MiMeDB: Showing metabocard for Deoxyguanosine (MMDBc0029470)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-17 23:23:35 UTC

Update Date

2022-08-31 08:42:59 UTC

Metabolite ID

MMDBc0029470

Metabolite Identification

Common Name

Deoxyguanosine

Description

Deoxyguanosine is a nucleoside consisting of the base guanine and the sugar deoxyribose. It is like guanosine, but with one oxygen atom removed. It is a nucleoside component of DNA. Deoxyguanosine can be converted to 8-hydroxy-deoxyguanosine (8-OHdG) due to hydroxyl radical attack at the C8 of guanine. 8-OHdG is a sensitive marker of the DNA damage This damage, if left unrepaired, has been proposed to contribute to mutagenicity and cancer promotion.

Structure

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

HMDB0000085
     RDKit          3D
Deoxyguanosine
 32 34  0  0  0  0  0  0  0  0999 V2000
    4.3718   -2.0550    0.1038 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7318   -0.7937   -0.1007 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3868   -0.7145    0.0077 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7010    0.4263   -0.1673 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4404    1.5703   -0.4754 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5235    2.5474   -0.5946 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2803    2.0653   -0.3781 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3967    0.7565   -0.1151 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6539   -0.1493    0.1722 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5848    0.3511    1.2776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6364   -0.7341    1.1595 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0805   -1.9032    1.6717 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6945   -0.8801   -0.3473 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9512   -0.1232   -0.7989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9057    1.1988   -0.3888 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5584   -0.3210   -0.8687 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8136    1.4809   -0.5843 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4676    2.5032   -0.8591 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4464    0.3027   -0.3966 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3796   -2.4398    1.0734 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8209   -2.5899   -0.6701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6341    2.6754   -0.4207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3128   -1.1507    0.5042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0865    0.3505    2.2592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0154    1.3033    0.9811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5908   -0.4657    1.6079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7634   -2.5168    0.9448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7903   -1.9306   -0.6606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8531   -0.5891   -0.3705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0151   -0.2003   -1.9042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1274    1.7723   -1.1783 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4938    0.2529   -0.4835 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
 13 16  1  0
  5 17  1  0
 17 18  2  0
 17 19  1  0
 19  2  1  0
  8  4  1  0
 16  9  1  0
  1 20  1  0
  1 21  1  0
  7 22  1  0
  9 23  1  1
 10 24  1  0
 10 25  1  0
 11 26  1  1
 12 27  1  0
 13 28  1  1
 14 29  1  0
 14 30  1  0
 15 31  1  0
 19 32  1  0
M  END


  Mrv1652309032023512D          

 19 21  0  0  0  0            999 V2000
    4.9452    0.3673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2308   -0.0451    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9452   -1.2827    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6597   -0.8702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6597   -0.0451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4443    0.2096    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9293   -0.4578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4443   -1.1252    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6993   -1.9100    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.2143   -2.5773    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6992   -3.2449    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4442   -4.0295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9963   -4.6426    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4838   -2.9899    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.1513   -3.4749    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4839   -2.1649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2307   -0.8702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5162   -1.2827    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9452    1.1923    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
M  END
> <DATABASE_ID>
MMDBc0029470

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C10H13N5O4/c11-10-13-8-7(9(18)14-10)12-3-15(8)6-1-4(17)5(2-16)19-6/h3-6,16-17H,1-2H2,(H3,11,13,14,18)/t4-,5+,6+/m0/s1

> <INCHI_KEY>
YKBGVTZYEHREMT-KVQBGUIXSA-N

> <FORMULA>
C10H13N5O4

> <MOLECULAR_WEIGHT>
267.2413

> <EXACT_MASS>
267.096753929

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
32

> <JCHEM_AVERAGE_POLARIZABILITY>
25.238180518018385

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-amino-9-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-6,9-dihydro-1H-purin-6-one

