5Z-7-Oxozeaenol

SIGMA/O9890 - ≥98% (HPLC)

Synonym: C 292; F 152; FR148083; L 783279; LL-Z1640-2

CAS Number: 253863-19-3
Empirical Formula (Hill Notation): C₁₉H₂₂O₇
Molecular Weight: 362.37
MDL Number: MFCD12912700
Linear Formula: C₁₉H₂₂O₇
Product Type: Chemical

Catalog Number	PKG Qty.	Price	Quantity


45-O9890-1MG	1 mg	$243.00 1/EA		Add To Favorites

Properties
Descriptions
Safety Info.
Basic Data

assay	≥98% (HPLC)
color	white to off-white
form	powder
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
Quality Level	100
SMILES string	COc1cc(O)c2C(=O)O[C@@H](C)CC=CC(=O)[C@@H](O)[C@@H](O)CC=Cc2c1
solubility	DMSO: >10 mg/mL
storage temp.	2-8°C

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.
Biochem/physiol Actions:	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 .
Features and Benefits:	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 .
Packaging:	1 mg in glass bottle

Hazard Codes	T
Risk Statements	25
Safety Statements	45
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable

Purity	≥98% (HPLC)
Storage Temp.	2-8°C
UNSPSC	12352200

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