2.0 2012-05-31 14:09:24 -0600 2015-06-03 15:54:54 -0600 ECMDB06801 M2MDB000690 2-Oxo-3-hydroxy-4-phosphobutanoic acid 2-Oxo-3-hydroxy-4-phosphobutanoic acid is involved in the interconversion of O-phospho-4-hydroxy-L-threonine. This reaction is catalyzed by phosphoserine aminotransferase 1. These amino acid derivatives are sometimes considered to be part of the vitamin B6 pathway. (3R)-3-hydroxy-2-oxo-4 phosphonooxybutanoate (3R)-3-hydroxy-2-oxo-4 phosphonooxybutanoic acid (3R)-3-Hydroxy-2-oxo-4-phosphonooxybutanoate (3R)-3-Hydroxy-2-oxo-4-phosphonooxybutanoic acid 2-Oxo-3-hydroxy-4-phosphobutanoate 2-Oxo-3-hydroxy-4-phosphobutanoic acid 3-hydroxy-4-phospho-hydroxy-&alpha;-ketobutyrate 3-Hydroxy-4-phospho-hydroxy-&alpha;-ketobutyric acid 3-Hydroxy-4-phospho-hydroxy-a-ketobutyrate 3-Hydroxy-4-phospho-hydroxy-a-ketobutyric acid 3-Hydroxy-4-phospho-hydroxy-alpha-ketobutyrate 3-Hydroxy-4-phospho-hydroxy-alpha-ketobutyric acid 3-Hydroxy-4-phospho-hydroxy-α-ketobutyrate 3-Hydroxy-4-phospho-hydroxy-α-ketobutyric acid a-keto-3-Hydroxy-4-phosphobutyrate a-keto-3-Hydroxy-4-phosphobutyric acid Alpha-Keto-3-hydroxy-4-phosphobutyrate Alpha-Keto-3-hydroxy-4-phosphobutyric acid α-keto-3-Hydroxy-4-phosphobutyrate α-keto-3-Hydroxy-4-phosphobutyric acid C4H7O8P 214.0673 213.987853712 (3R)-3-hydroxy-2-oxo-4-(phosphonooxy)butanoic acid (3R)-3-hydroxy-2-oxo-4-(phosphonooxy)butanoic acid O[C@H](COP(O)(O)=O)C(=O)C(O)=O InChI=1S/C4H7O8P/c5-2(3(6)4(7)8)1-12-13(9,10)11/h2,5H,1H2,(H,7,8)(H2,9,10,11)/t2-/m1/s1 MZJFVXDTNBHTKZ-UWTATZPHSA-N Solid Cytosol logp -2.01 ALOGPS logs -1.12 ALOGPS solubility 1.62e+01 g/l ALOGPS logp -1.4 ChemAxon pka_strongest_acidic 1.34 ChemAxon pka_strongest_basic -4 ChemAxon iupac (3R)-3-hydroxy-2-oxo-4-(phosphonooxy)butanoic acid ChemAxon average_mass 214.0673 ChemAxon mono_mass 213.987853712 ChemAxon smiles O[C@H](COP(O)(O)=O)C(=O)C(O)=O ChemAxon formula C4H7O8P ChemAxon inchi InChI=1S/C4H7O8P/c5-2(3(6)4(7)8)1-12-13(9,10)11/h2,5H,1H2,(H,7,8)(H2,9,10,11)/t2-/m1/s1 ChemAxon inchikey MZJFVXDTNBHTKZ-UWTATZPHSA-N ChemAxon polar_surface_area 141.36 ChemAxon refractivity 36.6 ChemAxon polarizability 15.26 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 7 ChemAxon donor_count 4 ChemAxon physiological_charge -3 ChemAxon formal_charge 0 ChemAxon Glycine, serine and threonine metabolism ec00260 Methane metabolism ec00680 Vitamin B6 metabolism ec00750 Microbial metabolism in diverse environments ec01120 Metabolic pathways eco01100 Vitamin B6 1430936196 PW000891 Metabolic pyridoxal 5'-phosphate biosynthesis I PYRIDOXSYN-PWY