CHEBI:138490 - 5(S)6-epoxy-18(S)-HEPE

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name 5(S)6-epoxy-18(S)-HEPE
ChEBI ID CHEBI:138490
ChEBI ASCII Name 5(S)6-epoxy-18(S)-HEPE
Definition An epoxy fatty acid that is (7E,9E,11Z,14Z,16E)-icosa-7,9,11,14,16-pentaenoic acid carrying an epoxy group at position 5S and a hydroxy group at position 18S. It is an intermediate in resolvin E1 biosynthesis.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Bijay
Supplier Information ZINC000030729497
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Formula C20H28O4
Net Charge 0
Average Mass 332.440
Monoisotopic Mass 332.19876
InChI InChI=1S/C20H28O4/c1-2-17(21)13-10-8-6-4-3-5-7-9-11-14-18-19(24-18)15-12-16-20(22)23/h3,5-11,13-14,17-19,21H,2,4,12,15-16H2,1H3,(H,22,23)/b5-3-,8-6-,9-7+,13-10+,14-11+/t17-,18+,19-/m0/s1
InChIKey ZPAJZAMPZXISSE-RXTGXWMYSA-N
SMILES C(O)(=O)CCC[C@H]1[C@@H](/C=C/C=C/C=C\C/C=C\C=C\[C@H](CC)O)O1
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): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 5(S)6-epoxy-18(S)-HEPE (CHEBI:138490) has role metabolite (CHEBI:25212)
5(S)6-epoxy-18(S)-HEPE (CHEBI:138490) is a epoxy fatty acid (CHEBI:61498)
5(S)6-epoxy-18(S)-HEPE (CHEBI:138490) is a hydroxy polyunsaturated fatty acid (CHEBI:140345)
5(S)6-epoxy-18(S)-HEPE (CHEBI:138490) is a long-chain fatty acid (CHEBI:15904)
IUPAC Name
4-{(2S,3R)-3-[(1E,3E,5Z,8Z,10E,12S)-12-hydroxytetradeca-1,3,5,8,10-pentaen-1-yl]oxiran-2-yl}butanoic acid
Synonyms Sources
5S,6-Ep-18S-HEPE LIPID MAPS
5S,6-epoxy,18S-hydroxy-7E,9E,11Z,14Z,16E-eicosapentaenoic acid LIPID MAPS
Manual Xref Database
LMFA03070040 LIPID MAPS
View more database links
Citation Type Source
21206090 PubMed citation Europe PMC
Last Modified
16 October 2019