2.0 2012-07-30 14:55:30 -0600 2015-06-03 17:21:15 -0600 ECMDB21367 M2MDB001763 Uridine 5''-diphospho-{beta}-4-deoxy-4-formamido-L-arabinose Uridine 5''-diphospho-{beta}-4-deoxy-4-formamido-L-arabinose 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-&beta;-(4-deoxy-4-formamido-L-arabinose) UDP-&beta;-L-Ara4FN UDP-b-(4-Deoxy-4-formamido-L-arabinose) UDP-b-L-Ara4fn UDP-beta-(4-Deoxy-4-formamido-L-arabinose) UDP-beta-L-Ara4FN UDP-L-Ara4-Formyl-N UDP-L-Ara4FN UDP-β-(4-Deoxy-4-formamido-L-arabinose) UDP-β-L-Ara4fn Uridine 5''-diphospho-{beta}-4-deoxy-4-formamido-L-arabinose C15H21N3O16P2 561.2853 561.039704663 N-[(3S,4S,5R,6R)-6-({[({[(2R,3S,4R)-3,4-dihydroxy-5-(4-oxido-2-oxo-1,2-dihydropyrimidin-1-yl)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-4,5-dihydroxyoxan-3-yl]carboximidate N-[(3S,4S,5R,6R)-6-[({[(2R,3S,4R)-3,4-dihydroxy-5-(4-oxido-2-oxopyrimidin-1-yl)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]-4,5-dihydroxyoxan-3-yl]carboximidate [H][C@]1(COP(O)(=O)OP(O)(=O)O[C@@]2([H])OC[C@]([H])(N=C[O-])[C@]([H])(O)[C@@]2([H])O)OC([H])(N2C=CC([O-])=NC2=O)[C@]([H])(O)[C@]1([H])O InChI=1S/C15H23N3O16P2/c19-5-16-6-3-30-14(12(24)9(6)21)33-36(28,29)34-35(26,27)31-4-7-10(22)11(23)13(32-7)18-2-1-8(20)17-15(18)25/h1-2,5-7,9-14,21-24H,3-4H2,(H,16,19)(H,26,27)(H,28,29)(H,17,20,25)/p-2/t6-,7+,9-,10+,11+,12+,13?,14+/m0/s1 QGYFHZBDXXNYAX-CCMGQBSKSA-L Cytosol logp -1.48 ALOGPS logs -1.29 ALOGPS solubility 3.05e+01 g/l ALOGPS logp -4.6 ChemAxon pka_strongest_acidic 1.61 ChemAxon pka_strongest_basic 2.53 ChemAxon iupac N-[(3S,4S,5R,6R)-6-({[({[(2R,3S,4R)-3,4-dihydroxy-5-(4-oxido-2-oxo-1,2-dihydropyrimidin-1-yl)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-4,5-dihydroxyoxan-3-yl]carboximidate ChemAxon average_mass 561.2853 ChemAxon mono_mass 561.039704663 ChemAxon smiles [H][C@]1(COP(O)(=O)OP(O)(=O)O[C@@]2([H])OC[C@]([H])(N=C[O-])[C@]([H])(O)[C@@]2([H])O)OC([H])(N2C=CC([O-])=NC2=O)[C@]([H])(O)[C@]1([H])O ChemAxon formula C15H21N3O16P2 ChemAxon inchi InChI=1S/C15H23N3O16P2/c19-5-16-6-3-30-14(12(24)9(6)21)33-36(28,29)34-35(26,27)31-4-7-10(22)11(23)13(32-7)18-2-1-8(20)17-15(18)25/h1-2,5-7,9-14,21-24H,3-4H2,(H,16,19)(H,26,27)(H,28,29)(H,17,20,25)/p-2/t6-,7+,9-,10+,11+,12+,13?,14+/m0/s1 ChemAxon inchikey QGYFHZBDXXNYAX-CCMGQBSKSA-L ChemAxon polar_surface_area 292.82 ChemAxon refractivity 129.05 ChemAxon polarizability 45.63 ChemAxon rotatable_bond_count 9 ChemAxon acceptor_count 15 ChemAxon donor_count 6 ChemAxon physiological_charge -1 ChemAxon formal_charge -2 ChemAxon Amino sugar and nucleotide sugar metabolism ec00520 polymyxin resistance PWY0-1338 Specdb::NmrOneD 283369 Specdb::NmrOneD 283370 Specdb::NmrOneD 283371 Specdb::NmrOneD 283372 Specdb::NmrOneD 283373 Specdb::NmrOneD 283374 Specdb::NmrOneD 283375 Specdb::NmrOneD 283376 Specdb::NmrOneD 283377 Specdb::NmrOneD 283378 Specdb::NmrOneD 283379 Specdb::NmrOneD 283380 Specdb::NmrOneD 283381 Specdb::NmrOneD 283382 Specdb::NmrOneD 283383 Specdb::NmrOneD 283384 Specdb::NmrOneD 283385 Specdb::NmrOneD 283386 Specdb::NmrOneD 283387 Specdb::NmrOneD 283388 Specdb::MsMs 23951 Specdb::MsMs 23952 Specdb::MsMs 23953 Specdb::MsMs 30749 Specdb::MsMs 30750 Specdb::MsMs 30751 25245185 C16154 47027 UDP-L-ARA4-FORMYL-N 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 Undecaprenyl-phosphate 4-deoxy-4-formamido-L-arabinose transferase P77757 ARNC_ECOLI arnC http://ecmdb.ca/proteins/P77757.xml Undecaprenyl phosphate + Uridine 5''-diphospho-{beta}-4-deoxy-4-formamido-L-arabinose > Undecaprenyl phosphate-4-amino-4-formyl-L-arabinose + Uridine 5'-diphosphate N10-Formyl-THF + Uridine 5''-diphospho-{beta}-4-deoxy-4-amino-L-arabinose <> Hydrogen ion + Tetrahydrofolic acid + Uridine 5''-diphospho-{beta}-4-deoxy-4-formamido-L-arabinose R07660 RXN0-1862 N10-Formyl-THF + Uridine 5''-diphospho-{beta}-4-deoxy-4-amino-L-arabinose <> Tetrahydrofolic acid + Uridine 5''-diphospho-{beta}-4-deoxy-4-formamido-L-arabinose R07660 Uridine 5''-diphospho-{beta}-4-deoxy-4-formamido-L-arabinose + Di-trans,poly-cis-undecaprenyl phosphate <> Undecaprenyl phosphate alpha-L-Ara4FN + Uridine 5'-diphosphate + 4-Amino-4-deoxy-alpha-L-arabinopyranosyl di-trans,octa-cis-undecaprenyl phosphate R07661 Uridine 5''-diphospho-{beta}-4-deoxy-4-amino-L-arabinose + N10-Formyl-THF > Hydrogen ion + Uridine 5''-diphospho-{beta}-4-deoxy-4-formamido-L-arabinose + Tetrahydrofolic acid RXN0-1862 Uridine 5''-diphospho-{beta}-4-deoxy-4-formamido-L-arabinose + Di-trans,poly-cis-undecaprenyl phosphate > 4-deoxy-4-formamido-&alpha;-L-arabinopyranosyl <i>ditrans,octacis</i>-undecaprenyl phosphate + Uridine 5'-diphosphate RXN0-3521