400035
Glucose Transporter Inhibitor II
The Glucose Transporter Inhibitor II controls the biological activity of Glucose Transporter.
Synonym(s):
Glucose Transporter Inhibitor II, ( Z)-5-(4-Hydroxy-3-trifluoromethyl-benzylidene)-3-(4,4,4-trifluoro-2-methyl-2-(2,2,2-trifluoroethyl)-butyl)-thiazolidine-2,4-dione
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About This Item
Empirical Formula (Hill Notation):
C18H14F9NO3S
CAS Number:
Molecular Weight:
495.36
UNSPSC Code:
12352200
Assay:
≥99% (HPLC)
Form:
powder
Storage condition:
OK to freeze, protect from light
Quality Segment
assay
≥99% (HPLC)
form
powder
potency
2 μM IC50
manufacturer/tradename
Calbiochem®
storage condition
OK to freeze, protect from light
color
white
solubility
DMSO: 10 mg/mL
shipped in
ambient
storage temp.
−20°C
SMILES string
O=C1N(CC(CC(F)(F)F)(C)CC(F)(F)F)C(S/C1=C\C2=CC=C(O)C(C(F)(F)F)=C2)=O
General description
A cell-permeable thiazolidinedione compound that is shown to reversibly block glucose uptake in androgen-sensitive human prostate adenocarcinoma (LNCaP) cells transfected with GLUT1 (IC50 = 2 µM). Blocks GLUT3, GLUT4, and GLUT9-mediated transport at higher concentration (IC50 ≥ 5 µM). Binds to GLUT1 at a site that is distinct from the glucose binding site. Selectively reduces proliferation (IC50 = 2.0 µM) and induces apoptosis (IC50 = 2.5 µM) in LNCaP cells without affecting normal human prostate epithelial cells and mammary epithelial cells (~ 10 µM). Shown to elicit energy restriction-associated cellular responses in LNCaP cells, such as β-TrCP facilitated protein degradation, activation of AMP-activated kinase, and endoplasmic reticulum stress.
Biochem/physiol Actions
Cell permeable: yes
Primary Target
glucose transporter
glucose transporter
Reversible: yes
Packaging
Packaged under inert gas
Preparation Note
Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C. Use only fresh DMSO.
Other Notes
Wang, D-S., et al. 2012, J. Med. Chem.55, 3827.
Legal Information
CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany
Disclaimer
Toxicity: Standard Handling (A)
Storage Class
11 - Combustible Solids
wgk
WGK 1
flash_point_f
Not applicable
flash_point_c
Not applicable
Certificates of Analysis (COA)
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