N-acetylneuraminic acid

CHEBI:17012 ·resolve ·ANTIVIRAL ·EXACT SEEDED

An N-acylneuraminic acid where the N-acyl group is specified as acetyl. — ChEBI

Machine-generated and unreviewed. Identity, structure and cross-references come straight from ChEBI's and CARD's own data; no curator has signed off on this record yet.

Classification

Strictly broader compounds or drug classes this molecule belongs to.

CHEBI:21622 CHEBI:21622

Chemical structure

Computed structure properties
Molecular formula	C11H19NO9
Charge	0
Average mass	309.271 Da
Monoisotopic mass	309.10598 Da
Source	ChEBI
InChIKey	SQVRNKJHWKZAKO-LUWBGTNYSA-N

SMILES

[H][C@@]1([C@H](O)[C@H](O)CO)OC(O)(C(=O)O)C[C@H](O)[C@H]1NC(C)=O

InChI

InChI=1S/C11H19NO9/c1-4(14)12-7-5(15)2-11(20,10(18)19)21-9(7)8(17)6(16)3-13/h5-9,13,15-17,20H,2-3H2,1H3,(H,12,14)(H,18,19)/t5-,6+,7+,8+,9+,11?/m0/s1

Also called

aceneuramic acid (INN)— chebi
acide aceneuramique (INN)— chebi
acidium aceneuramicum (INN)— chebi
acido aceneuramico (INN)— chebi
5-acetamido-3,5-dideoxy-D-glycero-D-galacto-non-2-ulopyranosonic acid (EXACT_SYNONYM)— chebi
5-Acetamido-3,5-dideoxy-D-glycero-D-galacto-2-nonulosonic acid (EXACT_SYNONYM)— chebi
Aceneuramic acid (EXACT_SYNONYM)— chebi
N-Acetylneuraminic acid (EXACT_SYNONYM)— chebi
Neu5Ac (EXACT_SYNONYM)— chebi
NeuAc (EXACT_SYNONYM)— chebi
O-sialic acid (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

beilstein:2951361
cas:131-48-6
glygen:G81533KY
glytoucan:G81533KY
kegg.compound:C00270
knapsack:C00019584
reaxys:1398688
wikipedia.en:N-acetylneuraminic_acid

Activity roles

Every antimicrobial role a source asserts for this compound — the unreduced evidence behind its antimicrobial_class.

CHEBI:52425 CHEBI:52425

Source concepts

Every upstream concept that resolved to this record. The merge is the product: this is what shows ChEBI and CARD are describing the same structure.

Upstream concepts merged into this record
Source	Native ID	Label	Minted CURIE	Version
CHEBI	`CHEBI:17012`	N-acetylneuraminic acid	`antibioticmech:chebi-b3c53b14be`	2026-08-30

Mechanism summary

Mode of action: VIRAL_RELEASE_INHIBITION host shared target — Assigned from ChEBI role CHEBI:52425 (EC 3.2.1.18 (exo-α-sialidase) inhibitor). ChEBI asserts the role on the compound. The target it names is one the host has too, so the mechanism is true but is not evidence of selectivity — see mode_of_action_target_scope. Not a curator's mechanistic review.

Curation history

SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Seeded from data/raw/ inventories (CHEBI)
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories

Provenance

Seeded by scripts/seed_from_sources.py from the committed inventories in data/raw/. View the record.