<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">4412</id>
  <title>T3D4358</title>
  <common-name>Glutaconic acid</common-name>
  <description>Glutaconic acid is an organic compound with general formula C5H6O4. The compound is a dicarboxylic acid and related with the fully saturated glutaric acid.</description>
  <cas>1724-02-3</cas>
  <pubchem-id>5280498</pubchem-id>
  <chemical-formula>C5H6O4</chemical-formula>
  <weight nil="true"/>
  <appearance>White powder.</appearance>
  <melting-point>133 - 135°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>Accumulating trans-glutaconic (TG) acids has been proposed to be involved in the development of the striatal degeneration seen in children with glutaric acidemia type 1 (GA1) via an excitotoxic mechanism. TG is neurotoxic and neurotoxicity is thought to be caused by an excitotoxic mechanism in which TG overactivates N-methyl-D-aspartate (NMDA) receptors. (A15451) In glutaric aciduria type 1, glutaconic acid accumulates, resulting in brain damage. (Wikipedia)</mechanism-of-toxicity>
  <metabolism nil="true"/>
  <toxicity nil="true"/>
  <lethaldose nil="true"/>
  <carcinogenicity>No indication of carcinogenicity to humans (not listed by IARC).</carcinogenicity>
  <use-source>This is an endogenously produced metabolite found in the human body. It is used in metabolic reactions, catabolic reactions or waste generation.</use-source>
  <min-risk-level nil="true"/>
  <health-effects>Chronically high levels of glutaconic acid are associated with Glutaric Aciduria Type I.</health-effects>
  <symptoms nil="true"/>
  <treatment nil="true"/>
  <created-at type="dateTime">2014-08-29T06:33:58Z</created-at>
  <updated-at type="dateTime">2026-04-03T00:50:57Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia>Glutaconic acid</wikipedia>
  <uniprot-id nil="true"/>
  <kegg-compound-id>C02214</kegg-compound-id>
  <omim-id nil="true"/>
  <chebi-id>15670</chebi-id>
  <biocyc-id>GLUTACONATE</biocyc-id>
  <ctd-id nil="true"/>
  <stitch-id nil="true"/>
  <drugbank-id nil="true"/>
  <pdb-id nil="true"/>
  <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\C=C\C(O)=O</moldb-smiles>
  <moldb-formula>C5H6O4</moldb-formula>
  <moldb-inchi>InChI=1S/C5H6O4/c6-4(7)2-1-3-5(8)9/h1-2H,3H2,(H,6,7)(H,8,9)/b2-1+</moldb-inchi>
  <moldb-inchikey>XVOUMQNXTGKGMA-OWOJBTEDSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">130.0987</moldb-average-mass>
  <moldb-mono-mass type="decimal">130.02660868</moldb-mono-mass>
  <origin>Endogenous</origin>
  <state>Solid</state>
  <logp nil="true"/>
  <hmdb-id>HMDB00620</hmdb-id>
  <chembl-id>CHEMBL557347</chembl-id>
  <chemspider-id>4444138</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>Schwarz, Siegfried; Bohn, Helmut; Schmidt, Dieter; Kulpa, Manfred; Spakowski, Horst; Becker, Manfred.  Glutaconic acid.    Ger. (East)  (1967),     2 pp. </synthesis-reference>
  <structure-image-caption nil="true"/>
  <chemdb-id>CHEM003318</chemdb-id>
  <dsstox-id>DTXSID70211883</dsstox-id>
  <toxcast-id nil="true"/>
  <stoff-ident-origin nil="true"/>
  <stoff-ident-id nil="true"/>
  <susdat-id nil="true"/>
  <iupac nil="true"/>
  <moldb-polar-surface-area>74.6</moldb-polar-surface-area>
  <moldb-refractivity>29.231299999999997</moldb-refractivity>
  <moldb-polarizability>11.364693301928234</moldb-polarizability>
  <moldb-rotatable-bond-count>3</moldb-rotatable-bond-count>
  <moldb-acceptor-count>4</moldb-acceptor-count>
  <moldb-donor-count>2</moldb-donor-count>
  <moldb-pka-strongest-acidic>3.6919558338662966</moldb-pka-strongest-acidic>
  <moldb-pka-strongest-basic nil="true"/>
  <moldb-physiological-charge>-2</moldb-physiological-charge>
  <moldb-number-of-rings>0</moldb-number-of-rings>
  <moldb-alogps-logp>0.05</moldb-alogps-logp>
  <moldb-alogps-logs>-0.87</moldb-alogps-logs>
  <moldb-alogps-solubility>1.76e+01 g/l</moldb-alogps-solubility>
</compound>
