14.* (dipeptidyl- and tripeptidyl-peptidases) inhibitor"^^xsd:string ;
    definition: "An EC 3.4.* (hydrolases acting on peptide bond) inhibitor that interferes with the activity of any dipeptidyl- and tripeptidyl-peptidase (EC 3.4.14.*)."^^xsd:string ;
    rdfs:subClassOf CHEBI:60258 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "dipeptidyl- and tripeptidyl-peptidase (EC 3.4.14.*) inhibitor"^^xsd:string,
        "dipeptidyl- and tripeptidyl-peptidase (EC 3.4.14.*) inhibitors"^^xsd:string,
        "dipeptidyl- and tripeptidyl-peptidase inhibitor"^^xsd:string,
        "dipeptidyl- and tripeptidyl-peptidase inhibitors"^^xsd:string,
        "dipeptidyl- and tripeptidyl-peptidases (EC 3.4.14.*) inhibitor"^^xsd:string,
        "dipeptidyl- and tripeptidyl-peptidases (EC 3.4.14.*) inhibitors"^^xsd:string,
        "dipeptidyl- and tripeptidyl-peptidases inhibitor"^^xsd:string,
        "dipeptidyl- and tripeptidyl-peptidases inhibitors"^^xsd:string,
        "dipeptidyl-peptidases and tripeptidyl-peptidases (EC 3.4.14.*) inhibitor"^^xsd:string,
        "dipeptidyl-peptidases and tripeptidyl-peptidases (EC 3.4.14.*) inhibitors"^^xsd:string,
        "EC 3.4.14.* (dipeptidyl- and tripeptidyl-peptidases) inhibitors"^^xsd:string,
        "EC 3.4.14.* inhibitor"^^xsd:string,
        "EC 3.4.14.* inhibitors"^^xsd:string,
        "EC 3.4.14.*(dipeptidyl-peptidases and tripeptidyl-peptidases) inhibitor"^^xsd:string,
        "EC 3.4.14.*(dipeptidyl-peptidases and tripeptidyl-peptidases) inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:76788"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76789 a owl:Class ;
    rdfs:label "EC 2.4.1.* (hexosyltransferase) inhibitor"^^xsd:string ;
    definition: "An EC 2.4.* (glycosyltransferase) inhibitor that interferes with the action of any hexosyltransferase (EC 2.4.1.*)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76662 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "EC 2.4.1.* (hexosyltransferase) inhibitors"^^xsd:string,
        "EC 2.4.1.* inhibitor"^^xsd:string,
        "EC 2.4.1.* inhibitors"^^xsd:string,
        "hexosyltransferase (EC 2.4.1.*) inhibitor"^^xsd:string,
        "hexosyltransferase (EC 2.4.1.*) inhibitors"^^xsd:string,
        "hexosyltransferase inhibitor"^^xsd:string,
        "hexosyltransferase inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:76789"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76796 a owl:Class ;
    rdfs:label "EC 3.4.22.* (cysteine endopeptidase) inhibitor"^^xsd:string ;
    definition: "An EC 3.4.* (hydrolases acting on peptide bond) inhibitor that interferes with the action of any cysteine endopeptidase (EC 3.4.22.*)."^^xsd:string ;
    rdfs:subClassOf CHEBI:60258 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "cysteine endopeptidase (EC 3.4.22.*) inhibitor"^^xsd:string,
        "cysteine endopeptidase (EC 3.4.22.*) inhibitors"^^xsd:string,
        "cysteine endopeptidase inhibitor"^^xsd:string,
        "cysteine endopeptidase inhibitors"^^xsd:string,
        "EC 3.4.22.* (cysteine endopeptidase) inhibitors"^^xsd:string,
        "EC 3.4.22.* inhibitor"^^xsd:string,
        "EC 3.4.22.* inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:76796"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76797 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Glutathione_S-transferase"^^xsd:string ;
    rdfs:label "EC 2.5.1.18 (glutathione transferase) inhibitor"^^xsd:string ;
    definition: "An EC 2.5.1.* (non-methyl-alkyl or aryl transferase) inhibitor that interferes with the action of a glutathione transferase (EC 2.5.1.18)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76663 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "EC 2.5.1.18 (glutathione transferase) inhibitors"^^xsd:string,
        "EC 2.5.1.18 inhibitor"^^xsd:string,
        "EC 2.5.1.18 inhibitors"^^xsd:string,
        "glutathione S-alkyl transferase inhibitor"^^xsd:string,
        "glutathione S-alkyl transferase inhibitors"^^xsd:string,
        "glutathione S-alkyltransferase inhibitor"^^xsd:string,
        "glutathione S-alkyltransferase inhibitors"^^xsd:string,
        "glutathione S-aralkyltransferase inhibitor"^^xsd:string,
        "glutathione S-aralkyltransferase inhibitors"^^xsd:string,
        "glutathione S-aryltransferase inhibitor"^^xsd:string,
        "glutathione S-aryltransferase inhibitors"^^xsd:string,
        "glutathione S-transferase inhibitor"^^xsd:string,
        "glutathione S-transferase inhibitors"^^xsd:string,
        "glutathione transferase (EC 2.5.1.18) inhibitor"^^xsd:string,
        "glutathione transferase (EC 2.5.1.18) inhibitors"^^xsd:string,
        "glutathione transferase inhibitor"^^xsd:string,
        "glutathione transferase inhibitors"^^xsd:string,
        "RX:glutathione R-transferase inhibitor"^^xsd:string,
        "RX:glutathione R-transferase inhibitors"^^xsd:string,
        "S-(hydroxyalkyl)glutathione lyase inhibitor"^^xsd:string,
        "S-(hydroxyalkyl)glutathione lyase inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:76797"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76798 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Steroid_11-beta-hydroxylase"^^xsd:string ;
    rdfs:label "EC 1.14.15.4 (steroid 11beta-monooxygenase) inhibitor"^^xsd:string ;
    definition: "An EC 1.14.15.* (oxidoreductase acting on paired donors, with reduced iron-sulfur protein as one donor, incorporating 1 atom of oxygen) inhibitor that interferes with the action of steroid 11beta-monooxygenase (EC 1.14.15.4)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76843 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "cytochrome p450 XIB1 inhibitor"^^xsd:string,
        "cytochrome p450 XIB1 inhibitors"^^xsd:string,
        "EC 1.14.15.4 (steroid 11beta-monooxygenase) inhibitors"^^xsd:string,
        "EC 1.14.15.4 inhibitor"^^xsd:string,
        "EC 1.14.15.4 inhibitors"^^xsd:string,
        "steroid 11beta-hydroxylase inhibitor"^^xsd:string,
        "steroid 11beta-hydroxylase inhibitors"^^xsd:string,
        "steroid 11beta-monooxygenase (EC 1.14.15.4) inhibitor"^^xsd:string,
        "steroid 11beta-monooxygenase (EC 1.14.15.4) inhibitors"^^xsd:string,
        "steroid 11beta-monooxygenase inhibitors"^^xsd:string,
        "steroid 11beta/18-hydroxylase inhibitor"^^xsd:string,
        "steroid 11beta/18-hydroxylase inhibitors"^^xsd:string,
        "steroid,reduced-adrenodoxin:oxygen oxidoreductase (11beta-hydroxylating) inhibitor"^^xsd:string,
        "steroid,reduced-adrenodoxin:oxygen oxidoreductase (11beta-hydroxylating) inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:76798"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76807 a owl:Class ;
    rdfs:label "EC 3.5.1.* (non-peptide linear amide C-N hydrolase) inhibitor"^^xsd:string ;
    definition: "An EC 3.5.* (hydrolases acting on non-peptide C-N bonds) inhibitor that interferes with the action of any non-peptide linear amide C-N hydrolase (EC 3.5.1.*)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76764 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "EC 3.5.1.* (non-peptide linear amide C-N hydrolase) inhibitors"^^xsd:string,
        "EC 3.5.1.* inhibitor"^^xsd:string,
        "EC 3.5.1.* inhibitors"^^xsd:string,
        "non-peptide linear amide C-N hydrolase (EC 3.5.1.*) inhibitor"^^xsd:string,
        "non-peptide linear amide C-N hydrolase (EC 3.5.1.*) inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:76807"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76808 a owl:Class ;
    rdfs:label "EC 3.5.2.* (non-peptide cyclic amide C-N hydrolase) inhibitor"^^xsd:string ;
    definition: "An EC 3.5.* (hydrolases acting on non-peptide C-N bonds) inhibitor that interferes with the action of any non-peptide cyclic amide C-N hydrolase (EC 3.5.2.*)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76764 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "EC 3.5.2.* (non-peptide cyclic amide C-N hydrolase) inhibitors"^^xsd:string,
        "EC 3.5.2.* inhibitor"^^xsd:string,
        "EC 3.5.2.* inhibitors"^^xsd:string,
        "non-peptide cyclic amide C-N hydrolase (EC 3.5.2.*) inhibitor"^^xsd:string,
        "non-peptide cyclic amide C-N hydrolase (EC 3.5.2.*) inhibitors"^^xsd:string,
        "non-peptide cyclic amide C-N hydrolase inhibitor"^^xsd:string,
        "non-peptide cyclic amide C-N hydrolase inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:76808"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76809 a owl:Class ;
    rdfs:label "EC 3.5.4.* (non-peptide cyclic amidine C-N hydrolase) inhibitor"^^xsd:string ;
    definition: "An EC 3.5.* (hydrolases acting on non-peptide C-N bonds) inhibitor that interferes with the action of any non-peptide cyclic amidine C-N hydrolase (EC 3.5.4.*)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76764 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "EC 3.5.4.* (non-peptide cyclic amidine C-N hydrolase) inhibitors"^^xsd:string,
        "non-peptide cyclic amidine C-N hydrolase (EC 3.5.4.*) inhibitor"^^xsd:string,
        "non-peptide cyclic amidine C-N hydrolase (EC 3.5.4.*) inhibitors"^^xsd:string,
        "non-peptide cyclic amidine C-N hydrolase inhibitor"^^xsd:string,
        "non-peptide cyclic amidine C-N hydrolase inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:76809"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76811 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Sphingomyelin_phosphodiesterase"^^xsd:string ;
    rdfs:label "EC 3.1.4.12 (sphingomyelin phosphodiesterase) inhibitor"^^xsd:string ;
    definition: "An EC 3.1.4.* (phosphoric diester hydrolase) inhibitor that interferes with the action of sphingomyelin phosphodiesterase (EC 3.1.4.12)."^^xsd:string ;
    rdfs:subClassOf CHEBI:50218 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "acid sphingomyelinase inhibitor"^^xsd:string,
        "acid sphingomyelinase inhibitors"^^xsd:string,
        "EC 3.1.4.12 (sphingomyelin phosphodiesterase) inhibitors"^^xsd:string,
        "EC 3.1.4.12 inhibitor"^^xsd:string,
        "EC 3.1.4.12 inhibitors"^^xsd:string,
        "neutral sphingomyelinase inhibitor"^^xsd:string,
        "neutral sphingomyelinase inhibitors"^^xsd:string,
        "SMase inhibitor"^^xsd:string,
        "SMase inhibitors"^^xsd:string,
        "sphingomyelin cholinephosphohydrolase inhibitor"^^xsd:string,
        "sphingomyelin cholinephosphohydrolase inhibitors"^^xsd:string,
        "sphingomyelin phosphodiesterase (EC 3.1.4.12) inhibitor"^^xsd:string,
        "sphingomyelin phosphodiesterase (EC 3.1.4.12) inhibitors"^^xsd:string,
        "sphingomyelin phosphodiesterase inhibitor"^^xsd:string,
        "sphingomyelin phosphodiesterase inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:76811"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76812 a owl:Class ;
    rdfs:label "EC 2.7.11.* (protein-serine/threonine kinase) inhibitor"^^xsd:string ;
    definition: "An EC 2.7.* (P-containing group transferase) inhibitor that interferes with the action of any protein-serine/threonine kinase (EC 2.7.11.*)."^^xsd:string ;
    rdfs:subClassOf CHEBI:37699 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "EC 2.7.11.* (protein-serine/threonine kinase) inhibitors"^^xsd:string,
        "EC 2.7.11.* inhibitor"^^xsd:string,
        "EC 2.7.11.* inhibitors"^^xsd:string,
        "protein-serine/threonine kinase (EC 2.7.11.*) inhibitor"^^xsd:string,
        "protein-serine/threonine kinase (EC 2.7.11.*) inhibitors"^^xsd:string,
        "protein-serine/threonine kinase inhibitor"^^xsd:string,
        "protein-serine/threonine kinase inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:76812"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76817 a owl:Class ;
    rdfs:label "EC 2.7.10.* (protein-tyrosine kinase) inhibitor"^^xsd:string ;
    definition: "An EC 2.7.* (P-containing group transferase) inhibitor that interferes with the action of any protein-tyrosine kinase (EC 2.7.10.*)."^^xsd:string ;
    rdfs:subClassOf CHEBI:37699 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "EC 2.7.10.* (protein-tyrosine kinase) inhibitors"^^xsd:string,
        "EC 2.7.10.* inhibitor"^^xsd:string,
        "EC 2.7.10.* inhibitors"^^xsd:string,
        "protein-tyrosine kinase (EC 2.7.10.*) inhibitor"^^xsd:string,
        "protein-tyrosine kinase (EC 2.7.10.*) inhibitors"^^xsd:string,
        "protein-tyrosine kinase inhibitor"^^xsd:string,
        "protein-tyrosine kinase inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:76817"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76823 a owl:Class ;
    rdfs:label "EC 6.3.1.* (acid-ammonia/amine ligase) inhibitor"^^xsd:string ;
    definition: "An EC 6.3.* (C-N bond-forming ligase) inhibitor that interferes with the action of any acid-ammonia (or amine) ligase (EC 6.3.1.*)."^^xsd:string ;
    rdfs:subClassOf CHEBI:75600 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "acid-ammonia (or amine) ligase inhibitor"^^xsd:string,
        "acid-ammonia (or amine) ligase inhibitors"^^xsd:string,
        "EC 6.3.1.* (acid-ammonia/amine ligase) inhibitors"^^xsd:string,
        "EC 6.3.1.* inhibitor"^^xsd:string,
        "EC 6.3.1.* inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:76823"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76824 a owl:Class ;
    rdfs:label "EC 6.4.1.* (carboxylase) inhibitor"^^xsd:string ;
    definition: "An EC 6.4.* (C-C bond-forming ligase) inhibitor that interferes with the action of a carboxylating enzyme (EC 6.4.1.*)."^^xsd:string ;
    rdfs:subClassOf CHEBI:75604 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "EC 6.4.1.* (C-C bond forming ligase) inhibitor"^^xsd:string,
        "EC 6.4.1.* (C-C bond forming ligase) inhibitors"^^xsd:string,
        "EC 6.4.1.* (C-C bond-forming ligase) inhibitors"^^xsd:string,
        "EC 6.4.1.* (carboxylase) inhibitors"^^xsd:string,
        "EC 6.4.1.* inhibitor"^^xsd:string,
        "EC 6.4.1.* inhibitors"^^xsd:string,
        "inhibitor of ligases forming C-C bonds"^^xsd:string,
        "inhibitor of ligases forming C-C bonds (EC 6.4.1.*)"^^xsd:string,
        "inhibitors of ligases forming C-C bonds"^^xsd:string,
        "inhibitors of ligases forming C-C bonds (EC 6.4.1.*)"^^xsd:string ;
    oboInOwl:id "CHEBI:76824"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76830 a owl:Class ;
    rdfs:label "EC 5.99.1.* (miscellaneous isomerase) inhibitor"^^xsd:string ;
    definition: "An EC 5.99.* (other isomerases) inhibitor that interferes with the activity of any enzyme in the EC 5.99.1.* class."^^xsd:string ;
    rdfs:subClassOf CHEBI:76697 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "EC 5.99.1.* (miscellaneous isomerase) inhibitors"^^xsd:string,
        "EC 5.99.1.* inhibitor"^^xsd:string,
        "EC 5.99.1.* inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:76830"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76832 a owl:Class ;
    rdfs:label "EC 4.3.1.* (ammonia-lyase) inhibitor"^^xsd:string ;
    definition: "An EC 4.3.* (C-N lyase) inhibitor that interferes with the action of any ammonia-lyase (EC 4.3.1.*)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76713 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "ammonia-lyase (EC 4.3.1.*) inhibitor"^^xsd:string,
        "ammonia-lyase (EC 4.3.1.*) inhibitors"^^xsd:string,
        "ammonia-lyase inhibitor"^^xsd:string,
        "ammonia-lyase inhibitors"^^xsd:string,
        "EC 4.3.1.* (ammonia-lyase) inhibitors"^^xsd:string,
        "EC 4.3.1.* (ammonia-lyases) inhibitor"^^xsd:string,
        "EC 4.3.1.* (ammonia-lyases) inhibitors"^^xsd:string,
        "EC 4.3.1.* inhibitor"^^xsd:string,
        "EC 4.3.1.* inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:76832"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76834 a owl:Class ;
    rdfs:label "EC 2.5.* (non-methyl-alkyl or aryl transferase) inhibitor"^^xsd:string ;
    definition: "An EC 2.5.* (transferase) inhibitor that inhibits the action of any transferase that transfers an alkyl (other than methyl) or aryl group (EC 2.5.*)."^^xsd:string ;
    rdfs:subClassOf CHEBI:71300 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "EC 2.5.* (non-methyl-alkyl or aryl transferase) inhibitors"^^xsd:string,
        "EC 2.5.* inhibitor"^^xsd:string,
        "EC 2.5.* inhibitors"^^xsd:string,
        "non-methyl-alkyl or aryl transferase (EC 2.5.*) inhibitor"^^xsd:string,
        "non-methyl-alkyl or aryl transferase (EC 2.5.*) inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:76834"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76835 a owl:Class ;
    rdfs:label "EC 1.1.1.* (oxidoreductase acting on donor CH-OH group, NAD(+) or NADP(+) acceptor) inhibitor"^^xsd:string ;
    definition: "An EC 1.1.* (oxidoreductase acting on donor CH-OH group) inhibitor that uses NAD(+) or NADP(+) as acceptor (EC 1.1.1.*)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76726 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "EC 1.1.1.* (oxidoreductase acting on donor CH-OH group, NAD(+) or NADP(+)acceptor) inhibitors"^^xsd:string,
        "EC 1.1.1.* inhibitor"^^xsd:string,
        "EC 1.1.1.* inhibitors"^^xsd:string,
        "oxidoreductase acting on donor CH-OH group, NAD(+) or NADP(+) acceptor (EC 1.1.1.*) inhibitor"^^xsd:string,
        "oxidoreductase acting on donor CH-OH group, NAD(+) or NADP(+) acceptor (EC 1.1.1.*) inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:76835"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76837 a owl:Class ;
    rdfs:label "EC 1.13.11.* (oxidoreductase acting on single donors and incorporating 2 O atoms) inhibitor"^^xsd:string ;
    definition: "An EC 1.13.* [oxidoreductase acting on single donors with incorporation of molecular oxygen (oxygenases)] inhibitor that inhibits the action of any oxidoreductase incorporating 2 atoms of oxygen (EC 1.13.11.*)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76740 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "EC 1.13.11.* (oxidoreductase acting on single donors and incorporating 2 atoms of oxygen) inhibitor"^^xsd:string,
        "EC 1.13.11.* (oxidoreductase acting on single donors and incorporating 2 atoms of oxygen) inhibitors"^^xsd:string,
        "EC 1.13.11.* (oxidoreductase acting on single donors and incorporating 2 O atoms) inhibitors"^^xsd:string,
        "EC 1.13.11.* inhibitor"^^xsd:string,
        "EC 1.13.11.* inhibitors"^^xsd:string,
        "oxidoreductase acting on single donors and incorporating 2 atoms of oxygen (EC 1.13.11.*) inhibitor"^^xsd:string,
        "oxidoreductase acting on single donors and incorporating 2 atoms of oxygen (EC 1.13.11.*) inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:76837"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76838 a owl:Class ;
    rdfs:label "EC 1.14.14.* (oxidoreductase acting on paired donors, incorporating of 1 atom of oxygen, with reduced flavin or flavoprotein as one donor) inhibitor"^^xsd:string ;
    definition: "An EC 1.14.* (oxidoreductase acting on paired donors, with incorporation or reduction of molecular oxygen) inhibitor that interferes with the action of any such enzyme incorporating one atom of oxygen and using reduced flavin or flavoprotein as donor (EC 1.14.14.*)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76741 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "EC 1.14.14.* (oxidoreductase acting on paired donors, incorporating of 1 atom of oxygen, with reduced flavin or flavoprotein as one donor) inhibitors"^^xsd:string,
        "EC 1.14.14.* (oxidoreductase acting on paired donors, with incorporation of 1 atom of oxygen, with reduced flavin or flavoprotein as one donor) inhibitor"^^xsd:string,
        "EC 1.14.14.* (oxidoreductase acting on paired donors, with incorporation of 1 atom of oxygen, with reduced flavin or flavoprotein as one donor) inhibitors"^^xsd:string,
        "EC 1.14.14.* inhibitor"^^xsd:string,
        "EC 1.14.14.* inhibitors"^^xsd:string,
        "oxidoreductase acting on paired donors, with incorporation of 1 atom of oxygen, with reduced flavin or flavoprotein as one donor (EC 1.14.14.*) inhibitor"^^xsd:string,
        "oxidoreductase acting on paired donors, with incorporation of 1 atom of oxygen, with reduced flavin or flavoprotein as one donor (EC 1.14.14.*) inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:76838"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76840 a owl:Class ;
    rdfs:label "EC 1.14.99.* (miscellaneous oxidoreductase acting on paired donors, with incorporation or reduction of molecular oxygen) inhibitor"^^xsd:string ;
    definition: "An EC 1.14.* (oxidoreductase acting on paired donors, with incorporation or reduction of molecular oxygen) inhibitor that interferes with the action of any enzyme in the EC 1.14.99.* (miscellaneous) category."^^xsd:string ;
    rdfs:subClassOf CHEBI:76741 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "EC 1.14.99.* (miscellaneous oxidoreductase acting on paired donors, with incorporation or reduction of molecular oxygen) inhibitors"^^xsd:string,
        "EC 1.14.99.* inhibitor"^^xsd:string,
        "EC 1.14.99.* inhibitors"^^xsd:string,
        "miscellaneous oxidoreductase acting on paired donors, with incorporation or reduction of molecular oxygen (EC 1.14.99.*) inhibitor"^^xsd:string,
        "miscellaneous oxidoreductase acting on paired donors, with incorporation or reduction of molecular oxygen (EC 1.14.99.*) inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:76840"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76841 a owl:Class ;
    rdfs:label "EC 1.14.13.* (oxidoreductase acting on paired donors, incorporating 1 atom of oxygen, with NADH or NADPH as one donor) inhibitor"^^xsd:string ;
    definition: "An EC 1.14.* (oxidoreductase acting on paired donors, with incorporation or reduction of molecular oxygen) inhibitor that interferes with the action of any such enzyme incorporating one atom of oxygen and using NADH or NADPH as one donor (EC 1.14.13.*)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76741 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "EC 1.14.13.* (oxidoreductase acting on paired donors, incorporating 1 atom of oxygen, with NADH or NADPH as one donor) inhibitors"^^xsd:string,
        "EC 1.14.13.* inhibitor"^^xsd:string,
        "EC 1.14.13.* inhibitors"^^xsd:string,
        "oxidoreductase acting on paired donors, incorporating 1 atom of oxygen, with NADH or NADPH as one donor (EC 1.14.13.*) inhibitor"^^xsd:string,
        "oxidoreductase acting on paired donors, incorporating 1 atom of oxygen, with NADH or NADPH as one donor (EC 1.14.13.*) inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:76841"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76842 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:CPD-12245"^^xsd:string ;
    rdfs:label "vancomycin(1+)"^^xsd:string ;
    definition: "An organic cation that is the conjugate acid of vancomycin, obtained by deprotonation of the carboxy group and protonation of the two amino functions; major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:25697,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:28001 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C66H76Cl2N9O24"^^xsd:string ;
    chebi:inchi "InChI=1S/C66H75Cl2N9O24/c1-23(2)12-34(71-5)58(88)76-49-51(83)26-7-10-38(32(67)14-26)97-40-16-28-17-41(55(40)101-65-56(54(86)53(85)42(22-78)99-65)100-44-21-66(4,70)57(87)24(3)96-44)98-39-11-8-27(15-33(39)68)52(84)50-63(93)75-48(64(94)95)31-18-29(79)19-37(81)45(31)30-13-25(6-9-36(30)80)46(60(90)77-50)74-61(91)47(28)73-59(89)35(20-43(69)82)72-62(49)92/h6-11,13-19,23-24,34-35,42,44,46-54,56-57,65,71,78-81,83-87H,12,20-22,70H2,1-5H3,(H2,69,82)(H,72,92)(H,73,89)(H,74,91)(H,75,93)(H,76,88)(H,77,90)(H,94,95)/p+1/t24-,34+,35-,42+,44-,46+,47+,48-,49+,50-,51+,52+,53+,54-,56+,57+,65-,66-/m0/s1"^^xsd:string ;
    chebi:inchikey "MYPYJXKWCTUITO-LYRMYLQWSA-O"^^xsd:string ;
    chebi:mass "1450.26100"^^xsd:string ;
    chebi:monoisotopicmass "1448.43748"^^xsd:string ;
    chebi:smiles "C[NH2+][C@H](CC(C)C)C(=O)N[C@@H]1[C@H](O)c2ccc(Oc3cc4cc(Oc5ccc(cc5Cl)[C@@H](O)[C@@H]5NC(=O)[C@H](NC(=O)[C@@H]4NC(=O)[C@H](CC(N)=O)NC1=O)c1ccc(O)c(c1)-c1c(O)cc(O)cc1[C@H](NC5=O)C([O-])=O)c3O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O[C@H]1C[C@](C)([NH3+])[C@H](O)[C@H](C)O1)c(Cl)c2"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "vancomycin"^^xsd:string ;
    oboInOwl:id "CHEBI:76842"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76843 a owl:Class ;
    rdfs:label "EC 1.14.15.* (oxidoreductase acting on paired donors, with reduced Fe-S protein as one donor, incorporating 1 O atom) inhibitor"^^xsd:string ;
    definition: "An EC 1.14.* (oxidoreductase acting on paired donors, with incorporation or reduction of molecular oxygen) inhibitor that interferes with the action of any such enzyme with reduced iron-sulfur protein as one donor and incorporating one atom of oxygen (EC 1.14.15.*)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76741 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "EC 1.14.15.* (oxidoreductase acting on paired donors, with reduced Fe-S protein as one donor, incorporating 1 O atom) inhibitors"^^xsd:string,
        "EC 1.14.15.* (oxidoreductase acting on paired donors, with reduced iron-sulfur protein as one donor, incorporating 1 atom of oxygen) inhibitor"^^xsd:string,
        "EC 1.14.15.* (oxidoreductase acting on paired donors, with reduced iron-sulfur protein as one donor, incorporating 1 atom of oxygen) inhibitors"^^xsd:string,
        "EC 1.14.15.* inhibitor"^^xsd:string,
        "EC 1.14.15.* inhibitors"^^xsd:string,
        "oxidoreductase acting on paired donors, with reduced iron-sulfur protein as one donor, incorporating 1 atom of oxygen (EC 1.14.15.*) inhibitor"^^xsd:string,
        "oxidoreductase acting on paired donors, with reduced iron-sulfur protein as one donor, incorporating 1 atom of oxygen (EC 1.14.15.*) inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:76843"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76848 a owl:Class ;
    rdfs:label "EC 1.17.4.* (oxidoreductase acting on CH or CH2 with a disulfide as acceptor) inhibitor"^^xsd:string ;
    definition: "An EC 1.17.* (oxidoreductase acting on CH or CH2) inhibitor that interferes with the activity of any such enzyme that uses a disulfide as acceptor (EC 1.17.4.*)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76744 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "EC 1.17.4.* (oxidoreductase acting on CH or CH2 with a disulfide as acceptor) inhibitors"^^xsd:string,
        "EC 1.17.4.* inhibitor"^^xsd:string,
        "EC 1.17.4.* inhibitors"^^xsd:string,
        "oxidoreductase acting on CH or CH2 with a disulfide as acceptor (EC 1.17.4.*) inhibitor"^^xsd:string,
        "oxidoreductase acting on CH or CH2 with a disulfide as acceptor (EC 1.17.4.*) inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:76848"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76850 a owl:Class ;
    rdfs:label "EC 1.17.3.* (oxidoreductase acting on CH or CH2 with oxygen as acceptor) inhibitor"^^xsd:string ;
    definition: "An EC 1.17.* (oxidoreductase acting on CH or CH2) inhibitor that interferes with the function of any such enzyme that uses oxygen as acceptor (EC 1.17.3.*)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76744 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "EC 1.17.3.* (oxidoreductase acting on CH or CH2 with oxygen as acceptor) inhibitors"^^xsd:string,
        "EC 1.17.3.* inhibitor"^^xsd:string,
        "EC 1.17.3.* inhibitors"^^xsd:string,
        "oxidoreductase acting on CH or CH2 with oxygen as acceptor (EC 1.17.3.*) inhibitor"^^xsd:string,
        "oxidoreductase acting on CH or CH2 with oxygen as acceptor (EC 1.17.3.*) inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:76850"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76852 a owl:Class ;
    rdfs:label "EC 1.2.1.* (oxidoreductase acting on donor aldehyde/oxo group with NAD(+) or NADP(+) as acceptor) inhibitor"^^xsd:string ;
    definition: "An EC 1.2.* (oxidoreductase acting on donor aldehyde/oxo group) inhibitor that interferes with the action of any such enzyme using NAD(+) or NADP(+) as acceptor (EC 1.2.1.*)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76727 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "EC 1.2.1.* (oxidoreductase acting on donor aldehyde/oxo group with NAD(+) or NADP(+) as acceptor) inhibitors"^^xsd:string,
        "EC 1.2.1.* inhibitor"^^xsd:string,
        "EC 1.2.1.* inhibitors"^^xsd:string,
        "oxidoreductase acting on donor aldehyde/oxo group with NAD(+) or NADP(+) as acceptor (EC 1.2.1.*) inhibitor"^^xsd:string,
        "oxidoreductase acting on donor aldehyde/oxo group with NAD(+) or NADP(+) as acceptor (EC 1.2.1.*) inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:76852"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76853 a owl:Class ;
    rdfs:label "EC 1.2.3.* (oxidoreductase acting on donor aldehyde/oxo group with oxygen as acceptor) inhibitor"^^xsd:string ;
    definition: "An EC 1.2.* (oxidoreductase acting on donor aldehyde/oxo group) inhibitor that interferes with the action of any such enzyme using oxygen as acceptor (EC 1.2.3.*)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76727 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "EC 1.2.3.* (oxidoreductase acting on donor aldehyde/oxo group with oxygen as acceptor) inhibitors"^^xsd:string,
        "EC 1.2.3.* inhibitor"^^xsd:string,
        "EC 1.2.3.* inhibitors"^^xsd:string,
        "oxidoreductase acting on donor aldehyde/oxo group with oxygen as acceptor (EC 1.2.3.*) inhibitor"^^xsd:string,
        "oxidoreductase acting on donor aldehyde/oxo group with oxygen as acceptor (EC 1.2.3.*) inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:76853"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76857 a owl:Class ;
    rdfs:label "EC 1.3.1.* (oxidoreductase acting on donor CH-CH group, NAD(+) or NADP(+) as acceptor) inhibitor"^^xsd:string ;
    definition: "An EC 1.3.* (oxidoreductase acting on donor CH-CH group) inhibitor that interferes with the action of any such enzyme using NAD(+) or NADP(+) as acceptor (EC 1.3.1.*)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76729 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "EC 1.3.1.* (oxidoreductase acting on CH-CH group of donor with NAD(+) or NADP(+) as acceptor) inhibitor"^^xsd:string,
        "EC 1.3.1.* (oxidoreductase acting on CH-CH group of donor with NAD(+) or NADP(+) as acceptor) inhibitors"^^xsd:string,
        "EC 1.3.1.* (oxidoreductase acting on CH-CH group of donor, NAD(+) or NADP(+) as acceptor) inhibitor"^^xsd:string,
        "EC 1.3.1.* (oxidoreductase acting on CH-CH group of donor, NAD(+) or NADP(+) as acceptor) inhibitors"^^xsd:string,
        "EC 1.3.1.* (oxidoreductase acting on donor CH-CH group, NAD(+) or NADP(+) as acceptor) inhibitors"^^xsd:string,
        "EC 1.3.1.* inhibitor"^^xsd:string,
        "EC 1.3.1.* inhibitors"^^xsd:string,
        "oxidoreductase acting on CH-CH group of donor with NAD(+) or NADP(+) as acceptor (EC 1.3.1.*) inhibitor"^^xsd:string,
        "oxidoreductase acting on CH-CH group of donor with NAD(+) or NADP(+) as acceptor (EC 1.3.1.*) inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:76857"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76858 a owl:Class ;
    rdfs:label "EC 1.3.98.* (oxidoreductase acting on donor CH-CH group, with other, known, acceptors) inhibitor"^^xsd:string ;
    definition: "An EC 1.3.* (oxidoreductase acting on donor CH-CH group) inhibitor that interferes with the function of any such enzyme in the EC 1.3.98.* (with other, known, acceptors) category."^^xsd:string ;
    rdfs:subClassOf CHEBI:76729 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "EC 1.3.98.* (oxidoreductase acting on CH-CH group of donors, with other, known, acceptors) inhibitor"^^xsd:string,
        "EC 1.3.98.* (oxidoreductase acting on CH-CH group of donors, with other, known, acceptors) inhibitors"^^xsd:string,
        "EC 1.3.98.* (oxidoreductase acting on donor CH-CH group, with other, known, acceptors) inhibitors"^^xsd:string,
        "EC 1.3.98.* inhibitor"^^xsd:string,
        "EC 1.3.98.* inhibitors"^^xsd:string,
        "oxidoreductase acting on CH-CH group of donors, with other, known, acceptors (EC 1.3.98.*) inhibitor"^^xsd:string,
        "oxidoreductase acting on CH-CH group of donors, with other, known, acceptors (EC 1.3.98.*) inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:76858"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76859 a owl:Class ;
    rdfs:label "EC 1.3.99.* (oxidoreductase acting on donor CH-CH group, with other acceptors) inhibitor"^^xsd:string ;
    definition: "An EC 1.3.* (oxidoreductase acting on donor CH-CH group) inhibitor that interferes with the function of any such enzyme in the EC 1.3.98.* (with other acceptors) category."^^xsd:string ;
    rdfs:subClassOf CHEBI:76729 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "EC 1.3.99.* (oxidoreductase acting on donor CH-CH group with other acceptors) inhibitors"^^xsd:string,
        "EC 1.3.99.* (oxidoreductase acting on donor CH-CH group, with other acceptors) inhibitors"^^xsd:string,
        "EC 1.3.99.* inhibitor"^^xsd:string,
        "EC 1.3.99.* inhibitors"^^xsd:string,
        "oxidoreductase acting on donor CH-CH group with other acceptors (EC 1.3.99.*) inhibitor"^^xsd:string,
        "oxidoreductase acting on donor CH-CH group with other acceptors (EC 1.3.99.*) inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:76859"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76861 a owl:Class ;
    rdfs:label "EC 1.4.3.* (oxidoreductase acting on donor CH-NH2 group, oxygen as acceptor) inhibitor"^^xsd:string ;
    definition: "An EC 1.4.* (oxidoreductase acting on donor CH-NH2 group) inhibitor that interferes with the action of any such enzyme using oxygen as acceptor (EC 1.4.3.*)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76730 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "EC 1.4.3.* (oxidoreductase acting on donor CH-NH2 group, oxygen as acceptor) inhibitors"^^xsd:string,
        "EC 1.4.3.* inhibitor"^^xsd:string,
        "EC 1.4.3.* inhibitors"^^xsd:string,
        "oxidoreductase acting on donor CH-NH2 group, oxygen as acceptor (EC 1.4.3.*) inhibitor"^^xsd:string,
        "oxidoreductase acting on donor CH-NH2 group, oxygen as acceptor (EC 1.4.3.*) inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:76861"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76863 a owl:Class ;
    rdfs:label "EC 1.5.1.* (oxidoreductase acting on donor CH-NH group, NAD(+) or NADP(+) as acceptor) inhibitor"^^xsd:string ;
    definition: "An EC 1.5.* (oxidoreductase acting on donor CH-NH group) inhibitor that interferes with the action of any such enzyme using NAD(+) or NADP(+) as acceptor (EC 1.5.1.*)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76731 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "EC 1.5.1.* (oxidoreductase acting on donor CH-NH group, NAD(+) or NADP(+) as acceptor) inhibitors"^^xsd:string,
        "EC 1.5.1.* inhibitor"^^xsd:string,
        "EC 1.5.1.* inhibitors"^^xsd:string,
        "oxidoreductase acting on donor CH-NH group, NAD(+) or NADP(+) as acceptor (EC 1.5.1.*) inhibitor"^^xsd:string,
        "oxidoreductase acting on donor CH-NH group, NAD(+) or NADP(+) as acceptor (EC 1.5.1.*) inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:76863"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76866 a owl:Class ;
    rdfs:label "EC 1.6.5.* (oxidoreductase acting on NADH or NADPH with a quinone or similar as acceptor) inhibitor"^^xsd:string ;
    definition: "An EC 1.6.* (oxidoreductase acting on NADH or NADPH) inhibitor that interferes with the action of any such enzyme using a quinone or similar as acceptor (EC 1.6.5.*)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76733 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "EC 1.6.5.* (oxidoreductase acting on NADH or NADPH with a quinone or similar as acceptor) inhibitors"^^xsd:string,
        "EC 1.6.5.* inhibitor"^^xsd:string,
        "EC 1.6.5.* inhibitors"^^xsd:string,
        "oxidoreductase acting on NADH or NADPH with a quinone or similar as acceptor (EC 1.6.5.*) inhibitor"^^xsd:string,
        "oxidoreductase acting on NADH or NADPH with a quinone or similar as acceptor (EC 1.6.5.*) inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:76866"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76869 a owl:Class ;
    rdfs:label "EC 1.8.1.* (oxidoreductase acting on sulfur group of donors, NAD(+) or NADP(+) as acceptor) inhibitor"^^xsd:string ;
    definition: "An EC 1.8.* (oxidoreductase acting on sulfur group of donors) inhibitor that interferes with the action of any such enzyme using NAD(+) or NADP(+) as acceptor (EC 1.8.1.*)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76735 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "EC 1.8.1.* (oxidoreductase acting on sulfur group of donors, NAD(+) or NADP(+) as acceptor) inhibitors"^^xsd:string,
        "EC 1.8.1.* inhibitor"^^xsd:string,
        "EC 1.8.1.* inhibitors"^^xsd:string,
        "oxidoreductase acting on sulfur group of donors, NAD(+) or NADP(+) as acceptor (EC 1.8.1.*) inhibitor"^^xsd:string,
        "oxidoreductase acting on sulfur group of donors, NAD(+) or NADP(+) as acceptor (EC 1.8.1.*) inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:76869"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76870 a owl:Class ;
    rdfs:label "EC 1.9.3.* (oxidoreductase acting on donor heme group, oxygen as acceptor) inhibitor"^^xsd:string ;
    definition: "An EC 1.9.* (oxidoreductase acting on donor heme group) inhibitor that interferes with the action of any such enzyme using oxygen as acceptor (EC 1.9.3.*)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76736 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "EC 1.9.3.* (oxidoreductase acting on donor heme group, oxygen as acceptor) inhibitors"^^xsd:string,
        "EC 1.9.3.* inhibitor"^^xsd:string,
        "EC 1.9.3.* inhibitors"^^xsd:string,
        "oxidoreductase acting on donor heme group, oxygen as acceptor (EC 1.9.3.*) inhibitor"^^xsd:string,
        "oxidoreductase acting on donor heme group, oxygen as acceptor (EC 1.9.3.*) inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:76870"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76871 a owl:Class ;
    rdfs:label "EC 2.1.1.* (methyltransferases) inhibitor"^^xsd:string ;
    definition: "An EC 2.1.* (C1-transferase) inhibitor that interferes with the action of any methyltransferase (EC 2.1.1.*)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76655 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "EC 2.1.1.* (methyltransferase) inhibitor"^^xsd:string,
        "EC 2.1.1.* (methyltransferase) inhibitors"^^xsd:string,
        "EC 2.1.1.* (methyltransferases) inhibitors"^^xsd:string,
        "EC 2.1.1.* inhibitor"^^xsd:string,
        "EC 2.1.1.* inhibitors"^^xsd:string,
        "methyltransferase (EC 2.1.1.*) inhibitor"^^xsd:string,
        "methyltransferase (EC 2.1.1.*) inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:76871"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76874 a owl:Class ;
    rdfs:label "EC 2.1.2.* (hydroxymethyl-, formyl- and related transferases) inhibitor"^^xsd:string ;
    definition: "An EC 2.1.* (C1-transferase) inhibitor that interferes with the action of any hydroxymethyl-, formyl- and related transferase (EC 2.1.2.*)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76655 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "EC 2.1.2.* (hydroxymethyl-, formyl- and related transferases) inhibitors"^^xsd:string,
        "EC 2.1.2.* inhibitor"^^xsd:string,
        "EC 2.1.2.* inhibitors"^^xsd:string,
        "hydroxymethyl-, formyl- and related transferases (EC 2.1.2.*) inhibitor"^^xsd:string,
        "hydroxymethyl-, formyl- and related transferases (EC 2.1.2.*) inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:76874"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76878 a owl:Class ;
    rdfs:label "EC 2.3.1.* (acyltransferase transferring other than amino-acyl group) inhibitor"^^xsd:string ;
    definition: "An EC 2.3.* (acyltransferase) inhibitor that inhibits the action of any acyltransferase transferring groups other than amino-acyl groups (EC 2.3.1.*)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76661 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "acyltransferase transferring other than amino-acyl group EC 2.3.1.* inhibitor"^^xsd:string,
        "acyltransferase transferring other than amino-acyl group EC 2.3.1.* inhibitors"^^xsd:string,
        "EC 2.3.1.* (acyltransferase transferring other than amino-acyl group) inhibitors"^^xsd:string,
        "EC 2.3.1.* inhibitor"^^xsd:string,
        "EC 2.3.1.* inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:76878"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76881 a owl:Class ;
    rdfs:label "EC 2.7.1.* (phosphotransferases with an alcohol group as acceptor) inhibitor"^^xsd:string ;
    definition: "An EC 2.7.* (P-containing group transferase) inhibitor that interferes with the action of any phosphotransferase with an alcohol group as acceptor (EC 2.7.1.*)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76668 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "EC 2.7.1.* (phosphotransferases with an alcohol group as acceptor) inhibitors"^^xsd:string,
        "EC 2.7.1.* inhibitor"^^xsd:string,
        "EC 2.7.1.* inhibitors"^^xsd:string,
        "phosphotransferases with an alcohol group as acceptor (EC 2.7.1.*) inhibitor"^^xsd:string,
        "phosphotransferases with an alcohol group as acceptor (EC 2.7.1.*) inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:76881"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76895 a owl:Class ;
    rdfs:label "EC 3.6.3.* (acid anhydride hydrolase catalysing transmembrane movement of substances) inhibitor"^^xsd:string ;
    definition: "An EC 3.6.* (hydrolases acting on acid anhydrides) inhibitor that interferes with the action of any such enzyme that catalyses transmembrane movement of substances (EC 3.6.3.*)."^^xsd:string ;
    rdfs:subClassOf CHEBI:73216 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "acid anhydride hydrolase catalysing transmembrane movement of substances (EC 3.6.3.*) inhibitor"^^xsd:string,
        "acid anhydride hydrolase catalysing transmembrane movement of substances (EC 3.6.3.*) inhibitors"^^xsd:string,
        "EC 3.6.3.* (acid anhydride hydrolase catalysing transmembrane movement of substances) inhibitors"^^xsd:string,
        "EC 3.6.3.* inhibitor"^^xsd:string,
        "EC 3.6.3.* inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:76895"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76898 a owl:Class ;
    rdfs:label "EC 1.14.14.1 (unspecific monooxygenase) inhibitor"^^xsd:string ;
    definition: "An EC 1.14.14.* (oxidoreductase acting on paired donors, incorporating of 1 atom of oxygen, with reduced flavin or flavoprotein as one donor) inhibitor that interferes with the action of an unspecified monooxygenase (EC 1.14.14.1)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76838 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "aryl hydrocarbon hydroxylase inhibitor"^^xsd:string,
        "aryl hydrocarbon hydroxylase inhibitors"^^xsd:string,
        "aryl-4-monooxygenase inhibitor"^^xsd:string,
        "aryl-4-monooxygenase inhibitors"^^xsd:string,
        "EC 1.14.14.1 (unspecific monooxygenase) inhibitors"^^xsd:string,
        "EC 1.14.14.1 inhibitor"^^xsd:string,
        "EC 1.14.14.1 inhibitors"^^xsd:string,
        "flavoprotein monooxygenase inhibitor"^^xsd:string,
        "flavoprotein monooxygenase inhibitors"^^xsd:string,
        "flavoprotein-linked monooxygenase inhibitor"^^xsd:string,
        "flavoprotein-linked monooxygenase inhibitors"^^xsd:string,
        "microsomal monooxygenase inhibitor"^^xsd:string,
        "microsomal monooxygenase inhibitors"^^xsd:string,
        "microsomal P-450 inhibitor"^^xsd:string,
        "microsomal P-450 inhibitors"^^xsd:string,
        "substrate,reduced-flavoprotein:oxygen oxidoreductase (RH-hydroxylating or -epoxidising) inhibitor"^^xsd:string,
        "substrate,reduced-flavoprotein:oxygen oxidoreductase (RH-hydroxylating or -epoxidising) inhibitors"^^xsd:string,
        "unspecific monooxygenase (EC 1.14.14.1) inhibitor"^^xsd:string,
        "unspecific monooxygenase (EC 1.14.14.1) inhibitors"^^xsd:string,
        "unspecific monooxygenase inhibitor"^^xsd:string,
        "unspecific monooxygenase inhibitors"^^xsd:string,
        "xenobiotic monooxygenase inhibitor"^^xsd:string,
        "xenobiotic monooxygenase inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:76898"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76906 a owl:Class ;
    rdfs:label "EC 4.1.1.* (carboxy-lyase) inhibitor"^^xsd:string ;
    definition: "An EC 4.1.* (C-C lyase) inhibitor that interferes with the action of any carboxy-lyase (EC 4.1.1.*)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76711 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "carboxy-lyase (EC 4.1.1.*) inhibitor"^^xsd:string,
        "carboxy-lyase (EC 4.1.1.*) inhibitors"^^xsd:string,
        "carboxy-lyases (EC 4.1.1.*) inhibitor"^^xsd:string,
        "carboxy-lyases (EC 4.1.1.*) inhibitors"^^xsd:string,
        "EC 4.1.1.* (carboxy-lyase) inhibitors"^^xsd:string,
        "EC 4.1.1.* inhibitor"^^xsd:string,
        "EC 4.1.1.* inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:76906"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76907 a owl:Class ;
    rdfs:label "EC 4.2.1.* (hydro-lyases) inhibitor"^^xsd:string ;
    definition: "An EC 4.2.* (C-O lyase) inhibitor that interferes with the action of any hydro-lyase (EC 4.2.1.*)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76712 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "EC 4.2.1.* (hydro-lyase) inhibitor"^^xsd:string,
        "EC 4.2.1.* (hydro-lyase) inhibitors"^^xsd:string,
        "EC 4.2.1.* (hydro-lyases) inhibitors"^^xsd:string,
        "EC 4.2.1.* inhibitor"^^xsd:string,
        "EC 4.2.1.* inhibitors"^^xsd:string,
        "hydro-lyase (EC 4.2.1.*) inhibitor"^^xsd:string,
        "hydro-lyase (EC 4.2.1.*) inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:76907"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76924 a owl:Class ;
    rdfs:label "plant metabolite"^^xsd:string ;
    definition: "Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms."^^xsd:string ;
    rdfs:subClassOf CHEBI:75763 ;
    oboInOwl:hasAlternativeId "CHEBI:75766"^^xsd:string,
        "CHEBI:76925"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "plant metabolites"^^xsd:string,
        "plant secondary metabolites"^^xsd:string ;
    oboInOwl:id "CHEBI:76924"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76932 a owl:Class ;
    rdfs:label "pathway inhibitor"^^xsd:string ;
    definition: "An enzyme inhibitor that interferes with one or more steps in a metabolic pathway."^^xsd:string ;
    rdfs:subClassOf CHEBI:23924 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "metabolic pathway inhibitor"^^xsd:string,
        "metabolic pathway inhibitors"^^xsd:string,
        "pathway inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:76932"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76946 a owl:Class ;
    rdfs:label "fungal metabolite"^^xsd:string ;
    definition: "Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds."^^xsd:string ;
    rdfs:subClassOf CHEBI:75763 ;
    oboInOwl:hasAlternativeId "CHEBI:75765"^^xsd:string,
        "CHEBI:76947"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "fungal metabolites"^^xsd:string ;
    oboInOwl:id "CHEBI:76946"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76956 a owl:Class ;
    rdfs:label "Aspergillus metabolite"^^xsd:string ;
    definition: "Any fungal metabolite produced during a metabolic reaction in the mould, Aspergillus."^^xsd:string ;
    rdfs:subClassOf CHEBI:76946 ;
    oboInOwl:hasAlternativeId "CHEBI:75864"^^xsd:string,
        "CHEBI:76958"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Aspergillus metabolites"^^xsd:string ;
    oboInOwl:id "CHEBI:76956"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76964 a owl:Class ;
    rdfs:label "Penicillium metabolite"^^xsd:string ;
    definition: "Any fungal metabolite produced during a metabolic reaction in Penicillium."^^xsd:string ;
    rdfs:subClassOf CHEBI:76946 ;
    oboInOwl:hasAlternativeId "CHEBI:76205"^^xsd:string,
        "CHEBI:76963"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Penicillium metabolites"^^xsd:string ;
    oboInOwl:id "CHEBI:76964"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76967 a owl:Class ;
    rdfs:label "human xenobiotic metabolite"^^xsd:string ;
    definition: "Any human metabolite produced by metabolism of a xenobiotic compound in humans."^^xsd:string ;
    rdfs:subClassOf CHEBI:76206,
        CHEBI:77746 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "human xenobiotic metabolites"^^xsd:string ;
    oboInOwl:id "CHEBI:76967"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76969 a owl:Class ;
    rdfs:label "bacterial metabolite"^^xsd:string ;
    definition: "Any prokaryotic metabolite produced during a metabolic reaction in bacteria."^^xsd:string ;
    rdfs:subClassOf CHEBI:75787 ;
    oboInOwl:hasAlternativeId "CHEBI:75760"^^xsd:string,
        "CHEBI:76970"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:76969"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76971 a owl:Class ;
    rdfs:label "Escherichia coli metabolite"^^xsd:string ;
    definition: "Any bacterial metabolite produced during a metabolic reaction in Escherichia coli."^^xsd:string ;
    rdfs:subClassOf CHEBI:76969 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "E.coli metabolite"^^xsd:string,
        "E.coli metabolites"^^xsd:string,
        "Escherichia coli metabolites"^^xsd:string ;
    oboInOwl:id "CHEBI:76971"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76976 a owl:Class ;
    rdfs:label "bacterial xenobiotic metabolite"^^xsd:string ;
    definition: "Any bacterial metabolite produced by metabolism of a xenobiotic compound in bacteria."^^xsd:string ;
    rdfs:subClassOf CHEBI:76206,
        CHEBI:76969 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "bacterial xenobiotic metabolites"^^xsd:string ;
    oboInOwl:id "CHEBI:76976"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76983 a owl:Class ;
    oboInOwl:hasDbXref "PMID:23237384"^^xsd:string,
        "PMID:23594109"^^xsd:string,
        "PMID:23609875"^^xsd:string,
        "Wikipedia:Sulfonylurea"^^xsd:string ;
    rdfs:label "N-sulfonylurea"^^xsd:string ;
    definition: "A urea in which one of the hydrogens attached to a nitrogen of the urea group is replaced by a sulfonyl group. The N-sulfonylurea moiety is a key group in various herbicides, as well as in a number of antidiabetic drugs used in the management of type 2 diabetis mellitus."^^xsd:string ;
    rdfs:subClassOf CHEBI:35358,
        CHEBI:47857 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "CN2O3SR4"^^xsd:string ;
    chebi:mass "120.08700"^^xsd:string ;
    chebi:monoisotopicmass "119.96296"^^xsd:string ;
    chebi:smiles "[*]S(=O)(=O)N([*])C(=O)N([*])[*]"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "N-sulfonylureas"^^xsd:string,
        "sulfonylurea"^^xsd:string,
        "sulfonylureas"^^xsd:string ;
    oboInOwl:id "CHEBI:76983"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76988 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Xenoestrogen"^^xsd:string ;
    rdfs:label "xenoestrogen"^^xsd:string ;
    definition: "A synthetic or semi-synthetic compound that has oestrogenic activity."^^xsd:string ;
    rdfs:subClassOf CHEBI:50114,
        CHEBI:138015 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "xenoestrogens"^^xsd:string ;
    oboInOwl:id "CHEBI:76988"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:76989 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Phytoestrogen"^^xsd:string ;
    rdfs:label "phytoestrogen"^^xsd:string ;
    definition: "Any compound produced by a plant that happens to have estrogenic activity."^^xsd:string ;
    rdfs:subClassOf CHEBI:50114 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "phytoestrogens"^^xsd:string ;
    oboInOwl:id "CHEBI:76989"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:77019 a owl:Class ;
    rdfs:label "EC 1.10.99.* (oxidoreductases acting on diphenols and related substances as donors, other acceptors) inhibitor"^^xsd:string ;
    definition: "An EC 1.10.* (oxidoreductase acting on diphenols and related substances as donors) inhibitor that interferes with the action of any such enzyme in the EC 1.10.99.* category."^^xsd:string ;
    rdfs:subClassOf CHEBI:76737 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "EC 1.10.99.* (oxidoreductases acting on diphenols and related substances as donors, other acceptors) inhibitors"^^xsd:string,
        "EC 1.10.99.* inhibitor"^^xsd:string,
        "EC 1.10.99.* inhibitors"^^xsd:string,
        "oxidoreductases acting on diphenols and related substances as donors, other acceptors (EC 1.10.99.*) inhibitor"^^xsd:string,
        "oxidoreductases acting on diphenols and related substances as donors, other acceptors (EC 1.10.99.*) inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:77019"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:77020 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Ribosyldihydronicotinamide_dehydrogenase_(quinone)"^^xsd:string ;
    rdfs:label "EC 1.10.99.2 [ribosyldihydronicotinamide dehydrogenase (quinone)] inhibitor"^^xsd:string ;
    definition: "An EC 1.10.99.* (oxidoreductases acting on diphenols and related substances as donors, other acceptors) inhibitor that interferes with the action of ribosyldihydronicotinamide dehydrogenase (quinone), EC 1.10.99.2."^^xsd:string ;
    rdfs:subClassOf CHEBI:77019 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-(beta-D-ribofuranosyl)-1,4-dihydronicotinamide:quinone oxidoreductase inhibitor"^^xsd:string,
        "1-(beta-D-ribofuranosyl)-1,4-dihydronicotinamide:quinone oxidoreductase inhibitors"^^xsd:string,
        "EC 1.10.99.2 (ribosyldihydronicotinamide dehydrogenase (quinone)) inhibitor"^^xsd:string,
        "EC 1.10.99.2 (ribosyldihydronicotinamide dehydrogenase (quinone)) inhibitors"^^xsd:string,
        "EC 1.10.99.2 [ribosyldihydronicotinamide dehydrogenase (quinone)] inhibitors"^^xsd:string,
        "EC 1.10.99.2 inhibitor"^^xsd:string,
        "EC 1.10.99.2 inhibitors"^^xsd:string,
        "N-ribosyldihydronicotinamide dehydrogenase (quinone) inhibitor"^^xsd:string,
        "N-ribosyldihydronicotinamide dehydrogenase (quinone) inhibitors"^^xsd:string,
        "NAD(P)H:quinone oxidoreductase2 inhibitor"^^xsd:string,
        "NAD(P)H:quinone oxidoreductase2 inhibitors"^^xsd:string,
        "NAD(P)H:quinone oxidoreductase-2 inhibitor"^^xsd:string,
        "NAD(P)H:quinone oxidoreductase-2 inhibitors"^^xsd:string,
        "NQO2 inhibitor"^^xsd:string,
        "NQO2 inhibitors"^^xsd:string,
        "NRH:quinone oxidoreductase 2 inhibitor"^^xsd:string,
        "NRH:quinone oxidoreductase 2 inhibitors"^^xsd:string,
        "QR2 inhibitor"^^xsd:string,
        "QR2 inhibitors"^^xsd:string,
        "quinone reductase 2 inhibitor"^^xsd:string,
        "quinone reductase 2 inhibitors"^^xsd:string,
        "ribosyldihydronicotinamide dehydrogenase (quinone) (EC 1.10.99.2) inhibitor"^^xsd:string,
        "ribosyldihydronicotinamide dehydrogenase (quinone) (EC 1.10.99.2) inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:77020"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:77022 a owl:Class ;
    rdfs:label "EC 2.3.3.* (acyltransferase converting acyl to alkyl group on transfer) inhibitor"^^xsd:string ;
    definition: "An EC 2.3.* (acyltransferase) inhibitor that interferes with the action of an acyltransferase which converts the acyl group to an alkyl group on transfer (EC 2.3.3.*)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76661 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "acyltransferase converting acyl to alkyl group on transfer (EC 2.3.3.*) inhibitor"^^xsd:string,
        "acyltransferase converting acyl to alkyl group on transfer (EC 2.3.3.*) inhibitors"^^xsd:string,
        "EC 2.3.3.* (acyltransferase converting acyl to alkyl group on transfer) inhibitors"^^xsd:string,
        "EC 2.3.3.* inhibitor"^^xsd:string,
        "EC 2.3.3.* inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:77022"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:77023 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Citrate_synthase"^^xsd:string ;
    rdfs:label "EC 2.3.3.1 [citrate (Si)-synthase] inhibitor"^^xsd:string ;
    definition: "An EC 2.3.3.* (acyltransferase converting acyl to alkyl group on transfer) inhibitor that interferes with the action of citrate (Si)-synthase, EC 2.3.3.1."^^xsd:string ;
    rdfs:subClassOf CHEBI:77022 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(R)-citrate synthase inhibitor"^^xsd:string,
        "(R)-citrate synthase inhibitors"^^xsd:string,
        "acetyl-CoA:oxaloacetate C-acetyltransferase [thioester-hydrolysing, (pro-S)-carboxymethyl forming] inhibitor"^^xsd:string,
        "acetyl-CoA:oxaloacetate C-acetyltransferase [thioester-hydrolysing, (pro-S)-carboxymethyl forming] inhibitors"^^xsd:string,
        "citrate (Si)-synthase (EC 2.3.3.1) inhibitor"^^xsd:string,
        "citrate (Si)-synthase (EC 2.3.3.1) inhibitors"^^xsd:string,
        "citrate condensing enzyme inhibitor"^^xsd:string,
        "citrate condensing enzyme inhibitors"^^xsd:string,
        "citrate oxaloacetate-lyase [(pro-3S)-CH2COO->acetyl-CoA] inhibitor"^^xsd:string,
        "citrate oxaloacetate-lyase [(pro-3S)-CH2COO->acetyl-CoA] inhibitors"^^xsd:string,
        "citrate oxaloacetate-lyase, CoA-acetylating inhibitor"^^xsd:string,
        "citrate oxaloacetate-lyase, CoA-acetylating inhibitors"^^xsd:string,
        "citrate synthase inhibitor"^^xsd:string,
        "citrate synthase inhibitors"^^xsd:string,
        "citrate synthetase inhibitor"^^xsd:string,
        "citrate synthetase inhibitors"^^xsd:string,
        "citric synthase inhibitor"^^xsd:string,
        "citric synthase inhibitors"^^xsd:string,
        "citric-condensing enzyme inhibitor"^^xsd:string,
        "citric-condensing enzyme inhibitors"^^xsd:string,
        "citrogenase inhibitor"^^xsd:string,
        "citrogenase inhibitors"^^xsd:string,
        "condensing enzyme inhibitor"^^xsd:string,
        "condensing enzyme inhibitors"^^xsd:string,
        "EC 2.3.3.1 (citrate (Si)-synthase) inhibitor"^^xsd:string,
        "EC 2.3.3.1 (citrate (Si)-synthase) inhibitors"^^xsd:string,
        "EC 2.3.3.1 [citrate (Si)-synthase] inhibitors"^^xsd:string,
        "EC 2.3.3.1 inhibitor"^^xsd:string,
        "EC 2.3.3.1 inhibitors"^^xsd:string,
        "oxalacetic transacetase inhibitor"^^xsd:string,
        "oxalacetic transacetase inhibitors"^^xsd:string,
        "oxaloacetate transacetase inhibitor"^^xsd:string,
        "oxaloacetate transacetase inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:77023"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:77024 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:4-nitrophenylphosphatase"^^xsd:string ;
    rdfs:label "EC 3.1.3.41 (4-nitrophenylphosphatase) inhibitor"^^xsd:string ;
    definition: "An EC 3.1.3.* (phosphoric monoester hydrolase) inhibitor that interferes with the action of 4-nitrophenylphosphatase (EC 3.1.3.41)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76775 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "4-nitrophenylphosphatase (EC 3.1.3.41) inhibitor"^^xsd:string,
        "4-nitrophenylphosphatase (EC 3.1.3.41) inhibitors"^^xsd:string,
        "4-nitrophenylphosphate phosphohydrolase inhibitor"^^xsd:string,
        "4-nitrophenylphosphate phosphohydrolase inhibitors"^^xsd:string,
        "EC 3.1.3.41 (4-nitrophenylphosphatase) inhibitors"^^xsd:string,
        "EC 3.1.3.41 inhibitor"^^xsd:string,
        "EC 3.1.3.41 inhibitors"^^xsd:string,
        "Ecto-p-nitrophenyl phosphatase inhibitor"^^xsd:string,
        "Ecto-p-nitrophenyl phosphatase inhibitors"^^xsd:string,
        "K-pNPPase inhibitor"^^xsd:string,
        "K-pNPPase inhibitors"^^xsd:string,
        "nitrophenyl phosphatase inhibitor"^^xsd:string,
        "nitrophenyl phosphatase inhibitors"^^xsd:string,
        "NPPase inhibitor"^^xsd:string,
        "NPPase inhibitors"^^xsd:string,
        "p-nitrophenylphosphatase inhibitor"^^xsd:string,
        "p-nitrophenylphosphatase inhibitors"^^xsd:string,
        "p-nitrophenylphosphate phosphohydrolase inhibitor"^^xsd:string,
        "p-nitrophenylphosphate phosphohydrolase inhibitors"^^xsd:string,
        "para-nitrophenyl phosphatase inhibitor"^^xsd:string,
        "para-nitrophenyl phosphatase inhibitors"^^xsd:string,
        "PNPPase inhibitor"^^xsd:string,
        "PNPPase inhibitors"^^xsd:string,
        "xK-pNPPase inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:77024"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:77119 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Prostaglandin-E2_9-reductase"^^xsd:string ;
    rdfs:label "EC 1.1.1.189 (prostaglandin-E2 9-reductase) inhibitor"^^xsd:string ;
    definition: "An EC 1.1.1.* (oxidoreductase acting on donor CH-OH group, NAD(+) or NADP(+) acceptor) inhibitor that interferes with the action of prostaglandin-E2 9-reductase (EC 1.1.1.189)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76835 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "9-keto-prostaglandin E2 reductase inhibitor"^^xsd:string,
        "9-keto-prostaglandin E2 reductase inhibitors"^^xsd:string,
        "9-ketoprostaglandin reductase inhibitor"^^xsd:string,
        "9-ketoprostaglandin reductase inhibitors"^^xsd:string,
        "(5Z,13E)-(15S)-9alpha,11alpha,15-trihydroxyprosta-5,13-dienoate:NADP(+) 9-oxidoreductase inhibitor"^^xsd:string,
        "(5Z,13E)-(15S)-9alpha,11alpha,15-trihydroxyprosta-5,13-dienoate:NADP(+) 9-oxidoreductase inhibitors"^^xsd:string,
        "EC 1.1.1.189 (prostaglandin-E2 9-reductase) inhibitors"^^xsd:string,
        "EC 1.1.1.189 inhibitor"^^xsd:string,
        "EC 1.1.1.189 inhibitors"^^xsd:string,
        "PGE2 9-oxoreductase inhibitor"^^xsd:string,
        "PGE2 9-oxoreductase inhibitors"^^xsd:string,
        "PGE2-9-ketoreductase inhibitor"^^xsd:string,
        "PGE2-9-ketoreductase inhibitors"^^xsd:string,
        "PGE2-9-OR inhibitor"^^xsd:string,
        "PGE2-9-OR inhibitors"^^xsd:string,
        "PGE-9-ketoreductase inhibitor"^^xsd:string,
        "PGE-9-ketoreductase inhibitors"^^xsd:string,
        "prostaglandin 9-ketoreductase inhibitor"^^xsd:string,
        "prostaglandin 9-ketoreductase inhibitors"^^xsd:string,
        "prostaglandin E2-9-oxoreductase inhibitor"^^xsd:string,
        "prostaglandin E2-9-oxoreductase inhibitors"^^xsd:string,
        "prostaglandin E 9-ketoreductase inhibitor"^^xsd:string,
        "prostaglandin E 9-ketoreductase inhibitors"^^xsd:string,
        "prostaglandin-E2 9-reductase (EC 1.1.1.189) inhibitor"^^xsd:string,
        "prostaglandin-E2 9-reductase (EC 1.1.1.189) inhibitors"^^xsd:string,
        "reductase, 15-hydroxy-9-oxoprostaglandin inhibitor"^^xsd:string,
        "reductase, 15-hydroxy-9-oxoprostaglandin inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:77119"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:77131 a owl:Class ;
    oboInOwl:hasDbXref "CAS:530-59-6"^^xsd:string,
        "DrugBank:DB08587"^^xsd:string,
        "KEGG:C00482"^^xsd:string,
        "Wikipedia:Sinapinic_acid"^^xsd:string ;
    rdfs:label "sinapic acid"^^xsd:string ;
    definition: "A monohydroxycinnamic acid that is cinnamic acid in which the phenyl hydrogens at positions 3, 4, and 5 are replaced by methoxy, hydroxy, and methoxy groups, respectively."^^xsd:string ;
    rdfs:subClassOf CHEBI:24688,
        CHEBI:26004,
        CHEBI:33853,
        CHEBI:51681,
        CHEBI:61407 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C11H12O5"^^xsd:string ;
    chebi:inchi "InChI=1S/C11H12O5/c1-15-8-5-7(3-4-10(12)13)6-9(16-2)11(8)14/h3-6,14H,1-2H3,(H,12,13)"^^xsd:string ;
    chebi:inchikey "PCMORTLOPMLEFB-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "224.21000"^^xsd:string ;
    chebi:monoisotopicmass "224.06847"^^xsd:string ;
    chebi:smiles "COc1cc(C=CC(O)=O)cc(OC)c1O"^^xsd:string ;
    oboInOwl:hasExactSynonym "3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3,5-dimethoxy-4-hydroxycinnamic acid"^^xsd:string ;
    oboInOwl:id "CHEBI:77131"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:77166 a owl:Class ;
    rdfs:label "3-oxo-Delta(1),Delta(4)-steroid"^^xsd:string ;
    definition: "A 3-oxo-Delta(1) steroid containing an additional double bond between positions 4 and 5."^^xsd:string ;
    rdfs:subClassOf CHEBI:20156,
        CHEBI:47909 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C19H25OR"^^xsd:string ;
    chebi:mass "269.402"^^xsd:string ;
    chebi:monoisotopicmass "269.19054"^^xsd:string ;
    chebi:smiles "C12(C=CC(C=C1CCC3C2CCC4(C3CCC4*)C)=O)C"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3-oxo Delta(1),Delta(4)-steroid"^^xsd:string,
        "3-oxo Delta(1),Delta(4)-steroids"^^xsd:string,
        "3-oxo-Delta(1),Delta(4)-steroids"^^xsd:string,
        "3-oxo-Delta(1,4)-steroid"^^xsd:string,
        "3-oxo-Delta(1,4)-steroids"^^xsd:string,
        "a 3-oxo-Delta(1,4)-steroid"^^xsd:string ;
    oboInOwl:id "CHEBI:77166"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:77175 a owl:Class ;
    rdfs:label "chlorinated steroid"^^xsd:string ;
    definition: "A steroid which is substituted with one or more chlorine atoms in any position."^^xsd:string ;
    rdfs:subClassOf CHEBI:35341,
        CHEBI:36683 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "chlorinated steroids"^^xsd:string ;
    oboInOwl:id "CHEBI:77175"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:77178 a owl:Class ;
    oboInOwl:hasDbXref "PMID:21756020"^^xsd:string,
        "PMID:21838612"^^xsd:string,
        "PMID:23901948"^^xsd:string ;
    rdfs:label "histological dye"^^xsd:string ;
    definition: "A dye used in microscopic or electron microscopic examination of cells and tissues to give contrast and to highlight particular features of interest, such as nuclei and cytoplasm."^^xsd:string ;
    rdfs:subClassOf CHEBI:37958 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "biological stain"^^xsd:string,
        "biological stains"^^xsd:string,
        "histological dyes"^^xsd:string,
        "histological stain"^^xsd:string,
        "histological stains"^^xsd:string ;
    oboInOwl:id "CHEBI:77178"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:77182 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Food_coloring"^^xsd:string ;
    rdfs:label "food colouring"^^xsd:string ;
    definition: "A food additive that imparts colour to food. In European countries, E-numbers for permitted food colours are from E 100 to E 199, divided into yellows (E 100-109), oranges (E 110-119), reds (E 120-129), blues and violets (E 130-139), greens (E 140-149), browns and blacks (E 150-159), and others (E 160-199)."^^xsd:string ;
    rdfs:subClassOf CHEBI:64047 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "food coloring"^^xsd:string,
        "food colorings"^^xsd:string,
        "food colourings"^^xsd:string ;
    oboInOwl:id "CHEBI:77182"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:77194 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Pantothenate_kinase"^^xsd:string ;
    rdfs:label "EC 2.7.1.33 (pantothenate kinase) inhibitor"^^xsd:string ;
    definition: "An EC 2.7.1.* (phosphotransferases with an alcohol group as acceptor) inhibitor that interferes with the action of pantothenate kinase (EC 2.7.1.33)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76881 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "ATP:(R)-pantothenate 4'-phosphotransferase inhibitor"^^xsd:string,
        "ATP:(R)-pantothenate 4'-phosphotransferase inhibitors"^^xsd:string,
        "ATP:pantothenate 4'-phosphotransferase inhibitor"^^xsd:string,
        "ATP:pantothenate 4'-phosphotransferase inhibitors"^^xsd:string,
        "D-pantothenate kinase inhibitor"^^xsd:string,
        "D-pantothenate kinase inhibitors"^^xsd:string,
        "EC 2.7.1.33 (pantothenate kinase) inhibitors"^^xsd:string,
        "EC 2.7.1.33 inhibitor"^^xsd:string,
        "EC 2.7.1.33 inhibitors"^^xsd:string,
        "pantothenate kinase (EC 2.7.1.33) inhibitor"^^xsd:string,
        "pantothenate kinase (EC 2.7.1.33) inhibitors"^^xsd:string,
        "pantothenate kinase (phosphorylating) inhibitor"^^xsd:string,
        "pantothenate kinase (phosphorylating) inhibitors"^^xsd:string,
        "pantothenic acid kinase inhibitor"^^xsd:string,
        "pantothenic acid kinase inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:77194"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:77255 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Anthrax_lethal_factor_endopeptidase"^^xsd:string ;
    rdfs:label "EC 3.4.24.83 (anthrax lethal factor endopeptidase) inhibitor"^^xsd:string ;
    definition: "An EC 3.4.24.* (metalloendopeptidase) inhibitor that interferes with the action of anthrax lethal factor endopeptidase (EC 3.4.24.83)."^^xsd:string ;
    rdfs:subClassOf CHEBI:59107 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "anthrax lethal factor endopeptidase (EC 3.4.24.83) inhibitor"^^xsd:string,
        "anthrax lethal factor endopeptidase (EC 3.4.24.83) inhibitors"^^xsd:string,
        "EC 3.4.24.83 (anthrax lethal factor endopeptidase) inhibitors"^^xsd:string,
        "EC 3.4.24.83 inhibitor"^^xsd:string,
        "EC 3.4.24.83 inhibitors"^^xsd:string,
        "lethal toxin inhibitor"^^xsd:string,
        "lethal toxin inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:77255"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:77260 a owl:Class ;
    oboInOwl:hasDbXref "CAS:73590-58-6"^^xsd:string,
        "KEGG:C07324"^^xsd:string,
        "KEGG:D00455"^^xsd:string ;
    rdfs:label "5-methoxy-2-{[(4-methoxy-3,5-dimethylpyridin-2-yl)methyl]sulfinyl}-1H-benzimidazole"^^xsd:string ;
    definition: "A member of the class of benzimidazoles that is 1H-benzimidazole which is substituted by a [4-methoxy-3,5-dimethylpyridin-2-yl)methyl]sulfinyl group at position 2 and a methoxy group at position 5."^^xsd:string ;
    rdfs:subClassOf CHEBI:22063,
        CHEBI:22715,
        CHEBI:26421,
        CHEBI:35618 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C17H19N3O3S"^^xsd:string ;
    chebi:inchi "InChI=1S/C17H19N3O3S/c1-10-8-18-15(11(2)16(10)23-4)9-24(21)17-19-13-6-5-12(22-3)7-14(13)20-17/h5-8H,9H2,1-4H3,(H,19,20)"^^xsd:string ;
    chebi:inchikey "SUBDBMMJDZJVOS-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "345.41600"^^xsd:string ;
    chebi:monoisotopicmass "345.11471"^^xsd:string ;
    chebi:smiles "COc1ccc2[nH]c(nc2c1)S(=O)Cc1ncc(C)c(OC)c1C"^^xsd:string ;
    oboInOwl:hasExactSynonym "5-methoxy-2-{[(4-methoxy-3,5-dimethylpyridin-2-yl)methyl]sulfinyl}-1H-benzimidazole"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:77260"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:77262 a owl:Class ;
    oboInOwl:hasDbXref "CAS:119141-89-8"^^xsd:string,
        "PMID:20685482"^^xsd:string,
        "PMID:22344845"^^xsd:string,
        "PMID:22549736"^^xsd:string,
        "PMID:23435615"^^xsd:string,
        "PMID:23629159"^^xsd:string,
        "Reaxys:7798294"^^xsd:string ;
    rdfs:label "(R)-omeprazole"^^xsd:string ;
    definition: "A 5-methoxy-2-{[(4-methoxy-3,5-dimethylpyridin-2-yl)methyl]sulfinyl}-1H-benzimidazole that has R configuration at the sulfur atom."^^xsd:string ;
    rdfs:subClassOf CHEBI:77260,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:50275 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C17H19N3O3S"^^xsd:string ;
    chebi:inchi "InChI=1S/C17H19N3O3S/c1-10-8-18-15(11(2)16(10)23-4)9-24(21)17-19-13-6-5-12(22-3)7-14(13)20-17/h5-8H,9H2,1-4H3,(H,19,20)/t24-/m1/s1"^^xsd:string ;
    chebi:inchikey "SUBDBMMJDZJVOS-XMMPIXPASA-N"^^xsd:string ;
    chebi:mass "345.41600"^^xsd:string ;
    chebi:monoisotopicmass "345.11471"^^xsd:string ;
    chebi:smiles "COc1ccc2[nH]c(nc2c1)[S@](=O)Cc1ncc(C)c(OC)c1C"^^xsd:string ;
    oboInOwl:hasExactSynonym "5-methoxy-2-{(R)-[(4-methoxy-3,5-dimethylpyridin-2-yl)methyl]sulfinyl}-1H-benzimidazole"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(+)-omeprazole"^^xsd:string,
        "(R)-(+)-omeprazole"^^xsd:string ;
    oboInOwl:id "CHEBI:77262"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:77264 a owl:Class ;
    rdfs:label "esomeprazole(1-)"^^xsd:string ;
    definition: "An organic anion resulting from the deprotonation of the hydrogen-bearing nitrogen of the imidazole group of esomeprazole."^^xsd:string ;
    rdfs:subClassOf CHEBI:25696,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:50275 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C17H18N3O3S"^^xsd:string ;
    chebi:inchi "InChI=1S/C17H18N3O3S/c1-10-8-18-15(11(2)16(10)23-4)9-24(21)17-19-13-6-5-12(22-3)7-14(13)20-17/h5-8H,9H2,1-4H3/q-1/t24-/m0/s1"^^xsd:string ;
    chebi:inchikey "MZXXONIZWOBROX-DEOSSOPVSA-N"^^xsd:string ;
    chebi:mass "344.40900"^^xsd:string ;
    chebi:monoisotopicmass "344.10744"^^xsd:string ;
    chebi:smiles "COc1ccc2[n-]c(nc2c1)[S@@](=O)Cc1ncc(C)c(OC)c1C"^^xsd:string ;
    oboInOwl:hasExactSynonym "5-methoxy-2-{(S)-[(4-methoxy-3,5-dimethylpyridin-2-yl)methyl]sulfinyl}benzimidazol-1-ide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:77264"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:77307 a owl:Class ;
    rdfs:label "cardioprotective agent"^^xsd:string ;
    definition: "Any protective agent that is able to prevent damage to the heart."^^xsd:string ;
    rdfs:subClassOf CHEBI:50267 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "cardioprotective agents"^^xsd:string ;
    oboInOwl:id "CHEBI:77307"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:77313 a owl:Class ;
    rdfs:label "rosuvastatin(1-)"^^xsd:string ;
    definition: "A hydroxy monocarboxylic acid anion that is the conjugate base of rosuvastatin, obtained by deprotonation of the carboxy group; major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:36059,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:38545 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C22H27FN3O6S"^^xsd:string ;
    chebi:inchi "InChI=1S/C22H28FN3O6S/c1-13(2)20-18(10-9-16(27)11-17(28)12-19(29)30)21(14-5-7-15(23)8-6-14)25-22(24-20)26(3)33(4,31)32/h5-10,13,16-17,27-28H,11-12H2,1-4H3,(H,29,30)/p-1/b10-9+/t16-,17-/m1/s1"^^xsd:string ;
    chebi:inchikey "BPRHUIZQVSMCRT-VEUZHWNKSA-M"^^xsd:string ;
    chebi:mass "480.53000"^^xsd:string ;
    chebi:monoisotopicmass "480.16101"^^xsd:string ;
    chebi:smiles "CC(C)c1nc(nc(-c2ccc(F)cc2)c1\\C=C\\[C@@H](O)C[C@@H](O)CC([O-])=O)N(C)S(C)(=O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(3R,5S,6E)-7-{4-(4-fluorophenyl)-2-[methyl(methylsulfonyl)amino]-6-(propan-2-yl)pyrimidin-5-yl}-3,5-dihydroxyhept-6-enoate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "rosuvastatin anion"^^xsd:string ;
    oboInOwl:id "CHEBI:77313"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:77356 a owl:Class ;
    oboInOwl:hasDbXref "Reaxys:3592055"^^xsd:string ;
    rdfs:label "etidronic acid(2-)"^^xsd:string ;
    definition: "An organophosphonate dianion resulting from the removal of a proton from one of the hydroxy groups of each of the phosphonic acid groups of etidronic acid. The major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:71285,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:4907 ] ;
    chebi:charge "-2"^^xsd:string ;
    chebi:formula "C2H6O7P2"^^xsd:string ;
    chebi:inchi "InChI=1S/C2H8O7P2/c1-2(3,10(4,5)6)11(7,8)9/h3H,1H3,(H2,4,5,6)(H2,7,8,9)/p-2"^^xsd:string ;
    chebi:inchikey "DBVJJBKOTRCVKF-UHFFFAOYSA-L"^^xsd:string ;
    chebi:mass "204.01350"^^xsd:string ;
    chebi:monoisotopicmass "203.95997"^^xsd:string ;
    chebi:smiles "CC(O)(P(O)([O-])=O)P(O)([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(1-hydroxyethane-1,1-diyl)bis[hydrogen (phosphonate)]"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "etidronic acid dianion"^^xsd:string,
        "hydroxyethylidenebisphosphonate"^^xsd:string ;
    oboInOwl:id "CHEBI:77356"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:77383 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Bisphosphonate"^^xsd:string ;
    rdfs:label "1,1-bis(phosphonic acid)"^^xsd:string ;
    definition: "Any member of the class of phosphonic acids in which a carbon atom is directly attached to two phosphonic acid groups. They are analogues of pyrophosphates (with the central oxygen atom replaced by a carbon atom) and like pyrophosphates they tend to have a strong affinity for bone, so are frequently used for their antiresorptive and hypocalcaemic properties."^^xsd:string ;
    rdfs:subClassOf CHEBI:26069 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "CH4O6P2R2"^^xsd:string ;
    chebi:mass "173.98640"^^xsd:string ;
    chebi:monoisotopicmass "173.94831"^^xsd:string ;
    chebi:smiles "OP(O)(=O)C([*])([*])P(O)(O)=O"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1,1-bis(phosphonic acid)s"^^xsd:string,
        "1,1-diphosphonate"^^xsd:string,
        "1,1-diphosphonates"^^xsd:string,
        "1,1-diphosphonic acid"^^xsd:string,
        "1,1-diphosphonic acids"^^xsd:string,
        "bis(phosphonic acid)"^^xsd:string,
        "bis(phosphonic acid)s"^^xsd:string,
        "bisphosphonate"^^xsd:string,
        "bisphosphonates"^^xsd:string,
        "diphosphonic acid"^^xsd:string ;
    oboInOwl:id "CHEBI:77383"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:77396 a owl:Class ;
    rdfs:label "long-chain primary fatty alcohol"^^xsd:string ;
    definition: "A long-chain fatty alcohol in which the hydroxy group is attached to a methylene (CH2) group."^^xsd:string ;
    rdfs:subClassOf CHEBI:17135,
        CHEBI:138088,
        CHEBI:142622 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "CH3OR"^^xsd:string ;
    chebi:mass "31.034"^^xsd:string ;
    chebi:monoisotopicmass "31.01839"^^xsd:string ;
    chebi:smiles "OC[*]"^^xsd:string ;
    oboInOwl:hasExactSynonym "long-chain primary fatty alcohol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-methylene long chain fatty alcohol"^^xsd:string,
        "a long-chain primary fatty alcohol"^^xsd:string,
        "alpha-methylene long chain fatty alcohol"^^xsd:string,
        "long-chain primary fatty alcohols"^^xsd:string,
        "RCH2OH"^^xsd:string ;
    oboInOwl:id "CHEBI:77396"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:77397 a owl:Class ;
    oboInOwl:hasDbXref "CAS:59729-33-8"^^xsd:string,
        "KEGG:C07572"^^xsd:string,
        "KEGG:D07704"^^xsd:string,
        "LINCS:LSM-1585"^^xsd:string ;
    rdfs:label "1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)-1,3-dihydro-2-benzofuran-5-carbonitrile"^^xsd:string ;
    definition: "A nitrile that is 1,3-dihydro-2-benzofuran-5-carbonitrile in which one of the hydrogens at position 1 is replaced by a p-fluorophenyl group, while the other is replaced by a 3-(dimethylamino)propyl group."^^xsd:string ;
    rdfs:subClassOf CHEBI:18379,
        CHEBI:37143,
        CHEBI:37407,
        CHEBI:38831,
        CHEBI:50996,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:77408 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C20H21FN2O"^^xsd:string ;
    chebi:inchi "InChI=1S/C20H21FN2O/c1-23(2)11-3-10-20(17-5-7-18(21)8-6-17)19-9-4-15(13-22)12-16(19)14-24-20/h4-9,12H,3,10-11,14H2,1-2H3"^^xsd:string ;
    chebi:inchikey "WSEQXVZVJXJVFP-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "324.39190"^^xsd:string ;
    chebi:monoisotopicmass "324.16379"^^xsd:string ;
    chebi:smiles "CN(C)CCCC1(OCc2cc(ccc12)C#N)c1ccc(F)cc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)-1,3-dihydro-2-benzofuran-5-carbonitrile"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:77397"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:77401 a owl:Class ;
    rdfs:label "1-benzyl-3-(dimethylamino)-2-methyl-1-phenylpropyl propanoate"^^xsd:string ;
    definition: "A propanoate ester that is propyl propanoate substituted by a benzyl and phenyl group at position 1, a methyl group at position 2 and a dimethylamino group at position 3."^^xsd:string ;
    rdfs:subClassOf CHEBI:32876,
        CHEBI:36243 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C22H29NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C22H29NO2/c1-5-21(24)25-22(18(2)17-23(3)4,20-14-10-7-11-15-20)16-19-12-8-6-9-13-19/h6-15,18H,5,16-17H2,1-4H3"^^xsd:string ;
    chebi:inchikey "XLMALTXPSGQGBX-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "339.47120"^^xsd:string ;
    chebi:monoisotopicmass "339.21983"^^xsd:string ;
    chebi:smiles "CCC(=O)OC(Cc1ccccc1)(C(C)CN(C)C)c1ccccc1"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:77401"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:77402 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Trypanothione-disulfide_reductase"^^xsd:string ;
    rdfs:label "EC 1.8.1.12 (trypanothione-disulfide reductase) inhibitor"^^xsd:string ;
    definition: "An EC 1.8.1.* (oxidoreductase acting on sulfur group of donors, NAD+ or NADP+ as acceptor) inhibitor that interferes with the action of trypanothione-disulfide reductase (EC 1.8.1.12)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76869 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "EC 1.8.1.12 (trypanothione-disulfide reductase) inhibitors"^^xsd:string,
        "EC 1.8.1.12 inhibitor"^^xsd:string,
        "EC 1.8.1.12 inhibitors"^^xsd:string,
        "N(1),N(8)-bis(glutathionyl)spermidine reductase inhibitor"^^xsd:string,
        "N(1),N(8)-bis(glutathionyl)spermidine reductase inhibitors"^^xsd:string,
        "NADPH2:trypanothione oxidoreductase inhibitor"^^xsd:string,
        "NADPH2:trypanothione oxidoreductase inhibitors"^^xsd:string,
        "NADPH:trypanothione oxidoreductase inhibitor"^^xsd:string,
        "NADPH:trypanothione oxidoreductase inhibitors"^^xsd:string,
        "trypanothione reductase inhibitor"^^xsd:string,
        "trypanothione reductase inhibitors"^^xsd:string,
        "trypanothione-disulfide reductase (EC 1.8.1.12) inhibitor"^^xsd:string,
        "trypanothione-disulfide reductase (EC 1.8.1.12) inhibitors"^^xsd:string,
        "trypanothione:NADP(+) oxidoreductase inhibitor"^^xsd:string,
        "trypanothione:NADP(+) oxidoreductase inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:77402"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:77405 a owl:Class ;
    rdfs:label "(R)-citalopram(1+)"^^xsd:string ;
    definition: "A 3-[5-cyano-1-(4-fluorophenyl)-1,3-dihydro-2-benzofuran-1-yl]-N,N-dimethylpropan-1-aminium resulting from the protonation of the tertiary amino group of (R)-citalopram."^^xsd:string ;
    rdfs:subClassOf CHEBI:77408,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:36792 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:77406 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C20H22FN2O"^^xsd:string ;
    chebi:inchi "InChI=1S/C20H21FN2O/c1-23(2)11-3-10-20(17-5-7-18(21)8-6-17)19-9-4-15(13-22)12-16(19)14-24-20/h4-9,12H,3,10-11,14H2,1-2H3/p+1/t20-/m1/s1"^^xsd:string ;
    chebi:inchikey "WSEQXVZVJXJVFP-HXUWFJFHSA-O"^^xsd:string ;
    chebi:mass "325.39930"^^xsd:string ;
    chebi:monoisotopicmass "325.17107"^^xsd:string ;
    chebi:smiles "C[NH+](C)CCC[C@@]1(OCc2cc(ccc12)C#N)c1ccc(F)cc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "3-[(1R)-5-cyano-1-(4-fluorophenyl)-1,3-dihydro-2-benzofuran-1-yl]-N,N-dimethylpropan-1-aminium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:77405"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:77406 a owl:Class ;
    rdfs:label "escitalopram(1+)"^^xsd:string ;
    definition: "A 3-[5-cyano-1-(4-fluorophenyl)-1,3-dihydro-2-benzofuran-1-yl]-N,N-dimethylpropan-1-aminium resulting from the protonation of the tertiary amino group of escitalopram."^^xsd:string ;
    rdfs:subClassOf CHEBI:77408,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:36791 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:77405 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C20H22FN2O"^^xsd:string ;
    chebi:inchi "InChI=1S/C20H21FN2O/c1-23(2)11-3-10-20(17-5-7-18(21)8-6-17)19-9-4-15(13-22)12-16(19)14-24-20/h4-9,12H,3,10-11,14H2,1-2H3/p+1/t20-/m0/s1"^^xsd:string ;
    chebi:inchikey "WSEQXVZVJXJVFP-FQEVSTJZSA-O"^^xsd:string ;
    chebi:mass "325.39930"^^xsd:string ;
    chebi:monoisotopicmass "325.17107"^^xsd:string ;
    chebi:smiles "C[NH+](C)CCC[C@]1(OCc2cc(ccc12)C#N)c1ccc(F)cc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "3-[(1S)-5-cyano-1-(4-fluorophenyl)-1,3-dihydro-2-benzofuran-1-yl]-N,N-dimethylpropan-1-aminium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(S)-citalopram(1+)"^^xsd:string ;
    oboInOwl:id "CHEBI:77406"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:77408 a owl:Class ;
    rdfs:label "3-[5-cyano-1-(4-fluorophenyl)-1,3-dihydro-2-benzofuran-1-yl]-N,N-dimethylpropan-1-aminium"^^xsd:string ;
    definition: "An ammonium ion resulting from the protonation of the tertiary amino group of  1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)-1,3-dihydro-2-benzofuran-5-carbonitrile."^^xsd:string ;
    rdfs:subClassOf CHEBI:35274,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:77397 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C20H22FN2O"^^xsd:string ;
    chebi:inchi "InChI=1S/C20H21FN2O/c1-23(2)11-3-10-20(17-5-7-18(21)8-6-17)19-9-4-15(13-22)12-16(19)14-24-20/h4-9,12H,3,10-11,14H2,1-2H3/p+1"^^xsd:string ;
    chebi:inchikey "WSEQXVZVJXJVFP-UHFFFAOYSA-O"^^xsd:string ;
    chebi:mass "325.39930"^^xsd:string ;
    chebi:monoisotopicmass "325.17107"^^xsd:string ;
    chebi:smiles "C[NH+](C)CCCC1(OCc2cc(ccc12)C#N)c1ccc(F)cc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "3-[5-cyano-1-(4-fluorophenyl)-1,3-dihydro-2-benzofuran-1-yl]-N,N-dimethylpropan-1-aminium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:77408"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:77431 a owl:Class ;
    oboInOwl:hasDbXref "CAS:38396-39-3"^^xsd:string,
        "KEGG:C07529"^^xsd:string,
        "KEGG:D07552"^^xsd:string ;
    rdfs:label "1-butyl-N-(2,6-dimethylphenyl)piperidine-2-carboxamide"^^xsd:string ;
    definition: "A piperidinecarboxamide obtained by formal condensation of the carboxy group of N-butylpipecolic acid with the amino group of 2,6-dimethylaniline."^^xsd:string ;
    rdfs:subClassOf CHEBI:48592,
        CHEBI:50996,
        CHEBI:62733,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:77457 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C18H28N2O"^^xsd:string ;
    chebi:inchi "InChI=1S/C18H28N2O/c1-4-5-12-20-13-7-6-11-16(20)18(21)19-17-14(2)9-8-10-15(17)3/h8-10,16H,4-7,11-13H2,1-3H3,(H,19,21)"^^xsd:string ;
    chebi:inchikey "LEBVLXFERQHONN-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "288.42770"^^xsd:string ;
    chebi:monoisotopicmass "288.22016"^^xsd:string ;
    chebi:smiles "CCCCN1CCCCC1C(=O)Nc1c(C)cccc1C"^^xsd:string ;
    oboInOwl:hasExactSynonym "1-butyl-N-(2,6-dimethylphenyl)piperidine-2-carboxamide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "bupivacaina"^^xsd:string,
        "bupivacainum"^^xsd:string,
        "DL-Bupivacaine"^^xsd:string,
        "Marcaine"^^xsd:string ;
    oboInOwl:id "CHEBI:77431"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:77450 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:DICARBOXYLIC-ACID-MONOAMIDES"^^xsd:string ;
    rdfs:label "dicarboxylic acid monoamide(1-)"^^xsd:string ;
    definition: "A monocarboxylic acid anion obtained by deprotonation of the carboxy group of any dicarboxylic acid monoamide; major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:35757,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:35735 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C2H2NO3R"^^xsd:string ;
    chebi:mass "88.042"^^xsd:string ;
    chebi:monoisotopicmass "88.00347"^^xsd:string ;
    chebi:smiles "NC(=O)[*]C([O-])=O"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "a monoamide of a dicarboxylate"^^xsd:string ;
    oboInOwl:id "CHEBI:77450"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:77455 a owl:Class ;
    rdfs:label "bupivacaine(1+)"^^xsd:string ;
    definition: "A racemate composed of equimolar amounts of dextrobupivacaine(1+) and levobupivacaine(1+)."^^xsd:string ;
    rdfs:subClassOf CHEBI:60911,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:3215 ],
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:77458 ],
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:77459 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C18H29N2O"^^xsd:string ;
    chebi:inchi "InChI=1S/C18H28N2O/c1-4-5-12-20-13-7-6-11-16(20)18(21)19-17-14(2)9-8-10-15(17)3/h8-10,16H,4-7,11-13H2,1-3H3,(H,19,21)/p+1"^^xsd:string ;
    chebi:inchikey "LEBVLXFERQHONN-UHFFFAOYSA-O"^^xsd:string ;
    chebi:mass "289.43510"^^xsd:string ;
    chebi:monoisotopicmass "289.22744"^^xsd:string ;
    chebi:smiles "CCCC[NH+]1CCCCC1C(=O)Nc1c(C)cccc1C"^^xsd:string ;
    oboInOwl:hasExactSynonym "rac-1-butyl-2-[(2,6-dimethylphenyl)carbamoyl]piperidinium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "bupivacaine cation"^^xsd:string ;
    oboInOwl:id "CHEBI:77455"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:77457 a owl:Class ;
    rdfs:label "1-butyl-2-[(2,6-dimethylphenyl)carbamoyl]piperidinium"^^xsd:string ;
    definition: "An organic cation that is the conjugate acid of 1-butyl-N-(2,6-dimethylphenyl)piperidine-2-carboxamide, obtained by protonation of the tertiary amino group."^^xsd:string ;
    rdfs:subClassOf CHEBI:25697,
        CHEBI:35274,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:77431 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C18H29N2O"^^xsd:string ;
    chebi:inchi "InChI=1S/C18H28N2O/c1-4-5-12-20-13-7-6-11-16(20)18(21)19-17-14(2)9-8-10-15(17)3/h8-10,16H,4-7,11-13H2,1-3H3,(H,19,21)/p+1"^^xsd:string ;
    chebi:inchikey "LEBVLXFERQHONN-UHFFFAOYSA-O"^^xsd:string ;
    chebi:mass "289.43510"^^xsd:string ;
    chebi:monoisotopicmass "289.22744"^^xsd:string ;
    chebi:smiles "CCCC[NH+]1CCCCC1C(=O)Nc1c(C)cccc1C"^^xsd:string ;
    oboInOwl:hasExactSynonym "1-butyl-2-[(2,6-dimethylphenyl)carbamoyl]piperidinium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:77457"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:77458 a owl:Class ;
    rdfs:label "levobupivacaine(1+)"^^xsd:string ;
    definition: "The (S)-(-)-enantiomer of bupivacaine(1+)."^^xsd:string ;
    rdfs:subClassOf CHEBI:77457,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:6149 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:77459 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C18H29N2O"^^xsd:string ;
    chebi:inchi "InChI=1S/C18H28N2O/c1-4-5-12-20-13-7-6-11-16(20)18(21)19-17-14(2)9-8-10-15(17)3/h8-10,16H,4-7,11-13H2,1-3H3,(H,19,21)/p+1/t16-/m0/s1"^^xsd:string ;
    chebi:inchikey "LEBVLXFERQHONN-INIZCTEOSA-O"^^xsd:string ;
    chebi:mass "289.43510"^^xsd:string ;
    chebi:monoisotopicmass "289.22744"^^xsd:string ;
    chebi:smiles "CCCC[NH+]1CCCC[C@H]1C(=O)Nc1c(C)cccc1C"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2S)-1-butyl-2-[(2,6-dimethylphenyl)carbamoyl]piperidinium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "levobupivacaine cation"^^xsd:string ;
    oboInOwl:id "CHEBI:77458"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:77459 a owl:Class ;
    rdfs:label "dextrobupivacaine(1+)"^^xsd:string ;
    definition: "The (R)-(+)-enantiomer of bupivacaine(1+)."^^xsd:string ;
    rdfs:subClassOf CHEBI:77457,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:60790 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:77458 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C18H29N2O"^^xsd:string ;
    chebi:inchi "InChI=1S/C18H28N2O/c1-4-5-12-20-13-7-6-11-16(20)18(21)19-17-14(2)9-8-10-15(17)3/h8-10,16H,4-7,11-13H2,1-3H3,(H,19,21)/p+1/t16-/m1/s1"^^xsd:string ;
    chebi:inchikey "LEBVLXFERQHONN-MRXNPFEDSA-O"^^xsd:string ;
    chebi:mass "289.43510"^^xsd:string ;
    chebi:monoisotopicmass "289.22744"^^xsd:string ;
    chebi:smiles "CCCC[NH+]1CCCC[C@@H]1C(=O)Nc1c(C)cccc1C"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2R)-1-butyl-2-[(2,6-dimethylphenyl)carbamoyl]piperidinium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "dextrobupivacaine cation"^^xsd:string ;
    oboInOwl:id "CHEBI:77459"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:77495 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Bradykinin_receptor"^^xsd:string ;
    rdfs:label "bradykinin receptor agonist"^^xsd:string ;
    definition: "An agonist that binds to and activates bradykinin receptors"^^xsd:string ;
    rdfs:subClassOf CHEBI:48705 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "bradykinin receptor agonists"^^xsd:string ;
    oboInOwl:id "CHEBI:77495"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:77496 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Bradykinin_receptor_B2"^^xsd:string ;
    rdfs:label "bradykinin receptor B2 agonist"^^xsd:string ;
    definition: "A bradykinin agonist that binds to and activates bradykinin B2 receptors."^^xsd:string ;
    rdfs:subClassOf CHEBI:77495 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "B2 receptor agonist"^^xsd:string,
        "B2 receptor agonists"^^xsd:string,
        "B2R agonist"^^xsd:string,
        "B2R agonists"^^xsd:string,
        "bradykinin receptor B2 agonists"^^xsd:string ;
    oboInOwl:id "CHEBI:77496"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:77608 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Loop_diuretic"^^xsd:string ;
    rdfs:label "loop diuretic"^^xsd:string ;
    definition: "A diuretic that acts on the ascending loop of Henle in the kidney."^^xsd:string ;
    rdfs:subClassOf CHEBI:35498 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "loop diuretics"^^xsd:string ;
    oboInOwl:id "CHEBI:77608"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:77703 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Histidine_ammonia-lyase"^^xsd:string ;
    rdfs:label "EC 4.3.1.3 (histidine ammonia-lyase) inhibitor"^^xsd:string ;
    definition: "An EC 4.3.1.* (ammonia-lyase) inhibitor that interferes with the action of histidine ammonia-lyase (EC 4.3.1.3)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76832 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "EC 4.3.1.3 (histidine ammonia-lyase) inhibitors"^^xsd:string,
        "EC 4.3.1.3 inhibitor"^^xsd:string,
        "EC 4.3.1.3 inhibitors"^^xsd:string,
        "histidase inhibitor"^^xsd:string,
        "histidase inhibitors"^^xsd:string,
        "histidinase inhibitor"^^xsd:string,
        "histidinase inhibitors"^^xsd:string,
        "histidine alpha-deaminase inhibitor"^^xsd:string,
        "histidine alpha-deaminase inhibitors"^^xsd:string,
        "histidine ammonia-lyase (EC 4.3.1.3) inhibitor"^^xsd:string,
        "histidine ammonia-lyase (EC 4.3.1.3) inhibitors"^^xsd:string,
        "histidine ammonia-lyase inhibitor"^^xsd:string,
        "histidine ammonia-lyase inhibitors"^^xsd:string,
        "L-histidine ammonia-lyase (urocanate-forming) inhibitor"^^xsd:string,
        "L-histidine ammonia-lyase (urocanate-forming) inhibitors"^^xsd:string,
        "L-histidine ammonia-lyase inhibitor"^^xsd:string,
        "L-histidine ammonia-lyase inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:77703"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:77715 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Decongestant"^^xsd:string ;
    rdfs:label "nasal decongestant"^^xsd:string ;
    definition: "A drug used to relieve nasal congestion in the upper respiratory tract."^^xsd:string ;
    rdfs:subClassOf CHEBI:23888 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "decongestant"^^xsd:string,
        "decongestants"^^xsd:string,
        "nasal decongestants"^^xsd:string ;
    oboInOwl:id "CHEBI:77715"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:77718 a owl:Class ;
    rdfs:label "carboxamidinium ion"^^xsd:string ;
    definition: "Any iminium ion resulting from the protonation of a carboxamidine."^^xsd:string ;
    rdfs:subClassOf CHEBI:35286 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "carboxamidinium ions"^^xsd:string ;
    oboInOwl:id "CHEBI:77718"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:77727 a owl:Class ;
    rdfs:label "delta-lactam"^^xsd:string ;
    definition: "A lactam in which the amide bond is contained within a six-membered ring, which includes the amide nitrogen and the carbonyl carbon."^^xsd:string ;
    rdfs:subClassOf CHEBI:24995 ;
    oboInOwl:hasExactSynonym "delta-lactam"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "delta-lactams"^^xsd:string ;
    oboInOwl:id "CHEBI:77727"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:77746 a owl:Class ;
    rdfs:label "human metabolite"^^xsd:string ;
    definition: "Any mammalian metabolite  produced during a metabolic reaction in humans (Homo sapiens)."^^xsd:string ;
    rdfs:subClassOf CHEBI:75768 ;
    oboInOwl:hasAlternativeId "CHEBI:75770"^^xsd:string,
        "CHEBI:77123"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "H. sapiens metabolite"^^xsd:string,
        "H. sapiens metabolites"^^xsd:string,
        "Homo sapiens metabolite"^^xsd:string,
        "Homo sapiens metabolites"^^xsd:string ;
    oboInOwl:id "CHEBI:77746"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:77748 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Xenobiotic-transporting_ATPase"^^xsd:string ;
    rdfs:label "EC 3.6.3.44 (xenobiotic-transporting ATPase) inhibitor"^^xsd:string ;
    definition: "An EC 3.6.3.* (acid anhydride hydrolase catalysing transmembrane movement of substances) inhibitor that interferes with the action of xenobiotic-transporting ATPase (EC 3.6.3.44)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76895 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "ATP phosphohydrolase (steroid-exporting) inhibitor"^^xsd:string,
        "ATP phosphohydrolase (steroid-exporting) inhibitors"^^xsd:string,
        "ATP phosphohydrolase (xenobiotic-exporting) inhibitor"^^xsd:string,
        "ATP phosphohydrolase (xenobiotic-exporting) inhibitors"^^xsd:string,
        "EC 3.6.3.44 (xenobiotic-transporting ATPase) inhibitors"^^xsd:string,
        "EC 3.6.3.44 inhibitor"^^xsd:string,
        "EC 3.6.3.44 inhibitors"^^xsd:string,
        "MDR protein inhibitor"^^xsd:string,
        "MDR protein inhibitors"^^xsd:string,
        "multidrug-resistance protein inhibitor"^^xsd:string,
        "multidrug-resistance protein inhibitors"^^xsd:string,
        "P-glycoprotein inhibitor"^^xsd:string,
        "P-glycoprotein inhibitors"^^xsd:string,
        "PDR protein inhibitor"^^xsd:string,
        "PDR protein inhibitors"^^xsd:string,
        "pleiotropic-drug-resistance protein inhibitor"^^xsd:string,
        "pleiotropic-drug-resistance protein inhibitors"^^xsd:string,
        "steroid-transporting ATPase inhibitor"^^xsd:string,
        "steroid-transporting ATPase inhibitors"^^xsd:string,
        "xenobiotic-transporting ATPase (EC 3.6.3.44) inhibitor"^^xsd:string,
        "xenobiotic-transporting ATPase (EC 3.6.3.44) inhibitors"^^xsd:string,
        "xenobiotic-transporting ATPase inhibitor"^^xsd:string,
        "xenobiotic-transporting ATPase inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:77748"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:77781 a owl:Class ;
    rdfs:label "EC 1.14.13.181 (13-deoxydaunorubicin hydroxylase) inhibitor"^^xsd:string ;
    definition: "An EC 1.14.13.* (oxidoreductase acting on paired donors, incorporating 1 atom of oxygen, with NADH or NADPH as one donor) inhibitor that interferes with the action of 13-deoxydaunorubicin hydroxylase (EC 1.14.13.181)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76841 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "13-deoxydaunorubicin hydroxylase (EC 1.14.13.181) inhibitor"^^xsd:string,
        "13-deoxydaunorubicin hydroxylase (EC 1.14.13.181) inhibitors"^^xsd:string,
        "13-deoxydaunorubicin hydroxylase inhibitor"^^xsd:string,
        "13-deoxydaunorubicin hydroxylase inhibitors"^^xsd:string,
        "13-deoxydaunorubicin,NADPH:oxygen oxidoreductase (13-hydroxylating) inhibitor"^^xsd:string,
        "13-deoxydaunorubicin,NADPH:oxygen oxidoreductase (13-hydroxylating) inhibitors"^^xsd:string,
        "DoxA inhibitor"^^xsd:string,
        "DoxA inhibitors"^^xsd:string,
        "EC 1.14.13.181 (13-deoxydaunorubicin hydroxylase) inhibitors"^^xsd:string,
        "EC 1.14.13.181 inhibitor"^^xsd:string,
        "EC 1.14.13.181 inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:77781"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:77853 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Persistant_organic_pollutant"^^xsd:string ;
    rdfs:label "persistent organic pollutant"^^xsd:string ;
    definition: "Any environmental contaminant that is resistant to environmental degradation through photolytic, biological or chemical processes. Such substances can have significant impact on health and the environment, as they persist in the environment, bioaccumulate in animal tissue and so biomagnify in food chains."^^xsd:string ;
    rdfs:subClassOf CHEBI:78298 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "persistent organic pollutants"^^xsd:string,
        "POP"^^xsd:string,
        "POPs"^^xsd:string ;
    oboInOwl:id "CHEBI:77853"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:77881 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Diaminopropionate_ammonia-lyase"^^xsd:string ;
    rdfs:label "EC 4.3.1.15 (diaminopropionate ammonia-lyase) inhibitor"^^xsd:string ;
    definition: "An EC 4.3.1.* (ammonia-lyase) inhibitor that interferes with the action of diaminopropionate ammonia-lyase (EC 4.3.1.15)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76832 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2,3-diaminopropanoate ammonia-lyase (adding H2O; pyruvate-forming) inhibitor"^^xsd:string,
        "2,3-diaminopropanoate ammonia-lyase (adding H2O; pyruvate-forming) inhibitors"^^xsd:string,
        "2,3-diaminopropanoate ammonia-lyase (adding water; pyruvate-forming) inhibitor"^^xsd:string,
        "2,3-diaminopropanoate ammonia-lyase (adding water; pyruvate-forming) inhibitors"^^xsd:string,
        "2,3-diaminopropanoate ammonia-lyase inhibitor"^^xsd:string,
        "2,3-diaminopropanoate ammonia-lyase inhibitors"^^xsd:string,
        "2,3-diaminopropionate ammonia-lyase inhibitor"^^xsd:string,
        "2,3-diaminopropionate ammonia-lyase inhibitors"^^xsd:string,
        "alpha,beta-diaminopropionate ammonia-lyase inhibitor"^^xsd:string,
        "alpha,beta-diaminopropionate ammonia-lyase inhibitors"^^xsd:string,
        "diaminopropionatase inhibitor"^^xsd:string,
        "diaminopropionatase inhibitors"^^xsd:string,
        "diaminopropionate ammonia-lyase (EC 4.3.1.15) inhibitor"^^xsd:string,
        "diaminopropionate ammonia-lyase (EC 4.3.1.15) inhibitors"^^xsd:string,
        "diaminopropionate ammonia-lyase inhibitor"^^xsd:string,
        "diaminopropionate ammonia-lyase inhibitors"^^xsd:string,
        "EC 4.3.1.15 (diaminopropionate ammonia-lyase) inhibitors"^^xsd:string,
        "EC 4.3.1.15 inhibitor"^^xsd:string,
        "EC 4.3.1.15 inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:77881"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:77906 a owl:Class ;
    rdfs:label "minocycline zwitterion"^^xsd:string ;
    definition: "A zwitterion obtained by transfer of a proton from the 2-hydroxy group to the 1-amino group of minocycline. It is the major microspecies at pH 7.3 (according to Marvin v 6.2.0.)."^^xsd:string ;
    rdfs:subClassOf CHEBI:27369,
        CHEBI:144644,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:71337 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:50694 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C23H27N3O7"^^xsd:string ;
    chebi:inchi "InChI=1S/C23H27N3O7/c1-25(2)12-5-6-13(27)15-10(12)7-9-8-11-17(26(3)4)19(29)16(22(24)32)21(31)23(11,33)20(30)14(9)18(15)28/h5-6,9,11,17,27,29-30,33H,7-8H2,1-4H3,(H2,24,32)/t9-,11-,17-,23-/m0/s1"^^xsd:string ;
    chebi:inchikey "DYKFCLLONBREIL-KVUCHLLUSA-N"^^xsd:string ;
    chebi:mass "457.47640"^^xsd:string ;
    chebi:monoisotopicmass "457.18490"^^xsd:string ;
    chebi:smiles "CN(C)c1ccc(O)c2C(=O)C3=C(O)[C@@]4(O)[C@@H](C[C@@H]3Cc12)[C@H]([NH+](C)C)C([O-])=C(C(N)=O)C4=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(1S,4aS,11aR,12aS)-3-carbamoyl-10-(dimethylamino)-1-(dimethylazaniumyl)-4a,5,7-trihydroxy-4,6-dioxo-1,4,4a,6,11,11a,12,12a-octahydrotetracen-2-olate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "minocycline"^^xsd:string ;
    oboInOwl:id "CHEBI:77906"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:77932 a owl:Class ;
    rdfs:label "tetracycline zwitterion"^^xsd:string ;
    definition: "A zwitterion obtained by transfer of a proton from the 2-hydroxy group to the 1-amino group of tetracycline. It is the major microspecies at pH 7.3 (according to Marvin v 6.2.0.)."^^xsd:string ;
    rdfs:subClassOf CHEBI:27369,
        CHEBI:144644,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:71392 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:27902 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35820 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:36047 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48001 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C22H24N2O8"^^xsd:string ;
    chebi:inchi "InChI=1S/C22H24N2O8/c1-21(31)8-5-4-6-11(25)12(8)16(26)13-9(21)7-10-15(24(2)3)17(27)14(20(23)30)19(29)22(10,32)18(13)28/h4-6,9-10,15,25,27-28,31-32H,7H2,1-3H3,(H2,23,30)/t9-,10-,15-,21+,22-/m0/s1"^^xsd:string ;
    chebi:inchikey "OFVLGDICTFRJMM-WESIUVDSSA-N"^^xsd:string ;
    chebi:mass "444.43460"^^xsd:string ;
    chebi:monoisotopicmass "444.15327"^^xsd:string ;
    chebi:smiles "C[NH+](C)[C@H]1[C@@H]2C[C@H]3C(=C(O)[C@]2(O)C(=O)C(C(N)=O)=C1[O-])C(=O)c1c(O)cccc1[C@@]3(C)O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(1S,4aS,11S,11aS,12aS)-3-carbamoyl-1-(dimethylazaniumyl)-4a,5,7,11-tetrahydroxy-11-methyl-4,6-dioxo-1,4,4a,6,11,11a,12,12a-octahydrotetracen-2-olate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "tetracycline"^^xsd:string ;
    oboInOwl:id "CHEBI:77932"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:77938 a owl:Class ;
    rdfs:label "barbiturate(1-)"^^xsd:string ;
    definition: "An organic anion obtained by removal of one of the methylene protons from barbituric acid. It is the major microspecies at pH 7.3 (according to Marvin v 6.2.0.)."^^xsd:string ;
    rdfs:subClassOf CHEBI:25696,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:16294 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C4H3N2O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C4H3N2O3/c7-2-1-3(8)6-4(9)5-2/h1H,(H2,5,6,7,8,9)/q-1"^^xsd:string ;
    chebi:inchikey "GVLZYMDNTPNTLV-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "127.07880"^^xsd:string ;
    chebi:monoisotopicmass "127.01492"^^xsd:string ;
    chebi:smiles "O=c1[cH-]c(=O)[nH]c(=O)[nH]1"^^xsd:string ;
    oboInOwl:hasExactSynonym "2,4,6-trioxohexahydropyrimidin-5-ide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "barbiturate"^^xsd:string ;
    oboInOwl:id "CHEBI:77938"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:77941 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Amidase"^^xsd:string ;
    rdfs:label "EC 3.5.1.4 (amidase) inhibitor"^^xsd:string ;
    definition: "An EC 3.5.1.* (non-peptide linear amide C-N hydrolase) inhibitor that interferes with the action of amidase (EC 3.5.1.4)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76807 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "acylamidase inhibitor"^^xsd:string,
        "acylamidase inhibitors"^^xsd:string,
        "acylamide amidohydrolase inhibitor"^^xsd:string,
        "acylamide amidohydrolase inhibitors"^^xsd:string,
        "amidase (EC 3.5.1.4) inhibitor"^^xsd:string,
        "amidase (EC 3.5.1.4) inhibitors"^^xsd:string,
        "amidase inhibitor"^^xsd:string,
        "amidase inhibitors"^^xsd:string,
        "amidohydrolase inhibitor"^^xsd:string,
        "amidohydrolase inhibitors"^^xsd:string,
        "deaminase inhibitor"^^xsd:string,
        "deaminase inhibitors"^^xsd:string,
        "EC 3.5.1.4 (amidase) inhibitors"^^xsd:string,
        "EC 3.5.1.4 inhibitor"^^xsd:string,
        "EC 3.5.1.4 inhibitors"^^xsd:string,
        "fatty acylamidase inhibitor"^^xsd:string,
        "fatty acylamidase inhibitors"^^xsd:string,
        "N-acetylaminohydrolase inhibitor"^^xsd:string,
        "N-acetylaminohydrolase inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:77941"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:77960 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Firming_agent"^^xsd:string ;
    rdfs:label "food firming agent"^^xsd:string ;
    definition: "A food additive that is used to make or keep fruit or vegetable tissues firm and crisp. or which interacts with gelling agents such as pectin to produce or strengthen a gel."^^xsd:string ;
    rdfs:subClassOf CHEBI:64047 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "firming agent"^^xsd:string,
        "firming agents"^^xsd:string,
        "food firming agents"^^xsd:string ;
    oboInOwl:id "CHEBI:77960"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:77962 a owl:Class ;
    rdfs:label "food antioxidant"^^xsd:string ;
    definition: "An antioxidant that used as a food additives to help guard against food deterioration."^^xsd:string ;
    rdfs:subClassOf CHEBI:22586,
        CHEBI:65255 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "food antioxidants"^^xsd:string ;
    oboInOwl:id "CHEBI:77962"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:77964 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Anti-caking_agent"^^xsd:string ;
    rdfs:label "anticaking agent"^^xsd:string ;
    definition: "A substance added to powdered or granulated materials in order to prevent the formation of lumps and so facilitate its packaging or transport."^^xsd:string ;
    rdfs:subClassOf CHEBI:33232 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "anti-caking agent"^^xsd:string,
        "anti-caking agents"^^xsd:string,
        "anticaking agents"^^xsd:string ;
    oboInOwl:id "CHEBI:77964"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:77965 a owl:Class ;
    rdfs:label "food anticaking agent"^^xsd:string ;
    definition: "An anticaking agent that is used to reduced the tendency of particles of food to adhere to one another."^^xsd:string ;
    rdfs:subClassOf CHEBI:64047,
        CHEBI:77964 ;
    oboInOwl:hasExactSynonym "food anticaking agent"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "food anti-caking agent"^^xsd:string,
        "food anti-caking agents"^^xsd:string ;
    oboInOwl:id "CHEBI:77965"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:77971 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Leavening_agent"^^xsd:string ;
    rdfs:label "raising agent"^^xsd:string ;
    definition: "A food additive which liberates gas so as to increase the volume of a dough or batter, resulting in a lighter and softer finished product."^^xsd:string ;
    rdfs:subClassOf CHEBI:64047 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "food raising agent"^^xsd:string,
        "food raising agents"^^xsd:string,
        "leavening agent"^^xsd:string,
        "leavening agents"^^xsd:string,
        "raising agents"^^xsd:string ;
    oboInOwl:id "CHEBI:77971"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:77974 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Packaging_gas"^^xsd:string ;
    rdfs:label "food packaging gas"^^xsd:string ;
    definition: "A food additive that is a (generally inert) gas which is used to envelop foodstuffs during packing and so protect them from unwanted chemical reactions such as food spoilage or oxidation during subsequent transport and storage. The term includes propellant gases, used to expel foods from a container."^^xsd:string ;
    rdfs:subClassOf CHEBI:64047 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "food packaging gases"^^xsd:string ;
    oboInOwl:id "CHEBI:77974"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:77981 a owl:Class ;
    rdfs:label "vancomycin aglycone(1-)"^^xsd:string ;
    definition: "A peptide anion that is the conjugate base of vancomycin aglycone and the major microspecies at pH 7.3 (according to Marvin v 6.2.0.)."^^xsd:string ;
    rdfs:subClassOf CHEBI:50525,
        CHEBI:60334,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:47724 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:75954 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C53H51Cl2N8O17"^^xsd:string ;
    chebi:inchi "InChI=1S/C53H52Cl2N8O17/c1-19(2)10-29(57-3)47(71)62-42-44(68)21-5-8-33(27(54)12-21)79-35-14-23-15-36(46(35)70)80-34-9-6-22(13-28(34)55)45(69)43-52(76)61-41(53(77)78)26-16-24(64)17-32(66)38(26)25-11-20(4-7-31(25)65)39(49(73)63-43)60-50(74)40(23)59-48(72)30(18-37(56)67)58-51(42)75/h4-9,11-17,19,29-30,39-45,57,64-66,68-70H,10,18H2,1-3H3,(H2,56,67)(H,58,75)(H,59,72)(H,60,74)(H,61,76)(H,62,71)(H,63,73)(H,77,78)/p-1/t29-,30+,39-,40-,41+,42-,43+,44-,45-/m1/s1"^^xsd:string ;
    chebi:inchikey "JHIKFOISFAQTJQ-YZANBJIASA-M"^^xsd:string ;
    chebi:mass "1142.92200"^^xsd:string ;
    chebi:monoisotopicmass "1141.27547"^^xsd:string ;
    chebi:smiles "C[NH2+][C@H](CC(C)C)C(=O)N[C@@H]1[C@H](O)c2ccc(Oc3cc4cc(Oc5ccc(cc5Cl)[C@@H](O)[C@@H]5NC(=O)[C@H](NC(=O)[C@@H]4NC(=O)[C@H](CC(N)=O)NC1=O)c1ccc(O)c(c1)-c1c(O)cc(O)cc1[C@H](NC5=O)C([O-])=O)c3[O-])c(Cl)c2"^^xsd:string ;
    oboInOwl:hasExactSynonym "(1S,2R,18R,19R,22S,25R,28R,40S)-22-(2-amino-2-oxoethyl)-5,15-dichloro-2,18,32,35,37-pentahydroxy-19-{[(2R)-4-methyl-2-(methylazaniumyl)pentanoyl]amino}-48-oxido-20,23,26,42,44-pentaoxo-7,13-dioxa-21,24,27,41,43-pentaazaoctacyclo[26.14.2.2(3,6).2(14,17).1(8,12).1(29,33).0(10,25).0(34,39)]pentaconta-3,5,8(48),9,11,14,16,29(45),30,32,34,36,38,46,49-pentadecaene-40-carboxylate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "vancomycin aglycone"^^xsd:string ;
    oboInOwl:id "CHEBI:77981"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:78000 a owl:Class ;
    rdfs:label "perindopril(1-)"^^xsd:string ;
    definition: "A monocarboxylic acid anion that is the conjugate base of perindopril, obtained by deprotonation of the hydroxy group; major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:35757,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:8024 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C19H31N2O5"^^xsd:string ;
    chebi:inchi "InChI=1S/C19H32N2O5/c1-4-8-14(19(25)26-5-2)20-12(3)17(22)21-15-10-7-6-9-13(15)11-16(21)18(23)24/h12-16,20H,4-11H2,1-3H3,(H,23,24)/p-1/t12-,13-,14-,15-,16-/m0/s1"^^xsd:string ;
    chebi:inchikey "IPVQLZZIHOAWMC-QXKUPLGCSA-M"^^xsd:string ;
    chebi:mass "367.46040"^^xsd:string ;
    chebi:monoisotopicmass "367.22385"^^xsd:string ;
    chebi:smiles "CCC[C@H](N[C@@H](C)C(=O)N1[C@H]2CCCC[C@H]2C[C@H]1C([O-])=O)C(=O)OCC"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2S,3aS,7aS)-1-{(2S)-2-[(1S)-1-(ethoxycarbonyl)butylamino]propanoyl}octahydro-1H-indole-2-carboxylate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:78000"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:78006 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Colour_retention_agent"^^xsd:string ;
    rdfs:label "food colour retention agent"^^xsd:string ;
    definition: "A food additive that intensifies, retains or stabilises the colour of a food."^^xsd:string ;
    rdfs:subClassOf CHEBI:64047 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "color retention agent"^^xsd:string,
        "color retention agents"^^xsd:string,
        "colour retention agent"^^xsd:string,
        "colour retention agents"^^xsd:string,
        "food color retention agent"^^xsd:string,
        "food color retention agents"^^xsd:string,
        "food colour retention agents"^^xsd:string ;
    oboInOwl:id "CHEBI:78006"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:78016 a owl:Class ;
    rdfs:label "food gelling agent"^^xsd:string ;
    definition: "A food additive that enhances the texture of a foodstuff by gel formation."^^xsd:string ;
    rdfs:subClassOf CHEBI:64047 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "food gelling agents"^^xsd:string ;
    oboInOwl:id "CHEBI:78016"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:78017 a owl:Class ;
    rdfs:label "food propellant"^^xsd:string ;
    definition: "A propellant that is used to expel foods from an aerosol container."^^xsd:string ;
    rdfs:subClassOf CHEBI:64047,
        CHEBI:76414 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "food propellants"^^xsd:string ;
    oboInOwl:id "CHEBI:78017"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:78049 a owl:Class ;
    rdfs:label "octadecenoate"^^xsd:string ;
    definition: "A fatty acid anion containing 18 carbons and one double bond. Formed by deprotonation of the carboxylic acid group. Major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:82680,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:25634 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C18H33O2"^^xsd:string ;
    chebi:mass "281.4534"^^xsd:string ;
    chebi:monoisotopicmass "281.24806"^^xsd:string ;
    chebi:smiles "[O-]C([*])=O"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:78049"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:78113 a owl:Class ;
    rdfs:label "fatty acid anion 3:0"^^xsd:string ;
    definition: "Any saturated fatty acid anion containing 3 carbons. Formed by deprotonation of the carboxylic acid moiety. Major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:58951,
        CHEBI:58953 ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C3H5O2"^^xsd:string ;
    chebi:mass "73.07060"^^xsd:string ;
    chebi:monoisotopicmass "73.02895"^^xsd:string ;
    chebi:smiles "[O-]C([*])=O"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "fatty acid 3:0"^^xsd:string ;
    oboInOwl:id "CHEBI:78113"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:78115 a owl:Class ;
    rdfs:label "fatty acid anion 4:0"^^xsd:string ;
    definition: "Any saturated fatty acid anion containing 4 carbons. Formed by deprotonation of the carboxylic acid moiety. Major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:58951,
        CHEBI:58953,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:140601 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C4H7O2"^^xsd:string ;
    chebi:mass "87.09718"^^xsd:string ;
    chebi:monoisotopicmass "87.04460"^^xsd:string ;
    chebi:smiles "[O-]C([*])=O"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "fatty acid 4:0"^^xsd:string ;
    oboInOwl:id "CHEBI:78115"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:78116 a owl:Class ;
    rdfs:label "fatty acid anion 6:0"^^xsd:string ;
    definition: "Any saturated fatty acid anion containing 6 carbons. Formed by deprotonation of the carboxylic acid moiety. Major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:58953,
        CHEBI:59558 ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C6H11O2"^^xsd:string ;
    chebi:mass "115.15034"^^xsd:string ;
    chebi:monoisotopicmass "115.07590"^^xsd:string ;
    chebi:smiles "[O-]C([*])=O"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "fatty acid 6:0"^^xsd:string ;
    oboInOwl:id "CHEBI:78116"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:78117 a owl:Class ;
    rdfs:label "fatty acid anion 8:0"^^xsd:string ;
    definition: "Any saturated fatty acid anion containing 8 carbons. Formed by deprotonation of the carboxylic acid moiety. Major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:58953 ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C8H15O2"^^xsd:string ;
    chebi:mass "143.20350"^^xsd:string ;
    chebi:monoisotopicmass "143.10720"^^xsd:string ;
    chebi:smiles "[O-]C([*])=O"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "fatty acid 8:0"^^xsd:string ;
    oboInOwl:id "CHEBI:78117"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:78123 a owl:Class ;
    rdfs:label "fatty acid anion 16:0"^^xsd:string ;
    definition: "Any saturated fatty acid anion containing 16 carbons. Formed by deprotonation of the carboxylic acid moiety. Major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:58953 ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C16H31O2"^^xsd:string ;
    chebi:mass "255.41610"^^xsd:string ;
    chebi:monoisotopicmass "255.23241"^^xsd:string ;
    chebi:smiles "[O-]C([*])=O"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "fatty acid 16:0"^^xsd:string ;
    oboInOwl:id "CHEBI:78123"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:78208 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:CPD0-1265"^^xsd:string,
        "PMID:8360169"^^xsd:string,
        "Reaxys:3905828"^^xsd:string ;
    rdfs:label "azelaate(2-)"^^xsd:string ;
    definition: "A dicarboxylic acid dianion obtained by deprotonation of both carboxy groups of of azelaic acid; major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:28965,
        CHEBI:132955 ;
    chebi:charge "-2"^^xsd:string ;
    chebi:formula "C9H14O4"^^xsd:string ;
    chebi:inchi "InChI=1S/C9H16O4/c10-8(11)6-4-2-1-3-5-7-9(12)13/h1-7H2,(H,10,11)(H,12,13)/p-2"^^xsd:string ;
    chebi:inchikey "BDJRBEYXGGNYIS-UHFFFAOYSA-L"^^xsd:string ;
    chebi:mass "186.20620"^^xsd:string ;
    chebi:monoisotopicmass "186.09031"^^xsd:string ;
    chebi:smiles "[O-]C(=O)CCCCCCCC([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "azelaate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "8-carboxylatooctanoate"^^xsd:string,
        "9-oxido-9-oxononanoate"^^xsd:string,
        "nonanedioate"^^xsd:string,
        "nonanedioate(2-)"^^xsd:string ;
    oboInOwl:id "CHEBI:78208"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:78295 a owl:Class ;
    rdfs:label "food component"^^xsd:string ;
    definition: "A physiological role played by any substance that is distributed in foodstuffs. It includes materials derived from plants or animals, such as vitamins or minerals, as well as environmental contaminants."^^xsd:string ;
    rdfs:subClassOf CHEBI:52211 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "dietary component"^^xsd:string,
        "dietary components"^^xsd:string,
        "food components"^^xsd:string ;
    oboInOwl:id "CHEBI:78295"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:78298 a owl:Class ;
    rdfs:label "environmental contaminant"^^xsd:string ;
    definition: "Any minor or unwanted substance introduced into the environment that can have undesired effects."^^xsd:string ;
    rdfs:subClassOf CHEBI:51086 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "environmental contaminants"^^xsd:string ;
    oboInOwl:id "CHEBI:78298"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:78366 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Hexokinase"^^xsd:string ;
    rdfs:label "EC 2.7.1.1 (hexokinase) inhibitor"^^xsd:string ;
    definition: "An EC 2.7.1.* (phosphotransferases with an alcohol group as acceptor) inhibitor that interferes with the action of hexokinase, EC 2.7.1.1, an enzyme that phosphorylates hexoses forming hexose phosphate."^^xsd:string ;
    rdfs:subClassOf CHEBI:50916,
        CHEBI:76881 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "ATP-dependent hexokinase inhibitor"^^xsd:string,
        "ATP-dependent hexokinase inhibitors"^^xsd:string,
        "ATP:D-hexose 6-phosphotransferase inhibitor"^^xsd:string,
        "ATP:D-hexose 6-phosphotransferase inhibitors"^^xsd:string,
        "EC 2.7.1.1 (hexokinase) inhibitors"^^xsd:string,
        "EC 2.7.1.1 inhibitor"^^xsd:string,
