(E)-2-(3,7-dimethylocta-2,6-dienyl)-1,3,5-trimethoxybenzene | 83036-44-6

• 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: (E)-2-(3,7-dimethylocta-2,6-dienyl)-1,3,5-trimethoxybenzene
• 英文别名: 2-[(2E)-3,7-dimethylocta-2,6-dienyl]-1,3,5-trimethoxybenzene
• CAS: 83036-44-6
• 化学式: C₁₉H₂₈O₃
• 分子量: 304.43
• InChiKey: HRSAHNPFORPSQB-XNTDXEJSSA-N

物化性质

• 沸点：
  421.0±45.0 °C(Predicted)
• 密度：
  0.972±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  22
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1,3,5-三甲氧基苯 、 芳樟醇 在 tetrafluoroboric acid 、 diiron nonacarbonyl 、 一氧化碳 、 乙酸酐 作用下， 生成 (E)-2-(3,7-dimethylocta-2,6-dienyl)-1,3,5-trimethoxybenzene
  参考文献：
  名称：

  Iron-mediated aromatic allylation

  摘要：

  DOI：

  10.1016/s0040-4039(00)96742-x

文献信息

• AN EFFICIENT REGIO- AND STEREOSPECIFIC ALKENYLATION OF PHENOLIC ETHERS BY PRENYL AND GERANYL DIISOPROPYL PHOSPHATES
  作者：Shuki Araki、Shin-ichi Manabe、Yasuo Butsugan

  DOI：10.1246/cl.1982.797

  日期：1982.6.5

  Prenyl and geranyl diisopropyl phosphates readily alkenylate a variety of phenolic ethers regio- and stereospecifically without any appreciable side reactions.

  异戊二烯基和香叶基二异丙基磷酸酯很容易使各种酚醚区域和立体特异性地烯基化，而没有任何明显的副反应。
• SYNTHESIS AND NMR STRUCTURE DETERMINATION OF NEW LINEAR GERANYLPHENOLS BY DIRECT GERANYLATION OF ACTIVATED PHENOLS
  作者：LAUTARO TABORGA、ALEJANDRA VERGARA、MARÍA JOSÉ FERNÁNDEZ、MAURICIO OSORIO、MARCELA CARVAJAL、ALEJANDRO MADRID、FRANCISCO MARILAF、HÉCTOR CARRASCO、LUIS ESPINOZA CATALÁN

  DOI：10.4067/s0717-97072013000200033

  日期：——
• Antiproliferative effect and apoptotic activity of linear geranylphenol derivatives from phloroglucinol and orcinol
  作者：Lautaro Taborga、Luis Espinoza、Alejandra Moller、Héctor Carrasco、Mauricio Cuellar、Joan Villena

  DOI：10.1016/j.cbi.2016.01.016

  日期：2016.3

  Sixteen synthetic linear derivatives geranylphenols, were obtained from phloroglucinol and orcinol, and cytotoxic activity was evaluated in vitro against cancer cell lines (HT-29, PC-3, MDA-MB231, DU-145) and one non-tumor cell line, human dermal fibroblast (HDF). IC50 values were determined at concentrations of 0-100 mu M of each compound for 72 h. Compounds 12, 13, 17, 21, 22 and 25, showed cytotoxic activity. To elucidate whether these compounds reduce cell viability by inducing apoptosis, cell lines MCF-7, PC-3 and DHF were treated with each active compound 12, 13, 17, 21, 22 and 25 and were examined after Hoechst 33342 staining. The compounds 12, 13 and 17 induced apoptosis in various cancer cell lines, as shown by nuclear condensation and/or fragmentation. In addition, it was found that compounds 12 and 13, induced changes in mitochondrial membrane permeability in those cancer cell lines. Such induction was associated with the depletion of mitochondrial membrane potential. These activities led to the cleavage of caspases inducing the cell death process. (C) 2016 Elsevier Ireland Ltd. All rights reserved.
• DIETER, JANICE W.;LI, ZHONG;NICHOLAS, KENNETH M., TETRAHEDRON LETT., 28,(1987) N 45, 5415-5418
  作者：DIETER, JANICE W.、LI, ZHONG、NICHOLAS, KENNETH M.

  DOI：——

  日期：——