(±)14(15)-EET Ethanolamide
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An endogenous lipid neurotransmitter with cannabinergic activity, binding to both the central cannabinoid (CB1) and peripheral cannabinoid (CB2) receptors.1,2 Fatty acid amide hydrolase (FAAH) is the enzyme responsible for the hydrolysis and inactivation of AEA.3 Metabolism of AEA by cyclooxygenase-2, leading to formation of prostaglandin ethanolamides and by lipoxygenases has also been documented.4 (±)14(15)-EET ethanolamide is a potential cytochrome P450 (CYP450) metabolite of AEA, although specific stereochemistry rather than a racemic mixture would likely ensue from enzymatic metabolism. CYP450 metabolism of AEA may be particularly relevant under conditions of FAAH inhibition. Evidence for the formation of (±)14(15)-EET ethanolamide in vivo has not been documented.
(±)14(15)-EET Ethanolamide References
- The fatty acid amide hydrolase (FAAH). | Deutsch, DG., et al. 2002. Prostaglandins Leukot Essent Fatty Acids. 66: 201-10. PMID: 12052036
- Metabolism of the endocannabinoids, 2-arachidonylglycerol and anandamide, into prostaglandin, thromboxane, and prostacyclin glycerol esters and ethanolamides. | Kozak, KR., et al. 2002. J Biol Chem. 277: 44877-85. PMID: 12244105
- The endocannabinoid system: drug targets, lead compounds, and potential therapeutic applications. | Lambert, DM. and Fowler, CJ. 2005. J Med Chem. 48: 5059-87. PMID: 16078824
- Expression and purification of orphan cytochrome P450 4X1 and oxidation of anandamide. | Stark, K., et al. 2008. FEBS J. 275: 3706-17. PMID: 18549450
- Renal drug metabolism in humans: the potential for drug-endobiotic interactions involving cytochrome P450 (CYP) and UDP-glucuronosyltransferase (UGT). | Knights, KM., et al. 2013. Br J Clin Pharmacol. 76: 587-602. PMID: 23362865
- Cytochrome P450 epoxygenase pathway of polyunsaturated fatty acid metabolism. | Spector, AA. and Kim, HY. 2015. Biochim Biophys Acta. 1851: 356-65. PMID: 25093613
- Endocannabinoids anandamide and 2-arachidonoylglycerol are substrates for human CYP2J2 epoxygenase. | McDougle, DR., et al. 2014. J Pharmacol Exp Ther. 351: 616-27. PMID: 25277139
- Anandamide, an endogenous cannabimimetic eicosanoid, binds to the cloned human cannabinoid receptor and stimulates receptor-mediated signal transduction. | Felder, CC., et al. 1993. Proc Natl Acad Sci U S A. 90: 7656-60. PMID: 8395053
Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
(±)14(15)-EET Ethanolamide, 25 µg | sc-220611 | 25 µg | $99.00 | |||
(±)14(15)-EET Ethanolamide, 50 µg | sc-220611A | 50 µg | $188.00 |