 7-Keto-DHEA | |
 7-Keto-DHEA acetate | |
| Names | |
|---|---|
| IUPAC name 3β-Hydroxyandrost-5-ene-7,17-dione | |
| Systematic IUPAC name (3aS,3bR,7S,9aR,9bS,11aS)-9a,11a-Dimethyl-2,3,3a,6,7,8,9,9a,9b,10,11,11a-dodecahydro-1H-cyclopenta[a]phenanthrene-1,4(3bH)-dione | |
| Other names 7-Oxo-DHEA; 7-Ketodehydroepiandrosterone; 7-Oxodehydroepiandrosterone; 3β-Hydroxyandrost-5-ene-7,17-dione; Androst-5-en-3β-ol-7,17-dione | |
| Identifiers | |
3D model (JSmol) | |
| ChEBI | |
| ChemSpider | |
| UNII |
|
| |
| |
| Properties | |
| C19H26O3 | |
| Molar mass | 302.414 g·mol−1 |
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa). | |
7-Ketodehydroepiandrosterone (7-keto-DHEA,7-oxo-DHEA), also known as7-oxoprasterone, is a steroidprohormone produced by metabolism of theprohormonedehydroepiandrosterone (DHEA).[1][2]
7-Keto-DHEA is not directly converted totestosterone orestrogen by the human body.[3] Due to this fact, the suppliers of supplements have investigated it as a potentially more useful relative of the DHEAsteroid when used as a supplementation, but the results are inconclusive.[1][3]
The benefits of 7-keto-DHEA supplementation are not definitively established. The health claims on potential weight loss benefits are not supported by solid evidence. The current evidence is mixed and limited by factors such as small sample sizes, short study durations, and a lack of diversity in the study populations. The safety profile of 7-keto-DHEA appears to be generally well-tolerated with a low side-effect profile, but changes in blood hormone parameters have been reported. Given these uncertainties, the potential benefits and safety of 7-keto-DHEA, particularly with long-term use, are not established.[3][4] The US Food and Drug Administration (FDA) has not added 7-keto-DHEA to the list of bulk drug substances due to a lack of clinical evidence regarding its safety and efficacy.[3]
In particular, 7-Keto-DHEA is marketed (also as 7-oxo-DHEA) to be more effective than DHEA for inducing heat production (thermogenesis)[5] to be used in weight loss: becausedieting is usually accompanied by reducedresting metabolic rate, obese persons may benefit from using 7-keto-DHEA when dieting due to increased metabolic rate.[6] Still, these claimed benefits are not supported by solid evidence.[3]
7-Keto-DHEA has also been marketed byalternative medicine providers as a treatment ofadrenal fatigue, apseudo-scientific term with no scholarly basis.[7]
7-keto-DHEA is aprohormone produced by metabolism of theprohormonedehydroepiandrosterone (DHEA).[1]
7-Keto-DHEA has a number of chemical names, including:
For the acetate ester:
Note: "Keto" can be substituted for "oxo" in the above names.
The FDA has proposed that 7-Keto-DHEA be included among substances banned from use incompounded drugs.[7]
7-Keto-DHEA may trigger positive tests forperformance-enhancing drugs.[8][9]
TheWorld Anti-Doping Agency (WADA) lists 7-keto-DHEA as a prohibited anabolic agent.[10]
This article incorporates text from this source, which is available under theCC BY 4.0 license.7-Keto-DHEA is reported to be an anabolic androgenic steroid that may be subject to abuse in sport.
