nonactin

Modify Date: 2024-01-19 12:27:51

nonactin structure	Common Name	nonactin
	CAS Number	6833-84-7	Molecular Weight	736.92900
	Density	1.041 g/cm3	Boiling Point	890.6ºC at 760 mmHg
	Molecular Formula	C₄₀H₆₄O₁₂	Melting Point	147-148°
	MSDS	Chinese USA	Flash Point	352.7ºC

Use of nonactin

Nonactin is a naturally occurring macrotetrolide antibiotic from Streptomyces griseus. Nonactin acts as an ionophore for monovalent cations, including K+, and NH4+[1]. Nonactin is able to uncouple the oxidative phosphorylation of mitochondria. Nonactin selectively induces apoptosis in cell lines harboring active mutant β-catenin[2]. Nonactin inhibits the surface expression of endogenous HSP60[3].

Name	Ammonium ionophore I
Synonym	More Synonyms

Description	Nonactin is a naturally occurring macrotetrolide antibiotic from Streptomyces griseus. Nonactin acts as an ionophore for monovalent cations, including K+, and NH4+[1]. Nonactin is able to uncouple the oxidative phosphorylation of mitochondria. Nonactin selectively induces apoptosis in cell lines harboring active mutant β-catenin[2]. Nonactin inhibits the surface expression of endogenous HSP60[3].
Related Catalog	Signaling Pathways >> Apoptosis >> Apoptosis Research Areas >> Cancer Research Areas >> Infection
References	[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.

Description

Related Catalog

Signaling Pathways >> Apoptosis >> Apoptosis

Research Areas >> Cancer

Research Areas >> Infection

References

[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.

Density	1.041 g/cm3
Boiling Point	890.6ºC at 760 mmHg
Melting Point	147-148°
Molecular Formula	C₄₀H₆₄O₁₂
Molecular Weight	736.92900
Flash Point	352.7ºC
Exact Mass	736.44000
PSA	142.12000
LogP	6.02200
Appearance of Characters	white to faint yellow
Index of Refraction	1.452
Storage condition	2-8°C
Water Solubility	chloroform: soluble10mg/mL

nonactin MSDS(Chinese)

Personal Protective Equipment	Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
Hazard Codes	Xi
Safety Phrases	S22-S24/25
RIDADR	NONH for all modes of transport
WGK Germany	3
RTECS	RH1685000
HS Code	29321900

Precursor 3
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DownStream 0

Pilot-plant cultivation of Streptomyces griseus producing homologues of nonactin by precursor-directed biosynthesis and their identification by LC/MS-ESI.

J. Antibiot. 63(8) , 524-9, (2010)

Precursor-directed biogenetic approach was used to produce a range of nonactin homologues in a 50 l fermentor cultivation of strain Streptomyces griseus 34/249 obtained by UV mutagenesis. The producti...

Synthesis of nonactin and the proposed structure of trilactone.

Org. Lett. 8(13) , 2831-4, (2006)

[reaction: see text] An efficient enantioselective route to nonactin using a novel beta-inversion of an Evans syn aldol to construct the THF ring is presented. Through total synthesis, the structure f...

Resolution of methyl nonactate by Rhodococcus erythropolis under aerobic and anaerobic conditions.

Org. Lett. 8(3) , 443-5, (2006)

[reaction: see text]. An efficient resolution of methyl nonactate is reported by biotransformation in shake flask cultures of Rhodococcus erythropolis. The equilibrium of the reaction redox system can...

nonactin

EINECS 229-911-3