(4Z,6E)-(S)-5-Ethyl-7-((R)-6-isopropoxy-3,6-dihydro-2H-pyran-2-yl)-3-methyl-hepta-4,6-dien-1-ol | 320739-94-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (4Z,6E)-(S)-5-Ethyl-7-((R)-6-isopropoxy-3,6-dihydro-2H-pyran-2-yl)-3-methyl-hepta-4,6-dien-1-ol
• 英文别名: (3S,4Z,6E)-5-ethyl-3-methyl-7-[(2R)-6-propan-2-yloxy-3,6-dihydro-2H-pyran-2-yl]hepta-4,6-dien-1-ol
• CAS: 320739-94-4
• 化学式: C₁₈H₃₀O₃
• 分子量: 294.434
• InChiKey: NUFJBMMIHRHSGV-FQBQTZDTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  21
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (4Z,6E)-(S)-5-Ethyl-7-((R)-6-isopropoxy-3,6-dihydro-2H-pyran-2-yl)-3-methyl-hepta-4,6-dien-1-ol 在 正丁基锂 、 四丙基高钌酸铵 、 草酰氯 、 二甲基亚砜 、 N-甲基吗啉氧化物 、 三乙胺 作用下， 以 正己烷 、 二氯甲烷 、 甲苯 为溶剂， 反应 36.0h， 生成
  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-formyl-2-isopropyloxy-5,6-dihydro-2H-pyran 在 正丁基锂 、 碳酸氢钠 、 二甲基亚砜 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 正己烷 、 二氯甲烷 、 甲苯 为溶剂， 反应 0.67h， 生成 (4Z,6E)-(S)-5-Ethyl-7-((R)-6-isopropoxy-3,6-dihydro-2H-pyran-2-yl)-3-methyl-hepta-4,6-dien-1-ol
  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

文献信息

• Participation of the conjugated diene part for potent cytotoxicity of callystatin A, a spongean polyketide
  作者：Nobutoshi Murakami、Masanori Sugimoto、Tatsuo Nakajima、Motoyuki Kawanishi、Yasuhiro Tsutsui、Motomasa Kobayashi

  DOI：10.1016/s0968-0896(00)00199-1

  日期：2000.11

  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.