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

• ChemBase ID: 302128
• Molecular Formular: C16H23NO10
• Molecular Mass: 389.35452
• Monoisotopic Mass: 389.13219594
• SMILES: CC(=O)NC1[C@@H]([C@@H](C(O[C@H]1OC(=O)C)COC(=O)C)OC(=O)C)OC(=O)C
• Canonical SMILES: CC(=O)OCC1O[C@@H](OC(=O)C)C([C@@H]([C@@H]1OC(=O)C)OC(=O)C)NC(=O)C
• InChI: InChI=1S/C16H23NO10/c1-7(18)17-13-15(25-10(4)21)14(24-9(3)20)12(6-23-8(2)19)27-16(13)26-11(5)22/h12-16H,6H2,1-5H3,(H,17,18)/t12?,13?,14-,15+,16-/m1/s1
• InChIKey: OVPIZHVSWNOZMN-MTERUZRBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(3S,4S,6S)-3,4,6-tris(acetyloxy)-5-acetamidooxan-2-yl]methyl acetate
• IUPAC Traditional name: [(3S,4S,6S)-3,4,6-tris(acetyloxy)-5-acetamidooxan-2-yl]methyl acetate
• Synonyms: 2-Acetamido-2-deoxy-1,3,4,6-tetra-O-acetyl-beta-D-glucopyranose; beta-D-Glucosamine pentaacetate; β-D-葡萄糖胺五乙酸酯

Database IDs

• CAS Number: 7772-79-4
• EC Number: 231-865-4
• MDL Number: MFCD00006595
• Beilstein Number: 98835

CALCULATED PROPERTIES

• Acid pKa: 12.145199
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): -1.4560729
• LogD (pH = 7.4): -1.4560797
• Log P: -1.4560728
• Molar Refractivity: 83.6307 cm^3
• Polarizability: 34.8191 Å^3
• Polar Surface Area: 143.53 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 184-189°C
• Optical Rotation: +4 (c=10 in chloroform)

Safety Information

• TSCA Listed: 否

Product Information

• Purity: 96%