RefMet Compound Details

MW structure37181 (View MW Metabolite Database details)
RefMet nameUDP-glucose
Systematic name[({[(2S,3R,4S,5S)-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]({[(3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})phosphinic acid
SMILESc1cn([C@@H]2[C@H]([C@H]([C@H](COP(=O)(O)OP(=O)(O)OC3[C@H]([C@@H]([C@H]([C@H](CO)O3)O)O)O)O2)O)O)c(=O)[nH]c1=O   Run Tanimoto similarity search (with similarity coefficient >=0.6)
Exact mass566.055029 (neutral)
Calculate m/z:   
View other RefMet entries with this exact (neutral) mass:   +/- 0.05 amu   +/- 0.1 amu   +/- 0.2 amu   +/- 0.5 amu
FormulaC15H24N2O17P2View other entries in RefMet with this formula
InChIInChI=1S/C15H24N2O17P2/c18-3-5-8(20)10(22)12(24)14(32-5)33-36(28,29)34-35(26,27)30-4-6-9(21)11(23)13(31-6)17-2-1-7(19)16-15(17)25/
h1-2,5-6,8-14,18,20-24H,3-4H2,(H,26,27)(H,28,29)(H,16,19,25)/t5-,6-,8-,9-,10+,11-,12-,13-,14?/m0/s1
InChIKeyHSCJRCZFDFQWRP-LPTOLDDLSA-NView other enantiomers/diastereomers of this metabolite in RefMet
Super ClassNucleic acids
Main ClassPyrimidines
Sub ClassPyrimidine rNDP
Pubchem CID53477679
Annotation level1   (1:Known structure; 2:Known regiochemistry; 3:Partial structure; 4:Sum-composition)

Table of KEGG reactions in human pathways involving UDP-glucose

Rxn IDKEGG ReactionEnzyme
R00289 UTP + D-Glucose 1-phosphate <=> Diphosphate + UDP-glucoseUTP:alpha-D-glucose-1-phosphate uridylyltransferase
R00291 UDP-glucose <=> UDP-alpha-D-galactoseUDP-glucose 4-epimerase
R00287 UDP-glucose + H2O <=> UMP + D-Glucose 1-phosphateUDP-glucose glucophosphohydrolase
R00955 UDP-glucose + alpha-D-Galactose 1-phosphate <=> D-Glucose 1-phosphate + UDP-alpha-D-galactoseUDP-glucose:alpha-D-galactose-1-phosphate uridylyltransferase
R00286 UDP-glucose + H2O + 2 NAD+ <=> UDP-glucuronate + 2 NADH + 2 H+UDP-glucose:NAD+ 6-oxidoreductase
R00292 UDP-glucose + Amylose <=> UDP + AmyloseUDP-glucose:glycogen 4-alpha-D-glucosyltransferase

Table of KEGG human pathways containing UDP-glucose

Pathway IDHuman Pathway# of reactions
hsa00520 Amino sugar and nucleotide sugar metabolism 4
hsa00052 Galactose metabolism 3
hsa00500 Starch and sucrose metabolism 3
hsa00040 Pentose and glucuronate interconversions 2
hsa00053 Ascorbate and aldarate metabolism 1
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