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

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        <rdfs:label>procyanidin</rdfs:label>
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    <!-- http://purl.obolibrary.org/obo/CHEBI_75630 -->

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        <rdfs:label>procyanidin B3</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>
        <ns4:generalized_empirical_formula>C30H26O12</ns4:generalized_empirical_formula>
        <ns4:inchi_string>InChI=1S/C30H26O12/c31-13-7-20(37)24-23(8-13)41-29(12-2-4-16(33)19(36)6-12)27(40)26(24)25-21(38)10-17(34)14-9-22(39)28(42-30(14)25)11-1-3-15(32)18(35)5-11/h1-8,10,22,26-29,31-40H,9H2/t22-,26-,27-,28+,29+/m0/s1</ns4:inchi_string>
        <ns4:smiles_string>Oc1cc(O)c2c(c1)O[C@H](c1ccc(O)c(O)c1)[C@@H](O)[C@@H]2c1c(O)cc(O)c2c1O[C@H](c1ccc(O)c(O)c1)[C@@H](O)C2</ns4:smiles_string>
        <oboInOwl:hasDbXref>pubmed:20131846</oboInOwl:hasDbXref>
        <ns3:IAO_0000115>A proanthocyanidin consisting of two molecules of (+)-catechin joined by a bond between positions 4 and 8&#39; in α-configuration. It can be found in red wine, in barley, in beer, in peach or in &lt;em&gt;Jatropha macrantha&lt;/em&gt;, the Huanarpo Macho.</ns3:IAO_0000115>
        <oboInOwl:hasDbXref>pubmed:23411286</oboInOwl:hasDbXref>
        <ns4:inchi_key_string>XFZJEEAOWLFHDH-AVFWISQGSA-N</ns4:inchi_key_string>
        <oboInOwl:hasDbXref>reaxys:3586582</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>pubmed:22747497</oboInOwl:hasDbXref>
        <oboInOwl:hasRelatedSynonym>Proanthocyanidin B3</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasDbXref>patent:WO2010021935</oboInOwl:hasDbXref>
        <oboInOwl:hasExactSynonym>(2R,2&#39;R,3S,3&#39;S,4S)-2,2&#39;-bis(3,4-dihydroxyphenyl)-3,3&#39;,4,4&#39;-tetrahydro-2H,2&#39;H-4,8&#39;-bichromene-3,3&#39;,5,5&#39;,7,7&#39;-hexol</oboInOwl:hasExactSynonym>
        <oboInOwl:hasRelatedSynonym>Catechin-(4alpha-&gt;8)-catechin</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasDbXref>pubmed:23829187</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>pubmed:22629448</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>pubmed:21950419</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>wikipedia.en:Procyanidin_B3</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>lipidmaps:LMPK12030003</oboInOwl:hasDbXref>
        <oboInOwl:hasOBONamespace>chebi_ontology</oboInOwl:hasOBONamespace>
        <oboInOwl:hasDbXref>pubmed:22744145</oboInOwl:hasDbXref>
        <oboInOwl:id>CHEBI:75630</oboInOwl:id>
        <oboInOwl:hasDbXref>pubmed:22868163</oboInOwl:hasDbXref>
        <oboInOwl:hasRelatedSynonym>C-(4a,8)-C</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasDbXref>kegg.compound:C10209</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>pubmed:23131027</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>patent:KR20100129858</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>pubmed:20955177</oboInOwl:hasDbXref>
        <oboInOwl:hasRelatedSynonym>Catechin(4a-&gt;8)catechin</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasDbXref>pubmed:20568787</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>cas:23567-23-9</oboInOwl:hasDbXref>
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        <oboInOwl:hasDbXref>pubmed:22783976</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>hmdb:HMDB0033974</oboInOwl:hasDbXref>
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