Lactimidomycin

Modify Date: 2024-01-11 21:36:26

Lactimidomycin structure	Common Name	Lactimidomycin
	CAS Number	134869-15-1	Molecular Weight	457.55900
	Density	1.115g/cm3	Boiling Point	704.6ºC at 760mmHg
	Molecular Formula	C₂₆H₃₅NO₆	Melting Point	N/A
	MSDS	N/A	Flash Point	379.9ºC

Use of Lactimidomycin

Lactimidomycin is a glutarimide-containing compound isolated from Streptomyces. Lactimidomycin is a potent inhibitor of eukaryotic translation elongation. Lactimidomycin has a potent antiproliferative effect on tumor cell lines and selectively inhibit protein translation. Lactimidomycin inhibits protein synthesis with an IC50 value of 37.82 nM. Lactimidomycin is also a potent and non-toxic inhibitor of dengue virus 2 and other RNA viruses. Anticancer and antiviral activities[1][2].

Name	4-[(Z)-2-hydroxy-5-methyl-7-[(4Z,6Z,10Z)-3-methyl-12-oxo-1-oxacyclododeca-4,6,10-trien-2-yl]-4-oxooct-6-enyl]piperidine-2,6-dione
Synonym	More Synonyms

Description	Lactimidomycin is a glutarimide-containing compound isolated from Streptomyces. Lactimidomycin is a potent inhibitor of eukaryotic translation elongation. Lactimidomycin has a potent antiproliferative effect on tumor cell lines and selectively inhibit protein translation. Lactimidomycin inhibits protein synthesis with an IC50 value of 37.82 nM. Lactimidomycin is also a potent and non-toxic inhibitor of dengue virus 2 and other RNA viruses. Anticancer and antiviral activities[1][2].
Related Catalog	Signaling Pathways >> Anti-infection >> Influenza Virus Research Areas >> Cancer Research Areas >> Infection
Target	Eukaryotic translation elongation[1] Dengue virus 2 and other RNA viruses[2]
In Vitro	Lactimidomycin (0.01-100 nM; 24 hours; Hs 579T, HCC 1937, HCC 1395, HCC 2218, BT 474, MCF 7, MDA MB231 cells and MCF 10A) treatment inhibits cell growth with IC50 concentrations in the low nanomolar range, but higher doses are necessary to inhibit growth of the non-tumorigenic breast cell line MCF10A[1]. Lactimidomycin induces a clear dose-responsive inhibition of DENV2 infectious particle production with an EC90 value of 0.4 μM. No measurable decrease in cell viability was detected at concentrations up to 12.5 µM[2]. Lactimidomycin is a potent inhibitor of DENV2 and Lactimidomycin's inhibition of DENV2 translation leads to reduced production of newly infectious particles. Lactimidomycin may protect cells from viral cytopathic effects including apoptosis, likely through inhibition of virus protein production and replication[2]. Cell Proliferation Assay[1] Cell Line: Hs 579T, HCC 1937, HCC 1395, HCC 2218, BT 474, MCF 7, MDA MB231 cells and MCF 10A Concentration: 0.01-100 nM Incubation Time: 24 hours Result: Inhibited cell growth with IC50 concentrations in the low nanomolar range.
In Vivo	Lactimidomycin (0.6 mg/kg; intraperitoneal injection; daily; for one month; female nude mice) treatment has an appreciable effect on tumor growth in nude mice[1]. Animal Model: Female nude mice (6-8 week old) with MDA MB 231 cells[1] Dosage: 0.6 mg/kg Administration: Intraperitoneal injection; daily; for one month Result: Had an appreciable effect on tumor growth in vivo.
References	[1]. Schneider-Poetsch T, et al. Inhibition of eukaryotic translation elongation by cycloheximide and lactimidomycin. Nat Chem Biol. 2010 Mar;6(3):209-217. [2]. Carocci M, et al. Lactimidomycin is a broad-spectrum inhibitor of dengue and other RNA viruses. Antiviral Res. 2016 Apr;128:57-62.

Density	1.115g/cm3
Boiling Point	704.6ºC at 760mmHg
Molecular Formula	C₂₆H₃₅NO₆
Molecular Weight	457.55900
Flash Point	379.9ºC
Exact Mass	457.24600
PSA	113.26000
LogP	3.61800
Vapour Pressure	6.04E-23mmHg at 25°C
Index of Refraction	1.514

Precursor 4
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