3-oxotirucalla-7,24-dien-23-ol | 135383-69-6

• 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: 3-oxotirucalla-7,24-dien-23-ol
• 英文别名: (5R,9R,10R,13S,14S,17S)-17-[(2S,4R)-4-hydroxy-6-methylhept-5-en-2-yl]-4,4,10,13,14-pentamethyl-1,2,5,6,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-3-one
• CAS: 135383-69-6
• 化学式: C₃₀H₄₈O₂
• 分子量: 440.71
• InChiKey: SFIIJAHBGIYGBU-FMKAUNRFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.6
• 重原子数：
  32
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-oxotirucalla-7,24-dien-23-ol 、 甲氧基-三氟甲基苯 在 吡啶 、 4-二甲氨基吡啶 作用下， 反应 16.0h， 生成 [(4R,6S)-2-methyl-6-[(5R,9R,10R,13S,14S,17S)-4,4,10,13,14-pentamethyl-3-oxo-1,2,5,6,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]hept-2-en-4-yl] (2R)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate
  参考文献：
  名称：

  Tirucallane Triterpenoids from Cornus walteri

  摘要：

  Twelve new tirucallane triterpenoids, named cornusalterins A-L (1-12), and two known tirucallane triterpenoids, deoxyflindissone (13) and (-)-leucophyllone (14), were isolated from a MeOH extract of stems and stem bark of Cornus walteri. The structures of the new compounds were determined by spectroscopic methods, including ID and 2D NMR analyses. Compounds 12 and 13, possessing a tetrahydrofuran ring in the side chain, exhibited significant cytotoxic activity against the A549, SK-OV-3, SK-MEL-2, and XF498 cell lines.

  DOI：

  10.1021/np100660v
• 作为产物：
  描述：

  cornusalterin G 在 碘代三甲硅烷 作用下， 以 氘代氯仿 为溶剂， 反应 24.0h， 以4 mg的产率得到3-oxotirucalla-7,24-dien-23-ol
  参考文献：
  名称：

  Tirucallane Triterpenoids from Cornus walteri

  摘要：

  Twelve new tirucallane triterpenoids, named cornusalterins A-L (1-12), and two known tirucallane triterpenoids, deoxyflindissone (13) and (-)-leucophyllone (14), were isolated from a MeOH extract of stems and stem bark of Cornus walteri. The structures of the new compounds were determined by spectroscopic methods, including ID and 2D NMR analyses. Compounds 12 and 13, possessing a tetrahydrofuran ring in the side chain, exhibited significant cytotoxic activity against the A549, SK-OV-3, SK-MEL-2, and XF498 cell lines.

  DOI：

  10.1021/np100660v

文献信息

• Tirucallane Triterpenoids from <i>Cornus walteri</i>
  作者：Ki Hyun Kim、Sang Un Choi、Young Choong Kim、Kang Ro Lee

  DOI：10.1021/np100660v

  日期：2011.1.28

  Twelve new tirucallane triterpenoids, named cornusalterins A-L (1-12), and two known tirucallane triterpenoids, deoxyflindissone (13) and (-)-leucophyllone (14), were isolated from a MeOH extract of stems and stem bark of Cornus walteri. The structures of the new compounds were determined by spectroscopic methods, including ID and 2D NMR analyses. Compounds 12 and 13, possessing a tetrahydrofuran ring in the side chain, exhibited significant cytotoxic activity against the A549, SK-OV-3, SK-MEL-2, and XF498 cell lines.