Chemicals and Drugs

N-Acetylneuraminic Acid

An N-acyl derivative of neuraminic acid. N-acetylneuraminic acid occurs in many polysaccharides, glycoproteins, and glycolipids in animals and bacteria. (From Dorland, 28th ed, p1518)

National Library of MedicineMedical Subject Headings2026

Structured Summary

Abstract

An N-acyl derivative of neuraminic acid. N-acetylneuraminic acid occurs in many polysaccharides, glycoproteins, and glycolipids in animals and bacteria. (From Dorland, 28th ed, p1518)

Chemical Identity

Chemical Information

Molecular Formula
C11H19NO9
Molecular Weight
309.27 g/mol
CAS Registry No.
131-48-6
IUPAC Name
(4S,5R,6R)-5-acetamido-2,4-dihydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid
InChIKey
SQVRNKJHWKZAKO-LUWBGTNYSA-N
SMILES
CC(=O)N[C@@H]1[C@H](CC(O[C@H]1[C@@H]([C@@H](CO)O)O)(C(=O)O)O)O
MeSH Unique ID
D019158
Source
PubChem CID 439197

MeSH Record

Classification

Broader headings

Related Concepts

Knowledge Graph

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MeSH Record

Synonyms

4 entry terms
  • Sialic Acid
  • Acid, N-Acetylneuraminic
  • Acid, Sialic
  • N Acetylneuraminic Acid

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

Indexing Annotation

do not confuse with N-ACETYLNEURAMINIC ACIDS see SIALIC ACIDS; do not confuse entry term SIALIC ACID with SIALIC ACIDS

MeSH Record

History Note

97; was N-ACETYLNEURAMINIC ACID (NM) 1981-96

MeSH Record

Previous Indexing

  • Sialic Acids (1981-1996)

MeSH Hierarchy

Tree Numbers

  1. D02w.241w.081.844w.562.668w.050w
  2. D02w.241w.511w.902w.562.668w.050w
  3. D09w.067w.687.668w.030w
  4. D09w.811w.589.668w.030w

AMA Style

References

  1. National Library of Medicine. N-Acetylneuraminic Acid. Medical Subject Headings (MeSH). 2026. Unique ID D019158. http://id.nlm.nih.gov/mesh/2026/D019158
  2. N-Acetylneuraminic Acid. In: Wikipedia. https://en.wikipedia.org/wiki/N-Acetylneuraminic_acid
  3. N-Acetylneuraminic Acid. In: Wikidata. https://www.wikidata.org/wiki/Q310828
  4. N-Acetylneuraminic Acid. In: PubChem Compound. CID 439197. https://pubchem.ncbi.nlm.nih.gov/compound/439197