Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C23H31FO6 |
| Molecular Weight | 422.487 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 7 / 7 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
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
InChI
InChIKey=SYWHXTATXSMDSB-GSLJADNHSA-N
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
| Molecular Formula | C23H31FO6 |
| Molecular Weight | 422.487 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 7 / 7 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
DescriptionCurator's Comment: description was created based on several sources, including
http://www.2ndchance.info/addison's-florinef.pdf
Curator's Comment: description was created based on several sources, including
http://www.2ndchance.info/addison's-florinef.pdf
Fludrocortisone acetate (approved as Florinef) is a synthetic adrenocortical steroid possessing very potent mineralcorticoid properties and high glucocorticoid activity. Main indications are Partial replacement therapy for primary and secondary adrenocortical insufficiency in Addison's disease and for the treatment of salt losing adrenogenital syndrome.
Originator
Sources: http://pubs.acs.org/doi/abs/10.1021/ja01634a101
Curator's Comment: refernce was retrived from https://www.researchgate.net/publication/284208027_Fludrocortisone_Acetate
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: P22199 Gene ID: 25672.0 Gene Symbol: Nr3c2 Target Organism: Rattus norvegicus (Rat) Sources: https://www.ncbi.nlm.nih.gov/pubmed/611629 |
1.07 nM [Kd] | ||
Target ID: P08235 Gene ID: 4306.0 Gene Symbol: NR3C2 Target Organism: Homo sapiens (Human) |
|||
Target ID: P06536 Gene ID: 24413.0 Gene Symbol: Nr3c1 Target Organism: Rattus norvegicus (Rat) Sources: https://www.ncbi.nlm.nih.gov/pubmed/611629 |
|||
Target ID: P04150 Gene ID: 2908.0 Gene Symbol: NR3C1 Target Organism: Homo sapiens (Human) |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
| Primary | FLORINEF Approved UseFludrocortisone acetate tablets USP, 0.1 mg are indicated as partial replacement therapy for primary and secondary adrenocortical insufficiency in Addison's disease and for the treatment of salt-losing adrenogenital syndrome. Launch Date1955 |
|||
| Primary | FLORINEF Approved UseFludrocortisone acetate tablets USP, 0.1 mg are indicated as partial replacement therapy for primary and secondary adrenocortical insufficiency in Addison's disease and for the treatment of salt-losing adrenogenital syndrome. Launch Date1955 |
Cmax
| Value | Dose | Co-administered | Analyte | Population |
|---|---|---|---|---|
1241.1 pg/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/25611194 |
0.1 mg single, oral dose: 0.1 mg route of administration: Oral experiment type: SINGLE co-administered: |
FLUDROCORTISONE plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED |
|
0.19 μg/L EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/27416887 |
50 μg single, oral dose: 50 μg route of administration: Oral experiment type: SINGLE co-administered: |
FLUDROCORTISONE plasma | Homo sapiens population: UNHEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN |
AUC
| Value | Dose | Co-administered | Analyte | Population |
|---|---|---|---|---|
3275.8 pg × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/25611194 |
0.1 mg single, oral dose: 0.1 mg route of administration: Oral experiment type: SINGLE co-administered: |
FLUDROCORTISONE plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED |
|
1.25 μg × h/L EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/27416887 |
50 μg single, oral dose: 50 μg route of administration: Oral experiment type: SINGLE co-administered: |
FLUDROCORTISONE plasma | Homo sapiens population: UNHEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN |
T1/2
| Value | Dose | Co-administered | Analyte | Population |
|---|---|---|---|---|
2.57 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/25611194 |
0.1 mg single, oral dose: 0.1 mg route of administration: Oral experiment type: SINGLE co-administered: |
FLUDROCORTISONE plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED |
