A glucocorticoid and mineralocorticoid receptor agonist
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Isoflupredone

Item No. 35376

Technical Information
Formal Name
9-fluoro-11β,17,21-trihydroxy-pregna-1,4-diene-3,20-dione
Synonyms
  • Δ-Fluorocortisone
  • 9α-Fluoroprednisolone
  • NSC 12174
Molecular Formula
C21H27FO5
Formula Weight
Purity
≥95%
Formulation
A solid
DMSO: SlightlyEthyl Acetate: Slightly
λmax
239 nm
SMILES
F[C@]12[C@@]([C@@](CC[C@]3(O)C(CO)=O)([H])[C@]3(C)C[C@@H]2O)([H])CCC4=CC(C=C[C@@]41C)=O
InChi Code
InChI=1S/C21H27FO5/c1-18-7-5-13(24)9-12(18)3-4-15-14-6-8-20(27,17(26)11-23)19(14,2)10-16(25)21(15,18)22/h5,7,9,14-16,23,25,27H,3-4,6,8,10-11H2,1-2H3/t14-,15-,16-,18-,19-,20-,21-/m0/s1
InChi Key
WAIJIHDWAKJCBX-BULBTXNYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Certificates of Analysis & Batch Specific Data

Provide batch numbers separated by commas to download or request available product inserts, QC sheets, certificates of analysis, data packs, and GC-MS data.

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    Product Description

    Isoflupredone is an agonist of glucocorticoid and mineralocorticoid receptors (EC50s = 0.877 and 0.007 nM, respectively, in transactivation assays).1 It inhibits LPS-induced nitric oxide (NO) production in RAW 264.7 macrophages (IC50 = 25.5 nM).2 Topical application of a solution containing isoflupredone inhibits croton oil-induced ear edema in rats (ED50 = 51.9 nM). Isoflupredone (0.6 mg/day) increases mean arterial pressure (MAP) and decreases the levels of potassium and sodium in the plasma and urine, respectively, in sheep.3 It reduces tumor levels of uridine incorporation into 18S and 28S rRNA in a P1798 murine lymphoma model when administered at a dose of 25 mg/kg.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 alTransactivation 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. Park, K.-K., Ko, D.-H., You, Z., et alSynthesis and pharmacological evaluations of new steroidal anti-inflammatory antedrugs: 9α-Fluoro-11β,17α,21-trihydroxy-3,20-dioxo-pregna-1,4-diene-16α-carboxylate (FP16CM) and its derivatives. Steroids 71(1), 83-89 (2006).

    3. Coghlan, J.P., Denton, D.A., Mills, E.H., et alSteroid antagonism of the “hypertensinogenic” activity of 9α-fluoroprednisolone. Life Sci. 35(26), 2609-2612 (1984).

    4. Stevens, J., Mashburn, L.T., and Hollander, V.P. Effect of 9α-fluoroprednisolone and ʟ-asparaginase on uridine incorporation into ribosomal RNA of P1798 lymphosarcoma. Biochim. Biophys. Acta 186(2), 332-339 (1969).