2-[2-(1,1-Dimethyl-propyl)-1H-indol-3-yl]-3,6-dihydroxy-5-[7-(3-methyl-butyl)-1H-indol-3-yl]-[1,4]benzoquinone | 83481-49-6

• 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: 2-[2-(1,1-Dimethyl-propyl)-1H-indol-3-yl]-3,6-dihydroxy-5-[7-(3-methyl-butyl)-1H-indol-3-yl]-[1,4]benzoquinone
• 英文别名: 2,5-dihydroxy-3-[2-(2-methylbutan-2-yl)-1H-indol-3-yl]-6-[7-(3-methylbutyl)-1H-indol-3-yl]cyclohexa-2,5-diene-1,4-dione
• CAS: 83481-49-6
• 化学式: C₃₂H₃₄N₂O₄
• 分子量: 510.633
• InChiKey: YAEMAAPBGRBJLM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.5
• 重原子数：
  38
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  106
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-[2-(1,1-Dimethyl-propyl)-1H-indol-3-yl]-3,6-dihydroxy-5-[7-(3-methyl-butyl)-1H-indol-3-yl]-[1,4]benzoquinone 在 sodium hydroxide 、 双氧水 作用下， 反应 3.0h， 以5 mg的产率得到3-isopentylanthranilic acid
  参考文献：
  名称：

  Metabolic products of Aspergillus terreus. IV. Metabolites of the Strain IFO 8835. (2). The isolation and chemical structure of indolyl benzoquinone pigments.

  摘要：

  从土曲霉 IFO 8835 中分离出 11 种双吲哚基-二甲氧基对苯醌，即 "紫檀醌 A-1、A-2、A-3、A-4、B-1、B-2、B-3、B-4、C-1、C-2 和 D"，并确定了它们的结构。赤霉蒽醌 D 具有基本结构，其他赤霉蒽醌在吲哚环上被二甲基烯丙基取代。

  DOI：

  10.1248/cpb.29.961
• 作为产物：
  描述：

  去甲基阿斯吲醒 B1 在 palladium on activated charcoal 氢气 作用下， 以50%的产率得到2-[2-(1,1-Dimethyl-propyl)-1H-indol-3-yl]-3,6-dihydroxy-5-[7-(3-methyl-but-2-enyl)-1H-indol-3-yl]-[1,4]benzoquinone
  参考文献：
  名称：

  The basal SAR of a novel insulin receptor activator

  摘要：

  The synthesis and SAR of analogues prepared from novel insulin receptor activator 1 are described. Changes to the dihydroxyquinone core were not tolerated while functionalization of the two indoles contained in 1 resulted in little effect upon activation of the insulin receptor. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00206-7

文献信息

• Metabolic products of Aspergillus terreus. IV. Metabolites of the Strain IFO 8835. (2). The isolation and chemical structure of indolyl benzoquinone pigments.
  作者：KUNIZO ARAI、KIKUO MASUDA、NORIKI KIRIYAMA、KEIICHI NITTA、YUZURU YAMAMOTO、SAKAE SHIMIZU

  DOI：10.1248/cpb.29.961

  日期：——

  Eleven kinds of bisindolyl-dimethoxyl-p-benzoquinones, "asterriquinones A-1, A-2, A-3, A-4, B-1, B-2, B-3, B-4, C-1, C-2, and D"were isolated from Aspergillus terreus IFO 8835, and their structures were determined. Asterriquinone D had the basic structure, and the others were substituted with dimethylallyl group (s) in the indole ring.

  从土曲霉 IFO 8835 中分离出 11 种双吲哚基-二甲氧基对苯醌，即 "紫檀醌 A-1、A-2、A-3、A-4、B-1、B-2、B-3、B-4、C-1、C-2 和 D"，并确定了它们的结构。赤霉蒽醌 D 具有基本结构，其他赤霉蒽醌在吲哚环上被二甲基烯丙基取代。
• The basal SAR of a novel insulin receptor activator
  作者：Harold B. Wood、Regina Black、Gino Salituro、Deborah Szalkowski、Zhihua Li、Yan Zhang、David E. Moller、Bei Zhang、A.Brian Jones

  DOI：10.1016/s0960-894x(00)00206-7

  日期：2000.6

  The synthesis and SAR of analogues prepared from novel insulin receptor activator 1 are described. Changes to the dihydroxyquinone core were not tolerated while functionalization of the two indoles contained in 1 resulted in little effect upon activation of the insulin receptor. (C) 2000 Elsevier Science Ltd. All rights reserved.