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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2006-08-07 17:02:10 UTC

Update Date

2021-09-14 14:57:20 UTC

HMDB ID

HMDB0003333

Secondary Accession Numbers

HMDB03333

Metabolite Identification

Common Name

8-Hydroxy-deoxyguanosine

Description

8-Hydroxy-deoxyguanosine, also known as 8-ohdg or 8-oxo-2'-DG, 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. 8-Hydroxy-deoxyguanosine has been detected, but not quantified in, a few different foods, such as anatidaes (Anatidae), chickens (Gallus gallus), and domestic pigs (Sus scrofa domestica). This could make 8-hydroxy-deoxyguanosine a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on 8-Hydroxy-deoxyguanosine.

Structure

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

HMDB0003333
     RDKit          3D
8-Hydroxy-deoxyguanosine
 33 35  0  0  0  0  0  0  0  0999 V2000
   -3.2677    2.6605    1.0935 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0610    1.3456    0.6331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8527    0.8387    0.3083 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7073   -0.4184   -0.1250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8156   -1.2455   -0.2531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3985   -2.4350   -0.6996 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0700   -2.3636   -0.8494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2545   -3.3980   -1.2968 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6431   -1.1180   -0.4945 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7234   -0.7159   -0.5402 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9346    0.6822   -1.0672 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3983    0.9116   -0.6715 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1558    0.5942   -1.7956 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6015   -0.1646    0.3647 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3362    0.4083    1.5618 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5777    0.8445    1.1044 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3324   -0.6368    0.7092 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0416   -0.7234    0.0790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0604   -1.4785   -0.0371 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1441    0.5430    0.5098 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3306    2.8400    2.1055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3546    3.4333    0.4167 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0828   -3.4187   -2.2587 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3440   -1.4128   -1.1486 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7806    0.7688   -2.1465 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3352    1.3702   -0.4624 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5732    1.9239   -0.3008 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3417   -0.3843   -1.7848 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1766   -1.0206   -0.0165 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4761   -0.3942    2.2920 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7510    1.2175    2.0395 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1967    0.0660    1.1712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1161    0.8799    0.7476 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
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 14 17  1  0
  5 18  1  0
 18 19  2  0
 18 20  1  0
 20  2  1  0
  9  4  1  0
 17 10  1  0
  1 21  1  0
  1 22  1  0
  8 23  1  0
 10 24  1  6
 11 25  1  0
 11 26  1  0
 12 27  1  1
 13 28  1  0
 14 29  1  6
 15 30  1  0
 15 31  1  0
 16 32  1  0
 20 33  1  0
M  END

2,5-Furandicarboxylate.mol
  Mrv0541 02231219412D          

 20 22  0  0  0  0            999 V2000
    1.1939    2.9025    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6105    2.3191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8655    1.5345    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6501    1.2795    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3175    1.7645    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6501    0.4545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8655    0.1996    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3805    0.8670    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6105   -0.5850    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0954   -1.2525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6105   -1.9199    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1741   -1.6650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8886   -2.0775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8886   -2.9025    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6030   -1.6650    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6030   -0.8400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3175   -0.4275    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8886   -0.4275    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1741   -0.8400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9204   -1.2525    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  6  0  0  0
  3  4  1  0  0  0  0
  4  5  1  1  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  3  8  1  0  0  0  0
  7  9  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
 18 19  1  0  0  0  0
 12 19  2  0  0  0  0
  9 19  1  0  0  0  0
 10 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0003333

> <DATABASE_NAME>
hmdb

> <SMILES>
NC1=NC2=C(N=C(O)N2[C@H]2C[C@H](O)[C@@H](CO)O2)C(=O)N1

> <INCHI_IDENTIFIER>
InChI=1S/C10H13N5O5/c11-9-13-7-6(8(18)14-9)12-10(19)15(7)5-1-3(17)4(2-16)20-5/h3-5,16-17H,1-2H2,(H,12,19)(H3,11,13,14,18)/t3-,4+,5+/m0/s1

> <INCHI_KEY>
HCAJQHYUCKICQH-VPENINKCSA-N

> <FORMULA>
C10H13N5O5

> <MOLECULAR_WEIGHT>
283.2407

> <EXACT_MASS>
283.091668551

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
25.821757871975485

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-amino-8-hydroxy-9-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-6,9-dihydro-1H-purin-6-one

> <ALOGPS_LOGP>
-1.71

> <JCHEM_LOGP>
-1.4248954496666668

> <ALOGPS_LOGS>
-1.28

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.300390460848174

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.087770741834776

> <JCHEM_PKA_STRONGEST_BASIC>
1.58504759606017

> <JCHEM_POLAR_SURFACE_AREA>
155.21999999999997

> <JCHEM_REFRACTIVITY>
64.56459999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.48e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
8-hydroxy-2'-deoxyguanosine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0003333
     RDKit          3D
8-Hydroxy-deoxyguanosine
 33 35  0  0  0  0  0  0  0  0999 V2000
   -3.2677    2.6605    1.0935 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0610    1.3456    0.6331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8527    0.8387    0.3083 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7073   -0.4184   -0.1250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8156   -1.2455   -0.2531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3985   -2.4350   -0.6996 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0700   -2.3636   -0.8494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2545   -3.3980   -1.2968 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6431   -1.1180   -0.4945 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7234   -0.7159   -0.5402 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9346    0.6822   -1.0672 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3983    0.9116   -0.6715 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1558    0.5942   -1.7956 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6015   -0.1646    0.3647 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3362    0.4083    1.5618 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5777    0.8445    1.1044 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3324   -0.6368    0.7092 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0416   -0.7234    0.0790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0604   -1.4785   -0.0371 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1441    0.5430    0.5098 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3306    2.8400    2.1055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3546    3.4333    0.4167 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0828   -3.4187   -2.2587 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3440   -1.4128   -1.1486 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7806    0.7688   -2.1465 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3352    1.3702   -0.4624 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5732    1.9239   -0.3008 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3417   -0.3843   -1.7848 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1766   -1.0206   -0.0165 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4761   -0.3942    2.2920 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7510    1.2175    2.0395 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1967    0.0660    1.1712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1161    0.8799    0.7476 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
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 14 17  1  0
  5 18  1  0
 18 19  2  0
 18 20  1  0
 20  2  1  0
  9  4  1  0
 17 10  1  0
  1 21  1  0
  1 22  1  0
  8 23  1  0
 10 24  1  6
 11 25  1  0
 11 26  1  0
 12 27  1  1
 13 28  1  0
 14 29  1  6
 15 30  1  0
 15 31  1  0
 16 32  1  0
 20 33  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 2,5-Furandicarboxylate.mol                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0       2.229   5.418   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       1.140   4.329   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.616   2.864   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.080   2.388   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       4.326   3.294   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       3.080   0.848   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.616   0.373   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       0.710   1.618   0.000  0.00  0.00           O+0
HETATM    9  N   UNK     0       1.140  -1.092   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       2.045  -2.338   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       1.140  -3.584   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0      -0.325  -3.108   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.659  -3.878   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -1.659  -5.418   0.000  0.00  0.00           O+0
HETATM   15  N   UNK     0      -2.992  -3.108   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0      -2.992  -1.568   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0      -4.326  -0.798   0.000  0.00  0.00           N+0
HETATM   18  N   UNK     0      -1.659  -0.798   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0      -0.325  -1.568   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       3.585  -2.338   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7    3                                                       
CONECT    9    7   10   19                                                  
CONECT   10    9   11   20                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   19                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   12    9                                                  
CONECT   20   10                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   44    0
END

