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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2009-01-30 10:21:23 UTC

Update Date

2022-09-22 18:34:20 UTC

HMDB ID

HMDB0011629

Secondary Accession Numbers

HMDB11629

Metabolite Identification

Common Name

Guanosine 2',3'-cyclic phosphate

Description

2',3'-Cyclic GMP is a cyclic guanosine derivative that is a precursor to 3'-GMP. The enzyme 2'3'-cyclic-nucleotide 2'-phosphodiesterase (E.C. 3.1.4.16) catalyses the hydrolysis of both 2',3'-cyclic AMP and 2',3'-cyclic GMP into 3'-AMP and 3'-GMP, respectively, at the 3'-terminal of RNA. 2',3'-cyclic phosphate termini are produced, as either intermediates or final products, during RNA cleavage by many different endoribonucleases. The enzyme RNA 3'-phosphate cyclase also converts the 3'-terminal phosphate in RNA into the 2',3'-cyclic phosphodiester in the ATP-dependent reaction which involves formation of the covalent cyclase-AMP and the RNA-N3' pp5' A intermediates (PMID: 10397337 ). This enzyme could be involved in the maintenance of cyclic ends in tRNA splicing intermediates or in the cyclization of the 3' end of U6 snRNA (PMID: 9184239 ). Guanosine-2',3'-cyclic phosphate is capable of blocking DNA synthesis in vitro (PMID: 7528887 ). 2', 3'-cGMP seems to preferentially stimulate mature T-cells while 3', 5'-cGMP preferentially acts on B-cells (PMID: 163786 ).

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0011629
     RDKit          3D
Guanosine 2',3'-cyclic phosphate
 35 38  0  0  0  0  0  0  0  0999 V2000
    4.0040   -2.0199    0.2572 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5741   -0.6923   -0.0277 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5162    0.1843   -0.4270 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1996    1.4563   -0.7165 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0421    2.3159   -1.0940 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8763    1.8248   -0.5882 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2146    2.9664   -0.7830 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9160    2.7670   -0.5054 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7240    1.4895   -0.1269 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5494    0.9457    0.2395 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4890    0.1321    1.3786 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7934   -0.3564    1.4248 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9504   -1.5140    2.3592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1731   -2.6004    2.0441 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1468   -0.7349   -0.0197 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3955   -0.2444   -0.2660 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2752    0.1953   -1.9144 P   0  0  0  0  0  5  0  0  0  0  0  0
   -3.5631   -0.9641   -2.8129 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2066    1.5343   -2.2674 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6046    0.5610   -1.9045 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1171   -0.0076   -0.7782 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9099    0.9025   -0.1724 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2752   -0.3631    0.1070 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3551   -2.2021    1.2183 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9732   -2.7936   -0.4640 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1815    3.5573   -0.5926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3034    1.7245    0.4433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4367    0.4716    1.7865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7967   -1.1396    3.3916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0143   -1.8389    2.3088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5597   -3.3856    2.5487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1275   -1.8332   -0.1579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4932    1.4518   -3.2265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3146   -0.7427   -1.0792 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5485   -1.0475    0.4172 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
  4  6  1  0
  6  7  1  0
  7  8  2  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
 12 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 17 20  1  0
 20 21  1  0
  9 22  1  0
 22 23  1  0
 23  2  1  0
 22  6  2  0
 21 10  1  0
 21 15  1  0
  1 24  1  0
  1 25  1  0
  8 26  1  0
 10 27  1  1
 12 28  1  1
 13 29  1  0
 13 30  1  0
 14 31  1  0
 15 32  1  1
 19 33  1  0
 21 34  1  6
 23 35  1  0
M  END


  Mrv0541 02241201482D          

 23 26  0  0  1  0            999 V2000
   11.3888  -18.5524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6042  -18.2974    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.3888  -19.3774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1033  -18.1399    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.6042  -19.6323    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.8178  -19.3774    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.1033  -19.7899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8178  -18.5524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1193  -18.9649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1033  -20.6149    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5323  -18.1399    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0191  -17.3042    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.7302  -16.0009    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.3481  -16.5476    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0194  -16.4197    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.1980  -17.2252    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.1982  -16.3406    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4871  -17.6439    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8093  -15.1798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1376  -14.7007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0824  -16.8491    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8692  -17.0972    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    7.2609  -17.6546    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  1  2  0  0  0  0
  4  1  1  0  0  0  0
  9  2  1  0  0  0  0
 12  2  1  1  0  0  0
  5  3  1  0  0  0  0
  7  3  1  0  0  0  0
  8  4  1  0  0  0  0
  9  5  2  0  0  0  0
  8  6  2  0  0  0  0
  7  6  1  0  0  0  0
 10  7  2  0  0  0  0
 11  8  1  0  0  0  0
 14 12  1  0  0  0  0
 16 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15 13  1  0  0  0  0
 13 19  1  1  0  0  0
 16 15  1  0  0  0  0
 15 17  1  6  0  0  0
 16 18  1  6  0  0  0
 22 17  1  0  0  0  0
 20 19  1  0  0  0  0
 22 21  1  0  0  0  0
 23 22  2  0  0  0  0
 22 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0011629

> <DATABASE_NAME>
hmdb

> <SMILES>
NC1=NC(=O)C2=C(N1)N(C=N2)[C@@H]1O[C@H](CO)[C@H]2OP(O)(=O)O[C@@H]12

> <INCHI_IDENTIFIER>
InChI=1S/C10H12N5O7P/c11-10-13-7-4(8(17)14-10)12-2-15(7)9-6-5(3(1-16)20-9)21-23(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>
UASRYODFRYWBRC-UUOKFMHZSA-N

> <FORMULA>
C10H12N5O7P

> <MOLECULAR_WEIGHT>
345.2053

> <EXACT_MASS>
345.047434275

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_AVERAGE_POLARIZABILITY>
29.106434045453927

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
9-[(3aR,4R,6R,6aR)-2-hydroxy-6-(hydroxymethyl)-2-oxo-tetrahydro-2H-2λ⁵-furo[3,4-d][1,3,2]dioxaphosphol-4-yl]-2-amino-6,9-dihydro-3H-purin-6-one

