(2S,3R,3aR,7R,7aS)-2-(2H-1,3-benzodioxol-5-yl)-3a,4-dimethoxy-3-methyl-7-(prop-2-en-1-yl)-2,3,3a,6,7,7a-hexahydro-1-benzofuran-6-one

• ChemBase ID: 306325
• Molecular Formular: C21H24O6
• Molecular Mass: 372.41166
• Monoisotopic Mass: 372.15728849
• SMILES: [C@@]12([C@H]([C@H](C(=O)C=C1OC)CC=C)O[C@@H]([C@H]2C)c1cc2c(cc1)OCO2)OC
• Canonical SMILES: C=CC[C@H]1C(=O)C=C([C@@]2([C@H]1O[C@@H]([C@H]2C)c1ccc2c(c1)OCO2)OC)OC
• InChI: InChI=1S/C21H24O6/c1-5-6-14-15(22)10-18(23-3)21(24-4)12(2)19(27-20(14)21)13-7-8-16-17(9-13)26-11-25-16/h5,7-10,12,14,19-20H,1,6,11H2,2-4H3/t12-,14+,19+,20+,21+/m1/s1
• InChIKey: COELSLLVNMRXHB-KILKQMEOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R,3aR,7R,7aS)-2-(2H-1,3-benzodioxol-5-yl)-3a,4-dimethoxy-3-methyl-7-(prop-2-en-1-yl)-2,3,3a,6,7,7a-hexahydro-1-benzofuran-6-one
• IUPAC Traditional name: (2S,3R,3aR,7R,7aS)-2-(2H-1,3-benzodioxol-5-yl)-3a,4-dimethoxy-3-methyl-7-(prop-2-en-1-yl)-2,3,7,7a-tetrahydro-1-benzofuran-6-one
• Synonyms: Fargesone B

Database IDs

• CAS Number: 116424-70-5

CALCULATED PROPERTIES

• Acid pKa: 17.179426
• H Acceptors: 6
• H Donor: 0
• LogD (pH = 5.5): 2.8915803
• LogD (pH = 7.4): 2.8915803
• Log P: 2.8915803
• Molar Refractivity: 99.2823 cm^3
• Polarizability: 38.8035 Å^3
• Polar Surface Area: 63.22 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Oil