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Structure Database (LMSD)

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Common Name

Fludrocortisone acetate

Systematic Name

9α-fluoro-11β,17α,21-trihydroxy-pregn-4-en-3,20-dione 21-acetate

Synonyms

9alpha-fluoro Hydrocortisone Acetate

LM ID

LMST02030122

Formula

C₂₃H₃₁O₆F

Exact Mass

Calculate m/z

422.210468

Status

Curated

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Classification

Biological Context

Fludrocortisone acetate is the acetate form of the synthetic corticosteroid fludrocortisone, which is a mineralocorticoid receptor agonist.¹ Fludrocortisone acetate (0.1-5 µg/animal) promotes sodium retention in rats in a dose-dependent manner with 37% of sodium excreted compared with control when used at a dose of 5 µg/animal.² Formulations containing fludrocortisone acetate have been used in the treatment of Addison’s disease.

This information has been provided by Cayman Chemical

References

1. Stafford, R.O., Barnes, L.E., Bowman, B.J., et al. Glucocorticoid and mineralocorticoids activities of Delta1-fluorohydrocortisone. Proc. Soc. Exp. Biol. Med. 89(3), 371-374 (1955).

2. Agarwal, M.K., Coupry, F., and Philippe, M. Physiological activity and receptor binding of 9α fluorohydrocortisone. Biochem. Biophys. Res. Commun. 78(2), 747-753 (1977).

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

synthetic construct (#32630)

Physiological activity and receptor binding of 9 alpha fluorohydrocortisone.,
Biochem Biophys Res Commun, 1977

Pubmed ID: 907708

String Representations

InChiKey (Click to copy)

SYWHXTATXSMDSB-GSLJADNHSA-N

InChi (Click to copy)

InChI=1S/C23H31FO6/c1-13(25)30-12-19(28)22(29)9-7-16-17-5-4-14-10-15(26)6-8-20(14,2)23(17,24)18(27)11-21(16,22)3/h10,16-18,27,29H,4-9,11-12H2,1-3H3/t16-,17-,18-,20-,21-,22-,23-/m0/s1

SMILES (Click to copy)

[C@@]12([H])CCC3=CC(=O)CC[C@]3(C)[C@@]1(F)[C@@H](O)C[C@]1(C)[C@](O)(CC[C@@]21[H])C(=O)COC(=O)C