Dexamethasone sodium phosphateProduct ingredient for Dexamethasone
- Name
- Dexamethasone sodium phosphate
- Drug Entry
- Dexamethasone
Dexamethasone, or MK-125, is a corticosteroid fluorinated at position 9 used to treat endocrine, rheumatic, collagen, dermatologic, allergic, ophthalmic, gastrointestinal, respiratory, hematologic, neoplastic, edematous, and other conditions.13 Developed in 1957, it is structurally similar to other corticosteroids like hydrocortisone and prednisolone.9
Dexamethasone was granted FDA approval on 30 October 1958.11 In a press release for the Randomized Evaluation of COVID-19 Therapy (RECOVERY) trial on 16 June 2020, dexamethasone was recommended for use in COVID-19 patients with severe respiratory symptoms. Dexamethasone reduced deaths by approximately one third in patients requiring ventilation and by one fifth in those requiring oxygen.22
- Accession Number
- DBSALT000843
- Structure
- Synonyms
- Dexamethasone 21-(disodium phosphate) / Dexamethasone sodium phosphate / Sodium dexamethasone phosphate
- External IDs
- AVM0703
- UNII
- AI9376Y64P
- CAS Number
- 2392-39-4
- Weight
- Average: 516.41
Monoisotopic: 516.13012158 - Chemical Formula
- C22H28FNa2O8P
- InChI Key
- PLCQGRYPOISRTQ-FCJDYXGNSA-L
- InChI
- InChI=1S/C22H30FO8P.2Na/c1-12-8-16-15-5-4-13-9-14(24)6-7-19(13,2)21(15,23)17(25)10-20(16,3)22(12,27)18(26)11-31-32(28,29)30;;/h6-7,9,12,15-17,25,27H,4-5,8,10-11H2,1-3H3,(H2,28,29,30);;/q;2*+1/p-2/t12-,15+,16+,17+,19+,20+,21+,22+;;/m1../s1
- IUPAC Name
- disodium (1R,2R,3aS,3bS,9aS,9bR,10S,11aS)-9b-fluoro-1,10-dihydroxy-2,9a,11a-trimethyl-1-[2-(phosphonatooxy)acetyl]-1H,2H,3H,3aH,3bH,4H,5H,7H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-7-one
- SMILES
- [Na+].[Na+].[H][C@@]12C[C@@H](C)[C@](O)(C(=O)COP([O-])([O-])=O)[C@@]1(C)C[C@H](O)[C@@]1(F)[C@@]2([H])CCC2=CC(=O)C=C[C@]12C
- External Links
- KEGG Drug
- D00975
- KEGG Compound
- C08175
- PubChem Compound
- 16961
- ChemSpider
- 16069
- ChEBI
- 4462
- ChEMBL
- CHEMBL2021430
- Wikipedia
- Dexamethasone
- Predicted Properties
Property Value Source logP 1.56 Chemaxon pKa (Strongest Acidic) 1.18 Chemaxon pKa (Strongest Basic) -3.4 Chemaxon Physiological Charge -2 Chemaxon Hydrogen Acceptor Count 7 Chemaxon Hydrogen Donor Count 2 Chemaxon Polar Surface Area 147.02 Å2 Chemaxon Rotatable Bond Count 4 Chemaxon Refractivity 111.12 m3·mol-1 Chemaxon Polarizability 45.02 Å3 Chemaxon Number of Rings 4 Chemaxon Bioavailability 1 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon