2.0 2012-07-30 14:55:15 -0600 2015-06-03 17:21:06 -0600 ECMDB21294 M2MDB001698 UDP-N-Acetyl-D-mannosaminouronate UDP-n-acetyl-D-mannosaminouronate is a member of the chemical class known as Pyrimidine Nucleotide Sugars. These are pyrimidine nucleotides bound to a saccharide derivative through the terminal phosphate group. UDP-N-acetyl-D-mannosaminouronate UDP-N-acetyl-D-mannosaminouronic-acid UDP-N-acetyl-mannosaminouronic acid UDP-ManNAcA UDP-ManNAcUA UDP-N-Acetyl-2-amino-2-deoxy-D-mannuronate UDP-N-Acetyl-2-amino-2-deoxy-D-mannuronic acid UDP-N-Acetyl-D-mannosaminouronate UDP-N-Acetyl-D-mannosaminouronic acid UDP-N-Acetyl-D-mannosaminouronic-acid UDP-N-Acetyl-D-mannosaminuronate UDP-N-Acetyl-D-mannosaminuronic acid UDP-N-Acetyl-mannosaminouronate UDP-N-Acetyl-mannosaminouronic acid Uridine 5'-[3-(2-acetamido-2-deoxy-D-mannopyranosyluronate) dihydrogen diphosphate] Uridine 5'-[3-(2-acetamido-2-deoxy-D-mannopyranosyluronic acid) dihydrogen diphosphate] Uridine 5'-[3-(2-acetamido-2-deoxy-D-mannopyranosyluronic acid) dihydrogen diphosphoric acid] C17H22N3O18P2 618.3134 618.037358939 (2S,3S,4R,5S,6R)-6-({[({[(2R,3S,4R,5R)-3,4-dihydroxy-5-(4-oxido-2-oxo-1,2-dihydropyrimidin-1-yl)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-3,4-dihydroxy-5-[(1-oxidoethylidene)amino]oxane-2-carboxylate (2S,3S,4R,5S,6R)-6-[({[(2R,3S,4R,5R)-3,4-dihydroxy-5-(4-oxido-2-oxopyrimidin-1-yl)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]-3,4-dihydroxy-5-[(1-oxidoethylidene)amino]oxane-2-carboxylate [H][C@]1(COP(O)(=O)OP(O)(=O)O[C@@]2([H])O[C@]([H])(C([O-])=O)[C@@]([H])(O)[C@]([H])(O)[C@]2([H])N=C(C)[O-])O[C@@]([H])(N2C=CC([O-])=NC2=O)[C@]([H])(O)[C@]1([H])O InChI=1S/C17H25N3O18P2/c1-5(21)18-8-10(24)11(25)13(15(27)28)36-16(8)37-40(32,33)38-39(30,31)34-4-6-9(23)12(26)14(35-6)20-3-2-7(22)19-17(20)29/h2-3,6,8-14,16,23-26H,4H2,1H3,(H,18,21)(H,27,28)(H,30,31)(H,32,33)(H,19,22,29)/p-3/t6-,8+,9-,10-,11+,12-,13+,14-,16-/m1/s1 DZOGQXKQLXAPND-XHUKORKBSA-K Cytosol logp -1.10 ALOGPS logs -1.36 ALOGPS solubility 2.93e+01 g/l ALOGPS logp -3.8 ChemAxon pka_strongest_acidic 1.72 ChemAxon pka_strongest_basic -3.7 ChemAxon iupac (2S,3S,4R,5S,6R)-6-({[({[(2R,3S,4R,5R)-3,4-dihydroxy-5-(4-oxido-2-oxo-1,2-dihydropyrimidin-1-yl)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-3,4-dihydroxy-5-[(1-oxidoethylidene)amino]oxane-2-carboxylate ChemAxon average_mass 618.3134 ChemAxon mono_mass 618.037358939 ChemAxon smiles [H][C@]1(COP(O)(=O)OP(O)(=O)O[C@@]2([H])O[C@]([H])(C([O-])=O)[C@@]([H])(O)[C@]([H])(O)[C@]2([H])N=C(C)[O-])O[C@@]([H])(N2C=CC([O-])=NC2=O)[C@]([H])(O)[C@]1([H])O ChemAxon formula C17H22N3O18P2 ChemAxon inchi InChI=1S/C17H25N3O18P2/c1-5(21)18-8-10(24)11(25)13(15(27)28)36-16(8)37-40(32,33)38-39(30,31)34-4-6-9(23)12(26)14(35-6)20-3-2-7(22)19-17(20)29/h2-3,6,8-14,16,23-26H,4H2,1H3,(H,18,21)(H,27,28)(H,30,31)(H,32,33)(H,19,22,29)/p-3/t6-,8+,9-,10-,11+,12-,13+,14-,16-/m1/s1 ChemAxon inchikey DZOGQXKQLXAPND-XHUKORKBSA-K ChemAxon polar_surface_area 332.95 ChemAxon refractivity 150.21 ChemAxon polarizability 49.78 ChemAxon rotatable_bond_count 10 ChemAxon acceptor_count 17 ChemAxon donor_count 6 ChemAxon physiological_charge -2 ChemAxon formal_charge -3 ChemAxon Amino sugar and nucleotide sugar metabolism ec00520 enterobacterial common antigen biosynthesis ECASYN-PWY Specdb::NmrOneD 276058 Specdb::NmrOneD 276059 Specdb::NmrOneD 276060 Specdb::NmrOneD 276061 Specdb::NmrOneD 276062 Specdb::NmrOneD 276063 Specdb::NmrOneD 276064 Specdb::NmrOneD 276065 Specdb::NmrOneD 276066 Specdb::NmrOneD 276067 Specdb::NmrOneD 276068 Specdb::NmrOneD 276069 Specdb::NmrOneD 276070 Specdb::NmrOneD 276071 Specdb::NmrOneD 276072 Specdb::NmrOneD 276073 Specdb::NmrOneD 276074 Specdb::NmrOneD 276075 Specdb::NmrOneD 276076 Specdb::NmrOneD 276077 Specdb::MsMs 25262 Specdb::MsMs 25263 Specdb::MsMs 25264 Specdb::MsMs 31820 Specdb::MsMs 31821 Specdb::MsMs 31822 25246192 26331255 C06240 28581 UDP-MANNACA 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 UDP-N-acetyl-D-mannosamine dehydrogenase P27829 WECC_ECOLI wecC http://ecmdb.ca/proteins/P27829.xml Probable UDP-N-acetyl-D-mannosaminuronic acid transferase P27836 WECG_ECOLI wecG http://ecmdb.ca/proteins/P27836.xml Water + 2 NAD + UDP-N-Acetyl-D-mannosamine <>3 Hydrogen ion +2 NADH + UDP-N-Acetyl-D-mannosaminouronate R03317 UDPMANNACADEHYDROG-RXN UDP-N-Acetyl-D-mannosaminouronate + Undecaprenyl-N-acetyl-alpha-D-glucosaminyl-pyrophosphate > Hydrogen ion + Uridine 5'-diphosphate + Undecaprenyl-diphospho-N-acetylglucosamine-N-acetylmannosaminuronate UDP-N-Acetyl-D-mannosamine + 2 NAD + Water <> UDP-N-Acetyl-D-mannosaminouronate +2 NADH +2 Hydrogen ion R03317 Undecaprenyl-N-acetyl-alpha-D-glucosaminyl-pyrophosphate + UDP-N-Acetyl-D-mannosaminouronate <> Hydrogen ion + Undecaprenyl phosphate + Uridine 5'-diphosphate UDPMANACATRANS-RXN UDP-N-Acetyl-D-mannosamine + NAD + Water <> UDP-N-Acetyl-D-mannosaminouronate + NADH + Hydrogen ion UDPMANNACADEHYDROG-RXN UDP-N-Acetyl-D-mannosamine + 2 NAD + Water > UDP-N-Acetyl-D-mannosaminouronate +2 NADH