3-MALEYLPYRUVIC ACID

3-Maleylpyruvic acid
Names
	Preferred IUPAC name (2Z)-4,6-Dioxohept-2-enedioic acid
Identifiers
3D model ( JSmol)	Interactive image;
Beilstein Reference	1725756
ChEBI	CHEBI:30859;
ChemSpider	4444134;
KEGG	C02167;
PubChem CID	5280494; 6857405 (dianion);
	InChI InChI=1S/C7H6O6/c8-4(1-2-6(10)11)3-5(9)7(12)13/h1-2H,3H2,(H,10,11)(H,12,13)/b2-1- Key: AZCFLHZUFANAOR-UPHRSURJSA-N;
	SMILES C(C(=O)/C=C\C(=O)O)C(=O)C(=O)O;
Properties
Chemical formula	C7H6O6
Molar mass	186.119 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

3-Maleylpyruvic acid, or 3-maleylpyruvate, is a dicarboxylic acid formed by the oxidative ring opening of gentisic acid by gentisate 1,2-dioxygenase during the metabolism of tyrosine.^[1] It is converted into 3-fumarylpyruvate by maleylpyruvate isomerase.^[2]

References

^ Sugiyama S, Yano K, Komagata K, Arima K (1960). "Metabolites of aromatic compounds by microbes. Part VII. Gentisic acid oxidase". Bull. Agric. Chem. Soc. Jpn. 24: 243–248.
^ Lack L (1961). "Enzymic cis-trans isomerization of maleylpyruvic acid". J. Biol. Chem. 236 (11): 2835–2840. doi: 10.1016/S0021-9258(19)76386-8. PMID 14461395.

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Names

Preferred IUPAC name (2Z)-4,6-Dioxohept-2-enedioic acid
Identifiers
3D model ( JSmol)	Interactive image
Beilstein Reference	1725756
ChEBI	CHEBI:30859
ChemSpider	4444134
KEGG	C02167
PubChem CID	5280494 6857405 (dianion)
InChI InChI=1S/C7H6O6/c8-4(1-2-6(10)11)3-5(9)7(12)13/h1-2H,3H2,(H,10,11)(H,12,13)/b2-1- Key: AZCFLHZUFANAOR-UPHRSURJSA-N
SMILES C(C(=O)/C=C\C(=O)O)C(=O)C(=O)O
Properties
Chemical formula	C₇H₆O₆
Molar mass	186.119 g·mol⁻¹
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references