N-acetyl-α-neuraminic acid
CHEBI:49026
·resolve ·ANTIVIRAL
·EXACT
SEEDED
N-Acetylneuraminic acid with α configuration at the anomeric centre. — 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.
Chemical structure
Computed structure properties
| Molecular formula | C11H19NO9 |
|---|
| Charge | 0 |
|---|
| Average mass | 309.271 Da |
|---|
| Monoisotopic mass | 309.10598 Da |
|---|
| Source | ChEBI |
|---|
| InChIKey | SQVRNKJHWKZAKO-YRMXFSIDSA-N |
|---|
SMILES
[H][C@@]1([C@H](O)[C@H](O)CO)O[C@@](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
- 5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosonic acid (EXACT_SYNONYM)— chebi
- 5-(acetylamino)-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosonic acid (EXACT_SYNONYM)— chebi
- D-glycero-α-D-galacto-2-nonulopyranosonic acid, 5-(acetylamino)-3,5-dideoxy- (EXACT_SYNONYM)— chebi
- O-SIALIC ACID (EXACT_SYNONYM)— chebi
- α-Neu5Ac (EXACT_SYNONYM)— chebi
Cross-references
Equivalent identifiers for this same structure in other resources.
- beilstein:1689968
- drugbank:DB03721
- glygen:G50850NI
- glytoucan:G50850NI
- pdb-ccd:SIA
- reaxys:1689968
Activity roles
Every antimicrobial role a source asserts for this compound — the
unreduced evidence behind its antimicrobial_class.
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:49026 |
N-acetyl-α-neuraminic acid |
antibioticmech:chebi-07adfc19d4 |
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.