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Showing metabocard for Cyclic GMP (HMDB0001314)

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enzymes (46) Show 46 proteins
Record Information
Version 5.0
Status Detected and Quantified
Creation Date 2005-11-16 15:48:42 UTC
Update Date 2022-09-22 17:43:46 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
Data?1582752191
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0001314 (Cyclic GMP)

  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
Download

3D MOL for HMDB0001314 (Cyclic GMP)

HMDB0001314
     RDKit          3D
Cyclic GMP
 35 38  0  0  0  0  0  0  0  0999 V2000
   -3.7949    2.6944   -0.2952 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6017    1.2948   -0.0344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3671    0.7883    0.1330 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1126   -0.5087    0.3794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1589   -1.3780    0.4682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6492   -2.5869    0.7150 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3057   -2.4781    0.7799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9672   -1.2123    0.5762 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3240   -0.5686    0.5428 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4551   -0.0072   -0.7504 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7521    0.4327   -0.7188 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3398    0.7935   -2.0324 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7061    1.0505   -1.8392 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1335    1.1080   -0.2265 P   0  0  0  0  0  5  0  0  0  0  0  0
    5.6557    0.9755   -0.1483 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7059    2.5644    0.4624 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5077   -0.2241    0.6478 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5362   -0.7725   -0.1811 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4694   -1.5189    0.5759 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8632   -1.8999    1.8388 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4517   -0.8683    0.2966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4245   -1.6531    0.3751 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6308    0.4398    0.0530 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5489    3.4127    0.4307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1760    3.0557   -1.1876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5971   -3.2800    0.9668 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4323    0.1862    1.3295 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8070    1.2890   -0.0188 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8271    1.6263   -2.5412 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2850   -0.1123   -2.6986 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5648    2.5337    1.4370 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0001   -1.3539   -0.9817 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1997   -2.4168   -0.0531 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8253   -2.1957    1.7698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6035    0.7896   -0.0701 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 14 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
  5 21  1  0
 21 22  2  0
 21 23  1  0
 23  2  1  0
  8  4  1  0
 19  9  1  0
 18 11  1  0
  1 24  1  0
  1 25  1  0
  7 26  1  0
  9 27  1  1
 11 28  1  1
 12 29  1  0
 12 30  1  0
 16 31  1  0
 18 32  1  6
 19 33  1  6
 20 34  1  0
 23 35  1  0
M  END
Download

3D SDF for HMDB0001314 (Cyclic GMP)

  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

$$$$
Download

3D-SDF for HMDB0001314 (Cyclic GMP)

HMDB0001314
     RDKit          3D
Cyclic GMP
 35 38  0  0  0  0  0  0  0  0999 V2000
   -3.7949    2.6944   -0.2952 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6017    1.2948   -0.0344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3671    0.7883    0.1330 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1126   -0.5087    0.3794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1589   -1.3780    0.4682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6492   -2.5869    0.7150 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3057   -2.4781    0.7799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9672   -1.2123    0.5762 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3240   -0.5686    0.5428 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4551   -0.0072   -0.7504 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7521    0.4327   -0.7188 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3398    0.7935   -2.0324 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7061    1.0505   -1.8392 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1335    1.1080   -0.2265 P   0  0  0  0  0  5  0  0  0  0  0  0
    5.6557    0.9755   -0.1483 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7059    2.5644    0.4624 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5077   -0.2241    0.6478 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5362   -0.7725   -0.1811 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4694   -1.5189    0.5759 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8632   -1.8999    1.8388 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4517   -0.8683    0.2966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4245   -1.6531    0.3751 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6308    0.4398    0.0530 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5489    3.4127    0.4307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1760    3.0557   -1.1876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5971   -3.2800    0.9668 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4323    0.1862    1.3295 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8070    1.2890   -0.0188 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8271    1.6263   -2.5412 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2850   -0.1123   -2.6986 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5648    2.5337    1.4370 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0001   -1.3539   -0.9817 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1997   -2.4168   -0.0531 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8253   -2.1957    1.7698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6035    0.7896   -0.0701 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 14 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
  5 21  1  0
 21 22  2  0
 21 23  1  0
 23  2  1  0
  8  4  1  0
 19  9  1  0
 18 11  1  0
  1 24  1  0
  1 25  1  0
  7 26  1  0
  9 27  1  1
 11 28  1  1
 12 29  1  0
 12 30  1  0
 16 31  1  0
 18 32  1  6
 19 33  1  6
 20 34  1  0
 23 35  1  0
M  END
Download

PDB for HMDB0001314 (Cyclic GMP)

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
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3D PDB for HMDB0001314 (Cyclic GMP)

