16α-Hydroxyandrostenedione

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16α-Hydroxyandrostenedione
16α-Hydroxyandrostenedione.svg
Names
IUPAC name
(8R,9S,10R,13S,14S,16R)-16-Hydroxy-10,13-dimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthrene-3,17-dione
Other names
16α-Hydroxyandrost-4-ene-3,17-dione; 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

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[edit]

References[edit]

  1. ^ a b Rodney Rhoades; David R. Bell (2009). Medical Physiology: Principles for Clinical Medicine. Lippincott Williams & Wilkins. pp. 713–714. ISBN 978-0-7817-6852-8. 
  2. ^ a b Charles Graham (2 December 2012). Reproductive Biology of the Great Apes: Comparative and Biomedical Perspectives. Elsevier. pp. 56–. ISBN 978-0-323-14971-6. 
  3. ^ Vitamins and Hormones. Academic Press. 7 September 2005. pp. 282–. ISBN 978-0-08-045978-3.