File:Xanthin_-_Xanthine.svg · Wikimedia Commons · See Wikimedia Commons
زانتین
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Xanthine ( or , from Ancient Greek 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.
OverviewAI-generated
Xanthine is a chemical compound with the formula C₅H₄N₄O₂. Its IUPAC name is 3,7-dihydropurine-2,6-dione. The substance has a mass of 152.033 and a weight of 152.11. It possesses a charge of 0, an xlogp of -0.7, and a topological polar surface area of 86.9. The molecule contains three hydrogen bond donors and three hydrogen bond acceptors.
In scientific literature, xanthine is associated with 111,475 PubMed entries. The compound is referenced by 586 other encyclopedia articles.
Synthesized by Vinony from 17 facts across 4 sources: Wikidata, PubMed, PubChem, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.
Chemical data
- Formula
- C5H4N4O2
- Molecular weight
- 152.11 g/mol
- IUPAC name
- 3,7-dihydropurine-2,6-dione
- SMILES
- C1=NC2=C(N1)C(=O)NC(=O)N2
- InChIKey
- LRFVTYWOQMYALW-UHFFFAOYSA-N
- XLogP
- -0.7
- Polar surface area
- 86.9 Ų
- H-bond donors
- 3
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
111,475 papers- Xanthine oxidase: biochemistry, distribution and physiology.Acta physiologica Scandinavica. Supplementum · 1986
- Xanthine oxidoreductase. Biochemical, biological and pathogenic functions.Sbornik lekarsky · 1994
- Targeting ryanodine receptors with allopurinol and xanthine derivatives for the treatment of cardiac and musculoskeletal weakness disorders.Proceedings of the National Academy of Sciences of the United States of America · 2025
- Decoding Xanthine Derivatives: Advanced Analytical, Extraction, and Quantification Techniques in Pharma and Biofluids - A Comprehensive Review.Critical reviews in analytical chemistry · 2026
- Flavoprotein structure and mechanism. 4. Xanthine oxidase and xanthine dehydrogenase.FASEB journal : official publication of the Federation of American Societies for Experimental Biology · 1995
via PubMed
Wikidata facts
- Has part
- carbon
- Mass
- 152.033
Show 6 more facts
- found in taxon
- Velella velella
- chemical formula
- C₅H₄N₄O₂
- Commons category
- Xanthine
- canonical SMILES
- C1=NC2=C(N1)C(=O)NC(=O)N2
- has characteristic
- bitterness
- subject has role
- primary metabolite
via Wikidata · CC0