Hmdb loader
Record Information
Version5.0
StatusDetected and Quantified
Creation Date2006-08-07 17:02:10 UTC
Update Date2021-09-14 14:57:20 UTC
HMDB IDHMDB0003333
Secondary Accession Numbers
  • HMDB03333
Metabolite Identification
Common Name8-Hydroxy-deoxyguanosine
Description8-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
Data?1582752271
Synonyms
ValueSource
7,8-Dihydro-2'-deoxy-8-oxoguanosineChEBI
8-HydroxydeoxyguanosineChEBI
8-OHdGChEBI
8-oxo-2'-DeoxyguanineChEBI
8-oxo-2'-DGChEBI
8-oxo-7,8-Dihydro-2'-deoxyguanosineChEBI
8-oxo-7-HydrodeoxyguanosineChEBI
8-oxo-DGChEBI
8-OxoguanosineChEBI
7,8-dihydro-8-oxo-2'-DeoxyguanosineHMDB, MeSH
7,8-dihydro-8-OxodeoxyguanosineHMDB
8-Hydroxy-2'-deoxyguanosineHMDB
8-Hydroxy-2'deoxyguanosineHMDB
8-Hydroxy-2-deoxyguanosineHMDB
8-Hydroxydeoxy-guanosineHMDB
8-HydroxydeoxyguanineHMDB
8-oxo-7,8-DihydrodeoxyguanosineHMDB, MeSH
8-OxodgHMDB, MeSH
OH8DgHMDB
2'-Deoxy-7,8-dihydro-8-oxoguanosineMeSH, HMDB
2'-Deoxy-8-oxo-7,8-dihydroguanosineMeSH, HMDB
8-OHdG compoundMeSH, HMDB
8-OxodGuoMeSH, HMDB
O-D-DGMeSH, HMDB
2'-Deoxy-8-oxoguanosineMeSH, HMDB
8-oxo-2'-DeoxyguanosineMeSH, HMDB
7-hydro-8-OxodeoxyguanosineMeSH, HMDB
8-OH-DGMeSH, HMDB
2'-Deoxy-8-hydroxyguanosineMeSH, HMDB
8-oxo-DGuoMeSH, HMDB
Chemical FormulaC10H13N5O5
Average Molecular Weight283.2407
Monoisotopic Molecular Weight283.091668551
IUPAC Name2-amino-8-hydroxy-9-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-6,9-dihydro-1H-purin-6-one
Traditional Name8-hydroxy-2'-deoxyguanosine
CAS Registry Number88847-89-6
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 KeyHCAJQHYUCKICQH-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.
KingdomOrganic compounds
Super ClassNucleosides, nucleotides, and analogues
ClassPurine nucleosides
Sub ClassPurine 2'-deoxyribonucleosides
Direct ParentPurine 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 FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Physiological effect
Disposition
ProcessNot Available
Role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility14.8 g/LALOGPS
logP-1.7ALOGPS
logP-1.4ChemAxon
logS-1.3ALOGPS
pKa (Strongest Acidic)10.09ChemAxon
pKa (Strongest Basic)1.59ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area155.22 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity64.56 m³·mol⁻¹ChemAxon
Polarizability25.82 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+161.47831661259
DarkChem[M-H]-160.77331661259
DeepCCS[M+H]+163.07830932474
DeepCCS[M-H]-160.7230932474
DeepCCS[M-2H]-194.60830932474
DeepCCS[M+Na]+169.96230932474
AllCCS[M+H]+163.032859911
AllCCS[M+H-H2O]+159.532859911
AllCCS[M+NH4]+166.232859911
AllCCS[M+Na]+167.232859911
AllCCS[M-H]-161.532859911
AllCCS[M+Na-2H]-161.032859911
AllCCS[M+HCOO]-160.632859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
8-Hydroxy-deoxyguanosineNC1=NC2=C(N=C(O)N2[C@H]2C[C@H](O)[C@@H](CO)O2)C(=O)N13777.0Standard polar33892256
8-Hydroxy-deoxyguanosineNC1=NC2=C(N=C(O)N2[C@H]2C[C@H](O)[C@@H](CO)O2)C(=O)N12040.0Standard non polar33892256
8-Hydroxy-deoxyguanosineNC1=NC2=C(N=C(O)N2[C@H]2C[C@H](O)[C@@H](CO)O2)C(=O)N13212.5Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
8-Hydroxy-deoxyguanosine,1TMS,isomer #1C[Si](C)(C)OC1=NC2=C(N=C(N)[NH]C2=O)N1[C@H]1C[C@H](O)[C@@H](CO)O12723.2Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,1TMS,isomer #2C[Si](C)(C)O[C@H]1C[C@H](N2C(O)=NC3=C2N=C(N)[NH]C3=O)O[C@@H]1CO2759.6Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,1TMS,isomer #3C[Si](C)(C)OC[C@H]1O[C@@H](N2C(O)=NC3=C2N=C(N)[NH]C3=O)C[C@@H]1O2735.7Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,1TMS,isomer #4C[Si](C)(C)NC1=NC2=C(N=C(O)N2[C@H]2C[C@H](O)[C@@H](CO)O2)C(=O)[NH]12800.0Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,1TMS,isomer #5C[Si](C)(C)N1C(N)=NC2=C(N=C(O)N2[C@H]2C[C@H](O)[C@@H](CO)O2)C1=O2821.6Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,2TMS,isomer #1C[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)O12696.1Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,2TMS,isomer #10C[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)C2719.3Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,2TMS,isomer #11C[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)C2788.4Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,2TMS,isomer #2C[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]1O2683.3Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,2TMS,isomer #3C[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]12713.5Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,2TMS,isomer #4C[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)O12762.1Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,2TMS,isomer #5C[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)C2711.9Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,2TMS,isomer #6C[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]12736.5Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,2TMS,isomer #7C[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]1CO2786.1Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,2TMS,isomer #8C[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]12709.0Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,2TMS,isomer #9C[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]1O2759.0Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,3TMS,isomer #1C[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)C2665.0Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,3TMS,isomer #10C[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]1CO2734.7Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,3TMS,isomer #11C[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)C2793.5Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,3TMS,isomer #12C[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]1O2725.4Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,3TMS,isomer #13C[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)C2761.7Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,3TMS,isomer #14C[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)C2840.3Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,3TMS,isomer #2C[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]12722.4Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,3TMS,isomer #3C[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)O12759.2Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,3TMS,isomer #4C[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]12693.4Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,3TMS,isomer #5C[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]1O2731.1Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,3TMS,isomer #6C[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)O12716.5Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,3TMS,isomer #7C[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)C2777.7Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,3TMS,isomer #8C[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]12683.1Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,3TMS,isomer #9C[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)C2745.6Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,4TMS,isomer #1C[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]12714.2Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,4TMS,isomer #1C[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]12803.7Standard non polar33892256
8-Hydroxy-deoxyguanosine,4TMS,isomer #1C[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]13961.8Standard polar33892256
8-Hydroxy-deoxyguanosine,4TMS,isomer #10C[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]1CO2858.4Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,4TMS,isomer #10C[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]1CO3025.3Standard non polar33892256
8-Hydroxy-deoxyguanosine,4TMS,isomer #10C[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]1CO3606.8Standard polar33892256
8-Hydroxy-deoxyguanosine,4TMS,isomer #11C[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]1O2829.4Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,4TMS,isomer #11C[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]1O3064.2Standard non polar33892256
8-Hydroxy-deoxyguanosine,4TMS,isomer #11C[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]1O3645.5Standard polar33892256
8-Hydroxy-deoxyguanosine,4TMS,isomer #2C[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)C2744.3Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,4TMS,isomer #2C[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)C2754.3Standard non polar33892256
8-Hydroxy-deoxyguanosine,4TMS,isomer #2C[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)C4178.0Standard polar33892256
8-Hydroxy-deoxyguanosine,4TMS,isomer #3C[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)O12758.6Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,4TMS,isomer #3C[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)O12901.1Standard non polar33892256
8-Hydroxy-deoxyguanosine,4TMS,isomer #3C[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)O13719.7Standard polar33892256
8-Hydroxy-deoxyguanosine,4TMS,isomer #4C[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)C2801.4Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,4TMS,isomer #4C[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)C2833.9Standard non polar33892256
8-Hydroxy-deoxyguanosine,4TMS,isomer #4C[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)C3826.9Standard polar33892256
8-Hydroxy-deoxyguanosine,4TMS,isomer #5C[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]1O2745.2Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,4TMS,isomer #5C[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]1O2929.7Standard non polar33892256
8-Hydroxy-deoxyguanosine,4TMS,isomer #5C[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]1O3755.5Standard polar33892256
8-Hydroxy-deoxyguanosine,4TMS,isomer #6C[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)C2783.5Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,4TMS,isomer #6C[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)C2867.9Standard non polar33892256
8-Hydroxy-deoxyguanosine,4TMS,isomer #6C[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)C3862.2Standard polar33892256
8-Hydroxy-deoxyguanosine,4TMS,isomer #7C[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)O12852.8Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,4TMS,isomer #7C[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)O12971.1Standard non polar33892256
8-Hydroxy-deoxyguanosine,4TMS,isomer #7C[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)O13718.3Standard polar33892256
8-Hydroxy-deoxyguanosine,4TMS,isomer #8C[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)C2731.7Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,4TMS,isomer #8C[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)C2959.2Standard non polar33892256
8-Hydroxy-deoxyguanosine,4TMS,isomer #8C[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)C3635.7Standard polar33892256
8-Hydroxy-deoxyguanosine,4TMS,isomer #9C[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)C2771.6Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,4TMS,isomer #9C[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)C2897.2Standard non polar33892256
8-Hydroxy-deoxyguanosine,4TMS,isomer #9C[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)C3745.2Standard polar33892256
8-Hydroxy-deoxyguanosine,5TMS,isomer #1C[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)C2786.1Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,5TMS,isomer #1C[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)C2870.3Standard non polar33892256
8-Hydroxy-deoxyguanosine,5TMS,isomer #1C[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)C3506.4Standard polar33892256
8-Hydroxy-deoxyguanosine,5TMS,isomer #2C[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)C2808.1Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,5TMS,isomer #2C[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)C2822.1Standard non polar33892256
8-Hydroxy-deoxyguanosine,5TMS,isomer #2C[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)C3604.4Standard polar33892256
8-Hydroxy-deoxyguanosine,5TMS,isomer #3C[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)O12882.2Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,5TMS,isomer #3C[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)O12941.9Standard non polar33892256
8-Hydroxy-deoxyguanosine,5TMS,isomer #3C[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)O13411.5Standard polar33892256
8-Hydroxy-deoxyguanosine,5TMS,isomer #4C[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]1O2870.3Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,5TMS,isomer #4C[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]1O2965.8Standard non polar33892256
8-Hydroxy-deoxyguanosine,5TMS,isomer #4C[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]1O3458.8Standard polar33892256
8-Hydroxy-deoxyguanosine,5TMS,isomer #5C[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)C2855.7Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,5TMS,isomer #5C[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)C3000.8Standard non polar33892256
8-Hydroxy-deoxyguanosine,5TMS,isomer #5C[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)C3361.4Standard polar33892256
8-Hydroxy-deoxyguanosine,6TMS,isomer #1C[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)C2909.7Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,6TMS,isomer #1C[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)C2910.2Standard non polar33892256
8-Hydroxy-deoxyguanosine,6TMS,isomer #1C[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)C3247.2Standard polar33892256
8-Hydroxy-deoxyguanosine,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC1=NC2=C(N=C(N)[NH]C2=O)N1[C@H]1C[C@H](O)[C@@H](CO)O12920.3Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)O[C@H]1C[C@H](N2C(O)=NC3=C2N=C(N)[NH]C3=O)O[C@@H]1CO2980.5Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C(O)=NC3=C2N=C(N)[NH]C3=O)C[C@@H]1O2974.7Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,1TBDMS,isomer #4CC(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]13004.9Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,1TBDMS,isomer #5CC(C)(C)[Si](C)(C)N1C(N)=NC2=C(N=C(O)N2[C@H]2C[C@H](O)[C@@H](CO)O2)C1=O3042.4Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,2TBDMS,isomer #1CC(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)O13069.3Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,2TBDMS,isomer #10CC(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)C3152.8Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,2TBDMS,isomer #11CC(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)C3243.4Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,2TBDMS,isomer #2CC(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]1O3089.2Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,2TBDMS,isomer #3CC(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]13108.3Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,2TBDMS,isomer #4CC(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)O13173.4Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,2TBDMS,isomer #5CC(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)C3138.2Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,2TBDMS,isomer #6CC(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]13161.6Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,2TBDMS,isomer #7CC(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]1CO3236.2Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,2TBDMS,isomer #8CC(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]13164.6Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,2TBDMS,isomer #9CC(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]1O3227.3Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,3TBDMS,isomer #1CC(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)C3243.0Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,3TBDMS,isomer #10CC(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]1CO3337.9Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,3TBDMS,isomer #11CC(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)C3430.5Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,3TBDMS,isomer #12CC(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]1O3337.6Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,3TBDMS,isomer #13CC(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)C3426.1Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,3TBDMS,isomer #14CC(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)C3445.0Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,3TBDMS,isomer #2CC(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]13290.4Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,3TBDMS,isomer #3CC(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)O13382.0Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,3TBDMS,isomer #4CC(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]13307.8Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,3TBDMS,isomer #5CC(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]1O3381.6Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,3TBDMS,isomer #6CC(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)O13286.4Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,3TBDMS,isomer #7CC(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)C3393.3Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,3TBDMS,isomer #8CC(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]13331.7Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,3TBDMS,isomer #9CC(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)C3417.7Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,4TBDMS,isomer #1CC(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]13462.2Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,4TBDMS,isomer #1CC(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]13617.2Standard non polar33892256
8-Hydroxy-deoxyguanosine,4TBDMS,isomer #1CC(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]14026.9Standard polar33892256
8-Hydroxy-deoxyguanosine,4TBDMS,isomer #10CC(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]1CO3637.9Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,4TBDMS,isomer #10CC(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]1CO3794.1Standard non polar33892256
8-Hydroxy-deoxyguanosine,4TBDMS,isomer #10CC(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]1CO3770.6Standard polar33892256
8-Hydroxy-deoxyguanosine,4TBDMS,isomer #11CC(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]1O3635.2Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,4TBDMS,isomer #11CC(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]1O3822.3Standard non polar33892256
8-Hydroxy-deoxyguanosine,4TBDMS,isomer #11CC(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]1O3816.4Standard polar33892256
8-Hydroxy-deoxyguanosine,4TBDMS,isomer #2CC(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)C3569.9Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,4TBDMS,isomer #2CC(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)C3547.4Standard non polar33892256
8-Hydroxy-deoxyguanosine,4TBDMS,isomer #2CC(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)C4176.3Standard polar33892256
8-Hydroxy-deoxyguanosine,4TBDMS,isomer #3CC(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)O13465.5Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,4TBDMS,isomer #3CC(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)O13696.8Standard non polar33892256
8-Hydroxy-deoxyguanosine,4TBDMS,isomer #3CC(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)O13838.6Standard polar33892256
