cynanotoside C | 1452405-94-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: cynanotoside C
• 英文别名: (3S,8S,9R,10R,12R,13R,14R,17S)-17-[(1S)-1-hydroxyethyl]-3-[(2R,4S,5S,6R)-4-hydroxy-5-[(2S,4S,5R,6S)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-1,2,3,4,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthrene-8,12,14,17-tetrol
• CAS: 1452405-94-5
• 化学式: C₃₄H₅₆O₁₂
• 分子量: 656.811
• InChiKey: YPAOIHJNCPARQS-BGBFZCNVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  46
• 可旋转键数：
  6
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  188
• 氢给体数：
  7
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  cynanotoside C 在 cynanotoside B 、 水 作用下， 以 甲醇 为溶剂， 反应 2.0h， 生成 β-D-digitoxopyranose 、 α-L-diginopyranose
  参考文献：
  名称：

  Neuroprotective polyhydroxypregnane glycosides from Cynanchum otophyllum

  摘要：

  Five new polyhydroxypregnane glycosides, namely cynanotosides A-E (1-5), together with two known analogues, deacetylmetaplexigenin (6) and cynotophylloside H (7), were isolated from the roots of Cynanchum otophyllum. Their structures were established by spectroscopic methods and acid hydrolysis. The neuroprotective effects of compounds 1-7 against glutamate-, hydrogen peroxide-, and homocysteic acid (HCA)-induced cell death were tested by MTT assay in a hippocampal neuronal cell line HT22. Compounds 1, 2, and 7 exhibited protective activity against HCA-induced cell death in a dose-dependent manner ranging from 1 to 30 mu M, which may explain the Traditional Chinese Medicine (TCM) use of this plant for the treatment of epilepsy. (C) 2013 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.steroids.2013.06.007

文献信息

• Neuroprotective polyhydroxypregnane glycosides from Cynanchum otophyllum
  作者：Zhi-Min Zhao、Zhang-Hua Sun、Mei-Hui Chen、Qiong Liao、Ming Tan、Xin-Wen Zhang、Han-Dong Zhu、Rong-Biao Pi、Sheng Yin

  DOI：10.1016/j.steroids.2013.06.007

  日期：2013.10

  Five new polyhydroxypregnane glycosides, namely cynanotosides A-E (1-5), together with two known analogues, deacetylmetaplexigenin (6) and cynotophylloside H (7), were isolated from the roots of Cynanchum otophyllum. Their structures were established by spectroscopic methods and acid hydrolysis. The neuroprotective effects of compounds 1-7 against glutamate-, hydrogen peroxide-, and homocysteic acid (HCA)-induced cell death were tested by MTT assay in a hippocampal neuronal cell line HT22. Compounds 1, 2, and 7 exhibited protective activity against HCA-induced cell death in a dose-dependent manner ranging from 1 to 30 mu M, which may explain the Traditional Chinese Medicine (TCM) use of this plant for the treatment of epilepsy. (C) 2013 Elsevier Inc. All rights reserved.