4-[(1R,3S,5S,8R)-1,5-dimethyl-3-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-6-oxabicyclo[3.2.1]octan-8-yl]butan-2-one

• ChemBase ID: 303960
• Molecular Formular: C19H32O8
• Molecular Mass: 388.45258
• Monoisotopic Mass: 388.20971798
• SMILES: C1[C@@H](C[C@]2([C@@H]([C@]1(C)CO2)CCC(=O)C)C)O[C@@H]1O[C@@H]([C@H]([C@@H]([C@H]1O)O)O)CO
• Canonical SMILES: OC[C@H]1O[C@@H](O[C@@H]2C[C@]3(C)OC[C@](C2)([C@H]3CCC(=O)C)C)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C19H32O8/c1-10(21)4-5-13-18(2)6-11(7-19(13,3)25-9-18)26-17-16(24)15(23)14(22)12(8-20)27-17/h11-17,20,22-24H,4-9H2,1-3H3/t11-,12+,13+,14+,15-,16+,17+,18-,19-/m0/s1
• InChIKey: FUGMJWOONJABQQ-SDWFYRCOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(1R,3S,5S,8R)-1,5-dimethyl-3-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-6-oxabicyclo[3.2.1]octan-8-yl]butan-2-one
• IUPAC Traditional name: 4-[(1R,3S,5S,8R)-1,5-dimethyl-3-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-6-oxabicyclo[3.2.1]octan-8-yl]butan-2-one
• Synonyms: Ascleposide E

Database IDs

• CAS Number: 325686-49-5

CALCULATED PROPERTIES

• Acid pKa: 12.210574
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): -0.9375856
• LogD (pH = 7.4): -0.9375922
• Log P: -0.9375855
• Molar Refractivity: 94.1313 cm^3
• Polarizability: 38.32155 Å^3
• Polar Surface Area: 125.68 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder