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Merck

86541

Sigma-Aldrich

Testosterone propionate

tested according to Ph. Eur.

Sinónimos:

Testosteroni propionas, 17β-Hydroxy-4-androsten-3-one 17-propionate, 17β-Propionyloxy-4-androsten-3-one, 4-Androsten-17β-ol-3-one 17-propionate

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About This Item

Fórmula empírica (notación de Hill):
C22H32O3
Número de CAS:
Peso molecular:
344.49
Beilstein:
3221760
Número CE:
Número MDL:
Código UNSPSC:
12352211
ID de la sustancia en PubChem:
NACRES:
NA.21

Agency

USP/NF
tested according to Ph. Eur.

formulario

solid

control farmacológico

USDEA Schedule IIIN; regulated under CDSA - not available from Sigma-Aldrich Canada

cadena SMILES

[H][C@@]12CCC3=CC(=O)CC[C@]3(C)[C@@]1([H])CC[C@]4(C)[C@H](CC[C@@]24[H])OC(=O)CC

InChI

1S/C22H32O3/c1-4-20(24)25-19-8-7-17-16-6-5-14-13-15(23)9-11-21(14,2)18(16)10-12-22(17,19)3/h13,16-19H,4-12H2,1-3H3/t16-,17-,18-,19-,21-,22-/m0/s1

Clave InChI

PDMMFKSKQVNJMI-BLQWBTBKSA-N

Información sobre el gen

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Descripción general

Testosterone propionate is the esterified form of testosterone that is most commonly used in clinical applications for the treatment of hypogonadism, oligospermia, and impotence. 17β-hydroxyl group of propionate is esterified to get this form. It is a fast and short-acting form when compared to enanthate and cypionate forms, which are long-acting esters more commonly used in androgen replacement therapies.

Aplicación

Testosterone propionate has been used:
  • to determine the effect of testosterone on the uptake of certain amino acids, such as isoleucine and α-(methylamino)isobutyric acid
  • in a study to understand the effects of testosterone on brain aromatase activity in neonatal quail brain
  • for testosterone treatment of Celf1 knockout mice in a study to investigate the upregulation of aromatase activity in association with hypogonadism
  • to investigate the ontogeny of aromatase-expressing neurons in Japanese quail brain
  • to study the effects of in vivo administration of testosterone propionate on fluid reabsorption in the efferent ducts of rat.

Acciones bioquímicas o fisiológicas

Testosterone is the major circulating androgen in men and is mainly produced by the testis. A small amount is secreted by the adrenal gland. It is produced from cholesterol in the Leydig cells. Testosterone is metabolized to dihydrotestosterone, a potent androgen that associates with a cytoplasmic receptor protein, to form a complex. This complex is activated and transported into the nucleus, where it triggers several biological responses. It mainly participates in the development of the male phenotype during embryogenesis and at puberty.

Otras notas

Sales restrictions may apply

Palabra de señalización

Danger

Frases de peligro

Clasificaciones de peligro

Acute Tox. 4 Oral - Aquatic Acute 1 - Carc. 2 - Repr. 1A

Código de clase de almacenamiento

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Clase de riesgo para el agua (WGK)

WGK 3

Equipo de protección personal

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges


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Visite la Librería de documentos

Testosterone: An overview of biosynthesis, transport, metabolism and nongenomic actions
Rommerts, Focko FG
Testosterone, 1-31 (1998)
L A Hansen et al.
International journal of andrology, 20(5), 265-273 (2005-09-01)
The regulation by oestradiol and testosterone of fluid reabsorption in the efferent ducts of the rat was investigated by determining the effects of administering the hormones and their antagonists. Untreated rats were compared to animals treated for 7 days with
M Fujioka et al.
The Journal of clinical endocrinology and metabolism, 63(6), 1361-1364 (1986-12-01)
The pharmacokinetic characteristics of testosterone propionate were studied in normal men after a single im dose of 25 mg testosterone propionate-19,19,19-d3. Plasma levels of testosterone propionate-19,19,19-d3, its active metabolite testosterone-19,19,19-d3, and endogenous testosterone were measured by gas chromatography-mass spectrometry. Testosterone
J D Wilson et al.
Human genetics, 58(1), 78-84 (1981-01-01)
Male and female embryos develop in an identical fashion during the initial portion of gestation. If the indifferent gonad differentiates into an ovary (or if no gonad is present), a female phenotype is formed. Male phenotypic differentiation, however, requires the
Sylvia M Bardet et al.
The Journal of comparative neurology, 520(18), 4226-4253 (2012-05-26)
Several brain areas in the diencephalon are involved in the activation and expression of sexual behavior, including in quail the medial preoptic nucleus (POM). However, the ontogeny of these diencephalic brain nuclei has not to this date been examined in

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