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Merck
CN

236020

Etomoxir

≥98% (HPLC), solid, CPT-1 inhibitor

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C15H18ClO4 · Na
CAS Number:
828934-41-4
Molecular Weight:
320.74
MDL number:
MFCD07787411
UNSPSC Code:
12352200
NACRES:
NA.77
Assay:
≥98% (HPLC)
Form:
solid
Quality level:
100
Storage condition:
OK to freeze
protect from light

Key Documents

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Product Name

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.

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

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

Quality Level

100

Related Categories

Disclaimer

Toxicity: Toxic (F)

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

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)

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.

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H301

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
Da-Wei Yeh et al.
iScience, 26(7), 107035-107035 (2023-07-14)
The synergistic effect of alcohol and HCV mediated through TLR4 signaling transactivates NANOG, a pluripotency transcription factor important for the stemness of tumor-initiating stem-like cells (TICs). NANOG together with the PRC2 complex suppresses expression of oxidative phosphorylation (OXPHOS) genes to
Mengqi Li et al.
Cell research (2024-06-20)
The shift of carbon utilization from primarily glucose to other nutrients is a fundamental metabolic adaptation to cope with decreased blood glucose levels and the consequent decline in glucose oxidation. AMP-activated protein kinase (AMPK) plays crucial roles in this metabolic
Albert Pérez-Martí et al.
eLife, 11 (2022-05-14)
In diabetic patients, dyslipidemia frequently contributes to organ damage such as diabetic kidney disease (DKD). Dyslipidemia is associated with both excessive deposition of triacylglycerol (TAG) in lipid droplets (LDs) and lipotoxicity. Yet, it is unclear how these two effects correlate
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