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
SMILES
[H][C@@]12CCC(=O)[C@@]1(C)CC[C@@]3([H])[C@@]2([H])CC[C@@]4([H])C[C@H](O)CC[C@]34[H]
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
Approval Year
PubMed
Title | Date | PubMed |
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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 |
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Gas chromatography-combustion-isotope ratio mass spectrometry analysis of 19-norsteroids: application to the detection of a nandrolone metabolite in urine. | 2001 Aug 15 |
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Urinary nandrolone metabolites of endogenous origin in man: a confirmation by output regulation under human chorionic gonadotropin stimulation. | 2001 Jan |
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Detection of nandrolone metabolites in urine after a football game in professional and amateur players: a Bayesian comparison. | 2001 Nov 1 |
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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 |
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Determination of nandrolone and metabolites in urine samples from sedentary persons and sportsmen. | 2001 Sep 25 |
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Urinary 19-norandrosterone purification by immunoaffinity chromatography: application to gas chromatography/combustion/isotope ratio mass spectrometric analysis. | 2002 |
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Testing for nandrolone metabolites in urine samples of professional athletes and sedentary subjects by GC/MS/MS analysis. | 2002 Dec |
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Endogenous nandrolone metabolites in human urine: preliminary results to discriminate between endogenous and exogenous origin. | 2002 Feb |
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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 |
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Endogenous nandrolone metabolites in human urine. Two-year monitoring of male professional soccer players. | 2002 Jan-Feb |
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Nandrolone excretion is not increased by exhaustive exercise in trained athletes. | 2002 Sep |
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Glucuronidation of anabolic androgenic steroids by recombinant human UDP-glucuronosyltransferases. | 2003 Sep |
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[13C]Nandrolone excretion in trained athletes: interindividual variability in metabolism. | 2004 Feb |
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Norandrosterone and noretiocholanolone concentration before and after submaximal standardized exercise. | 2004 Oct |
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Unintentional doping through the use of contaminated nutritional supplements. | 2005 Jul |
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Formation of 19-norsteroids by in situ demethylation of endogenous steroids in stored urine samples. | 2005 Jul |
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Quantification and profiling of 19-norandrosterone and 19-noretiocholanolone in human urine after consumption of a nutritional supplement and norsteroids. | 2005 Mar |
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Effects of high-intensity exercises on 13C-nandrolone excretion in trained athletes. | 2005 May |
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Pharmacokinetic evaluation of three different intramuscular doses of nandrolone decanoate: analysis of serum and urine samples in healthy men. | 2005 May |
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Contamination of dietary supplements and positive drug tests in sport. | 2005 Sep |
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Quantitative determination of metabolic products of 19-norandrostenediol in human plasma using gas chromatography/mass spectrometry. | 2006 Aug |
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Research of stimulants and anabolic steroids in dietary supplements. | 2006 Feb |
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Significance of 19-norandrosterone in athletes' urine samples. | 2006 Jul |
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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 |
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Determination of the origin of urinary norandrosterone traces by gas chromatography combustion isotope ratio mass spectrometry. | 2006 Sep |
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Detection and quantification of glucuro- and sulfoconjugated metabolites in human urine following oral administration of xenobiotic 19-norsteroids. | 2006 Sep |
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Analysis of a challenging subset of World Anti-Doping Agency-banned steroids and antiestrogens by LC-MS-MS. | 2007 Apr |
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Doping-control analysis of the 5alpha-reductase inhibitor finasteride: determination of its influence on urinary steroid profiles and detection of its major urinary metabolite. | 2007 Apr |
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Direct detection and quantification of 19-norandrosterone sulfate in human urine by liquid chromatography-linear ion trap mass spectrometry. | 2007 Jun 1 |
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Synthesis and analytics of 2,2,3,4,4-d5-19-nor-5alpha-androsterone--an internal standard in doping analysis. | 2007 May |
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Concentrations of nandrolone metabolites in urine after the therapeutic administration of an ophthalmic solution. | 2007 May 9 |
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Elimination kinetic of 17beta-estradiol 3-benzoate and 17beta-nandrolone laureate ester metabolites in calves' urine. | 2008 May |
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Urinary metabolic profile of 19-norsteroids in humans: glucuronide and sulphate conjugates after oral administration of 19-nor-4-androstenediol. | 2008 Oct |
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Urinary nandrolone metabolite detection after ingestion of a nandrolone precursor. | 2009 Apr |
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[Possible reasons for the presence of nandrolone metabolites in urine]. | 2009 Apr-Jun |
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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 |
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Analysis of conjugated steroid androgens: deconjugation, derivatisation and associated issues. | 2009 Jul 12 |
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Doping in sport: 3. Metabolic conversion of oral norethisterone to urinary 19-norandrosterone. | 2009 Mar |
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Profiling of 19-norandrosterone sulfate and glucuronide in human urine: implications in athlete's drug testing. | 2009 Mar |
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Excretion of norsteroids' phase II metabolites of different origin in human. | 2009 Mar |
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Doping in sport--1. Excretion of 19-norandrosterone by healthy women, including those using contraceptives containing norethisterone. | 2009 Mar |
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Steroid metabolism in chimeric mice with humanized liver. | 2009 Nov |
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Influence of delivery mode on the urinary excretion of nandrolone metabolites. | 2010 Apr |
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Nandrolone excretion in sedentary vs physically trained young women. | 2010 Feb |
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Comprehensive two-dimensional gas chromatography improves separation and identification of anabolic agents in doping control. | 2010 Jan 1 |
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Determination of nandrolone metabolites in human urine: comparison between liquid chromatography/tandem mass spectrometry and gas chromatography/mass spectrometry. | 2010 Jul 15 |
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Code | English |
Code System | Code | Type | Description | ||
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1225-01-0
Created by
admin on Sat Dec 16 11:15:41 UTC 2023 , Edited by admin on Sat Dec 16 11:15:41 UTC 2023
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5W4XKU708V
Created by
admin on Sat Dec 16 11:15:41 UTC 2023 , Edited by admin on Sat Dec 16 11:15:41 UTC 2023
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DTXSID10893662
Created by
admin on Sat Dec 16 11:15:41 UTC 2023 , Edited by admin on Sat Dec 16 11:15:41 UTC 2023
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9548753
Created by
admin on Sat Dec 16 11:15:41 UTC 2023 , Edited by admin on Sat Dec 16 11:15:41 UTC 2023
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19-Norandrosterone
Created by
admin on Sat Dec 16 11:15:41 UTC 2023 , Edited by admin on Sat Dec 16 11:15:41 UTC 2023
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PARENT (METABOLITE)
PARENT (METABOLITE)
SUBSTANCE RECORD