MiMeDB: Showing metabocard for GMP (MMDBc0031799)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-18 01:49:46 UTC

Update Date

2024-04-30 19:52:05 UTC

Metabolite ID

MMDBc0031799

Metabolite Identification

Common Name

GMP

Description

Guanosine monophosphate, also known as 5'-guanidylic acid or guanylic acid and abbreviated GMP, is a nucleotide that is used as a monomer in RNA. It is an ester of phosphoric acid with the nucleoside guanosine. GMP consists of the phosphate group, the pentose sugar ribose, and the nucleobase guanine; hence it is a ribonucleoside monophosphate.

Structure

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

HMDB0257693
     RDKit          3D
[(2R,5R)-5-(2-Amino-6-oxo-1H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihy...
 38 40  0  0  0  0  0  0  0  0999 V2000
   -4.5255    1.4354    2.3117 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2637    1.0675    1.1170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2415    1.0107    0.2045 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0070    0.5751   -1.0411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0679    0.5354   -1.9571 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7508    0.1795   -1.3963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1634   -0.3067   -2.5038 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8774   -0.5227   -2.2576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5973   -0.1858   -0.9972 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3187   -0.2037   -0.3914 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6796   -0.5141   -1.3820 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7556   -0.4310   -0.6067 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1545   -0.5942   -1.1421 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9021   -0.6744    0.0552 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8497    0.6348    0.3815 P   0  0  0  0  0  5  0  0  0  0  0  0
    4.1243    1.9296   -0.0759 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8527    0.7195    2.1112 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3773    0.6561   -0.2143 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5327   -0.9370    0.7726 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2318   -2.0405    1.1207 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0057   -1.1824    0.6812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5447   -0.9040    1.9381 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7403    0.2529   -0.4290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0131    0.6940    0.8028 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7945    1.4906    3.0250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5159    1.4378   -2.2133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1855   -0.9188   -2.9990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0369    0.8578   -0.0452 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7760    0.7746   -0.4273 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656    0.1800   -1.7954 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2575   -1.6033   -1.6465 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7137    1.6457    2.3288 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3498    0.5920   -1.1974 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6260   -0.1068    1.5294 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8739   -2.4544    1.9415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1350   -2.2064    0.3744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4803   -1.6691    2.4978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2580    0.7863    1.5252 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  2  0
  4  5  1  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
 14 15  1  0
 15 16  2  0
 15 17  1  0
 15 18  1  0
 12 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
  9 23  1  0
 23 24  1  0
 24  2  1  0
 23  6  2  0
 21 10  1  0
  1 25  1  0
  5 26  1  0
  8 27  1  0
 10 28  1  0
 12 29  1  0
 13 30  1  0
 13 31  1  0
 17 32  1  0
 18 33  1  0
 19 34  1  0
 20 35  1  0
 21 36  1  0
 22 37  1  0
 24 38  1  0
M  END


  Mrv1652305221920202D          

 24 26  0  0  0  0            999 V2000
   -1.8505   -3.7149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1831   -3.2299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984   -3.4849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0865   -2.8174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984   -2.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845   -1.5229    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -0.0305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -1.5229    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -0.2854    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -1.3654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -4.2695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9115   -2.8174    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.9521    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9391   -4.3492    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7565   -3.1968    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7867   -4.5317    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6042   -3.3793    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1831   -2.4049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2716   -3.8642    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  5  3  1  0  0  0  0
  6  5  1  0  0  0  0
  7  4  2  0  0  0  0
  8  4  1  0  0  0  0
  9  6  1  0  0  0  0
 11 10  2  0  0  0  0
 12  2  2  0  0  0  0
 12  4  1  0  0  0  0
 13  7  1  0  0  0  0
 13 10  1  0  0  0  0
 14  8  2  0  0  0  0
 14 10  1  0  0  0  0
 15  2  1  0  0  0  0
 15  7  1  0  0  0  0
 15  9  1  0  0  0  0
 16  5  1  0  0  0  0
 17  6  1  0  0  0  0
 18  8  1  0  0  0  0
 22  1  1  0  0  0  0
 23  3  1  0  0  0  0
 23  9  1  0  0  0  0
 24 19  1  0  0  0  0
 24 20  1  0  0  0  0
 24 21  2  0  0  0  0
 24 22  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0031799

