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Details

Stereochemistry ABSOLUTE
Molecular Formula C18H22O2
Molecular Weight 270.3661
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TRENBOLONE

SMILES

[H][C@@]12CC[C@H](O)[C@@]1(C)C=CC3=C4CCC(=O)C=C4CC[C@@]23[H]

InChI

InChIKey=MEHHPFQKXOUFFV-OWSLCNJRSA-N
InChI=1S/C18H22O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h8-10,15-17,20H,2-7H2,1H3/t15-,16+,17+,18+/m1/s1

HIDE SMILES / InChI

Molecular Formula C18H22O2
Molecular Weight 270.3661
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 4 / 4
E/Z Centers 0
Optical Activity UNSPECIFIED

Description
Curator's Comment: description was created based on several sources, including: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=de1d618f-7e27-4307-9330-0e1a2255ee95 http://www.wikidoc.org/index.php/Trenbolone

Trenbolone is an anabolic steroid. It is used on livestock to increase muscle growth and appetite. Trenbolone compounds have a binding affinity for the androgen receptor three times as high as that of testosterone. Once metabolized, the drugs have the effect of increasing nitrogen uptake by muscles, leading to an increase in the rate of protein synthesis. It also has the secondary effects of stimulating appetite, reducing the amount of fat being deposited in the body, and decreasing the rate of catabolism. Short-term side effects include insomnia, high blood pressure, increased aggression, night sweats, and libido.

CNS Activity

Curator's Comment: Known to be CNS penetrant in rat. Human data not available.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
0.15 nM [Kd]
53.0 nM [Kd]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Finaplix®-H

Approved Use

Increases rate of weight gain and improves feed efficiency.

