Structure Information
Structure

Compound Identification

SMILES

C[C@@H]1CC[C@H]2[C@@H](C)[C@@H](OCC3=CC=CC(CN4CCN(CC4)C4=CC=C(Cl)C=C4)=C3)O[C@@H]3O[C@]4(C)CC[C@@H]1[C@@]23OO4

InChIKey

InChIKey=CHLJJDAZBOSIQE-QUNBPGEXSA-N

Formula

C33H43ClN2O5

Mass

583.17

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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

Aromatic heteropolycyclic compounds

Substituents

Artemisinin skeleton - Phenylpiperazine - N-arylpiperazine - Benzylamine - Phenylmethylamine - Aniline or substituted anilines - Dialkylarylamine - Tertiary aliphatic/aromatic amine - Chlorobenzene - Halobenzene - Oxepane - Aralkylamine - N-alkylpiperazine - Aryl chloride - Aryl halide - Monocyclic benzene moiety - 1,4-diazinane - Oxane - Piperazine - 1,2,4-trioxane - Benzenoid - Tertiary aliphatic amine - Tertiary amine - Dialkyl peroxide - Oxacycle - Acetal - Organoheterocyclic compound - Azacycle - Organic oxygen compound - Organic nitrogen compound - Organopnictogen compound - Hydrocarbon derivative - Organohalogen compound - Amine - Organochloride - 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

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