Phenytoin (CED0001637)

Record Information
Version1.0
Creation Date2009-07-21 20:26:24 UTC
Update Date2026-05-14 16:24:57 UTC
SynCED IDCED0001637
Secondary Accession Numbers
  • CHEM002154
  • T3D2728
Identification
Common NamePhenytoin
ClassSmall Molecule
Description
Phenytoin belongs to the imidazolidines, a subclass of azolidines within the organic compounds. It is an exogenous solid with the formula C15H12N2O2 and an average molecular weight of 252.27 g/mol. This compound is classified as an organoheterocyclic compound. Used as an antiepileptic and anticonvulsant, phenytoin is a treatment for seizure (PMC9501146 ). It acts on sodium channels on the neuronal cell membrane to limit the spread of seizure activity and reduce seizure propagation. By promoting sodium efflux from neurons, the compound stabilizes the threshold against hyperexcitability caused by environmental changes or excessive stimulation capable of reducing membrane sodium gradient, which includes the reduction of post-tetanic potentiation at synapses. Loss of post-tetanic potentiation prevents cortical seizure foci from detonating. Phenytoin is an inhibitor of the sodium-dependent dopamine transporter (SLC6A3), Bile acid receptor (NR1H4), Nuclear receptor subfamily 1 group I member 2 (NR1I2), Voltage-gated inwardly rectifying potassium channel KCNH2, Sodium channel protein type 5 subunit alpha (SCN5A), Sodium channel protein type 1 subunit alpha (SCN1A), and 15 other proteins. The compound is associated with osteomalacia (PMC2646121 ) and acts as a teratogenic agent. Recorded exposure routes include oral, intravenous, intramuscular, and parenteral administration. Phenytoin is found in 30 recorded sources, including healthcare and pharmaceutical products, building and construction materials such as stairs and ramps, household cleaning and consumer products, and food processing activities like the preparation of wort, food preservation, and fermentation processes for beer. It is also found in electrical and electronic equipment including antennas, amplifiers, and conductors.
Contaminant Type
  • Amide
  • Amine
  • Anticonvulsant
  • Drug
  • Metabolite
  • Organic Compound
  • Synthetic Compound
  • Voltage-Gated Sodium Channel Blocker
Chemical Structure
Synonyms
ValueSource
5,5-Diphenyl-imidazolidine-2,4-dioneChEBI
5,5-Diphenylimidazolidine-2,4-dioneChEBI
5,5-Diphenyltetrahydro-1H-2,4-imidazoledioneChEBI
DILANTINChEBI
FenitoinaChEBI
PHENTYTOINChEBI
PhenytoineChEBI
PhenytoinumChEBI
5,5-DiphenylhydantoinHMDB
5,5-DwufenylohydantoinaHMDB
DihydantoinHMDB
Diphenylan sodiumHMDB
DiphenylhydantoinHMDB
DiphenylhydatanoinHMDB
Phenytoin sodiumHMDB
DifeninHMDB
Diphenylhydantoinate, sodiumHMDB
Park davis brand OF phenytoinHMDB
Pfizer brand OF phenytoinHMDB
Sodium diphenylhydantoinateHMDB
DihydanHMDB
EpaminHMDB
Phenytoin pfizer brandHMDB
AntisacerHMDB
EpanutinHMDB
HydantolHMDB
Phenytoin phizer brandHMDB
FenitoinHMDB
Phizer brand OF phenytoinHMDB
Chemical FormulaC15H12N2O2
Average Molecular Mass252.268 g/mol
Monoisotopic Mass252.090 g/mol
CAS Registry Number57-41-0
IUPAC Name5,5-diphenylimidazolidine-2,4-dione
Traditional Namesilantin
SMILESO=C1NC(=O)C(N1)(C1=CC=CC=C1)C1=CC=CC=C1
InChI IdentifierInChI=1S/C15H12N2O2/c18-13-15(17-14(19)16-13,11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1-10H,(H2,16,17,18,19)
InChI KeyCXOFVDLJLONNDW-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as phenylhydantoins. These are heterocyclic aromatic compounds containing an imiazolidinedione moiety substituted by a phenyl group.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassAzolidines
Sub ClassImidazolidines
Direct ParentPhenylhydantoins
Alternative Parents
Substituents
  • Diphenylmethane
  • 5-phenylhydantoin
  • Phenylimidazolidine
  • Alpha-amino acid or derivatives
  • 5-monosubstituted hydantoin
  • N-acyl urea
  • Ureide
  • Monocyclic benzene moiety
  • Benzenoid
  • Dicarboximide
  • Urea
  • Carbonic acid derivative
  • Carboxylic acid derivative
  • Azacycle
  • Hydrocarbon derivative
  • Organic oxide
  • Organooxygen compound
  • Organonitrogen compound
  • Organopnictogen compound
  • Organic oxygen compound
  • Carbonyl group
  • Organic nitrogen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginExogenous
Cellular Locations
  • Cytoplasm
  • Extracellular
  • Membrane
Biofluid LocationsNot Available
Tissue LocationsNot Available
Applications
Biological Roles
Chemical RolesNot Available
Organoleptic Effects
  • white colour ?
