Responsive image

Common name


Artesunate

IUPAC name


4-oxo-4-{[(4S,5R,8S,9R,10R,12R,13R)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.0

SMILES


C[C@@H]1CC[C@H]2[C@@H](C)[C@@H](OC(=O)CCC(O)=O)O[C@@H]3OC4(C)CC[C@@H]1[C@@]23OO4

Compound class


Antimalarials; Antiprotozoal Agents; Antiparasitic Products, Insecticides and Repellents; Artemisinin and Derivatives, Plain;

Therapeutic area


For the treatment of severe malaria.

Common name


Artesunate

IUPAC name


4-oxo-4-{[(4S,5R,8S,9R,10R,12R,13R)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.0

SMILES


C[C@@H]1CC[C@H]2[C@@H](C)[C@@H](OC(=O)CCC(O)=O)O[C@@H]3OC4(C)CC[C@@H]1[C@@]23OO4

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

FORMULA


C19H28O8

Responsive image

Common name


Artesunate

IUPAC name


4-oxo-4-{[(4S,5R,8S,9R,10R,12R,13R)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.0

Molecular weight


384.421

clogP


1.374

clogS


-1.726

HBond Acceptor


8

HBond Donor


1

Total Polar
Surface Area


100.52

Number of Rings


4

Rotatable Bond


5

Drug ID Common name Structure CAS SMILE Frequency
FDBF00004 acetic acid Responsive image CC(=O)O 0.0687
FDBF00047 propionic acid Responsive image CCC(=O)O 0.0395
2 , 1