Compound Identification
SMILES
[H][C@]1(C)OC(=O)[C@@]23C(=C)[C@@](C)(CC4=C(C)[C@]5(C=CC(=O)OC5(C)C)[C@@]([H])(C[C@]24C)OC(C)=O)OC(=O)[C@]13O
InChIKey
InChIKey=SLCHGQPSMLGFMX-MCLJPEIISA-N
Formula
C27H32O9
Mass
500.544
Taxonomic Classification
Taxonomy Tree
-
Kingdom
Organic compounds
-
Superclass
Lipids and lipid-like molecules
-
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
-
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
Terpene lactones Sesquiterpenoids Tetracarboxylic acids and derivatives Fatty alcohol esters Iridoids and derivatives Furopyrans Fatty acid esters Dihydropyranones Delta valerolactones Oxanes Monosaccharides Gamma butyrolactones Tetrahydrofurans Tertiary alcohols Furans Enoate esters Oxacyclic compounds Organic oxides Hydrocarbon derivatives
Molecular Framework
Aliphatic heteropolycyclic compounds
Substituents
Annonaceae acetogenin skeleton - Terpene lactone - Farsesane sesquiterpenoid - Sesquiterpenoid - Tetracarboxylic acid or derivatives - Fatty alcohol ester - Secoiridoid-skeleton - Furopyran - Delta_valerolactone - Fatty acid ester - Dihydropyranone - Delta valerolactone - Pyran - Oxane - Monosaccharide - Gamma butyrolactone - Alpha,beta-unsaturated carboxylic ester - Enoate ester - Tetrahydrofuran - Tertiary alcohol - Furan - Lactone - Carboxylic acid ester - Oxacycle - Organoheterocyclic compound - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Alcohol - Aliphatic heteropolycyclic 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