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2,8-Dihydroxyadenine
Sign in to save2,8-Dihydroxyadenine is a derivative of adenine which accumulates in 2,8 dihydroxy-adenine urolithiasis. The poorly soluble purine 2,8-dihydroxyadenine is excreted in the urine because of a deficiency in the adenine salvage enzyme adenine phosphoribosyltransferase. The defect is inherited as an autosomal recessive trait; the homozygous state is associated with high urinary levels of 2,8-dihydroxyadenine and with crystalluria, calculus formation, and potential nephrotoxicity. The condition primarily presents as renal obstructive disease, but some patients have presented with advanced kidney fai
Chemical data
- Formula
- C5H5N5O2
- Molecular weight
- 167.13 g/mol
- IUPAC name
- 6-amino-7,9-dihydro-1H-purine-2,8-dione
- SMILES
- C12=C(NC(=O)N=C1NC(=O)N2)N
- InChIKey
- XFBOJHLYDJZYSP-UHFFFAOYSA-N
- XLogP
- -1.9
- Polar surface area
- 109 Ų
- H-bond donors
- 4
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Wikidata facts
- Mass
- 167.044324
Show 2 more facts
- chemical formula
- C₅H₅N₅O₂
- canonical SMILES
- C12=C(NC(=O)N=C1NC(=O)N2)N
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
1 sectionsContents
- References
2,8-Dihydroxyadenine is a derivative of adenine which accumulates in 2,8 dihydroxy-adenine urolithiasis. The poorly soluble purine 2,8-dihydroxyadenine is excreted in the urine because of a deficiency in the adenine salvage enzyme adenine phosphoribosyltransferase. The defect is inherited as an autosomal recessive trait; the homozygous state is associated with high urinary levels of 2,8-dihydroxyadenine and with crystalluria, calculus formation, and potential nephrotoxicity. The condition primarily presents as renal obstructive disease, but some patients have presented with advanced kidney failure. Allopurinol therapy appears to be effective. 2, 8-dihydroxyadenine formation can be easily controlled with allopurinol, which is administered in a dose of 300 mg/day in adults (10 mg/kg/day in children) in the absence of kidney failure.
==References==
Excerpted from Wikipedia’s “2,8-Dihydroxyadenine” article, available under the CC BY-SA 4.0 licence.