1. MAPK/ERK Pathway
    Protein Tyrosine Kinase/RTK
  2. MAP3K
    VEGFR

5Z-7-Oxozeaenol (Synonyms: FR148083; L783279; LL-Z 1640-2)

Cat. No.: HY-12686 Purity: >99.0%
Handling Instructions

5Z-7-Oxozeaenol is a natural anti-protozoan compound from fungal origin, acting as a potent irreversible and selective inhibitor of TAK1 and VEGF-R2, with IC50s of 8 nM and 52 nM, respectively.

For research use only. We do not sell to patients.

5Z-7-Oxozeaenol Chemical Structure

5Z-7-Oxozeaenol Chemical Structure

CAS No. : 253863-19-3

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  • Biological Activity

  • Protocol

  • Technical Information

  • Purity & Documentation

  • References

Description

5Z-7-Oxozeaenol is a natural anti-protozoan compound from fungal origin, acting as a potent irreversible and selective inhibitor of TAK1 and VEGF-R2, with IC50s of 8 nM and 52 nM, respectively.

IC50 & Target[1][2]

TAK1

8.1 nM (IC50)

MEK1

411 nM (IC50)

VEGFR-2

52 nM (IC50)

VEGFR-3

110 nM (IC50)

FLT3

170 nM (IC50)

PDGFR-β

340 nM (IC50)

B-RAF VE

6300 nM (IC50)

SRC

6600 nM (IC50)

In Vitro

5Z-7-Oxozeaenol is a potent irreversible and selective inhibitor of transforming growth factor (TGF)-β-activated kinase 1 (TAK1, IC50, 8.1 nM), less active on MEK1 (IC50, 411 nM). 5Z-7-Oxozeaenol prevents inflammation by inhibiting the catalytic activity of TAK1 MAPK kinase kinase[1]. 5Z-7-Oxozeaenol is also an inhibitor of VEGF-R2, with an IC50 of 52 nM. 5Z-7-Oxozeaenol has inhibitory activity against VEGF-R3, FLT3, PDGFR-β, B-RAF VE and SRC, with IC50s of 110, 170, 340, 6300 and 6600 nM, respectively[2]. 5Z-7-Oxozeaenol inhibits JNK/p38 paythway, but it is not a direct inhibitor and is signal specific. 5Z-7-Oxozeaenol suppresses the PMA-induced AP-1 activity almost to the basal level in the KT cells, but has no effects on IL-1-induced NF-kB activity in the KK cells[3].

Solvent & Solubility
In Vitro: 

10 mM in DMSO

Preparing
Stock Solutions
Concentration Solvent Mass 1 mg 5 mg 10 mg
1 mM 2.7596 mL 13.7981 mL 27.5961 mL
5 mM 0.5519 mL 2.7596 mL 5.5192 mL
10 mM 0.2760 mL 1.3798 mL 2.7596 mL
*Please refer to the solubility information to select the appropriate solvent.
References
Kinase Assay
[1]

For screening TAK1 inhibitors, insect expression vectors for TAK1 and TAB1 are co-infected into Sf9 cells. After 2 days of incubation, cell lysates are immunoprecipitated with anti-TAK1 antibody (M-17). The immunoprecipitates are incubated with various compounds (5Z-7-Oxozeaenol, etc.) and subsequently incubated with 2 μg of myelin basic protein and 10 μCi of [γ-32P]ATP (3,000 Ci/mmol) in 10 μL of the kinase buffer containing 10 mM HEPES (pH 7.4), 1 mM dithiothreitol, 5 mM MgCl2 at 30°C for 5 min. Samples are separated by 10% SDS-PAGE, and 32P incorporated into myelin basic protein is quantified with a bioimage analyzer. The catalytic activity of MEK1 is determined by activation of ERK2 to phosphorylate dure. The catalytic activity of MEKK1 is measured with 2 μg of myelin basic protein as a substrate in the kinase buffer. For subsequent kinase assays, immunoprecipitates are incubated with 5 μCi of [γ-32P]ATP (3,000 Ci/mmol) and 1 μg of bacterially expressed MKK6 or GST-IκBα-(1-72) in 10 μL of the kinase buffer at 25°C for 2 min. Samples are separated by 10% SDS-PAGE and visualized by autoradiography[1].

MCE has not independently confirmed the accuracy of these methods. They are for reference only.

References
Molecular Weight

362.37

Formula

C₁₉H₂₂O₇

CAS No.

253863-19-3

SMILES

O=C(O[[email protected]@H](C)C/C=C\1)C2=C(O)C=C(OC)C=C2/C=C/C[[email protected]](O)[[email protected]](O)C1=O

Storage
Powder -20°C 3 years
In solvent -80°C 6 months
  -20°C 1 month
Shipping

Room temperature in continental US; may vary elsewhere

Purity: >99.0%

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Product Name:
5Z-7-Oxozeaenol
Cat. No.:
HY-12686
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5Z-7-Oxozeaenol

Cat. No.: HY-12686