14,15-eet

14,15-eet is a lipid of Fatty Acyls (FA) class. 14,15-eet is associated with abnormalities such as Heart failure, Chronic Obstructive Airway Disease, Pneumonia and Fatty Liver. The involved functions are known as chromophore, Stereochemistry, Cell Respiration, cell transformation and oxidoreductase activity, acting on single donors with incorporation of molecular oxygen, incorporation of two atoms of oxygen. 14,15-eet often locates in Lambda, Cardiovascular system, Blood, Body tissue and Protoplasm. The associated genes with 14,15-eet are CCL2 gene, Cytokine Gene, CYP2C18 gene, CYP2C19 gene and TEK gene. The related lipids are Palmitates.

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Introduction

To understand associated biological information of 14,15-eet, we collected biological information of abnormalities, associated pathways, cellular/molecular locations, biological functions, related genes/proteins, lipids and common seen animal/experimental models with organized paragraphs from literatures.

What diseases are associated with 14,15-eet?

14,15-eet is suspected in Heart failure, Chronic Obstructive Airway Disease, Pneumonia, Fatty Liver and other diseases in descending order of the highest number of associated sentences.

Related references are mostly published in these journals:

Disease Cross reference Weighted score Related literature
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Possible diseases from mapped MeSH terms on references

We collected disease MeSH terms mapped to the references associated with 14,15-eet

MeSH term MeSH ID Detail
Diabetic Nephropathies D003928 39 associated lipids
Hyperemia D006940 25 associated lipids
Hypercholesterolemia D006937 91 associated lipids
Liver Cirrhosis D008103 67 associated lipids
Brain Ischemia D002545 89 associated lipids
Hypertension D006973 115 associated lipids
Pre-Eclampsia D011225 16 associated lipids
Hypertrophy D006984 16 associated lipids
Insulin Resistance D007333 99 associated lipids
Lung Injury D055370 14 associated lipids
Per page 10 20 | Total 11

PubChem Associated disorders and diseases

What pathways are associated with 14,15-eet

There are no associated biomedical information in the current reference collection.

PubChem Biomolecular Interactions and Pathways

Link to PubChem Biomolecular Interactions and Pathways

What cellular locations are associated with 14,15-eet?

Related references are published most in these journals:

Location Cross reference Weighted score Related literatures
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What functions are associated with 14,15-eet?


Related references are published most in these journals:

Function Cross reference Weighted score Related literatures

What lipids are associated with 14,15-eet?

Related references are published most in these journals:

Lipid concept Cross reference Weighted score Related literatures
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What genes are associated with 14,15-eet?

Related references are published most in these journals:


Gene Cross reference Weighted score Related literatures

What common seen animal models are associated with 14,15-eet?

There are no associated biomedical information in the current reference collection.