> <DATABASE_NAME>
MIME

> <SMILES>
OC1C(COP(O)(O)=O)OC(C1O)N1C=NC2=C1NC(=N)N=C2O

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

> <INCHI_KEY>
RQFCJASXJCIDSX-UHFFFAOYSA-N

> <FORMULA>
C10H14N5O8P

> <MOLECULAR_WEIGHT>
363.2206

> <EXACT_MASS>
363.057998961

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
31.112634224690886

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[3,4-dihydroxy-5-(6-hydroxy-2-imino-3,9-dihydro-2H-purin-9-yl)oxolan-2-yl]methoxy}phosphonic acid

> <ALOGPS_LOGP>
-1.92

> <JCHEM_LOGP>
-3.6535056184614927

> <ALOGPS_LOGS>
-2.14

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
5.8572938808150425

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.2168836442623872

> <JCHEM_PKA_STRONGEST_BASIC>
2.972673219316864

> <JCHEM_POLAR_SURFACE_AREA>
202.73999999999998

> <JCHEM_REFRACTIVITY>
86.07509999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.63e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[3,4-dihydroxy-5-(6-hydroxy-2-imino-3H-purin-9-yl)oxolan-2-yl]methoxyphosphonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0257693
     RDKit          3D
[(2R,5R)-5-(2-Amino-6-oxo-1H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihy...
 38 40  0  0  0  0  0  0  0  0999 V2000
   -4.5255    1.4354    2.3117 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2637    1.0675    1.1170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2415    1.0107    0.2045 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0070    0.5751   -1.0411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0679    0.5354   -1.9571 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7508    0.1795   -1.3963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1634   -0.3067   -2.5038 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8774   -0.5227   -2.2576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5973   -0.1858   -0.9972 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3187   -0.2037   -0.3914 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6796   -0.5141   -1.3820 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7556   -0.4310   -0.6067 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1545   -0.5942   -1.1421 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9021   -0.6744    0.0552 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8497    0.6348    0.3815 P   0  0  0  0  0  5  0  0  0  0  0  0
    4.1243    1.9296   -0.0759 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8527    0.7195    2.1112 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3773    0.6561   -0.2143 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5327   -0.9370    0.7726 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2318   -2.0405    1.1207 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0057   -1.1824    0.6812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5447   -0.9040    1.9381 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7403    0.2529   -0.4290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0131    0.6940    0.8028 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7945    1.4906    3.0250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5159    1.4378   -2.2133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1855   -0.9188   -2.9990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0369    0.8578   -0.0452 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7760    0.7746   -0.4273 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656    0.1800   -1.7954 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2575   -1.6033   -1.6465 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7137    1.6457    2.3288 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3498    0.5920   -1.1974 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6260   -0.1068    1.5294 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8739   -2.4544    1.9415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1350   -2.2064    0.3744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4803   -1.6691    2.4978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2580    0.7863    1.5252 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  2  0
  4  5  1  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
 14 15  1  0
 15 16  2  0
 15 17  1  0
 15 18  1  0
 12 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
  9 23  1  0
 23 24  1  0
 24  2  1  0
 23  6  2  0
 21 10  1  0
  1 25  1  0
  5 26  1  0
  8 27  1  0
 10 28  1  0
 12 29  1  0
 13 30  1  0
 13 31  1  0
 17 32  1  0
 18 33  1  0
 19 34  1  0
 20 35  1  0
 21 36  1  0
 22 37  1  0
 24 38  1  0
M  END

HEADER    PROTEIN                                 22-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-MAY-19         0                                  
HETATM    1  C   UNK     0      -3.454  -6.934   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.173  -1.303   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.208  -6.029   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.197  -0.533   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.744  -6.505   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.161  -5.259   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.197  -2.073   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.530   0.237   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.744  -4.013   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.864  -2.073   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       5.198  -2.843   0.000  0.00  0.00           N+0
HETATM   12  N   UNK     0      -0.268  -0.057   0.000  0.00  0.00           N+0
HETATM   13  N   UNK     0       2.530  -2.843   0.000  0.00  0.00           N+0
HETATM   14  N   UNK     0       3.864  -0.533   0.000  0.00  0.00           N+0
HETATM   15  N   UNK     0      -0.268  -2.549   0.000  0.00  0.00           N+0
HETATM   16  O   UNK     0      -0.268  -7.970   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       1.701  -5.259   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       2.530   1.777   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -7.353  -8.118   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -7.012  -5.967   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -5.202  -8.459   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -4.861  -6.308   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -2.208  -4.489   0.000  0.00  0.00           O+0
HETATM   24  P   UNK     0      -6.107  -7.213   0.000  0.00  0.00           P+0
CONECT    1    3   22                                                       
CONECT    2   12   15                                                       
CONECT    3    1    5   23                                                  
CONECT    4    7    8   12                                                  
CONECT    5    3    6   16                                                  
CONECT    6    5    9   17                                                  
CONECT    7    4   13   15                                                  
CONECT    8    4   14   18                                                  
CONECT    9    6   15   23                                                  
CONECT   10   11   13   14                                                  
CONECT   11   10                                                            
CONECT   12    2    4                                                       
CONECT   13    7   10                                                       
CONECT   14    8   10                                                       
CONECT   15    2    7    9                                                  
CONECT   16    5                                                            
CONECT   17    6                                                            
CONECT   18    8                                                            
CONECT   19   24                                                            
CONECT   20   24                                                            
CONECT   21   24                                                            
CONECT   22    1   24                                                       
CONECT   23    3    9                                                       
CONECT   24   19   20   21   22                                             
MASTER        0    0    0    0    0    0    0    0   24    0   52    0
END

