地屈孕酮杂质C | 25093-47-4

• 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
• 中文名称: 地屈孕酮杂质C
• 英文名称: 17α-Δ⁶-Progesterone
• 英文别名: (8S,9S,10R,13S,14S,17R)-17-acetyl-10,13-dimethyl-1,2,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-3-one
• CAS: 25093-47-4
• 化学式: C₂₁H₂₈O₂
• 分子量: 312.452
• InChiKey: JGMOKGBVKVMRFX-HXIANDDZSA-N

物化性质

• 沸点：
  462.8±45.0 °C(Predicted)
• 密度：
  1.10±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  23
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

上下游信息

• 上游原料

  中文名称	英文名称	CAS号	化学式	分子量
  黄体酮	Progesterone	57-83-0	C21H30O2	314.468

反应信息

• 作为产物：
  描述：

  黄体酮 在 四氯苯醌 作用下， 以 叔丁醇 为溶剂， 反应 1.0h， 以50%的产率得到6-去氢黄体酮
  参考文献：
  名称：

  Progesterone–adenine hybrids as bivalent inhibitors of P-glycoprotein-mediated multidrug efflux: Design, synthesis, characterization and biological evaluation

  摘要：

  Bivalent ligands were designed on the basis of the described close proximity of the ATP-site and the putative steroid-binding site of P-glycoprotein (ABCB1). The syntheses of 19 progesterone-adenine hybrids are described. Their abilities to inhibit P-glycoprotein-mediated daunorubicin efflux in K562/R7 human leukemic cells overexpressing P-glycoprotein were evaluated versus progesterone. The hybrid with a hexamethylene linker chain showed the best inhibitory potency. The efficiency of these progesterone-adenine hybrids depends on two main factors: (i) the nature of the linker and (ii) its attachment point on the steroid skeleton. (C) 2012 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.steroids.2012.07.010

文献信息

• US4177269A
  申请人：——

  公开号：US4177269A

  公开（公告）日：1979-12-04
• Progesterone–adenine hybrids as bivalent inhibitors of P-glycoprotein-mediated multidrug efflux: Design, synthesis, characterization and biological evaluation
  作者：Waël Zeinyeh、Zahia Mahiout、Sylvie Radix、Thierry Lomberget、Axel Dumoulin、Roland Barret、Catherine Grenot、Luc Rocheblave、Eva-Laure Matera、Charles Dumontet、Nadia Walchshofer

  DOI：10.1016/j.steroids.2012.07.010

  日期：2012.10

  Bivalent ligands were designed on the basis of the described close proximity of the ATP-site and the putative steroid-binding site of P-glycoprotein (ABCB1). The syntheses of 19 progesterone-adenine hybrids are described. Their abilities to inhibit P-glycoprotein-mediated daunorubicin efflux in K562/R7 human leukemic cells overexpressing P-glycoprotein were evaluated versus progesterone. The hybrid with a hexamethylene linker chain showed the best inhibitory potency. The efficiency of these progesterone-adenine hybrids depends on two main factors: (i) the nature of the linker and (ii) its attachment point on the steroid skeleton. (C) 2012 Elsevier Inc. All rights reserved.