Dihydroeponemycin

Base Information

• Chemical Name: Dihydroeponemycin
• CAS No.: 126463-64-7
• Molecular Formula: C20H36N2O6
• Molecular Weight: 400.5
• European Community (EC) Number: 632-612-4,684-089-7
• DSSTox Substance ID: DTXSID80435518
• Nikkaji Number: J1.223.649B
• Wikidata: Q76415101
• Mol file: 126463-64-7.mol

Synonyms:dihydroeponemycin

Chemical Property of Dihydroeponemycin

Chemical Property:

• Storage Temp.: 2-8°C
• Solubility.: DMSO: ≥1mg/mL
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 14
• Exact Mass: 400.25733687
• Heavy Atom Count: 28
• Complexity: 537

Purity/Quality:

Dihydroeponemycin ≥98% (HPLC) ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22

MSDS Files:

Useful:

• Canonical SMILES: CC(C)CCCCC(=O)NC(CO)C(=O)NC(CC(C)C)C(=O)C1(CO1)CO
• Isomeric SMILES: CC(C)CCCCC(=O)N[C@@H](CO)C(=O)N[C@@H](CC(C)C)C(=O)[C@]1(CO1)CO
• Description: Dihydroeponemycin is a natural, irreversible inhibitor of proteasomal degradation of proteins that acts by binding the IFN-γ-inducible proteins LMP2 and LMP7, as well as the constitutive proteasome subunit X. It potently inhibits both the chymotrypsin-like and PGPH activity, with 10-fold less inhibition of trypsin-like activity. Dihydroeponemycin does not inhibit calpain or trypsin and has minor effects on cathepsin B and chymotrypsin at higher concentrations. It is cell-permeable and induces apoptosis in bovine aortic endothelial cells.