6-O-(trans-caffeoyl)-D-glucopyranose

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: 6-O-(trans-caffeoyl)-D-glucopyranose
• 英文别名: 6-O-trans-caffeoyl-D-glucopyranose；6-O-(E)-caffeoyl-D-glucopyranose；6-O-caffeoyl-β-D-glucose；6-O-caffeoyl-D-glucopyranoside；6-O-caffeoyl-D-glucopyranose；6-mono-O-caffeoylglucose；6-O-(E)-Caffeoylglucopyranose；[(2R,3S,4S,5R)-3,4,5,6-tetrahydroxyoxan-2-yl]methyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
• 化学式: C₁₅H₁₈O₉
• 分子量: 342.303
• InChiKey: JVVFTHAOTNXPOZ-SSLCBRODSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  157
• 氢给体数：
  6
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  6-O-(trans-caffeoyl)-D-glucopyranose 生成 D-葡萄糖
  参考文献：
  名称：

  SHIMOMURA, HIROKO;SASHIDA, YUTAKA;ADACHI, TOKUO, PHYTOCHEMISTRY, 27,(1988) N 2, 641-644

  摘要：

  DOI：
• 作为产物：
  描述：

  [(2R,3S,4S,5R,6S)-6-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-2-[7-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromenylium-3-yl]oxy-6-(hydroxymethyl)oxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-[3-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enoate;chloride 生成 6-O-(trans-caffeoyl)-D-glucopyranose
  参考文献：
  名称：

  LU, TING SEN;SAITO, NORIO;YOKOI, MASATO;SHIGIHARA, ATSUSHI;HONDA, TOSHIO, PHYTOCHEMISTRY, 30,(1991) N, C. 2387-2390

  摘要：

  DOI：

文献信息

• Phenolic glucosides from Prunus grayana
  作者：Hiroko Shimomura、Yutaka Sashida、Tokuo Adachi

  DOI：10.1016/s0031-9422(00)81521-6

  日期：1986.12

  phenylpropanoid glucoside, 2-(4-hydroxyphenyl)-ethyl-(6- O -caffeoyl)-β- D -glucopyranoside and a new bitter tannin-related compound, 3,4,5-trimethoxybenzoyl-β- D -glucopyranoside, have been isolated together with known compounds, 2-(3,4-dihydroxyphenyl)-ethyl-(6- O -caffeoyl)-β- D -glucopyranoside, 2-(3,4-dihydroxyphenyl)-ethyl-β- D -glucopyranoside and 6- O -caffeoyl- D -glucopyranose, from the bark of

  摘要 一种新的苦味苯丙素糖苷 2-(4-羟基苯基)-乙基-(6-O-咖啡酰)-β-D-吡喃葡萄糖苷和一种新的苦味单宁相关化合物 3,4,5-三甲氧基苯甲酰-β-D -吡喃葡萄糖苷，已与已知化合物一起分离，2-(3,4-二羟基苯基)-乙基-(6-O-咖啡酰)-β-D-吡喃葡萄糖苷，2-(3,4-二羟基苯基)-乙基-β - D-吡喃葡萄糖苷和 6-O-咖啡酰-D-吡喃葡萄糖，来自 Prunus grayana 的树皮。这些化合物的结构是在光谱研究和化学证据的基础上确定的。
• Caffeoyl sugar esters and an ellagitannin from Rubus sanctus
  作者：Sahar A.M Hussein、Nahla A Ayoub、Mahmoud A.M Nawwar

  DOI：10.1016/s0031-9422(03)00331-5

  日期：2003.8

  The new natural caffeoyl esters, 3,6-di-O-caffeoyl-(alpha/beta)-glucose and 1-O-caffeoyl-beta-xylose, together with the hitherto unknown natural tannin, 2,3-O-hexahydroxydiphenoyl-4,6-O-sanguisorboyl-(alpha/beta)-glucose, have been isolated from the aqueous alcohol aerial part extract of Rubus sanctus. Establishment of all structures was based on the chemical and spectral evidence, including ESI-MS and 2D NMR. (C) 2003 Elsevier Ltd. All rights reserved.
• Ali, A. A.; Abdallah, O. M.; Ramadan, M. A., Pharmazie, 1989, vol. 44, # 10, p. 734 - 735
  作者：Ali, A. A.、Abdallah, O. M.、Ramadan, M. A.、Hafiz, M. A. Abdel

  DOI：——

  日期：——
• LU, TING SEN;SAITO, NORIO;YOKOI, MASATO;SHIGIHARA, ATSUSHI;HONDA, TOSHIO, PHYTOCHEMISTRY, 30,(1991) N, C. 2387-2390
  作者：LU, TING SEN、SAITO, NORIO、YOKOI, MASATO、SHIGIHARA, ATSUSHI、HONDA, TOSHIO

  DOI：——

  日期：——
• SHIMOMURA, HIROKO;SASHIDA, YUTAKA;ADACHI, TOKUO, PHYTOCHEMISTRY, 27,(1988) N 2, 641-644
  作者：SHIMOMURA, HIROKO、SASHIDA, YUTAKA、ADACHI, TOKUO

  DOI：——

  日期：——