| (S)-Mephenytoinsubstrate of the cytochrome P450 (CYP) isoform CYP2C19 |
Sample solution is provided at 25 µL, 10mM.
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- Purity = 98.00%
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Chemical structure
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| Cas No. | 70989-04-7 | SDF | Download SDF |
| Synonyms | (S)-5-Ethyl-3-methyl-5-phenylhydantoin | ||
| Chemical Name | (5S)-5-ethyl-3-methyl-5-phenyl-2,4-imidazolidinedione | ||
| Canonical SMILES | O=C1[C@@](C2=CC=CC=C2)(CC)NC(N1C)=O | ||
| Formula | C12H14N2O2 | M.Wt | 218.3 |
| Solubility | ≤15mg/ml in ethanol;25mg/ml in DMSO;25mg/ml in dimethyl formamide | Storage | Store at -20°C |
| Physical Appearance | A crystalline solid | Shipping Condition | Evaluation sample solution : ship with blue ice.All other available size:ship with RT , or blue ice upon request |
| General tips | For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months. | ||
(S)-Mephenytoin is an anticonvulsive drug which is metabolized by N-demethylation and 4-hydroxylation (of the aromatic ring). (S)-Mephenytoin is a substrate of the cytochrome P450 (CYP) isoform CYP2C19, also known as mephenytoin 4-hydroxylase [1].
CYP2C19 is the main mephenytoin 4-hydroxylase in humans implicated in metabolizing a variety of therapeutic agents, such as omeprazole, proguanil, diazepam, propranolol, citalopram, imipramine, and certain barbiturates [2].
In vitro: In the presence of cytochrome b5, the Km value for S-mephenytoin was 1.25 mM with all five purified cytochrome P-450s preparations, and Vmax values were 0.8-1.25 nmol of 4-hydroxy product formed per min/nmol of P-450 [1].
References:[1] Shimada T, Misono K S, Guengerich F P. Human liver microsomal cytochrome P-450 mephenytoin 4-hydroxylase, a prototype of genetic polymorphism in oxidative drug metabolism. Purification and characterization of two similar forms involved in the reaction[J]. Journal of Biological Chemistry, 1986, 261(2): 909-921.[2] Ferguson R J, De Morais S M F, Benhamou S, et al. A new genetic defect in human CYP2C19: mutation of the initiation codon is responsible for poor metabolism of S-mephenytoin[J]. Journal of Pharmacology and Experimental Therapeutics, 1998, 284(1): 356-361.
