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Merck
CN

M8283

Mesterolone

1.0 mg/mL in 1,2-dimethoxyethane

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
UNSPSC Code:
41116107
PubChem Substance ID:
329818056
EC Number:
203-794-9
MDL number:
MFCD00133082

Key Documents

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InChI key

UXYRZJKIQKRJCF-TZPFWLJSSA-N

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

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

form

liquid

drug control

USDEA Schedule III; Home Office Schedule 4.2; regulated under CDSA - not available from Sigma-Aldrich Canada

concentration

1.0 mg/mL in 1,2-dimethoxyethane

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

format

single component solution

storage temp.

2-8°C

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Application

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signalword

Danger

Hazard Classifications

Acute Tox. 4 Inhalation - Flam. Liq. 2 - Repr. 1B - Skin Irrit. 2

supp_hazards

EUH019

Storage Class

3 - Flammable liquids

wgk

WGK 1

flash_point_f

26.6 °F

flash_point_c

-3 °C

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Information

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W M Herrmann et al.
Pharmakopsychiatrie, Neuro-Psychopharmakologie, 9(5), 205-219 (1976-09-01)
In a review article, clinical literature concerned with the psychotropic effects of androgens is presented, and the results of experimental clinical work from biochemistry, electrophysiology and psychoexperimental tests are reported. The conclusion that androgens do have psychotropic properties similar to
W B Schill et al.
Drugs, 28(3), 263-280 (1984-09-01)
Medical therapy of male infertility aims to improve or normalise the fertility status of a subfertile patient. However, this can be a frustrating task due to limited knowledge about the pathophysiology of male reproductive functions, and the fact that pharmacological
Purushottam Sah
Asian journal of andrology, 4(4), 307-308 (2003-01-01)
A man having severe oligospermia, due to partial maturation arrest at spermatid stage, was given low dose estrogen-testosterone combination therapy for three months. His sperm count increased enormously, following which his wife conceived and delivered a healthy baby at term.
F Kiesewetter et al.
The Journal of investigative dermatology, 101(1 Suppl), 98S-105S (1993-07-01)
Anagen hair bulb papillae, interfollicular dermal fibroblasts, and interfollicular keratinocytes isolated from fronto-parietal scalp biopsies as well as outer root sheath keratinocytes from plucked anagen hairs were separately grown in subculture for 14 d. The effect of different concentrations (2.4
M Iqbal Choudhary et al.
Chemistry & biodiversity, 2(3), 392-400 (2006-12-29)
The microbial transformation of mesterolone (= (1alpha,5alpha,17beta)-17-hydroxy-1-methylandrostan-3-one; 1), by a number of fungi yielded (1alpha,5alpha)-1-methylandrostane-3,17-dione (2), (1alpha,3beta,5alpha,17beta)-1-methylandrostane-3,17-diol (3), (5alpha)-1-methylandrost-1-ene-3,17-dione (4), (1alpha,5alpha,15alpha)-15-hydroxy-1-methylandrostane-3,17-dione (5), (1alpha,5alpha,6alpha,17beta)-6,17-dihydroxy-1-methylandrostan-3-one (6), (1alpha,5alpha,7alpha,17beta)-7,17-dihydroxy-1-methylandrostan-3-one (7), (1alpha,5alpha,11alpha,17beta)-11,17-dihydroxy-1-methylandrostan-3-one (8), (1alpha,5alpha,15alpha, 17beta)15,17-dihydroxy-1-methylandrostan-3-one (9), and (5alpha,15alpha,17beta)-15,17-dihydroxy-1-methylandrost-1-en-3-one (10). Metabolites 5-10 were found to be
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