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    <!-- http://purl.obolibrary.org/obo/CHEBI_17203 -->

    <Class rdf:about="http://purl.obolibrary.org/obo/CHEBI_17203">
        <rdfs:label>L-proline</rdfs:label>
        <rdfs:subClassOf rdf:resource="http://purl.obolibrary.org/obo/CHEBI_26271"/>
        <ns4:charge rdf:datatype="http://www.w3.org/2001/XMLSchema#integer">0</ns4:charge>
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        <ns4:mass rdf:datatype="http://www.w3.org/2001/XMLSchema#decimal">115.132</ns4:mass>
        <ns4:inchi_string>InChI=1S/C5H9NO2/c7-5(8)4-2-1-3-6-4/h4,6H,1-3H2,(H,7,8)/t4-/m0/s1</ns4:inchi_string>
        <oboInOwl:hasAlternativeId>CHEBI:13154</oboInOwl:hasAlternativeId>
        <oboInOwl:hasRelatedSynonym>prolina</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasDbXref>pubmed:22770225</oboInOwl:hasDbXref>
        <oboInOwl:hasExactSynonym>PROLINE</oboInOwl:hasExactSynonym>
        <oboInOwl:hasDbXref>CiteXplore:14975886</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>pubmed:17127472</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>CiteXplore:17608428</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>Reaxys:80810</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>KEGG DRUG:D00035</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>pubmed:19688381</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>CiteXplore:22475019</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>CiteXplore:19215998</oboInOwl:hasDbXref>
        <oboInOwl:hasExactSynonym>L-Proline</oboInOwl:hasExactSynonym>
        <oboInOwl:hasDbXref>SNOMEDCT:257972000</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>Beilstein:80810</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>CiteXplore:22201772</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>SNOMEDCT:421824005</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>CiteXplore:18802692</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>pubmed:22482728</oboInOwl:hasDbXref>
        <oboInOwl:hasRelatedSynonym>L-alpha-pyrrolidinecarboxylic acid</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasDbXref>CiteXplore:16656443</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>pubmed:18551589</oboInOwl:hasDbXref>
        <oboInOwl:hasRelatedSynonym>proline</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasDbXref>pubmed:16657874</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>CiteXplore:18973300</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>CiteXplore:15894682</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>CiteXplore:22139509</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>pubmed:19580280</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>CiteXplore:19811425</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>NIST Chemistry WebBook:147-85-3</oboInOwl:hasDbXref>
        <oboInOwl:hasAlternativeId>CHEBI:6286</oboInOwl:hasAlternativeId>
        <oboInOwl:hasDbXref>CiteXplore:22482728</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>pubmed:22139509</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>pubmed:22201772</oboInOwl:hasDbXref>
        <oboInOwl:hasExactSynonym>L-proline</oboInOwl:hasExactSynonym>
        <oboInOwl:hasDbXref>CiteXplore:16033917</oboInOwl:hasDbXref>
        <oboInOwl:hasRelatedSynonym>(2S)-pyrrolidine-2-carboxylic acid</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasDbXref>CiteXplore:19656302</oboInOwl:hasDbXref>
        <oboInOwl:hasRelatedSynonym>L-Prolin</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasDbXref>MESH:D011392</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>pubmed:22491679</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>CiteXplore:22491679</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>NCIt:C29612</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>pubmed:17608428</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>CiteXplore:11076505</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>CiteXplore:19688381</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>CiteXplore:16190672</oboInOwl:hasDbXref>
        <oboInOwl:hasRelatedSynonym>L-(-)-proline</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasDbXref>HMDB:HMDB00162</oboInOwl:hasDbXref>
        <oboInOwl:id>CHEBI:17203</oboInOwl:id>
        <ns4:smiles_string>O=C(O)[C@@H]1CCCN1</ns4:smiles_string>
        <oboInOwl:hasDbXref>pubmed:22451406</oboInOwl:hasDbXref>
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        <oboInOwl:hasDbXref>CiteXplore:12770004</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>pubmed:15576824</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>CiteXplore:16657874</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>pubmed:15894682</oboInOwl:hasDbXref>
        <oboInOwl:hasRelatedSynonym>P</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasDbXref>pubmed:15838615</oboInOwl:hasDbXref>
