Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C42H70O11 |
| Molecular Weight | 750.9986 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 18 / 18 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CC[C@H]([C@H]1CC[C@H](C)[C@@H](O1)[C@@H](C)[C@H](O)[C@H](C)C(=O)[C@H](CC)[C@H]2O[C@@]3(O[C@@]4(CC[C@](C)(O4)[C@H]5CC[C@](O)(CC)[C@H](C)O5)[C@H](O)C=C3)[C@H](C)C[C@@H]2C)C(O)=O
InChI
InChIKey=KQXDHUJYNAXLNZ-XQSDOZFQSA-N
InChI=1S/C42H70O11/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)/t23-,24-,25+,26-,27-,28-,29+,30-,31+,32+,33+,34+,36+,37-,39-,40+,41-,42-/m0/s1
| Molecular Formula | C42H70O11 |
| Molecular Weight | 750.9986 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 18 / 18 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
DescriptionSources: http://onlinelibrary.wiley.com/doi/10.2903/j.efsa.2017.4670/epdfhttp://www.ncbi.nlm.nih.gov/pubmed/27058891Curator's Comment: description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/23517602 | http://www.merck-animal-health-usa.com/binaries/intp1069_SACOX_tcm96-86731.pdf
Sources: http://onlinelibrary.wiley.com/doi/10.2903/j.efsa.2017.4670/epdfhttp://www.ncbi.nlm.nih.gov/pubmed/27058891
Curator's Comment: description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/23517602 | http://www.merck-animal-health-usa.com/binaries/intp1069_SACOX_tcm96-86731.pdf
Salinomycin as a promising anticancer drug candidate exerts anti-angiogenic and anti-tumorigenic activities by inhibiting vascular endothelial growth factor receptor 2-mediated angiogenesis. Its salt, salinomycin sodium, is an ionophore anticoccidial for use in chickens to prevent coccidiosis caused by Eimeria tenella, E.necatrix, E.acervulina, E.maxima, E.brunetti and E.mivati.
Originator
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: CHEMBL2095186 Sources: https://www.ncbi.nlm.nih.gov/pubmed/20929429 |
|||
Target ID: CHEMBL279 Sources: http://www.ncbi.nlm.nih.gov/pubmed/27058891 |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
| Curative | Sacox Approved UseUnknown |
|||
Sources: http://www.ncbi.nlm.nih.gov/pubmed/27058891 |
Primary | Unknown Approved UseUnknown |
PubMed
| Title | Date | PubMed |
|---|---|---|
| Trypanocidal activity of salinomycin is due to sodium influx followed by cell swelling. | 2013-03-21 |
|
| Fast liquid chromatography/multiple-stage mass spectrometry of coccidiostats. | 2009-05 |
|
| Disruption of a mitochondrial MutS DNA repair enzyme homologue confers drug resistance in the parasite Toxoplasma gondii. | 2009-04 |
|
| Dietary supplementation of mannan-oligosaccharide enhances neonatal immune responses in chickens during natural exposure to Eimeria spp. | 2009-03-19 |
|
| Synergistic fungicidal activities of polymyxin B and ionophores, and their dependence on direct disruptive action of polymyxin B on fungal vacuole. | 2009-02 |
|
| Fate and antibacterial potency of anticoccidial drugs and their main abiotic degradation products. | 2009-02 |
|
| Role of sgcR3 in positive regulation of enediyne antibiotic C-1027 production of Streptomyces globisporus C-1027. | 2009-01-22 |
|
| Effects of salinomycin on cell-mediated immunity of broiler chickens against hydropericardium syndrome and Newcastle disease viruses. | 2009-01 |
|
| Occurrence and elimination of antibiotics at four sewage treatment plants in Japan and their effects on bacterial ammonia oxidation. | 2009 |
|
| Compatibility of a combination of tiamulin and chlortetracycline with salinomycin in feed during a pulsed medication program coadministration in broilers. | 2008-12 |
|
| Investigation of chicken intestinal bacterial communities by 16S rRNA targeted fluorescence in situ hybridization. | 2008-10 |
|
| Determination of ionophore coccidiostats in feedingstuffs by liquid chromatography-tandem mass spectrometry Part I. Application to targeted feed. | 2008-08-05 |
|
| Compatibility of a combination of tiamulin plus chlortetracycline with salinomycin in feed during a long-term co-administration in broilers. | 2008-08 |
|
| Natural Products and Medicinal Chemistry--the 22nd Mona Symposium. | 2008-03 |
