2.02012-05-31 13:50:37 -06002015-09-13 12:56:11 -0600ECMDB01352M2MDB000351Hydroxypyruvic acidHydroxypyruvic 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.β-hydroxypyruvateβ-hydroxypyruvic acid3-Hydroxy-2-oxopropanoate3-Hydroxy-2-oxopropanoic acid3-Hydroxypyruvate3-Hydroxypyruvic acidb-Hydroxypyruvateb-Hydroxypyruvic acidBeta-HydroxypyruvateBeta-Hydroxypyruvic acidHydroxypyruvateOH-pyrOH-pyruvateOH-pyruvic acidβ-Hydroxypyruvateβ-Hydroxypyruvic acidC3H4O4104.0615104.0109586163-hydroxy-2-oxopropanoic acidhydroxypyruvic acid1113-60-6OCC(=O)C(O)=OInChI=1S/C3H4O4/c4-1-2(5)3(6)7/h4H,1H2,(H,6,7)HHDDCCUIIUWNGJ-UHFFFAOYSA-NSolidCytosollogp-1.43logs0.30solubility2.09e+02 g/llogp-0.75pka_strongest_acidic2.57pka_strongest_basic-3.4iupac3-hydroxy-2-oxopropanoic acidaverage_mass104.0615mono_mass104.010958616smilesOCC(=O)C(O)=OformulaC3H4O4inchiInChI=1S/C3H4O4/c4-1-2(5)3(6)7/h4H,1H2,(H,6,7)inchikeyHHDDCCUIIUWNGJ-UHFFFAOYSA-Npolar_surface_area74.6refractivity19.69polarizability8.17rotatable_bond_count2acceptor_count4donor_count2physiological_charge-1formal_charge0Glycine, serine and threonine metabolismec00260Methane metabolismec00680Glyoxylate and dicarboxylate metabolismec00630Microbial metabolism in diverse environmentsec01120Metabolic pathwayseco01100Specdb::CMs987Specdb::CMs993Specdb::CMs26035Specdb::CMs30073Specdb::CMs30074Specdb::CMs30445Specdb::CMs30446Specdb::CMs31314Specdb::CMs31315Specdb::CMs32065Specdb::CMs32336Specdb::CMs38036Specdb::CMs130903Specdb::CMs138637Specdb::NmrOneD147530Specdb::NmrOneD147531Specdb::NmrOneD147532Specdb::NmrOneD147533Specdb::NmrOneD147534Specdb::NmrOneD147535Specdb::NmrOneD147536Specdb::NmrOneD147537Specdb::NmrOneD147538Specdb::NmrOneD147539Specdb::NmrOneD147540Specdb::NmrOneD147541Specdb::NmrOneD147542Specdb::NmrOneD147543Specdb::NmrOneD147544Specdb::NmrOneD147545Specdb::NmrOneD147546Specdb::NmrOneD147547Specdb::NmrOneD147548Specdb::NmrOneD147549Specdb::MsMs23711Specdb::MsMs23712Specdb::MsMs23713Specdb::MsMs30509Specdb::MsMs30510Specdb::MsMs30511Specdb::MsMs2245682Specdb::MsMs2724749Specdb::MsMs2724750Specdb::MsMs2724751Specdb::MsMs2957085Specdb::MsMs2957086Specdb::MsMs2957087HMDB01352964939C0016830841OH-PYR3PYKeseler, 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-D590.21097882Kanehisa, 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-D114.22080510van 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 370:17-25.17765195Winder, 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 80:2939-2948.18331064Kolvraa S, Rasmussen K, Brandt NJ: D-glyceric acidemia: biohcemical studies of a new syndrome. Pediatr Res. 1976 Oct;10(10):825-30.972784Behal, 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?1358461657Hydroxypyruvate isomeraseP30147HYI_ECOLIhyihttp://ecmdb.ca/proteins/P30147.xmlGlyoxylate/hydroxypyruvate reductase BP37666GHRB_ECOLIghrBhttp://ecmdb.ca/proteins/P37666.xmlUncharacterized Nudix hydrolase nudLP43337NUDL_ECOLInudLhttp://ecmdb.ca/proteins/P43337.xmlGlyoxylate/hydroxypyruvate reductase AP75913GHRA_ECOLIghrAhttp://ecmdb.ca/proteins/P75913.xmlHydrogen ion + Hydroxypyruvic acid + NADH > Glyceric acid + NADR01388Hydrogen ion + Hydroxypyruvic acid + NADPH > Glyceric acid + NADPR01392RXN0-300Hydroxypyruvic acid <> Tartronate semialdehydeR01394RXN0-305Glyceric acid + NAD <> Hydroxypyruvic acid + NADH + Hydrogen ionR01388Glyceric acid + NADP <> Hydroxypyruvic acid + NADPH + Hydrogen ionR01392Phosphohydroxypyruvic acid + Water > Hydroxypyruvic acid + PhosphateRXN0-6562Glyceric acid + NAD(P)(+) > Hydroxypyruvic acid + NAD(P)HHydroxypyruvic acid > Tartronate semialdehydeHydroxypyruvic acid <> Tartronate semialdehydeHydrogen ion + Hydroxypyruvic acid + NADH > Glyceric acid + NADHydroxypyruvic acid <> Tartronate semialdehyde