(E)-2-(3-oxo-tirucall-1,8,24-trien-21-((benzyloxy)carbonyl)-2(1H)-ethylidene)-carboxylic acid

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (E)-2-(3-oxo-tirucall-1,8,24-trien-21-((benzyloxy)carbonyl)-2(1H)-ethylidene)-carboxylic acid
• 英文别名: (2E)-2-[(5R,10S,13S,14S,17S)-4,4,10,13,14-pentamethyl-17-[(2S)-6-methyl-1-oxo-1-phenylmethoxyhept-5-en-2-yl]-3-oxo-5,6,7,11,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-2-ylidene]acetic acid
• 化学式: C₃₉H₅₂O₅
• 分子量: 600.839
• InChiKey: ZDIDYUCZHCFVOB-VGUPQTSQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.7
• 重原子数：
  44
• 可旋转键数：
  9
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  80.7
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (E)-2-(3-oxo-tirucall-1,8,24-trien-21-((benzyloxy)carbonyl)-2(1H)-ethylidene)-carboxylic acid 在 草酰氯 作用下， 以 二氯甲烷 为溶剂， 反应 0.67h， 生成 N-((E)-2-(3-oxo-tirucall-1,8,24-trien-21-((benzyloxy)carbonyl)-2(1H)-ethylidene)-carbonyl)-piperazine
  参考文献：
  名称：

  Synthesis of the novel elemonic acid derivatives as Pin1 inhibitors

  摘要：

  A novel series of elemonic acid derivatives were synthesized and evaluated for their inhibitory activity on Pin1. Five compounds displayed significantly improved ability to inhibit Pin1 activity at micromolar levels. Compound 10 with 2-carboxylmethylene was the most active one with an IC50 value of 0.57 mu M. The docking models of Pin1 support that introduction of an acidic group to elemonic acid enhance the Pin1 inhibitory activity. (C) 2014 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2014.10.087
• 作为产物：
  描述：

  BETA-岚香酮酸 在 potassium carbonate 、 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 11.0h， 生成 (E)-2-(3-oxo-tirucall-1,8,24-trien-21-((benzyloxy)carbonyl)-2(1H)-ethylidene)-carboxylic acid
  参考文献：
  名称：

  Synthesis of the novel elemonic acid derivatives as Pin1 inhibitors

  摘要：

  A novel series of elemonic acid derivatives were synthesized and evaluated for their inhibitory activity on Pin1. Five compounds displayed significantly improved ability to inhibit Pin1 activity at micromolar levels. Compound 10 with 2-carboxylmethylene was the most active one with an IC50 value of 0.57 mu M. The docking models of Pin1 support that introduction of an acidic group to elemonic acid enhance the Pin1 inhibitory activity. (C) 2014 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2014.10.087

文献信息

• Synthesis of the novel elemonic acid derivatives as Pin1 inhibitors
  作者：Xiaojing Li、Lei Li、Qingtong Zhou、Na Zhang、Shuzhi Zhang、Rui Zhao、Dan Liu、Yongkui Jing、Linxiang Zhao

  DOI：10.1016/j.bmcl.2014.10.087

  日期：2014.12

  A novel series of elemonic acid derivatives were synthesized and evaluated for their inhibitory activity on Pin1. Five compounds displayed significantly improved ability to inhibit Pin1 activity at micromolar levels. Compound 10 with 2-carboxylmethylene was the most active one with an IC50 value of 0.57 mu M. The docking models of Pin1 support that introduction of an acidic group to elemonic acid enhance the Pin1 inhibitory activity. (C) 2014 Published by Elsevier Ltd.