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targets (2)
for drugs
Identification
Name Xanthine
Accession Number DB02134 (EXPT03251)
Type small molecule
Groups experimental
Description

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 Thumb
Download: MOL | SDF | SMILES | InChI
Display: 2D Structure | 3D Structure
Synonyms Not Available
Salts Not Available
Brand names Not Available
Brand mixtures Not Available
Categories Not Available
CAS number 69-89-6
Weight Average: 152.1109
Monoisotopic: 152.033425392
Chemical Formula C5H4N4O2
InChI Key InChIKey=LRFVTYWOQMYALW-UHFFFAOYSA-N
InChI
InChI=1S/C5H4N4O2/c10-4-2-3(7-1-6-2)8-5(11)9-4/h1H,(H3,6,7,8,9,10,11)
Plain Text
IUPAC Name
2,3,6,7-tetrahydro-1H-purine-2,6-dione
SMILES
O=C1NC2=C(NC=N2)C(=O)N1
Plain Text
Mass Spec Not Available
Taxonomy
Kingdom Not Available
Classes Not Available
Substructures Not Available
Pharmacology
Indication Not Available
Pharmacodynamics Not Available
Mechanism of action Not Available
Absorption Not Available
Volume of distribution Not Available
Protein binding Not Available
Metabolism
Not Available
Route of elimination Not Available
Half life Not Available
Clearance Not Available
Toxicity Not Available
Affected organisms Not Available
Pathways Not Available
Pharmacoeconomics
Manufacturers Not Available
Packagers Not Available
Dosage forms Not Available
Prices Not Available
Patents Not Available
Properties
State solid
Experimental Properties
Property Value Source
water solubility 69 mg/L (at 16 °C) MERCK INDEX (1996)
logP -0.73 HANSCH,C ET AL. (1995)
pKa 7.53 KORTUM,G ET AL (1961)
Predicted Properties
Property Value Source
water solubility 4.91e+00 g/l ALOGPS
logP -0.65 ALOGPS
logP -0.21 ChemAxon
logS -1.5 ALOGPS
pKa (strongest acidic) 7.95 ChemAxon
pKa (strongest basic) -0.7 ChemAxon
physiological charge 0 ChemAxon
hydrogen acceptor count 3 ChemAxon
hydrogen donor count 3 ChemAxon
polar surface area 86.88 ChemAxon
rotatable bond count 0 ChemAxon
refractivity 36.92 ChemAxon
polarizability 12.7 ChemAxon
References
Synthesis Reference Not Available
General Reference Not Available
External Links
Resource Link
KEGG Compound C00385 Link_out
PubChem Compound 1188 Link_out
PubChem Substance 46507575 Link_out
ChemSpider 1151 Link_out
ChEBI 17712 Link_out
ChEMBL 17712 Link_out
Therapeutic Targets Database DCL000293 Link_out
HET XAN Link_out
Wikipedia http://en.wikipedia.org/wiki/Xanthine Link_out
ATC Codes Not Available
AHFS Codes Not Available
PDB Entries
FDA label Not Available
MSDS Not Available
Interactions
Drug Interactions Not Available
Food Interactions Not Available
Targets

1. Xanthosine phosphorylase

Pharmacological action: unknown

The nucleoside phosphorylases catalyze the phosphorolytic breakdown of the N-glycosidic bond in the nucleoside molecule, with the formation of the corresponding free bases and pentose-1-phosphate. This protein can degrade all purine nucleosides except adenosine and deoxyadenosine

Organism class: bacterial
UniProt ID: P45563 Link_out
Gene: xapA
Protein Sequence: FASTA
Gene Sequence: FASTA
SNPs: SNPJam Report Link_out

References:
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. Pubmed
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. Pubmed

2. Xanthine phosphoribosyltransferase

Pharmacological action: unknown

Acts on guanine, xanthine and to a lesser extent hypoxanthine

Organism class: bacterial
UniProt ID: P0A9M5 Link_out
Gene: gpt
Protein Sequence: FASTA
Gene Sequence: FASTA
SNPs: SNPJam Report Link_out

References:
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. Pubmed
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. Pubmed
Comments
Drug created on June 13, 2005 07:24 / Updated on February 08, 2013 16:20