> <ALOGPS_LOGP>
-1.75

> <JCHEM_LOGP>
-1.8055801330000003

> <ALOGPS_LOGS>
-1.37

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.886841415564113

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.158527534112794

> <JCHEM_PKA_STRONGEST_BASIC>
0.4648935108305678

> <JCHEM_POLAR_SURFACE_AREA>
134.98999999999998

> <JCHEM_REFRACTIVITY>
63.110399999999984

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.15e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-deoxyguanosine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0000085
     RDKit          3D
Deoxyguanosine
 32 34  0  0  0  0  0  0  0  0999 V2000
    4.3718   -2.0550    0.1038 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7318   -0.7937   -0.1007 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3868   -0.7145    0.0077 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7010    0.4263   -0.1673 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4404    1.5703   -0.4754 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5235    2.5474   -0.5946 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2803    2.0653   -0.3781 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3967    0.7565   -0.1151 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6539   -0.1493    0.1722 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5848    0.3511    1.2776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6364   -0.7341    1.1595 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0805   -1.9032    1.6717 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6945   -0.8801   -0.3473 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9512   -0.1232   -0.7989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9057    1.1988   -0.3888 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5584   -0.3210   -0.8687 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8136    1.4809   -0.5843 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4676    2.5032   -0.8591 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4464    0.3027   -0.3966 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3796   -2.4398    1.0734 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8209   -2.5899   -0.6701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6341    2.6754   -0.4207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3128   -1.1507    0.5042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0865    0.3505    2.2592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0154    1.3033    0.9811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5908   -0.4657    1.6079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7634   -2.5168    0.9448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7903   -1.9306   -0.6606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8531   -0.5891   -0.3705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0151   -0.2003   -1.9042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1274    1.7723   -1.1783 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4938    0.2529   -0.4835 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
 13 16  1  0
  5 17  1  0
 17 18  2  0
 17 19  1  0
 19  2  1  0
  8  4  1  0
 16  9  1  0
  1 20  1  0
  1 21  1  0
  7 22  1  0
  9 23  1  1
 10 24  1  0
 10 25  1  0
 11 26  1  1
 12 27  1  0
 13 28  1  1
 14 29  1  0
 14 30  1  0
 15 31  1  0
 19 32  1  0
M  END

HEADER    PROTEIN                                 03-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-20         0                                  
HETATM    1  C   UNK     0       9.231   0.686   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       7.897  -0.084   0.000  0.00  0.00           N+0
HETATM    3  N   UNK     0       9.231  -2.394   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0      10.565  -1.624   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.565  -0.084   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      12.029   0.391   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      12.935  -0.855   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0      12.029  -2.100   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0      12.505  -3.565   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      11.600  -4.811   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      12.505  -6.057   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      12.029  -7.522   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      13.060  -8.666   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      13.970  -5.581   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      15.216  -6.486   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      13.970  -4.041   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.897  -1.624   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0       6.564  -2.394   0.000  0.00  0.00           N+0
HETATM   19  O   UNK     0       9.231   2.226   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                                                       
CONECT   17    2    3   18                                                  
CONECT   18   17                                                            
CONECT   19    1                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   42    0
END