8-Hydroxy-deoxyguanosine,4TBDMS,isomer #4CC(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)C3569.3Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,4TBDMS,isomer #4CC(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)C3648.7Standard non polar33892256
8-Hydroxy-deoxyguanosine,4TBDMS,isomer #4CC(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)C3901.1Standard polar33892256
8-Hydroxy-deoxyguanosine,4TBDMS,isomer #5CC(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]1O3475.4Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,4TBDMS,isomer #5CC(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]1O3721.6Standard non polar33892256
8-Hydroxy-deoxyguanosine,4TBDMS,isomer #5CC(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]1O3881.9Standard polar33892256
8-Hydroxy-deoxyguanosine,4TBDMS,isomer #6CC(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)C3583.2Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,4TBDMS,isomer #6CC(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)C3686.4Standard non polar33892256
8-Hydroxy-deoxyguanosine,4TBDMS,isomer #6CC(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)C3943.4Standard polar33892256
8-Hydroxy-deoxyguanosine,4TBDMS,isomer #7CC(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)O13600.6Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,4TBDMS,isomer #7CC(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)O13759.9Standard non polar33892256
8-Hydroxy-deoxyguanosine,4TBDMS,isomer #7CC(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)O13831.9Standard polar33892256
8-Hydroxy-deoxyguanosine,4TBDMS,isomer #8CC(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)C3498.4Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,4TBDMS,isomer #8CC(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)C3730.1Standard non polar33892256
8-Hydroxy-deoxyguanosine,4TBDMS,isomer #8CC(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)C3815.6Standard polar33892256
8-Hydroxy-deoxyguanosine,4TBDMS,isomer #9CC(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)C3602.0Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,4TBDMS,isomer #9CC(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)C3682.0Standard non polar33892256
8-Hydroxy-deoxyguanosine,4TBDMS,isomer #9CC(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)C3880.6Standard polar33892256
8-Hydroxy-deoxyguanosine,5TBDMS,isomer #1CC(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)C3641.5Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,5TBDMS,isomer #1CC(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)C3775.8Standard non polar33892256
8-Hydroxy-deoxyguanosine,5TBDMS,isomer #1CC(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)C3760.7Standard polar33892256
8-Hydroxy-deoxyguanosine,5TBDMS,isomer #2CC(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)C3742.1Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,5TBDMS,isomer #2CC(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)C3741.4Standard non polar33892256
8-Hydroxy-deoxyguanosine,5TBDMS,isomer #2CC(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)C3850.8Standard polar33892256
8-Hydroxy-deoxyguanosine,5TBDMS,isomer #3CC(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)O13781.7Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,5TBDMS,isomer #3CC(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)O13852.4Standard non polar33892256
8-Hydroxy-deoxyguanosine,5TBDMS,isomer #3CC(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)O13682.7Standard polar33892256
8-Hydroxy-deoxyguanosine,5TBDMS,isomer #4CC(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]1O3787.3Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,5TBDMS,isomer #4CC(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]1O3883.6Standard non polar33892256
8-Hydroxy-deoxyguanosine,5TBDMS,isomer #4CC(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]1O3730.8Standard polar33892256
8-Hydroxy-deoxyguanosine,5TBDMS,isomer #5CC(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)C3797.8Semi standard non polar33892256
8-Hydroxy-deoxyguanosine,5TBDMS,isomer #5CC(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)C3890.5Standard non polar33892256
