1,5-dimethoxy-3-methyl-2-((2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl)benzene | 64432-05-9

• 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: 1,5-dimethoxy-3-methyl-2-((2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl)benzene
• 英文别名: 1,5-dimethoxy-3-methyl-2-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienyl]benzene
• CAS: 64432-05-9
• 化学式: C₂₄H₃₆O₂
• 分子量: 356.549
• InChiKey: CDVBDSFNLFHWSH-LCAIAVFMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.9
• 重原子数：
  26
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  盖多孔菌提取物 生成 1,5-dimethoxy-3-methyl-2-((2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl)benzene
  参考文献：
  名称：

  Phenolic meroterpenoids from the basidiomycete Albatrellus ovinus

  摘要：

  DOI：

  10.1016/s0031-9422(00)88793-2

文献信息

• Synthesis of natural product-like polyprenylated phenols and quinones: Evaluation of their neuroprotective activities
  作者：Hitoshi Kamauchi、Takumi Oda、Kanayo Horiuchi、Koichi Takao、Yoshiaki Sugita

  DOI：10.1016/j.bmc.2019.115156

  日期：2020.1

  natural product-like polyprenylated phenols and quinones were synthesized and their neuroprotective activity was tested using human monoamine oxidase B (MAO-B) and SH-SY5Y cells. Eight compounds inhibited MAO-B (IC50 values < 25 μM) and the inhibition mode and molecular docking of two (8c and 16c) were investigated. Compounds inhibiting MAO-B activity were additionally tested for their ability to protect

  合成了27种天然产物状的聚异戊二烯基酚和醌，并使用人单胺氧化酶B（MAO-B）和SH-SY5Y细胞测试了它们的神经保护活性。八种化合物抑制了MAO-B（IC50值<25μM），并研究了两种化合物（8c和16c）的抑制模式和分子对接。还测试了抑制MAO-B活性的化合物保护SH-SY5Y细胞免于过氧化物损伤的能力。三种衍生物（3c，8c和16c）同时具有MAO-B抑制和神经保护作用。结构活性关系研究表明，酚羟基和较长的侧链对于这两种活性都很重要。
• The affinity to the brain dopamine D1 receptor in vitro of triprenyl phenols isolated from the fruit bodies of Albatrellus ovinus
  作者：K Dekermendjian、R Shan、M Nielsen、M Stadler、O Sterner、M.R. Witt

  DOI：10.1016/s0223-5234(97)89088-5

  日期：1997.1

  Six triprenyl phenols that inhibit the in vitro binding of H-3-SCH 23390 to the dopamine D-1 receptor subfamily in rat striatal brain membranes were isolated from extracts of the edible mushroom Albatrellus ovinus. The compounds, of which scutigeral 1a, ilicicolin B 3, neogrifolin 5a and grifolin 6 are known while ovinal 2 and ovinol 4a are new, were isolated by chromatography and their structures were determined by spectroscopic techniques The IC50 values of the most potent compound, scutigeral 2a, is 2.6 mu M and it was shown that it decreases the binding affinity of H-3-SCH 23390 in a competitive manner. Compounds 1-5 showed no inhibition on the binding of H-3-spiperone to the dopamine D-2 receptor subfamily, indicating that these compounds interact selectively with the dopamine D-1 receptor subfamily.