|
1.35 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/27416887 |
50 μg single, oral dose: 50 μg route of administration: Oral experiment type: SINGLE co-administered: |
FLUDROCORTISONE plasma | Homo sapiens population: UNHEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN |
Funbound
| Value | Dose | Co-administered | Analyte | Population |
|---|---|---|---|---|
30% EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/25611194 |
0.1 mg single, oral dose: 0.1 mg route of administration: Oral experiment type: SINGLE co-administered: |
FLUDROCORTISONE plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED |
Doses
| Dose | Population | Adverse events |
|---|---|---|
0.3 mg 1 times / day multiple, oral Highest studied dose Dose: 0.3 mg, 1 times / day Route: oral Route: multiple Dose: 0.3 mg, 1 times / day Sources: |
unhealthy |
Other AEs: Serum potassium decreased, Rise in blood pressure... Other AEs: Serum potassium decreased (5 patients) Sources: Rise in blood pressure (5 patients) |
AEs
| AE | Significance | Dose | Population |
|---|---|---|---|
| Rise in blood pressure | 5 patients | 0.3 mg 1 times / day multiple, oral Highest studied dose Dose: 0.3 mg, 1 times / day Route: oral Route: multiple Dose: 0.3 mg, 1 times / day Sources: |
unhealthy |
| Serum potassium decreased | 5 patients | 0.3 mg 1 times / day multiple, oral Highest studied dose Dose: 0.3 mg, 1 times / day Route: oral Route: multiple Dose: 0.3 mg, 1 times / day Sources: |
unhealthy |
PubMed
| Title | Date | PubMed |
|---|---|---|
| Association between supine hypertension and orthostatic hypotension in autonomic failure. | 2003-08 |
|
| Primary aldosteronism and hypertensive disease. | 2003-08 |
|
| Automated coupling of capillary-HPLC to matrix-assisted laser desorption/ionization mass spectrometry for the analysis of small molecules utilizing a reactive matrix. | 2003-07 |
|
| Combination therapy with hydrocortisone and fludrocortisone does not improve symptoms in chronic fatigue syndrome: a randomized, placebo-controlled, double-blind, crossover study. | 2003-06-15 |
|
| [A 47-year-old man with "pure autonomic failure" and pernicious anemia]. | 2003-06-13 |
|
| Monozygotic twins with congenital adrenal hyperplasia: long-term endocrine evaluation and gene analysis. | 2003-06-10 |
|
| Neurologic complications following treatment of canine hypoadrenocorticism. | 2003-06 |
|
| Impact of smoking on the response to treatment of thyroid associated ophthalmopathy. | 2003-06 |
|
| Corticosteroid insufficiency in acutely ill patients. | 2003-05-22 |
|
| Hyperpigmentation mimicking Laugier syndrome, levodopa therapy and Addison's disease. | 2003-05 |
|
| Blood pressure in children and adolescents with congenital adrenal hyperplasia (21-hydroxylase deficiency): a preliminary report. | 2003-05 |
|
| Serum leptin levels in patients with 21-hydroxylase deficiency before and after treatment. | 2003-04-30 |
|
| Simultaneous quantification of budesonide and its two metabolites, 6beta-hydroxybudesonide and 16alpha-hydroxyprednisolone, in human plasma by liquid chromatography negative electrospray ionization tandem mass spectrometry. | 2003-04-30 |
|
| Sepsis clinical knowledge: a role of steroid treatment. | 2003-04 |
|
| Bench-to-bedside review: endothelial cell dysfunction in severe sepsis: a role in organ dysfunction? | 2003-04 |
|
| Diminished renal kallikrein responses to mineralocorticoid stimulation in African Americans: determinants of an intermediate phenotype for hypertension. | 2003-04 |
|
| Hydrocortisone and fludrocortisone improved 28-day survival in septic shock and adrenal insufficiency. | 2003-03-05 |
|
| Stability of fludrocortisone acetate solutions prepared from tablets and powder. | 2003-03 |
|
| Parkinsonism associated with Addison's disease. | 2003-03 |
|
| Granulomatous interstitial nephritis. | 2003-03 |
|
| Congenital adrenal hypoplasia presenting as a chronic respiratory condition. | 2003-03 |
|
| Recently published papers: a number of treatment controversies. | 2003-02 |
|
| Chronic fatigue syndrome and Addison's disease. | 2003-02 |
