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Record Information
Version5.0
StatusDetected and Quantified
Creation Date2005-11-16 15:48:42 UTC
Update Date2021-09-14 15:48:16 UTC
HMDB IDHMDB0000085
Secondary Accession Numbers
  • HMDB00085
Metabolite Identification
Common NameDeoxyguanosine
DescriptionDeoxyguanosine, also known as 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’. Deoxyguanosine is a nucleoside consisting of the base guanine and the sugar deoxyribose. Deoxyguanosine is one of the four deoxyribonucleosides that make up DNA. Deoxyguanosine exists in all living species, ranging from bacteria to plants to humans. Deoxyguanosine participates in a number of enzymatic reactions. In particular, deoxyguanosine can be biosynthesized from 2'-deoxyguanosine 5'-monophosphate through the enzyme known as cytosolic purine 5'-nucleotidase. In addition, deoxyguanosine can be converted into 2'-deoxyguanosine 5'-monophosphate (dGMP); which is mediated by the enzyme deoxyguanosine kinase. Deoxyguanosine is involved in the rare, inherited metabolic disorder called the purine nucleoside phosphorylase deficiency (PNP deficiency). In particular PNP deficiency is characterized by elevated levels of dGTP (deoxyguanosine triphosphate). PNP accounts for approximately 4% of patients with severe combined immunodeficiency (PMID: 1931007 ). PNP-deficient patients suffer from recurrent infections, usually beginning in the first year of life. Two thirds of patients have evidence of neurologic disorders with spasticity, developmental delay and mental retardation. Deoxyguanosine can be converted to 8-hydroxy-deoxyguanosine (8-OHdG) due to hydroxyl radical attack at the C8 of guanine. 8-hydroxy-deoxyguanosine is a sensitive marker of the DNA damage This damage, if left unrepaired, has been proposed to contribute to mutagenicity and cancer promotion.
Structure
Data?1584034432
Synonyms
ValueSource
2-Amino-9-(2-deoxy-9-beta-D-ribofuranosyl)-9H-purin-6-olChEBI
9-(2-Deoxy-beta-D-erythro-pentofuranosyl)-guanineChEBI
dGChEBI
Guanine deoxy nucleosideChEBI
2'-DeoxyguanosineKegg
2-Amino-9-(2-deoxy-9-b-D-ribofuranosyl)-9H-purin-6-olGenerator
2-Amino-9-(2-deoxy-9-β-D-ribofuranosyl)-9H-purin-6-olGenerator
9-(2-Deoxy-b-D-erythro-pentofuranosyl)-guanineGenerator
9-(2-Deoxy-β-D-erythro-pentofuranosyl)-guanineGenerator
2'-Deoxy-guanosineHMDB
2-DeoxyguanosineHMDB
9-(2-Deoxy-b-D-erythro-pentofuranosyl)guanineHMDB
9-(2-Deoxy-beta-delta-erythro-pentofuranosyl)-guanineHMDB
9-(2-Deoxy-beta-delta-erythro-pentofuranosyl)guanineHMDB
DesoxyguanosineHMDB
Guanine deoxyribosideHMDB
DeoxyguanosineChEBI
Chemical FormulaC10H13N5O4
Average Molecular Weight267.2413
Monoisotopic Molecular Weight267.096753929
IUPAC Name2-amino-9-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-6,9-dihydro-1H-purin-6-one
Traditional Name2-deoxyguanosine
CAS Registry Number961-07-9
SMILES
NC1=NC2=C(N=CN2[C@H]2C[C@H](O)[C@@H](CO)O2)C(=O)N1
InChI Identifier
InChI=1S/C10H13N5O4/c11-10-13-8-7(9(18)14-10)12-3-15(8)6-1-4(17)5(2-16)19-6/h3-6,16-17H,1-2H2,(H3,11,13,14,18)/t4-,5+,6+/m0/s1
InChI KeyYKBGVTZYEHREMT-KVQBGUIXSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as purine 2'-deoxyribonucleosides. Purine 2'-deoxyribonucleosides are compounds consisting of a purine linked to a ribose which lacks a hydroxyl group at position 2.
