MiMeDB: Showing metabocard for Guanosine 2'-phosphate (MMDBc0057192)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-11-09 20:24:21 UTC

Update Date

2022-11-09 20:24:21 UTC

Metabolite ID

MMDBc0057192

Metabolite Identification

Common Name

Guanosine 2'-phosphate

Description

Guanosine 2'-monophosphate, also known as 2'-GMP or 2'-O-phosphoguanosine, belongs to the class of organic compounds known as pentose phosphates. These are carbohydrate derivatives containing a pentose substituted by one or more phosphate groups. Based on a literature review a significant number of articles have been published on Guanosine 2'-monophosphate.

Structure

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

HMDB0240586
     RDKit          3D
Guanosine 2'-monophosphate
 38 40  0  0  0  0  0  0  0  0999 V2000
    4.6073    1.4274    0.7189 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7032    1.2187   -0.3568 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5685    0.5134   -0.1213 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6598    0.2710   -1.0855 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9348    0.7769   -2.3400 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9022    0.4121   -3.1165 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0257   -0.2909   -2.3692 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4713   -0.3914   -1.1123 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0960   -1.0328    0.0372 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9044   -2.1159   -0.2943 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6981   -2.3986    0.7822 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1325   -2.6980    0.4045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2651   -3.7761   -0.4358 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7205   -1.1879    1.6859 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8438   -1.4443    2.7516 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0760   -0.1428    0.7736 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4839    0.8726    1.4710 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1709    2.3368    0.9127 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.1990    3.1387    0.1149 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7553    3.1692    2.2683 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5142    2.0206   -0.0815 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1091    1.4999   -2.5590 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3612    1.9575   -3.6872 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9932    1.7215   -1.5699 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3012    1.8976    1.5976 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6047    1.1042    0.6341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9228   -0.7390   -2.6783 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6492   -1.3816    0.7622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2714   -3.2727    1.3145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6789   -2.8960    1.3690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6264   -1.8099   -0.0385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2775   -3.4930   -1.4011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7189   -0.9013    2.0121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1598   -2.1352    2.4952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8321    0.1948    0.0377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3048    2.5242    2.7847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1218    2.7961    0.0026 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8828    2.2545   -1.6831 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
 11 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 18 21  1  0
  5 22  1  0
 22 23  2  0
 22 24  1  0
 24  2  1  0
  8  4  1  0
 16  9  1  0
  1 25  1  0
  1 26  1  0
  7 27  1  0
  9 28  1  1
 11 29  1  1
 12 30  1  0
 12 31  1  0
 13 32  1  0
 14 33  1  1
 15 34  1  0
 16 35  1  6
 20 36  1  0
 21 37  1  0
 24 38  1  0
M  END


  Mrv1652311011917312D          

 24 26  0  0  1  0            999 V2000
    9.1019   -2.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3873   -3.1104    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.1018   -4.3480    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.8163   -3.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8163   -3.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6009   -2.8554    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.0859   -3.5230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6009   -4.1905    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.8559   -4.9754    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.3710   -5.6426    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8559   -6.3104    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.6009   -7.0949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1529   -7.7081    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6405   -6.0554    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.3080   -6.5404    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6406   -5.2303    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.3872   -3.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6727   -4.3480    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.1019   -1.8728    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7314   -4.5967    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0639   -5.0817    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   13.5498   -5.7483    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3058   -4.7445    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7292   -5.8345    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 19  1  2  0  0  0  0
  1  2  1  0  0  0  0
  1  5  1  0  0  0  0
  2 17  1  0  0  0  0
 17  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  8  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  9  8  1  1  0  0  0
  9 10  1  0  0  0  0
  9 16  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  1  0  0  0
 11 14  1  0  0  0  0
 12 13  1  0  0  0  0
 14 15  1  6  0  0  0
 14 16  1  0  0  0  0
 17 18  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 21 24  1  0  0  0  0
 16 23  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0057192

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C10H14N5O8P/c11-10-13-7-4(8(18)14-10)12-2-15(7)9-6(23-24(19,20)21)5(17)3(1-16)22-9/h2-3,5-6,9,16-17H,1H2,(H2,19,20,21)(H3,11,13,14,18)/t3-,5-,6-,9-/m1/s1

