2.0 2012-05-31 14:09:27 -0600 2015-06-03 15:54:54 -0600 ECMDB06802 M2MDB000691 O-Phospho-4-hydroxy-L-threonine O-Phospho-4-hydroxy-L-threonine is involved in the vitamin B6 metabolism system. O-Phospho-4-hydroxy-L-threonine is a precursor for pyridoxine. O-Phospho-4-hydroxy-L-threonine can be converted to 4-hydroxy-L-threonine and 2-Amino-3-oxo-4-phosphonooxybutyrate by threonine synthase [EC:4.2.3.1] and 4-hydroxythreonine-4-phosphate dehydrogenase [EC:1.1.1.262], respectively. 4-(Phosphonooxy)-L-threonine 4-(Phosphonooxy)-threonine 4-Phospho-hydroxy-threonine 4-Phosphonooxy-L-threonine <i>O</i>-phospho-4-hydroxy-L-threonine L-Threo-3-hydroxy-homoserine phosphate L-threo-3-Hydroxy-homoserine phosphoric acid O-Phospho-4-hydroxy-L-threonine Phospho-hydroxy-threonine C4H10NO7P 215.0985 215.019488191 (2S,3S)-2-amino-3-hydroxy-4-(phosphonooxy)butanoic acid 4-(phosphonooxy)-L-threonine N[C@@H]([C@H](O)COP(O)(O)=O)C(O)=O InChI=1S/C4H10NO7P/c5-3(4(7)8)2(6)1-12-13(9,10)11/h2-3,6H,1,5H2,(H,7,8)(H2,9,10,11)/t2-,3+/m1/s1 FKHAKIJOKDGEII-GBXIJSLDSA-N Solid Cytosol logp -2.40 ALOGPS logs -0.98 ALOGPS solubility 2.27e+01 g/l ALOGPS logp -3.9 ChemAxon pka_strongest_acidic 1.31 ChemAxon pka_strongest_basic 8.93 ChemAxon iupac (2S,3S)-2-amino-3-hydroxy-4-(phosphonooxy)butanoic acid ChemAxon average_mass 215.0985 ChemAxon mono_mass 215.019488191 ChemAxon smiles N[C@@H]([C@H](O)COP(O)(O)=O)C(O)=O ChemAxon formula C4H10NO7P ChemAxon inchi InChI=1S/C4H10NO7P/c5-3(4(7)8)2(6)1-12-13(9,10)11/h2-3,6H,1,5H2,(H,7,8)(H2,9,10,11)/t2-,3+/m1/s1 ChemAxon inchikey FKHAKIJOKDGEII-GBXIJSLDSA-N ChemAxon polar_surface_area 150.31 ChemAxon refractivity 38.88 ChemAxon polarizability 16.6 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 7 ChemAxon donor_count 5 ChemAxon physiological_charge -2 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 2502 Specdb::CMs 39094 Specdb::CMs 169065 Specdb::NmrOneD 91552 Specdb::NmrOneD 91553 Specdb::NmrOneD 91554 Specdb::NmrOneD 91555 Specdb::NmrOneD 91556 Specdb::NmrOneD 91557 Specdb::NmrOneD 91558 Specdb::NmrOneD 91559 Specdb::NmrOneD 91560 Specdb::NmrOneD 91561 Specdb::NmrOneD 91562 Specdb::NmrOneD 91563 Specdb::NmrOneD 91564 Specdb::NmrOneD 91565 Specdb::NmrOneD 91566 Specdb::NmrOneD 91567 Specdb::NmrOneD 91568 Specdb::NmrOneD 91569 Specdb::NmrOneD 91570 Specdb::NmrOneD 91571 Specdb::MsMs 27938 Specdb::MsMs 27939 Specdb::MsMs 27940 Specdb::MsMs 34496 Specdb::MsMs 34497 Specdb::MsMs 34498 Specdb::MsMs 2844590 Specdb::MsMs 2844591 Specdb::MsMs 2844592 Specdb::MsMs 2860591 Specdb::MsMs 2860592 Specdb::MsMs 2860593 HMDB06802 389731 C06055 18336 4-PHOSPHONOOXY-THREONINE 