3β-Androstenol
3β-Androstenol, also known as 5α-androst-16-en-3β-ol, is a naturally occurring mammalian pheromone known to be present in humans and pigs.[1][2][3] It is thought to play a role in axillary odor.[3] It is produced from androstenone via the enzyme 3β-hydroxysteroid dehydrogenase.[1] Unlike its C3α epimer 3α-androstenol, 3β-androstenol shows no potentiation of the GABAA receptor or anticonvulsant activity.[4]
IUPAC nameCAS NumberChemSpiderPubChemCompTox DashboardSMILESChemical formulaMolar massstandard state3α-Androstenolnaturally occurringmammalianpheromonehumansaxillaryandrostenoneenzyme3β-hydroxysteroid dehydrogenaseepimerpotentiationGABAA receptoranticonvulsantC19H30ORichard L. DotypheromonesvomeropherinesSteroidsAndrostadienolAndrostadienoneAndrosteroneEstratetraenolVolatileaminesTrimethylaminePherinesFasedienolItruvoneEndogenousPrecursorsCholesterol22R-Hydroxycholesterol20α,22R-DihydroxycholesterolPregnenolone17α-Hydroxypregnenolone21-HydroxypregnenoloneCorticosteroidsGlucocorticoids3α,5α-Tetrahydrocorticosterone5α-Dihydrocorticosterone11-Deoxycorticosterone11-Deoxycortisol11-Ketoprogesterone21-Deoxycortisol21-DeoxycortisoneCorticosteroneCortisolCortisone17α-HydroxyprogesteroneProgesterone5α-DihydrocortisolMineralocorticoids5α-Dihydroaldosterone11-Dehydrocorticosterone (11-oxocorticosterone, 17-deoxycortisone)11β-Hydroxyprogesterone (21-deoxycorticosterone)18-Hydroxy-11-deoxycorticosterone18-HydroxycorticosteroneAldosteroneSex steroidsAndrogens11-Ketodihydrotestosterone11-Ketotestosterone7β-Hydroxyepiandrosterone11β-HydroxyandrostenedioneAdrenosterone (11-ketoandrostenedione)AndrostenediolAndrostenedioneDehydroandrosteroneDHEA sulfateDihydrotestosteroneEpiandrosteroneEpitestosterone16α-Hydroxyandrostenedione16α-Hydroxy-DHEA16α-Hydroxy-DHEA sulfateTestosterone3α-Androstanediol3α-Androstanediol glucuronide3β-Androstanediol5β-Dihydrotestosterone3α-Etiocholanediol3β-EtiocholanediolAndrostenediol sulfateAndrostenetriolAndrosterone glucuronideAndrosterone sulfateEtiocholanedioneEtiocholanoloneEtiocholanolone glucuronideEpietiocholanoloneTestosterone glucuronideTestosterone sulfateEstrogensEstetrolEstradiolEstroneEstriol17α-Estradiol16β-Epiestriol (16β-hydroxyestradiol)17α-Epiestriol (16α-hydroxy-17α-estradiol)16β,17α-Epiestriol (16β-hydroxy-17α-estradiol)2-Hydroxyestradiol2-Hydroxyestriol2-Hydroxyestrone4-Hydroxyestradiol4-Hydroxyestriol4-Hydroxyestrone4-Methoxyestradiol4-Methoxyestrone16α-Hydroxyestrone16β-Hydroxyestrone16-Ketoestradiol16-Ketoestrone27-Hydroxycholesterol4-Androstenedione5-Androstenediol7-Keto-DHEA