Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C40H64O12 |
Molecular Weight | 736.929 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 16 / 16 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
[H][C@@]12CC[C@@]([H])(O1)[C@@H](C)C(=O)O[C@H](C)C[C@@]3([H])CC[C@]([H])(O3)[C@H](C)C(=O)O[C@@H](C)C[C@]4([H])CC[C@@]([H])(O4)[C@@H](C)C(=O)O[C@H](C)C[C@@]5([H])CC[C@]([H])(O5)[C@H](C)C(=O)O[C@@H](C)C2
InChI
InChIKey=RMIXHJPMNBXMBU-QIIXEHPYSA-N
InChI=1S/C40H64O12/c1-21-17-29-9-13-34(49-29)26(6)38(42)46-23(3)19-31-11-15-36(51-31)28(8)40(44)48-24(4)20-32-12-16-35(52-32)27(7)39(43)47-22(2)18-30-10-14-33(50-30)25(5)37(41)45-21/h21-36H,9-20H2,1-8H3/t21-,22+,23+,24-,25-,26+,27+,28-,29-,30+,31+,32-,33-,34+,35+,36-
Molecular Formula | C40H64O12 |
Molecular Weight | 736.929 |
Charge | 0 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 16 / 16 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
Nonactin is the parent compound of macrotetrolides, a group of ionophore antibiotics produced by Streptomyces griseus. The antibacterial effects of nonactin depend upon its ability to form stable complexes with K+, Na+ or NH4 + ions and for it to support the passive diffusion of these ions across cell membranes. Nonactin has been shown to possess antitumor activity and to be an effective inhibitor of the P170-glycoprotein responsible for drug resistance in multiple drug-resistant cancer cell lines. Mitochondrial uncoupler nonactin induces apoptosis selectively in beta-catenin mutant tumor cells.
Originator
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: WP254 Sources: https://www.ncbi.nlm.nih.gov/pubmed/28107588 |
|||
Target ID: GO:0006119 Sources: https://www.ncbi.nlm.nih.gov/pubmed/4225380 |
|||
Target ID: Potassium ion Sources: https://www.ncbi.nlm.nih.gov/pubmed/19902940 |
|||
Target ID: Sodium ion Sources: https://www.ncbi.nlm.nih.gov/pubmed/19902940 |
|||
Target ID: Ammonium ion Sources: https://www.ncbi.nlm.nih.gov/pubmed/19902940 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Primary | Unknown Approved UseUnknown |
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/28107588
Mice: 100 mg/kg
Route of Administration:
Intraperitoneal
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/28107588
The expression levels of cleaved-PARP increased upon treatment with nonactin concentrations above 0.1 uM in four b-catenin mutant tumor cell lines, but nonactin did not induce PARP-cleavage in tumor cells expressing wild type b-catenin
(including APC mutant tumor cells) at concentrations of up to 1 uM.
Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 08:24:56 GMT 2023
by
admin
on
Sat Dec 16 08:24:56 GMT 2023
|
Record UNII |
TTP24WX8P7
|
Record Status |
Validated (UNII)
|
Record Version |
|
-
Download
Name | Type | Language | ||
---|---|---|---|---|
|
Common Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Code | English | ||
|
Code | English |
Code System | Code | Type | Description | ||
---|---|---|---|---|---|
|
TTP24WX8P7
Created by
admin on Sat Dec 16 08:24:56 GMT 2023 , Edited by admin on Sat Dec 16 08:24:56 GMT 2023
|
PRIMARY | |||
|
Nonactin
Created by
admin on Sat Dec 16 08:24:56 GMT 2023 , Edited by admin on Sat Dec 16 08:24:56 GMT 2023
|
PRIMARY | |||
|
229-911-3
Created by
admin on Sat Dec 16 08:24:56 GMT 2023 , Edited by admin on Sat Dec 16 08:24:56 GMT 2023
|
PRIMARY | |||
|
56409
Created by
admin on Sat Dec 16 08:24:56 GMT 2023 , Edited by admin on Sat Dec 16 08:24:56 GMT 2023
|
PRIMARY | |||
|
6833-84-7
Created by
admin on Sat Dec 16 08:24:56 GMT 2023 , Edited by admin on Sat Dec 16 08:24:56 GMT 2023
|
PRIMARY | |||
|
72519
Created by
admin on Sat Dec 16 08:24:56 GMT 2023 , Edited by admin on Sat Dec 16 08:24:56 GMT 2023
|
PRIMARY | |||
|
m8032
Created by
admin on Sat Dec 16 08:24:56 GMT 2023 , Edited by admin on Sat Dec 16 08:24:56 GMT 2023
|
PRIMARY | Merck Index | ||
|
DTXSID10218477
Created by
admin on Sat Dec 16 08:24:56 GMT 2023 , Edited by admin on Sat Dec 16 08:24:56 GMT 2023
|
PRIMARY | |||
|
52141
Created by
admin on Sat Dec 16 08:24:56 GMT 2023 , Edited by admin on Sat Dec 16 08:24:56 GMT 2023
|
PRIMARY |
Related Record | Type | Details | ||
---|---|---|---|---|
|
PARENT -> SALT/SOLVATE |