Structure Information
Structure

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

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Taxonomic Classification

Taxonomy Tree

Kingdom

Organic compounds

Superclass

Lipids and lipid-like molecules

Class

Prenol lipids

Subclass

Sesquiterpenoids

Intermediate Tree Nodes

Not available

Direct Parent

Artemisinins

Alternative Parents

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

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