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Showing Compound 2'-Deoxyguanosine (FDB012064)

Record Information
Version1.0
Creation date2010-04-08 22:09:58 UTC
Update date2019-11-26 03:06:06 UTC
Primary IDFDB012064
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name2'-Deoxyguanosine
Description2'-Deoxyguanosine 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. 2'-Deoxyguanosine is a moderately basic compound (based on its pKa). 2'-Deoxyguanosine has been detected, but not quantified in, a few different foods, such as green beans, pulses, and yellow wax beans. This could make 2'-deoxyguanosine a potential biomarker for the consumption of these foods.
CAS Number961-07-9
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
2-amino-9-(2-Deoxy-9-b-D-ribofuranosyl)-9H-purin-6-olGenerator
2-amino-9-(2-deoxy-9-beta-D-ribofuranosyl)-9H-purin-6-olbiospider
2-amino-9-(2-Deoxy-9-β-D-ribofuranosyl)-9H-purin-6-olGenerator
2-DeoxyguanosineHMDB
2'-deoxy-Guanosinebiospider
2'-Deoxyguanosinedb_source
9-(2-deoxy-b-D-erythro-pentofuranosyl)-Guaninebiospider
9-(2-Deoxy-b-D-erythro-pentofuranosyl)guaninebiospider
9-(2-Deoxy-beta-D-erythro-pentofuranosyl)-guanineChEBI
9-(2-deoxy-beta-delta-erythro-pentofuranosyl)-Guaninebiospider
9-(2-Deoxy-beta-delta-erythro-pentofuranosyl)guaninebiospider
9-(2-Deoxy-β-D-erythro-pentofuranosyl)-guanineGenerator
9H-Purin-6-ol, 2-amino-9-(2-deoxy-9-beta-D-ribofuranosyl)-biospider
Deoxyguanosinemanual
DesoxyguanosineHMDB
dGChEBI
Guanine deoxy nucleosidebiospider
Guanine deoxyribosidedb_source
Guanosine, 2'-deoxy-biospider
Predicted Properties
PropertyValueSource
Water Solubility8.36 g/LALOGPS
logP-1.6ALOGPS
logP-1.1ChemAxon
logS-1.5ALOGPS
pKa (Strongest Acidic)6.04ChemAxon
pKa (Strongest Basic)2.98ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area135.98 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity73.69 m³·mol⁻¹ChemAxon
Polarizability25.34 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC10H13N5O4
IUPAC name9-[4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-2-imino-3,9-dihydro-2H-purin-6-ol
InChI IdentifierInChI=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)
InChI KeyYKBGVTZYEHREMT-UHFFFAOYSA-N
Isomeric SMILESNC1=NC2=C(N=CN2C2CC(O)C(CO)O2)C(=O)N1
Average Molecular Weight267.2413
Monoisotopic Molecular Weight267.096753929
Classification
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
OntologyNo ontology term
Physico-Chemical Properties
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionC 44.94%; H 4.90%; N 26.21%; O 23.95%DFC
Melting PointMp 300° (also said to be indefinite)DFC
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logP-1.30BALZARINI,JM ET AL. (1989)
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical Rotation[a]24D -30.2 (H2O)DFC
Spectroscopic UV Data[base] lmax 262 (e 12000) (H2O) (pH 11)DFC
DensityNot Available
Refractive IndexNot Available
Spectra
SpectraNot Available
ChemSpider ID163230
ChEMBL IDCHEMBL68908
KEGG Compound IDC00330
Pubchem Compound ID187790
Pubchem Substance IDNot Available
ChEBI ID17172
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB00085
CRC / DFC (Dictionary of Food Compounds) IDBVG62-X:HCX28-J
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG ID34637
KNApSAcK IDNot Available
HET IDGNG
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDDeoxyguanosine
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
Enzymes
NameGene NameUniProt ID
Purine nucleoside phosphorylasePNPP00491
Cytosolic 5'-nucleotidase 3NT5C3Q9H0P0
Deoxyguanosine kinase, mitochondrialDGUOKQ16854
Pathways
NameSMPDB LinkKEGG Link
Purine MetabolismSMP00050 map00230
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference