2,6-dihydroxy-biphenyl-3-ol-β-D-glucoside | 1034018-29-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,6-dihydroxy-biphenyl-3-ol-β-D-glucoside
• 英文别名: (2S,3R,4S,5S,6R)-2-(2,4-dihydroxy-3-phenylphenoxy)-6-(hydroxymethyl)oxane-3,4,5-triol
• CAS: 1034018-29-5
• 化学式: C₁₈H₂₀O₈
• 分子量: 364.352
• InChiKey: ADHHQOOPJDGEOH-SOGIYBJLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  140
• 氢给体数：
  6
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  在 甲醇 、 氢氧化钾 作用下， 反应 1.0h， 以33 mg的产率得到2,6-dihydroxy-biphenyl-3-ol-β-D-glucoside
  参考文献：
  名称：

  Active core structure of terfestatin A, a new specific inhibitor of auxin signaling

  摘要：

  The auxins, plant hormones, regulate many aspects of the growth and development of plants. Terfestatin A (TrfA), a novel auxin signaling inhibitor, was identified in a screen of Streptomyces sp. F40 extracts for inhibition of the expression of an auxin-inducible gene. However, the mode of action of TrfA has not been elucidated. To identify the active core structure, 25 derivatives of TrfA were synthesized and their inhibitory activities against auxin-inducible gene expression were evaluated. The structure activity relationships revealed the essential active core structure of TrfA, 3-butoxy-4-methylbiphenyl-2,6-diol, which will lead to the design of biotin-tagged active TrfA. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.02.085