  • opaque colour ?
Physical Properties
StateSolid
AppearanceWhite powder.
Experimental Properties
PropertyValue
Melting Point286°C
Boiling PointNot Available
Solubility32 mg/L (at 22°C)
Predicted Properties
PropertyValueSource
Water Solubility0.071 g/LALOGPS
logP2.26ALOGPS
logP2.15ChemAxon
logS-3.6ALOGPS
pKa (Strongest Acidic)8.49ChemAxon
pKa (Strongest Basic)-9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area58.2 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity70.18 m³·mol⁻¹ChemAxon
Polarizability25.48 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
GC-MSGC-MS Spectrumsplash10-003r-7930000000-447969b9c242748dd943Not AvailableView Spectrum
GC-MSGC-MS Spectrumsplash10-0udi-0090000000-4176043a7a73caee2667Not AvailableView Spectrum
GC-MSGC-MS Spectrumsplash10-0zgi-5960000000-e1dcb47a1c082f04f456Not AvailableView Spectrum
GC-MSGC-MS Spectrumsplash10-0udi-1390000000-22c71a7e4dbf9c7acab5Not AvailableView Spectrum
GC-MSGC-MS Spectrumsplash10-0udi-2190000000-50174e33af92b04d1a6eNot AvailableView Spectrum
GC-MSGC-MS Spectrumsplash10-003r-7930000000-447969b9c242748dd943Not AvailableView Spectrum
GC-MSGC-MS Spectrumsplash10-0udi-0090000000-4176043a7a73caee2667Not AvailableView Spectrum
GC-MSGC-MS Spectrumsplash10-0zgi-5960000000-e1dcb47a1c082f04f456Not AvailableView Spectrum
GC-MSGC-MS Spectrumsplash10-0udi-1390000000-22c71a7e4dbf9c7acab5Not AvailableView Spectrum
GC-MSGC-MS Spectrumsplash10-0udi-2190000000-50174e33af92b04d1a6eNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS Spectrumsplash10-00lr-0920000000-edf72a4c297e405a2600Not AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-0950000000-a80521d4dc3976a29b2cNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0ue9-2900000000-a58471ae75fa7319c03dNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0udi-0090000000-aaae845342f345f89695Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0udi-0390000000-f8da1896c569c120faa2Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0udi-0920000000-07c872b05aade63c402bNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0udi-0900000000-be6790637be99260525eNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0udi-0900000000-9a17fa0b243c8282f3baNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0udi-0900000000-69302626996b2b24c153Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0fai-0690000000-f9eeceb82d117127f6eaNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-0910000000-9edcfc62014a6aa7778fNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-0900000000-d4dde5db680fb7722a49Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0ue9-0900000000-482874b33812389ae726Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0udi-0900000000-44f07dc29daf8cdf80c2Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0udi-1900000000-1241292d531ed37544c7Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-0950000000-a80521d4dc3976a29b2cNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0ue9-2900000000-a58471ae75fa7319c03dNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0udi-0920000000-97a0af331da9afcf54b8Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0udi-0900000000-9918b159c9e50b11016fNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0udi-0900000000-c2ba734800c5db1b68cfNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0udi-0900000000-e8427f6830c5050931faNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0udi-0900000000-7f26723c2fcecaca51caNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0udi-0900000000-1f160bcfbd6429d205c0Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0fai-0690000000-0cdeedbd3400ade39a36Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-0910000000-c11b9341c9d971e17827Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0udi-0900000000-d70bff92fcb3ee2d7e11Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0udi-1900000000-3a68441c1b10af429cb7Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0udi-0900000000-57e8aa9c83414a28f76aNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0udi-0920000000-7b82f25d8beea01fbdc5Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0udi-0090000000-c4ef117e784faa685eb7Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-0900000000-04056325b25c62415514Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0ue9-0900000000-534ccdb6d46647414d57Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0udi-0590000000-dad92531464a6b4eb47fNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0udi-0090000000-fabfbd3fececb87b6e9cNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0udi-0390000000-989c10e5d2c7586ba445Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0udi-0290000000-168825c4263cc790be0bNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0f89-0950000000-27e345a92f7734114654Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0uyi-1900000000-5828317e8dac2d03e548Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0udi-0090000000-e1551530faa59a549515Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0udi-1190000000-354c210fa308dab349f3Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0006-9700000000-d5833bfc084997249fe4Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0udi-0290000000-abefcf9446d5de921c1cNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-001i-0910000000-4d391abee06f3366f80aNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0udi-1900000000-1399acb70d8dc605de8aNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0udi-0090000000-229652fa3e4351b39559Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0f7o-7950000000-37ca5030b382a3d97876Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0f6x-9600000000-c960dcdb7e8f21e804adNot AvailableView Spectrum
MSMS Spectrumsplash10-0f89-4940000000-2a0dda513d9f63dc6610Not AvailableView Spectrum
Toxicity Profile
Toxicity Values
Toxicity ValueOrganismDose DescriptorRoute of ExposurePredicted or ExperimentalToxicity RatingReference
849.0 Log mg/kg [480:1500]RatLD50oralpredictedNot AvailableNot Available
50.0 mg/L RatLOELenvironmentalexperimentalNot AvailableECOTOX - EPA ORD
30.0 mg/kg-day RatNOELinjectionexperimentalNot AvailableECOTOX - EPA ORD
100.0 mg/L RatLOELenvironmentalexperimentalNot AvailableECOTOX - EPA ORD
Toxicity / Toxin ClassNot Available
Mechanism of ToxicityPhenytoin acts on sodium channels on the neuronal cell membrane, limiting the spread of seizure activity and reducing seizure propagation. By promoting sodium efflux from neurons, phenytoin tends to stabilize the threshold against hyperexcitability caused by excessive stimulation or environmental changes capable of reducing membrane sodium gradient. This includes the reduction of post-tetanic potentiation at synapses. Loss of post-tetanic potentiation prevents cortical seizure foci from detonating adjacent cortical areas. Oral, mouse: LD50 = 150 mg/kg; Oral, rat: LD50 = 1635 mg/kg.
