S6201

Salinomycin, Ready Made Solution

from Streptomyces albus, ≥98% (HPLC)

• Synonym(s): Antibiotic 61477, Coxxistac
• Empirical Formula (Hill Notation): C₄₂H₇₀O₁₁
• Molecular Weight: 751.00
• MDL number: MFCD25541652
• UNSPSC Code: 12352200
• PubChem Substance ID: 329824560
• NACRES: NA.77

Properties

• 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

Description

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.

Safety Information

• Storage Class: 10 - Combustible liquids
• wgk_germany: WGK 2
• flash_point_f: 188.6 °F - closed cup
• flash_point_c: 87 °C - closed cup