oseltamivir

CHEBI:7798 ·resolve ·ANTIVIRAL ·EXACT SEEDED

A cyclohexenecarboxylate ester that is the ethyl ester of oseltamivir acid. An antiviral prodrug (it is hydrolysed to the active free carboxylic acid in the liver), it is used to slow the spread of influenza. — 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:22160 CHEBI:22160
CHEBI:37529 CHEBI:37529
CHEBI:46668 CHEBI:46668
CHEBI:50994 CHEBI:50994

Chemical structure

Computed structure properties
Molecular formula	C16H28N2O4
Charge	0
Average mass	312.41 Da
Monoisotopic mass	312.20491 Da
Source	ChEBI
InChIKey	VSZGPKBBMSAYNT-RRFJBIMHSA-N

SMILES

CCOC(=O)C1=C[C@@H](OC(CC)CC)[C@H](NC(C)=O)[C@@H](N)C1

InChI

InChI=1S/C16H28N2O4/c1-5-12(6-2)22-14-9-11(16(20)21-7-3)8-13(17)15(14)18-10(4)19/h9,12-15H,5-8,17H2,1-4H3,(H,18,19)/t13-,14+,15+/m0/s1

Also called

Agucort (BRAND_NAME)— chebi
Tamiflu (BRAND_NAME)— chebi
oseltamivirum (INN)— chebi
oséltamivir (INN)— chebi
ethyl (3R,4R,5S)-4-acetamido-5-amino-3-(pentan-3-yloxy)cyclohex-1-ene-1-carboxylate (EXACT_SYNONYM)— chebi
(−)-oseltamivir (EXACT_SYNONYM)— chebi
1-Cyclohexene-1-carboxylic acid, 4-(acetylamino)-5-amino-3-(1-ethylpropoxy)-, ethyl ester, (3R-(3α,4β,5α))- (EXACT_SYNONYM)— chebi
Ethyl (3R,4R,5S)-4-acetamido-5-amino-3-(1-ethylpropoxy)-1-cyclohexene-1-carboxylate (EXACT_SYNONYM)— chebi
GS-4104 (EXACT_SYNONYM)— chebi
HSDB 7433 (EXACT_SYNONYM)— chebi
Oseltamivir (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

cas:196618-13-0
drugbank:DB00198
drugcentral:2001
hmdb:HMDB0014343
kegg.compound:C08092
kegg.drug:D08306
patent:US5763483
reaxys:8003908
wikipedia.en:Oseltamivir

Activity roles

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

CHEBI:36044 CHEBI:36044
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:7798`	oseltamivir	`antibioticmech:chebi-919445f944`	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.