5,5'-diisopropyl-2,3,2',3'-tetramethoxy-7,7'-dimethyl-2H,2'H-[8,8']bi[naphtho[1,8-bc]furanyl]-4,4'-diol | 15161-24-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 5,5'-diisopropyl-2,3,2',3'-tetramethoxy-7,7'-dimethyl-2H,2'H-[8,8']bi[naphtho[1,8-bc]furanyl]-4,4'-diol
• 英文别名: 11-(6-hydroxy-3,5-dimethoxy-10-methyl-7-propan-2-yl-2-oxatricyclo[6.3.1.04,12]dodeca-1(11),4,6,8(12),9-pentaen-11-yl)-3,5-dimethoxy-10-methyl-7-propan-2-yl-2-oxatricyclo[6.3.1.04,12]dodeca-1(11),4,6,8(12),9-pentaen-6-ol
• CAS: 15161-24-7
• 化学式: C₃₄H₃₈O₈
• 分子量: 574.671
• InChiKey: REMKSLGVXOIBEY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.3
• 重原子数：
  42
• 可旋转键数：
  7
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  95.8
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  5,5'-diisopropyl-2,3,2',3'-tetramethoxy-7,7'-dimethyl-2H,2'H-[8,8']bi[naphtho[1,8-bc]furanyl]-4,4'-diol 在 盐酸 、 羟胺 、 溶剂黄146 作用下， 生成 6,6'-diisopropyl-4,4'-dimethoxy-8,8'-dimethyl-[9,9']bi[naphth[1,8-de][1,2]oxazinyl]-5,5'-diol
  参考文献：
  名称：

  Structure of Gossypol.¹ XIV. Apogossypolic Acid

  摘要：

  DOI：

  10.1021/ja01276a048
• 作为产物：
  描述：

  硫酸二甲酯 、 alkaline earth salt of/the/ methylsulfuric acid 在 甲醇 、 氢氧化钾 作用下， 生成 5,5'-diisopropyl-2,3,2',3'-tetramethoxy-7,7'-dimethyl-2H,2'H-[8,8']bi[naphtho[1,8-bc]furanyl]-4,4'-diol
  参考文献：
  名称：

  The Structure of Gossypol. III. Gossypol Ethers

  摘要：

  DOI：

  10.1021/ja01288a050

文献信息

• New thioderivatives of gossypol and gossypolone, as prodrugs of cytotoxic agents
  作者：Vi-Thuy Dao、Michael K. Dowd、Christiane Gaspard、Marie-Thérèse Martin、Julie Hémez、Olivier Laprévote、Michel Mayer、Robert J. Michelot

  DOI：10.1016/s0968-0896(03)00066-x

  日期：2003.5

  New dithiane or dithiolane derivatives of gossypol and gossypolone were synthesized with dithiolethane or dithiolpropane in the presence of BF3/Et2O. These thioderivatives exhibited low toxicity on KB cells (human epidermoid carcinoma cells of the mouth). They react easily with electrophiles in aprotic solvents to regenerate gossypolone or to form dehydrogossypoldithianes and dehydrogossypoldithiolanes, which display higher toxicity on KB cells. In addition, the low toxicity of gossypol thioderivatives was reversed by nitric oxide donors in physiological media. These experiments suggest that gossypol and gossypolone dithianes and dithiolanes can be used as prodrugs that target tumor cells surrounded by high concentrations of nitric oxide. (C) 2003 Elsevier Science Ltd. All rights reserved.
• Structure of Gossypol.¹ XIV. Apogossypolic Acid
  作者：Roger Adams、R. C. Morris、D. J. Butterbaugh、E. C. Kirkpatrick

  DOI：10.1021/ja01276a048

  日期：1938.9
• The Structure of Gossypol. III. Gossypol Ethers
  作者：R. C. Morris、Roger Adams

  DOI：10.1021/ja01288a050

  日期：1937.9