COMPND    HMDB0000085
HETATM    1  N1  UNL     1       4.372  -2.055   0.104  1.00  0.00           N  
HETATM    2  C1  UNL     1       3.732  -0.794  -0.101  1.00  0.00           C  
HETATM    3  N2  UNL     1       2.387  -0.714   0.008  1.00  0.00           N  
HETATM    4  C2  UNL     1       1.701   0.426  -0.167  1.00  0.00           C  
HETATM    5  C3  UNL     1       2.440   1.570  -0.475  1.00  0.00           C  
HETATM    6  N3  UNL     1       1.523   2.547  -0.595  1.00  0.00           N  
HETATM    7  C4  UNL     1       0.280   2.065  -0.378  1.00  0.00           C  
HETATM    8  N4  UNL     1       0.397   0.757  -0.115  1.00  0.00           N  
HETATM    9  C5  UNL     1      -0.654  -0.149   0.172  1.00  0.00           C  
HETATM   10  C6  UNL     1      -1.585   0.351   1.278  1.00  0.00           C  
HETATM   11  C7  UNL     1      -2.636  -0.734   1.160  1.00  0.00           C  
HETATM   12  O1  UNL     1      -2.081  -1.903   1.672  1.00  0.00           O  
HETATM   13  C8  UNL     1      -2.694  -0.880  -0.347  1.00  0.00           C  
HETATM   14  C9  UNL     1      -3.951  -0.123  -0.799  1.00  0.00           C  
HETATM   15  O2  UNL     1      -3.906   1.199  -0.389  1.00  0.00           O  
HETATM   16  O3  UNL     1      -1.558  -0.321  -0.869  1.00  0.00           O  
HETATM   17  C10 UNL     1       3.814   1.481  -0.584  1.00  0.00           C  
HETATM   18  O4  UNL     1       4.468   2.503  -0.859  1.00  0.00           O  
HETATM   19  N5  UNL     1       4.446   0.303  -0.397  1.00  0.00           N  
HETATM   20  H1  UNL     1       4.380  -2.440   1.073  1.00  0.00           H  
HETATM   21  H2  UNL     1       4.821  -2.590  -0.670  1.00  0.00           H  
HETATM   22  H3  UNL     1      -0.634   2.675  -0.421  1.00  0.00           H  
HETATM   23  H4  UNL     1      -0.313  -1.151   0.504  1.00  0.00           H  
HETATM   24  H5  UNL     1      -1.087   0.350   2.259  1.00  0.00           H  
HETATM   25  H6  UNL     1      -2.015   1.303   0.981  1.00  0.00           H  
HETATM   26  H7  UNL     1      -3.591  -0.466   1.608  1.00  0.00           H  
HETATM   27  H8  UNL     1      -1.763  -2.517   0.945  1.00  0.00           H  
HETATM   28  H9  UNL     1      -2.790  -1.931  -0.661  1.00  0.00           H  
HETATM   29  H10 UNL     1      -4.853  -0.589  -0.371  1.00  0.00           H  
HETATM   30  H11 UNL     1      -4.015  -0.200  -1.904  1.00  0.00           H  
HETATM   31  H12 UNL     1      -4.127   1.772  -1.178  1.00  0.00           H  
HETATM   32  H13 UNL     1       5.494   0.253  -0.484  1.00  0.00           H  
CONECT    1    2   20   21
CONECT    2    3    3   19
CONECT    3    4
CONECT    4    5    5    8
CONECT    5    6   17
CONECT    6    7    7
CONECT    7    8   22
CONECT    8    9
CONECT    9   10   16   23
CONECT   10   11   24   25
CONECT   11   12   13   26
CONECT   12   27
CONECT   13   14   16   28
CONECT   14   15   29   30
CONECT   15   31
CONECT   17   18   18   19
CONECT   19   32
END

HMDB0000085
     RDKit          3D
Deoxyguanosine
 32 34  0  0  0  0  0  0  0  0999 V2000
    4.3718   -2.0550    0.1038 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7318   -0.7937   -0.1007 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3868   -0.7145    0.0077 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7010    0.4263   -0.1673 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4404    1.5703   -0.4754 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5235    2.5474   -0.5946 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2803    2.0653   -0.3781 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3967    0.7565   -0.1151 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6539   -0.1493    0.1722 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5848    0.3511    1.2776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6364   -0.7341    1.1595 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0805   -1.9032    1.6717 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6945   -0.8801   -0.3473 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9512   -0.1232   -0.7989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9057    1.1988   -0.3888 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5584   -0.3210   -0.8687 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8136    1.4809   -0.5843 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4676    2.5032   -0.8591 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4464    0.3027   -0.3966 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3796   -2.4398    1.0734 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8209   -2.5899   -0.6701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6341    2.6754   -0.4207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3128   -1.1507    0.5042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0865    0.3505    2.2592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0154    1.3033    0.9811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5908   -0.4657    1.6079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7634   -2.5168    0.9448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7903   -1.9306   -0.6606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8531   -0.5891   -0.3705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0151   -0.2003   -1.9042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1274    1.7723   -1.1783 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4938    0.2529   -0.4835 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
 13 16  1  0
  5 17  1  0
 17 18  2  0
 17 19  1  0
 19  2  1  0
  8  4  1  0
 16  9  1  0
  1 20  1  0
  1 21  1  0
  7 22  1  0
  9 23  1  1
 10 24  1  0
 10 25  1  0
 11 26  1  1
 12 27  1  0
 13 28  1  1
 14 29  1  0
 14 30  1  0
 15 31  1  0
 19 32  1  0
M  END

