Chemistry:16α-Hydroxyandrostenedione

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16α-Hydroxyandrostenedione
16α-Hydroxyandrostenedione.svg
Names
IUPAC name
16α-Hydroxyandrost-4-ene-3,17-dione
Systematic IUPAC name
(2R,3aS,3bR,9aR,9bS,11aS)-2-Hydroxy-9a,11a-dimethyl-2,3,3a,4,5,8,9,9a,9b,10,11,11a-dodecahydro-1H-cyclopenta[a]phenanthrene-1,7(3bH)-dione
Other names
16α-OH-A4
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
UNII
Properties
C19H26O3
Molar mass 302.414 g/mol
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):

16α-Hydroxyandrostenedione (16α-OH-A4), also known as 16α-hydroxyandrost-4-ene-3,17-dione, is an endogenous and naturally occurring steroid and metabolic intermediate in the biosynthesis of estriol during pregnancy.[1][2][3] It is produced from dehydroepiandrosterone (DHEA), which is converted into 16α-hydroxy-DHEA sulfate, then desulfated and aromatized into 16α-hydroxyestrone, and finally converted into estriol by 17β-hydroxysteroid dehydrogenase.[1][2]

See also

References