Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C25H42BN3O6 |
| Molecular Weight | 491.428 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 3 / 3 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CC(C)C[C@H](NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC(C)C)NC(=O)OCC1=CC=CC=C1)B(O)O
InChI
InChIKey=MWKOOGAFELWOCD-FKBYEOEOSA-N
InChI=1S/C25H42BN3O6/c1-16(2)12-20(24(31)29-22(26(33)34)14-18(5)6)27-23(30)21(13-17(3)4)28-25(32)35-15-19-10-8-7-9-11-19/h7-11,16-18,20-22,33-34H,12-15H2,1-6H3,(H,27,30)(H,28,32)(H,29,31)/t20-,21-,22-/m0/s1
DescriptionSources: https://www.ncbi.nlm.nih.gov/pubmed/11514224
Sources: https://www.ncbi.nlm.nih.gov/pubmed/11514224
MG-262, a boronic peptide acid, is a potent proteasome inhibitor that selectively and reversibly inhibits the chymotryptic activity of the proteasome. It consists of a peptide and boronic acid moiety which are functional to proteasome inhibition.
Originator
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: CHEMBL4662 Sources: https://www.ncbi.nlm.nih.gov/pubmed/11514224 |
0.00115 µM [Ki] | ||
Target ID: CHEMBL3492 Sources: https://www.ncbi.nlm.nih.gov/pubmed/11514224 |
|||
Target ID: CHEMBL1944496 Sources: https://www.ncbi.nlm.nih.gov/pubmed/11514224 |
24.0 µM [Ki] |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
PubMed
| Title | Date | PubMed |
|---|---|---|
| Scutellarin inhibits high glucose-induced and hypoxia-mimetic agent-induced angiogenic effects in human retinal endothelial cells through reactive oxygen species/hypoxia-inducible factor-1α/vascular endothelial growth factor pathway. | 2014-09 |
|
| Lon peptidase 1 (LONP1)-dependent breakdown of mitochondrial 5-aminolevulinic acid synthase protein by heme in human liver cells. | 2011-07-29 |
|
| Defective DNA strand break repair causes chromosomal instability and accelerates liver carcinogenesis in mice. | 2008-06 |
|
| Retinol decreases beta-catenin protein levels in retinoic acid-resistant colon cancer cell lines. | 2007-04 |
|
| Identification of the proteasome inhibitor MG262 as a potent ATP-dependent inhibitor of the Salmonella enterica serovar Typhimurium Lon protease. | 2006-07-11 |
|
| Optimization of subsite binding to the beta5 subunit of the human 20S proteasome using vinyl sulfones and 2-keto-1,3,4-oxadiazoles: syntheses and cellular properties of potent, selective proteasome inhibitors. | 2006-05-18 |
|
| Proteasome inhibitors induce peroxisome proliferator-activated receptor transactivation through RXR accumulation and a protein kinase C-dependent pathway. | 2005-03-10 |
|
| Proteasome inhibitors stimulate activator protein-1 pathway via reactive oxygen species production. | 2002-08-28 |
|
| Role of the proteasome in the regulation of fetal fibronectin secretion in human placenta. | 2001-09 |
|
| Potent and selective inhibitors of the proteasome: dipeptidyl boronic acids. | 1998-02-17 |
Patents
Sample Use Guides
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/22787116
MG-262 is capable of reducing the viability of human nasal mucosa and polyp fibroblasts (IC50 values: 48 h, 11 nM; 72 h, 4 nM), and inducing cell death via loss of mitochondrial membrane potential, caspase-3 and poly(ADP-ribose) polymerase activation (treatment with 50 nM MG262 for 24 h did not result in the expression of cleaved caspase-3, or its substrate PARP, in any fibroblast line tested).
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SUBSTANCE RECORD