Synonyms

Value	Source
2-Amino-9-(2-deoxy-9-beta-D-ribofuranosyl)-9H-purin-6-ol	ChEBI
9-(2-Deoxy-beta-D-erythro-pentofuranosyl)-guanine	ChEBI
dG	ChEBI
Guanine deoxy nucleoside	ChEBI
2'-Deoxyguanosine	Kegg
2-Amino-9-(2-deoxy-9-b-D-ribofuranosyl)-9H-purin-6-ol	Generator
2-Amino-9-(2-deoxy-9-β-D-ribofuranosyl)-9H-purin-6-ol	Generator
9-(2-Deoxy-b-D-erythro-pentofuranosyl)-guanine	Generator
9-(2-Deoxy-β-D-erythro-pentofuranosyl)-guanine	Generator
2'-Deoxy-guanosine	HMDB
2-Deoxyguanosine	HMDB
9-(2-Deoxy-b-D-erythro-pentofuranosyl)guanine	HMDB
9-(2-Deoxy-beta-delta-erythro-pentofuranosyl)-guanine	HMDB
9-(2-Deoxy-beta-delta-erythro-pentofuranosyl)guanine	HMDB
Desoxyguanosine	HMDB
Guanine deoxyriboside	HMDB
Deoxyguanosine	ChEBI

Molecular Formula

C₁₀H₁₃N₅O₄

Average Mass

267.2413

Monoisotopic Mass

267.096753929

IUPAC Name

2-amino-9-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-6,9-dihydro-1H-purin-6-one

Traditional Name

2-deoxyguanosine

CAS Registry Number

961-07-9

SMILES

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

InChI Identifier

InChI=1S/C10H13N5O4/c11-10-13-8-7(9(18)14-10)12-3-15(8)6-1-4(17)5(2-16)19-6/h3-6,16-17H,1-2H2,(H3,11,13,14,18)/t4-,5+,6+/m0/s1

InChI Key

YKBGVTZYEHREMT-KVQBGUIXSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as purine 2'-deoxyribonucleosides. Purine 2'-deoxyribonucleosides are compounds consisting of a purine linked to a ribose which lacks a hydroxyl group at position 2.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Purine nucleosides

Sub Class

Purine 2'-deoxyribonucleosides

Direct Parent

Purine 2'-deoxyribonucleosides

Alternative Parents

Substituents

Purine 2'-deoxyribonucleoside
6-oxopurine
Hypoxanthine
Purinone
Imidazopyrimidine
Purine
Aminopyrimidine
Pyrimidone
N-substituted imidazole
Pyrimidine
Azole
Imidazole
Heteroaromatic compound
Vinylogous amide
Tetrahydrofuran
Secondary alcohol
Oxacycle
Azacycle
Organoheterocyclic compound
Amine
Primary amine
Primary alcohol
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Alcohol
Organopnictogen compound
Organic nitrogen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

purine 2'-deoxyribonucleoside (CHEBI:17172 )
Deoxyribonucleosides (C00330 )

