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Structure Information
Structure

Compound Identification

SMILES

CCC1=CN([C@H]2C[C@]3([C@H]4C[C@@H]1[C@H]2CO4)C(=O)N(OC)C1=CC=CC=C31)C(=O)OCC(Cl)(Cl)Cl

InChIKey

InChIKey=SGOJVDWQVVFRIS-YVYVQPTCSA-N

Formula

C23H25Cl3N2O5

Mass

515.81

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Taxonomic Classification

Taxonomy Tree

Kingdom

Organic compounds

Superclass

Alkaloids and derivatives

Class

Gelsemium alkaloids

Subclass

Not available

Intermediate Tree Nodes

Not available

Direct Parent

Gelsemium alkaloids

Alternative Parents

Molecular Framework

Aromatic heteropolycyclic compounds

Substituents

Gelsemium skeleton - Indole or derivatives - Oxepane - Tetrahydropyridine - Oxane - Benzenoid - Carbamic acid ester - Amino acid or derivatives - Tertiary amine - Carboxylic acid derivative - Dialkyl ether - Ether - Oxacycle - Azacycle - Organoheterocyclic compound - Organonitrogen compound - Organochloride - Organohalogen compound - Organic oxygen compound - Amine - Alkyl halide - Alkyl chloride - Organooxygen compound - Organic oxide - Hydrocarbon derivative - Organic nitrogen compound - Carbonyl group - 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

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