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Beclomethasone 17-propionate

CAT: 0931-T10494-01Size: 1 mgDry Ice: NoHazardous: No
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CAT#:0931-T10494-01Size:1 mg
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CAS Number
5534-18-9
Target
Drug Metabolite, Glucocorticoid Receptor
Related Pathways
Endocrinology/Hormones, Metabolism
Purity
0.9806
Bioactivity
Beclomethasone 17-propionate is a glucocorticoid that is the active metabolite of Beclomethasone dipropionate (BDP) . As a glucocorticoid receptor (GR) agonist, 17-BMP has a 13-fold higher affinity than BDP and inhibits the production of pro-inflammatory cytokines, such as CXCL8, TNF-α, and IL-6, thus exerting an anti-inflammatory effect, and it is mainly used in the treatment of asthma and allergic rhinitis.
Smiles
O(C(CC)=O)[C@@]1(C(CO)=O)[C@]2(C)[C@@](C[C@@H]1C)([C@]3([C@](Cl)([C@@H](O)C2)[C@]4(C)C(CC3)=CC(=O)C=C4)[H])[H]
Molecular Formula
C25H33ClO6
Molecular Weight
464.98
Shipping Conditions
Ice Packs
Storage Temperature
-20°C

Chemical Information

Beclomethasone 17-Monopropionate

An ester of beclomethasone.

CAS Number5534-18-9
PubChem CID62965
IUPAC 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
Molecular FormulaC25H33ClO6
Molecular Weight465.0
XLogP2
Topological Polar Surface Area101
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count6
Rotatable Bond Count5
Heavy Atom Count32
Formal Charge0
Complexity925
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
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
InChIKey
OHYGPBKGZGRQKT-XGQKBEPLSA-N
Chemical Structure
2D Structure
2D structure of Beclomethasone 17-Monopropionate
CAS: 5534-18-9
CID: 62965
Formula: C25H33ClO6
MW: 465.0
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight465.0
XLogP32
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count6
Rotatable Bond Count5
Exact Mass464.1965665
Monoisotopic Mass464.1965665
Topological Polar Surface Area101 Ų
Heavy Atom Count32
Formal Charge0
Complexity925
Isotope Atom Count0
Defined Atom Stereocenter Count8
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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