2.0 2012-05-31 13:50:37 -0600 2015-09-13 12:56:11 -0600 ECMDB01352 M2MDB000351 Hydroxypyruvic acid Hydroxypyruvic acid is an intermediate in the metabolism of Glycine, serine and threonine. It is a substrate for Serine--pyruvate aminotransferase and Glyoxylate reductase/hydroxypyruvate reductase. &beta;-hydroxypyruvate &beta;-hydroxypyruvic acid 3-Hydroxy-2-oxopropanoate 3-Hydroxy-2-oxopropanoic acid 3-Hydroxypyruvate 3-Hydroxypyruvic acid b-Hydroxypyruvate b-Hydroxypyruvic acid Beta-Hydroxypyruvate Beta-Hydroxypyruvic acid Hydroxypyruvate OH-pyr OH-pyruvate OH-pyruvic acid β-Hydroxypyruvate β-Hydroxypyruvic acid C3H4O4 104.0615 104.010958616 3-hydroxy-2-oxopropanoic acid hydroxypyruvic acid 1113-60-6 OCC(=O)C(O)=O InChI=1S/C3H4O4/c4-1-2(5)3(6)7/h4H,1H2,(H,6,7) HHDDCCUIIUWNGJ-UHFFFAOYSA-N Solid Cytosol logp -1.43 ALOGPS logs 0.30 ALOGPS solubility 2.09e+02 g/l ALOGPS logp -0.75 ChemAxon pka_strongest_acidic 2.57 ChemAxon pka_strongest_basic -3.4 ChemAxon iupac 3-hydroxy-2-oxopropanoic acid ChemAxon average_mass 104.0615 ChemAxon mono_mass 104.010958616 ChemAxon smiles OCC(=O)C(O)=O ChemAxon formula C3H4O4 ChemAxon inchi InChI=1S/C3H4O4/c4-1-2(5)3(6)7/h4H,1H2,(H,6,7) ChemAxon inchikey HHDDCCUIIUWNGJ-UHFFFAOYSA-N ChemAxon polar_surface_area 74.6 ChemAxon refractivity 19.69 ChemAxon polarizability 8.17 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 4 ChemAxon donor_count 2 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Glycine, serine and threonine metabolism ec00260 Methane metabolism ec00680 Glyoxylate and dicarboxylate metabolism ec00630 Microbial metabolism in diverse environments ec01120 Metabolic pathways eco01100 Specdb::CMs 987 Specdb::CMs 993 Specdb::CMs 26035 Specdb::CMs 30073 Specdb::CMs 30074 Specdb::CMs 30445 Specdb::CMs 30446 Specdb::CMs 31314 Specdb::CMs 31315 Specdb::CMs 32065 Specdb::CMs 32336 Specdb::CMs 38036 Specdb::CMs 130903 Specdb::CMs 138637 Specdb::NmrOneD 147530 Specdb::NmrOneD 147531 Specdb::NmrOneD 147532 Specdb::NmrOneD 147533 Specdb::NmrOneD 147534 Specdb::NmrOneD 147535 Specdb::NmrOneD 147536 Specdb::NmrOneD 147537 Specdb::NmrOneD 147538 Specdb::NmrOneD 147539 Specdb::NmrOneD 147540 Specdb::NmrOneD 147541 Specdb::NmrOneD 147542 Specdb::NmrOneD 147543 Specdb::NmrOneD 147544 Specdb::NmrOneD 147545 Specdb::NmrOneD 147546 Specdb::NmrOneD 147547 Specdb::NmrOneD 147548 Specdb::NmrOneD 147549 Specdb::MsMs 23711 Specdb::MsMs 23712 Specdb::MsMs 23713 Specdb::MsMs 30509 Specdb::MsMs 30510 Specdb::MsMs 30511 Specdb::MsMs 2245682 Specdb::MsMs 2724749 Specdb::MsMs 2724750 Specdb::MsMs 2724751 Specdb::MsMs 2957085 Specdb::MsMs 2957086 Specdb::MsMs 2957087 HMDB01352 964 939 C00168 30841 OH-PYR 3PY 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 Winder, C. L., Dunn, W. B., Schuler, S., Broadhurst, D., Jarvis, R., Stephens, G. M., Goodacre, R. (2008). "Global metabolic profiling of Escherichia coli cultures: an evaluation of methods for quenching and extraction of intracellular metabolites." Anal Chem 80:2939-2948. 18331064 Kolvraa S, Rasmussen K, Brandt NJ: D-glyceric acidemia: biohcemical studies of a new syndrome. Pediatr Res. 1976 Oct;10(10):825-30. 972784 Behal, Francis J. Hydroxypyruvic acid formation in Aspergillus niger. Archives of Biochemistry and Biophysics (1960), 88 110-12. http://hmdb.ca/system/metabolites/msds/000/001/214/original/HMDB01352.pdf?1358461657 Hydroxypyruvate isomerase P30147 HYI_ECOLI hyi http://ecmdb.ca/proteins/P30147.xml Glyoxylate/hydroxypyruvate reductase B P37666 GHRB_ECOLI ghrB http://ecmdb.ca/proteins/P37666.xml Uncharacterized Nudix hydrolase nudL P43337 NUDL_ECOLI nudL http://ecmdb.ca/proteins/P43337.xml Glyoxylate/hydroxypyruvate reductase A P75913 GHRA_ECOLI ghrA http://ecmdb.ca/proteins/P75913.xml Hydrogen ion + Hydroxypyruvic acid + NADH > Glyceric acid + NAD R01388 Hydrogen ion + Hydroxypyruvic acid + NADPH > Glyceric acid + NADP R01392 RXN0-300 Hydroxypyruvic acid <> Tartronate semialdehyde R01394 RXN0-305 Glyceric acid + NAD <> Hydroxypyruvic acid + NADH + Hydrogen ion R01388 Glyceric acid + NADP <> Hydroxypyruvic acid + NADPH + Hydrogen ion R01392 Phosphohydroxypyruvic acid + Water > Hydroxypyruvic acid + Phosphate RXN0-6562 Glyceric acid + NAD(P)(+) > Hydroxypyruvic acid + NAD(P)H Hydroxypyruvic acid > Tartronate semialdehyde Hydroxypyruvic acid <> Tartronate semialdehyde Hydrogen ion + Hydroxypyruvic acid + NADH > Glyceric acid + NAD Hydroxypyruvic acid <> Tartronate semialdehyde