Pyrazin-2-carboxylic acid (BioDeep_00000013127)

 

Secondary id: BioDeep_00001868228

human metabolite Endogenous blood metabolite


代谢物信息卡片


Pyrazinemonocarboxylic acid

化学式: C5H4N2O2 (124.02727639999999)
中文名称: 2-吡嗪羧酸
谱图信息: 最多检出来源 Homo sapiens(blood) 11.94%

分子结构信息

SMILES: C1=CN=C(C=N1)C(=O)O
InChI: InChI=1S/C5H4N2O2/c8-5(9)4-3-6-1-2-7-4/h1-3H,(H,8,9)

描述信息

Pyrazin-2-carboxylic acid belongs to the family of Pyrazine Carboxylic Acids and Derivatives. These are heterocyclic compounds containing a pyrazine ring substituted by one or more carboxylic acid group.

同义名列表

17 个代谢物同义名

Pyrazinemonocarboxylic acid; Pyrazine-2-carboxylic acid; Paradiazinecarboxylic acid; Pyrazin-2-carboxylic acid; 2-Pyrazinecarboxylic acid; Pyrazinemonocarboxylate; Pyrazinecarboxylic acid; Pyrazine-2-carboxylate; Paradiazinecarboxylate; Pyrazin-2-carboxylate; 2-Pyrazinecarboxylate; Pyrazinecarboxylate; 2-Carboxypyrazine; Pyrazinoic acid; Pyrazinic acid; Pyrazinoate; Pyrazinate