|
| Drug treatment of orthostatic hypotension and vasovagal syncope. | 2003-01-29 |
|
| Treating interdialytic hyperkalemia with fludrocortisone. | 2003-01-22 |
|
| Successful treatment of severe orthostatic hypotension with erythropoietin. | 2003-01 |
|
| [Investigation of hyperaldosteronism in the hypertensive patient. Why? When? How?]. | 2003-01 |
|
| A pilot randomized trial of induced blood pressure elevation: effects on function and focal perfusion in acute and subacute stroke. | 2003 |
|
| Neurocardiogenic syncope in children : current concepts in diagnosis and management. | 2003 |
|
| Reducing mortality in sepsis: new directions. | 2002-12 |
|
| Chronic unexplained fatigue. | 2002-12 |
|
| Treatment of orthostatic hypotension. | 2002-12 |
|
| Dysautonomias: clinical disorders of the autonomic nervous system. | 2002-11-05 |
|
| [Generic carbamazepine-induced subacute adrenal insufficiency?]. | 2002-11 |
|
| Screening and diagnosis of primary aldosteronism. | 2002-10-22 |
|
| [Diabetic neuropathy--concept, staging, diagnosis, treatment]. | 2002-10 |
|
| Recently published papers: new evidence for old debates, new drugs and some timely reminders. | 2002-10 |
|
| Autonomic failure mimicing dopamine agonist induced vertigo in a patient with macroprolactinoma. | 2002-10 |
|
| Hyperaldosteronism: the internist's hypertensive disease. | 2002-10 |
|
| The mineralocorticoid receptor may compensate for the loss of the glucocorticoid receptor at specific stages of mammary gland development. | 2002-09 |
|
| Effect of treatment with low doses of hydrocortisone and fludrocortisone on mortality in patients with septic shock. | 2002-08-21 |
|
| [Primary adrenal insufficiency due to autoimmune adrenalitis]. | 2002-08 |
|
| Outcomes for laparoscopic bilateral adrenalectomy. | 2002-08 |
|
| Longitudinal analysis of growth and puberty in 21-hydroxylase deficiency patients. | 2002-08 |
|
| Salt losing nephropathy simulating congenital adrenal hyperplasia in an infant. | 2002-07 |
|
| A footnote on the origin of fluorosteroids. | 2002-07 |
|
| Yoghurt biotherapy: contraindicated in immunosuppressed patients? | 2002-06 |
|
| Cortisol replacement for severe sepsis and septic shock: what should I do? | 2002-06 |
|
| Orthostatic hypotension. | 2002-05 |
|
| Potassium-lowering effect of mineralocorticoid therapy in patients undergoing hemodialysis. | 2002 |
Patents
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 17:53:17 GMT 2025
by
admin
on
Mon Mar 31 17:53:17 GMT 2025
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| Record UNII |
V47IF0PVH4
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| Record Status |
Validated (UNII)
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| Record Version |
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NCI_THESAURUS |
C521
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C1103
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V47IF0PVH4
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FLUDROCORTISONE ACETATE
Created by
admin on Mon Mar 31 17:53:17 GMT 2025 , Edited by admin on Mon Mar 31 17:53:17 GMT 2025
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PRIMARY | Description: A white or almost white, crystalline powder; odourless or almost odourless. Solubility: Practically insoluble in water; sparingly soluble in ethanol (~750 g/l) TS; slightly soluble in ether R. Category: Adrenal hormone. Storage: Fludrocortisone acetate should be kept in a well-closed container, protected from light. Additional information: Fludrocortisone acetate is hygroscopic. Definition: Fludrocortisone acetate contains not less than 96.0% and not more than 104.0% of C23H31FO6, calculated with reference to the dried substance. | ||
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m5431
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| Related Record | Type | Details | ||
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METABOLITE ACTIVE -> PRODRUG |
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ACTIVE MOIETY |
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