ChemicalBook--->CAS DataBase List--->55721-31-8

55721-31-8

55721-31-8 Structure

55721-31-8 Structure
IdentificationBack Directory
[Name]

Salinomycin
[CAS]

55721-31-8
[Synonyms]

Salinomycin
Salinomycin-Natrium
Salinomycin sodium premix
Salinomycin 1-sodium salt
Salinomycin, monosodium salt
SalinoMycin SodiuM Salt (12% Min.)
SalinoMycin 12% 24% HOUSE STANDARD
salinomycin monosodium salt hydrate
SALINOMYCIN SODIUM SALT 2.5-HYDRATE
SALINOMYCIN SV SODIUM SALT 2,5-HYDRATE
Salinomycin hydrate monosodium salt
(2R)-2-[(5S,6R)-6-[(2S,3S,4S,6R)-6-[(2S,5R,7S,9S,10S,12R,15R)-2-[(2R,5R,6S)-5-Ethyl-5-hydroxy-6-methyloxan-2-yl]-15-hydroxy-2,10,12-trimethyl-1,6,8-trioxadispiro[4.1.5.3]pentadec-13-en-9-yl]-3-hydroxy-4-methyl-5-oxooctan-2-yl]-5-methyloxan-2-yl]butanoic acid
[EINECS(EC#)]

258-290-1
[Molecular Formula]

C42H71NaO12
[MDL Number]

MFCD00167109
[MOL File]

55721-31-8.mol
[Molecular Weight]

791
Chemical PropertiesBack Directory
[Melting point ]

140-142°
[alpha ]

D25 -37° (c = 1 in ethanol)
[storage temp. ]

APPROX 4°C
[solubility ]

Soluble in DMSO.
[form ]

neat
[color ]

White
[Merck ]

13,8415
[BRN ]

4901827
[Stability:]

Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 3 months.
Hazard InformationBack Directory
[Chemical Properties]

Brown Solid
[Usage]

Salinomycin is an ionophore agent.
[Usage]

Salinomycin sodium is prepared from salinomycin taking advantage of the acidic carboxylic acid which ionises and readily forms the salt in sodium hydroxide solutions. The sodium salt is the preferred formulation in animals to prevent coccidiosis and to promote growth. Salinomycin has a high affinity for monovalent cations, particularly potassium. Recently, salinomycin has been shown to inhibit cancer stem cells.
[Description]

Salinomycin Na (55721-31-8) is a polyether ionophore with antibiotic and anti-cancer properties. It induces cell death in some types of cancer cells such as breast, lung, gastric cancer, leukemia and osteosarcoma.1?Salinomycin Na displays selective toxicity for cancer stem cells.1?Induces rapid mitochondrial hyperpolarization.2?Induces selective cytotoxicity to MCF-7 mammosphere cells via the hedgehog signaling pathway.3?Salinomycin Na reduces doxorubicin resistance of breast tumor cells by inhibiting drug efflux pump expression and activity.4?Kills cancer stem cells by sequestering iron.5
[References]

1) Gupta?et al. (2009),?Identification of selective inhibitors of cancer stem cells by high-throughput screening; Cell,?138?645 2) Manago?et al. (2015),?Early effects of the antineoplastic agent salinomycin on mitochondrial function; Cell Death Dis.,?6?e1930 3) Fu?et al. (2016),?Salinomycin induces selective cytotoxicity to MCF-7 mammosphere cells through targeting the Hedgehog signaling pathway;?Oncol. Rep.,?35?912 4)?Kim?et al.?(2015), Salinomycin enhances doxorubicin-induced cytotoxicity in multidrug resistant MCF-7/MDR human breast cancer cells via decreased efflux of doxorubicin;?Mol. Med. Rep.,?12(2)?1898 5) Mai et al. (2017)?Salinomycin kills cancer stem cells by sequestering iron in lysosomes; Nat. Chem.,?9?1025
Safety DataBack Directory
[Hazard Codes ]

T
[Risk Statements ]

25
[Safety Statements ]

45
[RIDADR ]

2811
[WGK Germany ]

3
[HazardClass ]

6.1
[PackingGroup ]

III
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Ammonium L-tartrate
Questions And AnswerBack Directory
[Chemical Properties]

White or light yellow crystalline powder, slight specific smell, melting point 140-142 ℃. Soluble in acetone, chloroform, benzene, ethyl acetate, diethyl ether and methanol, almost insoluble in water. Rats by oral LD5070-100mg/kg, mice orally LD5050mg/kg, chicken LD50150mg/kg.
[Uses]

Salinomycin is safe and effective coccidiostat,which has inhibitory effect on most Gram-positive bacteria ,it also has effect on chicken coccidiosis, soft Ehrlich, Ehrlich poison, giant Ehrlich, Ehrlich and heap-shaped ball Harrington insects. It can be used for chicken feed, the amount is 50-60g/t,it should be stopped during laying period, the period is 5 days. Equine animals are hanged, it causes death after use; and it is banned using it with tiamulin, oleandomycin simultaneously.
The above information is edited by the chemicalbook of Tian Ye.
[production method]

It is produced by fermentation of white Streptomyces (Streptomyces albus).
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