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Merck
CN

700087P

Avanti

DHEA

Avanti Research - A Croda Brand

Synonym(s):

DHEA; 3β-hydroxy-5-androsten-17-one; 5-androsten-3β-ol-17-one; dehydroisoandrosterone; trans-dehydroandrosterone; Prasterone

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About This Item

Empirical Formula (Hill Notation):
C19H28O2
CAS Number:
Molecular Weight:
288.42
MDL number:
UNSPSC Code:
12352211
NACRES:
NA.25
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Product Name

DHEA, Avanti Research - A Croda Brand

SMILES string

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

InChI

1S/C19H28O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h3,13-16,20H,4-11H2,1-2H3/t13-,14-,15-,16-,18-,19-/m0/s1

InChI key

FMGSKLZLMKYGDP-USOAJAOKSA-N

description

Dehydroepiandrosterone

assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 1 g (700087P-1g)

manufacturer/tradename

Avanti Research - A Croda Brand

shipped in

dry ice

storage temp.

−20°C

Biochem/physiol Actions

25-hydroxy-cholesterol represses the production of IgA by B cells, manages the migration of activated B cells in the germinal follicle. It regulates the differentiation of monocytes into macrophages. 25-hydroxy-cholesterol plays a critical role in lipid biosynthesis and immunity. It inhibits sterol regulatory element-binding protein (SREBP) proteolytic processing and modulates cholesterol metabolism.
Dehydroepiandrosterone (DHEA) regulates neural functions, such as neurogenesis, neuroprotection, neuronal growth and differentiation. It is used to treat multiple sclerosis. DHEA acts as a precursor of sex steroid biosynthesis.

General description

25-hydroxy-cholesterol is a metabolite of cholesterol. It is produced by macrophages.
DHEA (dehydroepiandrosterone) is an endogenous steroid hormone secreted by the adrenal gland. DHEA serves as precursor to male and female sex hormones (androgens and estrogens).
Dehydroepiandrosterone (DHEA) is a carbon (C)-19 neuroactive steroid. It is synthesized by the adrenal gland in humans and mammals.

Packaging

20 mL Clear Glass Screw Cap Vial (700087P-1g)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

pictograms

Health hazard

signalword

Warning

hcodes

Hazard Classifications

Repr. 2

Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

监管及禁止进口产品
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25-Hydroxycholesterol activates the integrated stress response to reprogram transcription and translation in macrophages
Shibata N, et al.
The Journal of biological chemistry, 288(50), 35812-35823 (2013)
25-Hydroxycholesterol: a new life in immunology
McDonald JG and Russell DW
Journal of Leukocyte Biology, 88(6), 1071-1072 (2010)
Sex Hormones in Neurodegenerative Processes and Diseases (2018)
Joseph S Dillon
Current drug targets. Inflammation and allergy, 4(3), 377-385 (2005-08-17)
Dehydroepiandrosterone (DHEA) and dehydroepiandrosterone sulfate (DHEAS) are metabolic intermediates in the production of potent androgens, estrogens and other less well-characterized steroids. DHEA(S) and closely related steroid hormones have a variety of immunological effects both in vitro and in vivo in
Marco Racchi et al.
CNS drug reviews, 9(1), 21-40 (2003-02-22)
The physiological role of dehydroepiandrosterone (DHEA) and its sulphated ester DHEA(S) has been studied for nearly 2 decades and still eludes final clarification. The major interest in DHEA derives from its unique pattern of activity. Its levels exhibit a dramatic

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