Palmitoylethanolamide

Palmitoylethanolamide
Names
	Preferred IUPAC name N-(2-Hydroxyethyl)hexadecanamide
	Other names Hydroxyethylpalmitamide; Palmidrol; N-Palmitoylethanolamine; Palmitylethanolamide;
Identifiers
CAS Number	544-31-0 ;
3D model (JSmol)	Interactive image;
Abbreviations	PEA
ChEMBL	ChEMBL417675 ;
ChemSpider	4509 ;
ECHA InfoCard	100.008.062
EC Number	208-867-9;
KEGG	D08328 ;
MeSH	palmidrol
PubChem CID	4671;
UNII	6R8T1UDM3V ;
CompTox Dashboard (EPA)	DTXSID4042254 ;
	InChI 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) Key: HXYVTAGFYLMHSO-UHFFFAOYSA-N ;
	SMILES CCCCCCCCCCCCCCCC(=O)NCCO;
Properties
Chemical formula	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	Hypusine; Saccharopine;
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Palmitoylethanolamide (PEA) is an endogenous fatty acid amide, and lipid modulator.

A main target of PEA is proposed to be the peroxisome proliferator-activated receptor alpha (PPAR-α). PEA also has affinity to cannabinoid-like G-coupled receptors GPR55 and GPR119. PEA cannot strictly be considered a classic endocannabinoid because it lacks affinity for the cannabinoid receptors CB1 and CB2.

Names

Preferred IUPAC name N-(2-Hydroxyethyl)hexadecanamide
Other names Hydroxyethylpalmitamide Palmidrol N-Palmitoylethanolamine Palmitylethanolamide
Identifiers
CAS Number	544-31-0^Y
3D model (JSmol)	Interactive image
Abbreviations	PEA
ChEMBL	ChEMBL417675^N
ChemSpider	4509^N
ECHA InfoCard	100.008.062
EC Number	208-867-9
KEGG	D08328^N
MeSH	palmidrol
PubChem CID	4671
UNII	6R8T1UDM3V^Y
CompTox Dashboard (EPA)	DTXSID4042254
InChI 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)^N Key: HXYVTAGFYLMHSO-UHFFFAOYSA-N^N
SMILES CCCCCCCCCCCCCCCC(=O)NCCO
Properties
Chemical formula	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	Hypusine Saccharopine
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is ^YN ?) Infobox references