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
CC(=O)O[C@H]1CC[C@H]2[C@@H]3CCC4=CC(=O)CCC4=C3C=C[C@]12C
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 | 312.4028 |
| 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 Date1987 |
Doses
| Dose | Population | Adverse events |
|---|---|---|
25 mg 1 times / day multiple, oral Overdose Dose: 25 mg, 1 times / day Route: oral Route: multiple Dose: 25 mg, 1 times / day Sources: |
healthy, ADULT Health Status: healthy Age Group: ADULT Sex: M Food Status: UNKNOWN Sources: |
Disc. AE: jaundice, pruritus... AEs leading to discontinuation/dose reduction: jaundice (1 pt) Sources: pruritus (1 pt) |
AEs
| AE | Significance | Dose | Population |
|---|---|---|---|
| jaundice | 1 pt Disc. AE |
25 mg 1 times / day multiple, oral Overdose Dose: 25 mg, 1 times / day Route: oral Route: multiple Dose: 25 mg, 1 times / day Sources: |
healthy, ADULT Health Status: healthy Age Group: ADULT Sex: M Food Status: UNKNOWN Sources: |
| pruritus | 1 pt Disc. AE |
25 mg 1 times / day multiple, oral Overdose Dose: 25 mg, 1 times / day Route: oral Route: multiple Dose: 25 mg, 1 times / day Sources: |
healthy, ADULT Health Status: healthy Age Group: ADULT Sex: M Food Status: UNKNOWN Sources: |
PubMed
| Title | Date | PubMed |
|---|---|---|
| Synthesis and characterization of new aromatic esters based on 4,16-pregnadiene-6,20-dione skeleton. | 2010-12-08 |
|
| Assessing the fate and transformation by-product potential of trenbolone during chlorination. | 2010-11 |
|
| Trenbolone causes irreversible masculinization of zebrafish at environmentally relevant concentrations. | 2010-07-15 |
|
| 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. | 2010-06 |
|
| Soil temperature and moisture effects on the persistence of synthetic androgen 17alpha-trenbolone, 17beta-trenbolone and trendione. | 2010-05 |
|
| OECD validation of phase-3 Hershberger assay using the stimulated weanling male rat in Korea. | 2010-05 |
|
| 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. | 2010-04 |
|
| Generic sample preparation combined with high-resolution liquid chromatography-time-of-flight mass spectrometry for unification of urine screening in doping-control laboratories. | 2010-04 |
|
| Highly active human pharmaceuticals in aquatic systems: A concept for their identification based on their mode of action. | 2010-02-18 |
|
| Sex differences in the uptake and disposition of perfluorooctanoic acid in fathead minnows after oral dosing. | 2010-01-01 |
|
| Hormonal growth promoting agents in food producing animals. | 2010 |
|
| Gonadal alterations in male eelpout (Zoarces viviparus) exposed to ethinylestradiol and trenbolone separately or in combination. | 2010 |
|
| Stereoselective sorption by agricultural soils and liquid-liquid partitioning of trenbolone (17alpha and 17beta) and trendione. | 2009-12-01 |
|
| Confirmatory method for the determination of nandrolone and trenbolone in urine samples using immunoaffinity cleanup and liquid chromatography-tandem mass spectrometry. | 2009-11-13 |
|
| Is the gonadotropin releasing hormone system vulnerable to endocrine disruption in birds? | 2009-09-01 |
|
| Analysis of anabolic steroids in hair: time courses in guinea pigs. | 2009-09 |
|
| Synthesis and SAR study of novel pseudo-steroids as potent and selective progesterone receptor antagonists. | 2009-07-15 |
|
| Expression signatures for a model androgen and antiandrogen in the fathead minnow (Pimephales promelas) ovary. | 2009-04-01 |
|
| Determination of trenbolone residual in bovine liver by liquid chromatography-mass spectrometry. | 2009-04 |
|
| Doping control analysis of trenbolone and related compounds using liquid chromatography-tandem mass spectrometry. | 2009-03 |
|
| The watershed as a conceptual framework for the study of environmental and human health. | 2009-02-18 |
|
| Identification of hormone esters in injection site in muscle tissues by LC/MS/MS. | 2008-12 |
|
