2-[[(1R,2S,4aS,8aS)-1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]methyl]-6-[[(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]sulfanyl]benzene-1,4-diol | 1092480-15-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: 2-[[(1R,2S,4aS,8aS)-1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]methyl]-6-[[(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]sulfanyl]benzene-1,4-diol
• CAS: 1092480-15-3
• 化学式: C₄₈H₇₄O₂S
• 分子量: 715.18
• InChiKey: LSFGQLSGLNKPMZ-WEZPUESGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  15.5
• 重原子数：
  51
• 可旋转键数：
  9
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  65.8
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  巯基胆固醇 、 阿瓦醌 以 乙醇 为溶剂， 反应 3.0h， 以18%的产率得到Avarone-4'-thiocholesterol
  参考文献：
  名称：

  Synthesis and Biological Activities of Thio-avarol Derivatives

  摘要：

  Eleven new thio-avarol derivatives (3-13) were synthesized. Their antimicrobial, brine shrimp lethality, and free-radical scavenging activities and acetylcholinesterase inhibition, together with 12 already reported semisynthetic thioavarol derivatives (14-25), were evaluated. Structure-activity relationships among these thio derivatives were determined.

  DOI：

  10.1021/np800318m

文献信息

• Synthesis and Biological Activities of Thio-avarol Derivatives
  作者：Boris Pejin、Carmine Iodice、Giuseppina Tommonaro、Salvatore De Rosa

  DOI：10.1021/np800318m

  日期：2008.12.1

  Eleven new thio-avarol derivatives (3-13) were synthesized. Their antimicrobial, brine shrimp lethality, and free-radical scavenging activities and acetylcholinesterase inhibition, together with 12 already reported semisynthetic thioavarol derivatives (14-25), were evaluated. Structure-activity relationships among these thio derivatives were determined.