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128446-36-6

128446-36-6 structure
128446-36-6 structure
  • Name: Methyl-β-cyclodextrin
  • Chemical Name: beta-Cyclodextrin methyl ethers
  • CAS Number: 128446-36-6
  • Molecular Formula: C54H94O35
  • Molecular Weight: 1303.303
  • Catalog: Biochemical Carbohydrate Oligosaccharide
  • Create Date: 2018-09-13 09:57:27
  • Modify Date: 2024-01-02 10:12:39
  • Methyl-β-cyclodextrin, a cyclic heptasaccharide, is an effective agent for the depletion of cholesterol from cells; also inhibits PEL cell growth with an IC50 of 3.33-4.23 mM.

Name beta-Cyclodextrin methyl ethers
Synonyms β-Cyclodextrin methyl ethers
Methyl-Beta-Cyclodextrin
Methyl-β-cyclodextrin
MFCD00074980
(1S,3R,5R,6R,8R,10R,11R,13R,15R,16R,18R,20R,21R,23R,25R,26R,28R,30R,31S,33R,35R,36R,37S,38R,39S,40R,41S,42R,43S,44R,45S,46R,47S,48R,49S)-5,10,15,20,25,30,35-Heptakis(hydroxymethyl)-37,39,40,41,42,43,4 ;4,45,46,47,48,49-dodecamethoxy-2,4,7,9,12,14,17,19,22,24,27,29,32,34-tetradecaoxaoctacyclo[31.2.2.2.2.2.2.2.2]nonatetracontane-36,38-diol
Randomly methylated-β-Cyclodextrin
Methyl-beta-cyclodextrin,average Mn ~1310
Description Methyl-β-cyclodextrin, a cyclic heptasaccharide, is an effective agent for the depletion of cholesterol from cells; also inhibits PEL cell growth with an IC50 of 3.33-4.23 mM.
Related Catalog
Target

IC50: 3.33-4.23 mM (PEL cell growth)[1]

In Vitro Cyclodextrins are a family of cyclic oligosaccharides with a hydrophilic outer surface and a lipophilic central cavity. Cyclodextrins molecules are relatively large with a number of hydrogen donors and acceptors and, thus in general, they do not permeate lipophilic membranes. In the pharmaceutical industry, cyclodextrins have mainly been used as complexing agents to increase aqueous solubility of poorly soluble drugs and to increase their bioavailability and stability. Cyclodextrins are used in pharmaceutical applications for numerous purposes, including improving the bioavailability of drugs[2]. Methyl-β-cyclodextrin quickly induces caspase-dependent apoptosis in PEL cells via cholesterol depletion from the plasma membrane. Methyl-β-cyclodextrin inhibits the growth of all PEL cell lines in a dose-dependent manner. The IC50 is 3.33-4.23 mM in each cell line[1]. Methyl-b-cyclodextrin is a highly water soluble cyclic heptasaccharide consisting of a β-glucopyranose unit, has been reported as the most effective agent for the depletion of cholesterol from cells among the various cholesterol-depleting agents[1].
In Vivo In a PEL xenograft mouse model, methyl-b-cyclodextrin significantly inhibits the growth and invasion of PEL cells without apparent adverse effects. Methyl-b-cyclodextrin-treated mice appears to be healthy, whereas non-treated mice has a distended abdominal region. The body weights of control are significantly higher than those of M-b-CyD treated mice. Methyl-b-cyclodextrin-treated mice has a significantly lower volume of ascites than that of non-treated mice[1]. Studies in both humans and animals have shown that cyclodextrins can be used to improve drug delivery from almost any type of drug formulation. Currently, there are approximately 30 different pharmaceutical products worldwide containing drug/cyclodextrins complexes in the market[2].
Cell Assay PEL cells are incubated in triplicate in a 96-well microculture plate in the presence of different concentrations of methyl-β-cyclodextrin (0-10 mM) in a final volume of 0.1 mL for 24 h at 37°C. Subsequently, MTT (0.5 mg/mL final concentration) is added to each well. After 3 h of additional incubation, 100 μL of a 0.04 N HCl is added to dissolve the crystals. Absorption values at 570 nm are determined[1].
Animal Admin Mice: Female NRJ mice are intraperitoneally inoculated with BCBL-1 cells suspended in PBS. The mice are then treated with intraperitoneal injections of PBS or methyl-β-cyclodextrin (500 mg/kg per day). Tumor burdens are evaluated by measuring body weights and ascites[1].
References

[1]. Gotoh K, et al. The antitumor effects of methyl-β-cyclodextrin against primary effusion lymphoma via the depletion of cholesterol from lipid rafts. Biochem Biophys Res Commun. 2014 Dec 12;455(3-4):285-9.

[2]. Tiwari G, et al. Cyclodextrins in delivery systems: Applications. J Pharm Bioallied Sci. 2010 Apr;2(2):72-9.

Density 1.4±0.1 g/cm3
Boiling Point 1206.9±65.0 °C at 760 mmHg
Melting Point 180-182ºC
Molecular Formula C54H94O35
Molecular Weight 1303.303
Flash Point 683.7±34.3 °C
Exact Mass 1302.557617
PSA 422.05000
LogP 6.95
Vapour Pressure 0.0±0.6 mmHg at 25°C
Index of Refraction 1.567
Storage condition 2~8°C
Water Solubility H2O: soluble50mg/mL | Soluble in water
Personal Protective Equipment Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
Hazard Codes T+
Safety Phrases S22-S24/25
RIDADR NONH for all modes of transport
WGK Germany 3