N-(2-hydroxyethyl)hexadecanamide

• ChemBase ID: 128808
• Molecular Formular: C18H37NO2
• Molecular Mass: 299.49188
• Monoisotopic Mass: 299.28242943
• SMILES: CCCCCCCCCCCCCCCC(=O)NCCO
• Canonical SMILES: CCCCCCCCCCCCCCCC(=O)NCCO
• 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)
• InChIKey: HXYVTAGFYLMHSO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(2-hydroxyethyl)hexadecanamide
• IUPAC Traditional name: palmitoylethanolamide
• Synonyms: N-(2-Hydroxyethyl)hexadecanamide; PEA; Palmitoylethanolamide; Hydroxyethylpalmitamide; Palmidrol; N-Palmitoylethanolamine; Palmitylethanolamide; Palmitoylethanolamide; PalMidrol; 十六酰胺乙醇

Database IDs

• CAS Number: 544-31-0
• EC Number: 208-867-9
• MDL Number: MFCD00020562
• PubChem SID: 162223112; 24278619
• PubChem CID: 4671
• CHEMBL: 417675
• Chemspider ID: 4509
• KEGG ID: D08328
• MeSH Name: palmidrol
• Unique Ingredient Identifier: 6R8T1UDM3V
• Wikipedia Title: Palmitoylethanolamide

CALCULATED PROPERTIES

• Acid pKa: 15.463162
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 4.9832144
• LogD (pH = 7.4): 4.9832144
• Log P: 4.9832144
• Molar Refractivity: 90.0948 cm^3
• Polarizability: 35.714592 Å^3
• Polar Surface Area: 49.33 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: White crystals
• Melting Point: 59 - 60°C
• Boiling Point: 461.5°C
• Flash Point: 323.9 °C
• Density: 910 mg mL^-1
• Partition Coefficient: 5.796

Safety Information

• German water hazard class: 2
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Pharmacology Properties

• Gene Information: human ... CNR1(1268), CNR2(1269)rat ... Faah(29347)

DETAILS

Sigma Aldrich - P0359

Biochem/physiol Actions
Endogenous CB2 cannabinoid receptor agonist.
Linkage
Structural analog of anandamide.