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55609

Sigma-Aldrich

17β-Hydroxy-17-methylandrosta-1,4-dien-3-one

≥99.0% (HPLC)

Synonym(s):

1-Dehydro-17α-methyltestosterone, Dianabol, Methandienone, Methandrostenolone

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About This Item

Empirical Formula (Hill Notation):
C20H28O2
CAS Number:
72-63-9
Molecular Weight:
300.44
Beilstein:
2056255
EC Number:
200-787-2
MDL number:
MFCD00003650
UNSPSC Code:
12352115
PubChem Substance ID:
57651540
Pricing and availability is not currently available.

Assay

≥99.0% (HPLC)

form

solid

optical activity

[α]20/D −0.5±0.5°, c = 1.1% in chloroform

drug control

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

mp

164-166 °C

storage temp.

2-8°C

SMILES string

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

InChI

1S/C20H28O2/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/h6,9,12,15-17,22H,4-5,7-8,10-11H2,1-3H3/t15-,16+,17+,18+,19+,20+/m1/s1

InChI key

XWALNWXLMVGSFR-HLXURNFRSA-N

Gene Information

human ... AR(367)

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Application

17β-Hydroxy-17-methylandrosta-1,4-dien-3-one can be used as a model steroid in the screening of androgenic anabolic steroids using MALDI-TOF technique.[1]

Other Notes

Sales restrictions may apply

Storage Class Code

11 - Combustible Solids

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
BCBJ8206V
BCBJ0946V

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Comparative study of matrices for their use in the rapid screening of anabolic steroids by matrix-assisted laser desorption/ionisation time-of-flight mass spectrometry
Galesio M, et al.
Rapid Communications in Mass Spectrometry, 23(12), 1783-1791 (2009)
Cholestasis secondary to anabolic steroid use in young men.
Ahmed M Elsharkawy et al.
BMJ (Clinical research ed.), 344, e468-e468 (2012-02-04)
Maria K Parr et al.
Biomedical chromatography : BMC, 21(2), 164-168 (2006-12-06)
In numerous studies it has been demonstrated that several nutritional supplements contain prohormones not declared on the label. In the current study two products (effervescent tablets) containing high amounts of the 17-methylated anabolic androgenic steroids metandienone (product 1: 16.8 mg/tablet)
Leen Lootens et al.
Drug testing and analysis, 1(11-12), 531-537 (2010-04-01)
Anabolic androgenic steroids are considered to be doping agents and are prohibited in sports. Their metabolism needs to be elucidated to allow for urinary detection by gas chromatography-mass spectrometry (GC-MS) or liquid chromatography-tandem mass spectrometry (LC-MS/MS). Steroid metabolism was assessed
Beth A Costine et al.
Psychoneuroendocrinology, 35(10), 1473-1485 (2010-06-12)
In the past several decades, the therapeutic use of anabolic androgenic steroids (AAS) has been overshadowed by illicit use of these drugs by elite athletes and a growing number of adolescents to enhance performance and body image. As with adults
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