2β,3β-dihydroxy-6E-hydroximino-5α-cholestane | 1609380-14-4

• 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: 2β,3β-dihydroxy-6E-hydroximino-5α-cholestane
• CAS: 1609380-14-4
• 化学式: C₂₇H₄₇NO₃
• 分子量: 433.675
• InChiKey: BAZYWGHVXYILMB-VKFNFRISSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.88
• 重原子数：
  31.0
• 可旋转键数：
  5.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.96
• 拓扑面积：
  73.05
• 氢给体数：
  3.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  2β,3β-dihydroxy-5α-cholestan-6-one 在 盐酸羟胺 、 sodium acetate 作用下， 以 乙醇 为溶剂， 以96%的产率得到2β,3β-dihydroxy-6E-hydroximino-5α-cholestane
  参考文献：
  名称：

  Synthesis and cytotoxic evaluation of four new 6E-hydroximinosteroids

  摘要：

  Four new 6E-hydroximinosteroids (1, 2a, 3 and 4) have been synthesized from the corresponding ketones, 2 beta,3 beta-dihydroxy-5 alpha-cholestan-6-one (5), 2 alpha,3 alpha-dihydroxy-5 alpha-cholestan-6-one (6), 2 beta,3 alpha-dihydroxy-5 alpha-cholestan-6-one (7) and 2 beta,3 alpha-dihydroxy-5 alpha-cholestan-6-one-disulfate (8). The cytotoxic activity of the steroidal oxirnes was evaluated against two prostate carcinoma cell lines (PC-3 and LNCaP) and compared with that of five polyhydroxylated sulfated analogs (8-12). Oxime 3 and trisulfated analog 11 were the most active compounds with IC50 values of 10.8 mu M (PC-3) and 7.9 mu M (LNCaP), respectively. (C) 2014 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.steroids.2014.03.001