COMPND    HMDB0003333
HETATM    1  N1  UNL     1      -3.268   2.660   1.093  1.00  0.00           N  
HETATM    2  C1  UNL     1      -3.061   1.346   0.633  1.00  0.00           C  
HETATM    3  N2  UNL     1      -1.853   0.839   0.308  1.00  0.00           N  
HETATM    4  C2  UNL     1      -1.707  -0.418  -0.125  1.00  0.00           C  
HETATM    5  C3  UNL     1      -2.816  -1.246  -0.253  1.00  0.00           C  
HETATM    6  N3  UNL     1      -2.398  -2.435  -0.700  1.00  0.00           N  
HETATM    7  C4  UNL     1      -1.070  -2.364  -0.849  1.00  0.00           C  
HETATM    8  O1  UNL     1      -0.255  -3.398  -1.297  1.00  0.00           O  
HETATM    9  N4  UNL     1      -0.643  -1.118  -0.494  1.00  0.00           N  
HETATM   10  C5  UNL     1       0.723  -0.716  -0.540  1.00  0.00           C  
HETATM   11  C6  UNL     1       0.935   0.682  -1.067  1.00  0.00           C  
HETATM   12  C7  UNL     1       2.398   0.912  -0.672  1.00  0.00           C  
HETATM   13  O2  UNL     1       3.156   0.594  -1.796  1.00  0.00           O  
HETATM   14  C8  UNL     1       2.602  -0.165   0.365  1.00  0.00           C  
HETATM   15  C9  UNL     1       3.336   0.408   1.562  1.00  0.00           C  
HETATM   16  O3  UNL     1       4.578   0.845   1.104  1.00  0.00           O  
HETATM   17  O4  UNL     1       1.332  -0.637   0.709  1.00  0.00           O  
HETATM   18  C10 UNL     1      -4.042  -0.723   0.079  1.00  0.00           C  
HETATM   19  O5  UNL     1      -5.060  -1.479  -0.037  1.00  0.00           O  
HETATM   20  N5  UNL     1      -4.144   0.543   0.510  1.00  0.00           N  
HETATM   21  H1  UNL     1      -3.331   2.840   2.105  1.00  0.00           H  
HETATM   22  H2  UNL     1      -3.355   3.433   0.417  1.00  0.00           H  
HETATM   23  H3  UNL     1       0.083  -3.419  -2.259  1.00  0.00           H  
HETATM   24  H4  UNL     1       1.344  -1.413  -1.149  1.00  0.00           H  
HETATM   25  H5  UNL     1       0.781   0.769  -2.146  1.00  0.00           H  
HETATM   26  H6  UNL     1       0.335   1.370  -0.462  1.00  0.00           H  
HETATM   27  H7  UNL     1       2.573   1.924  -0.301  1.00  0.00           H  
HETATM   28  H8  UNL     1       3.342  -0.384  -1.785  1.00  0.00           H  
HETATM   29  H9  UNL     1       3.177  -1.021  -0.017  1.00  0.00           H  
HETATM   30  H10 UNL     1       3.476  -0.394   2.292  1.00  0.00           H  
HETATM   31  H11 UNL     1       2.751   1.218   2.039  1.00  0.00           H  
HETATM   32  H12 UNL     1       5.197   0.066   1.171  1.00  0.00           H  
HETATM   33  H13 UNL     1      -5.116   0.880   0.748  1.00  0.00           H  
CONECT    1    2   21   22
CONECT    2    3    3   20
CONECT    3    4
CONECT    4    5    5    9
CONECT    5    6   18
CONECT    6    7    7
CONECT    7    8    9
CONECT    8   23
CONECT    9   10
CONECT   10   11   17   24
CONECT   11   12   25   26
CONECT   12   13   14   27
CONECT   13   28
CONECT   14   15   17   29
CONECT   15   16   30   31
CONECT   16   32
CONECT   18   19   19   20
CONECT   20   33
END

HMDB0003333
     RDKit          3D
8-Hydroxy-deoxyguanosine
 33 35  0  0  0  0  0  0  0  0999 V2000
   -3.2677    2.6605    1.0935 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0610    1.3456    0.6331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8527    0.8387    0.3083 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7073   -0.4184   -0.1250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8156   -1.2455   -0.2531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3985   -2.4350   -0.6996 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0700   -2.3636   -0.8494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2545   -3.3980   -1.2968 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6431   -1.1180   -0.4945 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7234   -0.7159   -0.5402 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9346    0.6822   -1.0672 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3983    0.9116   -0.6715 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1558    0.5942   -1.7956 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6015   -0.1646    0.3647 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3362    0.4083    1.5618 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5777    0.8445    1.1044 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3324   -0.6368    0.7092 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0416   -0.7234    0.0790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0604   -1.4785   -0.0371 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1441    0.5430    0.5098 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3306    2.8400    2.1055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3546    3.4333    0.4167 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0828   -3.4187   -2.2587 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3440   -1.4128   -1.1486 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7806    0.7688   -2.1465 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3352    1.3702   -0.4624 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5732    1.9239   -0.3008 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3417   -0.3843   -1.7848 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1766   -1.0206   -0.0165 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4761   -0.3942    2.2920 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7510    1.2175    2.0395 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1967    0.0660    1.1712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1161    0.8799    0.7476 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
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 14 17  1  0
  5 18  1  0
 18 19  2  0
 18 20  1  0
 20  2  1  0
  9  4  1  0
 17 10  1  0
  1 21  1  0
  1 22  1  0
  8 23  1  0
 10 24  1  6
 11 25  1  0
 11 26  1  0
 12 27  1  1
 13 28  1  0
 14 29  1  6
 15 30  1  0
 15 31  1  0
 16 32  1  0
 20 33  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
7,8-Dihydro-2'-deoxy-8-oxoguanosine	ChEBI
8-Hydroxydeoxyguanosine	ChEBI
8-OHdG	ChEBI
8-oxo-2'-Deoxyguanine	ChEBI
8-oxo-2'-DG	ChEBI
8-oxo-7,8-Dihydro-2'-deoxyguanosine	ChEBI
8-oxo-7-Hydrodeoxyguanosine	ChEBI
8-oxo-DG	ChEBI
8-Oxoguanosine	ChEBI
7,8-dihydro-8-oxo-2'-Deoxyguanosine	HMDB, MeSH
7,8-dihydro-8-Oxodeoxyguanosine	HMDB
8-Hydroxy-2'-deoxyguanosine	HMDB
8-Hydroxy-2'deoxyguanosine	HMDB
8-Hydroxy-2-deoxyguanosine	HMDB
8-Hydroxydeoxy-guanosine	HMDB
8-Hydroxydeoxyguanine	HMDB
8-oxo-7,8-Dihydrodeoxyguanosine	HMDB, MeSH
8-Oxodg	HMDB, MeSH
OH8Dg	HMDB
2'-Deoxy-7,8-dihydro-8-oxoguanosine	MeSH, HMDB
2'-Deoxy-8-oxo-7,8-dihydroguanosine	MeSH, HMDB
8-OHdG compound	MeSH, HMDB
8-OxodGuo	MeSH, HMDB
O-D-DG	MeSH, HMDB
2'-Deoxy-8-oxoguanosine	MeSH, HMDB
8-oxo-2'-Deoxyguanosine	MeSH, HMDB
7-hydro-8-Oxodeoxyguanosine	MeSH, HMDB
8-OH-DG	MeSH, HMDB
2'-Deoxy-8-hydroxyguanosine	MeSH, HMDB
8-oxo-DGuo	MeSH, HMDB

Chemical Formula

C₁₀H₁₃N₅O₅

Average Molecular Weight

283.2407

Monoisotopic Molecular Weight

283.091668551

IUPAC Name

2-amino-8-hydroxy-9-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-6,9-dihydro-1H-purin-6-one

Traditional Name

8-hydroxy-2'-deoxyguanosine

CAS Registry Number

88847-89-6

SMILES

NC1=NC2=C(N=C(O)N2[C@H]2C[C@H](O)[C@@H](CO)O2)C(=O)N1

InChI Identifier

InChI=1S/C10H13N5O5/c11-9-13-7-6(8(18)14-9)12-10(19)15(7)5-1-3(17)4(2-16)20-5/h3-5,16-17H,1-2H2,(H,12,19)(H3,11,13,14,18)/t3-,4+,5+/m0/s1

InChI Key

HCAJQHYUCKICQH-VPENINKCSA-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
Imidazopyrimidine
Purine
Hydroxypyrimidine
N-substituted imidazole
Pyrimidine
Tetrahydrofuran
Heteroaromatic compound
Azole
Imidazole
Secondary alcohol
Oxacycle
Azacycle
Organoheterocyclic compound
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Organonitrogen compound
Alcohol
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

guanosines (CHEBI:40304 )

Ontology

Physiological effect

Health effect

Renal system and urinary system

Renal disorder

Kidney disease (HMDB: HMDB0003333)
Uremia (HMDB: HMDB0003333)
Chronic kidney disease (HMDB: HMDB0003333)

Observation

Nervous system disorder

Coma (HMDB: HMDB0003333)

Central nervous system disorder

Psychiatric disorder

Psychosis (HMDB: HMDB0003333)

Circulatory system disorder

Cardiac disorder

Cardiovascular disease (HMDB: HMDB0003333)

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 17699218)

Tissue

All Tissues (HMDB: HMDB0003333)
All Tissues (HMDB: HMDB0003333)

Excreta

Biofluid or Excreta

Urine (PMID: 15593068)

Cellular substructure

Organelle

Nucleus (HMDB: HMDB0003333)

Cytoplasm (HMDB: HMDB0003333)
Extracellular (HMDB: HMDB0003333)

Route of exposure

Parenteral

Dermal (HMDB: HMDB0003333)

Enteral

Ingestion (HMDB: HMDB0003333)

Source

Exogenous

Exogenous (HMDB: HMDB0003333)

Food

Animal origin

Poultry

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

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

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

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

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

Equine

Horse (FooDB: FOOD00378)

Endogenous

Endogenous (HMDB: HMDB0003333)

Process

Not Available

Role

Industrial application

Pharmaceutical industry

Pharmaceutical (HMDB: HMDB0003333)

Biomarker

Biomarker (HMDB: HMDB0003333)
Kidney disease (MarkerDB: MDB00000420)
Chronic kidney disease (MarkerDB: MDB00000420)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	14.8 g/L	ALOGPS
logP	-1.7	ALOGPS
logP	-1.4	ChemAxon
logS	-1.3	ALOGPS
pKa (Strongest Acidic)	10.09	ChemAxon
pKa (Strongest Basic)	1.59	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	155.22 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	64.56 m³·mol⁻¹	ChemAxon
Polarizability	25.82 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	161.478	31661259
DarkChem	[M-H]-	160.773	31661259
DeepCCS	[M+H]+	163.078	30932474
DeepCCS	[M-H]-	160.72	30932474
DeepCCS	[M-2H]-	194.608	30932474
DeepCCS	[M+Na]+	169.962	30932474
AllCCS	[M+H]+	163.0	32859911
AllCCS	[M+H-H2O]+	159.5	32859911
AllCCS	[M+NH4]+	166.2	32859911
AllCCS	[M+Na]+	167.2	32859911
AllCCS	[M-H]-	161.5	32859911
AllCCS	[M+Na-2H]-	161.0	32859911
AllCCS	[M+HCOO]-	160.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
8-Hydroxy-deoxyguanosine	NC1=NC2=C(N=C(O)N2[C@H]2C[C@H](O)[C@@H](CO)O2)C(=O)N1	3777.0	Standard polar	33892256
8-Hydroxy-deoxyguanosine	NC1=NC2=C(N=C(O)N2[C@H]2C[C@H](O)[C@@H](CO)O2)C(=O)N1	2040.0	Standard non polar	33892256
8-Hydroxy-deoxyguanosine	NC1=NC2=C(N=C(O)N2[C@H]2C[C@H](O)[C@@H](CO)O2)C(=O)N1	3212.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
8-Hydroxy-deoxyguanosine,1TMS,isomer #1	C[Si](C)(C)OC1=NC2=C(N=C(N)[NH]C2=O)N1[C@H]1C[C@H](O)[C@@H](CO)O1	2723.2	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,1TMS,isomer #2	C[Si](C)(C)O[C@H]1C[C@H](N2C(O)=NC3=C2N=C(N)[NH]C3=O)O[C@@H]1CO	2759.6	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,1TMS,isomer #3	C[Si](C)(C)OC[C@H]1O[C@@H](N2C(O)=NC3=C2N=C(N)[NH]C3=O)C[C@@H]1O	2735.7	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,1TMS,isomer #4	C[Si](C)(C)NC1=NC2=C(N=C(O)N2[C@H]2C[C@H](O)[C@@H](CO)O2)C(=O)[NH]1	2800.0	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,1TMS,isomer #5	C[Si](C)(C)N1C(N)=NC2=C(N=C(O)N2[C@H]2C[C@H](O)[C@@H](CO)O2)C1=O	2821.6	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,2TMS,isomer #1	C[Si](C)(C)OC1=NC2=C(N=C(N)[NH]C2=O)N1[C@H]1C[C@H](O[Si](C)(C)C)[C@@H](CO)O1	2696.1	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,2TMS,isomer #10	C[Si](C)(C)N(C1=NC2=C(N=C(O)N2[C@H]2C[C@H](O)[C@@H](CO)O2)C(=O)[NH]1)[Si](C)(C)C	2719.3	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,2TMS,isomer #11	C[Si](C)(C)NC1=NC2=C(N=C(O)N2[C@H]2C[C@H](O)[C@@H](CO)O2)C(=O)N1[Si](C)(C)C	2788.4	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,2TMS,isomer #2	C[Si](C)(C)OC[C@H]1O[C@@H](N2C(O[Si](C)(C)C)=NC3=C2N=C(N)[NH]C3=O)C[C@@H]1O	2683.3	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,2TMS,isomer #3	C[Si](C)(C)NC1=NC2=C(N=C(O[Si](C)(C)C)N2[C@H]2C[C@H](O)[C@@H](CO)O2)C(=O)[NH]1	2713.5	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,2TMS,isomer #4	C[Si](C)(C)OC1=NC2=C(N=C(N)N([Si](C)(C)C)C2=O)N1[C@H]1C[C@H](O)[C@@H](CO)O1	2762.1	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,2TMS,isomer #5	C[Si](C)(C)OC[C@H]1O[C@@H](N2C(O)=NC3=C2N=C(N)[NH]C3=O)C[C@@H]1O[Si](C)(C)C	2711.9	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,2TMS,isomer #6	C[Si](C)(C)NC1=NC2=C(N=C(O)N2[C@H]2C[C@H](O[Si](C)(C)C)[C@@H](CO)O2)C(=O)[NH]1	2736.5	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,2TMS,isomer #7	C[Si](C)(C)O[C@H]1C[C@H](N2C(O)=NC3=C2N=C(N)N([Si](C)(C)C)C3=O)O[C@@H]1CO	2786.1	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,2TMS,isomer #8	C[Si](C)(C)NC1=NC2=C(N=C(O)N2[C@H]2C[C@H](O)[C@@H](CO[Si](C)(C)C)O2)C(=O)[NH]1	2709.0	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,2TMS,isomer #9	C[Si](C)(C)OC[C@H]1O[C@@H](N2C(O)=NC3=C2N=C(N)N([Si](C)(C)C)C3=O)C[C@@H]1O	2759.0	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,3TMS,isomer #1	C[Si](C)(C)OC[C@H]1O[C@@H](N2C(O[Si](C)(C)C)=NC3=C2N=C(N)[NH]C3=O)C[C@@H]1O[Si](C)(C)C	2665.0	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,3TMS,isomer #10	C[Si](C)(C)O[C@H]1C[C@H](N2C(O)=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]C3=O)O[C@@H]1CO	2734.7	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,3TMS,isomer #11	C[Si](C)(C)NC1=NC2=C(N=C(O)N2[C@H]2C[C@H](O[Si](C)(C)C)[C@@H](CO)O2)C(=O)N1[Si](C)(C)C	2793.5	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,3TMS,isomer #12	C[Si](C)(C)OC[C@H]1O[C@@H](N2C(O)=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]C3=O)C[C@@H]1O	2725.4	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,3TMS,isomer #13	C[Si](C)(C)NC1=NC2=C(N=C(O)N2[C@H]2C[C@H](O)[C@@H](CO[Si](C)(C)C)O2)C(=O)N1[Si](C)(C)C	2761.7	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,3TMS,isomer #14	C[Si](C)(C)N(C1=NC2=C(N=C(O)N2[C@H]2C[C@H](O)[C@@H](CO)O2)C(=O)N1[Si](C)(C)C)[Si](C)(C)C	2840.3	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,3TMS,isomer #2	C[Si](C)(C)NC1=NC2=C(N=C(O[Si](C)(C)C)N2[C@H]2C[C@H](O[Si](C)(C)C)[C@@H](CO)O2)C(=O)[NH]1	2722.4	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,3TMS,isomer #3	C[Si](C)(C)OC1=NC2=C(N=C(N)N([Si](C)(C)C)C2=O)N1[C@H]1C[C@H](O[Si](C)(C)C)[C@@H](CO)O1	2759.2	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,3TMS,isomer #4	C[Si](C)(C)NC1=NC2=C(N=C(O[Si](C)(C)C)N2[C@H]2C[C@H](O)[C@@H](CO[Si](C)(C)C)O2)C(=O)[NH]1	2693.4	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,3TMS,isomer #5	C[Si](C)(C)OC[C@H]1O[C@@H](N2C(O[Si](C)(C)C)=NC3=C2N=C(N)N([Si](C)(C)C)C3=O)C[C@@H]1O	2731.1	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,3TMS,isomer #6	C[Si](C)(C)OC1=NC2=C(N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]C2=O)N1[C@H]1C[C@H](O)[C@@H](CO)O1	2716.5	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,3TMS,isomer #7	C[Si](C)(C)NC1=NC2=C(N=C(O[Si](C)(C)C)N2[C@H]2C[C@H](O)[C@@H](CO)O2)C(=O)N1[Si](C)(C)C	2777.7	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,3TMS,isomer #8	C[Si](C)(C)NC1=NC2=C(N=C(O)N2[C@H]2C[C@H](O[Si](C)(C)C)[C@@H](CO[Si](C)(C)C)O2)C(=O)[NH]1	2683.1	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,3TMS,isomer #9	C[Si](C)(C)OC[C@H]1O[C@@H](N2C(O)=NC3=C2N=C(N)N([Si](C)(C)C)C3=O)C[C@@H]1O[Si](C)(C)C	2745.6	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,4TMS,isomer #1	C[Si](C)(C)NC1=NC2=C(N=C(O[Si](C)(C)C)N2[C@H]2C[C@H](O[Si](C)(C)C)[C@@H](CO[Si](C)(C)C)O2)C(=O)[NH]1	2714.2	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,4TMS,isomer #1	C[Si](C)(C)NC1=NC2=C(N=C(O[Si](C)(C)C)N2[C@H]2C[C@H](O[Si](C)(C)C)[C@@H](CO[Si](C)(C)C)O2)C(=O)[NH]1	2803.7	Standard non polar	33892256
8-Hydroxy-deoxyguanosine,4TMS,isomer #1	C[Si](C)(C)NC1=NC2=C(N=C(O[Si](C)(C)C)N2[C@H]2C[C@H](O[Si](C)(C)C)[C@@H](CO[Si](C)(C)C)O2)C(=O)[NH]1	3961.8	Standard polar	33892256
8-Hydroxy-deoxyguanosine,4TMS,isomer #10	C[Si](C)(C)O[C@H]1C[C@H](N2C(O)=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C3=O)O[C@@H]1CO	2858.4	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,4TMS,isomer #10	C[Si](C)(C)O[C@H]1C[C@H](N2C(O)=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C3=O)O[C@@H]1CO	3025.3	Standard non polar	33892256
8-Hydroxy-deoxyguanosine,4TMS,isomer #10	C[Si](C)(C)O[C@H]1C[C@H](N2C(O)=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C3=O)O[C@@H]1CO	3606.8	Standard polar	33892256
8-Hydroxy-deoxyguanosine,4TMS,isomer #11	C[Si](C)(C)OC[C@H]1O[C@@H](N2C(O)=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C3=O)C[C@@H]1O	2829.4	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,4TMS,isomer #11	C[Si](C)(C)OC[C@H]1O[C@@H](N2C(O)=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C3=O)C[C@@H]1O	3064.2	Standard non polar	33892256
8-Hydroxy-deoxyguanosine,4TMS,isomer #11	C[Si](C)(C)OC[C@H]1O[C@@H](N2C(O)=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C3=O)C[C@@H]1O	3645.5	Standard polar	33892256