COMPND    HMDB0001314
HETATM    1  N1  UNL     1      -3.795   2.694  -0.295  1.00  0.00           N  
HETATM    2  C1  UNL     1      -3.602   1.295  -0.034  1.00  0.00           C  
HETATM    3  N2  UNL     1      -2.367   0.788   0.133  1.00  0.00           N  
HETATM    4  C2  UNL     1      -2.113  -0.509   0.379  1.00  0.00           C  
HETATM    5  C3  UNL     1      -3.159  -1.378   0.468  1.00  0.00           C  
HETATM    6  N3  UNL     1      -2.649  -2.587   0.715  1.00  0.00           N  
HETATM    7  C4  UNL     1      -1.306  -2.478   0.780  1.00  0.00           C  
HETATM    8  N4  UNL     1      -0.967  -1.212   0.576  1.00  0.00           N  
HETATM    9  C5  UNL     1       0.324  -0.569   0.543  1.00  0.00           C  
HETATM   10  O1  UNL     1       0.455  -0.007  -0.750  1.00  0.00           O  
HETATM   11  C6  UNL     1       1.752   0.433  -0.719  1.00  0.00           C  
HETATM   12  C7  UNL     1       2.340   0.793  -2.032  1.00  0.00           C  
HETATM   13  O2  UNL     1       3.706   1.051  -1.839  1.00  0.00           O  
HETATM   14  P1  UNL     1       4.134   1.108  -0.227  1.00  0.00           P  
HETATM   15  O3  UNL     1       5.656   0.975  -0.148  1.00  0.00           O  
HETATM   16  O4  UNL     1       3.706   2.564   0.462  1.00  0.00           O  
HETATM   17  O5  UNL     1       3.508  -0.224   0.648  1.00  0.00           O  
HETATM   18  C8  UNL     1       2.536  -0.772  -0.181  1.00  0.00           C  
HETATM   19  C9  UNL     1       1.469  -1.519   0.576  1.00  0.00           C  
HETATM   20  O6  UNL     1       1.863  -1.900   1.839  1.00  0.00           O  
HETATM   21  C10 UNL     1      -4.452  -0.868   0.297  1.00  0.00           C  
HETATM   22  O7  UNL     1      -5.425  -1.653   0.375  1.00  0.00           O  
HETATM   23  N5  UNL     1      -4.631   0.440   0.053  1.00  0.00           N  
HETATM   24  H1  UNL     1      -3.549   3.413   0.431  1.00  0.00           H  
HETATM   25  H2  UNL     1      -4.176   3.056  -1.188  1.00  0.00           H  
HETATM   26  H3  UNL     1      -0.597  -3.280   0.967  1.00  0.00           H  
HETATM   27  H4  UNL     1       0.432   0.186   1.329  1.00  0.00           H  
HETATM   28  H5  UNL     1       1.807   1.289  -0.019  1.00  0.00           H  
HETATM   29  H6  UNL     1       1.827   1.626  -2.541  1.00  0.00           H  
HETATM   30  H7  UNL     1       2.285  -0.112  -2.699  1.00  0.00           H  
HETATM   31  H8  UNL     1       3.565   2.534   1.437  1.00  0.00           H  
HETATM   32  H9  UNL     1       3.000  -1.354  -0.982  1.00  0.00           H  
HETATM   33  H10 UNL     1       1.200  -2.417  -0.053  1.00  0.00           H  
HETATM   34  H11 UNL     1       2.825  -2.196   1.770  1.00  0.00           H  
HETATM   35  H12 UNL     1      -5.604   0.790  -0.070  1.00  0.00           H  
CONECT    1    2   24   25
CONECT    2    3    3   23
CONECT    3    4
CONECT    4    5    5    8
CONECT    5    6   21
CONECT    6    7    7
CONECT    7    8   26
CONECT    8    9
CONECT    9   10   19   27
CONECT   10   11
CONECT   11   12   18   28
CONECT   12   13   29   30
CONECT   13   14
CONECT   14   15   15   16   17
CONECT   16   31
CONECT   17   18
CONECT   18   19   32
CONECT   19   20   33
CONECT   20   34
CONECT   21   22   22   23
CONECT   23   35
END
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SMILES for HMDB0001314 (Cyclic GMP)

NC1=NC2=C(N=CN2[C@@H]2O[C@@H]3COP(O)(=O)O[C@H]3[C@H]2O)C(=O)N1
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INCHI for HMDB0001314 (Cyclic GMP)

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
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View in JSmolView 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
Ontology
Physiological effect Not Available
Disposition
Biological location Source
Process
Naturally occurring process
Role Not Available
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
Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type Data Source CCS Value (Å2) Reference
[M-H]- Not Available 167.0 http://allccs.zhulab.cn/database/detail?ID=AllCCS00000166
[M+H]+ Not Available 172.6 http://allccs.zhulab.cn/database/detail?ID=AllCCS00000166
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 Ų ChemAxon
Rotatable Bond Count 1 ChemAxon
Refractivity 71.72 m³·mol⁻¹ ChemAxon
Polarizability 29.19 ų 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 Chromatographic Properties

Predicted Collision Cross Sections

Predictor Adduct Type CCS Value (Å2) Reference
DarkChem [M+H]+ 176.992 31661259
DarkChem [M-H]- 169.705 31661259
AllCCS [M+H]+ 174.111 32859911
AllCCS [M-H]- 168.82 32859911
DeepCCS [M+H]+ 174.875 30932474
DeepCCS [M-H]- 172.375 30932474
DeepCCS [M-2H]- 207.202 30932474
DeepCCS [M+Na]+ 182.992 30932474
AllCCS [M+H]+ 174.1 32859911
AllCCS [M+H-H2O]+ 171.1 32859911
AllCCS [M+NH4]+ 176.9 32859911
AllCCS [M+Na]+ 177.7 32859911
AllCCS [M-H]- 168.8 32859911
AllCCS [M+Na-2H]- 168.2 32859911
AllCCS [M+HCOO]- 167.6 32859911

