Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C18H16N2O6 |
| Molecular Weight | 356.3294 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
COC1=CC(=O)C2=C(C(COC3=CC=C(C=C3)[N+]([O-])=O)=C(C)N2C)C1=O
InChI
InChIKey=IBLWSLZYYZHSRG-UHFFFAOYSA-N
InChI=1S/C18H16N2O6/c1-10-13(9-26-12-6-4-11(5-7-12)20(23)24)16-17(19(10)2)14(21)8-15(25-3)18(16)22/h4-8H,9H2,1-3H3
| Molecular Formula | C18H16N2O6 |
| Molecular Weight | 356.3294 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
ES936 is a potent mechanism-based inhibitor of NAD(P)H:quinone oxidoreductase 1 (NQO1), that exhibited potent growth inhibition effects against human pancreatic cancer cell lines. It was also shown, that drug can stimulate DNA synthesis in some cells through a mechanism involving p38 MAPK.
Originator
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| RH1 induces cellular damage in an NAD(P)H:quinone oxidoreductase 1-dependent manner: relationship between DNA cross-linking, cell cycle perturbations, and apoptosis. | 2005 May |
|
| Role of NAD(P)H:quinone oxidoreductase 1 in clofibrate-mediated hepatoprotection from acetaminophen. | 2007 Feb 12 |
|
| Development of indolequinone mechanism-based inhibitors of NAD(P)H:quinone oxidoreductase 1 (NQO1): NQO1 inhibition and growth inhibitory activity in human pancreatic MIA PaCa-2 cancer cells. | 2007 May 22 |
Sample Use Guides
ES936 (100 nM) inhibits more than 95% of NAD(P)H:quinone oxidoreductase 1 (NQO1) activity within 30 min and is stable in complete media at this concentration for a minimum of 2 h. The duration of inhibition is cell line-specific because a new protein must be generated for resumption of activity. ES936 abrogates the toxicity of streptonigrin, with greater effects seen in cell lines expressing higher levels of NQO1. ES936 does not inhibit other cellular reductases, nor does it alter cellular levels of acid-soluble thiols. Some evidence of DNA strand breaks was observed at the concentrations of ES936 required for the inhibition of NQO1 activity. It was proposed the use of ES936 (100 nM) as a mechanism-based inhibitor of NQO1 in cellular systems and for use as a component of the routine activity assay for NQO1.
| Substance Class |
Chemical
Created
by
admin
on
Edited
Sun Dec 18 06:39:46 UTC 2022
by
admin
on
Sun Dec 18 06:39:46 UTC 2022
|
| Record UNII |
1XI90I177M
|
| Record Status |
Validated (UNII)
|
| Record Version |
|
-
Download
| Name | Type | Language | ||
|---|---|---|---|---|
|
Common Name | English | ||
|
Systematic Name | English |
| Code System | Code | Type | Description | ||
|---|---|---|---|---|---|
|
4470790
Created by
admin on Sun Dec 18 06:39:46 UTC 2022 , Edited by admin on Sun Dec 18 06:39:46 UTC 2022
|
PRIMARY | |||
|
192820-78-3
Created by
admin on Sun Dec 18 06:39:46 UTC 2022 , Edited by admin on Sun Dec 18 06:39:46 UTC 2022
|
PRIMARY | |||
|
1XI90I177M
Created by
admin on Sun Dec 18 06:39:46 UTC 2022 , Edited by admin on Sun Dec 18 06:39:46 UTC 2022
|
PRIMARY | |||
|
DTXSID20172879
Created by
admin on Sun Dec 18 06:39:46 UTC 2022 , Edited by admin on Sun Dec 18 06:39:46 UTC 2022
|
PRIMARY | |||
|
DB02400
Created by
admin on Sun Dec 18 06:39:46 UTC 2022 , Edited by admin on Sun Dec 18 06:39:46 UTC 2022
|
PRIMARY |
| Related Record | Type | Details | ||
|---|---|---|---|---|
|
|
ACTIVE MOIETY |
