Fluticasone

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Fluticasone
Fluticasone.svg
Fluticasone ball-and-stick animation.gif
Systematic (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
Clinical data
AHFS/Drugs.com monograph
Pregnancy
category
  • C for Intranasal and Inhaled
Legal status
Routes of
administration
Intranasal, inhaled, topical cream or ointment
Pharmacokinetic data
Bioavailability 0.51% (Intranasal)
Protein binding 91%
Metabolism Intranasal
Hepatic (CYP3A4-mediated)
Biological half-life 10 hours
Excretion Renal
Identifiers
CAS Number 90566-53-3 N
Template:CAS (propionate)
ATC code D07AC17 (WHO) R01AD08 R03BA05
PubChem CID: 5311101
IUPHAR/BPS 6699
DrugBank DB00588 N
ChemSpider 4470631 YesY
UNII CUT2W21N7U YesY
KEGG D07981 YesY
ChEBI CHEBI:5134 N
ChEMBL CHEMBL1201396 N
Chemical data
Formula C22H27F3O4S
Molecular mass 444.508 g/mol
  • O=C(SCF)[C@]3(O)[C@]2(C[C@H](O)[C@]4(F)[C@@]/1(\C(=C/C(=O)\C=C\1)[C@@H](F)C[C@H]4[C@@H]2C[C@H]3C)C)C
  • InChI=1S/C22H27F3O4S/c1-11-6-13-14-8-16(24)15-7-12(26)4-5-19(15,2)21(14,25)17(27)9-20(13,3)22(11,29)18(28)30-10-23/h4-5,7,11,13-14,16-17,27,29H,6,8-10H2,1-3H3/t11-,13+,14+,16+,17+,19+,20+,21+,22+/m1/s1 YesY
  • Key:MGNNYOODZCAHBA-GQKYHHCASA-N YesY
 NYesY (what is this?)  (verify)

Fluticasone is a synthetic glucocorticoid.[1] Both the furoate and propanoate ester prodrugs, fluticasone furoate and fluticasone propanoate, are used as topical anti-inflammatories:[2]

References

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