COMPND    HMDB0257693
HETATM    1  N1  UNL     1      -4.525   1.435   2.312  1.00  0.00           N  
HETATM    2  C1  UNL     1      -4.264   1.068   1.117  1.00  0.00           C  
HETATM    3  N2  UNL     1      -5.241   1.011   0.205  1.00  0.00           N  
HETATM    4  C2  UNL     1      -5.007   0.575  -1.041  1.00  0.00           C  
HETATM    5  O1  UNL     1      -6.068   0.535  -1.957  1.00  0.00           O  
HETATM    6  C3  UNL     1      -3.751   0.179  -1.396  1.00  0.00           C  
HETATM    7  N3  UNL     1      -3.163  -0.307  -2.504  1.00  0.00           N  
HETATM    8  C4  UNL     1      -1.877  -0.523  -2.258  1.00  0.00           C  
HETATM    9  N4  UNL     1      -1.597  -0.186  -0.997  1.00  0.00           N  
HETATM   10  C5  UNL     1      -0.319  -0.204  -0.391  1.00  0.00           C  
HETATM   11  O2  UNL     1       0.680  -0.514  -1.382  1.00  0.00           O  
HETATM   12  C6  UNL     1       1.756  -0.431  -0.607  1.00  0.00           C  
HETATM   13  C7  UNL     1       3.154  -0.594  -1.142  1.00  0.00           C  
HETATM   14  O3  UNL     1       3.902  -0.674   0.055  1.00  0.00           O  
HETATM   15  P1  UNL     1       4.850   0.635   0.382  1.00  0.00           P  
HETATM   16  O4  UNL     1       4.124   1.930  -0.076  1.00  0.00           O  
HETATM   17  O5  UNL     1       4.853   0.719   2.111  1.00  0.00           O  
HETATM   18  O6  UNL     1       6.377   0.656  -0.214  1.00  0.00           O  
HETATM   19  C8  UNL     1       1.533  -0.937   0.773  1.00  0.00           C  
HETATM   20  O7  UNL     1       2.232  -2.040   1.121  1.00  0.00           O  
HETATM   21  C9  UNL     1      -0.006  -1.182   0.681  1.00  0.00           C  
HETATM   22  O8  UNL     1      -0.545  -0.904   1.938  1.00  0.00           O  
HETATM   23  C10 UNL     1      -2.740   0.253  -0.429  1.00  0.00           C  
HETATM   24  N5  UNL     1      -3.013   0.694   0.803  1.00  0.00           N  
HETATM   25  H1  UNL     1      -3.794   1.491   3.025  1.00  0.00           H  
HETATM   26  H2  UNL     1      -6.516   1.438  -2.213  1.00  0.00           H  
HETATM   27  H3  UNL     1      -1.185  -0.919  -2.999  1.00  0.00           H  
HETATM   28  H4  UNL     1      -0.037   0.858  -0.045  1.00  0.00           H  
HETATM   29  H5  UNL     1       1.776   0.775  -0.427  1.00  0.00           H  
HETATM   30  H6  UNL     1       3.466   0.180  -1.795  1.00  0.00           H  
HETATM   31  H7  UNL     1       3.257  -1.603  -1.646  1.00  0.00           H  
HETATM   32  H8  UNL     1       4.714   1.646   2.329  1.00  0.00           H  
HETATM   33  H9  UNL     1       6.350   0.592  -1.197  1.00  0.00           H  
HETATM   34  H10 UNL     1       1.626  -0.107   1.529  1.00  0.00           H  
HETATM   35  H11 UNL     1       1.874  -2.454   1.942  1.00  0.00           H  
HETATM   36  H12 UNL     1      -0.135  -2.206   0.374  1.00  0.00           H  
HETATM   37  H13 UNL     1      -0.480  -1.669   2.498  1.00  0.00           H  
HETATM   38  H14 UNL     1      -2.258   0.786   1.525  1.00  0.00           H  
CONECT    1    2    2   25
CONECT    2    3   24
CONECT    3    4    4
CONECT    4    5    6
CONECT    5   26
CONECT    6    7   23   23
CONECT    7    8    8
CONECT    8    9   27
CONECT    9   10   23
CONECT   10   11   21   28
CONECT   11   12
CONECT   12   13   19   29
CONECT   13   14   30   31
CONECT   14   15
CONECT   15   16   16   17   18
CONECT   17   32
CONECT   18   33
CONECT   19   20   21   34
CONECT   20   35
CONECT   21   22   36
CONECT   22   37
CONECT   23   24
CONECT   24   38
END