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure SMILES Kovats RI Value Column Type Reference
Cyclic GMP,1TMS,isomer #1 C[Si](C)(C)O[C@@H]1[C@@H]2OP(=O)(O)OC[C@H]2O[C@H]1N1C=NC2=C1N=C(N)[NH]C2=O 3086.0 Semi standard non polar 33892256
Cyclic GMP,1TMS,isomer #1 C[Si](C)(C)O[C@@H]1[C@@H]2OP(=O)(O)OC[C@H]2O[C@H]1N1C=NC2=C1N=C(N)[NH]C2=O 3034.9 Standard non polar 33892256
Cyclic GMP,1TMS,isomer #1 C[Si](C)(C)O[C@@H]1[C@@H]2OP(=O)(O)OC[C@H]2O[C@H]1N1C=NC2=C1N=C(N)[NH]C2=O 5327.3 Standard polar 33892256
Cyclic GMP,1TMS,isomer #2 C[Si](C)(C)OP1(=O)OC[C@H]2O[C@@H](N3C=NC4=C3N=C(N)[NH]C4=O)[C@H](O)[C@@H]2O1 3063.5 Semi standard non polar 33892256
Cyclic GMP,1TMS,isomer #2 C[Si](C)(C)OP1(=O)OC[C@H]2O[C@@H](N3C=NC4=C3N=C(N)[NH]C4=O)[C@H](O)[C@@H]2O1 3027.1 Standard non polar 33892256
Cyclic GMP,1TMS,isomer #2 C[Si](C)(C)OP1(=O)OC[C@H]2O[C@@H](N3C=NC4=C3N=C(N)[NH]C4=O)[C@H](O)[C@@H]2O1 5034.6 Standard polar 33892256
Cyclic GMP,1TMS,isomer #3 C[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@@H]3COP(=O)(O)O[C@H]3[C@H]2O)C(=O)[NH]1 3096.2 Semi standard non polar 33892256
Cyclic GMP,1TMS,isomer #3 C[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@@H]3COP(=O)(O)O[C@H]3[C@H]2O)C(=O)[NH]1 3024.6 Standard non polar 33892256
Cyclic GMP,1TMS,isomer #3 C[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@@H]3COP(=O)(O)O[C@H]3[C@H]2O)C(=O)[NH]1 5395.6 Standard polar 33892256
Cyclic GMP,1TMS,isomer #4 C[Si](C)(C)N1C(N)=NC2=C(N=CN2[C@@H]2O[C@@H]3COP(=O)(O)O[C@H]3[C@H]2O)C1=O 3123.2 Semi standard non polar 33892256
Cyclic GMP,1TMS,isomer #4 C[Si](C)(C)N1C(N)=NC2=C(N=CN2[C@@H]2O[C@@H]3COP(=O)(O)O[C@H]3[C@H]2O)C1=O 3017.1 Standard non polar 33892256
Cyclic GMP,1TMS,isomer #4 C[Si](C)(C)N1C(N)=NC2=C(N=CN2[C@@H]2O[C@@H]3COP(=O)(O)O[C@H]3[C@H]2O)C1=O 5533.6 Standard polar 33892256
Cyclic GMP,2TMS,isomer #1 C[Si](C)(C)O[C@@H]1[C@@H]2OP(=O)(O[Si](C)(C)C)OC[C@H]2O[C@H]1N1C=NC2=C1N=C(N)[NH]C2=O 3032.0 Semi standard non polar 33892256
Cyclic GMP,2TMS,isomer #1 C[Si](C)(C)O[C@@H]1[C@@H]2OP(=O)(O[Si](C)(C)C)OC[C@H]2O[C@H]1N1C=NC2=C1N=C(N)[NH]C2=O 3016.0 Standard non polar 33892256
Cyclic GMP,2TMS,isomer #1 C[Si](C)(C)O[C@@H]1[C@@H]2OP(=O)(O[Si](C)(C)C)OC[C@H]2O[C@H]1N1C=NC2=C1N=C(N)[NH]C2=O 4692.5 Standard polar 33892256
Cyclic GMP,2TMS,isomer #2 C[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@@H]3COP(=O)(O)O[C@H]3[C@H]2O[Si](C)(C)C)C(=O)[NH]1 3029.8 Semi standard non polar 33892256
Cyclic GMP,2TMS,isomer #2 C[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@@H]3COP(=O)(O)O[C@H]3[C@H]2O[Si](C)(C)C)C(=O)[NH]1 3041.1 Standard non polar 33892256
Cyclic GMP,2TMS,isomer #2 C[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@@H]3COP(=O)(O)O[C@H]3[C@H]2O[Si](C)(C)C)C(=O)[NH]1 4966.4 Standard polar 33892256
Cyclic GMP,2TMS,isomer #3 C[Si](C)(C)O[C@@H]1[C@@H]2OP(=O)(O)OC[C@H]2O[C@H]1N1C=NC2=C1N=C(N)N([Si](C)(C)C)C2=O 3084.6 Semi standard non polar 33892256
Cyclic GMP,2TMS,isomer #3 C[Si](C)(C)O[C@@H]1[C@@H]2OP(=O)(O)OC[C@H]2O[C@H]1N1C=NC2=C1N=C(N)N([Si](C)(C)C)C2=O 3019.0 Standard non polar 33892256
Cyclic GMP,2TMS,isomer #3 C[Si](C)(C)O[C@@H]1[C@@H]2OP(=O)(O)OC[C@H]2O[C@H]1N1C=NC2=C1N=C(N)N([Si](C)(C)C)C2=O 5188.4 Standard polar 33892256
Cyclic GMP,2TMS,isomer #4 C[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@@H]3COP(=O)(O[Si](C)(C)C)O[C@H]3[C@H]2O)C(=O)[NH]1 3021.2 Semi standard non polar 33892256
Cyclic GMP,2TMS,isomer #4 C[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@@H]3COP(=O)(O[Si](C)(C)C)O[C@H]3[C@H]2O)C(=O)[NH]1 3045.3 Standard non polar 33892256
Cyclic GMP,2TMS,isomer #4 C[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@@H]3COP(=O)(O[Si](C)(C)C)O[C@H]3[C@H]2O)C(=O)[NH]1 4577.5 Standard polar 33892256
Cyclic GMP,2TMS,isomer #5 C[Si](C)(C)OP1(=O)OC[C@H]2O[C@@H](N3C=NC4=C3N=C(N)N([Si](C)(C)C)C4=O)[C@H](O)[C@@H]2O1 3095.7 Semi standard non polar 33892256
Cyclic GMP,2TMS,isomer #5 C[Si](C)(C)OP1(=O)OC[C@H]2O[C@@H](N3C=NC4=C3N=C(N)N([Si](C)(C)C)C4=O)[C@H](O)[C@@H]2O1 3016.6 Standard non polar 33892256
Cyclic GMP,2TMS,isomer #5 C[Si](C)(C)OP1(=O)OC[C@H]2O[C@@H](N3C=NC4=C3N=C(N)N([Si](C)(C)C)C4=O)[C@H](O)[C@@H]2O1 4862.1 Standard polar 33892256
Cyclic GMP,2TMS,isomer #6 C[Si](C)(C)N(C1=NC2=C(N=CN2[C@@H]2O[C@@H]3COP(=O)(O)O[C@H]3[C@H]2O)C(=O)[NH]1)[Si](C)(C)C 3020.7 Semi standard non polar 33892256
Cyclic GMP,2TMS,isomer #6 C[Si](C)(C)N(C1=NC2=C(N=CN2[C@@H]2O[C@@H]3COP(=O)(O)O[C@H]3[C@H]2O)C(=O)[NH]1)[Si](C)(C)C 3161.8 Standard non polar 33892256
Cyclic GMP,2TMS,isomer #6 C[Si](C)(C)N(C1=NC2=C(N=CN2[C@@H]2O[C@@H]3COP(=O)(O)O[C@H]3[C@H]2O)C(=O)[NH]1)[Si](C)(C)C 5018.2 Standard polar 33892256
Cyclic GMP,2TMS,isomer #7 C[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@@H]3COP(=O)(O)O[C@H]3[C@H]2O)C(=O)N1[Si](C)(C)C 3103.5 Semi standard non polar 33892256
