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).

• Synonym(s): (5Z)-7-Oxozeaenol, Curvularia sp., TAK1 Inhibitor
• Empirical Formula (Hill Notation): C₁₉H₂₂O₇
• CAS Number: 66018-38-0
• Molecular Weight: 362.37
• UNSPSC Code: 12352200
• NACRES: NA.77

Properties

• Quality Level: 100
• 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

Description

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.

Legal Information

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

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable