ZeylasteroneCAS# 78012-25-6 |
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Cas No. | 78012-25-6 | SDF | Download SDF |
PubChem ID | 13945472 | Appearance | Powder |
Formula | C30H38O7 | M.Wt | 510.62 |
Type of Compound | Triterpenoids | Storage | Desiccate at -20°C |
Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
Chemical Name | (6aS,6bS,8aS,11R,12aR,14aR)-2,3-dihydroxy-11-methoxycarbonyl-6a,6b,8a,11,14a-pentamethyl-5-oxo-7,8,9,10,12,12a,13,14-octahydropicene-4-carboxylic acid | ||
SMILES | CC12CCC(CC1C3(CCC4(C5=CC(=C(C(=C5C(=O)C=C4C3(CC2)C)C(=O)O)O)O)C)C)(C)C(=O)OC | ||
Standard InChIKey | DXDSZUXZQIKMRQ-GMZGOHOASA-N | ||
Standard InChI | InChI=1S/C30H38O7/c1-26-7-8-27(2,25(36)37-6)15-20(26)30(5)12-10-28(3)16-13-18(32)23(33)22(24(34)35)21(16)17(31)14-19(28)29(30,4)11-9-26/h13-14,20,32-33H,7-12,15H2,1-6H3,(H,34,35)/t20-,26-,27-,28+,29-,30+/m1/s1 | ||
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. |
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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. |
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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. |
Description | 1. Zeylasterone shows bactericidal activity. |
Zeylasterone Dilution Calculator
Zeylasterone Molarity Calculator
1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
1 mM | 1.9584 mL | 9.792 mL | 19.584 mL | 39.1681 mL | 48.9601 mL |
5 mM | 0.3917 mL | 1.9584 mL | 3.9168 mL | 7.8336 mL | 9.792 mL |
10 mM | 0.1958 mL | 0.9792 mL | 1.9584 mL | 3.9168 mL | 4.896 mL |
50 mM | 0.0392 mL | 0.1958 mL | 0.3917 mL | 0.7834 mL | 0.9792 mL |
100 mM | 0.0196 mL | 0.0979 mL | 0.1958 mL | 0.3917 mL | 0.4896 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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Antibacterial properties of zeylasterone, a triterpenoid isolated from Maytenus blepharodes, against Staphylococcus aureus.[Pubmed:20116223]
Microbiol Res. 2010 Oct 20;165(8):617-26.
The anti-staphylococcal properties of Zeylasterone and demethylZeylasterone, two 6-oxophenolic triterpenoids isolated from Maytenus blepharodes, were investigated. Zeylasterone was more active than demethylZeylasterone on Staphylococcus aureus cells, showing bactericidal activity at 30 mug/ml (6 x MIC) in less than three hours and bacteriostatic at lower concentrations. At the same cell density, a more drastic reduction in CFU count was obtained when the triterpenoid was incorporated into cultures growing actively. Zeylasterone at 3 x MIC added on S. aureus cultures showed an early inhibitory effect on incorporation of radiolabeled thymidine, uridina and N-acetyl-glucosamine, and later on leucine. It also caused cell membrane disruption in S. aureus, as shown by the inhibition of radiolabeled precursor uptake, rapid potassium leakage, inhibition of NADH oxidation, and formation of mesosome-like structures around the septa. The structural features of the molecule, the blockage of solute transport through the membrane and changes in its permeability, suggest that Zeylasterone acts mainly on cytoplasmic membrane.
Activity and mechanism of the action of zeylasterone against Bacillus subtilis.[Pubmed:18070038]
J Appl Microbiol. 2008 May;104(5):1266-74.
AIMS: To investigate the antimicrobial properties of 6-oxophenolic triterpenoids isolated from Maytenus blepharodes against different micro-organisms and the mode of action on Bacillus subtilis. METHODS AND RESULTS: The activity of Zeylasterone and demethylZeylasterone was evaluated by microdilution method. Zeylasterone showed a higher activity, being active against Gram-positive bacteria (minimum inhibitory concentration 3-20 microg ml(-1)) and Candida albicans (10 microg ml(-1)). Killing curves revealed a bacteriostatic effect on B. subtilis that was dependent on the growth phase and inoculum size. Zeylasterone caused cell membrane alterations in B. subtilis, as shown by potassium leakage and formation of mesosome-like structures. However, membrane disruption was not revealed by either LIVE/DEAD Baclight assay or measurement of intracellular constituent efflux. Zeylasterone showed an early effect on N-acetyl-glucosamine and uridine incorporation and later on that of thymidine and leucine. CONCLUSIONS: Diverse micro-organisms exhibit sensitivities towards compounds studied. The permeability changes in the cytoplasmic membrane and nonsimultaneous ceasing of macromolecular synthesis suggest that Zeylasterone could act on multiple targets on B. subtilis. SIGNIFICANCE AND IMPACT OF THE STUDY: The activity showed against B. subtilis as a model of spore-forming bacteria would provide valuable information for further studies in the development of 6-oxophenolic triterpenoids as antiseptic and disinfectant properties.