4-Isopropyl-7-methoxy-1,6-dimethyl-1,2-dihydronaphthalene-1,2-diol | 56051-01-5

• 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: 4-Isopropyl-7-methoxy-1,6-dimethyl-1,2-dihydronaphthalene-1,2-diol
• 英文别名: 7-methoxy-1,6-dimethyl-4-propan-2-yl-2H-naphthalene-1,2-diol
• CAS: 56051-01-5
• 化学式: C₁₆H₂₂O₃
• 分子量: 262.349
• InChiKey: FWTBVJPUVTUZIQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  49.7
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-Isopropyl-7-methoxy-1,6-dimethyl-1,2-dihydronaphthalene-1,2-diol 在 四氧化锇 、 sodium dithionite 、 N-甲基吗啉氧化物 作用下， 以 水 、 丙酮 为溶剂， 反应 48.0h， 生成
  参考文献：
  名称：

  Isolation and synthesis of two antiproliferative calamenene-type sesquiterpenoids from Sterculia tavia from the Madagascar Rain Forest

  摘要：

  Investigation of the endemic Madagascan plant Sterculia taiva Baill. (Malvaceae) for antiproliferative activity against the A2780 ovarian cancer cell line led to the isolation of two new bioactive calamenene-type sesquiterpenoids, named tavinin A (2) and epi-tavinin A (3) together with the known sesquiterpenoid mansonone G (1). The structures of the two new compounds were elucidated based on analysis of their 1D and 2D NMR spectra and mass spectrometric data, and were confirmed by de novo synthesis. The three isolated sesquiterpenoids (1-3) had modest antiproliferative activities against the A2780 ovarian cancer cell line, with IC50 values of 10.2, 5.5 and 6.7 mu M, respectively. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.10.012
• 作为产物：
  描述：

  l-羟基-4-异丙基-7-甲氧基-1,6-二甲基-2-萘酮 在 sodium tetrahydroborate 作用下， 生成 4-Isopropyl-7-methoxy-1,6-dimethyl-1,2-dihydronaphthalene-1,2-diol
  参考文献：
  名称：

  Isolation and structure of 1-hydroxy-7-methoxy-4-isopropyl-1,6-dimethyl-2(1H)-naphthalenone from cotton

  摘要：

  DOI：

  10.1021/jo00908a024

文献信息

• Isolation and synthesis of two antiproliferative calamenene-type sesquiterpenoids from Sterculia tavia from the Madagascar Rain Forest
  作者：Yumin Dai、Liva Harinantenaina、Peggy J. Brodie、Martin W. Callmander、Sennen Randrianasolo、Etienne Rakotobe、Vincent E. Rasamison、David G.I. Kingston

  DOI：10.1016/j.bmc.2012.10.012

  日期：2012.12

  Investigation of the endemic Madagascan plant Sterculia taiva Baill. (Malvaceae) for antiproliferative activity against the A2780 ovarian cancer cell line led to the isolation of two new bioactive calamenene-type sesquiterpenoids, named tavinin A (2) and epi-tavinin A (3) together with the known sesquiterpenoid mansonone G (1). The structures of the two new compounds were elucidated based on analysis of their 1D and 2D NMR spectra and mass spectrometric data, and were confirmed by de novo synthesis. The three isolated sesquiterpenoids (1-3) had modest antiproliferative activities against the A2780 ovarian cancer cell line, with IC50 values of 10.2, 5.5 and 6.7 mu M, respectively. (C) 2012 Elsevier Ltd. All rights reserved.
• Isolation and structure of 1-hydroxy-7-methoxy-4-isopropyl-1,6-dimethyl-2(1H)-naphthalenone from cotton
  作者：Peter W. Jeffs、David G. Lynn

  DOI：10.1021/jo00908a024

  日期：1975.10