8-Hydroxy-2'-Deoxyguanosine

Identification

Name
8-Hydroxy-2'-Deoxyguanosine
Accession Number
DB02502  (EXPT00333)
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
3D
Similar Structures
Synonyms
Not Available
Categories
UNII
Not Available
CAS number
88847-89-6
Weight
Average: 283.2407
Monoisotopic: 283.091668551
Chemical Formula
C10H13N5O5
InChI Key
HCAJQHYUCKICQH-VPENINKCSA-N
InChI
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
IUPAC Name
2-amino-8-hydroxy-9-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-6,9-dihydro-1H-purin-6-one
SMILES
NC1=NC2=C(N=C(O)N2[C@H]2C[C@H](O)[C@@H](CO)O2)C(=O)N1

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
Not Available
Absorption
Not Available
Volume of distribution
Not Available
Protein binding
Not Available
Metabolism
Not Available
Route of elimination
Not Available
Half life
Not Available
Clearance
Not Available
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
Human Metabolome Database
HMDB0003333
PubChem Compound
73318
PubChem Substance
46506618
ChemSpider
66049
ChEBI
40304
ChEMBL
CHEMBL1230628
HET
8HG
PDB Entries
1xqp / 2a5b / 3f10

Clinical Trials

Clinical Trials
Not Available

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility14.8 mg/mLALOGPS
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 Å2ChemAxon
Rotatable Bond Count2ChemAxon
Refractivity64.56 m3·mol-1ChemAxon
Polarizability25.82 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9957
Blood Brain Barrier+0.889
Caco-2 permeable-0.8393
P-glycoprotein substrateNon-substrate0.5112
P-glycoprotein inhibitor INon-inhibitor0.9498
P-glycoprotein inhibitor IINon-inhibitor0.9766
Renal organic cation transporterNon-inhibitor0.9139
CYP450 2C9 substrateNon-substrate0.816
CYP450 2D6 substrateNon-substrate0.8347
CYP450 3A4 substrateNon-substrate0.5337
CYP450 1A2 substrateNon-inhibitor0.7642
CYP450 2C9 inhibitorNon-inhibitor0.9451
CYP450 2D6 inhibitorNon-inhibitor0.9593
CYP450 2C19 inhibitorNon-inhibitor0.9567
CYP450 3A4 inhibitorNon-inhibitor0.9741
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9816
Ames testNon AMES toxic0.8605
CarcinogenicityNon-carcinogens0.7871
BiodegradationNot ready biodegradable0.9708
Rat acute toxicity1.9217 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9671
hERG inhibition (predictor II)Non-inhibitor0.9139
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available
LC-MS/MS Spectrum - LC-ESI-Ion Trap , PositiveLC-MS/MSNot Available
MS/MS Spectrum - , positiveLC-MS/MSsplash10-014i-0900000000-bda7c71c752f3e3c4c51

Taxonomy

Description
This compound belongs to the class of organic compounds known as purine 2'-deoxyribonucleosides. These are compounds consisting of a purine linked to a ribose which lacks a hydroxyl group at position 2.
Kingdom
Organic compounds
Super Class
Nucleosides, nucleotides, and analogues
Class
Purine nucleosides
Sub Class
Purine 2'-deoxyribonucleosides
Direct Parent
Purine 2'-deoxyribonucleosides
Alternative Parents
Purines and purine derivatives / Hydroxypyrimidines / N-substituted imidazoles / Tetrahydrofurans / Heteroaromatic compounds / Secondary alcohols / Oxacyclic compounds / Azacyclic compounds / Primary alcohols / Organopnictogen compounds
show 2 more
Substituents
Purine 2'-deoxyribonucleoside / Imidazopyrimidine / Purine / Hydroxypyrimidine / N-substituted imidazole / Pyrimidine / Tetrahydrofuran / Heteroaromatic compound / Azole / Imidazole
show 13 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
guanosines (CHEBI:40304)

Drug created on June 13, 2005 07:24 / Updated on November 02, 2018 05:18