mycaperoxide B methyl ester

• 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: mycaperoxide B methyl ester
• 英文别名: methyl (2S)-2-[(3S,6S)-6-[2-[(1R,2R,4aS,8aS)-1-hydroxy-2,5,5,8a-tetramethyl-3,4,4a,6,7,8-hexahydro-2H-naphthalen-1-yl]ethyl]-6-methyldioxan-3-yl]propanoate
• 化学式: C₂₅H₄₄O₅
• 分子量: 424.621
• InChiKey: HBLKVIXNDKZLLU-PXGWSQJWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  30
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.96
• 拓扑面积：
  65
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  mycaperoxide B methyl ester 在 palladium on activated charcoal 氢气 作用下， 以 乙酸乙酯 为溶剂， 以83%的产率得到(2S,3S,6S)-3,6-Dihydroxy-8-((1R,2R,4aS,8aS)-1-hydroxy-2,5,5,8a-tetramethyl-decahydro-naphthalen-1-yl)-2,6-dimethyl-octanoic acid methyl ester
  参考文献：
  名称：

  Bioactive norsesterterpene 1,2-dioxanes from a Thai sponge, Mycale sp

  摘要：

  Two new norsesterterpene 1,2-dioxanes, mycaperoxides A (2) and B (3), have been isolated from a Thai sponge of the genus Mycale. Their relative structures were determined by X-ray and spectroscopic methods and their absolute configurations assigned by applying the Kusumi and Kakisawa modification of Mosher's method. Both compounds showed significant cytotoxicity and in vitro antiviral activity.

  DOI：

  10.1021/jo00063a016
• 作为产物：
  描述：

  mycaperoxide B 、 三甲基硅烷化重氮甲烷 生成 mycaperoxide B methyl ester
  参考文献：
  名称：

  Bioactive norsesterterpene 1,2-dioxanes from a Thai sponge, Mycale sp

  摘要：

  Two new norsesterterpene 1,2-dioxanes, mycaperoxides A (2) and B (3), have been isolated from a Thai sponge of the genus Mycale. Their relative structures were determined by X-ray and spectroscopic methods and their absolute configurations assigned by applying the Kusumi and Kakisawa modification of Mosher's method. Both compounds showed significant cytotoxicity and in vitro antiviral activity.

  DOI：

  10.1021/jo00063a016

文献信息

• Bioactive norsesterterpene 1,2-dioxanes from a Thai sponge, Mycale sp
  作者：Junichi Tanaka、Tatsuo Higa、Khanit Suwanborirux、Udom Kokpol、Gerald Bernardinelli、Charles W. Jefford

  DOI：10.1021/jo00063a016

  日期：1993.5

  Two new norsesterterpene 1,2-dioxanes, mycaperoxides A (2) and B (3), have been isolated from a Thai sponge of the genus Mycale. Their relative structures were determined by X-ray and spectroscopic methods and their absolute configurations assigned by applying the Kusumi and Kakisawa modification of Mosher's method. Both compounds showed significant cytotoxicity and in vitro antiviral activity.