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Merck

E1905

(+)-Etomoxir sodium salt hydrate

≥98% (HPLC), powder, CPT-1 inhibitor

Synonym(s):

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 · H2O
CAS Number:
828934-41-4
Molecular Weight:
338.76
UNSPSC Code:
12352200
PubChem Substance ID:
24724474
NACRES:
NA.77
MDL number:
MFCD11044452

Product Name

(+)-Etomoxir sodium salt hydrate, ≥98% (HPLC), powder

SMILES string

O.[Na+].[O-]C(=O)[C@@]2(CCCCCCOc1ccc(Cl)cc1)CO2

InChI key

WENJLJJSJDAJDN-QCUBGVIVSA-M

InChI

1S/C15H19ClO4.Na.H2O/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);;1H2/q;+1;/p-1/t15-;;/m1../s1

assay

≥98% (HPLC)

form

powder

color

white

solubility

H2O: freely soluble

storage temp.

2-8°C

Quality Level

100

Related Categories

Application

(+)-Etomoxir sodium salt hydrate has been used as an inhibitor of carnitine palmitoyltransferase 1 (CPT-1) in breast tumor cell lines and mice tumor. It has also been used as an inhibitor of fatty acid oxidation in human primary prostate epithelial cells and lymphocytes.

Biochem/physiol Actions

Irreversible O-carnitine palmitoyltransferase-1 (CPT-1) inhibitor; PPARα activator

General description

(+)-Etomoxir sodium salt hydrate belongs to oxirane carboxylic acid group of compounds and mediates metabolic channeling of fatty acid precursors. It favors oxidative stress in T cells and prevents T cell differentiation. It inhibits fatty acid oxidation and promotes hunger and food intake. Etomoxir impairs myeloid-derived suppressor cells mediated tumor and could have potential therapeutic potential.

Packaging

Store tightly sealed, protected from exposure to light

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

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000392854
0000155490
0000392854
0000440355
0000440355

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The CPT1a inhibitor, etomoxir induces severe oxidative stress at commonly used concentrations
OConnor RS, et al.
Scientific Reports, 8(1), 6289-6289 (2018)
Etomoxir mediates differential metabolic channeling of fatty acid and glycerol precursors into cardiolipin in H9c2 cells
Xu FY, et al.
Journal of Lipid Research, 44(2), 415-423 (2003)
Milena Schönke et al.
Journal of lipid research, 59(7), 1276-1282 (2018-05-10)
Metabolic flexibility, the capacity to adapt to fuel availability for energy production, is crucial for maintaining whole-body energy homeostasis. An inability to adequately promote FA utilization is associated with lipid accumulation in peripheral tissues and contributes to the development of
L-carnitine ameliorates the liver inflammatory response by regulating carnitine palmitoyltransferase I-dependent PPAR gamma signaling
Jiang F, et al.
Molecular Medicine Reports, 13(2), 1320-1328 (2016)
Etomoxir actions on regulatory and memory T cells are independent of Cpt1a-mediated fatty acid oxidation
Raud B, et al.
Cell Metabolism, 28(3), 504-515 (2018)
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