(3aR,4R,5S)-5-[(R)-3-(3,3-Dimethyl-oxiranyl)-1-methyl-propyl]-3,8-dimethyl-1,3a,4,5,6,7-hexahydro-azulen-4-ol | 182284-97-5

• 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: (3aR,4R,5S)-5-[(R)-3-(3,3-Dimethyl-oxiranyl)-1-methyl-propyl]-3,8-dimethyl-1,3a,4,5,6,7-hexahydro-azulen-4-ol
• 英文别名: Acutilol A；(3aR,4R,5S)-5-[(2R)-4-(3,3-dimethyloxiran-2-yl)butan-2-yl]-3,8-dimethyl-1,3a,4,5,6,7-hexahydroazulen-4-ol
• CAS: 182284-97-5
• 化学式: C₂₀H₃₂O₂
• 分子量: 304.473
• InChiKey: YBQDGKYVLDZIDN-SGKAGNBOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  32.8
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  Acetic acid (3aR,4R,5S)-5-[(R)-3-(3,3-dimethyl-oxiranyl)-1-methyl-propyl]-3,8-dimethyl-1,3a,4,5,6,7-hexahydro-azulen-4-yl ester 在 sodium hydroxide 作用下， 以 甲醇 、 丙酮 为溶剂， 反应 23.0h， 以72%的产率得到(3aR,4R,5S)-5-[(R)-3-(3,3-Dimethyl-oxiranyl)-1-methyl-propyl]-3,8-dimethyl-1,3a,4,5,6,7-hexahydro-azulen-4-ol
  参考文献：
  名称：

  Acutilols, potent herbivore feeding deterrents from the tropical brown alga, Dictyota acutiloba

  摘要：

  The structures of three new diterpenoids, acutilol A, acutilol A acetate and acutilol B have been determined by a combination of spectral methods. The new compounds are based upon the common pachydictyane carbon skeleton but possess unusual Delta(1,10) double bonds. The acutilols are potent feeding deterrents against both temperate and tropical herbivorous fishes and sea urchins, suggesting that these molecules provide an effective chemical defence. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0031-9422(96)00221-x

文献信息

• Acutilols, potent herbivore feeding deterrents from the tropical brown alga, Dictyota acutiloba
  作者：Ingo H. Hardt、William Fenical、Greg Cronin、Mark E. Hay

  DOI：10.1016/0031-9422(96)00221-x

  日期：1996.9

  The structures of three new diterpenoids, acutilol A, acutilol A acetate and acutilol B have been determined by a combination of spectral methods. The new compounds are based upon the common pachydictyane carbon skeleton but possess unusual Delta(1,10) double bonds. The acutilols are potent feeding deterrents against both temperate and tropical herbivorous fishes and sea urchins, suggesting that these molecules provide an effective chemical defence. Copyright (C) 1996 Elsevier Science Ltd