NCBI Entrez Crosslinks

All references with 14,15-eet

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Per page 10 20 50 100 | Total 232
Authors Title Published Journal PubMed Link
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Huang S et al. Interleukin-1 stimulates Jun N-terminal/stress-activated protein kinase by an arachidonate-dependent mechanism in mesangial cells. 1999 Kidney Int. pmid:10231436
Lee HC et al. Effects of epoxyeicosatrienoic acids on the cardiac sodium channels in isolated rat ventricular myocytes. 1999 J. Physiol. (Lond.) pmid:10432346
Node K et al. Anti-inflammatory properties of cytochrome P450 epoxygenase-derived eicosanoids. 1999 Science pmid:10455056
Weintraub NL et al. Epoxide hydrolases regulate epoxyeicosatrienoic acid incorporation into coronary endothelial phospholipids. 1999 Am. J. Physiol. pmid:10564166
Silverstein DM et al. Multiple arachidonic acid metabolites inhibit sodium-dependent phosphate transport in OK cells. 1999 Prostaglandins Leukot. Essent. Fatty Acids pmid:10582656
Fang X et al. Epoxyeicosatrienoic acids increase intracellular calcium concentration in vascular smooth muscle cells. 1999 Hypertension pmid:10601125
Zhu D et al. Epoxyeicosatrienoic acids constrict isolated pressurized rabbit pulmonary arteries. 2000 Am. J. Physiol. Lung Cell Mol. Physiol. pmid:10666118
Yu Z et al. Increased CYP2J expression and epoxyeicosatrienoic acid formation in spontaneously hypertensive rat kidney. 2000 Mol. Pharmacol. pmid:10779386
Chen JK et al. Overexpression of C-terminal Src kinase blocks 14, 15-epoxyeicosatrienoic acid-induced tyrosine phosphorylation and mitogenesis. 2000 J. Biol. Chem. pmid:10788500
Tréluyer JM et al. Ontogenesis of CYP2C-dependent arachidonic acid metabolism in the human liver: relationship with sudden infant death syndrome. 2000 Pediatr. Res. pmid:10813596
Wu SN et al. Actions of epoxyeicosatrienoic acid on large-conductance Ca(2+)-activated K(+) channels in pituitary GH(3) cells. 2000 Biochem. Pharmacol. pmid:10825470
Nithipatikom K et al. Determination of EETs using microbore liquid chromatography with fluorescence detection. 2000 Am. J. Physiol. Heart Circ. Physiol. pmid:10924087
Wong PY et al. Mechanism and signal transduction of 14 (R), 15 (S)-epoxyeicosatrienoic acid (14,15-EET) binding in guinea pig monocytes. 2000 Prostaglandins Other Lipid Mediat. pmid:11060896
Yu Z et al. Soluble epoxide hydrolase regulates hydrolysis of vasoactive epoxyeicosatrienoic acids. 2000 Circ. Res. pmid:11090543
Pratt PF et al. Endothelium-independent, ouabain-sensitive relaxation of bovine coronary arteries by EETs. 2001 Am. J. Physiol. Heart Circ. Physiol. pmid:11179054
Fang X et al. Pathways of epoxyeicosatrienoic acid metabolism in endothelial cells. Implications for the vascular effects of soluble epoxide hydrolase inhibition. 2001 J. Biol. Chem. pmid:11278979
Node K et al. Activation of Galpha s mediates induction of tissue-type plasminogen activator gene transcription by epoxyeicosatrienoic acids. 2001 J. Biol. Chem. pmid:11279071
Benoit C et al. EETs relax airway smooth muscle via an EpDHF effect: BK(Ca) channel activation and hyperpolarization. 2001 Am. J. Physiol. Lung Cell Mol. Physiol. pmid:11290521
Nithipatikom K et al. Determination of cytochrome P450 metabolites of arachidonic acid in coronary venous plasma during ischemia and reperfusion in dogs. 2001 Anal. Biochem. pmid:11319825
