<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">4432</id>
  <title>T3D4378</title>
  <common-name>Imidazoleacetic acid</common-name>
  <description>Imidazoleacetic acid is a metabolite product of Histamine metabolism. It is present in normal urine and increased in histidinemic patients.  (A3457).</description>
  <cas>645-65-8</cas>
  <pubchem-id>96215</pubchem-id>
  <chemical-formula>C5H6N2O2</chemical-formula>
  <weight nil="true"/>
  <appearance>White powder.</appearance>
  <melting-point></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">2014-08-29T06:37:15Z</created-at>
  <updated-at type="dateTime">2026-04-02T23:56:40Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia nil="true"/>
  <uniprot-id nil="true"/>
  <kegg-compound-id>C02835</kegg-compound-id>
  <omim-id nil="true"/>
  <chebi-id>16974</chebi-id>
  <biocyc-id>4-IMIDAZOLEACETATE</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)CC1=CN=CN1</moldb-smiles>
  <moldb-formula>C5H6N2O2</moldb-formula>
  <moldb-inchi>InChI=1S/C5H6N2O2/c8-5(9)1-4-2-6-3-7-4/h2-3H,1H2,(H,6,7)(H,8,9)</moldb-inchi>
  <moldb-inchikey>PRJKNHOMHKJCEJ-UHFFFAOYSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">126.1133</moldb-average-mass>
  <moldb-mono-mass type="decimal">126.042927446</moldb-mono-mass>
  <origin>Endogenous</origin>
  <state>Solid</state>
  <logp nil="true"/>
  <hmdb-id>HMDB02024</hmdb-id>
  <chembl-id>CHEMBL784</chembl-id>
  <chemspider-id>86856</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>Madsen Christian; Jensen Anders A; Liljefors Tommy; Kristiansen Uffe; Nielsen Birgitte; Hansen Camilla P; Larsen Mogens; Ebert Bjarke; Bang-Andersen Benny; Krogsgaard-Larsen Povl; Frolund Bente  5-Substituted imidazole-4-acetic acid analogues: synthesis, modeling, and pharmacological characterization of a series of novel gamma-aminobutyric acid(C) receptor agonists.    Journal of medicinal chemistry  (2007),  50(17),  4147-61. </synthesis-reference>
  <structure-image-caption nil="true"/>
  <chemdb-id>CHEM003338</chemdb-id>
  <dsstox-id>DTXSID50214751</dsstox-id>
  <toxcast-id nil="true"/>
  <stoff-ident-origin nil="true"/>
  <stoff-ident-id nil="true"/>
  <susdat-id>NS00014847</susdat-id>
  <iupac nil="true"/>
  <moldb-polar-surface-area>65.97999999999999</moldb-polar-surface-area>
  <moldb-refractivity>30.197899999999997</moldb-refractivity>
  <moldb-polarizability>11.472699109880597</moldb-polarizability>
  <moldb-rotatable-bond-count>2</moldb-rotatable-bond-count>
  <moldb-acceptor-count>3</moldb-acceptor-count>
  <moldb-donor-count>2</moldb-donor-count>
  <moldb-pka-strongest-acidic>3.6538030747064596</moldb-pka-strongest-acidic>
  <moldb-pka-strongest-basic>6.776708441179222</moldb-pka-strongest-basic>
  <moldb-physiological-charge>0</moldb-physiological-charge>
  <moldb-number-of-rings>1</moldb-number-of-rings>
  <moldb-alogps-logp>-0.50</moldb-alogps-logp>
  <moldb-alogps-logs>-0.37</moldb-alogps-logs>
  <moldb-alogps-solubility>5.33e+01 g/l</moldb-alogps-solubility>
</compound>
