This is an old revision of this page, as edited by Tea with toast (talk | contribs) at 05:06, 23 September 2011 (added citation). The present address (URL) is a permanent link to this revision, which may differ significantly from the current revision.
Revision as of 05:06, 23 September 2011 by Tea with toast (talk | contribs) (added citation)(diff) ← Previous revision | Latest revision (diff) | Newer revision → (diff)Names | |
---|---|
IUPAC name N-(2-hydroxyethyl)hexadecanamide | |
Other names Palmidrol; N-Palmitoylethanolamine; Palmitamide MEA; Palmitylethanolamide; Hydroxyethylpalmitamide | |
Identifiers | |
CAS Number | |
3D model (JSmol) | |
ECHA InfoCard | 100.008.062 |
PubChem CID | |
UNII | |
CompTox Dashboard (EPA) | |
SMILES
| |
Properties | |
Chemical formula | C18H37NO2 |
Molar mass | 299.49 |
Appearance | White solid |
Density | 0.91g/cm3 |
Melting point | 59-60 °C |
Boiling point | 461.5°C @ 760mmHg |
Solubility in other solvents | soluble in ethanol,chloroform,THF and DMSO |
Hazards | |
Flash point | 323.9°C |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Y verify (what is ?) Infobox references |
Palmitoylethanolamide (PEA) is an endogenous fatty acid amide that has been demonstrated to bind to peroxisome proliferator-activated receptor alpha (PPAR-α), GPR55 and GPR119. PEA has been shown to have anti-inflammatory, anti-nociceptive and anticonvulsant properties Palmitoylethanolamide is marketed by the Italian company Epitech under the trade name Normast.
PEA is has physico-chemical properties comparable to anandamide and belongs to the class of endogenous cannabinoids. Lipids like PEA can act as signaling molecules, activating intracellular and membrane-associated receptors to regulate a variety of physiological functions. The signaling lipid PEA is known to activate intracellular, nuclear and membrane-associated receptors and regulate many physiological functions related to the inflammatory cascade and chronic pain states. These lipids are widely distributed in nature, in a variety of plant, invertebrate, and mammalian tissues.
IN 1968 the first paper on PEA was indexed in Pubmed and since than more than 200 entries can be found, using the keyword 'palmitoylethanolamide'. In the 90s the relation between anandamide and PEA was described, and the expression on mastcells of receptors sensitive for those two molecules was first demonstrated. In animal models it seems promising, and demonstrated relevant clinical activity in a variety of disorders, such as multiple sclerosis and neuropathic pain.
PEA has been explored in man in various clinical trials in a variety of pain states, as well as in pet animals, for inflammatory and painsyndromes. The compound is available for human use as food for medical purposes in Italy and Spain and as a diet supplement in the Netherlands.
PEA is metabolized by fatty acid amide hydrolase (FAAH) and N-acylethanolamine-hydrolyzing acid amidase (NAAA), the latter of which has more specificity toward PEA over other fatty acid amides.
See also
References
- Attention: This template ({{cite pmid}}) is deprecated. To cite the publication identified by PMID 17704824, please use {{cite journal}} with
|pmid=17704824
instead. - ^ Attention: This template ({{cite pmid}}) is deprecated. To cite the publication identified by PMID 15465922, please use {{cite journal}} with
|pmid=15465922
instead. - Attention: This template ({{cite pmid}}) is deprecated. To cite the publication identified by PMID 19615459, please use {{cite journal}} with
|pmid=19615459
instead. - Attention: This template ({{cite pmid}}) is deprecated. To cite the publication identified by PMID 11426841, please use {{cite journal}} with
|pmid=11426841
instead. - Attention: This template ({{cite pmid}}) is deprecated. To cite the publication identified by PMID 11442148, please use {{cite journal}} with
|pmid=11442148
instead. - Normast®, palmitoylethanolamide in neuropathic sciatic pain: clinical results. Behandelcentrum Neuropathische Pijn . Accessed 23 September 2011.
- Attention: This template ({{cite pmid}}) is deprecated. To cite the publication identified by PMID 5699335, please use {{cite journal}} with
|pmid=5699335
instead. - Attention: This template ({{cite pmid}}) is deprecated. To cite the publication identified by PMID 7724569, please use {{cite journal}} with
|pmid=7724569
instead. - Attention: This template ({{cite pmid}}) is deprecated. To cite the publication identified by PMID 18657182, please use {{cite journal}} with
|pmid=18657182
instead. - Attention: This template ({{cite pmid}}) is deprecated. To cite the publication identified by PMID 18602217, please use {{cite journal}} with
|pmid=18602217
instead. - Attention: This template ({{cite pmid}}) is deprecated. To cite the publication identified by PMID 18181976, please use {{cite journal}} with
|pmid=18181976
instead. - Attention: This template ({{cite pmid}}) is deprecated. To cite the publication identified by PMID 21483401, please use {{cite journal}} with
|pmid=21483401
instead. - Attention: This template ({{cite pmid}}) is deprecated. To cite the publication identified by PMID 20176435, please use {{cite journal}} with
|pmid=20176435
instead. - Attention: This template ({{cite pmid}}) is deprecated. To cite the publication identified by PMID 19744255, please use {{cite journal}} with
|pmid=19744255
instead. - Attention: This template ({{cite pmid}}) is deprecated. To cite the publication identified by PMID 17712833, please use {{cite journal}} with
|pmid=17712833
instead.