N1-Methyl-2-pyridone-5-carboxamide (BioDeep_00000005979)

 

Secondary id: BioDeep_00001868157

human metabolite PANOMIX_OTCML-2023 Endogenous blood metabolite Toxin


代谢物信息卡片


N-Methyl-2-pyridone-5-carboxamide (Nudifloramide)

化学式: C7H8N2O2 (152.0585748)
中文名称: 1-甲基-6-氧代-1,6-二氢吡啶-3-甲酰胺, 1-甲基-6-氧代吡啶-3-甲酰胺
谱图信息: 最多检出来源 Homo sapiens(blood) 0.46%

Reviewed

Last reviewed on 2024-09-13.

Cite this Page

N1-Methyl-2-pyridone-5-carboxamide. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/n1-methyl-2-pyridone-5-carboxamide (retrieved 2024-09-17) (BioDeep RN: BioDeep_00000005979). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: CN1C=C(C=CC1=O)C(=O)N
InChI: InChI=1S/C7H8N2O2/c1-9-4-5(7(8)11)2-3-6(9)10/h2-4H,1H3,(H2,8,11)

描述信息

N-methyl-2-pyridone-5-carboxamide (2PY) is one of the end products of nicotinamide-adenine dinucleotide (NAD) degradation. Increased serum 2PY concentrations are observed in chronic renal failure (CRF) patients, which along with the deterioration of kidney function and its toxic properties (significant inhibition of PARP-1), suggests that 2PY is an uremic toxin. (PMID 12694300). 2PY has been identified as a uremic toxin according to the European Uremic Toxin Working Group (PMID: 22626821).
N-methyl-2-pyridone-5-carboxamide (2PY) is one of the end products of nicotinamide-adenine dinucleotide (NAD) degradation. Increased serum 2PY concentrations are observed in chronic renal failure (CRF) patients, which along with the deterioration of kidney function and its toxic properties (significant inhibition of PARP-1), suggests that 2PY is an uremic toxin. (PMID 12694300) [HMDB]
Nudifloramide (2PY) is one of the end products of nicotinamide-adenine dinucleotide (NAD) degradation. Nudifloramide significantly inhibits poly(ADP-ribose) polymerase (PARP-1) activity in vitro[1].

同义名列表

11 个代谢物同义名

N-Methyl-2-pyridone-5-carboxamide (Nudifloramide); 1-Methyl-6-oxo-1,6-dihydropyridine-3-carboxamide; N(1)-Methyl-2-pyridone-5-carboxamide; 1-methyl-6-oxopyridine-3-carboxamide; 1-Methyl-5-carboxylamide-2-pyridone; N1-Methyl-2-pyridone-5-carboxamide; N-methyl-2-pyridone-5-carboxamide; N-Methyl-2-pyridone-5-carboxamide; NMethyl-2-pyridone-5-carboxamide; Nudifloramide; 2PY



数据库引用编号

17 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

5 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(5)

PharmGKB(0)

