U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

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
Structure of SALINOMYCIN

SMILES

[H][C@@]1(CC[C@H](C)[C@@]([H])(O1)[C@@H](C)[C@H](O)[C@H](C)C(=O)[C@H](CC)[C@@]2([H])O[C@@]3(O[C@@]4(CC[C@](C)(O4)[C@@]5([H])CC[C@](O)(CC)[C@H](C)O5)[C@H](O)C=C3)[C@H](C)C[C@@H]2C)[C@@H](CC)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

HIDE SMILES / InChI

Description
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 Sodium is active against certain Gram-positive bacteria, while Gram-negative species are resistant. The use of Salinomycin Sodium as a feed additive at the proposed concentration is unlikely to increase shedding of Salmonella, Escherichia coli, and Campylobacter or to induce resistance and cross-resistance to antimicrobials important in human and animal therapy. Salinomycin Sodium is safe for chickens for fattening at a concentration of 70 mg/kg complete feed with a margin of safety of 1.7. For chickens reared for laying, 50 mg Salinomycin Sodium /kg complete feed is considered safe for a feeding period of the first 12 weeks of life; a margin of safety cannot be given. The simultaneous use of Salinomycin Sodium and certain antibiotic drugs (e.g. tiamulin) is contraindicated. Salinomycin Sodium is absorbed to a certain extent in the chicken and extensively metabolized. Unchanged Salinomycin Sodium represents a very small fraction of the metabolites in tissue and excreta. Many metabolites, predominantly mono- and multi-hydroxylated, have been identified in tissues and excreta. The metabolites in excreta showed a higher degree of hydroxylation than in the liver. Salinomycin -related metabolites have a reduced ionophoric activity when compared with Salinomycin. Salinomycin is considered the MR; ratios of MR to total residue are available for all relevant tissues for 1 and 6 h withdrawal. No residues eggs are expected provided that the proposed maximum dose and duration of administration are respected.

Originator

Sources: JP47025392

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
Sacox

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Resistance to anticoccidial drugs of Dutch avian Eimeria spp. field isolates originating from 1996, 1999 and 2001.
2003 Aug
Radical oxidative cyclization of spiroacetals to bis-spiroacetals: an overview.
2004 May 31
Antiparasitic and immunomodulatory effect of innovative treatments against Myxobolus sp. infection in Diplodus puntazzo.
2005 Dec 10
Performance and nutrient retention responses of broilers to dietary oxyhalogenic and ionic salts.
2005 Feb
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 Feb 18
The impact of a successful anti-myxosporean treatment on the phagocyte functions of juvenile and adult Sparus aurata L.
2005 Jan-Mar
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 Jun 30
Incidence of residues of nine anticoccidials in eggs.
2005 Nov
HPLC determination of salinomycin and related compounds in fermentation media of Streptomyces albus and premixes.
2005 Sep 15
Prevalence and antimicrobial resistance of enterococci isolated from retail fruits, vegetables, and meats.
2006 Dec
Tiamulin resistance in porcine Brachyspira pilosicoli isolates.
2006 Feb
Stereoselective synthesis of the western hemisphere of salinomycin.
2006 Feb 2
Microbial community composition of the ileum and cecum of broiler chickens as revealed by molecular and culture-based techniques.
2006 Jul
Occurrence of ionophore antibiotics in water and sediments of a mixed-landscape watershed.
2006 Jul
Elimination of macrolides, tiamulin, and salinomycin during manure storage.
2006 Jul
Effect of dietary zinc level on serum carotenoid levels, body and shank pigmentation of chickens after experimental infection with coccidia.
2006 Jun
Evaluation of a Bacillus stearothermophilus tube test as a screening tool for anticoccidial residues in poultry.
2006 Jun
A case of salinomycin intoxication in turkeys.
2006 Mar
Simultaneous determination of four coccidiostats in eggs and broiler meat: validation of an LC-MS/MS method.
2006 May
Persistence of antibiotics such as macrolides, tiamulin and salinomycin in soil.
2006 Oct
[The effect of betain on biology and morphology of developmental stages of Eimeria acervulina in broiler chicks experimentally infected].
2006 Oct-Dec
Increased level of Eimeria sensitivity to diclazuril after using a live coccidial vaccine.
2006 Sep
Combined effect of salinomycin and feeding on whole body glucose kinetics in sheep fed a high-concentrate diet.
2006 Sep-Oct
Determination of monensin, narasin, and salinomycin in mineral premixes, supplements, and animal feeds by liquid chromatography and post-column derivatization: collaborative study.
2006 Sep-Oct
Multiple regulatory genes in the salinomycin biosynthetic gene cluster of Streptomyces albus CCM 4719.
2007
Liquid chromatography-tandem mass spectrometric assays for salinomycin in mouse plasma, liver, brain and small intestinal contents and in OptiMEM cell culture medium.
2007 Aug 15
Conformation and location of membrane-bound salinomycin-sodium complex deduced from NMR in isotropic bicelles.
2007 Dec 5
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 Feb
Microarchitecture and spatial relationship between bacteria and ileal, cecal, and colonic epithelium in chicks fed a direct-fed microbial, PrimaLac, and salinomycin.
2007 Jun
Direct-fed microbial PrimaLac and salinomycin modulate whole-body and intestinal oxygen consumption and intestinal mucosal cytokine production in the broiler chick.
2007 Jun
Salinomycin toxicosis in horses.
2007 Jun 15
Efficacy of some anticoccidial drugs for treating coccidial enteritis of the common carp caused by Goussia carpelli (Apicomplexa: Eimeriidae).
2007 Mar
An integrated sample preparation to determine coccidiostats and emerging Fusarium-mycotoxins in various poultry tissues with LC-MS/MS.
2007 May
Effects of polyether ionophores on the protective immune responses of broiler chickens against Angara disease and Newcastle disease viruses.
2007 Oct
Impact of salinomycin on the intestinal microflora of broiler chickens.
2007 Oct 26
Characterization of Streptomyces spp. isolated from the sea surface microlayer in the Trondheim Fjord, Norway.
2008
Compatibility of a combination of tiamulin plus chlortetracycline with salinomycin in feed during a long-term co-administration in broilers.
2008 Aug
Determination of ionophore coccidiostats in feedingstuffs by liquid chromatography-tandem mass spectrometry Part I. Application to targeted feed.
2008 Aug 5
Compatibility of a combination of tiamulin and chlortetracycline with salinomycin in feed during a pulsed medication program coadministration in broilers.
2008 Dec
Natural Products and Medicinal Chemistry--the 22nd Mona Symposium.
2008 Mar
