Adefovir dipivoxil (CED0005501)

Record Information
Version1.0
Creation Date2016-05-22 05:46:04 UTC
Update Date2026-08-20 06:46:31 UTC
SynCED IDCED0005501
Secondary Accession Numbers
  • CHEM019032
Identification
Common NameAdefovir dipivoxil
ClassSmall Molecule
Description
Adefovir dipivoxil (C20H32N5O8P) is a chemical compound classified as an organic compound and an organoheterocyclic compound. Adefovir dipivoxil belongs to the purines and purine derivatives, a subclass of imidazopyrimidines within the organic compounds. With an average molecular weight of 501.47 g/mol, Adefovir dipivoxil is a heavy molecule. This compound is identified as an antiviral within the category of healthcare, pharmaceuticals, and veterinary products. It is recorded as being found in or released from nine distinct sources. These sources include electrical and electronic equipment such as antennas, television systems, video games, and electrically stimulated smoking devices. It is also associated with household cleaning and consumer products, specifically cigar cigarettes, non electric simulated smoking devices, and other smoking requisites. Additionally, it is linked to food, food processing, and cookware, specifically fermentation processes for beer. The recorded route of exposure for this compound is oral. Regarding its biological activity, Adefovir dipivoxil has one recorded protein target, categorized as other of Protein P.
Contaminant TypeNot Available
Chemical Structure
Synonyms
ValueSource
Adefovir pivoxilKegg
HepseraKegg
AdefovirHMDB
AdefovirdipivoxlHMDB
ADVHMDB
Bis-pom pmeaHMDB
GS-840HMDB
PMEAHMDB
Adefovir depivoxilHMDB
9-(2-((-Bis((pivaloyloxy)methoxy)phosphinyl)methoxy)ethyl)adenineHMDB
PreveonHMDB
Chemical FormulaC20H32N5O8P
Average Molecular Mass501.471 g/mol
Monoisotopic Mass501.199 g/mol
CAS Registry Number142340-99-6
IUPAC Name[({[2-(6-amino-9H-purin-9-yl)ethoxy]methyl}({[(2,2-dimethylpropanoyl)oxy]methoxy})phosphoryl)oxy]methyl 2,2-dimethylpropanoate
Traditional Nameadefovir dipivoxil
SMILESCC(C)(C)C(=O)OCOP(=O)(COCCN1C=NC2=C(N)N=CN=C12)OCOC(=O)C(C)(C)C
InChI IdentifierInChI=1S/C20H32N5O8P/c1-19(2,3)17(26)30-11-32-34(28,33-12-31-18(27)20(4,5)6)13-29-8-7-25-10-24-14-15(21)22-9-23-16(14)25/h9-10H,7-8,11-13H2,1-6H3,(H2,21,22,23)
InChI KeyWOZSCQDILHKSGG-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 6-aminopurines. These are purines that carry an amino group at position 6. Purine is a bicyclic aromatic compound made up of a pyrimidine ring fused to an imidazole ring.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassImidazopyrimidines
Sub ClassPurines and purine derivatives
Direct Parent6-aminopurines
Alternative Parents
Substituents
  • 6-aminopurine
  • Aminopyrimidine
  • Dialkyl alkylphosphonate
  • Phosphonic acid diester
  • Dicarboxylic acid or derivatives
  • Imidolactam
  • Pyrimidine
  • Phosphonic acid ester
  • N-substituted imidazole
  • Azole
  • Heteroaromatic compound
  • Imidazole
  • Organophosphonic acid derivative
  • Amino acid or derivatives
  • Carboxylic acid ester
  • Carboxylic acid derivative
  • Azacycle
  • Organophosphorus compound
  • Primary amine
  • Amine
  • Hydrocarbon derivative
  • Organic nitrogen compound
  • Carbonyl group
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Organoleptic EffectsNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.63 g/LALOGPS
logP1.49ALOGPS
logP3.06ChemAxon
logS-2.9ALOGPS
pKa (Strongest Acidic)18.59ChemAxon
pKa (Strongest Basic)5.13ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area166.98 ŲChemAxon
Rotatable Bond Count15ChemAxon
Refractivity119.99 m³·mol⁻¹ChemAxon
Polarizability49 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted GC-MSPredicted GC-MS Spectrumsplash10-0a4j-9715200000-be4793aa3b5324f2d049Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00b9-0291650000-bfacc10ec3119e8320f0Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0kfx-1372940000-7cb1aa4d35fd2d90d7b4Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00b9-0291650000-bfacc10ec3119e8320f0Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0udi-1902120000-70d9218f4799e4b06e06Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0r09-4902210000-8477053656f9d74eeb50Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a4r-6910000000-ff29d5990721f46c8df5Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0f6t-0309020000-13dd87f577f6eae4df2cNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0udi-0903000000-3c822353c37c29284a8fNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-001i-1922000000-607d6864a8d2801ab89fNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0udr-5239180000-444adb50df8e9dcc8e3cNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0fk9-0096000000-592e65840a6c7d4fec2bNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-000i-4972000000-f60e4d26bcfe1943e60cNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0udi-0429260000-3e0596d28028aed80ce0Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0udi-1389000000-87f1f9b00d5ac0c19e44Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-00di-0090000000-6582070f7152c5e52322Not AvailableView Spectrum
Toxicity Profile
Toxicity Values
Toxicity ValueOrganismDose DescriptorRoute of ExposurePredicted or ExperimentalToxicity RatingReference
3976.0 Log mg/kg [2200:7100]RatLD50oralpredictedNot AvailableNot Available
Toxicity / Toxin ClassNot Available
Mechanism of ToxicityNot Available
Carcinogenicity (IARC Classification)Not Available
Minimum Risk LevelNot Available
SymptomsNot Available
TreatmentNot Available
Health Effects
Health EffectRelationshipDirectionDescriptionReference
hepatitis BNot AvailableNot AvailableA viral infectious disease that results in inflammation located in liver, has material basis in Hepatitis B virus, which is transmitted by sexual contact, transmitted by blood transfusions, and transmitted by fomites like needles or syringes. The infection has symptom fever, has symptom fatigue, has symptom loss of appetite, has symptom nausea, has symptom vomiting, has symptom abdominal pain, has symptom clay-colored bowel movements, has symptom joint pain, and has symptom jaundice. (DO)PMC5890543 , PMC3880596
Exposure Sources
Source IDSourceSectorReference
CEDs000233Brushes?Brushes used in personal care and cosmetics can be a source of synthetic chemical contamination due to the materials and coatings used in their manufacturing.Personal care & cosmeticsPubChem
CEDs000351Antivirals?Antivirals are synthetic chemicals designed to inhibit the replication of viruses and are widely used in the treatment of viral infections in humans and animals.Healthcare, pharmaceuticals & veterinary productsNot Available
CEDs000506Antennas?Antennas, commonly used in communication technologies, can be a source of synthetic chemical contamination through the materials and coatings used in their construction.Electrical & Electronic EquipmentPubChem
CEDs000518Electrically Stimulated Smoking Devices?Electrically stimulated smoking devices, commonly known as e-cigarettes or vape pens, utilize electrical components to heat a liquid solution, often containing nicotine, flavorings, and other additives, to produce an aerosol for inhalation.Electrical & Electronic EquipmentPubChem
CEDs000519Electrodes?Electrodes, used in various electrical and electronic applications, can be a source of synthetic chemical contamination due to the materials from which they are constructed and the processes involved in their manufacturing.Electrical & Electronic EquipmentPubChem
CEDs000537Television Systems?Television systems can be a source of synthetic chemical contamination due to the various materials and components used in their manufacture and operation.Electrical & Electronic EquipmentPubChem
