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 |
---|---|---|
Potent and selective inhibitors of the proteasome: dipeptidyl boronic acids. | 1998 Feb 17 |
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Role of the proteasome in the regulation of fetal fibronectin secretion in human placenta. | 2001 Sep |
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Proteasome inhibitors stimulate activator protein-1 pathway via reactive oxygen species production. | 2002 Aug 28 |
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Proteasome inhibitors induce peroxisome proliferator-activated receptor transactivation through RXR accumulation and a protein kinase C-dependent pathway. | 2005 Mar 10 |
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Identification of the proteasome inhibitor MG262 as a potent ATP-dependent inhibitor of the Salmonella enterica serovar Typhimurium Lon protease. | 2006 Jul 11 |
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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 May 18 |
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Retinol decreases beta-catenin protein levels in retinoic acid-resistant colon cancer cell lines. | 2007 Apr |
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Defective DNA strand break repair causes chromosomal instability and accelerates liver carcinogenesis in mice. | 2008 Jun |
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Lon peptidase 1 (LONP1)-dependent breakdown of mitochondrial 5-aminolevulinic acid synthase protein by heme in human liver cells. | 2011 Jul 29 |
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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 Sep |
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