Structure via PubChem · Public domain (PubChem)
palmidrol
Sign in to saveAlso known as palmitamide MEA, palmitoyl-EA, PEA, Monoethanolamine palmitic acid amide, Palmitic acid monoethanolamide, Hydroxyethylpalmitamide, N-(2-Hydroxyethyl)palmitamide, N-palmitoylethanolamine
Palmitoylethanolamide (PEA) is an endogenous fatty acid amide, and lipid modulator.
Chemical data
- Formula
- C18H37NO2
- Molecular weight
- 299.5 g/mol
- IUPAC name
- N-(2-hydroxyethyl)hexadecanamide
- SMILES
- CCCCCCCCCCCCCCCC(=O)NCCO
- InChIKey
- HXYVTAGFYLMHSO-UHFFFAOYSA-N
- XLogP
- 6.2
- Polar surface area
- 49.3 Ų
- H-bond donors
- 2
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 3
- Molecule type
- Small molecule
- Indications
- Tourette syndrome, opioid use disorder, migraine disorder, Mastocytosis
via ChEMBL · EBI
Research
670 papers- Palmitoylethanolamide: A Natural Compound for Health Management.International journal of molecular sciences · 2021
- Palmitoylethanolamide in the Treatment of Chronic Pain: A Systematic Review and Meta-Analysis of Double-Blind Randomized Controlled Trials.Nutrients · 2023
- Efficacy of Palmitoylethanolamide for Pain: A Meta-Analysis.Pain physician · 2017
- Targeting microglial NAAA-regulated PEA signaling counters inflammatory damage and symptom progression of post-stroke anxiety.Cell communication and signaling : CCS · 2025
- Palmitoylethanolamide gels edible oils.Food chemistry · 2022
via PubMed
Wikidata facts
- Mass
- 299.282
Show 4 more facts
- canonical SMILES
- CCCCCCCCCCCCCCCC(=O)NCCO
- chemical formula
- C₁₈H₃₇NO₂
- World Health Organisation international non-proprietary name
- palmidrol
- found in taxon
- Caenorhabditis elegans
via Wikidata · CC0
~13 min read
Encyclopedic overview
10 sectionsContents
- Early and recent studies
- Animal models
- Animal models of chronic pain and inflammation
- Activity in non-neuronal cells
- Clinical relevance
- Metabolism
- Safety
- See also
- References
- Further reading
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.
Excerpted from Wikipedia’s “palmidrol” article, available under the CC BY-SA 4.0 licence.