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
Target ID: Urate oxidase (mammals) Sources: https://www.ncbi.nlm.nih.gov/pubmed/2594778	Substrate 656

Conditions

Condition	Modality	Highest Phase	Product
Multiple sclerosis 104 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 256 Sources: https://www.ncbi.nlm.nih.gov/pubmed/17977935	Diagnostic	Natural Metabolite	Unknown Approved Use Unknown
Cardiovascular diseases 71 Sources: https://www.ncbi.nlm.nih.gov/pubmed/25192804	Diagnostic	Natural Metabolite	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
Copper and zinc concentrations and the activities of ceruloplasmin and superoxide dismutase in atherosclerosis obliterans.	2000 Jan	10949969
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
Inflammatory microcrystals induce murine macrophage survival and DNA synthesis.	2001	11438042
Flow-through chemiluminescence sensor using immobilized oxidases for the selective determination of L-glutamate in a flow-injection system.	2001 Aug	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 Aug	11697193
Hydrogen peroxide damages the zinc-binding site of zinc-deficient Cu,Zn superoxide dismutase.	2001 Aug 1	11469788
Photosensitizer initiated attacks on DNA under dry conditions and their inhibition: a DNA archiving issue.	2001 Aug 15	11485843
Recurrent renal stone disease-advances in pathogenesis and clinical management.	2001 Aug 25	11530173
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
Difficult gout and new approaches for control of hyperuricemia in the allopurinol-allergic patient.	2001 Feb	11177768
Recombinant urate oxidase for the prophylaxis or treatment of hyperuricemia in patients With leukemia or lymphoma.	2001 Feb 1	11157020
Efficacy and safety of desensitization to allopurinol following cutaneous reactions.	2001 Jan	11212165
Role of exercise and ascorbate on plasma antioxidant capacity in thoroughbred race horses.	2001 Jan	11137442
The role of uric acid in protection against peroxynitrite-mediated pathology.	2001 Jan	11133262
The characteristics of nucleobase transport and metabolism by the perfused sheep choroid plexus.	2001 Jan 5	11146053
Immunological properties of uricase conjugated to neutral soluble polymers.	2001 Jul-Aug	11459455
Low-expression genes induced by nitrogen starvation and subsequent sexual differentiation in Chlamydomonas reinhardtii, isolated by the differential display technique.	2001 Jun	11469597
Pathways for urea production during early life of an air-breathing teleost, the African catfish Clarias gariepinus Burchell.	2001 Jun	11441057
Renal regulation of plasma total antioxidant capacity.	2001 Jun	11399110
Cystine calculi in children: the results of a metabolic evaluation and response to medical therapy.	2001 Jun	11371943
[Relationship between severity of essential arterial hypertension and the prevalence hyperuricemia].	2001 Jun 23	11459575
Treatment of chronic gout. Can we determine when urate stores are depleted enough to prevent attacks of gout?	2001 Mar	11296962
Contribution of peroxynitrite to the beneficial effects of preconditioning on ischaemia-induced arrhythmias in rat isolated hearts.	2001 Mar	11275005
Dehydroascorbic acid and oxidative stress in haemodialysis patients.	2001 Mar	11239034
Binding of urate and caffeine to haemocyanin analysed by isothermal titration calorimetry.	2001 Mar	11171426
Flavonoids and urate antioxidant interplay in plasma oxidative stress.	2001 May	11506190
Diabetes insipidus in uricase-deficient mice: a model for evaluating therapy with poly(ethylene glycol)-modified uricase.	2001 May	11316859
Marked elevation in cortical urate and xanthine oxidoreductase activity in experimental bacterial meningitis.	2001 May 11	11334804
A randomized comparison between rasburicase and allopurinol in children with lymphoma or leukemia at high risk for tumor lysis.	2001 May 15	11342423
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
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
Urate oxidase in the prophylaxis or treatment of hyperuricemia: the United States experience.	2001 Oct	11694947
European experience in the treatment of hyperuricemia.	2001 Oct	11694946
Ozone causes lipid peroxidation but little antioxidant depletion in exercising and nonexercising hamsters.	2001 Oct	11568152
Molecular and functional characterization of galectin 9 mRNA isoforms in porcine and human cells and tissues.	2001 Sep	11698107
Synthesis of ascorbate and urate in the ovary of water buffalo.	2001 Sep	11697122
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 `Wed Jul 05 22:44:16 UTC 2023` Edited by `admin` on `Wed Jul 05 22:44:16 UTC 2023`
Record UNII	268B43MJ25
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

