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

Details

Stereochemistry	ACHIRAL
Molecular Formula	C5H4N4O3.H3N
Molecular Weight	185.1408
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of 1H-PURINE-2,6,8(3H)-TRIONE, 7,9-DIHYDRO-, MONOAMMONIUM SALT

Structure Search

SMILES

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

InChI

InChIKey=FOFYPMPFTYORPL-UHFFFAOYSA-N

InChI=1S/C5H4N4O3.H3N/c10-3-1-2(7-4(11)6-1)8-5(12)9-3;/h(H4,6,7,8,9,10,11,12);1H3

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

Molecular Formula	H3N
Molecular Weight	17.0305
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
Superoxide mediates shock wave induction of ERK-dependent osteogenic transcription factor (CBFA1) and mesenchymal cell differentiation toward osteoprogenitors.	2002-03-29	11784711
Xanthine oxidase-derived reactive oxygen species convert flow-induced arteriolar dilation to constriction in hyperhomocysteinemia: possible role of peroxynitrite.	2002-01	11788457
Electrosynthesis of poly-o-diaminobenzene on the Prussian Blue modified electrodes for improvement of hydrogen peroxide transducer characteristics.	2002-01	11786361
Allantoin formation and urate and glutathione exchange in human muscle during submaximal exercise.	2001-12-01	11728802
Water-soluble antioxidants in human tears: effect of the collection method.	2001-12	11726613
Oxidative stress in lavage fluid of preterm infants at risk of chronic lung disease.	2001-12	11704534
Localization and topology of a urate transporter/channel, a galectin, in epithelium-derived cells.	2001-12	11698251
Isolation and characterization of the DLAD/Dlad genes, which lie head-to-head with the genes for urate oxidase.	2001-11-16	11700027
Respiratory and circulatory compensation to hypoxia in crustaceans.	2001-11-15	11718763
Modulators of haemocyanin oxygen affinity in the hypoxia- and sulphide-tolerant Baltic isopod Saduria entomon (L.).	2001-11	11765978
Intracellular pH, intrauterine growth and the insulin resistance syndrome.	2001-11	11722471
Elevated uric acid increases blood pressure in the rat by a novel crystal-independent mechanism.	2001-11	11711505
Nephrocalcinosis in preterm babies.	2001-11	11668166
Expression of the urate transporter/channel is developmentally regulated in human kidneys.	2001-11	11592946
Temperature-sensitive phenotype of Chinese hamster ovary cells defective in PEX5 gene.	2001-10-26	11606046
Influence of plasma glutathione levels on radiation mucositis.	2001-10-01	11583019
Urate oxidase in the prophylaxis or treatment of hyperuricemia: the United States experience.	2001-10	11694947
European experience in the treatment of hyperuricemia.	2001-10	11694946
Tumor lysis syndrome.	2001-10	11694945
Gout: radiographic findings mimicking infection.	2001-10	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.	2001-10	11587206
Ozone causes lipid peroxidation but little antioxidant depletion in exercising and nonexercising hamsters.	2001-10	11568152
Suicide inactivation of xanthine oxidoreductase during reduction of inorganic nitrite to nitric oxide.	2001-09-01	11513730
Molecular and functional characterization of galectin 9 mRNA isoforms in porcine and human cells and tissues.	2001-09	11698107
Synthesis of ascorbate and urate in the ovary of water buffalo.	2001-09	11697122
Concentrations of nucleotides, nucleosides, purine bases, oxypurines, uric acid, and neuron-specific enolase in the cerebrospinal fluid of children with sepsis.	2001-09	11575617
A family-based study of metabolic phenotypes in calcium urolithiasis.	2001-09	11532110
Recurrent renal stone disease-advances in pathogenesis and clinical management.	2001-08-25	11530173
The cyclooxygenase hydroperoxide product PGG(2) activates synaptic nitric oxide synthase: a possible antioxidant response to membrane lipid peroxidation.	2001-08-17	11500026
Photosensitizer initiated attacks on DNA under dry conditions and their inhibition: a DNA archiving issue.	2001-08-15	11485843
Experimental meningitis in the rat: protection by uric acid at human physiological blood concentrations.	2001-08-10	11502281
Hydrogen peroxide damages the zinc-binding site of zinc-deficient Cu,Zn superoxide dismutase.	2001-08-01	11469788
Flow-through chemiluminescence sensor using immobilized oxidases for the selective determination of L-glutamate in a flow-injection system.	2001-08	11708095
Redox reactions of the urate radical/urate couple with the superoxide radical anion, the tryptophan neutral radical and selected flavonoids in neutral aqueous solutions.	2001-08	11697193
Plasma concentrations of alpha-tocopherol and urate in patients with different types of cancer.	2001-08	11493368
Laryngeal manifestation of gout: a case report of a subglottic gout tophus.	2001-08	11489374
Uric acid or urate nephropathy?	2001-08	11479177
Biochemical profile of idiopathic uric acid nephrolithiasis.	2001-08	11473659
Self-treatment for gout.	2001-08	11461181
Ascorbate dynamics and oxygen consumption during arousal from hibernation in Arctic ground squirrels.	2001-08	11448862
Immunological properties of uricase conjugated to neutral soluble polymers.	2001-07-19	11459455
Gouty tenosynovitis of the wrist.	2001-07	11482511
[Relationship between severity of essential arterial hypertension and the prevalence hyperuricemia].	2001-06-23	11459575
Low-expression genes induced by nitrogen starvation and subsequent sexual differentiation in Chlamydomonas reinhardtii, isolated by the differential display technique.	2001-06	11469597
Flavonoids and urate antioxidant interplay in plasma oxidative stress.	2001-05	11506190
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
Tumoral calcium pyrophosphate dihydrate crystal deposition disease. A clinicopathologic analysis of five cases.	2001	11482581
Mouse paracentric inversion In(3)55Rk mutates the urate oxidase gene.	2001	11474184

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 `Tue Apr 01 18:47:19 GMT 2025` Edited by `admin` on `Tue Apr 01 18:47:19 GMT 2025`
Record UNII	524UGG86Q5
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

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

Preferred Name

English

Code System Code Type Description

ECHA (EC/EINECS)

227-862-2