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

Molecular Formula	C20H24O3
Molecular Weight	312.4028
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	4 / 4
E/Z Centers	0
Optical Activity	UNSPECIFIED

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
Biochemistry and physiology of anabolic hormones used for improvement of meat production.	2001 Jan	11297191
Testosterone-stimulated weanlings as an alternative to castrated male rats in the Hershberger anti-androgen assay.	2004 Apr	15041151
Androgenic and estrogenic activity in water bodies receiving cattle feedlot effluent in Eastern Nebraska, USA.	2004 Mar	14998751
Tetrahydrogestrinone is a potent androgen and progestin.	2004 May	15126583
Fluctuating asymmetry and growth as biomarkers for exposure to androgen disrupting chemicals in Japanese quail.	2005 Aug	16215698
Decrease in anogenital distance among male infants with prenatal phthalate exposure.	2005 Aug	16079079
Detection, quantification and confirmation of anabolic steroids in equine plasma by liquid chromatography and tandem mass spectrometry.	2005 Dec 27	16289956
Evaluation of the rodent Hershberger bioassay using three reference (anti)androgens.	2005 Jun	15968828
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
[Importance of development of ecotoxicogenomics in understanding molecular mechanisms of chemicals in developing animals].	2006 Jan	16506650
In utero exposure to the environmental androgen trenbolone masculinizes female Sprague-Dawley rats.	2007 Nov 1	17931805
Chemical contaminants in feedlot wastes: concentrations, effects and attenuation.	2008 Aug	18055014
Intercalibration exercise using a stickleback endocrine disrupter screening assay.	2008 Feb	18348632
Effect of parental exposure to trenbolone and the brominated flame retardant BDE-47 on fertility in rainbow trout (Oncorhynchus mykiss).	2008 Jul	18397801
Confirmatory analysis of Trenbolone using accurate mass measurement with LC/TOF-MS.	2008 Jun 16	18501249
Comparison of estrogen-responsive plasma protein biomarkers and reproductive endpoints in sheepshead minnows exposed to 17beta-trenbolone.	2008 Jun 23	18495259
Trace analysis of androgens and progestogens in environmental waters by ultra-performance liquid chromatography-electrospray tandem mass spectrometry.	2008 Jun 27	18502434
The watershed as a conceptual framework for the study of environmental and human health.	2009 Feb 18	20508751
Hormonal growth promoting agents in food producing animals.	2010	20020373
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	20371976
Synthesis and characterization of new aromatic esters based on 4,16-pregnadiene-6,20-dione skeleton.	2010 Dec 8	21143843
Sex differences in the uptake and disposition of perfluorooctanoic acid in fathead minnows after oral dosing.	2010 Jan 1	19961202
Trenbolone causes irreversible masculinization of zebrafish at environmentally relevant concentrations.	2010 Jul 15	20363039
Assessing the fate and transformation by-product potential of trenbolone during chlorination.	2010 Nov	20719355

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.

Substance Class	Chemical Created by `admin` on `Fri Dec 15 16:16:01 GMT 2023` Edited by `admin` on `Fri Dec 15 16:16:01 GMT 2023`
Record UNII	RUD5Y4SV0S
Record Status	`Validated (UNII)`
Record Version

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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