Cyclic GMP,2TMS,isomer #7 C[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@@H]3COP(=O)(O)O[C@H]3[C@H]2O)C(=O)N1[Si](C)(C)C 3044.7 Standard non polar 33892256
Cyclic GMP,2TMS,isomer #7 C[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@@H]3COP(=O)(O)O[C@H]3[C@H]2O)C(=O)N1[Si](C)(C)C 5047.6 Standard polar 33892256
Cyclic GMP,3TMS,isomer #1 C[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@@H]3COP(=O)(O[Si](C)(C)C)O[C@H]3[C@H]2O[Si](C)(C)C)C(=O)[NH]1 3025.4 Semi standard non polar 33892256
Cyclic GMP,3TMS,isomer #1 C[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@@H]3COP(=O)(O[Si](C)(C)C)O[C@H]3[C@H]2O[Si](C)(C)C)C(=O)[NH]1 3037.3 Standard non polar 33892256
Cyclic GMP,3TMS,isomer #1 C[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@@H]3COP(=O)(O[Si](C)(C)C)O[C@H]3[C@H]2O[Si](C)(C)C)C(=O)[NH]1 4251.1 Standard polar 33892256
Cyclic GMP,3TMS,isomer #2 C[Si](C)(C)O[C@@H]1[C@@H]2OP(=O)(O[Si](C)(C)C)OC[C@H]2O[C@H]1N1C=NC2=C1N=C(N)N([Si](C)(C)C)C2=O 3089.1 Semi standard non polar 33892256
Cyclic GMP,3TMS,isomer #2 C[Si](C)(C)O[C@@H]1[C@@H]2OP(=O)(O[Si](C)(C)C)OC[C@H]2O[C@H]1N1C=NC2=C1N=C(N)N([Si](C)(C)C)C2=O 3007.8 Standard non polar 33892256
Cyclic GMP,3TMS,isomer #2 C[Si](C)(C)O[C@@H]1[C@@H]2OP(=O)(O[Si](C)(C)C)OC[C@H]2O[C@H]1N1C=NC2=C1N=C(N)N([Si](C)(C)C)C2=O 4666.8 Standard polar 33892256
Cyclic GMP,3TMS,isomer #3 C[Si](C)(C)O[C@@H]1[C@@H]2OP(=O)(O)OC[C@H]2O[C@H]1N1C=NC2=C1N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]C2=O 3042.5 Semi standard non polar 33892256
Cyclic GMP,3TMS,isomer #3 C[Si](C)(C)O[C@@H]1[C@@H]2OP(=O)(O)OC[C@H]2O[C@H]1N1C=NC2=C1N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]C2=O 3152.7 Standard non polar 33892256
Cyclic GMP,3TMS,isomer #3 C[Si](C)(C)O[C@@H]1[C@@H]2OP(=O)(O)OC[C@H]2O[C@H]1N1C=NC2=C1N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]C2=O 4563.4 Standard polar 33892256
Cyclic GMP,3TMS,isomer #4 C[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@@H]3COP(=O)(O)O[C@H]3[C@H]2O[Si](C)(C)C)C(=O)N1[Si](C)(C)C 3098.1 Semi standard non polar 33892256
Cyclic GMP,3TMS,isomer #4 C[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@@H]3COP(=O)(O)O[C@H]3[C@H]2O[Si](C)(C)C)C(=O)N1[Si](C)(C)C 3053.9 Standard non polar 33892256
Cyclic GMP,3TMS,isomer #4 C[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@@H]3COP(=O)(O)O[C@H]3[C@H]2O[Si](C)(C)C)C(=O)N1[Si](C)(C)C 4634.2 Standard polar 33892256
Cyclic GMP,3TMS,isomer #5 C[Si](C)(C)OP1(=O)OC[C@H]2O[C@@H](N3C=NC4=C3N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]C4=O)[C@H](O)[C@@H]2O1 3053.5 Semi standard non polar 33892256
Cyclic GMP,3TMS,isomer #5 C[Si](C)(C)OP1(=O)OC[C@H]2O[C@@H](N3C=NC4=C3N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]C4=O)[C@H](O)[C@@H]2O1 3155.1 Standard non polar 33892256
Cyclic GMP,3TMS,isomer #5 C[Si](C)(C)OP1(=O)OC[C@H]2O[C@@H](N3C=NC4=C3N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]C4=O)[C@H](O)[C@@H]2O1 4203.7 Standard polar 33892256
Cyclic GMP,3TMS,isomer #6 C[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@@H]3COP(=O)(O[Si](C)(C)C)O[C@H]3[C@H]2O)C(=O)N1[Si](C)(C)C 3109.9 Semi standard non polar 33892256
Cyclic GMP,3TMS,isomer #6 C[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@@H]3COP(=O)(O[Si](C)(C)C)O[C@H]3[C@H]2O)C(=O)N1[Si](C)(C)C 3050.0 Standard non polar 33892256
Cyclic GMP,3TMS,isomer #6 C[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@@H]3COP(=O)(O[Si](C)(C)C)O[C@H]3[C@H]2O)C(=O)N1[Si](C)(C)C 4278.4 Standard polar 33892256
Cyclic GMP,3TMS,isomer #7 C[Si](C)(C)N(C1=NC2=C(N=CN2[C@@H]2O[C@@H]3COP(=O)(O)O[C@H]3[C@H]2O)C(=O)N1[Si](C)(C)C)[Si](C)(C)C 3141.1 Semi standard non polar 33892256
Cyclic GMP,3TMS,isomer #7 C[Si](C)(C)N(C1=NC2=C(N=CN2[C@@H]2O[C@@H]3COP(=O)(O)O[C@H]3[C@H]2O)C(=O)N1[Si](C)(C)C)[Si](C)(C)C 3179.5 Standard non polar 33892256
Cyclic GMP,3TMS,isomer #7 C[Si](C)(C)N(C1=NC2=C(N=CN2[C@@H]2O[C@@H]3COP(=O)(O)O[C@H]3[C@H]2O)C(=O)N1[Si](C)(C)C)[Si](C)(C)C 4640.4 Standard polar 33892256
Cyclic GMP,4TMS,isomer #1 C[Si](C)(C)O[C@@H]1[C@@H]2OP(=O)(O[Si](C)(C)C)OC[C@H]2O[C@H]1N1C=NC2=C1N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]C2=O 3086.6 Semi standard non polar 33892256
Cyclic GMP,4TMS,isomer #1 C[Si](C)(C)O[C@@H]1[C@@H]2OP(=O)(O[Si](C)(C)C)OC[C@H]2O[C@H]1N1C=NC2=C1N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]C2=O 3160.9 Standard non polar 33892256
Cyclic GMP,4TMS,isomer #1 C[Si](C)(C)O[C@@H]1[C@@H]2OP(=O)(O[Si](C)(C)C)OC[C@H]2O[C@H]1N1C=NC2=C1N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]C2=O 3906.3 Standard polar 33892256
Cyclic GMP,4TMS,isomer #2 C[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@@H]3COP(=O)(O[Si](C)(C)C)O[C@H]3[C@H]2O[Si](C)(C)C)C(=O)N1[Si](C)(C)C 3139.2 Semi standard non polar 33892256
Cyclic GMP,4TMS,isomer #2 C[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@@H]3COP(=O)(O[Si](C)(C)C)O[C@H]3[C@H]2O[Si](C)(C)C)C(=O)N1[Si](C)(C)C 3042.9 Standard non polar 33892256
