11-keto Testosterone
(Synonyms: 11-酮睾酮,11-Oxotestosterone, 11-酮基睾酮) 目录号 : GC1819211-keto Testosterone(11-酮基睾酮)是一种氧化形式的睾酮,是一种非芳香化的活性雄激素。
Cas No.:564-35-2
Sample solution is provided at 25 µL, 10mM.
11-keto Testosterone is an oxidized form of testosterone and a non-aromatizable active androgen[1, 2]. 11-keto Testosterone is the major androgen in fish[3]. 11-keto Testosterone can promote the degeneration of oocytes, the proliferation of spermatocytes, and the formation of sperm in grouper[4].
In vitro, 11-keto Testosterone (10, 100μM) treatment of Sterlet liver explants and ovarian explants for 5 days significantly increased the concentrations of testosterone and 17β-estradiol in the culture medium of liver explants and ovarian explants, and the concentration of vitellogenin in the culture medium of liver explants also increased significantly[5].
In vivo, silicone rubber strips coated with 11-keto Testosterone (5, 25mg/kg/day) were implanted into pre-pregnant female Sterlet for 30 days and promoted ovarian development in a dose-dependent manner, but no ovarian masculinization was found[5].
References:
[1] Stárka L, Dušková M, Vítků J. 11-Keto-testosterone and other androgens of adrenal origin[J]. Physiological Research, 2020, 69(Suppl 2): S187.
[2] Felício A A, Crago J, Maryoung L A, et al. Effects of alkylphenols on the biotransformation of diuron and enzymes involved in the synthesis and clearance of sex steroids in juvenile male tilapia (Oreochromus mossambica)[J]. Aquatic Toxicology, 2016, 180: 345-352.
[3] Loggie J W. A test of the effects of androgens on immunity: no relationship between 11-keto testosterone and immune performance in bluegill sunfish (Lepomis macrochirus)[D]. The University of Western Ontario (Canada), 2016.
[4] Lee C H, Hur S W, Song Y B, et al. Effect of 11-ketotestosterone (11-KT) on gonadal sex reversal and spermatogenesis of honeycomb grouper Epinephelus merra[J]. Development and Reproduction, 2010, 14(1): 1-5.
[5] Wang W, Zhu H, Tian Z, et al. Effects of 11-Ketotestosterone on development of the previtellogenic ovary in the sterlet, Acipenser Ruthenus. Front Endocrinol (lausanne) 11: 115[J]. 2020.
11-keto Testosterone(11-酮基睾酮)是一种氧化形式的睾酮,是一种非芳香化的活性雄激素[1, 2]。11-keto Testosterone在鱼类中是主要的雄激素[3]。11-keto Testosterone能促进石斑鱼卵母细胞的变性、精母细胞的增殖和精子的形成[4]。
在体外,11-keto Testosterone(10, 100μM)处理Sterlet(小体鲟)的肝外植体和卵巢外植体5天,显著增加了肝外植体和卵巢外植体培养基中的睾酮和17β-雌二醇的浓度,肝外植体培养基中的卵黄蛋白原浓度也显著增加[5]。
在体内,11-keto Testosterone(5, 25mg/kg/day)包埋的硅橡胶条植入孕前期雌性Sterlet体内30天,以剂量依赖性方式促进了卵巢发育,未发现卵巢雄性化[5]。
Cell experiment [1]: | |
Cell lines | Hepatic explants、ovarian explants |
Preparation Method | Three 28-month old female sterlets were selected through endoscopic determination at the previtellogenic stage. After being anesthetized with 400ppm of MS222, the sterlets were briefly submerged in 75% ethanol prior to the removal of ovaries and liver under sterile conditions. Following adipose tissue removal, the remaining ovarian tissue and livers were washed separately by cold PBS and cut into 1cm3 fragments in culture medium (DMEM/F12, 1:1, phenol-red free). Using 6-well Costar culture plates, fragments were incubated in 2.5mL culture medium for 5 days at 25°C. Three replicate incubations were performed for each treatment and for each individual. The culture medium consisted of DMEM/F12 supplemented with 1% penicillin-streptomycin solution, 20% fetal bovine serum and 10, 100μM 11-keto Testosterone (0, 30, or 300μg/mL). At the end of incubation, explants were flash frozen in liquid nitrogen and stored at −80°C until analysis. Culture medium from each dish was also collected to determine Testosterone(T), 17β-estradiol (E2), and Vitellogenin(Vtg) concentrations. |
Reaction Conditions | 10, 100μM; 5 days |
Applications | 11-keto Testosterone treatment significantly increased the concentrations of T, E2, and Vtg in hepatic explants, and the concentrations of T and E2 in the culture medium of ovarian explants also increased significantly. |
References: [1]Wang W, Zhu H, Tian Z, et al. Effects of 11-Ketotestosterone on development of the previtellogenic ovary in the sterlet, Acipenser Ruthenus. Front Endocrinol (lausanne) 11: 115[J]. 2020. |
Cas No. | 564-35-2 | SDF | |
别名 | 11-酮睾酮,11-Oxotestosterone, 11-酮基睾酮 | ||
化学名 | (17β)-17-hydroxy-androst-4-ene-3,11-dione | ||
Canonical SMILES | O=C1CC[C@@]2(C)C(CC[C@]([C@@](CC[C@@H]3O)([H])[C@]3(C)C4)([H])[C@]2([H])C4=O)=C1 | ||
分子式 | C19H26O3 | 分子量 | 302.4 |
溶解度 | DMSO : 100 mg/mL (330.68 mM; Need ultrasonic) | 储存条件 | Store at -20°C |
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1 mg | 5 mg | 10 mg | |
1 mM | 3.3069 mL | 16.5344 mL | 33.0688 mL |
5 mM | 0.6614 mL | 3.3069 mL | 6.6138 mL |
10 mM | 0.3307 mL | 1.6534 mL | 3.3069 mL |
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