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D5297

Sigma-Aldrich

Dehydroisoandrosteron-3-Sulfat Natriumsalz Dihydrat

≥93% (TLC), powder

Synonym(e):

5-Androsten-3β-ol-17-one sulfat Natriumsalz Dihydrat, Natrium-dehydroepiandrosteron-sulfat, Prasteron-sulfat Natriumsalz Dihydrat

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About This Item

Empirische Formel (Hill-System):
C19H27NaO5S · 2H2O
CAS-Nummer:
Molekulargewicht:
426.50
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352200
PubChem Substanz-ID:
NACRES:
NA.77

Assay

≥93% (TLC)

Form

powder

drug control

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

Farbe

white to off-white

mp (Schmelzpunkt)

148-149 °C (dec.) (lit.)

Löslichkeit

methanol: soluble, clear to hazy

SMILES String

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

InChIKey

NLNMKDUYGPNWAO-OXNWJOIVSA-M

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Anwendung

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

Biochem./physiol. Wirkung

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

Leistungsmerkmale und Vorteile

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.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)


Analysenzertifikate (COA)

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Die Dokumentenbibliothek aufrufen

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
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
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)

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