artemotil   Click here for help

GtoPdb Ligand ID: 9958

Synonyms: β-arteether
Antimalarial Ligand
Comment: Artemotil is a semisynthetic derivative of artemisinin, a natural product isolated from the qinghao or sweet wormwood plant (Artemisia annua). It contains an unusual endoperoxide bridge, believed to be responsible for the antimalarial activity of artemisinin and its derivatives.
Artemotil is a prodrug that is converted to the active metabolite artenimol (dihydroartemisinin).

The Malaria tab on this ligand page provides additional curator comments of relevance to the Guide to MALARIA PHARMACOLOGY.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 0
Rotatable bonds 2
Topological polar surface area 46.15
Molecular weight 312.19
XLogP 3.76
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES CCOC1OC2OC3(C)CCC4C2(C(C1C)CCC4C)OO3
Isomeric SMILES CCO[C@H]1O[C@@H]2O[C@@]3(C)CC[C@@H]4[C@]2([C@H]([C@H]1C)CC[C@H]4C)OO3
InChI InChI=1S/C17H28O5/c1-5-18-14-11(3)13-7-6-10(2)12-8-9-16(4)20-15(19-14)17(12,13)22-21-16/h10-15H,5-9H2,1-4H3/t10-,11-,12+,13+,14+,15-,16-,17-/m1/s1
InChI Key NLYNIRQVMRLPIQ-XQLAAWPRSA-N
Classification Click here for help
Compound class Natural product or derivative
Ligand families/groups Antimalarial ligands
International Nonproprietary Names Click here for help
INN number INN
6457 artemotil
Synonyms Click here for help
β-arteether
Database Links Click here for help
CAS Registry No. 75887-54-6 (source: Scifinder)
ChEBI CHEBI:135335
ChEMBL Ligand CHEMBL301267
DrugCentral Ligand 246
GtoPdb PubChem SID 374883845
PubChem CID 3000469
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