Fludrocortisone Acetate
[2-[(8S,9R,10S,11S,13S,14S,17R)-9-fluoro-11,17-dihydroxy-10,13-dimethyl-3-oxo-1,2,6,7,8,11,12,14,15,16-decahydrocyclopenta[a]phenanthren-17-yl]-2-oxoethyl] acetate
Molecular Identity
Fludrocortisone Acetate
[2-[(8S,9R,10S,11S,13S,14S,17R)-9-fluoro-11,17-dihydroxy-10,13-dimethyl-3-oxo-1,2,6,7,8,11,12,14,15,16-decahydrocyclopenta[a]phenanthren-17-yl]-2-oxoethyl] acetate
PubChem CID: 225609
Fludrocortisone acetate is an acetate ester resulting from the formal condensation of the primary hydroxy group of fludrocortisone with acetic acid. A synthetic corticosteroid, it has glucocorticoid actions about 10 times as potent as hydrocortisone, while its mineralocorticoid actions are over 100 times as potent. It is used in partial replacement therapy for primary and secondary adrenocortical insufficiency in Addison's disease and for the treatment of salt-losing adrenal hyperplasia. It is a tertiary alpha-hydroxy ketone, a mineralocorticoid, a 17alpha-hydroxy steroid, an 11beta-hydroxy steroid, a 20-oxo steroid, an acetate ester, a 3-oxo-Delta(4) steroid and a fluorinated steroid. It is functionally related to a fludrocortisone.
2D Structure
Properties
C23H31FO6
Molecular Formula
422.50
Molecular Weight
g/mol
422.2105
Exact Mass
Da
1.7
XLogP
Drug-like (Lipinski: < 5)
101
TPSA
Good oral absorption (< 140 A²)
2
H-Bond Donors
7
H-Bond Acceptors
838
Complexity
SMILES
Canonical SMILES
SMILES: CC(=O)OCC(=O)C1(CCC2C1(CC(C3(C2CCC4=CC(=O)CCC43C)F)O)C)OIsomeric SMILES
SMILES: CC(=O)OCC(=O)[C@]1(CC[C@@H]2[C@@]1(C[C@@H]([C@]3([C@H]2CCC4=CC(=O)CC[C@@]43C)F)O)C)OSynonyms(20)
FLUDROCORTISONE ACETATE514-36-3ScherofluronAlflorone acetateFlorinef acetateFludrocortisone 21-acetateCortef-FFluorocortisol acetateFluorocortisone acetateFluohydrocortisone acetate9alpha-Fluorohydrocortisone acetateV47IF0PVH49alpha-Fluorohydrocortisone 21-acetateU 4845NSC-15186
Data from PubChem (NCBI)
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