Methyl ferulate (BioDeep_00000226995)

Main id: BioDeep_00000230949

 

human metabolite PANOMIX_OTCML-2023 natural product


代谢物信息卡片


Methyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid

化学式: C11H12O4 (208.0735552)
中文名称: 阿魏酸甲酯
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: COC(=O)/C=C/c1ccc(O)c(OC)c1
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

描述信息

Methyl ferulate, also known as methyl ferulic acid, belongs to coumaric acids and derivatives class of compounds. Those are aromatic compounds containing Aromatic compounds containing a cinnamic acid moiety (or a derivative thereof) hydroxylated at the C2 (ortho-), C3 (meta-), or C4 (para-) carbon atom of the benzene ring. Methyl ferulate is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Methyl ferulate can be found in garden onion, which makes methyl ferulate a potential biomarker for the consumption of this food product.
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

5 个代谢物同义名

Methyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid; methyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate; Ferulic acid methyl ester; Methyl ferulic acid; Methyl ferulate



数据库引用编号

8 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。

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256 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。

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文献列表

  • Philippe Debeire, Paul Khoune, Jean-Marc Jeltsch, Vincent Phalip. Product patterns of a feruloyl esterase from Aspergillus nidulans on large feruloyl-arabino-xylo-oligosaccharides from wheat bran. Bioresource technology. 2012 Sep; 119(?):425-8. doi: 10.1016/j.biortech.2012.01.185. [PMID: 22770893]
  • Wen Chen, Sheng'an Tang, Nan Qin, Huiyuan Zhai, Hongquan Duan. [Antioxidant constituents from Smilax riparia]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2012 Mar; 37(6):806-10. doi: . [PMID: 22715727]
  • Namki Cho, Jungmoo Huh, Heejung Yang, Eun Ju Jeong, Young Choong Kim, Jinwoong Kim, Sang Hyun Sung. Chemical constituents of Polygala tenuifolia roots and their inhibitory activity on lipopolysaccharide-induced nitric oxide production in BV2 microglia. Journal of enzyme inhibition and medicinal chemistry. 2012 Feb; 27(1):1-4. doi: 10.3109/14756366.2011.562203. [PMID: 21740104]
  • Roberto Olivares-Hernández, Hampus Sunner, Jens C Frisvad, Lisbeth Olsson, Jens Nielsen, Gianni Panagiotou. Combining substrate specificity analysis with support vector classifiers reveals feruloyl esterase as a phylogenetically informative protein group. PloS one. 2010 Sep; 5(9):e12781. doi: 10.1371/journal.pone.0012781. [PMID: 20877647]
  • John H Grabber, Paul F Schatz, Hoon Kim, Fachuang Lu, John Ralph. Identifying new lignin bioengineering targets: 1. Monolignol-substitute impacts on lignin formation and cell wall fermentability. BMC plant biology. 2010 Jun; 10(?):114. doi: 10.1186/1471-2229-10-114. [PMID: 20565789]
  • Kofi Abokitse, Meiqun Wu, Hélène Bergeron, Stephan Grosse, Peter C K Lau. Thermostable feruloyl esterase for the bioproduction of ferulic acid from triticale bran. Applied microbiology and biotechnology. 2010 Jun; 87(1):195-203. doi: 10.1007/s00253-010-2441-6. [PMID: 20127235]
  • Sameh Fekry Abouzid, Sajjad Ahmed Ali, Muhammad Iqbal Choudhary. A new ferulic acid ester and other constituents from Tamarix nilotica leaves. Chemical & pharmaceutical bulletin. 2009 Jul; 57(7):740-2. doi: 10.1248/cpb.57.740. [PMID: 19571423]
  • Oliver D Cunningham, Robert Edwards. Modifying the acylation of flavonols in Petunia hybrida. Phytochemistry. 2008 Jul; 69(10):2016-21. doi: 10.1016/j.phytochem.2008.04.014. [PMID: 18534638]
  • Virginia Claudia da Silva, Mário Geraldo de Carvalho, Aline Nogueira Alves. Chemical constituents from leaves of Palicourea coriacea (Rubiaceae). Journal of natural medicines. 2008 Jul; 62(3):356-7. doi: 10.1007/s11418-008-0227-2. [PMID: 18404310]
  • 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]
  • Łukasz Marczak, Przemysław Wojtaszek, Maciej Stobiecki. Influence of plant secondary metabolites on in vitro oxidation of methyl ferulate with cell wall peroxidases from lupine apoplast. Journal of plant physiology. 2008; 165(3):239-50. doi: 10.1016/j.jplph.2007.06.018. [PMID: 17928101]
  • Ming-An Ouyang, Yung-Shung Wein, Ren-Kuan Su, Yueh-Hsiung Kuo. Rhusemialins A-C, new cyclolignan esters from the roots of Rhus javanica var. roxburghiana. Chemical & pharmaceutical bulletin. 2007 May; 55(5):804-7. doi: 10.1248/cpb.55.804. [PMID: 17473474]
  • Hang Xiao, Kirk L Parkin. Isolation and identification of potential cancer chemopreventive agents from methanolic extracts of green onion (Allium cepa). Phytochemistry. 2007 Apr; 68(7):1059-67. doi: 10.1016/j.phytochem.2007.01.021. [PMID: 17350659]
  • Subramaniam Gopalakrishnan, Guntur V Subbarao, Kazuhiko Nakahara, Tadashi Yoshihashi, Osamu Ito, Ikuko Maeda, Hiroshi Ono, Mitsuru Yoshida. Nitrification Inhibitors from the root tissues of Brachiaria humidicola, a tropical grass. Journal of agricultural and food chemistry. 2007 Feb; 55(4):1385-8. doi: 10.1021/jf062593o. [PMID: 17243702]
  • Muhammad Iqbal Choudhary, Saima Jalil, Muddasir Israr. Inhibition of respiratory burst in human neutrophils and lipoxygenase enzyme by compounds from Haloxylon griffithii. Phytotherapy research : PTR. 2006 Oct; 20(10):840-3. doi: 10.1002/ptr.1914. [PMID: 16835879]
  • Francesca Cutillo, Marina DellaGreca, Melania Gionti, Lucio Previtera, Armando Zarrelli. Phenols and lignans from Chenopodium album. Phytochemical analysis : PCA. 2006 Sep; 17(5):344-9. doi: 10.1002/pca.924. [PMID: 17019936]
  • Sandra M Kern, Richard N Bennett, Paul W Needs, Fred A Mellon, Paul A Kroon, Maria-Teresa Garcia-Conesa. Characterization of metabolites of hydroxycinnamates in the in vitro model of human small intestinal epithelium caco-2 cells. Journal of agricultural and food chemistry. 2003 Dec; 51(27):7884-91. doi: 10.1021/jf030470n. [PMID: 14690369]
  • C Dias, M Dias, C Borges, M A Almoster Ferreira, A Paulo, J Nascimento. Structural elucidation of natural 2-hydroxy di- and tricarboxylic acids and esters, phenylpropanoid esters and a flavonoid from Autonoë madeirensis using gas chromatographic/electron ionization, electrospray ionization and tandem mass spectrometric techniques. Journal of mass spectrometry : JMS. 2003 Dec; 38(12):1240-4. doi: 10.1002/jms.554. [PMID: 14696202]
  • Yong Soo Kwon, Chang Min Kim. Antioxidant constituents from the stem of Sorghum bicolor. Archives of pharmacal research. 2003 Jul; 26(7):535-9. doi: 10.1007/bf02976877. [PMID: 12934645]