methyl (6R)-6-[(5R,7S,10S,11S,13R,14R,17R)-7,11-dihydroxy-4,4,10,13,14-pentamethyl-3,15-dioxo-2,5,6,7,11,12,16,17-octahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methyl-4-oxoheptanoate | 1351348-00-9

• 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: methyl (6R)-6-[(5R,7S,10S,11S,13R,14R,17R)-7,11-dihydroxy-4,4,10,13,14-pentamethyl-3,15-dioxo-2,5,6,7,11,12,16,17-octahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methyl-4-oxoheptanoate
• CAS: 1351348-00-9
• 化学式: C₃₁H₄₆O₇
• 分子量: 530.702
• InChiKey: LNODMNUGJTVKST-ODSMEWKMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  38
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  118
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  7β,11β-dihydroxy-3,15,23-trioxo-5α-lanosta-8-en-26-oic acid 、 三甲基硅烷化重氮甲烷 以 甲醇 、 苯 为溶剂， 反应 0.5h， 生成 methyl (6R)-6-[(5R,7S,10S,11S,13R,14R,17R)-7,11-dihydroxy-4,4,10,13,14-pentamethyl-3,15-dioxo-2,5,6,7,11,12,16,17-octahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methyl-4-oxoheptanoate
  参考文献：
  名称：

  Ganoderic acid Df, a new triterpenoid with aldose reductase inhibitory activity from the fruiting body of Ganoderma lucidum

  摘要：

  Ganoderic acid Df, a new lanostane-type triterpenoid, was isolated from the fruiting body of Ganoderma lucidum. Its structure was characterized as 7 beta,11 beta-dihydroxy-3, 15, 23-trioxo-5 alpha-lanosta-8-en-26-oic acid by 1D- and 2D-NMR spectra. This compound exhibited potent human aldose reductase inhibitory activity, with an IC50 of 22.8 mu M in vitro. A carboxyl group of this compound's side chain is essential for eliciting inhibitory activity because its methyl ester is much less active. (C) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.fitote.2010.06.025