<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">4515</id>
  <title>T3D4461</title>
  <common-name>Ethylmalonic acid</common-name>
  <description>Ethylmalonic acid is identified in the urine of patients with short-chain acyl-coenzyme A dehydrogenase deficiency, which is a fatty acid metabolism disorder.</description>
  <cas>601-75-2</cas>
  <pubchem-id>11756</pubchem-id>
  <chemical-formula>C5H8O4</chemical-formula>
  <weight nil="true"/>
  <appearance>White powder.</appearance>
  <melting-point>112 - 114°C</melting-point>
  <boiling-point></boiling-point>
  <density nil="true"/>
  <solubility>712.0 mg/mL</solubility>
  <specific-gravity nil="true"/>
  <flash-point nil="true"/>
  <vapour-pressure nil="true"/>
  <route-of-exposure nil="true"/>
  <target nil="true"/>
  <mechanism-of-toxicity>Ethylmalonic acid is identified in the urine of patients with short-chain acyl-coenzyme A dehydrogenase deficiency, which is a fatty acid metabolism disorder.</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 ethylmalonic acid are associated with at least 2 inborn errors of metabolism including: Short Chain Acyl CoA Dehydrogenase Deficiency (SCAD Deficiency) and Ethylmalonic Encephalopathy.</health-effects>
  <symptoms nil="true"/>
  <treatment nil="true"/>
  <created-at type="dateTime">2014-08-29T06:51:31Z</created-at>
  <updated-at type="dateTime">2026-04-03T00:27:45Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia nil="true"/>
  <uniprot-id nil="true"/>
  <kegg-compound-id nil="true"/>
  <omim-id nil="true"/>
  <chebi-id>741548</chebi-id>
  <biocyc-id nil="true"/>
  <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>CCC(C(O)=O)C(O)=O</moldb-smiles>
  <moldb-formula>C5H8O4</moldb-formula>
  <moldb-inchi>InChI=1S/C5H8O4/c1-2-3(4(6)7)5(8)9/h3H,2H2,1H3,(H,6,7)(H,8,9)</moldb-inchi>
  <moldb-inchikey>UKFXDFUAPNAMPJ-UHFFFAOYSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">132.1146</moldb-average-mass>
  <moldb-mono-mass type="decimal">132.042258744</moldb-mono-mass>
  <origin>Endogenous</origin>
  <state>Solid</state>
  <logp nil="true"/>
  <hmdb-id>HMDB00622</hmdb-id>
  <chembl-id>CHEMBL1160009</chembl-id>
  <chemspider-id>11263</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>Zakharova, T. V.; Ternovaya, T. V.; Pirkes, S. B.; Kostromina, N. A.  Study of complexing in the neodymium-ethylmalonic acid system by a spectrographic method.    Zhurnal Neorganicheskoi Khimii  (1979),  24(7),  1827-31.  </synthesis-reference>
  <structure-image-caption nil="true"/>
  <chemdb-id>CHEM003421</chemdb-id>
  <dsstox-id>DTXSID00208842</dsstox-id>
  <toxcast-id nil="true"/>
  <stoff-ident-origin nil="true"/>
  <stoff-ident-id nil="true"/>
  <susdat-id>NS00015082</susdat-id>
  <iupac>2-ethylpropanedioic acid</iupac>
</compound>
