RefMet Compound Details

MW structure37184 (View MW Metabolite Database details)
RefMet nameUDP-N-acetylglucosamine
Systematic name{[(2R,3S,4R,5R)-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}[({[(2R,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}(hydroxy)phosphoryl)oxy]phosphinic acid
SMILESCC(=O)N[C@@H]1[C@H](OP(O)(=O)OP(O)(=O)OC[C@@H]2O[C@@H]([C@@H](O)[C@H]2O)N2C=CC(=O)NC2=O)O[C@@H](CO)[C@H](O)[C@
H]1O
Exact mass607.081578 (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
FormulaC17H27N3O17P2View other entries in RefMet with this formula
InChIInChI=1S/C17H27N3O17P2/c1-6(22)18-10-13(26)11(24)7(4-21)35-16(10)36-39(31,32)37-38(29,30)33-5-8-12(25)14(27)15(34-8)20-3-2-9(23)19
-17(20)28/h2-3,7-8,10-16,21,24-27H,4-5H2,1H3,(H,18,22)(H,29,30)(H,31,32)(H,19,23,28)/t7-,8-,10-,11-,12-,13-,14-,15-,16-/m1/s1
InChIKeyLFTYTUAZOPRMMI-CFRASDGPSA-NView other enantiomers/diastereomers of this metabolite in RefMet
Super ClassNucleic acids
Main ClassPyrimidines
Sub ClassPyrimidine rNDP
Pubchem CID445675
Annotation level1   (1:Known structure; 2:Known regiochemistry; 3:Partial structure; 4:Sum-composition)
Human quantitationView measurements in targeted assays on human samples

Table of KEGG reactions in human pathways involving UDP-N-acetylglucosamine

Rxn IDKEGG ReactionEnzyme
R00418 UDP-N-acetyl-alpha-D-glucosamine <=> UDP-N-acetyl-D-galactosamineUDP-N-acetyl-D-glucosamine 4-epimerase
R00414 UDP-N-acetyl-alpha-D-glucosamine + H2O <=> N-Acetyl-D-mannosamine + UDPUDP-N-acetyl-D-glucosamine 2-epimerase
R00416 UTP + N-Acetyl-alpha-D-glucosamine 1-phosphate <=> Diphosphate + UDP-N-acetyl-alpha-D-glucosamineUTP:N-acetyl-alpha-D-glucosamine-1-phosphate uridylyltransferase

Table of KEGG human pathways containing UDP-N-acetylglucosamine

Pathway IDHuman Pathway# of reactions
hsa00520 Amino sugar and nucleotide sugar metabolism 2
hsa01250 Biosynthesis of nucleotide sugars 1
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