CHEBI:78235 - N6-hydroxyadenine

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ChEBI Name N6-hydroxyadenine
ChEBI ID CHEBI:78235
ChEBI ASCII Name N(6)-hydroxyadenine
Definition A member of the class of 6-aminopurinnes that is adenine in which one of the exocyclic amino hydrogens is replaced by a hydroxy group.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C5H5N5O
Net Charge 0
Average Mass 151.12610
Monoisotopic Mass 151.04941
InChI InChI=1S/C5H5N5O/c11-10-5-3-4(7-1-6-3)8-2-9-5/h1-2,11H,(H2,6,7,8,9,10)
InChIKey CBCQWVQNMGNYEO-UHFFFAOYSA-N
SMILES ONc1ncnc2[nH]cnc12
Roles Classification
Biological Role(s): 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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Sources
6-Hydroxyaminopurine ChemIDplus
6-Hydroxylaminopurine ChemIDplus
6-N-Hydroxylaminopurine ChemIDplus
HAP ChemIDplus
N(6)-Hydroxyadenine ChemIDplus
N-(7H-purin-6-yl)hydroxylamine MetaCyc
N-Hydroxyadenine MetaCyc
Manual Xref Database
CPD-15922 MetaCyc
View more database links
Registry Numbers Types Sources
5667-20-9 CAS Registry Number ChemIDplus
977895 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
10852865 PubMed citation Europe PMC
19514135 PubMed citation Europe PMC
20936128 PubMed citation Europe PMC
2188875 PubMed citation Europe PMC
24039593 PubMed citation Europe PMC
4804699 PubMed citation Europe PMC
5815277 PubMed citation Europe PMC
Last Modified
03 June 2014