(E)-3-(3-hydroxy-2-methoxyphenyl)prop-2-enoic acid | 1373444-63-3

• 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: (E)-3-(3-hydroxy-2-methoxyphenyl)prop-2-enoic acid
• CAS: 1373444-63-3
• 化学式: C₁₀H₁₀O₄
• 分子量: 194.187
• InChiKey: LLMZGLGURUGRAT-AATRIKPKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  methyl 3-(3-hydroxy-2-methoxyphenyl)prop-2-enoate 在 水 、 sodium hydroxide 、 盐酸 作用下， 以 水 为溶剂， 反应 1.0h， 生成 (E)-3-(3-hydroxy-2-methoxyphenyl)prop-2-enoic acid
  参考文献：
  名称：

  Syntheses and X-Ray Crystal Structures of Cassiferaldehyde and Analogs

  摘要：

  Cassiferaldehyde, a recently discovered naturally occurring tyrosinase inhibitor, and six of its analogs, in which the aldehyde group has been replaced by various other functionalities, have been synthesized by a short and simple sequence starting from 2,3-dihydroxybenzaldehyde. Single-crystal x-ray structures of cassiferaldehyde as well as its methyl ketone, nitrile, and carboxylic acid analogs are reported.

  DOI：

  10.1080/00397911.2010.523921

文献信息

• Improvements in or relating to rodent control
  申请人：BRITISH TECHNOLOGY GROUP LIMITED

  公开号：EP0373909A2

  公开（公告）日：1990-06-20

  Compounds of formula (I) wherein X¹ and X⁵ are each separately selected from hydrogen and C₁₋₄alkyl, halogeno and halogeno-substituted C₁₋₄ alkyl groups; X², X³ and X⁴ are each separately selected from hydrogen and C₁₋₄ alkyl, hydroxy, C₁₋₄ alkoxy and phenoxy groups; R¹ and R² are each separately selected from hydrogen and C₁₋₄ alkyl groups; R³ and R⁴ are each hydrogen or together constitute the second bond of a carbon-carbon double bond joining -CR¹R³- and -CR²R⁴-; and Y is carbamoyl or carbamoyl N-substituted by one or two of the same or different C₁₋₄ alkyl groups are of value as rodent repellents.

  式(I)化合物 其中 X¹ 和 X⁵ 各自分别选自氢和 C₁₋₄ 烷基、卤代和卤代取代的 C₁₋₄ 烷基；X²、X³ 和 X⁴ 分别选自氢和 C₁₋₄ 烷基、羟基、C₁₋₄ 烷氧基和苯氧基；R¹ 和 R² 分别选自氢和 C₁₋₄ 烷基；R³和R⁴各自为氢或共同构成连接-CR¹R³-和-CR²R⁴-的碳-碳双键的第二个键；以及 Y 为氨基甲酰基或由一个或两个相同或不同的 C₁₋₄烷基取代的氨基甲酰基，具有驱鼠剂的价值。
• Enzymatic synthesis of kavalactones and flavokavains
  申请人：Whitehead Institute for Biomedical Research

  公开号：US10941429B2

  公开（公告）日：2021-03-09

  Disclosed are methods, compositions, proteins, nucleic acids, cells, vectors, compounds, reagents, and systems for the preparation of kavalactones, flavokavains, and kavalactone and flavokavain biosynthetic intermediates using enzymes expressed in heterologous host cells, such as microorganisms or plants, or using in vitro enzymatic reactions. This invention also provides for the expression of the enzymes by recombinant cell lines and vectors. Furthermore, the enzymes can be components of constructs such as fusion proteins. The kavalactones produced can be utilized to treat anxiety disorder, insomnia, and other psychological and neurological disorders. The flavokavains produced can be utilized to treat various cancers including colon, bladder, and breast cancers.

  本发明公开了利用在异源宿主细胞（如微生物或植物）中表达的酶或利用体外酶促反应制备卡瓦内酯、黄酮素以及卡瓦内酯和黄酮素生物合成中间体的方法、组合物、蛋白质、核酸、细胞、载体、化合物、试剂和系统。本发明还提供了通过重组细胞系和载体表达酶的方法。此外，酶还可以是融合蛋白等构建体的组成部分。生产的卡瓦内酯可用于治疗焦虑症、失眠症以及其他心理和神经疾病。生产的黄酮类化合物可用于治疗各种癌症，包括结肠癌、膀胱癌和乳腺癌。
• ENZYMATIC SYNTHESIS OF KAVALACTONES AND FLAVOKAVAINS
  申请人：Whitehead Institute for Biomedical Research

  公开号：US20190271015A1

  公开（公告）日：2019-09-05

  Disclosed are methods, compositions, proteins, nucleic acids, cells, vectors, compounds, reagents, and systems for the preparation of kavalactones, flavokavains, and kavalactone and flavokavain biosynthetic intermediates using enzymes expressed in heterologous host cells, such as microorganisms or plants, or using in vitro enzymatic reactions. This invention also provides for the expression of the enzymes by recombinant cell lines and vectors. Furthermore, the enzymes can be components of constructs such as fusion proteins. The kavalactones produced can be utilized to treat anxiety disorder, insomnia, and other psychological and neurological disorders. The flavokavains produced can be utilized to treat various cancers including colon, bladder, and breast cancers.