CHEBI:132228 - (13S,14S)-epoxy-(4Z,7Z,9E,11E,16Z,19Z)-docosahexaenoic acid

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name (13S,14S)-epoxy-(4Z,7Z,9E,11E,16Z,19Z)-docosahexaenoic acid
ChEBI ID CHEBI:132228
ChEBI ASCII Name (13S,14S)-epoxy-(4Z,7Z,9E,11E,16Z,19Z)-docosahexaenoic acid
Definition An epoxy fatty acid consisting of (4Z,7Z,9E,11E,16Z,19Z)-docosahexaenoic acid having an epoxy group at the 13,14-position. An intermediate lipid in specialized proresolving mediators
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Bijay
Secondary ChEBI IDs CHEBI:140198
Supplier Information
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Formula C22H30O3
Net Charge 0
Average Mass 342.473
Monoisotopic Mass 342.21949
InChI InChI=1S/C22H30O3/c1-2-3-4-5-11-14-17-20-21(25-20)18-15-12-9-7-6-8-10-13-16-19-22(23)24/h3-4,6-7,9-15,18,20-21H,2,5,8,16-17,19H2,1H3,(H,23,24)/b4-3-,7-6-,12-9+,13-10-,14-11-,18-15+/t20-,21-/m0/s1
InChIKey FFAHMRSFNLJTHE-WGHUZSCTSA-N
SMILES C(/C=C\C/C=C\CC)[C@H]1[C@H](/C=C/C=C/C=C\C/C=C\CCC(O)=O)O1
Metabolite of Species Details
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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing (13S,14S)-epoxy-(4Z,7Z,9E,11E,16Z,19Z)-docosahexaenoic acid (CHEBI:132228) has role human xenobiotic metabolite (CHEBI:76967)
(13S,14S)-epoxy-(4Z,7Z,9E,11E,16Z,19Z)-docosahexaenoic acid (CHEBI:132228) is a epoxy fatty acid (CHEBI:61498)
(13S,14S)-epoxy-(4Z,7Z,9E,11E,16Z,19Z)-docosahexaenoic acid (CHEBI:132228) is a long-chain fatty acid (CHEBI:15904)
(13S,14S)-epoxy-(4Z,7Z,9E,11E,16Z,19Z)-docosahexaenoic acid (CHEBI:132228) is a polyunsaturated fatty acid (CHEBI:26208)
(13S,14S)-epoxy-(4Z,7Z,9E,11E,16Z,19Z)-docosahexaenoic acid (CHEBI:132228) is conjugate acid of (13S,14S)-epoxy-(4Z,7Z,9E,11E,16Z,19Z)-docosahexaenoate (CHEBI:131958)
Incoming (13S,14S)-epoxy-(4Z,7Z,9E,11E,16Z,19Z)-docosahexaenoate (CHEBI:131958) is conjugate base of (13S,14S)-epoxy-(4Z,7Z,9E,11E,16Z,19Z)-docosahexaenoic acid (CHEBI:132228)
IUPAC Name
(4Z,7Z,9E,11E)-12-{(2S,3S)-3-[(2Z,5Z)-octa-2,5-dien-1-yl]oxiran-2-yl}dodeca-4,7,9,11-tetraenoic acid
Synonyms Sources
(13S,14S)-epoxy-DHA ChEBI
(13S,14S)-epoxymaresin ChEBI
13(S),14(S)-epoxy-DHA SUBMITTER
13(S),14(S)-epoxydocoshexaenoic acid ChEBI
Citations Waiting for Citations Types Sources
23504711 PubMed citation Europe PMC
27791009 PubMed citation Europe PMC
Last Modified
22 February 2018