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46444

Supelco

17α-Methyltestosterone

VETRANAL®, analytical standard

Synonym(s):

17α-Methyl-4-androsten-17β-ol-3-one, 17β-Hydroxy-17α-methyl-4-androsten-3-one, Mesterone, Methyltestosterone

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About This Item

Empirical Formula (Hill Notation):
C20H30O2
CAS Number:
58-18-4
Molecular Weight:
302.45
Beilstein:
2057425
EC Number:
200-366-3
MDL number:
MFCD00003655
UNSPSC Code:
41116107
PubChem Substance ID:
329757188
NACRES:
NA.24

grade

analytical standard

product line

VETRANAL®

shelf life

limited shelf life, expiry date on the label

drug control

USDEA Schedule IIIN; regulated under CDSA - not available from Sigma-Aldrich Canada

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

mp

162-168 °C (lit.)

application(s)

forensics and toxicology
pharmaceutical (small molecule)

format

neat

SMILES string

C[C@]1(O)CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C

InChI

1S/C20H30O2/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/h12,15-17,22H,4-11H2,1-3H3/t15-,16+,17+,18+,19+,20+/m1/s1

InChI key

GCKMFJBGXUYNAG-HLXURNFRSA-N

Gene Information

human ... AR(367)

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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.

Legal Information

VETRANAL is a registered trademark of Merck KGaA, Darmstadt, Germany

Pictograms

Health hazard
GHS08

Signal Word

Danger

Hazard Statements

H350,H361fd

Hazard Classifications

Carc. 1B - Repr. 2

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCK0271
BCCG6508
BCCB6395
BCBW6225
SZBD155XV

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C Gómez et al.
Steroids, 78(1), 44-52 (2012-11-07)
Methyltestosterone (MT) is one of the most frequently detected anabolic androgenic steroids in doping control analysis. MT misuse is commonly detected by the identification of its two main metabolites excreted as glucuronide conjugates, 17α-methyl-5α-androstan-3α,17β-diol and 17α-methyl-5β-androstan-3α,17β-diol. The detection of these
Supreeda Homklin et al.
Chemosphere, 82(10), 1401-1407 (2011-01-05)
17α-Methyltestosterone (MT), an anabolic androgenic steroid, is used widely in inducing an all male population in aquaculture farming of fish, such as Nile tilapia (Oreochromis niloticus). Current understanding of the occurrence and fate of MT in the sediments and the
Carlos A A Penatti et al.
Neuropharmacology, 61(4), 653-664 (2011-06-08)
Disruption of reproductive function is a hallmark of abuse of anabolic androgenic steroids (AAS) in female subjects. To understand the central actions of AAS, patch clamp recordings were made in estrous, diestrous and AAS-treated mice from gonadotropin releasing hormone (GnRH)
Jingzhu Wang et al.
Analytical and bioanalytical chemistry, 406(24), 6061-6067 (2014-08-12)
Progesterone (PROG) is a naturally occurring progestagen, which has been used to prevent preterm birth, control persistent anovulatory bleeding, and treat premenstrual syndrome in clinical practices. Studies on the metabolism of PROG have demonstrated that PROG is the precursor of
Daniela Stange et al.
Ecotoxicology and environmental safety, 75(1), 94-101 (2011-09-29)
Molluscs are raising attention as ecotoxicological test organisms due to their high diversity and ecological importance. The ovoviviparous prosobranch gastropod Potamopyrgus antipodarum (freshwater mudsnail) responds very sensitively to xenobiotics and has therefore been proposed as OECD standard test organism. Endocrine
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