|
| Pharmacological evaluation of contractile activity of the dog heartworm Dirofilaria immitis. | 2008-03 |
|
| Characterization of Streptomyces spp. isolated from the sea surface microlayer in the Trondheim Fjord, Norway. | 2008 |
|
| Conformation and location of membrane-bound salinomycin-sodium complex deduced from NMR in isotropic bicelles. | 2007-12-05 |
|
| Impact of salinomycin on the intestinal microflora of broiler chickens. | 2007-10-26 |
|
| Effects of polyether ionophores on the protective immune responses of broiler chickens against Angara disease and Newcastle disease viruses. | 2007-10 |
|
| Liquid chromatography-tandem mass spectrometric assays for salinomycin in mouse plasma, liver, brain and small intestinal contents and in OptiMEM cell culture medium. | 2007-08-15 |
|
| Salinomycin toxicosis in horses. | 2007-06-15 |
|
| Microarchitecture and spatial relationship between bacteria and ileal, cecal, and colonic epithelium in chicks fed a direct-fed microbial, PrimaLac, and salinomycin. | 2007-06 |
|
| Direct-fed microbial PrimaLac and salinomycin modulate whole-body and intestinal oxygen consumption and intestinal mucosal cytokine production in the broiler chick. | 2007-06 |
|
| An integrated sample preparation to determine coccidiostats and emerging Fusarium-mycotoxins in various poultry tissues with LC-MS/MS. | 2007-05 |
|
| Efficacy of some anticoccidial drugs for treating coccidial enteritis of the common carp caused by Goussia carpelli (Apicomplexa: Eimeriidae). | 2007-03 |
|
| Evaluation of the efficacy of a probiotic containing Lactobacillus, Bifidobacterium, Enterococcus, and Pediococcus strains in promoting broiler performance and modulating cecal microflora composition and metabolic activities. | 2007-02 |
|
| Multiple regulatory genes in the salinomycin biosynthetic gene cluster of Streptomyces albus CCM 4719. | 2007 |
|
| Prevalence and antimicrobial resistance of enterococci isolated from retail fruits, vegetables, and meats. | 2006-12 |
|
| Combined effect of salinomycin and feeding on whole body glucose kinetics in sheep fed a high-concentrate diet. | 2006-11-17 |
|
| Determination of monensin, narasin, and salinomycin in mineral premixes, supplements, and animal feeds by liquid chromatography and post-column derivatization: collaborative study. | 2006-10-18 |
|
| Persistence of antibiotics such as macrolides, tiamulin and salinomycin in soil. | 2006-10 |
|
| Increased level of Eimeria sensitivity to diclazuril after using a live coccidial vaccine. | 2006-09 |
|
| Microbial community composition of the ileum and cecum of broiler chickens as revealed by molecular and culture-based techniques. | 2006-07 |
|
| Occurrence of ionophore antibiotics in water and sediments of a mixed-landscape watershed. | 2006-07 |
|
| Elimination of macrolides, tiamulin, and salinomycin during manure storage. | 2006-07 |
|
| [The effect of betain on biology and morphology of developmental stages of Eimeria acervulina in broiler chicks experimentally infected]. | 2006-06-20 |
|
| Effect of dietary zinc level on serum carotenoid levels, body and shank pigmentation of chickens after experimental infection with coccidia. | 2006-06 |
|
| Evaluation of a Bacillus stearothermophilus tube test as a screening tool for anticoccidial residues in poultry. | 2006-06 |
|
| Simultaneous determination of four coccidiostats in eggs and broiler meat: validation of an LC-MS/MS method. | 2006-05 |
|
| A case of salinomycin intoxication in turkeys. | 2006-03 |
|
| Stereoselective synthesis of the western hemisphere of salinomycin. | 2006-02-02 |
|
| Tiamulin resistance in porcine Brachyspira pilosicoli isolates. | 2006-02 |
|
| Antiparasitic and immunomodulatory effect of innovative treatments against Myxobolus sp. infection in Diplodus puntazzo. | 2005-12-10 |
|
| Incidence of residues of nine anticoccidials in eggs. | 2005-11 |
|
| HPLC determination of salinomycin and related compounds in fermentation media of Streptomyces albus and premixes. | 2005-09-15 |
|
