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55609

Sigma-Aldrich

17β-Hydroxy-17-methylandrosta-1,4-dien-3-one

≥99.0% (HPLC)

Synonym(s):

1-Dehydro-17α-methyltestosterone, Dianabol, Methandienone, Methandrostenolone

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About This Item

Empirical Formula (Hill Notation):
C20H28O2
CAS Number:
72-63-9
Molecular Weight:
300.44
Beilstein/REAXYS Number:
2056255
EC Number:
200-787-2
MDL number:
MFCD00003650
UNSPSC Code:
12352115
PubChem Substance ID:
57651540

assay

≥99.0% (HPLC)

form

solid

optical activity

[α]20/D −0.5±0.5°, c = 1.1% in chloroform

drug control

USDEA Schedule IIIN; regulated under CDSA - not available from Sigma-Aldrich Canada

mp

164-166 °C

storage temp.

2-8°C

SMILES string

C[C@]1(O)CC[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@H]3CC[C@]12C

InChI

1S/C20H28O2/c1-18-9-6-14(21)12-13(18)4-5-15-16(18)7-10-19(2)17(15)8-11-20(19,3)22/h6,9,12,15-17,22H,4-5,7-8,10-11H2,1-3H3/t15-,16+,17+,18+,19+,20+/m1/s1

InChI key

XWALNWXLMVGSFR-HLXURNFRSA-N

Gene Information

human ... AR(367)

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Application

17β-Hydroxy-17-methylandrosta-1,4-dien-3-one can be used as a model steroid in the screening of androgenic anabolic steroids using MALDI-TOF technique.

Other Notes

Sales restrictions may apply

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Comparative study of matrices for their use in the rapid screening of anabolic steroids by matrix-assisted laser desorption/ionisation time-of-flight mass spectrometry
Galesio M, et al.
Rapid Communications in Mass Spectrometry, 23(12), 1783-1791 (2009)
Oscar J Pozo et al.
Drug testing and analysis, 1(11-12), 554-567 (2010-04-01)
Anabolic steroids are among the most frequently detected compounds in doping analysis. They are extensively metabolized and therefore an in-depth knowledge about steroid metabolism is needed. In this study, a liquid chromatography tandem mass spectometry (LC-MS/MS) method based on a
Stephanie Mosler et al.
Archives of toxicology, 86(1), 109-119 (2011-08-06)
There is increasing evidence that the biological activity of myostatin (MSTN), a negative regulator of muscle growth, is affected by training but also anabolic steroids. In this study, we analyzed the effects of the frequently abused anabolic steroid methandienone (Md)
Linda L Ahonen et al.
Rapid communications in mass spectrometry : RCM, 24(7), 958-964 (2010-03-09)
We examined the feasibility of capillary liquid chromatography/microchip atmospheric pressure photoionization tandem mass spectrometry (capLC/microAPPI-MS/MS) for the analysis of anabolic steroids in human urine. The urine samples were pretreated by enzymatic hydrolysis (with beta-glucuronidase from Helix pomatia), and the compounds
Leen Lootens et al.
Drug testing and analysis, 1(11-12), 531-537 (2010-04-01)
Anabolic androgenic steroids are considered to be doping agents and are prohibited in sports. Their metabolism needs to be elucidated to allow for urinary detection by gas chromatography-mass spectrometry (GC-MS) or liquid chromatography-tandem mass spectrometry (LC-MS/MS). Steroid metabolism was assessed
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