Fluticasone

Fluticasone
Clinical data

Trade names	Cutivate
AHFS/Drugs.com	Monograph
Pregnancy category	C for Intranasal and Inhaled
Routes of administration	Intranasal, inhaled, topical cream or ointment
ATC code	D07AC17 (WHO) R01AD08 (WHO) R03BA05 (WHO)
Legal status
Legal status	CA: ℞-only UK: POM (Prescription only) US: OTC (intranasal as the propionate), Rx-only (other preparations including furoate and base intranasal)
Pharmacokinetic data
Bioavailability	0.51% (Intranasal)
Protein binding	91%
Metabolism	Intranasal Hepatic (CYP3A4-mediated)
Biological half-life	10 hours
Excretion	Renal
Identifiers
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
Synonyms	6α,9α-Difluoro-11β,17α-dihydroxy-16α-methyl-21-thia-21-fluoromethylpregna-1,4-dien-3,20-dione
CAS Number	90566-53-3^N
PubChem CID	5311101
IUPHAR/BPS	6699
DrugBank	DB00588^N
ChemSpider	4470631^Y
UNII	CUT2W21N7U
KEGG	D07981^Y
ChEBI	CHEBI:5134^N
ChEMBL	CHEMBL1201396^N
Chemical and physical data
Formula	C₂₂H₂₇F₃O₄S
Molar mass	444.508 g/mol
3D model (Jmol)	Interactive image
SMILES 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 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^Y Key:MGNNYOODZCAHBA-GQKYHHCASA-N^Y
^NY (what is this?)

Fluticasone is a synthetic glucocorticoid. Both the furoate and propanoate esters, fluticasone furoate and fluticasone propionate, are used as topical anti-inflammatories and inhaled corticosteroids.

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Wikipedia

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