> <ALOGPS_LOGP>
-1.61

> <JCHEM_LOGP>
-2.3973771412686973

> <ALOGPS_LOGS>
-1.99

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.9818642383631335

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.6988539991839868

> <JCHEM_PKA_STRONGEST_BASIC>
2.644189521168459

> <JCHEM_POLAR_SURFACE_AREA>
170.51999999999998

> <JCHEM_REFRACTIVITY>
71.28160000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.53e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
9-[(3aR,4R,6R,6aR)-2-hydroxy-6-(hydroxymethyl)-2-oxo-tetrahydro-2λ⁵-furo[3,4-d][1,3,2]dioxaphosphol-4-yl]-2-amino-3H-purin-6-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0011629
     RDKit          3D
Guanosine 2',3'-cyclic phosphate
 35 38  0  0  0  0  0  0  0  0999 V2000
    4.0040   -2.0199    0.2572 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5741   -0.6923   -0.0277 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5162    0.1843   -0.4270 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1996    1.4563   -0.7165 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0421    2.3159   -1.0940 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8763    1.8248   -0.5882 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2146    2.9664   -0.7830 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9160    2.7670   -0.5054 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7240    1.4895   -0.1269 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5494    0.9457    0.2395 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4890    0.1321    1.3786 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7934   -0.3564    1.4248 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9504   -1.5140    2.3592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1731   -2.6004    2.0441 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1468   -0.7349   -0.0197 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3955   -0.2444   -0.2660 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2752    0.1953   -1.9144 P   0  0  0  0  0  5  0  0  0  0  0  0
   -3.5631   -0.9641   -2.8129 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2066    1.5343   -2.2674 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6046    0.5610   -1.9045 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1171   -0.0076   -0.7782 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9099    0.9025   -0.1724 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2752   -0.3631    0.1070 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3551   -2.2021    1.2183 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9732   -2.7936   -0.4640 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1815    3.5573   -0.5926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3034    1.7245    0.4433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4367    0.4716    1.7865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7967   -1.1396    3.3916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0143   -1.8389    2.3088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5597   -3.3856    2.5487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1275   -1.8332   -0.1579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4932    1.4518   -3.2265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3146   -0.7427   -1.0792 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5485   -1.0475    0.4172 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
  4  6  1  0
  6  7  1  0
  7  8  2  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
 12 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 17 20  1  0
 20 21  1  0
  9 22  1  0
 22 23  1  0
 23  2  1  0
 22  6  2  0
 21 10  1  0
 21 15  1  0
  1 24  1  0
  1 25  1  0
  8 26  1  0
 10 27  1  1
 12 28  1  1
 13 29  1  0
 13 30  1  0
 14 31  1  0
 15 32  1  1
 19 33  1  0
 21 34  1  6
 23 35  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      21.259 -34.631   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0      19.795 -34.155   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0      21.259 -36.171   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0      22.593 -33.861   0.000  0.00  0.00           N+0
HETATM    5  N   UNK     0      19.795 -36.647   0.000  0.00  0.00           N+0
HETATM    6  N   UNK     0      23.927 -36.171   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      22.593 -36.941   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      23.927 -34.631   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      18.889 -35.401   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      22.593 -38.481   0.000  0.00  0.00           O+0
HETATM   11  N   UNK     0      25.260 -33.861   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0      18.702 -32.301   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      18.163 -29.868   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      19.316 -30.889   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      16.836 -30.650   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      17.170 -32.154   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      15.303 -30.502   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      15.843 -32.935   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      18.311 -28.336   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      17.057 -27.441   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      13.220 -31.452   0.000  0.00  0.00           O+0
HETATM   22  P   UNK     0      14.689 -31.915   0.000  0.00  0.00           P+0
HETATM   23  O   UNK     0      13.554 -32.955   0.000  0.00  0.00           O+0
CONECT    1    2    3    4                                                  
CONECT    2    1    9   12                                                  
CONECT    3    1    5    7                                                  
CONECT    4    1    8                                                       
CONECT    5    3    9                                                       
CONECT    6    8    7                                                       
CONECT    7    3    6   10                                                  
CONECT    8    4    6   11                                                  
CONECT    9    2    5                                                       
CONECT   10    7                                                            
CONECT   11    8                                                            
CONECT   12    2   14   16                                                  
CONECT   13   14   15   19                                                  
CONECT   14   12   13                                                       
CONECT   15   13   16   17                                                  
CONECT   16   12   15   18                                                  
CONECT   17   15   22                                                       
CONECT   18   16   22                                                       
CONECT   19   13   20                                                       
CONECT   20   19                                                            
CONECT   21   22                                                            
CONECT   22   17   21   23   18                                             
CONECT   23   22                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   52    0
END

COMPND    HMDB0011629
HETATM    1  N1  UNL     1       4.004  -2.020   0.257  1.00  0.00           N  
HETATM    2  C1  UNL     1       3.574  -0.692  -0.028  1.00  0.00           C  
HETATM    3  N2  UNL     1       4.516   0.184  -0.427  1.00  0.00           N  
HETATM    4  C2  UNL     1       4.200   1.456  -0.716  1.00  0.00           C  
HETATM    5  O1  UNL     1       5.042   2.316  -1.094  1.00  0.00           O  
HETATM    6  C3  UNL     1       2.876   1.825  -0.588  1.00  0.00           C  
HETATM    7  N3  UNL     1       2.215   2.966  -0.783  1.00  0.00           N  
HETATM    8  C4  UNL     1       0.916   2.767  -0.505  1.00  0.00           C  
HETATM    9  N4  UNL     1       0.724   1.489  -0.127  1.00  0.00           N  
HETATM   10  C5  UNL     1      -0.549   0.946   0.239  1.00  0.00           C  
HETATM   11  O2  UNL     1      -0.489   0.132   1.379  1.00  0.00           O  
HETATM   12  C6  UNL     1      -1.793  -0.356   1.425  1.00  0.00           C  
HETATM   13  C7  UNL     1      -1.950  -1.514   2.359  1.00  0.00           C  
HETATM   14  O3  UNL     1      -1.173  -2.600   2.044  1.00  0.00           O  
HETATM   15  C8  UNL     1      -2.147  -0.735  -0.020  1.00  0.00           C  
HETATM   16  O4  UNL     1      -3.395  -0.244  -0.266  1.00  0.00           O  
HETATM   17  P1  UNL     1      -3.275   0.195  -1.914  1.00  0.00           P  
HETATM   18  O5  UNL     1      -3.563  -0.964  -2.813  1.00  0.00           O  
HETATM   19  O6  UNL     1      -4.207   1.534  -2.267  1.00  0.00           O  
HETATM   20  O7  UNL     1      -1.605   0.561  -1.905  1.00  0.00           O  
HETATM   21  C9  UNL     1      -1.117  -0.008  -0.778  1.00  0.00           C  
HETATM   22  C10 UNL     1       1.910   0.903  -0.172  1.00  0.00           C  
HETATM   23  N5  UNL     1       2.275  -0.363   0.107  1.00  0.00           N  
HETATM   24  H1  UNL     1       4.355  -2.202   1.218  1.00  0.00           H  
HETATM   25  H2  UNL     1       3.973  -2.794  -0.464  1.00  0.00           H  
HETATM   26  H3  UNL     1       0.181   3.557  -0.593  1.00  0.00           H  
HETATM   27  H4  UNL     1      -1.303   1.724   0.443  1.00  0.00           H  
HETATM   28  H5  UNL     1      -2.437   0.472   1.787  1.00  0.00           H  
HETATM   29  H6  UNL     1      -1.797  -1.140   3.392  1.00  0.00           H  
HETATM   30  H7  UNL     1      -3.014  -1.839   2.309  1.00  0.00           H  
HETATM   31  H8  UNL     1      -1.560  -3.386   2.549  1.00  0.00           H  
HETATM   32  H9  UNL     1      -2.127  -1.833  -0.158  1.00  0.00           H  
HETATM   33  H10 UNL     1      -4.493   1.452  -3.227  1.00  0.00           H  
HETATM   34  H11 UNL     1      -0.315  -0.743  -1.079  1.00  0.00           H  
HETATM   35  H12 UNL     1       1.549  -1.048   0.417  1.00  0.00           H  
CONECT    1    2   24   25
CONECT    2    3    3   23
CONECT    3    4
CONECT    4    5    5    6
CONECT    6    7   22   22
CONECT    7    8    8
CONECT    8    9   26
CONECT    9   10   22
CONECT   10   11   21   27
CONECT   11   12
CONECT   12   13   15   28
CONECT   13   14   29   30
CONECT   14   31
CONECT   15   16   21   32
CONECT   16   17
CONECT   17   18   18   19   20
CONECT   19   33
CONECT   20   21
CONECT   21   34
CONECT   22   23
CONECT   23   35
END

