CHEBI:138613 - 7S,8S-epoxy-17R-hydroxydocosahexaenoic acid

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name 7S,8S-epoxy-17R-hydroxydocosahexaenoic acid
ChEBI ID CHEBI:138613
ChEBI ASCII Name 7S,8S-epoxy-17R-hydroxydocosahexaenoic acid
Definition A hydroxydocosahexaenoic acid that is (4Z,9E,11E,13Z,15E,19Z)-docosa-4,9,11,13,15,19-hexaenoic acid carrying an epoxy group at position 7S and a hydroxy group at position 17R. It is a metabolite of docosahexaenoic acid, and serves as a precursor to D-resolvins.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Bijay
Supplier Information ZINC000065731641
Download Molfile XML SDF
Formula C22H30O4
Net Charge 0
Average Mass 358.478
Monoisotopic Mass 358.21441
InChI InChI=1S/C22H30O4/c1-2-3-9-14-19(23)15-10-6-4-5-7-11-16-20-21(26-20)17-12-8-13-18-22(24)25/h3-12,15-16,19-21,23H,2,13-14,17-18H2,1H3,(H,24,25)/b6-4-,7-5+,9-3-,12-8-,15-10+,16-11+/t19-,20+,21+/m1/s1
InChIKey BOFBVWROGCPAFH-ZIXRSAMDSA-N
SMILES C(O)(=O)CC/C=C\C[C@H]1[C@H](/C=C/C=C/C=C\C=C\[C@@H](C/C=C\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.
(via hydroxydocosahexaenoic acid )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 7S,8S-epoxy-17R-hydroxydocosahexaenoic acid (CHEBI:138613) has role metabolite (CHEBI:25212)
7S,8S-epoxy-17R-hydroxydocosahexaenoic acid (CHEBI:138613) is a epoxy fatty acid (CHEBI:61498)
7S,8S-epoxy-17R-hydroxydocosahexaenoic acid (CHEBI:138613) is a hydroxydocosahexaenoic acid (CHEBI:72790)
IUPAC Name
(4Z)-6-{(2S,3S)-3-[(1E,3E,5Z,7E,9R,11Z)-9-hydroxytetradeca-1,3,5,7,11-pentaen-1-yl]oxiran-2-yl}hex-4-enoic acid
Synonyms Sources
(7S,8S)-epoxy-17(R)-HDHA ChEBI
7S,8-epoxy-17R-HDHA ChEBI
7S,8S-epoxy-17R-HDHA LIPID MAPS
7S,8S-epoxy-17R-hydroxy-4Z,9E,11E,13Z,15E,19Z-docosahexaenoic acid LIPID MAPS
7S,8S-epoxy-17R-hydroxy-DHA ChEBI
7S,8S-epoxy-17R-hydroxydocosahexaenoic acid ChEBI
Manual Xref Database
LMFA04000073 LIPID MAPS
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Citations Waiting for Citations Types Sources
17244615 PubMed citation Europe PMC
21766791 PubMed citation Europe PMC
Last Modified
16 October 2019