Xanthurenic acid (BioDeep_00000001489)

 

Secondary id: BioDeep_00000399992

human metabolite PANOMIX_OTCML-2023 Endogenous blood metabolite BioNovoGene_Lab2019 natural product


代谢物信息卡片


4,8-Dihydroxy-2-quinolinecarboxylic acid

化学式: C10H7NO4 (205.0375)
中文名称: 黄尿酸, 黄原酸
谱图信息: 最多检出来源 Homo sapiens(feces) 14.92%

Reviewed

Last reviewed on 2024-07-01.

Cite this Page

Xanthurenic acid. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/xanthurenic_acid (retrieved 2024-12-25) (BioDeep RN: BioDeep_00000001489). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

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

Xanthurenic acid, also known as xanthurenate or 8-hydroxykynurenic acid, is a member of the class of compounds known as quinoline carboxylic acids. Quinoline carboxylic acids are quinolines in which the quinoline ring system is substituted by a carboxyl group at one or more positions. Xanthurenic acid is slightly soluble (in water). Xanthurenic acid can be found primarily in blood, feces, and urine, as well as in human epidermis tissue. Within the cell, xanthurenic acid is primarily located in the membrane. Xanthurenic acid exists in all eukaryotes, ranging from yeast to humans. In humans, xanthurenic acid is involved in the tryptophan metabolism. Moreover, xanthurenic acid is found to be associated with citrullinemia type I, which is an inborn error of metabolism. Xanthurenic acid is a metabolite from tryptophan catabolism. It is a substrate of the enzyme methyltransferases (EC 2.1.1.-) in pathway tryptophan metabolism (KEGG).
Xanthurenic acid is a metabolite from tryptophan catabolism. It is a substrate of the enzyme methyltransferases [EC 2.1.1.-] in pathway tryptophan metabolism (KEGG). [HMDB]
D057847 - Lipid Regulating Agents > D000960 - Hypolipidemic Agents
[Raw Data] CBA13_Xanthurenic-aci_neg_40eV_1-5_01_737.txt
[Raw Data] CBA13_Xanthurenic-aci_neg_50eV_1-5_01_738.txt
[Raw Data] CBA13_Xanthurenic-aci_neg_10eV_1-5_01_734.txt
[Raw Data] CBA13_Xanthurenic-aci_neg_30eV_1-5_01_736.txt
[Raw Data] CBA13_Xanthurenic-aci_pos_40eV_1-5_01_684.txt
[Raw Data] CBA13_Xanthurenic-aci_pos_50eV_1-5_01_685.txt
[Raw Data] CBA13_Xanthurenic-aci_pos_30eV_1-5_01_683.txt
[Raw Data] CBA13_Xanthurenic-aci_pos_10eV_1-5_01_681.txt
[Raw Data] CBA13_Xanthurenic-aci_pos_20eV_1-5_01_682.txt
[Raw Data] CBA13_Xanthurenic-aci_neg_20eV_1-5_01_735.txt

Xanthurenic acid. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=59-00-7 (retrieved 2024-07-01) (CAS RN: 59-00-7). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
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

22 个代谢物同义名

4,8-Dihydroxy-2-quinolinecarboxylic acid; 4,8-Dihydroxyquinoline-2-carboxylic acid; 4,8-Dihydroxyquinoline-2-carboxylate; 4,8-Dihydroxy-2-quinolinecarboxylate; Gametocyte activating factor (gaf); 4,8-Dihydroxyquinaldinic acid; 4,8-Dihydroxy-quinaldic acid; 4,8-Dihydroxyquinaldic acid; 4,8-Dihydroxyquinaldinate; 4,8-Dihydroxy-quinaldate; 4,8-Dihydroxyquinaldate; 8-Hydroxykynurenic acid; 4-Oxoxanthurenic acid; 8-Hydroxykynurenate; Xanthurenic acid; Oxoxanthurenate; Xanthuric acid; Xanthurenate; Xanthurate; Xanthurenic acid; Xanthurenate; Xanthurenic acid



