Xanthurenic acid (BioDeep_00000399992)

Main id: BioDeep_00000001489

Secondary id: BioDeep_00000412689

natural product PANOMIX_OTCML-2023 BioNovoGene_Lab2019 Volatile Flavor Compounds


代谢物信息卡片


Xanthurenic acid

化学式: C10H7NO4 (205.0375062)
中文名称: 黄尿酸, 黄原酸
谱图信息: 最多检出来源 Homo sapiens(blood) 0.09%

分子结构信息

SMILES: C1=CC2=C(C(=C1)O)NC(=CC2=O)C(=O)O
InChI: InChI=1S/C10H7NO4/c12-7-3-1-2-5-8(13)4-6(10(14)15)11-9(5)7/h1-4,12H,(H,11,13)(H,14,15)

描述信息

A quinolinemonocarboxylic acid that is quinoline-2-carboxylic acid substituted by hydroxy groups at C-4 and C-8.
D057847 - Lipid Regulating Agents > D000960 - Hypolipidemic Agents
D009676 - Noxae > D000963 - Antimetabolites
Xanthurenic acid is a putative endogenous Group II metabotropic glutamate receptor agonist, on sensory transmission in the thalamus.
Xanthurenic acid is a putative endogenous Group II metabotropic glutamate receptor agonist, on sensory transmission in the thalamus.

同义名列表

3 个代谢物同义名

Xanthurenic acid; Xanthurenic acid; Xanthurenic acid



数据库引用编号

75 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)

