12α,16β-dihydroxy-3β-[(O-α-L-rhamnopyranosyl-(1->2)-β-D-glucopyranosyl)oxy]-9,19-cyclolanostan-24-one

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: 12α,16β-dihydroxy-3β-[(O-α-L-rhamnopyranosyl-(1->2)-β-D-glucopyranosyl)oxy]-9,19-cyclolanostan-24-one
• 英文别名: (6R)-6-[(1R,3R,6S,8R,11S,12S,14S,15R,16R,17S)-6-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-14,17-dihydroxy-7,7,12,16-tetramethyl-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]-2-methylheptan-3-one
• 化学式: C₄₂H₇₀O₁₃
• 分子量: 783.01
• InChiKey: IXNGLCDUWRRSMU-RIIXZEMISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  55
• 可旋转键数：
  10
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.98
• 拓扑面积：
  216
• 氢给体数：
  8
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  12α,16β-dihydroxy-3β-[(O-α-L-rhamnopyranosyl-(1->2)-β-D-glucopyranosyl)oxy]-9,19-cyclolanostan-24-one 在 盐酸 、 水 作用下， 以 1,4-二氧六环 为溶剂， 反应 1.5h， 生成 L-鼠李糖 、 葡萄糖
  参考文献：
  名称：

  Triterpene Glycosides from Curculigo orchioides and Their Cytotoxic Activity

  摘要：

  Six new cycloartane glycosides (1-6) were isolated from the rhizomes of Curculigo orchioides. The structures of 1-6 were determined by spectroscopic analyses and the results of hydrolytic cleavage. Compounds 1-6, and their common aglycone (1a), were evaluated for cytotoxic activity against HL-60 human leukemia cells. Compounds 1 and la showed cytotoxic activity against HL-60 cells with IC(50) values of 9.0 and 1.8 mu M, respectively. The cancer cell growth inhibition of la was also examined using a panel of 39 human cancer cell lines in the Japanese Foundation for Cancer Research.

  DOI：

  10.1021/np100111s

文献信息

• Triterpene Glycosides from <i>Curculigo orchioides</i> and Their Cytotoxic Activity
  作者：Akihito Yokosuka、Koji Sato、Takao Yamori、Yoshihiro Mimaki

  DOI：10.1021/np100111s

  日期：2010.6.25

  Six new cycloartane glycosides (1-6) were isolated from the rhizomes of Curculigo orchioides. The structures of 1-6 were determined by spectroscopic analyses and the results of hydrolytic cleavage. Compounds 1-6, and their common aglycone (1a), were evaluated for cytotoxic activity against HL-60 human leukemia cells. Compounds 1 and la showed cytotoxic activity against HL-60 cells with IC(50) values of 9.0 and 1.8 mu M, respectively. The cancer cell growth inhibition of la was also examined using a panel of 39 human cancer cell lines in the Japanese Foundation for Cancer Research.