8-Hydroxy-deoxyguanosine,4TMS,isomer #2	C[Si](C)(C)OC[C@H]1O[C@@H](N2C(O[Si](C)(C)C)=NC3=C2N=C(N)N([Si](C)(C)C)C3=O)C[C@@H]1O[Si](C)(C)C	2744.3	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,4TMS,isomer #2	C[Si](C)(C)OC[C@H]1O[C@@H](N2C(O[Si](C)(C)C)=NC3=C2N=C(N)N([Si](C)(C)C)C3=O)C[C@@H]1O[Si](C)(C)C	2754.3	Standard non polar	33892256
8-Hydroxy-deoxyguanosine,4TMS,isomer #2	C[Si](C)(C)OC[C@H]1O[C@@H](N2C(O[Si](C)(C)C)=NC3=C2N=C(N)N([Si](C)(C)C)C3=O)C[C@@H]1O[Si](C)(C)C	4178.0	Standard polar	33892256
8-Hydroxy-deoxyguanosine,4TMS,isomer #3	C[Si](C)(C)OC1=NC2=C(N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]C2=O)N1[C@H]1C[C@H](O[Si](C)(C)C)[C@@H](CO)O1	2758.6	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,4TMS,isomer #3	C[Si](C)(C)OC1=NC2=C(N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]C2=O)N1[C@H]1C[C@H](O[Si](C)(C)C)[C@@H](CO)O1	2901.1	Standard non polar	33892256
8-Hydroxy-deoxyguanosine,4TMS,isomer #3	C[Si](C)(C)OC1=NC2=C(N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]C2=O)N1[C@H]1C[C@H](O[Si](C)(C)C)[C@@H](CO)O1	3719.7	Standard polar	33892256
8-Hydroxy-deoxyguanosine,4TMS,isomer #4	C[Si](C)(C)NC1=NC2=C(N=C(O[Si](C)(C)C)N2[C@H]2C[C@H](O[Si](C)(C)C)[C@@H](CO)O2)C(=O)N1[Si](C)(C)C	2801.4	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,4TMS,isomer #4	C[Si](C)(C)NC1=NC2=C(N=C(O[Si](C)(C)C)N2[C@H]2C[C@H](O[Si](C)(C)C)[C@@H](CO)O2)C(=O)N1[Si](C)(C)C	2833.9	Standard non polar	33892256
8-Hydroxy-deoxyguanosine,4TMS,isomer #4	C[Si](C)(C)NC1=NC2=C(N=C(O[Si](C)(C)C)N2[C@H]2C[C@H](O[Si](C)(C)C)[C@@H](CO)O2)C(=O)N1[Si](C)(C)C	3826.9	Standard polar	33892256
8-Hydroxy-deoxyguanosine,4TMS,isomer #5	C[Si](C)(C)OC[C@H]1O[C@@H](N2C(O[Si](C)(C)C)=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]C3=O)C[C@@H]1O	2745.2	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,4TMS,isomer #5	C[Si](C)(C)OC[C@H]1O[C@@H](N2C(O[Si](C)(C)C)=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]C3=O)C[C@@H]1O	2929.7	Standard non polar	33892256
8-Hydroxy-deoxyguanosine,4TMS,isomer #5	C[Si](C)(C)OC[C@H]1O[C@@H](N2C(O[Si](C)(C)C)=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]C3=O)C[C@@H]1O	3755.5	Standard polar	33892256
8-Hydroxy-deoxyguanosine,4TMS,isomer #6	C[Si](C)(C)NC1=NC2=C(N=C(O[Si](C)(C)C)N2[C@H]2C[C@H](O)[C@@H](CO[Si](C)(C)C)O2)C(=O)N1[Si](C)(C)C	2783.5	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,4TMS,isomer #6	C[Si](C)(C)NC1=NC2=C(N=C(O[Si](C)(C)C)N2[C@H]2C[C@H](O)[C@@H](CO[Si](C)(C)C)O2)C(=O)N1[Si](C)(C)C	2867.9	Standard non polar	33892256
8-Hydroxy-deoxyguanosine,4TMS,isomer #6	C[Si](C)(C)NC1=NC2=C(N=C(O[Si](C)(C)C)N2[C@H]2C[C@H](O)[C@@H](CO[Si](C)(C)C)O2)C(=O)N1[Si](C)(C)C	3862.2	Standard polar	33892256
8-Hydroxy-deoxyguanosine,4TMS,isomer #7	C[Si](C)(C)OC1=NC2=C(N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C2=O)N1[C@H]1C[C@H](O)[C@@H](CO)O1	2852.8	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,4TMS,isomer #7	C[Si](C)(C)OC1=NC2=C(N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C2=O)N1[C@H]1C[C@H](O)[C@@H](CO)O1	2971.1	Standard non polar	33892256
8-Hydroxy-deoxyguanosine,4TMS,isomer #7	C[Si](C)(C)OC1=NC2=C(N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C2=O)N1[C@H]1C[C@H](O)[C@@H](CO)O1	3718.3	Standard polar	33892256
8-Hydroxy-deoxyguanosine,4TMS,isomer #8	C[Si](C)(C)OC[C@H]1O[C@@H](N2C(O)=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]C3=O)C[C@@H]1O[Si](C)(C)C	2731.7	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,4TMS,isomer #8	C[Si](C)(C)OC[C@H]1O[C@@H](N2C(O)=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]C3=O)C[C@@H]1O[Si](C)(C)C	2959.2	Standard non polar	33892256
8-Hydroxy-deoxyguanosine,4TMS,isomer #8	C[Si](C)(C)OC[C@H]1O[C@@H](N2C(O)=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]C3=O)C[C@@H]1O[Si](C)(C)C	3635.7	Standard polar	33892256
8-Hydroxy-deoxyguanosine,4TMS,isomer #9	C[Si](C)(C)NC1=NC2=C(N=C(O)N2[C@H]2C[C@H](O[Si](C)(C)C)[C@@H](CO[Si](C)(C)C)O2)C(=O)N1[Si](C)(C)C	2771.6	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,4TMS,isomer #9	C[Si](C)(C)NC1=NC2=C(N=C(O)N2[C@H]2C[C@H](O[Si](C)(C)C)[C@@H](CO[Si](C)(C)C)O2)C(=O)N1[Si](C)(C)C	2897.2	Standard non polar	33892256
8-Hydroxy-deoxyguanosine,4TMS,isomer #9	C[Si](C)(C)NC1=NC2=C(N=C(O)N2[C@H]2C[C@H](O[Si](C)(C)C)[C@@H](CO[Si](C)(C)C)O2)C(=O)N1[Si](C)(C)C	3745.2	Standard polar	33892256
8-Hydroxy-deoxyguanosine,5TMS,isomer #1	C[Si](C)(C)OC[C@H]1O[C@@H](N2C(O[Si](C)(C)C)=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]C3=O)C[C@@H]1O[Si](C)(C)C	2786.1	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,5TMS,isomer #1	C[Si](C)(C)OC[C@H]1O[C@@H](N2C(O[Si](C)(C)C)=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]C3=O)C[C@@H]1O[Si](C)(C)C	2870.3	Standard non polar	33892256
8-Hydroxy-deoxyguanosine,5TMS,isomer #1	C[Si](C)(C)OC[C@H]1O[C@@H](N2C(O[Si](C)(C)C)=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]C3=O)C[C@@H]1O[Si](C)(C)C	3506.4	Standard polar	33892256
8-Hydroxy-deoxyguanosine,5TMS,isomer #2	C[Si](C)(C)NC1=NC2=C(N=C(O[Si](C)(C)C)N2[C@H]2C[C@H](O[Si](C)(C)C)[C@@H](CO[Si](C)(C)C)O2)C(=O)N1[Si](C)(C)C	2808.1	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,5TMS,isomer #2	C[Si](C)(C)NC1=NC2=C(N=C(O[Si](C)(C)C)N2[C@H]2C[C@H](O[Si](C)(C)C)[C@@H](CO[Si](C)(C)C)O2)C(=O)N1[Si](C)(C)C	2822.1	Standard non polar	33892256
8-Hydroxy-deoxyguanosine,5TMS,isomer #2	C[Si](C)(C)NC1=NC2=C(N=C(O[Si](C)(C)C)N2[C@H]2C[C@H](O[Si](C)(C)C)[C@@H](CO[Si](C)(C)C)O2)C(=O)N1[Si](C)(C)C	3604.4	Standard polar	33892256
8-Hydroxy-deoxyguanosine,5TMS,isomer #3	C[Si](C)(C)OC1=NC2=C(N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C2=O)N1[C@H]1C[C@H](O[Si](C)(C)C)[C@@H](CO)O1	2882.2	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,5TMS,isomer #3	C[Si](C)(C)OC1=NC2=C(N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C2=O)N1[C@H]1C[C@H](O[Si](C)(C)C)[C@@H](CO)O1	2941.9	Standard non polar	33892256
8-Hydroxy-deoxyguanosine,5TMS,isomer #3	C[Si](C)(C)OC1=NC2=C(N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C2=O)N1[C@H]1C[C@H](O[Si](C)(C)C)[C@@H](CO)O1	3411.5	Standard polar	33892256
8-Hydroxy-deoxyguanosine,5TMS,isomer #4	C[Si](C)(C)OC[C@H]1O[C@@H](N2C(O[Si](C)(C)C)=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C3=O)C[C@@H]1O	2870.3	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,5TMS,isomer #4	C[Si](C)(C)OC[C@H]1O[C@@H](N2C(O[Si](C)(C)C)=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C3=O)C[C@@H]1O	2965.8	Standard non polar	33892256
8-Hydroxy-deoxyguanosine,5TMS,isomer #4	C[Si](C)(C)OC[C@H]1O[C@@H](N2C(O[Si](C)(C)C)=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C3=O)C[C@@H]1O	3458.8	Standard polar	33892256
8-Hydroxy-deoxyguanosine,5TMS,isomer #5	C[Si](C)(C)OC[C@H]1O[C@@H](N2C(O)=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C3=O)C[C@@H]1O[Si](C)(C)C	2855.7	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,5TMS,isomer #5	C[Si](C)(C)OC[C@H]1O[C@@H](N2C(O)=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C3=O)C[C@@H]1O[Si](C)(C)C	3000.8	Standard non polar	33892256
8-Hydroxy-deoxyguanosine,5TMS,isomer #5	C[Si](C)(C)OC[C@H]1O[C@@H](N2C(O)=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C3=O)C[C@@H]1O[Si](C)(C)C	3361.4	Standard polar	33892256
8-Hydroxy-deoxyguanosine,6TMS,isomer #1	C[Si](C)(C)OC[C@H]1O[C@@H](N2C(O[Si](C)(C)C)=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C3=O)C[C@@H]1O[Si](C)(C)C	2909.7	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,6TMS,isomer #1	C[Si](C)(C)OC[C@H]1O[C@@H](N2C(O[Si](C)(C)C)=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C3=O)C[C@@H]1O[Si](C)(C)C	2910.2	Standard non polar	33892256
8-Hydroxy-deoxyguanosine,6TMS,isomer #1	C[Si](C)(C)OC[C@H]1O[C@@H](N2C(O[Si](C)(C)C)=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C3=O)C[C@@H]1O[Si](C)(C)C	3247.2	Standard polar	33892256
