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P8129

5β-Pregnan-3α-ol-20-one

Name: 5&#946;-Pregnan-3&#945;-ol-20-one
Brand: SIGMA

synthetic (organic), ≥98% (TLC), γ-aminobutyric acid A receptors modulator, powder

别名:

3α-Hydroxy-5β-pregnan-20-one, 3α-Hydroxy-5β-tetrahydroprogesterone, Pregnanolone

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关于此项目

经验公式（希尔记法）:

C₂₁H₃₄O₂

化学文摘社编号:

128-20-1

分子量:

318.49

UNSPSC Code:

12352202

PubChem Substance ID:

24898909

NACRES:

NA.77

MDL number:

MFCD00067137

Biological source:

synthetic (organic)

Form:

powder

Assay:

≥98% (TLC)

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属性

产品名称

5β-Pregnan-3α-ol-20-one,

biological source

synthetic (organic)

Quality Level

100

assay

≥98% (TLC)

form

powder

solubility

chloroform: 50 mg/mL, clear, colorless

shipped in

ambient

storage temp.

room temp

SMILES string

[H]C12CCC3C4CCC(C(C)=O)C4(C)CCC3C1(C)CC[C@H](O)C2

InChI

1S/C21H34O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h14-19,23H,4-12H2,1-3H3

InChI key

AURFZBICLPNKBZ-UHFFFAOYSA-N

Gene Information

rat ... Gabra2(29706)

说明

Biochem/physiol Actions

5β-Pregnan-3α-ol-20-one or pregnanolone is a neurosteroid that acts as a positive allosteric modulator (PAMs) of γ-aminobutyric acid A receptors (GABAARs). It mediates anti-convulsive, anxiolytic and sedative effects. Pregnanolone inhibits γ-aminobutyric acid C receptor (GABAC) receptor-based response and favors GABAA receptor-mediated currents.

pictograms

GHS08

signalword

Warning

hcodes

H351

pcodes

P281

Hazard Classifications

Carc. 2

存储类别

11 - Combustible Solids

wgk

WGK 3

ppe

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

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Photoaffinity labeling identifies an intersubunit steroid-binding site in heteromeric GABA type A (GABAA) receptors.

Selwyn S Jayakar et al.

The Journal of biological chemistry, 295(33), 11495-11512 (2020-06-17)

Allopregnanolone (3α5α-P), pregnanolone, and their synthetic derivatives are potent positive allosteric modulators (PAMs) of GABAA receptors (GABAARs) with in vivo anesthetic, anxiolytic, and anti-convulsant effects. Mutational analysis, photoaffinity labeling, and structural studies have provided evidence for intersubunit and intrasubunit steroid-binding

The neurosteroid 5β-pregnan-3α-ol-20-one enhances actions of etomidate as a positive allosteric modulator of α1β2γ2L GABAA receptors.

P Li et al.

British journal of pharmacology, 171(23), 5446-5457 (2014-08-15)

Neurosteroids potentiate responses of the GABAA receptor to the endogenous agonist GABA. Here, we examined the ability of neurosteroids to potentiate responses to the allosteric activators etomidate, pentobarbital and propofol. Electrophysiological assays were conducted on rat α1β2γ2L GABAA receptors expressed

Neurosteroid allopregnanolone attenuates high glucose-induced apoptosis and prevents experimental diabetic neuropathic pain: in vitro and in vivo studies.

Samira Afrazi et al.

The Journal of steroid biochemistry and molecular biology, 139, 98-103 (2013-11-02)

Hyperglycemia plays a critical role in the development of diabetic neuropathy. Hyperglycemia induces oxidative stress in neurons, resulting in neuronal cell apoptosis and dysfunction. Anti-apoptotic properties of neurosteroids have been demonstrated in numerous cellular models of neurodegenerative studies. Here, the

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全球贸易项目编号

货号	GTIN
P8129-25MG	04061832851303