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Chemical compound
Trenbolone enanthate Other names Trenabol; 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 class Androgen ; Anabolic steroid ; Androgen ester ; Progestogen
[(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 Formula C 25 H 34 O 3 Molar mass 382.544 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
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 steroid
Structure
Ester
Relativemol. weight
RelativeAAS contentb
Durationc
Position
Moiety
Type
Lengtha
Boldenone undecylenate
C17β
Undecylenic acid
Straight-chain fatty acid
11
1.58
0.63
Long
Drostanolone propionate
C17β
Propanoic acid
Straight-chain fatty acid
3
1.18
0.84
Short
Metenolone acetate
C17β
Ethanoic acid
Straight-chain fatty acid
2
1.14
0.88
Short
Metenolone enanthate
C17β
Heptanoic acid
Straight-chain fatty acid
7
1.37
0.73
Long
Nandrolone decanoate
C17β
Decanoic acid
Straight-chain fatty acid
10
1.56
0.64
Long
Nandrolone phenylpropionate
C17β
Phenylpropanoic acid
Aromatic fatty acid
– (~6–7)
1.48
0.67
Long
Trenbolone acetate
C17β
Ethanoic acid
Straight-chain fatty acid
2
1.16
0.87
Short
Trenbolone enanthated
C17β
Heptanoic acid
Straight-chain fatty acid
7
1.41
0.71
Long
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.
See also [ ]
List of androgen esters § Trenbolone esters
References [ ]
^ a b William Llewellyn (2011). Anabolics . Molecular Nutrition Llc. pp. 724–. ISBN 978-0-9828280-1-4 .
^ Underground Anabolics . Molecular Nutrition Llc. pp. 120–. ISBN 978-0-9828280-7-6 .
^ 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 .
^ 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 .
^ "Side effects of Trenbolone Enanthate" . trenenanthate.net . 2020-01-24. Retrieved 2021-03-02 .
^ 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 (inactive 31 October 2021). PMC 4744441 . PMID 26855782 . CS1 maint: DOI inactive as of October 2021 (link )
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 .
Androgens and antiandrogens
Androgens (incl. AAS )
AR agonists
Testosterone derivatives: Androstenediol dipropionate
Boldenone undecylenate
Clostebol
Clostebol acetate
Clostebol caproate
Clostebol propionate
Cloxotestosterone acetate
Prasterone (dehydroepiandrosterone, DHEA)
Prasterone enanthate (DHEA enanthate)
Prasterone sulfate (DHEA sulfate)
Quinbolone
Testosterone #
Testosterone esters (e.g., testosterone cypionate , testosterone enanthate , testosterone propionate , testosterone undecanoate , testosterone ester mixtures (Deposterona , Omnadren , Sustanon , Testoviron Depot ))
17α-Alkylated 19-nortestosterone derivatives: Ethylestrenol
Mibolerone
Norethandrolone
Normethandrone (methylestrenolone, normethisterone)
Propetandrol (propethandrol)
17α-Ethynyltestosterone derivatives: Danazol
Gestrinone
Progestins (e.g., ethisterone (ethynyltestosterone) , levonorgestrel , norgestrel , norethisterone (norethindrone) , lynestrenol , norgestrienone )
Tibolone
Progesterone derivatives: Medroxyprogesterone acetate
Progonadotropins
Antiestrogens (e.g., tamoxifen , clomifene )
GnRH agonists (e.g., GnRH (gonadorelin) , leuprorelin )
Gonadotropins (e.g., LH , hCG )
Antiandrogens
AR antagonists
Steroidal: Abiraterone acetate
Canrenone
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Cyproterone acetate
Delmadinone acetate
