A glucocorticoid and mineralocorticoid receptor agonist
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Flumethasone

Item No. 24184

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
6α,9-difluoro-11β,17,21-trihydroxy-16α-methyl-pregna-1,4-diene-3,20-dione
CAS Number
2135-17-3
Synonyms
  • NSC 5402
  • NSC 54702
  • U-10974
Molecular Formula
C22H28F2O5
Formula Weight
410.5
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 25 mg/mlDMSO: 30 mg/mlDMSO:PBS (pH 7.2) (1:10): 0.1 mg/mlEthanol: 3 mg/ml
λmax
239 nm
SMILES
O=C1C=C[C@@]2(C)C([C@@H](F)C[C@]3([H])[C@]2(F)[C@@H](O)C[C@@]4(C)[C@@]3([H])C[C@@H](C)[C@]4(O)C(CO)=O)=C1
InChi Code
InChI=1S/C22H28F2O5/c1-11-6-13-14-8-16(23)15-7-12(26)4-5-19(15,2)21(14,24)17(27)9-20(13,3)22(11,29)18(28)10-25/h4-5,7,11,13-14,16-17,25,27,29H,6,8-10H2,1-3H3/t11-,13+,14+,16+,17+,19+,20+,21+,22+/m1/s1
InChi Key
WXURHACBFYSXBI-GQKYHHCASA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Cayman Chemical
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    Product Description

    Flumethasone is an agonist of glucocorticoid and mineralocorticoid receptors with EC50 values of 0.26 and 0.494 nM, respectively, in CV-1 cells expressing human receptors.1 In vitro, it inhibits the growth of UM-UC-3, TCC-SUP, and 5637 urothelial carcinoma cell lines at a concentration of 100 nM.2 Flumethasone (5 mg per animal) decreases tumor necrosis factor (TNF) production ex vivo in blood cells collected by bronchoalveolar lavage (BAL) from calves with experimentally-induced local lung inflammation.3 It also inhibits phytohemagglutinin-induced delayed hypersensitivity in calf skin. In vivo, flumethasone (5 μM) impairs cell cycle re-entry of cardiac cells seven days post cryo-injury to the heart and impairs cardiac regeneration in zebrafish.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Grossmann, C., Scholz, T., Rochel, M., et al. Transactivation via the human glucocorticoid and mineralocorticoid receptor by therapeutically used steroids in CV-1 cells: A comparison of their glucocorticoid and mineralocorticoid properties. Eur. J. Endocrinol. 151(3), 397-406 (2004).

    2. Ishiguro, H., Kawahara, T., Zheng, Y., et al. Differential regulation of bladder cancer growth by various glucocorticoids: Corticosterone and prednisone inhibit cell invasion without promoting cell proliferation or reducing cisplatin cytotoxicity. Cancer Chemother. Pharmacol. 74(2), 249-255 (2014).

    3. Bednarek, D., Szuster-Ciesielska, A., Zdzisiñska, B., et al. The effect of steroidal and non-steroidal anti-inflammatory drugs on the cellular immunity of calves with experimentally-induced local lung inflammation. Vet. Immunol. Immunopathol. 71(1), 1-15 (1999).

    4. de Preux Charles, A.-S., Bise, T., Baier, F., et al. Distinct effects of inflammation on preconditioning and regeneration of the adult zebrafish heart. Open Biol. 6(7), (2016).