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
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
| Molecular Formula | C18H28O2 |
| Molecular Weight | 276.4137 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 7 / 7 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Determination of nandrolone metabolites in human urine: comparison between liquid chromatography/tandem mass spectrometry and gas chromatography/mass spectrometry. | 2010-07-15 |
|
| Influence of delivery mode on the urinary excretion of nandrolone metabolites. | 2010-04 |
|
| Nandrolone excretion in sedentary vs physically trained young women. | 2010-02 |
|
| [Possible reasons for the presence of nandrolone metabolites in urine]. | 2010-01-16 |
|
| Comprehensive two-dimensional gas chromatography improves separation and identification of anabolic agents in doping control. | 2010-01-01 |
|
| Steroid metabolism in chimeric mice with humanized liver. | 2009-11 |
|
| Analysis of conjugated steroid androgens: deconjugation, derivatisation and associated issues. | 2009-07-12 |
|
| Urinary nandrolone metabolite detection after ingestion of a nandrolone precursor. | 2009-04 |
|
| Doping in sport: 3. Metabolic conversion of oral norethisterone to urinary 19-norandrosterone. | 2009-03 |
|
| Profiling of 19-norandrosterone sulfate and glucuronide in human urine: implications in athlete's drug testing. | 2009-03 |
|
| Excretion of norsteroids' phase II metabolites of different origin in human. | 2009-03 |
|
| Doping in sport--1. Excretion of 19-norandrosterone by healthy women, including those using contraceptives containing norethisterone. | 2009-03 |
|
| 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. | 2009-02 |
|
| Urinary metabolic profile of 19-norsteroids in humans: glucuronide and sulphate conjugates after oral administration of 19-nor-4-androstenediol. | 2008-10 |
|
| Elimination kinetic of 17beta-estradiol 3-benzoate and 17beta-nandrolone laureate ester metabolites in calves' urine. | 2008-05 |
|
| Direct detection and quantification of 19-norandrosterone sulfate in human urine by liquid chromatography-linear ion trap mass spectrometry. | 2007-06-01 |
|
| Concentrations of nandrolone metabolites in urine after the therapeutic administration of an ophthalmic solution. | 2007-05-09 |
|
| Synthesis and analytics of 2,2,3,4,4-d5-19-nor-5alpha-androsterone--an internal standard in doping analysis. | 2007-05 |
|
| Analysis of a challenging subset of World Anti-Doping Agency-banned steroids and antiestrogens by LC-MS-MS. | 2007-04 |
|
| Doping-control analysis of the 5alpha-reductase inhibitor finasteride: determination of its influence on urinary steroid profiles and detection of its major urinary metabolite. | 2007-04 |
|
| Determination of the origin of urinary norandrosterone traces by gas chromatography combustion isotope ratio mass spectrometry. | 2006-09 |
|
| Detection and quantification of glucuro- and sulfoconjugated metabolites in human urine following oral administration of xenobiotic 19-norsteroids. | 2006-09 |
|
| Quantitative determination of metabolic products of 19-norandrostenediol in human plasma using gas chromatography/mass spectrometry. | 2006-08 |
|
| Significance of 19-norandrosterone in athletes' urine samples. | 2006-07 |
|
| 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. | 2006-05-15 |
|
| Research of stimulants and anabolic steroids in dietary supplements. | 2006-02 |
|
| Contamination of dietary supplements and positive drug tests in sport. | 2005-09 |
|
| Unintentional doping through the use of contaminated nutritional supplements. | 2005-07 |
|
| Formation of 19-norsteroids by in situ demethylation of endogenous steroids in stored urine samples. | 2005-07 |
|
| Effects of high-intensity exercises on 13C-nandrolone excretion in trained athletes. | 2005-05 |
|
| Pharmacokinetic evaluation of three different intramuscular doses of nandrolone decanoate: analysis of serum and urine samples in healthy men. | 2005-05 |
|
| Quantification and profiling of 19-norandrosterone and 19-noretiocholanolone in human urine after consumption of a nutritional supplement and norsteroids. | 2005-03 |
|
| Norandrosterone and noretiocholanolone concentration before and after submaximal standardized exercise. | 2004-10 |
|
| [13C]Nandrolone excretion in trained athletes: interindividual variability in metabolism. | 2004-02 |
|
| Glucuronidation of anabolic androgenic steroids by recombinant human UDP-glucuronosyltransferases. | 2003-09 |
|
| Testing for nandrolone metabolites in urine samples of professional athletes and sedentary subjects by GC/MS/MS analysis. | 2002-12 |
|
| Nandrolone excretion is not increased by exhaustive exercise in trained athletes. | 2002-09 |
|
| Endogenous nandrolone metabolites in human urine. Two-year monitoring of male professional soccer players. | 2002-03-13 |
|
| Endogenous nandrolone metabolites in human urine: preliminary results to discriminate between endogenous and exogenous origin. | 2002-02 |
|
| Human nutritional supplements in the horse: comparative effects of 19-norandrostenedione and 19-norandrostenediol on the 19-norsteroid profile and consequences for doping control. | 2002-01-25 |
|
| Urinary 19-norandrosterone purification by immunoaffinity chromatography: application to gas chromatography/combustion/isotope ratio mass spectrometric analysis. | 2002 |
|
| Detection of nandrolone metabolites in urine after a football game in professional and amateur players: a Bayesian comparison. | 2001-11-01 |
|
| 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. | 2001-10 |
|
| Determination of nandrolone and metabolites in urine samples from sedentary persons and sportsmen. | 2001-09-25 |
|
| Gas chromatography-combustion-isotope ratio mass spectrometry analysis of 19-norsteroids: application to the detection of a nandrolone metabolite in urine. | 2001-08-15 |
|
| Urinary nandrolone metabolites of endogenous origin in man: a confirmation by output regulation under human chorionic gonadotropin stimulation. | 2001-01 |
|
| 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 |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 23:43:25 GMT 2025
by
admin
on
Mon Mar 31 23:43:25 GMT 2025
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| Record UNII |
5W4XKU708V
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| Record Status |
Validated (UNII)
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| Record Version |
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1225-01-0
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5W4XKU708V
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DTXSID10893662
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9548753
Created by
admin on Mon Mar 31 23:43:25 GMT 2025 , Edited by admin on Mon Mar 31 23:43:25 GMT 2025
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19-Norandrosterone
Created by
admin on Mon Mar 31 23:43:25 GMT 2025 , Edited by admin on Mon Mar 31 23:43:25 GMT 2025
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|---|---|---|---|---|
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MAJOR
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