7α-thiospironolactone 7α-thiospironolactone 7α-thiospironolactone (7α-ts; developmental code name sc-24813; also known as deacetylspironolactone) is a steroidal antimineralocorticoid and antiandrogen of the spirolactone group and a minor active metabolite of spironolactone. other important metabolites of spironolactone include 7α-thiomethylspironolactone (7α-tms; sc-26519), 6β-hydroxy-7α-thiomethylspironolactone (6β-oh-7α-tms), and canrenone (sc-9376). 7α-thiospironolactoneclinical dataother names7α-ts; sc-24813; deacetylspironolactone; mercaptospironolactone; 17α-hydroxy-7α-mercapto-3-oxopregn-4-ene-21-carboxylic acid γ-lactonedrug classantimineralocorticoid; antiandrogenidentifiers iupac name (7r,8r,9s,10r,13s,14s,17r)-10,13-dimethyl-7-sulfanylspirophenanthrene-17,5'-oxolane]-2',3-dione cas number38753-76-3pubchem cid119472chemspider58817151unii4lh70u7h4zchemblchembl3544689comptox dashboard (epa)dtxsid20959566 chemical and physical dataformulac22h30o3smolar mass374.54 g·mol−13d model (jsmol)interactive image smiles c12ccc(=o)c=c1c(32cc4(3cc45ccc(=o)o5)c)s inchi inchi=1s/c22h30o3s/c1-20-7-3-14(23)11-13(20)12-17(26)19-15(20)4-8-21(2)16(19)5-9-22(21)10-6-18(24)25-22/h11,15-17,19,26h,3-10,12h2,1-2h3/t15-,16-,17+,19+,20-,21-,22+/m0/s1key:nzcdwyjroupypt-nytlbargsa-n spironolactone is a prodrug with a short terminal half-life of 1.4 hours. the active metabolites of spironolactone have extended terminal half-lives of 13.8 hours for 7α-tms, 15.0 hours for 6β-oh-7α-tms, and 16.5 hours for canrenone, and accordingly, these metabolites are responsible for the therapeutic effects of the drug. 7α-ts and 7α-tms have been found to possess approximately equivalent affinity for the rat ventral prostate androgen receptor (ar) relative to that of spironolactone. the affinity of 7α-ts, 7α-tms, and spironolactone for the rat prostate ar is about 3.0 to 8.5% of that of dihydrotestosterone (dht). 7α-ts, via a reactive metabolite formed by 17α-hydroxylase, is a suicide inhibitor of 17α-hydroxylase, and is thought to be involved in the inhibition of 17α-hydroxylase by spironolactone. pharmacokinetics of spironolactone and metabolites compoundcmax (ng/ml)(day 1)cmax (ng/ml)(day 15)auc (ng•hr/ml)(day 15)t1/2 (hr) spironolactone72802311.4 canrenone155181217316.5 7α-tms359391280413.8 6β-oh-7α-tms101125172715.0 a study assessed the interaction of spironolactone and 7α-ts with sex hormone-binding globulin and found that they had very low affinity for this carrier protein.