Marvin  09160812112D          

 22 25  0  0  1  0            999 V2000
   -0.7145    0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7540   -1.4521    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2691   -2.1195    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7540   -2.7869    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5387   -2.5320    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5387   -1.7070    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2061   -1.2221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1517   -3.0840    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5825   -3.5939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1956   -4.1459    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7872   -4.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9802   -3.8910    0.0000 P   0  0  3  0  0  0  0  0  0  0  0  0
    3.2352   -4.6756    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4991   -0.6674    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9840    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4991    0.6674    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  3 21  1  0  0  0  0
  3  4  1  0  0  0  0
  4 19  1  0  0  0  0
  5  1  1  0  0  0  0
  3  5  2  0  0  0  0
 22  5  1  0  0  0  0
  6  2  1  0  0  0  0
  4  6  2  0  0  0  0
  7 19  1  1  0  0  0
  8  7  1  0  0  0  0
  7 11  1  0  0  0  0
  9  8  1  0  0  0  0
  9 14  1  1  0  0  0
  9 10  1  0  0  0  0
 10 13  1  6  0  0  0
 10 11  1  0  0  0  0
 11 12  1  6  0  0  0
 13 17  1  0  0  0  0
 15 14  1  0  0  0  0
 17 15  1  0  0  0  0
 17 16  2  0  0  0  0
 17 18  1  0  0  0  0
 20 19  1  0  0  0  0
 21 20  2  0  0  0  0
M  END
> <ID>
CHEBI:17489

> <NAME>
3',5'-cyclic AMP

> <DEFINITION>
A 3',5'-cyclic purine nucleotide having having adenine as the nucleobase.

> <STAR>
3

> <SECONDARY_ID>
CHEBI:1325; CHEBI:41588; CHEBI:11673; CHEBI:19827

> <SYNONYM>
Cyclic AMP; Cyclic adenylic acid; cAMP; ADENOSINE-3',5'-CYCLIC-MONOPHOSPHATE; Adenosine 3',5'-phosphate; Adenosine 3',5'-cyclic phosphate; adenosine 3',5'-cyclic monophosphate; 3',5'-Cyclic AMP

> <IUPAC_NAME>
adenosine 3',5'-(hydrogen phosphate)

> <FORMULA>
C10H12N5O6P

> <MASS>
329.20614

> <MONOISOTOPIC_MASS>
329.05252

> <CHARGE>
0

> <SMILES>
Nc1ncnc2n(cnc12)[C@@H]1O[C@@H]2COP(O)(=O)O[C@H]2[C@H]1O

> <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

> <BEILSTEIN_REGISTRY_NUMBER>
52645

> <CAS_REGISTRY_NUMBER>
60-92-4

> <REAXYS_REGISTRY_NUMBER>
52645

> <CHEMIDPLUS>
60-92-4

> <DRUGBANK_ACCESSION>
DB02527

> <KEGG_COMPOUND_ACCESSION>
C00575

> <KNAPSACK_ACCESSION>
C00001497

> <METACYC_ACCESSION>
CAMP

> <NIST_CHEMISTRY_WEBBOOK>
60-92-4

> <PDBECHEM_ACCESSION>
CMP

> <WIKIPEDIA_ACCESSION>
Cyclic_AMP

> <PUBMED_CITATION>
16295522; 18372334; 22770225

$$$$