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86541

Sigma-Aldrich

Testosterone propionate

tested according to Ph. Eur.

Sinonimo/i:

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

Formula empirica (notazione di Hill):
C22H32O3
Numero CAS:
57-85-2
Peso molecolare:
344.49
Beilstein:
3221760
Numero CE:
200-351-1
Numero MDL:
MFCD00003653
Codice UNSPSC:
12352211
ID PubChem:
329769470
NACRES:
NA.21

agenzia

USP/NF
tested according to Ph. Eur.

Forma fisica

solid

Controllo stupefacenti

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

Stringa SMILE

[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
PDMMFKSKQVNJMI-BLQWBTBKSA-N

Informazioni sul gene

human ... AR(367) , CYP17A1(1586)
rat ... Ar(24208)

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Descrizione generale

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.

Applicazioni

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.

Azioni biochim/fisiol

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.

Altre note

Sales restrictions may apply

Avvertenze

Danger

Indicazioni di pericolo

H302,H351,H360FD,H400

Classi di pericolo

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

Codice della classe di stoccaggio

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

Classe di pericolosità dell'acqua (WGK)

WGK 3

Dispositivi di protezione individuale

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

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Certificati d'analisi (COA)

Lot/Batch Number
BCCL7068
BCCK7443
BCCJ3672
BCCG4695
BCCF2033

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Proceedings. Biological sciences, 276(1659), 1093-1100 (2009-01-09)
Extravagant ornaments evolved to advertise their bearers' quality, the honesty of the signal being ensured by the cost paid to produce or maintain it. The oxidation handicap hypothesis (OHH) proposes that a main cost of testosterone-dependent ornamentation is oxidative stress
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
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
Clinical Use and Abuse of Androgens and Antiandrogens
Becker KL., (eds.)
Principles and Practice of Endocrinology and Metabolism, 957-957 null
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
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