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Alternative_name
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
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Description
Eeyarestatin I is an inhibitor of the ERAD (Endoplasmic-reticulum -associated protein degradation) pathway, blocking the degradation of misfolded proteins at a dose of 8 µM. It associates with the p97-associated deubiquitinating complex in cells, preventing deubiquitination of substrates by ataxin-3 (atx3). Also inhibits Sec61-mediated protein translocation at the ER. Displays cytotoxic activity preferentially against cancer cells; induces cell death via the pro-apoptotic protein NOXA.
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CAS Number
412960-54-4
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Structure Available
Yes
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Salt Form
No
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Molecular Formula
C₂₇H₂₅Cl₂N₇O₇
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Molecular Weight
630.44
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Cell Permeable
Yes
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Purity
≥98% by HPLC
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Solubilities
DMSO (>30 mg/ml)
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Handling
Protect from air and light
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Tag Line
An inhibitor of the ERAD (Endoplasmic-reticulum -associated protein degradation) pathway
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Storage Condition
-20°C
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Shipping Condition
gel pack
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Shelf Life
36 months
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MDL Number
MFCD00319108
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PubChem CID
23947580
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SMILES
CC1(C(N(C(=O)N1CC(=O)NN=CC=CC2=CC=C(O2)[N+](=O)[O-])C3=CC=C(C=C3)Cl)N(C(=O)NC4=CC=C(C=C4)Cl)O)C
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InChi
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)/b4-3+,30-15+
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InChi Key
JTUXTPWYZXWOIB-LWWHHIEBSA-N
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MSDS Available
Yes
