N-{[4-hydroxy-3-(2H3)methoxyphenyl]methyl}-8-methylnonanamide

• ChemBase ID: 167548
• Molecular Formular: C18H29NO3
• Molecular Mass: 307.42776
• Monoisotopic Mass: 307.21474379
• SMILES: c1(c(ccc(c1)CNC(=O)CCCCCCC(C)C)O)OC
• Canonical SMILES: COc1cc(CNC(=O)CCCCCCC(C)C)ccc1O
• InChI: InChI=1S/C18H29NO3/c1-14(2)8-6-4-5-7-9-18(21)19-13-15-10-11-16(20)17(12-15)22-3/h10-12,14,20H,4-9,13H2,1-3H3,(H,19,21)
• InChIKey: XJQPQKLURWNAAH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-{[4-hydroxy-3-(^2H₃)methoxyphenyl]methyl}-8-methylnonanamide
• IUPAC Traditional name: N-{[4-hydroxy-3-(^2H₃)methoxyphenyl]methyl}-8-methylnonanamide
• Synonyms: N-[(4-Hydroxy-3-methoxyphenyl)methyl]-8-methylnonanamide-d3; 8-Methyl-N-vanillylnonanamide-d3; 6,7-Dihydrocapsaicin-d3; Dihydrocapsaicin-d3; Dihydro Capsaicin-d3

Database IDs

• PubChem SID: 162261681
• PubChem CID: 71316141

CALCULATED PROPERTIES

• Acid pKa: 9.928692
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 4.1115746
• LogD (pH = 7.4): 4.110316
• Log P: 4.1115913
• Molar Refractivity: 89.2008 cm^3
• Polarizability: 34.912525 Å^3
• Polar Surface Area: 58.56 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D448752

Labelled Capsaicin (C175680) analog. A VR1 vaniloid receptor agonist.

REFERENCES

• Ralevic, V., et al.: Biochem. Pharmacol., 65, 143 (2003)
• Thompson, R., et al.: Anal. Bioanal. Chem., 381, 1432 (2003)
• Tuoya., et al.: Life Sci., 78, 1515 (2003)