A potent inhibitor of 20-HETE synthesis
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DDMS

Item No. 10018

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
12,12-dibromo-N-(methylsulfonyl)-11-dodecenamide
CAS Number
206052-03-1
Synonyms
  • Dibromo-dodecenyl-methylsulfimide
Molecular Formula
C13H23Br2NO3S
Formula Weight
433.2
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMF:PBS (pH 7.2) (1:10): .5 mg/mlDMSO: 20 mg/mlEthanol: 30 mg/ml
λmax
203 nm
SMILES
BrC(=CCCCCCCCCCC(=O)NS(=O)(=O)C)Br
InChi Code
InChI=1S/C13H23Br2NO3S/c1-20(18,19)16-13(17)11-9-7-5-3-2-4-6-8-10-12(14)15/h10H,2-9,11H2,1H3,(H,16,17)
InChi Key
BDCZFOHEQGRTBW-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $77

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    5 mg

    $339

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    10 mg

    $600

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    Product Description

    Biosynthesis of 20-HETE from arachidonic acid by the cytochrome P450 4A (CYP450 4A) isoforms is an important component of vascular homeostasis, especially in renal circulation.1 DDMS is a mechanism-based, irreversible inhibitor that has about 10-fold selectivity for the CYP4A2 enzyme which predominantly synthesizes 20-HETE in the mammalian kidney. DDMS administration in whole anesthetized rats (10 mg/kg) largely ablates the hypotension and vasodilation induced by nitric oxide donors such as NONOates.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Lasker, J.M., Chen, W.B., Wolf, I., et al. Formation of 20-hydroxyeicosatetraenoic acid, a vasoactive and natriuretic eicosanoid, in human kidney. Role of CYP4F2 and CYP4A11. The Journal of Biological Chemisty 275(6), 4118-4126 (2000).

    2. Alonso-Galicia, M., Drummond, H.A., Reddy, K.K., et al. Inhibition of 20-HETE production contributes to the vascular responses to nitric oxide. Hypertension 29, 320-325 (1997).