[(3aS,4S,5S,7aS)-4-methoxy-2,2-dimethyl-7-(7-methyl-3-methylideneoct-6-en-1-ynyl)-3a,4,5,7a-tetrahydro-1,3-benzodioxol-5-yl] (2S)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate | 1380317-55-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: [(3aS,4S,5S,7aS)-4-methoxy-2,2-dimethyl-7-(7-methyl-3-methylideneoct-6-en-1-ynyl)-3a,4,5,7a-tetrahydro-1,3-benzodioxol-5-yl] (2S)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate
• CAS: 1380317-55-4
• 化学式: C₃₀H₃₅F₃O₆
• 分子量: 548.6
• InChiKey: ICIZMNPHLDQVHV-YIHYGEMESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  39
• 可旋转键数：
  11
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  63.2
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  1,2-O-isopropylidene 、 (R)-methoxytrifluoromethylphenylacetyl chloride 在 吡啶 作用下， 反应 1.0h， 以2.1 mg的产率得到[(3aS,4S,5S,7aS)-4-methoxy-2,2-dimethyl-7-(7-methyl-3-methylideneoct-6-en-1-ynyl)-3a,4,5,7a-tetrahydro-1,3-benzodioxol-5-yl] (2S)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate
  参考文献：
  名称：

  Phomentrioloxin: A Phytotoxic Pentasubstituted Geranylcyclohexentriol Produced by Phomopsis sp., a Potential Mycoherbicide for Carthamus lanatus Biocontrol

  摘要：

  A new phytotoxic geranylcyclohexenetriol, named phomentrioloxin, was isolated from the liquid culture of Phomopsis sp., a fungal pathogen proposed for the biological control of Carthamus lanatus, a widespread and troublesome thistle weed belonging to the Asteraceae family causing severe crop and pastures losses in Australia. The structure of phomentrioloxin was established by spectroscopic, X-ray, and chemical methods as (1S,2S,3S,4S)-3-methoxy-6-(7-methyl-3-methylene-oct-6-en-l-ynyl)cyclohex-5-ene-1,2,4-triol. At a concentration of 6.85 mM, the toxin causes the appearance of necrotic spots when applied to leaves of both host and nonhost plants. It also causes growth and chlorophyll content reduction of fronds of Lemna minor and inhibition of tomato rootlet elongation. Finally, in preliminary bioassays, phomentrioloxin did not show any antibacterial, fungicidal, or zootoxic activities.

  DOI：

  10.1021/np300200j