Prednylidene

Prednylidene
Clinical data
Other names	(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	H02AB11 (WHO) ;
Identifiers
	IUPAC name (11β)-11,17,21-trihydroxy-16-methylenepregna-1,4-diene-3,20-dione;
CAS Number	599-33-7 ;
PubChem CID	20055008;
ChemSpider	16735979 ;
UNII	IF8PQP966U;
CompTox Dashboard (EPA)	DTXSID50208610 ;
ECHA InfoCard	100.009.060
Chemical and physical data
Formula	C22H28O5
Molar mass	372.461 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES OCC(=O)[C@@]2(O)C(=C)C[C@H]3[C@@H]4CC\C1=C\C(=O)\C=C/[C@]1(C)[C@H]4[C@@H](O)C[C@]23C;
	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/h6-7,9,15-17,19,23,25,27H,1,4-5,8,10-11H2,2-3H3/t15-,16-,17-,19+,20-,21-,22-/m0/s1 ; Key:WSVOMANDJDYYEY-CWNVBEKCSA-N ;
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Prednylidene is a glucocorticoid^[1] for systemic use.

Other names(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

H02AB11 (WHO)

CAS Number

599-33-7^N

PubChem CID

20055008

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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.

[1]

Prednylidene

References

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