Compound Identification
SMILES
CN1[C@H]2[C@H]3[C@@H]4C[C@@H](OC3O)[C@]3([C@H]2[C@]4(COCC2=CC=CC=C2)C1=O)C(=O)NC1=CC=CC=C31
InChIKey
InChIKey=MRJDLAYPHLWPET-USGPKJLLSA-N
Formula
C26H26N2O5
Mass
446.503
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
Isoquinolones and derivatives Isoindolones Benzylethers Indolines Delta lactams Piperidinones Oxepanes Pyrrolidine-2-ones Oxanes N-alkylpyrrolidines Tertiary carboxylic acid amides Hemiacetals Secondary carboxylic acid amides Oxacyclic compounds Azacyclic compounds Dialkyl ethers Hydrocarbon derivatives Carbonyl compounds Organic oxides Organonitrogen compounds
Molecular Framework
Aromatic heteropolycyclic compounds
Substituents
Gelsemium skeleton - Isoquinolone - Isoindolone - Benzylether - Indole or derivatives - Dihydroindole - Isoindoline - Isoindole or derivatives - Delta-lactam - Oxepane - Piperidinone - Monocyclic benzene moiety - Benzenoid - Oxane - N-alkylpyrrolidine - Piperidine - Pyrrolidone - 2-pyrrolidone - Pyrrolidine - Tertiary carboxylic acid amide - Secondary carboxylic acid amide - Lactam - Carboxamide group - Hemiacetal - Carboxylic acid derivative - Organoheterocyclic compound - Azacycle - Oxacycle - Dialkyl ether - Ether - Organic nitrogen compound - Organic oxide - Carbonyl group - Hydrocarbon derivative - Organonitrogen compound - Organooxygen compound - Organic oxygen 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