Lactimidomycin

Category	Influenza Virus
CAS	134869-15-1
Description	Lactimidomycin, a glutarimide antibiotic isolated from Streptomyces amphibiosporus, is a potent eukaryotic translation elongation inhibitor and a potent and non-toxic inhibitor of dengue virus 2 and other RNA viruses, with anticancer and antiviral activities. It has an effective anti-proliferation effect on tumor cell lines and selectively inhibits protein translation. It inhibits protein synthesis with an IC50 of 37.82 nM.

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Product Information

Synonyms	4-{(2R,5S,6E)-2-Hydroxy-5-methyl-7-[(2R,3S,4Z,6E,10E)-3-methyl-12-oxooxacyclododeca-4,6,10-trien-2-yl]-4-oxo-6-octen-1-yl}-2,6-piperidinedione; 2,6-Piperidinedione, 4-[(2R,5S,6E)-2-hydroxy-5-methyl-7-[(2R,3S,4Z,6E,10E)-3-methyl-12-oxooxacyclododeca-4,6,10-trien-2-yl]-4-oxo-6-octen-1-yl]-
IUPAC Name	4-[(E,2R,5S)-2-hydroxy-5-methyl-7-[(2R,3S,4Z,6E,10E)-3-methyl-12-oxo-1-oxacyclododeca-4,6,10-trien-2-yl]-4-oxooct-6-enyl]piperidine-2,6-dione
Molecular Weight	457.56
Molecular Formula	C26H35NO6
Canonical SMILES	CC1C=CC=CCCC=CC(=O)OC1C(=CC(C)C(=O)CC(CC2CC(=O)NC(=O)C2)O)C
InChI	InChI=1S/C26H35NO6/c1-17-10-8-6-4-5-7-9-11-25(32)33-26(17)19(3)12-18(2)22(29)16-21(28)13-20-14-23(30)27-24(31)15-20/h4,6,8-12,17-18,20-21,26,28H,5,7,13-16H2,1-3H3,(H,27,30,31)/b6-4+,10-8-,11-9+,19-12+/t17-,18-,21+,26+/m0/s1
InChIKey	OYOKHBHOTQDIPM-BRHOHSSQSA-N
Boiling Point	704.6±60.0°C at 760 mmHg
Flash Point	379.9°C
Purity	≥98%
Density	1.1±0.1 g/cm3
Solubility	Soluble in DMSO
Appearance	White Powder
Storage	Store at -20°C
Complexity	837
Exact Mass	457.24643784
Index Of Refraction	1.514
In Vitro	actimidomycin (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. 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. 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. Cell Proliferation Assay 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. Animal Model: Female nude mice (6-8 week old) with MDA MB 231 cells Dosage: 0.6 mg/kg Administration: Intraperitoneal injection; daily; for one month Result: Had an appreciable effect on tumor growth in vivo.
PSA	113.26000
Target	Influenza Virus
Vapor Pressure	6.04E-23mmHg at 25°C
XLogP3-AA	3.2