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

• ChemBase编号: 155998
• 分子式: C9H16O9
• 平均质量: 268.21794
• 单一同位素质量: 268.07943209
• SMILES: C1[C@@H]([C@H]([C@@H](O[C@]1(C(=O)O)O)[C@@H]([C@@H](CO)O)O)O)O
• Canonical SMILES: OC[C@H]([C@H]([C@@H]1O[C@](O)(C[C@@H]([C@H]1O)O)C(=O)O)O)O
• InChI: InChI=1S/C9H16O9/c10-2-4(12)6(14)7-5(13)3(11)1-9(17,18-7)8(15)16/h3-7,10-14,17H,1-2H2,(H,15,16)/t3-,4+,5+,6+,7+,9+/m0/s1
• InChIKey: CLRLHXKNIYJWAW-LSRLBZCKSA-N

名称和登记号

名称

• IUPAC标准名: (2R,4S,5R,6R)-2,4,5-trihydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid
• IUPAC传统名: (2R,4S,5R,6R)-2,4,5-trihydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid
• 别名: 3-Deoxy-D-glycero-D-galactononulopyranosonic acid; Ketodeoxynonulosonic acid

登记号

• CAS号: 153666-19-4
• MDL号: MFCD01863086
• Beilstein号: 5439887
• PubChem SID: 162250136; 24881944
• PubChem CID: 197508

理论计算性质

• Acid pKa: 2.892075
• 质子受体: 9
• 质子供体: 7
• LogD (pH = 5.5): -5.8357577
• LogD (pH = 7.4): -6.7620726
• Log P: -3.2759023
• 摩尔折射率: 52.6801 cm^3
• 极化性: 22.021454 Å^3
• 极化表面积: 167.91 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: false

分子性质

安全信息

• 德国WGK号: 3
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• 保存温度: -20°C

产品相关信息

• 纯度: ≥99.0% (TLC)
• 运输包装: wet ice
• Empirical Formula (Hill Notation): C9H16O9

详细说明

Sigma Aldrich - 60714

Application
Ketodeoxynonulosonic acid (KDN) is a monosaccharide of some O-linked glycan structures used as a substrate to identify, differentiate and characterize 3-deoxy-D-glycero-D-galacto-2-nonulosonic acid hydrolase(s) (KDNase) and KDN-sialidase(s):