Compound Identification
SMILES
CCCCC[C@@H]1OC(C)(C)O[C@@H]1CCC[C@@H](O)[C@H]1CCC(O1)C1CC(O)[C@@H](O1)[C@@H](O)CCCCCCCCCCCCC1=CC(C)OC1=O
InChIKey
InChIKey=PEPLXWAHRNOWMX-JIPKQKSASA-N
Formula
C40H70O9
Mass
694.991
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
Fatty Acyls
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Subclass
Fatty alcohols
- Level 5 Annonaceous acetogenins
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Subclass
Fatty alcohols
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Class
Fatty Acyls
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Superclass
Lipids and lipid-like molecules
Kingdom
Organic compounds
Superclass
Lipids and lipid-like molecules
Class
Fatty Acyls
Subclass
Fatty alcohols
Intermediate Tree Nodes
Not available
Direct Parent
Annonaceous acetogenins
Alternative Parents
Long-chain fatty alcohols C-glycosyl compounds Ketals Butenolides Oxolanes Enoate esters 1,3-dioxolanes Secondary alcohols Lactones Oxacyclic compounds Monocarboxylic acids and derivatives Dialkyl ethers Organic oxides Hydrocarbon derivatives Carbonyl compounds
Molecular Framework
Aliphatic heteromonocyclic compounds
Substituents
Annonaceae acetogenin skeleton - Long chain fatty alcohol - C-glycosyl compound - Glycosyl compound - Ketal - 2-furanone - Meta-dioxolane - Dihydrofuran - Alpha,beta-unsaturated carboxylic ester - Enoate ester - Oxolane - Carboxylic acid ester - Secondary alcohol - Lactone - Acetal - Ether - Organoheterocyclic compound - Dialkyl ether - Carboxylic acid derivative - Oxacycle - Monocarboxylic acid or derivatives - Organic oxygen compound - Carbonyl group - Hydrocarbon derivative - Organic oxide - Alcohol - Organooxygen compound - Aliphatic heteromonocyclic compound
Description
This compound belongs to the class of organic compounds known as annonaceous acetogenins. These are waxy derivatives of fatty acids (usually C32 or C34), containing a terminal carboxylic acid combined with a 2-propanol unit at the C-2 position to form a methyl- substituted alpha,beta-unsaturated-gamma-lactone. One of their interesting structural features is a single, adjacent, or nonadjacent tetrahydrofuran (THF) or tetrahydropyran (THP) system with one or two flanking hydroxyl group(s) at the center of a long hydrocarbon chain.
External Descriptors
Not available