551-11-1
中文名稱
地諾前列素
英文名稱
Prostaglandin F2a
CAS
551-11-1
分子式
C20H34O5
MDL 編號
MFCD00135231
分子量
354.48
MOL 文件
551-11-1.mol
更新日期
2025/01/06 14:41:05
551-11-1 結(jié)構(gòu)式
基本信息
中文別名
地諾前列素4-氯-2-硝基苯甲醛
前列腺素 F2a
英文別名
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
所屬類別
原料藥：前列腺素類藥物理化學(xué)性質(zhì)
熔點25-35°
比旋光度D25 +23.5° (c = 1 in tetrahydrofuran)
沸點407.69°C (rough estimate)
密度1.0458 (rough estimate)
折射率1.6120 (estimate)
儲存條件-20°C儲存
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)
酸度系數(shù)(pKa)pKa 4.90(H2O,t=25±2,I=0.0，c<0.01,N2) (Uncertain)
形態(tài)低熔點白色固體或無色油狀物。
顏色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|
CAS 數(shù)據(jù)庫551-11-1(CAS DataBase Reference)
安全數(shù)據(jù)
警示詞危險
危險性描述H302-H360D
毒害物質(zhì)數(shù)據(jù)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)
常見問題列表
PGF-2α類藥物
地諾前列素是天然的前列腺素 F2α (PGF2α)，可直接作用于子宮肌層，刺激妊娠子宮使子宮肌收縮，并可使子宮頸變軟和擴(kuò)張，故可用于人工流產(chǎn)和晚期引產(chǎn)。 但是由于地諾前列素的常溫下性質(zhì)不穩(wěn)定、保存與運(yùn)輸不方便、合成工藝復(fù)雜、成本高等局限性，地諾前列素的應(yīng)用較難普及。加之后來發(fā)現(xiàn)米索聯(lián)合米非司酮可以取得更好的人工流產(chǎn)效果，地諾前列素逐漸淡出人們的視野。生物活性
Dinoprost (Prostaglandin F2α) 是一種口服有效的前列腺素 F (PGF) 受體 (FP receptor) 激動劑。Dinoprost 是在子宮內(nèi)膜腔上皮和黃體 (CL) 中局部產(chǎn)生的溶酶激素。Dinoprost 在分娩過程中起關(guān)鍵作用。靶點
|
Human Endogenous Metabolite
|
FP Receptor
|
體外研究
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. |