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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

C[C@]12C=CC3=C4CCC(=O)C=C4CC[C@H]3[C@@H]1CC[C@@H]2O

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

CNS Active
4002
Curator's Comment: Known to be CNS penetrant in rat. Human data not available.

Originator

Approval Year

1987
121
Targets

Targets

Primary TargetPharmacologyConditionPotency
Binding Agent
1076
 0.15 nM [Kd]
Binding Agent
1076
Binding Agent
1076
 53.0 nM [Kd]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Approved
8583
Finaplix®-H

Approved Use

Increases rate of weight gain and improves feed efficiency.

Launch Date

1987
Doses

Doses

DosePopulationAdverse events​
25 mg 1 times / day multiple, oral
Overdose
Dose: 25 mg, 1 times / day
Route: oral
Route: multiple
Dose: 25 mg, 1 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/16436902/
healthy, ADULT
Health Status: healthy
Age Group: ADULT
Sex: M
Food Status: UNKNOWN
Sources:
https://pubmed.ncbi.nlm.nih.gov/16436902/
Disc. AE: jaundice, pruritus...
AEs leading to
discontinuation/dose reduction:
jaundice (1 pt)
pruritus (1 pt)
Sources:
https://pubmed.ncbi.nlm.nih.gov/16436902/
AEs

AEs

AESignificanceDosePopulation
jaundice 1 pt
Disc. AE
25 mg 1 times / day multiple, oral
Overdose
Dose: 25 mg, 1 times / day
Route: oral
Route: multiple
Dose: 25 mg, 1 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/16436902/
healthy, ADULT
Health Status: healthy
Age Group: ADULT
Sex: M
Food Status: UNKNOWN
Sources:
https://pubmed.ncbi.nlm.nih.gov/16436902/
pruritus 1 pt
Disc. AE
25 mg 1 times / day multiple, oral
Overdose
Dose: 25 mg, 1 times / day
Route: oral
Route: multiple
Dose: 25 mg, 1 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/16436902/
healthy, ADULT
Health Status: healthy
Age Group: ADULT
Sex: M
Food Status: UNKNOWN
Sources:
https://pubmed.ncbi.nlm.nih.gov/16436902/
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
The fate of trenbolone acetate and melengestrol acetate after application as growth promoters in cattle: environmental studies.
2001 Nov
Sensor chip preparation and assay construction for immunobiosensor determination of beta-agonists and hormones.
2001 Oct
In vitro and in vivo effects of 17beta-trenbolone: a feedlot effluent contaminant.
2002 Dec
Determination of trenbolone and its metabolite in bovine fluids by liquid chromatography-tandem mass spectrometry.
2003 Jan 25
Effects of the androgenic growth promoter 17-beta-trenbolone on fecundity and reproductive endocrinology of the fathead minnow.
2003 Jun
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
Testosterone-stimulated weanlings as an alternative to castrated male rats in the Hershberger anti-androgen assay.
2004 Apr
Mobility of the growth promoters trenbolone and melengestrol acetate in agricultural soil: column studies.
2004 Jun 29
Androgenic and estrogenic activity in water bodies receiving cattle feedlot effluent in Eastern Nebraska, USA.
2004 Mar
Tetrahydrogestrinone is a potent androgen and progestin.
2004 May
Detection, quantification and confirmation of anabolic steroids in equine plasma by liquid chromatography and tandem mass spectrometry.
2005 Dec 27
Rapid test by liquid chromatography/tandem mass spectrometry to evaluate equine urine reactivity towards 17beta-OH steroids.
2006
Collision-induced dissociation pathways of anabolic steroids by electrospray ionization tandem mass spectrometry.
2006 Apr
[Rhabdomyolysis in a bodybuilder using steroids].
2006 May 13
Determination of anabolic steroids in muscle tissue by liquid chromatography-tandem mass spectrometry.
2007 Oct 17
Induction of micronuclei in V79 cells by the anabolic doping steroids tetrahydrogestrinone and trenbolone.
2008 Apr
Identification of hormone esters in injection site in muscle tissues by LC/MS/MS.
2008 Dec
Intercalibration exercise using a stickleback endocrine disrupter screening assay.
2008 Feb
[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
Expression signatures for a model androgen and antiandrogen in the fathead minnow (Pimephales promelas) ovary.
2009 Apr 1
Stereoselective sorption by agricultural soils and liquid-liquid partitioning of trenbolone (17alpha and 17beta) and trendione.
2009 Dec 1
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
Hormonal growth promoting agents in food producing animals.
2010
Gonadal alterations in male eelpout (Zoarces viviparus) exposed to ethinylestradiol and trenbolone separately or in combination.
2010
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
Highly active human pharmaceuticals in aquatic systems: A concept for their identification based on their mode of action.
2010 Feb 18
Sex differences in the uptake and disposition of perfluorooctanoic acid in fathead minnows after oral dosing.
2010 Jan 1
Trenbolone causes irreversible masculinization of zebrafish at environmentally relevant concentrations.
2010 Jul 15
Tissue selectivity and potential clinical applications of trenbolone (17beta-hydroxyestra-4,9,11-trien-3-one): A potent anabolic steroid with reduced androgenic and estrogenic activity.
2010 Jun
Soil temperature and moisture effects on the persistence of synthetic androgen 17alpha-trenbolone, 17beta-trenbolone and trendione.
2010 May
OECD validation of phase-3 Hershberger assay using the stimulated weanling male rat in Korea.
2010 May
Assessing the fate and transformation by-product potential of trenbolone during chlorination.
2010 Nov
Patents

