CHEBI:63486 - 8-azaguanine

ChEBI IDCHEBI:63486
ChEBI Name8-azaguanine
Stars
DefinitionA 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.
Secondary ChEBI IDCHEBI:40862
Last Modified25 February 2016
SubmitterSteve
DownloadsMolfile
FormulaC4H4N6O
Net Charge0
Average Mass152.117
Monoisotopic Mass152.04466
SMILESNc1nc(=O)c2nnnc2n1
InChIInChI=1S/C4H4N6O/c5-4-6-2-1(3(11)7-4)8-10-9-2/h(H4,5,6,7,8,9,10,11)
InChIKeyLPXQRXLUHJKZIE-UHFFFAOYSA-N
Wikipedia
Roles Classification
Biological Roles:
EC 2.4.2.1 (purine-nucleoside phosphorylase) inhibitor  An EC 2.4.2.* (pentosyltransferase) inhibitor that interferes with the action of purine nucleoside phosphorylase (EC 2.4.2.1).
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.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
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 2.4.2.1 (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 Relation(s)
8-aza-cAMP (CHEBI:84609) has functional parent 8-azaguanine (CHEBI:63486)
IUPAC Name 
5-amino-3,6-dihydro-7H-[1,2,3]triazolo[4,5-d]pyrimidin-7-one
Synonyms  Source
3-amino-2,4,7,8,9-pentazabicyclo[4.3.0]nona-1,3,6-trien-5-oneChEBI
5-Amino-1,4-dihydro-7H-1,2,3-triazolo(4,5-d)pyrimidin-7-oneChemIDplus
5-Amino-1,6-dihydro-7H-v-triazolo(4,5-d)pyrimidin-7-oneChemIDplus
5-amino-1H-triazolo[4,5-d]pyrimidin-7-olNIST Chemistry WebBook
5-Amino-1H-v-triazolo(d)pyrimidin-7-olChemIDplus
5-Amino-7-hydroxy-1H-v-triazolo(d)pyrimidineChemIDplus
Manual XrefsDatabases
AzaguanineWikipedia
AZGPDBeChem
CPD0-1143MetaCyc
DB01667DrugBank
LSM-6615LINCS
Registry NumbersSources
Reaxys:610785Reaxys
CAS:134-58-7ChemIDplus
CAS:134-58-7NIST Chemistry WebBook
Citations