Zhang Y et al. EET homologs potently dilate coronary microvessels and activate BK(Ca) channels. 2001 Am. J. Physiol. Heart Circ. Physiol. pmid:11356595
Rastaldo R et al. Cytochrome P-450 metabolite of arachidonic acid mediates bradykinin-induced negative inotropic effect. 2001 Am. J. Physiol. Heart Circ. Physiol. pmid:11356641
Imig JD et al. Enhanced renal microvascular reactivity to angiotensin II in hypertension is ameliorated by the sulfonimide analog of 11,12-epoxyeicosatrienoic acid. 2001 J. Hypertens. pmid:11393683
Medhora M et al. Dual regulation of the cerebral microvasculature by epoxyeicosatrienoic acids. 2001 Trends Cardiovasc. Med. pmid:11413051
Krishna UM et al. Stereospecific synthesis of trans-arachidonic acids. 2001 Bioorg. Med. Chem. Lett. pmid:11549436
Miller AW et al. Epoxyeicosatrienoic acid-induced relaxation is impaired in insulin resistance. 2001 Am. J. Physiol. Heart Circ. Physiol. pmid:11557540
Fisslthaler B et al. Cyclic stretch enhances the expression and activity of coronary endothelium-derived hyperpolarizing factor synthase. 2001 Hypertension pmid:11751730
Salvail D et al. Functional reconstitution of an eicosanoid-modulated Cl- channel from bovine tracheal smooth muscle. 2002 Am. J. Physiol., Cell Physiol. pmid:11832342
Campbell WB et al. 14,15-Dihydroxyeicosatrienoic acid relaxes bovine coronary arteries by activation of K(Ca) channels. 2002 Am. J. Physiol. Heart Circ. Physiol. pmid:11959628
Gauthier KM et al. 14,15-Epoxyeicosa-5(Z)-enoic acid: a selective epoxyeicosatrienoic acid antagonist that inhibits endothelium-dependent hyperpolarization and relaxation in coronary arteries. 2002 Circ. Res. pmid:12016270
Snyder GD et al. Evidence for a membrane site of action for 14,15-EET on expression of aromatase in vascular smooth muscle. 2002 Am. J. Physiol. Heart Circ. Physiol. pmid:12384472
Falck JR et al. Comparison of vasodilatory properties of 14,15-EET analogs: structural requirements for dilation. 2003 Am. J. Physiol. Heart Circ. Physiol. pmid:12388250
Medhora M et al. Epoxygenase-driven angiogenesis in human lung microvascular endothelial cells. 2003 Am. J. Physiol. Heart Circ. Physiol. pmid:12388259
Fang X et al. Human coronary endothelial cells convert 14,15-EET to a biologically active chain-shortened epoxide. 2002 Am. J. Physiol. Heart Circ. Physiol. pmid:12388281
Zhang C and Harder DR Cerebral capillary endothelial cell mitogenesis and morphogenesis induced by astrocytic epoxyeicosatrienoic Acid. 2002 Stroke pmid:12468797
Liu YC and Wu SN Block of erg current by linoleoylamide, a sleep-inducing agent, in pituitary GH3 cells. 2003 Eur. J. Pharmacol. pmid:12498905
Oleksiak MF et al. Identification and regulation of a new vertebrate cytochrome P450 subfamily, the CYP2Ps, and functional characterization of CYP2P3, a conserved arachidonic acid epoxygenase/19-hydroxylase. 2003 Arch. Biochem. Biophys. pmid:12623071
Fang X et al. Differences in positional esterification of 14,15-epoxyeicosatrienoic acid in phosphatidylcholine of porcine coronary artery endothelial and smooth muscle cells. 2003 Prostaglandins Other Lipid Mediat. pmid:12749592
Wang D et al. Contributions of nitric oxide, EDHF, and EETs to endothelium-dependent relaxation in renal afferent arterioles. 2003 Kidney Int. pmid:12753306
Miyazono M et al. Increased epoxyeicosatrienoic acid formation in the rat kidney during liver cirrhosis. 2003 J. Am. Soc. Nephrol. pmid:12819236
Ladd PA et al. Epoxyeicosatrienoic acids activate transglutaminases in situ and induce cornification of epidermal keratinocytes. 2003 J. Biol. Chem. pmid:12840027
