CHEBI:17489 - 3',5'-cyclic AMP

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ChEBI Name 3',5'-cyclic AMP
ChEBI ID CHEBI:17489
Definition A 3',5'-cyclic purine nucleotide having having adenine as the nucleobase.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:1325, CHEBI:41588, CHEBI:11673, CHEBI:19827
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Formula C10H12N5O6P
Net Charge 0
Average Mass 329.20614
Monoisotopic Mass 329.05252
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)/t4-,6-,7-,10-/m1/s1
InChIKey IVOMOUWHDPKRLL-KQYNXXCUSA-N
SMILES Nc1ncnc2n(cnc12)[C@@H]1O[C@@H]2COP(O)(=O)O[C@H]2[C@H]1O
Metabolite of Species Details
Mus musculus (NCBI:txid10090) Source: BioModels - MODEL1507180067 See: PubMed
Escherichia coli (NCBI:txid562) See: PubMed
Roles Classification
Biological Role(s): Escherichia coli metabolite
Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 3',5'-cyclic AMP (CHEBI:17489) has role Escherichia coli metabolite (CHEBI:76971)
3',5'-cyclic AMP (CHEBI:17489) has role human metabolite (CHEBI:77746)
3',5'-cyclic AMP (CHEBI:17489) has role mouse metabolite (CHEBI:75771)
3',5'-cyclic AMP (CHEBI:17489) is a 3',5'-cyclic purine nucleotide (CHEBI:19834)
3',5'-cyclic AMP (CHEBI:17489) is a adenyl ribonucleotide (CHEBI:61296)
3',5'-cyclic AMP (CHEBI:17489) is conjugate acid of 3',5'-cyclic AMP(1−) (CHEBI:58165)
Incoming (Rp)-cAMPS (CHEBI:84622) has functional parent 3',5'-cyclic AMP (CHEBI:17489)
(Sp)-8-bromo-cAMPS (CHEBI:84619) has functional parent 3',5'-cyclic AMP (CHEBI:17489)
(Sp)-cAMPS (CHEBI:84615) has functional parent 3',5'-cyclic AMP (CHEBI:17489)
1-NO-cAMP (CHEBI:84597) has functional parent 3',5'-cyclic AMP (CHEBI:17489)
2-(6-aminohexylamino)-cAMP (CHEBI:84604) has functional parent 3',5'-cyclic AMP (CHEBI:17489)
2-(dimethylamino)-cAMP (CHEBI:84598) has functional parent 3',5'-cyclic AMP (CHEBI:17489)
8-(4-chlorophenylthio)-cAMP (CHEBI:84612) has functional parent 3',5'-cyclic AMP (CHEBI:17489)
8-(6-aminohexylamino)-cAMP (CHEBI:84613) has functional parent 3',5'-cyclic AMP (CHEBI:17489)
8-(6-aminohexylthio)-cAMP (CHEBI:84614) has functional parent 3',5'-cyclic AMP (CHEBI:17489)
8-Br-cAMP (CHEBI:64211) has functional parent 3',5'-cyclic AMP (CHEBI:17489)
8-PIP-cAMP (CHEBI:145730) has functional parent 3',5'-cyclic AMP (CHEBI:17489)
N6-(6-aminohexyl)-cAMP (CHEBI:84606) has functional parent 3',5'-cyclic AMP (CHEBI:17489)
N6-butyryl-cAMP (CHEBI:84605) has functional parent 3',5'-cyclic AMP (CHEBI:17489)
bucladesine (CHEBI:50095) has functional parent 3',5'-cyclic AMP (CHEBI:17489)
6-(dimethylamino)-cPuMP (CHEBI:84627) has parent hydride 3',5'-cyclic AMP (CHEBI:17489)
3',5'-cyclic AMP(1−) (CHEBI:58165) is conjugate base of 3',5'-cyclic AMP (CHEBI:17489)
IUPAC Name
adenosine 3',5'-(hydrogen phosphate)
Synonyms Sources
3',5'-Cyclic AMP KEGG COMPOUND
adenosine 3',5'-cyclic monophosphate NIST Chemistry WebBook
Adenosine 3',5'-cyclic phosphate KEGG COMPOUND
Adenosine 3',5'-phosphate KEGG COMPOUND
ADENOSINE-3',5'-CYCLIC-MONOPHOSPHATE PDBeChem
cAMP KEGG COMPOUND
Cyclic adenylic acid KEGG COMPOUND
Cyclic AMP KEGG COMPOUND
Manual Xrefs Databases
C00001497 KNApSAcK
C00575 KEGG COMPOUND
CAMP MetaCyc
CMP PDBeChem
Cyclic_AMP Wikipedia
DB02527 DrugBank
HMDB0000058 HMDB
View more database links
Registry Numbers Types Sources
52645 Reaxys Registry Number Reaxys
60-92-4 CAS Registry Number NIST Chemistry WebBook
60-92-4 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
16295522 PubMed citation Europe PMC
18372334 PubMed citation Europe PMC
22770225 PubMed citation Europe PMC
Last Modified
02 January 2020