        "EC 2.7.1.1 inhibitors"^^xsd:string,
        "glucose ATP phosphotransferase inhibitor"^^xsd:string,
        "glucose ATP phosphotransferase inhibitors"^^xsd:string,
        "hexokinase (phosphorylating) inhibitor"^^xsd:string,
        "hexokinase (phosphorylating) inhibitors"^^xsd:string,
        "hexokinase D inhibitor"^^xsd:string,
        "hexokinase D inhibitors"^^xsd:string,
        "hexokinase inhibitor"^^xsd:string,
        "hexokinase inhibitors"^^xsd:string,
        "hexokinase type I inhibitor"^^xsd:string,
        "hexokinase type I inhibitors"^^xsd:string,
        "hexokinase type II inhibitor"^^xsd:string,
        "hexokinase type II inhibitors"^^xsd:string,
        "hexokinase type III inhibitor"^^xsd:string,
        "hexokinase type III inhibitors"^^xsd:string,
        "hexokinase type IV glucokinase inhibitor"^^xsd:string,
        "hexokinase type IV glucokinase inhibitors"^^xsd:string,
        "hexokinase type IV inhibitor"^^xsd:string,
        "hexokinase type IV inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:78366"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:78433 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Refrigerant"^^xsd:string ;
    rdfs:label "refrigerant"^^xsd:string ;
    definition: "A substance used in a thermodynamic heat pump cycle or refrigeration cycle that undergoes a phase change from a gas to a liquid and back. Refrigerants are used in air-conditioning systems and freezers or refrigerators and are assigned a \"R\" number (by ASHRAE - formerly the American Society of Heating, Refrigerating and Air Conditioning Engineers), which is determined systematically according to their molecular structure."^^xsd:string ;
    rdfs:subClassOf CHEBI:33232 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "refrigerants"^^xsd:string ;
    oboInOwl:id "CHEBI:78433"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:78444 a owl:Class ;
    rdfs:label "EC 3.1.1.1 (carboxylesterase) inhibitor"^^xsd:string ;
    definition: "Any EC 3.1.1.* (carboxylic ester hydrolase) inhibitor that inhibits the action of carboxylesterase (EC 3.1.1.1 )."^^xsd:string ;
    rdfs:subClassOf CHEBI:76773 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "ali-esterase inhibitor"^^xsd:string,
        "ali-esterase inhibitors"^^xsd:string,
        "Alpha-carboxylesterase inhibitor"^^xsd:string,
        "Alpha-carboxylesterase inhibitors"^^xsd:string,
        "Beta-esterase inhibitor"^^xsd:string,
        "Beta-esterase inhibitors"^^xsd:string,
        "butyrate esterase inhibitor"^^xsd:string,
        "butyrate esterase inhibitors"^^xsd:string,
        "butyryl esterase inhibitor"^^xsd:string,
        "butyryl esterase inhibitors"^^xsd:string,
        "carboxyl ester hydrolase inhibitor"^^xsd:string,
        "carboxyl ester hydrolase inhibitors"^^xsd:string,
        "carboxylate esterase inhibitor"^^xsd:string,
        "carboxylate esterase inhibitors"^^xsd:string,
        "carboxylesterase inhibitor"^^xsd:string,
        "carboxylesterase inhibitors"^^xsd:string,
        "carboxylic acid esterase inhibitor"^^xsd:string,
        "carboxylic acid esterase inhibitors"^^xsd:string,
        "carboxylic esterase inhibitor"^^xsd:string,
        "carboxylic esterase inhibitors"^^xsd:string,
        "carboxylic-ester hydrolase inhibitor"^^xsd:string,
        "carboxylic-ester hydrolase inhibitors"^^xsd:string,
        "cocaine esterase inhibitor"^^xsd:string,
        "cocaine esterase inhibitors"^^xsd:string,
        "EC 3.1.1.1 (carboxylesterase) inhibitors"^^xsd:string,
        "esterase A inhibitor"^^xsd:string,
        "esterase A inhibitors"^^xsd:string,
        "esterase B inhibitor"^^xsd:string,
        "esterase B inhibitors"^^xsd:string,
        "esterase D inhibitor"^^xsd:string,
        "esterase D inhibitors"^^xsd:string,
        "methylbutyrase inhibitor"^^xsd:string,
        "methylbutyrase inhibitors"^^xsd:string,
        "methylbutyrate esterase inhibitor"^^xsd:string,
        "methylbutyrate esterase inhibitors"^^xsd:string,
        "monobutyrase inhibitor"^^xsd:string,
        "monobutyrase inhibitors"^^xsd:string,
        "nonspecific carboxylesterase inhibitor"^^xsd:string,
        "nonspecific carboxylesterase inhibitors"^^xsd:string,
        "procaine esterase inhibitor"^^xsd:string,
        "procaine esterase inhibitors"^^xsd:string,
        "propionyl esterase inhibitor"^^xsd:string,
        "propionyl esterase inhibitors"^^xsd:string,
        "serine esterase inhibitor"^^xsd:string,
        "serine esterase inhibitors"^^xsd:string,
        "triacetin esterase inhibitor"^^xsd:string,
        "triacetin esterase inhibitors"^^xsd:string,
        "vitamin A esterase inhibitor"^^xsd:string,
        "vitamin A esterase inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:78444"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:78608 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:Alpha-Amino-Acids"^^xsd:string ;
    rdfs:label "alpha-amino acid zwitterion"^^xsd:string ;
    definition: "An amino acid zwitterion obtained by transfer of a proton from the carboxy to the amino group of any alpha-amino acid; major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:35238,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:33704 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C2H4NO2R"^^xsd:string ;
    chebi:mass "74.059"^^xsd:string ;
    chebi:monoisotopicmass "74.02420"^^xsd:string ;
    chebi:smiles "[NH3+]C([*])C([O-])=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:83409"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "an alpha-amino acid"^^xsd:string ;
    oboInOwl:id "CHEBI:78608"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:78616 a owl:Class ;
    rdfs:label "carbohydrates and carbohydrate derivatives"^^xsd:string ;
    definition: "Any organooxygen compound that is a polyhydroxy-aldehyde or -ketone, or a compound derived from one. Carbohydrates contain only carbon, hydrogen and oxygen and usually have an empirical formula Cm(H2O)n; carbohydrate derivatives may contain other elements by substitution or condensation."^^xsd:string ;
    rdfs:subClassOf CHEBI:36963 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "carbohydrates and derivatives"^^xsd:string,
        "carbohydrates and their derivatives"^^xsd:string ;
    oboInOwl:id "CHEBI:78616"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:78618 a owl:Class ;
    oboInOwl:hasDbXref "PMID:24479563"^^xsd:string ;
    rdfs:label "L-alpha-D-Hepp-(1->7)-L-alpha-D-Hepp-(1->3)-L-alpha-D-Hepp-(1->5)-alpha-Kdo"^^xsd:string ;
    definition: "A linear tetrasaccharide comprising three L-glycero-alpha-D-manno-heptose residues and a 3-deoxy-alpha-D-manno-oct-2-ulosonic acid (2-keto-3-deoxy-alpha-D-mannooctanoic acid, alpha-Kdo) residue in a (1->7), (1->3), (1->5) sequence."^^xsd:string ;
    rdfs:subClassOf CHEBI:50126 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C29H50O26"^^xsd:string ;
    chebi:inchi "InChI=1S/C29H50O26/c30-2-7(34)19-13(40)11(38)15(42)25(50-19)49-5-10(37)21-14(41)12(39)16(43)26(52-21)54-24-17(44)20(8(35)3-31)51-27(18(24)45)53-22-6(33)1-29(48,28(46)47)55-23(22)9(36)4-32/h6-27,30-45,48H,1-5H2,(H,46,47)/t6-,7+,8+,9-,10+,11+,12+,13+,14+,15+,16+,17-,18+,19-,20-,21-,22-,23-,24+,25+,26-,27-,29-/m1/s1"^^xsd:string ;
    chebi:inchikey "OAQKHKZLKJZEFZ-BTWUNCABSA-N"^^xsd:string ;
    chebi:mass "814.69170"^^xsd:string ;
    chebi:monoisotopicmass "814.25903"^^xsd:string ;
    chebi:smiles "OC[C@H](O)[C@H]1O[C@H](OC[C@H](O)[C@H]2O[C@H](O[C@@H]3[C@H](O)[C@@H](O[C@@H]4[C@H](O)C[C@@](O)(O[C@@H]4[C@H](O)CO)C(O)=O)O[C@H]([C@@H](O)CO)[C@H]3O)[C@@H](O)[C@@H](O)[C@@H]2O)[C@@H](O)[C@@H](O)[C@@H]1O"^^xsd:string ;
    oboInOwl:hasExactSynonym "L-glycero-alpha-D-manno-heptopyranosyl-(1->7)-L-glycero-alpha-D-manno-heptopyranosyl-(1->3)-L-glycero-alpha-D-manno-heptopyranosyl-(1->5)-3-deoxy-alpha-D-manno-oct-2-ulopyranosonic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "L-alpha-D-Hep-(1->7)-L-alpha-D-Hep-(1->3)-L-alpha-D-Hep-(1->5)-alpha-Kdo [Click on the icon to display the ASCII name]"^^xsd:string,
        "L-glycero-alpha-D-manno-heptosyl-(1->7)-L-glycero-alpha-D-manno-heptosyl-(1->3)-L-glycero-alpha-D-manno-heptosyl-(1->5)-3-deoxy-alpha-D-manno-oct-2-ulosonic acid"^^xsd:string ;
    oboInOwl:id "CHEBI:78618"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:78630 a owl:Class ;
    rdfs:label "9-cis-retinoate"^^xsd:string ;
    definition: "A retinoate that is the conjugate base of 9-cis-retinoic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:15036,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:50648 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:25212 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35610 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50176 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:63794 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C20H27O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C20H28O2/c1-15(8-6-9-16(2)14-19(21)22)11-12-18-17(3)10-7-13-20(18,4)5/h6,8-9,11-12,14H,7,10,13H2,1-5H3,(H,21,22)/p-1/b9-6+,12-11+,15-8-,16-14+"^^xsd:string ;
    chebi:inchikey "SHGAZHPCJJPHSC-ZVCIMWCZSA-M"^^xsd:string ;
    chebi:mass "299.42770"^^xsd:string ;
    chebi:monoisotopicmass "299.20165"^^xsd:string ;
    chebi:smiles "C\\C(\\C=C\\C1=C(C)CCCC1(C)C)=C\\C=C\\C(\\C)=C\\C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "9-cis-retinoate"^^xsd:string,
        "(9cis)-15-oxidoretinal"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2E,4E,6Z,8E)-3,7-dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8-nonatetraenoate"^^xsd:string ;
    oboInOwl:id "CHEBI:78630"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:78631 a owl:Class ;
    oboInOwl:hasDbXref "Reaxys:1283166"^^xsd:string ;
    rdfs:label "chroman-6-ol"^^xsd:string ;
    definition: "A chromanol that is chromane in which the hydrogen at position 6 is replaced by a hydroxy group."^^xsd:string ;
    rdfs:subClassOf CHEBI:23229,
        CHEBI:33853,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:33224 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C9H10O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C9H10O2/c10-8-3-4-9-7(6-8)2-1-5-11-9/h3-4,6,10H,1-2,5H2"^^xsd:string ;
    chebi:inchikey "GZCJJOLJSBCUNR-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "150.17450"^^xsd:string ;
    chebi:monoisotopicmass "150.06808"^^xsd:string ;
    chebi:smiles "Oc1ccc2OCCCc2c1"^^xsd:string ;
    oboInOwl:hasExactSynonym "3,4-dihydro-2H-chromen-6-ol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3,4-dihydrobenzopyran-6-ol"^^xsd:string ;
    oboInOwl:id "CHEBI:78631"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:78675 a owl:Class ;
    rdfs:label "fundamental metabolite"^^xsd:string ;
    definition: "Any metabolite produced by all living cells."^^xsd:string ;
    rdfs:subClassOf CHEBI:25212 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "essential metabolite"^^xsd:string,
        "essential metabolites"^^xsd:string,
        "fundamental metabolites"^^xsd:string ;
    oboInOwl:id "CHEBI:78675"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:78734 a owl:Class ;
    oboInOwl:hasDbXref "CAS:51-55-8"^^xsd:string,
        "KEGG:C01479"^^xsd:string,
        "KEGG:D00113"^^xsd:string,
        "KNApSAcK:C00002277"^^xsd:string ;
    rdfs:label "tropan-3alpha-yl 3-hydroxy-2-phenylpropanoate"^^xsd:string ;
    definition: "A tropane alkaloid that is (1R,5)-8-methyl-8-azabicyclo[3.2.1]octane substituted by a (3-hydroxy-2-phenylpropanoyl)oxy group at position 3."^^xsd:string ;
    rdfs:subClassOf CHEBI:36243,
        CHEBI:37332,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:15884 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:30765 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:57858 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C17H23NO3"^^xsd:string ;
    chebi:inchi "InChI=1S/C17H23NO3/c1-18-13-7-8-14(18)10-15(9-13)21-17(20)16(11-19)12-5-3-2-4-6-12/h2-6,13-16,19H,7-11H2,1H3/t13-,14+,15+,16?"^^xsd:string ;
    chebi:inchikey "RKUNBYITZUJHSG-SPUOUPEWSA-N"^^xsd:string ;
    chebi:mass "289.36940"^^xsd:string ;
    chebi:monoisotopicmass "289.16779"^^xsd:string ;
    chebi:smiles "CN1[C@H]2CC[C@@H]1C[C@@H](C2)OC(=O)C(CO)c1ccccc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "(3-endo)-8-methyl-8-azabicyclo[3.2.1]oct-3-yl 3-hydroxy-2-phenylpropanoate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "dl-Hyoscyamine"^^xsd:string ;
    oboInOwl:id "CHEBI:78734"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:78801 a owl:Class ;
    rdfs:label "oxathiolane"^^xsd:string ;
    definition: "Any five-membered oxacycle that also contains a sulfur atom."^^xsd:string ;
    rdfs:subClassOf CHEBI:38104,
        CHEBI:38106 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "oxathiolanes"^^xsd:string ;
    oboInOwl:id "CHEBI:78801"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:78803 a owl:Class ;
    rdfs:label "nematode metabolite"^^xsd:string ;
    definition: "An animal metabolite produced by any member of the phylum Nematoda."^^xsd:string ;
    rdfs:subClassOf CHEBI:75767 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "nematode metabolites"^^xsd:string ;
    oboInOwl:id "CHEBI:78803"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:78804 a owl:Class ;
    rdfs:label "Caenorhabditis elegans metabolite"^^xsd:string ;
    definition: "A nematode metabolite produced by Caenorhabditis elegans."^^xsd:string ;
    rdfs:subClassOf CHEBI:78803 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "C. elegans metabolite"^^xsd:string,
        "C. elegans metabolites"^^xsd:string,
        "Caenorhabditis elegans metabolites"^^xsd:string ;
    oboInOwl:id "CHEBI:78804"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:78840 a owl:Class ;
    rdfs:label "olefinic compound"^^xsd:string ;
    definition: "Any organic molecular entity that contains at least one C=C bond."^^xsd:string ;
    rdfs:subClassOf CHEBI:50860 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "olefinic compounds"^^xsd:string ;
    oboInOwl:id "CHEBI:78840"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:79008 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:R-NICOTINE"^^xsd:string ;
    rdfs:label "(R)-nicotinium(1+)"^^xsd:string ;
    definition: "The conjugate acid of (R)-nicotine arising from selective protonation of the tertiary amino group; major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:25697,
        CHEBI:35274,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:39162 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:59806 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C10H15N2"^^xsd:string ;
    chebi:inchi "InChI=1S/C10H14N2/c1-12-7-3-5-10(12)9-4-2-6-11-8-9/h2,4,6,8,10H,3,5,7H2,1H3/p+1/t10-/m1/s1"^^xsd:string ;
    chebi:inchikey "SNICXCGAKADSCV-SNVBAGLBSA-O"^^xsd:string ;
    chebi:mass "163.23900"^^xsd:string ;
    chebi:monoisotopicmass "163.12297"^^xsd:string ;
    chebi:smiles "C[NH+]1CCC[C@@H]1c1cccnc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2R)-1-methyl-2-(pyridin-3-yl)pyrrolidinium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(R)-nicotine"^^xsd:string ;
    oboInOwl:id "CHEBI:79008"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:79020 a owl:Class ;
    rdfs:label "alpha,beta-unsaturated monocarboxylic acid"^^xsd:string ;
    definition: "A monocarboxylic acid in which the carbon of the carboxy group is directly attached to a C=C or C#C bond."^^xsd:string ;
    rdfs:subClassOf CHEBI:25384 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2,3-unsaturated monocarboxylic acid"^^xsd:string,
        "2,3-unsaturated monocarboxylic acids"^^xsd:string,
        "alpha,beta-unsaturated monocarboxylic acids"^^xsd:string ;
    oboInOwl:id "CHEBI:79020"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:79091 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:MEK_inhibitor"^^xsd:string,
        "Wikipedia:Mitogen-activated_protein_kinase"^^xsd:string ;
    rdfs:label "EC 2.7.11.24 (mitogen-activated protein kinase) inhibitor"^^xsd:string ;
    definition: "An EC 2.7.11.* (protein-serine/threonine kinase) inhibitor that interferes with the action of mitogen-activated protein kinase (EC 2.7.11.24)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76812 ;
    oboInOwl:hasAlternativeId "CHEBI:75997"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "ATP:protein phosphotransferase (MAPKK-activated) inhibitor"^^xsd:string,
        "ATP:protein phosphotransferase (MAPKK-activated) inhibitors"^^xsd:string,
        "c-Jun N-terminal kinase inhibitor"^^xsd:string,
        "c-Jun N-terminal kinase inhibitors"^^xsd:string,
        "Dp38 inhibitor"^^xsd:string,
        "Dp38 inhibitors"^^xsd:string,
        "EC 2.7.11.24 (mitogen-activated protein kinase) inhibitors"^^xsd:string,
        "EC 2.7.11.24 inhibitor"^^xsd:string,
        "EC 2.7.11.24 inhibitors"^^xsd:string,
        "ERK1 inhibitor"^^xsd:string,
        "ERK1 inhibitors"^^xsd:string,
        "ERK2 inhibitor"^^xsd:string,
        "ERK2 inhibitors"^^xsd:string,
        "ERK inhibitor"^^xsd:string,
        "ERK inhibitors"^^xsd:string,
        "extracellular signal-regulated kinase inhibitor"^^xsd:string,
        "extracellular signal-regulated kinase inhibitors"^^xsd:string,
        "JNK3alpha1 inhibitor"^^xsd:string,
        "JNK3alpha1 inhibitors"^^xsd:string,
        "JNK inhibitor"^^xsd:string,
        "JNK inhibitors"^^xsd:string,
        "LeMPK3 inhibitor"^^xsd:string,
        "LeMPK3 inhibitors"^^xsd:string,
        "MAP kinase inhibitor"^^xsd:string,
        "MAP kinase inhibitors"^^xsd:string,
        "MAP-2 kinase inhibitor"^^xsd:string,
        "MAP-2 kinase inhibitors"^^xsd:string,
        "MAPK inhibitor"^^xsd:string,
        "MAPK inhibitors"^^xsd:string,
        "MBP kinase I inhibitor"^^xsd:string,
        "MBP kinase I inhibitors"^^xsd:string,
        "MBP kinase II inhibitor"^^xsd:string,
        "MBP kinase II inhibitors"^^xsd:string,
        "MEK inhibitor"^^xsd:string,
        "MEK inhibitors"^^xsd:string,
        "microtubule-associated protein 2 kinase inhibitor"^^xsd:string,
        "microtubule-associated protein 2 kinase inhibitors"^^xsd:string,
        "microtubule-associated protein kinase inhibitor"^^xsd:string,
        "microtubule-associated protein kinase inhibitors"^^xsd:string,
        "mitogen-activated protein kinase (EC 2.7.11.24) inhibitor"^^xsd:string,
        "mitogen-activated protein kinase (EC 2.7.11.24) inhibitors"^^xsd:string,
        "mitogen-activated protein kinase inhibitor"^^xsd:string,
        "mitogen-activated protein kinase inhibitors"^^xsd:string,
        "myelin basic protein kinase inhibitor"^^xsd:string,
        "myelin basic protein kinase inhibitors"^^xsd:string,
        "p38-2 inhibitor"^^xsd:string,
        "p38-2 inhibitors"^^xsd:string,
        "p38delta inhibitor"^^xsd:string,
        "p38delta inhibitors"^^xsd:string,
        "p42 mitogen-activated protein kinase inhibitor"^^xsd:string,
        "p42 mitogen-activated protein kinase inhibitors"^^xsd:string,
        "p42(mapk) inhibitor"^^xsd:string,
        "p42(mapk) inhibitors"^^xsd:string,
        "p44mpk inhibitor"^^xsd:string,
        "p44mpk inhibitors"^^xsd:string,
        "PMK-1 inhibitor"^^xsd:string,
        "PMK-1 inhibitors"^^xsd:string,
        "PMK-2 inhibitor"^^xsd:string,
        "PMK-2 inhibitors"^^xsd:string,
        "PMK-3 inhibitor"^^xsd:string,
        "PMK-3 inhibitors"^^xsd:string,
        "pp42 inhibitor"^^xsd:string,
        "pp42 inhibitors"^^xsd:string,
        "pp44(mapk) inhibitor"^^xsd:string,
        "pp44(mapk) inhibitors"^^xsd:string,
        "SAPK inhibitor"^^xsd:string,
        "SAPK inhibitors"^^xsd:string,
        "STK26 inhibitor"^^xsd:string,
        "STK26 inhibitors"^^xsd:string,
        "stress-activated protein kinase inhibitor"^^xsd:string,
        "stress-activated protein kinase inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:79091"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:79314 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Flame_retardant"^^xsd:string ;
    rdfs:label "flame retardant"^^xsd:string ;
    definition: "Any compound that is added to manufactured materials to inhibit, suppress, or delay the production of flames and so prevent the spread of fire."^^xsd:string ;
    rdfs:subClassOf CHEBI:33232 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "flame retardants"^^xsd:string ;
    oboInOwl:id "CHEBI:79314"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:79387 a owl:Class ;
    rdfs:label "trivalent inorganic anion"^^xsd:string ;
    definition: "Any inorganic anion with a valency of three."^^xsd:string ;
    rdfs:subClassOf CHEBI:24834 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "trivalent inorganic anions"^^xsd:string ;
    oboInOwl:id "CHEBI:79387"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:79388 a owl:Class ;
    rdfs:label "divalent inorganic anion"^^xsd:string ;
    definition: "Any inorganic anion with a valency of two."^^xsd:string ;
    rdfs:subClassOf CHEBI:24834 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "divalent inorganic anions"^^xsd:string ;
    oboInOwl:id "CHEBI:79388"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:79389 a owl:Class ;
    rdfs:label "monovalent inorganic anion"^^xsd:string ;
    definition: "Any inorganic anion with a valency of one."^^xsd:string ;
    rdfs:subClassOf CHEBI:24834 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "monovalent inorganic anions"^^xsd:string ;
    oboInOwl:id "CHEBI:79389"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:82663 a owl:Class ;
    rdfs:label "elemental iron"^^xsd:string ;
    definition: "An elemental molecular entity in which all of the atoms have atomic number 26."^^xsd:string ;
    rdfs:subClassOf CHEBI:24873,
        CHEBI:33259 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:82663"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:82665 a owl:Class ;
    rdfs:label "EC 2.7.11.22 (cyclin-dependent kinase) inhibitor"^^xsd:string ;
    definition: "An EC 2.7.11.* (protein-serine/threonine kinase) inhibitor that interferes with the action of cyclin-dependent kinase (EC 2.7.11.22)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76812 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "ATP:cyclin phosphotransferase inhibitor"^^xsd:string,
        "ATP:cyclin phosphotransferase inhibitors"^^xsd:string,
        "Bur1 Cdk inhibitor"^^xsd:string,
        "Bur1 Cdk inhibitors"^^xsd:string,
        "Bur1 inhibitor"^^xsd:string,
        "Bur1 inhibitors"^^xsd:string,
        "Cak1 inhibitor"^^xsd:string,
        "Cak1 inhibitors"^^xsd:string,
        "Cak1p inhibitor"^^xsd:string,
        "Cak1p inhibitors"^^xsd:string,
        "cdc2 inhibitor"^^xsd:string,
        "cdc2 inhibitors"^^xsd:string,
        "cdc2 kinase inhibitor"^^xsd:string,
        "cdc2 kinase inhibitors"^^xsd:string,
        "Cdc28p inhibitor"^^xsd:string,
        "Cdc28p inhibitors"^^xsd:string,
        "Cdk1 inhibitor"^^xsd:string,
        "Cdk1 inhibitors"^^xsd:string,
        "Cdk2 inhibitor"^^xsd:string,
        "Cdk2 inhibitors"^^xsd:string,
        "Cdk3 inhibitor"^^xsd:string,
        "Cdk3 inhibitors"^^xsd:string,
        "Cdk4 inhibitor"^^xsd:string,
        "Cdk4 inhibitors"^^xsd:string,
        "Cdk5 inhibitor"^^xsd:string,
        "Cdk5 inhibitors"^^xsd:string,
        "Cdk6 inhibitor"^^xsd:string,
        "Cdk6 inhibitors"^^xsd:string,
        "Cdk7 inhibitor"^^xsd:string,
        "Cdk7 inhibitors"^^xsd:string,
        "Cdk8 inhibitor"^^xsd:string,
        "Cdk8 inhibitors"^^xsd:string,
        "Cdk9 inhibitor"^^xsd:string,
        "Cdk9 inhibitors"^^xsd:string,
        "Cdk19 inhibitor"^^xsd:string,
        "Cdk19 inhibitors"^^xsd:string,
        "CDK inhibitor"^^xsd:string,
        "CDK inhibitors"^^xsd:string,
        "cdk-activating kinase inhibitor"^^xsd:string,
        "cdk-activating kinase inhibitors"^^xsd:string,
        "Cdk-activating protein kinase inhibitors"^^xsd:string,
        "cyclin A-activated cdc2 inhibitor"^^xsd:string,
        "cyclin A-activated cdc2 inhibitors"^^xsd:string,
        "cyclin A-activated cdk2 inhibitor"^^xsd:string,
        "cyclin A-activated cdk2 inhibitors"^^xsd:string,
        "cyclin D-cdk6 kinase inhibitor"^^xsd:string,
        "cyclin D-cdk6 kinase inhibitors"^^xsd:string,
        "cyclin D-dependent kinase inhibitor"^^xsd:string,
        "cyclin D-dependent kinase inhibitors"^^xsd:string,
        "cyclin E kinase inhibitor"^^xsd:string,
        "cyclin E kinase inhibitors"^^xsd:string,
        "cyclin-A associated kinase inhibitor"^^xsd:string,
        "cyclin-A associated kinase inhibitors"^^xsd:string,
        "cyclin-dependent kinase 6 inhibitor"^^xsd:string,
        "cyclin-dependent kinase 6 inhibitors"^^xsd:string,
        "cyclin-dependent kinase inhibitor"^^xsd:string,
        "cyclin-dependent kinase inhibitors"^^xsd:string,
        "cyclin-dependent kinase-2 inhibitor"^^xsd:string,
        "cyclin-dependent kinase-2 inhibitors"^^xsd:string,
        "cyclin-dependent kinase-4 inhibitor"^^xsd:string,
        "cyclin-dependent kinase-4 inhibitors"^^xsd:string,
        "cyclin-dependent protein kinase activating kinase inhibitor"^^xsd:string,
        "cyclin-dependent protein kinase activating kinase inhibitors"^^xsd:string,
        "cyk inhibitor"^^xsd:string,
        "cyk inhibitors"^^xsd:string,
        "D-type cyclin kinase inhibitor"^^xsd:string,
        "D-type cyclin kinase inhibitors"^^xsd:string,
        "EC 2.7.11.22 (cyclin-dependent kinase) inhibitors"^^xsd:string,
        "EC 2.7.11.22 inhibitor"^^xsd:string,
        "EC 2.7.11.22 inhibitors"^^xsd:string,
        "ndk inhibitor"^^xsd:string,
        "ndk inhibitors"^^xsd:string,
        "neuronal cdc2-like kinase inhibitor"^^xsd:string,
        "neuronal cdc2-like kinase inhibitors"^^xsd:string,
        "PCTAIRE-1 inhibitor"^^xsd:string,
        "PCTAIRE-1 inhibitors"^^xsd:string,
        "STK25 inhibitor"^^xsd:string,
        "STK25 inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:82665"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:82680 a owl:Class ;
    rdfs:label "monounsaturated fatty acid anion"^^xsd:string ;
    definition: "Any unsaturated fatty acid anion with one double or triple bond in the fatty acid chain."^^xsd:string ;
    rdfs:subClassOf CHEBI:2580,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:25413 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "CO2R"^^xsd:string ;
    chebi:mass "44.010"^^xsd:string ;
    chebi:monoisotopicmass "43.98983"^^xsd:string ;
    chebi:smiles "[O-]C([*])=O"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "monounsaturated fatty acid anions"^^xsd:string ;
    oboInOwl:id "CHEBI:82680"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:82711 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C01336"^^xsd:string ;
    rdfs:label "aryl thiol"^^xsd:string ;
    definition: "An aryl thiol is a thiol in which a sulfanyl group, SH, is attached to an aryl group."^^xsd:string ;
    rdfs:subClassOf CHEBI:29256 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "HSR"^^xsd:string ;
    chebi:mass "33.074"^^xsd:string ;
    chebi:monoisotopicmass "32.97990"^^xsd:string ;
    chebi:smiles "S[*]"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "an aryl thiol"^^xsd:string ;
    oboInOwl:id "CHEBI:82711"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:82872 a owl:Class ;
    oboInOwl:hasDbXref "Reaxys:21389136"^^xsd:string ;
    rdfs:label "(S)-econazole"^^xsd:string ;
    definition: "A 1-{2-(4-chlorobenzyloxy)-2-(2,4-dichlorophenyl)ethyl}imidazole that is the (S)-enantiomer of econazole."^^xsd:string ;
    rdfs:subClassOf CHEBI:82873,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:82877 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C18H15Cl3N2O"^^xsd:string ;
    chebi:inchi "InChI=1S/C18H15Cl3N2O/c19-14-3-1-13(2-4-14)11-24-18(10-23-8-7-22-12-23)16-6-5-15(20)9-17(16)21/h1-9,12,18H,10-11H2/t18-/m1/s1"^^xsd:string ;
    chebi:inchikey "LEZWWPYKPKIXLL-GOSISDBHSA-N"^^xsd:string ;
    chebi:mass "381.68400"^^xsd:string ;
    chebi:monoisotopicmass "380.02500"^^xsd:string ;
    chebi:smiles "Clc1ccc(CO[C@H](Cn2ccnc2)c2ccc(Cl)cc2Cl)cc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "1-[(2S)-2-[(4-chlorobenzyl)oxy]-2-(2,4-dichlorophenyl)ethyl]-1H-imidazole"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:82872"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:82873 a owl:Class ;
    oboInOwl:hasDbXref "LINCS:LSM-1617"^^xsd:string ;
    rdfs:label "1-{2-(4-chlorobenzyloxy)-2-(2,4-dichlorophenyl)ethyl}imidazole"^^xsd:string ;
    definition: "A member of the class of imidazoles that is 1-(2,4-dichlorophenyl)-2-(imidazol-1-yl)ethanol in which the hydroxyl hydrogen is replaced by a 4-chlorobenzyl group."^^xsd:string ;
    rdfs:subClassOf CHEBI:23697,
        CHEBI:24780,
        CHEBI:25698,
        CHEBI:83403 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C18H15Cl3N2O"^^xsd:string ;
    chebi:inchi "InChI=1S/C18H15Cl3N2O/c19-14-3-1-13(2-4-14)11-24-18(10-23-8-7-22-12-23)16-6-5-15(20)9-17(16)21/h1-9,12,18H,10-11H2"^^xsd:string ;
    chebi:inchikey "LEZWWPYKPKIXLL-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "381.68400"^^xsd:string ;
    chebi:monoisotopicmass "380.02500"^^xsd:string ;
    chebi:smiles "Clc1ccc(COC(Cn2ccnc2)c2ccc(Cl)cc2Cl)cc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "1-{2-(4-chlorobenzyloxy)-2-(2,4-dichlorophenyl)ethyl}-1H-imidazole"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:82873"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:82877 a owl:Class ;
    oboInOwl:hasDbXref "Reaxys:21389137"^^xsd:string ;
    rdfs:label "(R)-econazole"^^xsd:string ;
    definition: "A 1-{2-(4-chlorobenzyloxy)-2-(2,4-dichlorophenyl)ethyl}imidazole that is the (R)-enantiomer of econazole."^^xsd:string ;
    rdfs:subClassOf CHEBI:82873,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:82872 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C18H15Cl3N2O"^^xsd:string ;
    chebi:inchi "InChI=1S/C18H15Cl3N2O/c19-14-3-1-13(2-4-14)11-24-18(10-23-8-7-22-12-23)16-6-5-15(20)9-17(16)21/h1-9,12,18H,10-11H2/t18-/m0/s1"^^xsd:string ;
    chebi:inchikey "LEZWWPYKPKIXLL-SFHVURJKSA-N"^^xsd:string ;
    chebi:mass "381.68400"^^xsd:string ;
    chebi:monoisotopicmass "380.02500"^^xsd:string ;
    chebi:smiles "Clc1ccc(CO[C@@H](Cn2ccnc2)c2ccc(Cl)cc2Cl)cc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "1-[(2R)-2-[(4-chlorobenzyl)oxy]-2-(2,4-dichlorophenyl)ethyl]-1H-imidazole"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:82877"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:82891 a owl:Class ;
    rdfs:label "glucocorticoid receptor antagonist"^^xsd:string ;
    definition: "An antagonist that binds to and deactivates glucocorticoid receptors."^^xsd:string ;
    rdfs:subClassOf CHEBI:48706 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "glucocorticoid receptor antagonists"^^xsd:string ;
    oboInOwl:id "CHEBI:82891"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:82892 a owl:Class ;
    rdfs:label "1-[2-(2,4-dichlorobenzyloxy)-2-(2,4-dichlorophenyl)ethyl]imidazole"^^xsd:string ;
    definition: "A member of the class of imidazoles that is 1-(2,4-dichlorophenyl)-2-(imidazol-1-yl)ethanol in which the hydroxyl hydrogen is replaced by a 2,4-dichlorobenzyl group."^^xsd:string ;
    rdfs:subClassOf CHEBI:23697,
        CHEBI:24780,
        CHEBI:25698 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C18H14Cl4N2O"^^xsd:string ;
    chebi:inchi "InChI=1S/C18H14Cl4N2O/c19-13-2-1-12(16(21)7-13)10-25-18(9-24-6-5-23-11-24)15-4-3-14(20)8-17(15)22/h1-8,11,18H,9-10H2"^^xsd:string ;
    chebi:inchikey "BYBLEWFAAKGYCD-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "416.12900"^^xsd:string ;
    chebi:monoisotopicmass "413.98602"^^xsd:string ;
    chebi:smiles "Clc1ccc(COC(Cn2ccnc2)c2ccc(Cl)cc2Cl)c(Cl)c1"^^xsd:string ;
    oboInOwl:hasExactSynonym "1-[2-(2,4-dichlorobenzyloxy)-2-(2,4-dichlorophenyl)ethyl]-1H-imidazole"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:82892"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:82894 a owl:Class ;
    oboInOwl:hasDbXref "Reaxys:9651217"^^xsd:string ;
    rdfs:label "(R)-miconazole"^^xsd:string ;
    definition: "A 1-[2-(2,4-dichlorobenzyloxy)-2-(2,4-dichlorophenyl)ethyl]imidazole that has R configuration."^^xsd:string ;
    rdfs:subClassOf CHEBI:82892,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:82897 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C18H14Cl4N2O"^^xsd:string ;
    chebi:inchi "InChI=1S/C18H14Cl4N2O/c19-13-2-1-12(16(21)7-13)10-25-18(9-24-6-5-23-11-24)15-4-3-14(20)8-17(15)22/h1-8,11,18H,9-10H2/t18-/m0/s1"^^xsd:string ;
    chebi:inchikey "BYBLEWFAAKGYCD-SFHVURJKSA-N"^^xsd:string ;
    chebi:mass "416.12900"^^xsd:string ;
    chebi:monoisotopicmass "413.98602"^^xsd:string ;
    chebi:smiles "Clc1ccc(CO[C@@H](Cn2ccnc2)c2ccc(Cl)cc2Cl)c(Cl)c1"^^xsd:string ;
    oboInOwl:hasExactSynonym "1-[(2R)-2-[(2,4-dichlorobenzyl)oxy]-2-(2,4-dichlorophenyl)ethyl]-1H-imidazole"^^xsd:string,
        "(R)-miconazole"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:82894"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:82897 a owl:Class ;
    oboInOwl:hasDbXref "Reaxys:9651216"^^xsd:string ;
    rdfs:label "(S)-miconazole"^^xsd:string ;
    definition: "A 1-[2-(2,4-dichlorobenzyloxy)-2-(2,4-dichlorophenyl)ethyl]imidazole that has S) configuration."^^xsd:string ;
    rdfs:subClassOf CHEBI:82892,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:82894 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C18H14Cl4N2O"^^xsd:string ;
    chebi:inchi "InChI=1S/C18H14Cl4N2O/c19-13-2-1-12(16(21)7-13)10-25-18(9-24-6-5-23-11-24)15-4-3-14(20)8-17(15)22/h1-8,11,18H,9-10H2/t18-/m1/s1"^^xsd:string ;
    chebi:inchikey "BYBLEWFAAKGYCD-GOSISDBHSA-N"^^xsd:string ;
    chebi:mass "416.12900"^^xsd:string ;
    chebi:monoisotopicmass "413.98602"^^xsd:string ;
    chebi:smiles "Clc1ccc(CO[C@H](Cn2ccnc2)c2ccc(Cl)cc2Cl)c(Cl)c1"^^xsd:string ;
    oboInOwl:hasExactSynonym "1-[(2S)-2-[(2,4-dichlorobenzyl)oxy]-2-(2,4-dichlorophenyl)ethyl]-1H-imidazole"^^xsd:string,
        "(S)-miconazole"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:82897"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:83038 a owl:Class ;
    rdfs:label "Daphnia galeata metabolite"^^xsd:string ;
    definition: "A Daphnia metabolite produced by the species Daphnia galeata."^^xsd:string ;
    rdfs:subClassOf CHEBI:83057 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Daphnia galeata metabolites"^^xsd:string ;
    oboInOwl:id "CHEBI:83038"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:83039 a owl:Class ;
    rdfs:label "crustacean metabolite"^^xsd:string ;
    definition: "An animal metabolite produced by arthropods such as crabs, lobsters, crayfish, shrimps and krill."^^xsd:string ;
    rdfs:subClassOf CHEBI:75767 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "crustacean metabolites"^^xsd:string ;
    oboInOwl:id "CHEBI:83039"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:83056 a owl:Class ;
    rdfs:label "Daphnia magna metabolite"^^xsd:string ;
    definition: "A Daphnia metabolite produced by the species Daphnia magna."^^xsd:string ;
    rdfs:subClassOf CHEBI:83057 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Daphnia magna metabolites"^^xsd:string ;
    oboInOwl:id "CHEBI:83056"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:83057 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Daphnia"^^xsd:string ;
    rdfs:label "Daphnia metabolite"^^xsd:string ;
    definition: "A crustacean metabolite produced by the genus of small planktonic arthropods, Daphnia"^^xsd:string ;
    rdfs:subClassOf CHEBI:83039 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Daphnia metabolites"^^xsd:string ;
    oboInOwl:id "CHEBI:83057"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:83156 a owl:Class ;
    rdfs:label "EC 6.2.1.* (acid-thiol ligase) inhibitor"^^xsd:string ;
    definition: "An EC 6.2.* (C-S bond-forming ligase) inhibitor that interferes with the action of an acid-thiol ligase inhibitor (EC 6.2.1.*)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76707 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "EC 6.2.1.* (acid-thiol ligase) inhibitors"^^xsd:string,
        "EC 6.2.1.* (acid-thiol ligases) inhibitor"^^xsd:string,
        "EC 6.2.1.* (acid-thiol ligases) inhibitors"^^xsd:string,
        "EC 6.2.1.* inhibitor"^^xsd:string,
        "EC 6.2.1.* inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:83156"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:83157 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Long-chain-fatty-acid-CoA_ligase"^^xsd:string ;
    rdfs:label "EC 6.2.1.3 (long-chain-fatty-acid--CoA ligase) inhibitor"^^xsd:string ;
    definition: "An EC 6.2.1.* (acid-thiol ligase) inhibitor that interferes with the action of a long-chain-fatty-acid--CoA ligase (EC 6.2.1.3)."^^xsd:string ;
    rdfs:subClassOf CHEBI:83156 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "ACS3 inhibitor"^^xsd:string,
        "ACS3 inhibitors"^^xsd:string,
        "acyl coenzyme A synthetase inhibitor"^^xsd:string,
        "acyl coenzyme A synthetase inhibitors"^^xsd:string,
        "acyl-activating enzyme inhibitor"^^xsd:string,
        "acyl-activating enzyme inhibitors"^^xsd:string,
        "acyl-CoA ligase inhibitor"^^xsd:string,
        "acyl-CoA ligase inhibitors"^^xsd:string,
        "acyl-CoA synthetase inhibitor"^^xsd:string,
        "acyl-CoA synthetase inhibitors"^^xsd:string,
        "acyl-coenzyme A ligase inhibitor"^^xsd:string,
        "acyl-coenzyme A ligase inhibitors"^^xsd:string,
        "arachidonyl-CoA synthetase inhibitor"^^xsd:string,
        "arachidonyl-CoA synthetase inhibitors"^^xsd:string,
        "EC 6.2.1.3 (long-chain-fatty-acid--CoA ligase) inhibitors"^^xsd:string,
        "EC 6.2.1.3 inhibitor"^^xsd:string,
        "EC 6.2.1.3 inhibitors"^^xsd:string,
        "FAA1 inhibitor"^^xsd:string,
        "FAA1 inhibitors"^^xsd:string,
        "fatty acid CoA ligase inhibitor"^^xsd:string,
        "fatty acid CoA ligase inhibitors"^^xsd:string,
        "fatty acid elongase inhibitor"^^xsd:string,
        "fatty acid elongase inhibitors"^^xsd:string,
        "fatty acid thiokinase (long chain) inhibitor"^^xsd:string,
        "fatty acid thiokinase (long chain) inhibitors"^^xsd:string,
        "fatty acyl-coenzyme A synthetase inhibitor"^^xsd:string,
        "fatty acyl-coenzyme A synthetase inhibitors"^^xsd:string,
        "LCFA synthetase inhibitor"^^xsd:string,
        "LCFA synthetase inhibitors"^^xsd:string,
        "lignoceroyl-CoA synthase inhibitor"^^xsd:string,
        "lignoceroyl-CoA synthase inhibitors"^^xsd:string,
        "long chain fatty acyl-CoA synthetase inhibitor"^^xsd:string,
        "long chain fatty acyl-CoA synthetase inhibitors"^^xsd:string,
        "long-chain acyl CoA synthetase inhibitor"^^xsd:string,
        "long-chain acyl CoA synthetase inhibitors"^^xsd:string,
        "long-chain acyl-CoA synthetase I inhibitor"^^xsd:string,
        "long-chain acyl-CoA synthetase I inhibitors"^^xsd:string,
        "long-chain acyl-CoA synthetase II inhibitor"^^xsd:string,
        "long-chain acyl-CoA synthetase II inhibitors"^^xsd:string,
        "long-chain acyl-coenzyme A synthetase inhibitor"^^xsd:string,
        "long-chain acyl-coenzyme A synthetase inhibitors"^^xsd:string,
        "long-chain fatty acid:CoA ligase (AMP-forming) inhibitor"^^xsd:string,
        "long-chain fatty acid:CoA ligase (AMP-forming) inhibitors"^^xsd:string,
        "long-chain fatty acyl coenzyme A synthetase inhibitor"^^xsd:string,
        "long-chain fatty acyl coenzyme A synthetase inhibitors"^^xsd:string,
        "oleoyl-CoA synthetase inhibitor"^^xsd:string,
        "oleoyl-CoA synthetase inhibitors"^^xsd:string,
        "palmitoyl coenzyme A synthetase inhibitor"^^xsd:string,
        "palmitoyl coenzyme A synthetase inhibitors"^^xsd:string,
        "palmitoyl-CoA ligase inhibitor"^^xsd:string,
        "palmitoyl-CoA ligase inhibitors"^^xsd:string,
        "palmitoyl-CoA synthase inhibitor"^^xsd:string,
        "palmitoyl-CoA synthase inhibitors"^^xsd:string,
        "pristanoyl-CoA synthetase inhibitor"^^xsd:string,
        "pristanoyl-CoA synthetase inhibitors"^^xsd:string,
        "stearoyl-CoA synthetase inhibitor"^^xsd:string,
        "stearoyl-CoA synthetase inhibitors"^^xsd:string,
        "thiokinase inhibitor"^^xsd:string,
        "thiokinase inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:83157"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:83228 a owl:Class ;
    rdfs:label "L-alpha-amino acid residue"^^xsd:string ;
    definition: "An alpha-amino-acid residue derived from an L-alpha-amino acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:33710,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_substituent_group_from ;
            owl:someValuesFrom CHEBI:15705 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C2H2NOR"^^xsd:string ;
    chebi:mass "56.04340"^^xsd:string ;
    chebi:monoisotopicmass "56.01364"^^xsd:string ;
    chebi:smiles "[*][C@H](N-*)C(-*)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "L-alpha-amino acid residue"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "an L-alpha amino acid residue"^^xsd:string,
        "L-alpha-amino acid residues"^^xsd:string ;
    oboInOwl:id "CHEBI:83228"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:83317 a owl:Class ;
    rdfs:label "sterol biosynthesis inhibitor"^^xsd:string ;
    definition: "Any compound that inhibits the biosynthesis of any sterol."^^xsd:string ;
    rdfs:subClassOf CHEBI:35222,
        CHEBI:52206 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "sterol biosynthesis inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:83317"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:83347 a owl:Class ;
    rdfs:label "organosulfonic ester"^^xsd:string ;
    definition: "An ester resulting from the formal condensation of the hydroxy group of an alcohol, phenol, heteroarenol, or enol with an organosulfonic acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:33424,
        CHEBI:35701,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:33551 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "O3SR2"^^xsd:string ;
    chebi:mass "80.06300"^^xsd:string ;
    chebi:monoisotopicmass "79.95681"^^xsd:string ;
    chebi:smiles "[*]S(=O)(=O)O[*]"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "organosulfonate ester"^^xsd:string,
        "organosulfonate esters"^^xsd:string,
        "organosulfonic esters"^^xsd:string ;
    oboInOwl:id "CHEBI:83347"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:83348 a owl:Class ;
    rdfs:label "chlorophyllide a(2-)"^^xsd:string ;
    definition: "A cyclic tetrapyrrole anion arising from deprotonation of the carboxy group and the C-21 posiiton of chlorophyllide a. It is the major microspecies at pH 7.3 (according to Marvin v 6.2.0.)."^^xsd:string ;
    rdfs:subClassOf CHEBI:139292,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:57942 ] ;
    chebi:charge "-2"^^xsd:string ;
    chebi:formula "C35H32MgN4O5"^^xsd:string ;
    chebi:inchi "InChI=1S/C35H35N4O5.Mg/c1-8-19-15(3)22-12-24-17(5)21(10-11-28(40)41)32(38-24)30-31(35(43)44-7)34(42)29-18(6)25(39-33(29)30)14-27-20(9-2)16(4)23(37-27)13-26(19)36-22;/h8,12-14,17,21H,1,9-11H2,2-7H3,(H3,36,37,38,39,40,41,42);/q-1;+2/p-3/t17-,21-;/m0./s1"^^xsd:string ;
    chebi:inchikey "IZOAGQOHKWGYKF-PVMVIUQGSA-K"^^xsd:string ;
    chebi:mass "612.95800"^^xsd:string ;
    chebi:monoisotopicmass "612.22341"^^xsd:string ;
    chebi:smiles "CCC1=C(C)C2=[N+]3C1=Cc1c(C)c4C(=O)[C-](C(=O)OC)C5=C6[C@@H](CCC([O-])=O)[C@H](C)C7=[N+]6[Mg--]3(n1c45)n1c(=C7)c(C)c(C=C)c1=C2"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "chlorophyllide a"^^xsd:string ;
    oboInOwl:id "CHEBI:83348"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:83399 a owl:Class ;
    rdfs:label "marine xenobiotic metabolite"^^xsd:string ;
    definition: "Any metabolite produced by metabolism of a xenobiotic compound in marine macro- and microorganisms."^^xsd:string ;
    rdfs:subClassOf CHEBI:76206,
        CHEBI:76507 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "marine xenobiotic metabolites"^^xsd:string ;
    oboInOwl:id "CHEBI:83399"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:83403 a owl:Class ;
    rdfs:label "monochlorobenzenes"^^xsd:string ;
    definition: "Any member of the class of chlorobenzenes containing a mono- or poly-substituted benzene ring in which only one substituent is chlorine."^^xsd:string ;
    rdfs:subClassOf CHEBI:23132 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:83403"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:83410 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:CPD-8569"^^xsd:string ;
    rdfs:label "alpha-amino acid ester(1+)"^^xsd:string ;
    definition: "A primary ammonium ion obtained by protonation of the amino group of any alpha-amino acid ester; major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:65296,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:46874 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C2H4NO2R2"^^xsd:string ;
    chebi:mass "74.059"^^xsd:string ;
    chebi:monoisotopicmass "74.02420"^^xsd:string ;
    chebi:smiles "[NH3+]C([*])C(=O)O[*]"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "alpha-amino acid ester cation"^^xsd:string,
        "an alpha-amino acid ester"^^xsd:string ;
    oboInOwl:id "CHEBI:83410"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:83565 a owl:Class ;
    rdfs:label "(trifluoromethyl)benzenes"^^xsd:string ;
    definition: "An organofluorine compound that is (trifluoromethyl)benzene and derivatives arising from substitution of one or more of the phenyl hydrogens."^^xsd:string ;
    rdfs:subClassOf CHEBI:22712,
        CHEBI:37143,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:50127 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:83565"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:83575 a owl:Class ;
    rdfs:label "monofluorobenzenes"^^xsd:string ;
    definition: "Any member of the class of fluorobenzenes containing a mono- or poly-substituted benzene ring carrying a single fluorine substitutent."^^xsd:string ;
    rdfs:subClassOf CHEBI:35496 ;
    oboInOwl:hasExactSynonym "monofluorobenzenes"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:83575"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:83576 a owl:Class ;
    rdfs:label "trifluorobenzene"^^xsd:string ;
    definition: "Any member of the class of fluorobenzenes carrying three fluorine substituents at unspecified positions."^^xsd:string ;
    rdfs:subClassOf CHEBI:35496 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "trifluorobenzenes"^^xsd:string ;
    oboInOwl:id "CHEBI:83576"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:83628 a owl:Class ;
    rdfs:label "N-acylammonia"^^xsd:string ;
    definition: "A carboxamide obtained by the formal condensation of the carboxy group of any carboxylic acid with ammonia."^^xsd:string ;
    rdfs:subClassOf CHEBI:37622 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "CH2NOR"^^xsd:string ;
    chebi:mass "44.033"^^xsd:string ;
    chebi:monoisotopicmass "44.01364"^^xsd:string ;
    chebi:smiles "NC([*])=O"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "a monocarboxylic acid amide"^^xsd:string ;
    oboInOwl:id "CHEBI:83628"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:83811 a owl:Class ;
    rdfs:label "proteinogenic amino acid derivative"^^xsd:string ;
    definition: "Any derivative of a proteinogenic amino acid resulting from reaction at an amino group, carboxy group, or a side-chain functional group, or from the replacement of any hydrogen by a heteroatom."^^xsd:string ;
    rdfs:subClassOf CHEBI:83821,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:83813 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "canonical amino acid derivative"^^xsd:string,
        "canonical amino acid derivatives"^^xsd:string,
        "canonical amino-acid derivative"^^xsd:string,
        "canonical amino-acid derivatives"^^xsd:string,
        "proteinogenic amino acid derivatives"^^xsd:string,
        "proteinogenic amino-acid derivative"^^xsd:string,
        "proteinogenic amino-acid derivatives"^^xsd:string ;
    oboInOwl:id "CHEBI:83811"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:83812 a owl:Class ;
    rdfs:label "non-proteinogenic amino acid derivative"^^xsd:string ;
    definition: "Any derivative of a non-proteinogenic amino acid resulting from reaction at an amino group or carboxy group, or from the replacement of any hydrogen by a heteroatom."^^xsd:string ;
    rdfs:subClassOf CHEBI:83821 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "non-canonical amino acid derivative"^^xsd:string,
        "non-canonical amino-acid derivatives"^^xsd:string,
        "non-proteinogenic amino-acid derivatives"^^xsd:string ;
    oboInOwl:id "CHEBI:83812"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:83813 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Proteinogenic_amino_acid"^^xsd:string ;
    rdfs:label "proteinogenic amino acid"^^xsd:string ;
    definition: "Any of the 23 alpha-amino acids that are precursors to proteins, and are incorporated into proteins during translation. The group includes the 20 amino acids encoded by the nuclear genes of eukaryotes together with selenocysteine, pyrrolysine, and N-formylmethionine. Apart from glycine, which is non-chiral, all have L configuration."^^xsd:string ;
    rdfs:subClassOf CHEBI:33709 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "canonical amino acid"^^xsd:string,
        "canonical amino acids"^^xsd:string,
        "proteinogenic amino acids"^^xsd:string ;
    oboInOwl:id "CHEBI:83813"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:83818 a owl:Class ;
    rdfs:label "morphinane-like compound"^^xsd:string ;
    definition: "Any organonitrogen heterocyclic compound based on a morphinan skeleton. These are synthetic or semi-synthetic compounds that resemble the  morphinane (opioid) alkaloids in their pharmacological effects."^^xsd:string ;
    rdfs:subClassOf CHEBI:38101 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "morphinane-like compopunds"^^xsd:string ;
    oboInOwl:id "CHEBI:83818"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:83820 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Non-proteinogenic_amino_acids"^^xsd:string ;
    rdfs:label "non-proteinogenic amino acid"^^xsd:string ;
    definition: "Any amino-acid that is not naturally encoded in the genetic code of any organism."^^xsd:string ;
    rdfs:subClassOf CHEBI:33709 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "non-canonical amino acid"^^xsd:string,
        "non-canonical amino acids"^^xsd:string,
        "non-canonical amino-acid"^^xsd:string,
        "non-canonical amino-acids"^^xsd:string,
        "non-coded amino acid"^^xsd:string,
        "non-coded amino acids"^^xsd:string,
        "non-coded amino-acid"^^xsd:string,
        "non-coded amino-acids"^^xsd:string,
        "non-proteinogenic amino acids"^^xsd:string,
        "non-proteinogenic amino-acid"^^xsd:string,
        "non-proteinogenic amino-acids"^^xsd:string ;
    oboInOwl:id "CHEBI:83820"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:83821 a owl:Class ;
    rdfs:label "amino acid derivative"^^xsd:string ;
    definition: "Any derivative of an amino acid resulting from reaction at an amino group, carboxy group, side-chain functional group, or from the replacement of any hydrogen by a heteroatom. The definition normally excludes peptides containing amino acid residues."^^xsd:string ;
    rdfs:subClassOf CHEBI:35352 ;
    oboInOwl:hasAlternativeId "CHEBI:25359"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "amino acid derivatives"^^xsd:string,
        "modified amino acids"^^xsd:string ;
    oboInOwl:id "CHEBI:83821"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:83822 a owl:Class ;
    rdfs:label "non-proteinogenic L-alpha-amino acid"^^xsd:string ;
    definition: "Any L-alpha-amino acid which is not a member of the group of 23 proteinogenic amino acids."^^xsd:string ;
    rdfs:subClassOf CHEBI:15705,
        CHEBI:83925 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "non-proteinogenic L-alpha-amino acids"^^xsd:string ;
    oboInOwl:id "CHEBI:83822"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:83824 a owl:Class ;
    rdfs:label "L-cysteine derivative"^^xsd:string ;
    definition: "A proteinogenic amino acid derivative resulting from the formal reaction of L-cysteine at the amino group, carboxy group, or thiol group, or from the replacement of any hydrogen of L-cysteine by a heteroatom."^^xsd:string ;
    rdfs:subClassOf CHEBI:23509,
        CHEBI:83811,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:17561 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "L-cysteine derivatives"^^xsd:string ;
    oboInOwl:id "CHEBI:83824"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:83925 a owl:Class ;
    rdfs:label "non-proteinogenic alpha-amino acid"^^xsd:string ;
    definition: "Any  alpha-amino acid which is not a member of the group of 23 proteinogenic amino acids."^^xsd:string ;
    rdfs:subClassOf CHEBI:33704,
        CHEBI:83820 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "non-proteinogenic alpha-amino acids"^^xsd:string,
        "non-proteinogenic alpha-amino-acid"^^xsd:string,
        "non-proteinogenic alpha-amino-acids"^^xsd:string ;
    oboInOwl:id "CHEBI:83925"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:83955 a owl:Class ;
    rdfs:label "2-saturated fatty acid anion"^^xsd:string ;
    definition: "A fatty acid anion obtained by deprotonation of the carboxy group of any 2-saturated fatty acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:28868 ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C2H2O2R"^^xsd:string ;
    chebi:mass "58.036"^^xsd:string ;
    chebi:monoisotopicmass "58.00548"^^xsd:string ;
    chebi:smiles "[O-]C(=O)C[*]"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1,2-saturated fatty acid anion"^^xsd:string,
        "a 1,2-saturated fatty acid"^^xsd:string ;
    oboInOwl:id "CHEBI:83955"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:83965 a owl:Class ;
    rdfs:label "L-arginine derivative"^^xsd:string ;
    definition: "A proteinogenic amino acid derivative resulting from reaction of L-arginine at the amino group, the carboxy group, or the guanidyl group, or from the replacement of any hydrogen of L-arginine by a heteroatom."^^xsd:string ;
    rdfs:subClassOf CHEBI:22617,
        CHEBI:83811,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:16467 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "L-arginine derivatives"^^xsd:string ;
    oboInOwl:id "CHEBI:83965"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:83970 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Cardiac_glycoside"^^xsd:string ;
    rdfs:label "cardiac glycoside"^^xsd:string ;
    definition: "Steroid lactones containing sugar residues that act on the contractile force of the cardiac muscles."^^xsd:string ;
    rdfs:subClassOf CHEBI:24400,
        CHEBI:26766,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77307 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "cardiac glycosides"^^xsd:string ;
    oboInOwl:id "CHEBI:83970"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:83976 a owl:Class ;
    rdfs:label "2-methyl fatty acid anion"^^xsd:string ;
    definition: "A methyl-branched fatty acid anion obtained by deprotonation of the carboxy group of any 2-methyl fatty acid; major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:67013 ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C3H4O2R"^^xsd:string ;
    chebi:mass "72.063"^^xsd:string ;
    chebi:monoisotopicmass "72.02113"^^xsd:string ;
    chebi:smiles "CC([*])C([O-])=O"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-methyl fatty acid(1-)"^^xsd:string,
        "2-methyl-branched fatty acid anion"^^xsd:string,
        "2-methyl-branched fatty acid(1-)"^^xsd:string,
        "a 2-methyl fatty acid"^^xsd:string ;
    oboInOwl:id "CHEBI:83976"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:83982 a owl:Class ;
    rdfs:label "L-glutamic acid derivative"^^xsd:string ;
    definition: "A proteinogenic amino acid derivative resulting from reaction of L-glutamic acid at the amino group or either of the carboxy groups, or from the replacement of any hydrogen of L-glutamic acid by a heteroatom."^^xsd:string ;
    rdfs:subClassOf CHEBI:24315,
        CHEBI:83811,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:16015 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "L-glutamic acid derivatives"^^xsd:string ;
    oboInOwl:id "CHEBI:83982"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:84055 a owl:Class ;
    rdfs:label "pentose phosphate"^^xsd:string ;
    definition: "Any phospho sugar that is the phosphate derivative of pentose."^^xsd:string ;
    rdfs:subClassOf CHEBI:33447,
        CHEBI:63409 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "pentose phosphates"^^xsd:string ;
    oboInOwl:id "CHEBI:84055"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:84087 a owl:Class ;
    rdfs:label "human urinary metabolite"^^xsd:string ;
    definition: "Any metabolite (endogenous or exogenous) found in human urine samples."^^xsd:string ;
    rdfs:subClassOf CHEBI:77746 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "human urinary metabolites"^^xsd:string ;
    oboInOwl:id "CHEBI:84087"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:84124 a owl:Class ;
    rdfs:label "D-tyrosine derivative"^^xsd:string ;
    definition: "A non-proteinogenic amino acid derivative resulting from reaction of D-tyrosine at the amino group or the carboxy group, or from the replacement of any hydrogen of D-tyrosine by a heteroatom."^^xsd:string ;
    rdfs:subClassOf CHEBI:62761,
        CHEBI:84143,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:28479 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "D-tyrosine derivatives"^^xsd:string ;
    oboInOwl:id "CHEBI:84124"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:84129 a owl:Class ;
    rdfs:label "L-valine derivative"^^xsd:string ;
    definition: "A proteinogenic amino acid derivative resulting from reaction of L-valine at the amino group or the carboxy group, or from the replacement of any hydrogen of L-valine by a heteroatom."^^xsd:string ;
    rdfs:subClassOf CHEBI:27267,
        CHEBI:83811,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:16414 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "L-valine derivatives"^^xsd:string ;
    oboInOwl:id "CHEBI:84129"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:84139 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:Myo-inositol-monophosphates"^^xsd:string ;
    rdfs:label "myo-inositol phosphate(2-)"^^xsd:string ;
    definition: "An inositol phosphate oxoanion resulting from the removal of both of the protons from the phosphate group of a myo-inositol monophosphate."^^xsd:string ;
    rdfs:subClassOf CHEBI:67140,
        CHEBI:76301,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:25448 ] ;
    chebi:charge "-2"^^xsd:string ;
    chebi:formula "C6H11O9P"^^xsd:string ;
    chebi:mass "258.12100"^^xsd:string ;
    chebi:monoisotopicmass "258.01407"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "a myo-inositol phosphate"^^xsd:string,
        "a myo-inositol phosphate (2-)"^^xsd:string ;
    oboInOwl:id "CHEBI:84139"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:84143 a owl:Class ;
    rdfs:label "D-phenylalanine derivative"^^xsd:string ;
    definition: "A non-proteinogenic amino acid derivative resulting from reaction of D-phenylalanine at the amino group or the carboxy group, or from the replacement of any hydrogen of D-phenylalanine by a heteroatom."^^xsd:string ;
    rdfs:subClassOf CHEBI:25985,
        CHEBI:83812,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:16998 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "D-phenylalanine derivatives"^^xsd:string ;
    oboInOwl:id "CHEBI:84143"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:84144 a owl:Class ;
    rdfs:label "L-phenylalanine derivative"^^xsd:string ;
    definition: "A proteinogenic amino acid derivative resulting from reaction of L-phenylalanine  at the amino group or the carboxy group, or from the replacement of any hydrogen of L-phenylalanine  by a heteroatom."^^xsd:string ;
    rdfs:subClassOf CHEBI:25985,
        CHEBI:83811,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:17295 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "L-phenylalanine derivatives"^^xsd:string ;
    oboInOwl:id "CHEBI:84144"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:84186 a owl:Class ;
    rdfs:label "L-proline derivative"^^xsd:string ;
    definition: "A proteinogenic amino acid derivative resulting from reaction of L-proline at the amino group or the carboxy group, or from the replacement of any hydrogen of L-proline  by a heteroatom."^^xsd:string ;
    rdfs:subClassOf CHEBI:26273,
        CHEBI:83811,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:17203 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "L-proline derivatives"^^xsd:string ;
    oboInOwl:id "CHEBI:84186"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:84276 a owl:Class ;
    rdfs:label "methyl phenyl(piperidin-2-yl)acetate"^^xsd:string ;
    definition: "A amino acid ester that is methyl phenylacetate in which one of the hydrogens alpha to the carbonyl group is replaced by a piperidin-2-yl group."^^xsd:string ;
    rdfs:subClassOf CHEBI:25248,
        CHEBI:26151,
        CHEBI:85139 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C14H19NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C14H19NO2/c1-17-14(16)13(11-7-3-2-4-8-11)12-9-5-6-10-15-12/h2-4,7-8,12-13,15H,5-6,9-10H2,1H3"^^xsd:string ;
    chebi:inchikey "DUGOZIWVEXMGBE-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "233.30620"^^xsd:string ;
    chebi:monoisotopicmass "233.14158"^^xsd:string ;
    chebi:smiles "COC(=O)C(C1CCCCN1)c1ccccc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "methyl phenyl(piperidin-2-yl)acetate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "alpha-phenyl-2-piperidineacetic acid methyl ester"^^xsd:string,
        "methyl alpha-phenyl-alpha-2-piperidinylacetate"^^xsd:string,
        "methyl alpha-phenyl-alpha-(2-piperidyl)acetate"^^xsd:string,
        "methyl phenidylacetate"^^xsd:string,
        "methylphenidan"^^xsd:string ;
    oboInOwl:id "CHEBI:84276"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:84363 a owl:Class ;
    rdfs:label "acarbose(1+)"^^xsd:string ;
    definition: "An organic cation obtained by protonation of the secondary amino group of acarbose; major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:25697,
        CHEBI:35274,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:2376 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C25H44NO18"^^xsd:string ;
    chebi:inchi "InChI=1S/C25H43NO18/c1-6-11(26-8-2-7(3-27)12(30)15(33)13(8)31)14(32)19(37)24(40-6)43-22-10(5-29)42-25(20(38)17(22)35)44-21-9(4-28)41-23(39)18(36)16(21)34/h2,6,8-39H,3-5H2,1H3/p+1/t6-,8+,9-,10-,11-,12-,13+,14+,15+,16-,17-,18-,19-,20-,21-,22-,23?,24-,25-/m1/s1"^^xsd:string ;
    chebi:inchikey "XUFXOAAUWZOOIT-UGEKTDRHSA-O"^^xsd:string ;
    chebi:mass "646.61220"^^xsd:string ;
    chebi:monoisotopicmass "646.25529"^^xsd:string ;
    chebi:smiles "C[C@H]1O[C@H](O[C@@H]2[C@@H](CO)O[C@H](O[C@@H]3[C@@H](CO)OC(O)[C@H](O)[C@H]3O)[C@H](O)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1[NH2+][C@H]1C=C(CO)[C@@H](O)[C@H](O)[C@H]1O"^^xsd:string ;
    oboInOwl:hasExactSynonym "4,6-dideoxy-4-{[(1S,4R,5S,6S)-4,5,6-trihydroxy-3-(hydroxymethyl)cyclohex-2-en-1-yl]azaniumyl}-alpha-D-glucopyranosyl-(1->4)-alpha-D-glucopyranosyl-(1->4)-D-glucopyranose"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "acarbose"^^xsd:string ;
    oboInOwl:id "CHEBI:84363"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:84729 a owl:Class ;
    rdfs:label "hydroxyindoles"^^xsd:string ;
    definition: "Any member of the class of  indoles carrying at least one hydroxy group."^^xsd:string ;
    rdfs:subClassOf CHEBI:24828,
        CHEBI:33822 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:84729"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:84735 a owl:Class ;
    rdfs:label "algal metabolite"^^xsd:string ;
    definition: "Any eukaryotic metabolite produced during a metabolic reaction in algae including unicellular organisms like chlorella and diatoms to multicellular organisms like giant kelps and brown algae."^^xsd:string ;
    rdfs:subClassOf CHEBI:75763 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "algal metabolites"^^xsd:string ;
    oboInOwl:id "CHEBI:84735"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:84739 a owl:Class ;
    rdfs:label "amikacin(4+)"^^xsd:string ;
    definition: "An organic cation obtained by protonation of the four free amino groups of amikacin; major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:25697,
        CHEBI:35274,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:2637 ] ;
    chebi:charge "+4"^^xsd:string ;
    chebi:formula "C22H47N5O13"^^xsd:string ;
    chebi:inchi "InChI=1S/C22H43N5O13/c23-2-1-8(29)20(36)27-7-3-6(25)18(39-22-16(34)15(33)13(31)9(4-24)37-22)17(35)19(7)40-21-14(32)11(26)12(30)10(5-28)38-21/h6-19,21-22,28-35H,1-5,23-26H2,(H,27,36)/p+4/t6-,7+,8-,9+,10+,11-,12+,13+,14+,15-,16+,17-,18+,19-,21+,22+/m0/s1"^^xsd:string ;
    chebi:inchikey "LKCWBDHBTVXHDL-RMDFUYIESA-R"^^xsd:string ;
    chebi:mass "589.63210"^^xsd:string ;
    chebi:monoisotopicmass "589.31484"^^xsd:string ;
    chebi:smiles "[NH3+]CC[C@H](O)C(=O)N[C@@H]1C[C@H]([NH3+])[C@@H](O[C@H]2O[C@H](C[NH3+])[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O[C@H]1O[C@H](CO)[C@@H](O)[C@H]([NH3+])[C@H]1O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(1S,2S,3R,4S,6R)-4-azaniumyl-3-[(6-azaniumyl-6-deoxy-alpha-D-glucopyranosyl)oxy]-6-{[(2S)-4-azaniumyl-2-hydroxybutanoyl]amino}-2-hydroxycyclohexyl 3-azaniumyl-3-deoxy-alpha-D-glucopyranoside"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:84739"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:84745 a owl:Class ;
    rdfs:label "amiloride(1+)"^^xsd:string ;
    definition: "An organic cation obtained by protonation of amiloride."^^xsd:string ;
    rdfs:subClassOf CHEBI:25697,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:2639 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C6H9ClN7O"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H8ClN7O/c7-2-4(9)13-3(8)1(12-2)5(15)14-6(10)11/h(H4,8,9,13)(H4,10,11,14,15)/p+1"^^xsd:string ;
    chebi:inchikey "XSDQTOBWRPYKKA-UHFFFAOYSA-O"^^xsd:string ;
    chebi:mass "230.63400"^^xsd:string ;
    chebi:monoisotopicmass "230.05516"^^xsd:string ;
    chebi:smiles "[H+].NC(=N)NC(=O)c1nc(Cl)c(N)nc1N"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "amiloride cation"^^xsd:string ;
    oboInOwl:id "CHEBI:84745"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:85046 a owl:Class ;
    oboInOwl:hasDbXref "PMID:21265866"^^xsd:string,
        "PMID:22132817"^^xsd:string,
        "PMID:22314516"^^xsd:string,
        "PMID:23891889"^^xsd:string,
        "PMID:23974587"^^xsd:string,
        "PMID:25535470"^^xsd:string,
        "PMID:25574195"^^xsd:string,
        "PMID:25643794"^^xsd:string,
        "Wikipedia:Skin_whitening"^^xsd:string ;
    rdfs:label "skin lightening agent"^^xsd:string ;
    definition: "Any cosmetic used to lighten the colour of skin by reducing the concentration of melanin."^^xsd:string ;
    rdfs:subClassOf CHEBI:64857 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "melanogenesis inhibitor"^^xsd:string,
        "melanogenesis inhibitors"^^xsd:string,
        "skin bleaching agent"^^xsd:string,
        "skin bleaching agents"^^xsd:string,
        "skin depigmenting agent"^^xsd:string,
        "skin depigmenting agents"^^xsd:string,
        "skin lightening agents"^^xsd:string,
        "skin whitening agent"^^xsd:string,
        "skin whitening agents"^^xsd:string ;
    oboInOwl:id "CHEBI:85046"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:85139 a owl:Class ;
    rdfs:label "beta-amino acid ester"^^xsd:string ;
    definition: "An amino acid ester resulting from the formal condensation of the carboxy group of a beta-amino acid with the hydroxy group of an alcohol or phenol."^^xsd:string ;
    rdfs:subClassOf CHEBI:46668,
        CHEBI:83812,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:33706 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "beta-amino acid esters"^^xsd:string ;
    oboInOwl:id "CHEBI:85139"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:85234 a owl:Class ;
    rdfs:label "human blood serum metabolite"^^xsd:string ;
    definition: "Any metabolite (endogenous or exogenous) found in human blood serum samples."^^xsd:string ;
    rdfs:subClassOf CHEBI:77746 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "human blood serum metabolites"^^xsd:string ;
    oboInOwl:id "CHEBI:85234"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:85281 a owl:Class ;
    rdfs:label "N-(polyunsaturated fatty acyl)ethanolamine"^^xsd:string ;
    definition: "An N-acylethanolamine resulting from the formal condensation of the carboxy group of any polyunsaturated fatty acid with the amino group of ethanolamine."^^xsd:string ;
    rdfs:subClassOf CHEBI:167098,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:26208 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C3H6NO2R"^^xsd:string ;
    chebi:mass "88.085"^^xsd:string ;
    chebi:monoisotopicmass "88.03985"^^xsd:string ;
    chebi:smiles "OCCNC([*])=O"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "N-polyunsaturated fatty acyl-ethanolamine"^^xsd:string,
        "polyunsaturated fatty acid 2-hydroxyethylamide"^^xsd:string,
        "polyunsaturated fatty acid 2-hydroxyethylamides"^^xsd:string,
        "polyunsaturated fatty acyl ethanolamide"^^xsd:string,
        "polyunsaturated fatty acyl ethanolamide s"^^xsd:string ;
    oboInOwl:id "CHEBI:85281"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:86297 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:CPD-17566"^^xsd:string,
        "Reaxys:3595189"^^xsd:string ;
    rdfs:label "picrate anion"^^xsd:string ;
    definition: "A phenolate anion resulting from deprotonation of the phenolic hydroxy group of picric acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:50525,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:46149 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C6H2N3O7"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H3N3O7/c10-6-4(8(13)14)1-3(7(11)12)2-5(6)9(15)16/h1-2,10H/p-1"^^xsd:string ;
    chebi:inchikey "OXNIZHLAWKMVMX-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "228.09650"^^xsd:string ;
    chebi:monoisotopicmass "227.98982"^^xsd:string ;
    chebi:smiles "[O-]c1c(cc(cc1[N+]([O-])=O)[N+]([O-])=O)[N+]([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "2,4,6-trinitrophenolate"^^xsd:string,
        "2,4,6-trinitrophenoxide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2,4,6-trinitrophenolate ion"^^xsd:string,
        "2,4,6-trinitrophenoxide ion"^^xsd:string,
        "picrate"^^xsd:string,
        "picrate ion"^^xsd:string ;
    oboInOwl:id "CHEBI:86297"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:86323 a owl:Class ;
    rdfs:label "conazole antifungal agent"^^xsd:string ;
    definition: "A compound that has a structure that is related to miconazole, contains an azole (imidazole or triazole) moiety, and has significant systemic antifungal properties.  They inhibit cytochrome P450-dependent enzymes (particularly C14-demethylase) involved in the biosynthesis of ergosterol, which is required for fungal cell membrane structure and function."^^xsd:string ;
    rdfs:subClassOf CHEBI:68452,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35718 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:75282 ] ;
    oboInOwl:hasAlternativeId "CHEBI:60593"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "azole antibiotic"^^xsd:string,
        "azole antibiotics"^^xsd:string,
        "conazole antifungal agents"^^xsd:string ;
    oboInOwl:id "CHEBI:86323"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:86324 a owl:Class ;
    rdfs:label "quinolone antibiotic"^^xsd:string ;
    definition: "An organonitrogen heterocyclic antibiotic whose structure contains a quinolone or quinolone-related skeleton."^^xsd:string ;
    rdfs:subClassOf CHEBI:25558 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "quinolone antibiotics"^^xsd:string ;
    oboInOwl:id "CHEBI:86324"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:86327 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Antifungal"^^xsd:string ;
    rdfs:label "antifungal drug"^^xsd:string ;
    definition: "Any antifungal agent used to prevent or treat fungal infections in humans or animals."^^xsd:string ;
    rdfs:subClassOf CHEBI:35441,
        CHEBI:35718 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "anti-fungal drug"^^xsd:string,
        "anti-fungal drugs"^^xsd:string,
        "anti-fungal medication"^^xsd:string,
        "anti-fungal medications"^^xsd:string,
        "antifungal drugs"^^xsd:string,
        "antifungal medication"^^xsd:string,
        "antifungal medications"^^xsd:string,
        "pharmaceutical fungicide"^^xsd:string,
        "pharmaceutical fungicides"^^xsd:string ;
    oboInOwl:id "CHEBI:86327"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:86328 a owl:Class ;
    rdfs:label "antifungal agrochemical"^^xsd:string ;
    definition: "Any substance used in acriculture, horticulture, forestry, etc. for its fungicidal properties."^^xsd:string ;
    rdfs:subClassOf CHEBI:24127,
        CHEBI:33286 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "agrichemical fungicide"^^xsd:string,
        "agrichemical fungicides"^^xsd:string,
        "agrochemical fungicide"^^xsd:string,
        "agrochemical fungicides"^^xsd:string,
        "anti-fungal agrichemical"^^xsd:string,
        "anti-fungal agrichemicals"^^xsd:string,
        "anti-fungal agrochemical"^^xsd:string,
        "anti-fungal agrochemicals"^^xsd:string,
        "antifungal agrichemical"^^xsd:string,
        "antifungal agrichemicals"^^xsd:string,
        "antifungal agrochemicals"^^xsd:string ;
    oboInOwl:id "CHEBI:86328"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:86383 a owl:Class ;
    rdfs:label "EC 5.3.3.* (intramolecular oxidase transposing C=C bonds) inhibitor"^^xsd:string ;
    definition: "An EC 5.3.* (intramolecular oxidoreductase) inhibitor that inhibits the action of any such enzyme that transposes C=C bonds (EC 5.3.3.*)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76694 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "EC 5.3.3.* (intramolecular oxidase transposing C=C bonds) inhibitors"^^xsd:string,
        "EC 5.3.3.* inhibitor"^^xsd:string,
        "EC 5.3.3.* inhibitors"^^xsd:string,
        "intramolecular oxidase transposing C=C bonds inhibitor (EC 5.3.3.*) inhibitor"^^xsd:string,
        "intramolecular oxidase transposing C=C bonds inhibitor (EC 5.3.3.*) inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:86383"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:86385 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Cholestenol_Delta-isomerase"^^xsd:string ;
    rdfs:label "EC 5.3.3.5 (cholestenol Delta-isomerase) inhibitor"^^xsd:string ;
    definition: "An EC 5.3.3.* (intramolecular oxidase transposing C=C bonds) inhibitor that interferes with the action of a cholestenol Delta-isomerase (EC 5.3.3.5)."^^xsd:string ;
    rdfs:subClassOf CHEBI:86383 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "cholestenol Delta-isomerase (EC 5.3.3.5) inhibitor"^^xsd:string,
        "cholestenol Delta-isomerase (EC 5.3.3.5) inhibitors"^^xsd:string,
        "Delta(7)-cholestenol Delta(7)-Delta(8)-isomerase inhibitor"^^xsd:string,
        "Delta(7)-cholestenol Delta(7)-Delta(8)-isomerase inhibitors"^^xsd:string,
        "EC 5.3.3.5 (cholestenol Delta-isomerase) inhibitors"^^xsd:string,
        "EC 5.3.3.5 inhibitor"^^xsd:string,
        "EC 5.3.3.5 inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:86385"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:86420 a owl:Class ;
    rdfs:label "imidazole antifungal agent"^^xsd:string ;
    definition: "A compound that has significant antifungal properties whose structure contains an imidazole moiety."^^xsd:string ;
    rdfs:subClassOf CHEBI:24780,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35718 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "imidazole antifungal agents"^^xsd:string ;
    oboInOwl:id "CHEBI:86420"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:86421 a owl:Class ;
    rdfs:label "2-nitrophenols"^^xsd:string ;
    definition: "A mononitrophenol that is 2-nitrophenol and its derivatives resulting from substitution of one or more of the hydrogens attached to the benzene ring by a non-nitro group."^^xsd:string ;
    rdfs:subClassOf CHEBI:39362 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:86421"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:86426 a owl:Class ;
    rdfs:label "triazole antifungal agent"^^xsd:string ;
    definition: "A member of the class of triazole that has significant antifungal properties."^^xsd:string ;
    rdfs:subClassOf CHEBI:35727,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35718 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "triazole antifungal agents"^^xsd:string ;
    oboInOwl:id "CHEBI:86426"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:86478 a owl:Class ;
    rdfs:label "antibiotic antifungal agent"^^xsd:string ;
    definition: "Heteroorganic entities that are microbial metabolites (or compounds derived from them) which have significant antifungal properties."^^xsd:string ;
    rdfs:subClassOf CHEBI:33285,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35718 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "antibiotic antifungal agents"^^xsd:string ;
    oboInOwl:id "CHEBI:86478"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:86990 a owl:Class ;
    oboInOwl:hasDbXref "LINCS:LSM-1449"^^xsd:string,
        "VSDB:1851"^^xsd:string ;
    rdfs:label "N-methyl-3-phenyl-3-[4-(trifluoromethyl)phenoxy]propan-1-amine"^^xsd:string ;
    definition: "An aromatic ether consisting of 4-trifluoromethylphenol in which the hydrogen of the phenolic hydroxy group is replaced by a 3-(methylamino)-1-phenylpropyl group."^^xsd:string ;
    rdfs:subClassOf CHEBI:35618,
        CHEBI:50995,
        CHEBI:83565 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C17H18F3NO"^^xsd:string ;
    chebi:inchi "InChI=1S/C17H18F3NO/c1-21-12-11-16(13-5-3-2-4-6-13)22-15-9-7-14(8-10-15)17(18,19)20/h2-10,16,21H,11-12H2,1H3"^^xsd:string ;
    chebi:inchikey "RTHCYVBBDHJXIQ-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "309.32610"^^xsd:string ;
    chebi:monoisotopicmass "309.13405"^^xsd:string ;
    chebi:smiles "CNCCC(Oc1ccc(cc1)C(F)(F)F)c1ccccc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "N-methyl-3-phenyl-3-[4-(trifluoromethyl)phenoxy]propan-1-amine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:86990"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:86991 a owl:Class ;
    oboInOwl:hasDbXref "CAS:100568-03-4"^^xsd:string,
        "PMID:19144769"^^xsd:string,
        "PMID:19788198"^^xsd:string,
        "PMID:20663810"^^xsd:string,
        "PMID:22903652"^^xsd:string,
        "PMID:22923967"^^xsd:string,
        "PMID:23885544"^^xsd:string,
        "PMID:24464553"^^xsd:string,
        "PMID:24997906"^^xsd:string,
        "Reaxys:4356432"^^xsd:string ;
    rdfs:label "(R)-fluoxetine"^^xsd:string ;
    definition: "An N-methyl-3-phenyl-3-[4-(trifluoromethyl)phenoxy]propan-1-amine that has R configuration. [The antidepressant drug fluoxetine is a racemate comprising equimolar amounts of (R)- and (S)-fluoxetine]."^^xsd:string ;
    rdfs:subClassOf CHEBI:86990,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:86993 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:86992 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35469 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50949 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C17H18F3NO"^^xsd:string ;
    chebi:inchi "InChI=1S/C17H18F3NO/c1-21-12-11-16(13-5-3-2-4-6-13)22-15-9-7-14(8-10-15)17(18,19)20/h2-10,16,21H,11-12H2,1H3/t16-/m1/s1"^^xsd:string ;
    chebi:inchikey "RTHCYVBBDHJXIQ-MRXNPFEDSA-N"^^xsd:string ;
    chebi:mass "309.32610"^^xsd:string ;
    chebi:monoisotopicmass "309.13405"^^xsd:string ;
    chebi:smiles "CNCC[C@@H](Oc1ccc(cc1)C(F)(F)F)c1ccccc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "(3R)-N-methyl-3-phenyl-3-[4-(trifluoromethyl)phenoxy]propan-1-amine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(+)-fluoxetine"^^xsd:string,
        "(R)-(+)-fluoxetine"^^xsd:string,
        "(R)-N-methyl-3-(4-trifluoromethylphenoxy)-3-phenylpropylamine"^^xsd:string,
        "(R)-N-methyl-3-(4-trifluoromethylphenyloxy)-3-(phenyl)propylamine"^^xsd:string,
        "(R)-N-methyl-3-phenyl-3-[(alpha,alpha,alpha-trifluoro-p-tolyl)oxy]propylamine"^^xsd:string,
        "(R)-N-methyl-gamma-(4-trifluoromethylphenoxy)-3-phenylpropylamine"^^xsd:string,
        "(R)-Prozac"^^xsd:string ;
    oboInOwl:id "CHEBI:86991"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:86992 a owl:Class ;
    oboInOwl:hasDbXref "PMID:19144769"^^xsd:string,
        "PMID:19788198"^^xsd:string,
        "PMID:20663810"^^xsd:string,
        "PMID:22903652"^^xsd:string,
        "PMID:22923967"^^xsd:string,
        "PMID:23885544"^^xsd:string,
        "PMID:24464553"^^xsd:string,
        "PMID:24997906"^^xsd:string,
        "Reaxys:4356433"^^xsd:string ;
    rdfs:label "(S)-fluoxetine"^^xsd:string ;
    definition: "An N-methyl-3-phenyl-3-[4-(trifluoromethyl)phenoxy]propan-1-amine that has S configuration. [The antidepressant drug fluoxetine is a racemate comprising equimolar amounts of (R)- and (S)-fluoxetine]."^^xsd:string ;
    rdfs:subClassOf CHEBI:86990,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:86995 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:86991 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35469 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50949 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C17H18F3NO"^^xsd:string ;
    chebi:inchi "InChI=1S/C17H18F3NO/c1-21-12-11-16(13-5-3-2-4-6-13)22-15-9-7-14(8-10-15)17(18,19)20/h2-10,16,21H,11-12H2,1H3/t16-/m0/s1"^^xsd:string ;
    chebi:inchikey "RTHCYVBBDHJXIQ-INIZCTEOSA-N"^^xsd:string ;
    chebi:mass "309.32610"^^xsd:string ;
    chebi:monoisotopicmass "309.13405"^^xsd:string ;
    chebi:smiles "CNCC[C@H](Oc1ccc(cc1)C(F)(F)F)c1ccccc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "(3S)-N-methyl-3-phenyl-3-[4-(trifluoromethyl)phenoxy]propan-1-amine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(-)-fluoxetine"^^xsd:string,
        "(S)-(-)-fluoxetine"^^xsd:string,
        "(S)-N-methyl-3-(4-trifluoromethylphenoxy)-3-phenylpropylamine"^^xsd:string,
        "(S)-N-methyl-3-(4-trifluoromethylphenyloxy)-3-(phenyl)propylamine"^^xsd:string,
        "(S)-N-methyl-3-phenyl-3-[(alpha,alpha,alpha-trifluoro-p-tolyl)oxy]propylamine"^^xsd:string,
        "(S)-N-methyl-gamma-(4-trifluoromethylphenoxy)-3-phenylpropylamine"^^xsd:string,
        "(S)-Prozac"^^xsd:string ;
    oboInOwl:id "CHEBI:86992"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:86993 a owl:Class ;
    oboInOwl:hasDbXref "Reaxys:25263171"^^xsd:string ;
    rdfs:label "(R)-fluoxetine(1+)"^^xsd:string ;
    definition: "An organic cation resulting from the protonation of the amino group of (R)-fluoxetine."^^xsd:string ;
    rdfs:subClassOf CHEBI:25697,
        CHEBI:35274,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:86991 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:86995 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C17H19F3NO"^^xsd:string ;
    chebi:inchi "InChI=1S/C17H18F3NO/c1-21-12-11-16(13-5-3-2-4-6-13)22-15-9-7-14(8-10-15)17(18,19)20/h2-10,16,21H,11-12H2,1H3/p+1/t16-/m1/s1"^^xsd:string ;
    chebi:inchikey "RTHCYVBBDHJXIQ-MRXNPFEDSA-O"^^xsd:string ;
    chebi:mass "310.33350"^^xsd:string ;
    chebi:monoisotopicmass "310.14133"^^xsd:string ;
    chebi:smiles "C[NH2+]CC[C@@H](Oc1ccc(cc1)C(F)(F)F)c1ccccc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "(3R)-N-methyl-3-phenyl-3-[4-(trifluoromethyl)phenoxy]propan-1-aminium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(+)-fluoxetine(1+)"^^xsd:string ;
    oboInOwl:id "CHEBI:86993"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:86995 a owl:Class ;
    oboInOwl:hasDbXref "Reaxys:25263174"^^xsd:string ;
    rdfs:label "(S)-fluoxetine(1+)"^^xsd:string ;
    definition: "An organic cation resulting from the protonation of the amino group of (S)-fluoxetine."^^xsd:string ;
    rdfs:subClassOf CHEBI:25697,
        CHEBI:35274,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:86992 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:86993 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C17H19F3NO"^^xsd:string ;
    chebi:inchi "InChI=1S/C17H18F3NO/c1-21-12-11-16(13-5-3-2-4-6-13)22-15-9-7-14(8-10-15)17(18,19)20/h2-10,16,21H,11-12H2,1H3/p+1/t16-/m0/s1"^^xsd:string ;
    chebi:inchikey "RTHCYVBBDHJXIQ-INIZCTEOSA-O"^^xsd:string ;
    chebi:mass "310.33350"^^xsd:string ;
    chebi:monoisotopicmass "310.14133"^^xsd:string ;
    chebi:smiles "C[NH2+]CC[C@H](Oc1ccc(cc1)C(F)(F)F)c1ccccc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "(3S)-N-methyl-3-phenyl-3-[4-(trifluoromethyl)phenoxy]propan-1-aminium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(-)-fluoxetine(1+)"^^xsd:string ;
    oboInOwl:id "CHEBI:86995"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:87034 a owl:Class ;
    rdfs:label "aromatic fungicide"^^xsd:string ;
    definition: "An organic aromatic compound that has been used as a fungicide."^^xsd:string ;
    rdfs:subClassOf CHEBI:33659,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:24127 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "aromatic fungicides"^^xsd:string ;
    oboInOwl:id "CHEBI:87034"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:87036 a owl:Class ;
    rdfs:label "benzimidazole fungicide"^^xsd:string ;
    definition: "Compounds that contain a benzimidazole moiety as a key feature of their structure and which have been used as fungicides."^^xsd:string ;
    rdfs:subClassOf CHEBI:22715,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:24127 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "benzimidazole fungicides"^^xsd:string ;
    oboInOwl:id "CHEBI:87036"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:87039 a owl:Class ;
    rdfs:label "bridged diphenyl fungicide"^^xsd:string ;
    definition: "Any organic aromatic compound containing two phenyl (or substituted phenyl) groups attached to a single carbon or heteroatom and which has been used as a fungicide."^^xsd:string ;
    rdfs:subClassOf CHEBI:60644,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:24127 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "bridged diphenyl fungicides"^^xsd:string ;
    oboInOwl:id "CHEBI:87039"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:87061 a owl:Class ;
    rdfs:label "carbamate fungicide"^^xsd:string ;
    definition: "Compounds that contain a carbamate ester moiety as a key feature of their structure and which have been used as fungicides."^^xsd:string ;
    rdfs:subClassOf CHEBI:23003,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:24127 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "carbamate fungicides"^^xsd:string ;
    oboInOwl:id "CHEBI:87061"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:87064 a owl:Class ;
    rdfs:label "benzimidazolylcarbamate fungicide"^^xsd:string ;
    definition: "Any carbamate fungicide that contains a benzimidazolyl group attached to the nitrogen of the carbamate moiety."^^xsd:string ;
    rdfs:subClassOf CHEBI:22715,
        CHEBI:87061 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "benzimidazolylcarbamate fungicides"^^xsd:string ;
    oboInOwl:id "CHEBI:87064"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:87069 a owl:Class ;
    rdfs:label "imidazole antifungal drug"^^xsd:string ;
    definition: "Any imidazole antifungal agent that has been used for the treatment of fungal infections in humans or animals."^^xsd:string ;
    rdfs:subClassOf CHEBI:86420,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:86327 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "imidazole antifungal drugs"^^xsd:string ;
    oboInOwl:id "CHEBI:87069"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:87071 a owl:Class ;
    rdfs:label "conazole antifungal drug"^^xsd:string ;
    definition: "Any conazole antifungal agent that has been used for the treatment of fungal infections in animals or humans."^^xsd:string ;
    rdfs:subClassOf CHEBI:86323,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:86327 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "conazole antifungal drugs"^^xsd:string ;
    oboInOwl:id "CHEBI:87071"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:87101 a owl:Class ;
    rdfs:label "triazole antifungal drug"^^xsd:string ;
    definition: "Any triazole antifungal agent that has been used for the treatment of fungal infections in humans or animals."^^xsd:string ;
    rdfs:subClassOf CHEBI:86426,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:86327 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "triazole antifungal drugs"^^xsd:string ;
    oboInOwl:id "CHEBI:87101"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:87113 a owl:Class ;
    rdfs:label "antibiotic antifungal drug"^^xsd:string ;
    definition: "Any antibiotic antifungal agent used to treat fungal infections in humans or animals."^^xsd:string ;
    rdfs:subClassOf CHEBI:86478,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:86327 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "antibiotic antifungal drugs"^^xsd:string ;
    oboInOwl:id "CHEBI:87113"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:87114 a owl:Class ;
    rdfs:label "antibiotic fungicide"^^xsd:string ;
    definition: "Any antibiotic antifungal agent that has been used as a fungicide."^^xsd:string ;
    rdfs:subClassOf CHEBI:86478,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:24127 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "antibiotic fungicides"^^xsd:string ;
    oboInOwl:id "CHEBI:87114"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:87128 a owl:Class ;
    rdfs:label "benzofuran antifungal drug"^^xsd:string ;
    definition: "Any member of the class of benzofurans which has been used as an antifungal drug."^^xsd:string ;
    rdfs:subClassOf CHEBI:35259,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:86327 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "benzofuran antifungal drugs"^^xsd:string ;
    oboInOwl:id "CHEBI:87128"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:87204 a owl:Class ;
    rdfs:label "pyrimidine antifungal agent"^^xsd:string ;
    definition: "A member of the class of pyrimidines that has significant antifungal properties."^^xsd:string ;
    rdfs:subClassOf CHEBI:39447,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35718 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "pyrimidine antifungal agents"^^xsd:string ;
    oboInOwl:id "CHEBI:87204"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:87205 a owl:Class ;
    rdfs:label "pyrimidine antifungal drug"^^xsd:string ;
    definition: "Any pyrimidine antifungal agent that has been used for the treatment of fungal infections in humans or animals."^^xsd:string ;
    rdfs:subClassOf CHEBI:87204,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:86327 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "pyrimidine antifungal drugs"^^xsd:string ;
    oboInOwl:id "CHEBI:87205"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:87211 a owl:Class ;
    oboInOwl:hasDbXref "PMID:8386356"^^xsd:string,
        "PMID:24947193"^^xsd:string,
        "PMID:25226071"^^xsd:string ;
    rdfs:label "fluoroquinolone antibiotic"^^xsd:string ;
    definition: "An organonitrogen heterocyclic antibiotic containing a quinolone (or quinolone-like) moiety and which have a fluorine atom attached to the central ring system."^^xsd:string ;
    rdfs:subClassOf CHEBI:25558,
        CHEBI:37143 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "fluoroquinolone antibiotics"^^xsd:string ;
    oboInOwl:id "CHEBI:87211"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:87228 a owl:Class ;
    oboInOwl:hasDbXref "PMID:24443047"^^xsd:string,
        "PMID:24928456"^^xsd:string,
        "PMID:25064257"^^xsd:string,
        "PMID:25796473"^^xsd:string,
        "PMID:26177406"^^xsd:string,
        "Wikipedia:Sulfonamide_(medicine)"^^xsd:string ;
    rdfs:label "sulfonamide antibiotic"^^xsd:string ;
    definition: "A class of sulfonamides whose members generally have bacteriostatic antibiotic properties."^^xsd:string ;
    rdfs:subClassOf CHEBI:35358,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:33281 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "sulfonamide antibiotics"^^xsd:string,
        "sulfonamide antimicrobial agent"^^xsd:string,
        "sulfonamide antimicrobial agents"^^xsd:string,
        "sulphonamide antibiotic"^^xsd:string,
        "sulphonamide antibiotics"^^xsd:string ;
    oboInOwl:id "CHEBI:87228"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:87230 a owl:Class ;
    oboInOwl:hasDbXref "AGR:IND44688035"^^xsd:string,
        "PMID:15776153"^^xsd:string,
        "PMID:16999120"^^xsd:string,
        "PMID:17691006"^^xsd:string,
        "PMID:23785991"^^xsd:string,
        "PMID:25437357"^^xsd:string,
        "Wikipedia:Nitrofuran"^^xsd:string ;
    rdfs:label "nitrofuran antibiotic"^^xsd:string ;
    definition: "A member of the class of furans in which the furan ring is substituted by a nitro group and which also has significant antibiotic properties."^^xsd:string ;
    rdfs:subClassOf CHEBI:24129,
        CHEBI:25558,
        CHEBI:25807,
        CHEBI:35716 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "nitrofuran antibiotics"^^xsd:string,
        "nitrofuran antimicrobial agent"^^xsd:string,
        "nitrofuran antimicrobial agents"^^xsd:string ;
    oboInOwl:id "CHEBI:87230"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:87518 a owl:Class ;
    oboInOwl:hasDbXref "Reaxys:7558006"^^xsd:string ;
    rdfs:label "ADP(2-)"^^xsd:string ;
    definition: "An organophosphate oxoanion obtained by deprotonation of two of the three diphosphate OH groups of adenosine 5'-diphosphate."^^xsd:string ;
    rdfs:subClassOf CHEBI:58945,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:456216 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:16761 ] ;
    chebi:charge "-2"^^xsd:string ;
    chebi:formula "C10H13N5O10P2"^^xsd:string ;
    chebi:inchi "InChI=1S/C10H15N5O10P2/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(24-10)1-23-27(21,22)25-26(18,19)20/h2-4,6-7,10,16-17H,1H2,(H,21,22)(H2,11,12,13)(H2,18,19,20)/p-2/t4-,6-,7-,10-/m1/s1"^^xsd:string ;
    chebi:inchikey "XTWYTFMLZFPYCI-KQYNXXCUSA-L"^^xsd:string ;
    chebi:mass "425.18630"^^xsd:string ;
    chebi:monoisotopicmass "425.01486"^^xsd:string ;
    chebi:smiles "Nc1ncnc2n(cnc12)[C@@H]1O[C@H](COP([O-])(=O)OP(O)([O-])=O)[C@@H](O)[C@H]1O"^^xsd:string ;
    oboInOwl:hasExactSynonym "5'-O-{[(hydroxyphosphinato)oxy]phosphinato}adenosine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:87518"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:87631 a owl:Class ;
    oboInOwl:hasDbXref "PMID:1464741"^^xsd:string,
        "PMID:15531285"^^xsd:string,
        "PMID:20467214"^^xsd:string,
        "PMID:25488134"^^xsd:string,
        "PMID:25655639"^^xsd:string,
        "PMID:25808421"^^xsd:string,
        "PMID:25894795"^^xsd:string,
        "PMID:26002574"^^xsd:string,
        "Wikipedia:Statin"^^xsd:string ;
    rdfs:label "statin"^^xsd:string ;
    definition: "Any organooxygen compound whose structure is related to compactin (mevastatin) and which may be used as an anticholesteremic drug due its EC 1.1.1.34/EC 1.1.1.88 (hydroxymethylglutaryl-CoA reductase) inhibitory properties."^^xsd:string ;
    rdfs:subClassOf CHEBI:36963,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35664 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35821 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "statins"^^xsd:string ;
    oboInOwl:id "CHEBI:87631"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:87632 a owl:Class ;
    oboInOwl:hasDbXref "Patent:WO9832751"^^xsd:string,
        "PMID:1464741"^^xsd:string,
        "PMID:20467214"^^xsd:string,
        "PMID:21697731"^^xsd:string,
        "PMID:22060290"^^xsd:string,
        "PMID:22302254"^^xsd:string ;
    rdfs:label "statin (naturally occurring)"^^xsd:string ;
    definition: "Any statin that occurs in nature. The class includes compactin (also known as mevastatin), isolated from a fermentation broth of Penicillium citrinum, and lovastatin, isolated from Aspergillus terreus."^^xsd:string ;
    rdfs:subClassOf CHEBI:87631,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:25212 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "naturally occurring statin"^^xsd:string,
        "naturally occurring statins"^^xsd:string,
        "statins (naturally occurring)"^^xsd:string ;
    oboInOwl:id "CHEBI:87632"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:87633 a owl:Class ;
    oboInOwl:hasDbXref "PMID:1464741"^^xsd:string,
        "PMID:20467214"^^xsd:string ;
    rdfs:label "statin (semi-synthetic)"^^xsd:string ;
    definition: "A statin that is derived from a naturally occurring statin by partial chemical synthesis."^^xsd:string ;
    rdfs:subClassOf CHEBI:72588,
        CHEBI:87631 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "semi-synthetic statin"^^xsd:string,
        "semi-synthetic statins"^^xsd:string,
        "statins (semi-synthetic)"^^xsd:string ;
    oboInOwl:id "CHEBI:87633"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:87635 a owl:Class ;
    oboInOwl:hasDbXref "PMID:1464741"^^xsd:string,
        "PMID:11464449"^^xsd:string,
        "PMID:16059807"^^xsd:string,
        "PMID:20467214"^^xsd:string ;
    rdfs:label "statin (synthetic)"^^xsd:string ;
    definition: "A statin which does not occur naturally and which is not obtained by chemical transformation of a naturally occurring statin."^^xsd:string ;
    rdfs:subClassOf CHEBI:87631 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "statins (synthetic)"^^xsd:string,
        "synthetic statin"^^xsd:string,
        "synthetic statins"^^xsd:string ;
    oboInOwl:id "CHEBI:87635"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:87732 a owl:Class ;
    rdfs:label "4-hydroxy-3-(3-oxo-1-phenylbutyl)-1-benzopyran-2-one"^^xsd:string ;
    definition: "A member of the class of coumarins that is 4-hydroxycoumarin which is substituted at position 3 by a 1-phenyl-3-oxo-1-butyl group."^^xsd:string ;
    rdfs:subClassOf CHEBI:22712,
        CHEBI:37912,
        CHEBI:51867 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C19H16O4"^^xsd:string ;
    chebi:inchi "InChI=1S/C19H16O4/c1-12(20)11-15(13-7-3-2-4-8-13)17-18(21)14-9-5-6-10-16(14)23-19(17)22/h2-10,15,21H,11H2,1H3"^^xsd:string ;
    chebi:inchikey "PJVWKTKQMONHTI-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "308.329"^^xsd:string ;
    chebi:monoisotopicmass "308.10486"^^xsd:string ;
    chebi:smiles "C1=CC=CC2=C1C(=C(C(O2)=O)C(CC(C)=O)C3=CC=CC=C3)O"^^xsd:string ;
    oboInOwl:hasExactSynonym "4-hydroxy-3-(3-oxo-1-phenylbutyl)-2H-chromen-2-one"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-(4'-hydroxy-3'-coumarinyl)-1-phenyl-3-butanone"^^xsd:string,
        "2H-1-Benzopyran-2-one, 4-hydroxy-3-(3-oxo-1-phenylbutyl)-"^^xsd:string,
        "3-(1'-phenyl-2'-acetylethyl)-4-hydroxycoumarin"^^xsd:string,
        "3-(acetonylbenzyl)-4-hydroxycoumarin"^^xsd:string,
        "3-(alpha-acetonylbenzyl)-4-hydroxycoumarin"^^xsd:string,
        "3-(alpha-phenyl-beta-acetylaethyl)-4-hydroxycumarin"^^xsd:string,
        "3-(alpha-phenyl-beta-acetylethyl)-4-hydroxycoumarin"^^xsd:string,
        "4-Hydroxy-3-(3-oxo-1-phenyl-butyl)-cumarin"^^xsd:string,
        "4-hydroxy-3-(3-oxo-1-phenylbutyl)-2H-1-benzopyran-2-one"^^xsd:string,
        "4-hydroxy-3-(3-oxo-1-phenylbutyl)coumarin"^^xsd:string,
        "(Phenyl-1 acetyl-2 ethyl) 3-hydroxy-4 coumarine"^^xsd:string ;
    oboInOwl:id "CHEBI:87732"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:87737 a owl:Class ;
    oboInOwl:hasDbXref "CAS:5543-58-8"^^xsd:string,
        "DrugBank:DB08496"^^xsd:string,
        "PDBeChem:RWF"^^xsd:string,
        "PMID:7354137"^^xsd:string,
        "PMID:21949493"^^xsd:string,
        "PMID:22493814"^^xsd:string,
        "PMID:24962085"^^xsd:string,
        "PMID:26142522"^^xsd:string,
        "PMID:26161443"^^xsd:string,
        "PMID:28735507"^^xsd:string,
        "PMID:31608877"^^xsd:string,
        "PMID:34579096"^^xsd:string,
        "PMID:37122027"^^xsd:string,
        "PMID:37598356"^^xsd:string,
        "Reaxys:4298023"^^xsd:string ;
    rdfs:label "(R)-warfarin"^^xsd:string ;
    definition: "A 4-hydroxy-3-(3-oxo-1-phenylbutyl)-2H-1-benzopyran-2-one that has (R)-configuration (the racemate is warfarin, an anticoagulant drug and rodenticide)."^^xsd:string ;
    rdfs:subClassOf CHEBI:87732,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:87743 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:87738 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C19H16O4"^^xsd:string ;
    chebi:inchi "InChI=1S/C19H16O4/c1-12(20)11-15(13-7-3-2-4-8-13)17-18(21)14-9-5-6-10-16(14)23-19(17)22/h2-10,15,21H,11H2,1H3/t15-/m1/s1"^^xsd:string ;
    chebi:inchikey "PJVWKTKQMONHTI-OAHLLOKOSA-N"^^xsd:string ;
    chebi:mass "308.329"^^xsd:string ;
    chebi:monoisotopicmass "308.10486"^^xsd:string ;
    chebi:smiles "C1=CC=CC2=C1C(=C(C(O2)=O)[C@H](CC(C)=O)C3=CC=CC=C3)O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:45582"^^xsd:string ;
    oboInOwl:hasExactSynonym "4-hydroxy-3-[(1R)-3-oxo-1-phenylbutyl]-2H-1-benzopyran-2-one"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "4-hydroxy-3-[(1R)-3-oxo-1-phenylbutyl]-2H-chromen-2-one"^^xsd:string,
        "(+)-(R)-warfarin"^^xsd:string,
        "(+)-warfarin"^^xsd:string,
        "(R)-4-hydroxy-3-(3-oxo-1-phenylbutyl)-2-benzopyrone"^^xsd:string,
        "(R)-4-hydroxy-3-(3-oxo-1-phenylbutyl)-2H-1-benzopyran-2-one"^^xsd:string,
        "(R)-4-hydroxy-3-(3-oxo-1-phenylbutyl)-2H-chromen-2-one"^^xsd:string,
        "(R)-(+)-warfarin"^^xsd:string,
        "Dextrowarfarin"^^xsd:string,
        "R-wafarin"^^xsd:string ;
    oboInOwl:id "CHEBI:87737"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:87738 a owl:Class ;
    oboInOwl:hasDbXref "CAS:5543-57-7"^^xsd:string,
        "DrugBank:DB14055"^^xsd:string,
        "KEGG:C20129"^^xsd:string,
        "LINCS:LSM-5404"^^xsd:string,
        "PDBeChem:SWF"^^xsd:string,
        "PMID:7354137"^^xsd:string,
        "PMID:21949493"^^xsd:string,
        "PMID:22493814"^^xsd:string,
        "PMID:24962085"^^xsd:string,
        "PMID:26142522"^^xsd:string,
        "PMID:26161443"^^xsd:string,
        "PMID:29433307"^^xsd:string,
        "PMID:32601017"^^xsd:string,
        "PMID:32680916"^^xsd:string,
        "PMID:33341662"^^xsd:string,
        "PMID:33754183"^^xsd:string,
        "PMID:34579970"^^xsd:string,
        "PMID:35426132"^^xsd:string,
        "PMID:35699912"^^xsd:string,
        "PMID:35798369"^^xsd:string,
        "PMID:36914276"^^xsd:string,
        "PMID:37598356"^^xsd:string,
        "Reaxys:4298024"^^xsd:string ;
    rdfs:label "(S)-warfarin"^^xsd:string ;
    definition: "A 4-hydroxy-3-(3-oxo-1-phenylbutyl)-2H-1-benzopyran-2-one that has (S)-configuration (the racemate is warfarin, an anticoagulant drug and rodenticide)."^^xsd:string ;
    rdfs:subClassOf CHEBI:87732,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:87744 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:87737 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C19H16O4"^^xsd:string ;
    chebi:inchi "InChI=1S/C19H16O4/c1-12(20)11-15(13-7-3-2-4-8-13)17-18(21)14-9-5-6-10-16(14)23-19(17)22/h2-10,15,21H,11H2,1H3/t15-/m0/s1"^^xsd:string ;
    chebi:inchikey "PJVWKTKQMONHTI-HNNXBMFYSA-N"^^xsd:string ;
    chebi:mass "308.329"^^xsd:string ;
    chebi:monoisotopicmass "308.10486"^^xsd:string ;
    chebi:smiles "C1=CC=CC2=C1C(=C(C(O2)=O)[C@@H](CC(C)=O)C3=CC=CC=C3)O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:45816"^^xsd:string ;
    oboInOwl:hasExactSynonym "4-hydroxy-3-[(1S)-3-oxo-1-phenylbutyl]-2H-1-benzopyran-2-one"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "4-hydroxy-3-[(1S)-3-oxo-1-phenylbutyl]-2H-chromen-2-one"^^xsd:string,
        "(-)-warfarin"^^xsd:string,
        "(S)-4-hydroxy-3-(3-oxo-1-phenylbutyl)-2-benzopyrone"^^xsd:string,
        "(S)-4-hydroxy-3-(3-oxo-1-phenylbutyl)-2H-chromen-2-one"^^xsd:string,
        "(S)-(-)-warfarin"^^xsd:string,
        "levrowarfarin"^^xsd:string,
        "S-warfarin"^^xsd:string ;
    oboInOwl:id "CHEBI:87738"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:87743 a owl:Class ;
    rdfs:label "(R)-warfarin(1-)"^^xsd:string ;
    definition: "An organic anion that is the conjugate base of (R)-warfarin,  obtained by deprotonation of the hydroxy group."^^xsd:string ;
    rdfs:subClassOf CHEBI:25696,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:87737 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:87744 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C19H15O4"^^xsd:string ;
    chebi:inchi "InChI=1S/C19H16O4/c1-12(20)11-15(13-7-3-2-4-8-13)17-18(21)14-9-5-6-10-16(14)23-19(17)22/h2-10,15,21H,11H2,1H3/p-1/t15-/m1/s1"^^xsd:string ;
    chebi:inchikey "PJVWKTKQMONHTI-OAHLLOKOSA-M"^^xsd:string ;
    chebi:mass "307.321"^^xsd:string ;
    chebi:monoisotopicmass "307.09758"^^xsd:string ;
    chebi:smiles "C1=CC=CC2=C1C(=C(C(O2)=O)[C@H](CC(C)=O)C3=CC=CC=C3)[O-]"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-oxo-3-[(1R)-3-oxo-1-phenylbutyl]-2H-1-benzopyran-4-olate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:87743"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:87744 a owl:Class ;
    rdfs:label "(S)-warfarin(1-)"^^xsd:string ;
    definition: "An organic anion that is the conjugate base of (S)-warfarin, obtained by deprotonation of the hydroxy group."^^xsd:string ;
    rdfs:subClassOf CHEBI:25696,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:87738 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:87743 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C19H15O4"^^xsd:string ;
    chebi:inchi "InChI=1S/C19H16O4/c1-12(20)11-15(13-7-3-2-4-8-13)17-18(21)14-9-5-6-10-16(14)23-19(17)22/h2-10,15,21H,11H2,1H3/p-1/t15-/m0/s1"^^xsd:string ;
    chebi:inchikey "PJVWKTKQMONHTI-HNNXBMFYSA-M"^^xsd:string ;
    chebi:mass "307.321"^^xsd:string ;
    chebi:monoisotopicmass "307.09758"^^xsd:string ;
    chebi:smiles "C1=CC=CC2=C1C(=C(C(O2)=O)[C@@H](CC(C)=O)C3=CC=CC=C3)[O-]"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-oxo-3-[(1S)-3-oxo-1-phenylbutyl]-2H-1-benzopyran-4-olate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(S)-warfarin"^^xsd:string ;
    oboInOwl:id "CHEBI:87744"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:87835 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:CPD-14142"^^xsd:string,
        "PMID:25230155"^^xsd:string ;
    rdfs:label "framycetin(6+)"^^xsd:string ;
    definition: "An organic cation obtained by protonation of the  six amino groups of framycetin; major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:25697,
        CHEBI:35274,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:7508 ] ;
    chebi:charge "+6"^^xsd:string ;
    chebi:formula "C23H52N6O13"^^xsd:string ;
    chebi:inchi "InChI=1S/C23H46N6O13/c24-2-7-13(32)15(34)10(28)21(37-7)40-18-6(27)1-5(26)12(31)20(18)42-23-17(36)19(9(4-30)39-23)41-22-11(29)16(35)14(33)8(3-25)38-22/h5-23,30-36H,1-4,24-29H2/p+6/t5-,6+,7-,8+,9-,10-,11-,12+,13-,14-,15-,16-,17-,18-,19-,20-,21-,22-,23+/m1/s1"^^xsd:string ;
    chebi:inchikey "PGBHMTALBVVCIT-VCIWKGPPSA-T"^^xsd:string ;
    chebi:mass "620.692"^^xsd:string ;
    chebi:monoisotopicmass "620.35594"^^xsd:string ;
    chebi:smiles "[C@@H]1([C@H]([C@@H]([C@@H]([NH3+])[C@@H](O[C@@H]2[C@@H](CO)O[C@H]([C@@H]2O)O[C@H]3[C@@H]([C@H](C[C@H]([C@@H]3O)[NH3+])[NH3+])O[C@@H]4[C@@H]([C@H]([C@@H]([C@H](O4)C[NH3+])O)O)[NH3+])O1)O)O)C[NH3+]"^^xsd:string ;
    oboInOwl:hasExactSynonym "(1R,2R,3S,4R,6S)-4,6-bis(azaniumyl)-2-({3-O-[2,6-bis(azaniumyl)-2,6-dideoxy-beta-L-idopyranosyl]-beta-D-ribofuranosyl}oxy)-3-hydroxycyclohexyl 2,6-bis[(azaniumyl)]-2,6-dideoxy-alpha-D-glucopyranoside"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "neomycin B"^^xsd:string ;
    oboInOwl:id "CHEBI:87835"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:88061 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Polyamine"^^xsd:string ;
    rdfs:label "polyamine"^^xsd:string ;
    definition: "Any organic amino compound that contains two or more amino groups."^^xsd:string ;
    rdfs:subClassOf CHEBI:50047 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "polyamines"^^xsd:string ;
    oboInOwl:id "CHEBI:88061"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:88184 a owl:Class ;
    rdfs:label "metal allergen"^^xsd:string ;
    definition: "Any metal which causes the onset of an allergic reaction."^^xsd:string ;
    rdfs:subClassOf CHEBI:33521,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50904 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "allergenic metal"^^xsd:string,
        "allergenic metals"^^xsd:string,
        "metal allergens"^^xsd:string ;
    oboInOwl:id "CHEBI:88184"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:88187 a owl:Class ;
    rdfs:label "penicillin allergen"^^xsd:string ;
    definition: "Any penicillin which causes the onset of an allergic reaction."^^xsd:string ;
    rdfs:subClassOf CHEBI:17334 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "allergenic penicillin"^^xsd:string,
        "allergenic penicillin compound"^^xsd:string,
        "allergenic penicillin compounds"^^xsd:string,
        "allergenic penicillins"^^xsd:string,
        "penicillin allergens"^^xsd:string ;
    oboInOwl:id "CHEBI:88187"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:88188 a owl:Class ;
    rdfs:label "drug allergen"^^xsd:string ;
    definition: "Any drug which causes the onset of an allergic reaction."^^xsd:string ;
    rdfs:subClassOf CHEBI:23888,
        CHEBI:50904 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "allergenic drug"^^xsd:string ;
    oboInOwl:id "CHEBI:88188"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:88200 a owl:Class ;
    oboInOwl:hasDbXref "CAS:86541-78-8"^^xsd:string,
        "HMDB:HMDB0060582"^^xsd:string,
        "KEGG:D03077"^^xsd:string,
        "Reaxys:4214792"^^xsd:string ;
    rdfs:label "benazeprilat"^^xsd:string ;
    definition: "A benzazepine that is 1,3,4,5-tetrahydro-2H-1-benzazepin-2-one in which the hydrogen attached to the nitrogen is replaced by a carboxy methyl group and in which the 3-pro-S hydrogen is replaced by the amino group of (2S)-2-amino-4-phenylbutanoic acid. An angiotensin-converting enzyme inhibitor, it is used as its monoester prodrug benazepril in the treatment of hypertension and heart failure."^^xsd:string ;
    rdfs:subClassOf CHEBI:24995,
        CHEBI:35676,
        CHEBI:35692,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35457 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C22H24N2O5"^^xsd:string ;
    chebi:inchi "InChI=1S/C22H24N2O5/c25-20(26)14-24-19-9-5-4-8-16(19)11-13-17(21(24)27)23-18(22(28)29)12-10-15-6-2-1-3-7-15/h1-9,17-18,23H,10-14H2,(H,25,26)(H,28,29)/t17-,18-/m0/s1"^^xsd:string ;
    chebi:inchikey "MADRIHWFJGRSBP-ROUUACIJSA-N"^^xsd:string ;
    chebi:mass "396.437"^^xsd:string ;
    chebi:monoisotopicmass "396.16852"^^xsd:string ;
    chebi:smiles "C1C=2C(N(C([C@](C1)(N[C@H](C(=O)O)CCC3=CC=CC=C3)[H])=O)CC(O)=O)=CC=CC2"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2S)-2-{[(3S)-1-(carboxymethyl)-2-oxo-2,3,4,5-tetrahydro-1H-1-benzazepin-3-yl]amino}-4-phenylbutanoic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(3S)-3-(((1S)-1-carboxy-3-phenylpropyl)amino)-2,3,4,5-tetrahydro-2-oxo-1H-1-benzazepine-1-acetic acid"^^xsd:string,
        "benazepril diacid"^^xsd:string,
        "benazeprilat"^^xsd:string,
        "benazeprilate"^^xsd:string,
        "benazeprilatum"^^xsd:string,
        "CGS 14831"^^xsd:string ;
    oboInOwl:id "CHEBI:88200"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:88201 a owl:Class ;
    rdfs:label "benazepril(1+)"^^xsd:string ;
    definition: "An ammonium ion resulting from the protonation of the secondary amino group of benazepril."^^xsd:string ;
    rdfs:subClassOf CHEBI:35274,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:3011 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C24H29N2O5"^^xsd:string ;
    chebi:inchi "InChI=1S/C24H28N2O5/c1-2-31-24(30)20(14-12-17-8-4-3-5-9-17)25-19-15-13-18-10-6-7-11-21(18)26(23(19)29)16-22(27)28/h3-11,19-20,25H,2,12-16H2,1H3,(H,27,28)/p+1/t19-,20-/m0/s1"^^xsd:string ;
    chebi:inchikey "XPCFTKFZXHTYIP-PMACEKPBSA-O"^^xsd:string ;
    chebi:mass "425.498"^^xsd:string ;
    chebi:monoisotopicmass "425.20710"^^xsd:string ;
    chebi:smiles "C1C=2C(N(C([C@](C1)([NH2+][C@H](C(=O)OCC)CCC3=CC=CC=C3)[H])=O)CC(O)=O)=CC=CC2"^^xsd:string ;
    oboInOwl:hasExactSynonym "(3S)-1-(carboxymethyl)-N-[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]-2-oxo-2,3,4,5-tetrahydro-1H-1-benzazepin-3-aminium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:88201"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:88215 a owl:Class ;
    oboInOwl:hasDbXref "CAS:20816-12-0"^^xsd:string,
        "PMID:12530969"^^xsd:string,
        "PMID:23975065"^^xsd:string,
        "PMID:25871651"^^xsd:string,
        "Reaxys:11406415"^^xsd:string,
        "Wikipedia:Osmium_tetroxide"^^xsd:string ;
    rdfs:label "osmium tetroxide"^^xsd:string ;
    definition: "An osmium coordination entity consisting of four oxygen atoms bound to a central osmium atom via covalent double bonds."^^xsd:string ;
    rdfs:subClassOf CHEBI:35731,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50913 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:63248 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:64909 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77178 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "O4Os"^^xsd:string ;
    chebi:inchi "InChI=1S/4O.Os"^^xsd:string ;
    chebi:inchikey "VUVGYHUDAICLFK-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "254.222"^^xsd:string ;
    chebi:monoisotopicmass "255.94114"^^xsd:string ;
    chebi:smiles "O=[Os](=O)(=O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "tetraoxoosmium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Osmic acid"^^xsd:string,
        "Osmic acid anhydride"^^xsd:string,
        "Osmium oxide"^^xsd:string,
        "Osmium tetraoxide"^^xsd:string,
        "Perosmic acid anhydride"^^xsd:string,
        "Perosmic oxide"^^xsd:string ;
    oboInOwl:id "CHEBI:88215"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:88225 a owl:Class ;
    rdfs:label "beta-lactam antibiotic allergen"^^xsd:string ;
    definition: "Any beta-lactam antibiotic which causes the onset of an allergic reaction."^^xsd:string ;
    rdfs:subClassOf CHEBI:27933,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50904 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "allergenic beta-lactam antibiotic"^^xsd:string,
        "allergenic beta-lactam antibiotics"^^xsd:string,
        "beta-lactam antibiotic allergens"^^xsd:string ;
    oboInOwl:id "CHEBI:88225"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:88230 a owl:Class ;
    oboInOwl:hasDbXref "PMID:24830781"^^xsd:string,
        "PMID:25727221"^^xsd:string,
        "PMID:25793774"^^xsd:string,
        "PMID:25896709"^^xsd:string,
        "Wikipedia:Autophagy"^^xsd:string ;
    rdfs:label "autophagy inhibitor"^^xsd:string ;
    definition: "Any compound that inhibits the process of autophagy (the self-digestion of one or more components of a cell through the action of enzymes originating within the same cell)."^^xsd:string ;
    rdfs:subClassOf CHEBI:35222,
        CHEBI:52206 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "autophagocytosis inhibitor"^^xsd:string,
        "autophagocytosis inhibitors"^^xsd:string,
        "autophagy inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:88230"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:88334 a owl:Class ;
    oboInOwl:hasDbXref "CAS:125316-60-1"^^xsd:string,
        "LINCS:LSM-6237"^^xsd:string,
        "PMID:9846184"^^xsd:string,
        "PMID:10942519"^^xsd:string,
        "PMID:11526443"^^xsd:string,
        "PMID:12566985"^^xsd:string,
        "PMID:12581872"^^xsd:string,
        "PMID:17474084"^^xsd:string,
        "PMID:18936944"^^xsd:string,
        "PMID:22446330"^^xsd:string,
        "Reaxys:7445028"^^xsd:string ;
    rdfs:label "CD437"^^xsd:string ;
    definition: "A naphthoic acid that is 6-phenylnaphthylene-2-carboxyic acid in which the phenyl substituent has been substituted at positions 3 and 4 by adamant-1-yl and hydroxy groups, respectively. It acts as a selective agonist of retinoic acid receptor (RAR)gamma and induces cell cycle arrest and apoptosis in various cancer cells."^^xsd:string ;
    rdfs:subClassOf CHEBI:25384,
        CHEBI:25483,
        CHEBI:33853,
        CHEBI:51339,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:68495 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:88336 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C27H26O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C27H26O3/c28-25-6-5-22(20-1-2-21-11-23(26(29)30)4-3-19(21)10-20)12-24(25)27-13-16-7-17(14-27)9-18(8-16)15-27/h1-6,10-12,16-18,28H,7-9,13-15H2,(H,29,30)"^^xsd:string ;
    chebi:inchikey "LDGIHZJOIQSHPB-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "398.495"^^xsd:string ;
    chebi:monoisotopicmass "398.18819"^^xsd:string ;
    chebi:smiles "C1C2(CC3CC(CC1C3)C2)C4=C(C=CC(=C4)C5=CC=C6C(=C5)C=CC(=C6)C(=O)O)O"^^xsd:string ;
    oboInOwl:hasExactSynonym "6-(3-adamantan-1-yl-4-hydroxyphenyl)naphthalene-2-carboxylic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "6-[4-hydroxy-3-(tricyclo[3.3.1.1(3,7)]dec-1-yl)phenyl]-2-naphthalenecarboxylic acid"^^xsd:string,
        "6-[4-hydroxy-3-(tricyclo[3.3.1.1(3,7)]dec-1-yl)phenyl]naphthalene-2-carboxylic acid"^^xsd:string,
        "AHPN"^^xsd:string,
        "Apoptosis Activator VI"^^xsd:string,
        "Cd 437"^^xsd:string,
        "CD-437"^^xsd:string ;
    oboInOwl:id "CHEBI:88334"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:88336 a owl:Class ;
    oboInOwl:hasDbXref "PMID:11829754"^^xsd:string,
        "Wikipedia:Retinoic_acid_receptor_gamma"^^xsd:string ;
    rdfs:label "retinoic acid receptor gamma agonist"^^xsd:string ;
    definition: "Any retinoic acid receptor (RAR) agonist with specificity for RARgamma."^^xsd:string ;
    rdfs:subClassOf CHEBI:67198 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "NR1B3 agonist"^^xsd:string,
        "NR1B3 agonists"^^xsd:string,
        "nuclear receptor subfamily 1, group B, member 3 agonist"^^xsd:string,
        "nuclear receptor subfamily 1, group B, member 3 agonists"^^xsd:string,
        "RARgamma agonist"^^xsd:string,
        "RARgamma agonists"^^xsd:string,
        "retinoic acid receptor gamma agonists"^^xsd:string ;
    oboInOwl:id "CHEBI:88336"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:90172 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:C-Jun_N-terminal_kinases"^^xsd:string ;
    rdfs:label "c-Jun N-terminal kinase inhibitor"^^xsd:string ;
    definition: "An EC 2.7.11.24 (mitogen-activated protein kinase) inhibitor that inhibits the action of c-Jun N-terminal kinase."^^xsd:string ;
    rdfs:subClassOf CHEBI:79091 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "c-Jun N-terminal kinase inhibitors"^^xsd:string,
        "JNK inhibitor"^^xsd:string,
        "JNK inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:90172"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:90191 a owl:Class ;
    rdfs:label "raloxifene(1+)"^^xsd:string ;
    definition: "An ammonium ion resulting from the protonation of the piperidine nitrogen of raloxifene. The major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:35274,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:8772 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C28H28NO4S"^^xsd:string ;
    chebi:inchi "InChI=1S/C28H27NO4S/c30-21-8-4-20(5-9-21)28-26(24-13-10-22(31)18-25(24)34-28)27(32)19-6-11-23(12-7-19)33-17-16-29-14-2-1-3-15-29/h4-13,18,30-31H,1-3,14-17H2/p+1"^^xsd:string ;
    chebi:inchikey "GZUITABIAKMVPG-UHFFFAOYSA-O"^^xsd:string ;
    chebi:mass "474.593"^^xsd:string ;
    chebi:monoisotopicmass "474.17336"^^xsd:string ;
    chebi:smiles "S1C(=C(C2=C1C=C(O)C=C2)C(=O)C3=CC=C(OCC[NH+]4CCCCC4)C=C3)C5=CC=C(O)C=C5"^^xsd:string ;
    oboInOwl:hasExactSynonym "1-[2-(4-{[6-hydroxy-2-(4-hydroxyphenyl)-1-benzothiophen-3-yl]carbonyl}phenoxy)ethyl]piperidinium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:90191"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:90318 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Pyruvate_carboxylase"^^xsd:string ;
    rdfs:label "EC 6.4.1.1 (pyruvate carboxylase) inhibitor"^^xsd:string ;
    definition: "An EC 6.4.1.* (carboxylase) inhibitor that interferes with the action of pyruvate carboxylase (EC 6.4.1.1)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76824 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "EC 6.4.1.1 (pyruvate carboxylase) inhibitors"^^xsd:string,
        "EC 6.4.1.1 inhibitor"^^xsd:string,
        "EC 6.4.1.1 inhibitors"^^xsd:string,
        "pyruvate carboxylase (EC 6.4.1.1) inhibitor"^^xsd:string,
        "pyruvate carboxylase (EC 6.4.1.1) inhibitors"^^xsd:string,
        "pyruvate carboxylase inhibitor"^^xsd:string,
        "pyruvate carboxylase inhibitors"^^xsd:string,
        "pyruvate:carbon-dioxide ligase (ADP-forming) inhibitor"^^xsd:string,
        "pyruvate:carbon-dioxide ligase (ADP-forming) inhibitors"^^xsd:string,
        "pyruvic carboxylase inhibitor"^^xsd:string,
        "pyruvic carboxylase inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:90318"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:90414 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Secretagogue"^^xsd:string ;
    rdfs:label "secretagogue"^^xsd:string ;
    definition: "A substance that causes another substance to be secreted."^^xsd:string ;
    rdfs:subClassOf CHEBI:52206 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "secretagogues"^^xsd:string ;
    oboInOwl:id "CHEBI:90414"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:90415 a owl:Class ;
    oboInOwl:hasDbXref "PMID:11235637"^^xsd:string,
        "PMID:12365816"^^xsd:string,
        "PMID:15989662"^^xsd:string,
        "PMID:21185798"^^xsd:string,
        "PMID:22563104"^^xsd:string,
        "PMID:26229480"^^xsd:string ;
    rdfs:label "insulin secretagogue"^^xsd:string ;
    definition: "A secretagogue that causes the secretion of insulin."^^xsd:string ;
    rdfs:subClassOf CHEBI:90414 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "insulin secretagogues"^^xsd:string ;
    oboInOwl:id "CHEBI:90415"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:90628 a owl:Class ;
    rdfs:label "benzyl ester"^^xsd:string ;
    rdfs:subClassOf CHEBI:33308,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:17987 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:33575 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:90628"^^xsd:string ;
    oboInOwl:inSubset chebi2:1_STAR .

CHEBI:90688 a owl:Class ;
    rdfs:label "metformin(1+)"^^xsd:string ;
    definition: "A guanidinium ion obtained by monoprotonation of metformin."^^xsd:string ;
    rdfs:subClassOf CHEBI:60251,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:6801 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C4H12N5"^^xsd:string ;
    chebi:inchi "InChI=1S/C4H11N5/c1-9(2)4(7)8-3(5)6/h1-2H3,(H5,5,6,7,8)/p+1"^^xsd:string ;
    chebi:inchikey "XZWYZXLIPXDOLR-UHFFFAOYSA-O"^^xsd:string ;
    chebi:mass "130.172"^^xsd:string ;
    chebi:monoisotopicmass "130.10872"^^xsd:string ;
    chebi:smiles "NC(=N)NC(=N)N(C)C.[H+]"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "metformin cation"^^xsd:string ;
    oboInOwl:id "CHEBI:90688"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:90708 a owl:Class ;
    rdfs:label "retinoic acid receptor modulator"^^xsd:string ;
    definition: "A nuclear receptor modulator that affects the retinoic acid receptor"^^xsd:string ;
    rdfs:subClassOf CHEBI:90709 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "retinoic acid receptor modulators"^^xsd:string ;
    oboInOwl:id "CHEBI:90708"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:90709 a owl:Class ;
    rdfs:label "nuclear receptor modulator"^^xsd:string ;
    definition: "Any receptor modulator acting on nuclear receptors"^^xsd:string ;
    rdfs:subClassOf CHEBI:90710 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "nuclear receptor modulators"^^xsd:string ;
    oboInOwl:id "CHEBI:90709"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:90710 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Receptor_modulator"^^xsd:string ;
    rdfs:label "receptor modulator"^^xsd:string ;
    definition: "A drug that acts as an antagonist, agonist, reverse agonist, or in some other fashion when interacting with cellular receptors."^^xsd:string ;
    rdfs:subClassOf CHEBI:23888 ;
    oboInOwl:hasAlternativeId "CHEBI:189678"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "receptor modulators"^^xsd:string ;
    oboInOwl:id "CHEBI:90710"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:90749 a owl:Class ;
    rdfs:label "antidote to cyanide poisoning"^^xsd:string ;
    definition: "A role borne by a molecule that acts to counteract or neutralize the deleterious effects of cyanide."^^xsd:string ;
    rdfs:subClassOf CHEBI:50247 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:90749"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:90753 a owl:Class ;
    rdfs:label "antidote to organophosphate poisoning"^^xsd:string ;
    definition: "A role borne by a molecule that acts to counteract or neutralise the deleterious effects of organophosphates or acetylcholinesterase inhibitors (nerve agents)."^^xsd:string ;
    rdfs:subClassOf CHEBI:50247 ;
    oboInOwl:hasAlternativeId "CHEBI:90758"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "antidote to acetylcholinesterase inhibitor poisoning"^^xsd:string,
        "antidote to nerve agents"^^xsd:string ;
    oboInOwl:id "CHEBI:90753"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:90755 a owl:Class ;
    oboInOwl:hasDbXref "PMID:24510187"^^xsd:string,
        "PMID:24868924"^^xsd:string ;
    rdfs:label "antidote to opioid poisoning"^^xsd:string ;
    definition: "A role borne by a molecule that acts to counteract or neutralise the deleterious effects of opioids."^^xsd:string ;
    rdfs:subClassOf CHEBI:50247 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "antidote to opioid overdose"^^xsd:string ;
    oboInOwl:id "CHEBI:90755"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:90756 a owl:Class ;
    rdfs:label "naloxone(1+)"^^xsd:string ;
    definition: "An ammonium ion resulting from the protonation of the nitrogen of naloxone."^^xsd:string ;
    rdfs:subClassOf CHEBI:35274,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:7459 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C19H22NO4"^^xsd:string ;
    chebi:inchi "InChI=1S/C19H21NO4/c1-2-8-20-9-7-18-15-11-3-4-12(21)16(15)24-17(18)13(22)5-6-19(18,23)14(20)10-11/h2-4,14,17,21,23H,1,5-10H2/p+1/t14-,17+,18+,19-/m1/s1"^^xsd:string ;
    chebi:inchikey "UZHSEJADLWPNLE-GRGSLBFTSA-O"^^xsd:string ;
    chebi:mass "328.383"^^xsd:string ;
    chebi:monoisotopicmass "328.15433"^^xsd:string ;
    chebi:smiles "C1=2C[C@@H]3[C@@]4(CCC([C@H]5[C@@]4(C1=C(C(=CC2)O)O5)CC[NH+]3CC=C)=O)O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(17R)-17-allyl-3,14-dihydroxy-6-oxo-4,5alpha-epoxymorphinan-17-ium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(5alpha,17R)-17-allyl-3,14-dihydroxy-6-oxo-4,5-epoxymorphinan-17-ium"^^xsd:string ;
    oboInOwl:id "CHEBI:90756"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:90757 a owl:Class ;
    rdfs:label "antidote to benzodiazepine poisoning"^^xsd:string ;
    definition: "A role borne by a molecule that acts to counteract or neutralise the deleterious effects of benzodiazepines."^^xsd:string ;
    rdfs:subClassOf CHEBI:50247 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "antidote to benzodiazepine overdose"^^xsd:string ;
    oboInOwl:id "CHEBI:90757"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:90782 a owl:Class ;
    rdfs:label "C-terminal proteinogenic amino-acid residue(1-)"^^xsd:string ;
    definition: "An alpha-amino-acid residue anion obtained by deprotonation of the carboxy group of any C-terminal proteinogenic amino acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:143819,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:33717 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C2H2NO2R"^^xsd:string ;
    chebi:mass "72.043"^^xsd:string ;
    chebi:monoisotopicmass "72.00855"^^xsd:string ;
    chebi:smiles "N([C@H](C([O-])=O)*)*"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "C-terminal proteinogenic amino-acid residue"^^xsd:string ;
    oboInOwl:id "CHEBI:90782"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:90799 a owl:Class ;
    rdfs:label "dipeptide zwitterion"^^xsd:string ;
    definition: "Any peptide zwitterion comprising two amino acid residues. Major structure at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:60466,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:46761 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C4H6N2O3R2"^^xsd:string ;
    chebi:mass "130.102"^^xsd:string ;
    chebi:monoisotopicmass "130.03784"^^xsd:string ;
    chebi:smiles "[NH3+]C(C(NC(C([O-])=O)*)=O)*"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "a dipeptide"^^xsd:string ;
    oboInOwl:id "CHEBI:90799"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:90852 a owl:Class ;
    rdfs:label "N-sulfonylcarboxamide"^^xsd:string ;
    definition: "A mixed diacylamine resulting from the formal condensation of the nitrogen of a carboxamide with a sulphonic acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:37716 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "CNO3SR3"^^xsd:string ;
    chebi:mass "106.082"^^xsd:string ;
    chebi:monoisotopicmass "105.95989"^^xsd:string ;
    chebi:smiles "C(=O)(N(S(*)(=O)=O)*)*"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "N-acylsulfonamide"^^xsd:string,
        "N-acylsulfonamides"^^xsd:string,
        "N-carboacylsulfonamide"^^xsd:string,
        "N-carboacylsulfonamides"^^xsd:string,
        "N-sulfonylcarboxamides"^^xsd:string ;
    oboInOwl:id "CHEBI:90852"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:90994 a owl:Class ;
    oboInOwl:hasDbXref "CAS:91-95-2"^^xsd:string,
        "PMID:220157"^^xsd:string,
        "PMID:1726150"^^xsd:string,
        "PMID:2322454"^^xsd:string,
        "PMID:3985946"^^xsd:string,
        "PMID:10810977"^^xsd:string,
        "PMID:14533850"^^xsd:string,
        "PMID:15721816"^^xsd:string,
        "PMID:17676804"^^xsd:string,
        "PMID:18248855"^^xsd:string,
        "PMID:23531405"^^xsd:string,
        "Reaxys:1212988"^^xsd:string,
        "Wikipedia:3,3'-Diaminobenzidine"^^xsd:string ;
    rdfs:label "3,3'-diaminobenzidine"^^xsd:string ;
    definition: "A member of the class of biphenyls that is benzidine in which one of the hydrogens ortho to each of the amino groups has been replaced by an amino group."^^xsd:string ;
    rdfs:subClassOf CHEBI:22888,
        CHEBI:48975,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77178 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C12H14N4"^^xsd:string ;
    chebi:inchi "InChI=1S/C12H14N4/c13-9-3-1-7(5-11(9)15)8-2-4-10(14)12(16)6-8/h1-6H,13-16H2"^^xsd:string ;
    chebi:inchikey "HSTOKWSFWGCZMH-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "214.267"^^xsd:string ;
    chebi:monoisotopicmass "214.12185"^^xsd:string ;
    chebi:smiles "C1(=C(C=CC(=C1)C=2C=CC(=C(C2)N)N)N)N"^^xsd:string ;
    oboInOwl:hasExactSynonym "3,3'-diaminobenzidine"^^xsd:string,
        "biphenyl-3,3',4,4'-tetramine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3,3',4,4'-biphenyltetramine"^^xsd:string,
        "3,3',4,4'-diphenyltetramine"^^xsd:string,
        "3,3',4,4'-tetraaminobiphenyl"^^xsd:string,
        "3,3',4,4'-tetraaminodiphenyl"^^xsd:string,
        "3,3',4,4'-tetraminobiphenyl"^^xsd:string,
        "3,3'-diaminobenzidene"^^xsd:string,
        "(1,1'-biphenyl)-3,3',4,4'-tetramine"^^xsd:string,
        "biphenyl-3,3',4,4'-tetrayltetraamine"^^xsd:string,
        "DAB"^^xsd:string ;
    oboInOwl:id "CHEBI:90994"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:91007 a owl:Class ;
    rdfs:label "aromatic carboxylate"^^xsd:string ;
    definition: "A carboxylic acic anion obtained by deprotonation of the carboxy group of any aromatic carboxylic acid. Major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:29067,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:33859 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "CO2R"^^xsd:string ;
    chebi:mass "44.010"^^xsd:string ;
    chebi:monoisotopicmass "43.98983"^^xsd:string ;
    chebi:smiles "*C([O-])=O"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "an aromatic carboxylate"^^xsd:string ;
    oboInOwl:id "CHEBI:91007"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:91016 a owl:Class ;
    rdfs:label "GABAA receptor agonist"^^xsd:string ;
    definition: "A GABA receptor agonist specific for GABAA receptors, ligand-gated ion channels (also known as ionotropic receptors)."^^xsd:string ;
    rdfs:subClassOf CHEBI:51373 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "GABAA receptor agonists"^^xsd:string ;
    oboInOwl:id "CHEBI:91016"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:91079 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Purinergic_receptor"^^xsd:string ;
    rdfs:label "purinergic receptor P2 antagonist"^^xsd:string ;
    definition: "An antagonist at purinergic P2 receptors"^^xsd:string ;
    rdfs:subClassOf CHEBI:48706 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "non-selective P2 purinergic antagonist"^^xsd:string,
        "non-selective P2 purinergic antagonists"^^xsd:string,
        "P2 antagonist"^^xsd:string,
        "P2 antagonists"^^xsd:string,
        "purinergic receptor P2 antagonists"^^xsd:string ;
    oboInOwl:id "CHEBI:91079"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:91243 a owl:Class ;
    oboInOwl:hasDbXref "CAS:7774-34-7"^^xsd:string,
        "DrugBank:DBSALT003069"^^xsd:string,
        "PMID:17832579"^^xsd:string,
        "Reaxys:14675496"^^xsd:string,
        "Reaxys:16513814"^^xsd:string ;
    rdfs:label "calcium chloride hexahydrate"^^xsd:string ;
    definition: "A hydrate that is the hexahydrate form of calcium chloride."^^xsd:string ;
    rdfs:subClassOf CHEBI:35156,
        CHEBI:35505,
        CHEBI:36093,
        CHEBI:46714,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:3312 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "CaCl2H12O6"^^xsd:string ;
    chebi:inchi "InChI=1S/Ca.2ClH.6H2O/h;2*1H;6*1H2/q+2;;;;;;;;/p-2"^^xsd:string ;
    chebi:inchikey "QHFQAJHNDKBRBO-UHFFFAOYSA-L"^^xsd:string ;
    chebi:mass "219.076"^^xsd:string ;
    chebi:monoisotopicmass "217.96368"^^xsd:string ;
    chebi:smiles "[Cl-].[Cl-].[Ca+2].O.O.O.O.O.O"^^xsd:string ;
    oboInOwl:hasExactSynonym "calcium chloride--water (1/6)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "CaCl2.6H2O"^^xsd:string ;
    oboInOwl:id "CHEBI:91243"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:92386 a owl:Class ;
    oboInOwl:hasDbXref "CAS:7361-61-7"^^xsd:string,
        "DrugBank:DB11477"^^xsd:string,
        "KEGG:D08683"^^xsd:string,
        "LINCS:LSM-2477"^^xsd:string,
        "PMID:27049320"^^xsd:string,
        "PMID:31652007"^^xsd:string,
        "PMID:31778611"^^xsd:string,
        "PMID:31863505"^^xsd:string,
        "PMID:31890977"^^xsd:string,
        "PMID:31945776"^^xsd:string,
        "PMID:31952632"^^xsd:string,
        "PMID:31965616"^^xsd:string,
        "PMID:31985287"^^xsd:string,
        "PMID:31992523"^^xsd:string,
        "PMID:32016857"^^xsd:string,
        "PMID:32048309"^^xsd:string,
        "PMID:32059754"^^xsd:string,
        "PMID:32119148"^^xsd:string,
        "PMID:32166760"^^xsd:string,
        "PMID:32278647"^^xsd:string,
        "PMID:32299311"^^xsd:string,
        "Wikipedia:Xylazine"^^xsd:string ;
    rdfs:label "xylazine"^^xsd:string ;
    definition: "A methyl benzene that is 1,3-dimethylbenzene which is substituted by a 5,6-dihydro-4H-1,3-thiazin-2-ylnitrilo group at position 2. It is an alpha2 adrenergic receptor agonist and frequently used in veterinary medicine as an emetic and sedative with analgesic and muscle relaxant properties."^^xsd:string ;
    rdfs:subClassOf CHEBI:38975,
        CHEBI:46975,
        CHEBI:50995,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:149565 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35480 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35569 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35717 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:51371 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:149552 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C12H16N2S"^^xsd:string ;
    chebi:inchi "InChI=1S/C12H16N2S/c1-9-5-3-6-10(2)11(9)14-12-13-7-4-8-15-12/h3,5-6H,4,7-8H2,1-2H3,(H,13,14)"^^xsd:string ;
    chebi:inchikey "BPICBUSOMSTKRF-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "220.330"^^xsd:string ;
    chebi:monoisotopicmass "220.10342"^^xsd:string ;
    chebi:smiles "C=1(C=CC=C(C1NC2=NCCCS2)C)C"^^xsd:string ;
    oboInOwl:hasExactSynonym "N-(2,6-dimethylphenyl)-5,6-dihydro-4H-1,3-thiazin-2-amine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-(2,6-dimethylanilino)-5,6-dihydro-4H-1,3-thiazine"^^xsd:string,
        "2-(2,6-dimethylphenylamino)-4H-5,6-dihydro-1,3-thiazine"^^xsd:string,
        "5,6-dihydro-2-(2,6-xylidino)-4H-1,3-thiazine"^^xsd:string,
        "BAY 1470"^^xsd:string,
        "Chanazine"^^xsd:string,
        "N-(5,6-dihydro-4H-1,3-thiazinyl)-2,6-xylidine"^^xsd:string,
        "Rompun"^^xsd:string,
        "WH 7286"^^xsd:string,
        "xilazina"^^xsd:string,
        "xilazine"^^xsd:string,
        "xylazine"^^xsd:string,
        "xylazinum"^^xsd:string ;
    oboInOwl:id "CHEBI:92386"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:94471 a owl:Class ;
    oboInOwl:hasDbXref "CAS:75659-07-3"^^xsd:string,
        "Drug_Central:894"^^xsd:string,
        "LINCS:LSM-5220"^^xsd:string,
        "PMID:1378115"^^xsd:string,
        "PMID:1447344"^^xsd:string,
        "PMID:1504402"^^xsd:string,
        "PMID:1541310"^^xsd:string,
        "PMID:1884570"^^xsd:string,
        "PMID:1954075"^^xsd:string,
        "PMID:1965509"^^xsd:string,
        "PMID:2347954"^^xsd:string,
        "PMID:2370642"^^xsd:string,
        "PMID:2370644"^^xsd:string,
        "PMID:2370645"^^xsd:string,
        "PMID:2464095"^^xsd:string,
        "PMID:2472530"^^xsd:string,
        "PMID:2598569"^^xsd:string,
        "PMID:2668352"^^xsd:string,
        "PMID:2729128"^^xsd:string,
        "PMID:2899094"^^xsd:string,
        "PMID:6124636"^^xsd:string,
        "PMID:7895603"^^xsd:string,
        "PMID:8095220"^^xsd:string,
        "PMID:8329290"^^xsd:string,
        "PMID:10853616"^^xsd:string,
        "PMID:29221149"^^xsd:string ;
    rdfs:label "(R,R)-labetalol"^^xsd:string ;
    definition: "A 2-hydroxy-5-{1-hydroxy-2-[(4-phenylbutan-2-yl)amino]ethyl}benzamide that has 1R,2R-configuration."^^xsd:string ;
    rdfs:subClassOf CHEBI:167638,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:191214 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C19H24N2O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C19H24N2O3/c1-13(7-8-14-5-3-2-4-6-14)21-12-18(23)15-9-10-17(22)16(11-15)19(20)24/h2-6,9-11,13,18,21-23H,7-8,12H2,1H3,(H2,20,24)/t13-,18+/m1/s1"^^xsd:string ;
    chebi:inchikey "SGUAFYQXFOLMHL-ACJLOTCBSA-N"^^xsd:string ;
    chebi:mass "328.412"^^xsd:string ;
    chebi:monoisotopicmass "328.17869"^^xsd:string ;
    chebi:smiles "C[C@H](CCC1=CC=CC=C1)NC[C@H](O)C1=CC(C(N)=O)=C(O)C=C1"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-hydroxy-5-[(1R)-1-hydroxy-2-{[(2R)-4-phenylbutan-2-yl]amino}ethyl]benzamide"^^xsd:string,
        "(R,R)-labetalol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(R,R)-dilevalol"^^xsd:string,
        "dilevalol"^^xsd:string,
        "dilevalolum"^^xsd:string ;
    oboInOwl:id "CHEBI:94471"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:110725 a owl:Class ;
    rdfs:label "EC 2.1.1.8 (histamine N-methyltransferase) inhibitor"^^xsd:string ;
    definition: "An EC 2.1.1.* (methyltransferases) inhibitor that interferes with the action of histamine N-methyltransferase (EC 2.1.1.8)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76871 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "EC 2.1.1.8 (histamine N-methyltransferase) inhibitors"^^xsd:string,
        "EC 2.1.1.8 inhibitor"^^xsd:string,
        "EC 2.1.1.8 inhibitors"^^xsd:string,
        "histamine 1-methyltransferase inhibitor"^^xsd:string,
        "histamine 1-methyltransferase inhibitors"^^xsd:string,
        "histamine methyltransferase inhibitor"^^xsd:string,
        "histamine methyltransferase inhibitors"^^xsd:string,
        "histamine-methylating enzyme inhibitor"^^xsd:string,
        "histamine-methylating enzyme inhibitors"^^xsd:string,
        "imidazolemethyltransferase inhibitor"^^xsd:string,
        "imidazolemethyltransferase inhibitors"^^xsd:string,
        "S-adenosyl-L-methionine:histamine N-tele-methyltransferase inhibitor"^^xsd:string,
        "S-adenosyl-L-methionine:histamine N-tele-methyltransferase inhibitors"^^xsd:string,
        "S-adenosylmethionine-histamine N-methyltransferase inhibitor"^^xsd:string,
        "S-adenosylmethionine-histamine N-methyltransferase inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:110725"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:111762 a owl:Class ;
    oboInOwl:hasDbXref "CAS:1088-11-5"^^xsd:string,
        "Drug_Central:816"^^xsd:string,
        "KEGG:C07486"^^xsd:string,
        "KEGG:D08283"^^xsd:string,
        "Patent:BE620020"^^xsd:string,
        "Patent:DE1136709"^^xsd:string,
        "Patent:US3051701"^^xsd:string,
        "Patent:US3202699"^^xsd:string,
        "PMID:16622"^^xsd:string,
        "PMID:19604"^^xsd:string,
        "PMID:360230"^^xsd:string,
        "PMID:364005"^^xsd:string,
        "PMID:367407"^^xsd:string,
        "PMID:4953859"^^xsd:string,
        "Reaxys:751823"^^xsd:string,
        "Wikipedia:Desmethyldiazepam"^^xsd:string ;
    rdfs:label "nordazepam"^^xsd:string ;
    definition: "A 1,4-benzodiazepinone having phenyl and chloro substituents at positions 5 and 7 respectively; it has anticonvulsant, anxiolytic, muscle relaxant and sedative properties but is used primarily in the treatment of anxiety."^^xsd:string ;
    rdfs:subClassOf CHEBI:35500,
        CHEBI:36683,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35474 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35623 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35717 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C15H11ClN2O"^^xsd:string ;
    chebi:inchi "InChI=1S/C15H11ClN2O/c16-11-6-7-13-12(8-11)15(17-9-14(19)18-13)10-4-2-1-3-5-10/h1-8H,9H2,(H,18,19)"^^xsd:string ;
    chebi:inchikey "AKPLHCDWDRPJGD-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "270.71400"^^xsd:string ;
    chebi:monoisotopicmass "270.05599"^^xsd:string ;
    chebi:smiles "Clc1ccc2NC(=O)CN=C(c3ccccc3)c2c1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:7624"^^xsd:string ;
    oboInOwl:hasExactSynonym "7-chloro-5-phenyl-1,3-dihydro-2H-1,4-benzodiazepin-2-one"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-Demethyldiazepam"^^xsd:string,
        "7-Chloro-1,3-dihydro-5-phenyl-2H-1,4-benzodiazepin-2-one"^^xsd:string,
        "7-Chloro-1,3-dihydro-5-phenyl-(2H)-1,4-benzodiazepin-2-one"^^xsd:string,
        "7-Chloro-5-phenyl-1,3-dihydro-2H-1,4-benzodiazepin-2-one"^^xsd:string,
        "Chlordesmethyldiazepam"^^xsd:string,
        "Dealkylprazepam"^^xsd:string,
        "Desmethyldiazepam"^^xsd:string,
        "N1-Desmethyldiazepam"^^xsd:string,
        "N-Demethyldiazepam"^^xsd:string,
        "N-Deoxydemoxepam"^^xsd:string,
        "N-Desmethyldiazepam"^^xsd:string,
        "nordazepam"^^xsd:string,
        "nordazepamum"^^xsd:string,
        "Nordiazepam"^^xsd:string,
        "Norprazepam"^^xsd:string ;
    oboInOwl:id "CHEBI:111762"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:114249 a owl:Class ;
    oboInOwl:hasDbXref "CAS:10049-21-5"^^xsd:string,
        "Reaxys:13277628"^^xsd:string,
        "Wikipedia:Monosodium_phosphate"^^xsd:string ;
    rdfs:label "sodium dihydrogenphosphate monohydrate"^^xsd:string ;
    definition: "A hydrate that is the monohydrate form of sodium dihydrogenphosphate."^^xsd:string ;
    rdfs:subClassOf CHEBI:35505,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:37585 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "H4NaO5P"^^xsd:string ;
    chebi:inchi "InChI=1S/Na.H3O4P.H2O/c;1-5(2,3)4;/h;(H3,1,2,3,4);1H2/q+1;;/p-1"^^xsd:string ;
    chebi:inchikey "BBMHARZCALWXSL-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "137.992"^^xsd:string ;
    chebi:monoisotopicmass "137.96940"^^xsd:string ;
    chebi:smiles "P(=O)(O)([O-])O.[Na+].O"^^xsd:string ;
    oboInOwl:hasExactSynonym "sodium dihydrogen phosphate--water (1/1)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Monosodium phosphate monohydrate"^^xsd:string,
        "Sodium dihydrogen phosphate monohydrate"^^xsd:string,
        "Sodium phosphate monobasic monohydrate"^^xsd:string,
        "Sodium phosphate monohydrate"^^xsd:string ;
    oboInOwl:id "CHEBI:114249"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:119915 a owl:Class ;
    oboInOwl:hasDbXref "CAS:437-38-7"^^xsd:string,
        "Drug_Central:1164"^^xsd:string,
        "DrugBank:DB00813"^^xsd:string,
        "KEGG:D00320"^^xsd:string,
        "Patent:FR1344366"^^xsd:string,
        "Patent:US3164600"^^xsd:string,
        "PMID:10669565"^^xsd:string,
        "PMID:10987438"^^xsd:string,
        "PMID:11585443"^^xsd:string,
        "PMID:14698188"^^xsd:string,
        "PMID:16621415"^^xsd:string,
        "PMID:18462178"^^xsd:string,
        "PMID:18728103"^^xsd:string,
        "PMID:30176422"^^xsd:string,
        "PMID:30305277"^^xsd:string,
        "Reaxys:494484"^^xsd:string,
        "VSDB:1864"^^xsd:string,
        "Wikipedia:Fentanyl"^^xsd:string ;
    rdfs:label "fentanyl"^^xsd:string ;
    definition: "A monocarboxylic acid amide resulting from the formal condensation of the aryl amino group of N-phenyl-1-(2-phenylethyl)piperidin-4-amine with propanoic acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:13248,
        CHEBI:26151,
        CHEBI:29347,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35482 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38877 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:55322 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:60807 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C22H28N2O"^^xsd:string ;
    chebi:inchi "InChI=1S/C22H28N2O/c1-2-22(25)24(20-11-7-4-8-12-20)21-14-17-23(18-15-21)16-13-19-9-5-3-6-10-19/h3-12,21H,2,13-18H2,1H3"^^xsd:string ;
    chebi:inchikey "PJMPHNIQZUBGLI-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "336.47050"^^xsd:string ;
    chebi:monoisotopicmass "336.22016"^^xsd:string ;
    chebi:smiles "CCC(=O)N(C1CCN(CC1)CCc1ccccc1)c1ccccc1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:5012"^^xsd:string,
        "CHEBI:310077"^^xsd:string ;
    oboInOwl:hasExactSynonym "N-phenyl-N-[1-(2-phenylethyl)piperidin-4-yl]propanamide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-phenethyl-4-(N-phenylpropionamido)piperidine"^^xsd:string,
        "1-phenethyl-4-N-propionylanilinopiperidine"^^xsd:string,
        "Duragesic"^^xsd:string,
        "fentanilo"^^xsd:string,
        "fentanyl"^^xsd:string,
        "fentanylum"^^xsd:string,
        "N-(1-phenethyl-4-piperidinyl)-N-phenylpropionamide"^^xsd:string,
        "N-(1-phenethyl-4-piperidyl)propionanilide"^^xsd:string,
        "N-(1-phenethyl-piperidin-4-yl)-N-phenyl-propionamide"^^xsd:string,
        "N-(1-phenethylpiperidin-4-yl)-N-phenylpropionamide"^^xsd:string,
        "N-phenethyl-4-(N-propionylanilino)piperidine"^^xsd:string,
        "N-phenyl-N-(1-(2-phenylethyl)-4-piperidinyl)propanamide"^^xsd:string,
        "phentanyl"^^xsd:string ;
    oboInOwl:id "CHEBI:119915"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:124991 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:945586"^^xsd:string,
        "CAS:153-61-7"^^xsd:string,
        "Drug_Central:574"^^xsd:string,
        "DrugBank:DB00456"^^xsd:string,
        "HMDB:HMDB0014599"^^xsd:string,
        "KEGG:C07761"^^xsd:string,
        "KEGG:D07635"^^xsd:string,
        "LINCS:LSM-15184"^^xsd:string,
        "Patent:FR1384197"^^xsd:string,
        "Patent:US3218318"^^xsd:string,
        "PDBeChem:CLS"^^xsd:string,
        "PMID:1384868"^^xsd:string,
        "PMID:1701026"^^xsd:string,
        "PMID:2083978"^^xsd:string,
        "PMID:6176550"^^xsd:string,
        "PMID:10930630"^^xsd:string,
        "PMID:12569987"^^xsd:string,
        "PMID:12833570"^^xsd:string,
        "PMID:13963283"^^xsd:string,
        "PMID:23472927"^^xsd:string,
        "PMID:23680238"^^xsd:string,
        "PMID:29017833"^^xsd:string,
        "Reaxys:945586"^^xsd:string,
        "Wikipedia:Cephalothin"^^xsd:string ;
    rdfs:label "cefalotin"^^xsd:string ;
    definition: "A semisynthetic, first-generation cephalosporin antibiotic with acetoxymethyl and (2-thienylacetyl)nitrilo moieties at positions 3 and 7, respectively, of the core structure. Administered parenterally during surgery and to treat a wide spectrum of blood infections."^^xsd:string ;
    rdfs:subClassOf CHEBI:23066,
        CHEBI:26961,
        CHEBI:33575,
        CHEBI:50896,
        CHEBI:72588,
        CHEBI:88225,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:50897 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:36047 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C16H16N2O6S2"^^xsd:string ;
    chebi:inchi "InChI=1S/C16H16N2O6S2/c1-8(19)24-6-9-7-26-15-12(14(21)18(15)13(9)16(22)23)17-11(20)5-10-3-2-4-25-10/h2-4,12,15H,5-7H2,1H3,(H,17,20)(H,22,23)/t12-,15-/m1/s1"^^xsd:string ;
    chebi:inchikey "XIURVHNZVLADCM-IUODEOHRSA-N"^^xsd:string ;
    chebi:mass "396.43800"^^xsd:string ;
    chebi:monoisotopicmass "396.04498"^^xsd:string ;
    chebi:smiles "[H][C@@]1(NC(=O)Cc2cccs2)C(=O)N2C(C(O)=O)=C(COC(C)=O)CS[C@]12[H]"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:41547"^^xsd:string,
        "CHEBI:50895"^^xsd:string ;
    oboInOwl:hasExactSynonym "7beta-(thiophen-2-ylacetamido)-3-acetoxymethyl-3,4-didehydrocepham-4-carboxylic acid"^^xsd:string,
        "(6R,7R)-3-(acetoxymethyl)-8-oxo-7-(thiophen-2-ylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid"^^xsd:string,
        "Cefalotin"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3-Acetoxymethyl-7-(2-thienylacetamido)-3-cephem-4-carboxylic acid"^^xsd:string,
        "7-(2'-thienylacetamido)cephalosporanic acid"^^xsd:string,
        "7-(2-Thienylacetamido)cephalosporanic acid"^^xsd:string,
        "7-(Thiophene-2-acetamido)cephalosporin"^^xsd:string,
        "Cefalothin"^^xsd:string,
        "cefalotin"^^xsd:string,
        "cefalotina"^^xsd:string,
        "cefalotine"^^xsd:string,
        "cefalotinum"^^xsd:string,
        "CEPHALOTHIN"^^xsd:string,
        "Cephalothin"^^xsd:string,
        "Cephalotin"^^xsd:string,
        "CET"^^xsd:string ;
    oboInOwl:id "CHEBI:124991"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:130181 a owl:Class ;
    oboInOwl:hasDbXref "PMID:26717596"^^xsd:string ;
    rdfs:label "calmodulin antagonist"^^xsd:string ;
    definition: "An antagonist that interferes with the action of the calcium-binding messenger protein calmodulin."^^xsd:string ;
    rdfs:subClassOf CHEBI:48706 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:130181"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:131327 a owl:Class ;
    oboInOwl:hasDbXref "PMID:26427316"^^xsd:string ;
    rdfs:label "amodiaquine(1+)"^^xsd:string ;
    definition: "An organic cation obtained by protonation of the tertiary amino group of amodiaquine; major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:25697,
        CHEBI:35274,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:2674 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C20H23ClN3O"^^xsd:string ;
    chebi:inchi "InChI=1S/C20H22ClN3O/c1-3-24(4-2)13-14-11-16(6-8-20(14)25)23-18-9-10-22-19-12-15(21)5-7-17(18)19/h5-12,25H,3-4,13H2,1-2H3,(H,22,23)/p+1"^^xsd:string ;
    chebi:inchikey "OVCDSSHSILBFBN-UHFFFAOYSA-O"^^xsd:string ;
    chebi:mass "356.870"^^xsd:string ;
    chebi:monoisotopicmass "356.15242"^^xsd:string ;
    chebi:smiles "C12=CC(=CC=C1C(=CC=N2)NC3=CC(=C(C=C3)O)C[NH+](CC)CC)Cl"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "amodiaquine"^^xsd:string,
        "amodiaquine cation"^^xsd:string ;
    oboInOwl:id "CHEBI:131327"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:131394 a owl:Class ;
    oboInOwl:hasDbXref "PMID:16833602"^^xsd:string,
        "Reaxys:16471381"^^xsd:string ;
    rdfs:label "magnesium dichloride dihydrate"^^xsd:string ;
    definition: "A hydrate that is the dihydrate form of magnesium dichloride."^^xsd:string ;
    rdfs:subClassOf CHEBI:35505,
        CHEBI:36093,
        CHEBI:51234,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:6636 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "Cl2H4MgO2"^^xsd:string ;
    chebi:inchi "InChI=1S/2ClH.Mg.2H2O/h2*1H;;2*1H2/q;;+2;;/p-2"^^xsd:string ;
    chebi:inchikey "DARFZFVWKREYJJ-UHFFFAOYSA-L"^^xsd:string ;
    chebi:mass "131.241"^^xsd:string ;
    chebi:monoisotopicmass "129.94388"^^xsd:string ;
    chebi:smiles "O.O.[Mg+2].[Cl-].[Cl-]"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "magnesium chloride dihydrate"^^xsd:string,
        "magnesium dichloride--water (1/2)"^^xsd:string,
        "MgCl2.2H2O"^^xsd:string ;
    oboInOwl:id "CHEBI:131394"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:131401 a owl:Class ;
    rdfs:label "hexopyranosyl hexopyranoside"^^xsd:string ;
    definition: "A disaccharide formed by a (1<->1)-glycosidic bond between two hexopyranose units."^^xsd:string ;
    rdfs:subClassOf CHEBI:24407 ;
    oboInOwl:hasExactSynonym "hexopyranosyl hexopyranoside"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:131401"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:131509 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:KDM1A"^^xsd:string ;
    rdfs:label "EC 1.14.99.66 (lysine-specific histone demethylase 1A) inhibitor"^^xsd:string ;
    definition: "An EC 1.14.99.* (miscellaneous oxidoreductase acting on paired donors, with incorporation or reduction of molecular oxygen) inhibitor that interferes with the action of lysine-specific histone demethylase 1A (EC 1.14.99.66)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76840 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "[histone H3]-dimethyl-L-lysine(4)FAD-dependent demethylase 1A inhibitor"^^xsd:string,
        "[histone H3]-dimethyl-L-lysine(4)FAD-dependent demethylase 1A inhibitors"^^xsd:string,
        "amine oxidase (flavin containing) domain 2 inhibitor"^^xsd:string,
        "amine oxidase (flavin containing) domain 2 inhibitors"^^xsd:string,
        "AOF2 inhibitor"^^xsd:string,
        "AOF2 inhibitors"^^xsd:string,
        "BHC110 inhibitor"^^xsd:string,
        "BHC110 inhibitors"^^xsd:string,
        "CPRF inhibitor"^^xsd:string,
        "CPRF inhibitors"^^xsd:string,
        "EC 1.14.99.66 (lysine-specific histone demethylase 1A) inhibitors"^^xsd:string,
        "EC 1.14.99.66 inhibitor"^^xsd:string,
        "EC 1.14.99.66 inhibitors"^^xsd:string,
        "KDM1A inhibitor"^^xsd:string,
        "KDM1A inhibitors"^^xsd:string,
        "KIAA0601 inhibitor"^^xsd:string,
        "KIAA0601 inhibitors"^^xsd:string,
        "LSD1 inhibitor"^^xsd:string,
        "LSD1 inhibitors"^^xsd:string,
        "lysine (K)-specific demethylase 1A inhibitor"^^xsd:string,
        "lysine (K)-specific demethylase 1A inhibitors"^^xsd:string,
        "lysine demethylase 1A inhibitor"^^xsd:string,
        "lysine demethylase 1A inhibitors"^^xsd:string,
        "lysine-specific demethylase 1A inhibitor"^^xsd:string,
        "lysine-specific demethylase 1A inhibitors"^^xsd:string,
        "lysine-specific histone demethylase 1A inhibitor"^^xsd:string,
        "lysine-specific histone demethylase 1A inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:131509"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:131510 a owl:Class ;
    oboInOwl:hasDbXref "CAS:3721-28-6"^^xsd:string,
        "LINCS:LSM-5578"^^xsd:string,
        "MetaCyc:CPD-17678"^^xsd:string,
        "PMID:27882656"^^xsd:string,
        "PMID:29542357"^^xsd:string,
        "Reaxys:2206146"^^xsd:string ;
    rdfs:label "(1R,2S)-tranylcypromine"^^xsd:string ;
    definition: "A 2-phenylcyclopropan-1-amine that is the (1R,2S)-enantiomer of tranylcypromine."^^xsd:string ;
    rdfs:subClassOf CHEBI:131512,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:131517 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:131511 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C9H11N"^^xsd:string ;
    chebi:inchi "InChI=1S/C9H11N/c10-9-6-8(9)7-4-2-1-3-5-7/h1-5,8-9H,6,10H2/t8-,9+/m0/s1"^^xsd:string ;
    chebi:inchikey "AELCINSCMGFISI-DTWKUNHWSA-N"^^xsd:string ;
    chebi:mass "133.191"^^xsd:string ;
    chebi:monoisotopicmass "133.08915"^^xsd:string ;
    chebi:smiles "[C@H]1(C2=CC=CC=C2)[C@H](N)C1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:94631"^^xsd:string ;
    oboInOwl:hasExactSynonym "(1R,2S)-2-phenylcyclopropan-1-amine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(1R,2S)-2-phenyl-1-cyclopropanamine"^^xsd:string,
        "(1R,2S)-trans-tranylcypromine"^^xsd:string,
        "(+)-(R)-Tranylcypromine"^^xsd:string,
        "(+)-Tranylcypromine"^^xsd:string,
        "d-Tranylcypromine"^^xsd:string,
        "trans-2-phenylcyclopropan-1-amine"^^xsd:string,
        "trans-2-Phenylcyclopropylamine"^^xsd:string ;
    oboInOwl:id "CHEBI:131510"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:131511 a owl:Class ;
    oboInOwl:hasDbXref "CAS:3721-26-4"^^xsd:string,
        "LINCS:LSM-5943"^^xsd:string,
        "MetaCyc:CPD-17679"^^xsd:string ;
    rdfs:label "(1S,2R)-tranylcypromine"^^xsd:string ;
    definition: "A 2-phenylcyclopropan-1-amine that is the (1S,2R)-enantiomer of tranylcypromine."^^xsd:string ;
    rdfs:subClassOf CHEBI:131512,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:131520 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:131510 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C9H11N"^^xsd:string ;
    chebi:inchi "InChI=1S/C9H11N/c10-9-6-8(9)7-4-2-1-3-5-7/h1-5,8-9H,6,10H2/t8-,9+/m1/s1"^^xsd:string ;
    chebi:inchikey "AELCINSCMGFISI-BDAKNGLRSA-N"^^xsd:string ;
    chebi:mass "133.194"^^xsd:string ;
    chebi:monoisotopicmass "133.08915"^^xsd:string ;
    chebi:smiles "[C@@H]1(C2=CC=CC=C2)[C@@H](N)C1"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:94791"^^xsd:string ;
    oboInOwl:hasExactSynonym "(1S,2R)-2-phenylcyclopropan-1-amine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(1S,2R)-2-phenyl-1-cyclopropanamine"^^xsd:string,
        "(1S,2R)-trans-tranylcypromine"^^xsd:string,
        "(-)-Tranylcypromine"^^xsd:string,
        "l-Tranylcypromine"^^xsd:string,
        "trans-2-phenylcyclopropan-1-amine"^^xsd:string,
        "trans-(-)-2-Phenylcyclopropanamine"^^xsd:string ;
    oboInOwl:id "CHEBI:131511"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:131512 a owl:Class ;
    rdfs:label "2-phenylcyclopropan-1-amine"^^xsd:string ;
    definition: "A member of the class of cyclopropanes carrying amino and phenyl substituents at positions 1 and 2 respectively."^^xsd:string ;
    rdfs:subClassOf CHEBI:22712,
        CHEBI:32877,
        CHEBI:51454 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C9H11N"^^xsd:string ;
    chebi:inchi "InChI=1S/C9H11N/c10-9-6-8(9)7-4-2-1-3-5-7/h1-5,8-9H,6,10H2"^^xsd:string ;
    chebi:inchikey "AELCINSCMGFISI-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "133.191"^^xsd:string ;
    chebi:monoisotopicmass "133.08915"^^xsd:string ;
    chebi:smiles "C1(C2=CC=CC=C2)C(N)C1"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-phenylcyclopropan-1-amine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:131512"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:131517 a owl:Class ;
    rdfs:label "(1R,2S)-tranylcypromine(1+)"^^xsd:string ;
    definition: "A primary ammonium ion obtained by protonation of the primary amino function of (1R,2S)-tranylcypromine."^^xsd:string ;
    rdfs:subClassOf CHEBI:65296,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:131510 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:131520 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C9H12N"^^xsd:string ;
    chebi:inchi "InChI=1S/C9H11N/c10-9-6-8(9)7-4-2-1-3-5-7/h1-5,8-9H,6,10H2/p+1/t8-,9+/m0/s1"^^xsd:string ;
    chebi:inchikey "AELCINSCMGFISI-DTWKUNHWSA-O"^^xsd:string ;
    chebi:mass "134.199"^^xsd:string ;
    chebi:monoisotopicmass "134.09643"^^xsd:string ;
    chebi:smiles "[C@H]1(C2=CC=CC=C2)[C@H]([NH3+])C1"^^xsd:string ;
    oboInOwl:hasExactSynonym "(1R,2S)-2-phenylcyclopropan-1-aminium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:131517"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:131520 a owl:Class ;
    oboInOwl:hasDbXref "PDBeChem:TPA"^^xsd:string,
        "PMID:7634078"^^xsd:string ;
    rdfs:label "(1S,2R)-tranylcypromine(1+)"^^xsd:string ;
    definition: "A primary ammonium ion obtained by protonation of the primary amino function of (1S,2R)-tranylcypromine."^^xsd:string ;
    rdfs:subClassOf CHEBI:65296,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:131511 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:131517 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C9H12N"^^xsd:string ;
    chebi:inchi "InChI=1S/C9H11N/c10-9-6-8(9)7-4-2-1-3-5-7/h1-5,8-9H,6,10H2/p+1/t8-,9+/m1/s1"^^xsd:string ;
    chebi:inchikey "AELCINSCMGFISI-BDAKNGLRSA-O"^^xsd:string ;
    chebi:mass "134.201"^^xsd:string ;
    chebi:monoisotopicmass "134.09643"^^xsd:string ;
    chebi:smiles "[C@@H]1(C2=CC=CC=C2)[C@@H]([NH3+])C1"^^xsd:string ;
    oboInOwl:hasExactSynonym "(1S,2R)-2-phenylcyclopropan-1-aminium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:131520"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:131530 a owl:Class ;
    rdfs:label "pyridoxal(1+)"^^xsd:string ;
    definition: "A pyridinium ion obtained by protonation of the ring nitrogen of pyridoxal."^^xsd:string ;
    rdfs:subClassOf CHEBI:27306,
        CHEBI:50334,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:17310 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C8H10NO3"^^xsd:string ;
    chebi:inchi "InChI=1S/C8H9NO3/c1-5-8(12)7(4-11)6(3-10)2-9-5/h2,4,10,12H,3H2,1H3/p+1"^^xsd:string ;
    chebi:inchikey "RADKZDMFGJYCBB-UHFFFAOYSA-O"^^xsd:string ;
    chebi:mass "168.170"^^xsd:string ;
    chebi:monoisotopicmass "168.06552"^^xsd:string ;
    chebi:smiles "C1(O)=C(C)[NH+]=CC(CO)=C1C([H])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "4-formyl-3-hydroxy-5-(hydroxymethyl)-2-methylpyridin-1-ium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "pyridoxal cation"^^xsd:string ;
    oboInOwl:id "CHEBI:131530"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:131604 a owl:Class ;
    rdfs:label "Mycoplasma genitalium metabolite"^^xsd:string ;
    definition: "Any bacterial metabolite produced during a metabolic reaction in Mycoplasma genitalium."^^xsd:string ;
    rdfs:subClassOf CHEBI:76969 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Mycoplasma genitalium metabolites"^^xsd:string ;
    oboInOwl:id "CHEBI:131604"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:131605 a owl:Class ;
    rdfs:label "dicarboxylic acid monoester(1-)"^^xsd:string ;
    definition: "A carboxylic acid anion resulting from the deprotonation of the carboxy group of a dicarboxylic acid monoester."^^xsd:string ;
    rdfs:subClassOf CHEBI:29067,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:36244 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:131605"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:131621 a owl:Class ;
    rdfs:label "C19-steroid"^^xsd:string ;
    definition: "A steroid compound with a structure based on a 19-carbon (androstane) skeleton."^^xsd:string ;
    rdfs:subClassOf CHEBI:35341,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:35509 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "C19-steroids"^^xsd:string ;
    oboInOwl:id "CHEBI:131621"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:131787 a owl:Class ;
    oboInOwl:hasDbXref "PMID:23323533"^^xsd:string,
        "Wikipedia:Dopamine_receptor_D2"^^xsd:string ;
    rdfs:label "dopamine receptor D2 antagonist"^^xsd:string ;
    definition: "An antagonist that binds to and deactivates the dopamine receptor D2, the main receptor for all antipsychotic drugs."^^xsd:string ;
    rdfs:subClassOf CHEBI:48706 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "D2 receptor antagonist"^^xsd:string,
        "D2R antagonist"^^xsd:string ;
    oboInOwl:id "CHEBI:131787"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:131860 a owl:Class ;
    rdfs:label "octadecanoid anion"^^xsd:string ;
    definition: "An unsaturated fatty acid anion obtained by the deprotonation of the carboxy group of any octadecanoid."^^xsd:string ;
    rdfs:subClassOf CHEBI:2580,
        CHEBI:57560,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:36326 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "anionic octadecanoid"^^xsd:string,
        "anionic octadecanoids"^^xsd:string,
        "octadecanoid anions"^^xsd:string ;
    oboInOwl:id "CHEBI:131860"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:131927 a owl:Class ;
    rdfs:label "dicarboxylic acids and O-substituted derivatives"^^xsd:string ;
    definition: "A class of carbonyl compound encompassing dicarboxylic acids and any derivatives obtained by substitution of either one or both of the carboxy hydrogens."^^xsd:string ;
    rdfs:subClassOf CHEBI:36586 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "dicarboxylic acids and derivatives"^^xsd:string ;
    oboInOwl:id "CHEBI:131927"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:132102 a owl:Class ;
    rdfs:label "buspirone(1+)"^^xsd:string ;
    definition: "An ammonium ion resulting from the addition of a proton to the piperazine nitrogen that is not attached to the pyrimidinyl group. The major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:35274,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:3223 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C21H32N5O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C21H31N5O2/c27-18-16-21(6-1-2-7-21)17-19(28)26(18)11-4-3-10-24-12-14-25(15-13-24)20-22-8-5-9-23-20/h5,8-9H,1-4,6-7,10-17H2/p+1"^^xsd:string ;
    chebi:inchikey "QWCRAEMEVRGPNT-UHFFFAOYSA-O"^^xsd:string ;
    chebi:mass "386.512"^^xsd:string ;
    chebi:monoisotopicmass "386.25505"^^xsd:string ;
    chebi:smiles "C=1N=C(N=CC1)N2CC[NH+](CC2)CCCCN3C(CC4(CC3=O)CCCC4)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "1-[4-(7,9-dioxo-8-azaspiro[4.5]decan-8-yl)butyl]-4-(pyrimidin-2-yl)piperazin-1-ium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:132102"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:132142 a owl:Class ;
    rdfs:label "1,4-naphthoquinones"^^xsd:string ;
    definition: "A naphthoquinone in which the oxo groups of the quinone moiety are at positions 1 and 4 of the parent naphthalene ring."^^xsd:string ;
    rdfs:subClassOf CHEBI:25481,
        CHEBI:25830 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:132142"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:132233 a owl:Class ;
    rdfs:label "1-phenylpropan-2-amine"^^xsd:string ;
    definition: "A primary amine that is isopropylamine in which a hydrogen attached to one of the methyl groups has been replaced by a phenyl group."^^xsd:string ;
    rdfs:subClassOf CHEBI:32877 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C9H13N"^^xsd:string ;
    chebi:inchi "InChI=1S/C9H13N/c1-8(10)7-9-5-3-2-4-6-9/h2-6,8H,7,10H2,1H3"^^xsd:string ;
    chebi:inchikey "KWTSXDURSIMDCE-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "135.207"^^xsd:string ;
    chebi:monoisotopicmass "135.10480"^^xsd:string ;
    chebi:smiles "C=1(C=CC=CC1)CC(C)N"^^xsd:string ;
    oboInOwl:hasExactSynonym "1-phenylpropan-2-amine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:132233"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:132294 a owl:Class ;
    rdfs:label "phenylephrine(1+)"^^xsd:string ;
    definition: "An organic cation obtained by protonation of the secondary amino function of phenylephrine."^^xsd:string ;
    rdfs:subClassOf CHEBI:25697,
        CHEBI:35274,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:8093 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C9H14NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C9H13NO2/c1-10-6-9(12)7-3-2-4-8(11)5-7/h2-5,9-12H,6H2,1H3/p+1/t9-/m0/s1"^^xsd:string ;
    chebi:inchikey "SONNWYBIRXJNDC-VIFPVBQESA-O"^^xsd:string ;
    chebi:mass "168.213"^^xsd:string ;
    chebi:monoisotopicmass "168.10191"^^xsd:string ;
    chebi:smiles "C=1C(=CC=CC1[C@H](C[NH2+]C)O)O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2R)-2-hydroxy-2-(3-hydroxyphenyl)-N-methylethan-1-aminium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "phenylephrine cation"^^xsd:string ;
    oboInOwl:id "CHEBI:132294"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:132296 a owl:Class ;
    rdfs:label "pseudoephedrine(1+)"^^xsd:string ;
    definition: "An organic cation obtained by protonation of the secondary amino function of pseudoephedrine."^^xsd:string ;
    rdfs:subClassOf CHEBI:25697,
        CHEBI:35274,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:51209 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:149674 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C10H16NO"^^xsd:string ;
    chebi:inchi "InChI=1S/C10H15NO/c1-8(11-2)10(12)9-6-4-3-5-7-9/h3-8,10-12H,1-2H3/p+1/t8-,10+/m0/s1"^^xsd:string ;
    chebi:inchikey "KWGRBVOPPLSCSI-WCBMZHEXSA-O"^^xsd:string ;
    chebi:mass "166.241"^^xsd:string ;
    chebi:monoisotopicmass "166.12264"^^xsd:string ;
    chebi:smiles "C=1C=C(C=CC1)[C@@H]([C@@H]([NH2+]C)C)O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(1S,2S)-1-hydroxy-N-methyl-1-phenylpropan-2-aminium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(1S,2S)-pseudoephedrine"^^xsd:string,
        "pseudoephedrine cation"^^xsd:string ;
    oboInOwl:id "CHEBI:132296"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:132297 a owl:Class ;
    rdfs:label "methamphetamine(1+)"^^xsd:string ;
    definition: "An organic cation obtained by protonation of the secondary amino function of methamphetamine."^^xsd:string ;
    rdfs:subClassOf CHEBI:137419,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:6809 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C10H16N"^^xsd:string ;
    chebi:inchi "InChI=1S/C10H15N/c1-9(11-2)8-10-6-4-3-5-7-10/h3-7,9,11H,8H2,1-2H3/p+1/t9-/m0/s1"^^xsd:string ;
    chebi:inchikey "MYWUZJCMWCOHBA-VIFPVBQESA-O"^^xsd:string ;
    chebi:mass "150.241"^^xsd:string ;
    chebi:monoisotopicmass "150.12773"^^xsd:string ;
    chebi:smiles "C=1(C[C@@H]([NH2+]C)C)C=CC=CC1"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2S)-N-methyl-1-phenylpropan-2-aminium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "methamphetamine cation"^^xsd:string ;
    oboInOwl:id "CHEBI:132297"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:132502 a owl:Class ;
    rdfs:label "fatty acid 18:3"^^xsd:string ;
    definition: "Any trienoic fatty acid containing 18 carbons."^^xsd:string ;
    rdfs:subClassOf CHEBI:73155 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C18H30O2"^^xsd:string ;
    chebi:mass "45.017"^^xsd:string ;
    chebi:monoisotopicmass "278.22458"^^xsd:string ;
    chebi:smiles "C(=O)(O)*"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "FA 18:3"^^xsd:string,
        "free fatty acid 18:3"^^xsd:string ;
    oboInOwl:id "CHEBI:132502"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:132539 a owl:Class ;
    rdfs:label "fatty acid 20:4"^^xsd:string ;
    definition: "Any polyunsaturated fatty acid containing 20 carbons and 4 double bonds."^^xsd:string ;
    rdfs:subClassOf CHEBI:26208 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C20H32O2"^^xsd:string ;
    chebi:mass "304.46690"^^xsd:string ;
    chebi:monoisotopicmass "304.24023"^^xsd:string ;
    chebi:smiles "C(=O)(O)*"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "FA 20:4"^^xsd:string,
        "free fatty acid 20:4"^^xsd:string ;
    oboInOwl:id "CHEBI:132539"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:132717 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Bleach"^^xsd:string ;
    rdfs:label "bleaching agent"^^xsd:string ;
    definition: "A reagent that lightens or whitens a substrate through chemical reaction. Bleaching reactions usually involve oxidative or reductive processes that degrade colour systems. Bleaching can occur by destroying one or more of the double bonds in the conjugated chain, by cleaving the conjugated chain, or by oxidation of one of the other moieties in the conjugated chain. Their reactivity results in many bleaches having strong bactericidal, disinfecting, and sterilising properties."^^xsd:string ;
    rdfs:subClassOf CHEBI:33893 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:132717"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:132922 a owl:Class ;
    oboInOwl:hasDbXref "Reaxys:4784081"^^xsd:string ;
    rdfs:label "ibuprofen(1-)"^^xsd:string ;
    definition: "A monocarboxylic acid anion that is the conjugate base of ibuprofen, obtained by deprotonation of the carboxy group; major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:35757,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:5855 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C13H17O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C13H18O2/c1-9(2)8-11-4-6-12(7-5-11)10(3)13(14)15/h4-7,9-10H,8H2,1-3H3,(H,14,15)/p-1"^^xsd:string ;
    chebi:inchikey "HEFNNWSXXWATRW-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "205.273"^^xsd:string ;
    chebi:monoisotopicmass "205.12340"^^xsd:string ;
    chebi:smiles "C=1C=C(C=CC1C(C(=O)[O-])C)CC(C)C"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-[4-(2-methylpropyl)phenyl]propanoate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "ibuprofen"^^xsd:string,
        "ibuprofen anion"^^xsd:string ;
    oboInOwl:id "CHEBI:132922"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:132943 a owl:Class ;
    rdfs:label "aspartate"^^xsd:string ;
    rdfs:subClassOf CHEBI:33558,
        CHEBI:35693,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:22660 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:132943"^^xsd:string ;
    oboInOwl:inSubset chebi2:1_STAR .

