Acetic acid (E)-(1R,2S,5S,7S,8S,10R,13S)-13-acetoxy-7,10-dihydroxy-8,12,15,15-tetramethyl-9-oxo-5-triethylsilanyloxy-tricyclo[9.3.1.14,8]hexadeca-3,11-dien-2-yl ester | 204259-92-7

• 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 (E)-(1R,2S,5S,7S,8S,10R,13S)-13-acetoxy-7,10-dihydroxy-8,12,15,15-tetramethyl-9-oxo-5-triethylsilanyloxy-tricyclo[9.3.1.14,8]hexadeca-3,11-dien-2-yl ester
• 英文别名: Acetic acid (E)-(1R,2S,5S,7S,8S,10R,13S)-13-acetoxy-7,10-dihydroxy-8,12,15,15-tetramethyl-9-oxo-5-triethylsilanyloxy-tricyclo[9.3.1.1^4,8]hexadeca-3,11-dien-2-yl ester
• CAS: 204259-92-7
• 化学式: C₃₀H₄₈O₈Si
• 分子量: 564.792
• InChiKey: SLMNPXLHNGBSBZ-LWUYWQADSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.63
• 重原子数：
  39.0
• 可旋转键数：
  7.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  119.36
• 氢给体数：
  2.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  Acetic acid (E)-(1R,2S,5S,7S,8S,10R,13S)-13-acetoxy-7,10-dihydroxy-8,12,15,15-tetramethyl-9-oxo-5-triethylsilanyloxy-tricyclo[9.3.1.14,8]hexadeca-3,11-dien-2-yl ester 在 吡啶 、 甲醇 、 silver nitrate 作用下， 反应 24.0h， 生成 Acetic acid (E)-(3S,4R,6S,9R,11S,12S,14S)-3-hydroxy-7,11,16,16-tetramethyl-10-oxo-9,12,14-tris-triethylsilanyloxy-tricyclo[9.3.1.1^4,8]hexadeca-1,7-dien-6-yl ester
  参考文献：
  名称：

  A paclitaxel analogue with a 2(3→20)abeotaxane skeleton: Synthesis and biological evaluation

  摘要：

  A paclitaxel analogue having an unusual tricyclic [9.3.1.1] hexadecane skeleton was synthesized from deaminoacyltaxine A, a 2(3-->20) abeotaxane isolated in considerable amounts from the leaves of Tarus baccata L. In preliminary studies, this compound showed a much lower cytotoxicity than paclitaxel. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00005-5
• 作为产物：
  描述：

  三乙基氯硅烷 、 Acetic acid (E)-(1R,2S,5S,7S,8S,10S,13S)-13-acetoxy-5,7,10-trihydroxy-8,12,15,15-tetramethyl-9-oxo-tricyclo[9.3.1.1^4,8]hexadeca-3,11-dien-2-yl ester 在 吡啶 作用下， 反应 18.0h， 以87%的产率得到Acetic acid (E)-(1R,2S,5S,7S,8S,10R,13S)-13-acetoxy-7,10-dihydroxy-8,12,15,15-tetramethyl-9-oxo-5-triethylsilanyloxy-tricyclo[9.3.1.14,8]hexadeca-3,11-dien-2-yl ester
  参考文献：
  名称：

  A paclitaxel analogue with a 2(3→20)abeotaxane skeleton: Synthesis and biological evaluation

  摘要：

  A paclitaxel analogue having an unusual tricyclic [9.3.1.1] hexadecane skeleton was synthesized from deaminoacyltaxine A, a 2(3-->20) abeotaxane isolated in considerable amounts from the leaves of Tarus baccata L. In preliminary studies, this compound showed a much lower cytotoxicity than paclitaxel. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00005-5