[(1S,3aS,7aS)-1-(isoquinolin-7-yl)-7a-methyl-2,3,3a,6,7,7a-hexahydro-1H-inden-5-yl]methanol | 1402752-05-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: [(1S,3aS,7aS)-1-(isoquinolin-7-yl)-7a-methyl-2,3,3a,6,7,7a-hexahydro-1H-inden-5-yl]methanol
• CAS: 1402752-05-9
• 化学式: C₂₀H₂₃NO
• 分子量: 293.409
• InChiKey: HHWPIDGSULSXMA-ZCNNSNEGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.45
• 重原子数：
  22.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  33.12
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  [(1S,3aS,7aS)-1-(isoquinolin-7-yl)-7a-methyl-2,3,3a,6,7,7a-hexahydro-1H-inden-5-yl]methanol 在 碳酸氢钠 、 戴斯-马丁氧化剂 、 乙二胺 作用下， 以 二氯甲烷 、 乙酸乙酯 为溶剂， 反应 20.5h， 生成 (3S,3aR,11aS,11bR)-3-(isoquinolin-7-yl)-3a-methyl-1,3,3a,4,5,8,9,10,11a,11b-decahydrocyclopenta[c]xanthen-7(2H)-one
  参考文献：
  名称：

  Creation of Readily Accessible and Orally Active Analogue of Cortistatin A

  摘要：

  Syntheses of structurally simplified analogues of cortistatin A (1), a novel antiangiogenic steroidal alkaloid from Indonesian marine sponge, and their biological activities were investigated. The analogues were designed by considering the 3-D structure of 1. Compound 30, in which the isoquinoline moiety was appended to the planar tetracyclic core structure, showed potent antiproliferative activity against human umbilical vein endothelial cells (HUVECs) together with high selectivity and also showed in vivo antiangiogenic activity and significant antitumor effect by oral administration.

  DOI：

  10.1021/ml300143d
• 作为产物：
  描述：

  (1R,3aS,7aS)-1-(isoquinolin-7-yl)-7a-methyl-2,3,3a,7a-tetrahydro-1H-inden-5-yl trifluoromethanesulfonate 在 四(三苯基膦)钯 、 potassium diazodicarboxylate 、 L-Selectride 、 溶剂黄146 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 6.5h， 生成 [(1S,3aS,7aS)-1-(isoquinolin-7-yl)-7a-methyl-2,3,3a,6,7,7a-hexahydro-1H-inden-5-yl]methanol
  参考文献：
  名称：

  Creation of Readily Accessible and Orally Active Analogue of Cortistatin A

  摘要：

  Syntheses of structurally simplified analogues of cortistatin A (1), a novel antiangiogenic steroidal alkaloid from Indonesian marine sponge, and their biological activities were investigated. The analogues were designed by considering the 3-D structure of 1. Compound 30, in which the isoquinoline moiety was appended to the planar tetracyclic core structure, showed potent antiproliferative activity against human umbilical vein endothelial cells (HUVECs) together with high selectivity and also showed in vivo antiangiogenic activity and significant antitumor effect by oral administration.

  DOI：

  10.1021/ml300143d