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69240

Sigma-Aldrich

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
Beilstein:
2057425
EC Number:
200-366-3
MDL number:
MFCD00003655
UNSPSC Code:
51111800
PubChem Substance ID:
57652183
NACRES:
NA.22

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

SMILES string

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

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

InChI key

GCKMFJBGXUYNAG-HLXURNFRSA-N

Gene Information

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

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Other Notes

Sales restrictions may apply

Pictograms

Health hazard
GHS08

Signal Word

Danger

Hazard Statements

H350,H361fd

Hazard Classifications

Carc. 1B - Repr. 2

Storage Class Code

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

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCBG9657V
BCBF4801V
BCBC9378V
BCBB7528V
BCBC9378

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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
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
Carlos A A Penatti et al.
Neuropharmacology, 61(4), 653-664 (2011-06-08)
Disruption of reproductive function is a hallmark of abuse of anabolic androgenic steroids (AAS) in female subjects. To understand the central actions of AAS, patch clamp recordings were made in estrous, diestrous and AAS-treated mice from gonadotropin releasing hormone (GnRH)
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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