(1S,4S,5R,6R,7S,10S)-trihydroxyeudesmane

• 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: (1S,4S,5R,6R,7S,10S)-trihydroxyeudesmane
• 英文别名: (1S,4S,4aR,5R,6S,8aS)-4,8a-dimethyl-6-propan-2-yl-1,2,3,4a,5,6,7,8-octahydronaphthalene-1,4,5-triol
• 化学式: C₁₅H₂₈O₃
• 分子量: 256.386
• InChiKey: SFPWDWLORNWKSK-UJOWSUJOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  60.7
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  苯甲酰氯 、 (1S,4S,5R,6R,7S,10S)-trihydroxyeudesmane 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 5.0h， 以86%的产率得到
  参考文献：
  名称：

  Senedensiscins A–F：千里光（Senecio densiserratus）的六种新的杜仲倍半萜类苷

  摘要：

  六个新的高度氧化eudesmane倍半萜苷，senedensiscins A-F（1 - 6），从地上部分分离千里光densiserratus。在光谱分析和化学方法的基础上建立了具有绝对构型的它们的结构。这些化合物代表了前所未有的倍半萜类糖苷，其中当归酰基直接连接到葡萄糖基部分，并且针对选定的人类细胞系HL-60，SMMC-7721和HeLa评估了它们的细胞毒性。

  DOI：

  10.1016/j.tet.2013.10.047
• 作为产物：
  描述：

  (1S,4S,5R,6R,7S,10S)-1,4,6-trihydroxyeudesmane 6-O-β-D-glucopyranoside 在 hespridinase 、 水 作用下， 反应 336000.0h， 以1.9 mg的产率得到(1S,4S,5R,6R,7S,10S)-trihydroxyeudesmane
  参考文献：
  名称：

  Three New Sesquiterpenoid Glucosides of Ficus pumila Fruit.

  摘要：

  As the glycosyl constituents of Ficus pumila L. fruits (Moraceae), three new sesquiterpenoid glucosides, pumilasides A, B and C were isolated together with benzyl β-D-glucopyranoside, (E)-2-methyl-2-butenyl β-D-glucopyranoside and rutin. Their structures were characterized as (1S, 4S, 5R, 6R, 7S, 10S)-1, 4, 6-trihydroxyeudesmane 6-O-β-D-glucopyranoside, (1S, 4S, 5S, 6R, 7R, 10S)-1, 4-dihydroxymaaliane 1-O-β-D-glucopyranoside and 10α, 11-dihydroxycadin-4-ene 11-O-β-D-glucopyranoside by spectral and chemical methods.

  DOI：

  10.1248/cpb.48.77

文献信息

• Senedensiscins A–F: six new eudesmane sesquiterpenoid glucosides from Senecio densiserratus
  作者：Jian-Jun Chen、Hong-Bo Wei、Yuan-Zhen Xu、Shu-Chen Hu、Kun Gao

  DOI：10.1016/j.tet.2013.10.047

  日期：2013.12

  Six new highly oxygenated eudesmane sesquiterpenoid glucosides, senedensiscins A–F (1–6), were isolated from the aerial parts of Senecio densiserratus. Their structures with the absolute configurations were established on the basis of spectroscopic analyses and chemical methods. These compounds represent an unprecedented type of sesquiterpenoid glucoside with the angeloyl group directly connected to

  六个新的高度氧化eudesmane倍半萜苷，senedensiscins A-F（1 - 6），从地上部分分离千里光densiserratus。在光谱分析和化学方法的基础上建立了具有绝对构型的它们的结构。这些化合物代表了前所未有的倍半萜类糖苷，其中当归酰基直接连接到葡萄糖基部分，并且针对选定的人类细胞系HL-60，SMMC-7721和HeLa评估了它们的细胞毒性。
• Three New Sesquiterpenoid Glucosides of Ficus pumila Fruit.
  作者：Junichi KITAJIMA、Kaoru KIMIZUKA、Yasuko TANAK

  DOI：10.1248/cpb.48.77

  日期：——

  As the glycosyl constituents of Ficus pumila L. fruits (Moraceae), three new sesquiterpenoid glucosides, pumilasides A, B and C were isolated together with benzyl β-D-glucopyranoside, (E)-2-methyl-2-butenyl β-D-glucopyranoside and rutin. Their structures were characterized as (1S, 4S, 5R, 6R, 7S, 10S)-1, 4, 6-trihydroxyeudesmane 6-O-β-D-glucopyranoside, (1S, 4S, 5S, 6R, 7R, 10S)-1, 4-dihydroxymaaliane 1-O-β-D-glucopyranoside and 10α, 11-dihydroxycadin-4-ene 11-O-β-D-glucopyranoside by spectral and chemical methods.