Compound Identification
SMILES
C[C@@H]1CC[C@H]2[C@@H](C)[C@@H](CCNC(=O)[C@H](CCC(=O)OCC3=CC=CC=C3)NC(=O)OC(C)(C)C)O[C@@H]3O[C@@]4(C)CC[C@@H]1[C@@]23OO4
InChIKey
InChIKey=VBBIBEOAOMEZFV-ALJZUYRKSA-N
Formula
C34H50N2O9
Mass
630.779
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
Glutamic acid and derivatives Alpha amino acid amides Benzyloxycarbonyls Oxepanes Fatty acid esters Trioxanes Oxanes N-acyl amines Carbamate esters Secondary carboxylic acid amides Dialkyl peroxides Carboxylic acid esters Oxacyclic compounds Acetals Monocarboxylic acids and derivatives Carbonyl compounds Hydrocarbon derivatives Organonitrogen compounds Organopnictogen compounds
Molecular Framework
Aromatic heteropolycyclic compounds
Substituents
Artemisinin skeleton - Glutamic acid or derivatives - Alpha-amino acid amide - N-substituted-alpha-amino acid - Alpha-amino acid or derivatives - Benzyloxycarbonyl - Fatty acid ester - Oxepane - Fatty amide - N-acyl-amine - Monocyclic benzene moiety - Oxane - 1,2,4-trioxane - Benzenoid - Fatty acyl - Carbamic acid ester - Carboxylic acid ester - Dialkyl peroxide - Secondary carboxylic acid amide - Carboxamide group - Acetal - Oxacycle - Monocarboxylic acid or derivatives - Organoheterocyclic compound - Carboxylic acid derivative - Organic nitrogen compound - Carbonyl group - Organonitrogen compound - Organooxygen compound - Hydrocarbon derivative - Organic oxide - Organopnictogen 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