(1S,4aS,8R,8aS)-8-methyl-6-oxo-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2E)-3-phenylprop-2-enoyl]oxy}methyl)oxan-2-yl]oxy}-1H,4aH,5H,6H,8H,8aH-pyrano[3,4-c]pyran-4-carboxylic acid

• ChemBase ID: 305319
• Molecular Formular: C25H28O12
• Molecular Mass: 520.48262
• Monoisotopic Mass: 520.15807634
• SMILES: C1(=O)O[C@@H]([C@@H]2[C@H](C1)C(=CO[C@H]2O[C@@H]1O[C@@H]([C@H]([C@@H]([C@H]1O)O)O)COC(=O)/C=C/c1ccccc1)C(=O)O)C
• Canonical SMILES: O=C1O[C@H](C)[C@@H]2[C@H](C1)C(=CO[C@H]2O[C@@H]1O[C@H](COC(=O)/C=C/c2ccccc2)[C@H]([C@@H]([C@H]1O)O)O)C(=O)O
• InChI: InChI=1S/C25H28O12/c1-12-19-14(9-18(27)35-12)15(23(31)32)10-34-24(19)37-25-22(30)21(29)20(28)16(36-25)11-33-17(26)8-7-13-5-3-2-4-6-13/h2-8,10,12,14,16,19-22,24-25,28-30H,9,11H2,1H3,(H,31,32)/b8-7+/t12-,14-,16-,19-,20-,21+,22-,24+,25+/m1/s1
• InChIKey: XPUDIJARFNUSHK-YAXUBKDVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,4aS,8R,8aS)-8-methyl-6-oxo-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2E)-3-phenylprop-2-enoyl]oxy}methyl)oxan-2-yl]oxy}-1H,4aH,5H,6H,8H,8aH-pyrano[3,4-c]pyran-4-carboxylic acid
• IUPAC Traditional name: (1S,4aS,8R,8aS)-8-methyl-6-oxo-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2E)-3-phenylprop-2-enoyl]oxy}methyl)oxan-2-yl]oxy}-1H,4aH,5H,8H,8aH-pyrano[3,4-c]pyran-4-carboxylic acid
• Synonyms: BBP01777

CALCULATED PROPERTIES

• Acid pKa: 4.1102233
• H Acceptors: 10
• H Donor: 4
• LogD (pH = 5.5): -0.5157959
• LogD (pH = 7.4): -2.2042973
• Log P: 0.8881944
• Molar Refractivity: 122.094 cm^3
• Polarizability: 48.974613 Å^3
• Polar Surface Area: 178.28 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Powder