U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C20H24O3
Molecular Weight 312.4028
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TRENBOLONE ACETATE

SMILES

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

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

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
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
Enzyme-linked immunosorbent assay-based detection of free trenbolone in bovine bile.
2004 Jul 14
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
COMPRENDO: Focus and approach.
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
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
Gene expression patterns in rainbow trout, Oncorhynchus mykiss, exposed to a suite of model toxicants.
2006 May 25
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
Comparison of estrogen-responsive plasma protein biomarkers and reproductive endpoints in sheepshead minnows exposed to 17beta-trenbolone.
2008 Jun 23
The detection and assessment of the aneugenic potential of selected oestrogens, progestins and androgens using the in vitro cytokinesis blocked micronucleus assay.
2008 Mar 12
[Determination of eleven steroid hormones in animal muscle tissues and eggs using ultra-performance liquid chromatography-tandem mass spectrometry].
2008 Nov
Expression signatures for a model androgen and antiandrogen in the fathead minnow (Pimephales promelas) ovary.
2009 Apr 1
The watershed as a conceptual framework for the study of environmental and human health.
2009 Feb 18
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
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
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

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
TRENBOLONE ACETATE
USAN  
Official 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
17β-Hydroxyestra-4,9,11-trien-3-one, acetate
Common Name English
TRENBOLONE ACETATE [USP MONOGRAPH]
Common Name English
Trenbolone acetate [WHO-DD]
Common Name English
TRENBOLONE ACETATE [GREEN BOOK]
Common Name English
TRENBOLONE ACETATE [USP IMPURITY]
Common Name English
TRENBOLONE ACETATE CIII
USP-RS  
Common Name English
Classification Tree Code System Code
CFR 21 CFR 522.2476
Created by admin on Fri Dec 15 16:16:01 GMT 2023 , Edited by admin on Fri Dec 15 16:16:01 GMT 2023
CFR 21 CFR 522.2477
Created by admin on Fri Dec 15 16:16:01 GMT 2023 , Edited by admin on Fri Dec 15 16:16:01 GMT 2023
CFR 21 CFR 522.2478
Created by admin on Fri Dec 15 16:16:01 GMT 2023 , Edited by admin on Fri Dec 15 16:16:01 GMT 2023
NCI_THESAURUS C2360
Created by admin on Fri Dec 15 16:16:01 GMT 2023 , Edited by admin on Fri Dec 15 16:16:01 GMT 2023
Code System Code Type Description
PUBCHEM
66359
Created by admin on Fri Dec 15 16:16:01 GMT 2023 , Edited by admin on Fri Dec 15 16:16:01 GMT 2023
PRIMARY
EPA CompTox
DTXSID2046626
Created by admin on Fri Dec 15 16:16:01 GMT 2023 , Edited by admin on Fri Dec 15 16:16:01 GMT 2023
PRIMARY
CAS
10161-34-9
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DRUG BANK
DB14660
Created by admin on Fri Dec 15 16:16:01 GMT 2023 , Edited by admin on Fri Dec 15 16:16:01 GMT 2023
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WIKIPEDIA
Trenbolone acetate
Created by admin on Fri Dec 15 16:16:01 GMT 2023 , Edited by admin on Fri Dec 15 16:16:01 GMT 2023
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NCI_THESAURUS
C61982
Created by admin on Fri Dec 15 16:16:01 GMT 2023 , Edited by admin on Fri Dec 15 16:16:01 GMT 2023
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USAN
U-103
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SMS_ID
100000126371
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ECHA (EC/EINECS)
233-432-5
Created by admin on Fri Dec 15 16:16:01 GMT 2023 , Edited by admin on Fri Dec 15 16:16:01 GMT 2023
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MERCK INDEX
m11015
Created by admin on Fri Dec 15 16:16:01 GMT 2023 , Edited by admin on Fri Dec 15 16:16:01 GMT 2023
PRIMARY Merck Index
ChEMBL
CHEMBL1698011
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PRIMARY
RXCUI
1484277
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PRIMARY RxNorm
RS_ITEM_NUM
1673828
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FDA UNII
RUD5Y4SV0S
Created by admin on Fri Dec 15 16:16:01 GMT 2023 , Edited by admin on Fri Dec 15 16:16:01 GMT 2023
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DAILYMED
RUD5Y4SV0S
Created by admin on Fri Dec 15 16:16:01 GMT 2023 , Edited by admin on Fri Dec 15 16:16:01 GMT 2023
PRIMARY
MESH
D014204
Created by admin on Fri Dec 15 16:16:01 GMT 2023 , Edited by admin on Fri Dec 15 16:16:01 GMT 2023
PRIMARY
EVMPD
SUB32683
Created by admin on Fri Dec 15 16:16:01 GMT 2023 , Edited by admin on Fri Dec 15 16:16:01 GMT 2023
PRIMARY