(1S,4aS,5S,7S,7aS)-4a,5-dihydroxy-7-methyl-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,4aH,5H,6H,7H,7aH-cyclopenta[c]pyran-7-yl (2E)-3-phenylprop-2-enoate

• ChemBase ID: 306093
• Molecular Formular: C24H30O11
• Molecular Mass: 494.4884
• Monoisotopic Mass: 494.17881178
• SMILES: [C@@]12([C@H]([C@@H](OC=C1)O[C@@H]1O[C@@H]([C@H]([C@@H]([C@H]1O)O)O)CO)[C@@](C[C@@H]2O)(C)OC(=O)/C=C/c1ccccc1)O
• Canonical SMILES: OC[C@H]1O[C@@H](O[C@@H]2OC=C[C@@]3([C@H]2[C@@](C)(OC(=O)/C=C/c2ccccc2)C[C@@H]3O)O)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C24H30O11/c1-23(35-16(27)8-7-13-5-3-2-4-6-13)11-15(26)24(31)9-10-32-22(20(23)24)34-21-19(30)18(29)17(28)14(12-25)33-21/h2-10,14-15,17-22,25-26,28-31H,11-12H2,1H3/b8-7+/t14-,15+,17-,18+,19-,20-,21+,22+,23+,24-/m1/s1
• InChIKey: KVRQGMOSZKPBNS-PIMRTDLFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,4aS,5S,7S,7aS)-4a,5-dihydroxy-7-methyl-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,4aH,5H,6H,7H,7aH-cyclopenta[c]pyran-7-yl (2E)-3-phenylprop-2-enoate
• IUPAC Traditional name: (1S,4aS,5S,7S,7aS)-4a,5-dihydroxy-7-methyl-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,5H,6H,7aH-cyclopenta[c]pyran-7-yl (2E)-3-phenylprop-2-enoate
• Synonyms: Curvifloruside F; 6-Epiharpagoside

Database IDs

• CAS Number: 1151862-67-7

CALCULATED PROPERTIES

• Acid pKa: 12.119163
• H Acceptors: 10
• H Donor: 6
• LogD (pH = 5.5): -0.88667643
• LogD (pH = 7.4): -0.8866846
• Log P: -0.8866763
• Molar Refractivity: 118.7716 cm^3
• Polarizability: 47.646107 Å^3
• Polar Surface Area: 175.37 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Powder