AI3-23713 (BioDeep_00000397417)

Main id: BioDeep_00000230949

 

PANOMIX_OTCML-2023


代谢物信息卡片


2-propenoic acid, 3-(4-hydroxy-3-methoxyphenyl)-, methyl ester, (2E)-

化学式: C11H12O4 (208.0735552)
中文名称: 3-(4-羟基-3-甲氧基苯基)丙烯酸甲酯, (E)-阿魏酸甲酯, 阿魏酸甲酯
谱图信息: 最多检出来源 () 0%

分子结构信息

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

描述信息

Trans-methylferulate is a cinnamate ester that is the methyl ester of ferulic acid. It has been isolated from Pisonia aculeata. It has a role as a plant metabolite. It is a cinnamate ester, a methyl ester and a member of guaiacols. It is functionally related to a ferulic acid.
Methyl ferulate is a natural product found in Iris milesii, Coreopsis grandiflora, and other organisms with data available.
See also: Black Cohosh (part of).
Ferulic acid methyl ester (Methyl ferulate) is a derivative of ferulic acid, isolated from Stemona tuberosa, with anti-inflammatory and antioxidant properties[1][2]. Ferulic acid methyl ester is a cell membrane and brain permeable compound, shows free radical scavenging ability, used in the research of neurodegenerative disorders[1]. Ferulic acid methyl ester inhibits COX-2 expression, blocks p-p38 and p-JNK in primary bone marrow derived-macrophages[2].
Ferulic acid methyl ester (Methyl ferulate) is a derivative of ferulic acid, isolated from Stemona tuberosa, with anti-inflammatory and antioxidant properties[1][2]. Ferulic acid methyl ester is a cell membrane and brain permeable compound, shows free radical scavenging ability, used in the research of neurodegenerative disorders[1]. Ferulic acid methyl ester inhibits COX-2 expression, blocks p-p38 and p-JNK in primary bone marrow derived-macrophages[2].

同义名列表

39 个代谢物同义名

2-propenoic acid, 3-(4-hydroxy-3-methoxyphenyl)-, methyl ester, (2E)-; 2-Propenoic acid, 3-(4-hydroxy-3-methoxyphenyl)-, methyl ester; 3-(4-hydroxy-3-methoxyphenyl)-2-propenoic acid methyl ester; methyl (~{E})-3-(3-methoxy-4-oxidanyl-phenyl)prop-2-enoate; Methyl (2E)-3-(4-hydroxy-3-methoxyphenyl)-2-propenoate #; methyl (2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate; methyl (E)-3-(4-hydroxy-3-methoxy-phenyl)prop-2-enoate; Methyl (2E)-3-(4-hydroxy-3-methoxyphenyl)-2-propenoate; methyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate; Methyl (E)-3-(4-hydroxy-3-methoxyphenyl)-2-propenoate; methyl(2e)-3-(4-hydroxy-3-methoxyphenyl)-2-propenoate; methyl (2E)-3-(4-hydroxy-3-methoxyphenyl)acrylate; CINNAMIC ACID, 4-HYDROXY-3-METHOXY-, METHYL ESTER; (E)-4-hydroxy-3-methoxycinnamic acid methyl ester; methyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate; (E)4-hydroxy-3-methoxycinnamic acid methyl ester; methyl (E)-3-(4-hydroxy-3-methoxyphenyl)acrylate; (E)-Methyl 3-(4-hydroxy-3-methoxyphenyl)acrylate; methyl(E)-3-(4-hydroxy-3-methoxyphenyl)acrylate; 4-hydroxy-3-methoxy-cinnamic acid methyl ester; 4-HYDROXY-3-METHOXYCINNAMIC ACID METHYL ESTER; 4-10-00-01779 (Beilstein Handbook Reference); methyl 3-(4-hydroxy-3-methoxyphenyl)acrylate; methyl (E)-4-hydroxy-3-methoxycinnamate; Methyl 4-hydroxy-3-methoxycinnamate; methyl 4-hydroxy-3-methoxycinnamate; trans-Ferulic acid methyl ester; (E)-Ferulic acid methyl ester; Ferulic acid methyl ester; Ferulic acid methylester; FERULICACIDMETHYLESTER; Methyl ferulate, (E)-; methyl trans-ferulate; trans-methylferulate; Methyl ferulate; UNII-Y98BUA66RX; Y98BUA66RX; AI3-23713; SZQ



数据库引用编号

10 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)

