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Beclomethasone 17-propionate

Alias: Beclomethasone 17propionate; Beclomethasone 17 propionate
Cat No.:V38855 Purity: ≥98%
Beclomethasone 17-propionate (Beclomethasone-17-monopropionate) is the bioactive metabolite of Beclomethasone dipropionate and is a glucocorticoid receptor (GR) agonist.
Beclomethasone 17-propionate
Beclomethasone 17-propionate Chemical Structure CAS No.: 5534-18-9
Product category: New2
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
5mg
10mg
Other Sizes
Official Supplier of:
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Product Description
Beclomethasone 17-propionate (Beclomethasone-17-monopropionate) is the bioactive metabolite of Beclomethasone dipropionate and is a glucocorticoid receptor (GR) agonist. Beclomethasone 17-propionate has a higher affinity for GR than Beclomethasone dipropionate. Beclomethasone 17-propionate effectively inhibits cytokine production in chronic obstructive pulmonary disease (COPD) lung macrophages.
Biological Activity I Assay Protocols (From Reference)
ln Vitro
Beclomethasone dipropionate metabolism to 17-BMP is a crucial activation step. Beclomethasone 17-propionate suppresses TNFα, IL-6, and CXCL8 induced by LPS. Beclomethasone 17-propionate's EC50 values for TNFα, CXCL8, and IL-6 are 0.05 nM, 0.01 nM, and 0.1 nM, in that order. The GR-dependent genes FKBP51 and GILZ are upregulated in response to beclomethasone 17-propionate [3].
References

[1]. Activation of beclomethasone dipropionate by hydrolysis to beclomethasone-17-monopropionate. Biopharm Drug Dispos. 1990 Jul;11(5):381-94.

[2]. Metabolism of beclomethasone dipropionate by cytochrome P450 3A enzymes. J Pharmacol Exp Ther. 2013 May;345(2):308-16.

[3]. Evaluation of glucocorticoid receptor function in COPD lung macrophages using beclomethasone-17-monopropionate. PLoS One. 2013 May 21;8(5):e64257.

Additional Infomation
An ester of beclomethasone.
See also: Beclomethasone Dipropionate (active moiety of).
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C₂₅H₃₃CLO₆
Molecular Weight
464.98
Exact Mass
464.197
CAS #
5534-18-9
PubChem CID
62965
Appearance
White to off-white solid powder
Density
1.3g/cm3
Boiling Point
608.9ºC at 760mmHg
Melting Point
124-126ºC
Flash Point
322ºC
Index of Refraction
1.583
LogP
3.125
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
6
Rotatable Bond Count
5
Heavy Atom Count
32
Complexity
925
Defined Atom Stereocenter Count
8
SMILES
CCC(=O)O[C@@]1([C@H](C[C@@H]2[C@@]1(C[C@@H]([C@]3([C@H]2CCC4=CC(=O)C=C[C@@]43C)Cl)O)C)C)C(=O)CO
InChi Key
OHYGPBKGZGRQKT-XGQKBEPLSA-N
InChi Code
InChI=1S/C25H33ClO6/c1-5-21(31)32-25(20(30)13-27)14(2)10-18-17-7-6-15-11-16(28)8-9-22(15,3)24(17,26)19(29)12-23(18,25)4/h8-9,11,14,17-19,27,29H,5-7,10,12-13H2,1-4H3/t14-,17-,18-,19-,22-,23-,24-,25-/m0/s1
Chemical Name
[(8S,9R,10S,11S,13S,14S,16S,17R)-9-chloro-11-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl] propanoate
Synonyms
Beclomethasone 17propionate; Beclomethasone 17 propionate
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Note: Please store this product in a sealed and protected environment (e.g. under nitrogen), avoid exposure to moisture.
Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO : ~125 mg/mL (~268.83 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (5.38 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.1506 mL 10.7532 mL 21.5063 mL
5 mM 0.4301 mL 2.1506 mL 4.3013 mL
10 mM 0.2151 mL 1.0753 mL 2.1506 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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