Gauthier KM et al. 14,15-epoxyeicosa-5(Z)-enoic-mSI: a 14,15- and 5,6-EET antagonist in bovine coronary arteries. 2003 Hypertension pmid:12953017
Malcolm KC and Fitzpatrick FA Epoxyeicosatrienoic acids inhibit Ca2+ entry into platelets stimulated by thapsigargin and thrombin. 1992 J. Biol. Chem. pmid:1400301
Alvarez DF et al. Role of EETs in regulation of endothelial permeability in rat lung. 2004 Am. J. Physiol. Lung Cell Mol. Physiol. pmid:14578116
Krötz F et al. Membrane-potential-dependent inhibition of platelet adhesion to endothelial cells by epoxyeicosatrienoic acids. 2004 Arterioscler. Thromb. Vasc. Biol. pmid:14715644
Gauthier KM et al. 14,15-EET analogs: characterization of structural requirements for agonist and antagonist activity in bovine coronary arteries. 2004 Pharmacol. Res. pmid:15026029
Fang X et al. Effect of soluble epoxide hydrolase inhibition on epoxyeicosatrienoic acid metabolism in human blood vessels. 2004 Am. J. Physiol. Heart Circ. Physiol. pmid:15284062
Ye D et al. Activation of rat mesenteric arterial KATP channels by 11,12-epoxyeicosatrienoic acid. 2005 Am. J. Physiol. Heart Circ. Physiol. pmid:15331373
Karara A et al. Arachidonic acid epoxygenase: structural characterization and quantification of epoxyeicosatrienoates in plasma. 1992 Biochem. Biophys. Res. Commun. pmid:1540175
Gauthier KM et al. Endothelium-derived 2-arachidonylglycerol: an intermediate in vasodilatory eicosanoid release in bovine coronary arteries. 2005 Am. J. Physiol. Heart Circ. Physiol. pmid:15528233
Spiecker M and Liao JK Vascular protective effects of cytochrome p450 epoxygenase-derived eicosanoids. 2005 Arch. Biochem. Biophys. pmid:15581597
Gauthier KM et al. 14,15-epoxyeicosatrienoic acid represents a transferable endothelium-dependent relaxing factor in bovine coronary arteries. 2005 Hypertension pmid:15699460
Fang X et al. Activation of peroxisome proliferator-activated receptor alpha by substituted urea-derived soluble epoxide hydrolase inhibitors. 2005 J. Pharmacol. Exp. Ther. pmid:15798002
Jiang JG et al. Cytochrome P450 2J2 promotes the neoplastic phenotype of carcinoma cells and is up-regulated in human tumors. 2005 Cancer Res. pmid:15930289
Dunn LK et al. Chick chorioallantoic membrane as an in vivo model to study vasoreactivity: characterization of development-dependent hyperemia induced by epoxyeicosatrienoic acids (EETs). 2005 Anat Rec A Discov Mol Cell Evol Biol pmid:15952186
Alvarez DF et al. Resistance to store depletion-induced endothelial injury in rat lung after chronic heart failure. 2005 Am. J. Respir. Crit. Care Med. pmid:16051904
Fang X et al. 14,15-Dihydroxyeicosatrienoic acid activates peroxisome proliferator-activated receptor-alpha. 2006 Am. J. Physiol. Heart Circ. Physiol. pmid:16113065
Campbell WB et al. Regulation of potassium channels in coronary smooth muscle by adenoviral expression of cytochrome P-450 epoxygenase. 2006 Am. J. Physiol. Heart Circ. Physiol. pmid:16143653
Zhang B et al. Fibroblast growth factor-2 is a downstream mediator of phosphatidylinositol 3-kinase-Akt signaling in 14,15-epoxyeicosatrienoic acid-induced angiogenesis. 2006 J. Biol. Chem. pmid:16286479
Wei S et al. Chiral resolution of the epoxyeicosatrienoic acids, arachidonic acid epoxygenase metabolites. 2006 Anal. Biochem. pmid:16480681
Ye D et al. Mechanism of rat mesenteric arterial KATP channel activation by 14,15-epoxyeicosatrienoic acid. 2006 Am. J. Physiol. Heart Circ. Physiol. pmid:16537788
Sacerdoti D et al. Rat mesenteric arterial dilator response to 11,12-epoxyeicosatrienoic acid is mediated by activating heme oxygenase. 2006 Am. J. Physiol. Heart Circ. Physiol. pmid:16798831
Wang XL et al. Inhibition of ATP binding to the carboxyl terminus of Kir6.2 by epoxyeicosatrienoic acids. 2006 Biochim. Biophys. Acta pmid:16904368
Morin C and Rousseau E Effects of 5-oxo-ETE and 14,15-EET on reactivity and Ca2+ sensitivity in guinea pig bronchi. 2007 Prostaglandins Other Lipid Mediat. pmid:17164130
Jiang JG et al. Regulation of endothelial nitric-oxide synthase activity through phosphorylation in response to epoxyeicosatrienoic acids. 2007 Prostaglandins Other Lipid Mediat. pmid:17164144
Gross GJ et al. Mechanisms by which epoxyeicosatrienoic acids (EETs) elicit cardioprotection in rat hearts. 2007 J. Mol. Cell. Cardiol. pmid:17217955
Morin C et al. Epoxyeicosatrienoic acid relaxing effects involve Ca2+-activated K+ channel activation and CPI-17 dephosphorylation in human bronchi. 2007 Am. J. Respir. Cell Mol. Biol. pmid:17237191
Chen J et al. Mitogenic activity and signaling mechanism of 2-(14,15- epoxyeicosatrienoyl)glycerol, a novel cytochrome p450 arachidonate metabolite. 2007 Mol. Cell. Biol. pmid:17283047
Amruthesh SC et al. Brain synthesis and cerebrovascular action of epoxygenase metabolites of arachidonic acid. 1992 J. Neurochem. pmid:1729396
Carroll MA et al. Cyclooxygenase dependency of the renovascular actions of cytochrome P450-derived arachidonate metabolites. 1992 J. Pharmacol. Exp. Ther. pmid:1731035
Seki K et al. Epoxyeicosatrienoic acid stimulates ADP-ribosylation of a 52 kDa protein in rat liver cytosol. 1992 Biochem. J. pmid:1731754
Yang W et al. Characterization of 14,15-epoxyeicosatrienoyl-sulfonamides as 14,15-epoxyeicosatrienoic acid agonists: use for studies of metabolism and ligand binding. 2007 J. Pharmacol. Exp. Ther. pmid:17327488
Bernstrom K et al. Incorporation and distribution of epoxyeicosatrienoic acids into cellular phospholipids. 1992 J. Biol. Chem. pmid:1740420
Koerner IP et al. Polymorphisms in the human soluble epoxide hydrolase gene EPHX2 linked to neuronal survival after ischemic injury. 2007 J. Neurosci. pmid:17460077
Heizer ML et al. 14,15-Epoxyeicosatrienoic acid inhibits platelet aggregation in mouse cerebral arterioles. 1991 Stroke pmid:1750047
Morin C et al. EET displays anti-inflammatory effects in TNF-alpha stimulated human bronchi: putative role of CPI-17. 2008 Am. J. Respir. Cell Mol. Biol. pmid:17872494
Ghosh S et al. Oral delivery of 1,3-dicyclohexylurea nanosuspension enhances exposure and lowers blood pressure in hypertensive rats. 2008 Basic Clin. Pharmacol. Toxicol. pmid:18312493
Michaelis UR et al. Role of cytochrome P450 2C epoxygenases in hypoxia-induced cell migration and angiogenesis in retinal endothelial cells. 2008 Invest. Ophthalmol. Vis. Sci. pmid:18326754
Cheranov SY et al. An essential role for SRC-activated STAT-3 in 14,15-EET-induced VEGF expression and angiogenesis. 2008 Blood pmid:18408167
Gross GJ et al. Effects of the selective EET antagonist, 14,15-EEZE, on cardioprotection produced by exogenous or endogenous EETs in the canine heart. 2008 Am. J. Physiol. Heart Circ. Physiol. pmid:18441205
Terashvili M et al. Antinociception produced by 14,15-epoxyeicosatrienoic acid is mediated by the activation of beta-endorphin and met-enkephalin in the rat ventrolateral periaqueductal gray. 2008 J. Pharmacol. Exp. Ther. pmid:18492947
