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P162

Pregnenolone sulfate sodium salt

sigma-1 receptor agonist, powder

Synonym(s):

5-Pregnen-3β-ol-20-one sulfate, 3β-Hydroxy-5-pregnen-20-one 3-sulfate, 3-Hydroxypregn-5-en-20-one sulfate

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25 MG

$30.40

100 MG

$93.30

$30.40


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About This Item

Empirical Formula (Hill Notation):
C21H31NaO5S
Molecular Weight:
418.52
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Form:
powder
Quality level:

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Product Name

Pregnenolone sulfate sodium salt,

form

powder

Quality Level

mp

192 °C (lit.)

solubility

methanol and water: 1.93 mg/mL, 45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 2 mg/mL

SMILES string

[Na].[H][C@@]12CC=C3C[C@H](CC[C@]3(C)[C@@]1([H])CC[C@]4(C)[C@H](CC[C@@]24[H])C(C)=O)OS(O)(=O)=O

InChI

1S/C21H32O5S.Na.H/c1-13(22)17-6-7-18-16-5-4-14-12-15(26-27(23,24)25)8-10-20(14,2)19(16)9-11-21(17,18)3;;/h4,15-19H,5-12H2,1-3H3,(H,23,24,25);;/t15-,16-,17+,18-,19-,20-,21+;;/m0../s1

InChI key

ABFNHVDDMHKJKK-WRHGONFGSA-N

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This Item
D5297P8004740985
form

powder

form

powder

form

powder

form

powder

Quality Level

100

Quality Level

200

Quality Level

100

Quality Level

200

solubility

methanol and water: 1.93 mg/mL, 45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 2 mg/mL

solubility

methanol: soluble, clear to hazy

solubility

-

solubility

-

mp

192 °C (lit.)

mp

148-149 °C (dec.) (lit.)

mp

-

mp

192 °C (lit.)

Gene Information

human ... GABRA1(2554), GABRA2(2555), GABRA3(2556), GABRA4(2557), GABRA5(2558), GABRA6(2559), GABRB1(2560), GABRB2(2561), GABRB3(2562)

Gene Information

human ... GABRA1(2554), GABRA2(2555), GABRA3(2556), GABRA4(2557), GABRA5(2558), GABRA6(2559), GABRB1(2560), GABRB2(2561), GABRB3(2562)

Gene Information

-

Gene Information

-

Application

Pregnenolone sulfate sodium salt has been used as sigma-1 receptor (σ1R) agonist. It has also been used in the stimulation and as a ligand for transient receptor potential melastatin-3 (TRPM3).

Biochem/physiol Actions

Pregnenolone sulfate is a neurosteroid and a neuromodulator. It is involved in the stimulation of N-methyl-D-aspartate receptor (NMDA), γ-Aminobutyric acid type A (GABAA ) and α-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid (AMPA-kainate). It activates transient receptor potential melastatin (TRPM3) which is a calcium-permeable ion channel. It improves schizophrenia and behavioral anomalies by modulating NMDA mediated Ser/Thr kinase - glycogen synthase kinase 3 β (AKT/GSK3β) signaling pathway.

Features and Benefits

This compound is a featured product for Neuroscience research. Click here to discover more featured Neuroscience products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Molecular mechanism of pregnenolone sulfate action at NR1/NR2B receptors
Horak M, et a.
Journal of neurosciences in rural practice, 24(46), 10318-10325 (2004)
J M Mienville et al.
Brain research, 489(1), 190-194 (1989-06-05)
Our previous study showed antagonism of GABAA receptor-mediated whole-cell currents by pregnenolone sulfate (PS). Here, the effects of PS, picrotoxin (PTX) and pentobarbital (PB) were tested on GABA-activated single Cl- channels recorded from membrane patches of rat cortical neurons in
Pregnenolone sulfate as a modulator of synaptic plasticity
Smith CC, et al.
Psychopharmacology, 231(17), 3537-3556 (2014)
CREB, AP-1, ternary complex factors and MAP kinases connect transient receptor potential melastatin-3 (TRPM3) channel stimulation with increased c-Fos expression
Rubil S, et al.
British Journal of Pharmacology, 173(2), 305-318 (2016)
Pregnenolone sulfate normalizes schizophrenia-like behaviors in dopamine transporter knockout mice through the AKT/GSK3beta pathway
Wong P, et al.
Translational Psychiatry, 5(3), e528-e528 (2015)

Global Trade Item Number

SKUGTIN
P162-100MG04061834355908
P162-25MG04061832083612

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