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

• ChemBase ID: 161367
• Molecular Formular: C21H27NO9
• Molecular Mass: 437.44038
• Monoisotopic Mass: 437.16858145
• SMILES: [C@@H]1([C@@H]([C@@H]([C@@H](O[C@H]1COC(=O)C)OCc1ccccc1)NC(=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)NC(=O)C
• InChI: InChI=1S/C21H27NO9/c1-12(23)22-18-20(30-15(4)26)19(29-14(3)25)17(11-27-13(2)24)31-21(18)28-10-16-8-6-5-7-9-16/h5-9,17-21H,10-11H2,1-4H3,(H,22,23)/t17-,18-,19-,20-,21-/m1/s1
• InChIKey: IDEBBPWXWFHKBU-PFAUGDHASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3S,4R,5R,6R)-3,4-bis(acetyloxy)-6-(benzyloxy)-5-acetamidooxan-2-yl]methyl acetate
• IUPAC Traditional name: [(2R,3S,4R,5R,6R)-3,4-bis(acetyloxy)-6-(benzyloxy)-5-acetamidooxan-2-yl]methyl acetate
• Synonyms: Phenylmethyl 2-(Acetylamino)-2-deoxy-β-D-glucopyranoside 3,4,6-Triacetate; Benzyl 2-Acetamido-2-deoxy-3,4,6-tri-O-acetyl-β-D-glucopyranoside

Database IDs

• CAS Number: 13341-66-3
• PubChem SID: 162255502
• PubChem CID: 10993830

CALCULATED PROPERTIES

• Acid pKa: 12.346676
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 0.47040117
• LogD (pH = 7.4): 0.47039708
• Log P: 0.47040144
• Molar Refractivity: 103.843 cm^3
• Polarizability: 42.28377 Å^3
• Polar Surface Area: 126.46 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate
• Apperance: White Cyrstalline Solid
• Melting Point: 160-164°C