        <oboInOwl:hasRelatedSynonym>(-)-proline</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasRelatedSynonym>(S)-2-carboxypyrrolidine</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasAlternativeId>CHEBI:45159</oboInOwl:hasAlternativeId>
        <oboInOwl:hasDbXref>ChemIDplus:147-85-3</oboInOwl:hasDbXref>
        <oboInOwl:hasAlternativeId>CHEBI:45040</oboInOwl:hasAlternativeId>
        <oboInOwl:hasDbXref>pubmed:12770004</oboInOwl:hasDbXref>
        <ns4:generalized_empirical_formula>C5H9NO2</ns4:generalized_empirical_formula>
        <oboInOwl:hasDbXref>SNOMEDCT:52541003</oboInOwl:hasDbXref>
        <oboInOwl:hasRelatedSynonym>(S)-pyrrolidine-2-carboxylic acid</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasRelatedSynonym>L-proline</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasAlternativeId>CHEBI:21373</oboInOwl:hasAlternativeId>
        <oboInOwl:hasDbXref>CiteXplore:15576824</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>SNOMEDCT:421542006</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>cas:147-85-3</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>KEGG COMPOUND:C00148</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>pubmed:19215998</oboInOwl:hasDbXref>
        <oboInOwl:hasRelatedSynonym>L-pyrrolidine-2-carboxylic acid</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasDbXref>drugcentral:4125</oboInOwl:hasDbXref>
        <oboInOwl:hasAlternativeId>CHEBI:184637</oboInOwl:hasAlternativeId>
        <oboInOwl:hasDbXref>CiteXplore:15838615</oboInOwl:hasDbXref>
        <oboInOwl:hasRelatedSynonym>(-)-(S)-proline</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasDbXref>KEGG COMPOUND:147-85-3</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>knapsack:C00001388</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>pdb-ccd:PRO</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>pubmed:16501220</oboInOwl:hasDbXref>
        <ns3:IAO_0000115>Pyrrolidine in which the &lt;em&gt;pro&lt;/em&gt;-&lt;i&gt;S&lt;/i&gt; hydrogen at position 2 is substituted by a carboxylic acid group. &lt;small&gt;L&lt;/small&gt;-Proline is the only one of the twenty DNA-encoded amino acids which has a secondary amino group α to the carboxyl group. It is an essential component of collagen and is important for proper functioning of joints and tendons. It also helps maintain and strengthen heart muscles.</ns3:IAO_0000115>
        <oboInOwl:hasAlternativeId>CHEBI:42067</oboInOwl:hasAlternativeId>
        <oboInOwl:hasDbXref>metacyc.compound:PRO</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>wikipedia.en:L-proline</oboInOwl:hasDbXref>
        <ns4:inchi_key_string>ONIBWKKTOPOVIA-BYPYZUCNSA-N</ns4:inchi_key_string>
        <oboInOwl:hasDbXref>kegg.compound:C00148</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>hmdb:HMDB0000162</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>gmelin:50152</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>pubmed:16668324</oboInOwl:hasDbXref>
        <oboInOwl:hasRelatedSynonym>(S)-2-pyrrolidinecarboxylic acid</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasRelatedSynonym>PROLINE</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasDbXref>pubmed:19811425</oboInOwl:hasDbXref>
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        <oboInOwl:hasDbXref>drugbank:DB00172</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>pubmed:18802692</oboInOwl:hasDbXref>
        <oboInOwl:hasRelatedSynonym>prolinum</oboInOwl:hasRelatedSynonym>
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        <oboInOwl:hasAlternativeId>CHEBI:45100</oboInOwl:hasAlternativeId>
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        <oboInOwl:hasDbXref>pubmed:14975886</oboInOwl:hasDbXref>
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        <oboInOwl:hasOBONamespace>chebi_ontology</oboInOwl:hasOBONamespace>
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        <oboInOwl:hasDbXref>reaxys:80810</oboInOwl:hasDbXref>
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        <oboInOwl:hasDbXref>pubmed:11076505</oboInOwl:hasDbXref>
        <oboInOwl:hasRelatedSynonym>(-)-2-pyrrolidinecarboxylic acid</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasDbXref>pubmed:22475019</oboInOwl:hasDbXref>
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        <oboInOwl:hasDbXref>pubmed:16656443</oboInOwl:hasDbXref>
        <oboInOwl:hasRelatedSynonym>2-Pyrrolidinecarboxylic acid</oboInOwl:hasRelatedSynonym>
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        <oboInOwl:hasRelatedSynonym>L-Proline</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasDbXref>pubmed:18973300</oboInOwl:hasDbXref>
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    <!-- http://purl.obolibrary.org/obo/CHEBI_26271 -->

    <Class rdf:about="http://purl.obolibrary.org/obo/CHEBI_26271">
        <rdfs:label>proline</rdfs:label>
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