CHEBI:479072 - 2-aminopurine

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ChEBI Name 2-aminopurine
ChEBI ID CHEBI:479072
Definition The parent compound of the 2-aminopurines, comprising a purine core carrying an amino substituent at the 2-position.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C5H5N5
Net Charge 0
Average Mass 135.12670
Monoisotopic Mass 135.054
InChI InChI=1S/C5H5N5/c6-5-7-1-3-4(10-5)9-2-8-3/h1-2H,(H3,6,7,8,9,10)
InChIKey MWBWWFOAEOYUST-UHFFFAOYSA-N
SMILES Nc1ncc2nc[nH]c2n1
Roles Classification
Biological Role(s): antimetabolite
A substance which is structurally similar to a metabolite but which competes with it or replaces it, and so prevents or reduces its normal utilization.
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ChEBI Ontology
Outgoing 2-aminopurine (CHEBI:479072) has role antimetabolite (CHEBI:35221)
2-aminopurine (CHEBI:479072) is a 2-aminopurines (CHEBI:20702)
2-aminopurine (CHEBI:479072) is a nucleobase analogue (CHEBI:67142)
Incoming 2-amino-cPuMP (CHEBI:84628) has functional parent 2-aminopurine (CHEBI:479072)
IUPAC Name
9H-purin-2-amine
Synonyms Sources
1H-purin-2-amine ChemIDplus
2'-amino-purine ChEBI
2-amino purine ChEBI
Manual Xref Database
LSM-5484 LINCS
View more database links
Registry Numbers Types Sources
452-06-2 CAS Registry Number NIST Chemistry WebBook
452-06-2 CAS Registry Number ChemIDplus
5053 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
11120885 PubMed citation Europe PMC
11540922 PubMed citation Europe PMC
17070518 PubMed citation Europe PMC
18463320 PubMed citation Europe PMC
Last Modified
25 February 2016
General Comments
2010-12-22 An analogue of adenine (or, occasionally, guanine) and a naturally fluorescent marker used in nucleic acid research.
2010-12-22 An antimetabolite which inhibits leptin signal transduction.