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Cat. No. Name Size Price Add Cart
KI1419Oleamide10 mg$120

Chemical Characteristic

Product NameOleamide
CAS No.301-02-0
Molecular Weight 281.48
FormulaC18H35NO
Chemical Namecis-9,10-Octadecenoamide
SmilesC(=O)(CCCCCCC/C=C\CCCCCCCC)N
Chemical Structure

Biological activities

Oleamide is a CB1 cannabinoid receptor agonist. The Ki of oleamide is 1.14 and 2.63 µM for competitively inhibiting binding of the nonselective cannabinoid agonist [3H]CP55,940 and the selective CB1 antagonist [3H]SR141716A to rat whole-brain membranes, respectively. Oleamide stimulates [35S]GTPS binding in a concentration-dependent manner. The EC50 of oleamide is 1.64 µM. [1] Oleamide also activates the TRPV1 vanilloid receptor. Oleamide interacts not only with voltage-gated Na+ channels and but also allosterically with GABAA and 5-HT7 receptors as well as having cannabinoid-like actions.[2] Thus, oleamide modulates human GABAA currents (α1β2γ2L) in oocytes with an EC50 of 28.94 µM.[3] Oleamide induces vasorelaxation, with an EC50 of 1.2 µM, which is reduced by endothelial removal.[4]

Protocols

In vitro: Oleamide is dissolved in 100% ethanol.[3]

References

[1] Leggett JD, et al. Oleamide is a selective endogenous agonist of rat and human CB1 cannabinoid receptors. Br J Pharmacol. 2004, 141(2): 253-262.
[2] Hiley CR, et al. Oleamide: a fatty acid amide signaling molecule in the cardiovascular system Cardiovasc Drug Rev. 2007, 25(1): 46-60.
[3] Coyne L, et al. The sleep hormone oleamide modulates inhibitory ionotropic receptors in mammalian CNS in vitro. Br J Pharmacol. 2002, 135(8): 1977-1987.
[4] Hoi PM, et al. Vasorelaxant effects of oleamide in rat small mesenteric artery indicate action at a novel cannabinoid receptor. Br J Pharmacol. 2006, 147(5): 560-568.

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