MiMeDB: Showing metabocard for 2'-Deoxyguanosine 5'-monophosphate (MMDBc0029534)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-17 23:31:20 UTC

Update Date

2024-10-15 16:45:52 UTC

Metabolite ID

MMDBc0029534

Metabolite Identification

Common Name

2'-Deoxyguanosine 5'-monophosphate

Description

2'-Deoxyguanosine 5'-monophosphate is a derivative of the common nucleic acid GTP, or guanosine triphosphate, in which the -OH (hydroxyl) group on the 2' carbon on the nucleotide's pentose has been removed (hence the deoxy- part of the name). Additionally, the diphosphate of the name indicates that two of the phosphoryl groups of GTP have been removed, most likely by hydrolysis (Wikipedia ).

Structure

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

HMDB0001044
     RDKit          3D
2'-Deoxyguanosine 5'-monophosphate
 37 39  0  0  0  0  0  0  0  0999 V2000
    4.7120    2.9647   -0.6773 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3536    1.7385   -0.0546 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1265    1.2048   -0.2103 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7755    0.0490    0.3714 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7001   -0.6267    1.1615 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0872   -1.7164    1.5976 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8345   -1.7313    1.1079 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6126   -0.6545    0.3473 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4081   -0.2770   -0.3680 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1217   -1.4007   -1.2262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6221   -1.3217   -0.9498 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3048   -1.4159   -2.1400 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7222    0.0680   -0.3359 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0150    0.2283    0.4354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1092    0.2339   -0.4266 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5096    0.4137    0.4799 P   0  0  0  0  0  5  0  0  0  0  0  0
   -6.6847    0.7714   -0.4272 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3389    1.7268    1.5520 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8070   -1.0076    1.3341 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6164    0.0615    0.5119 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9652   -0.0982    1.3354 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7687   -0.7393    2.0557 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2412    1.0604    0.7221 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6182    3.8669   -0.1856 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0736    2.9437   -1.6439 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0732   -2.5051    1.2876 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6143    0.6178   -0.9797 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3010   -2.3526   -0.8798 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0456   -1.2100   -2.3047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9358   -2.0601   -0.1939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0867   -2.2763   -2.5529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6352    0.7811   -1.1651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0140    1.1283    1.0504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1635   -0.6362    1.1162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7607    2.4156    1.1086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0593   -1.7004    0.6567 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1957    1.4554    0.8558 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
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 16 19  1  0
 13 20  1  0
  5 21  1  0
 21 22  2  0
 21 23  1  0
 23  2  1  0
  8  4  1  0
 20  9  1  0
  1 24  1  0
  1 25  1  0
  7 26  1  0
  9 27  1  6
 10 28  1  0
 10 29  1  0
 11 30  1  1
 12 31  1  0
 13 32  1  6
 14 33  1  0
 14 34  1  0
 18 35  1  0
 19 36  1  0
 23 37  1  0
M  END


  Mrv1652309042000172D          

 23 25  0  0  1  0            999 V2000
    2.8984    4.8093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1839    4.3968    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8983    3.1593    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6128    3.5718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6128    4.3968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3974    4.6517    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8824    3.9842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3974    3.3168    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6524    2.5320    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1674    1.8647    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6523    1.1971    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4368    1.4521    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.1044    0.9671    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4370    2.2771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1838    3.5718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4693    3.1593    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8984    5.6343    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3969    0.4119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5725    0.4130    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1595   -0.3024    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    3.8738   -0.7152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3351   -0.3012    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1596   -1.1274    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 17  1  2  0  0  0  0
  1  2  1  0  0  0  0
  1  5  1  0  0  0  0
  2 15  1  0  0  0  0
 15  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 14  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  6  0  0  0
 12 14  1  0  0  0  0
 15 16  1  0  0  0  0
 20 23  1  0  0  0  0
 20 22  1  0  0  0  0
 20 21  2  0  0  0  0
 19 20  1  0  0  0  0
 18 19  1  0  0  0  0
 11 18  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0029534

