3-Hydroxy-4-isopentenyl-5-methoxybibenzyl-2-carboxylic acid (BioDeep_00000226939)

   

human metabolite natural product


代谢物信息卡片


2-hydroxy-4-methoxy-3-(3-methylbut-2-en-1-yl)-6-(2-phenylethyl)benzoic acid

化学式: C21H24O4 (340.1674504)
中文名称:
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: c1(c(cc(c(c1O)CC=C(C)C)OC)CCc1ccccc1)C(=O)O
InChI: InChI=1S/C21H24O4/c1-14(2)9-12-17-18(25-3)13-16(19(20(17)22)21(23)24)11-10-15-7-5-4-6-8-15/h4-9,13,22H,10-12H2,1-3H3,(H,23,24)

描述信息

3-hydroxy-4-isopentenyl-5-methoxybibenzyl-2-carboxylic acid, also known as amorfrutin a, is a member of the class of compounds known as stilbenes. Stilbenes are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids. 3-hydroxy-4-isopentenyl-5-methoxybibenzyl-2-carboxylic acid is practically insoluble (in water) and a moderately acidic compound (based on its pKa). 3-hydroxy-4-isopentenyl-5-methoxybibenzyl-2-carboxylic acid can be found in pigeon pea, which makes 3-hydroxy-4-isopentenyl-5-methoxybibenzyl-2-carboxylic acid a potential biomarker for the consumption of this food product.
D000893 - Anti-Inflammatory Agents > D000894 - Anti-Inflammatory Agents, Non-Steroidal > D012459 - Salicylates

同义名列表

5 个代谢物同义名

2-hydroxy-4-methoxy-3-(3-methylbut-2-en-1-yl)-6-(2-phenylethyl)benzoic acid; 2-Hydroxy-4-methoxy-3-(3-methylbut-2-en-1-yl)-6-phenethylbenzoic acid; 3-Hydroxy-4-isopentenyl-5-methoxybibenzyl-2-carboxylic acid; 3-Hydroxy-4-isopentenyl-5-methoxybibenzyl-2-carboxylate; Amorfrutin A



数据库引用编号

9 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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INOH(0)

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21 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

  • Elena Serino, Fabio Arturo Iannotti, Hekmat B Al-Hmadi, Diego Caprioglio, Claudia Moriello, Francesca Masi, Saoussen Hammami, Giovanni Appendino, Rosa Maria Vitale, Orazio Taglialatela-Scafati. PPARα/γ-Targeting Amorfrutin Phytocannabinoids from Aerial Parts of Glycyrrhiza foetida. Journal of natural products. 2023 11; 86(11):2435-2447. doi: 10.1021/acs.jnatprod.3c00509. [PMID: 37940359]
  • Rini Muharini, Adriana Díaz, Weaam Ebrahim, Attila Mándi, Tibor Kurtán, Nidja Rehberg, Rainer Kalscheuer, Rudolf Hartmann, Raha S Orfali, Wenhan Lin, Zhen Liu, Peter Proksch. Antibacterial and Cytotoxic Phenolic Metabolites from the Fruits of Amorpha fruticosa. Journal of natural products. 2017 01; 80(1):169-180. doi: 10.1021/acs.jnatprod.6b00809. [PMID: 28075580]
  • Chu Chen, Yan Wu, Leilei Du. Qualitative and quantitative analysis of amorfrutins, novel antidiabetic dietary natural products, by HPLC. Pharmaceutical biology. 2016; 54(3):488-93. doi: 10.3109/13880209.2015.1050115. [PMID: 26004584]
  • Santiago Garcia-Vallvé, Laura Guasch, Sarah Tomas-Hernández, Josep Maria del Bas, Vincent Ollendorff, Lluís Arola, Gerard Pujadas, Miquel Mulero. Peroxisome Proliferator-Activated Receptor γ (PPARγ) and Ligand Choreography: Newcomers Take the Stage. Journal of medicinal chemistry. 2015 Jul; 58(14):5381-94. doi: 10.1021/jm501155f. [PMID: 25734377]
  • Jens C de Groot, Christopher Weidner, Joern Krausze, Ken Kawamoto, Frank C Schroeder, Sascha Sauer, Konrad Büssow. Structural characterization of amorfrutins bound to the peroxisome proliferator-activated receptor γ. Journal of medicinal chemistry. 2013 Feb; 56(4):1535-43. doi: 10.1021/jm3013272. [PMID: 23286787]
  • Nguyen Tien Dat, Jeong-Hyung Lee, Kyeong Lee, Young-Soo Hong, Young Ho Kim, Jung Joon Lee. Phenolic constituents of Amorpha fruticosa that inhibit NF-kappaB activation and related gene expression. Journal of natural products. 2008 Oct; 71(10):1696-700. doi: 10.1021/np800383q. [PMID: 18841906]