(2R,3R,4R,5S)-5-((1R)-1-Hydroxy-2-methoxy-ethyl)tetrahydrofuran-2,3,4-triol | 1932357-49-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2R,3R,4R,5S)-5-((1R)-1-Hydroxy-2-methoxy-ethyl)tetrahydrofuran-2,3,4-triol
• 英文别名: (2R,3R,4R,5S)-5-[(1R)-1-hydroxy-2-methoxyethyl]oxolane-2,3,4-triol
• CAS: 1932357-49-7
• 化学式: C₇H₁₄O₆
• 分子量: 194.185
• InChiKey: PHWCARQHDLAEAL-BNWJMWRWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.1
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  99.4
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  anthenoside E 在 盐酸 、 水 作用下， 以 甲醇 为溶剂， 反应 12.0h， 生成 (2R,3R,4R,5S)-5-((1R)-1-Hydroxy-2-methoxy-ethyl)tetrahydrofuran-2,3,4-triol
  参考文献：
  名称：

  Polyhydroxysteroidal Glycosides from the Starfish Anthenea chinensis

  摘要：

  Ten new polyhydroxysteroidal glycosides, anthenosides B-K (2-11), were isolated from the ethanol extract of the starfish Antlzenea chinensis. Their structures were elucidated by extensive spectroscopic studies and chemical evidence. The unprecedented carbohydrate chain 6-O-methyl-beta-D-galactofuranosyl-(1 -> 3)-(6-O-methyl-beta-D-galactofuranose) was present in all the compounds except compounds 10 and 11. Compounds 5, 7, a mixture of 8 and 9, and a mixture of 10 and 11 showed inhibitory activity against human tumor K-562 and BEL-7402 cells. Furthermore, the mixture of 10 and 11 also exhibited cytotoxicity against human tumor U87MG cells and promoted tubulin polymerization.

  DOI：

  10.1021/np9007188

文献信息

• Polyhydroxysteroidal Glycosides from the Starfish <i>Anthenea chinensis</i>
  作者：Ning Ma、Hai-Feng Tang、Feng Qiu、Hou-Wen Lin、Xiang-Rong Tian、Min-Na Yao

  DOI：10.1021/np9007188

  日期：2010.4.23

  Ten new polyhydroxysteroidal glycosides, anthenosides B-K (2-11), were isolated from the ethanol extract of the starfish Antlzenea chinensis. Their structures were elucidated by extensive spectroscopic studies and chemical evidence. The unprecedented carbohydrate chain 6-O-methyl-beta-D-galactofuranosyl-(1 -> 3)-(6-O-methyl-beta-D-galactofuranose) was present in all the compounds except compounds 10 and 11. Compounds 5, 7, a mixture of 8 and 9, and a mixture of 10 and 11 showed inhibitory activity against human tumor K-562 and BEL-7402 cells. Furthermore, the mixture of 10 and 11 also exhibited cytotoxicity against human tumor U87MG cells and promoted tubulin polymerization.