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    <!-- http://purl.obolibrary.org/obo/CHEBI_38482 -->

    <Class rdf:about="http://purl.obolibrary.org/obo/CHEBI_38482">
        <rdfs:label>indole alkaloid fundamental parent</rdfs:label>
    </Class>
    


    <!-- http://purl.obolibrary.org/obo/CHEBI_38623 -->

    <Class rdf:about="http://purl.obolibrary.org/obo/CHEBI_38623">
        <rdfs:label>EC 1.4.3.4 (monoamine oxidase) inhibitor</rdfs:label>
    </Class>
    


    <!-- http://purl.obolibrary.org/obo/CHEBI_38958 -->

    <Class rdf:about="http://purl.obolibrary.org/obo/CHEBI_38958">
        <rdfs:label>indole alkaloid</rdfs:label>
    </Class>
    


    <!-- http://purl.obolibrary.org/obo/CHEBI_5623 -->

    <Class rdf:about="http://purl.obolibrary.org/obo/CHEBI_5623">
        <rdfs:label>harman</rdfs:label>
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        <rdfs:subClassOf rdf:resource="http://purl.obolibrary.org/obo/CHEBI_38958"/>
        <rdfs:subClassOf rdf:resource="http://purl.obolibrary.org/obo/CHEBI_61379"/>
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                <someValuesFrom rdf:resource="http://purl.obolibrary.org/obo/CHEBI_76924"/>
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        <oboInOwl:hasDbXref>PMID:20732341</oboInOwl:hasDbXref>
        <oboInOwl:hasExactSynonym>1-methyl-9H-pyrido[3,4-b]indole</oboInOwl:hasExactSynonym>
        <oboInOwl:hasDbXref>LINCS:LSM-19989</oboInOwl:hasDbXref>
        <oboInOwl:hasOBONamespace>chebi_ontology</oboInOwl:hasOBONamespace>
        <oboInOwl:hasDbXref>Reaxys:143898</oboInOwl:hasDbXref>
        <ns5:inchi>InChI=1S/C12H10N2/c1-8-12-10(6-7-13-8)9-4-2-3-5-11(9)14-12/h2-7,14H,1H3</ns5:inchi>
        <oboInOwl:hasRelatedSynonym>aribine</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasRelatedSynonym>harmane</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasRelatedSynonym>passiflorin</oboInOwl:hasRelatedSynonym>
        <ns5:smiles>Cc1nccc2c3ccccc3[nH]c12</ns5:smiles>
        <oboInOwl:hasRelatedSynonym>1-methyl-9H-beta-carboline</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasDbXref>PMID:24103378</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>CAS:486-84-0</oboInOwl:hasDbXref>
        <oboInOwl:hasExactSynonym>Harman</oboInOwl:hasExactSynonym>
        <ns5:charge>0</ns5:charge>
        <oboInOwl:hasDbXref>PMID:22981972</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>PMID:24300779</oboInOwl:hasDbXref>
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        <oboInOwl:hasRelatedSynonym>locuturin</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasDbXref>PMID:19645722</oboInOwl:hasDbXref>
        <oboInOwl:hasRelatedSynonym>1-methyl-beta-carboline</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasRelatedSynonym>1-methylnorharman</oboInOwl:hasRelatedSynonym>
        <ns5:inchikey>PSFDQSOCUJVVGF-UHFFFAOYSA-N</ns5:inchikey>
        <oboInOwl:hasDbXref>KNApSAcK:C00001736</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>Beilstein:143898</oboInOwl:hasDbXref>
        <oboInOwl:hasRelatedSynonym>locuturine</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasRelatedSynonym>1-methyl-2-carboline</oboInOwl:hasRelatedSynonym>
        <ns5:formula>C12H10N2</ns5:formula>
        <oboInOwl:hasDbXref>KEGG:C09209</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>PMID:24486683</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>PMID:11473435</oboInOwl:hasDbXref>
        <oboInOwl:id>CHEBI:5623</oboInOwl:id>
        <oboInOwl:hasDbXref>PMID:22757671</oboInOwl:hasDbXref>
        <ns3:IAO_0000115>An indole alkaloid fundamental parent with a structure of 9H-beta-carboline carrying a methyl substituent at C-1. It has been isolated from the bark of Sickingia rubra, Symplocus racemosa, Passiflora incarnata, Peganum harmala, Banisteriopsis caapi and Tribulus terrestris, as well as from tobacco smoke. It is a specific, reversible inhibitor of monoamine oxidase A.</ns3:IAO_0000115>
        <ns5:monoisotopicmass>182.08440</ns5:monoisotopicmass>
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        <ns5:mass>182.22120</ns5:mass>
        <oboInOwl:hasRelatedSynonym>loturine</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasRelatedSynonym>L-methylpyridobindole</oboInOwl:hasRelatedSynonym>
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    <!-- http://purl.obolibrary.org/obo/CHEBI_61379 -->

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        <rdfs:label>harmala alkaloid</rdfs:label>
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    <!-- http://purl.obolibrary.org/obo/CHEBI_64946 -->

    <Class rdf:about="http://purl.obolibrary.org/obo/CHEBI_64946">
        <rdfs:label>anti-HIV agent</rdfs:label>
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    <!-- http://purl.obolibrary.org/obo/CHEBI_76924 -->

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        <rdfs:label>plant metabolite</rdfs:label>
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