Epoxomicin

Base Information

• Chemical Name: Epoxomicin
• CAS No.: 134381-21-8
• Molecular Formula: C28H50N4O7
• Molecular Weight: 554.7
• Hs Code.: 29299090
• UNII: Y0900I3U8U
• DSSTox Substance ID: DTXSID5044073
• Nikkaji Number: J518.990J
• Wikipedia: Epoxomicin
• Wikidata: Q5383826
• Metabolomics Workbench ID: 98843
• ChEMBL ID: CHEMBL207990
• Mol file: 134381-21-8.mol

Synonyms:epoxomicin;L-threoninamide, N-acetyl-N-methyl-L-isoleucyl-L-isoleucyl-N-((1S)-3-methyl-1-(((2R)-2-methyl-2-oxiranyl)carbonyl)butyl)-;N-acetyl-N-methyl-L-isoleucyl-L-isoleucyl-N-((1S)-3-methyl-1-(((2R)-2-methyl-2-oxiranyl)carbonyl)butyl)-L-threoninamide

Chemical Property of Epoxomicin

Chemical Property:

• Appearance/Colour: White to off-white solid.
• Vapor Pressure: 3.18E-25mmHg at 25°C
• Melting Point: 107-109°
• Refractive Index: 1.504
• Boiling Point: 739.2 °C at 760 mmHg
• Flash Point: 400.9 °C
• PSA: 157.44000
• Density: 1.117 g/cm³
• LogP: 2.33750
• Storage Temp.: −20°C
• Solubility.: Soluble in DMSO (up to 10 mg/ml).
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 16
• Exact Mass: 554.36794995
• Heavy Atom Count: 39
• Complexity: 895

Purity/Quality:

99% ^*data from raw suppliers

Epoxomicin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCC(C)C(C(=O)NC(C(C)O)C(=O)NC(CC(C)C)C(=O)C1(CO1)C)NC(=O)C(C(C)CC)N(C)C(=O)C
• Isomeric SMILES: CC[C@H](C)[C@@H](C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H](CC(C)C)C(=O)[C@]1(CO1)C)NC(=O)[C@H]([C@@H](C)CC)N(C)C(=O)C
• Description: Epoxomicin (134381-21-8) is a potent, selective and cell permeable irreversible inhibitor of the 20S proteasome.1 It does not inhibit non-proteasomal proteases such as papain, chymotrypsin, trypsin, calpain and cathepsin B at concentrations up to 50 μM.1 Epoxomicin was isolated from Actinomycete strain Q996-17 and displayed in vivo antitumor activity against B16 melanoma cells.2 Epoxomicin caused a progressive model of Parkinson’s disease in various systems.3,4,5 This model has been disputed.6,7
• Uses: In studies of proteasome biology. Epoxomicin has been used:as an ubiquitin–proteosome system (UPS) inhibitor in pheochromocytoma PC12 cellsas a proteasome inhibitor in mammary epithelial MCF-10A cellsas a proteasome inhibitor in chymotryptic assay in cardiomyocytes