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SML0621

Sigma-Aldrich

WZB-117

≥98% (HPLC)

Synonym(s):

3-Fluoro-1,2-phenylene bis(3-hydroxybenzoate), 3-Hydroxy-benzoic acid 1,1′-(3-fluoro-1,2-phenylene) ester

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About This Item

Empirical Formula (Hill Notation):
C20H13FO6
CAS Number:
1223397-11-2
Molecular Weight:
368.31
MDL number:
MFCD24387113
UNSPSC Code:
12352200
PubChem Substance ID:
329825570
NACRES:
NA.77

Quality Level

100

assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

DMSO: 20 mg/mL, clear

storage temp.

2-8°C

SMILES string

O=C(C1=CC=CC(O)=C1)OC2=C(F)C=CC=C2OC(C3=CC(O)=CC=C3)=O

InChI

1S/C20H13FO6/c21-16-8-3-9-17(26-19(24)12-4-1-6-14(22)10-12)18(16)27-20(25)13-5-2-7-15(23)11-13/h1-11,22-23H

InChI key

FRSWCCBXIHFKKY-UHFFFAOYSA-N

Application

WZB-117 has been used to study its tumor initiating ability in cancer stem cells. It has also been used to study the effect of glucose antagonists on 2-NBDG (2-(N-(7-Nitrobenz-2-oxa-1,3-diazol-4-yl)Amino)-2-Deoxyglucose) uptake.

Biochem/physiol Actions

WBZ 117 is an inhibitor of basal glucose transport in H1299 lung and other cancer cells.
WZB-117 is an irreversible inhibitor. In cancer cells, WZB-117 prevents cell growth by stimulating apoptosis in any glucose concentration. It targets self-renewal and tumor-initiating capacity in cancer stem cells.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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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Stroma-derived HGF drives metabolic adaptation of colorectal cancer to angiogenesis inhibitors.
Mira A, et al.
Oncotarget, 8(24), 38193-38193 (2017)
Meng Wei et al.
Biochemical and biophysical research communications, 503(2), 1154-1159 (2018-06-29)
Like tumour cells, during intraerythrocytic stage, Plasmodium-infected erythrocytes rely completely on glucose absorption from the blood circulation for energy metabolism. Glucose is taken up by glucose transporter 1 (GLUT1) on human red blood cells (RBCs) and glucose transporter 4 (GLUT4)
Modulation of Glucose Takeup by Glucose Transport on the Isolated OHCs.
Cheng X T, et al.
Neural Plast., 2018, 7-7 (2018)
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Astrocytes represent central regulators of brain glucose metabolism and neuronal function. They have recently been shown to adapt their function in response to alterations in nutritional state through responding to the energy state-sensing hormones leptin and insulin. Here, we demonstrate
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Increased glucose metabolism is now recognized as an emerging hallmark of cancer. Recent studies have shown that glucose metabolism is even more active in cancer stem cells (CSCs), a rare population of cancer cells with the capacity to self-renew and

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