Compound
xanthine
A purine base found in most body tissues and fluids, certain plants, and some urinary calculi. It is an intermediate in the degradation of adenosine monophosphate to uric acid, being formed by oxidation of hypoxanthine. The methylated xanthine compounds caffeine, theobromine, and theophylline and their derivatives are used in medicine for their bronchodilator effects. (Dorland, 28th ed)
Structure
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- Class
- Organic compound
- Formula
- C5H4N4O2
- Mass
- 152.113 g/mol
- Charge
- 0
- InChIKey
- LRFVTYWOQMYALW-UHFFFAOYSA-N
- SMILES
- O=c1nc(=O)c2ncnc2n1
- Look it up
- ChEBIPubChemBy InChIKey
Identity from ChEBI, geometry from PubChem. Not evidence.
What it touches on the way
Mechanistic reach
4 entities
4 entities reached.
0 reported hops4 assembled from the scaffold
What the reference databases state
Statements
26 statements
26 statements · 2 reference databases · Subject: xanthine · Sources: Human-GEM, Rhea
- guanine is converted to xanthineCompoundRhea RHEA:14665Inferred only
- xanthine is converted to guanineCompoundRhea RHEA:14665Inferred only
- guanine is converted to xanthineCompoundHuman-GEM MAR04518Inferred only
- hypoxanthine is converted to xanthineCompoundHuman-GEM MAR04519Inferred only
- hypoxanthine is converted to xanthineCompoundHuman-GEM MAR04520Inferred only
- hypoxanthine is converted to xanthineCompoundHuman-GEM MAR08755Inferred only
- hypoxanthine is converted to xanthineCompoundRhea RHEA:24670Inferred only
- xanthine is converted to hypoxanthineCompoundRhea RHEA:24670Inferred only
- xanthine is converted to urateCompoundRhea RHEA:21132Inferred only
- urate is converted to xanthineCompoundRhea RHEA:16669Inferred only
- urate is converted to xanthineCompoundRhea RHEA:21132Inferred only
- xanthine is converted to urateCompoundHuman-GEM MAR04646Inferred only
Show the remaining 14
- xanthine is converted to urateCompoundHuman-GEM MAR04649Inferred only
- xanthine is converted to urateCompoundHuman-GEM MAR04648Inferred only
- xanthine is converted to urateCompoundRhea RHEA:16669Inferred only
- xanthine is converted to urateCompoundHuman-GEM MAR04650Inferred only
- xanthine is metabolised by XDHProteinRhea RHEA:24670Inferred only
- xanthine is metabolised by XDHProteinHuman-GEM MAR04649Inferred only
- xanthine is metabolised by XDHProteinRhea RHEA:16669Inferred only
- xanthine is metabolised by XDHProteinRhea RHEA:21132Inferred only
- xanthine is metabolised by XDHProteinHuman-GEM MAR04646Inferred only
- xanthine is metabolised by XDHProteinHuman-GEM MAR04648Inferred only
- xanthine is metabolised by XDHProteinHuman-GEM MAR04650Inferred only
- xanthine is a substrate of GDAProteinRhea RHEA:14665Inferred only
- xanthine is a substrate of HPRT1ProteinHuman-GEM MAR04664Inferred only
- xanthine is a substrate of PNPProteinHuman-GEM MAR04663Inferred only
Reactions
31 reactions
guanine+waterammonium+xanthine
Catalysed by GDA
Reaction pageLeft to rightBalancedEC 3.5.4.3GO:0005829
Human-GEM MAR04518CC BY 4.0Reference data
water+hypoxanthine+NAD(+)proton+NADH(2-)+xanthine
Catalysed by XDH
Reaction pageLeft to rightBalancedEC 1.17.1.4GO:0005829
Human-GEM MAR04519CC BY 4.0Reference data
water+hypoxanthine+dioxygenhydrogen peroxide+xanthine
Catalysed by XDH
Reaction pageLeft to rightBalancedEC 1.17.3.2GO:0005829
Human-GEM MAR04520CC BY 4.0Reference data
water+NAD(+)+xanthineproton+NADH(2-)+urate
Catalysed by XDH
Reaction pageLeft to rightBalancedEC 1.17.1.4GO:0005829
Human-GEM MAR04646CC BY 4.0Reference data
Reaction pageReversibleBalancedGO:0005829, GO:0005777
Human-GEM MAR04647CC BY 4.0Reference data
water+NAD(+)+xanthineproton+NADH(2-)+urate
Catalysed by XDH
Reaction pageLeft to rightBalancedEC 1.17.1.4GO:0005777
Human-GEM MAR04648CC BY 4.0Reference data
water+dioxygen+xanthinehydrogen peroxide+urate
Catalysed by XDH
Reaction pageLeft to rightBalancedEC 1.17.3.2GO:0005829
Human-GEM MAR04649CC BY 4.0Reference data
Catalysed by XDH
Reaction pageLeft to rightBalancedEC 1.17.3.2GO:0005777
Human-GEM MAR04650CC BY 4.0Reference data
phosphate(3-)+xanthosineD-ribose 1-phosphate+xanthine
Catalysed by PNP
Reaction pageReversibleBalancedEC 2.4.2.1GO:0005829
Human-GEM MAR04663CC BY 4.0Reference data
5-phospho-alpha-D-ribose 1-diphosphate+xanthinediphosphate(3-)+XMP
Catalysed by HPRT1
Reaction pageLeft to rightBalancedEC 2.4.2.22GO:0005829
Human-GEM MAR04664CC BY 4.0Reference data
FAD+water+hypoxanthineFADH2+xanthine
Catalysed by XDH
Reaction pageLeft to rightBalancedEC 1.17.3.2GO:0005777
Human-GEM MAR08755CC BY 4.0Reference data
Reaction pageReversibleBalancedGO:0005615, GO:0005829
Human-GEM MAR09833CC BY 4.0Reference data
Other names
6 names
Resolves to: xanthine
- Also called
- 2,6-dihydroxypurine2,6-dioxo-1,2,3,6-tetrahydropurine9H-purine-2,6-(1H,3H)-dionepurine-2(3H),6(1H)-dioneXan
- Systematic name
- 3,9-dihydro-1H-purine-2,6-dione