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CHEBI:64211 - 8-Br-cAMP

ChEBI IDCHEBI:64211
ChEBI Name8-Br-cAMP
Stars
DefinitionA 3',5'-cyclic purine nucleotide that is 3',5'-cyclic AMP bearing an additional bromo substituent at position 8 on the adenine ring. An activator of cyclic AMP-dependent protein kinase, but resistant to degradation by cyclic AMP phosphodiesterase.
Secondary ChEBI IDsCHEBI:84608, CHEBI:145729
Last Modified2 January 2020
SubmitterKalpana P, Margaret Duesbury, Steve
DownloadsMolfile
FormulaC10H11BrN5O6P
Net Charge0
Average Mass408.105
Monoisotopic Mass406.96303
SMILESNc1ncnc2c1nc(Br)n2[C@@H]1O[C@@H]2COP(=O)(O)O[C@H]2[C@H]1O
InChIInChI=1S/C10H11BrN5O6P/c11-10-15-4-7(12)13-2-14-8(4)16(10)9-5(17)6-3(21-9)1-20-23(18,19)22-6/h2-3,5-6,9,17H,1H2,(H,18,19)(H2,12,13,14)/t3-,5-,6-,9-/m1/s1
InChIKeyDVKQVRZMKBDMDH-UUOKFMHZSA-N
Wikipedia
Roles Classification
Biological Role:
protein kinase agonist  An agonist that selectively binds to and activates a protein kinase receptor.
Application:
antidepressant  Antidepressants are mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions.
ChEBI Ontology
Outgoing Relation(s)
8-Br-cAMP (CHEBI:64211) has functional parent 3',5'-cyclic AMP (CHEBI:17489)
8-Br-cAMP (CHEBI:64211) has role antidepressant (CHEBI:35469)
8-Br-cAMP (CHEBI:64211) has role protein kinase agonist (CHEBI:64106)
8-Br-cAMP (CHEBI:64211) is a 3',5'-cyclic purine nucleotide (CHEBI:19834)
8-Br-cAMP (CHEBI:64211) is a adenyl ribonucleotide (CHEBI:61296)
8-Br-cAMP (CHEBI:64211) is a organobromine compound (CHEBI:37141)
IUPAC Name 
8-bromoadenosine 3',5'-(hydrogen phosphate)
Synonyms  Source
8-bromo cyclic adenosine monophosphateChemIDplus
8-bromo-cyclic 3',5'-AMPChemIDplus
8-bromoadenosine cyclic 3',5'-phosphateChemIDplus
8-bromoadenosine 3',5'-cyclic monophosphateChemIDplus
8-bromo-cyclic AMPChemIDplus
cyclic 8-bromoadenosine 3',5'-monophosphateChemIDplus
Manual XrefsDatabases
8-Bromoadenosine_3',5'-cyclic_monophosphateWikipedia
Registry NumbersSources
Reaxys:591930Reaxys
CAS:23583-48-4ChemIDplus
Citations