(1S,2R,8R,8aR)-octahydro(6,7-3H2)indolizine-1,2,8-triol

• ChemBase编号: 177971
• 分子式: C8H15NO3
• 平均质量: 173.2096
• 单一同位素质量: 173.10519335
• SMILES: C1CCN2[C@H]([C@@H]1O)[C@@H]([C@@H](C2)O)O
• Canonical SMILES: O[C@@H]1CN2[C@@H]([C@@H]1O)[C@H](O)CCC2
• InChI: InChI=1S/C8H15NO3/c10-5-2-1-3-9-4-6(11)8(12)7(5)9/h5-8,10-12H,1-4H2/t5-,6-,7-,8-/m1/s1
• InChIKey: FXUAIOOAOAVCGD-WCTZXXKLSA-N

名称和登记号

名称

• IUPAC标准名: (1S,2R,8R,8aR)-octahydro(6,7-^3H₂)indolizine-1,2,8-triol
• IUPAC传统名: (1S,2R,8R,8aR)-octahydro(6,7-^3H₂)indolizine-1,2,8-triol
• 别名: 8α,β-Octahydroindolizidine-1α,2α,8β-triol-6-t,7-t; Swainsonine-6,7-3H

登记号

• PubChem SID: 164233881
• PubChem CID: 45040453

理论计算性质

• Acid pKa: 13.284674
• 质子受体: 4
• 质子供体: 3
• LogD (pH = 5.5): -4.78174
• LogD (pH = 7.4): -3.4669168
• Log P: -1.4067957
• 摩尔折射率: 43.1178 cm^3
• 极化性: 17.444298 Å^3
• 极化表面积: 63.93 Å^2
• 可自由旋转的化学键: 0
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Chloroform (hot); Methanol; Water
• 外观: Off-White Crystalline Solid

安全信息

• 保存注意事项: Sp. Act. 50 mCi/mmol

详细说明

Toronto Research Chemicals - S885500

Swainsonine is a plant alkaloid derived from Swainsona canescens (a leguminous plant). It is a reversible, active-site directed inhibitor of a-mannosidase at concentrations of 5-10mM. At acid pH, swainsonine resembles an intermediate in the hydrolysis of

参考文献

• Klein, J.-L. D., et al.: Br. J. Cancer, 80, 87 (1999)