Marvin  09160812162D          

 23 26  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
    0.0000    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
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4290   -0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1 21  1  0  0  0  0
  2 20  1  0  0  0  0
  2  3  2  0  0  0  0
  3 18  1  0  0  0  0
  4  1  1  0  0  0  0
  2  4  1  0  0  0  0
 23  4  2  0  0  0  0
  5 21  2  0  0  0  0
  3  5  1  0  0  0  0
  6 18  1  1  0  0  0
  7  6  1  0  0  0  0
  6 10  1  0  0  0  0
  8  7  1  0  0  0  0
  8 13  1  1  0  0  0
  8  9  1  0  0  0  0
  9 12  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  1  6  0  0  0
 12 16  1  0  0  0  0
 14 13  1  0  0  0  0
 16 14  1  0  0  0  0
 16 15  2  0  0  0  0
 16 17  1  0  0  0  0
 19 18  1  0  0  0  0
 20 19  2  0  0  0  0
 21 22  1  0  0  0  0
M  END
> <ID>
CHEBI:16356

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

> <DEFINITION>
A 3',5'-cyclic purine nucleotide in which the purine nucleobase is specified as guanidine.

> <STAR>
3

> <SECONDARY_ID>
CHEBI:14377; CHEBI:11675; CHEBI:39915; CHEBI:44955; CHEBI:44957; CHEBI:1327; CHEBI:19829

> <SYNONYM>
Guanosine cyclic monophosphate; Guanosine 3',5'-cyclic phosphate; Guanosine 3',5'-cyclic monophosphate; Cyclic GMP; cGMP; 3',5'-Cyclic GMP

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

> <FORMULA>
C10H12N5O7P

> <MASS>
345.20554

> <MONOISOTOPIC_MASS>
345.04743

> <CHARGE>
0

> <SMILES>
Nc1nc2n(cnc2c(=O)[nH]1)[C@@H]1O[C@@H]2COP(O)(=O)O[C@H]2[C@H]1O

> <INCHI>
InChI=1S/C10H12N5O7P/c11-10-13-7-4(8(17)14-10)12-2-15(7)9-5(16)6-3(21-9)1-20-23(18,19)22-6/h2-3,5-6,9,16H,1H2,(H,18,19)(H3,11,13,14,17)/t3-,5-,6-,9-/m1/s1

> <INCHIKEY>
ZOOGRGPOEVQQDX-UUOKFMHZSA-N

> <CAS_REGISTRY_NUMBER>
7665-99-8

> <REAXYS_REGISTRY_NUMBER>
586222

> <CHEMIDPLUS>
7665-99-8

> <DRUGBANK_ACCESSION>
DB02315

> <KEGG_COMPOUND_ACCESSION>
C00942

> <KNAPSACK_ACCESSION>
C00019673

> <PDBECHEM_ACCESSION>
PCG

> <PUBMED_CITATION>
24591051; 24705918

$$$$