Compound Identification
SMILES
C[C@@H]1CC[C@H]2[C@@H](C)[C@@H](CC(=O)N(CCNC(=O)[C@H](CCCCNC(=O)OC(C)(C)C)NC(=O)OCC3C4=CC=CC=C4C4=CC=CC=C34)CC(=O)OC(C)(C)C)O[C@@H]3O[C@@]4(C)CC[C@@H]1[C@@]23OO4
InChIKey
InChIKey=BAXGYSAGBKLOHK-YLGAHFKBSA-N
Formula
C51H72N4O12
Mass
933.153
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
Alpha amino acid esters Fluorenes Alpha amino acid amides Oxepanes Trioxanes Oxanes N-acyl amines Tertiary carboxylic acid amides Carbamate esters Secondary carboxylic acid amides Carboxylic acid esters Dialkyl peroxides Acetals Oxacyclic compounds Monocarboxylic acids and derivatives Organonitrogen compounds Carbonyl compounds Organopnictogen compounds Hydrocarbon derivatives
Molecular Framework
Aromatic heteropolycyclic compounds
Substituents
Artemisinin skeleton - Alpha-amino acid ester - Fluorene - Alpha-amino acid amide - N-substituted-alpha-amino acid - Alpha-amino acid or derivatives - Oxepane - N-acyl-amine - Fatty amide - Oxane - 1,2,4-trioxane - Benzenoid - Fatty acyl - Tertiary carboxylic acid amide - Carbamic acid ester - Carboxamide group - Dialkyl peroxide - Carboxylic acid ester - Secondary carboxylic acid amide - Acetal - Oxacycle - Carboxylic acid derivative - Organoheterocyclic compound - Monocarboxylic acid or derivatives - Organic nitrogen compound - Carbonyl group - Hydrocarbon derivative - Organic oxygen compound - Organopnictogen compound - Organooxygen compound - Organonitrogen compound - Organic oxide - 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