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Methylophioponanone B

CAS# 128446-36-6

Methylophioponanone B

2D Structure

Catalog No. BCN6525----Order now to get a substantial discount!

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Quality Control of Methylophioponanone B

3D structure

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Methylophioponanone B

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Chemical Properties of Methylophioponanone B

Cas No. 128446-36-6 SDF Download SDF
PubChem ID 122143 Appearance Powder
Formula C56H98O35 M.Wt 1331.3
Type of Compound Other Storage Desiccate at -20°C
Synonyms Methyl-beta-cyclodextrin
Solubility H2O : ≥ 100 mg/mL;DMSO : ≥ 31 mg/mL;
SMILES COCC1C2C(C(C(O1)OC3C(OC(C(C3O)OC)OC4C(OC(C(C4O)OC)OC5C(OC(C(C5O)OC)OC6C(OC(C(C6O)OC)OC7C(OC(C(C7O)OC)OC8C(OC(O2)C(C8O)OC)COC)COC)COC)COC)COC)COC)OC)O
Standard InChIKey QGKBSGBYSPTPKJ-UHFFFAOYSA-N
Standard InChI InChI=1S/C56H98O35/c1-64-15-22-36-29(57)43(71-8)50(78-22)86-37-23(16-65-2)80-52(45(73-10)30(37)58)88-39-25(18-67-4)82-54(47(75-12)32(39)60)90-41-27(20-69-6)84-56(49(77-14)34(41)62)91-42-28(21-70-7)83-55(48(76-13)35(42)63)89-40-26(19-68-5)81-53(46(74-11)33(40)61)87-38-24(17-66-3)79-51(85-36)44(72-9)31(38)59/h22-63H,15-21H2,1-14H3
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Source of Methylophioponanone B

The roots of Ophiopogon japonicus Ker-Gawl.

Protocol of Methylophioponanone B

Structure Identification
Phytochem Anal. 2008 May-Jun;19(3):258-65.

High-performance liquid chromatography-electrospray mass spectrometry for the simultaneous determination of multiple active components in Sheng-Mai San, a prescription of traditional Chinese medicine.[Reference: WebLink]

An advanced and reliable HPLC-MS method was developed for the simultaneous quantification of eight active components (ginsenosides Rf, Rg2, Rg3, Rh1 and Rh2, gomisin A, methylophioponanone B and schizandrin) in Sheng-Mai San, a traditional Chinese medicine.
METHODS AND RESULTS:
The elution of multiple components was performed using a C18 column with stepwise gradient elution. The detection of individual analytes was monitored by electrospray MS scanning from 300 to 1000 m/z in the positive ion mode, with the limits of detection of these components ranging from 0.06 to 1 μg/mL at a signal-to-noise ratio of ≥5. The intra- and inter-day accuracies ranged from 95.1 to 104.4%, and the overall precision was less than 9.3%.
CONCLUSIONS:
The recoveries of the analytes were ≥96.6%. The method was validated and found suitable for the determination of active components present in Sheng-Mai San preparation.

Methylophioponanone B Dilution Calculator

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Preparing Stock Solutions of Methylophioponanone B

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 0.7511 mL 3.7557 mL 7.5115 mL 15.0229 mL 18.7786 mL
5 mM 0.1502 mL 0.7511 mL 1.5023 mL 3.0046 mL 3.7557 mL
10 mM 0.0751 mL 0.3756 mL 0.7511 mL 1.5023 mL 1.8779 mL
50 mM 0.015 mL 0.0751 mL 0.1502 mL 0.3005 mL 0.3756 mL
100 mM 0.0075 mL 0.0376 mL 0.0751 mL 0.1502 mL 0.1878 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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Background on Methylophioponanone B

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.

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].

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.

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References on Methylophioponanone B

High-performance liquid chromatography-electrospray mass spectrometry for the simultaneous determination of multiple active components in Sheng-Mai San, a prescription of traditional Chinese medicine.[Pubmed:17994536]

Phytochem Anal. 2008 May-Jun;19(3):258-65.

An advanced and reliable HPLC-MS method was developed for the simultaneous quantification of eight active components (ginsenosides Rf, Rg(2), Rg(3), Rh(1) and Rh(2), gomisin A, Methylophioponanone B and schizandrin) in Sheng-Mai San, a traditional Chinese medicine. The elution of multiple components was performed using a C(18) column with stepwise gradient elution. The detection of individual analytes was monitored by electrospray MS scanning from 300 to 1000 m/z in the positive ion mode, with the limits of detection of these components ranging from 0.06 to 1 microg/mL at a signal-to-noise ratio of > or =5. The intra- and inter-day accuracies ranged from 95.1 to 104.4%, and the overall precision was less than 9.3%. The recoveries of the analytes were > or =96.6%. The method was validated and found suitable for the determination of active components present in Sheng-Mai San preparation.

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.

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