(2S,3R,4S,5S,6R)-2-{[(1S,3aS,4R,6aR)-4-(4-hydroxy-3,5-dimethoxyphenyl)-1-(4-hydroxy-3-methoxyphenyl)-hexahydrofuro[3,4-c]furan-3a-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

• ChemBase ID: 305276
• Molecular Formular: C27H34O13
• Molecular Mass: 566.55106
• Monoisotopic Mass: 566.19994115
• SMILES: c1(c(ccc(c1)[C@H]1OC[C@]2([C@@H]1CO[C@@H]2c1cc(c(c(c1)OC)O)OC)O[C@@H]1O[C@@H]([C@H]([C@@H]([C@H]1O)O)O)CO)O)OC
• Canonical SMILES: OC[C@H]1O[C@@H](O[C@]23CO[C@@H]([C@H]2CO[C@@H]3c2cc(OC)c(c(c2)OC)O)c2ccc(c(c2)OC)O)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C27H34O13/c1-34-16-6-12(4-5-15(16)29)24-14-10-37-25(13-7-17(35-2)20(30)18(8-13)36-3)27(14,11-38-24)40-26-23(33)22(32)21(31)19(9-28)39-26/h4-8,14,19,21-26,28-33H,9-11H2,1-3H3/t14-,19-,21-,22+,23-,24-,25-,26+,27-/m1/s1
• InChIKey: YPAOREQYVAAYMG-FRKCGNQASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R,4S,5S,6R)-2-{[(1S,3aS,4R,6aR)-4-(4-hydroxy-3,5-dimethoxyphenyl)-1-(4-hydroxy-3-methoxyphenyl)-hexahydrofuro[3,4-c]furan-3a-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol
• IUPAC Traditional name: (2S,3R,4S,5S,6R)-2-{[(1S,3aS,4R,6aR)-4-(4-hydroxy-3,5-dimethoxyphenyl)-1-(4-hydroxy-3-methoxyphenyl)-tetrahydro-1H-furo[3,4-c]furan-3a-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol
• Synonyms: Fraxiresinol 8-O-glucoside; Fraxiresinol 1-O-glucoside

Database IDs

• CAS Number: 89199-94-0

CALCULATED PROPERTIES

• Lipinski's Rule of Five: false
• Acid pKa: 9.204709
• H Acceptors: 13
• H Donor: 6
• LogD (pH = 5.5): -0.20084116
• LogD (pH = 7.4): -0.20748027
• Log P: -0.20075606
• Molar Refractivity: 134.8578 cm^3
• Polarizability: 54.104904 Å^3
• Polar Surface Area: 185.99 Å^2
• Rotatable Bonds: 8

PROPERTIES

Physical Property

• Apperance: Oil