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Merck

46444

17α-Methyltestosterone

VETRANAL®, analytical standard

Synonym(s):

17α-Methyl-4-androsten-17β-ol-3-one, 17β-Hydroxy-17α-methyl-4-androsten-3-one, Mesterone, Methyltestosterone

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About This Item

Empirical Formula (Hill Notation):
C20H30O2
CAS Number:
Molecular Weight:
302.45
UNSPSC Code:
41116107
NACRES:
NA.24
PubChem Substance ID:
EC Number:
200-366-3
Beilstein/REAXYS Number:
2057425
MDL number:
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Product Name

17α-Methyltestosterone, VETRANAL®, analytical standard

InChI key

GCKMFJBGXUYNAG-HLXURNFRSA-N

InChI

1S/C20H30O2/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/h12,15-17,22H,4-11H2,1-3H3/t15-,16+,17+,18+,19+,20+/m1/s1

SMILES string

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

grade

analytical standard

product line

VETRANAL®

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

mp

162-168 °C (lit.)

application(s)

forensics and toxicology
pharmaceutical (small molecule)

format

neat

Gene Information

human ... AR(367)

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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.

Legal Information

VETRANAL is a registered trademark of Merck KGaA, Darmstadt, Germany

pictograms

Health hazard

signalword

Danger

Hazard Classifications

Carc. 1B - Repr. 2

Storage Class

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

wgk

WGK 3

ppe

Eyeshields, Gloves, type P2 (EN 143) respirator cartridges


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C Gómez et al.
Steroids, 78(1), 44-52 (2012-11-07)
Methyltestosterone (MT) is one of the most frequently detected anabolic androgenic steroids in doping control analysis. MT misuse is commonly detected by the identification of its two main metabolites excreted as glucuronide conjugates, 17α-methyl-5α-androstan-3α,17β-diol and 17α-methyl-5β-androstan-3α,17β-diol. The detection of these
Daniela Stange et al.
Ecotoxicology and environmental safety, 75(1), 94-101 (2011-09-29)
Molluscs are raising attention as ecotoxicological test organisms due to their high diversity and ecological importance. The ovoviviparous prosobranch gastropod Potamopyrgus antipodarum (freshwater mudsnail) responds very sensitively to xenobiotics and has therefore been proposed as OECD standard test organism. Endocrine
Anne S Mortensen et al.
Chemosphere, 83(8), 1035-1044 (2011-03-01)
In the present study, groups of juvenile Atlantic salmon (Salmo salar) were fed gelatine capsules containing fish-food spiked with PFOA or PFOS (0.2 mg kg(-1) fish) and solvent (methanol). The capsules were given at days 0, 3 and 6. Blood
Wenbo Jiang et al.
Comparative biochemistry and physiology. Part B, Biochemistry & molecular biology, 160(4), 187-193 (2011-09-06)
Gobiocypris rarus is an emerging fish model for aquatic toxicology in China as it is sensitive to environmental hormone disruptors. Exogenous sex steroids can affect sex differentiation and the expression of sex-related genes. Foxl2, a member of forkhead-box transcription factor
Jingzhu Wang et al.
Analytical and bioanalytical chemistry, 406(24), 6061-6067 (2014-08-12)
Progesterone (PROG) is a naturally occurring progestagen, which has been used to prevent preterm birth, control persistent anovulatory bleeding, and treat premenstrual syndrome in clinical practices. Studies on the metabolism of PROG have demonstrated that PROG is the precursor of

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