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=1/C28H50N4O7/c1-11-16(5)21(30-27(38)23(17(6)12-2)32(10)19(8)34)25(36)31-26(37)22(18(7)33)29-20(13-15(3)4)24(35)28(9)14-39-28/h15-18,20-23,29,33H,11-14H2,1-10H3,(H,30,38)(H,31,36,37)/t16-,17-,18+,20?,21-,22-,23-,28+/m0/s1

InChI key: InChIKey=DOGIDQKFVLKMLQ-JTHVHQAWSA-N

SMILES: C([C@@H](NC([C@@H](NC([C@@H](NC([C@@H](N(C(C)=O)C)[C@H](CC)C)=O)[C@H](CC)C)=O)[C@@H](C)O)=O)CC(C)C)(=O)[C@@]1(C)CO1

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
• 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
• Epoxomicin(BU-4061T)
• Aids010837
• CS-1626
• Aids-010837
• Epoxomicin, 97%, a selective proteasome inhibitor
• BU-4061T,Aids010837
• (2S,3S)-2-[[(2S,3S)-2-[acetyl(Methyl)aMino]-3-Methylpentanoyl]aMino]-N-[(2S,3R)-3-hydroxy-2-[[(2S)-4-Methyl-1-[(2R)-2-Methyloxiran-2-yl]-1-oxopentan-2-yl]aMino]butanoyl]-3-MethylpentanaMide
• EPOXOMICIN;BU4061T;BU-4061T
• 134381-21-8 supplier in China

Epoxomicin

CAS: 134381-21-8

Formula: C₂₈H₅₀N₄O₇

Purity: 95%

Color and Shape: Solid

Molecular weight: 554.7192

Ref: IN-DA007MB6

Epoxomicin

CAS: 134381-21-8

Epoxomicin

Purity: ≥98%

Molecular weight: 554.72g/mol

Ref: 54-BUP08315

Epoxomicin

CAS: 134381-21-8

Formula: C₂₈H₅₀N₄O₇

Purity: ≥ 98.0%

Color and Shape: White to off-white or light-yellow solid

Molecular weight: 554.7

Ref: 7W-GL3424

Epoxomicin

CAS: 134381-21-8

Epoxomicin, a selective proteasome inhibitor, chiefly blocks CH-L activity, mildly affecting T-L and PGPH at lower rates.

Formula: C₂₈H₅₀N₄O₇

Purity: 98.65% - 98.86%

Color and Shape: White To Off-White Solid

Molecular weight: 554.72

Ref: TM-T6830

Epoxomicin

CAS: 134381-21-8

Epoxomicin is an activator that binds to the ligand-binding site of a receptor. It has been used as a research tool in cell biology, pharmacology, and immunology. Epoxomicin has been shown to inhibit ion channels by binding to them and blocking their activity. This property makes epoxomicin a good candidate for the treatment of epilepsy. Epoxomicin also inhibits protein synthesis through inhibition of ribosomal S6 kinase, which is involved in signal transduction pathways.

Formula: C₂₈H₅₀N₄O₇

Purity: Min. 95%

Molecular weight: 554.72 g/mol

Ref: 3D-IEP-4381-V

Epoxomicin

CAS: 134381-21-8

Epoxomicin is a macrolide antibiotic that inhibits the production of inflammatory mediators by suppressing the activity of protein kinase C. Epoxomicin has been shown to have anti-inflammatory properties in low doses. This drug also inhibits the proteasome, an enzyme that breaks down proteins into amino acids or small peptides, and is used as an inhibitor of cancer cell proliferation. Epoxomicin binds to the 20S proteasome at a site that is distinct from that for other proteasome inhibitors such as lactacystin and bortezomib, which are used for cancer treatment. The binding site for epoxomicin is adjacent to the ATP-binding site and may be due to its inhibitory effect on ATP hydrolysis.

Formula: C₂₈H₅₀N₄O₇

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 554.72 g/mol

Ref: 3D-JFA38121