N-(propan-2-yl)hexadecanamide

• ChemBase ID: 176196
• Molecular Formular: C19H39NO
• Molecular Mass: 297.51906
• Monoisotopic Mass: 297.30316487
• SMILES: CCCCCCCCCCCCCCCC(=O)NC(C)C
• Canonical SMILES: CCCCCCCCCCCCCCCC(=O)NC(C)C
• InChI: InChI=1S/C19H39NO/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-19(21)20-18(2)3/h18H,4-17H2,1-3H3,(H,20,21)
• InChIKey: TZYVUGCYYQOTQR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(propan-2-yl)hexadecanamide
• IUPAC Traditional name: N-isopropylhexadecanamide
• Synonyms: N-(1-Methylethyl)-hexadecanamide; Palmitoylisopropylamide

Database IDs

• CAS Number: 189939-61-5
• PubChem SID: 164232106
• PubChem CID: 5063962

CALCULATED PROPERTIES

• Acid pKa: 16.322838
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 6.446698
• LogD (pH = 7.4): 6.446699
• Log P: 6.446699
• Molar Refractivity: 92.9699 cm^3
• Polarizability: 36.964706 Å^3
• Polar Surface Area: 29.1 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO; Ethanol

DETAILS

Toronto Research Chemicals - P158000

An inhibitor of fatty acid amide hydrolase (FAAH). pIC50=4.89 for inhibition of [3H]-anandamide metabolism. Displays little binding to CB1 and CB2 receptors (IC50>100uM) and very weakly blocks ananadamide uptake (IC50~100uM). Inhibits proliferation of C

REFERENCES

• Jonsson, et al.: Br. J. Pharmacol., 133, 1263 (2000)
• Jonsson, et al.: Arch. Toxicol., 77, 201 (2003)