Cas no 59-00-7 (Xanthurenic acid)

Xanthurenic acid (8-hydroxy-2-quinolinecarboxylic acid) is a metabolite of tryptophan via the kynurenine pathway, with applications in biochemical and pharmaceutical research. It serves as a key intermediate in studying metabolic disorders, particularly those related to vitamin B6 deficiency and altered tryptophan metabolism. The compound exhibits fluorescent properties, making it useful in analytical assays and as a probe for enzymatic activity studies. Its role in modulating oxidative stress and potential interactions with metal ions further underscores its relevance in mechanistic research. Xanthurenic acid is supplied in high purity, ensuring reliability for experimental reproducibility and structural characterization in both in vitro and in vivo studies.
Xanthurenic acid structure
Xanthurenic acid structure
Product Name:Xanthurenic acid
CAS No:59-00-7
MF:C10H7NO4
MW:205.166882753372
CID:33716
PubChem ID:24893378
Update Time:2025-05-28

Xanthurenic acid Chemical and Physical Properties

Names and Identifiers

    • 4,8-Dihydroxyquinoline-2-carboxylic acid
    • Xanthurenic acid
    • 4,8-Dihydroxyquinaldic acid
    • 4,8-dihydroxy-2-Quinolinecarboxylic acid
    • 8-hydroxy-4-oxo-1H-quinoline-2-carboxylic acid
    • XANTHURENIC ACID(RG)
    • Xanthuric acid
    • 8-Hydroxykynurenic acid
    • Xanthurenate
    • 4,8-Dihydroxyquinaldinic acid
    • 2-Quinolinecarboxylic acid, 4,8-dihydroxy-
    • C10H7NO4
    • NSC401570
    • 58LAB1BG8J
    • QUINALDIC ACID, 4,8-DIHYDROXY-
    • FBZONXHGGPHHIY-UHFFFAOYSA-N
    • 8-hyd
    • 4-oxoxanthurenic acid
    • AS-56782
    • HY-W014666
    • s4774
    • BDBM50113313
    • HMS1921G08
    • SPECTRUM1500754
    • HB0659
    • 8-Hydroxykynurenate
    • Xanthurenate; 8-Hydroxykynurenic acid; 4,8-Dihydroxyquinaldic acid
    • AM20061355
    • 59-00-7
    • X0054
    • SCHEMBL379760
    • Quinoline-2-carboxylic acid, 4,8-dihydroxy-
    • Q5961262
    • NSC-401570
    • NSC 401570
    • XANTHURENIC ACID [MI]
    • Xanthurate
    • CCG-38363
    • NINDS_000262
    • 4,8-dihydroxyquinolin-2-carboxylsyre
    • HMS3885N22
    • NCGC00094846-03
    • NCGC00094846-01
    • SB72014
    • HMS500N04
    • SR-05000002445
    • KBioSS_000733
    • CS-W015382
    • DTXSID90207728
    • BRN 0185954
    • MFCD00006754
    • gametocyte activating factor (GAF)
    • KBio2_000733
    • 4,8-dihydroxy-Quinaldate
    • Quinaldic acid,8-dihydroxy-
    • Spectrum2_000158
    • X-1500
    • KBio3_001046
    • 4,8-Dihydroxyquinoline-2-carboxylate
    • SDCCGMLS-0066616.P001
    • CHEMBL312535
    • NCGC00094846-04
    • AKOS015894330
    • Spectrum3_000143
    • 4,8-dihydroxyquinoline-2-carboxylic
    • UNII-58LAB1BG8J
    • 4,8-dihydroxyquinolinium-2-carboxylate
    • B5FF212D-76CB-4875-8A36-C67D8E69489C
    • C02470
    • NCGC00094846-05
    • BP-10912
    • FT-0631263
    • Spectrum4_000117
    • KBio2_003301
    • CCRIS 4429
    • WLN: T66 BNJ CVQ EQ JQ
    • 4,8-Dihydroxy-quinoline-2-carboxylic acid anion
    • SR-05000002445-1
    • KBioGR_000474
    • 2-Quinolinecarboxylic acid,8-dihydroxy-
    • KBio1_000262
    • CHEBI:10072
    • BIDD:GT0640
    • Oxoxanthurenate
    • Oprea1_107134
    • LS-139872
    • CU-01000012491-3
    • Spectrum_000253
    • SPBio_000296
    • Spectrum5_001562
    • NCGC00094846-02
    • EINECS 200-410-1
    • KBio2_005869
    • 4,8-dihydroxy-Quinaldic acid
    • AKOS003237896
    • BSPBio_001846
    • 4,8-Dihydroxyquinaldinate
    • IDI1_000262
    • BRD-K07327532-001-03-6
    • A832107
    • 4,8-Dihydroxy-quinoline-2-carboxylic acid(Xanthurenate)
    • 4,8-Dihydroxyquinaldate
    • DivK1c_000262
    • 4,8-Dihydroxy-2-quinolinecarboxylate
    • Xanthurenic acid, 96%
    • 4KL
    • NS00014990
    • 8-hydroxy-4-oxo-1,4-dihydroquinoline-2-carboxylic acid
    • 67283-71-0
    • DB-053303
    • Xanthurenic acid (Standard)
    • 200-410-1
    • HY-W014666R
    • DTXCID40130219
    • FX28736
    • 4,8-Dihydroxy-2-quinolinecarboxylic acid;4,8-Dihydroxyquinaldic acid;8-Hydroxykynurenic acid
    • 2-Quinolinecarboxylic acid, 4,8-dihydroxy-(9CI)
    • MDL: MFCD00006754
    • 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)
    • InChI Key: FBZONXHGGPHHIY-UHFFFAOYSA-N
    • SMILES: OC1=CC=CC2C(C=C(C(=O)O)NC=21)=O
    • BRN: 0185954

