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Merck
CN

S6201

Salinomycin, Ready Made Solution

from Streptomyces albus, ≥98% (HPLC)

Synonym(s):

Antibiotic 61477, Coxxistac

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About This Item

Empirical Formula (Hill Notation):
C42H70O11
Molecular Weight:
751.00
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
Assay:
≥98% (HPLC)
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biological source

Streptomyces albus

Quality Segment

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

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.


Storage Class

10 - Combustible liquids

wgk

WGK 2

flash_point_f

188.6 °F - closed cup

flash_point_c

87 °C - closed cup



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