Cyclic GMP,4TMS,isomer #2 C[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@@H]3COP(=O)(O[Si](C)(C)C)O[C@H]3[C@H]2O[Si](C)(C)C)C(=O)N1[Si](C)(C)C 3982.1 Standard polar 33892256
Cyclic GMP,4TMS,isomer #3 C[Si](C)(C)O[C@@H]1[C@@H]2OP(=O)(O)OC[C@H]2O[C@H]1N1C=NC2=C1N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C2=O 3163.4 Semi standard non polar 33892256
Cyclic GMP,4TMS,isomer #3 C[Si](C)(C)O[C@@H]1[C@@H]2OP(=O)(O)OC[C@H]2O[C@H]1N1C=NC2=C1N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C2=O 3197.6 Standard non polar 33892256
Cyclic GMP,4TMS,isomer #3 C[Si](C)(C)O[C@@H]1[C@@H]2OP(=O)(O)OC[C@H]2O[C@H]1N1C=NC2=C1N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C2=O 4217.8 Standard polar 33892256
Cyclic GMP,4TMS,isomer #4 C[Si](C)(C)OP1(=O)OC[C@H]2O[C@@H](N3C=NC4=C3N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C4=O)[C@H](O)[C@@H]2O1 3171.8 Semi standard non polar 33892256
Cyclic GMP,4TMS,isomer #4 C[Si](C)(C)OP1(=O)OC[C@H]2O[C@@H](N3C=NC4=C3N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C4=O)[C@H](O)[C@@H]2O1 3181.0 Standard non polar 33892256
Cyclic GMP,4TMS,isomer #4 C[Si](C)(C)OP1(=O)OC[C@H]2O[C@@H](N3C=NC4=C3N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C4=O)[C@H](O)[C@@H]2O1 3921.5 Standard polar 33892256
Cyclic GMP,5TMS,isomer #1 C[Si](C)(C)O[C@@H]1[C@@H]2OP(=O)(O[Si](C)(C)C)OC[C@H]2O[C@H]1N1C=NC2=C1N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C2=O 3208.7 Semi standard non polar 33892256
Cyclic GMP,5TMS,isomer #1 C[Si](C)(C)O[C@@H]1[C@@H]2OP(=O)(O[Si](C)(C)C)OC[C@H]2O[C@H]1N1C=NC2=C1N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C2=O 3165.9 Standard non polar 33892256
Cyclic GMP,5TMS,isomer #1 C[Si](C)(C)O[C@@H]1[C@@H]2OP(=O)(O[Si](C)(C)C)OC[C@H]2O[C@H]1N1C=NC2=C1N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C2=O 3679.0 Standard polar 33892256
Cyclic GMP,1TBDMS,isomer #1 CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H]2OP(=O)(O)OC[C@H]2O[C@H]1N1C=NC2=C1N=C(N)[NH]C2=O 3287.4 Semi standard non polar 33892256
Cyclic GMP,1TBDMS,isomer #1 CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H]2OP(=O)(O)OC[C@H]2O[C@H]1N1C=NC2=C1N=C(N)[NH]C2=O 3243.9 Standard non polar 33892256
Cyclic GMP,1TBDMS,isomer #1 CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H]2OP(=O)(O)OC[C@H]2O[C@H]1N1C=NC2=C1N=C(N)[NH]C2=O 5359.1 Standard polar 33892256
Cyclic GMP,1TBDMS,isomer #2 CC(C)(C)[Si](C)(C)OP1(=O)OC[C@H]2O[C@@H](N3C=NC4=C3N=C(N)[NH]C4=O)[C@H](O)[C@@H]2O1 3267.5 Semi standard non polar 33892256
Cyclic GMP,1TBDMS,isomer #2 CC(C)(C)[Si](C)(C)OP1(=O)OC[C@H]2O[C@@H](N3C=NC4=C3N=C(N)[NH]C4=O)[C@H](O)[C@@H]2O1 3205.7 Standard non polar 33892256
Cyclic GMP,1TBDMS,isomer #2 CC(C)(C)[Si](C)(C)OP1(=O)OC[C@H]2O[C@@H](N3C=NC4=C3N=C(N)[NH]C4=O)[C@H](O)[C@@H]2O1 5128.9 Standard polar 33892256
Cyclic GMP,1TBDMS,isomer #3 CC(C)(C)[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@@H]3COP(=O)(O)O[C@H]3[C@H]2O)C(=O)[NH]1 3284.2 Semi standard non polar 33892256
Cyclic GMP,1TBDMS,isomer #3 CC(C)(C)[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@@H]3COP(=O)(O)O[C@H]3[C@H]2O)C(=O)[NH]1 3257.8 Standard non polar 33892256
Cyclic GMP,1TBDMS,isomer #3 CC(C)(C)[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@@H]3COP(=O)(O)O[C@H]3[C@H]2O)C(=O)[NH]1 5325.7 Standard polar 33892256
Cyclic GMP,1TBDMS,isomer #4 CC(C)(C)[Si](C)(C)N1C(N)=NC2=C(N=CN2[C@@H]2O[C@@H]3COP(=O)(O)O[C@H]3[C@H]2O)C1=O 3323.9 Semi standard non polar 33892256
Cyclic GMP,1TBDMS,isomer #4 CC(C)(C)[Si](C)(C)N1C(N)=NC2=C(N=CN2[C@@H]2O[C@@H]3COP(=O)(O)O[C@H]3[C@H]2O)C1=O 3228.5 Standard non polar 33892256
Cyclic GMP,1TBDMS,isomer #4 CC(C)(C)[Si](C)(C)N1C(N)=NC2=C(N=CN2[C@@H]2O[C@@H]3COP(=O)(O)O[C@H]3[C@H]2O)C1=O 5446.8 Standard polar 33892256
Cyclic GMP,2TBDMS,isomer #1 CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H]2OP(=O)(O[Si](C)(C)C(C)(C)C)OC[C@H]2O[C@H]1N1C=NC2=C1N=C(N)[NH]C2=O 3396.9 Semi standard non polar 33892256
Cyclic GMP,2TBDMS,isomer #1 CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H]2OP(=O)(O[Si](C)(C)C(C)(C)C)OC[C@H]2O[C@H]1N1C=NC2=C1N=C(N)[NH]C2=O 3365.5 Standard non polar 33892256
Cyclic GMP,2TBDMS,isomer #1 CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H]2OP(=O)(O[Si](C)(C)C(C)(C)C)OC[C@H]2O[C@H]1N1C=NC2=C1N=C(N)[NH]C2=O 4790.4 Standard polar 33892256
Cyclic GMP,2TBDMS,isomer #2 CC(C)(C)[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@@H]3COP(=O)(O)O[C@H]3[C@H]2O[Si](C)(C)C(C)(C)C)C(=O)[NH]1 3404.3 Semi standard non polar 33892256
Cyclic GMP,2TBDMS,isomer #2 CC(C)(C)[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@@H]3COP(=O)(O)O[C@H]3[C@H]2O[Si](C)(C)C(C)(C)C)C(=O)[NH]1 3450.5 Standard non polar 33892256
