Structure Information
Structure

Compound Identification

SMILES

OC(=O)\C=C/C(O)=O.C[C@@H]1CCC2[C@@H](C)[C@@H](OCCN3CCOCC3)O[C@@H]3O[C@@]4(C)CCC1[C@@]23OO4

InChIKey

InChIKey=SSHJUKKMEIWVRQ-BCPMHUMLSA-N

Formula

C25H39NO10

Mass

513.584

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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

Not available

Substituents

Artemisinin skeleton - Oxepane - Dicarboxylic acid or derivatives - Morpholine - Oxane - Oxazinane - 1,2,4-trioxane - Unsaturated fatty acid - Fatty acid - Fatty acyl - Tertiary aliphatic amine - Tertiary amine - Dialkyl peroxide - Organoheterocyclic compound - Carboxylic acid derivative - Oxacycle - Azacycle - Dialkyl ether - Carboxylic acid - Acetal - Ether - Organopnictogen compound - Organonitrogen compound - Organooxygen compound - Amine - Organic nitrogen compound - Organic oxygen compound - Carbonyl group - Hydrocarbon derivative - Organic oxide - 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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