KingdomOrganic compounds
Super ClassNucleosides, nucleotides, and analogues
ClassPurine nucleosides
Sub ClassPurine 2'-deoxyribonucleosides
Direct ParentPurine 2'-deoxyribonucleosides
Alternative Parents
Substituents
  • Purine 2'-deoxyribonucleoside
  • 6-oxopurine
  • Hypoxanthine
  • Purinone
  • Imidazopyrimidine
  • Purine
  • Aminopyrimidine
  • Pyrimidone
  • N-substituted imidazole
  • Pyrimidine
  • Azole
  • Imidazole
  • Heteroaromatic compound
  • Vinylogous amide
  • Tetrahydrofuran
  • Secondary alcohol
  • Oxacycle
  • Azacycle
  • Organoheterocyclic compound
  • Amine
  • Primary amine
  • Primary alcohol
  • Organooxygen compound
  • Organonitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Alcohol
  • Organopnictogen compound
  • Organic nitrogen compound
  • Organic oxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Physiological effect

Adverse health effect

Disposition

Biological location

Source

Route of exposure

Process

Naturally occurring process

Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point300 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogP-1.30BALZARINI,JM ET AL. (1989)
Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct TypeData SourceCCS Value (Å2)Reference
[M-H]-MetCCS_train_neg156.76530932474
[M-H]-Not Available158.4http://allccs.zhulab.cn/database/detail?ID=AllCCS00000098
Predicted Molecular Properties
PropertyValueSource
Water Solubility11.5 g/LALOGPS
logP10(-1.8) g/LALOGPS
logP10(-1.8) g/LChemAxon
logS10(-1.4) g/LALOGPS
pKa (Strongest Acidic)10.16ChemAxon
pKa (Strongest Basic)0.46ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area134.99 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity63.11 m³·mol⁻¹ChemAxon
Polarizability25.24 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]+158.45531661259
DarkChem[M-H]-157.46431661259
AllCCS[M+H]+159.35632859911
AllCCS[M-H]-159.13532859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
DeoxyguanosineNC1=NC2=C(N=CN2[C@H]2C[C@H](O)[C@@H](CO)O2)C(=O)N13520.5Standard polar33892256
DeoxyguanosineNC1=NC2=C(N=CN2[C@H]2C[C@H](O)[C@@H](CO)O2)C(=O)N12057.6Standard non polar33892256
DeoxyguanosineNC1=NC2=C(N=CN2[C@H]2C[C@H](O)[C@@H](CO)O2)C(=O)N13000.7Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Deoxyguanosine,1TMS,isomer #1C[Si](C)(C)O[C@H]1C[C@H](N2C=NC3=C2N=C(N)[NH]C3=O)O[C@@H]1CO2679.8Semi standard non polar33892256
Deoxyguanosine,1TMS,isomer #2C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N)[NH]C3=O)C[C@@H]1O2650.4Semi standard non polar33892256
Deoxyguanosine,1TMS,isomer #3C[Si](C)(C)NC1=NC2=C(N=CN2[C@H]2C[C@H](O)[C@@H](CO)O2)C(=O)[NH]12711.6Semi standard non polar33892256
Deoxyguanosine,1TMS,isomer #4C[Si](C)(C)N1C(N)=NC2=C(N=CN2[C@H]2C[C@H](O)[C@@H](CO)O2)C1=O2758.4Semi standard non polar33892256
Deoxyguanosine,2TMS,isomer #1C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N)[NH]C3=O)C[C@@H]1O[Si](C)(C)C2607.6Semi standard non polar33892256
Deoxyguanosine,2TMS,isomer #2C[Si](C)(C)NC1=NC2=C(N=CN2[C@H]2C[C@H](O[Si](C)(C)C)[C@@H](CO)O2)C(=O)[NH]12623.6Semi standard non polar33892256
Deoxyguanosine,2TMS,isomer #3C[Si](C)(C)O[C@H]1C[C@H](N2C=NC3=C2N=C(N)N([Si](C)(C)C)C3=O)O[C@@H]1CO2694.8Semi standard non polar33892256
Deoxyguanosine,2TMS,isomer #4C[Si](C)(C)NC1=NC2=C(N=CN2[C@H]2C[C@H](O)[C@@H](CO[Si](C)(C)C)O2)C(=O)[NH]12603.1Semi standard non polar33892256
Deoxyguanosine,2TMS,isomer #5C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N)N([Si](C)(C)C)C3=O)C[C@@H]1O2672.3Semi standard non polar33892256
Deoxyguanosine,2TMS,isomer #6C[Si](C)(C)N(C1=NC2=C(N=CN2[C@H]2C[C@H](O)[C@@H](CO)O2)C(=O)[NH]1)[Si](C)(C)C2616.8Semi standard non polar33892256
Deoxyguanosine,2TMS,isomer #7C[Si](C)(C)NC1=NC2=C(N=CN2[C@H]2C[C@H](O)[C@@H](CO)O2)C(=O)N1[Si](C)(C)C2705.4Semi standard non polar33892256
Deoxyguanosine,3TMS,isomer #1C[Si](C)(C)NC1=NC2=C(N=CN2[C@H]2C[C@H](O[Si](C)(C)C)[C@@H](CO[Si](C)(C)C)O2)C(=O)[NH]12593.2Semi standard non polar33892256
Deoxyguanosine,3TMS,isomer #1C[Si](C)(C)NC1=NC2=C(N=CN2[C@H]2C[C@H](O[Si](C)(C)C)[C@@H](CO[Si](C)(C)C)O2)C(=O)[NH]12884.6Standard non polar33892256
Deoxyguanosine,3TMS,isomer #1C[Si](C)(C)NC1=NC2=C(N=CN2[C@H]2C[C@H](O[Si](C)(C)C)[C@@H](CO[Si](C)(C)C)O2)C(=O)[NH]13957.9Standard polar33892256
Deoxyguanosine,3TMS,isomer #2C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N)N([Si](C)(C)C)C3=O)C[C@@H]1O[Si](C)(C)C2641.8Semi standard non polar33892256
Deoxyguanosine,3TMS,isomer #2C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N)N([Si](C)(C)C)C3=O)C[C@@H]1O[Si](C)(C)C2812.3Standard non polar33892256
Deoxyguanosine,3TMS,isomer #2C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N)N([Si](C)(C)C)C3=O)C[C@@H]1O[Si](C)(C)C4091.3Standard polar33892256
Deoxyguanosine,3TMS,isomer #3C[Si](C)(C)O[C@H]1C[C@H](N2C=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]C3=O)O[C@@H]1CO2623.8Semi standard non polar33892256
Deoxyguanosine,3TMS,isomer #3C[Si](C)(C)O[C@H]1C[C@H](N2C=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]C3=O)O[C@@H]1CO2954.3Standard non polar33892256
Deoxyguanosine,3TMS,isomer #3C[Si](C)(C)O[C@H]1C[C@H](N2C=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]C3=O)O[C@@H]1CO3801.6Standard polar33892256
Deoxyguanosine,3TMS,isomer #4C[Si](C)(C)NC1=NC2=C(N=CN2[C@H]2C[C@H](O[Si](C)(C)C)[C@@H](CO)O2)C(=O)N1[Si](C)(C)C2691.5Semi standard non polar33892256
Deoxyguanosine,3TMS,isomer #4C[Si](C)(C)NC1=NC2=C(N=CN2[C@H]2C[C@H](O[Si](C)(C)C)[C@@H](CO)O2)C(=O)N1[Si](C)(C)C2875.7Standard non polar33892256
Deoxyguanosine,3TMS,isomer #4C[Si](C)(C)NC1=NC2=C(N=CN2[C@H]2C[C@H](O[Si](C)(C)C)[C@@H](CO)O2)C(=O)N1[Si](C)(C)C3857.8Standard polar33892256
