10,11-bis(N-(D-tetrahydro-2,4,5-triacetoxy-6-(acetoxymethyl)-2H-pyran-3-yl)carbamoylethyl)-1,3,4,6,8,13-hexahydroxyphenanthro[1,10,9,8-opqra]perylene-7,14-dione | 1158857-05-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 10,11-bis(N-(D-tetrahydro-2,4,5-triacetoxy-6-(acetoxymethyl)-2H-pyran-3-yl)carbamoylethyl)-1,3,4,6,8,13-hexahydroxyphenanthro[1,10,9,8-opqra]perylene-7,14-dione
• 英文别名: [(2R,3S,4R,5R,6S)-3,4,6-triacetyloxy-5-[3-[7,11,13,16,18,22-hexahydroxy-9,20-dioxo-24-[3-oxo-3-[[(2S,3R,4R,5S,6R)-2,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-3-yl]amino]propyl]-5-octacyclo[13.11.1.12,10.03,8.04,25.019,27.021,26.014,28]octacosa-1(26),2,4(25),5,7,10,12,14(28),15(27),16,18,21,23-tridecaenyl]propanoylamino]oxan-2-yl]methyl acetate
• CAS: 1158857-05-6
• 化学式: C₆₂H₅₈N₂O₂₈
• 分子量: 1279.14
• InChiKey: IUUFWSZXBITESI-KTHOVJPFSA-N

物化性质

• 熔点：
  >350 °C

计算性质

• 辛醇/水分配系数(LogP)：
  2.73
• 重原子数：
  92.0
• 可旋转键数：
  18.0
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  442.58
• 氢给体数：
  8.0
• 氢受体数：
  28.0

反应信息

• 作为产物：
  描述：

  10,11-bis(carboxyethyl)-1,3,4,6,8,13-hexahydroxyphenanthro[1,10,9,8-opqra]perylene-7,14-dione 、 1,3,4,6-四-O-乙酰基-2-氨基-2-脱氧-Β-D-葡萄糖盐酸盐 在 三乙胺 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 为溶剂， 反应 23.5h， 以66%的产率得到10,11-bis(N-(D-tetrahydro-2,4,5-triacetoxy-6-(acetoxymethyl)-2H-pyran-3-yl)carbamoylethyl)-1,3,4,6,8,13-hexahydroxyphenanthro[1,10,9,8-opqra]perylene-7,14-dione
  参考文献：
  名称：

  A carbohydrate-linked hypericinic photosensitizing agent

  摘要：

  With respect to an enhanced solubility under physiological conditions, a carbohydrate-containing hypericin-based second-generation photosensitizer was prepared. Its photochemical properties were tested by means of the light-sensitized destruction of bilirubin IX alpha to be even better than those of the parent compound hypericin. Investigations on binding-interactions with DNA showed promising results as well.

  DOI：

  10.1007/s00706-008-0928-y