taxuspinanane K | 198631-40-2

• 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: taxuspinanane K
• 英文别名: 5α-hydroxy-7β,9α,10β-triacetoxy-4(20),11(12)-taxadien-13-one；[(1R,3R,5S,7S,8S,9R,10R)-9,10-diacetyloxy-5-hydroxy-8,12,15,15-tetramethyl-4-methylidene-13-oxo-7-tricyclo[9.3.1.03,8]pentadec-11-enyl] acetate
• CAS: 198631-40-2
• 化学式: C₂₆H₃₆O₈
• 分子量: 476.567
• InChiKey: NRJCBPQELYLDFN-VCTMJJASSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  34
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  116
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  taxuspinanane K 在 4-二甲氨基吡啶 、 对甲苯磺酸 、 N,N'-二环己基碳二亚胺 、 锌 作用下， 以 甲醇 、 二氯甲烷 、 溶剂黄146 、 甲苯 为溶剂， 反应 61.0h， 生成
  参考文献：
  名称：

  Design and syntheses of putative bioactive taxanes

  摘要：

  Reduction of 5alpha-hydroxy-7beta,9alpha,10beta-triacetoxy-4(20), 11(12)-taxadient-13-one 1 with activated zinc in glacial acetic acid led to rearranged products, including compounds with double bonds at C3-C4, C10-C11 or with an epoxide at C11-C12. Molecular modeling studies suggested that addition of a side chain at C-20 or C-5 of the taxanes with a C3-C4 double bond might had to bioactivity. Semi-syntheses and results of bioactivities are discussed. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(02)00066-4
• 作为产物：
  描述：

  2-去乙酰氧-5Α-羟基紫杉宁J 在 lithium hydroxide 、 吡啶 、 chromium(VI) oxide 作用下， 以 甲醇 、 水 、 二氯甲烷 为溶剂， 反应 3.25h， 以55%的产率得到taxuspinanane K
  参考文献：
  名称：

  Microbial and reducing agents catalyze the rearrangement of taxanes

  摘要：

  5 alpha, 7 beta, 9 alpha, 10 beta, 13 alpha -Pentahydroxy-4(20),11(12)-taxadiene derivative 1 was converted to two unprecedented 1(15 --> 11)abeo-taxanes and a taxane derivative with a C10-C11 double bond by Absidia coerula ATCC 10738a. A similar compound was obtained from treatment with zinc of a triacetoxy-4(20),11(12)-taxadiene derivative. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(01)00106-7

文献信息

• Design and syntheses of putative bioactive taxanes
  作者：Anastasia Nikolakakis、Jian Hui Wu、Gerald Batist、Françoise Sauriol、Orval Mamer、Lolita O Zamir

  DOI：10.1016/s0968-0896(02)00066-4

  日期：2002.7

  Reduction of 5alpha-hydroxy-7beta,9alpha,10beta-triacetoxy-4(20), 11(12)-taxadient-13-one 1 with activated zinc in glacial acetic acid led to rearranged products, including compounds with double bonds at C3-C4, C10-C11 or with an epoxide at C11-C12. Molecular modeling studies suggested that addition of a side chain at C-20 or C-5 of the taxanes with a C3-C4 double bond might had to bioactivity. Semi-syntheses and results of bioactivities are discussed. (C) 2002 Elsevier Science Ltd. All rights reserved.
• Microbial and reducing agents catalyze the rearrangement of taxanes
  作者：Di-An Sun、Anastasia Nikolakakis、Françoise Sauriol、Orval Mamer、Lolita O. Zamir

  DOI：10.1016/s0968-0896(01)00106-7

  日期：2001.8

  5 alpha, 7 beta, 9 alpha, 10 beta, 13 alpha -Pentahydroxy-4(20),11(12)-taxadiene derivative 1 was converted to two unprecedented 1(15 --> 11)abeo-taxanes and a taxane derivative with a C10-C11 double bond by Absidia coerula ATCC 10738a. A similar compound was obtained from treatment with zinc of a triacetoxy-4(20),11(12)-taxadiene derivative. (C) 2001 Elsevier Science Ltd. All rights reserved.