4TP 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 Threonine synthase P00934 THRC_ECOLI thrC http://ecmdb.ca/proteins/P00934.xml Pyridoxine 5'-phosphate synthase P0A794 PDXJ_ECOLI pdxJ http://ecmdb.ca/proteins/P0A794.xml 4-hydroxythreonine-4-phosphate dehydrogenase P19624 PDXA_ECOLI pdxA http://ecmdb.ca/proteins/P19624.xml Phosphoserine aminotransferase P23721 SERC_ECOLI serC http://ecmdb.ca/proteins/P23721.xml 1-Deoxy-D-xylulose 5-phosphate + NAD + O-Phospho-4-hydroxy-L-threonine > Carbon dioxide + Hydrogen ion +2 Water + NADH + Pyridoxine 5'-phosphate + Phosphate Water + O-Phospho-4-hydroxy-L-threonine > 4-Hydroxy-L-threonine + Phosphate R05086 L-Glutamate + 2-Oxo-3-hydroxy-4-phosphobutanoic acid <> alpha-Ketoglutarate + O-Phospho-4-hydroxy-L-threonine R05085 O-Phospho-4-hydroxy-L-threonine + alpha-Ketoglutarate <> 2-Oxo-3-hydroxy-4-phosphobutanoic acid + L-Glutamate R05085 O-Phospho-4-hydroxy-L-threonine + Water <> 4-Hydroxy-L-threonine + Phosphate R05086 O-Phospho-4-hydroxy-L-threonine + NAD <> 2-Amino-3-oxo-4-phosphonooxybutyrate + NADH + Hydrogen ion R05681 1.1.1.262-RXN O-Phospho-4-hydroxy-L-threonine + NAD > Hydrogen ion + NADH + 2-Amino-3-oxo-4-phosphonooxybutyrate 1.1.1.262-RXN 2-Oxo-3-hydroxy-4-phosphobutanoic acid + L-Glutamate <> O-Phospho-4-hydroxy-L-threonine + Oxoglutaric acid PSERTRANSAMPYR-RXN 4-Hydroxy-L-threonine + Adenosine triphosphate > Hydrogen ion + O-Phospho-4-hydroxy-L-threonine + ADP RXN0-6564 O-Phospho-4-hydroxy-L-threonine + NAD > 2-Amino-3-phosphonopropionic acid + Carbon dioxide + 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 NAD + 2-Amino-3-oxo-4-phosphonooxybutyrate + O-Phospho-4-hydroxy-L-threonine <> 3-Amino-2-oxopropyl phosphate + Carbon dioxide + NADH + Hydrogen ion R05837 2-Oxo-3-hydroxy-4-phosphobutanoic acid + L-Glutamic acid + L-Glutamate <> A-Ketoglutaric acid oxime + O-Phospho-4-hydroxy-L-threonine PW_R003324 L-Glutamic acid + L-Glutamate <> O-Phospho-4-hydroxy-L-threonine PW_R003321 L-Glutamic acid + L-Glutamate <> Oxoglutaric acid + O-Phospho-4-hydroxy-L-threonine PW_R003322 L-Glutamic acid + L-Glutamate <> O-Phospho-4-hydroxy-L-threonine + A-Ketoglutaric acid oxime PW_R003323 2-Oxo-3-hydroxy-4-phosphobutanoic acid + L-Glutamic acid + L-Glutamate <> O-Phospho-4-hydroxy-L-threonine + Oxoglutaric acid PW_R003326 O-Phospho-4-hydroxy-L-threonine + NAD <>2 2-Amino-3-oxo-4-phosphonooxybutyrate + NADH + Hydrogen ion L-Glutamate + 2 2-Oxo-3-hydroxy-4-phosphobutanoic acid <> alpha-Ketoglutarate + O-Phospho-4-hydroxy-L-threonine O-Phospho-4-hydroxy-L-threonine + NAD <>2 2-Amino-3-oxo-4-phosphonooxybutyrate + NADH + Hydrogen ion