CEDs000539Video Games?Video games, through their production and disposal processes, can be a source of synthetic chemical contamination.Electrical & Electronic EquipmentPubChem
CEDs000544Fermentation Processes For Beer?Fermentation processes for beer involve the conversion of sugars into alcohol and carbon dioxide by yeast.Food, food processing & cookwarePubChem
CEDs000545Food Preservation?Food preservation often involves the use of synthetic chemicals, such as preservatives, flavor enhancers, and color additives, to extend shelf life and enhance the sensory qualities of food products.Food, food processing & cookwarePubChem
CEDs000556Cigar Cigarettes?Cigar cigarettes are a source of synthetic chemical contamination due to the combustion of various tobacco blends and additives.Household cleaning & consumer productsPubChem
CEDs000559Non Electric Simulated Smoking Devices?Non-electric simulated smoking devices, often designed to mimic the experience of smoking without combustion, can be sources of synthetic chemical contamination due to the materials and chemicals used in their construction and operation.Household cleaning & consumer productsPubChem
CEDs000560Other Smoking Requisites?Other smoking requisites, including items such as lighters, matches, and rolling papers, can introduce synthetic chemical contamination through various components and additives.Household cleaning & consumer productsPubChem
CEDs000563Soap Detergents?Soap detergents are synthetic surfactants designed to enhance the cleaning efficacy of water by reducing surface tension, allowing for better interaction with dirt and grease.Household cleaning & consumer productsPubChem
CEDs000569Tobacco Smoke Filters?Tobacco smoke filters are designed to reduce the inhalation of harmful substances in cigarette smoke, including tar and other particulate matter.Household cleaning & consumer productsPubChem
CEDs000580Manufacture Preparation Of Tobacco Products?The manufacture and preparation of tobacco products involve various processes that can result in the introduction of synthetic chemicals into the environment.Industrial manufacturing & chemical processingPubChem
CEDs000605Pest Repellants?Pest repellents, often formulated from synthetic chemicals, are widely used to protect crops from insect infestations and other pests.Agriculture & land managementPubChem
CEDs000606Plant Growth Regulators?Plant Growth Regulators (PGRs) are synthetic chemicals designed to influence the growth and development of plants.Agriculture & land managementPubChem
CEDs000611Anti Perspirants Or Body Deoderants?Antiperspirants and body deodorants commonly contain synthetic chemicals such as aluminum compounds, parabens, and synthetic fragrances.Personal care & cosmeticsPubChem
CEDs000613Depilatories?Depilatories are products designed to remove unwanted hair through the application of synthetic chemicals that break down the protein structure of hair, facilitating its removal.Personal care & cosmeticsPubChem
CEDs000632Apparel?Apparel production often involves the use of various synthetic chemicals, including dyes, finishing agents, and preservatives.Textiles, leather & furnishingsPubChem
CEDs000643Headwear?Headwear made from synthetic materials often incorporates chemicals used in the manufacturing and finishing processes, such as dyes, flame retardants, and water repellents.Textiles, leather & furnishingsPubChem
CEDs000671Airplanes And Helicopters?Airplanes and helicopters are significant sources of synthetic chemical contamination primarily through the use of aviation fuels, lubricants, and de-icing agents.Aviation & AerospacePubChem
CEDs000673Unmanned Aerial Vehicles?Unmanned Aerial Vehicles (UAVs), commonly known as drones, utilize various synthetic chemicals in their manufacturing, operation, and maintenance processes.Aviation & AerospacePubChem
