gallic acid 3-O-β-D-glucopyranoside | 91984-84-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 单宁
• 英文名称: gallic acid 3-O-β-D-glucopyranoside
• 英文别名: gallic acid 3-O-β-D-glucoside；3-(beta-D-Glucopyranosyloxy)-4,5-dihydroxybenzoic acid；3,4-dihydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybenzoic acid
• CAS: 91984-84-8
• 化学式: C₁₃H₁₆O₁₀
• 分子量: 332.264
• InChiKey: XRCRYNCPNYQMOB-JEUROIALSA-N

物化性质

• 沸点：
  718.4±60.0 °C(Predicted)
• 密度：
  1.787±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.7
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  177
• 氢给体数：
  7
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  gallic acid 3-O-β-D-(6'-O-galloyl)-glucopyranoside 在 单宁酶 作用下， 以 水 为溶剂， 反应 0.17h， 生成 gallic acid 3-O-β-D-glucopyranoside
  参考文献：
  名称：

  Nonaka, Gen-Ichiro; Nishioka, Itsuo, Chemical and pharmaceutical bulletin, 1983, vol. 31, # 5, p. 1652 - 1658

  摘要：

  DOI：

文献信息

• 10.1007/s11172-024-4261-3
  作者：Yashunsky、Egorov、Nifantiev

  DOI：10.1007/s11172-024-4261-3

  日期：——

  Substituted β-glucosides of gallic acid and resorcinol, occurring naturally in trace amounts, as well as their O-gallates, which are of interest as covalent blockers of the main protease of the SARS-CoV-2 virus, were synthesized.

  合成了天然存在的痕量的没食子酸和间苯二酚的取代 β-葡萄糖苷，以及它们的 O-没食子酸酯，它们可作为 SARS-CoV-2 病毒主要蛋白酶的共价阻断剂。
• Synthesis of antioxidative and anti-inflammatory drugs glucoconjugates
  作者：Rainer K. Uhrig、Martin A. Picard、Konrad Beyreuther、Manfred Wiessler

  DOI：10.1016/s0008-6215(99)00311-0

  日期：2000.3

  Glucoconjugates of (+/-)-ibuprofen, (+/-)-alpha-tocopherol (vitamin E), gentisic acid, gallic acid, 2,6-bis(tert-butyl)-4-thiophenol, and N-acetyl-L-cysteine were prepared with the objective of increasing the bioavailability of such antioxidant and anti-inflammatory drugs. The O-glucosides were synthesized using benzylated alpha-D-glucopyranosyl trichloracetimidate as glycosyl donor. For the synthesis of the S-glucosides, the glycosyl donor 1,2,3,4,6-penta-O-acetyl-beta-D-glucopyranose provided higher yields than the corresponding O-acetylated imidate. (C) 2000 Elsevier Science Ltd. All rights reserved.
• Glucosylation of phenolics by hairy root cultures of Lobelia sessilifolia
  作者：Michiko Yamanaka、Koichiro Shimomura、Kazuo Sasaki、Kunitoshi Yoshihira、Kanji Ishimaru

  DOI：10.1016/0031-9422(95)00456-h

  日期：1995.11

  Two new glucosides, (-)-epiafzelechin 7-O-beta-D-glucopyranoside and protocatechuic acid 3-O-beta-D-glucopyranoside were isolated from hairy roots of Lobelia sessilifolia after cultivation with (-)-epicatechin or protocatechuic acid, respectively.
• Nonaka, Gen-Ichiro; Nishioka, Itsuo, Chemical and pharmaceutical bulletin, 1983, vol. 31, # 5, p. 1652 - 1658
  作者：Nonaka, Gen-Ichiro、Nishioka, Itsuo

  DOI：——

  日期：——