S4526

Salinomycin

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

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

Properties

• Product Name: Salinomycin, from Streptomyces albus, ≥98% (HPLC)
• biological source: Streptomyces albus
• Quality Level: 200
• 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
• 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
• 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 was used as a standard in the development of LC-MS/MS method for detection of residual coccidiostats in egg and muscle samples.[1] It was used to screen out CD44⁺CD24^- mesenchymal-like subpopulation within breast carcinomas.[2]

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.[3][4] Use of salinomycin as antibiotic results in lowered spermatozoa count and motility and decreased steroidogenesis in mice.[5]

Safety Information

• Pictograms: GHS06
• Signal Word: Danger
• Hazard Statements: H300
• Precautionary Statements: P264 - P270 - P301 + P310 - P405 - P501
• Hazard Classifications: Acute Tox. 2 Oral
• Storage Class Code: 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
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves