Trenbolone enanthate

Trenbolone enanthate, known by the nickname Trenabol, is a synthetic and injected anabolic–androgenic steroid (AAS) and a derivative of nandrolone which was never marketed.[1][2] It is the C17β enanthate ester and a long-acting prodrug of trenbolone.[1] Trenbolone enanthate was never approved for medical or veterinary use but is used in scientific research[3][4] and has been sold on the internet black market as a designer steroid for bodybuilders and athletes.[5][6]

Structural properties of major anabolic steroid esters
Anabolic steroidStructureEsterRelative
mol. weight
Relative
AAS contentb
Durationc
PositionMoietyTypeLengtha
Boldenone undecylenate
C17βUndecylenic acidStraight-chain fatty acid111.580.63Long
Drostanolone propionate
C17βPropanoic acidStraight-chain fatty acid31.180.84Short
Metenolone acetate
C17βEthanoic acidStraight-chain fatty acid21.140.88Short
Metenolone enanthate
C17βHeptanoic acidStraight-chain fatty acid71.370.73Long
Nandrolone decanoate
C17βDecanoic acidStraight-chain fatty acid101.560.64Long
Nandrolone phenylpropionate
C17βPhenylpropanoic acidAromatic fatty acid– (~6–7)1.480.67Long
Trenbolone acetate
C17βEthanoic acidStraight-chain fatty acid21.160.87Short
Trenbolone enanthated
C17βHeptanoic acidStraight-chain fatty acid71.410.71Long
Footnotes: a = Length of ester in carbon atoms for straight-chain fatty acids or approximate length of ester in carbon atoms for aromatic fatty acids. b = Relative androgen/anabolic steroid content by weight (i.e., relative androgenic/anabolic potency). c = Duration by intramuscular or subcutaneous injection in oil solution. d = Never marketed. Sources: See individual articles.
Trenbolone enanthate
Clinical data
Other namesTrenabol; Trenbolone heptanoate; 19-Nor-δ9,11-testosterone 17β-enanthate; Estra-4,9,11-trien-17β-ol-3-one 17β-enanthate
Routes of
administration
Intramuscular injection
Drug classAndrogen; Anabolic steroid; Androgen ester; Progestogen
Identifiers
IUPAC name
  • [(8S,13S,14S,17S)-13-Methyl-3-oxo-2,6,7,8,14,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-17-yl] heptanoate
CAS Number
PubChem CID
ChemSpider
UNII
Chemical and physical data
FormulaC25H34O3
Molar mass382.544 g·mol−1
3D model (JSmol)
SMILES
  • CCCCCCC(=O)O[C@H]1CC[C@@H]2[C@@]1(C=CC3=C4CCC(=O)C=C4CC[C@@H]23)C
InChI
  • InChI=1S/C25H34O3/c1-3-4-5-6-7-24(27)28-23-13-12-22-21-10-8-17-16-18(26)9-11-19(17)20(21)14-15-25(22,23)2/h14-16,21-23H,3-13H2,1-2H3/t21-,22+,23+,25+/m1/s1
  • Key:HGSFRISGULOJBX-FVEXOFTDSA-N

See also

References

  1. William Llewellyn (2011). Anabolics. Molecular Nutrition Llc. pp. 724–. ISBN 978-0-9828280-1-4.
  2. Underground Anabolics. Molecular Nutrition Llc. pp. 120–. ISBN 978-0-9828280-7-6.
  3. Dalbo VJ, Roberts MD, Mobley CB, Ballmann C, Kephart WC, Fox CD, Santucci VA, Conover CF, Beggs LA, Balaez A, Hoerr FJ, Yarrow JF, Borst SE, Beck DT (2016). "Testosterone and trenbolone enanthate increase mature myostatin protein expression despite increasing skeletal muscle hypertrophy and satellite cell number in rodent muscle". Andrologia. 49 (3): e12622. doi:10.1111/and.12622. PMID 27246614. S2CID 1852164.
  4. Ye F, McCoy SC, Yarrow JF, Conover CF, Beck DT, Beggs LA, Tillman MD (2013). "Effect of Trenbolone enanthate on protein degradation in levator ani/bulbocavernosus (LABC) muscle in orchiectomized rats". The FASEB Journal. 27: 939–15. doi:10.1096/fasebj.27.1_supplement.939.15.
  5. "Side effects of Trenbolone Enanthate". trenenanthate.net. 2020-01-24. Retrieved 2021-03-02.{{cite web}}: CS1 maint: url-status (link)
  6. El Osta R, Almont T, Diligent C, Hubert N, Eschwège P, Hubert J (2016). "Anabolic steroids abuse and male infertility". Basic Clin Androl. 26: 2. doi:10.1186/s12610-016-0029-4. PMC 4744441. PMID 26855782.

Further reading

  • Yarrow JF, McCoy SC, Borst SE (2010). "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". Steroids. 75 (6): 377–89. doi:10.1016/j.steroids.2010.01.019. PMID 20138077. S2CID 205253265.



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