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C8221

Sigma-Aldrich

Caffeic acid phenethyl ester

≥97% (HPLC), powder

Sinonimo/i:

CAPE

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About This Item

Formula empirica (notazione di Hill):
C17H16O4
Numero CAS:
104594-70-9
Peso molecolare:
284.31
Numero MDL:
MFCD00866470
Codice UNSPSC:
12352108
ID PubChem:
24278341
NACRES:
NA.77

Origine biologica

synthetic

Saggio

≥97% (HPLC)

Stato

powder

Condizioni di stoccaggio

protect from light

Colore

off-white

Solubilità

ethyl acetate: 50 mg/mL
DMSO: soluble
ethanol: soluble

Temperatura di conservazione

−20°C

Stringa SMILE

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+
SWUARLUWKZWEBQ-VQHVLOKHSA-N

Informazioni sul gene

human ... NFKB2(4791)

Applicazioni

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.

Azioni biochim/fisiol

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.

Caratteristiche e vantaggi

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.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

dust mask type N95 (US), Eyeshields, Gloves

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Certificati d'analisi (COA)

Lot/Batch Number
BCCM2256
BCCK6390
BCCC6847
BCBV6787
BCBR2913V

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Ethyl 4-hydroxy-3-methoxycinnamate 98%

Sigma-Aldrich

320617

Ethyl 4-hydroxy-3-methoxycinnamate

Acido caffeico ≥99.0% (HPLC)

Supelco

60018

Acido caffeico

3,4-Dihydroxyhydrocinnamic acid 98%

Sigma-Aldrich

102601

3,4-Dihydroxyhydrocinnamic acid

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)
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
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
D Grunberger et al.
Experientia, 44(3), 230-232 (1988-03-15)
The honeybee hive product, propolis, is a folk medicine employed for treating various ailments. Many important pharmaceutical properties have been ascribed to propolis, including anti-inflammatory, antiviral, immunostimulatory and carcinostatic activities. Propolis extracts have provided an active component identified as caffeic
G F Sud'ina et al.
FEBS letters, 329(1-2), 21-24 (1993-08-23)
Caffeic acid phenethyl ester, an active component of propolis extract, inhibits 5-lipoxygenase in the micromolar concentration range. The inhibition is of an uncompetitive type, i.e. the inhibitor binds to the enzyme-substrate complex but not to the free enzyme. Caffeic acid
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