Beraprost sodiumProduct ingredient for Beraprost
- Name
- Beraprost sodium
- Drug Entry
- Beraprost
Beraprost is a synthetic analogue of prostacyclin, under clinical trials for the treatment of pulmonary hypertension. It is also being studied for use in avoiding reperfusion injury.
- Accession Number
- DBSALT003074
- Structure
Structure for Beraprost sodium (DBSALT003074)
- Synonyms
- Beraprost sodium
- External IDs
- MDL-201129 / ML-1129 / TRK-100 / TRK-100STP
- UNII
- 15K99VDU5F
- CAS Number
- 88475-69-8
- Weight
- Average: 420.4738
Monoisotopic: 420.191268713 - Chemical Formula
- C24H29NaO5
- InChI Key
- YTCZZXIRLARSET-VJRSQJMHSA-M
- InChI
- InChI=1S/C24H30O5.Na/c1-3-4-7-15(2)19(25)13-12-17-20(26)14-21-23(17)18-10-5-8-16(24(18)29-21)9-6-11-22(27)28;/h5,8,10,12-13,15,17,19-21,23,25-26H,6-7,9,11,14H2,1-2H3,(H,27,28);/q;+1/p-1/b13-12+;/t15?,17-,19+,20+,21-,23-;/m0./s1
- IUPAC Name
- sodium 4-[(2S,3R,4R,6S)-4-hydroxy-3-[(1E,3S)-3-hydroxy-4-methyloct-1-en-6-yn-1-yl]-7-oxatricyclo[6.4.0.0^{2,6}]dodeca-1(8),9,11-trien-9-yl]butanoate
- SMILES
- [Na+].[H][C@]12C[C@@H](O)[C@H](\C=C\[C@@H](O)C(C)CC#CC)[C@@]1([H])C1=C(O2)C(CCCC([O-])=O)=CC=C1
- External Links
- ChemSpider
- 5293168
- ChEMBL
- CHEMBL435883
- Predicted Properties
Property Value Source Water Solubility 0.00811 mg/mL ALOGPS logP 3.81 ALOGPS logP 3.6 Chemaxon logS -4.7 ALOGPS pKa (Strongest Acidic) 4.2 Chemaxon pKa (Strongest Basic) -1.4 Chemaxon Physiological Charge -1 Chemaxon Hydrogen Acceptor Count 5 Chemaxon Hydrogen Donor Count 2 Chemaxon Polar Surface Area 89.82 Å2 Chemaxon Rotatable Bond Count 9 Chemaxon Refractivity 123.56 m3·mol-1 Chemaxon Polarizability 44.68 Å3 Chemaxon Number of Rings 3 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon