3α-Etiocholanediol

3α-Etiocholanediol

Names
IUPAC name 5β-Androstane-3α,17β-diol
Systematic IUPAC name (1S,3aS,3bR,5aR,7R,9aS,9bS,11aS)-9a,11a-Dimethylhexadecahydro-1H-cyclopenta[a]phenanthrene-1,7-diol
Other names Etiocholanediol; Etiocholane-3α,17β-diol
Identifiers
CAS Number	1851-23-6
3D model (JSmol)	Interactive image
ChEBI	CHEBI:36714
ChEMBL	ChEMBL410494
ChemSpider	118551
PubChem CID	134494
UNII	D8A379RX68
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-GCXXXECGSA-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

3α-Etiocholanediol, or simply etiocholanediol, also known as 3α,5β-androstanediol or as etiocholane-3α,17β-diol, is a 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 further transformed into etiocholanolone.[1]

See also

• 3β-Etiocholanediol
• 3α-Androstanediol
• 3β-Androstanediol

References

1. PEARLMAN WH; CERCEO E (1948). "The isolation of pregnanol-3(alpha)-one-20,pregnanediol-3(alpha), 20(beta), and etiocholanediol-3(alpha),17(beta) from the bile of pregnant cows". The Journal of Biological Chemistry. 176 (2): 847–856. doi:10.1016/S0021-9258(19)52700-4. PMID 18889940.

External links

• Metabocard for Etiocholanediol (HMDB00551) - Human Metabolome Database