[(2R,3R,4S,5R,6R)-3,4,5-tris(acetyloxy)-6-(benzyloxy)oxan-2-yl]methyl acetate

• ChemBase ID: 161955
• Molecular Formular: C21H26O10
• Molecular Mass: 438.42514
• Monoisotopic Mass: 438.15259703
• SMILES: [C@@H]1([C@@H]([C@@H]([C@@H](O[C@H]1COC(=O)C)OCc1ccccc1)OC(=O)C)OC(=O)C)OC(=O)C
• Canonical SMILES: CC(=O)OC[C@@H]1O[C@@H](OCc2ccccc2)[C@H]([C@H]([C@@H]1OC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C21H26O10/c1-12(22)26-11-17-18(28-13(2)23)19(29-14(3)24)20(30-15(4)25)21(31-17)27-10-16-8-6-5-7-9-16/h5-9,17-21H,10-11H2,1-4H3/t17-,18-,19+,20-,21-/m1/s1
• InChIKey: XDMACMMTPGFUCZ-YMQHIKHWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3R,4S,5R,6R)-3,4,5-tris(acetyloxy)-6-(benzyloxy)oxan-2-yl]methyl acetate
• IUPAC Traditional name: [(2R,3R,4S,5R,6R)-3,4,5-tris(acetyloxy)-6-(benzyloxy)oxan-2-yl]methyl acetate
• Synonyms: Phenylmethyl β-D-Glucopyranoside 2,3,4,6-Tetraacetate; Benzyl β-D-Glucopyranoside Tetraacetate; Benzyl 2,3,4,6-Tetra-O-acetyl-β-D-Glucopyranoside

Database IDs

• CAS Number: 10343-13-2
• PubChem SID: 162256090
• PubChem CID: 2728829

CALCULATED PROPERTIES

• H Acceptors: 6
• H Donor: 0
• LogD (pH = 5.5): 1.1995621
• LogD (pH = 7.4): 1.1995621
• Log P: 1.1995621
• Molar Refractivity: 101.8932 cm^3
• Polarizability: 41.86813 Å^3
• Polar Surface Area: 123.66 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate
• Apperance: White Solid
• Melting Point: 92-94°C

Safety Information

• Storage Condition: Refrigerator

REFERENCES

• Fujita, T., et al.: Chem. Pharm. Bull., 43, 920 (1995)
• Straubinger, M., et al.: J. Agric. Food Chem., 46, 3238 (1995)