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Cat. Number
653142364003299
Chemical Name
Oleoyl Ethanolamide-d4
References
Synonyms
  • Oleic Acid Ethanolamide-d4
  • OEA-hydroxyethyl-1,1,2,2-d4
Formal Name N-​(2-​hydroxyethyl-​1,​1,​2,​2-​d4)-​9Z-​octadecenamide
Molecular Formula C20H35D4NO2
Formula Weight 329.6
Formulation A solution in ethanol
Purity ≥99% deuterated product
Stability 1 year
Storage -20°C
Shipping Wet ice in continental US; may vary elsewhere
SMILES CCCCCCCCC=C/CCCCCCCC(N([H]​)​C([2H]​)​([2H]​)​C([2H]​)​([2H]​)​O)​=O

Background Reading

Fu, J., Gaetani, S., Oveisi, F., et al. Oleylethanolamide regulates feeding and body weight through activation of the nuclear receptor PPAR-α. Nature 425 90-93 (2003).

di Tomaso, E., Beltramo, M., and Piomelli, D. Brain cannabinoids in chocolate. Nature 382 677-678 (1996).

de Fonseca, F.R., Navarro, M., Gómez, R., et al. An anorexic lipid mediator regulated by feeding. Nature 414 209-212 (2001).

Epps, D.E., Palmer, J.W., Schmid, H.H.O., et al. Inhibition of permeability-dependent Ca2+ release from mitochondria by N-acelethanolamines, a class of lipids synthesized in ischemic heart tissue. J Biol Chem 257 1383-1392 (1982).

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Size Global Purchasing
100 µg  
500 µg  
1 mg  
5 mg  

Description

Oleoyl ethanolamide (OEA) is an analog of the endocannabinoid AEA found in brain tissue and in chocolate.1 It is one of the long chain fatty acid ethanolamides that accumulates rapidly in infarcted tissue,2 but its biosynthesis is reduced in the intestine of rats following food deprivation.3 OEA is an endogenous, potent agonist for PPARα, exhibiting an EC50 value of 120 nM in a transactivation assay.4 Systemic administration of OEA suppresses food intake and reduces weight gain in rats (10 mg/kg intraperitoneally) and PPARα wild-type mice, but not in PPARα knockout mice.3,4 These data indicate that OEA regulates food intake by a PPARα-mediated mechanism.

1 di Tomaso, E., Beltramo, M., and Piomelli, D. Brain cannabinoids in chocolate. Nature 382 677-678 (1996).

2 Epps, D.E., Palmer, J.W., Schmid, H.H.O., et al. Inhibition of permeability-dependent Ca2+ release from mitochondria by N-acelethanolamines, a class of lipids synthesized in ischemic heart tissue. J Biol Chem 257 1383-1392 (1982).

3 de Fonseca, F.R., Navarro, M., Gómez, R., et al. An anorexic lipid mediator regulated by feeding. Nature 414 209-212 (2001).

4 Fu, J., Gaetani, S., Oveisi, F., et al. Oleylethanolamide regulates feeding and body weight through activation of the nuclear receptor PPAR-α. Nature 425 90-93 (2003).

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