Compound Identification
SMILES
CCOC(=O)C(C)Oc1ccc(CO[C@@H]2O[C@@H]3O[C@@]4(C)CC[C@H]5[C@H](C)CC[C@@H]([C@H]2C)[C@@]35OO4)cc1
InChIKey
InChIKey=SPHZJKRFSMQHLP-COGRYZFUSA-N
Formula
C27H38O8
Mass
490.593
Taxonomic Classification
Taxonomy Tree
-
Kingdom
Organic compounds
-
Superclass
Lipids and lipid-like molecules
-
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
2-phenoxypropionic acid esters Phenoxyacetic acid derivatives Iridoids and derivatives Phenoxy compounds Phenol ethers Oxepanes Alkyl aryl ethers Trioxanes Oxanes Dialkyl peroxides Carboxylic acid esters Oxacyclic compounds Monocarboxylic acids and derivatives Hydrocarbon derivatives
Molecular Framework
Aromatic heteropolycyclic compounds
Substituents
Artemisinin skeleton - 2-phenoxypropionic acid ester - Phenoxyacetate - Secoiridoid-skeleton - Phenoxy compound - Phenol ether - Oxepane - Alkyl aryl ether - Benzenoid - 1,2,4-trioxane - Oxane - Monocyclic benzene moiety - Dialkyl peroxide - Carboxylic acid ester - Oxacycle - Organoheterocyclic compound - Monocarboxylic acid or derivatives - Ether - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - 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