Imidazole propionate (BioDeep_00000013496)

 

Secondary id: BioDeep_00001868438

human metabolite Endogenous blood metabolite PANOMIX_OTCML-2023


代谢物信息卡片


3-(1H-Imidazol-4-yl)-propionic acid

化学式: C6H8N2O2 (140.0585748)
中文名称: 3-(咪唑-4-基)丙酸
谱图信息: 最多检出来源 Homo sapiens(feces) 0.08%

Reviewed

Last reviewed on 2024-09-13.

Cite this Page

Imidazole propionate. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/imidazole_propionate (retrieved 2024-11-09) (BioDeep RN: BioDeep_00000013496). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: C(CC(=O)O)C1=CN=CN1
InChI: InChI=1S/C6H8N2O2/c9-6(10)2-1-5-3-7-4-8-5/h3-4H,1-2H2,(H,7,8)(H,9,10)

描述信息

Imidazolepropionic acid, also known as deaminohistidine or 4-imidazolylpropionate, belongs to the class of organic compounds known as imidazolyl carboxylic acids and derivatives. These are organic compounds containing a carboxylic acid chain (of at least 2 carbon atoms) linked to an imidazole ring. Imidazolepropionic acid is a very strong basic compound (based on its pKa). Imidazolepropionic acid is a product of histidine metabolism which may involve oxidation or transamination. This compound is found in the urine of rats loaded with histidine (PMID: 6021220).
Isolated from the fungus Coprinus atramentarius (common ink cap)
Imidazole-5-propionic acid is a histidine metabolite[1].

同义名列表

55 个代谢物同义名

3-(1H-Imidazol-4-yl)-propionic acid; beta-Imidazolyl-4(5)-propanoic acid; beta-Imidazolyl-4(5)-propionic acid; 3-(Imidazol-4(5)-yl)propionic acid; 3-(1H-Imidazol-4-yl)propionic acid; 3-(1H-imidazol-4-yl)propanoic acid; 3-(Imidazol-4(5)-yl)propanoic acid; 3-(1H-imidazol-5-yl)propanoic acid; beta-(5-Imidazolyl)propionic acid; 3-(1H-4-Imidazolyl)propanoic acid; 3-(1H-4-Imidazolyl)propionic acid; beta-(5-Imidazolyl)propanoic acid; β-Imidazolyl-4(5)-propionic acid; β-Imidazolyl-4(5)-propanoic acid; 1H-Imidazole-4(5)-propanoic acid; 3-(Imidazol-4-yl)propanoic acid; 3-(1H-Imidazol-4-yl)-propionate; 3-(Imidazol-4-yl)propionic acid; 3-(1H-Imidazol-4-yl)propionate; 3-(4-Imidazolyl)propanoic acid; β-(5-Imidazolyl)propionic acid; 3-(1H-Imidazol-4-yl)propanoate; 3-(4-Imidazolyl)propionic acid; β-(5-Imidazolyl)propanoic acid; 1H-Imidazole-4-propionic acid; 1H-Imidazole-4-propanoic acid; Imidazole-4(5)-propanoic acid; Imidazole-4(5)-propionic acid; 5-(2-Carboxyethyl) imidazole; 1H-Imidazole-4(5)-propanoate; 3-(Imidazol-4-yl)propionate; 3-(Imidazol-4-yl)propanoate; Imidazole-4-propionic acid; Imidazole-4-propanoic acid; 4-Imidazolylpropanoic acid; 4-Imidazolylpropionic acid; 1H-Imidazole-4-propanoate; 5-Imidazolepropionic acid; Imidazolylpropanoic acid; Imidazolylpropionic acid; Imidazolepropionic acid; 4-Imidazolylpropanoate; 4-Imidazolylpropionate; 5-Imidazolepropionate; Dihydrourocanoic acid; Dihydrourocanic acid; Imidazole propionate; Imidazolylpropionate; Imidazolepropionate; deamino-Histidine; Dihydrourocanate; Deaminohistidine; URO; Imidazole Propionate; Imidazole-5-propionic acid



