CHEBI:84622 - (Rp)-cAMPS

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ChEBI Name (Rp)-cAMPS
ChEBI ID CHEBI:84622
ChEBI ASCII Name (Rp)-cAMPS
Definition A nucleoside 3',5'-cyclic phosphorothioate having adenine as the nucleobase (the Rp-stereoisomer).
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Margaret Duesbury
Supplier Information
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Formula C10H12N5O5PS
Net Charge 0
Average Mass 345.27200
Monoisotopic Mass 345.02968
InChI InChI=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
InChIKey SMPNJFHAPJOHPP-PUHOFUEYSA-N
SMILES Nc1ncnc2n(cnc12)[C@@H]1O[C@@H]2CO[P@](S)(=O)O[C@H]2[C@H]1O
Roles Classification
Biological Role(s): 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).
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ChEBI Ontology
Outgoing (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 Sources
(Rp)-adenosine-3',5'-cyclic monophosphorothioate ChEBI
adenosine-3',5'-cyclic monophosphorothioate, Rp-isomer ChEBI
Rp-cAMPS ChEBI
Registry Number Type Source
8162948 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
24605759 PubMed citation SUBMITTER
25027811 PubMed citation Europe PMC
Last Modified
23 March 2015