551-11-1
中文名称
地诺前列素
英文名称
Prostaglandin F2a
CAS
551-11-1
分子式
C20H34O5
MDL 编号
MFCD00135231
分子量
354.48
MOL 文件
551-11-1.mol
更新日期
2025/05/21 16:19:11
551-11-1 结构式
基本信息
中文别名
地诺前列素4-氯-2-硝基苯甲醛
前列腺素 F2a
英文别名
9ALPHA,11ALPHA,15S-TRIHYDROXY-PROSTA-5Z,13E-DIEN-1-OIC ACIDDINOPROST
PGF2ALPHA
PROSTAGLANDIN F2ALPHA
(5z,9alpha,11alpha,13e,15s)-9,11,15-trihydroxyprosta-3,13-dien-1-oicacid
2beta(s*,e),3alpha,5alpha))-alpha(z
5-dihydroxy-2-(3-hydroxy-1-octenyl)cyclopentyl)-7-(l-5-heptenoicaci
7-(3,5-dihydroxy-2-(3-hydroxy-1-octenyl)cyclopentyl)-5-heptenoicaci
7-(3,5-dihydroxy-2-(3-hydroxy-1-octenyl)cyclopentyl)-5-heptenoicaci(1r-(1
7-(3,5-dihydroxy-2-(3-hydroxy-1-octenyl)cyclopentyl)-5-heptenoicacid
7-[3,5-dihydroxy-2(3-hydroxy-1-octenyl)cyclopentyl]-5-heptenoicacid
9,11,15-trihydroxy-,(5z,9alpha,11alpha,13e,15s)-prosta-13-dien-1-oicacid
9,11,15-trihydroxyprosta-5,13-dien-1-oicacid
amoglandin
cyclosin
dinolytic
enzaprost
enzaprostf
glandin
l-pgf2-alpha
所属类别
原料药：前列腺素类药物理化学性质
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-20°C储存
溶解度DMSO:100.0(Max Conc. mg/mL);282.1(Max Conc. mM)
Water:100.0(Max Conc. mg/mL);282.1(Max Conc. mM)
Water:100.0(Max Conc. mg/mL);282.1(Max Conc. 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White to light brown
InChIKeyPXGPLTODNUVGFL-JPYXJAOSNA-N
SMILESC([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|
常见问题列表
PGF-2α类药物
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。生物活性
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。靶点
|
Human Endogenous Metabolite
|
FP Receptor
|
体外研究
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. |