炔诺孕酮

• 常用名: 炔诺孕酮
• 英文名: Levonorgestrel
• CAS号: 6533-00-2
• 分子量: 312.446
• 密度: 1.1±0.1 g/cm3
• 沸点: 459.1±45.0 °C at 760 mmHg
• 分子式: C₂₁H₂₈O₂
• 熔点: 239-241ºC
• 闪点: 195.4±21.3 °C

炔诺孕酮用途

Norgestrel 是孕酮的合成类似物,是口服避孕药中常见的化合物,也是一种强大的神经保护性抗氧化剂,可防止光诱导的感光细胞中的 ROS 的生成以及细胞死亡。

炔诺孕酮名称

• 中文名: 炔诺孕酮
• 英文名: levonorgestrel
• 中文别名: DL-甲基炔诺酮 | 18-甲基炔诺酮 | 高诺酮

炔诺孕酮生物活性

• 描述: Norgestrel 是孕酮的合成类似物,是口服避孕药中常见的化合物,也是一种强大的神经保护性抗氧化剂,可防止光诱导的感光细胞中的 ROS 的生成以及细胞死亡。
• 相关类别:
  研究领域 >> 癌症
• 体外研究: Norgestrel(20μM；24小时；661W细胞)处理显着增加血清剥夺后的细胞活力,因此证明Norgestrel对应激的661W细胞具有神经保护作用[1]。Norgestrel(20μM；24小时；661W细胞)处理减少细胞凋亡诱导的PARP和caspase-3裂解[1]。Norgestrel(20μM；6小时；661W细胞)处理bFGF导致光感受器细胞中bFGF mRNA的显着上调[1]。细胞活力测定[1]细胞系：661W细胞浓度：20μM孵育时间：24小时结果：血清剥夺后细胞活力显着增加。蛋白质印迹分析[1]细胞系：661W细胞浓度：20μM孵育时间：24小时结果：凋亡诱导的PARP和caspase-3裂解减少。RT-PCR[1]细胞系：661W细胞浓度：20μM孵育时间：6小时结果：1小时内bFGF mRNA显着上调。
• 体内研究: Norgestrel(100mg/kg；腹膜内注射；6,24或48小时；Balb/c小鼠)治疗可以预防光感受器细胞中光诱导的ROS,以及随后的细胞死亡。Norgestrel通过主要抗氧化转录因子Nrf2的翻译后调节起作用；引起其磷酸化,随后的核转位,并增加其效应蛋白超氧化物歧化酶2(SOD2)的水平[2]。动物模型：Balb/c小鼠出生并维持在昏暗的循环光中[2]剂量：100 mg/kg；给药：腹腔注射；6,24或48小时结果：通过丝氨酸40磷酸化增加Nrf2的表达和活化,增加其靶抗氧化剂超氧化物歧化酶2(SOD2)的表达,并减少线粒体氧化应激。
• 参考文献:

  [1]. Wyse Jackson AC, et al. The synthetic progesterone Norgestrel is neuroprotective in stressed photoreceptor-like cellsand retinal explants, mediating its effects via basic fibroblast growth factor, protein kinase A and glycogen synthase kinase 3β signalling. Eur J Neurosci. 2016 Apr;43(7):899-911.

  [2]. Byrne AM, et al. The synthetic progestin norgestrel modulates Nrf2 signaling and acts as an antioxidant in a model of retinal degeneration. Redox Biol. 2016 Dec;10:128-139.

炔诺孕酮物理化学性质

• 密度: 1.1±0.1 g/cm3
• 沸点: 459.1±45.0 °C at 760 mmHg
• 熔点: 239-241ºC
• 分子式: C₂₁H₂₈O₂
• 分子量: 312.446
• 闪点: 195.4±21.3 °C
• 精确质量: 312.208923
• PSA: 37.30000
• LogP: 3.92
• InChIKey: WWYNJERNGUHSAO-QHOCJJNXSA-N
• SMILES: C#CC1(O)CCC2C3CCC4=CC(=O)CCC4C3CCC21CC
• 外观性状: 白色结晶粉末
• 蒸汽压: 0.0±2.6 mmHg at 25°C
• 折射率: 1.571
• 储存条件: 2-8°C