> <INCHI_KEY>
WTIFIAZWCCBCGE-UUOKFMHZSA-N

> <FORMULA>
C10H14N5O8P

> <MOLECULAR_WEIGHT>
363.2206

> <EXACT_MASS>
363.057998961

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
30.545916243050133

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(2R,3R,4R,5R)-2-(2-amino-6-oxo-6,9-dihydro-1H-purin-9-yl)-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl]oxy}phosphonic acid

> <ALOGPS_LOGP>
-1.95

> <JCHEM_LOGP>
-3.4059722388484612

> <ALOGPS_LOGS>
-2.01

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
5.716907621691872

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.8849547942723577

> <JCHEM_PKA_STRONGEST_BASIC>
0.2433668886468323

> <JCHEM_POLAR_SURFACE_AREA>
201.74999999999997

> <JCHEM_REFRACTIVITY>
75.494

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.56e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(2R,3R,4R,5R)-2-(2-amino-6-oxo-1H-purin-9-yl)-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl]oxyphosphonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0240586
     RDKit          3D
Guanosine 2'-monophosphate
 38 40  0  0  0  0  0  0  0  0999 V2000
    4.6073    1.4274    0.7189 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7032    1.2187   -0.3568 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5685    0.5134   -0.1213 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6598    0.2710   -1.0855 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9348    0.7769   -2.3400 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9022    0.4121   -3.1165 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0257   -0.2909   -2.3692 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4713   -0.3914   -1.1123 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0960   -1.0328    0.0372 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9044   -2.1159   -0.2943 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6981   -2.3986    0.7822 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1325   -2.6980    0.4045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2651   -3.7761   -0.4358 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7205   -1.1879    1.6859 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8438   -1.4443    2.7516 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0760   -0.1428    0.7736 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4839    0.8726    1.4710 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1709    2.3368    0.9127 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.1990    3.1387    0.1149 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7553    3.1692    2.2683 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5142    2.0206   -0.0815 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1091    1.4999   -2.5590 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3612    1.9575   -3.6872 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9932    1.7215   -1.5699 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3012    1.8976    1.5976 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6047    1.1042    0.6341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9228   -0.7390   -2.6783 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6492   -1.3816    0.7622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2714   -3.2727    1.3145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6789   -2.8960    1.3690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6264   -1.8099   -0.0385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2775   -3.4930   -1.4011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7189   -0.9013    2.0121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1598   -2.1352    2.4952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8321    0.1948    0.0377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3048    2.5242    2.7847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1218    2.7961    0.0026 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8828    2.2545   -1.6831 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
 11 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 18 21  1  0
  5 22  1  0
 22 23  2  0
 22 24  1  0
 24  2  1  0
  8  4  1  0
 16  9  1  0
  1 25  1  0
  1 26  1  0
  7 27  1  0
  9 28  1  1
 11 29  1  1
 12 30  1  0
 12 31  1  0
 13 32  1  0
 14 33  1  1
 15 34  1  0
 16 35  1  6
 20 36  1  0
 21 37  1  0
 24 38  1  0
M  END

HEADER    PROTEIN                                 01-NOV-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   01-NOV-19         0                                  
HETATM    1  C   UNK     0      16.990  -5.036   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0      15.656  -5.806   0.000  0.00  0.00           N+0
HETATM    3  N   UNK     0      16.990  -8.116   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0      18.324  -7.346   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      18.324  -5.806   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      19.788  -5.330   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      20.694  -6.576   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0      19.788  -7.822   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0      20.264  -9.287   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      19.359 -10.533   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      20.264 -11.779   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      19.788 -13.244   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      20.819 -14.388   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      21.729 -11.303   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      22.975 -12.209   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      21.729  -9.763   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      15.656  -7.346   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0      14.322  -8.116   0.000  0.00  0.00           N+0
HETATM   19  O   UNK     0      16.990  -3.496   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      25.632  -8.581   0.000  0.00  0.00           O+0
HETATM   21  P   UNK     0      24.386  -9.486   0.000  0.00  0.00           P+0
HETATM   22  O   UNK     0      25.293 -10.730   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      22.971  -8.856   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      23.761 -10.891   0.000  0.00  0.00           O+0
CONECT    1   19    2    5                                                  
CONECT    2    1   17                                                       
CONECT    3   17    4                                                       
CONECT    4    3    5    8                                                  
CONECT    5    1    4    6                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    4    7    9                                                  
CONECT    9    8   10   16                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   14                                                  
CONECT   12   11   13                                                       
CONECT   13   12                                                            
CONECT   14   11   15   16                                                  
CONECT   15   14                                                            
CONECT   16    9   14   23                                                  
CONECT   17    2    3   18                                                  
CONECT   18   17                                                            
CONECT   19    1                                                            
CONECT   20   21                                                            
CONECT   21   20   22   23   24                                             
CONECT   22   21                                                            
CONECT   23   21   16                                                       
CONECT   24   21                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   52    0
END

COMPND    HMDB0240586
HETATM    1  N1  UNL     1       4.607   1.427   0.719  1.00  0.00           N  
HETATM    2  C1  UNL     1       3.703   1.219  -0.357  1.00  0.00           C  
HETATM    3  N2  UNL     1       2.568   0.513  -0.121  1.00  0.00           N  
HETATM    4  C2  UNL     1       1.660   0.271  -1.086  1.00  0.00           C  
HETATM    5  C3  UNL     1       1.935   0.777  -2.340  1.00  0.00           C  
HETATM    6  N3  UNL     1       0.902   0.412  -3.117  1.00  0.00           N  
HETATM    7  C4  UNL     1       0.026  -0.291  -2.369  1.00  0.00           C  
HETATM    8  N4  UNL     1       0.471  -0.391  -1.112  1.00  0.00           N  
HETATM    9  C5  UNL     1      -0.096  -1.033   0.037  1.00  0.00           C  
HETATM   10  O1  UNL     1      -0.904  -2.116  -0.294  1.00  0.00           O  
HETATM   11  C6  UNL     1      -1.698  -2.399   0.782  1.00  0.00           C  
HETATM   12  C7  UNL     1      -3.132  -2.698   0.404  1.00  0.00           C  
HETATM   13  O2  UNL     1      -3.265  -3.776  -0.436  1.00  0.00           O  
HETATM   14  C8  UNL     1      -1.721  -1.188   1.686  1.00  0.00           C  
HETATM   15  O3  UNL     1      -0.844  -1.444   2.752  1.00  0.00           O  
HETATM   16  C9  UNL     1      -1.076  -0.143   0.774  1.00  0.00           C  
HETATM   17  O4  UNL     1      -0.484   0.873   1.471  1.00  0.00           O  
HETATM   18  P1  UNL     1      -1.171   2.337   0.913  1.00  0.00           P  
HETATM   19  O5  UNL     1      -0.199   3.139   0.115  1.00  0.00           O  
HETATM   20  O6  UNL     1      -1.755   3.169   2.268  1.00  0.00           O  
HETATM   21  O7  UNL     1      -2.514   2.021  -0.081  1.00  0.00           O  
HETATM   22  C10 UNL     1       3.109   1.500  -2.559  1.00  0.00           C  
HETATM   23  O8  UNL     1       3.361   1.958  -3.687  1.00  0.00           O  
HETATM   24  N5  UNL     1       3.993   1.722  -1.570  1.00  0.00           N  
HETATM   25  H1  UNL     1       4.301   1.898   1.598  1.00  0.00           H  
HETATM   26  H2  UNL     1       5.605   1.104   0.634  1.00  0.00           H  
HETATM   27  H3  UNL     1      -0.923  -0.739  -2.678  1.00  0.00           H  
HETATM   28  H4  UNL     1       0.649  -1.382   0.762  1.00  0.00           H  
HETATM   29  H5  UNL     1      -1.271  -3.273   1.314  1.00  0.00           H  
HETATM   30  H6  UNL     1      -3.679  -2.896   1.369  1.00  0.00           H  
HETATM   31  H7  UNL     1      -3.626  -1.810  -0.039  1.00  0.00           H  
HETATM   32  H8  UNL     1      -3.278  -3.493  -1.401  1.00  0.00           H  
HETATM   33  H9  UNL     1      -2.719  -0.901   2.012  1.00  0.00           H  
HETATM   34  H10 UNL     1      -0.160  -2.135   2.495  1.00  0.00           H  
HETATM   35  H11 UNL     1      -1.832   0.195   0.038  1.00  0.00           H  
HETATM   36  H12 UNL     1      -2.305   2.524   2.785  1.00  0.00           H  
HETATM   37  H13 UNL     1      -3.122   2.796   0.003  1.00  0.00           H  
HETATM   38  H14 UNL     1       4.883   2.255  -1.683  1.00  0.00           H  
CONECT    1    2   25   26
CONECT    2    3    3   24
CONECT    3    4
CONECT    4    5    5    8
CONECT    5    6   22
CONECT    6    7    7
CONECT    7    8   27
CONECT    8    9
CONECT    9   10   16   28
CONECT   10   11
CONECT   11   12   14   29
CONECT   12   13   30   31
CONECT   13   32
CONECT   14   15   16   33
CONECT   15   34
CONECT   16   17   35
CONECT   17   18
CONECT   18   19   19   20   21
CONECT   20   36
CONECT   21   37
CONECT   22   23   23   24
CONECT   24   38
END

