Nonactin

Nonactin is a macrotetrolide antibiotic and mitochondrial uncoupler with antibacterial, insecticidal, and acaricidal activities. Nonactin acts as an ionophore for monovalent cations, including K+, and NH4+, and it can also inhibit the surface expression of endogenous HSP60. In addition, Nonactin can induce apoptosis in β-catenin mutant tumor cells and has anti-tumor activity[1][2][3][4].

Product Specifications

CAS Number

[6833-84-7]

Product Name Alternative

Ammonium ionophore I

UNSPSC

12352005

Hazard Statement

H315, H319, H335

Target

Antibiotic; Apoptosis; Bacterial; HSP; Influenza Virus; Mitochondrial Metabolism; Oxidative Phosphorylation; Potassium Channel

Type

Natural Products

Related Pathways

Anti-infection; Apoptosis; Cell Cycle/DNA Damage; Membrane Transporter/Ion Channel; Metabolic Enzyme/Protease

Applications

Neuroscience-Neurodegeneration

Field of Research

Cancer; Infection

Assay Protocol

https://www.medchemexpress.com/nonactin.html

Purity

99.0

Solubility

DMF : 50 mg/mL (ultrasonic; warming; heat to 60°C) |DMSO : 6.67 mg/mL (ultrasonic)

Smiles

O=C(O[C@H](C)C[C@@]1([H])CC[C@@](O1)([H])[C@H](C)C(O[C@@H](C)C[C@]2([H])CC[C@](O2)([H])[C@@H](C)C(O[C@H](C)C[C@@]3([H])CC[C@@](O3)([H])[C@@H]4C)=O)=O)[C@H](C)[C@@](O5)([H])CC[C@@]5([H])C[C@H](C)OC4=O

Molecular Formula

C40H64O12

Molecular Weight

736.93

Precautions

H315, H319, H335

References & Citations

[1]Martínez-Haya B, et al. On the ionophoric selectivity of nonactin and related macrotetrolide derivatives. Phys Chem Chem Phys. 2017 Jan 4;19 (2) :1288-1297.|[2]Shikata Y, et al. Mitochondrial uncoupler exerts a synthetic lethal effect against β-catenin mutant tumor cells. Cancer Sci. 2017 Apr;108 (4) :772-784.|[3]Barazi HO, et al. Identification of heat shock protein 60 as a molecular mediator of alpha 3 beta 1 integrin activation. Cancer Res. 2002 Mar 1;62 (5) :1541-8.|[4]Boykova I, et al. Strain Streptomyces sp. P-56 Produces Nonactin and Possesses Insecticidal, Acaricidal, Antimicrobial and Plant Growth-Promoting Traits. Microorganisms. 2023 Mar 16;11 (3) :764.