URIC ACID

Details

Stereochemistry	ACHIRAL
Molecular Formula	C5H4N4O3
Molecular Weight	168.1103
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

O=C1NC2=C(N1)C(=O)NC(=O)N2

InChI

InChIKey=LEHOTFFKMJEONL-UHFFFAOYSA-N

InChI=1S/C5H4N4O3/c10-3-1-2(7-4(11)6-1)8-5(12)9-3/h(H4,6,7,8,9,10,11,12)

HIDE SMILES / InChI

Molecular Formula	C5H4N4O3
Molecular Weight	168.1103
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/25422986
Curator's Comment: description was created based on several sources, including: https://www.drugs.com/dict/uric-acid.html | http://www.wikidoc.org/index.php/Uric_acid

Uric acid, generated from the metabolism of purines, has proven and emerging roles in human disease. Humans produce large quantities of uric acid. Excess serum accumulation of uric acid can lead to a type of arthritis known as gout. Hyperuricemia may increase risk factors for cardiovascular disease. High serum uric acid was associated with higher risk of type 2 diabetes and other diseases.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Urate oxidase (mammals) 4 Target ID: Urate oxidase (mammals) Sources: https://www.ncbi.nlm.nih.gov/pubmed/2594778	Substrate 661

Conditions

Condition	Modality	Highest Phase	Product
Multiple sclerosis 107 Sources: https://www.ncbi.nlm.nih.gov/pubmed/23528410 https://www.ncbi.nlm.nih.gov/pubmed/11985629	Diagnostic	Natural Metabolite	Unknown Approved Use Unknown
Type 2 diabetes mellitus 262 Sources: https://www.ncbi.nlm.nih.gov/pubmed/17977935	Diagnostic	Natural Metabolite	Unknown Approved Use Unknown
Cardiovascular diseases 72 Sources: https://www.ncbi.nlm.nih.gov/pubmed/25192804	Diagnostic	Natural Metabolite	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
Serum cystatin C is a better marker for preeclampsia than serum creatinine or serum urate.	2001	11763416
Comparison of the efficacy of two anti-uric acid diets in dalmatian dogs.	2001	11702341
Is skeletal muscle damaged by the oxidative stress following anaerobic exercise?	2001	11574951
Mouse paracentric inversion In(3)55Rk mutates the urate oxidase gene.	2001	11474184
Prostaglandin inhibition by intraperitoneal indomethacin has no effect on peritoneal permeability during stable CAPD.	2001 Apr	11274278
The potential role of adenosine in the pathophysiology of the insulin resistance syndrome.	2001 Apr	11254897
Hyperuricemia exacerbates chronic cyclosporine nephropathy.	2001 Apr 15	11349724
Synthesis and structure-activity relationships of 1-phenylpyrazoles as xanthine oxidase inhibitors.	2001 Apr 9	11294382
Flow-through chemiluminescence sensor using immobilized oxidases for the selective determination of L-glutamate in a flow-injection system.	2001 Aug	11708095
Plasma concentrations of alpha-tocopherol and urate in patients with different types of cancer.	2001 Aug	11493368
Biochemical profile of idiopathic uric acid nephrolithiasis.	2001 Aug	11473659
Reaction of superoxide and nitric oxide with peroxynitrite. Implications for peroxynitrite-mediated oxidation reactions in vivo.	2001 Aug 3	11373284
Water-soluble antioxidants in human tears: effect of the collection method.	2001 Dec	11726613
Oxidative stress in lavage fluid of preterm infants at risk of chronic lung disease.	2001 Dec	11704534
Localization and topology of a urate transporter/channel, a galectin, in epithelium-derived cells.	2001 Dec	11698251
Allantoin formation and urate and glutathione exchange in human muscle during submaximal exercise.	2001 Dec 1	11728802
Inhibition of peroxynitrite-induced dityrosine formation with oxidized and reduced thiols, nitric oxide donors, and purine derivatives.	2001 Feb	11291595
Difficult gout and new approaches for control of hyperuricemia in the allopurinol-allergic patient.	2001 Feb	11177768
Antioxidants and protein carbonyls in bronchoalveolar lavage fluid of children: normal data.	2001 Feb	11158507
Recombinant urate oxidase for the prophylaxis or treatment of hyperuricemia in patients With leukemia or lymphoma.	2001 Feb 1	11157020
Natural and synthetic agonists of the melanocortin receptor type 3 possess anti-inflammatory properties.	2001 Jan	11200074
Role of exercise and ascorbate on plasma antioxidant capacity in thoroughbred race horses.	2001 Jan	11137442
The characteristics of nucleobase transport and metabolism by the perfused sheep choroid plexus.	2001 Jan 5	11146053
Hypophosphataemia in the metabolic syndrome. Gender differences in body weight and blood glucose.	2001 Jun	11423926
Partially reversible renal tubular damage in patients with obstructive jaundice.	2001 Jun	11391524
Ascorbate acid concentration in airways lining fluid from infants who develop chronic lung disease of prematurity.	2001 Mar	11277380
Contribution of peroxynitrite to the beneficial effects of preconditioning on ischaemia-induced arrhythmias in rat isolated hearts.	2001 Mar	11275005
Ureteropelvic junction obstruction and coexisting renal calculi in children: role of metabolic abnormalities.	2001 Mar	11248635
Binding of urate and caffeine to haemocyanin analysed by isothermal titration calorimetry.	2001 Mar	11171426
Red wine polyphenols, in the absence of alcohol, reduce lipid peroxidative stress in smoking subjects.	2001 Mar 15	11295361
Flavonoids and urate antioxidant interplay in plasma oxidative stress.	2001 May	11506190
Functional reconstitution, membrane targeting, genomic structure, and chromosomal localization of a human urate transporter.	2001 May	11342574
Identification and characterization of human organic anion transporter 3 expressing predominantly in the kidney.	2001 May	11306713
Modulators of haemocyanin oxygen affinity in the hypoxia- and sulphide-tolerant Baltic isopod Saduria entomon (L.).	2001 Nov	11765978
Intracellular pH, intrauterine growth and the insulin resistance syndrome.	2001 Nov	11722471
Elevated uric acid increases blood pressure in the rat by a novel crystal-independent mechanism.	2001 Nov	11711505
Expression of the urate transporter/channel is developmentally regulated in human kidneys.	2001 Nov	11592946
Respiratory and circulatory compensation to hypoxia in crustaceans.	2001 Nov 15	11718763
Isolation and characterization of the DLAD/Dlad genes, which lie head-to-head with the genes for urate oxidase.	2001 Nov 16	11700027
Tumor lysis syndrome.	2001 Oct	11694945
Gout: radiographic findings mimicking infection.	2001 Oct	11685479
Recombinant urate oxidase (rasburicase) in the prevention and treatment of malignancy-associated hyperuricemia in pediatric and adult patients: results of a compassionate-use trial.	2001 Oct	11587206
Ozone causes lipid peroxidation but little antioxidant depletion in exercising and nonexercising hamsters.	2001 Oct	11568152
Temperature-sensitive phenotype of Chinese hamster ovary cells defective in PEX5 gene.	2001 Oct 26	11606046
Molecular and functional characterization of galectin 9 mRNA isoforms in porcine and human cells and tissues.	2001 Sep	11698107
Concentrations of nucleotides, nucleosides, purine bases, oxypurines, uric acid, and neuron-specific enolase in the cerebrospinal fluid of children with sepsis.	2001 Sep	11575617
A family-based study of metabolic phenotypes in calcium urolithiasis.	2001 Sep	11532110
Xanthine oxidase-derived reactive oxygen species convert flow-induced arteriolar dilation to constriction in hyperhomocysteinemia: possible role of peroxynitrite.	2002 Jan	11788457
Electrosynthesis of poly-o-diaminobenzene on the Prussian Blue modified electrodes for improvement of hydrogen peroxide transducer characteristics.	2002 Jan	11786361
Superoxide mediates shock wave induction of ERK-dependent osteogenic transcription factor (CBFA1) and mesenchymal cell differentiation toward osteoprogenitors.	2002 Mar 29	11784711

Patents

Sample Use Guides

In Vivo Use Guide

Mice: twice daily with 10 mg per dose for 7 days

Route of Administration: Intraperitoneal

In Vitro Use Guide

Uric acid (5 mg/dL) significantly increased MCP-1 production by rat vascular smooth muscle cells at 3, 6, and 24 hours when compared with that of control media.

Substance Class	Chemical Created by `admin` on `Mon Mar 31 17:50:20 GMT 2025` Edited by `admin` on `Mon Mar 31 17:50:20 GMT 2025`
Record UNII	268B43MJ25
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

URICUM ACIDUM

Preferred Name

English

URIC ACID

Official Name

English

URIC ACID [MI]

Common Name

English

IDELALISIB METABOLITE M54

Common Name

English

PURINE-2,6,8(1H,3H,9H)-TRIONE

Systematic Name

English

LITHIC ACID

Common Name

English

NSC-3975

Code

English

7,9-DIHYDRO-1H-PURINE-2,6,8(3H)-TRIONE

Systematic Name

English

8-HYDROXYXANTHINE

Systematic Name

English

2,6,8-TRIOXYPURINE

Common Name

English

URICUM ACIDUM [HPUS]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C1916