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    <!-- http://purl.obolibrary.org/obo/CHEBI_139590 -->

    <Class rdf:about="http://purl.obolibrary.org/obo/CHEBI_139590">
        <rdfs:label>primary alpha-hydroxy ketone</rdfs:label>
    </Class>
    


    <!-- http://purl.obolibrary.org/obo/CHEBI_139592 -->

    <Class rdf:about="http://purl.obolibrary.org/obo/CHEBI_139592">
        <rdfs:label>tertiary alpha-hydroxy ketone</rdfs:label>
    </Class>
    


    <!-- http://purl.obolibrary.org/obo/CHEBI_25830 -->

    <Class rdf:about="http://purl.obolibrary.org/obo/CHEBI_25830">
        <rdfs:label>p-quinones</rdfs:label>
    </Class>
    


    <!-- http://purl.obolibrary.org/obo/CHEBI_28748 -->

    <Class rdf:about="http://purl.obolibrary.org/obo/CHEBI_28748">
        <rdfs:label>doxorubicin</rdfs:label>
        <rdfs:subClassOf rdf:resource="http://purl.obolibrary.org/obo/CHEBI_139590"/>
        <rdfs:subClassOf rdf:resource="http://purl.obolibrary.org/obo/CHEBI_139592"/>
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        <rdfs:subClassOf rdf:resource="http://purl.obolibrary.org/obo/CHEBI_35315"/>
        <rdfs:subClassOf rdf:resource="http://purl.obolibrary.org/obo/CHEBI_47779"/>
        <rdfs:subClassOf rdf:resource="http://purl.obolibrary.org/obo/CHEBI_49322"/>
        <rdfs:subClassOf rdf:resource="http://purl.obolibrary.org/obo/CHEBI_51286"/>
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            <Restriction>
                <onProperty rdf:resource="http://purl.obolibrary.org/obo/RO_0000087"/>
                <someValuesFrom rdf:resource="http://purl.obolibrary.org/obo/CHEBI_76971"/>
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                <someValuesFrom rdf:resource="http://purl.obolibrary.org/obo/CHEBI_64816"/>
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                <someValuesFrom rdf:resource="http://purl.obolibrary.org/obo/CHEBI_32600"/>
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        </rdfs:subClassOf>
        <oboInOwl:hasExactSynonym>(1S,3S)-3,5,12-trihydroxy-3-(hydroxyacetyl)-10-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-1-yl 3-amino-2,3,6-trideoxy-alpha-L-lyxo-hexopyranoside</oboInOwl:hasExactSynonym>
        <oboInOwl:hasDbXref>KEGG:D03899</oboInOwl:hasDbXref>
        <oboInOwl:hasOBONamespace>chebi_ontology</oboInOwl:hasOBONamespace>
        <ns4:monoisotopicmass>543.17406</ns4:monoisotopicmass>
        <oboInOwl:hasDbXref>LIPID_MAPS_instance:LMPK13050001</oboInOwl:hasDbXref>
        <oboInOwl:hasAlternativeId>CHEBI:2496</oboInOwl:hasAlternativeId>
        <oboInOwl:hasAlternativeId>CHEBI:42031</oboInOwl:hasAlternativeId>
        <oboInOwl:hasRelatedSynonym>doxorubicinum</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasRelatedSynonym>(1S,3S)-3-glycoloyl-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-1-yl 3-amino-2,3,6-trideoxy-alpha-L-lyxo-hexopyranoside</oboInOwl:hasRelatedSynonym>
        <ns4:mass>543.51930</ns4:mass>
        <ns4:charge>0</ns4:charge>
        <oboInOwl:hasDbXref>LINCS:LSM-4062</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>Drug_Central:960</oboInOwl:hasDbXref>
        <oboInOwl:id>CHEBI:28748</oboInOwl:id>
        <oboInOwl:hasDbXref>PDBeChem:DM2</oboInOwl:hasDbXref>
        <oboInOwl:hasExactSynonym>Doxorubicin</oboInOwl:hasExactSynonym>
        <oboInOwl:hasDbXref>KEGG:C01661</oboInOwl:hasDbXref>
        <ns4:formula>C27H29NO11</ns4:formula>
        <oboInOwl:hasRelatedSynonym>(8S-cis)-10-((3-amino-2,3,6-trideoxy-alpha-L-lyxo-hexopyranosyl)oxy)-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(hydroxyacetyl)-1-methoxy-5,12-naphthacenedione</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasRelatedSynonym>14-hydroxydaunomycin</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasRelatedSynonym>Adriamycin</oboInOwl:hasRelatedSynonym>
        <ns4:inchi>InChI=1S/C27H29NO11/c1-10-22(31)13(28)6-17(38-10)39-15-8-27(36,16(30)9-29)7-12-19(15)26(35)21-20(24(12)33)23(32)11-4-3-5-14(37-2)18(11)25(21)34/h3-5,10,13,15,17,22,29,31,33,35-36H,6-9,28H2,1-2H3/t10-,13-,15-,17-,22+,27-/m0/s1</ns4:inchi>
        <oboInOwl:hasExactSynonym>DOXORUBICIN</oboInOwl:hasExactSynonym>
        <oboInOwl:hasAlternativeId>CHEBI:22270</oboInOwl:hasAlternativeId>
        <ns4:smiles>COc1cccc2C(=O)c3c(O)c4C[C@](O)(C[C@H](O[C@H]5C[C@H](N)[C@H](O)[C@H](C)O5)c4c(O)c3C(=O)c12)C(=O)CO</ns4:smiles>
        <oboInOwl:hasDbXref>DrugBank:DB00997</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>CAS:23214-92-8</oboInOwl:hasDbXref>
        <oboInOwl:hasRelatedSynonym>14-hydroxydaunorubicine</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasRelatedSynonym>doxorubicin</oboInOwl:hasRelatedSynonym>
        <ns4:inchikey>AOJJSUZBOXZQNB-TZSSRYMLSA-N</ns4:inchikey>
        <oboInOwl:hasRelatedSynonym>doxorubicine</oboInOwl:hasRelatedSynonym>
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    <!-- http://purl.obolibrary.org/obo/CHEBI_32600 -->

    <Class rdf:about="http://purl.obolibrary.org/obo/CHEBI_32600">
        <rdfs:label>tetracene</rdfs:label>
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    <!-- http://purl.obolibrary.org/obo/CHEBI_35315 -->

    <Class rdf:about="http://purl.obolibrary.org/obo/CHEBI_35315">
        <rdfs:label>deoxy hexoside</rdfs:label>
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    <!-- http://purl.obolibrary.org/obo/CHEBI_47779 -->

    <Class rdf:about="http://purl.obolibrary.org/obo/CHEBI_47779">
        <rdfs:label>aminoglycoside</rdfs:label>
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    <!-- http://purl.obolibrary.org/obo/CHEBI_49322 -->

    <Class rdf:about="http://purl.obolibrary.org/obo/CHEBI_49322">
        <rdfs:label>anthracycline antibiotic</rdfs:label>
    </Class>
    


    <!-- http://purl.obolibrary.org/obo/CHEBI_51286 -->

    <Class rdf:about="http://purl.obolibrary.org/obo/CHEBI_51286">
        <rdfs:label>tetracenequinones</rdfs:label>
    </Class>
    


    <!-- http://purl.obolibrary.org/obo/CHEBI_64816 -->

    <Class rdf:about="http://purl.obolibrary.org/obo/CHEBI_64816">
        <rdfs:label>doxorubicin(1+)</rdfs:label>
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    <!-- http://purl.obolibrary.org/obo/CHEBI_76971 -->

    <Class rdf:about="http://purl.obolibrary.org/obo/CHEBI_76971">
        <rdfs:label>Escherichia coli metabolite</rdfs:label>
    </Class>
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