(Z)-7-{(1R,2R,3R)-2-[(E)-(S)-4-(1-Butyl-cyclobutyl)-4-hydroxy-but-1-enyl]-3-hydroxy-5-oxo-cyclopentyl}-hept-5-enoic acid methyl ester | 212309-97-2

• 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: (Z)-7-{(1R,2R,3R)-2-[(E)-(S)-4-(1-Butyl-cyclobutyl)-4-hydroxy-but-1-enyl]-3-hydroxy-5-oxo-cyclopentyl}-hept-5-enoic acid methyl ester
• CAS: 212309-97-2
• 化学式: C₂₅H₄₀O₅
• 分子量: 420.59
• InChiKey: VELQKHIUWBLFBK-RFQPUULFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.51
• 重原子数：
  30.0
• 可旋转键数：
  13.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.76
• 拓扑面积：
  83.83
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (Z)-7-{(1R,2R,3R)-2-[(E)-(S)-4-(1-Butyl-cyclobutyl)-4-hydroxy-but-1-enyl]-3-hydroxy-5-oxo-cyclopentyl}-hept-5-enoic acid methyl ester 在 porcine liver esterase 、 ammonium sulfate 作用下， 以 phosphate buffer 、 乙醇 为溶剂， 反应 6.0h， 生成 (Z)-7-{(1R,2R,3R)-2-[(E)-(S)-4-(1-Butyl-cyclobutyl)-4-hydroxy-but-1-enyl]-3-hydroxy-5-oxo-cyclopentyl}-hept-5-enoic acid
  参考文献：
  名称：

  Development of a highly selective EP2-receptor agonist. Part 1: identification of 16-hydroxy-17,17-trimethylene PGE2 derivatives

  摘要：

  Design and synthesis of an EP2-receptor selective agonist began with the chemical modification of alpha- and omega-chains of butaprost 1a, which exhibits an affinity for the IP-receptor. Two series of prostaglandin (PG) analogues with a 16-hydroxy-17,17-trimethylene moiety as an omega-chain were identified. Among those tested, 4a,b,e,f,h and 6a,b,e,f,h were found to be highly selective EP2-receptor agonists. Structure activity relationships are discussed. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(01)00369-8
• 作为产物：
  描述：

  (1-butylcyclobutyl)methanol 在 2,6-二甲基吡啶 、 草酰氯 、 偶氮二异丁腈 、 氢氟酸 、 叔丁基锂 、 三正丁基氢锡 、 magnesium 、 二甲基亚砜 、 lithium,azanidylidenemethylidenecopper,2H-thiophen-2-ide 、 三乙胺 、 mercury dichloride 作用下， 以 四氢呋喃 、 乙醚 、 二氯甲烷 、 乙腈 、 正戊烷 为溶剂， 反应 7.51h， 生成 (Z)-7-{(1R,2R,3R)-2-[(E)-(S)-4-(1-Butyl-cyclobutyl)-4-hydroxy-but-1-enyl]-3-hydroxy-5-oxo-cyclopentyl}-hept-5-enoic acid methyl ester
  参考文献：
  名称：

  Development of a highly selective EP2-receptor agonist. Part 1: identification of 16-hydroxy-17,17-trimethylene PGE2 derivatives

  摘要：

  Design and synthesis of an EP2-receptor selective agonist began with the chemical modification of alpha- and omega-chains of butaprost 1a, which exhibits an affinity for the IP-receptor. Two series of prostaglandin (PG) analogues with a 16-hydroxy-17,17-trimethylene moiety as an omega-chain were identified. Among those tested, 4a,b,e,f,h and 6a,b,e,f,h were found to be highly selective EP2-receptor agonists. Structure activity relationships are discussed. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(01)00369-8