Fluticasone

Names

[ Name ]:
Fluticasone

[Synonym ]:
Fluticasone propionate (JAN/USAN)
Flonase
Androsta-1,4-diene-17-carbothioic acid, 6,9-difluoro-11-hydroxy-16-methyl-3-oxo-17-(1-oxopropoxy)-, S-(fluoromethyl) ester, (6α,11β,16α,17α)-
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
Flovent DPI
UNII-CUT2W21N7U
Flixonase
Flutionum
Flutiona [Spanish]
(6α,11β,16α,17α)-6,9-Difluoro-17-{[(fluoromethyl)sulfanyl]carbonyl}-11-hydroxy-16-methyl-3-oxoandrosta-1,4-dien-17-yl propionate
Flixotide
Fluticasone
Fluticasone propionate
Flutiona
flutione
Fluticaps (TN)
(6α,11β,16α,17α)-6,9-difluoro-17-{[(fluoromethyl)sulfanyl]carbonyl}-11-hydroxy-16-methyl-3-oxoandrosta-1,4-dien-17-yl propanoate
(6a,11b,16a,17a)-6,9-Difluoro-11-hydroxy-16-methyl-3-oxo-17-(1-oxopropoxy)androsta-1,4-diene-17-carbothioic Acid S-(Fluoromethyl) Ester
flovent diskus
Flutionum [Latin]
Flutione (INN)
Cutivate
MFCD01862254

Biological Activity

[Description]:

Fluticasone is an inhaled corticosteroid used for respiratory diseases[1]. Fluticasone is a Smo agonist s with a IC50 value of 99 nM. Fluticasone activate Hedgehog signaling and promotes the proliferation of primary neuronal stem/precursor cells[2].

[Related Catalog]:

Signaling Pathways >> Stem Cell/Wnt >> Smo

Research Areas >> Endocrinology

Research Areas >> Infection

Research Areas >> Inflammation/Immunology

Signaling Pathways >> GPCR/G Protein >> Glucocorticoid Receptor

[In Vitro]

Fluticasone (0-10 μM, 2 hours) inhibits the U2OS cells growth with the EC50 of 99 nM[2]. Fluticasone (10-1000 nM, 48 hours) decreases HRV-induced mucin production and involves modulation of SPDEF-regulated genes and extracellular ATP release[3].

[In Vivo]

Fluticasone (intranasal dropping; 1mg/kg; 7 days) suppresses rhinovirus-induced airways inflammation in vivo but also impairs anti-viral immune responses and increases viral titres, leading to mucus hypersecretion[4]. Animal Model: C57BL/6 mice[4] Dosage: 1 mg/kg Administration: Intranasal dropping; 1 h before infection with rhinovirus 1B; 7 days Result: Suppressed BAL neutrophil numbers and inhibited rhinovirus-induced airway inflammation.

[References]

[1]. Seidel P, et al. Thiazolidinediones inhibit airway smooth muscle release of the chemokine CXCL10: in vitro comparison with current asthma therapies. Respir Res. 2012 Oct 4. 13(1):90.

[2]. Wang J, et al. Identification of select glucocorticoids as Smoothened agonists: potential utility for regenerative medicine. Proc Natl Acad Sci U S A. 2010 May 18. 107(20):9323-8.

[3]. Ying Wang, et al. Tiotropium and Fluticasone Inhibit Rhinovirus-Induced Mucin Production via Multiple Mechanisms in Differentiated Airway Epithelial Cells. Front. Cell. Infect. Microbiol., 2020 Jun.

[4]. Singanayagam A, et al. Effect of fluticasone propionate on virus-induced airways inflammation and anti-viral immune responses in mice. Lancet. 2015 Feb 26. 385(Suppl 1):S88.

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Boiling Point ]:
568.3±50.0 °C at 760 mmHg

[ Melting Point ]:
-18.1ºC

[ Molecular Formula ]:
C₂₅H₃₁F₃O₅S

[ Molecular Weight ]:
500.571

[ Flash Point ]:
297.5±30.1 °C

[ Exact Mass ]:
500.184418

[ PSA ]:
105.97000

[ LogP ]:
3.73

[ Vapour Pressure ]:
0.0±3.5 mmHg at 25°C

[ Index of Refraction ]:
1.556

Related Compounds

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