8-Hydroxy-deoxyguanosine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=NC2=C(N=C(N)[NH]C2=O)N1[C@H]1C[C@H](O)[C@@H](CO)O1	2920.3	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@H]1C[C@H](N2C(O)=NC3=C2N=C(N)[NH]C3=O)O[C@@H]1CO	2980.5	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C(O)=NC3=C2N=C(N)[NH]C3=O)C[C@@H]1O	2974.7	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC1=NC2=C(N=C(O)N2[C@H]2C[C@H](O)[C@@H](CO)O2)C(=O)[NH]1	3004.9	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,1TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N1C(N)=NC2=C(N=C(O)N2[C@H]2C[C@H](O)[C@@H](CO)O2)C1=O	3042.4	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=NC2=C(N=C(N)[NH]C2=O)N1[C@H]1C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](CO)O1	3069.3	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,2TBDMS,isomer #10	CC(C)(C)[Si](C)(C)N(C1=NC2=C(N=C(O)N2[C@H]2C[C@H](O)[C@@H](CO)O2)C(=O)[NH]1)[Si](C)(C)C(C)(C)C	3152.8	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,2TBDMS,isomer #11	CC(C)(C)[Si](C)(C)NC1=NC2=C(N=C(O)N2[C@H]2C[C@H](O)[C@@H](CO)O2)C(=O)N1[Si](C)(C)C(C)(C)C	3243.4	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C(O[Si](C)(C)C(C)(C)C)=NC3=C2N=C(N)[NH]C3=O)C[C@@H]1O	3089.2	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC1=NC2=C(N=C(O[Si](C)(C)C(C)(C)C)N2[C@H]2C[C@H](O)[C@@H](CO)O2)C(=O)[NH]1	3108.3	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=NC2=C(N=C(N)N([Si](C)(C)C(C)(C)C)C2=O)N1[C@H]1C[C@H](O)[C@@H](CO)O1	3173.4	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C(O)=NC3=C2N=C(N)[NH]C3=O)C[C@@H]1O[Si](C)(C)C(C)(C)C	3138.2	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)NC1=NC2=C(N=C(O)N2[C@H]2C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](CO)O2)C(=O)[NH]1	3161.6	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)O[C@H]1C[C@H](N2C(O)=NC3=C2N=C(N)N([Si](C)(C)C(C)(C)C)C3=O)O[C@@H]1CO	3236.2	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,2TBDMS,isomer #8	CC(C)(C)[Si](C)(C)NC1=NC2=C(N=C(O)N2[C@H]2C[C@H](O)[C@@H](CO[Si](C)(C)C(C)(C)C)O2)C(=O)[NH]1	3164.6	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,2TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C(O)=NC3=C2N=C(N)N([Si](C)(C)C(C)(C)C)C3=O)C[C@@H]1O	3227.3	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C(O[Si](C)(C)C(C)(C)C)=NC3=C2N=C(N)[NH]C3=O)C[C@@H]1O[Si](C)(C)C(C)(C)C	3243.0	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,3TBDMS,isomer #10	CC(C)(C)[Si](C)(C)O[C@H]1C[C@H](N2C(O)=NC3=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[NH]C3=O)O[C@@H]1CO	3337.9	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,3TBDMS,isomer #11	CC(C)(C)[Si](C)(C)NC1=NC2=C(N=C(O)N2[C@H]2C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](CO)O2)C(=O)N1[Si](C)(C)C(C)(C)C	3430.5	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,3TBDMS,isomer #12	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C(O)=NC3=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[NH]C3=O)C[C@@H]1O	3337.6	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,3TBDMS,isomer #13	CC(C)(C)[Si](C)(C)NC1=NC2=C(N=C(O)N2[C@H]2C[C@H](O)[C@@H](CO[Si](C)(C)C(C)(C)C)O2)C(=O)N1[Si](C)(C)C(C)(C)C	3426.1	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,3TBDMS,isomer #14	CC(C)(C)[Si](C)(C)N(C1=NC2=C(N=C(O)N2[C@H]2C[C@H](O)[C@@H](CO)O2)C(=O)N1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3445.0	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1=NC2=C(N=C(O[Si](C)(C)C(C)(C)C)N2[C@H]2C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](CO)O2)C(=O)[NH]1	3290.4	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=NC2=C(N=C(N)N([Si](C)(C)C(C)(C)C)C2=O)N1[C@H]1C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](CO)O1	3382.0	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC1=NC2=C(N=C(O[Si](C)(C)C(C)(C)C)N2[C@H]2C[C@H](O)[C@@H](CO[Si](C)(C)C(C)(C)C)O2)C(=O)[NH]1	3307.8	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C(O[Si](C)(C)C(C)(C)C)=NC3=C2N=C(N)N([Si](C)(C)C(C)(C)C)C3=O)C[C@@H]1O	3381.6	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC1=NC2=C(N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[NH]C2=O)N1[C@H]1C[C@H](O)[C@@H](CO)O1	3286.4	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)NC1=NC2=C(N=C(O[Si](C)(C)C(C)(C)C)N2[C@H]2C[C@H](O)[C@@H](CO)O2)C(=O)N1[Si](C)(C)C(C)(C)C	3393.3	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,3TBDMS,isomer #8	CC(C)(C)[Si](C)(C)NC1=NC2=C(N=C(O)N2[C@H]2C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](CO[Si](C)(C)C(C)(C)C)O2)C(=O)[NH]1	3331.7	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,3TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C(O)=NC3=C2N=C(N)N([Si](C)(C)C(C)(C)C)C3=O)C[C@@H]1O[Si](C)(C)C(C)(C)C	3417.7	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=NC2=C(N=C(O[Si](C)(C)C(C)(C)C)N2[C@H]2C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](CO[Si](C)(C)C(C)(C)C)O2)C(=O)[NH]1	3462.2	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=NC2=C(N=C(O[Si](C)(C)C(C)(C)C)N2[C@H]2C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](CO[Si](C)(C)C(C)(C)C)O2)C(=O)[NH]1	3617.2	Standard non polar	33892256
8-Hydroxy-deoxyguanosine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=NC2=C(N=C(O[Si](C)(C)C(C)(C)C)N2[C@H]2C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](CO[Si](C)(C)C(C)(C)C)O2)C(=O)[NH]1	4026.9	Standard polar	33892256
8-Hydroxy-deoxyguanosine,4TBDMS,isomer #10	CC(C)(C)[Si](C)(C)O[C@H]1C[C@H](N2C(O)=NC3=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C3=O)O[C@@H]1CO	3637.9	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,4TBDMS,isomer #10	CC(C)(C)[Si](C)(C)O[C@H]1C[C@H](N2C(O)=NC3=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C3=O)O[C@@H]1CO	3794.1	Standard non polar	33892256
8-Hydroxy-deoxyguanosine,4TBDMS,isomer #10	CC(C)(C)[Si](C)(C)O[C@H]1C[C@H](N2C(O)=NC3=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C3=O)O[C@@H]1CO	3770.6	Standard polar	33892256
8-Hydroxy-deoxyguanosine,4TBDMS,isomer #11	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C(O)=NC3=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C3=O)C[C@@H]1O	3635.2	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,4TBDMS,isomer #11	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C(O)=NC3=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C3=O)C[C@@H]1O	3822.3	Standard non polar	33892256
8-Hydroxy-deoxyguanosine,4TBDMS,isomer #11	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C(O)=NC3=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C3=O)C[C@@H]1O	3816.4	Standard polar	33892256
8-Hydroxy-deoxyguanosine,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C(O[Si](C)(C)C(C)(C)C)=NC3=C2N=C(N)N([Si](C)(C)C(C)(C)C)C3=O)C[C@@H]1O[Si](C)(C)C(C)(C)C	3569.9	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C(O[Si](C)(C)C(C)(C)C)=NC3=C2N=C(N)N([Si](C)(C)C(C)(C)C)C3=O)C[C@@H]1O[Si](C)(C)C(C)(C)C	3547.4	Standard non polar	33892256
8-Hydroxy-deoxyguanosine,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C(O[Si](C)(C)C(C)(C)C)=NC3=C2N=C(N)N([Si](C)(C)C(C)(C)C)C3=O)C[C@@H]1O[Si](C)(C)C(C)(C)C	4176.3	Standard polar	33892256
8-Hydroxy-deoxyguanosine,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=NC2=C(N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[NH]C2=O)N1[C@H]1C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](CO)O1	3465.5	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=NC2=C(N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[NH]C2=O)N1[C@H]1C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](CO)O1	3696.8	Standard non polar	33892256
8-Hydroxy-deoxyguanosine,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=NC2=C(N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[NH]C2=O)N1[C@H]1C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](CO)O1	3838.6	Standard polar	33892256
8-Hydroxy-deoxyguanosine,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC1=NC2=C(N=C(O[Si](C)(C)C(C)(C)C)N2[C@H]2C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](CO)O2)C(=O)N1[Si](C)(C)C(C)(C)C	3569.3	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC1=NC2=C(N=C(O[Si](C)(C)C(C)(C)C)N2[C@H]2C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](CO)O2)C(=O)N1[Si](C)(C)C(C)(C)C	3648.7	Standard non polar	33892256
8-Hydroxy-deoxyguanosine,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC1=NC2=C(N=C(O[Si](C)(C)C(C)(C)C)N2[C@H]2C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](CO)O2)C(=O)N1[Si](C)(C)C(C)(C)C	3901.1	Standard polar	33892256
8-Hydroxy-deoxyguanosine,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C(O[Si](C)(C)C(C)(C)C)=NC3=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[NH]C3=O)C[C@@H]1O	3475.4	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C(O[Si](C)(C)C(C)(C)C)=NC3=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[NH]C3=O)C[C@@H]1O	3721.6	Standard non polar	33892256
8-Hydroxy-deoxyguanosine,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C(O[Si](C)(C)C(C)(C)C)=NC3=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[NH]C3=O)C[C@@H]1O	3881.9	Standard polar	33892256
