You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on Human Metabolome Database.

Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (46) Show 46 proteins XML

Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2021-09-14 15:48:15 UTC

HMDB ID

HMDB0001314

Secondary Accession Numbers

HMDB01314

Metabolite Identification

Common Name

Cyclic GMP

Description

Cyclic GMP, also known as CGMP or 3',5'-cyclic GMP, belongs to the class of organic compounds known as 3',5'-cyclic purine nucleotides. These are purine nucleotides in which the oxygen atoms linked to the C3 and C5 carbon atoms of the ribose moiety are both bonded the same phosphorus atom of the phosphate group. Cyclic GMP is a moderately basic compound (based on its pKa). Cyclic GMP exists in all living species, ranging from bacteria to humans. In humans, cyclic GMP is involved in ion channels and their functional role in vascular endothelium. Outside of the human body, Cyclic GMP has been detected, but not quantified in, several different foods, such as rose hips, garden rhubarbs, acerola, nectarines, and passion fruits. This could make cyclic GMP a potential biomarker for the consumption of these foods. A 3',5'-cyclic purine nucleotide in which the purine nucleobase is specified as guanidine.

Structure

MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv0541 02231219032D          

 23 26  0  0  1  0            999 V2000
    1.2019    0.2397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5697    0.6774    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9349    0.7781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2818   -0.6044    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1980    0.4308    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8510    1.5076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7125    1.5041    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6817    0.4481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0703   -0.9553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4516   -0.3126    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8719    0.9344    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7755   -0.4342    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3382    0.9379    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1641   -1.8306    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2714   -0.3126    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0626   -0.9900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5284    0.4655    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8619   -0.8997    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3204    0.7225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7650   -0.6461    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9387    0.1667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7720   -1.4763    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5431   -0.3543    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  2  0  0  0  0
  1  4  1  0  0  0  0
  5  2  1  1  0  0  0
  2  6  1  0  0  0  0
  3  7  1  0  0  0  0
  3  8  1  0  0  0  0
  4  9  2  0  0  0  0
  5 10  1  0  0  0  0
  5 11  1  0  0  0  0
  8 12  1  0  0  0  0
  8 13  2  0  0  0  0
  9 14  1  0  0  0  0
 10 15  1  0  0  0  0
 10 16  1  6  0  0  0
 11 17  1  0  0  0  0
 15 18  1  6  0  0  0
 17 19  1  1  0  0  0
 18 20  1  0  0  0  0
 19 21  1  0  0  0  0
 20 22  1  0  0  0  0
 20 23  2  0  0  0  0
  6  7  2  0  0  0  0
  9 12  1  0  0  0  0
 15 17  1  0  0  0  0
 20 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0001314

> <DATABASE_NAME>
hmdb

> <SMILES>
NC1=NC2=C(N=CN2[C@@H]2O[C@@H]3COP(O)(=O)O[C@H]3[C@H]2O)C(=O)N1

> <INCHI_IDENTIFIER>
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

> <INCHI_KEY>
ZOOGRGPOEVQQDX-UUOKFMHZSA-N

> <FORMULA>
C10H12N5O7P

> <MOLECULAR_WEIGHT>
345.2053

> <EXACT_MASS>
345.047434275

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
29.18621554882084

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
9-[(4aR,6R,7R,7aS)-2,7-dihydroxy-2-oxo-hexahydro-2λ⁵-furo[3,2-d][1,3,2]dioxaphosphinin-6-yl]-2-amino-6,9-dihydro-1H-purin-6-one

> <ALOGPS_LOGP>
-1.98

> <JCHEM_LOGP>
-2.0959093467809238

> <ALOGPS_LOGS>
-1.96

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
10.156306471801443

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.0500583837133326

> <JCHEM_PKA_STRONGEST_BASIC>
1.413587936272232

> <JCHEM_POLAR_SURFACE_AREA>
170.51999999999998

> <JCHEM_REFRACTIVITY>
71.715

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.79e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
cyclic-GMP

