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F5557

Sigma-Aldrich

Fasentin

≥98% (HPLC)

Synonym(s):

N-[4-Chloro-3-(trifluoromethyl)phenyl]-3-oxobutanamide

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About This Item

Empirical Formula (Hill Notation):
C11H9ClF3NO2
CAS Number:
Molecular Weight:
279.64
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Quality Level

Assay

≥98% (HPLC)

form

powder

color

white to off-white

solubility

DMSO: >10 mg/mL

storage temp.

room temp

SMILES string

CC(=O)CC(=O)Nc1ccc(Cl)c(c1)C(F)(F)F

InChI

1S/C11H9ClF3NO2/c1-6(17)4-10(18)16-7-2-3-9(12)8(5-7)11(13,14)15/h2-3,5H,4H2,1H3,(H,16,18)

InChI key

GNYIJZMBLZXJEJ-UHFFFAOYSA-N

Application

Fasentin has been used as a glucose transporter (GLUT1) inhibitor to assess its effects on the vulnerability of a wide range of triple-negative breast cancer (TNBC) cell lines and to study its effects on cytotoxic drugs induced by hydrocortisone (HC).

Biochem/physiol Actions

Fasentin is a novel inhibitor of glucose uptake, GluT1 inhibitor. Fasentin is a novel inhibitor of glucose uptake that sensitizes cells to FAS-induced cell death. Fasentin selectively sensitized to death ligands, but did not decrease FLIP expression. It alters expression of genes associated with nutrient and glucose deprivation. Fasentin interacted with a unique site in the intracellular channel of the glucose transport protein GLUT1.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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Eleni Louka et al.
The Journal of experimental medicine, 218(2) (2021-01-09)
Juvenile myelomonocytic leukemia (JMML) is a poor-prognosis childhood leukemia usually caused by RAS-pathway mutations. The cellular hierarchy in JMML is poorly characterized, including the identity of leukemia stem cells (LSCs). FACS and single-cell RNA sequencing reveal marked heterogeneity of JMML
Qin Wu et al.
Nature communications, 11(1), 4205-4205 (2020-08-23)
Triple negative breast cancer (TNBC) is a deadly form of breast cancer due to the development of resistance to chemotherapy affecting over 30% of patients. New therapeutics and companion biomarkers are urgently needed. Recognizing the elevated expression of glucose transporter
Dominik Kraus et al.
Cellular and molecular life sciences : CMLS, 73(6), 1287-1299 (2015-09-27)
In our study, ghrelin was investigated with respect to its capacity on proliferative effects and molecular correlations on oral tumor cells. The presence of all molecular components of the ghrelin system, i.e., ghrelin and its receptors, was analyzed and could
Antonio Celentano et al.
Journal of cellular physiology, 234(3), 2013-2020 (2018-09-22)
Synthetic corticosteroids are routinely administered during the treatment of several diseases, including malignancies. However, recent evidence suggests that corticosteroids may have tumor-promoting effects, particularly in epithelial neoplasms. Our aim was to assess the role of the recently characterized cancer-associated glucocorticoid

Articles

Warburg effect enhances glucose to lactate conversion in tumor cells, regardless of oxygen levels; impacting cancer metabolism since 1924.

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