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D4000

trans-Dehydroandrosterone

≥99%

Sinónimos:

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

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Fórmula empírica (notación de Hill):
C19H28O2
Número CAS:
53-43-0
Peso molecular:
288.42
UNSPSC Code:
51111800
NACRES:
NA.77
PubChem Substance ID:
24278369
EC Number:
200-175-5
Beilstein/REAXYS Number:
2058110
MDL number:
MFCD00003613
Biological source:
synthetic (organic)
Form:
crystalline powder
Assay:
≥99%
Servicio técnico
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biological source

synthetic (organic)

Quality Level

200

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

Gene Information

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

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.
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
GHS08

signalword

Warning

hcodes

H361fd

Hazard Classifications

Repr. 2

Clase de almacenamiento

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificados de análisis (COA)

Lot/Batch Number
MKCZ6868
MKCZ3263
MKCX6252
MKCT7398
MKCM0658

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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
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
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