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C8221

Sigma-Aldrich

Caffeic acid phenethyl ester

≥97% (HPLC), 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
MDL number:
MFCD00866470
UNSPSC Code:
12352108
PubChem Substance ID:
24278341
NACRES:
NA.77

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)

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.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Sigma-Aldrich

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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
Mehdi Derakhshani et al.
Life sciences, 232, 116598-116598 (2019-06-28)
Hematopoietic stem cells (HSCs) are a rare cell population in adult bone marrow, mobilized peripheral blood, and umbilical cord blood possessing self-renewal and differentiation capability into a full spectrum of blood cells. Bone marrow HSC transplantation has been considered as
Protective effect of caffeic acid phenethyl ester (CAPE) on amiodarone-induced pulmonary fibrosisin rat
Zaeemzadeh N, et al.
Iranian Journal of Pharmaceutical Research : IJPR, 10(2), 321-321 (2011)
Migration rate inhibition of breast cancer cells treated by caffeic acid and caffeic acid phenethyl ester: an in vitro comparison study
Kabala-Dzik A, et al.
Nutrients, 9(10), 1144-1144 (2017)
Z Z Su et al.
Cancer research, 54(7), 1865-1870 (1994-04-01)
The active component of the honeybee hive product propolis, caffeic acid phenethyl ester (CAPE), induces a selective growth suppressive and toxic effect toward cloned rat embryo fibroblast cells transformed by adenovirus type 5 (Ad5) or the Ad5 E1A transforming gene
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