25(R)-spirostan-3β,5α,6β,19-tetrol | 1222960-76-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 25(R)-spirostan-3β,5α,6β,19-tetrol
• 英文别名: (1S,2S,4S,5'R,6R,7S,8R,9S,12S,13R,16S,18R,19R)-13-(hydroxymethyl)-5',7,9-trimethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-16,18,19-triol
• CAS: 1222960-76-0
• 化学式: C₂₇H₄₄O₆
• 分子量: 464.643
• InChiKey: IRLKOVKZYNVMQP-URABVWALSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  33
• 可旋转键数：
  1
• 环数：
  6.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  99.4
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  在 sodium carbonate 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以0.2 g的产率得到25(R)-spirostan-3β,5α,6β,19-tetrol
  参考文献：
  名称：

  Synthesis and anti-glioma activity of 25(R)-spirostan-3β,5α,6β,19-tetrol

  摘要：

  Malignant gliomas are common and aggressive brain rumours in adults. The rapid proliferation and diffuse brain migration are the main obstacles to successful treatment. Here, we show 25(R)-spirostan-3 beta,5 alpha,6 beta,19-tetrol, a polyhydroxy steroid, is capable of suppressing proliferation and Migration Of C6 malignant glioma cells in a concentration-dependent manner. The compound 25(R)-spirostan-3 beta,5 alpha,6 beta,19-tetrol was synthesised by seven steps starting from diosgenin in 8.55% overall yield. The structures of the synthetic compounds were characterised by infrared (IR), (1)H nuclear magnetic resonance (NMR), (13)C NMR spectra and EA. (C) 2009 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.steroids.2009.12.005