HMDB0011629
     RDKit          3D
Guanosine 2',3'-cyclic phosphate
 35 38  0  0  0  0  0  0  0  0999 V2000
    4.0040   -2.0199    0.2572 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5741   -0.6923   -0.0277 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5162    0.1843   -0.4270 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1996    1.4563   -0.7165 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0421    2.3159   -1.0940 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8763    1.8248   -0.5882 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2146    2.9664   -0.7830 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9160    2.7670   -0.5054 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7240    1.4895   -0.1269 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5494    0.9457    0.2395 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4890    0.1321    1.3786 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7934   -0.3564    1.4248 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9504   -1.5140    2.3592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1731   -2.6004    2.0441 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1468   -0.7349   -0.0197 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3955   -0.2444   -0.2660 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2752    0.1953   -1.9144 P   0  0  0  0  0  5  0  0  0  0  0  0
   -3.5631   -0.9641   -2.8129 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2066    1.5343   -2.2674 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6046    0.5610   -1.9045 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1171   -0.0076   -0.7782 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9099    0.9025   -0.1724 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2752   -0.3631    0.1070 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3551   -2.2021    1.2183 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9732   -2.7936   -0.4640 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1815    3.5573   -0.5926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3034    1.7245    0.4433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4367    0.4716    1.7865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7967   -1.1396    3.3916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0143   -1.8389    2.3088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5597   -3.3856    2.5487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1275   -1.8332   -0.1579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4932    1.4518   -3.2265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3146   -0.7427   -1.0792 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5485   -1.0475    0.4172 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
  4  6  1  0
  6  7  1  0
  7  8  2  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
 12 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 17 20  1  0
 20 21  1  0
  9 22  1  0
 22 23  1  0
 23  2  1  0
 22  6  2  0
 21 10  1  0
 21 15  1  0
  1 24  1  0
  1 25  1  0
  8 26  1  0
 10 27  1  1
 12 28  1  1
 13 29  1  0
 13 30  1  0
 14 31  1  0
 15 32  1  1
 19 33  1  0
 21 34  1  6
 23 35  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Cyclic guanosine 2',3'-monophosphate	ChEBI
Guanosine 2',3'-cyclic monophosphate	ChEBI
Guanosine cyclic 2',3'-(hydrogen phosphate)	ChEBI
Guanosine cyclic-2',3'-monophosphate	ChEBI
O(2'),O(3')-Hydroxyphosphoryl-guanosine	ChEBI
Cyclic guanosine 2',3'-monophosphoric acid	Generator
Guanosine 2',3'-cyclic monophosphoric acid	Generator
Guanosine cyclic 2',3'-(hydrogen phosphoric acid)	Generator
Guanosine cyclic-2',3'-monophosphoric acid	Generator
Guanosine 2',3'-cyclic phosphoric acid	Generator
2',3'-Cyclic GMP, lithium salt	MeSH, HMDB
2',3'-Cyclic GMP, monosodium salt	MeSH, HMDB
Guanosine cyclic 2,3 monophosphate	MeSH, HMDB
2',3'-Cyclic GMP, sodium salt	MeSH, HMDB
Guanosine cyclic 2',3'-monophosphate	MeSH, HMDB
Guanosine 2',3'-cyclic phosphate	ChEBI
2',3'-Cyclic GMP	MeSH

Chemical Formula

C₁₀H₁₂N₅O₇P

Average Molecular Weight

345.2053

Monoisotopic Molecular Weight

345.047434275

IUPAC Name

9-[(3aR,4R,6R,6aR)-2-hydroxy-6-(hydroxymethyl)-2-oxo-tetrahydro-2H-2λ⁵-furo[3,4-d][1,3,2]dioxaphosphol-4-yl]-2-amino-6,9-dihydro-3H-purin-6-one

Traditional Name

9-[(3aR,4R,6R,6aR)-2-hydroxy-6-(hydroxymethyl)-2-oxo-tetrahydro-2λ⁵-furo[3,4-d][1,3,2]dioxaphosphol-4-yl]-2-amino-3H-purin-6-one

CAS Registry Number

15718-49-7

SMILES

NC1=NC(=O)C2=C(N1)N(C=N2)[C@@H]1O[C@H](CO)[C@H]2OP(O)(=O)O[C@@H]12

InChI Identifier

InChI=1S/C10H12N5O7P/c11-10-13-7-4(8(17)14-10)12-2-15(7)9-6-5(3(1-16)20-9)21-23(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

UASRYODFRYWBRC-UUOKFMHZSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2',3'-cyclic purine nucleotides. These are purine nucleotides in which the oxygen atoms linked to the C2 and C3 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

2',3'-cyclic purine nucleotides

Alternative Parents

Substituents

2',3'-cyclic purine ribonucleotide
Ribonucleoside 3'-phosphate
Imidazopyrimidine
Purine
Hydroxypyrimidine
Monosaccharide
N-substituted imidazole
Pyrimidine
Organic phosphoric acid derivative
Azole
1,3_dioxaphospholane
Heteroaromatic compound
Imidazole
Tetrahydrofuran
Oxacycle
Azacycle
Organoheterocyclic compound
Alcohol
Organic oxygen compound
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Organic oxide
Organonitrogen compound
Organooxygen compound
Primary alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

2',3'-cyclic purine nucleotide (CHEBI:28181 )
2',3'-Cyclic nucleotides (C06194 )

Ontology

Not Available

Placenta (HMDB: HMDB0011629)

Excreta

Biofluid or Excreta

Feces (PMID: 29808030)

Source

Endogenous

Endogenous (HMDB: HMDB0011629)

Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)
Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)

Equine

Horse (FooDB: FOOD00378)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Purine Metabolism (HMDB: HMDB0011629)

Azathioprine Action Pathway (HMDB: HMDB0011629)

Disease pathway

Adenosine Deaminase Deficiency (PathBank: SMP0000144)
Adenylosuccinate Lyase Deficiency (PathBank: SMP0000167)
Gout or Kelley-Seegmiller Syndrome (PathBank: SMP0000365)
Lesch-Nyhan Syndrome (LNS) (PathBank: SMP0000364)
Molybdenum Cofactor Deficiency (PathBank: SMP0000203)
Xanthine Dehydrogenase Deficiency (Xanthinuria) (PathBank: SMP0000220)
Purine Nucleoside Phosphorylase Deficiency (PathBank: SMP0000210)
AICA-Ribosiduria (PathBank: SMP0000168)
Xanthinuria Type I (PathBank: SMP0000512)
Xanthinuria Type II (PathBank: SMP0000513)
Adenine Phosphoribosyltransferase Deficiency (APRT) (PathBank: SMP0000535)
Mitochondrial DNA Depletion Syndrome (PathBank: SMP0000536)
Myoadenylate Deaminase Deficiency (PathBank: SMP0000537)
Mitochondrial DNA Depletion Syndrome (PathBank: SMP0120601)

Drug action pathway

Azathioprine Action Pathway (PathBank: SMP0000427)
Mercaptopurine Action Pathway (PathBank: SMP0000428)
Thioguanine Action Pathway (PathBank: SMP0000430)