Carcinogenicity (IARC Classification)2B, possibly carcinogenic to humans. (1)
Minimum Risk LevelNot Available
SymptomsSymptoms of overdose include coma, difficulty in pronouncing words correctly, involuntary eye movement, lack of muscle coordination, low blood pressure, nausea, sluggishness, slurred speech, tremors, and vomiting.
TreatmentTreatment is nonspecific since there is no known antidote. The adequacy of the respiratory and circulatory systems should be carefully observed and appropriate supportive measures employed. Hemodialysis can be considered since phenytoin is not completely bound to plasma proteins. Total exchange transfusion has been used in the treatment of severe intoxication in pediatric patients. (3)
Health Effects
Health EffectRelationshipDirectionDescriptionReference
osteomalaciaAssociated With?Not AvailableOsteomalacia is a disease characterized by the softening of the bones caused by impaired bone metabolism primarily due to inadequate levels of available phosphate, calcium, and vitamin D, or because of resorption of calcium. The impairment of bone metabolism causes inadequate bone mineralization. Osteomalacia in children is known as rickets, and because of this, use of the term "osteomalacia" is often restricted to the milder, adult form of the disease. Signs and symptoms can include diffuse body pains, muscle weakness, and fragility of the bones. The most common cause of osteomalacia is a deficiency of vitamin D, which is normally derived from sunlight exposure and, to a lesser extent, from the diet. Nursing home residents and the homebound elderly population are at particular risk for vitamin D deficiency, as these populations typically receive little sun exposure. Other groups at risk include individuals with malabsorption secondary to gastrointestinal bypass surgery or celiac disease. Similarly, individuals who immigrate from warm climates to cold climates, especially women who wear traditional veils or dresses that prevent sun exposure are also susceptible to osteomalacia.PMC2646121
seizureNot AvailableNot AvailableNot AvailablePMC9501146 , PMC7550371
seizureAssociated With?Not AvailableNot AvailablePMC8624108
aplastic anemiaAssociated With?Not AvailableNot AvailablePMC7152208 , PMC7152208
hyperglycemiaAssociated With?Not AvailableA disorder characterized by laboratory test results that indicate an elevation in the concentration of blood sugar. It is usually an indication of diabetes mellitus or glucose intolerance. (NCI CTCAE)PMC4975627
epilepsyNot AvailableNot AvailableA brain disease that is characterized by the occurrance of at least two unprovoked seizures resulting from a persistent epileptogenic abnormality of the brain that is able to spontaneously generate paroxysmal activity and typically manifested by sudden brief episodes of altered or diminished consciousness, involuntary movements, or convulsions. (DO)PMC1492602 , PMC7321613
status epilepticusNot AvailableNot AvailableNot AvailablePMC1492602 , PMC1492602
Bone Diseases, MetabolicAssociated With?Not AvailableNot AvailablePMC2646121
Craniofacial AbnormalitiesAssociated With?increaseNot AvailablePMC4544754
Pregnancy, UnplannedAssociated With?decreaseNot AvailablePMC11957599
MetrorrhagiaAssociated With?decreaseNot AvailablePMC11957599
hypersensitivity reaction diseaseAssociated With?Not AvailableNot AvailablePMC1492602 , PMC5094896
Focal-onset seizureNot AvailableNot AvailableNot AvailablePMC1492602 , PMC7696250
Generalized-onset seizureNot AvailableNot AvailableNot AvailablePMC7696250
Status epilepticus without prominent motor symptomsNot AvailableNot AvailableNot AvailablePMC1492602
tonic-clonic seizureNot AvailableNot AvailableNot AvailablePMC1492602 , PMC1492602
cerebellar disorderAssociated With?Not AvailableNot AvailablePMC10429746
fetal hydantoin syndromeAssociated With?Not AvailableNot AvailablePMC5250586
Exposure Sources
Source IDSourceSectorReference
CEDs000010Insecticides?Insecticides are synthetic chemicals designed to control or eliminate insect pests that threaten crops and other agricultural products.Agriculture & land managementPubChem
CEDs000013Soil?Soil serves as a critical medium for plant growth and sustains various ecological functions; however, it can become a reservoir for synthetic chemical contamination.Agriculture & land managementPMC10927905
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
CEDs000371Antiepileptics?Antiepileptics are a class of synthetic drugs used primarily to manage seizure disorders.Healthcare, pharmaceuticals & veterinary productsNot Available
CEDs000500Stairs And Ramps?Stairs and ramps in construction are often treated with various synthetic chemicals to enhance durability, slip resistance, and weather resistance.Building & ConstructionPubChem
