17α-cyanomethylestra-1,3,5(10)-triene-2,3,17-triol 2-methyl ether | 75425-29-5

• 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-cyanomethylestra-1,3,5(10)-triene-2,3,17-triol 2-methyl ether
• 英文别名: 2-[(8R,9S,13S,14S,17R)-3,17-dihydroxy-2-methoxy-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-yl]acetonitrile
• CAS: 75425-29-5
• 化学式: C₂₁H₂₇NO₃
• 分子量: 341.45
• InChiKey: YDJTWKCQNRUBIG-ALBMSPKDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  25
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  73.5
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  9,11-3H-17α-cyanomethylestra-1,3,5(10)-triene-3,17-diol 3-methyl ether 生成 地诺孕素EP杂质H 、 17α-hydroxymethylestra-1,3,5(10)-triene-3,17-diol 、 17α-cyanomethylestra-1,3,5(10)-triene-3,16ξ,17-triol 、 17α-cyanomethylestra-1,3,5(10)-triene-2,3,17-triol 2-methyl ether 、 2-methoxy-3,16α,17β-trihydroxy-19-nor-17α-pregna-1,3,5(10)-trien-21-oic acid 21,16-lactone
  参考文献：
  名称：

  Species differences in biotransformation of 17α-cyanomethylestradiol 3-methyl ether

  摘要：

  Following oral administration of 9,11-3H-17 alpha-cyanomethylestra-1,3,5(10)-triene-3,17-diol 3-methyl ether, urinary metabolites were studied in man, baboon, beagle dog, minipig and rat. The metabolite pattern revealed remarkable species differences, especially in quantitative respects. 17 alpha-Cyanomethylestra-1,3,5(10)triene-3,17-diol, 17 alpha-cyanomethylestra-1,3,5(10)-triene-2,3,17-triol 2-methyl ether, 17 alpha-hydroxymethylestra-1,3,5(10)-triene-3,17-diol and 17 alpha-cyanomethylestra-1,3,5(10)-triene-3,16 xi, 17-triol were isolated as principal metabolites. In rat bile, a metabolite was tentatively identified as a gamma-lactone of a 17 alpha-carboxymethyl-16 alpha-hydroxy compound.

  DOI：

  10.1016/0039-128x(80)90013-6

文献信息

• Species differences in biotransformation of 17α-cyanomethylestradiol 3-methyl ether
  作者：G. Hobe、R. Schön、W. Schade

  DOI：10.1016/0039-128x(80)90013-6

  日期：1980.8

  Following oral administration of 9,11-3H-17 alpha-cyanomethylestra-1,3,5(10)-triene-3,17-diol 3-methyl ether, urinary metabolites were studied in man, baboon, beagle dog, minipig and rat. The metabolite pattern revealed remarkable species differences, especially in quantitative respects. 17 alpha-Cyanomethylestra-1,3,5(10)triene-3,17-diol, 17 alpha-cyanomethylestra-1,3,5(10)-triene-2,3,17-triol 2-methyl ether, 17 alpha-hydroxymethylestra-1,3,5(10)-triene-3,17-diol and 17 alpha-cyanomethylestra-1,3,5(10)-triene-3,16 xi, 17-triol were isolated as principal metabolites. In rat bile, a metabolite was tentatively identified as a gamma-lactone of a 17 alpha-carboxymethyl-16 alpha-hydroxy compound.