乙酰杠柳寡糖C | 110764-09-5

• 物质功能分类: 生物化工 - 提取物 - 植物提取物
• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 乙酰杠柳寡糖C
• 英文名称: 2-O-acetyl-β-D-digitalopyranosyl(1->4)-β-D-cymaropyranosyl(1->4)-β-D-cymaropyranosyl(1->4)-β-D-cymaropyranosyl(1->4)-β-D-oleandronic-δ-lactone
• 英文别名: Acetyl Perisesaccharide C；[(2S,3R,4S,5S,6R)-5-hydroxy-4-methoxy-2-[(2R,3R,4S,6S)-4-methoxy-6-[(2R,3R,4S,6S)-4-methoxy-6-[(2R,3R,4S,6S)-4-methoxy-6-[(2R,3R,4R)-4-methoxy-2-methyl-6-oxooxan-3-yl]oxy-2-methyloxan-3-yl]oxy-2-methyloxan-3-yl]oxy-2-methyloxan-3-yl]oxy-6-methyloxan-3-yl] acetate
• CAS: 110764-09-5
• 化学式: C₃₇H₆₂O₁₈
• 分子量: 794.888
• InChiKey: XIRFSYHTNJWUET-UJEHNDPWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  55
• 可旋转键数：
  15
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.95
• 拓扑面积：
  193
• 氢给体数：
  1
• 氢受体数：
  18

反应信息

• 作为产物：
  描述：

  periploside C 在 盐酸 、 水 作用下， 以 四氢呋喃 为溶剂， 以39%的产率得到[(2R,3S,4R,6S)-4-hydroxy-6-[(1S)-1-[(3S,8R,9S,10R,13S,14S,17R)-17-hydroxy-3-[[(2R)-4-methoxy-2-methyl-5-oxo-2H-pyran-6-yl]oxy]-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-yl]ethoxy]-2-methyloxan-3-yl] (3R,4R,5R)-4-[(2S,4S,5R,6R)-5-[(2S,4S,5R,6R)-5-[(2S,4S,5R,6R)-5-[(2S,3R,4S,5S,6R)-3-acetyloxy-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-5-hydroxy-3-methoxyhexanoate
  参考文献：
  名称：

  Structural revision of periplocosides and periperoxides, natural immunosuppressive agents from the genus Periploca

  摘要：

  The structures of a series of peroxy function containing pregnane glycosides isolated from Periploca sepium and Periploca forrestii were revised to be orthoester group bearing ones using 2D NMR spectroscopic techniques, as well as chemical transformations and X-ray crystallographic diffraction analysis. The orthoester function appears to be an essential structural feature for immunosuppressive activity. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.phytochem.2011.07.018

文献信息

• Studies on chemical constituents of antitumor fraction from Periploca sepium. IV. Structures of new pregnane glycosides, periplocosides D,E,L, and M.
  作者：HIDEJI ITOKAWA、JUNPING XU、KOICHI TAKEYA

  DOI：10.1248/cpb.36.2084

  日期：——

  Four new pregnane glycosides and a known pregnane glycoside (named periplocoside D, E, L, M, and N, respectively), as well as a steroidal compound S-20, have been isolated from the antitumor fraction of Periploca sepium (Asclepiadaceae). Their structures were established by chemical and spectroscopic methods. S-20 was obtained from this plant for the first time.

  从 Periploca sepium（Asclepiadaceae）的抗肿瘤成分中分离出了四种新的孕烷苷和一种已知的孕烷苷（分别命名为 Periplocoside D、E、L、M 和 N），以及一种甾体化合物 S-20。通过化学和光谱方法确定了它们的结构。S-20 是首次从这种植物中获得。
• Oshima, Yoshiteru; Hirota, Toshiyuki; Hikino, Hiroshi, Heterocycles, 1987, vol. 26, # 8, p. 2093 - 2098
  作者：Oshima, Yoshiteru、Hirota, Toshiyuki、Hikino, Hiroshi

  DOI：——

  日期：——