> <DATABASE_NAME>
MIME

> <SMILES>
NC1=NC2=C(N=CN2[C@H]2C[C@H](O)[C@@H](COP(O)(O)=O)O2)C(=O)N1

> <INCHI_IDENTIFIER>
InChI=1S/C10H14N5O7P/c11-10-13-8-7(9(17)14-10)12-3-15(8)6-1-4(16)5(22-6)2-21-23(18,19)20/h3-6,16H,1-2H2,(H2,18,19,20)(H3,11,13,14,17)/t4-,5+,6+/m0/s1

> <INCHI_KEY>
LTFMZDNNPPEQNG-KVQBGUIXSA-N

> <FORMULA>
C10H14N5O7P

> <MOLECULAR_WEIGHT>
347.2212

> <EXACT_MASS>
347.063084339

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
29.716968922692246

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(2R,3S,5R)-5-(2-amino-6-oxo-6,9-dihydro-3H-purin-9-yl)-3-hydroxyoxolan-2-yl]methoxy}phosphonic acid

> <ALOGPS_LOGP>
-1.87

> <JCHEM_LOGP>
-2.7667401216018925

> <ALOGPS_LOGS>
-2.11

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
6.24979173848865

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.2138332245786456

> <JCHEM_PKA_STRONGEST_BASIC>
2.6193924678211005

> <JCHEM_POLAR_SURFACE_AREA>
181.51999999999998

> <JCHEM_REFRACTIVITY>
73.5499

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.70e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
deoxyguanylate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0001044
     RDKit          3D
2'-Deoxyguanosine 5'-monophosphate
 37 39  0  0  0  0  0  0  0  0999 V2000
    4.7120    2.9647   -0.6773 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3536    1.7385   -0.0546 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1265    1.2048   -0.2103 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7755    0.0490    0.3714 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7001   -0.6267    1.1615 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0872   -1.7164    1.5976 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8345   -1.7313    1.1079 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6126   -0.6545    0.3473 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4081   -0.2770   -0.3680 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1217   -1.4007   -1.2262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6221   -1.3217   -0.9498 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3048   -1.4159   -2.1400 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7222    0.0680   -0.3359 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0150    0.2283    0.4354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1092    0.2339   -0.4266 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5096    0.4137    0.4799 P   0  0  0  0  0  5  0  0  0  0  0  0
   -6.6847    0.7714   -0.4272 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3389    1.7268    1.5520 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8070   -1.0076    1.3341 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6164    0.0615    0.5119 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9652   -0.0982    1.3354 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7687   -0.7393    2.0557 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2412    1.0604    0.7221 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6182    3.8669   -0.1856 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0736    2.9437   -1.6439 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0732   -2.5051    1.2876 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6143    0.6178   -0.9797 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3010   -2.3526   -0.8798 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0456   -1.2100   -2.3047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9358   -2.0601   -0.1939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0867   -2.2763   -2.5529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6352    0.7811   -1.1651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0140    1.1283    1.0504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1635   -0.6362    1.1162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7607    2.4156    1.1086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0593   -1.7004    0.6567 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1957    1.4554    0.8558 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
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 16 19  1  0
 13 20  1  0
  5 21  1  0
 21 22  2  0
 21 23  1  0
 23  2  1  0
  8  4  1  0
 20  9  1  0
  1 24  1  0
  1 25  1  0
  7 26  1  0
  9 27  1  6
 10 28  1  0
 10 29  1  0
 11 30  1  1
 12 31  1  0
 13 32  1  6
 14 33  1  0
 14 34  1  0
 18 35  1  0
 19 36  1  0
 23 37  1  0
M  END

