fludrocortisone   Click here for help

GtoPdb Ligand ID: 2873

Synonyms: 9α-Flourocortisol | Florinef®
Approved drug PDB Ligand
fludrocortisone is an approved drug (FDA (1955), UK (2015))
Compound class: Synthetic organic
Comment: Fludrocortisone is a synthetic mineralocorticoid drug. Although fludrocortisone has some glucocorticoid receptor (GR) agonist activity, it is considered as MR 'selective' in its extensive clinical use for mineralocorticoid replacement.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 3
Rotatable bonds 2
Topological polar surface area 94.83
Molecular weight 380.2
XLogP 0.37
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES OCC(=O)C1(O)CCC2C1(C)CC(O)C1(C2CCC2=CC(=O)CCC12C)F
Isomeric SMILES OCC(=O)[C@@]1(O)CC[C@@H]2[C@]1(C)C[C@H](O)[C@]1([C@H]2CCC2=CC(=O)CC[C@]12C)F
InChI InChI=1S/C21H29FO5/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/h9,14-16,23,25,27H,3-8,10-11H2,1-2H3/t14-,15-,16-,18-,19-,20-,21-/m0/s1
InChI Key AAXVEMMRQDVLJB-BULBTXNYSA-N
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Summary of Clinical Use Click here for help
Fludrocortisone is used to correct adrenocortical insufficiency in Addison's disease patients. The active ingredient delivered to patients is fludrocortisone acetate. It does not have EMA marketing authorisation but is approved in individual European countries by national agencies.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
Fludrocortisone is a mineralocorticoid receptor agonist.