Compound Identification
SMILES
C[N+]1([O-])CC2(C=C)C3CC4OCC3C1C2C41C(=O)NC2=CC=CC=C12
InChIKey
InChIKey=LNBRLFDEFXKCAW-UHFFFAOYSA-N
Formula
C20H22N2O3
Mass
338.407
Taxonomic Classification
Taxonomy Tree
-
Kingdom
Organic compounds
-
Superclass
Alkaloids and derivatives
- Class Gelsemium alkaloids
-
Superclass
Alkaloids and derivatives
Kingdom
Organic compounds
Superclass
Alkaloids and derivatives
Class
Gelsemium alkaloids
Subclass
Not available
Intermediate Tree Nodes
Not available
Direct Parent
Gelsemium alkaloids
Alternative Parents
Indolines Isoindolines Oxepanes Piperidines Oxanes Benzenoids N-alkylpyrrolidines Trialkyl amine oxides Secondary carboxylic acid amides Lactams Azacyclic compounds Oxacyclic compounds Dialkyl ethers Trisubstituted amine oxides and derivatives Organic oxides Hydrocarbon derivatives Organic salts Carbonyl compounds Organic zwitterions Organopnictogen compounds
Molecular Framework
Aromatic heteropolycyclic compounds
Substituents
Gelsemium skeleton - Indole or derivatives - Dihydroindole - Isoindoline - Isoindole or derivatives - Oxepane - Oxane - Piperidine - N-alkylpyrrolidine - Benzenoid - Trialkyl amine oxide - Pyrrolidine - Carboxamide group - Lactam - Secondary carboxylic acid amide - Organoheterocyclic compound - Carboxylic acid derivative - Dialkyl ether - Ether - Azacycle - N-oxide - Oxacycle - Trisubstituted n-oxide - Organic oxide - Organopnictogen compound - Organic oxygen compound - Organic salt - Organonitrogen compound - Organooxygen compound - Carbonyl group - Hydrocarbon derivative - Organic zwitterion - Organic nitrogen compound - Aromatic heteropolycyclic compound
Description
This compound belongs to the class of organic compounds known as gelsemium alkaloids. These are alkaloids with a structure that is based on the tetracyclic gelsemium skeleton. These alkaloids contain an oxindole function and a cage-like, hydroaromatic residue which is believed to arise from an intermediate related to anhydrovobasinediol by formation of a 6,20 bond and rearrangement to an oxindole. The major alkaloids in this group are related to Gelsemine; however, a smaller group, characterized by Gelsedine, lack the 6,20 bond, and have also lost C-21.
External Descriptors
Not available