O9890 Sigma-Aldrich


≥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

  •  PubChem Substance ID 329818946

  •  NACRES NA.77



Related Categories Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Cell Biology, Cell Signaling and Neuroscience, Kinase/Phosphatase Biology,
Quality Level   100
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



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


1 mg in glass bottle

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

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.

Safety & Documentation

Safety Information

NONH for all modes of transport
WGK Germany 
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable


Certificate of Analysis (COA)

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Protocols & Articles


Discover Bioactive Small Molecules for Kinase Phosphatase Biology

Phosphorylation is a ubiquitous cellular regulatory mechanism that mediates signal transduction pathways, which carry signals from the cell surface to the nucleus or cytoplasm, by altering the activi...
Keywords: Apoptosis, Bioactive small molecules, Cancer, Diseases, Inflammation, Metabolism, Neurodegenerative Diseases, Phosphorylations, Transduction


Mitogen-activated protein kinase (MAPK) signaling pathways mediate cellular responses to many stimuli including growth factors, hormones, cytokines and environmental stresses. MAPK pathways can be di...
Keywords: Apoptosis, Cancer, Degradations, Environmental, Growth factors, Hormones, Inflammation, Phosphorylations, RNA immunoprecipitation, Ubiquitinations


The mitogen-activated protein kinase (MAPK) family consists of both stress activated (SAPK) and mitogen-activated (MAPK) protein kinases. They form a network of signal transduction cascades that medi...
Keywords: Anti-inflammatory agents, Apoptosis, Cancer, Cell proliferation, Cellular processes, Clinical, Gene expression, Growth factors, Inflammation, Phosphorylations, Transcription, Transduction, transformation

The Role of Inflammation in Neurodegeneration

It is well established that the brain can sense and react to peripheral insults through the rapid induction of fever and other neuroendocrine changes in response to events such as infection and tissu...
Scott Hauser, Technology Transfer Specialist, Sigma® Life Science
Biofiles, Vol. 8, No. 19
Keywords: Adhesion, Central Nervous System, Diseases, Gene expression, Inflammation, Neurodegenerative Diseases, Reductions

Peer-Reviewed Papers


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