HMDB0257693
     RDKit          3D
[(2R,5R)-5-(2-Amino-6-oxo-1H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihy...
 38 40  0  0  0  0  0  0  0  0999 V2000
   -4.5255    1.4354    2.3117 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2637    1.0675    1.1170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2415    1.0107    0.2045 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0070    0.5751   -1.0411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0679    0.5354   -1.9571 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7508    0.1795   -1.3963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1634   -0.3067   -2.5038 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8774   -0.5227   -2.2576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5973   -0.1858   -0.9972 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3187   -0.2037   -0.3914 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6796   -0.5141   -1.3820 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7556   -0.4310   -0.6067 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1545   -0.5942   -1.1421 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9021   -0.6744    0.0552 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8497    0.6348    0.3815 P   0  0  0  0  0  5  0  0  0  0  0  0
    4.1243    1.9296   -0.0759 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8527    0.7195    2.1112 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3773    0.6561   -0.2143 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5327   -0.9370    0.7726 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2318   -2.0405    1.1207 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0057   -1.1824    0.6812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5447   -0.9040    1.9381 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7403    0.2529   -0.4290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0131    0.6940    0.8028 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7945    1.4906    3.0250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5159    1.4378   -2.2133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1855   -0.9188   -2.9990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0369    0.8578   -0.0452 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7760    0.7746   -0.4273 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656    0.1800   -1.7954 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2575   -1.6033   -1.6465 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7137    1.6457    2.3288 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3498    0.5920   -1.1974 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6260   -0.1068    1.5294 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8739   -2.4544    1.9415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1350   -2.2064    0.3744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4803   -1.6691    2.4978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2580    0.7863    1.5252 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  2  0
  4  5  1  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
 14 15  1  0
 15 16  2  0
 15 17  1  0
 15 18  1  0
 12 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
  9 23  1  0
 23 24  1  0
 24  2  1  0
 23  6  2  0
 21 10  1  0
  1 25  1  0
  5 26  1  0
  8 27  1  0
 10 28  1  0
 12 29  1  0
 13 30  1  0
 13 31  1  0
 17 32  1  0
 18 33  1  0
 19 34  1  0
 20 35  1  0
 21 36  1  0
 22 37  1  0
 24 38  1  0
M  END

Synonyms

Value	Source
5'-Guanylate	Generator

Molecular Formula

C₁₀H₁₄N₅O₈P

Average Mass

363.2206

Monoisotopic Mass

363.057998961

IUPAC Name

{[3,4-dihydroxy-5-(6-hydroxy-2-imino-3,9-dihydro-2H-purin-9-yl)oxolan-2-yl]methoxy}phosphonic acid

Traditional Name

[3,4-dihydroxy-5-(6-hydroxy-2-imino-3H-purin-9-yl)oxolan-2-yl]methoxyphosphonic acid

CAS Registry Number

Not Available

SMILES

OC1C(COP(O)(O)=O)OC(C1O)N1C=NC2=C1NC(=N)N=C2O

InChI Identifier

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

InChI Key

RQFCJASXJCIDSX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as purine ribonucleoside monophosphates. These are nucleotides consisting of a purine base linked to a ribose to which one monophosphate group is attached.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Purine nucleotides

