radicicol diacetate | 1178897-96-5

• 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: radicicol diacetate
• 英文别名: Monorden diacetate；[(4R,6R,8R,9Z,11E)-17-acetyloxy-16-chloro-4-methyl-2,13-dioxo-3,7-dioxatricyclo[13.4.0.06,8]nonadeca-1(15),9,11,16,18-pentaen-19-yl] acetate
• CAS: 1178897-96-5
• 化学式: C₂₂H₂₁ClO₈
• 分子量: 448.857
• InChiKey: IKKGJIXZKBEWBG-XGZXWFFSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  31
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  109
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  乙酸酐 、 根赤壳菌素 在 吡啶 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 6.5h， 以98.4%的产率得到radicicol diacetate
  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

文献信息

• Synthesis and structure–activity relationships of radicicol derivatives and WNT-5A expression inhibitory activity
  作者：Hideki Shinonaga、Toshiya Noguchi、Akiko Ikeda、Mari Aoki、Natsuko Fujimoto、Akira Kawashima

  DOI：10.1016/j.bmc.2009.04.060

  日期：2009.7

  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.