(+)-3,11-dioxoandrost-4-ene-17β-carboxylic acid | 3597-46-4

• 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: (+)-3,11-dioxoandrost-4-ene-17β-carboxylic acid
• 英文别名: 3,11-dioxoandros-4-ene-17β-carboxylic acid；3,11-dioxo-21-nor-pregnen-(4)-oic acid-(20)；3.11-Dioxo-androsten-(4)-carbonsaeure-(17β)；3,11-Dioxo-21-nor-pregnen-(4)-saeure-(20)；Androst-4-ene-3.11-dione-17β-carboxylic acid；androst-4-ene-3,11-dione-17β-carboxylic acid；(+)-3,11-Dioxoandrost-4-ene-17beta-carboxylic acid；(8S,9S,10R,13S,14S,17S)-10,13-dimethyl-3,11-dioxo-2,6,7,8,9,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthrene-17-carboxylic acid
• CAS: 3597-46-4
• 化学式: C₂₀H₂₆O₄
• 分子量: 330.424
• InChiKey: SCEZCKROAVUHPJ-OUERMZRPSA-N

物化性质

• 熔点：
  265-275 °C
• 沸点：
  528.2±50.0 °C(Predicted)
• 密度：
  1.23±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  24
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  71.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (+)-3,11-dioxoandrost-4-ene-17β-carboxylic acid 在 镍 作用下， 生成 (+)-3,11-dioxo-5α-androstanecarboxylic acid
  参考文献：
  名称：

  Polymer Nanocomposites: Status and Opportunities

  摘要：

  将聚合物与第二相（不论是无机的还是有机的）强化，以生产聚合物复合材料，在现代塑料生产中很常见。聚合物纳米复合材料（PNCs）代表了这些传统聚合物复合材料的一种激进替代方案。

  DOI：

  10.1557/mrs2001.93
• 作为产物：
  描述：

  肾上腺酮 在 jones reagent 作用下， 以 丙酮 为溶剂， 反应 1.5h， 以58%的产率得到(+)-3,11-dioxoandrost-4-ene-17β-carboxylic acid
  参考文献：
  名称：

  不饱和3-羧基类固醇抑制类固醇5α-还原酶。

  摘要：

  已经制备了一系列带有3-羧基取代基的不饱和类固醇，并在体外进行了测定，作为人和大鼠前列腺类固醇5α-还原酶的抑制剂（EC 1.3.1.30）。有人提出，观察到的3-雄烯基-3-羧酸的紧密结合是由于模拟的类固醇5α-在NADPH依赖性的睾丸激素的NADPH依赖性共轭还原过程中形成的一种推定的高能酶结合的烯醇式中间体。还原酶。这些化合物是通过钯（0）催化衍生自3-酮前体的烯醇（三氟甲基）磺酸盐的羰基甲氧基化反应制得的。探索了A和B环的不饱和修饰以及在C-3，-4，-6和-11处的取代。单和二烷基甲酰胺被用作17个β侧链，以增强人类酶的抑制活性。

  DOI：

  10.1021/jm00165a010

文献信息

• 11-keto or hydroxy 3,5-diene steroids as inhibitors of steriod
  申请人：SmithKline Beecham Corporation

  公开号：US05041433A1

  公开（公告）日：1991-08-20

  Invented are carboxyl and carboxyl alkyl ester substituted 11-keto and hydroxy analogues of synthetic steroidal compounds, pharmaceutical compositions containing these compounds, and methods of using these compounds to inhibit steroid 5-.alpha.-reductase.

  发明了羧基和羧基烷基酯取代的合成类固醇化合物的11-酮和羟基类似物，含有这些化合物的制药组合物，以及使用这些化合物抑制类固醇5-α-还原酶的方法。
• Phosphinic acid substituted steroids as inhibitors of steroid 5alpha-reductase
  申请人：SMITHKLINE BEECHAM CORPORATION

  公开号：EP0375349A1

  公开（公告）日：1990-06-27

  Compounds of structure (I) in which the dotted lines indicate the optional presence of double bonds and, inter alia, R¹ is H, R² is H or CH₃ and R³ is H, hydroxy or acetoxy; processes for their preparation, pharmaceutical compositions containing them and their use in medicine as inhibitors of 5-α-reductase.

  结构 (I) 的化合物 其中虚线表示双键的任选存在，除其他外，R¹ 为 H，R² 为 H 或 CH₃，R³ 为 H、羟基或乙酰氧基；它们的制备工艺、含有它们的药物组合物以及它们作为 5-α 还原酶抑制剂的医药用途。
• Phosphonic acid substituted steroids as steroid 5alpha-reductase inhibitors
  申请人：SMITHKLINE BEECHAM CORPORATION

  公开号：EP0375351A1

  公开（公告）日：1990-06-27

  Compounds of structure (I) in which the dotted lines indicate the optional presence of double bonds and inter alia Z is (CH₂)n where n is 0-2, R is H, hydroxy or acetoxy, R¹ is H or absent and R² is absent, H or CH₃; processes for their preparation, compositions containing them and their use in medicine as inhibitors of 5-α-reductase.

  结构 (I) 的化合物 其中虚线表示双键的任选存在，除其他外，Z 为 (CH₂)n，其中 n 为 0-2，R 为 H、羟基或乙酰氧基，R¹ 为 H 或无，R² 为无、H 或 CH₃；它们的制备工艺、含有它们的组合物以及它们作为 5-α 还原酶抑制剂的医药用途。
• Behavioural observations of interactions in a free-ranging lynxLynx lynx family at kills
  作者：Paolo Molinari、Anja Molinari-Jobin

  DOI：10.1007/bf03192451

  日期：2001.12

  The behaviour of a free-ranging female lynx Lynx lynx Linnaeus, 1758 and her kittens at 12 different kills was studied for 44 hours of observation from September 1996 to March 1997. The development of interactions at kills of a lynx family group showed the following pattern: until the end of September we often observed two lynx, usually both kittens, food from the kill at the same time. After the age of four months aggression between kittens was observed frequently, with the bigger kitten being dominant. From September the kittens were never again seen feeding together at the kill, However, we never observed fighting, and aggressive behaviour did not increase with the age of the, kittens. Whereas until December one of the kittens was always first at the kill, from January onwards it was mostly the adult female who ate first. She introduced her kittens to the home range of a neighbouring female where the family break-up occurred. The kittens were last seen together with their mother on 26 March. Dispersal seemed to be initiated by the female abandoning the kittens.
• Mason; Myers; Kendall, Journal of Biological Chemistry, 1936, vol. 114, p. 613,626
  作者：Mason、Myers、Kendall

  DOI：——

  日期：——