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Eicosapentaenoyl ethanolamide

Cat. No. M8319

All AbMole products are for research use only, cannot be used for human consumption.

Eicosapentaenoyl ethanolamide Structure

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Biological Activity

Eicosapentaenoyl ethanolamide (EPEA) is a lipid mediator that has been found to suppress lifespan extension resulting from dietary restriction in C. elegans and also to have antiproliferative and anti-inflammatory actions. In C. elegans, it is believed to act as a metabolic signal that couples nutrient availability with growth and lifespan. EPEA is a member of the N-acylethanolamines (NAEs), lipid-derived signaling molecules that include the mammalian endocannabinoid arachidonoyl ethanolamide (AEA). In mammals, NAEs are believed to act primarily through cannabinoid receptors, although they can also interact with a variety of other targets, and EPEA has been shown to act as a CB1 and CB2 receptor agonist. However, C. elegans does not possess clear orthologues of the mammalian cannabinoid receptors which suggests that there are unidentified NAE receptors in nematodes that are possibly conserved mediators of NAE signaling.

Chemical Information
Molecular Weight 345.52
Formula C22H35NO2
CAS Number 109001-03-8
Storage Powder          -20°C   3 years ;  4°C   2 years
In solvent       -80°C   6 months ;  -20°C   1 month
References

[1] Mohammad-Mahdi Ghanbari, et al. The ω-3 endocannabinoid docosahexaenoyl ethanolamide reduces seizure susceptibility in mice by activating cannabinoid type 1 receptors

[2] Lauren N Carnevale, et al. Novel Anti-inflammatory and Vasodilatory ω-3 Endocannabinoid Epoxide Regioisomers

[3] Ian de Bus, et al. The role of n-3 PUFA-derived fatty acid derivatives and their oxygenated metabolites in the modulation of inflammation

[4] Josephine E Watson, et al. Emerging class of omega-3 fatty acid endocannabinoids & their derivatives

[5] Daniel R McDougle, et al. Anti-inflammatory ω-3 endocannabinoid epoxides

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