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Caffeic acid phenethyl ester

Cat. No. 2743 9 Citations Submit a Review Datasheet / COA / SDS
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Cat.No. 2743 - Caffeic acid phenethyl ester | C17H16O4 | CAS No. 104594-70-9
Description: Specific inhibitor of NF-κB activation
Alternative Names: CAPE
Chemical Name: 3-(3,4-Dihydroxyphenyl)-2-propenoic acid 2-phenylethyl ester
Purity: ≥99% (HPLC)
Datasheet
Citations (9)
Reviews
Literature
Pathways
Biological Activity Technical Data Solubility Calculators Datasheets References

Biological Activity

Antioxidant, antimitogenic, anticarcinogenic, anti-inflammatory and antiviral. Specifically inhibits NF-κB activation and inhibits the growth of transformed cells. Also suppresses lipid peroxidation and inhibits ornithine decarboxylase, protein tyrosine kinase and lipoxygenase activities.

Technical Data

M. Wt 284.31
Formula C17H16O4
Storage Store at -20°C
Purity ≥99% (HPLC)
CAS Number 104594-70-9
PubChem ID 5281787
InChI Key SWUARLUWKZWEBQ-VQHVLOKHSA-N
Smiles OC1=C(O)C=C(/C=C/C(OCCC2=CC=CC=C2)=O)C=C1

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 28.43 100
ethanol 28.43 100

Preparing Stock Solutions

The following data is based on the product molecular weight 284.31. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 3.52 mL 17.59 mL 35.17 mL
5 mM 0.7 mL 3.52 mL 7.03 mL
10 mM 0.35 mL 1.76 mL 3.52 mL
50 mM 0.07 mL 0.35 mL 0.7 mL

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Product Datasheets

Certificate of Analysis / Product Datasheet
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Safety Datasheet

References

References are publications that support the biological activity of the product.

Sud'ina et al (1993) Caffeic acid phenethyl ester as a lipoxygenase inhibitor with antioxidant properties. FEBS Lett. 329 21 PMID: 7689063

Fitzpatrick et al (2001) Caffeic acid phenethyl ester, an inhibitor of nuclear factor-κB, attenuates bacterial peptidoglycan polysaccharide-induced colitis in rats. J.Pharmacol.Exp.Ther. 299 915 PMID: 11714876

Natarajan et al (1996) Caffeic acid phenethyl ester is a potent and specific inhibitor of activation of nuclear transcription factor NF-κB. Proc.Natl.Acad.Sci.USA 93 9090

If you know of a relevant reference for Caffeic acid phenethyl ester, please let us know.

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Keywords: Caffeic acid phenethyl ester, Caffeic acid phenethyl ester supplier, Specific, inhibitors, inhibits, NF-κB, NF-kappaB, NF-kB, activation, Transcription, Factors, Nuclear, Factor, Kappa, B, Cytokine, Signaling, Signalling, CAPE, NF-kB/IkB, Antivirals, 2743, Tocris Bioscience

9 Citations for Caffeic acid phenethyl ester

Citations are publications that use Tocris products. Selected citations for Caffeic acid phenethyl ester include:

Ciarlo et al (2017) A chemical screen in zebrafish embryonic cells establishes that Akt activation is required for neural crest development. Elife 6 PMID: 28832322

Ong et al (2015) Neutrophil-Derived MMP-8 Drives AMPK-Dependent Matrix Destruction in Human Pulmonary Tuberculosis. Mol Vis 11 e1004917 PMID: 25996154

Brosig et al (2015) Gene expression regulation in retinal pigment epithelial cells induced by viral RNA and viral/bacterial DNA. Mol Vis 21 1000 PMID: 26330750

Hollborn et al (2015) Regulation of the hyperosmotic induction of aquaporin 5 and VEGF in retinal pigment epithelial cells: involvement of NFAT5. Cell Biosci 21 360 PMID: 25878490

Pysz et al (2014) Differential regulation of cyclin D1 expression by protein kinase C α and ε signaling in intestinal epithelial cells. J Biol Chem 289 22268 PMID: 24914206

Kleiner et al (2018) Activator protein-1 contributes to the NaCl-induced expression of VEGF and PlGF in RPE cells. Mol Vis 24 647 PMID: 30310263

Zhu et al (2012) BlyS is up-regulated by hypoxia and promotes migration of human breast cancer cells. Front Cell Neurosci 31 31 PMID: 22463935

Mia and Bank (2016) The pro-fibrotic properties of transforming growth factor on human fibroblasts are counteracted by caffeic acid by inhibiting myofibroblast formation and collagen synthesis. PLoS Pathog 363 775 PMID: 26453399

Munegowda and Hu (2015) Transient blocking of NK cell function with small molecule inhibitors for helper dependant adenoviral vector-mediated gene delivery. J Exp Clin Cancer Res 5 29 PMID: 26085921

Do you know of a great paper that uses Caffeic acid phenethyl ester from Tocris? Please let us know.

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Pathways for Caffeic acid phenethyl ester

NF-κB

NF-κB Signaling Pathway

NF-κB signaling plays an important role in inflammation, the innate and adaptive immune response and stress. Dysregulated signaling can occur in inflammatory and autoimmune diseases.