Computed Properties

  • Exact Mass: 205.03800
  • Monoisotopic Mass: 205.038
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 1
  • Complexity: 336
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Surface Charge: 0
  • Tautomer Count: 13
  • XLogP3: 0.9
  • Topological Polar Surface Area: 86.6

Experimental Properties

  • Color/Form: Sulfur yellow crystals.
  • Density: 1.3849 (rough estimate)
  • Melting Point: 297-298?°C (dec.) (lit.)
  • Boiling Point: 343.83°C (rough estimate)
  • Flash Point: 205.8°C
  • Refractive Index: 1.5600 (estimate)
  • PSA: 90.65000
  • LogP: 1.34420
  • Solubility: Soluble in alkali hydroxide, alkali carbonate solution and hot dilute hydrochloric acid, insoluble in water. It is red in case of Millon reagent, ruby red in case of alkali metal diazobenzenesulfonate, green in case of ferrous sulfate, and green in case of ferrous sulfate after dissolving in very dilute sodium bicarbonate solution, even if diluted to 1
  • Merck: 10068

Xanthurenic acid Security Information

  • Symbol: GHS07
  • Prompt:warning
  • Hazard Statement: H315-H319
  • Warning Statement: P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313
  • Hazardous Material transportation number:NONH for all modes of transport
  • WGK Germany:3
  • Hazard Category Code: 36/37/38
  • Safety Instruction: S26-S36
  • RTECS:UZ9275000
  • Hazardous Material Identification: Xi
  • Safety Term:S26;S37/39
  • Risk Phrases:R36/37/38
  • Storage Condition:Please store the product under the recommended conditions in the Certificate of Analysis.

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Xanthurenic acid Suppliers

Tiancheng Chemical (Jiangsu) Co., Ltd
Gold Member
Audited Supplier Audited Supplier
(CAS:59-00-7)4,8-二羥基喹啉-2-甲酸
Order Number:LE2469906;LE16653
Stock Status:in Stock
Quantity:25KG,200KG,1000KG
Purity:99%
Pricing Information Last Updated:Friday, 20 June 2025 12:39
Price ($):discuss personally
Amadis Chemical Company Limited
Gold Member
Audited Supplier Audited Supplier
(CAS:59-00-7)Xanthurenic acid
Order Number:A832107
Stock Status:in Stock
Quantity:5.0g/10.0g/25.0g/50.0g
Purity:99%
Pricing Information Last Updated:Monday, 2 September 2024 15:26
Price ($):331.0/650.0/1301.0/2081.0

Additional information on Xanthurenic acid

Xanthurenic Acid (CAS No. 59-00-7): A Comprehensive Guide to Its Biological Significance and Research Applications

Xanthurenic acid (CAS No. 59-00-7), a metabolite of tryptophan, has garnered significant attention in recent years due to its multifaceted roles in human physiology and disease. This kynurenine pathway intermediate is not only a biomarker for vitamin B6 deficiency but also a potential modulator of neurodegenerative disorders and immune responses. Researchers are increasingly exploring its antioxidant properties and metal-chelating abilities, making it a hot topic in biomedical research and nutritional science.

The growing interest in xanthurenic acid is evident from its frequent appearance in searches related to gut-brain axis interactions and mitochondrial dysfunction. Many users inquire about its connection to aging processes and metabolic syndrome, reflecting contemporary health concerns. Its CAS registry number 59-00-7 is often searched alongside terms like tryptophan metabolism and kynurenine pathway inhibitors, highlighting its importance in biochemical pathways.

Recent studies have revealed that xanthurenic acid exhibits unique fluorescence properties, making it valuable for analytical chemistry applications. Its ability to form complexes with divalent cations has sparked investigations into its role in metal homeostasis. Furthermore, the compound's potential as a diagnostic marker for certain neurological conditions has become a key area of exploration, particularly in the context of Alzheimer's disease research and Parkinson's disease biomarkers.

In the field of nutritional biochemistry, xanthurenic acid (CAS 59-00-7) serves as an important indicator of tryptophan metabolism status. The compound's accumulation is closely associated with vitamin B6-dependent enzymes, leading to its use in assessing nutritional deficiencies. Current research trends focus on its potential as a therapeutic target for inflammatory diseases and its interactions with gut microbiota, topics that consistently rank high in scientific literature searches.

The analytical methods for detecting xanthurenic acid have evolved significantly, with high-performance liquid chromatography (HPLC) and mass spectrometry techniques now enabling precise quantification in biological samples. These advancements have facilitated studies examining its concentration fluctuations in various physiological states and disease conditions. The compound's redox activity and potential neuroprotective effects continue to be subjects of intense investigation.

From a structural perspective, xanthurenic acid (CAS 59-00-7) possesses unique chemical features that contribute to its biological activities. Its aromatic system and carboxylic acid group allow for diverse molecular interactions, while its planar structure facilitates binding to various protein targets. These characteristics have led to exploration of its potential in drug development, particularly for conditions involving oxidative stress and neuroinflammation.

Emerging evidence suggests that xanthurenic acid may play a role in circadian rhythm regulation, adding another layer to its biological significance. This connection to sleep-wake cycles has generated considerable interest, as evidenced by search trends combining the compound with terms like melatonin synthesis and chronobiology. Such findings position xanthurenic acid as a potential link between metabolic pathways and behavioral regulation.

In clinical research, the measurement of xanthurenic acid levels has proven valuable for understanding tryptophan metabolism disorders. The compound's association with diabetes complications and cardiovascular risk factors has made it a subject of numerous epidemiological studies. Researchers are particularly interested in its potential as a predictive biomarker for certain chronic diseases, reflecting the current emphasis on preventive medicine approaches.

The synthetic pathways and biosynthesis regulation of xanthurenic acid (CAS 59-00-7) represent active areas of investigation in molecular biology. Scientists are examining the enzyme kinetics involved in its production and degradation, with particular focus on IDO/TDO enzymes and their inflammatory modulation effects. These studies contribute to our understanding of how tryptophan catabolism influences overall physiological homeostasis.

As research on xanthurenic acid continues to expand, its potential applications in personalized medicine and nutritional interventions are becoming increasingly apparent. The compound's multifaceted roles in cellular signaling and metabolic regulation position it as a promising subject for future translational research. With growing recognition of its importance in systems biology, xanthurenic acid (CAS 59-00-7) remains at the forefront of biochemical research and medical innovation.

Recommended suppliers
Tiancheng Chemical (Jiangsu) Co., Ltd
(CAS:59-00-7)4,8-二羥基喹啉-2-甲酸
LE2469906;LE16653
Purity:99%/99%
Quantity:25KG,200KG,1000KG/25KG,200KG,1000KG
Price ($):Inquiry/Inquiry
Email
Amadis Chemical Company Limited
(CAS:59-00-7)Xanthurenic acid
A832107
Purity:99%/99%/99%/99%
Quantity:5.0g/10.0g/25.0g/50.0g
Price ($):331.0/650.0/1301.0/2081.0
Email