CHEBI:84883 - ethyl (5Z,8Z,11Z,14Z,17Z)-icosapentaenoate

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ChEBI Name ethyl (5Z,8Z,11Z,14Z,17Z)-icosapentaenoate
ChEBI ID CHEBI:84883
ChEBI ASCII Name ethyl (5Z,8Z,11Z,14Z,17Z)-icosapentaenoate
Definition A long-chain fatty acid ethyl ester resulting from the formal condensation of the carboxy group of (5Z,8Z,11Z,14Z,17Z)-icosapentaenoic acid with the hydroxy group of ethanol.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:80366
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Formula C22H34O2
Net Charge 0
Average Mass 330.512
Monoisotopic Mass 330.25588
InChI InChI=1S/C22H34O2/c1-3-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24-4-2/h5-6,8-9,11-12,14-15,17-18H,3-4,7,10,13,16,19-21H2,1-2H3/b6-5-,9-8-,12-11-,15-14-,18-17-
InChIKey SSQPWTVBQMWLSZ-AAQCHOMXSA-N
SMILES C(\CC)=C\C/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC
Roles Classification
Biological Role(s): marine metabolite
Any metabolite produced during a metabolic reaction in marine macro- and microorganisms.
Application(s): anticholesteremic drug
A substance used to lower plasma cholesterol levels.
antipsychotic agent
Antipsychotic drugs are agents that control agitated psychotic behaviour, alleviate acute psychotic states, reduce psychotic symptoms, and exert a quieting effect.
antidepressant
Antidepressants are mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions.
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.
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ChEBI Ontology
Outgoing ethyl (5Z,8Z,11Z,14Z,17Z)-icosapentaenoate (CHEBI:84883) has functional parent all-cis-5,8,11,14,17-icosapentaenoic acid (CHEBI:28364)
ethyl (5Z,8Z,11Z,14Z,17Z)-icosapentaenoate (CHEBI:84883) has role anticholesteremic drug (CHEBI:35821)
ethyl (5Z,8Z,11Z,14Z,17Z)-icosapentaenoate (CHEBI:84883) has role antidepressant (CHEBI:35469)
ethyl (5Z,8Z,11Z,14Z,17Z)-icosapentaenoate (CHEBI:84883) has role antipsychotic agent (CHEBI:35476)
ethyl (5Z,8Z,11Z,14Z,17Z)-icosapentaenoate (CHEBI:84883) has role marine metabolite (CHEBI:76507)
ethyl (5Z,8Z,11Z,14Z,17Z)-icosapentaenoate (CHEBI:84883) has role prodrug (CHEBI:50266)
ethyl (5Z,8Z,11Z,14Z,17Z)-icosapentaenoate (CHEBI:84883) is a long-chain fatty acid ethyl ester (CHEBI:13209)
ethyl (5Z,8Z,11Z,14Z,17Z)-icosapentaenoate (CHEBI:84883) is a polyunsaturated fatty ester (CHEBI:145039)
IUPAC Name
ethyl (5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaenoate
INN Source
icosapent ChemIDplus
Synonyms Sources
(5Z,8Z,11Z,14Z,17Z)-Eicosapentaenoic acid ethyl ester KEGG COMPOUND
(all-Z)-5,8,11,14,17-Eicosapentaenoic acid ethyl ester ChemIDplus
all-cis-ethyl 5,8,11,14,17-icosapentaenoate ChEBI
AMR 101 ChemIDplus
AMR101 ChemIDplus
cis-Eicosapentaenoic acid ethyl ester ChemIDplus
E-EPA ChEBI
Eicosapentaenoic acid ethyl ester ChemIDplus
EPA ethyl ester KEGG COMPOUND
ethyl (5Z,8Z,11Z,14Z,17Z)-eicosa-5,8,11,14,17-pentaenoate ChEBI
ethyl (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate ChEBI
Ethyl (all cis)-5,8,11,14,17-icosapentaenoate HMDB
Ethyl all-cis-5,8,11,14,17-icosapentaenoate HMDB
Ethyl eicosapentaenoate ChemIDplus
Ethyl icosapentate HMDB
Icosapent ethyl ChemIDplus
Timnodonic acid ethyl ester ChemIDplus
Brand Names Sources
Epadel ChemIDplus
Vascepa ChemIDplus
Manual Xrefs Databases
1413 DrugCentral
C16184 KEGG COMPOUND
D01892 KEGG DRUG
Ethyl_eicosapentaenoic_acid Wikipedia
HMDB0039530 HMDB
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Registry Numbers Types Sources
4811237 Reaxys Registry Number Reaxys
86227-47-6 CAS Registry Number KEGG COMPOUND
86227-47-6 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
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Last Modified
14 January 2020