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)

Caffeic acid phenethyl ester | CAS 104594-70-9 is rated 5.0 out of 5 by 1.
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Synonym: Phenethyl caffeate; CAPE
Application: Inhibits ornithine decarboxylase, protein tyrosine kinase and lipoxygenase activities
CAS Number: 104594-70-9
Purity: ≥98%
Molecular Weight: 284.31
Molecular Formula: C17H16O4
* Refer to Certificate of Analysis for lot specific data (including water content).
Submit a review for this product and receive 15 CruzCredits

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
Solubility :
Soluble in DMSO (10 mg/ml), ethanol (100 mM), ethyl acetate (50 mg/ml), methanol, acetone, and acetonitrile. Insoluble in water.
Storage :
Store at -20° C
Melting Point :
173.38° C
Boiling Point :
~498.6° C at 760 mmHg (Predicted)
Density :
~1.3 g/cm3 (Predicted)
Refractive Index :
n20D 1.65
IC50 :
HIV-1 integrase: IC50 = 7 µM; MRP : IC50 = 15 µM
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
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

Download SDS (MSDS)

Certificate of Analysis

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Caffeic acid phenethyl ester  Product Citations

See how others have used Caffeic acid phenethyl ester. Click on the entry to view the PubMed entry .

Citations 1 to 9 of 9 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 9 total

Can caffeic acid phenethyl ester (CAS 104594-70) be used for cells with LPS stimulation?

Asked by: Jakie
Thank you for your question. The compound is a research grade compound. It can be used for cell culture experiments. Please note the compound is supplied pure but has not been sterilized. We have not tested with LPS stimulation.
Answered by: Technical Support
Date published: 2019-08-06

For how long can we store it, when it is dissolved in DMSO and stored at -20C?

Asked by: Sidse
Thank you for your question. We don’t recommend storing this compound in solution for longer than a day.
Answered by: Technical Support
Date published: 2019-02-12

How do you dissolve it and inject it into mice

Asked by: XUE Z S
Thank you for your question. This product is soluble in DMSO (10 mg/ml), ethanol (100 mM), ethyl acetate (50 mg/ml), methanol, acetone, and acetonitrile. Insoluble in water. Unfortunately we do not have any information on delivering it into mice as that is not a use we support. Please contact Technical Service if you have any further questions or need additional information.
Answered by: Tech Service
Date published: 2018-11-30

What is the appearance of the compound?

Asked by: two2igm05
Thank you for your question. Caffeic acid phenethyl ester, sc-200800, is in off-white to yellow crystalline powder form.
Answered by: Chemical Support 4
Date published: 2017-06-07
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Rated 5 out of 5 by from Kim Kim, HG. et al. (PubMed 26296470) found that Caffeic acid phenethyl ester (CAPE) induced hypoxia inducible factor-1 (HIF-1 ) protein level and HIF-1 responsible element (HRE) transcriptional activity. CAPE-mediated HIF-1 reduced 3-MC-inducible CYP1A1 protein expression. -SCBT Publication Review
Date published: 2015-04-09
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