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CHEBI:183641 - 2,8-dihydroxyadenine

ChEBI IDCHEBI:183641
ChEBI Name2,8-dihydroxyadenine
Stars
DefinitionA member of the class of 6-aminopurines that is adenine bearing two hydroxy substituents at positions 2 and 8. It is a highly insoluble metabolite of adenine that causes radiolucent urolithiasis. It is produced by individuals who suffer from adenine phosphoribosyltransferase (APRT) deficiency, a rare autosomal recessive error of purine metabolism.
Last Modified11 November 2021
SubmitterAdnan
DownloadsMolfile
FormulaC5H5N5O2
Net Charge0
Average Mass167.128
Monoisotopic Mass167.04432
SMILESNc1nc(O)nc2nc(O)nc12
InChIInChI=1S/C5H5N5O2/c6-2-1-3(9-4(11)7-1)10-5(12)8-2/h(H5,6,7,8,9,10,11,12)
InChIKeyXFBOJHLYDJZYSP-UHFFFAOYSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Homo sapiens (ncbitaxon:9606) urine (BTO:0001419) PubMed (29861153)
Mus musculus (ncbitaxon:10090) - PubMed (32859011)
Roles Classification
Biological Roles:
human urinary metabolite  Any metabolite (endogenous or exogenous) found in human urine samples.
mouse metabolite  Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
nephrotoxic agent  A role played by any chemical compound (natural or synthetic) exhibiting itself through the ability to induce damage to the kidneys.
ChEBI Ontology
Outgoing Relation(s)
2,8-dihydroxyadenine (CHEBI:183641) has functional parent adenine (CHEBI:16708)
2,8-dihydroxyadenine (CHEBI:183641) has role human urinary metabolite (CHEBI:84087)
2,8-dihydroxyadenine (CHEBI:183641) has role mouse metabolite (CHEBI:75771)
2,8-dihydroxyadenine (CHEBI:183641) has role nephrotoxic agent (CHEBI:50909)
2,8-dihydroxyadenine (CHEBI:183641) is a 6-aminopurines (CHEBI:20706)
2,8-dihydroxyadenine (CHEBI:183641) is a diol (CHEBI:23824)
2,8-dihydroxyadenine (CHEBI:183641) is a heteroaryl hydroxy compound (CHEBI:74818)
2,8-dihydroxyadenine (CHEBI:183641) is tautomer of 2,8-dioxoadenine (CHEBI:179632)
Incoming Relation(s)
2,8-dioxoadenine (CHEBI:179632) is tautomer of 2,8-dihydroxyadenine (CHEBI:183641)
IUPAC Name 
6-amino-9H-purine-2,8-diol
Synonyms  Source
6-amino-2,8-dihydroxypurineChemIDplus
2,8-DHAChEBI
6-amino-purine-2,8-diolChEBI
Manual XrefsDatabases
HMDB0000401HMDB
FDB022018FooDB
2,8-DihydroxyadenineWikipedia
Registry NumbersSources
CAS:30377-37-8ChemIDplus
Citations