数据库引用编号

13 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

  • Taísa Busaranho Franchin, Bruna Cristina Ulian Silva, Rone Aparecido DeGrandis, Michelle Fidelis Corrêa, Cecília Maria Simões de Queiroz Aranha, Joáo Paulo S Fernandes, Michel Leandro Campos, Rosângela Gonçalves Peccinini. Assessment of the Physicochemical Properties and Stability for Pharmacokinetic Prediction of Pyrazinoic Acid Derivatives. Current drug metabolism. 2020; 21(9):714-721. doi: 10.2174/1389200221666200907145722. [PMID: 32895039]
  • Edgar A Florentini, Noelia Angulo, Robert H Gilman, Roberto Alcántara, Elisa Roncal, Ricardo Antiparra, Emily Toscano, Katherine Vallejos, Danni Kirwan, Mirko Zimic, Patricia Sheen. Immunological detection of pyrazine-2-carboxylic acid for the detection of pyrazinamide resistance in Mycobacterium tuberculosis. PloS one. 2020; 15(11):e0241600. doi: 10.1371/journal.pone.0241600. [PMID: 33151985]
  • Pierre Mugabo, Mwila Mulubwa. Population Pharmacokinetic Modelling of Pyrazinamide and Pyrazinoic Acid in Patients with Multi-Drug Resistant Tuberculosis. European journal of drug metabolism and pharmacokinetics. 2019 Aug; 44(4):519-530. doi: 10.1007/s13318-018-00540-w. [PMID: 30617957]
  • Jonathan I Kremer, Stephanie Pickard, Lara F Stadlmair, Anika Glaß-Theis, Leon Buckel, Tamara Bakuradze, Gerhard Eisenbrand, Elke Richling. Alkylpyrazines from Coffee are Extensively Metabolized to Pyrazine Carboxylic Acids in the Human Body. Molecular nutrition & food research. 2019 07; 63(14):e1801341. doi: 10.1002/mnfr.201801341. [PMID: 31125183]
  • Tetsuya Taniguchi, Naoki Ashizawa, Koji Matsumoto, Takashi Iwanaga. Enhancement of pharmacological effects of uricosuric agents by concomitant treatment with pyrazinamide in rats. Naunyn-Schmiedeberg's archives of pharmacology. 2017 Mar; 390(3):253-260. doi: 10.1007/s00210-016-1324-5. [PMID: 27933340]
  • M S Attia, Najlaa S Al-Radadi. Nano optical sensor binuclear Pt-2-pyrazinecarboxylic acid -bipyridine for enhancement of the efficiency of 3-nitrotyrosine biomarker for early diagnosis of liver cirrhosis with minimal hepatic encephalopathy. Biosensors & bioelectronics. 2016 Dec; 86(?):406-412. doi: 10.1016/j.bios.2016.06.074. [PMID: 27414246]
  • Jean-Philippe Lanoix, Rokeya Tasneen, Paul O'Brien, Jansy Sarathy, Hassan Safi, Michael Pinn, David Alland, Véronique Dartois, Eric Nuermberger. High Systemic Exposure of Pyrazinoic Acid Has Limited Antituberculosis Activity in Murine and Rabbit Models of Tuberculosis. Antimicrobial agents and chemotherapy. 2016 07; 60(7):4197-205. doi: 10.1128/aac.03085-15. [PMID: 27139472]
  • Priyanka A Shah, Primal Sharma, Jaivik V Shah, Mallika Sanyal, Pranav S Shrivastav. An improved LC-MS/MS method for the simultaneous determination of pyrazinamide, pyrazinoic acid and 5-hydroxy pyrazinoic acid in human plasma for a pharmacokinetic study. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2016 Apr; 1017-1018(?):52-61. doi: 10.1016/j.jchromb.2016.02.036. [PMID: 26945134]
  • David Pires, Emília Valente, Marta Filipa Simões, Nuno Carmo, Bernard Testa, Luís Constantino, Elsa Anes. Esters of Pyrazinoic Acid Are Active against Pyrazinamide-Resistant Strains of Mycobacterium tuberculosis and Other Naturally Resistant Mycobacteria In Vitro and Ex Vivo within Macrophages. Antimicrobial agents and chemotherapy. 2015 Dec; 59(12):7693-9. doi: 10.1128/aac.00936-15. [PMID: 26438493]
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  • Masanobu Sato, Hideaki Mamada, Naohiko Anzai, Yoshiyuki Shirasaka, Takeo Nakanishi, Ikumi Tamai. Renal secretion of uric acid by organic anion transporter 2 (OAT2/SLC22A7) in human. Biological & pharmaceutical bulletin. 2010; 33(3):498-503. doi: 10.1248/bpb.33.498. [PMID: 20190416]
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  • Yuu Aoki, Masahiro Yoshida, Hiroshi Kawaide, Hiroshi Abe, Masahiro Natsume. Structural determination of hypnosin, a spore germination inhibitor of phytopathogenic Streptomyces sp. causing root tumor in melon (Cucumis sp.). Journal of agricultural and food chemistry. 2007 Dec; 55(26):10622-7. doi: 10.1021/jf072719x. [PMID: 18052243]
  • Yohannes Hagos, Daniel Stein, Bernhard Ugele, Gerhard Burckhardt, Andrew Bahn. Human renal organic anion transporter 4 operates as an asymmetric urate transporter. Journal of the American Society of Nephrology : JASN. 2007 Feb; 18(2):430-9. doi: 10.1681/asn.2006040415. [PMID: 17229912]
  • David B Mount, Charles Y Kwon, Kambiz Zandi-Nejad. Renal urate transport. Rheumatic diseases clinics of North America. 2006 May; 32(2):313-31, vi. doi: 10.1016/j.rdc.2006.02.006. [PMID: 16716882]
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  • Makoto Hosoyamada, Kimiyoshi Ichida, Atsushi Enomoto, Tatsuo Hosoya, Hitoshi Endou. Function and localization of urate transporter 1 in mouse kidney. Journal of the American Society of Nephrology : JASN. 2004 Feb; 15(2):261-8. doi: 10.1097/01.asn.0000107560.80107.19. [PMID: 14747372]
  • Kimiyoshi Ichida, Makoto Hosoyamada, Hiroaki Kimura, Michio Takeda, Yasunori Utsunomiya, Tatsuo Hosoya, Hitoshi Endou. Urate transport via human PAH transporter hOAT1 and its gene structure. Kidney international. 2003 Jan; 63(1):143-55. doi: 10.1046/j.1523-1755.2003.00710.x. [PMID: 12472777]
  • Edgar Leal-Pinto, B Eleazar Cohen, Michael S Lipkowitz, Ruth G Abramson. Functional analysis and molecular model of the human urate transporter/channel, hUAT. American journal of physiology. Renal physiology. 2002 Jul; 283(1):F150-63. doi: 10.1152/ajprenal.00333.2001. [PMID: 12060597]
  • Aida Mehmedagic, Philippe Verite, Sabine Menager, Christine Tharasse, Christiane Chabenat, Dominique Andre, Olivier Lafont. Investigation of the effects of concomitant caffeine administration on the metabolic disposition of pyrazinamide in rats. Biopharmaceutics & drug disposition. 2002 Jul; 23(5):191-5. doi: 10.1002/bdd.305. [PMID: 12116050]
  • Tsutomu Fukuwatari, Etsuro Sugimoto, Katsumi Shibata. Growth-promoting activity of pyrazinoic acid, a putative active compound of antituberculosis drug pyrazinamide, in niacin-deficient rats through the inhibition of ACMSD activity. Bioscience, biotechnology, and biochemistry. 2002 Jul; 66(7):1435-41. doi: 10.1271/bbb.66.1435. [PMID: 12224625]
  • Ying Zhang, Sallie Permar, Zhonghe Sun. Conditions that may affect the results of susceptibility testing of Mycobacterium tuberculosis to pyrazinamide. Journal of medical microbiology. 2002 Jan; 51(1):42-49. doi: 10.1099/0022-1317-51-1-42. [PMID: 11800471]
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  • E Leal-Pinto, B E Cohen, R G Abramson. Functional analysis and molecular modeling of a cloned urate transporter/channel. The Journal of membrane biology. 1999 May; 169(1):13-27. doi: 10.1007/pl00005897. [PMID: 10227848]
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  • K E Bergmann, M H Cynamon, J T Welch. Quantitative structure-activity relationships for the in vitro antimycobacterial activity of pyrazinoic acid esters. Journal of medicinal chemistry. 1996 Aug; 39(17):3394-400. doi: 10.1021/jm950538t. [PMID: 8765523]
  • Y I A-Rahim, K H Beyer, E S Vesell. Studies on pyrazinoylguanidine. 2. Comparative drug and dose effects on glucose and lipid metabolism in streptozotocin-induced diabetic rats. Pharmacology. 1996 Mar; 52(3):145-52. doi: 10.1159/000139378. [PMID: 8849483]
  • F Roch-Ramel, B Guisan, L Schild. Indirect coupling of urate and p-aminohippurate transport to sodium in human brush-border membrane vesicles. The American journal of physiology. 1996 Jan; 270(1 Pt 2):F61-8. doi: 10.1152/ajprenal.1996.270.1.f61. [PMID: 8769823]
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