Dexamethasone sodium phosphate, glucocorticoid receptor agonist

Key facts

CAS number

2392-39-4

Purity

>98%

Form

Solid

form

Molecular weight

516.4 Da

Molecular formula

C₂₂H₂₈FNa₂O₈P

PubChem

16961

Nature

Synthetic

Solubility

Soluble in water to 100 mM

Biochemical name

Dexamethasone sodium phosphate

Biological description

Potent glucocorticoid receptor agonist and dexamethasone prodrug (ab120743). Multiple effects on cell survival, cell signaling and gene expression. Anti-inflammatory and immunosupressant. Active in vivo.

Canonical smiles

CC1CC2C3CCC4=CC(=O)C=CC4(C3(C(CC2(C1(C(=O)COP(=O)([O-])[O-])O)C)O)F)C.[Na+].[Na+]

Isomeric smiles

C[C@@H]1C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@@]4([C@]3([C@H](C[C@@]2([C@]1(C(=O)COP(=O)([O-])[O-])O)C)O)F)C.[Na+].[Na+]

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

InChiKey

PLCQGRYPOISRTQ-FCJDYXGNSA-L

IUPAC Name

disodium;[2-[(8S,9R,10S,11S,13S,14S,16R,17R)-9-fluoro-11,17-dihydroxy-10,13,16-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl]-2-oxoethyl] phosphate