Compound Identification
SMILES
CSC1=CC=C(C=C1)C#CC[C@H]1O[C@@H]2OC3(C)CCC4[C@H](C)CCC([C@H]1C)[C@@]24OO3
InChIKey
InChIKey=VYROKDHJLKOVMN-WYWBBDALSA-N
Formula
C25H32O4S
Mass
428.59
Taxonomic Classification
Taxonomy Tree
-
Kingdom
Organic compounds
-
Superclass
Lipids and lipid-like molecules
-
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
Thiophenol ethers Oxepanes Alkylarylthioethers Trioxanes Oxanes Benzene and substituted derivatives Dialkyl peroxides Sulfenyl compounds Oxacyclic compounds Acetals Hydrocarbon derivatives
Molecular Framework
Aromatic heteropolycyclic compounds
Substituents
Artemisinin skeleton - Aryl thioether - Thiophenol ether - Oxepane - Alkylarylthioether - Monocyclic benzene moiety - Oxane - 1,2,4-trioxane - Benzenoid - Dialkyl peroxide - Organoheterocyclic compound - Thioether - Acetal - Oxacycle - Sulfenyl compound - Organosulfur compound - Organooxygen compound - Hydrocarbon derivative - 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