1-Methyluric acid (BioDeep_00000405547)

Main id: BioDeep_00000001202

 


代谢物信息卡片


1-Methyluric acid

化学式: C6H6N4O3 (182.0439886)
中文名称: 1-甲基尿酸
谱图信息: 最多检出来源 Homo sapiens(urine) 66.67%

分子结构信息

SMILES: CN1C(=O)C2=C(NC(=O)N2)NC1=O
InChI: InChI=1S/C6H6N4O3/c1-10-4(11)2-3(9-6(10)13)8-5(12)7-2/h1H3,(H,9,13)(H2,7,8,12)

描述信息

An oxopurine that is 7,9-dihydro-1H-purine-2,6,8(3H)-trione substituted by a methyl group at N-1. It is one of the metabolites of caffeine found in human urine.

同义名列表

1 个代谢物同义名

1-Methyluric acid



数据库引用编号

26 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(1)

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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)

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  • 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。
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  • 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

  • Eleni Aklillu, Juan Antonio Carrillo, Eyasu Makonnen, Leif Bertilsson, Natasa Djordjevic. N-Acetyltransferase-2 (NAT2) phenotype is influenced by genotype-environment interaction in Ethiopians. European journal of clinical pharmacology. 2018 Jul; 74(7):903-911. doi: 10.1007/s00228-018-2448-y. [PMID: 29589062]
  • Jin A Sohn, Han-Suk Kim, Jaeseong Oh, Joo-Youn Cho, Kyung-Sang Yu, Juyoung Lee, Seung Han Shin, Jin A Lee, Chang Won Choi, Ee-Kyung Kim, Beyong Il Kim, Eun Ae Park. Prediction of serum theophylline concentrations and cytochrome P450 1A2 activity by analyzing urinary metabolites in preterm infants. British journal of clinical pharmacology. 2017 06; 83(6):1279-1286. doi: 10.1111/bcp.13211. [PMID: 27995649]
  • Michael E Rybak, Maya R Sternberg, Ching-I Pao, Namanjeet Ahluwalia, Christine M Pfeiffer. Urine excretion of caffeine and select caffeine metabolites is common in the U.S. population and associated with caffeine intake. The Journal of nutrition. 2015 Apr; 145(4):766-74. doi: 10.3945/jn.114.205476. [PMID: 25833779]
  • Ying Liu, Yan Zhan, Yi-Fan Zhang, Xiao-Yan Chen, Da-Fang Zhong. [Quantitative analysis of theophylline and its metabolites in urine of Chinese healthy subjects after oral administration of theophylline sustained-release tablets]. Yao xue xue bao = Acta pharmaceutica Sinica. 2014 Jul; 49(7):1039-43. doi: . [PMID: 25233637]
  • Xiang-Yang Li, Yong-Nian Liu, Yong-Ping Li, Jun-Bo Zhu, Xing-Chen Yao, Yong-Fang Li, Mei Yang, Ming Yuan, Xue-Ru Fan, Yue-Miao Yin. [Effect of Tibetan medicine zuotai on the activity, protein and mRNA expression of CYP1A2 and NAT2]. Yao xue xue bao = Acta pharmaceutica Sinica. 2014 Feb; 49(2):267-72. doi: . [PMID: 24761621]
  • Natasa Djordjevic, Juan Antonio Carrillo, Hyung-Keun Roh, Sara Karlsson, Nobuhisa Ueda, Leif Bertilsson, Eleni Aklillu. Comparison of N-acetyltransferase-2 enzyme genotype-phenotype and xanthine oxidase enzyme activity between Swedes and Koreans. Journal of clinical pharmacology. 2012 Oct; 52(10):1527-34. doi: 10.1177/0091270011420261. [PMID: 22105431]
