<?xml version="1.0"?>
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     xml:base="http://www.w3.org/2002/07/owl"
     xmlns:ns5="http://purl.obolibrary.org/obo/chebi/"
     xmlns:chebi="http://purl.obolibrary.org/obo/chebi#"
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     xmlns:owl="http://www.w3.org/2002/07/owl#"
     xmlns:oboInOwl="http://www.geneontology.org/formats/oboInOwl#"
     xmlns:xsd="http://www.w3.org/2001/XMLSchema#"
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     xmlns:ns3="http://purl.obolibrary.org/obo/">
    


    <!-- 
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    //
    // Annotation properties
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    <AnnotationProperty rdf:about="http://purl.obolibrary.org/obo/IAO_0000412"/>
    <AnnotationProperty rdf:about="http://purl.obolibrary.org/obo/IAO_0000115"/>
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    <AnnotationProperty rdf:about="http://www.geneontology.org/formats/oboInOwl#hasRelatedSynonym"/>
    <AnnotationProperty rdf:about="http://www.geneontology.org/formats/oboInOwl#id"/>
    <AnnotationProperty rdf:about="http://purl.obolibrary.org/obo/chebi/smiles"/>
    <AnnotationProperty rdf:about="http://www.geneontology.org/formats/oboInOwl#hasOBONamespace"/>
    <AnnotationProperty rdf:about="http://www.geneontology.org/formats/oboInOwl#hasExactSynonym"/>
    <AnnotationProperty rdf:about="http://purl.obolibrary.org/obo/chebi/inchikey"/>
    <AnnotationProperty rdf:about="http://purl.obolibrary.org/obo/chebi/monoisotopicmass"/>
    <AnnotationProperty rdf:about="http://purl.obolibrary.org/obo/chebi/formula"/>
    <AnnotationProperty rdf:about="http://www.geneontology.org/formats/oboInOwl#inSubset"/>
    <AnnotationProperty rdf:about="http://purl.obolibrary.org/obo/chebi/mass"/>
    


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    <!-- 
    ///////////////////////////////////////////////////////////////////////////////////////
    //
    // Object Properties
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    <!-- http://purl.obolibrary.org/obo/chebi#has_functional_parent -->

    <ObjectProperty rdf:about="http://purl.obolibrary.org/obo/chebi#has_functional_parent">
        <rdfs:label rdf:datatype="http://www.w3.org/2001/XMLSchema#string">has functional parent</rdfs:label>
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    <!-- http://purl.obolibrary.org/obo/chebi#is_enantiomer_of -->

    <ObjectProperty rdf:about="http://purl.obolibrary.org/obo/chebi#is_enantiomer_of">
        <rdfs:label rdf:datatype="http://www.w3.org/2001/XMLSchema#string">is enantiomer of</rdfs:label>
    </ObjectProperty>
    


    <!-- 
    ///////////////////////////////////////////////////////////////////////////////////////
    //
    // Classes
    //
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     -->

    


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

    <Class rdf:about="http://purl.obolibrary.org/obo/CHEBI_16494">
        <rdfs:label rdf:datatype="http://www.w3.org/2001/XMLSchema#string">lipoic acid</rdfs:label>
    </Class>
    


    <!-- http://purl.obolibrary.org/obo/CHEBI_28837 -->

    <Class rdf:about="http://purl.obolibrary.org/obo/CHEBI_28837">
        <rdfs:label rdf:datatype="http://www.w3.org/2001/XMLSchema#string">octanoic acid</rdfs:label>
    </Class>
    


