(1S,4aR,5R,7S,7aS)-7-hydroxy-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-5-yl 4-hydroxy-3-methoxybenzoate

• ChemBase ID: 305502
• Molecular Formular: C23H30O12
• Molecular Mass: 498.4771
• Monoisotopic Mass: 498.1737264
• SMILES: [C@H]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]2OC(=O)c1cc(c(cc1)O)OC)(C)O
• Canonical SMILES: OC[C@H]1O[C@@H](O[C@@H]2OC=C[C@@H]3[C@H]2[C@@](C)(O)C[C@H]3OC(=O)c2ccc(c(c2)OC)O)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C23H30O12/c1-23(30)8-14(33-20(29)10-3-4-12(25)13(7-10)31-2)11-5-6-32-21(16(11)23)35-22-19(28)18(27)17(26)15(9-24)34-22/h3-7,11,14-19,21-22,24-28,30H,8-9H2,1-2H3/t11-,14+,15+,16+,17+,18-,19+,21-,22-,23-/m0/s1
• InChIKey: PJAISAAYEQAVGA-YYFWYDPZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,4aR,5R,7S,7aS)-7-hydroxy-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-5-yl 4-hydroxy-3-methoxybenzoate
• IUPAC Traditional name: (1S,4aR,5R,7S,7aS)-7-hydroxy-7-methyl-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,4aH,5H,6H,7aH-cyclopenta[c]pyran-5-yl 4-hydroxy-3-methoxybenzoate
• Synonyms: 6-O-Vanilloylajugol

Database IDs

• CAS Number: 124168-04-3

CALCULATED PROPERTIES

• Acid pKa: 8.990074
• H Acceptors: 11
• H Donor: 6
• LogD (pH = 5.5): -0.8223787
• LogD (pH = 7.4): -0.8331744
• Log P: -0.8222393
• Molar Refractivity: 116.3269 cm^3
• Polarizability: 46.70434 Å^3
• Polar Surface Area: 184.6 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Powder