CEDs000505Amplifiers?Amplifiers, commonly used in various electronic devices to enhance signal strength, can be a source of synthetic chemical contamination due to the materials and processes involved in their production and disposal.Electrical & Electronic EquipmentPubChem
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
CEDs000507Auxiliary Devices?Auxiliary devices, such as capacitors, transformers, and circuit breakers, are integral components in various electronic systems.Electrical & Electronic EquipmentPubChem
CEDs000511Conductors Or Conductive Bodies Characterised By The Conductive Materials?Conductors, or conductive bodies, are materials that allow the flow of electrical current, typically made from metals such as copper, aluminum, or silver.Electrical & Electronic EquipmentPubChem
CEDs000513Cores Yokes Or Armatures?Cores, yokes, or armatures are components commonly found in electrical devices, used to facilitate the magnetic and electrical functions within motors, transformers, and generators.Electrical & Electronic EquipmentPubChem
CEDs000514Discharge Lamps?Discharge lamps, including fluorescent and high-intensity discharge (HID) lamps, are commonly used for lighting applications due to their energy efficiency and brightness.Electrical & Electronic EquipmentPubChem
CEDs000517Electric Switches?Electric switches, integral components in numerous devices, can be a source of synthetic chemical contamination due to the materials and manufacturing processes involved in their production.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
CEDs000521Fixed Capacitors And Their Manufacture?Fixed capacitors are passive electronic components used to store and release electrical energy, playing a critical role in various circuits.Electrical & Electronic EquipmentPubChem
CEDs000523Gas Filled Discharge Tubes With Solid Cathode?Gas Filled Discharge Tubes with Solid Cathodes are electrical components that facilitate the flow of current by ionizing gas within a sealed tube.Electrical & Electronic EquipmentPubChem
CEDs000524Hybrid Capacitors?Hybrid capacitors are energy storage devices that combine the properties of electrolytic and supercapacitors, utilizing a combination of electrochemical principles to achieve higher energy density and power density.Electrical & Electronic EquipmentPubChem
CEDs000525Line Transmission Systems?Line Transmission Systems, commonly used for the distribution of electrical energy, can be a source of synthetic chemical contamination through the insulation materials and coatings utilized in their construction.Electrical & Electronic EquipmentPubChem
CEDs000527Magnets?Magnets, commonly used in various electrical and electronic applications, can be a source of synthetic chemical contamination due to the materials used in their production.Electrical & Electronic EquipmentPubChem
CEDs000530Radio Transmission Systems?Radio transmission systems utilize a variety of synthetic chemicals in their manufacturing and maintenance processes.Electrical & Electronic EquipmentPubChem
CEDs000531Relays?Relays are electromechanical switches used to control circuits and manage electrical loads.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
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
CEDs000550Preparation Of Wort?The preparation of wort involves the extraction of sugars from malted grains, a crucial step in the brewing process.Food, food processing & cookwarePubChem
CEDs000555Bleaching Agents?Bleaching agents are chemical substances used to whiten or lighten materials, often employed in various cleaning products for their stain removal and disinfecting properties.Household cleaning & consumer productsPubChem
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
CEDs000561Perfumes Within Detergents And Soaps?Perfumes within detergents and soaps are synthetic fragrance compounds added to enhance the sensory experience of cleaning products.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
CEDs000568Tobacco Product Moisture Control?Tobacco product moisture control involves the use of synthetic chemicals to manage the humidity levels in tobacco products, aiming to preserve flavor and extend shelf life.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
CEDs000578Making Cigars?The process of making cigars involves several steps, including the cultivation of tobacco, fermentation, and the application of various additives to enhance flavor and preservation.Industrial manufacturing & chemical processingPubChem
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
CEDs000583Anchoring Equipment?Anchoring equipment, commonly used in marine applications, can be a source of synthetic chemical contamination due to the materials and coatings utilized in their manufacturing.Marine, shipping & aquaculturePubChem
