1β,13-dimethoxy-10α-hydroxyeremophil-7(11)-en-12,8β-olide | 1210527-27-7

• 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: 1β,13-dimethoxy-10α-hydroxyeremophil-7(11)-en-12,8β-olide
• 英文别名: 1beta,13-Dimethoxy-10alpha-hydroxyeremophil-7(11)-en-12,8beta-olide；(4aR,5S,8R,8aR,9aR)-8a-hydroxy-8-methoxy-3-(methoxymethyl)-4a,5-dimethyl-5,6,7,8,9,9a-hexahydro-4H-benzo[f][1]benzofuran-2-one
• CAS: 1210527-27-7
• 化学式: C₁₇H₂₆O₅
• 分子量: 310.39
• InChiKey: VWYVYIKMLITSOS-OHGMZSHCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  65
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  甲醇 、 7α,10α-dihydroxy-1β-methoxyeremophil-11(13)-en-12,8β-olide 在 硫酸 作用下， 反应 16.0h， 生成 1β,13-dimethoxy-10α-hydroxyeremophil-7(11)-en-12,8β-olide
  参考文献：
  名称：

  Eremophilane-Type Sesquiterpenes from the Fungus Xylaria sp. BCC 21097

  摘要：

  Seven new eremophilane-type sesquiterpenoids (1-5, 7, and 8) and the known mairetolide F (6) were isolated from the endophytic Xylaria sp. BCC 21097. A new furofurandione (9) was also isolated from the fungal extract. The structures of the new compounds were elucidated by analyses of NMR spectroscopic and mass spectrometry data in combination with chemical reaction studies. Eremophilanolides possessing an alpha-methylene-gamma-lactone (1-3) exhibited moderate cytotoxic activities, while related analogues bearing an endo double bond (6 and 7) were inactive.

  DOI：

  10.1021/np100030x

文献信息

• Eremophilane-Type Sesquiterpenes from the Fungus <i>Xylaria</i> sp. BCC 21097
  作者：Masahiko Isaka、Panida Chinthanom、Tanapong Boonruangprapa、Nattawut Rungjindamai、Umpava Pinruan

  DOI：10.1021/np100030x

  日期：2010.4.23

  Seven new eremophilane-type sesquiterpenoids (1-5, 7, and 8) and the known mairetolide F (6) were isolated from the endophytic Xylaria sp. BCC 21097. A new furofurandione (9) was also isolated from the fungal extract. The structures of the new compounds were elucidated by analyses of NMR spectroscopic and mass spectrometry data in combination with chemical reaction studies. Eremophilanolides possessing an alpha-methylene-gamma-lactone (1-3) exhibited moderate cytotoxic activities, while related analogues bearing an endo double bond (6 and 7) were inactive.