8-Hydroxy-deoxyguanosine,4TBDMS,isomer #6	CC(C)(C)[Si](C)(C)NC1=NC2=C(N=C(O[Si](C)(C)C(C)(C)C)N2[C@H]2C[C@H](O)[C@@H](CO[Si](C)(C)C(C)(C)C)O2)C(=O)N1[Si](C)(C)C(C)(C)C	3583.2	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,4TBDMS,isomer #6	CC(C)(C)[Si](C)(C)NC1=NC2=C(N=C(O[Si](C)(C)C(C)(C)C)N2[C@H]2C[C@H](O)[C@@H](CO[Si](C)(C)C(C)(C)C)O2)C(=O)N1[Si](C)(C)C(C)(C)C	3686.4	Standard non polar	33892256
8-Hydroxy-deoxyguanosine,4TBDMS,isomer #6	CC(C)(C)[Si](C)(C)NC1=NC2=C(N=C(O[Si](C)(C)C(C)(C)C)N2[C@H]2C[C@H](O)[C@@H](CO[Si](C)(C)C(C)(C)C)O2)C(=O)N1[Si](C)(C)C(C)(C)C	3943.4	Standard polar	33892256
8-Hydroxy-deoxyguanosine,4TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC1=NC2=C(N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C2=O)N1[C@H]1C[C@H](O)[C@@H](CO)O1	3600.6	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,4TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC1=NC2=C(N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C2=O)N1[C@H]1C[C@H](O)[C@@H](CO)O1	3759.9	Standard non polar	33892256
8-Hydroxy-deoxyguanosine,4TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC1=NC2=C(N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C2=O)N1[C@H]1C[C@H](O)[C@@H](CO)O1	3831.9	Standard polar	33892256
8-Hydroxy-deoxyguanosine,4TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C(O)=NC3=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[NH]C3=O)C[C@@H]1O[Si](C)(C)C(C)(C)C	3498.4	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,4TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C(O)=NC3=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[NH]C3=O)C[C@@H]1O[Si](C)(C)C(C)(C)C	3730.1	Standard non polar	33892256
8-Hydroxy-deoxyguanosine,4TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C(O)=NC3=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[NH]C3=O)C[C@@H]1O[Si](C)(C)C(C)(C)C	3815.6	Standard polar	33892256
8-Hydroxy-deoxyguanosine,4TBDMS,isomer #9	CC(C)(C)[Si](C)(C)NC1=NC2=C(N=C(O)N2[C@H]2C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](CO[Si](C)(C)C(C)(C)C)O2)C(=O)N1[Si](C)(C)C(C)(C)C	3602.0	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,4TBDMS,isomer #9	CC(C)(C)[Si](C)(C)NC1=NC2=C(N=C(O)N2[C@H]2C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](CO[Si](C)(C)C(C)(C)C)O2)C(=O)N1[Si](C)(C)C(C)(C)C	3682.0	Standard non polar	33892256
8-Hydroxy-deoxyguanosine,4TBDMS,isomer #9	CC(C)(C)[Si](C)(C)NC1=NC2=C(N=C(O)N2[C@H]2C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](CO[Si](C)(C)C(C)(C)C)O2)C(=O)N1[Si](C)(C)C(C)(C)C	3880.6	Standard polar	33892256
8-Hydroxy-deoxyguanosine,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C(O[Si](C)(C)C(C)(C)C)=NC3=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[NH]C3=O)C[C@@H]1O[Si](C)(C)C(C)(C)C	3641.5	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C(O[Si](C)(C)C(C)(C)C)=NC3=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[NH]C3=O)C[C@@H]1O[Si](C)(C)C(C)(C)C	3775.8	Standard non polar	33892256
8-Hydroxy-deoxyguanosine,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C(O[Si](C)(C)C(C)(C)C)=NC3=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[NH]C3=O)C[C@@H]1O[Si](C)(C)C(C)(C)C	3760.7	Standard polar	33892256
8-Hydroxy-deoxyguanosine,5TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1=NC2=C(N=C(O[Si](C)(C)C(C)(C)C)N2[C@H]2C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](CO[Si](C)(C)C(C)(C)C)O2)C(=O)N1[Si](C)(C)C(C)(C)C	3742.1	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,5TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1=NC2=C(N=C(O[Si](C)(C)C(C)(C)C)N2[C@H]2C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](CO[Si](C)(C)C(C)(C)C)O2)C(=O)N1[Si](C)(C)C(C)(C)C	3741.4	Standard non polar	33892256
8-Hydroxy-deoxyguanosine,5TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1=NC2=C(N=C(O[Si](C)(C)C(C)(C)C)N2[C@H]2C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](CO[Si](C)(C)C(C)(C)C)O2)C(=O)N1[Si](C)(C)C(C)(C)C	3850.8	Standard polar	33892256
8-Hydroxy-deoxyguanosine,5TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=NC2=C(N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C2=O)N1[C@H]1C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](CO)O1	3781.7	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,5TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=NC2=C(N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C2=O)N1[C@H]1C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](CO)O1	3852.4	Standard non polar	33892256
8-Hydroxy-deoxyguanosine,5TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=NC2=C(N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C2=O)N1[C@H]1C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](CO)O1	3682.7	Standard polar	33892256
8-Hydroxy-deoxyguanosine,5TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C(O[Si](C)(C)C(C)(C)C)=NC3=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C3=O)C[C@@H]1O	3787.3	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,5TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C(O[Si](C)(C)C(C)(C)C)=NC3=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C3=O)C[C@@H]1O	3883.6	Standard non polar	33892256
8-Hydroxy-deoxyguanosine,5TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C(O[Si](C)(C)C(C)(C)C)=NC3=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C3=O)C[C@@H]1O	3730.8	Standard polar	33892256
8-Hydroxy-deoxyguanosine,5TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C(O)=NC3=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C3=O)C[C@@H]1O[Si](C)(C)C(C)(C)C	3797.8	Semi standard non polar	33892256
8-Hydroxy-deoxyguanosine,5TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C(O)=NC3=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C3=O)C[C@@H]1O[Si](C)(C)C(C)(C)C	3890.5	Standard non polar	33892256
8-Hydroxy-deoxyguanosine,5TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C(O)=NC3=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C3=O)C[C@@H]1O[Si](C)(C)C(C)(C)C	3681.7	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 8-Hydroxy-deoxyguanosine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9270000000-cbf066db8be0f3462b6d	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8-Hydroxy-deoxyguanosine GC-MS (3 TMS) - 70eV, Positive	splash10-0006-9503400000-ff14681f666eee936938	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8-Hydroxy-deoxyguanosine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - 8-Hydroxy-deoxyguanosine LC-ESI-Ion Trap , Positive-QTOF	splash10-0a4i-1649170600-b830f720eac21d5be0a6	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 8-Hydroxy-deoxyguanosine , positive-QTOF	splash10-014i-0900000000-bda7c71c752f3e3c4c51	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Hydroxy-deoxyguanosine 10V, Positive-QTOF	splash10-014i-0900000000-279a84bf501a3d5c6555	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Hydroxy-deoxyguanosine 20V, Positive-QTOF	splash10-014i-0900000000-8b53d5aeced1f8b887ae	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Hydroxy-deoxyguanosine 40V, Positive-QTOF	splash10-0uxr-0900000000-1db539ae30cc3fae45ef	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Hydroxy-deoxyguanosine 10V, Negative-QTOF	splash10-001i-0290000000-77880ee90b3d77e9f3f4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Hydroxy-deoxyguanosine 20V, Negative-QTOF	splash10-00kf-0920000000-8ab5275c7f1f98f7c143	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Hydroxy-deoxyguanosine 40V, Negative-QTOF	splash10-00dm-4900000000-4c65e34bf57ca440e280	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Hydroxy-deoxyguanosine 10V, Negative-QTOF	splash10-001i-0090000000-1df07afca955f854b771	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Hydroxy-deoxyguanosine 20V, Negative-QTOF	splash10-014r-0950000000-7088092794cc25cf636c	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Hydroxy-deoxyguanosine 40V, Negative-QTOF	splash10-0fxy-2900000000-16fdd2a07e854814fc6a	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Hydroxy-deoxyguanosine 10V, Positive-QTOF	splash10-00lr-0490000000-6a3ea27ba97cf9405385	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Hydroxy-deoxyguanosine 20V, Positive-QTOF	splash10-014i-0900000000-d28ab0ab8ba89b944e85	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Hydroxy-deoxyguanosine 40V, Positive-QTOF	splash10-05ox-2910000000-d457b32e33bd1c0ab8f9	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Nucleus

Biospecimen Locations

Blood
Urine

Tissue Locations

All Tissues

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.002 +/- 0.0008 uM	Adult (>18 years old)	Both	Normal	22626821	details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Female	Normal	19010317	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Urine	Detected and Quantified	0.0063 +/- 0.0005 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	18029489	details
Urine	Detected and Quantified	0.0015 (0.00055-0.0024) umol/mmol creatinine	Adult (>18 years old)	Both	Normal	15593068	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.0037 +/- 0.00021 uM	Adult (>18 years old)	Both	Kidney disease	17699218	details
Blood	Detected and Quantified	0.003 +/- 0.0009 uM	Adult (>18 years old)	Both	uremia	22626821	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Female	Breast cancer	19010317	details
Urine	Detected and Quantified	0.018 +/- 0.001 umol/mmol creatinine	Adult (>18 years old)	Both	Smoking	18029489	details

Associated Disorders and Diseases

Disease References

Kidney disease
Stenvinkel P, Rodriguez-Ayala E, Massy ZA, Qureshi AR, Barany P, Fellstrom B, Heimburger O, Lindholm B, Alvestrand A: Statin treatment and diabetes affect myeloperoxidase activity in maintenance hemodialysis patients. Clin J Am Soc Nephrol. 2006 Mar;1(2):281-7. Epub 2006 Feb 1. [PubMed:17699218 ]
Uremia
Duranton F, Cohen G, De Smet R, Rodriguez M, Jankowski J, Vanholder R, Argiles A: Normal and pathologic concentrations of uremic toxins. J Am Soc Nephrol. 2012 Jul;23(7):1258-70. doi: 10.1681/ASN.2011121175. Epub 2012 May 24. [PubMed:22626821 ]
Smoking
Li N, Jia X, Chen CY, Blumberg JB, Song Y, Zhang W, Zhang X, Ma G, Chen J: Almond consumption reduces oxidative DNA damage and lipid peroxidation in male smokers. J Nutr. 2007 Dec;137(12):2717-22. [PubMed:18029489 ]
Perillyl alcohol administration for cancer treatment
Woo HM, Kim KM, Choi MH, Jung BH, Lee J, Kong G, Nam SJ, Kim S, Bai SW, Chung BC: Mass spectrometry based metabolomic approaches in urinary biomarker study of women's cancers. Clin Chim Acta. 2009 Feb;400(1-2):63-9. doi: 10.1016/j.cca.2008.10.014. Epub 2008 Oct 30. [PubMed:19010317 ]

Associated OMIM IDs

None

External Links

DrugBank ID

DB02502

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB023145

KNApSAcK ID

Not Available

Chemspider ID

66049

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

8-Oxo-2'-deoxyguanosine

METLIN ID

6890

PubChem Compound

73318

PDB ID

Not Available

ChEBI ID

40304

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

MDB00000420

Good Scents ID

Not Available

References

Synthesis Reference

Kawamoto T; Ikeuchi Y; Mikata Y; Kishigami M K; Yano S; Murayama C; Mori T; Yoneda F Promotion of radiation-induced formation of 8-oxo-7,8-dihydro-2'-deoxyguanosine by nitro 5-deazaflavin derivatives. Bioorganic & medicinal chemistry letters (2001), 11(13), 1745-8.

