Chemistry:7β-Hydroxyepiandrosterone

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

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] 7β-OH-EPIA may act as a highly potent antagonist of the G protein-coupled estrogen receptor (GPER) (affinity of <1 nM).[4]

References