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About This Item
Empirical Formula (Hill Notation):
C19H22O7
CAS Number:
Molecular Weight:
362.37
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
Product Name
5Z-7-Oxozeaenol, ≥98% (HPLC)
Quality Level
Assay
≥98% (HPLC)
form
powder
color
white to off-white
solubility
DMSO: >10 mg/mL
storage temp.
2-8°C
SMILES string
COc1cc(O)c2C(=O)O[C@@H](C)CC=CC(=O)[C@@H](O)[C@@H](O)C\C=C\c2c1
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/b6-4+,7-3-/t11-,15-,18+/m0/s1
InChI key
NEQZWEXWOFPKOT-BYRRXHGESA-N
Related Categories
Application
5Z-7-Oxozeaenol has been used:
- as transforming growth factor β-activated kinase 1 (TAK1) inhibitor to treat human colon cancer cells
- as TAK1-specific inhibitor to provide intraperitoneal injection to mice for aortic banding
- as TAK1 inhibitor to treat cells for luciferase reporter assay
- to test growth and differentiation factor 2 (GDF2)-mediated anoikis
Biochem/physiol Actions
5Z-7-oxozeaenol is a potent ATP-competitive irreversible inhibitor of ERK2 (IC50 = 80 nM), TAK1 (MEKK7), MKK7, and MEK1, which all contain a common cysteine residue in the ATP-binding site. 5Z-7-oxozeaenol has no activity against other MAP kinases. 5Z-7-oxozeaenol is also anti-inflammatory.
The anti-inflammatory effects of 5Z-7-oxozeaenol may affect cardiac hypertrophy.
Features and Benefits
This compound is a featured product for Kinase Phosphatase Biology research. Click here to discover more featured Kinase Phosphatase Biology products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound is featured on the MAPKKKs and MAPKs pages of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
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