Chemicals and Drugs

Uridine Diphosphate N-Acetylglucosamine

Serves as the biological precursor of insect chitin, of muramic acid in bacterial cell walls, and of sialic acids in mammalian glycoproteins.

National Library of MedicineMedical Subject Headings2026

Structured Summary

Abstract

Serves as the biological precursor of insect chitin, of muramic acid in bacterial cell walls, and of sialic acids in mammalian glycoproteins.

Chemical Identity

Chemical Information

Molecular Formula
C17H27N3O17P2
Molecular Weight
607.4 g/mol
CAS Registry No.
528-04-1
IUPAC Name
[(2R,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl] [[(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] hydrogen phosphate
InChIKey
LFTYTUAZOPRMMI-CFRASDGPSA-N
SMILES
CC(=O)N[C@@H]1[C@H]([C@@H]([C@H](O[C@@H]1OP(=O)(O)OP(=O)(O)OC[C@@H]2[C@H]([C@H]([C@@H](O2)N3C=CC(=O)NC3=O)O)O)CO)O)O
MeSH Unique ID
D014537
Source
PubChem CID 445675

MeSH Record

Classification

Broader headings

Related Concepts

Knowledge Graph

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MeSH Record

Synonyms

11 entry terms
  • UDP Acetylglucosamine
  • UDPGNAc
  • Uridine Diphosphate N Acetylglucosamine
  • Uridine Diphospho-N-Acetylglucosamine
  • Uridine Pyrophosphoacetylglucosamine
  • Acetylglucosamine, UDP
  • Diphosphate N-Acetylglucosamine, Uridine
  • Diphospho-N-Acetylglucosamine, Uridine
  • N-Acetylglucosamine, Uridine Diphosphate
  • Pyrophosphoacetylglucosamine, Uridine
  • Uridine Diphospho N Acetylglucosamine

MeSH Record

Aspects Covered

29 allowable subheadings

Indexed with the subheadings administration & dosage, adverse effects, agonists, analogs & derivatives, analysis, antagonists & inhibitors, biosynthesis, blood, cerebrospinal fluid, chemical synthesis, chemistry, classification, deficiency, economics, genetics, history, immunology, isolation & purification, metabolism, pharmacokinetics, pharmacology, physiology, poisoning, radiation effects, standards, supply & distribution, therapeutic use, toxicity, urine.

MeSH Record

History Note

91(75); was see under URIDINE DIPHOSPHATE SUGARS 1975-90

MeSH Record

Previous Indexing

  • Glucosamine (1974)
  • Uridine Diphosphate Sugars (1974)

MeSH Hierarchy

Tree Numbers

  1. D03w.383.742.686.850.600w.677.120w
  2. D09w.408w.620w.569.727.120w
  3. D13.695w.740.850.600w.677.120w
  4. D13.695w.827w.708.727.120w
  5. D13.695w.827w.919.600w.677.120w

AMA Style

References

  1. National Library of Medicine. Uridine Diphosphate N-Acetylglucosamine. Medical Subject Headings (MeSH). 2026. Unique ID D014537. http://id.nlm.nih.gov/mesh/2026/D014537
  2. Uridine Diphosphate N-Acetylglucosamine. In: Wikipedia. https://en.wikipedia.org/wiki/Uridine_diphosphate_N-acetylglucosamine
  3. Uridine Diphosphate N-Acetylglucosamine. In: Wikidata. https://www.wikidata.org/wiki/Q312208
  4. Uridine Diphosphate N-Acetylglucosamine. In: PubChem Compound. CID 445675. https://pubchem.ncbi.nlm.nih.gov/compound/445675