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all-cis-5,8,11,14,17-icosapentaenoic acid (CHEBI:28364)

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ChEBI Name all-cis-5,8,11,14,17-icosapentaenoic acid
ChEBI ID CHEBI:28364
ChEBI ASCII Name all-cis-5,8,11,14,17-icosapentaenoic acid
Definition An icosapentaenoic acid having five cis-double bonds at positions 5, 8, 11, 14 and 17.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:42328, CHEBI:23901, CHEBI:4764
Supplier Information
See structure as:  Image  Applet
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Formula Source
C20H30O2 KEGG COMPOUND
Net Charge 0
Average Mass 302.45100
InChI
InChI=1S/C20H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h3-4,6-7,9-10,12-13,15-16H,2,5,8,11,14,17-19H2,1H3,(H,21,22)/b4-3-,7-6-,10-9-,13-12-,16-15-
InChIKey
JAZBEHYOTPTENJ-JLNKQSITSA-N
SMILES
CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCCC(O)=O
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): micronutrient

marine metabolite
Any metabolite produced during a metabolic reaction in marine macro- and microorganisms.
(via omega-3 fatty acid )
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
(via omega-3 fatty acid )
human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
(via omega-3 fatty acid )
bacterial metabolite
Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
(via omega-3 fatty acid )
Application(s): nutraceutical
A product in capsule, tablet or liquid form that provide essential nutrients, such as a vitamin, an essential mineral, a protein, an herb, or similar nutritional substance.
antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
antidepressant
Antidepressants are mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions.
View more on the ChEBI Ontology
ChEBI Ontology
Outgoing all-cis-5,8,11,14,17-icosapentaenoic acid (CHEBI:28364) has role antidepressant (CHEBI:35469)
all-cis-5,8,11,14,17-icosapentaenoic acid (CHEBI:28364) has role antineoplastic agent (CHEBI:35610)
all-cis-5,8,11,14,17-icosapentaenoic acid (CHEBI:28364) has role micronutrient (CHEBI:27027)
all-cis-5,8,11,14,17-icosapentaenoic acid (CHEBI:28364) has role nutraceutical (CHEBI:50733)
all-cis-5,8,11,14,17-icosapentaenoic acid (CHEBI:28364) is a ω−3 fatty acid (CHEBI:25681)
all-cis-5,8,11,14,17-icosapentaenoic acid (CHEBI:28364) is a icosapentaenoic acid (CHEBI:36006)
all-cis-5,8,11,14,17-icosapentaenoic acid (CHEBI:28364) is conjugate acid of all-cis-5,8,11,14,17-icosapentaenoate (CHEBI:58562)
Incoming (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl ethanolamide (CHEBI:71467) has functional parent all-cis-5,8,11,14,17-icosapentaenoic acid (CHEBI:28364)
12-HPEPE (CHEBI:78909) has functional parent all-cis-5,8,11,14,17-icosapentaenoic acid (CHEBI:28364)
17(18)-EpETE (CHEBI:72853) has functional parent all-cis-5,8,11,14,17-icosapentaenoic acid (CHEBI:28364)
19-HEPE (CHEBI:76959) has functional parent all-cis-5,8,11,14,17-icosapentaenoic acid (CHEBI:28364)
20-HEPE (CHEBI:76962) has functional parent all-cis-5,8,11,14,17-icosapentaenoic acid (CHEBI:28364)
timnodonoyl bioconjugate (CHEBI:76189) has functional parent all-cis-5,8,11,14,17-icosapentaenoic acid (CHEBI:28364)
all-cis-5,8,11,14,17-icosapentaenoate (CHEBI:58562) is conjugate base of all-cis-5,8,11,14,17-icosapentaenoic acid (CHEBI:28364)
IUPAC Name
(5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaenoic acid
INNs Sources
icosapent ChemIDplus
icosapento ChemIDplus
icosapentum ChemIDplus
Synonyms Sources
(5Z,8Z,11Z,14Z,17Z)-5,8,11,14,17-eicosapentaenoic acid ChemIDplus
(5Z,8Z,11Z,14Z,17Z)-Eicosapentaenoate KEGG COMPOUND
(5Z,8Z,11Z,14Z,17Z)-Eicosapentaenoic acid KEGG COMPOUND
(5Z,8Z,11Z,14Z,17Z)-Icosapentaenoic acid KEGG COMPOUND
(all-Z)-5,8,11,14,17-eicosapentaenoic acid ChemIDplus
5,8,11,14,17-EICOSAPENTAENOIC ACID PDBeChem
5,8,11,14,17-Icosapentaenoic acid KEGG COMPOUND
all-cis-5,8,11,14,17-eicosapentaenoic acid ChEBI
all-cis-icosa-5,8,11,14,17-pentaenoic acid ChEBI
cis, cis, cis, cis, cis-eicosa-5,8,11,14,17-pentaenoic acid ChEBI
cis-5,8,11,14,17-eicosapentaenoic acid ChemIDplus
cis-5,8,11,14,17-EPA ChEBI
cis5,8,11,14,17-eicosapentaenoic acid ChEBI
Eicosapentaenoic acid KEGG COMPOUND
Eicosapentaenoic acid KEGG COMPOUND
EPA DrugBank
Icosapentaenoic acid HMDB
Timnodonic acid DrugBank
Database Links Databases
C00000408 KNApSAcK
C00001215 KNApSAcK
C06428 KEGG COMPOUND
D08061 KEGG DRUG
DB00159 DrugBank
EICOSAPENTAENOATE MetaCyc
EPA PDBeChem
HMDB01999 HMDB
LMFA01030759 LIPID MAPS
View more database links
Registry Numbers Types Sources
10417-94-4 CAS Registry Number KEGG COMPOUND
10417-94-4 CAS Registry Number ChemIDplus
1714433 Beilstein Registry Number Beilstein
1714433 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
12549599 PubMed citation CiteXplore
18638380 PubMed citation CiteXplore
19054597 PubMed citation CiteXplore
21118482 PubMed citation CiteXplore
21274596 PubMed citation CiteXplore
23920312 PubMed citation CiteXplore
24108131 PubMed citation CiteXplore
24238887 PubMed citation CiteXplore
24387137 PubMed citation CiteXplore
24389665 PubMed citation CiteXplore
Last Modified
28 July 2014

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