Patents

GB1035683
2

Sample Use Guides

In Vivo Use Guide
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 Mon Mar 31 18:34:21 GMT 2025
Edited
by admin
on Mon Mar 31 18:34:21 GMT 2025
Record UNII
P53R4420TR
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
TRENBOLONE
INN   MI   WHO-DD  
INN  
Official Name English
TRENBOLONE RELATED COMPOUND B
USP  
Preferred 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
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 Mon Mar 31 18:34:21 GMT 2025 , Edited by admin on Mon Mar 31 18:34:21 GMT 2025
CFR 21 CFR 556.739
Created by admin on Mon Mar 31 18:34:21 GMT 2025 , Edited by admin on Mon Mar 31 18:34:21 GMT 2025
NCI_THESAURUS C2360
Created by admin on Mon Mar 31 18:34:21 GMT 2025 , Edited by admin on Mon Mar 31 18:34:21 GMT 2025
DEA NO. 4000
Created by admin on Mon Mar 31 18:34:21 GMT 2025 , Edited by admin on Mon Mar 31 18:34:21 GMT 2025
Code System Code Type Description
INN
2916
Created by admin on Mon Mar 31 18:34:21 GMT 2025 , Edited by admin on Mon Mar 31 18:34:21 GMT 2025
PRIMARY
EVMPD
SUB11232MIG
Created by admin on Mon Mar 31 18:34:21 GMT 2025 , Edited by admin on Mon Mar 31 18:34:21 GMT 2025
PRIMARY
PUBCHEM
25015
Created by admin on Mon Mar 31 18:34:21 GMT 2025 , Edited by admin on Mon Mar 31 18:34:21 GMT 2025
PRIMARY
RXCUI
1484278
Created by admin on Mon Mar 31 18:34:21 GMT 2025 , Edited by admin on Mon Mar 31 18:34:21 GMT 2025
PRIMARY RxNorm
FDA UNII
P53R4420TR
Created by admin on Mon Mar 31 18:34:21 GMT 2025 , Edited by admin on Mon Mar 31 18:34:21 GMT 2025
PRIMARY
DAILYMED
P53R4420TR
Created by admin on Mon Mar 31 18:34:21 GMT 2025 , Edited by admin on Mon Mar 31 18:34:21 GMT 2025
PRIMARY
WIKIPEDIA
TRENBOLONE
Created by admin on Mon Mar 31 18:34:21 GMT 2025 , Edited by admin on Mon Mar 31 18:34:21 GMT 2025
PRIMARY
SMS_ID
100000077481
Created by admin on Mon Mar 31 18:34:21 GMT 2025 , Edited by admin on Mon Mar 31 18:34:21 GMT 2025
PRIMARY
MERCK INDEX
m11015
Created by admin on Mon Mar 31 18:34:21 GMT 2025 , Edited by admin on Mon Mar 31 18:34:21 GMT 2025
PRIMARY Merck Index
EPA CompTox
DTXSID0034192
Created by admin on Mon Mar 31 18:34:21 GMT 2025 , Edited by admin on Mon Mar 31 18:34:21 GMT 2025
PRIMARY
DRUG BANK
DB11551
Created by admin on Mon Mar 31 18:34:21 GMT 2025 , Edited by admin on Mon Mar 31 18:34:21 GMT 2025
PRIMARY
CAS
10161-33-8
Created by admin on Mon Mar 31 18:34:21 GMT 2025 , Edited by admin on Mon Mar 31 18:34:21 GMT 2025
PRIMARY
ChEMBL
CHEMBL1698011
Created by admin on Mon Mar 31 18:34:21 GMT 2025 , Edited by admin on Mon Mar 31 18:34:21 GMT 2025
PRIMARY
NCI_THESAURUS
C95072
Created by admin on Mon Mar 31 18:34:21 GMT 2025 , Edited by admin on Mon Mar 31 18:34:21 GMT 2025
PRIMARY
Related Record Type Details
Structure of TRENDIONE
METABOLITE INACTIVE -> PARENT
Structure of TRENDIONE
PRODRUG -> METABOLITE ACTIVE
Related Record Type Details
Structure of TRENBOLONE ACETATE
PARENT -> IMPURITY
Related Record Type Details
Structure of TRENBOLONE
ACTIVE MOIETY
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