CEDs000685Ceramics?Ceramics can be a source of synthetic chemical contamination through various additives and processing agents used in their production.Building & ConstructionPubChem
CEDs000693Silica Glass?Silica glass, primarily composed of silicon dioxide (SiO2), is widely used in various applications, including windows, glass facades, and insulation materials.Building & ConstructionPubChem
CEDs000696Nanotechnology?Nanotechnology involves the manipulation of materials at the molecular or atomic level, typically within the range of 1 to 100 nanometers.Industrial manufacturing & chemical processingPubChem
CEDs000739Inks?Inks are complex mixtures composed of pigments or dyes, solvents, resins, and additives used primarily for printing and writing applications.Paper, pulp & fiber productsPubChem
CEDs000744Water, Wastewater, & Sewage Treatment?Water, wastewater, and sewage treatment processes are critical for managing and mitigating pollutants in water systems.Wastewater, sanitation & biosolidsPubChem
Pathways
3 pathwaysPathway Source: PathBank
Targets
StructureProteinUniProt IDOrganismRelationshipDetails
Prolyl endopeptidase FAP structureClick to view 3D structureProlyl endopeptidase FAPQ12884HumansPredicted (SEA)
Prediction Confidence Score
0.393
Applicability Domain
1.0
Statistical Significance
0.0011
Supporting Reference Compounds
41
E-value
8.48557
Alpha-1-antichymotrypsin structureClick to view 3D structureAlpha-1-antichymotrypsinP01011HumansPredicted (SEA)
Prediction Confidence Score
0.372
Applicability Domain
0.372
Statistical Significance
2.00e-05
Supporting Reference Compounds
1
E-value
0.155698
Inosine-uridine preferring nucleoside hydrolase structureClick to view 3D structureInosine-uridine preferring nucleoside hydrolaseQ27546Crithidia fasciculataPredicted (SEA)
Prediction Confidence Score
0.358
Applicability Domain
0.358
Statistical Significance
1.80e-04
Supporting Reference Compounds
1
E-value
1.40129
Click to view 3D structureInosine-adenosine-guanosine-nucleoside hydrolaseO15727Trypanosoma brucei bruceiPredicted (SEA)
Prediction Confidence Score
0.358
Applicability Domain
0.358
Statistical Significance
1.80e-04
Supporting Reference Compounds
1
E-value
1.40129
DNA polymerase subunit gamma-1 structureClick to view 3D structureDNA polymerase subunit gamma-1P54098HumansPredicted (SEA)
Prediction Confidence Score
0.353
Applicability Domain
1.0
Statistical Significance
4.00e-05
Supporting Reference Compounds
8
E-value
0.311397
Reverse transcriptase/RNaseH structureClick to view 3D structureReverse transcriptase/RNaseHQ72547Human immunodeficiency virus 1Predicted (SEA)
Prediction Confidence Score
0.341
Applicability Domain
0.565
Statistical Significance
0.0027
Supporting Reference Compounds
79
E-value
20.7857
P2Y purinoceptor 1 structureClick to view 3D structureP2Y purinoceptor 1P47900HumansPredicted (SEA)
Prediction Confidence Score
0.327
Applicability Domain
0.338
Statistical Significance
0.005
Supporting Reference Compounds
42
E-value
39.236
Click to view 3D structureP2Y purinoceptor 2P41231HumansPredicted (SEA)
Prediction Confidence Score
0.325
Applicability Domain
0.338
Statistical Significance
0.0044
Supporting Reference Compounds
44
E-value
34.6429
Click to view 3D structureP2Y purinoceptor 1P49652Meleagris gallopavoPredicted (SEA)
Prediction Confidence Score
0.323
Applicability Domain
0.338
Statistical Significance
0.0037
Supporting Reference Compounds
19
E-value
29.1156
Heat shock cognate 71 kDa protein structureClick to view 3D structureHeat shock cognate 71 kDa proteinP19120Bos taurusPredicted (SEA)
Prediction Confidence Score
0.321
Applicability Domain
0.321
Statistical Significance
0.0035
Supporting Reference Compounds
1
E-value
27.0137
Sensor protein kinase WalK structureClick to view 3D structureSensor protein kinase WalKQ9RDT3Staphylococcus aureusPredicted (SEA)
Prediction Confidence Score
0.321
Applicability Domain
0.321