HEADER    PROTEIN                                 04-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-20         0                                  
HETATM    1  C   UNK     0       5.410   8.977   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       4.077   8.207   0.000  0.00  0.00           N+0
HETATM    3  N   UNK     0       5.410   5.897   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       6.744   6.667   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.744   8.207   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       8.208   8.683   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       9.114   7.437   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       8.208   6.191   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       8.684   4.726   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       7.779   3.481   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       8.684   2.235   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.149   2.711   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      11.395   1.805   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      10.149   4.251   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.076   6.667   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0       2.743   5.897   0.000  0.00  0.00           N+0
HETATM   17  O   UNK     0       5.410  10.517   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       8.208   0.769   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       6.669   0.771   0.000  0.00  0.00           O+0
HETATM   20  P   UNK     0       5.898  -0.564   0.000  0.00  0.00           P+0
HETATM   21  O   UNK     0       7.231  -1.335   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       4.359  -0.562   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       5.898  -2.104   0.000  0.00  0.00           O+0
CONECT    1   17    2    5                                                  
CONECT    2    1   15                                                       
CONECT    3   15    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   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   18                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14    9   12                                                       
CONECT   15    2    3   16                                                  
CONECT   16   15                                                            
CONECT   17    1                                                            
CONECT   18   19   11                                                       
CONECT   19   20   18                                                       
CONECT   20   23   22   21   19                                             
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23   20                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

COMPND    HMDB0001044
HETATM    1  N1  UNL     1       4.712   2.965  -0.677  1.00  0.00           N  
HETATM    2  C1  UNL     1       4.354   1.738  -0.055  1.00  0.00           C  
HETATM    3  N2  UNL     1       3.127   1.205  -0.210  1.00  0.00           N  
HETATM    4  C2  UNL     1       2.775   0.049   0.371  1.00  0.00           C  
HETATM    5  C3  UNL     1       3.700  -0.627   1.161  1.00  0.00           C  
HETATM    6  N3  UNL     1       3.087  -1.716   1.598  1.00  0.00           N  
HETATM    7  C4  UNL     1       1.835  -1.731   1.108  1.00  0.00           C  
HETATM    8  N4  UNL     1       1.613  -0.654   0.347  1.00  0.00           N  
HETATM    9  C5  UNL     1       0.408  -0.277  -0.368  1.00  0.00           C  
HETATM   10  C6  UNL     1      -0.122  -1.401  -1.226  1.00  0.00           C  
HETATM   11  C7  UNL     1      -1.622  -1.322  -0.950  1.00  0.00           C  
HETATM   12  O1  UNL     1      -2.305  -1.416  -2.140  1.00  0.00           O  
HETATM   13  C8  UNL     1      -1.722   0.068  -0.336  1.00  0.00           C  
HETATM   14  C9  UNL     1      -3.015   0.228   0.435  1.00  0.00           C  
HETATM   15  O2  UNL     1      -4.109   0.234  -0.427  1.00  0.00           O  
HETATM   16  P1  UNL     1      -5.510   0.414   0.480  1.00  0.00           P  
HETATM   17  O3  UNL     1      -6.685   0.771  -0.427  1.00  0.00           O  
HETATM   18  O4  UNL     1      -5.339   1.727   1.552  1.00  0.00           O  
HETATM   19  O5  UNL     1      -5.807  -1.008   1.334  1.00  0.00           O  
HETATM   20  O6  UNL     1      -0.616   0.061   0.512  1.00  0.00           O  
HETATM   21  C10 UNL     1       4.965  -0.098   1.335  1.00  0.00           C  
HETATM   22  O7  UNL     1       5.769  -0.739   2.056  1.00  0.00           O  
HETATM   23  N5  UNL     1       5.241   1.060   0.722  1.00  0.00           N  
HETATM   24  H1  UNL     1       4.618   3.867  -0.186  1.00  0.00           H  
HETATM   25  H2  UNL     1       5.074   2.944  -1.644  1.00  0.00           H  
HETATM   26  H3  UNL     1       1.073  -2.505   1.288  1.00  0.00           H  
HETATM   27  H4  UNL     1       0.614   0.618  -0.980  1.00  0.00           H  
HETATM   28  H5  UNL     1       0.301  -2.353  -0.880  1.00  0.00           H  
HETATM   29  H6  UNL     1       0.046  -1.210  -2.305  1.00  0.00           H  
HETATM   30  H7  UNL     1      -1.936  -2.060  -0.194  1.00  0.00           H  
HETATM   31  H8  UNL     1      -2.087  -2.276  -2.553  1.00  0.00           H  
HETATM   32  H9  UNL     1      -1.635   0.781  -1.165  1.00  0.00           H  
HETATM   33  H10 UNL     1      -3.014   1.128   1.050  1.00  0.00           H  
HETATM   34  H11 UNL     1      -3.163  -0.636   1.116  1.00  0.00           H  
HETATM   35  H12 UNL     1      -4.761   2.416   1.109  1.00  0.00           H  
HETATM   36  H13 UNL     1      -6.059  -1.700   0.657  1.00  0.00           H  
HETATM   37  H14 UNL     1       6.196   1.455   0.856  1.00  0.00           H  
CONECT    1    2   24   25
CONECT    2    3    3   23
CONECT    3    4
CONECT    4    5    5    8
CONECT    5    6   21
CONECT    6    7    7
CONECT    7    8   26
CONECT    8    9
CONECT    9   10   20   27
CONECT   10   11   28   29
CONECT   11   12   13   30
CONECT   12   31
CONECT   13   14   20   32
CONECT   14   15   33   34
CONECT   15   16
CONECT   16   17   17   18   19
CONECT   18   35
CONECT   19   36
CONECT   21   22   22   23
CONECT   23   37
END

