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fluticasone

Structure via PubChem · Public domain (PubChem)

EntityQ1002165· pop 25· linked from 29 articles

fluticasone

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Key facts

Drug.Verifiedfields
changed
Drug.Watchedfields
changed
Drug.verifiedrevid
458449795
Drug.image
Fluticasone.svg
Drug.image_class
skin-invert-image
Drug.width
200
Drug.routes_of_administration
Intranasal, inhalation, topical
Drug.ATC_prefix
D07
Drug.ATC_suffix
AC17
Drug.legal_CA
OTC
Drug.bioavailability
0.51% (Intranasal)
Drug.protein_bound
91.0%
Drug.metabolism
IntranasalLiver (CYP3A4-mediated)
Drug.elimination_half life
10 hours
Drug.excretion
Kidney
Drug.IUPHAR_ligand
6699
Drug.CAS_number
90566-53-3
Drug.PubChem
5311101

via Wikipedia infobox

Chemical data

Formula
C22H27F3O4S
Molecular weight
444.5 g/mol
IUPAC name
S-(fluoromethyl) (6S,8S,9R,10S,11S,13S,14S,16R,17R)-6,9-difluoro-11,17-dihydroxy-10,13,16-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthrene-17-carbothioate
SMILES
C[C@@H]1C[C@H]2[C@@H]3C[C@@H](C4=CC(=O)C=C[C@@]4([C@]3([C@H](C[C@@]2([C@]1(C(=O)SCF)O)C)O)F)C)F
InChIKey
MGNNYOODZCAHBA-GQKYHHCASA-N
XLogP
3.2
Polar surface area
99.9 Ų
H-bond donors
2
H-bond acceptors
8
Formal charge
0

via PubChem

~1 min read

Encyclopedic overview

2 sections
Contents
  • See also
  • References

Fluticasone is a manufactured glucocorticoid used to treat nasal congestion. Both the esters, fluticasone propionate (sold as Flovent) and fluticasone furoate, are also used as topical anti-inflammatories and inhaled corticosteroids, and are used much more commonly in comparison.

Fluticasone is on the World Health Organization's List of Essential Medicines. In 2023, it was the 26th most commonly prescribed medication in the United States, with more than 21million prescriptions, although it is also sold over-the-counter (OTC).

Excerpted from Wikipedia’s “fluticasone” article, available under the CC BY-SA 4.0 licence.