5,7,8-trihydroxy-11-[8-(1-hydroxy-7-methoxycarbonyl-2,6-dimethyl-hept-2-enyl)-4,10-dimethyl-1,7-dioxa-spiro[5.5]undec-2-yl]-2,6,10-trimethyl-11-(3-methyl-butyryloxy)-undec-2-enoic acid methyl ester | 438462-56-7

• 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: 5,7,8-trihydroxy-11-[8-(1-hydroxy-7-methoxycarbonyl-2,6-dimethyl-hept-2-enyl)-4,10-dimethyl-1,7-dioxa-spiro[5.5]undec-2-yl]-2,6,10-trimethyl-11-(3-methyl-butyryloxy)-undec-2-enoic acid methyl ester
• CAS: 438462-56-7
• 化学式: C₄₂H₇₂O₁₂
• 分子量: 769.026
• InChiKey: GWVKIBLQBQXSEW-ONAHNHAWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.81
• 重原子数：
  54.0
• 可旋转键数：
  20.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  178.28
• 氢给体数：
  4.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  描述：

  5,7,8-trihydroxy-11-[8-(1-hydroxy-7-methoxycarbonyl-2,6-dimethyl-hept-2-enyl)-4,10-dimethyl-1,7-dioxa-spiro[5.5]undec-2-yl]-2,6,10-trimethyl-11-(3-methyl-butyryloxy)-undec-2-enoic acid methyl ester 在 sodium periodate 、 对甲苯磺酸 作用下， 以 二氯甲烷 、 水 、 乙腈 为溶剂， 反应 13.0h， 生成 (E)-2-Methyl-4-((4S,5R)-2,2,5-trimethyl-[1,3]dioxan-4-yl)-but-2-enoic acid methyl ester
  参考文献：
  名称：

  Relative and Absolute Stereochemistry of the Didemnaketals, Metabolites of a Palauan Ascidian, Didemnum sp.

  摘要：

  [GRAPHICS]The absolute stereochemistry of the heptaprenoids didemnaketals B (2) and C (3), isolated from a Palauan ascidian, was determined using a combination of degradation and derivatization experiments, chiral shift methods, and comparison of fragments to known compounds.

  DOI：

  10.1021/ol025904z
• 作为产物：
  描述：

  甲醇 、 didemnaketal C 在 sodium methylate 作用下， 反应 20.0h， 生成 5,7,8-trihydroxy-11-[8-(1-hydroxy-7-methoxycarbonyl-2,6-dimethyl-hept-2-enyl)-4,10-dimethyl-1,7-dioxa-spiro[5.5]undec-2-yl]-2,6,10-trimethyl-11-(3-methyl-butyryloxy)-undec-2-enoic acid methyl ester 、 7,8-dihydroxy-11-[8-(1-hydroxy-7-methoxycarbonyl-2,6-dimethyl-hept-2-enyl)-4,10-dimethyl-1,7-dioxa-spiro[5.5]undec-2-yl]-2,6,10-trimethyl-5,11-bis-(3-methyl-butyryloxy)-undec-2-enoic acid methyl ester 、
  参考文献：
  名称：

  Relative and Absolute Stereochemistry of the Didemnaketals, Metabolites of a Palauan Ascidian, Didemnum sp.

  摘要：

  [GRAPHICS]The absolute stereochemistry of the heptaprenoids didemnaketals B (2) and C (3), isolated from a Palauan ascidian, was determined using a combination of degradation and derivatization experiments, chiral shift methods, and comparison of fragments to known compounds.

  DOI：

  10.1021/ol025904z