O-半乳糖基异麦芽酚 | 82756-28-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: O-半乳糖基异麦芽酚
• 英文名称: 3-O-β-D-galactopyranosyloxy-2-furyl methyl ketone
• 英文别名: 3-O-beta-Galactosyl Isomaltol；1-[3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyfuran-2-yl]ethanone
• CAS: 82756-28-3
• 化学式: C₁₂H₁₆O₈
• 分子量: 288.254
• InChiKey: RRYYNIJTMYUJDC-KZFLBEFCSA-N

物化性质

• 熔点：
  204-205 °C
• 沸点：
  540.5±50.0 °C(Predicted)
• 密度：
  1.510±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.2
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  130
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  O-半乳糖基异麦芽酚 在 almond meal 作用下， 以 甲醇 、 水 为溶剂， 反应 104.0h， 生成 3-羟基-2-甲基-1-丙基吡啶-4-酮
  参考文献：
  名称：

  Efficient Syntheses of N-Alkyl-3-hydroxy-2-methyl-4(1H)-pyridinones From Carbohydrate Precursors

  摘要：

  N-alkyl-3-hydroxy-2-methyl-4(1H)-pyridinohes can be synthesised in reasonable yield from either 1-(3-hydroxy-2-furanyl)ethanone or O-galactosylisomaltol. Since these carbohydrate precursors can be produced from the disaccharide, alpha-D-lactose, a simple and inexpensive transformation into pyridinones is possible.

  DOI：

  10.1080/00397919908086062
• 作为产物：
  描述：

  乳糖 在 三乙胺 作用下， 以 乙醇 为溶剂， 反应 24.0h， 以37%的产率得到O-半乳糖基异麦芽酚
  参考文献：
  名称：

  Isolation of 3-O-α-d-gluco- and 3-O-β-d-galacto-pyranosyloxy-2-furyl methyl ketones from nonenzymic browning of maltose and lactose with secondary amino acids

  摘要：

  DOI：

  10.1016/0008-6215(83)88160-9

文献信息

• Amine-catalyzed transformation of enolic nonenzymic browning products, isomaltol glycopyranosides into 1,6-anhydro-β-d-hexopyranoses
  作者：James C. Goodwin

  DOI：10.1016/s0008-6215(00)90695-5

  日期：1985.11
• Novel Galactosyl Moiety-Conjugated Furylchalcones Synthesized Facilely Display Significant Regulatory Effect on Plant Growth
  作者：Xuefeng Liu、Yongjun Chen、Yunfei Deng、Ciying Xiao、Shaorong Luan、Qingchun Huang

  DOI：10.1021/acs.jafc.1c05240

  日期：2022.2.16
• Novel 2′-hydroxylfurylchalcones: synthesis and biological activity
  作者：Yunfei Deng、Yuan He、Taisong Zhan、Qingchun Huang

  DOI：10.1016/j.carres.2010.05.017

  日期：2010.9

  Twelve novel 2'-hydroxylfurylchalcones have been synthesized by Claisen-Schmidt condensation with galactosylisomaltol, a reagent prepared from lactose. The procedures are environmentally benign and economical. All the compounds are identified by IR, (1)H NMR and (13)C NMR spectroscopy and by mass spectrometry. Preliminary bioassays indicate that all the title compounds show moderately high herbicidal activities against the height and/or the fresh weight of the seedlings of cucumber, rape, amaranth, wheat, sorghum and Chinese sprangletop at 7.5 g of active ingredient per hm(2). However, the compounds exhibit weak fungicidal activities against cucumber powdery mildew, and no activities against rice blast, cucumber grey mould and cucumber downy mildew. The structure-activity relationships are discussed. The present work demonstrates that 2'-hydroxylfurylchalcones could be used as potential lead compounds for further study of novel herbicides. (C) 2010 Elsevier Ltd. All rights reserved.
• Method for enzyme activity determination characterized by the use of substrates which fluorescent properties differ from those of the converted products
  申请人：Pharmacia AB

  公开号：EP0374221B1

  公开（公告）日：1994-08-10
• ENZYME ACTIVITY DETERMINATIONS METHOD CHARACTERIZED BY THE USING OF SUBSTRATES WHOSE FLUORESCENT PROPERTIES DIFFERS THOSE OF THE CONVERTED PRODUCTS
  申请人：PHARMACIA AB

  公开号：EP0374221A1

  公开（公告）日：1990-06-27