    <!-- http://purl.obolibrary.org/obo/CHEBI_30314 -->

    <Class rdf:about="http://purl.obolibrary.org/obo/CHEBI_30314">
        <rdfs:label rdf:datatype="http://www.w3.org/2001/XMLSchema#string">(R)-lipoic acid</rdfs:label>
        <rdfs:subClassOf rdf:resource="http://purl.obolibrary.org/obo/CHEBI_16494"/>
        <rdfs:subClassOf rdf:resource="http://purl.obolibrary.org/obo/CHEBI_39192"/>
        <rdfs:subClassOf rdf:resource="http://purl.obolibrary.org/obo/CHEBI_48847"/>
        <rdfs:subClassOf rdf:resource="http://purl.obolibrary.org/obo/CHEBI_59643"/>
        <rdfs:subClassOf>
            <Restriction>
                <onProperty rdf:resource="http://purl.obolibrary.org/obo/chebi#is_enantiomer_of"/>
                <someValuesFrom rdf:resource="http://purl.obolibrary.org/obo/CHEBI_43796"/>
            </Restriction>
        </rdfs:subClassOf>
        <rdfs:subClassOf>
            <Restriction>
                <onProperty rdf:resource="http://purl.obolibrary.org/obo/chebi#has_functional_parent"/>
                <someValuesFrom rdf:resource="http://purl.obolibrary.org/obo/CHEBI_28837"/>
            </Restriction>
        </rdfs:subClassOf>
        <oboInOwl:hasRelatedSynonym rdf:datatype="http://www.w3.org/2001/XMLSchema#string">(+)-alpha-Lipoic acid</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasRelatedSynonym rdf:datatype="http://www.w3.org/2001/XMLSchema#string">(R)-(+)-Lipoate</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasRelatedSynonym rdf:datatype="http://www.w3.org/2001/XMLSchema#string">(R)-(+)-lipoic acid</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasRelatedSynonym rdf:datatype="http://www.w3.org/2001/XMLSchema#string">(R)-1,2-Dithiolane-3-pentanoic acid</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasRelatedSynonym rdf:datatype="http://www.w3.org/2001/XMLSchema#string">(R)-1,2-dithiolane-3-valeric acid</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasRelatedSynonym rdf:datatype="http://www.w3.org/2001/XMLSchema#string">(R)-6,8-thioctic acid</oboInOwl:hasRelatedSynonym>
        <ns5:monoisotopicmass rdf:datatype="http://www.w3.org/2001/XMLSchema#string">206.044</ns5:monoisotopicmass>
        <ns5:mass rdf:datatype="http://www.w3.org/2001/XMLSchema#string">206.32600</ns5:mass>
        <oboInOwl:hasExactSynonym rdf:datatype="http://www.w3.org/2001/XMLSchema#string">5-[(3R)-1,2-dithiolan-3-yl]pentanoic acid</oboInOwl:hasExactSynonym>
        <ns5:inchikey rdf:datatype="http://www.w3.org/2001/XMLSchema#string">AGBQKNBQESQNJD-SSDOTTSWSA-N</ns5:inchikey>
        <oboInOwl:hasDbXref rdf:datatype="http://www.w3.org/2001/XMLSchema#string">Beilstein:81851</oboInOwl:hasDbXref>
        <ns5:formula rdf:datatype="http://www.w3.org/2001/XMLSchema#string">C8H14O2S2</ns5:formula>
        <oboInOwl:hasDbXref rdf:datatype="http://www.w3.org/2001/XMLSchema#string">CAS:1200-22-2</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref rdf:datatype="http://www.w3.org/2001/XMLSchema#string">CAS:62-46-4</oboInOwl:hasDbXref>
        <oboInOwl:id rdf:datatype="http://www.w3.org/2001/XMLSchema#string">CHEBI:30314</oboInOwl:id>
        <oboInOwl:hasDbXref rdf:datatype="http://www.w3.org/2001/XMLSchema#string">COMe:MOL000161</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref rdf:datatype="http://www.w3.org/2001/XMLSchema#string">HMDB:HMDB0001451</oboInOwl:hasDbXref>
        <ns5:inchi rdf:datatype="http://www.w3.org/2001/XMLSchema#string">InChI=1S/C8H14O2S2/c9-8(10)4-2-1-3-7-5-6-11-12-7/h7H,1-6H2,(H,9,10)/t7-/m1/s1</ns5:inchi>
        <oboInOwl:hasDbXref rdf:datatype="http://www.w3.org/2001/XMLSchema#string">KEGG:C00725</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref rdf:datatype="http://www.w3.org/2001/XMLSchema#string">KEGG:C16241</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref rdf:datatype="http://www.w3.org/2001/XMLSchema#string">KNApSAcK:C00000754</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref rdf:datatype="http://www.w3.org/2001/XMLSchema#string">LIPID_MAPS_instance:LMFA01130001</oboInOwl:hasDbXref>
        <oboInOwl:hasRelatedSynonym rdf:datatype="http://www.w3.org/2001/XMLSchema#string">Lipoic acid</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasDbXref rdf:datatype="http://www.w3.org/2001/XMLSchema#string">MetaCyc:LIPOIC-ACID</oboInOwl:hasDbXref>
        <ns5:smiles rdf:datatype="http://www.w3.org/2001/XMLSchema#string">OC(=O)CCCC[C@@H]1CCSS1</ns5:smiles>
        <oboInOwl:hasDbXref rdf:datatype="http://www.w3.org/2001/XMLSchema#string">PMID:10218658</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref rdf:datatype="http://www.w3.org/2001/XMLSchema#string">PMID:14991456</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref rdf:datatype="http://www.w3.org/2001/XMLSchema#string">PMID:15157071</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref rdf:datatype="http://www.w3.org/2001/XMLSchema#string">PMID:9252495</oboInOwl:hasDbXref>
        <oboInOwl:hasRelatedSynonym rdf:datatype="http://www.w3.org/2001/XMLSchema#string">R-(+)-Lipoic acid</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasRelatedSynonym rdf:datatype="http://www.w3.org/2001/XMLSchema#string">R-LA</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasRelatedSynonym rdf:datatype="http://www.w3.org/2001/XMLSchema#string">RLA</oboInOwl:hasRelatedSynonym>
        <ns3:IAO_0000115 rdf:datatype="http://www.w3.org/2001/XMLSchema#string">The (R)-enantiomer of lipoic acid. A vitamin-like, C8 thia fatty acid with anti-oxidant properties.</ns3:IAO_0000115>
        <oboInOwl:hasRelatedSynonym rdf:datatype="http://www.w3.org/2001/XMLSchema#string">Thioctic acid</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasRelatedSynonym rdf:datatype="http://www.w3.org/2001/XMLSchema#string">Thioctic acid d-form</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasDbXref rdf:datatype="http://www.w3.org/2001/XMLSchema#string">Wikipedia:Lipoic_acid</oboInOwl:hasDbXref>
        <oboInOwl:hasRelatedSynonym rdf:datatype="http://www.w3.org/2001/XMLSchema#string">alpha-Lipoic acid</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasOBONamespace rdf:datatype="http://www.w3.org/2001/XMLSchema#string">chebi_ontology</oboInOwl:hasOBONamespace>
        <oboInOwl:inSubset rdf:resource="http://purl.oboInOwllibrary.org/oboInOwl/chebi#3_STAR"/>
        <ns3:IAO_0000412 rdf:resource="http://purl.obolibrary.org/obo/chebi.owl"/>
    </Class>
    