Launch Date

1987
PubMed

PubMed

TitleDatePubMed
[Simple and rapid analysis of trenbolone and zeranol residues in cattle muscle and liver by stack-cartridge solid-phase extraction and HPLC using on-line clean-up with EC and UV detection].
2001 Aug
Biochemistry and physiology of anabolic hormones used for improvement of meat production.
2001 Jan
Assessment of oestrogenic potency of chemicals used as growth promoter by in-vitro methods.
2001 May
Sensor chip preparation and assay construction for immunobiosensor determination of beta-agonists and hormones.
2001 Oct
Determination of trenbolone and its metabolite in bovine fluids by liquid chromatography-tandem mass spectrometry.
2003 Jan 25
Single-laboratory validation of a modified liquid chromatographic method with UV detection for determination of trenbolone residues in bovine liver and muscle.
2003 Sep-Oct
Androgenic and estrogenic activity in water bodies receiving cattle feedlot effluent in Eastern Nebraska, USA.
2004 Mar
Screening of anabolic steroids in horse urine by liquid chromatography-tandem mass spectrometry.
2005 Apr 29
Fluctuating asymmetry and growth as biomarkers for exposure to androgen disrupting chemicals in Japanese quail.
2005 Aug
Decrease in anogenital distance among male infants with prenatal phthalate exposure.
2005 Aug
Detection, quantification and confirmation of anabolic steroids in equine plasma by liquid chromatography and tandem mass spectrometry.
2005 Dec 27
Evaluation of the rodent Hershberger bioassay using three reference (anti)androgens.
2005 Jun
Structural and functional diversity of microbial communities from a lake sediment contaminated with trenbolone, an endocrine-disrupting chemical.
2005 Sep
Collision-induced dissociation pathways of anabolic steroids by electrospray ionization tandem mass spectrometry.
2006 Apr
Doping control analysis in human urine by liquid chromatography-electrospray ionization ion trap mass spectrometry for the Olympic Games Athens 2004: determination of corticosteroids and quantification of ephedrines, salbutamol and morphine.
2006 Jul 28
[Rhabdomyolysis in a bodybuilder using steroids].
2006 May 13
Gene expression patterns in rainbow trout, Oncorhynchus mykiss, exposed to a suite of model toxicants.
2006 May 25
Rapid screening of doping agents in human urine by vacuum MALDI-linear ion trap mass spectrometry.
2007 Aug 1
Modulation of steroidogenic gene expression and hormone production of H295R cells by pharmaceuticals and other environmentally active compounds.
2007 Dec 1
Immunotoxicity of trenbolone acetate in Japanese quail.
2007 Jan
Analysis of synthetic 19-norsteroids trenbolone, tetrahydrogestrinone and gestrinone by gas chromatography-mass spectrometry.
2007 May 25
A league of their own: demographics, motivations and patterns of use of 1,955 male adult non-medical anabolic steroid users in the United States.
2007 Oct 11
Evaluation of the rodent Hershberger bioassay: testing of coded chemicals and supplementary molecular-biological and biochemical investigations.
2007 Sep 24
Screening of in vitro synthesised metabolites of 4,9,11-trien-3-one steroids by liquid chromatography mass spectrometry.
2008
Induction of micronuclei in V79 cells by the anabolic doping steroids tetrahydrogestrinone and trenbolone.
2008 Apr
[Determination of three anabolic steroids by liquid chromatography-mass spectrometry].
2008 Jul
Confirmatory analysis of Trenbolone using accurate mass measurement with LC/TOF-MS.
2008 Jun 16
Comparison of estrogen-responsive plasma protein biomarkers and reproductive endpoints in sheepshead minnows exposed to 17beta-trenbolone.
2008 Jun 23
Trace analysis of androgens and progestogens in environmental waters by ultra-performance liquid chromatography-electrospray tandem mass spectrometry.
2008 Jun 27
Degradation of synthetic androgens 17alpha- and 17beta-trenbolone and trendione in agricultural soils.
2008 May 15
Distribution of trenbolone residues in liver and various muscle groups of heifers that received multiple implants at the recommended site of application.
2008 May-Jun
[Determination of eleven steroid hormones in animal muscle tissues and eggs using ultra-performance liquid chromatography-tandem mass spectrometry].
2008 Nov
The development of multiple drug use among anabolic-androgenic steroid users: six subjective case reports.
2008 Nov 28
Determination of trenbolone residual in bovine liver by liquid chromatography-mass spectrometry.
2009 Apr
The watershed as a conceptual framework for the study of environmental and human health.
2009 Feb 18
Synthesis and SAR study of novel pseudo-steroids as potent and selective progesterone receptor antagonists.
2009 Jul 15
Doping control analysis of trenbolone and related compounds using liquid chromatography-tandem mass spectrometry.
2009 Mar
Confirmatory method for the determination of nandrolone and trenbolone in urine samples using immunoaffinity cleanup and liquid chromatography-tandem mass spectrometry.
2009 Nov 13
Analysis of anabolic steroids in hair: time courses in guinea pigs.
2009 Sep
Is the gonadotropin releasing hormone system vulnerable to endocrine disruption in birds?
2009 Sep 1
In vitro study of Organization for Economic Co-operation and Development (OECD) endocrine disruptor screening and testing methods- establishment of a recombinant rat androgen receptor (rrAR) binding assay.
2010 Apr
Generic sample preparation combined with high-resolution liquid chromatography-time-of-flight mass spectrometry for unification of urine screening in doping-control laboratories.
2010 Apr
Synthesis and characterization of new aromatic esters based on 4,16-pregnadiene-6,20-dione skeleton.
2010 Dec 8
Trenbolone causes irreversible masculinization of zebrafish at environmentally relevant concentrations.
2010 Jul 15
Soil temperature and moisture effects on the persistence of synthetic androgen 17alpha-trenbolone, 17beta-trenbolone and trendione.
2010 May
Assessing the fate and transformation by-product potential of trenbolone during chlorination.
2010 Nov
Patents

