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About This Item
Empirical Formula (Hill Notation):
C18H37NO2
CAS Number:
Molecular Weight:
299.49
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
EC Number:
208-867-9
MDL number:
Product Name
Palmitoylethanolamide,
InChI key
HXYVTAGFYLMHSO-UHFFFAOYSA-N
InChI
1S/C18H37NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(21)19-16-17-20/h20H,2-17H2,1H3,(H,19,21)
SMILES string
CCCCCCCCCCCCCCCC(=O)NCCO
form
powder
storage temp.
−20°C
Gene Information
human ... CNR1(1268), CNR2(1269)
rat ... Faah(29347)
Related Categories
Application
Palmitoylethanolamide has been used as a reference standard in mass spectrometry (MS/MS).
Biochem/physiol Actions
Palmitoylethanolamide (PEA) is a natural fatty acid amide of ethanolamine and palmitic acid. It is found in soybeans, egg yolk, and many other food sources. PEA is an endogenous cannabinoid receptor agonist. It is a peroxisome proliferator-activated receptor α (PPAR-α) ligand. PEA possesses anti-inflammatory, anti-allergic, neuroprotective, and analgesic activities. It belongs to the class of lipid mediators and the N-acylethanolamine family. PEA blocks the release of pro-inflammatory mediators from activated mast cells and prevents the recruitment of activated mast cells at the site of nerve injury.
Other Notes
Structural analog of anandamide.
signalword
Danger
hcodes
Hazard Classifications
Aquatic Chronic 2 - Eye Dam. 1 - Skin Irrit. 2
Storage Class
13 - Non Combustible Solids
wgk
WGK 2
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Melania Melis et al.
The Laryngoscope, 129(9), E307-E312 (2019-01-25)
Taste sensitivity varies greatly among individuals influencing eating behavior and health, consequently the disorders of this sense can affect the quality of life. The ability to perceive the bitter of thiourea compounds, such as phenylthiocarbamide (PTC), has been largely reported
Didier M Lambert et al.
Current medicinal chemistry, 9(6), 663-674 (2002-04-12)
The discovery of anandamide as an endogenous ligand for the cannabinoid receptors has led to a resurgence of interest in the fatty acid amides. However, N-palmitoylethanolamine (PEA), a shorter and fully saturated analogue of anandamide, has been known since the
Xiao Shi et al.
PloS one, 11(3), e0152581-e0152581 (2016-04-01)
Methamphetamine (MA) and neurotransmitter precursors and metabolites such as tyramine, octopamine, and β-phenethylamine stimulate the G protein-coupled trace amine-associated receptor 1 (TAAR1). TAAR1 has been implicated in human conditions including obesity, schizophrenia, depression, fibromyalgia, migraine, and addiction. Additionally TAAR1 is
Jonathan C van Zijl et al.
Annals of clinical and translational neurology, 5(4), 386-396 (2018-04-25)
Posthypoxic myoclonus (PHM) in the first few days after resuscitation can be divided clinically into generalized and focal (uni- and multifocal) subtypes. The former is associated with a subcortical origin and poor prognosis in patients with postanoxic encephalopathy (PAE), and
Lili He et al.
Journal of chromatographic science, 54(8), 1428-1434 (2016-05-04)
This article aims to build up a simple, rapid and accurate capillary zone electrophoresis (CZE) method for the separation of biogenic amines (BAs). Here, 10 key BAs (phenethylamine, histamine, tryptamine, tyramine, 5-hydroxytryptamine, octopamine, dopamine, norepinephrine, epinephrine and carnosine) owning significant
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