E8409

EF-24

≥98% (HPLC)

• Synonym(s): (3E,5E)-3,5-bis[(2-fluorophenyl)methylene]-4-piperidinone
• Empirical Formula (Hill Notation): C₁₉H₁₅F₂NO
• CAS Number: 342808-40-6
• Molecular Weight: 311.33
• MDL number: MFCD08560185
• UNSPSC Code: 12352200
• PubChem Substance ID: 329799079
• NACRES: NA.77

Properties

• Quality Level: 100
• Assay: ≥98% (HPLC)
• form: powder
• color: yellow
• solubility: DMSO: ≥10 mg/mL
• storage temp.: −20°C
• SMILES string: 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+
• InChI key: NIVYQYSNRUIFIF-KAVGSWPWSA-N

Description

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.

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.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3