A potent inhibitor of soluble epoxide hydrolase
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CUDA

Item No. 10007923

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
12-[[(cyclohexylamino)carbonyl]amino]-dodecanoic acid
CAS Number
479413-68-8
Molecular Formula
C19H36N2O3
Formula Weight
340.5
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 10 mg/mlDMSO: 5 mg/mlEthanol: 1 mg/ml
SMILES
O=C(NCCCCCCCCCCCC(O)=O)NC1CCCCC1
InChi Code
InChI=1S/C19H36N2O3/c22-18(23)15-11-6-4-2-1-3-5-7-12-16-20-19(24)21-17-13-9-8-10-14-17/h17H,1-16H2,(H,22,23)(H2,20,21,24)
InChi Key
HPTJABJPZMULFH-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Certificates of Analysis & Batch Specific Data

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    5 mg

    $49

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    10 mg

    $78

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    25 mg

    $159

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    50 mg

    $245

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    Product Description

    Epoxyeicosatrienoic acid (EpETrE; EET) metabolites of arachidonic acid such as 11(12)-EET and 14(15)-EET have been identified as endothelium derived hyperpolarizing factors with vasodilator activity.1 Soluble epoxide hydrolase (sEH) catalyzes the conversion of EETs to the corresponding dihydroxy eicosatrienoic acids (DiHETrEs; DHETs) thereby diminishing their activity. CUDA is an inhibitor of sEH exhibiting IC50 values of 11.1 nM and 112 nM for the mouse and human enzymes, respectively.2 In COS-7 cells, 10 µM CUDA blocks conversion of 1 µM 14,15-EET to 14,15-DHET by 94%. CUDA activates peroxisome proliferator-activated receptor α (PPARα) 8-fold at a concentration of 10 µM but exhibits no affect on PPARδ or PPARγ3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Fleming, I. Cytochrome P450 epoxygenases as EDHF synthase(s). Pharmacol. Res. 49(6), 525-533 (2004).

    2. Morisseau, C., Goodrow, M.H., Newman, J.W., et al. Structural refinement of inhibitors of urea-based soluble epoxide hydrolases. Biochem. Pharmacol. 63(9), 1599-1608 (2002).

    3. Fang, X., Hu, S., Watanabe, T., et al. Activation of peroxisome proliferator-activated receptor α by substituted urea-derived soluble epoxide hydrolase inhibitors. J. Pharmacol. Exp. Ther. 314(1), 260-270 (2005).

    Product Citations

    Isobe, Y., Itagaki, M., ito, Y., et al. Comprehensive analysis of the mouse cytochrome P450 family responsible for omega-3 epoxidation of eicosapentaenoic acid. Sci. Rep. 8(1), 7954 (2018).

    Gouveia-Figueira, S., Karlsson, J., Deplano, A., et al. Characterisation of (R)-2-(2-fluorobiphenyl-4-yl)-N-(3-methylpyridin-2-yl)propanamide as a dual fatty acid amide hydrolase: Cyclooxygenase inhibitor. PLoS One 10(9), e0139212 (2015).