octahydro-3,4a-dihydroxy-4-methyl-(2aR,3R,4S,4aS,7R,7aS,7bS)-1H-2,6-dioxacyclopent[cd]inden-1-one-7-β-D-glucopyranoside | 1310823-70-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: octahydro-3,4a-dihydroxy-4-methyl-(2aR,3R,4S,4aS,7R,7aS,7bS)-1H-2,6-dioxacyclopent[cd]inden-1-one-7-β-D-glucopyranoside
• 英文别名: geleganoside A；(1S,4R,5R,6S,7S,10R,11S)-5,7-dihydroxy-6-methyl-10-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,9-dioxatricyclo[5.3.1.04,11]undecan-2-one
• CAS: 1310823-70-1
• 化学式: C₁₆H₂₄O₁₁
• 分子量: 392.36
• InChiKey: KAEREVFDKQZLLX-QKVWQSFASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3.2
• 重原子数：
  27
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  175
• 氢给体数：
  6
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  octahydro-3,4a-dihydroxy-4-methyl-(2aR,3R,4S,4aS,7R,7aS,7bS)-1H-2,6-dioxacyclopent[cd]inden-1-one-7-β-D-glucopyranoside 在 水 、 三氟乙酸 作用下， 反应 2.0h， 生成 GRIR-1
  参考文献：
  名称：

  Iridoids from leaves of Gelsemium elegans

  摘要：

  Six iridoids, geleganoids, designated A-F, and five iridoid glycosides, geleganosides A and B together with three previously reported compounds, were isolated from leaves of Gelsemium elegans. Their structures were elucidated by spectroscopic and chemical analyses. The relative configuration of geleganoid A was confirmed by X-ray crystallographic diffraction analysis, and the absolute configuration of geleganoid B was determined by a modified Mosher's method. Selected compounds were evaluated for PC12 cell neurite outgrowth activity, but they were inactive. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.phytochem.2011.03.021