Cinnamic acid, 3,4-dihydroxy-, (-)-1-carboxy-3,4,5-trihydroxycyclohexyl ester | 1241-87-8

• 物质功能分类: 生物化工 - 提取物 - 植物提取物
• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Cinnamic acid, 3,4-dihydroxy-, (-)-1-carboxy-3,4,5-trihydroxycyclohexyl ester
• 英文别名: 1-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-3,4,5-trihydroxycyclohexane-1-carboxylic acid
• CAS: 1241-87-8
• 化学式: C₁₆H₁₈O₉
• 分子量: 354.31
• InChiKey: GWTUHAXUUFROTF-DUXPYHPUSA-N

物化性质

• 沸点：
  636.2±55.0 °C(Predicted)
• 密度：
  1.65
• 溶解度：
  溶于氯仿、二氯甲烷、乙酸乙酯、DMSO、丙酮等。
• LogP：
  -0.587 (est)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  165
• 氢给体数：
  6
• 氢受体数：
  9

制备方法与用途

用途

咖啡酰奎宁酸在生化研究中作为标准对照品，用于含量测定、鉴定和药理实验等。

生物活性

1-咖啡酰奎宁酸是一种有效的 NF-κB 抑制剂，对 p105 的 RH 结构域具有高结合亲和力，其 Ki 值为 0.002 μM，结合能为 1.50 Kcal/mol。此外，1-咖啡酰奎宁酸还具备抗氧化应激能力，并能够抑制 PD-1/PD-L1 相互作用。

靶点

Ki: 0.002 μM (1-咖啡酰奎宁酸)

化学性质

1-咖啡酰奎宁酸为土黄色结晶粉末，可溶于甲醇、乙醇和 DMSO 等有机溶剂，来源于金银花。

文献信息

• Synthetic soil-extract materials and medicaments for human immunodeficiency viruses based thereon
  申请人：——

  公开号：US20020048561A1

  公开（公告）日：2002-04-25

  Phenolic polymers are prepared by oxidizing and polymerizing starting organic compounds comprising at least one hydroxyl group and at least one carbonyl group or at least two hydroxyl groups on an aromatic structure. One or more inorganic compounds or salts is added and the solution is allowed to stand at about 20° C. to 80° C. for a period of about at least 2 hours. Salt molecules as well as starting compounds and other low molecular-weight materials below about 500 to about 10,000 daltons are removed from the product solution. Purified phenolic polymers are prepared in concentrated aqueous solution or in dried powder form in a final step if necessary. The resultant phenolic polymers exhibit physicochemical properties strongly resembling those of typical commercially-available natural-product soil extracts. The materials are active human immunodeficiency anti-viral agents, and are effective in anti-viral compositions for treating or preventing human immunodeficiency viral diseases.

  酚类聚合物是通过氧化和聚合起始有机化合物制备的，起始有机化合物包含至少一个羟基和至少一个羰基或至少两个芳香族结构上的羟基。然后加入一种或多种无机化合物或盐，并将溶液在 20°C 至 80°C 的温度下放置至少 2 小时。从产品溶液中除去盐分子以及起始化合物和其他分子量低于约 500 至约 10,000 道尔顿的低分子量物质。如有必要，可在最后一步制备浓缩水溶液或干燥粉末状的纯化酚类聚合物。制得的酚类聚合物的理化性质与典型的市售天然产品土壤提取物极为相似。这些材料是活跃的人类免疫缺陷抗病毒剂，在治疗或预防人类免疫缺陷病毒疾病的抗病毒组合物中非常有效。
• Synthetic soil-extract materials and medicaments for hemorrhagic fever viruses based thereon
  申请人：——

  公开号：US20020049299A1

  公开（公告）日：2002-04-25

  Phenolic polymers are prepared by oxidizing and polymerizing starting organic compounds comprising at least one hydroxyl group and at least one carbonyl group or at least two hydroxyl groups on an aromatic structure. One or more inorganic compounds or salts is added and the solution is allowed to stand at about 20° C. to 80° C. for a period of about at least 2 hours. Salt molecules as well as starting compounds and other low molecular-weight materials below about 500 to about 10,000 daltons are removed from the product solution. Purified phenolic polymers are prepared in concentrated aqueous solution or in dried powder form in a final step if necessary. The resultant phenolic polymers exhibit physicochemical properties strongly resembling those of typical commercially-available natural-product soil extracts. The materials are active hemorrhagic fever anti-viral agents, and are effective in anti-viral compositions for treating or preventing hemorrhagic fever viral diseases.

