AntibioticMech

zanamivir

CHEBI:50663 ·resolve ·ANTIVIRAL ·EXACT SEEDED

Classification

Strictly broader compounds or drug classes this molecule belongs to.

• CHEBI:24436 CHEBI:24436

Chemical structure

Computed structure properties

Molecular formula	C12H20N4O7
Charge	0
Average mass	332.313 Da
Monoisotopic mass	332.1332 Da
Source	ChEBI
InChIKey	ARAIBEBZBOPLMB-UFGQHTETSA-N

SMILES

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

InChI

InChI=1S/C12H20N4O7/c1-4(18)15-8-5(16-12(13)14)2-7(11(21)22)23-10(8)9(20)6(19)3-17/h2,5-6,8-10,17,19-20H,3H2,1H3,(H,15,18)(H,21,22)(H4,13,14,16)/t5-,6+,8+,9+,10+/m0/s1

Also called

• Relenza (BRAND_NAME)— chebi
• 5-acetamido-2,6-anhydro-4-carbamimidamido-3,4,5-trideoxy-D-glycero-D-galacto-non-2-enonic acid (EXACT_SYNONYM)— chebi
• (2R,3R,4S)-3-(acetylamino)-4-carbamimidamido-2-[(1R,2R)-1,2,3-trihydroxypropyl]-3,4-dihydro-2H-pyran-6-carboxylic acid (EXACT_SYNONYM)— chebi
• 4-guanidino-2,4-dideoxy-2,3-dehydro-N-acetylneuraminic acid (EXACT_SYNONYM)— chebi
• 4-guanidino-Neu5Ac2en (EXACT_SYNONYM)— chebi
• 5-(acetylamino)-2,6-anhydro-4-carbamimidamido-3,4,5-trideoxy-D-glycero-D-galacto-non-2-enonic acid (EXACT_SYNONYM)— chebi
• 5-acetamido-2,6-anhydro-3,4,5-trideoxy-4-guanidino-D-glycero-D-galacto-non-2-enonic acid (EXACT_SYNONYM)— chebi
• GANA (EXACT_SYNONYM)— chebi
• ZANAMIVIR (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

• beilstein:7083099
• cas:139110-80-8
• drugbank:DB00558
• drugcentral:2859
• kegg.compound:C08095
• kegg.drug:D00902
• patent:US5360817
• patent:WO9116320
• pdb-ccd:ZMR
• wikipedia.en:Zanamivir

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:50663	zanamivir	antibioticmech:chebi-372aba6fd3	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.

Clinical status

APPROVED

Curation history

1. SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

   Seeded from data/raw/ inventories (CHEBI)

2. RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

   Re-seeded from updated data/raw/ inventories

3. RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

   Re-seeded from updated data/raw/ inventories

4. RESEEDED_FROM_SOURCES 2026-08-31 · seed_from_sources

   Re-seeded from updated data/raw/ inventories

5. RESEEDED_FROM_SOURCES 2026-08-31 · 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.