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Merck
CN

D5297

Sigma-Aldrich

Dehydroisoandrosterone 3-sulfate sodium salt dihydrate

≥93% (TLC), GABAA modulator, powder

别名:

5-Androsten-3β-ol-17-one sulfate 钠盐 二水合物, Prasterone sulfate 钠盐 二水合物

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关于此项目

经验公式（希尔记法）:
C19H27NaO5S · 2H2O
化学文摘社编号:
78590-17-7
分子量:
426.50
EC 号:
214-152-2
MDL编号:
MFCD11045975
UNSPSC代码:
12352200
PubChem化学物质编号:
24278373
NACRES:
NA.77

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产品名称

Dehydroisoandrosterone 3-sulfate sodium salt dihydrate, ≥93% (TLC), powder

方案

≥93% (TLC)

表单

powder

drug control

Home Office Schedule 4.2; regulated under CDSA - not available from Sigma-Aldrich Canada

颜色

white to off-white

mp

148-149 °C (dec.) (lit.)

溶解性

methanol: soluble, clear to hazy

SMILES字符串

O.O.[Na+].C[C@]12CC[C@H]3[C@@H](CC=C4C[C@H](CC[C@]34C)OS([O-])(=O)=O)[C@@H]1CCC2=O

InChI

1S/C19H28O5S.Na.2H2O/c1-18-9-7-13(24-25(21,22)23)11-12(18)3-4-14-15-5-6-17(20)19(15,2)10-8-16(14)18;;;/h3,13-16H,4-11H2,1-2H3,(H,21,22,23);;2*1H2/q;+1;;/p-1/t13-,14-,15-,16-,18-,19-;;;/m0.../s1

InChI key

NLNMKDUYGPNWAO-OXNWJOIVSA-M

基因信息

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

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相关类别

应用

Dehydroisoandrosterone 3-sulfate sodium salt dihydrate has been used as a supplement to induce superoxide anion production in human neutrophil granulocytes.

生化/生理作用

Dehydroisoandrosterone 3-sulfate sodium salt dihydrate is a negative allosteric modulator of GABAA receptors.

特点和优势

This compound is a featured product for ADME Tox and Neuroscience research. Discover more featured ADME Tox and Neuroscience products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound is featured on the GABAA Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

储存分类代码

11 - 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)

法规信息

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历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
MKCW6907
MKCW9430
MKCS5294
MKCS6188
MKCS1710

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Plasma concentration of myeloperoxidase enzyme in pre-and post-climacterial people: related superoxide anion generation
Bekesi G, et al.
Experimental Gerontology, 37(1), 137-148 (2001)
S L Hansen et al.
Molecular pharmacology, 55(3), 489-496 (1999-03-03)
Dehydroepiandrosterone sulfate (DHEAS) is a neuroactive steroid with antagonist action at gamma-aminobutyric acid type A (GABAA) receptors. Patch-clamp techniques were used to investigate DHEAS actions at GABAA receptors of the rat pituitary gland at two distinct loci: posterior pituitary nerve
Divya Sachidanandan et al.
Journal of molecular neuroscience : MN, 56(4), 868-877 (2015-03-03)
The γ-aminobutyric acid type A receptor (GABAAR) is negatively modulated by two structurally similar neurosteroids, pregnenolone sulfate (PS) and dehydroepiandrosterone sulfate (DHEAS). This study attempted to ascertain the molecular mechanisms of inhibition of the GABA-ergic current by neurosteroids. We demonstrated
Manuel de Jesús Gallegos-Saucedo et al.
Neurotoxicity research, 38(2), 447-460 (2020-05-16)
Several pathophysiological processes involve Hypoxia conditions, where the nervous system is affected as well. We postulate that the GABAergic system is especially sensitive. Furthermore, drugs improving the resistance to hypoxia have been investigated, such as the neurosteroid dehydroepiandrosterone sulfate (DHEAS)
K R Nilsson et al.
Journal of medicinal chemistry, 41(14), 2604-2613 (1998-07-03)
The unnatural enantiomers of dehydroepiandrosterone sulfate (1), pregnenolone sulfate (2), and (3alpha,5beta)-3-hydroxypregnan-20-one sulfate (3), compounds 4-6, respectively, were prepared by total steroid synthesis. The enantioselectivity of the compounds as negative modulators of the GABAA receptors present in cultured rat hippocampal
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