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) |
Biological Activity
| 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). |
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 |