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Details

Stereochemistry ACHIRAL
Molecular Formula C10H7NO4
Molecular Weight 205.1669
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of XANTHURENIC ACID

SMILES

OC(=O)C1=CC(O)=C2C=CC=C(O)C2=N1

InChI

InChIKey=FBZONXHGGPHHIY-UHFFFAOYSA-N
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)

HIDE SMILES / InChI

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
0.19 mM [Ki]
10.0 µM [IC50]
10.0 µM [IC50]
PubMed

PubMed

TitleDatePubMed
Kynurenic acid is a potent endogenous aryl hydrocarbon receptor ligand that synergistically induces interleukin-6 in the presence of inflammatory signaling.
2010-05
Life cycle studies of the hexose transporter of Plasmodium species and genetic validation of their essentiality.
2010-03
Urinary metabonomic study on biochemical changes in chronic unpredictable mild stress model of depression.
2010-02
A semi-automated method for counting fluorescent malaria oocysts increases the throughput of transmission blocking studies.
2010-01-29
The coming-out of malaria gametocytes.
2010
Quantitative assessment of DNA replication to monitor microgametogenesis in Plasmodium berghei.
2009-12
Vital role for the Plasmodium actin capping protein (CP) beta-subunit in motility of malaria sporozoites.
2009-12
Characterization of Plasmodium falciparum calcium-dependent protein kinase 4.
2009-12
A cyclic GMP signalling module that regulates gliding motility in a malaria parasite.
2009-09
Cloning and molecular characterization of tick kynurenine aminotransferase (HlKAT) from Haemaphysalis longicornis (Acari: Ixodidae).
2009-09
An essential role for the Plasmodium Nek-2 Nima-related protein kinase in the sexual development of malaria parasites.
2009-07-31
Quantitative profiling of biomarkers related to B-vitamin status, tryptophan metabolism and inflammation in human plasma by liquid chromatography/tandem mass spectrometry.
2009-05
Combination of 1H nuclear magnetic resonance spectroscopy and liquid chromatography/mass spectrometry with pattern recognition techniques for evaluation of metabolic profile associated with albuminuria.
2009-04
Nontargeted urinary metabolite profiling of a mouse model of Crohn's disease.
2009-04
Trypanosoma brucei brucei: effects of ferrous iron and heme on ecto-nucleoside triphosphate diphosphohydrolase activity.
2009-02
Iron behaving badly: inappropriate iron chelation as a major contributor to the aetiology of vascular and other progressive inflammatory and degenerative diseases.
2009-01-08
Structure and non-essential function of glycerol kinase in Plasmodium falciparum blood stages.
2009-01
Photoactivity of kynurenine-derived UV filters.
2008-12-11
Involvement of ST1B subfamily of cytosolic sulfotransferase in kynurenine metabolism to form natriuretic xanthurenic acid sulfate.
2008-12
Analysis of urinary aromatic acids by liquid chromatography tandem mass spectrometry.
2008-12
Reverse genetics screen identifies six proteins important for malaria development in the mosquito.
2008-10
Characterization of the 3-HKT gene in important malaria vectors in India, viz: Anopheles culicifacies and Anopheles stephensi (Diptera: Culicidae).
2008-09
Disruption of a Plasmodium falciparum cyclic nucleotide phosphodiesterase gene causes aberrant gametogenesis.
2008-07
Gametogenesis in malaria parasites is mediated by the cGMP-dependent protein kinase.
2008-06-03
Plasmodium falciparum antigens on the surface of the gametocyte-infected erythrocyte.
2008-05-28
Xanthurenic acid distribution, transport, accumulation and release in the rat brain.
2008-05
Indoleamine 2,3-dioxygenase-dependent tryptophan metabolites contribute to tolerance induction during allergen immunotherapy in a mouse model.
2008-04
Genome-wide detection of serpentine receptor-like proteins in malaria parasites.
2008-03-26
Plasmodium falciparum regulatory subunit of cAMP-dependent PKA and anion channel conductance.
2008-02-08
Genomic, genetic and structural analysis of pyoverdine-mediated iron acquisition in the plant growth-promoting bacterium Pseudomonas fluorescens SBW25.
