(E)-7-[(6S,9S,12S,14aR)-6-sec-Butyl-9-(1-methoxy-1H-indol-3-ylmethyl)-5,8,11,14-tetraoxo-tetradecahydro-4a,7,10,13-tetraaza-benzocyclododecen-12-yl]-hept-2-enoic acid methyl ester

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (E)-7-[(6S,9S,12S,14aR)-6-sec-Butyl-9-(1-methoxy-1H-indol-3-ylmethyl)-5,8,11,14-tetraoxo-tetradecahydro-4a,7,10,13-tetraaza-benzocyclododecen-12-yl]-hept-2-enoic acid methyl ester
• 英文别名: methyl 7-[(3S,6S,9S,12R)-3-butan-2-yl-6-[(1-methoxyindol-3-yl)methyl]-2,5,8,11-tetraoxo-1,4,7,10-tetrazabicyclo[10.4.0]hexadecan-9-yl]hept-2-enoate
• 化学式: C₃₄H₄₇N₅O₇
• 分子量: 637.776
• InChiKey: SWSOSCGJAXNBBI-BMOOVORFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  46
• 可旋转键数：
  12
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  148
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (E)-7-[(6S,9S,12S,14aR)-6-sec-Butyl-9-(1-methoxy-1H-indol-3-ylmethyl)-5,8,11,14-tetraoxo-tetradecahydro-4a,7,10,13-tetraaza-benzocyclododecen-12-yl]-hept-2-enoic acid methyl ester 在 palladium on activated charcoal 、 5% Pd on active carbon lithium hydroxide 、 氢气 作用下， 生成 7-[(6S,9S,12S,14aR)-6-sec-Butyl-9-(1-methoxy-1H-indol-3-ylmethyl)-5,8,11,14-tetraoxo-tetradecahydro-4a,7,10,13-tetraaza-benzocyclododecen-12-yl]-heptanoic acid
  参考文献：
  名称：

  Synthesis of side chain modified apicidin derivatives: potent mechanism-based histone deacetylase inhibitors

  摘要：

  An efficient degradation of apicidin's ketone-containing side chain to two common intermediates (the C7-aldehyde and the C8-methyl ester) is described. From these intermediates, a series of potent mechanism-based histone deacetylase inhibitors was prepared to facilitate biochemical studies. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)01364-2
• 作为产物：
  描述：

  apicidin 生成 (E)-7-[(6S,9S,12S,14aR)-6-sec-Butyl-9-(1-methoxy-1H-indol-3-ylmethyl)-5,8,11,14-tetraoxo-tetradecahydro-4a,7,10,13-tetraaza-benzocyclododecen-12-yl]-hept-2-enoic acid methyl ester
  参考文献：
  名称：

  Synthesis of side chain modified apicidin derivatives: potent mechanism-based histone deacetylase inhibitors

  摘要：

  An efficient degradation of apicidin's ketone-containing side chain to two common intermediates (the C7-aldehyde and the C8-methyl ester) is described. From these intermediates, a series of potent mechanism-based histone deacetylase inhibitors was prepared to facilitate biochemical studies. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)01364-2