5 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

  • Tomasz Przygodzki, Bartlomiej Grobelski, Piotr Kazmierczak, Cezary Watala. N-Methyl-2-pyridone-5-carboxamide is 1-methylnicotinamide metabolite of low cyclooxygenase-dependent vasodilating activity. Journal of physiology and biochemistry. 2012 Sep; 68(3):329-34. doi: 10.1007/s13105-012-0144-4. [PMID: 22247034]
  • D J Ivers, T L Veum. Effect of graded levels of niacin supplementation of a semipurified diet on energy and nitrogen balance, growth performance, diarrhea occurrence, and niacin metabolite excretion by growing swine. Journal of animal science. 2012 Jan; 90(1):282-8. doi: 10.2527/jas.2011-4035. [PMID: 21873540]
  • James B Adams, Tapan Audhya, Sharon McDonough-Means, Robert A Rubin, David Quig, Elizabeth Geis, Eva Gehn, Melissa Loresto, Jessica Mitchell, Sharon Atwood, Suzanne Barnhouse, Wondra Lee. Nutritional and metabolic status of children with autism vs. neurotypical children, and the association with autism severity. Nutrition & metabolism. 2011 Jun; 8(1):34. doi: 10.1186/1743-7075-8-34. [PMID: 21651783]
  • Elena Synesiou, Lynnette D Fairbanks, H Anne Simmonds, Ewa M Slominska, Ryszard T Smolenski, Elizabeth A Carrey. 4-Pyridone-3-carboxamide-1-β-D-ribonucleoside triphosphate (4PyTP), a novel NAD metabolite accumulating in erythrocytes of uremic children: a biomarker for a toxic NAD analogue in other tissues?. Toxins. 2011 06; 3(6):520-37. doi: 10.3390/toxins3060520. [PMID: 22069723]
  • Jaswanth Kumar Inamadugu, Rajasekhar Damaramadugu, Ramesh Mullangi, Venkateswarlu Ponneri. Simultaneous determination of niacin and its metabolites--nicotinamide, nicotinuric acid and N-methyl-2-pyridone-5-carboxamide--in human plasma by LC-MS/MS and its application to a human pharmacokinetic study. Biomedical chromatography : BMC. 2010 Oct; 24(10):1059-74. doi: 10.1002/bmc.1406. [PMID: 20853461]
  • Susan C Connor, Michael K Hansen, Adam Corner, Randall F Smith, Terence E Ryan. Integration of metabolomics and transcriptomics data to aid biomarker discovery in type 2 diabetes. Molecular bioSystems. 2010 May; 6(5):909-21. doi: 10.1039/b914182k. [PMID: 20567778]
  • Malgorzata Szafarz, Magdalena Lomnicka, Magdalena Sternak, Stefan Chlopicki, Joanna Szymura-Oleksiak. Simultaneous determination of nicotinic acid and its four metabolites in rat plasma using high performance liquid chromatography with tandem mass spectrometric detection (LC/MS/MS). Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2010 Apr; 878(11-12):895-902. doi: 10.1016/j.jchromb.2010.02.009. [PMID: 20223714]
  • Chau Van Minh, Nguyen Thi Kim Thanh, Tran Hong Quang, Nguyen Xuan Cuong, Nguyen Nghia Thin, Nguyen Hoai Nam, Yvan Vander Heyden, Joëlle Quetin-Leclercq, Phan Van Kiema. Two new megastigmane sulphonoglucosides from Mallotus anisopodus. Natural product communications. 2009 Jul; 4(7):889-92. doi: ". [PMID: 19731586]
  • Przemysław Rutkowski. Are so-called uremic toxins always toxic?. Journal of renal nutrition : the official journal of the Council on Renal Nutrition of the National Kidney Foundation. 2008 Jan; 18(1):7-11. doi: 10.1053/j.jrn.2007.10.004. [PMID: 18089437]
  • Rajeev M Menon, Mario A González, Marijke H Adams, Dwain S Tolbert, Jocelyn H Leu, Eugenio A Cefali. Effect of the rate of niacin administration on the plasma and urine pharmacokinetics of niacin and its metabolites. Journal of clinical pharmacology. 2007 Jun; 47(6):681-8. doi: 10.1177/0091270007300264. [PMID: 17463214]
  • Przemyslaw Rutkowski, Ewa Maria Słominska, Marek Szołkiewicz, Ewa Aleksandrowicz, Ryszard Tomasz Smolenski, Wojciech Wołyniec, Marcin Renke, Krystyna Wisterowicz, Julian Swierczynski, Boleslaw Rutkowski. Relationship between uremic toxins and oxidative stress in patients with chronic renal failure. Scandinavian journal of urology and nephrology. 2007; 41(3):243-8. doi: 10.1080/00365590601017170. [PMID: 17469035]
  • Ewa M Slominska, Katarzyna Kowalik, Ryszard T Smolenski, Marek Szolkiewicz, Przemyslaw Rutkowski, Boleslaw Rutkowski, Julian Swierczynski. Accumulation of poly(ADP-ribose) polymerase inhibitors in children with chronic renal failure. Pediatric nephrology (Berlin, Germany). 2006 Jun; 21(6):800-6. doi: 10.1007/s00467-006-0072-z. [PMID: 16604373]
  • Naoko Kimura, Tsutomu Fukuwatari, Ryuzo Sasaki, Katsumi Shibata. Comparison of metabolic fates of nicotinamide, NAD+ and NADH administered orally and intraperitoneally; characterization of oral NADH. Journal of nutritional science and vitaminology. 2006 Apr; 52(2):142-8. doi: 10.3177/jnsv.52.142. [PMID: 16802695]
  • Kazumi Sugihara, Yoshitaka Tayama, Kazuhiro Shimomiya, Daisuke Yoshimoto, Shigeru Ohta, Shigeyuki Kitamura. Estimation of aldehyde oxidase activity in vivo from conversion ratio of N1-methylnicotinamide to pyridones, and intraspecies variation of the enzyme activity in rats. Drug metabolism and disposition: the biological fate of chemicals. 2006 Feb; 34(2):208-12. doi: 10.1124/dmd.105.006544. [PMID: 16299165]
