EF-24

SIGMA/E8409 - ≥98% (HPLC)

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

CAS Number: 342808-40-6
Empirical Formula (Hill Notation): C₁₉H₁₅F₂NO
Molecular Weight: 311.33
MDL Number: MFCD08560185
Linear Formula: C₁₉H₁₅F₂NO
Product Type: Chemical

Catalog Number	PKG Qty.	Price	Quantity


45-E8409-5MG	5 mg	$109.00 1/EA		Add To Favorites
45-E8409-25MG	25 mg	$431.00 1/EA		Add To Favorites

Properties
Descriptions
Safety Info.
Basic Data

assay	≥98% (HPLC)
color	yellow
form	powder
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+
InChI key	NIVYQYSNRUIFIF-KAVGSWPWSA-N
Quality Level	100
SMILES string	FC1=C(/C=C2CNC/C(C2=O)=CC3=CC=CC=C3F)C=CC=C1
solubility	DMSO: ≥10 mg/mL
storage temp.	−20°C

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.
Biochem/physiol Actions:	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.
Biochem/physiol Actions:	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.
Biochem/physiol Actions:	EF-24 is an IKK inhibitor and curcumin analog. EF-24 is more potent and bioavailable than curcumin, with 10-fold greater potency in cell death induction.
Packaging:	5, 25 mg in glass bottle

Hazard Codes	Xn,N
Risk Statements	22-50
Safety Statements	61
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3

Purity	≥98% (HPLC)
Storage Temp.	−20°C
UNSPSC	12352200

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