Compound Identification
SMILES
C[C@@H]1CC[C@H]2[C@@H](C)[C@@H](OCC3=CC=CC(CN4CCN(CC4)C4=CC=C(Cl)C=C4)=C3)O[C@@H]3O[C@]4(C)CC[C@@H]1[C@@]23OO4
InChIKey
InChIKey=CHLJJDAZBOSIQE-QUNBPGEXSA-N
Formula
C33H43ClN2O5
Mass
583.17
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
-
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
Phenylpiperazines N-arylpiperazines Aniline and substituted anilines Benzylamines Phenylmethylamines Dialkylarylamines Aralkylamines Chlorobenzenes Oxepanes N-alkylpiperazines Aryl chlorides Trioxanes Oxanes Dialkyl peroxides Trialkylamines Acetals Azacyclic compounds Oxacyclic compounds Hydrocarbon derivatives Organochlorides Organopnictogen compounds
Molecular Framework
Aromatic heteropolycyclic compounds
Substituents
Artemisinin skeleton - Phenylpiperazine - N-arylpiperazine - Benzylamine - Phenylmethylamine - Aniline or substituted anilines - Dialkylarylamine - Tertiary aliphatic/aromatic amine - Chlorobenzene - Halobenzene - Oxepane - Aralkylamine - N-alkylpiperazine - Aryl chloride - Aryl halide - Monocyclic benzene moiety - 1,4-diazinane - Oxane - Piperazine - 1,2,4-trioxane - Benzenoid - Tertiary aliphatic amine - Tertiary amine - Dialkyl peroxide - Oxacycle - Acetal - Organoheterocyclic compound - Azacycle - Organic oxygen compound - Organic nitrogen compound - Organopnictogen compound - Hydrocarbon derivative - Organohalogen compound - Amine - Organochloride - 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