A pheromone with diverse biological activities
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5α-Androst-16-en-3α-ol

Item No. 33457

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(3α,5α)-androst-16-en-3-ol
CAS Number
1153-51-1
Synonyms
  • Androstenol
  • E 281
  • NSC 71076
Molecular Formula
C19H30O
Formula Weight
274.4
Purity
≥95%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMSO: 10 mg/mlEthanol: 30 mg/ml
SMILES
C[C@@]12[C@]3([H])[C@](CC[C@@]1([H])C[C@@H](CC2)O)([H])[C@@]4([H])[C@](CC3)(C=CC4)C
InChi Code
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
InChi Key
KRVXMNNRSSQZJP-PHFHYRSDSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    10 mg

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    100 mg

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    Product Description

    5α-Androst-16-en-3α-ol is a steroid pheromone that has been found in boar testes and human male axillary sweat and has diverse biological activities.1,2 It enhances GABA-activated currents in primary mouse cerebellar granule cells (EC50 = 0.4 µM).2 5α-Androst-16-en-3α-ol (0.1-1 µM) increases the amplitude of GABA-activated currents in HEK293 cells expressing human α1β2γ2 and α2β2γ2 subunit-containing GABAA receptors. In vivo, 5α-androst-16-en-3α-ol (5-10 mg/kg) decreases immobility time in the forced swim test in mice. It increases time spent in the open arms of the elevated plus maze in mice, indicating anxiolytic-like activity, when administered at doses ranging from 30 to 50 mg/kg. 5α-Androst-16-en-3α-ol protects against seizures induced by pentylenetetrazole (PTZ; Item No. 18682) or electroshock in mice (ED50s = 48.9 and 21.9 mg/kg, respectively).

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Brooksbank, B.W., Brown, R., and Gustafsson, J.A. The detection of 5α-androst-16-en-3α-ol in human male axillary sweat. Experientia 30(8), 864-865 (1974).

    2. Kaminski, R.M., Marini, H., Ortinski, P.I., et al. The pheromone androstenol (5α-androst-16-en-3α-ol) is a neurosteroid positive modulator of GABAA receptors. J. Pharmacol. Exp. Ther. 317(2), 694-703 (2006).