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
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
DescriptionCurator'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
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
Sources: http://www.ncbi.nlm.nih.gov/pubmed/25461682
Curator's Comment: Known to be CNS penetrant in rat. Human data not available.
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: CHEMBL1871 Sources: http://www.ncbi.nlm.nih.gov/pubmed/11252818 |
0.15 nM [Kd] | ||
Target ID: CHEMBL208 Sources: http://www.ncbi.nlm.nih.gov/pubmed/11252818 |
|||
Target ID: CHEMBL2034 Sources: http://www.ncbi.nlm.nih.gov/pubmed/3486322 |
53.0 nM [Kd] |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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Primary | Finaplix®-H Approved UseIncreases rate of weight gain and improves feed efficiency. Launch Date1987 |
PubMed
Title | Date | PubMed |
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[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 |
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Biochemistry and physiology of anabolic hormones used for improvement of meat production. | 2001 Jan |
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Assessment of oestrogenic potency of chemicals used as growth promoter by in-vitro methods. | 2001 May |
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The fate of trenbolone acetate and melengestrol acetate after application as growth promoters in cattle: environmental studies. | 2001 Nov |
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Sensor chip preparation and assay construction for immunobiosensor determination of beta-agonists and hormones. | 2001 Oct |
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In vitro and in vivo effects of 17beta-trenbolone: a feedlot effluent contaminant. | 2002 Dec |
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Determination of trenbolone and its metabolite in bovine fluids by liquid chromatography-tandem mass spectrometry. | 2003 Jan 25 |
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Effects of the androgenic growth promoter 17-beta-trenbolone on fecundity and reproductive endocrinology of the fathead minnow. | 2003 Jun |
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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 |
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Enzyme-linked immunosorbent assay-based detection of free trenbolone in bovine bile. | 2004 Jul 14 |
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Fluctuating asymmetry and growth as biomarkers for exposure to androgen disrupting chemicals in Japanese quail. | 2005 Aug |
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Decrease in anogenital distance among male infants with prenatal phthalate exposure. | 2005 Aug |
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Detection, quantification and confirmation of anabolic steroids in equine plasma by liquid chromatography and tandem mass spectrometry. | 2005 Dec 27 |
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Evaluation of the rodent Hershberger bioassay using three reference (anti)androgens. | 2005 Jun |
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COMPRENDO: Focus and approach. | 2006 Apr |
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Introduction: The ecological relevance of chemically induced endocrine disruption in wildlife. | 2006 Apr |
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Collision-induced dissociation pathways of anabolic steroids by electrospray ionization tandem mass spectrometry. | 2006 Apr |
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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 |
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Gene expression patterns in rainbow trout, Oncorhynchus mykiss, exposed to a suite of model toxicants. | 2006 May 25 |
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Identification of hormone esters in injection site in muscle tissues by LC/MS/MS. | 2008 Dec |
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Intercalibration exercise using a stickleback endocrine disrupter screening assay. | 2008 Feb |
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Comparison of estrogen-responsive plasma protein biomarkers and reproductive endpoints in sheepshead minnows exposed to 17beta-trenbolone. | 2008 Jun 23 |
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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 |
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[Determination of eleven steroid hormones in animal muscle tissues and eggs using ultra-performance liquid chromatography-tandem mass spectrometry]. | 2008 Nov |
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Expression signatures for a model androgen and antiandrogen in the fathead minnow (Pimephales promelas) ovary. | 2009 Apr 1 |
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The watershed as a conceptual framework for the study of environmental and human health. | 2009 Feb 18 |
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Confirmatory method for the determination of nandrolone and trenbolone in urine samples using immunoaffinity cleanup and liquid chromatography-tandem mass spectrometry. | 2009 Nov 13 |
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Analysis of anabolic steroids in hair: time courses in guinea pigs. | 2009 Sep |
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Is the gonadotropin releasing hormone system vulnerable to endocrine disruption in birds? | 2009 Sep 1 |
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Hormonal growth promoting agents in food producing animals. | 2010 |
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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 |
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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 |
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Synthesis and characterization of new aromatic esters based on 4,16-pregnadiene-6,20-dione skeleton. | 2010 Dec 8 |
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Highly active human pharmaceuticals in aquatic systems: A concept for their identification based on their mode of action. | 2010 Feb 18 |
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Trenbolone causes irreversible masculinization of zebrafish at environmentally relevant concentrations. | 2010 Jul 15 |
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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 |
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Soil temperature and moisture effects on the persistence of synthetic androgen 17alpha-trenbolone, 17beta-trenbolone and trendione. | 2010 May |
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OECD validation of phase-3 Hershberger assay using the stimulated weanling male rat in Korea. | 2010 May |
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Assessing the fate and transformation by-product potential of trenbolone during chlorination. | 2010 Nov |
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
Sources: http://www.ncbi.nlm.nih.gov/pubmed/12441365
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.
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Classification Tree | Code System | Code | ||
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CFR |
21 CFR 522.2476
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CFR |
21 CFR 522.2477
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CFR |
21 CFR 522.2478
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NCI_THESAURUS |
C2360
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66359
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DTXSID2046626
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10161-34-9
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DB14660
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Trenbolone acetate
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C61982
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U-103
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233-432-5
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m11015
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CHEMBL1698011
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1484277
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1673828
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RUD5Y4SV0S
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D014204
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SUB32683
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ACTIVE MOIETY
SUBSTANCE RECORD