EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:5102 - fludrocortisone acetate

ChEBI IDCHEBI:5102
ChEBI Namefludrocortisone acetate
Stars
DefinitionAn 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.
Last Modified7 February 2018
DownloadsMolfile
FormulaC23H31FO6
Net Charge0
Average Mass422.493
Monoisotopic Mass422.21047
SMILES[H][C@@]12CC[C@](O)(C(=O)COC(C)=O)[C@@]1(C)C[C@H](O)[C@@]1(F)[C@@]2([H])CCC2=CC(=O)CC[C@@]21C
InChIInChI=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
InChIKeySYWHXTATXSMDSB-GSLJADNHSA-N
Roles Classification
Biological Role:
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.
ChEBI Ontology
Outgoing Relation(s)
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  Source
9α-fluorohydrocortisone acetateChemIDplus
(11β)-9-fluoro-11,17-dihydroxy-3,20-dioxopregn-4-en-21-yl acetateIUPAC
U 4845ChemIDplus
9α-fluorohydrocortisone 21-acetateChemIDplus
fluohydrocortisone acetateChemIDplus
fluorocortisone acetateChemIDplus
Brand Names  Source
AlfloroneChEBI
Alflorone acetateChemIDplus
ScherofluronChemIDplus
F-Cortef acetateChemIDplus
Cortef-FChemIDplus
CortineffChemIDplus
Manual XrefsDatabases
C08186KEGG COMPOUND
US2957013Patent
D00986KEGG DRUG
1191DrugCentral
Registry NumbersSources
Reaxys:3019450Reaxys
CAS:514-36-3KEGG COMPOUND
CAS:514-36-3ChemIDplus
Citations