Dicoumarol-CAS 66-76-2-Calbiochem

C₁₉H₁₂O₆

336.29

MFCD00006857

A cell-permeable quinone reductase inhibitor with anticoagulant properties. Potentiates apoptosis by simultaneously blocking SAPK/JNK and NF-κB pathways. Does not affect phosphorylation of p38 or activation of AKT. Blocks brefeldin A-dependent mono-ADP-ribosylation in vitro and Golgi disassembly in living cells (IC₅₀ = 180 µM and 150 µM, respectively).
A cell-permeable quinone reductase inhibitor with anti-coagulant properties. Binds competitively with NADH or NADPH to inhibit NAD(P)H:quinone oxidoreductase (NQO1). Shown to inhibit IGF-I-, menadione-, and DMNQ-mediated activation of stress-activated protein kinase/c-jun NH2-terminal kinase (SAPK/JNK) and subsequent phosphorylation of c-Jun, as well as stress-induced activation (hypertonic sorbitol) of SAPK/JNK. Does not affect p38 phosphorylation or protein kinase B (AKT) activation. Also shown to induce apoptosis in MCF7 breast carcinoma cells. Inhibits glutathione-S transferase (GST) A1-1 enzyme (K_iu = 4.4 µM, K_ic = 3.6 µM) in vitro and in MCF7/VPα cells (a multidrug resistant derivative of MCF7 transfected with GST A1-1). Blocks brefeldin A-dependent mono-ADP-ribosylation in vitro and Golgi disassembly in living cells (IC₅₀ = 180 µM and 150 µM, respectively).

Target IC₅₀: 180 µM and 150 µM in blocking brefeldin A-dependent mono-ADP-ribosylation in vitro and Golgi disassembly in living cells, respectively
Primary Target
Blocks brefeldin A-dependent mono-ADP-ribosylation in vitro
Product does not compete with ATP.
Cell permeable: yes
Reversible: no

Toxicity: Toxic & Carcinogenic / Teratogenic (G)

Unstable in solution; reconstitute just prior to use.

Seanor, K.L., et al. 2003. Antioxid. Redox. Signal5, 103.
Krause, D., et al. 2001. J. Biol. Chem.276, 19244.
Pink, J.J., et al. 2000. J. Biol. Chem.275, 5416.
Cross, J.V., et al. 1999. J. Biol. Chem.274, 31150.
Morrow, C.S., et al. 1998. J. Biol. Chem.273, 20114.
Weigert, R., et al. 1997. J. Biol. Chem.272, 14200.
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CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

100

≥98% (titration)

solid

Calbiochem^®

OK to freeze
protect from light

white

0.1 M NaOH: 15 mg/mL
pyridine: 50 mg/mL

ambient

2-8℃

500 mg in Glass bottle
Packaged under inert gas

GHS06,GHS08,GHS09

Danger

H301 - H372 - H411

P260 - P264 - P270 - P273 - P301 + P310 - P314

Acute Tox. 3 Oral - Aquatic Chronic 2 - STOT RE 1 Oral

6.1C - Combustible, acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK 3