Compound Identification
SMILES
CC1CCC2C(C)C(OC(=O)CCC(=O)NC(CC3=CNC4=CC=CC=C34)C(O)=O)OC3OC4(C)CCC1C23OO4
InChIKey
InChIKey=AATOFHZSNWXOOT-UHFFFAOYSA-N
Formula
C30H38N2O9
Mass
570.639
Taxonomic Classification
Taxonomy Tree
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Kingdom
Organic compounds
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Superclass
Lipids and lipid-like molecules
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Class
Prenol lipids
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Subclass
Sesquiterpenoids
- Level 5 Artemisinins
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Subclass
Sesquiterpenoids
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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
N-acyl-alpha amino acids 3-alkylindoles Oxepanes Fatty acid esters Trioxanes Substituted pyrroles Oxanes Benzenoids N-acyl amines Dicarboxylic acids and derivatives Heteroaromatic compounds Secondary carboxylic acid amides Carboxylic acid esters Dialkyl peroxides Oxacyclic compounds Acetals Azacyclic compounds Carboxylic acids Carbonyl compounds Organonitrogen compounds Organopnictogen compounds Hydrocarbon derivatives
Molecular Framework
Aromatic heteropolycyclic compounds
Substituents
Artemisinin skeleton - N-acyl-alpha-amino acid - N-acyl-alpha amino acid or derivatives - Alpha-amino acid or derivatives - 3-alkylindole - Indole - Indole or derivatives - Fatty acid ester - Oxepane - Dicarboxylic acid or derivatives - Fatty amide - N-acyl-amine - Oxane - Substituted pyrrole - 1,2,4-trioxane - Benzenoid - Fatty acyl - Heteroaromatic compound - Pyrrole - Carboxylic acid ester - Dialkyl peroxide - Carboxamide group - Secondary carboxylic acid amide - Azacycle - Organoheterocyclic compound - Carboxylic acid derivative - Oxacycle - Carboxylic acid - Acetal - Organic oxygen compound - Organopnictogen compound - Organic nitrogen compound - Organic oxide - Carbonyl group - Hydrocarbon derivative - Organonitrogen compound - Organooxygen 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