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Methasterone

CAS# 3381-88-2

Methasterone

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Quality Control of Methasterone

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Chemical structure

Methasterone

3D structure

Chemical Properties of Methasterone

Cas No. 3381-88-2 SDF Download SDF
PubChem ID 237186 Appearance Powder
Formula C21H34O2 M.Wt 318.5
Type of Compound N/A Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (2R,5S,8R,9S,10S,13S,14S,17S)-17-hydroxy-2,10,13,17-tetramethyl-2,4,5,6,7,8,9,11,12,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-3-one
SMILES CC1CC2(C(CCC3C2CCC4(C3CCC4(C)O)C)CC1=O)C
Standard InChIKey QCWCXSMWLJFBNM-FOVYBZIDSA-N
Standard InChI InChI=1S/C21H34O2/c1-13-12-19(2)14(11-18(13)22)5-6-15-16(19)7-9-20(3)17(15)8-10-21(20,4)23/h13-17,23H,5-12H2,1-4H3/t13-,14+,15-,16+,17+,19+,20+,21+/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.
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.

Methasterone Dilution Calculator

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Methasterone Molarity Calculator

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Preparing Stock Solutions of Methasterone

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.1397 mL 15.6986 mL 31.3972 mL 62.7943 mL 78.4929 mL
5 mM 0.6279 mL 3.1397 mL 6.2794 mL 12.5589 mL 15.6986 mL
10 mM 0.314 mL 1.5699 mL 3.1397 mL 6.2794 mL 7.8493 mL
50 mM 0.0628 mL 0.314 mL 0.6279 mL 1.2559 mL 1.5699 mL
100 mM 0.0314 mL 0.157 mL 0.314 mL 0.6279 mL 0.7849 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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References on Methasterone

Biotransformation of anabolic compound methasterone with Macrophomina phaseolina, Cunninghamella blakesleeana, and Fusarium lini, and TNF-alpha inhibitory effect of transformed products.[Pubmed:28404456]

Steroids. 2017 Dec;128:75-84.

Microbial transformation of Methasterone (1) was investigated with Macrophomina phaseolina, Cunninghamella blakesleeana, and Fusarium lini. Biotransformation of 1 with M. phaseolina yielded metabolite 2, while metabolites 3-7 were obtained from the incubation of 1 with C. blakesleeana. Metabolites 8-13 were obtained through biotransformation with F. lini. All metabolites, except 13, were found to be new. Methasterone (1) and its metabolites 2-6, 9, 10, and 13 were then evaluated for their immunomodulatory effects against TNF-alpha, NO, and ROS production. Among all tested compounds, metabolite 6 showed a potent inhibition of proinflammatory cytokine TNF-alpha (IC50=8.1+/-0.9mug/mL), as compared to pentoxifylline used as a standard (IC50=94.8+/-2.1mug/mL). All metabolites were also evaluated for the inhibition of NO production at concentration of 25mug/mL. Metabolites 6 (86.7+/-2.3%) and 13 (62.5+/-1.5%) were found to be the most potent inhibitors of NO as compared to the standard N(G)-monomethyl-l-arginine acetate (65.6+/-1.1%). All metabolites were found to be non-toxic against PC3, HeLa, and 3T3 cell lines. Observed inhibitory potential of metabolites 6 and 13 against pro-inflammatory cytokine TNF-alpha, as well as NO production makes them interesting leads for further studies.

New Potential Biomarker for Methasterone Misuse in Human Urine by Liquid Chromatography Quadrupole Time of Flight Mass Spectrometry.[Pubmed:27669235]

Int J Mol Sci. 2016 Sep 24;17(10). pii: ijms17101628.

In this study, Methasterone urinary metabolic profiles were investigated by liquid chromatography quadrupole time of flight mass spectrometry (LC-QTOF-MS) in full scan and targeted MS/MS modes with accurate mass measurement. A healthy male volunteer was asked to take the drug and liquid-liquid extraction was employed to process urine samples. Chromatographic peaks for potential metabolites were hunted out with the theoretical [M - H](-) as a target ion in a full scan experiment and actual deprotonated ions were studied in targeted MS/MS experiment. Fifteen metabolites including two new sulfates (S1 and S2), three glucuronide conjugates (G2, G6 and G7), and three free metabolites (M2, M4 and M6) were detected for Methasterone. Three metabolites involving G4, G5 and M5 were obtained for the first time in human urine samples. Owing to the absence of helpful fragments to elucidate the steroid ring structure of Methasterone phase II metabolites, gas chromatography mass spectrometry (GC-MS) was employed to obtain structural information of the trimethylsilylated phase I metabolite released after enzymatic hydrolysis and the potential structure was inferred using a combined MS method. Metabolite detection times were also analyzed and G2 (18-nor-17beta-hydroxymethyl-2alpha, 17alpha-dimethyl-androst-13-en-3alpha-ol-xi-O-glucuronide) was thought to be new potential biomarker for Methasterone misuse which can be detected up to 10 days.

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