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Key Documents

E1905

Sigma-Aldrich

(+)-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:
Molecular Weight:
338.76
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

product name

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

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

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

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Pictograms

Skull and crossbones

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 3 Oral

Storage Class Code

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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Organoids model distinct Vitamin E effects at different stages of prostate cancer evolution
Njoroge RN, et al.
Scientific Reports, 7(1), 16285-16285 (2017)
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)
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)
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)
Ibrutinib Resistance Is Reduced By Fatty Acid Oxidation Inhibition In Primary CLL Lymphocytes
Galicia-Vazquez G and Aloyz R
Frontiers in Oncology, 8, 411-411 (2018)

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