(2S,4S,5R,6R)-2,4-dihydroxy-5-(2-hydroxyacetamido)-6-[(2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid

• ChemBase编号: 169693
• 分子式: C11H19NO10
• 平均质量: 325.26926
• 单一同位素质量: 325.10089581
• SMILES: [C@@H]1([C@@H]([C@@H](C[C@@](O1)(O)C(=O)O)O)NC(=O)CO)C([C@@H](CO)O)O
• Canonical SMILES: OCC(=O)N[C@@H]1[C@H](O)C[C@@](O[C@H]1C([C@@H](CO)O)O)(O)C(=O)O
• InChI: InChI=1S/C11H19NO10/c13-2-5(16)8(18)9-7(12-6(17)3-14)4(15)1-11(21,22-9)10(19)20/h4-5,7-9,13-16,18,21H,1-3H2,(H,12,17)(H,19,20)/t4-,5+,7+,8?,9+,11-/m0/s1
• InChIKey: FDJKUWYYUZCUJX-GETJOPHTSA-N

名称和登记号

名称

• IUPAC标准名: (2S,4S,5R,6R)-2,4-dihydroxy-5-(2-hydroxyacetamido)-6-[(2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid
• IUPAC传统名: (2S,4S,5R,6R)-2,4-dihydroxy-5-(2-hydroxyacetamido)-6-[(2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid
• 别名: N-(2-Hydroxyacetyl)neuraminic Acid; 3,5-Dideoxy-5-[(hydroxyacetyl)amino]-D-glycero-D-galacto-2-nonulosonic Acid; Glycolylneuraminic Acid; N-Glycolyl Neuraminic Acid

登记号

• CAS号: 1113-83-3
• PubChem SID: 162263825
• PubChem CID: 71317108

理论计算性质

• Acid pKa: 2.9169607
• 质子受体: 10
• 质子供体: 8
• LogD (pH = 5.5): -6.918813
• LogD (pH = 7.4): -7.864933
• Log P: -4.3811855
• 摩尔折射率: 65.4836 cm^3
• 极化性: 26.97869 Å^3
• 极化表面积: 197.01 Å^2
• 可自由旋转的化学键: 6
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: Water
• 外观: White Crystalline Solid
• 熔点: 188-190°C

安全信息

• 保存条件: -20°C Freezer

详细说明

Toronto Research Chemicals - G650000

Regulation of N-glycolylneuraminic acid biosynthesis in rat and mouse liver.

参考文献

• Malykh, Y., et al.: Biochimie, 83, 623 (2001)
• Angata, T., et al.: Chem. Rev., 102, 439 (2001)
• Soh, N., et al.: Anal. Sci., 18, 1159 (2001)
• Taylor, P., et al.: Clin. Biochem., 38, 328 (2001)