Deoxyguanosine,3TMS,isomer #5C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]C3=O)C[C@@H]1O2612.4Semi standard non polar33892256
Deoxyguanosine,3TMS,isomer #5C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]C3=O)C[C@@H]1O2981.4Standard non polar33892256
Deoxyguanosine,3TMS,isomer #5C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]C3=O)C[C@@H]1O3821.4Standard polar33892256
Deoxyguanosine,3TMS,isomer #6C[Si](C)(C)NC1=NC2=C(N=CN2[C@H]2C[C@H](O)[C@@H](CO[Si](C)(C)C)O2)C(=O)N1[Si](C)(C)C2672.1Semi standard non polar33892256
Deoxyguanosine,3TMS,isomer #6C[Si](C)(C)NC1=NC2=C(N=CN2[C@H]2C[C@H](O)[C@@H](CO[Si](C)(C)C)O2)C(=O)N1[Si](C)(C)C2907.4Standard non polar33892256
Deoxyguanosine,3TMS,isomer #6C[Si](C)(C)NC1=NC2=C(N=CN2[C@H]2C[C@H](O)[C@@H](CO[Si](C)(C)C)O2)C(=O)N1[Si](C)(C)C3879.8Standard polar33892256
Deoxyguanosine,3TMS,isomer #7C[Si](C)(C)N(C1=NC2=C(N=CN2[C@H]2C[C@H](O)[C@@H](CO)O2)C(=O)N1[Si](C)(C)C)[Si](C)(C)C2735.5Semi standard non polar33892256
Deoxyguanosine,3TMS,isomer #7C[Si](C)(C)N(C1=NC2=C(N=CN2[C@H]2C[C@H](O)[C@@H](CO)O2)C(=O)N1[Si](C)(C)C)[Si](C)(C)C2990.0Standard non polar33892256
Deoxyguanosine,3TMS,isomer #7C[Si](C)(C)N(C1=NC2=C(N=CN2[C@H]2C[C@H](O)[C@@H](CO)O2)C(=O)N1[Si](C)(C)C)[Si](C)(C)C3798.9Standard polar33892256
Deoxyguanosine,4TMS,isomer #1C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]C3=O)C[C@@H]1O[Si](C)(C)C2650.0Semi standard non polar33892256
Deoxyguanosine,4TMS,isomer #1C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]C3=O)C[C@@H]1O[Si](C)(C)C2974.3Standard non polar33892256
Deoxyguanosine,4TMS,isomer #1C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]C3=O)C[C@@H]1O[Si](C)(C)C3513.9Standard polar33892256
Deoxyguanosine,4TMS,isomer #2C[Si](C)(C)NC1=NC2=C(N=CN2[C@H]2C[C@H](O[Si](C)(C)C)[C@@H](CO[Si](C)(C)C)O2)C(=O)N1[Si](C)(C)C2687.7Semi standard non polar33892256
Deoxyguanosine,4TMS,isomer #2C[Si](C)(C)NC1=NC2=C(N=CN2[C@H]2C[C@H](O[Si](C)(C)C)[C@@H](CO[Si](C)(C)C)O2)C(=O)N1[Si](C)(C)C2897.3Standard non polar33892256
Deoxyguanosine,4TMS,isomer #2C[Si](C)(C)NC1=NC2=C(N=CN2[C@H]2C[C@H](O[Si](C)(C)C)[C@@H](CO[Si](C)(C)C)O2)C(=O)N1[Si](C)(C)C3566.5Standard polar33892256
Deoxyguanosine,4TMS,isomer #3C[Si](C)(C)O[C@H]1C[C@H](N2C=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C3=O)O[C@@H]1CO2758.6Semi standard non polar33892256
Deoxyguanosine,4TMS,isomer #3C[Si](C)(C)O[C@H]1C[C@H](N2C=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C3=O)O[C@@H]1CO3013.1Standard non polar33892256
Deoxyguanosine,4TMS,isomer #3C[Si](C)(C)O[C@H]1C[C@H](N2C=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C3=O)O[C@@H]1CO3447.9Standard polar33892256
Deoxyguanosine,4TMS,isomer #4C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C3=O)C[C@@H]1O2726.3Semi standard non polar33892256
Deoxyguanosine,4TMS,isomer #4C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C3=O)C[C@@H]1O3035.0Standard non polar33892256
Deoxyguanosine,4TMS,isomer #4C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C3=O)C[C@@H]1O3478.6Standard polar33892256
Deoxyguanosine,5TMS,isomer #1C[Si](C)(C)OC[C@H]1O[C@@H](N2C=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)C2773.2Semi standard non polar33892256
Deoxyguanosine,5TMS,isomer #1C[Si](C)(C)OC[C@H]1O[C@@H](N2C=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)C3022.9Standard non polar33892256
Deoxyguanosine,5TMS,isomer #1C[Si](C)(C)OC[C@H]1O[C@@H](N2C=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)C3225.9Standard polar33892256
Deoxyguanosine,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)O[C@H]1C[C@H](N2C=NC3=C2N=C(N)[NH]C3=O)O[C@@H]1CO2900.9Semi standard non polar33892256
Deoxyguanosine,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N)[NH]C3=O)C[C@@H]1O2890.1Semi standard non polar33892256
Deoxyguanosine,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)NC1=NC2=C(N=CN2[C@H]2C[C@H](O)[C@@H](CO)O2)C(=O)[NH]12914.9Semi standard non polar33892256
Deoxyguanosine,1TBDMS,isomer #4CC(C)(C)[Si](C)(C)N1C(N)=NC2=C(N=CN2[C@H]2C[C@H](O)[C@@H](CO)O2)C1=O2930.5Semi standard non polar33892256
Deoxyguanosine,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N)[NH]C3=O)C[C@@H]1O[Si](C)(C)C(C)(C)C3032.3Semi standard non polar33892256
Deoxyguanosine,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)NC1=NC2=C(N=CN2[C@H]2C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](CO)O2)C(=O)[NH]13036.8Semi standard non polar33892256
Deoxyguanosine,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)O[C@H]1C[C@H](N2C=NC3=C2N=C(N)N([Si](C)(C)C(C)(C)C)C3=O)O[C@@H]1CO3108.3Semi standard non polar33892256
Deoxyguanosine,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)NC1=NC2=C(N=CN2[C@H]2C[C@H](O)[C@@H](CO[Si](C)(C)C(C)(C)C)O2)C(=O)[NH]13050.8Semi standard non polar33892256
Deoxyguanosine,2TBDMS,isomer #5CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N)N([Si](C)(C)C(C)(C)C)C3=O)C[C@@H]1O3106.4Semi standard non polar33892256
Deoxyguanosine,2TBDMS,isomer #6CC(C)(C)[Si](C)(C)N(C1=NC2=C(N=CN2[C@H]2C[C@H](O)[C@@H](CO)O2)C(=O)[NH]1)[Si](C)(C)C(C)(C)C3040.4Semi standard non polar33892256
Deoxyguanosine,2TBDMS,isomer #7CC(C)(C)[Si](C)(C)NC1=NC2=C(N=CN2[C@H]2C[C@H](O)[C@@H](CO)O2)C(=O)N1[Si](C)(C)C(C)(C)C3126.8Semi standard non polar33892256
Deoxyguanosine,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC1=NC2=C(N=CN2[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]13233.3Semi standard non polar33892256
Deoxyguanosine,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC1=NC2=C(N=CN2[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]13562.2Standard non polar33892256
