Compound Identification
SMILES
C[C@@H]1CC[C@H]2[C@@H](C)[C@@](OC(=O)CCC(O)=O)(O[C@@H]3O[C@]4(C)CC[C@@H]1C23OO4)C(F)(F)F
InChIKey
InChIKey=XFNDHSCGMHDKPD-NSULRMOISA-N
Formula
C20H27F3O8
Mass
452.423
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
Oxepanes Fatty acid esters Ketals Halogenated fatty acids Heterocyclic fatty acids Trioxanes Oxanes Dicarboxylic acids and derivatives Carboxylic acid esters Dialkyl peroxides Oxacyclic compounds Carboxylic acids Carbonyl compounds Alkyl fluorides Organofluorides Hydrocarbon derivatives
Molecular Framework
Aliphatic heteropolycyclic compounds
Substituents
Artemisinin skeleton - Ketal - Fatty acid ester - Halogenated fatty acid - Oxepane - Heterocyclic fatty acid - Dicarboxylic acid or derivatives - Fatty acyl - 1,2,4-trioxane - Oxane - Carboxylic acid ester - Dialkyl peroxide - Acetal - Carboxylic acid derivative - Carboxylic acid - Oxacycle - Organoheterocyclic compound - Hydrocarbon derivative - Alkyl fluoride - Organic oxide - Carbonyl group - Alkyl halide - Organic oxygen compound - Organooxygen compound - Organohalogen compound - Organofluoride - 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