Cyclic GMP,2TBDMS,isomer #2 CC(C)(C)[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@@H]3COP(=O)(O)O[C@H]3[C@H]2O[Si](C)(C)C(C)(C)C)C(=O)[NH]1 4933.5 Standard polar 33892256
Cyclic GMP,2TBDMS,isomer #3 CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H]2OP(=O)(O)OC[C@H]2O[C@H]1N1C=NC2=C1N=C(N)N([Si](C)(C)C(C)(C)C)C2=O 3486.7 Semi standard non polar 33892256
Cyclic GMP,2TBDMS,isomer #3 CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H]2OP(=O)(O)OC[C@H]2O[C@H]1N1C=NC2=C1N=C(N)N([Si](C)(C)C(C)(C)C)C2=O 3430.3 Standard non polar 33892256
Cyclic GMP,2TBDMS,isomer #3 CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H]2OP(=O)(O)OC[C@H]2O[C@H]1N1C=NC2=C1N=C(N)N([Si](C)(C)C(C)(C)C)C2=O 5154.4 Standard polar 33892256
Cyclic GMP,2TBDMS,isomer #4 CC(C)(C)[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@@H]3COP(=O)(O[Si](C)(C)C(C)(C)C)O[C@H]3[C@H]2O)C(=O)[NH]1 3390.8 Semi standard non polar 33892256
Cyclic GMP,2TBDMS,isomer #4 CC(C)(C)[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@@H]3COP(=O)(O[Si](C)(C)C(C)(C)C)O[C@H]3[C@H]2O)C(=O)[NH]1 3409.6 Standard non polar 33892256
Cyclic GMP,2TBDMS,isomer #4 CC(C)(C)[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@@H]3COP(=O)(O[Si](C)(C)C(C)(C)C)O[C@H]3[C@H]2O)C(=O)[NH]1 4638.4 Standard polar 33892256
Cyclic GMP,2TBDMS,isomer #5 CC(C)(C)[Si](C)(C)OP1(=O)OC[C@H]2O[C@@H](N3C=NC4=C3N=C(N)N([Si](C)(C)C(C)(C)C)C4=O)[C@H](O)[C@@H]2O1 3478.0 Semi standard non polar 33892256
Cyclic GMP,2TBDMS,isomer #5 CC(C)(C)[Si](C)(C)OP1(=O)OC[C@H]2O[C@@H](N3C=NC4=C3N=C(N)N([Si](C)(C)C(C)(C)C)C4=O)[C@H](O)[C@@H]2O1 3381.2 Standard non polar 33892256
Cyclic GMP,2TBDMS,isomer #5 CC(C)(C)[Si](C)(C)OP1(=O)OC[C@H]2O[C@@H](N3C=NC4=C3N=C(N)N([Si](C)(C)C(C)(C)C)C4=O)[C@H](O)[C@@H]2O1 4877.0 Standard polar 33892256
Cyclic GMP,2TBDMS,isomer #6 CC(C)(C)[Si](C)(C)N(C1=NC2=C(N=CN2[C@@H]2O[C@@H]3COP(=O)(O)O[C@H]3[C@H]2O)C(=O)[NH]1)[Si](C)(C)C(C)(C)C 3417.5 Semi standard non polar 33892256
Cyclic GMP,2TBDMS,isomer #6 CC(C)(C)[Si](C)(C)N(C1=NC2=C(N=CN2[C@@H]2O[C@@H]3COP(=O)(O)O[C@H]3[C@H]2O)C(=O)[NH]1)[Si](C)(C)C(C)(C)C 3535.6 Standard non polar 33892256
Cyclic GMP,2TBDMS,isomer #6 CC(C)(C)[Si](C)(C)N(C1=NC2=C(N=CN2[C@@H]2O[C@@H]3COP(=O)(O)O[C@H]3[C@H]2O)C(=O)[NH]1)[Si](C)(C)C(C)(C)C 4881.1 Standard polar 33892256
Cyclic GMP,2TBDMS,isomer #7 CC(C)(C)[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@@H]3COP(=O)(O)O[C@H]3[C@H]2O)C(=O)N1[Si](C)(C)C(C)(C)C 3507.1 Semi standard non polar 33892256
Cyclic GMP,2TBDMS,isomer #7 CC(C)(C)[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@@H]3COP(=O)(O)O[C@H]3[C@H]2O)C(=O)N1[Si](C)(C)C(C)(C)C 3455.3 Standard non polar 33892256
Cyclic GMP,2TBDMS,isomer #7 CC(C)(C)[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@@H]3COP(=O)(O)O[C@H]3[C@H]2O)C(=O)N1[Si](C)(C)C(C)(C)C 4898.2 Standard polar 33892256
Cyclic GMP,3TBDMS,isomer #1 CC(C)(C)[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@@H]3COP(=O)(O[Si](C)(C)C(C)(C)C)O[C@H]3[C@H]2O[Si](C)(C)C(C)(C)C)C(=O)[NH]1 3553.5 Semi standard non polar 33892256
Cyclic GMP,3TBDMS,isomer #1 CC(C)(C)[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@@H]3COP(=O)(O[Si](C)(C)C(C)(C)C)O[C@H]3[C@H]2O[Si](C)(C)C(C)(C)C)C(=O)[NH]1 3573.9 Standard non polar 33892256
Cyclic GMP,3TBDMS,isomer #1 CC(C)(C)[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@@H]3COP(=O)(O[Si](C)(C)C(C)(C)C)O[C@H]3[C@H]2O[Si](C)(C)C(C)(C)C)C(=O)[NH]1 4402.5 Standard polar 33892256
Cyclic GMP,3TBDMS,isomer #2 CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H]2OP(=O)(O[Si](C)(C)C(C)(C)C)OC[C@H]2O[C@H]1N1C=NC2=C1N=C(N)N([Si](C)(C)C(C)(C)C)C2=O 3648.2 Semi standard non polar 33892256
Cyclic GMP,3TBDMS,isomer #2 CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H]2OP(=O)(O[Si](C)(C)C(C)(C)C)OC[C@H]2O[C@H]1N1C=NC2=C1N=C(N)N([Si](C)(C)C(C)(C)C)C2=O 3548.5 Standard non polar 33892256
Cyclic GMP,3TBDMS,isomer #2 CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H]2OP(=O)(O[Si](C)(C)C(C)(C)C)OC[C@H]2O[C@H]1N1C=NC2=C1N=C(N)N([Si](C)(C)C(C)(C)C)C2=O 4728.5 Standard polar 33892256
Cyclic GMP,3TBDMS,isomer #3 CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H]2OP(=O)(O)OC[C@H]2O[C@H]1N1C=NC2=C1N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[NH]C2=O 3574.6 Semi standard non polar 33892256
Cyclic GMP,3TBDMS,isomer #3 CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H]2OP(=O)(O)OC[C@H]2O[C@H]1N1C=NC2=C1N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[NH]C2=O 3710.1 Standard non polar 33892256
Cyclic GMP,3TBDMS,isomer #3 CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H]2OP(=O)(O)OC[C@H]2O[C@H]1N1C=NC2=C1N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[NH]C2=O 4558.5 Standard polar 33892256
Cyclic GMP,3TBDMS,isomer #4 CC(C)(C)[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@@H]3COP(=O)(O)O[C@H]3[C@H]2O[Si](C)(C)C(C)(C)C)C(=O)N1[Si](C)(C)C(C)(C)C 3684.1 Semi standard non polar 33892256