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

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	3.53 g/L	ALOGPS
logP	-1.6	ALOGPS
logP	-2.4	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	1.7	ChemAxon
pKa (Strongest Basic)	2.64	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	170.52 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	71.28 m³·mol⁻¹	ChemAxon
Polarizability	29.11 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 Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	177.432	31661259
DarkChem	[M-H]-	168.099	31661259
DeepCCS	[M-2H]-	202.636	30932474
DeepCCS	[M+Na]+	177.788	30932474
AllCCS	[M+H]+	174.7	32859911
AllCCS	[M+H-H2O]+	171.6	32859911
AllCCS	[M+NH4]+	177.6	32859911
AllCCS	[M+Na]+	178.4	32859911
AllCCS	[M-H]-	168.4	32859911
AllCCS	[M+Na-2H]-	167.7	32859911
AllCCS	[M+HCOO]-	167.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Guanosine 2',3'-cyclic phosphate	NC1=NC(=O)C2=C(N1)N(C=N2)[C@@H]1O[C@H](CO)[C@H]2OP(O)(=O)O[C@@H]12	3602.2	Standard polar	33892256
Guanosine 2',3'-cyclic phosphate	NC1=NC(=O)C2=C(N1)N(C=N2)[C@@H]1O[C@H](CO)[C@H]2OP(O)(=O)O[C@@H]12	2547.2	Standard non polar	33892256
Guanosine 2',3'-cyclic phosphate	NC1=NC(=O)C2=C(N1)N(C=N2)[C@@H]1O[C@H](CO)[C@H]2OP(O)(=O)O[C@@H]12	3599.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Guanosine 2',3'-cyclic phosphate,1TMS,isomer #1	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2[NH]C(N)=NC3=O)[C@@H]2OP(=O)(O)O[C@H]12	3052.3	Semi standard non polar	33892256
Guanosine 2',3'-cyclic phosphate,1TMS,isomer #2	C[Si](C)(C)OP1(=O)O[C@@H]2[C@@H](CO)O[C@@H](N3C=NC4=C3[NH]C(N)=NC4=O)[C@@H]2O1	3066.3	Semi standard non polar	33892256
Guanosine 2',3'-cyclic phosphate,1TMS,isomer #3	C[Si](C)(C)NC1=NC(=O)C2=C([NH]1)N([C@@H]1O[C@H](CO)[C@H]3OP(=O)(O)O[C@H]31)C=N2	3082.2	Semi standard non polar	33892256
Guanosine 2',3'-cyclic phosphate,1TMS,isomer #4	C[Si](C)(C)N1C(N)=NC(=O)C2=C1N([C@@H]1O[C@H](CO)[C@H]3OP(=O)(O)O[C@H]31)C=N2	3149.8	Semi standard non polar	33892256
Guanosine 2',3'-cyclic phosphate,2TMS,isomer #1	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2[NH]C(N)=NC3=O)[C@@H]2OP(=O)(O[Si](C)(C)C)O[C@H]12	3031.6	Semi standard non polar	33892256
Guanosine 2',3'-cyclic phosphate,2TMS,isomer #1	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2[NH]C(N)=NC3=O)[C@@H]2OP(=O)(O[Si](C)(C)C)O[C@H]12	3089.7	Standard non polar	33892256
Guanosine 2',3'-cyclic phosphate,2TMS,isomer #1	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2[NH]C(N)=NC3=O)[C@@H]2OP(=O)(O[Si](C)(C)C)O[C@H]12	4774.4	Standard polar	33892256
Guanosine 2',3'-cyclic phosphate,2TMS,isomer #2	C[Si](C)(C)NC1=NC(=O)C2=C([NH]1)N([C@@H]1O[C@H](CO[Si](C)(C)C)[C@H]3OP(=O)(O)O[C@H]31)C=N2	3029.8	Semi standard non polar	33892256
Guanosine 2',3'-cyclic phosphate,2TMS,isomer #2	C[Si](C)(C)NC1=NC(=O)C2=C([NH]1)N([C@@H]1O[C@H](CO[Si](C)(C)C)[C@H]3OP(=O)(O)O[C@H]31)C=N2	3062.7	Standard non polar	33892256
Guanosine 2',3'-cyclic phosphate,2TMS,isomer #2	C[Si](C)(C)NC1=NC(=O)C2=C([NH]1)N([C@@H]1O[C@H](CO[Si](C)(C)C)[C@H]3OP(=O)(O)O[C@H]31)C=N2	4985.7	Standard polar	33892256
Guanosine 2',3'-cyclic phosphate,2TMS,isomer #3	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N([Si](C)(C)C)C(N)=NC3=O)[C@@H]2OP(=O)(O)O[C@H]12	3117.4	Semi standard non polar	33892256
Guanosine 2',3'-cyclic phosphate,2TMS,isomer #3	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N([Si](C)(C)C)C(N)=NC3=O)[C@@H]2OP(=O)(O)O[C@H]12	3094.1	Standard non polar	33892256
Guanosine 2',3'-cyclic phosphate,2TMS,isomer #3	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N([Si](C)(C)C)C(N)=NC3=O)[C@@H]2OP(=O)(O)O[C@H]12	5134.9	Standard polar	33892256
Guanosine 2',3'-cyclic phosphate,2TMS,isomer #4	C[Si](C)(C)NC1=NC(=O)C2=C([NH]1)N([C@@H]1O[C@H](CO)[C@H]3OP(=O)(O[Si](C)(C)C)O[C@H]31)C=N2	3047.6	Semi standard non polar	33892256
Guanosine 2',3'-cyclic phosphate,2TMS,isomer #4	C[Si](C)(C)NC1=NC(=O)C2=C([NH]1)N([C@@H]1O[C@H](CO)[C@H]3OP(=O)(O[Si](C)(C)C)O[C@H]31)C=N2	3082.4	Standard non polar	33892256
Guanosine 2',3'-cyclic phosphate,2TMS,isomer #4	C[Si](C)(C)NC1=NC(=O)C2=C([NH]1)N([C@@H]1O[C@H](CO)[C@H]3OP(=O)(O[Si](C)(C)C)O[C@H]31)C=N2	4670.8	Standard polar	33892256
Guanosine 2',3'-cyclic phosphate,2TMS,isomer #5	C[Si](C)(C)OP1(=O)O[C@@H]2[C@@H](CO)O[C@@H](N3C=NC4=C3N([Si](C)(C)C)C(N)=NC4=O)[C@@H]2O1	3117.3	Semi standard non polar	33892256
Guanosine 2',3'-cyclic phosphate,2TMS,isomer #5	C[Si](C)(C)OP1(=O)O[C@@H]2[C@@H](CO)O[C@@H](N3C=NC4=C3N([Si](C)(C)C)C(N)=NC4=O)[C@@H]2O1	3123.8	Standard non polar	33892256
Guanosine 2',3'-cyclic phosphate,2TMS,isomer #5	C[Si](C)(C)OP1(=O)O[C@@H]2[C@@H](CO)O[C@@H](N3C=NC4=C3N([Si](C)(C)C)C(N)=NC4=O)[C@@H]2O1	4909.7	Standard polar	33892256
Guanosine 2',3'-cyclic phosphate,2TMS,isomer #6	C[Si](C)(C)N(C1=NC(=O)C2=C([NH]1)N([C@@H]1O[C@H](CO)[C@H]3OP(=O)(O)O[C@H]31)C=N2)[Si](C)(C)C	3044.0	Semi standard non polar	33892256
Guanosine 2',3'-cyclic phosphate,2TMS,isomer #6	C[Si](C)(C)N(C1=NC(=O)C2=C([NH]1)N([C@@H]1O[C@H](CO)[C@H]3OP(=O)(O)O[C@H]31)C=N2)[Si](C)(C)C	3195.3	Standard non polar	33892256
Guanosine 2',3'-cyclic phosphate,2TMS,isomer #6	C[Si](C)(C)N(C1=NC(=O)C2=C([NH]1)N([C@@H]1O[C@H](CO)[C@H]3OP(=O)(O)O[C@H]31)C=N2)[Si](C)(C)C	4947.2	Standard polar	33892256
Guanosine 2',3'-cyclic phosphate,2TMS,isomer #7	C[Si](C)(C)NC1=NC(=O)C2=C(N([C@@H]3O[C@H](CO)[C@H]4OP(=O)(O)O[C@H]43)C=N2)N1[Si](C)(C)C	3134.0	Semi standard non polar	33892256
Guanosine 2',3'-cyclic phosphate,2TMS,isomer #7	C[Si](C)(C)NC1=NC(=O)C2=C(N([C@@H]3O[C@H](CO)[C@H]4OP(=O)(O)O[C@H]43)C=N2)N1[Si](C)(C)C	3084.0	Standard non polar	33892256
Guanosine 2',3'-cyclic phosphate,2TMS,isomer #7	C[Si](C)(C)NC1=NC(=O)C2=C(N([C@@H]3O[C@H](CO)[C@H]4OP(=O)(O)O[C@H]43)C=N2)N1[Si](C)(C)C	4990.8	Standard polar	33892256
Guanosine 2',3'-cyclic phosphate,3TMS,isomer #1	C[Si](C)(C)NC1=NC(=O)C2=C([NH]1)N([C@@H]1O[C@H](CO[Si](C)(C)C)[C@H]3OP(=O)(O[Si](C)(C)C)O[C@H]31)C=N2	3024.3	Semi standard non polar	33892256
Guanosine 2',3'-cyclic phosphate,3TMS,isomer #1	C[Si](C)(C)NC1=NC(=O)C2=C([NH]1)N([C@@H]1O[C@H](CO[Si](C)(C)C)[C@H]3OP(=O)(O[Si](C)(C)C)O[C@H]31)C=N2	3080.1	Standard non polar	33892256
Guanosine 2',3'-cyclic phosphate,3TMS,isomer #1	C[Si](C)(C)NC1=NC(=O)C2=C([NH]1)N([C@@H]1O[C@H](CO[Si](C)(C)C)[C@H]3OP(=O)(O[Si](C)(C)C)O[C@H]31)C=N2	4383.2	Standard polar	33892256
Guanosine 2',3'-cyclic phosphate,3TMS,isomer #2	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N([Si](C)(C)C)C(N)=NC3=O)[C@@H]2OP(=O)(O[Si](C)(C)C)O[C@H]12	3102.5	Semi standard non polar	33892256
Guanosine 2',3'-cyclic phosphate,3TMS,isomer #2	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N([Si](C)(C)C)C(N)=NC3=O)[C@@H]2OP(=O)(O[Si](C)(C)C)O[C@H]12	3095.4	Standard non polar	33892256
Guanosine 2',3'-cyclic phosphate,3TMS,isomer #2	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N([Si](C)(C)C)C(N)=NC3=O)[C@@H]2OP(=O)(O[Si](C)(C)C)O[C@H]12	4684.7	Standard polar	33892256
Guanosine 2',3'-cyclic phosphate,3TMS,isomer #3	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2[NH]C(N([Si](C)(C)C)[Si](C)(C)C)=NC3=O)[C@@H]2OP(=O)(O)O[C@H]12	3047.5	Semi standard non polar	33892256
Guanosine 2',3'-cyclic phosphate,3TMS,isomer #3	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2[NH]C(N([Si](C)(C)C)[Si](C)(C)C)=NC3=O)[C@@H]2OP(=O)(O)O[C@H]12	3196.0	Standard non polar	33892256
Guanosine 2',3'-cyclic phosphate,3TMS,isomer #3	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2[NH]C(N([Si](C)(C)C)[Si](C)(C)C)=NC3=O)[C@@H]2OP(=O)(O)O[C@H]12	4519.4	Standard polar	33892256
Guanosine 2',3'-cyclic phosphate,3TMS,isomer #4	C[Si](C)(C)NC1=NC(=O)C2=C(N([C@@H]3O[C@H](CO[Si](C)(C)C)[C@H]4OP(=O)(O)O[C@H]43)C=N2)N1[Si](C)(C)C	3109.8	Semi standard non polar	33892256
Guanosine 2',3'-cyclic phosphate,3TMS,isomer #4	C[Si](C)(C)NC1=NC(=O)C2=C(N([C@@H]3O[C@H](CO[Si](C)(C)C)[C@H]4OP(=O)(O)O[C@H]43)C=N2)N1[Si](C)(C)C	3094.6	Standard non polar	33892256
Guanosine 2',3'-cyclic phosphate,3TMS,isomer #4	C[Si](C)(C)NC1=NC(=O)C2=C(N([C@@H]3O[C@H](CO[Si](C)(C)C)[C@H]4OP(=O)(O)O[C@H]43)C=N2)N1[Si](C)(C)C	4591.1	Standard polar	33892256
Guanosine 2',3'-cyclic phosphate,3TMS,isomer #5	C[Si](C)(C)OP1(=O)O[C@@H]2[C@@H](CO)O[C@@H](N3C=NC4=C3[NH]C(N([Si](C)(C)C)[Si](C)(C)C)=NC4=O)[C@@H]2O1	3073.2	Semi standard non polar	33892256
Guanosine 2',3'-cyclic phosphate,3TMS,isomer #5	C[Si](C)(C)OP1(=O)O[C@@H]2[C@@H](CO)O[C@@H](N3C=NC4=C3[NH]C(N([Si](C)(C)C)[Si](C)(C)C)=NC4=O)[C@@H]2O1	3212.6	Standard non polar	33892256
Guanosine 2',3'-cyclic phosphate,3TMS,isomer #5	C[Si](C)(C)OP1(=O)O[C@@H]2[C@@H](CO)O[C@@H](N3C=NC4=C3[NH]C(N([Si](C)(C)C)[Si](C)(C)C)=NC4=O)[C@@H]2O1	4256.8	Standard polar	33892256
Guanosine 2',3'-cyclic phosphate,3TMS,isomer #6	C[Si](C)(C)NC1=NC(=O)C2=C(N([C@@H]3O[C@H](CO)[C@H]4OP(=O)(O[Si](C)(C)C)O[C@H]43)C=N2)N1[Si](C)(C)C	3121.3	Semi standard non polar	33892256
Guanosine 2',3'-cyclic phosphate,3TMS,isomer #6	C[Si](C)(C)NC1=NC(=O)C2=C(N([C@@H]3O[C@H](CO)[C@H]4OP(=O)(O[Si](C)(C)C)O[C@H]43)C=N2)N1[Si](C)(C)C	3111.6	Standard non polar	33892256
Guanosine 2',3'-cyclic phosphate,3TMS,isomer #6	C[Si](C)(C)NC1=NC(=O)C2=C(N([C@@H]3O[C@H](CO)[C@H]4OP(=O)(O[Si](C)(C)C)O[C@H]43)C=N2)N1[Si](C)(C)C	4332.7	Standard polar	33892256
Guanosine 2',3'-cyclic phosphate,3TMS,isomer #7	C[Si](C)(C)N(C1=NC(=O)C2=C(N([C@@H]3O[C@H](CO)[C@H]4OP(=O)(O)O[C@H]43)C=N2)N1[Si](C)(C)C)[Si](C)(C)C	3171.9	Semi standard non polar	33892256
Guanosine 2',3'-cyclic phosphate,3TMS,isomer #7	C[Si](C)(C)N(C1=NC(=O)C2=C(N([C@@H]3O[C@H](CO)[C@H]4OP(=O)(O)O[C@H]43)C=N2)N1[Si](C)(C)C)[Si](C)(C)C	3230.1	Standard non polar	33892256
Guanosine 2',3'-cyclic phosphate,3TMS,isomer #7	C[Si](C)(C)N(C1=NC(=O)C2=C(N([C@@H]3O[C@H](CO)[C@H]4OP(=O)(O)O[C@H]43)C=N2)N1[Si](C)(C)C)[Si](C)(C)C	4517.6	Standard polar	33892256
Guanosine 2',3'-cyclic phosphate,4TMS,isomer #1	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2[NH]C(N([Si](C)(C)C)[Si](C)(C)C)=NC3=O)[C@@H]2OP(=O)(O[Si](C)(C)C)O[C@H]12	3089.6	Semi standard non polar	33892256
Guanosine 2',3'-cyclic phosphate,4TMS,isomer #1	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2[NH]C(N([Si](C)(C)C)[Si](C)(C)C)=NC3=O)[C@@H]2OP(=O)(O[Si](C)(C)C)O[C@H]12	3190.8	Standard non polar	33892256
Guanosine 2',3'-cyclic phosphate,4TMS,isomer #1	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2[NH]C(N([Si](C)(C)C)[Si](C)(C)C)=NC3=O)[C@@H]2OP(=O)(O[Si](C)(C)C)O[C@H]12	4000.8	Standard polar	33892256
Guanosine 2',3'-cyclic phosphate,4TMS,isomer #2	C[Si](C)(C)NC1=NC(=O)C2=C(N([C@@H]3O[C@H](CO[Si](C)(C)C)[C@H]4OP(=O)(O[Si](C)(C)C)O[C@H]43)C=N2)N1[Si](C)(C)C	3120.7	Semi standard non polar	33892256
Guanosine 2',3'-cyclic phosphate,4TMS,isomer #2	C[Si](C)(C)NC1=NC(=O)C2=C(N([C@@H]3O[C@H](CO[Si](C)(C)C)[C@H]4OP(=O)(O[Si](C)(C)C)O[C@H]43)C=N2)N1[Si](C)(C)C	3073.5	Standard non polar	33892256
Guanosine 2',3'-cyclic phosphate,4TMS,isomer #2	C[Si](C)(C)NC1=NC(=O)C2=C(N([C@@H]3O[C@H](CO[Si](C)(C)C)[C@H]4OP(=O)(O[Si](C)(C)C)O[C@H]43)C=N2)N1[Si](C)(C)C	4066.9	Standard polar	33892256
Guanosine 2',3'-cyclic phosphate,4TMS,isomer #3	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N([Si](C)(C)C)C(N([Si](C)(C)C)[Si](C)(C)C)=NC3=O)[C@@H]2OP(=O)(O)O[C@H]12	3157.9	Semi standard non polar	33892256
Guanosine 2',3'-cyclic phosphate,4TMS,isomer #3	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N([Si](C)(C)C)C(N([Si](C)(C)C)[Si](C)(C)C)=NC3=O)[C@@H]2OP(=O)(O)O[C@H]12	3212.8	Standard non polar	33892256
Guanosine 2',3'-cyclic phosphate,4TMS,isomer #3	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N([Si](C)(C)C)C(N([Si](C)(C)C)[Si](C)(C)C)=NC3=O)[C@@H]2OP(=O)(O)O[C@H]12	4126.3	Standard polar	33892256
Guanosine 2',3'-cyclic phosphate,4TMS,isomer #4	C[Si](C)(C)OP1(=O)O[C@@H]2[C@@H](CO)O[C@@H](N3C=NC4=C3N([Si](C)(C)C)C(N([Si](C)(C)C)[Si](C)(C)C)=NC4=O)[C@@H]2O1	3178.3	Semi standard non polar	33892256
Guanosine 2',3'-cyclic phosphate,4TMS,isomer #4	C[Si](C)(C)OP1(=O)O[C@@H]2[C@@H](CO)O[C@@H](N3C=NC4=C3N([Si](C)(C)C)C(N([Si](C)(C)C)[Si](C)(C)C)=NC4=O)[C@@H]2O1	3236.8	Standard non polar	33892256
Guanosine 2',3'-cyclic phosphate,4TMS,isomer #4	C[Si](C)(C)OP1(=O)O[C@@H]2[C@@H](CO)O[C@@H](N3C=NC4=C3N([Si](C)(C)C)C(N([Si](C)(C)C)[Si](C)(C)C)=NC4=O)[C@@H]2O1	3934.6	Standard polar	33892256
Guanosine 2',3'-cyclic phosphate,5TMS,isomer #1	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N([Si](C)(C)C)C(N([Si](C)(C)C)[Si](C)(C)C)=NC3=O)[C@@H]2OP(=O)(O[Si](C)(C)C)O[C@H]12	3183.3	Semi standard non polar	33892256
Guanosine 2',3'-cyclic phosphate,5TMS,isomer #1	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N([Si](C)(C)C)C(N([Si](C)(C)C)[Si](C)(C)C)=NC3=O)[C@@H]2OP(=O)(O[Si](C)(C)C)O[C@H]12	3181.7	Standard non polar	33892256
Guanosine 2',3'-cyclic phosphate,5TMS,isomer #1	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N([Si](C)(C)C)C(N([Si](C)(C)C)[Si](C)(C)C)=NC3=O)[C@@H]2OP(=O)(O[Si](C)(C)C)O[C@H]12	3722.7	Standard polar	33892256
Guanosine 2',3'-cyclic phosphate,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2[NH]C(N)=NC3=O)[C@@H]2OP(=O)(O)O[C@H]12	3246.1	Semi standard non polar	33892256
Guanosine 2',3'-cyclic phosphate,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OP1(=O)O[C@@H]2[C@@H](CO)O[C@@H](N3C=NC4=C3[NH]C(N)=NC4=O)[C@@H]2O1	3264.7	Semi standard non polar	33892256
Guanosine 2',3'-cyclic phosphate,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC1=NC(=O)C2=C([NH]1)N([C@@H]1O[C@H](CO)[C@H]3OP(=O)(O)O[C@H]31)C=N2	3266.9	Semi standard non polar	33892256
Guanosine 2',3'-cyclic phosphate,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N1C(N)=NC(=O)C2=C1N([C@@H]1O[C@H](CO)[C@H]3OP(=O)(O)O[C@H]31)C=N2	3301.1	Semi standard non polar	33892256
Guanosine 2',3'-cyclic phosphate,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2[NH]C(N)=NC3=O)[C@@H]2OP(=O)(O[Si](C)(C)C(C)(C)C)O[C@H]12	3412.4	Semi standard non polar	33892256
Guanosine 2',3'-cyclic phosphate,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2[NH]C(N)=NC3=O)[C@@H]2OP(=O)(O[Si](C)(C)C(C)(C)C)O[C@H]12	3432.9	Standard non polar	33892256