2 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

  • Giada Botti, Anna Bianchi, Barbara Pavan, Paola Tedeschi, Valentina Albanese, Luca Ferraro, Federico Spizzo, Lucia Del Bianco, Alessandro Dalpiaz. Effects of Microencapsulated Ferulic Acid or Its Prodrug Methyl Ferulate on Neuroinflammation Induced by Muramyl Dipeptide. International journal of environmental research and public health. 2022 08; 19(17):. doi: 10.3390/ijerph191710609. [PMID: 36078325]
  • Feng He, Panpan Wei, Gang Yu, Shengxin Guo, Zhiguo Zheng, Shunhong Chen, Ali Dai, Renfeng Zhang, Zengxue Wu, Jian Wu. Synthesis of trans- methyl ferulate bearing an oxadiazole ether as potential activators for controlling plant virus. Bioorganic chemistry. 2021 10; 115(?):105248. doi: 10.1016/j.bioorg.2021.105248. [PMID: 34392177]
  • Hongdong Liu, Ting Zhang, Piao Jiang, Weifeng Zhu, Songhua Yu, Yong Liu, Bin Li, Fei Li. Hypolipidemic constituents from the aerial portion of Sibiraea angustata. Bioorganic & medicinal chemistry letters. 2020 06; 30(11):127161. doi: 10.1016/j.bmcl.2020.127161. [PMID: 32249115]
  • Liangkun Long, Lianqiu Wu, Qunying Lin, Shaojun Ding. Highly Efficient Extraction of Ferulic Acid from Cereal Brans by a New Type A Feruloyl Esterase from Eupenicillium parvum in Combination with Dilute Phosphoric Acid Pretreatment. Applied biochemistry and biotechnology. 2020 Apr; 190(4):1561-1578. doi: 10.1007/s12010-019-03189-6. [PMID: 31792788]
  • Kamyar Mogodiniyai Kasmaei, Dietmar Schlosser, Heike Sträuber, Sabine Kleinsteuber. Does glucose affect the de-esterification of methyl ferulate by Lactobacillus buchneri?. MicrobiologyOpen. 2020 02; 9(2):e971. doi: 10.1002/mbo3.971. [PMID: 31782612]
  • Qi Cheng, Chen Li, Cheng-Fang Yang, Yu-Juan Zhong, Dan Wu, Lin Shi, Li Chen, Yong-Wen Li, Li Li. Methyl ferulic acid attenuates liver fibrosis and hepatic stellate cell activation through the TGF-β1/Smad and NOX4/ROS pathways. Chemico-biological interactions. 2019 Feb; 299(?):131-139. doi: 10.1016/j.cbi.2018.12.006. [PMID: 30543783]
  • Jingchao Liu, Zhangjian Huang, Wenhuan Ma, Sixun Peng, Yunman Li, Katrina M Miranda, Jide Tian, Yihua Zhang. Design and synthesis of rosiglitazone-ferulic acid-nitric oxide donor trihybrids for improving glucose tolerance. European journal of medicinal chemistry. 2019 Jan; 162(?):650-665. doi: 10.1016/j.ejmech.2018.10.006. [PMID: 30481687]
  • Chen Li, Li Li, Cheng-Fang Yang, Yu-Juan Zhong, Dan Wu, Lin Shi, Li Chen, Yong-Wen Li. Hepatoprotective effects of Methyl ferulic acid on alcohol-induced liver oxidative injury in mice by inhibiting the NOX4/ROS-MAPK pathway. Biochemical and biophysical research communications. 2017 11; 493(1):277-285. doi: 10.1016/j.bbrc.2017.09.030. [PMID: 28890346]
  • Young-Ran Song, Sang-Ho Baik. Molecular cloning, purification, and characterization of a novel thermostable cinnamoyl esterase from Lactobacillus helveticus KCCM 11223. Preparative biochemistry & biotechnology. 2017 May; 47(5):496-504. doi: 10.1080/10826068.2016.1275011. [PMID: 28045590]
  • Magdalena Karamać, Lidiya Koleva, Vessela D Kancheva, Ryszard Amarowicz. The Structure-Antioxidant Activity Relationship of Ferulates. Molecules (Basel, Switzerland). 2017 Mar; 22(4):. doi: 10.3390/molecules22040527. [PMID: 28346342]
  • Mohamed Salah I Abaza, Mohammad Afzal, Raja'a J Al-Attiyah, Radhika Guleri. Methylferulate from Tamarix aucheriana inhibits growth and enhances chemosensitivity of human colorectal cancer cells: possible mechanism of action. BMC complementary and alternative medicine. 2016 Oct; 16(1):384. doi: 10.1186/s12906-016-1358-8. [PMID: 27716288]
  • Dan Zhu, Antoni Sánchez-Ferrer, Laura Nyström. Antioxidant Activity of Individual Steryl Ferulates from Various Cereal Grain Sources. Journal of natural products. 2016 Feb; 79(2):308-16. doi: 10.1021/acs.jnatprod.5b00880. [PMID: 26790041]
  • María Esteban-Torres, José María Landete, Inés Reverón, Laura Santamaría, Blanca de las Rivas, Rosario Muñoz. A Lactobacillus plantarum esterase active on a broad range of phenolic esters. Applied and environmental microbiology. 2015 May; 81(9):3235-42. doi: 10.1128/aem.00323-15. [PMID: 25746986]
  • Masahiro Watanabe, Erika Yoshida, Hiroaki Fukada, Hiroyuki Inoue, Mitsunori Tokura, Kazuhiko Ishikawa. Characterization of a feruloyl esterase B from Talaromyces cellulolyticus. Bioscience, biotechnology, and biochemistry. 2015; 79(11):1845-51. doi: 10.1080/09168451.2015.1058700. [PMID: 26110915]
  • María Esteban-Torres, Inés Reverón, José Miguel Mancheño, Blanca de Las Rivas, Rosario Muñoz. Characterization of a feruloyl esterase from Lactobacillus plantarum. Applied and environmental microbiology. 2013 Sep; 79(17):5130-6. doi: 10.1128/aem.01523-13. [PMID: 23793626]
  • Myoung-Chong Song, Hye-Joung Yang, Tae-Sook Jeong, Kyong-Tai Kim, Nam-In Baek. Heterocyclic compounds from Chrysanthemum coronarium L. and their inhibitory activity on hACAT-1, hACAT-2, and LDL-oxidation. Archives of pharmacal research. 2008 May; 31(5):573-8. doi: 10.1007/s12272-001-1195-4. [PMID: 18481011]
  • S Tawata, S Taira, N Kobamoto, J Zhu, M Ishihara, S Toyama. Synthesis and antifungal activity of cinnamic acid esters. Bioscience, biotechnology, and biochemistry. 1996 May; 60(5):909-10. doi: 10.1271/bbb.60.909. [PMID: 8704323]