SML0197

4E1RCat

≥97% (HPLC)

• Synonym(s): 4-[(3E)-3-[[5-(4-nitrophenyl)furan-2-yl]methylidene]-2-oxo-5-phenylpyrrol-1-yl]benzoic acid
• Empirical Formula (Hill Notation): C₂₈H₁₈N₂O₆
• CAS Number: 328998-25-0
• Molecular Weight: 478.45
• NACRES: NA.77
• PubChem Substance ID: 329825222
• UNSPSC Code: 12352200
• MDL number: MFCD01931282
• Assay: ≥97% (HPLC)
• Form: powder

Properties

• Quality Segment: 100
• assay: ≥97% (HPLC)
• form: powder
• color: faint brown to dark brown-red
• solubility: DMSO: ≥5 mg/mL
• originator: Merck & Co., Inc., Kenilworth, NJ, U.S.
• storage temp.: 2-8°C
• SMILES string: OC(=O)c1ccc(cc1)N2C(=O)\C(=C\c3ccc(o3)-c4ccc(cc4)[N+]([O-])=O)C=C2c5ccccc5
• InChI: 1S/C28H18N2O6/c31-27-21(16-24-14-15-26(36-24)19-6-12-23(13-7-19)30(34)35)17-25(18-4-2-1-3-5-18)29(27)22-10-8-20(9-11-22)28(32)33/h1-17H,(H,32,33)/b21-16+
• InChI key: BBQRBOIMSKMFFO-LTGZKZEYSA-N

Description

Application

4E1RCat was used to inhibit new protein synthesis in transformed primary chicken embryo fibroblasts.

Biochem/physiol Actions

4E1RCat ilnhibits the eIF4F translation initiation complex by binding to IF4E b and inhibiting the interaction between IF4E:eIF4G (IC₅₀ = 3.2 μM). In in vitro translation experiments using MDA-MB-231 cells, 4E1RCat dose dependently inhibited cap-dependent translation, led to a decrease in polysome and 80S ribosomal subunits and reduced levels of the eIF4F-dependant proteins Mcl-1 and c-Myc.

4E1RCat is an inhibitor of translation initiation complex eIF4F

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.

This compound is featured on the MAPKAPs page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

This compound was developed by Merck & Co., Inc., Kenilworth, NJ, U.S.. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable