(R)-(+)-Etomoxir sodium salt

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Description: Carnitine palmitoyltransferase I (CPT1) inhibitor
Chemical Name: (R)-(+)-2-[6-(4-Chlorophenoxy)hexyl]-oxirane-2-carboxylic acid sodium salt
Purity: ≥98% (HPLC)
Datasheet
Citations (16)
Reviews (3)

Biological Activity for (R)-(+)-Etomoxir sodium salt

(R)-(+)-Etomoxir sodium salt is an inhibitor of carnitine palmitoyltransferase I (CPT1); inhibits β-oxidation in mitochondria. Shown to inhibit cardiolipin biosynthesis from exogenous fatty acid in H9c2 cells.

Technical Data for (R)-(+)-Etomoxir sodium salt

M. Wt 320.74
Formula C15H18ClNaO4
Storage Store at -20°C
Purity ≥98% (HPLC)
CAS Number 828934-41-4
PubChem ID 57345784
InChI Key RPACBEVZENYWOL-XFULWGLBSA-M
Smiles [Na+].[O-]C(=O)[C@@]1(CCCCCCOC2=CC=C(Cl)C=C2)CO1

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility Data for (R)-(+)-Etomoxir sodium salt

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
water 6.41 20
DMSO 6.41 20 with gentle warming

Preparing Stock Solutions for (R)-(+)-Etomoxir sodium salt

The following data is based on the product molecular weight 320.74. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Select a batch to recalculate based on the batch molecular weight:
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
0.2 mM 15.59 mL 77.94 mL 155.89 mL
1 mM 3.12 mL 15.59 mL 31.18 mL
2 mM 1.56 mL 7.79 mL 15.59 mL
10 mM 0.31 mL 1.56 mL 3.12 mL

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Product Datasheets for (R)-(+)-Etomoxir sodium salt

Certificate of Analysis / Product Datasheet
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References for (R)-(+)-Etomoxir sodium salt

References are publications that support the biological activity of the product.

Xu et al (2003) Etomoxir mediates differential metabolic channeling of fatty acid and glycerol precursors into cardiolipin in H9c2 cells. J.Lipid Res. 44 415 PMID: 12576524

Agius et al (1991) Stereospecificity of the inhibition of etomoxir of fatty acid and cholesterol synthesis in isolated rat hepatocytes. Biochem.Pharmacol. 42 1717 PMID: 1930298

Rupp et al (1992) Modification of subcellular organelles in pressure-overloaded heart by etomoxir, a carnitine palmitoyltransferase I inhibitor. FASEB J. 6 2349 PMID: 1531968


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Keywords: (R)-(+)-Etomoxir sodium salt, (R)-(+)-Etomoxir sodium salt supplier, carnitine, o-palmitoyltransferase, acyltransferases, I, CPT1, inhibitors, inhibits, Other, Transferases, 4539, Tocris Bioscience

16 Citations for (R)-(+)-Etomoxir sodium salt

Citations are publications that use Tocris products. Selected citations for (R)-(+)-Etomoxir sodium salt include:

Roberta et al (2021) Measurement of Fatty Acid β-Oxidation in a Suspension of Freshly Isolated Mouse Hepatocytes. J Vis Exp PMID: 34570107

Robert S et al (2021) α1-Adrenergic receptors increase glucose oxidation under normal and ischemic conditions in adult mouse cardiomyocytes. J Recept Signal Transduct Res 41 138-144 PMID: 32757689

Santosh et al (2021) The mitochondrial carrier SFXN1 is critical for complex III integrity and cellular metabolism. Cell Rep 34 108869 PMID: 33730581

Navdeep S et al (2021) Elevated CO2 Levels Delay Skeletal Muscle Repair by Increasing Fatty Acid Oxidation. Front Physiol 11 630910 PMID: 33551852

Jonas Thue et al (2021) Lipolysis drives expression of the constitutively active receptor GPR3 to induce adipose thermogenesis. Cell 184 3502-3518.e33 PMID: 34048700

Eduards et al (2021) Long-Chain Acylcarnitines Decrease the Phosphorylation of the Insulin Receptor at Tyr1151 Through a PTP1B-Dependent Mechanism. Int J Mol Sci 22 PMID: 34208786

Scott I et al (2021) β2-adrenergic receptor signaling regulates metabolic pathways critical to myeloid-derived suppressor cell function within the TME. Cell Rep 37 109883 PMID: 34706232

Nancy et al (2015) Fatty acid synthase is a metabolic oncogene targetable in malignant peripheral nerve sheath tumors. Neuro Oncol 17 1599-608 PMID: 26116612

Matthew D et al (2017) Dietary Restriction and AMPK Increase Lifespan via Mitochondrial Network and Peroxisome Remodeling. Cell Metab 26 884-896.e5 PMID: 29107506

Janos et al (2016) Inhibition of acetyl-CoA carboxylases by soraphen A prevents lipid accumulation and adipocyte differentiation in 3T3-L1 cells. Eur J Pharmacol 780 202-8 PMID: 27041646

Dallas R et al (2016) Cellular Metabolism and Dose Reveal Carnitine-Dependent and -Independent Mechanisms of Butyrate Oxidation in Colorectal Cancer Cells. J Cell Physiol 231 1804-13 PMID: 26661480

Elizabeth A et al (2022) Isolation of human and mouse myeloid-derived suppressor cells for metabolic analysis. STAR Protoc 3 101389 PMID: 35600927

Hamida et al (2019) Single-Cell RNA Sequencing of the T Helper Cell Response to House Dust Mites Defines a Distinct Gene Expression Signature in Airway Th2 Cells. Immunity 51 169-184.e5 PMID: 31231035

Joel D et al (2020) Inhibition of Fatty Acid Oxidation Promotes Macrophage Control of Mycobacterium tuberculosis. MBio 11 PMID: 32636249

Ryan M et al (2020) Mitochondrial Pyruvate Carrier 1 Promotes Peripheral T Cell Homeostasis through Metabolic Regulation of Thymic Development. Cell Rep 30 2889-2899.e6 PMID: 32130894

Carine et al (2020) TGFβ2-induced formation of lipid droplets supports acidosis-driven EMT and the metastatic spreading of cancer cells. Nat Commun 11 454 PMID: 31974393


Do you know of a great paper that uses (R)-(+)-Etomoxir sodium salt from Tocris? Please let us know.

Reviews for (R)-(+)-Etomoxir sodium salt

Average Rating: 5 (Based on 3 Reviews.)

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Very effective for CPT-1 inhibiton.
By Anonymous on 03/27/2020
Assay Type: In Vitro
Species: Human
Cell Line/Tissue: MCF7

MCF7 cells were pretreated with or without 25, 50 μmol/L Etomoxir for 24 h.

review image

Efficiently blocks FA catabolism in cell culture.
By Anonymous on 01/27/2020
Assay Type: In Vitro
Species: Human
Cell Line/Tissue: 293T

Product was diluted to 20 uM in tissue culture and various cancer cells were treated for 18-30 h at this concentration. Enzyme activity was measured by flow cytometry after. Results were strongly replicable.

Etomoxir shows good solubility profile when diluted from 20 mM stock in DMSO. Does not cause cell death across cell lines at 20 uM.

review image

CPT1 inhibition.
By Anonymous on 01/04/2018
Assay Type: Ex Vivo
Species: Mouse
Cell Line/Tissue: acute brain slice

Exogenous application on acute brain slices

Pre-incubation of 15 minutes at 100 uM