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

• ChemBase ID: 158943
• Molecular Formular: C14H21NO9
• Molecular Mass: 347.31784
• Monoisotopic Mass: 347.12163126
• SMILES: C1(O[C@H]([C@H]([C@@H]([C@@H]1NC(=O)C)OC(=O)C)OC(=O)C)COC(=O)C)O
• Canonical SMILES: CC(=O)O[C@@H]1[C@H](COC(=O)C)OC([C@H]([C@H]1OC(=O)C)NC(=O)C)O
• InChI: InChI=1S/C14H21NO9/c1-6(16)15-11-13(23-9(4)19)12(22-8(3)18)10(24-14(11)20)5-21-7(2)17/h10-14,20H,5H2,1-4H3,(H,15,16)/t10-,11-,12-,13-,14?/m1/s1
• InChIKey: HUQNDNAQVPCTFV-GNMOMJPPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3S,4R,5R)-3,4-bis(acetyloxy)-5-acetamido-6-hydroxyoxan-2-yl]methyl acetate
• IUPAC Traditional name: [(2R,3S,4R,5R)-3,4-bis(acetyloxy)-5-acetamido-6-hydroxyoxan-2-yl]methyl acetate
• Synonyms: N-Acetyl-glucosamine 3,4,6-Triacetate; 2-(Acetylamino)-2-deoxy-D-glucopyranose 3,4,6-Triacetate

Database IDs

• CAS Number: 34051-43-9
• PubChem SID: 162253078
• PubChem CID: 11782975

CALCULATED PROPERTIES

• Acid pKa: 11.597929
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): -1.8971988
• LogD (pH = 7.4): -1.8972249
• Log P: -1.8971982
• Molar Refractivity: 74.4792 cm^3
• Polarizability: 30.96321 Å^3
• Polar Surface Area: 137.46 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; DMSO; Methanol
• Apperance: Off-White Solid
• Melting Point: >67°C (dec.)

Safety Information

• Storage Condition: Refrigerator