<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">4303</id>
  <title>T3D4249</title>
  <common-name>Oxoglutaric acid</common-name>
  <description>Alpha-ketoglutaric acid is an important biological compound and is a key intermediate in the Krebs cycle. Alpha-ketoglutaric acid occurs naturally within cells. One of its functions is to combine with ammonia to form glutamic acid and then glutamine. Another function is to combine with nitrogen released in the cell, therefore preventing nitrogen overload. .</description>
  <cas>328-50-7</cas>
  <pubchem-id>51</pubchem-id>
  <chemical-formula>C5H6O5</chemical-formula>
  <weight nil="true"/>
  <appearance>White powder.</appearance>
  <melting-point>115.5°C</melting-point>
  <boiling-point></boiling-point>
  <density nil="true"/>
  <solubility>541.5 mg/mL</solubility>
  <specific-gravity nil="true"/>
  <flash-point nil="true"/>
  <vapour-pressure nil="true"/>
  <route-of-exposure></route-of-exposure>
  <target nil="true"/>
  <mechanism-of-toxicity></mechanism-of-toxicity>
  <metabolism></metabolism>
  <toxicity></toxicity>
  <lethaldose></lethaldose>
  <carcinogenicity>No indication of carcinogenicity to humans (not listed by IARC).</carcinogenicity>
  <use-source></use-source>
  <min-risk-level></min-risk-level>
  <health-effects></health-effects>
  <symptoms></symptoms>
  <treatment></treatment>
  <created-at type="dateTime">2014-08-29T06:03:30Z</created-at>
  <updated-at type="dateTime">2026-04-14T17:32:46Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia>Oxoglutarate</wikipedia>
  <uniprot-id></uniprot-id>
  <kegg-compound-id>C00026</kegg-compound-id>
  <omim-id></omim-id>
  <chebi-id>30915</chebi-id>
  <biocyc-id>2-KETOGLUTARATE</biocyc-id>
  <ctd-id></ctd-id>
  <stitch-id></stitch-id>
  <drugbank-id>DB08845</drugbank-id>
  <pdb-id>AKG</pdb-id>
  <actor-id></actor-id>
  <organism nil="true"/>
  <export type="boolean">true</export>
  <metabolizing-proteins nil="true"/>
  <transporting-proteins nil="true"/>
  <moldb-smiles>OC(=O)CCC(=O)C(O)=O</moldb-smiles>
  <moldb-formula>C5H6O5</moldb-formula>
  <moldb-inchi>InChI=1S/C5H6O5/c6-3(5(9)10)1-2-4(7)8/h1-2H2,(H,7,8)(H,9,10)</moldb-inchi>
  <moldb-inchikey>KPGXRSRHYNQIFN-UHFFFAOYSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">146.0981</moldb-average-mass>
  <moldb-mono-mass type="decimal">146.021523302</moldb-mono-mass>
  <origin>Endogenous</origin>
  <state>Solid</state>
  <logp></logp>
  <hmdb-id>HMDB00208</hmdb-id>
  <chembl-id>CHEMBL1686</chembl-id>
  <chemspider-id>50</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>Tanaka, Katsunobu; kimura, Kazu; Yamaguchi, Ken.  Fermentative production of a-oxoglutaric acid.    U.S.  (1973), 4 pp.</synthesis-reference>
  <structure-image-caption nil="true"/>
  <chemdb-id>CHEM003209</chemdb-id>
  <dsstox-id>DTXSID5033179</dsstox-id>
  <toxcast-id nil="true"/>
  <stoff-ident-origin nil="true"/>
  <stoff-ident-id nil="true"/>
  <susdat-id nil="true"/>
  <iupac>2-oxopentanedioic acid</iupac>
</compound>
