Skip to Content
Merck

Key Documents

View All Documentation

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

Sign In to View Organizational & Contract Pricing.

Select a Size

Change View

About This Item

Empirical Formula (Hill Notation):
C21H31NaO5S
Molecular Weight:
418.52
UNSPSC Code:
12352200
PubChem Substance ID:
24278112
NACRES:
NA.77
MDL number:
MFCD00056177
Form:
powder
Quality level:
100
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

Product Name

Pregnenolone sulfate sodium salt,

form

powder

Quality Level

100

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

Gene Information

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

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)

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
MKCS6777
MKCQ8813
MKCQ6499
MKCN5558
MKCM0225

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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
Ligands exert Biased Activity to regulate Sigma 1 Receptor interactions with cationic TRPA1, TRPV1 and TRPM8 channels
Cortes-Montero E, et al.
Frontiers in Pharmacology, 10(3), 634-634 (2019)
View All Related Papers