2-Hydroxypyridine (BioDeep_00000003077)

 

Secondary id: BioDeep_00000399997

natural product human metabolite PANOMIX_OTCML-2023 Endogenous BioNovoGene_Lab2019 Volatile Flavor Compounds


代谢物信息卡片


2-Hydroxypyridine sodium salt

化学式: C5H5NO (95.03711200000001)
中文名称: 2-羟基吡啶
谱图信息: 最多检出来源 Macaca mulatta(otcml) 1.57%

分子结构信息

SMILES: C1=CC(=O)NC=C1
InChI: InChI=1S/C5H5NO/c7-5-3-1-2-4-6-5/h1-4H,(H,6,7)

描述信息

This colourless crystalline solid is used in peptide synthesis. It is well known to form hydrogen bonded structures somewhat related to the base-pairing mechanism found in RNA and DNA. It is also a classic case of a molecule that exists as tautomers. Some publications only focus one of the two possible patterns, and neglect the influence of the other. For example, to calculation of the energy difference of the two tautomers in a non-polar solution will lead to a wrong result if a large quantity of the substance is on the side of the dimer in an equilibrium. The direct tautomerisation is not energetically favoured, but a dimerisation followed by a double proton transfer and dissociation of the dimer is a self catalytic path from one tautomer to the other. Protic solvents also mediate the proton transfer during the tautomerisation.
Acquisition and generation of the data is financially supported in part by CREST/JST.
KEIO_ID H021
α-Pyridone is an endogenous metabolite.

同义名列表

20 个代谢物同义名

2-Hydroxypyridine sodium salt; 2-Pyridinol (acd/name 4.0); 1-Hydroxy-2-pyridine; 2-HYDROXYPYRIDINE; 1H-Pyridin-2-one; 2(1H)-Pyridinone; alpha -Pyridone; 2(1H)-Pyridone; alpha-Pyridone; 2-Oxopyridine; Pyridin-2-ol; 2-Pyridinone; 2-Pyridinol; 2-pyridone; Pyridone-2; 2-Pyridol; 2-Hydroxypyridine; α-Pyridone; 2-Hydroxypyridine; 2-Hydroxypyridine



数据库引用编号

37 个数据库交叉引用编号

分类词条

相关代谢途径

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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)

