| Weight | 299.499 g/mol |
|---|---|
| Formula | C18H37NO2 |
| Hydrogen Acceptors | 2 |
| Hydrogen Donors | 2 |
| Aromatic Rings | 0 |
| Rotatable Bonds | 16 |
Palmitoylethanolamide (544-31-0)
N-(2-hydroxyethyl)palmitate · N-palmitoylethanolamine · Impulsin
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#834 in Neuroscience
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#3663 in Biology
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#4597 in Chemistry
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- The nuclear receptor peroxisome proliferator-activated receptor- mediates the anti-inflammatory actions of palmitoylethanolamide (Molecular Pharmacology, 2005)
- Mast cells express a peripheral cannabinoid receptor with differential sensitivity to anandamide and palmitoylethanolamide. (Proceedings of the National Academy of Sciences of the United States of America, 1995)
- Biosynthesis, Uptake, and Degradation of Anandamide and Palmitoylethanolamide in Leukocytes (Journal of Biological Chemistry, 1997)
- The ALIAmide palmitoylethanolamide and cannabinoids, but not anandamide, are protective in a delayed postglutamate paradigm of excitotoxic death in cerebellar granule neurons (Proceedings of the National Academy of Sciences of the United States of America, 1996)
- The anti-hyperalgesic actions of the cannabinoid anandamide and the putative CB2 receptor agonist palmitoylethanolamide in visceral and somatic inflammatory pain (Pain, 1998)
- Evidence That 2-Arachidonoylglycerol but Not N-Palmitoylethanolamine or Anandamide Is the Physiological Ligand for the Cannabinoid CB2 Receptor COMPARISON OF THE AGONISTIC ACTIVITIES OF VARIOUS CANNABINOID RECEPTOR LIGANDS IN HL-60 CELLS (Journal of Biological Chemistry, 2000)
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Predict GHS Hazards for Any Chemical in silico.
Including Acute Oral Tox, Skin Sensitization, Eye Irritation, Aquatic Tox, & more. - N-(2-hydroxyethyl)palmitate
- N-palmitoylethanolamine
- Impulsin
- palmidrol
- palmitylethanolamide
- MimyX
-
SMILESCCCCCCCCCCCCCCCC(=O)NCCO
-
InChIKeyHXYVTAGFYLMHSO-UHFFFAOYSA-N
- Pubchem - Palmitoylethanolamide
- Wikipedia - palmidrol
Palmitoylethanolamide (PEA) is an endogenous fatty acid amide, belonging to the class of nuclear factor agonists. PEA has been demonstrated to bind to a receptor in the cell-nucleus (a nuclear receptor) and exerts a great variety of biological functions related to chronic pain and inflammation. The main target is thought to be the peroxisome proliferator-activated receptor alpha (PPAR-).
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Synthesis
Reactant
+
dimethyl sulfide
(Corey-Kim oxidation of secondary alcohols)
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Palmitoylethanolamide
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