Iloprost tromethamineProduct ingredient for Iloprost
- Name
- Iloprost tromethamine
- Drug Entry
- Iloprost
Iloprost is an analog of prostacyclin (PGI2; epoprostenol), an endogenous prostanoid mainly produced in the vascular endothelium. It is more stable than prostacyclin, which is short-lived.4 Iloprost consists of a mixture of the 4R and 4S diastereoisomers at a ratio of approximately 53:47.6 It is a potent vasodilator with reported anti-thrombotic properties.2 Iloprost is available as an inhaled solution and intravenous formulations. It is used to treat pulmonary arterial hypertension (PAH) 6 and frostbites.7
- Accession Number
- DBSALT002985
- Structure
Structure for Iloprost tromethamine (DBSALT002985)
- Synonyms
- Ciloprost trometamol / Iloprost trometamol / Iloprost tromethamine / Trometamol iloprost
- UNII
- 807T91913V
- CAS Number
- 697225-02-8
- Weight
- Average: 481.63
Monoisotopic: 481.303952729 - Chemical Formula
- C26H43NO7
- InChI Key
- KZSSWXACMCYLBM-RMWNCEGRSA-N
- InChI
- InChI=1S/C22H32O4.C4H11NO3/c1-3-4-7-15(2)20(23)11-10-18-19-13-16(8-5-6-9-22(25)26)12-17(19)14-21(18)24;5-4(1-6,2-7)3-8/h8,10-11,15,17-21,23-24H,5-7,9,12-14H2,1-2H3,(H,25,26);6-8H,1-3,5H2/b11-10+,16-8+;/t15?,17-,18+,19-,20+,21+;/m0./s1
- IUPAC Name
- 2-amino-2-(hydroxymethyl)propane-1,3-diol; 5-[(2E,3aS,4R,5R,6aS)-5-hydroxy-4-[(1E,3S)-3-hydroxy-4-methyloct-1-en-6-yn-1-yl]-octahydropentalen-2-ylidene]pentanoic acid
- SMILES
- NC(CO)(CO)CO.[H][C@]12C[C@@H](O)[C@H](\C=C\[C@@H](O)C(C)CC#CC)[C@@]1([H])C\C(C2)=C\CCCC(O)=O
- External Links
- ChemSpider
- 30791480
- Predicted Properties
Property Value Source Water Solubility 0.00874 mg/mL ALOGPS logP 4.22 ALOGPS logP 3.56 Chemaxon logS -4.6 ALOGPS pKa (Strongest Acidic) 4.66 Chemaxon pKa (Strongest Basic) -0.87 Chemaxon Physiological Charge -1 Chemaxon Hydrogen Acceptor Count 4 Chemaxon Hydrogen Donor Count 3 Chemaxon Polar Surface Area 77.76 Å2 Chemaxon Rotatable Bond Count 12 Chemaxon Refractivity 105.18 m3·mol-1 Chemaxon Polarizability 42.6 Å3 Chemaxon Number of Rings 2 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon