CAS 134381-21-8: Epoxomicin
Description:Epoxomicin is a potent and selective proteasome inhibitor, primarily known for its role in research related to cancer and neurodegenerative diseases. It is a natural product derived from the fermentation of the bacterium *Streptomyces* species. The compound features a unique epoxide functional group, which contributes to its mechanism of action by covalently binding to the active site of the proteasome, thereby inhibiting its function. This inhibition leads to the accumulation of regulatory proteins and apoptosis in cancer cells, making it a valuable tool in cancer research. Epoxomicin has also been studied for its potential neuroprotective effects, as it may influence the degradation of misfolded proteins associated with neurodegenerative disorders. In terms of physical properties, Epoxomicin is typically characterized by its solid state at room temperature and is soluble in organic solvents. Its use in laboratory settings requires careful handling due to its biological activity and potential toxicity. Overall, Epoxomicin serves as an important compound in the study of proteasome function and its implications in various diseases.
Formula:C28H50N4O7
InChI:InChI=1S/C28H50N4O7/c1-11-16(5)21(30-27(38)23(17(6)12-2)32(10)19(8)34)25(36)31-22(18(7)33)26(37)29-20(13-15(3)4)24(35)28(9)14-39-28/h15-18,20-23,33H,11-14H2,1-10H3,(H,29,37)(H,30,38)(H,31,36)/t16-,17-,18+,20-,21-,22-,23-,28+/m0/s1
InChI key:InChIKey=DOGIDQKFVLKMLQ-JTHVHQAWSA-N
SMILES:O=C(NC(C(=O)C1(OC1)C)CC(C)C)C(NC(=O)C(NC(=O)C(N(C(=O)C)C)C(C)CC)C(C)CC)C(O)C
- Synonyms:
- (2R)-2-[Acetyl-(N-Methyl-L-Isoleucyl)-L-Isoleucyl-L-Threonyl-L-Leucyl]-2-Methyloxirane
- <span class="text-smallcaps">L</smallcap>-Threoninamide, N-acetyl-N-methyl-<smallcap>L</smallcap>-isoleucyl-<smallcap>L</span>-isoleucyl-N-[(1S)-3-methyl-1-[[(2R)-2-methyl-2-oxiranyl]carbonyl]butyl]-
- <span class="text-smallcaps">L</smallcap>-Threoninamide, N-acetyl-N-methyl-<smallcap>L</smallcap>-isoleucyl-<smallcap>L</span>-isoleucyl-N-[(1S)-3-methyl-1-[[(2R)-2-methyloxiranyl]carbonyl]butyl]-
- Bu-4061T
- Epoxomicin, Synthetic
- N-Acetyl-N-Methyl-L-Isoleucyl-L-Isoleucyl-N-[(1S)-3-Methyl-1-[[(2R)-2-Methyloxiranyl]Carbonyl]Butyl]-L-Threoninamide
- N-Acetyl-N-methyl-<span class="text-smallcaps">L</smallcap>-isoleucyl-<smallcap>L</smallcap>-isoleucyl-N-[(1S)-3-methyl-1-[[(2R)-2-methyl-2-oxiranyl]carbonyl]butyl]-<smallcap>L</span>-threoninamide
- N-acetyl-N-methyl-L-isoleucyl-L-isoleucyl-L-threonyl-N-{2-[(2R)-2-methyloxiran-2-yl]-2-oxoethyl}-L-leucinamide
- N-acetyl-N-methyl-L-isoleucyl-N-{(2S,3R)-3-hydroxy-2-[(3-methyl-1-{[(2R)-2-methyloxiran-2-yl]carbonyl}butyl)amino]butanoyl}-L-isoleucinamide
- N-Acetyl-N-methyl-L-isoleucyl-L-isoleucyl-N-[(1S)-3-methyl-1-[[(2R)-2-methyl-2-oxiranyl]carbonyl]butyl]-L-threoninamide
- See more synonyms
- L-Threoninamide, N-acetyl-N-methyl-L-isoleucyl-L-isoleucyl-N-[(1S)-3-methyl-1-[[(2R)-2-methyloxiranyl]carbonyl]butyl]-
- L-Threoninamide, N-acetyl-N-methyl-L-isoleucyl-L-isoleucyl-N-[(1S)-3-methyl-1-[[(2R)-2-methyl-2-oxiranyl]carbonyl]butyl]-
- Epoxomicin
