(S)-Mephenytoin (CED0008039)

Record Information

Version

1.0

Creation Date

2016-05-22 05:30:30 UTC

Update Date

2026-04-06 04:16:55 UTC

SynCED ID

CED0008039

Secondary Accession Numbers

CHEM018755

Identification

Common Name

(S)-Mephenytoin

Class

Small Molecule

Description

(S)-Mephenytoin is an organic compound with the formula C12H14N2O2 and an average molecular weight of 218.26 g/mol. (S)-Mephenytoin belongs to the imidazolidines, a subclass of azolidines within the organic compounds. This organoheterocyclic compound has been recorded as being found in or released from food, food processing, and cookware, specifically in relation to processing meats.

Contaminant Type

Not Available

Chemical Structure

MOL SDF 3D SDF PDB SMILES InChI View 3D Structure

Synonyms

Value	Source
S-Mephenytoin	ChEMBL

Chemical Formula

C₁₂H₁₄N₂O₂

Average Molecular Mass

218.256 g/mol

Monoisotopic Mass

218.106 g/mol

CAS Registry Number

70989-04-7

IUPAC Name

(4S)-4-ethyl-2-hydroxy-1-methyl-4-phenyl-4,5-dihydro-1H-imidazol-5-one

Traditional Name

(5S)-5-ethyl-2-hydroxy-3-methyl-5-phenylimidazol-4-one

SMILES

CC[C@]1(N=C(O)N(C)C1=O)C1=CC=CC=C1

InChI Identifier

InChI=1S/C12H14N2O2/c1-3-12(9-7-5-4-6-8-9)10(15)14(2)11(16)13-12/h4-8H,3H2,1-2H3,(H,13,16)/t12-/m0/s1

InChI Key

GMHKMTDVRCWUDX-LBPRGKRZSA-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.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Azolidines

Sub Class

Imidazolidines

Direct Parent

Phenylhydantoins

Alternative Parents

Substituents

5-phenylhydantoin
Phenylimidazolidine
Alpha-amino acid or derivatives
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 nitrogen compound
Carbonyl group
Organic oxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

anticonvulsant (PMC3994740 )?

Chemical Roles

Not Available

Organoleptic Effects

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.47 g/L	ALOGPS
logP	1.43	ALOGPS
logP	2.48	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	3.13	ChemAxon
pKa (Strongest Basic)	0.94	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	52.9 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	60.06 m³·mol⁻¹	ChemAxon
Polarizability	22.85 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014i-0490000000-8c8bcd12840df6ae00f2	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-001i-0920000000-360996524b6c1cdc8fe3	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0ue9-6900000000-5f6a566d2e8972a3e79c	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014i-0290000000-de9e2d95bc7cf0aea9ac	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014i-7590000000-9cb9accf3f7737fa1483	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-000x-9600000000-a00ec47fefbdc60a200a	Not Available	View Spectrum

Toxicity Profile

Toxicity Values

Toxicity Value	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Toxicity Rating	Reference
1425.0 Log mg/kg [800:2500]	Rat	LD50	oral	predicted	Not Available	Not Available

