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

ChEBI IDCHEBI:138490
ChEBI Name5(S)6-epoxy-18(S)-HEPE
Stars
ASCII Name5(S)6-epoxy-18(S)-HEPE
DefinitionAn 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.
Last Modified16 October 2019
SubmitterBijay
DownloadsMolfile
FormulaC20H28O4
Net Charge0
Average Mass332.440
Monoisotopic Mass332.19876
SMILESCC[C@H](O)/C=C/C=C\C/C=C\C=C\C=C\[C@H]1O[C@H]1CCCC(=O)O
InChIInChI=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
InChIKeyZPAJZAMPZXISSE-RXTGXWMYSA-N
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Role:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
ChEBI Ontology
Outgoing Relation(s)
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  Source
5S,6-Ep-18S-HEPELIPID MAPS
5S,6-epoxy,18S-hydroxy-7E,9E,11Z,14Z,16E-eicosapentaenoic acidLIPID MAPS
Manual XrefsDatabases
LMFA03070040LIPID MAPS
Citations