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Details

Stereochemistry ABSOLUTE
Molecular Formula C21H32O2
Molecular Weight 316.4776
Optical Activity ( - )
Defined Stereocenters 6 / 6
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of NORBOLETHONE, (-)-

SMILES

CC[C@@]1(O)CC[C@@H]2[C@H]3CCC4=CC(=O)CC[C@H]4[C@@H]3CC[C@@]12CC

InChI

InChIKey=FTBJKONNNSKOLX-XHCJJCCMSA-N
InChI=1S/C21H32O2/c1-3-20-11-9-17-16-8-6-15(22)13-14(16)5-7-18(17)19(20)10-12-21(20,23)4-2/h13,16-19,23H,3-12H2,1-2H3/t16-,17+,18+,19-,20-,21-/m1/s1

HIDE SMILES / InChI

Molecular Formula C21H32O2
Molecular Weight 316.4776
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 6 / 6
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Norboletone (INN) (former proposed brand name Genabol), or norbolethone, is an anabolic steroid that was never marketed. It was first developed in 1966 by Wyeth Laboratories, and tested for use as an agent to encourage weight gain and for the treatment of short stature, but was never marketed commercially because of fears that it might be toxic. Norboletone is on the World Anti-Doping Agency's list of prohibited substances, and is therefore banned from use in most major sports.

Originator

Approval Year

Conditions

ConditionModalityTargetsHighest PhaseProduct

PubMed

Sample Use Guides

In Vivo Use Guide
Castrated Sprague-Dawley rats were treated for 5 days by oral (0.05-1.0 mg/rat/day) or subcutaneous (0.01-0.1 mg/rat/day) doses of Norboletone (as 0.2 ml cottonseed oil solution)
Route of Administration: Other
In Vitro Use Guide
Unknown
Substance Class Chemical
Record UNII
1981B5HEE8
Record Status Validated (UNII)
Record Version