Compound Identification
SMILES
C[C@@H]1CC[C@H]2[C@@H](C)[C@@H](OCC3=CC=C(C=C3)C(O)=O)O[C@@H]3O[C@]4(C)CC[C@@H]1C23OO4
InChIKey
InChIKey=UVNHKOOJXSALHN-CNFKBLBSSA-N
Formula
C23H30O7
Mass
418.486
Taxonomic Classification
Taxonomy Tree
-
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
Iridoids and derivatives Benzoic acids Hydroperoxy fatty acids Benzoyl derivatives Oxepanes Heterocyclic fatty acids Branched fatty acids Unsaturated fatty acids Trioxanes Oxanes Dialkyl peroxides Oxacyclic compounds Monocarboxylic acids and derivatives Carboxylic acids Organooxygen compounds Hydrocarbon derivatives
Molecular Framework
Aromatic heteropolycyclic compounds
Substituents
Artemisinin skeleton - Secoiridoid-skeleton - Benzoic acid - Benzoic acid or derivatives - Hydroperoxy fatty acid - Benzoyl - Oxepane - Heterocyclic fatty acid - Branched fatty acid - Fatty acyl - Fatty acid - Benzenoid - Unsaturated fatty acid - 1,2,4-trioxane - Oxane - Monocyclic benzene moiety - Dialkyl peroxide - Oxacycle - Organoheterocyclic compound - Monocarboxylic acid or derivatives - Carboxylic acid - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen 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