8-hydroxy-2'-deoxyguanosine
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Identification
- Generic Name
- 8-hydroxy-2'-deoxyguanosine
- DrugBank Accession Number
- DB02502
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
- Weight
- Average: 283.2407
Monoisotopic: 283.091668551 - Chemical Formula
- C10H13N5O5
- Synonyms
- 8-Hydroxydeoxyguanosine
- 8-OHdG
- 8-Oxo-7,8-dihydro-2'-deoxyguanosine
- 8-Oxo-dG
- 8-Oxoguanosine
Pharmacology
- Indication
Not Available
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- 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
- Adverse Effects
- Improve decision support & research outcomesWith structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates. View sample adverse effects data in our new Data Library!Improve decision support & research outcomes with our structured adverse effects data.
- Toxicity
Not Available
- Pathways
- Not Available
- Pharmacogenomic Effects/ADRs
- Not Available
Interactions
- Drug Interactions
- This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.Not Available
- Food Interactions
- Not Available
Categories
- Drug Categories
- Chemical TaxonomyProvided by Classyfire
- 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
- Alcohol / Aromatic heteropolycyclic compound / Azacycle / Azole / Heteroaromatic compound / Hydrocarbon derivative / Hydroxypyrimidine / Imidazole / Imidazopyrimidine / N-substituted imidazole show 13 more
- Molecular Framework
- Aromatic heteropolycyclic compounds
- External Descriptors
- guanosines (CHEBI:40304)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- 4RGB38T3IB
- CAS number
- 88847-89-6
- 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
References
- General References
- Not Available
- External Links
- Human Metabolome Database
- HMDB0003333
- PubChem Compound
- 73318
- PubChem Substance
- 46506618
- ChemSpider
- 66049
- ChEBI
- 40304
- ChEMBL
- CHEMBL1230628
- ZINC
- ZINC000016051666
- PDBe Ligand
- 8HG
- Wikipedia
- 8-Oxo-2%27-deoxyguanosine
- PDB Entries
- 1xqp / 2a5b / 3f10 / 7oli
Clinical Trials
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
Property Value Source logP -1.4 Chemaxon pKa (Strongest Acidic) 10.1 Chemaxon pKa (Strongest Basic) -1.7 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 8 Chemaxon Hydrogen Donor Count 5 Chemaxon Polar Surface Area 155.22 Å2 Chemaxon Rotatable Bond Count 2 Chemaxon Refractivity 64.56 m3·mol-1 Chemaxon Polarizability 25.84 Å3 Chemaxon Number of Rings 3 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption + 0.9957 Blood Brain Barrier + 0.889 Caco-2 permeable - 0.8393 P-glycoprotein substrate Non-substrate 0.5112 P-glycoprotein inhibitor I Non-inhibitor 0.9498 P-glycoprotein inhibitor II Non-inhibitor 0.9766 Renal organic cation transporter Non-inhibitor 0.9139 CYP450 2C9 substrate Non-substrate 0.816 CYP450 2D6 substrate Non-substrate 0.8347 CYP450 3A4 substrate Non-substrate 0.5337 CYP450 1A2 substrate Non-inhibitor 0.7642 CYP450 2C9 inhibitor Non-inhibitor 0.9451 CYP450 2D6 inhibitor Non-inhibitor 0.9593 CYP450 2C19 inhibitor Non-inhibitor 0.9567 CYP450 3A4 inhibitor Non-inhibitor 0.9741 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9816 Ames test Non AMES toxic 0.8605 Carcinogenicity Non-carcinogens 0.7871 Biodegradation Not ready biodegradable 0.9708 Rat acute toxicity 1.9217 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9671 hERG inhibition (predictor II) Non-inhibitor 0.9139
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
- Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 174.0665414 predictedDarkChem Lite v0.1.0 [M-H]- 160.71971 predictedDeepCCS 1.0 (2019) [M+H]+ 174.1342414 predictedDarkChem Lite v0.1.0 [M+H]+ 163.07771 predictedDeepCCS 1.0 (2019) [M+Na]+ 174.9613414 predictedDarkChem Lite v0.1.0 [M+Na]+ 169.96207 predictedDeepCCS 1.0 (2019)
Drug created at June 13, 2005 13:24 / Updated at July 02, 2020 13:17