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D4000

Sigma-Aldrich

trans-Dehydroandrosterone

≥99%

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Synonym(s):
3β-Hydroxy-5-androsten-17-one, 5-Androsten-3β-ol-17-one, DHEA, Dehydroepiandrosterone, Dehydroisoandrosterone, Prasterone
Empirical Formula (Hill Notation):
C19H28O2
CAS Number:
Molecular Weight:
288.42
Beilstein/REAXYS Number:
2058110
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.77

biological source

synthetic (organic)

Quality Level

assay

≥99%

form

crystalline powder

drug control

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

mp

149-151 °C (lit.)

solubility

chloroform: 50 mg/mL, clear, colorless

shipped in

ambient

storage temp.

room temp

SMILES string

C[C@]12CC[C@H]3[C@@H](CC=C4C[C@@H](O)CC[C@]34C)[C@@H]1CCC2=O

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

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1 of 4

This Item
P8129EHU000761EHU133951
vibrant-m

D4000

trans-Dehydroandrosterone

vibrant-m

P8129

5β-Pregnan-3α-ol-20-one

vibrant-m

EHU000761

MISSION® esiRNA

vibrant-m

EHU133951

MISSION® esiRNA

Quality Level

200

Quality Level

100

Quality Level

100

Quality Level

100

biological source

synthetic (organic)

biological source

synthetic (organic)

biological source

-

biological source

-

solubility

chloroform: 50 mg/mL, clear, colorless

solubility

chloroform: 50 mg/mL, clear, colorless

solubility

-

solubility

-

mp

149-151 °C (lit.)

mp

-

mp

-

mp

-

drug control

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

drug control

-

drug control

-

drug control

-

Biochem/physiol Actions

Dehydroandrosterone (DHEA) is a negative modulator of GABAA receptors. It is a steroid secreted by the adrenal gland with both estrogenic and androgenic properties. DHEAs conversion to 5-androstenediol, a potent estrogen, enhances the growth and survival of estrogen-sensitive breast tumors.
Negative modulator of GABAA receptors. Steroid secreted by the adrenal gland with both estrogenic and androgenic properties. Its conversion to 5-androstenediol, a potent estrogen, enhances the growth and survival of estrogen-sensitive breast tumors. At high but physiologically valid concentrations, DHEA inhibits proliferation of chromaffin progenitor cells and induces dopaminergic differentiation.

pictograms

Health hazard

signalword

Warning

hcodes

Hazard Classifications

Repr. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Thomas Piper et al.
Drug testing and analysis, 9(11-12), 1695-1703 (2017-08-25)
In the course of investigations into the metabolism of testosterone (T) by means of deuterated T and hydrogen isotope ratio mass spectrometry, a pronounced influence of the oral administration of T on sulfoconjugated steroid metabolites was observed. Especially in case
Nikolaos E Koundourakis et al.
Hormones (Athens, Greece), 18(2), 151-172 (2019-07-01)
A constant topic reported in the lay press is the effect of sex hormones on athletic performance and their abuse by athletes in their effort to enhance their performance or to either boost or sidestep their hard, protracted, and demanding
D J Handelsman et al.
Human reproduction (Oxford, England), 32(2), 418-422 (2016-12-22)
How well does multi-analyte steroid mass spectrometry (MS) profiling classify women with and without polycystic ovary syndrome (PCOS)? Our liquid chromatography MS (LC-MS) steroid profiling only minimally improves discrimination of women with and without PCOS compared with a direct testosterone
Sarah Whittle et al.
Social cognitive and affective neuroscience, 10(9), 1282-1290 (2015-02-14)
Early timing of adrenarche, associated with relatively high levels of Dehydroepiandrosterone (DHEA) in children, has been associated with mental health and behavioral problems. However, little is known about effects of adreneracheal timing on brain function. The aim of this study
Ji Cao et al.
Molecular immunology, 112, 283-290 (2019-06-23)
Dehydroepiandrosterone (DHEA) has anti-inflammatory, anti-oxidant and immune-regulating properties, while the mechanism of DHEA actions remains unclear. The present study aims to investigate the effect and possible mechanism of DHEA on immune function of mice in vivo and in vitro. In

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