Maleylacetic acid

Maleylacetic acid
Names
	IUPAC name 4-Oxohex-2-enedioic acid
	Other names 2-Maleylacetic acid; Maleoylacetic acid
Identifiers
CAS Number	24740-88-3 (2Z);
3D model (JSmol)	Interactive image;
Beilstein Reference	8404489
ChEBI	CHEBI:19672;
ChemSpider	4575314 (2E); 4444140 (2Z); 406 ();
KEGG	C02222;
MeSH	Maleoylacetic+acid
PubChem CID	5462172 (2E); 5280500 (2Z); 419 ();
CompTox Dashboard (EPA)	DTXSID001029401 ;
	InChI InChI=1S/C6H6O5/c7-4(3-6(10)11)1-2-5(8)9/h1-2H,3H2,(H,8,9)(H,10,11) Key: SOXXPQLIZIPMIZ-UHFFFAOYSA-N;
	SMILES OC(=O)CC(=O)C=CC(O)=O;
Properties
Chemical formula	C6H6O5
Molar mass	158.10 g/mol
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Maleylacetic acid is a chemical compound produced in the biodegradation of catechin by Bradyrhizobium japonicum.

In Moraxella species, the compound is a product of the metabolism of hydroquinone, with the final step being from oxidation of 4-hydroxymuconic semialdehyde:

4-hydroxymuconic semialdehyde

+ NAD⁺

H₂O

H⁺

H₂O

H⁺

maleylacetic acid

+ NADH

The compound is reduced to 3-oxoadipic acid by the enzyme maleylacetate reductase in Trichosporon cutaneum:

maleylacetic acid

+ NADH

H⁺

3-oxoadipic acid

+ NAD⁺