(3S,4R,6S)-2-(hydroxymethyl)-6-(4-hydroxyphenoxy)oxane-3,4,5-triol

• ChemBase ID: 302411
• Molecular Formular: C12H16O7
• Molecular Mass: 272.25124
• Monoisotopic Mass: 272.08960285
• SMILES: c1cc(ccc1O)O[C@H]1C([C@@H]([C@@H](C(O1)CO)O)O)O
• Canonical SMILES: OCC1O[C@@H](Oc2ccc(cc2)O)C([C@@H]([C@@H]1O)O)O
• InChI: InChI=1S/C12H16O7/c13-5-8-9(15)10(16)11(17)12(19-8)18-7-3-1-6(14)2-4-7/h1-4,8-17H,5H2/t8?,9-,10-,11?,12-/m1/s1
• InChIKey: BJRNKVDFDLYUGJ-SEIUWDOFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S,4R,6S)-2-(hydroxymethyl)-6-(4-hydroxyphenoxy)oxane-3,4,5-triol
• IUPAC Traditional name: (3S,4R,6S)-2-(hydroxymethyl)-6-(4-hydroxyphenoxy)oxane-3,4,5-triol
• Synonyms: Hydroquinone-glucose; 4-Hydroxyphenyl-beta-D-glucopyranoside; Arbutin; 熊果苷

Database IDs

• CAS Number: 497-76-7
• EC Number: 207-850-3
• MDL Number: MFCD00016915
• Beilstein Number: 89673
• Merck Index: 14773

CALCULATED PROPERTIES

• Acid pKa: 9.820456
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): -0.90197355
• LogD (pH = 7.4): -0.9035902
• Log P: -0.9019529
• Molar Refractivity: 62.1642 cm^3
• Polarizability: 25.27814 Å^3
• Polar Surface Area: 119.61 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 196-200°C
• Optical Rotation: -65 (c=2 in water)

Safety Information

• Storage Warning: Hygroscopic
• RTECS: CE8863000
• TSCA Listed: 否

Product Information

• Purity: 98+%