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

URICUM ACIDUM

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

URIC ACID [INCI]

Common Name

English

URICUM ACIDUM [HPUS]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C1916

Created by admin on Wed Jul 05 22:44:17 UTC 2023 , Edited by admin on Wed Jul 05 22:44:17 UTC 2023

DSLD

3056 (Number of products:1)

Created by admin on Wed Jul 05 22:44:16 UTC 2023 , Edited by admin on Wed Jul 05 22:44:16 UTC 2023

CFR

21 CFR 862.1775

Created by admin on Wed Jul 05 22:44:16 UTC 2023 , Edited by admin on Wed Jul 05 22:44:16 UTC 2023

Code System Code Type Description

DRUG BANK

DB08844

Created by admin on Wed Jul 05 22:44:16 UTC 2023 , Edited by admin on Wed Jul 05 22:44:16 UTC 2023

PRIMARY

ECHA (EC/EINECS)

200-720-7

Created by admin on Wed Jul 05 22:44:16 UTC 2023 , Edited by admin on Wed Jul 05 22:44:16 UTC 2023

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EVMPD

SUB32801

Created by admin on Wed Jul 05 22:44:16 UTC 2023 , Edited by admin on Wed Jul 05 22:44:16 UTC 2023

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SMS_ID

100000126333

Created by admin on Wed Jul 05 22:44:17 UTC 2023 , Edited by admin on Wed Jul 05 22:44:17 UTC 2023

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CAS

69-93-2

Created by admin on Wed Jul 05 22:44:16 UTC 2023 , Edited by admin on Wed Jul 05 22:44:16 UTC 2023

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EPA CompTox

DTXSID3042508

Created by admin on Wed Jul 05 22:44:16 UTC 2023 , Edited by admin on Wed Jul 05 22:44:16 UTC 2023

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CHEBI

17775

Created by admin on Wed Jul 05 22:44:16 UTC 2023 , Edited by admin on Wed Jul 05 22:44:16 UTC 2023

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RXCUI

1427088

Created by admin on Wed Jul 05 22:44:17 UTC 2023 , Edited by admin on Wed Jul 05 22:44:17 UTC 2023

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RxNorm

FDA UNII

268B43MJ25

Created by admin on Wed Jul 05 22:44:17 UTC 2023 , Edited by admin on Wed Jul 05 22:44:17 UTC 2023

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MESH

D014527

Created by admin on Wed Jul 05 22:44:17 UTC 2023 , Edited by admin on Wed Jul 05 22:44:17 UTC 2023

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NSC

3975

Created by admin on Wed Jul 05 22:44:17 UTC 2023 , Edited by admin on Wed Jul 05 22:44:17 UTC 2023

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NCI_THESAURUS

C62652

Created by admin on Wed Jul 05 22:44:17 UTC 2023 , Edited by admin on Wed Jul 05 22:44:17 UTC 2023

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MERCK INDEX

M11330

Created by admin on Wed Jul 05 22:44:17 UTC 2023 , Edited by admin on Wed Jul 05 22:44:17 UTC 2023

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Merck Index

PUBCHEM

1175

Created by admin on Wed Jul 05 22:44:17 UTC 2023 , Edited by admin on Wed Jul 05 22:44:17 UTC 2023

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DAILYMED

268B43MJ25

Created by admin on Wed Jul 05 22:44:16 UTC 2023 , Edited by admin on Wed Jul 05 22:44:16 UTC 2023

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WIKIPEDIA

URIC ACID

Created by admin on Wed Jul 05 22:44:17 UTC 2023 , Edited by admin on Wed Jul 05 22:44:17 UTC 2023

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Related Record Type Details


					1TX0E9ZJ0W

DISODIUM URATE

SALT/SOLVATE -> PARENT


					2070T42AXF

LITHIUM URATE

SALT/SOLVATE -> PARENT


					50XB37EKN8

PEGADRICASE

TARGET -> SUBSTRATE

Amount:


					LGG1US7EOD

OATL-4

TRANSPORTER -> SUBSTRATE

Comments:

In the human kidney, urate is transported (reabsorbed) via URAT1 across the apical membrane of proximal tubule cells, in exchange for anions being transported back into the tubule lumen to maintain electrical balance.

Amount: