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S4526

Sigma-Aldrich

Salinomycin

from Streptomyces albus, ≥98% (HPLC), powder, MDRP-1 inhibitor

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About This Item

Formule empirique (notation de Hill):
C42H70O11
Numéro CAS:
53003-10-4
Poids moléculaire :
751.00
Numéro CE :
258-290-1
Code UNSPSC :
12352200
ID de substance PubChem :
329824546
Nomenclature NACRES :
NA.77

product name

Salinomycin, from Streptomyces albus, ≥98% (HPLC)

Source biologique

Streptomyces albus

Niveau de qualité

200

Pureté

≥98% (HPLC)

Pf

112.5-113.5 °C (lit.)

Spectre d'activité de l'antibiotique

neoplastics

Mode d’action

cell membrane | interferes

Température de stockage

2-8°C

Chaîne 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

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

Clé InChI

KQXDHUJYNAXLNZ-XQSDOZFQSA-N

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Description générale

Chemical structure: polyether

Application

Salinomycin was used as a standard in the development of LC-MS/MS method for detection of residual coccidiostats in egg and muscle samples. It was used to screen out CD44+CD24- mesenchymal-like subpopulation within breast carcinomas.

Actions biochimiques/physiologiques

Salinomycin produced by Streptomyces albus is a carboxylic 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. Salinomycin inhibits multidrug resistance protein 1 and induces apoptosis by the generation of reactive oxygen species that cause DNA damage and inactivation of Stat3. Use of salinomycin as antibiotic results in lowered spermatozoa count and motility and decreased steroidogenesis in mice.

Pictogrammes

Skull and crossbones
GHS06

Mention d'avertissement

Danger

Mentions de danger

H300

Classification des risques

Acute Tox. 2 Oral

Code de la classe de stockage

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

Certificats d'analyse (COA)

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J S van der Linde-Sipman et al.
Veterinary pathology, 36(2), 152-156 (1999-03-31)
In April 1996, an outbreak of toxic polyneuropathy in cats occurred in the Netherlands. All cats had been fed one of two brands of dry cat food from one manufacturer. Chemical analyses of these foods, stomach contents, and liver and
Jan Czerwiński et al.
Archives of animal nutrition, 66(2), 102-116 (2012-05-31)
The effect of dietary sodium butyrate (SB) or salinomycin (SAL) or both additives on performance, small intestinal morphology and microbial ecology of broiler chickens was studied. A growth trial was conducted with 96 Ross 308 female broilers from 1 to
Soshi Kusunoki et al.
Gynecologic oncology, 129(3), 598-605 (2013-03-19)
We previously demonstrated that side-population (SP) cells in human endometrial cancer cells (Hec1 cells) and in rat endometrial cells expressing oncogenic human K-Ras protein (RK12V cells) have features of cancer stem cells (CSCs). Hec1-SP cells showed enhanced migration and the
Fan Wang et al.
PloS one, 7(12), e50638-e50638 (2013-01-04)
The anti-tumor antibiotic salinomycin (Sal) was recently identified as a selective inhibitor of breast cancer stem cells; however, the effect of Sal on hepatocellular carcinoma (HCC) is not clear. This study aimed to determine the anti-tumor efficacy and mechanism of
K H Koo et al.
Cell death & disease, 4, e693-e693 (2013-06-29)
Salinomycin has been shown to control breast cancer stem cells, although the mechanisms underlying its anticancer effects are not clear. Deregulation of cell cycle regulators play critical roles in tumorigenesis, and they have been considered as anticancer targets. In this
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