Pregnenolone sulfate sodium salt

Modify Date: 2025-08-25 20:51:01

Pregnenolone sulfate sodium salt Structure
Pregnenolone sulfate sodium salt structure
Common Name Pregnenolone sulfate sodium salt
CAS Number 1852-38-6 Molecular Weight 418.52300
Density N/A Boiling Point N/A
Molecular Formula C21H31NaO5S Melting Point 192ºC(lit.)
MSDS Chinese USA Flash Point N/A

 Use of Pregnenolone sulfate sodium salt


Pregnenolone monosulfate sodium salt (3β-Hydroxy-5-pregnen-20-one monosulfate sodium salt) is a powerful neurosteroid, the main precursor of various steroid hormones including steroid ketones. Pregnenolone monosulfate sodium salt acts as a signaling-specific inhibitor of cannabinoid CB1 receptor, inhibits the effects of tetrahydrocannabinol (THC) that are mediated by the CB1 receptors. Pregnenolone monosulfate sodium salt can protect the brain from cannabis intoxication[1][2].

 Names

Name sodium,(17-acetyl-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl) sulfate
Synonym More Synonyms

 Pregnenolone sulfate sodium salt Biological Activity

Description Pregnenolone monosulfate sodium salt (3β-Hydroxy-5-pregnen-20-one monosulfate sodium salt) is a powerful neurosteroid, the main precursor of various steroid hormones including steroid ketones. Pregnenolone monosulfate sodium salt acts as a signaling-specific inhibitor of cannabinoid CB1 receptor, inhibits the effects of tetrahydrocannabinol (THC) that are mediated by the CB1 receptors. Pregnenolone monosulfate sodium salt can protect the brain from cannabis intoxication[1][2].
Related Catalog
Target

CB1

Human Endogenous Metabolite

In Vitro CB1 receptor stimulation increases brain Pregnenolone levels, which in turn exerts a negative feedback on the activity of the CB1 receptor antagonizing most of the known behavioral and somatic effects of THC. Pregnenolone likely acts as a signaling-specific negative allosteric modulator binding to a site distinct from that occupied by orthosteric ligands. Pregnenolone does not modify agonist binding but only agonist efficacy[1]. The effect of THC is significantly attenuated when slices are pre-treated with Pregnenolone 100 nM (15.1±1.8 % of inhibition). These effects are likely due to a pre-synaptic action of Pregnenolone. Thus, Pregnenolone blocks the increase in paired-pulse ratio (PPR) induced by THC but does not modify either the amplitude or the decay time of miniature EPSC (mEPSC)[1].
In Vivo Pregnenolone administration (2-6 mg/kg) blocks THC-induced food-intake in Wistar rats and in C57BL/6N mice, and blunts the memory impairment induced by THC in mice, but it does not modify these behaviors per se. Injections of Pregnenolone (2 and 4mg/kg) before each self-administration session reduce the intake of WIN 55,212-2 and reduce the break-point in a progressive ratio schedule[1].
Animal Admin Mice and Rats[1] Adult male Wistar rats (weighing 320-340g), Sprague Dawley male rats (weighing 330-350g), C57BL/6N mice (2-3 months) and CD1 mice (weighing 25-30 g at the beginning of the experiments) are used. Pregnenolone is injected subcutaneously (sc). The injection volumes are 1 mL/kg of body weight for rats and 10 mL/kg for mice[1].
References

[1]. Vallée M, et al. Pregnenolone can protect the brain from cannabis intoxication. Science. 2014 Jan 3;343(6166):94-8.

[2]. Ducharme N, et al. Brain distribution and behavioral effects of progesterone and pregnenolone after intranasal or intravenous administration. Eur J Pharmacol. 2010 Sep 1;641(2-3):128-34.

 Chemical & Physical Properties

Melting Point 192ºC(lit.)
Molecular Formula C21H31NaO5S
Molecular Weight 418.52300
Exact Mass 418.17900
PSA 91.88000
LogP 5.08060
InChIKey QQVJEIZJHDPTSH-UHFFFAOYSA-M
SMILES CC(=O)C1CCC2C3CC=C4CC(OS(=O)(=O)[O-])CCC4(C)C3CCC12C.[Na+]

 Safety Information

WGK Germany 3

 Synonyms

Pregnenolone sulfate sodium salt
Pregnenolone-3-sulfate sodium salt
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