29 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

  • Kai Tai Derek Yeung, Nicholas Penney, Luke Whiley, Hutan Ashrafian, Matthew R Lewis, Sanjay Purkayastha, Ara Darzi, Elaine Holmes. The impact of bariatric surgery on serum tryptophan-kynurenine pathway metabolites. Scientific reports. 2022 01; 12(1):294. doi: 10.1038/s41598-021-03833-4. [PMID: 34996930]
  • Isabel Schüle, Urs Berger, Uta Matysiak, Gunda Ruzaike, Brigitte Stiller, Martin Pohl, Ute Spiekerkoetter, Ekkehart Lausch, Sarah C Grünert, Miriam Schmidts. A Homozygous Deletion of Exon 5 of KYNU Resulting from a Maternal Chromosome 2 Isodisomy (UPD2) Causes Catel-Manzke-Syndrome/VCRL Syndrome. Genes. 2021 06; 12(6):. doi: 10.3390/genes12060879. [PMID: 34200361]
  • Mark J Henderson, Kathleen A Trychta, Shyh-Ming Yang, Susanne Bäck, Adam Yasgar, Emily S Wires, Carina Danchik, Xiaokang Yan, Hideaki Yano, Lei Shi, Kuo-Jen Wu, Amy Q Wang, Dingyin Tao, Gergely Zahoránszky-Kőhalmi, Xin Hu, Xin Xu, David Maloney, Alexey V Zakharov, Ganesha Rai, Fumihiko Urano, Mikko Airavaara, Oksana Gavrilova, Ajit Jadhav, Yun Wang, Anton Simeonov, Brandon K Harvey. A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome. Cell reports. 2021 04; 35(4):109040. doi: 10.1016/j.celrep.2021.109040. [PMID: 33910017]
  • M Karayama, J Masuda, K Mori, H Yasui, H Hozumi, Y Suzuki, K Furuhashi, T Fujisawa, N Enomoto, Y Nakamura, N Inui, T Suda, M Maekawa, H Sugimura, A Takada. Comprehensive assessment of multiple tryptophan metabolites as potential biomarkers for immune checkpoint inhibitors in patients with non-small cell lung cancer. Clinical & translational oncology : official publication of the Federation of Spanish Oncology Societies and of the National Cancer Institute of Mexico. 2021 Feb; 23(2):418-423. doi: 10.1007/s12094-020-02421-8. [PMID: 32533317]
  • Gioacchino Luca Losacco, Omar Ismail, Julian Pezzatti, Víctor González-Ruiz, Julien Boccard, Serge Rudaz, Jean-Luc Veuthey, Davy Guillarme. Applicability of Supercritical fluid chromatography-Mass spectrometry to metabolomics. II-Assessment of a comprehensive library of metabolites and evaluation of biological matrices. Journal of chromatography. A. 2020 Jun; 1620(?):461021. doi: 10.1016/j.chroma.2020.461021. [PMID: 32178859]
  • Romain Colle, Perrine Masson, Céline Verstuyft, Bruno Fève, Erwan Werner, Claire Boursier-Neyret, Bernard Walther, Denis J David, Bruno Boniface, Bruno Falissard, Philippe Chanson, Emmanuelle Corruble, Laurent Becquemont. Peripheral tryptophan, serotonin, kynurenine, and their metabolites in major depression: A case-control study. Psychiatry and clinical neurosciences. 2020 Feb; 74(2):112-117. doi: 10.1111/pcn.12944. [PMID: 31599111]
  • Karen M Ryan, Kelly A Allers, Declan M McLoughlin, Andrew Harkin. Tryptophan metabolite concentrations in depressed patients before and after electroconvulsive therapy. Brain, behavior, and immunity. 2020 01; 83(?):153-162. doi: 10.1016/j.bbi.2019.10.005. [PMID: 31606477]
  • Gregory Oxenkrug, Hans-Gert Bernstein, Paul C Guest, Marieke van der Hart, Julien Roeser, Paul Summergrad, Johann Steiner. Plasma xanthurenic acid in a context of insulin resistance and obesity in schizophrenia. Schizophrenia research. 2019 09; 211(?):98-99. doi: 10.1016/j.schres.2019.07.038. [PMID: 31383514]
  • Mengran Li, Chunxiao Wu, Hongbin Guo, Ce Chu, Mingye Hu, Chengyan Zhou. Mangiferin improves hepatic damage-associated molecular patterns, lipid metabolic disorder and mitochondrial dysfunction in alcohol hepatitis rats. Food & function. 2019 Jun; 10(6):3514-3534. doi: 10.1039/c9fo00153k. [PMID: 31144698]
  • Martina Curto, Luana Lionetto, Francesco Fazio, Valentina Corigliano, Anna Comparelli, Stefano Ferracuti, Maurizio Simmaco, Ferdinando Nicoletti, Ross J Baldessarini. Serum xanthurenic acid levels: Reduced in subjects at ultra high risk for psychosis. Schizophrenia research. 2019 06; 208(?):465-466. doi: 10.1016/j.schres.2019.02.020. [PMID: 30837204]
  • Jon Sigurd Sande, Arve Ulvik, Øivind Midttun, Per M Ueland, Hilde B Hammer, Merete Valen, Ellen M Apalset, Clara G Gjesdal. Vitamin B-6 Status Correlates with Disease Activity in Rheumatoid Arthritis Patients During Treatment with TNFα Inhibitors. The Journal of nutrition. 2019 05; 149(5):770-775. doi: 10.1093/jn/nxz001. [PMID: 31050750]