Deoxyguanosine,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC1=NC2=C(N=CN2[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]13957.0Standard polar33892256
Deoxyguanosine,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N)N([Si](C)(C)C(C)(C)C)C3=O)C[C@@H]1O[Si](C)(C)C(C)(C)C3303.9Semi standard non polar33892256
Deoxyguanosine,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N)N([Si](C)(C)C(C)(C)C)C3=O)C[C@@H]1O[Si](C)(C)C(C)(C)C3512.3Standard non polar33892256
Deoxyguanosine,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N)N([Si](C)(C)C(C)(C)C)C3=O)C[C@@H]1O[Si](C)(C)C(C)(C)C4056.3Standard polar33892256
Deoxyguanosine,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)O[C@H]1C[C@H](N2C=NC3=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[NH]C3=O)O[C@@H]1CO3205.1Semi standard non polar33892256
Deoxyguanosine,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)O[C@H]1C[C@H](N2C=NC3=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[NH]C3=O)O[C@@H]1CO3638.6Standard non polar33892256
Deoxyguanosine,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)O[C@H]1C[C@H](N2C=NC3=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[NH]C3=O)O[C@@H]1CO3795.9Standard polar33892256
Deoxyguanosine,3TBDMS,isomer #4CC(C)(C)[Si](C)(C)NC1=NC2=C(N=CN2[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)C3302.1Semi standard non polar33892256
Deoxyguanosine,3TBDMS,isomer #4CC(C)(C)[Si](C)(C)NC1=NC2=C(N=CN2[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)C3578.4Standard non polar33892256
Deoxyguanosine,3TBDMS,isomer #4CC(C)(C)[Si](C)(C)NC1=NC2=C(N=CN2[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)C3827.4Standard polar33892256
Deoxyguanosine,3TBDMS,isomer #5CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[NH]C3=O)C[C@@H]1O3205.3Semi standard non polar33892256
Deoxyguanosine,3TBDMS,isomer #5CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[NH]C3=O)C[C@@H]1O3650.1Standard non polar33892256
Deoxyguanosine,3TBDMS,isomer #5CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[NH]C3=O)C[C@@H]1O3834.0Standard polar33892256
Deoxyguanosine,3TBDMS,isomer #6CC(C)(C)[Si](C)(C)NC1=NC2=C(N=CN2[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)C3311.9Semi standard non polar33892256
Deoxyguanosine,3TBDMS,isomer #6CC(C)(C)[Si](C)(C)NC1=NC2=C(N=CN2[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)C3592.0Standard non polar33892256
Deoxyguanosine,3TBDMS,isomer #6CC(C)(C)[Si](C)(C)NC1=NC2=C(N=CN2[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)C3866.6Standard polar33892256
Deoxyguanosine,3TBDMS,isomer #7CC(C)(C)[Si](C)(C)N(C1=NC2=C(N=CN2[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)C3305.9Semi standard non polar33892256
Deoxyguanosine,3TBDMS,isomer #7CC(C)(C)[Si](C)(C)N(C1=NC2=C(N=CN2[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)C3677.1Standard non polar33892256
Deoxyguanosine,3TBDMS,isomer #7CC(C)(C)[Si](C)(C)N(C1=NC2=C(N=CN2[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)C3769.5Standard polar33892256
Deoxyguanosine,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=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)C3403.9Semi standard non polar33892256
Deoxyguanosine,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=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)C3824.7Standard non polar33892256
Deoxyguanosine,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=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)C3689.3Standard polar33892256
Deoxyguanosine,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)NC1=NC2=C(N=CN2[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)C3494.0Semi standard non polar33892256
Deoxyguanosine,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)NC1=NC2=C(N=CN2[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)C3774.9Standard non polar33892256
Deoxyguanosine,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)NC1=NC2=C(N=CN2[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)C3724.7Standard polar33892256
Deoxyguanosine,4TBDMS,isomer #3CC(C)(C)[Si](C)(C)O[C@H]1C[C@H](N2C=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]1CO3492.8Semi standard non polar33892256
Deoxyguanosine,4TBDMS,isomer #3CC(C)(C)[Si](C)(C)O[C@H]1C[C@H](N2C=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]1CO3852.1Standard non polar33892256
Deoxyguanosine,4TBDMS,isomer #3CC(C)(C)[Si](C)(C)O[C@H]1C[C@H](N2C=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]1CO3627.1Standard polar33892256
Deoxyguanosine,4TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=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]1O3495.2Semi standard non polar33892256
Deoxyguanosine,4TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=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]1O3876.9Standard non polar33892256
Deoxyguanosine,4TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=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]1O3666.4Standard polar33892256
Deoxyguanosine,5TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=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)C3671.0Semi standard non polar33892256
Deoxyguanosine,5TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=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)C3968.8Standard non polar33892256
