CLASTO-LACTACYSTIN BETA-LACTONE

Product Name: CLASTO-LACTACYSTIN BETA-LACTONE
CAS No.: 154226-60-5
Chemical Name: CLASTO-LACTACYSTIN BETA-LACTONE
Synonyms: OMURALIDE;BETA-CLASTOLACTACYSTIN;clasto-lactacystin β-lactone;Clasto-lactacystin (OMuralide);CLASTO-LACTACYSTIN BETA-LACTONE;LACTACYSTIN, CLASTO-, BETA-LACTONE;clasto-Lactacystin β-Lactone;clasto-Lactacystin beta-lactone, 20S proteasome inhibitor;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
CBNumber: CB9352564
Molecular Formula: C10H15NO4
Formula Weight: 213.23
MOL File: 154226-60-5.mol

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CLASTO-LACTACYSTIN BETA-LACTONE Property

Melting point:: 186-187°C
Boiling point:: 440.815±40.00 °C(Press: 760.00 Torr)(predicted)
Density: 1.280±0.06 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)
storage temp.: -20°C
solubility: DMF, Ethanol, Hot Ethyl Acetate, Methanol, Pyridine
form: White solid
pka: 13.332±0.20(predicted)
color: White
InChI: 1S/C10H15NO4/c1-4(2)6(12)10-7(15-9(10)14)5(3)8(13)11-10/h4-7,12H,1-3H3,(H,11,13)/t5-,6+,7+,10-/m1/s1
InChIKey: FWPWHHUJACGNMZ-NBBQQVJHSA-N
SMILES: [H][C@@]12OC(=O)[C@@]1(NC(=O)[C@@H]2C)[C@@H](O)C(C)C

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Safety

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
Storage Class: 11 - Combustible Solids
Hazard Classifications: Eye Irrit. 2

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P337+P313IF eye irritation persists: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: L7035
Product name: clasto-Lactacystin β-lactone
Packaging: 0.1mg
Price: $446
Updated: 2025/07/31

Sigma-Aldrich

Product number: 426102
Product name: clasto-Lactacystinβ-Lactone-CAS154226-60-5-Calbiochem
Purity: Ahighlyspecific,cell-permeable,andirreversible20Sproteasomeinhibitor.
Packaging: 100μg
Price: $404
Updated: 2025/07/31

Cayman Chemical

Product number: 70988
Product name: Clasto-Lactacystin β-lactone
Purity: ≥95%
Packaging: 50μg
Price: $65
Updated: 2024/03/01

Cayman Chemical

Product number: 70988
Product name: Clasto-Lactacystin β-lactone
Purity: ≥95%
Packaging: 100μg
Price: $124
Updated: 2024/03/01

Cayman Chemical

Product number: 70988
Product name: Clasto-Lactacystin β-lactone
Purity: ≥95%
Packaging: 500μg
Price: $488
Updated: 2024/03/01

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CLASTO-LACTACYSTIN BETA-LACTONE Chemical Properties,Usage,Production

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 β-lactone has been used as a proteasomal inhibitor.

Uses

clasto-Lactacystin beta-lactone is a 20S proteasome and cathepsin A 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 volcaniiby acting in the N-threonine residue of the β -type subunits.

CLASTO-LACTACYSTIN BETA-LACTONE Preparation Products And Raw materials

Raw materials

Preparation Products

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CLASTO-LACTACYSTIN BETA-LACTONE Suppliers

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154226-60-5, CLASTO-LACTACYSTIN BETA-LACTONERelated Search:

5-Hydroxymethylpyrrolidin-2-one Ethyl D-(-)-pyroglutamate (S)-4-Hydroxy-2-pyrrolidinone 2-Methyl-D-serine (2R,3S)-(-)-2-Amino-3-hydroxy-4-methylpentanoic acid CIS-3-HYDROXY-DL-PROLINE 2-Oxetanone BETA-BUTYROLACTONE D-Pyroglutamic acid DL-2-ISOBUTYLSERINE LACTACYSTIN dl-3-hydroxynorvaline 2-AMINO-3-HYDROXY-2-METHYLBUTANOIC ACID (2R,4R)-4-METHYL-2-PYROOLIDINE CARBOXYLIC ACID H-ALPHA-ME-D-LEU-OH 5,5-Dimethyl-2-pyrrolidinone 3-OXETANAMINE, 3-METHYL- H-ALPHA-ME-D-PRO-OH

OMURALIDE

LACTACYSTIN, CLASTO-, BETA-LACTONE

BETA-CLASTOLACTACYSTIN

CLASTO-LACTACYSTIN BETA-LACTONE

1R-[1S-1HYDROXY-2-METHYLPROPYL]-4R-METHYL-6-OXA-2-AZABICYCLO[3.2.0]HEPTANE-3,7-DIONE

clasto-lactacystin β-lactone

Clasto-lactacystin (OMuralide)

(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)-

clasto-Lactacystin beta-lactone, 20S proteasome inhibitor

<i>clasto</i>-Lactacystin β-Lactone

154226-60-5

Calpain and Proteasome InhibitorsProteasome, Calpain and Lysosomal Proteases

InhibitorsProtease Inhibitors

Proteasome inhibitor

Proteasome inhibitorEnzyme Inhibitors by Enzyme

Intracellular Protein Degradation

Nitric Oxide and Cell Stress

P to

Protease Inhibitor Specificity Index

Proteasomes

ProteasomeInhibitors

Inhibitors