Guanosine 2',3'-cyclic phosphate,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2[NH]C(N)=NC3=O)[C@@H]2OP(=O)(O[Si](C)(C)C(C)(C)C)O[C@H]12	4834.0	Standard polar	33892256
Guanosine 2',3'-cyclic phosphate,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1=NC(=O)C2=C([NH]1)N([C@@H]1O[C@H](CO[Si](C)(C)C(C)(C)C)[C@H]3OP(=O)(O)O[C@H]31)C=N2	3406.3	Semi standard non polar	33892256
Guanosine 2',3'-cyclic phosphate,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1=NC(=O)C2=C([NH]1)N([C@@H]1O[C@H](CO[Si](C)(C)C(C)(C)C)[C@H]3OP(=O)(O)O[C@H]31)C=N2	3488.8	Standard non polar	33892256
Guanosine 2',3'-cyclic phosphate,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1=NC(=O)C2=C([NH]1)N([C@@H]1O[C@H](CO[Si](C)(C)C(C)(C)C)[C@H]3OP(=O)(O)O[C@H]31)C=N2	4908.9	Standard polar	33892256
Guanosine 2',3'-cyclic phosphate,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N([Si](C)(C)C(C)(C)C)C(N)=NC3=O)[C@@H]2OP(=O)(O)O[C@H]12	3481.9	Semi standard non polar	33892256
Guanosine 2',3'-cyclic phosphate,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N([Si](C)(C)C(C)(C)C)C(N)=NC3=O)[C@@H]2OP(=O)(O)O[C@H]12	3479.7	Standard non polar	33892256
Guanosine 2',3'-cyclic phosphate,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N([Si](C)(C)C(C)(C)C)C(N)=NC3=O)[C@@H]2OP(=O)(O)O[C@H]12	5058.1	Standard polar	33892256
Guanosine 2',3'-cyclic phosphate,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC1=NC(=O)C2=C([NH]1)N([C@@H]1O[C@H](CO)[C@H]3OP(=O)(O[Si](C)(C)C(C)(C)C)O[C@H]31)C=N2	3421.4	Semi standard non polar	33892256
Guanosine 2',3'-cyclic phosphate,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC1=NC(=O)C2=C([NH]1)N([C@@H]1O[C@H](CO)[C@H]3OP(=O)(O[Si](C)(C)C(C)(C)C)O[C@H]31)C=N2	3476.4	Standard non polar	33892256
Guanosine 2',3'-cyclic phosphate,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC1=NC(=O)C2=C([NH]1)N([C@@H]1O[C@H](CO)[C@H]3OP(=O)(O[Si](C)(C)C(C)(C)C)O[C@H]31)C=N2	4704.3	Standard polar	33892256
Guanosine 2',3'-cyclic phosphate,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OP1(=O)O[C@@H]2[C@@H](CO)O[C@@H](N3C=NC4=C3N([Si](C)(C)C(C)(C)C)C(N)=NC4=O)[C@@H]2O1	3490.6	Semi standard non polar	33892256
Guanosine 2',3'-cyclic phosphate,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OP1(=O)O[C@@H]2[C@@H](CO)O[C@@H](N3C=NC4=C3N([Si](C)(C)C(C)(C)C)C(N)=NC4=O)[C@@H]2O1	3474.6	Standard non polar	33892256
Guanosine 2',3'-cyclic phosphate,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OP1(=O)O[C@@H]2[C@@H](CO)O[C@@H](N3C=NC4=C3N([Si](C)(C)C(C)(C)C)C(N)=NC4=O)[C@@H]2O1	4892.2	Standard polar	33892256
Guanosine 2',3'-cyclic phosphate,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)N(C1=NC(=O)C2=C([NH]1)N([C@@H]1O[C@H](CO)[C@H]3OP(=O)(O)O[C@H]31)C=N2)[Si](C)(C)C(C)(C)C	3431.9	Semi standard non polar	33892256
Guanosine 2',3'-cyclic phosphate,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)N(C1=NC(=O)C2=C([NH]1)N([C@@H]1O[C@H](CO)[C@H]3OP(=O)(O)O[C@H]31)C=N2)[Si](C)(C)C(C)(C)C	3573.0	Standard non polar	33892256
Guanosine 2',3'-cyclic phosphate,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)N(C1=NC(=O)C2=C([NH]1)N([C@@H]1O[C@H](CO)[C@H]3OP(=O)(O)O[C@H]31)C=N2)[Si](C)(C)C(C)(C)C	4789.8	Standard polar	33892256
Guanosine 2',3'-cyclic phosphate,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)NC1=NC(=O)C2=C(N([C@@H]3O[C@H](CO)[C@H]4OP(=O)(O)O[C@H]43)C=N2)N1[Si](C)(C)C(C)(C)C	3504.1	Semi standard non polar	33892256
Guanosine 2',3'-cyclic phosphate,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)NC1=NC(=O)C2=C(N([C@@H]3O[C@H](CO)[C@H]4OP(=O)(O)O[C@H]43)C=N2)N1[Si](C)(C)C(C)(C)C	3514.8	Standard non polar	33892256
Guanosine 2',3'-cyclic phosphate,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)NC1=NC(=O)C2=C(N([C@@H]3O[C@H](CO)[C@H]4OP(=O)(O)O[C@H]43)C=N2)N1[Si](C)(C)C(C)(C)C	4800.8	Standard polar	33892256
Guanosine 2',3'-cyclic phosphate,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=NC(=O)C2=C([NH]1)N([C@@H]1O[C@H](CO[Si](C)(C)C(C)(C)C)[C@H]3OP(=O)(O[Si](C)(C)C(C)(C)C)O[C@H]31)C=N2	3580.5	Semi standard non polar	33892256
Guanosine 2',3'-cyclic phosphate,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=NC(=O)C2=C([NH]1)N([C@@H]1O[C@H](CO[Si](C)(C)C(C)(C)C)[C@H]3OP(=O)(O[Si](C)(C)C(C)(C)C)O[C@H]31)C=N2	3630.2	Standard non polar	33892256
Guanosine 2',3'-cyclic phosphate,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=NC(=O)C2=C([NH]1)N([C@@H]1O[C@H](CO[Si](C)(C)C(C)(C)C)[C@H]3OP(=O)(O[Si](C)(C)C(C)(C)C)O[C@H]31)C=N2	4494.0	Standard polar	33892256
Guanosine 2',3'-cyclic phosphate,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N([Si](C)(C)C(C)(C)C)C(N)=NC3=O)[C@@H]2OP(=O)(O[Si](C)(C)C(C)(C)C)O[C@H]12	3653.6	Semi standard non polar	33892256
Guanosine 2',3'-cyclic phosphate,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N([Si](C)(C)C(C)(C)C)C(N)=NC3=O)[C@@H]2OP(=O)(O[Si](C)(C)C(C)(C)C)O[C@H]12	3599.1	Standard non polar	33892256
Guanosine 2',3'-cyclic phosphate,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N([Si](C)(C)C(C)(C)C)C(N)=NC3=O)[C@@H]2OP(=O)(O[Si](C)(C)C(C)(C)C)O[C@H]12	4717.6	Standard polar	33892256
Guanosine 2',3'-cyclic phosphate,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2[NH]C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC3=O)[C@@H]2OP(=O)(O)O[C@H]12	3582.5	Semi standard non polar	33892256
Guanosine 2',3'-cyclic phosphate,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2[NH]C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC3=O)[C@@H]2OP(=O)(O)O[C@H]12	3761.5	Standard non polar	33892256
Guanosine 2',3'-cyclic phosphate,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2[NH]C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC3=O)[C@@H]2OP(=O)(O)O[C@H]12	4502.6	Standard polar	33892256
Guanosine 2',3'-cyclic phosphate,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC1=NC(=O)C2=C(N([C@@H]3O[C@H](CO[Si](C)(C)C(C)(C)C)[C@H]4OP(=O)(O)O[C@H]43)C=N2)N1[Si](C)(C)C(C)(C)C	3677.5	Semi standard non polar	33892256
Guanosine 2',3'-cyclic phosphate,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC1=NC(=O)C2=C(N([C@@H]3O[C@H](CO[Si](C)(C)C(C)(C)C)[C@H]4OP(=O)(O)O[C@H]43)C=N2)N1[Si](C)(C)C(C)(C)C	3680.9	Standard non polar	33892256
Guanosine 2',3'-cyclic phosphate,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC1=NC(=O)C2=C(N([C@@H]3O[C@H](CO[Si](C)(C)C(C)(C)C)[C@H]4OP(=O)(O)O[C@H]43)C=N2)N1[Si](C)(C)C(C)(C)C	4548.7	Standard polar	33892256
Guanosine 2',3'-cyclic phosphate,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OP1(=O)O[C@@H]2[C@@H](CO)O[C@@H](N3C=NC4=C3[NH]C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC4=O)[C@@H]2O1	3578.6	Semi standard non polar	33892256
Guanosine 2',3'-cyclic phosphate,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OP1(=O)O[C@@H]2[C@@H](CO)O[C@@H](N3C=NC4=C3[NH]C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC4=O)[C@@H]2O1	3743.6	Standard non polar	33892256
Guanosine 2',3'-cyclic phosphate,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OP1(=O)O[C@@H]2[C@@H](CO)O[C@@H](N3C=NC4=C3[NH]C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC4=O)[C@@H]2O1	4337.6	Standard polar	33892256
