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M5626

Supelco

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
EC Number:
208-302-6
MDL number:
MFCD00021158
UNSPSC Code:
41116107
PubChem Substance ID:
329818018
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

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

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

InChI key

WYZDXEKUWRCKOB-YDSAWKJFSA-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.

Signal Word

Danger

Hazard Statements

H302,H351,H360FD,H410

Hazard Classifications

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

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
SLBZ8886
SLBW0162
SLBQ0485V
SLBP5220V
SLBN3810V

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Ralph Urbatzka et al.
Comparative biochemistry and physiology. Toxicology & pharmacology : CBP, 144(4), 310-318 (2006-12-13)
Adult Xenopus laevis were exposed in vivo to ethinylestradiol, tamoxifen, methyldihydrotestosterone and flutamide as (anti)estrogenic and (anti)androgenic compounds, respectively, for four weeks at a concentration of 10(-8) M and to Lambro river water, a polluted river from Italy. Effects of
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
Hirokuni Kobayashi et al.
Zoological science, 28(5), 355-359 (2011-05-12)
To investigate how estrogen and androgen affect each other in inducing sex reversal in the medaka, O. Iatipes, 17β-estradiol (E2) and 17α-methyldihydrotestosterone (MDHT) were co-administered by a convenient method for hormonal treatment, in which freshly fertilized eggs were immersed for
F Piferrer et al.
General and comparative endocrinology, 91(1), 59-65 (1993-07-01)
The relative potency of several androgens to induce the male phenotype in sexually undifferentiated genotypic female chinook salmon were compared in two separate experiments. The aromatizable and nonaromatizable androgens testosterone (T) and 11-ketotestosterone (11-KT), and the synthetic aromatizable and nonaromatizable
R Massé et al.
Journal of chromatography, 562(1-2), 323-340 (1991-01-02)
The biotransformation of methandienone (17 beta-hydroxy-17 alpha-methylandrosta-1,4-dien-3-one) in human adults, more particularly the sequential reduction of its A-ring substituents, was investigated by gas chromatography-mass spectrometry. Two pairs of 17-epimeric tetrahydro diols resulting from the stereoselective reduction of the delta 4-
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