EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:7798 - oseltamivir

Default Structure
ChEBI IDCHEBI:7798
ChEBI Nameoseltamivir
Stars
DefinitionA 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.
Secondary ChEBI IDCHEBI:42582
Last Modified22 February 2017
DownloadsMolfile
FormulaC16H28N2O4
Net Charge0
Average Mass312.410
Monoisotopic Mass312.20491
SMILESCCOC(=O)C1=C[C@@H](OC(CC)CC)[C@H](NC(C)=O)[C@@H](N)C1
InChIInChI=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
InChIKeyVSZGPKBBMSAYNT-RRFJBIMHSA-N
Wikipedia
Roles Classification
Chemical Roles:
environmental contaminant  Any minor or unwanted substance introduced into the environment that can have undesired effects.
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
antiviral drug  A substance used in the prophylaxis or therapy of virus diseases.
xenobiotic  A xenobiotic (Greek, xenos "foreign"; bios "life") is a compound that is foreign to a living organism. Principal xenobiotics include: drugs, carcinogens and various compounds that have been introduced into the environment by artificial means.
EC 3.2.1.18 (exo-alpha-sialidase) inhibitor  An antiviral drug targeted at influenza viruses. Its mode of action consists of blocking the function of the viral neuraminidase protein (EC 3.2.1.18), thus preventing the virus from budding from the host cell.
Applications:
prodrug  A compound that, on administration, must undergo chemical conversion by metabolic processes before becoming the pharmacologically active drug for which it is a prodrug.
antiviral drug  A substance used in the prophylaxis or therapy of virus diseases.
EC 3.2.1.18 (exo-alpha-sialidase) inhibitor  An antiviral drug targeted at influenza viruses. Its mode of action consists of blocking the function of the viral neuraminidase protein (EC 3.2.1.18), thus preventing the virus from budding from the host cell.
ChEBI Ontology
Outgoing Relation(s)
oseltamivir (CHEBI:7798) has role antiviral drug (CHEBI:36044)
oseltamivir (CHEBI:7798) has role EC 3.2.1.18 (exo-α-sialidase) inhibitor (CHEBI:52425)
oseltamivir (CHEBI:7798) has role environmental contaminant (CHEBI:78298)
oseltamivir (CHEBI:7798) has role prodrug (CHEBI:50266)
oseltamivir (CHEBI:7798) has role xenobiotic (CHEBI:35703)
oseltamivir (CHEBI:7798) is a acetamides (CHEBI:22160)
oseltamivir (CHEBI:7798) is a amino-acid ester (CHEBI:46668)
oseltamivir (CHEBI:7798) is a cyclohexenecarboxylate ester (CHEBI:37529)
oseltamivir (CHEBI:7798) is a primary amino compound (CHEBI:50994)
Incoming Relation(s)
oseltamivir phosphate (CHEBI:7799) has part oseltamivir (CHEBI:7798)
IUPAC Name 
ethyl (3R,4R,5S)-4-acetamido-5-amino-3-(pentan-3-yloxy)cyclohex-1-ene-1-carboxylate
INNs  Source
oseltamivirChemIDplus
oseltamivirChEBI
oséltamivirChEBI
oseltamivirumChEBI
Synonyms  Source
1-Cyclohexene-1-carboxylic acid, 4-(acetylamino)-5-amino-3-(1-ethylpropoxy)-, ethyl ester, (3R-(3α,4β,5α))-ChemIDplus
Ethyl (3R,4R,5S)-4-acetamido-5-amino-3-(1-ethylpropoxy)-1-cyclohexene-1-carboxylateChemIDplus
GS-4104ChemIDplus
HSDB 7433ChemIDplus
(−)-oseltamivirChEBI
OseltamivirKEGG COMPOUND
Brand Names  Source
AgucortKEGG DRUG
TamifluChEBI
Manual XrefsDatabases
2001DrugCentral
C08092KEGG COMPOUND
D08306KEGG DRUG
DB00198DrugBank
HMDB0014343HMDB
OseltamivirWikipedia
US5763483Patent
Registry NumbersSources
Reaxys:8003908Reaxys
CAS:196618-13-0KEGG COMPOUND
CAS:196618-13-0ChemIDplus
Citations