> <JCHEM_VEBER_RULE>
0

$$$$

https://cactus.nci.nih.gov/chemical/structure/NC1=NC2=C(N=CN2%5BC@@H%5D2O%5BC...
 OpenBabel09142113213D
Jmol version 14.31.45  2021-07-21 05:08 EXTRACT: ({0:34})
 35 38  0  0  0  0  0  0  0  0999 V2000
   -4.8302    2.7444   -0.3575 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3777    1.4659   -0.1482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1174    1.1865   -0.3953 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6320   -0.0459   -0.2054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4760   -1.0588    0.2640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7330   -2.1879    0.3631 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5124   -1.9342   -0.0087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4017   -0.6226   -0.3692 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1880    0.0458   -0.8449 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4448    0.7855   -1.6032 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7281   -0.9305   -1.3984 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0322   -0.4449   -1.0904 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2591    0.4155   -1.7199 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1665   -1.4472   -1.1731 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3871   -0.7193   -0.8962 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4867    0.2434    0.4071 P   0  0  1  0  0  0  0  0  0  0  0  0
    4.9101   -0.6206    1.6980 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4788    1.3156    0.1691 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0057    0.8911    0.6310 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8931    0.0149    0.3863 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8872   -0.8194    1.0877 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5342    0.7344    0.3405 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0102    0.5877    1.2733 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7101    2.1275    0.0751 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8303   -0.7446    0.5255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6011   -1.5955    0.9356 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2469    0.5237    0.3152 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2225    3.4267   -0.6832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7586    2.9648   -0.1835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7072   -2.6538   -0.0291 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0245   -2.2329   -0.4310 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2092   -1.8802   -2.1725 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7647   -1.0646    1.6110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1165    2.6278    0.0358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1709    0.7630    0.4878 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 28  1  0  0  0  0
  1 29  1  0  0  0  0
  2  3  2  0  0  0  0
  2 27  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  8  1  0  0  0  0
  5  6  1  0  0  0  0
  5 25  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  7 30  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  6  0  0  0
  9 11  1  0  0  0  0
  9 22  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  6  0  0  0
 12 14  1  0  0  0  0
 12 20  1  0  0  0  0
 14 15  1  0  0  0  0
 14 31  1  0  0  0  0
 14 32  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  6  0  0  0
 16 19  1  0  0  0  0
 17 33  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  1  0  0  0
 20 22  1  0  0  0  0
 22 23  1  1  0  0  0
 22 24  1  0  0  0  0
 24 34  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 27 35  1  0  0  0  0
M  END
$$$$

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0       2.244   0.447   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       1.063   1.264   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       3.612   1.452   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0       2.393  -1.128   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      -0.370   0.804   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.589   2.814   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       3.197   2.808   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       5.006   0.836   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.865  -1.783   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.843  -0.584   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -1.628   1.744   0.000  0.00  0.00           O+0
HETATM   12  N   UNK     0       5.181  -0.811   0.000  0.00  0.00           N+0
HETATM   13  O   UNK     0       6.231   1.751   0.000  0.00  0.00           O+0
HETATM   14  N   UNK     0       4.040  -3.417   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0      -2.373  -0.584   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -0.117  -1.848   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -2.853   0.869   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -3.476  -1.679   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -4.331   1.349   0.000  0.00  0.00           C+0
HETATM   20  P   UNK     0      -5.161  -1.206   0.000  0.00  0.00           P+0
HETATM   21  O   UNK     0      -5.486   0.311   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -5.174  -2.756   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -6.614  -0.661   0.000  0.00  0.00           O+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5    6                                                  
CONECT    3    1    7    8                                                  
CONECT    4    1    9                                                       
CONECT    5    2   10   11                                                  
CONECT    6    2    7                                                       
CONECT    7    3    6                                                       
CONECT    8    3   12   13                                                  
CONECT    9    4   14   12                                                  
CONECT   10    5   15   16                                                  
CONECT   11    5   17                                                       
CONECT   12    8    9                                                       
CONECT   13    8                                                            
CONECT   14    9                                                            
CONECT   15   10   18   17                                                  
CONECT   16   10                                                            
CONECT   17   11   19   15                                                  
CONECT   18   15   20                                                       
CONECT   19   17   21                                                       
CONECT   20   18   22   23   21                                             
CONECT   21   19   20                                                       
CONECT   22   20                                                            
CONECT   23   20                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   52    0
END

