neoruscogenin 1-O-α-L-rhamnopyranosyl-(1→3)-α-L-rhamnopyranosyl-(1→2)-β-D-fucopyranoside | 1486510-49-9

• 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: neoruscogenin 1-O-α-L-rhamnopyranosyl-(1→3)-α-L-rhamnopyranosyl-(1→2)-β-D-fucopyranoside
• 英文别名: (2S,3R,4R,5R,6S)-2-[(2S,3R,4R,5S,6S)-2-[(2R,3R,4S,5R,6R)-4,5-dihydroxy-2-[(1S,2S,4S,6R,7S,8R,9S,12S,13R,14R,16R)-16-hydroxy-7,9,13-trimethyl-5'-methylidenespiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-14-yl]oxy-6-methyloxan-3-yl]oxy-3,5-dihydroxy-6-methyloxan-4-yl]oxy-6-methyloxane-3,4,5-triol
• CAS: 1486510-49-9
• 化学式: C₄₅H₇₀O₁₆
• 分子量: 867.041
• InChiKey: RNAALQBXAJSSML-BHSKQVFPSA-N

物化性质

• 密度：
  1.40±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  61
• 可旋转键数：
  6
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  236
• 氢给体数：
  8
• 氢受体数：
  16

反应信息

• 作为反应物：
  描述：

  neoruscogenin 1-O-α-L-rhamnopyranosyl-(1→3)-α-L-rhamnopyranosyl-(1→2)-β-D-fucopyranoside 在 盐酸 、 水 作用下， 以 甲醇 为溶剂， 反应 4.0h， 以0.5 mg的产率得到新鲁斯可皂苷元
  参考文献：
  名称：

  Three new neuritogenic steroidal saponins from Ophiopogon japonicus (Thunb.) Ker-Gawl

  摘要：

  Three new steroidal saponins (1-3) and a known saponin (4) were isolated from Ophiopogon japonicus (Thunb.) Ker-Gawl. Their structures were determined by spectroscopic analyses and chemical derivatization. The isolated compounds (1-4) were potent inducers of neuritogenesis on PC12 cells. Compound 1 showed the highest neuritogenic activity of 46% at 1 mu M. The study of structure-activity relationships suggests that aglycone is important for the neuritogenic activity of the compounds. Specific inhibitor experiments and Western blot analysis suggest that 1-induced neuritogenic activity depends on the activation of mitogen-activated protein kinase kinase (MEK)/extracellular signal regulated kinase (ERR) signaling pathway on PC12 cells. (C) 2013 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.steroids.2013.08.005

文献信息

• Three new neuritogenic steroidal saponins from Ophiopogon japonicus (Thunb.) Ker-Gawl
  作者：Ying Ye、Yuan Qu、Ruiqi Tang、Shining Cao、Wei Yang、Lan Xiang、Jianhua Qi

  DOI：10.1016/j.steroids.2013.08.005

  日期：2013.12

  Three new steroidal saponins (1-3) and a known saponin (4) were isolated from Ophiopogon japonicus (Thunb.) Ker-Gawl. Their structures were determined by spectroscopic analyses and chemical derivatization. The isolated compounds (1-4) were potent inducers of neuritogenesis on PC12 cells. Compound 1 showed the highest neuritogenic activity of 46% at 1 mu M. The study of structure-activity relationships suggests that aglycone is important for the neuritogenic activity of the compounds. Specific inhibitor experiments and Western blot analysis suggest that 1-induced neuritogenic activity depends on the activation of mitogen-activated protein kinase kinase (MEK)/extracellular signal regulated kinase (ERR) signaling pathway on PC12 cells. (C) 2013 Elsevier Inc. All rights reserved.