2-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)-1-hydroxy-9,10-anthraquinone | 60197-67-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 2-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)-1-hydroxy-9,10-anthraquinone
• 英文别名: 1-hydroxy-2-(tetra-O-acetyl-β-D-glucopyranosyloxy)-anthraquinone；1-Hydroxy-2-(tetra-O-acetyl-β-D-glucopyranosyloxy)-anthrachinon；2-Alizarin glucoside tetraacetate；[(2R,3R,4S,5R,6S)-3,4,5-triacetyloxy-6-(1-hydroxy-9,10-dioxoanthracen-2-yl)oxyoxan-2-yl]methyl acetate
• CAS: 60197-67-3
• 化学式: C₂₈H₂₆O₁₃
• 分子量: 570.507
• InChiKey: AJPXGUZHZNBXAK-HZRCXWLISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  41
• 可旋转键数：
  11
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  178
• 氢给体数：
  1
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  2-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)-1-hydroxy-9,10-anthraquinone 在 sodium hydroxide 、 丙酮 、 silver(l) oxide 作用下， 生成 2-hydroxy-1-methoxyanthraquinone-4′-O-methyl-2-O-β-D-glucopyranoside
  参考文献：
  名称：

  CXLIV.—葡萄糖苷的合成。第四部分 茜素苷

  摘要：

  DOI：

  10.1039/jr9300001136
• 作为产物：
  描述：

  1,2-二羟基蒽醌 、 2,3,4,6-四乙酰氧基-alpha-D-吡喃葡萄糖溴化物 在 喹啉 、 silver(l) oxide 作用下， 生成 2-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)-1-hydroxy-9,10-anthraquinone
  参考文献：
  名称：

  Zemplen; Mueller, Chemische Berichte, 1929, vol. 62, p. 2107,2112

  摘要：

  DOI：

文献信息

• Takahashi, Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1925, p. 969,982; dtsch. Ref. Nr. 525, S. 4
  作者：Takahashi

  DOI：——

  日期：——
• Synthesis of glycoside derivatives of hydroxyanthraquinone with ability to dissolve and inhibit formation of crystals of calcium oxalate. Potential compounds in kidney stone therapy
  作者：Anna Frąckowiak、Przemysław Skibiński、Wiesław Gaweł、Ewa Zaczyńska、Anna Czarny、Roman Gancarz

  DOI：10.1016/j.ejmech.2009.11.042

  日期：2010.3

  Synthesis of glycosyl derivatives of hydroxyanthraquinones (6-10) potentially useful for kidney stone therapy is presented. These compounds were analyzed as inhibitors of calcium oxalate crystals formation as well as substances with the ability of dissolving crystalline calcium oxalate. In addition, the effect of the compounds obtained on real kidney stones was analyzed by ex vivo tests. The tests on L929 and A545 cell lines have shown that the compounds obtained were not cytotoxic. (C) 2009 Elsevier Masson SAS. All rights reserved.
• Glaser; Kahler, Chemische Berichte, 1927, vol. 60, p. 1349,1351, 1355
  作者：Glaser、Kahler

  DOI：——

  日期：——
• Mueller, Chemische Berichte, 1931, vol. 64, p. 1410,1419
  作者：Mueller

  DOI：——

  日期：——