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C8221

Sigma-Aldrich

Caffeic acid phenethyl ester

Caffeic acid phenethyl ester

≥97% (HPLC), powder

Sinónimos:

CAPE

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1 G
603,00 €

603,00 €

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1 G
603,00 €

About This Item

Fórmula empírica (notación de Hill):
C17H16O4
Número de CAS:
104594-70-9
Peso molecular:
284.31
Número MDL:
MFCD00866470
Código UNSPSC:
12352108
ID de la sustancia en PubChem:
24278341
NACRES:
NA.77

603,00 €

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origen biológico

synthetic

Ensayo

≥97% (HPLC)

Formulario

powder

condiciones de almacenamiento

protect from light

color

off-white

solubilidad

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

temp. de almacenamiento

−20°C

cadena SMILES

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+

Clave InChI

SWUARLUWKZWEBQ-VQHVLOKHSA-N

Información sobre el gen

human ... NFKB2(4791)

Aplicación

Caffeic acid phenethyl ester (CAPE) has been used to determine the effect of CAPE in hyperthyroidism,[1] as a component of culture media to measure the cytotoxicity of breast cancer cell line MDA-MB-231,[2] to study its effects on amiodarone-induced pulmonary fibrosis in rats.[3]

Acciones bioquímicas o fisiológicas

CAPE exhibits several properties such as anticarcinogenic, immunomodulatory activities, antioxidant, antiviral, anti-inflammatory, hypoglycaemic effect, cardioprotective and inhibits gastric secretion.[1] It also has an inhibitory effect on fibroblasts growth factor type 2 (FGF-2), a tumor growth factor in breast cancer.[2]
Caffeic acid phenethyl ester is a specific inhibitor of the nuclear transcription factor NF-κB.

Características y beneficios

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.

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

dust mask type N95 (US), Eyeshields, Gloves

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Certificados de análisis (COA)

Lot/Batch Number
BCCM2256
BCCC6847
BCBV6787
BCBR2913V
BCBQ5475V

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Ethyl 4-hydroxy-3-methoxycinnamate 98%

Sigma-Aldrich

320617

Ethyl 4-hydroxy-3-methoxycinnamate

Caffeic acid matrix substance for MALDI-MS, ≥99.0% (HPLC)

Supelco

60018

Caffeic acid

3,4-Dihydroxyhydrocinnamic acid 98%

Sigma-Aldrich

102601

3,4-Dihydroxyhydrocinnamic acid

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
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
M R Fesen et al.
Biochemical pharmacology, 48(3), 595-608 (1994-08-03)
The inhibition of HIV-1 integrase by flavones and related compounds was investigated biochemically and by means of structure-activity relationships. Purified enzyme and synthetic oligonucleotides were used to assay for three reactions catalysed by integrase: (1) processing of 3' termini by
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
Z Z Su et al.
Anticancer research, 15(5B), 1841-1848 (1995-09-01)
The active component of the folk medicine propolis, caffeic acid phenethyl ester (CAPE), displays selective toxicity toward cloned rat embryo fibroblast (CREF) cells transformed by a spectrum of diverse acting oncogenes. Identification of the mode of action of CAPE should
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Discover Bioactive Small Molecules for Gene Regulation

We offer a variety of small molecule research tools, such as transcription factor modulators, inhibitors of chromatin modifying enzymes, and agonists/antagonists for target identification and validation in gene regulation research; a selection of these research tools is shown below.

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