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    <!-- http://purl.obolibrary.org/obo/CHEBI_22315 -->

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

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        <rdfs:label>harman</rdfs:label>
        <rdfs:subClassOf rdf:resource="http://purl.obolibrary.org/obo/CHEBI_22315"/>
        <ns4:charge rdf:datatype="http://www.w3.org/2001/XMLSchema#integer">0</ns4:charge>
        <ns4:monoisotopic_mass rdf:datatype="http://www.w3.org/2001/XMLSchema#decimal">182.0844</ns4:monoisotopic_mass>
        <ns4:mass rdf:datatype="http://www.w3.org/2001/XMLSchema#decimal">182.226</ns4:mass>
        <oboInOwl:hasDbXref>pubmed:24300779</oboInOwl:hasDbXref>
        <ns3:IAO_0000115>An indole alkaloid fundamental parent with a structure of 9&lt;em&gt;H&lt;/em&gt;-β-carboline carrying a methyl substituent at C-1. It has been isolated from the bark of &lt;em&gt;Sickingia rubra&lt;/em&gt;, &lt;em&gt;Symplocus racemosa&lt;/em&gt;, &lt;em&gt;Passiflora incarnata&lt;/em&gt;, &lt;em&gt;Peganum harmala&lt;/em&gt;, &lt;em&gt;Banisteriopsis caapi&lt;/em&gt; and &lt;em&gt;Tribulus terrestris&lt;/em&gt;, as well as from tobacco smoke. It is a specific, reversible inhibitor of monoamine oxidase A.</ns3:IAO_0000115>
        <oboInOwl:hasRelatedSynonym>Harman</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasRelatedSynonym>aribin</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasRelatedSynonym>locuturin</oboInOwl:hasRelatedSynonym>
        <ns4:inchi_string>InChI=1S/C12H10N2/c1-8-12-10(6-7-13-8)9-4-2-3-5-11(9)14-12/h2-7,14H,1H3</ns4:inchi_string>
        <oboInOwl:hasRelatedSynonym>1-methyl-beta-carboline</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasDbXref>cas:486-84-0</oboInOwl:hasDbXref>
        <ns4:generalized_empirical_formula>C12H10N2</ns4:generalized_empirical_formula>
        <oboInOwl:hasRelatedSynonym>1-methylnorharman</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasExactSynonym>1-methyl-9H-pyrido[3,4-b]indole</oboInOwl:hasExactSynonym>
        <oboInOwl:hasDbXref>pubmed:22981972</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>pubmed:23544153</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>pubmed:24103378</oboInOwl:hasDbXref>
        <oboInOwl:hasOBONamespace>chebi_ontology</oboInOwl:hasOBONamespace>
        <ns4:smiles_string>Cc1nccc2c1nc1ccccc12</ns4:smiles_string>
        <oboInOwl:hasDbXref>reaxys:143898</oboInOwl:hasDbXref>
        <oboInOwl:hasRelatedSynonym>aribine</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasDbXref>pubmed:19645722</oboInOwl:hasDbXref>
        <oboInOwl:hasRelatedSynonym>locuturine</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasRelatedSynonym>1-methyl-2-carboline</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasRelatedSynonym>harmane</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasRelatedSynonym>passiflorin</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasDbXref>pubmed:22757671</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>pubmed:24486683</oboInOwl:hasDbXref>
        <oboInOwl:id>CHEBI:5623</oboInOwl:id>
        <oboInOwl:hasRelatedSynonym>1-methyl-9H-beta-carboline</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasDbXref>lincs.smallmolecule:LSM-19989</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>kegg.compound:C09209</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>pubmed:11473435</oboInOwl:hasDbXref>
        <oboInOwl:hasRelatedSynonym>1-methyl-9H-pyrido[3,4-b]indole</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasRelatedSynonym>loturine</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasDbXref>knapsack:C00001736</oboInOwl:hasDbXref>
        <ns4:inchi_key_string>PSFDQSOCUJVVGF-UHFFFAOYSA-N</ns4:inchi_key_string>
        <oboInOwl:hasRelatedSynonym>L-methylpyridobindole</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasDbXref>pubmed:20732341</oboInOwl:hasDbXref>
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