(20R)-12β,20,25-trihydroxydammarane-3β-yl butyrate | 1400694-54-3

• 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: (20R)-12β,20,25-trihydroxydammarane-3β-yl butyrate
• 英文别名: [(3S,5R,8R,9R,10R,12R,13R,14R,17S)-17-[(2R)-2,6-dihydroxy-6-methylheptan-2-yl]-12-hydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] butanoate
• CAS: 1400694-54-3
• 化学式: C₃₄H₆₀O₅
• 分子量: 548.847
• InChiKey: CDHSGZHNUPZSHE-OQBSHAQLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.3
• 重原子数：
  39
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.97
• 拓扑面积：
  87
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  25(R)-羟基原人参二醇 、 丁酸 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以30%的产率得到(20R)-12β,20,25-trihydroxydammarane-3β-yl butyrate
  参考文献：
  名称：

  Semi-synthesis and anti-tumor evaluation of novel 25-hydroxyprotopanaxadiol derivatives

  摘要：

  30 novel compounds have been synthesized from 25-hydroxyprotopanaxadiol (25-OH PPD) and their in vitro anti-tumor activities were tested on three cancer cell lines and one normal cell line (IOSE144) by standard MTT assay. The results showed that compound 27 exhibited the best anti-tumor activity in the in vitro assays. Compounds 1, 2, 16, 17, 18, 27, 28 and 29 have better anti-tumor activities against MCF-7 and A549 cancer cell lines than 25-OH PPD, together with low toxicity in the normal cell. The results may provide useful data for researching and developing new antitumor agents. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.07.012