A-nor-paclitaxel | 135365-64-9

• 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: A-nor-paclitaxel
• 英文别名: (1α)-15(16)-anhydro-11(15->1)abeotaxol；[(1R,2S,3S,5S,8R,10S,11S,13R,16S)-8,16-diacetyloxy-5-[(2R,3S)-3-benzamido-2-hydroxy-3-phenylpropanoyl]oxy-11-hydroxy-6,10-dimethyl-9-oxo-3-prop-1-en-2-yl-14-oxatetracyclo[8.6.0.03,7.013,16]hexadec-6-en-2-yl] benzoate
• CAS: 135365-64-9
• 化学式: C₄₇H₄₉NO₁₃
• 分子量: 835.905
• InChiKey: RGVIJFNXEYABIO-LKHMOMKNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  61
• 可旋转键数：
  15
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  201
• 氢给体数：
  3
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  A-nor-paclitaxel 在 二甲基硫 、 臭氧 作用下， 生成 1-deisopropenyl-1-acetyl-A-norpaclitaxel
  参考文献：
  名称：

  Synthesis and biological activity of A-nor-paclitaxel analogues

  摘要：

  A number of paclitaxel analogues with a 5-membered A-ring (A-nor-paclitaxels, or (15 right-arrow 1)-abeo-paclitaxels) have been prepared in order to determine whether analogues of this class might have improved bioactivity as compared with paclitaxel. Most of the compounds synthesized were less active than paclitaxel, but one analogue was equivalent to paclitaxel in a tubulin-assembly assay, and another analogue was more cytotoxic than paclitaxel in two different cell lines of the NCI screen.

  DOI：

  10.1016/s0968-0896(97)00035-7
• 作为产物：
  描述：

  2',7-bis-O-(triethylsilyl)-A-norpaclitaxel 在 盐酸 、 甲醇 作用下， 反应 0.75h， 生成 A-nor-paclitaxel
  参考文献：
  名称：

  Synthesis and biological activity of A-nor-paclitaxel analogues

  摘要：

  A number of paclitaxel analogues with a 5-membered A-ring (A-nor-paclitaxels, or (15 right-arrow 1)-abeo-paclitaxels) have been prepared in order to determine whether analogues of this class might have improved bioactivity as compared with paclitaxel. Most of the compounds synthesized were less active than paclitaxel, but one analogue was equivalent to paclitaxel in a tubulin-assembly assay, and another analogue was more cytotoxic than paclitaxel in two different cell lines of the NCI screen.

  DOI：

  10.1016/s0968-0896(97)00035-7