Toxicity / Toxin Class

Not Available

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Health Effects

Health Effect	Relationship	Direction	Description	Reference

Exposure Sources

Source ID	Source	Sector	Reference
CEDs000181	Ballast water?Ballast water, taken on by ships to maintain stability and balance, often contains a diverse array of microorganisms, including bacteria, viruses, and plankton.	Marine, shipping & aquaculture	PubChem
CEDs000182	Bilge water?Bilge water is a byproduct generated from the accumulation of water in the lowest part of a ship's hull, which may include a mixture of seawater, oil, fuel residues, and various contaminants.	Marine, shipping & aquaculture	PubChem
CEDs000545	Food 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 & cookware	PubChem
CEDs000552	Processing Meats?Processing meats can lead to synthetic chemical contamination primarily through the use of additives and preservatives.	Food, food processing & cookware	PubChem
CEDs000611	Anti Perspirants Or Body Deoderants?Antiperspirants and body deodorants commonly contain synthetic chemicals such as aluminum compounds, parabens, and synthetic fragrances.	Personal care & cosmetics	PubChem
CEDs000632	Apparel?Apparel production often involves the use of various synthetic chemicals, including dyes, finishing agents, and preservatives.	Textiles, leather & furnishings	PubChem
CEDs000696	Nanotechnology?Nanotechnology involves the manipulation of materials at the molecular or atomic level, typically within the range of 1 to 100 nanometers.	Industrial manufacturing & chemical processing	PubChem
CEDs000739	Inks?Inks are complex mixtures composed of pigments or dyes, solvents, resins, and additives used primarily for printing and writing applications.	Paper, pulp & fiber products	PubChem
CEDs000740	Paper?Paper production involves the processing of wood fibers and the use of various chemicals, which can lead to synthetic chemical contamination.	Paper, pulp & fiber products	PubChem
CEDs000741	Pigment Pastes?Pigment pastes are concentrated dispersions of pigments used to impart color and properties to materials.	Paper, pulp & fiber products	PubChem
CEDs000744	Water, Wastewater, & Sewage Treatment?Water, wastewater, and sewage treatment processes are critical for managing and mitigating pollutants in water systems.	Wastewater, sanitation & biosolids	PubChem

