2.0 2012-05-31 14:54:00 -0600 2015-06-03 17:20:24 -0600 ECMDB21002 M2MDB001422 3-Sulfopyruvic acid 3-Sulfopyruvic acid is the product of the transamination of cysteinesulfonate in a reaction catalyzed by aspartate aminotransferase. 3-sulfopyruvic acid is stable and is reduced by malate dehydrogenase to beta-sulfolactate. Cysteinesulfonate, 3-sulfopyruvic acid, and beta-sulfolactate are reversibly interconverted in vivo. (PMID: 3346220) 2-Carboxy-2-oxoethanesulfonate 2-Carboxy-2-oxoethanesulfonic acid 2-Carboxy-2-oxoethanesulphonate 2-Carboxy-2-oxoethanesulphonic acid 2-Oxo-3-sulfo-Propanoate 2-Oxo-3-sulfo-Propanoic acid 2-Oxo-3-sulfopropanoate 2-Oxo-3-sulfopropanoic acid 2-Oxo-3-sulpho-Propanoate 2-Oxo-3-sulpho-Propanoic acid 2-Oxo-3-sulphopropanoate 2-Oxo-3-sulphopropanoic acid 3-Sulfopyruvate 3-Sulfopyruvic acid 3-Sulphopyruvate 3-Sulphopyruvic acid b-Sulfopyruvate b-Sulfopyruvic acid b-Sulphopyruvate b-Sulphopyruvic acid Beta-Sulfopyruvate Beta-Sulfopyruvic acid Beta-Sulphopyruvate Beta-Sulphopyruvic acid Sulfopyruvate Sulfopyruvic acid Sulphopyruvate Sulphopyruvic acid β-Sulfopyruvate β-Sulfopyruvic acid β-Sulphopyruvate β-Sulphopyruvic acid C3H4O6S 168.125 167.97285855 2-oxo-3-sulfopropanoic acid sulfopyruvate 98022-26-5 OC(=O)C(=O)CS(O)(=O)=O InChI=1S/C3H4O6S/c4-2(3(5)6)1-10(7,8)9/h1H2,(H,5,6)(H,7,8,9) BUTHMSUEBYPMKJ-UHFFFAOYSA-N Solid Cytoplasm Periplasm logp -1.54 ALOGPS logs -1.11 ALOGPS solubility 1.29e+01 g/l ALOGPS logp -0.74 ChemAxon pka_strongest_acidic -1.8 ChemAxon iupac 2-oxo-3-sulfopropanoic acid ChemAxon average_mass 168.125 ChemAxon mono_mass 167.97285855 ChemAxon smiles OC(=O)C(=O)CS(O)(=O)=O ChemAxon formula C3H4O6S ChemAxon inchi InChI=1S/C3H4O6S/c4-2(3(5)6)1-10(7,8)9/h1H2,(H,5,6)(H,7,8,9) ChemAxon inchikey BUTHMSUEBYPMKJ-UHFFFAOYSA-N ChemAxon polar_surface_area 108.74 ChemAxon refractivity 28.33 ChemAxon polarizability 12.46 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 6 ChemAxon donor_count 2 ChemAxon physiological_charge -2 ChemAxon formal_charge 0 ChemAxon Cysteine and methionine metabolism ec00270 Methane metabolism ec00680 Microbial metabolism in diverse environments ec01120 Collection of Reactions without pathways PW001891 Metabolic Specdb::CMs 12870 Specdb::CMs 38694 Specdb::CMs 170881 Specdb::NmrOneD 41342 Specdb::NmrOneD 41343 Specdb::NmrOneD 41344 Specdb::NmrOneD 41345 Specdb::NmrOneD 41346 Specdb::NmrOneD 41347 Specdb::NmrOneD 41348 Specdb::NmrOneD 41349 Specdb::NmrOneD 41350 Specdb::NmrOneD 41351 Specdb::NmrOneD 41352 Specdb::NmrOneD 41353 Specdb::NmrOneD 41354 Specdb::NmrOneD 41355 Specdb::NmrOneD 41356 Specdb::NmrOneD 41357 Specdb::NmrOneD 41358 Specdb::NmrOneD 41359 Specdb::NmrOneD 41360 Specdb::NmrOneD 41361 Specdb::MsMs 26060 Specdb::MsMs 26061 Specdb::MsMs 26062 Specdb::MsMs 32618 Specdb::MsMs 32619 Specdb::MsMs 32620 Specdb::MsMs 2310596 Specdb::MsMs 2310597 Specdb::MsMs 2310598 Specdb::MsMs 2651261 Specdb::MsMs 2651262 Specdb::MsMs 2651263 HMDB04045 440717 389590 C05528 16894 SPV 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 Weinstein, C. L., Griffith, O. W. (1988). "Cysteinesulfonate and beta-sulfopyruvate metabolism. Partitioning between decarboxylation, transamination, and reduction pathways." J Biol Chem 263:3735-3743. 3346220 Thiele I, Swainston N, Fleming RM, Hoppe A, Sahoo S, Aurich MK, Haraldsdottir H, Mo ML, Rolfsson O, Stobbe MD, Thorleifsson SG, Agren R, Bolling C, Bordel S, Chavali AK, Dobson P, Dunn WB, Endler L, Hala D, Hucka M, Hull D, Jameson D, Jamshidi N, Jonsson JJ, Juty N, Keating S, Nookaew I, Le Novere N, Malys N, Mazein A, Papin JA, Price ND, Selkov E Sr, Sigurdsson MI, Simeonidis E, Sonnenschein N, Smallbone K, Sorokin A, van Beek JH, Weichart D, Goryanin I, Nielsen J, Westerhoff HV, Kell DB, Mendes P, Palsson BO: A community-driven global reconstruction of human metabolism. Nat Biotechnol. 2013 Mar 3. doi: 10.1038/nbt.2488. 23455439 Aspartate aminotransferase P00509 AAT_ECOLI aspC http://ecmdb.ca/proteins/P00509.xml Malate dehydrogenase P61889 MDH_ECOLI mdh http://ecmdb.ca/proteins/P61889.xml Putative aliphatic sulfonates transport permease protein ssuC P75851 SSUC_ECOLI ssuC http://ecmdb.ca/proteins/P75851.xml Putative aliphatic sulfonates transport permease protein ssuC P75851 SSUC_ECOLI ssuC http://ecmdb.ca/proteins/P75851.xml Cysteic acid + alpha-Ketoglutarate <> 3-Sulfopyruvic acid + L-Glutamate R02433 Cysteic acid + Oxoglutaric acid <> L-Glutamate + 3-Sulfopyruvic acid PW_R005927