(7R,8S)-4,7,9,3',9'-pentahydroxy-3-methoxyl-8,4'-oxyneolignan-3'-O-β-D-glucopyranoside | 1018987-05-7

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物 - 木脂素苷
• 英文名称: (7R,8S)-4,7,9,3',9'-pentahydroxy-3-methoxyl-8,4'-oxyneolignan-3'-O-β-D-glucopyranoside
• 英文别名: (7R,8S)-4,7,9,3′,9′-pentahydroxy-3-methoxy-8,4′-oxyneolignan-3′-O-β-D-glucopyranoside；(-)-(7R,8S)-4,7,9,3',9'-pentahydroxy-3-methoxy-8-4'-oxyneolignan-3'-O-β-D-glucopyranoside；(2S,3R,4S,5S,6R)-2-[2-[(1R,2S)-1,3-dihydroxy-1-(4-hydroxy-3-methoxyphenyl)propan-2-yl]oxy-5-(3-hydroxypropyl)phenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• CAS: 1018987-05-7
• 化学式: C₂₅H₃₄O₁₂
• 分子量: 526.538
• InChiKey: XFMPEFQVKDOPPT-VQCHMSJISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  37
• 可旋转键数：
  12
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  199
• 氢给体数：
  8
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  (7R,8S)-4,7,9,3',9'-pentahydroxy-3-methoxyl-8,4'-oxyneolignan-3'-O-β-D-glucopyranoside 在 β-glucosidase 作用下， 以 水 为溶剂， 以2.1 mg的产率得到(7R,8S)-3-Methoxy-8,4'-oxyneoligna-3',4,7,9,9'-pentol
  参考文献：
  名称：

  Glycosides from the Root of Iodes cirrhosa

  摘要：

  Seven new neolignan glycosides (1-7), two arylglycerol glycosides (8, 9), and 18 known glycosides have been isolated from an ethanolic extract of the root of lodes cirrhosa. Their structures including absolute configurations were determined by spectroscopic and chemical methods. Based on analysis of the NMR data of threo and erythro 8-4'-oxyneolignans and arylglycerols in different solvents, the validity of J(7,8) and Delta delta(C8-C7) values to distinguish threo and erythro derivatives was discussed. In the in vitro assays, compound 4 and liriodendrin (17) both showed activity against glutamate-induced PC12 cell damage at 10(-5) M.

  DOI：

  10.1021/np7007329