CAS 104594-70-9

Caffeic acid phenethyl ester

Description:

Caffeic acid phenethyl ester (CAPE) is a phenolic compound derived from caffeic acid, known for its potential antioxidant, anti-inflammatory, and anticancer properties. It is a yellowish-brown solid at room temperature and is soluble in organic solvents such as ethanol and dimethyl sulfoxide, but has limited solubility in water. CAPE exhibits a molecular formula that reflects its structure, which includes a phenethyl group attached to the caffeic acid backbone. This compound is often studied for its biological activities, including its ability to inhibit various enzymes and modulate signaling pathways, making it of interest in pharmacological research. CAPE has been investigated for its protective effects against oxidative stress and its potential role in preventing chronic diseases. Additionally, it is recognized for its ability to interact with cellular components, influencing processes such as apoptosis and cell proliferation. Overall, caffeic acid phenethyl ester is a significant compound in the field of natural products and medicinal chemistry, with ongoing research into its therapeutic applications.

Formula: C₁₇H₁₆O₄

InChI: InChI=1S/C17H16O4/c18-15-8-6-14(12-16(15)19)7-9-17(20)21-11-10-13-4-2-1-3-5-13/h1-9,12,18-19H,10-11H2

InChI key: InChIKey=SWUARLUWKZWEBQ-UHFFFAOYSA-N

SMILES: C(=CC(OCCC1=CC=CC=C1)=O)C2=CC(O)=C(O)C=C2

Synonyms:

• 2-Phenylethyl 3-(3,4-Dihydroxyphenyl)-2-Propenoate
• 2-Phenylethyl 3-(3,4-Dihydroxyphenyl)Prop-2-Enoate
• 2-Phenylethyl caffeate
• 2-Propenoic acid, 3-(3,4-dihydroxyphenyl)-, 2-phenylethyl ester
• 2-phenylethyl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
• Caffeic acid phenethylester
• Phenethyl Caffeate
• β-Phenylethyl caffeate
• Caffeic acid phenethyl ester
• CAPE

Phenethyl Caffeate

CAS: 104594-70-9

Formula: C₁₇H₁₆O₄

Purity: >98.0%(HPLC)

Color and Shape: White to Orange to Green powder to crystal

Molecular weight: 284.31

Ref: 3B-P2088

Phenylethyl 3,4-dihydroxycinnamate, 98+%

CAS: 104594-70-9

Inhibitor of protein tyrosine kinase, and is cytotoxic to cancer cell lines

Formula: C₁₇H₁₆O₄

Purity: 98+%

Molecular weight: 284.31

Ref: 02-J61386

Caffeic acid-phenethyl ester

CAS: 104594-70-9

CAPE is known to have antimitogenic, anticarcinogenic, antiinflammatory, and immunomodulating properties. The molecular basis for these properties seems to be its ability to specifically and potently inhibit the activation of the nuclear transcription factor NF-kappaB.

Formula: C₁₇H₁₆O₄

Purity: 99.4%

Color and Shape: White Powder

Molecular weight: 284.31

Ref: 01-4027526

2-phenylethyl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

CAS: 104594-70-9

Formula: C₁₇H₁₆O₄

Purity: 97%

Color and Shape: Solid

Molecular weight: 284.3065

Ref: IN-DA00HADG

Caffeic acid phenethyl ester

CAS: 104594-70-9

Formula: C₁₇H₁₆O₄

Purity: ≥ 98.0%

Color and Shape: White to yellow crystalline powder

Molecular weight: 284.31

Ref: 7W-GK2776

Caffeic Acid Phenethyl Ester

CAS: 104594-70-9

Caffeic Acid Phenethyl Ester

Purity: ≥98%

Molecular weight: 284.31g/mol

Ref: 54-BUP17813

Caffeic acid-phenylethyl ester

CAS: 104594-70-9

Formula: C₁₇H₁₆O₄

Color and Shape: Neat

Molecular weight: 284.31

Ref: 04-C10934730

Caffeic acid phenethyl ester

CAS: 104594-70-9

Formula: C₁₇H₁₆O₄

Purity: 95%~99%

Molecular weight: 284.311

Ref: BP-SBP03991

Caffeic Acid Phenethyl Ester

CAS: 104594-70-9

CAPE, in propolis, blocks NF-kappa B, suppresses p70S6K/Akt pathways, and inhibits PDGF, aiding in cancer protection and immune modulation.

Formula: C₁₇H₁₆O₄

Purity: 99.18% - 99.35%

Color and Shape: Less Transparent Liquid Colorless Transparent Liquid

Molecular weight: 284.31

Ref: TM-T6429

Caffeic acid phenethyl ester

CAS: 104594-70-9

Caffeic acid phenethyl ester

Formula: C₁₇H₁₆O₄

Purity: 98% (nmr) (Typical Value in Batch COA)

Color and Shape: off-white solid

Molecular weight: 284.31g/mol

Ref: 54-BIB6022

Caffeic Acid Phenethyl Ester

CAS: 104594-70-9

Applications Cytotoxic agent against cancer cell lines. Inhibitor of ornithine decarboxylase and protein tyrosine kinase. Found to be a specific inhibitor of the nuclear transcription factor, NF-kB. It has also been shown to significantly suppress the lipoxygenase pathway of arachidonic acid metabolism during inflammation.
References Grunberger, D., et al.: Experientia, 44, 230 (1988), Fesen, M.R., et al.: Biochem. Pharmacol., 48, 595 (1994), Su, Z.Z., et al.: Cancer Res., 54, 1865 (1994), Zheng, Z.S., et al.: Oncol. Res., 7, 445 (1995), Mirzoeva, O.K. and Calder, P.C.: Essent. Fatty Acids, 55, 441 (1996)

Formula: C₁₇H₁₆O₄

Color and Shape: Neat

Molecular weight: 284.31

Ref: TR-C080050

Caffeic acid phenethyl ester

CAS: 104594-70-9

Caffeic acid phenethyl ester (CAPE) is an active phenolic compound found in honeybee propolis that has the potential to downregulate inflammation in mammals. Studies demonstrated that CAPE specifically inhibits the protein complex NF-κB - a key player in inflammation, associated with the pathogenesis of chronic inflammatory diseases. Moreover, CAPE inhibits the activity of the enzyme cyclooxygenase and the production of nitric oxide by macrophages, also responsible for inflammation. By acting on T cells, CAPE can reduce the production of pro-inflammatory cytokines and increase the production of anti-inflammatory ones, leading to a less overwhelming immune response to allergens.

Formula: C₁₇H₁₆O₄

Purity: Min. 98.0 Area-%

Molecular weight: 284.31 g/mol

Ref: 3D-C-1400

PHENETHYL CAFFEATE

CAS: 104594-70-9

Purity: 97%

Molecular weight: 284.3110046

Ref: 10-F814395

Phenethyl 3-(3,4-dihydroxyphenyl)acrylate

CAS: 104594-70-9

Formula: C₁₇H₁₆O₄

Purity: 95.0%

Color and Shape: No data available.

Molecular weight: 284.311

Ref: 10-F212797