Deoxyguanosine,5TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=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)C3553.0Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - Deoxyguanosine GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (Non-derivatized)splash10-001j-0891000000-3d776d25cb03b01b93392014-06-16HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Deoxyguanosine GC-MS (4 TMS)splash10-0f8a-2960000000-dfb317b7b1eb025d909e2014-06-16HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Deoxyguanosine GC-MS (5 TMS)splash10-0udi-2913000000-1b2f5de9c93a151947ec2014-06-16HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Deoxyguanosine GC-EI-TOF (Non-derivatized)splash10-001j-0891000000-3d776d25cb03b01b93392017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Deoxyguanosine GC-MS (Non-derivatized)splash10-0f8a-2960000000-dfb317b7b1eb025d909e2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Deoxyguanosine GC-MS (Non-derivatized)splash10-0udi-2913000000-1b2f5de9c93a151947ec2017-09-12HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Deoxyguanosine GC-MS (Non-derivatized) - 70eV, Positivesplash10-052p-9580000000-831d1b4a56d55342e5d92016-09-22Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Deoxyguanosine GC-MS (2 TMS) - 70eV, Positivesplash10-0006-8009000000-43fe5e369133cc5b35c02017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Deoxyguanosine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Deoxyguanosine GC-MS (TMS_1_1) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Deoxyguanosine GC-MS (TMS_1_2) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Deoxyguanosine GC-MS (TMS_1_3) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Deoxyguanosine GC-MS (TMS_1_4) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Deoxyguanosine GC-MS (TMS_2_2) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Deoxyguanosine GC-MS (TMS_2_3) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Deoxyguanosine GC-MS (TMS_2_4) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Deoxyguanosine GC-MS (TMS_2_5) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Deoxyguanosine GC-MS (TMS_2_6) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Deoxyguanosine GC-MS (TMS_2_7) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Deoxyguanosine GC-MS (TBDMS_1_1) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Deoxyguanosine GC-MS (TBDMS_1_2) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Deoxyguanosine GC-MS (TBDMS_1_3) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Deoxyguanosine GC-MS (TBDMS_1_4) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Deoxyguanosine GC-MS (TBDMS_2_1) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Deoxyguanosine GC-MS (TBDMS_2_2) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - Deoxyguanosine Quattro_QQQ 10V, Positive-QTOF (Annotated)splash10-0udi-0900000000-1ff2faf768c32875ae942012-07-24HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Deoxyguanosine Quattro_QQQ 25V, Positive-QTOF (Annotated)splash10-0udi-0900000000-6ecd3556539c874658292012-07-24HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Deoxyguanosine Quattro_QQQ 40V, Positive-QTOF (Annotated)splash10-0f89-2900000000-3c7a46a8b1ebc3478b0e2012-07-24HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Deoxyguanosine LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negative-QTOFsplash10-014i-0090000000-d7b5f1fd49de4c188c2b2012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Deoxyguanosine LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negative-QTOFsplash10-066r-1290000000-f1789943f3a3aa93bf112012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Deoxyguanosine LC-ESI-QQ (API3000, Applied Biosystems) 30V, Negative-QTOFsplash10-0pb9-1960000000-cae86b9369b467a619ac2012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Deoxyguanosine LC-ESI-QQ (API3000, Applied Biosystems) 40V, Negative-QTOFsplash10-0a4i-2930000000-59733590e9e1f1f9e3ab2012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Deoxyguanosine LC-ESI-QQ (API3000, Applied Biosystems) 50V, Negative-QTOFsplash10-0a59-3900000000-63f2d871818a0f9ea2c42012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Deoxyguanosine LC-ESI-QQ (API3000, Applied Biosystems) 10V, Positive-QTOFsplash10-0udi-0490000000-a0d35f9580527e1579972012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Deoxyguanosine LC-ESI-QQ (API3000, Applied Biosystems) 20V, Positive-QTOFsplash10-0udi-0940000000-501ccdb19ac1399ea47d2012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Deoxyguanosine LC-ESI-QQ (API3000, Applied Biosystems) 30V, Positive-QTOFsplash10-0pb9-2900000000-3c8141b790d1e751030c2012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Deoxyguanosine LC-ESI-QQ (API3000, Applied Biosystems) 40V, Positive-QTOFsplash10-0k96-6900000000-218b8cf773fa785dd6fc2012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Deoxyguanosine LC-ESI-QQ (API3000, Applied Biosystems) 50V, Positive-QTOFsplash10-0006-9700000000-16fac3cb96899ba7c58c2012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Deoxyguanosine LC-ESI-IT (LC/MSD Trap XCT, Agilent Technologies) , Positive-QTOFsplash10-0udi-0900000000-c020044f3d53ad944e382012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Deoxyguanosine LC-ESI-IT (LC/MSD Trap XCT, Agilent Technologies) , Positive-QTOFsplash10-0udi-0900000000-09d1a1821d4e622a1f9a2012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Deoxyguanosine LC-ESI-QQ , negative-QTOFsplash10-014i-0090000000-d7b5f1fd49de4c188c2b2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Deoxyguanosine LC-ESI-QQ , negative-QTOFsplash10-066r-1290000000-cf5beb73c1ce61ceb87b2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Deoxyguanosine LC-ESI-QQ , negative-QTOFsplash10-0pb9-1960000000-cae86b9369b467a619ac2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Deoxyguanosine LC-ESI-QQ , negative-QTOFsplash10-0a4i-2930000000-08d635c63c26f8baa8112017-09-14HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Deoxyguanosine 10V, Positive-QTOFsplash10-0udi-0920000000-d7d80ec246617036e55e2016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Deoxyguanosine 20V, Positive-QTOFsplash10-0udi-0900000000-c5bd180b555397bc1ae52016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Deoxyguanosine 40V, Positive-QTOFsplash10-0udi-0900000000-c54d0a1dec8712b2b8f72016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Deoxyguanosine 10V, Negative-QTOFsplash10-014i-0290000000-393ce4bbd1a38882e5812016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Deoxyguanosine 20V, Negative-QTOFsplash10-0udi-0910000000-7bc10bc144a1a343b08f2016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Deoxyguanosine 40V, Negative-QTOFsplash10-0pbc-4900000000-c3082fcc9288ad93f8972016-09-12Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 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, 200 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, 300 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, 400 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, 500 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, 600 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, 700 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, 800 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, 900 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Experimental 2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)2012-12-04Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
  • Mitochondria
  • Nucleus
  • Lysosome
Biospecimen Locations
  • Blood
  • Feces
  • Saliva
  • Urine
Tissue Locations
  • All Tissues
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified0 uMChildren (1 - 13 years old)BothNormal
    • Physician's Guide...
details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal
details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal
details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal
details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal
details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal
details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal
details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal
details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal
details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal
details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal
details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal
details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal
details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal
details
UrineDetected and Quantified1.00 (0.00-2.00) umol/mmol creatinineAdult (>18 years old)BothNormal details
UrineDetected and Quantified0-5 umol/mmol creatinineChildren (1 - 18 years old)Both
Normal
    • BC Children's Hos...
details
UrineDetected and Quantified<1.0 umol/mmol creatinineAdult (>18 years old)Not SpecifiedNormal details
UrineDetected and Quantified<0.1 umol/mmol creatinineInfant (0-1 year old)Both
Normal
details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified11.0 (2.0-20.0) uMAdult (>18 years old)BothPurine nucleoside phosphorylase (PNP) deficiency details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothColorectal Cancer details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Colorectal cancer
details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothColorectal Cancer details
UrineDetected and Quantified177.0-322.0 umol/mmol creatinineAdult (>18 years old)Not SpecifiedPurine nucleoside phosphorylase (PNP) deficiency details
Associated Disorders and Diseases
Disease References
Colorectal cancer
  1. Sinha R, Ahn J, Sampson JN, Shi J, Yu G, Xiong X, Hayes RB, Goedert JJ: Fecal Microbiota, Fecal Metabolome, and Colorectal Cancer Interrelations. PLoS One. 2016 Mar 25;11(3):e0152126. doi: 10.1371/journal.pone.0152126. eCollection 2016. [PubMed:27015276 ]
  2. Brown DG, Rao S, Weir TL, O'Malia J, Bazan M, Brown RJ, Ryan EP: Metabolomics and metabolic pathway networks from human colorectal cancers, adjacent mucosa, and stool. Cancer Metab. 2016 Jun 6;4:11. doi: 10.1186/s40170-016-0151-y. eCollection 2016. [PubMed:27275383 ]
  3. Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]
Purine nucleoside phosphorylase deficiency
  1. Wevers RA, Engelke UF, Moolenaar SH, Brautigam C, de Jong JG, Duran R, de Abreu RA, van Gennip AH: 1H-NMR spectroscopy of body fluids: inborn errors of purine and pyrimidine metabolism. Clin Chem. 1999 Apr;45(4):539-48. [PubMed:10102915 ]
  2. Gandhi V, Kilpatrick JM, Plunkett W, Ayres M, Harman L, Du M, Bantia S, Davisson J, Wierda WG, Faderl S, Kantarjian H, Thomas D: A proof-of-principle pharmacokinetic, pharmacodynamic, and clinical study with purine nucleoside phosphorylase inhibitor immucillin-H (BCX-1777, forodesine). Blood. 2005 Dec 15;106(13):4253-60. Epub 2005 Aug 30. [PubMed:16131572 ]
Associated OMIM IDs
  • 114500 (Colorectal cancer)
  • 164050 (Purine nucleoside phosphorylase deficiency )
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB012064
KNApSAcK IDNot Available
Chemspider ID163230
KEGG Compound IDC00330
BioCyc IDDEOXYGUANOSINE
BiGG ID34637
Wikipedia LinkDeoxyguanosine
METLIN ID3395
PubChem Compound187790
PDB IDNot Available
ChEBI ID17172
Food Biomarker OntologyNot Available
VMH IDDGSN
MarkerDB IDMDB00000044
Good Scents IDNot Available
References
Synthesis ReferenceNoguchi, Toshitada; Hamamoto, Tomoki; Okuyama, Kiyoshi; Shibuya, Susumu. Process for producing 2'-deoxyguanosine. PCT Int. Appl. (2003), 31 pp.