COMPND    https://cactus.nci.nih.gov/chemical/structure/NC1=NC2=C(N=CN2%5BC@@H%5D2O%5BC... 
AUTHOR    GENERATED BY OPEN BABEL 3.1.0
HETATM    1  N   UNL     1      -4.830   2.744  -0.357  1.00  0.00           N  
HETATM    2  C   UNL     1      -4.378   1.466  -0.148  1.00  0.00           C  
HETATM    3  N   UNL     1      -3.117   1.187  -0.395  1.00  0.00           N  
HETATM    4  C   UNL     1      -2.632  -0.046  -0.205  1.00  0.00           C  
HETATM    5  C   UNL     1      -3.476  -1.059   0.264  1.00  0.00           C  
HETATM    6  N   UNL     1      -2.733  -2.188   0.363  1.00  0.00           N  
HETATM    7  C   UNL     1      -1.512  -1.934  -0.009  1.00  0.00           C  
HETATM    8  N   UNL     1      -1.402  -0.623  -0.369  1.00  0.00           N  
HETATM    9  C   UNL     1      -0.188   0.046  -0.845  1.00  0.00           C  
HETATM   10  H   UNL     1      -0.445   0.785  -1.603  1.00  0.00           H  
HETATM   11  O   UNL     1       0.728  -0.930  -1.398  1.00  0.00           O  
HETATM   12  C   UNL     1       2.032  -0.445  -1.090  1.00  0.00           C  
HETATM   13  H   UNL     1       2.259   0.415  -1.720  1.00  0.00           H  
HETATM   14  C   UNL     1       3.167  -1.447  -1.173  1.00  0.00           C  
HETATM   15  O   UNL     1       4.387  -0.719  -0.896  1.00  0.00           O  
HETATM   16  P   UNL     1       4.487   0.243   0.407  1.00  0.00           P  
HETATM   17  O   UNL     1       4.910  -0.621   1.698  1.00  0.00           O  
HETATM   18  O   UNL     1       5.479   1.316   0.169  1.00  0.00           O  
HETATM   19  O   UNL     1       3.006   0.891   0.631  1.00  0.00           O  
HETATM   20  C   UNL     1       1.893   0.015   0.386  1.00  0.00           C  
HETATM   21  H   UNL     1       1.887  -0.819   1.088  1.00  0.00           H  
HETATM   22  C   UNL     1       0.534   0.734   0.341  1.00  0.00           C  
HETATM   23  H   UNL     1      -0.010   0.588   1.273  1.00  0.00           H  
HETATM   24  O   UNL     1       0.710   2.127   0.075  1.00  0.00           O  
HETATM   25  C   UNL     1      -4.830  -0.745   0.525  1.00  0.00           C  
HETATM   26  O   UNL     1      -5.601  -1.595   0.936  1.00  0.00           O  
HETATM   27  N   UNL     1      -5.247   0.524   0.315  1.00  0.00           N  
HETATM   28  H   UNL     1      -4.223   3.427  -0.683  1.00  0.00           H  
HETATM   29  H   UNL     1      -5.759   2.965  -0.183  1.00  0.00           H  
HETATM   30  H   UNL     1      -0.707  -2.654  -0.029  1.00  0.00           H  
HETATM   31  H   UNL     1       3.025  -2.233  -0.431  1.00  0.00           H  
HETATM   32  H   UNL     1       3.209  -1.880  -2.172  1.00  0.00           H  
HETATM   33  H   UNL     1       5.765  -1.065   1.611  1.00  0.00           H  
HETATM   34  H   UNL     1      -0.117   2.628   0.036  1.00  0.00           H  
HETATM   35  H   UNL     1      -6.171   0.763   0.488  1.00  0.00           H  
CONECT    1    2   28   29                                            
CONECT    2    1    3    3   27                                       
CONECT    3    2    2    4                                            
CONECT    4    3    5    5    8                                       
CONECT    5    4    4    6   25                                       
CONECT    6    5    7    7                                            
CONECT    7    6    6    8   30                                       
CONECT    8    7    4    9                                            
CONECT    9    8   10   11   22                                       
CONECT   10    9                                                      
CONECT   11    9   12                                                 
CONECT   12   11   13   14   20                                       
CONECT   13   12                                                      
CONECT   14   12   15   31   32                                       
CONECT   15   14   16                                                 
CONECT   16   15   17   18   18                                       
CONECT   16   19                                                      
CONECT   17   16   33                                                 
CONECT   18   16   16                                                 
CONECT   19   16   20                                                 
CONECT   20   19   21   12   22                                       
CONECT   21   20                                                      
CONECT   22   20   23    9   24                                       
CONECT   23   22                                                      
CONECT   24   22   34                                                 
CONECT   25    5   26   26   27                                       
CONECT   26   25   25                                                 
CONECT   27   25    2   35                                            
CONECT   28    1                                                      
CONECT   29    1                                                      
CONECT   30    7                                                      
CONECT   31   14                                                      
CONECT   32   14                                                      
CONECT   33   17                                                      
CONECT   34   24                                                      
CONECT   35   27                                                      
MASTER        0    0    0    0    0    0    0    0   35    0   35    0
END

