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Details

Stereochemistry ABSOLUTE
Molecular Formula C18H24O2
Molecular Weight 272.382
Optical Activity UNSPECIFIED
Defined Stereocenters 5 / 5
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 19-NORANDROSTENEDIONE

SMILES

[H][C@@]12CCC(=O)[C@@]1(C)CC[C@]3([H])[C@@]4([H])CCC(=O)C=C4CC[C@@]23[H]

InChI

InChIKey=JRIZOGLBRPZBLQ-QXUSFIETSA-N
InChI=1S/C18H24O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h10,13-16H,2-9H2,1H3/t13-,14+,15+,16-,18-/m0/s1

HIDE SMILES / InChI
Molecular Formula C18H24O2
Molecular Weight 272.382
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 5 / 5
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

Unknown
139594
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
The metabolism of orally ingested 19-nor-4-androstene-3,17-dione and 19-nor-4-androstene-3,17-diol in healthy, resistance-trained men.
2001 Feb
Searching for the physiological function of 17beta-hydroxysteroid dehydrogenase from the fungus Cochliobolus lunatus: studies of substrate specificity and expression analysis.
2001 Jan 22
17beta-hydroxysteroid dehydrogenase from the fungus Cochliobolus lunatus: structural and functional aspects.
2001 Jan 30
The effects of supplementation with 19-nor-4-androstene-3,17-dione and 19-nor-4-androstene-3,17-diol on body composition and athletic performance in previously weight-trained male athletes.
2001 May
[Urinary nandrolone metabolites in antidoping control].
2001 Sep
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
Effects of norandrostenedione and norandrostenediol in resistance-trained men.
2002 Sep
Significance of individual amino acid residues for coenzyme and substrate specificity of 17beta-hydroxysteroid dehydrogenase from the fungus Cochliobolus lunatus.
2003 Feb 1
Dimerization and enzymatic activity of fungal 17beta-hydroxysteroid dehydrogenase from the short-chain dehydrogenase/reductase superfamily.
2005 Dec 16
Effect of multiple oral doses of androgenic anabolic steroids on endurance performance and serum indices of physical stress in healthy male subjects.
2006 Nov
Detection and quantification of glucuro- and sulfoconjugated metabolites in human urine following oral administration of xenobiotic 19-norsteroids.
2006 Sep
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
Survey of nutritional supplements for selected illegal anabolic steroids and ephedrine using LC-MS/MS and GC-MS methods, respectively.
2007 Mar
Studies related to the origin of C18 neutral steroids isolated from extracts of urine from the male horse: the identification of urinary 19-oic acids and their decarboxylation to produce estr-4-en-17beta-ol-3-one (19-nortestosterone) and estr-4-ene-3,17-dione (19-norandrost-4-ene-3,17-dione) during sample processing.
2007 Mar 14
Synthesis and analytics of 2,2,3,4,4-d5-19-nor-5alpha-androsterone--an internal standard in doping analysis.
2007 May
Microbial oxidation of anabolic steroids.
2008
Gene expression in hair follicle dermal papilla cells after treatment with stanozolol.
2008 Dec 23
The presence of 19-norandrostenedione and its sulphate form in yolk-sac fluid of the early equine conceptus.
2008 Jan
Elimination kinetic of 17beta-estradiol 3-benzoate and 17beta-nandrolone laureate ester metabolites in calves' urine.
2008 May
A new mixed micellar electrokinetic chromatography method for analysis of natural and synthetic anabolic steroids.
2009 Jan 15
Anabolic and androgenic activity of 19-norandrostenedione after oral and subcutaneous administration--analysis of side effects and metabolism.
2009 Jul 24
Doping in sport: 3. Metabolic conversion of oral norethisterone to urinary 19-norandrosterone.
2009 Mar
Steroid metabolism in chimeric mice with humanized liver.
2009 Nov
Biochemical and physiological aspects of endogenous androgens.
2010
Influence of delivery mode on the urinary excretion of nandrolone metabolites.
2010 Apr
Novel steroid-sensing model and characterization of protein interactions based on fluorescence anisotropy decay.
2010 Apr 1
Estranediols profiling in calves' urine after 17beta-nandrolone laureate ester administration.
2010 Aug
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:47:53 GMT 2023
Edited
by admin
on Fri Dec 15 15:47:53 GMT 2023
Record UNII
U90987PVU5
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
19-NORANDROSTENEDIONE
Common Name English
19-NOR-4-ANDROSTENE-3,17-DION
Systematic Name English
19-NOR-4-ANDROSTENEDIONE
Code English
4-OESTREN-3,17-DIONE
Systematic Name English
NORETHISTERONE IMPURITY B [EP IMPURITY]
Common Name English
4-OESTRENDIONE
Common Name English
4-NORENDION
Common Name English
ESTR-4-ENE-3,17-DIONE
Systematic Name English
NORETHINDRONE RELATED COMPOUND B [USP-RS]
Common Name English
19-NOR-4-ANDROSTENE-3,17-DIONE
Systematic Name English
4-NORENDIONE
Common Name English
19-NORANDROST-4-ENE-3,17-DIONE
Common Name English
NORDIONE
Common Name English
NSC-12164
Code English
(+)-19-NORANDROST-4-EN-3,17-DIONE
Common Name English
19-NORANDROST-4-EN-3,17-DIONE
Systematic Name English
NORETHISTERONE ACETATE IMPURITY J [EP IMPURITY]
Common Name English
Classification Tree Code System Code
DEA NO. 4000
Created by admin on Fri Dec 15 15:47:53 GMT 2023 , Edited by admin on Fri Dec 15 15:47:53 GMT 2023
Code System Code Type Description
MESH
C002828
Created by admin on Fri Dec 15 15:47:53 GMT 2023 , Edited by admin on Fri Dec 15 15:47:53 GMT 2023
PRIMARY
CAS
734-32-7
Created by admin on Fri Dec 15 15:47:53 GMT 2023 , Edited by admin on Fri Dec 15 15:47:53 GMT 2023
PRIMARY
ECHA (EC/EINECS)
211-995-8
Created by admin on Fri Dec 15 15:47:53 GMT 2023 , Edited by admin on Fri Dec 15 15:47:53 GMT 2023
PRIMARY
DRUG BANK
DB01448
Created by admin on Fri Dec 15 15:47:53 GMT 2023 , Edited by admin on Fri Dec 15 15:47:53 GMT 2023
PRIMARY
SMS_ID
100000091511
Created by admin on Fri Dec 15 15:47:53 GMT 2023 , Edited by admin on Fri Dec 15 15:47:53 GMT 2023
PRIMARY
EVMPD
SUB25857
Created by admin on Fri Dec 15 15:47:53 GMT 2023 , Edited by admin on Fri Dec 15 15:47:53 GMT 2023
PRIMARY
WIKIPEDIA
19-NORANDROSTENEDIONE
Created by admin on Fri Dec 15 15:47:53 GMT 2023 , Edited by admin on Fri Dec 15 15:47:53 GMT 2023
PRIMARY
RS_ITEM_NUM
1470026
Created by admin on Fri Dec 15 15:47:53 GMT 2023 , Edited by admin on Fri Dec 15 15:47:53 GMT 2023
PRIMARY
FDA UNII
U90987PVU5
Created by admin on Fri Dec 15 15:47:53 GMT 2023 , Edited by admin on Fri Dec 15 15:47:53 GMT 2023
PRIMARY
NSC
12164
Created by admin on Fri Dec 15 15:47:53 GMT 2023 , Edited by admin on Fri Dec 15 15:47:53 GMT 2023
PRIMARY
PUBCHEM
92834
Created by admin on Fri Dec 15 15:47:53 GMT 2023 , Edited by admin on Fri Dec 15 15:47:53 GMT 2023
PRIMARY
EPA CompTox
DTXSID50862392
Created by admin on Fri Dec 15 15:47:53 GMT 2023 , Edited by admin on Fri Dec 15 15:47:53 GMT 2023
PRIMARY
Related Record Type Details
Structure of 19-NORANDROSTERONE
METABOLITE -> PARENT
MAJOR
Related Record Type Details
Structure of NORETHINDRONE
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of NORETHINDRONE ACETATE
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Related Record Type Details
Structure of 19-NORANDROSTENEDIONE
ACTIVE MOIETY
NIH
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