Chemistry:11β-Hydroxyandrostenedione
From HandWiki
| |
| Names | |
|---|---|
| IUPAC name
11β-Hydroxyandrost-4-ene-3,17-dione
| |
| Systematic IUPAC name
(3aS,3bS,9aR,9bS,10S,11aS)-10-Hydroxy-9a,11a-dimethyl-2,3,3b,4,5,8,9,9a,9b,10,11,11a-dodecahydro-1H-cyclopenta[a]phenanthrene-1,7(3aH)-dione | |
| Other names
11β-Hydroxy-4-androstenedione; 11β-OHA4
| |
| Identifiers | |
3D model (JSmol)
|
|
| ChEBI | |
| ChEMBL | |
| ChemSpider | |
PubChem CID
|
|
| 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):
11β-Hydroxyandrostenedione (11β-OHA4), also known as 11β-hydroxyandrost-4-ene-3,17-dione, is an endogenous, naturally occurring steroid and androgen prohormone that is produced primarily, if not exclusively, in the adrenal glands.[1] It is closely related to adrenosterone (11-ketoandrostenedione; 11-KA4), 11-ketotestosterone (11-KT), and 11-ketodihydrotestosterone (11-KDHT), which are also produced in the adrenal glands.[1]
It can be used as a biomarker for guiding primary aldosteronism subtyping in adrenal vein sampling where blood samples are taken from both adrenal glands to compare the amount of hormone made by each gland.[2]
See also
- 4-Androstenedione
References
- ↑ 1.0 1.1 Pretorius, Elzette; Arlt, Wiebke; Storbeck, Karl-Heinz (2016). "A new dawn for androgens: Novel lessons from 11-oxygenated C19 steroids". Molecular and Cellular Endocrinology 441: 76–85. doi:10.1016/j.mce.2016.08.014. ISSN 0303-7207. PMID 27519632. http://pure-oai.bham.ac.uk/ws/files/30346231/Pretorius_et_al_manuscript.pdf.
- ↑ Turcu, A. F.; Wannachalee, T.; Tsodikov, A.; Nanba, A. T.; Ren, J.; Shields, J. J.; O'Day, P. J.; Giacherio, D. et al. (2020). "Comprehensive Analysis of Steroid Biomarkers for Guiding Primary Aldosteronism Subtyping". Hypertension 75 (1): 183–192. doi:10.1161/HYPERTENSIONAHA.119.13866. PMID 31786984.
 |  |
