<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">4464</id>
  <title>T3D4410</title>
  <common-name>D-Proline</common-name>
  <description>D-proline is an isomer of the naturally occurring amino acid, L-Proline. D-amino acids have been found in relatively high abundance in human plasma and saliva  These amino acids may be of bacterial origin, but there is also evidence that they are endogenously produced through amino acid racemase activity.  (A3484, A3485).</description>
  <cas>344-25-2</cas>
  <pubchem-id>8988</pubchem-id>
  <chemical-formula>C5H9NO2</chemical-formula>
  <weight nil="true"/>
  <appearance>White powder.</appearance>
  <melting-point>221°C</melting-point>
  <boiling-point></boiling-point>
  <density nil="true"/>
  <solubility></solubility>
  <specific-gravity nil="true"/>
  <flash-point nil="true"/>
  <vapour-pressure nil="true"/>
  <route-of-exposure nil="true"/>
  <target nil="true"/>
  <mechanism-of-toxicity nil="true"/>
  <metabolism nil="true"/>
  <toxicity nil="true"/>
  <lethaldose nil="true"/>
  <carcinogenicity>No indication of carcinogenicity to humans (not listed by IARC).</carcinogenicity>
  <use-source>D-amino acids have been found in relatively high abundance in human plasma and saliva  These amino acids may be of bacterial origin, but there is also evidence that they are endogenously produced through amino acid racemase activity.</use-source>
  <min-risk-level nil="true"/>
  <health-effects nil="true"/>
  <symptoms nil="true"/>
  <treatment nil="true"/>
  <created-at type="dateTime">2014-08-29T06:51:04Z</created-at>
  <updated-at type="dateTime">2026-04-13T21:59:41Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia nil="true"/>
  <uniprot-id nil="true"/>
  <kegg-compound-id>C00763</kegg-compound-id>
  <omim-id nil="true"/>
  <chebi-id>16313</chebi-id>
  <biocyc-id>CPD-656</biocyc-id>
  <ctd-id nil="true"/>
  <stitch-id nil="true"/>
  <drugbank-id>DB02853</drugbank-id>
  <pdb-id>DPR</pdb-id>
  <actor-id nil="true"/>
  <organism nil="true"/>
  <export type="boolean">true</export>
  <metabolizing-proteins nil="true"/>
  <transporting-proteins nil="true"/>
  <moldb-smiles>OC(=O)[C@H]1CCCN1</moldb-smiles>
  <moldb-formula>C5H9NO2</moldb-formula>
  <moldb-inchi>InChI=1S/C5H9NO2/c7-5(8)4-2-1-3-6-4/h4,6H,1-3H2,(H,7,8)/t4-/m1/s1</moldb-inchi>
  <moldb-inchikey>ONIBWKKTOPOVIA-SCSAIBSYSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">115.1305</moldb-average-mass>
  <moldb-mono-mass type="decimal">115.063328537</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Solid</state>
  <logp nil="true"/>
  <hmdb-id>HMDB03411</hmdb-id>
  <chembl-id>CHEMBL80257</chembl-id>
  <chemspider-id>8640</chemspider-id>
  <structure-image-file-name nil="true"/>
  <structure-image-content-type nil="true"/>
  <structure-image-file-size type="integer" nil="true"/>
  <structure-image-updated-at type="dateTime" nil="true"/>
  <biodb-id nil="true"/>
  <synthesis-reference>&lt;p&gt;&lt;span class="caps"&gt;MARTIN&lt;/span&gt; &lt;span class="caps"&gt;SAUTER&lt;/span&gt;, &amp;#8220;&lt;span class="caps"&gt;PROCESS&lt;/span&gt; &lt;span class="caps"&gt;FOR&lt;/span&gt; &lt;span class="caps"&gt;PRODUCING&lt;/span&gt; N-&lt;span class="caps"&gt;PROTECTED&lt;/span&gt; D-&lt;span class="caps"&gt;PROLINE&lt;/span&gt; &lt;span class="caps"&gt;DERIVATIVES&lt;/span&gt;.&amp;#8221; U.S. Patent US20020037559, issued March 28, 2002.&lt;/p&gt;</synthesis-reference>
  <structure-image-caption nil="true"/>
  <chemdb-id>CHEM003370</chemdb-id>
  <dsstox-id>DTXSID60214085</dsstox-id>
  <toxcast-id nil="true"/>
  <stoff-ident-origin nil="true"/>
  <stoff-ident-id nil="true"/>
  <susdat-id>NS00079485</susdat-id>
  <iupac>(2R)-pyrrolidine-2-carboxylic acid</iupac>
</compound>
