C8221
Caffeic acid phenethyl ester
synthetic, ≥97% (HPLC), Nuclear transcription factor NF-κB inhibitor, powder
Synonym(s):
CAPE
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About This Item
Empirical Formula (Hill Notation):
C17H16O4
CAS Number:
Molecular Weight:
284.31
UNSPSC Code:
12352108
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Product Name
Caffeic acid phenethyl ester, ≥97% (HPLC), powder
biological source
synthetic
Quality Level
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+
InChI key
SWUARLUWKZWEBQ-VQHVLOKHSA-N
Gene Information
human ... NFKB2(4791)
Application
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
Caffeic acid phenethyl ester is a specific inhibitor of the nuclear transcription factor NF-κB.
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.
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.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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K Natarajan et al.
Proceedings of the National Academy of Sciences of the United States of America, 93(17), 9090-9095 (1996-08-20)
Caffeic acid phenethyl ester (CAPE), an active component of propolis from honeybee hives, is known to have antimitogenic, anticarcinogenic, antiinflammatory, and immunomodulatory properties. The molecular basis for these diverse properties is not known. Since the role of the nuclear factor
The effect of propolis and its components on eicosanoid production during the inflammatory response.
O K Mirzoeva et al.
Prostaglandins, leukotrienes, and essential fatty acids, 55(6), 441-449 (1996-12-01)
To investigate the possible mechanism of the therapeutic action of propolis, we studied: (a) the effect of propolis, its components, caffeic acid phenethyl ester (CAPE), caffeic acid (CA), quercetin and naringenin, as well as the synthetic compounds indomethacin (IM) and
Attenuation of oxidative stress in plasma and tissues of rats with experimentally induced hyperthyroidism by caffeic acid phenylethyl ester
Mohamadin AM, et al.
Basic and Clinical Pharmacology and Toxicology, 100(2), 84-90 (2007)