CHEBI:5102 - fludrocortisone acetate

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ChEBI Name fludrocortisone acetate
ChEBI ID CHEBI:5102
Definition 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C23H31FO6
Net Charge 0
Average Mass 422.48700
Monoisotopic Mass 422.21047
InChI 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
InChIKey SYWHXTATXSMDSB-GSLJADNHSA-N
SMILES CC(=O)OCC(=O)[C@@]1(O)CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@@]3(F)[C@@H](O)C[C@]12C
Roles Classification
Biological Role(s): hormone
Originally referring to an endogenous compound that is formed in specialized organ or group of cells and carried to another organ or group of cells, in the same organism, upon which it has a specific regulatory function, the term is now commonly used to include non-endogenous, semi-synthetic and fully synthetic analogues of such compounds.
(via steroid hormone )
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ChEBI Ontology
Outgoing fludrocortisone acetate (CHEBI:5102) has functional parent fludrocortisone (CHEBI:50885)
fludrocortisone acetate (CHEBI:5102) is a 11β-hydroxy steroid (CHEBI:35346)
fludrocortisone acetate (CHEBI:5102) is a 17α-hydroxy steroid (CHEBI:35342)
fludrocortisone acetate (CHEBI:5102) is a 20-oxo steroid (CHEBI:36885)
fludrocortisone acetate (CHEBI:5102) is a 3-oxo-Δ4 steroid (CHEBI:47909)
fludrocortisone acetate (CHEBI:5102) is a acetate ester (CHEBI:47622)
fludrocortisone acetate (CHEBI:5102) is a fluorinated steroid (CHEBI:50830)
fludrocortisone acetate (CHEBI:5102) is a mineralocorticoid (CHEBI:25354)
fludrocortisone acetate (CHEBI:5102) is a tertiary α-hydroxy ketone (CHEBI:139592)
IUPAC Name
9-fluoro-11β,17-dihydroxy-3,20-dioxopregn-4-en-21-yl acetate
Synonyms Sources
(11β)-9-fluoro-11,17-dihydroxy-3,20-dioxopregn-4-en-21-yl acetate IUPAC
9α-fluorohydrocortisone 21-acetate ChemIDplus
9α-fluorohydrocortisone acetate ChemIDplus
fludrocortisone 21-acetate ChemIDplus
fluohydrocortisone acetate ChemIDplus
fluorocortisone acetate ChemIDplus
U 4845 ChemIDplus
Brand Names Sources
Alflorone ChEBI
Alflorone acetate ChemIDplus
Cortef-F ChemIDplus
Cortineff ChemIDplus
F-Cortef ChEBI
F-Cortef acetate ChemIDplus
Florinef ChemIDplus
Florinef acetate KEGG DRUG
Scherofluron ChemIDplus
Manual Xrefs Databases
1191 DrugCentral
C08186 KEGG COMPOUND
D00986 KEGG DRUG
US2957013 Patent
View more database links
Registry Numbers Types Sources
3019450 Reaxys Registry Number Reaxys
514-36-3 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
13271122 PubMed citation Europe PMC
13361498 PubMed citation Europe PMC
18193551 PubMed citation Europe PMC
24316163 PubMed citation Europe PMC
3197346 PubMed citation Europe PMC
438959 PubMed citation Europe PMC
8164382 PubMed citation Europe PMC
8248344 PubMed citation Europe PMC
Last Modified
07 February 2018