furan-2-carbonyl C-(6''-O-β-L-rhamnopyranosyl)-β-glucopyranoside | 1360110-47-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: furan-2-carbonyl C-(6''-O-β-L-rhamnopyranosyl)-β-glucopyranoside
• 英文别名: scleropentaside B；furan-2-yl-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]methanone
• CAS: 1360110-47-9
• 化学式: C₁₇H₂₄O₁₁
• 分子量: 404.371
• InChiKey: KAXDLRWJSRWBER-IETLUCLUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.3
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  179
• 氢给体数：
  6
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  furan-2-carbonyl C-(6''-O-β-L-rhamnopyranosyl)-β-glucopyranoside 在 盐酸 、 水 作用下， 以 1,4-二氧六环 为溶剂， 反应 5.0h， 生成 L-rhamnopyranose
  参考文献：
  名称：

  Unprecedented furan-2-carbonyl C-glycosides and phenolic diglycosides from Scleropyrum pentandrum

  摘要：

  Five unprecedented furan-2-carbonyl C-glycosides, scleropentasides A-E, and two phenolic diglycosides, 4-hydroxy-3-methoxybenzyl 4-O-beta-D-xylopyranosyl-(1 -> 6)-beta-D-glucopyranoside and 2,6-dimethoxy-p-hydroquinone 1-O-beta-D-xylopyranosyl-(1 -> 6)-beta-D-glucopyranoside, were isolated from leaves and twigs of Scleropyrum pentandrum together with potalioside B, luteolin 6-C-beta-D-glucopyranoside (isoorientin), apigenin 8-C-beta-D-glucopyranoside (vitexin), apigenin 6,8-di-C-beta-D-glucopyranoside (vicenin-2), apigenin 6-C-alpha-L-arabinopyranosyl-8-C-beta-D-glucopyranoside (isoschaftoside), apigenin 6-C-beta-D-glucopyranosyl-8-C-beta-D-xylopyranoside, adenosine and L-tryptophan. Structure elucidations of these compounds were based on analyses of chemical and spectroscopic data, including 1D and 2D NMR. In addition, the isolated compounds were evaluated for their radical scavenging activities using both DPPH and ORAC assays. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.phytochem.2011.11.001

文献信息

• Unprecedented furan-2-carbonyl C-glycosides and phenolic diglycosides from Scleropyrum pentandrum
  作者：Wannaporn Disadee、Chulabhorn Mahidol、Poolsak Sahakitpichan、Somkit Sitthimonchai、Somsak Ruchirawat、Tripetch Kanchanapoom

  DOI：10.1016/j.phytochem.2011.11.001

  日期：2012.2

  Five unprecedented furan-2-carbonyl C-glycosides, scleropentasides A-E, and two phenolic diglycosides, 4-hydroxy-3-methoxybenzyl 4-O-beta-D-xylopyranosyl-(1 -> 6)-beta-D-glucopyranoside and 2,6-dimethoxy-p-hydroquinone 1-O-beta-D-xylopyranosyl-(1 -> 6)-beta-D-glucopyranoside, were isolated from leaves and twigs of Scleropyrum pentandrum together with potalioside B, luteolin 6-C-beta-D-glucopyranoside (isoorientin), apigenin 8-C-beta-D-glucopyranoside (vitexin), apigenin 6,8-di-C-beta-D-glucopyranoside (vicenin-2), apigenin 6-C-alpha-L-arabinopyranosyl-8-C-beta-D-glucopyranoside (isoschaftoside), apigenin 6-C-beta-D-glucopyranosyl-8-C-beta-D-xylopyranoside, adenosine and L-tryptophan. Structure elucidations of these compounds were based on analyses of chemical and spectroscopic data, including 1D and 2D NMR. In addition, the isolated compounds were evaluated for their radical scavenging activities using both DPPH and ORAC assays. (C) 2011 Elsevier Ltd. All rights reserved.