<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">4391</id>
  <title>T3D4337</title>
  <common-name>Homovanillic acid</common-name>
  <description>Homovanillic acid is a dopamine metabolite occurring in human biofluids. A high proportion of patients with neuroblastoma excrete increased amounts of it in their urine. Homovanillic acid is a major catecholamine metabolite. It is used as a reagent to detect oxidative enzymes.</description>
  <cas>306-08-1</cas>
  <pubchem-id>1738</pubchem-id>
  <chemical-formula>C9H10O4</chemical-formula>
  <weight nil="true"/>
  <appearance>White powder.</appearance>
  <melting-point>138 - 140°C</melting-point>
  <boiling-point></boiling-point>
  <density nil="true"/>
  <solubility>17 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 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">2014-08-29T06:29:15Z</created-at>
  <updated-at type="dateTime">2026-05-21T14:38:36Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia>Homovanillic acid</wikipedia>
  <uniprot-id nil="true"/>
  <kegg-compound-id>C05582</kegg-compound-id>
  <omim-id nil="true"/>
  <chebi-id>545959</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>COC1=CC(CC(O)=O)=CC=C1O</moldb-smiles>
  <moldb-formula>C9H10O4</moldb-formula>
  <moldb-inchi>InChI=1S/C9H10O4/c1-13-8-4-6(5-9(11)12)2-3-7(8)10/h2-4,10H,5H2,1H3,(H,11,12)</moldb-inchi>
  <moldb-inchikey>QRMZSPFSDQBLIX-UHFFFAOYSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">182.1733</moldb-average-mass>
  <moldb-mono-mass type="decimal">182.057908808</moldb-mono-mass>
  <origin>Endogenous</origin>
  <state>Solid</state>
  <logp>0.33</logp>
  <hmdb-id>HMDB00118</hmdb-id>
  <chembl-id>CHEMBL1562</chembl-id>
  <chemspider-id>1675</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 nil="true"/>
  <structure-image-caption nil="true"/>
  <chemdb-id>CHEM003297</chemdb-id>
  <dsstox-id>DTXSID5059791</dsstox-id>
  <toxcast-id nil="true"/>
  <stoff-ident-origin nil="true"/>
  <stoff-ident-id nil="true"/>
  <susdat-id>NS00015133</susdat-id>
  <iupac nil="true"/>
  <moldb-polar-surface-area>66.76</moldb-polar-surface-area>
  <moldb-refractivity>45.8097</moldb-refractivity>
  <moldb-polarizability>17.738134603087865</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>3.7448569898637887</moldb-pka-strongest-acidic>
  <moldb-pka-strongest-basic>-4.892538176084046</moldb-pka-strongest-basic>
  <moldb-physiological-charge>-1</moldb-physiological-charge>
  <moldb-number-of-rings>1</moldb-number-of-rings>
  <moldb-alogps-logp>1.02</moldb-alogps-logp>
  <moldb-alogps-logs>-1.83</moldb-alogps-logs>
  <moldb-alogps-solubility>2.72e+00 g/l</moldb-alogps-solubility>
</compound>
