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Etiocholanolone glucuronide

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Etiocholanolone glucuronide
Names
IUPAC name
(2S,3S,4S,5R,6R)-6-[[(3R,5R,8R,9S,10S,13S,14S)-10,13-Dimethyl-17-oxo-1,2,3,4,5,6,7,8,9,11,12,14,15,16-tetradecahydrocyclopenta[a]phenanthren-3-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
Other names
5β-Androstan-3α-ol-17-one 3-glucuronide; 3α-Hydroxy-5β-androstan-17-one 3-glucuronide; Etiocholan-3α-ol-17-one 3-glucuronide; 3α-Hydroxyetiocholan-17-one 3-glucuronide; 17-oxoetiocholan-3α-yl β-D-glucopyranosiduronic acid
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
KEGG
Properties
C25H38O8
Molar mass 466.571 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Etiocholanolone glucuronide (ETIO-G) is an endogenous, naturally occurring metabolite of testosterone.[1][2] It is formed in the liver from etiocholanolone by UDP-glucuronyltransferases.[1] ETIO-G has much higher water solubility than etiocholanolone and is eventually excreted in the urine via the kidneys.[1][2] Along with androsterone glucuronide, it is one of the major inactive metabolites of testosterone.[3][4]

See also

References

  1. ^ a b c http://www.hmdb.ca/metabolites/HMDB04484
  2. ^ a b S. Bernstein; S. Solomon (6 December 2012). Chemical and Biological Aspects of Steroid Conjugation. Springer Science & Business Media. pp. 328–. ISBN 978-3-642-95177-0.
  3. ^ David A. Williams; William O. Foye; Thomas L. Lemke (January 2002). Foye's Principles of Medicinal Chemistry. Lippincott Williams & Wilkins. pp. 707–. ISBN 978-0-683-30737-5.
  4. ^ Christina Wang (28 May 2007). Male Reproductive Function. Springer Science & Business Media. pp. 69–. ISBN 978-0-585-38145-9.
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Etiocholanolone glucuronide
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