CHEBI:132944 a owl:Class ;
    rdfs:label "octadec-9-enoate"^^xsd:string ;
    definition: "An octadecenoate in which the double bond is at C-9."^^xsd:string ;
    rdfs:subClassOf CHEBI:78049,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:36021 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C18H33O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C18H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h9-10H,2-8,11-17H2,1H3,(H,19,20)/p-1"^^xsd:string ;
    chebi:inchikey "ZQPPMHVWECSIRJ-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "281.454"^^xsd:string ;
    chebi:monoisotopicmass "281.24860"^^xsd:string ;
    chebi:smiles "C(=CCCCCCCCC)CCCCCCCC(=O)[O-]"^^xsd:string ;
    oboInOwl:hasExactSynonym "octadec-9-enoate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "9-octadecenoate"^^xsd:string,
        "C18:1, n-9(1-)"^^xsd:string,
        "Delta(9)-octadecenoate"^^xsd:string ;
    oboInOwl:id "CHEBI:132944"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:132952 a owl:Class ;
    rdfs:label "oxalate"^^xsd:string ;
    definition: "A dicarboxylic acid anion obtained by deprotonation of at least one of the carboxy groups of oxalic acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:35693,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:16995 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "ethanedioic acid anion"^^xsd:string,
        "ethanedioic acid anions"^^xsd:string,
        "oxalate anion"^^xsd:string,
        "oxalate anions"^^xsd:string,
        "oxalates"^^xsd:string,
        "oxalic acid anion"^^xsd:string,
        "oxalic acid anions"^^xsd:string ;
    oboInOwl:id "CHEBI:132952"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:132955 a owl:Class ;
    rdfs:label "azelaate"^^xsd:string ;
    definition: "A dicarboxylic acid anion obtained by deprotonation of at least one of the carboxy groups of azelaic acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:35693,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:48131 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "azelaate anion"^^xsd:string,
        "azelaate anions"^^xsd:string,
        "azelaates"^^xsd:string,
        "azelaic acid anion"^^xsd:string,
        "azelaic acid anions"^^xsd:string,
        "nonanedioic acid anion"^^xsd:string,
        "nonanedioic acid anions"^^xsd:string ;
    oboInOwl:id "CHEBI:132955"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:132992 a owl:Class ;
    oboInOwl:hasDbXref "PMID:12520460"^^xsd:string,
        "Wikipedia:Radiosensitizer"^^xsd:string ;
    rdfs:label "radiosensitizing agent"^^xsd:string ;
    definition: "A drug that makes increases the sensitivity of tumour cells to radiation therapy."^^xsd:string ;
    rdfs:subClassOf CHEBI:23888 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "radiosensitiser"^^xsd:string,
        "radiosensitisers"^^xsd:string,
        "radiosensitising agent"^^xsd:string,
        "radiosensitising agents"^^xsd:string,
        "radiosensitizer"^^xsd:string,
        "radiosensitizers"^^xsd:string,
        "radiosensitizing agents"^^xsd:string ;
    oboInOwl:id "CHEBI:132992"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:133004 a owl:Class ;
    oboInOwl:hasDbXref "PMID:1955879"^^xsd:string,
        "PMID:2191354"^^xsd:string,
        "PMID:3323421"^^xsd:string ;
    rdfs:label "bisbenzylisoquinoline alkaloid"^^xsd:string ;
    definition: "A type of benzylisoquinoline alkaloid whose structures are built up of two benzylisoquinoline units linked by ether bridges. Various structural patterns resulting from additional bridging between the two units by direct carbon-carbon bridging or by methylenedioxy groups are common."^^xsd:string ;
    rdfs:subClassOf CHEBI:22750 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "bis(benzylisoquinoline) alkaloid"^^xsd:string,
        "bis(benzylisoquinoline) alkaloids"^^xsd:string,
        "bis-benzylisoquinoline alkaloid"^^xsd:string,
        "bis-benzylisoquinoline alkaloids"^^xsd:string,
        "bisbenzylisoquinoline alkaloids"^^xsd:string ;
    oboInOwl:id "CHEBI:133004"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:133011 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:CPD-19255"^^xsd:string ;
    rdfs:label "oxytetracycline zwitterion"^^xsd:string ;
    definition: "A zwitterion obtained by transfer of a proton from the 2-hydroxy group to the adjacent tertiary amino group of oxytetracycline; major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:27369,
        CHEBI:144644,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:27701 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C22H24N2O9"^^xsd:string ;
    chebi:inchi "InChI=1S/C22H24N2O9/c1-21(32)7-5-4-6-8(25)9(7)15(26)10-12(21)17(28)13-14(24(2)3)16(27)11(20(23)31)19(30)22(13,33)18(10)29/h4-6,12-14,17,25,27-29,32-33H,1-3H3,(H2,23,31)/t12-,13-,14+,17+,21-,22+/m1/s1"^^xsd:string ;
    chebi:inchikey "IWVCMVBTMGNXQD-PXOLEDIWSA-N"^^xsd:string ;
    chebi:mass "460.435"^^xsd:string ;
    chebi:monoisotopicmass "460.14818"^^xsd:string ;
    chebi:smiles "[C@@]12([C@](C(=C3C(C=4C(=CC=CC4[C@@]([C@]3([C@@H]1O)[H])(C)O)O)=O)O)(C(C(C(N)=O)=C([C@H]2[NH+](C)C)[O-])=O)O)[H]"^^xsd:string ;
    oboInOwl:hasExactSynonym "(1S,4aS,11S,11aR,12S,12aR)-3-carbamoyl-1-(dimethylazaniumyl)-4a,5,7,11,12-pentahydroxy-11-methyl-4,6-dioxo-1,4,4a,6,11,11a,12,12a-octahydrotetracen-2-olate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "oxytetracycline"^^xsd:string ;
    oboInOwl:id "CHEBI:133011"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:133291 a owl:Class ;
    rdfs:label "saturated dicarboxylic acid dianion(2-)"^^xsd:string ;
    definition: "A carboxylic acid dianion obtained by deprotonation of both carboxy groups of any dicarboxylic acid that contains no carbon-carbon double bonds."^^xsd:string ;
    rdfs:subClassOf CHEBI:28965 ;
    chebi:charge "-2"^^xsd:string ;
    chebi:formula "C2O4R"^^xsd:string ;
    chebi:mass "88.019"^^xsd:string ;
    chebi:monoisotopicmass "87.97966"^^xsd:string ;
    chebi:smiles "[O-]C(*C([O-])=O)=O"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "a saturated dicarboxylic acid"^^xsd:string,
        "saturated dicarboxylate(2-)"^^xsd:string ;
    oboInOwl:id "CHEBI:133291"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:133538 a owl:Class ;
    rdfs:label "L-lysine zwitterion"^^xsd:string ;
    definition: "An L-alpha-amino acid zwitterion obtained by transfer of a proton from the carboxy to the amino group of L-lysine; major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:59869,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:32550 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:32551 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:18019 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:194466 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H14N2O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H14N2O2/c7-4-2-1-3-5(8)6(9)10/h5H,1-4,7-8H2,(H,9,10)/t5-/m0/s1"^^xsd:string ;
    chebi:inchikey "KDXKERNSBIXSRK-YFKPBYRVSA-N"^^xsd:string ;
    chebi:mass "146.188"^^xsd:string ;
    chebi:monoisotopicmass "146.10553"^^xsd:string ;
    chebi:smiles "[O-]C([C@H](CCCCN)[NH3+])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2S)-6-amino-2-azaniumylhexanoate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "L-lysine"^^xsd:string,
        "Lys"^^xsd:string,
        "lysine zwitterion"^^xsd:string ;
    oboInOwl:id "CHEBI:133538"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:133674 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:CPD0-1074"^^xsd:string,
        "Patent:US5463175"^^xsd:string,
        "PMID:21789492"^^xsd:string ;
    rdfs:label "(aminomethyl)phosphonate(1-)"^^xsd:string ;
    definition: "An organophosphate oxoanion that is the conjugate base of aminomethylphosphonic acid, obtained by deprotonation of the phosphonic acid group and protonation of the amino group; major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:58945,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:28812 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "CH5NO3P"^^xsd:string ;
    chebi:inchi "InChI=1S/CH6NO3P/c2-1-6(3,4)5/h1-2H2,(H2,3,4,5)/p-1"^^xsd:string ;
    chebi:inchikey "MGRVRXRGTBOSHW-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "110.029"^^xsd:string ;
    chebi:monoisotopicmass "110.00125"^^xsd:string ;
    chebi:smiles "[NH3+]CP(=O)([O-])[O-]"^^xsd:string ;
    oboInOwl:hasExactSynonym "(azaniumylmethyl)phosphonate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "aminomethylphosphonate"^^xsd:string ;
    oboInOwl:id "CHEBI:133674"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:133790 a owl:Class ;
    rdfs:label "linolenate"^^xsd:string ;
    definition: "A polyunsaturated fatty acid anion obtained by deprotonation of the carboxy group of either alpha- or gamma-linolenic acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:57560,
        CHEBI:59203,
        CHEBI:76567,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:25048 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "linolenates"^^xsd:string ;
    oboInOwl:id "CHEBI:133790"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:134019 a owl:Class ;
    rdfs:label "hydroperoxy polyunsaturated fatty acid anion"^^xsd:string ;
    definition: "Any polyunsaturated fatty acid anion carrying one or more hydroperoxy substituents."^^xsd:string ;
    rdfs:subClassOf CHEBI:64012,
        CHEBI:76567,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:189832 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "CHO4R"^^xsd:string ;
    chebi:mass "77.016"^^xsd:string ;
    chebi:monoisotopicmass "76.98748"^^xsd:string ;
    chebi:smiles "*(C([O-])=O)OO"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "a hydroperoxy polyunsaturated fatty acid"^^xsd:string,
        "hydroperoxy polyunsaturated fatty acid anions"^^xsd:string,
        "hydroperoxy-polyunsaturated fatty acid anion"^^xsd:string,
        "hydroperoxy-polyunsaturated fatty acid anions"^^xsd:string ;
    oboInOwl:id "CHEBI:134019"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:134043 a owl:Class ;
    rdfs:label "phenylureas"^^xsd:string ;
    definition: "Any member of the class of ureas in which at least one of the nitrogens of the urea moiety is substituted by a phenyl or substituted phenyl group."^^xsd:string ;
    rdfs:subClassOf CHEBI:22712,
        CHEBI:47857 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:134043"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:134161 a owl:Class ;
    rdfs:label "N-acylethanolamine 20:4"^^xsd:string ;
    definition: "A N-(long-chain-acyl)ethanolamine in which the acyl group contains 20 carbons and 4 double bonds."^^xsd:string ;
    rdfs:subClassOf CHEBI:15897,
        CHEBI:85281 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C22H37NO2"^^xsd:string ;
    chebi:mass "347.543"^^xsd:string ;
    chebi:monoisotopicmass "347.28243"^^xsd:string ;
    chebi:smiles "N(C(*)=O)CCO"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "NAE 20:4"^^xsd:string ;
    oboInOwl:id "CHEBI:134161"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:134179 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Volatile_organic_compound"^^xsd:string ;
    rdfs:label "volatile organic compound"^^xsd:string ;
    definition: "Any organic compound having an initial boiling point less than or equal to 250 degreeC (482 degreeF) measured at a standard atmospheric pressure of 101.3 kPa."^^xsd:string ;
    rdfs:subClassOf CHEBI:72695 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "VOC"^^xsd:string,
        "VOCs"^^xsd:string,
        "volatile organic compounds"^^xsd:string ;
    oboInOwl:id "CHEBI:134179"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:134209 a owl:Class ;
    rdfs:label "aporphine alkaloid"^^xsd:string ;
    definition: "Any benzylisoquinoline alkaloid that has a structure based on 4H-dibenzo[de,g]quinoline or its 3-methyl derivative."^^xsd:string ;
    rdfs:subClassOf CHEBI:22750 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "aporphine alkaloids"^^xsd:string ;
    oboInOwl:id "CHEBI:134209"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:134249 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:Alkanesulfonates"^^xsd:string ;
    rdfs:label "alkanesulfonate oxoanion"^^xsd:string ;
    definition: "An alkanesulfonate in which the carbon at position 1 is attached to R, which can represent hydrogens, a carbon chain, or other groups."^^xsd:string ;
    rdfs:subClassOf CHEBI:33554 ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "CH2O3SR"^^xsd:string ;
    chebi:mass "94.091"^^xsd:string ;
    chebi:monoisotopicmass "93.97246"^^xsd:string ;
    chebi:smiles "C(S([O-])(=O)=O)*"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:22318"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "alkanesulfonate oxoanions"^^xsd:string,
        "alkanesulfonates"^^xsd:string,
        "an alkanesulfonate"^^xsd:string ;
    oboInOwl:id "CHEBI:134249"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:134251 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:Guaiacols"^^xsd:string ;
    rdfs:label "guaiacols"^^xsd:string ;
    definition: "Any phenol carrying an additional methoxy substituent at the ortho-position."^^xsd:string ;
    rdfs:subClassOf CHEBI:25235,
        CHEBI:33853 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C7H4O2R4"^^xsd:string ;
    chebi:mass "120.106"^^xsd:string ;
    chebi:monoisotopicmass "120.02113"^^xsd:string ;
    chebi:smiles "C1(=C(C(=C(C(=C1*)*)*)OC)O)*"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:13645"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-hydroxy-2-methoxybenzenes"^^xsd:string,
        "2-methoxyphenol"^^xsd:string,
        "2-methoxyphenol derivative"^^xsd:string,
        "2-methoxyphenol derivatives"^^xsd:string,
        "2-methoxyphenols"^^xsd:string,
        "a guaiacol"^^xsd:string,
        "catechol monomethyl ether"^^xsd:string,
        "catechol monomethyl ethers"^^xsd:string,
        "o-methoxyphenol"^^xsd:string,
        "o-methoxyphenols"^^xsd:string,
        "ortho-methoxyphenol"^^xsd:string,
        "ortho-methoxyphenols"^^xsd:string ;
    oboInOwl:id "CHEBI:134251"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:134686 a owl:Class ;
    rdfs:label "oxycodone(1+)"^^xsd:string ;
    definition: "An organic cation that is the conjugate acid of oxycodone, obtained by protonation of the tertiary amino group of oxycodone."^^xsd:string ;
    rdfs:subClassOf CHEBI:25697,
        CHEBI:35274,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:7852 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C18H22NO4"^^xsd:string ;
    chebi:inchi "InChI=1S/C18H21NO4/c1-19-8-7-17-14-10-3-4-12(22-2)15(14)23-16(17)11(20)5-6-18(17,21)13(19)9-10/h3-4,13,16,21H,5-9H2,1-2H3/p+1/t13-,16+,17+,18-/m1/s1"^^xsd:string ;
    chebi:inchikey "BRUQQQPBMZOVGD-XFKAJCMBSA-O"^^xsd:string ;
    chebi:mass "316.372"^^xsd:string ;
    chebi:monoisotopicmass "316.15433"^^xsd:string ;
    chebi:smiles "C=12[C@@]34[C@@]5([C@H]([NH+](C)CC3)CC1C=CC(=C2O[C@H]4C(=O)CC5)OC)O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(5alpha,17S)-14-hydroxy-3-methoxy-17-methyl-6-oxo-4,5-epoxymorphinan-17-ium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "oxycodone cation"^^xsd:string ;
    oboInOwl:id "CHEBI:134686"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:134688 a owl:Class ;
    rdfs:label "naltrexone(1+)"^^xsd:string ;
    rdfs:subClassOf CHEBI:25697,
        CHEBI:35274,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:7465 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:134688"^^xsd:string ;
    oboInOwl:inSubset chebi2:1_STAR .

