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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

[H][C@]12CC[C@](O)(CC)[C@]1(CC)CC[C@@]3([H])[C@]4([H])CCC(=O)C=C4CC[C@]23[H]

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

Description
Curator's Comment: description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/5732780 | http://www.sciencedirect.com/science/article/pii/0039128X64901588

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

Curator's Comment: # Wyeth Laboratories

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
[Action of anabolic steroids on the development of the genital system in the rabbit. VI. Anabolic and androgenic activity of 13 beta-ethyl-17 beta-hydroxy-17 alpha-ethyl-4-gonen-3-one (Norboletone) in the rat].
1968 Aug 31
Patents

Sample Use Guides

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
Name Type Language
NORBOLETHONE, (-)-
Common Name English
18,19-DINOR-17.ALPHA.-PREGN-4-EN-3-ONE, 13-ETHYL-17-HYDROXY-, (-)-
Systematic Name English
NORBOLETHONE L-FORM [MI]
Common Name English
NORBOLETONE, (-)-
Common Name English
Code System Code Type Description
MERCK INDEX
M8044
Created by admin on Thu Jul 06 16:42:20 UTC 2023 , Edited by admin on Thu Jul 06 16:42:20 UTC 2023
PRIMARY Merck Index
FDA UNII
1981B5HEE8
Created by admin on Thu Jul 06 16:42:20 UTC 2023 , Edited by admin on Thu Jul 06 16:42:20 UTC 2023
PRIMARY
PUBCHEM
90684393
Created by admin on Thu Jul 06 16:42:20 UTC 2023 , Edited by admin on Thu Jul 06 16:42:20 UTC 2023
PRIMARY
CAS
797-59-1
Created by admin on Thu Jul 06 16:42:20 UTC 2023 , Edited by admin on Thu Jul 06 16:42:20 UTC 2023
PRIMARY