2.0 2012-05-31 14:24:05 -0600 2015-06-03 17:19:10 -0600 ECMDB20036 M2MDB000885 2-Amino-3-oxo-4-phosphonooxybutyrate 2-amino-3-oxo-4-phosphonooxybutyrate is a member of the chemical class known as Alpha Amino Acids and Derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon) (2S)-2-Amino-3-oxo-4-phosphonooxybutanoate (2S)-2-Amino-3-oxo-4-phosphonooxybutanoic acid 2-amino-3-oxo-4-phosphonooxybutyrate 2-Amino-3-oxo-4-phosphonooxybutyric acid L-2-Amino-3-oxo-4-phosphonooxybutyrate L-2-Amino-3-oxo-4-phosphonooxybutyric acid C4H8NO7P 213.0826 213.003838127 (2S)-2-amino-3-oxo-4-(phosphonooxy)butanoic acid (2S)-2-amino-3-oxo-4-(phosphonooxy)butanoic acid [H][C@@](N)(C(O)=O)C(=O)COP(O)(O)=O InChI=1S/C4H8NO7P/c5-3(4(7)8)2(6)1-12-13(9,10)11/h3H,1,5H2,(H,7,8)(H2,9,10,11)/t3-/m0/s1 LMKSRFWSQAKTOE-VKHMYHEASA-N Cytoplasm Periplasm logp -1.75 ALOGPS logs -1.11 ALOGPS solubility 1.66e+01 g/l ALOGPS logp -3.3 ChemAxon pka_strongest_acidic 1.03 ChemAxon pka_strongest_basic 7.23 ChemAxon iupac (2S)-2-amino-3-oxo-4-(phosphonooxy)butanoic acid ChemAxon average_mass 213.0826 ChemAxon mono_mass 213.003838127 ChemAxon smiles [H][C@@](N)(C(O)=O)C(=O)COP(O)(O)=O ChemAxon formula C4H8NO7P ChemAxon inchi InChI=1S/C4H8NO7P/c5-3(4(7)8)2(6)1-12-13(9,10)11/h3H,1,5H2,(H,7,8)(H2,9,10,11)/t3-/m0/s1 ChemAxon inchikey LMKSRFWSQAKTOE-VKHMYHEASA-N ChemAxon polar_surface_area 147.15 ChemAxon refractivity 38.11 ChemAxon polarizability 16.03 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 7 ChemAxon donor_count 4 ChemAxon physiological_charge -2 ChemAxon formal_charge 0 ChemAxon Vitamin B6 metabolism ec00750 Metabolic pathways eco01100 Vitamin B6 1430936196 PW000891 Metabolic pyridoxal 5'-phosphate biosynthesis I PYRIDOXSYN-PWY Specdb::CMs 3164 Specdb::NmrOneD 275398 Specdb::NmrOneD 275399 Specdb::NmrOneD 275400 Specdb::NmrOneD 275401 Specdb::NmrOneD 275402 Specdb::NmrOneD 275403 Specdb::NmrOneD 275404 Specdb::NmrOneD 275405 Specdb::NmrOneD 275406 Specdb::NmrOneD 275407 Specdb::NmrOneD 275408 Specdb::NmrOneD 275409 Specdb::NmrOneD 275410 Specdb::NmrOneD 275411 Specdb::NmrOneD 275412 Specdb::NmrOneD 275413 Specdb::NmrOneD 275414 Specdb::NmrOneD 275415 Specdb::NmrOneD 275416 Specdb::NmrOneD 275417 Specdb::MsMs 23123 Specdb::MsMs 23124 Specdb::MsMs 23125 Specdb::MsMs 29921 Specdb::MsMs 29922 Specdb::MsMs 29923 441260 390031 C07335 16273 2-AMINO-3-OXO-4-PHOSPHONOOXYBUTYRATE 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 4-hydroxythreonine-4-phosphate dehydrogenase P19624 PDXA_ECOLI pdxA http://ecmdb.ca/proteins/P19624.xml O-Phospho-4-hydroxy-L-threonine + NAD <> 2-Amino-3-oxo-4-phosphonooxybutyrate + NADH + Hydrogen ion R05681 1.1.1.262-RXN 2-Amino-3-oxo-4-phosphonooxybutyrate + Hydrogen ion > 1-Amino-propan-2-one-3-phosphate + Carbon dioxide RXN-8447 O-Phospho-4-hydroxy-L-threonine + NAD > Hydrogen ion + NADH + 2-Amino-3-oxo-4-phosphonooxybutyrate 1.1.1.262-RXN NAD + 2-Amino-3-oxo-4-phosphonooxybutyrate + O-Phospho-4-hydroxy-L-threonine <> 3-Amino-2-oxopropyl phosphate + Carbon dioxide + NADH + Hydrogen ion R05837 O-Phospho-4-hydroxy-L-threonine + NAD <>2 2-Amino-3-oxo-4-phosphonooxybutyrate + NADH + Hydrogen ion O-Phospho-4-hydroxy-L-threonine + NAD <>2 2-Amino-3-oxo-4-phosphonooxybutyrate + NADH + Hydrogen ion