Structure Database (LMSD)

Common Name
17-Methyltestosterone
Systematic Name
17β-hydroxy-17-methylandrost-4-en-3-one
Synonyms
LM ID
LMST02020029
Formula
C20H30O2
Exact Mass
Calculate m/z
302.22458
Sum Composition
ST 20:2;O2
Status
Curated
Show lipids differing only in stereochemistry/bond geometry
View MassBank spectra

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Steroids [ST02]
C19 steroids (androgens) and derivatives [ST0202]

Biological Context

17α-Methyltestosterone is an analytical reference standard categorized as an anabolic androgenic steroid.1 Anabolic androgenic steroids, including 17α-methyltestosterone, have been used to enhance physical performance in racehorses and athletes.1,2 17α-Methyltestosterone is regulated as a Schedule III compound in the United States. This product is intended for research and forensic applications.

This information has been provided by Cayman Chemical

References

1. Yu, N.H., Ho, E.N., Leung, D.K., et al. Screening of anabolic steroids in horse urine by liquid chromatography-tandem mass spectrometry. J. Pharm. Biomed. Anal. 37(5), 1031-1038 (2005).
2. Pärssinen, M., and Seppälä, T. Steroid use and long-term health risks in former athletes. Sports Med. 32(2), 83-94 (2002).

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
synthetic construct (#32630)
Sexualhormone X. Herstellung des 17-Methyl-testosterons und anderer Androsten- und Androstanderivate. Zusammenhänge zwischen chemischer Konstitution und männlicher Hormonwirkung,
Helv Chim Acta, 1935

String Representations

InChiKey (Click to copy)
GCKMFJBGXUYNAG-HLXURNFRSA-N
InChi (Click to copy)
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
SMILES (Click to copy)
C1[C@]2(C)[C@@]3([H])CC[C@]4(C)[C@@](C)(O)CC[C@@]4([H])[C@]3([H])CCC2=CC(=O)C1

Other Databases

Wikipedia
Methyltestosterone
KEGG ID
C07198
HMDB ID
HMDB0015655
CHEBI ID
27436
LIPIDBANK ID
SST0264
PubChem CID
6010
Cayman ID
24080
GuidePharm ID
6945

Calculated Physicochemical Properties

Heavy Atoms 22
Rings 4
Aromatic Rings 0
Rotatable Bonds 0
Van der Waals Molecular Volume 317.42
Topological Polar Surface Area 37.30
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 2
logP 4.56
Molar Refractivity 87.85

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Created at
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Updated at
21st Nov 2023