Material Safety Data Sheet (MSDS)

Not Available

General References

Xu D, Ong C, Shen H: [The associations between concentration of selenium in semen and sperm parameters as well as oxidative DNA damage in human sperm]. Zhonghua Yu Fang Yi Xue Za Zhi. 2001 Nov;35(6):394-6. [PubMed:11840768 ]
Tarng DC, Huang TP, Wei YH, Liu TY, Chen HW, Wen Chen T, Yang WC: 8-hydroxy-2'-deoxyguanosine of leukocyte DNA as a marker of oxidative stress in chronic hemodialysis patients. Am J Kidney Dis. 2000 Nov;36(5):934-44. [PubMed:11054349 ]
Sumida S, Doi T, Sakurai M, Yoshioka Y, Okamura K: Effect of a single bout of exercise and beta-carotene supplementation on the urinary excretion of 8-hydroxy-deoxyguanosine in humans. Free Radic Res. 1997 Dec;27(6):607-18. [PubMed:9455696 ]
Takane M, Sugano N, Iwasaki H, Iwano Y, Shimizu N, Ito K: New biomarker evidence of oxidative DNA damage in whole saliva from clinically healthy and periodontally diseased individuals. J Periodontol. 2002 May;73(5):551-4. [PubMed:12027259 ]
Shen HM, Chia SE, Ni ZY, New AL, Lee BL, Ong CN: Detection of oxidative DNA damage in human sperm and the association with cigarette smoking. Reprod Toxicol. 1997 Sep-Oct;11(5):675-80. [PubMed:9311575 ]
Farinati F, Cardin R, Degan P, De Maria N, Floyd RA, Van Thiel DH, Naccarato R: Oxidative DNA damage in circulating leukocytes occurs as an early event in chronic HCV infection. Free Radic Biol Med. 1999 Dec;27(11-12):1284-91. [PubMed:10641722 ]
Lagorio S, Tagesson C, Forastiere F, Iavarone I, Axelson O, Carere A: Exposure to benzene and urinary concentrations of 8-hydroxydeoxyguanosine, a biological marker of oxidative damage to DNA. Occup Environ Med. 1994 Nov;51(11):739-43. [PubMed:7849850 ]
Okamura K, Doi T, Hamada K, Sakurai M, Yoshioka Y, Mitsuzono R, Migita T, Sumida S, Sugawa-Katayama Y: Effect of repeated exercise on urinary 8-hydroxy-deoxyguanosine excretion in humans. Free Radic Res. 1997 Jun;26(6):507-14. [PubMed:9212344 ]
Ni ZY, Liu YQ, Shen HM, Chia SE, Ong CN: Does the increase of 8-hydroxydeoxyguanosine lead to poor sperm quality? Mutat Res. 1997 Nov 19;381(1):77-82. [PubMed:9403033 ]
Mitsui T, Umaki Y, Nagasawa M, Akaike M, Ohtsuka S, Odomi M, Aki K, Matsumoto T: Motor neuron involvement in a patient with long-term corticosteroid administration. Intern Med. 2003 Sep;42(9):862-6. [PubMed:14518677 ]
Bergman V, Leanderson P, Starkhammar H, Tagesson C: Urinary excretion of 8-hydroxydeoxyguanosine and malondialdehyde after high dose radiochemotherapy preceding stem cell transplantation. Free Radic Biol Med. 2004 Feb 1;36(3):300-6. [PubMed:15036349 ]
Wakai K, Ando M, Ozasa K, Ito Y, Suzuki K, Nishino Y, Kuriyama S, Seki N, Kondo T, Watanabe Y, Ohno Y, Tamakoshi A: Updated information on risk factors for lung cancer: findings from the JACC Study. J Epidemiol. 2005 Jun;15 Suppl 2:S134-9. [PubMed:16127225 ]
Tarng DC, Huang TP, Liu TY, Chen HW, Sung YJ, Wei YH: Effect of vitamin E-bonded membrane on the 8-hydroxy 2'-deoxyguanosine level in leukocyte DNA of hemodialysis patients. Kidney Int. 2000 Aug;58(2):790-9. [PubMed:10916104 ]
Kitada T, Seki S, Iwai S, Yamada T, Sakaguchi H, Wakasa K: In situ detection of oxidative DNA damage, 8-hydroxydeoxyguanosine, in chronic human liver disease. J Hepatol. 2001 Nov;35(5):613-8. [PubMed:11690707 ]
Schmidt MC, Askew EW, Roberts DE, Prior RL, Ensign WY Jr, Hesslink RE Jr: Oxidative stress in humans training in a cold, moderate altitude environment and their response to a phytochemical antioxidant supplement. Wilderness Environ Med. 2002 Summer;13(2):94-105. [PubMed:12092978 ]
Sabatini L, Barbieri A, Tosi M, Roda A, Violante FS: A method for routine quantitation of urinary 8-hydroxy-2'-deoxyguanosine based on solid-phase extraction and micro-high-performance liquid chromatography/electrospray ionization tandem mass spectrometry. Rapid Commun Mass Spectrom. 2005;19(2):147-52. [PubMed:15593068 ]
Sumida S, Okamura K, Doi T, Sakurai M, Yoshioka Y, Sugawa-Katayama Y: No influence of a single bout of exercise on urinary excretion of 8-hydroxy-deoxyguanosine in humans. Biochem Mol Biol Int. 1997 Jul;42(3):601-9. [PubMed:9247718 ]
Sugano N, Yokoyama K, Oshikawa M, Kumagai K, Takane M, Tanaka H, Ito K: Detection of Streptococcus anginosus and 8-hydroxydeoxyguanosine in saliva. J Oral Sci. 2003 Dec;45(4):181-4. [PubMed:14763512 ]
Leighton F, Cuevas A, Guasch V, Perez DD, Strobel P, San Martin A, Urzua U, Diez MS, Foncea R, Castillo O, Mizon C, Espinoza MA, Urquiaga I, Rozowski J, Maiz A, Germain A: Plasma polyphenols and antioxidants, oxidative DNA damage and endothelial function in a diet and wine intervention study in humans. Drugs Exp Clin Res. 1999;25(2-3):133-41. [PubMed:10370876 ]
Xu DX, Shen HM, Zhu QX, Chua L, Wang QN, Chia SE, Ong CN: The associations among semen quality, oxidative DNA damage in human spermatozoa and concentrations of cadmium, lead and selenium in seminal plasma. Mutat Res. 2003 Jan 10;534(1-2):155-63. [PubMed:12504764 ]
Duranton F, Cohen G, De Smet R, Rodriguez M, Jankowski J, Vanholder R, Argiles A: Normal and pathologic concentrations of uremic toxins. J Am Soc Nephrol. 2012 Jul;23(7):1258-70. doi: 10.1681/ASN.2011121175. Epub 2012 May 24. [PubMed:22626821 ]

Showing metabocard for 8-Hydroxy-deoxyguanosine (HMDB0003333)

MOL for HMDB0003333 (8-Hydroxy-deoxyguanosine)

3D MOL for HMDB0003333 (8-Hydroxy-deoxyguanosine)

3D SDF for HMDB0003333 (8-Hydroxy-deoxyguanosine)

3D-SDF for HMDB0003333 (8-Hydroxy-deoxyguanosine)

PDB for HMDB0003333 (8-Hydroxy-deoxyguanosine)

3D PDB for HMDB0003333 (8-Hydroxy-deoxyguanosine)

SMILES for HMDB0003333 (8-Hydroxy-deoxyguanosine)

INCHI for HMDB0003333 (8-Hydroxy-deoxyguanosine)

Structure for HMDB0003333 (8-Hydroxy-deoxyguanosine)

3D Structure for HMDB0003333 (8-Hydroxy-deoxyguanosine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra