13-acetyl-18-norpregn-4-en-3-one | 101554-65-8

• 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: 13-acetyl-18-norpregn-4-en-3-one
• 英文别名: Org OD 62-0；13-acetyl-18-norpreg-4-en-3-one；(8R,9S,10R,13S,14S,17S)-13-acetyl-17-ethyl-10-methyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one
• CAS: 101554-65-8
• 化学式: C₂₂H₃₂O₂
• 分子量: 328.495
• InChiKey: UJTFJABYWGARMY-XTRYRTTGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  在 对甲苯磺酸 作用下， 以 丙酮 为溶剂， 生成 13-acetyl-18-norpregn-4-en-3-one
  参考文献：
  名称：

  Structure and progestational activity of 13-substituted-18-norpregn-4-ene-3,20-diones, a pilot study

  摘要：

  13-Ethyl-18-norpregn-4-ene-3, 20-dione (7) and 13-acetyl-18-norpregn-4-ene-3, 20-dione (4) were synthesized and tested in the s.c. Clauberg assay. The potencies of these compounds (1X and 1/3 X progesterone, respectively) are compared with those reported for 13-vinyl- and 13-cyanomethyl-18-norpregn-4-ene-3, 20-dione. A comparable activity (1/3 X progesterone) was found for 13-acetyl-18-norpregn-4-en-3-one (10) which lacks the 20-carbonyl group.

  DOI：

  10.1016/0039-128x(85)90078-9

文献信息

• Structure and progestational activity of 13-substituted-18-norpregn-4-ene-3,20-diones, a pilot study
  作者：K.H. Schönemann、N.P. van Vliet、F.J. Zeelen

  DOI：10.1016/0039-128x(85)90078-9

  日期：1985.3

  13-Ethyl-18-norpregn-4-ene-3, 20-dione (7) and 13-acetyl-18-norpregn-4-ene-3, 20-dione (4) were synthesized and tested in the s.c. Clauberg assay. The potencies of these compounds (1X and 1/3 X progesterone, respectively) are compared with those reported for 13-vinyl- and 13-cyanomethyl-18-norpregn-4-ene-3, 20-dione. A comparable activity (1/3 X progesterone) was found for 13-acetyl-18-norpregn-4-en-3-one (10) which lacks the 20-carbonyl group.