Specdb::CMs 3197 Specdb::CMs 39093 Specdb::CMs 163830 Specdb::NmrOneD 91532 Specdb::NmrOneD 91533 Specdb::NmrOneD 91534 Specdb::NmrOneD 91535 Specdb::NmrOneD 91536 Specdb::NmrOneD 91537 Specdb::NmrOneD 91538 Specdb::NmrOneD 91539 Specdb::NmrOneD 91540 Specdb::NmrOneD 91541 Specdb::NmrOneD 91542 Specdb::NmrOneD 91543 Specdb::NmrOneD 91544 Specdb::NmrOneD 91545 Specdb::NmrOneD 91546 Specdb::NmrOneD 91547 Specdb::NmrOneD 91548 Specdb::NmrOneD 91549 Specdb::NmrOneD 91550 Specdb::NmrOneD 91551 Specdb::MsMs 25571 Specdb::MsMs 25572 Specdb::MsMs 25573 Specdb::MsMs 32129 Specdb::MsMs 32130 Specdb::MsMs 32131 Specdb::MsMs 2396523 Specdb::MsMs 2396524 Specdb::MsMs 2396525 Specdb::MsMs 2542211 Specdb::MsMs 2542212 Specdb::MsMs 2542213 HMDB06801 C06054 3OH-4P-OH-ALPHA-KETOBUTYRATE 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 Erythronate-4-phosphate dehydrogenase P05459 PDXB_ECOLI pdxB http://ecmdb.ca/proteins/P05459.xml Phosphoserine aminotransferase P23721 SERC_ECOLI serC http://ecmdb.ca/proteins/P23721.xml L-Glutamate + 2-Oxo-3-hydroxy-4-phosphobutanoic acid <> alpha-Ketoglutarate + O-Phospho-4-hydroxy-L-threonine R05085 4-Phospho-D-erythronate + NAD <> Hydrogen ion + NADH + 2-Oxo-3-hydroxy-4-phosphobutanoic acid R04210 ERYTHRON4PDEHYDROG-RXN O-Phospho-4-hydroxy-L-threonine + alpha-Ketoglutarate <> 2-Oxo-3-hydroxy-4-phosphobutanoic acid + L-Glutamate R05085 4-Phospho-D-erythronate + NAD > Hydrogen ion + 2-Oxo-3-hydroxy-4-phosphobutanoic acid + NADH ERYTHRON4PDEHYDROG-RXN 2-Oxo-3-hydroxy-4-phosphobutanoic acid + L-Glutamate <> O-Phospho-4-hydroxy-L-threonine + Oxoglutaric acid PSERTRANSAMPYR-RXN 4-Phospho-D-erythronate + NAD > 2-Oxo-3-hydroxy-4-phosphobutanoic acid + NADH O-Phospho-4-hydroxy-L-threonine + Oxoglutaric acid > 2-Oxo-3-hydroxy-4-phosphobutanoic acid + L-Glutamate PSERTRANSAMPYR-RXN Phosphoserine + alpha-Ketoglutarate + O-Phospho-4-hydroxy-L-threonine <> Phosphohydroxypyruvic acid + L-Glutamate + 2-Oxo-3-hydroxy-4-phosphobutanoic acid R04173 2-Oxo-3-hydroxy-4-phosphobutanoic acid + L-Glutamic acid + L-Glutamate <> A-Ketoglutaric acid oxime + O-Phospho-4-hydroxy-L-threonine PW_R003324 2-Oxo-3-hydroxy-4-phosphobutanoic acid + L-Glutamic acid + L-Glutamate <> O-Phospho-4-hydroxy-L-threonine + Oxoglutaric acid PW_R003326 4 4-Phospho-D-erythronate + NAD <> Hydrogen ion + NADH +2 2-Oxo-3-hydroxy-4-phosphobutanoic acid L-Glutamate + 2 2-Oxo-3-hydroxy-4-phosphobutanoic acid <> alpha-Ketoglutarate + O-Phospho-4-hydroxy-L-threonine 4 4-Phospho-D-erythronate + NAD <> Hydrogen ion + NADH +2 2-Oxo-3-hydroxy-4-phosphobutanoic acid