(1R,5S,8R,9R)-8-(2H-1,3-benzodioxol-5-yl)-5-methoxy-9-methyl-3-(prop-2-en-1-yl)-6-oxabicyclo[3.2.2]non-3-ene-2,7-dione

• ChemBase ID: 306321
• Molecular Formular: C20H20O6
• Molecular Mass: 356.3692
• Monoisotopic Mass: 356.12598836
• SMILES: [C@H]1([C@H]([C@H]2C(=O)C(=C[C@]1(OC2=O)OC)CC=C)c1cc2c(cc1)OCO2)C
• Canonical SMILES: C=CCC1=C[C@@]2(OC)OC(=O)[C@H](C1=O)[C@@H]([C@H]2C)c1ccc2c(c1)OCO2
• InChI: InChI=1S/C20H20O6/c1-4-5-13-9-20(23-3)11(2)16(17(18(13)21)19(22)26-20)12-6-7-14-15(8-12)25-10-24-14/h4,6-9,11,16-17H,1,5,10H2,2-3H3/t11-,16+,17-,20-/m1/s1
• InChIKey: CCGXHZFEGSPDIC-GLRCHQFTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,5S,8R,9R)-8-(2H-1,3-benzodioxol-5-yl)-5-methoxy-9-methyl-3-(prop-2-en-1-yl)-6-oxabicyclo[3.2.2]non-3-ene-2,7-dione
• IUPAC Traditional name: (1R,5S,8R,9R)-8-(2H-1,3-benzodioxol-5-yl)-5-methoxy-9-methyl-3-(prop-2-en-1-yl)-6-oxabicyclo[3.2.2]non-3-ene-2,7-dione
• Synonyms: Denudanolide A

Database IDs

• CAS Number: 288259-72-3

CALCULATED PROPERTIES

• Acid pKa: 11.987005
• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): 3.8277462
• LogD (pH = 7.4): 3.8277352
• Log P: 3.8277464
• Molar Refractivity: 93.0157 cm^3
• Polarizability: 36.359283 Å^3
• Polar Surface Area: 71.06 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder