N2286

Nonactin

from Streptomyces griseus, ≥98.0% (Total homologs, HPLC)

• Synonym(s): Ammonium ionophore I, Ammonium ionophore
• Empirical Formula (Hill Notation): C₄₀H₆₄O₁₂
• CAS Number: 6833-84-7
• Molecular Weight: 736.93
• NACRES: NA.76
• PubChem Substance ID: 24897566
• UNSPSC Code: 51102829
• EC Number: 229-911-3
• Beilstein/REAXYS Number: 76434

Properties

• biological source: Streptomyces griseus
• Quality Segment: 300
• description: Natural macrotetrolide, may contain homologues (like monactin and dinactin)
• assay: ≥98.0% (Total homologs, HPLC)
• form: powder
• solubility: chloroform: soluble 10 mg/mL
• antibiotic activity spectrum: Gram-positive bacteria
• mode of action: DNA synthesis | interferes, cell membrane | interferes
• 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-
• InChI key: RMIXHJPMNBXMBU-QIIXEHPYSA-N

Description

General description

Chemical structure: macrolide

Application

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 an uncoupler of oxidative phosphorylation .

Biochem/physiol Actions

Nonactin is used as a neutral lipid membrane soluble ammonium (and potassium) ionophore, and to inhibit surface expression of certain heat shock proteins (HSP60) .

Other Notes

Keep container tightly closed in a dry and well-ventilated place.Keep in a dry place.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)