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Merck
CN

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:
69-89-6
Molecular Weight:
152.11
Beilstein:
8733
EC Number:
200-718-6
MDL number:
MFCD00078453
UNSPSC Code:
41106305
PubChem Substance ID:
24902122
NACRES:
NA.51

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Product Name

Xanthine, ≥99.5% (HPLC), purified by recrystallization

biological source

synthetic

Quality Level

400

Assay

≥99.5% (HPLC)

form

powder

purified by

recrystallization

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

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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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000482851
0000482851
0000511035
0000511035
0000481562

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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)
Physiological acclimation to gradients of solar irradiance within mats of the filamentous green macroalga Chaetomorpha linum from southern Spain.
Bischof, Kai, et al.
Marine Ecology Progress Series, 306, 165-175 (2006)
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)
Bioactive chemical constituents of Stereospermum kunthianum (Bignoniaceae)
Island, W
Research Journal of Phytochemistry, 3, 35-43 (2009)
Recent Advances in the Synthesis of Xanthines: A Short Review
Kapri A, et al.
Scientifica, 2022 (2022)
View All Related Papers

Protocols

Enzymatic Assay of Superoxide Dismutase

Enzymatic Assay of Superoxide Dismutase

超氧化物歧化酶的酶学测定

在测定超氧化物歧化酶活性时，使用了一种在550 nm处的连续分光光度法进行测定。一个酶单位可将酶偶联系统的细胞色素c还原率抑制50％。

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Product Information Sheet - X0626

Product Information Sheet

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