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D5297

Sigma-Aldrich

Dehydroisoandrosterone 3-sulfate sodium salt dihydrate

≥93% (TLC), powder

Sinonimo/i:

5-Androsten-3β-ol-17-one sulfate, Prasterone sulfate

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About This Item

Formula empirica (notazione di Hill):
C19H27NaO5S · 2H2O
Numero CAS:
78590-17-7
Peso molecolare:
426.50
Numero CE:
214-152-2
Numero MDL:
MFCD11045975
Codice UNSPSC:
12352200
ID PubChem:
24278373
NACRES:
NA.77

Saggio

≥93% (TLC)

Forma fisica

powder

drug control

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

Colore

white to off-white

Punto di fusione

148-149 °C (dec.) (lit.)

Solubilità

methanol: soluble, clear to hazy

Stringa SMILE

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
NLNMKDUYGPNWAO-OXNWJOIVSA-M

Informazioni sul gene

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

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Applicazioni

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

Azioni biochim/fisiol

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

Caratteristiche e vantaggi

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.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)

Certificati d'analisi (COA)

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Insulina

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)
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
M Park-Chung et al.
Brain research, 830(1), 72-87 (1999-06-03)
Sulfated and unsulfated neurosteroids such as pregnenolone sulfate, dehydroepiandrosterone sulfate (DHEAS), pregnanolone, and allopregnanolone, modulate ionotropic amino acid neurotransmitter receptors, and may function as endogenous neuromodulators. The gamma-aminobutyric acid type A (GABAA) receptor exhibits both negative and positive modulation by
P A Lapchak et al.
Stroke, 31(8), 1953-1956 (2000-08-06)
Dehydroepiandrosterone (DHEA) and DHEA sulfate (DHEAS) may function as neurotrophic or neuroprotective factors to protect central nervous system (CNS) neurons against a variety of insults, including excitotoxicity. The present study evaluated the pharmacological effects of DHEAS in a reversible spinal
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
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