A potent, selective inhibitor of microsomal CYP450 epoxidase activity
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MS-PPOH

Item No. 75770

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-(methylsulfonyl)-2-(2-propynyloxy)-benzenehexanamide
CAS Number
206052-02-0
Molecular Formula
C16H21NO4S
Formula Weight
323.4
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlDMSO:PBS (pH 7.2)(1:2): 0.30 mg/mlEthanol: 25 mg/ml
λmax
218, 271 nm
SMILES
C#CCOC1=C(CCCCCC(NS(C)(=O)=O)=O)C=CC=C1
InChi Code
InChI=1S/C16H21NO4S/c1-3-13-21-15-11-8-7-10-14(15)9-5-4-6-12-16(18)17-22(2,19)20/h1,7-8,10-11H,4-6,9,12-13H2,2H3,(H,17,18)
InChi Key
REUHFEYPDFRRGJ-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $26

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    5 mg

    $112

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    10 mg

    $198

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    50 mg

    $865

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    Product Description

    MS-PPOH is a selective inhibitor of the epoxygenation reactions catalyzed by specific CYP450 isozymes.1 MS-PPOH inhibits the formation of arachidonate 11,12-epoxides by CYP4A2 and CYP4A3 enzymes with an IC50 value of 13 µM, but has no effect on the formation of 20-HETE, the ω-hydroxylation product of CYP4A1.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Imig, J.D., Falck, J.R., and Inscho, E.W. Contribution of cytochrome P450 epoxygenase and hydroxylase pathways to afferent arteriolar autoregulatory responsiveness. Br. J. Pharmacol. 127(6), 1399-1405 (1999).

    2. Wang, M.H., Brand-Schieber, E., Zand, B.A., et al. Cytochrome P450-derived arachidonic acid metabolism in the rat kidney: Characterization of selective inhibitors. J. Pharmacol. Exp. Ther. 284(3), 966-973 (1998).

    Product Citations

    Matsumoto, N., Singh, N., Lee, K.S., et al. The epoxy fatty acid pathway enhances cAMP in mammalian cells through multiple mechanisms. Prostaglandins Other Lipid Mediat. 162, 106662 (2022).

    Adebesin, A.M., Wesser, T., Vijaykumar, J., et al. Development of robust 17(R),18(S)-epoxyeicosatetraenoic acid (17,18-EEQ) analogues as potential clinical antiarrhythmic agents. J. Med. Chem. 62(22), 10124-10143 (2019).

    Deng, B.-Q., Luo, Y., Kang, X., et al. Epoxide metabolites of arachidonate and docosahexaenoate function conversely in acute kidney injury involved in GSK3β signaling. Proc. Natl. Acad. Sci. USA 114(47), 12608-12613 (2017).