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  • Qing Tong, Jia Song, Guangjie Yang, Li Fan, Wei Xiong, Jianguo Fang. Simultaneous determination of tryptophan, kynurenine, kynurenic acid, xanthurenic acid and 5-hydroxytryptamine in human plasma by LC-MS/MS and its application to acute myocardial infarction monitoring. Biomedical chromatography : BMC. 2018 Apr; 32(4):. doi: 10.1002/bmc.4156. [PMID: 29193181]
  • Katsumi Shibata. Organ Co-Relationship in Tryptophan Metabolism and Factors That Govern the Biosynthesis of Nicotinamide from Tryptophan. Journal of nutritional science and vitaminology. 2018; 64(2):90-98. doi: 10.3177/jnsv.64.90. [PMID: 29710037]
  • Isidor Minović, Anna van der Veen, Martijn van Faassen, Ineke J Riphagen, Else van den Berg, Claude van der Ley, António W Gomes-Neto, Johanna M Geleijnse, Manfred Eggersdorfer, Gerjan J Navis, Ido P Kema, Stephan Jl Bakker. Functional vitamin B-6 status and long-term mortality in renal transplant recipients. The American journal of clinical nutrition. 2017 Dec; 106(6):1366-1374. doi: 10.3945/ajcn.117.164012. [PMID: 28978540]
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  • Therese Karlsson, Elin Strand, Jutta Dierkes, Christian A Drevon, Jannike Øyen, Øivind Midttun, Per M Ueland, Oddrun A Gudbrandsen, Eva Ringdal Pedersen, Ottar Nygård. Associations between intake of fish and n-3 long-chain polyunsaturated fatty acids and plasma metabolites related to the kynurenine pathway in patients with coronary artery disease. European journal of nutrition. 2017 Feb; 56(1):261-272. doi: 10.1007/s00394-015-1077-9. [PMID: 26482150]
  • Lasse Melvaer Giil, Øivind Midttun, Helga Refsum, Arve Ulvik, Rajiv Advani, A David Smith, Per Magne Ueland. Kynurenine Pathway Metabolites in Alzheimer's Disease. Journal of Alzheimer's disease : JAD. 2017; 60(2):495-504. doi: 10.3233/jad-170485. [PMID: 28869479]
  • Marie Favennec, Benjamin Hennart, Marie Verbanck, Marie Pigeyre, Robert Caiazzo, Violeta Raverdy, Hélène Verkindt, Audrey Leloire, Gilles J Guillemin, Loïc Yengo, Delphine Allorge, Philippe Froguel, François Pattou, Odile Poulain-Godefroy. Post-Bariatric Surgery Changes in Quinolinic and Xanthurenic Acid Concentrations Are Associated with Glucose Homeostasis. PloS one. 2016; 11(6):e0158051. doi: 10.1371/journal.pone.0158051. [PMID: 27327770]
  • Bhawana Sharma, Rajesh Dabur. Protective Effects of Tinospora cordifolia on Hepatic and Gastrointestinal Toxicity Induced by Chronic and Moderate Alcoholism. Alcohol and alcoholism (Oxford, Oxfordshire). 2016 Jan; 51(1):1-10. doi: 10.1093/alcalc/agv130. [PMID: 26589585]
  • Federica Gevi, Lello Zolla, Stefano Gabriele, Antonio M Persico. Urinary metabolomics of young Italian autistic children supports abnormal tryptophan and purine metabolism. Molecular autism. 2016; 7(?):47. doi: 10.1186/s13229-016-0109-5. [PMID: 27904735]
  • Francesco Fazio, Luana Lionetto, Martina Curto, Luisa Iacovelli, Michele Cavallari, Cristina Zappulla, Martina Ulivieri, Flavia Napoletano, Matilde Capi, Valentina Corigliano, Sergio Scaccianoce, Alessandra Caruso, Jessica Miele, Antonio De Fusco, Luisa Di Menna, Anna Comparelli, Antonella De Carolis, Roberto Gradini, Robert Nisticò, Antonio De Blasi, Paolo Girardi, Valeria Bruno, Giuseppe Battaglia, Ferdinando Nicoletti, Maurizio Simmaco. Xanthurenic Acid Activates mGlu2/3 Metabotropic Glutamate Receptors and is a Potential Trait Marker for Schizophrenia. Scientific reports. 2015 Dec; 5(?):17799. doi: 10.1038/srep17799. [PMID: 26643205]
  • Gregory F Oxenkrug. Increased Plasma Levels of Xanthurenic and Kynurenic Acids in Type 2 Diabetes. Molecular neurobiology. 2015 Oct; 52(2):805-10. doi: 10.1007/s12035-015-9232-0. [PMID: 26055228]
  • G G Meyramov, К-D Kohnert, А А Kikimbaeva, А М Аitkulov, Z T Кystaubaeva, G M Тykeshanova, O-N Dupont, Е М Laryushina, А G Меyramova, G O Zhuzbaeva, О L Коvalenko, A S Shaybek. Histological Changes in Pancreatic Islets of Animals with Experimental Diabetes Caused by Xanthurenic Acid under Condition of Suppression of Its Endogenous Synthesis. Bulletin of experimental biology and medicine. 2015 Sep; 159(5):680-4. doi: 10.1007/s10517-015-3046-y. [PMID: 26463059]
  • Hui Zuo, Per M Ueland, Simone J P M Eussen, Grethe S Tell, Stein E Vollset, Ottar Nygård, Øivind Midttun, Klaus Meyer, Arve Ulvik. Markers of vitamin B6 status and metabolism as predictors of incident cancer: the Hordaland Health Study. International journal of cancer. 2015 Jun; 136(12):2932-9. doi: 10.1002/ijc.29345. [PMID: 25404109]