https://cactus.nci.nih.gov/chemical/structure/NC1=NC2=C(N=CN2%5BC@@H%5D2O%5BC...
 OpenBabel09142113213D
Jmol version 14.31.45  2021-07-21 05:08 EXTRACT: ({0:34})
 35 38  0  0  0  0  0  0  0  0999 V2000
   -4.8302    2.7444   -0.3575 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3777    1.4659   -0.1482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1174    1.1865   -0.3953 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6320   -0.0459   -0.2054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4760   -1.0588    0.2640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7330   -2.1879    0.3631 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5124   -1.9342   -0.0087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4017   -0.6226   -0.3692 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1880    0.0458   -0.8449 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4448    0.7855   -1.6032 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7281   -0.9305   -1.3984 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0322   -0.4449   -1.0904 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2591    0.4155   -1.7199 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1665   -1.4472   -1.1731 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3871   -0.7193   -0.8962 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4867    0.2434    0.4071 P   0  0  1  0  0  0  0  0  0  0  0  0
    4.9101   -0.6206    1.6980 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4788    1.3156    0.1691 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0057    0.8911    0.6310 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8931    0.0149    0.3863 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8872   -0.8194    1.0877 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5342    0.7344    0.3405 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0102    0.5877    1.2733 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7101    2.1275    0.0751 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8303   -0.7446    0.5255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6011   -1.5955    0.9356 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2469    0.5237    0.3152 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2225    3.4267   -0.6832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7586    2.9648   -0.1835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7072   -2.6538   -0.0291 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0245   -2.2329   -0.4310 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2092   -1.8802   -2.1725 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7647   -1.0646    1.6110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1165    2.6278    0.0358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1709    0.7630    0.4878 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 28  1  0  0  0  0
  1 29  1  0  0  0  0
  2  3  2  0  0  0  0
  2 27  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  8  1  0  0  0  0
  5  6  1  0  0  0  0
  5 25  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  7 30  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  6  0  0  0
  9 11  1  0  0  0  0
  9 22  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  6  0  0  0
 12 14  1  0  0  0  0
 12 20  1  0  0  0  0
 14 15  1  0  0  0  0
 14 31  1  0  0  0  0
 14 32  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  6  0  0  0
 16 19  1  0  0  0  0
 17 33  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  1  0  0  0
 20 22  1  0  0  0  0
 22 23  1  1  0  0  0
 22 24  1  0  0  0  0
 24 34  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 27 35  1  0  0  0  0
M  END
$$$$

View in JSmol View Stereo Labels

Synonyms

Value	Source
CGMP	ChEBI
Guanosine 3',5'-cyclic monophosphate	ChEBI
Guanosine 3',5'-cyclic phosphate	ChEBI
Guanosine cyclic monophosphate	ChEBI
Guanosine 3',5'-cyclic monophosphoric acid	Generator
Guanosine 3',5'-cyclic phosphoric acid	Generator
Guanosine cyclic monophosphoric acid	Generator
3',5'-Cyclic GMP	HMDB
3',5'-Guanosine	HMDB
3',5'-Guanosine monophosphate	HMDB
Cyclic 3',5'-guanosine monophosphate	HMDB
Cyclic guanosine 3',5'-monophosphate	HMDB
Cyclic-GMP	HMDB
Guanosine 3',5'-cyclic-monophosphate	HMDB
Guanosine 3',5'-monophosphate	HMDB
Guanosine cyclic-monophosphate	HMDB
Guanosine-cyclic-phosphoric-acid	HMDB
Cyclic 3',5'-monophosphate, guanosine	HMDB
GMP, Cyclic	HMDB
Guanosine cyclic-3',5'-monophosphate	HMDB
monoPhosphate, guanosine cyclic	HMDB
3',5'-monoPhosphate, guanosine cyclic	HMDB
Cyclic-3',5'-monophosphate, guanosine	HMDB
Guanosine cyclic 3',5'-monophosphate	HMDB
Guanosine cyclic 3,5 monophosphate	HMDB
Cyclic monophosphate, guanosine	HMDB
Guanosine cyclic 3',5' monophosphate	HMDB

Chemical Formula

C₁₀H₁₂N₅O₇P

Average Molecular Weight

345.2053

Monoisotopic Molecular Weight

345.047434275

IUPAC Name

9-[(4aR,6R,7R,7aS)-2,7-dihydroxy-2-oxo-hexahydro-2λ⁵-furo[3,2-d][1,3,2]dioxaphosphinin-6-yl]-2-amino-6,9-dihydro-1H-purin-6-one

Traditional Name

cyclic-GMP

CAS Registry Number

7665-99-8

SMILES

NC1=NC2=C(N=CN2[C@@H]2O[C@@H]3COP(O)(=O)O[C@H]3[C@H]2O)C(=O)N1

InChI Identifier

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

InChI Key

ZOOGRGPOEVQQDX-UUOKFMHZSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 3',5'-cyclic purine nucleotides. These are purine nucleotides in which the oxygen atoms linked to the C3 and C5 carbon atoms of the ribose moiety are both bonded the same phosphorus atom of the phosphate group.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Purine nucleotides

