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Merck

90151

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

analytical standard

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
UNSPSC Code:
41116107
NACRES:
NA.24
PubChem Substance ID:
329769855
EC Number:
200-787-2
Beilstein/REAXYS Number:
2056255
MDL number:
MFCD00003650

Key Documents

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Product Name

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

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 key

XWALNWXLMVGSFR-HLXURNFRSA-N

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

grade

analytical standard

assay

≥97.0% (HPLC)

optical activity

[α]1.15/D -0.5±0.5° in chloroform

shelf life

limited shelf life, expiry date on the label

drug control

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

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

clinical testing

format

neat

functional group

ketone

storage temp.

2-8°C

Quality Level

100

Gene Information

human ... AR(367)

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Application

17β-hydroxy-17-methylandrosta-1,4-dien-3-one may be used as a reference standard in the determination of 17β-hydroxy-17-methylandrosta-1,4-dien-3-one in urine samples, using by matrix-assisted laser desorption/ionization time-of-flight mass spectrometry (MALDI-TOF-MS).
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

General description

17β-hydroxy-17-methylandrosta-1,4-dien-3-one is an androgenic anabolic steroid.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM5536
BCCK7756
BCCH2053
BCCC5524
BCBX4553

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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, 1783-1791 (2009)
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
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
Andy Zöllner et al.
Biological chemistry, 391(1), 119-127 (2009-11-19)
Anabolic-androgenic steroids are some of the most frequently misused drugs in human sports. Recently, a previously unknown urinary metabolite of metandienone, 17beta-hydroxymethyl-17 alpha-methyl-18-norandrosta-1,4,13-trien-3-one (20OH-NorMD), was discovered via LC-MS/MS and GC-MS. This metabolite was reported to be detected in urine samples
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