[(2R,4aS,5R,8aR)-3,8-dimethyl-5-propan-2-yl-1,2,4a,5,6,8a-hexahydronaphthalen-2-yl] (2R)-2-methoxy-2-phenylacetate | 1119195-16-2

• 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: [(2R,4aS,5R,8aR)-3,8-dimethyl-5-propan-2-yl-1,2,4a,5,6,8a-hexahydronaphthalen-2-yl] (2R)-2-methoxy-2-phenylacetate
• CAS: 1119195-16-2
• 化学式: C₂₄H₃₂O₃
• 分子量: 368.516
• InChiKey: XCWJAYXYCQKOID-PFDCGNQRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (+)-3β-hydroxy-α-muurolene 、 (R)-(-)-α-methoxyphenylacetyl chloride 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 18.0h， 生成 [(2R,4aS,5R,8aR)-3,8-dimethyl-5-propan-2-yl-1,2,4a,5,6,8a-hexahydronaphthalen-2-yl] (2R)-2-methoxy-2-phenylacetate
  参考文献：
  名称：

  Dietary Derived Sesquiterpenes from Phyllodesmium lizardensis

  摘要：

  The recently discovered new aeolidean species Phyllodesmium lizardensis Burghardt, Schrodl and Wagele, 2008 was investigated concerning its secondary metabolite profile. P. lizardensis so far has only been found on Lizard Island. Analysis of P. lizardensis led to the isolation of the new sesquiterpenes (+)-3 beta-hydroxy-alpha-muurolene (1) and (+)-3 beta-acetoxy-alpha-muurolene (2). GC-MS analysis of the host coral, identified as Heteroxenia sp., also showed the presence of compounds I and 2, whereas a sympatric Xenia species lacks these products. These results indicate that P. lizardensis specifically sequesters these compounds from Heteroxenia sp.

  DOI：

  10.1021/np800583e

文献信息

• Dietary Derived Sesquiterpenes from <i>Phyllodesmium lizardensis</i>
  作者：Sven Affeld、Stefan Kehraus、Heike Wägele、Gabriele M. König

  DOI：10.1021/np800583e

  日期：2009.2.27

  The recently discovered new aeolidean species Phyllodesmium lizardensis Burghardt, Schrodl and Wagele, 2008 was investigated concerning its secondary metabolite profile. P. lizardensis so far has only been found on Lizard Island. Analysis of P. lizardensis led to the isolation of the new sesquiterpenes (+)-3 beta-hydroxy-alpha-muurolene (1) and (+)-3 beta-acetoxy-alpha-muurolene (2). GC-MS analysis of the host coral, identified as Heteroxenia sp., also showed the presence of compounds I and 2, whereas a sympatric Xenia species lacks these products. These results indicate that P. lizardensis specifically sequesters these compounds from Heteroxenia sp.