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	11.5 g/L	ALOGPS
logP	-1.8	ALOGPS
logP	-1.8	ChemAxon
logS	-1.4	ALOGPS
pKa (Strongest Acidic)	10.16	ChemAxon
pKa (Strongest Basic)	0.46	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	134.99 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	63.11 m³·mol⁻¹	ChemAxon
Polarizability	25.24 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
GC-MS	GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (Non-derivatized)	splash10-001j-0891000000-3d776d25cb03b01b9339	2014-06-16	View Spectrum
GC-MS	GC-MS Spectrum - GC-MS (4 TMS)	splash10-0f8a-2960000000-dfb317b7b1eb025d909e	2014-06-16	View Spectrum
GC-MS	GC-MS Spectrum - GC-MS (5 TMS)	splash10-0udi-2913000000-1b2f5de9c93a151947ec	2014-06-16	View Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-001j-0891000000-3d776d25cb03b01b9339	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-0f8a-2960000000-dfb317b7b1eb025d909e	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-0udi-2913000000-1b2f5de9c93a151947ec	2017-09-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-052p-9580000000-831d1b4a56d55342e5d9	2016-09-22	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positive	splash10-0006-8009000000-43fe5e369133cc5b35c0	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
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_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 (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_4) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-0udi-0900000000-1ff2faf768c32875ae94	2012-07-24	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-0udi-0900000000-6ecd3556539c87465829	2012-07-24	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-0f89-2900000000-3c7a46a8b1ebc3478b0e	2012-07-24	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negative	splash10-014i-0090000000-d7b5f1fd49de4c188c2b	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negative	splash10-066r-1290000000-f1789943f3a3aa93bf11	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Negative	splash10-0pb9-1960000000-cae86b9369b467a619ac	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Negative	splash10-0a4i-2930000000-59733590e9e1f1f9e3ab	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Negative	splash10-0a59-3900000000-63f2d871818a0f9ea2c4	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Positive	splash10-0udi-0490000000-a0d35f9580527e157997	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Positive	splash10-0udi-0940000000-501ccdb19ac1399ea47d	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Positive	splash10-0pb9-2900000000-3c8141b790d1e751030c	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Positive	splash10-0k96-6900000000-218b8cf773fa785dd6fc	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Positive	splash10-0006-9700000000-16fac3cb96899ba7c58c	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-IT (LC/MSD Trap XCT, Agilent Technologies) , Positive	splash10-0udi-0900000000-c020044f3d53ad944e38	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-IT (LC/MSD Trap XCT, Agilent Technologies) , Positive	splash10-0udi-0900000000-09d1a1821d4e622a1f9a	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-014i-0090000000-d7b5f1fd49de4c188c2b	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-066r-1290000000-cf5beb73c1ce61ceb87b	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-0pb9-1960000000-cae86b9369b467a619ac	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-0a4i-2930000000-08d635c63c26f8baa811	2017-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0920000000-d7d80ec246617036e55e	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0udi-0900000000-c5bd180b555397bc1ae5	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0udi-0900000000-c54d0a1dec8712b2b8f7	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-0290000000-393ce4bbd1a38882e581	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0udi-0910000000-7bc10bc144a1a343b08f	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0pbc-4900000000-c3082fcc9288ad93f897	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	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-16	View Spectrum
2D NMR	[¹H, ¹H]-TOCSY. Unexported temporarily by An Chi on Oct 15, 2021 until json or nmrML file is generated. 2D NMR Spectrum (experimental)		2012-12-04	View Spectrum
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)		2012-12-04	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Lysosome
Mitochondria
Nucleus

