malonyl-ginsenoside Rb₁ | 88140-34-5

• 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: malonyl-ginsenoside Rb₁
• 英文别名: Malonyl-ginsenoside Rb1；3-[[(2R,3S,4S,5R,6S)-6-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[[(3S,8R,10R,12R,13R,14R)-12-hydroxy-4,4,8,10,14-pentamethyl-17-[(2S)-6-methyl-2-[(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]oxyhept-5-en-2-yl]-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]oxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-3-oxopropanoic acid
• CAS: 88140-34-5
• 化学式: C₅₇H₉₄O₂₆
• 分子量: 1195.36
• InChiKey: NTYAVUNEPXGZQJ-KFASRMKASA-N

物化性质

• 沸点：
  1208.0±65.0 °C(Predicted)
• 密度：
  1.46±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  83
• 可旋转键数：
  20
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  421
• 氢给体数：
  15
• 氢受体数：
  26

反应信息

• 作为反应物：
  描述：

  malonyl-ginsenoside Rb₁ 在 氢氧化钾 作用下， 以 甲醇 为溶剂， 反应 0.5h， 以114 mg的产率得到(3beta,12beta)-20-[(6-O-beta-D-glucopyranosyl-beta-D-glucopyranosyl)oxy]-12-hydroxydammar-24-en-3-yl 2-O-beta-D-glucopyranosyl-beta-D-glucopyranoside
  参考文献：
  名称：

  Chemical studies on crude drug processing. VI. Chemical structures of malonyl-ginsenosides Rb1, Rb2, Rc, and Rd isolated from the root of Panax ginseng C.A. Meyer.

  摘要：

  从干燥的五味子根的水溶性部分中分离出四种马洛尼基化的香豆素类三萜苷，命名为马洛尼基人参皂苷Rb1、Rb2、Rc和Rd，连同已知的人参皂苷一起。基于包括液态次级离子质谱的亚稳离子分析在内的化学和物理化学证据，已阐明马洛尼基人参皂苷Rb1、Rb2、Rc和Rd的结构分别为：3-O-[6-O-马洛尼基-β-D-葡萄糖苷(1→2)-β-D-葡萄糖苷]-20-O-[β-D-葡萄糖苷(1→6)-β-D-葡萄糖苷]-20(S)-原人参二醇；3-O-[6-O-马洛尼基-β-D-葡萄糖苷(1→2)-β-D-葡萄糖苷]-20-O-[α-L-阿拉伯糖苷(1→6)-β-D-葡萄糖苷]-20(S)-原人参二醇；3-O-[6-O-马洛尼基-β-D-葡萄糖苷(1→2)-β-D-葡萄糖苷]-20-O-[α-L-阿拉伯呋糖苷(1→6)-β-D-葡萄糖苷]-20(S)-原人参二醇；以及3-O-[6-O-马洛尼基-β-D-葡萄糖苷(1→2)-β-D-葡萄糖苷]-20-O-[β-D-葡萄糖苷]-20(S)-原人参二醇。

  DOI：

  10.1248/cpb.37.2961

文献信息

• Chemical studies on crude drug processing. VI. Chemical structures of malonyl-ginsenosides Rb1, Rb2, Rc, and Rd isolated from the root of Panax ginseng C.A. Meyer.
  作者：Isao KITAGAWA、Toshio TANIYAMA、Masayuki YOSHIKAWA、Yuji IKENISHI、Yuzo NAKAGAWA

  DOI：10.1248/cpb.37.2961

  日期：——

  Four malonylated dammarane-type triterpene oligoglycosides, named malonyl-ginsenosides Rb1, Rb2, Rc, and Rd, were isolated from the water-soluble portion of the dried root of Panax ginseng C. A. MEYER (Araliaceae), together with previously known ginsenosides. On the basis of chemical and physicochemical evidence including metastable ion analysis of liquid secondary ion mass spectra, the structures of malonyl-ginsenosides Rb1, Rb2, Rc, and Rd have been elucidated as 3-O-[6-O-malonyl-β-D-glucopyranosyl(1→2)-β-D-glucopyranosyl]-20-O-[β-D-glucopyranosyl(1→6)-β-D-glucopyranosyl]-20(S)-protopanaxadiol, 3-O-[6-O-malonyl-β-D-glucopyranosyl(1→2)-β-D-glucopyranosyl]-20-O-[α-L-arabinopyranosyl(1→6)-β-D-glucopyranosyl]-20(S)-protopanaxadiol, 3-O-[6-O-malonyl-β-D-glucopyranosyl(1→2)-β-D-glucopyranosyl]-20-O-[α-L-arabinofuranosyl(1→6)-β-D-glucopyranosyl]-20(S)-protopanaxadiol, and 3-O-[6-O-malonyl-β-D-glucopyranosyl(1→2)-β-D-glucopyranosyl]-20-O-[β-D-glucopyranosyl]-20(S)-protopanaxadiol, respectively.

  从干燥的五味子根的水溶性部分中分离出四种马洛尼基化的香豆素类三萜苷，命名为马洛尼基人参皂苷Rb1、Rb2、Rc和Rd，连同已知的人参皂苷一起。基于包括液态次级离子质谱的亚稳离子分析在内的化学和物理化学证据，已阐明马洛尼基人参皂苷Rb1、Rb2、Rc和Rd的结构分别为：3-O-[6-O-马洛尼基-β-D-葡萄糖苷(1→2)-β-D-葡萄糖苷]-20-O-[β-D-葡萄糖苷(1→6)-β-D-葡萄糖苷]-20(S)-原人参二醇；3-O-[6-O-马洛尼基-β-D-葡萄糖苷(1→2)-β-D-葡萄糖苷]-20-O-[α-L-阿拉伯糖苷(1→6)-β-D-葡萄糖苷]-20(S)-原人参二醇；3-O-[6-O-马洛尼基-β-D-葡萄糖苷(1→2)-β-D-葡萄糖苷]-20-O-[α-L-阿拉伯呋糖苷(1→6)-β-D-葡萄糖苷]-20(S)-原人参二醇；以及3-O-[6-O-马洛尼基-β-D-葡萄糖苷(1→2)-β-D-葡萄糖苷]-20-O-[β-D-葡萄糖苷]-20(S)-原人参二醇。