Sub Class

Cyclic purine nucleotides

Direct Parent

3',5'-cyclic purine nucleotides

Alternative Parents

Substituents

3',5'-cyclic purine ribonucleotide
Pentose phosphate
Glycosyl compound
N-glycosyl compound
6-oxopurine
Hypoxanthine
Monosaccharide phosphate
Purinone
Imidazopyrimidine
Purine
Aminopyrimidine
Pyrimidone
Monosaccharide
N-substituted imidazole
Organic phosphoric acid derivative
Pyrimidine
Vinylogous amide
Azole
Tetrahydrofuran
Heteroaromatic compound
Imidazole
Secondary alcohol
Oxacycle
Azacycle
Organoheterocyclic compound
Hydrocarbon derivative
Alcohol
Organic nitrogen compound
Organopnictogen compound
Organic oxygen compound
Organonitrogen compound
Organooxygen compound
Organic oxide
Primary amine
Amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

3',5'-cyclic purine nucleotide (CHEBI:16356 )
guanyl ribonucleotide (CHEBI:16356 )
3',5'-Cyclic nuclcleotides (C00942 )

Ontology

Physiological effect

Health effect:

Health condition:

Nervous system disorders:

Headache

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Biological:

Plant:

Animal

Biological location:

Organ and components:

Tissue and substructures:

Smooth muscle

Biofluid and excreta:

Cell and elements:

Extracellular

Element:

Platelet

Subcellular:

Role

Industrial application:

Pharmaceutical industry:

Pharmaceutical

Biological role:

Molecular messenger:

Second messenger

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	3.79 g/L	ALOGPS
logP	-2	ALOGPS
logP	-2.1	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	2.05	ChemAxon
pKa (Strongest Basic)	1.41	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	170.52 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	71.72 m³·mol⁻¹	ChemAxon
Polarizability	29.19 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Spectral Properties

Collision Cross Sections

Name	Adduct	Type	Data Source	Value	Reference
AllCCS	[M-H]-	Experimental	Not Available	167.0	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000166
AllCCS	[M+H]+	Experimental	Not Available	172.6	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000166
DarkChem	[M+H]+	Predicted	Not Available	176.992	31661259
DarkChem	[M-H]-	Predicted	Not Available	169.705	31661259
AllCCS	[M+H]+	Predicted	Not Available	174.111	32859911
AllCCS	[M-H]-	Predicted	Not Available	168.82	32859911

Retention Indices

Underivatized

Not Available

Derivatized

Not Available

Spectra

GC-MS

Spectrum Type	Description	Splash Key	Deposition Date	View
GC-MS	GC-MS Spectrum - GC-MS (4 TMS)	splash10-001i-2972000000-80320c485cef8d6d91ad	2014-06-16	View Spectrum
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-001i-2972000000-80320c485cef8d6d91ad	2017-09-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0f76-3901000000-c970aad6713a547b2d8f	2017-09-01	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-00di-4590100000-edbc82f84eca5a64f5a5	2017-10-06	View Spectrum

LC-MS/MS

Spectrum Type	Description	Splash Key	Deposition Date	View
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , negative	splash10-0uec-2904000000-85af5865e64af24e7691	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Linear Ion Trap , negative	splash10-0udi-0904000000-e34bb3204af3b18ddf11	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Linear Ion Trap , negative	splash10-0udj-0908000000-35925bce602ee60e24ee	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Linear Ion Trap , negative	splash10-0udj-0904000000-93fabfb961527e02671e	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Linear Ion Trap , negative	splash10-0udj-0907000000-60b56b2fcc437a04a7b8	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Linear Ion Trap , negative	splash10-0udj-0908000000-16c413e42a41fa5e7262	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - , negative	splash10-0udl-3904000000-051a745d5db4f607a935	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-0udi-0901000000-a2a6721a5a98c3d3e945	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Linear Ion Trap , positive	splash10-0udj-0907000000-ae3d3b4dfb6aefdd34c3	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Linear Ion Trap , positive	splash10-0udj-0904000000-fd635f17953dbbff039b	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Linear Ion Trap , positive	splash10-0udi-0902000000-36d8b1a240f9f6471886	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Linear Ion Trap , positive	splash10-0002-0009000000-4c75be42ba8dbd671bbf	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Linear Ion Trap , positive	splash10-0002-0009000000-06ee1dc93418cde4fe39	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Linear Ion Trap , positive	splash10-0udi-0900000000-db6612a4a4b92db51507	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Linear Ion Trap , positive	splash10-0udi-0900000000-8455683aa1bc0141dd38	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Linear Ion Trap , positive	splash10-0udi-0900000000-196c267f58b468d3a8f5	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Linear Ion Trap , positive	splash10-0002-0009000000-7637808812023bf3fb33	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Linear Ion Trap , positive	splash10-0002-0009000000-34c09019debbbd2ef2a6	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Linear Ion Trap , positive	splash10-0002-0009000000-db049b28da12291887ce	2017-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0904000000-65ab088e129c01a9b140	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0udi-0900000000-fc45e23a1d622d9a6848	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0udr-0900000000-d7d3bc38b1c32086753e	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0f6x-1709000000-881760c573673e832db8	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0udi-2900000000-f74b8ec55fbea3fdf8cd	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-003u-9600000000-d7f00c8f8cec474c7304	2015-09-15	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Nucleus
Golgi apparatus