Biospecimen Locations

All Tissues
Blood
Feces
Saliva
Urine

Tissue Locations

All Tissues

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
MMDBp0192388	Deoxyguanosine kinase, mitochondrial	Enzyme	Q16854	Homo sapiens
MMDBp0193860	Cytosolic 5'-nucleotidase 3	Enzyme	Q9H0P0	Homo sapiens
MMDBp0193932	Cytosolic purine 5'-nucleotidase	Unknown	P49902	Homo sapiens
MMDBp0193933	Purine nucleoside phosphorylase	Enzyme	P00491	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0000660	Adenosine triphosphate	ADP	Deoxyguanosine kinase	Deoxyguanosine Kinase	VMH	12535661 8692979
MMDBr0000661	Deoxyguanosine	Deoxyguanosine	Solute carrier family 29 (equilibrative nucleoside transporter), member 2	Deoyguanosine Transport via Diffusion	VMH	10899995
MMDBr0000662	Deoxyguanosine	Deoxyguanosine	Not Available	Deoyguanosine Transport in Mitochondria	VMH	3696164
MMDBr0001797	2'-Deoxyguanosine 5'-monophosphate	Deoxyguanosine	Acid phosphatase 2, lysosomal	5'-Nucleotidase (dGMP), Lysosomal	VMH	30371894
MMDBr0002565	Adenosine triphosphate	ADP	Not Available	ATP:Deoxyguanosine 5-Phosphotransferase	VMH	15748706
MMDBr0002832	Deoxyguanosine	Deoxyguanosine	Solute carrier family 28 (concentrative nucleoside transporter), member 2	Concentrative Nucleoside Transporter (Cnt) Tcdb:2.A.41.2.4	VMH	10772724 12856181
MMDBr0006993	Deoxyguanosine	Deoxyguanosine	Not Available	Deoxyguanosine transport via proton symport reversible	VMH	30371894
MMDBr0007187	Deoxyguanosine	Deoxyguanosine	Not Available	Deoxyguanosine transport in via proton symport	VMH	30371894
MMDBr0007556	Deoxyguanosine	Deoxyribose 1-phosphate	Not Available	Purine-Nucleoside Phosphorylase (Deoxyguanosine)	VMH	30371894
MMDBr0007642	2'-Deoxyguanosine 5'-monophosphate	Deoxyguanosine	Not Available	5'-Nucleotidase (dGMP)	VMH	30371894
MMDBr0007924	dGTP	Deoxyguanosine	Not Available	Nucleoside triphosphate tripolyhydrolase	VMH	30371894
MMDBr0010330	Deoxyguanosine	Deoxyguanosine	Solute carrier family 28 (concentrative nucleoside transporter), member 3	HMR_6359	VMH	30371894
MMDBr0013401	dGTP	Deoxyguanosine	Deoxyguanosinetriphosphate triphosphohydrolase	Hydrolysis of bond	RHEA	34755880
MMDBr0013847	Deoxyguanosine	ADP	Deoxyguanosine kinase	Phosphorylation	RHEA	34755880
MMDBr0014728	Deoxyguanosine	2-deoxy-alpha-D-ribose 1-phosphate	Purine nucleoside phosphorylase DeoD-type	Phosphorylation	RHEA	34755880
MMDBr0014906	2'-Deoxyguanosine 5'-monophosphate	Deoxyguanosine	5'-deoxynucleotidase YfbR	Hydrolysis of nucleotide	RHEA	34755880
MMDBr0019319	Deoxyguanosine	Guanine	Purine nucleoside phosphorylase DeoD-type	Phosphorylation	PathBank	31602464
MMDBr0026007	Water	Deoxyguanosine	Polynucleotide kinase	Phosphorylation	RHEA	34755880
MMDBr0026074	2'-Deoxyguanosine 5'-monophosphate	Deoxyguanosine	5'-nucleotidase SurE 1	Hydrolysis of nucleotide	RHEA	34755880

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference
Purine nucleoside phosphorylase deficiency		Association	Human Blood	HMDB	16131572
Purine nucleoside phosphorylase deficiency	Increased	Association	Human Urine	HMDB	10102915

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Proteobacteria	322	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	569	Human feces; Human pleural fluid plaque; Pig ; Human ; Human urine; Human mucosa; Human sputum; Human saliva; Human supragingival plaque; Cattle ; Human stool; Human subgingival plaque	Metabolic reconstruction
Bacteria	Actinobacteria	159	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	2	Human ; Human feces	Metabolic reconstruction
Bacteria	Bacteroidetes	241	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	5	Human feces	Metabolic reconstruction
Bacteria	Spirochaetes	1	Human feces	Metabolic reconstruction
Archaea	Thaumarchaeota	2		Metabolic reconstruction
Bacteria	Fusobacteria	29	Human feces; Human	Metabolic reconstruction
Bacteria	Candidatus melainabacteria	2	Human feces	Metabolic reconstruction
Archaea	Euryarchaeota	6		Metabolic reconstruction
Bacteria	Tenericutes	5	Human feces	Metabolic reconstruction
Bacteria	Planctomycetes	1	Human feces	Metabolic reconstruction
Archaea	Crenarchaeota	1		Metabolic reconstruction
Eukaryota/Fungi	Ascomycota	1	Human feces; Human saliva	Unknown

