3,5,6,7,8-Pentamethoxy-1-O-primeverosylxanthone | 138680-28-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 3,5,6,7,8-Pentamethoxy-1-O-primeverosylxanthone
• 英文别名: 1,2,3,4,6-pentamethoxy-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxyxanthen-9-one
• CAS: 138680-28-1
• 化学式: C₂₉H₃₆O₁₇
• 分子量: 656.595
• InChiKey: FCXIQSVEOMBUFZ-HKQOMPPQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.4
• 重原子数：
  46
• 可旋转键数：
  10
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  231
• 氢给体数：
  6
• 氢受体数：
  17

反应信息

• 作为反应物：
  描述：

  3,5,6,7,8-Pentamethoxy-1-O-primeverosylxanthone 在 盐酸 作用下， 反应 4.0h， 生成 1-羟基-3,5,6,7,8-五甲氧基氧杂蒽酮
  参考文献：
  名称：

  Xanthones fromChironia krebsii

  摘要：

  From a dichloromethane extract of the aerial parts and from a methanolic root extract of Chironia krebsii, 11 1-hydroxyxanthones and six xanthone glycosides have been isolated. The glycosides 5-hydroxy-3-methoxy-1-O-primeverosylxanthone, 1-hydroxy-3-methoxy-5-O-primeverosylxanthone, 5-hydroxy-3-methoxy-1-O-beta-D-glucosylxanthone, 3,5,6,7,8-pentamethoxy-1-O-primeverosylxanthone are new natural products. Their structures were established by spectroscopic (UV, EIMS, D/CIMS, H-1 and C-13 NMR) and chemical methods.

  DOI：

  10.1016/0031-9422(91)80080-k

文献信息

• Xanthones in cell suspension cultures of two Centaurium species
  作者：Ludger Beerhues、Ursel Berger

  DOI：10.1016/s0031-9422(00)94825-8

  日期：1994.3

  Abstract Cell suspension cultures of Centaurium erythraea and C. littorale contain 3, 5, 6, 7, 8-pentamethoxy-1- O -primeverosylxanthone as a main constituent. The corresponding aglycone is also a prominent component in C. littorale . In both cell cultures, xanthone formation paralleled cell growth. On a dry weight basis the xanthone content reached 0.7% in C. erythraea and 0.3% in C. littorale cells.

  摘要 Centaurium erythraea 和 C. littorale 的细胞悬浮培养物含有 3, 5, 6, 7, 8-pentamethoxy-1-O-primeverosylxanthone 作为主要成分。相应的苷元也是 C. littorale 中的重要成分。在两种细胞培养物中，氧杂蒽酮的形成与细胞生长平行。以干重计，C. erythraea 中的氧杂蒽酮含量达到 0.7%，而 C. littorale 细胞中的氧杂蒽酮含量达到 0.3%。