Flumethasone acetateProduct ingredient for Flumethasone

Name
Flumethasone acetate
Drug Entry
Flumethasone

Flumethasone is a moderately potent difluorinated corticosteroid ester with anti-inflammatory, antipruritic and vasoconstrictive properties. As it is a privalate salt, its anti-inflammatory action is concentrated at the site of application. This local effect on diseased areas results in a prompt decrease in inflammation, exudation and itching.

Accession Number
DBSALT001651
Structure
Synonyms
Flumethasone 21-acetate
UNII
HB84ATQ00X
CAS Number
2823-42-9
Weight
Average: 452.495
Monoisotopic: 452.201045012
Chemical Formula
C24H30F2O6
InChI Key
ISSQQUKLQJHHOR-OSNGSNEUSA-N
InChI
InChI=1S/C24H30F2O6/c1-12-7-15-16-9-18(25)17-8-14(28)5-6-21(17,3)23(16,26)19(29)10-22(15,4)24(12,31)20(30)11-32-13(2)27/h5-6,8,12,15-16,18-19,29,31H,7,9-11H2,1-4H3/t12-,15+,16+,18+,19+,21+,22+,23+,24+/m1/s1
IUPAC Name
2-[(1R,2R,3aS,3bS,5S,9aS,9bR,10S,11aS)-5,9b-difluoro-1,10-dihydroxy-2,9a,11a-trimethyl-7-oxo-1H,2H,3H,3aH,3bH,4H,5H,7H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-1-yl]-2-oxoethyl acetate
SMILES
[H][C@@]12C[C@@H](C)[C@](O)(C(=O)COC(C)=O)[C@@]1(C)C[C@H](O)[C@@]1(F)[C@@]2([H])C[C@H](F)C2=CC(=O)C=C[C@]12C
ChemSpider
9330306
ZINC
ZINC000038309959
Predicted Properties
PropertyValueSource
Water Solubility0.0301 mg/mLALOGPS
logP2.41ALOGPS
logP1.78Chemaxon
logS-4.2ALOGPS
pKa (Strongest Acidic)12.44Chemaxon
pKa (Strongest Basic)-3.4Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count5Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area100.9 Å2Chemaxon
Rotatable Bond Count4Chemaxon
Refractivity111.47 m3·mol-1Chemaxon
Polarizability45.02 Å3Chemaxon
Number of Rings4Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon