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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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K B Davis et al.
General and comparative endocrinology, 78(2), 218-223 (1990-05-01)
The mechanism of sex determination in channel catfish Ictalurus punctatus was evaluated by hormonal and genetic methods. Aromatizable and nonaromatizable androgens, as well as an estrogen, caused feminization in fish fed steroids for 21 days after yolk-sac absorption. The effectiveness
A Saborido et al.
Medicine and science in sports and exercise, 25(7), 815-822 (1993-07-01)
The effects of anabolic-androgenic steroid administration and exercise training on various aspects of hepatic function were investigated in sedentary and trained (treadmill for 12 wk) male and female rats treated orally with fluoxymesterone or methylandrostanolone (2 mg.kg-1 body weight, 5
H Bi et al.
The Journal of steroid biochemistry and molecular biology, 42(5), 533-546 (1992-06-01)
The epimerization and dehydration reactions of the 17 beta-hydroxy group of anabolic 17 beta-hydroxy-17 alpha-methyl steroids have been investigated using the pyridinium salts of 17 beta-sulfate derivatives of methandienone 1, methyltestosterone 4, oxandrolone 7, mestanolone 10 and stanozolol 11 as
Takashi Iwamatsu et al.
Development, growth & differentiation, 48(1), 59-64 (2006-02-10)
Using the S-rR strain of the medaka Oryzias latipes, we examined the effect of a non-aromatizable androgen on sex determination. Intrafollicular immature oocytes isolated before breakdown of the germinal vesicle were incubated in the presence of 17alpha-methyldihydrotestosterone (MDHT) for about
Sandeep K Ginotra et al.
Chemical & pharmaceutical bulletin, 52(8), 989-991 (2004-08-12)
Mild, efficient and eco-friendly oxidation of 17alpha-methylandrostan-3beta-17beta-diol (1) has been studied with three different reagents viz. pentavalent iodine reagent 2-iodoxy benzoic acid (IBX) in DMSO at 65 degrees C, sodium hypochlorite and H2O2/Na2WO4 under phase transfer conditions to give 17beta-hydroxy-17alpha-methylandrostan-3-one
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