| 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-
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
PubMed
Sample Use Guides
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.
PARENT (SALT/SOLVATE)
