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Compound

N-Acetylneuraminic acid

Also called Neu5Ac, Sialic acid

Overview

ChEBI: N-acetylneuraminic acid is an N-acylneuraminic acid where the N-acyl group is specified as acetyl. It has a role as an antioxidant, an EC 3.2.1.18 (exo-alpha-sialidase) inhibitor, a mouse metabolite, a bacterial metabolite and a human metabolite.[1] PC

MeSH: 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).[2] PC

What studies say

Sentences quoted word for word from open-access (CC BY) journal articles. They describe research findings, not dosing advice.

“N-Acetylneuraminic acid (Neu5Ac) is the precursor of sialic acids, a group of important molecules in biological recognition systems.”[3] (Stäsche R et al., The Journal of biological chemistry, 1997, abstract)

Chemistry

Formula
C11H19NO9 PC
CAS number
131-48-6 PC
Molar mass (g/mol)
309.27 PC
IUPAC name (computed by PubChem)
(4S,5R,6R)-5-acetamido-2,4-dihydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid PC
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 PC
InChIKey
SQVRNKJHWKZAKO-LUWBGTNYSA-N PC
PubChem CID
439197

Harm reduction information

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Sources

  1. Journal / agency ChEBI (Chemical Entities of Biological Interest, EMBL-EBI). Description text for N-Acetyl-Neuraminic Acid, as shown in the PubChem record (CID 439197), retrieved 10 November 2026. Licence: CC BY 4.0; quoted word for word
  2. Journal / agency MeSH (Medical Subject Headings, U.S. National Library of Medicine). Description text for N-Acetyl-Neuraminic Acid, as shown in the PubChem record (CID 439197), retrieved 10 November 2026. Licence: Public domain (U.S. government work); quoted word for word
  3. Journal / agency Stäsche R, Hinderlich S, Weise C, Effertz K, Lucka L, Moormann P, Reutter W. A bifunctional enzyme catalyzes the first two steps in N-acetylneuraminic acid biosynthesis of rat liver. Molecular cloning and functional expression of UDP-N-acetyl-glucosamine 2-epimerase/N-acetylmannosamine kinase. The Journal of biological chemistry. 1997. doi:10.1074/jbc.272.39.24319 · PMID 9305888 · Open access, CC BY licence; quoted word for word
  4. Journal / agency PubChem (U.S. National Library of Medicine). Compound summary, CID 439197. Retrieved 10 November 2026. Formula, mass, names and identifiers in the Chemistry table