| Names | |
|---|---|
| IUPAC name 17β-Hydroxy-5α-androstan-3α-yl β-D-glucopyranosiduronic acid | |
| Systematic IUPAC name (2S,3S,4S,5R,6R)-3,4,5-Trihydroxy-6-{[(1S,3aS,3bR,5aS,7R,9aS,9bS,11aS)-1-hydroxy-9a,11a-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-7-yl]oxy}oxane-2-carboxylic acid | |
| Identifiers | |
3D model (JSmol) | |
| ChemSpider | |
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| Properties | |
| C25H40O8 | |
| Molar mass | 468.587 g·mol−1 |
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa). | |
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3α-Androstanediol glucuronide (3α-ADG) is ametabolite formed from humanandrogens; compounds involved in the development and maintenance of sexual characteristics. It is formed by theglucuronidation ofdihydrotestosterone,[1] and has been proposed as means of measuring androgenic activity.[2]
In women the adrenal steroids,dehydroepiandrosterone sulfate,androstenedione anddehydroepiandrosterone are the major precursors of plasma 3α-ADG, accounting for almost the totality of circulating 3α-ADG. Levels of 3α-ADG decrease significantly with age.[3]
3α-ADG is used as a marker of target tissue cellular action.[2] 3α-ADG correlates with level of5α-reductase activity (testosterone and3α-androstanediol to dihydrotestosterone) in the skin. Concentrations of 3α-ADG are associated with the level of cutaneous androgen metabolism.