(2S,5S,6S,10R)-5,9-dimethyl-2-[15-methyl-11(18),14-heptadien-11-yl]-1,2,3,4,5,6,7,10-octahydro-7-naphthalen-6-ol | 1232237-04-5

• 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: (2S,5S,6S,10R)-5,9-dimethyl-2-[15-methyl-11(18),14-heptadien-11-yl]-1,2,3,4,5,6,7,10-octahydro-7-naphthalen-6-ol
• 英文别名: gyrosanol A；(1S,4aR,6S,8aS)-4,8a-dimethyl-6-(6-methylhepta-1,5-dien-2-yl)-2,4a,5,6,7,8-hexahydro-1H-naphthalen-1-ol
• CAS: 1232237-04-5
• 化学式: C₂₀H₃₂O
• 分子量: 288.473
• InChiKey: NJRDJVYVVKTPQA-YRPNKDGESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (2S,5S,6S,10R)-5,9-dimethyl-2-[15-methyl-11(18),14-heptadien-11-yl]-1,2,3,4,5,6,7,10-octahydro-7-naphthalen-6-ol 、 (R)-methoxytrifluoromethylphenylacetyl chloride 在 吡啶 作用下， 以0.5 mg的产率得到[(1S,4aR,6S,8aS)-4,8a-dimethyl-6-(6-methylhepta-1,5-dien-2-yl)-2,4a,5,6,7,8-hexahydro-1H-naphthalen-1-yl] (2S)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate
  参考文献：
  名称：

  Antiviral and Anti-inflammatory Diterpenoids from the Soft Coral Sinularia gyrosa

  摘要：

  Chemical investigation of the salt coral Sinularia gyrosa led to the purification of three new diterpenoids. designated as gyrosanols A-C (1-3). The structures of 1-3 were elucidated through extensive spectroscopic analyses. Compounds 1 and 2 exhibited antiviral activity against HCMV with IC(50)'s of 2.6 and 3.7 mu M, respectively. In addition, compounds 1 and 2 showed significant anti-inflammatory activity by reducing the levels of the COX-2 protein (19.6 +/- 3.9% and 29.1 +/- 9.6%, respectively) in RAW 264.7 macrophages.

  DOI：

  10.1021/np100185a