Acetic acid (1R,2R,3R,5S,8R,9R,10R)-9,10-diacetoxy-5-benzyloxymethoxy-8,12,15,15-tetramethyl-4-methylene-13-oxo-tricyclo[9.3.1.0^3,8]pentadec-11-en-2-yl ester

• 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: Acetic acid (1R,2R,3R,5S,8R,9R,10R)-9,10-diacetoxy-5-benzyloxymethoxy-8,12,15,15-tetramethyl-4-methylene-13-oxo-tricyclo[9.3.1.0^3,8]pentadec-11-en-2-yl ester
• 英文别名: [(1R,2R,3R,5S,8R,9R,10R)-9,10-diacetyloxy-8,12,15,15-tetramethyl-4-methylidene-13-oxo-5-(phenylmethoxymethoxy)-2-tricyclo[9.3.1.03,8]pentadec-11-enyl] acetate
• 化学式: C₃₄H₄₄O₉
• 分子量: 596.718
• InChiKey: QMHSIKOTSLNLTD-VCSCPGBLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  43
• 可旋转键数：
  11
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  114
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  taxinine 在 硫酸羟胺 、 三乙胺 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 8.0h， 生成 Acetic acid (1R,2R,3R,5S,8R,9R,10R)-9,10-diacetoxy-5-benzyloxymethoxy-8,12,15,15-tetramethyl-4-methylene-13-oxo-tricyclo[9.3.1.0^3,8]pentadec-11-en-2-yl ester
  参考文献：
  名称：

  Modulation of multidrug resistance in tumor cells by taxinine derivatives

  摘要：

  Among a series of taxinine (1) and its designed derivatives (2 similar to 33), two taxoids (29 and 33) increased cellular accumulation of vincristine in multidrug-resistant tumor cells more potently than verapamil, while the activities of eight taxoids (11, 14 similar to 16, 22, and 30 similar to 32) were comparable with that of verapamil. These results reveal that some taxinine derivatives are good modifiers of multidrug resistance in tumor cells. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00009-8

文献信息

• Modulation of multidrug resistance in tumor cells by taxinine derivatives
  作者：Hirokazu Hosoyama、Hideyuki Shigemori、Akihiro Tomida、Takashi Tsuruo、Jun'ichi Kobayashi

  DOI：10.1016/s0960-894x(99)00009-8

  日期：1999.2

  Among a series of taxinine (1) and its designed derivatives (2 similar to 33), two taxoids (29 and 33) increased cellular accumulation of vincristine in multidrug-resistant tumor cells more potently than verapamil, while the activities of eight taxoids (11, 14 similar to 16, 22, and 30 similar to 32) were comparable with that of verapamil. These results reveal that some taxinine derivatives are good modifiers of multidrug resistance in tumor cells. (C) 1999 Elsevier Science Ltd. All rights reserved.