CHEBI:135170 a owl:Class ;
    oboInOwl:hasDbXref "CAS:75-80-9"^^xsd:string,
        "Drug_Central:2731"^^xsd:string ;
    rdfs:label "tribromoethanol"^^xsd:string ;
    rdfs:subClassOf CHEBI:30879,
        CHEBI:37141 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C2H3Br3O"^^xsd:string ;
    chebi:inchi "InChI=1S/C2H3Br3O/c3-2(4,5)1-6/h6H,1H2"^^xsd:string ;
    chebi:inchikey "YFDSDPIBEUFTMI-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "282.755"^^xsd:string ;
    chebi:monoisotopicmass "279.77340"^^xsd:string ;
    chebi:smiles "C(CO)(Br)(Br)Br"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "avertin"^^xsd:string,
        "bromethol"^^xsd:string,
        "ethobrom"^^xsd:string,
        "ethobrome"^^xsd:string ;
    oboInOwl:id "CHEBI:135170"^^xsd:string ;
    oboInOwl:inSubset chebi1:_STAR .

CHEBI:136003 a owl:Class ;
    oboInOwl:hasDbXref "CAS:125-58-6"^^xsd:string,
        "Chemspider:20904"^^xsd:string,
        "Drug_Central:4586"^^xsd:string,
        "DrugBank:DB13515"^^xsd:string,
        "KEGG:D08121"^^xsd:string,
        "PMID:20308640"^^xsd:string,
        "PMID:21371149"^^xsd:string,
        "PMID:25669614"^^xsd:string,
        "PMID:27974484"^^xsd:string,
        "PMID:29393208"^^xsd:string,
        "PMID:29902789"^^xsd:string,
        "PMID:31842942"^^xsd:string,
        "PMID:32302325"^^xsd:string,
        "PMID:32586692"^^xsd:string,
        "PMID:32903474"^^xsd:string,
        "PMID:33345336"^^xsd:string,
        "PMID:33423953"^^xsd:string,
        "Reaxys:3213668"^^xsd:string,
        "Wikipedia:Levomethadone"^^xsd:string ;
    rdfs:label "levomethadone"^^xsd:string ;
    definition: "A 6-(dimethylamino)-4,4-diphenylheptan-3-one that has (R)-configuration. It is the active enantiomer of methadone and its hydrochloride salt is used to treat adults who are addicted to drugs such as heroin and morphine."^^xsd:string ;
    rdfs:subClassOf CHEBI:167309,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:167308 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35482 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:51177 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:55322 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:60643 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C21H27NO"^^xsd:string ;
    chebi:inchi "InChI=1S/C21H27NO/c1-5-20(23)21(16-17(2)22(3)4,18-12-8-6-9-13-18)19-14-10-7-11-15-19/h6-15,17H,5,16H2,1-4H3/t17-/m1/s1"^^xsd:string ;
    chebi:inchikey "USSIQXCVUWKGNF-QGZVFWFLSA-N"^^xsd:string ;
    chebi:mass "309.453"^^xsd:string ;
    chebi:monoisotopicmass "309.20926"^^xsd:string ;
    chebi:smiles "CCC(=O)C(C[C@@H](C)N(C)C)(C1=CC=CC=C1)C1=CC=CC=C1"^^xsd:string ;
    oboInOwl:hasExactSynonym "(6R)-6-(dimethylamino)-4,4-diphenylheptan-3-one"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(6R)-methadone"^^xsd:string,
        "(-)-(R)-6-(dimethylamino)-4,4-diphenyl-3-heptanone"^^xsd:string,
        "(-)-methadone"^^xsd:string,
        "(R)-6-(dimethylamino)-4,4-diphenyl-3-heptanone"^^xsd:string,
        "(R)-(-)-methadone"^^xsd:string,
        "(R)-methadone"^^xsd:string,
        "L-6-(dimethylamino)-4,4-diphenyl-3-heptanone"^^xsd:string,
        "l-methadone"^^xsd:string,
        "levometadona"^^xsd:string,
        "levomethadone"^^xsd:string,
        "levomethadonum"^^xsd:string,
        "R-methadone"^^xsd:string ;
    oboInOwl:id "CHEBI:136003"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:136184 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:Jasmonic-Acids"^^xsd:string ;
    rdfs:label "jasmonic acid anion"^^xsd:string ;
    definition: "A 5-oxo monocarboxylic acid anion obtained by deprotonation of the carboxy group of any diastereomer of jasmonic acid; major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:35975,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:24937 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C12H17O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C12H18O3/c1-2-3-4-5-10-9(8-12(14)15)6-7-11(10)13/h3-4,9-10H,2,5-8H2,1H3,(H,14,15)/p-1/b4-3-"^^xsd:string ;
    chebi:inchikey "ZNJFBWYDHIGLCU-ARJAWSKDSA-M"^^xsd:string ;
    chebi:mass "209.262"^^xsd:string ;
    chebi:monoisotopicmass "209.11832"^^xsd:string ;
    chebi:smiles "C1(C(CCC1=O)CC([O-])=O)C/C=C\\CC"^^xsd:string ;
    oboInOwl:hasExactSynonym "{3-oxo-2-[(2Z)-pent-2-en-1-yl]cyclopentyl}acetate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "a jasmonate"^^xsd:string,
        "jasmonate anion"^^xsd:string ;
    oboInOwl:id "CHEBI:136184"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:136596 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:CPD-8575"^^xsd:string ;
    rdfs:label "4-hydroxy monocarboxylic acid anion"^^xsd:string ;
    definition: "A hydroxy monocarboxylic acid anion resulting from the deprotonation of the carboxy group of a 4-hydroxycarboxylic acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:36059 ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C4H4O3R3"^^xsd:string ;
    chebi:mass "100.073"^^xsd:string ;
    chebi:monoisotopicmass "100.01604"^^xsd:string ;
    chebi:smiles "*C(C(C(C(=O)[O-])*)*)O"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "4-hydroxy monocarboxylic acid anions"^^xsd:string,
        "4-hydroxyacid anions"^^xsd:string,
        "4-hydroxycarboxylate"^^xsd:string,
        "4-hydroxycarboxylates"^^xsd:string,
        "4-hydroxycarboxylic acid anions"^^xsd:string,
        "4-hydroxymonocarboxylate"^^xsd:string,
        "4-hydroxymonocarboxylates"^^xsd:string,
        "4-hydroxymonocarboxylic acid anion"^^xsd:string,
        "4-hydroxymonocarboxylic acid anions"^^xsd:string,
        "a 4-hydroxyacid"^^xsd:string,
        "a 4-hydroxyacid anion"^^xsd:string ;
    oboInOwl:id "CHEBI:136596"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:136622 a owl:Class ;
    rdfs:label "aci-nitro compound"^^xsd:string ;
    definition: "Organonitrogen compounds that have the general structure R(1)(R(2))C=N(O)OH (R(1),R(2) = H, organyl). They are tautomers of C-nitro compounds."^^xsd:string ;
    rdfs:subClassOf CHEBI:35352,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:25750 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:35716 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "CHNO2R2"^^xsd:string ;
    chebi:mass "59.024"^^xsd:string ;
    chebi:monoisotopicmass "59.00073"^^xsd:string ;
    chebi:smiles "C(*)(=[N+](O)[O-])*"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "aci-nitro compounds"^^xsd:string,
        "oxime N-oxide"^^xsd:string,
        "oxime N-oxides"^^xsd:string ;
    oboInOwl:id "CHEBI:136622"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:136643 a owl:Class ;
    oboInOwl:hasDbXref "AGR:IND84086009"^^xsd:string,
        "PMID:26449612"^^xsd:string ;
    rdfs:label "propesticide"^^xsd:string ;
    definition: "A prodrug that, on administration, undergoes chemical conversion by biochemical (enzymatic), chemical (possibly following an enzymatic step), or physical (e.g. photochemical) activation processes before becoming the pharmacologically active pesticide for which it is a propesticide."^^xsd:string ;
    rdfs:subClassOf CHEBI:25944,
        CHEBI:136859 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "pro-pesticide"^^xsd:string,
        "pro-pesticides"^^xsd:string,
        "propesticides"^^xsd:string ;
    oboInOwl:id "CHEBI:136643"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:136644 a owl:Class ;
    oboInOwl:hasDbXref "AGR:IND20386178"^^xsd:string,
        "AGR:IND84086011"^^xsd:string,
        "AGR:IND89021681"^^xsd:string,
        "AGR:IND92003154"^^xsd:string,
        "PMID:16172027"^^xsd:string,
        "PMID:26449612"^^xsd:string,
        "PMID:27414472"^^xsd:string,
        "PMID:27976502"^^xsd:string ;
    rdfs:label "proinsecticide"^^xsd:string ;
    definition: "A compound that, on administration, must undergo chemical conversion by metabolic processes before becoming the pharmacologically active insecticide for which it is a proinsecticide."^^xsd:string ;
    rdfs:subClassOf CHEBI:24852,
        CHEBI:136643 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "pro-insecticide"^^xsd:string,
        "pro-insecticides"^^xsd:string,
        "proinsecticides"^^xsd:string ;
    oboInOwl:id "CHEBI:136644"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:136651 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:S100B"^^xsd:string ;
    rdfs:label "S100 calcium-binding protein B inhibitor"^^xsd:string ;
    definition: "Any inhibitor of S100 calcium-binding protein B."^^xsd:string ;
    rdfs:subClassOf CHEBI:35222,
        CHEBI:52206 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "S100 calcium-binding protein B inhibitors"^^xsd:string,
        "S100B inhibitor"^^xsd:string,
        "S100B inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:136651"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:136685 a owl:Class ;
    rdfs:label "pivaloyloxymethyl ester"^^xsd:string ;
    definition: "A acetal obtained from a carboxylic acid by replacement of the hydrogen attached to the carboxy group by a pivaloyloxymethyl group."^^xsd:string ;
    rdfs:subClassOf CHEBI:50784,
        CHEBI:59769 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C7H11O4R"^^xsd:string ;
    chebi:mass "159.160"^^xsd:string ;
    chebi:monoisotopicmass "159.06573"^^xsd:string ;
    chebi:smiles "C(=O)(*)OCOC(C(C)(C)C)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "[(2,2-dimethylpropanoyl)oxy]methyl ester"^^xsd:string,
        "[(2,2-dimethylpropanoyl)oxy]methyl esters"^^xsd:string,
        "methylacetyloxymethyl esters"^^xsd:string,
        "trimethylacetyloxymethyl ester"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "pivaloyloxymethyl esters"^^xsd:string,
        "pivolxil ester"^^xsd:string,
        "pivolxil esters"^^xsd:string,
        "POM ester"^^xsd:string,
        "POM esters"^^xsd:string ;
    oboInOwl:id "CHEBI:136685"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:136849 a owl:Class ;
    rdfs:label "3-oxo-Delta(4)-steroid group"^^xsd:string ;
    definition: "An organic group derived from any 3-oxo-Delta(4)-steroid."^^xsd:string ;
    rdfs:subClassOf CHEBI:33247 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H6O"^^xsd:string ;
    chebi:mass "94.111"^^xsd:string ;
    chebi:monoisotopicmass "94.04186"^^xsd:string ;
    chebi:smiles "C1=C(C*)*C(CC1=O)*"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "a 3-oxo-Delta4-steroid group"^^xsd:string ;
    oboInOwl:id "CHEBI:136849"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:136859 a owl:Class ;
    oboInOwl:hasDbXref "PMID:26449612"^^xsd:string ;
    rdfs:label "pro-agent"^^xsd:string ;
    definition: "A compound that, on administration, undergoes conversion by biochemical (enzymatic), chemical (possibly following an enzymatic step), or physical (e.g. photochemical) activation processes before becoming the active agent for which it is a pro-agent."^^xsd:string ;
    rdfs:subClassOf CHEBI:33232 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "pro-agents"^^xsd:string,
        "proagent"^^xsd:string,
        "proagents"^^xsd:string ;
    oboInOwl:id "CHEBI:136859"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:136860 a owl:Class ;
    rdfs:label "antidote to sarin poisoning"^^xsd:string ;
    definition: "A role borne by a molecule that acts to counteract or neutralise the nerve agent sarin."^^xsd:string ;
    rdfs:subClassOf CHEBI:50247 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:136860"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:136874 a owl:Class ;
    rdfs:label "piperazinium(2+)"^^xsd:string ;
    definition: "A secondary aliphatic ammonium ion obtained by protonation of both amino groups of piperazine."^^xsd:string ;
    rdfs:subClassOf CHEBI:58855,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:28568 ] ;
    chebi:charge "+2"^^xsd:string ;
    chebi:formula "C4H12N2"^^xsd:string ;
    chebi:inchi "InChI=1S/C4H10N2/c1-2-6-4-3-5-1/h5-6H,1-4H2/p+2"^^xsd:string ;
    chebi:inchikey "GLUUGHFHXGJENI-UHFFFAOYSA-P"^^xsd:string ;
    chebi:mass "88.152"^^xsd:string ;
    chebi:monoisotopicmass "88.09895"^^xsd:string ;
    chebi:smiles "C1C[NH2+]CC[NH2+]1"^^xsd:string ;
    oboInOwl:hasExactSynonym "piperazine-1,4-diium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "piperazinium dication"^^xsd:string ;
    oboInOwl:id "CHEBI:136874"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:136889 a owl:Class ;
    rdfs:label "5beta steroid"^^xsd:string ;
    definition: "Any steroid that has beta-configuration at position 5."^^xsd:string ;
    rdfs:subClassOf CHEBI:35341 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "5beta steroids"^^xsd:string,
        "5beta-steroid"^^xsd:string,
        "5beta-steroids"^^xsd:string ;
    oboInOwl:id "CHEBI:136889"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:137041 a owl:Class ;
    rdfs:label "quinine(1+)"^^xsd:string ;
    definition: "The monoprotonated form of quinine, the predominant species at pH7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:25697,
        CHEBI:51323,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:59138 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:15854 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38068 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:51371 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C20H25N2O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C20H24N2O2/c1-3-13-12-22-9-7-14(13)10-19(22)20(23)16-6-8-21-18-5-4-15(24-2)11-17(16)18/h3-6,8,11,13-14,19-20,23H,1,7,9-10,12H2,2H3/p+1/t13-,14-,19-,20+/m0/s1"^^xsd:string ;
    chebi:inchikey "LOUPRKONTZGTKE-WZBLMQSHSA-O"^^xsd:string ;
    chebi:mass "325.42470"^^xsd:string ;
    chebi:monoisotopicmass "325.19105"^^xsd:string ;
    chebi:smiles "[H][C@]1(C[C@@H]2CC[N@H+]1C[C@@H]2C=C)[C@H](O)c1ccnc2ccc(OC)cc12"^^xsd:string ;
    oboInOwl:hasExactSynonym "(9R)-9-hydroxy-6'-methoxy-8alpha-cinchonan-1-ium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "quinine"^^xsd:string ;
    oboInOwl:id "CHEBI:137041"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:137394 a owl:Class ;
    oboInOwl:hasDbXref "PMID:17086199"^^xsd:string,
        "PMID:19109922"^^xsd:string,
        "PMID:22292051"^^xsd:string ;
    rdfs:label "Alexa Fluor 647"^^xsd:string ;
    definition: "An iminium betaine fluorescent dye with a max absorption wavelength 650 nm and emission wavelength 665 nm. Alexa Fluor 6 is a bright and photostable far-red dye with excitation ideally suited to the 633 nm laser line."^^xsd:string ;
    rdfs:subClassOf CHEBI:24828,
        CHEBI:33555,
        CHEBI:35285,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:51121 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C35H43N2O14S4R"^^xsd:string ;
    chebi:mass "843.987"^^xsd:string ;
    chebi:monoisotopicmass "843.15971"^^xsd:string ;
    chebi:smiles "C12=CC(=CC=C1[N+](=C(C2(CCCCC(=O)O*)C)/C=C/C=C/C=C/3\\C(C4=CC(=CC=C4N3CCCS(O)(=O)=O)S(O)(=O)=O)(C)C)CCCS([O-])(=O)=O)S(O)(=O)=O"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Alexa Fluor 647 Succinimidyl Esters"^^xsd:string ;
    oboInOwl:id "CHEBI:137394"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:137419 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:Secondary-Amines"^^xsd:string ;
    rdfs:label "secondary ammonium ion"^^xsd:string ;
    definition: "An organic cation obtained by protonation of any secondary amino compound; major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:25697,
        CHEBI:35274,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:32863 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "H2NR2"^^xsd:string ;
    chebi:mass "16.023"^^xsd:string ;
    chebi:monoisotopicmass "16.01872"^^xsd:string ;
    chebi:smiles "*[NH+](*)[H]"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "a secondary amine"^^xsd:string,
        "secondary amine(1+)"^^xsd:string ;
    oboInOwl:id "CHEBI:137419"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:137626 a owl:Class ;
    rdfs:label "EC 1.1.1.146 (11beta-hydroxysteroid dehydrogenase) inhibitor"^^xsd:string ;
    definition: "An EC 1.1.1.* (oxidoreductase acting on donor CH-OH group, NAD(+) or NADP(+) acceptor) inhibitor that interferes with the action of 11beta-hydroxysteroid dehydrogenase (EC 1.1.1.146)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76835 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "11beta-hydroxy steroid dehydrogenase inhibitor"^^xsd:string,
        "11beta-hydroxy steroid dehydrogenase inhibitors"^^xsd:string,
        "11beta-hydroxysteroid dehydrogenase inhibitor"^^xsd:string,
        "11beta-hydroxysteroid dehydrogenase inhibitors"^^xsd:string,
        "11beta-hydroxysteroid dehydrogenase type 1 inhibitor"^^xsd:string,
        "11beta-hydroxysteroid dehydrogenase type 1 inhibitors"^^xsd:string,
        "11beta-hydroxysteroid:NADP(+) 11-oxidoreductase inhibitor"^^xsd:string,
        "11beta-hydroxysteroid:NADP(+) 11-oxidoreductase inhibitors"^^xsd:string,
        "beta-hydroxysteroid dehydrogenase inhibitor"^^xsd:string,
        "beta-hydroxysteroid dehydrogenase inhibitors"^^xsd:string,
        "corticosteroid 11-reductase inhibitor"^^xsd:string,
        "corticosteroid 11-reductase inhibitors"^^xsd:string,
        "corticosteroid 11beta-dehydrogenase inhibitor"^^xsd:string,
        "corticosteroid 11beta-dehydrogenase inhibitors"^^xsd:string,
        "dehydrogenase, 11beta-hydroxy steroid inhibitor"^^xsd:string,
        "dehydrogenase, 11beta-hydroxy steroid inhibitors"^^xsd:string,
        "EC 1.1.1.146 (11beta-hydroxysteroid dehydrogenase) inhibitors"^^xsd:string,
        "EC 1.1.1.146 inhibitor"^^xsd:string,
        "EC 1.1.1.146 inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:137626"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:137980 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Metalloid"^^xsd:string ;
    rdfs:label "metalloid atom"^^xsd:string ;
    definition: "An atom of an element that exhibits properties that are between those of metals and nonmetals, or that has a mixture of them. The term generally includes boron, silicon, germanium, arsenic, antimony, and tellurium, while carbon, aluminium, selenium, polonium, and astatine are less commonly included."^^xsd:string ;
    rdfs:subClassOf CHEBI:33250 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "metalloid"^^xsd:string,
        "metalloids"^^xsd:string ;
    oboInOwl:id "CHEBI:137980"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:137982 a owl:Class ;
    rdfs:label "tertiary ammonium ion"^^xsd:string ;
    definition: "An organic cation obtained by protonation of the amino group of any tertiary amino compound."^^xsd:string ;
    rdfs:subClassOf CHEBI:25697,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:50996 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "HNR3"^^xsd:string ;
    chebi:mass "15.015"^^xsd:string ;
    chebi:monoisotopicmass "15.01090"^^xsd:string ;
    chebi:smiles "[NH+](*)(*)*"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "a tertiary amine"^^xsd:string,
        "tertiary amine(1+)"^^xsd:string,
        "tertiary ammonium ions"^^xsd:string ;
    oboInOwl:id "CHEBI:137982"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:138000 a owl:Class ;
    rdfs:label "3-(1-methylpyrrolidin-2-yl)pyridine"^^xsd:string ;
    definition: "An N-alkylpyrrolidine that consists of N-methylpyrrolidine bearing a pyridin-3-yl substituent at position 2."^^xsd:string ;
    rdfs:subClassOf CHEBI:26416,
        CHEBI:26456,
        CHEBI:46775 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C10H14N2"^^xsd:string ;
    chebi:inchi "InChI=1S/C10H14N2/c1-12-7-3-5-10(12)9-4-2-6-11-8-9/h2,4,6,8,10H,3,5,7H2,1H3"^^xsd:string ;
    chebi:inchikey "SNICXCGAKADSCV-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "162.232"^^xsd:string ;
    chebi:monoisotopicmass "162.11570"^^xsd:string ;
    chebi:smiles "C=1C=C(C2N(CCC2)C)C=NC1"^^xsd:string ;
    oboInOwl:hasExactSynonym "3-(1-methylpyrrolidin-2-yl)pyridine"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:138000"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:138015 a owl:Class ;
    oboInOwl:hasDbXref "PMID:27929035"^^xsd:string,
        "PMID:28356401"^^xsd:string,
        "PMID:28526231"^^xsd:string,
        "Wikipedia:Endocrine_disruptor"^^xsd:string ;
    rdfs:label "endocrine disruptor"^^xsd:string ;
    definition: "Any compound that can disrupt the functions of the endocrine (hormone) system"^^xsd:string ;
    rdfs:subClassOf CHEBI:51061 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "endocrine disrupting chemical"^^xsd:string,
        "endocrine disrupting chemicals"^^xsd:string,
        "endocrine disrupting compound"^^xsd:string,
        "endocrine disrupting compounds"^^xsd:string,
        "endocrine disruptors"^^xsd:string,
        "endocrine-disrupting chemical"^^xsd:string,
        "endocrine-disrupting chemicals"^^xsd:string,
        "hormonally active agent"^^xsd:string,
        "hormonally active agents"^^xsd:string ;
    oboInOwl:id "CHEBI:138015"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:138088 a owl:Class ;
    rdfs:label "long chain primary alcohol"^^xsd:string ;
    definition: "A primary alcohol with a chain length ranging from 13-22 carbons which is usually but not always a fatty alcohol."^^xsd:string ;
    rdfs:subClassOf CHEBI:15734 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "CH3OR"^^xsd:string ;
    chebi:mass "31.034"^^xsd:string ;
    chebi:monoisotopicmass "31.01839"^^xsd:string ;
    chebi:smiles "C(*)O"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:138088"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:138103 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Mineral_acid"^^xsd:string ;
    rdfs:label "inorganic acid"^^xsd:string ;
    definition: "A Bronsted acid derived from one or more inorganic compounds. Inorganic acids (also known as mineral acids) form hydrons and conjugate base ions when dissolved in water."^^xsd:string ;
    rdfs:subClassOf CHEBI:39141 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "inorganic acids"^^xsd:string,
        "mineral acid"^^xsd:string,
        "mineral acids"^^xsd:string ;
    oboInOwl:id "CHEBI:138103"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:138141 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:17a-hydroxy-C21-steroids"^^xsd:string ;
    rdfs:label "17alpha-hydroxy-C21-steroid"^^xsd:string ;
    definition: "Any C21-steroid carrying a hydroxy substituent at the 17alpha-position. Note that individual examples may have ring substituents at other positions and/or contain double bonds, aromatic A-rings, expanded/contracted rings etc., so the formula and mass may vary from that given for the generic structure."^^xsd:string ;
    rdfs:subClassOf CHEBI:35342,
        CHEBI:61313 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C21H36O"^^xsd:string ;
    chebi:inchi "InChI=1S/C21H36O/c1-4-21(22)14-11-18-16-9-8-15-7-5-6-12-19(15,2)17(16)10-13-20(18,21)3/h15-18,22H,4-14H2,1-3H3/t15?,16?,17?,18?,19?,20?,21-/m1/s1"^^xsd:string ;
    chebi:inchikey "JSIVWCLRCGAVHN-ILZKQPLKSA-N"^^xsd:string ;
    chebi:mass "304.511"^^xsd:string ;
    chebi:monoisotopicmass "304.27662"^^xsd:string ;
    chebi:smiles "C1CCCC2C1(C3C(CC2)C4C(CC3)([C@](CC4)(CC)O)C)C"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "a 17alpha-hydroxy-C21-steroid"^^xsd:string ;
    oboInOwl:id "CHEBI:138141"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:138208 a owl:Class ;
    rdfs:label "carotenoid biosynthesis inhibitor"^^xsd:string ;
    definition: "Any pathway inhibitor that acts on the carotenoid biosynthesis pathway."^^xsd:string ;
    rdfs:subClassOf CHEBI:76932 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "carotenogenesis inhibitor"^^xsd:string,
        "carotenogenesis inhibitors"^^xsd:string,
        "carotenoid biosynthesis inhibitors"^^xsd:string,
        "carotenoid-biosynthesis inhibitor"^^xsd:string,
        "carotenoid-biosynthesis inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:138208"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:138625 a owl:Class ;
    oboInOwl:hasDbXref "PMID:11287667"^^xsd:string,
        "Pubchem:7251180"^^xsd:string ;
    rdfs:label "(+)-jasmonic acid anion"^^xsd:string ;
    definition: "A jasmonate anion resulting from the removal of a proton from the carboxy group of (+)-jasmonic acid; major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:136184,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:139300 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C12H17O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C12H18O3/c1-2-3-4-5-10-9(8-12(14)15)6-7-11(10)13/h3-4,9-10H,2,5-8H2,1H3,(H,14,15)/p-1/b4-3-/t9-,10-/m0/s1"^^xsd:string ;
    chebi:inchikey "ZNJFBWYDHIGLCU-CMIOBCHKSA-M"^^xsd:string ;
    chebi:mass "209.262"^^xsd:string ;
    chebi:monoisotopicmass "209.11832"^^xsd:string ;
    chebi:smiles "C(=O)([O-])C[C@H]1[C@@H](C(CC1)=O)C/C=C\\CC"^^xsd:string ;
    oboInOwl:hasExactSynonym "{(1S,2S)-3-oxo-2-[(2 Z)-pent-2-en-1-yl]cyclopentyl}acetate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(1S,2S)-jasmonic acid anion"^^xsd:string,
        "(3S,7S)-jasmonate"^^xsd:string ;
    oboInOwl:id "CHEBI:138625"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:138675 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:https://en.wikipedia.org/wiki/Gas"^^xsd:string ;
    rdfs:label "gas molecular entity"^^xsd:string ;
    definition: "Any main group molecular entity that is gaseous at standard temperature and pressure (STP; 0degreeC and 100 kPa)."^^xsd:string ;
    rdfs:subClassOf CHEBI:33579 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "gas molecular entities"^^xsd:string,
        "gaseous molecular entities"^^xsd:string,
        "gaseous molecular entity"^^xsd:string ;
    oboInOwl:id "CHEBI:138675"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:138880 a owl:Class ;
    rdfs:label "autophagy inducer"^^xsd:string ;
    definition: "Any compound that induces the process of autophagy (the self-digestion of one or more components of a cell through the action of enzymes originating within the same cell)."^^xsd:string ;
    rdfs:subClassOf CHEBI:52206 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "autophagocytosis inducer"^^xsd:string,
        "autophagocytosis inducers"^^xsd:string,
        "autophagy inducers"^^xsd:string ;
    oboInOwl:id "CHEBI:138880"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:139072 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:CPD-20576"^^xsd:string ;
    rdfs:label "psilocybin(1-)"^^xsd:string ;
    definition: "An organophosphate oxoanion resulting from the protons from the phosphate group and the protonation of the tertiary amino group of psilocybin. The major species at pH 7.3"^^xsd:string ;
    rdfs:subClassOf CHEBI:58945,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:8614 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35499 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35941 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50266 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76946 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C12H16N2O4P"^^xsd:string ;
    chebi:inchi "InChI=1S/C12H17N2O4P/c1-14(2)7-6-9-8-13-10-4-3-5-11(12(9)10)18-19(15,16)17/h3-5,8,13H,6-7H2,1-2H3,(H2,15,16,17)/p-1"^^xsd:string ;
    chebi:inchikey "QVDSEJDULKLHCG-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "283.241"^^xsd:string ;
    chebi:monoisotopicmass "283.08532"^^xsd:string ;
    chebi:smiles "C=1C=2NC=C(C2C(=CC1)OP(=O)([O-])[O-])CC[NH+](C)C"^^xsd:string ;
    oboInOwl:hasExactSynonym "3-[2-(dimethylazaniumyl)ethyl]-1H-indol-4-yl phosphate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "psilocybin"^^xsd:string ;
    oboInOwl:id "CHEBI:139072"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:139120 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:Carotenoid-beta-end-group"^^xsd:string ;
    rdfs:label "carotenoid beta-end derivative"^^xsd:string ;
    definition: "Any carotenoid derivative with an beta-end group"^^xsd:string ;
    rdfs:subClassOf CHEBI:23044 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C19H27R"^^xsd:string ;
    chebi:mass "255.418"^^xsd:string ;
    chebi:monoisotopicmass "255.21128"^^xsd:string ;
    chebi:smiles "C1(=C(CCCC1(C)C)C)/C=C/C(=C/C=C/C(=C/*)/C)/C"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "a carotenoid beta-end derivative"^^xsd:string ;
    oboInOwl:id "CHEBI:139120"^^xsd:string ;
    oboInOwl:inSubset chebi1:_STAR .

