(8S,20S)-des-A,B-20-[(3’-iso-propoxycarbonyl)propyl]pregnan-8-ol | 913977-76-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (8S,20S)-des-A,B-20-[(3’-iso-propoxycarbonyl)propyl]pregnan-8-ol
• 英文别名: (20S)-de-A,B-20-(3-isopropoxycarbonyl)propylpregnan-8β-ol；propan-2-yl (5S)-5-[(1R,3aR,4S,7aR)-4-hydroxy-7a-methyl-1,2,3,3a,4,5,6,7-octahydroinden-1-yl]hexanoate
• CAS: 913977-76-1
• 化学式: C₁₉H₃₄O₃
• 分子量: 310.477
• InChiKey: IKZGYHSRYHXXJB-CNMWIUBYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  22
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.95
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (8S,20S)-des-A,B-20-[(3’-iso-propoxycarbonyl)propyl]pregnan-8-ol 在 lithium aluminium tetrahydride 、 水 、 氯化铵 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 以96%的产率得到(8S,20S)-des-A,B-20-(4-hydroxybutyl)pregnan-8-ol
  参考文献：
  名称：

  WO2006/119309

  摘要：

  公开号：
• 作为产物：
  描述：

  骨化醇杂质DCP 在 吡啶 、 nickel(II) chloride hexahydrate 、 氢氟酸 、 碘 、 三苯基膦 、 锌 作用下， 以 四氢呋喃 、 二氯甲烷 、 乙腈 为溶剂， 反应 68.0h， 生成 (8S,20S)-des-A,B-20-[(3’-iso-propoxycarbonyl)propyl]pregnan-8-ol
  参考文献：
  名称：

  26- and 27-Methyl groups of 2-substituted, 19-nor-1α,25-dihydroxylated vitamin D compounds are essential for calcium mobilization in vivo

  摘要：

  Twelve new analogs of 19-nor-1 alpha,25-dihydroxyvitamin D-3 6-17, were prepared by a multi-step procedure from known alcohols 18 and 19. We have examined the influence of removing two methyl groups located at C-25, as well as the 25-hydroxy group, on the biological in vitro and in vivo biological activity. Surprisingly, removal of the 26- and 27-methyl groups from either the 2 alpha-methyl or 2-methylene-19-nor-1 alpha,25-dihydroxyvitamin D-3 reduced vitamin D receptor binding, HL-60 differentiation, and 25-hydroxylase transcription in vitro only slightly to moderately (compounds 6-13). However, these compounds were devoid of in vivo bone mobilization activity and had markedly reduced activity on intestinal calcium transport. The analogs 14-17 with a 2 beta-methyl substitution had little or no activity in vitro and in vivo as expected from previous work. (C) 2013 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.bioorg.2013.01.001

文献信息

• US8030295B2
  申请人：——

  公开号：US8030295B2

  公开（公告）日：2011-10-04