Silandrone

Silandrone

Names
IUPAC name Silandrone
Systematic IUPAC name 2,15-Dimethyl-14-[(trimethylsilyl)oxy]tetracyclo[8.7.0.0^2,7.0^11,15]heptadec-6-en-5-one
Other names O-Trimethylsilyltestosterone
Identifiers
CAS Number	5055-42-5
ChEBI	CHEBI:607921
ChemSpider	61886
EC Number	225-755-5
Jmol interactive 3D	Image
KEGG	D05837
PubChem	12731048
UNII	YY7GL3CCE9
InChI InChI=1S/C22H36O2Si/c1-21-12-10-16(23)14-15(21)6-7-17-18-8-9-20(24-25(3,4)5)22(18,2)13-11-19(17)21/h14,17-20H,6-13H2,1-5H3/t17-,18-,19-,20-,21-,22-/m0/s1 Key: HNZDTAXZHUDITM-WLNPFYQQSA-N InChI=1/C22H36O2Si/c1-21-12-10-16(23)14-15(21)6-7-17-18-8-9-20(24-25(3,4)5)22(18,2)13-11-19(17)21/h14,17-20H,6-13H2,1-5H3/t17-,18-,19-,20-,21-,22-/m0/s1 Key: HNZDTAXZHUDITM-WLNPFYQQBY
SMILES O=C4\C=C2/[C@]([C@H]1CC[C@@]3([C@@H](O[Si](C)(C)C)CC[C@H]3[C@@H]1CC2)C)(C)CC4
Properties
Chemical formula	C22H36O2Si
Molar mass	360.61 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

Silandrone also known as SC-16148 is an anabolic steroid that was developed at G. D. Searle & Company. Silandrone has a very long duration of action and high potency.^[1][2] Chemically, it is the trimethylsilyl ether derivative of testosterone.

References

1. Saunders FJ (November 1966). "A singularly long-acting ether of testosterone". Proc. Soc. Exp. Biol. Med. 123 (2): 303–4. doi:10.3181/00379727-123-31472. PMID 5951069.
2. Le Boeuf BJ, Allen JL (1970). "Prolonged reinstatement of sexual behavior in castrated male rats with an ether of testosterone, SC-16148". Hormones and Behavior 1 (2). doi:10.1016/0018-506X(70)90004-8.