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    <!-- http://purl.obolibrary.org/obo/CHEBI_16494 -->

    <Class rdf:about="http://purl.obolibrary.org/obo/CHEBI_16494">
        <rdfs:label>lipoic acid</rdfs:label>
        <rdfs:subClassOf rdf:resource="http://purl.obolibrary.org/obo/CHEBI_35366"/>
        <oboInOwl:hasExactSynonym>Lipoic acid</oboInOwl:hasExactSynonym>
        <ns4:inchikey>AGBQKNBQESQNJD-UHFFFAOYSA-N</ns4:inchikey>
        <oboInOwl:hasDbXref>Beilstein:81853</oboInOwl:hasDbXref>
        <ns4:formula>C8H14O2S2</ns4:formula>
        <oboInOwl:hasRelatedSynonym>6,8-thiotic acid</oboInOwl:hasRelatedSynonym>
        <ns4:smiles>OC(=O)CCCCC1CCSS1</ns4:smiles>
        <oboInOwl:hasDbXref>CAS:62-46-4</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>YMDB:YMDB00334</oboInOwl:hasDbXref>
        <oboInOwl:hasRelatedSynonym>1,2-dithiolane-3-pentanoic acid</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasRelatedSynonym>alpha-Liponsaeure</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasRelatedSynonym>1,2-dithiolane-3-valeric acid</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasRelatedSynonym>alpha-Lipoic acid</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasRelatedSynonym>Thioctsaeure</oboInOwl:hasRelatedSynonym>
        <ns4:inchi>InChI=1S/C8H14O2S2/c9-8(10)4-2-1-3-7-5-6-11-12-7/h7H,1-6H2,(H,9,10)</ns4:inchi>
        <oboInOwl:hasDbXref>ECMDB:ECMDB01451</oboInOwl:hasDbXref>
        <oboInOwl:hasAlternativeId>CHEBI:6492</oboInOwl:hasAlternativeId>
        <oboInOwl:hasDbXref>Beilstein:122410</oboInOwl:hasDbXref>
        <oboInOwl:hasOBONamespace>chebi_ontology</oboInOwl:hasOBONamespace>
        <oboInOwl:hasRelatedSynonym>5-(1,2-dithiolan-3-yl)valeric acid</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasRelatedSynonym>Thioktsaeure</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasDbXref>Gmelin:720915</oboInOwl:hasDbXref>
        <oboInOwl:hasRelatedSynonym>Thioctic acid</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasRelatedSynonym>Biletan</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasRelatedSynonym>Thioctansaeure</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasDbXref>DrugBank:DB00166</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>Wikipedia:Lipoic_acid</oboInOwl:hasDbXref>
        <ns4:charge>0</ns4:charge>
        <oboInOwl:hasDbXref>PMID:7519986</oboInOwl:hasDbXref>
        <oboInOwl:hasRelatedSynonym>alpha-lipoic acid</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasRelatedSynonym>5-(dithiolan-3-yl)valeric acid</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasAlternativeId>CHEBI:25058</oboInOwl:hasAlternativeId>
        <oboInOwl:hasDbXref>KEGG:D00086</oboInOwl:hasDbXref>
        <ns4:monoisotopicmass>206.04352</ns4:monoisotopicmass>
        <oboInOwl:hasRelatedSynonym>6,8-thioctic acid</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasRelatedSynonym>liponic acid</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasRelatedSynonym>5-[3-(1,2-dithiolanyl)]pentanoic acid</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasRelatedSynonym>6-thioctic acid</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasDbXref>Drug_Central:4732</oboInOwl:hasDbXref>
        <ns2:IAO_0000115>A heterocyclic thia fatty acid comprising pentanoic acid with a 1,2-dithiolan-3-yl group at the 5-position.</ns2:IAO_0000115>
        <oboInOwl:hasDbXref>PMID:7548757</oboInOwl:hasDbXref>
        <oboInOwl:id>CHEBI:16494</oboInOwl:id>
        <oboInOwl:hasRelatedSynonym>6-thiotic acid</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasRelatedSynonym>Acetate-replacing factor</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasDbXref>Reaxys:81853</oboInOwl:hasDbXref>
        <ns4:mass>206.32756</ns4:mass>
        <oboInOwl:hasDbXref>KEGG:C00725</oboInOwl:hasDbXref>
        <oboInOwl:hasAlternativeId>CHEBI:146958</oboInOwl:hasAlternativeId>
        <oboInOwl:hasExactSynonym>5-(1,2-dithiolan-3-yl)pentanoic acid</oboInOwl:hasExactSynonym>
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    <!-- http://purl.obolibrary.org/obo/CHEBI_35366 -->

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        <rdfs:label>fatty acid</rdfs:label>
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