Compound Identification
SMILES
CON1C(=O)[C@@]2([C@H]3[C@H]4[C@H]5CO[C@@H]2C[C@H]5[C@@]3(CN4C)C#N)C2=CC=CC=C12
InChIKey
InChIKey=JLVYVHFZVDBPEL-QJICHLCESA-N
Formula
C20H21N3O3
Mass
351.406
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
Isoindolines Indoles and derivatives Oxepanes Aralkylamines Piperidines Oxanes Benzenoids N-alkylpyrrolidines Trialkylamines Amino acids and derivatives Oxacyclic compounds Azacyclic compounds Nitriles Dialkyl ethers Carbonyl compounds Organic oxides Hydrocarbon derivatives
Molecular Framework
Aromatic heteropolycyclic compounds
Substituents
Gelsemium skeleton - Indole or derivatives - Isoindoline - Isoindole or derivatives - Oxepane - Aralkylamine - Oxane - Piperidine - Benzenoid - N-alkylpyrrolidine - Pyrrolidine - Amino acid or derivatives - Tertiary aliphatic amine - Tertiary amine - Oxacycle - Carboxylic acid derivative - Dialkyl ether - Ether - Carbonitrile - Nitrile - Azacycle - Organoheterocyclic compound - Cyanide - Organic oxygen compound - Hydrocarbon derivative - Organonitrogen compound - Organooxygen compound - Carbonyl group - Amine - Organic nitrogen compound - Organic oxide - 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