14,15-EET-product

Cif (cystic fibrosis transmembrane conductance regulator inhibitory factor) rapidly hydrolyzes 14,15-EET into its cognate diol 14,15-Dihydroxyeicosatrienoic acid

General

Type : Fatty acid

Chemical_Nomenclature : (5Z,8Z,11Z,14R,15R)-14,15-dihydroxyicosa-5,8,11-trienoic acid

Canonical SMILES : CCCCCC(C(CC=CCC=CCC=CCCCC(=O)O)O)O

InChI : InChI=1S\/C20H34O4\/c1-2-3-12-15-18(21)19(22)16-13-10-8-6-4-5-7-9-11-14-17-20(23)24\/h4,6-7,9-10,13,18-19,21-22H,2-3,5,8,11-12,14-17H2,1H3,(H,23,24)\/b6-4-,9-7-,13-10-\/t18-,19-\/m1\/s1

InChIKey : SYAWGTIVOGUZMM-JHIAIUNDSA-N || SYAWGTIVOGUZMM-UMIKWQAVSA-N || SYAWGTIVOGUZMM-KZTFMOQPSA-N

Other name(s) : 14,15-Dihydroxyeicosatrienoic acid,(14R,15R)-DHET,CHEBI:138591,ZINC4655425,(14R,15R)-dihydroxy-(5Z,8Z,11Z)-eicosatrienoic acid,(14R,15R)-dihydroxy-(5Z,8Z,11Z)-icosatrienoic acid,(5Z,8Z,11Z,14R,15R)-14,15-dihydroxyicosatrienoic acid,(14S,15S)-DHET,CHEBI:138592,ZINC4655426,(14S,15S)-dihydroxy-(5Z,8Z,11Z)-eicosatrienoic acid,(14S,15S)-dihydroxy-(5Z,8Z,11Z)-icosatrienoic acid,(5Z,8Z,11Z,14S,15S)-14,15-dihydroxyicosatrienoic acid,14,15-DHET


MW : 338.48

Formula : C20H34O4

CAS_number :

PubChem : 11782733, 40490690, 11782734

UniChem : SYAWGTIVOGUZMM-JHIAIUNDSA-N || SYAWGTIVOGUZMM-UMIKWQAVSA-N || SYAWGTIVOGUZMM-KZTFMOQPSA-N

IUPHAR :

Wikipedia :

Target

Families : 14,15-EET-product ligand of proteins in family: CFTR-inhibitory-factor_Cif

Stucture : 5JYC Crystal structure of the E153Q mutant of the CFTR inhibitory factor Cif containing the adducted 14,15-EET hydrolysis intermediate

Protein : pseae-PA2934

References (4)

Title : 14,15-Dihydroxyeicosatrienoic acid, a soluble epoxide hydrolase metabolite in blood, is a predictor of anthracycline-induced cardiotoxicity - a hypothesis generating study - Dos Santos_2023_Cardiooncology_9_47
Author(s) : Dos Santos JM , Joiakim A , Putt DA , Scherrer-Crosbie M , Kim H
Ref : Cardiooncology , 9 :47 , 2023
Abstract : Dos Santos_2023_Cardiooncology_9_47
ESTHER : Dos Santos_2023_Cardiooncology_9_47
PubMedSearch : Dos Santos_2023_Cardiooncology_9_47
PubMedID: 38102716

Title : Pseudomonas aeruginosa sabotages the generation of host proresolving lipid mediators - Flitter_2017_Proc.Natl.Acad.Sci.U.S.A_114_136
Author(s) : Flitter BA , Hvorecny KL , Ono E , Eddens T , Yang J , Kwak DH , Bahl CD , Hampton TH , Morisseau C , Hammock BD , Liu X , Lee JS , Kolls JK , Levy BD , Madden DR , Bomberger JM
Ref : Proc Natl Acad Sci U S A , 114 :136 , 2017
Abstract : Flitter_2017_Proc.Natl.Acad.Sci.U.S.A_114_136
ESTHER : Flitter_2017_Proc.Natl.Acad.Sci.U.S.A_114_136
PubMedSearch : Flitter_2017_Proc.Natl.Acad.Sci.U.S.A_114_136
PubMedID: 27980032
Gene_locus related to this paper: pseae-PA2934

Title : 14,15-Dihydroxyeicosatrienoic acid activates peroxisome proliferator-activated receptor-alpha - Fang_2006_Am.J.Physiol.Heart.Circ.Physiol_290_H55
Author(s) : Fang X , Hu S , Xu B , Snyder GD , Harmon S , Yao J , Liu Y , Sangras B , Falck JR , Weintraub NL , Spector AA
Ref : American Journal of Physiology Heart Circ Physiol , 290 :H55 , 2006
Abstract : Fang_2006_Am.J.Physiol.Heart.Circ.Physiol_290_H55
ESTHER : Fang_2006_Am.J.Physiol.Heart.Circ.Physiol_290_H55
PubMedSearch : Fang_2006_Am.J.Physiol.Heart.Circ.Physiol_290_H55
PubMedID: 16113065

Title : 14,15-Dihydroxyeicosatrienoic acid relaxes bovine coronary arteries by activation of K(Ca) channels - Campbell_2002_Am.J.Physiol.Heart.Circ.Physiol_282_H1656
Author(s) : Campbell WB , Deeter C , Gauthier KM , Ingraham RH , Falck JR , Li PL
Ref : American Journal of Physiology Heart Circ Physiol , 282 :H1656 , 2002
Abstract : Campbell_2002_Am.J.Physiol.Heart.Circ.Physiol_282_H1656
ESTHER : Campbell_2002_Am.J.Physiol.Heart.Circ.Physiol_282_H1656
PubMedSearch : Campbell_2002_Am.J.Physiol.Heart.Circ.Physiol_282_H1656
PubMedID: 11959628