17β-Hydroxy-2α,3α-cyclopropano-5α-androstan | 17780-46-0

• 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: 17β-Hydroxy-2α,3α-cyclopropano-5α-androstan
• 英文别名: 2α,3α-Methano-5α-androstanol-(17β)；2α,3α-Methano-5α-androstan-17β-ol；17-Hydroxy-2,3-cyclopropanoandrostane；(1S,2S,4R,6S,8S,11R,12S,15S,16S)-2,16-dimethylpentacyclo[9.7.0.02,8.04,6.012,16]octadecan-15-ol
• CAS: 17780-46-0
• 化学式: C₂₀H₃₂O
• 分子量: 288.473
• InChiKey: SDVNQAPIRLBPJV-PEACWCRISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  21
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  17β-Hydroxy-2α,3α-cyclopropano-5α-androstan 在 chromium(VI) oxide 作用下， 生成 2α,3α-Cyclopropan-5α-androstan-17-on
  参考文献：
  名称：

  类固醇受体复合物。基于SP2-混合系统的一些注意事项。

  摘要：

  DOI：

  10.1021/jm00335a001
• 作为产物：
  描述：

  17beta-乙酰氧基-2alpha-溴-5alpha-雄甾烷酮 生成 17β-Hydroxy-2α,3α-cyclopropano-5α-androstan
  参考文献：
  名称：

  Metabolism of 17β-hydroxy-2α,3α-cyclopropano-5α-androstane in the rabbit

  摘要：

  The neutral urinary excretion products of 17beta-hydroxy-2alpha, 3alpha-cyclopropano-5alpha-androstane from the rabbit, dosed orally, were investigated. Column chromatography yielded five crystalline metabolites which were identified by GLC and spectroscopic measurements. Three of these substances were hydroxylated in the 4alpha-position and one in the 6alpha-position with the cyclopropane ring intact. The fifth substance, 17beta-hydroxy-3beta-methyl-5alpha-androstan-2-one, can be derived from initial hydroxylation of the cyclopropane ring at C-2 followed by ring opening. The dosed substance and triol material was shown to be present by GLC and m.s. measurements. GLC determinations show that hydroxylation has occurred at C-4-C-6-C-2.

  DOI：

  10.1016/s0039-128x(76)90064-7