2.0 2012-05-31 14:34:10 -0600 2015-06-03 17:19:35 -0600 ECMDB20227 M2MDB001072 2-Hydroxymalonate 2-hydroxymalonate is a member of the chemical class known as Sugar Acids and Derivatives. These are compounds containing a saccharide unit which bears a carboxylic acid group. 2-hydroxymalonate is involved in d-glycerate biosynthesis. Further evidence for identification as tartronate semialdehyde reductase is the observation that the coding region for this protein is directly preceded by genes coding for hydroxypyruvate isomerase and glyoxylate carboligase, two enzymes that synthesize tartronate semialdehyde, producing an operon clearly designed for d-glycerate biosynthesis from tartronate semialdehyde. (PMID 10978349) 2-Hydroxymalonic acid 2-Hydroxypropanedioate 2-Hydroxypropanedioic acid Hydroxy-Malonate Hydroxy-Malonic acid Hydroxy-Propanedioate Hydroxy-Propanedioic acid Hydroxymalonate Hydroxymalonate(2-) Hydroxymalonic acid Hydroxymalonic acid(2-) Hydroxypropanedioate Hydroxypropanedioic acid Tartronate Tartronic acid TTN C3H2O5 118.045 117.990223174 2-hydroxypropanedioate tartronate 80-69-3 OC(C([O-])=O)C([O-])=O InChI=1S/C3H4O5/c4-1(2(5)6)3(7)8/h1,4H,(H,5,6)(H,7,8)/p-2 ROBFUDYVXSDBQM-UHFFFAOYSA-L Solid Cytoplasm Periplasm logp -0.92 ALOGPS logs 0.55 ALOGPS solubility 5.42e+02 g/l ALOGPS melting_point 157 oC logp -1 ChemAxon pka_strongest_acidic 2.16 ChemAxon pka_strongest_basic -4.9 ChemAxon iupac 2-hydroxypropanedioate ChemAxon average_mass 118.045 ChemAxon mono_mass 117.990223174 ChemAxon smiles OC(C([O-])=O)C([O-])=O ChemAxon formula C3H2O5 ChemAxon inchi InChI=1S/C3H4O5/c4-1(2(5)6)3(7)8/h1,4H,(H,5,6)(H,7,8)/p-2 ChemAxon inchikey ROBFUDYVXSDBQM-UHFFFAOYSA-L ChemAxon polar_surface_area 100.49 ChemAxon refractivity 42 ChemAxon polarizability 8.16 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 5 ChemAxon donor_count 1 ChemAxon physiological_charge -2 ChemAxon formal_charge -2 ChemAxon Specdb::NmrOneD 338088 Specdb::NmrOneD 338089 Specdb::NmrOneD 338090 Specdb::NmrOneD 338091 Specdb::NmrOneD 338092 Specdb::NmrOneD 338093 Specdb::NmrOneD 338094 Specdb::NmrOneD 338095 Specdb::NmrOneD 338096 Specdb::NmrOneD 338097 Specdb::NmrOneD 338098 Specdb::NmrOneD 338099 Specdb::NmrOneD 338100 Specdb::NmrOneD 338101 Specdb::NmrOneD 338102 Specdb::NmrOneD 338103 Specdb::NmrOneD 338104 Specdb::NmrOneD 338105 Specdb::NmrOneD 338106 Specdb::NmrOneD 338107 Specdb::MsMs 29312 Specdb::MsMs 29313 Specdb::MsMs 29314 Specdb::MsMs 35870 Specdb::MsMs 35871 Specdb::MsMs 35872 44 43 C02287 16513 HYDROXYMALONATE 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 Njau, R. K., Herndon, C. A., Hawes, J. W. (2000). "Novel beta -hydroxyacid dehydrogenases in Escherichia coli and Haemophilus influenzae." J Biol Chem 275:38780-38786. 10978349