CEDs000587Gun Or Missile Launchers?Gun or missile launchers can serve as sources of synthetic chemical contamination through the use of propellants, explosives, and lubricants that may be released into the environment during their operation or maintenance.Marine, shipping & aquaculturePubChem
CEDs000596Acaricides?Acaricides are synthetic chemicals specifically designed to target and control mite populations that can damage crops and plants.Agriculture & land managementPubChem
CEDs000600Herbicides And Algicides?Herbicides and algicides are synthetic chemicals primarily used to control unwanted plants and algae in various environments.Agriculture & land managementPubChem
CEDs000602Molluscicides?Molluscicides are synthetic chemicals specifically designed to control and eliminate mollusks, such as snails and slugs, which can be detrimental to crops and agricultural productivity.Agriculture & land managementPubChem
CEDs000603Nematocides?Nematocides are synthetic chemicals specifically designed to control nematodes, which are microscopic roundworms that can cause significant damage to crops and plants.Agriculture & land managementPubChem
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
CEDs000609Aftershave?Aftershave is a grooming product typically used to soothe and protect the skin following shaving.Personal care & cosmeticsPubChem
CEDs000610Aftersun Products?Aftersun products are designed to soothe and hydrate the skin after sun exposure, often containing various synthetic chemicals such as emollients, preservatives, and fragrances.Personal care & cosmeticsPubChem
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
CEDs000614Essential Oils Or Perfumes?Essential oils and perfumes are complex mixtures of volatile compounds derived from natural or synthetic sources, commonly used for their aromatic properties.Personal care & cosmeticsPubChem
CEDs000615Eye Makeup Products?Eye makeup products, including mascaras, eyeliners, and eyeshadows, often contain a variety of synthetic chemicals such as pigments, preservatives, and film-forming agents.Personal care & cosmeticsPubChem
CEDs000617Lip Care Products?Lip care products, including lipsticks, balms, and glosses, often contain a variety of synthetic chemicals such as parabens, phthalates, and synthetic fragrances.Personal care & cosmeticsPubChem
CEDs000618Lip Makeup Products?Lip makeup products, such as lipsticks, lip glosses, and lip liners, often contain a variety of synthetic chemicals, including pigments, preservatives, and emollients.Personal care & cosmeticsPubChem
CEDs000630Toys?Toys, particularly those made from synthetic materials such as plastics, can be a source of chemical contamination due to the presence of various additives and compounds used in their production.Recreation & sports surfacesPubChem
CEDs000632Apparel?Apparel production often involves the use of various synthetic chemicals, including dyes, finishing agents, and preservatives.Textiles, leather & furnishingsPubChem
CEDs000638Decorating Textiles?Decorating textiles often involves the use of synthetic chemicals such as dyes, finishes, and coatings.Textiles, leather & furnishingsPubChem
CEDs000642Footwear?Footwear production often involves the use of various synthetic chemicals, such as adhesives, dyes, and treatments, which can contribute to environmental contamination.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
CEDs000650Purses Luggage Hand Bags?Purses, luggage, and handbags are often manufactured using synthetic materials such as polyvinyl chloride (PVC), polyurethane, and various types of nylon.Textiles, leather & furnishingsPubChem
CEDs000651Purses Money Bags Wallets?Purses, money bags, and wallets are often manufactured using synthetic materials, including plastics, polyurethanes, and various treated fabrics.Textiles, leather & furnishingsPubChem
CEDs000655Slide Fasteners?Slide fasteners, commonly known as zippers, are mechanical devices used to join two edges of fabric or other materials.Textiles, leather & furnishingsPubChem
CEDs000658Touch Fasteners?Touch fasteners, commonly known as hook-and-loop fasteners, are composed of synthetic materials such as nylon or polyester.Textiles, leather & furnishingsPubChem
CEDs000662Yarns Or Threads?Yarns or threads used in textiles can be a source of synthetic chemical contamination due to the production processes and treatments they undergo.Textiles, leather & furnishingsPubChem
CEDs000667Gaseous Fire Fighting?Gaseous fire fighting systems utilize synthetic chemicals, such as halocarbons and inert gases, to suppress fires through chemical and physical processes.Fire suppression systems & agentsPubChem
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
CEDs000678Nitrogenous Fertilisers?Nitrogenous fertilizers are synthetic chemical compounds primarily used to enhance plant growth by supplying essential nitrogen, a crucial nutrient for photosynthesis and protein synthesis.Agriculture & land managementPubChem