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified								HMDB
Human Blood	Detected and Quantified	11.0	2.0	20.0	uM	Adult (>18 years old)	Both	Purine nucleoside phosphorylase (PNP) deficiency	HMDB	16131572
Human Urine	Detected and Quantified		177.0	322.0	umol/mmol creatinine	Adult (>18 years old)	Not Specified	Purine nucleoside phosphorylase (PNP) deficiency	HMDB	10102915
Human Urine	Detected and Quantified	<0.1			umol/mmol creatinine	Infant (0-1 year old)	Both	Normal	HMDB	30817767
Human Urine	Detected and Quantified	<1.0			umol/mmol creatinine	Adult (>18 years old)	Not Specified	Normal	HMDB	10102915
Human Urine	Detected and Quantified	1.00	0.00	2.00	umol/mmol creatinine	Adult (>18 years old)	Both	Normal	HMDB	16613999
Human Urine	Detected and Quantified		0	5	umol/mmol creatinine	Children (1 - 18 years old)	Both	Normal	HMDB	BC Children's Hospital Biochemical Genetics Lab
Human Blood	Detected and Quantified	0			uM	Children (1 - 13 years old)	Both	Normal	HMDB	Physician's Guide to the Laboratory Diagnosis of Metabolic Diseases. 2nd ed. Berlin, Germany, Springer, 2003
Human All tissues	Detected but not Quantified					Not Specified	Not Specified	Normal	HMDB	34986597
Human Saliva	Detected but not Quantified					Adult (>18 years old)	Male	Normal	HMDB	22308371
Human Saliva	Detected but not Quantified					Adult (>18 years old)	Male	Normal	HMDB	22308371
Human Saliva	Detected but not Quantified					Adult (>18 years old)	Male	Normal	HMDB	22308371
Human Saliva	Detected but not Quantified					Adult (>18 years old)	Male	Normal	HMDB	22308371
Human Saliva	Detected but not Quantified					Adult (>18 years old)	Male	Normal	HMDB	22308371
Human Saliva	Detected but not Quantified					Adult (>18 years old)	Male	Normal	HMDB	22308371
Human Saliva	Detected but not Quantified					Adult (>18 years old)	Male	Normal	HMDB	22308371
Human Saliva	Detected but not Quantified					Adult (>18 years old)	Male	Normal	HMDB	22308371
Human Saliva	Detected but not Quantified					Adult (>18 years old)	Male	Normal	HMDB	22308371
Human Saliva	Detected but not Quantified					Adult (>18 years old)	Male	Normal	HMDB	22308371
Human Feces	Detected but not Quantified					Adult (>18 years old)	Both	Normal	HMDB	27543620
Human Feces	Detected but not Quantified					Adult (>18 years old)	Both	Normal	HMDB	25037050
Human Feces	Detected but not Quantified					Adult (>18 years old)	Both	Normal	HMDB	29808030

