(R)-4-[(1R,3aS,3bR,4R,5aS,10aS,10bS,12aR)-4-Hydroxy-8-(3-hydroxy-benzyl)-10a,12a-dimethyl-1,2,3,3a,3b,4,5,5a,6,8,10,10a,10b,11,12,12a-hexadecahydro-7,8-diaza-dicyclopenta[a,h]phenanthren-1-yl]-pentanoic acid | 501119-99-9

• 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: (R)-4-[(1R,3aS,3bR,4R,5aS,10aS,10bS,12aR)-4-Hydroxy-8-(3-hydroxy-benzyl)-10a,12a-dimethyl-1,2,3,3a,3b,4,5,5a,6,8,10,10a,10b,11,12,12a-hexadecahydro-7,8-diaza-dicyclopenta[a,h]phenanthren-1-yl]-pentanoic acid
• CAS: 501119-99-9
• 化学式: C₃₂H₄₄N₂O₄
• 分子量: 520.712
• InChiKey: GDPVRQZCCKOPGT-TYEIJAQESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.68
• 重原子数：
  38.0
• 可旋转键数：
  6.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  95.58
• 氢给体数：
  3.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (R)-4-[(1R,3aS,3bR,4R,5aS,10aS,10bS,12aR)-4-Hydroxy-8-(3-hydroxy-benzyl)-10a,12a-dimethyl-1,2,3,3a,3b,4,5,5a,6,8,10,10a,10b,11,12,12a-hexadecahydro-7,8-diaza-dicyclopenta[a,h]phenanthren-1-yl]-pentanoic acid 在 吡啶 、 trichlorobenzoyl chloride 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 13.0h， 生成
  参考文献：
  名称：

  Synthesis and biological evaluation of novel steroidal pyrazoles as substrates for bile acid transporters

  摘要：

  A series of novel steroidal pyrazoles was synthesized as substrates for bile acid transporters to explore their potential as drug carriers. The selected pyrazole fused bile acids were further conjugated with drugs and drug surrogates. Their in vitro transport activities were evaluated in human ilea] bile acid transporter (hIBAT) and human liver bile acid transporter (hLBAT) expressing Chinese hamster ovary (CHO)-cells and Xenopus laevis oocytes. The results of synthetic efforts and transporter assays studies are described herein. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.10.027
• 作为产物：
  描述：

  甲基7alpha-羟基-3-氧代胆烷酸酯 在 sodium hydroxide 、 乙醇 、 sodium hydride 作用下， 以 四氢呋喃 、 乙醇 、 甲苯 为溶剂， 生成 (R)-4-[(1R,3aS,3bR,4R,5aS,10aS,10bS,12aR)-4-Hydroxy-8-(3-hydroxy-benzyl)-10a,12a-dimethyl-1,2,3,3a,3b,4,5,5a,6,8,10,10a,10b,11,12,12a-hexadecahydro-7,8-diaza-dicyclopenta[a,h]phenanthren-1-yl]-pentanoic acid
  参考文献：
  名称：

  Synthesis and biological evaluation of novel steroidal pyrazoles as substrates for bile acid transporters

  摘要：

  A series of novel steroidal pyrazoles was synthesized as substrates for bile acid transporters to explore their potential as drug carriers. The selected pyrazole fused bile acids were further conjugated with drugs and drug surrogates. Their in vitro transport activities were evaluated in human ilea] bile acid transporter (hIBAT) and human liver bile acid transporter (hLBAT) expressing Chinese hamster ovary (CHO)-cells and Xenopus laevis oocytes. The results of synthetic efforts and transporter assays studies are described herein. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.10.027