Page last updated: 2024-09-24

2,8-dihydroxyadenine

Description

2,8-dihydroxyadenine: xanthine oxidase reacted adenine metabolite in epidermis of hairless mice; component of urinary stores; structure [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

2,8-dihydroxyadenine : A 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. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Cross-References

ID SourceID
PubMed CID92268
CHEBI ID179632
CHEBI ID183641
SCHEMBL ID524228
SCHEMBL ID15713240
SCHEMBL ID20135741
MeSH IDM0043889

Synonyms (38)

Synonym
2,8-dihydroxyadenine
CHEBI:179632
30377-37-8
6-amino-7,9-dihydro-1h-purine-2,8-dione
einecs 250-158-1
6-amino-2,8-dihydroxypurine
6-amino-9h-purine-2,8-diol
CHEBI:183641
2,8-dha
6-amino-purine-2,8-diol
AKOS006273192
6-amino-1h-purine-2,8(3h,7h)-dione
mye4yc3vku ,
unii-mye4yc3vku
AKOS015998758
dimethyloctanoic acid
SCHEMBL524228
SCHEMBL15713240
6-amino-7h-purine-2,8-diol
DTXSID80184453
1h-purine-2,8(3h,7h)-dione, 6-amino-
6-amino-2,3,7,8-tetrahydro-1h-purine-2,8-dione
J-017935
2,8-dioxyadenine
dimethyloctanoate
(6r)-2,6-2,8-dihydroxyadenine
Q4596812
SCHEMBL20135741
6-amino-7,9-dihydro-2h-purine-2,8(3h)-dione
6-amino-2,8-purinedione
MS-22911
1022140-21-1
A876209
EN300-251404
CS-0226279
HY-N9941
purine-2,8-diol, 6-amino-
AKOS040758027

Roles (4)

RoleDescription
nephrotoxic agentA role played by a chemical compound exihibiting itself through the ability to induce damage to the kidney in animals.
mammalian metaboliteAny animal metabolite produced during a metabolic reaction in mammals.
human urinary metaboliteAny metabolite (endogenous or exogenous) found in human urine samples.
human urinary metaboliteAny metabolite (endogenous or exogenous) found in human urine samples.
nephrotoxic agentA role played by a chemical compound exihibiting itself through the ability to induce damage to the kidney in animals.
mouse metaboliteAny mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Drug Classes (4)

ClassDescription
oxopurine
6-aminopurinesAny compound having 6-aminopurine (adenine) as part of its structure.
6-aminopurinesAny compound having 6-aminopurine (adenine) as part of its structure.
heteroaryl hydroxy compoundAny organic aromatic compound having one or more hydroxy groups attached to a heteroarene ring.
diolA compound that contains two hydroxy groups, generally assumed to be, but not necessarily, alcoholic. Aliphatic diols are also called glycols.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Research

Studies (145)

TimeframeStudies, This Drug (%)All Drugs %
pre-199050 (34.48)18.7374
1990's46 (31.72)18.2507
2000's20 (13.79)29.6817
2010's24 (16.55)24.3611
2020's5 (3.45)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews20 (13.07%)6.00%
Case Studies84 (54.90%)4.05%
Observational0 (0.00%)0.25%
Other49 (32.03%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research Highlights

Dosage (2)

ArticleYear
Long-term renal outcomes of APRT deficiency presenting in childhood.
Pediatric nephrology (Berlin, Germany), Volume: 34, Issue: 3
2019
Febuxostat for the Prevention of Recurrent 2,8-dihydroxyadenine Nephropathy due to Adenine Phosphoribosyltransferase Deficiency Following Kidney Transplantation.
Internal medicine (Tokyo, Japan), Volume: 56, Issue: 11
2017
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]