Accéder au contenu
Merck
Toutes les photos(1)

Key Documents

E8409

Sigma-Aldrich

EF-24

≥98% (HPLC)

Synonyme(s) :

(3E,5E)-3,5-bis[(2-fluorophenyl)methylene]-4-piperidinone

Se connecterpour consulter vos tarifs contractuels et ceux de votre entreprise/organisme


About This Item

Formule empirique (notation de Hill):
C19H15F2NO
Numéro CAS:
Poids moléculaire :
311.33
Numéro MDL:
Code UNSPSC :
12352200
ID de substance PubChem :
Nomenclature NACRES :
NA.77

Niveau de qualité

Pureté

≥98% (HPLC)

Forme

powder

Couleur

yellow

Solubilité

DMSO: ≥10 mg/mL

Température de stockage

−20°C

Chaîne SMILES 

FC1=C(/C=C2CNC/C(C\2=O)=C\C3=CC=CC=C3F)C=CC=C1

InChI

1S/C19H15F2NO/c20-17-7-3-1-5-13(17)9-15-11-22-12-16(19(15)23)10-14-6-2-4-8-18(14)21/h1-10,22H,11-12H2/b15-9+,16-10+

Clé InChI

NIVYQYSNRUIFIF-KAVGSWPWSA-N

Application

EF-24 has been used to investigate the physiological effects and molecular targets of curcumin in Dictyostelium discoideum. It has also been used to determine the effects of ethanol extract from Zingiber zerumbet (L.) Smith rhizome (EEZZR) on diabetic retinopathy (DR) in streptozotocin (STZ) diabetic rats.

Actions biochimiques/physiologiques

EF-24 is a IKK inhibitor and curcumin analog. EF-24 is more potent and bioavailable than curcumin, with 10-fold greater potency in cell death induction. It is also more efficacious in anti-cancer screens and less toxic than Cisplatin. EF-24 inhibits HIF-1alpha posttranscriptional activity and induces microtubule stabilization, in contrast to Curcumin. EF-24 up-regulates PTEN expression via inhibition of ubiquitination. EF-24 induces cell death through direct inhibition of IkappaB kinase (IKK), resulting in suppression in NFκB activity.
EF-24 is a IKK inhibitor and curcumin analog. EF-24 is more potent and bioavailable than curcumin, with 10-fold greater potency in cell death induction. It is also more efficacious in anti-cancer screens and less toxic than Cisplatin. EF-24 inhibits HIF-1α posttranscriptional activity and induces microtubule stabilization, in contrast to Curcumin. EF-24 up-regulates PTEN expression via inhibition of ubiquitination. EF-24 induces cell death through direct inhibition of Iκ B kinase (IKK), resulting in suppression in NFκB activity. EF-24/(3E,5E)-3,5-bis[(2-fluorophenyl)methylene]-4-piperidinone is a curcuminoid, that helps to decrease cisplatin-mediated reactive oxygen species in zebrafish. It is highly bioavailable than curcumin and has the ability to target cancer.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3


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".

Déjà en possession de ce produit ?

Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.

Consulter la Bibliothèque de documents

Les clients ont également consulté

Ebru Alp et al.
Journal of cancer research and therapeutics, 13(2), 346-350 (2017-06-24)
Cancer cells exert differential responses to chemotherapeutics and inhibitors. To the best of our knowledge, a few or no research has been performed until now to determine the effect of EF-24 and RAD001 on MDA-MB-231 breast cancer cells with regard
The ethanol extract of Zingiber zerumbet rhizomes mitigates vascular lesions in the diabetic retina
Hong T Y, et al.
Vascular Pharmacology, 76(1), 18-27 (2016)
Alice G Vassiliou et al.
Critical care (London, England), 17(5), R199-R199 (2013-09-14)
Gene expression profiling was performed via DNA microarrays in leukocytes from critically ill trauma patients nonseptic upon admission to the ICU, who subsequently developed either sepsis (n = 2) or severe sepsis and acute respiratory distress syndrome (n = 3).
The curcuminoid, EF-24, reduces cisplatin-mediated reactive oxygen species in zebrafish inner ear auditory and vestibular tissues
Monroe J D, et al.
Journal of Clinical Neuroscience : Official Journal of the Neurosurgical Society of Australasia, 57, 152-156 (2018)
Curcumin and derivatives function through protein phosphatase 2A and presenilin orthologues in Dictyostelium discoideum
Cocorocchio M, et al.
Disease models & mechanisms, 11(1), dmm032375-dmm032375 (2018)

Notre équipe de scientifiques dispose d'une expérience dans tous les secteurs de la recherche, notamment en sciences de la vie, science des matériaux, synthèse chimique, chromatographie, analyse et dans de nombreux autres domaines..

Contacter notre Service technique