3β-hydroxy-5α-stigmastan-6-one oxime | 35079-06-2

• 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: 3β-hydroxy-5α-stigmastan-6-one oxime
• CAS: 35079-06-2
• 化学式: C₂₉H₅₁NO₂
• 分子量: 445.729
• InChiKey: QUDIDSWFCWQINK-NQGWCVFGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.54
• 重原子数：
  32.0
• 可旋转键数：
  6.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.97
• 拓扑面积：
  52.82
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  3β-hydroxy-5α-stigmastan-6-one oxime 在 吡啶 、 氢氧化钾 、 氯化亚砜 作用下， 生成 3β-acetoxy-6-aza-B-homo-5α-stigmastan-7-one
  参考文献：
  名称：

  Ahmad, M. S.; Ansari, Imtiaz Ahmad; Moinuddin, Ghulam, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1981, vol. 20, # 7, p. 602 - 604

  摘要：

  DOI：

文献信息

• Synthesis and cytotoxic activity of some 4,6-diaza-A,B-dihomo-steroid bilactams
  作者：Jianguo Cui、Qifu Lin、Chunfang Gan、Qiucui Yao、Wei Su、Yanmin Huang

  DOI：10.1016/j.steroids.2013.10.011

  日期：2014.1

  Using cholesterol, stigmasterol and sitosterol as starting materials, some 4,6-diaza-A,B-dihomo-steroid bilactams were synthesized via two different synthetic routes by oxidation, reduction, oximation, Beckman rearrangement, etc. The cytotoxic activity of the synthesized compounds against SGC 7901 (human ventriculi carcinoma), Bel-7404 (human liver carcinoma), HeLa (human cervical carcinoma) and HT-29 (colonic carcinoma) cancer cells were investigated. The results showed that compounds 2 and 7b displayed a good cytotoxic activity to the SGC 7901, Bel 7404 and HeLa tumor cell lines with the IC50 values of 11.6, 16.4, 13.9 and 13.1, 21.8, 13.1 mu mol/L, respectively. Their cytotoxic activity is almost same as cisplatin to these cells. The information obtained from the studies may be useful for the design of novel chemotherapeutic drugs. (C) 2013 Elsevier Ltd. All rights reserved.