関: metenolone acetate、metenolone enanthate、methenolone

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出典(authority):フリー百科事典『ウィキペディア（Wikipedia）』「2013/04/18 15:27:21」(JST)

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Metenolone (or methenolone) is a long-acting anabolic steroid with weak androgenic (testosterone or androsterone-like) properties. It is a naturally occurring drug, found within the adrenal glands of pregnant domesticated felines, and is supplied as the acetate ester for oral administration and as the enanthate ester for intramuscular injection. Adult doses for the treatment of aplastic anemia are usually in a range of 1–3 mg/kg per day.

Side effects

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 and oedema. In women, side effects include virilization, amenorrhoea, menstrual irregularities, suppressed lactation, and increased libido. In children, side effects may include premature closure of epiphyses, cessation of linear growth, and 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 thyroid function tests.

Use in sports

As an anabolic steroid, the use of metenolone is banned from use in sports governed by the World Anti-Doping Agency.^[1] Belarusian shot putter Nadzeya Ostapchuk was stripped of her gold medal after testing positive for metenolone at the London 2012 Olympic Games.^[2] She has been excluded from future IOC events.

The NBA and NBPA also banned the use of methenolone under the Anti-Drug Program. As of February 2013, Hedo Türkoğlu of the Orlando Magic has been suspended for 20 games without pay by the league after testing positive for methenolone.^[3]

References

^ "The World Anti-Doping Code: The 2012 Prohibited List". World Anti-Doping Agency. Retrieved 2012-05-10.
^ "IOC withdraws gold medal from shot put athlete Nadzeya Ostapchuk". International Olympic Committee. Retrieved 13 August 2012.
^ "Magic's Hedo Turkoglu suspended 20 games".

English Journal

Aspergillus niger-mediated biotransformation of methenolone enanthate, and immunomodulatory activity of its transformed products.

Hussain Z1, Dastagir N2, Hussain S1, Jabeen A2, Zafar S3, Malik R2, Bano S1, Wajid A1, Choudhary MI4.
Steroids.Steroids.2016 Apr 29;112:68-73. doi: 10.1016/j.steroids.2016.04.007. [Epub ahead of print]
Two fungal cultures Aspergillus niger and Cunninghamella blakesleeana were used for the biotransformation of methenolone enanthate (1). Biotransformation with A. niger led to the synthesis of three new (2-4), and three known (5-7) metabolites, while fermentation with C. blakesleeana yielded metaboli
PMID 27133901

Chronic anabolic androgenic steroid usage associated with acute coronary syndrome in bodybuilder.

Sonmez E1, Turkdogan KA1, Yilmaz C1, Kucukbuzcu S2, Ozkan A1, Sogutt O1.
Turkish journal of emergency medicine.Turk J Emerg Med.2016 Mar 10;16(1):35-7. doi: 10.1016/j.tjem.2014.11.001. eCollection 2016.
INTRODUCTION: It has been argued in current studies that anabolic androgenic steroids (AAS) are misused by a great number of bodybuilders and athletes. However, there is diverse and often conflicting scientific data on the cardiac and metabolic complications caused by the misuse of AAS. There may be
PMID 27239638

New long term metabolite in human urine for metenolone misuse by liquid chromatography quadrupole time-of-flight mass spectrometry.

He G1, Yang S2, Lu J3, Xu Y4.
Steroids.Steroids.2016 Jan;105:1-11. doi: 10.1016/j.steroids.2015.10.015. Epub 2015 Oct 28.
In this study, metenolone metabolic profiles were investigated. Metenolone was administered to one healthy male volunteer. Liquid-liquid extraction and direct-injection were applied to processing urine samples. Urinary extracts were analyzed by liquid chromatography quadrupole time-of-flight mass sp
PMID 26519767

Japanese Journal

メテノロン酢酸エステルの投与中にもかかわらず Meibom 腺機能不全を発症した1例

岡本紀夫,高安紀之,大野新一郎,上田美子,三村治
眼科臨床紀要 = Folia Japonica de ophthalmologica clinica 3(3), 233-235, 2010-03-15
NAID 10030250170

骨髄線維症に対するタンパク同化ステロイドの効果

久冨木庸子,下田和哉
血液・腫瘍科 56(3), 361-367, 2008-03-00
NAID 40019063491

加味帰脾湯により血液所見と全身状態の改善を認めた,輸血後ヘモクロマトーシスを併発した骨髄異形成症候群の一例

関義信
日本東洋醫學雜誌 54(2), 377-381, 2003-03-20
老人の骨髄異形成症候群(MDS)の治療では,薬剤の効果は不十分である。輸血依存性の症例ではさらに治療に苦慮する。加味帰脾湯は血液学分野では特発性血小板減少性紫斑病に有効であったという報告が散見される。その使用目標には貧血も認められるので輸血依存性のMDSへの効果も期待される。そこで老人のMDS患者に加味帰脾湯を投与し,血液学的所見の推移の検討および全身状態の推移の評価を行った。症例は74歳,男性, …
NAID 110003988594

「メテノロン」

Metenolone
Systematic (IUPAC) name
	(5α,17β)-17-Hydroxy-1-methylandrost-1-en-3-one
Clinical data
Trade names	Nibal, Primbolan
AHFS/Drugs.com	International Drug Names
Pregnancy cat.	?
Legal status	?
Identifiers
CAS number	153-00-4
ATC code	A14AA04
PubChem	CID 3037705
ChemSpider	2301378
UNII	9062ZT8Q5C
Synonyms	17-Hydroxy-1,10,13-trimethyl-4,5,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-cyclopenta[a]phenanthren-3-one
Chemical data
Formula	C20H30O2
Mol. mass	302.451 g/mol
	SMILES O=C2\C=C(\C)[C@@]3([C@H]1CC[C@@]4([C@@H](O)CC[C@H]4[C@@H]1CC[C@H]3C2)C)C;
	InChI InChI=1S/C20H30O2/c1-12-10-14(21)11-13-4-5-15-16-6-7-18(22)19(16,2)9-8-17(15)20(12,13)3/h10,13,15-18,22H,4-9,11H2,1-3H3/t13-,15-,16-,17-,18-,19-,20-/m0/s1 ; Key:ANJQEDFWRSLVBR-VHUDCFPWSA-N ;
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