Etiocholanolone glucuronide

Etiocholanolone glucuronide
Names

IUPAC name 17-Oxo-5β-androstan-3α-yl β-D-glucopyranosiduronic acid
Systematic IUPAC name (2S,3S,4S,5R,6R)-6-{phenanthren-7-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
CAS Number	3602-09-3
3D model (JSmol)	Interactive image
ChEBI	CHEBI:37451
ChemSpider	391377
KEGG	C11136
PubChem CID	443078
UNII	9LK4DML9R2
CompTox Dashboard (EPA)	DTXSID201335941
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+/m1/s1Key: VFUIRAVTUVCQTF-SDHZCXLISA-N
SMILES C12CC(C1CC32CC4(3CCC4=O)C)O5((((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 , 100 kPa). Infobox references

Chemical compound

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