More Information
Alternate Name/Synonyms
Werramycin-A; Ammonium ionophore; Ammonium ionophore I; Macrotetrolide analogue
Chemical Name
(1R,2R,5R,7R,10S,11S,14S,16S,19R,20R,23R,25R,28S,29S,32S,34S)-2,5,11,14,20,23,29,32-octamethyl-4,13,22,31,37,38,39,40-octaoxapentacyclo[32.2.1.17,10.116,19.125,28]tetracontane-3,12,21,30-tetrone
Chemical Formula
C40H64O12
Molecular Weight
736.93 Da
Solubility
Soluble in Methanol, Dichloromethane, Ethyl Acetate, DMSO.Insoluble in water.
THERAPEUTIC AREA
Not Available
USE
Nonactin is a macrotetrolide that forms complexes with alkali cations, such as potassium and sodium. It has been reported to inhibit the processing of cytoplasmic precursor proteins destined for the mitochondria. Nonactin is an uncoupler of oxidative phosphorylation. It has been recorded to function by binding a metal ionophore and transporting it across cell membranes for release. The compound can functionally perform this transport due to its conformational flexibility and hydrophobic exterior. The compound forms a natural diastereomer which is required for its antibacterial and binding capacities.
INCHI
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-
SMILES
C[C@@H]1C[C@H]2CC[C@H](O2)[C@@H](C(=O)O[C@H](C[C@@H]3CC[C@@H](O3)[C@H](C(=O)O[C@@H](C[C@H]4CC[C@H](O4)[C@@H](C(=O)O[C@H](C[C@@H]5CC[C@@H](O5)[C@H](C(=O)O1)C)C)C)C)C)C)C
Handling
Use only in area provided with appropriate exhaust ventilation. Keep away from heat and source of ignition. Empty containers pose a fire risk, evaporate residue under fume hood. Ground all equipment containing material. Do not breathe dust.
msds 1
N-1155, Nonactin, SDS, diamond format.pdf
Certificate of Analysis 1
N-1155, J1157C.pdf
Certificate of Analysis 2
N-1155, J1157B.pdf
Certificate of Analysis 3
N-1155, J1157A.pdf