Caffeic acid phenethyl ester CAS: 104594-70-9
MF: C17H16O4
MW: 284.31
Inhibits ornithine decarboxylase, protein tyrosine kinase and lipoxygenase activities.

Caffeic acid phenethyl ester (CAS 104594-70-9)

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Sinónimo: Phenethyl caffeate; CAPE
Solicitud: Inhibits ornithine decarboxylase, protein tyrosine kinase and lipoxygenase activities
Número de CAS: 104594-70-9
Pureza: ≥98%
Peso Molecular: 284.31
Fórmula Molecular: C17H16O4
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CAPE (Caffeic acid phenethyl ester) is a constituent of the propolis of honeybee hives and has been shown to contain inhibitory effects on induced papilloma promotion in mice. Studies have shown that CAPE acts as an anti-proliferative agent in over-productive cell growth. It is also shown that CAPE can cause DNA fragmentation and apoptosis which can have toxic results towards cloned rat embryo fibroblast (CREF) cells. In addition, CREF cells depleted of cellular glutathione (GSH) seemed to be more sensitive to CAPE-induced cell death.

CAPE has been reported to have anti-carcinogenic, anti-inflammatory, and immunomodulatory properties. CAPE also inhibits HIV-1 integrase. The anti-inflammatory characteristics have been thought to be due to suppression of the lipoxygenase pathway of arachidonic acid metabolism by CAPE. Studies have also demonstrated CAPE to be a specific and potent inhibitor of activation of nuclear transcription factor NF kappa B, which is a protein complex that controls the transcription of DNA. CAPE (Caffeic Acid Phenethylester) is an inhibitor of ODC and Tyrosine Kinase.


References

1. Sud'ina, G.F., et al. 1993. FEBS Lett. 329: 21-24. PMID: 7689063
2. Su, Z.Z., et al. 1995. Anticancer Res. 15: 1841-1848. PMID: 8572568
3. Chiao, C., et al. 1995. Cancer Res. 55: 3576-3583. PMID: 7543016
4. Huang, M.T., et al. 1996. Carcinogenesis. 17: 761-765. PMID: 8625488
5. Natarajan, K., et al. 1996. Proc. Natl. Acad. Sci. U.S.A. 93: 9090-9095. PMID: 8799159

Apariencia :
Crystalline powder
Estado de Materia :
Solid
Solubilidad :
Soluble in DMSO (10 mg/ml), ethanol (100 mM), ethyl acetate (50 mg/ml), methanol, acetone, and acetonitrile. Insoluble in water.
ALMACENAMIENTO :
Store at -20° C
Punto de Fusión :
173.38° C
Punto de ebullición :
~498.6° C at 760 mmHg (Predicted)
Densidad :
~1.3 g/cm3 (Predicted)
Indice de Refracción :
n20D 1.65
IC50 :
HIV-1 integrase: IC50 = 7 µM; MRP : IC50 = 15 µM
Para Uso Exclusivo en Investigación. No está diseñado para uso en diagnosis o terapia.
WGK Alemania :
3
RTECS :
UD3334375
PubChem CID :
5281787
Número MDL :
MFCD00866470
SMILES :
C1=CC=C(C=C1)CCOC(=O)/C=C/C2=CC(=C(C=C2)O)O

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Caffeic acid phenethyl ester  Menciones del Producto

Ver como otros han utilizado Caffeic acid phenethyl ester. Haga click en la entrada de PubMed .

Citaciones 1 a 9 de un total de 9

PMID: # 29545862  Mercantepe, T.|Unal, D.|Tümkaya, L.|Yazici, ZA.| et al. 2018. Exp Ther Med. 15: 3404-3412.

PMID: # 29949757  Watanabe, H. et al. 2018. Cell Rep. 23: 3721-3729.

PMID: # 28965045  Yu, HJ. et al. 2017. Arch. Oral Biol. 84: 94-99.

PMID: # 28600813  Christensen, AG. et al. 2017. Stem Cells. 35: 1898-1912.

PMID: # 27480649  Cheng, YY. et al. 2017. Arch. Immunol. Ther. Exp. (Warsz.). 65: 145-156.

PMID: # 26651953  Dilber, Y. et al. 2016. Acta histochemica. 118: 31-7.

PMID: # 24694795  Tran, HT. et al. 2014. Inflamm. Bowel Dis. 20: 835-46.

PMID: # 22847000  Narayanan, A. et al. 2012. The Journal of biological chemistry. 287: 33198-214.

PMID: # 21414310  Nakamura, S. et al. 2011. Eur. J. Pharmacol. 659: 67-71.

Citaciones 1 a 9 de un total de 9
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