Bolandiol

Bolandiol

Names
Systematic IUPAC name (3β,17β)-Estr-4-ene-3,17-diol
Other names 19-Norandrostenediol; 19-Nor-4-androstene-3β,17β-diol; (3β,17β)-Dihydroxyestr-4-ene; Estr-4-ene-3β,17β-diol
Identifiers
CAS Number	19793-20-5 Y
ChEMBL	ChEMBL2106664
ChemSpider	8011024
Jmol 3D model	Interactive image
PubChem	9835303
InChI InChI=1S/C18H28O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h10,12-17,19-20H,2-9H2,1H3/t12-,13-,14+,15+,16-,17-,18-/m0/s1 Key: CMXKUJNZWYTFJN-XFUVECHXSA-N InChI=1/C18H28O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h10,12-17,19-20H,2-9H2,1H3/t12-,13-,14+,15+,16-,17-,18-/m0/s1 Key: CMXKUJNZWYTFJN-XFUVECHXBJ
SMILES O[C@@H]4/C=C2\[C@@H]([C@H]1CC[C@@]3([C@@H](O)CC[C@H]3[C@@H]1CC2)C)CC4
Properties
Chemical formula	C18H28O2
Molar mass	276.42 g·mol−1
Vapor pressure	{{{value}}}
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Bolandiol (19-norandrostenediol) is a synthetic anabolic steroid. It is hypothesized by interaction with androgen receptors, estrogen receptors, and progestin receptors.

Bolandiol is on the World Anti-Doping Agency's list of prohibited substances, and is therefore banned from use in most major sports. It is a potential metabolic precursor to nandrolone. However, several clinical studies have concluded that bolandiol does not alter strength, body composition, or exercise performance.