Structure Database (LMSD)

Common Name
Methandriol
Systematic Name
17α-methyl-5-androstene-3β,17β-diol
Synonyms
LM ID
LMST02020012
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

Methandriol is an analytical reference standard categorized as an anabolic androgenic steroid.1 Formulations containing methandriol have been used to enhance physical performance in racehorses. Methandriol 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., Kurosawa, M., et al. Simultaneous doping analysis of main urinary metabolites of anabolic steroids in horse by ion-trap gas chromatography-tandem mass spectrometry. Anal. Sci. 24(9), 1199-1204 (2008).

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
synthetic construct (#32630)
Methylandrostenediol.,
J Clin Endocrinol Metab, 1951
Pubmed ID: 14841252

String Representations

InChiKey (Click to copy)
WRWBCPJQPDHXTJ-DTMQFJJTSA-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/h4,14-17,21-22H,5-12H2,1-3H3/t14-,15+,16-,17-,18-,19-,20-/m0/s1
SMILES (Click to copy)
C1[C@]2(C)[C@@]3([H])CC[C@]4(C)[C@](O)(C)CC[C@@]4([H])[C@]3([H])CC=C2C[C@@H](O)C1

Other Databases

Wikipedia
Methandriol
KEGG ID
C14493
CHEBI ID
34834
LIPIDBANK ID
SST0085
PubChem CID
229021
Cayman ID
34135

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 40.46
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 2
logP 4.63
Molar Refractivity 89.36

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Created at
-
Updated at
3rd Nov 2022