Compound Identification
SMILES
C[C@@H]1CC[C@H]2[C@@H](C)[C@@H](CCCCC(O)=O)O[C@@H]3O[C@]4(C)CCC1[C@@]23OO4
InChIKey
InChIKey=QUQPAJXNSGNHNL-YEIWFZMPSA-N
Formula
C20H32O6
Mass
368.47
Taxonomic Classification
Taxonomy Tree
-
Kingdom
Organic compounds
-
Superclass
Lipids and lipid-like molecules
-
Class
Prenol lipids
-
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
Medium-chain fatty acids Oxepanes Heterocyclic fatty acids Trioxanes Oxanes Dialkyl peroxides Oxacyclic compounds Monocarboxylic acids and derivatives Carboxylic acids Acetals Hydrocarbon derivatives Carbonyl compounds
Molecular Framework
Aliphatic heteropolycyclic compounds
Substituents
Artemisinin skeleton - Medium-chain fatty acid - Heterocyclic fatty acid - Oxepane - Oxane - 1,2,4-trioxane - Fatty acid - Fatty acyl - Dialkyl peroxide - Oxacycle - Acetal - Monocarboxylic acid or derivatives - Carboxylic acid - Carboxylic acid derivative - Organoheterocyclic compound - Hydrocarbon derivative - Organooxygen compound - Organic oxide - Organic oxygen compound - Carbonyl group - 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