7-Methoxy-2-(3-methoxy-4-trimethylsilanyloxy-phenyl)-3-trimethylsilanyloxymethyl-5-((E)-3-trimethylsilanyloxy-propenyl)-2,3-dihydro-benzofuran | 99795-03-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 2-芳基苯并呋喃类黄酮
• 英文名称: 7-Methoxy-2-(3-methoxy-4-trimethylsilanyloxy-phenyl)-3-trimethylsilanyloxymethyl-5-((E)-3-trimethylsilanyloxy-propenyl)-2,3-dihydro-benzofuran
• 英文别名: [2-methoxy-4-[7-methoxy-3-(trimethylsilyloxymethyl)-5-[(E)-3-trimethylsilyloxyprop-1-enyl]-2,3-dihydro-1-benzofuran-2-yl]phenoxy]-trimethylsilane
• CAS: 99795-03-6
• 化学式: C₂₉H₄₆O₆Si₃
• 分子量: 574.937
• InChiKey: DOYMJEAGQWLPOA-OUKQBFOZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.85
• 重原子数：
  38
• 可旋转键数：
  12
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  55.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  dehydrodiconiferyl alcohol 生成 7-Methoxy-2-(3-methoxy-4-trimethylsilanyloxy-phenyl)-3-trimethylsilanyloxymethyl-5-((E)-3-trimethylsilanyloxy-propenyl)-2,3-dihydro-benzofuran
  参考文献：
  名称：

  KRAUS, PUPERT;SPITELLER, GERHARD, PHYTOCHEMISTRY, 29,(1990) N, C. 1653-1659

  摘要：

  DOI：

文献信息

• Phenolic compounds from roots of Urtica dioica
  作者：Rupert Kraus、Gerhard Spiteller

  DOI：10.1016/0031-9422(90)80140-c

  日期：1990.1

  Abstract Root extracts from Urtica dioica were separated into several classes of compounds by extraction with organic solvents at different pH values. The phenolic fraction was analysed by GC-MS after trimethylsilylation. This procedure allowed the identification of 18 phenolic compounds as well as the detection of eight lignans. The occurrence of some of these substances in this plant was previously

  摘要 通过用不同pH 值的有机溶剂提取，荨麻根提取物被分离成几类化合物。在三甲基甲硅烷基化后通过 GC-MS 分析酚级分。该程序允许识别 18 种酚类化合物以及检测 8 种木脂素。这些物质中的一些在这种植物中的存在以前是未知的。
• Lignans from the Roots of<i>Urtica dioica</i>and their Metabolites Bind to Human Sex Hormone Binding Globulin (SHBG)
  作者：Matthias Schöttner、Dietmar Ganßer、Gerhard Spiteller

  DOI：10.1055/s-2006-957756

  日期：1997.12

  Polar extracts of the stinging nettle (Urtica dioica L.) roots contain the lignans (+)-neoolivil, (-)-secoisolariciresinol, dehydrodiconiferyl alcohol, isolariciresinol, pinoresinol, and 3,4-divanillyltetrahydrofuran. These compounds were either isolated from Urtica roots, or obtained semisynthetically. Their affinity to human sex hormone binding globulin (SHBG) was tested in an in vitro assay. In addition, the main intestinal transformation products of plant lignans in humans, enterodiol and entero-lactone, together with enterofuran were checked for their activity. All lignans except (-)-pinoresinol developed a binding affinity to SHBG in the in vitro assay. The affinity of (-)-3,4-divanillyltetrahydrofuran was outstandingly high. These findings are discussed with respect to potential beneficial effects of plant lignans on benign prostatic hyperplasia (BPH).

  刺荨麻（Urtica dioica L.）根的极性萃取物中含有木脂素（+）-neoolivil、（-）-secoisolariciresinol、dehydrodiconiferyl alcohol、isariciresinol、pinoresinol 和 3,4-divanillyltetrahydrofuran。这些化合物或从荨麻根中分离出来，或通过半合成方法获得。在体外试验中测试了它们与人类性激素结合球蛋白（SHBG）的亲和力。此外，还检测了植物木酚素在人体肠道中的主要转化产物肠二醇和肠内酯以及肠呋喃的活性。在体外试验中，除 (-)-pinoresinol 外，所有木酚素都与 SHBG 具有结合亲和力。(-)-3,4-divanillyltetrahydrofuran 的亲和力非常高。这些研究结果讨论了植物木酚素对良性前列腺增生症（BPH）的潜在有益作用。