<3R-(3aα,5aS,7aα,11aβ,11bα)>-(+)-methyl 1,3,3a,6,7,7a,8,9,10,11,11a,11b-dodecahydro-6α-hydroxy-8,8,11a-trimethyl-2H-cyclobuta-phenanthrene-3β-carboxylate | 152715-31-6

• 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: <3R-(3aα,5aS,7aα,11aβ,11bα)>-(+)-methyl 1,3,3a,6,7,7a,8,9,10,11,11a,11b-dodecahydro-6α-hydroxy-8,8,11a-trimethyl-2H-cyclobuta-phenanthrene-3β-carboxylate
• 英文别名: methyl (1S,2R,4S,9S,10R,13R,14R)-2-hydroxy-5,5,9-trimethyltetracyclo[8.6.0.01,14.04,9]hexadec-15-ene-13-carboxylate
• CAS: 152715-31-6
• 化学式: C₂₁H₃₂O₃
• 分子量: 332.483
• InChiKey: UYEFCTJCUMDLEA-WTEOKLBQSA-N

物化性质

• 沸点：
  426.4±45.0 °C(predicted)
• 密度：
  1.12±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  <3R-(3aα,5aS,7aα,11aβ,11bα)>-(+)-methyl 1,3,3a,6,7,7a,8,9,10,11,11a,11b-dodecahydro-6α-hydroxy-8,8,11a-trimethyl-2H-cyclobuta-phenanthrene-3β-carboxylate 在 氢氧化钾 、 二甲基硫 、 4-吡咯烷基吡啶 、 臭氧 、 三乙胺 作用下， 以 甲醇 为溶剂， 反应 33.75h， 生成 aplyroseol-1
  参考文献：
  名称：

  Abad, Antonio; Arno, Manuel; Marin, M. Luisa, Journal of the Chemical Society. Perkin transactions I, 1993, # 16, p. 1861 - 1868

  摘要：

  DOI：
• 作为产物：
  描述：

  硫酸二甲酯 、 (4aS,4bR,7aR,9aS,10R,11aS)-10-Hydroxy-1,1,4a-trimethyl-1,3,4,4a,4b,5,6,7,7a,10,11,11a-dodecahydro-2H-cyclobuta[j]phenanthrene-7-carboxylic acid 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 生成 <3R-(3aα,5aS,7aα,11aβ,11bα)>-(+)-methyl 1,3,3a,6,7,7a,8,9,10,11,11a,11b-dodecahydro-6α-hydroxy-8,8,11a-trimethyl-2H-cyclobuta-phenanthrene-3β-carboxylate 、 <3S-(3aα,5aS,7aα,11aβ,11bα)>-(-)-methyl 1,3,3a,6,7,7a,8,9,10,11,11a,11b-dodecahydro-6α-hydroxy-8,8,11a-trimethyl-2H-cyclobuta-phenanthrene-3α-carboxylate
  参考文献：
  名称：

  Abad, Antonio; Arno, Manuel; Marin, M. Luisa, Journal of the Chemical Society. Perkin transactions I, 1993, # 16, p. 1861 - 1868

  摘要：

  DOI：

文献信息

• Synthesis and cytotoxic activity of novel C7-Functionalized spongiane diterpenes
  作者：Manuel Arnó、Liliana Betancur-Galvis、Miguel A. González、Jelver Sierra、Ramón J. Zaragozá

  DOI：10.1016/s0968-0896(03)00230-x

  日期：2003.7

  Based on two lead cytotoxic spongiane diterpenes, a new series of C7-oxygenated derivatives were synthesized and evaluated for their antitumor activity in vitro against the cancer cell lines HeLa and HEp-2. In general, introduction of either hvdroxyl or acetoxy groups at C-7 did not improve the resultant cytotoxicity, while the presence of a butyrate ester led to more active compounds (CC50 = 4.0-9.5 muM). (C) 2003 Elsevier Science Ltd. All rights reserved.