数据库引用编号

39 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

6 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(1)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(5)

PharmGKB(0)

30 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。

亚细胞结构定位 关联基因列表
Cytoplasm 6 AHR, CASP3, CASP9, GSN, IDO1, KYNU
Nucleus 3 AHR, CASP3, CASP9
cytosol 9 AHR, CASP3, CASP9, GPT, GSN, IDO1, KMO, KYNU, TDO2
dendrite 1 GRM2
phagocytic vesicle 1 GSN
nucleoplasm 3 AHR, CASP3, KYNU
Cell membrane 3 GRM2, GRM3, TNF
lamellipodium 1 GSN
Multi-pass membrane protein 6 ABCC3, GRM2, GRM3, KMO, SLC22A6, SLC22A8
Synapse 1 GRM2
cell surface 1 TNF
glutamatergic synapse 3 CASP3, GRM2, GRM3
Golgi membrane 1 INS
neuronal cell body 2 CASP3, TNF
presynaptic membrane 2 GRM2, GRM3
Cytoplasm, cytosol 2 IDO1, KYNU
plasma membrane 8 ABCC3, GRM2, GRM3, GSN, IFNLR1, SLC22A6, SLC22A8, TNF
Membrane 6 ABCC3, GRM2, GRM3, IFNLR1, KMO, SLC22A6
apical plasma membrane 1 SLC22A8
axon 2 GRM2, GRM3
basolateral plasma membrane 3 ABCC3, SLC22A6, SLC22A8
caveola 1 SLC22A6
extracellular exosome 4 GPT, GSN, SLC22A6, SLC22A8
extracellular space 6 CRP, GSN, IL10, INS, KMO, TNF
mitochondrion 4 AADAT, CASP9, KMO, KYNU
protein-containing complex 3 AHR, CASP9, SLC22A6
postsynaptic density 2 CASP3, GRM3
Single-pass type I membrane protein 1 IFNLR1
Secreted 3 CRP, IL10, INS
extracellular region 5 CRP, GSN, IL10, INS, TNF
Mitochondrion outer membrane 1 KMO
mitochondrial outer membrane 1 KMO
mitochondrial matrix 1 AADAT
transcription regulator complex 1 AHR
external side of plasma membrane 1 TNF
actin cytoskeleton 1 GSN
dendritic spine 1 GRM3
sarcoplasm 1 GSN
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
postsynaptic membrane 2 GRM2, GRM3
Membrane raft 1 TNF
Cytoplasm, cytoskeleton 1 GSN
focal adhesion 1 GSN
lateral plasma membrane 1 SLC22A8
chromatin 1 AHR
stereocilium bundle 1 IDO1
phagocytic cup 1 TNF
cytoskeleton 1 GSN
podosome 1 GSN
blood microparticle 1 GSN
Basolateral cell membrane 3 ABCC3, SLC22A6, SLC22A8
endosome lumen 1 INS
aryl hydrocarbon receptor complex 1 AHR
Cell projection, dendrite 1 GRM2
basal plasma membrane 2 ABCC3, SLC22A6
ficolin-1-rich granule lumen 1 GSN
secretory granule lumen 2 GSN, INS
Golgi lumen 1 INS
endoplasmic reticulum lumen 1 INS
cortical actin cytoskeleton 1 GSN
actin cap 1 GSN
transport vesicle 1 INS
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
apoptosome 1 CASP9
Basal cell membrane 2 ABCC3, SLC22A6
death-inducing signaling complex 1 CASP3
astrocyte projection 2 GRM2, GRM3
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
smooth muscle contractile fiber 1 IDO1
nuclear aryl hydrocarbon receptor complex 1 AHR
cytosolic aryl hydrocarbon receptor complex 1 AHR
caspase complex 1 CASP9
interleukin-28 receptor complex 1 IFNLR1
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


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]
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  • 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]
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  • 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]
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  • 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]
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  • 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]
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