CHEBI:139291 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Chlorophyll"^^xsd:string ;
    rdfs:label "chlorophyll(1-)"^^xsd:string ;
    definition: "A cyclic tetrapyrrole anion that is the carbanion obtained by removal of the acidic proton from position 21 of any chlorophyll. Major species at pH 7.3"^^xsd:string ;
    rdfs:subClassOf CHEBI:58941,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:28966 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C49H57MgN4O5R4"^^xsd:string ;
    chebi:mass "806.308"^^xsd:string ;
    chebi:monoisotopicmass "805.41794"^^xsd:string ;
    chebi:smiles "C1=2N3C(C=C4[N+]5=C(C=C6N7C8=C(C9=[N+](C(=C1)[C@H]([C@@H]9CCC(OC/C=C(/CCC[C@@H](CCC[C@@H](CCCC(C)C)C)C)\\C)=O)C)[Mg-2]735)[C-](C(C8=C6C)=O)C(=O)OC)C(=C4*)*)=C(C2*)*"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "a chlorophyll"^^xsd:string ;
    oboInOwl:id "CHEBI:139291"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:139292 a owl:Class ;
    rdfs:label "chlorophyllide(2-)"^^xsd:string ;
    definition: "A cyclic tetrapyrrole anion obtained by removal of the acidic proton from position 21 as well as deprotonation of the carboxy group of any chlorophyllide. Major species at pH 7.3"^^xsd:string ;
    rdfs:subClassOf CHEBI:35757,
        CHEBI:58941,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:38206 ] ;
    chebi:charge "-2"^^xsd:string ;
    chebi:formula "C29H18MgN4O5R4"^^xsd:string ;
    chebi:mass "526.783"^^xsd:string ;
    chebi:monoisotopicmass "526.11276"^^xsd:string ;
    chebi:smiles "C1=2N3C(C=C4[N+]5=C(C=C6N7C8=C(C9=[N+](C(=C1)[C@H]([C@@H]9CCC([O-])=O)C)[Mg-2]735)[C-](C(C8=C6C)=O)C(=O)OC)C(=C4*)*)=C(C2*)*"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "a chlorophyllide"^^xsd:string ;
    oboInOwl:id "CHEBI:139292"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:139300 a owl:Class ;
    oboInOwl:hasDbXref "Reaxys:2415413"^^xsd:string ;
    rdfs:label "(+)-jasmonic acid"^^xsd:string ;
    definition: "An oxo monocarboxylic acid that is (3-oxocyclopentyl)acetic acid substituted by a (2Z)-pent-2-en-1-yl group at position 2 of the cyclopentane ring."^^xsd:string ;
    rdfs:subClassOf CHEBI:35871,
        CHEBI:36140,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:138625 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:18292 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:24937 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C12H18O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C12H18O3/c1-2-3-4-5-10-9(8-12(14)15)6-7-11(10)13/h3-4,9-10H,2,5-8H2,1H3,(H,14,15)/b4-3-/t9-,10-/m0/s1"^^xsd:string ;
    chebi:inchikey "ZNJFBWYDHIGLCU-CMIOBCHKSA-N"^^xsd:string ;
    chebi:mass "210.270"^^xsd:string ;
    chebi:monoisotopicmass "210.12559"^^xsd:string ;
    chebi:smiles "C(=O)(O)C[C@H]1[C@@H](C(CC1)=O)C/C=C\\CC"^^xsd:string ;
    oboInOwl:hasExactSynonym "{(1S,2S)-3-oxo-2-[(2 Z)-pent-2-en-1-yl]cyclopentyl}acetic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(1S,2S)-jasmonic acid"^^xsd:string ;
    oboInOwl:id "CHEBI:139300"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:139322 a owl:Class ;
    rdfs:label "poly(ethylene glycol) derivative"^^xsd:string ;
    definition: "A polyether that is any poly(ethylene glycol) in which one or both of the terminal hydroxy groups has been substituted or undergone modification."^^xsd:string ;
    rdfs:subClassOf CHEBI:46774,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:46793 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "PEG derivative"^^xsd:string,
        "PEG derivatives"^^xsd:string,
        "PEO derivative"^^xsd:string,
        "PEO derivatives"^^xsd:string,
        "POE derivative"^^xsd:string,
        "POE derivatives"^^xsd:string,
        "poly(ethylene glycol) derivatives"^^xsd:string,
        "poly(ethyleneoxide) derivative"^^xsd:string,
        "poly(ethyleneoxide) derivatives"^^xsd:string,
        "poly(oxyethylene) derivative"^^xsd:string,
        "poly(oxyethylene) derivatives"^^xsd:string ;
    oboInOwl:id "CHEBI:139322"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:139340 a owl:Class ;
    rdfs:label "1,3-dihydroimidazole-2-thiones"^^xsd:string ;
    definition: "A member of the class of imidazoles that is 1,3-dihydroimidazole-2-thione and its derivatives by substitution."^^xsd:string ;
    rdfs:subClassOf CHEBI:24780,
        CHEBI:51276 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C3N2SR4"^^xsd:string ;
    chebi:mass "96.112"^^xsd:string ;
    chebi:monoisotopicmass "95.97822"^^xsd:string ;
    chebi:smiles "N1(C(N(C(=C1*)*)*)=S)*"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:139340"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:139520 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:Phenolic-Donors"^^xsd:string,
        "PMID:16098794"^^xsd:string ;
    rdfs:label "phenolic donor"^^xsd:string ;
    definition: "Any phenol that acts as an electron donor."^^xsd:string ;
    rdfs:subClassOf CHEBI:33853,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:15022 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H5OR"^^xsd:string ;
    chebi:mass "93.104"^^xsd:string ;
    chebi:monoisotopicmass "93.03404"^^xsd:string ;
    chebi:smiles "OC1=CC=C([*])C=C1"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "a phenolic donor"^^xsd:string,
        "phenolic donors"^^xsd:string ;
    oboInOwl:id "CHEBI:139520"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:139588 a owl:Class ;
    oboInOwl:hasDbXref "PMID:15326516"^^xsd:string,
        "PMID:19908854"^^xsd:string,
        "PMID:20382022"^^xsd:string,
        "PMID:23295224"^^xsd:string ;
    rdfs:label "alpha-hydroxy ketone"^^xsd:string ;
    definition: "An alpha-oxyketone that has a hydroxy group as the alpha-oxy moiety."^^xsd:string ;
    rdfs:subClassOf CHEBI:30879,
        CHEBI:52396 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "alpha-hydroxy ketones"^^xsd:string,
        "alpha-hydroxy-ketone"^^xsd:string,
        "alpha-hydroxy-ketones"^^xsd:string,
        "alpha-hydroxyketone"^^xsd:string,
        "alpha-hydroxyketones"^^xsd:string ;
    oboInOwl:id "CHEBI:139588"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:139589 a owl:Class ;
    rdfs:label "retinoid anion"^^xsd:string ;
    definition: "A carboxylic acid anion obtained by deprotonation of any retinoid carboxy group."^^xsd:string ;
    rdfs:subClassOf CHEBI:29067,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:26537 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "retinoate"^^xsd:string,
        "retinoates"^^xsd:string,
        "retinoid anions"^^xsd:string,
        "retinoid carboxylate anion"^^xsd:string,
        "retinoid carboxylate anions"^^xsd:string,
        "retinoid carboxylic acid anion"^^xsd:string,
        "retinoid carboxylic acid anions"^^xsd:string ;
    oboInOwl:id "CHEBI:139589"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:139590 a owl:Class ;
    rdfs:label "primary alpha-hydroxy ketone"^^xsd:string ;
    definition: "An alpha-hydroxy ketone in which the carbonyl group and the hydroxy group are linked by a -CH2 (methylene) group."^^xsd:string ;
    rdfs:subClassOf CHEBI:15734,
        CHEBI:139588 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C2H3O2R"^^xsd:string ;
    chebi:mass "59.044"^^xsd:string ;
    chebi:monoisotopicmass "59.01330"^^xsd:string ;
    chebi:smiles "*C(C(O)([H])[H])=O"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "primary alpha-hydroxy ketones"^^xsd:string,
        "primary alpha-hydroxy-ketone"^^xsd:string,
        "primary alpha-hydroxy-ketones"^^xsd:string,
        "primary alpha-hydroxyketone"^^xsd:string,
        "primary alpha-hydroxyketones"^^xsd:string ;
    oboInOwl:id "CHEBI:139590"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:139592 a owl:Class ;
    rdfs:label "tertiary alpha-hydroxy ketone"^^xsd:string ;
    definition: "An alpha-hydroxy ketone in which the carbonyl group and the hydroxy group are linked by a carbon bearing two organyl groups."^^xsd:string ;
    rdfs:subClassOf CHEBI:26878,
        CHEBI:139588 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C2HO2R3"^^xsd:string ;
    chebi:mass "57.028"^^xsd:string ;
    chebi:monoisotopicmass "56.99765"^^xsd:string ;
    chebi:smiles "C(C(=O)*)(O)(*)*"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "tertiary alpha-hydroxy ketones"^^xsd:string,
        "tertiary alpha-hydroxy-ketone"^^xsd:string,
        "tertiary alpha-hydroxy-ketones"^^xsd:string,
        "tertiary alpha-hydroxyketone"^^xsd:string,
        "tertiary alpha-hydroxyketones"^^xsd:string ;
    oboInOwl:id "CHEBI:139592"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:140322 a owl:Class ;
    rdfs:label "triketone"^^xsd:string ;
    definition: "A compound that contains three ketone functionalities."^^xsd:string ;
    rdfs:subClassOf CHEBI:17087 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "triketones"^^xsd:string ;
    oboInOwl:id "CHEBI:140322"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:140323 a owl:Class ;
    rdfs:label "beta-triketone"^^xsd:string ;
    definition: "A triketone in which the each ketone functionality is located beta- to the other two."^^xsd:string ;
    rdfs:subClassOf CHEBI:140322 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "beta-triketones"^^xsd:string ;
    oboInOwl:id "CHEBI:140323"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:140324 a owl:Class ;
    rdfs:label "primary carboxamide"^^xsd:string ;
    definition: "A carboxamide resulting from the formal condensation of a carboxylic acid with ammonia; formula RC(=O)NH2."^^xsd:string ;
    rdfs:subClassOf CHEBI:37622 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "CH2NOR"^^xsd:string ;
    chebi:mass "44.033"^^xsd:string ;
    chebi:monoisotopicmass "44.01364"^^xsd:string ;
    chebi:smiles "N(C(*)=O)([H])[H]"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "primary carboxamides"^^xsd:string ;
    oboInOwl:id "CHEBI:140324"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:140325 a owl:Class ;
    rdfs:label "secondary carboxamide"^^xsd:string ;
    definition: "A carboxamide resulting from the formal condensation of a carboxylic acid with a primary amine; formula RC(=O)NHR(1)."^^xsd:string ;
    rdfs:subClassOf CHEBI:37622 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "CHNOR2"^^xsd:string ;
    chebi:mass "43.025"^^xsd:string ;
    chebi:monoisotopicmass "43.00581"^^xsd:string ;
    chebi:smiles "N(C(*)=O)(*)[H]"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "secondary carboxamides"^^xsd:string ;
    oboInOwl:id "CHEBI:140325"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:140326 a owl:Class ;
    rdfs:label "tertiary carboxamide"^^xsd:string ;
    definition: "A carboxamide resulting from the formal condensation of a carboxylic acid with a secondary amine; formula RC(=O)NHR(1)R(2)."^^xsd:string ;
    rdfs:subClassOf CHEBI:37622 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "CNOR3"^^xsd:string ;
    chebi:mass "42.017"^^xsd:string ;
    chebi:monoisotopicmass "41.99799"^^xsd:string ;
    chebi:smiles "N(C(*)=O)(*)*"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "tertiary carboxamides"^^xsd:string ;
    oboInOwl:id "CHEBI:140326"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:140332 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:4-Methoxyflavanones"^^xsd:string ;
    rdfs:label "4'-methoxyflavanones"^^xsd:string ;
    definition: "Any methoxyflavanone having a methoxy substituent located at position 4'."^^xsd:string ;
    rdfs:subClassOf CHEBI:25240 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C16H5O3R9"^^xsd:string ;
    chebi:mass "245.210"^^xsd:string ;
    chebi:monoisotopicmass "245.02387"^^xsd:string ;
    chebi:smiles "C1(=C(C(=C(C2=C1OC(C(C2=O)*)C3=C(C(=C(C(=C3*)*)OC)*)*)*)*)*)*"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-(4-methoxyphenyl)-2,3-dihydro-4H-chromen-4-one"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "a 4'-methoxyflavanone"^^xsd:string ;
    oboInOwl:id "CHEBI:140332"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:140489 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Tropomyosin_receptor_kinase_B"^^xsd:string ;
    rdfs:label "tropomyosin-related kinase B receptor agonist"^^xsd:string ;
    definition: "An agonist that binds to and deactivates the tropomyosin-related kinase B (TrkB) receptor, the main signaling receptor of the neurotrophin brain-derived neurotrophic factor (BDNF)."^^xsd:string ;
    rdfs:subClassOf CHEBI:48705 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "TrkB receptor agonist"^^xsd:string,
        "TrkB receptor agonists"^^xsd:string,
        "tropomyosin-related kinase B receptor agonists"^^xsd:string ;
    oboInOwl:id "CHEBI:140489"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:140601 a owl:Class ;
    rdfs:label "fatty acid 4:0"^^xsd:string ;
    definition: "Any saturated fatty acid containing 4 carbons."^^xsd:string ;
    rdfs:subClassOf CHEBI:26666,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:78115 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "CHO2R"^^xsd:string ;
    chebi:mass "45.017"^^xsd:string ;
    chebi:monoisotopicmass "44.99765"^^xsd:string ;
    chebi:smiles "*C(O)=O"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:140601"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:140602 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Arabidopsis_thaliana"^^xsd:string ;
    rdfs:label "Arabidopsis thaliana metabolite"^^xsd:string ;
    definition: "Any plant metabolite that is produced by Arabidopsis thaliana."^^xsd:string ;
    rdfs:subClassOf CHEBI:76924 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Arabidopsis thaliana metabolites"^^xsd:string ;
    oboInOwl:id "CHEBI:140602"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:140785 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:CPD-20938"^^xsd:string ;
    rdfs:label "R-cob(III)alamin"^^xsd:string ;
    rdfs:subClassOf CHEBI:23333 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C62H88CoN13O14PR"^^xsd:string ;
    chebi:mass "1329.350"^^xsd:string ;
    chebi:monoisotopicmass "1328.56433"^^xsd:string ;
    chebi:smiles "[Co-3]1234(N5C6=C(C7=[N+]4C(=CC8=[N+]3C(=C(C9=[N+]2[C@@]([C@]5([C@@H]([C@@]6(C)CCC(=O)NC[C@H](OP(O[C@@H]%10[C@H](O[C@H](N%11C=[N+]1C%12=CC(=C(C=C%12%11)C)C)[C@@H]%10O)CO)(=O)[O-])C)CC(=O)N)[H])([C@]([C@@H]9CCC(N)=O)(CC(=O)N)C)C)C)[C@](C)([C@@H]8CCC(=O)N)CC(N)=O)C([C@@H]7CCC(=O)N)(C)C)C)*"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "an R-cob(III)alamin"^^xsd:string ;
    oboInOwl:id "CHEBI:140785"^^xsd:string ;
    oboInOwl:inSubset chebi1:_STAR .

CHEBI:140921 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Hedgehog_pathway_inhibitors"^^xsd:string ;
    rdfs:label "Hedgehog signaling pathway inhibitor"^^xsd:string ;
    definition: "Any pathway inhibitor that inhibits the Hedgehog signalling pathway."^^xsd:string ;
    rdfs:subClassOf CHEBI:76932 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Hedgehog pathway inhibitor"^^xsd:string,
        "Hedgehog pathway inhibitors"^^xsd:string,
        "Hedgehog signaling pathway inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:140921"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:140948 a owl:Class ;
    rdfs:label "fatty acid 18:1"^^xsd:string ;
    rdfs:subClassOf CHEBI:35366 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C18H34O2"^^xsd:string ;
    chebi:mass "282.468"^^xsd:string ;
    chebi:monoisotopicmass "282.25588"^^xsd:string ;
    chebi:smiles "C(=O)(O)*"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "FA 18:1"^^xsd:string,
        "FA(18:1)"^^xsd:string ;
    oboInOwl:id "CHEBI:140948"^^xsd:string ;
    oboInOwl:inSubset chebi1:_STAR .

CHEBI:141474 a owl:Class ;
    oboInOwl:hasDbXref "Reaxys:5381514"^^xsd:string ;
    rdfs:label "diethyl 2-[(dimethoxyphosphorothioyl)thio]succinate"^^xsd:string ;
    definition: "A diester that is diethyl succinate in which position 2 is substituted by a (dimethoxyphosphorothioyl)thio group."^^xsd:string ;
    rdfs:subClassOf CHEBI:23990,
        CHEBI:37512,
        CHEBI:51307,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:195233 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C10H19O6PS2"^^xsd:string ;
    chebi:inchi "InChI=1S/C10H19O6PS2/c1-5-15-9(11)7-8(10(12)16-6-2)19-17(18,13-3)14-4/h8H,5-7H2,1-4H3"^^xsd:string ;
    chebi:inchikey "JXSJBGJIGXNWCI-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "330.361"^^xsd:string ;
    chebi:monoisotopicmass "330.03607"^^xsd:string ;
    chebi:smiles "C(C(OCC)=O)C(C(OCC)=O)SP(OC)(OC)=S"^^xsd:string ;
    oboInOwl:hasExactSynonym "diethyl 2-[(dimethoxyphosphorothioyl)thio]succinate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:141474"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:141475 a owl:Class ;
    rdfs:label "(R)-malathion"^^xsd:string ;
    definition: "A diethyl 2-[(dimethoxyphosphorothioyl)thio]succinate that is the R-enantiomer of malathion."^^xsd:string ;
    rdfs:subClassOf CHEBI:141474,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:141476 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C10H19O6PS2"^^xsd:string ;
    chebi:inchi "InChI=1S/C10H19O6PS2/c1-5-15-9(11)7-8(10(12)16-6-2)19-17(18,13-3)14-4/h8H,5-7H2,1-4H3/t8-/m1/s1"^^xsd:string ;
    chebi:inchikey "JXSJBGJIGXNWCI-MRVPVSSYSA-N"^^xsd:string ;
    chebi:mass "330.361"^^xsd:string ;
    chebi:monoisotopicmass "330.03607"^^xsd:string ;
    chebi:smiles "C(C(OCC)=O)[C@H](C(OCC)=O)SP(OC)(OC)=S"^^xsd:string ;
    oboInOwl:hasExactSynonym "diethyl (2R)-2-[(dimethoxyphosphorothioyl)thio]succinate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(R)-O-[1,2-bis-(ethoxycarbonyl)ethyl]-O,O-dimethyl phosphorodithioate"^^xsd:string ;
    oboInOwl:id "CHEBI:141475"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:141476 a owl:Class ;
    oboInOwl:hasDbXref "Reaxys:5381515"^^xsd:string ;
    rdfs:label "(S)-malathion"^^xsd:string ;
    definition: "A diethyl 2-[(dimethoxyphosphorothioyl)thio]succinate that is the S-enantiomer of malathion."^^xsd:string ;
    rdfs:subClassOf CHEBI:141474,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:141475 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C10H19O6PS2"^^xsd:string ;
    chebi:inchi "InChI=1S/C10H19O6PS2/c1-5-15-9(11)7-8(10(12)16-6-2)19-17(18,13-3)14-4/h8H,5-7H2,1-4H3/t8-/m0/s1"^^xsd:string ;
    chebi:inchikey "JXSJBGJIGXNWCI-QMMMGPOBSA-N"^^xsd:string ;
    chebi:mass "330.361"^^xsd:string ;
    chebi:monoisotopicmass "330.03607"^^xsd:string ;
    chebi:smiles "C(C(OCC)=O)[C@@H](C(OCC)=O)SP(OC)(OC)=S"^^xsd:string ;
    oboInOwl:hasExactSynonym "diethyl (2S)-2-[(dimethoxyphosphorothioyl)thio]succinate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(S)-O-[1,2-bis-(ethoxycarbonyl)ethyl]-O,O-dimethyl phosphorodithioate"^^xsd:string ;
    oboInOwl:id "CHEBI:141476"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:141493 a owl:Class ;
    rdfs:label "carboxybiphenyl"^^xsd:string ;
    definition: "Any member of the class of biphenyls that has one or more carboxy groups attached to the biphenyl skeleton."^^xsd:string ;
    rdfs:subClassOf CHEBI:22723,
        CHEBI:22888 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "carboxybiphenyls"^^xsd:string ;
    oboInOwl:id "CHEBI:141493"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:141668 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:CPD-21526"^^xsd:string,
        "PMID:23281040"^^xsd:string ;
    rdfs:label "L-tyrosinal(1+)"^^xsd:string ;
    definition: "A primary ammonium ion resulting from the protonation of the amino group of L-tyrosinal."^^xsd:string ;
    rdfs:subClassOf CHEBI:65296,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:46209 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C9H12NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C9H11NO2/c10-8(6-11)5-7-1-3-9(12)4-2-7/h1-4,6,8,12H,5,10H2/p+1/t8-/m0/s1"^^xsd:string ;
    chebi:inchikey "DXGAIOIQACHYRK-QMMMGPOBSA-O"^^xsd:string ;
    chebi:mass "166.197"^^xsd:string ;
    chebi:monoisotopicmass "166.08626"^^xsd:string ;
    chebi:smiles "O=C[C@@H]([NH3+])CC=1C=CC(=CC1)O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2S)-1-(4-hydroxyphenyl)-3-oxopropan-2-aminium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2S)-1-(p-hydroxyphenyl)-3-oxopropan-2-aminium"^^xsd:string,
        "L-tyrosinal"^^xsd:string ;
    oboInOwl:id "CHEBI:141668"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:142118 a owl:Class ;
    rdfs:label "imidazobenzodiazepine"^^xsd:string ;
    definition: "Any organic heterotricyclic compound that is any benzodiazepine which is ortho-fused with a imidazole."^^xsd:string ;
    rdfs:subClassOf CHEBI:22720,
        CHEBI:26979 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "imidazobenzodiazepines"^^xsd:string ;
    oboInOwl:id "CHEBI:142118"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:142184 a owl:Class ;
    rdfs:label "5-hydroxytryptamine 2B receptor agonist"^^xsd:string ;
    definition: "An agonist at the 5-hydroxytryptamine 2B (5-HT2B) receptor."^^xsd:string ;
    rdfs:subClassOf CHEBI:48705 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "5-HT2B agonist"^^xsd:string,
        "5-HT2B agonists"^^xsd:string,
        "5-HT2B receptor agonist"^^xsd:string,
        "5-HT2B receptor agonists"^^xsd:string,
        "5-hydroxytryptamine 2B receptor agonists"^^xsd:string,
        "5-hydroxytryptamine receptor 2B agonist"^^xsd:string,
        "5-hydroxytryptamine receptor 2B agonists"^^xsd:string,
        "serotonin receptor 2B agonist"^^xsd:string,
        "serotonin receptor 2B agonists"^^xsd:string ;
    oboInOwl:id "CHEBI:142184"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:142185 a owl:Class ;
    rdfs:label "5-hydroxytryptamine 2C receptor agonist"^^xsd:string ;
    definition: "An agonist at the 5-hydroxytryptamine 2B (5-HT2C) receptor."^^xsd:string ;
    rdfs:subClassOf CHEBI:48705 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "5-HT2c agonist"^^xsd:string,
        "5-HT2c agonists"^^xsd:string,
        "5-HT2C receptor agonist"^^xsd:string,
        "5-HT2C receptor agonists"^^xsd:string,
        "5-hydroxytryptamine 2C receptor agonists"^^xsd:string,
        "5-hydroxytryptamine receptor 2C agonist"^^xsd:string,
        "5-hydroxytryptamine receptor 2C agonists"^^xsd:string,
        "serotonin receptor 2C agonist"^^xsd:string,
        "serotonin receptor 2C agonists"^^xsd:string ;
    oboInOwl:id "CHEBI:142185"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:142348 a owl:Class ;
    rdfs:label "hexahydronaphthalenes"^^xsd:string ;
    definition: "Any carbobycyclic compound that is an hexahydronaphthalene or a compound obtained from an hexahydronaphthalene by formal substitution of one or more hydrogens."^^xsd:string ;
    rdfs:subClassOf CHEBI:36785 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:142348"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:142355 a owl:Class ;
    rdfs:label "purines D-ribonucleoside"^^xsd:string ;
    definition: "A purine ribonucleoside that is a purine derivative attached to a beta-D-ribofuranosyl residue at position 9 via a glycosidic (N-glycosyl) linkage."^^xsd:string ;
    rdfs:subClassOf CHEBI:26399,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:26386 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:47013 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C10H11N4O4R2"^^xsd:string ;
    chebi:mass "251.219"^^xsd:string ;
    chebi:monoisotopicmass "251.07803"^^xsd:string ;
    chebi:smiles "C1(=*)NC(=NC2=C1N=CN2[C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O)*"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "a purine D-ribonucleoside"^^xsd:string ;
    oboInOwl:id "CHEBI:142355"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:142513 a owl:Class ;
    rdfs:label "oxime anion"^^xsd:string ;
    definition: "A organic ion resulting from the deprotonation of the hydroxy group of any oxime."^^xsd:string ;
    rdfs:subClassOf CHEBI:25696,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:25750 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "CNO"^^xsd:string ;
    chebi:mass "42.017"^^xsd:string ;
    chebi:monoisotopicmass "41.99799"^^xsd:string ;
    chebi:smiles "C(*)(=N[O-])*"^^xsd:string ;
    oboInOwl:hasExactSynonym "oxime anion"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "oximate"^^xsd:string,
        "oximates"^^xsd:string,
        "oxime anions"^^xsd:string ;
    oboInOwl:id "CHEBI:142513"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:142544 a owl:Class ;
    rdfs:label "tamsulosin(1+)"^^xsd:string ;
    definition: "A secondary ammonium ion resulting from the protonation of the secondary amino group of tamsulosin. The major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:137419,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:9398 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:142549 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C20H29N2O5S"^^xsd:string ;
    chebi:inchi "InChI=1S/C20H28N2O5S/c1-4-26-17-7-5-6-8-18(17)27-12-11-22-15(2)13-16-9-10-19(25-3)20(14-16)28(21,23)24/h5-10,14-15,22H,4,11-13H2,1-3H3,(H2,21,23,24)/p+1/t15-/m1/s1"^^xsd:string ;
    chebi:inchikey "DRHKJLXJIQTDTD-OAHLLOKOSA-O"^^xsd:string ;
    chebi:mass "409.522"^^xsd:string ;
    chebi:monoisotopicmass "409.17917"^^xsd:string ;
    chebi:smiles "C=1C=C(OCC[NH2+][C@@H](CC2=CC=C(C(=C2)S(N)(=O)=O)OC)C)C(=CC1)OCC"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2R)-N-[2-(2-ethoxyphenoxy)ethyl]-1-(4-methoxy-3-sulfamoylphenyl)propan-2-aminium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:142544"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:142546 a owl:Class ;
    oboInOwl:hasDbXref "PMID:2891044"^^xsd:string ;
    rdfs:label "5-(2-{[2-(2-ethoxyphenoxy)ethyl]amino}propyl)-2-methoxybenzenesulfonamide"^^xsd:string ;
    definition: "A secondary amino compound that is ammonia in which nitrogen is substituted by a 1-(4-methoxy-3-sulfamoylphenyl)propan-2-yl group and a 2-(2-ethoxyphenoxy)ethyl group."^^xsd:string ;
    rdfs:subClassOf CHEBI:35358,
        CHEBI:35618,
        CHEBI:50995 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C20H28N2O5S"^^xsd:string ;
    chebi:inchi "InChI=1S/C20H28N2O5S/c1-4-26-17-7-5-6-8-18(17)27-12-11-22-15(2)13-16-9-10-19(25-3)20(14-16)28(21,23)24/h5-10,14-15,22H,4,11-13H2,1-3H3,(H2,21,23,24)"^^xsd:string ;
    chebi:inchikey "DRHKJLXJIQTDTD-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "408.514"^^xsd:string ;
    chebi:monoisotopicmass "408.17189"^^xsd:string ;
    chebi:smiles "C=1C=C(OCCNC(CC2=CC=C(C(=C2)S(N)(=O)=O)OC)C)C(=CC1)OCC"^^xsd:string ;
    oboInOwl:hasExactSynonym "5-(2-{[2-(2-ethoxyphenoxy)ethyl]amino}propyl)-2-methoxybenzenesulfonamide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "5-(2-{[2-(o-ethoxyphenoxy)ethyl]amino}propyl)-2-methoxybenzenesulfonamide"^^xsd:string ;
    oboInOwl:id "CHEBI:142546"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:142548 a owl:Class ;
    oboInOwl:hasDbXref "CAS:106138-88-9"^^xsd:string,
        "PMID:2891044"^^xsd:string,
        "Reaxys:6896058"^^xsd:string ;
    rdfs:label "ent-tamsulosin"^^xsd:string ;
    definition: "A 5-(2-{[2-(2-ethoxyphenoxy)ethyl]amino}propyl)-2-methoxybenzenesulfonamide that has (S)-configuration. The enantiomer of tamsulosin."^^xsd:string ;
    rdfs:subClassOf CHEBI:142546,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:142549 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:9398 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C20H28N2O5S"^^xsd:string ;
    chebi:inchi "InChI=1S/C20H28N2O5S/c1-4-26-17-7-5-6-8-18(17)27-12-11-22-15(2)13-16-9-10-19(25-3)20(14-16)28(21,23)24/h5-10,14-15,22H,4,11-13H2,1-3H3,(H2,21,23,24)/t15-/m0/s1"^^xsd:string ;
    chebi:inchikey "DRHKJLXJIQTDTD-HNNXBMFYSA-N"^^xsd:string ;
    chebi:mass "408.514"^^xsd:string ;
    chebi:monoisotopicmass "408.17189"^^xsd:string ;
    chebi:smiles "C=1C=C(OCCN[C@H](CC2=CC=C(C(=C2)S(N)(=O)=O)OC)C)C(=CC1)OCC"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(+)-tamsulosin"^^xsd:string,
        "(S)-5-(2-((2-(2-ethoxyphenoxy)ethyl)amino)propyl)-2-methoxybenzenesulfonamide"^^xsd:string,
        "(S)-(+)-tamsulosin"^^xsd:string,
        "(S)-tamsulosin"^^xsd:string ;
    oboInOwl:id "CHEBI:142548"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:142549 a owl:Class ;
    rdfs:label "ent-tamsulosin(1+)"^^xsd:string ;
    definition: "A secondary ammonium ion resulting from the secondary amino group of ent-tamsulosin. The major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:137419,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:142548 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:142544 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C20H29N2O5S"^^xsd:string ;
    chebi:inchi "InChI=1S/C20H28N2O5S/c1-4-26-17-7-5-6-8-18(17)27-12-11-22-15(2)13-16-9-10-19(25-3)20(14-16)28(21,23)24/h5-10,14-15,22H,4,11-13H2,1-3H3,(H2,21,23,24)/p+1/t15-/m0/s1"^^xsd:string ;
    chebi:inchikey "DRHKJLXJIQTDTD-HNNXBMFYSA-O"^^xsd:string ;
    chebi:mass "409.522"^^xsd:string ;
    chebi:monoisotopicmass "409.17917"^^xsd:string ;
    chebi:smiles "C=1C=C(OCC[NH2+][C@H](CC2=CC=C(C(=C2)S(N)(=O)=O)OC)C)C(=CC1)OCC"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2S)-N-[2-(2-ethoxyphenoxy)ethyl]-1-(4-methoxy-3-sulfamoylphenyl)propan-2-aminium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(+)-tamsulosin(1+)"^^xsd:string,
        "(S)-5-(2-((2-(2-ethoxyphenoxy)ethyl)amino)propyl)-2-methoxybenzenesulfonamide(1+)"^^xsd:string,
        "(S)-(+)-tamsulosin(1+)"^^xsd:string,
        "(S)-tamsulosin(1+)"^^xsd:string ;
    oboInOwl:id "CHEBI:142549"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:142622 a owl:Class ;
    rdfs:label "primary fatty alcohol"^^xsd:string ;
    definition: "Any fatty alcohol in which the hydroxy group is attached to a methylene (CH2) group."^^xsd:string ;
    rdfs:subClassOf CHEBI:15734,
        CHEBI:24026 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "CH3OR"^^xsd:string ;
    chebi:mass "31.034"^^xsd:string ;
    chebi:monoisotopicmass "31.01839"^^xsd:string ;
    chebi:smiles "*CO"^^xsd:string ;
    oboInOwl:hasExactSynonym "primary fatty alcohol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "a primary fatty alcohol"^^xsd:string,
        "primary fatty alcohols"^^xsd:string ;
    oboInOwl:id "CHEBI:142622"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:142967 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:CPD-12151"^^xsd:string,
        "PMID:27230378"^^xsd:string ;
    rdfs:label "D-histidine zwitterion"^^xsd:string ;
    definition: "A polar amino acid zwitterion restulting from the transfer of a proton from the carboxy group to the alpha-amino group of D-histidine. The major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:62031,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:27947 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H9N3O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H9N3O2/c7-5(6(10)11)1-4-2-8-3-9-4/h2-3,5H,1,7H2,(H,8,9)(H,10,11)/t5-/m1/s1"^^xsd:string ;
    chebi:inchikey "HNDVDQJCIGZPNO-RXMQYKEDSA-N"^^xsd:string ;
    chebi:mass "155.155"^^xsd:string ;
    chebi:monoisotopicmass "155.06948"^^xsd:string ;
    chebi:smiles "C=1(N=CNC1)C[C@H](C(=O)[O-])[NH3+]"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2R)-2-ammonio-3-(1H-imidazol-4-yl)propanoate"^^xsd:string,
        "(2R)-2-azaniumyl-3-(1H-imidazol-4-yl)propanoate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "D-histidine"^^xsd:string ;
    oboInOwl:id "CHEBI:142967"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:143079 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:CPD-12150"^^xsd:string,
        "PMID:24419381"^^xsd:string ;
    rdfs:label "D-leucine zwitterion"^^xsd:string ;
    definition: "A D-alpha-amino acid zwitterion arising from the transfer of a proton from the carboxy to the amino group of D-leucine; major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:59871,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:28225 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H13NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H13NO2/c1-4(2)3-5(7)6(8)9/h4-5H,3,7H2,1-2H3,(H,8,9)/t5-/m1/s1"^^xsd:string ;
    chebi:inchikey "ROHFNLRQFUQHCH-RXMQYKEDSA-N"^^xsd:string ;
    chebi:mass "131.173"^^xsd:string ;
    chebi:monoisotopicmass "131.09463"^^xsd:string ;
    chebi:smiles "[O-]C([C@@H](CC(C)C)[NH3+])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2R)-2-azaniumyl-4-methylpentanoate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "D-leu"^^xsd:string,
        "D-leucine"^^xsd:string ;
    oboInOwl:id "CHEBI:143079"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:143658 a owl:Class ;
    rdfs:label "vincristine(2+)"^^xsd:string ;
    definition: "A vinca alkaloid cation resulting from the protonation of the two tertiary amino groups of vincristine. Major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:60082,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:28445 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35610 ] ;
    chebi:charge "+2"^^xsd:string ;
    chebi:formula "C46H58N4O10"^^xsd:string ;
    chebi:inchi "InChI=1S/C46H56N4O10/c1-7-42(55)22-28-23-45(40(53)58-5,36-30(14-18-48(24-28)25-42)29-12-9-10-13-33(29)47-36)32-20-31-34(21-35(32)57-4)50(26-51)38-44(31)16-19-49-17-11-15-43(8-2,37(44)49)39(60-27(3)52)46(38,56)41(54)59-6/h9-13,15,20-21,26,28,37-39,47,55-56H,7-8,14,16-19,22-25H2,1-6H3/p+2/t28-,37+,38-,39-,42+,43-,44-,45+,46+/m1/s1"^^xsd:string ;
    chebi:inchikey "OGWKCGZFUXNPDA-XQKSVPLYSA-P"^^xsd:string ;
    chebi:mass "826.987"^^xsd:string ;
    chebi:monoisotopicmass "826.41420"^^xsd:string ;
    chebi:smiles "C1=C(C(=CC2=C1N([C@@]3([C@@]24[C@@]5([C@]([C@H]([C@]3(O)C(=O)OC)OC(C)=O)(C=CC[NH+]5CC4)CC)[H])[H])C=O)[C@@]6(C=7NC8=CC=CC=C8C7CC[NH+]9C[C@](C[C@@H](C9)C6)(O)CC)C(OC)=O)OC"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "vincristine"^^xsd:string ;
    oboInOwl:id "CHEBI:143658"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:143819 a owl:Class ;
    rdfs:label "C-terminal amino acid residue(1-)"^^xsd:string ;
    rdfs:subClassOf CHEBI:35416 ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C2H2NO2R"^^xsd:string ;
    chebi:mass "72.043"^^xsd:string ;
    chebi:monoisotopicmass "72.00855"^^xsd:string ;
    chebi:smiles "[O-]C(C(N*)*)=O"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "amino acid carboxylate group(1-)"^^xsd:string,
        "C-terminal amino acid residue"^^xsd:string ;
    oboInOwl:id "CHEBI:143819"^^xsd:string ;
    oboInOwl:inSubset chebi1:_STAR .

