Skip to Content
Merck
CN
All Photos(1)

Documents

Safety Information

S6201

Sigma-Aldrich

Salinomycin, Ready Made Solution

from Streptomyces albus, ≥98% (HPLC)

Synonym(s):

Antibiotic 61477, Coxxistac

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C42H70O11
Molecular Weight:
751.00
MDL number:
MFCD25541652
UNSPSC Code:
12352200
PubChem Substance ID:
329824560
NACRES:
NA.77

biological source

Streptomyces albus

Quality Level

200

Assay

≥98% (HPLC)

concentration

2 mg/ml

solubility

DMSO: soluble
H2O: insoluble
alcohols: soluble
carbon tetrachloride: soluble
chloroform: soluble
ethers and esters: soluble
hexane: soluble

antibiotic activity spectrum

neoplastics

Mode of action

cell membrane | interferes

shipped in

dry ice

storage temp.

−20°C

SMILES string

C[C@@H]1O[C@]([C@]2(C)CC[C@]3([C@H](O)C=C[C@]4(O[C@@]([C@@H](CC)C([C@@H](C)[C@@H](O)[C@H](C)[C@@]5([H])[C@@H](C)CC[C@@]([C@H](C(O)=O)CC)([H])O5)=O)([H])[C@@H](C)C[C@H]4C)O3)O2)([H])CC[C@]1(O)CC

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

Related Categories

General description

Chemical structure: polyether

Application

Salinomycin, Ready Made Solution has been used as an inhibitor of endocytosis in primary pancreatic tumor cells. It has also been used in sequential treatment of cancer cells to study resistance.

Biochem/physiol Actions

Salinomycin is a monocarboxylic polyether antibiotic with unique tricyclic spiroketal ring systems and an unsaturated six-membered ring in the molecule. Salinomycin has antimicrobial and anticoccidial activities. It is an alkali ion carrier with affinity for cations and preference for K+ over other monovalent and divalent cations. Polyether antibiotics (also called carboxylic ionophores) facilitate bidirectional ion flux through the lipid barrier of membranes causing interference with natural ion transport systems both in prokaryotic and eukaryotic cells. Tumor cells express elevated levels of various types of K+ channels, which enhances cell proliferation. Thus, drugs acting as channel blockers inhibit cell proliferation. Being a highly selective potassium ionophore, salinomycin may interfere with potassium channels function in cancer stem cells (CSCs). Established cancer therapies may fail because they kill the bulk tumor cells, but do not eliminate CSCs. Studies indicate that Salinomycin selectively eradicates breast CSCs. Salinomycin may eliminate CSCs by inducing their differentiation. salinomycin suppresses the metastatic migration of 4T1 cells to the lungs.

Physical form

The product is supplied as a 2 mg/mL (2.66 mM) solution in DMSO, 0.2 μm-filtered.

WGK

WGK 2

Flash Point(F)

188.6 °F

Flash Point(C)

87 °C

Regulatory Information

新产品

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Hartmut Beug
Cell, 138(4), 623-625 (2009-08-26)
During metastasis, migrating breast cancer stem cells undergo a loss of polarity leading to an epithelial-to-mesenchymal transition (EMT). Gupta et al. (2009) use this attribute of cancer stem cells to develop a high-throughput screen, which successfully identifies small molecules that
Salinomycin: a new monovalent cation ionophore.
M Mitani et al.
Biochemical and biophysical research communications, 66(4), 1231-1236 (1975-10-27)
Brittney S Harrington et al.
Cancers, 12(6) (2020-06-25)
Disease recurrence is the major cause of morbidity and mortality of ovarian cancer (OC). In terms of maintenance therapies after platinum-based chemotherapy, PARP inhibitors significantly improve the overall survival of patients with BRCA mutations but is of little benefit to
Piyush B Gupta et al.
Cell, 138(4), 645-659 (2009-08-18)
Screens for agents that specifically kill epithelial cancer stem cells (CSCs) have not been possible due to the rarity of these cells within tumor cell populations and their relative instability in culture. We describe here an approach to screening for
Florian Kopp et al.
Translational oncology, 7(6), 702-711 (2014-12-17)
Acquiring therapy resistance is one of the major obstacles in the treatment of patients with cancer. The discovery of the cancer stem cell (CSC)-specific drug salinomycin raised hope for improved treatment options by targeting therapy-refractory CSCs and mesenchymal cancer cells.
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service