3-Carboxy-cis,cis-muconic acid

3-Carboxy-cis,cis-muconic acid

Names
Systematic IUPAC name (1E,3Z)-Buta-1,3-diene-1,2,4-tricarboxylic acid[1]
Identifiers
CAS Number	1116-26-3
3DMet	B00251
ChEBI	CHEBI:15749
ChemSpider	4444085
Jmol interactive 3D	Image
KEGG	C01163
PubChem	5280404
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+ Key: KJOVGYUGXHIVAY-BXTBVDPRSA-N 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
SMILES OC(=O)\C=C/C(=C\C(O)=O)/C(O)=O
Properties
Chemical formula	C7H6O6
Molar mass	186.12 g·mol^−1
Density	1.25 g cm^−3
Dipole moment	0.40 D
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
verify (what is  ?)
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 produce 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

1. "(1E,3Z)-buta-1,3-diene-1,2,4-tricarboxylic acid - Compound Summary". PubChem Compound. USA: National Center for Biotechnology Information. 16 September 2004. Identification and Related Records. Retrieved 13 October 2011.
2. Waheeta Hopper and A. Mahadevan (1997). "Degradation of catechin by Bradyrhizobium japonicum". Biodegradation 8 (3): 159–165. doi:10.1023/A:1008254812074.