3β-hydroxy-17α-methoxy-5-pregnen-20-one | 86699-12-9

• 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-17α-methoxy-5-pregnen-20-one
• 英文别名: 3β-Hydroxy-17α-methoxypregn-5-en-20-one；1-[(3S,8R,9S,10R,13S,14S,17R)-3-hydroxy-17-methoxy-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-yl]ethanone
• CAS: 86699-12-9
• 化学式: C₂₂H₃₄O₃
• 分子量: 346.51
• InChiKey: CBWCPYDAGUBJIZ-YRCTWBNTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  25
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3β-hydroxy-17α-methoxy-5-pregnen-20-one 在 吡啶 、 copper(ll) bromide 作用下， 以 甲醇 为溶剂， 反应 24.0h， 生成 21-bromo-3β-acetoxy-17α-methoxy-5-pregnen-20-one
  参考文献：
  名称：

  New preparation and controlled alkaline hydrolysis of 21-bromo-20-oxopregnenes. A facile synthesis of deoxycorticoids

  摘要：

  DOI：

  10.1021/jo00201a016
• 作为产物：
  描述：

  甲醇 、 孕烯醇酮 在 copper(ll) bromide 作用下， 反应 24.0h， 以65%的产率得到3β-hydroxy-17α-methoxy-5-pregnen-20-one
  参考文献：
  名称：

  利用21-溴-20-酮戊烯的受控碱水解轻松合成脱氧皮质酮

  摘要：

  去氧皮质的新型的合成（5）已被使用21-bromopregn -4-烯-3,20-二酮的受控碱性水解（完成4）中，由3个直接溴化得到的β -hydroxypregn -5-烯-20 -在吡啶存在下，用CuBr 2-（1），然后用2.67 M CrO 3氧化，然后进行酸处理。

  DOI：

  10.1039/c39830000127

文献信息

• Transformed steroids
  作者：N. E. Voishvillo、Z. I. Istomina、A. V. Kamernitsky

  DOI：10.1007/bf00699849

  日期：1994.4

  modifying theA ring has been developed. It is established that the yields of the main and the side products greatly depend on the transformation conditions, mycelium age, and the structure of the steroid substrate. Under the optimal transformation conditions novel 9α-hydroxysubstituted derivatives of androstenolone, pregnenolone, 16-dehydro-16α,17α-epoxy-, and-16α-methoxypregnenolone have been obtained

  一种使用 Circinella sp. 真菌对 Δ5-3β-羟基类固醇进行 9a-羟基化的制备方法。10Kh-1220不能修改A环已经研制成功。已确定主要和副产品的产量在很大程度上取决于转化条件、菌丝年龄和类固醇底物的结构。在最佳转化条件下，雄烯醇酮、孕烯醇酮、16-脱氢-16α、17α-环氧-和-16α-甲氧基孕烯醇酮的新型 9α-羟基取代衍生物的产率为 36-80%。
• Inhibition of steroid C17(20) lyase with C-17-heteroaryl steroids
  作者：Joseph P. Burkhart、Cynthia A. Gates、Marie E. Laughlin、Robert J. Resvick、Norton P. Peet

  DOI：10.1016/0968-0896(96)00135-6

  日期：1996.9

  Steroids bearing a heteroaromatic substituent at C-17 were designed as inhibitors of C-17(20) lyase. The thiazoles, furans, and thiophenes appended to the steroid nucleus were positioned on the alpha-face and the beta-face of the steroid, and conjugated with a 16,17-olefin, to test their ability to coordinate the heme iron of the P450 enzyme complex. The position of the heterocycle with respect to the steroid skeleton was determined to be important for optimum affinity and, in general, compounds with the heterocycle attached to a trigonal center at C-17, had the best affinity for C-17(20) lyase. Simple molecular models were used to compare the three types of heterocyclic-substituted steroids. Copyright (C) 1996 Elsevier Science Ltd