地诺前列素
| 中文名称 | 地诺前列素 |
|---|---|
| 中文同义词 | 前列腺素F2A/地诺前列素S;前列腺素 F2Α;前列腺素 F2a;地诺前列素;前列腺素F2Α;地诺前列素/PROSTAGLANDIN F2Α;地诺前列素氨丁三醇杂质D;甲醇中甲基前列腺素F2A |
| 英文名称 | Prostaglandin F2a |
| 英文同义词 | 9ALPHA,11ALPHA,15S-TRIHYDROXY-PROSTA-5Z,13E-DIEN-1-OIC ACID;cyclosin;dinolytic;enzaprost;enzaprostf;glandin;l-pgf2-alpha;l-prostaglandinf2-alpha |
| CAS号 | 551-11-1 |
| 分子式 | C20H34O5 |
| 分子量 | 354.49 |
| EINECS号 | 215-355-9 |
| 相关类别 | 前列腺素类;前列素类;合成;引产药;中间体;Prostaglandins;Chiral Reagents;Intermediates & Fine Chemicals;Pharmaceuticals;科研试剂;医药原料药;科研原料;生化试剂 |
| Mol文件 | 551-11-1.mol |
| 结构式 |  |
地诺前列素 性质
| 熔点 | 25-35° |
|---|---|
| 比旋光度 | D25 +23.5° (c = 1 in tetrahydrofuran) |
| 沸点 | 407.69°C (rough estimate) |
| 密度 | 1.0458 (rough estimate) |
| 折射率 | 1.6120 (estimate) |
| 储存条件 | Store at -20°C |
| 溶解度 | DMSO:100.0(最大浓度 mg/mL);282.1(最大浓度 mM) 水:100.0(最大浓度 mg/mL);282.1(最大浓度 mM) |
| 酸度系数(pKa) | pKa 4.90(H2O,t=25±2,I=0.0，c<0.01,N2) (Uncertain) |
| 形态 | 低熔点白色固体或无色油状物。 |
| 颜色 | 白色至浅棕色 |
| InChIKey | PXGPLTODNUVGFL-JPYXJAOSNA-N |
| SMILES | C([C@H]1[C@H](C[C@@H](O)[C@@H]1/C=C/[C@@H](O)CCCCC)O)/C=C\CCCC(=O)O |&1:1,2,4,6,9,r| |
| CAS 数据库 | 551-11-1(CAS DataBase Reference) |
地诺前列素是天然的前列腺素 F2α (PGF2α)，可直接作用于子宫肌层，刺激妊娠子宫使子宫肌收缩，并可使子宫颈变软和扩张，故可用于人工流产和晚期引产。 但是由于地诺前列素的常温下性质不稳定、保存与运输不方便、合成工艺复杂、成本高等局限性，地诺前列素的应用较难普及。加之后来发现米索联合米非司酮可以取得更好的人工流产效果，地诺前列素逐渐淡出人们的视野。Dinoprost (Prostaglandin F2α) 是一种口服有效的前列腺素 F (PGF) 受体 (FP receptor) 激动剂。Dinoprost 是在子宫内膜腔上皮和黄体 (CL) 中局部产生的溶酶激素。Dinoprost 在分娩过程中起关键作用。
|
Human Endogenous Metabolite
|
FP Receptor
|
Dinoprost (Prostaglandin F2α; 1 μM; for 24 hours) induces ER stress, autophagy, and apoptosis in goat luteal cells.
Dinoprost (1 μM; for 24 hours) significantly increases the expression of GRP78 and UPR sensors.
Apoptosis Analysis
| Cell Line: | Goat luteal cells |
| Concentration: | 1 μM |
| Incubation Time: | For 24 hours |
| Result: | Significantly increased the apoptotic rate (15.62±3.12%). |
Cell Autophagy Assay
| Cell Line: | Goat luteal cells |
| Concentration: | 1 μM |
| Incubation Time: | For 24 hours |
| Result: | There was extensive overlap between LC3 and LAMP1 in luteal cells and autophagolysosomes were formed in goat luteal cells. |
Western Blot Analysis
| Cell Line: | Goat luteal cells |
| Concentration: | 1 μM |
| Incubation Time: | For 24 hours |
| Result: | The expression of GRP78 and UPR sensors including cleaved ATF6, phosphorylated-EIF2S1, EIF2S1, ATF4, phosphorylated-IRE1, autophagy-related protein LC3-II, and pro-apoptosis factor cleaved Caspase3 increased significantly in the cells. |
安全信息
| 毒害物质数据 | 551-11-1(Hazardous Substances Data) |
|---|---|
| 毒性 | LD50 in rabbits (mg/kg): 2.5-5.0 i.v.; 2.5-5.0 i.m. (Fujita) |