sodium (2S,4S,5R,6R)-5-acetamido-4-hydroxy-2-[(4-methyl-2-oxo-2H-chromen-7-yl)oxy]-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylate

• ChemBase编号: 174492
• 分子式: C21H24NNaO11
• 平均质量: 489.40513
• 单一同位素质量: 489.12470487
• SMILES: [C@@H]1([C@@H]([C@@H](C[C@](O1)(Oc1ccc2c(c1)oc(=O)cc2C)C(=O)[O-])O)NC(=O)C)[C@@H]([C@@H](CO)O)O.[Na+]
• Canonical SMILES: OC[C@H]([C@H]([C@@H]1O[C@@](C[C@H]([C@H]1NC(=O)C)O)(Oc1ccc2c(c1)oc(=O)cc2C)C(=O)[O-])O)O.[Na+]
• InChI: InChI=1S/C21H25NO11.Na/c1-9-5-16(27)31-15-6-11(3-4-12(9)15)32-21(20(29)30)7-13(25)17(22-10(2)24)19(33-21)18(28)14(26)8-23;/h3-6,13-14,17-19,23,25-26,28H,7-8H2,1-2H3,(H,22,24)(H,29,30);/q;+1/p-1/t13-,14+,17+,18+,19+,21+;/m0./s1
• InChIKey: NNNXBDLJYKMDAI-NLSRWXBQSA-M

名称和登记号

名称

• IUPAC标准名: sodium (2S,4S,5R,6R)-5-acetamido-4-hydroxy-2-[(4-methyl-2-oxo-2H-chromen-7-yl)oxy]-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylate
• IUPAC传统名: sodium (2S,4S,5R,6R)-5-acetamido-4-hydroxy-2-[(4-methyl-2-oxochromen-7-yl)oxy]-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylate
• 别名: Neu5Ac-α-4MU; 2'-(4-Methylumbelliferyl)-α-D-N-acetylneuraminic Acid, Sodium Salt

登记号

• CAS号: 76204-02-9
• PubChem SID: 164230402
• PubChem CID: 71750675

理论计算性质

• Acid pKa: 2.814878
• 质子受体: 10
• 质子供体: 5
• LogD (pH = 5.5): -3.7484286
• LogD (pH = 7.4): -4.6131625
• Log P: -1.1202775
• 摩尔折射率: 118.651 cm^3
• 极化性: 42.845554 Å^3
• 极化表面积: 194.91 Å^2
• 可自由旋转的化学键: 7
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Methanol; Water
• 外观: White to Off-White Solid
• 熔点: >156°C (dec.)

安全信息

• 保存条件: -20°C Freezer, Under Inert Atmosphere

详细说明

Toronto Research Chemicals - M334200

Used as a substrate in a fluorometric assay of neuraminidase.

参考文献

• Potier, M., et al.: Anal. Biochem., 94, 287 (1979)
• Myers, R.W., et al.: Anal. Biochem., 101, 166 (1980)