3β-Etiocholanediol

3β-Etiocholanediol
Names
	IUPAC name (3S,5R,8R,9S,10S,13S,14S,17S)-10,13-Dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-3,17-diol
	Other names Epietiocholanediol; 5β-Androstane-3β,17β-diol; Etiocholane-3β,17β-diol
Identifiers
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:36715;
ChEMBL	ChEMBL1908037;
ChemSpider	8097750;
PubChem CID	9922115;
UNII	N5O0J576TA;
	InChI InChI=1S/C19H32O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h12-17,20-21H,3-11H2,1-2H3/t12-,13+,14+,15+,16+,17+,18+,19+/m1/s1 Key: CBMYJHIOYJEBSB-VXZRPZIYSA-N;
	SMILES 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;
Properties
Chemical formula	C19H32O2
Molar mass	292.463 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

3β-Etiocholanediol, or epietiocholanediol, also known as 3β,5β-androstanediol or as etiocholane-3β,17β-diol, is an naturally occurring etiocholane (5β-androstane) steroid and an endogenous metabolite of testosterone. It is formed from 5β-dihydrotestosterone (after 5β-reduction of testosterone) and is transformed into epietiocholanolone.^[1]

References

^ Miller AM, Dorfman RI (March 1948). "Metabolism of the steroid hormones; the isolation of etiocholanediol-3(alpha), 17(alpha) from human urine". Endocrinology. 42 (3): 174. doi:10.1210/endo-42-3-174. PMID 18914211.

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