2-cis-1-acetoxy-5-(1'-hydroxy-2',2',6'-trimethyl-4'-oxocyclohexyl)-3-methylpent-2-en-4-yne | 26533-74-4

• 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: 2-cis-1-acetoxy-5-(1'-hydroxy-2',2',6'-trimethyl-4'-oxocyclohexyl)-3-methylpent-2-en-4-yne
• 英文别名: [(Z)-5-[(1S,6R)-1-hydroxy-2,2,6-trimethyl-4-oxocyclohexyl]-3-methylpent-2-en-4-ynyl] acetate
• CAS: 26533-74-4；95343-50-3；95343-62-7；130694-58-5；130694-70-1；151004-76-1
• 化学式: C₁₇H₂₄O₄
• 分子量: 292.375
• InChiKey: FRMDZBGMAFBBAR-CRASNYAKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.26
• 重原子数：
  21.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  63.6
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2-cis-1-acetoxy-5-(1'-hydroxy-2',2',6'-trimethyl-4'-oxocyclohexyl)-3-methylpent-2-en-4-yne 在 盐酸 、 sodium hydroxide 、 4-甲基苯磺酸吡啶 、 红铝 作用下， 以 四氢呋喃 、 甲醇 、 丙酮 、 苯 为溶剂， 反应 13.0h， 生成 (-)-4(1E,3Z)-(4R,5R)-4-hydroxy-4-(5-hydroxy-3-methyl-1,3-pentadienyl)-3,3,5-trimethylcyclohexanone
  参考文献：
  名称：

  Lamb, Nancy; Abrams, Suzanne R., Canadian Journal of Chemistry, 1990, vol. 68, # 7, p. 1151 - 1162

  摘要：

  DOI：
• 作为产物：
  描述：

  (+)-1(Z)-(1R,4R,6S)-4-tert-butyldimethylsiloxy-1-(5-hydroxy-3-methylpent-3-en-1-ynyl)-2,2,6-trimethylcyclohexanol 在 吡啶 、 4-二甲氨基吡啶 、 重铬酸吡啶 、 水 、 溶剂黄146 作用下， 以 二氯甲烷 为溶剂， 反应 26.0h， 生成 2-cis-1-acetoxy-5-(1'-hydroxy-2',2',6'-trimethyl-4'-oxocyclohexyl)-3-methylpent-2-en-4-yne
  参考文献：
  名称：

  Lamb, Nancy; Abrams, Suzanne R., Canadian Journal of Chemistry, 1990, vol. 68, # 7, p. 1151 - 1162

  摘要：

  DOI：

文献信息

• Davies, Anthony J.; Khare, Anakshi; Mallams, Alan K., Journal of the Chemical Society. Perkin transactions I, 1984, p. 2147 - 2158
  作者：Davies, Anthony J.、Khare, Anakshi、Mallams, Alan K.、Massy-Westropp, Ralph A.、Moss, Gerard P.、Weedon, Basil C. L.

  DOI：——

  日期：——
• Metabolism of allenic analogues of abscisic acid
  作者：B.V. Milborrow、Suzanne R. Abrams

  DOI：10.1016/0031-9422(93)85215-d

  日期：1993.3

  We have already reported that some allenic analogues of abscisic acid inhibited growth of duckweed (Lemna gibba and L. paucicostata) in axenic culture, and other plants. The duckweed produced turion-like structures in the presence of these analogues when growing in continuous light. The induction of turions has hitherto been caused only by ABA or short photoperiods. Deuteriated, allenic analogues were supplied to axenic cultures of the L. gibba, for seven days and the ABA in the media and in the fronds was found to contain deuterium, thereby establishing that allenic analogues had been converted into ABA. The oxygen atom at C-1', the addition of which is required during the formation of ABA from the allenic analogues, is derived from the medium. This was determined by mass spectrometry of the ABA formed in experiments in which the L. gibba fronds had been supplied with [H-2(2)]AB allenic alcohol acetate and grown in [O-18]H2O (30 atoms %). The ABA was found to contain O-18 at C-1'. The 2-trans allenic AB alcohol acetate was converted into 2-trans-ABA and 2-trans-AB aldehyde. Thus the growth inhibition and morphological effects observed when the plants were grown in the presence of the allenic analogues can be attributed to the ABA formed from them.
• LAMB, NANCY;ABRAMS, SUZANNE R., CAN. J. CHEM., 68,(1990) N, C. 1151-1162
  作者：LAMB, NANCY、ABRAMS, SUZANNE R.

  DOI：——

  日期：——