18-Crown-6-ether
Based on 1 Customer Validation
18-Crown-6-ether is a type of crown ether compound and a specific structure dissociating agent. 18-Crown-6-ether can compete with K+ for binding to G-quadruplexes, disrupting their stable structure to regulate the functions of related systems. 18-Crown-6-ether combines with K+ and other metal ions to achieve precise ion transmembrane transport. 18-Crown-6-ether can act as an "susceptibility substrate" for the multi-drug efflux pump EmrE (a bacterial multidrug resistance transporter), ultimately inhibiting bacterial growth. 18-Crown-6-ether can be used in microcapsule controlled release and the research on developing antibacterial enhancers.
For research use only. We do not sell to patients.
- Purity: 99.77%
- CAS No.: 17455-13-9
- Formula: C12H24O6
- Molecular Weight:264.32
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Storage:
4°C, sealed storage, away from moisture
* In solvent : -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture)
Biological Activity
|
Cell Line
|
Type | Value | Description | References |
|---|---|---|---|---|
| HeLa | IC50 |
>100 μM
Compound: 1
|
Antiproliferative activity against HeLa cells after 72 hrs by MTT assay
Antiproliferative activity against HeLa cells after 72 hrs by MTT assay
|
[PMID: 17300184] |
| MCF7 | IC50 |
>100 μM
Compound: 1
|
Antiproliferative activity against MCF7 cells after 72 hrs by MTT assay
Antiproliferative activity against MCF7 cells after 72 hrs by MTT assay
|
[PMID: 17300184] |
| MIA PaCa-2 | IC50 |
>100 μM
Compound: 1
|
Antiproliferative activity against MiaPaCa2 cells after 72 hrs by MTT assay
Antiproliferative activity against MiaPaCa2 cells after 72 hrs by MTT assay
|
[PMID: 17300184] |
| NCI-H460 | IC50 |
>100 μM
Compound: 1
|
Antiproliferative activity against H460 cells after 72 hrs by MTT assay
Antiproliferative activity against H460 cells after 72 hrs by MTT assay
|
[PMID: 17300184] |
| SW-620 | IC50 |
>100 μM
Compound: 1
|
Antiproliferative activity against SW620 cells after 72 hrs by MTT assay
Antiproliferative activity against SW620 cells after 72 hrs by MTT assay
|
[PMID: 17300184] |
18-Crown-6-ether exhibits selectivity towards K⁺. The 18-crown-6-K⁺ complex has a higher transmembrane permeation rate than the Na⁺ complex, mainly due to the higher geometric matching degree between the ionic radius of K⁺ and the molecular cavity of the compound[2].
18-Crown-6-ether allosteric modulates EmrE, converting it from a normal anti-pump to a proton channel, triggering uncoupled proton leakage, thereby dissipating the proton motive force (PMF) of the bacteria and ultimately inhibiting their growth[2].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
Chemical Information
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CAS No. 17455-13-9
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Appearance <42°C Solid,>45°C Liquid
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Molecular Weight 264.32
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Formula C12H24O6
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Color Colorless to off-white
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SMILES
O1CCOCCOCCOCCOCCOCC1
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Synonyms
18C6; 1,4,7,10,13,16-Hexaoxacyclooctadecane
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
4°C, sealed storage, away from moisture
* In solvent : -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture)
Solvent & Solubility
DMSO : ≥ 100 mg/mL (378.33 mM; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)
* "≥" means soluble, but saturation unknown.
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
Purity & Documentation
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Data Sheet (277 KB)
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SDS (393 KB)
- English - EN (393 KB)
- Français - FR (393 KB)
- Deutsch - DE (393 KB)
- Norwegian - NO (393 KB)
- Español - ES (393 KB)
- Swedish - SV (393 KB)
- Italian - IT (393 KB)
- Korean - KR (393 KB)
- Portuguese - PT (393 KB)
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Handling Instructions (2659 KB)
References
[1]. Lilienthal S, et al. Single and Bilayer Polyacrylamide Hydrogel-Based Microcapsules for the Triggered Release of Loads, Logic Gate Operations, and Intercommunication between Microcapsules. ACS Appl Mater Interfaces. 2020 Jul 15;12(28):31124-31136. [Content Brief]
[3]. Brousseau M, et al. 18-Crown-6-ether Utilizes Distinct Allosteric Interactions to Uncouple Transport by the Multidrug Efflux Pump EmrE. Biochemistry. 2025 Sep 16;64(18):3956-3970. [Content Brief]
Complete Stock Solution Preparation Table
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
| Optional Solvent | Concentration Solvent Mass | 1 mg | 5 mg | 10 mg | 25 mg |
|---|---|---|---|---|---|
| DMSO | 1 mM | 3.7833 mL | 18.9165 mL | 37.8329 mL | 94.5823 mL |
| 5 mM | 0.7567 mL | 3.7833 mL | 7.5666 mL | 18.9165 mL | |
| 10 mM | 0.3783 mL | 1.8916 mL | 3.7833 mL | 9.4582 mL | |
| 15 mM | 0.2522 mL | 1.2611 mL | 2.5222 mL | 6.3055 mL | |
| 20 mM | 0.1892 mL | 0.9458 mL | 1.8916 mL | 4.7291 mL | |
| 25 mM | 0.1513 mL | 0.7567 mL | 1.5133 mL | 3.7833 mL | |
| 30 mM | 0.1261 mL | 0.6305 mL | 1.2611 mL | 3.1527 mL | |
| 40 mM | 0.0946 mL | 0.4729 mL | 0.9458 mL | 2.3646 mL | |
| 50 mM | 0.0757 mL | 0.3783 mL | 0.7567 mL | 1.8916 mL | |
| 60 mM | 0.0631 mL | 0.3153 mL | 0.6305 mL | 1.5764 mL | |
| 80 mM | 0.0473 mL | 0.2365 mL | 0.4729 mL | 1.1823 mL | |
| 100 mM | 0.0378 mL | 0.1892 mL | 0.3783 mL | 0.9458 mL |