Patents

Sample Use Guides

One implant containing 200 mg trenbolone acetate is administered to each animal. The implant is placed under the skin on the posterior aspect of the ear by means of a special implanter.
Route of Administration: Other
In Vitro Use Guide
Trenbolone was a high-affinity ligand for the androgen receptor (AR), with an IC(50) of about 4 nM in rat ventral prostate cytosol and about 33 nM in cells transfected with the human AR.
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:40:48 GMT 2023
Edited
by admin
on Fri Dec 15 16:40:48 GMT 2023
Record UNII
P53R4420TR
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
TRENBOLONE
INN   MI   WHO-DD  
INN  
Official Name English
TRENBOLONE [MI]
Common Name English
RU-2341
Code English
TRENBOLONE RELATED COMPOUND B [USP IMPURITY]
Common Name English
Trenbolone [WHO-DD]
Common Name English
TRENBOLONE RELATED COMPOUND B
USP  
Common Name English
17BETA-TRENBOLONE
Common Name English
ESTRA-4,9,11-TRIEN-3-ONE, 17-HYDROXY-, (17.BETA.)-
Systematic Name English
TRIENBOLONE
Common Name English
trenbolone [INN]
Common Name English
Classification Tree Code System Code
WIKIPEDIA Designer-drugs-Trenbolone
Created by admin on Fri Dec 15 16:40:48 GMT 2023 , Edited by admin on Fri Dec 15 16:40:48 GMT 2023
CFR 21 CFR 556.739
Created by admin on Fri Dec 15 16:40:48 GMT 2023 , Edited by admin on Fri Dec 15 16:40:48 GMT 2023
NCI_THESAURUS C2360
Created by admin on Fri Dec 15 16:40:48 GMT 2023 , Edited by admin on Fri Dec 15 16:40:48 GMT 2023
DEA NO. 4000
Created by admin on Fri Dec 15 16:40:48 GMT 2023 , Edited by admin on Fri Dec 15 16:40:48 GMT 2023
Code System Code Type Description
INN
2916
Created by admin on Fri Dec 15 16:40:48 GMT 2023 , Edited by admin on Fri Dec 15 16:40:48 GMT 2023
PRIMARY
EVMPD
SUB11232MIG
Created by admin on Fri Dec 15 16:40:48 GMT 2023 , Edited by admin on Fri Dec 15 16:40:48 GMT 2023
PRIMARY
PUBCHEM
25015
Created by admin on Fri Dec 15 16:40:48 GMT 2023 , Edited by admin on Fri Dec 15 16:40:48 GMT 2023
PRIMARY
RXCUI
1484278
Created by admin on Fri Dec 15 16:40:48 GMT 2023 , Edited by admin on Fri Dec 15 16:40:48 GMT 2023
PRIMARY RxNorm
FDA UNII
P53R4420TR
Created by admin on Fri Dec 15 16:40:48 GMT 2023 , Edited by admin on Fri Dec 15 16:40:48 GMT 2023
PRIMARY
DAILYMED
P53R4420TR
Created by admin on Fri Dec 15 16:40:48 GMT 2023 , Edited by admin on Fri Dec 15 16:40:48 GMT 2023
PRIMARY
WIKIPEDIA
TRENBOLONE
Created by admin on Fri Dec 15 16:40:48 GMT 2023 , Edited by admin on Fri Dec 15 16:40:48 GMT 2023
PRIMARY
SMS_ID
100000077481
Created by admin on Fri Dec 15 16:40:48 GMT 2023 , Edited by admin on Fri Dec 15 16:40:48 GMT 2023
PRIMARY
MERCK INDEX
m11015
Created by admin on Fri Dec 15 16:40:48 GMT 2023 , Edited by admin on Fri Dec 15 16:40:48 GMT 2023
PRIMARY Merck Index
EPA CompTox
DTXSID0034192
Created by admin on Fri Dec 15 16:40:48 GMT 2023 , Edited by admin on Fri Dec 15 16:40:48 GMT 2023
PRIMARY
DRUG BANK
DB11551
Created by admin on Fri Dec 15 16:40:48 GMT 2023 , Edited by admin on Fri Dec 15 16:40:48 GMT 2023
PRIMARY
CAS
10161-33-8
Created by admin on Fri Dec 15 16:40:48 GMT 2023 , Edited by admin on Fri Dec 15 16:40:48 GMT 2023
PRIMARY
ChEMBL
CHEMBL1698011
Created by admin on Fri Dec 15 16:40:48 GMT 2023 , Edited by admin on Fri Dec 15 16:40:48 GMT 2023
PRIMARY
NCI_THESAURUS
C95072
Created by admin on Fri Dec 15 16:40:48 GMT 2023 , Edited by admin on Fri Dec 15 16:40:48 GMT 2023
PRIMARY
Related Record Type Details
METABOLITE INACTIVE -> PARENT
PRODRUG -> METABOLITE ACTIVE
Related Record Type Details
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Related Record Type Details
ACTIVE MOIETY