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CHEBI:84622 - (Rp)-cAMPS

ChEBI IDCHEBI:84622
ChEBI Name(Rp)-cAMPS
Stars
ASCII Name(Rp)-cAMPS
DefinitionA nucleoside 3',5'-cyclic phosphorothioate having adenine as the nucleobase (the Rp-stereoisomer).
Last Modified23 March 2015
SubmitterMargaret Duesbury
DownloadsMolfile
FormulaC10H12N5O5PS
Net Charge0
Average Mass345.277
Monoisotopic Mass345.02968
SMILESNc1ncnc2c1ncn2[C@@H]1O[C@@H]2CO[P@@](=O)(S)O[C@H]2[C@H]1O
InChIInChI=1S/C10H12N5O5PS/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(16)7-4(19-10)1-18-21(17,22)20-7/h2-4,6-7,10,16H,1H2,(H,17,22)(H2,11,12,13)/t4-,6-,7-,10-,21-/m1/s1
InChIKeySMPNJFHAPJOHPP-PUHOFUEYSA-N
Roles Classification
Biological Role:
EC 2.7.11.11 (cAMP-dependent protein kinase) inhibitor  An EC 2.7.11.* (protein-serine/threonine kinase) inhibitor that interferes with the action of cAMP-dependent protein kinase (EC 2.7.11.11).
ChEBI Ontology
Outgoing Relation(s)
(Rp)-cAMPS (CHEBI:84622) has functional parent 3',5'-cyclic AMP (CHEBI:17489)
(Rp)-cAMPS (CHEBI:84622) has role EC 2.7.11.11 (cAMP-dependent protein kinase) inhibitor (CHEBI:85094)
(Rp)-cAMPS (CHEBI:84622) is a nucleoside 3',5'-cyclic phosphorothioate (CHEBI:85287)
(Rp)-cAMPS (CHEBI:84622) is a purines (CHEBI:26401)
IUPAC Name 
(2R,4aR,6R,7R,7aS)-6-(6-amino-9H-purin-9-yl)-7-hydroxy-2-sulfanyltetrahydro-2H,4H-2λ5-furo[3,2-d][1,3,2]dioxaphosphinin-2-one
Synonyms  Source
(Rp)-adenosine-3',5'-cyclic monophosphorothioateChEBI
adenosine-3',5'-cyclic monophosphorothioate, Rp-isomerChEBI
Rp-cAMPSChEBI
Registry NumbersSources
Reaxys:8162948Reaxys
Citations