Xanthine - UltraBio™, ≥99% , CAS No.69-89-6

CAS: 69-89-6 Cat. No.: X755591 Formula: C₅H₄N₄O₂ Molecular Weight: 152.11 Beilstein Registry Number: 8733 EC Number: 200-718-6

GRADE & PURITY UltraBio™, ≥99%

Storage

Store at 2-8°C,Protected from light

Shipped In

Wet ice

Overview

Xanthine is a purine that can be produced in the purine metabolic pathway via different precursors:

• Guanine deamination by guanine deaminase
• Hypoxanthine conversion by xanthine oxidoreductase

Xanthine or its derivatives are naturally present in animal organs, yeast, potatoes, coffee beans, and tea.

Application:

Xanthine has been used as a substrate for the determination of xanthine oxidase (XOD) inhibitory activity. It has also been used in the following systems:

• yeast culture
• human cell line culture
• recombinant viruses cloned as bacterial artificial chromosomes in Escherichia coli

Specifications

Specifications & Purity

UltraBio™, ≥99%

Biochemical and Physiological Mechanisms

Xanthine and xanthine oxidase are used to generate superoxide radicals to measure the activity of superoxide dismutase.

Storage

Store at 2-8°C,Protected from light

Shipped In

Wet ice

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

Grade

UltraBio™

Purity

≥99%

Names and Identifiers

Pubchem Sid

528776687

Canonical Smiles

C1=NC2=C(N1)C(=O)NC(=O)N2

IUPAC Name

3,7-dihydropurine-2,6-dione

InChIKey

LRFVTYWOQMYALW-UHFFFAOYSA-N

INCHI

1S/C5H4N4O2/c10-4-2-3(7-1-6-2)8-5(11)9-4/h1H,(H3,6,7,8,9,10,11)

Isomeric SMILES

C1=NC2=C(N1)C(=O)NC(=O)N2

WGK Germany

3

RTECS

ZD7700000

Molecular Weight

152.11

Beilstein

8733

Reaxy-Rn

609330

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: a small molecule

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: 0.1 M, clear, colorless to light yellow
• Sensitivity: light sensitive
• Melt Point(°C): 379℃
• Molecular Weight: 152.110 g/mol
• XLogP3: -0.700
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 152.033 Da
• Monoisotopic Mass: 152.033 Da
• Topological Polar Surface Area: 86.900 Ų
• Heavy Atom Count: 11
• Formal Charge: 0
• Complexity: 217.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1