Compound Identification
SMILES
CC1CCC2C(C)C(OC(=O)CCC(=O)NCC3=CC=C(F)C=C3)OC3OC4(C)CCC1C23OO4
InChIKey
InChIKey=ZSOFWGIDBCDDFY-UHFFFAOYSA-N
Formula
C26H34FNO7
Mass
491.556
Taxonomic Classification
Taxonomy Tree
-
Kingdom
Organic compounds
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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
Oxepanes Fatty acid esters Fluorobenzenes Trioxanes Aryl fluorides Oxanes N-acyl amines Secondary carboxylic acid amides Carboxylic acid esters Dialkyl peroxides Oxacyclic compounds Acetals Monocarboxylic acids and derivatives Hydrocarbon derivatives Organopnictogen compounds Carbonyl compounds Organonitrogen compounds Organofluorides
Molecular Framework
Aromatic heteropolycyclic compounds
Substituents
Artemisinin skeleton - Halobenzene - Fluorobenzene - Oxepane - Fatty acid ester - N-acyl-amine - Aryl fluoride - Aryl halide - Fatty amide - Fatty acyl - Benzenoid - 1,2,4-trioxane - Monocyclic benzene moiety - Oxane - Carboxamide group - Secondary carboxylic acid amide - Dialkyl peroxide - Carboxylic acid ester - Acetal - Carboxylic acid derivative - Oxacycle - Organoheterocyclic compound - Monocarboxylic acid or derivatives - Organic oxygen compound - Organic nitrogen compound - Hydrocarbon derivative - Carbonyl group - Organic oxide - Organooxygen compound - Organonitrogen compound - Organofluoride - Organopnictogen compound - Organohalogen 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