HMDB0001044
     RDKit          3D
2'-Deoxyguanosine 5'-monophosphate
 37 39  0  0  0  0  0  0  0  0999 V2000
    4.7120    2.9647   -0.6773 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3536    1.7385   -0.0546 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1265    1.2048   -0.2103 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7755    0.0490    0.3714 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7001   -0.6267    1.1615 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0872   -1.7164    1.5976 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8345   -1.7313    1.1079 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6126   -0.6545    0.3473 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4081   -0.2770   -0.3680 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1217   -1.4007   -1.2262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6221   -1.3217   -0.9498 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3048   -1.4159   -2.1400 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7222    0.0680   -0.3359 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0150    0.2283    0.4354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1092    0.2339   -0.4266 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5096    0.4137    0.4799 P   0  0  0  0  0  5  0  0  0  0  0  0
   -6.6847    0.7714   -0.4272 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3389    1.7268    1.5520 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8070   -1.0076    1.3341 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6164    0.0615    0.5119 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9652   -0.0982    1.3354 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7687   -0.7393    2.0557 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2412    1.0604    0.7221 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6182    3.8669   -0.1856 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0736    2.9437   -1.6439 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0732   -2.5051    1.2876 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6143    0.6178   -0.9797 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3010   -2.3526   -0.8798 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0456   -1.2100   -2.3047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9358   -2.0601   -0.1939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0867   -2.2763   -2.5529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6352    0.7811   -1.1651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0140    1.1283    1.0504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1635   -0.6362    1.1162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7607    2.4156    1.1086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0593   -1.7004    0.6567 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1957    1.4554    0.8558 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
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 16 19  1  0
 13 20  1  0
  5 21  1  0
 21 22  2  0
 21 23  1  0
 23  2  1  0
  8  4  1  0
 20  9  1  0
  1 24  1  0
  1 25  1  0
  7 26  1  0
  9 27  1  6
 10 28  1  0
 10 29  1  0
 11 30  1  1
 12 31  1  0
 13 32  1  6
 14 33  1  0
 14 34  1  0
 18 35  1  0
 19 36  1  0
 23 37  1  0
M  END

