Androstanediol glucuronide

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Androstanediol glucuronide
200px
Names
IUPAC name
(3α,5α,17β)-17-Hydroxyandrostan-3-yl β-D-glucopyranosiduronic acid
Identifiers
65535-18-4
ChemSpider 20558912
Jmol 3D model Interactive image
PubChem 16727166
  • InChI=1S/C25H40O8/c1-24-9-7-13(32-23-20(29)18(27)19(28)21(33-23)22(30)31)11-12(24)3-4-14-15-5-6-17(26)25(15,2)10-8-16(14)24/h12-21,23,26-29H,3-11H2,1-2H3,(H,30,31)/t12-,13+,14-,15-,16-,17-,18-,19-,20+,21-,23+,24-,25-/m0/s1
    Key: GYNWSIBKBBWJJW-WWLGJQRMSA-N
  • InChI=1/C25H40O8/c1-24-9-7-13(32-23-20(29)18(27)19(28)21(33-23)22(30)31)11-12(24)3-4-14-15-5-6-17(26)25(15,2)10-8-16(14)24/h12-21,23,26-29H,3-11H2,1-2H3,(H,30,31)/t12-,13+,14-,15-,16-,17-,18-,19-,20+,21-,23+,24-,25-/m0/s1
    Key: GYNWSIBKBBWJJW-WWLGJQRMBJ
  • C[C@]12CC[C@H](C[C@@H]1CC[C@@H]3[C@@H]2CC[C@]4([C@H]3CC[C@@H]4O)C)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)C(=O)O)O)O)O
Properties
C25H40O8
Molar mass 468.59 g·mol−1
Vapor pressure {{{value}}}
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Androstanediol glucuronide (ADG) is a metabolite formed from human androgens; compounds involved in the development and maintenance of sexual characteristics. It is formed by the glucuronidation of both dihydrotestosterone and testosterone,[1] and has been proposed as means of measuring androgenic activity.[2]

In women the adrenal steroids, dehydroepiandrosterone sulfate, androstenedione and dehydroepiandrosterone are the major precursors of plasma ADG, accounting for almost the totality of circulating ADG. ADG levels decrease significantly with age.[3] Androstanediol glucuronide is used as a marker of target tissue cellular action. ADG correlates with level of 5 alpha reductase activity (testosterone and androstanediol to dihydrotestosterone) in the skin. ADG is a measure of cutaneous androgen metabolism. it reflects specific type of liver function and the impact of major precursor derived from adrenal glands.[4]

See also

References

  1. ↑ Lua error in package.lua at line 80: module 'strict' not found.
  2. ↑ Lua error in package.lua at line 80: module 'strict' not found.
  3. ↑ Lua error in package.lua at line 80: module 'strict' not found.
  4. ↑ http://www.hormonetestingmd.com/product_p/androstanediol-glucuronide.htm[full citation needed]
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