(7S,15S)-2,4,12-trihydroxy-7-(4-hydroxyphenyl)-10-methoxy-15-(4-methoxyphenyl)-7,8,15,16-tetrahydrodibenzo[c,i][1,7]dioxacyclododecine-5,13-dione | 1221233-19-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 大环内酯类和类似物
• 英文名称: (7S,15S)-2,4,12-trihydroxy-7-(4-hydroxyphenyl)-10-methoxy-15-(4-methoxyphenyl)-7,8,15,16-tetrahydrodibenzo[c,i][1,7]dioxacyclododecine-5,13-dione
• 英文别名: tragoponol；(4S,14S)-10,18,20-trihydroxy-4-(4-hydroxyphenyl)-8-methoxy-14-(4-methoxyphenyl)-3,13-dioxatricyclo[14.4.0.06,11]icosa-1(16),6(11),7,9,17,19-hexaene-2,12-dione
• CAS: 1221233-19-7
• 化学式: C₃₂H₂₈O₁₀
• 分子量: 572.568
• InChiKey: VFBBOUIQPCYYQF-NSOVKSMOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  42
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  152
• 氢给体数：
  4
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  (7S,15S)-2,4,12-trihydroxy-7-(4-hydroxyphenyl)-10-methoxy-15-(4-methoxyphenyl)-7,8,15,16-tetrahydrodibenzo[c,i][1,7]dioxacyclododecine-5,13-dione 以 氘代二甲亚砜 为溶剂， 以100%的产率得到(S,E)-2,4-dihydroxy-6-(2-(2-hydroxy-6-(4-hydroxystyryl)-4-methoxybenzoyloxy)-2-(4-methoxyphenyl)ethyl)benzoic acid
  参考文献：
  名称：

  Tragoponol, a dimeric dihydroisocoumarin from Tragopogon porrifolius L.

  摘要：

  A phytochemical re-investigation of Tragopogon porrifolius L. (Asteraceae) yielded (7S,15S)-2,4,12-trihydroxy-7-(4-hydroxyphenyl)-10-methoxy-15-(4-methoxyphenyl)-7,8,15,16-tetrahydrodibenzo[c,i][1,7]dioxacyclododecine-5,13-dione, named tragoponol, a dimeric dihydroisocoumarin. The compound, which represents the first of its kind, is comprised of the open-chained forms of two different mono-methoxylated dihydroisocoumarin moieties, scorzocreticin and hongkongenin, which are connected via two ester bonds to form a macrolide with two lactone moieties featuring a 12-membered ring. The structure of the nearly symmetrical compound was established by HR mass spectrometry, CD measurements, and extensive 1D and 2D NMR experiments. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.01.016