16α-Hydroxyandrostenedione
Appearance
Names | |
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IUPAC name
16α-Hydroxyandrost-4-ene-3,17-dione
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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
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Identifiers | |
3D model (JSmol)
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ChEBI | |
ChEMBL | |
ChemSpider | |
PubChem CID
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UNII | |
CompTox Dashboard (EPA)
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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).
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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]- ^ 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.
- ^ 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.
- ^ Vitamins and Hormones. Academic Press. 7 September 2005. pp. 282–. ISBN 978-0-08-045978-3.