Statistical Significance
0.0035
Supporting Reference Compounds
1
E-value
27.0137
P2X purinoceptor 1 structureClick to view 3D structureP2X purinoceptor 1P51575HumansPredicted (SEA)
Prediction Confidence Score
0.319
Applicability Domain
0.329
Statistical Significance
0.0045
Supporting Reference Compounds
35
E-value
34.7986
Click to view 3D structureP2Y purinoceptor 11Q96G91HumansPredicted (SEA)
Prediction Confidence Score
0.318
Applicability Domain
0.325
Statistical Significance
0.0035
Supporting Reference Compounds
13
E-value
27.6365
P2X purinoceptor 3 structureClick to view 3D structureP2X purinoceptor 3P56373HumansPredicted (SEA)
Prediction Confidence Score
0.317
Applicability Domain
0.329
Statistical Significance
0.006
Supporting Reference Compounds
51
E-value
46.7874
Click to view 3D structureEctonucleotide pyrophosphatase/phosphodiesterase family member 1Q924C3Rattus norvegicusPredicted (SEA)
Prediction Confidence Score
0.317
Applicability Domain
0.321
Statistical Significance
0.0016
Supporting Reference Compounds
3
E-value
12.4559
Adenosine receptor A2a structureClick to view 3D structureAdenosine receptor A2aP29274HumansPredicted (SEA)
Prediction Confidence Score
0.317
Applicability Domain
0.371
Statistical Significance
0.0176
Supporting Reference Compounds
303
E-value
137.326
ADP-ribose glycohydrolase MACROD1 structureClick to view 3D structureADP-ribose glycohydrolase MACROD1Q9BQ69HumansPredicted (SEA)
Prediction Confidence Score
0.313
Applicability Domain
0.313
Statistical Significance
0.0035
Supporting Reference Compounds
1
E-value
27.4808
ADP-ribose glycohydrolase MACROD2 structureClick to view 3D structureADP-ribose glycohydrolase MACROD2A1Z1Q3HumansPredicted (SEA)
Prediction Confidence Score
0.313
Applicability Domain
0.313
Statistical Significance
0.0035
Supporting Reference Compounds
1
E-value
27.4808
DNA polymerase alpha catalytic subunit structureClick to view 3D structureDNA polymerase alpha catalytic subunitP09884HumansPredicted (SEA)
Prediction Confidence Score
0.312
Applicability Domain
1.0
Statistical Significance
1.30e-04
Supporting Reference Compounds
16
E-value
1.01204
Adenosylhomocysteinase structureClick to view 3D structureAdenosylhomocysteinaseP23526HumansPredicted (SEA)
Prediction Confidence Score
0.312
Applicability Domain
0.371
Statistical Significance
0.0035
Supporting Reference Compounds
19
E-value
27.0137
Click to view 3D structureGTP:AMP phosphotransferase AK3, mitochondrialP29411Rattus norvegicusPredicted (SEA)
Prediction Confidence Score
0.307
Applicability Domain
0.329
Statistical Significance
0.0036
Supporting Reference Compounds
2
E-value
27.87
Adenosine receptor A1 structureClick to view 3D structureAdenosine receptor A1P30542HumansPredicted (SEA)
Prediction Confidence Score
0.307
Applicability Domain
0.338
Statistical Significance
0.0179
Supporting Reference Compounds
302
E-value
139.584
Adenosine receptor A3 structureClick to view 3D structureAdenosine receptor A3P0DMS8HumansPredicted (SEA)
Prediction Confidence Score
0.306
Applicability Domain
0.32
Statistical Significance
0.024
Supporting Reference Compounds
391
E-value
186.605
Click to view 3D structureAdenosine receptor A2aP30543Rattus norvegicusPredicted (SEA)
Prediction Confidence Score
0.305
Applicability Domain
0.32
Statistical Significance
0.0141
Supporting Reference Compounds
174
E-value
110.001
Click to view 3D structureAdenosine receptor A1P25099Rattus norvegicusPredicted (SEA)
Prediction Confidence Score
0.305
Applicability Domain
0.32
Statistical Significance
0.0158
Supporting Reference Compounds
221
E-value
122.846
Concentrations
Not Available
External Links
DrugBank IDDB00718
HMDB IDHMDB0014856
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkAdefovir
Chemspider ID54855
ChEBI ID183515
PubChem Compound ID60871
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General ReferencesNot Available