oxyglutinosone 3-O-β-D-glucopyranoside | 1702365-67-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: oxyglutinosone 3-O-β-D-glucopyranoside
• 英文别名: nicotabacoside F；Nicotabacoside F；(3R,4R,4aR,6R)-4a-hydroxy-4-methyl-6-prop-1-en-2-yl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4,5,6,7,8-hexahydronaphthalen-2-one
• CAS: 1702365-67-0
• 化学式: C₂₀H₃₀O₈
• 分子量: 398.453
• InChiKey: FKVDADWHDHZEES-PLGKXUILSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  137
• 氢给体数：
  5
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  oxyglutinosone 3-O-β-D-glucopyranoside 在 盐酸 、 水 作用下， 以 甲醇 为溶剂， 反应 2.0h， 生成 葡萄糖
  参考文献：
  名称：

  Noreudesmane sesquiterpenoids from the leaves of Nicotiana tabacum

  摘要：

  Six new 14-noreudesmane sesquiterpenoids, nicotabacosides A-F (1-6), along with five known sesquiterpenoids (7-11), were isolated from the leaves of Nicotiana tabacum. The structures of compounds 1-6 were elucidated as isorishitin 3-O-beta-D-glucopyranoside (1), rishitin 3-O-beta-D-glucopyranoside (2), rishitin 2-O-beta-D-glucopyranoside (3), 1, 6-dehydro-rishitin 3-O-beta-D-glucopyranoside (4), 2-hydroxyl-ligudentato 3-O-beta-D-glucopyranoside (5) and oxyglutinosone 3-O-beta-D-glucopyranoside (6) based on extensive spectroscopic analyses (HRESIMS, UV, IR, 1D and 2D NMR). Their absolute configurations were determined by X-ray single-crystal diffraction and comparison of their electronic circular dichroism (ECD) spectra. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.fitote.2014.04.010

文献信息

• Noreudesmane sesquiterpenoids from the leaves of Nicotiana tabacum
  作者：Cai-Yan Yang、Chang-An Geng、Xiao-Yan Huang、Hao Wang、Hong-Bo Xu、Wen-Juan Liang、Yun-Bao Ma、Xue-Mei Zhang、Jun Zhou、Ji-Jun Chen

  DOI：10.1016/j.fitote.2014.04.010

  日期：2014.7

  Six new 14-noreudesmane sesquiterpenoids, nicotabacosides A-F (1-6), along with five known sesquiterpenoids (7-11), were isolated from the leaves of Nicotiana tabacum. The structures of compounds 1-6 were elucidated as isorishitin 3-O-beta-D-glucopyranoside (1), rishitin 3-O-beta-D-glucopyranoside (2), rishitin 2-O-beta-D-glucopyranoside (3), 1, 6-dehydro-rishitin 3-O-beta-D-glucopyranoside (4), 2-hydroxyl-ligudentato 3-O-beta-D-glucopyranoside (5) and oxyglutinosone 3-O-beta-D-glucopyranoside (6) based on extensive spectroscopic analyses (HRESIMS, UV, IR, 1D and 2D NMR). Their absolute configurations were determined by X-ray single-crystal diffraction and comparison of their electronic circular dichroism (ECD) spectra. (C) 2014 Elsevier B.V. All rights reserved.