3,4,5-trimethoxyphenol-1-O-[(2→1)-β-xylopyranosyl-(6→1)-α-rhamnopyranosyl]-β-glucopyranoside

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3,4,5-trimethoxyphenol-1-O-[(2→1)-β-xylopyranosyl-(6→1)-α-rhamnopyranosyl]-β-glucopyranoside
• 英文别名: simalin B；(2R,3R,4R,5R,6S)-2-[[(2R,3S,4S,5R,6S)-3,4-dihydroxy-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-6-(3,4,5-trimethoxyphenoxy)oxan-2-yl]methoxy]-6-methyloxane-3,4,5-triol
• 化学式: C₂₆H₄₀O₁₇
• 分子量: 624.593
• InChiKey: HAVANRHMXJHAGF-YHEYSDABSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3.5
• 重原子数：
  43
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  245
• 氢给体数：
  8
• 氢受体数：
  17

反应信息

• 作为反应物：
  描述：

  3,4,5-trimethoxyphenol-1-O-[(2→1)-β-xylopyranosyl-(6→1)-α-rhamnopyranosyl]-β-glucopyranoside 在 盐酸 、 水 作用下， 反应 3.0h， 生成 D-木糖 、 5-氯-2-氟三氟甲苯 、 葡萄糖
  参考文献：
  名称：

  Simalin A and B: Two new aromatic compounds from the stem bark of Bombax ceiba

  摘要：

  Five monoterpene indole alkaloids (vincosamide-6'-O-beta-D-glucopyranoside (1), vincosamide (2), strictosamide (3), strictosidine (4), and 5(S)-5-carboxystrictosidine (5)), and two monoterpene diglycosides (urceolide (6) and 4(S)-4-hydroxyurceolide (7)) were isolated from the roots of Triosteum pinnatifidum. Their structures were elucidated using various spectroscopic methods, acid hydrolysis and X-ray crystallographic analysis. Compounds 1 and 7 were new compounds, and the C-13 NMR spectroscopic data of compound 6 were reported for the first time. (C) 2013 Phytochemical Society of Europe. Published by Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.phytol.2013.09.005

文献信息

• Simalin A and B: Two new aromatic compounds from the stem bark of Bombax ceiba
  作者：Khem Raj Joshi、Hari Prasad Devkota、Shoji Yahara

  DOI：10.1016/j.phytol.2013.09.005

  日期：2014.2

  Five monoterpene indole alkaloids (vincosamide-6'-O-beta-D-glucopyranoside (1), vincosamide (2), strictosamide (3), strictosidine (4), and 5(S)-5-carboxystrictosidine (5)), and two monoterpene diglycosides (urceolide (6) and 4(S)-4-hydroxyurceolide (7)) were isolated from the roots of Triosteum pinnatifidum. Their structures were elucidated using various spectroscopic methods, acid hydrolysis and X-ray crystallographic analysis. Compounds 1 and 7 were new compounds, and the C-13 NMR spectroscopic data of compound 6 were reported for the first time. (C) 2013 Phytochemical Society of Europe. Published by Elsevier B.V. All rights reserved.