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Gao K, Henning SM, Niu Y, Youssefian AA, Seeram NP, Xu A, Heber D: The citrus flavonoid naringenin stimulates DNA repair in prostate cancer cells. J Nutr Biochem. 2006 Feb;17(2):89-95. Epub 2005 Jun 20. [PubMed:16111881 ]
  2. Podmore K, Farmer PB, Herbert KE, Jones GD, Martin EA: 32P-postlabelling approaches for the detection of 8-oxo-2'-deoxyguanosine-3'-monophosphate in DNA. Mutat Res. 1997 Aug 1;378(1-2):139-49. [PubMed:9288892 ]
  3. Shibata T, Iio K, Kawai Y, Shibata N, Kawaguchi M, Toi S, Kobayashi M, Kobayashi M, Yamamoto K, Uchida K: Identification of a lipid peroxidation product as a potential trigger of the p53 pathway. J Biol Chem. 2006 Jan 13;281(2):1196-204. Epub 2005 Oct 26. [PubMed:16251187 ]
  4. Gackowski D, Ciecierski M, Jawien A, Olinski R: Background level of 8-oxo-2'-deoxyguanosine in lymphocyte DNA does not correlate with the concentration of antioxidant vitamins in blood plasma. Acta Biochim Pol. 2001;48(2):535-9. [PubMed:11732622 ]
  5. Takamura-Enya T, Watanabe M, Totsuka Y, Kanazawa T, Matsushima-Hibiya Y, Koyama K, Sugimura T, Wakabayashi K: Mono(ADP-ribosyl)ation of 2'-deoxyguanosine residue in DNA by an apoptosis-inducing protein, pierisin-1, from cabbage butterfly. Proc Natl Acad Sci U S A. 2001 Oct 23;98(22):12414-9. Epub 2001 Oct 9. [PubMed:11592983 ]
  6. Palozza P, Serini S, Di Nicuolo F, Boninsegna A, Torsello A, Maggiano N, Ranelletti FO, Wolf FI, Calviello G, Cittadini A: beta-Carotene exacerbates DNA oxidative damage and modifies p53-related pathways of cell proliferation and apoptosis in cultured cells exposed to tobacco smoke condensate. Carcinogenesis. 2004 Aug;25(8):1315-25. Epub 2004 Apr 8. [PubMed:15073048 ]
  7. Zaidi SN, Laidlaw I, Howell A, Potten CS, Cooper DP, O'Connor PJ: Normal human breast xenografts activate N-nitrosodimethylamine: identification of potential target cells for an environmental nitrosamine. Br J Cancer. 1992 Jul;66(1):79-83. [PubMed:1637681 ]
  8. Gackowski D, Banaszkiewicz Z, Rozalski R, Jawien A, Olinski R: Persistent oxidative stress in colorectal carcinoma patients. Int J Cancer. 2002 Oct 1;101(4):395-7. [PubMed:12209966 ]
  9. Araki S, Hayashi M, Tamagawa K, Saito M, Kato S, Komori T, Sakakihara Y, Mizutani T, Oda M: Neuropathological analysis in spinal muscular atrophy type II. Acta Neuropathol. 2003 Nov;106(5):441-8. Epub 2003 Jul 25. [PubMed:12898156 ]
  10. Kato I, Ren J, Heilbrun LK, Djuric Z: Intra- and inter-individual variability in measurements of biomarkers for oxidative damage in vivo: Nutrition and Breast Health Study. Biomarkers. 2006 Mar-Apr;11(2):143-52. [PubMed:16766390 ]
  11. Izzedine H, Launay-Vacher V, Aymard G, Legrand M, Deray G: Pharmacokinetics of abacavir in HIV-1-infected patients with impaired renal function. Nephron. 2001 Sep;89(1):62-7. [PubMed:11528234 ]
  12. Wevers RA, Engelke UF, Moolenaar SH, Brautigam C, de Jong JG, Duran R, de Abreu RA, van Gennip AH: 1H-NMR spectroscopy of body fluids: inborn errors of purine and pyrimidine metabolism. Clin Chem. 1999 Apr;45(4):539-48. [PubMed:10102915 ]
  13. Bowen P, Chen L, Stacewicz-Sapuntzakis M, Duncan C, Sharifi R, Ghosh L, Kim HS, Christov-Tzelkov K, van Breemen R: Tomato sauce supplementation and prostate cancer: lycopene accumulation and modulation of biomarkers of carcinogenesis. Exp Biol Med (Maywood). 2002 Nov;227(10):886-93. [PubMed:12424330 ]
  14. Staal GE, Stoop JW, Zegers BJ, Siegenbeek van Heukelom LH, van der Vlist MJ, Wadman SK, Martin DW: Erythrocyte metabolism in purine nucleoside phosphorylase deficiency after enzyme replacement therapy by infusion of erythrocytes. J Clin Invest. 1980 Jan;65(1):103-8. [PubMed:6765955 ]
  15. Blair IA: Lipid hydroperoxide-mediated DNA damage. Exp Gerontol. 2001 Sep;36(9):1473-81. [PubMed:11525870 ]
  16. Schramm VL: Development of transition state analogues of purine nucleoside phosphorylase as anti-T-cell agents. Biochim Biophys Acta. 2002 Jul 18;1587(2-3):107-17. [PubMed:12084452 ]
  17. Schilderman PA, Rhijnsburger E, Zwingmann I, Kleinjans JC: Induction of oxidative DNA damages and enhancement of cell proliferation in human lymphocytes in vitro by butylated hydroxyanisole. Carcinogenesis. 1995 Mar;16(3):507-12. [PubMed:7697806 ]
