(R)-6-[(1E,3Z,7E,9E)-(11R,12S,13R,14R,15S)-14-(tert-Butyl-dimethyl-silanyloxy)-3-ethyl-12-hydroxy-9,11,13,15-tetramethyl-heptadeca-1,3,7,9-tetraenyl]-5,6-dihydro-pyran-2-one | 320740-13-4

• 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: (R)-6-[(1E,3Z,7E,9E)-(11R,12S,13R,14R,15S)-14-(tert-Butyl-dimethyl-silanyloxy)-3-ethyl-12-hydroxy-9,11,13,15-tetramethyl-heptadeca-1,3,7,9-tetraenyl]-5,6-dihydro-pyran-2-one
• CAS: 320740-13-4
• 化学式: C₃₄H₅₈O₄Si
• 分子量: 558.918
• InChiKey: IFCACBZLAVDQRM-JVFMJYAESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.1
• 重原子数：
  39.0
• 可旋转键数：
  15.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  55.76
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (R)-6-[(1E,3Z,7E,9E)-(11R,12S,13R,14R,15S)-14-(tert-Butyl-dimethyl-silanyloxy)-3-ethyl-12-hydroxy-9,11,13,15-tetramethyl-heptadeca-1,3,7,9-tetraenyl]-5,6-dihydro-pyran-2-one 在 戴斯-马丁氧化剂 作用下， 以 二氯甲烷 为溶剂， 反应 1.5h， 生成 (R)-6-[(1E,3Z,7E,9E)-(11R,13S,14R,15S)-14-(tert-Butyl-dimethyl-silanyloxy)-3-ethyl-9,11,13,15-tetramethyl-12-oxo-heptadeca-1,3,7,9-tetraenyl]-5,6-dihydro-pyran-2-one
  参考文献：
  名称：

  Participation of the conjugated diene part for potent cytotoxicity of callystatin A, a spongean polyketide

  摘要：

  5-epi, 10-epi, 8-Deethyl, and 10-demethyl analogues of callystatin A, a potent cytotoxic spongean polyketide, were synthesized to elucidate structure-requirement for cytotoxic potency. Inversion of the asymmetric center at C-10 in callystatin A minimally affected the activity, while lack of the 10-methyl group in callystatin A decreased cytotoxicity. In addition, the C-5 epimer and the 8-deethyl analogue of callystatin A showed weaker cytotoxicity. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(00)00199-1
• 作为产物：
  描述：

  (R)-6-((1E,3Z)-3-Ethyl-7-hydroxy-hepta-1,3-dienyl)-5,6-dihydro-pyran-2-one 在 正丁基锂 、 戴斯-马丁氧化剂 、 二甲基亚砜 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 0.5h， 生成 (R)-6-[(1E,3Z,7E,9E)-(11R,12S,13R,14R,15S)-14-(tert-Butyl-dimethyl-silanyloxy)-3-ethyl-12-hydroxy-9,11,13,15-tetramethyl-heptadeca-1,3,7,9-tetraenyl]-5,6-dihydro-pyran-2-one
  参考文献：
  名称：

  Participation of the conjugated diene part for potent cytotoxicity of callystatin A, a spongean polyketide

  摘要：

  5-epi, 10-epi, 8-Deethyl, and 10-demethyl analogues of callystatin A, a potent cytotoxic spongean polyketide, were synthesized to elucidate structure-requirement for cytotoxic potency. Inversion of the asymmetric center at C-10 in callystatin A minimally affected the activity, while lack of the 10-methyl group in callystatin A decreased cytotoxicity. In addition, the C-5 epimer and the 8-deethyl analogue of callystatin A showed weaker cytotoxicity. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(00)00199-1