55721-31-8 Usage
Chemical Properties
Different sources of media describe the Chemical Properties of 55721-31-8 differently. You can refer to the following data:
1. 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.
2. Brown Solid
Uses
Different sources of media describe the Uses of 55721-31-8 differently. You can refer to the following data:
1. 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 lookchem of Tian Ye.
2. Salinomycin is an ionophore
agent.
3. 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.
production method
It is produced by fermentation of white Streptomyces (Streptomyces albus).
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
Check Digit Verification of cas no
The CAS Registry Mumber 55721-31-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,5,7,2 and 1 respectively; the second part has 2 digits, 3 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 55721-31:
(7*5)+(6*5)+(5*7)+(4*2)+(3*1)+(2*3)+(1*1)=118
118 % 10 = 8
So 55721-31-8 is a valid CAS Registry Number.
InChI:InChI=1/C42H70O11.Na/c1-11-29(38(46)47)31-15-14-23(4)36(50-31)27(8)34(44)26(7)35(45)30(12-2)37-24(5)22-25(6)41(51-37)19-16-32(43)42(53-41)21-20-39(10,52-42)33-17-18-40(48,13-3)28(9)49-33;/h16,19,23-34,36-37,43-44,48H,11-15,17-18,20-22H2,1-10H3,(H,46,47);/q;+1/p-1/t23-,24-,25+,26-,27-,28-,29+,30-,31+,32+,33+,34+,36+,37-,39-,40+,41-,42-;/m0./s1
55721-31-8Relevant articles and documents
Structure–Activity Relationships in Salinomycin: Cytotoxicity and Phenotype Selectivity of Semi-synthetic Derivatives
Borgstr?m, Bj?rn,Huang, Xiaoli,Hegardt, Cecilia,Oredsson, Stina,Strand, Daniel
, p. 2077 - 2083 (2017)
The ionophore salinomycin has attracted attention for its exceptional ability to selectively reduce the proportion of cells with stem-like properties in cancer cell populations of varying origin. Targeting the tumorigenicity of such cells is of interest as they are implicated in recurrence, metastasis, and drug resistance. Structural derivatives of salinomycin are thus sought after, both as tools for probing the molecular mechanism(s) underlying the observed phenotype effects, and for improving selectivity and activity against cancer stem cells. Synthetic strategies for modification of each of the directly accessible functional groups of salinomycin are presented and the resulting library of analogues was investigated to establish structure–activity relationships, both with respect to cytotoxicity and phenotype selectivity in breast cancer cells. 20-O-Acylated derivatives stand out by exhibiting both improved selectivity and activity. Mechanistically, the importance of the ionophore properties of salinomycin is highlighted by a significant loss of activity by modifications directly interfering with either of the two primary ion coordinating motifs in salinomycin, the C11 ketone and the C1 carboxylate.