CHEBI:144093 a owl:Class ;
    rdfs:label "N-[4-cyano-3-(trifluoromethyl)phenyl]-3-[(4-fluorophenyl)sulfonyl]-2-hydroxy-2-methylpropanamide"^^xsd:string ;
    definition: "A member of the class of (trifluoromethyl)benzenes that is 4-amino-2-(trifluoromethyl)benzonitrile in which one of the amino hydrogens is substituted by a 3-[(4-fluorophenyl)sulfonyl]-2-hydroxy-2-methylpropanoyl group."^^xsd:string ;
    rdfs:subClassOf CHEBI:18379,
        CHEBI:26878,
        CHEBI:29347,
        CHEBI:35850,
        CHEBI:83565,
        CHEBI:83575 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C18H14F4N2O4S"^^xsd:string ;
    chebi:inchi "InChI=1S/C18H14F4N2O4S/c1-17(26,10-29(27,28)14-6-3-12(19)4-7-14)16(25)24-13-5-2-11(9-23)15(8-13)18(20,21)22/h2-8,26H,10H2,1H3,(H,24,25)"^^xsd:string ;
    chebi:inchikey "LKJPYSCBVHEWIU-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "430.370"^^xsd:string ;
    chebi:monoisotopicmass "430.06104"^^xsd:string ;
    chebi:smiles "C=1(C(=CC=C(C1)NC(C(CS(C=2C=CC(=CC2)F)(=O)=O)(O)C)=O)C#N)C(F)(F)F"^^xsd:string ;
    oboInOwl:hasExactSynonym "N-[4-cyano-3-(trifluoromethyl)phenyl]-3-[(4-fluorophenyl)sulfonyl]-2-hydroxy-2-methylpropanamide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:144093"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:144094 a owl:Class ;
    oboInOwl:hasDbXref "CAS:113299-38-0"^^xsd:string,
        "PDBeChem:0U9"^^xsd:string,
        "PMID:15509184"^^xsd:string,
        "PMID:23288837"^^xsd:string,
        "PMID:23527766"^^xsd:string ;
    rdfs:label "(S)-bicalutamide"^^xsd:string ;
    definition: "A N-[4-cyano-3-(trifluoromethyl)phenyl]-3-[(4-fluorophenyl)sulfonyl]-2-hydroxy-2-methylpropanamide that is the (S)-enantiomer of bicalutamide."^^xsd:string ;
    rdfs:subClassOf CHEBI:144093,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:39589 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C18H14F4N2O4S"^^xsd:string ;
    chebi:inchi "InChI=1S/C18H14F4N2O4S/c1-17(26,10-29(27,28)14-6-3-12(19)4-7-14)16(25)24-13-5-2-11(9-23)15(8-13)18(20,21)22/h2-8,26H,10H2,1H3,(H,24,25)/t17-/m1/s1"^^xsd:string ;
    chebi:inchikey "LKJPYSCBVHEWIU-QGZVFWFLSA-N"^^xsd:string ;
    chebi:mass "430.370"^^xsd:string ;
    chebi:monoisotopicmass "430.06104"^^xsd:string ;
    chebi:smiles "C=1(C(=CC=C(C1)NC([C@@](CS(C=2C=CC(=CC2)F)(=O)=O)(O)C)=O)C#N)C(F)(F)F"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2S)-N-[4-cyano-3-(trifluoromethyl)phenyl]-3-[(4-fluorophenyl)sulfonyl]-2-hydroxy-2-methylpropanamide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(+)-bicalutamide"^^xsd:string,
        "(S)-Casodex"^^xsd:string ;
    oboInOwl:id "CHEBI:144094"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:144551 a owl:Class ;
    rdfs:label "4-(diethylamino)but-2-yn-1-ol"^^xsd:string ;
    definition: "A carboxylic ester resulting from the formal condensation of the carboxy group of cyclohexyl(hydroxy)phenylacetic acid with the hydroxy group of 4-(diethylamino)but-2-yn-1-ol."^^xsd:string ;
    rdfs:subClassOf CHEBI:26878,
        CHEBI:33308,
        CHEBI:50996,
        CHEBI:73474 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C22H31NO3"^^xsd:string ;
    chebi:inchi "InChI=1S/C22H31NO3/c1-3-23(4-2)17-11-12-18-26-21(24)22(25,19-13-7-5-8-14-19)20-15-9-6-10-16-20/h5,7-8,13-14,20,25H,3-4,6,9-10,15-18H2,1-2H3"^^xsd:string ;
    chebi:inchikey "XIQVNETUBQGFHX-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "357.494"^^xsd:string ;
    chebi:monoisotopicmass "357.23039"^^xsd:string ;
    chebi:smiles "C1(CCCCC1)C(C2=CC=CC=C2)(C(OCC#CCN(CC)CC)=O)O"^^xsd:string ;
    oboInOwl:hasExactSynonym "4-(diethylamino)but-2-yn-1-ol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "alpha-cyclohexyl-alpha-hydroxybenzeneacetic acid 4-(diethylamino)-2-butynyl ester"^^xsd:string ;
    oboInOwl:id "CHEBI:144551"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:144552 a owl:Class ;
    oboInOwl:hasDbXref "CAS:119618-21-2"^^xsd:string,
        "Patent:EP1286591"^^xsd:string,
        "Patent:US6123961"^^xsd:string,
        "Patent:WO0193683"^^xsd:string,
        "PMID:17473442"^^xsd:string,
        "PMID:24036364"^^xsd:string,
        "PMID:25215879"^^xsd:string ;
    rdfs:label "(R)-oxybutynin"^^xsd:string ;
    definition: "A 4-(diethylamino)but-2-yn-1-ol that has R configuration. It is responsible for virtually all of the antimuscarinic activity of (racemic) oxybutynin."^^xsd:string ;
    rdfs:subClassOf CHEBI:144551,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:51329 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:36333 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38215 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48873 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C22H31NO3"^^xsd:string ;
    chebi:inchi "InChI=1S/C22H31NO3/c1-3-23(4-2)17-11-12-18-26-21(24)22(25,19-13-7-5-8-14-19)20-15-9-6-10-16-20/h5,7-8,13-14,20,25H,3-4,6,9-10,15-18H2,1-2H3/t22-/m0/s1"^^xsd:string ;
    chebi:inchikey "XIQVNETUBQGFHX-QFIPXVFZSA-N"^^xsd:string ;
    chebi:mass "357.494"^^xsd:string ;
    chebi:monoisotopicmass "357.23039"^^xsd:string ;
    chebi:smiles "C1(CCCCC1)[C@@](C2=CC=CC=C2)(C(OCC#CCN(CC)CC)=O)O"^^xsd:string ;
    oboInOwl:hasExactSynonym "4-(diethylamino)but-2-yn-1-yl (2R)-cyclohexyl(hydroxy)phenylacetate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:144552"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:144644 a owl:Class ;
    rdfs:label "a tetracycline zwitterion"^^xsd:string ;
    rdfs:subClassOf CHEBI:26895 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C21H17N2O7R5"^^xsd:string ;
    chebi:mass "409.370"^^xsd:string ;
    chebi:monoisotopicmass "409.10358"^^xsd:string ;
    chebi:smiles "C12=C(C=C(C(=C1C(C=3[C@]([C@@H]([C@]4([C@@H](C([O-])=C(C([C@@]4(O)C3O)=O)C(N)=O)[NH+](C)C)[H])*)(C2(*)*)[H])=O)O)*)*"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "a tetracycline"^^xsd:string ;
    oboInOwl:id "CHEBI:144644"^^xsd:string ;
    oboInOwl:inSubset chebi1:_STAR .

CHEBI:145217 a owl:Class ;
    rdfs:label "epoxy steroid"^^xsd:string ;
    definition: "Any steroid whose structure includes an epoxy group."^^xsd:string ;
    rdfs:subClassOf CHEBI:32955,
        CHEBI:35341 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "epoxy steroids"^^xsd:string,
        "epoxy-steroid"^^xsd:string,
        "epoxy-steroids"^^xsd:string ;
    oboInOwl:id "CHEBI:145217"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:145437 a owl:Class ;
    oboInOwl:hasDbXref "Patent:US7510710"^^xsd:string,
        "Patent:US2009258064"^^xsd:string,
        "PMID:22420157"^^xsd:string,
        "PMID:23008094"^^xsd:string,
        "PMID:23609063"^^xsd:string,
        "PMID:24904988"^^xsd:string,
        "PMID:28089824"^^xsd:string,
        "PMID:29858912"^^xsd:string ;
    rdfs:label "uncoupling protein inhibitor"^^xsd:string ;
    definition: "Any inhibitor that acts on uncoupling protein."^^xsd:string ;
    rdfs:subClassOf CHEBI:35222 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "mitochondrial uncoupling protein inhibitor"^^xsd:string,
        "mitochondrial uncoupling protein inhibitors"^^xsd:string,
        "UCP inhibitor"^^xsd:string,
        "UCP inhibitors"^^xsd:string,
        "uncoupling protein inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:145437"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:145515 a owl:Class ;
    rdfs:label "GABAA receptor antagonist"^^xsd:string ;
    rdfs:subClassOf CHEBI:65259 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:145515"^^xsd:string ;
    oboInOwl:inSubset chebi2:1_STAR .

CHEBI:145796 a owl:Class ;
    rdfs:label "digitoxin(1-)"^^xsd:string ;
    definition: "An organic anion that is the conjugate base of digitoxin resulting from the deprotonation of furanone moiety; major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:25696,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:28544 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C41H63O13"^^xsd:string ;
    chebi:inchi "InChI=1S/C41H63O13/c1-20-36(46)29(42)16-34(49-20)53-38-22(3)51-35(18-31(38)44)54-37-21(2)50-33(17-30(37)43)52-25-8-11-39(4)24(15-25)6-7-28-27(39)9-12-40(5)26(10-13-41(28,40)47)23-14-32(45)48-19-23/h14,19-22,24-31,33-38,42-44,46-47H,6-13,15-18H2,1-5H3/q-1/t20-,21-,22-,24-,25+,26-,27+,28-,29+,30+,31+,33+,34+,35+,36-,37-,38-,39+,40-,41+/m1/s1"^^xsd:string ;
    chebi:inchikey "YQICPRLGRXWDHI-XUDUSOBPSA-N"^^xsd:string ;
    chebi:mass "763.943"^^xsd:string ;
    chebi:monoisotopicmass "763.42742"^^xsd:string ;
    chebi:smiles "C1C[C@@H](C[C@@]2([C@]1([C@@]3([C@@](CC2)([C@@]4([C@](CC3)([C@](CC4)(C=5[CH-]OC(C5)=O)[H])C)O)[H])[H])C)[H])O[C@H]6C[C@@H]([C@@H]([C@H](O6)C)O[C@@H]7O[C@@H]([C@H]([C@H](C7)O)O[C@H]8C[C@@H]([C@@H]([C@H](O8)C)O)O)C)O"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "digitoxin"^^xsd:string,
        "digitoxin anion"^^xsd:string ;
    oboInOwl:id "CHEBI:145796"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:145798 a owl:Class ;
    oboInOwl:hasDbXref "PMID:31075189"^^xsd:string,
        "PMID:31087249"^^xsd:string,
        "PMID:31170971"^^xsd:string,
        "PMID:32326025"^^xsd:string,
        "PMID:32368275"^^xsd:string,
        "PMID:32488807"^^xsd:string,
        "PMID:32651756"^^xsd:string ;
    rdfs:label "ouabain(1-)"^^xsd:string ;
    definition: "An organic anion that is the conjugate base of ouabain resulting from the deprotonation of the furanone moiety; major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:25696,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:472805 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C29H43O12"^^xsd:string ;
    chebi:inchi "InChI=1S/C29H43O12/c1-13-22(34)23(35)24(36)25(40-13)41-15-8-19(32)28(12-30)21-17(3-5-27(28,37)9-15)29(38)6-4-16(14-7-20(33)39-11-14)26(29,2)10-18(21)31/h7,11,13,15-19,21-25,30-32,34-38H,3-6,8-10,12H2,1-2H3/q-1/t13-,15-,16+,17+,18+,19+,21+,22-,23+,24+,25-,26+,27-,28+,29-/m0/s1"^^xsd:string ;
    chebi:inchikey "MPLJNVZJPLASQC-HBYQJFLCSA-N"^^xsd:string ;
    chebi:mass "583.652"^^xsd:string ;
    chebi:monoisotopicmass "583.27600"^^xsd:string ;
    chebi:smiles "O1[C@H]([C@@H]([C@H]([C@H]([C@@H]1O[C@H]2C[C@H]([C@]3([C@@](C2)(CC[C@]4([C@]5(CC[C@@H]([C@]5(C[C@H]([C@]34[H])O)C)C=6[CH-]OC(C6)=O)O)[H])O)CO)O)O)O)O)C"^^xsd:string ;
    oboInOwl:hasExactSynonym "1beta,5,11alpha,14,19-pentahydroxy-17beta-(5-oxo-2,5-dihydrofuran-2-id-3-yl)-5beta,14beta-androstan-3beta-yl 6-deoxy-alpha-L-mannopyranoside"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "ouabain"^^xsd:string,
        "ouabain anion"^^xsd:string ;
    oboInOwl:id "CHEBI:145798"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:145810 a owl:Class ;
    oboInOwl:hasDbXref "PMID:5941964"^^xsd:string,
        "PMID:6069707"^^xsd:string,
        "PMID:12137720"^^xsd:string,
        "PMID:19251032"^^xsd:string,
        "PMID:25848166"^^xsd:string,
        "Wikipedia:Insulin"^^xsd:string ;
    rdfs:label "insulin"^^xsd:string ;
    definition: "A peptide hormone which consists of two polypeptide chains, A- and B- chains which are linked together by disulfide bonds. The amino acid sequence of insulin varies across species and certain segments of the molecule are highly conserved. In most species, the A chain consists of 21 amino acids and the B chain consists of 30 amino acids. In mammals, insulin is synthesised in the pancreas within the beta cells whereas in certain species of fish, the insulin-producing tissue is uniquely located in separate structures called Brockmann bodies."^^xsd:string ;
    rdfs:subClassOf CHEBI:15841,
        CHEBI:24533,
        CHEBI:25905 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:145810"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:145813 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:CPD0-1564"^^xsd:string ;
    rdfs:label "D-cystine zwitterion"^^xsd:string ;
    definition: "A cysteine zwitterion derived from D-cysteine by transfer of a proton from each of the carboxy groups to the amino groups."^^xsd:string ;
    rdfs:subClassOf CHEBI:35492,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:35491 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:35494 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H12N2O4S2"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H12N2O4S2/c7-3(5(9)10)1-13-14-2-4(8)6(11)12/h3-4H,1-2,7-8H2,(H,9,10)(H,11,12)/t3-,4-/m1/s1"^^xsd:string ;
    chebi:inchikey "LEVWYRKDKASIDU-QWWZWVQMSA-N"^^xsd:string ;
    chebi:mass "240.290"^^xsd:string ;
    chebi:monoisotopicmass "240.02385"^^xsd:string ;
    chebi:smiles "C([C@H]([NH3+])CSSC[C@H](C(=O)[O-])[NH3+])(=O)[O-]"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2S,2'S)-3,3'-disulfanediylbis(2-ammoniopropanoate)"^^xsd:string,
        "(2S,2'S)-3,3'-dithiobis(2-ammoniopropanoate)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "D-cystine"^^xsd:string ;
    oboInOwl:id "CHEBI:145813"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:145814 a owl:Class ;
    oboInOwl:hasDbXref "PMID:14726201"^^xsd:string,
        "PMID:26404410"^^xsd:string,
        "Wikipedia:Aspartate-semialdehyde_dehydrogenase"^^xsd:string ;
    rdfs:label "EC 1.2.1.11 (aspartate-semialdehyde dehydrogenase) inhibitor"^^xsd:string ;
    definition: "Any EC 1.2.1.* (oxidoreductase acting on donor aldehyde/oxo group with NAD(+) or NADP(+) as acceptor) inhibitor that inhibits the action of aspartate-semialdehyde dehydrogenase (EC 1.2.1.11)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76852 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "ASA dehydrogenase inhibitor"^^xsd:string,
        "ASA dehydrogenase inhibitors"^^xsd:string,
        "aspartate semialdehyde dehydrogenase inhibitor"^^xsd:string,
        "aspartate semialdehyde dehydrogenase inhibitors"^^xsd:string,
        "aspartate-semialdehyde dehydrogenase (EC 1.2.1.11) inhibitor"^^xsd:string,
        "aspartate-semialdehyde dehydrogenase (EC 1.2.1.11) inhibitors"^^xsd:string,
        "aspartate-semialdehyde dehydrogenase inhibitor"^^xsd:string,
        "aspartate-semialdehyde dehydrogenase inhibitors"^^xsd:string,
        "aspartic beta-semialdehyde dehydrogenase inhibitor"^^xsd:string,
        "aspartic beta-semialdehyde dehydrogenase inhibitors"^^xsd:string,
        "aspartic semialdehyde dehydrogenase inhibitor"^^xsd:string,
        "aspartic semialdehyde dehydrogenase inhibitors"^^xsd:string,
        "EC 1.2.1.11 (aspartate-semialdehyde dehydrogenase) inhibitors"^^xsd:string,
        "EC 1.2.1.11 inhibitor"^^xsd:string,
        "EC 1.2.1.11 inhibitors"^^xsd:string,
        "L-aspartate-4-semialdehyde:NADP+ oxidoreductase (phosphorylating) inhibitor"^^xsd:string,
        "L-aspartate-4-semialdehyde:NADP+ oxidoreductase (phosphorylating) inhibitors"^^xsd:string,
        "L-aspartate-beta-semialdehyde:NADP oxidoreductase (phosporylating) inhibitor"^^xsd:string,
        "L-aspartate-beta-semialdehyde:NADP oxidoreductase (phosporylating) inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:145814"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:145932 a owl:Class ;
    oboInOwl:hasDbXref "PMID:16819884"^^xsd:string ;
    rdfs:label "(S)-2-methylbutanoate"^^xsd:string ;
    definition: "A branched-chain saturated fatty acid anion resulting from the deprotonation of the carboxy group of (S)-2-methylbutanoic acid. The major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:58951,
        CHEBI:58956,
        CHEBI:83976,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:38655 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C5H9O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C5H10O2/c1-3-4(2)5(6)7/h4H,3H2,1-2H3,(H,6,7)/p-1/t4-/m0/s1"^^xsd:string ;
    chebi:inchikey "WLAMNBDJUVNPJU-BYPYZUCNSA-M"^^xsd:string ;
    chebi:mass "101.126"^^xsd:string ;
    chebi:monoisotopicmass "101.06080"^^xsd:string ;
    chebi:smiles "[O-]C([C@H](CC)C)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2S)-2-methylbutanoate"^^xsd:string,
        "(S)-2-methylbutanoate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2S)-2-methylbutyrate"^^xsd:string,
        "(2S)-2-methylbutyric acid anion"^^xsd:string,
        "(S)-2-methylbutyrate"^^xsd:string,
        "(S)-alpha-methylbutyrate"^^xsd:string ;
    oboInOwl:id "CHEBI:145932"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:145982 a owl:Class ;
    rdfs:label "5-hydroxytryptamine 2A receptor agonist"^^xsd:string ;
    definition: "An agonist at the 5-hydroxytryptamine 2A (5-HT2A) receptor."^^xsd:string ;
    rdfs:subClassOf CHEBI:48705 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "5-HT2A agonist"^^xsd:string,
        "5-HT2A agonists"^^xsd:string,
        "5-HT2A receptor agonist"^^xsd:string,
        "5-HT2A receptor agonists"^^xsd:string,
        "5-hydroxytryptamine 2A receptor agonists"^^xsd:string,
        "5-hydroxytryptamine receptor 2A agonist"^^xsd:string,
        "5-hydroxytryptamine receptor 2A agonists"^^xsd:string,
        "serotonin receptor 2A agonist"^^xsd:string,
        "serotonin receptor 2A agonists"^^xsd:string ;
    oboInOwl:id "CHEBI:145982"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:146176 a owl:Class ;
    oboInOwl:hasDbXref "CAS:125-70-2"^^xsd:string,
        "PMID:16870378"^^xsd:string,
        "PMID:26226106"^^xsd:string,
        "PMID:28867701"^^xsd:string,
        "PMID:29131506"^^xsd:string,
        "Wikipedia:Levomethorphan"^^xsd:string ;
    rdfs:label "levomethorphan"^^xsd:string ;
    definition: "A 6-methoxy-11-methyl-1,3,4,9,10,10a-hexahydro-2H-10,4a-(epiminoethano)phenanthrene in which the stereocenters at positions 4a, 10 and 10a have R-configuration. It is a prodrug of levorphanol and a strong narcotic analgesic, and listed as a schedule II controlled substance."^^xsd:string ;
    rdfs:subClassOf CHEBI:146178,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:6444 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:4470 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35482 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50266 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C18H25NO"^^xsd:string ;
    chebi:inchi "InChI=1S/C18H25NO/c1-19-10-9-18-8-4-3-5-15(18)17(19)11-13-6-7-14(20-2)12-16(13)18/h6-7,12,15,17H,3-5,8-11H2,1-2H3/t15-,17+,18+/m0/s1"^^xsd:string ;
    chebi:inchikey "MKXZASYAUGDDCJ-CGTJXYLNSA-N"^^xsd:string ;
    chebi:mass "271.404"^^xsd:string ;
    chebi:monoisotopicmass "271.19361"^^xsd:string ;
    chebi:smiles "C=1C=2C[C@@H]3[C@]4([C@@](C2C=C(C1)OC)(CCCC4)CCN3C)[H]"^^xsd:string ;
    oboInOwl:hasExactSynonym "3-methoxy-17-methylmorphinan"^^xsd:string,
        "(4aR,10R,10aR)-6-methoxy-11-methyl-1,3,4,9,10,10a-hexahydro-2H-10,4a-(epiminoethano)phenanthrene"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(-)-3-methoxy-17-methylmorphinan"^^xsd:string,
        "(-)-3-methoxy-N-methylmorphinan"^^xsd:string,
        "L-3-methoxy-17-methylmorphinan"^^xsd:string,
        "L-methorphan"^^xsd:string,
        "levomethorphan"^^xsd:string,
        "levomethorphane"^^xsd:string,
        "levomethorphanum"^^xsd:string,
        "levometorfano"^^xsd:string ;
    oboInOwl:id "CHEBI:146176"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:146178 a owl:Class ;
    rdfs:label "6-methoxy-11-methyl-1,3,4,9,10,10a-hexahydro-2H-10,4a-(epiminoethano)phenanthrene"^^xsd:string ;
    definition: "An organic heterotetracyclic compound that is 1,3,4,9,10,10a-hexahydro-2H-10,4a-(epiminoethano)phenanthrene which is substituted by a methoxy group at position 6 and a methyl group at position 11."^^xsd:string ;
    rdfs:subClassOf CHEBI:25418,
        CHEBI:35618,
        CHEBI:38163,
        CHEBI:83818 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C18H25NO"^^xsd:string ;
    chebi:inchi "InChI=1S/C18H25NO/c1-19-10-9-18-8-4-3-5-15(18)17(19)11-13-6-7-14(20-2)12-16(13)18/h6-7,12,15,17H,3-5,8-11H2,1-2H3"^^xsd:string ;
    chebi:inchikey "MKXZASYAUGDDCJ-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "271.404"^^xsd:string ;
    chebi:monoisotopicmass "271.19361"^^xsd:string ;
    chebi:smiles "C1CCCC2(C13C4=C(CC2N(CC3)C)C=CC(=C4)OC)[H]"^^xsd:string ;
    oboInOwl:hasExactSynonym "4-methoxy-17-methyl-17-azatetracyclo[7.5.3.0(1,10).0(2,7)]heptadeca-2(7),3,5-triene"^^xsd:string,
        "6-methoxy-11-methyl-1,3,4,9,10,10a-hexahydro-2H-10,4a-(epiminoethano)phenanthrene"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:146178"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:146270 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Oneirogen"^^xsd:string ;
    rdfs:label "oneirogen"^^xsd:string ;
    definition: "Any substance that produces or enhances dream-like states of consciousness."^^xsd:string ;
    rdfs:subClassOf CHEBI:35471 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "oneirogens"^^xsd:string ;
    oboInOwl:id "CHEBI:146270"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:146291 a owl:Class ;
    oboInOwl:hasDbXref "PMID:27435673"^^xsd:string ;
    rdfs:label "11-HPETE(1-)"^^xsd:string ;
    rdfs:subClassOf CHEBI:59720 ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C20H31O4"^^xsd:string ;
    chebi:inchi "InChI=1S/C20H32O4/c1-2-3-4-5-7-10-13-16-19(24-23)17-14-11-8-6-9-12-15-18-20(21)22/h6-7,9-11,13-14,16,19,23H,2-5,8,12,15,17-18H2,1H3,(H,21,22)/p-1/b9-6-,10-7-,14-11-,16-13+"^^xsd:string ;
    chebi:inchikey "PCGWZQXAGFGRTQ-RLZWZWKOSA-M"^^xsd:string ;
    chebi:mass "335.465"^^xsd:string ;
    chebi:monoisotopicmass "335.22278"^^xsd:string ;
    chebi:smiles "C(CCC/C=C\\C/C=C\\CC(/C=C/C=C\\CCCCC)OO)(=O)[O-]"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "11-hydroperoxy-(5Z,8Z,12E,14Z)-eicosatetraenoate"^^xsd:string,
        "11-hydroperoxy-(5Z,8Z,12E,14Z)-icosatetraenoate(1-)"^^xsd:string ;
    oboInOwl:id "CHEBI:146291"^^xsd:string ;
    oboInOwl:inSubset chebi1:_STAR .

CHEBI:147285 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:C30_Endopeptidase"^^xsd:string ;
    rdfs:label "EC 3.4.22.69 (SARS coronavirus main proteinase) inhibitor"^^xsd:string ;
    definition: "An EC 3.4.22.* (cysteine endopeptidase) inhibitor that interferes with the action of SARS coronavirus main proteinase (EC 3.4.22.69)."^^xsd:string ;
    rdfs:subClassOf CHEBI:76796 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3C-like protease inhibitor"^^xsd:string,
        "3C-like protease inhibitors"^^xsd:string,
        "3cLpro inhibitor"^^xsd:string,
        "3cLpro inhibitors"^^xsd:string,
        "coronavirus 3C-like protease inhibitor"^^xsd:string,
        "coronavirus 3C-like protease inhibitors"^^xsd:string,
        "EC 3.4.22.69 (SARS coronavirus main proteinase) inhibitors"^^xsd:string,
        "EC 3.4.22.69 inhibitor"^^xsd:string,
        "EC 3.4.22.69 inhibitors"^^xsd:string,
        "Mpro inhibitor"^^xsd:string,
        "Mpro inhibitors"^^xsd:string,
        "SARS 3C-like protease inhibitor"^^xsd:string,
        "SARS 3C-like protease inhibitors"^^xsd:string,
        "SARS coronavirus 3CL protease inhibitor"^^xsd:string,
        "SARS coronavirus 3CL protease inhibitors"^^xsd:string,
        "SARS coronavirus main peptidase inhibitor"^^xsd:string,
        "SARS coronavirus main peptidase inhibitors"^^xsd:string,
        "SARS coronavirus main protease inhibitor"^^xsd:string,
        "SARS coronavirus main protease inhibitors"^^xsd:string,
        "SARS coronavirus main proteinase inhibitor"^^xsd:string,
        "SARS coronavirus main proteinase inhibitors"^^xsd:string,
        "SARS-CoV 3CLpro enzyme inhibitor"^^xsd:string,
        "SARS-CoV 3CLpro enzyme inhibitors"^^xsd:string,
        "SARS-CoV main protease inhibitor"^^xsd:string,
        "SARS-CoV main protease inhibitors"^^xsd:string,
        "SARS-CoV Mpro inhibitor"^^xsd:string,
        "SARS-CoV Mpro inhibitors"^^xsd:string,
        "severe acute respiratory syndrome coronavirus main protease inhibitor"^^xsd:string,
        "severe acute respiratory syndrome coronavirus main protease inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:147285"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:149484 a owl:Class ;
    oboInOwl:hasDbXref "PMID:25693996"^^xsd:string ;
    rdfs:label "chloroquine(2+)"^^xsd:string ;
    definition: "A quinolinium ion obtained by protonation of the quinoline nitrogen and tertiary amino group of the antimalarial drug chloroquine. It is the major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:52837,
        CHEBI:137982,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:3638 ] ;
    chebi:charge "+2"^^xsd:string ;
    chebi:formula "C18H28ClN3"^^xsd:string ;
    chebi:inchi "InChI=1S/C18H26ClN3/c1-4-22(5-2)12-6-7-14(3)21-17-10-11-20-18-13-15(19)8-9-16(17)18/h8-11,13-14H,4-7,12H2,1-3H3,(H,20,21)/p+2"^^xsd:string ;
    chebi:inchikey "WHTVZRBIWZFKQO-UHFFFAOYSA-P"^^xsd:string ;
    chebi:mass "321.890"^^xsd:string ;
    chebi:monoisotopicmass "321.19608"^^xsd:string ;
    chebi:smiles "[NH+]1=CC=C(C=2C1=CC(Cl)=CC2)NC(CCC[NH+](CC)CC)C"^^xsd:string ;
    oboInOwl:hasExactSynonym "7-chloro-4-{[5-(diethylazaniumyl)pentan-2-yl]amino}quinolinium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "chloroquine dication"^^xsd:string,
        "di-protonated chloroquine"^^xsd:string ;
    oboInOwl:id "CHEBI:149484"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:149504 a owl:Class ;
    oboInOwl:hasDbXref "PMID:18674515"^^xsd:string ;
    rdfs:label "losartan(1-)"^^xsd:string ;
    definition: "An organic anion that is the conjugate base of losartan, obtained from the deprotonation of the tetrazole NH group. Major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:25696,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:6541 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C22H22ClN6O"^^xsd:string ;
    chebi:inchi "InChI=1S/C22H22ClN6O/c1-2-3-8-20-24-21(23)19(14-30)29(20)13-15-9-11-16(12-10-15)17-6-4-5-7-18(17)22-25-27-28-26-22/h4-7,9-12,30H,2-3,8,13-14H2,1H3/q-1"^^xsd:string ;
    chebi:inchikey "MDMTUGIZSFHDIC-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "421.910"^^xsd:string ;
    chebi:monoisotopicmass "421.15491"^^xsd:string ;
    chebi:smiles "C1=CC(CN2C(=NC(=C2CO)Cl)CCCC)=CC=C1C3=CC=CC=C3C=4[N-]N=NN4"^^xsd:string ;
    oboInOwl:hasExactSynonym "5-(4'-{[2-butyl-4-chloro-5-(hydroxymethyl)-1H-imidazol-1-yl]methyl}[biphenyl]-2-yl)tetrazol-1-ide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "losartan"^^xsd:string ;
    oboInOwl:id "CHEBI:149504"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:149509 a owl:Class ;
    oboInOwl:hasDbXref "PMID:18674515"^^xsd:string ;
    rdfs:label "candesartan(2-)"^^xsd:string ;
    definition: "A monocarboxylic acid anion resulting from the deprotonation of the tetrazole NH group and carboxy group of candesartan. It is the major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:35757,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:3347 ] ;
    chebi:charge "-2"^^xsd:string ;
    chebi:formula "C24H18N6O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C24H20N6O3/c1-2-33-24-25-20-9-5-8-19(23(31)32)21(20)30(24)14-15-10-12-16(13-11-15)17-6-3-4-7-18(17)22-26-28-29-27-22/h3-13H,2,14H2,1H3,(H2,26,27,28,29,31,32)/p-2"^^xsd:string ;
    chebi:inchikey "BSLSLQSFLOCXQQ-UHFFFAOYSA-L"^^xsd:string ;
    chebi:mass "438.448"^^xsd:string ;
    chebi:monoisotopicmass "438.14514"^^xsd:string ;
    chebi:smiles "C1(=CC=C(C=C1)CN2C3=C(C(=O)[O-])C=CC=C3N=C2OCC)C=4C=CC=CC4C5=NN=N[N-]5"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-ethoxy-1-{[2'-(tetrazol-1-id-5-yl)[biphenyl]-4-yl]methyl}-1H-benzimidazole-7-carboxylate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "candesartan"^^xsd:string ;
    oboInOwl:id "CHEBI:149509"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:149552 a owl:Class ;
    rdfs:label "emetic"^^xsd:string ;
    definition: "Any agent that induces nausea and vomiting."^^xsd:string ;
    rdfs:subClassOf CHEBI:23888 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "emetics"^^xsd:string ;
    oboInOwl:id "CHEBI:149552"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:149553 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Coronavirus"^^xsd:string ;
    rdfs:label "anticoronaviral agent"^^xsd:string ;
    definition: "Any antiviral agent which inhibits the activity of coronaviruses."^^xsd:string ;
    rdfs:subClassOf CHEBI:22587 ;
    oboInOwl:hasExactSynonym "anticoronaviral agent"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "anti-coronaviral agent"^^xsd:string,
        "anti-coronaviral agents"^^xsd:string,
        "anti-coronavirus agent"^^xsd:string,
        "anti-coronavirus agents"^^xsd:string,
        "anticoronaviral agents"^^xsd:string,
        "anticoronaviral drug"^^xsd:string,
        "anticoronaviral drugs"^^xsd:string,
        "anticoronavirus agent"^^xsd:string,
        "anticoronavirus agents"^^xsd:string,
        "anticoronviral agent"^^xsd:string,
        "anticoronviral agents"^^xsd:string ;
    oboInOwl:id "CHEBI:149553"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:149565 a owl:Class ;
    rdfs:label "xylazine(1+)"^^xsd:string ;
    definition: "An organic cation that is the conjugate acid of xylazine, obtained by the protonation of the thiazine nitrogen."^^xsd:string ;
    rdfs:subClassOf CHEBI:25697,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:92386 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C12H17N2S"^^xsd:string ;
    chebi:inchi "InChI=1S/C12H16N2S/c1-9-5-3-6-10(2)11(9)14-12-13-7-4-8-15-12/h3,5-6H,4,7-8H2,1-2H3,(H,13,14)/p+1"^^xsd:string ;
    chebi:inchikey "BPICBUSOMSTKRF-UHFFFAOYSA-O"^^xsd:string ;
    chebi:mass "221.340"^^xsd:string ;
    chebi:monoisotopicmass "221.11070"^^xsd:string ;
    chebi:smiles "C=1(C=CC=C(C1NC2=[NH+]CCCS2)C)C"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-(2,6-dimethylanilino)-5,6-dihydro-4H-1,3-thiazin-3-ium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:149565"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:149674 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:CPD-22732"^^xsd:string ;
    rdfs:label "(1R,2R)-pseudoephedrine(1+)"^^xsd:string ;
    definition: "An organic cation obtained by protonation of the secondary amino function of (1R,2R)-pseudoephedrine; major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:35274,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:132296 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C10H16NO"^^xsd:string ;
    chebi:inchi "InChI=1S/C10H15NO/c1-8(11-2)10(12)9-6-4-3-5-7-9/h3-8,10-12H,1-2H3/p+1/t8-,10+/m1/s1"^^xsd:string ;
    chebi:inchikey "KWGRBVOPPLSCSI-SCZZXKLOSA-O"^^xsd:string ;
    chebi:mass "166.243"^^xsd:string ;
    chebi:monoisotopicmass "166.12264"^^xsd:string ;
    chebi:smiles "[C@@H]([C@@H](C)[NH2+]C)(O)C1=CC=CC=C1"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(1R,2R)-pseudoephedrine"^^xsd:string ;
    oboInOwl:id "CHEBI:149674"^^xsd:string ;
    oboInOwl:inSubset chebi1:_STAR .

CHEBI:149689 a owl:Class ;
    oboInOwl:hasDbXref "PMID:17303072"^^xsd:string ;
    rdfs:label "D-dopa zwitterion"^^xsd:string ;
    definition: "An amino acid zwitterion obtained from the transfer of a proton from the carboxy group to the amino group of D-dopa. Major microspecies at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:35238,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:57504 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:49169 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C9H11NO4"^^xsd:string ;
    chebi:inchi "InChI=1S/C9H11NO4/c10-6(9(13)14)3-5-1-2-7(11)8(12)4-5/h1-2,4,6,11-12H,3,10H2,(H,13,14)/t6-/m1/s1"^^xsd:string ;
    chebi:inchikey "WTDRDQBEARUVNC-ZCFIWIBFSA-N"^^xsd:string ;
    chebi:mass "197.190"^^xsd:string ;
    chebi:monoisotopicmass "197.06881"^^xsd:string ;
    chebi:smiles "C1=C(O)C(=CC(C[C@H](C(=O)[O-])[NH3+])=C1)O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2R)-2-azaniumyl-3-(3,4-dihydroxyphenyl)propanoate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2R)-2-ammonio-3-(3,4-dihydroxyphenyl)propanoate"^^xsd:string,
        "D-dopa"^^xsd:string ;
    oboInOwl:id "CHEBI:149689"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:156473 a owl:Class ;
    rdfs:label "cyclobutanes"^^xsd:string ;
    definition: "Cyclobutane and its derivatives formed by substitution."^^xsd:string ;
    rdfs:subClassOf CHEBI:33598 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:156473"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:156548 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:CPD-22470"^^xsd:string,
        "PMID:16847640"^^xsd:string,
        "PMID:30995339"^^xsd:string ;
    rdfs:label "kainate(1-)"^^xsd:string ;
    definition: "A dicarboxylate resulting from deprotonation of both carboxy groups of kainic acid, and protonation of its amine group. Major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:35695,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:31746 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C10H14NO4"^^xsd:string ;
    chebi:inchi "InChI=1S/C10H15NO4/c1-5(2)7-4-11-9(10(14)15)6(7)3-8(12)13/h6-7,9,11H,1,3-4H2,2H3,(H,12,13)(H,14,15)/p-1/t6-,7+,9-/m0/s1"^^xsd:string ;
    chebi:inchikey "VLSMHEGGTFMBBZ-OOZYFLPDSA-M"^^xsd:string ;
    chebi:mass "212.226"^^xsd:string ;
    chebi:monoisotopicmass "212.09283"^^xsd:string ;
    chebi:smiles "[NH2+]1C[C@@H]([C@@H]([C@H]1C(=O)[O-])CC(=O)[O-])C(=C)C"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "kainate"^^xsd:string ;
    oboInOwl:id "CHEBI:156548"^^xsd:string ;
    oboInOwl:inSubset chebi1:_STAR .

CHEBI:157668 a owl:Class ;
    rdfs:label "carbocyclic fatty acid anion"^^xsd:string ;
    definition: "Any fatty acid anion containing a ring composed of carbon atoms. Major microspecies at pH 7.3"^^xsd:string ;
    rdfs:subClassOf CHEBI:28868,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:35744 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "carbocyclic fatty acid"^^xsd:string ;
    oboInOwl:id "CHEBI:157668"^^xsd:string ;
    oboInOwl:inSubset chebi1:_STAR .

CHEBI:157763 a owl:Class ;
    rdfs:label "polyprenol phosphate anion"^^xsd:string ;
    definition: "A polyprenol phosphate in which the hydroxyl hydrogen is replaced by a phospho group, major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:26244,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:16460 ] ;
    chebi:charge "-2"^^xsd:string ;
    chebi:formula "(C5H8)n.C5H9O4P"^^xsd:string ;
    chebi:mass "0.0"^^xsd:string ;
    chebi:monoisotopicmass "0.0"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "a polyprenol phosphate"^^xsd:string ;
    oboInOwl:id "CHEBI:157763"^^xsd:string ;
    oboInOwl:inSubset chebi1:_STAR .

CHEBI:161680 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:3577211"^^xsd:string,
        "CAS:78110-38-0"^^xsd:string,
        "Drug_Central:279"^^xsd:string,
        "DrugBank:DB00355"^^xsd:string,
        "KEGG:C06840"^^xsd:string,
        "KEGG:D00240"^^xsd:string,
        "Patent:NL8100571"^^xsd:string,
        "PDBeChem:AZR"^^xsd:string,
        "PMID:1384868"^^xsd:string,
        "PMID:15123864"^^xsd:string,
        "PMID:24119095"^^xsd:string,
        "PMID:24176390"^^xsd:string,
        "PMID:24369293"^^xsd:string,
        "PMID:25049240"^^xsd:string,
        "PMID:25091537"^^xsd:string,
        "PMID:25295210"^^xsd:string,
        "PMID:28543395"^^xsd:string,
        "PMID:29017833"^^xsd:string,
        "Reaxys:3577211"^^xsd:string,
        "Wikipedia:Aztreonam"^^xsd:string ;
    rdfs:label "aztreonam"^^xsd:string ;
    definition: "A synthetic monocyclic beta-lactam antibiotic (monobactam), used primarily to treat infections caused by Gram-negative bacteria. It inhibits mucopeptide synthesis in the bacterial cell wall, thereby blocking peptidoglycan crosslinking."^^xsd:string ;
    rdfs:subClassOf CHEBI:50695,
        CHEBI:88225,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:36047 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50696 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:88188 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C13H17N5O8S2"^^xsd:string ;
    chebi:inchi "InChI=1S/C13H17N5O8S2/c1-5-7(10(20)18(5)28(23,24)25)16-9(19)8(6-4-27-12(14)15-6)17-26-13(2,3)11(21)22/h4-5,7H,1-3H3,(H2,14,15)(H,16,19)(H,21,22)(H,23,24,25)/b17-8-/t5-,7-/m0/s1"^^xsd:string ;
    chebi:inchikey "WZPBZJONDBGPKJ-VEHQQRBSSA-N"^^xsd:string ;
    chebi:mass "435.43300"^^xsd:string ;
    chebi:monoisotopicmass "435.05185"^^xsd:string ;
    chebi:smiles "C[C@H]1[C@H](NC(=O)C(=N/OC(C)(C)C(O)=O)\\c2csc([NH3+])n2)C(=O)N1S([O-])(=O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:2960"^^xsd:string,
        "CHEBI:41008"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2S,3S)-3-{(2Z)-2-(2-ammonio-1,3-thiazol-4-yl)-2-[(2-carboxypropan-2-yloxy)imino]acetamido}-2-methyl-4-oxoazetidine-1-sulfonate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(Z,)-2-((((2-Amino-4-thiazolyl)(((2S,3S,)-2-methyl-4-oxo-1-sulfo-3-azetidinyl)carbamoyl)methylene)amino)oxy)-2-methylpropionic acid"^^xsd:string,
        "Azactam"^^xsd:string,
        "AZT"^^xsd:string,
        "aztreonam"^^xsd:string,
        "aztreonamum"^^xsd:string,
        "Primbactam"^^xsd:string ;
    oboInOwl:id "CHEBI:161680"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:166874 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:CPD-12018"^^xsd:string ;
    rdfs:label "5-methoxytryptamine(1+)"^^xsd:string ;
    definition: "A primary ammonium ion that is the conjugate acid of 5-methoxytryptamine obtained by the protonation of the primary amino group. Major microspecies at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:65296,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:2089 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C11H15N2O"^^xsd:string ;
    chebi:inchi "InChI=1S/C11H14N2O/c1-14-9-2-3-11-10(6-9)8(4-5-12)7-13-11/h2-3,6-7,13H,4-5,12H2,1H3/p+1"^^xsd:string ;
    chebi:inchikey "JTEJPPKMYBDEMY-UHFFFAOYSA-O"^^xsd:string ;
    chebi:mass "191.253"^^xsd:string ;
    chebi:monoisotopicmass "191.11789"^^xsd:string ;
    chebi:smiles "COC1=CC=C2NC=C(CC[NH3+])C2=C1"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-(5-methoxy-1H-indol-3-yl)ethanaminium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "5-methoxytryptamine"^^xsd:string,
        "5-methoxytryptamine cation"^^xsd:string,
        "5-methoxytryptaminium"^^xsd:string,
        "O-methylserotonin(1+)"^^xsd:string ;
    oboInOwl:id "CHEBI:166874"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:166988 a owl:Class ;
    rdfs:label "glycerophosphoglycerophosphoglycerol"^^xsd:string ;
    definition: "A glycerophospholipid composed of two molecules of glycerol phosphate covalently linked to a molecule of glycerol, and in which each of the glycerol phosphate moieties may be esterified to one or two fatty acids."^^xsd:string ;
    rdfs:subClassOf CHEBI:37739,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:76529 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C9H18O13P2R4"^^xsd:string ;
    chebi:mass "396.179"^^xsd:string ;
    chebi:monoisotopicmass "396.02226"^^xsd:string ;
    chebi:smiles "*O[C@@H](COP(OCC(COP(OC[C@H](O*)CO*)(O)=O)O)(O)=O)CO*"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "GPGPG"^^xsd:string ;
    oboInOwl:id "CHEBI:166988"^^xsd:string ;
    oboInOwl:inSubset chebi1:_STAR .

CHEBI:167055 a owl:Class ;
    rdfs:label "Jasmonate derivatives"^^xsd:string ;
    definition: "Any octanoid that is derived from jasmonate."^^xsd:string ;
    rdfs:subClassOf CHEBI:36326 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:167055"^^xsd:string ;
    oboInOwl:inSubset chebi1:_STAR .

CHEBI:167095 a owl:Class ;
    rdfs:label "secondary fatty alcohol"^^xsd:string ;
    definition: "A fatty alcohol consisting of a chain of 3 to greater than 27 carbon atoms in which a hydroxy group is attached to a saturated carbon atom different from the terminal carbons. Secondary fatty alcohols may be saturated or unsaturated and may be branched or unbranched."^^xsd:string ;
    rdfs:subClassOf CHEBI:24026,
        CHEBI:35681 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "CH2OR2"^^xsd:string ;
    chebi:mass "30.026"^^xsd:string ;
    chebi:monoisotopicmass "30.01056"^^xsd:string ;
    chebi:smiles "*C(O)*"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "a secondary fatty alcohol"^^xsd:string ;
    oboInOwl:id "CHEBI:167095"^^xsd:string ;
    oboInOwl:inSubset chebi1:_STAR .

CHEBI:167098 a owl:Class ;
    rdfs:label "N-(fatty acyl)-ethanolamine"^^xsd:string ;
    definition: "an N-acyl-ethanolamine where the acyl group is a fatty acyl chain with composition not specified, major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:29348,
        CHEBI:52640 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C3H6NO2R"^^xsd:string ;
    chebi:mass "88.085"^^xsd:string ;
    chebi:monoisotopicmass "88.03985"^^xsd:string ;
    chebi:smiles "N(C(*)=O)(CCO)[H]"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "an N-(fatty acyl)-ethanolamine"^^xsd:string ;
    oboInOwl:id "CHEBI:167098"^^xsd:string ;
    oboInOwl:inSubset chebi1:_STAR .

CHEBI:167164 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:Mineral_(nutrient)"^^xsd:string ;
    rdfs:label "mineral nutrient"^^xsd:string ;
    definition: "A mineral that is an inorganic nutrient which must be ingested and absorbed in adequate amounts to satisfy a wide range of essential metabolic and/or structural functions in the human body."^^xsd:string ;
    rdfs:subClassOf CHEBI:46662,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:33284 ] ;
    oboInOwl:hasExactSynonym "mineral nutrient"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "mineral nutrients"^^xsd:string,
        "nutrient mineral"^^xsd:string,
        "nutrient minerals"^^xsd:string ;
    oboInOwl:id "CHEBI:167164"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:167165 a owl:Class ;
    rdfs:label "kappa-opioid receptor antagonist"^^xsd:string ;
    definition: "Any compound that exhibits antagonist activity at the kappa-opioid receptor."^^xsd:string ;
    rdfs:subClassOf CHEBI:60603,
        CHEBI:60605 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "kappa-opioid antagonist"^^xsd:string,
        "kappa-opioid antagonists"^^xsd:string,
        "kappa-opioid receptor antagonists"^^xsd:string ;
    oboInOwl:id "CHEBI:167165"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:167308 a owl:Class ;
    oboInOwl:hasDbXref "CAS:5653-80-5"^^xsd:string,
        "Chemspider:559067"^^xsd:string,
        "DrugBank:DB15198"^^xsd:string,
        "PMID:21175445"^^xsd:string,
        "PMID:23249875"^^xsd:string,
        "PMID:23935979"^^xsd:string,
        "PMID:27055456"^^xsd:string,
        "PMID:27456067"^^xsd:string,
        "PMID:27974484"^^xsd:string,
        "PMID:29458047"^^xsd:string,
        "PMID:30907440"^^xsd:string,
        "PMID:31091116"^^xsd:string,
        "PMID:31368772"^^xsd:string,
        "PMID:31454827"^^xsd:string,
        "PMID:32302325"^^xsd:string,
        "PMID:33345336"^^xsd:string,
        "Reaxys:3213667"^^xsd:string,
        "Wikipedia:Dextromethadone"^^xsd:string ;
    rdfs:label "dextromethadone"^^xsd:string ;
    definition: "A 6-(dimethylamino)-4,4-diphenylheptan-3-one that has (S)-configuration. It is the less active enantiomer of methadone and has very little activity on opioid receptors and mainly responsible for the inhibition of hERG K+ channels and thus for cardiac toxicity. The drug is currently under clinical development for the treatment of major depressive disorder."^^xsd:string ;
    rdfs:subClassOf CHEBI:167309,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_enantiomer_of ;
            owl:someValuesFrom CHEBI:136003 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35482 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:60643 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C21H27NO"^^xsd:string ;
    chebi:inchi "InChI=1S/C21H27NO/c1-5-20(23)21(16-17(2)22(3)4,18-12-8-6-9-13-18)19-14-10-7-11-15-19/h6-15,17H,5,16H2,1-4H3/t17-/m0/s1"^^xsd:string ;
    chebi:inchikey "USSIQXCVUWKGNF-KRWDZBQOSA-N"^^xsd:string ;
    chebi:mass "309.453"^^xsd:string ;
    chebi:monoisotopicmass "309.20926"^^xsd:string ;
    chebi:smiles "CCC(=O)C(C[C@H](C)N(C)C)(C1=CC=CC=C1)C1=CC=CC=C1"^^xsd:string ;
    oboInOwl:hasExactSynonym "(6S)-6-(dimethylamino)-4,4-diphenylheptan-3-one"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(6S)-methadone"^^xsd:string,
        "(+)-(S)-6-(dimethylamino)-4,4-diphenyl-3-heptanone"^^xsd:string,
        "(+)-methadone"^^xsd:string,
        "(S)-6-(dimethylamino)-4,4-diphenyl-3-heptanone"^^xsd:string,
        "(S)-(+)-methadone"^^xsd:string,
        "(S)-methadone"^^xsd:string,
        "d-6-(dimethylamino)-4,4-diphenyl-3-heptanone"^^xsd:string,
        "d-methadone"^^xsd:string,
        "REL-1017"^^xsd:string,
        "S-(+)-methadone"^^xsd:string,
        "S-methadone"^^xsd:string ;
    oboInOwl:id "CHEBI:167308"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:167309 a owl:Class ;
    rdfs:label "6-(dimethylamino)-4,4-diphenylheptan-3-one"^^xsd:string ;
    definition: "A ketone that is heptan-3-one substituted by a dimethylamino group at position 6 and two phenyl groups at position 4."^^xsd:string ;
    rdfs:subClassOf CHEBI:17087,
        CHEBI:22712,
        CHEBI:50996,
        CHEBI:51614,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:50139 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C21H27NO"^^xsd:string ;
    chebi:inchi "InChI=1S/C21H27NO/c1-5-20(23)21(16-17(2)22(3)4,18-12-8-6-9-13-18)19-14-10-7-11-15-19/h6-15,17H,5,16H2,1-4H3"^^xsd:string ;
    chebi:inchikey "USSIQXCVUWKGNF-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "309.453"^^xsd:string ;
    chebi:monoisotopicmass "309.20926"^^xsd:string ;
    chebi:smiles "CCC(=O)C(CC(C)N(C)C)(C1=CC=CC=C1)C1=CC=CC=C1"^^xsd:string ;
    oboInOwl:hasExactSynonym "6-(dimethylamino)-4,4-diphenylheptan-3-one"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "6-(dimethylamino)-4,4-diphenyl-3-heptanone"^^xsd:string ;
    oboInOwl:id "CHEBI:167309"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:167559 a owl:Class ;
    rdfs:label "glycan"^^xsd:string ;
    definition: "Any oligosaccharide, polysaccharide or their derivatives consisting of monosaccharides or monosaccharide derivatives linked by glycosidic bonds. See also http://www.ontobee.org/ontology/GNO?iri=http://purl.obolibrary.org/obo/GNO_00000001."^^xsd:string ;
    rdfs:subClassOf CHEBI:78616 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "glycans"^^xsd:string ;
    oboInOwl:id "CHEBI:167559"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:167638 a owl:Class ;
    rdfs:label "2-hydroxy-5-{1-hydroxy-2-[(4-phenylbutan-2-yl)amino]ethyl}benzamide"^^xsd:string ;
    definition: "A member of the class of benzamides that is benzamide substituted by a hydroxy group at position 2 and by a 1-hydroxy-2-[(4-phenylbutan-2-yl)amino]ethyl group at position 5."^^xsd:string ;
    rdfs:subClassOf CHEBI:22712,
        CHEBI:33853,
        CHEBI:35681,
        CHEBI:50995,
        CHEBI:53443,
        CHEBI:140324 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C19H24N2O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C19H24N2O3/c1-13(7-8-14-5-3-2-4-6-14)21-12-18(23)15-9-10-17(22)16(11-15)19(20)24/h2-6,9-11,13,18,21-23H,7-8,12H2,1H3,(H2,20,24)"^^xsd:string ;
    chebi:inchikey "SGUAFYQXFOLMHL-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "328.412"^^xsd:string ;
    chebi:monoisotopicmass "328.17869"^^xsd:string ;
    chebi:smiles "CC(CCC1=CC=CC=C1)NCC(O)C1=CC(C(N)=O)=C(O)C=C1"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-hydroxy-5-{1-hydroxy-2-[(4-phenylbutan-2-yl)amino]ethyl}benzamide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-hydroxy-5-(1-hydroxy-2-((1-methyl-3-phenylpropyl)amino)ethyl)benzamide"^^xsd:string ;
    oboInOwl:id "CHEBI:167638"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:167639 a owl:Class ;
    oboInOwl:hasDbXref "CAS:83167-24-2"^^xsd:string,
        "Chemspider:118196"^^xsd:string,
        "PMID:1447344"^^xsd:string,
        "PMID:6124636"^^xsd:string,
        "PMID:10853616"^^xsd:string ;
    rdfs:label "(S,S)-labetalol"^^xsd:string ;
    definition: "A 2-hydroxy-5-{1-hydroxy-2-[(4-phenylbutan-2-yl)amino]ethyl}benzamide that has 1S,2S-configuration."^^xsd:string ;
    rdfs:subClassOf CHEBI:167638 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C19H24N2O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C19H24N2O3/c1-13(7-8-14-5-3-2-4-6-14)21-12-18(23)15-9-10-17(22)16(11-15)19(20)24/h2-6,9-11,13,18,21-23H,7-8,12H2,1H3,(H2,20,24)/t13-,18+/m0/s1"^^xsd:string ;
    chebi:inchikey "SGUAFYQXFOLMHL-SCLBCKFNSA-N"^^xsd:string ;
    chebi:mass "328.412"^^xsd:string ;
    chebi:monoisotopicmass "328.17869"^^xsd:string ;
    chebi:smiles "C[C@@H](CCC1=CC=CC=C1)NC[C@@H](O)C1=CC(C(N)=O)=C(O)C=C1"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-hydroxy-5-[(1S)-1-hydroxy-2-{[(2S)-4-phenylbutan-2-yl]amino}ethyl]benzamide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "S,S-labetalol"^^xsd:string ;
    oboInOwl:id "CHEBI:167639"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:167640 a owl:Class ;
    oboInOwl:hasDbXref "CAS:83167-31-1"^^xsd:string,
        "Chemspider:2308682"^^xsd:string,
        "PMID:1447344"^^xsd:string,
        "PMID:6124636"^^xsd:string,
        "PMID:10853616"^^xsd:string ;
    rdfs:label "(R,S)-labetolol"^^xsd:string ;
    definition: "A 2-hydroxy-5-{1-hydroxy-2-[(4-phenylbutan-2-yl)amino]ethyl}benzamide that has 1R,2S-configuration."^^xsd:string ;
    rdfs:subClassOf CHEBI:167638 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C19H24N2O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C19H24N2O3/c1-13(7-8-14-5-3-2-4-6-14)21-12-18(23)15-9-10-17(22)16(11-15)19(20)24/h2-6,9-11,13,18,21-23H,7-8,12H2,1H3,(H2,20,24)/t13-,18-/m0/s1"^^xsd:string ;
    chebi:inchikey "SGUAFYQXFOLMHL-UGSOOPFHSA-N"^^xsd:string ;
    chebi:mass "328.412"^^xsd:string ;
    chebi:monoisotopicmass "328.17869"^^xsd:string ;
    chebi:smiles "C[C@@H](CCC1=CC=CC=C1)NC[C@H](O)C1=CC(C(N)=O)=C(O)C=C1"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-hydroxy-5-[(1R)-1-hydroxy-2-{[(2S)-4-phenylbutan-2-yl]amino}ethyl]benzamide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:167640"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:167641 a owl:Class ;
    oboInOwl:hasDbXref "CAS:83167-32-2"^^xsd:string,
        "Chemspider:118198"^^xsd:string,
        "PMID:1447344"^^xsd:string,
        "PMID:6124636"^^xsd:string,
        "PMID:10853616"^^xsd:string,
        "PMID:34351937"^^xsd:string ;
    rdfs:label "(S,R)-labetolol"^^xsd:string ;
    definition: "A 2-hydroxy-5-{1-hydroxy-2-[(4-phenylbutan-2-yl)amino]ethyl}benzamide that has 1S,2R-configuration."^^xsd:string ;
    rdfs:subClassOf CHEBI:167638 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C19H24N2O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C19H24N2O3/c1-13(7-8-14-5-3-2-4-6-14)21-12-18(23)15-9-10-17(22)16(11-15)19(20)24/h2-6,9-11,13,18,21-23H,7-8,12H2,1H3,(H2,20,24)/t13-,18-/m1/s1"^^xsd:string ;
    chebi:inchikey "SGUAFYQXFOLMHL-FZKQIMNGSA-N"^^xsd:string ;
    chebi:mass "328.412"^^xsd:string ;
    chebi:monoisotopicmass "328.17869"^^xsd:string ;
    chebi:smiles "C[C@H](CCC1=CC=CC=C1)NC[C@@H](O)C1=CC(C(N)=O)=C(O)C=C1"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-hydroxy-5-[(1S)-1-hydroxy-2-{[(2R)-4-phenylbutan-2-yl]amino}ethyl]benzamide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:167641"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:167868 a owl:Class ;
    oboInOwl:hasDbXref "Chemspider:4199185"^^xsd:string,
        "MetaCyc:MORPHOLINE"^^xsd:string,
        "PMID:19586072"^^xsd:string,
        "PMID:25681783"^^xsd:string,
        "PMID:26099357"^^xsd:string,
        "PMID:26744296"^^xsd:string,
        "PMID:28407378"^^xsd:string,
        "PMID:28707619"^^xsd:string,
        "PMID:32149213"^^xsd:string,
        "PMID:32272314"^^xsd:string ;
    rdfs:label "morpholinium"^^xsd:string ;
    definition: "A secondary ammonium ion that is the conjugate acid of morpholine resulting from the protonation of the NH group. Major microspecies at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:137419,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:34856 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C4H10NO"^^xsd:string ;
    chebi:inchi "InChI=1S/C4H9NO/c1-3-6-4-2-5-1/h5H,1-4H2/p+1"^^xsd:string ;
    chebi:inchikey "YNAVUWVOSKDBBP-UHFFFAOYSA-O"^^xsd:string ;
    chebi:mass "88.129"^^xsd:string ;
    chebi:monoisotopicmass "88.07569"^^xsd:string ;
    chebi:smiles "C1COCC[NH2+]1"^^xsd:string ;
    oboInOwl:hasExactSynonym "morpholin-4-ium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:167868"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:168396 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:318158"^^xsd:string,
        "CAS:24280-93-1"^^xsd:string,
        "Drug_Central:1860"^^xsd:string,
        "DrugBank:DB01024"^^xsd:string,
        "KEGG:D05096"^^xsd:string,
        "Patent:US4753935"^^xsd:string,
        "PDBeChem:MOA"^^xsd:string,
        "PMID:11272311"^^xsd:string,
        "PMID:15470161"^^xsd:string,
        "PMID:16629948"^^xsd:string,
        "PMID:16640327"^^xsd:string,
        "PMID:17482154"^^xsd:string,
        "PMID:17498396"^^xsd:string,
        "PMID:18194117"^^xsd:string,
        "PMID:18611107"^^xsd:string,
        "PMID:18996104"^^xsd:string,
        "PMID:19689217"^^xsd:string,
        "Reaxys:318158"^^xsd:string,
        "Wikipedia:Mycophenolic_acid"^^xsd:string ;
    rdfs:label "mycophenolic acid"^^xsd:string ;
    definition: "A member of the class of 2-benzofurans that is 2-benzofuran-1(3H)-one which is substituted at positions 4, 5, 6, and 7 by methyl, methoxy, (2E)-5-carboxy-3-methylpent-2-en-1-yl, and hydroxy groups, respectively. It is an antibiotic produced by Penicillium brevi-compactum, P. stoloniferum, P. echinulatum and related species. An immunosuppressant, it is widely used (partiularly as its sodium salt and as the 2-(morpholin-4-yl)ethyl ester prodrug, mycophenolate mofetil) to prevent tissue rejection following organ transplants and for the treatment of certain autoimmune diseases."^^xsd:string ;
    rdfs:subClassOf CHEBI:25384,
        CHEBI:33853,
        CHEBI:37581,
        CHEBI:38831,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:38355 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:62932 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:25442 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35610 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35703 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35705 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:53746 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76964 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78298 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:149553 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C17H20O6"^^xsd:string ;
    chebi:inchi "InChI=1S/C17H20O6/c1-9(5-7-13(18)19)4-6-11-15(20)14-12(8-23-17(14)21)10(2)16(11)22-3/h4,20H,5-8H2,1-3H3,(H,18,19)/b9-4+"^^xsd:string ;
    chebi:inchikey "HPNSFSBZBAHARI-RUDMXATFSA-N"^^xsd:string ;
    chebi:mass "320.33710"^^xsd:string ;
    chebi:monoisotopicmass "320.12599"^^xsd:string ;
    chebi:smiles "COc1c(C)c2COC(=O)c2c(O)c1C\\C=C(/C)CCC(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:43973"^^xsd:string ;
    oboInOwl:hasExactSynonym "(4E)-6-(4-hydroxy-6-methoxy-7-methyl-3-oxo-1,3-dihydro-2-benzofuran-5-yl)-4-methylhex-4-enoic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(E)-6-(4-Hydroxy-6-methoxy-7-methyl-3-oxo-5-phthalanyl)-4-methyl-4-hexenoic acid"^^xsd:string,
        "acide mycophenolique"^^xsd:string,
        "acido micofenolico"^^xsd:string,
        "acidum mycophenolicum"^^xsd:string,
        "Micofenolico acido"^^xsd:string,
        "Mycophenolate"^^xsd:string,
        "mycophenolic acid"^^xsd:string,
        "Mycophenolsaeure"^^xsd:string ;
    oboInOwl:id "CHEBI:168396"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:169942 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:CPD1F-453"^^xsd:string,
        "PMID:33770502"^^xsd:string ;
    rdfs:label "kaempferol 3-O-beta-D-glucoside(1-)"^^xsd:string ;
    rdfs:subClassOf CHEBI:16816,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:30200 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C21H19O11"^^xsd:string ;
    chebi:inchi "InChI=1S/C21H20O11/c22-7-13-15(26)17(28)18(29)21(31-13)32-20-16(27)14-11(25)5-10(24)6-12(14)30-19(20)8-1-3-9(23)4-2-8/h1-6,13,15,17-18,21-26,28-29H,7H2/p-1/t13-,15-,17+,18-,21+/m1/s1"^^xsd:string ;
    chebi:inchikey "JPUKWEQWGBDDQB-QSOFNFLRSA-M"^^xsd:string ;
    chebi:mass "447.373"^^xsd:string ;
    chebi:monoisotopicmass "447.09329"^^xsd:string ;
    chebi:smiles "C1=2C(C(=C(OC1=CC(=CC2O)[O-])C3=CC=C(C=C3)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)=O"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "kaempferol 3-O-beta-D-glucoside"^^xsd:string ;
    oboInOwl:id "CHEBI:169942"^^xsd:string ;
    oboInOwl:inSubset chebi1:_STAR .

CHEBI:169952 a owl:Class ;
    oboInOwl:hasDbXref "PMID:12576512"^^xsd:string ;
    rdfs:label "13-cis-retinoate"^^xsd:string ;
    rdfs:subClassOf CHEBI:15036,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:6067 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C20H27O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C20H28O2/c1-15(8-6-9-16(2)14-19(21)22)11-12-18-17(3)10-7-13-20(18,4)5/h6,8-9,11-12,14H,7,10,13H2,1-5H3,(H,21,22)/p-1/b9-6+,12-11+,15-8+,16-14-"^^xsd:string ;
    chebi:inchikey "SHGAZHPCJJPHSC-XFYACQKRSA-M"^^xsd:string ;
    chebi:mass "299.435"^^xsd:string ;
    chebi:monoisotopicmass "299.20165"^^xsd:string ;
    chebi:smiles "C1(C)(C)CCCC(C)=C1/C=C/C(=C/C=C/C(=C\\C(=O)[O-])/C)/C"^^xsd:string ;
    oboInOwl:hasExactSynonym "13-cis-retinoate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2Z,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8-nonatetraenoate"^^xsd:string ;
    oboInOwl:id "CHEBI:169952"^^xsd:string ;
    oboInOwl:inSubset chebi1:_STAR .

