Pyrroline (BioDeep_00000173504)

   

human metabolite blood metabolite


代谢物信息卡片


2,3-dihydro-1H-pyrrole

化学式: C4H7N (69.0578462)
中文名称: 2-吡咯啉
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C1CC=CN1
InChI: InChI=1S/C4H7N/c1-2-4-5-3-1/h1,3,5H,2,4H2

描述信息

Pyrroline, also known as delta(2)-pyrroline or dihydropyrrole, is a member of the class of compounds known as pyrrolines. Pyrrolines are compounds containing a pyrroline ring, which is a five-member unsaturated aliphatic ring with one nitrogen atom and four carbon atoms. Pyrroline is soluble (in water) and a very strong basic compound (based on its pKa). Pyrroline can be found in common pea, which makes pyrroline a potential biomarker for the consumption of this food product.

同义名列表

7 个代谢物同义名

2,3-dihydro-1H-pyrrole; Delta(2)-Pyrroline; Δ(2)-pyrroline; Dihydropyrrole; 2-pyrroline; Pyrroline; azoline



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)

1 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

  • Zhou Tian, Jing Jiang, Zhen-Hui Yan, Qing-Qing Luo, Gu Zhan, Wei Huang, Xiang Li, Bo Han. Catalytic asymmetric [3 + 2] cycloaddition of pyrazolone-derived MBH carbonate: highly stereoselective construction of the bispiro-[pyrazolone-dihydropyrrole-oxindole] skeleton. Chemical communications (Cambridge, England). 2022 Apr; 58(35):5363-5366. doi: 10.1039/d2cc00618a. [PMID: 35411363]
  • Junichiro Uda, Seiichi Kobashi, Naoki Ashizawa, Koji Matsumoto, Takashi Iwanaga. Novel monocyclic amide-linked phenol derivatives without mitochondrial toxicity have potent uric acid-lowering activity. Bioorganic & medicinal chemistry letters. 2021 05; 40(?):127900. doi: 10.1016/j.bmcl.2021.127900. [PMID: 33684442]
  • Haowen Luo, Tantan Zhang, Axiang Zheng, Longxin He, Rifang Lai, Jinhai Liu, Pipeng Xing, Xiangru Tang. Exogenous proline induces regulation in 2-acetyl-1-pyrroline (2-AP) biosynthesis and quality characters in fragrant rice (Oryza sativa L.). Scientific reports. 2020 08; 10(1):13971. doi: 10.1038/s41598-020-70984-1. [PMID: 32811903]
  • Teng Liu, Chenshu Dai, Huiting Sang, Fangzhao Chen, Yingna Huang, Hui Liao, Shuwen Liu, Qiuhua Zhu, Jie Yang. Discovery of dihydropyrrolidones as novel inhibitors against influenza A virus. European journal of medicinal chemistry. 2020 Aug; 199(?):112334. doi: 10.1016/j.ejmech.2020.112334. [PMID: 32408213]
  • Seegehalli M Anil, Muddenahalli S Sudhanva, Toreshettahally R Swaroop, Ajjampura C Vinayaka, Narasimhamurthy Rajeev, Kuppalli R Kiran, Rangappa Shobith, Maralinganadoddi P Sadashiva. Base Induced Condensation of Malononitrile with Erlenmeyer Azlactones: An Unexpected Synthesis of Multi-Substituted Δ2 -Pyrrolines and Their Cytotoxicity. Chemistry & biodiversity. 2020 May; 17(5):e2000014. doi: 10.1002/cbdv.202000014. [PMID: 32147970]
  • Alessandro R Nascimento, Fabiana Gomes, Marcus V Machado, Cassiano Gonçalves-de-Albuquerque, Pascal Bousquet, Eduardo Tibiriçá. I1-imidazoline receptor-mediated cardiovascular and metabolic effects in high-fat diet-induced metabolic syndrome in rats. Autonomic neuroscience : basic & clinical. 2019 03; 217(?):18-25. doi: 10.1016/j.autneu.2018.12.007. [PMID: 30704971]
  • Santiago Signorelli, Jorge Monza. Identification of Δ1-pyrroline 5-carboxylate synthase (P5CS) genes involved in the synthesis of proline in Lotus japonicus. Plant signaling & behavior. 2017 Nov; 12(11):e1367464. doi: 10.1080/15592324.2017.1367464. [PMID: 28985146]
  • Janchai Poonlaphdecha, Pascal Gantet, Isabelle Maraval, François-Xavier Sauvage, Chantal Menut, Alain Morère, Renaud Boulanger, Matthias Wüst, Ziya Gunata. Biosynthesis of 2-acetyl-1-pyrroline in rice calli cultures: Demonstration of 1-pyrroline as a limiting substrate. Food chemistry. 2016 Apr; 197(Pt A):965-71. doi: 10.1016/j.foodchem.2015.11.060. [PMID: 26617041]
