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    <!-- http://purl.obolibrary.org/obo/CHEBI_25248 -->

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        <rdfs:label>methyl ester</rdfs:label>
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    <!-- http://purl.obolibrary.org/obo/CHEBI_27958 -->

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        <rdfs:label>cocaine</rdfs:label>
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        <oboInOwl:hasDbXref>PMID:11416615</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>Wikipedia:Cocaine</oboInOwl:hasDbXref>
        <ns4:IAO_0000115>A tropane alkaloid obtained from leaves of the South American shrub Erythroxylon coca.</ns4:IAO_0000115>
        <oboInOwl:hasAlternativeId>CHEBI:23346</oboInOwl:hasAlternativeId>
        <oboInOwl:hasRelatedSynonym>(-)-cocaine</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasDbXref>PDBeChem:COC</oboInOwl:hasDbXref>
        <oboInOwl:hasRelatedSynonym>methyl benzoylecgonine</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasDbXref>PMID:25303034</oboInOwl:hasDbXref>
        <oboInOwl:hasRelatedSynonym>2-methyl-3beta-hydroxy-1alphaH,5alphaH-tropane-2beta-carboxylate benzoate (ester)</oboInOwl:hasRelatedSynonym>
        <ns5:charge>0</ns5:charge>
        <oboInOwl:hasDbXref>Beilstein:91034</oboInOwl:hasDbXref>
        <oboInOwl:hasExactSynonym>methyl (1R,2R,3S,5S)-3-(benzoyloxy)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate</oboInOwl:hasExactSynonym>
        <oboInOwl:hasRelatedSynonym>l-Cocain</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasRelatedSynonym>Cocain</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasRelatedSynonym>l-cocaine</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasDbXref>PMID:19536276</oboInOwl:hasDbXref>
        <oboInOwl:hasRelatedSynonym>Cocaina</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasRelatedSynonym>cocainum</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasDbXref>MetaCyc:CPD-9776</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>PMID:14962054</oboInOwl:hasDbXref>
        <oboInOwl:hasOBONamespace>chebi_ontology</oboInOwl:hasOBONamespace>
        <oboInOwl:hasRelatedSynonym>methyl [1R-(exo,exo)]-3-(benzoyloxy)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasDbXref>Beilstein:3621912</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>KEGG:D00110</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>PMID:21150772</oboInOwl:hasDbXref>
        <oboInOwl:hasAlternativeId>CHEBI:3801</oboInOwl:hasAlternativeId>
        <ns5:mass>303.35290</ns5:mass>
        <oboInOwl:hasExactSynonym>(1R,2R,3S,5S)-2-(methoxycarbonyl)tropan-3-yl benzoate</oboInOwl:hasExactSynonym>
        <oboInOwl:hasRelatedSynonym>Benzoylmethylecgonine</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasExactSynonym>Cocaine</oboInOwl:hasExactSynonym>
        <ns5:inchikey>ZPUCINDJVBIVPJ-LJISPDSOSA-N</ns5:inchikey>
        <ns5:smiles>[H][C@]12CC[C@]([H])([C@H]([C@H](C1)OC(=O)c1ccccc1)C(=O)OC)N2C</ns5:smiles>
        <oboInOwl:hasDbXref>Reaxys:91034</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>Reaxys:5291037</oboInOwl:hasDbXref>
        <ns5:monoisotopicmass>303.14706</ns5:monoisotopicmass>
        <oboInOwl:id>CHEBI:27958</oboInOwl:id>
        <oboInOwl:hasDbXref>Beilstein:5291037</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>Drug_Central:723</oboInOwl:hasDbXref>
        <ns5:formula>C17H21NO4</ns5:formula>
        <oboInOwl:hasRelatedSynonym>Kokain</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasDbXref>PMID:11853120</oboInOwl:hasDbXref>
        <oboInOwl:hasAlternativeId>CHEBI:41642</oboInOwl:hasAlternativeId>
        <oboInOwl:hasDbXref>PMID:17551070</oboInOwl:hasDbXref>
        <oboInOwl:hasExactSynonym>COCAINE</oboInOwl:hasExactSynonym>
        <oboInOwl:hasDbXref>CAS:50-36-2</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>DrugBank:DB00907</oboInOwl:hasDbXref>
        <ns5: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</ns5:inchi>
        <oboInOwl:hasDbXref>Gmelin:170209</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>KNApSAcK:C00002285</oboInOwl:hasDbXref>
        <oboInOwl:hasRelatedSynonym>Neurocaine</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasRelatedSynonym>[1R-(exo,exo)]-3-(benzoyloxy)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylic acid, methyl ester</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasRelatedSynonym>beta-Cocain</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasDbXref>KEGG:C01416</oboInOwl:hasDbXref>
        <oboInOwl:inSubset rdf:resource="http://purl.obolibrary.org/obo/chebi#3_STAR"/>
    </Class>
    


    <!-- http://purl.obolibrary.org/obo/CHEBI_35337 -->

    <Class rdf:about="http://purl.obolibrary.org/obo/CHEBI_35337">
        <rdfs:label>central nervous system stimulant</rdfs:label>
    </Class>
    


    <!-- http://purl.obolibrary.org/obo/CHEBI_35524 -->

    <Class rdf:about="http://purl.obolibrary.org/obo/CHEBI_35524">
        <rdfs:label>sympathomimetic agent</rdfs:label>
    </Class>
    


    <!-- http://purl.obolibrary.org/obo/CHEBI_35640 -->

    <Class rdf:about="http://purl.obolibrary.org/obo/CHEBI_35640">
        <rdfs:label>adrenergic uptake inhibitor</rdfs:label>
    </Class>
    


    <!-- http://purl.obolibrary.org/obo/CHEBI_35703 -->

    <Class rdf:about="http://purl.obolibrary.org/obo/CHEBI_35703">
        <rdfs:label>xenobiotic</rdfs:label>
    </Class>
    


    <!-- http://purl.obolibrary.org/obo/CHEBI_36054 -->

    <Class rdf:about="http://purl.obolibrary.org/obo/CHEBI_36054">
        <rdfs:label>benzoate ester</rdfs:label>
    </Class>
    


    <!-- http://purl.obolibrary.org/obo/CHEBI_36333 -->

    <Class rdf:about="http://purl.obolibrary.org/obo/CHEBI_36333">
        <rdfs:label>local anaesthetic</rdfs:label>
    </Class>
    


    <!-- http://purl.obolibrary.org/obo/CHEBI_37332 -->

    <Class rdf:about="http://purl.obolibrary.org/obo/CHEBI_37332">
        <rdfs:label>tropane alkaloid</rdfs:label>
    </Class>
    


    <!-- http://purl.obolibrary.org/obo/CHEBI_38633 -->

    <Class rdf:about="http://purl.obolibrary.org/obo/CHEBI_38633">
        <rdfs:label>sodium channel blocker</rdfs:label>
    </Class>
    


    <!-- http://purl.obolibrary.org/obo/CHEBI_50514 -->

    <Class rdf:about="http://purl.obolibrary.org/obo/CHEBI_50514">
        <rdfs:label>vasoconstrictor agent</rdfs:label>
    </Class>
    


    <!-- http://purl.obolibrary.org/obo/CHEBI_50949 -->

    <Class rdf:about="http://purl.obolibrary.org/obo/CHEBI_50949">
        <rdfs:label>serotonin uptake inhibitor</rdfs:label>
    </Class>
    


    <!-- http://purl.obolibrary.org/obo/CHEBI_50996 -->

    <Class rdf:about="http://purl.obolibrary.org/obo/CHEBI_50996">
        <rdfs:label>tertiary amino compound</rdfs:label>
    </Class>
    


    <!-- http://purl.obolibrary.org/obo/CHEBI_51039 -->

    <Class rdf:about="http://purl.obolibrary.org/obo/CHEBI_51039">
        <rdfs:label>dopamine uptake inhibitor</rdfs:label>
    </Class>
    


    <!-- http://purl.obolibrary.org/obo/CHEBI_60056 -->

    <Class rdf:about="http://purl.obolibrary.org/obo/CHEBI_60056">
        <rdfs:label>cocaine(1+)</rdfs:label>
    </Class>
    


    <!-- http://purl.obolibrary.org/obo/CHEBI_75771 -->

    <Class rdf:about="http://purl.obolibrary.org/obo/CHEBI_75771">
        <rdfs:label>mouse metabolite</rdfs:label>
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    <!-- http://purl.obolibrary.org/obo/CHEBI_76924 -->

    <Class rdf:about="http://purl.obolibrary.org/obo/CHEBI_76924">
        <rdfs:label>plant metabolite</rdfs:label>
    </Class>
    


    <!-- http://purl.obolibrary.org/obo/CHEBI_78298 -->

    <Class rdf:about="http://purl.obolibrary.org/obo/CHEBI_78298">
        <rdfs:label>environmental contaminant</rdfs:label>
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