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Caffeic acid phenethyl ester

Name: Caffeic acid phenethyl ester
Brand: SIGMA

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:

104594-70-9

Molecular Weight:

284.31

UNSPSC Code:

12352108

PubChem Substance ID:

24278341

NACRES:

NA.77

MDL number:

MFCD00866470

Assay:

≥97% (HPLC)

Form:

powder

Quality level:

200

Storage condition:

protect from light

Pricing and availability is not currently available.

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Properties

Product Name

Caffeic acid phenethyl ester, ≥97% (HPLC), powder

biological source

synthetic

Quality Level

200

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)

Description

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.

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Show Differences

1 of 1

This Item	211200	C9623	D5794
Sigma-Aldrich C8221 Caffeic acid phenethyl ester	Sigma-Aldrich 211200 CAPE	Sigma-Aldrich C9623 Chetomin	Sigma-Aldrich D5794 Diacylglycerol Kinase Inhibitor II
assay ≥97% (HPLC)	assay ≥97% (HPLC)	assay ≥98% (HPLC)	assay ≥97% (HPLC)
form powder	form solid	form powder	form solid
Quality Level 200	Quality Level 100	Quality Level 200	Quality Level 200
storage temp. −20°C	storage temp. −20°C	storage temp. −20°C	storage temp. −20°C
storage condition protect from light	storage condition OK to freeze, protect from light	storage condition -	storage condition -
solubility ethyl acetate: 50 mg/mL, ethanol: soluble, DMSO: soluble	solubility DMSO: 200 mg/mL, ethanol: 50 mg/mL	solubility DMSO: soluble, acetone: soluble, ethyl acetate: soluble	solubility 0.1 M HCl: slightly soluble, 0.1 M NaOH: slightly soluble, DMSO: soluble, H₂O: insoluble, ethanol: soluble, ethyl acetate: soluble

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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Caffeic acid phenethyl ester is a potent and specific inhibitor of activation of nuclear transcription factor NF-kappa B.

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)

Caffeic acid phenethyl ester inhibits proliferation of human keratinocytes and interferes with the EGF regulation of ornithine decarboxylase.

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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Global Trade Item Number

SKU	GTIN
C8221-1G	04061833521922

Key Documents

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Caffeic acid phenethyl ester

synthetic, ≥97% (HPLC), Nuclear transcription factor NF-κB inhibitor, powder

Select a Size

About This Item

Product Name

biological source

Quality Level

assay

form

storage condition

color

solubility

storage temp.

SMILES string

InChI

InChI key

Gene Information

Application

Biochem/physiol Actions

Features and Benefits

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Safety Information

Storage Class

wgk

flash_point_f

flash_point_c

ppe

Documentation

Certificates of Analysis (COA)

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