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E1905

(+)-Etomoxir sodium salt hydrate

Name: (+)-Etomoxir sodium salt hydrate
Brand: SIGMA

≥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

Assay:

≥98% (HPLC)

Form:

powder

Quality level:

100

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Properties

Product Name

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

Quality Level

100

assay

≥98% (HPLC)

form

powder

color

white

solubility

H₂O: freely soluble

storage temp.

2-8°C

SMILES string

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

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

InChI key

WENJLJJSJDAJDN-QCUBGVIVSA-M

Description

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.

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

Packaging

Store tightly sealed, protected from exposure to light

pictograms

GHS06

signalword

Danger

hcodes

H301

pcodes

P264 - P270 - P301 + P310 - P405 - P501

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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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)

Inhibition of fatty acid oxidation modulates immunosuppressive functions of myeloid-derived suppressor cells and enhances cancer therapies

Hossain F, et al.

Cancer immunology research, 3(11), 1236-1247 (2015)

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