Compound Identification
SMILES
C[C@@H]1CC[C@H]2[C@@H](C)[C@H](OC(=O)CCC(=O)OCC(CO)COC(=O)CCC(=O)O[C@@H]3O[C@@H]4O[C@@]5(C)CC[C@H]6[C@H](C)CC[C@@H]([C@H]3C)[C@@]46OO5)O[C@@H]3O[C@]4(C)CC[C@@H]1[C@@]23OO4
InChIKey
InChIKey=KWMMZWZIIDCGBM-CTGJPVQPSA-N
Formula
C42H62O17
Mass
838.941
Taxonomic Classification
Taxonomy Tree
-
Kingdom
Organic compounds
-
Superclass
Lipids and lipid-like molecules
-
Class
Prenol lipids
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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
Tetracarboxylic acids and derivatives Oxepanes Fatty acid esters Trioxanes Oxanes Dialkyl peroxides Carboxylic acid esters Oxacyclic compounds Acetals Primary alcohols Hydrocarbon derivatives Carbonyl compounds
Molecular Framework
Aliphatic heteropolycyclic compounds
Substituents
Artemisinin skeleton - Tetracarboxylic acid or derivatives - Fatty acid ester - Oxepane - Oxane - 1,2,4-trioxane - Fatty acyl - Carboxylic acid ester - Dialkyl peroxide - Oxacycle - Acetal - Carboxylic acid derivative - Organoheterocyclic compound - Alcohol - Primary alcohol - Hydrocarbon derivative - Organooxygen compound - Organic oxide - Carbonyl group - 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