Compound Identification
SMILES
CCC1NC2CC3(C4CC1C2CO4)C(=O)N(OC)C1=C3C=CC(OC)=C1
InChIKey
InChIKey=RIHQHYIWKHVLRH-UHFFFAOYSA-N
Formula
C20H26N2O4
Mass
358.438
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
Indoles and derivatives Anisoles Oxepanes Alkyl aryl ethers Aralkylamines Oxanes Pyrrolidines Amino acids and derivatives Oxacyclic compounds Azacyclic compounds Dialkyl ethers Dialkylamines Organopnictogen compounds Carbonyl compounds Organic oxides Hydrocarbon derivatives
Molecular Framework
Aromatic heteropolycyclic compounds
Substituents
C21-norgelsemium skeleton - Indole or derivatives - Anisole - Alkyl aryl ether - Oxepane - Aralkylamine - Oxane - Benzenoid - Pyrrolidine - Amino acid or derivatives - Carboxylic acid derivative - Dialkyl ether - Secondary aliphatic amine - Ether - Oxacycle - Azacycle - Secondary amine - Organoheterocyclic compound - Organopnictogen compound - Organic oxygen compound - Organic oxide - Organonitrogen compound - Organooxygen compound - Hydrocarbon derivative - Carbonyl group - Organic nitrogen compound - Amine - 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