Pathways

0 pathwaysPathway Source: PathBank

No pathways found

No metabolic pathways have been associated with this synthetic chemical

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Palmitoyl-protein thioesterase ABHD10, mitochondrial	Q6PE15	Mus musculus	Predicted (SEA)	Prediction Confidence Score 0.307 Applicability Domain 0.367 Statistical Significance 2.00e-05 Supporting Reference Compounds 3 E-value 0.155698
Click to view 3D structure	Beta-secretase 1	P56817	Humans	Predicted (SEA)	Prediction Confidence Score 0.287 Applicability Domain 0.429 Statistical Significance 0.0225 Supporting Reference Compounds 163 E-value 175.472
Click to view 3D structure	Sodium-dependent serotonin transporter	P31652	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.283 Applicability Domain 0.32 Statistical Significance 0.0438 Supporting Reference Compounds 297 E-value 340.902
Click to view 3D structure	Mu-type opioid receptor	P35372	Humans	Predicted (SEA)	Prediction Confidence Score 0.27 Applicability Domain 0.32 Statistical Significance 0.1269 Supporting Reference Compounds 527 E-value 987.595
Click to view 3D structure	Beta-secretase 2	Q9Y5Z0	Humans	Predicted (SEA)	Prediction Confidence Score 0.268 Applicability Domain 0.429 Statistical Significance 0.0072 Supporting Reference Compounds 38 E-value 56.3628
Click to view 3D structure	5-hydroxytryptamine receptor 1A	P08908	Humans	Predicted (SEA)	Prediction Confidence Score 0.266 Applicability Domain 0.288 Low confidence Statistical Significance 0.1723 Supporting Reference Compounds 953 E-value 1341.5
Click to view 3D structure	Pyruvate carboxylase	A0A0H3JRU9	Staphylococcus aureus (strain Mu50 / ATCC 700699)	Predicted (SEA)	Prediction Confidence Score 0.264 Applicability Domain 0.264 Low confidence Statistical Significance 0.0013 Supporting Reference Compounds 1 E-value 10.0426
Click to view 3D structure	Amyloid-beta precursor protein	P05067	Humans	Predicted (SEA)	Prediction Confidence Score 0.264 Applicability Domain 0.429 Statistical Significance 0.0272 Supporting Reference Compounds 109 E-value 211.672
Click to view 3D structure	Sodium-dependent dopamine transporter	P23977	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.261 Applicability Domain 0.314 Statistical Significance 0.0502 Supporting Reference Compounds 203 E-value 390.803
Click to view 3D structure	Renin	P00797	Humans	Predicted (SEA)	Prediction Confidence Score 0.254 Applicability Domain 0.429 Statistical Significance 0.0348 Supporting Reference Compounds 59 E-value 270.76
Click to view 3D structure	Sigma non-opioid intracellular receptor 1	Q99720	Humans	Predicted (SEA)	Prediction Confidence Score 0.253 Applicability Domain 0.278 Low confidence Statistical Significance 0.1957 Supporting Reference Compounds 562 E-value 1523.35
Click to view 3D structure	5-hydroxytryptamine receptor 7	P34969	Humans	Predicted (SEA)	Prediction Confidence Score 0.253 Applicability Domain 0.27 Low confidence Statistical Significance 0.1711 Supporting Reference Compounds 565 E-value 1332.08
Click to view 3D structure	Adenosine receptor A1	P25099	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.252 Applicability Domain 0.283 Low confidence Statistical Significance 0.0525 Supporting Reference Compounds 221 E-value 409.02
Click to view 3D structure	5-hydroxytryptamine receptor 6	P50406	Humans	Predicted (SEA)	Prediction Confidence Score 0.251 Applicability Domain 0.288 Low confidence Statistical Significance 0.1653 Supporting Reference Compounds 536 E-value 1286.85
Click to view 3D structure	Voltage-gated inwardly rectifying potassium channel KCNH2	Q12809	Humans	Predicted (SEA)	Prediction Confidence Score 0.249 Applicability Domain 0.32 Statistical Significance 0.5534 Supporting Reference Compounds 1498 E-value 4308.49
Click to view 3D structure	Adenosine receptor A2b	P29275	Humans	Predicted (SEA)	Prediction Confidence Score 0.249 Applicability Domain 0.269 Low confidence Statistical Significance 0.0687 Supporting Reference Compounds 187 E-value 534.668
Click to view 3D structure	Adenosine receptor A2a	P30543	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.249 Applicability Domain 0.283 Low confidence Statistical Significance 0.0512 Supporting Reference Compounds 174 E-value 398.977
Click to view 3D structure	Alpha-1D adrenergic receptor	P23944	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.249 Applicability Domain 0.288 Low confidence Statistical Significance 0.0398 Supporting Reference Compounds 105 E-value 310.151
Click to view 3D structure	Delta-type opioid receptor	P41143	Humans	Predicted (SEA)	Prediction Confidence Score 0.246 Applicability Domain 0.32 Statistical Significance 0.1781 Supporting Reference Compounds 427 E-value 1386.42
Click to view 3D structure	Kappa-type opioid receptor	P41145	Humans	Predicted (SEA)	Prediction Confidence Score 0.245 Applicability Domain 0.32 Statistical Significance 0.2486 Supporting Reference Compounds 532 E-value 1935.33
Click to view 3D structure	Alpha-1A adrenergic receptor	P43140	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.244 Applicability Domain 0.288 Low confidence Statistical Significance 0.1011 Supporting Reference Compounds 208 E-value 787.211
Click to view 3D structure	D(2) dopamine receptor	P61169	Rat	Predicted (SEA)	Prediction Confidence Score 0.243 Applicability Domain 0.278 Low confidence Statistical Significance 0.2087 Supporting Reference Compounds 528 E-value 1624.79
Click to view 3D structure	Mu-type opioid receptor	P97266	Cavia porcellus	Predicted (SEA)	Prediction Confidence Score 0.241 Applicability Domain 0.32 Statistical Significance 0.0853 Supporting Reference Compounds 186 E-value 664.132
Click to view 3D structure	Sodium-dependent noradrenaline transporter	P23975	Humans	Predicted (SEA)	Prediction Confidence Score 0.241 Applicability Domain 0.264 Low confidence Statistical Significance 0.2144 Supporting Reference Compounds 451 E-value 1669.01
Click to view 3D structure	Glycogen synthase kinase-3 beta	P49841	Humans	Predicted (SEA)	Prediction Confidence Score 0.24 Applicability Domain 0.25 Low confidence Statistical Significance 0.5037 Supporting Reference Compounds 1157 E-value 3921.34
Click to view 3D structure	Cytochrome P450 2C19	P33261	Humans	Known	Not Available