CHEBI:138612 - 4S(5)-epoxy-17R-hydroxydocosahexaenoic acid

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ChEBI Name 4S(5)-epoxy-17R-hydroxydocosahexaenoic acid
ChEBI ID CHEBI:138612
ChEBI ASCII Name 4S(5)-epoxy-17R-hydroxydocosahexaenoic acid
Definition An epoxy fatty acid that is (6E,8E,10Z,13Z,15E,19Z)-docosa-6,8,10,13,15,19-hexaenoic acid which is carrying an epoxy group at position 4S and a hydroxy group at position 17R. It is a metabolite of docosahexaenoic acid that can be converted to a D-resolvin.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Bijay
Supplier Information
Download Molfile XML SDF
Formula C22H30O4
Net Charge 0
Average Mass 358.478
Monoisotopic Mass 358.21441
InChI InChI=1S/C22H30O4/c1-2-3-11-14-19(23)15-12-9-7-5-4-6-8-10-13-16-20-21(26-20)17-18-22(24)25/h3-4,6-13,15-16,19-21,23H,2,5,14,17-18H2,1H3,(H,24,25)/b6-4-,9-7-,10-8+,11-3-,15-12+,16-13+/t19-,20?,21+/m1/s1
InChIKey JQSJFHDWAHTRSL-MPIUFGHVSA-N
SMILES C(\C/C=C\C=C\C=C\C1O[C@H]1CCC(=O)O)=C\C=C\[C@H](O)C/C=C\CC
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 4S(5)-epoxy-17R-hydroxydocosahexaenoic acid (CHEBI:138612) has role metabolite (CHEBI:25212)
4S(5)-epoxy-17R-hydroxydocosahexaenoic acid (CHEBI:138612) is a epoxy fatty acid (CHEBI:61498)
4S(5)-epoxy-17R-hydroxydocosahexaenoic acid (CHEBI:138612) is a hydroxydocosahexaenoic acid (CHEBI:72790)
IUPAC Name
3-{(2S)-3-[(1E,3E,5Z,8Z,10E,12R,14Z)-12-hydroxyheptadeca-1,3,5,8,10,14-hexaen-1-yl]oxiran-2-yl}propanoic acid
Synonyms Sources
4S(5)-epoxy-17(R)-HDHA SUBMITTER
4S(5)-epoxy-17R-hydroxy-DHA ChEBI
Manual Xref Database
LMFA04000078 LIPID MAPS
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Citation Waiting for Citations Type Source
21766791 PubMed citation Europe PMC
Last Modified
17 October 2019