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CHEBI:78235 - N6-hydroxyadenine

ChEBI IDCHEBI:78235
ChEBI NameN6-hydroxyadenine
Stars
ASCII NameN(6)-hydroxyadenine
DefinitionA member of the class of 6-aminopurinnes that is adenine in which one of the exocyclic amino hydrogens is replaced by a hydroxy group.
Last Modified7 April 2025
SubmitterSteve
DownloadsMolfile
FormulaC5H5N5O
Net Charge0
Average Mass151.129
Monoisotopic Mass151.04941
SMILESONc1ncnc2ncnc12
InChIInChI=1S/C5H5N5O/c11-10-5-3-4(7-1-6-3)8-2-9-5/h1-2,11H,(H2,6,7,8,9,10)
InChIKeyCBCQWVQNMGNYEO-UHFFFAOYSA-N
Roles Classification
Biological Roles:
teratogenic agent  A role played by a chemical compound in biological systems with adverse consequences in embryo developments, leading to birth defects, embryo death or altered development, growth retardation and functional defect.
mutagen  An agent that increases the frequency of mutations above the normal background level, usually by interacting directly with DNA and causing it damage, including base substitution.
ChEBI Ontology
Outgoing Relation(s)
N6-hydroxyadenine (CHEBI:78235) has functional parent adenine (CHEBI:16708)
N6-hydroxyadenine (CHEBI:78235) has role mutagen (CHEBI:25435)
N6-hydroxyadenine (CHEBI:78235) has role teratogenic agent (CHEBI:50905)
N6-hydroxyadenine (CHEBI:78235) is a 6-aminopurines (CHEBI:20706)
N6-hydroxyadenine (CHEBI:78235) is a hydroxylamines (CHEBI:24709)
N6-hydroxyadenine (CHEBI:78235) is a nucleobase analogue (CHEBI:67142)
IUPAC Name 
N-hydroxy-1H-purin-6-amine
Synonyms  Source
6-HydroxylaminopurineChemIDplus
N(6)-HydroxyadenineChemIDplus
6-HydroxyaminopurineChemIDplus
HAPChemIDplus
6-N-HydroxylaminopurineChemIDplus
N-HydroxyadenineMetaCyc
UniProt Name  Source
N6-hydroxyadenineUniProt
Manual XrefsDatabases
CPD-15922MetaCyc
Registry NumbersSources
Reaxys:977895Reaxys
CAS:5667-20-9ChemIDplus
Citations