Prednylidene

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Prednylidene
Prednylidene.png
Clinical data
Synonyms(8S,9S,10R,11S,13S,14S,17R)-11,17-dihydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-16-methylidene-6,7,8,9,11,12,14,15-octahydrocyclopenta[a]phenanthren-3-one
ATC code
Identifiers
CAS Number
PubChem CID
ChemSpider
UNII
E number{{#property:P628}}
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Chemical and physical data
FormulaC22H28O5
Molar mass372.455
3D model (JSmol)
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Editor-In-Chief: C. Michael Gibson, M.S., M.D. [1]

Overview

Prednylidene is a glucocorticoid[1] for systemic use.

Substitution at position 16 also leads to more potent corticosteroids. The additional steric bulk introduced by such substituents adjacent to the dihydroxyacetone side chain also protects that moiety against metabolic degradation.

Synthesis

Curvularia

Prednylidene synthesis:[2]

References

  1. Buttgereit F, Brand MD, Burmester GR (July 1999). "Equivalent doses and relative drug potencies for non-genomic glucocorticoid effects: a novel glucocorticoid hierarchy". Biochem. Pharmacol. 58 (2): 363–8. doi:10.1016/S0006-2952(99)00090-8. PMID 10423179.
  2. Template:Cite doi

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