  • John R Mercer, Kelly Gray, Nichola Figg, Sheetal Kumar, Martin R Bennett. The methyl xanthine caffeine inhibits DNA damage signaling and reactive species and reduces atherosclerosis in ApoE(-/-) mice. Arteriosclerosis, thrombosis, and vascular biology. 2012 Oct; 32(10):2461-7. doi: 10.1161/atvbaha.112.251322. [PMID: 22859494]
  • Max Tsai, Jing-tao Wu, Lhanoo Gunawardhana, Himanshu Naik. The effects of xanthine oxidase inhibition by febuxostat on the pharmacokinetics of theophylline. International journal of clinical pharmacology and therapeutics. 2012 May; 50(5):331-7. doi: 10.5414/cp201648. [PMID: 22541837]
  • Jung-woo Chae, Dong-hyun Kim, Byung-yo Lee, Eun jung Kim, Kwang-il Kwon. Development and validation of a sensitive LC-MS/MS method for the simultaneous quantitation of theophylline and its metabolites in rat plasma. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2012 Mar; 889-890(?):44-9. doi: 10.1016/j.jchromb.2012.01.028. [PMID: 22365533]
  • Natasa Djordjevic, Juan Antonio Carrillo, Nobuhisa Ueda, Guillermo Gervasini, Takashi Fukasawa, Akira Suda, Slobodan Jankovic, Eleni Aklillu. N-Acetyltransferase-2 (NAT2) gene polymorphisms and enzyme activity in Serbs: unprecedented high prevalence of rapid acetylators in a White population. Journal of clinical pharmacology. 2011 Jul; 51(7):994-1003. doi: 10.1177/0091270010377630. [PMID: 20801937]
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  • Yao Chen, Chang-Qiong Xiao, Yi-Jing He, Bi-Lian Chen, Guo Wang, Gan Zhou, Wei Zhang, Zhi-Rong Tan, Shan Cao, Li-Ping Wang, Hong-Hao Zhou. Genistein alters caffeine exposure in healthy female volunteers. European journal of clinical pharmacology. 2011 Apr; 67(4):347-353. doi: 10.1007/s00228-010-0964-5. [PMID: 21222115]
  • Yao Chen, Peng Xiao, Dong-Sheng Ou-Yang, Lan Fan, Dong Guo, Yi-Nan Wang, Yang Han, Jiang-Hua Tu, Gan Zhou, Yuan-Fei Huang, Hong-Hao Zhou. Simultaneous action of the flavonoid quercetin on cytochrome P450 (CYP) 1A2, CYP2A6, N-acetyltransferase and xanthine oxidase activity in healthy volunteers. Clinical and experimental pharmacology & physiology. 2009 Aug; 36(8):828-33. doi: 10.1111/j.1440-1681.2009.05158.x. [PMID: 19215233]
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  • Masayuki Nadai, Miki Kato, Kazumasa Yasui, Masao Kimura, Ying Lan Zhao, Jun Ueyama, Yoshimi Tsunekawa, Hideo Yoshizumi, Takaaki Hasegawa. Lack of effect of aciclovir on metabolism of theophylline and expression of hepatic cytochrome P450 1A2 in rats. Biological & pharmaceutical bulletin. 2007 Mar; 30(3):562-8. doi: 10.1248/bpb.30.562. [PMID: 17329857]
  • Hans-Peter Rihs, Andrea John, Michael Scherenberg, Albrecht Seidel, Thomas Brüning. Concordance between the deduced acetylation status generated by high-speed: real-time PCR based NAT2 genotyping of seven single nucleotide polymorphisms and human NAT2 phenotypes determined by a caffeine assay. Clinica chimica acta; international journal of clinical chemistry. 2007 Feb; 376(1-2):240-3. doi: 10.1016/j.cca.2006.08.010. [PMID: 17011540]
