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