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
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
Molecular Formula | C20H24O3 |
Molecular Weight | 312.4035 |
Charge | 0 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 4 / 4 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
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 |
---|---|---|---|---|
Primary | Finaplix®-H Approved UseIncreases rate of weight gain and improves feed efficiency. Launch Date5.5209597E11 |
PubMed
Title | Date | PubMed |
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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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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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Testosterone-stimulated weanlings as an alternative to castrated male rats in the Hershberger anti-androgen assay. | 2004 Apr |
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Enzyme-linked immunosorbent assay-based detection of free trenbolone in bovine bile. | 2004 Jul 14 |
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Mobility of the growth promoters trenbolone and melengestrol acetate in agricultural soil: column studies. | 2004 Jun 29 |
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Androgenic and estrogenic activity in water bodies receiving cattle feedlot effluent in Eastern Nebraska, USA. | 2004 Mar |
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Tetrahydrogestrinone is a potent androgen and progestin. | 2004 May |
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IGF-I mRNA levels in bovine satellite cell cultures: effects of fusion and anabolic steroid treatment. | 2004 Nov |
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Screening of anabolic steroids in horse urine by liquid chromatography-tandem mass spectrometry. | 2005 Apr 29 |
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Evaluation of the rodent Hershberger bioassay using three reference (anti)androgens. | 2005 Jun |
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Rapid test by liquid chromatography/tandem mass spectrometry to evaluate equine urine reactivity towards 17beta-OH steroids. | 2006 |
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Introduction: The ecological relevance of chemically induced endocrine disruption in wildlife. | 2006 Apr |
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Rapid screening of doping agents in human urine by vacuum MALDI-linear ion trap mass spectrometry. | 2007 Aug 1 |
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Modulation of steroidogenic gene expression and hormone production of H295R cells by pharmaceuticals and other environmentally active compounds. | 2007 Dec 1 |
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Immunotoxicity of trenbolone acetate in Japanese quail. | 2007 Jan |
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Reproductive toxicity of trenbolone acetate in embryonically exposed Japanese quail. | 2007 Jan |
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Determination of synthetic hormones in animal urine by high-performance liquid chromatography/mass spectrometry. | 2007 Mar-Apr |
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The OECD program to validate the rat Hershberger bioassay to screen compounds for in vivo androgen and antiandrogen responses: phase 2 dose-response studies. | 2007 May |
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Analysis of synthetic 19-norsteroids trenbolone, tetrahydrogestrinone and gestrinone by gas chromatography-mass spectrometry. | 2007 May 25 |
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Evaluation of the rodent Hershberger bioassay: testing of coded chemicals and supplementary molecular-biological and biochemical investigations. | 2007 Sep 24 |
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Induction of micronuclei in V79 cells by the anabolic doping steroids tetrahydrogestrinone and trenbolone. | 2008 Apr |
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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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Effect of parental exposure to trenbolone and the brominated flame retardant BDE-47 on fertility in rainbow trout (Oncorhynchus mykiss). | 2008 Jul |
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Confirmatory analysis of Trenbolone using accurate mass measurement with LC/TOF-MS. | 2008 Jun 16 |
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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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Trace analysis of androgens and progestogens in environmental waters by ultra-performance liquid chromatography-electrospray tandem mass spectrometry. | 2008 Jun 27 |
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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 |
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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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The development of multiple drug use among anabolic-androgenic steroid users: six subjective case reports. | 2008 Nov 28 |
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Synthesis and SAR study of novel pseudo-steroids as potent and selective progesterone receptor antagonists. | 2009 Jul 15 |
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Doping control analysis of trenbolone and related compounds using liquid chromatography-tandem mass spectrometry. | 2009 Mar |
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Analysis of anabolic steroids in hair: time courses in guinea pigs. | 2009 Sep |
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Hormonal growth promoting agents in food producing animals. | 2010 |
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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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Soil temperature and moisture effects on the persistence of synthetic androgen 17alpha-trenbolone, 17beta-trenbolone and trendione. | 2010 May |
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.
Substance Class |
Chemical
Created
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admin
on
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Record UNII |
RUD5Y4SV0S
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Record Status |
Validated (UNII)
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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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10161-34-9
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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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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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D014204
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SUB32683
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BASIS OF STRENGTH->SUBSTANCE |
ASSAY (HPLC)
USP
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IMPURITY -> PARENT |
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IMPURITY -> PARENT |
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
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IMPURITY -> PARENT |
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
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ACTIVE MOIETY |