(-)-Salinosporamide A

Salinosporamide A is a salinosporamide with the (1R)-6-oxa-2-azabicyclo[3.2.0]heptane-3,7-dione core substituted at positions 1, 4, and 5 by (1S)-cyclohex-2-en-1-yl(hydroxy)methyl, 2-chloroethyl, and methyl groups, respectively (the 1R,4R,5S diastereoisomer). It is a potent proteasome inhibitor and antineoplastic agent, with potential use in cancer treatment. It is classified as an organochlorine compound, an organic heterobicyclic compound, and a beta-lactone and gamma-lactam.