Structure Database (LMSD)

Common Name
5alpha-dihydrotesosterone
Systematic Name
17β-hydroxy-androstan-3-one
Synonyms
  • Stanolone
  • Androstanolone
LM ID
LMST02020042
Formula
Exact Mass
Calculate m/z
290.22458
Sum Composition
Status
Curated


Classification

Biological Context

Dihydrotestosterone is an analytical reference standard categorized as an anabolic androgenic steroid.1 Anabolic steroids, including dihydrotestosterone, have been used to enhance physical performance in athletes. Dihydrotestosterone 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. Saudan, C., Baume, N., Robinson, N., et al. Testosterone and doping control. Br. J. Sports Med. 40(Suppl 1), i21-i24 (2006).

Reactions

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Reactions are shown if the E.C. number of the enzyme catalysing it is annotated in the UniProt database for a species belonging to the selected taxonomic class.
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Reactions graph legend

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Rattus norvegicus (#10116)
Mammalia (#40674)
In vitro conversion of testosterone to 17beta-hydroxyandrostan-3-one.,
Proc Soc Exp Biol Med, 1956
Pubmed ID: 13323010

String Representations

InChiKey (Click to copy)
NVKAWKQGWWIWPM-ABEVXSGRSA-N
InChi (Click to copy)
InChI=1S/C19H30O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h12,14-17,21H,3-11H2,1-2H3/t12-,14-,15-,16-,17-,18-,19-/m0/s1
SMILES (Click to copy)
C1[C@]2(C)[C@@]3([H])CC[C@]4(C)[C@@H](O)CC[C@@]4([H])[C@]3([H])CC[C@@]2([H])CC(=O)C1

Other Databases

Wikipedia
KEGG ID
HMDB ID
CHEBI ID
LIPIDBANK ID
SST0297
PubChem CID
SwissLipids ID
Cayman ID
PDB ID
GuidePharm ID

Calculated Physicochemical Properties

Heavy Atoms 21
Rings 4
Aromatic Rings 0
Rotatable Bonds 0
Van der Waals Molecular Volume 302.76
Topological Polar Surface Area 37.30
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 2
logP 4.25
Molar Refractivity 83.25

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Created at
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Updated at
16th Jan 2024