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 GABA_A receptor or anticonvulsant activity.^[4]

3β-Androstenol

Names
IUPAC name 5α-Androst-16-en-3β-ol
Systematic IUPAC name (3aS,3bR,5aS,7S,9aS,9bS,11aR)-9a,11a-Dimethyl-3a,3b,4,5,5a,6,7,8,9,9a,9b,10,11,11a-tetradecahydro-3H-cyclopenta[a]phenanthren-7-ol
Identifiers
CAS Number	7148-51-8 Y
3D model (JSmol)	Interactive image
ChemSpider	133479
PubChem CID	151449
UNII	EPQ9QH9KXZ Y
CompTox Dashboard (EPA)	DTXSID90905050
InChI InChI=1S/C19H30O/c1-18-9-3-4-16(18)15-6-5-13-12-14(20)7-11-19(13,2)17(15)8-10-18/h3,9,13-17,20H,4-8,10-12H2,1-2H3/t13-,14-,15-,16-,17-,18-,19-/m0/s1 Key: KRVXMNNRSSQZJP-LOVVWNRFSA-N
SMILES C[C@]12CC[C@H]3[C@H]([C@@H]1CC=C2)CC[C@@H]4[C@@]3(CC[C@@H](C4)O)C
Properties
Chemical formula	C19H30O
Molar mass	274.448 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Not to be confused with 3α-Androstenol.

See also

• List of neurosteroids § Pheromones and pherines
• C₁₉H₃₀O