Palmitoylethanolamide

Name: Palmitoylethanolamide
Brand: Tocris Bioscience
SKU: 0879

Catalog # 0879

Citations (10)

COA / SDS

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Key Product Details

Description:	Selective GPR55 agonist. FAAH and PAA substrate
Alternative Names:	PEA
Chemical Name:	N-(2-Hydroxyethyl)hexadecanamide
Molecular Weight:	299.5

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Biological Activity

Palmitoylethanolamide is an endogenous lipid that acts as a selective GPR55 agonist (EC₅₀ values are 4, 19 800 and > 30 000 nM at GPR55, CB₂ and CB₁ receptors respectively). Substrate for fatty acid amide hydrolase (FAAH) and PEA-preferring acid amidase (PAA) and exhibits antinociceptive and anticonvulsant in vivo. Directly activates PPARα (EC₅₀ = 3 μM) producing robust anti-inflammatory actions.

Technical Data

M. Wt	299.5
Formula	C₁₈H₃₇NO₂
Storage	Store at RT
CAS Number	544-31-0
PubChem ID	4671
InChi Key	HXYVTAGFYLMHSO-UHFFFAOYSA-N
Smiles	O=C(CCCCCCCCCCCCCCC)NCCO

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility

	Solvent	Max Conc. mg/mL	Max Conc. mM
Solubility
	DMSO	5.99	20
	ethanol	7.49	25

Preparing Stock Solutions

The following data is based on the product molecular weight 299.5.

Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
0.25 mM	13.36 mL	66.78 mL	133.56 mL
1.25 mM	2.67 mL	13.36 mL	26.71 mL
2.5 mM	1.34 mL	6.68 mL	13.36 mL
12.5 mM	0.27 mL	1.34 mL	2.67 mL

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References

References are publications that support the biological activity of the product.

Ryberg The orphan receptor GPR55 is a novel cannabinoid receptor. Br.J.Pharmacol. 2007 PMID: 17876302
Lo Verme The search for the palmitoylethanolamide receptor. Life Sci. 2005 PMID: 15963531
Re Palmitoylethanolamide, endocannabinoids and related cannabimimetic compounds in protection against tissue inflammation and pain: potential use in companion animals. Vet.J. 2005 PMID: 16324856
Lambert The palmitoylethanolamide family: a new class of anti-inflammatory agents? Curr.Med.Chem. 2002 PMID: 11945130
Lambert Anticonvulsant activity of N-palmitoylethanolamide, a putative endocannabinoid, in mice. Epilepsia 2001 PMID: 11442148

Citations for Palmitoylethanolamide (10)

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Citations are publications that use Bio-Techne products. Selected citations for Palmitoylethanolamide include:

Musella (2017) A novel crosstalk within the endocannabinoid system controls GABA transmission in the striatum. Sci Rep. 7(1):7363
PMID: 28779174
Raso et al. (2015) Palmitoylethanolamide treatment reduces blood pressure in spontaneously hypertensive rats: involvement of cytochrome p450-derived eicosanoids and renin angiotensin system. Int J Mol Sci. 10:e0123602
PMID: 25951330
Lin et al. (2015) Palmitoylethanolamide inhibits glutamate release in rat cerebrocortical nerve terminals. J Neuroinflammation. 16:5555
PMID: 25768340
Redlich et al. (2014) Palmitoylethanolamide stimulates phagocytosis of Escherichia coli K1 by macrophages and increases the resistance of mice against infections. PLoS One. 11:108
PMID: 24927796
Scuderi et al. (2012) Palmitoylethanolamide exerts neuroprotective effects in mixed neuroglial cultures and organotypic hippocampal slices via peroxisome proliferator-activated receptor-α. Br J Pharmacol. 9:49
PMID: 22405189
Ho et al. (2008) 'Entourage' effects of N-palmitoylethanolamide and N-oleoylethanolamide on vasorelaxation to anandamide occur through TRPV1 receptors. Br J Pharmacol. 155:837
PMID: 18695637
Melis et al. (2008) Endogenous fatty acid ethanolamides suppress nicotine-induced activation of mesolimbic DA neurons through nuclear receptors. J Neurosci. 28:13985
PMID: 19091987
Nieri et al. (2006) Modulation of P-glycoprotein activity by cannabinoid molecules in HK-2 renal cells. Br J Pharmacol. 148:682
PMID: 16715117
Maingret et al. (2001) The endocannabinoid anandamide is a direct and selective blocker of the background K(+) channel TASK-1. EMBO J. 20:47
PMID: 11226154
Chataigneau et al. (1998) Cannabinoid CB1 receptor and endothelium-dependent hyperpolarization in guinea-pig carotid, rat mesenteric and porcine coronary arteries. Proc Natl Acad Sci U S A. 123:968
PMID: 9535027

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