1-Epiprobotrydial | 27857-01-8

• 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: 1-Epiprobotrydial
• 英文别名: (1R,4S,7S,11S)-2,2,4,8-tetramethyltricyclo[5.3.1.04,11]undec-8-ene
• CAS: 27857-01-8
• 化学式: C₁₅H₂₄
• 分子量: 204.356
• InChiKey: SXDGNLAJFYRAOG-BHPKHCPMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  1-Epiprobotrydial 在 叔丁基过氧化氢 、 Wilkinson's catalyst 、 selenium(IV) oxide 、 氯氟磺酰 、 氟磺酸 作用下， 以 乙醇 、 二氯甲烷 、 苯 为溶剂， 反应 83.75h， 生成 10α-Chloro-2α,3-dihydro-1α-hydroxy-1-epiprobotrydial
  参考文献：
  名称：

  Synthesis and antifungal activity of analogues of naturally occurring botrydial precursors

  摘要：

  Analog compounds of the proposed intermediates of the biogenetic pathway to botrydial have been synthesized. These compounds were tested for their potential antifungal activity against the phytopathogen Botrytis cinerea. Our results showed a fungistatic effect of some compounds on mycelium growth. The most significant effect was exerted by 2-alpha-hydroxy-2,3-dihydro-1-epiprobotrydial, which inhibited growth of B. cinerea. Some aspects of structure-activity relationships are discussed.

  DOI：

  10.1007/bf02036197
• 作为产物：
  描述：

  (-)-presilphiperfolan-1-ol 在 硫酸 作用下， 以 乙醚 为溶剂， 生成 1-Epiprobotrydial
  参考文献：
  名称：

  Synthesis and antifungal activity of analogues of naturally occurring botrydial precursors

  摘要：

  Analog compounds of the proposed intermediates of the biogenetic pathway to botrydial have been synthesized. These compounds were tested for their potential antifungal activity against the phytopathogen Botrytis cinerea. Our results showed a fungistatic effect of some compounds on mycelium growth. The most significant effect was exerted by 2-alpha-hydroxy-2,3-dihydro-1-epiprobotrydial, which inhibited growth of B. cinerea. Some aspects of structure-activity relationships are discussed.

  DOI：

  10.1007/bf02036197

文献信息

• The structure of an isocaryophyllene rearrangement product, 1,5,9,9-tetramethyltricyclo[6,2,1,04,11]undec-5-ene: X-ray analysis of the dibromo-derivative
  作者：K. Gollnick、G. Schade、A. F. Cameron、C. Hannaway、J. S. Roberts、J. M. Robertson

  DOI：10.1039/c29700000248

  日期：——

  The structure of an isocaryophyllene rearrangement product, 1,5,9,9-tetramethyltricyclo[6,2,1,04,11]-undec-5-ene, has been determined by the X-ray analysis of its dibromo-derivative.

  通过二溴衍生物的X射线分析确定了异烟碱重排产物1,5,9,9-四甲基三环[6,2,1,0 4,11 ]-十一碳烯的结构。
• Khomenko, T. M.; Korchagina, D. V.; Gatilov, Yu. V., Journal of Organic Chemistry USSR (English Translation), 1990, vol. 26, # 10.2, p. 1839 - 1852
  作者：Khomenko, T. M.、Korchagina, D. V.、Gatilov, Yu. V.、Bagryanskaya, Yu. I.、Tkachev, A. V.、et al.

  DOI：——

  日期：——
• Khomenko, T. M.; Bagryanskaya, I. Yu.; Gatilov, Yu. V., Journal of Organic Chemistry USSR (English Translation), 1985, vol. 21, # 3, p. 614 - 615
  作者：Khomenko, T. M.、Bagryanskaya, I. Yu.、Gatilov, Yu. V.、Korchagina, D. V.、Gatilova, V. P.、et al.

  DOI：——

  日期：——
• TKACHEV, A. V.;MAMATYUK, V. I.;DUBOVENKO, ZH. V., ZH. ORGAN. XIMII, 26,(1990) N, S. 1698-1706
  作者：TKACHEV, A. V.、MAMATYUK, V. I.、DUBOVENKO, ZH. V.

  DOI：——

  日期：——
• XOMENKO, T. M.;KORCHAGINA, D. V.;GATILOV, YU. V.;BAGRYANSKAYA, YU. I.;TKA+, ZH. ORGAN. XIMII, 26,(1990) N0, S. 2129-2145
  作者：XOMENKO, T. M.、KORCHAGINA, D. V.、GATILOV, YU. V.、BAGRYANSKAYA, YU. I.、TKA+

  DOI：——

  日期：——