3,4-Divanillyltetrahydrofuran

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3,4-Divanillyltetrahydrofuran
Divanillyltetrahydrofuran.svg
Names
IUPAC name
4,4’-(Tetrahydrofuran-3,4-diyldimethanediyl)bis(2-methoxyphenol)
Other names
3,4-Divanilyltetrahydrofuran; α,α'-(Tetrahydro-3,4-furandiyl)dicreosol
Identifiers
3D model (Jmol)
ChemSpider
Properties
C20H24O5
Molar mass 344.40 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

3,4-Divanillyltetrahydrofuran is a lignan found in a Urtica dioica (stinging nettle) subspecies. This same compound may also be found in other lignan-containing plant sources such as Linum usitatissimum (flax seed).

The compound has been found to occupy binding sites of sex hormone-binding globulin (SHBG), thereby reducing the ability of SHBG to bind additional steroid hormones such as estrogens and androgens, mostly testosterone and estradiol. Certain extracts of stinging nettle are therefore used by some bodybuilders in an effort to increase free testosterone.[1]

References[edit]

  1. ^ Schöttner M; Gansser D; Spiteller G. (1997). "Interaction of lignans with human sex hormone binding globulin (SHBG)". Z Naturforsch [C]. 52 (11–12): 834–43. PMID 9463941.