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

• ChemBase编号: 159285
• 分子式: C10H17NO7
• 平均质量: 263.24448
• 单一同位素质量: 263.10050189
• SMILES: [C@@H]1([C@@H](C(C(OC1COC(=O)C)O)NC(=O)C)O)O
• Canonical SMILES: CC(=O)OCC1OC(O)C([C@H]([C@@H]1O)O)NC(=O)C
• InChI: InChI=1S/C10H17NO7/c1-4(12)11-7-9(15)8(14)6(18-10(7)16)3-17-5(2)13/h6-10,14-16H,3H2,1-2H3,(H,11,12)/t6?,7?,8-,9-,10?/m1/s1
• InChIKey: BUOUIFKLABWPRZ-CTOGJURTSA-N

名称和登记号

名称

• IUPAC标准名: [(3S,4R)-5-acetamido-3,4,6-trihydroxyoxan-2-yl]methyl acetate
• IUPAC传统名: [(3S,4R)-5-acetamido-3,4,6-trihydroxyoxan-2-yl]methyl acetate
• 别名: 2-(Acetylamino)-2-deoxy-D-glucose 6-Acetate; (N,6-O)-Diacetyl-D-Glucosamine; N-Acetyl-D-Glucosamine 6-Acetate

登记号

• CAS号: 131832-93-4
• PubChem SID: 162253420
• PubChem CID: 71312897

理论计算性质

• Acid pKa: 11.595095
• 质子受体: 6
• 质子供体: 4
• LogD (pH = 5.5): -2.7794495
• LogD (pH = 7.4): -2.779476
• Log P: -2.779449
• 摩尔折射率: 56.1762 cm^3
• 极化性: 23.252766 Å^3
• 极化表面积: 125.32 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: true

详细说明

Toronto Research Chemicals - A178205

A diacetylated analogue of D-Glucosamine (G514950) used in the preparation of the active mutant subtilisin BPN' in DMF via site-directed mutagenesis

参考文献

• Zhong, Z. et al.: J. AM. Chem. Soc., 113, 683 (1991)