(4R,6R,10S,11Z,13E)-18-chloro-19,21-dihydroxy-4-methyl-3,7,9-trioxatricyclo[15.4.0.06,10]henicosa-1(17),11,13,18,20-pentaene-2,8,15-trione | 1178897-98-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 大环内酯类和类似物
• 英文名称: (4R,6R,10S,11Z,13E)-18-chloro-19,21-dihydroxy-4-methyl-3,7,9-trioxatricyclo[15.4.0.06,10]henicosa-1(17),11,13,18,20-pentaene-2,8,15-trione
• CAS: 1178897-98-7
• 化学式: C₁₉H₁₇ClO₈
• 分子量: 408.792
• InChiKey: MJORKQDCKOHCTH-HAJNAQHISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  28
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  119
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  氯磺酰异氰酸酯 、 根赤壳菌素 以 二氯甲烷 为溶剂， 反应 6.0h， 以19.5%的产率得到(4R,6R,10S,11Z,13E)-18-chloro-19,21-dihydroxy-4-methyl-3,7,9-trioxatricyclo[15.4.0.06,10]henicosa-1(17),11,13,18,20-pentaene-2,8,15-trione
  参考文献：
  名称：

  Synthesis and structure–activity relationships of radicicol derivatives and WNT-5A expression inhibitory activity

  摘要：

  WNT-5A, a secretory glycoprotein, is related to the proliferation of dermal papilla cells. To develop a hair-growth stimulant, we have been searching for inhibitors of WNT-5A expression. We identified radicicol (1) as an active compound, and synthesized several radicicol derivatives. Among them, 6,7-dihydro-10 alpha-hydroxy radicicol (31) was found to function as a new potent WNT-5A expression inhibitor with relatively low toxicity and excellent stability. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.04.060