Cyclic GMP,3TBDMS,isomer #4 CC(C)(C)[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@@H]3COP(=O)(O)O[C@H]3[C@H]2O[Si](C)(C)C(C)(C)C)C(=O)N1[Si](C)(C)C(C)(C)C 3634.0 Standard non polar 33892256
Cyclic GMP,3TBDMS,isomer #4 CC(C)(C)[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@@H]3COP(=O)(O)O[C@H]3[C@H]2O[Si](C)(C)C(C)(C)C)C(=O)N1[Si](C)(C)C(C)(C)C 4611.4 Standard polar 33892256
Cyclic GMP,3TBDMS,isomer #5 CC(C)(C)[Si](C)(C)OP1(=O)OC[C@H]2O[C@@H](N3C=NC4=C3N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[NH]C4=O)[C@H](O)[C@@H]2O1 3541.3 Semi standard non polar 33892256
Cyclic GMP,3TBDMS,isomer #5 CC(C)(C)[Si](C)(C)OP1(=O)OC[C@H]2O[C@@H](N3C=NC4=C3N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[NH]C4=O)[C@H](O)[C@@H]2O1 3669.1 Standard non polar 33892256
Cyclic GMP,3TBDMS,isomer #5 CC(C)(C)[Si](C)(C)OP1(=O)OC[C@H]2O[C@@H](N3C=NC4=C3N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[NH]C4=O)[C@H](O)[C@@H]2O1 4301.2 Standard polar 33892256
Cyclic GMP,3TBDMS,isomer #6 CC(C)(C)[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@@H]3COP(=O)(O[Si](C)(C)C(C)(C)C)O[C@H]3[C@H]2O)C(=O)N1[Si](C)(C)C(C)(C)C 3662.1 Semi standard non polar 33892256
Cyclic GMP,3TBDMS,isomer #6 CC(C)(C)[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@@H]3COP(=O)(O[Si](C)(C)C(C)(C)C)O[C@H]3[C@H]2O)C(=O)N1[Si](C)(C)C(C)(C)C 3577.1 Standard non polar 33892256
Cyclic GMP,3TBDMS,isomer #6 CC(C)(C)[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@@H]3COP(=O)(O[Si](C)(C)C(C)(C)C)O[C@H]3[C@H]2O)C(=O)N1[Si](C)(C)C(C)(C)C 4352.9 Standard polar 33892256
Cyclic GMP,3TBDMS,isomer #7 CC(C)(C)[Si](C)(C)N(C1=NC2=C(N=CN2[C@@H]2O[C@@H]3COP(=O)(O)O[C@H]3[C@H]2O)C(=O)N1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C 3681.2 Semi standard non polar 33892256
Cyclic GMP,3TBDMS,isomer #7 CC(C)(C)[Si](C)(C)N(C1=NC2=C(N=CN2[C@@H]2O[C@@H]3COP(=O)(O)O[C@H]3[C@H]2O)C(=O)N1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C 3723.7 Standard non polar 33892256
Cyclic GMP,3TBDMS,isomer #7 CC(C)(C)[Si](C)(C)N(C1=NC2=C(N=CN2[C@@H]2O[C@@H]3COP(=O)(O)O[C@H]3[C@H]2O)C(=O)N1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C 4566.9 Standard polar 33892256
Cyclic GMP,4TBDMS,isomer #1 CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H]2OP(=O)(O[Si](C)(C)C(C)(C)C)OC[C@H]2O[C@H]1N1C=NC2=C1N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[NH]C2=O 3717.9 Semi standard non polar 33892256
Cyclic GMP,4TBDMS,isomer #1 CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H]2OP(=O)(O[Si](C)(C)C(C)(C)C)OC[C@H]2O[C@H]1N1C=NC2=C1N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[NH]C2=O 3818.1 Standard non polar 33892256
Cyclic GMP,4TBDMS,isomer #1 CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H]2OP(=O)(O[Si](C)(C)C(C)(C)C)OC[C@H]2O[C@H]1N1C=NC2=C1N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[NH]C2=O 4108.1 Standard polar 33892256
Cyclic GMP,4TBDMS,isomer #2 CC(C)(C)[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@@H]3COP(=O)(O[Si](C)(C)C(C)(C)C)O[C@H]3[C@H]2O[Si](C)(C)C(C)(C)C)C(=O)N1[Si](C)(C)C(C)(C)C 3836.4 Semi standard non polar 33892256
Cyclic GMP,4TBDMS,isomer #2 CC(C)(C)[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@@H]3COP(=O)(O[Si](C)(C)C(C)(C)C)O[C@H]3[C@H]2O[Si](C)(C)C(C)(C)C)C(=O)N1[Si](C)(C)C(C)(C)C 3725.5 Standard non polar 33892256
Cyclic GMP,4TBDMS,isomer #2 CC(C)(C)[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@@H]3COP(=O)(O[Si](C)(C)C(C)(C)C)O[C@H]3[C@H]2O[Si](C)(C)C(C)(C)C)C(=O)N1[Si](C)(C)C(C)(C)C 4174.7 Standard polar 33892256
Cyclic GMP,4TBDMS,isomer #3 CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H]2OP(=O)(O)OC[C@H]2O[C@H]1N1C=NC2=C1N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C2=O 3865.3 Semi standard non polar 33892256
Cyclic GMP,4TBDMS,isomer #3 CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H]2OP(=O)(O)OC[C@H]2O[C@H]1N1C=NC2=C1N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C2=O 3882.4 Standard non polar 33892256
Cyclic GMP,4TBDMS,isomer #3 CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H]2OP(=O)(O)OC[C@H]2O[C@H]1N1C=NC2=C1N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C2=O 4283.5 Standard polar 33892256
Cyclic GMP,4TBDMS,isomer #4 CC(C)(C)[Si](C)(C)OP1(=O)OC[C@H]2O[C@@H](N3C=NC4=C3N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C4=O)[C@H](O)[C@@H]2O1 3825.3 Semi standard non polar 33892256
Cyclic GMP,4TBDMS,isomer #4 CC(C)(C)[Si](C)(C)OP1(=O)OC[C@H]2O[C@@H](N3C=NC4=C3N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C4=O)[C@H](O)[C@@H]2O1 3816.0 Standard non polar 33892256
Cyclic GMP,4TBDMS,isomer #4 CC(C)(C)[Si](C)(C)OP1(=O)OC[C@H]2O[C@@H](N3C=NC4=C3N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C4=O)[C@H](O)[C@@H]2O1 4096.9 Standard polar 33892256
Spectra

