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AUDA Exclusive

Cayman Chemical Item Number 10007927

(CAS 479413-70-2)

AUDA (CAS 479413-70-2)

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Description

Epoxyeicosatrienoic acid (EpETrE) metabolites of arachidonic acid such as 11(12)-EpETrE and 14(15)-EpETrE have been identified as endothelium derived hyperpolarizing factors with vasodilator activity.1 Soluble epoxide hydrolase (sEH) catalyzes the conversion of EpETrEs to the corresponding dihydroxy eicosatrienoic acids (DiHETrEs) thereby diminishing their activity. AUDA is an inhibitor of sEH exhibiting IC50 values of 18 and 69 nM for the mouse and human enzymes, respectively.2 In angiotensin-infused rats, a dose of 25 mg/l AUDA administered in drinking water decreased mean arterial blood pressure from 161 ± 4 mmHg to 140 ± 5 mmHg. This hypotensive effect was accompanied by an increase in urinary epoxide-to-diol ratios.3 AUDA activates peroxisome proliferator-activated receptor α (PPARα) 3-fold at a concentration of 10 µM but exhibits no affect on PPARδ or PPARγ.4

1 Fleming, I. Cytochrome P450 epoxygenases as EDHF synthase(s). Pharmacol Res 49 525-533 (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 1599-1608 (2002).

3 Imig, J.D., Zhao, X., Zaharis, C.Z., et al. An orally active epoxide hydrolase inhibitor lowers blood pressure and provides renal protection in salt-sensitive hypertension. Hypertension 46(2) 975-981 (2005).

4 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).

Formal Name 12-​[[(tricyclo[3.3.1.13,​7]dec-​1-​ylamino)carbonyl]amino]-​dodecanoic acid
CAS Number 479413-70-2
Molecular Formula C23H40N2O3
Formula Weight 392.6
Formulation A crystalline solid
Purity >98%
Stability 2 years
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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O=C(NCCCCCCCCCCCC(O)​=O)​NC12C[C@@H]​(C[C@H]​(C3)​C2)​C[C@@H]​3C1

Background Reading

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

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

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).

Imig, J.D., Zhao, X., Zaharis, C.Z., et al. An orally active epoxide hydrolase inhibitor lowers blood pressure and provides renal protection in salt-sensitive hypertension. Hypertension 46(2) 975-981 (2005).

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AUDA is available in the following screening libraries:

Size Price Quantity Subtotal
5 mg $31.00 $0.00
10 mg $59.00 $0.00
50 mg $248.00 $0.00
100 mg $434.00 $0.00
Bulk Contact
Cart Total $0.00

This product is available in custom sizes and/or larger quantities.

Please contact our Sales Department for a quote or to purchase.

Pricing updated 2012-05-26. Prices are subject to change without notice.

To ask for assistance with one of our products please contact a Technical Support Scientist.

Warning This product is not for human or veterinary use.

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