Compound Identification
SMILES
OC(=O)\C=C/C(O)=O.C[C@@H]1CCC2[C@@H](C)[C@@H](OCCN3CCOCC3)O[C@@H]3O[C@@]4(C)CCC1[C@@]23OO4
InChIKey
InChIKey=SSHJUKKMEIWVRQ-BCPMHUMLSA-N
Formula
C25H39NO10
Mass
513.584
Taxonomic Classification
Taxonomy Tree
-
Kingdom
Organic compounds
-
Superclass
Lipids and lipid-like molecules
-
Class
Prenol lipids
-
Subclass
Sesquiterpenoids
- Level 5 Artemisinins
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Subclass
Sesquiterpenoids
-
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
Oxepanes Dicarboxylic acids and derivatives Morpholines Oxanes Unsaturated fatty acids Trioxanes Dialkyl peroxides Trialkylamines Azacyclic compounds Acetals Oxacyclic compounds Carboxylic acids Dialkyl ethers Organopnictogen compounds Hydrocarbon derivatives Carbonyl compounds
Molecular Framework
Not available
Substituents
Artemisinin skeleton - Oxepane - Dicarboxylic acid or derivatives - Morpholine - Oxane - Oxazinane - 1,2,4-trioxane - Unsaturated fatty acid - Fatty acid - Fatty acyl - Tertiary aliphatic amine - Tertiary amine - Dialkyl peroxide - Organoheterocyclic compound - Carboxylic acid derivative - Oxacycle - Azacycle - Dialkyl ether - Carboxylic acid - Acetal - Ether - Organopnictogen compound - Organonitrogen compound - Organooxygen compound - Amine - Organic nitrogen compound - Organic oxygen compound - Carbonyl group - Hydrocarbon derivative - Organic oxide - Aliphatic 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