| The development of multiple drug use among anabolic-androgenic steroid users: six subjective case reports. | 2008-11-28 |
|
| [Determination of eleven steroid hormones in animal muscle tissues and eggs using ultra-performance liquid chromatography-tandem mass spectrometry]. | 2008-11 |
|
| Chemical contaminants in feedlot wastes: concentrations, effects and attenuation. | 2008-08 |
|
| [Determination of three anabolic steroids by liquid chromatography-mass spectrometry]. | 2008-07 |
|
| Effect of parental exposure to trenbolone and the brominated flame retardant BDE-47 on fertility in rainbow trout (Oncorhynchus mykiss). | 2008-07 |
|
| Trace analysis of androgens and progestogens in environmental waters by ultra-performance liquid chromatography-electrospray tandem mass spectrometry. | 2008-06-27 |
|
| Distribution of trenbolone residues in liver and various muscle groups of heifers that received multiple implants at the recommended site of application. | 2008-06-24 |
|
| Comparison of estrogen-responsive plasma protein biomarkers and reproductive endpoints in sheepshead minnows exposed to 17beta-trenbolone. | 2008-06-23 |
|
| Confirmatory analysis of Trenbolone using accurate mass measurement with LC/TOF-MS. | 2008-06-16 |
|
| Degradation of synthetic androgens 17alpha- and 17beta-trenbolone and trendione in agricultural soils. | 2008-05-15 |
|
| Induction of micronuclei in V79 cells by the anabolic doping steroids tetrahydrogestrinone and trenbolone. | 2008-04 |
|
| The detection and assessment of the aneugenic potential of selected oestrogens, progestins and androgens using the in vitro cytokinesis blocked micronucleus assay. | 2008-03-12 |
|
| Intercalibration exercise using a stickleback endocrine disrupter screening assay. | 2008-02 |
|
| Screening of in vitro synthesised metabolites of 4,9,11-trien-3-one steroids by liquid chromatography mass spectrometry. | 2008 |
|
| Modulation of steroidogenic gene expression and hormone production of H295R cells by pharmaceuticals and other environmentally active compounds. | 2007-12-01 |
|
| In utero exposure to the environmental androgen trenbolone masculinizes female Sprague-Dawley rats. | 2007-11-01 |
|
| Determination of anabolic steroids in muscle tissue by liquid chromatography-tandem mass spectrometry. | 2007-10-17 |
|
| 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. | 2007-10-11 |
|
| Evaluation of the rodent Hershberger bioassay: testing of coded chemicals and supplementary molecular-biological and biochemical investigations. | 2007-09-24 |
|
| Rapid screening of doping agents in human urine by vacuum MALDI-linear ion trap mass spectrometry. | 2007-08-01 |
|
| Analysis of synthetic 19-norsteroids trenbolone, tetrahydrogestrinone and gestrinone by gas chromatography-mass spectrometry. | 2007-05-25 |
|
| Determination of synthetic hormones in animal urine by high-performance liquid chromatography/mass spectrometry. | 2007-05-04 |
|
| The OECD program to validate the rat Hershberger bioassay to screen compounds for in vivo androgen and antiandrogen responses: phase 2 dose-response studies. | 2007-05 |
|
| Immunotoxicity of trenbolone acetate in Japanese quail. | 2007-01 |
|
| Reproductive toxicity of trenbolone acetate in embryonically exposed Japanese quail. | 2007-01 |
|
| 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. | 2006-07-28 |
|
| Application of ecotoxicogenomics for studying endocrine disruption in vertebrates and invertebrates. | 2006-04 |
|
| Rapid test by liquid chromatography/tandem mass spectrometry to evaluate equine urine reactivity towards 17beta-OH steroids. | 2006 |
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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RUD5Y4SV0S
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CFR |
21 CFR 522.2476
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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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SUB32683
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