Canrenone

Canrenone

Clinical data
Trade names	Contaren, Luvion, Phanurane, Spiroletan
AHFS/Drugs.com	International Drug Names
ATC code	C03DA03 (WHO)
Pharmacokinetic data
Protein binding	95%
Biological half-life	10–35 hours
Identifiers
IUPAC name 10,13-Dimethylspiro[2,8,9,11,12,14,15,16-octahydro-1H-cyclopenta[a]phenanthrene-17,5'-oxolane]-2',3-dione
Synonyms	RP-11614, SC-9376
CAS Number	976-71-6 N
PubChem CID	13789
ChemSpider	13192 Y
UNII	78O20X9J0U
ChEMBL	CHEMBL1463345 N
ECHA InfoCard	100.012.322
Chemical and physical data
Formula	C22H28O3
Molar mass	340.456 g/mol
3D model (Jmol)	Interactive image
SMILES O=C5\C=C4\C=C/[C@@H]1[C@H](CC[C@]3([C@H]1CC[C@]32OC(=O)CC2)C)[C@@]4(C)CC5
InChI InChI=1S/C22H28O3/c1-20-9-5-15(23)13-14(20)3-4-16-17(20)6-10-21(2)18(16)7-11-22(21)12-8-19(24)25-22/h3-4,13,16-18H,5-12H2,1-2H3/t16-,17+,18+,20+,21+,22-/m1/s1 Y Key:UJVLDDZCTMKXJK-WNHSNXHDSA-N Y
NY (what is this?)

Canrenone (INN, USAN) (brand names Contaren, Luvion, Phanurane, Spiroletan), also known as aldadiene, is a steroidal antimineralocorticoid and weak antiandrogen and progestogen of the spirolactone group related to spironolactone which is or has been used as a diuretic in Europe, including in Italy and Belgium.

Canrenone is an active metabolite of spironolactone, canrenoic acid, and potassium canrenoate, and is believed to be partially or largely responsible for their effects (depending on the drug in question).

Canrenone is more potent as an antimineralocorticoid relative to spironolactone, but is considerably less potent and effective as an antiandrogen. Similarly to spironolactone, canrenone inhibits steroidogenic enzymes such as 11β-hydroxylase, cholesterol side-chain cleavage enzyme, 17α-hydroxylase, and 21-hydroxylase, but once again, is comparatively less potent in doing so.

Canrenone has been found to be effective in the treatment of hirsutism in women.