4-methoxycinnamic acid (BioDeep_00000398293)

 

Secondary id: BioDeep_00000017732, BioDeep_00000174851, BioDeep_00000860754

natural product PANOMIX_OTCML-2023


代谢物信息卡片


(E)-3-(4-Methoxyphenyl)acrylic acid

化学式: C10H10O3 (178.063)
中文名称: 反-4-甲氧基肉桂酸, 4-甲氧基肉桂酸, 对甲氧基肉桂酸
谱图信息: 最多检出来源 Viridiplantae(plant) 25.84%

分子结构信息

SMILES: COc(c1)ccc(C=CC(O)=O)c1
InChI: InChI=1S/C10H10O3/c1-13-9-5-2-8(3-6-9)4-7-10(11)12/h2-7H,1H3,(H,11,12)

描述信息

Annotation level-1
CONFIDENCE standard compound; INTERNAL_ID 8214
(E)-3-(4-Methoxyphenyl)acrylic acid (compound 3) is isolated from Arachis hypogaea, Scrophularia buergeriana Miquel, Aquilegia vulgaris, Anigozanthos preissii and so on. (E)-3-(4-Methoxyphenyl)acrylic acid shows significant hepatoprotective activity, anti-amnesic, cognition-enhancing activity, antihyperglycemic, and neuroprotective activities[1].
(E)-3-(4-Methoxyphenyl)acrylic acid (compound 3) is isolated from Arachis hypogaea, Scrophularia buergeriana Miquel, Aquilegia vulgaris, Anigozanthos preissii and so on. (E)-3-(4-Methoxyphenyl)acrylic acid shows significant hepatoprotective activity, anti-amnesic, cognition-enhancing activity, antihyperglycemic, and neuroprotective activities[1].
4-Methoxycinnamic acid is detected as natural phenylpropanoid in A. preissii.
4-Methoxycinnamic acid is detected as natural phenylpropanoid in A. preissii.

同义名列表

4 个代谢物同义名

4-methoxycinnamic acid; (E)-3-(4-Methoxyphenyl)acrylic acid; trans-4-Methoxycinnamic acid; 4-Methoxycinnamic acid



数据库引用编号

38 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(0)

PlantCyc(0)

代谢反应

0 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

105 个相关的物种来源信息

在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：

  • PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
  • NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
  • Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
  • Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。