CHEBI:171664 a owl:Class ;
    rdfs:label "antiamoebic agent"^^xsd:string ;
    definition: "An antiparasitic agent which is effective against amoeba, a genus of single-celled amoeboids in the family Amoebidae."^^xsd:string ;
    rdfs:subClassOf CHEBI:35442 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "amebicide"^^xsd:string,
        "amebicides"^^xsd:string,
        "amoebicide"^^xsd:string,
        "amoebicides"^^xsd:string,
        "anti-amoebic agent"^^xsd:string,
        "anti-amoebic agents"^^xsd:string,
        "anti-amoebic drug"^^xsd:string,
        "anti-amoebic drugs"^^xsd:string,
        "antiamoebic"^^xsd:string,
        "antiamoebic agents"^^xsd:string,
        "antiamoebic drug"^^xsd:string,
        "antiamoebic drugs"^^xsd:string,
        "antiamoebics"^^xsd:string ;
    oboInOwl:id "CHEBI:171664"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:172923 a owl:Class ;
    oboInOwl:hasDbXref "CAS:518-45-6"^^xsd:string,
        "Chemspider:3266"^^xsd:string,
        "PDBeChem:FLU"^^xsd:string,
        "PMID:2508085"^^xsd:string,
        "PMID:8637844"^^xsd:string,
        "PMID:12945055"^^xsd:string,
        "PMID:15178254"^^xsd:string,
        "PMID:15465055"^^xsd:string,
        "PMID:17097086"^^xsd:string,
        "PMID:26457839"^^xsd:string,
        "PMID:26756394"^^xsd:string,
        "PMID:28935590"^^xsd:string,
        "PMID:29058737"^^xsd:string,
        "Wikipedia:Fluorescein"^^xsd:string ;
    rdfs:label "fluorescein (acid form)"^^xsd:string ;
    definition: "A xanthene dye that is highly fluorescent and commonly used as a fluorescent tracer."^^xsd:string ;
    rdfs:subClassOf CHEBI:3992,
        CHEBI:22723,
        CHEBI:26979,
        CHEBI:33853,
        CHEBI:35868,
        CHEBI:37929,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:37338 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:51121 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C20H12O5"^^xsd:string ;
    chebi:inchi "InChI=1S/C20H12O5/c21-11-5-7-15-17(9-11)25-18-10-12(22)6-8-16(18)19(15)13-3-1-2-4-14(13)20(23)24/h1-10,21H,(H,23,24)"^^xsd:string ;
    chebi:inchikey "YKGGGCXBWXHKIZ-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "332.311"^^xsd:string ;
    chebi:monoisotopicmass "332.06847"^^xsd:string ;
    chebi:smiles "OC(=O)C1=CC=CC=C1C1=C2C=CC(=O)C=C2OC2=C1C=CC(O)=C2"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-(6-hydroxy-3-oxo-3H-xanthen-9-yl)benzoic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-(3-hydroxy-6-oxo-xanthen-9-yl)benzoic acid"^^xsd:string,
        "2-(3-hydroxy-6-oxoxanthen-9-yl)benzoic acid"^^xsd:string,
        "fluorescein (free acid)"^^xsd:string,
        "fluorescein acid"^^xsd:string ;
    oboInOwl:id "CHEBI:172923"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:173084 a owl:Class ;
    oboInOwl:hasDbXref "PMID:32015325"^^xsd:string,
        "PMID:32256352"^^xsd:string,
        "PMID:32413317"^^xsd:string,
        "PMID:33495651"^^xsd:string,
        "Wikipedia:Ferroptosis"^^xsd:string ;
    rdfs:label "ferroptosis inhibitor"^^xsd:string ;
    definition: "Any substance that inhibits the process of ferroptosis (a type of programmed cell death dependent on iron and characterized by the accumulation of lipid peroxides) in organisms."^^xsd:string ;
    rdfs:subClassOf CHEBI:35222,
        CHEBI:52206 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "ferroptosis inhibitors"^^xsd:string ;
    oboInOwl:id "CHEBI:173084"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:173085 a owl:Class ;
    oboInOwl:hasDbXref "PMID:31899616"^^xsd:string,
        "PMID:32015325"^^xsd:string,
        "PMID:33167414"^^xsd:string,
        "PMID:34012798"^^xsd:string,
        "Wikipedia:Ferroptosis"^^xsd:string ;
    rdfs:label "ferroptosis inducer"^^xsd:string ;
    definition: "Any substance that induces or promotes ferroptosis (a type of programmed cell death dependent on iron and characterized by the accumulation of lipid peroxides) in organisms."^^xsd:string ;
    rdfs:subClassOf CHEBI:52206 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "ferroptosis inducers"^^xsd:string ;
    oboInOwl:id "CHEBI:173085"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:176497 a owl:Class ;
    oboInOwl:hasDbXref "PMID:23372317"^^xsd:string,
        "PMID:28580190"^^xsd:string,
        "PMID:30885572"^^xsd:string,
        "PMID:33144142"^^xsd:string,
        "PMID:33973253"^^xsd:string,
        "PMID:34606237"^^xsd:string,
        "Wikipedia:Geroprotector"^^xsd:string ;
    rdfs:label "geroprotector"^^xsd:string ;
    definition: "Any compound that supports healthy aging, slows the biological aging process, or extends lifespan."^^xsd:string ;
    rdfs:subClassOf CHEBI:50267 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "anti-aging agent"^^xsd:string,
        "anti-aging agents"^^xsd:string,
        "anti-aging drug"^^xsd:string,
        "anti-aging drugs"^^xsd:string,
        "geroprotective agent"^^xsd:string,
        "geroprotective agents"^^xsd:string,
        "geroprotectors"^^xsd:string ;
    oboInOwl:id "CHEBI:176497"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:176783 a owl:Class ;
    oboInOwl:hasDbXref "PMCID:PMC8088531"^^xsd:string,
        "PMID:21885436"^^xsd:string,
        "PMID:33916257"^^xsd:string,
        "PMID:34064549"^^xsd:string,
        "Wikipedia:Vitamin_C"^^xsd:string ;
    rdfs:label "vitamin C"^^xsd:string ;
    definition: "Any member of a group of vitamers that belong to the chemical structural class called butenolides that exhibit biological activity against vitamin C deficiency in animals. The vitamers include L-ascorbic acid and its salt, ionized and oxidized forms."^^xsd:string ;
    rdfs:subClassOf CHEBI:50523,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:27314 ] ;
    oboInOwl:hasAlternativeId "CHEBI:21241"^^xsd:string ;
    oboInOwl:hasExactSynonym "Vitamin C"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "vitamin C vitamer"^^xsd:string,
        "vitamin C vitamers"^^xsd:string,
        "vitamina C"^^xsd:string,
        "vitamine C"^^xsd:string,
        "vitaminum C"^^xsd:string ;
    oboInOwl:id "CHEBI:176783"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:176838 a owl:Class ;
    rdfs:label "vitamin B2"^^xsd:string ;
    definition: "Any member of a group of vitamers that belong to the chemical structural class called flavins that exhibit biological activity against vitamin B2 deficiency. Symptoms associated with vitamin B2 deficiency include glossitis, seborrhea, angular stomaitis, cheilosis and photophobia. The vitamers include riboflavin and its phosphate derivatives (and includes their salt, ionised and hydrate forms)."^^xsd:string ;
    rdfs:subClassOf CHEBI:75769 ;
    oboInOwl:hasExactSynonym "vitamin B2"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "vitamin B-2"^^xsd:string,
        "vitamins B2"^^xsd:string,
        "vitamins B2 vitamer"^^xsd:string,
        "vitamins B2 vitamers"^^xsd:string ;
    oboInOwl:id "CHEBI:176838"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:176841 a owl:Class ;
    rdfs:label "vitamin B7"^^xsd:string ;
    definition: "Any member of a group of vitamers that belong to the chemical structural class called biotins that exhibit biological activity against vitamin B7 deficiency. Vitamin B7 deficiency is very rare in individuals who take a normal balanced diet. Foods rich in biotin are egg yolk, liver, cereals, vegetables (spinach, mushrooms) and rice. Symptoms associated with vitamin B7 deficiency include thinning hair, scaly skin rashes around eyes, nose and mouth, and brittle nails. The vitamers include biotin and its ionized and salt forms."^^xsd:string ;
    rdfs:subClassOf CHEBI:75769 ;
    oboInOwl:hasExactSynonym "vitamin B7"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "vitamin B7 vitamer"^^xsd:string,
        "vitamin B7 vitamers"^^xsd:string,
        "vitamin B-7"^^xsd:string,
        "vitamins B7"^^xsd:string ;
    oboInOwl:id "CHEBI:176841"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:176842 a owl:Class ;
    rdfs:label "vitamin B9"^^xsd:string ;
    definition: "Any B-vitamin that exhibits biological activity against vitamin B9 deficiency. Vitamin B9 refers to the many forms of folic acid and its derivatives, including tetrahydrofolic acid (the active form), methyltetrahydrofolate (the primary form found in blood), methenyltetrahydrofolate, folinic acid amongst others. They are present in abundance in green leafy vegetables, citrus fruits, and animal products. Lack of vitamin B9 leads to anemia, a condition in which the body cannot produce sufficient number of red blood cells. Symptoms of vitamin B9 deficiency include fatigue, muscle weakness, and pale skin."^^xsd:string ;
    rdfs:subClassOf CHEBI:75769 ;
    oboInOwl:hasExactSynonym "vitamin B9"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "folate vitamer"^^xsd:string,
        "folate vitamers"^^xsd:string,
        "vitamin B9 vitamer"^^xsd:string,
        "vitamin B9 vitamers"^^xsd:string,
        "vitamin B-9"^^xsd:string,
        "vitamins B9"^^xsd:string ;
    oboInOwl:id "CHEBI:176842"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:176843 a owl:Class ;
    rdfs:label "vitamin B12"^^xsd:string ;
    definition: "Any member of a group of cobalamin vitamers that exhibit biological activity against vitamin B12 deficiency. Vitamin B12 deficiency is associated with low red blood cell count and anemia. The vitamers are found in foods such as cereals, meat, fish, and poultry. The vitamers include adenosylcobalamin, hydroxocobalamin, cyanocobalamin, aquacobalamin, nitritocobalamin and methylcobabalamin (also includes their ionized, salt and phosphate derivatives)."^^xsd:string ;
    rdfs:subClassOf CHEBI:75769 ;
    oboInOwl:hasExactSynonym "vitamin B12"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "vitamin B12 vitamer"^^xsd:string,
        "vitamin B12 vitamers"^^xsd:string,
        "vitamin B-12"^^xsd:string,
        "vitamins B12"^^xsd:string ;
    oboInOwl:id "CHEBI:176843"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:177917 a owl:Class ;
    oboInOwl:hasDbXref "KEGG:C02453"^^xsd:string,
        "MetaCyc:PHENOLIC-STEROID"^^xsd:string,
        "PMID:4303459"^^xsd:string,
        "PMID:4622133"^^xsd:string,
        "PMID:4753431"^^xsd:string,
        "PMID:4798212"^^xsd:string,
        "PMID:4957953"^^xsd:string,
        "PMID:5790329"^^xsd:string,
        "PMID:6078089"^^xsd:string,
        "PMID:13752799"^^xsd:string ;
    rdfs:label "phenolic steroid"^^xsd:string ;
    rdfs:subClassOf CHEBI:33853,
        CHEBI:36834 ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C18H23OR"^^xsd:string ;
    chebi:mass "255.375"^^xsd:string ;
    chebi:monoisotopicmass "255.17489"^^xsd:string ;
    chebi:smiles "CC12CCC3C(CCC4=CC(O)=CC=C34)C1CCC2[*]"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:8074"^^xsd:string,
        "CHEBI:25968"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "a phenolic steroid"^^xsd:string,
        "phenolic steroids"^^xsd:string ;
    oboInOwl:id "CHEBI:177917"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:178021 a owl:Class ;
    rdfs:label "galanthamine(1+)"^^xsd:string ;
    definition: "A tertiary ammonium ion that is conjugate acid of galanthamine resulting from the protonation of the tertiary amino group; major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:137982,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:42944 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C17H22NO3"^^xsd:string ;
    chebi:inchi "InChI=1S/C17H21NO3/c1-18-8-7-17-6-5-12(19)9-14(17)21-16-13(20-2)4-3-11(10-18)15(16)17/h3-6,12,14,19H,7-10H2,1-2H3/p+1/t12-,14-,17-/m0/s1"^^xsd:string ;
    chebi:inchikey "ASUTZQLVASHGKV-JDFRZJQESA-O"^^xsd:string ;
    chebi:mass "288.366"^^xsd:string ;
    chebi:monoisotopicmass "288.15942"^^xsd:string ;
    chebi:smiles "[H][C@]12C[C@@H](O)C=C[C@]11CC[NH+](C)CC3=C1C(O2)=C(OC)C=C3"^^xsd:string ;
    oboInOwl:hasExactSynonym "(4aS,6R,8aS)-6-hydroxy-3-methoxy-11-methyl-5,6,9,10,11,12-hexahydro-4aH-[1]benzofuro[3a,3,2-ef][2]benzazepin-11-ium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(-)-galanthamine(1+)"^^xsd:string,
        "galanthamine"^^xsd:string,
        "galanthamine cation"^^xsd:string ;
    oboInOwl:id "CHEBI:178021"^^xsd:string ;
    oboInOwl:inSubset chebi1:_STAR .

CHEBI:180459 a owl:Class ;
    rdfs:label "tetrodotoxin(1+)"^^xsd:string ;
    definition: "An iminium ion resulting from the protonation of the imine group of tetrodotoxin; major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:35286,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:9506 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C11H18N3O8"^^xsd:string ;
    chebi:inchi "InChI=1S/C11H17N3O8/c12-8-13-6(17)2-4-9(19,1-15)5-3(16)10(2,14-8)7(18)11(20,21-4)22-5/h2-7,15-20H,1H2,(H3,12,13,14)/p+1/t2-,3+,4-,5+,6-,7+,9+,10-,11+/m1/s1"^^xsd:string ;
    chebi:inchikey "CFMYXEVWODSLAX-QYIGHCJRSA-O"^^xsd:string ;
    chebi:mass "320.277"^^xsd:string ;
    chebi:monoisotopicmass "320.10884"^^xsd:string ;
    chebi:smiles "[H][C@]1(O)NC(=[NH2+])N[C@@]23[C@@]([H])(O)[C@]4([H])O[C@@](O)(O[C@]([H])([C@]12[H])[C@@]4(O)CO)[C@@]3([H])O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(4R,4aR,5R,6S,7S,9S,10S,10aR,11R)-4,6,9,10,11-pentahydroxy-6-(hydroxymethyl)octahydro-5,9-epoxy-7,10a-methanooxocino[4,5-d]pyrimidin-2(1H)-iminium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "tetrodotoxin"^^xsd:string,
        "tetrodotoxin cation"^^xsd:string,
        "TTX(1+)"^^xsd:string ;
    oboInOwl:id "CHEBI:180459"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:180503 a owl:Class ;
    rdfs:label "chlorprothixene(1+)"^^xsd:string ;
    definition: "A tertiary ammonium ion that is the conjugate acid of chlorprothixene resulting from the protonation of the tertiary amino group; major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:137982,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:3651 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C18H19ClNS"^^xsd:string ;
    chebi:inchi "InChI=1S/C18H18ClNS/c1-20(2)11-5-7-14-15-6-3-4-8-17(15)21-18-10-9-13(19)12-16(14)18/h3-4,6-10,12H,5,11H2,1-2H3/p+1"^^xsd:string ;
    chebi:inchikey "WSPOMRSOLSGNFJ-UHFFFAOYSA-O"^^xsd:string ;
    chebi:mass "316.870"^^xsd:string ;
    chebi:monoisotopicmass "316.09212"^^xsd:string ;
    chebi:smiles "[H]C(CC[NH+](C)C)=C1C2=CC(Cl)=CC=C2SC2=C1C=CC=C2"^^xsd:string ;
    oboInOwl:hasExactSynonym "3-(2-chloro-9H-thioxanthen-9-ylidene)-N,N-dimethylpropan-1-aminium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "chlorprothixene cation"^^xsd:string ;
    oboInOwl:id "CHEBI:180503"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:184376 a owl:Class ;
    rdfs:label "streptidine(2+)"^^xsd:string ;
    definition: "A guanidinium ion obtained by protonation of both guanidino groups of streptidine; major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:60251,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:27405 ] ;
    chebi:charge "+2"^^xsd:string ;
    chebi:formula "C8H20N6O4"^^xsd:string ;
    chebi:inchi "InChI=1S/C8H18N6O4/c9-7(10)13-1-3(15)2(14-8(11)12)5(17)6(18)4(1)16/h1-6,15-18H,(H4,9,10,13)(H4,11,12,14)/p+2/t1-,2+,3-,4+,5-,6-"^^xsd:string ;
    chebi:inchikey "MSXMXWJPFIDEMT-FAEUDGQSSA-P"^^xsd:string ;
    chebi:mass "264.285"^^xsd:string ;
    chebi:monoisotopicmass "264.15351"^^xsd:string ;
    chebi:smiles "NC(=[NH2+])N[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](NC(N)=[NH2+])[C@@H]1O"^^xsd:string ;
    oboInOwl:hasExactSynonym "{[(1R,2s,3S,4R,5r,6S)-2,4,5,6-tetrahydroxycyclohexane-1,3-diyl]diimino}bis(aminomethaniminium)"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "streptidine"^^xsd:string,
        "streptidine dication"^^xsd:string,
        "{[(1R,2s,3S,4R,5r,6S)-2,4,5,6-tetrahydroxycyclohexane-1,3-diyl]diazanediyl}bis(aminomethaniminium)"^^xsd:string ;
    oboInOwl:id "CHEBI:184376"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:184381 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:CPD-19353"^^xsd:string ;
    rdfs:label "bacitracin A zwitterion"^^xsd:string ;
    rdfs:subClassOf CHEBI:27369,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:28669 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C66H103N17O16S"^^xsd:string ;
    chebi:inchi "InChI=1S/C66H103N17O16S/c1-9-35(6)52(69)66-81-48(32-100-66)63(97)76-43(26-34(4)5)59(93)74-42(22-23-50(85)86)58(92)83-53(36(7)10-2)64(98)75-40-20-15-16-25-71-55(89)46(29-49(68)84)78-62(96)47(30-51(87)88)79-61(95)45(28-39-31-70-33-72-39)77-60(94)44(27-38-18-13-12-14-19-38)80-65(99)54(37(8)11-3)82-57(91)41(21-17-24-67)73-56(40)90/h12-14,18-19,31,33-37,40-48,52-54H,9-11,15-17,20-30,32,67,69H2,1-8H3,(H2,68,84)(H,70,72)(H,71,89)(H,73,90)(H,74,93)(H,75,98)(H,76,97)(H,77,94)(H,78,96)(H,79,95)(H,80,99)(H,82,91)(H,83,92)(H,85,86)(H,87,88)/t35-,36-,37-,40-,41+,42+,43-,44+,45-,46-,47+,48-,52-,53-,54-/m0/s1"^^xsd:string ;
    chebi:inchikey "CLKOFPXJLQSYAH-ABRJDSQDSA-N"^^xsd:string ;
    chebi:mass "1422.710"^^xsd:string ;
    chebi:monoisotopicmass "1421.74894"^^xsd:string ;
    chebi:smiles "[C@@H]1(C(N[C@H](CC=2C=CC=CC2)C(=O)N[C@H](C(N[C@@H](C(N[C@H](C(NCCCC[C@@H](C(N[C@@H](C(N1)=O)CCC[NH3+])=O)NC([C@@H](NC([C@H](NC([C@@H](NC([C@H]3N=C(SC3)[C@H]([C@H](CC)C)[NH3+])=O)CC(C)C)=O)CCC([O-])=O)=O)[C@@H](C)CC)=O)=O)CC(N)=O)=O)CC(=O)[O-])=O)CC4=CNC=N4)=O)[C@@H](C)CC"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "bacitracin A"^^xsd:string ;
    oboInOwl:id "CHEBI:184381"^^xsd:string ;
    oboInOwl:inSubset chebi1:_STAR .

CHEBI:187893 a owl:Class ;
    rdfs:label "baclofen zwitterion"^^xsd:string ;
    definition: "An amino acid zwitterion obtained by transfer of a proton from the carboxy to the amino group of baclofen."^^xsd:string ;
    rdfs:subClassOf CHEBI:35238,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:2972 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C10H12ClNO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C10H12ClNO2/c11-9-3-1-7(2-4-9)8(6-12)5-10(13)14/h1-4,8H,5-6,12H2,(H,13,14)"^^xsd:string ;
    chebi:inchikey "KPYSYYIEGFHWSV-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "213.660"^^xsd:string ;
    chebi:monoisotopicmass "213.05566"^^xsd:string ;
    chebi:smiles "C=1C(=CC=C(C1)C(CC(=O)[O-])C[NH3+])Cl"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "baclofen"^^xsd:string ;
    oboInOwl:id "CHEBI:187893"^^xsd:string ;
    oboInOwl:inSubset chebi1:_STAR .

CHEBI:187896 a owl:Class ;
    rdfs:label "tacrine(1+)"^^xsd:string ;
    rdfs:subClassOf CHEBI:35286,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:45980 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C13H15N2"^^xsd:string ;
    chebi:inchi "InChI=1S/C13H14N2/c14-13-9-5-1-3-7-11(9)15-12-8-4-2-6-10(12)13/h1,3,5,7H,2,4,6,8H2,(H2,14,15)/p+1"^^xsd:string ;
    chebi:inchikey "YLJREFDVOIBQDA-UHFFFAOYSA-O"^^xsd:string ;
    chebi:mass "199.276"^^xsd:string ;
    chebi:monoisotopicmass "199.12297"^^xsd:string ;
    chebi:smiles "C=1C=CC=C2C1C(=C3CCCCC3=[NH+]2)N"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "tacrine"^^xsd:string ;
    oboInOwl:id "CHEBI:187896"^^xsd:string ;
    oboInOwl:inSubset chebi1:_STAR .

CHEBI:188074 a owl:Class ;
    rdfs:label "rosiglitazone(1-)"^^xsd:string ;
    rdfs:subClassOf CHEBI:50990,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:50122 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C18H18N3O3S"^^xsd:string ;
    chebi:inchi "InChI=1S/C18H19N3O3S/c1-21(16-4-2-3-9-19-16)10-11-24-14-7-5-13(6-8-14)12-15-17(22)20-18(23)25-15/h2-9,15H,10-12H2,1H3,(H,20,22,23)/p-1"^^xsd:string ;
    chebi:inchikey "YASAKCUCGLMORW-UHFFFAOYSA-M"^^xsd:string ;
    chebi:mass "356.420"^^xsd:string ;
    chebi:monoisotopicmass "356.10744"^^xsd:string ;
    chebi:smiles "C1=CC(=CC=C1CC2C([N-]C(S2)=O)=O)OCCN(C)C=3N=CC=CC3"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "rosiglitazone"^^xsd:string ;
    oboInOwl:id "CHEBI:188074"^^xsd:string ;
    oboInOwl:inSubset chebi1:_STAR .

CHEBI:189832 a owl:Class ;
    rdfs:label "hydroperoxy polyunsaturated fatty acid"^^xsd:string ;
    definition: "Any polyunsaturated fatty acid carrying one or more hydroperoxy substituents."^^xsd:string ;
    rdfs:subClassOf CHEBI:26208,
        CHEBI:194321,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:134019 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "CH2O4R"^^xsd:string ;
    chebi:mass "78.024"^^xsd:string ;
    chebi:monoisotopicmass "77.99531"^^xsd:string ;
    chebi:smiles "OO[*]C(O)=O"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "hydroperoxy polyunsaturated fatty acids"^^xsd:string ;
    oboInOwl:id "CHEBI:189832"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:189840 a owl:Class ;
    rdfs:label "dicarboxylic fatty acid"^^xsd:string ;
    definition: "Any fatty acid containing two carboxy groups."^^xsd:string ;
    rdfs:subClassOf CHEBI:35692,
        CHEBI:61697,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:189846 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:189840"^^xsd:string ;
    oboInOwl:inSubset chebi1:_STAR .

CHEBI:189846 a owl:Class ;
    rdfs:label "dicarboxylic fatty acid dianion"^^xsd:string ;
    definition: "Any fatty acid that contains 2 carboxylic groups. Major microspecies at pH 7.3"^^xsd:string ;
    rdfs:subClassOf CHEBI:28965,
        CHEBI:61697,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:189840 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "a dicarboxylic fatty acid"^^xsd:string ;
    oboInOwl:id "CHEBI:189846"^^xsd:string ;
    oboInOwl:inSubset chebi1:_STAR .

CHEBI:190295 a owl:Class ;
    oboInOwl:hasDbXref "PMID:28457049"^^xsd:string ;
    rdfs:label "inorganic calcium salt"^^xsd:string ;
    definition: "A calcium salt that lacks C-H bonds"^^xsd:string ;
    rdfs:subClassOf CHEBI:24839,
        CHEBI:167164 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:190295"^^xsd:string ;
    oboInOwl:inSubset chebi1:_STAR .

CHEBI:190297 a owl:Class ;
    oboInOwl:hasDbXref "PMID:16548135"^^xsd:string ;
    rdfs:label "inorganic magnesium salt"^^xsd:string ;
    definition: "A magnesium salt that lacks C-H bonds"^^xsd:string ;
    rdfs:subClassOf CHEBI:24839,
        CHEBI:167164 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:190297"^^xsd:string ;
    oboInOwl:inSubset chebi1:_STAR .

CHEBI:190299 a owl:Class ;
    rdfs:label "organic magnesium salt"^^xsd:string ;
    definition: "A magnesium salt with C-H bonds"^^xsd:string ;
    rdfs:subClassOf CHEBI:24868,
        CHEBI:167164 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:190299"^^xsd:string ;
    oboInOwl:inSubset chebi1:_STAR .

CHEBI:190300 a owl:Class ;
    oboInOwl:hasDbXref "PMID:11434984"^^xsd:string ;
    rdfs:label "inorganic phosphate salt"^^xsd:string ;
    definition: "A phosphate salt that lacks C-H bonds"^^xsd:string ;
    rdfs:subClassOf CHEBI:24839,
        CHEBI:37853,
        CHEBI:167164 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:190300"^^xsd:string ;
    oboInOwl:inSubset chebi1:_STAR .

CHEBI:190303 a owl:Class ;
    rdfs:label "inorganic potassium salt"^^xsd:string ;
    definition: "A potassium salt that lacks C-H bonds"^^xsd:string ;
    rdfs:subClassOf CHEBI:24839,
        CHEBI:26218,
        CHEBI:167164 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:190303"^^xsd:string ;
    oboInOwl:inSubset chebi1:_STAR .

CHEBI:190509 a owl:Class ;
    rdfs:label "imipenem zwitterion"^^xsd:string ;
    definition: "Zwitterionic form of imipenem having an anionic carboxy group and a protonated methaneimidamido group; major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:27369,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:471744 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C12H17N3O4S"^^xsd:string ;
    chebi:inchi "InChI=1S/C12H17N3O4S/c1-6(16)9-7-4-8(20-3-2-14-5-13)10(12(18)19)15(7)11(9)17/h5-7,9,16H,2-4H2,1H3,(H2,13,14)(H,18,19)/t6-,7-,9-/m1/s1"^^xsd:string ;
    chebi:inchikey "ZSKVGTPCRGIANV-ZXFLCMHBSA-N"^^xsd:string ;
    chebi:mass "299.350"^^xsd:string ;
    chebi:monoisotopicmass "299.09398"^^xsd:string ;
    chebi:smiles "[H]C(=[NH2+])NCCSC1=C(N2C(=O)[C@]([H])([C@@H](C)O)[C@@]2([H])C1)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(5R,6S)-6-[(1R)-1-hydroxyethyl]-3-({2-[(iminiomethyl)amino]ethyl}sulfanyl)-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "imipenem"^^xsd:string ;
    oboInOwl:id "CHEBI:190509"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:190514 a owl:Class ;
    rdfs:label "dasatinib(1+)"^^xsd:string ;
    definition: "A tertiary ammonium ion that is the conjugate acid of dasatinib, resulting from the protonation of the piperazine tertiary amino group. Major microspecies at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:137982,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:49375 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C22H27ClN7O2S"^^xsd:string ;
    chebi:inchi "InChI=1S/C22H26ClN7O2S/c1-14-4-3-5-16(23)20(14)28-21(32)17-13-24-22(33-17)27-18-12-19(26-15(2)25-18)30-8-6-29(7-9-30)10-11-31/h3-5,12-13,31H,6-11H2,1-2H3,(H,28,32)(H,24,25,26,27)/p+1"^^xsd:string ;
    chebi:inchikey "ZBNZXTGUTAYRHI-UHFFFAOYSA-O"^^xsd:string ;
    chebi:mass "489.010"^^xsd:string ;
    chebi:monoisotopicmass "488.16300"^^xsd:string ;
    chebi:smiles "CC1=NC(NC2=NC=C(S2)C(=O)NC2=C(C)C=CC=C2Cl)=CC(=N1)N1CC[NH+](CCO)CC1"^^xsd:string ;
    oboInOwl:hasExactSynonym "4-[6-({5-[(2-chloro-6-methylphenyl)carbamoyl]-1,3-thiazol-2-yl}amino)-2-methylpyrimidin-4-yl]-1-(2-hydroxyethyl)piperazin-1-ium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "dasatinib"^^xsd:string,
        "dasatinib cation"^^xsd:string ;
    oboInOwl:id "CHEBI:190514"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:191214 a owl:Class ;
    rdfs:label "dilevalol(1+)"^^xsd:string ;
    definition: "A secondary ammonium ion that is the conjugate acid of (R,R)-labetalol resulting from the protonation of the secondary amino group; major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:137419,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:94471 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C19H25N2O3"^^xsd:string ;
    chebi:inchi "InChI=1S/C19H24N2O3/c1-13(7-8-14-5-3-2-4-6-14)21-12-18(23)15-9-10-17(22)16(11-15)19(20)24/h2-6,9-11,13,18,21-23H,7-8,12H2,1H3,(H2,20,24)/p+1/t13-,18+/m1/s1"^^xsd:string ;
    chebi:inchikey "SGUAFYQXFOLMHL-ACJLOTCBSA-O"^^xsd:string ;
    chebi:mass "329.419"^^xsd:string ;
    chebi:monoisotopicmass "329.18597"^^xsd:string ;
    chebi:smiles "C[C@H](CCC1=CC=CC=C1)[NH2+]C[C@H](O)C1=CC(C(N)=O)=C(O)C=C1"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2R)-N-[(2R)-2-(3-carbamoyl-4-hydroxyphenyl)-2-hydroxyethyl]-4-phenylbutan-2-aminium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(R,R)-labetalol cation"^^xsd:string,
        "(R,R)-labetalol(1+)"^^xsd:string,
        "dilevalol cation"^^xsd:string ;
    oboInOwl:id "CHEBI:191214"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:192499 a owl:Class ;
    oboInOwl:hasDbXref "Wikipedia:https://en.wikipedia.org/wiki/Anthoxanthin"^^xsd:string ;
    rdfs:label "anthoxanthin"^^xsd:string ;
    definition: "are a type of flavonoid pigments in plants. Anthoxanthins are water-soluble pigments which range in color from white or colorless to a creamy to yellow, often on petals of flowers."^^xsd:string ;
    rdfs:subClassOf CHEBI:47916 ;
    chebi:charge "0"^^xsd:string ;
    chebi:mass "0.000"^^xsd:string ;
    chebi:monoisotopicmass "0.00000"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:192499"^^xsd:string ;
    oboInOwl:inSubset chebi1:_STAR .

CHEBI:193059 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:CPD-20617"^^xsd:string,
        "PMID:35583969"^^xsd:string ;
    rdfs:label "psilocinium"^^xsd:string ;
    definition: "Conjugate acid of psilocin; major microspecies at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:137982,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:8613 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C12H17N2O"^^xsd:string ;
    chebi:inchi "InChI=1S/C12H16N2O/c1-14(2)7-6-9-8-13-10-4-3-5-11(15)12(9)10/h3-5,8,13,15H,6-7H2,1-2H3/p+1"^^xsd:string ;
    chebi:inchikey "SPCIYGNTAMCTRO-UHFFFAOYSA-O"^^xsd:string ;
    chebi:mass "205.280"^^xsd:string ;
    chebi:monoisotopicmass "205.13354"^^xsd:string ;
    chebi:smiles "C=1C=CC(=C2C(=CNC12)CC[NH+](C)C)O"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "psilocin"^^xsd:string ;
    oboInOwl:id "CHEBI:193059"^^xsd:string ;
    oboInOwl:inSubset chebi1:_STAR .

CHEBI:193124 a owl:Class ;
    rdfs:label "N,N-dimethyltryptaminium"^^xsd:string ;
    definition: "Major microspecies at pH 7.3"^^xsd:string ;
    rdfs:subClassOf CHEBI:27162,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:28969 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C12H17N2"^^xsd:string ;
    chebi:inchi "InChI=1S/C12H16N2/c1-14(2)8-7-10-9-13-12-6-4-3-5-11(10)12/h3-6,9,13H,7-8H2,1-2H3/p+1"^^xsd:string ;
    chebi:inchikey "DMULVCHRPCFFGV-UHFFFAOYSA-O"^^xsd:string ;
    chebi:mass "189.281"^^xsd:string ;
    chebi:monoisotopicmass "189.13862"^^xsd:string ;
    chebi:smiles "C=1C=CC=C2C(=CNC12)CC[NH+](C)C"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "N,N-dimethyltryptamine"^^xsd:string ;
    oboInOwl:id "CHEBI:193124"^^xsd:string ;
    oboInOwl:inSubset chebi1:_STAR .

CHEBI:193151 a owl:Class ;
    oboInOwl:hasDbXref "PMID:23426681"^^xsd:string ;
    rdfs:label "D-isoleucine zwitterion"^^xsd:string ;
    definition: "An alpha-amino acid zwitterion obtained by transfer of a proton from the carboxy to the amino group of D-isoleucine; major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:78608,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:27730 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H13NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H13NO2/c1-3-4(2)5(7)6(8)9/h4-5H,3,7H2,1-2H3,(H,8,9)/t4-,5-/m1/s1"^^xsd:string ;
    chebi:inchikey "AGPKZVBTJJNPAG-RFZPGFLSSA-N"^^xsd:string ;
    chebi:mass "131.175"^^xsd:string ;
    chebi:monoisotopicmass "131.09463"^^xsd:string ;
    chebi:smiles "[O-]C([C@@H]([C@@H](CC)C)[NH3+])=O"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "D-isoleucine"^^xsd:string ;
    oboInOwl:id "CHEBI:193151"^^xsd:string ;
    oboInOwl:inSubset chebi1:_STAR .

CHEBI:194321 a owl:Class ;
    rdfs:label "hydroperoxy unsaturated fatty acid"^^xsd:string ;
    definition: "Any unsaturated fatty acid carrying one or more hydroperoxy substituents."^^xsd:string ;
    rdfs:subClassOf CHEBI:27208,
        CHEBI:64009 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "hydroperoxy unsaturated fatty acids"^^xsd:string ;
    oboInOwl:id "CHEBI:194321"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:194466 a owl:Class ;
    rdfs:label "L-Lysine zwitterion"^^xsd:string ;
    definition: "Primary zwitterion of L-Lysine present at the isoelectric point"^^xsd:string ;
    rdfs:subClassOf CHEBI:50860,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:32550 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:32551 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:18019 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:133538 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C6H14N2O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C6H14N2O2/c7-4-2-1-3-5(8)6(9)10/h5H,1-4,7-8H2,(H,9,10)/t5-/m0/s1"^^xsd:string ;
    chebi:inchikey "KDXKERNSBIXSRK-YFKPBYRVSA-N"^^xsd:string ;
    chebi:mass "146.190"^^xsd:string ;
    chebi:monoisotopicmass "146.10553"^^xsd:string ;
    chebi:smiles "[NH3+]CCCC[C@@H](C([O-])=O)N"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:194466"^^xsd:string ;
    oboInOwl:inSubset chebi1:_STAR .

CHEBI:194473 a owl:Class ;
    rdfs:label "4-carboxyanilinium"^^xsd:string ;
    definition: "A primary ammonium ion that is the conjugate acid of 4-aminobenzoic acid resulting from the protonation of the amino group."^^xsd:string ;
    rdfs:subClassOf CHEBI:65296,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:30753 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C7H8NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C7H7NO2/c8-6-3-1-5(2-4-6)7(9)10/h1-4H,8H2,(H,9,10)/p+1"^^xsd:string ;
    chebi:inchikey "ALYNCZNDIQEVRV-UHFFFAOYSA-O"^^xsd:string ;
    chebi:mass "138.145"^^xsd:string ;
    chebi:monoisotopicmass "138.05495"^^xsd:string ;
    chebi:smiles "[NH3+]C1=CC=C(C=C1)C(O)=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "4-carboxyanilinium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "4-amniobenzoic acid cation"^^xsd:string,
        "4-amniobenzoic acid(1+)"^^xsd:string,
        "(4-carboxyphenyl)azanium"^^xsd:string ;
    oboInOwl:id "CHEBI:194473"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:194474 a owl:Class ;
    rdfs:label "4-ammoniobenzoate"^^xsd:string ;
    definition: "A zwitterion obtained by transfer of a proton from the carboxy to the amino group of 4-aminobenzoic acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:76042,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:30753 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C7H7NO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C7H7NO2/c8-6-3-1-5(2-4-6)7(9)10/h1-4H,8H2,(H,9,10)"^^xsd:string ;
    chebi:inchikey "ALYNCZNDIQEVRV-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "137.138"^^xsd:string ;
    chebi:monoisotopicmass "137.04768"^^xsd:string ;
    chebi:smiles "[NH3+]C1=CC=C(C=C1)C([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "4-azaniumylbenzoate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "4-aminobenzoic acid zwitterion"^^xsd:string ;
    oboInOwl:id "CHEBI:194474"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:194499 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:CPD-7713"^^xsd:string,
        "PMID:23928311"^^xsd:string ;
    rdfs:label "oripavine(1+)"^^xsd:string ;
    definition: "The trialkylammonium ion resulting from the protonation of the amino group of oripavine; Major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:25697,
        CHEBI:35274,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:7782 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C18H20NO3"^^xsd:string ;
    chebi:inchi "InChI=1S/C18H19NO3/c1-19-8-7-18-11-4-6-14(21-2)17(18)22-16-13(20)5-3-10(15(16)18)9-12(11)19/h3-6,12,17,20H,7-9H2,1-2H3/p+1/t12-,17+,18+/m1/s1"^^xsd:string ;
    chebi:inchikey "ZKLXUUYLEHCAMF-UUWFMWQGSA-O"^^xsd:string ;
    chebi:mass "298.361"^^xsd:string ;
    chebi:monoisotopicmass "298.14377"^^xsd:string ;
    chebi:smiles "COC1=CC=C2[C@H]3CC4=CC=C(O)C5=C4[C@@]2(CC[NH+]3C)[C@H]1O5"^^xsd:string ;
    oboInOwl:hasExactSynonym "3-hydroxy-6-methoxy-17-methyl-5alpha-6,7,8,14-tetradehydro-4,5-epoxymorphinan-17-ium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3-O-demethylthebaine cation"^^xsd:string,
        "3-O-demethylthebaine(1+)"^^xsd:string,
        "oripavine"^^xsd:string,
        "oripavine cation"^^xsd:string ;
    oboInOwl:id "CHEBI:194499"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:195233 a owl:Class ;
    oboInOwl:hasDbXref "AGR:IND93002823"^^xsd:string,
        "CAS:23060-14-2"^^xsd:string,
        "PMID:219925"^^xsd:string,
        "PMID:6430230"^^xsd:string,
        "PMID:6612736"^^xsd:string,
        "PMID:18227961"^^xsd:string,
        "PMID:28013137"^^xsd:string,
        "PMID:29415099"^^xsd:string,
        "PMID:34060111"^^xsd:string,
        "Reaxys:1779749"^^xsd:string ;
    rdfs:label "diethyl 2-sulfanylbutanedioate"^^xsd:string ;
    definition: "A diester resulting from the formal condensation of the carboxy groups of thiomalic acid with ethanol. It is a metabolite of the insecticide malathion."^^xsd:string ;
    rdfs:subClassOf CHEBI:23990,
        CHEBI:51307,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_functional_parent ;
            owl:someValuesFrom CHEBI:38705 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35617 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76976 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C8H14O4S"^^xsd:string ;
    chebi:inchi "InChI=1S/C8H14O4S/c1-3-11-7(9)5-6(13)8(10)12-4-2/h6,13H,3-5H2,1-2H3"^^xsd:string ;
    chebi:inchikey "KLXFSKITMRWDPM-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "206.260"^^xsd:string ;
    chebi:monoisotopicmass "206.06128"^^xsd:string ;
    chebi:smiles "CCOC(=O)CC(S)C(=O)OCC"^^xsd:string ;
    oboInOwl:hasExactSynonym "diethyl 2-sulfanylbutanedioate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1,4-diethyl 2-sulfanylbutanedioate"^^xsd:string,
        "2-mercaptosuccinic acid diethyl ester"^^xsd:string,
        "diethyl 2-mercaptobutanedioate"^^xsd:string,
        "diethyl 2-mercaptosuccinate"^^xsd:string,
        "diethyl mercaptosuccinate"^^xsd:string,
        "FEMA 4972"^^xsd:string,
        "mercaptosuccinic acid diethyl ester"^^xsd:string ;
    oboInOwl:id "CHEBI:195233"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:195544 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:CPD-5583"^^xsd:string ;
    rdfs:label "aspartame zwitterion"^^xsd:string ;
    definition: "A dipeptide zwitterion resulting from transfer of a proton from the carboxy to the amino group of aspartame; major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:90799,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:2877 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C14H18N2O5"^^xsd:string ;
    chebi:inchi "InChI=1S/C14H18N2O5/c1-21-14(20)11(7-9-5-3-2-4-6-9)16-13(19)10(15)8-12(17)18/h2-6,10-11H,7-8,15H2,1H3,(H,16,19)(H,17,18)/t10-,11-/m0/s1"^^xsd:string ;
    chebi:inchikey "IAOZJIPTCAWIRG-QWRGUYRKSA-N"^^xsd:string ;
    chebi:mass "294.307"^^xsd:string ;
    chebi:monoisotopicmass "294.12157"^^xsd:string ;
    chebi:smiles "COC(=O)[C@H](CC1=CC=CC=C1)NC(=O)[C@@H]([NH3+])CC([O-])=O"^^xsd:string ;
    oboInOwl:hasExactSynonym "(3S)-3-azaniumyl-4-{[(2S)-1-methoxy-1-oxo-3-phenylpropan-2-yl]amino}-4-oxobutanoate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "aspartame"^^xsd:string ;
    oboInOwl:id "CHEBI:195544"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:195545 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:CPD-17700"^^xsd:string ;
    rdfs:label "biocytin zwitterion"^^xsd:string ;
    definition: "An L-alpha-amino acid zwitterion obtained by transfer of a proton from the carboxy to the amino group of biocytin; major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:59869,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:27870 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C16H28N4O4S"^^xsd:string ;
    chebi:inchi "InChI=1S/C16H28N4O4S/c17-10(15(22)23)5-3-4-8-18-13(21)7-2-1-6-12-14-11(9-25-12)19-16(24)20-14/h10-12,14H,1-9,17H2,(H,18,21)(H,22,23)(H2,19,20,24)/t10-,11-,12-,14-/m0/s1"^^xsd:string ;
    chebi:inchikey "BAQMYDQNMFBZNA-MNXVOIDGSA-N"^^xsd:string ;
    chebi:mass "372.480"^^xsd:string ;
    chebi:monoisotopicmass "372.18313"^^xsd:string ;
    chebi:smiles "[H][C@]12CS[C@@H](CCCCC(=O)NCCCC[C@H]([NH3+])C([O-])=O)[C@@]1([H])NC(=O)N2"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2S)-2-azaniumyl-6-({5-[(3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]pentanoyl}amino)hexanoate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "biocytin"^^xsd:string ;
    oboInOwl:id "CHEBI:195545"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:228364 a owl:Class ;
    rdfs:label "NMR chemical shift reference compound"^^xsd:string ;
    definition: "Any compound that produces a peak used to reference an NMR spectrum during data pre-processing."^^xsd:string ;
    rdfs:subClassOf CHEBI:33232,
        CHEBI:51086 ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "NMR chemical shift reference compounds"^^xsd:string,
        "NMR chemical shift standard"^^xsd:string,
        "NMR chemical shift standards"^^xsd:string,
        "NMR internal standard"^^xsd:string,
        "NMR internal standards"^^xsd:string,
        "NMR reference standard"^^xsd:string,
        "NMR reference standards"^^xsd:string ;
    oboInOwl:id "CHEBI:228364"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:237958 a owl:Class ;
    rdfs:label "({[(2R,3S,4R,5R)-3,4-dihydroxy-5-(9H-purin-9-yl)oxolan-2-yl]methyl phosphonato}oxy)(phosphonatooxy)phosphinate"^^xsd:string ;
    rdfs:subClassOf CHEBI:37045,
        CHEBI:37096,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:57299 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50733 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:237958"^^xsd:string ;
    oboInOwl:inSubset chebi1:_STAR .

CHEBI:278547 a owl:Class ;
    oboInOwl:hasDbXref "CAS:26628-22-8"^^xsd:string,
        "MetaCyc:CPD-23697"^^xsd:string,
        "Pesticides:sodium_azide"^^xsd:string,
        "PMID:25916484"^^xsd:string,
        "PMID:28712037"^^xsd:string,
        "PMID:28849152"^^xsd:string,
        "PMID:29947902"^^xsd:string,
        "PMID:30664159"^^xsd:string,
        "PMID:31088611"^^xsd:string,
        "PMID:31821925"^^xsd:string,
        "PMID:32437849"^^xsd:string,
        "PMID:32844280"^^xsd:string,
        "PMID:33400299"^^xsd:string,
        "Wikipedia:Sodium_azide"^^xsd:string ;
    rdfs:label "sodium azide"^^xsd:string ;
    definition: "The sodium salt of hydrogen azide (hydrazoic acid)."^^xsd:string ;
    rdfs:subClassOf CHEBI:38702,
        [ a owl:Restriction ;
            owl:onProperty hasPart: ;
            owl:someValuesFrom CHEBI:40910 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:25355 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:25435 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:33282 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:63490 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "N3Na"^^xsd:string ;
    chebi:inchi "InChI=1S/N3.Na/c1-3-2;/q-1;+1"^^xsd:string ;
    chebi:inchikey "PXIPVTKHYLBLMZ-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "65.00990"^^xsd:string ;
    chebi:monoisotopicmass "64.99899"^^xsd:string ;
    chebi:smiles "[Na+].[N-]=[N+]=[N-]"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "Azoture de sodium"^^xsd:string,
        "hydrazoic acid sodium salt"^^xsd:string,
        "Hydrazoic acid, sodium salt"^^xsd:string,
        "NaN3"^^xsd:string,
        "Natriumazid"^^xsd:string ;
    oboInOwl:id "CHEBI:278547"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:327995 a owl:Class ;
    oboInOwl:hasDbXref "MetaCyc:TYRAMINE"^^xsd:string ;
    rdfs:label "tyraminium"^^xsd:string ;
    definition: "An ammonium ion that is the conjugate acid of tyramine; major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:25375,
        CHEBI:35274,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:15760 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:25512 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C8H12NO"^^xsd:string ;
    chebi:inchi "InChI=1S/C8H11NO/c9-6-5-7-1-3-8(10)4-2-7/h1-4,10H,5-6,9H2/p+1"^^xsd:string ;
    chebi:inchikey "DZGWFCGJZKJUFP-UHFFFAOYSA-O"^^xsd:string ;
    chebi:mass "138.18700"^^xsd:string ;
    chebi:monoisotopicmass "138.09134"^^xsd:string ;
    chebi:smiles "[NH3+]CCc1ccc(O)cc1"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-(4-hydroxyphenyl)ethanaminium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "tyramine"^^xsd:string,
        "tyraminium cation"^^xsd:string,
        "tyraminium(1+)"^^xsd:string ;
    oboInOwl:id "CHEBI:327995"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:350546 a owl:Class ;
    rdfs:label "serotonin(1+)"^^xsd:string ;
    definition: "An ammonium ion that is the conjugate acid of serotonin; major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:35274,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:28790 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C10H13N2O"^^xsd:string ;
    chebi:inchi "InChI=1S/C10H12N2O/c11-4-3-7-6-12-10-2-1-8(13)5-9(7)10/h1-2,5-6,12-13H,3-4,11H2/p+1"^^xsd:string ;
    chebi:inchikey "QZAYGJVTTNCVMB-UHFFFAOYSA-O"^^xsd:string ;
    chebi:mass "177.22250"^^xsd:string ;
    chebi:monoisotopicmass "177.10224"^^xsd:string ;
    chebi:smiles "[NH3+]CCc1c[nH]c2ccc(O)cc12"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-(5-hydroxy-1H-indol-3-yl)ethanaminium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "serotonin"^^xsd:string,
        "serotonin cation"^^xsd:string ;
    oboInOwl:id "CHEBI:350546"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:364453 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:487098"^^xsd:string,
        "CAS:53716-49-7"^^xsd:string,
        "Drug_Central:518"^^xsd:string,
        "DrugBank:DB00821"^^xsd:string,
        "KEGG:C18364"^^xsd:string,
        "KEGG:D03410"^^xsd:string,
        "LINCS:LSM-1350"^^xsd:string,
        "Patent:DE2337340"^^xsd:string,
        "Patent:US3896145"^^xsd:string,
        "PMID:6884551"^^xsd:string,
        "PMID:11262075"^^xsd:string,
        "PMID:15974585"^^xsd:string,
        "PMID:17181139"^^xsd:string,
        "PMID:21561314"^^xsd:string,
        "Reaxys:487098"^^xsd:string,
        "VSDB:1788"^^xsd:string,
        "Wikipedia:Carprofen"^^xsd:string ;
    rdfs:label "carprofen"^^xsd:string ;
    definition: "Propanoic acid in which one of the methylene hydrogens is substituted by a 6-chloro-9H-carbazol-2-yl group. A non-steroidal anti-inflammatory drug, it is no longer used in human medicine but is still used for treatment of arthritis in elderly dogs."^^xsd:string ;
    rdfs:subClassOf CHEBI:36683,
        CHEBI:48513,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35475 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:35544 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:47868 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C15H12ClNO2"^^xsd:string ;
    chebi:inchi "InChI=1S/C15H12ClNO2/c1-8(15(18)19)9-2-4-11-12-7-10(16)3-5-13(12)17-14(11)6-9/h2-8,17H,1H3,(H,18,19)"^^xsd:string ;
    chebi:inchikey "PUXBGTOOZJQSKH-UHFFFAOYSA-N"^^xsd:string ;
    chebi:mass "273.71400"^^xsd:string ;
    chebi:monoisotopicmass "273.05566"^^xsd:string ;
    chebi:smiles "CC(C(O)=O)c1ccc2c(c1)[nH]c1ccc(Cl)cc21"^^xsd:string ;
    oboInOwl:hasExactSynonym "2-(6-chloro-9H-carbazol-2-yl)propanoic acid"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "2-(6-Chloro-9H-carbazol-2-yl)-propionic acid"^^xsd:string,
        "6-chloro-alpha-methyl-9H-carbazole-2-acetic acid"^^xsd:string,
        "(+-)-6-chloro-alpha-methylcarbazole-2-acetic acid"^^xsd:string,
        "(+/-)-2-(3-chloro-9H-carbazol-7-yl)propanoic acid"^^xsd:string,
        "carprofen"^^xsd:string,
        "carprofene"^^xsd:string,
        "carprofeno"^^xsd:string,
        "carprofenum"^^xsd:string ;
    oboInOwl:id "CHEBI:364453"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:421707 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:7493116"^^xsd:string,
        "CAS:136470-78-5"^^xsd:string,
        "Drug_Central:34"^^xsd:string,
        "DrugBank:DB01048"^^xsd:string,
        "KEGG:C07624"^^xsd:string,
        "KEGG:D07057"^^xsd:string,
        "PMID:11678376"^^xsd:string,
        "PMID:11806176"^^xsd:string,
        "PMID:12781181"^^xsd:string,
        "PMID:15887959"^^xsd:string,
        "PMID:16458506"^^xsd:string,
        "PMID:16539393"^^xsd:string,
        "PMID:16759112"^^xsd:string,
        "PMID:17172311"^^xsd:string,
        "PMID:17870541"^^xsd:string,
        "PMID:18029175"^^xsd:string,
        "PMID:18549801"^^xsd:string,
        "PMID:24751900"^^xsd:string,
        "PMID:25017682"^^xsd:string,
        "PMID:25674793"^^xsd:string,
        "PMID:26024233"^^xsd:string,
        "Reaxys:7493116"^^xsd:string,
        "Wikipedia:Abacavir"^^xsd:string ;
    rdfs:label "abacavir"^^xsd:string ;
    definition: "A 2,6-diaminopurine that is (1S)-cyclopent-2-en-1-ylmethanol in which the pro-R hydrogen at the 4-position is substituted by a 2-amino-6-(cyclopropylamino)-9H-purin-9-yl group. A nucleoside analogue reverse transcriptase inhibitor (NRTI) with antiretroviral activity against HIV, it is used (particularly as the sulfate) with other antiretrovirals in combination therapy of HIV infection."^^xsd:string ;
    rdfs:subClassOf CHEBI:38001,
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:36044 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:53756 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:88188 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C14H18N6O"^^xsd:string ;
    chebi:inchi "InChI=1S/C14H18N6O/c15-14-18-12(17-9-2-3-9)11-13(19-14)20(7-16-11)10-4-1-8(5-10)6-21/h1,4,7-10,21H,2-3,5-6H2,(H3,15,17,18,19)/t8-,10+/m1/s1"^^xsd:string ;
    chebi:inchikey "MCGSCOLBFJQGHM-SCZZXKLOSA-N"^^xsd:string ;
    chebi:mass "286.339"^^xsd:string ;
    chebi:monoisotopicmass "286.15421"^^xsd:string ;
    chebi:smiles "C=12N(C=NC1C(NC3CC3)=NC(=N2)N)[C@H]4C=C[C@H](C4)CO"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:2360"^^xsd:string,
        "CHEBI:193608"^^xsd:string,
        "CHEBI:441792"^^xsd:string,
        "CHEBI:520984"^^xsd:string,
        "CHEBI:525912"^^xsd:string ;
    oboInOwl:hasExactSynonym "Abacavir"^^xsd:string,
        "{(1S,4R)-4-[2-amino-6-(cyclopropylamino)-9H-purin-9-yl]cyclopent-2-en-1-yl}methanol"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "abacavir"^^xsd:string,
        "ABC"^^xsd:string,
        "{(1S-cis)-4-[2-amino-6-(cyclopropylamino)-9H-purin-9-yl]cyclopent-2-en-1-yl}methanol"^^xsd:string ;
    oboInOwl:id "CHEBI:421707"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:456216 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:3783669"^^xsd:string,
        "Gmelin:341336"^^xsd:string ;
    rdfs:label "ADP(3-)"^^xsd:string ;
    definition: "A nucleoside 5'-diphosphate(3-) arising from deprotonation of all three diphosphate OH groups of adenosine 5'-diphosphate (ADP); major species present at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:57930,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:16761 ],
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:87518 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77746 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:78675 ] ;
    chebi:charge "-3"^^xsd:string ;
    chebi:formula "C10H12N5O10P2"^^xsd:string ;
    chebi:inchi "InChI=1S/C10H15N5O10P2/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(24-10)1-23-27(21,22)25-26(18,19)20/h2-4,6-7,10,16-17H,1H2,(H,21,22)(H2,11,12,13)(H2,18,19,20)/p-3/t4-,6-,7-,10-/m1/s1"^^xsd:string ;
    chebi:inchikey "XTWYTFMLZFPYCI-KQYNXXCUSA-K"^^xsd:string ;
    chebi:mass "424.17730"^^xsd:string ;
    chebi:monoisotopicmass "424.00759"^^xsd:string ;
    chebi:smiles "Nc1ncnc2n(cnc12)[C@@H]1O[C@H](COP([O-])(=O)OP([O-])([O-])=O)[C@@H](O)[C@H]1O"^^xsd:string ;
    oboInOwl:hasExactSynonym "adenosine 5'-diphosphate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "5'-O-[(phosphonatooxy)phosphinato]adenosine"^^xsd:string,
        "ADP"^^xsd:string,
        "ADP trianion"^^xsd:string ;
    oboInOwl:id "CHEBI:456216"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:471744 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:434624"^^xsd:string,
        "CAS:64221-86-9"^^xsd:string,
        "Drug_Central:1426"^^xsd:string,
        "DrugBank:DB01598"^^xsd:string,
        "KEGG:C06665"^^xsd:string,
        "KEGG:D04515"^^xsd:string,
        "LINCS:LSM-6568"^^xsd:string,
        "Patent:BE848545"^^xsd:string,
        "Patent:US4194047"^^xsd:string,
        "PMID:1384868"^^xsd:string,
        "PMID:2457043"^^xsd:string,
        "PMID:9131470"^^xsd:string,
        "PMID:17361077"^^xsd:string,
        "PMID:24112243"^^xsd:string,
        "PMID:24247132"^^xsd:string,
        "PMID:24903189"^^xsd:string,
        "PMID:25216543"^^xsd:string,
        "PMID:25351714"^^xsd:string,
        "Reaxys:434624"^^xsd:string,
        "Wikipedia:Imipenem"^^xsd:string ;
    rdfs:label "imipenem"^^xsd:string ;
    definition: "A broad-spectrum, intravenous beta-lactam antibiotic of the carbapenem subgroup."^^xsd:string ;
    rdfs:subClassOf CHEBI:46633,
        CHEBI:88225,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_tautomer_of ;
            owl:someValuesFrom CHEBI:190509 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:36047 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C12H17N3O4S"^^xsd:string ;
    chebi:inchi "InChI=1S/C12H17N3O4S/c1-6(16)9-7-4-8(20-3-2-14-5-13)10(12(18)19)15(7)11(9)17/h5-7,9,16H,2-4H2,1H3,(H2,13,14)(H,18,19)/t6-,7-,9-/m1/s1"^^xsd:string ;
    chebi:inchikey "ZSKVGTPCRGIANV-ZXFLCMHBSA-N"^^xsd:string ;
    chebi:mass "299.34720"^^xsd:string ;
    chebi:monoisotopicmass "299.09398"^^xsd:string ;
    chebi:smiles "[H]C(=N)NCCSC1=C(N2C(=O)[C@]([H])([C@@H](C)O)[C@@]2([H])C1)C(O)=O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:5879"^^xsd:string ;
    oboInOwl:hasExactSynonym "(5R,6S)-6-[(1R)-1-hydroxyethyl]-3-({2-[(iminomethyl)amino]ethyl}sulfanyl)-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid"^^xsd:string,
        "Imipenem"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(5R,6S)-3-(2-Formimidoylamino-ethylsulfanyl)-6-((R)-1-hydroxy-ethyl)-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid"^^xsd:string,
        "(5R,6S)-3-((2-(Formimidoylamino)ethyl)thio)-6-((R)-1-hydroxyethyl)-7-oxo-1-azabicyclo(3.2.0)hept-2-ene-2-carboxylic acid"^^xsd:string,
        "(5R,6S)-6-((R)-1-Hydroxyethyl)-3-(2-(iminomethylamino)ethylthio)-7-oxo-1-azabicyclo(3.2.0)hept-2-ene-2-carbonsaeure"^^xsd:string,
        "Imipenem anhydrous"^^xsd:string,
        "imipenemum"^^xsd:string,
        "N-formimidoyl thienamycin"^^xsd:string,
        "N-formimidoylthienamycin"^^xsd:string ;
    oboInOwl:id "CHEBI:471744"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:472805 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:101712"^^xsd:string,
        "CAS:630-60-4"^^xsd:string,
        "Drug_Central:2004"^^xsd:string,
        "DrugBank:DB01092"^^xsd:string,
        "FooDB:FDB005482"^^xsd:string,
        "HMDB:HMDB0015224"^^xsd:string,
        "KEGG:C01443"^^xsd:string,
        "KEGG:D00112"^^xsd:string,
        "KNApSAcK:C00003633"^^xsd:string,
        "LINCS:LSM-2781"^^xsd:string,
        "LIPID_MAPS_instance:LMST01120022"^^xsd:string,
        "PDBeChem:OBN"^^xsd:string,
        "PMID:1316269"^^xsd:string,
        "PMID:9872395"^^xsd:string,
        "PMID:10438974"^^xsd:string,
        "PMID:16529963"^^xsd:string,
        "PMID:20372980"^^xsd:string,
        "PMID:31075189"^^xsd:string,
        "PMID:31170971"^^xsd:string,
        "PMID:31548455"^^xsd:string,
        "PMID:31986323"^^xsd:string,
        "PMID:32326025"^^xsd:string,
        "PMID:32368275"^^xsd:string,
        "PMID:32488807"^^xsd:string,
        "PMID:32569558"^^xsd:string,
        "Reaxys:101712"^^xsd:string,
        "Wikipedia:Ouabain"^^xsd:string ;
    rdfs:label "ouabain"^^xsd:string ;
    definition: "A steroid hormone that is a multi-hydroxylated alpha-L-rhamnosyl cardenoloide. It binds to and inhibits the plasma membrane Na(+)/K(+)-ATPase (sodium pump). It has been isolated naturally from Strophanthus gratus."^^xsd:string ;
    rdfs:subClassOf CHEBI:19129,
        CHEBI:26764,
        CHEBI:27848,
        CHEBI:36862,
        CHEBI:38092,
        CHEBI:38195,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:145798 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38070 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:38147 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:49200 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50184 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:63510 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:76924 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77023 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:77024 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C29H44O12"^^xsd:string ;
    chebi:inchi "InChI=1S/C29H44O12/c1-13-22(34)23(35)24(36)25(40-13)41-15-8-19(32)28(12-30)21-17(3-5-27(28,37)9-15)29(38)6-4-16(14-7-20(33)39-11-14)26(29,2)10-18(21)31/h7,13,15-19,21-25,30-32,34-38H,3-6,8-12H2,1-2H3/t13-,15-,16+,17+,18+,19+,21+,22-,23+,24+,25-,26+,27-,28+,29-/m0/s1"^^xsd:string ;
    chebi:inchikey "LPMXVESGRSUGHW-HBYQJFLCSA-N"^^xsd:string ;
    chebi:mass "584.65250"^^xsd:string ;
    chebi:monoisotopicmass "584.28328"^^xsd:string ;
    chebi:smiles "[H][C@@]12CC[C@]3(O)C[C@H](C[C@@H](O)[C@]3(CO)[C@@]1([H])[C@H](O)C[C@]1(C)[C@H](CC[C@]21O)C1=CC(=O)OC1)O[C@@H]1O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:7805"^^xsd:string,
        "CHEBI:44461"^^xsd:string ;
    oboInOwl:hasExactSynonym "3-(6-deoxy-alpha-L-mannopyranosyloxy)-1beta,5beta,11alpha,14,19-pentahydroxy-5beta-card-20(22)-enolide"^^xsd:string,
        "Ouabain"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "3-(alpha-L-rhamnopyranosyloxy)-1beta,5beta,11alpha,14,19-pentahydroxy-5beta-card-20(22)-enolide"^^xsd:string,
        "G-Strophanthin"^^xsd:string,
        "Ouabagenin L-Rhamnoside"^^xsd:string,
        "Ouabagenin-L-rhamnosid"^^xsd:string,
        "Ouabain anhydrous"^^xsd:string,
        "Ouabaine"^^xsd:string,
        "Oubain"^^xsd:string,
        "Strodival"^^xsd:string ;
    oboInOwl:id "CHEBI:472805"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:487869 a owl:Class ;
    oboInOwl:hasDbXref "PMID:25492589"^^xsd:string ;
    rdfs:label "clavulanate"^^xsd:string ;
    definition: "The conjugate base of clavulanic acid."^^xsd:string ;
    rdfs:subClassOf CHEBI:35757,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:48947 ] ;
    chebi:charge "-1"^^xsd:string ;
    chebi:formula "C8H8NO5"^^xsd:string ;
    chebi:inchi "InChI=1S/C8H9NO5/c10-2-1-4-7(8(12)13)9-5(11)3-6(9)14-4/h1,6-7,10H,2-3H2,(H,12,13)/p-1/b4-1-/t6-,7-/m1/s1"^^xsd:string ;
    chebi:inchikey "HZZVJAQRINQKSD-PBFISZAISA-M"^^xsd:string ;
    chebi:mass "198.15280"^^xsd:string ;
    chebi:monoisotopicmass "198.04080"^^xsd:string ;
    chebi:smiles "[H][C@@]12CC(=O)N1[C@@H](C([O-])=O)\\C(O2)=C\\CO"^^xsd:string ;
    oboInOwl:hasExactSynonym "(2R,3Z,5R)-3-(2-hydroxyethylidene)-7-oxo-4-oxa-1-azabicyclo[3.2.0]heptane-2-carboxylate"^^xsd:string,
        "clavulanate"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "(2R,5R,Z)-3-(2-hydroxyethylidene)-7-oxo-4-oxa-1-aza-bicyclo[3.2.0]heptane-2-carboxylate"^^xsd:string,
        "clavulanic acid anion"^^xsd:string ;
    oboInOwl:id "CHEBI:487869"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:528881 a owl:Class ;
    rdfs:label "(9Z,12Z,15Z)-octadeca-9,12,15-trienoate"^^xsd:string ;
    rdfs:subClassOf CHEBI:57560,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:27432 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:528881"^^xsd:string ;
    oboInOwl:inSubset chebi1:_STAR .

CHEBI:566789 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:10787932"^^xsd:string,
        "Gmelin:322901"^^xsd:string,
        "MetaCyc:ETHANAMINE"^^xsd:string ;
    rdfs:label "ethylaminium"^^xsd:string ;
    definition: "An ammonium ion resulting from the protonation of the nitrogen of ethylamine. The conjugate acid of ethylamine; major species at pH 7.3."^^xsd:string ;
    rdfs:subClassOf CHEBI:25697,
        CHEBI:35274,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_acid_of ;
            owl:someValuesFrom CHEBI:15862 ] ;
    chebi:charge "+1"^^xsd:string ;
    chebi:formula "C2H8N"^^xsd:string ;
    chebi:inchi "InChI=1S/C2H7N/c1-2-3/h2-3H2,1H3/p+1"^^xsd:string ;
    chebi:inchikey "QUSNBJAOOMFDIB-UHFFFAOYSA-O"^^xsd:string ;
    chebi:mass "46.09160"^^xsd:string ;
    chebi:monoisotopicmass "46.06513"^^xsd:string ;
    chebi:smiles "CC[NH3+]"^^xsd:string ;
    oboInOwl:hasExactSynonym "ethanaminium"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "ethylamine"^^xsd:string,
        "ethylaminium cation"^^xsd:string,
        "ethylaminium(1+)"^^xsd:string,
        "ethylammonium"^^xsd:string ;
    oboInOwl:id "CHEBI:566789"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:584020 a owl:Class ;
    oboInOwl:hasDbXref "Beilstein:765986"^^xsd:string,
        "CAS:361-37-5"^^xsd:string,
        "DrugBank:DB00247"^^xsd:string,
        "KEGG:C07199"^^xsd:string,
        "KEGG:D02357"^^xsd:string,
        "Patent:GB854569"^^xsd:string,
        "Patent:US3113133"^^xsd:string ;
    rdfs:label "methysergide"^^xsd:string ;
    definition: "A synthetic ergot alkaloid, structurally related to the oxytocic agent methylergonovine and to the potent hallucinogen LSD and used prophylactically to reduce the frequency and intensity of severe vascular headaches."^^xsd:string ;
    rdfs:subClassOf CHEBI:23943,
        CHEBI:29347,
        [ a owl:Restriction ;
            owl:onProperty chebi2:has_parent_hydride ;
            owl:someValuesFrom CHEBI:38484 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:48279 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:50514 ],
        [ a owl:Restriction ;
            owl:onProperty hasRole: ;
            owl:someValuesFrom CHEBI:66991 ] ;
    chebi:charge "0"^^xsd:string ;
    chebi:formula "C21H27N3O2"^^xsd:string ;
    chebi:inchi "InChI=1S/C21H27N3O2/c1-4-15(12-25)22-21(26)14-8-17-16-6-5-7-18-20(16)13(10-23(18)2)9-19(17)24(3)11-14/h5-8,10,14-15,19,25H,4,9,11-12H2,1-3H3,(H,22,26)/t14-,15?,19-/m1/s1"^^xsd:string ;
    chebi:inchikey "KPJZHOPZRAFDTN-NQUBZZJWSA-N"^^xsd:string ;
    chebi:mass "353.45810"^^xsd:string ;
    chebi:monoisotopicmass "353.21033"^^xsd:string ;
    chebi:smiles "[H][C@@]12Cc3cn(C)c4cccc(C1=C[C@H](CN2C)C(=O)NC(CC)CO)c34"^^xsd:string ;
    oboInOwl:hasAlternativeId "CHEBI:6893"^^xsd:string ;
    oboInOwl:hasExactSynonym "(8R)-N-[1-hydroxymethyl(propyl)]-1,6-dimethyl-9,10-didehydroergoline-8-carboxamide"^^xsd:string,
        "Methysergide"^^xsd:string ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:hasRelatedSynonym "1-Methyl-D-lysergic acid butanolamide"^^xsd:string,
        "1-Methyl-dextro-lysergic acid (+)-1-hydroxy-2-butylamide"^^xsd:string,
        "1-Methyllysergic acid butanolamide"^^xsd:string,
        "1-Methylmethylergonovine"^^xsd:string,
        "9,10-Didehydro-N-(1-(hydroxymethyl)propyl)-1,6-dimethylergoline-8-carboxamide"^^xsd:string,
        "(+)-9,10-Didehydro-N-(1-(hydroxymethyl)propyl)-1,6-dimethylergoline-8beta-carboxamide"^^xsd:string,
        "(+)-N-(1-(Hydroxymethyl)propyl)-1-methyl-D-lysergamide"^^xsd:string,
        "methysergide"^^xsd:string,
        "methysergidum"^^xsd:string,
        "metisergida"^^xsd:string,
        "N-(1-(Hydroxymethyl)propyl)-1-methyl-dextro-(+)-lysergamide"^^xsd:string ;
    oboInOwl:id "CHEBI:584020"^^xsd:string ;
    oboInOwl:inSubset chebi3:_STAR .

CHEBI:616459 a owl:Class ;
    rdfs:label "carbamimidoylazanium"^^xsd:string ;
    rdfs:subClassOf CHEBI:35359,
        [ a owl:Restriction ;
            owl:onProperty chebi2:is_conjugate_base_of ;
            owl:someValuesFrom CHEBI:30087 ] ;
    oboInOwl:hasOBONamespace "chebi_ontology"^^xsd:string ;
    oboInOwl:id "CHEBI:616459"^^xsd:string ;
    oboInOwl:inSubset chebi1:_STAR .

### Serialized using the ttlser deterministic serializer v1.2.2