GC-MS Spectra

Spectrum Type Description Splash Key Deposition Date Source View
Experimental GC-MS GC-MS Spectrum - Cyclic GMP GC-MS (4 TMS) splash10-001i-2972000000-80320c485cef8d6d91ad 2014-06-16 HMDB team, MONA, MassBank View Spectrum
Experimental GC-MS GC-MS Spectrum - Cyclic GMP GC-MS (Non-derivatized) splash10-001i-2972000000-80320c485cef8d6d91ad 2017-09-12 HMDB team, MONA, MassBank View Spectrum
Predicted GC-MS Predicted GC-MS Spectrum - Cyclic GMP GC-MS (Non-derivatized) - 70eV, Positive splash10-0f76-3901000000-c970aad6713a547b2d8f 2017-09-01 Wishart Lab View Spectrum
Predicted GC-MS Predicted GC-MS Spectrum - Cyclic GMP GC-MS (1 TMS) - 70eV, Positive splash10-00di-4590100000-edbc82f84eca5a64f5a5 2017-10-06 Wishart Lab View Spectrum
Predicted GC-MS Predicted GC-MS Spectrum - Cyclic GMP GC-MS (Non-derivatized) - 70eV, Positive Not Available 2021-10-12 Wishart Lab View Spectrum
Predicted GC-MS Predicted GC-MS Spectrum - Cyclic GMP GC-MS (Non-derivatized) - 70eV, Positive Not Available 2021-10-12 Wishart Lab View Spectrum

MS/MS Spectra

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

NMR Spectra

Spectrum Type Description Deposition Date Source View
Predicted 1D NMR 13C NMR Spectrum (1D, 100 MHz, H2O, predicted) 2022-08-17 Wishart Lab View Spectrum
Predicted 1D NMR 1H NMR Spectrum (1D, 100 MHz, H2O, predicted) 2022-08-17 Wishart Lab View Spectrum
Predicted 1D NMR 13C NMR Spectrum (1D, 1000 MHz, H2O, predicted) 2022-08-17 Wishart Lab View Spectrum
Predicted 1D NMR 1H NMR Spectrum (1D, 1000 MHz, H2O, predicted) 2022-08-17 Wishart Lab View Spectrum
Predicted 1D NMR 13C NMR Spectrum (1D, 200 MHz, H2O, predicted) 2022-08-17 Wishart Lab View Spectrum
Predicted 1D NMR 1H NMR Spectrum (1D, 200 MHz, H2O, predicted) 2022-08-17 Wishart Lab View Spectrum
Predicted 1D NMR 13C NMR Spectrum (1D, 300 MHz, H2O, predicted) 2022-08-17 Wishart Lab View Spectrum
Predicted 1D NMR 1H NMR Spectrum (1D, 300 MHz, H2O, predicted) 2022-08-17 Wishart Lab View Spectrum
Predicted 1D NMR 13C NMR Spectrum (1D, 400 MHz, H2O, predicted) 2022-08-17 Wishart Lab View Spectrum
Predicted 1D NMR 1H NMR Spectrum (1D, 400 MHz, H2O, predicted) 2022-08-17 Wishart Lab View Spectrum
Predicted 1D NMR 13C NMR Spectrum (1D, 500 MHz, H2O, predicted) 2022-08-17 Wishart Lab View Spectrum
Predicted 1D NMR 1H NMR Spectrum (1D, 500 MHz, H2O, predicted) 2022-08-17 Wishart Lab View Spectrum
Predicted 1D NMR 13C NMR Spectrum (1D, 600 MHz, H2O, predicted) 2022-08-17 Wishart Lab View Spectrum
Predicted 1D NMR 1H NMR Spectrum (1D, 600 MHz, H2O, predicted) 2022-08-17 Wishart Lab View Spectrum
Predicted 1D NMR 13C NMR Spectrum (1D, 700 MHz, H2O, predicted) 2022-08-17 Wishart Lab View Spectrum
Predicted 1D NMR 1H NMR Spectrum (1D, 700 MHz, H2O, predicted) 2022-08-17 Wishart Lab View Spectrum
Predicted 1D NMR 13C NMR Spectrum (1D, 800 MHz, H2O, predicted) 2022-08-17 Wishart Lab View Spectrum
Predicted 1D NMR 1H NMR Spectrum (1D, 800 MHz, H2O, predicted) 2022-08-17 Wishart Lab View Spectrum
Predicted 1D NMR 13C NMR Spectrum (1D, 900 MHz, H2O, predicted) 2022-08-17 Wishart Lab View Spectrum
Predicted 1D NMR 1H NMR Spectrum (1D, 900 MHz, H2O, predicted) 2022-08-17 Wishart Lab View Spectrum
Biological Properties
Cellular Locations
  • Extracellular
  • Nucleus
  • Golgi apparatus
Biospecimen Locations
  • Blood
  • Cerebrospinal Fluid (CSF)
  • Urine
Tissue Locations
  • Kidney
  • Platelet
  • Smooth Muscle
Pathways
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 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 details
Urine Detected but not Quantified Not Quantified Not Specified Not Specified Cancer patients undergoing total body irradiation details
Associated Disorders and Diseases
Disease References
Headache
  1. 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
DrugBank ID DB02315
Phenol Explorer Compound ID Not Available
FooDB ID FDB030764
KNApSAcK ID C00019673
Chemspider ID 22734
KEGG Compound ID C00942
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
Good Scents 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
  1. 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 ]
  2. 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 ]
  3. 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 ]
  4. 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 ]
  5. 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 ]
  6. 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 ]
  7. 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 ]
  8. 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 ]
  9. 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 ]
  10. 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 ]
  11. 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 ]
  12. 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 ]
  13. 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 ]
  14. 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 ]
  15. 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 ]
  16. 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 ]
  17. 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 ]
  18. 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 ]
  19. 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 ]
  20. 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