(-)-4α-<(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)oxy>stegane | 101924-11-2

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物 - 木脂素苷
• 英文名称: (-)-4α-<(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)oxy>stegane
• 英文别名: (-)-4α-[(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)oxy]stegane；[(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-[[(9R,13R,14R)-3,4,5-trimethoxy-10-oxo-11,18,20-trioxapentacyclo[13.7.0.02,7.09,13.017,21]docosa-1(22),2,4,6,15,17(21)-hexaen-14-yl]oxy]oxan-2-yl]methyl acetate
• CAS: 101924-11-2
• 化学式: C₃₆H₄₀O₁₇
• 分子量: 744.703
• InChiKey: KGVLVUVKRHHOTN-ZFNWEOQBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.59
• 重原子数：
  53.0
• 可旋转键数：
  10.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  196.11
• 氢给体数：
  0.0
• 氢受体数：
  17.0

反应信息

• 作为反应物：
  描述：

  (-)-4α-<(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)oxy>stegane 在 zinc diacetate 、 zinc(II) chloride 作用下， 以 乙醇 为溶剂， 反应 16.0h， 生成 (-)-4α-<<4,6-O-(2-thienylmethylene)-β-D-glucopyranosyl>oxy>stegane
  参考文献：
  名称：

  Stereoselective reactions. XVII. Absolute structure-cytotoxic activity relationships of steganacin congeners and analogs

  摘要：

  The cytotoxic activities of optically pure and racemic steganacin congeners and analogues against KB cells in culture and the inhibitor activity of cilia regeneration in Tetrahymena were studied with regard to absolute and retative configurations. The stereochemical requirements of dibenzocyclooctadiene lignan lactones for activity were clarified.

  DOI：

  10.1021/jm00105a009
• 作为产物：
  描述：

  (+/-)-steganol 、 2,3,4,6-tetraacetylglucose 在 三氟化硼乙醚 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 1.0h， 以85%的产率得到(-)-4α-<(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)oxy>stegane
  参考文献：
  名称：

  Stereoselective reactions. XVII. Absolute structure-cytotoxic activity relationships of steganacin congeners and analogs

  摘要：

  The cytotoxic activities of optically pure and racemic steganacin congeners and analogues against KB cells in culture and the inhibitor activity of cilia regeneration in Tetrahymena were studied with regard to absolute and retative configurations. The stereochemical requirements of dibenzocyclooctadiene lignan lactones for activity were clarified.

  DOI：

  10.1021/jm00105a009

文献信息

• TOMIOKA, K.;ISHIGURO, T.;MIZUGUCHI, H., J. MED. CHEM., 34,(1991) N, C. 54-57
  作者：TOMIOKA, K.、ISHIGURO, T.、MIZUGUCHI, H.

  DOI：——

  日期：——