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Dicirenone

From Wikipedia, the free encyclopedia
Chemical compound
Pharmaceutical compound
Dicirenone
Clinical data
Other namesSC-26304; 7α-Carboxyisopropylspirolactone;17α-Hydroxy-3-oxopregn-4-ene-7α,21-dicarboxylic acid γ-lactone 1-isopropyl ester
Routes of
administration		Oral
Identifiers
  • Propan-2-yl (7R,8R,9S,10R,13S,14S,17R)-10,13-Dimethyl-3,5'-dioxospiro[2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthrene-17,2'-oxolane]-7-carboxylate
CAS Number
PubChemCID
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard(EPA)
Chemical and physical data
FormulaC26H36O5
Molar mass428.569 g·mol−1
3D model (JSmol)
  • CC(C)OC(=O)[C@@H]1CC2=CC(=O)CC[C@@]2([C@@H]3[C@@H]1[C@@H]4CC[C@]5([C@]4(CC3)C)CCC(=O)O5)C
  • InChI=1S/C26H36O5/c1-15(2)30-23(29)18-14-16-13-17(27)5-9-24(16,3)19-6-10-25(4)20(22(18)19)7-11-26(25)12-8-21(28)31-26/h13,15,18-20,22H,5-12,14H2,1-4H3/t18-,19+,20+,22-,24+,25+,26-/m1/s1
  • Key:WUVPAYPBMZMHJO-IMNLCBETSA-N

Dicirenone (INN,USAN; developmental code nameSC-26304; also known as7α-carboxyisopropylspirolactone) is asynthetic,steroidalantimineralocorticoid of thespirolactone group which was developed as adiuretic andantihypertensive agent but was never marketed.[1][2] It wassynthesized andassayed in 1974.[1] Similarly to other spirolactones likespironolactone, dicirenone also possessesantiandrogen activity, albeit with relatively reducedaffinity.[3]

References

[edit]
  1. ^abElks J (14 November 2014).The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 387–.ISBN 978-1-4757-2085-3.
  2. ^Morton IK, Hall JM (6 December 2012).Concise Dictionary of Pharmacological Agents: Properties and Synonyms. Springer Science & Business Media. pp. 97–.ISBN 978-94-011-4439-1.
  3. ^Netchitailo P, Delarue C, Perroteau I, Leboulenger F, Capron MH, Vaudry H (January 1985). "Relative inhibitory potency of five mineralocorticoid antagonists on aldosterone biosynthesis in vitro".Biochemical Pharmacology.34 (2):189–194.doi:10.1016/0006-2952(85)90123-6.PMID 2981534.
ARTooltip Androgen receptor
Agonists
SARMsTooltip Selective androgen receptor modulator
Antagonists
GPRC6A
Agonists
MRTooltip Mineralocorticoid receptor
Agonists
Antagonists

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