(9Z)-N-[(4-hydroxy-3-methoxyphenyl)methyl]octadec-9-enamide

• ChemBase ID: 132962
• Molecular Formular: C26H43NO3
• Molecular Mass: 417.62452
• Monoisotopic Mass: 417.32429424
• SMILES: CCCCCCCC/C=C\CCCCCCCC(=O)NCc1ccc(c(c1)OC)O
• Canonical SMILES: CCCCCCCC/C=C\CCCCCCCC(=O)NCc1ccc(c(c1)OC)O
• InChI: InChI=1S/C26H43NO3/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-26(29)27-22-23-19-20-24(28)25(21-23)30-2/h10-11,19-21,28H,3-9,12-18,22H2,1-2H3,(H,27,29)/b11-10-
• InChIKey: OPZKBPQVWDSATI-KHPPLWFESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (9Z)-N-[(4-hydroxy-3-methoxyphenyl)methyl]octadec-9-enamide
• IUPAC Traditional name: (9Z)-N-[(4-hydroxy-3-methoxyphenyl)methyl]octadec-9-enamide
• Synonyms: (N-Vanillyl)-9-oleamide; N-Vannilyloleoylamide; Olvanil

Database IDs

• CAS Number: 58493-49-5
• MDL Number: MFCD00673962
• PubChem SID: 162227239; 24897928
• PubChem CID: 5311093

CALCULATED PROPERTIES

• Acid pKa: 9.928692
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 7.463752
• LogD (pH = 7.4): 7.4624934
• Log P: 7.4637685
• Molar Refractivity: 127.1778 cm^3
• Polarizability: 49.42177 Å^3
• Polar Surface Area: 58.56 Å^2
• Rotatable Bonds: 18
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO: soluble20 mg/mL; H2O: <0.2 mg/mL
• Apperance: white to off-white powder

Safety Information

• RTECS: RG2242130
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Pharmacology Properties

• Gene Information: human ... TRPV1(7442)

DETAILS

Sigma Aldrich - O0257

Biochem/physiol Actions
Vanilloid receptor agonist