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Merck
CN

M7655

Mesterolone

analytical standard

Synonym(s):

1α-Methylandrostan-17β-ol-3-one

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About This Item

Empirical Formula (Hill Notation):
C20H32O2
CAS Number:
1424-00-6
Molecular Weight:
304.47
NACRES:
NA.24
PubChem Substance ID:
329817913
UNSPSC Code:
41116107
EC Number:
215-836-3
MDL number:
MFCD00133082

Key Documents

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Product Name

Mesterolone, analytical standard

InChI key

UXYRZJKIQKRJCF-TZPFWLJSSA-N

InChI

1S/C20H32O2/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/h12-13,15-18,22H,4-11H2,1-3H3/t12-,13-,15-,16-,17-,18-,19-,20-/m0/s1

SMILES string

[H][C@@]12CC[C@@]3([H])[C@]4([H])CC[C@H](O)[C@@]4(C)CC[C@]3([H])[C@@]1(C)[C@@H](C)CC(=O)C2

grade

analytical standard

drug control

USDEA Schedule III; Home Office Schedule 4.2; regulated under CDSA - not available from Sigma-Aldrich Canada

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

forensics and toxicology
pharmaceutical (small molecule)
veterinary

format

neat

Quality Level

200

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Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

pictograms

Health hazardEnvironment
GHS08,GHS09

signalword

Danger

Hazard Classifications

Aquatic Chronic 2 - Carc. 2 - Lact. - Repr. 1B

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

涉药品监管产品
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Certificates of Analysis (COA)

Lot/Batch Number
0000368829
0000271057
0000368829
0000271057
119H1326

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Karina Fontana et al.
Histology and histopathology, 23(11), 1367-1377 (2008-09-12)
The growing and indiscriminate use of high doses of anabolic androgenic steroid (AAS) among youth and athletes has raised serious concerns about its hepatotoxic effects. Herein, the influence of AAS in the nuclear phenotype of hepatocytes was investigated in sedentary
Karina Fontana et al.
Journal of electron microscopy, 59(2), 153-164 (2009-10-27)
Light and electron microscopy and quantitative morphometry were used to determine the effects of exercise and mesterolone on the soleus muscles of mice. Both exercise and mesterolone caused a significant hypertrophy of extrafusal muscle fibres. The hypertrophy of Type I
D de Boer et al.
The Journal of steroid biochemistry and molecular biology, 42(3-4), 411-419 (1992-05-01)
Before including the detection of the methyl-5 alpha-dihydrotestosterones mesterolone (1 alpha-methyl-17 beta-hydroxy-5 alpha-androstan-3-one) and drostanolone (2 alpha-methyl-17 beta-hydroxy-5 alpha-androstan-3-one) in doping control procedures, their urinary metabolites were characterized by gas chromatography/mass spectrometry. Several metabolites were found after enzymatic hydrolysis and
Emmie N M Ho et al.
Analytica chimica acta, 596(1), 149-155 (2007-07-10)
Mesterolone (1alpha-methyl-5alpha-androstan-17beta-ol-3-one) is a synthetic anabolic androgenic steroid (AAS) with reported abuses in human sports. As for other AAS, mesterolone is also a potential doping agent in equine sports. Metabolic studies on mesterolone have been reported for humans, whereas little
J Lim et al.
Molecular endocrinology (Baltimore, Md.), 14(8), 1187-1197 (2000-08-10)
The androgen receptor (AR) is a ligand-dependent X-linked nuclear transcription factor regulating male sexual development and spermatogenesis. The receptor is activated when androgen binds to the C-terminal ligand-binding domain (LBD), triggering a cascade of molecular events, including interactions between the
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