aplyroseol-1 | 97042-20-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 呋喃类
• 英文名称: aplyroseol-1
• 英文别名: [(1S,2R,4S,9S,10R,13R,16R,18R,19R)-18-hydroxy-5,5,9-trimethyl-14-oxo-15,17-dioxapentacyclo[11.5.1.01,10.04,9.016,19]nonadecan-2-yl] butanoate
• CAS: 97042-20-1
• 化学式: C₂₄H₃₆O₆
• 分子量: 420.546
• InChiKey: VDGDSNQYFYXHGB-UICSVDPISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  30
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  82.1
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 aplyroseol-1 在 4-吡咯烷基吡啶 、 三乙胺 作用下， 反应 1.17h， 生成 15α-acetoxy-7α-butanoyloxy-16-oxo-spongian-17-al
  参考文献：
  名称：

  Synthesis and cytotoxic activity of novel C7-Functionalized spongiane diterpenes

  摘要：

  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.

  DOI：

  10.1016/s0968-0896(03)00230-x
• 作为产物：
  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：

文献信息

• Abad, Antonio; Arno, Manuel; Marin, M. Luisa, Journal of the Chemical Society. Perkin transactions I, 1993, # 16, p. 1861 - 1868
  作者：Abad, Antonio、Arno, Manuel、Marin, M. Luisa、Zaragoza, Ramon J.

  DOI：——

  日期：——
• 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.