7β-Hydroxyepiandrosterone

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7β-Hydroxyepiandrosterone
7β-Hydroxyepiandrosterone.svg
Names
IUPAC name
(3S,5R,7S,8R,9S,10S,13S,14S)-3,7-Dihydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,14,15,16-tetradecahydrocyclopenta[a]phenanthren-17-one
Other names
7β-OH-EPIA; 5α-Androstan-3β,7β-diol-17-one; 3β,7β-Dihydroxy-5α-androstan-17-one
Identifiers
3D model (JSmol)
ChemSpider
UNII
Properties
C19H30O3
Molar mass 306.45 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

7β-Hydroxyepiandrosterone (7β-OH-EPIA), also known as 5α-androstan-3β,7β-diol-17-one, is an endogenous androgen, estrogen, and neurosteroid that is produced from dehydroepiandrosterone and epiandrosterone.[1][2][3] It has neuroprotective effects and, along with 7α-hydroxyepiandrosterone, may mediate the neuroprotective effects of DHEA.[1]

References[edit]

  1. ^ a b Dudas B, Hanin I, Rose M, Wülfert E (2004). "Protection against inflammatory neurodegeneration and glial cell death by 7beta-hydroxy epiandrosterone, a novel neurosteroid". Neurobiol. Dis. 15 (2): 262–8. doi:10.1016/j.nbd.2003.11.001. PMID 15006696. 
  2. ^ Sandra N, Ester P, Marie-Agnès P, Robert M, Olivier H (2012). "The DHEA metabolite 7β-hydroxy-epiandrosterone exerts anti-estrogenic effects on breast cancer cell lines". Steroids. 77 (5): 542–51. doi:10.1016/j.steroids.2012.01.019. PMID 22342541. 
  3. ^ Miller KK, Al-Rayyan N, Ivanova MM, Mattingly KA, Ripp SL, Klinge CM, Prough RA (2013). "DHEA metabolites activate estrogen receptors alpha and beta". Steroids. 78 (1): 15–25. doi:10.1016/j.steroids.2012.10.002. PMC 3529809Freely accessible. PMID 23123738.