Record Information
Version2.0
Creation Date2015-06-04 16:16:58 -0600
Update Date2015-08-05 16:22:04 -0600
Secondary Accession Numbers
  • ECMDB23826
Identification
Name:Purine deoxyribonucleoside
DescriptionA deoxyribonucleoside containing a purine base
Structure
Thumb
Synonyms:
  • 2'-Deoxy-N-b-D-ribosylpurine
  • 2'-Deoxy-N-beta-D-ribosylpurine
  • 2'-Deoxy-N-β-D-ribosylpurine
  • 2'-Deoxynebularine
  • 2-Deoxy-N-D-ribosylpurine
  • 6-deamino-2'-Deoxyadenosine
  • 9-(2-Deoxy-b-D-ribofuranosyl)-9H-purine
  • 9-(2-Deoxy-beta-D-ribofuranosyl)-9H-purine
  • 9-(2-Deoxy-β-D-ribofuranosyl)-9H-purine
  • 9-(b-D-2'-Deoxyribofuranosyl)purine
  • 9-(beta-D-2'-Deoxyribofuranosyl)purine
  • 9-(β-D-2'-deoxyribofuranosyl)purine
  • N-(b-D-2'-Deoxyribosyl)purine
  • N-(beta-D-2'-Deoxyribosyl)purine
  • N-(β-D-2'-deoxyribosyl)purine
Chemical Formula:C10H12N4O3
Weight:Average: 236.231
Monoisotopic: 236.090940262
InChI Key:WJBNIBFTNGZFBW-DJLDLDEBSA-N
InChI:InChI=1S/C10H12N4O3/c15-3-8-7(16)1-9(17-8)14-5-13-6-2-11-4-12-10(6)14/h2,4-5,7-9,15-16H,1,3H2/t7-,8+,9+/m0/s1
CAS number:Not Available
IUPAC Name:(2R,3S,5R)-2-(hydroxymethyl)-5-(9H-purin-9-yl)oxolan-3-ol
Traditional IUPAC Name:(2R,3S,5R)-2-(hydroxymethyl)-5-(purin-9-yl)oxolan-3-ol
SMILES:OC[C@H]1O[C@H](C[C@@H]1O)N1C=NC2=C1N=CN=C2
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
  • 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
Physical Properties
State:Not Available
Charge:0
Melting point:Not Available
Experimental Properties:
PropertyValueSource
Predicted Properties
PropertyValueSource
Water Solubility12 g/LALOGPS
logP-0.9ALOGPS
logP-0.96ChemAxon
logS-1.3ALOGPS
pKa (Strongest Acidic)13.89ChemAxon
pKa (Strongest Basic)3.79ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area93.29 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity56.67 m³·mol⁻¹ChemAxon
Polarizability22.78 ųChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular Locations:Cytoplasm
Reactions:
SMPDB Pathways:
Pyrimidine metabolismPW000942 ThumbThumb?image type=greyscaleThumb?image type=simple
KEGG Pathways:
EcoCyc Pathways:Not Available
Concentrations
Not Available
Spectra
Spectra:
Spectrum TypeDescriptionSplash Key
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0920000000-f645b94c107d2c708286View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-1900000000-fe9b0756df3764a14d3bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00dl-5900000000-1c3262f93e52cc9c45f3View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0290000000-267fdeb1d5c7f2fa586aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014i-0910000000-b55d2914b0611b1d6960View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-014l-8900000000-153bbb32bbc504a62837View in MoNA
References
References:Not Available
Synthesis Reference:Not Available
Material Safety Data Sheet (MSDS)Not Available
External Links:
ResourceLink
CHEBI ID72810
HMDB IDNot Available
Pubchem Compound ID65148
Kegg IDC20463
ChemSpider IDNot Available
Wikipedia IDNot Available
BioCyc IDNot Available

Enzymes

General function:
Involved in purine-nucleoside phosphorylase activity
Specific function:
Cleavage of guanosine or inosine to respective bases and sugar-1-phosphate molecules
Gene Name:
deoD
Uniprot ID:
P0ABP8
Molecular weight:
25950
Reactions
Purine nucleoside + phosphate = purine + alpha-D-ribose 1-phosphate.