Compound Identification
SMILES
CC1CCC2C(C)C(OC(=O)C3=CC=CC=C3C3C4=C(OC5=C3C=CC(OC(C)=O)=C5)C=C(OC(C)=O)C=C4)OC3OC4(C)CCC1C23OO4
InChIKey
InChIKey=KEYXEBUROQDUEX-UHFFFAOYSA-N
Formula
C39H40O11
Mass
684.738
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
Xanthenes Diarylethers Benzoic acid esters Tricarboxylic acids and derivatives Benzoyl derivatives Oxepanes Trioxanes Oxanes Dialkyl peroxides Carboxylic acid esters Oxacyclic compounds Acetals Hydrocarbon derivatives Carbonyl compounds
Molecular Framework
Aromatic heteropolycyclic compounds
Substituents
Artemisinin skeleton - Dibenzopyran - Xanthene - Diaryl ether - Benzoate ester - Benzopyran - 1-benzopyran - Benzoic acid or derivatives - Tricarboxylic acid or derivatives - Benzoyl - Oxepane - Monocyclic benzene moiety - Benzenoid - Oxane - 1,2,4-trioxane - Carboxylic acid ester - Dialkyl peroxide - Organoheterocyclic compound - Carboxylic acid derivative - Oxacycle - Ether - Acetal - Carbonyl group - Hydrocarbon derivative - Organic oxide - Organooxygen compound - Organic oxygen compound - 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