Guanosine 2',3'-cyclic phosphate,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)NC1=NC(=O)C2=C(N([C@@H]3O[C@H](CO)[C@H]4OP(=O)(O[Si](C)(C)C(C)(C)C)O[C@H]43)C=N2)N1[Si](C)(C)C(C)(C)C	3664.1	Semi standard non polar	33892256
Guanosine 2',3'-cyclic phosphate,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)NC1=NC(=O)C2=C(N([C@@H]3O[C@H](CO)[C@H]4OP(=O)(O[Si](C)(C)C(C)(C)C)O[C@H]43)C=N2)N1[Si](C)(C)C(C)(C)C	3666.3	Standard non polar	33892256
Guanosine 2',3'-cyclic phosphate,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)NC1=NC(=O)C2=C(N([C@@H]3O[C@H](CO)[C@H]4OP(=O)(O[Si](C)(C)C(C)(C)C)O[C@H]43)C=N2)N1[Si](C)(C)C(C)(C)C	4383.6	Standard polar	33892256
Guanosine 2',3'-cyclic phosphate,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)N(C1=NC(=O)C2=C(N([C@@H]3O[C@H](CO)[C@H]4OP(=O)(O)O[C@H]43)C=N2)N1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3680.7	Semi standard non polar	33892256
Guanosine 2',3'-cyclic phosphate,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)N(C1=NC(=O)C2=C(N([C@@H]3O[C@H](CO)[C@H]4OP(=O)(O)O[C@H]43)C=N2)N1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3784.1	Standard non polar	33892256
Guanosine 2',3'-cyclic phosphate,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)N(C1=NC(=O)C2=C(N([C@@H]3O[C@H](CO)[C@H]4OP(=O)(O)O[C@H]43)C=N2)N1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	4441.0	Standard polar	33892256
Guanosine 2',3'-cyclic phosphate,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2[NH]C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC3=O)[C@@H]2OP(=O)(O[Si](C)(C)C(C)(C)C)O[C@H]12	3739.1	Semi standard non polar	33892256
Guanosine 2',3'-cyclic phosphate,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2[NH]C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC3=O)[C@@H]2OP(=O)(O[Si](C)(C)C(C)(C)C)O[C@H]12	3865.7	Standard non polar	33892256
Guanosine 2',3'-cyclic phosphate,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2[NH]C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC3=O)[C@@H]2OP(=O)(O[Si](C)(C)C(C)(C)C)O[C@H]12	4170.4	Standard polar	33892256
Guanosine 2',3'-cyclic phosphate,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1=NC(=O)C2=C(N([C@@H]3O[C@H](CO[Si](C)(C)C(C)(C)C)[C@H]4OP(=O)(O[Si](C)(C)C(C)(C)C)O[C@H]43)C=N2)N1[Si](C)(C)C(C)(C)C	3820.3	Semi standard non polar	33892256
Guanosine 2',3'-cyclic phosphate,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1=NC(=O)C2=C(N([C@@H]3O[C@H](CO[Si](C)(C)C(C)(C)C)[C@H]4OP(=O)(O[Si](C)(C)C(C)(C)C)O[C@H]43)C=N2)N1[Si](C)(C)C(C)(C)C	3746.3	Standard non polar	33892256
Guanosine 2',3'-cyclic phosphate,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1=NC(=O)C2=C(N([C@@H]3O[C@H](CO[Si](C)(C)C(C)(C)C)[C@H]4OP(=O)(O[Si](C)(C)C(C)(C)C)O[C@H]43)C=N2)N1[Si](C)(C)C(C)(C)C	4226.6	Standard polar	33892256
Guanosine 2',3'-cyclic phosphate,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N([Si](C)(C)C(C)(C)C)C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC3=O)[C@@H]2OP(=O)(O)O[C@H]12	3840.4	Semi standard non polar	33892256
Guanosine 2',3'-cyclic phosphate,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N([Si](C)(C)C(C)(C)C)C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC3=O)[C@@H]2OP(=O)(O)O[C@H]12	3896.4	Standard non polar	33892256
Guanosine 2',3'-cyclic phosphate,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N([Si](C)(C)C(C)(C)C)C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC3=O)[C@@H]2OP(=O)(O)O[C@H]12	4200.7	Standard polar	33892256
Guanosine 2',3'-cyclic phosphate,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OP1(=O)O[C@@H]2[C@@H](CO)O[C@@H](N3C=NC4=C3N([Si](C)(C)C(C)(C)C)C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC4=O)[C@@H]2O1	3824.6	Semi standard non polar	33892256
Guanosine 2',3'-cyclic phosphate,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OP1(=O)O[C@@H]2[C@@H](CO)O[C@@H](N3C=NC4=C3N([Si](C)(C)C(C)(C)C)C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC4=O)[C@@H]2O1	3885.8	Standard non polar	33892256
Guanosine 2',3'-cyclic phosphate,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OP1(=O)O[C@@H]2[C@@H](CO)O[C@@H](N3C=NC4=C3N([Si](C)(C)C(C)(C)C)C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC4=O)[C@@H]2O1	4092.5	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Guanosine 2',3'-cyclic phosphate GC-MS (4 TMS)	splash10-01x1-3972000000-df2552fc3c7b33d5fbfb	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Guanosine 2',3'-cyclic phosphate GC-MS (Non-derivatized)	splash10-01x1-3972000000-df2552fc3c7b33d5fbfb	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Guanosine 2',3'-cyclic phosphate GC-MS (Non-derivatized) - 70eV, Positive	splash10-01c3-3933000000-4fe05159f55ac562ab6a	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Guanosine 2',3'-cyclic phosphate GC-MS (1 TMS) - 70eV, Positive	splash10-00di-5962000000-2fa436cbb4e5959d639d	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Guanosine 2',3'-cyclic phosphate 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
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Guanosine 2',3'-cyclic phosphate 10V, Positive-QTOF	splash10-0udi-1904000000-8fb2afe37dd02a6d845e	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Guanosine 2',3'-cyclic phosphate 20V, Positive-QTOF	splash10-0udi-0900000000-ca072c32c08d839446b3	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Guanosine 2',3'-cyclic phosphate 40V, Positive-QTOF	splash10-0zfr-2900000000-950846db10c3ea5bf17a	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Guanosine 2',3'-cyclic phosphate 10V, Negative-QTOF	splash10-0f6x-0409000000-7560a795a4081c2a83ae	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Guanosine 2',3'-cyclic phosphate 20V, Negative-QTOF	splash10-0udi-0900000000-5678b133858684f7c137	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Guanosine 2',3'-cyclic phosphate 40V, Negative-QTOF	splash10-0pc3-6900000000-860a8c5cf0d45d6b0444	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Guanosine 2',3'-cyclic phosphate 10V, Positive-QTOF	splash10-0udi-0900000000-361a2474138028086bb3	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Guanosine 2',3'-cyclic phosphate 20V, Positive-QTOF	splash10-0udi-0903000000-946cd7b17d2fe5f36ad6	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Guanosine 2',3'-cyclic phosphate 40V, Positive-QTOF	splash10-0udi-1922000000-4f6eb6f377248f3ec6d4	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Guanosine 2',3'-cyclic phosphate 10V, Negative-QTOF	splash10-0006-0009000000-9ebf2bf873fdea0ab0a5	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Guanosine 2',3'-cyclic phosphate 20V, Negative-QTOF	splash10-0f6x-0629000000-1f736274756361159764	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Guanosine 2',3'-cyclic phosphate 40V, Negative-QTOF	splash10-0a4i-3900000000-fdd7fdc6c2d094787d5b	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Feces
Urine