2008-01-14
Pyridoxine-related metabolite concentrations in normal and Down syndrome amniotic fluid.
2008
Hemolytic C-type lectin CEL-III from sea cucumber expressed in transgenic mosquitoes impairs malaria parasite development.
2007-12
The immune effects of TRYCATs (tryptophan catabolites along the IDO pathway): relevance for depression - and other conditions characterized by tryptophan depletion induced by inflammation.
2007-12
Metabolomic and genetic analysis of biomarkers for peroxisome proliferator-activated receptor alpha expression and activation.
2007-09
Minimum requirements for ookinete to oocyst transformation in Plasmodium.
2007-09
Small but versatile: the extraordinary functional and structural diversity of the beta-grasp fold.
2007-07-02
Effect of nicotinamide administration on the tryptophan-nicotinamide pathway in humans.
2007-07
Xanthurenic aciduria due to a mutation in KYNU encoding kynureninase.
2007-04
The tryptophan oxidation pathway in mosquitoes with emphasis on xanthurenic acid biosynthesis.
2007-03
An annotated catalogue of salivary gland transcripts in the adult female mosquito, Aedes aegypti.
2007-01-04
Crystal structures of Aedes aegypti alanine glyoxylate aminotransferase.
2006-12-01
Prooxidant action of xanthurenic acid and quinoline compounds: role of transition metals in the generation of reactive oxygen species and enhanced formation of 8-hydroxy-2'-deoxyguanosine in DNA.
2006-08
Melatonin in Alzheimer's disease and other neurodegenerative disorders.
2006-05-04
The effects of blood feeding and exogenous supply of tryptophan on the quantities of xanthurenic acid in the salivary glands of Anopheles stephensi (Diptera: Culicidae).
2006-03-24
Plasmodium development in white-eye (kh(w)) and transformed strains (kh43) of Aedes aegypti (Diptera: Culicidae).
2006-03
[Metabolite fingerprint and biomarkers identification of rat urine after dosed with ginsenoside Rg3 based on ultra high performance liquid chromatography/time-of-flight mass spectrometry (UPLC/TOF-MS)].
2006-01
The prokaryotic antecedents of the ubiquitin-signaling system and the early evolution of ubiquitin-like beta-grasp domains.
2006
Identification and biochemical characterization of the Anopheles gambiae 3-hydroxykynurenine transaminase.
2005-11
Effects of some naturally occurring iron ion chelators on in vitro superoxide radical formation.
2005
Pyridoxine supplementation corrects vitamin B6 deficiency but does not improve inflammation in patients with rheumatoid arthritis.
2005
Name Type Language
NSC-401570
Preferred Name English
XANTHURENIC ACID
MI  
Common Name English
8-HYDROXYKYNURENIC ACID
Common Name English
XANTHURENIC ACID [MI]
Common Name English
XANTHURIC ACID
Common Name English
4,8-DIHYDROXYQUINALDIC ACID
Common Name English
Code System Code Type Description
EPA CompTox
DTXSID90207728
Created by admin on Mon Mar 31 19:17:38 GMT 2025 , Edited by admin on Mon Mar 31 19:17:38 GMT 2025
PRIMARY
MESH
C028330
Created by admin on Mon Mar 31 19:17:38 GMT 2025 , Edited by admin on Mon Mar 31 19:17:38 GMT 2025
PRIMARY
ECHA (EC/EINECS)
200-410-1
Created by admin on Mon Mar 31 19:17:38 GMT 2025 , Edited by admin on Mon Mar 31 19:17:38 GMT 2025
PRIMARY
NSC
401570
Created by admin on Mon Mar 31 19:17:38 GMT 2025 , Edited by admin on Mon Mar 31 19:17:38 GMT 2025
PRIMARY
FDA UNII
58LAB1BG8J
Created by admin on Mon Mar 31 19:17:38 GMT 2025 , Edited by admin on Mon Mar 31 19:17:38 GMT 2025
PRIMARY
CAS
59-00-7
Created by admin on Mon Mar 31 19:17:38 GMT 2025 , Edited by admin on Mon Mar 31 19:17:38 GMT 2025
PRIMARY
MERCK INDEX
m11536
Created by admin on Mon Mar 31 19:17:38 GMT 2025 , Edited by admin on Mon Mar 31 19:17:38 GMT 2025
PRIMARY Merck Index
WIKIPEDIA
XANTHURENIC ACID
Created by admin on Mon Mar 31 19:17:38 GMT 2025 , Edited by admin on Mon Mar 31 19:17:38 GMT 2025
PRIMARY
PUBCHEM
5699
Created by admin on Mon Mar 31 19:17:38 GMT 2025 , Edited by admin on Mon Mar 31 19:17:38 GMT 2025
PRIMARY