A purine base
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Xanthine

Item No. 31499

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3,9-dihydro-1H-purine-2,6-dione
CAS Number
69-89-6
Synonyms
  • 2,6-Dihydroxypurine
  • NSC 14664
Molecular Formula
C5H4N4O2
Formula Weight
152.1
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMSO: 1 mg/mlPBS (pH 7.2): 1 mg/ml
λmax
268 nm
SMILES
O=C1NC(C2=C(N1)N=CN2)=O
InChi Code
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
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    10 g

    $37

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    25 g

    $69

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    50 g

    $124

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    100 g

    $219

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    Cayman Chemical
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    Product Description

    Xanthine is a purine base and intermediate in the biosynthesis of uric acid (Item No. 16219).1,2 It is formed during mammalian purine catabolism in the liver via oxidation of hypoxanthine (Item No. 22254) by xanthine oxidase (XO), which also oxidizes xanthine to produce uric acid.1,3 Xanthine is also formed from guanine, xanthosine, or hypoxanthine during purine catabolism in plants.4 It has been found in a variety of commercial foodstuffs, including beer yeast, mushrooms, vegetables, fish, and beef.5 Urinary xanthine levels are decreased in patients with primary gout.6 Xanthine has also been used in the synthesis of xanthine derivatives that have anticancer or anti-inflammatory activities in vitro.7

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Dawson, J., and Walters, M. Uric acid and xanthine oxidase: Future therapeutic targets in the prevention of cardiovascular disease? Br. J. Clin. Pharmac. 62(6), 633-644 (2006).

    2. Wu, S., Jia, S., and Dong, X. Study on detection methods for xanthine in food and biological samples. Int. J. Curr. Res. Chem. Pharm. Sci. 3(8), (2016).

    3. Garcia-Gil, M., Camici, M., Allegrini, S., et al. Emerging role of purine metabolizing enzymes in brain function and tumors. Int. J. Mol. Sci. 19(11), 3598 (2018).

    4. Zrenner, R., Stitt, M., Sonnewald, U., et al. Pyrimidine and purine biosynthesis and degradation in plants. Annu. Rev. Plant Biol. 57, 805-836 (2006).

    5. Kaneko, K., Aoyagi, Y., Fukuuchi, T., et al. Total purine and purine base content of common foodstuffs for facilitating nutritional therapy for gout and hyperuricemia. Biol. Pharm. Bull. 37(5), 709-721 (2014).

    6. Puig, J.G., Mateos, F.A., Jiménez, M.L., et al. Renal excretion of hypoxanthine and xanthine in primary gout. Am. J. Med. 85(4), 533-537 (1988).

    7. Singh, N., Shreshtha, A.K., Thakur, M.S., et al. Xanthine scaffold: Scope and potential in drug development. Heliyon 4(10), e00829 (2018).