3-((3R,5aS,6R,8aS,9R,10R,12R,12aR)-3,6,9-trimethyldecahydro-12H-3,12-epoxy[1,2]dioxepino[4,3-i]isochromen-10-yl)propane-1,2-diol | 497212-62-1

• 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: 3-((3R,5aS,6R,8aS,9R,10R,12R,12aR)-3,6,9-trimethyldecahydro-12H-3,12-epoxy[1,2]dioxepino[4,3-i]isochromen-10-yl)propane-1,2-diol
• CAS: 497212-62-1
• 化学式: C₁₈H₃₀O₆
• 分子量: 342.433
• InChiKey: KBMNNOHZUYDQJH-XQHQXFBASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.98
• 重原子数：
  24.0
• 可旋转键数：
  3.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  77.38
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  3-((3R,5aS,6R,8aS,9R,10R,12R,12aR)-3,6,9-trimethyldecahydro-12H-3,12-epoxy[1,2]dioxepino[4,3-i]isochromen-10-yl)propane-1,2-diol 在 sodium tetrahydroborate 、 sodium periodate 作用下， 以 甲醇 为溶剂， 反应 2.5h， 生成 10β-(2-hydroxyethyl)deoxoartemisinin
  参考文献：
  名称：

  Synthesis of novel 10-deoxoartemisinins

  摘要：

  The synthesis of novel 10-deoxoartemisinin derivatives containing heterocyclic rings and hydrophilic groups, and their antimalarial activity assessment are described. Most of the synthesized derivatives are more potent than artemisinin, especially, some of them are 20-25 times more potent than artemisinin to two chloroquine-resistant and sensitive clones of P. falciparum. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.03.050
• 作为产物：
  描述：

  dihydroartemisinin 10α-benzoate 在 间氯过氧苯甲酸 、 三氟乙酸 、 zinc(II) chloride 作用下， 以 二氯甲烷 、 1,2-二氯乙烷 为溶剂， 反应 27.0h， 生成 3-((3R,5aS,6R,8aS,9R,10R,12R,12aR)-3,6,9-trimethyldecahydro-12H-3,12-epoxy[1,2]dioxepino[4,3-i]isochromen-10-yl)propane-1,2-diol
  参考文献：
  名称：

  Synthesis of novel 10-deoxoartemisinins

  摘要：

  The synthesis of novel 10-deoxoartemisinin derivatives containing heterocyclic rings and hydrophilic groups, and their antimalarial activity assessment are described. Most of the synthesized derivatives are more potent than artemisinin, especially, some of them are 20-25 times more potent than artemisinin to two chloroquine-resistant and sensitive clones of P. falciparum. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.03.050