4-Maleylacetoacetic acid

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4-Maleylacetoacetic acid
4-maleylacetoacetic acid.svg
Names
Preferred IUPAC name
(2Z)-4,6-Dioxooct-2-enedioic acid
Other names
4-Maleylacetoacetate
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
KEGG
PubChem CID
UNII
  • 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- Yes check.svgY
    Key: GACSIVHAIFQKTC-UPHRSURJSA-N Yes check.svgY
  • InChI=1/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-
    Key: GACSIVHAIFQKTC-UPHRSURJBV
  • O=C(/C=C\C(=O)O)CC(=O)CC(=O)O
Properties
C8H8O6
Molar mass 200.146 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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4-Maleylacetoacetate (4-maleylacetoacetatic acid) is an intermediate in the metabolism of tyrosine. It is converted to fumarylacetoacetate by the enzyme 4-maleylacetoacetate cis-trans-isomerase. Gluthathione coenzymatically helps in conversion to tumarylacetoacetic acid.

See also

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