A metabolite of (R)- and (S)-mephenytoin
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(±)4-Hydroxymephenytoin

Item No. 16124

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5-ethyl-5-(4-hydroxyphenyl)-3-methyl-2,4-imidazolidinedione
CAS Number
61837-65-8
Molecular Formula
C12H14N2O3
Formula Weight
234.3
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 25 mg/mlDMSO: 25 mg/mlDMSO:PBS (pH 7.2) (1:1): 0.5 mg/mlEthanol: 15 mg/ml
SMILES
CN(C(C(C1=CC=C(O)C=C1)(CC)N2)=O)C2=O
InChi Code
InChI=1S/C12H14N2O3/c1-3-12(8-4-6-9(15)7-5-8)10(16)14(2)11(17)13-12/h4-7,15H,3H2,1-2H3,(H,13,17)
InChi Key
OQPLORUDZLXXPD-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    5 mg

    $117

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    10 mg

    $160

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    25 mg

    $370

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    Product Description

    (±)4-Hydroxymephenytoin is a metabolite of (R)-mephenytoin (Item No. 25891) and (S)-mephenytoin (Item No. 11913).1,2 It is formed from (R)- and (S)-mephenytoin by the cytochrome P450 (CYP) isoform CYP2C19 in the liver.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Stewart, N.A., Buch, S.C., Conrads, T.P., et al. A UPLC-MS/MS assay of the "Pittsburgh cocktail": Six CYP probe-drug/metabolites from human plasma and urine using stable isotope dilution. Analyst 136(3), 605-612 (2011).

    2. Jansson, B., Simonsson, U.S.H., and Ashton, M. Simultaneous enantiospecific separation and quantitation of mephenytoin and its metabolites nirvanol and 4'-hydroxymephenytoin in human plasma by liquid chromatography. J. Chromatogr. B Analyt. Technol. Biomed. Life Sci. 791(1-2), 179-191 (2003).

    Product Citations

    Negoro, R., Tasaka, M., Deguchi, S., et al. Generation of HepG2 cells with high expression of multiple drug-metabolizing enzymes for drug discovery research using a PITCh system. Cells 11(10), 1677 (2022).