fluticasone   Click here for help

GtoPdb Ligand ID: 6699

Synonyms: Advair® | Avamys® | Flovent HFA® | Veramyst®
Approved drug Immunopharmacology Ligand
fluticasone is an approved drug (FDA (1994), EMA (2008))
Compound class: Synthetic organic
Comment: The DrugBank entry listed here refers to fluticasone propionate with CAS registry number 80474-14-2. ChEMBL lists fluticasone propionate as a glucocorticoid receptor agonist, but not the fluticasone parent molecule.

Breo Ellipta®, approved by the FDA in 2013, is a fixed-dose formulation containing fluticasone furoate and vilanterol.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 2
Rotatable bonds 3
Topological polar surface area 99.9
Molecular weight 444.16
XLogP 2.4
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES FCSC(=O)C1(O)C(C)CC2C1(C)CC(O)C1(C2CC(C2=CC(=O)C=CC12C)F)F
Isomeric SMILES FCSC(=O)[C@@]1(O)[C@H](C)C[C@@H]2[C@]1(C)C[C@H](O)[C@]1([C@H]2C[C@@H](C2=CC(=O)C=C[C@]12C)F)F
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
InChI Key MGNNYOODZCAHBA-GQKYHHCASA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1994), EMA (2008))
IUPAC Name Click here for help
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
International Nonproprietary Names Click here for help
INN number INN
5636 fluticasone
Synonyms Click here for help
Advair® | Avamys® | Flovent HFA® | Veramyst®
Database Links Click here for help
CAS Registry No. 90566-53-3 (source: SciFinder)
ChEMBL Ligand CHEMBL1201396
DrugBank Ligand DB00588
GtoPdb PubChem SID 178103310
PubChem CID 5311101
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Wikipedia Fluticasone