Xanthine

InChI=1S/C5H4N4O2/c10-4-2-3(7-1-6-2)8-5(11)9-4/h1H,(H3,6,7,8,9,10,11)
Key: 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)
InChI=1S/C5H4N4O2/c10-4-2-3(7-1-6-2)8-5(11)9-4/h1H,(H3,6,7,8,9,10,11)
Key: LRFVTYWOQMYALW-UHFFFAOYSA-N

SMILES

c1[nH]c2c(n1)C(=O)NC(=O)N2

Properties

Chemical formula

C₅H₄N₄O₂Molar mass152.11 g/mol Appearance White solid Melting pointdecomposes

Solubility in water

1 g/ 14.5 L @ 16 °C
1 g/1.4 L @ 100 °C Hazards NFPA 704 (fire diamond)

2

1

0

Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

verify ( ?)

Xanthine ( or , from Ancient Greekξανθόςxanthós'yellow' for its yellowish-white appearance; archaically xanthic acid; systematic name 3,7-dihydropurine-2,6-dione) is a purine base found in most human body tissues and fluids, as well as in other organisms. Several stimulants are derived from xanthine, including caffeine, theophylline, and theobromine.

Xanthine is a product on the pathway of purine degradation.

It is created from guanine by guanine deaminase.
It is created from hypoxanthine by xanthine oxidoreductase.
It is also created from xanthosine by purine nucleoside phosphorylase.

Xanthine is subsequently converted to uric acid by the action of the xanthine oxidase enzyme.