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CHEBI:78235 - N6-hydroxyadenine

Default Structure
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:
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.
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.
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-HydroxyaminopurineChemIDplus
6-HydroxylaminopurineChemIDplus
6-N-HydroxylaminopurineChemIDplus
HAPChemIDplus
N(6)-HydroxyadenineChemIDplus
N-(7H-purin-6-yl)hydroxylamineMetaCyc
UniProt Name  Source
N6-hydroxyadenineUniProt
Manual XrefsDatabases
CPD-15922MetaCyc
Registry NumbersSources
Reaxys:977895Reaxys
CAS:5667-20-9ChemIDplus
Citations