A synthetic glucocorticoid
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Fluticasone O-fluoro methyl ester

Item No. 45756

Technical Information
Formal Name
6α,9-difluoro-17-[(2-furanylcarbonyl)oxy]-11α-hydroxy-16α-methyl-3-oxo-androsta-1,4-diene-17α-carboxylic acid, fluoromethyl ester
CAS Number
572880-17-2
Synonyms
  • VSG158
Molecular Formula
C27H29F3O7
Formula Weight
Purity
≥95%
A solid
DMSO: Soluble: ≥10 mg/ml
SMILES
O=C(C1=CC=CO1)O[C@]2([C@@]3([C@@]([C@@]4([H])[C@]([C@H](C3)O)([C@@]5(C([C@H](C4)F)=CC(C=C5)=O)C)F)([H])C[C@H]2C)C)C(OCF)=O
InChi Code
InChI=1S/C27H29F3O7/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)36-13-28)37-22(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
InChi Key
SUILSCJHELZWIO-VLSRWLAYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Fluticasone O-fluoro methyl ester is a synthetic glucocorticoid.1 It binds to the glucocorticoid receptor (Ki = 1.7 nM) and inhibits transcription mediated by activator protein-1 (AP-1) in AD-293 cells. Intranasal administration of fluticasone O-fluoro methyl ester (0.125 mg/kg) represses airway hyperresponsiveness in a mouse model of ovalbumin-induced acute asthma. It reduces lung levels of inflammatory cytokines and bronchoalveolar lavage fluid (BALF) eosinophil infiltration in a mouse model of steroid-susceptible inflammation and reduces BALF neutrophil and CD4+ T cell infiltration in a mouse model of steroid-resistant inflammation.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. He, Y., Shi, J., Nguyen, Q.T., et alDevelopment of highly potent glucocorticoids for steroid-resistant severe asthma. Proc. Natl. Acad. Sci. USA 116(14), 6932-6937 (2019).