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

ChEBI IDCHEBI:84883
ChEBI Nameethyl (5Z,8Z,11Z,14Z,17Z)-icosapentaenoate
Stars
ASCII Nameethyl (5Z,8Z,11Z,14Z,17Z)-icosapentaenoate
DefinitionA 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.
Secondary ChEBI IDCHEBI:80366
Last Modified14 January 2020
SubmitterSteve
DownloadsMolfile
FormulaC22H34O2
Net Charge0
Average Mass330.512
Monoisotopic Mass330.25588
SMILESCC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC
InChIInChI=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-
InChIKeySSQPWTVBQMWLSZ-AAQCHOMXSA-N
Wikipedia
Roles Classification
Biological Role:
marine metabolite  Any metabolite produced during a metabolic reaction in marine macro- and microorganisms.
Applications:
antipsychotic agent  Antipsychotic drugs are agents that control agitated psychotic behaviour, alleviate acute psychotic states, reduce psychotic symptoms, and exert a quieting effect.
anticholesteremic drug  A substance used to lower plasma cholesterol levels.
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.
antidepressant  Antidepressants are mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions.
ChEBI Ontology
Outgoing Relation(s)
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
icosapentChemIDplus
Synonyms  Source
EPA ethyl esterKEGG COMPOUND
ethyl (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoateChEBI
ethyl (5Z,8Z,11Z,14Z,17Z)-eicosa-5,8,11,14,17-pentaenoateChEBI
all-cis-ethyl 5,8,11,14,17-icosapentaenoateChEBI
AMR101ChemIDplus
Timnodonic acid ethyl esterChemIDplus
Brand Names  Source
VascepaChemIDplus
EpadelChemIDplus
Manual XrefsDatabases
C16184KEGG COMPOUND
HMDB0039530HMDB
Ethyl_eicosapentaenoic_acidWikipedia
1413DrugCentral
D01892KEGG DRUG
Registry NumbersSources
Reaxys:4811237Reaxys
CAS:86227-47-6KEGG COMPOUND
CAS:86227-47-6ChemIDplus
Citations