NORBOLETHONE, (+)-

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 Search

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

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/5364696 | https://www.streetdirectory.com/etoday/steroid-profile-norbolethone-genabol-wjjalp.html | https://www.ncbi.nlm.nih.gov/pubmed/12112254 | https://www.ncbi.nlm.nih.gov/pubmed/5360365 | https://www.ncbi.nlm.nih.gov/pubmed/5048672

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.

Originator

Approval Year

PubMed

Title	Date	PubMed
Screening of anabolic steroids in horse urine by liquid chromatography-tandem mass spectrometry.	2005 Apr 29	15862683
Screening for unknown synthetic steroids in human urine by liquid chromatography-tandem mass spectrometry.	2005 Jul	15934041
Structure-activity relationships of synthetic progestins in a yeast-based in vitro androgen bioassay.	2008 May	18395441
A concentration addition model for the activation of the constitutive androstane receptor by xenobiotic mixtures.	2009 Jan	18832183

Substance Class	Chemical Created by `admin` on `Sat Dec 16 10:47:03 UTC 2023` Edited by `admin` on `Sat Dec 16 10:47:03 UTC 2023`
Record UNII	O60979L83F
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

NORBOLETHONE, (+)-

Common Name

English

D-NORBOLETHONE

Common Name

English

13-ETHYL-17-HYDROXY-18,19-DINOR-17.ALPHA.-PREGN-4-EN-3-ONE

Systematic Name

English

13,17.ALPHA.-DIETHYL-17-HYDROXYGON-4-EN-3-ONE

Systematic Name

English

18,19-DINOR-17.ALPHA.-PREGN-4-EN-3-ONE, 13-ETHYL-17-HYDROXY-

Systematic Name

English

NORBOLETHONE D-FORM [MI]

Common Name

English

18,19-DINORPREGN-4-EN-3-ONE, 13-ETHYL-17-HYDROXY-, (17.ALPHA.)-

Systematic Name

English

(17.ALPHA.)-13-ETHYL-17-HYDROXY-18,19-DINORPREGN-4-EN-3-ONE

Systematic Name

English

NORBOLETONE, (+)-

Common Name

English

NSC-89791

Code

English

Code System Code Type Description

PUBCHEM

66255