499610
(5Z)-7-Oxozeaenol, Curvularia sp.
(5Z)-7-Oxozeaenol, CAS 66018-38-0, is a cell-permeable, highly potent, selective, irreversible, and ATP-competitive inhibitor of MAPKKK TAK1 activity (IC₅₀ = 8 nM).
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Synonym(s):
(5Z)-7-Oxozeaenol, Curvularia sp., TAK1 Inhibitor
Empirical Formula (Hill Notation):
C19H22O7
Recommended Products
Quality Level
Assay
≥97% (HPLC)
form
solid
manufacturer/tradename
Calbiochem®
storage condition
OK to freeze
protect from light
color
white
solubility
DMSO: 10 mg/mL
ethanol: 5 mg/mL
shipped in
wet ice
storage temp.
−20°C
InChI
1S/C19H22O7/c1-11-5-3-7-14(20)18(23)15(21)8-4-6-12-9-13(25-2)10-16(22)17(12)19(24)26-11/h3-4,6-7,9-11,15,18,21-23H,5,8H2,1-2H3
InChI key
NEQZWEXWOFPKOT-UHFFFAOYSA-N
General description
A naturally isolated cell-permeable fungal resorcylic lactone that acts as a selective and highly potent inhibitor against the MAPKKK TAK1 activity (IC50 = 8 nM) in an ATP-competitive and irreversible manner, while inhibiting MEK1 (IC50 = 411 nM) and three other MAPKKKs (IC50 ≥268 nM against MEKK1, ASK1, and MEKK4) only at much higher concentrations. Shown to inhibit IL-1-induced/TAK1-mediated, but not H2O2-induced/TAK1-independent, JNK and p38 phosphorylation in 293 cells. (5Z)-Zeaenol, Curvularia sp. (Cat. No. 499609) may serve as a negative control.
A naturally isolated cell-permeable fungal resorcylic lactone that acts as a selective and highly potent inhibitor against the MAPKKK TAK1 activity (IC50 = 8 nM) in an ATP-competitive and irreversible manner, while inhibiting MEK1 (IC50 = 411 nM) and three other MAPKKKs (IC50 ≥268 nM against MEKK1, ASK1, and MEKK4) only at much higher concentrations. Shown to inhibit IL-1-induced/TAK1-mediated, but not H2O2-induced/TAK1-independent, JNK and p38 phosphorylation in 293 cells. (5Z)-Zeaenol, Curvularia sp.(Cat. No. 499609) may serve as a negative control.
Warning
Toxicity: Standard Handling (A)
Reconstitution
Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.
Other Notes
Windheim, M., et al. 2007. Biochem. J.404, 179.
Choo, M.K., et al. 2006. Mol. Cancer Ther.5, 2970.
Safwat, N., et al. 2005. Endocrinology146, 4814.
Ninomiya-Tsuji, J., et al. 2003. J. Biol. Chem.278, 18485.
Rawlins, P., et al. 1999. Int. J. Immunopharmacol.21, 799.
Choo, M.K., et al. 2006. Mol. Cancer Ther.5, 2970.
Safwat, N., et al. 2005. Endocrinology146, 4814.
Ninomiya-Tsuji, J., et al. 2003. J. Biol. Chem.278, 18485.
Rawlins, P., et al. 1999. Int. J. Immunopharmacol.21, 799.
Legal Information
CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Certificates of Analysis (COA)
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Christoph Lammel et al.
Biomolecules, 10(9) (2020-08-23)
Twenty natural remedies traditionally used against different inflammatory diseases were probed for their potential to suppress the expression of the inflammatory markers E-selectin and VCAM-1 in a model system of IL-1 stimulated human umbilical vein endothelial cells (HUVEC). One third
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