数据库引用编号

15 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

  • Ditte Olsen Lützhøft, Tim Sinioja, Berit Ø Christoffersen, Rasmus Riemer Jakobsen, Dawei Geng, Hajar Fauzan Bin Ahmad, Ellen Marie Straarup, Karen-Margrethe Pedersen, Witold Kot, Henrik Duelund Pedersen, Susanna Cirera, Tuulia Hyötyläinen, Dennis Sandris Nielsen, Axel Kornerup Hansen. Marked gut microbiota dysbiosis and increased imidazole propionate are associated with a NASH Göttingen Minipig model. BMC microbiology. 2022 12; 22(1):287. doi: 10.1186/s12866-022-02704-w. [PMID: 36456963]
  • Qian Chen, Dongwen Ren, Luokun Liu, Jingge Xu, Yuzheng Wu, Haiyang Yu, Mengyang Liu, Yi Zhang, Tao Wang. Ginsenoside Compound K Ameliorates Development of Diabetic Kidney Disease through Inhibiting TLR4 Activation Induced by Microbially Produced Imidazole Propionate. International journal of molecular sciences. 2022 Oct; 23(21):. doi: 10.3390/ijms232112863. [PMID: 36361652]
  • Zhiyuan Chen, Bin Wang, Jiali Dong, Yuan Li, Shuqin Zhang, Xiaozhou Zeng, Huiwen Xiao, Saijun Fan, Ming Cui. Gut Microbiota-Derived l-Histidine/Imidazole Propionate Axis Fights against the Radiation-Induced Cardiopulmonary Injury. International journal of molecular sciences. 2021 Oct; 22(21):. doi: 10.3390/ijms222111436. [PMID: 34768867]
  • Jamie van Son, Mireille J Serlie, Marcus Ståhlman, Fredrik Bäckhed, Max Nieuwdorp, Judith Aron-Wisnewsky. Plasma Imidazole Propionate Is Positively Correlated with Blood Pressure in Overweight and Obese Humans. Nutrients. 2021 Aug; 13(8):. doi: 10.3390/nu13082706. [PMID: 34444866]
  • Yongjie Liu, Hainan Chen, Liping Feng, Jun Zhang. Interactions between gut microbiota and metabolites modulate cytokine network imbalances in women with unexplained miscarriage. NPJ biofilms and microbiomes. 2021 03; 7(1):24. doi: 10.1038/s41522-021-00199-3. [PMID: 33731680]
  • Lei Fan, Danxia Yu, Xiangzhu Zhu, Xiang Huang, Harvey J Murff, M Andrea Azcarate-Peril, Martha J Shrubsole, Qi Dai. Magnesium and imidazole propionate. Clinical nutrition ESPEN. 2021 02; 41(?):436-438. doi: 10.1016/j.clnesp.2020.12.011. [PMID: 33487303]
  • Antonio Molinaro, Pierre Bel Lassen, Marcus Henricsson, Hao Wu, Solia Adriouch, Eugeni Belda, Rima Chakaroun, Trine Nielsen, Per-Olof Bergh, Christine Rouault, Sébastien André, Florian Marquet, Fabrizio Andreelli, Joe-Elie Salem, Karen Assmann, Jean-Philippe Bastard, Sofia Forslund, Emmanuelle Le Chatelier, Gwen Falony, Nicolas Pons, Edi Prifti, Benoit Quinquis, Hugo Roume, Sara Vieira-Silva, Tue H Hansen, Helle Krogh Pedersen, Christian Lewinter, Nadja B Sønderskov, Lars Køber, Henrik Vestergaard, Torben Hansen, Jean-Daniel Zucker, Pilar Galan, Marc-Emmanuel Dumas, Jeroen Raes, Jean-Michel Oppert, Ivica Letunic, Jens Nielsen, Peer Bork, S Dusko Ehrlich, Michael Stumvoll, Oluf Pedersen, Judith Aron-Wisnewsky, Karine Clément, Fredrik Bäckhed. Imidazole propionate is increased in diabetes and associated with dietary patterns and altered microbial ecology. Nature communications. 2020 11; 11(1):5881. doi: 10.1038/s41467-020-19589-w. [PMID: 33208748]
  • Silke Hack, Babette Wörlein, Georg Höfner, Jörg Pabel, Klaus T Wanner. Development of imidazole alkanoic acids as mGAT3 selective GABA uptake inhibitors. European journal of medicinal chemistry. 2011 May; 46(5):1483-98. doi: 10.1016/j.ejmech.2011.01.042. [PMID: 21353350]
  • I Antener, A M Verwilghen, C Van Geert, J Mauron. Biochemical study of malnutrition. Part VI: Histidine and its metabolites. International journal for vitamin and nutrition research. Internationale Zeitschrift fur Vitamin- und Ernahrungsforschung. Journal international de vitaminologie et de nutrition. 1983; 53(2):199-209. doi: NULL. [PMID: 6136484]