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M7655

Supelco

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
EC Number:
215-836-3
MDL number:
MFCD00133082
UNSPSC Code:
41116107
PubChem Substance ID:
329817913
NACRES:
NA.24

grade

analytical standard

Quality Level

200

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

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

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

InChI key

UXYRZJKIQKRJCF-TZPFWLJSSA-N

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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

Signal Word

Danger

Hazard Statements

H351,H360FD,H362,H411

Hazard Classifications

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

Storage Class Code

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000368829
0000368829
0000271057
119H1326
119H1326V

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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
M Iqbal Choudhary et al.
Natural product research, 22(15), 1289-1296 (2008-11-22)
Microbial transformation of two anabolic steroids, ethylestrenol (1) and nandrolone (2), were carried out. Ethylestrenol (1), when incubated with Rhizopus stolonifer (TSY 0471), yielded two oxidative metabolites named 17alpha-ethyl-3beta,17beta-dihydroxy-19-norndrost-4-ene (3) and 17alpha-ethyl-17beta-hydroxy-19-norandrost-4-en-3-one (4), while incubation of compound 2 with the
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
Short-term treatment in sexual dysfunction: a review.
A J Cooper
Comprehensive psychiatry, 22(2), 206-217 (1981-03-01)
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