Prorenone

Prorenone
Clinical data
Other names	SC-23133; 3-(17β-Hydroxy-6β,7β-methylene-3-oxo-4-androsten-17α-yl)propionic acid γ-lactone
ATC code	None;
Identifiers
	IUPAC name (1aS,5aR,5bS,7aS,8R,10aS,10bR,10cS)-5a,7a-Dimethyl-1,1a,3',4,4',5,5a,5b,6,7,7a,9,10,10a,10b,10c-hexadecahydro-3H,5'H-spiro[cyclopenta[a]cyclopropa[l]phenanthrene-8,2'-furan]-3,5'-dione;
CAS Number	49848-04-6;
PubChem CID	170819;
IUPHAR/BPS	2876;
ChemSpider	149344;
UNII	Y7BZ8ZY6TJ;
CompTox Dashboard (EPA)	DTXSID50964446 ;
Chemical and physical data
Formula	C23H30O3
Molar mass	354.490 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES O=C6O[C@@]5([C@@]3([C@H]([C@@H]2[C@H]4[C@@H](/C1=C/C(=O)CC[C@]1(C)[C@H]2CC3)C4)CC5)C)CC6;
	InChI InChI=1S/C23H30O3/c1-21-7-3-13(24)11-18(21)14-12-15(14)20-16(21)4-8-22(2)17(20)5-9-23(22)10-6-19(25)26-23/h11,14-17,20H,3-10,12H2,1-2H3/t14-,15+,16-,17-,20+,21+,22-,23+/m0/s1; Key:RRHHMFQGHCFGMH-LAPLKBAYSA-N;

Prorenone (developmental code name SC-23133) is a steroidal antimineralocorticoid of the spirolactone group related to spironolactone that was never marketed.^[1] It is the lactonic form of prorenoic acid (prorenoate), and prorenoate potassium (SC-23992), the potassium salt of prorenoic acid, also exists.^[1] Prorenoate potassium is about 8 times more potent than spironolactone as an antimineralocorticoid in animals, and it may act as a prodrug to prorenone.^[1] In addition to the mineralocorticoid receptor, prorenone also binds to the glucocorticoid, androgen, and progesterone receptors.^[2]^[3] The antiandrogenic potency of prorenone in vivo in animals is close to that of spironolactone.^[3] Similarly to spironolactone, prorenone is also a potent inhibitor of aldosterone biosynthesis.^[4]