Structure Database (LMSD)

Common Name
Mestanolone
Systematic Name
17β-hydroxy-17-methyl-androstan-3-one
Synonyms
LM ID
LMST02020027
Formula
C20H32O2
Exact Mass
Calculate m/z
304.24023
Sum Composition
ST 20:1;O2
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

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

Biological Context

Mestanolone is an analytical reference standard categorized as an anabolic androgenic steroid.1 Formulations containing mestanolone have been used to enhance physical performance in racehorses. Mestanolone 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. Yamada, M., Aramaki, S., Okayasu, T., et al. Identification and quantification of metabolites common to 17α-methyltestosterone and mestanolone in horse urine. J. Pharm. Biomed. Anal. 45(1), 125-133 (2007).

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)
WYZDXEKUWRCKOB-YDSAWKJFSA-N
InChi (Click to copy)
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
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])CC[C@@]2([H])CC(=O)C1

Other Databases

Wikipedia
Mestanolone
CHEBI ID
31825
LIPIDBANK ID
SST0260
PubChem CID
10633
Cayman ID
21485

Calculated Physicochemical Properties

Heavy Atoms 22
Rings 4
Aromatic Rings 0
Rotatable Bonds 0
Van der Waals Molecular Volume 320.06
Topological Polar Surface Area 37.30
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 2
logP 4.64
Molar Refractivity 87.87

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Created at
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Updated at
9th May 2022