Compound: Androstenol
SMILES: O[C@H]1C[C@H]2[C@]([C@@H]3[C@H]([C@H]4[C@](C=CC4)(C)CC3)CC2)(C)CC1
InChIKey: KRVXMNNRSSQZJP-PHFHYRSDSA-N
Synonyms: Androstenol, 1153-51-1, 5alpha-Androst-16-en-3alpha-ol, 16,17-ANDROSTENE-3-OL, (3alpha,5alpha)-Androst-16-en-3-ol, 5.alpha.-Androst-16-en-3.alpha.-ol, Androst-16-en-3-ol, (3.alpha.,5.alpha.)-, (3R,5S,8R,9S,10S,13R,14S)-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol, Androst-16-en-3-ol, (3alpha,5alpha)-, EINECS 214-573-1, NSC 71076, NSC-71076, 3alpha-Hydroxy-5alpha-androst-16-ene, DTXSID2075394, CHEBI:40933, 3.ALPHA.-HYDROXY-5.ALPHA.-ANDROST-16-ENE, (3.ALPHA.,5.ALPHA.)-ANDROST-16-EN-3-OL [MI], (3R,5S,8R,9S,10S,13R,14S)-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15-dodecahydro-1H-cyclopenta(a)phenanthren-3-ol, RefChem:558050, DTXCID7033365, Androst-16-en-3-ol, (3alpha,5alpha)-(9CI), 214-573-1, 234-925-8, 12041-97-3, C19-H30-O, EINECS 234-925-8, Androst-16-en-3alpha-ol, 3alpha-Hydroxyandrost-16-ene, alpha-androstenol, Androstenol (3-alpha), CHEMBL142348, 3.alpha.-Hydroxyandrost-16-ene, 48K9VAM062, 5-alpha-Androst-16-en-3-alpha-ol, (3aS,3bR,5aS,7R,9aS,9bS,11aR)-9a,11a-dimethyl-3H,3aH,3bH,4H,5H,5aH,6H,7H,8H,9H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-7-ol, 3?-Hydroxy-5?-Androst-16-ene, UNII-48K9VAM062, Androst-16-en-3-ol,5.alpha.)-, |A-Androstenol, 5|A-Androst-16-en-3|A-ol, 1xnx, (3a,5a)-Androst-16-en-3-ol, 3a-Hydroxyandrostene, Spectrum5_002029, 3a-Hydroxyandrost-16-ene, Androst-16-en-3-ol #, 5a-androst-16-en-3a-ol, SCHEMBL324888, 3-Hydroxy-5-Androst-16-ene, GTPL2761, orb1693079, 3a-Hydroxy-5a-androst-16-ene, MSK8514, NSC71076, BDBM50134722, LMST02020008, MFCD00051224, MSK8514-100A, (3beta,5alpha)-androst-16-en-3-ol, AKOS017343734, DB01889, FA63499, 5.alpha.-Androst-16-ene-3.alpha.-ol, (3alpha, 5alpha)-Androst-16-en-3-ol, 5alpha-Androst-16-en-3alpha-ol, >=98%, CS-0760932, NS00023736, H55851, Q2567125, BRD-K24994810-001-01-9, 3alpha-Hydroxy-5alpha-androst-16-ene Solution in Acetonitrile, 100ug/mL
Theoretical properties:
molecular_formula: C19H30O
molecular_weight: 274.4 g/mol
exact_mass: 274.229665576 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 1
rotatable_bond_count: 0
heavy_atom_count: 20
topological_polar_surface_area: 20.2 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
melting_point: 142.75 °C
Descriptions:
pubchem: 5alpha-androst-16-en-3alpha-ol is a 3alpha-sterol. It has a role as a pheromone. It derives from a hydride of a 5alpha-androst-16-ene.
chembl: ANDROSTENOL is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Androstenol, also known as 5α-androst-16-en-3α-ol (shortened to 3α,5α-androstenol or 3α-androstenol), is a 16-androstene class steroidal pheromone and neurosteroid in humans and other mammals, notably pigs. It possesses a characteristic musk-like odor.
Androstenol, or a derivative, is found in black truffles. This was offered as an explanation for how pigs locate them deep in the ground: Androstenol is produced in the saliva of male pigs. However, experiments in France using pigs to scent truffles, truffle scent extract, and purified androstenol showed that pigs responded to the first two (actually trying to eat dirt containing the truffle extract), but ignored the androstenol.
A stereoisomer of androstenol, 3β-androstenol (5α-androst-16-en-3β-ol), is also endogenous to humans (as well as to pigs), behaving as a pheromone and contributing to axillary odor.