  • Hiroyuki Nosaka, Masayuki Nadai, Miki Kato, Kazumasa Yasui, Hideo Yoshizumi, Mika Miyoshi, Ying Lan Zhao, Kenji Baba, Kenzo Takagi, Takaaki Hasegawa. Effect of a newly developed ketolide antibiotic, telithromycin, on metabolism of theophylline and expression of cytochrome P450 in rats. Life sciences. 2006 May; 79(1):50-6. doi: 10.1016/j.lfs.2005.12.022. [PMID: 16423372]
  • Rocco Orlando, Roberto Padrini, Mauro Perazzi, Sara De Martin, Pierpaolo Piccoli, Pietro Palatini. Liver dysfunction markedly decreases the inhibition of cytochrome P450 1A2-mediated theophylline metabolism by fluvoxamine. Clinical pharmacology and therapeutics. 2006 May; 79(5):489-99. doi: 10.1016/j.clpt.2006.01.012. [PMID: 16678550]
  • Jun Li, Xiang-qian Peng, Jian Zhang, Ji-ping Xu. [Determination of the activity of cytochrome P-450 CYP2A6 by HPLC method with caffeine as metabolizing probe]. Yao xue xue bao = Acta pharmaceutica Sinica. 2006 Mar; 41(3):282-4. doi: . [PMID: 16759004]
  • Phillip M Davies, Lynette D Fairbanks, Krzysztof Safranow, Michael R Bending, H Anne Simmonds. An unusual patient with kidney stones composed of 1-methyluric acid. Urological research. 2006 Feb; 34(1):58-60. doi: 10.1007/s00240-005-0002-8. [PMID: 16397778]
  • Barbara Tavazzi, Giuseppe Lazzarino, Paola Leone, Angela Maria Amorini, Francesco Bellia, Christopher G Janson, Valentina Di Pietro, Lia Ceccarelli, Sonia Donzelli, Jeremy S Francis, Bruno Giardina. Simultaneous high performance liquid chromatographic separation of purines, pyrimidines, N-acetylated amino acids, and dicarboxylic acids for the chemical diagnosis of inborn errors of metabolism. Clinical biochemistry. 2005 Nov; 38(11):997-1008. doi: 10.1016/j.clinbiochem.2005.08.002. [PMID: 16139832]
  • Sandrine Derkenne, Christine P Curran, Howard G Shertzer, Timothy P Dalton, Nadine Dragin, Daniel W Nebert. Theophylline pharmacokinetics: comparison of Cyp1a1(-/-) and Cyp1a2(-/-) knockout mice, humanized hCYP1A1_1A2 knock-in mice lacking either the mouse Cyp1a1 or Cyp1a2 gene, and Cyp1(+/+) wild-type mice. Pharmacogenetics and genomics. 2005 Jul; 15(7):503-11. doi: 10.1097/01.fpc.0000167326.00411.50. [PMID: 15970798]
  • Makiko Kizawa, Etsuko Miyamoto, Shuka Aono, Junichi Kawakami, Isao Adachi. Inhibition of theophylline metabolism by suplatast and its metabolites in rats. Biological & pharmaceutical bulletin. 2005 Jun; 28(6):1061-5. doi: 10.1248/bpb.28.1061. [PMID: 15930745]
  • Leslie F McCoy, M Bridgette Bowen, Mary Xu, Huiping Chen, Rosemary L Schleicher. Improved HPLC assay for measuring serum vitamin C with 1-methyluric acid used as an electrochemically active internal standard. Clinical chemistry. 2005 Jun; 51(6):1062-4. doi: 10.1373/clinchem.2004.046904. [PMID: 15860567]
  • Allan Weimann, Mads Sabroe, Henrik E Poulsen. Measurement of caffeine and five of the major metabolites in urine by high-performance liquid chromatography/tandem mass spectrometry. Journal of mass spectrometry : JMS. 2005 Mar; 40(3):307-16. doi: 10.1002/jms.785. [PMID: 15685651]
  • Junghan Song, Kyoung Un Park, Hyung Doo Park, Yeomin Yoon, Jin Q Kim. High-throughput liquid chromatography-tandem mass spectrometry assay for plasma theophylline and its metabolites. Clinical chemistry. 2004 Nov; 50(11):2176-9. doi: 10.1373/clinchem.2004.035337. [PMID: 15502093]
