Trenbolone enanthate

Chemical compound From Wikipedia, the free encyclopedia

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]

Quick Facts Clinical data, Other names ...
Trenbolone enanthate
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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
  • [(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
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC25H34O3
Molar mass382.544 g·mol−1
3D model (JSmol)
  • CCCCCCC(=O)O[C@H]1CC[C@@H]2[C@@]1(C=CC3=C4CCC(=O)C=C4CC[C@@H]23)C
  • 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
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Side effects

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Perspective

Trenbolone enanthate being a potent anabolic steroid has several potential side effects stemming from its particularly strong androgenic properties and its regulation on human hormones.[7]

Psychological

Anabolic-androgenic steroid (AAS) users report significant psychological changes. Fluctuation in testosterone, a key AAS, affects the brain's structure and function, potentially leading to mood disorders and aggressive behavior.[8] Trenbolone enanthate users have reported significant psychological changes, including increased aggression, mood instability, and impaired social interactions.[9] Prolonged use of AAS may also lead to psychological dependence, with approximately 1/3 of users experiencing withdrawal symptoms upon cessation.[10]

Reproductive health

Anabolic-androgenic steroids impact male reproductive health. Their misuse can lead to a condition known as anabolic steroid-induced hypogonadism (ASIH), where natural testosterone production is suppressed. The decreased testosterone production leads to decreased sperm production and can cause prolonged infertility even after stopping use.[11] Chronic AAS use increases the risk of infertility due to its impact on hormonal balance, and some effects such as gynecomastia may not be reversible.[12]

Androgenic

Trenbolone enanthate can include several androgenic side effects such as increased body hair growth, acne, and potential baldness in predisposed individuals.[7][13]

Gynecomastia

Gynecomastia is a condition that enlarges the breast tissue in males which is often produced as a side effect from the use of AAS.[10] AAS can disrupt the normal balance of estrogen and testosterone in the body due to the increase in testosterone, which can be aromatized into estrogen. Elevated levels of estrogen in males can be linked to both weight gain and gynecomastia.[14] While Trenbolone enanthate is known for not aromatizing into estrogen,[15] trenbolone exhibits high progestogenic activity which is one of three natural developments of breast tissue in males, also leading to gynecomastia.[16][12]

Primary uses

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Perspective

Bodybuilding

Trenbolone enanthate is renowned for its capacity to promote significant muscle growth and strength gain. Its anabolic effects facilitate increased protein synthesis and hydrogen retention in muscle tissue.[13] Trenbolone enanthate is also notable in the field of strength gain, with many users reporting marked improvements in their lifting capabilities in part due to the AAS' ability to increase red blood cell count and improve oxygenation of muscle tissue along with the increase in testosterone.[17] The compound is also often employed for its fat-burning properties.[18] It enhances the metabolic rate and promotes the conversion of fat into energy,[19] contributing to leaner muscle development during cutting cycles in body building.[18]

Enhanced recovery

Trenbolone enanthate is a potential treatment for muscle and bone loss without adverse effects commonly associated with testosterone, such as prostate growth or polycythemia.[20] Trenbolone enanthate was hypothesized to offer benefits similar to selective androgen receptor modulators(SARMs) due to its inability to convert into more potent androgens in specific tissues.[20]

Veterinary uses

In the veterinary field, Trenbolone enanthate has a history of use for increasing muscle mass in livestock. This application is aimed at improving the lean muscle yield in animals prior to slaughter, enhancing the quality of meat production.[21]

History

Trenbolone was first synthesized in 1963 by L. Velluz and his co-workers, it was originally developed for veterinary use to improve muscle mass and feed efficiency in cattle;[22] however, trenbolone's potent anabolic and androgenic properties soon caught the attention of bodybuilders and athletes. The drug, however, has never been approved for human use, which has legal implications.[23]

Legality

Summarize
Perspective

Trenbolone enanthate has never had regulatory approval for human use from any single health agency. Its legal status varies by country, however, it is commonly a controlled substance and non-prescribed use is highly illegal. For example, in the United States, the Drug Enforcement Administration (DEA) considers trenbolone and its esters (including its acetate and enanthate form) as Schedule III controlled substances similar to the likes of Australia where use of possession is a criminal offence.[24][25] However, trenbolone is considered a class C drug with no penalty for personal use or possession in the United Kingdom.[26] The legal framework surrounding trenbolone and its derivatives is complex and not universally consistent, reflecting the substance's potent effects and the concerns over its potential misuse. Sporting organizations, including the World Anti Doping Agency (WADA), closely monitor the use of such substances, especially in competitive events like the Olympics, due to these concerns.[27]

More information Anabolic steroid, Structure ...
Structural properties of major anabolic steroid esters
Anabolic steroidStructureEsterRelative
mol. weight
Relative
AAS contentb
Durationc
PositionMoietyTypeLengtha
Boldenone undecylenate
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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
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C17βHeptanoic acidStraight-chain fatty acid71.370.73Long
Nandrolone decanoate
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C17βDecanoic acidStraight-chain fatty acid101.560.64Long
Nandrolone phenylpropionate
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C17βPhenylpropanoic acidAromatic fatty acid– (~6–7)1.480.67Long
Trenbolone acetate
C17βEthanoic acidStraight-chain fatty acid21.160.87Short
Trenbolone enanthated
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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.
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See also

References

Further reading

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