calysolin III | 1341223-49-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 糖脂
• 英文名称: calysolin III
• 英文别名: [(2S,3R,4S,5S,6S)-2-[[(1S,3S,4R,5R,7S,9R,10S,11S,12R,14R,16S,28R,29S,30S,31R,33R,36R,37R,38R,39R,41R)-4,10,11,29,30,39-hexahydroxy-5,31-bis(hydroxymethyl)-12-methyl-37,38-bis[[(2S)-2-methylbutanoyl]oxy]-26-oxo-16-pentyl-2,6,8,13,15,27,32,34,40-nonaoxapentacyclo[34.3.1.13,7.09,14.028,33]hentetracontan-41-yl]oxy]-3-hydroxy-6-methyl-5-[(E)-2-methylbut-2-enoyl]oxyoxan-4-yl] (2S,3S)-3-hydroxy-2-methylbutanoate
• CAS: 1341223-49-1
• 化学式: C₆₆H₁₁₀O₃₀
• 分子量: 1383.58
• InChiKey: OBFQLSAPCYUFRB-CXKBSNDASA-N

物化性质

• 熔点：
  140-145 °C
• 沸点：
  1255.9±65.0 °C(Predicted)
• 密度：
  1.33±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  96
• 可旋转键数：
  23
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  426
• 氢给体数：
  10
• 氢受体数：
  30

反应信息

• 作为反应物：
  描述：

  calysolin III 在 potassium hydroxide 、 盐酸 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 1.0h， 生成 惕格酸 、 (S)-(+)-2-甲基丁酸 、 calysolic acid A 、 methyl (2S,3S)-3-hydroxy-2-methylbutanoate
  参考文献：
  名称：

  Calysolins I–IV, Resin Glycosides from Calystegia soldanella

  摘要：

  Four new resin glycosides having intramolecular cyclic ester structures (jalapins), named calysolins I-IV (1-4), were isolated from the methanol extract of leaves, stems, and roots of Calystegia soldanella, along with one known jalapin (5) derivative. The structures of 1-4 were determined on the basis of spectroscopic data and chemical evidence. They fall into two types, one having a 22-membered ring (1 and 4) and the other with a 27-membered ring (2 and 3). The sugar moieties of 1-4 were partially acylated by some organic acids. Compound 4 is the first example of a hexaglycoside of jalapin.

  DOI：

  10.1021/np2006378

文献信息

• Calysolins I–IV, Resin Glycosides from Calystegia soldanella
  作者：Ayako Takigawa、Haruka Muto、Kiyotaka Kabata、Masafumi Okawa、Junei Kinjo、Hitoshi Yoshimitsu、Toshihiro Nohara、Masateru Ono

  DOI：10.1021/np2006378

  日期：2011.11.28

  Four new resin glycosides having intramolecular cyclic ester structures (jalapins), named calysolins I-IV (1-4), were isolated from the methanol extract of leaves, stems, and roots of Calystegia soldanella, along with one known jalapin (5) derivative. The structures of 1-4 were determined on the basis of spectroscopic data and chemical evidence. They fall into two types, one having a 22-membered ring (1 and 4) and the other with a 27-membered ring (2 and 3). The sugar moieties of 1-4 were partially acylated by some organic acids. Compound 4 is the first example of a hexaglycoside of jalapin.