Synonyms

Value	Source
2'-Deoxy-GMP	ChEBI
2'-Deoxyguanosine 5'-(dihydrogen phosphate)	ChEBI
2'-Deoxyguanosine 5'-phosphate	ChEBI
2'-Deoxyguanylic acid	ChEBI
2'-dGMP	ChEBI
Deoxy-GMP	ChEBI
Deoxyguanosine 5'-monophosphate	ChEBI
Deoxyguanosine 5'-phosphate	ChEBI
Deoxyguanosine monophosphate	ChEBI
Deoxyguanylic acid	ChEBI
dGMP	ChEBI
2'-Deoxyguanosine 5'-(dihydrogen phosphoric acid)	Generator
2'-Deoxyguanosine 5'-phosphoric acid	Generator
2'-Deoxyguanylate	Generator
Deoxyguanosine 5'-monophosphoric acid	Generator
Deoxyguanosine 5'-phosphoric acid	Generator
Deoxyguanosine monophosphoric acid	Generator
Deoxyguanylate	Generator
2'-Deoxyguanosine 5'-monophosphoric acid	Generator
2'-Deoxy-5'-GMP	HMDB
2'-Deoxy-5'-guanylate	HMDB
2'-Deoxy-5'-guanylic acid	HMDB
2'-Deoxy-guanosine 5'-(dihydrogen phosphate)	HMDB
2'-Deoxy-guanosine 5'-phosphate	HMDB
2'-Deoxy-guanosine phosphate	HMDB
2'-Deoxyguanosine-5'-phosphate	HMDB
2'-DG-5'-MP	HMDB
Deoxyguanosine-phosphate	HMDB
Guanine riboside	HMDB
2'-Deoxyguanosine 5'-phosphate, ion (1+)	HMDB
2'-Deoxyguanosine 5'-phosphate, disodium salt	HMDB

Molecular Formula

C₁₀H₁₄N₅O₇P

Average Mass

347.2212

Monoisotopic Mass

347.063084339

IUPAC Name

{[(2R,3S,5R)-5-(2-amino-6-oxo-6,9-dihydro-3H-purin-9-yl)-3-hydroxyoxolan-2-yl]methoxy}phosphonic acid

Traditional Name

deoxyguanylate

CAS Registry Number

902-04-5

SMILES

NC1=NC2=C(N=CN2[C@H]2C[C@H](O)[C@@H](COP(O)(O)=O)O2)C(=O)N1

InChI Identifier

InChI=1S/C10H14N5O7P/c11-10-13-8-7(9(17)14-10)12-3-15(8)6-1-4(16)5(22-6)2-21-23(18,19)20/h3-6,16H,1-2H2,(H2,18,19,20)(H3,11,13,14,17)/t4-,5+,6+/m0/s1

InChI Key

LTFMZDNNPPEQNG-KVQBGUIXSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as purine 2'-deoxyribonucleoside monophosphates. These are purine nucleotides with monophosphate group linked to the ribose moiety lacking a hydroxyl group at position 2.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Purine nucleotides

Sub Class

Purine deoxyribonucleotides

Direct Parent

Purine 2'-deoxyribonucleoside monophosphates

Alternative Parents

Substituents

Purine 2'-deoxyribonucleoside monophosphate
Imidazopyrimidine
Purine
Hydroxypyrimidine
Monoalkyl phosphate
N-substituted imidazole
Organic phosphoric acid derivative
Phosphoric acid ester
Alkyl phosphate
Pyrimidine
Azole
Imidazole
Heteroaromatic compound
Tetrahydrofuran
Secondary alcohol
Organoheterocyclic compound
Azacycle
Oxacycle
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

deoxyguanosine phosphate (CHEBI:16192 )
purine 2'-deoxyribonucleoside 5'-monophosphate (CHEBI:16192 )
guanyl deoxyribonucleotide (CHEBI:16192 )
Deoxyribonucleotides (C00362 )

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	2.7 g/L	ALOGPS
logP	-1.9	ALOGPS
logP	-2.8	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	1.21	ChemAxon
pKa (Strongest Basic)	2.62	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	181.52 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	73.55 m³·mol⁻¹	ChemAxon
Polarizability	29.72 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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	splash10-0002-9412000000-b0aa92c3ffa6b5b0890c	2017-09-01	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-03dm-9422100000-bc551a9549f9ae975b71	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-0fr2-0598000000-21b063e2aff7146d8568	2012-07-24	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Positive	splash10-0udi-0900000000-d2858e957ac8a4c91e79	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Negative	splash10-004j-9203000000-40bcf8d5e1ae6813c4f7	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , negative	splash10-004j-9203000000-40bcf8d5e1ae6813c4f7	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-0udi-0900000000-dab30b9a6de3477fa70e	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Negative	splash10-002b-6109000000-6e5f13e1030d907bf450	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9200000000-c3273057674f4f74157b	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Negative	splash10-002b-6009000000-303a1b69aa5c35e59b53	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9200000000-5a760c04146b7ec031d7	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9300000000-d435ed7c5cdb98529682	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9100000000-41c0a9342f54a46fa4e4	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-000i-2900000000-68f72700dfdbb0374a85	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-000j-0905000000-26458e3261a5441d9304	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-0udr-1900000000-7a7e7e8e0b0145b7230d	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-0udi-1900000000-a0ce6815866f122bcce0	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-000i-0901000000-415ae3ba37bc56d4a402	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-000i-1900000000-bd375d50d1fb3f236468	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0900000000-6585941fd6af257d9a96	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-000i-2900000000-303e1f2bb06730d8520d	2021-09-20	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0901000000-e4234086a26601ce5af3	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0udi-0900000000-566d720734de1bad5cd6	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0udi-0900000000-5d4689698c352d2a2f45	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-002b-6309000000-10f0b25fe6368edd1660	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9500000000-d531006102bbcb9090d1	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9100000000-a08be881b0ccce87df8a	2016-09-12	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, experimental)		2012-12-04	View Spectrum
1D NMR	¹H NMR Spectrum (1D, D₂O, experimental)		2016-10-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-29	View Spectrum
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)		2012-12-05	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Lysosome
Mitochondria

Biospecimen Locations

Feces

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
MMDBp0191677	5'-nucleotidase	Unknown	P21589	Homo sapiens
MMDBp0191680	Cytosolic 5'-nucleotidase 1B	Unknown	Q96P26	Homo sapiens
MMDBp0191681	Cytosolic 5'-nucleotidase 1A	Unknown	Q9BXI3	Homo sapiens
MMDBp0191682	5'(3')-deoxyribonucleotidase, cytosolic type	Unknown	Q8TCD5	Homo sapiens
MMDBp0191684	5'(3')-deoxyribonucleotidase, mitochondrial	Unknown	Q9NPB1	Homo sapiens
MMDBp0192097	Inosine triphosphate pyrophosphatase	Unknown	Q9BY32	Homo sapiens
MMDBp0192388	Deoxyguanosine kinase, mitochondrial	Enzyme	Q16854	Homo sapiens
MMDBp0192548	Guanylate kinase	Enzyme	Q16774	Homo sapiens
MMDBp0193860	Cytosolic 5'-nucleotidase 3	Enzyme	Q9H0P0	Homo sapiens
MMDBp0193932	Cytosolic purine 5'-nucleotidase	Unknown	P49902	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Data Source	Reference
MMDBr0000659	Deoxyadenosine triphosphate	dADP	Not Available	VMH	30371894
MMDBr0000660	Deoxyguanosine	2'-Deoxyguanosine 5'-monophosphate	deoxyguanosine kinase	VMH; KEGG	12535661 8692979
MMDBr0001797	2'-Deoxyguanosine 5'-monophosphate	Deoxyguanosine	acid phosphatase 2, lysosomal	VMH	30371894
MMDBr0002545	dGTP	2'-Deoxyguanosine 5'-monophosphate	inosine triphosphatase (nucleoside triphosphate pyrophosphatase)	VMH; KEGG	30371894
MMDBr0002565	Deoxyguanosine	2'-Deoxyguanosine 5'-monophosphate	Not Available	VMH	15748706
MMDBr0007642	2'-Deoxyguanosine 5'-monophosphate	Deoxyguanosine	Not Available	VMH; KEGG	30371894

