<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">4526</id>
  <title>T3D4472</title>
  <common-name>Maleylacetoacetic acid</common-name>
  <description>Maleylacetoacetic acid is an endogenous solid with the formula C8H8O6 and an average molecular weight of 200.15 g/mol. Maleylacetoacetic acid belongs to the medium-chain keto acids and derivatives, a subclass of keto acids and derivatives within the organic compounds. It is an intermediate in the metabolism of tyrosine. The enzyme homogentisate 1,2-dioxygenase, or HGD, catalyzes the conversion of homogentisate to 4-maleylacetoacetate. This enzyme is involved in the catabolism of aromatic rings, specifically in the breakdown of phenylalanine and tyrosine. One recorded source for this compound is Building &amp; Construction (Tents Or Canopies).</description>
  <cas>5698-52-2</cas>
  <pubchem-id>5280393</pubchem-id>
  <chemical-formula>C8H8O6</chemical-formula>
  <weight>200.14</weight>
  <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">2014-08-29T06:51:36Z</created-at>
  <updated-at type="dateTime">2026-08-25T04:24:32Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia>Maleylacetoacetate</wikipedia>
  <uniprot-id nil="true"/>
  <kegg-compound-id>C01036</kegg-compound-id>
  <omim-id nil="true"/>
  <chebi-id>47904</chebi-id>
  <biocyc-id>4-MALEYL-ACETOACETATE</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)CC(=O)CC(=O)\C=C/C(O)=O</moldb-smiles>
  <moldb-formula>C8H8O6</moldb-formula>
  <moldb-inchi>InChI=1S/C8H8O6/c9-5(1-2-7(11)12)3-6(10)4-8(13)14/h1-2H,3-4H2,(H,11,12)(H,13,14)/b2-1-</moldb-inchi>
  <moldb-inchikey>GACSIVHAIFQKTC-UPHRSURJSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">200.1455</moldb-average-mass>
  <moldb-mono-mass type="decimal">200.032087988</moldb-mono-mass>
  <origin>Endogenous</origin>
  <state>Solid</state>
  <logp>-0.7</logp>
  <hmdb-id>HMDB02052</hmdb-id>
  <chembl-id>CHEMBL1743220</chembl-id>
  <chemspider-id>4444078</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>CHEM003432</chemdb-id>
  <dsstox-id nil="true"/>
  <toxcast-id nil="true"/>
  <stoff-ident-origin nil="true"/>
  <stoff-ident-id nil="true"/>
  <susdat-id>NS00121524</susdat-id>
  <iupac>(Z)-4,6-dioxooct-2-enedioic acid</iupac>
  <moldb-polar-surface-area>108.74000000000001</moldb-polar-surface-area>
  <moldb-refractivity>44.397400000000005</moldb-refractivity>
  <moldb-polarizability>16.75405859034148</moldb-polarizability>
  <moldb-rotatable-bond-count>6</moldb-rotatable-bond-count>
  <moldb-acceptor-count>6</moldb-acceptor-count>
  <moldb-donor-count>2</moldb-donor-count>
  <moldb-pka-strongest-acidic>2.716169602537572</moldb-pka-strongest-acidic>
  <moldb-pka-strongest-basic>-7.0576341820437145</moldb-pka-strongest-basic>
  <moldb-physiological-charge>-2</moldb-physiological-charge>
  <moldb-number-of-rings>0</moldb-number-of-rings>
  <moldb-alogps-logp>-0.19</moldb-alogps-logp>
  <moldb-alogps-logs>-2.08</moldb-alogps-logs>
  <moldb-alogps-solubility>1.65e+00 g/l</moldb-alogps-solubility>
  <kingdom>Organic compounds</kingdom>
  <superklass>Organic acids and derivatives</superklass>
  <klass>Keto acids and derivatives</klass>
  <subklass>Medium-chain keto acids and derivatives</subklass>
  <paper-count type="integer">793</paper-count>
  <sync-id>CED0009351</sync-id>
  <structure-inchikey>GACSIVHAIFQKTC-UPHRSURJSA-N</structure-inchikey>
  <structure-fingerprint>1000000000000800000000000008000000000000000000000000000000000000000000080000000000000000004000000000000000000001000000000000800000000000000000000000000000020000000000200000800000000000000000000010000000000000000000000000000000000000000008000000000000000000000000000000000000000000080100000000000000001000000000000000000000000000000000000000000000000008000000000000000000000000800000000000000000000000000000000000000020000000000400000000000000000000000000000000000000000000400000000000000000000000000000000</structure-fingerprint>
  <structure-pattern-fingerprint>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</structure-pattern-fingerprint>
  <structure-pickle>ï¾­Þ�����������������������€���h��������(�������(�������`�������(�������(�������`�������(�������(�������h��������h��������(�������h��������(�������� ��(�������������������(��	$�	
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  <structure-indexed-at type="dateTime">2026-09-19T04:01:18Z</structure-indexed-at>
</compound>
