(4R)-4-[(1S,2S,5S,7R,9R,10R,11S,14R,15R,16S)-9,16-dihydroxy-5-[2-(4-{4-[(10S,11S,14S,15S,17R)-14-hydroxy-15-methyl-5-oxo-14-(prop-1-yn-1-yl)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-1,6-dien-17-yl]phenyl}phenoxy)ethoxy]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanoic acid | 918823-89-9

• 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: (4R)-4-[(1S,2S,5S,7R,9R,10R,11S,14R,15R,16S)-9,16-dihydroxy-5-[2-(4-{4-[(10S,11S,14S,15S,17R)-14-hydroxy-15-methyl-5-oxo-14-(prop-1-yn-1-yl)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-1,6-dien-17-yl]phenyl}phenoxy)ethoxy]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanoic acid
• 英文别名: (4R)-4-[(3S,5R,7R,8R,9S,10S,12S,13R,14S,17R)-7,12-dihydroxy-3-[2-[4-[4-[(8S,11R,13S,14S,17S)-17-hydroxy-13-methyl-3-oxo-17-prop-1-ynyl-1,2,6,7,8,11,12,14,15,16-decahydrocyclopenta[a]phenanthren-11-yl]phenyl]phenoxy]ethoxy]-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoic acid
• CAS: 918823-89-9
• 化学式: C₅₉H₇₆O₈
• 分子量: 913.248
• InChiKey: PKNHZTQJOQQKDG-HOMQBUEISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.1
• 重原子数：
  67
• 可旋转键数：
  12
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.66
• 拓扑面积：
  134
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  在 lithium hydroxide 作用下， 以 四氢呋喃 为溶剂， 生成 (4R)-4-[(1S,2S,5S,7R,9R,10R,11S,14R,15R,16S)-9,16-dihydroxy-5-[2-(4-{4-[(10S,11S,14S,15S,17R)-14-hydroxy-15-methyl-5-oxo-14-(prop-1-yn-1-yl)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-1,6-dien-17-yl]phenyl}phenoxy)ethoxy]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanoic acid
  参考文献：
  名称：

  Synthesis and activity of novel bile-acid conjugated glucocorticoid receptor antagonists

  摘要：

  A series of potent steroidal glucocorticoid receptor antagonists has been discovered. After conjugation to cholic acid, the compounds retained an affinity for GR in vitro and had modest in vivo efficacy.

  DOI：

  10.1016/j.bmcl.2006.08.133

文献信息

• Synthesis and activity of novel bile-acid conjugated glucocorticoid receptor antagonists
  作者：Steven J. Richards、Thomas W. von Geldern、Peer Jacobson、Denise Wilcox、Phong Nguyen、Lars Öhman、Marie Österlund、Birgitta Gelius、Marlena Grynfarb、Annika Goos-Nilsson、Jiahong Wang、Steven Fung、Masha Kalmanovich

  DOI：10.1016/j.bmcl.2006.08.133

  日期：2006.12

  A series of potent steroidal glucocorticoid receptor antagonists has been discovered. After conjugation to cholic acid, the compounds retained an affinity for GR in vitro and had modest in vivo efficacy.