11β-Hydroxyandrostenedione

11β-Hydroxyandrostenedione

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
CAS Number	382-44-5
3D model (JSmol)	Interactive image
ChEBI	CHEBI:27967
ChEMBL	ChEMBL2311170
ChemSpider	84958
PubChem CID	94141
UNII	41G81C896T
CompTox Dashboard (EPA)	DTXSID8040931
InChI InChI=1S/C19H26O3/c1-18-8-7-12(20)9-11(18)3-4-13-14-5-6-16(22)19(14,2)10-15(21)17(13)18/h9,13-15,17,21H,3-8,10H2,1-2H3/t13-,14-,15-,17+,18-,19-/m0/s1 Key: WSCUHXPGYUMQEX-KCZNZURUSA-N
SMILES C[C@]12CCC(=O)C=C1CC[C@@H]3[C@@H]2[C@H](C[C@]4([C@H]3CCC4=O)C)O
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

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. 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.

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.

See also

• 4-Androstenedione