Compound Identification
SMILES
C[C@@H]1CC[C@H]2[C@@H](C)[C@@H](CCOC(=O)C3=CC=CC=C3F)O[C@@H]3O[C@@]4(C)CC[C@@H]1[C@@]23OO4
InChIKey
InChIKey=BFZBFHSVPHQDPD-CFBRBYFRSA-N
Formula
C24H31FO6
Mass
434.504
Taxonomic Classification
Taxonomy Tree
-
Kingdom
Organic compounds
-
Superclass
Lipids and lipid-like molecules
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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
2-halobenzoic acids and derivatives Benzoic acid esters Benzoyl derivatives Oxepanes Fluorobenzenes Aryl fluorides Trioxanes Oxanes Vinylogous halides Dialkyl peroxides Carboxylic acid esters Oxacyclic compounds Acetals Monocarboxylic acids and derivatives Hydrocarbon derivatives Organofluorides
Molecular Framework
Aromatic heteropolycyclic compounds
Substituents
Artemisinin skeleton - Benzoate ester - 2-halobenzoic acid or derivatives - Halobenzoic acid or derivatives - Benzoic acid or derivatives - Benzoyl - Fluorobenzene - Halobenzene - Oxepane - Aryl fluoride - Aryl halide - Monocyclic benzene moiety - Oxane - 1,2,4-trioxane - Benzenoid - Vinylogous halide - Dialkyl peroxide - Carboxylic acid ester - Monocarboxylic acid or derivatives - Organoheterocyclic compound - Carboxylic acid derivative - Oxacycle - Acetal - Organohalogen compound - Hydrocarbon derivative - Organic oxide - Organofluoride - Organooxygen compound - Organic oxygen 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