Sub Class

Purine ribonucleotides

Direct Parent

Purine ribonucleoside monophosphates

Alternative Parents

Substituents

Purine ribonucleoside monophosphate
Pentose phosphate
Pentose-5-phosphate
Glycosyl compound
N-glycosyl compound
6-oxopurine
Hypoxanthine
Monosaccharide phosphate
Pentose monosaccharide
Imidazopyrimidine
Purine
Aminopyrimidine
Monoalkyl phosphate
Pyrimidone
Alkyl phosphate
Pyrimidine
Monosaccharide
N-substituted imidazole
Organic phosphoric acid derivative
Phosphoric acid ester
Tetrahydrofuran
Azole
Imidazole
Heteroaromatic compound
Vinylogous amide
1,2-diol
Secondary alcohol
Oxacycle
Azacycle
Organoheterocyclic compound
Primary amine
Organic nitrogen compound
Amine
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Alcohol
Organonitrogen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	2.63 g/L	ALOGPS
logP	-1.9	ALOGPS
logP	-3.7	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	1.22	ChemAxon
pKa (Strongest Basic)	2.97	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	202.74 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	86.08 m³·mol⁻¹	ChemAxon
Polarizability	31.11 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	splash10-0002-9613000000-25af1e68cd06f009e02f	2021-09-24	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_5) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_6) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_7) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_8) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_9) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_10) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_11) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_12) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_13) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_14) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_15) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_16) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0913000000-001b1f57c165727e68e8	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0udi-0900000000-3608dda512a53dd81925	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0udi-1900000000-3ba27baa7aebb3284a40	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0imi-7709000000-b26de7b66118aa84258c	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0fb9-9800000000-0ceb7a9ad670c9ebca71	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9200000000-a1c937f9b36b1be1da4c	2015-09-15	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100.41 MHz, D₂O, experimental)		2016-09-22	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

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

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

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
Bacteria	Proteobacteria	379	Human ; Human feces; Human feces; pleural fluid plaque; bal; Human stool; Sheep ; Pig ; River trout ; Turkey ; Dog ; Chicken ; Cattle ; Lion	Unknown
Bacteria	Firmicutes	156	Human feces; Human ; Catfish ; Cattle ; Human saliva
Bacteria	Chlorobi	11
Bacteria	Actinobacteria	43	Human ; Cattle ; Human feces
Bacteria	Deinococcus-thermus	5
Bacteria	Thermotogae	8
Bacteria	Fusobacteria	1	Human ; Human feces
Archaea/Archaea	Euryarchaeota	54
Bacteria	Chloroflexi	5
Bacteria	Spirochaetes	9	Human ; Pig
Bacteria	Cyanobacteria	29
Archaea/Archaea	Crenarchaeota	13
Archaea	Crenarchaeota	1
Bacteria	nah	1
Bacteria	Nitrospirae	1
Bacteria	Tenericutes	17	Goat ; Human ; Pig
Bacteria	Bacteroidetes	12	Human ; Human feces
Bacteria	Chlamydiae	8	Human ; Sheep ; Cat
Bacteria	Acidobacteria	1
Bacteria	Planctomycetes	1
Eukaryota/Fungi	Ascomycota	13
Bacteria	Aquificae	1
Archaea	Euryarchaeota	3
Bacteria	Elusimicrobia	1
Bacteria	Gemmatimonadetes	1
Bacteria	Verrucomicrobia	1
Eukaryota/Fungi	Basidiomycota	1

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference
Animal	Milk	Bos taurus	FooDB	31437929
Animal	Milk	Bos taurus	FooDB	31437929

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

HMDB0257693

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB012390

KNApSAcK ID

Not Available

Chemspider ID

741

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Guanosine monophosphate

METLIN ID

Not Available

PubChem Compound

135400774

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for GMP (MMDBc0031799)

MOL for #<Metabolite:0x00007fecd0825680>

3D MOL for #<Metabolite:0x00007fecd0825680>

3D SDF for #<Metabolite:0x00007fecd0825680>

3D-SDF for #<Metabolite:0x00007fecd0825680>

PDB for #<Metabolite:0x00007fecd0825680>

3D PDB for #<Metabolite:0x00007fecd0825680>

SMILES for #<Metabolite:0x00007fecd0825680>

INCHI for #<Metabolite:0x00007fecd0825680>

Structure for #<Metabolite:0x00007fecd0825680>

3D Structure for #<Metabolite:0x00007fecd0825680>