CHEBI:138272 - 8,9-epoxy-20-hydroxy-(5Z,11Z,14Z)-icosatrienoic acid

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ChEBI Name 8,9-epoxy-20-hydroxy-(5Z,11Z,14Z)-icosatrienoic acid
ChEBI ID CHEBI:138272
ChEBI ASCII Name 8,9-epoxy-20-hydroxy-(5Z,11Z,14Z)-icosatrienoic acid
Definition An epoxy(hydroxy)icosatrienoic acid that is (5Z,11Z,14Z)-icosatrienoic acid having the epoxide group across positions 8-9 and the hydroxy substituent located at position 20.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C20H32O4
Net Charge 0
Average Mass 336.466
Monoisotopic Mass 336.23006
InChI InChI=1S/C20H32O4/c21-17-13-9-5-3-1-2-4-6-10-14-18-19(24-18)15-11-7-8-12-16-20(22)23/h1-2,6-7,10-11,18-19,21H,3-5,8-9,12-17H2,(H,22,23)/b2-1-,10-6-,11-7-
InChIKey IJXQUCAFIAUOCV-CWNYAIHGSA-N
SMILES C(CCCO)C/C=C\C/C=C\CC1C(C/C=C\CCCC(O)=O)O1
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 8,9-epoxy-20-hydroxy-(5Z,11Z,14Z)-icosatrienoic acid (CHEBI:138272) has functional parent arachidonic acid (CHEBI:15843)
8,9-epoxy-20-hydroxy-(5Z,11Z,14Z)-icosatrienoic acid (CHEBI:138272) is a ω-hydroxy-long-chain fatty acid (CHEBI:140997)
8,9-epoxy-20-hydroxy-(5Z,11Z,14Z)-icosatrienoic acid (CHEBI:138272) is a epoxy(hydroxy)icosatrienoic acid (CHEBI:138138)
8,9-epoxy-20-hydroxy-(5Z,11Z,14Z)-icosatrienoic acid (CHEBI:138272) is conjugate acid of 8,9-epoxy-20-hydroxy-(5Z,11Z,14Z)-icosatrienoate (CHEBI:137474)
Incoming 8,9-epoxy-20-hydroxy-(5Z,11Z,14Z)-icosatrienoate (CHEBI:137474) is conjugate base of 8,9-epoxy-20-hydroxy-(5Z,11Z,14Z)-icosatrienoic acid (CHEBI:138272)
IUPAC Name
(5Z)-7-{3-[(2Z,5Z)-11-hydroxyundeca-2,5-dien-1-yl]oxiran-2-yl}hept-5-enoic acid
Synonyms Sources
20,8(9)-HEET ChEBI
20-hydroxy-8,9-epoxy-(5Z,11Z,14Z)-eicosatrienoic acid ChEBI
20-hydroxy-8,9-epoxy-(5Z,11Z,14Z)-icosatrienoic acid ChEBI
8,9-epoxy-20-hydroxy-(5Z,11Z,14Z)-eicosatrienoic acid ChEBI
Citation Waiting for Citations Type Source
15145985 PubMed citation Europe PMC
Last Modified
24 January 2023