CHEBI:58165 - 3',5'-cyclic AMP(1−)

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ChEBI Name 3',5'-cyclic AMP(1−)
ChEBI ID CHEBI:58165
ChEBI ASCII Name 3',5'-cyclic AMP(1-)
Definition An organophosphate oxoanion that is the conjugate base of 3',5'-cyclic AMP arising from deprotonation of the free phosphate OH group; major species at pH 7.3.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information ChemicalBook:CB6134417, eMolecules:532057, eMolecules:28206777, ZINC000000025672
Download Molfile XML SDF
Formula C10H11N5O6P
Net Charge -1
Average Mass 328.19800
Monoisotopic Mass 328.04524
InChI InChI=1S/C10H12N5O6P/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(16)7-4(20-10)1-19-22(17,18)21-7/h2-4,6-7,10,16H,1H2,(H,17,18)(H2,11,12,13)/p-1/t4-,6-,7-,10-/m1/s1
InChIKey IVOMOUWHDPKRLL-KQYNXXCUSA-M
SMILES Nc1ncnc2n(cnc12)[C@@H]1O[C@@H]2COP([O-])(=O)O[C@H]2[C@H]1O
Metabolite of Species Details
Saccharomyces cerevisiae (NCBI:txid4932) Source: yeast.sf.net See: PubMed
Homo sapiens (NCBI:txid9606) See: DOI
Roles Classification
Biological Role(s): Saccharomyces cerevisiae metabolite
Any fungal metabolite produced during a metabolic reaction in Baker's yeast (Saccharomyces cerevisiae ).
human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 3',5'-cyclic AMP(1−) (CHEBI:58165) has role Saccharomyces cerevisiae metabolite (CHEBI:75772)
3',5'-cyclic AMP(1−) (CHEBI:58165) has role human metabolite (CHEBI:77746)
3',5'-cyclic AMP(1−) (CHEBI:58165) is a organophosphate oxoanion (CHEBI:58945)
3',5'-cyclic AMP(1−) (CHEBI:58165) is conjugate base of 3',5'-cyclic AMP (CHEBI:17489)
Incoming 3',5'-cyclic AMP (CHEBI:17489) is conjugate acid of 3',5'-cyclic AMP(1−) (CHEBI:58165)
IUPAC Name
adenosine 3',5'-phosphate
Synonyms Sources
3',5'-cyclic AMP UniProt
3',5'-cyclic AMP anion ChEBI
adenosine 3',5'-cyclic monophosphate ChEBI
adenosine 3',5'-cyclic monophosphate anion ChEBI
adenosine 3',5'-cyclic monophosphate(1−) ChEBI
Registry Number Type Source
3720459 Reaxys Registry Number Reaxys
Citations Types Sources
7870041 PubMed citation Europe PMC
7870042 PubMed citation Europe PMC
Last Modified
21 January 2016