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Caffeic Acid Phenethyl Ester

Catalog No. T6429   CAS 104594-70-9
Synonyms: Phenylethyl Caffeate, CAPE

Caffeic Acid Phenethyl Ester (Phenylethyl Caffeate) (CAPE) inhibits the activation of nuclear transcription factor NF-kappa B and may suppress p70S6K and Akt-driven signaling pathways, with antineoplastic, cytoprotective and immunomodulating activities. CAPE is the phenethyl alcohol ester of caffeic acid and a bioactive component of honeybee hive propolis. In addition, CAPE inhibits PDGF-induced proliferation of vascular smooth muscle cells through the activation of p38 mitogen-activated protein kinase (MAPK) and hypoxia-inducible factor (HIF)-1alpha and subsequent induction of heme oxygenase-1 (HO-1).

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Caffeic Acid Phenethyl Ester Chemical Structure
Caffeic Acid Phenethyl Ester, CAS 104594-70-9
Pack Size Availability Price/USD Quantity
10 mg In stock $ 33.00
25 mg In stock $ 50.00
50 mg In stock $ 61.00
100 mg In stock $ 74.00
200 mg In stock $ 106.00
500 mg In stock $ 173.00
1 mL * 10 mM (in DMSO) In stock $ 39.00
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Purity: 99.93%
Purity: 99.35%
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Biological Description
Chemical Properties
Storage & Solubility Information
Description Caffeic Acid Phenethyl Ester (Phenylethyl Caffeate) (CAPE) inhibits the activation of nuclear transcription factor NF-kappa B and may suppress p70S6K and Akt-driven signaling pathways, with antineoplastic, cytoprotective and immunomodulating activities. CAPE is the phenethyl alcohol ester of caffeic acid and a bioactive component of honeybee hive propolis. In addition, CAPE inhibits PDGF-induced proliferation of vascular smooth muscle cells through the activation of p38 mitogen-activated protein kinase (MAPK) and hypoxia-inducible factor (HIF)-1alpha and subsequent induction of heme oxygenase-1 (HO-1).
In vitro Caffeic acid phenethyl ester blocks NF-κB activation induced by phorbol ester, ceramide, okadaic acid, and hydrogen peroxide by preventing the translocation of the p65 subunit of NF-κB to the nucleus. [1] In a series of tumor cell lines, Caffeic acid phenethyl ester shows promising antiproliferative activity with EC50 of 1.76, 3.16, 13.7, and 44.0 μM against murine colon 26-L5, murine B16-BL6 melanoma, human HT-1080 fibrosarcoma and human lung A549 adenocarcinoma cell lines, respectively. [2] Caffeic acid phenethyl ester, as a potent antioxidant, exerts its anti-apoptotic effect in cerebellar granule cells by blocking ROS formation and inhibiting caspase activity. [3] Moreover, Caffeic acid phenethyl ester attenuates the pro-inflammatory phenotype of LPS-stimulated HSCs, and LPS-induced sensitization of HSCs to fibrogenic cytokines by inhibiting NF-κB signaling. [4]
In vivo In vivo, Caffeic acid phenethyl ester (10 mg/kg, i.p.) inhibits the growth and angiogenesis of primary tumors in C57BL/6 and BALB/c mice inoculated with Lewis lung carcinoma, colon carcinoma, and melanoma cells. [5] Caffeic acid phenethyl ester (5, 10, 20 mg/kg) also shows immunomodulatory effects in vivo by decreasing thymus weight and/or cellularity of thymus and spleen. [6]
Cell Research Human HT-1080 fibrosarcoma, human lung A549 adenocarcinoma and murine B16-BL6 melanoma cell lines are maintained in EMEM medium supplemented with 10% FCS, 0.1% sodium bicarbonate and 2 mM glutamine. Murine colon 26-L5 carcinoma cell line, on the other hand, is maintained in RPMI medium containing the same supplements as in EMEM. These are all highly metastatic cell lines except for A-549 carcinoma. Cellular viability is determined using the standard MTT assay. In brief, exponentially growing cells are harvested and 100 μl of cell suspension containing 2000 cells is plated in 96-well microtiter plates. After 24 h of incubation to allow for cell attachment, the cells are treated with varying concentrations of test samples in medium (100 μl) and incubated for 72 h at 37°C under 5% CO2. Three hours after the addition of MTT, the amount of formazan formed is measured spectrophotometrically at 550 nm with a Perkin Elmer HTS-7000 plate reader. The test samples are first dissolved in DMSO and then diluted with medium; the final concentration of DMSO is less than 0.25%. Normal also had the same extent of DMSO. 5-Fluorouracil (5-FU) and doxorubicin HCl are used as positive controls, and EC50 values are calculated from the mean values of data from 4 wells. (Only for Reference)
Source
Synonyms Phenylethyl Caffeate, CAPE
Molecular Weight 284.31
Formula C17H16O4
CAS No. 104594-70-9

Storage

Powder: -20°C for 3 years | In solvent: -80°C for 1 year

Solubility Information

DMSO: 28.4 mg/mL (100 mM)

Ethanol: 28.4 mg/mL (100 mM)

TargetMolReferences and Literature

1. Natarajan K, et al. Proc Natl Acad Sci U S A. 1996, 93(17), 9090-9095. 2. Banskota AH, et al. J Ethnopharmacol. 2002, 80(1), 67-73. 3. Amodio R, et al. Int J Dev Neurosci. 2003, 21(7), 379-389. 4. Zhao WX, et al. Int J Mol Med. 2014, 33(3), 687-694. 5. Chung TW, et al. J Mol Med (Berl). 2013, 91(2), 271-282. 6. Lin HP, et al. Caffeic acid phenethyl ester induced cell cycle arrest and growth inhibition in androgen-independent prostate cancer cells via regulation of Skp2, p53, p21Cip1 and p27Kip1. Oncotarget. 2015 Mar 30;6(9):6684-707. 7. Yu G, Jiao Y, Huang J J, et al. Acidic preconditioning reduces lipopolysaccharide‑induced acute lung injury by upregulating the expression of angiotensin‑converting enzyme 2[J]. Experimental and Therapeutic Medicine. 2021, 21(5): 1-8. 8. Osés S M, Marcos P, Azofra P, et al. Phenolic Profile, Antioxidant Capacities and Enzymatic Inhibitory Activities of Propolis from Different Geographical Areas: Needs for Analytical Harmonization[J]. Antioxidants. 2020, 9(1): 75.

TargetMolCitations

1. Zhou D, Yang S, Yan H, et al. SC75741, a novel c-Abl inhibitor, promotes the clearance of TDP25 aggregates via ATG5-dependent autophagy pathway. Frontiers in Pharmacology. 2021: 2891. 2. Osés S M, Marcos P, Azofra P, et al. Phenolic Profile, Antioxidant Capacities and Enzymatic Inhibitory Activities of Propolis from Different Geographical Areas: Needs for Analytical Harmonization. Antioxidants. 2020, 9(1): 75 3. Yu G, Jiao Y, Huang J J, et al. Acidic preconditioning reduces lipopolysaccharide‑induced acute lung injury by upregulating the expression of angiotensin‑converting enzyme 2. Experimental and Therapeutic Medicine. 2021 May;21(5):441. doi: 10.3892/etm.2021.9879. Epub 2021 Feb 28. 4. Li W, Yang C, Shi Z, et al.Caffeic Acid Phenethyl Ester Inhibits Ubiquitination and Degradation of p53 and Blocks Cervical Cancer Cell Growth.Current Molecular Medicine.2023 5. Gargouri W, Elleuche M, Fernández-Muiño M A, et al.Microencapsulated propolis powder: A promising ingredient of chewing gum.Powder Technology.2024: 119777.

Related compound libraries

This product is contained In the following compound libraries:
Traditional Chinese Medicine Monomer Library Inhibitor Library Immunology/Inflammation Compound Library Anti-Cancer Active Compound Library Anti-Gastroenteritis Natural Product Library Antioxidant Compound Library Anti-Infection Compound Library NF-κB Signaling Compound Library Anti-Diabetic Compound Library Anti-Ovarian Cancer Compound Library

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Keywords

Caffeic Acid Phenethyl Ester 104594-70-9 Apoptosis NF-Κb NF-κB Nuclear factor-kappaB Inhibitor Phenylethyl Caffeate Nuclear factor-κB inhibit CAPE inhibitor

 

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