calysolic acid A | 1341223-57-1

• 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: calysolic acid A
• 英文别名: (11S)-11-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-3-[(2S,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyoxan-2-yl]oxy-6-methyloxan-2-yl]oxyhexadecanoic acid
• CAS: 1341223-57-1
• 化学式: C₄₆H₈₂O₂₆
• 分子量: 1051.14
• InChiKey: LFAYDIHQJMZNBA-WKQGWKGDSA-N

物化性质

• 沸点：
  1170.9±65.0 °C(Predicted)
• 密度：
  1.47±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -2.3
• 重原子数：
  72
• 可旋转键数：
  27
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.98
• 拓扑面积：
  413
• 氢给体数：
  15
• 氢受体数：
  26

反应信息

• 作为产物：
  描述：

  calysolic acid A methyl ester 在 potassium hydroxide 、 盐酸 作用下， 以 水 为溶剂， 反应 0.5h， 以8 mg的产率得到calysolic acid A
  参考文献：
  名称：

  Identification and Characterization of Component Organic and Glycosidic Acids of Crude Resin Glycoside Fraction from Calystegia soldanella

  摘要：

  碱水解Calystegia sellanella ROEM的叶、茎和根的粗树脂糖苷部分。等S<小>CHULT。 （Convolvulaceae）产生了四种新的糖苷酸，分别命名为油萼酸 A、B、C 和 D，以及一种已知的糖苷酸，苏丹酸 B，以及三种有机酸，2S-甲基丁酸、tiglic 和 2S,3S-nilic 酸。根据光谱数据和化学证据对新糖苷酸的结构进行了表征。

  DOI：

  10.1248/cpb.59.1163

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.
• Identification and Characterization of Component Organic and Glycosidic Acids of Crude Resin Glycoside Fraction from Calystegia soldanella
  作者：Ayako Takigawa、Hiroaki Setoguchi、Masafumi Okawa、Junei Kinjo、Hiroyuki Miyashita、Kazumi Yokomizo、Hitoshi Yoshimitsu、Toshihiro Nohara、Masateru Ono

  DOI：10.1248/cpb.59.1163

  日期：——

  Alkaline hydrolysis of the crude resin glycoside fraction of the leaves, stems, and roots of Calystegia soldanella ROEM. et SCHULT. (Convolvulaceae) gave four new glycosidic acids, named calysolic acids A, B, C, and D, along with one known glycosidic acid, soldanellic acid B, and three organic acids, 2S-methylbutyric, tiglic, and 2S,3S-nilic acids. The structures of the new glycosidic acids were characterized on the basis of spectroscopic data and chemical evidence.

  碱水解Calystegia sellanella ROEM的叶、茎和根的粗树脂糖苷部分。等S<小>CHULT。 （Convolvulaceae）产生了四种新的糖苷酸，分别命名为油萼酸 A、B、C 和 D，以及一种已知的糖苷酸，苏丹酸 B，以及三种有机酸，2S-甲基丁酸、tiglic 和 2S,3S-nilic 酸。根据光谱数据和化学证据对新糖苷酸的结构进行了表征。