Fludrocortisone acetateProduct ingredient for Fludrocortisone
- Name
- Fludrocortisone acetate
- Drug Entry
- Fludrocortisone
Fludrocortisone is a synthetic mineralocorticoid used in conjunction with hydrocortisone to replace missing endogenous corticosteroids in patients with adrenal insufficiency.9,11 It is functionally similar to aldosterone, the body's primary endogenous mineralocorticoid, and is structurally analogous to cortisol, differing only by a fluorine atom at the 9-position of the steroid structure - this fluorination is thought to be crucial to fludrocortisone's significant mineralocorticoid potency.7
- Accession Number
- DBSALT000659
- Structure
- Synonyms
- fludrocortisone 21-acetate
- UNII
- V47IF0PVH4
- CAS Number
- 514-36-3
- Weight
- Average: 422.487
Monoisotopic: 422.210466929 - Chemical Formula
- C23H31FO6
- InChI Key
- SYWHXTATXSMDSB-GSLJADNHSA-N
- 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
- IUPAC Name
- 2-[(1R,3aS,3bS,9aS,9bR,10S,11aS)-9b-fluoro-1,10-dihydroxy-9a,11a-dimethyl-7-oxo-1H,2H,3H,3aH,3bH,4H,5H,7H,8H,9H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-1-yl]-2-oxoethyl acetate
- 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@]12C
- External Links
- KEGG Compound
- C08186
- PubChem Compound
- 225609
- ChemSpider
- 196144
- ChEBI
- 5102
- ChEMBL
- CHEMBL1201010
- ZINC
- ZINC000003977990
- Wikipedia
- Fludrocortisone
- Predicted Properties
Property Value Source Water Solubility 0.0483 mg/mL ALOGPS logP 2.16 ALOGPS logP 1.76 Chemaxon logS -3.9 ALOGPS pKa (Strongest Acidic) 12.58 Chemaxon pKa (Strongest Basic) -3.4 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 5 Chemaxon Hydrogen Donor Count 2 Chemaxon Polar Surface Area 100.9 Å2 Chemaxon Rotatable Bond Count 4 Chemaxon Refractivity 106.08 m3·mol-1 Chemaxon Polarizability 44.42 Å3 Chemaxon Number of Rings 4 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon