Compound Identification
SMILES
CCCCCCCC(=O)C1=C2C=C3C=C(NC=C3C(=O)C2(C)OC1=O)\C=C/C(O)=O
InChIKey
InChIKey=VJWOTCPOLBNAAS-KTKRTIGZSA-N
Formula
C23H25NO6
Mass
411.454
Taxonomic Classification
Taxonomy Tree
-
Kingdom
Organic compounds
-
Superclass
Lipids and lipid-like molecules
-
Class
Fatty Acyls
-
Subclass
Fatty alcohols
- Level 5 Annonaceous acetogenins
-
Subclass
Fatty alcohols
-
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
Tetrahydroisoquinolines Alpha-acyloxy ketones Cyclohexenones Dihydropyridines Butenolides Dicarboxylic acids and derivatives Vinylogous amides Enoate esters Lactones Dialkylamines Allylamines Carboxylic acids Azacyclic compounds Oxacyclic compounds Enamines Hydrocarbon derivatives Organic oxides
Molecular Framework
Aliphatic heteropolycyclic compounds
Substituents
Annonaceae acetogenin skeleton - Tetrahydroisoquinoline - Cyclohexenone - Dihydropyridine - Alpha-acyloxy ketone - 2-furanone - Dicarboxylic acid or derivatives - Dihydrofuran - Vinylogous amide - Alpha,beta-unsaturated carboxylic ester - Enoate ester - Carboxylic acid ester - Ketone - Lactone - Carboxylic acid derivative - Carboxylic acid - Secondary aliphatic amine - Allylamine - Oxacycle - Enamine - Azacycle - Organoheterocyclic compound - Organic nitrogen compound - Organic oxygen compound - Hydrocarbon derivative - Carbonyl group - Organic oxide - Amine - Organonitrogen compound - Organooxygen compound - 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