Structure Database (LMSD)

Common Name
Epiandrosterone
Systematic Name
3β-hydroxy-androstan-17-one
Synonyms
LM ID
LMST02020023
Formula
C19H30O2
Exact Mass
Calculate m/z
290.22458
Sum Composition
ST 19:1;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

Epiandrosterone is an analytical reference standard categorized as an anabolic androgenic steroid metabolite.1,2 It is a metabolite of testosterone (ISO60154 | ISO00154 | 15645) and has been used as a marker of synthetic testosterone doping in racehorses. This product is intended for research and forensic applications.

This information has been provided by Cayman Chemical

References

1. McKinney, A.R., Suann, C.J., and Stenhouse, A.M. A stereochemical examination of the equine metabolism of 17α-methyltestosterone. Anal. Chim. Acta 581(2), 377-387 (2007).
2. Kwok, W.H., Ho, E.N., Leung, G.N., et al. Metabolic studies of 1-testosterone in horses. Drug Test Anal. 5(2), 81-88 (2013).

String Representations

InChiKey (Click to copy)
QGXBDMJGAMFCBF-LUJOEAJASA-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/h12-16,20H,3-11H2,1-2H3/t12-,13-,14-,15-,16-,18-,19-/m0/s1
SMILES (Click to copy)
C1[C@]2(C)[C@@]3([H])CC[C@]4(C)C(=O)CC[C@@]4([H])[C@]3([H])CC[C@@]2([H])C[C@@H](O)C1

Other Databases

Wikipedia
Epiandrosterone
KEGG ID
C07635
HMDB ID
HMDB00365
CHEBI ID
541975
LIPIDBANK ID
SST0205
PubChem CID
441302
SwissLipids ID
SLM:000485315
Cayman ID
34164
PDB ID
AOX

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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Updated at
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