Chemicals and Drugs

Cytidine Monophosphate N-Acetylneuraminic Acid

A nucleoside monophosphate sugar which donates N-acetylneuraminic acid to the terminal sugar of a ganglioside or glycoprotein.

National Library of MedicineMedical Subject Headings2026

Structured Summary

Abstract

A nucleoside monophosphate sugar which donates N-acetylneuraminic acid to the terminal sugar of a ganglioside or glycoprotein.

Chemical Identity

Chemical Information

Molecular Formula
C20H31N4O16P
Molecular Weight
614.5 g/mol
CAS Registry No.
3063-71-6
IUPAC Name
(2R,4S,5R,6R)-5-acetamido-2-[[(2R,3S,4R,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-4-hydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid
InChIKey
TXCIAUNLDRJGJZ-BILDWYJOSA-N
SMILES
CC(=O)N[C@@H]1[C@H](C[C@](O[C@H]1[C@@H]([C@@H](CO)O)O)(C(=O)O)OP(=O)(O)OC[C@@H]2[C@H]([C@H]([C@@H](O2)N3C=CC(=NC3=O)N)O)O)O
MeSH Unique ID
D003569
Source
PubChem CID 448209

MeSH Record

Classification

Broader headings

Related Concepts

Knowledge Graph

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MeSH Record

Synonyms

9 entry terms
  • CMP Acetylneuraminic Acid
  • CMP-N-Acetylneuraminic Acid
  • CMP-NANA
  • CMP-Sialic Acid
  • Cytidine Monophosphate N Acetylneuraminic Acid
  • D-glycero-beta-D-galacto-2-Nonulopyranosonic acid, 5-(acetylamino)-3,5-dideoxy-, 2-(hydrogen 5'-cytidylate)
  • Acetylneuraminic Acid, CMP
  • CMP N Acetylneuraminic Acid
  • CMP Sialic Acid

MeSH Record

Aspects Covered

25 allowable subheadings

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

MeSH Record

History Note

1991(1975); was see under SIALIC ACIDS 1975-1990

MeSH Record

Previous Indexing

  • Cytosine Nucleotides (1974)
  • Neuraminic Acids (1974)

MeSH Hierarchy

Tree Numbers

  1. D02w.241w.081.844w.562.668w.250
  2. D02w.241w.511w.902w.562.668w.250
  3. D03w.383.742.686.246.370w.250
  4. D09w.067w.687.668w.250
  5. D09w.811w.589.668w.250
  6. D13.695w.740.246.370w.250
  7. D13.695w.827w.232.370w.250

AMA Style

References

  1. National Library of Medicine. Cytidine Monophosphate N-Acetylneuraminic Acid. Medical Subject Headings (MeSH). 2026. Unique ID D003569. http://id.nlm.nih.gov/mesh/2026/D003569
  2. Cytidine Monophosphate N-Acetylneuraminic Acid. In: Wikidata. https://www.wikidata.org/wiki/Q27076132
  3. Cytidine Monophosphate N-Acetylneuraminic Acid. In: PubChem Compound. CID 448209. https://pubchem.ncbi.nlm.nih.gov/compound/448209