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(+)-Etomoxir (sodium salt)

Item № 11969
CAS № 828934-41-4
Purity ≥98%
product image
                (CAS 828934-41-4)
SIZE PRICE QUANTITY SUBTOTAL
CART TOTAL
     5 mg $85.00 0.00
     10 mg $128.00 0.00
     25 mg $298.00 0.00
     50 mg $510.00 0.00

Pricing updated 2019-04-24. Prices are subject to change without notice.

Description
Synonyms
  • (R)-(+)-Etomoxir

(+)-Etomoxir is an irreversible inhibitor of carnitine palmitoyltransferase 1 (CPT1), an enzyme that combines fatty acyl-CoAs with carnitine for transport into the mitochondria for β-oxidation.1,2 It inhibits fatty acid oxidation in hepatocytes in vitro (IC50s = 0.1, 1, and 10 µM for human, guinea pig, and rat hepatocytes, respectively), and it shifts the carbon source for the TCA cycle to glucose.3,4 It also inhibits cholesterol synthesis from acetate in hepatocytes upstream of mevalonate.5 (+)-Etomoxir also decreases ATP-linked and uncoupled oxygen consumption in C2C12 myotubes when used in combination with BPTES (Item No. 19284) or UK 5099 (Item No. 16980).6

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Technical Information
Formal Name
(2R)-2-[6-(4-chlorophenoxy)hexyl]-2-oxiranecarboxylic acid monosodium salt
CAS Number
828934-41-4
Synonyms
  • (R)-(+)-Etomoxir
Molecular Formula
C15H18ClO4 • Na
Formula Weight
320.7
Purity
≥98%
Formulation
A crystalline solid
λmax
229,282 nm
SMILES
[O-]C([C@]1(CCCCCCOC2=CC=C(Cl)C=C2)OC1)=O.[Na+]
InChI Code
InChI=1S/C15H19ClO4.Na/c16-12-5-7-13(8-6-12)19-10-4-2-1-3-9-15(11-20-15)14(17)18;/h5-8H,1-4,9-11H2,(H,17,18);/q;+1/p-1/t15-;/m1./s1
InChI Key
RPACBEVZENYWOL-XFULWGLBSA-M

Warning - this product is not for human or veterinary use.

Shipping & Storage
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Stability
≥ 2 years
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Additional Information

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References & Product Citations
Product Description References

1. Portilla, D., Dai, G., Peters, J.M., et al. Etomoxir-induced PPARα-modulated enzymes protect during acute renal failure Am.J.Physiol.Renal.Physiol. 278(4), F667-F675 (2000).

2. Lopaschuk, G.D., Wall, S.R., Olley, P.M., et al. Etomoxir, a carnitine palmitoyltransferase I inhibitor, protects hearts from fatty acid-induced ischemic injury independent of changes in long chain acylcarnitine Circ. Res. 63(6), 1036-1043 (1988).

3. Agius, L., Peak, M., and Sherratt, H.S.A. Differences between human, rat and guinea pig hepatocyte cultures. A comparative study of their rates of β-oxidation and esterification of palmitate and their sensitivity to R-etomoxir Biochem. Pharmacol. 42(9), 1711-1715 (1991).

4. Abdel-aleem, S., Li, X., Anstadt, M.P., et al. Regulation of glucose utilization during the inhibition of fatty acid oxidation in rat myocytes Horm. Metab. Res. 26(2), 88-91 (1994).

5. Agius, L., Meredith, E.J., and Sherratt, H.S.A. Stereospecificity of the inhibition by etomoxir of fatty acid and cholesterol synthesis in isolated rat hepatocytes Biochem. Pharmacol. 42(9), 1717-1720 (1991).

6. Vacanti, N.M., Divakaruni, A.S., Green, C.R., et al. Regulation of substrate utilization by the mitochondrial pyruvate carrier Mol. Cell 56(3), 425-435 (2014).

Product Citations

Singh, S.R., Zeng, X., Zhao, J., et al. The lipolysis pathway sustains normal and transformed stem cells in adult Drosophila Nature 538(7623), 109-113 (2016).

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