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CHEBI:84619 - (Sp)-8-bromo-cAMPS

ChEBI IDCHEBI:84619
ChEBI Name(Sp)-8-bromo-cAMPS
Stars
ASCII Name(Sp)-8-bromo-cAMPS
DefinitionA nucleoside 3',5'-cyclic phosphorothioate having 8-bromoadenine as the nucleobase (the Sp-stereoisomer).
Last Modified23 March 2015
SubmitterMargaret Duesbury
DownloadsMolfile
FormulaC10H11BrN5O5PS
Net Charge0
Average Mass424.173
Monoisotopic Mass422.94019
SMILESNc1ncnc2c1nc(Br)n2[C@@H]1O[C@@H]2CO[P@](=O)(S)O[C@H]2[C@H]1O
InChIInChI=1S/C10H11BrN5O5PS/c11-10-15-4-7(12)13-2-14-8(4)16(10)9-5(17)6-3(20-9)1-19-22(18,23)21-6/h2-3,5-6,9,17H,1H2,(H,18,23)(H2,12,13,14)/t3-,5-,6-,9-,22+/m1/s1
InChIKeyRBORURQQJIQWBS-FHIGPPGSSA-N
Roles Classification
Biological Role:
protein kinase agonist  An agonist that selectively binds to and activates a protein kinase receptor.
ChEBI Ontology
Outgoing Relation(s)
(Sp)-8-bromo-cAMPS (CHEBI:84619) has functional parent 3',5'-cyclic AMP (CHEBI:17489)
(Sp)-8-bromo-cAMPS (CHEBI:84619) has role protein kinase agonist (CHEBI:64106)
(Sp)-8-bromo-cAMPS (CHEBI:84619) is a nucleoside 3',5'-cyclic phosphorothioate (CHEBI:85287)
(Sp)-8-bromo-cAMPS (CHEBI:84619) is a organobromine compound (CHEBI:37141)
(Sp)-8-bromo-cAMPS (CHEBI:84619) is a purines (CHEBI:26401)
IUPAC Name 
(2S,4aR,6R,7R,7aS)-6-(6-amino-8-bromo-9H-purin-9-yl)-7-hydroxy-2-sulfanyltetrahydro-2H,4H-2λ5-furo[3,2-d][1,3,2]dioxaphosphinin-2-one
Synonyms  Source
Sp-8-Br-cAMPSChEBI
8-bromo-Sp-cAMPSChEBI
(Sp)-8-bromoadenosine-3',5'-cyclic monophosphorothioateChEBI
Registry NumbersSources
Reaxys:15036769Reaxys
Citations