二氢菜豆酸 | 41756-77-8

• 物质功能分类: 天然产物 - 倍半萜
• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 中文名称: 二氢菜豆酸
• 英文名称: dihydrophaseic acid
• 英文别名: 4'-dihydrophaseic acid；(2Z,4E)-5-[(1R,3S,5R,8S)-3,8-dihydroxy-1,5-dimethyl-6-oxabicyclo[3.2.1]octan-8-yl]-3-methylpenta-2,4-dienoic acid
• CAS: 41756-77-8
• 化学式: C₁₅H₂₂O₅
• 分子量: 282.337
• InChiKey: XIVFQYWMMJWUCD-VSTJRZLJSA-N

物化性质

• 沸点：
  497.0±45.0 °C(Predicted)
• 密度：
  1.348±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  87
• 氢给体数：
  3
• 氢受体数：
  5

制备方法与用途

概述

二氢菜豆酸是广金钱草中的活性成分。广金钱草属于豆科山蚂蝗属植物，其药用部位为干燥地上部分，主要化学成分为黄酮、皂苷、多糖和生物碱等化合物。

用途

二氢菜豆酸是一种白色粉末，广泛存在于广金钱草药材中，常作为广金钱草鉴别及含量测定的对照品，并用于广金钱草及其相关药物制剂的质量控制。

反应信息

• 作为反应物：
  描述：

  二氢菜豆酸 在 jones reagent 作用下， 以 乙醚 、 丙酮 为溶剂， 反应 0.05h， 生成 (+)-(1'S,5'S,8'S)-(2Z,4E)-methyl epiphaseate
  参考文献：
  名称：

  Glycinoeclepins，大豆胞囊线虫的天然孵化刺激物，Heterodera Glycines。一、隔离

  摘要：

  大豆胞囊线虫 (Heterodera glines) 的孵化刺激物，称为甘氨酸链虫，已通过对芸豆 (Phaseolus vulgaris) 干根（线虫的寄主植物之一）的水提取物进行重复色谱分离得到。其中一种化合物，甘氨酸环素 A，在高度稀释的水溶液中刺激体外幼虫的孵化和出现。

  DOI：

  10.1246/bcsj.60.981
• 作为产物：
  描述：

  在 水 、 lithium hydroxide 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 以12 mg的产率得到二氢菜豆酸
  参考文献：
  名称：

  Anti-inflammatory terpenes from Schefflera rubriflora C. J. Tseng & G. Hoo with their TNF-α and IL-6 inhibitory activities

  摘要：

  The 95% ethanol extract and its EtOAc and n-BuOH fractions obtained from the leaves and twigs of Schefflera rubriflora C. J. Tseng & G. Hoo showed significant inhibitory activities (33.6%, 35.7% and 40.6%, respectively) against croton oil-induced ear inflammation in mice. Bioactivity-guided isolation and separation gave eight previously undescribed terpenes or terpene glycosides. Structural elucidation was based on UV, IR, and NMR spectroscopy, MS, experimental and calculated ECD data, and Mosher's method. To identify anti-inflammatory components from the extract, all the compounds were evaluated for tumor necrosis factor-alpha (TNF-alpha) and interleukine-6 (IL-6) inhibitory activities. Four undescribed compounds inhibited mRNA expression of TNF-alpha and IL-6 with IC50 values of 15.3-52.4 mu M.

  DOI：

  10.1016/j.phytochem.2019.03.021

文献信息

• [EN] ALKENYL SUBSTITUTED CYCLOALIPHATIC COMPOUNDS AS CHEMICAL INDUCERS OF PROXIMITY<br/>[FR] COMPOSÉS CYCLOALIPHATIQUES SUBSTITUÉS PAR ALCÉNYLE COMME INDUCTEURS CHIMIQUES DE PROXIMITÉ
  申请人：UNIV LELAND STANFORD JUNIOR

  公开号：WO2011163029A2

  公开（公告）日：2011-12-29

  Methods of inducing proximity of chimeric molecules in a cell are provided. Aspects of the methods include contacting a cell with an amount of alkenyl substituted cycloaliphatic (ASC) inducer compound, e.g., abscisic acid, effective to induce proximity of first and second chimeric molecules. Also provided are compositions and kits for practicing various embodiments of the methods. Methods of the invention find use in a variety of different applications, including transcription induction applications.
• [EN] TEA TREE OIL FOR INDUCING SYSTEMIC RESISTANCE IN PLANTS<br/>[FR] HUILE DE THÉIER POUR INDUIRE UNE RÉSISTANCE SYSTÉMIQUE CHEZ LES PLANTES
  申请人：STOCKTON ISRAEL LTD

  公开号：WO2021044406A1

  公开（公告）日：2021-03-11

  The present invention relates to inducing plant resistance to stress factors, including pathogens, draught and wounding, by application of Tea Tree Oil, or components thereof to plants. More specifically, the invention relates to a method for inducing defense response in a plant, comprising applying to a plant or a plant part, a composition comprising tea tree oil (TTO) or components thereof.