2.0 2012-05-31 14:34:00 -0600 2015-06-03 17:19:34 -0600 ECMDB20224 M2MDB001069 2-Carboxymuconate 2-carboxymuconate belongs to the class of Dicarboxylic Acids and Derivatives. These are organic compounds containing exactly two carboxylic acid groups. (inferred from compound structure) 2-Carboxy-cis,cis-muconate 2-Carboxy-cis,cis-muconic acid 2-Carboxymuconic acid C7H3O6 183.0951 182.992962828 buta-1,3-diene-1,1,4-tricarboxylate buta-1,3-diene-1,1,4-tricarboxylate [O-]C(=O)C=CC=C(C([O-])=O)C([O-])=O InChI=1S/C7H6O6/c8-5(9)3-1-2-4(6(10)11)7(12)13/h1-3H,(H,8,9)(H,10,11)(H,12,13)/p-3 SLUDRBHRUDRZJZ-UHFFFAOYSA-K Outer membrane Inner membrane logp 0.73 ALOGPS logs -1.61 ALOGPS solubility 5.81e+00 g/l ALOGPS logp 0.074 ChemAxon pka_strongest_acidic 3.03 ChemAxon iupac buta-1,3-diene-1,1,4-tricarboxylate ChemAxon average_mass 183.0951 ChemAxon mono_mass 182.992962828 ChemAxon smiles [O-]C(=O)C=CC=C(C([O-])=O)C([O-])=O ChemAxon formula C7H3O6 ChemAxon inchi InChI=1S/C7H6O6/c8-5(9)3-1-2-4(6(10)11)7(12)13/h1-3H,(H,8,9)(H,10,11)(H,12,13)/p-3 ChemAxon inchikey SLUDRBHRUDRZJZ-UHFFFAOYSA-K ChemAxon polar_surface_area 120.39 ChemAxon refractivity 73.51 ChemAxon polarizability 14.5 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 6 ChemAxon donor_count 0 ChemAxon physiological_charge -3 ChemAxon formal_charge -3 ChemAxon 2,3-dihydroxybenzoate biosynthesis 2,3-dihydroxybenzoate is synthesized from chorismate via isochorismate and 2,3-dihydroxy-2,3-dihydrobenzoate. Chorismate is a key intermediate and branch point in the biosynthesis of many aromatic compounds. The biosynthesis of 2,3-dihydroxybenzoate from chorismate is catalyzed by three enzymes EntC, EntB, and EntA. EntC catalyzes the conversion of chorismate to isochorismate. The N-terminal isochorismate lyase domain of EntB hydrolyzes the pyruvate group of isochorismate to produce 2,3-dihydro-2,3-dihydroxybenzoate. The conversion of this latter compound to 2,3-dihydroxybenzoate is catalyzed by the EntA dehydrogenase. PW000751 Metabolic Specdb::NmrOneD 317841 Specdb::NmrOneD 317842 Specdb::NmrOneD 317843 Specdb::NmrOneD 317844 Specdb::NmrOneD 317845 Specdb::NmrOneD 317846 Specdb::NmrOneD 317847 Specdb::NmrOneD 317848 Specdb::NmrOneD 317849 Specdb::NmrOneD 317850 Specdb::NmrOneD 317851 Specdb::NmrOneD 317852 Specdb::NmrOneD 317853 Specdb::NmrOneD 317854 Specdb::NmrOneD 317855 Specdb::NmrOneD 317856 Specdb::NmrOneD 317857 Specdb::NmrOneD 317858 Specdb::NmrOneD 317859 Specdb::NmrOneD 317860 Specdb::MsMs 27080 Specdb::MsMs 27081 Specdb::MsMs 27082 Specdb::MsMs 33638 Specdb::MsMs 33639 Specdb::MsMs 33640 25200400 C03666 2-CARBOXYMUCONATE Keseler, I. M., Collado-Vides, J., Santos-Zavaleta, A., Peralta-Gil, M., Gama-Castro, S., Muniz-Rascado, L., Bonavides-Martinez, C., Paley, S., Krummenacker, M., Altman, T., Kaipa, P., Spaulding, A., Pacheco, J., Latendresse, M., Fulcher, C., Sarker, M., Shearer, A. G., Mackie, A., Paulsen, I., Gunsalus, R. P., Karp, P. D. (2011). "EcoCyc: a comprehensive database of Escherichia coli biology." Nucleic Acids Res 39:D583-D590. 21097882 Kanehisa, M., Goto, S., Sato, Y., Furumichi, M., Tanabe, M. (2012). "KEGG for integration and interpretation of large-scale molecular data sets." Nucleic Acids Res 40:D109-D114. 22080510 van der Werf, M. J., Overkamp, K. M., Muilwijk, B., Coulier, L., Hankemeier, T. (2007). "Microbial metabolomics: toward a platform with full metabolome coverage." Anal Biochem 370:17-25. 17765195 Yurtsever D. (2007). Fatty acid methyl ester profiling of Enterococcus and Esherichia coli for microbial source tracking. M.sc. Thesis. Villanova University: U.S.A Blue copper oxidase cueO P36649 CUEO_ECOLI cueO http://ecmdb.ca/proteins/P36649.xml 2-Pyrocatechuic acid + Oxygen > Hydrogen ion + 2-Carboxymuconate RXN0-2943