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药品详细

Testosterone Propionate(丙酸睾丸酮)

化学结构式图
中文名
丙酸睾丸酮
英文名
Testosterone Propionate
分子式
C22H32O3
化学名
(1S,2R,10R,11S,14S,15S)-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-14-yl propanoate
分子量
Average: 344.4877
Monoisotopic: 344.23514489
CAS号
57-85-2
ATC分类
G03B 未知
药物类型
small molecule
阶段
approved
商品名
同义名
基本介绍

An ester of testosterone with a propionate substitution at the 17-beta position. [PubChem]

生产厂家
  • Bel mar laboratories inc
  • Eli lilly and co
  • Elkins sinn div ah robins co inc
  • Watson laboratories inc
封装厂家
参考
Synthesis Reference Not Available
General Reference Not Available
剂型
规格
化合物类型
Type small molecule
Classes
  • Steroids and Steroid Derivatives
Substructures
  • Steroids and Steroid Derivatives
  • Carboxylic Acids and Derivatives
  • Alkanes and Alkenes
  • Acetates
  • Ethers
  • Cyclohexenes and Derivatives
  • Ketones
适应症
药理
Indication Testosterone propionate is an anabolic steroid and a short ester form of testosterone that becomes active in the body. It is often used for muscle mass building.
Pharmacodynamics Testosterone is a steroid hormone from the androgen group. Testosterone is primarily secreted from the testes of males. In females, it is produced in the ovaries, adrenal glands and by conversion of adrostenedione in the periphery. It is the principal male sex hormone and an anabolic steroid. In both males and females, it plays key roles in health and well-being. Examples include enhanced libido, energy, immune function, and protection against osteoporosis. On average, the adult male body produces about twenty times the amount of testosterone than an adult female's body does. In the body, this ester form of testosterone is hydrolyzed rapidly and become actively available as testosterone.
Mechanism of action The effects of testosterone in humans and other vertebrates occur by way of two main mechanisms: by activation of the androgen receptor (directly or as DHT), and by conversion to estradiol and activation of certain estrogen receptors. Free testosterone (T) is transported into the cytoplasm of target tissue cells, where it can bind to the androgen receptor, or can be reduced to 5α-dihydrotestosterone (DHT) by the cytoplasmic enzyme 5α-reductase. DHT binds to the same androgen receptor even more strongly than T, so that its androgenic potency is about 2.5 times that of T. The T-receptor or DHT-receptor complex undergoes a structural change that allows it to move into the cell nucleus and bind directly to specific nucleotide sequences of the chromosomal DNA. The areas of binding are called hormone response elements (HREs), and influence transcriptional activity of certain genes, producing the androgen effects.
Absorption Not Available
Volume of distribution Not Available
Protein binding 40% of testosterone in plasma is bound to sex hormone-binding globulin and 2% remains unbound and the rest is bound to albumin and other proteins.
Metabolism
Testosterone propionate is rapidly hydrolysed into testosterone. Testosterone is metabolized to 17-keto steroids through two different pathways. The major active metabolites are estradiol and dihydrotestosterone (DHT).
Route of elimination About 90% of a dose of testosterone given intramuscularly is excreted in the urine as glucuronic and sulfuric acid conjugates of testosterone and its metabolites; about 6% of a dose is excreted in the feces, mostly in the unconjugated form.
Half life Not Available
Clearance Not Available
Toxicity Side effects include amnesia, anxiety, discolored hair, dizziness, dry skin, hirsutism, hostility, impaired urination, paresthesia, penis disorder, peripheral edema, sweating, and vasodilation.
Affected organisms
  • Humans and other mammals
Pathways Not Available
理化性质
Properties
State solid
Experimental Properties
Property Value Source
melting point 120 °C PhysProp
water solubility 1.48 mg/L (at 25 °C) YALKOWSKY,SH & DANNENFELSER,RM (1992)
logS -5.37 ADME Research, USCD
Predicted Properties
Property Value Source
water solubility 5.02e-03 g/l ALOGPS
logP 3.65 ALOGPS
logP 4.51 ChemAxon
logS -4.8 ALOGPS
pKa (strongest acidic) 19.09 ChemAxon
pKa (strongest basic) -4.8 ChemAxon
physiological charge 0 ChemAxon
hydrogen acceptor count 2 ChemAxon
hydrogen donor count 0 ChemAxon
polar surface area 43.37 ChemAxon
rotatable bond count 3 ChemAxon
refractivity 98.21 ChemAxon
polarizability 40.43 ChemAxon
药物相互作用
Drug Interaction
Acenocoumarol The androgen, Testosterone, may incrase the anticoagulant effect of the Vitamin K antagonist, Acenocoumarol. Monitor for changes in the therapeutic effect of Acenocoumarol if Testosterone is initiated, discontinued or dose changed.
Cyclosporine The androgen, Testosterone, may increase the hepatotoxicity of Cyclosporine. Testosterone may also elevate serum concentrations of Cyclosporine. Consider alternate therapy or monitor for signs of renal and hepatic toxicity.
Docetaxel Testosterone propionate may increase the serum levels and toxicity of docetaxel.
Warfarin The androgen, Testosterone, may incrase the anticoagulant effect of the Vitamin K antagonist, Warfarin. Monitor for changes in the therapeutic effect of Warfarin if Testosterone is initiated, discontinued or dose changed.
食物相互作用
Not Available

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