Structure Information
Structure

Compound Identification

SMILES

[Na+].C[C@@H]1CC[C@H]2[C@@H](C)[C@H](OC(=O)CCC([O-])=O)O[C@@H]3O[C@@]4(C)CC[C@@H]1[C@@]23OO4

InChIKey

InChIKey=ZISJLHQNEVGTIU-RFEYTNPVSA-M

Formula

C19H27NaO8

Mass

406.407

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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 - Fatty acid ester - Oxepane - Dicarboxylic acid or derivatives - Oxane - 1,2,4-trioxane - Fatty acyl - Carboxylic acid ester - Carboxylic acid salt - Dialkyl peroxide - Organic alkali metal salt - Oxacycle - Carboxylic acid - Acetal - Carboxylic acid derivative - Organoheterocyclic compound - Organic oxygen compound - Organooxygen compound - Hydrocarbon derivative - Organic oxide - Carbonyl group - Organic salt - Organic sodium salt - 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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