MetaCyc Compound: 4-oxaloisocrotonate

Synonyms: γ-oxaloisocrotonate, (4Z)-2-oxohex-4-enedioate

This is the keto form of a tautomeric compound. The enol form is (2E,4Z)-2-hydroxymuconate.

Notice that this compound sometimes appear in the literature under the name 4-oxalocrotonate. However, this is incorrect, since crotonate has a trans configuration, while this compound has a cis configuration.

Chemical Formula: C6H4O5

Molecular Weight: 156.1 Daltons

Monoisotopic Molecular Weight: 158.0215233031 Daltons

4-oxaloisocrotonate compound structure

SMILES: C(=CC(=O)[O-])CC(=O)C(=O)[O-]

InChI: InChI=1S/C6H6O5/c7-4(6(10)11)2-1-3-5(8)9/h1,3H,2H2,(H,8,9)(H,10,11)/p-2/b3-1-


Unification Links: ChEBI:16967, ChemSpider:4573760, KEGG:C03453, PubChem:5460095

Tautomers: (2E,4Z)-2-hydroxymuconate

Standard Gibbs Free Energy of Change Formation (ΔfG in kcal/mol): -126.63376Inferred by computational analysis [Latendresse13]

Revised 22-Apr-2011 by Caspi R, SRI International


Latendresse13: Latendresse M. (2013). "Computing Gibbs Free Energy of Compounds and Reactions in MetaCyc."

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Please cite the following article in publications resulting from the use of MetaCyc: Caspi et al, Nucleic Acids Research 42:D459-D471 2014
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