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    <!-- http://purl.obolibrary.org/obo/CHEBI_166895 -->

    <Class rdf:about="http://purl.obolibrary.org/obo/CHEBI_166895">
        <rdfs:label>procyanidin</rdfs:label>
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    <!-- http://purl.obolibrary.org/obo/CHEBI_75621 -->

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        <rdfs:label>procyanidin B5</rdfs:label>
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        <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">578.14243</ns4:monoisotopic_mass>
        <ns4:mass rdf:datatype="http://www.w3.org/2001/XMLSchema#decimal">578.526</ns4:mass>
        <oboInOwl:hasExactSynonym>(2R,2&#39;R,3R,3&#39;R,4S)-2,2&#39;-bis(3,4-dihydroxyphenyl)-3,3&#39;,4,4&#39;-tetrahydro-2H,2&#39;H-4,6&#39;-bichromene-3,3&#39;,5,5&#39;,7,7&#39;-hexol</oboInOwl:hasExactSynonym>
        <oboInOwl:hasRelatedSynonym>Epicatechin-(4beta-&gt;6)-epicatechin</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasRelatedSynonym>Proanthocyanidin B5</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasRelatedSynonym>EC-(4b,6)-EC</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasDbXref>wikipedia.en:Procyanidin_B5</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>kegg.compound:C17640</oboInOwl:hasDbXref>
        <ns4:inchi_string>InChI=1S/C30H26O12/c31-13-7-19(36)24-23(8-13)42-30(12-2-4-16(33)18(35)6-12)28(40)26(24)25-20(37)10-22-14(27(25)39)9-21(38)29(41-22)11-1-3-15(32)17(34)5-11/h1-8,10,21,26,28-40H,9H2/t21-,26-,28-,29-,30-/m1/s1</ns4:inchi_string>
        <oboInOwl:hasRelatedSynonym>Epicatechin(4b-&gt;6)epicatechin</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasRelatedSynonym>Procyanidol B5</oboInOwl:hasRelatedSynonym>
        <ns4:inchi_key_string>GMISZFQPFDAPGI-CVJZBMGUSA-N</ns4:inchi_key_string>
        <ns3:IAO_0000115>A proanthocyanidin  consisting of two molecules of (−)-epicatechin joined by a bond between positions 4 and 6&#39; in β-configuration. It can be found in grape seeds, in &lt;em&gt;Hibiscus cannabinus&lt;/em&gt; (kenaf) root and bark, in apple and in cacao.</ns3:IAO_0000115>
        <oboInOwl:id>CHEBI:75621</oboInOwl:id>
        <oboInOwl:hasDbXref>cas:12798-57-1</oboInOwl:hasDbXref>
        <oboInOwl:hasRelatedSynonym>(2R,2&#39;R,3R,3&#39;R,4S)-2,2&#39;-bis(3,4-dihydroxyphenyl)-3,3&#39;,4,4&#39;-tetrahydro-2H,2&#39;H-4,6&#39;-bichromene-3,3&#39;,5,5&#39;,7,7&#39;-hexol</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasRelatedSynonym>Procyanidin dimer B5</oboInOwl:hasRelatedSynonym>
        <ns4:smiles_string>Oc1cc(O)c2c(c1)O[C@H](c1ccc(O)c(O)c1)[C@H](O)[C@H]2c1c(O)cc2c(c1O)C[C@@H](O)[C@@H](c1ccc(O)c(O)c1)O2</ns4:smiles_string>
        <ns4:generalized_empirical_formula>C30H26O12</ns4:generalized_empirical_formula>
        <oboInOwl:hasDbXref>reaxys:3586528</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>hmdb:HMDB0038366</oboInOwl:hasDbXref>
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