[(2R)-3-(3,4-dimethoxyphenyl)-1-methoxy-1-oxopropan-2-yl] (2R,3R)-2-(3,4-dimethoxyphenyl)-4-[(E)-3-[(2R)-3-(3,4-dimethoxyphenyl)-1-methoxy-1-oxopropan-2-yl]oxy-3-oxoprop-1-enyl]-7-methoxy-2,3-dihydro-1-benzofuran-3-carboxylate | 115939-26-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 2-芳基苯并呋喃类黄酮
• 英文名称: [(2R)-3-(3,4-dimethoxyphenyl)-1-methoxy-1-oxopropan-2-yl] (2R,3R)-2-(3,4-dimethoxyphenyl)-4-[(E)-3-[(2R)-3-(3,4-dimethoxyphenyl)-1-methoxy-1-oxopropan-2-yl]oxy-3-oxoprop-1-enyl]-7-methoxy-2,3-dihydro-1-benzofuran-3-carboxylate
• CAS: 115939-26-9
• 化学式: C₄₅H₄₈O₁₆
• 分子量: 844.867
• InChiKey: DEDSSEIFXDMRQO-YMSOXLNNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.63
• 重原子数：
  61.0
• 可旋转键数：
  19.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  179.04
• 氢给体数：
  0.0
• 氢受体数：
  16.0

反应信息

• 作为反应物：
  描述：

  [(2R)-3-(3,4-dimethoxyphenyl)-1-methoxy-1-oxopropan-2-yl] (2R,3R)-2-(3,4-dimethoxyphenyl)-4-[(E)-3-[(2R)-3-(3,4-dimethoxyphenyl)-1-methoxy-1-oxopropan-2-yl]oxy-3-oxoprop-1-enyl]-7-methoxy-2,3-dihydro-1-benzofuran-3-carboxylate 生成 (E)-2-[6-[(E)-2-carboxyethenyl]-2-hydroxy-3-methoxyphenyl]-3-(3,4-dimethoxyphenyl)prop-2-enoic acid
  参考文献：
  名称：

  AI, CHUN-BO;LI, LIAN-NIANG, J. NATUR. PROD., 51,(1988) N 1, 145-149

  摘要：

  DOI：
• 作为产物：
  描述：

  salvianolic acid B 、 硫酸二甲酯 生成 [(2R)-3-(3,4-dimethoxyphenyl)-1-methoxy-1-oxopropan-2-yl] (2R,3R)-2-(3,4-dimethoxyphenyl)-4-[(E)-3-[(2R)-3-(3,4-dimethoxyphenyl)-1-methoxy-1-oxopropan-2-yl]oxy-3-oxoprop-1-enyl]-7-methoxy-2,3-dihydro-1-benzofuran-3-carboxylate
  参考文献：
  名称：

  AI, CHUN-BO;LI, LIAN-NIANG, J. NATUR. PROD., 51,(1988) N 1, 145-149

  摘要：

  DOI：

文献信息

• Improving the NQO1-Inducing Activities of Phenolic Acids from Radix Salvia miltiorrhiza: a Methylation Strategy
  作者：Xiaoyu Zhang、Zhihang Song、Jinzhong Xu、Zhongjun Ma

  DOI：10.1111/j.1747-0285.2011.01171.x

  日期：2011.10

  NAD(P)H: quinone oxidoreductase1 (NQO1) is an important detoxification enzyme that can protect mammalian cells against toxic quinones and reduce the risk of tumorigenesis. In this study, it was found that salvianolic acid B (SaB), lithospermic acid (LA), and rosmarinic acid (RA), three main hydrophilic constituents in Danshen, conjugated with glutathione (GSH) easily in vitro but exhibited no NQO1‐inducing activities in Hepa 1c1c7 cells, which might attribute to their poor absorptions. After a simple methylation strategy that aimed at improving the liposolubility, both the NQO1‐inducing activities and the absorptions in cells of the phenolic acids improved obviously, without losing the GSH‐conjugating abilities. The concentration to double the specific activity of NQ01 values of methylated products of lithospermic acid and rosmarinic acid were 17.86 ± 2.34 μg/mL and 11.97 ± 0.60 μg/mL, respectively. The findings indicated that methylation is an effective strategy to improve the NQO1‐inducing activities of phenolic acids in Danshen.