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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Synonym: Phenethyl caffeate; CAPE
Application Inhibits ornithine decarboxylase, protein tyrosine kinase and lipoxygenase activities
CAS 등록번호: 104594-70-9
순도: ≥98%
분자량: 284.31
분자식: C17H16O4
* 참조분석증명서대량의 측정 데이터(함수량포함).
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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

Appearance :
Crystalline powder
Physical State :
Solid
용해도 :
Soluble in DMSO (10 mg/ml), ethanol (100 mM), ethyl acetate (50 mg/ml), methanol, acetone, and acetonitrile. Insoluble in water.
저장 :
Store at -20° C
녹는점 :
173.38° C
비등점 :
~498.6° C at 760 mmHg (Predicted)
밀도 :
~1.3 g/cm3 (Predicted)
굴절률 :
n20D 1.65
IC50 :
HIV-1 integrase: IC50 = 7 µM; MRP : IC50 = 15 µM
연구용으로만 사용가능합니다. 진단이나 치료용으로 사용불가합니다.
WGK Germany :
3
RTECS :
UD3334375
PubChem CID :
5281787
MDL Number :
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  논문정보

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Citations 1 to 9 of {3} total

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.

Citations 1 to 9 of {3} total
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