(2R,3R,4S)-3-acetamido-4-hydroxy-2-[(1R,2S)-1,2,3-trihydroxypropyl]-3,4-dihydro-2H-pyran-6-carboxylic acid

• ChemBase编号: 3621
• 分子式: C11H17NO8
• 平均质量: 291.25458
• 单一同位素质量: 291.09541651
• SMILES: CC(=O)N[C@@H]1[C@@H](O)C=C(O[C@H]1[C@H](O)[C@@H](O)CO)C(=O)O
• Canonical SMILES: OC[C@@H]([C@H]([C@@H]1OC(=C[C@@H]([C@H]1NC(=O)C)O)C(=O)O)O)O
• InChI: InChI=1S/C11H17NO8/c1-4(14)12-8-5(15)2-7(11(18)19)20-10(8)9(17)6(16)3-13/h2,5-6,8-10,13,15-17H,3H2,1H3,(H,12,14)(H,18,19)/t5-,6-,8+,9+,10+/m0/s1
• InChIKey: JINJZWSZQKHCIP-CUZACWQJSA-N

名称和登记号

名称

• IUPAC标准名: (2R,3R,4S)-3-acetamido-4-hydroxy-2-[(1R,2S)-1,2,3-trihydroxypropyl]-3,4-dihydro-2H-pyran-6-carboxylic acid
• IUPAC传统名: (4S,5R,6R)-5-acetamido-4-hydroxy-6-[(1R,2S)-1,2,3-trihydroxypropyl]-5,6-dihydro-4H-pyran-2-carboxylic acid
• 别名: 2-Deoxy-2,3-Dehydro-N-Acetyl-Neuraminic Acid

登记号

• PubChem SID: 160967059; 46505061
• PubChem CID: 13728878

理论计算性质

JChem

• Acid pKa: 3.517408
• 质子受体: 8
• 质子供体: 6
• LogD (pH = 5.5): -5.7103395
• LogD (pH = 7.4): -7.0726504
• Log P: -3.688152
• 摩尔折射率: 64.1107 cm^3
• 极化性: 25.284155 Å^3
• 极化表面积: 156.55 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: -2.2
• LOG S: -0.65
• 溶解度: 6.52e+01 g/l

详细说明

DrugBank - DB03991

Drug information: experimental