TRENBOLONE ACETATE

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 Search

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
Sources: https://animaldrugsatfda.fda.gov/adafda/app/search/public/document/downloadFoi/221
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

Originator

Approval Year

Targets

Primary Target	Pharmacology	Potency
Androgen Receptor 167 Target ID: CHEMBL1871 Sources: http://www.ncbi.nlm.nih.gov/pubmed/11252818	Binding Agent 1064	0.15 nM [Kd]
Progesterone receptor 61 Target ID: CHEMBL208 Sources: http://www.ncbi.nlm.nih.gov/pubmed/11252818	Binding Agent 1064
Glucocorticoid receptor 172 Target ID: CHEMBL2034 Sources: http://www.ncbi.nlm.nih.gov/pubmed/3486322	Binding Agent 1064	53.0 nM [Kd]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Weight gain 4 Sources: http://www.accessdata.fda.gov/spl/data/d1f62758-6d8f-40df-8e6c-d7377f1fbd1e/d1f62758-6d8f-40df-8e6c-d7377f1fbd1e.xml	Primary		Approved 8429	Finaplix®-H Approved Use Increases rate of weight gain and improves feed efficiency. Launch Date 1987

PubMed

Title	Date	PubMed
[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	11817136
The fate of trenbolone acetate and melengestrol acetate after application as growth promoters in cattle: environmental studies.	2001 Nov	11713000
Sensor chip preparation and assay construction for immunobiosensor determination of beta-agonists and hormones.	2001 Oct	11693613
In vitro and in vivo effects of 17beta-trenbolone: a feedlot effluent contaminant.	2002 Dec	12441365
Determination of trenbolone and its metabolite in bovine fluids by liquid chromatography-tandem mass spectrometry.	2003 Jan 25	12504177
Screening of anabolic steroids in horse urine by liquid chromatography-tandem mass spectrometry.	2005 Apr 29	15862683
Fluctuating asymmetry and growth as biomarkers for exposure to androgen disrupting chemicals in Japanese quail.	2005 Aug	16215698
Detection, quantification and confirmation of anabolic steroids in equine plasma by liquid chromatography and tandem mass spectrometry.	2005 Dec 27	16289956
Application of ecotoxicogenomics for studying endocrine disruption in vertebrates and invertebrates.	2006 Apr	16818254
COMPRENDO: Focus and approach.	2006 Apr	16818253
Identification of metabolites of trenbolone acetate in androgenic runoff from a beef feedlot.	2006 Apr	16818248
Introduction: The ecological relevance of chemically induced endocrine disruption in wildlife.	2006 Apr	16818239
Collision-induced dissociation pathways of anabolic steroids by electrospray ionization tandem mass spectrometry.	2006 Apr	16488153
Determination of synthetic hormones in animal urine by high-performance liquid chromatography/mass spectrometry.	2007 Mar-Apr	17474533
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	17931410
Screening of in vitro synthesised metabolites of 4,9,11-trien-3-one steroids by liquid chromatography mass spectrometry.	2008	18708698
The development of multiple drug use among anabolic-androgenic steroid users: six subjective case reports.	2008 Nov 28	19040748
Determination of trenbolone residual in bovine liver by liquid chromatography-mass spectrometry.	2009 Apr	18953471
Analysis of anabolic steroids in hair: time courses in guinea pigs.	2009 Sep	19397917
Hormonal growth promoting agents in food producing animals.	2010	20020373
Gonadal alterations in male eelpout (Zoarces viviparus) exposed to ethinylestradiol and trenbolone separately or in combination.	2010	19864016

Patents

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.

Name

Type

Language

TRENBOLONE ACETATE

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

Common Name

English

Classification Tree Code System Code

CFR

21 CFR 522.2476