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    <!-- http://purl.obolibrary.org/obo/CHEBI_15407 -->

    <Class rdf:about="http://purl.obolibrary.org/obo/CHEBI_15407">
        <rdfs:label>(-)-ephedrine</rdfs:label>
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        <ns5:monoisotopicmass>165.11536</ns5:monoisotopicmass>
        <oboInOwl:hasAlternativeId>CHEBI:10776</oboInOwl:hasAlternativeId>
        <oboInOwl:hasDbXref>Gmelin:261389</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>VSDB:2959</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>KEGG:D00124</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>PMID:13359219</oboInOwl:hasDbXref>
        <ns5:smiles>CN[C@@H](C)[C@H](O)c1ccccc1</ns5:smiles>
        <oboInOwl:hasAlternativeId>CHEBI:132176</oboInOwl:hasAlternativeId>
        <ns5:mass>165.23220</ns5:mass>
        <oboInOwl:hasAlternativeId>CHEBI:4801</oboInOwl:hasAlternativeId>
        <ns4:IAO_0000115>A  phenethylamine alkaloid that is 2-phenylethanamine substituted by a methyl group at the amino nitrogen and a methyl and a hydroxy group at position 2 and 1 respectively.</ns4:IAO_0000115>
        <oboInOwl:hasDbXref>CAS:299-42-3</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>Wikipedia:Ephedrine</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>PMID:27846433</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>PMID:21465337</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>PMID:13809594</oboInOwl:hasDbXref>
        <oboInOwl:hasOBONamespace>chebi_ontology</oboInOwl:hasOBONamespace>
        <oboInOwl:hasDbXref>PMID:25660335</oboInOwl:hasDbXref>
        <oboInOwl:hasRelatedSynonym>L(-)-ephedrine</oboInOwl:hasRelatedSynonym>
        <ns5: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</ns5:inchi>
        <oboInOwl:hasDbXref>PMID:27662264</oboInOwl:hasDbXref>
        <oboInOwl:hasRelatedSynonym>(1R,2S)-1-phenyl-1-hydroxy-2-methylaminopropane</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasExactSynonym>(-)-Ephedrine</oboInOwl:hasExactSynonym>
        <ns5:inchikey>KWGRBVOPPLSCSI-WPRPVWTQSA-N</ns5:inchikey>
        <oboInOwl:id>CHEBI:15407</oboInOwl:id>
        <oboInOwl:hasDbXref>Reaxys:2208730</oboInOwl:hasDbXref>
        <oboInOwl:hasRelatedSynonym>l-ephedrine</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasDbXref>DrugBank:DB01364</oboInOwl:hasDbXref>
        <oboInOwl:hasRelatedSynonym>L-Ephedrine</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasAlternativeId>CHEBI:18483</oboInOwl:hasAlternativeId>
        <oboInOwl:hasExactSynonym>(1R,2S)-2-(methylamino)-1-phenylpropan-1-ol</oboInOwl:hasExactSynonym>
        <oboInOwl:hasRelatedSynonym>Ephedrine</oboInOwl:hasRelatedSynonym>
        <ns5:charge>0</ns5:charge>
        <oboInOwl:hasDbXref>KNApSAcK:C00001409</oboInOwl:hasDbXref>
        <ns5:formula>C10H15NO</ns5:formula>
        <oboInOwl:hasDbXref>Drug_Central:1024</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>KEGG:C01575</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>Chemspider:4856</oboInOwl:hasDbXref>
        <oboInOwl:hasRelatedSynonym>L-erythro-2-(methylamino)-1-phenylpropan-1-ol</oboInOwl:hasRelatedSynonym>
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    <!-- http://purl.obolibrary.org/obo/CHEBI_25990 -->

    <Class rdf:about="http://purl.obolibrary.org/obo/CHEBI_25990">
        <rdfs:label>phenylethanolamines</rdfs:label>
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    <!-- http://purl.obolibrary.org/obo/CHEBI_35524 -->

    <Class rdf:about="http://purl.obolibrary.org/obo/CHEBI_35524">
        <rdfs:label>sympathomimetic agent</rdfs:label>
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    <!-- http://purl.obolibrary.org/obo/CHEBI_35703 -->

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        <rdfs:label>xenobiotic</rdfs:label>
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    <!-- http://purl.obolibrary.org/obo/CHEBI_38605 -->

    <Class rdf:about="http://purl.obolibrary.org/obo/CHEBI_38605">
        <rdfs:label>phenethylamine alkaloid</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_57295 -->

    <Class rdf:about="http://purl.obolibrary.org/obo/CHEBI_57295">
        <rdfs:label>(-)-ephedrinium</rdfs:label>
    </Class>
    


    <!-- 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_76969 -->

    <Class rdf:about="http://purl.obolibrary.org/obo/CHEBI_76969">
        <rdfs:label>bacterial metabolite</rdfs:label>
    </Class>
    


    <!-- http://purl.obolibrary.org/obo/CHEBI_77715 -->

    <Class rdf:about="http://purl.obolibrary.org/obo/CHEBI_77715">
        <rdfs:label>nasal decongestant</rdfs:label>
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    <!-- http://purl.obolibrary.org/obo/CHEBI_78298 -->

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        <rdfs:label>environmental contaminant</rdfs:label>
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