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Details

Stereochemistry RACEMIC
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-XUDSTZEESA-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-/m0/s1

HIDE SMILES / InChI

Molecular Formula C21H32O2
Molecular Weight 316.4776
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 6 / 6
E/Z Centers 0
Optical Activity UNSPECIFIED

Norbolethone is a 19-nor anabolic steroid first synthesized in 1966. During the 1960s it was administered to humans in efficacy studies concerned with short stature and underweight conditions. It has never been reported by doping control laboratories prior to 2001. Norbolethone matches the description for what is described as a "designer steroid. " In fact, Norbolethone was given in clinical trials over 30 years ago and never given the green light. No supply was ever manufactured, and no test was ever developed to detect this substance, yet ironically, it was suspected of being used in the 2000 Olympics based on blood and urine assays done by the IOC. Norbolethone was used in the treatment of idiopathic underweight, prevention of indomethacin-induced intestinal ulcers.

Approval Year

PubMed

PubMed

TitleDatePubMed
Screening of anabolic steroids in horse urine by liquid chromatography-tandem mass spectrometry.
2005 Apr 29
A concentration addition model for the activation of the constitutive androstane receptor by xenobiotic mixtures.
2009 Jan
Substance Class Chemical
Created
by admin
on Fri Dec 15 17:35:01 UTC 2023
Edited
by admin
on Fri Dec 15 17:35:01 UTC 2023
Record UNII
U3BZU2241A
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
NORBOLETHONE
MI   USAN  
USAN  
Official Name English
13.BETA.,17.ALPHA.-DIETHYL-17.BETA.-HYDROXYGON-4-EN-3-ONE
Systematic Name English
norboletone [INN]
Common Name English
NORBOLHETONE
Common Name English
(±)-13-ETHYL-17-HYDROXY-18,19-DINOR-17A-PREGN-4-EN-3-ONE
Common Name English
NORBOLETONE [MART.]
Common Name English
NORBOLETHONE [MI]
Common Name English
18,19-DINORPREGN-4-EN-3-ONE, 13-ETHYL-17-HYDROXY-, (17.ALPHA.)-, (±)-
Common Name English
GENABOL
Brand Name English
WY-3475
Code English
NORBOLETONE
INN   MART.  
INN  
Official Name English
NORBOLETHONE [USAN]
Common Name English
Classification Tree Code System Code
WIKIPEDIA Designer-drugs-Norbolethone
Created by admin on Fri Dec 15 17:35:01 UTC 2023 , Edited by admin on Fri Dec 15 17:35:01 UTC 2023
NCI_THESAURUS C2360
Created by admin on Fri Dec 15 17:35:01 UTC 2023 , Edited by admin on Fri Dec 15 17:35:01 UTC 2023
DEA NO. 4000
Created by admin on Fri Dec 15 17:35:01 UTC 2023 , Edited by admin on Fri Dec 15 17:35:01 UTC 2023
Code System Code Type Description
FDA UNII
U3BZU2241A
Created by admin on Fri Dec 15 17:35:01 UTC 2023 , Edited by admin on Fri Dec 15 17:35:01 UTC 2023
PRIMARY
MERCK INDEX
m8044
Created by admin on Fri Dec 15 17:35:01 UTC 2023 , Edited by admin on Fri Dec 15 17:35:01 UTC 2023
PRIMARY Merck Index
EPA CompTox
DTXSID50154027
Created by admin on Fri Dec 15 17:35:01 UTC 2023 , Edited by admin on Fri Dec 15 17:35:01 UTC 2023
PRIMARY
CAS
1235-15-0
Created by admin on Fri Dec 15 17:35:01 UTC 2023 , Edited by admin on Fri Dec 15 17:35:01 UTC 2023
PRIMARY
NCI_THESAURUS
C90642
Created by admin on Fri Dec 15 17:35:01 UTC 2023 , Edited by admin on Fri Dec 15 17:35:01 UTC 2023
PRIMARY
MESH
C103408
Created by admin on Fri Dec 15 17:35:01 UTC 2023 , Edited by admin on Fri Dec 15 17:35:01 UTC 2023
PRIMARY
SMS_ID
100000083591
Created by admin on Fri Dec 15 17:35:01 UTC 2023 , Edited by admin on Fri Dec 15 17:35:01 UTC 2023
PRIMARY
INN
1856
Created by admin on Fri Dec 15 17:35:01 UTC 2023 , Edited by admin on Fri Dec 15 17:35:01 UTC 2023
PRIMARY
WIKIPEDIA
NORBOLETONE
Created by admin on Fri Dec 15 17:35:01 UTC 2023 , Edited by admin on Fri Dec 15 17:35:01 UTC 2023
PRIMARY
PUBCHEM
66255
Created by admin on Fri Dec 15 17:35:01 UTC 2023 , Edited by admin on Fri Dec 15 17:35:01 UTC 2023
PRIMARY
EVMPD
SUB09354MIG
Created by admin on Fri Dec 15 17:35:01 UTC 2023 , Edited by admin on Fri Dec 15 17:35:01 UTC 2023
PRIMARY
ChEMBL
CHEMBL2105134
Created by admin on Fri Dec 15 17:35:01 UTC 2023 , Edited by admin on Fri Dec 15 17:35:01 UTC 2023
PRIMARY
Related Record Type Details
ENANTIOMER -> RACEMATE
ENANTIOMER -> RACEMATE
Related Record Type Details
ACTIVE MOIETY