CHEBI:88345 - 12(S)-HEPE

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name 12(S)-HEPE
ChEBI ID CHEBI:88345
ChEBI ASCII Name 12(S)-HEPE
Definition A 12-HEPE that consists of (5Z,8Z,10E,14Z,17Z)-icosapentaenoic acid in which the 12-hydroxy group has S-configuration.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information eMolecules:1934501
Download Molfile XML SDF
more structures >>
Formula C20H30O3
Net Charge 0
Average Mass 318.451
Monoisotopic Mass 318.21949
InChI InChI=1S/C20H30O3/c1-2-3-4-5-10-13-16-19(21)17-14-11-8-6-7-9-12-15-18-20(22)23/h3-4,7-11,13-14,17,19,21H,2,5-6,12,15-16,18H2,1H3,(H,22,23)/b4-3-,9-7-,11-8-,13-10-,17-14+/t19-/m0/s1
InChIKey MCRJLMXYVFDXLS-UOLHMMFFSA-N
SMILES C(\CC)=C\C/C=C\C[C@@H](/C=C/C=C\C/C=C\CCCC(=O)O)O
Metabolite of Species Details
Mus musculus (NCBI:txid10090) See: MetaboLights Study
Rattus norvegicus (NCBI:txid10116) See: PubMed
Homo sapiens (NCBI:txid9606) See: MetaboLights Study
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 xenobiotic metabolite
Any human metabolite produced by metabolism of a xenobiotic compound in humans.
mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
(via 12-HEPE )
rat metabolite
Any mammalian metabolite produced during a metabolic reaction in rat (Rattus norvegicus).
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via HEPE )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 12(S)-HEPE (CHEBI:88345) has role human xenobiotic metabolite (CHEBI:76967)
12(S)-HEPE (CHEBI:88345) has role mouse metabolite (CHEBI:75771)
12(S)-HEPE (CHEBI:88345) has role rat metabolite (CHEBI:86264)
12(S)-HEPE (CHEBI:88345) is a 12-HEPE (CHEBI:72645)
12(S)-HEPE (CHEBI:88345) is conjugate acid of 12(S)-HEPE(1−) (CHEBI:195401)
Incoming 12(S)-HEPE(1−) (CHEBI:195401) is conjugate base of 12(S)-HEPE (CHEBI:88345)
IUPAC Name
(5Z,8Z,10E,12S,14Z,17Z)-12-hydroxyicosa-5,8,10,14,17-pentaenoic acid
Synonyms Sources
12S-HEPE LIPID MAPS
12S-hydroxy-5Z,8Z,10E,14Z,17Z-eicosapentaenoic acid LIPID MAPS
Manual Xrefs Databases
LMFA03070008 LIPID MAPS
US4810424 Patent
View more database links
Registry Numbers Types Sources
116180-17-7 CAS Registry Number ChemIDplus
4454773 Reaxys Registry Number Reaxys
Citations Types Sources
2116491 PubMed citation Europe PMC
23956430 PubMed citation Europe PMC
24505438 PubMed citation Europe PMC
24814225 PubMed citation Europe PMC
26115647 PubMed citation Europe PMC
Last Modified
07 June 2016