Compound Identification
SMILES
C[C@@H]1CC[C@H]2[C@@H](C)[C@@](OCC(O)=O)(OC3O[C@]4(C)CC[C@@H]1[C@@]23OO4)C(F)(F)F
InChIKey
InChIKey=ZNOOBMSYKYNKMI-YJRYRDMRSA-N
Formula
C18H25F3O7
Mass
410.386
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 Ketals Trioxanes Oxanes Dialkyl peroxides Oxacyclic compounds Monocarboxylic acids and derivatives Carboxylic acids Organofluorides Hydrocarbon derivatives Carbonyl compounds Alkyl fluorides
Molecular Framework
Aliphatic heteropolycyclic compounds
Substituents
Artemisinin skeleton - Ketal - Oxepane - 1,2,4-trioxane - Oxane - Dialkyl peroxide - Acetal - Carboxylic acid derivative - Oxacycle - Organoheterocyclic compound - Carboxylic acid - Monocarboxylic acid or derivatives - Organic oxygen compound - Organohalogen compound - Organofluoride - Organooxygen compound - Hydrocarbon derivative - Carbonyl group - Organic oxide - Alkyl halide - Alkyl fluoride - 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