CEDs000679Phosphatic Fertilisers?Phosphatic fertilizers are synthetic chemical products primarily composed of phosphorus, which is essential for plant growth.Agriculture & land managementPubChem
CEDs000684Cements?Cements are a composite material primarily used as a binding agent in construction applications, formed by the calcination of limestone and clay minerals at high temperatures.Building & ConstructionPubChem
CEDs000685Ceramics?Ceramics can be a source of synthetic chemical contamination through various additives and processing agents used in their production.Building & ConstructionPubChem
CEDs000688Glass Coatings?Glass coatings are synthetic chemical formulations applied to glass surfaces to enhance properties such as durability, UV resistance, and aesthetic appeal.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
CEDs000699Mining Or Quarrying?Mining and quarrying operations can lead to synthetic chemical contamination through the release of various pollutants associated with the extraction and processing of minerals.Mining & metal processingPubChem
CEDs000714Embossing Machines?Embossing machines are industrial devices used to create raised patterns or designs on materials, including paper and fiber products.Paper, pulp & fiber productsPubChem
CEDs000727Printing Machines Or Presses?Printing machines or presses commonly utilize synthetic chemicals such as inks, solvents, and cleaning agents.Paper, pulp & fiber productsPubChem
CEDs000729Stamps?Stamps, particularly those produced using synthetic inks and adhesives, can contribute to chemical contamination when disposed of improperly.Paper, pulp & fiber productsPubChem
CEDs000730Contact Lens Cases?Contact lens cases are small containers designed to store contact lenses in a sterile environment, typically made from various synthetic materials including plastics such as polypropylene or polycarbonate.Healthcare, pharmaceuticals & veterinary productsPubChem
CEDs000734Coating Compositions?Coating compositions, which include paints, sealants, and varnishes, are formulated with a variety of synthetic chemicals such as solvents, resins, pigments, and additives.Building & ConstructionPubChem
CEDs000735Explosives?Explosives are chemical compounds or mixtures designed to undergo rapid decomposition, releasing energy in the form of gas and heat.Defense & military infrastructurePubChem
CEDs000738Cooling Circuit Water?Cooling circuit water is utilized in various industrial processes to absorb and dissipate heat generated during operations.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
CEDs000740Paper?Paper production involves the processing of wood fibers and the use of various chemicals, which can lead to synthetic chemical contamination.Paper, pulp & fiber productsPubChem
CEDs000741Pigment Pastes?Pigment pastes are concentrated dispersions of pigments used to impart color and properties to materials.Paper, pulp & fiber productsPubChem
CEDs000743Sludge Treatment?Sludge treatment involves the processing of waste materials generated from wastewater treatment plants, which often contain a variety of organic and inorganic substances.Wastewater, sanitation & biosolidsPubChem
CEDs000744Water, Wastewater, & Sewage Treatment?Water, wastewater, and sewage treatment processes are critical for managing and mitigating pollutants in water systems.Wastewater, sanitation & biosolidsPubChem
CEDs01080CapsuleHealthcare, pharmaceuticals & veterinary productsPMC7696250
CEDs01090Pharmaceutical ProductsHealthcare, pharmaceuticals & veterinary productsPMC6160929
CEDs01148MilkFood, food processing & cookwarePMC13318911
CEDs01210Food SupplementsFood, food processing & cookwarePMC9818512
CEDs02255WaterAquatic systems & sedimentsPMC8378836
CEDs02261Sea WaterAquatic systems & sedimentsPMC8984365 , PMC12331854
CEDs02265River WaterAquatic systems & sedimentsPMC9494433
Pathways
6 pathwaysPathway Source: PathBank
Targets
StructureProteinUniProt IDOrganismRelationshipDetails
Ribosomal protein S6 kinase alpha-3 structureClick to view 3D structureRibosomal protein S6 kinase alpha-3P51812HumansPredicted (SEA)
Prediction Confidence Score
0.232
Applicability Domain
0.273 Low confidence
Statistical Significance
0.4885
Supporting Reference Compounds
733
E-value
3803.17
Indoleamine 2,3-dioxygenase 1 structureClick to view 3D structureIndoleamine 2,3-dioxygenase 1P14902HumansPredicted (SEA)
Prediction Confidence Score
0.231
Applicability Domain
0.256 Low confidence
Statistical Significance
0.055
Supporting Reference Compounds
108
E-value
428.404
A disintegrin and metalloproteinase with thrombospondin motifs 4 structureClick to view 3D structureA disintegrin and metalloproteinase with thrombospondin motifs 4O75173HumansPredicted (SEA)
Prediction Confidence Score
0.231
Applicability Domain
0.309
Statistical Significance
0.0678