Pharmacological evaluation of contractile activity of the dog heartworm Dirofilaria immitis.
2008 Mar
Investigation of chicken intestinal bacterial communities by 16S rRNA targeted fluorescence in situ hybridization.
2008 Oct
Occurrence and elimination of antibiotics at four sewage treatment plants in Japan and their effects on bacterial ammonia oxidation.
2009
Disruption of a mitochondrial MutS DNA repair enzyme homologue confers drug resistance in the parasite Toxoplasma gondii.
2009 Apr
Synergistic fungicidal activities of polymyxin B and ionophores, and their dependence on direct disruptive action of polymyxin B on fungal vacuole.
2009 Feb
Fate and antibacterial potency of anticoccidial drugs and their main abiotic degradation products.
2009 Feb
Effects of salinomycin on cell-mediated immunity of broiler chickens against hydropericardium syndrome and Newcastle disease viruses.
2009 Jan
Role of sgcR3 in positive regulation of enediyne antibiotic C-1027 production of Streptomyces globisporus C-1027.
2009 Jan 22
Dietary supplementation of mannan-oligosaccharide enhances neonatal immune responses in chickens during natural exposure to Eimeria spp.
2009 Mar 19
Fast liquid chromatography/multiple-stage mass spectrometry of coccidiostats.
2009 May
Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Salinomycin (Sal) could directly reduce the cell viability and induce apoptosis in SGC-7901 cancer cells in vitro. Sal inhibited constitutive STAT3 activation by blocking its DNA binding and reduced various gene products including Bcl-2, Bcl-xL and VEGF both at mRNA and protein levels
Name Type Language
SALINOMYCIN
HSDB   INN   MI  
INN  
Official Name English
salinomycin [INN]
Common Name English
SALINOMYCIN [MI]
Common Name English
SALINOMYCIN [JAN]
Common Name English
PROCOXACIN
Brand Name English
SALINOMYCIN [HSDB]
Common Name English
Classification Tree Code System Code
FDA ORPHAN DRUG 862721
Created by admin on Fri Dec 15 16:20:19 GMT 2023 , Edited by admin on Fri Dec 15 16:20:19 GMT 2023
CFR 21 CFR 556.592
Created by admin on Fri Dec 15 16:20:19 GMT 2023 , Edited by admin on Fri Dec 15 16:20:19 GMT 2023
FDA ORPHAN DRUG 713219
Created by admin on Fri Dec 15 16:20:19 GMT 2023 , Edited by admin on Fri Dec 15 16:20:19 GMT 2023
WHO-VATC QP51AH01
Created by admin on Fri Dec 15 16:20:19 GMT 2023 , Edited by admin on Fri Dec 15 16:20:19 GMT 2023
NCI_THESAURUS C258
Created by admin on Fri Dec 15 16:20:19 GMT 2023 , Edited by admin on Fri Dec 15 16:20:19 GMT 2023
CFR 21 CFR 558.550
Created by admin on Fri Dec 15 16:20:19 GMT 2023 , Edited by admin on Fri Dec 15 16:20:19 GMT 2023
Code System Code Type Description
EVMPD
SUB10428MIG
Created by admin on Fri Dec 15 16:20:19 GMT 2023 , Edited by admin on Fri Dec 15 16:20:19 GMT 2023
PRIMARY
MESH
C010327
Created by admin on Fri Dec 15 16:20:19 GMT 2023 , Edited by admin on Fri Dec 15 16:20:19 GMT 2023
PRIMARY
SMS_ID
100000080526
Created by admin on Fri Dec 15 16:20:19 GMT 2023 , Edited by admin on Fri Dec 15 16:20:19 GMT 2023
PRIMARY
CAS
53003-10-4
Created by admin on Fri Dec 15 16:20:19 GMT 2023 , Edited by admin on Fri Dec 15 16:20:19 GMT 2023
PRIMARY
NCI_THESAURUS
C76430
Created by admin on Fri Dec 15 16:20:19 GMT 2023 , Edited by admin on Fri Dec 15 16:20:19 GMT 2023
PRIMARY
INN
4256
Created by admin on Fri Dec 15 16:20:19 GMT 2023 , Edited by admin on Fri Dec 15 16:20:19 GMT 2023
PRIMARY
RXCUI
1311566
Created by admin on Fri Dec 15 16:20:19 GMT 2023 , Edited by admin on Fri Dec 15 16:20:19 GMT 2023
PRIMARY RxNorm
ECHA (EC/EINECS)
258-290-1
Created by admin on Fri Dec 15 16:20:19 GMT 2023 , Edited by admin on Fri Dec 15 16:20:19 GMT 2023
PRIMARY
PUBCHEM
3085092
Created by admin on Fri Dec 15 16:20:19 GMT 2023 , Edited by admin on Fri Dec 15 16:20:19 GMT 2023
PRIMARY
DRUG BANK
DB11544
Created by admin on Fri Dec 15 16:20:19 GMT 2023 , Edited by admin on Fri Dec 15 16:20:19 GMT 2023
PRIMARY
WIKIPEDIA
SALINOMYCIN
Created by admin on Fri Dec 15 16:20:19 GMT 2023 , Edited by admin on Fri Dec 15 16:20:19 GMT 2023
PRIMARY
MERCK INDEX
m9743
Created by admin on Fri Dec 15 16:20:19 GMT 2023 , Edited by admin on Fri Dec 15 16:20:19 GMT 2023
PRIMARY Merck Index
EPA CompTox
DTXSID4048486
Created by admin on Fri Dec 15 16:20:19 GMT 2023 , Edited by admin on Fri Dec 15 16:20:19 GMT 2023
PRIMARY
DAILYMED
62UXS86T64
Created by admin on Fri Dec 15 16:20:19 GMT 2023 , Edited by admin on Fri Dec 15 16:20:19 GMT 2023
PRIMARY
ChEMBL
CHEMBL1208572
Created by admin on Fri Dec 15 16:20:19 GMT 2023 , Edited by admin on Fri Dec 15 16:20:19 GMT 2023
PRIMARY
FDA UNII
62UXS86T64
Created by admin on Fri Dec 15 16:20:19 GMT 2023 , Edited by admin on Fri Dec 15 16:20:19 GMT 2023
PRIMARY
HSDB
7032
Created by admin on Fri Dec 15 16:20:19 GMT 2023 , Edited by admin on Fri Dec 15 16:20:19 GMT 2023
PRIMARY