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Merck
CN

M5626

17α-Methylandrostan-17β-ol-3-one

analytical standard

Synonym(s):

17α-Methyldihydrotestosterone, 17β-Hydroxy-17α-methyl-5α-androstan-3-one, 5α-Androstane-17α-methyl-17β-ol-3-one, Mestaline, Mestanolone, Methylandrostanolone

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About This Item

Empirical Formula (Hill Notation):
C20H32O2
CAS Number:
521-11-9
Molecular Weight:
304.47
NACRES:
NA.24
PubChem Substance ID:
329818018
UNSPSC Code:
41116107
EC Number:
208-302-6
MDL number:
MFCD00021158

Key Documents

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InChI key

WYZDXEKUWRCKOB-YDSAWKJFSA-N

InChI

1S/C20H32O2/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/h13,15-17,22H,4-12H2,1-3H3/t13-,15+,16-,17-,18-,19-,20-/m0/s1

SMILES string

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

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

Related Categories

Application

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

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Carc. 2 - Repr. 1A

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

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

Regulatory Information

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

Lot/Batch Number
SLBZ8886
SLBW0162
SLBQ0485V
SLBP5220V
SLBN3810V

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R Gragera et al.
Histology and histopathology, 8(3), 449-455 (1993-07-01)
The effects of anabolic steroid treatment in association with endurance training on biochemical serum parameters and liver ultrastructure have been investigated in male rats. Values of serum alanine aminotransferase, aspartate aminotransferase and alkaline phosphatase were not significantly affected by administration
M S Fitzpatrick et al.
General and comparative endocrinology, 95(3), 399-408 (1994-09-01)
Androgen receptors were identified in the cytosol from ovaries of juvenile coho salmon, Oncorhynchus kisutch. The binding for the synthetic androgen mibolerone was specific and saturable (Kd = 0.32 +/- 0.02 nM; Bmax = 15.31 +/- 4.31 fmol/mg protein). Bound
M E Stobaugh et al.
Steroids, 55(6), 259-262 (1990-06-01)
Dihydrotestosterone-succinyl-agarose is the most common form of androgen affinity column. To investigate the effect of variation in the number of methylene groups between the ester and amide functions, a homologous series, varying the number of methylenes between the functional groups
Frauke Hoffmann et al.
Chemosphere, 87(11), 1246-1253 (2012-02-22)
Endocrine disrupting compounds (EDCs) are well known to interfere with the hormone system of aquatic vertebrates and to affect their reproductive biology. 17α-Methyldihydrotestosterone (MDHT) is a widely used model compound for the assessment of androgenic EDCs, because it binds with
Masayuki Yamada et al.
Journal of pharmaceutical and biomedical analysis, 45(1), 125-133 (2007-08-22)
Anabolic steroids with the 17alpha-methyl,17beta-hydroxyl group, which were developed as oral formulations for therapeutic purposes, have been abused in the field of human sports. These anabolic steroids are also used to enhance racing performance in racehorses. In humans, structurally related
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