Androstenetriol Explained

Androstenetriol should not be confused with Androstenediol.

Cas Number:	2697-85-0
Pubchem:	9818024
Unii:	Q0CZ537GC8
Iupac Name:	(3S,7R,8R,9S,10R,13S,14S,17S)-10,13-Dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[''a'']phenanthrene-3,7,17-triol
C:	19
H:	30
O:	3
Stdinchi:	1S/C19H30O3/c1-18-7-5-12(20)9-11(18)10-15(21)17-13-3-4-16(22)19(13,2)8-6-14(17)18/h10,12-17,20-22H,3-9H2,1-2H3/t12-,13-,14-,15-,16-,17-,18-,19-/m0/s1
Stdinchikey:	OEVZKEVBDIDVOI-YSZCXEEOSA-N
Smiles:	C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2O)[C@H](C=C4[C@@]3(CC[C@@H](C4)O)C)O

Androstenetriol (AET, androst-5-ene-3β,7β,17β-triol, β-androstenetriol, or βAET) is a steroid produced in the adrenal glands as a metabolite of DHEA.^[1] It is believed to have similar effects as DHEA and androstenediol.^[2] A study in rodents found that the compound was a weak androgen and estrogen, but did not attach to the androgen, estrogen, progesterone, or glucocorticoid receptors. Synthetic analogs of AET known as HE3286^[3] and NE3107 have been developed.^[4]

Notes and References

1. Ahlem . Clarence N. . Auci . Dominick L. . Nicoletti . Ferdinando . Pieters . Raymond . Kennedy . Michael R. . Page . Theodore M. . Reading . Christopher L. . Enioutina . Elena Y. . Frincke . James M. . Pharmacology and immune modulating properties of 5-androstene-3β,7β,17β-triol, a DHEA metabolite in the human metabolome . The Journal of Steroid Biochemistry and Molecular Biology . 2011 . 126 . 3 . 87–94 . 10.1016/j.jsbmb.2011.04.010 . 21570467 . 5123272 . 0960-0760.
2. Dillon . Joseph S. . Dehydroepiandrosterone, Dehydroepiandrosterone Sulfate and Related Steroids: Their Role in Inflammatory, Allergic and Immunological Disorders . Current Drug Targets. Inflammation and Allergy . 2005 . 4 . 3 . 377–385 . 10.2174/1568010054022079. 16101547 .
3. Reading . Christopher L. . Frincke . James M. . White . Steven K. . Molecular Targets for 17α-Ethynyl-5-Androstene-3β,7β,17β-Triol, an Anti-Inflammatory Agent Derived from the Human Metabolome . PLOS ONE . 24 February 2012 . 7 . 2 . e32147 . 10.1371/journal.pone.0032147 . 22384159 . 3286445 . 2012PLoSO...732147R . en . 1932-6203 . free .
4. Reading . Chris L . Ahlem . Clarence N . Parameswaran . Narayanan . Rationale for an anti-inflammatory insulin sensitizer in a phase 3 Alzheimer's disease trial . Alzheimer's & Dementia . December 2021 . 17 . S9 . 10.1002/alz.057438. free .