CHEBI:74899 - fluticasone furoate

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ChEBI Name fluticasone furoate
ChEBI ID CHEBI:74899
Definition A trifluorinated corticosteroid that consists of 6α,9-difluoro-11β,17α-dihydroxy-17β-{[(fluoromethyl)sulfanyl]carbonyl}-16-methyl-3-oxoandrosta-1,4-diene bearing a 2-furoyl substituent at position 17. Used in combination with vilanterol trifenate for treatment of bronchospasm associated with chronic obstructive pulmonary disease.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C27H29F3O6S
Net Charge 0
Average Mass 538.57600
Monoisotopic Mass 538.164
InChI InChI=1S/C27H29F3O6S/c1-14-9-16-17-11-19(29)18-10-15(31)6-7-24(18,2)26(17,30)21(32)12-25(16,3)27(14,23(34)37-13-28)36-22(33)20-5-4-8-35-20/h4-8,10,14,16-17,19,21,32H,9,11-13H2,1-3H3/t14-,16+,17+,19+,21+,24+,25+,26+,27+/m1/s1
InChIKey XTULMSXFIHGYFS-VLSRWLAYSA-N
SMILES [H][C@@]12C[C@@H](C)[C@](OC(=O)c3ccco3)(C(=O)SCF)[C@@]1(C)C[C@H](O)[C@@]1(F)[C@@]2([H])C[C@H](F)C2=CC(=O)C=C[C@]12C
Roles Classification
Application(s): prodrug
A compound that, on administration, must undergo chemical conversion by metabolic processes before becoming the pharmacologically active drug for which it is a prodrug.
anti-allergic agent
A drug used to treat allergic reactions.
anti-asthmatic drug
A drug used to treat asthma.
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ChEBI Ontology
Outgoing fluticasone furoate (CHEBI:74899) has functional parent fluticasone (CHEBI:5134)
fluticasone furoate (CHEBI:74899) has parent hydride androstane (CHEBI:35509)
fluticasone furoate (CHEBI:74899) has role anti-allergic agent (CHEBI:50857)
fluticasone furoate (CHEBI:74899) has role anti-asthmatic drug (CHEBI:49167)
fluticasone furoate (CHEBI:74899) has role prodrug (CHEBI:50266)
fluticasone furoate (CHEBI:74899) is a 11β-hydroxy steroid (CHEBI:35346)
fluticasone furoate (CHEBI:74899) is a 2-furoate ester (CHEBI:50856)
fluticasone furoate (CHEBI:74899) is a 3-oxo-Δ14-steroid (CHEBI:77166)
fluticasone furoate (CHEBI:74899) is a corticosteroid (CHEBI:50858)
fluticasone furoate (CHEBI:74899) is a fluorinated steroid (CHEBI:50830)
fluticasone furoate (CHEBI:74899) is a steroid ester (CHEBI:47880)
fluticasone furoate (CHEBI:74899) is a thioester (CHEBI:51277)
Incoming Breo Ellipta (CHEBI:75043) has part fluticasone furoate (CHEBI:74899)
IUPAC Name
6α,9-difluoro-17β-{[(fluoromethyl)sulfanyl]carbonyl}-11β-hydroxy-16-methyl-3-oxoandrosta-1,4-dien-17α-yl 2-furoate
INNs Sources
fluticasone furoate KEGG DRUG
fluticasonum furoas WHO MedNet
furoate de fluticasone WHO MedNet
furoato de fluticasona WHO MedNet
Synonym Source
GSK 685698 ChemIDplus
Brand Name Source
Veramyst KEGG DRUG
Manual Xrefs Databases
4554 DrugCentral
D06315 KEGG DRUG
Fluticasone_furoate Wikipedia
GW6 PDBeChem
US2009118495 Patent
WO2010016931 Patent
WO2011151624 Patent
WO2011151625 Patent
WO2012160338 Patent
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Registry Numbers Types Sources
15686794 Reaxys Registry Number Reaxys
397864-44-7 CAS Registry Number KEGG DRUG
397864-44-7 CAS Registry Number ChemIDplus
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Last Modified
22 February 2017