48 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

  • Rotchana Klaram, Tida Dethoup, Fátima P Machado, Luís Gales, Decha Kumla, Salar Hafez Ghoran, Emília Sousa, Sharad Mistry, Artur M S Silva, Anake Kijjoa. Pentaketides and 5-p-Hydroxyphenyl-2-pyridone Derivative from the Culture Extract of a Marine Sponge-Associated Fungus Hamigera avellanea KUFA0732. Marine drugs. 2023 Jun; 21(6):. doi: 10.3390/md21060344. [PMID: 37367669]
  • Yaojie Guo, Fabiano J Contesini, Xinhui Wang, Simone Ghidinelli, Ditte S Tornby, Thomas E Andersen, Uffe H Mortensen, Thomas O Larsen. Biosynthesis of Calipyridone A Represents a Fungal 2-Pyridone Formation without Ring Expansion in Aspergillus californicus. Organic letters. 2022 01; 24(3):804-808. doi: 10.1021/acs.orglett.1c03792. [PMID: 35045257]
  • Bo Chen, Yanlei Sun, Shiqin Li, Ying Yin, Chengshu Wang. Inductive Production of the Iron-Chelating 2-Pyridones Benefits the Producing Fungus To Compete for Diverse Niches. mBio. 2021 12; 12(6):e0327921. doi: 10.1128/mbio.03279-21. [PMID: 34903054]
  • Ishaat M Khan, Sonam Shakya, Roushan Akhtar, Kehkashan Alam, Maidul Islam, Nisat Alam. Exploring interaction dynamics of designed organic cocrystal charge transfer complex of 2-hydroxypyridine and oxalic acid with human serum albumin: Single crystal, spectrophotometric, theoretical and antimicrobial studies. Bioorganic chemistry. 2020 07; 100(?):103872. doi: 10.1016/j.bioorg.2020.103872. [PMID: 32348934]
  • Manrong Yu, Hui Chen, Pan Liu, Mei Yang, Leqin Zou, Dingfu Xiao. Antioxidant Function and Metabolomics Study in Mice after Dietary Supplementation with Methionine. BioMed research international. 2020; 2020(?):9494528. doi: 10.1155/2020/9494528. [PMID: 33145362]
  • Helena Pelantová, Martina Bugáňová, Martina Holubová, Blanka Šedivá, Jana Zemenová, David Sýkora, Petra Kaválková, Martin Haluzík, Blanka Železná, Lenka Maletínská, Jaroslav Kuneš, Marek Kuzma. Urinary metabolomic profiling in mice with diet-induced obesity and type 2 diabetes mellitus after treatment with metformin, vildagliptin and their combination. Molecular and cellular endocrinology. 2016 08; 431(?):88-100. doi: 10.1016/j.mce.2016.05.003. [PMID: 27164444]
  • Pablo M Arce, Ruth Goldschmidt, Omar M Khdour, Manikandadas M Madathil, Jennifer Jaruvangsanti, Sriloy Dey, David M Fash, Jeffrey S Armstrong, Sidney M Hecht. Analysis of the structural and mechanistic factors in antioxidants that preserve mitochondrial function and confer cytoprotection. Bioorganic & medicinal chemistry. 2012 Sep; 20(17):5188-201. doi: 10.1016/j.bmc.2012.07.005. [PMID: 22883028]
  • Xiaoqing Cai, Omar M Khdour, Jennifer Jaruvangsanti, Sidney M Hecht. Simplified bicyclic pyridinol analogues protect mitochondrial function. Bioorganic & medicinal chemistry. 2012 Jun; 20(11):3584-95. doi: 10.1016/j.bmc.2012.03.075. [PMID: 22560834]
  • Stephen Castellino, Michael O'Mara, Kevin Koch, David J Borts, Gary D Bowers, Christopher MacLauchlin. Human metabolism of lapatinib, a dual kinase inhibitor: implications for hepatotoxicity. Drug metabolism and disposition: the biological fate of chemicals. 2012 Jan; 40(1):139-50. doi: 10.1124/dmd.111.040949. [PMID: 21965624]
  • Omar M Khdour, Jun Lu, Sidney M Hecht. An acetate prodrug of a pyridinol-based vitamin E analogue. Pharmaceutical research. 2011 Nov; 28(11):2896-909. doi: 10.1007/s11095-011-0491-9. [PMID: 21732153]
  • Xiangdong Su, Fabienne Pradaux-Caggiano, Nigel Vicker, Mark P Thomas, Heather Halem, Michael D Culler, Barry V L Potter. Adamantyl ethanone pyridyl derivatives: potent and selective inhibitors of human 11β-hydroxysteroid dehydrogenase type 1. ChemMedChem. 2011 Sep; 6(9):1616-29. doi: 10.1002/cmdc.201100182. [PMID: 21714097]
  • A I Dzhafarov, E M Kasimov, Sh Y Mamedov. Regulation of lipid peroxidation in the retina under the effect of bright light. Bulletin of experimental biology and medicine. 2011 Apr; 150(6):700-1. doi: 10.1007/s10517-011-1227-x. [PMID: 22235421]
  • Anuva Samanta, Bijan Kumar Paul, Nikhil Guchhait. Novel proton transfer fluorescence probe 2-hydroxy-pyridine and 5-(4-fluorophenyl)-2-hydroxypyridine for studying native, denatured and renatured state of protein Bovine Serum Albumin. Journal of photochemistry and photobiology. B, Biology. 2010 Dec; 101(3):304-12. doi: 10.1016/j.jphotobiol.2010.07.016. [PMID: 20729095]
  • Jun Lu, Omar M Khdour, Jeffrey S Armstrong, Sidney M Hecht. Design, synthesis, and evaluation of an α-tocopherol analogue as a mitochondrial antioxidant. Bioorganic & medicinal chemistry. 2010 Nov; 18(21):7628-38. doi: 10.1016/j.bmc.2010.08.030. [PMID: 20884213]
  • Berit Ebert, Daniela Zöller, Alexander Erban, Ines Fehrle, Jürgen Hartmann, Annette Niehl, Joachim Kopka, Joachim Fisahn. Metabolic profiling of Arabidopsis thaliana epidermal cells. Journal of experimental botany. 2010 Mar; 61(5):1321-35. doi: 10.1093/jxb/erq002. [PMID: 20150518]
  • Hirohisa Nagahori, Yoshitaka Tomigahara, Naohiko Isobe, Hideo Kaneko. Metabolism of pyridalyl in rats: excretion, distribution, and biotransformation of dichloropropenyl-labeled pyridalyl. Journal of agricultural and food chemistry. 2009 Nov; 57(22):10845-51. doi: 10.1021/jf9026469. [PMID: 19919122]
  • Osama K Abou-Zied, Othman I K Al-Shihi. Characterization of subdomain IIA binding site of human serum albumin in its native, unfolded, and refolded states using small molecular probes. Journal of the American Chemical Society. 2008 Aug; 130(32):10793-801. doi: 10.1021/ja8031289. [PMID: 18642807]
  • Hervé Geneste, Wilhelm Amberg, Gisela Backfisch, Armin Beyerbach, Wilfried M Braje, Jürgen Delzer, Andreas Haupt, Charles W Hutchins, Linda L King, Daryl R Sauer, Liliane Unger, Wolfgang Wernet. Synthesis and SAR of highly potent and selective dopamine D3-receptor antagonists: variations on the 1H-pyrimidin-2-one theme. Bioorganic & medicinal chemistry letters. 2006 Apr; 16(7):1934-7. doi: 10.1016/j.bmcl.2005.12.079. [PMID: 16439127]
  • Richard W Fitch, Yumika Kaneko, Paul Klaperski, John W Daly, Gunther Seitz, Daniela Gündisch. Halogenated and isosteric cytisine derivatives with increased affinity and functional activity at nicotinic acetylcholine receptors. Bioorganic & medicinal chemistry letters. 2005 Feb; 15(4):1221-4. doi: 10.1016/j.bmcl.2004.11.073. [PMID: 15686946]
  • Xiaoqiang Ma, David R Gang. The Lycopodium alkaloids. Natural product reports. 2004 Dec; 21(6):752-72. doi: 10.1039/b409720n. [PMID: 15565253]
  • Robert A McKelvey, John P Wright, Joy L Honegger. A comparison of crop and non-crop plants as sensitive indicator species for regulatory testing. Pest management science. 2002 Dec; 58(12):1161-74. doi: 10.1002/ps.504. [PMID: 12476989]
  • M M Iba, J Fung, J V Giannone, A B Okey. Comparative induction of CYP1A1 expression by pyridine and its metabolites. Archives of biochemistry and biophysics. 2000 Jun; 378(2):299-310. doi: 10.1006/abbi.2000.1826. [PMID: 10860547]
  • G P Carlson. Comparison of the effects of pyridine and its metabolites on rat liver and kidney. Toxicology letters. 1996 Jun; 85(3):173-8. doi: 10.1016/0378-4274(96)03660-0. [PMID: 8644130]
  • K L Knudsen, M B Hansen, L R Henriksen, B K Andersen, A Lihme. Sulfone-aromatic ligands for thiophilic adsorption chromatography: purification of human and mouse immunoglobulins. Analytical biochemistry. 1992 Feb; 201(1):170-7. doi: 10.1016/0003-2697(92)90191-9. [PMID: 1621957]
  • J S Sandhu, D R Fraser. Measurement of niacin metabolites in urine by high pressure liquid chromatography. A simple, sensitive assay of niacin nutritional status. International journal for vitamin and nutrition research. Internationale Zeitschrift fur Vitamin- und Ernahrungsforschung. Journal international de vitaminologie et de nutrition. 1981; 51(2):139-44. doi: NULL. [PMID: 6457012]
  • L MAINARDI, G SACCHETTI, L T TENCONI. [URINARY EXCRETION OF N1-METHYLINICOTINAMIDE, N1-METHYL-2-PYRIDONE-5-CARBOXAMIDE AND OF KOENIG-POSITIVE SUBSTANCE IN SCHOOL-AGE CHILDREN]. Acta vitaminologica. 1963 Aug; 17(?):153-6. doi: NULL. [PMID: 14092054]
  • P CAREDDU, L MAINARDI. [Observations on the urinary elimination of N1-methyl-nicotinamide and N1-methyl-2-pyridone-5-carboxylamide in premature infants]. Acta vitaminologica. 1961 Dec; 15(?):241-4. doi: NULL. [PMID: 13876543]
  • B GASSMANN, A SCHEUNERT. [Determination of N1-methyl-2-pyridone-5-carboxamide in urine]. Internationale Zeitschrift fur Vitaminforschung. Beiheft. 1958; 28(4):421-33. doi: NULL. [PMID: 13598557]
  • A A KINNEAR. The excretion of N'-methylnicotinamide and N'-methyl-2-pyridone-5-carboxylamide in leprosy and the response to DDS therapy. South African journal of laboratory and clinical medicine. Suid-Afrikaanse tydskrif vir laboratorium- en kliniekwerk. 1957 Mar; 3(1):63-6. doi: NULL. [PMID: 13432951]
  • G E LINDENBLAD, M KAIHARA, J M PRICE. The occurrence of N-methyl-2-pyridone-5-carboxylic acid and its glycine conjugate in normal human urine. The Journal of biological chemistry. 1956 Apr; 219(2):893-901. doi: 10.1016/s0021-9258(18)65747-3. [PMID: 13319309]
  • W I M HOLMAN, P LOUS. A study of the renal clearance and distribution in body fluids of n-methyl-2-pyridone-5-carboxylamide, using an improved method of determination. The Journal of physiology. 1951 Jun; 114(1-2):255-65. doi: 10.1113/jphysiol.1951.sp004617. [PMID: 14861797]
  • W I M HOLMAN, D J DE LANGE. Methods for the determination of N-methyl-2-pyridone-5-carboxylamide and of N-methyl-2-pyridone-3-carboxylamide in human urine. The Biochemical journal. 1949; 45(5):559-63. doi: 10.1042/bj0450559. [PMID: 15396626]