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

• ChemBase编号: 1662
• 分子式: C11H19NO9
• 平均质量: 309.26986
• 单一同位素质量: 309.10598119
• SMILES: CC(=O)N[C@H]1[C@H](O)C[C@](O)(O[C@@H]1[C@@H](O)[C@@H](O)CO)C(=O)O
• Canonical SMILES: OC[C@@H]([C@@H]([C@H]1O[C@@](O)(C[C@H]([C@@H]1NC(=O)C)O)C(=O)O)O)O
• InChI: InChI=1S/C11H19NO9/c1-4(14)12-7-5(15)2-11(20,10(18)19)21-9(7)8(17)6(16)3-13/h5-9,13,15-17,20H,2-3H2,1H3,(H,12,14)(H,18,19)/t5-,6+,7+,8+,9+,11+/m1/s1
• InChIKey: SQVRNKJHWKZAKO-LLYCPFJPSA-N

名称和登记号

名称

• IUPAC标准名: (2S,4R,5S,6S)-5-acetamido-2,4-dihydroxy-6-[(1S,2S)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid
• IUPAC传统名: β-sialic acid
• 别名: O-Sialic Acid; 5-N-Acetyl-Alpha-D-Neuraminic Acid; O-Sialic Acid (Chair Conformation); Beta-Sialic Acid

登记号

• PubChem SID: 46505004; 160965119; 46505298; 46506651; 46508038
• PubChem CID: 36690637

理论计算性质

JChem

• Acid pKa: 2.9967961
• 质子受体: 9
• 质子供体: 7
• LogD (pH = 5.5): -6.0295753
• LogD (pH = 7.4): -7.0390115
• Log P: -3.5639374
• 摩尔折射率: 63.7814 cm^3
• 极化性: 26.256002 Å^3
• 极化表面积: 176.78 Å^2
• 可自由旋转的化学键: 5
• 里宾斯基五规则: false

ALOGPS 2.1

• Log P: -2.78
• LOG S: -0.13
• 溶解度: 2.27e+02 g/l

详细说明

DrugBank - DB02344

• Drug Groups: experimental
• Description: An N-acyl derivative of neuraminic acid. N-acetylneuraminic acid occurs in many polysaccharides, glycoproteins, and glycolipids in animals and bacteria. (From Dorland, 28th ed, p1518)

DrugBank - DB03721

• Drug Groups: experimental
• Description: An N-acyl derivative of neuraminic acid. N-acetylneuraminic acid occurs in many polysaccharides, glycoproteins, and glycolipids in animals and bacteria. (From Dorland, 28th ed, p1518)

DrugBank - DB04265

• Drug Groups: experimental
• Description: An N-acyl derivative of neuraminic acid. N-acetylneuraminic acid occurs in many polysaccharides, glycoproteins, and glycolipids in animals and bacteria. (From Dorland, 28th ed, p1518)

DrugBank - DB01894

• Drug Groups: experimental
• Description: An N-acyl derivative of neuraminic acid. N-acetylneuraminic acid occurs in many polysaccharides, glycoproteins, and glycolipids in animals and bacteria. (From Dorland, 28th ed, p1518)