| 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 | enipin Genipin GENIPIN (+)-Genipin cyclopenta(c)pyran-4-carboxylicacid,1,4a-alpha,5,7a-alpha-tetrahydro-1-hydrox methyl1-hydroxy-7-(hydroxymethyl)-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate Methyl(1R,2R,6S)-2-hydroxy-9-(hydroxymethyl)-3-oxabicyclo[4.3.0]nona-4,8-diene-5-carboxylate Methyl(1S,2R,6S)-2-hydroxy-9-(hydroxymethyl)-3-oxabicyclo[4.3.0]nona-4,8-diene-5-carboxylate 1,4A,5,7A-Tetrahydro-1-Hydroxy-7-(Hydroxymethyl)-Cyclopenta(C)Pyran-4-CarboxylicAcid Methyl Ester 1,4a,5,7a-tetrahydro-1-hydroxy-7-(hydroxymethyl)-cyclopenta(c)pyran-4-carboxylicacid methyl ester methyl(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-carboxylicacid methyl ester (1R)-1,4aα,5,7aα-Tetrahydro-1α-hydroxy-7-hydroxymethylcyclopenta[c]pyran-4-carboxylicacid methyl ester Cyclopenta(c)pyran-4-carboxylic acid,1,4a-alpha,5,7a-alpha-tetrahydro-1-hydroxy-7-(hydroxymethyl)-,methyl ester |
| CAS | 6902-77-8 |
| EINECS | 636-196-5 |
| 化学式 | C11H14O5 |
| 分子量 | 226.23 |
| InChI | InChI=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/s1 |
| InChIKey | AZKVWQKMDGGDSV-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 |
| Zui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 ATPlevels, closed KATP channels, and stimulated insulin secretion inpancreatic islet cells. Genipin causes suppression of insulinsignal transduction through hyperactivation of c-Jun N-terminalkinase (JNK) and subsequent serine phosphorylation of insulinreceptor substrate-1 (IRS-1), thus impairing insulin-stimulatedglucose uptake in 3T3-L1 adipocytes. Genipin activates IRS-1,PI3-K, and downstream signaling pathway and increasesconcentrations of calcium, resulting in glucose transporter 4(GLUT4) translocation and glucose uptake increase in C2C12myotubes. Cytochrome c content increases significantly in thecytosol of Genipin-treated FaO cells. Activation of caspase-3 andcaspase-7 is ultimately responsible for Genipin-induced apoptoticprocess in hepatoma cells. ROS level notably increases in Hep3Bcells treated with 200 μM Genipin. |
