<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">4496</id>
  <title>T3D4442</title>
  <common-name>Glyoxylic acid</common-name>
  <description>Glyoxylic acid or oxoacetic acid is an organic compound that is both an aldehyde and a carboxylic acid. Glyoxylic acid is a liquid with a melting Point of -93 degree centigrade and a boiling Point of 111 degree centigrade. It is an intermediate of the glyoxylate cycle, which enables certain organisms to convert fatty acids into carbohydrates. The conjugate base of gloxylic acid is known as glyoxylate. This compound is an intermediate of the glyoxylate cycle, which enables organisms, such as bacteria, fungi and plants to convert fatty acids into carbohydrates. Glyoxylate is the byproduct of the amidation process in biosynthesis of several amidated peptides. The glyoxylate cycle is a metabolic pathway occurring in plants, and several microorganisms, such as E. coli and yeast. Recent research shows that it is present in vertebrates (including humans) and insects. The glyoxylate cycle allows these organisms to use fats for the synthesis of carbohydrates.  (A3501).</description>
  <cas>298-12-4</cas>
  <pubchem-id>760</pubchem-id>
  <chemical-formula>C2H2O3</chemical-formula>
  <weight>74.04</weight>
  <appearance nil="true"/>
  <melting-point>-93°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>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 nil="true"/>
  <symptoms nil="true"/>
  <treatment nil="true"/>
  <created-at type="dateTime">2014-08-29T06:51:17Z</created-at>
  <updated-at type="dateTime">2026-04-17T16:40:34Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia>Glyoxylic acid</wikipedia>
  <uniprot-id nil="true"/>
  <kegg-compound-id>C00048</kegg-compound-id>
  <omim-id nil="true"/>
  <chebi-id>16891</chebi-id>
  <biocyc-id>GLYOX</biocyc-id>
  <ctd-id nil="true"/>
  <stitch-id nil="true"/>
  <drugbank-id>DB04343</drugbank-id>
  <pdb-id>GLV</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=O</moldb-smiles>
  <moldb-formula>C2H2O3</moldb-formula>
  <moldb-inchi>InChI=1S/C2H2O3/c3-1-2(4)5/h1H,(H,4,5)</moldb-inchi>
  <moldb-inchikey>HHLFWLYXYJOTON-UHFFFAOYSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">74.0355</moldb-average-mass>
  <moldb-mono-mass type="decimal">74.00039393</moldb-mono-mass>
  <origin>Endogenous</origin>
  <state>Liquid</state>
  <logp nil="true"/>
  <hmdb-id>HMDB00119</hmdb-id>
  <chembl-id>CHEMBL1162545</chembl-id>
  <chemspider-id>740</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></synthesis-reference>
  <structure-image-caption nil="true"/>
  <chemdb-id>CHEM003402</chemdb-id>
  <dsstox-id>DTXSID5021594</dsstox-id>
  <toxcast-id nil="true"/>
  <stoff-ident-origin nil="true"/>
  <stoff-ident-id nil="true"/>
  <susdat-id>NS00003540</susdat-id>
  <iupac>2-oxoacetic acid</iupac>
</compound>
