Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C22H32O3 |
| Molecular Weight | 344.4877 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 7 / 7 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CC(=O)O[C@H]1CC[C@H]2[C@@H]3CC[C@H]4CC(=O)C=C(C)[C@]4(C)[C@H]3CC[C@]12C
InChI
InChIKey=PGAUJQOPTMSERF-QWQRBHLCSA-N
InChI=1S/C22H32O3/c1-13-11-16(24)12-15-5-6-17-18-7-8-20(25-14(2)23)21(18,3)10-9-19(17)22(13,15)4/h11,15,17-20H,5-10,12H2,1-4H3/t15-,17-,18-,19-,20-,21-,22-/m0/s1
| Molecular Formula | C22H32O3 |
| Molecular Weight | 344.4877 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 7 / 7 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
DescriptionCurator's Comment: description was created based on several sources, including
http://www.anabolic.org/primobolan-depot-methenolone-enanthate/
Curator's Comment: description was created based on several sources, including
http://www.anabolic.org/primobolan-depot-methenolone-enanthate/
Methenolone (also known as primobolan) was described in 1960. Squibb Company began producing injectable drug in 1962. Methenolone originally was prescribed in case of muscle loss after operations, infections, long-term illnesses, aggressive therapy with corticoids or malnutrition, and in some cases it was used to treat osteoporosis and breast cancer. Methenolone was commonly used to promote weight gain in infants, weighing less than normal, without any side effects. Methenolone is an anabolic steroid, modification of dihydrotestosterone (DHT) with weak androgenic activity and a moderate anabolic effect. A notable trait of methenolone is that it can firmly bind to androgen receptors, stronger than testosterone. Adult doses for the treatment of aplastic anemia are usually in a range of 1–3 mg/kg per day. Adverse side effects include fluid and electrolyte retention, hypercalcaemia, increased bone growth and skeletal weight. In men, additional side priapism, azoospermia, hirsutism, male pattern baldness, acne andoedema. In women, side effects include virilization, amenorrhoea, menstrual irregularities, suppressed lactation, and increased libido. In children, side effects may include virilization symptoms. Metenolone may enhance effects of antidiabetics, ciclosporin, levothyroxine, warfarin. Resistance to the effects of neuromuscular blockers may occur, and metenolone also has the potential to interfere with glucose tolerance and thyroidfunction tests. Metenolone enanthate (methenolone enanthate) is an ester derivative of methenolone sold commonly under the brand names Primobolan (tablet form) orPrimobolan Depot (injectable). When it interacts with the aromatase enzyme it does not form any estrogens. It is used by people who are very susceptible to estrogenic side effects, having lowerestrogenic properties than nandrolone. This trait makes primobolan to be a good fat burner. Primobolan does not convert into estradiol. As an anabolic steroid, the use of metenolone is banned from use in sports governed by the World Anti-Doping Agency. Belarusian shot putter Nadzeya Ostapchuk was stripped of her gold medal after testing positive for metenolone at the London 2012 Olympic Games. She has been excluded from future IOC events. The NBA and NBPA also banned the use of methenolone under the Anti-Drug Program. In February 2013, Hedo Türkoğlu of the Orlando Magic was suspended for 20 games without pay by the league after testing positive for methenolone. In December 2013, Natalia Volgina was stripped of her 2013 Old Mutual Two Oceans Marathon title and received a two-year competition ban, subsequent to a final guilty verdict for using the steroid Metenolone.
CNS Activity
Sources: http://buysteroid.en.ecplaza.net/primobolan-100mg-pharmade-raw-steroidsmethenolone--385049-3870566.html
Curator's Comment: The anabolic drug Primobolan (Methenolone enanthate) improves the CNS activity
Originator
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: CHEMBL1871 Sources: https://www.ncbi.nlm.nih.gov/pubmed/7460859 |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
| Primary | Unknown Approved UseUnknown |
PubMed
| Title | Date | PubMed |
|---|---|---|
| Acute myocardial infarction and renal infarction in a bodybuilder using anabolic steroids. | 2010-06 |
|
| [Pulmonary toxicity due to methenolone: a case report]. | 2009-12 |
|
| Analysis of anabolic steroids in hair: time courses in guinea pigs. | 2009-09 |
|
| The development of multiple drug use among anabolic-androgenic steroid users: six subjective case reports. | 2008-11-28 |
|
| [Effect of anabolic steroids on osteoporosis]. | 2008-10 |
|
| Simultaneous doping analysis of main urinary metabolites of anabolic steroids in horse by ion-trap gas chromatography-tandem mass spectrometry. | 2008-09 |
|
| Liquid chromatographic-mass spectrometric analysis of glucuronide-conjugated anabolic steroid metabolites: method validation and interlaboratory comparison. | 2008-07 |
|
| Enzyme-assisted synthesis and structure characterization of glucuronide conjugates of eleven anabolic steroid metabolites. | 2008-03 |
|
| The effect of anabolic steroids on anemia in myelofibrosis with myeloid metaplasia: retrospective analysis of 39 patients in Japan. | 2007-05 |
|
| Metabolism of methenolone acetate in a veal calf. | 2007-04 |
|
| [Treatment of adult patients with aplastic anemia in Japan]. | 2005-06 |
|
| Anabolic steroid-induced rhabdomyolysis. | 2005-06 |
|
| Hepatocellular adenomas associated with anabolic androgenic steroid abuse in bodybuilders: a report of two cases and a review of the literature. | 2005-05 |
|
| Screening of anabolic steroids in horse urine by liquid chromatography-tandem mass spectrometry. | 2005-04-29 |
|
| [A constrictive pericarditis on oral steroid and immunosuppressant treated with bilateral anterolateral thoracotomy; report of a case]. | 2004-12 |
|
| Endocrinological and pathological effects of anabolic-androgenic steroid in male rats. | 2004-08 |
|
| Glucuronidation of anabolic androgenic steroids by recombinant human UDP-glucuronosyltransferases. | 2003-09 |
|
| Two cases of acute myeloblastic leukemia evolving from aplastic anemia. | 2003-06 |
|
| Successful treatment of anabolic steroid-induced azoospermia with human chorionic gonadotropin and human menopausal gonadotropin. | 2003-06 |
|
| Severe aplastic anemia associated with thymic carcinoma and partial recovery of hematopoiesis after thymectomy. | 2003-06 |
|
| Doping control for methenolone using hair analysis by gas chromatography-tandem mass spectrometry. | 2002-01-05 |
|
| Hair analysis of seven bodybuilders for anabolic steroids, ephedrine, and clenbuterol. | 2002-01 |
|
| Monitoring of CD59 expression in paroxysmal nocturnal hemoglobinuria treated with danazol. | 2001-12 |
|
| Masseteric hypertrophy associated with administration of anabolic steroids and unilateral mastication: a case report. | 2001-11 |
|
| Mass spectrometry of steroid glucuronide conjugates. II-Electron impact fragmentation of 3-keto-4-en- and 3-keto-5alpha-steroid-17-O-beta glucuronides and 5alpha-steroid-3alpha,17beta-diol 3- and 17-glucuronides. | 2001-09 |
|
| [Complete remission of essential thrombocythemia after recovery from severe bone marrow aplasia induced by busulfan treatment]. | 1997-02 |
|
| [Increased hematological toxicity of antineoplastic drugs with simultaneous androgenotherapy (author's transl)]. | 1977-09-17 |
Patents
Sample Use Guides
recommended dose of legal Primobolan (primo) (Methenolone enanthate) is 200-400 mg/week for men and 50-100 mg/week for women and the dosages can be taken with or without meals. The ideal dose of Primo tablets for men is 50-100 mg every day and 10-25 mg every day for women while the dose of injectable Primo is 350-650 mg every week for men and 100 mg every week for women
Route of Administration:
Other
| Substance Class |
Chemical
Created
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Mon Mar 31 17:49:25 GMT 2025
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W75590VPKQ
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CHEMBL2106880
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Metenolone acetate
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C033244
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252372
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m7309
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207-097-0
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ACTIVE MOIETY |