74155

Nonactin

from Streptomyces sp., ≥97.0% (TLC)

• Synonym(s): Ammonium ionophore
• Empirical Formula (Hill Notation): C₄₀H₆₄O₁₂
• CAS Number: 6833-84-7
• Molecular Weight: 736.93
• NACRES: NA.85
• PubChem Substance ID: 24886652
• UNSPSC Code: 51102829
• EC Number: 229-911-3
• Beilstein/REAXYS Number: 76434

Properties

• biological source: Streptomyces sp.
• Quality Level: 200
• assay: ≥97.0% (TLC)
• form: powder
• color: white to faint yellow
• antibiotic activity spectrum: Gram-positive bacteria
• mode of action: DNA synthesis | interferes, cell membrane | interferes, enzyme | inhibits
• storage temp.: 2-8°C
• SMILES string: C[C@H]1C[C@@H]2CC[C@@H](O2)[C@@H](C)C(=O)O[C@H](C)C[C@H]3CC[C@H](O3)[C@H](C)C(=O)O[C@@H](C)C[C@@H]4CC[C@@H](O4)[C@@H](C)C(=O)O[C@H](C)C[C@H]5CC[C@H](O5)[C@H](C)C(=O)O1
• 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-

Description

General description

Chemical structure: macrolide

May contain the homologues monactin and dinactin

Application

Nonactin is used as a neutral lipid membrane soluble ammonium (and potassium) ionophore, as an uncoupler of oxidative phosphorylation, and to inhibit surface expression of certain heat shock proteins (HSP60) [1][2].

Biochem/physiol Actions

Nonactin is a macrotetrolide that forms complexes with alkali cations, such as potassium and sodium. Nonactin has been reported to inhibit the processing of cytoplasmic precursor proteins destined for the mitochondria. Nonactin is a uncoupler of oxidative phosphorylation .

Packaging

5 mg

Other Notes

Keep container tightly closed in a dry and well-ventilated place. Store under inert gas.Moisturesensitive. Keep in a dry place.

Natural macrotetrolide

Safety Information

• Storage Class: 13 - Non Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)