  • Oana M Deac, James L Mills, Barry Shane, Øivind Midttun, Per M Ueland, John T Brosnan, Margaret E Brosnan, Eamon Laird, Eileen R Gibney, Ruzong Fan, Yifan Wang, Lawrence C Brody, Anne M Molloy. Tryptophan catabolism and vitamin B-6 status are affected by gender and lifestyle factors in healthy young adults. The Journal of nutrition. 2015 Apr; 145(4):701-7. doi: 10.3945/jn.114.203091. [PMID: 25833774]
  • Eva Ringdal Pedersen, Nora Tuseth, Simone J P M Eussen, Per Magne Ueland, Elin Strand, Gard Frodahl Tveitevåg Svingen, Øivind Midttun, Klaus Meyer, Gunnar Mellgren, Arve Ulvik, Jan Erik Nordrehaug, Dennis W Nilsen, Ottar Nygård. Associations of plasma kynurenines with risk of acute myocardial infarction in patients with stable angina pectoris. Arteriosclerosis, thrombosis, and vascular biology. 2015 Feb; 35(2):455-62. doi: 10.1161/atvbaha.114.304674. [PMID: 25524770]
  • Martina Curto, Luana Lionetto, Andrea Negro, Matilde Capi, Francesca Perugino, Francesco Fazio, Maria Adele Giamberardino, Maurizio Simmaco, Ferdinando Nicoletti, Paolo Martelletti. Altered serum levels of kynurenine metabolites in patients affected by cluster headache. The journal of headache and pain. 2015; 17(?):27. doi: 10.1186/s10194-016-0620-2. [PMID: 27000870]
  • Martina Curto, Luana Lionetto, Andrea Negro, Matilde Capi, Francesco Fazio, Maria Adele Giamberardino, Maurizio Simmaco, Ferdinando Nicoletti, Paolo Martelletti. Altered kynurenine pathway metabolites in serum of chronic migraine patients. The journal of headache and pain. 2015; 17(?):47. doi: 10.1186/s10194-016-0638-5. [PMID: 27130315]
  • Huawei Zhang, Peng Fu, Beilei Ke, Shuping Wang, Min Li, Lin Han, Chengcheng Peng, Weidong Zhang, Runhui Liu. Metabolomic analysis of biochemical changes in the plasma and urine of collagen-induced arthritis in rats after treatment with Huang-Lian-Jie-Du-Tang. Journal of ethnopharmacology. 2014 May; 154(1):55-64. doi: 10.1016/j.jep.2014.03.007. [PMID: 24709313]
  • Liqiang Gu, Xiaofan Wang, Yuanyuan Zhang, Yu Jiang, Huan Lu, Kaishun Bi, Xiaohui Chen. Determination of 12 potential nephrotoxicity biomarkers in rat serum and urine by liquid chromatography with mass spectrometry and its application to renal failure induced by Semen Strychni. Journal of separation science. 2014 May; 37(9-10):1058-66. doi: 10.1002/jssc.201400053. [PMID: 24610835]
  • Xiaowei Sun, Wei Xu, Yan Zeng, Yurong Hou, Lin Guo, Xiujuan Zhao, Changhao Sun. Metabonomics evaluation of urine from rats administered with phorate under long-term and low-level exposure by ultra-performance liquid chromatography-mass spectrometry. Journal of applied toxicology : JAT. 2014 Feb; 34(2):176-83. doi: 10.1002/jat.2848. [PMID: 23280859]
  • Yuichi Uwai, Yuta Nakashima, Emi Honjo, Tatsuya Kawasaki, Tomohiro Nabekura. Diuresis by intravenous administration of xanthurenic acid in rats, and inhibition by probenecid. Biomedical research (Tokyo, Japan). 2014; 35(3):223-6. doi: 10.2220/biomedres.35.223. [PMID: 24942862]
  • Arve Ulvik, Despoina Theofylaktopoulou, Øivind Midttun, Ottar Nygård, Simone J P M Eussen, Per M Ueland. Substrate product ratios of enzymes in the kynurenine pathway measured in plasma as indicators of functional vitamin B-6 status. The American journal of clinical nutrition. 2013 Oct; 98(4):934-40. doi: 10.3945/ajcn.113.064998. [PMID: 24004893]
  • Miki Terakata, Tsutomu Fukuwatari, Eri Kadota, Mitsue Sano, Masaaki Kanai, Toshikazu Nakamura, Hiroshi Funakoshi, Katsumi Shibata. The niacin required for optimum growth can be synthesized from L-tryptophan in growing mice lacking tryptophan-2,3-dioxygenase. The Journal of nutrition. 2013 Jul; 143(7):1046-51. doi: 10.3945/jn.113.176875. [PMID: 23700344]
  • D Theofylaktopoulou, Ø Midttun, A Ulvik, P M Ueland, G S Tell, S E Vollset, O Nygård, S J P M Eussen. A community-based study on determinants of circulating markers of cellular immune activation and kynurenines: the Hordaland Health Study. Clinical and experimental immunology. 2013 Jul; 173(1):121-30. doi: 10.1111/cei.12092. [PMID: 23607723]
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  • Chi-Fen Chen, Tsan-Zon Liu, Wu-Hsiang Lan, Li-An Wu, Chin-Hung Tsai, Jeng-Fong Chiou, Li-Yu Tsai. Novel spectrophotometric method for the quantitation of urinary xanthurenic acid and its application in identifying individuals with hyperhomocysteinemia associated with Vitamin B₆ deficiency. BioMed research international. 2013; 2013(?):678476. doi: 10.1155/2013/678476. [PMID: 24151616]
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