Artesunate sodiumProduct ingredient for Artesunate
- Name
- Artesunate sodium
- Drug Entry
- Artesunate
Artesunate is indicated for the initial treatment of severe malaria.8 The World Health Organization recommends artesunate as first line treatment for severe malaria.6 Artesunate was developed out of a need for a more hydrophilic derivative of artemisinin.5
Artesunate was granted FDA approval on 26 May 2020.8
- Accession Number
- DBSALT001279
- Structure
- Synonyms
- Artesunate sodium / Dihydroartemisinin alpha-hemisuccinate sodium salt / Sodium artesunate / Sodium dihydroarteannuin hydrogen succinate monoester
- External IDs
- SM 804 / SM-804
- UNII
- CN5E49Z611
- CAS Number
- 82864-68-4
- Weight
- Average: 406.407
Monoisotopic: 406.16036211 - Chemical Formula
- C19H27NaO8
- InChI Key
- ZISJLHQNEVGTIU-RFEYTNPVSA-M
- InChI
- InChI=1S/C19H28O8.Na/c1-10-4-5-13-11(2)16(23-15(22)7-6-14(20)21)24-17-19(13)12(10)8-9-18(3,25-17)26-27-19;/h10-13,16-17H,4-9H2,1-3H3,(H,20,21);/q;+1/p-1/t10-,11-,12+,13+,16-,17-,18-,19-;/m1./s1
- IUPAC Name
- sodium 4-oxo-4-{[(1R,4S,5R,8S,9R,10S,12R,13R)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.0^{4,13}.0^{8,13}]hexadecan-10-yl]oxy}butanoate
- SMILES
- [Na+].[H][C@@]12CC[C@@H](C)[C@]3([H])CC[C@@]4(C)OO[C@@]13[C@]([H])(O[C@@H](OC(=O)CCC([O-])=O)[C@@H]2C)O4
- External Links
- ChemSpider
- 23269779
- ChEMBL
- CHEMBL207675
- Predicted Properties
Property Value Source Water Solubility 0.795 mg/mL ALOGPS logP 2.7 ALOGPS logP 3.1 Chemaxon logS -2.7 ALOGPS pKa (Strongest Acidic) 3.77 Chemaxon pKa (Strongest Basic) -4.2 Chemaxon Physiological Charge -1 Chemaxon Hydrogen Acceptor Count 7 Chemaxon Hydrogen Donor Count 0 Chemaxon Polar Surface Area 103.35 Å2 Chemaxon Rotatable Bond Count 5 Chemaxon Refractivity 100.79 m3·mol-1 Chemaxon Polarizability 39.06 Å3 Chemaxon Number of Rings 4 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon