関: bolandiol dipropionate

Wikipedia preview

出典(authority):フリー百科事典『ウィキペディア（Wikipedia）』「2013/02/16 14:44:57」(JST)

wiki en

Bolandiol (19-norandrostenediol) is a synthetic anabolic steroid. It is hypothesized by interaction with androgen receptors, estrogen receptors, and progestin receptors.^[1]

Bolandiol is on the World Anti-Doping Agency's list of prohibited substances,^[2] and is therefore banned from use in most major sports. It is a potential metabolic precursor to nandrolone.^[3] However, several clinical studies have concluded that bolandiol does not alter strength, body composition, or exercise performance.^[4]^[5]

References

^ Attardi, BJ; Page, ST; Hild, SA; Coss, CC; Matsumoto, AM (2010). "Mechanism of action of bolandiol (19-nortestosterone-3beta,17beta-diol), a unique anabolic steroid with androgenic, estrogenic, and progestational activities". The Journal of steroid biochemistry and molecular biology 118 (3): 151–61. doi:10.1016/j.jsbmb.2009.11.008. PMC 2831543. PMID 19941958. //www.ncbi.nlm.nih.gov/pmc/articles/PMC2831543/.
^ "The World Anti-Doping Code: The 2012 Prohibited List". World Anti-Doping Agency. http://www.wada-ama.org/Documents/World_Anti-Doping_Program/WADP-Prohibited-list/2012/WADA_Prohibited_List_2012_EN.pdf. Retrieved 2012-07-17.
^ Dehennin, L.; Bonnaire, Y.; Plou, Ph. (2002). "Human nutritional supplements in the horse: comparative effects of 19-norandrostenedione and 19-norandrostenediol on the 19-norsteroid profile and consequences for doping control". Journal of Chromatography, B: Analytical Technologies in the Biomedical and Life Sciences 766 (2): 257–263. doi:10.1016/S0378-4347(01)00506-0.
^ Van Gammeren, D; Falk, D; Antonio, J (2001). "The effects of supplementation with 19-nor-4-androstene-3,17-dione and 19-nor-4-androstene-3,17-diol on body composition and athletic performance in previously weight-trained male athletes". European journal of applied physiology 84 (5): 426–31. PMID 11417430.
^ Van Gammeren, D; Falk, D; Antonio, J (2002). "Effects of norandrostenedione and norandrostenediol in resistance-trained men". Nutrition 18 (9): 734–7. PMID 12297208.

English Journal

Enhanced evaluation of selective androgen receptor modulators in vivo.

Otto-Duessel M1, He M, Adamson TW, Jones JO.
Andrology.Andrology.2013 Jan;1(1):29-36. doi: 10.1111/j.2047-2927.2012.00006.x. Epub 2012 Aug 28.
Selective androgen receptor modulators (SARMs) are a class of drugs that control the activity of the androgen receptor (AR), which mediates the response to androgens, in a tissue-selective fashion. They are specifically designed to reduce the possible complications that result from the systemic inhi
PMID 23258627

Mechanism of action of bolandiol (19-nortestosterone-3beta,17beta-diol), a unique anabolic steroid with androgenic, estrogenic, and progestational activities.

Attardi BJ1, Page ST, Hild SA, Coss CC, Matsumoto AM.
The Journal of steroid biochemistry and molecular biology.J Steroid Biochem Mol Biol.2010 Feb 15;118(3):151-61. doi: 10.1016/j.jsbmb.2009.11.008. Epub 2009 Nov 24.
Bolandiol is a synthetic anabolic steroid that increases lean body mass and bone mineral density without significant stimulation of sex accessory glands in castrate adult male rats. Since bolandiol suppresses gonadotropins and endogenous testosterone (T) production, we investigated its mechanism of
PMID 19941958

In vivo MRI evaluation of anabolic steroid precursor growth effects in a guinea pig model.

Tang H1, Vasselli JR, Tong C, Heymsfield SB, Wu EX.
Steroids.Steroids.2009 Aug;74(8):684-93. doi: 10.1016/j.steroids.2009.02.012. Epub 2009 Mar 20.
Anabolic steroids are widely used to increase skeletal muscle (SM) mass and improve physical performance. Some dietary supplements also include potent steroid precursors or active steroid analogs such as nandrolone. Our previous study reported the anabolic steroid effects on SM in a castrated guinea
PMID 19463691

Japanese Journal

Effect of Bolandiol Dipropionate (Anabiol),an Anabolic Hormone,on Diethylnitrosamine-Induced Hepatocarcinogenesis in Rats

望月洋一,沢田典均,古川一典
癌 72(6), p969-973, 1981-12-00
NAID 40000529695

Changes in the cytoplasmic androgen receptor of rat ventral prostate after administration of androgens, antiandrogens and anabolic steroids.

Ichii Shogo
Ｅｎｄｏｃｒｉｎｏｌｏｇｉａ　Ｊａｐｏｎｉｃａ 27(4), 483-493, 1980
… The effect of the administration of androgens (testosterone and dihydrotestosterone), antiandrogens (progesterone and cyproterone acetate) and anabolic steroids (Bolandiol, Nandrolone, Furazabol and Methenolone) on depletion and replenishment of the androgen receptor in the cytosol of ventral prostate from castrated rats was examined using <SUP>3</SUP>H-R1881 as the ligand. …
NAID 130000954470

Related Pictures

★リンクテーブル★

リンク元	「ボランジオール」
拡張検索	「bolandiol dipropionate」

「ボランジオール」

Bolandiol
	Systematic name (3β,17β)-Estr-4-ene-3,17-diol
	Other names 19-Norandrostenediol; 19-Nor-4-androstene-3β,17β-diol; (3β,17β)-Dihydroxyestr-4-ene; Estr-4-ene-3β,17β-diol
Identifiers
CAS number	19793-20-5
PubChem	9835303
ChemSpider	8011024
Jmol-3D images	Image 1
	SMILES O[C@@H]4/C=C2\[C@@H]([C@H]1CC[C@@]3([C@@H](O)CC[C@H]3[C@@H]1CC2)C)CC4 ;
	InChI InChI=1S/C18H28O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h10,12-17,19-20H,2-9H2,1H3/t12-,13-,14+,15+,16-,17-,18-/m0/s1; Key: CMXKUJNZWYTFJN-XFUVECHXSA-N InChI=1/C18H28O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h10,12-17,19-20H,2-9H2,1H3/t12-,13-,14+,15+,16-,17-,18-/m0/s1; Key: CMXKUJNZWYTFJN-XFUVECHXBJ ;
Properties
Molecular formula	C18H28O2
Molar mass	276.41 g mol−1
	Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
	Infobox references