Supporting Reference Compounds
79
E-value
527.584
Cyclin-dependent kinase 1 structureClick to view 3D structureCyclin-dependent kinase 1P06493HumansPredicted (SEA)
Prediction Confidence Score
0.23
Applicability Domain
0.273 Low confidence
Statistical Significance
0.4886
Supporting Reference Compounds
715
E-value
3803.48
Cytochrome P450 3A4 structureClick to view 3D structureCytochrome P450 3A4P08684HumansKnownNot Available
Cytochrome P450 2C9 structureClick to view 3D structureCytochrome P450 2C9P11712HumansKnownNot Available
Cytochrome P450 2B6 structureClick to view 3D structureCytochrome P450 2B6P20813HumansKnownNot Available
Click to view 3D structureAldo-keto reductase family 1 member B1P07943Rattus norvegicusPredicted (SEA)
Prediction Confidence Score
0.38
Applicability Domain
0.586
Statistical Significance
0.0014
Supporting Reference Compounds
70
E-value
10.5875
72 kDa type IV collagenase structureClick to view 3D structure72 kDa type IV collagenaseP08253HumansPredicted (SEA)
Prediction Confidence Score
0.292
Applicability Domain
0.309
Statistical Significance
0.0533
Supporting Reference Compounds
400
E-value
414.625
A disintegrin and metalloproteinase with thrombospondin motifs 5 structureClick to view 3D structureA disintegrin and metalloproteinase with thrombospondin motifs 5Q9UNA0HumansPredicted (SEA)
Prediction Confidence Score
0.277
Applicability Domain
0.309
Statistical Significance
0.008
Supporting Reference Compounds
79
E-value
62.2794
Aldo-keto reductase family 1 member B1 structureClick to view 3D structureAldo-keto reductase family 1 member B1P15121HumansPredicted (SEA)
Prediction Confidence Score
0.275
Applicability Domain
0.429
Statistical Significance
0.0124
Supporting Reference Compounds
84
E-value
96.9223
Collagenase 3 structureClick to view 3D structureCollagenase 3P45452HumansPredicted (SEA)
Prediction Confidence Score
0.275
Applicability Domain
0.309
Statistical Significance
0.0569
Supporting Reference Compounds
269
E-value
442.962
Disintegrin and metalloproteinase domain-containing protein 17 structureClick to view 3D structureDisintegrin and metalloproteinase domain-containing protein 17P78536HumansPredicted (SEA)
Prediction Confidence Score
0.274
Applicability Domain
0.309
Statistical Significance
0.0286
Supporting Reference Compounds
166
E-value
223.038
Matrix metalloproteinase-14 structureClick to view 3D structureMatrix metalloproteinase-14P50281HumansPredicted (SEA)
Prediction Confidence Score
0.251
Applicability Domain
0.309
Statistical Significance
0.0896
Supporting Reference Compounds
198
E-value
697.295
Stromelysin-1 structureClick to view 3D structureStromelysin-1P08254HumansPredicted (SEA)
Prediction Confidence Score
0.249
Applicability Domain
0.309
Statistical Significance
0.101
Supporting Reference Compounds
200
E-value
786.666
Beta-secretase 1 structureClick to view 3D structureBeta-secretase 1P56817HumansPredicted (SEA)
Prediction Confidence Score
0.248
Applicability Domain
0.326
Statistical Significance
0.0658
Supporting Reference Compounds
163
E-value
512.481
Aldo-keto reductase family 1 member A1 structureClick to view 3D structureAldo-keto reductase family 1 member A1P14550HumansPredicted (SEA)
Prediction Confidence Score
0.247
Applicability Domain
0.429
Statistical Significance
3.80e-04
Supporting Reference Compounds
11
E-value
2.95827
Interstitial collagenase structureClick to view 3D structureInterstitial collagenaseP03956HumansPredicted (SEA)
Prediction Confidence Score
0.243
Applicability Domain
0.283 Low confidence
Statistical Significance
0.1458
Supporting Reference Compounds
258
E-value
1135.28
Click to view 3D structureAldehyde dehydrogenase 1A1P51647Rattus norvegicusPredicted (SEA)
Prediction Confidence Score
0.241
Applicability Domain
0.241 Low confidence
Statistical Significance
3.30e-04
Supporting Reference Compounds
1
E-value
2.56902
Epidermal growth factor receptor structureClick to view 3D structureEpidermal growth factor receptorP00533HumansPredicted (SEA)
Prediction Confidence Score
0.239
Applicability Domain
0.273 Low confidence
Statistical Significance
0.5199
Supporting Reference Compounds
1301
E-value
4047.07
Amine oxidase [flavin-containing] A structureClick to view 3D structureAmine oxidase [flavin-containing] AP21397HumansPredicted (SEA)
Prediction Confidence Score
0.239
Applicability Domain
0.273 Low confidence
Statistical Significance
0.1313
Supporting Reference Compounds
241
E-value
1022.08
Serine/threonine-protein kinase Chk1 structureClick to view 3D structureSerine/threonine-protein kinase Chk1O14757HumansPredicted (SEA)
Prediction Confidence Score
0.239
Applicability Domain
0.273 Low confidence
Statistical Significance
0.4339
Supporting Reference Compounds
807
E-value
3378.03
Plasmepsin II structureClick to view 3D structurePlasmepsin IIP46925Plasmodium falciparumPredicted (SEA)
Prediction Confidence Score
