3-Carboxy-cis,cis-muconic acid

3-Carboxy-cis,cis-muconic acid

Systematic name (1E,3Z)-Buta-1,3-diene-1,2,4-tricarboxylic acid^[1]
Identifiers
CAS number	1116-26-3
PubChem	5280404
ChemSpider	4444085^Y
KEGG	C01163^Y
ChEBI	CHEBI:15749^Y
3DMet	B00251
Jmol-3D images	Image 1
SMILES OC(=O)\C=C/C(=C\C(O)=O)/C(O)=O
InChI InChI=1S/C7H6O6/c8-5(9)2-1-4(7(12)13)3-6(10)11/h1-3H,(H,8,9)(H,10,11)(H,12,13)/b2-1-,4-3+^Y Key: KJOVGYUGXHIVAY-BXTBVDPRSA-N^Y InChI=1/C7H6O6/c8-5(9)2-1-4(7(12)13)3-6(10)11/h1-3H,(H,8,9)(H,10,11)(H,12,13)/b2-1-,4-3+ Key: KJOVGYUGXHIVAY-BXTBVDPRBN
Properties
Molecular formula	C₇H₆O₆
Molar mass	186.12 g mol⁻¹
Exact mass	186.016437924 g mol^-1
Density	1.25 g cm^-3
Dipole moment	0.40 D
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

3-Carboxy-cis,cis-muconic acid is a metabolite of the catechin degradation by Bradyrhizobium japonicum.^[2]

The enzyme 3-carboxy-cis,cis-muconate cycloisomerase uses 2-carboxy-2,5-dihydro-5-oxofuran-2-acetate to produce 3-carboxy-cis,cis-muconate.

The enzyme carboxy-cis,cis-muconate cyclase uses 3-carboxy-2,5-dihydro-5-oxofuran-2-acetate to producte 3-carboxy-cis,cis-muconate.

The enzyme protocatechuate 3,4-dioxygenase uses 3,4-dihydroxybenzoate and O₂ to produce 3-carboxy-cis,cis-muconate.

References