Structure Information
Structure

Compound Identification

SMILES

CN1CCOC23CCCCC2(C1)C1CCC2(C)C(CCC2C1CC3)OC(C)=O

InChIKey

InChIKey=FDCDKXZYJWFWLI-UHFFFAOYSA-N

Formula

C24H39NO3

Mass

389.58

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Taxonomic Classification

Taxonomy Tree

Kingdom

Organic compounds

Superclass

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Subclass

Steroidal alkaloids

Intermediate Tree Nodes

Not available

Direct Parent

Batrachotoxins and derivatives

Alternative Parents

Molecular Framework

Aliphatic heteropolycyclic compounds

Substituents

Batrachotoxin skeleton - Steroid ester - Androstane-skeleton - Azasteroid - Alkaloid or derivatives - Para-oxazepine - Amino acid or derivatives - Carboxylic acid ester - Tertiary amine - Tertiary aliphatic amine - Oxacycle - Carboxylic acid derivative - Azacycle - Dialkyl ether - Ether - Monocarboxylic acid or derivatives - Organoheterocyclic compound - Amine - Carbonyl group - Hydrocarbon derivative - Organic nitrogen compound - Organic oxygen compound - Organonitrogen compound - Organooxygen compound - Organic oxide - Organopnictogen compound - Aliphatic heteropolycyclic compound

Description

This compound belongs to the class of organic compounds known as batrachotoxins and derivatives. These are potent cardiotoxic and neurotoxic alkaloids containing a C21-steroid backbone. They have been characterized from skin extracts of different frog species. The batrachotoxins have a homomorpholine ring at the steroidal CD-ring junction, a 3,9-hemiketal bridge and, in some cases, a 20beta-2,4-dialkylpyrrole-3-carboxylate moiety.

External Descriptors

Not available

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