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Palmitoylethanolamide

Chemical compound From Wikipedia, the free encyclopedia

Palmitoylethanolamide (PEA), also known as palmidrol (INNTooltip International Nonproprietary Name), is an endogenous fatty acid amide, and lipid modulator.[2]

Quick facts Names, Identifiers ...
Palmitoylethanolamide
Skeletal formula of palmitoylethanolamide
Skeletal formula of palmitoylethanolamide
Names
Preferred IUPAC name
N-(2-Hydroxyethyl)hexadecanamide[1]
Other names
  • Hydroxyethylpalmitamide
  • Palmidrol
  • N-Palmitoylethanolamine
  • Palmitylethanolamide
Identifiers
3D model (JSmol)
Abbreviations PEA
ChEMBL
ChemSpider
ECHA InfoCard 100.008.062 Edit this at Wikidata
EC Number
  • 208-867-9
KEGG
MeSH palmidrol
UNII
  • 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) X markN
    Key: HXYVTAGFYLMHSO-UHFFFAOYSA-N X markN
  • CCCCCCCCCCCCCCCC(=O)NCCO
Properties
C18H37NO2
Molar mass 299.499 g·mol−1
Appearance White crystals
Density 910 mg mL−1
Melting point 93 to 98 °C (199 to 208 °F; 366 to 371 K)
log P 5.796
Hazards
Flash point 323.9 °C (615.0 °F; 597.0 K)
Related compounds
Related compounds
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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PEA is not a classic endocannabinoid because it lacks affinity for the cannabinoid receptors CB1 and CB2.[3][better source needed]

Metabolism

PEA is metabolized by the cellular enzymes fatty acid amide hydrolase (FAAH) and N-acylethanolamine acid amide hydrolase (NAAA), the latter of which has more specificity toward PEA over other fatty acid amides.[4]

Safety

PEA is generally considered safe, and without adverse drug reactions (ADRs) or drug interactions. A 2016 meta‐analysis of PEA as an analgesic concluded that for treatment periods up to 49 days, there were no serious ADRs at an incidence of 1/200 or greater.[5] Another meta-analysis found that no serious ADRs occurred.[6]

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