A fluorogenic CYP450 substrate
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3-Cyano-7-ethoxycoumarin

Item No. 25441

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
7-ethoxy-2-oxo-2H-1-benzopyran-3-carbonitrile
CAS Number
117620-77-6
Molecular Formula
C12H9NO3
Formula Weight
215.2
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMF:PBS (pH 7.2) (1:8): 0.1 mg/mlDMSO: 25 mg/mlEthanol: 10 mg/ml
λmax
227, 353 nm
SMILES
CCOC1=CC=C(C=C(C#N)C(O2)=O)C2=C1
InChi Code
InChI=1S/C12H9NO3/c1-2-15-10-4-3-8-5-9(7-13)12(14)16-11(8)6-10/h3-6H,2H2,1H3
InChi Key
YAFGHMIAFYQSCF-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

    $49

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    10 mg

    $93

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    25 mg

    $213

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    50 mg

    $400

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    Product Description

    3-Cyano-7-ethoxycoumarin is a fluorogenic probe that acts as a substrate for the cytochrome P450 (CYP) isoforms CYP1A1 and CYP1A2 and is metabolized to a lesser extent by CYP2D6 and CYP2C19.1,2 It is metabolized to 3-cyano-7-hydroxycoumarin, which displays excitation/emission maxima of 408/450 nm, respectively.3 3-Cyano-7-ethoxycoumarin has also been used to quantify mixed function oxidase activity.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Donato, M.T., Jiménez, N., Castell, J.V., et al. Fluorescence-based assays for screening nine cytochrome P450 (P450) activities in intact cells expressing individual human P450 enzymes. Drug Metab. Dispos. 32(7), 699-706 (2004).

    2. Stresser, D.M., Turner, S.D., Blanchard, A.P., et al. Cytochrome P450 fluorometric substrates: Identification of isoform-selective probes for rat CYP2D2 and human CYP3A4. Drug Metab. Dispos. 30(7), 845-852 (2002).

    3. White, I.N. A continuous fluorometric assay for cytochrome P-450-dependent mixed function oxidases using 3-cyano-7-ethoxycoumarin. Anal. Biochem. 172(2), 304-310 (1988).