CHEBI:132801 - 18(S)-HEPE

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ChEBI Name 18(S)-HEPE
ChEBI ID CHEBI:132801
ChEBI ASCII Name 18(S)-HEPE
Definition An 18-HEPE that consists of (5Z,8Z,11Z,14Z,16E)-icosapentaenoic in which the 18-hydroxy group has S-configuration.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C20H30O3
Net Charge 0
Average Mass 318.451
Monoisotopic Mass 318.21949
InChI InChI=1S/C20H30O3/c1-2-19(21)17-15-13-11-9-7-5-3-4-6-8-10-12-14-16-18-20(22)23/h4-7,10-13,15,17,19,21H,2-3,8-9,14,16,18H2,1H3,(H,22,23)/b6-4-,7-5-,12-10-,13-11-,17-15+/t19-/m0/s1
InChIKey LRWYBGFSVUBWMO-OKIFYYRFSA-N
SMILES C(\CCCC(O)=O)=C\C/C=C\C/C=C\C/C=C\C=C\[C@H](CC)O
Metabolite of Species Details
Homo sapiens (NCBI:txid9606) See: PubMed
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): human blood serum metabolite
Any metabolite (endogenous or exogenous) found in human blood serum samples.
human xenobiotic metabolite
Any human metabolite produced by metabolism of a xenobiotic compound in humans.
(via 18-HEPE )
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via HEPE )
Application(s): anti-inflammatory agent
Any compound that has anti-inflammatory effects.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 18(S)-HEPE (CHEBI:132801) has role anti-inflammatory agent (CHEBI:67079)
18(S)-HEPE (CHEBI:132801) has role human blood serum metabolite (CHEBI:85234)
18(S)-HEPE (CHEBI:132801) has role human xenobiotic metabolite (CHEBI:76967)
18(S)-HEPE (CHEBI:132801) is a 18-HEPE (CHEBI:72802)
18(S)-HEPE (CHEBI:132801) is conjugate acid of 18(S)-HEPE(1−) (CHEBI:132083)
18(S)-HEPE (CHEBI:132801) is enantiomer of 18(R)-HEPE (CHEBI:81563)
Incoming 18(S)-HEPE(1−) (CHEBI:132083) is conjugate base of 18(S)-HEPE (CHEBI:132801)
18(R)-HEPE (CHEBI:81563) is enantiomer of 18(S)-HEPE (CHEBI:132801)
IUPAC Name
(5Z,8Z,11Z,14Z,16E,18S)-18-hydroxyicosa-5,8,11,14,16-pentaenoic acid
Synonyms Sources
(18S)-hydroxy-(5Z,8Z,11Z,14Z,16E)-eicosapentaenoic acid ChEBI
(18S)-hydroxy-(5Z,8Z,11Z,14Z,16E)-icosapentaenoic acid ChEBI
18S-HEPE LIPID MAPS
18S-hydroxy-5Z,8Z,11Z,14Z,16E-eicosapentaenoic acid LIPID MAPS
Manual Xref Database
LMFA03070038 LIPID MAPS
View more database links
Citations Waiting for Citations Types Sources
21206090 PubMed citation Europe PMC
25187667 PubMed citation Europe PMC
Last Modified
22 July 2016