点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。

亚细胞结构定位 关联基因列表


文献列表

  • Yongwoo Jeong, Ho Jung Bae, Keontae Park, Hyo Jeoung Bae, Xingquan Yang, Young-Jin Cho, Seo Yun Jung, Dae Sik Jang, Jong Hoon Ryu. 4-Methoxycinnamic acid attenuates schizophrenia-like behaviors induced by MK-801 in mice. Journal of ethnopharmacology. 2022 Mar; 285(?):114864. doi: 10.1016/j.jep.2021.114864. [PMID: 34822958]
  • Wei-Jia Cheng, Jin-Wei Zhou, Ping-Ping Zhang, Huai-Zhi Luo, Shi Tang, Jun-Jian Li, Shi-Ming Deng, Ai-Qun Jia. Quorum sensing inhibition and tobramycin acceleration in Chromobacterium violaceum by two natural cinnamic acid derivatives. Applied microbiology and biotechnology. 2020 Jun; 104(11):5025-5037. doi: 10.1007/s00253-020-10593-0. [PMID: 32248442]
  • Yanran Huang, Japhet Cheuk-Fung Law, Yingya Zhao, Huijing Shi, Yunhui Zhang, Kelvin Sze-Yin Leung. Fate of UV filter Ethylhexyl methoxycinnamate in rat model and human urine: Metabolism, exposure and demographic associations. The Science of the total environment. 2019 Oct; 686(?):729-736. doi: 10.1016/j.scitotenv.2019.05.440. [PMID: 31195281]
  • William Hidalgo, Marco Kai, Bernd Schneider. 4-Methoxycinnamic acid--An unusual phenylpropanoid involved in phenylphenalenone biosynthesis in Anigozanthos preissii. Phytochemistry. 2015 Sep; 117(?):476-481. doi: 10.1016/j.phytochem.2015.07.017. [PMID: 26218676]
  • Sivagami Gunasekaran, Karthikkumar Venkatachalam, Kabalimoorthy Jeyavel, Nalini Namasivayam. Protective effect of p-methoxycinnamic acid, an active phenolic acid against 1,2-dimethylhydrazine-induced colon carcinogenesis: modulating biotransforming bacterial enzymes and xenobiotic metabolizing enzymes. Molecular and cellular biochemistry. 2014 Sep; 394(1-2):187-98. doi: 10.1007/s11010-014-2094-3. [PMID: 24908112]
  • Zhang-wei Wang, Xiang-hong Xu, Xiao-tian Chen, Shi-shan Yu, Hong-dong Liu, Toshimitsu Hayashi, Bin Li. [Chemical constituents from the aerial part of Sibiraea angustata]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2014 Jan; 37(1):57-60. doi: ". [PMID: 25090704]
  • Gunasekaran Sivagami, Venkatachalam Karthikkumar, Thangavel Balasubramanian, Namashivayam Nalini. The modulatory influence of p-methoxycinnamic acid, an active rice bran phenolic acid, against 1,2-dimethylhydrazine-induced lipid peroxidation, antioxidant status and aberrant crypt foci in rat colon carcinogenesis. Chemico-biological interactions. 2012 Mar; 196(1-2):11-22. doi: 10.1016/j.cbi.2012.01.008. [PMID: 22326950]
  • Sirintorn Yibchok-anun, Sirichai Adisakwattana, Preecha Moonsan, Walter H Hsu. Insulin-secretagogue activity of p-methoxycinnamic acid in rats, perfused rat pancreas and pancreatic beta-cell line. Basic & clinical pharmacology & toxicology. 2008 May; 102(5):476-82. doi: 10.1111/j.1742-7843.2008.00218.x. [PMID: 18346054]
  • Victor S Sobolev, Bruce W Horn, Thomas L Potter, Stephen T Deyrup, James B Gloer. Production of stilbenoids and phenolic acids by the peanut plant at early stages of growth. Journal of agricultural and food chemistry. 2006 May; 54(10):3505-11. doi: 10.1021/jf0602673. [PMID: 19127717]
  • Sirichai Adisakwattana, Sophon Roengsamran, Walter H Hsu, Sirintorn Yibchok-anun. Mechanisms of antihyperglycemic effect of p-methoxycinnamic acid in normal and streptozotocin-induced diabetic rats. Life sciences. 2005 Dec; 78(4):406-12. doi: 10.1016/j.lfs.2005.04.073. [PMID: 16139846]
  • Wiesława Bylka. E- and Z-p-methoxycinnamic acid from Aquilegia vulgaris. Acta poloniae pharmaceutica. 2004 Jul; 61(4):307-8. doi: ". [PMID: 15575598]
  • Hisashi Matsuda, Toshio Morikawa, Hiromi Managi, Masayuki Yoshikawa. Antiallergic principles from Alpinia galanga: structural requirements of phenylpropanoids for inhibition of degranulation and release of TNF-alpha and IL-4 in RBL-2H3 cells. Bioorganic & medicinal chemistry letters. 2003 Oct; 13(19):3197-202. doi: 10.1016/s0960-894x(03)00710-8. [PMID: 12951092]
  • So Ra Kim, So Young Kang, Ki Yong Lee, Seung Hyun Kim, George J Markelonis, Tae H Oh, Young Choong Kim. Anti-amnestic activity of E-p-methoxycinnamic acid from Scrophularia buergeriana. Brain research. Cognitive brain research. 2003 Jul; 17(2):454-61. doi: 10.1016/s0926-6410(03)00161-7. [PMID: 12880915]
  • Eun Ju Lee, So Ra Kim, Jinwoong Kim, Young Choong Kim. Hepatoprotective phenylpropanoids from Scrophularia buergeriana roots against CCl(4)-induced toxicity: action mechanism and structure-activity relationship. Planta medica. 2002 May; 68(5):407-11. doi: 10.1055/s-2002-32081. [PMID: 12058315]