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C8221 Sigma-Aldrich

Caffeic acid phenethyl ester

≥97% (HPLC), powder

Synonym: CAPE

  • CAS Number 104594-70-9

  • Empirical Formula (Hill Notation) C17H16O4

  • Molecular Weight 284.31

  •  MDL number MFCD00866470

  •  PubChem Substance ID 24278341

  •  NACRES NA.77



Related Categories Antioxidant and Free Radical Scavengers, Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Biochemicals and Reagents, C-CH,
biological source   synthetic
assay   ≥97% (HPLC)
form   powder
storage condition   protect from light
color   off-white
solubility   ethyl acetate: 50 mg/mL
  DMSO: soluble
  ethanol: soluble
storage temp.   −20°C
SMILES string   Oc1ccc(\C=C\C(=O)OCCc2ccccc2)cc1O
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/b9-7+
Gene Information   human ... NFKB2(4791)



Caffeic acid phenethyl ester (CAPE) has been used to determine the effect of CAPE in hyperthyroidism, as a component of culture media to measure the cytotoxicity of breast cancer cell line MDA-MB-231, to study its effects on amiodarone-induced pulmonary fibrosis in rats.

Biochem/physiol Actions

CAPE exhibits several properties such as anticarcinogenic, immunomodulatory activities, antioxidant, antiviral, anti-inflammatory, hypoglycaemic effect, cardioprotective and inhibits gastric secretion. It also has an inhibitory effect on fibroblasts growth factor type 2 (FGF-2), a tumor growth factor in breast cancer.

Caffeic acid phenethyl ester is a specific inhibitor of the nuclear transcription factor NF-κB.

Features and Benefits

This compound is a featured product for Gene Regulation research. Click here to discover more featured Gene Regulation products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

This compound is also offered as part of Sigma′s Library of Pharmacologically Active Compounds (LOPAC®1280), a biologically annotated collection of high-quality, ready-to-screen compounds. Click here to learn more.

Legal Information

LOPAC is a registered trademark of Sigma-Aldrich Co. LLC

Safety & Documentation

Safety Information

Personal Protective Equipment 
NONH for all modes of transport
WGK Germany 
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable


Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles


Discover Bioactive Small Molecules for Gene Regulation

The loss of regulation of gene expression is a key component to many human disease states, including neurodegenerative disorders, autoimmune conditions and, most prominently, cancers. Regulation of g...
Keywords: Acetylations, Epigenetics, Gene expression, Genomics, Methylations, PAGE, Post translational modifications, Transcription

NF-κB and Inflammation

Chronic inflammation is an underlying factor in the development and progression of many of the chronic diseases of aging, such as arthritis, atherosclerosis, diabetes, and cancer. Oxidative cellular ...
BioFiles 2007, 2.4, 14.
Keywords: Acetylations, Adhesion, Angiogenesis, Apoptosis, Cancer, Carcinogens, Catalysis, Cell culture, Cell proliferation, Cell signaling, Cellular processes, Degradations, Diabetes, Diseases, Environmental, Gene expression, Glycosylations, High performance liquid chromatography, Inflammation, PAGE, Phosphorylations, Thin layer chromatography, Transcription, transformation

Peer-Reviewed Papers


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