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Merck
CN

86541

Sigma-Aldrich

丙酸睾酮

tested according to Ph. Eur.

别名:

丙酸睾丸素, 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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关于此项目

经验公式（希尔记法）:
C22H32O3
CAS Number:
57-85-2
分子量:
344.49
Beilstein:
3221760
EC 号:
200-351-1
MDL编号:
MFCD00003653
UNSPSC代码:
12352211
PubChem化学物质编号:
329769470
NACRES:
NA.21

主要文件

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Agency

USP/NF
tested according to Ph. Eur.

表单

solid

药品控制

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

SMILES字符串

[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

InChI key

PDMMFKSKQVNJMI-BLQWBTBKSA-N

基因信息

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

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一般描述

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.

应用

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.

生化/生理作用

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.

其他说明

可能实行销售限制

警示用语：

Danger

危险分类

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

储存分类代码

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

WGK

WGK 3

个人防护装备

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

法规信息

监管及禁止进口产品

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
BCCL7068
BCCK7443
BCCJ3672
BCCG4695
BCCF2033

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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
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
Sylvia M Bardet et al.
Neuroreport, 21(5), 376-380 (2010-02-12)
It was shown earlier that, in Japanese quail the mechanism controlling the induction by testosterone of aromatase activity develops between embryonic days 10 and 14. The cellular processes underlying this activation have, however, not been investigated in detail. Here, we
Testosterone: An overview of biosynthesis, transport, metabolism and nongenomic actions
Rommerts, Focko FG
Testosterone, 1-31 (1998)
Francois Mougeot et al.
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
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