7α-Hydroxyepiandrosterone

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7α-Hydroxyepiandrosterone
7α-Hydroxyepiandrosterone.svg
Names
Preferred IUPAC name
(3aS,3bR,4R,5aR,7S,9aS,9bS,11aS)-4,7-Dihydroxy-9a,11a-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-1-one
Other names
7α-OH-EPIA; 5α-Androstan-3β,7α-diol-17-one; 3β,7α-Dihydroxy-5α-androstan-17-one
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
UNII
  • 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
  • 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
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

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]

See also[]

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. S2CID 54408683.



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