methyl (4aR,10aS)-1,1-dimethyl-5,6-dioxo-7-propan-2-yl-2,3,4,9,10,10a-hexahydrophenanthrene-4a-carboxylate | 905995-25-7

• 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: methyl (4aR,10aS)-1,1-dimethyl-5,6-dioxo-7-propan-2-yl-2,3,4,9,10,10a-hexahydrophenanthrene-4a-carboxylate
• CAS: 905995-25-7
• 化学式: C₂₁H₂₈O₄
• 分子量: 344.451
• InChiKey: SAZFLNDWIYHWQP-YCRPNKLZSA-N

物化性质

• 熔点：
  115-118 °C
• 沸点：
  460.2±45.0 °C(Predicted)
• 密度：
  1.13±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  60.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl (4aR,10aS)-1,1-dimethyl-5,6-dioxo-7-propan-2-yl-2,3,4,9,10,10a-hexahydrophenanthrene-4a-carboxylate 在 2,6-二甲基吡啶 、 叔丁基二甲硅基三氟甲磺酸酯 作用下， 以 二氯甲烷 为溶剂， 反应 15.0h， 以58%的产率得到methyl (4aR,10aS)-5-hydroxy-7-isopropyl-1,1-dimethyl-6-oxo-1,3,4,6,10,10a-hexahydrophenanthrene-4a(2H)-carboxylate
  参考文献：
  名称：

  Cytotoxicity of abietane diterpenoids from Perovskia abrotanoides and of their semisynthetic analogues

  摘要：

  Seven known abietane diterpenoids and 11-O- and 12-O-acetylcarnosic acids were isolated from a methanol extract of Perovskia abrotanoides (Labiatae). Structure and cytotoxic activity relationships (SARs) of the natural and semisynthetic analogues of the presently isolated abietane diterpenoids were studied by using P388 murine leukemia cells. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.03.047
• 作为产物：
  描述：

  鼠尾草酸 在 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 1,4-二氧六环 、 甲醇 、 正己烷 、 苯 为溶剂， 反应 0.92h， 生成 methyl (4aR,10aS)-1,1-dimethyl-5,6-dioxo-7-propan-2-yl-2,3,4,9,10,10a-hexahydrophenanthrene-4a-carboxylate
  参考文献：
  名称：

  Cytotoxicity of abietane diterpenoids from Perovskia abrotanoides and of their semisynthetic analogues

  摘要：

  Seven known abietane diterpenoids and 11-O- and 12-O-acetylcarnosic acids were isolated from a methanol extract of Perovskia abrotanoides (Labiatae). Structure and cytotoxic activity relationships (SARs) of the natural and semisynthetic analogues of the presently isolated abietane diterpenoids were studied by using P388 murine leukemia cells. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.03.047

文献信息

• Cytotoxicity of abietane diterpenoids from Perovskia abrotanoides and of their semisynthetic analogues
  作者：Yutaka Aoyagi、Yoshinao Takahashi、Yudai Satake、Koichi Takeya、Ritsuo Aiyama、Takeshi Matsuzaki、Shusuke Hashimoto、Teruo Kurihara

  DOI：10.1016/j.bmc.2006.03.047

  日期：2006.8

  Seven known abietane diterpenoids and 11-O- and 12-O-acetylcarnosic acids were isolated from a methanol extract of Perovskia abrotanoides (Labiatae). Structure and cytotoxic activity relationships (SARs) of the natural and semisynthetic analogues of the presently isolated abietane diterpenoids were studied by using P388 murine leukemia cells. (c) 2006 Elsevier Ltd. All rights reserved.