17α-methyl-5β-androstane-3α,16α,17β-triol | 6679-72-7

• 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: 17α-methyl-5β-androstane-3α,16α,17β-triol
• 英文别名: (3R,5R,8R,9S,10S,13S,14S,16R,17R)-10,13,17-trimethyl-1,2,3,4,5,6,7,8,9,11,12,14,15,16-tetradecahydrocyclopenta[a]phenanthrene-3,16,17-triol
• CAS: 6679-72-7
• 化学式: C₂₀H₃₄O₃
• 分子量: 322.488
• InChiKey: BFCTXQRHIFIDPO-SOWCFKSWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  23
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  60.7
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  Acetic acid (3R,5R,8R,9S,10S,13S,14S,16R,17R)-3-acetoxy-10,13-dimethyl-hexadecahydro-20-oxa-cyclopropa[16,17]cyclopenta[a]phenanthren-17-yl ester 在 高氯酸 作用下， 以 乙醚 、 溶剂黄146 为溶剂， 生成 17α-methyl-5β-androstane-3α,16α,17β-triol
  参考文献：
  名称：

  16-氧化的17α-甲基-5β-雄烷酮。

  摘要：

  DOI：

  10.1021/jm00296a041

文献信息

• Metabolism of 17α-methyltestosterone in the rabbit: C-6 and C-16 hydroxylated metabolites
  作者：John F. Templeton、Chung-Ja Choi Jackson

  DOI：10.1016/s0039-128x(83)90144-7

  日期：1983.7

  17 alpha-Methyltestosterone and the reduced metabolites, 17 alpha-methyl-5 alpha-androstane-3 alpha, 17 beta-diol, 17 alpha-methyl-5 alpha-androstane-3 beta, 17 beta-diol and 17 alpha-methyl-5 beta-androstane-3 alpha, 17 beta-diol, together with three hydroxylated metabolites, 17 alpha-methyl-5 beta-androstane-3 alpha, 16 alpha, 17 beta-triol, 17 alpha-methyl-5 beta-androstane-3 alpha, 16 beta, 17 beta-triol and a new metabolite, 17 alpha-methyl-5 alpha-androstane-3 beta, 6 alpha, 17 beta-triol, were isolated and identified in the urine of rabbits dosed with 17 alpha-methyltestosterone. No hydroxylated 5 alpha-metabolite of 17 alpha-methyltestosterone has been identified previously. No of 17 alpha-methyltestosterone has been identified previously. No evidence for epimerization at the C-17 position was observed.
• Metabolism of 17α-methyl-5β-dihydrotestosterone in the rabbit
  作者：John F. Templeton、Jackson Chung-Ja Choi

  DOI：10.1016/0039-128x(83)90089-2

  日期：1983.4

  17 alpha-Methyl-5 beta-androstane-3 alpha,17 beta-diol together with the hydroxylated metabolites 17 alpha-methyl-5 beta-androstane-1 beta,3 alpha,17 beta-triol, 17 alpha-methyl-5 beta-androstane-3 alpha,12 beta,17 beta-triol, 17 alpha-methyl-5 beta-androstane-3 alpha,16 alpha,17 beta-triol and 17 alpha-methyl-5 beta-androstane-3 alpha,16 beta,17 beta-triol were isolated and identified in the urine of rabbits orally dosed with 17 alpha-methyl-5 beta-dihydrotestosterone. Biotransformations differ from the 5 alpha-series where hydroxylation occurred at C-6 and C-15. In both series, the C-3 equatorial epimer was the major urinary excretion product among the non-hydroxylated metabolites. The 5 beta-compound was more resistant to metabolic hydroxylation than the 5 alpha-compound. No evidence for epimerization at the C-17 position was observed.