Biospecimen Locations

Blood
Cerebrospinal Fluid (CSF)

Tissue Locations

Kidney
Platelet
Smooth Muscle

Pathways

Not Available

Name	SMPDB/Pathwhiz	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.0055 +/- 0.0003 uM	Adult (>18 years old)	Male	Normal	15196297	details
Cerebrospinal Fluid (CSF)	Detected and Quantified	0.0024 +/- 0.0005 uM	Adult (>18 years old)	Both	Normal	Geigy Scientific ...	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.0035 +/- 0.0003 uM	Adult (>18 years old)	Both	Sildenafil-induced headache	15196297	details

Associated Disorders and Diseases

Disease References

Headache
Kruuse C, Frandsen E, Schifter S, Thomsen LL, Birk S, Olesen J: Plasma levels of cAMP, cGMP and CGRP in sildenafil-induced headache. Cephalalgia. 2004 Jul;24(7):547-53. [PubMed:15196297 ]

Associated OMIM IDs

None

External Links

DrugBank ID

DB02315

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

1485267

Wikipedia Link

Cyclic guanosine monophosphate

METLIN ID

6152

PubChem Compound

24316

PDB ID

Not Available

ChEBI ID

16356

Food Biomarker Ontology

Not Available

VMH ID

35CGMP

MarkerDB ID

Not Available

References

Synthesis Reference

Sekhar, Konjeti R.; Grondin, Pascal; Francis, Sharron H.; Corbin, Jackie D. Design and synthesis of xanthines and cyclic GMP analogs as potent inhibitors of PDE5. Phosphodiesterase Inhibitors (1996), 135-146.

Material Safety Data Sheet (MSDS)

Download (PDF)

