2-{5-[(3-methylbut-2-en-1-yl)oxy]-2-[(2E)-3-{4-[(3-methylbut-2-en-1-yl)oxy]phenyl}prop-2-enoyl]phenoxy}acetic acid

• ChemBase ID: 177823
• Molecular Formular: C27H30O6
• Molecular Mass: 450.5235
• Monoisotopic Mass: 450.20423868
• SMILES: c1c(ccc(c1)/C=C/C(=O)c1c(cc(cc1)OCC=C(C)C)OCC(=O)O)OCC=C(C)C
• Canonical SMILES: OC(=O)COc1cc(OCC=C(C)C)ccc1C(=O)/C=C/c1ccc(cc1)OCC=C(C)C
• InChI: InChI=1S/C27H30O6/c1-19(2)13-15-31-22-8-5-21(6-9-22)7-12-25(28)24-11-10-23(32-16-14-20(3)4)17-26(24)33-18-27(29)30/h5-14,17H,15-16,18H2,1-4H3,(H,29,30)/b12-7+
• InChIKey: GFWRVVCDTLRWPK-KPKJPENVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{5-[(3-methylbut-2-en-1-yl)oxy]-2-[(2E)-3-{4-[(3-methylbut-2-en-1-yl)oxy]phenyl}prop-2-enoyl]phenoxy}acetic acid
• IUPAC Traditional name: sofalcone
• Synonyms: (2E,6E,10E,14E,18E,22E,26E,30E)-3,7,11,15,19,23,27,31,35-Nonamethyl-2,6,10,14,18,22,26,30,34-hexatriacontanonaen-1-ol; Nonaisoprenol; Farnesylfarnesylfarnesol; Solanesol (~90%)

Database IDs

• CAS Number: 13190-97-1
• PubChem SID: 164233733
• PubChem CID: 5282219

CALCULATED PROPERTIES

• Acid pKa: 3.2167387
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 3.3562324
• LogD (pH = 7.4): 2.1753354
• Log P: 5.617787
• Molar Refractivity: 130.5876 cm^3
• Polarizability: 49.483086 Å^3
• Polar Surface Area: 82.06 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate; Hexane
• Apperance: Brown Waxy Solid
• Melting Point: 30-32°C

Safety Information

• Storage Condition: Amber Vial, -20°C Freezer

DETAILS

Toronto Research Chemicals - S676500

A high molecular weight isoprenoid alcohol isolated from tobacco leaf.