Androsterone glucuronide

Androsterone glucuronide
Names
	IUPAC name (2S,3S,4S,5R,6R)-6-[[(3R,5S,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 ADT-G; 5α-Androstan-3α-ol-17-one 3-glucuronide; 17-Oxo-5α-androstan-3α-yl β-D-glucopyranosiduronic acid
Identifiers
CAS Number	1852-43-3 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:28832;
ChemSpider	102793;
KEGG	C11135;
PubChem CID	114833;
UNII	IMD4XD0W3U ;
	InChI InChI=1S/C25H38O8/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/h12-16,18-21,23,27-29H,3-11H2,1-2H3,(H,30,31)/t12-,13+,14-,15-,16-,18-,19-,20+,21-,23+,24-,25-/m0/s1 Key: VFUIRAVTUVCQTF-BSOWLZGZSA-N;
	SMILES C[C@]12CC[C@H](C[C@@H]1CC[C@@H]3[C@@H]2CC[C@]4([C@H]3CCC4=O)C)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)C(=O)O)O)O)O;
Properties
Chemical formula	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

Androsterone glucuronide (ADT-G) is a major circulating and urinary metabolite of testosterone and dihydrotestosterone (DHT).[1] It accounts for 93% of total androgen glucuronides in women.[1] ADT-G is formed from androsterone by UDP-glucuronosyltransferases, with the major enzymes being UGT2B15 and UGT2B17.[1] It is a marker of acne in women while androstanediol glucuronide is a marker of hirsutism (excess hair growth) in women.[2]

References

http://www.hmdb.ca/metabolites/HMDB02829
Jerome F. Strauss, III; Robert L. Barbieri (13 September 2013). Yen and Jaffe's Reproductive Endocrinology. Elsevier Health Sciences. pp. 837–. ISBN 978-1-4557-2758-2.

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