0.235
Applicability Domain
0.326
Statistical Significance
0.0189
Supporting Reference Compounds
27
E-value
147.446
Proto-oncogene tyrosine-protein kinase receptor Ret structureClick to view 3D structureProto-oncogene tyrosine-protein kinase receptor RetP07949HumansPredicted (SEA)
Prediction Confidence Score
0.234
Applicability Domain
0.273 Low confidence
Statistical Significance
0.4627
Supporting Reference Compounds
764
E-value
3602.4
Glycogen synthase kinase-3 beta structureClick to view 3D structureGlycogen synthase kinase-3 betaP49841HumansPredicted (SEA)
Prediction Confidence Score
0.234
Applicability Domain
0.273 Low confidence
Statistical Significance
0.5676
Supporting Reference Compounds
1157
E-value
4418.64
Matrix metalloproteinase-9 structureClick to view 3D structureMatrix metalloproteinase-9P14780HumansPredicted (SEA)
Prediction Confidence Score
0.232
Applicability Domain
0.283 Low confidence
Statistical Significance
0.2265
Supporting Reference Compounds
292
E-value
1763.28
Carbonic anhydrase 2 structureClick to view 3D structureCarbonic anhydrase 2P00918HumansPredicted (SEA)
Prediction Confidence Score
0.232
Applicability Domain
0.256 Low confidence
Statistical Significance
0.2721
Supporting Reference Compounds
472
E-value
2118.43
Carbonic anhydrase 12 structureClick to view 3D structureCarbonic anhydrase 12O43570HumansPredicted (SEA)
Prediction Confidence Score
0.232
Applicability Domain
0.256 Low confidence
Statistical Significance
0.2048
Supporting Reference Compounds
332
E-value
1594.59
Nuclear receptor subfamily 1 group I member 2 structureClick to view 3D structureNuclear receptor subfamily 1 group I member 2O75469HumansKnownNot Available
Sodium channel protein type 5 subunit alpha structureClick to view 3D structureSodium channel protein type 5 subunit alphaQ14524HumansKnownPhenytoin acts on sodium channels on the neuronal cell membrane, limiting the spread of seizure activity and reducing seizure propagation. By promoting sodium efflux from neurons, phenytoin tends to stabilize the threshold against hyperexcitability caused by excessive stimulation or environmental changes capable of reducing membrane sodium gradient. This includes the reduction of post-tetanic potentiation at synapses. Loss of post-tetanic potentiation prevents cortical seizure foci from detonating adjacent cortical areas.
Cytochrome P450 2C9 structureClick to view 3D structureCytochrome P450 2C9P11712HumansKnownNot Available
Sodium channel protein type 1 subunit alpha structureClick to view 3D structureSodium channel protein type 1 subunit alphaP35498HumansKnownPhenytoin acts on sodium channels on the neuronal cell membrane, limiting the spread of seizure activity and reducing seizure propagation. By promoting sodium efflux from neurons, phenytoin tends to stabilize the threshold against hyperexcitability caused by excessive stimulation or environmental changes capable of reducing membrane sodium gradient. This includes the reduction of post-tetanic potentiation at synapses. Loss of post-tetanic potentiation prevents cortical seizure foci from detonating adjacent cortical areas.
Sodium channel protein type 2 subunit alpha structureClick to view 3D structureSodium channel protein type 2 subunit alphaQ99250HumansKnownNot Available
Voltage-gated inwardly rectifying potassium channel KCNH2 structureClick to view 3D structureVoltage-gated inwardly rectifying potassium channel KCNH2Q12809HumansKnownNot Available
Sodium channel protein type 3 subunit alpha structureClick to view 3D structureSodium channel protein type 3 subunit alphaQ9NY46HumansKnownNot Available
Sodium channel protein type 4 subunit alpha structureClick to view 3D structureSodium channel protein type 4 subunit alphaP35499HumansKnownNot Available
Bile acid receptor structureClick to view 3D structureBile acid receptorQ96RI1HumansKnownNot Available
Sodium-dependent dopamine transporter structureClick to view 3D structureSodium-dependent dopamine transporterQ01959HumansKnownNot Available
Concentrations
Not Available
External Links
DrugBank IDDB00252
HMDB IDHMDB0014397
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkPhenytoin
Chemspider ID1710
ChEBI ID8107
PubChem Compound ID1775
Kegg Compound IDC07443
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis Reference

Mahdi B. Fawzi, Anne K. Taylor, “Parenteral phenytoin preparations.” U.S. Patent US4642316, issued April, 1981.

MSDSLink
General References
  1. International Agency for Research on Cancer (2014). IARC Monographs on the Evaluation of Carcinogenic Risks to Humans. - http://monographs.iarc.fr/index.php
  2. Drugs.com - http://www.drugs.com/cons/Phenytoin.html
  3. RxList: The Internet Drug Index (2009). - http://www.rxlist.com/
  4. PharmGKB - https://www.pharmgkb.org/pathway/PA145011115
  5. https://www.pharmgkb.org/pathway/PA145011115