  酚类聚合物是通过氧化和聚合起始有机化合物制备的，起始有机化合物包含至少一个羟基和至少一个羰基或至少两个芳香族结构上的羟基。然后加入一种或多种无机化合物或盐，并将溶液在 20°C 至 80°C 的温度下放置至少 2 小时。从产品溶液中除去盐分子以及起始化合物和其他分子量低于约 500 至约 10,000 道尔顿的低分子量物质。如有必要，可在最后一步制备浓缩水溶液或干燥粉末状的纯化酚类聚合物。制得的酚类聚合物的理化性质与典型的市售天然产品土壤提取物极为相似。这些材料是活性出血热抗病毒剂，在治疗或预防出血热病毒性疾病的抗病毒组合物中非常有效。
• Synthetic soil-extract materials and medicaments for herpes viruses based thereon
  申请人：——

  公开号：US20020051761A1

  公开（公告）日：2002-05-02

  Phenolic polymers are prepared by oxidizing and polymerizing starting organic compounds comprising at least one hydroxyl group and at least one carbonyl group or at least two hydroxyl groups on an aromatic structure. One or more inorganic compounds or salts is added and the solution is allowed to stand at about 20° C. to 80° C. for a period of about at least 2 hours. Salt molecules as well as starting compounds and other low molecular-weight materials below about 500 to about 10,000 daltons are removed from the product solution. Purified phenolic polymers are prepared in concentrated aqueous solution or in dried powder form in a final step if necessary. The resultant phenolic polymers exhibit physicochemical properties strongly resembling those of typical commercially-available natural-product soil extracts. The materials are active herpes anti-viral agents, and are effective in anti-viral compositions for treating or preventing human herpes viral diseases.

  酚类聚合物是通过氧化和聚合起始有机化合物制备的，起始有机化合物包含至少一个羟基和至少一个羰基或至少两个芳香族结构上的羟基。然后加入一种或多种无机化合物或盐，并将溶液在 20 摄氏度至 80 摄氏度的温度下放置至少 2 小时。从产品溶液中除去盐分子以及起始化合物和其他分子量低于约 500 至约 10,000 道尔顿的低分子量物质。如有必要，可在最后一步制备浓缩水溶液或干燥粉末状的纯化酚类聚合物。制得的酚类聚合物的理化性质与典型的市售天然产品土壤提取物极为相似。这些材料是活性疱疹抗病毒剂，在治疗或预防人类疱疹病毒疾病的抗病毒组合物中非常有效。
• Synthetic soil-extract materials and medicaments for influenza viruses based thereon
  申请人：——

  公开号：US20030044381A1

  公开（公告）日：2003-03-06

  Phenolic polymers are prepared by oxidizing and polymerizing starting organic compounds comprising at least one hydroxyl group and at least one carbonyl group or at least two hydroxyl groups on an aromatic structure. One or more inorganic compounds or salts is added and the solution is allowed to stand at about 20° C. to 80° C. for a period of about at least 2 hours. Salt molecules as well as starting compounds and other low molecular-weight materials below about 500 to about 10,000 daltons are removed from the product solution. Purified phenolic polymers are prepared in concentrated aqueous solution or in dried powder form in a final step, if necessary. The resultant phenolic polymers exhibit physicochemical properties strongly resembling those of typical commercially-available natural-product soil extracts. The materials are active influenza anti-viral agents, and are effective in anti-viral compositions for treating or preventing influenza viral diseases.

  酚类聚合物是通过氧化和聚合起始有机化合物制备的，起始有机化合物包含至少一个羟基和至少一个羰基或至少两个芳香族结构上的羟基。然后加入一种或多种无机化合物或盐，并将溶液在 20 摄氏度至 80 摄氏度的温度下放置至少 2 小时。从产品溶液中除去盐分子以及起始化合物和其他分子量低于约 500 至约 10,000 道尔顿的低分子量物质。如有必要，最后一步以浓缩水溶液或干燥粉末形式制备纯化的酚类聚合物。制得的酚类聚合物的理化性质与典型的市售天然产品土壤提取物极为相似。这些材料是活性流感抗病毒剂，在治疗或预防流感病毒疾病的抗病毒组合物中非常有效。
• PROCESS FOR PREPARING SYNTHETIC SOIL-EXTRACT MATERIALS AND MEDICAMENTS BASED THEREON
  申请人：Laub Biochemicals Corporation

  公开号：EP1007068A1

  公开（公告）日：2000-06-14