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X0626

Xanthine

Name: Xanthine
Brand: SIGMA

≥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

NACRES:

NA.51

PubChem Substance ID:

24902122

UNSPSC Code:

41106305

EC Number:

200-718-6

MDL number:

MFCD00078453

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

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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

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

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Related Categories

Biochemicals

Nucleosides and Nucleotides

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

11 - Combustible Solids

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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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)

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)

Recent Advances in the Synthesis of Xanthines: A Short Review

Kapri A, et al.

Scientifica, 2022 (2022)

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)

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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％。

Global Trade Item Number

SKU	GTIN
X0626-5G	04061837544088
X0626-25G	04061837544040
X0626-10G	04061837544019

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