A steroidal androgen
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5α-Androstan-3β-ol

Item No. 34719

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
CAS Number
1224-92-6
Synonyms
  • NSC 50887
Molecular Formula
C19H32O
Formula Weight
276.5
Purity
≥98%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
Chloroform: soluble
SMILES
C[C@@]12[C@]3([H])[C@](CC[C@@]1([H])C[C@H](CC2)O)([H])[C@@]4([H])[C@](CC3)(CCC4)C
InChi Code
InChI=1S/C19H32O/c1-18-9-3-4-16(18)15-6-5-13-12-14(20)7-11-19(13,2)17(15)8-10-18/h13-17,20H,3-12H2,1-2H3/t13-,14-,15-,16-,17-,18-,19-/m0/s1
InChi Key
DJTOLSNIKJIDFF-LOVVWNRFSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $37

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    10 mg

    $70

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    50 mg

    $181

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    Product Description

    5α-Androstan-3β-ol is a steroidal androgen.1 It binds to the androgen receptor in a cell-free assay (IC50 = 1.7 µM) and activates the pregnane X receptor (PXR) in HepG2 cells in a reporter assay (EC50 = 0.8 µM).1,2 5α-Androstan-3β-ol also inhibits the androst-4-ene-3,17-dione hydroxylase activities of 16α- and 6β-hydroxylase but not 16β- or 7α-hydroxylase (IC50s = 70, 110, >150, and >150 µM, respectively).3 It decreases testis weight and sperm production in mice when administered at a dose of 30 mg/kg.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Fang, H., Tong, W., Branham, W.S., et al. Study of 202 natural, synthetic, and environmental chemicals for binding to the androgen receptor. Chem. Res. Toxicol. 16(10), 1338-1358 (2003).

    2. Ekins, S., Chang, C., Mari, S., et al. Human pregnane X receptor antagonists and agonists define molecular requirements for different binding sites. Mol. Pharmacol. 72(3), 592-603 (2007).

    3. Murray, M., and Mehta, I. Structure-activity relationships in the in vitro modulation of rat hepatic microsomal androst-4-ene-3,17-dione hydroxylase activities by derivatives of 5α- and 5β-androstane. J. Steroid Biochem. 35(3-4), 465-471 (1990).

    4. Martinot, E., Baptissart, M., Véga, A., et al. Bile acid homeostasis controls CAR signaling pathways in mouse testis through FXRalpha. Sci. Rep. 7, 42182 (2017).