E1286

Eeyarestatin I

synthetic (organic), ≥98% (HPLC), ERAD inhibitor, powder

• Synonym(s): 3-(4-Chlorophenyl)-4-[[[(4-chlorophenyl)amino]carbonyl]hydroxyamino]-5,5-dimethyl-2-oxo-1-imidazolidineacetic acid 2-[3-(5-nitro-2-furanyl)-2-propen-1-ylidene]hydrazide
• Empirical Formula (Hill Notation): C₂₇H₂₅Cl₂N₇O₇
• CAS Number: 412960-54-4
• Molecular Weight: 630.44
• MDL number: MFCD00319108
• UNSPSC Code: 12352204
• NACRES: NA.77

Properties

• Product Name: Eeyarestatin I, ≥98% (HPLC)
• biological source: synthetic (organic)
• Quality Segment: 200
• assay: ≥98% (HPLC)
• form: powder
• storage condition: desiccated
• solubility: DMSO: 5 mg/mL
• storage temp.: 2-8°C
• SMILES string: Clc1ccc(cc1)N2C(C(N(C2=O)CC(=O)NN=CC=Cc4[o]c(cc4)[N+](=O)[O-])(C)C)N(O)C(=O)Nc3ccc(cc3)Cl
• InChI: 1S/C27H25Cl2N7O7/c1-27(2)24(35(40)25(38)31-19-9-5-17(28)6-10-19)34(20-11-7-18(29)8-12-20)26(39)33(27)16-22(37)32-30-15-3-4-21-13-14-23(43-21)36(41)42/h3-15,24,40H,16H2,1-2H3,(H,31,38)(H,32,37)
• InChI key: JTUXTPWYZXWOIB-UHFFFAOYSA-N

Description

Biochem/physiol Actions

Eeyarestatin I is a potent inhibitor of endoplasmic reticulum associated protein degradation (ERAD). Specifically targets the p97-associated deubiquinating process (PAD) and inhibits ataxin-3 (atx3)-dependent deubiquitination.

Eeyarestatin I is a potent inhibitor of endoplasmic reticulum associated protein degradation (ERAD). Specifically targets the p97-associated deubiquinating process (PAD) and inhibits ataxin-3 (atx3)-dependent deubiquitination. Also inhibits Sec61-mediated protein translocation at the ER. Displays cytotoxic activity preferentially against cancer cells; induces cell death via the proapoptotic protein NOXA.

Eeyarestatin I or Eer1 promotes transcriptional activation of the pro-apoptotic protein NOXA by inducing activation of the NOXA transcription factors ATF3 and ATF4 and by inhibiting the degradation of histone H2A by blocking its ubiquitination.

Other Notes

This product is a mixture of E/Z imine isomers

Safety Information

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