7α-Hydroxyepiandrosterone

7α-Hydroxyepiandrosterone (7α-OH-EPIA), also known as 3β,7α-dihydroxy-5α-androstan-17-one, is an endogenous, naturally occurring metabolite of epiandrosterone and dehydroepiandrosterone (DHEA) that is formed by the enzyme CYP7B1 in tissues such as the liver and brain.[1][2][3]

7α-Hydroxyepiandrosterone

Names
Other names 7α-OH-EPIA; 5α-Androstan-3β,7α-diol-17-one; 3β,7α-Dihydroxy-5α-androstan-17-one
Identifiers
3D model (JSmol)	Interactive image
ChEBI	CHEBI:85816
ChemSpider	7990794
InChI InChI=1S/C19H30O3/c1-18-7-5-12(20)9-11(18)10-15(21)17-13-3-4-16(22)19(13,2)8-6-14(17)18/h11-15,17,20-21H,3-10H2,1-2H3/t11-,12+,13+,14+,15-,17+,18+,19+/m1/s1 Key: VFPMCLQMAUVEHD-KMQZSKAMSA-N
SMILES C[C@]12CC[C@H]3[C@H]([C@@H]1CCC2=O)[C@H](O)C[C@H]1C[C@@H](O)CC[C@]31C
Properties
Chemical formula	C19H30O3
Molar mass	306.446 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

See also

• 7β-Hydroxyepiandrosterone
• 7α-Hydroxy-DHEA
• 7β-Hydroxy-DHEA
• 7-Oxo-DHEA

References

1. Neurosteroids and Brain Function. Academic Press. 12 December 2001. pp. 90–. ISBN 978-0-08-054423-6.
2. MORFIN Robert (20 December 2010). Les stéroïdes naturels de A à Z. Lavoisier. pp. 427–. ISBN 978-2-7430-1918-1.
3. Hennebert O, Pernelle C, Ferroud C, Morfin R (2007). "7alpha- and 7beta-hydroxy-epiandrosterone as substrates and inhibitors for the human 11beta-hydroxysteroid dehydrogenase type 1". J. Steroid Biochem. Mol. Biol. 105 (1–5): 159–65. doi:10.1016/j.jsbmb.2006.11.021. PMID 17624766.