16α-Methyl-11-oxoprednisolone

16α-Methyl-11-oxoprednisolone
Clinical data
Other namesDexamethasone impurity J; 17α,21-Dihydroxy-16α-methylpregna-1,4-diene-3,11,20-trione
Drug classCorticosteroid; Glucocorticoid
Identifiers
IUPAC name
  • (8S,9S,10R,13S,14S,16R,17R)-17-Hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-6,7,8,9,12,14,15,16-octahydrocyclopenta[a]phenanthrene-3,11-dione
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC22H28O5
Molar mass372.461 g·mol−1
3D model (JSmol)
SMILES
  • C[C@@H]1C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@@]4([C@H]3C(=O)C[C@@]2([C@]1(C(=O)CO)O)C)C
InChI
  • InChI=1S/C22H28O5/c1-12-8-16-15-5-4-13-9-14(24)6-7-20(13,2)19(15)17(25)10-21(16,3)22(12,27)18(26)11-23/h6-7,9,12,15-16,19,23,27H,4-5,8,10-11H2,1-3H3/t12-,15+,16+,19-,20+,21+,22+/m1/s1
  • Key:PIDANAQULIKBQS-VUOZLLHNSA-N

16α-Methyl-11-oxoprednisolone, also known as dexamethasone impurity J, is a synthetic glucocorticoid corticosteroid which was reported in 1979 and was never marketed.[1][2]

References

  1. Lutsky BN, Berkenkopf J, Fernandez X, Monahan M, Shue HJ, Tiberi RL, Green MJ (1979). "A novel class of potent topical antiinflammatory agents: 17-benzoylated, 7 alpha-halogeno substituted corticosteroids". Arzneimittelforschung. 29 (11): 1662–7. PMID 543873.
  2. "Custom Chemical Quote - Toronto Research Chemicals | Products for innovative research".



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