Pregnenolone sulfate
Names | |
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IUPAC name
[(3S,8S,9S,10R,13S,14S,17S)-17-acetyl-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] hydrogen sulfate
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Other names
Pregn-sulf; Pregnenolone monosulfate; Pregnenolone hydrogen sulfate; Pregnenolone 3β-sulfate; 5-Pregnen-3β-ol-20-one sulfate; (3β)-3-(Sulfooxy)pregn-5-en-20-one; 5-Pregnen-3β-sulfate-20-one; 20-Oxo-5-pregnen-3β-yl sulfate
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Identifiers | |
1247-64-9 Y | |
ChEMBL | ChEMBL141573 N |
ChemSpider | 94802 |
4290 | |
Jmol 3D model | Interactive image |
PubChem | 105074 |
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Properties | |
C21H32O5S | |
Molar mass | 396.54 g·mol−1 |
Vapor pressure | {{{value}}} |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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N verify (what is YN ?) | |
Infobox references | |
Pregnenolone sulfate (3β-hydroxypregn-5-en-20-one sulfate; abbreviated as PS) is an endogenous excitatory neurosteroid that is synthesized from pregnenolone.[1][2] It is known to have cognitive and memory-enhancing, antidepressant, anxiogenic, and proconvulsant effects.[2]
Mechanism
Pregnenolone sulfate is a neurosteroid with excitatory effects in the brain, acting as a potent negative allosteric modulator of the GABAA receptor and a weak positive allosteric modulator of the NMDA receptor.[1][2] To a lesser extent, it also acts as a negative allosteric modulator of the AMPA, kainate, and glycine receptors,[3][4] and may interact with the nACh receptors as well.[1] In addition to its effects on ligand-gated ion channels, pregnenolone sulfate is an agonist of the sigma receptor,[2] as well as an activator of the TRPM1 and TRPM3 channels.[1] It may also interact with potassium channels and voltage-gated sodium channels.[1]
See also
- Dehydroepiandrosterone sulfate (DHEA-S)
- Dehydroepiandrosterone (DHEA)
References
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- Neurosteroids
- Organosulfates
- GABAA receptor negative allosteric modulators
- NMDA receptor agonists
- Glycine receptor antagonists
- AMPA receptor antagonists
- Kainate receptor antagonists
- Sigma agonists
- Steroid stubs