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Merck
CN

S4526

Salinomycin

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

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About This Item

Empirical Formula (Hill Notation):
C42H70O11
CAS Number:
53003-10-4
Molecular Weight:
751.00
UNSPSC Code:
12352200
PubChem Substance ID:
329824546
NACRES:
NA.77
EC Number:
258-290-1

Key Documents

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Product Name

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

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

InChI key

KQXDHUJYNAXLNZ-XQSDOZFQSA-N

SMILES string

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

biological source

Streptomyces albus

assay

≥98% (HPLC)

mp

112.5-113.5 °C (lit.)

antibiotic activity spectrum

neoplastics

mode of action

cell membrane | interferes

storage temp.

2-8°C

Quality Level

200

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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.

Biochem/physiol Actions

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.

General description

Chemical structure: polyether

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H300

Hazard Classifications

Acute Tox. 2 Oral

Storage Class

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

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

Regulatory Information

涉药品监管产品
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Certificates of Analysis (COA)

Lot/Batch Number
0000462909
0000462909
0000141658
0000202393
0000419120

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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
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
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
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
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
View All Related Papers

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