Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C20H21B2NO5 |
| Molecular Weight | 377.006 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 2 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CN1C\C(=C\C2=CC=C(C=C2)B(O)O)C(=O)\C(C1)=C/C3=CC=C(C=C3)B(O)O
InChI
InChIKey=SRPIKXGUPAKTIZ-APGQMXJTSA-N
InChI=1S/C20H21B2NO5/c1-23-12-16(10-14-2-6-18(7-3-14)21(25)26)20(24)17(13-23)11-15-4-8-19(9-5-15)22(27)28/h2-11,25-28H,12-13H2,1H3/b16-10-,17-11-
| Molecular Formula | C20H21B2NO5 |
| Molecular Weight | 377.006 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 2 |
| Optical Activity | NONE |
AM-114, a derivative of boronic chalcone, is a potent small-molecule inhibitor of the proteasome that inhibits the chymotrypsin-like activity of the 20S proteasome, with a value of 50% inhibition concentration IC50 of approximately 1 uM, resulting in a significant accumulation of ubiquitinated p53 and other cellular proteins in whole cells without significantly disrupting the interaction of p53 and murine double minute 2 (mdm2) proteins. AM 114 also exerts anti-cancer activity against cancer cells, which potently inhibits the growth of human colon cancer HCT116 cells with values of IC50 of 1.5 uM and 0.6 uM in MTT and colony formation assays respectively.
Originator
Approval Year
Sample Use Guides
Following oral dosing, AM-114 gave detectable serum
levels, indicating approximately 30% bioavailability.
Route of Administration:
Oral
1 uM AM-114 caused a loss of cell survival in the HCT116 p53+/+ and p53-/- cells by approximately 70 and 20%,respectively. AM-114 exhibited potent
activity against p53+/+ cells in colony formation assay, with an IC50 value of 0.6 uM. 1 uM AM-114 inhibited 20S proteasome activity by 46%, and 3 uM AM-114 inhibited proteasome activity by 76%.
| Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 08:36:19 GMT 2023
by
admin
on
Sat Dec 16 08:36:19 GMT 2023
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| Record UNII |
4H5Y396039
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| Record Status |
Validated (UNII)
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| Record Version |
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856849-35-9
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4H5Y396039
Created by
admin on Sat Dec 16 08:36:19 GMT 2023 , Edited by admin on Sat Dec 16 08:36:19 GMT 2023
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72941923
Created by
admin on Sat Dec 16 08:36:19 GMT 2023 , Edited by admin on Sat Dec 16 08:36:19 GMT 2023
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