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Merck
CN

700086P

Avanti

DHEA sulfate

Avanti Research - A Croda Brand

Synonym(s):

DHEA sulfate; DHEA; DHEA-S; 3β-hydroxy-5-androsten-17-one 3-sulfate (sodium salt); 5-androsten-3β-ol-17-one sulfate (sodium salt Prasterone sulfate (sodium salt)

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About This Item

Empirical Formula (Hill Notation):
C19H27NaO5S
CAS Number:
Molecular Weight:
390.47
MDL number:
UNSPSC Code:
12352211
NACRES:
NA.25
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description

Dehydroepiandrosterone sulfate (sodium salt)

assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 10 mg (700086P-10mg), pkg of 1 × 25 mg (700086P-25mg), pkg of 1 × 50 mg (700086P-50mg)

manufacturer/tradename

Avanti Research - A Croda Brand

shipped in

dry ice

storage temp.

−20°C

SMILES string

[S](=O)(=O)(O[C@H]1CC[C@@]2([C@@H]3[C@H]([C@H]4[C@](CC3)(C(=O)CC4)C)CC=C2C1)C)O

InChI

1S/C19H28O5S/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)/t13-,14-,15-,16-,18-,19-/m0/s1

InChI key

CZWCKYRVOZZJNM-USOAJAOKSA-N

General description

DHEA sulfate is a metabolite of dehydroepiandrosterone (DHEA) produced by the addition of a sulfate group, catalyzed by the sulfotransferase enzymes SULT1A1 and SULT1E1, which also produce estrone sulfate from estrone. DHEA sulfate can also be back-converted to DHEA through the action of steroid sulfatase.
Dehydroepiandrosterone (DHEA) sulfate (DHEAS) is an adrenal steroid and is present in abundance in humans. It is the sulfate ester of DHAE and is synthesized by the adrenal glands and the gonads. DHEAS is produced in the zona reticularis.

Application

DHEA sulfate has been used:
  • as a sulfated steroid in chemotaxis assay of bone-marrow (BM) neutrophil and also to test its inhibitory effect on the Rac-specific guanine nucleotide exchange factor (Rac GEF)
  • as an internal standard in mass spectrometry
  • as a synthetic lipid standard for spiking low-density lipoprotein (LDL) samples for liquid chromatography-mass spectrometry analysis (LC-MS)

Biochem/physiol Actions

Dehydroepiandrosterone (DHEA) sulfate (DHEAS) regulates the synthesis of catecholamines. It modulates neurotransmitter receptors including the γ-aminobutyric acid type A (GABAA) and the N-methyl-D -aspartate (NMDA) receptors. Low levels of DHAES in brain is observed in Alzheimer′s disease (AD) patients.

Packaging

5 mL Amber Glass Screw Cap Vial (700086P-10mg)
5 mL Amber Glass Screw Cap Vial (700086P-25mg)
5 mL Amber Glass Screw Cap Vial (700086P-50mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC


Storage Class

11 - Combustible Solids

Regulatory Information

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Ana Reis et al.
Journal of lipid research, 54(7), 1812-1824 (2013-05-15)
Lipidome profile of fluids and tissues is a growing field as the role of lipids as signaling molecules is increasingly understood, relying on an effective and representative extraction of the lipids present. A number of solvent systems suitable for lipid
Kuei-Fang Chung et al.
Molecular and cellular endocrinology, 336(1-2), 141-148 (2010-12-07)
Dehydroepiandrosterone producing adrenocortical zona reticularis and the adrenal medulla are in direct contact and are highly intermingled in many species. This results in potentially strong paracrine influences of high local dehydroepiandrosterone concentrations on the adrenal medulla. Dehydroepiandrosterone has neuroprotective properties
P Ebeling et al.
Lancet (London, England), 343(8911), 1479-1481 (1994-06-11)
Dehydroepiandrosterone (DHEA), with its sulphate conjugate (DHEAS), is the most abundant steroid hormone in the circulation but its physiological importance is unclear. We propose that DHEA has either oestrogen-like or androgen-like effects depending on the hormonal milieu. In premenopausal women



Global Trade Item Number

SKUGTIN
700086P-10MG04061835384822
700086P-50MG04061835384846
700086P-25MG04061835384839