1.0 2016-05-22 04:41:22 UTC 2026-05-14 19:04:29 UTC Artesunate SmallMolecule Artesunate is an organic compound with the formula C19H28O8 and an average molecular weight of 384.43 g/mol. Artesunate belongs to the sesquiterpenoids, a subclass of prenol lipids within the organic compounds. This compound is found in healthcare, pharmaceuticals, and veterinary products as an antiprotozoal agent, with recorded exposure routes including parenteral and intravenous administration. Mechanistically, it acts as an inhibitor of the malaria protein EXP-1. C19H28O8 384.425 384.178417862 4-oxo-4-{[(1R,4S,5R,8S,9R,10R,12R,13R)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.0⁴,¹³.0⁸,¹³]hexadecan-10-yl]oxy}butanoic acid 4-oxo-4-{[(1R,4S,5R,8S,9R,10R,12R,13R)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.0⁴,¹³.0⁸,¹³]hexadecan-10-yl]oxy}butanoic acid 88495-63-0 [H][C@@]1(C)CC[C@@]2([H])[C@@]([H])(C)[C@@]([H])(OC(=O)CCC(O)=O)O[C@]3([H])O[C@@]4(C)CC[C@]1([H])[C@@]23OO4 InChI=1S/C19H28O8/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)/t10-,11-,12+,13+,16+,17-,18-,19-/m1/s1 FIHJKUPKCHIPAT-NKHDUEHSSA-N Organic compounds Lipids and lipid-like molecules Prenol lipids Sesquiterpenoids Artemisinins Acetals Carbonyl compounds Carboxylic acid esters Carboxylic acids Dialkyl peroxides Dicarboxylic acids and derivatives Fatty acid esters Heterocyclic fatty acids Hydrocarbon derivatives Oxacyclic compounds Oxanes Oxepanes Trioxanes 1,2,4-trioxane Acetal Aliphatic heteropolycyclic compound Artemisinin skeleton Carbonyl group Carboxylic acid Carboxylic acid derivative Carboxylic acid ester Dialkyl peroxide Dicarboxylic acid or derivatives Fatty acid ester Fatty acyl Heterocyclic fatty acid Hydrocarbon derivative Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxane Oxepane Aliphatic heteropolycyclic compounds Detected and Not Quantified Artesunate Action Pathway SMP0125858 Artesunate Drug Metabolism Action Pathway SMP0144395 logp 3.1 logp 2.35 ALOGPS logs -2.75 ALOGPS solubility 6.78e-01 g/l ALOGPS logp 3.1 ChemAxon pka_strongest_acidic 3.77 ChemAxon pka_strongest_basic -4.2 ChemAxon iupac 4-oxo-4-{[(1R,4S,5R,8S,9R,10R,12R,13R)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.0⁴,¹³.0⁸,¹³]hexadecan-10-yl]oxy}butanoic acid ChemAxon average_mass 384.425 ChemAxon mono_mass 384.178417862 ChemAxon smiles [H][C@@]1(C)CC[C@@]2([H])[C@@]([H])(C)[C@@]([H])(OC(=O)CCC(O)=O)O[C@]3([H])O[C@@]4(C)CC[C@]1([H])[C@@]23OO4 ChemAxon formula C19H28O8 ChemAxon inchi InChI=1S/C19H28O8/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)/t10-,11-,12+,13+,16+,17-,18-,19-/m1/s1 ChemAxon inchikey FIHJKUPKCHIPAT-NKHDUEHSSA-N ChemAxon polar_surface_area 100.52 ChemAxon refractivity 89.95 ChemAxon polarizability 38.91 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 7 ChemAxon donor_count 1 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon #<HealthEffect::ActiveRecord_Associations_CollectionProxy:0x00007f3baee49940> DB09274 105031 59099 BE0008642