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Hexadecanamide [629-54-9]
Name | Hexadecanamide |
Synonyms | Palmitamide; Amide Hpl; Cetyl Amide |
Molecular Formula | C16H33NO |
Molecular Weight | 255.44 |
CAS Registry Number | 629-54-9 |
EINECS | 211-095-5 |
SMILES | C(CCCCCCCCCC)CCCCC(N)=O |
InChI | 1S/C16H33NO/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16(17)18/h2-15H2,1H3,(H2,17,18) |
InChIKey | HSEMFIZWXHQJAE-UHFFFAOYSA-N |
Desity | 0.87g/cm3 (Cal.) ref. |
Melting point | 106°C (Expl.) ref. |
Boiling point | 392.377°C at 760 mmHg (Cal.) ref. |
Flash point | 191.103°C (Cal.) ref. |
Description
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-α).PEA also has affinity to -like G-coupled receptors GPR55 and GPR119. PEA cannot strictly be considered a classic endo because it lacks affinity for the receptors CB1 and CB2. However, the presence of PEA (and other structurally related N-acylethanolamines) has been known to enhance anandamide activity by an "entourage effect".
Application
Palmitoylethanolamide/PEA has been shown to have anti-inflammatory, anti-nociceptive, neuroprotective, and anticonvulsant properties.