CHEBI:84624 - (Rp)-7-deaza-cAMPS

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ChEBI Name (Rp)-7-deaza-cAMPS
ChEBI ID CHEBI:84624
ChEBI ASCII Name (Rp)-7-deaza-cAMPS
Definition A nucleoside 3',5'-cyclic phosphorothioate having 7-deazaadenine as the nucleobase (the Rp-stereoisomer).
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Margaret Duesbury
Supplier Information No supplier information found for this compound.
Download Molfile XML SDF
Formula C11H13N4O5PS
Net Charge 0
Average Mass 344.28300
Monoisotopic Mass 344.03443
InChI InChI=1S/C11H13N4O5PS/c12-9-5-1-2-15(10(5)14-4-13-9)11-7(16)8-6(19-11)3-18-21(17,22)20-8/h1-2,4,6-8,11,16H,3H2,(H,17,22)(H2,12,13,14)/t6-,7-,8-,11-,21-/m1/s1
InChIKey QINWOWYDYWBQQN-QOGDDWGYSA-N
SMILES Nc1ncnc2n(ccc12)[C@@H]1O[C@@H]2CO[P@](S)(=O)O[C@H]2[C@H]1O
ChEBI Ontology
Outgoing (Rp)-7-deaza-cAMPS (CHEBI:84624) has functional parent tubercidin (CHEBI:48267)
(Rp)-7-deaza-cAMPS (CHEBI:84624) is a N-glycosylpyrrolopyrimidine (CHEBI:48036)
(Rp)-7-deaza-cAMPS (CHEBI:84624) is a nucleoside 3',5'-cyclic phosphorothioate (CHEBI:85287)
IUPAC Name
(2R,4aR,6R,7R,7aS)-6-(4-amino-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-7-hydroxy-2-sulfanyltetrahydro-2H,4H-5-furo[3,2-d][1,3,2]dioxaphosphinin-2-one
Synonyms Sources
(Rp)-7-deazaadenosine-3',5'-cyclic monophosphorothioate ChEBI
7-deaza-Rp-cAMPS ChEBI
Rp-7-CH-cAMPS ChEBI
Citation
Möller S, Alfieri A, Bertinetti D, Aquila M, Schwede F, Lolicato M, Rehmann H, Moroni A, Herberg FW (2014)
Cyclic nucleotide mapping of hyperpolarization-activated cyclic nucleotide-gated (HCN) channels.
ACS chemical biology 9, 1128-1137 (Source: SUBMITTER) [PubMed:24605759]
[show Abstract]
Last Modified
23 March 2015