Dimethylcaffeic acid (BioDeep_00000411050)

Main id: BioDeep_00000398291

 

natural product PANOMIX_OTCML-2023


代谢物信息卡片


3,4-Dimethoxycinnamic acid, predominantly trans

化学式: C11H12O4 (208.0735552)
中文名称: (E)-3-(3,4-二甲氧基苯基)丙烯酸, 3,4-二甲氧基肉桂酸
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: COC1=C(C=C(C=C1)C=CC(=O)O)OC
InChI: InChI=1S/C11H12O4/c1-14-9-5-3-8(4-6-11(12)13)7-10(9)15-2/h3-7H,1-2H3,(H,12,13)/b6-4+

描述信息

(E)-3,4-Dimethoxycinnamic acid is the less active isomer of 3,4-Dimethoxycinnamic acid. 3,4-Dimethoxycinnamic acid exerts anti-apoptotic effects on L-02 cells via the ROS-mediated signaling pathway[1]. Anti-apoptotic effects[1].
(E)-3,4-Dimethoxycinnamic acid is the less active isomer of 3,4-Dimethoxycinnamic acid. 3,4-Dimethoxycinnamic acid exerts anti-apoptotic effects on L-02 cells via the ROS-mediated signaling pathway[1]. Anti-apoptotic effects[1].
3,4-Dimethoxycinnamic acid (O-Methylferulic acid) is a monomer extracted and purified from Securidaca inappendiculata Hassk. 3,4-Dimethoxycinnamic acid exerts anti-apoptotic effects on L-02 cells via the ROS-mediated signaling pathway[1]. Anti-apoptotic effects[1].
3,4-Dimethoxycinnamic acid (O-Methylferulic acid) is a monomer extracted and purified from Securidaca inappendiculata Hassk. 3,4-Dimethoxycinnamic acid exerts anti-apoptotic effects on L-02 cells via the ROS-mediated signaling pathway[1]. Anti-apoptotic effects[1].

同义名列表

22 个代谢物同义名

3,4-Dimethoxycinnamic acid, predominantly trans; 3-(3,4-Dimethoxyphenyl)-2-propenoic acid, 9CI; (2E)-3-(3,4-Dimethoxyphenyl)-2-propenoic acid; (2E)-3-(3,4-dimethoxyphenyl)prop-2-enoic acid; 3-(3,4-Dimethoxyphenyl)-(E)-2-Propenoic acid; (E)-3',4'-Dimethoxycinnamic acid; 3-(3,4-Dimethoxyphenyl)-2-propenoic Acid; (2E)-3-(3,4-dimethoxyphenyl)acrylic acid; 3-(3,4-dimethoxyphenyl)propenoic acid; 3,4-Dimethoxyphenyl-2-propenoic acid; 3,4-dimethoxy-trans-cinnamic acid; 3,4-Dimethoxycinnamic acid, 8CI; (E)-3,4-dimethoxycinnamic acid; E)-3,4-Dimethoxycinnamic acid; 3,4-dimethoxy-cinnamic acid; 3, 4-Dimethoxycinnamic acid; Caffeic acid dimethyl ether; 3,4-Dimethoxycinnamic acid; Dimethyl caffeic acid; Dimethylcaffeic acid; (E)-O-Methylferulic acid; O-Methylferulic acid



数据库引用编号

16 个数据库交叉引用编号

分类词条

相关代谢途径

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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)

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15 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。