8-Hydroxy-deoxyguanosine,5TBDMS,isomer #5CC(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)C3681.7Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 8-Hydroxy-deoxyguanosine GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9270000000-cbf066db8be0f3462b6d2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 8-Hydroxy-deoxyguanosine GC-MS (3 TMS) - 70eV, Positivesplash10-0006-9503400000-ff14681f666eee9369382017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 8-Hydroxy-deoxyguanosine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - 8-Hydroxy-deoxyguanosine LC-ESI-Ion Trap , Positive-QTOFsplash10-0a4i-1649170600-b830f720eac21d5be0a62017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 8-Hydroxy-deoxyguanosine , positive-QTOFsplash10-014i-0900000000-bda7c71c752f3e3c4c512017-09-14HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 8-Hydroxy-deoxyguanosine 10V, Positive-QTOFsplash10-014i-0900000000-279a84bf501a3d5c65552016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 8-Hydroxy-deoxyguanosine 20V, Positive-QTOFsplash10-014i-0900000000-8b53d5aeced1f8b887ae2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 8-Hydroxy-deoxyguanosine 40V, Positive-QTOFsplash10-0uxr-0900000000-1db539ae30cc3fae45ef2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 8-Hydroxy-deoxyguanosine 10V, Negative-QTOFsplash10-001i-0290000000-77880ee90b3d77e9f3f42016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 8-Hydroxy-deoxyguanosine 20V, Negative-QTOFsplash10-00kf-0920000000-8ab5275c7f1f98f7c1432016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 8-Hydroxy-deoxyguanosine 40V, Negative-QTOFsplash10-00dm-4900000000-4c65e34bf57ca440e2802016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 8-Hydroxy-deoxyguanosine 10V, Negative-QTOFsplash10-001i-0090000000-1df07afca955f854b7712021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 8-Hydroxy-deoxyguanosine 20V, Negative-QTOFsplash10-014r-0950000000-7088092794cc25cf636c2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 8-Hydroxy-deoxyguanosine 40V, Negative-QTOFsplash10-0fxy-2900000000-16fdd2a07e854814fc6a2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 8-Hydroxy-deoxyguanosine 10V, Positive-QTOFsplash10-00lr-0490000000-6a3ea27ba97cf94053852021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 8-Hydroxy-deoxyguanosine 20V, Positive-QTOFsplash10-014i-0900000000-d28ab0ab8ba89b944e852021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 8-Hydroxy-deoxyguanosine 40V, Positive-QTOFsplash10-05ox-2910000000-d457b32e33bd1c0ab8f92021-09-24Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Nucleus
Biospecimen Locations
  • Blood
  • Urine
Tissue Locations
  • All Tissues
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified0.002 +/- 0.0008 uMAdult (>18 years old)BothNormal details
BloodDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Female
Normal
details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
UrineDetected and Quantified0.0063 +/- 0.0005 umol/mmol creatinineAdult (>18 years old)BothNormal details
UrineDetected and Quantified0.0015 (0.00055-0.0024) umol/mmol creatinineAdult (>18 years old)BothNormal details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified0.0037 +/- 0.00021 uMAdult (>18 years old)Both
Kidney disease
details
BloodDetected and Quantified0.003 +/- 0.0009 uMAdult (>18 years old)Bothuremia details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Female
Breast cancer
details
UrineDetected and Quantified0.018 +/- 0.001 umol/mmol creatinineAdult (>18 years old)BothSmoking details
Associated Disorders and Diseases
Disease References
Kidney disease
  1. 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
  1. 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
  1. 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
  1. 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 IDsNone
DrugBank IDDB02502
Phenol Explorer Compound IDNot Available
FooDB IDFDB023145
KNApSAcK IDNot Available
Chemspider ID66049
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia Link8-Oxo-2'-deoxyguanosine
METLIN ID6890
PubChem Compound73318
PDB IDNot Available
ChEBI ID40304
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDMDB00000420
Good Scents IDNot Available
References
Synthesis ReferenceKawamoto 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)Download (PDF)
General References
  1. 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 ]
  2. 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 ]
  3. 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 ]
  4. 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 ]
  5. 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 ]
  6. 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 ]
  7. 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 ]
  8. 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 ]
  9. 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 ]
  10. 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 ]
  11. 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 ]
  12. 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 ]
  13. 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 ]
  14. 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 ]
  15. 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 ]
  16. 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 ]
  17. 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 ]
  18. 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 ]
  19. 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 ]
  20. 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 ]
  21. 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 ]