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Details

Stereochemistry ABSOLUTE
Molecular Formula C20H24O3
Molecular Weight 312.4035
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 17.BETA.-HYDROXYESTRA-4,9,11-TRIEN-3-ONE, ACETATE

SMILES

CC(=O)O[C@@]1([H])CC[C@@]2([H])[C@]3([H])CCC4=CC(=O)CCC4=C3C=C[C@@]21C

InChI

InChIKey=CMRJPMODSSEAPL-FYQPLNBISA-N
InChI=1S/C20H24O3/c1-12(21)23-19-8-7-18-17-5-3-13-11-14(22)4-6-15(13)16(17)9-10-20(18,19)2/h9-11,17-19H,3-8H2,1-2H3/t17-,18+,19+,20+/m1/s1

HIDE SMILES / InChI

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

5.5209597E11
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
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
Mobility of the growth promoters trenbolone and melengestrol acetate in agricultural soil: column studies.
2004 Jun 29
IGF-I mRNA levels in bovine satellite cell cultures: effects of fusion and anabolic steroid treatment.
2004 Nov
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
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
Application of ecotoxicogenomics for studying endocrine disruption in vertebrates and invertebrates.
2006 Apr
COMPRENDO: Focus and approach.
2006 Apr
Identification of metabolites of trenbolone acetate in androgenic runoff from a beef feedlot.
2006 Apr
Introduction: The ecological relevance of chemically induced endocrine disruption in wildlife.
2006 Apr
Collision-induced dissociation pathways of anabolic steroids by electrospray ionization tandem mass spectrometry.
2006 Apr
[Importance of development of ecotoxicogenomics in understanding molecular mechanisms of chemicals in developing animals].
2006 Jan
[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
Reproductive toxicity of trenbolone acetate in embryonically exposed 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
Determination of anabolic steroids in muscle tissue by liquid chromatography-tandem mass spectrometry.
2007 Oct 17
Screening of in vitro synthesised metabolites of 4,9,11-trien-3-one steroids by liquid chromatography mass spectrometry.
2008
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
Effect of parental exposure to trenbolone and the brominated flame retardant BDE-47 on fertility in rainbow trout (Oncorhynchus mykiss).
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
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
The development of multiple drug use among anabolic-androgenic steroid users: six subjective case reports.
2008 Nov 28
Synthesis and SAR study of novel pseudo-steroids as potent and selective progesterone receptor antagonists.
2009 Jul 15
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
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
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.
Name Type Language
17.BETA.-HYDROXYESTRA-4,9,11-TRIEN-3-ONE, ACETATE
Common Name English
TRENBOLONE ACETATE CIII [USP-RS]
Common Name English
TRENBOLONE ACETATE [MI]
Common Name English
TRENBOLONE ACETATE [USAN]
Common Name English
TRENBOLONE ACETATE [MART.]
Common Name English
ESTRA-4,9,11-TRIEN-3-ONE, 17-(ACETYLOXY)-, (17.BETA.)-
Systematic Name English
RU-1697
Code English
TRENBOLONE ACETATE [USP MONOGRAPH]
Common Name English
TRENBOLONE ACETATE [GREEN BOOK]
Common Name English
TRENBOLONE ACETATE [USP]
Common Name English
TRENBOLONE ACETATE CIII
USP-RS  
Common Name English
TRENBOLONE ACETATE [WHO-DD]
Common Name English
Classification Tree Code System Code
CFR 21 CFR 522.2476
Created by admin on Fri Jun 25 20:53:00 UTC 2021 , Edited by admin on Fri Jun 25 20:53:00 UTC 2021
CFR 21 CFR 522.2477
Created by admin on Fri Jun 25 20:53:00 UTC 2021 , Edited by admin on Fri Jun 25 20:53:00 UTC 2021
CFR 21 CFR 522.2478
Created by admin on Fri Jun 25 20:53:00 UTC 2021 , Edited by admin on Fri Jun 25 20:53:00 UTC 2021
NCI_THESAURUS C2360
Created by admin on Fri Jun 25 20:53:00 UTC 2021 , Edited by admin on Fri Jun 25 20:53:00 UTC 2021
Code System Code Type Description
PUBCHEM
66359
Created by admin on Fri Jun 25 20:53:00 UTC 2021 , Edited by admin on Fri Jun 25 20:53:00 UTC 2021
PRIMARY
EPA CompTox
10161-34-9
Created by admin on Fri Jun 25 20:53:00 UTC 2021 , Edited by admin on Fri Jun 25 20:53:00 UTC 2021
PRIMARY
CAS
10161-34-9
Created by admin on Fri Jun 25 20:53:00 UTC 2021 , Edited by admin on Fri Jun 25 20:53:00 UTC 2021
PRIMARY
DRUG BANK
DB14660
Created by admin on Fri Jun 25 20:53:00 UTC 2021 , Edited by admin on Fri Jun 25 20:53:00 UTC 2021
PRIMARY
WIKIPEDIA
Trenbolone acetate
Created by admin on Fri Jun 25 20:53:00 UTC 2021 , Edited by admin on Fri Jun 25 20:53:00 UTC 2021
PRIMARY
NCI_THESAURUS
C61982
Created by admin on Fri Jun 25 20:53:00 UTC 2021 , Edited by admin on Fri Jun 25 20:53:00 UTC 2021
PRIMARY
ECHA (EC/EINECS)
233-432-5
Created by admin on Fri Jun 25 20:53:00 UTC 2021 , Edited by admin on Fri Jun 25 20:53:00 UTC 2021
PRIMARY
MERCK INDEX
M11015
Created by admin on Fri Jun 25 20:53:00 UTC 2021 , Edited by admin on Fri Jun 25 20:53:00 UTC 2021
PRIMARY Merck Index
ChEMBL
CHEMBL1698011
Created by admin on Fri Jun 25 20:53:00 UTC 2021 , Edited by admin on Fri Jun 25 20:53:00 UTC 2021
PRIMARY
RXCUI
1484277
Created by admin on Fri Jun 25 20:53:00 UTC 2021 , Edited by admin on Fri Jun 25 20:53:00 UTC 2021
PRIMARY RxNorm
USP_CATALOG
1673828
Created by admin on Fri Jun 25 20:53:00 UTC 2021 , Edited by admin on Fri Jun 25 20:53:00 UTC 2021
PRIMARY USP-RS
FDA UNII
RUD5Y4SV0S
Created by admin on Fri Jun 25 20:53:00 UTC 2021 , Edited by admin on Fri Jun 25 20:53:00 UTC 2021
PRIMARY
MESH
D014204
Created by admin on Fri Jun 25 20:53:00 UTC 2021 , Edited by admin on Fri Jun 25 20:53:00 UTC 2021
PRIMARY
EVMPD
SUB32683
Created by admin on Fri Jun 25 20:53:00 UTC 2021 , Edited by admin on Fri Jun 25 20:53:00 UTC 2021
PRIMARY