  • Mirosława Zydroń, Jacek Baranowski, Irena Baranowska. Separation, pre-concentration, and HPLC analysis of methylxanthines in urine samples. Journal of separation science. 2004 Oct; 27(14):1166-72. doi: 10.1002/jssc.200401841. [PMID: 15537072]
  • Alexander Jetter, Martina Kinzig-Schippers, Michael Illauer, Robert Hermann, Katharina Erb, Jürgen Borlak, Helga Wolf, Gillian Smith, Ingolf Cascorbi, Fritz Sörgel, Uwe Fuhr. Phenotyping of N-acetyltransferase type 2 by caffeine from uncontrolled dietary exposure. European journal of clinical pharmacology. 2004 Mar; 60(1):17-21. doi: 10.1007/s00228-003-0718-8. [PMID: 14747882]
  • Chi-Chen Hong, Bing-Kou Tang, Geoffrey L Hammond, David Tritchler, Martin Yaffe, Norman F Boyd. Cytochrome P450 1A2 (CYP1A2) activity and risk factors for breast cancer: a cross-sectional study. Breast cancer research : BCR. 2004; 6(4):R352-65. doi: 10.1186/bcr798. [PMID: 15217502]
  • Chi-Chen Hong, Bing-Kou Tang, Venketeshwer Rao, Sanjiv Agarwal, Lisa Martin, David Tritchler, Martin Yaffe, Norman F Boyd. Cytochrome P450 1A2 (CYP1A2) activity, mammographic density, and oxidative stress: a cross-sectional study. Breast cancer research : BCR. 2004; 6(4):R338-51. doi: 10.1186/bcr797. [PMID: 15217501]
  • T Balasubramanian. Uric acid or 1-methyl uric acid in the urinary bladder increases serum glucose, insulin, true triglyceride, and total cholesterol levels in Wistar rats. TheScientificWorldJournal. 2003 Oct; 3(?):930-6. doi: 10.1100/tsw.2003.90. [PMID: 15241498]
  • Fatima Vrtic, Walter E Haefeli, Jürgen Drewe, Stephan Krähenbühl, Markus Wenk. Interaction of ibuprofen and probenecid with drug metabolizing enzyme phenotyping procedures using caffeine as the probe drug. British journal of clinical pharmacology. 2003 Feb; 55(2):191-8. doi: 10.1046/j.1365-2125.2003.01725.x. [PMID: 12580991]
  • Su Yeon Yu, Hye Chin Chung, Eun Jung Kim, So Hee Kim, Inchull Lee, Sang Geon Kim, Myung Gull Lee. Effects of acute renal failure induced by uranyl nitrate on the pharmacokinetics of intravenous theophylline in rats: the role of CYP2E1 induction in 1,3-dimethyluric acid formation. The Journal of pharmacy and pharmacology. 2002 Dec; 54(12):1687-92. doi: 10.1211/002235702333. [PMID: 12542900]
  • Klaus Abraham, Alexandra Geusau, Yalcin Tosun, Hans Helge, Steffen Bauer, Jürgen Brockmöller. Severe 2,3,7,8-tetrachlorodibenzo-p-dioxin (TCDD) intoxication: insights into the measurement of hepatic cytochrome P450 1A2 induction. Clinical pharmacology and therapeutics. 2002 Aug; 72(2):163-74. doi: 10.1067/mcp.2002.126408. [PMID: 12189363]
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  • K A Georgia, V F Samanidou, I N Papadoyannis. Use of novel solid-phase extraction sorbent materials for high-performance liquid chromatography quantitation of caffeine metabolism products methylxanthines and methyluric acids in samples of biological origin. Journal of chromatography. B, Biomedical sciences and applications. 2001 Aug; 759(2):209-18. doi: 10.1016/s0378-4347(01)00251-1. [PMID: 11499474]
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