16α-Hydroxyandrostenedione
Names | |
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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 | |
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Properties | |
Chemical formula | 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 |
Chemical compound
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
- ^ 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.
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- Cholesterol
- 22R-Hydroxycholesterol
- 20α,22R-Dihydroxycholesterol
- Pregnenolone
- 11β-Hydroxypregnenolone
- 17α-Hydroxypregnenolone
- 21-Hydroxypregnenolone
- 17α,21-Dihydroxypregnenolone
- 11β,17α,21-Trihydroxypregnenolone
- Cholestanes: 24S-Hydroxycholesterol
- Cholesterol
- Pregnanes: 3α-Dihydroprogesterone
- 3β-Dihydroprogesterone
- 5α-Dihydrocorticosterone
- 5α-Dihydroprogesterone
- 5β-Dihydroprogesterone
- Allopregnanolone
- Corticosterone
- DHC
- DHDOC
- 11-Deoxycorticosterone
- Epipregnanolone
- Isopregnanolone
- Pregnanolone
- Pregnenolone
- Pregnenolone sulfate
- Progesterone
- THB
- THDOC
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