HMDB0240586
     RDKit          3D
Guanosine 2'-monophosphate
 38 40  0  0  0  0  0  0  0  0999 V2000
    4.6073    1.4274    0.7189 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7032    1.2187   -0.3568 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5685    0.5134   -0.1213 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6598    0.2710   -1.0855 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9348    0.7769   -2.3400 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9022    0.4121   -3.1165 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0257   -0.2909   -2.3692 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4713   -0.3914   -1.1123 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0960   -1.0328    0.0372 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9044   -2.1159   -0.2943 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6981   -2.3986    0.7822 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1325   -2.6980    0.4045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2651   -3.7761   -0.4358 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7205   -1.1879    1.6859 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8438   -1.4443    2.7516 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0760   -0.1428    0.7736 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4839    0.8726    1.4710 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1709    2.3368    0.9127 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.1990    3.1387    0.1149 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7553    3.1692    2.2683 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5142    2.0206   -0.0815 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1091    1.4999   -2.5590 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3612    1.9575   -3.6872 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9932    1.7215   -1.5699 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3012    1.8976    1.5976 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6047    1.1042    0.6341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9228   -0.7390   -2.6783 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6492   -1.3816    0.7622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2714   -3.2727    1.3145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6789   -2.8960    1.3690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6264   -1.8099   -0.0385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2775   -3.4930   -1.4011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7189   -0.9013    2.0121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1598   -2.1352    2.4952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8321    0.1948    0.0377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3048    2.5242    2.7847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1218    2.7961    0.0026 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8828    2.2545   -1.6831 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
 11 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 18 21  1  0
  5 22  1  0
 22 23  2  0
 22 24  1  0
 24  2  1  0
  8  4  1  0
 16  9  1  0
  1 25  1  0
  1 26  1  0
  7 27  1  0
  9 28  1  1
 11 29  1  1
 12 30  1  0
 12 31  1  0
 13 32  1  0
 14 33  1  1
 15 34  1  0
 16 35  1  6
 20 36  1  0
 21 37  1  0
 24 38  1  0
M  END

Synonyms

Value	Source
2'-GMP	ChEBI
2'-O-Phosphoguanosine	ChEBI
Guanosine 2'-phosphate	ChEBI
Guanosine 2'-phosphoric acid	Generator
Guanosine 2'-monophosphoric acid	Generator
Guanosine-2'-monophosphoric acid	HMDB
2'-Guanosine monophosphate	HMDB
2'-Guanylic acid	HMDB
2'-Guanylic acid, sodium salt	HMDB
2’-GMP	HMDB
Guanosine 2'-(dihydrogen phosphate)	HMDB
Guanosine 2’-(dihydrogen phosphate)	HMDB
Guanosine 2’-monophosphate	HMDB
Guanosine 2’-phosphate	HMDB
Guanosine 2'-monophosphate	HMDB

Molecular Formula

C₁₀H₁₄N₅O₈P

Average Mass

363.2206

Monoisotopic Mass

363.057998961

IUPAC Name

{[(2R,3R,4R,5R)-2-(2-amino-6-oxo-6,9-dihydro-1H-purin-9-yl)-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl]oxy}phosphonic acid

