Merck
所有图片(3)

P162

Sigma-Aldrich

Pregnenolone sulfate sodium salt

别名:
3β-Hydroxy-5-pregnen-20-one 3-sulfate, 5-Pregnen-3β-ol-20-one sulfate, 3-Hydroxypregn-5-en-20-one sulfate
Empirical Formula (Hill Notation):
C21H31NaO5S
分子量:
418.52
MDL编号:
PubChem化学物质编号:
NACRES:
NA.77

形式

powder

质量水平

100

mp

192 °C (lit.)

溶解性

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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应用

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).

包装

25 mg in glass insert
100 mg in poly bottle

生化/生理作用

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.

特点和优势

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.

储存分类代码

13 - Non Combustible Solids

WGK

WGK 3

闪点(F)

Not applicable

闪点(C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)

分析证书

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原产地证书 (CofO)

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更多文件

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)
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 as a modulator of synaptic plasticity
Smith CC, et al.
Psychopharmacology, 231(17), 3537-3556 (2014)
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)
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)

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