General References

Young DV, Cochran ED, Dhawan V, Earl RA, Ellis JL, Garvey DS, Janero DR, Khanapure SP, Letts LG, Melim TL, Murty MG, Shumway MJ, Wey SJ, Zemtseva IS, Selig WM: A comparison of the cyclooxygenase inhibitor-NO donors (CINOD), NMI-1182 and AZD3582, using in vitro biochemical and pharmacological methods. Biochem Pharmacol. 2005 Nov 1;70(9):1343-51. [PubMed:16168964 ]
Mashayekhi F, Aghahoseini F, Rezaie A, Zamani MJ, Khorasani R, Abdollahi M: Alteration of cyclic nucleotides levels and oxidative stress in saliva of human subjects with periodontitis. J Contemp Dent Pract. 2005 Nov 15;6(4):46-53. [PubMed:16299606 ]
Dobrzynski E, Montanari D, Agata J, Zhu J, Chao J, Chao L: Adrenomedullin improves cardiac function and prevents renal damage in streptozotocin-induced diabetic rats. Am J Physiol Endocrinol Metab. 2002 Dec;283(6):E1291-8. [PubMed:12424108 ]
Willoughby SR, Stewart S, Chirkov YY, Kennedy JA, Holmes AS, Horowitz JD: Beneficial clinical effects of perhexiline in patients with stable angina pectoris and acute coronary syndromes are associated with potentiation of platelet responsiveness to nitric oxide. Eur Heart J. 2002 Dec;23(24):1946-54. [PubMed:12473257 ]
Barani J, Gottsater A, Mattiasson I, Lindblad B: Platelet and leukocyte activation during aortoiliac angiography and angioplasty. Eur J Vasc Endovasc Surg. 2002 Mar;23(3):220-5. [PubMed:11914008 ]
Schiessl B, Strasburger CJ, Bidlingmaier M, Spannagl M, Ugele B, Kainer F: Decreasing resistance in the maternal uterine and peripheral arterial system is apparently unrelated to plasma and urinary levels of nitrite/nitrate and cyclic-guanosinmonophosohate during the course of normal pregnancies. J Perinat Med. 2003;31(4):281-6. [PubMed:12951882 ]
Bai X, Wang H, Li Z, Liu K: Correlation between blood cAMP, cGMP levels and traumatic severity in the patients with acute trauma and its clinical significance. J Huazhong Univ Sci Technolog Med Sci. 2004;24(1):68-70. [PubMed:15165120 ]
Beltowski J, Jamroz A, Borkowska E: [Heme oxygenase and carbon monoxide in the physiology and pathology of the cardiovascular system]. Postepy Hig Med Dosw (Online). 2004 Mar 3;58:83-99. [PubMed:15069378 ]
Rudman D, O'Brien MS, McKinney AS, Hoffman JC Jr, Patterson JH: Observations on the cyclic nucleotide concentrations in human cerebrospinal fluid. J Clin Endocrinol Metab. 1976 Jun;42(6):1088-97. [PubMed:180045 ]
Peracchi M, Lombardi L, Maiolo AT, Bamonti-Catena F, Toschi V, Chiorboli O, Mozzana R, Polli EE: Plasma and urine cyclic nucleotide levels in patients with acute and chronic leukemia. Blood. 1983 Mar;61(3):429-34. [PubMed:6297636 ]
Ilecka J: Decreased cerebrospinal fluid cGMP levels in patients with amyotrophic lateral sclerosis. J Neural Transm (Vienna). 2004 Feb;111(2):167-72. Epub 2003 Dec 12. [PubMed:14767719 ]
Kotikoski H, Moilanen E, Vapaatalo H, Aine E: Biochemical markers of the L-arginine-nitric oxide pathway in the aqueous humour in glaucoma patients. Acta Ophthalmol Scand. 2002 Apr;80(2):191-5. [PubMed:11952488 ]
Hunter KA, Singh GJ, Simpkins CO: Cyclic gmp is a measure of physiologic stress. J Natl Med Assoc. 2001 Jul-Aug;93(7-8):256-62. [PubMed:11491275 ]
Zhang H, Zheng RL, Xu CY: [Relationships between lipid peroxidation or cyclic nucleotides and motility in human asthenozoosperm and normosperm]. Shi Yan Sheng Wu Xue Bao. 1998 Dec;31(4):341-6. [PubMed:12016956 ]
Martina V, Benso A, Gigliardi VR, Masha A, Origlia C, Granata R, Ghigo E: Short-term dehydroepiandrosterone treatment increases platelet cGMP production in elderly male subjects. Clin Endocrinol (Oxf). 2006 Mar;64(3):260-4. [PubMed:16487434 ]
Engelhardt T, Galley HF, MacLennan FM, Webster NR: Saliva cyclic GMP increases during anaesthesia. Br J Anaesth. 2002 Oct;89(4):635-7. [PubMed:12393367 ]
Galassi F, Renieri G, Sodi A, Ucci F, Vannozzi L, Masini E: Nitric oxide proxies and ocular perfusion pressure in primary open angle glaucoma. Br J Ophthalmol. 2004 Jun;88(6):757-60. [PubMed:15148207 ]
Zhao L, Gray L, Leonardi-Bee J, Weaver CS, Heptinstall S, Bath PM: Effect of aspirin, clopidogrel and dipyridamole on soluble markers of vascular function in normal volunteers and patients with prior ischaemic stroke. Platelets. 2006 Mar;17(2):100-4. [PubMed:16421011 ]
Martina V, Origlia C, Bruno GA, Messina M, Ferri M, Pescarmona GP: Serum DHEAS levels correlate with platelet cGMP in normal women. J Endocrinol Invest. 2001 Nov;24(10):RC28-30. [PubMed:11765058 ]
St Pierre MV, Schlenker T, Dufour JF, Jefferson DM, Fitz JG, Arias IM: Stimulation of cyclic guanosine monophosphate production by natriuretic peptide in human biliary cells. Gastroenterology. 1998 Apr;114(4):782-90. [PubMed:9516399 ]

Only showing the first 10 proteins. There are 46 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details

1. Retinal cone rhodopsin-sensitive cGMP 3',5'-cyclic phosphodiesterase subunit gamma

General function:: Involved in 3',5'-cyclic-nucleotide phosphodiesterase activity
Specific function:: Participates in processes of transmission and amplification of the visual signal. cGMP-PDEs are the effector molecules in G-protein-mediated phototransduction in vertebrate rods and cones.
Gene Name:: PDE6H
Uniprot ID:: Q13956
Molecular weight:: 9074.36

Enzyme Details

2. Calcium/calmodulin-dependent 3',5'-cyclic nucleotide phosphodiesterase 1A

General function:: Involved in catalytic activity
Specific function:: Cyclic nucleotide phosphodiesterase with a dual-specificity for the second messengers cAMP and cGMP, which are key regulators of many important physiological processes. Has a higher affinity for cGMP than for cAMP.
Gene Name:: PDE1A
Uniprot ID:: P54750
Molecular weight:: 61251.38

Reactions

Cyclic GMP + Water → Guanosine monophosphate	details

Enzyme Details

3. High affinity cAMP-specific and IBMX-insensitive 3',5'-cyclic phosphodiesterase 8A

General function:: Involved in catalytic activity
Specific function:: Hydrolyzes the second messenger cAMP, which is a key regulator of many important physiological processes. May be involved in maintaining basal levels of the cyclic nucleotide and/or in the cAMP regulation of germ cell development.
Gene Name:: PDE8A
Uniprot ID:: O60658
Molecular weight:: 86047.88

