11-oxo-5α-cholest-8-en-3β-yl benzoate | 62250-88-8

• 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: 11-oxo-5α-cholest-8-en-3β-yl benzoate
• 英文别名: [(3S,5S,10S,13R,14R,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-11-oxo-1,2,3,4,5,6,7,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl] benzoate
• CAS: 62250-88-8
• 化学式: C₃₄H₄₈O₃
• 分子量: 504.753
• InChiKey: UIYDAIYKHDGEFE-QZDWVVNISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.3
• 重原子数：
  37
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  11-oxo-5α-cholest-8-en-3β-yl benzoate 生成 7,7,12,12,14-d5-5α,8α,14β,-cholestane-3β,11β-diol
  参考文献：
  名称：

  Stereochemical course of the chemical and catalytic reduction of 11-oxo-5.alpha.,14.beta.-cholest-8-en-3.beta.-ol. Synthesis of 8.alpha.,9.alpha.,14.beta.-, 8.alpha.,9.beta.,14.beta.-, and 8.beta.,9.alpha.,14.beta.-steroids

  摘要：

  DOI：

  10.1021/jo01325a027
• 作为产物：
  描述：

  5α-cholesta-7,9(11)-dien-3β-yl benzoate 在 三氟化硼乙醚 、 溶剂黄146 、 间氯过氧苯甲酸 作用下， 以 乙醚 为溶剂， 反应 37.5h， 生成 11-oxo-5α-cholest-8-en-3β-yl benzoate
  参考文献：
  名称：

  Synthesis of 3β-hydroxy-5α-cholest-8-en-7-one and 3β-hydroxy-5α-cholest-8-en-11-one: Evaluation as potential hypocholesterolemic agents

  摘要：

  An efficient procedure for the chemical synthesis of 3 beta-hydroxy-5 alpha-cholest-8-en-7-one and 3 beta-hydroxy-5 alpha-cholest-8-en-11-one is described. These ketosterols have been shown to have possible significant hypocholesterolemic effects when fed to normal rats at a level of 0.15% in a laboratory chow diet. The diets containing the steroids caused significant decreases in food consumption which were associated with decreases in the rate of gain in body weight.

  DOI：

  10.1016/0039-128x(86)90027-9

文献信息

• Meiosis regulating compounds
  申请人：——

  公开号：US20020013302A1

  公开（公告）日：2002-01-31

  Sterol derivative compounds, structurally related to natural compounds which can be extracted from bull testes and from human follicular fluid, useful for regulating meiosis in oocytes and in male germ cells. Some of these compounds are useful in the treatment of infertility, whereas other compounds are useful as contraceptives.

  甾醇衍生物化合物，结构上与可以从公牛睾丸和人类卵泡液中提取的天然化合物相关，对调节卵母细胞和男性生殖细胞中的减数分裂有用。其中一些化合物对治疗不孕症有用，而其他化合物则可用作避孕药。
• MEIOSIS REGULATING COMPOUNDS
  申请人：NOVO NORDISK A/S

  公开号：EP0857173B1

  公开（公告）日：2003-11-19
• US6645953B2
  申请人：——

  公开号：US6645953B2

  公开（公告）日：2003-11-11
• Stereochemical course of the chemical and catalytic reduction of 11-oxo-5.alpha.,14.beta.-cholest-8-en-3.beta.-ol. Synthesis of 8.alpha.,9.alpha.,14.beta.-, 8.alpha.,9.beta.,14.beta.-, and 8.beta.,9.alpha.,14.beta.-steroids
  作者：Donald G. Patterson、Carl Djerassi

  DOI：10.1021/jo01325a027

  日期：1979.5
• Synthesis of 3β-hydroxy-5α-cholest-8-en-7-one and 3β-hydroxy-5α-cholest-8-en-11-one: Evaluation as potential hypocholesterolemic agents
  作者：Edward J. Parish、Venkata B.B. Nanduri、Jean M. Seikel、Herbert H. Kohl、Kenneth E. Nusbaum

  DOI：10.1016/0039-128x(86)90027-9

  日期：1986.11

  An efficient procedure for the chemical synthesis of 3 beta-hydroxy-5 alpha-cholest-8-en-7-one and 3 beta-hydroxy-5 alpha-cholest-8-en-11-one is described. These ketosterols have been shown to have possible significant hypocholesterolemic effects when fed to normal rats at a level of 0.15% in a laboratory chow diet. The diets containing the steroids caused significant decreases in food consumption which were associated with decreases in the rate of gain in body weight.