Compound Identification
SMILES
C[C@@H]1CCC2[C@@H](C)[C@@H](OC3=CC=C(C=C3)C(=O)NCCCN3CCN(CCCNC(=O)C4=CC=C(O[C@H]5OC6O[C@]7(C)CCC8[C@H](C)CCC([C@H]5C)[C@@]68OO7)C=C4)CC3)OC3O[C@]4(C)CCC1[C@@]23OO4
InChIKey
InChIKey=DSFLWHGCABHBTC-WESOAFEOSA-N
Formula
C54H76N4O12
Mass
973.218
Taxonomic Classification
Taxonomy Tree
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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
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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
Benzamides Benzoyl derivatives Phenol ethers Phenoxy compounds Oxepanes N-alkylpiperazines Oxanes Trioxanes Amino acids and derivatives Dialkyl peroxides Secondary carboxylic acid amides Trialkylamines Oxacyclic compounds Acetals Azacyclic compounds Organopnictogen compounds Hydrocarbon derivatives
Molecular Framework
Aromatic heteropolycyclic compounds
Substituents
Artemisinin skeleton - Benzamide - Benzoic acid or derivatives - Phenoxy compound - Benzoyl - Phenol ether - Oxepane - N-alkylpiperazine - Monocyclic benzene moiety - 1,4-diazinane - Oxane - Piperazine - 1,2,4-trioxane - Benzenoid - Tertiary amine - Secondary carboxylic acid amide - Dialkyl peroxide - Tertiary aliphatic amine - Carboxamide group - Amino acid or derivatives - Organoheterocyclic compound - Azacycle - Oxacycle - Acetal - Carboxylic acid derivative - Organic oxide - Organopnictogen compound - Organic oxygen compound - Hydrocarbon derivative - Organic nitrogen compound - Amine - Organonitrogen compound - 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