X0626
Xanthine
≥99.5% (HPLC), powder
Synonym(s):
2,6-Dioxopurine, 3,7-Dihydropurine-2,6-dione, Xanthin, 2,6-Dihydroxypurine
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About This Item
Empirical Formula (Hill Notation):
C5H4N4O2
CAS Number:
Molecular Weight:
152.11
NACRES:
NA.51
PubChem Substance ID:
UNSPSC Code:
41106305
EC Number:
200-718-6
MDL number:
Beilstein/REAXYS Number:
8733
Assay:
≥99.5% (HPLC)
Biological source:
synthetic
Form:
powder
Solubility:
1 M NaOH: soluble 50 mg/mL, clear, colorless to faintly yellow
Storage temp.:
2-8°C
Product Name
Xanthine, ≥99.5% (HPLC), purified by recrystallization
biological source
synthetic
Quality Level
assay
≥99.5% (HPLC)
form
powder
purified by
recrystallization
color
white to off-white
solubility
1 M NaOH: soluble 50 mg/mL, clear, colorless to faintly yellow
storage temp.
2-8°C
SMILES string
O=C1NC(=O)c2nc[nH]c2N1
InChI
1S/C5H4N4O2/c10-4-2-3(7-1-6-2)8-5(11)9-4/h1H,(H3,6,7,8,9,10,11)
InChI key
LRFVTYWOQMYALW-UHFFFAOYSA-N
General description
Xanthine is an important component of the various natural and synthetic medicinal active compounds. Various forms of xanthine such as caffeine, theobromine, and theophylline are found in chocolate, cocoa, tea, yeast, potatoes, animal organs, and coffee. Xanthine is a purine-based natural heterocyclic alkaloid composed of a central nitrogen atom and a pyrimidine ring that is fused with an imidazole ring. Xanthine is produced from several different precursors in the purine metabolic pathway: deamination of guanine-by-guanine deaminase and conversion of hypoxanthine by xanthine oxidoreductase.
Biochem/physiol Actions
Xanthine participates in the catabolism of nucleic acids and nucleotides and is a precursor of uric acid. It is a versatile compound that shows therapeutic effects in several pharmacological conditions related to respiratory tract, central nervous system (CNS), kidney, stomach, smooth muscle cells, and heart. Xanthine acts as a biomarker for detecting gout.
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Storage Class
11 - Combustible Solids
wgk
WGK 3
ppe
dust mask type N95 (US), Eyeshields, Faceshields, Gloves
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Protocols
Enzymatic Assay of Superoxide Dismutase
Related Content
P Leanderson et al.
Carcinogenesis, 17(3), 545-550 (1996-03-01)
The formation of DNA-strand breaks was studied in cultured human lung cells (A 549) subjected to iron, either in the form of iron(III) citrate or in combination with the metal chelators ethylene diamine tetra-acetic acid (EDTA), nitrilo triacetic acid (NTA)
Oxidative stress and enzymatic scavenging of superoxide radicals induced by solar UV-B radiation in Ulva canopies from southern Spain.
Bischof, Kai, et al.
Scientia Marina, 67, 353-359 (2003)
Different processed milk with residual xanthine oxidase activity and risk of increasing serum uric acid level
Sha W, et al.
Food Bioscience, 40, 100892-100892 (2021)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| X0626-25G | 04061837544040 |
| X0626-5G | 04061837544088 |
| X0626-10G | 04061837544019 |
| X0626-1G | 04061823209663 |