(25S)-5β-spirostan-2β,3β,19-triol 3-O-β-D-glucopyranoside

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: (25S)-5β-spirostan-2β,3β,19-triol 3-O-β-D-glucopyranoside
• 英文别名: tuberosine B；(2R,3R,4S,5S,6R)-2-[(1S,2S,4S,5'S,6R,7S,8R,9S,12S,13R,15S,16R,18R)-15-hydroxy-13-(hydroxymethyl)-5',7,9-trimethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-16-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• 化学式: C₃₃H₅₄O₁₀
• 分子量: 610.786
• InChiKey: DALNDDUMVWFUFV-KUMUILFYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  43
• 可旋转键数：
  4
• 环数：
  7.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  158
• 氢给体数：
  6
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  (25S)-5β-spirostan-2β,3β,19-triol 3-O-β-D-glucopyranoside 在 盐酸 作用下， 以 水 为溶剂， 反应 2.0h， 生成 葡萄糖
  参考文献：
  名称：

  Spirostanol steroids from the roots of Allium tuberosum

  摘要：

  Three new spirostanol saponins named tuberosines A-C (1-3), together with three known ones tuberoside O (4), 25(S)-Schidigera-saponin D5 (5), and shatavarin IV (6) were isolated from the roots of Allium tuberosum. Their structures were established on the basis of extensive spectroscopic analyses. Whereas compounds 5 and 6 exhibited potent antibacterial activities against Bacillus subtilis (32 mu g/mL) and Escherichia coli (16 mu g/mL), the new saponin 2 showed only moderate antibacterial activities against these pathogens. The relationship between the antibacterial activities and the structures of these saponins are described. (C) 2015 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.steroids.2015.03.015

文献信息

• Spirostanol steroids from the roots of Allium tuberosum
  作者：Yun-Shan Fang、Le Cai、Ying Li、Jia-Peng Wang、Huai Xiao、Zhong-Tao Ding

  DOI：10.1016/j.steroids.2015.03.015

  日期：2015.8

  Three new spirostanol saponins named tuberosines A-C (1-3), together with three known ones tuberoside O (4), 25(S)-Schidigera-saponin D5 (5), and shatavarin IV (6) were isolated from the roots of Allium tuberosum. Their structures were established on the basis of extensive spectroscopic analyses. Whereas compounds 5 and 6 exhibited potent antibacterial activities against Bacillus subtilis (32 mu g/mL) and Escherichia coli (16 mu g/mL), the new saponin 2 showed only moderate antibacterial activities against these pathogens. The relationship between the antibacterial activities and the structures of these saponins are described. (C) 2015 Elsevier Inc. All rights reserved.