CHEBI:63486 - 8-azaguanine

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ChEBI Name 8-azaguanine
Definition A triazolopyrimidine that consists of 3,6-dihydro-7H-[1,2,3]triazolo[4,5-d]pyrimidine bearing amino and oxo substituents at positions 5 and 7 respectively.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:40862
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Formula C4H4N6O
Net Charge 0
Average Mass 152.11420
Monoisotopic Mass 152.04466
InChI InChI=1S/C4H4N6O/c5-4-6-2-1(3(11)7-4)8-10-9-2/h(H4,5,6,7,8,9,10,11)
SMILES Nc1nc2[nH]nnc2c(=O)[nH]1
Roles Classification
Biological Role(s): EC (purine-nucleoside phosphorylase) inhibitor
An EC 2.4.2.* (pentosyltransferase) inhibitor that interferes with the action of purine nucleoside phosphorylase (EC
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.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 8-azaguanine (CHEBI:63486) has role antimetabolite (CHEBI:35221)
8-azaguanine (CHEBI:63486) has role antineoplastic agent (CHEBI:35610)
8-azaguanine (CHEBI:63486) has role EC (purine-nucleoside phosphorylase) inhibitor (CHEBI:63090)
8-azaguanine (CHEBI:63486) is a nucleobase analogue (CHEBI:67142)
8-azaguanine (CHEBI:63486) is a triazolopyrimidines (CHEBI:48435)
Incoming 8-aza-cAMP (CHEBI:84609) has functional parent 8-azaguanine (CHEBI:63486)
Synonyms Sources
3-amino-2,4,7,8,9-pentazabicyclo[4.3.0]nona-1,3,6-trien-5-one ChEBI
5-Amino-1,4-dihydro-7H-1,2,3-triazolo(4,5-d)pyrimidin-7-one ChemIDplus
5-Amino-1,6-dihydro-7H-v-triazolo(4,5-d)pyrimidin-7-one ChemIDplus
5-amino-1H-triazolo[4,5-d]pyrimidin-7-ol NIST Chemistry WebBook
5-Amino-1H-v-triazolo(d)pyrimidin-7-ol ChemIDplus
5-Amino-7-hydroxy-1H-v-triazolo(d)pyrimidine ChemIDplus
8 AG ChemIDplus
Azaguanine ChemIDplus
Azaguanine-8 ChemIDplus
AZG ChemIDplus
Guanazol ChemIDplus
Guanazolo NIST Chemistry WebBook
Pathocidin NIST Chemistry WebBook
Pathocidine NIST Chemistry WebBook
Manual Xrefs Databases
Azaguanine Wikipedia
CPD0-1143 MetaCyc
DB01667 DrugBank
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Registry Numbers Types Sources
134-58-7 CAS Registry Number NIST Chemistry WebBook
134-58-7 CAS Registry Number ChemIDplus
610785 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
22043012 PubMed citation Europe PMC
Last Modified
25 February 2016