Palmitoylethanolamide

Pricing Availability Delivery Time Qty
Cat.No. 0879 - Palmitoylethanolamide | C18H37NO2 | CAS No. 544-31-0
Description: Selective GPR55 agonist. FAAH and PAA substrate
Alternative Names: PEA
Chemical Name: N-(2-Hydroxyethyl)hexadecanamide
Datasheet
Citations (7)
Literature

Biological Activity

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.

All Tocris products are intended for laboratory research use only.

Solubility Data

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 solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.

Select a batch to recalculate based on the batch molecular weight:
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 3.34 mL 16.69 mL 33.39 mL
5 mM 0.67 mL 3.34 mL 6.68 mL
10 mM 0.33 mL 1.67 mL 3.34 mL
50 mM 0.07 mL 0.33 mL 0.67 mL

Molarity Calculator

Calculate the mass, volume, or concentration required for a solution.
=
x
x
g/mol

*When preparing stock solutions always use the batch-specific molecular weight of the product found on the vial label and SDS / CoA (available online).

Reconstitution Calculator

The reconstitution calculator allows you to quickly calculate the volume of a reagent to reconstitute your vial. Simply enter the mass of reagent and the target concentration and the calculator will determine the rest.

=
÷

Dilution Calculator

Calculate the dilution required to prepare a stock solution.
x
=
x

Product Datasheets

Certificate of Analysis / Product Datasheet
Select another batch:
Safety Datasheet

References

References are publications that support the products' biological activity.

Lambert et al (2001) Anticonvulsant activity of N-palmitoylethanolamide, a putative endocannabinoid, in mice. Epilepsia 42 321 PMID: 11442148

Lambert et al (2002) The palmitoylethanolamide family: a new class of anti-inflammatory agents? Curr.Med.Chem. 9 663 PMID: 11945130

Lo Verme et al (2005) The search for the palmitoylethanolamide receptor. Life Sci. 77 1685 PMID: 15963531

Re et al (2005) Palmitoylethanolamide, endocannabinoids and related cannabimimetic compounds in protection against tissue inflammation and pain: potential use in companion animals. Vet.J. 173 21 PMID: 16324856

Ryberg et al (2007) The orphan receptor GPR55 is a novel cannabinoid receptor. Br.J.Pharmacol. 152 1092 PMID: 17876302


If you know of a relevant reference for Palmitoylethanolamide, please let us know.

View Related Products by Product Action

View all GPR55 Agonists

Keywords: Endogenous lipid PPARα PPARalpha agonists activity Selective GPR55 FAAH PAA PEA-preferring acid amidase Peroxisome Proliferator-activating Receptors PPAR Cannabinoid Anandamide Fatty Acid Amide Hydrolases PEA GPR55

7 Citations for Palmitoylethanolamide

Citations are publications that use Tocris products. Selected citations for Palmitoylethanolamide include:

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 dopamine neurons through nuclear receptors. J Neurosci 28 13985 PMID: 19091987

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

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


Do you know of a great paper that uses Palmitoylethanolamide from Tocris? If so please let us know.

Commented out for usability testing

Reviews

TODO: Add Reviews

Literature in this Area

GPCR

GPCR Product Listing

A collection of over 450 products for G protein-coupled receptors, the listing includes research tools for the study of:

  • Rhodopsin-like Receptors
  • Secretin-like Receptors
  • Glutamate Receptors
  • Frizzled Receptors
  • GPCR Signaling
Pain

Pain Research Product Guide

A collection of over 250 products for pain research, the guide includes research tools for the study of:

  • Nociception
  • Ion Channels
  • G-Protein-Coupled Receptors
  • Intracellular Signaling
Cannabinoid Receptor Ligands

Cannabinoid Receptor Ligands Scientific Review

Written by Roger Pertwee, this review discusses compounds which affect the activity of the endocannabinoid system, focusing particularly on ligands that are most widely used as experimental tools and denotes compounds available from Tocris.

Pathways for Palmitoylethanolamide

Protocols

TODO: Add Protocols