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Merck
CN
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安全信息

S6201

Sigma-Aldrich

Salinomycin, Ready Made Solution

from Streptomyces albus, ≥98% (HPLC)

别名:

Antibiotic 61477, Coxxistac

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About This Item

经验公式（希尔记法）:
C42H70O11
分子量:
751.00
MDL编号:
MFCD25541652
UNSPSC代码:
12352200
PubChem化学物质编号:
329824560
NACRES:
NA.77

生物来源

Streptomyces albus

质量水平

200

检测方案

≥98% (HPLC)

浓度

2 mg/ml

溶解性

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

抗生素抗菌谱

neoplastics

作用机制

cell membrane | interferes

运输

dry ice

储存温度

−20°C

SMILES字符串

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

相关类别

一般描述

Chemical structure: polyether

应用

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.

生化/生理作用

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.

外形

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

WGK

WGK 2

闪点(°F)

188.6 °F

闪点(°C)

87 °C

法规信息

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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
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
Dominik Fuchs et al.
Biochemical and biophysical research communications, 390(3), 743-749 (2009-10-20)
Salinomycin is a polyether antibiotic isolated from Streptomyces albus that acts in different biological membranes as a ionophore with a preference for potassium. It is widely used as an anticoccidial drug in poultry and is fed to ruminants to improve
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
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