炔诺孕酮毒性和生态

炔诺孕酮安全信息

• 危害码 (欧洲): Xn:Harmful
• 风险声明 (欧洲): R20/21/22;R40
• 安全声明 (欧洲): S22-S36
• 危险品运输编码: NONH for all modes of transport
• WGK德国: 3
• RTECS号: JF8259000

炔诺孕酮靶点实验

查看更多实验

实验名称：NCI human tumor cell line growth inhibition assay. Data for the MCF7 Non-Small Cell L... 来源：DTP/NCI 靶标：N/A External Id：MCF7_OneDose

实验名称：Primary high throughput screening by co-culture imaging for identification hits as a ... 来源：23209 靶标：N/A External Id：UIHTS20180925

实验名称：Phenotypic Assay to Identify Small Molecules that Upregulate Production of hCFTR in H... 来源：Southern Research Institute 靶标：CFTR External Id：CF Folding

实验名称：Cell-based high throughput primary assay to identify activators of GPR151 来源：The Scripps Research Institute Molecular Screening Center 靶标：RecName: Full=G-protein coupled receptor 151; AltName: Full=G-protein coupled receptor PGR7; AltName: Full=GPCR-2037; AltName: Full=Galanin receptor 4; AltName: Full=Galanin-receptor-like protein; Short=GalRL External Id：GPR151_PHUNTER_AG_LUMI_1536_1X%ACT

实验名称：AlphaScreen-based biochemical high throughput primary assay to identify activators of... 来源：The Scripps Research Institute Molecular Screening Center 靶标：N/A External Id：FBW7_ACT_ALPHA_1536_1X%ACT PRUN

实验名称：AlphaScreen-based biochemical high throughput primary assay to identify inhibitors of... 来源：The Scripps Research Institute Molecular Screening Center External Id：MITF_INH_Alpha_1536_1X%INH PRUN

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炔诺孕酮英文别名

• (8R,9S,10R,13S,14S,17R)-13-Ethyl-17-ethynyl-17-hydroxy-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-3H-cyclopenta[a]phenanthren-3-one
• Mirena
• 13-Ethyl-17-ethynyl-17b-hydroxy-4-gonen-3-one
• 17a-Ethynyl-18-homo-19-nortestosterone
• Norgeston
• 13b-Ethyl-17a-ethynyl-17b-hydroxygon-4-en-3-one
• 18-METHYLNORETHINDRONE
• 18-Methyl-17a-ethynyl-19-nortestosterone
• (−)-Norgestrel
• Norplant
• (17a)-13-Ethyl-17-hydroxy-18,19-dinorpregn-4-en-20-yn-3-one
• Levonelle
• 13-β-ETHYL-17-α-ETHYNYL-17-β-HYDROXYGON-4-EN-3-ONE
• monovar
• MFCD01546387
• sh850
• wy3707
• 17b-Hydroxy-18-methyl-19-nor-17a-pregn-4-en-20-yn-3-one
• (8R,9S,10R,13S,14S,17R)-17-Ethinyl-13-ethyl-17-hydroxy-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-3H-cyclopenta[a]phenanthren-3-on
• Levonova
• (8R,9S,10R,13S,14S,17R)-13-éthyl-17-éthynyl-17-hydroxy-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tétradécahydro-3H-cyclopenta[a]phénanthrén-3-one
• 17a-Ethynyl-18-methyl-19-nortestosterone
• EINECS 212-349-8
• 17a-Ethynyl-17-hydroxy-18-methylestr-4-en-3-one
• D-Norgestrel
• Microval
• 13-Ethyl-17-hydroxy-18,19-dinor-17a-pregn-4-en-20-yn-3-one
• Norgestrel
• 17a-Ethynyl-13-ethyl-19-nortestosterone
• Microlut
• Ovrette
• UNII:3J8Q1747Z2
• D(−)-Norgestrel
• NorLevo
• (17a)-(-)-13-Ethyl-17-hydroxy-18,19-dinorpregn-4-en-20-yn-3-one
• D-(-)-Norgestrel
• Neogest
• (-)-Norgestrel
• 13-Ethyl-17a-ethynyl-17-hydroxygon-4-en-3-one
• fh122-a