  • Lyne Fellmann, Véronique Regnault, Hugues Greney, Vincent Gasparik, Adeline Muscat, Jean-Pierre Max, Luc Gigou, Valérie Oréa, Gérard Chetrite, Anne Pizard, Nathalie Niederhoffer, Claude Julien, Patrick Lacolley, Bruno Fève, Pascal Bousquet. A new pyrroline compound selective for I1-imidazoline receptors improves metabolic syndrome in rats. The Journal of pharmacology and experimental therapeutics. 2013 Sep; 346(3):370-80. doi: 10.1124/jpet.113.205328. [PMID: 23818682]
  • Tamás Kálai, Éva Hideg, Ferhan Ayaydin, Kálmán Hideg. Synthesis and potential use of 1,8-naphthalimide type (1)O2 sensor molecules. Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology. 2013 Mar; 12(3):432-8. doi: 10.1039/c2pp25253h. [PMID: 23160310]
  • Heidi Rose Bokesch, Roberta Scott Gardella, Daniel Christopher Rabe, Donald Paul Bottaro, William Marston Linehan, James Brislin McMahon, Tawnya Carlene McKee. A new hypoxia inducible factor-2 inhibitory pyrrolinone alkaloid from roots and stems of Piper sarmentosum. Chemical & pharmaceutical bulletin. 2011; 59(9):1178-9. doi: 10.1248/cpb.59.1178. [PMID: 21881266]
  • Machender R Kandadi, Prabhakar K Rajanna, Mazhuvancherry K Unnikrishnan, Sai P Boddu, Yinan Hua, Ji Li, Min Du, Jun Ren, Nair Sreejayan. 2-(3,4-Dihydro-2H-pyrrolium-1-yl)-3oxoindan-1-olate (DHPO), a novel, synthetic small molecule that alleviates insulin resistance and lipid abnormalities. Biochemical pharmacology. 2010 Feb; 79(4):623-31. doi: 10.1016/j.bcp.2009.09.018. [PMID: 19769946]
  • Yuming Zhang, Chongzhao Ran, Guangyin Zhou, Lawrence M Sayre. Highly potent 3-pyrroline mechanism-based inhibitors of bovine plasma amine oxidase and mass spectrometric confirmation of cofactor derivatization. Bioorganic & medicinal chemistry. 2007 Feb; 15(4):1868-77. doi: 10.1016/j.bmc.2006.11.025. [PMID: 17150363]
  • Klaus Stolze, Natascha Rohr-Udilova, Thomas Rosenau, Roswitha Stadtmüller, Hans Nohl. Very stable superoxide radical adducts of 5-ethoxycarbonyl- 3,5-dimethyl-pyrroline N-oxide (3,5-EDPO) and its derivatives. Biochemical pharmacology. 2005 May; 69(9):1351-61. doi: 10.1016/j.bcp.2005.01.019. [PMID: 15826606]
  • Yoshimasa Aso, Keishi Takanashi, Kyouichi Sekine, Noboru Yoshida, Kohzo Takebayashi, Kazuhiro Yoshihara, Toshihiko Inukai. Dissociation between urinary pyrraline and pentosidine concentrations in diabetic patients with advanced nephropathy. The Journal of laboratory and clinical medicine. 2004 Aug; 144(2):92-9. doi: 10.1016/j.lab.2004.03.016. [PMID: 15322503]
  • Aneta Koceva-Chyła, Adam Sokal, Katarzyna Kania, Krzysztof Gwoździński, Zofia Jóźwiak. The nitroxides pirolin and pirolid protect the plasma membranes of rat cardiomyocytes against damage induced by anthracyclines. Cellular & molecular biology letters. 2003; 8(1):171-7. doi: NULL. [PMID: 12655371]
  • Aneta Koceva-Chyła, Krzysztof Gwoździński, Agata Kochman, Aneta Stolarska, Zofia Jóźwiak. Effects of pyrroline and pyrrolidine nitroxides on lipid peroxidation in heart tissue of rats treated with doxorubicin. Cellular & molecular biology letters. 2003; 8(1):179-83. doi: ". [PMID: 12655372]
  • Younghee Lee, Ke-Qing Ling, Xingliang Lu, Richard B Silverman, E M Shepard, D M Dooley, Lawrence M Sayre. 3-pyrrolines are mechanism-based inactivators of the quinone-dependent amine oxidases but only substrates of the flavin-dependent amine oxidases. Journal of the American Chemical Society. 2002 Oct; 124(41):12135-43. doi: 10.1021/ja0205434. [PMID: 12371853]
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