methyl (E)-(S)-2,6-dimethyl-8-hydroxyoct-2-enoate | 87442-14-6

• 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: methyl (E)-(S)-2,6-dimethyl-8-hydroxyoct-2-enoate
• 英文别名: Methyl (E,S)-8-hydroxy-2,6-dimethyloct-2-enoate；methyl (E,6S)-8-hydroxy-2,6-dimethyloct-2-enoate
• CAS: 87442-14-6
• 化学式: C₁₁H₂₀O₃
• 分子量: 200.278
• InChiKey: MOBABZAVADBVLY-CMWXKVOJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  14
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  methyl (E)-(S)-2,6-dimethyl-8-hydroxyoct-2-enoate 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 反应 0.75h， 以17 mg的产率得到(2E,6S)-8-benzoyloxy-2,6-dimethyl-2-octenoic acid
  参考文献：
  名称：

  来自紫薇的苦味单萜二糖苷

  摘要：

  摘要 除了几种已知的化合物外，还从紫堇属植物叶的甲醇提取物中分离出了一种新的苦味单萜二糖苷，紫杉内酯。通过光谱和化学方法阐明了结构。

  DOI：

  10.1016/s0031-9422(00)80101-6
• 作为产物：
  描述：

  (-)-(S)-(E)-2,6-dimethyl-8-hydroxyoct-2-enal 在 sodium hydroxide 、 silver nitrate 作用下， 生成 methyl (E)-(S)-2,6-dimethyl-8-hydroxyoct-2-enoate
  参考文献：
  名称：

  Acylated Iridoid Glycosides from Buddleja japonica HEMSL.

  摘要：

  从日本紫苑（Buddleja japonica HEMSL.）中分离出了十六种新的酰基化马兜铃苷，称为buddlejosides A1-A16，同时还分离出了四种已知的马兜铃苷；它们分别是6-香草酰-ajugol、6-阿魏酰-ajugol、verbascoside A和6-O-[α-L-(4-O-阿魏酰)-rhamnopyranosyl]-catalpol。这些新化合物的结构是基于化学和光谱证据确定的。Buddlejosides A1是与单萜酸酰化的ajugol衍生物，A2是sinusol，A3-A16是与肉桂酸衍生物和醋酸酰化的6-鼠李糖基-catalpol衍生物。

  DOI：

  10.1248/cpb.39.2944

文献信息

• Monoterpene indole alkaloids and monoterpene diglycosides from the roots of Triosteum pinnatifidum
  作者：Xiong Huang、Ying Li、Yanfang Su、Xin Chai、Shilun Yan

  DOI：10.1016/j.phytol.2013.09.006

  日期：2014.2

  monoterpene indole alkaloids (vincosamide-6′-O-β-d-glucopyranoside (1), vincosamide (2), strictosamide (3), strictosidine (4), and 5(S)-5-carboxystrictosidine (5)), and two monoterpene diglycosides (urceolide (6) and 4(S)-4-hydroxyurceolide (7)) were isolated from the roots of Triosteum pinnatifidum. Their structures were elucidated using various spectroscopic methods, acid hydrolysis and X-ray crystallographic

  五种单萜吲哚生物碱（vincosamide-6'- O - β- d-吡喃葡萄糖苷（1），vincosamide（2），strictosamide（3），strictosidine（4）和5（S）-5-羧基缩窄核苷（5），和两个单萜二糖苷（urceolide（6）和4（S）-4- hydroxyurceolide（7））从三角松（Triosteum pinnatifidum）的根中分离出来。使用各种光谱方法，酸水解和X射线晶体学分析阐明了它们的结构。化合物1和7是新化合物，而13首次报道了化合物6的13 C NMR光谱数据。
• Brown, Richard T.; Mayalarp, Stephen P.; Watts, Joanne, Journal of the Chemical Society. Perkin transactions I, 1997, # 11, p. 1633 - 1637
  作者：Brown, Richard T.、Mayalarp, Stephen P.、Watts, Joanne

  DOI：——

  日期：——
• Brown, Richard T.; Dauda, Bukar E. N.; Kandasamy, Mythily, Journal of the Chemical Society. Perkin transactions I, 1991, # 6, p. 1539 - 1542
  作者：Brown, Richard T.、Dauda, Bukar E. N.、Kandasamy, Mythily、Santos, Cid A. M.

  DOI：——

  日期：——
• Acylated Iridoid Glycosides from Buddleja japonica HEMSL.
  作者：Toshio MIYASE、Chiko AKAHORI、Hiromi KOHSAKA、Akira UENO

  DOI：10.1248/cpb.39.2944

  日期：——

  Sixteen new acylated iridoid glycosides, called buddlejosides A1-A16, were isolated from Buddleja japonica HEMSL., together with four known iridoid glycosides; 6-vanilloyl-ajugol, 6-feruloyl-ajugol, verbascoside A, and 6-O-[α-L-(4-O-feruloyl)-rhamnopyranosyl]-catalpol. Structures of the new compounds were determined on the basis of chemical and spectroscopic evidence. Buddlejosides A1 was an ajugol derivative acylated with monoterpenic acid, A2 was an sinuatol and A3-A16 were 6-rhamnopyranosyl-catalpol derivatives acylated with cinnamic acid derivative and acetic acid.

  从日本紫苑（Buddleja japonica HEMSL.）中分离出了十六种新的酰基化马兜铃苷，称为buddlejosides A1-A16，同时还分离出了四种已知的马兜铃苷；它们分别是6-香草酰-ajugol、6-阿魏酰-ajugol、verbascoside A和6-O-[α-L-(4-O-阿魏酰)-rhamnopyranosyl]-catalpol。这些新化合物的结构是基于化学和光谱证据确定的。Buddlejosides A1是与单萜酸酰化的ajugol衍生物，A2是sinusol，A3-A16是与肉桂酸衍生物和醋酸酰化的6-鼠李糖基-catalpol衍生物。
• A bitter monoterpene diglycoside from viburnum urceolatum
  作者：Tetsuo Iwagawa、Tsunao Hase

  DOI：10.1016/s0031-9422(00)80101-6

  日期：1983.1

  Abstract From the methanolic extract of the leaves of Viburnum urceolatum a new bitter monoterpene diglycoside, urceolide, has been isolated in addition to several known compounds. The structures were elucidated by spectroscopic and chemical methods.

  摘要 除了几种已知的化合物外，还从紫堇属植物叶的甲醇提取物中分离出了一种新的苦味单萜二糖苷，紫杉内酯。通过光谱和化学方法阐明了结构。