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'-β-L-threo-pentapyranosyl-4''-ulose diphosphate
Uridine 5'-β-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
logs
-1.05
solubility
5.08e+01 g/l
logp
-3.5
pka_strongest_acidic
1.73
pka_strongest_basic
-3.7
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
average_mass
532.244
mono_mass
532.013155562
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
formula
C14H18N2O16P2
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
inchikey
URJZIQLTPCJVMW-SVROINDSSA-L
polar_surface_area
277.3
refractivity
109.4
polarizability
42.18
rotatable_bond_count
8
acceptor_count
14
donor_count
5
physiological_charge
-2
formal_charge
-2
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