(3R,4R)-2-(hydroxymethyl)piperidine-3,4,5-triol hydrochloride

• ChemBase编号: 165976
• 分子式: C6H14ClNO4
• 平均质量: 199.63266
• 单一同位素质量: 199.06113561
• SMILES: [C@@H]1([C@@H](C(CNC1CO)O)O)O.Cl
• Canonical SMILES: OCC1NCC([C@H]([C@@H]1O)O)O.Cl
• InChI: InChI=1S/C6H13NO4.ClH/c8-2-3-5(10)6(11)4(9)1-7-3;/h3-11H,1-2H2;1H/t3?,4?,5-,6-;/m1./s1
• InChIKey: ZJIHMALTJRDNQI-NXOQUZQRSA-N

名称和登记号

名称

• IUPAC标准名: (3R,4R)-2-(hydroxymethyl)piperidine-3,4,5-triol hydrochloride
• IUPAC传统名: (3R,4R)-2-(hydroxymethyl)piperidine-3,4,5-triol hydrochloride
• 别名: (2S,3R,4R,5S)-2-Hydroxymethyl-3,4,5-piperidinetriol Hydrochloride; 1-Deoxy-L-idonojirimycin Hydrochloride; (2R,3R,4R,5R)-2-(Hydroxymethyl)-3,4,5-piperidinetriol Hydrochloride; Manno-1-deoxynojirimycin Hydrochloride; Deoxymannojirimycin Hydrochloride; (2R,3R,4R,5S)-2-(Hydroxymethyl)-3,4,5-piperidinetriol Hydrochloride; 1-Deoxynojirimycin Hydrochloride; AT 2220; Duvoglustat Hydrochloride; Moranoline Hydrochloride; DNJ Hydrochloride; Deoxynojirimycin Hydrochloride

登记号

• CAS号: 73285-50-4; 210223-32-8; 73465-43-7
• PubChem SID: 162260109
• PubChem CID: 46783529

理论计算性质

• Acid pKa: 12.906054
• 质子受体: 5
• 质子供体: 5
• LogD (pH = 5.5): -5.3671846
• LogD (pH = 7.4): -3.6328244
• Log P: -2.8857431
• 摩尔折射率: 36.5744 cm^3
• 极化性: 15.1906805 Å^3
• 极化表面积: 92.95 Å^2
• 可自由旋转的化学键: 1
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Methanol; Water
• 外观: Foam Solid; White Solid
• 熔点: 174-176°C; 208-210°C

安全信息

• 保存条件: -20°C Freezer; -20°C Freezer, Under Inert Atmosphere; Hygroscopic, Refrigerator, Under Inert Atmosphere

详细说明

Toronto Research Chemicals - D239750

An inhibitor of yeast a-glucosidase. Used in the synthesis of 1-deoxynojirimycin (DNJ), an important glycosidase inhibitor.

Toronto Research Chemicals - D240000

Deoxymannojirimycin has been shown to be a potent inhibitor of the mammalian Golgi alpha- mannosidase 1 activity, blocking the conversion of high-mannose oligosaccharides to complex-type oligosaccharides. However, it does not inhibit the biosynthesis of

Toronto Research Chemicals - D245005

Deoxynojirimycin inhibits mammalian glucosidase 1. As well, it inhibits intestinal and lysosmal alpha-glucosidases, beta-glucosidase from sweet almonds, pancreatic alpha-amylase and amyloglucosidase.

参考文献

• Legler, G., et al.: Carbohydr. Res., 155, 119 (1986)
• Mitrakou, A., et al.: Diabetic Med., 15, 657 (1986)
• Fan, J., et al.: Nat. Med., 5, 112 (1986)
• Cox, T., et al.: Lancet, 355, 1481 (1986)
• Eur. J. Biochem., 150, 41-46 (1985)
• J. Biol. Chem., 261, 4766 (1985)
• Seftor, R.E.B., et al.: Melanoma Res., 1, 43 (1985)
• Suzuki, S.S., et al.: J. Cell. Biochem., 51, 181 (1993)
• Eur. J. Biochem., 142, 85-90 (1984)
• Crit. Rev. Biochem., 16, 21-48 (1984)
• Biochem. Biochem. Acta. , 825, 95 (1984)
• Suhm, K., et al.: J. Biol. Chem., 267, 21671 (1992)