文献列表

  • Zhehao Jin, Juraithip Wungsintaweekul, Sang-Hoon Kim, Jeong-Han Kim, Yongho Shin, Dae-Kyun Ro, Soo-Un Kim. 4-Coumarate:coenzyme A ligase isoform 3 from Piper nigrum (Pn4CL3) catalyzes the CoA thioester formation of 3,4-methylenedioxycinnamic and piperic acids. The Biochemical journal. 2020 01; 477(1):61-74. doi: 10.1042/bcj20190527. [PMID: 31764941]
  • Huixin He, Liang Qin, Yawen Zhang, Manman Han, Jinming Li, Yaqin Liu, Kaidi Qiu, Xiaoyan Dai, Yanyan Li, Maomao Zeng, Huihong Guo, Yijun Zhou, Xiaodong Wang. 3,4-Dimethoxycinnamic Acid as a Novel Matrix for Enhanced In Situ Detection and Imaging of Low-Molecular-Weight Compounds in Biological Tissues by MALDI-MSI. Analytical chemistry. 2019 02; 91(4):2634-2643. doi: 10.1021/acs.analchem.8b03522. [PMID: 30636403]
  • Qi Cheng, Yong-Wen Li, Cheng-Fang Yang, Yu-Juan Zhong, He He, Fang-Chan Zhu, Li Li. Methyl ferulic acid attenuates ethanol-induced hepatic steatosis by regulating AMPK and FoxO1 Pathways in Rats and L-02 cells. Chemico-biological interactions. 2018 Aug; 291(?):180-189. doi: 10.1016/j.cbi.2018.06.028. [PMID: 29940154]
  • Jennifer E Cole, Nagore Astola, Adam P Cribbs, Michael E Goddard, Inhye Park, Patricia Green, Alun H Davies, Richard O Williams, Marc Feldmann, Claudia Monaco. Indoleamine 2,3-dioxygenase-1 is protective in atherosclerosis and its metabolites provide new opportunities for drug development. Proceedings of the National Academy of Sciences of the United States of America. 2015 Oct; 112(42):13033-8. doi: 10.1073/pnas.1517820112. [PMID: 26438837]
  • Shuqing Dong, Ruibin Gao, Yan Yang, Mei Guo, Jingman Ni, Liang Zhao. Simultaneous determination of phenylethanoid glycosides and aglycones by capillary zone electrophoresis with running buffer modifier. Analytical biochemistry. 2014 Mar; 449(?):158-63. doi: 10.1016/j.ab.2013.11.014. [PMID: 24269892]
  • Tracy L Farrell, Miren Gomez-Juaristi, Laure Poquet, Karine Redeuil, Kornél Nagy, Mathieu Renouf, Gary Williamson. Absorption of dimethoxycinnamic acid derivatives in vitro and pharmacokinetic profile in human plasma following coffee consumption. Molecular nutrition & food research. 2012 Sep; 56(9):1413-23. doi: 10.1002/mnfr.201200021. [PMID: 22865606]
  • Dimitra Hadjipavlou-Litina, George E Magoulas, Stavros E Bariamis, Denis Drainas, Konstantinos Avgoustakis, Dionissios Papaioannou. Does conjugation of antioxidants improve their antioxidative/anti-inflammatory potential?. Bioorganic & medicinal chemistry. 2010 Dec; 18(23):8204-17. doi: 10.1016/j.bmc.2010.10.012. [PMID: 21041094]
  • Maher M El-Domiaty, Michael Wink, Mahmoud M Abdel Aal, Maged M Abou-Hashem, Rehab H Abd-Alla. Antihepatotoxic activity and chemical constituents of Buddleja asiatica Lour. Zeitschrift fur Naturforschung. C, Journal of biosciences. 2009 Jan; 64(1-2):11-9. doi: 10.1515/znc-2009-1-203. [PMID: 19323260]
  • Rui-Rui Wang, Qiong Gu, Yun-Hua Wang, Xue-Mei Zhang, Liu-Meng Yang, Jun Zhou, Ji-Jun Chen, Yong-Tang Zheng. Anti-HIV-1 activities of compounds isolated from the medicinal plant Rhus chinensis. Journal of ethnopharmacology. 2008 May; 117(2):249-56. doi: 10.1016/j.jep.2008.01.037. [PMID: 18343612]
  • 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]
  • U Huss, T Ringbom, P Perera, L Bohlin, M Vasänge. Screening of ubiquitous plant constituents for COX-2 inhibition with a scintillation proximity based assay. Journal of natural products. 2002 Nov; 65(11):1517-21. doi: 10.1021/np020023m. [PMID: 12444669]
  • R S Zand, D J Jenkins, E P Diamandis. Steroid hormone activity of flavonoids and related compounds. Breast cancer research and treatment. 2000 Jul; 62(1):35-49. doi: 10.1023/a:1006422302173. [PMID: 10989984]
  • Koganov, Dueva, Tsorin. Activities of plant-derived phenols in a fibroblast cell culture model. Journal of natural products. 1999 Mar; 62(3):481-3. doi: 10.1021/np9801559. [PMID: 10096863]
  • S Watanabe, S Sato, S Nagase, K Shimosato, T Saito. Polyamine levels in various tissues of rats treated with 3-hydroxy-4-methoxycinnamic acid and 3,4-dimethoxycinnamic acid. Anti-cancer drugs. 1996 Nov; 7(8):866-72. doi: 10.1097/00001813-199611000-00008. [PMID: 8991191]