Reactions

Cyclic GMP + Water → Guanosine monophosphate	details

Enzyme Details

4. Calcium/calmodulin-dependent 3',5'-cyclic nucleotide phosphodiesterase 1B

General function:: Involved in catalytic activity
Specific function:: Cyclic nucleotide phosphodiesterase with a dual-specificity for the second messengers cAMP and cGMP, which are key regulators of many important physiological processes. Has a preference for cGMP as a substrate.
Gene Name:: PDE1B
Uniprot ID:: Q01064
Molecular weight:: 61379.235

Reactions

Cyclic GMP + Water → Guanosine monophosphate	details

Enzyme Details

5. cGMP-inhibited 3',5'-cyclic phosphodiesterase B

General function:: Involved in catalytic activity
Specific function:: Cyclic nucleotide phosphodiesterase with a dual-specificity for the second messengers cAMP and cGMP, which are key regulators of many important physiological processes. May play a role in fat metabolism. Regulates cAMP binding of RAPGEF3. Through simultaneous binding to RAPGEF3 and PIK3R6 assembles a signaling complex in which the PI3K gamma complex is activated by RAPGEF3 and which is involved in angiogenesis.
Gene Name:: PDE3B
Uniprot ID:: Q13370
Molecular weight:: 124332.145

Reactions

Cyclic GMP + Water → Guanosine monophosphate	details

Enzyme Details

6. Cone cGMP-specific 3',5'-cyclic phosphodiesterase subunit alpha'

General function:: Involved in catalytic activity
Specific function:: Not Available
Gene Name:: PDE6C
Uniprot ID:: P51160
Molecular weight:: 99146.095

Reactions

Cyclic GMP + Water → Guanosine monophosphate	details

Enzyme Details

7. High affinity cAMP-specific 3',5'-cyclic phosphodiesterase 7A

General function:: Involved in 3',5'-cyclic-AMP phosphodiesterase activity
Specific function:: Hydrolyzes the second messenger cAMP, which is a key regulator of many important physiological processes. May have a role in muscle signal transduction.
Gene Name:: PDE7A
Uniprot ID:: Q13946
Molecular weight:: 55504.475

Reactions

Cyclic GMP + Water → Guanosine monophosphate	details

Enzyme Details

8. cGMP-inhibited 3',5'-cyclic phosphodiesterase A

General function:: Involved in catalytic activity
Specific function:: Cyclic nucleotide phosphodiesterase with a dual-specificity for the second messengers cAMP and cGMP, which are key regulators of many important physiological processes (By similarity).
Gene Name:: PDE3A
Uniprot ID:: Q14432
Molecular weight:: 124978.06

Reactions

Cyclic GMP + Water → Guanosine monophosphate	details

Enzyme Details

9. cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A

General function:: Involved in catalytic activity
Specific function:: Plays a role in signal transduction by regulating the intracellular concentration of cyclic nucleotides. Can hydrolyze both cAMP and cGMP, but has higher affinity for cAMP and is more efficient with cAMP as substrate.
Gene Name:: PDE10A
Uniprot ID:: Q9Y233
Molecular weight:: 89388.7

Reactions

Cyclic GMP + Water → Guanosine monophosphate	details

Enzyme Details

10. Calcium/calmodulin-dependent 3',5'-cyclic nucleotide phosphodiesterase 1C

General function:: Involved in catalytic activity
Specific function:: Cyclic nucleotide phosphodiesterase with a dual-specificity for the second messengers cAMP and cGMP, which are key regulators of many important physiological processes. Has a high affinity for both cAMP and cGMP.
Gene Name:: PDE1C
Uniprot ID:: Q14123
Molecular weight:: 72207.775

Reactions

Cyclic GMP + Water → Guanosine monophosphate	details

Only showing the first 10 proteins. There are 46 proteins in total.

Show all enzymes and transporters

Showing metabocard for Cyclic GMP (HMDB0001314)

MOL for HMDB0001314 (Cyclic GMP)

3D MOL for HMDB0001314 (Cyclic GMP)

3D SDF for HMDB0001314 (Cyclic GMP)

3D-SDF for HMDB0001314 (Cyclic GMP)

PDB for HMDB0001314 (Cyclic GMP)

3D PDB for HMDB0001314 (Cyclic GMP)

SMILES for HMDB0001314 (Cyclic GMP)

INCHI for HMDB0001314 (Cyclic GMP)

Structure for HMDB0001314 (Cyclic GMP)

3D Structure for HMDB0001314 (Cyclic GMP)

Collision Cross Sections

Retention Indices

Underivatized

Derivatized

GC-MS

LC-MS/MS

Enzymes

Reactions

Reactions

Reactions

Reactions

Reactions

Reactions

Reactions

Reactions

Reactions