19-NORANDROSTENEDIONE

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 Search

SMILES

C[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)CC[C@H]34)[C@@H]1CCC2=O

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

PubMed

Title	Date	PubMed
Estranediols profiling in calves' urine after 17beta-nandrolone laureate ester administration.	2010-08	20132885
Novel steroid-sensing model and characterization of protein interactions based on fluorescence anisotropy decay.	2010-04-01	20201495
Influence of delivery mode on the urinary excretion of nandrolone metabolites.	2010-04	19952830
Biochemical and physiological aspects of endogenous androgens.	2010	20020359
Steroid metabolism in chimeric mice with humanized liver.	2009-11	20355169
Anabolic and androgenic activity of 19-norandrostenedione after oral and subcutaneous administration--analysis of side effects and metabolism.	2009-07-24	19446246
Urinary nandrolone metabolite detection after ingestion of a nandrolone precursor.	2009-04	19276858
Two homologous fungal carbonyl reductases with different substrate specificities.	2009-03-16	18973748
Doping in sport: 3. Metabolic conversion of oral norethisterone to urinary 19-norandrosterone.	2009-03	19059424
Doping in sport--2. Quantification of the impurity 19-norandrostenedione in pharmaceutical preparations of norethisterone.	2009-03	19010341
A new mixed micellar electrokinetic chromatography method for analysis of natural and synthetic anabolic steroids.	2009-01-15	19064082
Gene expression in hair follicle dermal papilla cells after treatment with stanozolol.	2008-12-23	19652758
Micronucleus induction in V79 cells by the anabolic doping steroids desoxymethyltestosterone (madol) and 19-norandrostenedione.	2008-12-15	18951961
Elimination kinetic of 17beta-estradiol 3-benzoate and 17beta-nandrolone laureate ester metabolites in calves' urine.	2008-05	18356042
Profiling of 19-norsteroid sulfoconjugates in human urine by liquid chromatography mass spectrometry.	2008-04-21	18395062
The prohormone 19-norandrostenedione displays selective androgen receptor modulator (SARM) like properties after subcutaneous administration.	2008-04-01	18325697
The presence of 19-norandrostenedione and its sulphate form in yolk-sac fluid of the early equine conceptus.	2008-01	17980578
Microbial oxidation of anabolic steroids.	2008	19023784
Synthesis and analytics of 2,2,3,4,4-d5-19-nor-5alpha-androsterone--an internal standard in doping analysis.	2007-05	17383698
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	17417080
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.	2007-03-14	17386712
Survey of nutritional supplements for selected illegal anabolic steroids and ephedrine using LC-MS/MS and GC-MS methods, respectively.	2007-03	17364927
Effect of multiple oral doses of androgenic anabolic steroids on endurance performance and serum indices of physical stress in healthy male subjects.	2006-11	16896724
Detection and quantification of glucuro- and sulfoconjugated metabolites in human urine following oral administration of xenobiotic 19-norsteroids.	2006-09	16814335
Dimerization and enzymatic activity of fungal 17beta-hydroxysteroid dehydrogenase from the short-chain dehydrogenase/reductase superfamily.	2005-12-16	16359545
Transformations of 4- and 17alpha-substituted testosterone analogues by Fusarium culmorum.	2005-11	16023688
Endogenous occurrence of some anabolic steroids in swine matrices.	2005-09	16192067
Unintentional doping through the use of contaminated nutritional supplements.	2005-07	16156450
Quantification and profiling of 19-norandrosterone and 19-noretiocholanolone in human urine after consumption of a nutritional supplement and norsteroids.	2005-03	15902981
Analytical strategies for the detection of non-labelled anabolic androgenic steroids in nutritional supplements.	2004-07	15370836
Significance of individual amino acid residues for coenzyme and substrate specificity of 17beta-hydroxysteroid dehydrogenase from the fungus Cochliobolus lunatus.	2003-02-01	12604235
Oral andro-related prohormone supplementation: do the potential risks outweigh the benefits?	2003-02	12671199
Effects of norandrostenedione and norandrostenediol in resistance-trained men.	2002-09	12297208
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	11824814
[Urinary nandrolone metabolites in antidoping control].	2001-09	11787429
Detection and determination of anabolic steroids in nutritional supplements.	2001-07	11377067
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.	2001-05	11417430
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.	2001-02	11708699
17beta-hydroxysteroid dehydrogenase from the fungus Cochliobolus lunatus: structural and functional aspects.	2001-01-30	11306095
Searching for the physiological function of 17beta-hydroxysteroid dehydrogenase from the fungus Cochliobolus lunatus: studies of substrate specificity and expression analysis.	2001-01-22	11165029
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	11507757

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:08:59 GMT 2025` Edited by `admin` on `Mon Mar 31 18:08:59 GMT 2025`
Record UNII	U90987PVU5
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

19-NORANDROSTENEDIONE

Common Name

English

NSC-12164

Preferred 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

(+)-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