2.0 2012-07-30 14:55:15 -0600 2015-06-03 17:21:06 -0600 ECMDB21293 M2MDB001697 UDP-4-Keto-pyranose UDP-4-keto-pyranose is a member of the chemical class known as Pyrimidine Ribonucleoside Diphosphates. These are pyrimidine ribobucleotides with diphosphate group linked to the ribose moiety. UDP-4-keto-pyranose UDP-4-Ketopentose UDP-Ara4O UDP-L-Ara4O Uridine 5'-&beta;-L-threo-pentapyranosyl-4''-ulose diphosphate Uridine 5'-&beta;-L-threo-pentapyranosyl-4''-ulose diphosphoric acid Uridine 5'-b-L-threo-pentapyranosyl-4''-ulose diphosphate Uridine 5'-b-L-threo-pentapyranosyl-4''-ulose diphosphoric acid Uridine 5'-beta-L-threo-pentapyranosyl-4''-ulose diphosphate Uridine 5'-beta-L-threo-pentapyranosyl-4''-ulose diphosphoric acid Uridine 5'-β-L-threo-pentapyranosyl-4''-ulose diphosphate Uridine 5'-β-L-threo-pentapyranosyl-4''-ulose diphosphoric acid C14H18N2O16P2 532.244 532.013155562 1-[(3R,4S,5R)-5-{[({[(2R,3R,4R)-3,4-dihydroxy-5-oxooxan-2-yl]oxy}(hydroxy)phosphoryl phosphonato)oxy]methyl}-3,4-dihydroxyoxolan-2-yl]-2-oxo-1,2-dihydropyrimidin-4-olate 1-[(3R,4S,5R)-5-[({[(2R,3R,4R)-3,4-dihydroxy-5-oxooxan-2-yl]oxy(hydroxy)phosphoryl phosphonato}oxy)methyl]-3,4-dihydroxyoxolan-2-yl]-2-oxopyrimidin-4-olate [H][C@]1(COP([O-])(=O)OP(O)(=O)O[C@@]2([H])OCC(=O)[C@]([H])(O)[C@@]2([H])O)OC([H])(N2C=CC([O-])=NC2=O)[C@]([H])(O)[C@]1([H])O InChI=1S/C14H20N2O16P2/c17-5-3-28-13(11(22)8(5)19)31-34(26,27)32-33(24,25)29-4-6-9(20)10(21)12(30-6)16-2-1-7(18)15-14(16)23/h1-2,6,8-13,19-22H,3-4H2,(H,24,25)(H,26,27)(H,15,18,23)/p-2/t6-,8+,9-,10-,11-,12?,13-/m1/s1 URJZIQLTPCJVMW-SVROINDSSA-L Cytosol logp -1.33 ALOGPS logs -1.05 ALOGPS solubility 5.08e+01 g/l ALOGPS logp -3.5 ChemAxon pka_strongest_acidic 1.73 ChemAxon pka_strongest_basic -3.7 ChemAxon iupac 1-[(3R,4S,5R)-5-{[({[(2R,3R,4R)-3,4-dihydroxy-5-oxooxan-2-yl]oxy}(hydroxy)phosphoryl phosphonato)oxy]methyl}-3,4-dihydroxyoxolan-2-yl]-2-oxo-1,2-dihydropyrimidin-4-olate ChemAxon average_mass 532.244 ChemAxon mono_mass 532.013155562 ChemAxon smiles [H][C@]1(COP([O-])(=O)OP(O)(=O)O[C@@]2([H])OCC(=O)[C@]([H])(O)[C@@]2([H])O)OC([H])(N2C=CC([O-])=NC2=O)[C@]([H])(O)[C@]1([H])O ChemAxon formula C14H18N2O16P2 ChemAxon inchi InChI=1S/C14H20N2O16P2/c17-5-3-28-13(11(22)8(5)19)31-34(26,27)32-33(24,25)29-4-6-9(20)10(21)12(30-6)16-2-1-7(18)15-14(16)23/h1-2,6,8-13,19-22H,3-4H2,(H,24,25)(H,26,27)(H,15,18,23)/p-2/t6-,8+,9-,10-,11-,12?,13-/m1/s1 ChemAxon inchikey URJZIQLTPCJVMW-SVROINDSSA-L ChemAxon polar_surface_area 277.3 ChemAxon refractivity 109.4 ChemAxon polarizability 42.18 ChemAxon rotatable_bond_count 8 ChemAxon acceptor_count 14 ChemAxon donor_count 5 ChemAxon physiological_charge -2 ChemAxon formal_charge -2 ChemAxon Amino sugar and nucleotide sugar metabolism ec00520 polymyxin resistance PWY0-1338 Specdb::MsMs 29117 Specdb::MsMs 29118 Specdb::MsMs 29119 Specdb::MsMs 35675 Specdb::MsMs 35676 Specdb::MsMs 35677 25244748 C16155 5-BETA-L-THREO-PENTAPYRANOSYL-4-ULOSE- 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 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 Bifunctional polymyxin resistance protein ArnA P77398 ARNA_ECOLI arnA http://ecmdb.ca/proteins/P77398.xml UDP-4-amino-4-deoxy-L-arabinose--oxoglutarate aminotransferase P77690 ARNB_ECOLI arnB http://ecmdb.ca/proteins/P77690.xml L-Glutamate + UDP-4-Keto-pyranose <> alpha-Ketoglutarate + Uridine 5''-diphospho-{beta}-4-deoxy-4-amino-L-arabinose R07659 NAD + Uridine diphosphate glucuronic acid > Carbon dioxide + NADH + UDP-4-Keto-pyranose R07658 RXN0-1861 Uridine diphosphate glucuronic acid + NAD <> UDP-4-Keto-pyranose + Carbon dioxide + NADH + Hydrogen ion R07658 Uridine 5''-diphospho-{beta}-4-deoxy-4-amino-L-arabinose + Oxoglutaric acid <> UDP-4-Keto-pyranose + L-Glutamate RXN0-1863 L-Glutamate + UDP-4-Keto-pyranose <> alpha-Ketoglutarate + Uridine 5''-diphospho-{beta}-4-deoxy-4-amino-L-arabinose NAD + Uridine diphosphate glucuronic acid > Carbon dioxide + NADH + UDP-4-Keto-pyranose NAD + Uridine diphosphate glucuronic acid > Carbon dioxide + NADH + UDP-4-Keto-pyranose