Clasto-lactacystin(Omuralide)

CAS: 154226-60-5

Ref. TR-C562500

Product Information

• Name: Clasto-lactacystin(Omuralide)
• Synonyms: (1S,4S,7R,8S)-8-hydroxy-7-methyl-1-propan-2-yl-2-oxa-5-azaspiro[3.4]octane-3,6-dione, 6-Oxa-2-azabicyclo[3.2.0]heptane-3,7-dione,1-(1-hydroxy-2-methylpropyl)-4-methyl-, [1R-[1a(S*),4b,5a]]-, (-)-Omuralide, clasto-Lactacystin b-lactone, b-Clastolactacystin, b-Lactacystin

Description

Applications 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.
References Craiu, A., et al.: J. Biol. Chem., 272, 13437 (1997), Dick, G.L.R., et al.: J. Biol. Chem., 272, 182 (1997), Fenteany, G. and Schreiber, S.: J. Biol. Chem., 273, 8545 (1998), Corey, E.J., et al.: J.A.C.S., 120, 2330 (1998)

• Brand: TRC

Chemical properties

• Molecular weight: 213.23
• Formula: C₁₀H₁₅NO₄
• Color/Form: Neat
• InChI: InChI=1S/C10H15NO4/c1-4(2)7-10(9(14)15-7)6(12)5(3)8(13)11-10/h4-7,12H,1-3H3,(H,11,13)/t5-,6+,7+,10+/m1/s1
• InChI key: InChIKey=FWPWHHUJACGNMZ-NUMRIWBASA-N
• SMILES: CC(C)[C@H](O)[C@]12N=C(O)[C@H](C)[C@@H]1OC2=O