(5Z)-7-Oxozeaenol

Name: (5 Z )-7-Oxozeaenol
Brand: Tocris Bioscience
SKU: 3604
Rating: 5 (2 reviews)

Tocris Bioscience, part of Bio-Techne | Catalog # 3604

(2)

Citations (108)

COA / SDS

Potent and selective TAK1 MAPKKK inhibitor

Key Product Details

Description:	Potent and selective TAK1 MAPKKK inhibitor
Chemical Name:	(3S,5Z,8S,9S,11E)-3,4,9,10-tetrahydro-8,9,16-trihydroxy-14-methoxy-3-methyl-1H-2-benzoxacyclotetradecin-1,7(8H)-dione
Purity:	≥98% (HPLC)
Molecular Weight:	362.37

View Full Technical Details for (5Z)-7-Oxozeaenol

Technical Data
Citations / Reviews (2)

Biological Activity for (5Z)-7-Oxozeaenol

(5Z)-7-Oxozeaenol is a resorcyclic lactone of fungal origin that acts as a potent and selective transforming growth factor-β-activated kinase 1 (TAK1) mitogen-activated protein kinase kinase kinase (MAPKKK) inhibitor (IC₅₀ = 8 nM). Displays > 33-fold and > 62-fold selectivity over MEKK1 and MEKK4 respectively. Inhibits IL-1-induced activation of NF-κB (IC₅₀ = 83 nM) and JNK/p38. Inhibits production of inflammatory mediators, and sensitizes cells to TRAIL- and TNF-α-induced apoptosis in vitro.

Technical Data for (5Z)-7-Oxozeaenol

M. Wt	362.37
Formula	C₁₉H₂₂O₇
Storage	Desiccate at -20°C
Purity	≥98% (HPLC)
CAS Number	253863-19-3
PubChem ID	9799061
InChi Key	NEQZWEXWOFPKOT-ULSULSEOSA-N
Smiles	O=C/2[C@@H](O)[C@@H](O)C/C=C/C1=CC(OC)=CC(O)=C1C(O[C@@H](C)C\C=C2)=O

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility for (5Z)-7-Oxozeaenol

	Solvent	Max Conc. mg/mL	Max Conc. mM
Solubility
Solubility	DMSO	9.06	25

Preparing Stock Solutions for (5Z)-7-Oxozeaenol

The following data is based on the product molecular weight 362.37.

Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
0.25 mM	11.04 mL	55.19 mL	110.38 mL
1.25 mM	2.21 mL	11.04 mL	22.08 mL
2.5 mM	1.10 mL	5.52 mL	11.04 mL
12.5 mM	0.22 mL	1.10 mL	2.21 mL

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References for (5Z)-7-Oxozeaenol

References are publications that support the biological activity of the product.

Choo Blockade of transforming growth factor-β-activated kinase 1 activity enhances TRAIL-induced apoptosis through activation of a caspase cascade. Mol.Cancer Ther. 2006 PMID: 17172402
Windheim Molecular mechanisms involved in the regulation of cytokine production by muramyl dipeptide. Biochem.J. 2007 PMID: 17348859
Ninomiya-Tsuji A resorcyclic acid lactone, 5Z-7-Oxozeaenol, prevents inflammation by inhibiting the catalytic activity of TAK1 MAPK kinase kinase. J.Biol.Chem. 2003 PMID: 12624112