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

• ChemBase ID: 161499
• Molecular Formular: C18H24O8
• Molecular Mass: 368.37836
• Monoisotopic Mass: 368.14711773
• SMILES: [C@@H]1([C@@H]([C@@H]([C@H](O[C@H]1COCc1ccccc1)OC)OC(=O)C)OC(=O)C)O
• Canonical SMILES: CO[C@H]1O[C@@H](COCc2ccccc2)[C@H]([C@@H]([C@@H]1OC(=O)C)OC(=O)C)O
• InChI: InChI=1S/C18H24O8/c1-11(19)24-16-15(21)14(10-23-9-13-7-5-4-6-8-13)26-18(22-3)17(16)25-12(2)20/h4-8,14-18,21H,9-10H2,1-3H3/t14-,15-,16+,17-,18+/m1/s1
• InChIKey: RXVXPDCGHDLLIM-SFFUCWETSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R,4S,5R,6R)-3-(acetyloxy)-6-[(benzyloxy)methyl]-5-hydroxy-2-methoxyoxan-4-yl acetate
• IUPAC Traditional name: (2S,3R,4S,5R,6R)-3-(acetyloxy)-6-[(benzyloxy)methyl]-5-hydroxy-2-methoxyoxan-4-yl acetate
• Synonyms: Methyl 6-O-(Phenylmethyl)-α-D-glucopyranoside 2,3-Diacetate; 6-O-Benzyl-2,3-di-O-acetyl-methyl-α-D-glucopyranoside

Database IDs

• CAS Number: 162284-50-6
• PubChem SID: 162255634
• PubChem CID: 11760362

CALCULATED PROPERTIES

• Acid pKa: 13.021694
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 0.9604377
• LogD (pH = 7.4): 0.9604367
• Log P: 0.9604377
• Molar Refractivity: 88.3414 cm^3
• Polarizability: 36.048557 Å^3
• Polar Surface Area: 100.52 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate; Methanol
• Apperance: Yellowish Oil