Chemicals and Drugs

Uridine Diphosphate N-Acetylmuramic Acid

A nucleoside diphosphate sugar which is formed from UDP-N-acetylglucosamine and phosphoenolpyruvate. It serves as the building block upon which peptidoglycan is formed.

National Library of MedicineMedical Subject Headings2026

Structured Summary

Abstract

A nucleoside diphosphate sugar which is formed from UDP-N-acetylglucosamine and phosphoenolpyruvate. It serves as the building block upon which peptidoglycan is formed.

Chemical Identity

Chemical Information

Molecular Formula
C20H31N3O19P2
Molecular Weight
679.4 g/mol
IUPAC Name
2-[3-acetamido-2-[[[5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-hydroxyphosphoryl]oxy-5-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxypropanoic acid
InChIKey
NQBRVZNDBBMBLJ-UHFFFAOYSA-N
SMILES
CC(C(=O)O)OC1C(C(OC(C1O)CO)OP(=O)(O)OP(=O)(O)OCC2C(C(C(O2)N3C=CC(=O)NC3=O)O)O)NC(=O)C
MeSH Unique ID
D014538
Source
PubChem CID 1169

MeSH Record

Classification

Broader headings

Related Concepts

Knowledge Graph

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MeSH Record

Synonyms

4 entry terms
  • UDP Acetylmuramic Acid
  • Uridine Diphosphate N Acetylmuramic Acid
  • Acetylmuramic Acid, UDP
  • Acid, UDP Acetylmuramic

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

  • Muramic Acid (1973-1974)
  • Uridine Diphosphate Sugars (1973-1974)

MeSH Hierarchy

Tree Numbers

  1. D03w.383.742.686.850.600w.677.150
  2. D09w.408w.620w.569.727.150
  3. D13.695w.740.850.600w.677.150
  4. D13.695w.827w.708.727.150
  5. D13.695w.827w.919.600w.677.150

AMA Style

References

  1. National Library of Medicine. Uridine Diphosphate N-Acetylmuramic Acid. Medical Subject Headings (MeSH). 2026. Unique ID D014538. http://id.nlm.nih.gov/mesh/2026/D014538
  2. Uridine Diphosphate N-Acetylmuramic Acid. In: Wikidata. https://www.wikidata.org/wiki/Q27160230
  3. Uridine Diphosphate N-Acetylmuramic Acid. In: PubChem Compound. CID 1169. https://pubchem.ncbi.nlm.nih.gov/compound/1169