6,8-dimethoxy-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2H-chromen-2-one

• ChemBase ID: 305281
• Molecular Formular: C17H20O10
• Molecular Mass: 384.3347
• Monoisotopic Mass: 384.10564684
• SMILES: c1(c(c(c2c(c1)ccc(=O)o2)OC)O[C@@H]1O[C@@H]([C@H]([C@@H]([C@H]1O)O)O)CO)OC
• Canonical SMILES: OC[C@H]1O[C@@H](Oc2c(OC)cc3c(c2OC)oc(=O)cc3)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C17H20O10/c1-23-8-5-7-3-4-10(19)26-14(7)16(24-2)15(8)27-17-13(22)12(21)11(20)9(6-18)25-17/h3-5,9,11-13,17-18,20-22H,6H2,1-2H3/t9-,11-,12+,13-,17+/m1/s1
• InChIKey: IKUQEFGEUOOPGY-QSDFBURQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6,8-dimethoxy-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2H-chromen-2-one
• IUPAC Traditional name: 6,8-dimethoxy-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-2-one
• Synonyms: Isofraxidin 7-O-beta-D-glucopyranoside; Calycanthoside

Database IDs

• CAS Number: 483-91-0

CALCULATED PROPERTIES

• Acid pKa: 12.199885
• H Acceptors: 9
• H Donor: 4
• LogD (pH = 5.5): -1.1036165
• LogD (pH = 7.4): -1.1036232
• Log P: -1.1036164
• Molar Refractivity: 88.6003 cm^3
• Polarizability: 35.18281 Å^3
• Polar Surface Area: 144.14 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder