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| Allopregnanolone | |
|---|---|
| IUPAC name | 1-(3-Hydroxy-10,13-dimethyl- 2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro- 1H-cyclopenta[a] phenanthren-17-yl)ethanone |
| Other names | 3α,5α-Tetrahydroprogesterone |
| Identifiers | |
| CAS number | [516-54-1] |
| PubChem | |
| SMILES |
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| Properties | |
| Molecular formula | C21H34O2 |
| Molar mass | 318.49 g/mol |
| Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox references |
|
Allopregnanolone, also known as 3α,5α-tetrahydroprogesterone or THP, is an important neurosteroid in the human brain. It is a metabolite of progesterone and a barbiturate-like modulator of central gamma-aminobutyric acid (GABA) receptors that modify a range of behaviors, including the stress response.
Allopregnanolone targets the GABA A receptor to reduce anxiety and create calm at times of stress. The hormone allopregnanolone normally released in response to stress, actually reverses its effect at puberty and instead increases anxiety.[1]
The 3β enantiomer of this compound is known as pregnanolone, and has very similar properties to allopregnanolone. Both compounds are found endogenously and have similar hypnotic and anxiolytic effects.
References
- ^ "Scientists find hormone activity explains adolescent mood swings" (dead link – Scholar search) . SUNY Downstate Medical Center.
Wikipedia content modification information:
- This page was last modified on 17 July 2008, at 06:25.
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