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

ChEBI IDCHEBI:17489
ChEBI Name3',5'-cyclic AMP
Stars
DefinitionA 3',5'-cyclic purine nucleotide having having adenine as the nucleobase.
Secondary ChEBI IDsCHEBI:1325, CHEBI:11673, CHEBI:19827, CHEBI:41588
Last Modified2 January 2020
DownloadsMolfile
FormulaC10H12N5O6P
Net Charge0
Average Mass329.209
Monoisotopic Mass329.05252
SMILESNc1ncnc2c1ncn2[C@@H]1O[C@@H]2COP(=O)(O)O[C@H]2[C@H]1O
InChIInChI=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
InChIKeyIVOMOUWHDPKRLL-KQYNXXCUSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Escherichia coli (ncbitaxon:562) - PubMed (21988831)
Mus musculus (ncbitaxon:10090) - PubMed (19425150) Source: BioModels - MODEL1507180067
Roles Classification
Biological Roles:
mouse metabolite  Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
Escherichia coli metabolite  Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
ChEBI Ontology
Outgoing Relation(s)
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 Relation(s)
(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)
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)
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)
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  Source
3',5'-Cyclic AMPKEGG COMPOUND
Cyclic adenylic acidKEGG COMPOUND
Cyclic AMPKEGG COMPOUND
Adenosine 3',5'-phosphateKEGG COMPOUND
cAMPKEGG COMPOUND
ADENOSINE-3',5'-CYCLIC-MONOPHOSPHATEPDBeChem
Manual XrefsDatabases
C00575KEGG COMPOUND
CMPPDBeChem
DB02527DrugBank
HMDB0000058HMDB
CAMPMetaCyc
Cyclic_AMPWikipedia
C00001497KNApSAcK
Registry NumbersSources
Reaxys:52645Reaxys
CAS:60-92-4KEGG COMPOUND
CAS:60-92-4NIST Chemistry WebBook
CAS:60-92-4ChemIDplus
Citations