前言：仅供科研实验或出口
中文名京尼平英文名(+)-Genipin别名京尼平栀子苷元格尼泊素京尼平(栀子苷元GENIPIN 京尼平格尼泊素,GENIPIN京尼平(栀子苷元,格尼泊素)(1S,2R,6S)-2-羟基-9-(羟甲基)-3-氧代二环丙[4.3.0]壬-4,8-二烯-5-甲酸甲酯英文别名enipinGenipinGENIPIN(+)-Genipincyclopenta(c)pyran-4-carboxylicacid,1,4a-alpha,5,7a-alpha-tetrahydro-1-hydroxmethyl 1-hydroxy-7-(hydroxymethyl)-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylateMethyl (1R,2R,6S)-2-hydroxy-9-(hydroxymethyl)-3-oxabicyclo[4.3.0]nona-4,8-diene-5-carboxylateMethyl (1S,2R,6S)-2-hydroxy-9-(hydroxymethyl)-3-oxabicyclo[4.3.0]nona-4,8-diene-5-carboxylate1,4A,5,7A-Tetrahydro-1-Hydroxy-7-(Hydroxymethyl)-Cyclopenta(C)Pyran-4-Carboxylic Acid Methyl Ester1,4a,5,7a-tetrahydro-1-hydroxy-7-(hydroxymethyl)-cyclopenta(c)pyran-4-carboxylic acid methyl estermethyl (1R,4aS,7aS)-1-hydroxy-7-(hydroxymethyl)-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate(1R)-1,4aα,5,7aα-Tetrahydro-1-hydroxy-7-hydroxymethylcyclopenta[c]pyran-4-carboxylic acid methyl ester(1R)-1,4aα,5,7aα-Tetrahydro-1α-hydroxy-7-hydroxymethylcyclopenta[c]pyran-4-carboxylic acid methyl esterCyclopenta(c)pyran-4-carboxylic acid, 1,4a-alpha,5,7a-alpha-tetrahydro-1-hydroxy-7-(hydroxymethyl)-, methyl esterCAS6902-77-8EINECS636-196-5化学式C11H14O5分子量226.23InChIInChI=1/C11H14O5/c1-15-10(13)8-5-16-11(14)9-6(4-12)2-3-7(8)9/h2,5,7,9,11-12,14H,3-4H2,1H3/t7-,9-,11-/m1/s1InChIKeyAZKVWQKMDGGDSV-BCMRRPTOSA-N密度1.1230 (rough estimate)熔点118.0 to 123.0 °C沸点287.83°C (rough estimate)比旋光度(MeOH)+135闪点164.9°C蒸汽压1.17E-08mmHg at 25°C溶解度DMSO: ≥25mg/mL折射率1.4720 (estimate)酸度系数12.06±0.60(Predicted)存储条件Inert atmosphere,Room Temperature敏感性Easily absorbing moisture外观powder颜色White to Almost white最大波长(λmax)['240nm(MeOH)(lit.)']物化性质白色结晶粉末，可溶于甲醇、乙醇、DMSO等有机溶剂，来源于栀子果实。MDL号MFCD00888600体外研究Genipin increases mitochondrial membrane potential, increased ATP levels, closed KATP channels, and stimulated insulin secretion in pancreatic islet cells. Genipin causes suppression of insulin signal transduction through hyperactivation of c-Jun N-terminal kinase (JNK) and subsequent serine phosphorylation of insulin receptor substrate-1 (IRS-1), thus impairing insulin-stimulated glucose uptake in 3T3-L1 adipocytes. Genipin activates IRS-1, PI3-K, and downstream signaling pathway and increases concentrations of calcium, resulting in glucose transporter 4 (GLUT4) translocation and glucose uptake increase in C2C12 myotubes. Cytochrome c content increases significantly in the cytosol of Genipin-treated FaO cells. Activation of caspase-3 and caspase-7 is ultimately responsible for Genipin-induced apoptotic process in hepatoma cells. ROS level notably increases in Hep3B cells treated with 200 μM Genipin.
