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F9057 Sigma-Aldrich

FLLL31

≥98% (HPLC)

Synonym: (E,E)-1,7-Bis(3,4-dimethoxyphenyl)-4,4-dimethyl-1,6-heptadiene-3,5-dione, Tetramethylcurcumin

  • CAS Number 52328-97-9

  • Empirical Formula (Hill Notation) C25H28O6

  • Molecular Weight 424.49

  •  MDL number MFCD19443859

  •  PubChem Substance ID 329799781

  •  NACRES NA.77

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Properties

Related Categories Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Cell Biology, Cell Signaling and Neuroscience, DNA-RNA Transcription Regulators,
assay   ≥98% (HPLC)
form   powder
color   yellow
solubility   DMSO: ≥10 mg/mL
storage temp.   2-8°C
SMILES string   COc1ccc(\C=C\C(=O)C(C)(C)C(=O)\C=C\c2ccc(OC)c(OC)c2)cc1OC
InChI   1S/C25H28O6/c1-25(2,23(26)13-9-17-7-11-19(28-3)21(15-17)30-5)24(27)14-10-18-8-12-20(29-4)22(16-18)31-6/h7-16H,1-6H3/b13-9+,14-10+
InChI key   VMMZAMVBGQWOHT-UTLPMFLDSA-N

Description

Packaging

5, 25 mg in glass bottle

Biochem/physiol Actions

FLLL31 selectively binds to Janus kinase 2 and the STAT3 Src homology-2 (SH2) domain, effective inhibitors of STAT3 phosphorylation. STAT3 plays a critical role in early embryogenesis, but is largely dispensable in normal adult cells and tissues. On the other hand the JAK2/STAT3 signaling pathway is persistently activated in great number of human solid and blood cancers. Such activation is commonly associated with a worse prognosis. FLLL31 is a curcumin derivative locked in diketone-tautomeric form, which supposedly improves binding to SH2 domain. The compound inhibits JAK2 kinase activity and prevents STAT3 phosphorylation. FLLK31 is a potent and selective inhibitor of the STAT3 signaling pathway.

Features and Benefits

This compound is a featured product for Gene Regulation research. Click here to discover more featured Gene Regulation products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

This compound is featured on the JAKs page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Safety & Documentation

Safety Information

Hazard statements 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles

Articles

Discover Bioactive Small Molecules for Gene Regulation

The loss of regulation of gene expression is a key component to many human disease states, including neurodegenerative disorders, autoimmune conditions and, most prominently, cancers. Regulation of g...
Keywords: Acetylations, Epigenetics, Gene expression, Genomics, Methylations, PAGE, Post translational modifications, Transcription

JAKs

The Janus kinases were initially identified as a novel subfamily of 120-140 kDa cytoplasmic tyrosine kinases that uniquely contained two, tandem domains with homology to tyrosine kinase catalytic dom...
Keywords: Atomic absorption spectroscopy, Catalysis, Diseases, Genetic, Growth factors, Hormones, Phosphorylations, Transcription, Transduction, transformation

Peer-Reviewed Papers
15

References

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