Page last updated: 2024-12-04

14,15-epoxy-5,8,11-eicosatrienoic acid

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

14,15-epoxy-5,8,11-eicosatrienoic acid (14,15-EpETE) is a **lipid mediator** produced from the metabolism of arachidonic acid. It is specifically an **epoxyeicosatrienoic acid (EET)**, which is a class of fatty acids that are known for their diverse biological activities.

Here's why 14,15-EpETE is important for research:

**1. Role in inflammation and pain:**
- 14,15-EpETE has been shown to possess **anti-inflammatory** properties. It can inhibit the production of pro-inflammatory mediators like TNF-α and IL-1β, potentially contributing to pain reduction.
- This makes it a potential target for developing new **anti-inflammatory drugs**.

**2. Cardiovascular effects:**
- 14,15-EpETE is involved in regulating **blood pressure** and **vascular tone**.
- It can modulate the activity of ion channels and signaling pathways, potentially influencing cardiovascular health.
- This makes it an interesting molecule to study for potential **therapeutic applications in cardiovascular diseases**.

**3. Role in cancer:**
- Research suggests 14,15-EpETE can act as a **tumor suppressor**, inhibiting tumor cell growth and promoting apoptosis (programmed cell death).
- Its potential role in cancer prevention and treatment is being explored.

**4. Other biological effects:**
- 14,15-EpETE has also been linked to **neuroprotection**, **renal function**, and **wound healing**, highlighting its diverse biological activities.

**5. Research challenges:**
- The **complex metabolism** of 14,15-EpETE and its multiple biological targets pose challenges for studying its specific effects.
- More research is needed to understand its precise mechanisms of action and to develop specific therapies based on its activities.

**In summary, 14,15-EpETE is a fascinating lipid mediator with a range of potential therapeutic applications in inflammation, cardiovascular diseases, cancer, and other areas. More research is required to further understand its precise functions and develop targeted therapies based on its unique properties.**

14,15-epoxy-5,8,11-eicosatrienoic acid: RN given refers to cpd without isomeric designation [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID1431
CHEBI ID171866
MeSH IDM0135403

Synonyms (18)

Synonym
CBIOL_001861
13-(3-pentyloxiran-2-yl)trideca-5,8,11-trienoic acid
CHEBI:171866
BIO1_000636
BIO1_000147
BIO1_001125
BIO2_000055
BIO2_000535
14,15-epoxy-5,8,11-eicosatrienoic acid
KBIO3_000109
KBIO2_002623
KBIOGR_000055
KBIO2_000055
KBIO3_000110
KBIOSS_000055
KBIO2_005191
DTXSID60868608
PD195527

Research Excerpts

Bioavailability

ExcerptReferenceRelevance
"We propose that reduced vasodilatory action and decreased intrarenal bioavailability of EETs combined with intrarenal angiotensin II levels that are inappropriately high for hypertensive rats underlie functional derangements of the nonclipped kidneys of 2-kidney, 1-clip Goldblatt hypertensive rats."( Interlobular Arteries From 2-Kidney, 1-Clip Goldblatt Hypertensive Rats' Exhibit-Impaired Vasodilator Response to Epoxyeicosatrienoic Acids.
Červenka, L; Falck, JR; Imig, JD; Kopkan, L; Reddy, RN; Sadowski, J; Sporková, A, 2016
)
0.43

Dosage Studied

ExcerptRelevanceReference
" Dose-response curves (10(-9) to 10(-6) M) to 5,6-EET, 8,9-EET, 11,12-EET, 14,15-EET, and ACh (10(-9) to 10(-4) M) were evaluated in preconstricted (10(-6) mol/l phenylephrine) mesenteric arteries (<350 microm diameter) in the presence or absence of 1) the cyclooxygenase inhibitor indomethacin (2."( Rat mesenteric arterial dilator response to 11,12-epoxyeicosatrienoic acid is mediated by activating heme oxygenase.
Abraham, NG; Bolognesi, M; Di Pascoli, M; Gatta, A; McGiff, JC; Sacerdoti, D; Schwartzman, ML, 2006
)
0.33
" 1,3-dicyclohexylurea (DCU), a potent sEH inhibitor, lowers systemic blood pressure in spontaneously hypertensive rats when dosed intraperitoneally."( Oral delivery of 1,3-dicyclohexylurea nanosuspension enhances exposure and lowers blood pressure in hypertensive rats.
Chiang, PC; Fujiwara, H; Ghosh, S; Roberds, SL; Selbo, JG; Wahlstrom, JL, 2008
)
0.35
" The enzyme assay was carried out in a 96-well plate format, and near perfect sigmoidal dose-response curves were obtained for 12 concentrations of each inhibitor in only 22 min, enabling precise determination of IC(50) values."( Development of an online SPE-LC-MS-based assay using endogenous substrate for investigation of soluble epoxide hydrolase (sEH) inhibitors.
Hammock, BD; Huby, M; Hwang, SH; Morisseau, C; Schebb, NH, 2011
)
0.37
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
long-chain fatty acidA fatty acid with a chain length ranging from C13 to C22.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Research

Studies (265)

TimeframeStudies, This Drug (%)All Drugs %
pre-199014 (5.28)18.7374
1990's60 (22.64)18.2507
2000's78 (29.43)29.6817
2010's102 (38.49)24.3611
2020's11 (4.15)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 9.45

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index9.45 (24.57)
Research Supply Index5.63 (2.92)
Research Growth Index5.08 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (9.45)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials1 (0.36%)5.53%
Reviews9 (3.26%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other266 (96.38%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]