Compound Identification
SMILES
CC1CCC2C(C)C(OC(=O)CCC(=O)NCCCCCC(O)=O)OC3OC4(C)CCC1C23OO4
InChIKey
InChIKey=XPEVAAIZVBFUGG-UHFFFAOYSA-N
Formula
C25H39NO9
Mass
497.585
Taxonomic Classification
Taxonomy Tree
-
Kingdom
Organic compounds
-
Superclass
Lipids and lipid-like molecules
-
Class
Prenol lipids
-
Subclass
Sesquiterpenoids
- Level 5 Artemisinins
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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
Medium-chain fatty acids Oxepanes Amino fatty acids Heterocyclic fatty acids Fatty acid esters Trioxanes Oxanes N-acyl amines Dicarboxylic acids and derivatives Secondary carboxylic acid amides Carboxylic acid esters Dialkyl peroxides Oxacyclic compounds Acetals Carboxylic acids Hydrocarbon derivatives Carbonyl compounds Organonitrogen compounds Organopnictogen compounds
Molecular Framework
Aliphatic heteropolycyclic compounds
Substituents
Artemisinin skeleton - Medium-chain fatty acid - Amino fatty acid - Fatty acid ester - Heterocyclic fatty acid - Oxepane - Dicarboxylic acid or derivatives - Fatty amide - N-acyl-amine - Fatty acyl - Oxane - 1,2,4-trioxane - Carboxamide group - Carboxylic acid ester - Dialkyl peroxide - Secondary carboxylic acid amide - Oxacycle - Carboxylic acid - Carboxylic acid derivative - Acetal - Organoheterocyclic compound - Organic nitrogen compound - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Carbonyl group - Organonitrogen compound - Organooxygen compound - Organic oxygen compound - Aliphatic 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