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Merck

236020

Etomoxir

≥98% (HPLC), solid, CPT-1 inhibitor

Sinónimos:

Etomoxir, R(+)-2-[6-(4-Chlorophenoxy)hexyl]-oxirane-2-carboxylic acid sodium salt hydrate

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Fórmula empírica (notación de Hill):
C15H18ClO4 · Na
Número CAS:
Peso molecular:
320.74
MDL number:
UNSPSC Code:
12352200
NACRES:
NA.77
Assay:
≥98% (HPLC)
Form:
solid
Quality level:
Storage condition:
OK to freeze, protect from light
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Nombre del producto

Etomoxir, A cell-permeable, irreversible, and stereospecific compound that is shown to inhibit carnitine palmitoyltransferase (CPT)-1 and DGAT activity in the mitochondria of rat heart H9c2 myoblastic cells.

Quality Level

assay

≥98% (HPLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze, protect from light

color

white

solubility

DMSO: 50 mg/mL (or water)

shipped in

wet ice

storage temp.

2-8°C

SMILES string

[Na+].Clc1ccc(cc1)OCCCCCC[C@]2(OC2)C(=O)[O-]

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

General description

Etomoxir (ETO), an irreversible inhibitor of carnitine palmitoyltransferase I (CPT1), primarily impacts fatty acid oxidation. It is an epoxide-based medium-chain fatty acid used to study the biological effects of mitochondrial fatty acid β-oxidation. ETO shifts energy metabolism from fatty acids to glucose oxidation. Its mechanism of action involves reducing the transport of non-esterified fatty acids (NEFA) into the mitochondrial matrix, which subsequently reduces the substrate available for β-oxidation.

Application

Etomoxir has been used in:
  • the evaluation of long-chain fatty acid respiration in neonatal mouse cardiomyocytes using SeaHorse instrument
  • cell stimulation experiments to study its effects on fatty acid oxidation in metabolic syndrome-associated synoviocytes
  • Seahorse assays to assess fatty acid oxidation in cultured cells by inhibiting carnitine palmitoyltransferase I (CPT1)

Other Notes

Due to the nature of the Hazardous Materials in this shipment, additional shipping charges may be applied to your order. Certain sizes may be exempt from the additional hazardous materials shipping charges. Please contact your local sales office for more information regarding these charges.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Toxic (F)


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pictograms

Skull and crossbones

signalword

Danger

hcodes

Hazard Classifications

Acute Tox. 3 Oral

Clase de almacenamiento

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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Maria A Ahonen et al.
Molecular medicine (Cambridge, Mass.), 28(1), 68-68 (2022-06-18)
Thyroid hormone responsive protein (THRSP) is a lipogenic nuclear protein that is highly expressed in murine adipose tissue, but its role in humans remains unknown. We characterized the insulin regulation of THRSP in vivo in human adipose tissue biopsies and
Aude Angelini et al.
STAR protocols, 3(2), 101392-101392 (2022-05-24)
Metabolic switches play a critical role in the pathophysiology of cardiac diseases, including heart failure. Here, we describe an assay for long-chain fatty acid oxidation in neonatal mouse cardiomyocytes by using a SeaHorse Flux Analyzer (Agilent). This protocol is a
Kristina Seiler et al.
Cell death & disease, 13(5), 448-448 (2022-05-11)
The family of hexokinases (HKs) catalyzes the first step of glycolysis, the ATP-dependent phosphorylation of glucose to glucose-6-phosphate. While HK1 and HK2 are ubiquitously expressed, the less well-studied HK3 is primarily expressed in hematopoietic cells and tissues and is highly