(3S,4R,5R)-3,4,5,6-tetrahydroxy-2-oxohexanal

• ChemBase编号: 154066
• 分子式: C6H10O6
• 平均质量: 178.14
• 单一同位素质量: 178.04773804
• SMILES: C([C@H]([C@H]([C@@H](C(=O)C=O)O)O)O)O
• Canonical SMILES: OC[C@H]([C@H]([C@@H](C(=O)C=O)O)O)O
• InChI: InChI=1S/C6H10O6/c7-1-3(9)5(11)6(12)4(10)2-8/h1,4-6,8,10-12H,2H2/t4-,5-,6-/m1/s1
• InChIKey: DCNMIDLYWOTSGK-HSUXUTPPSA-N

名称和登记号

名称

• IUPAC标准名: (3S,4R,5R)-3,4,5,6-tetrahydroxy-2-oxohexanal
• IUPAC传统名: D-glucosone
• 别名: D-Glucosone; 2-Keto-D-glucose; D-Arabino-hexos-2-ulose; Fructosone; Mannosone; 2-Keto-D-Glucose

登记号

• CAS号: 1854-25-7
• MDL号: MFCD01863408
• PubChem SID: 162248205
• PubChem CID: 159630

理论计算性质

• Acid pKa: 8.615541
• 质子受体: 6
• 质子供体: 4
• LogD (pH = 5.5): -2.3604457
• LogD (pH = 7.4): -2.3857594
• Log P: -2.3601131
• 摩尔折射率: 36.7159 cm^3
• 极化性: 14.728035 Å^3
• 极化表面积: 115.06 Å^2
• 可自由旋转的化学键: 5
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Methanol; Water
• 外观: Off-White Solid
• 熔点: 118-120°C

安全信息

• 保存条件: Hygroscopic, Store under Inert atmosphere -20°C Freezer
• 德国WGK号: 3
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

产品相关信息

• 纯度: ≥98.0% (TLC)
• Empirical Formula (Hill Notation): C6H10O6

详细说明

Sigma Aldrich - 61793

Biochem/physiol Actions
2-Keto-D-glucose is the key intermediate of a secondary metabolic pathway leading to the antibiotic cortalcerone1.
Application
2-Keto-D-glucose (D-Glucosone) is a key intermediate of a secondary metabolic pathway leading to the antibiotic cortalcerone. D-Glucosone is a substrate that may be used to identify, differentiate and characterize hexokinase(s).

Toronto Research Chemicals - K191000

A useful synthetic intermediate