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C8221

Sigma-Aldrich

Caffeic acid phenethyl ester

≥97% (HPLC), powder

Synonyme(s) :

CAPE

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About This Item

Formule empirique (notation de Hill):
C17H16O4
Numéro CAS:
104594-70-9
Poids moléculaire :
284.31
Numéro MDL:
MFCD00866470
Code UNSPSC :
12352108
ID de substance PubChem :
24278341
Nomenclature NACRES :
NA.77

Source biologique

synthetic

Pureté

≥97% (HPLC)

Forme

powder

Conditions de stockage

protect from light

Couleur

off-white

Solubilité

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

Température de stockage

−20°C

Chaîne 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+

Clé InChI

SWUARLUWKZWEBQ-VQHVLOKHSA-N

Informations sur le gène

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.

Actions biochimiques/physiologiques

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.

Caractéristiques et avantages

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.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Supelco

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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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