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	182	Human feces; Human sputum; Human ; Human unknown; Pig ; Human pleural fluid plaque; Human dental plaque; Human nasal swab; Human stool; Human feces; pleural fluid plaque; bal	Unknown; Metabolic reconstruction
Bacteria	Firmicutes	391	Human feces; Human pleural fluid plaque; Pig ; Human sputum; Human ; Human subgingival plaque; Human saliva; Human urine; Human mucosa; Human supragingival plaque; Cattle ; Human stool	Metabolic reconstruction
Bacteria	Actinobacteria	128	Human feces; Human sputum; Human bronchial brush; Human nasopharyngeal swab; Human pleural fluid plaque; Human dental plaque; Human ; Human supragingival plaque; Human mucosa; Human subgingival plaque; Human saliva	Metabolic reconstruction
Bacteria	Verrucomicrobia	1	Human ; Human feces	Metabolic reconstruction
Bacteria	Bacteroidetes	126	Human feces; Human appendix biopsy; Human ; Human stool; Human saliva; Human gastric fluid; Human urine; Human subgingival plaque; Human supragingival plaque	Metabolic reconstruction
Bacteria	Synergistetes	4	Human feces	Metabolic reconstruction
Bacteria	Spirochaetes	1	Human feces	Metabolic reconstruction
Archaea	Thaumarchaeota	1		Metabolic reconstruction
Bacteria	Fusobacteria	20	Human feces; Human	Metabolic reconstruction
Archaea	Euryarchaeota	5		Metabolic reconstruction
Bacteria	Candidatus melainabacteria	1	Human feces	Metabolic reconstruction
Bacteria	Tenericutes	4	Human feces	Metabolic reconstruction
Bacteria	Planctomycetes	1	Human feces	Metabolic reconstruction
Archaea	Crenarchaeota	1		Metabolic reconstruction
Viruses/Heunggongvirae	Uroviricota	4
Eukaryota/Fungi	Ascomycota	2	Human feces; Human saliva	Unknown

Exposure Sources

Source Type	Activity	Data Source	Reference
Drugs	Antimicrobial	U.S. Environmental Protection Agency	CompTox
Cosmetics	Not Available	U.S. Environmental Protection Agency	CompTox
Domestics	Not Available	U.S. Environmental Protection Agency	CompTox

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified									HMDB

External Links

HMDB ID

HMDB0001044

DrugBank ID

DB04457

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Wikipedia Link

Deoxyguanosine_monophosphate

METLIN ID

Not Available

PubChem Compound

65059

PDB ID

Not Available

ChEBI ID

16192

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Warnecke A, Fichtner I, Garmann D, Jaehde U, Kratz F: Synthesis and biological activity of water-soluble maleimide derivatives of the anticancer drug carboplatin designed as albumin-binding prodrugs. Bioconjug Chem. 2004 Nov-Dec;15(6):1349-59. doi: 10.1021/bc049829j. [PubMed:15546202 ]

Showing metabocard for 2'-Deoxyguanosine 5'-monophosphate (MMDBc0029534)

MOL for #<Metabolite:0x00007fdb704f9b58>

3D MOL for #<Metabolite:0x00007fdb704f9b58>

3D SDF for #<Metabolite:0x00007fdb704f9b58>

3D-SDF for #<Metabolite:0x00007fdb704f9b58>

PDB for #<Metabolite:0x00007fdb704f9b58>

3D PDB for #<Metabolite:0x00007fdb704f9b58>

SMILES for #<Metabolite:0x00007fdb704f9b58>

INCHI for #<Metabolite:0x00007fdb704f9b58>

Structure for #<Metabolite:0x00007fdb704f9b58>

3D Structure for #<Metabolite:0x00007fdb704f9b58>