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Nomegestrol acetate
Osaterone acetate
Oxendolone
Potassium canrenoate
Spironolactone
Nonsteroidal: Apalutamide
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Darolutamide
Enzalutamide
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Nilutamide
Seviteronel †
Topilutamide (fluridil)
Steroidogenesis inhibitors
5α-Reductase
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Saw palmetto extract
Others
Abiraterone acetate
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Nilutamide
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Spironolactone
Antigonadotropins
D2 receptor antagonists (prolactin releasers ) (e.g., domperidone , metoclopramide , risperidone , haloperidol , chlorpromazine , sulpiride )
Estrogens (e.g., bifluranol , diethylstilbestrol , estradiol , estradiol esters , ethinylestradiol , ethinylestradiol sulfonate , paroxypropione )
GnRH agonists (e.g., leuprorelin )
GnRH antagonists (e.g., cetrorelix )
Progestogens (incl., chlormadinone acetate , cyproterone acetate , hydroxyprogesterone caproate , gestonorone caproate , medroxyprogesterone acetate , megestrol acetate )
Others
# WHO-EM
‡ Withdrawn from market
Clinical trials :
† Phase III
§ Never to phase III
See also
Androgen receptor modulators
Estrogens and antiestrogens
Progestogens and antiprogestogens
List of androgens/anabolic steroids
Progestogens and antiprogestogens
Progestogens (and progestins )
PR agonists
Retroprogesterone derivatives: Dydrogesterone
Trengestone
Testosterone derivatives: Estranes: Danazol
Dimethisterone
Ethisterone
19-Nortestosterone derivatives: Estranes: Allylestrenol
Altrenogest
Dienogest
Etynodiol diacetate
Lynestrenol
Norethisterone (norethindrone) #
Norethisterone acetate
Norethisterone enanthate
Noretynodrel
Norgesterone
Norgestrienone
Normethandrone (methylestrenolone)
Norvinisterone
Oxendolone
Quingestanol acetate
Tibolone ; Gonanes: Desogestrel
Etonogestrel
Gestodene
Gestrinone
Levonorgestrel #
Norelgestromin
Norgestimate
Norgestrel
Spirolactone derivatives: Drospirenone
Antiprogestogens
SPRMs PR antagonists
Aglepristone
Mifepristone
# WHO-EM
‡ Withdrawn from market
Clinical trials :
† Phase III
§ Never to phase III
See also
Progesterone receptor modulators
Androgens and antiandrogens
Estrogens and antiestrogens
List of progestogens
AR
Agonists
Testosterone derivatives: 4-Androstenediol
4-Dehydroepiandrosterone (4-DHEA)
4-Hydroxytestosterone
5-Androstenedione
11-Ketotestosterone
11β-Hydroxyandrostenedione
Adrenosterone (11-ketoandrostenedione, 11-oxoandrostenedione)
Androstenediol (5-androstenediol)
Androstenedione (4-androstenedione)
Atamestane
Boldenone
Boldione (1,4-androstadienedione)
Clostebol
Clostebol acetate
Clostebol caproate
Clostebol propionate
Cloxotestosterone
Cloxotestosterone acetate
Dehydroandrosterone
DHEA (androstenolone, prasterone; 5-DHEA)
DHEA enanthate (prasterone enanthate)
DHEA sulfate
Exemestane
Formestane
Plomestane
Quinbolone
Silandrone
Testosterone # (+dutasteride )
17α-Ethynyl-19-nortestosterone derivatives: Δ4 -Tibolone
Desogestrel
Etonogestrel
Etynodiol
Gestodene
Gestrinone
Levonorgestrel
Levonorgestrel esters (e.g., levonorgestrel butanoate )
Lynestrenol
Lynestrenol phenylpropionate
Norethisterone
Norethisterone esters (e.g., norethisterone acetate , norethisterone enanthate )
Norgestrel
Norgestrienone
Quingestanol
Tibolone
Mixed (SARMs )
Steroidal:
MK-0773
TFM-4AS-1
YK-11
Antagonists
Nonsteroidal: 5N -Bicalutamide
AA560
Apalutamide
Atraric acid
Bakuchiol
Bicalutamide
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BMS-641988
Cimetidine
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Dieldrin
DIMP
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EPI-001
EPI-7386
Fenarimol
Flutamide
Hydroxyflutamide
Inocoterone
Inocoterone acetate
Ketoconazole
Ketodarolutamide
Lavender oil
LG-120907
Linuron
Methiocarb
N -Desmethylapalutamide
N -Desmethylenzalutamide
Nilutamide
Pentomone
Phenothrin
Prochloraz
Procymidone
Proxalutamide
Ralaniten (EPI-002)
Ralaniten acetate (EPI-506)
RD-162
Rezvilutamide
RU-22930
RU-56187
RU-57073
RU-58642
RU-58841
Seviteronel
Thalidomide
Topilutamide (fluridil)
Valproic acid
Vinclozolin
GPRC6A
Agonists
Cations (incl. aluminum , calcium , gadolinium , magnesium , strontium , zinc )
Dehydroandrosterone
Dihydrotestosterone
Estradiol
L -α-Amino acids (incl. L -arginine , L -lysine , L -ornithine )
Osteocalcin
SHBG
Testosterone
See also
Receptor/signaling modulators
Androgens and antiandrogens
Estrogen receptor modulators
Progesterone receptor modulators
List of androgens/anabolic steroids
PR
Agonists
Testosterone derivatives: Progestins: 6,6-Difluoronorethisterone
6,6-Difluoronorethisterone acetate
17α-Allyl-19-nortestosterone
Allylestrenol
Altrenogest
Chloroethynylnorgestrel
Cingestol
Danazol
Desogestrel
Dienogest
Ethinylandrostenediol
Ethisterone
Ethynerone
Etonogestrel
Etynodiol
Etynodiol diacetate
Gestodene
Gestrinone
Levonorgestrel
Levonorgestrel esters (e.g., levonorgestrel butanoate )
Lynestrenol
Lynestrenol phenylpropionate
Metynodiol
Metynodiol diacetate
Norelgestromin
Norethisterone (norethindrone)
Norethisterone esters (e.g., norethisterone acetate , norethisterone enanthate )
Noretynodrel
Norgesterone
Norgestimate
Norgestrel
Norgestrienone
Norvinisterone
Oxendolone
Quingestanol
Quingestanol acetate
Tibolone
Tigestol
Tosagestin ; Anabolic–androgenic steroids: 11β-Methyl-19-nortestosterone
11β-Methyl-19-nortestosterone dodecylcarbonate
19-Nor-5-androstenediol
19-Nor-5-androstenedione
19-Nordehydroepiandrosterone
Bolandiol
Bolandiol dipropionate
Bolandione
Dimethisterone
Dienedione
Dienolone
Dimethandrolone
Dimethandrolone buciclate
Dimethandrolone dodecylcarbonate
Dimethandrolone undecanoate
Dimethyldienolone
Dimethyltrienolone
Ethyldienolone
Ethylestrenol (ethylnandrol)
Methyldienolone
Metribolone (R-1881)
Methoxydienone (methoxygonadiene)
Mibolerone
Nandrolone
Nandrolone esters (e.g., nandrolone decanoate , nandrolone phenylpropionate )
Norethandrolone
Normethandrone (methylestrenolone, normethandrolone, normethisterone)
RU-2309
Tetrahydrogestrinone
Trenbolone (trienolone)
Trenbolone esters (e.g., trenbolone acetate , trenbolone enanthate )
Trendione
Trestolone
Trestolone acetate
Spirolactone derivatives: Canrenoic acid
Canrenone
Drospirenone
Mespirenone
Potassium canrenoate
Prorenone
SC-5233 (spirolactone)
SC-8109
Spironolactone
Spirorenone
Mixed (SPRMs )
Nonsteroidal: Apigenin
Kaempferol
Naringenin
Syringic acid
Antagonists
Nonsteroidal: Darolutamide
Valproic acid
mPR (PAQR )
See also
Receptor/signaling modulators
Progestogens and antiprogestogens
Androgen receptor modulators
Estrogen receptor modulators
List of progestogens
Categories :
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