Tissue Locations

Placenta

Pathways

Name	SMPDB/PathBank	KEGG
Purine metabolism	Not Available
Adenosine Deaminase Deficiency		Not Available
Adenylosuccinate Lyase Deficiency		Not Available
Gout or Kelley-Seegmiller Syndrome		Not Available
Lesch-Nyhan Syndrome (LNS)		Not Available

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	29808030	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details
Urine	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB028329

KNApSAcK ID

Not Available

Chemspider ID

83792

KEGG Compound ID

C06194

BioCyc ID

CPD-3709

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53481125

PDB ID

Not Available

ChEBI ID

28181

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Genschik P, Billy E, Swianiewicz M, Filipowicz W: The human RNA 3'-terminal phosphate cyclase is a member of a new family of proteins conserved in Eucarya, Bacteria and Archaea. EMBO J. 1997 May 15;16(10):2955-67. [PubMed:9184239 ]
Filipowicz W, Billy E, Drabikowski K, Genschik P: Cyclases of the 3'-terminal phosphate in RNA: a new family of RNA processing enzymes conserved in eucarya, bacteria and archaea. Acta Biochim Pol. 1998;45(4):895-906. [PubMed:10397337 ]
Hamada K, Yokoro K: Blocking of DNA synthesis in vitro by a guanosine 2',3'-cyclic phosphate: a possible mechanism of chromosome aberrations induced by U5 snRNA. Mutat Res. 1995 Jan;326(1):71-82. [PubMed:7528887 ]
Diamantstein T, Ulmer A: Effect of cyclic nucleotides on DNA synthesis in mouse lymphoid cells. Immunol Commun. 1975;4(1):51-62. [PubMed:163786 ]
Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043. [PubMed:32033212 ]

Enzymes

Enzyme Details

1. 2',3'-cyclic-nucleotide 3'-phosphodiesterase

General function:: Involved in 2',3'-cyclic-nucleotide 3'-phosphodiesterase activity
Specific function:: May participate in RNA metabolism in the myelinating cell, CNP is the third most abundant protein in central nervous system myelin (By similarity).
Gene Name:: CNP
Uniprot ID:: P09543
Molecular weight:: 47578.22

Showing metabocard for Guanosine 2',3'-cyclic phosphate (HMDB0011629)

MOL for HMDB0011629 (Guanosine 2',3'-cyclic phosphate)

3D MOL for HMDB0011629 (Guanosine 2',3'-cyclic phosphate)

3D SDF for HMDB0011629 (Guanosine 2',3'-cyclic phosphate)

3D-SDF for HMDB0011629 (Guanosine 2',3'-cyclic phosphate)

PDB for HMDB0011629 (Guanosine 2',3'-cyclic phosphate)

3D PDB for HMDB0011629 (Guanosine 2',3'-cyclic phosphate)

SMILES for HMDB0011629 (Guanosine 2',3'-cyclic phosphate)

INCHI for HMDB0011629 (Guanosine 2',3'-cyclic phosphate)

Structure for HMDB0011629 (Guanosine 2',3'-cyclic phosphate)

3D Structure for HMDB0011629 (Guanosine 2',3'-cyclic phosphate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes