2.0 2012-05-31 14:31:20 -0600 2015-06-03 17:19:27 -0600 ECMDB20172 M2MDB001019 Meso-Tartaric acid Meso-tartaric acid is a member of the chemical class known as Dicarboxylic Acids and Derivatives. These are organic compounds containing exactly two carboxylic acid groups. (2R,3S)-2,3-dihydroxybutanedioate (2R,3S)-2,3-dihydroxybutanedioic acid (2R,3S)-2,3-dihydroxysuccinate (2R,3S)-2,3-dihydroxysuccinic acid (2R,3S)-rel-2,3-dihydroxybutanedioate (2R,3S)-rel-2,3-dihydroxybutanedioic acid (2R,3S)-tartarate (2R,3S)-tartaric acid (R*,S*)-2,3-dihydroxybutanedioate (R*,S*)-2,3-dihydroxybutanedioic acid 1,4-BUTANEDIOate,2,3-dihydroxy (tartarate) 1,4-BUTANEDIOIC ACID,2,3-DIHYDROXY (TARTARIC ACID) 2,3-Dihydroxy-(R*,S*)-Butanedioate 2,3-Dihydroxy-(R*,S*)-Butanedioic acid 2,3-Dihydroxy-Butanedioate 2,3-Dihydroxy-Butanedioic acid 2,3-Dihydroxysuccinate 2,3-Dihydroxysuccinic acid <i>meso</i>-tartaric acid Erythrarate Erythraric acid Internally compensate tartarate Internally compensate tartaric acid Internally compensated tartarate Internally compensated tartaric acid Internally compensic acid tartaric acid M-Tartarate M-Tartaric acid Meso-Tartarate Meso-tartarate monohydrate Meso-tartaric acid monohydrate Meso-tartaric acid monohydric acid Meso-tartrate Meso-tartric acid Mesotartarate Mesotartaric acid Mesoweinsaeure S,R Meso-tartarate S,R Meso-tartaric acid SRT Unresolvable tartarate Unresolvable tartaric acid C4H6O6 150.0868 150.016437924 2,3-dihydroxybutanedioic acid (.+-.)-tartaric acid 147-73-9 OC(C(O)C(O)=O)C(O)=O InChI=1S/C4H6O6/c5-1(3(7)8)2(6)4(9)10/h1-2,5-6H,(H,7,8)(H,9,10) FEWJPZIEWOKRBE-UHFFFAOYSA-N Solid Cytoplasm Periplasm logp -1.27 ALOGPS logs 0.03 ALOGPS solubility 1.61e+02 g/l ALOGPS melting_point 147 oC logp -1.8 ChemAxon pka_strongest_acidic 2.72 ChemAxon pka_strongest_basic -4.3 ChemAxon iupac 2,3-dihydroxybutanedioic acid ChemAxon average_mass 150.0868 ChemAxon mono_mass 150.016437924 ChemAxon smiles OC(C(O)C(O)=O)C(O)=O ChemAxon formula C4H6O6 ChemAxon inchi InChI=1S/C4H6O6/c5-1(3(7)8)2(6)4(9)10/h1-2,5-6H,(H,7,8)(H,9,10) ChemAxon inchikey FEWJPZIEWOKRBE-UHFFFAOYSA-N ChemAxon polar_surface_area 115.06 ChemAxon refractivity 26.21 ChemAxon polarizability 11.61 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 6 ChemAxon donor_count 4 ChemAxon physiological_charge -2 ChemAxon formal_charge 0 ChemAxon Glyoxylate and dicarboxylate metabolism ec00630 Specdb::CMs 3207 Specdb::CMs 32250 Specdb::CMs 47940 Specdb::CMs 102417 Specdb::CMs 102549 Specdb::CMs 102550 Specdb::CMs 136883 Specdb::CMs 144617 Specdb::EiMs 925 Specdb::NmrOneD 4094 Specdb::NmrOneD 5085 Specdb::NmrOneD 5086 Specdb::NmrOneD 68732 Specdb::NmrOneD 68733 Specdb::NmrOneD 68734 Specdb::NmrOneD 68735 Specdb::NmrOneD 68736 Specdb::NmrOneD 68737 Specdb::NmrOneD 68738 Specdb::NmrOneD 68739 Specdb::NmrOneD 68740 Specdb::NmrOneD 68741 Specdb::NmrOneD 68742 Specdb::NmrOneD 68743 Specdb::NmrOneD 68744 Specdb::NmrOneD 68745 Specdb::NmrOneD 68746 Specdb::NmrOneD 68747 Specdb::NmrOneD 68748 Specdb::NmrOneD 68749 Specdb::NmrOneD 68750 Specdb::NmrOneD 68751 Specdb::MsMs 29303 Specdb::MsMs 29304 Specdb::MsMs 29305 Specdb::MsMs 35861 Specdb::MsMs 35862 Specdb::MsMs 35863 Specdb::MsMs 439201 Specdb::MsMs 440050 Specdb::MsMs 440055 Specdb::MsMs 2242563 Specdb::MsMs 2243300 Specdb::MsMs 2759651 Specdb::MsMs 2759652 Specdb::MsMs 2759653 Specdb::MsMs 2949879 Specdb::MsMs 2949880 Specdb::MsMs 2949881 447315 852 C00552 15673 MESO-TARTRATE 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 D-malate dehydrogenase [decarboxylating] P76251 DMLA_ECOLI dmlA http://ecmdb.ca/proteins/P76251.xml Meso-Tartaric acid + NAD <> 2-Hydroxy-3-oxosuccinate + NADH + Hydrogen ion R02545