Compound Identification
SMILES
CC1CCC2C(C)C(OC(=O)CCC(=O)NCC(O)=O)OC3OC4(C)CCC1C23OO4
InChIKey
InChIKey=IUWMXNPPXWLHGJ-UHFFFAOYSA-N
Formula
C21H31NO9
Mass
441.477
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
N-acyl-alpha amino acids Oxepanes Fatty acid esters Trioxanes Dicarboxylic acids and derivatives Oxanes N-acyl amines Carboxylic acid esters Dialkyl peroxides Secondary carboxylic acid amides Oxacyclic compounds Acetals Carboxylic acids Carbonyl compounds Hydrocarbon derivatives Organopnictogen compounds Organonitrogen compounds
Molecular Framework
Aliphatic heteropolycyclic compounds
Substituents
Artemisinin skeleton - N-acyl-alpha-amino acid - N-acyl-alpha amino acid or derivatives - Alpha-amino acid or derivatives - Fatty acid ester - Oxepane - Dicarboxylic acid or derivatives - Fatty amide - N-acyl-amine - Fatty acyl - 1,2,4-trioxane - Oxane - 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