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Merck

69240

17α-Methyltestosterone

≥97.0% (HPLC)

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:
58-18-4
Molecular Weight:
302.45
UNSPSC Code:
51111800
NACRES:
NA.22
PubChem Substance ID:
57652183
EC Number:
200-366-3
Beilstein/REAXYS Number:
2057425
MDL number:
MFCD00003655

Product Name

17α-Methyltestosterone, ≥97.0% (HPLC)

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

assay

≥97.0% (HPLC)

form

powder

optical activity

[α]20/D +82±3°, c = 1% in ethanol

drug control

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

loss

≤2% loss on drying

mp

162-168 °C (lit.)

functional group

hydroxyl
ketone

Quality Level

200

Gene Information

human ... AR(367)
rat ... Ar(24208)

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Other Notes

Sales restrictions may apply

pictograms

Health hazard
GHS08

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 P3 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
BCBG9657V
BCBF4801V
BCBC9378V
BCBB7528V
BCBC9378

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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
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
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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