Compound Identification
SMILES
CCCCCCCCCC[C@@H](OC(=O)[C@@](OC)(C1=CC=CC=C1)C(F)(F)F)[C@H]1CC[C@@H](O1)[C@H]1CC[C@@H](O1)[C@@H](CCCC[C@@H](CCCCC[C@H](CC1=C[C@H](C)OC1=O)OC(=O)[C@@](OC)(C1=CC=CC=C1)C(F)(F)F)OC(=O)[C@@](OC)(C1=CC=CC=C1)C(F)(F)F)OC(=O)[C@@](OC)(C1=CC=CC=C1)C(F)(F)F
InChIKey
InChIKey=XVXBHCNMLZPKGN-POJNBYLYSA-N
Formula
C77H94F12O16
Mass
1503.564
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
Pentacarboxylic acids and derivatives Benzylethers Butenolides Oxolanes Enoate esters Lactones Oxacyclic compounds Dialkyl ethers Organofluorides Organic oxides Hydrocarbon derivatives Carbonyl compounds Alkyl fluorides
Molecular Framework
Aromatic heteromonocyclic compounds
Substituents
Annonaceae acetogenin skeleton - Pentacarboxylic acid or derivatives - Benzylether - Monocyclic benzene moiety - 2-furanone - Benzenoid - Dihydrofuran - Oxolane - Enoate ester - Alpha,beta-unsaturated carboxylic ester - Carboxylic acid ester - Lactone - Organoheterocyclic compound - Oxacycle - Carboxylic acid derivative - Dialkyl ether - Ether - Organooxygen compound - Carbonyl group - Organic oxygen compound - Hydrocarbon derivative - Alkyl halide - Alkyl fluoride - Organic oxide - Organofluoride - Organohalogen compound - Aromatic 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