Compound Identification
SMILES
C[C@@H]1CCC2[C@@H](C)C(OC(=O)CCC(=O)OC(C#N)C3=CC=CC=C3Cl)O[C@@H]3O[C@@]4(C)CC[C@@H]1C23OO4
InChIKey
InChIKey=QVARWMCZCGLVRO-YIVQYLRJSA-N
Formula
C27H32ClNO8
Mass
534.0
Taxonomic Classification
Taxonomy Tree
-
Kingdom
Organic compounds
-
Superclass
Lipids and lipid-like molecules
-
Class
Prenol lipids
-
Subclass
Sesquiterpenoids
- Level 5 Artemisinins
-
Subclass
Sesquiterpenoids
-
Class
Prenol lipids
-
Superclass
Lipids and lipid-like molecules
Kingdom
Organic compounds
Superclass
Lipids and lipid-like molecules
Class
Prenol lipids
Subclass
Sesquiterpenoids
Intermediate Tree Nodes
Not available
Direct Parent
Artemisinins
Alternative Parents
Benzyloxycarbonyls Oxepanes Chlorobenzenes Fatty acid esters Trioxanes Oxanes Aryl chlorides Dicarboxylic acids and derivatives Carboxylic acid esters Dialkyl peroxides Oxacyclic compounds Acetals Nitriles Organochlorides Carbonyl compounds Organopnictogen compounds Hydrocarbon derivatives
Molecular Framework
Aromatic heteropolycyclic compounds
Substituents
Artemisinin skeleton - Benzyloxycarbonyl - Chlorobenzene - Oxepane - Fatty acid ester - Halobenzene - Aryl chloride - Aryl halide - Monocyclic benzene moiety - Fatty acyl - Dicarboxylic acid or derivatives - Benzenoid - 1,2,4-trioxane - Oxane - Carboxylic acid ester - Dialkyl peroxide - Acetal - Carboxylic acid derivative - Oxacycle - Organoheterocyclic compound - Carbonitrile - Nitrile - Organic oxygen compound - Organic nitrogen compound - Hydrocarbon derivative - Carbonyl group - Organic oxide - Organooxygen compound - Organonitrogen compound - Organopnictogen compound - Cyanide - Organohalogen compound - Organochloride - Aromatic heteropolycyclic compound
Description
This compound belongs to the class of organic compounds known as artemisinins. These are sesquiterpenoids originally isolated from the herb Artemisia annua. Their structure is based on artemisinin, a tetracyclic compound that contains a 1,2-dioxepane fused to an octahydrobenzopyran moiety. The internal peroxide bridge is believed to be a key to the mode of action of artemisinins.
External Descriptors
Not available