epiandrosterone epiandrosterone epiandrosterone, or isoandrosterone, also known as 3β-androsterone, 3β-hydroxy-5α-androstan-17-one, or 5α-androstan-3β-ol-17-one, is a steroid hormone with weak androgenic activity. it is a metabolite of testosterone and dihydrotestosterone (dht). it was first isolated in 1931, by adolf friedrich johann butenandt and kurt tscherning. they distilled over 17,000 litres of male urine, from which they got 50 milligrams of crystalline androsterone (most likely mixed isomers), which was sufficient to find that the chemical formula was very similar to estrone. epiandrosteroneclinical dataatc codenoneidentifiers iupac name (3s,5s,8r,9s,10s,13s,14s)-3-hydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11, cas number481-29-8 ypubchem cid441302chemspider390065 yunii8tr252z538chebichebi:541975 ychemblchembl272195 ycomptox dashboard (epa)dtxsid20289698 echa infocard100.006.877 chemical and physical dataformulac19h30o2molar mass290.447 g·mol−13d model (jsmol)interactive image smiles o=c21(cc3(1cc2)cc4c(o)cc34c)c inchi inchi=1s/c19h30o2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h12-16,20h,3-11h2,1-2h3/t12-,13-,14-,15-,16-,18-,19-/m0/s1 ykey:qgxbdmjgamfcbf-lujoeajasa-n y (verify) epiandrosterone has been shown to naturally occur in most mammals including pigs. epiandrosterone is naturally produced by the enzyme 5α-reductase from the adrenal hormone dhea. epiandrosterone can also be produced from the natural steroids androstanediol via 17β-hydroxysteroid dehydrogenase or from androstanedione via 3β-hydroxysteroid dehydrogenase.