{(R)-4-[(1R,3aS,3bR,4R,5aS,10aS,10bS,12S,12aR)-4,12-Dihydroxy-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]-pentanoylamino}-acetic acid tert-butyl ester | 501120-06-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: {(R)-4-[(1R,3aS,3bR,4R,5aS,10aS,10bS,12S,12aR)-4,12-Dihydroxy-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]-pentanoylamino}-acetic acid tert-butyl ester
• CAS: 501120-06-5
• 化学式: C₃₈H₅₅N₃O₆
• 分子量: 649.871
• InChiKey: SVWIJDFHBDLSNV-VLBHCIPWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.03
• 重原子数：
  47.0
• 可旋转键数：
  8.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  133.91
• 氢给体数：
  4.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  {(R)-4-[(1R,3aS,3bR,4R,5aS,10aS,10bS,12S,12aR)-4,12-Dihydroxy-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]-pentanoylamino}-acetic acid tert-butyl ester 在 盐酸 作用下， 以 1,4-二氧六环 为溶剂， 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：

  (R)-4-{(5R,7R,8R,9S,10S,12S,13R,14S,17R)-7,12-Dihydroxy-2-[1-hydroxy-meth-(E)-ylidene]-10,13-dimethyl-3-oxo-hexadecahydro-cyclopenta[a]phenanthren-17-yl}-pentanoic acid methyl ester 在 sodium hydroxide 、 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 四氢呋喃 、 乙醇 、 二氯甲烷 为溶剂， 生成 {(R)-4-[(1R,3aS,3bR,4R,5aS,10aS,10bS,12S,12aR)-4,12-Dihydroxy-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]-pentanoylamino}-acetic acid tert-butyl ester
  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