Palmitoleoyl Ethanolamide

Product NamePalmitoleoyl Ethanolamide
CAS94421-67-7
MFC18H35NO2
MW297.48
EINECS
MOL File94421-67-7.mol

Chemical Properties

Boiling point	472.7±38.0 °C(Predicted)
Density	0.921±0.06 g/cm3(Predicted)
solubility	DMF: 100 mg/ml; DMSO: 100 mg/ml; Ethanol: 100 mg/ml; PBS (pH 7.2): <100 μg/ml
form	A crystalline solid
pka	14.49±0.10(Predicted)
color	White to off-white

Usage And Synthesis

Description

N-acylethanolamines (NAEs) are lipid-derived signaling compounds. For example, arachidonoyl ethanolamide is an endogenous cannabinoid (CB) that activates the CB₁ and CB₂ receptors. Palmitoleoyl Ethanolamide (POEA) is an NAE that is produced endogenously from palmitoleic acid. Unlike arachidonoyl ethanolamide and palmitoyl ethanolamide, POEA does not have antinociceptive effects, as assessed in the formalin-evoked pain model.

Uses

N-acylethanolamines (NAEs) are lipid-derived signaling compounds. For example, arachidonoyl ethanolamide is an endogenous cannabinoid (CB) that activates the CB1 and CB2 receptors. Palmitoleoyl Ethanolamide (POEA) is an NAE that is produced endogenously from palmitoleic acid. Unlike arachidonoyl ethanolamide and palmitoyl ethanolamide, POEA does not have antinociceptive effects, as assessed in the formalin-evoked pain model.[Cayman Chemical]

Definition

ChEBI: Palmitoleoyl ethanolamide is an N-acylethanolamine 16:1 that is the ethanolamide of palmitoleic acid. It has a role as an anti-inflammatory agent. It is an endocannabinoid and a N-acylethanolamine 16:1. It is functionally related to a palmitoleic acid.

References

[1] MARK LUCANIC. N-acylethanolamine signalling mediates the effect of diet on lifespan in Caenorhabditis elegans[J]. Nature, 2011, 473 7346: 226-229. DOI: 10.1038/nature10007
[2] ANTONIO CALIGNANO Daniele P Giovanna La Rana. Antinociceptive activity of the endogenous fatty acid amide, palmitylethanolamide[J]. European journal of pharmacology, 2001, 419 2: Pages 191-198. DOI: 10.1016/s0014-2999(01)00988-8