Skip to Content
MilliporeSigma
All Photos(2)

Documents

5.31546

Sigma-Aldrich

STAT3 Inhibitor XX, inS3-54

Synonym(s):

STAT3 Inhibitor XX, inS3-54, (E)-4-(3-(4-nitrobenzylidene)-2-oxo-5-phenyl-2,3-dihydro-1H-pyrrol-1-yl)benzoic acid

Sign Into View Organizational & Contract Pricing
All Photos(2)

About This Item

Empirical Formula (Hill Notation):
C24H16N2O5
CAS Number:
328998-92-1
Molecular Weight:
412.39
MDL number:
MFCD01534912
UNSPSC Code:
12352200
NACRES:
NA.77

assay

≥98% (HPLC)

Quality Level

100

form

powder

potency

13.8 μM IC50

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
protect from light

color

orange

solubility

DMSO: 50 mg/mL

storage temp.

2-8°C

SMILES string

O=C1/C(C=C(C2=CC=CC=C2)N1C3=CC=C(C=C3)C(O)=O)=C/C4=CC=C(C=C4)[N+]([O-])=O

General description

A cell permeable compound that selectively binds to STAT3 and inhibits its DNA binding activity (IC₅₀ = 13.8 µM) and reduces the expression of STAT3 dependent genes.
A cell permeable pyrrolonyl benzoic acid derivative that selectively and non-covalently binds to STAT3 and inhibits its DNA binding activity in a dose and time dependent manner (IC50 = 13.8 µM after 29 hours incubation) and reduces the expression of STAT3 dependent genes (Cyclin D1, survivin, VEGF, MMP-2, MMP-9, and Twist) in A549 and MDA-MB-231 cells. However, it does not affect STAT3 dimerization or binding to the SH2 domain and has no effect on total STAT3 or basal level of Tyr705 phosphorylated STAT3. Preferentially induces apoptosis in cancer cells (A549 and MDA-MB-468) and inhibits their survival, but has much reduced effect on non-cancer IMR90 lung fibroblasts or MCF10A1 mammary epithelial cells. Shown to block cancer cell migration and invasion in a dose- and time-dependent manner.
A cell permeable pyrrolonyl benzoic acid derivative that selectively and non-covalently binds to STAT3 and inhibits its DNA binding activity in a dose and time dependent manner (IC50 = 13.8 µM after 29 hours incubation) and reduces the expression of STAT3 dependent genes (Cyclin D1, survivin, VEGF, MMP-2, MMP-9, and Twist) in A549 and MDA-MB-231 cells. However, it does not affect STAT3 dimerization or binding to the SH2 domain and has no effect on total STAT3 or basal level of Tyr705 phosphorylated STAT3. Preferentially induces apoptosis in cancer cells (A549 and MDA-MB-468) and inhibits their survival, but has much reduced effect on non-cancer IMR90 lung fibroblasts or MCF10A1 mammary epithelial cells. Shown to block cancer cell migration and invasion in a dose- and time-dependent manner.

Please note that the molecular weight for this compound is batch-specific due to variable water content.

Biochem/physiol Actions

Cell permeable: yes
Primary Target
STAT3

Warning

Toxicity: Standard Handling (A)

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Other Notes

Huang, W., et al. 2014. ACS Chem. Bio.9, 1188.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service