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

• ChemBase编号: 174493
• 分子式: C30H35NO15
• 平均质量: 649.5966
• 单一同位素质量: 649.20066943
• SMILES: O(c1ccc2c(c1)oc(=O)cc2C)[C@@]1(C[C@H]([C@H]([C@@H](O1)[C@@H]([C@H](COC(=O)C)OC(=O)C)OC(=O)C)NC(=O)C)OC(=O)C)C(=O)OC
• Canonical SMILES: COC(=O)[C@@]1(Oc2ccc3c(c2)oc(=O)cc3C)C[C@@H](OC(=O)C)[C@H]([C@@H](O1)[C@@H]([C@@H](OC(=O)C)COC(=O)C)OC(=O)C)NC(=O)C
• InChI: InChI=1S/C30H35NO15/c1-14-10-25(37)44-22-11-20(8-9-21(14)22)45-30(29(38)39-7)12-23(41-17(4)34)26(31-15(2)32)28(46-30)27(43-19(6)36)24(42-18(5)35)13-40-16(3)33/h8-11,23-24,26-28H,12-13H2,1-7H3,(H,31,32)/t23-,24-,26+,27+,28+,30+/m0/s1
• InChIKey: ZCGDEQZBAJRSAJ-UIYRTWACSA-N

名称和登记号

名称

• IUPAC标准名: methyl (2S,4S,5R,6R)-4-(acetyloxy)-5-acetamido-2-[(4-methyl-2-oxo-2H-chromen-7-yl)oxy]-6-[(1S,2S)-1,2,3-tris(acetyloxy)propyl]oxane-2-carboxylate
• IUPAC传统名: methyl (2S,4S,5R,6R)-4-(acetyloxy)-5-acetamido-2-[(4-methyl-2-oxochromen-7-yl)oxy]-6-[(1S,2S)-1,2,3-tris(acetyloxy)propyl]oxane-2-carboxylate
• 别名: N-Acetyl-2-O-(4-methyl-2-oxo-2H-1-benzopyran-7-yl)-4,7,8,9-tetraacetate-α-neuraminic Acid Methyl Ester; (4-Methylumbelliferyl)-N-acetyl-4,7,8,9-tetra-O-acetyl-α-D-neuraminic Acid, Methyl Ester

登记号

• CAS号: 59361-08-9
• PubChem SID: 164230403
• PubChem CID: 14375505

理论计算性质

• Acid pKa: 12.641127
• 质子受体: 9
• 质子供体: 1
• LogD (pH = 5.5): 0.7901176
• LogD (pH = 7.4): 0.790116
• Log P: 0.7901182
• 摩尔折射率: 149.189 cm^3
• 极化性: 60.44236 Å^3
• 极化表面积: 205.36 Å^2
• 可自由旋转的化学键: 16
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: Chloroform; Ethyl Acetate; Methanol
• 外观: Yellow Amorphous Solid
• 熔点: 93-95°C

安全信息

• 保存条件: -20°C Freezer

详细说明

Toronto Research Chemicals - M334220

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)