PalmitoylethanolamideAn endogenous cannabinoid agonist, FAAH inhibitor, and PPARα agonist

Palmitoylethanolamide (CAS 544-31-0)

Palmitoylethanolamide | CAS 544-31-0 is rated 5.0 out of 5 by 1.
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Synonym: PEA
Application: An endogenous cannabinoid agonist, FAAH inhibitor, and PPARα agonist
CAS Number: 544-31-0
Purity: >99%
Molecular Weight: 299.5
Molecular Formula: C18H37NO2
* Refer to Certificate of Analysis for lot specific data (including water content).
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Palmitoylethanolamide is an endogenous cannabinoid. It is a weak ligand of the cannabinoid 1 (CB1) and cannabinoid 2 (CB2) receptors. It has been found to inhibit FAAH (fatty acid amide hydrolase). Palmitoylethanolamide exhibits anti-nociceptive, anti-inflammatory, anti-convulsant and immunosuppresant activity. Palmitoylethanolamide acts by binding to an unidentified cannabinoid receptor that is similar to CB2. It also acts as a selective activator of the GPR55 receptor. In addition, this compound directly activates PPARα, producing an anti-inflammatory response.


References

1. Facci, L., et al. 1995. Proc. Natl. Acad. Sci. U.S.A. 92: 3376-3380. PMID: 7724569
2. Mazzari, S., et al. 1996. Eur. J. Pharmacol. 300: 227-236. PMID: 8739213
3. Cadas, H., et al. 1996. J. Neurosci. 16: 3934-3942. PMID: 8656287
4. Skaper, S.D., et al. 1996. Proc. Natl. Acad. Sci. U.S.A. 93: 3984-3989. PMID: 8633002
5. Lambert, D.M., et al. 1999. Biochim. Biophys. Acta. 1440: 266-274. PMID: 10521710
6. Jonsson, K.O., et al. 2001. Br. J. Pharmacol. 133: 1263-1275. PMID: 11498512
7. De Petrocellis, L., et al. 2002. Fundam Clin Pharmacol. 16: 297-302. PMID: 12570018

Physical State :
Solid
Solubility :
Soluble in DMSO (20 mM), ethanol (25 mM), chloroform, THF ( at 30° C), and DMF (~10 mg/ml).
Storage :
Store at -20° C
Melting Point :
98.5° C
Boiling Point :
461.47° C at 760 mmHg (Predicted)
Density :
0.91 g/cm3 (Predicted)
Refractive Index :
n20D 1.46 (Predicted)
IC50 :
GPR55: EC5050 = 4 nM; GB4 : IC50 = 501.19 nM (Plasmodium falciparum); PPARα: EC5050 = 3 µM; [3H]- AEA metabolism : IC50 = 5.01 µM (rat); Vanilloid receptor: EC5050 = >10 µM (human)
Ki Data :
CB1: Ki= >5 µM (human); CB2: Ki= >5 µM (human)
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
2
RTECS :
ML8950000
PubChem CID :
4671
Merck Index :
14: 6995
MDL Number :
MFCD00020562
EC Number :
208-867-9
SMILES :
CCCCCCCCCCCCCCCC(=O)NCCO

Download SDS (MSDS)

Certificate of Analysis

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Rated 5 out of 5 by from Aghaei Aghaei, I. et al. (PubMed 26370914) reported that Palmitoylethanolamide attenuates PTZ-induced seizures through CB1 and CB2 receptors in male wistar rats. -SCBT Publication Review
Date published: 2015-05-21
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