C8221
Caffeic acid phenethyl ester
synthetic, ≥97% (HPLC), Nuclear transcription factor NF-κB inhibitor, powder
Sinónimos:
CAPE
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About This Item
Fórmula empírica (notación de Hill):
C17H16O4
Número CAS:
Peso molecular:
284.31
UNSPSC Code:
12352108
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Nombre del producto
Caffeic acid phenethyl ester, ≥97% (HPLC), powder
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
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
Quality Level
Gene Information
human ... NFKB2(4791)
Categorías relacionadas
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
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.
Clase de almacenamiento
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
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)
M T Hansen et al.
Oncogene, 34(4), 424-435 (2014-01-29)
S100A4 is implicated in metastasis and chronic inflammation, but its function remains uncertain. Here we establish an S100A4-dependent link between inflammation and metastatic tumor progression. We found that the acute-phase response proteins serum amyloid A (SAA) 1 and SAA3 are
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
Z S Zheng et al.
Oncology research, 7(9), 445-452 (1995-01-01)
Caffeic acid phenethyl ester (CAPE) was evaluated for its potential in regulating keratinocyte proliferation. CAPE inhibited the proliferation of SV40 transformed keratinocytes (Z114) in a concentration- and time-dependent manner. Inhibition by CAPE was seen with 0.5 to 5.0 micrograms/ml at
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