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D4000

Sigma-Aldrich

trans-Dehydroandrosterone

≥99%

Sinônimo(s):

3β-Hydroxy-5-androsten-17-one, 5-Androsten-3β-ol-17-one, DHEA, Dehydroepiandrosterone, Dehydroisoandrosterone, Prasterone

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About This Item

Fórmula empírica (Notação de Hill):
C19H28O2
Número CAS:
53-43-0
Peso molecular:
288.42
Beilstein:
2058110
Número CE:
200-175-5
Número MDL:
MFCD00003613
Código UNSPSC:
51111800
ID de substância PubChem:
24278369
NACRES:
NA.77

fonte biológica

synthetic (organic)

Ensaio

≥99%

forma

crystalline powder

drug control

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

pf

149-151 °C (lit.)

solubilidade

chloroform: 50 mg/mL, clear, colorless

Condições de expedição

ambient

temperatura de armazenamento

room temp

cadeia de caracteres SMILES

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

chave InChI

FMGSKLZLMKYGDP-USOAJAOKSA-N

Informações sobre genes

human ... GABRA1(2554) , GABRA2(2555) , GABRA3(2556) , GABRA4(2557) , GABRA5(2558) , GABRA6(2559) , GABRB1(2560) , GABRB2(2561) , GABRB3(2562) , SERPINA6(866)
rat ... Ar(24208)

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Ações bioquímicas/fisiológicas

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.

Pictogramas

Health hazard
GHS08

Palavra indicadora

Warning

Frases de perigo

H361fd

Classificações de perigo

Repr. 2

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 2

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

dust mask type N95 (US), Eyeshields, Gloves

Certificados de análise (COA)

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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
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
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
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
Y Zimmerman et al.
Contraception, 91(2), 134-142 (2014-12-17)
Combined oral contraceptives (COCs) decrease androgen levels, including testosterone (T), which may be associated with sexual dysfunction and mood complaints in some women. We have shown that 'co-administration' of dehydroepiandrosterone (DHEA) to a drospirenone (DRSP)-containing COC restored total T levels
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