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

• ChemBase ID: 174368
• Molecular Formular: C13H20O9
• Molecular Mass: 320.2925
• Monoisotopic Mass: 320.11073222
• SMILES: O1[C@@H]([C@H]([C@H]([C@@H]([C@@H]1COC(=O)C)O)OC(=O)C)OC(=O)C)OC
• Canonical SMILES: CO[C@H]1O[C@@H](COC(=O)C)[C@H]([C@@H]([C@@H]1OC(=O)C)OC(=O)C)O
• InChI: InChI=1S/C13H20O9/c1-6(14)19-5-9-10(17)11(20-7(2)15)12(21-8(3)16)13(18-4)22-9/h9-13,17H,5H2,1-4H3/t9-,10-,11+,12-,13+/m1/s1
• InChIKey: SZWIADUEFWYSBL-LBELIVKGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3R,4S,5R,6S)-4,5-bis(acetyloxy)-3-hydroxy-6-methoxyoxan-2-yl]methyl acetate
• IUPAC Traditional name: [(2R,3R,4S,5R,6S)-4,5-bis(acetyloxy)-3-hydroxy-6-methoxyoxan-2-yl]methyl acetate
• Synonyms: Methyl α-D-Glucopyranoside 2,3,6-Triacetate; Methyl 2,3,6-Tri-O-acetyl-α-D-glucopyranoside

Database IDs

• CAS Number: 18031-51-1
• PubChem SID: 164230278
• PubChem CID: 11045418

CALCULATED PROPERTIES

• Acid pKa: 13.020593
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): -0.9660365
• LogD (pH = 7.4): -0.9660375
• Log P: -0.9660365
• Molar Refractivity: 68.1291 cm^3
• Polarizability: 28.58028 Å^3
• Polar Surface Area: 117.59 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate; Hexane
• Apperance: Pale Yellow Oil

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: Moisture Sensitive