ChemicalBook--->CAS DataBase List--->154226-60-5

154226-60-5

154226-60-5 Structure

154226-60-5 Structure
IdentificationBack Directory
[Name]

CLASTO-LACTACYSTIN BETA-LACTONE
[CAS]

154226-60-5
[Synonyms]

OMURALIDE
BETA-CLASTOLACTACYSTIN
clasto-lactacystin β-lactone
Clasto-Lactacystin β-lactone
Clasto-lactacystin (OMuralide)
CLASTO-LACTACYSTIN BETA-LACTONE
LACTACYSTIN, CLASTO-, BETA-LACTONE
1R-[1S-1HYDROXY-2-METHYLPROPYL]-4R-METHYL-6-OXA-2-AZABICYCLO[3.2.0]HEPTANE-3,7-DIONE
(1R,4R,5S)-1-[(1S)-1-Hydroxy-2-Methylpropyl]-4-Methyl-6-oxa-2-azabicyclo[3.2.0]heptane-3,7-dione
6-Oxa-2-azabicyclo[3.2.0]heptane-3,7-dione, 1-[(1S)-1-hydroxy-2-methylpropyl]-4-methyl-, (1R,4R,5S)-
[Molecular Formula]

C10H15NO4
[MDL Number]

MFCD01076526
[MOL File]

154226-60-5.mol
[Molecular Weight]

213.23
Chemical PropertiesBack Directory
[Melting point ]

186-187°C
[storage temp. ]

-20°C
[solubility ]

DMF, Ethanol, Hot Ethyl Acetate, Methanol, Pyridine
[form ]

White solid
[color ]

White
Safety DataBack Directory
[Hazard Codes ]

T
[Risk Statements ]

20/21/22-37/38-41-36/37/38-25
[Safety Statements ]

16-26-36/37/39-45
[RIDADR ]

UN 2811 6.1 / PGIII
[WGK Germany ]

2
Hazard InformationBack Directory
[Chemical Properties]

White Solid
[Uses]

A cell permeable, irreversible proteasome inhibitor. It is 20-fold more potent than Lactacystin. Lactacytstin spontaneously converts to clasto-lactacystin in biological systems. Clasto-lactacystin is the only cell permeable form of lactacystin. Induces neurite growth and inhibits cell cycle progression similar to lactacytin.
[Uses]

clasto-Lactacystin beta-lactone is a 20S proteasome and cathepsin A inhibitor.
[Uses]

Clasto-Lactacystin β-lactone has been used as a proteasomal inhibitor.
[Biological Activity]

cell-permeable. a highly specific, potent and irreversible proteasome inhibitor. lactacystin (cat. no. 1709-200) acts as a precursor for clasto-lactacystin β-lactone and the latter compound is at least 10 times more active than the parent lactacystin
[Biochem/physiol Actions]

Clasto-Lactacystin β-lactone (cLβL) is synthesized from lactacystin. It is cell-permeable and cLβL acts on the N-terminal threonine of subunit proteasome β -subunit X It also inhibits 20S proteasome activity in Haloferax volcanii?by acting in the N-threonine residue of the? β -type subunits.
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