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C8221

Sigma-Aldrich

Caffeic acid phenethyl ester

Caffeic acid phenethyl ester

≥97% (HPLC), powder

Sinônimo(s):

CAPE

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About This Item

Fórmula empírica (Notação de Hill):
C17H16O4
Número CAS:
104594-70-9
Peso molecular:
284.31
Número MDL:
MFCD00866470
Código UNSPSC:
12352108
ID de substância PubChem:
24278341
NACRES:
NA.77
Preço e disponibilidade não estão disponíveis no momento.

fonte biológica

synthetic

Ensaio

≥97% (HPLC)

Formulário

powder

condição de armazenamento

protect from light

cor

off-white

solubilidade

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

temperatura de armazenamento

−20°C

cadeia de caracteres 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+

chave InChI

SWUARLUWKZWEBQ-VQHVLOKHSA-N

Informações sobre genes

human ... NFKB2(4791)

Aplicação

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]

Ações bioquímicas/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 e benefícios

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 classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

dust mask type N95 (US), Eyeshields, Gloves

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Certificados de análise (COA)

Lot/Batch Number
BCCM2256
BCCC6847
BCBV6787
BCBR2913V
BCBQ5475V

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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

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)
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
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
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
M R Fesen et al.
Proceedings of the National Academy of Sciences of the United States of America, 90(6), 2399-2403 (1993-03-15)
In an effort to further extend the number of targets for development of antiretroviral agents, we have used an in vitro integrase assay to investigate a variety of chemicals, including topoisomerase inhibitors, antimalarial agents, DNA binders, naphthoquinones, the flavone quercetin
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