Uric acid - BioReagent, ≥99%(HPLC) , CAS No.69-93-2

CAS: 69-93-2 Cat. No.: U755689 Formula: C₅H₄N₄O₃ Molecular Weight: 168.11 Beilstein Registry Number: 156158 EC Number: 200-720-7

GRADE & PURITY BioReagent, ≥99%(HPLC)

Storage

Store at 2-8°C

Shipped In

Wet ice

Overview

Uric acid is the terminal product of purine degradation in humans. It is formed from the action of xanthine oxidase upon xanthine. Elevated levels of uric acid may clinically be manifested as gout. In species other than humans, uric acid can be further metabolized. In mammals other than primates, uric acid is converted to allantoin. In teleost fish, allantoin is further converted to allantoate, which is hydrolyzed to urea and glyoxylate. Uric acid may also be used in the biosynthesis of purines. It has been studied as a scavenger of biological free radicals like peroxynitrite. High-performance liquid chromatography (HPLC) and gas chromatography-mass spectrometry (GC-MS) methods for uric acid have been published. Uric acid promotes monocyte chemoattractant protein-1 (MCP-1) expression in vascular smooth muscle cells.

Application:

Uric acid has been used:

• to prepare monosodium urate (MSU) crystals to study its effect on nuclear localization leucine-rich-repeat protein 1 (NLRP1) gene expression
• as a reductant to test its protective potential against met-myoglobin formation
• to prepare MSU to study its use as specific ligand of Clec12a.

Specifications

Specifications & Purity

BioReagent, ≥99%(HPLC)

Storage

Store at 2-8°C

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

BioReagent

Purity

≥99%(HPLC)

Names and Identifiers

Canonical Smiles

C12=C(NC(=O)N1)NC(=O)NC2=O

IUPAC Name

7,9-dihydro-3H-purine-2,6,8-trione

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)

Isomeric SMILES

C12=C(NC(=O)N1)NC(=O)NC2=O

WGK Germany

3

Molecular Weight

168.11

Beilstein

156158

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Imidazopyrimidines
      • Subclass Purines and purine derivatives

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Imidazopyrimidines
• Subclass: Purines and purine derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Xanthines
• Alternative Parents: 6-oxopurines Alkaloids and derivatives Pyrimidones Vinylogous amides Imidazoles Heteroaromatic compounds Ureas Lactams Azacyclic compounds Organopnictogen compounds Organooxygen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Xanthine - 6-oxopurine - Purinone - Alkaloid or derivatives - Pyrimidone - Pyrimidine - Azole - Imidazole - Heteroaromatic compound - Vinylogous amide - Lactam - Urea - Azacycle - Hydrocarbon derivative - Organic oxide - Organooxygen compound - Organonitrogen compound - Organic nitrogen compound - Organopnictogen compound - Organic oxygen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as xanthines. These are purine derivatives with a ketone group conjugated at carbons 2 and 6 of the purine moiety.
• External Descriptors: uric acid

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: 1 M NaOH: soluble 50 mg/mL, clear, faintly yellow
• Melt Point(°C): ＞300°C