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Details

Stereochemistry ABSOLUTE
Molecular Formula C18H28O2
Molecular Weight 276.4137
Optical Activity UNSPECIFIED
Defined Stereocenters 7 / 7
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 19-NORANDROSTERONE

SMILES

C[C@]12CC[C@H]3[C@@H](CC[C@H]4C[C@H](O)CC[C@H]34)[C@@H]1CCC2=O

InChI

InChIKey=UOUIARGWRPHDBX-CQZDKXCPSA-N
InChI=1S/C18H28O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h11-16,19H,2-10H2,1H3/t11-,12+,13-,14+,15+,16-,18-/m0/s1

HIDE SMILES / InChI

Molecular Formula C18H28O2
Molecular Weight 276.4137
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry
Defined Stereocenters 7 / 7
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

PubMed

PubMed

TitleDatePubMed
Consequence of boar edible tissue consumption on urinary profiles of nandrolone metabolites. II. Identification and quantification of 19-norsteroids responsible for 19-norandrosterone and 19-noretiocholanolone excretion in human urine.
2001
Gas chromatography-combustion-isotope ratio mass spectrometry analysis of 19-norsteroids: application to the detection of a nandrolone metabolite in urine.
2001 Aug 15
Urinary nandrolone metabolites of endogenous origin in man: a confirmation by output regulation under human chorionic gonadotropin stimulation.
2001 Jan
Endogenous origin of norandrosterone in female urine: indirect evidence for the production of 19-norsteroids as by-products in the conversion from androgen to estrogen.
2001 Oct
Determination of nandrolone and metabolites in urine samples from sedentary persons and sportsmen.
2001 Sep 25
Urinary 19-norandrosterone purification by immunoaffinity chromatography: application to gas chromatography/combustion/isotope ratio mass spectrometric analysis.
2002
Testing for nandrolone metabolites in urine samples of professional athletes and sedentary subjects by GC/MS/MS analysis.
2002 Dec
Endogenous nandrolone metabolites in human urine: preliminary results to discriminate between endogenous and exogenous origin.
2002 Feb
Human nutritional supplements in the horse: comparative effects of 19-norandrostenedione and 19-norandrostenediol on the 19-norsteroid profile and consequences for doping control.
2002 Jan 25
Endogenous nandrolone metabolites in human urine. Two-year monitoring of male professional soccer players.
2002 Jan-Feb
Nandrolone excretion is not increased by exhaustive exercise in trained athletes.
2002 Sep
Glucuronidation of anabolic androgenic steroids by recombinant human UDP-glucuronosyltransferases.
2003 Sep
Unintentional doping through the use of contaminated nutritional supplements.
2005 Jul
Formation of 19-norsteroids by in situ demethylation of endogenous steroids in stored urine samples.
2005 Jul
Quantification and profiling of 19-norandrosterone and 19-noretiocholanolone in human urine after consumption of a nutritional supplement and norsteroids.
2005 Mar
Effects of high-intensity exercises on 13C-nandrolone excretion in trained athletes.
2005 May
Contamination of dietary supplements and positive drug tests in sport.
2005 Sep
Quantitative determination of metabolic products of 19-norandrostenediol in human plasma using gas chromatography/mass spectrometry.
2006 Aug
Research of stimulants and anabolic steroids in dietary supplements.
2006 Feb
Significance of 19-norandrosterone in athletes' urine samples.
2006 Jul
Development and evaluation of a candidate reference measurement procedure for the determination of 19-norandrosterone in human urine using isotope-dilution liquid chromatography/tandem mass spectrometry.
2006 May 15
Determination of the origin of urinary norandrosterone traces by gas chromatography combustion isotope ratio mass spectrometry.
2006 Sep
Urinary metabolic profile of 19-norsteroids in humans: glucuronide and sulphate conjugates after oral administration of 19-nor-4-androstenediol.
2008 Oct
Urinary nandrolone metabolite detection after ingestion of a nandrolone precursor.
2009 Apr
[Possible reasons for the presence of nandrolone metabolites in urine].
2009 Apr-Jun
Quantitative analysis of DHEA and androsterone in female urine: investigating the effects of menstrual cycle, oral contraception and training on exercise-induced changes in young women.
2009 Feb
Analysis of conjugated steroid androgens: deconjugation, derivatisation and associated issues.
2009 Jul 12
Doping in sport: 3. Metabolic conversion of oral norethisterone to urinary 19-norandrosterone.
2009 Mar
Profiling of 19-norandrosterone sulfate and glucuronide in human urine: implications in athlete's drug testing.
2009 Mar
Excretion of norsteroids' phase II metabolites of different origin in human.
2009 Mar
Doping in sport--1. Excretion of 19-norandrosterone by healthy women, including those using contraceptives containing norethisterone.
2009 Mar
Steroid metabolism in chimeric mice with humanized liver.
2009 Nov
Influence of delivery mode on the urinary excretion of nandrolone metabolites.
2010 Apr
Nandrolone excretion in sedentary vs physically trained young women.
2010 Feb
Comprehensive two-dimensional gas chromatography improves separation and identification of anabolic agents in doping control.
2010 Jan 1
Determination of nandrolone metabolites in human urine: comparison between liquid chromatography/tandem mass spectrometry and gas chromatography/mass spectrometry.
2010 Jul 15
Substance Class Chemical
Created
by admin
on Tue Oct 22 15:42:40 UTC 2019
Edited
by admin
on Tue Oct 22 15:42:40 UTC 2019
Record UNII
5W4XKU708V
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
19-NORANDROSTERONE
Common Name English
5.ALPHA.-ESTRAN-3.ALPHA.-OL-17-ONE
Systematic Name English
5.ALPHA.-ESTRAN-17-ONE, 3.ALPHA.-HYDROXY-
Systematic Name English
ESTRAN-17-ONE, 3-HYDROXY-, (3.ALPHA.,5.ALPHA.)-
Systematic Name English
J109.668K
Code English
Code System Code Type Description
CAS
1225-01-0
Created by admin on Tue Oct 22 15:42:40 UTC 2019 , Edited by admin on Tue Oct 22 15:42:40 UTC 2019
PRIMARY
PUBCHEM
9548753
Created by admin on Tue Oct 22 15:42:40 UTC 2019 , Edited by admin on Tue Oct 22 15:42:40 UTC 2019
PRIMARY
WIKIPEDIA
19-Norandrosterone
Created by admin on Tue Oct 22 15:42:40 UTC 2019 , Edited by admin on Tue Oct 22 15:42:40 UTC 2019
PRIMARY
Related Record Type Details
PARENT -> METABOLITE
MAJOR
PLASMA; URINE
PARENT -> METABOLITE
MAJOR