  18. Kaneko T, Tahara S: Formation of 8-oxo-2'-deoxyguanosine in the DNA of human diploid fibroblasts by treatment with linoleic acid hydroperoxide and ferric ion. Lipids. 2000 Sep;35(9):961-5. [PubMed:11026616 ]
  19. Hou SM, Nori P, Fang JL, Vaca CE: Methylglyoxal induces hprt mutation and DNA adducts in human T-lymphocytes in vitro. Environ Mol Mutagen. 1995;26(4):286-91. [PubMed:8575417 ]
  20. Bialkowski K, Kowara R, Windorbska W, Olinski R: 8-Oxo-2'-deoxyguanosine level in lymphocytes DNA of cancer patients undergoing radiotherapy. Cancer Lett. 1996 Jan 19;99(1):93-7. [PubMed:8564935 ]
  21. Markert ML: Purine nucleoside phosphorylase deficiency. Immunodefic Rev. 1991;3(1):45-81. [PubMed:1931007 ]

Enzymes

General function:
Involved in hydrolase activity
Specific function:
Hydrolyzes extracellular nucleotides into membrane permeable nucleosides.
Gene Name:
NT5E
Uniprot ID:
P21589
Molecular weight:
57948.125
Reactions
2'-Deoxyguanosine 5'-monophosphate + Water → Deoxyguanosine + Phosphatedetails
General function:
Involved in nucleotide binding
Specific function:
Dephosphorylates the 5' and 2'(3')-phosphates of deoxyribonucleotides. Helps to regulate adenosine levels (By similarity).
Gene Name:
NT5C1B
Uniprot ID:
Q96P26
Molecular weight:
68803.055
Reactions
2'-Deoxyguanosine 5'-monophosphate + Water → Deoxyguanosine + Phosphatedetails
General function:
Involved in nucleotide binding
Specific function:
Dephosphorylates the 5' and 2'(3')-phosphates of deoxyribonucleotides and has a broad substrate specificity. Helps to regulate adenosine levels in heart during ischemia and hypoxia.
Gene Name:
NT5C1A
Uniprot ID:
Q9BXI3
Molecular weight:
41020.145
Reactions
2'-Deoxyguanosine 5'-monophosphate + Water → Deoxyguanosine + Phosphatedetails
General function:
Involved in metal ion binding
Specific function:
Dephosphorylates the 5' and 2'(3')-phosphates of deoxyribonucleotides, with a preference for dUMP and dTMP, intermediate activity towards dGMP, and low activity towards dCMP and dAMP.
Gene Name:
NT5C
Uniprot ID:
Q8TCD5
Molecular weight:
Not Available
Reactions
2'-Deoxyguanosine 5'-monophosphate + Water → Deoxyguanosine + Phosphatedetails
General function:
Involved in phosphatase activity
Specific function:
Dephosphorylates specifically the 5' and 2'(3')-phosphates of uracil and thymine deoxyribonucleotides, and so protects mitochondrial DNA replication from excess dTTP. Has only marginal activity towards dIMP and dGMP.
Gene Name:
NT5M
Uniprot ID:
Q9NPB1
Molecular weight:
Not Available
Reactions
2'-Deoxyguanosine 5'-monophosphate + Water → Deoxyguanosine + Phosphatedetails
General function:
Involved in ATP binding
Specific function:
Required for the phosphorylation of several deoxyribonucleosides and certain nucleoside analogs widely employed as antiviral and chemotherapeutic agents.
Gene Name:
DGUOK
Uniprot ID:
Q16854
Molecular weight:
32055.53
Reactions
Adenosine triphosphate + Deoxyguanosine → ADP + 2'-Deoxyguanosine 5'-monophosphatedetails
General function:
Involved in magnesium ion binding
Specific function:
Can act both as nucleotidase and as phosphotransferase.
Gene Name:
NT5C3
Uniprot ID:
Q9H0P0
Molecular weight:
33914.91
Reactions
2'-Deoxyguanosine 5'-monophosphate + Water → Deoxyguanosine + Phosphatedetails
General function:
Involved in 5'-nucleotidase activity
Specific function:
May have a critical role in the maintenance of a constant composition of intracellular purine/pyrimidine nucleotides in cooperation with other nucleotidases. Preferentially hydrolyzes inosine 5'-monophosphate (IMP) and other purine nucleotides.
Gene Name:
NT5C2
Uniprot ID:
P49902
Molecular weight:
64969.2
Reactions
2'-Deoxyguanosine 5'-monophosphate + Water → Deoxyguanosine + Phosphatedetails
General function:
Involved in purine-nucleoside phosphorylase activity
Specific function:
The purine nucleoside phosphorylases catalyze the phosphorolytic breakdown of the N-glycosidic bond in the beta-(deoxy)ribonucleoside molecules, with the formation of the corresponding free purine bases and pentose-1-phosphate.
Gene Name:
PNP
Uniprot ID:
P00491
Molecular weight:
32117.69
Reactions
Deoxyguanosine + Phosphate → Guanine + Deoxyribose 1-phosphatedetails