(2R,3R,4R,4aS,12aS)-9-ethyl-2-hydroxymethyl-3,4,7,10-tetrahydroxy-3,4,4a,12a-tetrahydro-2H-1,5-dioxa-12-thianaphthacene-6,11-dione | 1208123-46-9

• 分子结构分类: 有机化合物 - 苯类化合物
• 英文名称: (2R,3R,4R,4aS,12aS)-9-ethyl-2-hydroxymethyl-3,4,7,10-tetrahydroxy-3,4,4a,12a-tetrahydro-2H-1,5-dioxa-12-thianaphthacene-6,11-dione
• CAS: 1208123-46-9
• 化学式: C₁₈H₁₈O₉S
• 分子量: 410.402
• InChiKey: KPUQOFUBITVRGK-WIDNOBOSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.18
• 重原子数：
  28.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  153.75
• 氢给体数：
  5.0
• 氢受体数：
  10.0

反应信息

• 作为产物：
  描述：

  6-ethyl-5,8-dihydroxy-2,3-bis(tetra-O-acetyl-β-D-glucopyranosylsulfanyl)-1,4-dihydronaphthalene-1,4-dione 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 1.0h， 生成 (2R,3R,4R,4aS,12aS)-9-ethyl-2-hydroxymethyl-3,4,7,10-tetrahydroxy-3,4,4a,12a-tetrahydro-2H-1,5-dioxa-12-thianaphthacene-6,11-dione 、 (2R,3R,4R,4aS,12aS)-8-ethyl-2-hydroxymethyl-3,4,7,10-tetrahydroxy-3,4,4a,12a-tetrahydro-2H-1,5-dioxa-12-thianaphthacene-6,11-dione 、 6-ethyl-2-(β-D-glucopyranosylsulfanyl)-5,8-dihydroxy-3-methoxy-1,4-dihydronaphthalene-1,4-dione 、 6-ethyl-3-(β-D-glucopyranosylsulfanyl)-5,8-dihydroxy-2-methoxy-1,4-dihydronaphthalene-1,4-dione 、 6-ethyl-5,8-dihydroxy-2-methoxy-3-(tetra-O-acetyl-β-D-glucopyranosylsulfanyl)-1,4-dihydronaphthalene-1,4-dione 、 6-ethyl-5,8-dihydroxy-3-methoxy-2-(tetra-O-acetyl-β-D-glucopyranosylsulfanyl)-1,4-dihydronaphthalene-1,4-dione
  参考文献：
  名称：

  Synthesis and properties of water-soluble 5,8-dihydroxy-1,4-naphthoquinone thioglucosides structurally related to echinochrome

  摘要：

  Acetylated hydroxynaphthazarin di- and trithioglucosides structurally related to echinochrome were synthesized. Their deacetylation by the action of sodium methoxide in methanol and the effect of hydroxy groups on this process were studied. Water-soluble echinochrome thioglucosides were synthesized for the first time.

  DOI：

  10.1134/s1070428009100091