Meprednisone

CAS# 1247-42-3

Meprednisone

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Chemical structure

Meprednisone

3D structure

Chemical Properties of Meprednisone

Cas No. 1247-42-3 SDF Download SDF
PubChem ID 5284587 Appearance Powder
Formula C22H28O5 M.Wt 372.45
Type of Compound N/A Storage Desiccate at -20°C
Solubility DMSO : ≥ 100 mg/mL (268.49 mM)
*"≥" means soluble, but saturation unknown.
Chemical Name (8S,9S,10R,13S,14S,16S,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-6,7,8,9,12,14,15,16-octahydrocyclopenta[a]phenanthrene-3,11-dione
SMILES CC1CC2C3CCC4=CC(=O)C=CC4(C3C(=O)CC2(C1(C(=O)CO)O)C)C
Standard InChIKey PIDANAQULIKBQS-RNUIGHNZSA-N
Standard InChI InChI=1S/C22H28O5/c1-12-8-16-15-5-4-13-9-14(24)6-7-20(13,2)19(15)17(25)10-21(16,3)22(12,27)18(26)11-23/h6-7,9,12,15-16,19,23,27H,4-5,8,10-11H2,1-3H3/t12-,15-,16-,19+,20-,21-,22-/m0/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.

Biological Activity of Meprednisone

DescriptionMeprednisone is a glucocorticoid and a methylated derivative of prednisone. Target: Glucocorticoid Receptor Meprednisone is a glucocorticoid and a methylated derivative of prednisone. The methylprednisone to MPL area under the curve ratio decreased from 0.19 +/- 0.04 in control to 0.14 +/- 0.03 in ketoconazole-treated rats (P less than .05) due to altered interconversion between these steroids. An improved pharmacokinetic/dynamic receptor/gene-mediated model characterized the steroid receptor binding and induction of tyrosine aminotransferase activity after i.v. MPL sodium succinate (10 mg/kg). In contrast to previous in vitro studies, ketoconazole at maximally tolerated doses failed to antagonize the steroid receptor-mediated activity of MPL [1].

References:
[1]. Scheuer, E. and E. Warshaw, Allergy to corticosteroids: update and review of epidemiology, clinical characteristics, and structural cross-reactivity. Am J Contact Dermat, 2003. 14(4): p. 179-87.

Meprednisone Dilution Calculator

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Meprednisone Molarity Calculator

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Preparing Stock Solutions of Meprednisone

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.6849 mL 13.4246 mL 26.8492 mL 53.6985 mL 67.1231 mL
5 mM 0.537 mL 2.6849 mL 5.3698 mL 10.7397 mL 13.4246 mL
10 mM 0.2685 mL 1.3425 mL 2.6849 mL 5.3698 mL 6.7123 mL
50 mM 0.0537 mL 0.2685 mL 0.537 mL 1.074 mL 1.3425 mL
100 mM 0.0268 mL 0.1342 mL 0.2685 mL 0.537 mL 0.6712 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 Meprednisone

Meprednisone is a glucocorticoid and a methylated derivative of prednisone.

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References on Meprednisone

17alpha,21-Dihydroxy-16beta-methylpregna-1,4-diene-3,11,20-trione (meprednisone).[Pubmed:12682403]

Acta Crystallogr C. 2003 Apr;59(Pt 4):O187-9. Epub 2003 Mar 11.

The title compound, C(22)H(28)O(5), is a commercial therapeutic agent of the steroid class. Both independent molecules in the asymmetric unit have six-membered A rings that are planar, while the B and C rings adopt normal chair conformations. The five-membered D ring is in a 13beta,14alpha-half-chair conformation, and the B/C and C/D ring junctions are in trans positions. Cohesion in the crystal is provided by O-H.O hydrogen bonds, which generate chains of molecules that are organized in a plane that lies along the crystallographic b axis.

Comparative analysis the binding affinity of mycophenolic sodium and meprednisone with human serum albumin: Insight by NMR relaxation data and docking simulation.[Pubmed:26892221]

Chem Biol Interact. 2016 Mar 25;248:52-9.

Mycophenolic sodium is an immunosuppressive agent that is always combined administration with corticosteroid in clinical practice. Considering the distribution and side-effect of the drug may change when co-administrated drug exist, this paper comparatively analyzed the binding ability of mycophenolic sodium and Meprednisone toward human serum albumin by nuclear magnetic resonance relaxation data and docking simulation. The nuclear magnetic resonance approach was based on the analysis of proton selective and non-selective relaxation rate enhancement of the ligand in the absence and presence of macromolecules. The contribution of the bound ligand fraction to the observed relaxation rate in relation to protein concentration allowed the calculation of the affinity index. This approach allowed the comparison of the binding affinity of mycophenolic sodium and Meprednisone. Molecular modeling was operated to simulate the binding model of ligand and albumin through Autodock 4.2.5. Competitive binding of mycophenolic sodium and Meprednisone was further conducted through fluorescence spectroscopy.

Description

Meprednisone is a glucocorticoid and a methylated derivative of prednisone.

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