Snider NT et al. The endocannabinoid anandamide is a substrate for the human polymorphic cytochrome P450 2D6. 2008 J. Pharmacol. Exp. Ther. pmid:18698000
Morin C et al. CPI-17 silencing-reduced responsiveness in control and TNF-alpha-treated human bronchi. 2008 Am. J. Respir. Cell Mol. Biol. pmid:18757304
Smith HE et al. Role of cytochrome P450 2C8 and 2J2 genotypes in calcineurin inhibitor-induced chronic kidney disease. 2008 Pharmacogenet. Genomics pmid:18769365
Motoki A et al. Soluble epoxide hydrolase inhibition and gene deletion are protective against myocardial ischemia-reperfusion injury in vivo. 2008 Am. J. Physiol. Heart Circ. Physiol. pmid:18835921
Behm DJ et al. Epoxyeicosatrienoic acids function as selective, endogenous antagonists of native thromboxane receptors: identification of a novel mechanism of vasodilation. 2009 J. Pharmacol. Exp. Ther. pmid:18836067
Pfister SL et al. Enhanced synthesis of epoxyeicosatrienoic acids by cholesterol-fed rabbit aorta. 1991 Am. J. Physiol. pmid:1887929
Force T et al. Noncyclooxygenase metabolites of arachidonic acid amplify the vasopressin-induced Ca2+ signal in glomerular mesangial cells by releasing Ca2+ from intracellular stores. 1991 J. Biol. Chem. pmid:1900289
Falck JR et al. 14,15-Epoxyeicosa-5,8,11-trienoic acid (14,15-EET) surrogates containing epoxide bioisosteres: influence upon vascular relaxation and soluble epoxide hydrolase inhibition. 2009 J. Med. Chem. pmid:19653681
Chen Y et al. 20-125Iodo-14,15-epoxyeicosa-5(Z)-enoic acid: a high-affinity radioligand used to characterize the epoxyeicosatrienoic acid antagonist binding site. 2009 J. Pharmacol. Exp. Ther. pmid:19762546
Merkel MJ et al. Inhibition of soluble epoxide hydrolase preserves cardiomyocytes: role of STAT3 signaling. 2010 Am. J. Physiol. Heart Circ. Physiol. pmid:20008276
Morin C et al. 17,18-epoxyeicosatetraenoic acid targets PPARγ and p38 mitogen-activated protein kinase to mediate its anti-inflammatory effects in the lung: role of soluble epoxide hydrolase. 2010 Am. J. Respir. Cell Mol. Biol. pmid:20008283
Lamb DC et al. Streptomyces coelicolor A3(2) CYP102 protein, a novel fatty acid hydroxylase encoded as a heme domain without an N-terminal redox partner. 2010 Appl. Environ. Microbiol. pmid:20097805
Planagumà A et al. Lovastatin decreases acute mucosal inflammation via 15-epi-lipoxin A4. 2010 Mucosal Immunol pmid:20130564
Townsley MI et al. Impact of epoxyeicosatrienoic acids in lung ischemia-reperfusion injury. 2010 Microcirculation pmid:20163540
Gross GJ et al. Evidence for a role of opioids in epoxyeicosatrienoic acid-induced cardioprotection in rat hearts. 2010 Am. J. Physiol. Heart Circ. Physiol. pmid:20400686
Yang C et al. 14,15-Epoxyeicosatrienoic acid induces vasorelaxation through the prostaglandin EP(2) receptors in rat mesenteric artery. 2010 Prostaglandins Other Lipid Mediat. pmid:20601071
Imaizumi S et al. L-4F differentially alters plasma levels of oxidized fatty acids resulting in more anti-inflammatory HDL in mice. 2010 Drug Metab Lett pmid:20642447
Bukhari IA et al. 14,15-Dihydroxy-eicosa-5(Z)-enoic acid selectively inhibits 14,15-epoxyeicosatrienoic acid-induced relaxations in bovine coronary arteries. 2011 J. Pharmacol. Exp. Ther. pmid:20881018
Skepner JE et al. Chronic treatment with epoxyeicosatrienoic acids modulates insulin signaling and prevents insulin resistance in hepatocytes. 2011 Prostaglandins Other Lipid Mediat. pmid:21040800