(20S,24S)-20,24-epoxy-3β,16α-dihydroxy-24-hydroxymethyldammarane 3-O-β-D-glucopyranosyl-(1->2)-β-D-glucopyranoside | 1333141-35-7

• 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: (20S,24S)-20,24-epoxy-3β,16α-dihydroxy-24-hydroxymethyldammarane 3-O-β-D-glucopyranosyl-(1->2)-β-D-glucopyranoside
• 英文别名: operculinoside A；(2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-2-[[(3S,5R,8R,9R,10R,13R,14R,16R,17R)-16-hydroxy-17-[(2S,5S)-5-(hydroxymethyl)-2-methyl-5-propan-2-yloxolan-2-yl]-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]oxy]-6-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• CAS: 1333141-35-7
• 化学式: C₄₃H₇₄O₁₄
• 分子量: 815.052
• InChiKey: WSPSRBVXDVGFMA-LJGRZBPHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  57
• 可旋转键数：
  9
• 环数：
  7.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  228
• 氢给体数：
  9
• 氢受体数：
  14

反应信息

• 作为反应物：
  描述：

  (20S,24S)-20,24-epoxy-3β,16α-dihydroxy-24-hydroxymethyldammarane 3-O-β-D-glucopyranosyl-(1->2)-β-D-glucopyranoside 在 盐酸 、 水 作用下， 以 1,4-二氧六环 为溶剂， 反应 8.0h， 以11.5 mg的产率得到
  参考文献：
  名称：

  Bioactive Dammarane-Type Saponins from Operculina turpethum

  摘要：

  Four new dammarane-type saponins, operculinosides A-D (1-4), were isolated from the aerial parts of Operculina turpethum, of which 1 and 2 are the first two dammarane-type triterpenoids having an oxymethyl group at C-24. Their structures were determined by spectroscopic analysis and acid hydrolysis. The absolute configuration of operculinoside A (1) was confirmed by X-ray crystallography. Compounds 1 and 3 showed significant protective activities against D-galactosamine-induced toxicity in L-02 human hepatic cells.

  DOI：

  10.1021/np200274m