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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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Katia Sampieri et al.
Seminars in cancer biology, 22(3), 187-193 (2012-07-10)
Cancer stem cells (CSCs) represent a subpopulation of tumour cells endowed with self-renewal and multi-lineage differentiation capacity but also with an innate resistance to cytotoxic agents, a feature likely to pose major clinical challenges towards the complete eradication of minimal
Bei Zhang et al.
Tumour biology : the journal of the International Society for Oncodevelopmental Biology and Medicine, 33(6), 1855-1862 (2012-07-10)
This study investigated the anticancer effect and mechanism of salinomycin, a selective inhibitor of cancer stem cell, on human ovarian cancer cell line OV2008 in vitro and in vivo. The growth inhibitory effect of salinomycin on ovarian cancer cell line
Cord Naujokat et al.
Journal of biomedicine & biotechnology, 2012, 950658-950658 (2012-12-20)
Cancer stem cells (CSCs) represent a subpopulation of tumor cells that possess self-renewal and tumor initiation capacity and the ability to give rise to the heterogenous lineages of malignant cells that comprise a tumor. CSCs possess multiple intrinsic mechanisms of
Olajumoke Omolara Ojo et al.
PloS one, 8(7), e69086-e69086 (2013-07-11)
Salinomycin is used as an antibiotic in animal husbandry. Its implication in cancer therapy has recently been proposed. Present study evaluated the toxic effects of Salinomycin on male reproductive system of mice. Doses of 1, 3 or 5 mg/kg 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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