Traditional Name

[(2R,3R,4R,5R)-2-(2-amino-6-oxo-1H-purin-9-yl)-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl]oxyphosphonic acid

CAS Registry Number

Not Available

SMILES

NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2OP(O)(O)=O)C(=O)N1

InChI Identifier

InChI=1S/C10H14N5O8P/c11-10-13-7-4(8(18)14-10)12-2-15(7)9-6(23-24(19,20)21)5(17)3(1-16)22-9/h2-3,5-6,9,16-17H,1H2,(H2,19,20,21)(H3,11,13,14,18)/t3-,5-,6-,9-/m1/s1

InChI Key

WTIFIAZWCCBCGE-UUOKFMHZSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pentose phosphates. These are carbohydrate derivatives containing a pentose substituted by one or more phosphate groups.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Pentose phosphates

Alternative Parents

Substituents

Pentose phosphate
Glycosyl compound
N-glycosyl compound
6-oxopurine
Hypoxanthine
Imidazopyrimidine
Purine
Aminopyrimidine
Monoalkyl phosphate
Pyrimidone
N-substituted imidazole
Organic phosphoric acid derivative
Alkyl phosphate
Phosphoric acid ester
Pyrimidine
Azole
Heteroaromatic compound
Imidazole
Vinylogous amide
Tetrahydrofuran
Secondary alcohol
Organoheterocyclic compound
Azacycle
Oxacycle
Organonitrogen compound
Amine
Alcohol
Hydrocarbon derivative
Organic oxide
Organic nitrogen compound
Organopnictogen compound
Primary alcohol
Primary amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

purine ribonucleoside 2'-monophosphate (CHEBI:74948 )

Functional Ontology

Not Available

Physical Properties

State

Not Available

Predicted Properties

Property	Value	Source
Water Solubility	3.56 g/L	ALOGPS
logP	-2	ALOGPS
logP	-3.4	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	0.88	ChemAxon
pKa (Strongest Basic)	0.24	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	201.75 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	75.49 m³·mol⁻¹	ChemAxon
Polarizability	30.55 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0942000000-9084df767463644cb4b3	2017-07-26	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0udi-0900000000-ad2a68bf513718e4e081	2017-07-26	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0udi-0900000000-7c5336b3b677292799a7	2017-07-26	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0ik9-5519000000-8455d12adb8e74fddd19	2017-07-26	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0ufr-3900000000-8affd5b3d4d504c6704b	2017-07-26	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9400000000-bc60097073a94b6fea35	2017-07-26	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0900000000-361a2474138028086bb3	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0udi-0900000000-bed554cee06b6f61c42b	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0udr-3920000000-f5df9cc908aabe6043b7	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03di-0009000000-0a09be49d6be31174b51	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9123000000-ab54ec32b2276b02f7af	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0059-9820000000-4560f1f202ff783377d8	2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-25	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Placenta

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0026034	Water	Guanosine 2'-phosphate	2',3'-cyclic-nucleotide 3'-phosphodiesterase	Formation of 2'-nucleotide products from 2',3'-cyclic substrates	RHEA	34755880

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Placenta	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597

External Links

HMDB ID

HMDB0240586

DrugBank ID

DB01937

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

392466

KEGG Compound ID

Not Available

BioCyc ID

CPD-13025

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

444571

PDB ID

Not Available

ChEBI ID

74948

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]

Showing metabocard for Guanosine 2'-phosphate (MMDBc0057192)

MOL for #<Metabolite:0x00007fa4bdcd48f8>

3D MOL for #<Metabolite:0x00007fa4bdcd48f8>

3D SDF for #<Metabolite:0x00007fa4bdcd48f8>

3D-SDF for #<Metabolite:0x00007fa4bdcd48f8>

PDB for #<Metabolite:0x00007fa4bdcd48f8>

3D PDB for #<Metabolite:0x00007fa4bdcd48f8>

SMILES for #<Metabolite:0x00007fa4bdcd48f8>

INCHI for #<Metabolite:0x00007fa4bdcd48f8>

Structure for #<Metabolite:0x00007fa4bdcd48f8>

3D Structure for #<Metabolite:0x00007fa4bdcd48f8>