| Effects of Natustat supplementation on performance, feed efficiency and intestinal lesion scores in broiler chickens challenged with Eimeria acervulina, Eimeria maxima and Eimeria tenella. | 2005-06-30 |
|
| Rapid analysis of trace levels of antibiotic polyether ionophores in surface water by solid-phase extraction and liquid chromatography with ion trap tandem mass spectrometric detection. | 2005-02-18 |
|
| Performance and nutrient retention responses of broilers to dietary oxyhalogenic and ionic salts. | 2005-02 |
|
| Radical oxidative cyclization of spiroacetals to bis-spiroacetals: an overview. | 2004-05-31 |
|
| Resistance to anticoccidial drugs of Dutch avian Eimeria spp. field isolates originating from 1996, 1999 and 2001. | 2003-08 |
Sample Use Guides
Salinomycin Sodium is approved for use at 40 - 60 grams per ton of medicated feed.
Route of Administration:
Oral
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/23517602
The trypanocidal activity of salinomycin was determined with bloodstream forms of the T. brucei clone 427–221 while the general cytotoxicity of the ionophore was evaluated with human HL-60 cells and normal PBMCs (peripheral blood mononuclear cells). Cells were seeded in 24-well plates in a final volume of 1 ml of appropriate culture medium (trypanosomes: Baltz medium; human cells: RPMI medium) supplemented with 16.7% (v/v) heat-inactivated foetal bovine serum and containing various concentrations of salinomycin (10-4 to 10-9 M) and 1% DMSO. Wells containing medium and 1% DMSO served as controls. The initial cell densities were 1 × 104/ml for trypanosomes, 1 × 105/ml for HL-60 cells and 5 × 105/ml for PBMCs. After 24 h incubation, 100 μl of a 0.44 mM resazurin solution prepared in PBS was added and the cells were incubated for a further 48 h. Thereafter, the plates were read on a microplate reader using a test wavelength of 570 nm and a reference wavelength of 630 nm. The 50% growth inhibition (GI50) value (trypanosomes and HL-60 cells) and the 50% effective concentration (EC50) value (PBMCs), i.e., the concentration of salinomycin necessary to reduce the growth rate of cells by 50% or to cause an effect in 50% of cells compared to the control, were determined from mean values using the 4-parameter logistic model
| Substance Class |
Chemical
Created
by
admin
on
Edited
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on
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| Record UNII |
62UXS86T64
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| Record Status |
Validated (UNII)
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FDA ORPHAN DRUG |
862721
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CFR |
21 CFR 556.592
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FDA ORPHAN DRUG |
713219
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WHO-VATC |
QP51AH01
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NCI_THESAURUS |
C258
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CFR |
21 CFR 558.550
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SUB10428MIG
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C010327
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100000080526
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53003-10-4
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C76430
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4256
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1311566
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258-290-1
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3085092
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DB11544
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SALINOMYCIN
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m9743
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DTXSID4048486
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62UXS86T64
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CHEMBL1208572
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62UXS86T64
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7032
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