3,5-dimethoxy-4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}benzoic acid

• ChemBase ID: 305004
• Molecular Formular: C15H20O10
• Molecular Mass: 360.3133
• Monoisotopic Mass: 360.10564684
• SMILES: c1(c(c(cc(c1)C(=O)O)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)cc(cc2OC)C(=O)O)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C15H20O10/c1-22-7-3-6(14(20)21)4-8(23-2)13(7)25-15-12(19)11(18)10(17)9(5-16)24-15/h3-4,9-12,15-19H,5H2,1-2H3,(H,20,21)/t9-,10-,11+,12-,15+/m1/s1
• InChIKey: BLKMDORKRDACEI-OVKLUEDNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3,5-dimethoxy-4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}benzoic acid
• IUPAC Traditional name: 3,5-dimethoxy-4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}benzoic acid
• Synonyms: Glucosyringic acid

Database IDs

• CAS Number: 33228-65-8

CALCULATED PROPERTIES

• Acid pKa: 3.874898
• H Acceptors: 10
• H Donor: 5
• LogD (pH = 5.5): -2.8860462
• LogD (pH = 7.4): -4.482533
• Log P: -1.2561473
• Molar Refractivity: 80.3659 cm^3
• Polarizability: 32.203762 Å^3
• Polar Surface Area: 155.14 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder