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InChI=1S/CH4O/c1-2/h2H,1H3
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ChEBI
> Main
CHEBI:84622 - (
R
p)-cAMPS
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ChEBI Name
(
R
p)-cAMPS
ChEBI ID
CHEBI:84622
ChEBI ASCII Name
(Rp)-cAMPS
Definition
A nucleoside 3',5'-cyclic phosphorothioate having adenine as the nucleobase (the
R
p-stereoisomer).
Stars
This entity has been manually annotated by the ChEBI Team.
Submitter
Margaret Duesbury
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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).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
(
R
p)-cAMPS (
CHEBI:84622
)
has functional parent
3',5'-cyclic AMP (
CHEBI:17489
)
(
R
p)-cAMPS (
CHEBI:84622
)
has role
EC 2.7.11.11 (cAMP-dependent protein kinase) inhibitor (
CHEBI:85094
)
(
R
p)-cAMPS (
CHEBI:84622
)
is a
nucleoside 3',5'-cyclic phosphorothioate (
CHEBI:85287
)
(
R
p)-cAMPS (
CHEBI:84622
)
is a
purines (
CHEBI:26401
)
IUPAC Name
(2
R
,4a
R
,6
R
,7
R
,7a
S
)-
6-
(6-
amino-
9
H
-
purin-
9-
yl)-
7-
hydroxy-
2-
sulfanyltetrahydro-
2
H
,4
H
-
2λ
5
-
furo[3,2-
d
][1,3,2]dioxaphosphinin-
2-
one
Synonyms
Sources
(
R
p)-adenosine-3',5'-cyclic monophosphorothioate
ChEBI
adenosine-3',5'-cyclic monophosphorothioate,
R
p-isomer
ChEBI
R
p-cAMPS
ChEBI
Registry Number
Type
Source
8162948
Reaxys Registry Number
Reaxys
Citations
Types
Sources
24605759
PubMed citation
SUBMITTER
25027811
PubMed citation
Europe PMC
Last Modified
23 March 2015