Showing information for HMDB0000290 ('UDP-N-acetylglucosamine', 'UDP GlcNAc')

Metabolite information
HMDB ID HMDB0000290
Synonyms
(2R,3R,4R,5S,6R)-3-(acetylamino)-4,5-Dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl [(2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl dihydrogen diphosphate (non-preferred name)
(2R,3R,4R,5S,6R)-3-(acetylamino)-4,5-Dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl [(2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl dihydrogen diphosphoric acid (non-preferred name)
Acetylglucosamine, UDP
Diphosphate N-acetylglucosamine, uridine
N-Acetylglucosamine, uridine diphosphate
N-[2-[[[5-[(2,4-dioxo-1H-Pyrimidin-1-yl)]-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphinoyl]oxy-hydroxy-phosphinoyl]oxy-4,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-3-yl]acetamide
Pyrophosphoacetylglucosamine, uridine
UDP Acetylglucosamine
UDP-Acetyl-D-glucosamine
UDP-Acetyl-delta-glucosamine
UDP-Acetylglucosamine
UDP-GlcNAc
UDP-N-Acetyl-D-glucosamine
UDP-N-Acetyl-delta-glucosamine
UDP-N-Acetyl-glucosamine
UDP-N-Acetylglucosamine
UDP-a-D-N-Acetylglucosamine
UDP-alpha-D-N-Acetylglucosamine
UDP-alpha-delta-N-Acetylglucosamine
UDPGNAc
UPPAG
URIDINE-diphosphATE-N-acetylglucosamine
URIDINE-diphosphoric acid-N-acetylglucosamine
Uridine 5'-diphospho-N-acetlyglucosamine
Uridine 5'-diphospho-N-acetylglucosamine
Uridine diphosphate N acetylglucosamine
Uridine diphosphate N-acetyl-D-glucosamine
Uridine diphosphate N-acetyl-delta-glucosamine
Uridine diphosphate N-acetylglucosamine
Uridine diphospho N acetylglucosamine
Uridine diphospho-2-acetamido-2-deoxy-D-glucose
Uridine diphospho-2-acetamido-2-deoxy-delta-glucose
Uridine diphospho-N-acetyl-D-glucosamine
Uridine diphospho-N-acetyl-delta-glucosamine
Uridine diphospho-N-acetylglucosamine
Uridine diphosphoacetylglucosamine
Uridine diphosphoric acid-N-acetylglucosamine
Uridine pyrophosphate 2-acetamido-2-deoxy-a-D-glucopyranosyl ester
Uridine pyrophosphate 2-acetamido-2-deoxy-alpha-D-glucopyranosyl ester
Uridine pyrophosphate 2-acetamido-2-deoxy-alpha-delta-glucopyranosyl ester
Uridine pyrophosphoacetylglucosamine
[[3-acetylamino-4,5-Dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-hydroxy-phosphoryl]oxy-[[5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy]phosphinate
[[3-acetylamino-4,5-Dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-hydroxy-phosphoryl]oxy-[[5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy]phosphinic acid
diphospho-N-Acetylglucosamine, uridine
Chemical formula C17H27N3O17P2
IUPAC name
[({[(2R,3S,4R,5R)-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]({[(2R,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})phosphinic acid
CAS registry number 528-04-1
Monoisotopic molecular weight 607.081569477

Chemical taxonomy
Super class Nucleosides, nucleotides, and analogues
Class Pyrimidine nucleotides
Sub class Pyrimidine nucleotide sugars

Biological properties
Pathways (Pathway Details in HMDB)

The paper(s) that report HMDB0000290 as a lung cancer biomarker

The studies that identify HMDB0000290 as a lung cancer-related metabolite

Reference Country Specimen Marker function Participants (Case) Participants (Control)
Cancer type Stage Number Gender (M,F) Age mean (range) (M/F) Smoking status Type Number Gender (M,F) Age mean (range) (M/F) Smoking status
Wikoff et al. 2015b US tissue diagnosis adenocarcinoma I 39 15, 24 72.33 ± 8.78 smoker, non-smoker tumor vs. adjacent normal tissue 39 15, 24 72.33 ± 8.78 smoker, non-smoker
Moreno et al. 2018 Spain tissue therapy, diagnosis squamous cell carcinoma I, II, III 35 35, 0 68.71 ± 7.46 – tumor vs. adjacent normal tissue 35 35, 0 68.71 ± 7.46 –
Reference Chromatography Ion source Positive/Negative mode Mass analyzer Identification level
Wikoff et al. 2015b GC EI – TOF –
Moreno et al. 2018 LC, GC ESI, EI both LC: linear ion-trap, GC: single-quadrupole LC: MS/MS
Reference Data processing software Database search
Wikoff et al. 2015b BinBase NIST11, BinBase
Moreno et al. 2018 – KEGG, HMDB
Reference Difference method Mean concentration (case) Mean concentration (control) Fold change (case/control) P-value FDR VIP
Wikoff et al. 2015b OPLS-DA – – 2.30 – 2.20e-05 –
Moreno et al. 2018 paired two-sample t-test, PLS-DA – – 13.97 1.26e-11 1.03e-10 –
Reference Classification method Cutoff value AUROC 95%CI Sensitivity (%) Specificity (%) Accuracy (%)
Wikoff et al. 2015b – – – – – –
Moreno et al. 2018 – – – – – –