    <!-- http://purl.obolibrary.org/obo/CHEBI_39192 -->

    <Class rdf:about="http://purl.obolibrary.org/obo/CHEBI_39192">
        <rdfs:label rdf:datatype="http://www.w3.org/2001/XMLSchema#string">dithiolanes</rdfs:label>
    </Class>
    


    <!-- http://purl.obolibrary.org/obo/CHEBI_43796 -->

    <Class rdf:about="http://purl.obolibrary.org/obo/CHEBI_43796">
        <rdfs:label rdf:datatype="http://www.w3.org/2001/XMLSchema#string">(S)-lipoic acid</rdfs:label>
    </Class>
    


    <!-- http://purl.obolibrary.org/obo/CHEBI_48847 -->

    <Class rdf:about="http://purl.obolibrary.org/obo/CHEBI_48847">
        <rdfs:label rdf:datatype="http://www.w3.org/2001/XMLSchema#string">heterocyclic fatty acid</rdfs:label>
    </Class>
    


    <!-- http://purl.obolibrary.org/obo/CHEBI_59643 -->

    <Class rdf:about="http://purl.obolibrary.org/obo/CHEBI_59643">
        <rdfs:label rdf:datatype="http://www.w3.org/2001/XMLSchema#string">thia fatty acid</rdfs:label>
    </Class>
</rdf:RDF>



<!-- Generated by the OWL API (version 3.2.4.1806) http://owlapi.sourceforge.net -->