External Links

HMDB ID

HMDB0000085

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB012064

KNApSAcK ID

Not Available

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Wikipedia Link

METLIN ID

PubChem Compound

PDB ID

Not Available

ChEBI ID

17172

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

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Markert ML: Purine nucleoside phosphorylase deficiency. Immunodefic Rev. 1991;3(1):45-81. [PubMed:1931007 ]
Staal GE, Stoop JW, Zegers BJ, Siegenbeek van Heukelom LH, van der Vlist MJ, Wadman SK, Martin DW: Erythrocyte metabolism in purine nucleoside phosphorylase deficiency after enzyme replacement therapy by infusion of erythrocytes. J Clin Invest. 1980 Jan;65(1):103-8. doi: 10.1172/JCI109639. [PubMed:6765955 ]
Schilderman PA, Rhijnsburger E, Zwingmann I, Kleinjans JC: Induction of oxidative DNA damages and enhancement of cell proliferation in human lymphocytes in vitro by butylated hydroxyanisole. Carcinogenesis. 1995 Mar;16(3):507-12. doi: 10.1093/carcin/16.3.507. [PubMed:7697806 ]
Bialkowski K, Kowara R, Windorbska W, Olinski R: 8-Oxo-2'-deoxyguanosine level in lymphocytes DNA of cancer patients undergoing radiotherapy. Cancer Lett. 1996 Jan 19;99(1):93-7. doi: 10.1016/0304-3835(95)04042-0. [PubMed:8564935 ]
Hou SM, Nori P, Fang JL, Vaca CE: Methylglyoxal induces hprt mutation and DNA adducts in human T-lymphocytes in vitro. Environ Mol Mutagen. 1995;26(4):286-91. doi: 10.1002/em.2850260404. [PubMed:8575417 ]
Podmore K, Farmer PB, Herbert KE, Jones GD, Martin EA: 32P-postlabelling approaches for the detection of 8-oxo-2'-deoxyguanosine-3'-monophosphate in DNA. Mutat Res. 1997 Aug 1;378(1-2):139-49. doi: 10.1016/s0027-5107(97)00104-8. [PubMed:9288892 ]
Wevers RA, Engelke UF, Moolenaar SH, Brautigam C, de Jong JG, Duran R, de Abreu RA, van Gennip AH: 1H-NMR spectroscopy of body fluids: inborn errors of purine and pyrimidine metabolism. Clin Chem. 1999 Apr;45(4):539-48. [PubMed:10102915 ]
Kaneko T, Tahara S: Formation of 8-oxo-2'-deoxyguanosine in the DNA of human diploid fibroblasts by treatment with linoleic acid hydroperoxide and ferric ion. Lipids. 2000 Sep;35(9):961-5. doi: 10.1007/s11745-000-0606-y. [PubMed:11026616 ]
Blair IA: Lipid hydroperoxide-mediated DNA damage. Exp Gerontol. 2001 Sep;36(9):1473-81. doi: 10.1016/s0531-5565(01)00133-4. [PubMed:11525870 ]
Izzedine H, Launay-Vacher V, Aymard G, Legrand M, Deray G: Pharmacokinetics of abacavir in HIV-1-infected patients with impaired renal function. Nephron. 2001 Sep;89(1):62-7. doi: 10.1159/000046045. [PubMed:11528234 ]
Takamura-Enya T, Watanabe M, Totsuka Y, Kanazawa T, Matsushima-Hibiya Y, Koyama K, Sugimura T, Wakabayashi K: Mono(ADP-ribosyl)ation of 2'-deoxyguanosine residue in DNA by an apoptosis-inducing protein, pierisin-1, from cabbage butterfly. Proc Natl Acad Sci U S A. 2001 Oct 23;98(22):12414-9. doi: 10.1073/pnas.221444598. Epub 2001 Oct 9. [PubMed:11592983 ]
Gackowski D, Ciecierski M, Jawien A, Olinski R: Background level of 8-oxo-2'-deoxyguanosine in lymphocyte DNA does not correlate with the concentration of antioxidant vitamins in blood plasma. Acta Biochim Pol. 2001;48(2):535-9. [PubMed:11732622 ]
Schramm VL: Development of transition state analogues of purine nucleoside phosphorylase as anti-T-cell agents. Biochim Biophys Acta. 2002 Jul 18;1587(2-3):107-17. doi: 10.1016/s0925-4439(02)00073-x. [PubMed:12084452 ]
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Bowen P, Chen L, Stacewicz-Sapuntzakis M, Duncan C, Sharifi R, Ghosh L, Kim HS, Christov-Tzelkov K, van Breemen R: Tomato sauce supplementation and prostate cancer: lycopene accumulation and modulation of biomarkers of carcinogenesis. Exp Biol Med (Maywood). 2002 Nov;227(10):886-93. doi: 10.1177/153537020222701008. [PubMed:12424330 ]
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Palozza P, Serini S, Di Nicuolo F, Boninsegna A, Torsello A, Maggiano N, Ranelletti FO, Wolf FI, Calviello G, Cittadini A: beta-Carotene exacerbates DNA oxidative damage and modifies p53-related pathways of cell proliferation and apoptosis in cultured cells exposed to tobacco smoke condensate. Carcinogenesis. 2004 Aug;25(8):1315-25. doi: 10.1093/carcin/bgh142. Epub 2004 Apr 8. [PubMed:15073048 ]
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Showing metabocard for Deoxyguanosine (MMDBc0029470)

MOL for #<Metabolite:0x000055d24b1a43e8>

3D MOL for #<Metabolite:0x000055d24b1a43e8>

3D SDF for #<Metabolite:0x000055d24b1a43e8>

3D-SDF for #<Metabolite:0x000055d24b1a43e8>

PDB for #<Metabolite:0x000055d24b1a43e8>

3D PDB for #<Metabolite:0x000055d24b1a43e8>

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INCHI for #<Metabolite:0x000055d24b1a43e8>

Structure for #<Metabolite:0x000055d24b1a43e8>

3D Structure for #<Metabolite:0x000055d24b1a43e8>