  • E A Carrey, E Synesiou, H A Simmonds, L D Fairbanks. The novel nucleotide 4KNTP, in high concentrations in erythrocytes of renal failure children: a comparison with accumulation of other putative precursors in the plasma. Nucleosides, nucleotides & nucleic acids. 2006; 25(9-11):1051-4. doi: 10.1080/15257770600890947. [PMID: 17065063]
  • Paul I Creeke, Andrew J Seal. Quantitation of the niacin metabolites 1-methylnicotinamide and l-methyl-2-pyridone-5-carboxamide in random spot urine samples, by ion-pairing reverse-phase HPLC with UV detection, and the implications for the use of spot urine samples in the assessment of niacin status. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2005 Mar; 817(2):247-53. doi: 10.1016/j.jchromb.2004.12.012. [PMID: 15686992]
  • Tsutomu Fukuwatari, Mari Ohta, Naoko Kimtjra, Ryuzo Sasaki, Katsumi Shibata. Conversion ratio of tryptophan to niacin in Japanese women fed a purified diet conforming to the Japanese Dietary Reference Intakes. Journal of nutritional science and vitaminology. 2004 Dec; 50(6):385-91. doi: 10.3177/jnsv.50.385. [PMID: 15895512]
  • E A Carrey, R T Smolenski, S M Edbury, A Laurence, A M Marinaki, J A Duley, L M Zhu, D J A Goldsmith, H A Simmonds. An unusual pyridine nucleotide accumulating in erythrocytes: its identity and positive correlation with degree of renal failure. Nucleosides, nucleotides & nucleic acids. 2004 Oct; 23(8-9):1135-9. doi: 10.1081/ncn-200027391. [PMID: 15571217]
  • Elizabeth A Carrey, Ryszard T Smolenski, Stephen M Edbury, Arian Laurence, Anthony M Marinaki, John A Duley, Limin Zhu, David J A Goldsmith, H Anne Simmonds. Origin and characteristics of an unusual pyridine nucleotide accumulating in erythrocytes: positive correlation with degree of renal failure. Clinica chimica acta; international journal of clinical chemistry. 2003 Sep; 335(1-2):117-29. doi: 10.1016/s0009-8981(03)00294-8. [PMID: 12927693]
  • Boleslaw Rutkowski, Ewa Slominska, Marek Szolkiewicz, Ryszard T Smolenski, Cindy Striley, Przemyslaw Rutkowski, Julian Swierczynski. N-methyl-2-pyridone-5-carboxamide: a novel uremic toxin?. Kidney international. Supplement. 2003 May; ?(84):S19-21. doi: 10.1046/j.1523-1755.63.s84.36.x. [PMID: 12694300]
  • Hidemi Okamoto, Aya Ishikawa, Yutaka Yoshitake, Naoko Kodama, Mamoru Nishimuta, Tsutomu Fukuwatari, Katsumi Shibata. Diurnal variations in human urinary excretion of nicotinamide catabolites: effects of stress on the metabolism of nicotinamide. The American journal of clinical nutrition. 2003 Feb; 77(2):406-10. doi: 10.1093/ajcn/77.2.406. [PMID: 12540401]
  • Katsumi Shibata, Tsutomu Fukuwatari, Mayumi Murakami, Ryuzo Sasaki. Increase in conversion of tryptophan to niacin in pregnant rats. Advances in experimental medicine and biology. 2003; 527(?):435-41. doi: 10.1007/978-1-4615-0135-0_51. [PMID: 15206761]
  • Pierre Wong, Abderrazak Bachki, Kris Banerjee, Brian Leyland-Jones. Identification of N1-methyl-2-pyridone-5-carboxamide and N1-methyl-4-pyridone-5-carboxamide as components in urine extracts of individuals consuming coffee. Journal of pharmaceutical and biomedical analysis. 2002 Oct; 30(3):773-80. doi: 10.1016/s0731-7085(02)00384-9. [PMID: 12367703]
  • Tsutomu Fukuwatari, Yuko Morikawa, Etsuro Sugimoto, Katsumi Shibata. Effects of fatty liver induced by niacin-free diet with orotic acid on the metabolism of tryptophan to niacin in rats. Bioscience, biotechnology, and biochemistry. 2002 Jun; 66(6):1196-204. doi: 10.1271/bbb.66.1196. [PMID: 12162538]
  • Ewa M Slominska, Ryszard T Smolenski, Marek Szolkiewicz, Neil Leaver, Boleslaw Rutkowski, H Anne Simmonds, Julian Swierczynski. Accumulation of plasma N-methyl-2-pyridone-5-carboxamide in patients with chronic renal failure. Molecular and cellular biochemistry. 2002 Feb; 231(1-2):83-8. doi: 10.1023/a:1014445329756. [PMID: 11952169]
  • T Fukuwatari, E Sugimoto, K Shibata. [Effect of feeding with a poisonous mushroom Clitocybe acromelalga on the metabolism of tryptophan-niacin in rats]. Shokuhin eiseigaku zasshi. Journal of the Food Hygienic Society of Japan. 2001 Jun; 42(3):190-6. doi: 10.3358/shokueishi.42.190. [PMID: 11577392]
  • R Pumpo, G Sarnelli, A Spinella, G Budillon, R Cuomo. The metabolism of nicotinamide in human liver cirrhosis: a study on N-methylnicotinamide and 2-pyridone-5-carboxamide production. The American journal of gastroenterology. 2001 Apr; 96(4):1183-7. doi: 10.1111/j.1572-0241.2001.03698.x. [PMID: 11316167]
  • W P Moore, C H Bolton, L Downs, H A Gilmor, E A Gale. Measurement of N-methyl-2-pyridone-5-carboxamide in urine by high performance liquid chromatography. Biomedical chromatography : BMC. 2000 Apr; 14(2):69-71. doi: 10.1002/(sici)1099-0801(200004)14:2<69::aid-bmc922>3.0.co;2-n. [PMID: 10694697]
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