2-丙烯酸,3-苯基-,(1S,3S,4aR,5R,6R,10S,11S,12R,12aS)-1,5,8,11,12-五(乙酰氧基)-1,2,3,4,4a,5,6,7,10,11,12,12a-十二氢-10-羟基-9,12a,13,13-四甲基-4-亚甲基-6,10-亚甲基苯并环癸烯-3-基酯,(2E)- | 166990-12-1

• 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
• 中文名称: 2-丙烯酸,3-苯基-,(1S,3S,4aR,5R,6R,10S,11S,12R,12aS)-1,5,8,11,12-五(乙酰氧基)-1,2,3,4,4a,5,6,7,10,11,12,12a-十二氢-10-羟基-9,12a,13,13-四甲基-4-亚甲基-6,10-亚甲基苯并环癸烯-3-基酯,(2E)-
• 英文名称: taxuspine D
• 英文别名: [(1R,2R,3R,5S,7S,8S,9R,10S,11S)-2,7,9,10,13-pentaacetyloxy-11-hydroxy-8,12,15,15-tetramethyl-4-methylidene-5-tricyclo[9.3.1.03,8]pentadec-12-enyl] (E)-3-phenylprop-2-enoate
• CAS: 166990-12-1
• 化学式: C₃₉H₄₈O₁₃
• 分子量: 724.802
• InChiKey: YQWATTVJPRZZEE-HWFKHETCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  52
• 可旋转键数：
  14
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  178
• 氢给体数：
  1
• 氢受体数：
  13

反应信息

• 作为产物：
  描述：

  乙酸酐 、 taxezopidine K 在 4-二甲氨基吡啶 作用下， 以 吡啶 为溶剂， 反应 5.0h， 以57%的产率得到2-丙烯酸,3-苯基-,(1S,3S,4aR,5R,6R,10S,11S,12R,12aS)-1,5,8,11,12-五(乙酰氧基)-1,2,3,4,4a,5,6,7,10,11,12,12a-十二氢-10-羟基-9,12a,13,13-四甲基-4-亚甲基-6,10-亚甲基苯并环癸烯-3-基酯,(2E)-
  参考文献：
  名称：

  Taxezopidines J, K, and L, new taxoids from Taxus cuspidata inhibiting Ca2+-induced depolymerization of microtubules

  摘要：

  Three new taxoids, taxezopidines J (1), K (2), and L (3), have been isolated from seeds of the Japanese yew Taxus cuspidata Sieb. et Zucc. and the structures were elucidated on the basis of spectroscopic data and chemical means. Taxezopidines K (2) and L (3) markedly inhibited Ca2+-induced depolymerization of microtubules, while taxuspine D (4), a known taxoid from the yew, induced unusual shape change of mitotic spindles like taxol. (C) 1999 Elsevier Science Ltd. Ail rights reserved.

  DOI：

  10.1016/s0040-4020(99)00052-6

文献信息

• Taxezopidines J, K, and L, new taxoids from Taxus cuspidata inhibiting Ca2+-induced depolymerization of microtubules
  作者：Hideyuki Shigemori、Cecilia A. Sakurai、Hirokazu Hosoyama、Akio Kobayashi、Shinichiro Kajiyama、Jun'ichi Kobayashi

  DOI：10.1016/s0040-4020(99)00052-6

  日期：1999.2

  Three new taxoids, taxezopidines J (1), K (2), and L (3), have been isolated from seeds of the Japanese yew Taxus cuspidata Sieb. et Zucc. and the structures were elucidated on the basis of spectroscopic data and chemical means. Taxezopidines K (2) and L (3) markedly inhibited Ca2+-induced depolymerization of microtubules, while taxuspine D (4), a known taxoid from the yew, induced unusual shape change of mitotic spindles like taxol. (C) 1999 Elsevier Science Ltd. Ail rights reserved.